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Issue 3, 2011
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Organocatalytic synthesis of astaxanthin-containing poly(lactide)s

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Abstract

The synthesis of astaxanthin-containing poly(lactide)s is reported by the ring-opening polymerization of lactide initiated from residual alcohol groups on astaxanthin using a previously reported thiourea/tertiary amine catalyst. Polymers with molecular weights between 2500 and 30 000 g mol−1 are obtained with excellent levels of control, astaxanthin incorporation being confirmed by UV/Vis detected GPC, 1H NMR, MALDI-TOF MS and IR spectroscopic analysis. Study of the polymerizations at extended time periods revealed greatly increased levels of transesterification in comparison to polymerizations initiated by 4-pyrene-1-butanol, attributed to increased intramolecular transesterification side reactions.

Graphical abstract: Organocatalytic synthesis of astaxanthin-containing poly(lactide)s

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Supplementary files

Article information


Submitted
22 Jul 2010
Accepted
18 Oct 2010
First published
20 Dec 2010

Polym. Chem., 2011,2, 595-600
Article type
Paper

Organocatalytic synthesis of astaxanthin-containing poly(lactide)s

H. Middleton, S. Tempelaar, D. M. Haddleton and A. P. Dove, Polym. Chem., 2011, 2, 595
DOI: 10.1039/C0PY00227E

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