Mechanism of polymerization reaction of 2,5-bis(tetrahydrothiopheniomethyl)thiophene dichloride

Bong Rae Cho, Tae Hoon Kim, Yong Kwan Kim, Nam Soo Kim

    Research output: Contribution to journalArticlepeer-review

    9 Citations (Scopus)

    Abstract

    The polymerization kinetics of 2,5-bis(tetrahydrothiopheniomethyl)thiophene dichloride were studied. The reaction proceeds via a 2,5-dihydrothiophene intermediate M. Results of kinetic and product studies revealed that the 1,6-elimination proceeded by an (E1cb)irr mechanism. The rate of the disappearance of M was not influenced by the addition of OH-, carbanions, and tetrahydrothiophene but was accelerated by S2O82- and inhibited by TEMPO. In addition, the reaction mixture exhibited an electron spin resonance signal with a g value of 2.003 G and induced the polymerization of acrylamide. These results indicated a free radical polymerization mechanism.

    Original languageEnglish
    Pages (from-to)3583-3589
    Number of pages7
    JournalMacromolecules
    Volume32
    Issue number11
    DOIs
    Publication statusPublished - 1999 Jun 1

    ASJC Scopus subject areas

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

    Fingerprint

    Dive into the research topics of 'Mechanism of polymerization reaction of 2,5-bis(tetrahydrothiopheniomethyl)thiophene dichloride'. Together they form a unique fingerprint.

    Cite this