Enzyme-catalyzed preparation of aliphatic polythioester by direct polycondensation of diacid diester and dithiol

Makoto Kato, Kazunobu Toshima, Shuichi Matsumura

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

Aliphatic dithiol-diacid type polythioesters were first enzymatically prepared by the direct polycondensation of hexane-1,6-dithiol and diacid diesters using the immobilized lipase from Candida antarctica (lipase CA). As a typical example, diethyl sebacate and hexane-1,6-dithiol were polymerized using lipase CA in bulk in the presence of molecular sieves 4A to produce the corresponding polythioester with an M̄w of 10 200 in 90% yield. Both the melting and crystallization temperatures of the produced polythioesters were higher when compared to those of the corresponding polyoxyesters. A higher molecular weight polythioester was produced using lipase in a two-step procedure, i.e., cyclization with subsequent ring-opening polymerization.

Original languageEnglish
Pages (from-to)605-610
Number of pages6
JournalMacromolecular Rapid Communications
Volume27
Issue number8
DOIs
Publication statusPublished - 2006 Apr 21

Keywords

  • Enzymes
  • Lipase-catalyzed polymerization
  • Polycondensation
  • Polythioesters

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry

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