Radical polyaddition of difunctional vinyloxirane with thiols for synthesis of linear and networked polysulfides

Shinya Maeda, Atsushi Sudo, Takeshi Endo

Index: 10.1002/pola.28953

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Abstract

ABSTRACT Radical ring-opening polyaddition of bifunctional vinyloxirane with multifunctional thiols was investigated. The polyaddition proceeded smoothly via the ring-opening reaction of the oxirane moiety to afford the corresponding networked polymers bearing vinyl ether and sulfide moieties in the main chain. The thermal properties of the networked polymers and volume changes upon the polyaddition were investigated. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018. An efficient use of a bifunctional vinyloxirane for synthesizing networked polymers is reported. Based on the ability of vinyloxiranes to undergo the radically induced addition reaction with thiols and the successive ring-opening reaction, a radical polyaddition system using multifunctional thiols has been developed. Volume shrinkages upon the polyaddition accompanied by radically induced ring-opening reaction of epoxide are also reported.