Enzymatic synthesis and polymerization of cyclic trimethylene carbonate monomer with/without methyl substituent

Hiroaki Tasaki, Kazunobu Toshima, Shuichi Matsumura

Research output: Contribution to journalArticle

35 Citations (Scopus)

Abstract

The direct enzymatic synthesis of a cyclic trimethylene carbonate (1,3-dioxane-2-one) monomer with/without a methyl substituent was carried out using dimethyl or diethyl carbonate and 1,3-diol with the objective of producing alipathic poly(trimethylene carbonate), a typical biodegradable synthetic plastic. The lipase-catalysed condensation of dimetyl or dietyl carbonate with aliphatic 1,3-diols using immobilized Candida antartica lipase (lipase CA) in an organic solvent at 70°C afforded the corresponding methyl-substituted and unsubstituted cyclic trimethylene carbonates. The cyclic trimethylene carbonates obtained by the reaction of dimethyl or diethyl carbonates with 1,3-propanediol and 2-methyl-1,3-propanediol were polymerized by lipase to produce the corresponding polycarbonates.

Original languageEnglish
Pages (from-to)436-441
Number of pages6
JournalMacromolecular Bioscience
Volume3
Issue number8
DOIs
Publication statusPublished - 2003 Aug 28

Keywords

  • Cyclic carbonate monomers
  • Enzymes
  • Lipase
  • Polycarbonates
  • Synthesis

ASJC Scopus subject areas

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

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