OPA_FCC.MAT.CN.J_A

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					                                                           galtr   ra nJJt   \-l'Ll|-€)'
                                                               182OO West Highway 72
                                                               Gder\ Colrado 8O4Ol
                                                                 (gB) 425'€021

                                                           .&Yenber 14, 1985




l,lr. L. J.     Libby
?rpcess Engineer
Stone & l,ebster Engineering Corp.          Title:             Analysis
€reenrood Pl aza
P. 0.    Box    5406                        Reference:
&nver, C0           8A?f7

lbar    Len,

      Enclosed ane results on your Sample Nurber 46, submitted
-Itstober 29, 1985. Also enclosed is a copy of your cover letter
of the same date. t{e vill retain the whole sampl e and the
dlstillation fractions in case further analyses are required.
                                            Very   truly yours,
                                            C?L            #
                                            CARL   I'I.   SMITS
                                            Laboratory Supervisor
{l{S/eac
Encs.

cc: tlr.       G.   l{.   Brown   (slfEc)
        Dr. il. T. Atnood     (J e A Associates)
        Dr. J.  G. Huntington (J & A Associates)
        Ffle   Copies
                  tl
                                                                                                      ra{5€ | ()r. J
     *t   t- -'
                                                    & WEBSTER ENGINEENING CORPONATION
                                                STONE
                                     Catalvtlc Craeklng Feedstock Analysls Request and Results

     ^                 CLIart                                                         Code             qL
                       &b [o.                                                                              .//
                                                                                      Date Seut      /O9-S-
                       Fccdstock                                                      Date Rectd

                                                      Retaln sanples of tbe overhead and bottous
                                      or :rny requested aqarysls of those cuts.

                                                                       FT'I.L SAI{PLE
                       Yolune   I    Overhead           0verhead Tenp.                 €    IATM   Actual Kettle      Tenp.
                       IBP                                              626"F                               330

                       5.0                                              690                                 365

                       10.0                                             729                                 393
                       15.0                                             766                            T
                       20.0                                             794                            -.ao-_
                       6.O                                              817                                 460
 I
i                      30.0                                             842                                 480
I
.i.a                   35.0                                        -    868                                 501
i                      40.0                                             890                                 524
'l
3
                       45.0                                       -     922                            -    5s6
                       50.0                                             9s6                                 595
                  .56.t       54.9                                - 1000                               -    648
                  60.0                                                                                 -
                  65.0                                            -                                    -
                  Volt€lOOOoFOverhead                                    54.9    vol    ?   ,
                                                                                                             52.3     wr

                                                        olPr            c"""tt"       eozOo           s.G. 60/50
                                                                  ---- 20.4                           --- 0.9317
                                                                        27.9
                                                             r-                                                  0.8878
                                                             -----_
                                                                 Lt.7
                                                                        --
                                                                                                             0.9878

                                                                        c (nrt)
                                                                                                        t{L (vol      t)

^

          L
                  @"t
              JF=fr66-.o-F--
             €o"r * Resld
              Recovered
                                     ,--/
                                                         _:7.s
                                                                   18s.
                                                                       186.3
                                                                       87.   s
                                                                             a
                                                                                  rroor
                                                                                  1s2.J
                                                                                 47 .4
                                                                                 (se. I
                                                                                                     tu;   89. 0
                                                                                                        198.8
                                                                                                                     (44. s)
                                                                                                                     (se.4)



                                                         -
                                              Full   Sanple    Gas 011              Cut   Resld Cut
     cravLtv e eooglropr)                        l/20-4
                                                               y' zz.s                          ,,/t, .t
     Uol l{t.
     Coposltlon -
        Sol3ur (lwtf)                                                                          /t.tz
        toCal l{ltrogen     (wppn)                                                             v?     0.87
         Baslc Nttrogen (wppn)                                                                 t/     0.24
         Bydrogen (wtt)                              11.89     t/   Lz.7s                 t/
         Carbon
         Mctals
                  (:rtf)                             85.28     G
                                                               -TO-oJs-
                                                                                                  10.90

                                                                                                  99.35

              lftckel   (wppn)                                 / :ttt                     t/        48.4
              Vanadfu:n (wppn)                                 t/ Nil
              Sodtr:ra (sppn)                     t'/4.2       G                          '/
                                                                                          t/
                                                                                                      s.4
                                                                                                      1-8
             Potasslum (wppu)
     Conradson Carbon (rrtt)
     ln{llne Polnt (oF)                           t/ rtt
                                                              4_v/       204.6            -
                                                                                              ,/tt
                                                                                                       "
     Bcptane rnsolubres
                                     (1)   Too viscous   1or anilinc   pt. detm.

:
       (Aphaltenes) (wtt)
     Pcntane Insolubles (wel)
                                                              L-                                   -/
                                                                                               .tj.6

I
I
     Refractlve Index
lA   Vlscoslty cs e 15ool/21ooP
     Pour Polnt (or')

                                                                       L'/-    "-              L--'
     Parafflns                                                 -     44.3                       7?.5
                                                                     -a1 i
     Cycloparaflnns                                                  Lr.a                       11 .8
                                                                     18. 8                      ?3.1
     Condensed Cycloparafflns
     All<yl Benzenes (Mono-Arnotoatlcs)                                4.5                T
     Be-zo Cyclo Parafflns                                             'rn
                                                                       L.W                       3.6
     Benzo D1 Cycloparafflns                                          1.6                        3.6
                                                                     88.6                       5?.2
         TOTAL

     Dlaronatlcs                                                       5.0
                                                                       71
     Trlaronatlcs                                                                         -1J- .3
                                                                                             6
                                                                       1n
                                                                       l.v
     Tetra-Arooatlcs                                                                             4.5
     Penta-Ar"onatlcs                                          -       0.6                       t9
                                                                       0.1                       1.C
     Poly-Aronatlcs
                                                                                          .-5.r
                                                                       ',      (l

     Sulfur Aronatlcs                                                  L.V                       t1
                                                                       I\IT\
     Fnrans                                                            ltL,

     t{ot Analyzed                                                     \tn
                                                                       rtu                -I|IT
         TTTTAL                                                      11.4                       37.8
                                                                    100.0                      193.   C
                                                        \    ;.
    --'                                                 >^n-7t' ."*--d ttbg g
                                                                     /    ,
                                                                                                                           /+oc/+-
                     5 TONE 8 WEBSTER ENCIXEEFIING                                  CONPORATION

          A
          qFIG
          C{tr    xLL. *J
                                           DENVER OPERATIONS CENTER
                                         GneeNwooo pLAzA. Dexven. CotoRnoo
                            AOOR€SS ALL CORR€SPONO€NCE TO eo.aox     5406. OENVER. coLoRAoO    8O2t7-5406

                                                                                                     tfLfq       tr3-t rr&
          rrvEt                                                                                              wu Y€L€r.5-..or




                                                                                                                     {rtLr;
          qYLN        EG
          ic{N.*^grcrG
          ssiQ         OC


                                                                                                   J+A
          Dr. Mark T.           Atwood                                                             October 29, f985
          Vice President
          J & A Assocl-ates
          f8200 West Highway 72
          Golden, Colorado 80401
          Dear Mark:

          Enclosed ls one (l) feedstock sample for your attention. please refer
                                                                                to
          the enclosed foms for the requested laboratory work. The type sampre and
          code number are lLsted below:

                                      Code No.                    Description
                                         46                       Fresh   Feed

          This wqrk should be bllled agalnst Stone & Websrer Blanket purchase order
          No' EPR-BL-340-64-00198. Please include the sarnple number
          tests in your Lnvoice.                                     "rra """o.i";;;
          Very      truly yours,
                  2
            d'e"-
           "/'
          L. J. Llbby                         l9                                              ,:
          Process Engineer
                                                       b
          LJL:JMG

          Enclosures
                                                        f         ULIATe,&
                                         4h, fr fun+,frur,A  uJ


                                         +               +
                                         ( {,u          .€         Lt&,
                                         r'irtq
^
                                                          tq       #4 / o { ,7 ,oJ tt:nqJ.
                                                 Table     2

                                  liNT RES'LTS ON ATMOSPHERIC RESIDS,
                                SINGLE TESTS, GAS YIELD BY DIFFERENCE


    Catalyst              c-3           c-3       c-3               l,l-1407     1't-1407     t{-1407
                        Al tanont      slrEc 16 (Ztnntni)
                                                 slrEc 17          Al tamnt      sr{Ec 16     s}tEc I 7
      Feed               Yel I ow     (Shengli)                     Yell   ow   (Shensl l)   (Zhenal )

                                              Tests at 900"F
    T€mp, "F            902           904   902                    900          903          n2
    C/0 Ratio             3.2           2.9   2.9                    3.2          2.8          2.9
    xHs v                14.9          16.8  16.4                   15.2         17.0         16.5
    lttX Yield
      Gas, By diff.      21.9          18.6 16.8                    29.7         l4.t         16.0
      0ll       (C5+)    74.8          66.4 69.3                    66.4         73.9         71.9
      Coke, Total         3.3          15.0   3.9                    3.9         12.0         12.3
      3 on Catalyst     100            86   t00                    100           80           75
      % above bed         0            1400                                      20           25

                                              Tests   at   975"F

    Temp, "F            976           976          974             978          972          972
    C/0 Ratlo             3.2           2.9            3.0           3.2          2.8          2.9
    ltHsv                15.2          16.4           16.0          15.2         17.3         15.6
    l{t% Yields
      Gas, By dfff.      4l .0         26.8           28.2          42.5         20.2         23.2
      0t    I   (Cs+)    55.1          57.3           60.0          55.1         70.8         71.7
a     Coke, Total         3.9          15.9           ll.8           2.4          9.0          5.1
      % on Catalyst     t00            59             50            95           50          67
      % above bed         0            4I             50             5           50           at
 clavtty             (olpr)
                                      FuII       Sanple
                                                             -1Tf w                               @)
            C 6oop
 Conposlblon
     Sulfur (wtf)                       U/                      '         l-tT               l. trr
                     W,+7"
     Total Nltrogen 14pc)                                             0.lo       L           0-6 o
     Baslc Nltrogen      ,.,ir,                                           o')-'c                 a).o
     Hydrogen (wtt)                                                   ll,L8
     Carbon (wtl)                                                    I (,. zs               8t.s{@
     MetaIs                                                          :fl
                                                                     11                   3TW
            Nlckel
        Vanadil:n (wppn)
        Sodlun (wppn)
                     (wppn)




        Potasslum (wppn)
Conradson Carbon (wbf)
                                        4
                                         ua




                                            r/
                                                            -o3
                                                                , 2^r. +



                                                                      cc)
                                                                     J'l
                                                                                      _
                                                                                          + 2+?

                                                                                          _-_-
                                                                                            5-+
Anlllne Potnt (oF)                                                   L23                    2-L    2-
Heptane Insolubles
   (Aphaltenes) (wtt)                       t/                       0.oL
Pentane Insolubles       (wtl)
Refractlve Index ( to '(-)
Vlscoslty CS € l5OoF/21OoF
Pour Point (oF)
                                        t/
                                                            re  l.fo-o9

                                                             'lof
                                                                                            t.e"L
                                                                                          o /fr
                                                                                                 ' lo3
                                                               r'^               tt                       oF
l,lass Spectroscopy Analysls Method                            Q ru+'+ry              h ,*',n .*    tse
(ConPosltlon. wt1)
parafflns
                                                           /,'^\.-rt (^
                                                          t'tl
                                                          \7ffi
                                                                           ?7,
                                                                                 4F   lill,-rl    ,/r- c+ x
                                            t/
Cycloparaflnns
Condensed    Cycloparafflns
Allcy1 Benzenes (Mono-Aronatlcs)             ,/                                           -s/z4t
Benzo Cyclo Parafflns                        a-/
Benzo D Cycloparafflns                       l/


    TOTAL
Dlaronatlcs                             L-                 -
Trlaronatlcs                            I
Tetra-Aronatlcs                         L-
Penta-Arooatlcs
PoIy-Aronatlcs
Sulfur Aronatlcs                        t/
Furans
Not' Analyzed                           tr
    TOTAL
<-'.             Sroxn I WessrER EttgtxEERlNg                                       ConpoRATIoN
                                           DENVER OPERATIONS CENTER
                                         GneexwooD PLAZA. DENven. Couonaoo
                            AODRESS ALL CORRESPONOENCE TO PO, BOX 5'06.   OENV€R. COLORADO AO2I7 - 5ao6
                                                                                                 rEL€PXONE 3O3 -aar - T,OO
       eostoN                                                                                          w u tELE x 43-a4ol
       NEW YORX
       CHERiY FILL. N,J.
       OENV ER
       CHTCAGO
       HOUS'ON
       PORTLANO. OREGON
       wasHrNGloN.   o c.




       Dr. Mark T.              Atwood                                                       February 24,           1986
       Vice President
       J&AAssociates' Inc.
        18200        llest    HighwaY 72
        Golden, Colorado              80401

        Dear l'lark,
                                                                     Please refer to the
        Enclosed are t\ro (2) feedstock sampl-es for your attention' sample and code
        enclosed forms for the requested laboratory work. The type
        numbers are listed below.

                                Code Number                               Description

                                      52                                  Vacuum Resid
                                      53                                  Vacuum Resid

         Pl-ease perform             the indicated anaLysls on both samples to see if they are
         identical.
                                                                             order No'
         This work should be bil-led against stone & webster Blanket Purchase tests
         EPR-BL-340-64-00198. Please include the sample  number and associated
         in your invoice.
         Very        truly      Yourst



          L. J. LibbY
          Process Engineer

          LJL:LAII

          Enclosures
                                                                ,ti        fEontSEb              -/




        /"-/..-' 4-*-"'
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               .7-, . - /-                                                                  's
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   ,/                                       '?2             't'ra                                            c
                  y'?- /tn                            Zt-t            I                     f t*'
   a-/                                  2ar
   /4 /4 /'t.
        /.-.41,7o't                         t         /t        -r"/              t'Fe
                                                                                             "


              /         //rttz./?               7y.a,                  (g          /^A/t/
            z.           t   ,/ a rt            t1'   o 34 7 ,r'-,2.-.A- y'
                                                            =
             l.         ttrt/rr                         /4 )
                                                        -

                      7r t-t 7. - . t/-t1                  '.
                                                                                             a

                                        C   etc Z                     /rzof                /.--./o-.D-
                                                                                                                 t

                                        (ot, V                        ?z   t-'t        I              -




            5'.        F../,
                             aA....rc p f B                            (on ,g (21..,./,
                         (/r.--,? 4fg                                  / z n -/ (fL..r l
                        ,4//r^tr+L/,qfA
         6.             2
                       ./5 tU    .-./ ,42. *t-1 3 r' catA
                                  tt- (a tu/, Z-          fi.*r.,
                                 or'/'                      a.l %
                                 (o/'
                                            "              It- /, 2         ( n.r.-        ( -./ l./
                                                                                           n
                                                                                 /e2-5.'72,.'^ a a..C
 ' 4/o-" ,) /t                        co-s2oe?
y'raTraet                                                     tala4         O.i                       /-,,<
                  Q      ./..-    1     ,.1 / ? I r.(L- ./.,/:7"
                                                     --',.,;;                               $/b,-./
                              and A Associates, Inc.
                                 182OO West Hiqhway 72
                                 Gddeq Golorado BO4O1
                                    (30s) 425"€021




                                     ihrch 21,   1986




 llr. L. J. Llbby
Process Englneer
           t
Stone l{ebster Engfneerlng Corp.
Grcenrood Pl aza
 P.   0.   Box 5406
 DenYer, Colorado 80217

llear Len,
       Enclosed ane      tlre lificro-Actlvfty. Tests (l{AT} requested
                                                                   on
Febrtary _24,-_1986. rlso errrosed rrc ttre teits i'qiietea-litrta on
SlfiC Sample #52 and 53. (These sanples appeai to            il'ia;ti.iit.
      The mr results |re grven In Tables I and z. The Drpcedure
used ms fdentfcal to frat descrlbed f n -:JeA' Dri; fiport t
8il)2-139 rherc var{ous feeG--*erc--scrcenea - using- tE' Totar
?g!"otq* catalyst ([-l_40], Oclacqt equilibr-f um catalyst). Houeyer,
thls tlme the slnopec c-3. -catalyst wai usCa ior all tests. Results
are-also presented-on a basls                   yield iJ-iiriuriiea ui
dlffercnce- Thls ras done {trere ure.gas hltamont rcsrd tests
                                 because t6e  -
consf stently had lorer total recoverles, using--u,; ,.* -assumd
ayerage molecular. relght _for all gases. nesltts on -ihe M_1407
catalyst ane nepeated here for comparl-son.--
       The    ro* nequests arc attached. Cmple_te. _results on Samptes 52
and 53     rfll be rcported rhen they become aiaflable.
                                          Yery tnrly yours,

                                           C   fltr   e^k
                                         CARL  trt. SitITS
                                          ProJect llanager
CllS/eac

cc:   Dr. l,lark T. Atwood   (il&A Assoclates)
      Flle Coples
                                                 Table I
                                   lf,T RESII-TS $l   ATI,IOSP}IERIC RESIDS,
                                   sIltGLE TESTS, RESULTS     llORl.lAL   IZEII*


Catalyst                    c-3          c€          c-3     u-1407                l,l-1407
                                                                                       16
                                                                                                l,l-1407
                           Al tmont     sllEc 16 sltEc 17 Al tamort                 sltEc       st{Ec 17
  Feed                      Yellow     (Shengll) _ (Zhenlnl) Yel I ov              (Shengll)   (Zlcnal)
                                              Tests at 900"F
Temp, 'F                   902         904            gVZ           900            q)3         902
C/0 Ratlo                    3.2         2.9            2.9           3.2            2.9         2.9
r{Hs   Y                    14.9        16.8           16.4          15.2           17.0        16.5
llt X Yleld,       nonn.
  Gas                       12.7        15.5           16.8          12.6            7.6         9.7
  0ll      (Cs+)            83.6        68.9           69.3          82.5           79.5        77.9
  Coke, Total                3.6        15.6           13.9           4.9           12.9        13.4
  t on Catalyst            100          86            100           100             80          75
  t above bed                0          140                           0             20          25

                                              Tests    at   975'F

Temp,'F          976       976       974                            978            972         972
C/0 Ratlo           3.2      2.9       3.0                            3.2            2.8         2.9
l{t{s{             15.2     16.4      16.0                           15.2           17.3        16.6
It g Ylelds, n(rm.
  Gas              31.8     24.7      20.6                           25.5           ll .5       l5.g
  0ll (Cs+) 63.6            59.4      62.3                           71.4           78.5        78.6
  Coke, Total       4.5     16.5      12.3                            3.1           10.0         5.5
  I on Catalyst t00         59        50                             95             50          67
  S above bed       0       4l        50                              5             50          33

* Gas Average lblecular lhlght Assumd at 45.
                                                  Table      2

                                  }NT RES'LTS ON ATIIOSPHERIC RESIDS,
                                SINGLE TESTS, GAS YIELD BY DIFFERET'ICE


    Catalyst              c-3           c-3      c-3                  l.l-1407      I'Ft407      l,l-1407
                        Al tanont          16 (Ztpntnl)
                                       sb,Ec
                                      (Shengli)
                                                slrEc 17             Al tamnt       sr{Ec 16     st{Ec I 7
       Feed              Yel I ow                                     Yell    ow   (Shengt i)   (Zhenal )

                                               Tests at 900"F
    T€mp, "F            902           904              gJ?           900           903          n2
    C/0 Ratio             3.2           2.9              2.9           3.2           2.8          2.9
    ltHs v               14.9          16.8            16.4           15.2          17.0         16.5
    I'lt% Yield
       Gas, By diff.     21.9          18.6            16.9            29.7         14.l         16.0
       0i   I   (C5+1    74.8          66.4            69.3           66.4          73.9         7l.   g
       Coke, Total        3.3          15.0             3.9             3.9         12.0         12.3
       % on catalyst    100           86            100              I00           80           75
       X above bed        0            140                             0           20           25

                                               Tests   at    975'F
    T€mp, "F            976           976          974               978           972          972
    C/0 Ratlo             3.2           2.9             3.0             3.2         2.9           2.9
    }IHSY                15.2          16.4            16.0           l s.2        17.3         16.6
    l{t % Yields
       Gas, By dlff.     41.0          26.8            29.2          42.5          20.2         23.2
       0i   I   (Cs+)   55.1           57.3            60.0          55.1          70.8         71.7
4      Coke, Total        3.9          15.9            ll.8            2.4          9.0          5.1
      r on catalyst     100            59              50            95            50           67
      % above bed         0            4l              50              5           50           st




^
i-              rrrir.\' bc cnrlllo.r'ed individrralh' or ilt cornllinal.i()n (,!l tll('                             t.t't'tittA't'rJ ttE ()t1't:t)
)f              sarne sanrple t<r Jlnrvide unequivocal contirmation of chlori-              (l) F. J. 8iros, R. C. Douglerty,       and J. Oalron. Otg. Mass Sryctrom., 6,
                naled pesticidc residrres. As previottsly obsen'(,d tirr l.lrc                  l16l (t972).
                                                                                            (2) R. C. Dougheny. J. Danon, and F. J. Biros. Org. Mass Sryctrcm.. 6,
te,             clrlorinated polycyclic insccticidal compounds, higlr intcn-                      rr71 (1972).
                sity ions are f<rrmcd under CI by chloride abstraction, (M -                (31 G. W. A. Milne, l"l. M. Fales. a.|d T. Axenrod, A(al. Ctem.. 43. 1815
                Cl)+. In most instances, this ion is l.he base peak. F'or the                   ( 1971'.
v               Df)E series, tlre molecule ion rvas the base peak, and conr-
                                                                                            (4) A. F. Fentirnan, Jr., R. L. Follz. a.rd G. W. Kinzer. Anal. Chem_. a5.580
d.i                                                                                               (   r973).
                pounds with a tertiary h-vdroxyl group had a (M - OH)+
rt:             base peak. In all cases, the spectra were quite simple with
                                                                                            t5) H. P. Tannenbaum. J. D- Roberts. and R. C- Oougtterty.
                                                                                                  49 ( r975).
                                                                                                                                                                A.|d,I- C,?f.m- aT,

.:'             maximum intensitf in ions near the compound's molecular
                                                                                            (6)
                                                                                            (71
                                                                                                  F. H. Field, J. Ame(. Ctem. Soc..9l. 2827 (1969).
                                                                                                  F. H. Fbld. Accounts ClEm. Res.. t, 42 (1968).
)f
                weight.                                                                     (8)   J. A. Sphon and J. N. Damico, Org. Mass Spect@tn.. 3. 5l ( 1970).
n;                                                                                          (9)   J. Jorg. R. Houriet. arid G. Spil€tl€{. ilb.l€tsJr. Ctl€.m., 97, 1064 ( 1966).
t-
        .:         Under NCI conditiotrs, with is<lbutane as the enharrce-                 (101   N. Einolf. J. Michnowicz, and B. Munson, ASTM Comfi*tlee E-14. Nin€-
                ment gas, the sJrectra are unilirrmly unconrplicated and                          teenth Annual Conlerence on Mass Spectrometry and Atlied Topics. Al-
                                                                                                  hnra. Ga.. May 197r.
                characterized by dominant (M + Cl)- anions. The poten-                     (11,   E. E. KenagE. BuA. Entonol. Soc. AtEL. 12. 161 (19661.
                tial analytical utility for this observation is evident. Under             (12)   D. Beggs, M. L. Voslal. H. M. Fabs, and G. w. A. Mihe, Rev. Sci.              l*
                properly controlled ion source conditions, t.he NCI tech-                         strum., 42, 1578 (1971).
                                                                                           (13)   C. E. irotlon in "Mass Sp€ctro.nelry ol Orga.ic bns." F. W. Mcl-afleny,
                nique may be effective in screening environmental samples                         Ed., Academic Press, New York, N.Y., 1963, Chapler a.
                for the presence of chlorinated hydrocarbon pesticide resi-                (141 S. Mey€rson. H. Drows, arld E. K. Fblds, J. A,'?€'. Ctpn. Soc., 86.
                dues simply by reference to the presence or absence of the                      4969 (1964).
                                                                                           (15) R. W. Kis€f, "lntrodrctbn to Mass Spectromety ard tts Applicatbfls."
                appropriate (M + Cl)- anion. In this case, however, it will                     Prentic€-llall. Engl€wood Clitfs. N.J.. 1965.
                be necessary to provide a source of chloride, such as using
                methylene chloride as the reagent gas (5 ).
       :i         The simplicity, reprodtrcibility, ease of interpretation,
                and highly specific ion formation reactions in these CI and
       !        NCI mass spectra, all suggest a substantial analytical utili-              REcEIVED for review April 2, l9?4. Accepted September
       t        ty for these techniques in pesticide residue analysis. Ap-                 ll, 1974. This work has been supportd by a grant from the
       t t
        'l
                plied studies are presently in progress.                                   National Science Foundation.

        v
        I
        *
        ,
        ,
        i
                Application of Mass Spectrometry to Gommercial Fluid Catalytic
        i
        t       Cracking Studies

                lan P. Fisher and Alan Johnson
        -i
        {       Qlf   Od   &mda   Limit€d, Re*arch and Devebpnent       &pnnEnt, Sheiltan Park,          Ontarb
            t
            I
        t
        i
        +        The weight fraclions ot three ot lhe heavier ptoduct ating conditions, feedstock quality, and catalyst type pro-
        f       slrema In th€ reaclor efftuenl trom a cornrnerclal lluid cat- vides an incentive for studies aimed at improving the yields
        *       atyllc cracklng (FCC) unit may be determined uslng a mass of the more valuable products. An accurate assessment of
        -i
        i       3pcctlom€lric procedure. This procedure usss an Internal the effect of unit variables on the yield and quality of prod-
        t
        t
                ciandrd epproach conrblned wllh es{aUlslred coocepls ot ucts is a necessary first step for unit optimization. Evalua-
        1       cotftponent balencing. Key arornallc clmpon€nts are ldonti- tion of the performance of a commercid FCC unit is time
        !       llod bolh h lhe reacior effluenl lrom the FCC unit aod h the consuming. A minirnum of twenty-four hours of steady unit
       f        produc{ strean6. A malerlal balance acroaa lhe maln frac-                  operation is required for a single test run- During this peri-
       I                                                                                   od, unit operating conditions and flow rates are logged and
       T        llorrelor ot lhc FCC rmlt ls achleved by quantltatlon ot ttp
                                                                                                        set of feed, product, recycle, and catalyst sam-
       II
       TI       kcy corrgoocnts. Thb procedure ls a specrtb .;"nd;         ;               l,lomOlete
                                                                                           plfi-11" collected for laboratory analysis and testing'
       ,l
                mor. gon€rel procedure whlch allows a compret-iioroca.
       tl
       TI
                bon mrxr'e ro be anaryzed In rerms                r n"^"oilii.Jr *,11f;ii,i"flil1"H;|l:Jfrirtfit*#l::;;'.:;
       itl      slr'ltns' Accwacy and preclslon esllmates are calculat€d         ag"lrr"r with the quality or tn" proa.rcts are ,rr"i to
        rl      from lhe analytlcal resulls.                                   unit performance.                                      ".."..
       +l
       LI
                                                                                 Historically, the measurement of product yields has been
       fl
       +l                                                                      the weak step in FCC unit testing. To reduce the reliance
       il          Fluidized catslytic cracking (!-CC) of gas oils is the on flow melers, Flandere et al. (1) described a trchnique
       tl
       al       major conversion process in the petroleum induetry. Dur- f<rr determining product yields by sampling and analyzing a
       tl       ing the catalytic cracking reaction, the gas oil feed, which representative porticin of the reactor effluent. Figure I is a
       tl       normally has a boiling range of 650 to 1050"1', is convertcd sirnplified schematic diagram of the FCC unit. The reactor
       {l
       ,tl      to a complete sp€ctrum of materials ranging from hydrogen \ eflluent, at ambient conditions, is a liquid/vapor mixture,
      ,il       to coke. The producrs of rnajor value yielded from the FCC \ / typically in the proportions of 8096 liquid and 209t vapor by
                unit are catalytically cracked gasoline, light cycle oil 'weight.TheconcentrationsofCsandlightercomponentsin
                (LCO), and CgCr olefins and paraffins. Table I shows the the liquid and vapor portions of the reactor effluent can be
                range of yields expected lrom a commercial FCC unit.           determined by standard gas chromatographic and mass
                   The fact that the yield and distribution of products ob-    spectrometric procedures. Flanders et al. (I ) suggesued a
                tained frgm an FCC uni! can be varied by changes in oper- distillation ol' the depentanized sample to der.errnine the

                                                                                      tfFnaefercutsrnr: flf;Ht,r'                          No-   :l"rAiit]dnY 1s75-'             se
                                                                            'l'able l. ltangc of Sta ndard Cut Point Y ields from a
                                                                                  Commercial FCC Unit as a Per Cent of Fresh Feed
                                                                                     Light gas (Hz-C2)                    2-6 wt %
                                                                                     crcl                                l$-40 vol %
                                                                                     Gasoline                            4H5 vol %
                                                                                     LCO                                  F25 vol %
                                                                                     DO                                   2-10 vol %
                                                                                     Coke                                 FIO wt %
Flgrlre 1. Schernatb dbgram ot an FCC mit
                                                                                     Material Recyclccl. as % <:f. Fresh Feed
                                                                                     HCO                                  O-50 vol %
                                                                                     DO                                   0-10 vol   %
amou   n   t      neAlhgrc4.tor effl uent liquid. The d s-
               .r]lgasol   i                                    i

tillate ffig5:qnl$anil430 "F! the depentanized gasoline
cut. Flowiererrr-?liiffie then used to determine rhe
relative proportions of heavy products and recycle in the                   Table II. Peaks Selected for Quantitating the Roector
reactor effluent and to crrnvert the reactor effluent data to                    Ellluent Liquid
fresh feed yields.
                                                                            htcamt Accutc
               USE OF COMPONE TT BALANCING                                   mu,    ns.          Atomlc
                                                                             n lc   a lc        c6!p6itio!            Gnp t}?c ud Z nmbcr
  This paper described a different approach for determin-                    f 56 156.0938 CrzHrz Naphthalene, -12
ing the liquid products and recycle in the reactor effluent                  166 166.0?82 C6Hro Fluorene.     . -16
liquid. The proctdure reduces the relianoe even further on                   170 l?0. f095 C'Err Naphthalene, -12
flow rate measurements and on distiltNtion data. By detcr-                   1?8 178.0782 .C*Hro Phenanthrene, -18
mining the conccntrations of a rante of key components                       192 192.0939 CrsHrz Phenanthrene, -18
(Ci) in the reactor effluent liquid (REL), the products and                  f 94 194- 1095 CtsHrr Fluorene,
recycle streams it is possible to solve Equation I for the                                                      -16
                                                                             206 206.1095 CtsH' Phenanthrene, -18
weight fractions lWl of the various product and recycle                      220 220.1251 CtzHre Phenanthrene, -18
strearn$ in the reactor effluent liguid.
                                                                             226 226.0816        C!5H'S Dibenzothiophene, -165
  (CiLur = llp,oa*r            (C,)r**. + 4."y"r. (Cr)..v.r. (l)             230 230.1095        CraH, ' Pyrene,          -22
Combining the component balance technique with the di-
                                                                             240 24O.0972        Cr6Hr6S Dibenzothiophene, -16S
rect analysis of the Cs and lighter components enables the
                                                                             244 244.1251   CrrEre Pyrene,                               -22
                                       effluent to be
                                                                             256 256.1251   CzuHrs Chrysene,                             -24
                                                       the
                                                                             27O 270.1408 CzrHrr Chrysene,                               -24
                                                                             284 284. f 565 Czzfrz,, Chrysene,                           -24
   Mass spectrometry is used to determine the concentra-
tion of a range of key components in the LCO, HCO, DO,                  (Cr)rur                (CrLo +                (C,t o + tloo(Crbo
and REL str€ams.                         contain      condensed
                                                                                    =   Wrco                 tlirco
aromallc                                                                           .                                                        (2)
cracking reaction. Such structdres give rise to large ion in-               Fifteen key components were selected to solve Equation 2
 #
tensities at low electron energ:y conditions within the ion                 for W.m, lVsco, and Woo: A typical selection,of key oom-
souroe of the mass spectroneten lheclronatie structurQs                     ponentc ie shoq'n in Table II. These data were obtained for
ajg]nuch simpler lhan those in comparable fractions of q                    streams derived from cracking a Western Canadian gas oil.
crude oil. In cnrde oil frastions, msny high molecular                         A standard least squares regression procedure and vari-
fei[STintegral peaks sppear as rnultiplets under high reso-                 ance analysis (2) was used to derive the valuee 17, the solu-
lution oonditions; whereas for cracked petroleum streams,                   tions to Equation 2 The werght fractions'were reported
in c'ertain instances, only siwlets arp obsenred. For the                   with confidence limits at the 95S probability level
purFxl€s of this work, a@defined                           as
that group of hydrocarbon isomers within one group type                     MASS SPECTROMETRIC RESULTS AND DATA
and at one carbon                                                                             REDUCTION
ryter. was used to identifyA high resolution mas{rspec-
trometei
                                                                             Selection of Key Components. An AEI MS 902 high
                                the atomic compositions of              resolution mass spectrometcr interfaced with the MSDS B0
these key anmponents and to select the appropriate ions for             data system was used in this part of the work. The operat-
use in the balancing pnxedure. Quantitation of the select-              ing criteria have been described (3) for routine operation at
@ith                                       a low reeolution   mass      a resolving power of about 10,000, a scan ratc of 4.6 min-
spectrometer operating at low electron energy. Such instru-             utes p€r decade, and an ionizing energy of 50 eV. All the
menls identify only integral masses, so only those key com-             product streams were analyzed and all the peak intensities
ponents were selected                                                   in their spectra were assigned atomic comirositions. Inspec-
high resolution. A further restriction was-pplied to the se-            tion of these data based on criteria discusscd earlier, en-
lection of component peaks, namely, that the atomic com-                abled the selection in'I'able II to be made.
positions of the key peaks were the same if present in more                Qusntitation of the Selected Peak Intensities. The
than one strearn.                                                       reactor effluent liquid and the three prrxluct streams, LCO,
  The material balance equation describing the flow of key              HCO, and DO were analyzed at low electron energy (r')
components (i) in the REL through the FCC unit fraction-                using a CEC l03C low resolving power mass spectromeier.
ator is given by                                                        The recorded intensities of the key cornp()nent peaks were

60 .   ANALYTICAL CHEMTSTRY. VOL. 47. NO.           r. JANUARY       1975
 Table IlI. Wcight Fractions An:rl1'z.ed in a Typicat                   Table V. Statistical Analysis of Seven Runs.on a Typical
     Reactor ElTluent Liquid                                                Rcactor E{Iluent Liquid
                                (nctioo   95% Confidence                               Avcrage       Standard               Repcrt-
           Stream          Wt                     limit                    Ssrgm      wt frectlo,    ddiatlo, 95* Cofidcncc sbiury,
           LCO              0.182           0.004?                        wt fnctl@        I,           5      linlts, f,95  2 L9S
           HCO              0.39?           0.0061                          w"co        0.1?6         0.0064 0.0059         0.0118
           DO               0. l?9          0.0095                          llrrco      0.391         0.0084 0.0084         0.0168
                                                                            tvoo        0.1?6         0.00?9 0.0079         0.0158

 Tsble IV. Analysis of a Synthetic Reactor ElTluent
     Liquid                                                             that determined for the eynthetic blend. Non-representa-
                                           959{                         tive sampling, dieturbances in fractionator operation dur-
                     Wt tEctlq Th€ctlc.L Cofl&oce
       Srcem        .t: aralyzcd s wclghcd' llmit         Accuacy       ing the test run period, and degradation of the heavier
                                                                        product stream when passing through the fractionator
     Casoline      0.287
                                                                        would be reflected aa an increase in the g5% confidence
     LC'O 0.1?9 0.1?6                     0.005 0-003                   limits.
     HCo     0.333 0.340                  0.008 0.00?                      A final aet of experim€nts were caried out to determine
     DO      0.196 0.197                  0.011 0.001                   the repeatability.of analysis by component balancing. Re-
                                                                        peatability defined by Equation 3, is twice the confidence
cotrected for contributions from D and l3C (5). Since spec-             limit as the 95% probability level.
tra recorded under these conditions are composed of most-
ly parent ions, only small corrections resulted from this                                           2L". = 29
                                                                                                            n
                                                                                                                                          (3)
procedure. For instance, only 295 of tlre intensity of mass
                                                                        where.Le5-is the 95% onfidencc limi! t is Student's t fac-
242 contributes to the intensity of mass 2t14, one of the key
                                                                        tor, s the gtandard deviation and n the number of experi-
oomponents used.
                                                                        ments. We may aleo define the mean, p, by Equation 4.
    A weighed amount of tricresyl phosphate (TCP) was
 added to each of the samples for use as an internal stan-
 dard. TCP has a large parent ion intcnsity of m/e = 369
                                                                                                 p:frrr!2                   (4)

 when reoorded at low electron energJ. This ms"q is higher       where $V; ig the arithmetic average weight fraction of the
  than the range of masses obscrved to bave anal5rtical im-      jth stream.
 portanoe in the FCC unit streams. No significant fragmen-          Table V shows the reeults of analyzing a typical reactor
 tation of the parent ion was observed under these operating     effluent seven times. A comparison of the 95% cronfidencre
 conditions.                                                     limits derived from a varianoe analysis (see Table III) and
    Since the low resolution mass spectrometer is interfaced     the same limit derived from the seven statistical runs (Ze6
 to an IBM l8(X) computer, all the data reduction was p€r-        in Table V) shows them to be similar.
 formed on-line. The de-isotoped peak intensities of the fif-
 teen key components in each of the streams were corrected                              DTSCUSSION
 for tJre weight of TCP in the sample and for the intensity of      The reactor effluent liquid from an FCC unit boils over a
 the TCP parent ion at mass 368. The corected peak inten-        very wide temperature range. This fact automatically ex-.
                                                               ;:ludes it from routine procedures both for sampling into\
 eities are now proportional to the component concentra-
 tions and as such can be substituted for the (Ci)'s in the 1 the mase epectrcmeter and also for analysis by convention- |
 component balance Equation 2. A keyboard entry placed \al group type analSnce (6).'Unsucc€ssful attempts were/
 these data into a standard regression anallnis program          made to introduce oonetant volumes of the reactor effluent
 which in turn printcd out the values for Wtao, WHgg, and        liquid into the heated inlet rlntcm of the maes spectrome-
 Wpo along with the confidence limits at the 9596 probabili-     ter, and only the usc of TCP ag an intcrnal standard en-
 g level, as shown in Table III.                                 ablee accurate weight fractions to be calculated.
                                                                    The ueual approach to analping a mixture by mase spec-
            BVALUATION OF PROCEDURE
                                                                trometry is to calibnte the ingtrument with the compo-
    The primary requirement of this procedure was that it       nents of the mirtue so tlat pettern and e€nsitivity coeffi-
should gine accurate solutions to Equation 2, that is, accu-    cients may be available. The rpectrum of the mixture to be
rate weight fraclions for the three heavy streams in the re-    analyzed is considered to be e linear superposition of the
actor effluent liquid. To determine the accuracy, a weighed     spectra of.the components weighted by their concentra-
blend of cat^alytically cracked gasoline, LCO, HCO, and DO      tions in the mirture. Thie practice requires a knowledge of
wae prepared to simulate a sample of reactor effluent liq-      all the components of the mixture. The reactor effluent liq-
uid. This eynthetic blend togetier with the constituent         uid from an FCC unit cannot be charactcrized with such
rtr€ams was then analyzed to determine the weight frac-         certainty. The intensity of any ion in the mass spectra of
tionc of LCO, HCO, and DO. The difference be[ween the           petroleum streams ig tlle sum of the intensities from many
"es weighed" values and tho6e detcrmined analytically is a      isomers at that particrrlar masE. The number of available
mearure of the accuracy of the method. The reeults of ana-      specd,ra and aensitivities for thcse isomers is very limitcd,
lyzing the eynthetic reactor effluent are shown in Table IV.    so a simplification of the spectra of the product etreame
The eum of the weight fractions is not unity since the bal-     was achieved by recording the intensities of only the parent
ancc is made up by the weight fraction of gasoline.             ions et, low electron ionizing €nergy. This obviatcs the need
    The cronfidence limits at the 95% probability level ob-     for any mass epectral patterns.
tained when using an actual reactor effluent, Table III. are        By carefully selecting the key components according to
similar to thoee obtained when using the synthetic reactor      the definitions given earlier, the need for parent ion sensi-
effluent, Table IV. Thus, it is expected that accuracy in de-   tivities is also foregone. In tlrie way, each selected ion in-
termining weight fractions for actual samples is similar to     tcnsity hae the same atomic composition in each stream

                                                                    ANALYTICAL CH€MISTRY. VOL.47. NO. 1. JANUARY 19?5                 .   61
                                                                         rrrur lrccu rt uc tcslttrluu          LU       vu ulltL SLuut€s. rt xD(]wt€og€
  't'his wilt he r.rue,,"ly if   ;;;""ii*ir."-"ril:il:il;;
  (rccurs in each selected peak in the reactor effluent liquid
                                                                                                                    ^
                                                                         of the chemical composition and physical properties of a
                                                                         particular stream will decide which instrumental approach
  and all the producc streams. Any errors generated by a                 (e.9., ultraviolet spectroscopy or gas chromatography) is
  change  in isorneric distribution were not analytically signif-        most suitable, Care should be taken, however, that the
  icant since the results of ana\zing the synthetic blend of             guidelines for selecting key components be rigorously ob-
  product streams showed accuracy figures superior to the                served.
  corrfidence limits at the 95% probabitity level. The selec-
  tion of key component masses was reviewed before each                                         ACKNOWLEDGMENT
  survey. Changes in the crude oil, the severity of cracking.              We thank Peter Fischer for help in developing the earlier
  and the operation of the fractionator can affect the distri-          mass spectrometric procedures and Tom Johnson for set_
  bution and composition of components. High resolution                 ting up the statistical procedures.
  analyses of the three product Btreams were therefore per-
  formed, and the selection of key componenta was based on
                                                                                                LITERATURE CITED
  an inspection of these data and the criteria-suggested ear-
  lier.                                                                 (1) R. L. Flando6. R. J. Annesser. and O. A. Savire.         o'crs   J.. Jan. 9. g4
                                                                              (r961r.
     The data in Table III offer a means of assessing the con-          (2) W. G. Cocfiran and G" M.._Cor. ..Exp€rinontat Oosig.ts.'. J. Wfcy
                                                                                                                                              ard
 fidence to be placed in the results of an FCC unit test run.               Sons. llrw Yort, N.y.. tgSZ. Chap.3.
                                                                        (31 hn P. Firhcr and pefer Fischc, Tabnta h pross.
 It is obviously impractical to carry out multiple analytical           (al !. f. fHtnr. P. Fbcfior. and O. V. nasrnrsien, &n. Src7ros;c..,
 runs, so the 95% confidence limit rrae used to indicatc the                                                                                       t5   (51. 3
                                                                              (19701.
 precision and accuracy. A 9f,$ confidence limit of                     (5)
                                                     ^:5j6 was                9. R.fds,n3j "bqlope Co.'ect'on Factors tor ttass Sp€cta ot Fat oaarn
                                                                              IrecDon3r'' Esao a.soarch taborataies, Bato,r Rouga. ta.. 1952.
 acceptable for the LCO and HCO weight fractions and                    (6)   C. J. RotJncon and G. L.   Cook. A,E,,. Ctx'm.,   rr. rSiOi-egl
  =10% for the DO weight fraction.
     Component balancing, of course, need not be confined to            Rpcervpn for review February 7,lgl4.Accepted August
 the mass spectrometric approach described here, and inei_                                                                                                  l,
                                                                        r974.



 Elemental Analysis of Buflet Lead by spark source Mass
 Spectrometry

 ilar   A. Haney and John F. Gallagher
 FBI Laborato/y, Deprtment of.,ft6rbe, Wast*tgton, D.C-
                                                          msgs


  &dlel bad has been analyzed by SSilS lor all elements                by thesc methods (g to 4 in these studies). For this reason,
 lourd at lhe 0.1-ppm level and above. photographlc dot€c-             spark         mass spectrometry, with its capability for es_
 llrn was used to ldenllfy 26 corunonly occurrlng elernenls                  -source
                                                                       sentially complete elementat coverage, is prospectively the
 and lo eslablish which ones aro sdtebb tor                            best method.
                                              $tan$tallve de-
lermhalion. Aoalysls ol a sNandard bad sample tor sGlecled                The purpose of this paper is to establish methods of
Iromogcncous elemenls ylelrted an average prccfsfolr d 9%              analysis of bullet lead by SSMS and to determine which
RSI) Eleclrical detec-ilon Oy magnctb poak rwllcldng gavc                                                                     el-
                                                                       ements are useful for quantitative analysis. Three tech_
a precislon d 8.7%, hrficallrp thd Sils molhod b lo be pre_            niques were used and crmpared: photographic detection,
lerred for a lknlted set oil elemeots. A Cmpb botope dk tim            which offers complete elemental                  higl, resolu_
rnethod was hvest(lated tor lhe elemenls Gu, Ag, and Sb.               tion; Electrical detection by peak"orr"r"g" "rra
                                                                                                          switcfring, whic-h usually
Thc preclCon iangod ftom 5 to ?5to RSD; wllh lhe eccura-               affords greater precision on a restricted ii,umber of                            ele-_
cy bclng we{ wlthln th€ slandard dcyLtbn of the rnean ln              ments; Isotope dilution, which enables absolutc determina_
al casea The lhree lechalqrcc ot SSIIS ere Cpwn lo be                 tion of elemental concentrations without resorting to stan-
partlcularly cornplemenlary ln lhls problerq conrbloing lo            dard samples.
give a conrplete elemenlal analysls wlth moderalc accura-
cy.
                                                                                                  EXPERIMENTAL
                                                                         Ecginroent..Thc apark souroe m&ss spectr()met€r is the
                                                                                                                                    MS?02
                                                                      manufactured by Associatcd Erectricar Industries, i-td.
                                                                                                                                In addition
                                                                      to the standard equipment, a BOX microscope has been mounted
   Elemental analysis is often used in the forensic taborato_                sogrce for preciae alignment of electndes. and a
                                                                      1n.1he                                                      magnetic
ry to chemically characterize materials which cannot             be   lield monitor (F. W. Bell Model gl0) has been inGlfea t<r faciti_
completely characterized by physical methods. For exam-               tate mass idcntification when in the electrical detection
                                                                                                                                mode.
ple, a bullet f<rund at the scene of a crime may have the ri-         .. Photographic Anrlyrir..SamplF *"ru p."prr*a by
                                                                      the lead surface free of oride and dirt, and tutiing *livers ,rf
                                                                                                                                                scraping
fling marks obliterated. If the elemental composition            is   approximately y2 X I X 4 mm in dimension with a scalpel. If
                                                                                                                                         ieaj
firund to be identical to that of bullets found in ihe p,ls"e.-                                                                           the
                                                                      sample shape dcrs not alrow direct cutting .f srivers
sion of the suspect, this fact may be used as circumstantial                                                                    tiris size. a
                                                                      chunk may be pressed between two Ta plates (to minimiz.e
                                                                                                                                        con_
evidence against him.                                                 taminati'n) until a disk !2-mm thick is frrrmed. 't'he slivers can
   Previous studies of bultet lead by neutron activation (1,          then lrc cut from this disk. It should lrc p.intetl out that these
2l and by akrmic absorption (J) have emphasized the desi-             sanrples are larger than necessary in the iriteresrs
                                                                                                                           .t <,nvenience.
                                                                      Slivers run lxrth with and without acid etchinf lnfirre sparking
rability of deternrining more etements than is practicable            showed no contamination arising from the *.,,tput. .I.herefore.
                                                                                                                                          the
62 .   ANALYTTCAL CHEMtSTRY. VOL.        47. NO. 1. JANUARy l9Z5
         difliculty in that the matrix cont                                 ;ants is   811 are   calculated by solving the five sirnultaneous linear equa'
         not a symmetric  matrix. It is, htr                            ,   iatrix-    tions with five unknowns.
         i.c., one in which all elements ar                           ' .,; On th€
         main diagonal and the two diagt;;                            ri. It can
                                                                 .:rctions) of         Rscrrveo for review May 19,1969. Acceptcd July 22,1969.
         be shown that thc eigcnvalues (bt,'
         this matrix are the same as those t                     ruratrix with
    ,A   the same main diagonal clements,
                        ,-
                                                               ,.nal elemcnts
         ls = ly = { kuktt(2o). The ci:                         therelbre ob-          (20) 1'. Muir, "Treatise on the Theory of Determinants," Dover
         tained by solving lhis sYmmetric r                    he coellicients           Publications, New York, 1960.




                                                          :ectrometric Dgtermination of
         "f;ow-Resolution Ma
         Aromatic Fraction.e                              i Petroleum
         C. J. Robinson
         Resarch and Deaelopntent DePt.,          ':     iil Co.,2500 New York Aoenue, lYhiting, Ind.              46394


         Glcnn L. Cook
         Iaunie Petroleum Research          Cenlt'r      i,    (Jnioersity Station, I'ararnie,    llyo.   82070


         A arass spectrometric Procedur'                 :rmining up to                spectral   methd for application to distillate fractions of
         21 compound tYPes in Petroleu:                 .;ic fractions is              petroleum in the 50G-950 oF range.
         described. The entire comPos.                    any sample is                   The prescnt mcthod gives more detail than the eitrlier ones'
         accounted for in terms of i.2                   :rbon tYpes,3
                                                                                       It proviclcs 100 tiquid volume pcr ccnt accountability lbr thc
         tftioplreno tYPes, and 6 u,tidenit,             'ps. Inclusion
                                                         ine difficulties              sample, while avoiding the inclusion of unidcntilicd cotnpo-
         of the unidentified comPonents                 'lescribed com.                                                             'l'hc calculations
         encountered in earlier methor:                                                nents rvith those that have bccn idcntificd.
         position in terms of a fixed t'                . named types.                 arc not dilticult, but thcy are lcngthy and arc practical only
         ileasonable results havc bcc                    :d for a wide                 with clectronic computing
         vzricty of samPles.
    :
                                                                                                                  NOiUI'NCLATUTTE
         Mlss sprcrnoMETRlc nrethods for tlt             ,:ompound types                 The names givcn the compound types, Tat:le l, are those
         in petroleurn have bcen us(:,1 rotrtiri'       ;rc than l5 ycars.             belieicd most likely to occur in grcatcst at'rtlndltncc in pctro-
         Since the first application to the rtrr;'        r:'olines (/), such          leum. Dibcnzolurans (5-7) may bc prcscnt in signiricant
                                                         .,c-latile fractions
         nrcthods havc bcen cxtendc'.i to th,                                          amounts. llecausc they arc indistinguishablc lio'rt acenitph-
         of petroletrnr. Howcver, a mctho.               rnine compound                thcnr:s by this ntcthod, both nanrcs arc incltrdcd. I he
         types in thc wide varictY o[ hurn               :ic lractions cn-             conrpounds in Class Iz arc dcsiSnatc<l as naphthcncphcnan'
         cdrntcred in the pctrolcunt inclttrt:           ,i bccn rcportcd.             threncs bccause thcir occurrcncc has becn rcport"-d (,Y.1, und
         The abscnce of such a Proccdttr':              r*lly reflccts the             enhanccd pcaks at 217,231, and 245 in thc (,U-!)r scrit:s of
         uncertain knowledge of thr: c/                 ,; of   petrolcum              many samplcs makes thcm the prcfcrrcd choicc as the most
         aronatics and also rcflccts the coir            ,-the problcm of              important constitucnts.
         obuining adequate grotlp l)'t)c itnir     i
                                                                                          In addition to the named types, thc prescncc of other com-
            Hastings et al. (2) dctcrmincd l-           nd types, includ-              poun<l-typcs should be cxpcctcd. For cxltttolc, other
         ing thrce thiopheno tyPcs, bY trsir;           icns of the most               naphthcnenaphthalcnes will probably bc prcscnt rvith accnaph-
         intense (M-l)' pcaks for cach typ,'            :ies of molccular              thcncs, dihydrophcnanthrenes rvith fluorcncs, itnd anthraccncs
         ionsare designatcd (/tt)r' thc scrius '        . "-ach of lhc ncxt            with phenanthrcncs.
         lowsr masscs rnaY be cxPrcsscd lr               i When applicd                   The typcs of compounds in Classcs Ilr througlr VlIr have
         to vcry light or vcry heavy fractioir            ts are dillicult to          not lrccn named bccausc thcrc are insufficicnt background
         interpret. Orkin ct 41. (J) usc'                 'iopic peaks to              data to dccide which of scvcral possiblc typcs is the nrosr prob'
         determinc scvcn compound tYPcs.                'ions over a lim-
                                                                                       able.
         ited nrass rilnge contain both         (,11,    :1-l)+ peaks, and
                                                                                                                  EXI'ERII\IENT.\L
         equal scnsitivitics are assumcd for       t        No sulfur types
         are includcd. This forccs a lar,r              rr of conrpound                  Sampte Prcparation. Concentrates of the arom:rtics in a
                                                        rrther resolvc the             petroleum liaction may be prcparcd by any convenicnt sep-
         typcs into thc seven grotlps ancl lir
                                                        :l rcsolution mass             aration techniquc. C)ne method that has bccn found ro be
         types. Gallcgos ct ul. (4) devclop,                                           useful is that of Snydcr (9).

         (l) R. A,. Brown, AHal. Cttrrit.,23.'1ll
         (2) S. H- llastings, IJ. H. Johnson,            . Lumpkin, i6lZ,              (5) B. I{. Johnson ond Thornas Aczcl, AN,u. Cttrlt., 39, 682 ( 1967)'
           28, 12430956).                                                              (6) H. E. Lumpkin. ibi.l.,36,2199 (196'1).
         (3) B. A. Orkin, J. G. Bcndoraitis, i]          'tl R. H. Williams,           (7) F. F. Ycw and ll. J. Mair, ibid.,38,23l (1966).
           ASTtrl Sprriat Tcch. I'uLr, No. l-''          rr    Composition of          i8i n. l. lv{tir and J. L. lrlartiniz-Pic6, Antcrican I'ctrolcum Insti'
          .-Pclrolctrnr Oils. 59, AS1-l\1, l'lriLrr;      |   958).                      tute, Div. of Rclining. 27th illidycar folccting. San Francisco'
         ( - E. J. Callegos, J- W. Cresn, L. l'. I       r..   L. l.eTourncau,           Calif.. 1962.
            .:hd R. M. Tccter, Axeu. Crr[st., J1),       ).                            (9) L. R. Snyder, Ai.rel. CHuu.,37' 713 (1965)'

         '1548 ;     ANALYTICAL CHEMIS I i
T


t
                                                                       Table    I.       Classes and Their Constituents
                                  Nominal type                                                    lst Overlap                                     2nd Overlap
                                        Nominal rypc                           Class                      Compound                     Class             Compound

                                          Benzenes                                  Ir           Benzothiophenes                           Ir         Naphthene-
                                                                                                                                                        phenanthrenes
                                          Naphthenebenzenes                      IIr             Pyrenes                                  II:         Unidcntificd
                                          Dinaphthenebenzem                     III,             Chrysenes                               IIL          Unidentilied
                                          Naphthalenes                          IVr              Dibenzothiophenes                       IVr          Unidentified
                                          Acenaphthers,                          Vr              Perylcnes                                %           Unidentified
                                             dibcoaftro                                                                '
                    VIo                   Fluortres                             VIr              Dibenzanthracenes                      VIr           Unidentified
                   VIIo             -
                                   ,'q Phermlfuarcs                            vIIr              Naphthobenzothiophenes'                VIL           Unidentified


                                Tabfe       II.                                (M+ Plui (M:1)+ Series in the Mass Spectra of Aromatic
                                                   Fmction of Total Ionization in
                                                               Compounds Used to Construct the Calibration Matrix
                                                                   Carbon           No. of
                                                                 numbr range        spoctra                     Fraction of total ionization
          Nominal compound type:                                                                      Maximum           Maximum              Average

               Benzenes                                              6-39             43                0.668             0.44               o.s632
               Eenzenes                                                l+31.                       t9                  0.668              o.u6                0.5s78
               Naphthenebenzenes                                       l+32                        t5                  0.615              0.398               0.4997
               Dinapblhcncbenzenc*                                     12-24                        4                  0.580              o.362               o.M3s
               Naphthalencs                                            ll-25                       t0                  0.586              0.44                0.5192
               Acenaphthenes                                            27                          2                                                         0.5075
               Fluorenes, dihydropbnanthrenes                           26                          I                                                         0.49t0
               Phenanthrenes, anthrrcenes                              l5-26                        I                  0.634              0.406               0.5073
               Overlapping comporud types:
          '    Benzothiophenes                                         l2-rs                       t0                  0.593              0.5t0               o.5376
               PYrenes, benzofl     uo*res                             l6-24                        4                  0.514              0.398               0.4520
               Chrysenes, benzanttracenes                              19-26                        4                  0.503              o.347               o.3902
               Benzpyrencs, peryleoes                                   26                          I                                                         o.1s2s
               . Arornatics fractioc in this carbon numbr             range were       of particular intcrest.



        Andrumcntat. Spctra were obtained on a modified (/0)                                            weie present. Ttris is not strictly accuratc for arornatics,
         -d'C 2t-103 mass spectrometer connected to a Monsanto-                                         but the crrors iutroduced are small and havc littlc ellcct on
         Non-Linear Systerrs Digitizer. (Reference to trade names                                       the rcsults.
I        -ir':rrade for identification only and dor:s not imply endorse-
          ment by the Bureau of Mines.) The digitizer records the                                                                   RESULTS
T         spcctra on perforated paper tape. The mass spectrometer
ll       'was run in the focwed mode using a 7-mil collcctor slit.                                         Class Analysis. The class analysis requires the solution of
ii-       Ionizing voltage was 70 V, ionizing currcnt was ll pA, and                                    seven simultaneous linear equations in seven unknowns.
.:        source temperature vas 250 "C. Approximately I pl of                                          Calibralion data for the cquations wcre obtaincd from both
          liquid sanrple was charged to a 2liter sample volume main-                                    publishcd (12) and unpublishccl spcctra (/.?). Typical valucs
          tained at 325 'C.                                                                             for the sums of (hy')+ and (M-l)+ scrics cxprcsscd as fraclions
             A scan from mass 25 through nrass 59 was first rnade at                                    of total ionization arc givcn in Table II. Total ionization is
          3,400 gauss. The ficld was then switched to 5,500 gauss
                                                                                                        defincd as the sum of the polyisotopic pcak hcights mcasured
          and the scan started at 69 and continued to thc cnd of the
          spcclrum.                                                                                     from mass 24 to the cnd of the spectrum. Wlrere data as low
             Data Preparation. The spectral data from the digitizer                                     as nrass 24 were not availablc, heights fcrr thc missing peaks
          were read into an IBM 70,14 computer and machine edited to                                    were estimatcd.
          eliminate peaks at fractional mass intervals. Eccausc the                                        Peaks in thc (ilr'-l)+ scrics are all monoisolopic. 'I}e use of
          mass spectrum of the sample was run at two magnetic field                                     monoisotopic peaks is essential in subdivicling the classcs, and
          strengths, the peak heights at mass 25-68 from the low lield                                  it is also advantagcous in the class analysis since it rcduces
          scan $€re corrected by multiplying by the height of the 69                                    interlercnce from thc adjaccnt lowcr:-nunrber class.
          peak at high ficld and dividing by the height                ofthe 69 peak at                    An enrpirical ad.iustmcnt is made to thc hcights of the peaks
          low field. The spectrum was then stored a.s a l-dinrcnsional                                  at mosses 175, 176, I 89, 190, 200, and 2 I I so that the sunrnra-
          array, H(M), where I/ is the peak height at mass /1,/. A
          monoisotopic spcctrurn was calculatcd and storcd as a second                                  tions in rvhich they arc included more ncarly approach the
          ldimcnsional array, IfDIUTD. The deisotoping routine                                          aver.rge. Thc adjustmcnt is made in both calibration and
          used was that suggcsted by llcynon                  (//)   assuming that only                 sample spectra by simplc interpolation. For cxarnpk', thc
          ions      of compositions               ranging from C"l{r,+r        to    C.LIr"-rr          "corrccted" height at mass 200 is thc avcrage of thc hcights at

cf
                      Nf. Grubb, C. H. El'rhardt, R. W. Vandcr I'laar, and                              (12) American Pctrolcum Institute, Rescarch l,rojcct 44. "Sclccted
        'A0tg;Fl. tt166!l:r. ASTM Committec E-14. 7th Annual Conf. on
            W.                                                                                            Mass Spcctral Data," 'fhcrrrrodynamic l{csclrrch Ccntcr, Tcxas
             !['f ';s ^,'  or:',lryt Los Angclcs,Calif., 1959.                                            A & tll Univcrsity, Collcgc Station. Tcxas, l9J7-1967,
          (il) J. . . ...'':. "Mass SJxrctrometry and lts Applications to                               (13) ASTN'{ Conrrnittec Il-14. "Filc of Unctrtiticd Snr.ctra." For
              'G f ,, . ,' .,i:r'tistiy,"   .iilsevier t'ublishing Co., New    York, N. Y.,               additional inlbrnration. contact Dr. A. H, Struck. l,crkin-Elmer
               I9w: pp 29.1.                                                                              Corp., Norwalk, Conn.
                                     .P
    r
              :_                                                                                                           VOL.41, NO. 12, OCTOBER 1969              o   1549
    i
                                                           Table   III.   Calibration Matrix-Fraction of Total lonization

                                                       Naphthene-          Dinaphthene.
                                         Eemenes         benzenrs            benzenes         NaPhthalenes         Acenaphthenes      Fluorenes      Phenanthrener

          >78                            0.5578          o.@79          0.0302         0.0097            0.627                         o.o2s7            0.0699
          z    104                       0.0536          o.1gs7         0.0524         0.0017            0.0007                        0.@75             0.0342
          >    129, 130                  o.m36           0.0613         0.M35          0.0133            0.0009                        0.@25             0.0098
          z    r28                       0.cxE8          0.0260         0.1142         0.5192            0.0057                        0.@19             0.00CI
          D 154                          o"@05           0.0016         0.0212 ' 0.0357 '- 0.5075                                      0.0152            0.m26
          >    166                       o"{it004        0.0005         0.0060         0.0063            0.0452                        0.4910            o.0226
          I178.                          0.0009          0.0005         o.@34          0.0023            0.0064                        0. lo34           0.5073
     ." ?            ''r1                                E 78: 78+ 92+106+120+..'....toend
     ;1 !: --dltl.
                                                                     + 9f + 105 + ll9 + .:... toend(monoisotopic)
                                                         2 104 : 104 + ll8 + 132 + 146 + .,... toend
                                                                     + ll? + l3l + 145 + ..... to end (monoisotopic)
                                                         2 129 - l3O + t44 + 158 + 172 + ..... to end
                                                               + 129 + 143 + 157 + l7l +..". toend(monoisotopic)
                                                         2 t28 - t28 + 142+ 156 + l7O + ..... tocnd
                                                                     + l4l + 155 + 169 + ' '... to end (monoisotopic)
                                                         2 154 - 154 + 168 + 182 + 196 + ..... to end                                                                't
                                                                     + 167 + l8l + 195 + .. '.. to end (monoisotopic)
                                                         2 166 : 166 + l8o + 194 + 208 + .... ' to end                                                               .,
                                                                     + 179 + 193 + 2O7 + .. '.. to end (monoisotopic)
                                                         E 178 - 178 + 192 + 206 + 22O + ..... to end
                                                                     + l9l + 2OS + 219 + '.... to end (monoisotopic)

                                                           Table   IV.    Calculation Matrix-Inverse of Calibration Matrix
                     l{ominal type                   t78                  > 104         zl?9         2 r28          > 154                  t 166           X   178

          Begtnes                                    r .8904             -0.1601      -0.0942                -0.0290       -0.0021        -0.0421
                                                                                                                                          +0.m25
                                                                                                                                                          -0.2345
          Na$lhenebenzenes                          -0.1952               2.M79       -o.2284                +0.0016       -0.m)3                         -0.1069
          Dincphthencbenzencs                       +0.0124              -0.2806           2.3p.24           -0.0579       -0.0026        -o.00r8         -0.0266
          Nap&thalenes                              -a.m.27              -o.ol02          -o.4937              l .9106     -0.0r95        -0.0151         -0.0020
          Accoaphtlienes                            -0.0015              +0.0081       -0.0({o               -0.1339         1.9773       -0.0584
                                                                                                                                            2.0165        -0.0057
          Fluorenes                                 -0.001I              +0.0011       -0.0154               -0.0r l6      -0. t822                       -0.0904
          Pheunthrenes                              -0.0029              +o.finl       -0.0088                -q.w4        +0.012t        -0.4192           I .9904




                            214. If the observcd height at 2W is lcss than            the            pcaks in a scries are plottL'd versus thcir masses' the curve is
           186 end
          catsdarcd height, thc observed hcight is rctained. Sinlilarly,                             non-linear and, if no ovcrlapping types arc prc:'ient, srnoothly
          the orrcctcd hcight at 213 is the averagc of heiS,hts at 199 and                           approaches zcro as thc mass incrcascs. This is illustrated in
           227. The corrcctcd hcight at mass 175 is the height at 16l                                Figure I for alkylbenzcncs in fractions isolated from a virgin
                                                                                                     gas oil. Howcvcr. if the square root of pcak hcight is plottcd
          less are-third thc algebraic dilltrence bctween hcights at 16l
          and 203 again, if thc obscrvcd height at 175 is lcss than the                              as a function 106/massz, the plots are cssentialiy lincar at the
                            ;
          calcuhted hcight, the observed hcight is retained. The same                                higher masses, and dcviate only at thc lowcr masscs' Figure 2
          prostdure is used at mass 176 using basc points at 162 and 2A4'                            shows the lincarity achicved for alkylbcnzcnes.
          Finalty, heights at 189 arrd 190 are the avcrages of heights at                                A characteristic of distillation fractions is that thc highesl
          175 and 203 and at               rcspectively. The prcviously
                                          176 and 204,                                               molecular weight compounds will gcncrally hrve the fewcst
          calculated or rctaincd values at 175 and 176 ate uscd in these                             rings and double bonds. Hcrtce, within a class lhe molecular
          calculations.                                                                              ions ncar the end of thc spcctrum will result only from tltr:
              Tables III and IV give details of the pcak sunrmations, the                            nominal types, bccause thc llrst and sccond ovcrlap com-
                                                                                                     pounds will have lower molccular weights. Similarly at the
          original calibration data, and the inverse matrix ttscd in the
         tlass anulysis. Although two scts of valucs are shown ior                                   iow ttrott trnd o[ the spectrum thcre will be peaks relatively
          benzencs in Table II, thc value based on the higher'molccular-
                                                                                                     lit:e of contributions from the first and second ovcrlap types'
                                                                                                     becausc the condcnscd aromatic nuclci do not liagment to any
          weight benzencs was chosen, as thc molccular wcight range
          approximates that of the majority of samplcs of intcrcst to our                            large extent. Thcreforc, base lincs constructt'd on the squarc-
          laboratorics. Multiplication of peak-height summations by                                  root plots can distinguish bctwcen contributiolrs o[ the nom-
          the inverse matrix yiclds total-ionization values for cach class'                          inal and overlapping typcs. In ovcrlapping rcgions, from thtr
          Because total ionization is approximately proportional to the
                                                                                                     lowcst mass whcrc overlap can occur to thc cnd of thc (M-l)'
          liquid volume of sample chargcd to the mass spcctromctcr (/'l),                            serics, pcak heights rcpresentc<i by thc basc line arc attributcd
           the results express the rclative volumcs of the classcs' ancl                              to the nominal conrpoun<I typc and valucs bctwccn the base
           normalizatbn thcn yie lds volrrme pcrccnt of cach class.                                   line and the observcd heights arc attributcd to thc overlapptnB
               Ctass Subdivision. Overlap typcs within each class arc                                types.
           resolvcd using cnly the nronoisotopic (,V-l)+ pcaks in the                                 bata for establishing the base lines are given in Table V'
           rlrl)ective classes, wlrich are assumcd to carry all the irlforma-                        Two points are used to detc'rminc a basc line for cach of the
                                                                                                          (/l'l-l)r scrics. Thc high'mass point is thc square root of
I    ." ,iic,ri i,ccrded. Whcn thc hcights of the nronoisotopic (M'lf                                sevcn
                                                                                                     thc height at thc highcst muss obscrvcd in the scries. Thc
                                                                                                     mass of the tow-mass point is empirically lixed for cach serics
I           il.{) A. l{ood, Axer.' Crtru., 3{l' l2l8           (1958)

fi                              ;
t:           l55O r                 ANALYTICAL CHEMISTRY

J
  o
  lt
  t
  o
  L
  o
  t-
 o
 o
 o
 z
 o
 ,
 -                                                                                                        tat     lza
                                                                                                                MASS

                                                                                  Figurc   2. Square root of peak height Df' TaT
                                                                                   toi (ttt-tr* ions in the mass spectrum of alkyl-
                                                                                  benzenes.
     .'                      MASS OF lM-rl+ toNs
Figre       l.    Intcnsities of monoisotopic peak heights :: &€r       :G
Oe mass spectrum of alkylbenzcnes         from virgin gas crf,                       lbble    VI.   Peak by Peak Factors to Correct
                                                                                              for Deviation from llasc Lines
                                                                                    Class                  Mass                Factor'
at a value bclow that at which the first ovcrlap .:a-- :r:s-                             Io                147                  1.44
The peak height at this fixcd mass is multiplicd b;' a :.:                            Ilo                  None                 None
                                                           ---l
before taking the square root, so that a straight li:--:-_---:_;ir                   lIIo                  None                 None
                                                                                                                                3. r0
the two points on the square-root plot coincidc: ;;----_ ..J                         IVr                   t97
                                                                                                           2rl                  2.52
tinear region of the curve dcrived solcly lrom pc-,: :: _::                                                225                  2.O7
ngniqal typc. Points along thc basc line corresp::- i--: i-r                                               239                  I .83
r. i in thc serics represcnt ttre square roots oi:-.: :*..'<                                               253                  I .59
                                                                                                           267                  t ,39
heiehts attributabie to the nominal compound r1.pe- i.-.:_e
                                                                                                                                 1.28
values are storcd in thc computcr in a ncw ";;quarc rci,:        - - -:::.,                                281
                                                                                                                                 t.26
                                                                                                           295
SR(M).           Each value in the array is thcn squarcd   so r;:: :..--u-                                 309                   l.14
lated pcak heights for the nominal type are stored. S_-::e                                                 323                   1.06
peak.heights fall off the basc line shown in Figure l. T::is                             Vo                265                   1.42
                                                                                                           279                   1.24
nonJincarity is corrccted for by using peak-hy-pcak corr.:::3o
                                                                                                           29t                   l.l2
factors. The masses and corrcction factors are gl'.:n in                                                    307                  I.06
Table VI. To obtain thc base linc contribution to the ncninrl                         VIo                   291                  1.24
types each of the peak heights at the masses shown in Tenle VI                                              305                  l.15
is multiplicd by its factor and the result stored in place of the                                           3t9                  t.07
                                                                                                            333                  1.06
value read from thc base line.
                                                                                                            347                  L05
   The total ionization in the (M-l)+ series may contain inter-                                             361                  1.03
fering ionization from compounds outside the class, and this                         VIIo                   247                  I .61
                                                                                                            261                  I .50
                                                                                                            275                  1.44
                                                                                                            289                  1.37
                                                                                                                                 1.28
            Table   V.   Data for Iistablishmcnt of tlase Lines                                             303
                                                                                                            317                  1.24
                             Low-Mass llase Point                                                           331                  l.2l
       Clsss          Mass        Abscissa             Ordinate"                                            345                  t.l0
                                                                                                            359                   l.09
            I          105          90.71      to.72 x IIDl(los)lttt                                        373                  1.07
           u           t73          34.t2      [0.66 x IIDl(r73l',]Ltz                                      387                   l.o5
          III          t85         29.22       11.00 x IIDI(185))tt'
jv        lv           r83         29.86       [0.25 x IIDl(t8rltt,             ' Heights detcrmined by the basc lines are multiplied by these
                       251          15.87      [0.64 X IIDl(zst)ltt,          factors to obrain thc norninal typc contributions' Corrcctions at
          VI           277          r   3.03   lo.70 x IIDI(2771yt2           other masses ar{: llot rcquired.
          vII          233          18.42      [0.58 x IIDI(233)JI|2
                     High-Mass Ilasc point
*anl4/      equat the highest obscrvcd nrass in a (il4-1;+ ,"r1o.
.tl, Jrdi$rtcs for thc high mass base point ot'that scries will be:           must be eliminatcd. Since contributions in the (M-l)+ total
      1                 Atxcissa : lltyWiIttI,4.XY                            from the ovcrlapping typcs are ntcitsurcd from their nct
      : .          Ordinarc" : [t.00 X]tDtirelltAx)ltt,                       heights abovc thc basc line, they should bc rclatively frcc of
                                                                                                        'I hcrcfore, all such intcrfcrcncc is
 '    whc.c HDI(M) is thc nronoisotopic pak lrcight         at   mats M.      outside intcrfcrcncc.
                                                                              assunred    to allect only thc total for the nominlrl typc' An

                                                                                                    VOL.4l' NO. 12, OCTOBER 1969 r        1551
                                                                                     (2,          This calculated sum, subtractcd from the           observed
    admittedly less-than-rigorous estimatc of the
                                                     interference to
                                                                                   sum'of the (M)+ and           (M-l)*   scrics, yiclds the total intcrference
    lfr" no.inot typc is made ura the following stcps:
       (l) The total ionization of the class, as detern'rincd from                 in the observcd sum.
                                                                                     (3)   The total intcrference, multiplied by the ratio of the
    the inverse matrix multiplication, multiplied by its diagonal
                                                                                   obierved (M-l)* sum to the observed (Lr')+ plus (M-l)+ sums,
    element from the calibration matrix (Table III),
                                                       gives the sum
                                                                                   gives the interfcrence in the (M-l)+ series'
    of the  (M)+ and (M-l)+ series free of outside interference'
                                                                                      (4) This interference, subtracted from the (M-l)+ sum for
                                                                                   the nominal type, gives the final (M-l)'value for the nominal
        Trbb         VIL (M't)+ Peaks Required to Determine the                    type.
                                                                                    -
            Ffo$ OverlapPing TYPe in Each Class                                       The majority of the ions due to the first overlapping type are
                                                                                   found in the four lowest mass peaks that
                                                                                                                                  extend above the
       Ctass        lst OverlaP              Masses
                                                                                   bur. lln". The   pcaks required to determine the first overlap-
                                                         147,161,175,189
          Ir            BenzothioPhenes
                                                         215,229,243,257           ping Sypes are listed in Table VII. In petroleum fractions' the
         IIr            Pyrenes
        IIII            Chrysenes                        241, 255, 269, 283        httif6u. (M-t'1+ peaks of an aromatic type, starting l3 mass
        IVr             DibenzotbioPhenes                t97 , 2rr, 225            units above the parent mass of the unsubstitutcd compound'
         Vr             Perylenes                        265,279,293,3W            generally contain about 75f of the total ionization in the
                                                         291, 305, 319, 333
        VIr             Dibenzanthracenes
                                                         247,261,275,289           ieries. Therefore, the sum of the first four peaks in an over'
        vIIt            NaphthobenzothioPhenes
                                                                                   iupping type, divided by 0.75, should give its contribution to
                                                                                                                                                                  I
                                                                                                                                                                  I
                                                                                                                                                                  !
                                                                                                   by the Present Method and by
                 Table   VIII.    Comparison of the Compositions of Selected Aromatic Concentratcs
                                                       Low Voltage Mass     Spcctral Analysis
                                                                                       iquid volume %
                                                                                  Range of carbon numbers
                                                       Cr€ro                             C,o{rc
                                                                                                          L.V.               This method            L.V.
                                          This method                 L.V.    This method
                                                                                                          3.2                    83.5               El.4
i
    Benzenes                                 N.l                      16.7         4.8
                                                                                                          4.6                     6.3                8.6
I
i   Naphthencbenzenes                            8.5                  7.t          4.3
                                                                                                                                                     0.8
                                              0.6                     2.1         0.4                      2.O
I
    Dinaphthenebenzenes                                                                                                         10.2                 9.2
I

    Naphthalcnes                             63.5                     9.7        90.3                     86.9

I   Acenaphthencs,                                                                                         3.2
I     dibenzofurans                                                   4.1
I                                                2.5                  3.4                                  0.1
    Fluorenes
I
    Phcnantlrrenes                               3.6                  4.2
I
I
    Napht hcncPhcnanthrenes                      o.2                  0.7
    Pyrencs                                      0.9                   1.5
    Perylcnes                                                          o.2
                                                                                  o.2
    Benzothiophencs
    Class lV:                                    0.1
                                                                                                                                l@.0                tm.0
       Total                                 100.0                    9.9        t00.0                   100.0


                                                         Tabte    IX.
                                                                    Analysis of Aromatic Concentratcs
                                                                                          Liquid volume %
                                                                   Virgin gas oil                                Catalytic gas oil
                                                                                  Diaromatic            Diaromatic              Triaromatic
                                                       Monoaromatic                                                                          concentrate
                                                        concenlrate              concentrate                      concentrate

                                                               t2.7                      5.6                          0.6
     Benzencs
                                                                                         6.5                          0.8                          2.4
     Naphthcncbenzcncs                                         2s.5                                                                                3.9
                                                               21.4                      8.3                          1.5
     Dinaphthcncbcnzcnes                                                                20.7                         65.9
     Naphthalcncs                                               3.9
     Acenaphthenes,                                                                           I                      13.4                          4.3
       dibcnzofurans                                            3.'                     18.
                                                                                                                      5.9                          8.5
                                                                2.6                     14.6
     Fluorencs                                                                                                        4.2                         36.4
                                                                1.4                      8.3
     Phenanthrcncs
                                                                                         4.1                                                       3.8
     Naphthcncphenanthrenes                                     0.1                                                                               19. s
                                                                0.3                      3.2                          0.1
     Pyrencs                                                                                                                                       6.1
                                                                0.t                      0.7.
     Chrysenes                                                                                                                                     2.O
     Perylcnes                                                  0.5
                                                                0.1                      0.1
     Dibenz-rnthracenes                                                                                                5.6                         3.4
     Benzothiophcncs                                            0'l                      4.2
                                                                                                                       1.8                         8.1
                                                                1.6                      2.6
     DibenzothioPhcncs
                                                                                         o'2                                                        t.7
      NaphthobcnzothioPhcnes                                    0.1
                                                                o.7                      0.7
      Class    llr                                                                       0.5
      Class    lil:                                             0.7
                                                                3.5                      0.3
      Class    IV:
                                                                0.9                      0.5
      Chss Vr
      (Iacs VL                                                  0.4                      0.3
                                                                0.3                      0.5
      Chsvlt'                                                                                                                                     l@.1
                                                               l@.0                  100.0                            99.8
        TotaI


       1552      r     ANALYTICAL CtIEMISTRY
                          /                  (M-l)+ series. Only the first three peaks
                     t'_urn of ions
                                    in the
        /, ur{- for dibcnzothiophenes because the fourth peak at
                fordibcnzothiophenes.because
                   ,1..                                     oeak ar                         Table X. Composition of Aromatic portion of lligh Sulfur
           "sd
       Ais ZIS varies so that its relalive height cannot be reliably                            lVest Tcxas Gas Oil before and aftcr l{ydrogcnation
    ,1 i&ictea. The three-peak sum is divide<t by 0.625 rarher                                                                                   Liquid yolume     f
A{:"?,:1^1:T",fl':,:-'::l*:o":l':::^t^'I:y':):!yyl                                                                                        Original      HydrogenaGd
   ;5incluaeA in lhe summation. It, in each case, the calculated                            Benzenes
               ionization is less than the sum of hcights available for                                                                        t2.8           24.5
          1613l                                                                             Naphthenebenzenes                               il.5              t7.4
          ovcrlapping types, the renraiader is assigned to the second                       Dinaphthenebenzenes                             12.9              t4.5
          overlap. If the quantity is greater than the total avaitable,                     Napbtlralenes                                      6.8             3.8
            latter is assigned to t&efrrst overlap and the second overlap                   Acenaphthenes, dibenzofurans                       7.8             5.7
          the
                                                                                            Fluorenes                                          7.8             6.3
       is sel at zero.                                                                      Phenanthrenes i                                    5.3             3.6
          ,After contributions to the (M-11+ series are determined                         NaphthenephenAnthrenes                              3.8            2.4
       for all types in a class; ratios of each contribution to fhe total                  Pyrenes                                             5.7            3.4
       are computd. These are then multiplied by the per cent of                           Chrysenes                                           3.5            2.5
    - -i;t4t class in the sample to obtain concentrations                                  Pcrylcnes                                           2.1            t.5
                                                              of the indi-
       vidual types in tbe sample.
                                                                                           Dibcnzanthracenes                                   l.l            0.8
                                                                                           Bcnzothiophenes                                     7.9            3.3
         :-!
               ,                                                                           Dibcnzothiophenes                                   5.3            4.7
                                                                                           Naphthobcnzothiophcnes                              2.8
         ,r..                                 DISCUSSION
                                                                                           Sccond        overlap:   Class III3                 0.5
                                                                                                                                                              1.2
                                                                                                                                                              0.0
         1 The present rnthod has fcatures that make it suitable for                                                Class IVr                  t.0            2.1
                                                                                                                    Class Vr
         rou-tine use on a wide range of aromatics fractions from                                                                              o.2            0.5
                                                                                                                    Class VIr                  0.5            0.3
         petroleum. The class analysis is inscnsitive to molccular                                                  Class VIIr              0.1               0.6
         weight or boilirryrange, because the quantities of all the com-
    ' pound types aredetermined on the basis of thcir contributions                             Total                                      9.4             99.     I
      to the total iordz-ation of the sample. The overlap rypes,
    . determined by di{Ierence, are held within the bounds of thcir
         respectivc classes so that lhe entire conrposition is accounted                                 Table XI. Comparison of Sulfur Contents
         Ior. Most important, the inclusion of the second                    overlap                  by Mass Spectrometry and Gas Chromatography
         groups in the arnlysis avoids describing thc sample in terms of
                                                                                                                        Average IttgLzt-lhioPheno             sulfur"'r
         a limited number of compound types that can be spccilically                                                            wt         MS--
         named.
                                                                                                   Sample               mol                                Ce--
                                                                                           Mid-Continent                  388
           The method ic bascd on thc obscrvation that approximately                         2-ring                                       0.07            0. t4
         one-half the lotal ionization oIany aromatic compound occurs                           3-ring                                     n
                                                                                                                                          0.              0.20
,^h      the sum of peak hcights in thc (1./)+ and (M-l)+ series.                               4.ring
                                                                                          Mid-Continent
                                                                                                                                          o.ot            0.06
      rhisis truewheo,(l) total ionization is dcfincd as the sum of                                                       253
     peak heights at al.l intcgral masses in the spcclrum, (2) the
                                                                                           2-ring '' .': ,'                               0.09            0.08
                                                                                            3-ring                                        o.o7            0. r0
     (M)+ summation bcgins at the mass ol'thc unsubstituted ring                                4-ring                                    0.@             0.00
     compound and ircludcs all higher-mass pcaks at increments of                         Mid-Easr                        335
     t4 mass units to thc cnd o[ rhe spcctrunr, and (3) the (lLt-1y+                        2-ring                                        0.49            0.67
                                                                                            3-ring                                        0.53            0.73
    Summation bcgim at the peak l3 mass units above thc first
                                                                                            4ring                                         0.il            0.l4
    peak in the parern series and continucs by incrcments of l4                           Rodessa                         344
    mass units to the snd of thc spcctrum.                                                  2-ring                                        0.04            0.05
       There is a dccidcd advantagc is first dclermining thc classes                        3-ring                                        0.07            0.09
    as defined here and latcr srrbdividing thcnt, as conrparcd to a                         4ring                                         0.02            0.03
    simultaneous equations proceclure that attcmpts to dctermine
                                                                                          High sulfur      cokcr          297
                                                                                            2-ring                                       0.58             l.o7
    individual contponents all at once. Thc latter mcthod can                               3-ring                                       0.48            0.72
    result in large ncgative valucs that atlcct thc cntire analysis ancl                    4-ring                                       0.l5            0.   t9
   are difllcult to intcrprct. In the presr:nt rnctlrod, ncgative
                                                                                            " GC results includc cyclanothiophcnes as wcll            as bcnzothio-
   values are usually small. Furthcrnrorc, if thcy occur in the                          phenes.
   rubdivisions, they allcct the rcsults in only thcir own class,                           D
                                                                                                All   values are on rhe original disrillate basis,
   and lhc rest o[ the analysis is unaflcctcd try thcm.
       The prescnt method appears to give results at least as good
   u might be expectcd for the usual mass spectromctnc lype
   rnalysis procedures. For low molecular wcight samplcs con-
                                                                                          matics in a wholc aromatics fraction, thc error so introduccd
   taining only small quantities of overlapping types, rcsults are
                                                                                          in thc nronoaromatics value would bc rivial. Furthcr quali-
  h salisfactory agrccntcnt rvith low-voltag" i..rlt, as shown in                         tative confirnration of the method is shown by the analyscs
  Tablc VIII. Qualitativcly, the mcthocl
                                                tives the proper com-                    of the aronratics in a high-sulfur Wcst Tcxas gas oil bcforc and
 ,.pound typcs when nrcno-, di-, and tri- aromatics conccn_                              after hydrogcnation. The clata in Tablc X show that hy-
  lratcs, prepared by the atlsorption chrom:rtolgaphy proccdurc
                                                                                         drogcnation greatly incrcascs the monoaromatics and dc-
  of Snyder (9), are anaf_rrcd, as shown in iablc IX. Cross
                                                                                         crcascs the sull-ur comltounds ancl polyaronrotics. Upon
                     of thc fracdons is consicl:rably larger than                        hvdrogcnation an incrcasc in concentration of thc Class
-$lamination
'        1tect.'d. llowcvcr, dctailed cxarnination of thc spcctra                        IV componcnls from thc sccond ovcrllgr calcr.rlation may indi-
    ,"   '':. rtri ihe prcscncc of many of thc typcs forrnd by this                      catc th:tt trinaphthcnebcnzencs were procluced.
    B.i:l          ,l.i   ,         of monoaronratics in the
                              .l-he indicatcd prcscncc                                      Valucs for pcr ccnt sulfur in2-,3-, and 4-ring thiophcncs
    it.:r't;-','r,ttics c(lncc.ntrale from         a catalytic
                                           gas oil is probably                           bascd on total gas oit wcrc calculatcd ancl conrparcd with
    Qnonmus. lj,,,wcvcr, at the usual conccntrations of triaro-
                                                                                         valucs obtaincd by thc gas chromatographic nrc(hocl of Martin


                                                                                                                VOL.4l, NO. 12, OCTOBER 1969              o    tS53
                                                                                                      must be calculatcd rvith the idcntilictl Srarups. For cxample,
                                   In order to convert the mass spectrometri-
           / ana-Grunt (l''i volumc pcr ccnt sulfur compounds to rveisht                                                                                   'lnd thc lluorcne
                                                                                                      carbazolcs contributc to t'roth thc :rccnrlIirth('nc
          J lltiti""t"iitt'iil                                                                        values. Analyses    of aronrlrtics slntht'si"rrJ liom rclatively
                                               ccnt analyscs of the aromatics
         I , . per cent s-ulftur' weight-per using cstimatcd dcnsities for the
             '-.fraction *.." i,.., catcutaicd
                                                                                                      pure starting matcrials, as, for cxlntltl('. emnrittic alkylates
       t     t;;;;;;J'tvptt rouno' Ivlolccular weight valucs of the                                   may not be satisfactory. Although thc chrss nnalysis might be
     ! ,                                                                                              successful, irregularitics in the (I'I-l)' scriu's could result in
    'l\ -' ', 'originur oirt-Liio.. separation of the aronratics were used to                         unreasonable valucs for the ovcrlap t1 pc5. Ncverthclcss the
  t           ' complete if" tottuf"tiont' Thc conrparisons are shown in
                                                                         hisher                       method gives reasonable analytical rcsults for pctrolcum frac'
J               i;;;i.-      Ga' tttro*oto*tuphv values are senerallv                                 tions. It providcs more dctail thon carlicr nrcthods, and it
                                                            Because the former
/               it * tt or" found by n'ss spectrumetry.                                               can be used routinely when clcctronic computing of the results
                                                          as well as bcnzothio-
                       pro.to"t iiti'O"t'*prttmnethiophcno                                            is available.
                         pheno types, h{q&er *alues should be expected'
                                                                                        t:n*'
                                     *-lqofif'*' some obv io us I irnitations' ^ 11:, l many                                 ACKNOWLEDGI\IENT
                            Tt
                               ". "'                                      may contaln
 '              "'   '"'rix.r!.:.;l'r*E"igitt fractions from,petroleum Except for the three
                                                                                                       The airthors thank M. E. Fitzgcrald' R. P. Page. and Arco
 ;                       cotpouna'ty-pt' not considered here'                                         Chemical Co., F. P. Hochgcsang and i\tobil ltesearch and
                                                             the heteroaromatic types are
 ,, ; - -                sulfur types and dibenzofurans'                                              Development Corp., H. E. Howard and Llnion Oil Co., of
                                              of them will be
          no, to*ffi;;; *ntiattto' while manv least a few tvpes                                       Calif.; and J. B. Grutka and Universitl Oil Products Co. for
 i                                         at
  i                     il.iJJ ;;       rhe unictenrified categories,                                 mass spectra of Wihnington gas'oil aronlctics.

                                                                                                       Recsrvep for review May 20'         1969. Acceptcd July 31, 1969.
                        (15) R. L. !ilartin and J. A' Grant' Anx''
                                                                   Curv" 3?' 649 (1965)'




                         Electrolysis of organophosphorus compounds
                                                          of Various
                         Study of Mechanisrn of Reduction
                         Diethyl Aroylphosphonates at a
                                                        Dropping Mercury Electrode
                                                                                                                                                                                 :l
                                                               and Paul Arthurl
                         K. Damell Rcrlin'r David S. Rutison,2
                                                             State lJnicersity' Stilll'lr'oter' Oklo'
                                                                                                      7n074
                         Departmar of Cht'ntistry, Oi:lahona
      :'                                                                         were elec'             published concerning polarographic studics      of hydroxy'
      i^                 Dialkyl aroylphosphonates in acetonitril-e- (DfxE) in
                                                                       eiectrode                        attytptrospnincs     (l),
                                                                                                                              phosphoniunr salts (?), and othcr cont'
                         trolyzed at the-otoppiig-;t*icutv dialkyl a'hydroxy-
                                                                  give                                  poun.ls such as triphcnylphosphinc (-3;' O,O-dimcthyl 2,2,2'
                         the presencu or o"n.oii'oiiJ to.
                                                        li
                                                              -itt-t'
                                                                       exclusive proriuct'
                         arylmethylpnorp.non'iJt                                                        irichloro-lJrydroxycthylphosphonatc (4), and variorts nitro'
                         Coulometric studtcs     rcve'ltea an n-valuc -o{ 2 electrons'                  phcn.vi phosphatcs      (J). A scrics   of plrpers has bccn     rch:ascd
                                                                    benzoins and ciialkyl
                          ln ilre absence o, o";,tii"-icid, o n i y d e tecta bl e p rod'               concrrning thc polarographic bchlrvior of vrtrious nret:tl ions
                          hvd roqenp ho, pn o nu tui "-" tu -fit*ti'on. reouires C-P
                                                     'i-rtit lnu
                                                                                                        antl complcx ions in thc prcscncc of ccrtain organogrhosphorus
                          u-cts 6y GLC analys't'               -"'ti-iititial
                                                                              forhation of a
                          bond cleavagu pjoouiiy "ii*    '*iiiit must couple rapidly                    compotrnds (6-9). A fcw clcctrochcmical stuclics u'hich
                          radical anion. t nu J#vr                                                      desciibe the dcvclopmcnt of polarographic nr':tlrods for
                          at the electrode surtace                                                      analyscs of such compounds as Malathion [S'(1,2-ciicarb-
                                                         -Oo                     o      O
                                                                                                        ethoxyethyl) O,O-dimcthyl dithiophosphatel and I'argihion
                               oo
                                                     -' *[-i,o^,,reducedo'['*-lto't,
                                                                                                        (O,O-cticthyl O-2'nitrophcnyl thiophosphatc) have also bcen
                           a,[-ltort,           +e                 -*                                   i"port*,j (rc' t3). Santhanam and coworkcrs (//) cxamincd
                                                                         to a benzoin'                  the behavior of tris-(p-nitiophcnyl) phosphatc at thc DME and
                          to give a benz.il which is further obtaine-d.in the elcc-
                          A wide varlalton ,n n'uit'"i n'as
                                          'aiolr,yl
                          A;i;;it'of                   aroytpirospironatcs ttnless benzotc
                          acid vras added.         npriilf'E"i*''' Hamm<'tt o'values in'
                                                                                elcctron'with'           (I) K. Isslr:ib, I I. Malschiner, and Nt. tloppe, Z' Anorg..4llg.   Chem''
                          dicates the reductron'ii' Giilitotqd..by                   potentials            3s1.251 (1967).
                           il'rairins eroups "t ;;;*"t;J'. !"li'yte ncgative   more                      rrr It. tvtatschincr end K' Isslcib, ibid.'354,60 (1967).
                           for the    dialkyl aroytplio'sphonaies.are lt is teniatively                  )ii s.'rv.*ronck     and J. H. Wagcnknccht, "I'olsrosraphy 1964"'
                           than for similarly .uoiiittii"a benzits' the carbonvl
                                                                             on
                                                                                                         '-'Crotrutn J. Ilills, Ed., I\lacnritlan, London, 1966. pp 1035-41'-
                           suqqested that a                                                    b e       faf-iu fvf . Kargin and K. V. Nikonorov' Izo. Akad' A'arrk SSSR'
                                                                                                         - 'Ser.
                           i,iiit'i J"* [v' itt d p rt "on"j';;:ti;;effecta reduction in tire
                                                       ot pii""tvi' giou p m v be. r9 s pon si
                                                                                                I
                                                                    "easi of                                     Khint., t902 (1966); Chent. Abstr.,66' 4869 (19ft7).
                           ln   part for the oocieilda                                                   tSiw. rtr.Culick, ir., and D. FI. Ccske, J- Anter. Chenr' Soc',88r
                           aroylPhosPhonates.                                                                 2928 (1966).
                                                                                                          (6) H. Solrr, J. Electroanal. Chent.' ll,188 (1966)'
                                                                                                          izi H. sntt. and K. Lohs, ibid., 13' 107 (1967).
                                                              organophosphorus com'
                           THE rot-,lnrcRnPl{Ic behavior of                                               (8) /Drrl', P lla.
                                                                  (DN'lE) has bccn tbe                    (91 IbiJ., 14,227 (t967)'
                           pounds at a dropping mercury clcctrode
                                                                   Reports havc bccn                      ii6; N,i.''[. s"ikina, ucfi. Zap. Ka:ansk' Gos- IJuio., obshch' Sb'
                                                                                                          '' ite. tzt (1950; Chcm. Abstr.. s2' 296 (1958).
                           subjcct of rcnwtivLw invcstigations'
        !i                                                                                                (t l) W. t{. Jura, ANrt,. Ctrnrrl., 27' 515 (1955)'
      ,^\                       t To whom inquirics should bc dire'cred'
                                                                                        prcsent ad'       iiii C. v. IJorvcn rnd A. I. Edwards, Jr', ibid.,22' 706 (1950)'
                                                                                                                                   F.
                        r; r    r Drr  runt t'r..roiiioii..Jrli"r, I'tllov;, 1967-63:                     iiii O. E. Ott and F. Gunlhcr, .tnalvst' 87'A. J.(1961)' J' Amcr'
                                                                                                                                                              70
                     *, " 'i    *rr. i',I. du t'.rnt.i"-Xtt"uurs & Co''.W:tyncsboro' Vu' Dr' P'            iiqi K' . S. V. Sanrhrnanr, L. O. Whceler, and        Rutl,
                                                                 papcr to ihc t'ttcntory of
                      -... .'' l)r':toSCr!. W* tiiiitut" ttris                                                Chem. Soc.,89' 3186   (1967).
                          ' -i.i tilur. ?
                                           i,


 ii    -i
                      . 1554 I A;'IALYTICAL CHEMISTRY
 I
            I


            t

 a
                     PARAFFINS                                                                            t:
        C-NUhBFR                 h0t-z              !rrz               voLz                               l'
                4                 .08                 .04               .06
                s               648                 4 .46              5.67                               [,
           6
       ..- 7
                              13. ?0            10.s6              13. 98            (////
                               6 .88             6 .58              7.52
       -JB                                                                            A
                               5. 03             5.48               6.06
,zne10                          1.37                                                      4rO
                                                                                 Mft-I Lt )
                                                    L   .6?            1   .80
                                 .69                    .94                .99
         L'                      .61                    .91                .95
         t?                      .?!                    .34                .35
         t3                      .15                    .?7                .e8
         14                      .10                    .19                .19
         1s                      :17        '           .33   ^
                                                                           .34
         16                      .10        '           .?3                .??
         17                      .06                    .15                .15
         18
         t9
                                 .04        '           .10                .10
                                 .92                    .06                .05
         ?0                      .0?                    .04                .04
         ?t                      .0?                    .07                .06
         1?
                                 .00                    .01                .01
       '..-cl
          ?4
                                 .00        ,           .01                .01
                                 .00                    .00                .00
         ?s                      .00                    .00                .00
         ?6                      .00                    .00          .00
       suh---                   35.24            3?.75            37 .84
                    OLEFINS
       C-NUI.IBER         f.toLz                !JIZ               voLz
        .4                     3.88             ?. 08              ?.41
            5                  4.76             3. t8              3.64
            6                  3.58             ?.88               3. e4
            7                  t.L2             1.05               1.17
       sur.r---           13.34
                    1-RING NAPHTHENES       . 9.t?                10.46
      C-NUIlBER                 atoLz       1
                                                ]ttrz,             voLz
 ,7                            3.79             3.56               3.60
            B                  ?.77             ?.96               ?.97
            9                     ca
                                                    .46                .26
       surl---                   6.77               6.78           6. S3
                    ALKYL BENZFNES
      C-NUI,IBFR                hor z           uT7.               voLz
  -
/r6                            3.16             ?. 35              ?.13
            7                  6 .50         s.72                  5. 18
            I                  8.84          8.96                  8.13
            ?                 10 .41        11 .95                70.a7
        t0                     4 .58         s.87                  5.36
       .{                      1.46          2. 06                     .88
      \ui---                    34.94           36. ??
                                                                   1
                                                                  33. 54
                    NAPHTHENE BENZENES
      C-NUf.IBER                |,toLz          wTz                v0Lz
        10                      .58                 .73             .5?
       l1                       .30                 .41             .34                             I
      sun---                          .47           1.14            .93                             i;.
                    NAPHTHALENES
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      Benzo Cyclo Par"afflns                                       +L                +o
      Benzo D Cycloparafflns                                       r.7             3.1
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                                                  FEEDSTOCK   NO.     1


                                    SHENGTI CRUDE SOURCE FOR ZI{EN}TAI REFINERY
                                        900,000MTA vGO + 500,000 MTA vTB
                                            BASIS: JAtt. 1985 SAUPLES
                                                           vc0                VTB         COUBINED
 iBP.TBP F/C                                           e32/50O            932+/5OO+               IBP+
               vf   .7"                                     64.3              35.7                100
               PARATINS                                     41.5              18.9                33.4
               CYCLO                                        19 .3             11.4                15 .5
               DICYCLO                                      15 .5             21.1                L7.5
ALKYL BENSENES                                               6.5               5.2                 6.4
sENZOCYCLO                                                   2.6               5.4                 3.6
DIBENZOCYCLO                                                 L.6               4.0                 2.5
POIjR <1000F
               SUBTOTAL                                     87.0              57.O                79.9
               DIAROMATICS                                    9.5             LL.7                10.3
                          TRI                                 1.5              5.E                 9.1
                          TITRA                               0.3              3.0                 1.3
                          PEI{TA                              0                1.5                 0.6
                          POLY                                0                1.0                 0.4
                          THIO                                1.0              3.9                 2.O
                          FURAl.l                             0.6             ,O.7            '    0.5
               NOT ANALYZED                                   0                5.3                 1.9
               SUBTOTAL                                     13.0             33.0                 20.   1


                                                           vc0                 VTB        COMBINED
SI)EC      .   GRAV.                                      0.882             0.979V                0.9169
'.'r1l     o
                                                           66.8                33.4                     100
API                                                        28.9                t2.9                 22.8
r.BS/BBL                                                  308.5              342.8                 320.5
lrIT.7"                                                    64.3               35.7                      100
S WT.%                                                      0.5                 1.4                  0.8
N      lft.%                                                0.2                0.9
(: tJT.%                                                                                             0.4
                                                           66 .3              86.6                  86.4
H WT.%
                                                           13 .0              LL.2                  12.4
rJi H RATIO
                                                           6.64               7 .73                 5.99
'rLl   7   inrot                                                  0             2.3                     0.E
r..L,<
V      ppm                                        .0                           13
                                                                                la
                                                                                    .3        4.7-5.0
Ni      ppm
                                                                  0             L.1           0.4-L.7
Na ppm
                                                                  0           52.0       18. 5-20 .0
YV
                                                                  0            L.7            0.5-1.1
                                                              380                670            483 .5
Tc F/C                                                 ro35 / 557
'I'ATSON                                                                  r2s0 / 667      1   100/5 95
                K                                         12. 15              12. 15
.D:;Iir}O MABP F/C                                                                               12. 15
                                                        772/ 4LI          L233 / 667          930 / 499




4772d,/0706
                                        EEEDSTOCK      NO. 2

                           SHENGLI CRUDE   SOTJRCE FOR Z}TENHAI   REFIMRY
                               900,000 ttTA vco + 50o,ooo f{TA vTB
                                   BASIS: JAN. r9E5 SAIIPLES
                                                      vc0             VTB         COI{BINED
rBP-TBP F/C                                    932/   5OO         932+/5OO+          IBP+
          IFry
          wL.h                                        35.7            64.3           100
          PARAFINS                                    41.5            18.9           27.0
          CYCLO                                       19 .3           11.4           L4.2
          DICYCIO                                     r).)            2t.L           19.1
NLKYL BENSENES                                         5.5             6.2            6.3
BENZOCYCLO                                             z.o             5.4            4.4
DIBENZOCYCLO                                           1.5             4.0            3.1
POLAR <1OOOF
     SUBTOTAL                                         E7.0            57.0           74.   L

          DIAROMATICS                                  9.5            11.7           10. 9
                 TRI                                   1.5             5.8            4.3
                 TElRA                                 0.3             3.0            2.0
                 PENTA                                 0               1.5            1.0
                 POLY                                  0               1.0            0.5
                 THIO                                  1.0             3.9            2.9
                 FURAI.I                               0.5             0.7            0.7
          NOT ANALYZED                                 0               5.3            3.4
          SUBTOTAL                                    13.0                 .0
                                                                      33             25.9
                                                    vc0                VTB        COMBINED
SPEC. GRAV.                                        0. 882           0.9797           0.9448
VOL. %                                              38.2              62.0                 100
API                                                 2E.9               t2.9            18.3
LBS/BBt                                            308 .5             342.8           330.4
I{Ir.%                                              35.7               64.7             I00
S WT.%                                               0.5                L.4             1.1
N l,JT.%                                             o.2                0.9             0.5
c    ll,T.%                                         86.3               86.6
H hT.%
                                                                                       86.5
c/H
                                                    13 .0              tL.2            11.8
     RATIo                                          6.54                   .73
rrCT insol
                                                                       7               7.30
                                                           0            2.3             1.5
CCR
V pPn
                                                           0           13 .3       8.5-8.9
Ni ppn
                                                           0
                                                           A
                                                                           t.2     0.8-3.0
Na ppm
                                                           U           52. 0     33.4-35.4
MW
                                                           0             1.7       1.1-2.0
                                                      380                670          )ob.5
Tc F/C                                         103s /s s 7        L25O / 567      rL63 / 628
WATSON K
                                                  12. 15              12. 15          12. 15
PSEUDO MABP       F/C                           772/ 4tL          t233 / 567      to6o / s7 L




4772d/0706
   Shengli      and 64.3 weight perceat Shengli VTB (17,364 BPD, 61.8 vol.
                  VGO
   %). In addition, the unit should aLso be capable of running on any
   proportion of Shengli VGO and Shengli VTB uP to 54.3 weight Percelrt
   Shengli VTB concentration.
   l{axirnnn LCO productiou operating Paraneters and yields will                                      be
   furnished for the two design feedstocks as reference.
2.3 Yields
    The desiga product          yields for the two feedstocks are as follows:
                                          Feedstock No. 1           Feedstock No. 2
                                            l'rt. % 1bs/hr            Wt. %     lbs/hr
    Hzs                                     0.40 L,543 .2             0   .55            2,12L.9
    flz                                     0.10       385.8          0. 10                   3E5.E

    ct                                      0.86 3,318.0              o.97               3,742.3
    cz                                      0.86 3,318.0              0.97               3 ,7 42.3

    c2=                                      0.E6 3,31E.0             0.95               3,703.8

          Total Dry Gas                      3.0E 11,883.0            3 .55           13 ,595 . 1


    cl                                       1.19 4,591.1             0 .97               3,742.4
    v3-                                      3.94 15 ,200.9           3.2O            12,345.9
     ic+                                     1.El    5,983.1          L.47                5   ,57I.4
    rC,                                      o .74   2,855 . 0        o .50               2,3L4.9
      .+

    c4=                                      5. 10  L9,576.3          4.L4               15,972.5

          Total   Cg   *   CA               L2.7E 49 ,306 .4         10.3E               40,047.L

     cs - 2om (cs-3ePF)                    46 .98 181,253 . 1       37 .22       143 ,598 .       1


     tco (2oo - 3sst)
        (3e2 - 67PF)                        25.6E    99 ,075.7        3L.97          t23 ,343 .2
     Slurry (355t +; (67rof+)               5 .9E    23 ,07L.4       10.28           39,66L.2
     Coke                                    5.50     2L,219.5         5.50           25,463.4
          Total                            100 .00   385 ,809 . 1    100 .00         385 ,809 .       1



     C, * Conv.                             9L ,42   352 ,7 06 .5     89 .85         346,549 .5
     Gasoline + LCO                         72.56   280,328.8         69 . L9        266 ,94L .3
     22loc (43eF) Conv.                   73.28 Vol. 7o             62.4E Vo1.       %

     Catalyst                              Octacat II B              Octacat    II    B




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         a   5010.65

                                                           CALCU LAT I ON IDENTIFI CATION NUMBER

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                                                               CALCULATION SHEET
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                 J.O. OR W.O.     NO.        DIVISION   A   GROUP       CALCULATION     NO.    OPTIONAL TASK CODE            PAGE       5

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                                                            sToNE A WEBSTER ENGTNEERTNG CORPORATIoN
                                                                          CALCULATION SHEET
     a   5010.65

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                                                    STONE A WEBSTER ENGINEERING CORPORATION
                                                                  CALCULATION SHEET
         a   5010.65

                                                           CALCULAT I ON IDENTIFI CATION NUMBER

                 J.O. OR W.O. NO.               DIVISION   A   GROUP     CALCULATION           NO.     OPTIONAL TASK CODE           PAGE   X


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                                             STONE A WEBSTER ENGINEERING CORPORATION
                                                       CALCULATION SHEET
         a   5010.65

                                                  CALCULAT I ON IDENTIFI CATION NUMBER

                 J.O. OR W.O. NO.       DIVISION O GROUP         CALCULATION   NO,   OPTIONAL TASK CODE      PAGE   1

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                                        STONE A WEBSTER ENGINEERING CORPORATION
                                                 CALCULATION SHEET
     a   s010.65

                                            CALCULAT I ON IDENTIFI CATION NUMBER

             J.O. OR W.O. NO.       DIVISION O GROUP      CALCULATION    NO.   OPTIONAL TASK CODE             PAGE (O

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                                                  I                                        l('         lt
                                                 A      rraeAperrr                              A
                                                      J and A Associates, Inc"
                                                               182OO Wesr Hghnlay Z2
                                                               Gotdsr     Cdcadc        gO4Ol
                                                                    (3Gl) a25.€021

                                                   ':        TRAIIII]G $HEDIT-E
 ihrth            4   1985                .    :..:':,:.    - : :-...          ,, -.;'.-   .


                       : :                    :. : ..    , .,. r,'- tj,. .      r   j::11:; i    ,1,


             I.        Df    stf   tlrtfon:of Ahs.                         'Resf dd.j*'

                       A.          Descr{ptlon                'of       ASIil .t€thod D-l 160.
                       B.
                lbsrlptf on'bf btsr?gi,lna:pofslplg,so_unces for
                               ''                                                                                         tlre
                                   eqtf Pent;' r'';'rr
           C. lctual:fractionafion of fu Sf nopec saryles.
   ,:y;Itq Deterufnatlon of Speclffc Gravftoy
             :.   -    Ai c, 'trehifUbfd'*Urod.
                                                                                                                                       :5-




         I    II- t et€rnf illitf'i.'ioii'iif 'c.onnGdn carudn'ni"iiaui i'''
                               i       t'ii :..
                                   r,..,:..     ':,-         ;,:    .
                                                                                                             :



                  A. ASIil lGttrod D-lg9 descrfotfon.
                       B.' l"tgl!, ggtfrri.tfons                                on'tro- ieo,s lna           :m    resfdues.
llarch       5,       1986
ffi,'^
         f    . fisfillatfpn
             i-
                                                        of Atms.          Resfd
                      A.   Hl-lag nethod for takfng narnor yGO cuts.
                      B.   Deprlnlfon of apparatui *-sourre-ioi-iiurpmnt.
                                                                -iliiti -& '
                      c - Actuar '' fracg onation I n
                                                         -s0
                                                             'c        iir,                                      si;;i;
                          Saryle I lJ fion lloveder, 19S4.-
                      D. rleterufnatfon of gravflfei ana iort-up of ail
                           rcsul ts; ; {ry.!.udf n! tabl ei- and-griphs..
         II.          Deterufnailon of n-fieptane Insolubles
                                                                                                                       RA Mot^/p Anrlwig
                                                                                                                                     r
                      A.       il&A mthod descrfptfon.                                                                 UOF       n\<Vh"P\
                      B.       Detemfnatlon on                           bo   Slnopec D-I160 resfds.                   a/t I t/t
tlarch 6. 1986



                      l.      Equfpcnt descr,lpfign and equfpmnt scources.
                      q.      Standad a{ril nqthol ceicrt-p-iifi."- -v'v
                      c.      Deternf nafion of sf nopec-i:5-iidirvst actfvfty by
                              As',ll,t D 3907.
                      D.      Tests on Sf nopec vGO fractfons, cornparlng Uren rl tjt
                              ASIl,l standar{- feedstock.
Page 2


ihnch    7    1986

      I.      liti    crc-acti vl fy testl                  ng

              A. GC analysls of llAT prcdrct gas.
              B. Calculatlon of gns welght and yfeld.
              C. Oetennlnatlon of coke on.catalyst by rcactor relght
                   galn and"by catalyst cdustlon uelght loss.
              D. GC mthods for prcduct oll rnalysls (slmulated
                   dlstlllatfon, ASIl-l D 2887I.
              E. lctual analyses ard calculatlons perfomed on Sfnopec
                   catalysVVGO tests.                                         :




ihrch l0      1986 -'                .




      I.       l{f crr -lc tl vl".ty,.Te stl ng
               .'ri',,. ,ti,,,'iiu ;r*,;.,.1 .i#*:!it1i-1.-ii .t-::: i. . . -*.::;:., ,i" .   !f:   :
              A.          lbdtGfcat{on'"fon' funnlng: ahspherfc trsfds.''
              B.          lctual t$ts on .Slnopec sanples A ald B and C-3
                          catalyst at standard condltlons.
              C.          0tiher rqys to use the l.lAT (scrcenlr€ tests,
                          addltfves, etc.).
              D.          Prccedunes rto obtaln good naterlal closures
              E.          Revf er of, equlpnent and recomendatf ons for
                          f   nprnvemnts.
                                                                                                                 .,i
                                                                                                                 t
                                                                                                                 I
lihrch I I     1986                                                                                              g
                                                                                                                 c
                                                                                                                 :
        l.     l'ti   cro-lctivf ty Testl ng                                                                     *
                                                                                                                 !


               A.         Examlnatlon                of variables, using Slnopec feed ald
                          catalyst.
                          l.             Terperaturc
                          2.             Cat/oll ratlo
                          3.             Reslderce tim/space velocity
ihrch    12    1986

        I.     X-Ray Fl uorcscerce Analyses

               A. Snlfur analysls mthod descrlptlon.
               B. ill + Y analysf s mtiod descrlption.
               C. Actual detemlnatlons on Sfnopec samples                                               A+Band
                          the      YGO       and rcslds               firm those feeds.


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                                                                                  STONE A WEBSTER ENGINEERING CORPORATION
                                                                                                           CALCULATION SHEET
         a   5010.65

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                                                                 CALCULATION SHEET
              a   s010.65

                                                           CALCULATION IDENTIFICATION NUMBER
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                                                              STONE A WEBSTER ENGINEERING CORPORATION
                                                                                CALCULATION SHEET
          a   5010.65

                                                                   CALCU LAT I ON IDENTIFI CATION NUMBER

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                                                              STONE A WEBSTER ENGINEERING CORPORATION
                                                                                CALCULATION SHEET
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                                                                    CALCULATION IDENTIFICATION NUMBER
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                                                             STONE A WEBSTER ENGINEERING CORPORATION
                                                                               CALCULATION SHEET
                  a   5010.65

                                                                    CALCULAT I ON IDENTIFI CATION NUMBER
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                                                                                         CALCULATION SHEET
          a   5010.65

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                                                                          STONE A WEBSTER ENGINEERING CORPORATION
                                                                                         CALCULATION SHEET
             a   5010.65


1                                                                             CALCU LAT I ON IDENTIFI CATION NUMBER

                     J.O. OR W.O.               NO.               DIVISION    A    GROUP         CALCULATION           NO.     OPTIONAL TASK CODE                          PAG      E .')

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                               A                                    A.

                                   J and A Associates, Inc.
                                        182()0 West tlghway Z2
                                        Goldeq Cdcarb gO4O1
                                           (3Gt)   425'€21

                                      TRAIIII]G      SCHEDIT.E

    ihrch    4   1986

         I.       Dlstlllatfon of Abs.             Resf   d'   .-


                  A.    Descr{ptlon of ASIl,l lGthod t-1160.'
                  8.    De*rlptf on 9f rpparytus. and posslble sources for Ure
                                   i 'Lr
                        eqrlPent'
                  C.    lctual;fractlonatlon of tno Slnopec salples.
       '-.II.     Detemlnatlon of Speclffc Gravfty
                  A..   llensf$ "uter'redrod.
                  B.    ASIll 0-70 nttpd (plcncterl for rlslds- -.
                  Ci
                  :,-   litriaT itdteruf natibns on botfeeas;-uo-o-if eo
                        pryPucl ;Ym's, and fio D-lt60 rtsf      '             ii;
         III.     llet€mfnatlon of ConrrGon Carbon Resfdue
                  A. ASI|I lG$od t)-189 descrfptfon.
                  B. lctual d.eterqlnatlons on tno vG0's and tro resfdues.
    l,hrch 5, 1986
         t.        stlllatfon of Atms. Resld
                  Df

                  A. Hl-Vac nethod for taklt€ narFou YGO cuts.
                  q. Descrlptlon of apparatr- +-sounce for equlpnrnt.
                  C. lctual fractlonatlon fn 50'C fractfons df 3tnopec
                      Sanple f 17 fiuu lbveder, 1984.
                  D. lletemlnrtlon of gravftles and rork-up of all
                        rcsultsr'f rrludlng tables and gnaphs.-
         II.      Iletemlnat{on of n-}leptane Insolubles                                 AA Mat^le inrlyrs
                  A.    ,l&A mthod descrlptlon.                                          voF Y.r,4t l$P)
                  B.    tletemlnatfon on tro Slnopec I)-1160                    r.eslds. A/t I t/t
    l|arch   6   1986

         I.       ttfcro-actfv{ty    T.estfng

                 A.     Equlpmnt descrlptlgn and equlpmnt scources.
1                8.     Standad ASTII mthol descrlptlon.
                 C.     lleternlnrtlon of Slnopec C-3 catalyst acfivf ty                by
                        ASTI| D 3907.
                 D.     Tests on Slnopec YGO fractlons, conparfng thern rltlr
                        ASTl,l standar{ feedstock.
    Page 2
^
    ihrch 7     1986

           I.    lill   cro-activl            ty testl ng
                A.         GC analysls of l.lAT prrduct gas.
                B.         Calculatlon of gas welght and yleld.
                C.         Detemlnatlon of coke on catalyst by rcactor welght
                           galn and by catalyst codustlon ref ght loss.
                D.         GC ne$ods for prcduct oll analysls (sfmulated
                           df       stlllatlon,                ASIl,l D 2887),.
                E.         Actual analyses ald calculatlons perfonred on Slnopec
                           catalyst/YG0 tests.
    ihrch l0 I986
           I.   lll     crr-Actlvl ty Testl                          ng
                  .            ,..;,:i    .-"..,     ,-,1; i...,..

                A.         ibdtffcatfon"for mnnlng atuospherlc resfds.
                B.         Actual tests on Slnopec samples A and B and G-3
                           catalyst at standard condltlons.
                C.         Other ways to use the t'lAT (scrcenlng tests,
                           addltlves, etc.).
                D.         Pr"ocedues to obtaln             good naterlal closures
                E.         Revler             of equlpnent and recmnendatlons for
                           f    rylovemnts.
    ihrch I I   1986

           I.   l'ficrr-Actfvfty Testf ng
                A.         Examlnatlon                   of variables, using      Slnopec feed   and
                           catalyst.
                           l.            Tetperaturre
                           2.            Cat/oll ratlo
                           3.            Reslderce tlm/space velocity
    l,hrch 12, 1986
           I.   X-Ray Fl uolescence Analyses

                A.         Sulfur analysls mthod descrlption.
                B.         llf + V analysls mthod descrlption.
                c.         Actual detemlnatlons on Sinopec sanples A + B and
                           tie           YGO       ald neslds from those feeds.


    Cl,lS/eac

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                                                          CALCULAT ION IDENTIFICATION NUMEER
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