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Reactive groups on polymer coated electrodes, 7. New electrogenerated electroactive polythiophenes with different protected carboxyl groups
Author(s) -
Li Guangtao,
Koßmehl Gerhard,
Welzel HansPeter,
Engelmann Gunnar,
Hunnius WolfDietrich,
Plieth Waldfried,
Zhu Hesun
Publication year - 1998
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/(sici)1521-3935(19980401)199:4<525::aid-macp525>3.0.co;2-9
Subject(s) - polythiophene , monomer , electrochromism , polymer , polymer chemistry , thiophene , electrochemistry , materials science , chemistry , conductive polymer , oligomer , polymerization , electrode , organic chemistry
By the protection of the carboxyl group of 3‐thiopheneacetic acid with differently substituted benzyl groups a series of new thiophene derivatives were synthesized. While 3‐thiopheneacetic acid is not electropolymerizable, the new obtained monomers can be easily electrooxidized to form stable electroactive polymers. The electrochemical characterizations show that the substitution of the benzyl groups exerts little effect on the electropolymerization process and that the obtained polymers exhibit the typical properties of polythiophene derivatives, e. g., redox behavior and electrochromism. SEM studies show that all synthesized monomers possess a very good film formability and the resulting polymers exhibit a rather compact and homogeneous morphology on the Pt electrodes also containing scattered particles. Using p ‐nitrobenzyl‐protected polymer as an illustrative example, it was demonstrated that the used protecting group can be easily split off in the solid state and the desired reactive carboxyl group can be produced on the polymer surface. Therefor, through the protection of the carboxyl group, the electropolymerization and the following removal of the protecting group, a new type of polymer matrix material with reactive carboxyl groups was simply prepared by using commercially available 3‐thiopheneacetic acid monomer.