Ring-opening polymerization of an O-carboxyanhydride monomer derived from l-malic acid
Literature Information
Publication Date
2011-07-19
DOI
10.1039/C1PY00254F
Impact Factor
5.582
Authors
Ryan J. Pounder, David J. Fox, Ian A. Barker, Michael J. Bennison, Andrew P. Dove
View Original
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(α-malic acid) was observed to fully degrade within 7 days in aqueous solution.
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Source Journal
Polymer Chemistry
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