Voltammetric investigation of new polythiophene derivatives possessing electrochemically cleavable arylsulfonamide groups as precursors for solid phase electrosynthesis
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作者:
Dubey, S
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Univ Rennes 1, UMR 6510 CNRS, Lab Electrochim Mol & Macromol, F-35042 Rennes, FranceUniv Rennes 1, UMR 6510 CNRS, Lab Electrochim Mol & Macromol, F-35042 Rennes, France
Dubey, S
[1
]
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Fabre, B
[1
]
Marchand, G
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Univ Rennes 1, UMR 6510 CNRS, Lab Electrochim Mol & Macromol, F-35042 Rennes, FranceUniv Rennes 1, UMR 6510 CNRS, Lab Electrochim Mol & Macromol, F-35042 Rennes, France
Marchand, G
[1
]
Pilard, JF
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Univ Rennes 1, UMR 6510 CNRS, Lab Electrochim Mol & Macromol, F-35042 Rennes, FranceUniv Rennes 1, UMR 6510 CNRS, Lab Electrochim Mol & Macromol, F-35042 Rennes, France
Pilard, JF
[1
]
Simonet, J
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Univ Rennes 1, UMR 6510 CNRS, Lab Electrochim Mol & Macromol, F-35042 Rennes, FranceUniv Rennes 1, UMR 6510 CNRS, Lab Electrochim Mol & Macromol, F-35042 Rennes, France
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
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1999年
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477卷
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02期
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.