Green Polymer Chemistry: II. Enzymatic Synthesis of Methacrylate‐Terminated Polyisobutylenes

Abstract 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. PIBCH 2 CH 2 CH 2 OH and GlissopalOH, synthesi...

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Bibliographic Details
Published in:Macromolecular Rapid Communications
Main Authors: Sen, Mustafa Y., Puskas, Judit E., Ummadisetty, Subramanyam, Kennedy, Joseph P.
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2008
Subjects:
Antarc*
Antarctica
Online Access:http://dx.doi.org/10.1002/marc.200800359
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fmarc.200800359
https://onlinelibrary.wiley.com/doi/pdf/10.1002/marc.200800359
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Summary:Abstract 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. PIBCH 2 CH 2 CH 2 OH and GlissopalOH, 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. magnified image

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