Photolysis of S-phenyl thiobenzoates and their use as photoinitiators.

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Other Title
  • チオ安息香酸Ｓ‐フェニルの光分解とその光ラジカル重合開始剤への応用
  • チオ アンソクコウサン S フェニル ノ ヒカリ ブンカイ ト ソノ ヒカリ

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Description

Photolysis of S-phenyl thiobenzoates (1) in benzene afforded benzaldehyde, diphenyl disulfide, and biphenyl as major products. This indicates that 1 underwent CO-S bond fission upon photoexcitation. Among the various aryl-substituted S-phenyl thiobenzoates, 4-benzoyl and 4-acetylbenzoate derivatives were photolyzed most efficiently, probably because of involvement of the triplet excited state in the photocleavage of 1. When 1 was irradiated in phenyldiethyleneglycol acrylate, polymer was formed. The efficiency of the photopolymerization was greatly enhanced by the introduction of 4-benzoyl group on the benzoate phenyl ring. It also increased with decreasing its initial concentration. These results suggest that 1 may act as an iniferter and the benzoyl radical initiates polymerization, while the accompanied thiol radical may act as a transfer agent and/or terminator.

Journal

  • KOBUNSHI RONBUNSHU

    KOBUNSHI RONBUNSHU 44 (10), 729-735, 1987

    The Society of Polymer Science, Japan

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