Issue 9, 2002

Synthesis and electrochemical study of a tetra(ester thiophene)calix[4]arene: ionic recognition and electropolymerisation behaviour

Abstract

An electropolymerisable tetra ester calix[4]arene derivative 1 bearing four thiophene units appended at the lower rim has been synthesised. The oxidative behaviour and the ability of 1 to recognise alkaline and ammonium cations in acetonitrile solution was examined by cyclic voltammetry. The data are interpreted on the basis of the electroactivity of the four thiophene moieties as well as the electroactivity of the 2,6-disubstituted aryl ether moieties of 1. Electrochemical homopolymerisation of 1 was achieved but produced electrochemically unstable films. Electrochemical copolymerisation of 1 with 3-methylthiophene (3-MeT) was investigated. The [3-MeT]/[1] ratio was observed to influence the electrochemical stability and recognition ability for sodium cations of the resulting films.

Graphical abstract: Synthesis and electrochemical study of a tetra(ester thiophene)calix[4]arene: ionic recognition and electropolymerisation behaviour

Article information

Article type
Paper
Submitted
30 Apr 2002
Accepted
30 May 2002
First published
16 Jul 2002

J. Mater. Chem., 2002,12, 2665-2670

Synthesis and electrochemical study of a tetra(ester thiophene)calix[4]arene: ionic recognition and electropolymerisation behaviour

A. Pailleret, D. W. M. Arrigan, J. K. Browne and M. Anthony McKervey, J. Mater. Chem., 2002, 12, 2665 DOI: 10.1039/B204155C

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