Enzymatic Synthesis and Polymerization of Cyclic Trimethylene Carbonate Monomer with/without Methyl Substituent

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 aliphatic poly(trimethylene carbonate), a typical biodegradable sy...

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Bibliographic Details
Published in:Macromolecular Bioscience
Main Authors: Tasaki, Hiroaki, Toshima, Kazunobu, Matsumura, Shuichi
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2003
Subjects:
Online Access:http://dx.doi.org/10.1002/mabi.200350013
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fmabi.200350013
https://onlinelibrary.wiley.com/doi/pdf/10.1002/mabi.200350013
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Summary: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 aliphatic poly(trimethylene carbonate), a typical biodegradable synthetic plastic. The lipase‐catalyzed condensation of dimethyl or diethyl carbonate with aliphatic 1,3‐diols using immobilized Candida antarctica 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. Total TMC yield as a function of the reaction time. magnified image Total TMC yield as a function of the reaction time.