Journal
POLYMER CHEMISTRY
Volume 6, Issue 2, Pages 294-301Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4py01184h
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- Grants-in-Aid for Scientific Research [24750102] Funding Source: KAKEN
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N-heterocyclic carbenes (NHCs) catalyze the oxa-Michael addition polymerization of hydroxyl functionalized acrylate monomers. This polymerization smoothly proceeded at room temperature to produce poly (ester-ether)s, which include new polymers having alicyclic, alkene, and alkyne groups in the main chain. The post polymerization modification of the alkene-functionalized polymer using thiol-ene click chemistry is demonstrated. The structure of poly(2-hydroxyethyl acrylate) was analyzed in detail by NMR and ESI-MS analyses and methanolysis, thus allowing estimation of the frequency of the transesterification. The NHC catalyst was covalently linked to the C terminal of the polymer chain, indicating that the NHC acts as a Lewis base to generate the zwitterionic intermediate without directly activating the hydroxyl groups of the monomers.
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