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)


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
Issue number11
Publication statusPublished - 1999 Jun 1

ASJC Scopus subject areas

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


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