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- Title
Conducting materials prepared by the oxidation of p-phenylenediamine with p-benzoquinone.
- Authors
Stejskal, Jaroslav; Trchová, Miroslava; Morávková, Zuzana; Bober, Patrycja; Bláha, Michal; Pfleger, Jiří; Magdziarz, Przemysław; Prokeš, Jan; Havlicek, Marek; Sariciftci, Niyazi; Sperlich, Andreas; Dyakonov, Vladimir; Zujovic, Zoran
- Abstract
p-Phenylenediamine was oxidized with p-benzoquinone in the aqueous solutions of methanesulfonic acid (MSA). The conductivity of the products increased with increasing concentration of MSA from 1.5 × 10 S cm in 0.1 M MSA up to 3.4 × 10 S cm in 5 M MSA. The low-molecular-weight products are basically composed of one p-benzoquinone and two p-phenylenediamine molecules. Their molecular structure is discussed on the basis of mass, Fourier-transform infrared, Raman, NMR and electron paramagnetic resonance (EPR) spectroscopies. The formation of 2,5-di( p-phenylenediamine)- p-benzoquinone protonated with methanesulfonic acid best complies with the information provided by spectroscopic techniques. Its conversion to hydroquinone tautomer explains the formation of unpaired spins observed by EPR and their potential contribution to the conduction.
- Subjects
PHENYL compounds; HYDROQUINONE; SULFONIC acids; AMINES; BENZENE compound synthesis
- Publication
Journal of Solid State Electrochemistry, 2015, Vol 19, Issue 9, p2653
- ISSN
1432-8488
- Publication type
Article
- DOI
10.1007/s10008-015-2838-3