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Green Polymer Chemistry: II. Enzymatic Synthesis of Methacrylate‐Terminated Polyisobutylenes
Author(s) -
Sen Mustafa Y.,
Puskas Judit E.,
Ummadisetty Subramanyam,
Kennedy Joseph P.
Publication year - 2008
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200800359
Subject(s) - candida antarctica , polymer chemistry , methacrylate , surface modification , hydrolysis , chemistry , transesterification , polymer , vinyl ester , copolymer , methyl methacrylate , catalysis , organic chemistry , lipase , enzyme
Methacrylate‐terminated polyisobutylenes (PIB‐MAs) were synthesized by transesterification of vinyl methacrylate by hydroxyl‐terminated polyisobutylenes (PIB‐OH) using Candida antarctica lipase B (Novozyme 435) catalyst in hexane at 50 °C. PIBCH 2 CH 2 CH 2 OH and GlissopalOH, synthesized by anti‐Markovnikov hydrobromination of allyl‐terminated PIB and Glissopal®2300 followed by hydrolysis, were quantitatively converted into the corresponding PIB‐MAs. 1 H and 13 C NMR spectroscopy verified the formation of the expected structures. This “green” chemistry is a very promising methodology for polymer functionalization in general, and biomaterial synthesis in particular.