An efficient strategy for the synthesis of 5-hydroxymethylfurfural derivative based poly(β-thioether ester) via thiol-Michael addition polymerization

Daihui Zhang; Marie-Josée Dumont; Alice Cherestes

doi:10.1039/C6RA17532E

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An efficient strategy for the synthesis of 5-hydroxymethylfurfural derivative based poly(β-thioether ester) via thiol-Michael addition polymerization†

Daihui Zhang,^a Marie-Josée Dumont*^a and Alice Cherestes^a

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* Corresponding authors

^a Department of Bioresource Engineering, McGill University, 21111 Lakeshore Rd., Sainte-Anne-de-Bellevue, QC, Canada
E-mail: marie-josee.dumont@mcgill.ca

Abstract

A derivative of 5-hydroxymethylfurfural was synthesized for the thiol-Michael addition reaction. The efficiency of the catalysts (base and nucleophiles) and side reactions during the thiol-Michael addition were investigated. Dimethylphenylphosphine efficiently initiated the thiol-Michael addition polymerization for synthesizing bio-based furan polymers. The product poly(β-thioether ester) showed the potential to be functionalized.

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Article information

DOI: https://doi.org/10.1039/C6RA17532E
Article type: Communication
Submitted: 08 Jul 2016
Accepted: 30 Aug 2016
First published: 30 Aug 2016

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RSC Adv., 2016,6, 83466-83470

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An efficient strategy for the synthesis of 5-hydroxymethylfurfural derivative based poly(β-thioether ester) via thiol-Michael addition polymerization

D. Zhang, M. Dumont and A. Cherestes, RSC Adv., 2016, 6, 83466 DOI: 10.1039/C6RA17532E

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An efficient strategy for the synthesis of 5-hydroxymethylfurfural derivative based poly(β-thioether ester) via thiol-Michael addition polymerization†

Abstract

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An efficient strategy for the synthesis of 5-hydroxymethylfurfural derivative based poly(β-thioether ester) via thiol-Michael addition polymerization

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