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Oxidation of pyrrole with p-benzoquinone to semiconducting products and their application in electrorheology

Abstract

Low-molecular-weight organic semiconducting material was prepared by the redox interaction between pyrrole and p-benzoquinone. The reaction between pyrrole and p benzoquinone in aqueous solutions of methanesulfonic acid proceeded smoothly at room temperature. The product with a globular morphology obtained in high yield in 0.1 M methanesulfonic acid had the highest conductivity, 4.6×10−6 S cm−1. On the other hand, the samples prepared in the absence of acid or at its high concentration were non-conducting. EPR spectroscopy confirmed the presence of electronic species as charge carriers responsible for conductivity. Dominating component was proved to be a low-molecular-weight adduct composed of quinhydrone complex and pyrrole molecule. FTIR and Raman spectra were used to discuss molecular structure in detail. Strong electrorheological effect with very fast response time was demonstrated by reproducible increase in the viscosity of suspensions in silicone oil after application of electric field. The effect is discussed with the help of dielectric spectroscopy.

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Publication details

The article was received on 15 Mar 2018, accepted on 30 Apr 2018 and first published on 02 May 2018


Article type: Paper
DOI: 10.1039/C8NJ01283K
Citation: New J. Chem., 2018, Accepted Manuscript
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    Oxidation of pyrrole with p-benzoquinone to semiconducting products and their application in electrorheology

    J. Stejskal, P. Bober, M. Trchova, J. Horsky, Z. Walterova, S. K. Filippov, T. Plachy and M. Mrlík, New J. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8NJ01283K

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