SCIENTIFIC ABSTRACT KOTON, M.M. - KOTON, M.M.
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CIA-RDP86-00513R000825410011-9
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S
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100
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Publication Date:
December 31, 1967
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SCIENTIFIC ABSTRACT
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Polymers
26-58-7-2/48
ASSOCIATION: Institut vysokomolokulyarnykh soyedineniy AN SSSR - Lenin-
grad (The Institute of High-Molecular Compounds of the AS
USSR - Leningrad)
Card 5/5
1. Chemistry--USSR 2. Physics--USSR 3. Polymers--Applications
01 1
114W %,-# - "C'
AUTHC 17.
Ya,"OV, YU.
Adrova-
,
Florinokij-, F. J.
TITLD
Efficancy of the Ocintillation of Carbo- and lleteroc~-clic
Conpounds in Plastics (Otsiatillyatzionnaya effe',:tiviiost'
karbo- i geterotsikliches1kikh soyedirieniy v plastmzas3akh).
PERIODICAL: Izve3tiya Ali SSSR Seriya Fizicheska-ya, 1958, VoL 22, "r 1,
PF. 41-43 (USSR).
Received: March 5, 1958
ABSTRACT. The efficacy of the scintillation of oubzitituted anthra-cenes,
polyphonyls, aryl-derivativoz of dienes and an number of
heterocyclic compounds (oxyzulen, oxydiazolen utc.) on their
introduction into a polystyrene-11astic was invejtiEated here,
The above-Lientioned substances were introduced into the
styrenb-Lionomer in quantites curr(.-i:,ondIinE-; to their !.i.%ximum
efficacy (1-21,U') and were poly,:,.erize(I with 0,2',j ben,-,oylper-
oxide at a rradual rise of temperature from GO to 12COC
during 4-5 days until the fol-mation of tranoparent firm
blocks which acro than shaped into cylinders. From t1he ob-
tained data it to deter--~ine a cani,.ection
tl,.e chemical structure of tl~c sub3~a- -ces and the
Card 1/3 efficacy of their Scintillation. The :'(;1l un.4 s
!efficacy of the Scintillation of Carbo- and Heterocyclic C
Com.pounds in Plastics,
,possess the highest efficacy _izi )lastics: 1,4-di-[2-(5-
~ ) which i3 desi,_7rianted --:j P010P,
-pheny1oxazolyl)1ben_-ene (I
quaterrhenyl (II), and 9-10-di-,--henylanthracone (III), i.e.
compounds with 4-5 cycles in the -,.-.olecule and conjulgatte
double bonds. In the serieo of o.:a-oles (IV) and o:,ydia~olei
(V) with tile same 3ubotituelitu (C.L;. phenyl-i rou, th
oxazole-derivatives have a hir
,char scintillat 'ior-vctivity
than the oxydiazole-derivatives. 1,11, 4,41-tetranrylbutadiene
M), where R - H, CH 3 and p-terphenyl (VII) also possess a
sufficiently high scintillation-activity. Other copounds
aith 3 cycles in the ii-iolecule (anthracene, phenanthrene,
acenaphthene, dibenzo'Luran, dibenzothiophene and others) do
not show a high scintillation-efficacy in plastics. Stilbene
and tolane which in monocrystal-form pos3oss a high scintill-
ation-efficacy are ineffective on introduction into plastics.
1,4-diphenylbutadiene is little effective in plastics,
although it possess 3Lifficient effectiveness in solutions.
Q
For increasing the scintill,-,tion-efficacy of plastics it is
expedient to introduce two or,:,-anic ocintillators simmltan-
eously into polystyrene. One 'f those, the cheaper and easier
Card 2/3 one to obtain (terphonyl, diplhenylo_~cazole) plays the part of
Efficacy of the Scintillation of Carbo- and Heterocyclic 48-1-9/20
Cori-oounds in Plastics.
a coactivator (qwatorphonyl, POPOP) and 18 in'rodiiecd in
small ouantitieo but at the same time it considerably in-
crease~ the total scintillation-efficacy of the plastic. On
the basis of the obtained experimental data the anutliors pro-
duced effective scintillrition-plastico on a styrone-base of a
diameter of from 30 to 150 mn, and of -- vici,-Iit tip to 3 kg. The
effectiveness varies from an order of zaztLsnitude of 85;'0' in the
stilbone-crystals to 50r0' in the aathr-accrne-c-t- sta-1.
There are 1 table and 4 references, 2 of which are Slavic.
ASSOCIATION: Institute for High-Molecular Compounds AIT USSIR (Inotitut
vysolconolekillyarnykh soyedineniy A?ademii nauk
A VA I L.,I B LE Library of Con,-ress
1. Plastics 2. Cyclic compounds 3. Polymerization
C --rd 3/ 3
79-1-29/63
AUTHORS: Ivanovp S. S. , Koton,--M. M.--
TITLD: The Synthesis, Prope rties and Polymerization of ck-Chlor-
acrylamide (Sintez, svoystva i polimerizatsiya oe~-khlor-
akrilamida)
PERIODICAL: Zhurnal Obshchey Xhimii, 1958,Vol.28, 11r 1, PP-139-143(USSR)
ABSTRACT: The amides of jonic acrylic acids can -,,nerally be oynthosi,-od
by the influence of an aqueous ammonia solution upon the
corresponding esters. In this manner Arcus (reference 1) ob-
tainad methacrylaraide with a good yield by an excess of con-
contrated a=onia on a cold way. The synthesis of OL-chlor-
acrylamide could, however, not be realized by this method,
because simultaneously with the exchange of the methoxyl
group for the amido group a splitting off of chlorine takes
place. The authors of the only French patent indicate the
possibility to obtain ot-chloracrylamide by saponification
of Oc--chloracrylnitrile with sulfuric acid. But it is not
described there either how it might be possible to obtain
Card 1/3 this product from the reaction mixture in a pure state. Mors-
1; 79-1-29/063
The Synthesis, Properties and Polymerization of 0-~-Chloracrylamide
over no exact chaEacteristic properties are given beside the
melting point (93 C). For the purpose of investigatin.- its
capability of polymerization the authors also synthesized
oe-chloracrylamide of o(--chloracrylnitrile (fom;ula M)
with sulfuric acid: HOH
CH3 - CCl-CN H 2s04;) CH 2 ' CclCONH2
(I) (II)
cv-'-chloracrylnitrile was produced by dehydrochlorination of
01--B-dichloropropionitrile with sodium acetate and cv-9p-di-
chloroprionitrile by chlorination of acrylnitrile in the pre-
sence of pyridine. Some properties of o~-chloracrylamide and
its polymers were characterized. It was diown that under the
influence of a concentrated ammonia solution upon 0~.-chlctu
acrylamiae at room temperature the reaction takes place un-
der a splitting off of chlorine'and the formation of a low-
-molecular polymer. The polymerization of X-chloracrylamide
takes place under the separation of nitrogen and chlorine as
Card 2/3 well as under the formation 'of polymers joined in the block
79-1-29/63
The Synthesisp Properties and Pdymerization of ce-Chloracrylamide
and in the benzene solution. In an aqueous Solution a partial-
lY saponified poly-v--hydroXVacrYlamide forms which is soluble
in water. There are 2 tables, and 5 references, 2 of wh:ich
are Slavic.
ASSOCIATION: Institute for Hig'h-Moleoular Compounds AN USSR
(Institut vysokomolekulyarnykh BOYedineniy Akademii nauk SSSR)
i
SUBMITTED: January 2, 1957
AVAILABLE: Library of Congress
Card 3/3 L Chemistry 2. Chloraorylamide-Propertiea 3* Chloraorylamide-
Synthesis 4, Chlor&Orylamide-Polymerization
Ad 7-0 /V/ /Y), iv-/.
79-2-3o/64
' L T. A., Savitskayaj M. 11,j
L# j SOkOlOvZ J
Koton
-
AUTHORS ,
-iTs-eT~-vaj
1, Aryl-
, Om t -e
ation Inhibition of tile 1-onomers F-
erov
j
TIT 1-v z
Cases - of polymer
s (sluchai zatrudnennoY polime-rizatsii monom
i
e
Methacrylate Ser
ada arilMetakrilatov).
ry
1. 28, Nr 2, pp. 417-421 (USSR).
vo
1958
i
FMIODICAL ,
,
'. Zhurnal CbshcheY Kbimi
found that the arYl-
CT: was
in the polymerization of ary1methacrylates it ituendS in
l radical have the subst
1,,BSTF,A ates -vehich in the pherly
methacryl .9
acyl radical, poly~qerize much more slowly
ter
ti
le
o,
the ortho-position t
-independently Of the charac
r
s,
paraisome
than the corresponding ion conditions; the obtained re,
OlYPerizat
Tile
The
l
e-
P
in the tab
of the substituends.
1l as various methacrylates ara shown thacryl. ether
me
h
e
sults) as we
jymerization velocity between t
act
ence in tile PO'
l is explained by the f
ff
er
di
r of mentho
of thyhal and the methacryl ethe ing ill t1le menthol ether are
ane r
that the carbon atoms of the cyclohex
d thus the whole molecule is,not as rigid
not arranged in one plane an
In all given cases the polymerization
as that of the thymol ether.
be explained by the screening effect of voluminous
the double
t
o
inhibition can
roups on the double binding. They disturb the access
eroxide which are volumi=
l
card 1/2 p
g
binding of the free radicals of the benzoy
Cases of Polylperization Inhibition of the -1,onomers From the ArYl- 7~-2-3o/64
methacrylate Series.
nous, too. The experimental conditions as well as the properties of
the monomers and polymerization data are given. Special data are gi=
ven for the methacry'lethers of p-cresol, guaiacolp p-jrIetoxyphenol)
o - oxybenzylphenyl, thymol, and menthol which hitherto have not yet
been described in technical literature.
There are 1 table, and 2 Slavic references.
ASSOCIATION: Institute for High-mlecular Compounds AS USSR (Irstitut vysokomoleka-
lyarnykh soyedineniy Akadewii nauk SSSR).
SUBLIMED:
AVAILA30LE:
January 11, 1957.
Librar-j of Congress.
Card 2/2
AUTHORS: Ivanov, S. S.,,__KQjon, M, Y. -(9-28 3-21161
TITLE: The Reaction of Ammonia With Methyl-a-Chloro-
Acrylate (0 reaktsii vzaimodeystviya ammiaka s metil-a-
khlorakrilatom)
PERIODICAL: Zhurnal Obshahey Khimii, 1958, Vol. 28, Nr 3, pp., 661-664
(USSR)
ABSTRACT:
It could have been expected that the react.-Lon of ammonia with
a-methyl-a-chloroacrylate would take place accordingto the follow-
ing equation mentioned in publications (ref, 1,2,3):
NH
CH COOCH CH CONH
2_~,_ 3 2 2
The experiment to synthesize a-chloroacrylamide in this way
ahz,-red, however, that a completely different mechanism of
reaction is effective here, and the formation of chloro-
acrylamide does not occur In it. The reaction takes place
under the splitting off of chlorine in form of ammonium-
Card 1/3 chloride and substituting the alkoxyradical by the amido
The Reaction of Ammonia With Methyl-a-Chloro- 79-28 - 3-21/61
Acrylate
group, on which occasion the formed amides polymerize so
easily that it was not possible toisolate them from the
reaction mixture in the form of monomers, The analysis
points at the empiric formula (C3H5ON) which, judged by its
structure, apparently represents a low-molecular poly-
a-hydroxyacrylamide (see formulae where n a 2-7). The
splitting off of chlorine from methyl-a-chloroacrylate
possibly takes place in the reaction with aqueous concentrated,
as well as with dry gaseous ammonia at room temperature and
temperaturesbelow it (from 0 to 2500, the final polymer
of the aqueous solutions being of one and the same composi-
tion iegardless of the reaction conditions of ammonia. In
the formation of polymerization the inhibitors (hydro-
quinone) do not play any part. The splitting of chlorine also
takes place this way with methyl-a,p-dichloroproprionate.
Instead of the expected a.,P dichloroproprionamide a low-
molecular polymer separates in both cases which is of the
same composition as in the reaction of ammonia on methyl-
Card 2/3 a-chloracrylate (C3H502 N) (see the reaction process
The Reaction of Ammonia With Methyl-a-Chloro- -28
Acrylate 79, -3-21161
mentioned). The splitting off of chlorine from a-chlor-
acrylates and a;p-.dichloroproprionates has hitherto not been
described in publications, Obviously it represents a general
reaction which is characteristic for the esters of the
aliphatic acids having one chlorine atom in the a,P-Position.
There are 6 references,
ASSOCIATION: Institut vysokomolekulyarnykh soyedineniy Akademij nauk
SSSR (Institute for High-Molecular Compounds 1AS USSR)
SUBt'.!1'7T2D: A,11ril 9; 1957
Card 3/3
AUTHORS,- Glukhov~ Z!, SOV/79-28-12-261'41
TITLE- Syntheois and Investigation of the Polymerizability of
Ha1c)gen-Substitut-d Stjrene Derivatives (Sintez i izucheniye
up~.)s:)br,o.jt1 'k pol-,zerizataii galogen-ameshchennykh proizvodnykh
atiro.11.) VII. TriohlQro Styrenes and Pentaohloro. Styrene
(.V11. lzikhirrstiraly i peritakhlorstirol)
PERIODICAL% Zhu.-na.. cbsh-Aey khimii, 1,598, Vol 26,.Nr 12, pp 3277-3282
(USSR)
AB3TRA%GT1 If,-Lti_' rQW Or-"Y a few Datents reported on the synthesis and
po' -.~ a Lion of trichloro styrenes (.qef 1)1 these papers.
pointed t-, the loractioal value of these styrenes as non-
oond,ac'ors and their importance to the synthesis of Buna-S
tRef 2 Pen-~ashloro styrene has been little investigated
as well. Ref 31. The conditions of synthesis of various
isomers of tri~hloro styrene as well as the effect of the
structure of polyhalogen styrene monomers upon the polymeriza-
billry and properties of the polymers formed have not been
dealt with as yet, with the exception of a paper published by
Card 1/5 klft'ey (Al"fre.Y-Ref 4) where the slowed-down polymerization
Synthesio and Inventigation of the Polywerizabilii..-, 307/79-28-12-26/41
of lialogen-Substituted Styrene Derivatives. VII.
Trichloro Styrenes and Pentaohloro Styrenes
of pentachicro styrene and its cause are pointed to. To fill
this gap the authors systematically continued their investiga-
tions in the field of substituted styrenes and devised the
synthesis of the 2,4,5- and 2,3,4-trichloro styrenes unknown
in publications. Furthermore, the conditions of pentachloro
styrene synthesis were improved and the process of polymeriza-
tion of trichloro styrane was investigated. The polymerization
was carried out dilatometrically in the block. The yield of
polymers was determined by extrExtion with methanol from the
benzene solutions and by bromination. Figure 1 shows that
2,4,5--trichloro styrene polymerizes readily (beginning at 45
The isomeric 2,3,4-trichloro styrene (Figs 2,3) polymerizes
much more difficultly. The comparison of the polymerization
rates of the monomers of polihalogen-substituted styrenes to
ihat of unstfostituted styrene is given in figures 4 and 5.
2,5,4 and 2,4,5-trichloro-phenyl methyl carbinols were
synthesized and characterized for the first time. The poly-
merization of 1~ri6 and p-2ntachlora styrenes within the tempera-
Card 2/3 ture range 45-150 was in-,restigated. The following order is
Synthesis and Investigation of the Folymerizability SOV/79-28-12--26/41
of Halogen-SubstiLuted Styrene Derivative3. VII.
Trichloro Styrenes and Pentaohloro Styrenes
arranged with respect to the polymerization rate of polyhalogen
a-tyrones - 2,4,5--trichloro styrene ),1,2,3,4,5-pentachloro
styrene,), 2,3,4-trichloro styrene. It was found that the
effeo-t of isomerism of the substituents in the benzene nucleua
of styrene up.-n the rate of polymerization increases with the
increasing number of ohlQrine atoms. There are 5 figures and
references, 4 of which are Soviet.
ASSOCIATIONi Inst-4tut -.-,,y.3okomo.'.9kulyarnykh soyedinaniy Akademii nauk SSSR
(In3titu-e of Hi
Compounds, Academy of Sciences,
Usu)
SUBMIT-TED: June 25, 1957
Card .3/3
AUTHORS: Andreyevap I. V., Yoton, M, M. 76-32-5-4/47
TITLE: The Influence of the Structure of Monomers on the Polymeriza-
bility in the Series of Vinyl Derivatives of Furan (Vliyani4ye
stroyeniya monomerov na sposobnost' k polimerioatsii v ryadu
vinillnykh proizvodnykh furana)
PERIODICAL: Zhurnal fizicheskoy khimii, 1958, Vol. 32, Tir 5, PP- 991-994
(USSR)
ABSTRA~PT: The influence of the increase -in number of condeised benzene
r,--~ngs in the initial monomers on the polymerizability and on
some other properties was investigated; for this purpose 2--
-vinylfuran, 2-vinylbenzofuran and 2-vinyldibenzofuran were
syrithetized. In the determination of the polymerization kine-
tics in the block close to the benzoylperoxide a modified -
meTcury dilatometer according to L.I. YefiM07 WaS Used,, while
in using ionic catalysts a catalyst acc3rding tc Schlenk was
taken. The characteristic viscosity and heat resistance of the
investigated nolymera were determined by the IFL initr1imnt and are
given on Table 2t together with the obtai-led values
of activation energies. vrom the experimental results obtained
Gard can be seen that the velocity of polymerization in the series
The Influence of the Structure of Monomers on the 76-3'e_'---5-4/47
Polymerizability in the Series of Vinyl Derivatives of Furan
of 2,.vinyldibenzofuran- 2--vinylbenzofuran- 2-vinylfuran in-
creases which is in agreement with the obtained values for the
activation energies; it was also :,,bserved in the case of
usint- an ionic catalyst. In the same order also an -increase of
the molecular weight and of the heat resistance of the corres-
ponding polymers was observed, as viell as an improvement of the
dielectric properties, which corresponds to the data of refer-
ances and to the data obtained. There are 6 fiGures7 2 tables,
and 5 'feferences, 3 of which are Soviet.
ASSOCIATION. Alkademiya nauk SSSR)Institut vysokonole1zulyarny1.h soyedineniy
(Institute of High-Molecular Compounds ) AS USSR)
SUD"'ITTED Jur'O 19, 1956
.-I FLran derivatives---Pol-,rmer,!-Za~~lot- 2 Vmi~l comqov.,.,ds
(Polymez-izad) 3. Vl:~,jl reactions
Card 212
AUTHORS: Andreyeva, I. V., Kotoni M. M. SOV/76-32-8-19/37
TITLE: The Effect of,t e onomer Structure on the Polymerizability of
Vinyl Derivatives of Thiophene (Vliyaniye stroyeniya monomeroy
na sposobnost' k polimerizatsii Yiniltnykh proizvodnykh tiofena)
PERIODICAL: Zhurnal fizicheskoy khimii, 1958, Vol. 32, Ur 8, pp. 1B47-1850
(USSR)
ABSTRACT: According to data in publications the derivatives mentioned
above are capable of forming polymers having dielectric pro-
perties similar to those.of polystyrene and having a higher
softening temperature. An investigation of these compounds is
also interesting as the influence exerted by the type of aif-
ferent substituted heterocycles in the othylone'moleoule may
be invbstigdted with respect to the polymerizability and the
properties of the compounds obtained. In the present paper the
number of condensed benzene rings in the initial monomer was
increased, and therefore 2-vinyl thiophene and 2-Tinyl dibenzo
thioThene were synthesized. The polymerizability was investi-
gate. according to the dilatometric method, viz., in the first
solu -in with 0,5 mole% of benzoyl peroxide (in block and
Card 1/2 solu _in), and in the second in solution at 80, 90 and 1000.
SOVI~16-3 2-8-19/37
The Effect of the Monomer Structure on the Polymerizability of Vinyl
Derivatives of Thiophene
The operation technique has already been described. It was
found that analogous to the furfurane series the introduction
of condensed aromatic rings into the ethylene molecule in-
creases the rate of polymerization. Besides the heat resistance
increased to more than the double and the dielectric properties
also improved on the occasion of the transition from 2-vinyl
thiophene to 2-vinyl dibenzo thiophene. A comparison of the
polymers obtained Vith those of the furane series shows that the
latter exhibit worse propertiesi There are 5 figures and 10
references, 3 of which are Soviet.
ASSOCILTION: Akademiya nauk SSSR)Institut vysokomolekulyarnykh soyedineniy
(~S USSR,ln6titute of High-Molecular Compounds)
SUBMITTED: March 21, 1957
Card 2/2
0-~~9;~ I WQ.4 -XILOVATION SOV/41055
Koton., Mikhail Mikhaylovich
Novyye polimary v narodn= khozyaystve (Nev.Polymera in the National Econow) Ki7evp
Izd-vo AN UM, 1959. 3T v. 5,,000 copies piinted.
Reip, Ed*: K.A. Kornevp Doctor of Chemistry; Ed.: NJ4. KMerog;- Tech. Ed.:
A.M. Lisovets.
This book is intended for'engineerst production iwavators., teachers.,
w,mdents., and also laymen intereated in the development of polymeric materials
by modern science and industry.
-73-CIA(M: The book describes polymeric materials prepared from petroleum and coal
distillation byprodacts (V04ethylene,, polypropylene, polystyrene, and their
derivatives) and disemses the stractu3njo ju rti a., fields of applicationj, and
prospects for fullest daveloVwn~ 4f the proftetion f new lywric materials
rodu ed in the United States
a 0 e,lg,, epoxy Mins, Zrint rDuPbnt)O Penton
;:rrcules Powder Compwy)j Lexan*(General 33M%Kc Company)p etc. There are no
~
references. No personalities are mentioned.
Card 1/2
SOV
oton,
r rv~,! Of' Pr, Otical 41:74;
i'-.!! ~3%ruvutv
L; iy
6-21 (Tj.),~
Z h Ll r
s ar t 1 c I -.-.rth s'r. of ac iiaintin,, indilutrial
f 1-olymcro -aith the aim
of r spco~!, ~t;L,-- J~: Lio:,. C', IT, i o n c 0 110
dividu.,.1 rolymero. -uh,-J - 1 rorerti(,_~, nd methods of pro-
ductic?i are di:-:;orihed, -nil fielas of their possible or
airead,! -rac-~-cal _,piication are outlined. Amon
tlic class of unsaatur_-~t-.--d hydrocarbons the folloviinC
"--re doL;cribedi rolyethyicne and its derivatives, such
'Typaion-S-2~'; ~-Ayi-ror,, lcne; %%irict-ics of Synt'lletic
rubber, Such as 7-iZot-etic" and "syndiotactic" pci-...
mor oil butadiene-1,2, po1,_.-..er of 1,.j-cis-butadiene, 1,4-
t,rans-polyisoprcnei polyztyrane and itG derivatives ob-
tained by the nevi metheds of roi~-me_-izaticn Luch as
chemistry, etc; rolyparax.ylilene, -and oL' fliu:finc-
ccrtainin_- comipounds, suc'. a-, and 4.
0 1. ~ T, c m'..oiin,
te po I mo rs o f oxy-en .-a, orl, is the fo]Io~
?.'re dencribed, !-elyr,ers of
oxide; Po1Y-3, 3 -b i2chlorme t lay I oxac.-, c 11obutane ;j~olycarboi_-
Car,! 11-1 ites, and reinforced polymer rnater`a13. B03ides these. ne...
Fov/l l
of are beim.~ developol, L;u~:h a--
~,,ctlahj and
a 1111:-n thermal rczistance; nor-cor:ibustible pla2tiet;, -.%hicli
I;ossess this T,roperty rlue to the introduction into their
;:.olecule of phosphoru:3 ato,-3; I-oly:-aers cont;uinin-, tiltaniu,-,
etc.
There are 2 tablej and 67 rot'erv:-Lc,~s, l')- oF are,
Soviet, 57 English, 11 German, 3 11'rc-ch and I Dlelr~iar..
u
SUD,':ITTED: October 1,1, 1958
Card 2/12
CHFTYRUNk, G.M.-, SOKOWVA,
- I a
Polymerization of 11-Carboxy- and M-carbalkoxypbony1rinthacryl-
amidna. Vynokon.soed. 1 no.2:24&253 F '59-
(141RA 12:10)
1. institut vyuokouoIekuIvari7kh twyndinsniy All SSSR.
(Polp,erization) (A,,Jdeg)
BRESLER, S.Ys.; KOTON, M.H.; OSIMINMAYA, A.T.; POPOV, A.G.; SAVITSKATA, M.N.
Increasing polywr thermostabilit.7 bY cyclization in macromolecular
chains with partial decomposition. Vysokom.soea. I no.7:1070-1073
Jl '59. (MIRA 12: 11)
1. Institut vysokomolekulyarnykh sevedineniy AN SSSR.
(Folymers-Therma. properties)
DOKUKIM, A.F.; KOTOII, M.M.
___- -------
Relationship between structure and the tnndoncy to poly-
merization of substituted atyrenes. Part 2: Polymerization
of tri- and tetraaubstituted halomethylatyronos. Vysokom.
soed. 1 no.8:1129-1132 Ac 159. (141R& 13-2)
1. Leninggradalfty politnkbnicbeskiy institut.
(Styrene) (Polymerization)
YELITSOVA, P.A.; ~COTON. M.M.; MINEMA, O.K.; SURITIU, O.K.
Polymerization of vinyl derivatives of biphan7l, diphen7l ether and
phenyl sulfide. V7sokom. soed. 1 no.9:1369-1373 S '59.
(MIRA 13:3)
(Biphen7l) (rhen7l ether) (Phenyl sulfide)
50)
AUTHORS: Sheremeteva, T. V.. -22/37
SOV/62-59-3
Zhenevskaya, bl. G.,. Koton,04-1he
TITLE: Synthesis and Polymerization of p-Butyl- and p-Butyrophenyl
Methacrylic Esters (Sintez i polimerizatsiya p-butil- i
p-butirofenilmetakrilovykh efirov). Communication 2
(Soobshcheniye 2) ,
PERIODICAL: Izvestiya Akademii nauk. SSSR. Otdeleniye khimicheskikh nauk,
1959, hr 3, pp 520-534 (USSR)
ABSTRACT: In the present paper various isomers of the p-butyl- and
p-butyrophenyl methacrylic eaters which have hitherto not been
described were synthesized in order to investigate the effect
of the branching of the alky'. substituents in the phenyl
nucleus of 'he monomers on the properties of the polymers
obtained from these esters. Tho synthesis was carried out in
two stages; 1) Production of p-butyl- and p-butyrophenols,
2) production of p--butyl- and p-butyrophonyl mcthaerylates.
In the course of the investigation of the properties of the
polymers obtained from different ls~nrzric but,,,rlphenyl
methaerylates their different beha,r4-our to-iards the solvents
Card 1/3 was observed. Products in -,.,hi,:+ Sroup is connected
Synthesis and Polymerization of p-Duty~- an-1 scv/62-59-3-22/37
p-Butyrophenyl Methacrylic Esters.
4 j ~Ir,~Ins op rt ju, ~t~rzvlry or tortinrY
with the phenyl nuoi,~?,-
carbon proved to be solt'bl~' In thi~s~~ :;aG*S in which the
linking by the is about by the
carbony-1 group, 'he L%7ce on.1y partly soluble. The
insolubility :~f tli,~ of the
polymer chain with which loads to the
formation of three--dir~enzir-lal. str,,,tu-,,s. since. the soluble
and the Insol.ublo pc]-I:m-ro ,~v; Cole tc- the T)Olynerization
of the isomer 4c butyl-h,~ny' (!C H-? r!~~th-icrylic acid of
the chain which causE~q th~ C" o.L-oss-linll~inG
probably does not tek~- pla-c -;z) tl- i,nin cb-a-in but in the
alkyl subst-ituent an" T%a different
structure of the substltuonft~~ ir. ti-e benzene nucleus
of the synthesized ?sters vitr;fication
temperatures of the pDlynGra obtained from these esters. The
strongest branching of the cubct-itnonts cause's .1 hirgher
..rature fluotuates in the
,rp
vitrification temparature, This ton
case of various isomers b-etwoen 47 cand 144*~'. The substitutioll
of the CH 2-group in the benzene residue by the C0-1,7rOUP i*e*
Card 2/3 the transition from one alkyl ~Jnto an acyl substituent
50)
AUTHORS:
TITLE:
PERIODICAL:
SOV/62-59-3-28/37
Andreyevay I. V., -K-otonp....M. 11.
on the Polymerization of a-Methyl Styrene in Solid (Frozen) State
(0 polimerizataii a-metilstirola v tverdom (zamorozhennom)
sostoyanii)
Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh nauk,
1959, Nr 3, pp 552-553 (USSR)
ABSTRACT: This is a brief communication on the polymerization of styrene
in the block with gaseous BY'3 in solid state at -600 (freez-
ing point of styrene -230) in an atmosphere as dry and free
from oxygen as possible. Under the same conditions a-methyl
styrene was polymerized in a yield of 85 %. The polymer is
soluble in organic solvents (benzene, toluene, chloroform, etc)
and is precipitated from methyi. or ethyl alcohol. The data on
the polymerization kinetics of a-methyl styrene are given on
a figure. As may be seen from it, the pressure of gaseous BF 3
in a block (without cracks) exercises only an unimportant
influence on the polymerization of styrene. From the data
L
mentioned in the table it may be seen the the yield of po'y-
mers, their molecular weight and the melting temperatures
Card 1/2 increase with the decrease of the polymerization temperature.
On the Polymerization Of a-Methyl Styrene in Solid SOV/62-59-3-26/37
(Frozen) State
There are 1 figure, 1 table, and I reference.
ASSOCIATION: Institut vYsokomolekulyarnykh soyedineniy Akademii nauk SSSR
(Institute Of High-molecular Compounds of the Academy of
Sciences, USSR
SUBMITTED: July 18, 1958
Card 2/2
50) SOV162-59-5-37140
AUTHORS: Koton, 11. x-, Kiseleva, T. M., Florinskiy, F. S.
TITLE: Letters to the Editor (Pisima redaktoru)
PERIODICAL; Izvestiya Akademii nauk SSSR. Otdeleniye khimicheakikh nauk,
1959, Nr 59 P 948 (USSR)
ABSTRACT: The authors of this letter inform the editor that for the first
time they synthetized several metalliferous styrenes. The syn-
thesis of these metalliferous styrenes was carried out at re-
action conditions of Leebrick and Ramaden (Ref 1) under the
action of paravinylphenyl magnesium chloride in tetrahydrofuran
upon halides of the phenyl derivatives of mercury, lead antimony,
bismuth, and phosphorus and upon the alkyl derivatives of tin.
For the corresponding reaction equations the following two ex-
amples are given:
(I) CH2. CH-t~- MgCl + C1Pb(C6H 5)3 -4 MgCl 3 +02-CH- -COOC 2H5 > _C" > -CONECH3 > -CONH2;>-H'
2) Phenyl methacrylamines Polymerize faster than phenyl methacrylates.
Thusp the substitution of the -NH-CO_ group by -0-C0- reduces the poly-
merization rate. 3) p-carbethoxy-phenyl methacrylate Polymerizes faster
than its ortho-isomer. An introduction of polar groups such as CN,
CO111H 21 CONHCH3into the phenyl radical of the methacrylamide produces an
increase in the softening temperature (UP to 3000C) and in brittleness.
The vitrification temperature of substituted polymeric N-Dhenyl meth
acrylamides is higher than that of analogous polyphenyl mLthacrylates
There are 1 figure, 2 tables, and
and 1 French. 17 references: 6 Soviet, 2 US, 8 German,
ASSOCIATION: Institut vysokomolekulyarnykh soyedineniy All 335R
(Institute of High-molecular Compounds of the AS USSR)
SUBMITTED: March 26, 1960
Card 2/2
DOOKIM, A.F.; SMIRIDVA, Z.As; XOT011, M.M.
Copolymerization of dichlorosty-renea arA cholorcethylstyrenes
with styrene. Vysokom. sood. 2 no.8:1249-1254 Ag 160.
(MIRA 13:9)
1. LeningTadskiy poLitekhnicheskiy institit im. M.I.Xalinina
(Styrene) (Poly-marization)
85~13
15-9114 S/190/60/002/011/008/027
A B004/B06O
AUTHORS: Koton, M, M., Ki3eleva, T. M., Florinskiy, F. 3,
TITLEt Synthesis and Polymerization of Unsaturated Metal-containing
Compounds\\
PERIODICALj Vysokomolekulyarnyye soyedineniya, 1960, Vol. 2, No. 11,
pp, 1639 - 1644
TEXT: The authors r ort on the synthesis, made for the first time, of
,kp
polymers of styrene,' Wcrylic and methacrylic acid, containing tin, lead,
or mercury. fh-ekinetics of polymerization was studied in a 0.3 molar
0 0 0
solution in toluene at 65 , 80 , and 105 C., The metal-containing styrene
polymers polymerize at a faster rate than nonsubs
,Pituted styrenei
P enyl sta e a
nnyl styren-t;triphenyl plumbyl styrene> styrene,, Activ tion
energy in triphenyl stannyl styrene Was k15.4+U_.5)kcal/mol,,-,and in tri-
phenyl plumbyl styrene (15.0~+-0.8)kcal/molc-.Disproportionation occurs in
the polymerization of p-phenyl mercuryl styrene.,
'IDiphenyl mercury and
bis(p-vinyl phenyl)mercury are formed. The ter polymerizes readily on
heating to form three-dimensional polymers which are stable up to
Card 1/3
85W
Synthesis and Polymerization of Unsaturated S/190/60/002/011/008/027
Metal-containing Compounds B004/Bo6o
240 - 2500C. Cross linked polymers are formed on copolymerization with
styrene, In metal-containing methacrylatea7the polymerization rate follows
the succession: phenyl mercury methacrylate> triphenyl stannomethacrylate
> triphenyl plumbomethacrylate> methyl methacrylate- The ability of these
COMDounds to polymerize is explained by the fact that there is either a
benzene ring or the polar carboxyl group between the metal atom and the
vinyl group. Tin- and lead compounds, in which there is a direct bond
between the metal and the vinyl group, do not polymerize, Methacrylates
and acrylates were produced by reaction of equimolecular mixtures of
metal aryl hydroxides with the respective acids~ Triphenyl plumbomethacry-
late was prepared from triphenyl plumbohydroxide by heating with
methacrylic acid in ethanol; yield 87.9%, Polymerization at 1200C in the
mass. The same for triphenyl plumboacrylate, yield 76,4%,. Polymerization
in decalin at 180 - 190 0C. Metallic lead separates on heating abov!~
2500c, Phenyl mercuromethacrylate, production like the lead compound,
81-8% yield, phenyl mercuroacrylato; yield 90%. Mercury compounds
irritate the0skin. Triphenyl stannpacrylate (80.5% yield) p8lymerizes in
block at 170 C, the methacryl compound (melting point 85-86 C) polymerizes
in block or in solution in the presence of azoisobutyric acid-dinitrile,
'A
Card 2/.
85413
Synthesis and Polymerization of Unsaturated S/~90/60/002/0'1/-'06/027
Ma-al-ccntaining Compounds BO04/BO6O
The metal-containing styrenes were synthesized in accrrdance with
L Leebrick, H- Ramsden (Ref 8) % p-phenyl mercury styrene yieidl
bi,.~(p--vinyl phenyl)-mercury (30% Yield), p-triphenyl plumbyl sry_rer!~
(2-.-,t vi-)-',d: melting point 87-890C), p-triphenyl stannyl styrenn: (84%
yf.'~eirl),. The copolymer from 96% styrene and 4% bis(p -,..-,nyl ~h-7ny,~~Wprz;ury
contained 1.44% Hg and-3 cross links per 100 chain jinks. I L~Arkhi;~Va,-
A. It., Gromtseva, and S. V. Troitskiy took part in the experim-n'-.s. ThAre
are 2 figures and 10 referencest 7 Soviet,. 2 US, and ? Br-lti~~'r_
ASSOCIATION: Institut. vyaokomolekulyarnykh soyedineniy AN SSSR (In5tttulye.
of High Molecular Compounds of the AS U53B.)
SUBMITTED.- April 28, 1960 "J~,
nard 3/3
5.7)-(00
0
AUTHORS: Ko L o n M. M K i s e i ev a, T - Ml Z
TIT LE: Reactivity of Unsaltuva~,P_i Coql,,)o~jii ,~,.l ol -l"Pi ari~l Leaci
PE1110DICAL:
1 Zhu,.l,ial ob6l-,cfey k",,Untl.
-1 0
O'ss;0
A BSTH A (:'F Ti "-! IN L I o".: I rit;
1 0
lead (by the me uliod of' P A-j A,~; Soc
-7 7,1
),7) a I I y I t r Lp,~c t- jpl: A. D.
141 o.,,ov, V. F. Dol~7iy, SSSR.
O"del. khim. rajk-, 1-95', i I li.9; "-v I r irl
/S-7*e - fer f h D. i Arr. Chem. So~~ .
-
174
j 01,~3. Cilem. 1, (! \
/Tb i J,
7;
div nylcllipheny it Ln /Tb 1 d 7;
-~vtmerjt,s with th maflecomco.~!
er
Exr,. ~-,O!l Ach
in fo-m-'atlon of o "'., 0
e1- al
ppecLoitation of m wc-~
of comcound in a seale-d 100-Ju
found that: c -3 e s ab, e
C a r,_; 1
t uw ra r, d e a han. tie all-;!
Lng t
Reactivity of' Unsaturated Compoun,-As 0t,
J
Tin arid Lead
aCe rrore stable tnan %~,P. allYl I-' of ar,-i
Of' P's
ON'[ 0 W 1, 1 ;,2:
decceuoes Lo tile order vi.)YP't
ur) to '~50,O) > vlri~
lc~_~O-i,:-os:,e a
i 0 0 In cesnect to
ae I aA I c a I s c a,) c e a z e y 1
j)er,!'o-,11ed in ain arimule
t.~, e evollve,-l propylene was ab6oT-Lue Ly~ J~ 0,
s 0 u o arld tne resul~lfic_ 6 o I -i cr~
e ai
N a.-.. S, 0 ic -a I I i c -a e
fovmlr-,~3" propyler)e:
Caud
Reactivity of Unsaturated Comoounds of' 77377
Tin and Lead -,:OV/79-30-1-38/78
120 0 in benvene 50111tL010 or ,it,.yrone and, e~ipecially,
methyl methacrylate (see Figo, 1 and 2).
Fig. 1. Polymerization of methyl
methacrylate at 1200 in presence of
5 weight of unsaturated compounds
of tin: I(l) tetraallyltin; (2) allyl-
trimethyltin; (3) diallyldi.phenyltin;
(4) all ltriphenyltin; (5) tetravinyl-
tin; 6~ vinyltrimethyltin; (7) vinyl-
triphenyltin; (8) pure methyl
methacrylate.
Card 4/7
Reactivity
TIn and Lea Of Unsaturated COMPOunds of
d
Fig* 2. POlvmerization Of styrene
at 1200 in'presence Of 5% by weight
Of unsaturated compounds Of tin: M
tetraallyltin; (2) allyltrimethyltin;
(5) tetravinyltin; (7) vinyltriphenyl-
tit); (9) Pure styrene.
A,
77377
SOV/79-30-1-381/78
Card 5/7
2 4 9
11'"g" he
Reactivity of Unsaturated Compounds of 77377
Tin and Lead . SOV/79-30-1--38/78
By arrangIng the compounds shown in Figs. 1 and 2
In order of dedreasing inhibiting action:
tetraallyltin >> tetravinyltin > allyltrimethyltin>
n
-,- dlallyldiphenyltin > allytriphenyltin >
vinyltriphenyltin > v'inyltrimethyltin, it can be
seen that the least stable compounds are the most
active inhibitors. There are 2 figures;-2 tables;
and 9 references, 2 Soviet, 1 German, 1 U.K., 5
U.S. The 5 most recent U.K. and U.S. references
are: J. Brydson, Plastics, 1957, 384; H. Gilman,
J. Eisch, J. Org. Ch., 20, 7b3 (1955), J. Am.
Chem. Soce, 55, 4689 (1933 ; D. Seyferth, J. Am.
Chem. Soc., 79, 515, 2133 11957), J. Org. Ch., 22,
478 (1957); S. Rosenberg, A. Gibbons, H. Ramsder,
J. Am. Chem. Soc., 79, :L37 (1957); G. Gilman,
J. Am. Chem. Soc., b1, 735 (1939).
00
A U7 HOR S Ye! ~ tsova, P. A Koton, M. M. Mineyeva, 0. K. ,
Surnina, 0. K.
'77 7 rp
-LE:
Sy~iti'iesis of Vinyl Derivatives of Biphenyl, Biphenyl
Et'her and Bipheny! Suilfide
PERIODICAL: Zhurnal obshchey kh-imii, 1960, Voi 30, Nr 3, PP 933-
934 (USSR)
ABSTRACIT'; The effect Of SUbstituents phenyl, phenoxy, and phenyl-
mercapto) on the capacity of compounds to underdo
polymerization, and on properties of resalting pollymers
was studied. Addition of ethylene oxide to biphenyl arid
dipheny! ether in the presence of anhydrous alum-inum
en'toride, with subsequent dehydrorrenation of obr,ained
carbinols, yields o-vinylbiphenyl (yield 47%), bp 112-
20 1 /-Igo; p-vinylbiphenyl, bp 124-12CGO
J-13' (0-5 mm), n D - Q
-7 nc~
2 "lm) mp 118-119c; o-viny1diphenyll er'iler' (Yie-ld 1)4
rvp 3-`-,!W; p-vinyldiphenyl ether,
1 .
"
bp
t
I
,
~
"
D
De r a ~ iv e s 0 f
-,)'rl e n ~ r i
j -, ~-. . .' L
Ether and 8~2 9i~
IR'L.pheny] SlAlficle
C; V/7 9 3 0 - 3 - Cj
p-vi.nyldipheny', suzifide (Yield 56," , b p I
M) , 11
I D
20 '-.6495. There are 8 references, U.S.
2 Fveno'n , 1 German. The U.S. reCei,0112e'! "Iro-. J'J'Lj:jl~
C . , J , Am . Chotii . soe . ,
Abst;., 41', '(826 (.1953); Bradsher, We r
J. Aim. Cheim . Soc . , 62, 28ou' (194o) ; Huber, F.
Renoll, pil P.):,
A.-- Mowvy' D., J. ki',, Ciiem. S-)c,.j
05, 1,109 (19"6),'Mowry, D.., Renoll.. M., Huber,, F , J.
A,,,,i. Chem. Sco., 68, 1)0-5 (1946).
S M 1 T 17F D,-
Aprii 'f~-S, -10~59
C-'arcli 212
5.3610 -(8294
SOV/79-30-3-48/69
A U-THORS i Sleptsova, 0. M., KQt-qii,~ 1M-- M.
TITLEi Synthesis and Polymerization of N-Acylamides of the
Acrylic Series
PERIODICALi Zhurnal obshchey khimii, 196o, Vol 30, Nr 3 pp 972-
975 (USSR)
ABSTRACT: Synthesis and polymerization of N-acet 'y1methacrylamide
(1) and N-acetyl- a -fluoroacrylamide (II) were studied.
I and II were obtained as followsz
. C[12=C(II)CON[l,i-(CIT:~CO),O--Cll,: C(ft)CONIICUCI['+CII'COOII'
where It = C1.13, F.
The reaction takes place at 142-145 0 In the presence of
catalyst acetyl chloride. To prevent polymerization,
small amounts of pyrogallol and copper drillings are
added. I.is a colorless liquid, bp 820 (2 mm), 47%
Card 1/5
Synthesis and Polymerization of N-Acylamideu 78294
of the Acrylic Series SOV/79-30-3-48/69
yield, d20 1.0819, n20 1.4830. These data do not agree
4 D
with those obtained by R. Dunbar and G. White (J. Org.
Ch., 23, 915, 1958), who stated that they obtained N-ace-
tylmethaerylamide which "decomposes ato~0001'- 11 (33%)
Is In the form of white crystals, mp 7 . I and II easily
polymerize in the presence of initiators of the radical
type to form soluble thermoplastics. Polymerization of
I was conducted In the presence of benzoyl peroxide and
dinitrile of azoisobutyric acid as Initiators, The glass
ampoules filled with the reaction mixture were sealed
Linder 1 mm residual pressure, and were heated at different
temperatures for different periods of time. Datermina-
tion was ma'de of the residual monomer in the polymer
obtained. It was shown that 1.83, 1.09% of the monomer
remains unchanged when benzoyl peroxide is usedj and 3.75,
3.94% when the dinitrile of azoisobutyric acid is used.
Block polrer of I Is a tran3parent colorless glass; sp.
gr. at 20 is 1.260. 11 readily polymerizes at its mp,
without initiators. The polymer was separated in the
Card 2/5 form of white curd (67%). Tiiermomechanical properties
Synthesis and Polymerization of' N-Arv-l~ofld!~-- '(8294
CIO
of the Acrylic Series Li V/(9-30-3-118/69
are shown In Figs. 1 and 2. There tre 2 figureu; and
4 references, 2 U.S., 1 German, 1 Dutch. The U.S,
references aret R. Dunbar, G. White, J. Org. Ch., 23,
915 (1958)1 D. Davidoon, R. Skovronnek, j. Am. Chem.,
80, 376 (1958).
SUBMITTED: March 16, 1959
Card 3/5
Synthesis and Polymerization of N-Acylamides 78294
of the'Acrylic Series SOV/T9-30-3-48/69
Fig. 1. Correlation between deformation and temperature
Card 11/5 of poly(N-acetylniethacrylautide). (1) Block; (2) extracted.
TEMPERATURC
.5-3830 ~7523
SO'V/80-33-1 ---~2/41Q
AUTHORSt Koton, M. M., 01W~ho',:, N. A. , B-thurina, A. N.,
Shcherbalcova, L. M.
TITLEt Synthesis and Polymerization of 3,31-Dis(chloromethyl)
oxacyclob*utane
PERIODICALt Zhurnal prikladnoy khimli, 190'0, Vol 33, Nr 1, pp 182-
185 (USSR)
ABSTRAM This Is the first paper of a series on synthesis and
olyrnerization of 3,31-bis(chlorometliyl)oxacyclobutane
. Polymerization of (I) in ethyl chloride or dichlom-
M
ethane'solution in' the presence of boron trIfluorlde and
vmter binder the conditiono of cationic polymerization
at -20 was studied. A short revlew oC the properties
and preparation of (I) and its polymers ( "Penton, " pro-
duced by Hercules Povider Co. , U. S. A. ) are given. (1)
wa3 obtained from pentaerythritol accordlnj7, to the
A. Moradlen and J. B. Cloke, and al3o the A, Farthing
Card 116 methods (see references).
.Synthesis and Polymerization of 3,31-Bis 77523
(chloromethyl)oxacyclobutane .5 OVA 0 - 3; 3 - I - 3 P_/4 9
cajolf cllxl
LI;11,Mt
M was purified using a 50-60 theoretical-plate coliunn
to remove the traces of dioxaspiroheptane (II), which
is also formed in the reaction
C11,G1 G11_0
11011ac-~'_C[12011 +2KO If u, +2[[,0+2KCI.
.11 1 1
C1120 O-PI,
Removal of (II) is important since Jt3 presence leads to
the formation of nonmelting, Insoluble polymero. Effect
of the teviperature on the yield and the characteristic
viscosity of the (1) polymers is given in Table 1.
Card 2/6 Effect of concentration of I In the reaction mixture on
Synthe.gis and Polymerization of 3,3'-13--L,,'
(chloromethyl)OXa'~YC10~Utanc
Table I. Key to Dvpendonc,~(01' yiulcl and characteristic
v1scosity(on temperature: a) experlment Nr; (b) tem-
perature in Oc ); (C) polymerization tii,,je (in min);
(d) yield of polymer (In -').
(0) 1(b) (d)
10 480 82 0.18
17 .1 ~q 0.50
_.I 10 4N t
Card 3/6
Synthesis and Dolymerization of 3,3'-BIs 77523
(chloromethyl oxacyclobutane US OV/8 0 2/4 9
j J
SUBMITTEDt
the yield of Polymer I.-, f,,Iven In Table 2. Ionic poly-
merization of (I) In the pre,.3ence of BF3 and Ilater In a
solution of ethyl chloride and dictiloroethane was con-
ducted in a glass apparatus, ohown in Fig. A. The pre-
pared polymer of (I Is a whIte powder, insoluble in the
usual solvents, soluble In cyclohaxanone and o-dichloro-
benzene at 50-800. Yleld under optimal conditions,
82-85%, NIP 175-1760, specific,. viscosity C7)] 1.1-1.25.
The experimental part was conducted with participation
of I. P. Morozova. There is I figure; 2 tables; and 7
references, 4 U.S., 2 U.K., 1 Japanese. The 5 most
recent U.S. and U.K. references are: A. Farthing, J.
Appl. Chem., 8, 186 (1958)'j" E. Cronin, Mod. Plastics,
311, 150 (1957); E. Cronin, Rubber World, 135, 571 (1957);
plastic", 1.2'( (1957); A. Moradien, J. B. Cloke, J. Am.
chem. so('~ 67, 94'2) (1945).
July 2, IM9
Card 4/6
Synthesis and Polymerization of 3,31-Dij 7 752 3
(chloromethyl)oxacyclobutane 50'1/80-33-l-32/49
Table 2. Key to Pependence of polymer yield on the con-
contration of monomer: (a) experiment Nr; (b) tempera-
ture (in OC); (c) polymerization time (ifl min); (d)
concentration of1monollier (in mole/lIter); (e) yield of
polymer (in %).
(b) (d) (a)
2 4 -20 480 1.0 26 03
36 '-20 48%) 1.2 3A 0.45
3S -20 4N) 1.43 F)i O.b5
32 -20 480 2.21 82 1,05
40 -20 480 2,83 bo 11to
Card 5/6
Synthesis and Polymerization of' 3,31-BIS
(chloromethyl)oxa~yclobutane F1 _
77523
SOV/80-33-1-32/49
Fig. A. Installation scheme: (1) vessel for monomer; (2)
vessel for solvent; (3) calcitun hydride; (4) reactor;
(5) to the P'Lunp; (6) to the MacLeod gage; (7) dry air
Card 6/6 supply; (8) cylinder with BF3-
F; (a) S_' "7 2
-' 0 -- -7 C; I ' I
, Cc
, ~
-
K 77
AUTHORS:
K!
Ki
ton,
. 31.9 seleva, T. M. SOV/20-130-1-23/69
TITLE: Synthesis of Polyorganostannoxanes
PERIODICALs Doklady Akademii nauk SSSR, 19609 Vol 130, Nr 1, pp 86-87 (USSR)
ABSTRACT: As besides patents there were no publication data to be found on
p-olyorganostannoxanes with a group ia_- Sn- 0- Sn;~ in the
principal chain, the authors tried to synthesize these compounds.
For this purpose they used the reaction of polycondensation
(K.A. Andrianov.~ Ref 3; Ref 4), The authors investigated the
reaction of the diacetates of h- and 1-butyl-tin with
tetraethoxy-tin. The bond --Sn-O-.Sn vras formed by the inter-
action of the acetate. with the ethoxy~ group (see Scheme).
The polymer (I) was isolated as a bright-yellow powder with a
softening temperature of 70-75' for (i-C 4U9)2Sn(OAc Yl or
60-700 for (n-C H ) Sn(Ok,)
). The molecular weight of the
4 9.2
2
polymer M wa3 1890-1990 (that of the*tetramer was 1936). Thusq
a linearv low-molecular (n- 4) polyorganostannoxane develops
Card 1/2
Synthesis of Polyorganoetann-oxane-, S07/20-M-WOS; M3>MOS. o-isomers of monosubstituted
styrenes polymerize faster at higher molecular weights and softening tem-
peratures, 2,5-derivatives fast at lowest activation energy,high softe-
ning temperature, molecular weight and good dielectric characteristics.
halogen atoms cause an increase in polymerizability. The position to
the vinyl group is of importance. CH3 introduction causes steric hin-
drance, The Bubstituents affect the rate: 011?l-,Cl~,Br~F>CH 3 '> OCH 3
especially in o- or 2,5-Position- Substituents of first order (except
CH 0) increase the polymerizability, lower the activation energy, and in
o-~
, 2,5-1 2,4~5-position produce fast polymerizing, high-molecular,
heat-resistant polymers ofgood dielectric characteristics. There are
6 tables, and 22 references: 12 Soviet-bloc and 10 non-Soviet-bloc.
The most recent references to English-language publications read as follows:
Ref. 1.J. Millan, Brit. Plast., 26, 220 (1953). Ref. 14: J. Dixon,
K. Saunders, Ind. Eng. Chem., A_6:7652 (1954). Ref, 15; J. Melchore,
Mod. Plast., ~J, 163 (1956),
Card 6/ 8
1720
9/o64/6i/000/006/001/0 03
Synthesis and polymerization... BIJO/M6
ASSOCIATION: Inatitut vysokomolekulyarnykh aoyedineniy AN SSSR
(Institute of High-molecular Compounds AS USSR)
Table 5: Resistance to heat Tadwp 5
and intrinsic viscosity of
ome co
o1
l
(1) c TCRAOCTOAKOCTb N X8PAKTtPMCTM-eCU2 3#3KOCTb HeXOTOPUZ
OR
M
M
s
ymers.
y-
opo
p OAI
P
mer compositionj (2) resistance' -
@
to heat according to the IPF
OC
method
(3)E-1 in benzene
COCTis COMWUMPA
I
T
"n
-C 6e=ft
P;w M.
,
;
O
"
-
t 2
~
a
_DCS
0
C; (4) 2,
"
~44.08~.)+styrene (3) (55-92~)~
'
6 ~2.6-J1ujmmpoA (44.08%)+eT"Pw
126
09
1
A (55.92%) . . . . . . . . . . .
5) 3,4-DCS
(52-5
~.)+s(47-43
Hpw(52'66%)+cTHPOJ1
~(9"'-
6 2
M
M
6 ,
-
C-5-
S (55-3
%)+S(~44-63%)
~
~
.
(47
43 )
~= 42
0
2-MC-3,4 -DMS (20.91%)+S
7 .
. . . . . . . . .
,
2_X4OP-5_MeTffACrM (65.36%)+
rn
V
4
63
14 ,
0
49
79 08A 1 (8) 2-MC-3t5.-DMS
:
~ . . .
cTmpaA (4
%
,
4-AHmeTHM1iPM
&2-Xjwp-J .
+S (52-420%) 1 (9) .,'.,
47
57
2
DC
201/
DMS (
S
3
4
) ,
.,,
~+cmpw (79,08%)
57'%*
5-
)-3
- (4~
KmCn-
X
0 2 122 -
-
-
,5-
.
+
54.
, -
,
x4
.
A
P
42
52 138 0
58
(45 - 79i-) %) . . . . . .
+cnipw (
,
5-Aitmenfj'cTHPOA
3-RHxiop-4
2 ,
.
,
(54.20%)+cnipoji (45.79%) 147 0,56.
-sard 7/8---
28270 S/062/61/000/010/005/018
B1 17/B101
LUTHORSt Koton, M. 11.1 and Kiseleva, T. M.
TITLE: Synthesis and investigation of the reactivity of polymerizing
organometallic derivatives of p-vinylbenzoic acid
PERIODICAL; Akademiya nauk SSSR. Izvestiya. Otdeleniye khimicheskikh
nauk, no. 10, 1961, 1783 - 1788
TEM A number of organometallic derivatives of p-vinylbenzoic acid and
benzoic acid were synthesized, and their reactivity studied under com-
parable conditions. For this purpose, the following organometallic com-
pounds were synthesized for the first time: 1) triphenyl-stannyl-p-vinyl-
benzoate, (C6H 5)3 SnOCOC6 H4CH= CH 2, melting point 81 83OC; 2) triphenyl-
stannyl benzoate, (C 6H 5)3 5nOCOC6H 5' melting point 70 720C; 3) triphenyl-
plumbyl-p-vinylbenzoate, (C 6H 5)3 PbOCOC 6H4CH= CH 29 melting point 136 -1380C;
4) triphenyl-plumbyl. benzoate, (C 6H 5)3 PbOCOC 6H 59 melting point 117 - 1200C;
5) diphenyl stibine-p-vinylbenzoate, (C 6H 5)2 SbOCOC 6H4CH=--CR 21 melting
A
Card 1/3
28 270 S/062/61/000/010/005/018
Synthesis and investigation... B117/B101
point 78 - 600C; 6) diphenyl-stibine benzoate, (C6 H5)2 SbOCOC6H53 melting
point 121 - 1220C; 7) phenylmercury-p-vinylbenzoate, (C 6 H5)HgOCOC 6H4 CH=CH 2)
melting point 117 - 1180C; 8) phenylmercury benzoate, C6H 5HgOCOC6H 5'
melting point 97 - 980C. In reactions of mercury and lead compounds with
alcoholic HCl solution the C 6H5COO radical was found to be more reactive
than CH 2=CH6H 4C00 under comparable conditions (-5 - -100C). When phenyl
groups accumulate in the molecule of the organometallic compound, the
difference in the reactivities of these radicals becomes insignificant.
The reactivity of organometallic derivatives of p-vinylbenzoic acid was
studied by a dilatometric investigation of the kinetics of radical
polymerization in toluene in the presence of O.25'P by weight of azoiso-
butyrodinitrile at 80, 90, and 1000C. The polymerization rate can be in-
creased by introducing organometallic substituents into the molecule of
p-vinylbenzoic acid, according to the nature of the metalt Hg>Sn~Pb>Sb.
The thermal stability of polymers of organometallic derivatives of p-vinyl-
benzoic acid was studied on the basis of their destruction at 150, 200,
Card 2/3
28270 S/062/61/000/010/005/018
Synthesis and investigation... B117/B101
and 2500C. The results obtained were compared with data on the thermal
decomposition of benzoates of phenylated Hg, Pb, Sn, and Sb derivatives,
and regularities were found to be the same. It was shown that the thermal
stability depends on the nature of the metal contained in the compound
in question-, Sn>Sb>Pb>Hg, i. e., organic tin compounds are most resistant
to heat. There are 1 figure, 2 tables, and 6 references% 3 Soviet and
3 non-Soviet. The three references to English-language publications read
as followss R. Sasin, G. Sasin, J. Organ. Chem. 209 770 (1955);
E. Bachman, J. Amer. chem. Soc. 11, 1964 (19.1-51); Gilman, J. Amer. Chem.
Boo., ~19 3112 (1929).
ASSOCIATIONt Institut vysokomolekulyarnykh soyedineniy 1kademii nauk SSSR
(Instituteof High-molecular Compounds of the Academy of
Sciences USSR)
SUBMITTEDt Uarch 6, 1961
Card 3/3
IVANOV, S.S.; KOTON, M.M.
- - -- --- ----
Polymerirp-tion ofcc-acylaminoacrylic acids. Vysokom.(soed,3
no.2:248-254 F 161. MIRA 14-5)
1. Institut vy9oko olekulyarnykh soyedineniy AN SSSR.
TAgrylic acid)
(polymerization)
25167 S/190/61/003/007/011/021
Bib2/3220
AUTHORS: Adrova, N. A., Koton, M. M. Klages, V.
T IT L'--' - Synthesis of new organotin compounds
P.ERIODICAL: Vysokomolekulyarn~ye soyedin6niya, v. Yt' no. 7, 1961,-
1041-1043)
TEXT: The present, paper is based on studies by J..' Curry, K.Kojima,
E.Pear (bee below) with regard to the synthesis of. compounds with direct
Si-CH2 or Sn-CH2 bond in the chain effected by the migration of the H.
atom from the disubstituted silane (or stannane) to the double bond of.
the hydrocarbon. The authors studied this reaction on the interaction
of diphonyl or di-n-butyl stannane with di-isorpropenyl benzene. The
following equation was obtained for this reaction:
RjSn If, + CHI- C
11, C11, it its C112
Card 1/3
25267 S/190/61/003/007/011/,021
Synthesis of new org4notin compounds B102/B220
where R - C6H5; C4H9 - The diphenyl stannane (I) was obtained by reduction.
of,diphenyl tin with lithium aluminum hydroxide in ether free of water and
peroxides with a yield of 75,'4. Di-n-butyl stannane (II) was synthetized
by reduction of di-n-butyl tin dichloride. (yield 651j'o) and distillation at
69-700C and 10-12 mm'Hg. The stannanes and di-is'opropenyl benzene (III)
Uere made to interact for 5 days in equimolecular ratio in ampfallae"in
nitrogen atmosphere, the temperature being increased gradually from 80 to
1200C. Azoisobutyro-dinitrile, methylphenyl anthracene, and irradiation
with *UV light were used as initiators. By using azoisobutyro-dinitrile,
there were obtained: from I and III viscous liquids having a maximum
polymerization coefficient of 19-20 and a molecular weight of 8500; from-,
II and III solid polymers,melting point 55-600C, polymerization coefficient
6-7, molecular weight 2000-2760. Polymerization does not occur for III
alone under the experimental conditions indicated. The structure of the
orbranotin polymers was traced by their decomposition by means of alcoholic-
solution of HC1. The polymer from I and III was decomposed withinw
30-40 min at room temperature; the polymer from 11 and III only after
heating to 1000C within 48 hr. In both casesp the corresponding;insoluble'
Card 2/3
2~267 3/190/61/003/007/0',1/021
Synthesis of new organotin compounds B102/B220
and infusible R2SnO compounds resulted. ~There are 1 table and 8
references: 2 Soviet-bloc and 6 non-Soviet-bloc. The 3 most important
refeTences to English-language publications read as follows: J. Curry,
G. Harrison, J.org. Chem., 23, 1210~.. 10/58; K. Kojima, Bull. Chem. Soc.
Japan, 31, 663, 1956; E. Pear, J. Polymer Sci., 40, 273, 1959.
ASSOCIATION: Institut vysokomolekulyarnykh soyedineniy All SSSR (Institute
of High-molecular Compounds, AS USSR)
SUB,UITTED: October 1, 1960
Card 3/5
23853
1205 S/02 61/137/006/012/020
217
W BI 03YB
AUTHORS: Koton, M. M., Corresponding Mqmber AS USSR and FlorinskiyF. S.
TITLE: Synthesis of polymerizable organo-antimony acrylates and
methacrylates
PERIODICAL: Doklady Akademii nauk SSSR, v. 137, no. 6, iq6i, 136e-1369
TEXT: The authors continued their studies on the synthesis of acrylic and
methacrylic acid derivatives with metal atoms (Pb, Sn, and Go). For the
first time they synthetized derivates containing antimony, i.e.: diphenyl-
stibine acrylate OH 2- CHCOOSb(C6H5)2 and diphenyl-stibine methacrylate
CH.= C(CH3)COOSb(C 6H5)2 . The unsaturated organo-antimony compounds were
synthetized by interaction of diphenyl-stibine oxide with acrylic-(and metha-~
orylli acid, respectively), in methanol solution according to the-following
-Ruation:
C H ),Bb 2CH -CR-COOH ---A 2CH -mCRCOOS*I- (C H 4. H 0, where
6 5 . )20 + 2 2 6 5)2 2
R - H, CH3. Both substances are colorless, crystalline, and soluble in
Card 113
Synthesis of polymerizable...
23853
3/020/61/137/006/012/020
B103/B217
2 non-Soviet-bloc. The most recent reference to English-language publioa-
tion reads as follows: Ref. 3t J. Montermoso, T. Andrews, L. Marinelli,
J. PolYm. Sci. 32, 523, (1958)-
ASSOCIATIONt Institut vysokomolekulyarnykh
(Institute of High-molecular
Sciences, USSR)
SUBMITTEDs January 1, 1961
soyedineniy Akademii nauk SSSR
Compounds of the Academy of
Card 3/3
28650
S102 61/139/006/017/022
Bi 03XBl 01
AUTHORSt Koton, M. M., Corresponding Member AS USSR, Andreyeva, I. V.,
An-areyev, P. F., and Rogozina, E. M.
TZ-2LF,i Comnlexei of polyacrolein with heavy-metal salts
PERIODICALz Akademiya nauk SSSR. Doklady, v. 139, no. 6, 1961, 1372-1374
TEXT; 1+1 is noted that samples of polyacrolein powder obtained under
different- conditions differ in their ability to form coordination complexes
with heavy-metal salts. The strongest ability to cause such reactions
has uranvi nitrate. In the pH range investigated salts of Pb, Co, Mn, Cu,
11i, and Fe are not able to form stable complexes with polyacrolein.
Conzerni.ng the extraotion of heavy-metal salts with organic compounds, the
authors refer to papers by V. M. Vdovenko (Khimiya urana i transuranovykh
elementov (Chemistry of uranium and iransuranic elements) Izd. AN SSSR,
1960) and V. 1. Kuznetsov (yap, khim., 23, v. 6, 654 (1954)). The maximum
quant-ity of uranium (2305-10-6g/g) was extracted from aqueous solutions by
means of polyacrolein samples obtained by polymerization of acrolein in
Card V3
28~60
S/uo 61/139/006/017/022
Compiexes of polyacrolein with heavy-... B11 013/B1 01
aqueous 3olutions under the action of the redox system K 2S20a+ AgNo5 which
is soiaewhat more effective than the system K23 208 + Mohr's salt. Disacryl
and pc;lyacrolein obtained under the action of K 2 S20a+ Na2S203 are less
efffective. The poorest extracting agents are samples of polymers obtained
at low temperatures in the presence of boron trifluoride or by means of
lithium butyl. The authors established a relationship between the content
of al~lehyde groups which are able to form oximes and the ability to
extract uranium from aqueous solutions. Uranium can be extracted in the
ran.4e of PH3 - PH4. Outside thi3 range the percentage of extracted uranium
drops quickly. The distribution coefficients for different sampies of
polya:,Zolein. differ by a factor of ten (from 0.005025 to 0-04803)-
Uranium absorbed by polyacrolein can be quantitatively dieuolved by dilute
HC-1. There are 2 f4gures, 2 tables, 4 Soviet and 6 non-Soviet references.
The refer-ance to Engli eh- language publications reads as followst J. S.
Anderaor., Nature, 134, No. 165 (1950),
Cazd 215
28650
8/020/61/139/006/017/022
Complexes of polyaorolein with heavy-... B103/BIOI
ASSOCIATIONj Institut vysokomolskulyarnykh soyedinoniy Akademii nauk
SSSR (Institute of High-molecular Compoundso Academy of
Sciences USSR)
SUBMITTEDt April 8, 1961
4
Card 3/3
KISELEVA., T.K; KOTON M.M.- CHETYRKINA, G.~L
Synthesis of polymerizing organomAallic compounds of phthalic acid
!-~-vi.nyl amide and H-(o,p-carboxyphenyI)acryI (methacryl)amides. Ixv.
AN SSSR.Otd.khim*nauk ao.l0-.l79(0-lW4 0 1(2,, (MIRA 151-10)
1. Inatitut vysokowlekulyarnykh soyedineniy AN SSSR.
(Organometal.lic compounds) (P4t#a~=ide) (Acrylamide)
ADROVA) N.A.j KOTON--MXM.)- MWKVINA') Xe.ma I I
Synthdain and ploymerAzation..of some now derivatived'of biphenyl.
Izv. AN SSSR.Otd,khim.nauk zi~.'Jp.sI804-1807 0 162. (KM 150-0)
1. Institut vyaokomolekulyarrqkh soyedineniy AN SSSR.
(Butadiene) (Polymerisation)
ANDREYEVA, I.V.;,_~OTON 'VA., K.A.
, M. M.; KOVALL
Polymer4zation of styrene derivatives in the solid (frozaA) state.
Izv. AN SSSR.Otd.khim.nauk no.lq.1890-1891 0 162. (MIRA 15:10)
1. Institut vysokomolekulyarnykh soyedineniy AN SSSR.
(Styrene) (Polymerization)