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Please use this identifier to cite or link to this item: http://hdl.handle.net/1942/2156

Title: Poly(p-phenylene vinylene) derivatives with ester- and carboxy-functionalized substituents: a versatile platform towards polar functionalized conjugated polymers
Authors: VAN SEVEREN, Ineke
LUTSEN, Laurence
CLEIJ, Thomas
Issue Date: 2005
Citation: POLYMER, 46(15). p. 5466-5475
Abstract: A polar functionalized poly(p-phenylene vinylene) (PPV) derivative, ester containing poly(1,4-(2-(pentyloxy-5-carboxy methylester)-5-methoxyphenylene)vinylene), has been prepared via the sulfinyl precursor route. Subsequently, the carboxylic acid containing poly(1,4-(2(5-carboxypentyloxy)-5-methoxyphenylene)vinylene) is readily obtained by the basic hydrolysis of the ester side groups. This carboxylic acid substituted polymer exhibits significantly improved optical properties as compared to previously reported similar polymers. To obtain polar functionalized PPV derivatives with more complex tailored substituents a versatile novel approach is presented based on the Mitsunobu reaction conditions via a post-polymerization functionalization of the carboxylic acid side groups. Using these reaction conditions substituents containing various ester groups, i.e. 4-nitrobenzyl, 2-nitrobenzyl, 5-(methyl)furfural and 3-N,N-dimethylamino-1-propane, have been covalently attached to the phenylene ring. Analytical data of the functionalized polymers are consistent with a quantitative functional group substitution. The results demonstrate that the employed functionalization method allows for the introduction of a large variety of polar substituents in a straightforward manner. (c) 2005 Elsevier Ltd. All rights reserved.
Notes: Limburgs Univ Ctr, IMO, Div Chem, B-3590 Diepenbeek, Belgium. IMEC, Div IMOMEC, B-3590 Diepenbeek, Belgium.Cleij, TJ, Limburgs Univ Ctr, IMO, Div Chem, Univ Campus,Bldg D, B-3590 Diepenbeek, Belgium.thomas.cleij@luc.ac.be
URI: http://hdl.handle.net/1942/2156
DOI: 10.1016/j.polymer.2005.05.001
ISI #: 000230374400005
ISSN: 0032-3861
Category: A1
Type: Journal Contribution
Validation: ecoom, 2006
Appears in Collections: Research publications

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