SCIENTIFIC ABSTRACT SKOROKHODOV, S.S. - SKOROSHCHINSKIY, V.F.

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CIA-RDP86-00513R001651120001-4
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December 31, 1967
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SCIENTIFIC ABSTRACT
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S/190/60/002/009/014/019 B004/BO6O AUTHORS: Skorokhodovo S. S., Vansheydt, A. A. TITLE: Polyvinyl Ami e and Its Derivatives. I. Synthesis of Poly- vinyl Amine and Its Carboxy-methyl Derivatives From Poly- vinyl Succinimide PERIODICAL: Vysokomolekulyarnyye soyedineniya, 19609 Vol, 2, No. 9, PP. 1405-1408 TEXT: In the introduction, the authors refer to data found in publicatials (Refs. 1-7) concerning methods of synthesizing polyvinyl amine, and discuss the difficulties encountered when applying these methods. The initial sub- stance indicated for this synthesis is poly-N-vinyl succinimide whose mono- mer is easily produced by several methods (Refs. 8-12), and whose polymeri- zationkas been studied thoroughly (Refs. 9, 13). In a previous pap'-e-FTNT.- 14), the authors had already proposed the synthesis of polyvinyl amine by hydrolysis of polyvinyl succinimide. As this hydrolysis was only partly successful, they now reduced the molecular weight of polyvinyl succinimide. This was made possible by the addition-of large amounts of benzoyl peroxide, increase in the polymerization temperature (800C), and by the addition of Card 1/2 Polyvinyl Amine and Its Derivatives- I. Synthesis S/190/60/002/009/0144019 of PolyvirV1 Amine and Its Carboxy-methyl Deriva- B004/Bo6o tives From Polyvinyl Succinimide fluoren4. The resulting polyvinyl succinimidelpossessed, if dissolved in 7-h-loroform, a specific viscositY of 0,14, and was saponified within 30 h by means of 10 N NaOH. The liberated polyvinyl amine, which was insoluble in water, was separated from the aqueous solution, converted into the hy- dr-,chloride, and purified by reprecipitation. It contained 81-82% of the theo--atical content of primary amino groups. By means of sodium monochloro acetate it was converted into the corresponding carboxy-methyl compound whien reacted amphoterically (Fig,: curve of potentiometric titration). The ability of this compound to form complexes like the low-molecular com- plexons is still being studied. The difficulties consist in the insolubili ty of the polycomplex in nonalkaline media, as well as in the formation ofV insoluble salts (e.g.. Ba2+ ), and in the precipitation of metal hydroxides in zinc) at high pH. There are 1 figure and 15 references: 3 Soviet, 5 US~ 1 Belgian, 1 British, 1 French, 2 German, and 2 Swiss. AS,cOCIATION: Institut vysokomolekulyarnykh soyedineniy AN SSSR (Institute of High-molecular Compounds of the AS USSR) SUBMITTED: ADril 18, 1960 Cato 2/2 VANSHEYDT, A.A.; SKOROKHODOV, S.S.,- YERSIfOVA, S.G.1 MIERAYWVA, N.V. Chemical nature of "N-vin~rlacetamide"'described by Bacskai and Halmos. Vysokom. soed. 3 no.2020 F 160. (MMA 14:5) (Acetamide) S/079/61/0311/011/007/015 D2021/D305 AUTHORS; Skorokhodov, S, S., Yershova, S. G,,, Mikhaylova, N, V~. -Van-sEe-yTf-,~-~ TITLE: Dehydrohalogenation of N-P-chloroethyl acetamide FERIODICAL. Zhurnal obstichey khimii. v. 31., no. 11, 1961~ 3626-3631 TEXT: The authors, on theoretical and experimental grounds, criticizi- the works of Hungarian scientists R. Ba'cskai and L. Halmos, published in Magyar Kemiai Folyoiraf, in 19549 in which the latter claimed the prepara- tion of secondary N-vinyl amides by dehydrohalogenation of the correspond- ing [3 -chloro alkylamides~ To substantiate their objections,, the presento authors repeated the Hungarian experiments. The Hungarians stated that, by means of removing HC1 from CH 3 CO-NH-CH 2 CH2Cl, they obtained a vinyl derivative CH 3 CO-NU-CII - CH 2 (1)- In the present authoW opinion, 2 other compounds could be formed,- Pard 1/3 S/07gj6l/031/011/007/015 Debydrohalogenation of-. D202/D305 C112 M - CO-N j (II) and CH CH (III) 3 CH 3 i 2 0 CH2 Only the compound III vas found in the present investigation. Tho~ chemi cal structure of III was checked by the corresponding picrate; the infr&-red absorbtion spectrum was determined in CCI 4 solution on W~C (IVS) and Ifi V,(- P-71 (IM-14) spectrometers, using L ~ F and NaC1 prisms g. the combined light dispersion spectillm-'-on the speiArograph (ISP-51) with a photo-electric recorder., The spectra of the obtained dehydro- chlorination product and those of a sample of known 2-methyl-~~-.xazolin'? (cpd. III) being identical. The authors checked the formation of cpd,. JV by dehydrochlorination of g.-.chloroethyl acetamide with sodium methoxid.s. They also synthesized cpd, 11; N-acetoethylene imine by the action of aretyl chloride on ethylene imine and detenain,~d its chemical composition Card 2/3 SKOROXHODOV, S.S.; LEVIN, S.Z.; SHAPIRO, A.L. Vinylene carbonate and its polymers. Khim. volok. no-4:1-5 163. (MIRA 16-8) 1. Vsesoyuznyy nauchno-issledovatellsk'Ly institut nefte- khimicheskikh protsessov. GLADKbV-)KTj, -~!.A.; S.S.; SUM!"ill, S.G.; KHACILITI,?,CiV, A"J'-. Synthesis and properties of viny trepylium, percallorate. izv. ~-N .? 1 - L SSSR. Ser.kilim. no.7:1273-12?7 Jl 163. 1. Institut vysokomolekulyarnyld-i soyedinFniy Ali ISSISR. (Tropylium compounds) R L 1 2 - 5 (1,-0 -V 03U'VT PC _4/Pr 4 1 P~/I'SD(M) -3j AFM all ACCESSION NR: AP5003611 S/0196/64/006/007/128~/i 90~.-- AUTHORi 11su, Yu-wu; Skorokhodovi S. S.; Vansheydt, A. A. ',TITLE; Investigation of the polymerization of N-vinylacetanil idea ~OURCCE: Vvsokonolekulyarkvyc soyedineniya, v..6,no. 7, 19641 1286-1290 TOPIC TAGS:. polymerization, organic azo compound,.organic oxide, v.inyl plastic, monomer ABSTRACT: The article describes an investigation of the kinetics of the,-, polymerization of new monomers, previously synthesizedly the authors- substituted N-vinylacetanilides, with the-generaLformula XG6114NCGIOGH3) CH--CH and C1 in the o-, m-, and p- ositians 2, where X = H and CHS,~CH30, P an attempt was also made to evaluate the 'influence of substituentsin the, benzene ring on their reactivity. It was shown that N-vinylacetanil-ides are polymerized under the action of azo-bis-isobuiyronitrilefl _.and tertiary butyl peroxide in bulk and in benzene solution.- The rate of polymerization 6f N-vinylacetanilide and N-Vinyl-m-methoxyacetanilid was found to obey n v k/71/2/R73/2. the overall-ac-tivatioen energy of all the the equatio Card 1/2 ;It'l D(n. )-3/AF1--,1R JA* L 198o4-65 Wj *)/T Pc,-4/1"r-4/Ps-4 ACCESSION NR- AP5003612 s/olgo/64/006/007/1291/la93 AUTHOR: Hsu, Yu-wu; S korokhodov, S. S.; Vansheydt, A. A. TITLE., Copoly erlza of N-ft:iny4ac lith v~Lq~_acetat~ and a .M_ _Stanilide SOURCE: Vysokomolekulyarnyye soyedineniya, v. 6, no'. 7, 1964, 1291-1293 TOPIC TAGS- polymerization, vinyl plastic, polystyrene, organic azo compound,L monomer ABSTRACT: The block copolymeriz'it'ion-of N-vinylacetanilide with vinyl acetate and with styrene, initiated by azo-bis-isobutyronitrile,/Was carried, 6ut-in-a--hitrogen-,,tmosphere-,-zit-varLOUS--rat2.o-s..of--,Efip---Monomers~, N-Vinylace-' tanilide was found -,o be capable of radical 7 7 copo ymerLZAttdh-with-. -v:Lny acetate and styrone'under-these conditions. ~The relative monomer reac~iivity ratios were determined: for,N-viny-lacetanilide (H,) and vinyl acetate. 04 ) at 700C- r = 1 60 t 0.13, r 0.15 t 0.61S. For N-vinylAeetanilida -an3 styrene ;t iSOC:*-.1 ='0.6s 9.017.* r, 13.0 t 0.66. The,values'of 0. (specific activity) and e (polarity of the double.bond) were'calculate4 for ;.N-vinylaceta 'nLILda: 0. 123., e _1,'39, 1.49, Orig. art. has 4 grapW+ and I table. ic ard 1/2 Fyul YUT-ILT [Hsd Yt-vru'; _.LI~MqT - VANISHEYDT, k.A. _~DOV, S.S., Polymerizatir- )f 11-vinylacetinilides. Vysrkco. 3oed. 6 no.71 1286-129C Jl 164 (MIRA 18 82) Copolymerization of N-vinylacetanilide with v-.Lnyl acetate and styrene, lbid,,s*1291-1293 1. Institut vyaokorolekulyamykh soyedlneniy AN SSSR. L -1!57-7-66 ACCESSION lilt: AP5022603 UR/0.190/65/0(77/009/1576/1579 678-674 j AUTHORS- Krakovyak, 14. G.; K-lenin, S. I.; Skorokhodov, S. S. TITLE: Estora of polyvinylene glycol tand aromatic acids M SOURCE: V,,rsokomolekulyarnyye soyedineniyat v. 7, no. 9, 1965, 1576-1579 TOPIC TAGS: ester, polyvinylone glycol, aromatic acid, infrared spectroscopy 1 ABSTRACT: Polyvinylene glycol esters were synthesized for the first time by the Schotten-Bauman reaction of an alkaline solution of polyvinylene glycol and a number of cilkylbenzoyl chlorides. The typical synthesis is briefly described. The substituents were chosen so as to obtain soluble products. The properties of the aromatic esters of polyvinylene glycol (solubility, melting point,, infrared spectra) were investigated and the experimental- data were tabulated. The struc- ture or the polymers was identified by elementary analysis and by the comparison of their vpectra with those of lyvinylene carbonate(land polyvinylene glycol. The characteristic absorption band at 1820-1830 cm73- ior polyvinylene carbonate disappears for polyvinylone glycol. The now polymer has Intensive absorption Cardl/2 T, 1577,61~1 ACCESSION I~R: AP5022603 bands at 1730 cmi7l (C=O group of aromatic esters), at 1600 and 1500 cm-1 (C=O i bonds of aromatic ring), at 1260r cm-1 (valence vibrations C - 0) and at 700 ct-1 (G=H bonds of aromatic ring). The benzene-soluble fractions have a higher degree of substitution. The comparison of "he molecular weights of the original poly- vinylens carbonate and of the soluble fraction of the ester of polyvinylene, glycoll and n-toluic acid showed that during the hydrolysis of polyvinylene carbonate with a 20% aqueous alkaline solution the polymer.chains do not-undergo ap eciable The authors express their gratitude to Ye. . Pokrovs degrada~.- ion I e. F. -~ffhd G. V. Lyubimova for takire, the infrared Spec art. as h Fedorovd~ tra. Ori I figure and I table, ASSOCIATION; Institut vysokom,3lekul)rarnykh soyedineniy,, All SSSR (Institute of High-Molecular Compounds, AN SSSR) SUB11ITTED: 170at64 ENCL: 00 SUB CODE: GG, OC NO REF SOVs 004 OTHER: 007 Card 2/2 L 1576-66 DJT(m)/EPF(c)/EWP(J) IM ACCESSION NR: AP5022604 UR/010.0/65/bq7/boqA580A5 541.64+678.664 0V AUTHORS: 4emirovskiy, V. D.; Pavlovskaya, M. Stepanov, V4 V.; Skorokhod TITLE; Synthouia of poly~~-hydroxyvirTI-N-alkyl-and poly-@ -hydrox3rvirWI-N. N-dialkylearbamates SOURCE: Vy-sokomolel,-ulyarWe soyedineniya, v. 7, no. 9, 1965, 1580-1584 TOPIC TAGS: I radical p2l~mg~, synthesis, carbamate, polyvinylene carbonatet alkyd, dimethyl formamide, infrared spectra ABSTRACT: Poly-~-hydroxyvinyl-N-allgrlcarbamates,~ in which the alkyl radical-is CH-3t C2115, n-C4 H9. n-003.3, n--OlOH2-j, cyclohexyl and @-hydroxyethyl, and poly- ~-hydro2Wvinyl-N,N-di.methylcarbamate were synthesized by aminoly-sis of high molecular polyvinylene carbonate in dimethylformamide or dimethylsulfoxide solu- tion. The structure of the polymers was determined by the comparison of their infrared spectra with the spectra of the corresponding model of ~ -hydroxyetbyl- N-alkylcarbamates. The conditions of synthesis and the-infrared spectral data are tabulated. The conversion of polyvirqlene carbonate to poly- q-hydro-Vvinyl- Card 113 L 1576-66 ACCESSION NR: AF5022604 ca/ N-alkyl carbamates (N-alkylcarbamic eaters of polyvinylene glycol) was verified by the elementary analysis of the latter and from their properties (especially solubility). The solubility depends on the substituent at the carbamate atom of -nitrogen and on the degree of substitution. A large number of hydroxyl groups results in a higher solubility in lowor alcohols, acetic acid, and sometimes in water. Solubility decreases with increasing radical length (except for poly-P - hydroxyvinyl-li-alkyl carbamates with N-methyl and N-ethyl groups). The experi- mental data show that the aminolysis of polyvinylene carbonate does not cause appreciable degradation. The thermomechanical and physicomechanical properties -_qf the resulting polymers (glass temperature, film strengthp sedimentation, solu- bility, viscosity of solutions) imre investigated. X-ray analysis showed that the solutions are film-forming.. Films from N-butyl carbamates Imethanol solution) have a glass temperature of 1630, tensile strength of 800 kg/cm~ (in a partially oriented state 1600 kg/cm2). From a 15% methanol solution this polymer gives a fiber with an approximately I breaking 10 Th th ywass their REk. K. Kalmin' F.eF:dorR*,..6. V. Lyubimo-ft'si-_~" gratitude tq Ye I. Pokrovski fte A M. L Besso9'6'_;16.'a_n_djLaMW -_ - -ha QV carrying out the thermomao nical investigatio and to S. L Klenin for the UlFfacentrifugal experizents. Orig. art. has: 1 figure a-nd_1_t_aUfe_'.'M/63- Card 2/3 L 1576-66 ACCESSION NRr AP5022604 Card 313 W' L 7877-66 EWT(m)/EPF(c)/EWP(j)/T RM ACC NRs AP5025032 SOURCE CODE UR/0286/65/000(?06/0083/0083 'k~ t" ,, A4,J #1 AUTHORS: Napirovskiy, V. D.; Skorokhodov, S. S.; Shapirop A. L*,* Levin, S. Z. ORG: none E-* Me"hjr :btaining po'+'y- Q-2-L