Heterogeneous modification of chitosan via nitroxide-mediated polymerization

Catherine Lefay; Yohann Guillaneuf; Guillaume Moreira; Joel J. Thevarajah; Patrice Castignolles; Fabio Ziarelli; Emily Bloch; Mohamed Major; Laurence Charles; Marianne Gaborieau; Denis Bertin; Didier Gigmes

doi:10.1039/C2PY20544K

Heterogeneous modification of chitosan via nitroxide-mediated polymerization†

Catherine Lefay,*^a Yohann Guillaneuf,^a Guillaume Moreira,^a Joel J. Thevarajah,^bc Patrice Castignolles,^c Fabio Ziarelli,^d Emily Bloch,^e Mohamed Major,^a Laurence Charles,^a Marianne Gaborieau,^b Denis Bertin^a and Didier Gigmes*^a

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* Corresponding authors

^a Aix-Marseille Université, CNRS, ICR UMR 7273, 13397 Marseille, France
E-mail: catherine.lefay@univ-amu.fr, didier.gigmes@univ-amu.fr
Fax: +33 (0)4 91 28 87 58
Tel: +33 (0)4 91 28 80 94

^b University of Western Sydney, Nanoscale Organisation and Dynamics Group (NANO), School of Science and Health, Locked Bag 1797, Penrith NSW 2751, Australia
E-mail: m.gaborieau@uws.edu.au

^c University of Western Sydney, Australian Centre for Research on Separation Sciences (ACROSS), School of Science and Health, Locked Bag 1797, Penrith NSW 2751, Australia
E-mail: p.castignolles@uws.edu.au

^d Aix-Marseille Université, CNRS, Spectropole FR 1739, 13397 Marseille, France

^e Laboratoire MADIREL, Aix Marseille Univ., UMR CNRS 7246, Site Etoile, Centre St Jérôme, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France

Abstract

Chitosan (CS) was modified by SG1-based nitroxide-mediated polymerization under heterogeneous conditions. After introduction of acrylamide and/or acrylate functions onto the CS backbone followed by intermolecular 1,2 radical addition of the BlocBuilder alkoxyamine (CS–BB), methyl methacrylate (MMA) in the presence of a small amount of acrylonitrile (AN) or sodium 4-styrenesulfonate (SS) was polymerized by nitroxide-mediated polymerization (NMP). ESR and free-solution capillary electrophoresis confirmed the synthesis of CS–BB. The successful synthesis of CS-g-P(MMA-co-AN) and CS-g-PSS grafted copolymers was proved by TGA and solid-state NMR spectroscopy with ca. 20 to 30 wt% of grafted synthetic polymer in the final product.

Polymer Chemistry

Heterogeneous modification of chitosan via nitroxide-mediated polymerization†

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Heterogeneous modification of chitosan via nitroxide-mediated polymerization

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