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Communication
An Efficient Thiol-Ene Chemistry for the Preparation of Amphiphilic PHA-Based Graft Copolymers
Article first published online: 7 SEP 2012
DOI: 10.1002/marc.201200485
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Le Fer, G., Babinot, J., Versace, D.-L., Langlois, V. and Renard, E. (2012), An Efficient Thiol-Ene Chemistry for the Preparation of Amphiphilic PHA-Based Graft Copolymers. Macromol. Rapid Commun., 33: 2041–2045. doi: 10.1002/marc.201200485
Publication History
- Issue published online: 5 DEC 2012
- Article first published online: 7 SEP 2012
- Manuscript Revised: 14 AUG 2012
- Manuscript Received: 16 JUL 2012
Keywords:
- amphiphilic graft copolymer;
- polyhydroxyalkanoate;
- thiol-ene chemistry
Abstract
We present a straightforward method to prepare amphiphilic graft copolymers consisting of hydrophobic poly(3-hydroxyalkanoates) (PHAs) backbone and hydrophilic α-amino-ω-methoxy poly(oxyethylene-co-oxypropylene) (Jeffamine®) units. Poly(3-hydroxyoctanoate)-co-(3-hydroxyundecenoate) (PHOU) was first methanolyzed to obtain the desired molar mass. The amino end groups of Jeffamine were converted into thiol by a reaction with N-acetylhomocysteine thiolactone and subsequently photografted. This “one-pot” functionalization prevents from arduous and time-consuming functionalization of the hydrophilic precursor or tedious modifications of PHAs, thus simplifying the process. The amphiphilic nature of modified PHAs leads to water-soluble copolymers exhibiting thermoresponsive behavior.