Document v6YjVVrm7nBEGyedBwY6ygNQR
MITSUBISHI MONSANTO CHEMICAL COMPANY
FROM COCATION
U*JCCT nCFlNtNCI
Tokyo
December 6, 1971 GASCHROMATOGRAPIIY ANALYTICAL
c c Messrs. ^ R. E. Keller-St. Louis
W. B. Papageorge " E. P. Wheeler- "
VUiUtfl-dP'w-''
PROCEDURE FOR AROCHLOR AT MMK
TO Dr. R. S. Tucker St. Louis
During our recent stay in St. Louis Mr. Kntayamn nnd I had discussions with you on details of your research subjects. Your comments given us were very informative and useful to us.
Enclosed is a report prepared by Mr. Uragami, Yokkaichi R & D, on details of MUK's gaschrorantography analytical procedure for Arochlor according to your request made at the time of pur discussions.
We are also forwarding you, as requested, by air a sample of low chlorine content biphenyl test-produced at Yokkaichi (temporarily called "Arochlor-2000) together with a sample of Kaneka's KC-400 (tetrachlorobiphenyl) for your study to find out whether or not tetrachlorodioxane or chloro dibenzofurane is contained in it.
Please review of the above-materials as well as our analytical procedure and let us have your comments.
Best regards
MM: ri
S. Uneno
Product Director Division C
HONS 205937
Date
November 29, 1971
Subject: ON ANALYTICAL METHOD FOR AROCLOR
To Dr. R. S. Tucker* St. Louis
cc; Messrs. *R. E. Keller-St. Louis W. B. Pnpngeorge "
E. P. Wheeler- "
We hoar that whoa Liessrs. Uneno nnd Kalnyamn discussed with you the components of Aroclor during their stay in the States, you found some differences between MC and'MMK in the identi fication of GLC peaks. Therefore I would like to explain to you our method of determining component names of GLC peaks.
Messrs. Arasaki nnd Yamamoto were trained at Mr. G. W. Miller's Lab. in Anniston four years ago. At that tine, they received a set of information as attachedO'Information 1"). And Dr. R. H. Munch sent us a letter describing GLC analytical method for Aroclor(attached information 2). It does not appear that there is any inconsistency in these two methods. So, we are using these two pieces of information as basic data for identification of our GLC peaks.
In our GLC diagram, however, we find peaks which do not appear in Ur. Hiller's and Dr. Munch'e diagrams. For instnnce, the peaks 10, 14, 16 and 22 appear in our GLC diagram, but not in MC'a diagram. Attached "Information 3" shows UMK peak numbers that correspond respectively to MC peak numbers. I do not think the difference is so important. Attached "Information 4" shows the physical and electrical properties and chemical composition of our test product named temporarily "Aroclor 2000 " .
* Enel
SIGN2D
M. Uragarni
HONS 205938
i
--i i
HONS 205939
o 9 9 1
MONS 2059^0
H-'iv.. _
inf; j : tt 'Kt'--i-i
ft
vi
'I
!
!'
!
-
I.
.;
... T3: r I
- H. i-
..
, 'I
i' -
np]-~r-
:i III
; r\
;! 0 P'n\
I: l
I
k'
^-i3D
l)
!. i I;
`*
. - L___
-"I .
.q
i ;1
0 S.fL
^----------- -1 '\
i ' '*
4'5r-(i51^.37j
:-i--PH- !
!
*W,-
|
To)
i - i-
! 4;
! = j*
i "i 1. !
-
.. i - -
- - i, * -1
--
!-
-i
J ..
-1
1t : - -
;; | ' ......
'
-i
-):
' '*n
! f'-
_.. .j j,,H
I1
1 n
1: Ki mzrmtvrn
5^. tff^y
<?>& l:T
. . _.j
C
1 HONS 205941
7'
?/) < n W
ft/}
^
(/US If j ft ;&< -/ih^fy) *- T'**/-'- j l>2 i
r* * ~Pi 1?)
Mon!3ntn
------
..........R. h. Munch - St. Louis Organic Research - South Second Street
SulJtCT
September 5, I960 ANALYTICAL METHODS FOR AROCLORS
W. R. Richard P. G, Bcnignus J, R. Durland s. S toh
'"RICH FBKi'lI Tokyo Tokyo
TO
When you were here last February, we agreed to furnish details of the gas chromatographic method we use for determining the amounts of the various individual isomers end homologs present In Aroclor 1242, chlorobenzenes and chlorinated naphthalene. Our Analytical Group has now completed the work of testing the method on all these materials.
Attached is a copy of the basic method for "Gas Chromatographic Determination of the Distribution of Isomers in Aroclor 124?, Chlorinated Benzene, Chlorinated Naphthalene and Mixtures of the Three," In addition, there are copies of pages from one of our reports describing the procedure for preparing the . silicone gun rubber coated capillary columns used in the analysis and an article entitled, "Application of On-Column
Injection to Open Tubular Columns: Instrument Modifications for On-Column Injection."
We are sending you separately a freshly prepared silicone gum rubber capillary column of the type used in the method. Along with it are four small samples of materials which we hove analyzed by the method. These are trichlorobenzene, Halowax 1000, Aroclor 1242 and a mixture of all three of these.
Analyses of these samples are given in the method.
Along with the method we are also sending an original record of the gas chromatogram of the trichlorobenzene, Halowax, Aroclor 1242 mixture run using the capillary column being sent
to you.
With the information and the column we are sending you along
with a suitable gas chromatograph, you should be able to analyze the samples we are sending and check your results
against those given in our method.
Ve trust that this will fill all your needs for the analysis of mixtures of halogenated aromatic materials for use in
electrical applications.
Please note that this method should not be given to anyone outside Monsanto v7lthout~cur permission:------------------------ -------------
CiVA- ilv-i
\
R. H. Munch
is n Mt M at
Jp Attachments
HONS 205942
V,
t.
, GAS CKROMATOGRAFHIh DETERMINATION OF THE DTSTRIB!n'TOH OF ISOMERM ID
` 1242, chioriiihiTd benze ire. chlorinated ijaphtj .^ene Arm mixtures
OF THE THREE
'1
PURPOSE OF ANALYSIS
To determine the isomer distribution in samples of Aroclor 124^ i-.iior'nated benzene and chlorinated naphthalene. Mixtures of the three can also be chromatographed, but some of the peaks overlap one another.
CHROMATOGRAPHIC COL'DITIONS
Instrument: F&M Model 575^3 with Infotronics CRS-lOOu Integrator
Type Detector: Flame Ionization
Column: 0.02" I.D, X 200' SE-52 Silicone Rubber Gum Stainless Steel Capillary
Column Temperature: 225'C
Detector Block. Temperature: 350*0
Injection Port Temperature: 290*C
Sample Volume Injected; 0.05 ul onto an "On Column" Insert
, (Ref. J. of GC, Aug. 1967, p.435)
Flow Rates Helium: 12.5 ml/mln. Auxiliary Helium: 37,5 ml/min Hydrogen: 4 0 ml/min. Air; 500 ml/min.
COMMENTS:
To achieve better resolution of components in chlorinated benzenes and chlorinated naphthalenes, the column can bo
operated at 175*C isothermally. This temperature (175'c)
la too low for Aroclor 1242 or mixtures containing Aroclor 1242.
Integration of the area under the peaks was carried out by using an Infotronics CRS-100U integrator. The settings are below.
Digital Filtering - 20 cts.
Output - Auto., XI Baseline Tracking -
60 jiv/min. UP
200 ysfmin. DOWN
Threshold Level - 100 pv. Input Noise Rejection - 4 Peak Rate - 10 sec/peak Slot Sensitivity - 2
RETENTION TIMES (UNCORRECTED) FOR COMPOUNDS SEPARATED (CHROMATOGRAMS inraeirein-------------- ------------------------ --------------- ------------------------------- 1---------------------------
. See Table I - attached.
CALCULATION TECHNIQUE
normalization with no calibration factors applies. Results reported in
area per cent.
.
ACCURACY
Mo estimation of accuracy was made. The variability of a single oc analysis at the 95$ confidence limits is usually +1.5 to 25J of the amount present. An electronic integrator reduces the variability by about a
W. M. Mees
8/68
HONS 205943
". ............
74LC X
' ''
C^0nopOU/u/'S 'zhe.psr&fet/
fe> ^-rr^ej> &r'`cirareQ*4s--s)
/
HONS 205944
HONS 2 0 5 9 4 5
Jl p
HONS 2 0 5 9 4 7
/O
HONS 2 0 5 9 4 8
HONS 2 0 5 9 4 9
Application -f On-Column Injection ^ Open Tubular Columns: Instrument Modification for * On-Column Injection
by 0. Wilfis and R- M, Engelbrecht, Monsanto Company, St. Louis, Missouri
Abstract
A modified injector inti/l for tn f M *Cdl I IQ gai ehcemeteenph
Jc described pe/mil(in* on-column in* Jtction ielo ojjert-tubulac column*. Th* Ittitfl H simple to fabric*l* and roqulroi m major modilfciJton in the pneumatic lyilam of tha intJrumtnL A ehionuto;rjm li divert to iiiuilnli app)iut>*A of the inject to the analysi* f wide belling ringe rtyffroutoon mu* Ivni.
The me of wirie-diamclef open tubular columns has dr^o^tr-fy demonstrated the ability of these columns to handle samples up to 20 with high efficiency (1-6), The lad ilk useful resolution in go me fron O.Ql'indi to 0.02 at 0 01inch i.<L column* is often more than rfT-*et by other practical considera dons; more rapid establishment of flours, decreased pressure drop, more versatility of operation, and eppJIeitiona with o'her than ionization detedan
A nodiibd insert for the F and M Model 910 goa chromatograph has bum built and tested with 0.03* inch and 0.03-indi i d. open tubular alumna With this injector insert aad nail-volume Hamilton syr inges It is possible to achieve direct on-column applications of samples. While designed specifically for the F and H 910, the insert design could Mdily be adapted to other httnimnla
. Experimental
The injector Insert design Is dwes ia Figure 1. A 1-inch length of Vi-beh o4. tubing (or drilled. out rodI is fitted inugiy to one end f a 10-inch length of Vi-inch o.d. X 0.03-iach Ld. tubing. The largo end of the tub* is tapered and pol
ished. The tube mu*t be straight nnrf no pitting must occur at the line joining the Winch and Vi'-inch tubes. This insert is fitJett in the injection port with a Swagelub lAinuh to Vi-inch reducing union which ha* been tarrd through with a Vt-ineh drill. A 1-inch length of VO-inch tubing with two seta of for* rules seated tack to back it used to provide a gas-tight seal. Column connection is with a Swagclok Viinch to I/16-inrh reducing union. In fitting the insert in the injection port, allowance must be made for the linear expansion of the insert in order to prevent cutting ofT the carrier gas flow by expansion of the insert against the septum.
Figure L OrKolumn injector insert
The column used in the present evaluation was a 200-foot x 0.03* inch i.d. S&*2 column coated from 3% solution in n-hexane. (Applica tions with other columns will be re ported in future publications.)
After coating, the column wo* conditioned overnight at 30Q'C with helium flowing through the col umns. The tubing used was Handy and Harmon 316 stainless steel. HV 32 mjerofinish, annealed to a bright finish.
The instrument used was the F and M Model 910- with dual flame ionization detector* and a 1 mv. HoneywaU Model 15 recorder with
I Second fuJl-Mvile pi n ri spun;,. ,\|j gnscs were p.nsc.rl tliruu^i ,.|IU K,.|
scrubbers U-furc cnlcni" ihi- in strument. The dejd voiirmc in ii.l* flame ionization deletion was mmin>itrd by the unc ul <j r/i jrier\ to l/Mi-incti adapter which jvrrim^-ij the column effluent lo ta !o (ho flame base. No changes were made in Iliu pneumatic system of t|ir in strument.
Discussion
Although the larger-tart op.-n
tubular column was used in the present study, flow rule u*.-il y.n
lower than normally incd f..r oVmch i.d. columns and wai jn thB
range to yii*ld iri.jxjmum c;Te..-ncv (2). It is felt tint fluiv-r.ii,. and
temperature of operalion rjuiiJ he adjusted for use with Mirnu.il 0.-11-
ductivtly doloclors, or n ma1. '-up
gas could be addnj n ih? r.'luam
axil to reduce the rffcclive volume of the thermal conductivity tor. ,,
Figure 2 is a ehrumaingmm of a
synthetic aromatic tailing jajipl
mixture analyzed on the SE-52 ca pillary column programmed fr#wn
60`C to 270'C at 10' per minute and illustrates Ihe application of
this column to the analyst of high
tailing components with capillary
efficiency. The mixiuie cuuuiuii-ij
aromatics taiiing from d"C (bon-
zene) tn *52`C {2.2`*bin.ip!iihyl>
Isce Table I). Tlie icJeniicm ijtnc
for 2.2"binaphthyl is ca
min
ute*: this can be redurctl to 25 min
utes by programming (rr-ni 100'C
to 270" C at 10`C per numue with virtually complete resolution ut .til
olhrr components in ihr mKtnrr This column give* tailing point res
olution and will not resolve com pounds boiling leu than 1-2" i*puit.
A OfG. C^-Augu%t, Hit 4J1
HONS 205950
e.f\ 'vrylca* and styrene. . Thh oajnple *ite u**d hci been .0,05 to 0,1 inire'.ion with ``er
A 0.5 or 1.0 fj M.vrulton *y, j*. With this iLe sample it wus pos
sible to uw range 10' (100 megohm input reajror) a( allenuations of
xS to x32 uTth improved signal to noise ratio.
The insert end technique de scribed technically do not fulfill . the requirement* for Mon<c jnm" Injection lnce the sampl' is not plaetd directJy on the cv-i'.ed por* tion of the column. From a prac
tical standpoint, injection is virtu ally on-column: the slight toiling
observed with the ironvitic sepa/i* tion rray be due to adsorption in the liner. "Hio use of ilic insert dejitrn with instnimcni* Saving <tif* fercnl oven geometry shou'd per* mil injection of (he sample on iho coated portion of the column.
The injection port temperature for ^e chromatogram shown was 250*C- Analyaie of a sample with this wide a boiling point range would have required a mni'h higher temperature on llae injection system
to injur* representative .Mnipliitj if a splillmg device hntl bren u"-s|. U' t li>e high (empeialiir? on pi..-or prevents accuiale control ol oven temperftture at rhe b*;'rnfof ol a programmed (empr:;Mu-c ajielysrj. As a tcsuSl, r*ip;ibon
timeS oT Crtnlpo^rnl^ v'rlj vary
run to run. prevenling component identification by comparison of re tention times.
The use of the insert deneribrd in this paper has svvorjl adv;m).ig-'S over conventional splitting iprh-
niquea. More rapid *sl;ibl'nhmen! of Uulylieul condition* Is po-i^Ue
since on*y the column How must be adjusted. Appl/c.tliuii to flow proIramming should be possible ?* well a* U5C for trace onriJ>-ti%. The larr/r sample sixes permit rapid sc.m ni:is*
apretromeiric analysis of Ibe col umn eflluent to be made with high sensitivity to even minor comt>onenl* NTo mnjor in*lnuncnt modifi
cations arc required, permitJin; rapid conversion from packet! ta open tubular columns ns may he re* qufred by use of (he oppropmti" reducing union without removal of the insert.
/-
Chromatogram of Symhehc Aromatic Blend on SE W Column
Conditions:
Samel* sta--01 ^t
Hydrogen flow--30 ml per rmnule
Tamper*****--60*C to 270*C t
Air flow--300 ml per minute
10* per minute Hhum Fim--4 mr per minut*
Oelector tempe^ati/i*--J2fl*C Range -* 10* Attenuation -- xtf
Tiblt L kftntiftcjUon of Components in Aromatic Blend
l Bwirtm V 2 Taluen
I Ethylbount
4 n- + p>X]rl(iM o-Xylena
J.Propylbtrviwie
1 t m- + p.8thyltaluen*
J'
10 o-ElhyllaJurnt 11 1A4-Triaethylbcacen
i 12 klSTViiwtliylWflEnw
13 Indtna
.
t 14 aBulyltawne
IS Dcal'ui
.
IS T.tritui
17 NapbthaltfM
11 X-McthyLmphthe lens 1 Biphnnyt 20 1 + 2-thylnaphthalen*
21 1r6-DimcthyIfta pi)thalenc 22 1 j5-DimothyMaphthakne
23 Bibcnzyl 24 O'-Dimethylbiphenyl
2S Fluorene 20 1-Phcnylnaphthalena 78 Anthracene
29 Fluoranthene so Pyrene 31 l.l'-Binaphthyl 32 Chrysene 33 2^Bincphthyl
1 let G. C--1K7
Acknowledgments
The author* wish to erknou |.-rfg*
the contributions of R. C- [Jrwsh-
wiix in the design and testinc of
the insert.
*
Literature Cited
1. Eth*. t- S, Ci*pHtki, E. W.T Avwirr. W,, j. Cat Chromatof. t, Nq. t 1 fl3L
Z. Janrtsch, B, and Havermen, w, j. Chramatof. tt. 0 riSfiJt.
3. Quhem. E. FI, Anal. Chem. U. $93 flttJl.
i; Sehwartz. R O, Brstseau*, 0. J, md Shoemxke, G. R. J. Gai Chmmjtag. 1. No. 1. 12 rlKJl.
5v Terinlshi, R,, and Mon. T, R, Anal. Chem. 31. UM tHW>.
6, Zlatkit, A. and Walker, J. , J. Gas Cinemateg. I, No- $, f ttfdl.
Manuscript rvealved May IK, 1966
Revised manuscript received Ally 2J, l$66
H0N5 205951
Auxiliary In.Section Block for an FM Model 1609 or Model bO9 Gas Chromatograph (cont'd.)
Vnect the thermocouple to a pyrometer and the /
cartridge heater to a Varlac. Install a column using the '1/4'' Swagclok fitting on the rear of the auxiliary block yor the inlet end of the column and the' regular outlet connection for the other end of the column. Place the^egular column oven lid over the column
resting on top of the tranaite pipe. Turn on the Varlac connected to the 75 watt cartridge heater and heat the auxiliary Injection block by adjusting the Varlac settings bntll the desired 'temperature is obtained. Then proceed to usVthe instrument as usual, except pushing the syringe needle .through the center of the auxiliary injection block septum and into the center of the metal insert before^depressing the syringe plunger ~to Inject the sample, JX
/ .. :
,' '
.
v1- The metal Insert can^be replaced as often as found necessary with the^particular^sampllng being analyzed.
; To replace the metal insert, remove the injection nut and 6cptum uoing^a 9/l6" deep socket. Insert a screw
'. driver through the opening and unscrew the metal insert.
.. 7 . Using a piece" of 1/16" stainless steel rod which has
. ' been bent over sharply and filed doim'to form a sharp
r . hook on trfe end, pull the metal insert dut to a point
"
where ^.''palr of pliers can be used to completely remove
-
*/
'
- the Insert from the block. Put another metal insert \ with'small glass wool plug at both ends into'the opening,
`push It In and screw It down with the screw dri
.' Replace the septum and injection nut.
_
C. ' Silicone gum Rubber Capillary Columns
' V' In the past, we were not able to make consistent capillary
'columns coated v/lth silicone gum rubber from Superior
' '* V" Tiibing Company 316 stainless steel capillary tubing
:: f'; (l/l6" O.D. X 0.020" I.D.). Hov/ever, three consecutive
successful columns were made In the spring of 1964 by
using 316 stainless steel capillary tubing purchased in
: two different orders from Handy It Harmon Tube Co., Inc.,
P.0, Box 549, Norristown, Pennsylvania. In both orders,
V' the tubing was specified as l/l6" O.D. X 0,020" I.D.,
: ground to a 15-20 micro finish and annealed to a bright
` finish. The price was 37 per 100* in 20Q1 quantities.
Vw-Vj?!..
`
i.r./i One 1501 length and two 2001 lengths of this tubing were
` successfully coated with SE-52 as follows: Each length
; .: JJ; of tubing was cleaned by passing through It three 10 ml.
: r''.J
' portions of methanol followed by one 10 ml, portion of . n-hexane followed by three 10 ml, portions of methanol
. tv, followed by one 10 ml. portion of n-hexane. Then 10 ml.
of a 3 w/v per cent solution of S3-52 In n-hexane was
-
HONS 205952
V 'A.
XII.
Oo
EXPERIMENTAL work and DISCUSS ION (cont'd*)
-7-
C. Silicone Cum Rubber Capillary Columns (cont'd.)
pushed through the tubing under 100 psig. nitrogen pressure followed by one hour of flushing with nitrogen at room temperature under the same pressure.
The column was then conditioned overnight at 210'C. under 10 psig. nitrogen pressure.
All three columns performed with excellent resolution at about 230*C. for the analysis of Aroclor chlorinated . biphenyl Isomers and HB-40 hydrogenated terphenyl Isomer mixtures.
D. Pyrolysis-Gas Chromatography Technique
t
Materials which would normally not exert sufficient /
Vapor pressure for an analysis by gas chromatography
can.be analyzed by attaching a pyrolysis unit directly
to Che Injection block of a gas chromatograph. A quartz
' tube,\flaah pyrolysis furnace, similar to the one
described by Mrs. K- Ettre and Mr. P. F. Varadl in
Analytical Chemistry
69-73 (January, 1953), has
been consfinicted and successfully demonstrated. The
unit does not Include a gas sampling valve as does the
unit described. In the reference paper, thus eliminating
. source of col^ spots where high boiling pyrolysis
products could condense.
.
/
Since the samples e placed in a small C00RS porcelain
combustion boat, both, liquid and solid samples can be
handled. Very small sample sizes (about 2 mg) should
be used to reduce the pbsslbllity of secondary recombin
ation of pyrolysis fragme `
All of our work to date h
een qualitative rather than
---quantitative. The technique 1^ very reproducible quali
tatively. If two pyrograms are placed on a light box
and lined up ao the starting points are overlaid, the
retention times correspond, the peak areas superimpose,
and the peak heights vary with the sample size.
An additional plus feature of the laboratory constructed
unit is that ,it will fit on the Inlet of any gas chromat
ograph. The''unlt Is connected to the Injection block of
the gas chromatograph by means of a 2" section of 20
gauge ncccfle stock which has a diagonal cut at each end.
Each eml of the section is like the end of a syringe
needled One end of the needle stock Bectlon pierces the
. regular Injection block septum and the other end 'pierces
a septum attached to the outlet of the pyrolysis unit,
using a 1/4" to 1/4" Swagelok union. This method of
connecting to the chromatograph is similar to the one ,
used on the Eeroza carbon skeleton determinator. A
'
r
j
HONS 205953
07
HONS 205954
HONS 205955
,
A/Aj^r Jp ^/v4 A/p gwi pi A~AC Ja
^
j
Jf f_Mo. \_/2C '(/iwisrez/l/fi'
_,, <Llzl_2-..v_Z*'_J_ /Vo. J? ifuA._
^/ M ML V-'//
-----------------vi/.t--Mt^r.n- jft Suj tt P'- S' AS>.
___ .. . Si_<L?L<'-Jj.J.n. *'zJ-6'- 't t V\ z .
'd-'-J.'/o />'-
_______ _L_f;.<hi_`?jt\ 7.%d\
H ti,h
.
MMKM . jtU'M- A/e
__&.& 2_____ -
.1
fe iijt. Vo 1
/Vs
O. - (7) M.4
- ^___ Cf>
(7)
6> j-
~ft)
(3) *:
0) >-
@. ...*:
.
^ %r .
V) :}:
Qr)
ft
6>
--------------------------
f^j. fS
W ft
i:-. a.J'st).-
*f' J. i'*
....... ft
.....v-s....
fiTiZ
T
W }t' --------^
-- ---------- --
4
~Q~ J:t. it'fr'Mfe/tftrfi
ft,A 9s, * -
ft *,*- {(A. #(. >y) ft
f LJr M`
* >
( ft
(ft iJ>:
(AJ>,
ft
B J&_____
T?\
ft
ft (7/ sf.*'-
1
Qji)
ft (->4
ft f?
ft j-j- f-
<>/:> '*
_*_______,___ ____ .---- ---------------------------- *---- .-----.-----.-----.---- *.
A4 t
| Y ft tt a Hi X
HONS 205956
1
i*
*
V>MPAPfSO>/ AHOCLo/z inti'
~ CHEMICAL- CoMpCS/r/ '
Atc<i'-/art' ahd
-/oaj
/3Z.rW^
/?
COMPO s' Ttotf
AmCz twi /for- fo/I~ ; mC. /poj
/
js/mm
f.e*A
e. cll
\
_i
v3 MC&
P
<5X3k
J Tret
X
f. /1
P- P i >.A A
t >S
------- -0-----9-------D--.J/-f vf .3$
1 I
1 r
6 ?A
- l y9 .;:7
/
. t.J/
/ >%" T
,, ~
7 s>
t w
____ <J12______
>JSlfi___ ____ 6-J?> ____ / jj-______
/ e '/A a pi
4i------- p? j- 6--- -! i> 1t
- _____ L(M
HONS 205957
----. --J-----I----- 1 ----- ------ .-----f------
3J! . ________
JJ
r .----- V---------- ------r--
L_ _ _ _ _ _ _ _ _ _ 1 =
(Page
r---- ,
)
* ,- ,
1 1
^ 1 1
0- / .7f
3 D /
-------- -------
J* J? .......... "37"
n
J?
Jf *0
V
_____ ilm
_____ lUl_____
>.6
r.fJ
\ TcifS. _____ eJ>.L \fCB.
_____ CL_Pl_
(till5. Vi ^
_____
_ c /t
YlmU+-
ff.ff) l
ff-fif
* J'6 fi ciS fi 020- ox
-- --
ff.fi 7
H - &
: f fit
fitS .... fitA
6. >D
1
--
-0
'
la
A-Mx /ICS-ZO/i ftCS-/P93
\
0
fi, oft y-
o.fifz v- -
1
/tl'tb
',/?
AfJ
>t.
z
x * Jf. (
38J
93. J
J
3 * (.?
-3. ?
> -f/
_>f_______ * >ZL /h 3
--
\
.
_j____ ,,
________ 1------ .-------------- .---- -------- *------ .------ .---> -------- *.
** tn
hfcftMitfcURiiifrrM
HONS 205958
HONS 205959
f a C /--& / \^
HONS 205960
HONS 205961
-M C ;/7
' f.
0^1/istn tCtn-n -4-
,
/ttyC-tf**? (**.*( &tU.'t/^/lAteCrr' %ao6j$ (P,,,c
Jf *?&?&-)L/ >oov& (1R.ZJ * . * jS+i-"~*~1_..lr ***** * fX, i/tt'm
--------------------------------------------fi-f-t^.!tr ----Z-Ct-'i' -- -----------------
PROPER TT
gESUuy
)
MSf____ CA.' /-/."tCSL______OLf f/JEL
--`/s.
0,0?
^L
o
_____ _--.--.--.--t------.--.--.--*--.---
Ai *rt*
*' + ' h A: Alt rt bURBttllft
HONS 205962
ctsr+^*>*1^1 ("W'/trt'l
/7'liofuY' T&lff/S
(Pace
. ---
M
^ j\rpK-->l/ XocPJ
9 ^^7*1
..
*. fftyft.. SHttf/H.
Wfyj 9 /,j/v
i% /PZA-
/fit jf> Tfl Alt H' Mr
/1 ( J
Px/ukr V0,
. ^(Hi4 1x4'^/U** M*
--
* /vh^/^> >i4rr*Z;
/
6,it ?
><_____
2 J 9 f / _____ 7 t ... . ? /O //
2~cir 3/-
>.* J.J*-, J'j.J-;j.M -.fj.r. <K i*-; Jt k.
0-7S0.3 e-o
.?>'* a ;* J, *-7
/t, 7S /. -* .r( //./*
__ -hP
->-r
Jo
3/ Jx
>33 3*
At JS
h
i <. ;j i'
t /-
L *-7/ r
<?. /J -
#, ;fJP
/ 2. * <*'-
7-
>71
t>. &9
/3
/ /'
J)
-
/f /J- j,
1 7. *<
)
tjoo
-
P. (j
A *,?
H
/ 77
f*
/
A//
93
/J j.. t, * -
1 /*.<*
99
X*
*7 a*.*'2-X
7. `'f -
&* Vi |- /*V /
f |'-H </?U"0
<?. <?r?
-*J *, i, .
J. 69
M*n*tA***> *
0,9t
>y
t.9J
w* M'JJp.
*
A 33
/J-v J
^v**t4^yo . 5 iJiAtyX
V- JTW*.tfr*_C. - 0. .
j. '/
.tfttn________
_ . .___*_____ - -_____ _____ .______._
**>*^>'iti*0.ri;iltrvuiHXI
HONS 205963
J
HONS 205964