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PMMA‐grafted dextran glycopolymers by atom transfer radical polymerization

Identifieur interne : 001031 ( Main/Exploration ); précédent : 001030; suivant : 001032

PMMA‐grafted dextran glycopolymers by atom transfer radical polymerization

Auteurs : Ludovic Dupayage [France] ; Maud Save [France] ; Édith Dellacherie [France] ; Cecile Nouvel [France] ; Jean-Luc Six [France]

Source :

RBID : ISTEX:C988CA18EBD59EC790A3178D6E8E63CF1324BE0E

Descripteurs français

English descriptors

Abstract

The four‐step synthesis of amphiphilic glycopolymers associating dextran as backbone and poly(methyl methacrylate) (PMMA) as grafts is reported, using the “grafting from” strategy. In the first step, the dextran OH functions were partially acetylated. The second step consisted in linking initiator groups by reaction of 2‐bromoisobutyryl bromide (BiBB) with the unprotected OH functions. Third, the atom transfer radical polymerization (ATRP) of methyl methacrylate was carried out in DMSO from the resulting dextran derivative used as a macroinitiator. Finally, the cleavage of the acetate groups led to the expected glycopolymers. Careful attention was given both to the copolymer structure and the control of polymerization. PMMA grafts were analyzed by SEC‐MALLS after their deliberate cleavage from the backbone to evidence a controlled polymerization. Moreover, the mildness of the final deprotection conditions was proved to ensure acetate cleavage without either degrading dextran backbone and PMMA grafts or cleaving grafts from dextran backbone. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 7606–7620, 2008

Url:
DOI: 10.1002/pola.23057


Affiliations:


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Le document en format XML

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<term>Acetate group</term>
<term>Acetate groups</term>
<term>Acetylated</term>
<term>Acetylated dextran</term>
<term>Acetylation</term>
<term>Acyl bromide</term>
<term>Amphiphilic polymer</term>
<term>Atom transfer</term>
<term>Atom transfer polymerization</term>
<term>Atrp</term>
<term>Bibb</term>
<term>Biomacromolecules</term>
<term>Bromide</term>
<term>Bromine containing polymer</term>
<term>Cdcl3</term>
<term>Chem</term>
<term>Chemical modification</term>
<term>Cleavage</term>
<term>Copolymer</term>
<term>Deacetylation</term>
<term>Deionized water</term>
<term>Dellacherie</term>
<term>Deprotection</term>
<term>Dexac</term>
<term>Dexacbr</term>
<term>Dextran</term>
<term>Dextran backbone</term>
<term>Dextran chain</term>
<term>Dextran derivatives</term>
<term>Dextran glycopolymers</term>
<term>Dextran graft copolymer</term>
<term>Dextran stability</term>
<term>Dmso</term>
<term>Dupayage</term>
<term>Ebibr</term>
<term>Ester bond</term>
<term>Esterification</term>
<term>Experimental study</term>
<term>Glucosidic</term>
<term>Glycopolymers</term>
<term>Graft</term>
<term>Graft copolymer</term>
<term>Grafting</term>
<term>Haddleton</term>
<term>Initial dextran</term>
<term>Initiator</term>
<term>Initiator group</term>
<term>Initiator groups</term>
<term>Initiator polymer</term>
<term>Kinetics</term>
<term>Macroinitiator</term>
<term>Macroinitiators</term>
<term>Macromol</term>
<term>Macromol symp</term>
<term>Macromolecule</term>
<term>Matyjaszewski</term>
<term>Methyl</term>
<term>Methyl methacrylate copolymer</term>
<term>Methyl protons</term>
<term>Model initiator</term>
<term>Molar</term>
<term>Molar masses</term>
<term>Molar ratio</term>
<term>Molecular weight</term>
<term>Nano3</term>
<term>Nouvel</term>
<term>Petroleum ether</term>
<term>Pmma</term>
<term>Pmma chains</term>
<term>Pmma grafts</term>
<term>Pmma homopolymer</term>
<term>Polydispersity index</term>
<term>Polym</term>
<term>Polym chem</term>
<term>Polymer</term>
<term>Polymer chemistry</term>
<term>Polymer science</term>
<term>Polysaccharide</term>
<term>Preparation</term>
<term>Priming activity</term>
<term>Radical polymerization</term>
<term>Room temperature</term>
<term>Same conditions</term>
<term>Second step</term>
<term>Solution polymerization</term>
<term>Transfer reactions</term>
<term>Weight fraction</term>
</keywords>
<keywords scheme="Pascal" xml:lang="fr">
<term>Activité amorceur</term>
<term>Bromure acyle</term>
<term>Copolymère greffé</term>
<term>Dextran</term>
<term>Dextrane copolymère greffé</term>
<term>Déprotection</term>
<term>Dérivé du dextrane</term>
<term>Désacétylation</term>
<term>Estérification</term>
<term>Etude expérimentale</term>
<term>Greffage</term>
<term>Modification chimique</term>
<term>Méthacrylate de méthyle copolymère</term>
<term>Polymère amorceur</term>
<term>Polymère amphiphile</term>
<term>Polymère brome</term>
<term>Polymérisation solution</term>
<term>Polymérisation transfert atome</term>
<term>Préparation</term>
</keywords>
<keywords scheme="Teeft" xml:lang="en">
<term>Acetate group</term>
<term>Acetate groups</term>
<term>Acetylated</term>
<term>Acetylated dextran</term>
<term>Acetylation</term>
<term>Atom transfer</term>
<term>Atrp</term>
<term>Bibb</term>
<term>Biomacromolecules</term>
<term>Bromide</term>
<term>Cdcl3</term>
<term>Chem</term>
<term>Cleavage</term>
<term>Copolymer</term>
<term>Deacetylation</term>
<term>Deionized water</term>
<term>Dellacherie</term>
<term>Deprotection</term>
<term>Dexac</term>
<term>Dexacbr</term>
<term>Dextran</term>
<term>Dextran backbone</term>
<term>Dextran chain</term>
<term>Dextran glycopolymers</term>
<term>Dextran stability</term>
<term>Dmso</term>
<term>Dupayage</term>
<term>Ebibr</term>
<term>Ester bond</term>
<term>Glucosidic</term>
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<term>Graft</term>
<term>Haddleton</term>
<term>Initial dextran</term>
<term>Initiator</term>
<term>Initiator group</term>
<term>Initiator groups</term>
<term>Kinetics</term>
<term>Macroinitiator</term>
<term>Macroinitiators</term>
<term>Macromol</term>
<term>Macromol symp</term>
<term>Macromolecule</term>
<term>Matyjaszewski</term>
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<term>Methyl protons</term>
<term>Model initiator</term>
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<term>Molar masses</term>
<term>Molar ratio</term>
<term>Molecular weight</term>
<term>Nano3</term>
<term>Nouvel</term>
<term>Petroleum ether</term>
<term>Pmma</term>
<term>Pmma chains</term>
<term>Pmma grafts</term>
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<term>Polydispersity index</term>
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<term>Radical polymerization</term>
<term>Room temperature</term>
<term>Same conditions</term>
<term>Second step</term>
<term>Transfer reactions</term>
<term>Weight fraction</term>
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<front>
<div type="abstract" xml:lang="en">The four‐step synthesis of amphiphilic glycopolymers associating dextran as backbone and poly(methyl methacrylate) (PMMA) as grafts is reported, using the “grafting from” strategy. In the first step, the dextran OH functions were partially acetylated. The second step consisted in linking initiator groups by reaction of 2‐bromoisobutyryl bromide (BiBB) with the unprotected OH functions. Third, the atom transfer radical polymerization (ATRP) of methyl methacrylate was carried out in DMSO from the resulting dextran derivative used as a macroinitiator. Finally, the cleavage of the acetate groups led to the expected glycopolymers. Careful attention was given both to the copolymer structure and the control of polymerization. PMMA grafts were analyzed by SEC‐MALLS after their deliberate cleavage from the backbone to evidence a controlled polymerization. Moreover, the mildness of the final deprotection conditions was proved to ensure acetate cleavage without either degrading dextran backbone and PMMA grafts or cleaving grafts from dextran backbone. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 7606–7620, 2008</div>
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