SCIENTIFIC ABSTRACT GEFTER, V.A. - GEFTER, YE. L.

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SCIENTIFIC ABSTRACT
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G17TIR., V.A.1 ZONIKHIXA, T&I* lpldeziologlcal Investigations of amearlasis using immun logical and other methods. Ybd,paras, 1 paraz.bol, 28 no.4:394-400 JI-Ag 159. (MIRA 12t12) 1. Is sektora sksperimentalluoy parasitologii Institute, uslyarito seditsinskoy parasitologli I gollmintologit Ministerstva sdravookh- ranenlya SSSR (41r. institute. - prof. T.P. Pbdlyapollskaya) I saal- tarno-spIdemiologicheskoy stantell Mookovsko-Okruxbnoy shelesnoy dorogi (nachallalk stantsil Lle Nogilevskly). (ASCARIASIS epidemiology) I GIMR V.A. ,~ 2 Use of an electrIc dust collector for the helmintholagical in, vestigatIou of dust from household objects. I&b.dela 6 no.3: 53-56 Yq-ae 160. (NMA 13:7) 1. Naultarno-epidenlologleheakaya stantslya Xoekxvskay akrmsh- noy shelessey derogi (NWh&l'UIk I.I. ftilOTGkly). (DUST COLLXTORS) (WORMS, IVMTDUL AND PARASITIC-13SURCE) GW7Mj, V. A. 3ew Soviet preparation nitronorbid in the treatment of patienu witb sterocardiae Teraparkhe 32 noolOS76-79 160o (MM 1491) prof, Aolo Gefter) (save - 1, Is kafedry fakulltatokoy terapii Gortkovokogo meditoidskogo inotitutao (ANGINA PB=RIS) (M=R MGS) GFFTERjV.A,j stud. Value of dynamic ballistocardiography in the treatment of cer- tain-heart diseases* Kaz.med. znur. no.It'll-72 Ja-F'61. (MM 16:11) 1. Kafedra fakulltetskoy terapii (nauchaiyy rukovoditell raboty- kand.med.nauk LP.Matusova) Gorlkovskogo meditsinskogo lnstituta im. S.M.Kirova. GEMRj V.A, (Moskva) Methodology of teaching epidemiology i akush. 27 no.3:47-49 Hr 162. (EPIDEMIOIDGY--STUDY in a medical school. Felld. (MIRA 15:4) AND TEACUNG) UJW V f~ ~q rn, pl,~~ , Ye A kaprDvement of the meth6d of examInation of Soils. Med. t-araz. I bol. 31 riD.6: 71.2-744 11-D 162. (xi-:'A 17:11) itologicIleskogo otdeleni,ya san;tarrio-epidenic- 1. lz paraz ztjnOj:O ottitilenlya !.Iosknv- lor ) 4 k tivs k c, -,:) k ru . 1rhoskoy stantuil. XX .!Iallnik lol, ',l()Vll,,?v9kiy). 'Y'~~;)y Zile rogj GNMR, V.A. '14~ Effect of nitrosorbid on the cardiovaccullar system in coronarv insufficiency. Terap. arkh. 35 no~2:22-30,63. (MM 16:10) 1. 1z kafedry propedevtiki vnutrennikh b0107MY (ZaVe - PrOfO K.G.Ilikulin) i kafedry faWltetskoy terapii (zav. - prof. A.I.Gefter) Gorlkovskogo meditsinakogo instituta Imeni S.M. Kirova,, (CORCFART HEART DISEASE) (AINGINA PECTORIS) (CARDIOVASCULAR AGENTS) opa m r xwn aF-TTrRj-v-,-l-; NEMIRCIVSKAYAp 0.1. GonCyleramiasi3 in man. Nbd. paraz. i paraz. tool. )4 no.2;158- 163 Mr-Ap 165. (MIRA 18:11.) 1. riLfedra meditoinskoy parazitologil TScantrallnogo iz)a',.�tu.a unovershoonatTeveniya vrachey, Kookvu, i Kltnicheu~uap labora- toriya khospystionno-ras ahe %nay poliklinLki VorurioiM. BARG., Ya*A*j inzhe;_.-GMER, _V,.I.l inzh.; KRIVOMEEYEVA, S.G., inzh. Denign of diaphragm drives for electrical apparatus. Vest. elektroprom. 32 no.8:69--71 Ag 161. (KERA 14: 8) (Electric ftiving) (Pneumatic driving) TIMOSHENKO, I.M.; GEFTER, V.I.; KI,LASHENITSAO A.A. Type PFK-8301 cam reverser. Elek.i tepl.tiaga 6 no-1:30-31 Ja 162. (KIRA 15:1) 1. Kharlkovskiy zavod "Elektrotyuhrash". (Diesel locomotives--Design and construction) sad etbzl-l-b.Xgf fh -10116SPUT . a?!"- - I coil at htoll on cthylrn t'TC14 by at action of 14 t; bV ooplurphite and gePa. CX the -Ct~)" ptoduc 'MY4 tube with short Adc tube for the cupUlalY 9nd X. to the Tacuutu p. 'ThfCAlgh a grmnd-911" 40'. mrwo. I it tar, t m n e c t t 4 thij large tube the finger coodenger Con(jen- is di- 1%e W,gajed end of tt joint is of -the tube. Insidc of the tube a d "M the center =t- be receive" is susaded, The =er wi 4 nall t"t-tu la tom of the ted I " into tj Into IUC liquid to a ftactiona Vs is VAlectcd Urge tube. Me condtall ,, rm I. by receiver tube. Cill"St tj. hwntallil,%rian tulzbS the condellw. In't ,-14 ve Pot 7 tv Qir ~,m USSR/Organic Chemistry Synthetic Organic Chemistry: E-2 Abst Journal: Referat Zhur - Xhimiyap No .19) 1956., &599 Authors Gefter, Ye. L. Institution: None Title: Unsaturated Esters of the Acids of Phosphorus Original Periodicals Uspekhi khimii, 1956p 25, No 2, 162-189 Abstract: A review. Bibliography, 134 titles. Card 1/1 Glr=. Proparatlon of cortals o1hyl- J-9i7othylphosoorouer -im Ids. Shur.ob.khin. 26 "j:i4W-i4#2 Mq 156. (KRA 9:9) I.Newhas-ionledevatellekly lutltut plastleheskikh uses, Moskva. (Phos*traw so ld) UNION. It M T2U. To R 21 PC-1, Azd ti-t 1, V, r-, L::,T . -F t, 4 1 T~ r- r u i. T -C T A KI, be~!T &.1-- trin, 20-114-3-25/60 AUTHORSt Gefter. Ye. L., Kabachnikp U. I., Corresponding Member of Ewe-a-Tssr- TITLEs The Production and Investigation of Some Vinyl Ethers of the Acids of Phosphorus (Sintez i issledovaniye vinilovykh efirov kislot foofora) PERIODICALs Doklady Akademii Hauk SSSR,1957,Volo114,Nr 3,PPo541-544(USSR) ANTRACTo The not substituted vinyl ethers which recently became kncwn were for the first time synthesized by the dehydroohlorina- tion of corresponding P-ohlorethylic ethers. Somewhat later this was carried out by the interaction between acids of the trivalent phosphorus and chloracetaldehyde according to Perkow. In the present paper a new method of synthesizing vinyl others of phosphorus acids is described which is based on the inter- action between the chloranhydrides of these acids and acet- aldehyde and triethylamine. In this case the authors proceed- ed from the following assumptions: - Kabachnik and Shepeleva, when studying the reaction of the chloranhydrides of the acids Card 1/3 of the trivalent phosphorus, oarmto the conclusion that this 20-U4 3-25/60 The Production and Investigation of Some Vinyl Ethers of the Acids of Phosphorus reaction is the first stage of the formation of the &--chlor- alkyl ethers of corresponding acids* At higher temperatures the latter are subjected to further modifications. The forma- tion of the products connecting aldehyde to phosphorhalogenide was confirmed by Fayzullin and Trifonov by means of physical- -chemical methods of analysis. The authors stated that the addition of a strong organic base to the aldehyde-halogenide- -system of the phosphorus will lead the reaction in the di- rection of vinyl others of the acids of phosphorus, a fact which was confirmed by experiment. Furthermorev the stricture of some of these vinyl-ethere was proved by the saponification of some of them in corresponding acids of phosphorus and by their re-etherification with acetic acid. This led to the formation of vinyl acetate. By means of the here described method the authors substitutdd a aeries of new vinyl etherE by phosphiteg and furthermore they synthesized a series of phosphorus acid and finally trivinylphosphate. The yields from this reaction are relatively small, i.e. not more than 30 - 35 ~ of theory. The polymerization capacity is character- istic of the obtained vinyl ethers. From the data of table Card 2/3 2 it can be concluded that relatively low-molecular substances 20-114.3-25/60 The Production and Investigation of Some Vinyl Ethers of the Acids of Phosphorus of linear construction that is of ethers with only one double binding are forued. The ethers with 2 and 3 double bindings can be polymerized much more quickly, On this occasiin spatially net-like polymers are formed which are insoluble in organic solvents. There are 2 tables and 10 references, 7 of w hich are Slavic. ASSOCIATIONs Scientific Research Institute for Plastic Substances and In"itute for Elementary-Organic Compounds of the AN USSR (Ilauchno-issladovateltakiy institut plasticheakikh mass i Institut elementootganichookikh noyedineniy Akadamii nauk SSSR) SUBMITTEDs February 7, 1957 Card 3/3 a"M I Ye. L. MwA;w*- 090~3=0=0916 and Kh1m. nauka I properties of diaryl esters of vinylphosphinic &old. prom. 3 no.41544 158- (MIRA 11:10) (Vinyl alcohol) (Phosphinto acid) SOV/63-3-6-27/4"0 AUTHORS: Gefter, Ye.L., Pashkov, A.B., Lyustgarten, Ye.I. TITLE: Investigations in the Field of Obtaining New Types of Pho- zphoruu-Containing Cation-Exchunge Resins (Isaledovaniya v oblauti polucheniya novykh tipov fosfora(Jer-.hashchikh kationo- obmennykh amol) MiIODICAL: Khimicheskaya nauka i promyslilenriost'. 19513, Vol III, Nr 6, p C25, (USSR) ABSTRACT: A method is described for obtainino a new type of cation-ex- changing phosphorus-containing resins on the basis of di-p,gl-chlorethyl ester of the vinylphosphorinicacid and divinylbenzone. There are 8 references, 3 of which are Soviet, 3 English,. I German and 1 French. AOSOCIATION: Ilauchno-isoledovateliskiy institut plasticheskikh mass (Scien- tific Research Institute of Plastics) SUBI.TITTED; April 16, 1958 Card 1/1 AM'MR: Gefter, Ye.L. 32-24-4-11/44 T TTLE- A Ifethod of Analyz ho . ing So-m'O Chlom&nhydridea of Phosp ric Acid (11stod analiza nekotorykh khlomngidridov kislot foefora) PWGICAI4 Zavodsbqa Laboratoriya, 1958, Vol 24, Nr 6, pp. 691-691 (ussR) ABSTRACT: The ohloroaWWarides of phosphoric acid are usually analyzed by conversion into sodium- or silver chlorides followed by the de- termination of chlorine. As, however, chlorine is mostly mobile in such chlorcanhydrides, it is much more easily and more quickly determined by neutralization of the anhydride with lye and by re-titration. Determination taken 5-10 minutes and is easy because titration is sharp. From the analysis and the formulas for cal- culation it may be seen that by the neutralization of the chloro- anhydrides of the aoids of trivalent phosphorus, salts of pbos- phorous and phosphinous soids are produced: 3 'W012 OH) 2 ---) H P01 "OH)2 or /I > r(O)oH in which case not 2 n but 2a - I molecules of lye gav used per n atoms of chlorine in the course of the neutralization of the Card 1/2 chlorcanhydrides, which fact must be taken into account in final A Method of Analyzing Sow Chloroanhyd rides of Phosphoric 32-24-6-11/44 Acid calculation. A table shows the analysis results obtained. There is i table, and I referencet I of which is Soviet. ASSOCIATION: Naunhno-issledovatellskiy i proyektnyy institut plasticheskikh mus (Scientific Research and Planning Institute for Plastics) 1. Chloroanhydrides--AnalysiE; 2. Phosphoric acids--Chemical properties 3. Chlorine--Determination Card 2/2 FaarrEiz, ..JE, I, AUTHOR: Gefter, Ye, L* 72-2-47/64 TITIE: Some Esters of fO.Chlorocrotylalcohol (11ekotoryye slozhWe efiry g"..Mlorkrotilovogo spirta), PMIODICAL: Zhurnal Obshchey Khimii, 1958, Vol. 28p Nr 2p pp. 495-L97 (USSR). ABSTWT: The esters of the f-chlorocrotylalcohol, unknown with the exception of their acetates, became the basis of the present paper which inve- stigates the influence of the -chlorocrotyl group on some properties of esters. The corresponding ell(ters were obtained from the reaction with adipic-,0 sebacic-, thiopropionic acid and phtalic anhydride (in presence of p-toluene sulfonic acid) (table). The slowness in reaction and the bad yields of the phthalic anhydride are explained by the es lectronegativity of the f . chlorocrotyl. group. AU mentioned esters can be distilled over in vacuum without polymerization to drynessp inspite of the peesence of double bonds and high boiling points. The data on the boiling point, the flash point, ard the specific volume resistance of the esters obtained and of certain n-butylester3 of the corresp9nding dibasic acids are compared* Hance it appears that by the substitution of every butyl residue In the esters of dibasic acids with a f-chlorocrotyl residue an increase of the boiling temperature Card 1/2 by lo-150 (at 2-2,,5 mm) and a reduction of the flash point by 1o-.200 Some Esters of f-Chlorocrotylalcohol. 79-2-47/64 as well as a great reduction of the specific volume resistance is ef- fected. The flash point was determined according to Brenkenj the spas cific volume resistance according to GOST 6581--53. There are 2 tablts, and 4 Slavic references, ASSOCIATION: Scientific Research Institute for Plastics (Nauchno..issledovatal'skiy institut plasticheakikh mass), SUBUITTED.7 January 24., 1957, AVAILABLE.7 Library of Congress. Card 2/2 Gefter, Ye. L. 79-28-5-52/69 -- -~ T!11*. F- --------------- -TM;trovnd fflpthod.,i "~wr th of Phimy1dichlorophosphine and of Dichloroanhydride of .-herylphosphinic Acid (Uluch3hennyye metody sinteM fenildikhlorfo3finn i dikkilorangidrida fenilfoafinovey kialoty) )"-.11IODICAL: Zhurnal Obahchey Xhistit 1958, Vole. 28t Nr 5, pp-1338-1340 (USSR) AB:3TRACT: NienyIdIchlorophosphino and dJohInrr-nii~ydri(',- of' phenyl- phosphinic rx,~JI f,.rf! ffs-r! morl, products in the eyn Lliev: w' -rgano- phosphorim ea of chlorine wih.-Io !,i &.-s lihv!~ I, .-Intagea. Phenyldichlc).,-ol)hosxjtiin,!.o inat #I". :af.'erent ways (ref 1). Two of the orny of importance: .:iasphor- not be P -~t w, ot i tif I amt., it t., z, n and th, not-erunry for it. i:.IT~ I n v e v a!, i n o f ti e n ze a " vy I t h t., hon rho ru a "ard 1/3 trichl.-ri,io ia of OumAnim 1,2), Jr-oroved M~Jfio,!n for the -~ynrhesir uf '.-'h(inyIdIahIorr- -r2j6n VmOnt~hitu-i and .)f of - Itteny I nh4'6:!.rJij n i,- practical becatm it necessitates the dUprou operatIoD of combing the catalyst. n 3.,w- Th,- Ii.j Ow ly I d 14! t, JIM c twia nwi w., ,"v 0 z-, et to.v thf.- on o." t,hs? uneity1dichioraphonnhine with oxyi~-,fi ~I-tnrerpiin), arid phosphorpenroxIae, by wwt~al of or h.v n wiith ",Wfur dioxidi-, nild finm:ly/by conversion (if ho t i with rhoi3phorpu~ntaefilurine (rol' 1). after of the most convenient mien ti oned uynthesi r. jt,~' forl,the two, ch)oroanhydrides the authors frund tlott LY,- L- Z chlorophouphin,? can be obtained in a simple end way in better yiel,in c*npitred with those mentioned in ra!'e-rencer. TrOs viathtd ncnaists filso in the convCrsion of benzene *ith phosphorus tric),loride in the presence of aluminum chloride (at a M01 --atjo, of 1:1:1);the catalyst !Nrd 2/3 must, howeverg 'be bound to pirlaine after the reuctA,.)n h.-M Improved Methods for the Synthesis of Phonyldlohloro- 79-28-5-52/69 phosphine and of Diahlaroanhydride of ?henylphonphinie Aoid been carried out, and the.pboVidichlorophosphine must be directly "distilled 1rom -the -reaction f look in vacuom (yield 90 16) (?of 3). 'By the action of chlorine on the phonyldichlorophosphine'the phonyltstrachlorophogphine was obtained; in the conversion.wi-th-sultur dioxide the latter ielded the dichloroanhydride of phonylpho3phinic acid yield 90 %) (see th*,Senoral soheme for the synthesis of ~ the two chloroanhydridei). ?her* are 3 references, I of which is Soviet. ASSOCIATION: Hauchno-inaledovatel'takiy insti'tut plasticheskikh mass (Scientific.Research Institute for P-lastics) SUBMITTED: Septexbfir~6, 1957 Card V5 AXTHOR: Cefter, Ye. Le SOY/7' -,"R- 7-4 0164 ITTL.-.: Improved Method of the ~Sjnthenis of the F,!:ter of ihosphinic Aci.) (Uluchrhfinnyy -Teto:! 3inte-i ii--1',U'-Vhloreti1ovo;c .~fira lfosflno toy kislot,y) OPI~'Al,: 7,hiji-nal obphchey khinii, 1)53, Vol Hr !Of q-190-- U-.)SR AB3TRACT Follcving the Arbuzov ivomerizRtion of tri-0,01,011-ehloro- ethyl phosphite P. I. K-A)achnik Picd P. !.. Pomvi.-ikuya ob- tained tne -0,111-chloro-dhyl estor of the 1,1-chloro-athyl phOS11,11flic faci (f?cf 1). Thl,,, reaction 1.*i, hovever, dongeroi).- - ~ It hno Ono3t an explo-ion chvract~r, tccou- 11 Rat 150 160 6- of Lhe e,,:istintr, overhps,tin~--,. TTP to 11,0 this reaction takes T11pee (in a yield of 40 'st,aidem the mononole-culer mochants.z. n1so a nten-like mechanivi takes vlace which causp,! the rormation of a greet amount of im undiatillable syrup Def 2). The nuthor tiucce4~lesd in removing the danger of ~!)::Io3ion b the iiiomerization of the above montioned phog,- Curd 1 IT phite, with vivId stirring in the nre~-.-ence of Inert iclvent,; SOVI/72-28-7- i)Y~A Improved Mpthol of the Synthesis of the %-'~,31-Chloro-Fthyl Ester : cof O-Chloro-Ethyl Phofiphtnic Acid cumene) and at suited temperatures (maximum 15C-16'~O)- This wny the over-heating is avoided, the monomolecular cource of reaction is secured and the yield of di-0,01-chloro-ethy! ester of the above mentionvd v.(,id Is increased (63-67 ThI2 hermless method makes accensible the dichloroanhydride c" th,2 P-chloro-ethyl phoephinic acid (Rof ?) and of the derivativcs of' ',~-chlorn-ethyl phosphinic acid (Ref 3), as well nn of viryl- phoaphinic acid ( 'Pefs 4, 3) in any quantities, which hither- to has bpen impossible. The resultn obtained in some tyrici,,? expt~riments concerning this isomerization may be seen from the table. There are 1 table and 6 refercnees, 4 of which axe Soviet. A!; ;OCTATION: I-Inuchno-issledovatellvkiy Institut pl.,isticheskikh mass (.5cientific Research Tnatitute of Plastics) SUBMTTT2D- June 11 , 1957 I. Phosphinic acid esters--Synthesis 2. Phosphinic acid eaters -Isomerism 3. Phosphinic acid esters--Chemical reactions 4. Chemical reactions--Hazards Card 212 GUTAR, Te.L. 1 1 *star ot vinYllphosphinic sold. apthesis Of dljj~ -ohloroothy (I(IRA 11:11) Shur.ob.khlue 2 no.9%2500-2502 S '58- 1. Whuchno-lesledovatOl'OdY 1ADt'%'at Plasts"'O (PhoepbInIc o.old) GfnER, Tevgeniy Leonidovich; XMACHIIIK. )(.1., skadomik, otv.red.; - - oty.red..'LOM=OVA, J.P., red.jzd-va; KMSHW, rv.. tekhn.rede re end POlywrel IF oaf ororgs niche skiO [Organophosphorus monoy" Akad.neuk SM- 19600 monomerY i polineryo KoskTa, Isd-vo (MIELA 13:3) 287 P. 1. Chien-korrespondent AN SSSR (for Korshak). (Phosphorus organic compounds) B/191/60/000/004/010/0'5 B016/BO58 AUTHORSi Gefter, Ye. L., Moslikin, P. A. TITLEt Simple Laboratory Method for the Synthesis of Di-P,pl-ethyl Chloride Ester of Vinyl Phosphinic Acid PERIODICALs Plasticheeklye massy, 1960, Vo- 4, PP- 54-55 TEXTs The authors report an the continuation of studies concerning the synthesis of di-PO $-ethyl chloride eater of vinyl phosphinic acid (M. I. Kabachnikf ~Of- 3; M. Is Kabachnik and P. As Rossiyskaya, Ref'- 5), whicfi was improved by Yes L. Gefter (Refs 4). They carried out the reaction in a single reaction vessel, without Isolating Intermediate producte. Thus, they simplified all stages of the reaction. They proved that a non-distilltd phosphorus trichloride may be used in the first stage. The admixtures of HCl and phosphorus oxychloride contained in it give compounds with ethylene oxide, which are separated later (ethylene chl"orohydrin and tri-P,p',A"-ch1oroethy1 phosphate). The second stage, viz., the thermal isomerization of trl-f,j-,'P-chloroethyl phosphitet was improved by using commercial dichloro benzene (isomer mixture with little paralsomer) as Card 1/2 Simple Laboratory Method for the Synthesis 5/191/60/000/004/010/015 of Di-A,Al-ethyl Chloride Ester of Vinyl B016 B058 Phosphinic Acid solvent. The lower boiling point of dichloro benzene compared with other solvents (Ref. 6) permits quicker isomerization than previously. In the third stage, viz., the hydrochlorination of the di-P,Al-chloroethyl ester of /I-chloroethyl phosphinic acid, the authors recommend potassium or sodium acetates (German chemists, Refs. 7,8, simultaneously conducted similar studies independently from the authors)@ Consequently, the non- distilled isomerization product of tri-M1,A11--chloroethyl phosphite could be dehydrochlorinated. The amount of NaCl remaining after dehydro- chlorination was filtered off. Acetic acid and dichloro benzene were distilled from the filtrate in vacuo. The residue neutralized with sodium hydroxide was distilled in vacuo, and 50-55% of the theoretical yield related to PC13 was obtained as final product. A yield of only 45-49% is obtained if each individual intermediate product is isolated, the process getting more complicated, too. PolycondenBation occurs besides isomeriza- tion. A considerable amount of resin is thus formed. Dichloro ethane is also separated. L. S. Ludentsova participated In the experiments. There are 8 references, 4 Soviet, 2 US, 2 German. Card 2/2 S/191/60/000/005/014/020 B004/Bo64 AUTHOR: Gefter, Ye. L. TITLE: Phosphorus-containing Compounds, an Important Raw Material in the Plastics Industry PERIODICAL: Plasticheskiye massy, 1960, No- 5- Pp. 47-55 TEXTi This la an abstract of a report held at the Second Conference on Chemistry and Application of Organophosphorus Compounds at Kazan, in November, 1959- It gives a survey of publications on phosphorus chemistryt especially the chemistry of organophosphorus compounds. The author deals with the following subjectst 1) Organophosphorus monomers: chlorides of organophosphorus acids; diamides of phosphinic acids, esters of phosphinic acids, phosphorus chloro nitrile; 2) low-molecular phosphorus compounds; esters of phosphinic acid, esters of phosphoric acid, tertiary phosphines; 3) pho spho-rus- containing polymers: a) carbo-chained polymers; polymers and copolymers of unsaturated esters and amides; phosphorus-containing, high- molecular compounds (reaction of starch, polyvinyl-, polyallyl alcohol with phosphorus oxychloride, phosphoric acid chlorides, or urea phosphatei Card 1/2 Phosphorus-containing Compounds, an Impor- S/191/60/000/005/014/020 tant Raw Material in the Plastics Industry B004YB064 introduction of phosphorus by means of phosphorus trichloride into arowxric polymers); b) heterochained polymerst phosphorus-containing polyesters and polyamidos, polyphosphorus chloro nitrile, and its derivatives. Polymers on the basis of unsaturated tertiary phosphinic oxides of the CH2-CHp(O)RfR" type, and application of the procedures developed for the production of block, grafted, and stereoregular polymers to organophos- phorus compounds are considered to be promising. The use of phosphorus- containing compounds in other branches of national economy (anticor- rosives, extracting agents, glassmaking lubricant additives)is mentioned. A. Ye. Arbuzo-i, H. I. Kabachnik, L. Z. Soborovskiy, A. Ya. Yakubovich, P. A. Rossiyakaya, Yu. M. Zinov'yev, M. A. Englin, and Ye S. Shepeleva are mentioned. There are 137 references: 42 Soriet, 56 US, I Australian, 12 British, 3 Canadian, 5 French, 16 German, 2 Japanese, 1 Polish, I Swedish, and 1 Swiss. Card 2/2 88547 SA911601000101110031016 R/O 9 B01318054 AUTHORSt Li, P. Z., Mikhaylova, Z. V., Sedov, L. N. Kaganova, Ye. L&, G*fter Ye. L. '^A '- -6 TITLE: Laminated Plastics on Glass Fiber Basis. Report 13. A New Binder on the Basis of Unsaturated Polyester Resins With Addition of an Organophosphorus Compound PERIODICAL.- Plasticheskiye mansy, 1960, No. 11, pp. 9 - 10 TEXT: The authors studied the possibility of producing incombustible resins with the use of dichloro-diethyl aster of vinyl phosphinic acid (DE). Dichloro-diethyl aster was synthesized by Ye. L. Gefter. Experiments with the use of DE with usual resins gave no satisfactory, results. Its use with chlorino-containing polyester resins is much more promising. The effect of organophosphorus admixtures on the properties of chlorine-containing resin is shown in Table 1. Hance, it appears that with addition of sivall DE mnounts the properties of rosin remain practically unchanged except for the gelatlon rate, Som physicomechanical properties of glass-reinforced Card 1/2 8850 Laminated Plastics an Glass Fiber Basis. sAgi/60/000/011/003/016 Report 139 A Now Dthdor on the Basis of B013/BO54 Unsaturated Polyester Realm With Addition of an organophosphorus compound plastics from chlorine-containing polyester resin, with and without DR addition, are given in Table 2. The rgfr&ctOriness of samples of glass- reinforced plastics was tested by exposing the sample to an open flame for a definite time, and - after removal of the flame - determining the duration of independent burning and gloving of the sample, as wen as the lose of weight (Table 3)- Combustibility of glass-reinforced pl"tIcs was little reduced by the addition of tZ to the general-purpose resin of the type n*-1 (PM-1). On the other hand,, an introduction of small, DE amounts into chlorine-containing resin, which is only slowly extinguished after removal of the flame, warren the production of h&rdly combustible glass- reInforced plastics. Thor* are I figure, 3 tables, and 3 referencest 1 Soviet, 1 US, and 1 British. Card 2/2 83253 S/C)6,3/60/00 5/100 4/00,3/W3 S-3 40 A003/AO01 AUTHOR: Gefter, Ye.L. TnU: The Derivati ~3 Of Phenyl-A-Chloroethyl- and Fheny1v1ny1;~hcsph1-.Ac Acids I PERIODICAL- Zhurnal vsesoyuznogo khtmicheekogo obshchestva Im. D.1. Mendeleyeva, ig6o, Vol. 5, No. 4, p. 479 TEXT- Phosphorus-organic compounds with two or three C-P bonds in -the molecule have been studied only little thus far, therefor^ the preparation of derivatives of phenyl-18-chloroethyl- and phenylvinylphosphinic acida was investigated. The synthesis was based on the phenomenon discovered by M.I. Kabachnik and P.A.R-SS4y skaya (Ref 3) that P-chlorcethyl eaters of the phosphorouz acid and *-he substituted phosphorous acid can undergo regrouping during heating without addition or halide- sontaining compounds. The initial product was pheny1d1chl1:-~p.11oqph1ne. Its Inter- action with ethylene oxide yielded the di- P, A'.6hlorethyl .8ster of the phenyl-' phosphinous acid (m.p 38-i4oOC at 2-3 mm HZ, n i.542o, d 4 1.262c, CIOHIJ02FC'2, yield 94%). Heating'ihel di- P'-chlorethyl estRr of phenylphos inous aoi in decalin fcr 5 hours at 180_2006C produces Its isomer, viz., t:~p -:~bloroet!hylesller of the phenyl- chi oroe thylphosphin ic acid, m.p. (with 165-170"-- Card 1/2 83253 S/063/60/1005//004/003/003 A0031AO01 The Derivatives of Phenyl- A- Chloroethyl- and Phenylvinylphosphinic Acids at 2 mm residual pressure, ClOH13.P2PCI2. Treatment with phosphorus pentachlorlde, yielded Mid chlorida of phenyl- A- chlorethylphosphinous acid, m. p. 150-1530C at 5642 d20 1.3", C8H mm; n D 1 4 qOPClj, yield 74.5%. The interaction of this acid chlorid; with, various alcohols pro uced the esters of phenyl- 9-chloroethyl- phosphinous acid cited in Table 1. These esters were treated with alcohol alkali or trielthylamine. This treatment:yielded the esters of the phenylvinyl- phosphinous acid cited in Table 2. There are 2 tables and 4 Soviet references. ASSOCIATION: Nauchno-issledovatel'skiy institut plastmass (Scientific Research Institute of Pla8tiCS) SUEMTTq-M: March 28, 1960 Card 2/2 MASTRIUKOVA, T.A., GJWTER, Yo.L.- KAGAN, Yu.S.; PATKIN. D.M.; SHOANOVA, I ' ' i M.P.; GATt~11R. L.F.; WACOIK, Y.I. Phosphorogrganic insecticides- 3-Chlorobutenyl-2-Dhoophates and thiophosphates. Zhur. ob. khim. 30 no.9:2813-2816 S 160. (MIRA 13:9) 1. Institut alementoorganichookikh soyedineniy Akademli nauk SSSR. (Insecticides) S/191/61/000/001/013/015 BIOI/B205 AUTHORSj 'Gefter, Ye. L., Kabachnik, M. I. TITLEs Synthesis of A-chloroethyl phosphinic acid dichloride PERIODICALj Plastioheskiye massy, no. 1, 1961, 65-65 TEXTs The conventional methods of synthesizing A-chloroethyl phosphinio acid dichlorids - starting material for the synthesis of chlorides and esters of vinyl phosphinic acid - have the following disadvantageos a) Treatment of di-p,pl-chloroethyl ester of A-chloroethyl phosphinio acid or of the Isomerization product 15 of tri-A,A',A"-chloroethyl phosphite (commercial ohloroethyl phosphinic acid) with PC15 at 150-1600C requires the application of pressure to warrant a yield of 70%. b) interaction of FC139 #412H4C12, and AMV and subsequent hydrolysis is a very complicated procedure. c) Reaction of PC1 3 with C2H4 and 02 gives only low yields. Por this reason, the authors examined the possibility of obtaining sufficiently large yields of P-ohloroethyl phosphinic acid dichloride Card 1/3 S/191/61/000/001/015/015 Synthesis of A-chloroethyl ... B101/B205 without applying pressure. Two ways of this synthesis were studiedi 1) Direct conversion of the di-p,pl-chloroethyl ester of 3-chloroothyl phosphinio acid into the acid, and subsequent treatment with reagents leading to the formation of the acid chloridej 2) direct conversion of the A,pl-ahLoroethyl ester of A-ohloroethyl phosphinic acid (CEPA) Into the acid chloride without synthesizing the free acid. Concerning 1) the following is notedt Pure or commercial di-p,pl-chloroethyl eat ar of CEPA 1 0- OC if may be 3onverted into CEPA by reaction with anhydrous HC1 at 14 160 atmospheric moisture is excludeds cic 2H4PO(OG 2H4C')2 + 2HCl C1C2H4 PO(OH )2 + 2C1 2C2H4' Treatment of this acid with thionyl chloride, phosgene, PC1,0 or SiCl 4 failed. Treatment with SOCI 2 in the presence of catalytic quantities of pyridine gave only a small yield of the acid dichloride. Treatment with PCI 5 or PCI 3 + Cl 21 however, gave the dichloride of CEPA in yields of up to 80%. The second synthesis was brought about by interaction of PC1 5 with the initial ester at 140-1500C, in the presence of small amounts of metalli-, chlorileB Card 213 S/191/61/000/001/013/015 Synthesis of A-chloroethyl... B101/B205 (FeCl,, CuCl 21 or AM 3) as catalysts;reaction with SiCl 41 COC1 2' PC',, or SOC12, however, failed. Exclusion of atmospheric moisture and stepwise addition of PC15 are needed to obtain a yield of 80%. When using tri_A,AI,AII-ethyl phosphite, the yield varied from 65 to 70%. The syntheeiij failed when using PC13+ Cl2 because of the formation of yellow phosphorus. L. S. Ludentsova assisted in the experiments. There are 9 referencess 6 Soviet-bloc and 2 non-Soviet-bloc. XJ Card 3/3 89918 alflq S/191/61/000/002/005/012 B118/B203 AUTHORSt Rubtsova, I. K.9 Gefterv Ye. L., Yuldashev, A., MoshkintP. TITLEs Synthesis of some hardening phosphorus-containing polyesters by polycondensation PERIODICALs Plastioheskiye massy, no. 2, 1961, 22 - 24 TEXTs Phosphorus-containing polyesters with otherwise go6d properties also show essential negative features (low melting pointst inability of hardening), which circumstance induced the authors to develop a method of synthesizing phosphorus-containing hardening polyesters. For this pur- pose, they synthesized various normal phosphorus-containing polyesters with an unsaturated bond in the side chain which could subsequently be V hardened by reaction of their double bonds. They proceeded from vinyl phosphinic acid dichloride and bivalent phenols, as well as from dichlo- rohydrin of pentaerythrite. Vinyl phoaphinic acid dichloride was-synthe sized in the following ways 1) by catalytic dehydrochlorination of 15 -chloro-ethyl phosphinic acid dichloride; 2) by reaction of triethyl-I Card 1/3 8993-8 8/19 61/000/002/005/012 Synihesis of some hardening .... B118YB203 amiii.e. with 5 -chloro-ethyl phosphinic acid dichloride in a solvent (the yield of acid dichloride was 61.5 % in ether, and 68.3 % in benzene)t ClCH 2- CH 2 -POCI2+ (C2H5)3N CH2- CH - P,Ocl2+ N(C2H5)3* Eel. The phosphorue-containing polyesters were obtained by reaction of vinyl phosphinic acid dichloride with various dihydroxy compounds on heating in an inert gas in the presence of-metallic-tint nCH'-CHPOCI,+nHO-R-OfI- -P-0-R-0- +2nIICJ CHI - CHI CBSCI whert, _CHjCI__ Hitherto unknown, light-yellow, solid, comparatively low-melting poly- Card. 1)9918 S11911611000100210051012 Synthesis of some hardening .... B116/B203 esters soluble in many organic sdVents were produced. Their content of double bonds determined according to Kaufmann varied between 70 and 60 % of the theory. The polyesters synthesized hardened in the presence of the following polymerization initiatorss benzoyl peroxide, hydroperoxide of cumene with admixed cobalt naphthenate, and the very active dinitrile of azo.-bia-isobutyric acid (both as accelerators). M.I. Kabachnik and T. Ya. Idedved' are mentioned. There are 6 referencess 5 Soviet-bloc and I non-Soviet-bloo. Card 3/3 ~--Fo ILI 2205 AUTHORSs Rubtsova, 1. K., Gefter, Ye. TITLEs Production of hardenable phosphorus-containing through polyeaterification PERIODICALs Plasticheakiy* massy, no, 3, 20484 S/191/61/000/003/002/015 B124 B203 L., Yuldashev, A., Moshkin, P.A. polyesters 1961, 13-14 TEM A previous publication (Ref. Is Plast.massy, no. 2 (1961)) described the production of some hardenable phosphorus-containing poly- esters through pplycondennation. The authors studied the possibility of obtaining hardenable organophosphorus polyester resins through poly- esterification of diphonyl- and diethyl eater of vinyl phosphonic acid with the aid of some dihydroxyl compounds. The reaction was conducted in an inert gas atmosphere with beating up to 2500C in the presence of magnesium chloride or zinc acetate. The reaction proceeds as followat nR_PO(OR92 + nHO_R"_OH ___P _f_O_R-_O_ + 2nR'OH, where 10 1 n Card 1/3 2o484 5/191/61/000/003/002/015 Production of hardenable... B124/B203 R I CH2nCH_ R's C 2H5 CH3 R" 3 -0-0-(CH 2)4_0_ \Ocutcllp (IV) ISO, C'115POC11 A- \4 C.116FOCI,0 C.11'P0(0C112C11'C1j' (;'113PS(0C11'C11IC41 (11) - . (111) ' (a) - heating). I. A. Rogacheva took part in experiments. There are 9 re- ferencest 7 Soviet-bloc and 2 non-Soviet-bloo. The 2 references to English- language publications read asifollows: R. W. Upson, J. Am. Chem. Sao-975t Card 3/4 2 S/079 031100310091013 B118 B21~ Reaction of ... rB207 1763, (1953); G. M. Kosolapoffp Organophosphorue compounds. N. Y. (1950). ASSOCIATIONi llauchno-issledovatellskiy institut plas~ticheskikh mass. Moskva. (Moscow Scientific Research Institute of Plastics) SUBMITTEDt April 5, 1960 Card 4/4 21 0~6 S Irl, 79 '/0 j *,IOC)3/- - 0/0' 3 AUTHORs Yc,,. L, TITLEt of aryl dichloro ~hoaphlnezl with y,:Ilc :vxIdea. II. of phenyl-,S-chloro ethyl phosphinic acAd PERIODICALs Zhurnal obsb-chey khimil, v, 51, n:.. 5, '961. 95?--955 TEXTj The auth(~r ccntinlied his study on the eyntheste ~,f the di-A,~*-,-.hloro ethyl ester of phenyl phosphinic a,;ld (I) aLd ItS thermal ,somerization to the fl-chlora ethyl e-2,er of phenyI-j-;h1c.-o tithyl phcophinic. acid (ir); he showed that the acti,~n of PCI, upo:i this oetez iq ac~cmpanel by a alight splitting of the ester bond 'n ~Il), under the forma*,'-~n c" pheny'~-,t-chioro ethyl phosphinic acid -h-'oride 111). If th~ ,3 ise-merlized in an inert gas with admxed al.- or In a.:. th,~ prodact (the acid chloride) ahow- an inconatant boilinq that a purc. :,or-pound (111) can te obta-ined only with great diffi-alty. Tt-~, treatment -:)f "untreat- ed" acid chlnrlde with dry MIA. and subseqiient var-Au2r, proved to be a simple and effect:i-ie method of obtaiio-g a pure pi-Aact.; The formation of Jmpuritie3 in (III) is explained ly !h,~- ijm;,Itfinf~ouv isomeriza- Card 1/4 2 1 U3 e. S/07 0*,'/05'/003/0!0/013 Reaction of aryl B '16~YB 2 0 tions and oxidatirm of the d:4--~'P , hior,, F~thyi ozit-i ~,f ph,?nyl ph~,ophin_lc. acid atvi 01~ fu:-h~-f rcrvidtlcii -,f a ~epirptt 1~, m~xtur-e fr%m the productb cf thpat-.- tw,) u-?;vtirns.CTh- mt-th-A ~f purily.-trig C-3mpound (III) basen sn the fact fhat a' 1.00-! 0'C dry 11C., OplItt4 th,~ C-(',,P b')nd rather easlly wit.hcmt affecting the C.-P bond, k1--miDc-und '111) re-mainiq uji,-bpanged, whereas the addpd acid chloride (IV) i9 C'_Invertel into acid chle,ride M which cannot be di-stilled in vacuo. From the resulting :r,.xture (III) and (IV), compound (111) is distilled off ln plirt, P"nte When treat6d with water, it y0aldq pbenyl-~-Aloro ethyl ph:Aphinic a-Ad (71). ani u3.1r-g alco- hols, it gilie3 the of t.~thyll ac."d (VII) (Table). The remtinn:3 are illustrated by !h- followIng Card 2/4 _'A" 3/079/61/031r/003/010/013 Reaction of b.ryl ... B14C/B207 Legend to SchOmet 1) Heating, 2) oxidation producto 3)'isO- 0 0 merization products 4).dif- fiCUltly Sep(Lrable mixture of 0 .0V A, B . y "Xa acid chloridost 5) not over- ovardistilling. r diatillinGi v U U P4 0 01/9 LT tL 0 U o!_ LL C-L U ; U 0 V % card 3/4 U Reaction of aryl ... 2-1086 S/079J61/031/003/010/013 B118/B207 I. A. Rogacheva and L. S. Ludentsova took part in experiments. There are 1 table and 2 Soviet-bloo referenoes. ASSOCIATION: Nauchno-issledovatel'skiy institut plasticheskikh mass. Moskva (Moscow Scientific Research Institute of Plastics) SUBMITTED: 6 (Deis tuto nij It, jj'3~ .. . .- t 85- 1 8S (2.5) 1.57H 0 54.5 IC-9 11.04 Legend to Table: 1) no., 2) eater, 3) boiling point, (pressure in mm~, 4) yield, 5) found, 6) calculated, 7) methyl-, 8) ethyl-, 9) propyl-, 10 n- butyl-, 11) allyl-, 12) phenyl-. %P Mm "Mn (,u Snell"* b Stu) d" is OW plan- OW4110. A010 M I MOT"nown . . . 140 14r(2) 1-5355 1220t 7Z.2 14.02 M17 2 STHnowa . 130(l) 1.5239 1.1896 70.5 13.02 B.3 3 r1po"Unoburl . . . 149-150 (t.5-2) 1.5180 1.1680 43.2 12.4 1 Z56 4 5 ti.-ByTanonufi r A A j) 154-156(2) l M 1.5128 UNIM, 1.12W 1A895 69.5 75 ILS 53 12 ItAm 12 66 t amttonti . . . . . ) t . . Card 414 21087 S/07 61/031/003/011/013 B I ZB207 AUTHORSt Gefter, Ye. L.*t and Rogacheva, I. A. TITM Reaction of aryl dichlora phosphines with tyclic oxides. III, Derivatives of phenyl-vinyl phoophinic acid PERIODICALi Zhurnal obshchey khimiig v. 31, no- 3, 196i, 955-958 TEM Taking accoint of the papers by M. I. Kabachnik on the synthesis and applicability of vinyl phosphinates (Ref. 2t Izv. AN SSSR, OKhN, 1947, 233), as well as by G. Kamay and V. S. Tsivunin on the synthesis of ethyl-vinyl phosphinates (Ref. 3t DAN SSSR, 128) 543; (1959)), the authors synthesized some hitherto unknown phenyl-vinyl phoaphinates roceeding from the previ- ously described (Refs. 4, 51 ZhOKh(~I, 949 (19~ 1~; ZhOKh jj~ 952 (!961)) phenyl.-A-chloro ethyl phosphinates I and the phenyl.,viryl phosphinic acid chloride. When treated with alcoholic alkal.4 lye or triethyl amine in equimolecular ratio, the esters (I) split off HCl and were converted into the respective phenyl-vinyl phosphinates (II), the constants of which are given in a table.f,-chloro ethyl eater no. 3 could only be obtained from triethyl amine. In the reaction of PCI 5 with pheny's-vinyl phosphtnates~ the Card 1/4 21087 Reaction of aryl S/07 6!/051/005/0!1/013 BlISYB207 ester bond was easily split under the formation of phenyl-vinyl phosphinic, acid ohlori!e (III), C6H5 0 P + PCI C H 0 5 6 5- CH - CH OR P, Pool3 + RN, 2 CH2-CH (III) Cl Compound (III) was also obtained by reaction of phenyl-'A.-chloro ethyl phos- phinic acid. chloride (V) with triethyl amino* Chlorine is more mobile in compound (III) than in the acid chloride (V), and hyrolyzea rather quickly in the air. The hydrolysis of compound (III) yields phenyl-vinyl phosphinic acid (IV)ard, when it is treated with alcohol, the eater of this acid is obtained. Thus, it was shown that the eaters (II) may be obtained in two wayes from the eaters of phenyl-A-chloro ethyl phosphinic acid and from the phenyl.-vinyl phosphinic acid chloride. The reactions are illustrated by the following schomet Card 2/4 S/079/61/031/003/011/013 Reaction of aryl ... B118/,B207 C,I 0 C,l 0 C It 0 clcilp:l/ \Cl C1lt-C:,,,XCl c1l'-C,11,> \011 a) or). There are I table and 7 Soviet7bloc references. ASSOCIATION Hauchno-isoledovatel'skiy institut plasticheskikh mass, Moskva (Moscow Scientific Research Institute of Flastic3). SUBMITTED: April-26, 196o Card 3/4 AUTHOR: Gefter, Ye. L. 27907 S/079/61/031/010/007/010 D243/D304 TITLE: Some asymmetric derivatives of alkylphosphoric acid PERIODICAL: Zhurnal obshchey khimii, V. 31, no. 10. 1961, 3316-3319 TEXT: Previously unknown derivatives of methyl-, chloromethyl- and chlorethylphosphoric acids are studied. The chloranhydrido- eaters were synthesized by the equimolecular reaction of dichlor- anhydrides of the corresponding phosphoric acids and phenolP with subsequent fractionation: these products, on reacting with hydroxyl-containing aromatic compounds, ethanol and ethylene oxide, gave asymmetric esters of methyl, chlormethyl and 2-chlor- ethylphosphoric acids. 1) The chloranhydridophenyl ester of methylphosphoric acid: A mixture of 133 g of acid chloranhydride and 94 g of phenol was stirred and heated at 1200 for two hours and then at 1400 for 2 hours. After vacuum distillation and fra'~- tionatLon a colorless. transparent liquid was obtained. soluble Card IJ3 27907 S/07 61/031;'010/007/010 Some asymmetric derivatives ... D243YD304 in benzole, toluene and eaters, which reacted with water and al- cohol with evolution of heat and hydrogen chloride. The esterg of chlormethyl- and -chlorethylphosphoric acids were similary pre- Pared from dichloranhydrides of the correaponding acids and phe- nol. 2) Phenyl-B-chlorethyl ester of methylphosphoric acid: Dry ethylene oxide was passed through a mixture of chloranhydride (78 g) and aluminum chloride (0.5 g) until the exothermic reactirin ceased. Temperature: 10 - 200. The catalyst wan filtered off and the filtrate vacuum distilled. Properties: a colorless transparent liquid, soluble in alcohol, ester, benzole, toluene and insoluble in water. All other eaters had the same properties. 3) The phany.1- ethylester of chlormethylphosphoric acid: 60 g of chloranhydr.0-- ester was slowly mixed with 25 g of dry alcohol at 00. After re- moving excess alcohol and hydrogen chloride the mixtLire was neu- tralized with sodium hydroxide solution and vacuum distilled. The phenylethyleeter of 8-chlorethylphosphoric neid was Similarly obtained from the chloranhydridoeater and ethanok. Phenyl-:-~revy! ester of methylphosphoric acid was prepared by mixing the chlor- anhydridoester (19 g) and o-cresyl (12 g) at 1700 until hydrogen Card 2/3 2790 3/07 61/031/010/007/010 Some asymmetric derivatives ... D24 3YD304 chloride evolution ceaf3ed, with subsequent vacuum distillation, 4) Reaction of the chloranhydridophenyl eater o4f methylphosphor-4c acid and the methyl eater of salicylic acid: The reagents were mixed at room temperature in the presence_of 08 g pyridine and 30 ml benzole. The whole was heated to 30 39 for 1 hour, filtered, washed with benzole and vacuum distilled twice. There rtre I table and 4 references: 3 Soviet-bloc and I non-Soviet-bloc. The refe-- rence to the English-language publication reads as follows: G.M. Kosolapof.f. Organophosphorou8 Compounds, N.Y. (1950).. ASSOCIATION: Nauchno-isaledovatellskiy institut plasticheskikh mass (Scientific Research Institute of Polymers) SUBMITTED: October 31, 1960 Card 3/3 L AUTIIOIIS-. Sokolovskiy, It. A., Zavlin. 11 w certer, ve. t. and Moshktn, P. A, TITLEt Full eaters of vinylphosphinic acid with different functional groups FERIODICAL: Zhurnal obsbebey kbimii, v,. 31, no.. 11, 1961~ 3652-3654 TEXTs The authors studied the reaction of diQ? .-chloroethyl) vinyl- phosphinate (1) with ethanolamine an4 W -aminoenanthic acid and prepared two previonsly unsuspected compoundax his (N-P -orye thy I- ,! -aminoe thyl) 0 vinylphosphinate - CH 2sCHf)(OCH2CHPCH2CH20H)2 (11),, and carboxyl-boxyl-,I-aminoethyll vinylphosphinate i CHiMprOCH.CH NH(CH2)6COOR The full eaters are of interest 2 _/2 (111). since they contain functional groups capable of condensation processes- Card 1/2 10:.9 Full eaters of.. 3/0-T 61/031/0111"'0101015 V228YD305 secondary amines and hydroxyl groups, or 3econdary amines and carboryl groups. Previous work by Ye. L. Gefter (Ref. 3- Zh- obalith., khimit, 28 2500V 1958) and Ye, L, Gefter and F~, Aa Moshkin (Ref,, 4- Ptaslmassy~ no.. 49 54, 1960) showed that I may serve as the original materiat fo-. synthesis of 11 and 111. 11 was prepared b) stirring a mixtur6 of I and ethanolamine in a flask fitted w-ith a. reflux c8ndenser, therm,>- meterp and dropping funnel for about 2 hr~ at. 40 - 45 ; th-~ reaction was carried to completion by heating for a furthtr hour on % *&ter-bath 0 at 80 , The full ester was, obtained from the dihydrochloride by remov?ing the alcohol and N(LC1 formed during its treatment with Na. &Icoholate. The procedure for the synthesis of 11T freim !, aq., sl(ohol, ani - .. exinoenanthic acid is similar,apart from the fact that the mt%t4irt is heated for 4 hr, to obt,.i.- the dihvdrochloridf~ , There are 5 Sovi-t h - references, SUBMITTEM December 69 1960 Card 2,t2 PHASE I 1300K EXPLOITATION SOV/6034 Konferentalya po khimii I primenentyu foofororganicheakikh noyedineniy. 2d, Kazan', 1959. KhImiya I primeneniye foxfororgunicheakikh soyedinenly; trudy (Chemistry and Use of Organophosphorus Compounds; Conference Transactions) Moscow, lzd-vo AN SSSR, 1962. 630 p. Errata slip Inserted. 2800 copies printed. Sponsoring Agency: Akademlya nauk SSSR. Kazanakly filial. Reap. Ed. : A. Ye. Arbuzov, Academician; Ed. of Publishing House: L S. Povarov; Tech. Ed. - S. G. Tikhomirova. PURPOSE: This collection of conference transactions In Intended for chemists, process engineers, physiologists, pharmacists, physicians, veterinarians, and agricultural scientists. COVERAGE: The transactions Include the full texis of most of the scientific ,Tresented at the Second Conference on the Chemistry and Use of paparp 0Cd 1114:-~ Chemistry and the Use of Organophosphorus (Cant.) SOV/6034 Organophosphorus Compounds held at Kazan' from 2 Nov through I Dee 1959. The material is divided into three sections: Chemistry. containing 67 arti- cles, Physiological Activity of Organophosphorus Compounds. containing 26 articles; and Plant Protection, containing 12 articles. The reports reflect the strong interest of Soviet scientists in the chemistry and application of organophosphorus compounds. References accompany Individual reports. Short summaries of some of the listed reports have been made and are given below. TABLE OF CONTENTS. (Abridgedi - Introduckjon (Academician A. Ye. Arbuzov) 3 TRAT~ 0 F THE CHEMISTRY SEMON Geller, Ye. 1. INH plastmass (Scientific Research Institute of Plastics, Moscow 1. Some Prospects for the Industrial Use of Orgenophospherus Co mpounds 46 Card 2/14 ;RO Chemistry and the Use of Organophosphorus (Cont.) SOV16034 Andreyeva. M. A., 1. A. Gribova, M. 1. Kabachnik.! 0. S. Kolesnikov-, ftjr, T. Ya. Medved', Yu. M. Polikarpo Ve. _FRodrdnova. and L_ S. Fedorova 11notitute of Organoelemental Compounds]. Some Methods of Synthesis of New Organophosphorus Monomers and Pb~ymers 263 a study attempts to develop new methods of synthesis of organo- osphorus monomers and polymers for obta ini ng,'hikh - molecular proof materials. The authors synthesized vinyl compounds of avalent phosphorus and studied their propertteIA,' as well as those .e polymers obtained. I, )Eihkin, P. A., Xe. L. Gefter, and 1. & Rubtsova [Scientific Research Inilitute of PlasticaT.__S1-ud7-vMe Synthesis and Uses of Some Organo- phosphorus Compounds In the Plastics Industry 279 Industrial methods for the preparation of eaters of phosphoricacid and for testing qualities of these acids an plasticizers have been dv- veloped, along with methods for obtaining phosphorus-.Containing monomers for use In polymerization, copolymerization, and poly- condensation reactions. Polyesters based on dichlorides of Card 6114 3 84 S/129?1/62/000/002/004/008 J-21S-0 B127/B11O AUTHORS: Gefter, Ye. L., Yuldashev, A. TITLE: Di-p,pl-ohloro-ethyl ester of vinyl phosphinic acid as a basis for the production of hardening polyesters containing phosphorus PERIODI",AL: Plasticheskiye massy, no. 2, 1962, 49-51 TEXT: The authors made various experiments to obtain polyesters from one initial substance only: di-p,pl-chloro-ethyl ester of vinyl phosphinic acid (I'). Acid (I) was heated to 210-2400C in a nitrogen stream. Dichloro ethane escaped, and yellow, viscous polyesters of linear structure, soluble in low alcohols, formed. Further heating or hardening at 80-1000C with azodiisobutyric acid (A) as initiator yielded a polyester of steric structure. Ester (I) was obtained by isomerizing tri-0,01,p"-chloro-ethyl phosphite with potassium or sodium acetates. The indigo-blue isomerization residue with A was heated to 2500C, and the same polyester of steric structure which had been obtained from (I) formed. Then, the crude mixture forming during the synthesis of (I) by A was subjected to polycondensation, Card 112 33284 S/191/62/000/002/004/008 Di-P,01-chloro-ethyl eater of... B127/B11O and the polyester was obtained again. The yellow, liquid polyester was obtainel from (1~ by 30 hr heating at 1000C with an initiator. It was then kept at 215 C for 5 hrs to yield the hard, steric polyester. The solid polyesters obtained were heat-resistant at 270-3000C. No satisfaztory result was obtained when heating di-0,0'-chloro-ethyl ester of P-chLoro-ethyl phosphinic acid to 205-2150C since the acid number was too high due to acid pyrolysis caused by HC1. There are 12 references: 11 Soviet and 1 non-Soviet. Card 2/;2 S/07 621031100310011002 B1 17YB101 AUTHORS: Gefter, Ye. L., and Kabachnik, M. I. TITLE: Organophosphorus compounds derived from cyclic oxides PERIODICAL: Uspekhi khimii, V. 31, no. 3, 1962, 285-321 TEXT: This is a survey of the progress achieved in the chemistry of organophosphorus compounds. It deals with research work in which reactions of cyclic oxides with some phosphoric compounds,properties, conversions, and possibilities of application of resulting reaction products were studied. Summarizing, it is stated that the addition of phosphoric compounds to a-oxides provides a simple, easy and cheap method for the synthesis of various organophosphorus compounds. Thus compounds containing 0-alkyl halide- and hydroxyl groups, a- and 0-unsaturated radicals at the phosphorus atom, and active epoxy- and ethylenimine rings, can be prepared quite easily and with high yields. A large number of such organophosphorus compounds are being used in national economy. Probably, their field of application will further increase since there are still wide )ossibilities of synthetizing new compounds. Mention is made of: Card 1/2 S/074/62/031/003/001/002 Organophosphorus compounds... B110101 P. A. Rosalyskayn, A. N. Pudovik, B. Yo. Ivanov, V. K. Khayrulin, A. N. Ledneva, V. S. Abramov, A. K. Yefimova, G. Kamay, V..S. Taivunin, N. 1. Shuykin, I. F. Bel'skiy, Ye. V. Kuznetsov, R. K. Valetdinov, T. Ya. Medved', L. 2,. Soborovskiy, Yu. M. Zinovlyev, I. K. Rubtsova, A. Yuldashev, P. A. Moehkin, G. S. Koleanikov, V. V. Korshak, F. Ya. Perveyev, K. Rikther, B. A. Arbuzov, Baluyeva. There are L/ 250 references: 87 Soviet and 163 non-Soviet. The four most recent references to English-language publications read as follows: G. Schrader, US pat. 2927122; C. A., 54, 15245 (1960); G. H. Birum, US pat. 2931755; C. A., 54, 15245 (1960); W. C. Howell, US pat. 2892691; W. A. Reeves, J. D. Guthrie, G. L. Drake, US pat. 2906592. ASSOCIATION: NII Plastmass Goskhimkomiteta (NII of Plastics of Goskhimkomitet). In-t elementoorganicheskikh soyedineniy AN SSSR (Institute of Elemental Organic Compounds AS USSR) Card 21"_ V J~,Slt "I'Ok/0--9/019 1$456 Sol 5 osowii-o *I.,*% ti Get jev, toat of Pt lke*j 16,51 i6s took, Ire 6590 001 C; 1962.'s * 64ie oi-c P. 19 C"k-11% Ir N4 VOO 'ea Steve a 1 6 0010 o as 0J,0 0eir -t%e SOL 00 .0of , oi~% toi-9 1:0tir &4 e 00 .0091P O~ 'Of Of oo. -01. 0 f V t-11,0%% 00V i'1% e 'P.00 OV vill, OCorlsa 0 '01 k10 y% ~,Ves jPfO 6,JC, 000 j.1%& ftev y%059 Jqat 'at 0 bto !A ti be Ir4t,01 0 ti-O Oa-AQ C.00 jef toe evc PC Go .401r, a vy 0 017 -~,Ovo -as 06 t r a 06 COD Nim o0fo f A.T a -4e9 fta ai6sro ,Toe Ita a a oteo 'C9. o0sy IYWG eke se 3.100 wyllp k-,) -0 0 3. 101, ati. le a0v a 1010 016 J? C CXZ~ C, 19 a 0 bot cX6 &1L14 I T OIL ola0i e 10JAa i~ &a &S~ 0.1r6 Cl%?. r,1 0ore -F Of C,3. 4 t.1,00 to 10,11-a 0%,-ILW OY.'* (0 ddLI ()r"ft 'p. ANW j,.Z& 011_~ COV6 W to ,900% eIr 0 G'Pe ~ el 0 C,111z' sOO kit, of 102. e VC163 j r C.0 6 a kvLlz 41. ~.01% too tt& jir Ott% e Ja. a foir Of ,A to to Ox%,qs t'XTO -50 z %xe ed er06 searl qall OW06" 'Tyke Olt toe teov Itec's 1.60 0 00 , C, C.-Oooc- ,e,bL% dev j~111 to y t Soo 160 t W'o e-aa 3. C 0 Q t .~.t V oca loot 11.5 C "1r 6, -.dg S/204/62/002/oo4/oiq/oiq Phoaphororgan ic monomers E075/E436 of M. Treatment of (II) with PC15 gives CICH2CH2 P C12 11 0 which can be used for the synthesis of amides and enters of P-chloroethylphosphorous acids. Removal of water from (II) with alcoholic alkalis, or heating over BsC12, gives CH2=CH - PCk (III) If 0 which can be poly merized to give high melting (up to 30000 polymers. By reacting (III) with P2559 the oxygen in the molecule in replaced by S. The &mines do not react with (111) as expected by combining with the Cl atoms, but form amides of amino-ethyl- phosphorous acid. Work is proceeding currently on the preparation o,fphdsphine oxides containing vinyl group. It is expected that compounds of this type R'*~P- CH=CH2 R,--" I I 0 not containing enter linkages would show high chemical and thermal stability. These compounds can be now produced using methods which exclude the application of the Grignard reaction, which was Card 2/3 S/204/62/002/004/019/019 Phoaphororganic monomers E075/E436 of M. Treatment of (II) with PC15 gives CICIVH2 P C12 11 0 which can be used for the synthesis of amides and eaters of P-chloroethylphosphorous acids. Removal of water from (II) with alcoholic alkalis, or heating over B&C12, given CH2=~Cli - iP C12 (III) 0 which can be polymerized to give high molting (up to 30000 polymers. By reacting (III) with P2S5, the oxygen in the molecule is replaced by S. The amines do not react with (111) as expected by combining with the Cl atoms, but form amides of amino-othyl- phosphorous acid. Work is proceeding currently on the preparation of,pho.ophine oxides containing vinyl group. It in expected that compounds of this type R1111 P- CH-CH2 Rl--' I I 0 not containing aster linkages would show high chemical and thermal stability. These compounds can be now produced using methods which oxclude the application of the Grignard reaction, which was Card 2/3 GEFTER, Ye.L.; KAUCIINIX, M.I* Organophosphorua compounds obtained on the basis of cyclic oxides. Usp.khim. 31 no.31285-321 Mr 162. WFA 15:3) 1. Nauchno-iseledovatellskiy institut plastmass Goskhimikomiteta i Inatitut elomontoorganichookikh soyedineuiy AN SSSR. (Phosphorus organic compounds) GZnSR9 Te.L.1 RWACMPAO I.A. c oxides. ?art 4's rldjdaoroph0ffPhi'"9 with 'Oycu 32 no.3s jinteractioD Of ar) galphinic acid* Zhuro0bokh'ja* (,, 150) Derliratives of pMoylph 961,,967 Mr '62a heakikh SMJ199 Igsledovatel'skLy institut plastic 1. Nauchno- (ph9sphinic acid) S/079,/62/032/010/007/008 D214/D307 AUTHOR: Geftert Ye,L. TITLE: The synthesis of chlorophenyldichlorophosphine ~PERIODICAL; Zhurnal obshchey khimiiq V. 32-, n6, 10, 1962p 3401 - 3403 TEXT: The purpose of this work was to improve the yield in che syn- ''.thesis of chloropheny1dichlorophosphine (I) and to determine what isomers are present in the product* An 80 % yield of I was achieved by the action of PC1 3 on chlorobenzene in.the presence of AM Y Experimental details are given. The examination Of I by_ir spectro- scopy in two regions (700'- 900 cm-1 and 1650 - 2000 cm 1) has shown that I consists mainly of the Llra-isomer with small quahti- ties of the meta-isomer, but contains only traces of the ortho-iso- mer. The metg--isomer may have been formed by the primary Yu-bstitu- tion re-action or by subsequent isomerization. There are 2 figures. ASSOCIATIONz Nauchno-iseledovatellskiy inatitut plasticheskikh mass .1 Card 1/2 S/079/62/032/010/007/008 The synthesis of ... D214/D307 (Scientific Research Institute of Plaotics) SUBMITTED: October 27t 1961 Card 2/2 S/079/62/032/012/003/008 D424fD307 ,MTHOWS: Gefter Ye.L. and ilogachava, 3~ . A . T ITL'-- iteaction of arylphosphonous dichlorides with cyclic oxides. V. Reaction of chlorophenylphospho-nous dichloride with ethylene oxide P I EUIODICAL: Zhurnal obshchey khimii, v. 32, no. 12, 1~62, 3962-3965 T;=I!: The rcaction with a chlorophenylphosphonous dichlor- ide consisting mainly of the i)-isomer uith a small amount of m-iso- mer proceeds readily to give Zfi-,O -chlorocthyl chlorophenylplZosphin- ate (II). ThiG ester could not be distilled even at 1-2 mm Hg with- out isoracrization with evolution of heat to give e -chloroethyl chlorophenyl-P -chloroethylphos-:)hinate (III). (III) %las obtained in pure form fron, the crude icomerization product by cozziverting it with lIC15 into the c6rresponding acid chloride, purifying this by distillation, and treating it with ethylene oxide. Even pure (111) decomposed on heating with the evolution of dichlorocthane (this re- Card 1/2 . 11 ';/P79/62/032/012/003/008 Reaction of arylphosphonou.1 ... ;)424/;)307 action will be c).LzAned i~ia subsequent coi=', -aic ation) . Treatment of the chlorophenyl- ~ -clyloroethylphosphinic chloride obtained 1fron. (111) x-rith-triethylamine -gave chlorophen lvinylphos?hinic chloride. The addition of sulfur to-(11) gcve di- 7-chloroethyl chlorophenyl- I ed liberate phosphonothioate. A',%ll t1v'-e,.,.othcrmic reactions describ less heat than the corresponding reactions of the unsubstituted phenyl. compounds describ ~'\ previously. ASSOCIATION: Nauchno-issledovatel I sl.-.iy institut plasticlicakilth *mass (Scientific Research Institute of i'lastics) SUBMITZLD: December 27, 1961 Card 2/2 YUIMASHEVI A.1 q )_Ie..L-.; MOGIIKINp P.A. Synthesis of phosphorus-containing polyesters with free hydroxyl groups, Plastomassy no,7:60-62 162, (MIRA 15:7) (Enters) (Phosphorus compounds) MOSHM, P.A.p GEFTERs YEA., RUMOVA, I.K. Research in the field of the synthesis and use of certain ori:anopboapberus compounds in the plastics industry. Xldmiya i Priumneniye Ponforerganicbe ski k1h Soyedineniy (Chemistry and a;n)lication of organophosphorus connounds) A. P,. AR317A)V, Ed. flubl. by Kazan Affil, Acad. Scie USSR, Hoacow 1962, 632 pp. Collection of comnlete oapers presented at the 1%9 Kazan (;onference on G*roPdstr.r of i;rganoohoephorus Cow5ounds. GEFTER -E.L.- I-- =1 aSom proapects of the use of organophosphorus compounds in industry.0 Ktdmiya I Pftmeneniye FoxforprganlchexOdO, lk~vedln~n5 t1-. rda~ af.-- y hm 11 ry apn2lcat,lor of organo-)honnhome cannomis) A, n~. A 4 4 "PIV, ;,l. lu~)I. by Kazar. Affil. Acad. cl-. IISS-t, ?,,.3cow 1 1" ',,..-1 CnIlec-tion of comlet,* uaoeni omsenti-d ,t the %azar, .- G',mmis-try of roparionhoaphorue ",unummig. T E Yc L. AD Ir. 960-3A 31 NW FMIS-RESISTANT IDERIVATIVZS OF CELLULOSE WNW Rogovin, Z. A., Wu Mei-yen, M. A. Tyuganova, T. Ya. Zharova, and Ye. L. Getter. Vyaokomolokulyarnyye soyedinenlya, v. .5. no. 4, Apr 1963, 506-511. S/190/63/005/004/0051020 The influence of the structure of organophosphorus acids on the fire resis- tance of cellulose partially esterifted by theeit acid a has been studied at the Moscow Textile Institute. The experiments wore conducted with cenulose esters of methyl-, ethyl-, or phenylphosphonic acids or phenyl dihydrogen phosphate with various degrees of esterification. These esters were synthe- sized for the first' time by treating cellulosw fabric with 4% solutions of the acid dichloride in absolute pyridine for I hr. 'Me phosphorus content was card 2/2 AID Rr. 9W-16 31 MY lossf 1/300/63/005/09VOW020 controlled by varying the reaction temperature from 20 to 13VC. 7he fire resistance was evaluated from the weight loss after combustion and by the method of A. Wilson, 0. J. Reeves. and M. Millan. It was shown that the fire resistance of cellulose derivatives 1) increases with an increase of the degree of esterification, 2) drops with an increase of the size of the alkyl radioc~~I, 3) is higher for the phosphonic (C-P bond) than for the phosphoric (C-0-P bond) acid derivatives, and 4). drops when Rn alkyl radical in replaced by an aryl radical. Highly fire-resistant cellulose fabrics were prepared by reacting the cellulose molecule with comparatively small amounts of methyl- or ethylphosphonic acid@ which correspond to a P-content of the ester, of 2. 08 and 4. 09. respectively. (RAO) Out 2/2 W,DVED'O T.U.0 KABACHNIKO M.I., MOSHKIN, P.A.0 VARSHAVSKIYI S.L. NDFMLNI, L.P..O GEFTER, YE.L., TKACHENYO, O.V., DAITILEVICH, A.A. Industrial method of synthesis of di-BjBchlor-ethy1 of vinyl- phosphinic wid from ethylene oxide and phosphorus trichloride. Report submitted for the 12th Conference on high molecular veight compounds devoted to monomersl Bakut 3-7 April 62. S/08 63/000/004/045/051 B160YBI86 AUTHORSt t1oahkin, P. A.# Rubtuoyal I. K. TITLEc Studies in the sphere of syntheuiu and application of certain organo-phosphoras compounds in the plastics industry PERIODICALt Referativnyy zhurnal. Kh1miya, no. 4, 1963, 606 - 607, abstract 4T54 (In collection: Khimiya i primeneniya foefor- organ. soyedineniy. M., AN SSSR, 1962, 279 - 284) TEXT: Thc results are given of studies in the sphere of application of organo-phosphorus compounds in the plastics industry. The following plasticizers were synthesized and tested on nitrocellulose, palymethyl methaorylate and polyvinyl chloridet ArOPO(OR ) phosphoric acid eaters, 2 where R io 2-sthyl hexyl or radicals of mixtures of C 7-09 alcohols and kr is phanyl, o- andn-chlorphonyl,or 0-naphthyll (Aro) P(O)OR, where R is 2 2-9th.Y1 hiixyl and Ar is phenyl, and 0-naphthyll (ArO O)POR(O)OP(OAr Y )21 where R its the residue of diatomic alcohols (ethylene and diethylene glycols, 'butane and hexane dioles) and kr is phenyl; oxymethyl phosphinic Card 1/2 30 S/081/63/000/004/045/051 Studies in the sohere of B1601BI06 acid HOCH synthogized.and.tested as a hardening.catalyst for 2PO(OH)2 was methylol polyamide, organo-silicon foam polyurethane and furyl resins. A method was developed for obtaining monomers containin phosphorus (diallyl phenyl phoophinates, vinyl eat6re of phosphorio acids~; methods for poly- merization and polycondensatio'n;,~of the monomers obtained were also de- veloped. Polyesters of substituted phosphoric acide.-were synthesized and the'properties of the resins obtained studied with respect to the composi- tion of the initial substano6soijAbatractor's notos Comilaite translaticq-, Card 2/2 GffMp To. L.1 ROGACHIVAO I. A. Interaction of ary2dishlorq*osphinom vith cyclic oxides. Part 5t Reaction of chlerophMMIchlorephomphine vith othylons, oxide. Zhur. ob. khts. 32 no.12:3962-3965 D 162. (NIM 16il) 1. Ikuchno-loolodavatellskly Inatitut plastiche" was. (Pbwpbtm) (RWIsne orlde)