Synthesis and chemical recycling of novel poly(ester-urethane)s using an enzyme

Yasuyuki Soeda, Kazunobu Toshima, Shuichi Matsumura

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

A series of enzymatically recyclable poly(ester-urethane)s consisting of a biodegradable diurethane moiety as a hard segment and an ester moiety as an enzymatically cleavable linkage was chemo-enzymatically prepared by two routes. The poly(ester-urethane) was prepared by a) the ring-opening polymerization of a cyclic ester-urethane monomer synthesized via the transesterification reaction of biodegradable diurethanediol and dicarboxylate ester using lipase and b) the direct polycondensation of a diurethanediol and a dicarboxylate ester. A significantly higher molecular-weight poly(ester-urethane) having the highest molecular weight (M̄w) of 101 000 was produced by the ring-opening polymerization of the cyclic ester-urethane monomer when compared with that produced by the polycondensation of the dicarboxylate ester with diurethanediol. The poly(ester-urethane) was readily degraded by lipase into the corresponding cyclic oligomers; the oligomers were readily repolymerized by the ring-opening polymerization using lipase for chemical recycling.

Original languageEnglish
Pages (from-to)277-288
Number of pages12
JournalMacromolecular Bioscience
Volume5
Issue number4
DOIs
Publication statusPublished - 2005 Apr 19

Keywords

  • Chemical recycling
  • Enzymes
  • Lipase
  • Polyesters
  • Polyurethanes
  • Thermal properties

ASJC Scopus subject areas

  • Biotechnology
  • Bioengineering
  • Biomaterials
  • Polymers and Plastics
  • Materials Chemistry

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