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1 .1 00«PTD-HT-23-^33-72 CO FOREIGN TECHNOLOGY DIVISION Q METHOD OP PREPARING HETERO-ORGANIC PHOSPHONITRILE POLYMERS by S. M. Zhlbukhln, V. V. Klreyev, et al. ycra c ^< AUG ji Jill D. Approved for public release; Distribution unlimited. H: Rppfdi H by NATIONAL TECHNICAL INFORMATION SERVICE U S Department of Comm^re«Springfiriri VA } c
2 UNCLASSIFIED jgcufu» ClMllflCgtlOi DOCUMf NT CONTROL DATA -RAD» mmmomr nrut Foreign Technology Division Air Force Systems Command U. S. Air Force M. Mcrenr tieunitv CLAIIIPICATION UNCLASSIFIED a», aneup METHOD OF PREPARING HETERO-ORGANIC PHOSPHONITRILE POLYMERS 4. eiteniptivf Hertt (Tyf»t rfori and Intlmlrt daft) Translation AUTHoniiirFlnlnMw, mlddi» Inlllml, faainaara; Zhlvukhln, S, M. ; Klreyev, V. V. ; Kolesnlkov, G, S. and Raygorodskly, I, M. «. lll»e«t DATS 29 March ». TOTAL NO. OW PACE* 4». ^aojtct NO FTD-HT lb. NO. OF ItCFt «It)». OTHCH nc^omt NOltt (Anr ethm numbtn Mat amy bm I0md Ulli perl) 10. Oli Approved for public release; distribution unlimited. TmSTBSTT" ia. oontonino MILITANV «CTIVITV Foreign Technology Division Wright-Patterson AFB, Ohio This method of preparing hetero-organlc phosphonltrlle polymers by the Interaction of alkoxy- or -chloroalkoxyphosphazenes with hetero-organlc compounds containing halogens Is distinguished by the fact that hetero-organlc compounds containing a halogen In the organic radical are used. This Is done to raise the hydrolytlc stability of polymers. The general formula for these compounds Is given, [AA ] > V DD PORM 1473 UNCLASSIFIED
3 UNCLASSTPTTT) - frcurity CI»tUlc«Uoir Chemical Patent Thermal Stability Organometalllc Compound Phosphonltrlle Chemical Synthesis Chlorinated Organic Compound Organoslllcon Compound Organogermanlum Compound Organolead Compound Organotltanlum Compound Organic Azlne Compound Ethoxy Compound NOLI LtNK A NOLB LINK LINN C itoct ^ UNCLASSIFIED Security ClatclficaUon
4 FTP-HT FTD-HT-23- i EDITED TRANSLATION METHOD OF PREPARING HETERO-ORGANIC PHOSPHONITRILE POLYMERS By: S. M. Zhlvukhin, V. V. Klreyev, et al. English pages: 4 Source: USSR Patent No (Appl. No /23-5, March 29, 1968), 1970, 2 pages. Requester: ASD Translated by: SSgt. Rene' E. Courville. UR/ Approved for public release; distribution unlimited. i TMI TIAMLATMN IIA UNMTWN OF TM Mitt * HAL fommm TIXT «TNOUT AMY ANALYTICAL M IMTMIAL COMMIMT. lyatumntt M THIOtllt PftlFAMO SYi AtYOCATIOM MPLII» All TNMI OF TNI WIMCI ANO M NOT MCtUAMLY NlfLICT TM POMTION TiANILATION OIVIMM OB MIMOM OP TN POOIION TICNNOLOOY Ol» PMIMN TICNNOLMY MVMION 1 YNMN. M.AM. OMO. FTD- HT *u Data 12 Apr 197;
5 U. S. BOARD ON GEOGRAPHIC NAMES TRANSLITERATION i :Z7 : 3H Block Italic Transliteration Block Italic Transliteration A a A a A, a P P P P Ri r E 6 B 6 B, b C c c c B B $ V, v T T T m T, t. r r r i 0, g y y y y ül ">i a a n f D, d 4> * 0 <P F, f E e E «Ye, ye; E, e* X X X X Kh, kh )K M X. MC Zh, zh u u u H Ts, ts 3 a 3 1 Z, z H s H V Ch, ch H M H u I, i UI IU UI m Sh, sh n ft n a Y, y m UI UI Hi Shch, Bhch K K K K K, k -b -b h ft ii n n n A L, 1 bi u b! M Y, y M M M M M, m b b b ft H H H H N, n 3 a 9 1 E, e 0 o 0 0 0, o K) 10 K> K Yu, vu n n n n P, P «H X H Ya, ya * ye initially, after vowels, and after >, L; e_ elsewhere, wken written as 6 in Russian, transliterate as y^ or t. The use of diacritical marks is preferred, but such maivs may be omitted when expediency dictates. FTD-HT-23-1 * y
6 METHOD OF PREPARING HETERO-ORGANIC PHOSPHONITRILE POLYMERS S.M. Zhlvukhln, V. V. Kireyev, G. S. Kolesnikov and I. M; Raygorodskly (Applicant: Moscow Institute of Chemical Technology 1m. D. I. Mendeleyev) A method exists for preparing polymer compounds containing I phosphorous elements with bonds N P 0 3, where 3 the organo-substituted atoms of silicon, tin, germanium, lead, titan- ium and others. Such polymers, containing In the basic chain the' P 0~3 bond, provide unsatisfactory hydrolytlc stability, which reduces the possibility of their practical application. In order to raise the hydrolytlc stability of polymers, it is proposed that the hetero-organic compounds be used which contain n halogen in the organic radical. These compounds have the follow- ing general formula: ft [(HtlR^ Sll Y f "" I -'m FTD-HT-23- i *33-72
7 where R 1 - methyl, ethyl, propyl, R 0, R_ - alkyl- or aryl-radicals; Y - alkyl, aryl, oxygen, methoxy-, ethoxy-, n, m - 1, 2, 3, 4, p - 0, 1, 2, 3* and they interact with alkoxyphosphazenes (AFA) or alkoxylchlorophos- phazenes (AKhFA). The proposed method makes it possible to sharply increase the hydrolytic stability of polymers without losing their heat and fire resistance; a high process rate is provided. During the accomplish- ment of the method alkyl chloride is given off which, being inert under the conditions of the process, does not effect the course of the side-reactions and can be easily eliminated from the process. Example 1. Heated in a four-necked flask (equipped with an agitator, n thermometer, a low-temperature trap and a bubbler for the nitrogen supply) at 160 C for 5 h are 5.24 g of hexabutoxy- CH, cyclotriphosphazotriene and 2.13 g of (CICHj Si-J- 0. In the trap CH, are caught 1.40 g of butyl chloride (83^ of the theoretical). After the reaction mixture is cooled, it is extracted with petroleum ether (fraction C), and then is dried out. A solid transparent polymer (4.2 g of it) is received that is brown in color. Found, %: P 16,3, N 7.^0, C 33.41, H 7.80, Si 9.5. Example 2. Hexabutoxycyclothiphosphazotriene (5.29 g) and tetrakis(chloromethyl)dimethyldisiloxane (2.62 g) are heated in the device described in Example 1 at l60 o C for 4 h. The quantity of liberated butyl chloride is 1.5 g (89^ of the theoretical). After cooling and extraction we received 4.7 g (75.5^ of the PTD-HT
8 theoretical) of transparent light-yellow polymer, which is insoluable in organic solvents. Found, %-. C 30.6, H 6.93, Cl 6.92, N 8.64, P 18.90, Si Example 3. Hexabutoxytriphosphazene (4.3 g) and tetramethyltetrachloromethylcyclotetrasiloxane (2.48 g) are heated for 2 h at 160 C. The reaction mixture is vacuum evaporated at l60 o C and dried out. Received are 5.38 g of light-yellow insoluble polymer. Example 4. Hexabutoxycyclotriphosphazotriene (5.24 g), bis(chloromethyl)tetramethyldisiloxane (2.13 g), o-dichlorobenzene (20 ml) and quinoline (0.1 g) are heated at l60 o C for 3 h. After the solvent is distilled in a vacuum, a solid transparent polymer (4.0 g), brown in color, is received. Object of the Invention This method of preparing hetero-organic phosphonitrile poly- mers by the interaction of alkoxy- or -chloroalkoxy-phosphazenes with hetero-organic compounds containing halogens ia diatinguiahed by the fact that hetero-organic compounds containing a halogen in the organic radical are used. This is done to raise the hydro- lytic stability of polymers. The general formula for these compounds is ft [(HilR,-^ S.1 Y, where FL - methyl, ethyl, propyl, Rg, R - alkyl or aryl, FTD-HT B.
9 Y - alkyl, aryl, oxygen, methoxy, ethoxy, n, m - 1, 2, 3, ^ p - 0, 1, 2, 5. FTD-HT
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[ I 4) Ü rh 11 I I I i. CO 2 0 > 5 o o X u u. o Q M < UJ EH Ä CO Q O O o OE-«Ü w I- O c o u c (A cd c ß (0 a» U) E n r< ^) a» 4.> (0 0) rh 6
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