Spectroscopic evidence for intermediate species formed during aniline polymerization and polyaniline degradation

Physical Chemistry Chemical Physics : PCCP
G A PlanesC A Barbero

Abstract

Spectroscopic methods are used to investigate the formation of low molecular mass intermediates during aniline (ANI) oxidation and polyaniline (PANI) degradation. Studying ANI anodic oxidation by in situ Fourier transform infrared spectroscopy (FTIRS) it is possible to obtain, for the first time, spectroscopic evidence for ANI dimers produced by head-to-tail (4-aminodiphenylamine, 4ADA) and tail-to-tail (benzidine, BZ) coupling of ANI cation radicals. The 4ADA dimer is adsorbed on the electrode surface during polymerization, as proved by cyclic voltammetry of thin PANI films and its infrared spectrum. This method also allows, with the help of computational simulations, to assign characteristic vibration frequencies for the different oxidation states of PANI. The presence of 4ADA retained inside thin polymer layers is established too. On the other hand, FTIRS demonstrates that the electrochemically promoted degradation of PANI renders p-benzoquinone as its main product. This compound, retained inside the film, is apparent in the cyclic voltammogram in the same potential region previously observed for 4ADA dimer. Therefore, applying in situ FTIRS is possible to distinguish between different chemical species (4ADA or p-benzoquinon...Continue Reading

References

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Nov 7, 2001·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·L D ClaxtonK T Chung
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Citations

May 19, 2017·Physical Chemistry Chemical Physics : PCCP·Ji XingYe Song
Mar 13, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Guoshen YangNobuhiro Kumada
Nov 20, 2014·Nanotechnology·Silvestre Bongiovanni AbelCesar A Barbero
Aug 5, 2017·Chemické Zvesti·Gordana Ćirić-MarjanovićPeter Walde
Feb 23, 2019·Nano Letters·Evangelina PensaStefan A Maier

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