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Issue 24, 2020
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Radical ring-opening polymerization of novel azlactone-functionalized vinyl cyclopropanes

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Abstract

Azlactone-functionalized polymers are considered powerful materials for bioconjugation and many other applications. However, the limited number of azlactone monomers available and their multistage syntheses pose major challenges for the preparation of new reactive polymers from these monomers. In this article, we report the synthesis of a new class of azlactone monomers based on vinylcyclopropane (VCP). Furthermore, the (co)polymerization of the azlactone-functionalized VCPs has been successfully demonstrated to provide new azlactone polymers by using free-radical polymerization. The ability of the resulting amine-reactive polymers to be engaged in post-polymerization modifications was demonstrated using dansylcadaverine. These new azlactone-functionalized VCP monomers and polymers are potential candidates for the synthesis of innovative (bio)materials.

Graphical abstract: Radical ring-opening polymerization of novel azlactone-functionalized vinyl cyclopropanes

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Supplementary files

Article information


Submitted
03 Apr 2020
Accepted
29 May 2020
First published
29 May 2020

This article is Open Access

Polym. Chem., 2020,11, 4013-4021
Article type
Paper

Radical ring-opening polymerization of novel azlactone-functionalized vinyl cyclopropanes

H. T. Ho, V. Montembault, M. Rollet, S. Aboudou, K. Mabrouk, S. Pascual, L. Fontaine, D. Gigmes and T. N. T. Phan, Polym. Chem., 2020, 11, 4013
DOI: 10.1039/D0PY00493F

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