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Organocatalytic synthesis of astaxanthin-containing poly(lactide)s

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Middleton, Helen, Tempelaar, Sarah, Haddleton, David M. and Dove, Andrew P.. (2011) Organocatalytic synthesis of astaxanthin-containing poly(lactide)s. Polymer Chemistry, Vol.2 (No.3). pp. 595-600. ISSN 1759-9954

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Official URL: http://dx.doi.org/10.1039/C0PY00227E

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 30000 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.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science > Chemistry
Library of Congress Subject Headings (LCSH): Polymerization, Ring formation (Chemistry), Organic compounds -- Synthesis, Transesterification, Bioconjugates
Journal or Publication Title: Polymer Chemistry
Publisher: Royal Society of Chemistry
ISSN: 1759-9954
Date: March 2011
Volume: Vol.2
Number: No.3
Page Range: pp. 595-600
Identification Number: 10.1039/c0py00227e
Status: Peer Reviewed
Publication Status: Published
Access rights to Published version: Restricted or Subscription Access
Funder: Research Councils UK (RCUK), Engineering and Physical Sciences Research Council (EPSRC), Warwick Effect Polymers Ltd.
Grant number: EP/C007999/1 (EPSRC)
URI: http://wrap.warwick.ac.uk/id/eprint/36948

Data sourced from Thomson Reuters' Web of Knowledge

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