Mechanism of polymerization reaction of 2, 5-bis(tetrahydrothiopheniomethyl)furan dichloride. Effect of aromatic resonance energy on the polymerization of bis(sulfonium) salts

Bong Rae Cho, Tae Hoon Kim, Kyung Hwa Son, Yong Kwan Kim, Yun Kyong Lee, Seung Joon Jeon

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    10 Citations (Scopus)

    Abstract

    The mechanism of polymerization reaction of 2, 5-bis(tetrahydrothiopheniomethyl)furan dichloride was studied kinetically. The reaction proceeds by the (Elcb)jn- mechanism to afford a 2, 5dihydrofuran intermediate M, which undergoes a free radical polymerization reaction. Comparison of the kinetic results reveals that the rate of elimination reaction increases, whereas that for the subsequent polymerization reaction decreases as the aromatic moiety of the bis(sulfonium) salts is changed from phenyl to thiophene to furan. The results have been attributed to the decreased resonance energy of the aromatic rings.

    Original languageEnglish
    Pages (from-to)8167-8172
    Number of pages6
    JournalMacromolecules
    Volume33
    Issue number22
    DOIs
    Publication statusPublished - 2000

    ASJC Scopus subject areas

    • Organic Chemistry
    • Polymers and Plastics
    • Inorganic Chemistry
    • Materials Chemistry

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