Voltammetric investigation of new polythiophene derivatives possessing electrochemically cleavable arylsulfonamide groups as precursors for solid phase electrosynthesis

被引:12
作者
Dubey, S [1 ]
Fabre, B [1 ]
Marchand, G [1 ]
Pilard, JF [1 ]
Simonet, J [1 ]
机构
[1] Univ Rennes 1, UMR 6510 CNRS, Lab Electrochim Mol & Macromol, F-35042 Rennes, France
来源
JOURNAL OF ELECTROANALYTICAL CHEMISTRY | 1999年 / 477卷 / 02期
关键词
polythiophene; sulfonamide; cleavage; cyclic voltammetry;
D O I
10.1016/S0022-0728(99)00395-2
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
New thiophene derivatives substituted by electrochemically cleavable sulfonamide groups have been synthesised and their electrochemical behaviour has been investigated in acetonitrile. The anodic oxidation of phenyl (I)- and naphthyl (II)sulfonamide-substituted thiophenes yielded corresponding polymer films exhibiting p- and n-doping processes. The cathodic cleavage of the S-N bond grafted to the polymer backbone was performed by applying a potential lower than - 2.5 V (versus Ag \ 10(-1) M Ag+) to the polymer. The efficiency of this solid-state electrochemical reaction was found to be strongly lowered when the him thickness was increased. It was demonstrated that the decrease of this parameter was less important when a copolymer electroformed from II or a phenylsulfonamide-substituted terthiophene (III) was involved. The recycling properties of this type of material were illustrated by the grafting of an aminoferrocene moiety after the cathodic cleavage step to poly(II-co-3-methylthiophene). (C) 1999 Elsevier Science S.A. All rights reserved.
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页码:121 / 129
页数:9
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