Preparation of block copolymers via diels alder reaction of maleimide- and anthracene-end functionalized polymers

被引:113
作者
Durmaz, H [1 ]
Colakoclu, B [1 ]
Tunca, U [1 ]
Hizal, G [1 ]
机构
[1] Istanbul Tech Univ, Dept Chem, TR-34469 Istanbul, Turkey
关键词
anthracene; atom transfer radical polymerization; diblock copolymer; Diels-Alder reaction; maleimide;
D O I
10.1002/pola.21275
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A number of diblock copolymers were successfully prepared by Diels-Alder reaction, between maleimide- and anthracene-end functionalized poly (methyl methacrylate) (PMMA), polystyrene (PS), poly(tert-butyl acrylate) (PtBA), and poly(ethylene glycol) (PEG) in toluene, at 110 degrees C. For this purpose, 2-bromo-2-methyl-propionic acid 2-(3,5-dioxo-10-oxa-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl)-ethyl ester, 2, 9-anthyrylmethyl 2-bromo-2-methyl propanoate, 3, and 2-bromo-propionic acid 2-(3,5-dioxo-10-oxa-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl)-ethyl ester, 4, were used as initiators in atom transfer radical polymerization, in the presence of Cu(I) salt and pentamethyldiethylenetriamine (PMDETA), at various temperatures. On the other hand, PEG with maleimide- or anthracene-end functionality was achieved by esterification between monohydroxy PEG and succinic acid monoathracen-9-ylmethyl ester, 1, or 4-maleimido-benzoyl chloride. Thus-obtained PMMA-b-PS, PEG-b-PS, PtBA-b-PS, and PMMA-b-PEG block copolymers were characterized by H-1 NMR, UV, and GPC. (c) 2006 Wiley Periodicals, Inc.
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页码:1667 / 1675
页数:9
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