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

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38 Citations (Scopus)

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 (C5-BB), methyl methacrylate (MMA) in the presence of a small amount of acrylonitrile (AN) or sodium 4-styrenesulfonate (55) was polymerized by nitroxide-mediated polymerization (NMP), ESR and free-solution capillary electrophoresis confirmed the synthesis of C5-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.

Original language	English
Pages (from-to)	322-328
Number of pages	7
Journal	Polymer Chemistry
Volume	4
Issue number	2
DOIs	https://doi.org/10.1039/c2py20544k
Publication status	Published - 2013

Keywords

bioconjugates
capillary electrophoresis
chitosan
nuclear magnetic resonance

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10.1039/c2py20544k

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title = "Heterogeneous modification of chitosan via nitroxide-mediated polymerization",

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 (C5-BB), methyl methacrylate (MMA) in the presence of a small amount of acrylonitrile (AN) or sodium 4-styrenesulfonate (55) was polymerized by nitroxide-mediated polymerization (NMP), ESR and free-solution capillary electrophoresis confirmed the synthesis of C5-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.",

keywords = "bioconjugates, capillary electrophoresis, chitosan, nuclear magnetic resonance",

author = "Catherine Lefay and Yohann Guillaneuf and Guillaume Moreira and Thevarajah, {Joel J.} and Patrice Castignolles and Fabio Ziarelli and Emily Bloch and Mohamed Major and Laurence Charles and Marianne Gaborieau and Denis Bertin and Didier Gigmes",

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doi = "10.1039/c2py20544k",

language = "English",

volume = "4",

pages = "322--328",

journal = "Polymer Chemistry",

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publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - Heterogeneous modification of chitosan via nitroxide-mediated polymerization

AU - Lefay, Catherine

AU - Guillaneuf, Yohann

AU - Moreira, Guillaume

AU - Thevarajah, Joel J.

AU - Castignolles, Patrice

AU - Ziarelli, Fabio

AU - Bloch, Emily

AU - Major, Mohamed

AU - Charles, Laurence

AU - Gaborieau, Marianne

AU - Bertin, Denis

AU - Gigmes, Didier

PY - 2013

Y1 - 2013

N2 - 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 (C5-BB), methyl methacrylate (MMA) in the presence of a small amount of acrylonitrile (AN) or sodium 4-styrenesulfonate (55) was polymerized by nitroxide-mediated polymerization (NMP), ESR and free-solution capillary electrophoresis confirmed the synthesis of C5-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.

AB - 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 (C5-BB), methyl methacrylate (MMA) in the presence of a small amount of acrylonitrile (AN) or sodium 4-styrenesulfonate (55) was polymerized by nitroxide-mediated polymerization (NMP), ESR and free-solution capillary electrophoresis confirmed the synthesis of C5-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.

KW - bioconjugates

KW - capillary electrophoresis

KW - chitosan

KW - nuclear magnetic resonance

UR - http://handle.uws.edu.au:8081/1959.7/515560

U2 - 10.1039/c2py20544k

DO - 10.1039/c2py20544k

M3 - Article

SN - 1759-9954

VL - 4

SP - 322

EP - 328

JO - Polymer Chemistry

JF - Polymer Chemistry

IS - 2

ER -

Heterogeneous modification of chitosan via nitroxide-mediated polymerization

Abstract

Keywords

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