SG1-based alkoxyamine bearing a N-succinimidyl ester:: A versatile tool for advanced polymer synthesis

被引:96
作者
Vinas, Jerome [1 ,2 ,3 ,4 ]
Chagneux, Nelly [1 ,2 ,3 ]
Gigmes, Didier [1 ,2 ,3 ]
Trimaille, Thomas [1 ,2 ,3 ]
Favier, Arnaud [1 ,2 ,3 ]
Bertin, Denis [1 ,2 ,3 ]
机构
[1] Univ Aix Marseille 1, CNRS, Lab Chim Provence, UMR 6264,Equipe Chim Radicalaire Organ & Polymere, F-13397 Marseille 20, France
[2] Univ Aix Marseille 2, CNRS, Lab Chim Provence, UMR 6264,Equipe Chim Radicalaire Organ & Polymere, F-13397 Marseille 20, France
[3] Univ Aix Marseille 3, CNRS, Lab Chim Provence, UMR 6264,Equipe Chim Radicalaire Organ & Polymere, F-13397 Marseille 20, France
[4] CEA Saclay, Lab Leon Brillouin, F-91191 Gif Sur Yvette, France
关键词
polymer functionalization; block copolymers; nitroxide mediated polymerization;
D O I
10.1016/j.polymer.2008.06.017
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
This paper reports the preparation of a MAMA-SG1 (BlocBuilder (TM)) derived alkoxyamine bearing a N-succinimidyl (NHS) ester group 1, valuable for functional and advanced polymer synthesis. This alkoxyamine was exploited following two strategies: (i) a post-functionalization approach based on the transformation of alpha-NHS chain ends of polymers previously obtained by nitroxide mediated polymerization (NMP) from I (path A) and (ii) a pre-functionalization approach based on the functionalization of alkoxyamine 1 prior to NMP (path B). Path A was demonstrated by derivatization of a-NHS functionalized polystyrenes with ethanolamine, yielding hydroxyl-functionalized polystyrenes. Path B was illustrated by two examples: first, a OH functional alkoxyamine initiator, prepared by reaction of I with ethanolamine, was used for the synthesis of polystyrene-b-poly(D,L-lactide) by combining NMP and ring-opening polymerization. Secondly, a poly(propylene oxide)-SG 1 macroalkoxyamine, obtained from reaction of 1 with NH2-functionalized poly(propylene oxide), was used as a macroinitiator for NMP of styrene to obtain a PS-b-PPO block copolymer. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3639 / 3647
页数:9
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