Journal
BIOMACROMOLECULES
Volume 10, Issue 7, Pages 2003-2008Publisher
AMER CHEMICAL SOC
DOI: 10.1021/bm900471a
Keywords
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Funding
- NSF [2006024189]
- ACS Petroleum Research Fund
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0842654] Funding Source: National Science Foundation
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The natural product dihydrocarvone, found in caraway oil, was oxidized to an epoxylactone on a multigram scale. The resulting epoxylactone was used as a multifunctional monomer and cross-linker in ring-opening polymerizations. Homopolymerization using diethylzinc and tin(II) 2-ethylhexanoate gave only low molecular weight oligomers (apparent M. less than 2.5 kg/mol). Copolymerizations of epsilon-caprolactone and 0.3 to 50% of the epoxylactone gave flexible cross-linked materials on a multigram scale in a one-step synthesis. The gel fraction of these copolymers was determined. These copolymers showed near perfect shape memory properties even after repeated bending.
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