Pounder, Ryan J., Fox, David J., Barker, Ian A., Bennison, Michael J. and Dove, Andrew P. (2011) Ring-opening polymerization of an O-carboxyanhydride monomer derived from l-malic acid. Polymer Chemistry, Vol.2 (No.10). pp. 2204-2212. doi:10.1039/c1py00254f

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Abstract

The synthesis and ring-opening polymerization (ROP) of an O-carboxyanhydride (OCA) monomer derived from L-malic acid (L-malOCA) is reported. Application of 4-dimethylaminopyridine as catalyst led to the observation of a number of undesirable side products. Investigation of different para-substituted pyridines as catalysts identified 4-methoxypyridine to have the ideal balance of activity and selectivity to enable the controlled ROP of L-malOCA. Deprotection of the benzyl ester side groups of the resultant polymers was achieved by hydrogenolysis and the resulting hydrophilic poly(a-malic acid) was observed to fully degrade within 7 days in aqueous solution.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry
Divisions:	Faculty of Science > Chemistry
Library of Congress Subject Headings (LCSH):	Ring-opening polymerization, Monomers
Journal or Publication Title:	Polymer Chemistry
Publisher:	Royal Society of Chemistry
ISSN:	1759-9954
Official Date:	October 2011
Dates:	Date Event October 2011 Published
Volume:	Vol.2
Number:	No.10
Page Range:	pp. 2204-2212
DOI:	10.1039/c1py00254f
Status:	Peer Reviewed
Publication Status:	Published
Access rights to Published version:	Restricted or Subscription Access

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