Spectroelectrochemical studies of poly(N-methylaniline) formation, redox behaviour and degradation. A comparison with polyaniline (original) (raw)

Electrochimica Acta

Abstract

Spectroelectrochemical methods, in-situ Fourier Transform Infrared (FTIR) and Differential Electrochemical Mass Spectroscopy (DEMS), are used to study the formation of poly(N-methylaniline) (PNMANI) by anodic oxidation of N-methylaniline (NMANI). The methods are used to elucidate the structural changes during redox switching of PNMANI and the nature of the degradation products of PNMANI produced during electrochemical oxidation. The results are discussed in comparison with those previously reported for aniline. The early stages of NMANI oxidation leads to the formation of dimers by head-to-tail coupling (product = N,N'-dimethyl-4-aminodiphenylamine, DMADA) and tail-to-tail coupling (product = N,N'-dimethylbenzidine, DMBz). It seems that, when N-methylaniline is oxidized, it is formed more tail-to-tail dimer than in the case of aniline, due to steric and electronic effects of the N-substituent methyl groups. The head-to-tail dimer (DAMADA) is irreversibly adsorbed on the elec...

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