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Chemo-enzymatic synthesis of a levoglucosenone-derived bi-functional monomer and its ring-opening metathesis polymerization in the green solvent Cyrene™

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Abstract

The quite recent, yet quickly expanding, norbornene-levoglucosenone-based monomer family was extended to include a novel bi-functional methacrylate monomer that can be readily synthesized through a chemo-enzymatic pathway. The norbornene moiety was selectively polymerized via ring-opening metathesis polymerization (ROMP) under ambient conditions where Cyrene™ was explored for the first time as a green bio-alternative organic solvent for ROMP reactions. The activity of the metathesis catalysts was finely tuned in Cyrene™, versus common and toxic solvents such as dichloromethane, resulting in highly thermostable functional polymers with a Td5% up to 401 °C and a Tg of −16.8 °C.

Graphical abstract: Chemo-enzymatic synthesis of a levoglucosenone-derived bi-functional monomer and its ring-opening metathesis polymerization in the green solvent Cyrene™

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Article information


Submitted
17 Oct 2020
Accepted
16 Nov 2020
First published
17 Nov 2020

Polym. Chem., 2020, Advance Article
Article type
Communication

Chemo-enzymatic synthesis of a levoglucosenone-derived bi-functional monomer and its ring-opening metathesis polymerization in the green solvent Cyrene™

S. Fadlallah, A. A. M. Peru, L. Longé and F. Allais, Polym. Chem., 2020, Advance Article , DOI: 10.1039/D0PY01471K

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