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Ring-opening polymerization of an O-carboxyanhydride monomer derived from l-malic acid
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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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Official URL: http://dx.doi.org/10.1039/c1py00254f
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: |
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| 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 |
Data sourced from Thomson Reuters' Web of Knowledge
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