Ishmayeva E.

Pudovik A.

Polymer Science U S S R

Kazan Federal University Digital Repository

Polycondensation of 4-chlorobut-2-enephosphinyl chloride with dihydroxy compounds

POLYCONDENSATION OF 4-CHLOROBUT-2-ENEPHOSPHINYL CHLORIDE WITH DIHYDROXY COMPOUNDS* A. N. PUDOVIK and E. A. ISHMAYEVA V. I. Ulyanov-Lenin State University, Kazan' (Received 4 July 1964) THE preparation of phosphorus-containing polyesters by polycondensation f the diacid chlorides of phosphinic acids with glycols and aromatic dihydroxy com- pounds has been described only recently [1-4], and is of considerable theoretical and practical interest. With aliphatic glycols viscous liquids are formed and with aromatic dihydroxy compounds the products are solid polymers. The radical atta- ched to the phosphorus atom has a marked effect on the properties of the poly- esters, particularly those obtained from aromatic dihydroxy compounds. So far comparatively few phosphorus-containig compounds have been used in polycon- densation reactions, mainly the acid chlorides of methyl-, butyl-, chloromethyl-, vinyl-, phenyl-, phenoxy-, p-nltropbenoxy- and ID-methoxyphenoxyphosphinic acids. We felt that would be of interest to extend this series to include 4-chloro- but-2-enephosphlnyl chloride (CBPC), with a radical of four carbon atoms, containing a chlorine atom and a double bond. We felt that by dehydrochlorina- tion of polyesters based on this acid chloride it would be possible to obtain poly- esters containing butadiene radicals attached to phosphorus, which would be very reactive systems. We studied the polycondensation f CBPC with aliphatie glycols and aromatic dihydroxy compounds and found the effect of the nature of these compounds and of certain other factors on the rate of reaction: 0 - O - C1CH,CH ~ CHCH2--PC1sU q- HOROH-~ --P--O--R---O--I] q- 2HCI, I_ C~H,CH= CHCHsCI_ where R--~--CHsCHs--, --CH,CH,0CH,CH,--, --CH,CH, --CHCH,0CHICH--. --(CH,)4--. CH,CH,0(CH,CH,04CHCH2--.~ ~' CH, CHs I CHs * Vysokomol. soyed. 7: No. 5, 808-812, 1965. 893 

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Polycondensation of 4-chlorobut-2-enephosphinyl chloride with dihydroxy compounds

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Kazan Federal University Digital Repository