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Lipase‐catalyzed synthesis of aliphatic poly( β ‐thioether ester) with various methylene group contents: thermal properties, crystallization and degradation
Author(s) -
Wu WanXia
Publication year - 2019
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/pi.5894
Subject(s) - thioether , polymer chemistry , condensation polymer , thermogravimetric analysis , hydrolysis , differential scanning calorimetry , lipase , candida antarctica , polyester , monomer , crystallinity , ether , methylene , crystallization , organic chemistry , materials science , chemistry , polymer , composite material , physics , thermodynamics , enzyme
Abstract A series of novel aliphatic poly( β ‐thioether ester)s with various methylene group contents were prepared by direct lipase‐catalyzed polycondensation of the monomer with an acid‐labile β ‐thiopropionate group. The polycondensation reaction using immobilized lipase B from Candida antarctica was carried out in diphenyl ether at 90 °C. Poly( β ‐thioether ester)s with high molecular weights of 20 500–57 000 Da and narrow polydispersities in the range 1.40–1.48 were obtained. Thermogravimetric analysis, differential scanning calorimetry and wide‐angle X‐ray diffraction were used to investigate the thermal properties and crystal structures of these polyesters. All the poly( β ‐thioether ester)s were semicrystalline polymers and thermally stable up to at least 200 °C. In vitro degradation studies showed that they can rapidly degrade under acidic conditions by the hydrolysis of the β ‐thiopropionate groups, suggesting their potential as acid‐degradable polymeric materials. © 2019 Society of Chemical Industry