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Proton-transfer polymerization (HTP): converting methacrylates to polyesters by an N-heterocyclic carbene

Proton-transfer polymerization (HTP): converting methacrylates to polyesters by an N-heterocyclic carbene

Angewandte Chemie 53(44): 11900-6

A new polymerization termed proton (H)-transfer polymerization (HTP) has been developed to convert dimethacrylates to unsaturated polyesters. HTP is catalyzed by a selective N-heterocyclic carbene capable of promoting intermolecular Umpolung condensation through proton transfer and proceeds through the step-growth propagation cycles via enamine intermediates. The role of the added suitable phenol, which is critical for achieving an effective HTP, is twofold: shutting down the radically induced chain-growth addition polymerization under HTP conditions (typically at 80-120 °C) and facilitating proton transfer after each monomer enchainment. The resulting unsaturated polyesters have a high thermal stability and can be readily cross-linked to robust polyester materials.

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Accession: 055260881

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PMID: 25196055

DOI: 10.1002/anie.201406630

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