About: The oxidation of aniline with p-benzoquinone and its impact on the preparation of the conducting polymer, polyaniline     Goto   Sponge   NotDistinct   Permalink

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  • The reaction between aniline and p-benzoquinone in an aqueous solution of methanesulfonic acid (MSA) yields 2,5-dianilino-p-benzoquinone. It forms salts with MSA, which are conducting, the maximum conductivity being 2.6 104 S cm1 when the preparation was carried out in 5 M MSA. After deprotonation to the base form, the conductivity was reduced to 1013 S cm1. Paramagnetic centres (1.0 107 mol mg1) have been detected in the salt by electron paramagnetic resonance and their concentration was correspondingly reduced after the conversion to the base. The molecular structure was analysed by infrared spectroscopy and confirmed by laser-desorption-ionization mass spectrometry. The formation of polyaniline in this reaction was ruled out on the basis of chromatographic methods and UV–visible spectra. The impact of this reaction on the preparation of polyaniline, where p-benzoquinone is produced and 2,5-dianilino-p-benzoquinone may represent a major by-product, is discussed.
  • The reaction between aniline and p-benzoquinone in an aqueous solution of methanesulfonic acid (MSA) yields 2,5-dianilino-p-benzoquinone. It forms salts with MSA, which are conducting, the maximum conductivity being 2.6 104 S cm1 when the preparation was carried out in 5 M MSA. After deprotonation to the base form, the conductivity was reduced to 1013 S cm1. Paramagnetic centres (1.0 107 mol mg1) have been detected in the salt by electron paramagnetic resonance and their concentration was correspondingly reduced after the conversion to the base. The molecular structure was analysed by infrared spectroscopy and confirmed by laser-desorption-ionization mass spectrometry. The formation of polyaniline in this reaction was ruled out on the basis of chromatographic methods and UV–visible spectra. The impact of this reaction on the preparation of polyaniline, where p-benzoquinone is produced and 2,5-dianilino-p-benzoquinone may represent a major by-product, is discussed. (en)
Title
  • The oxidation of aniline with p-benzoquinone and its impact on the preparation of the conducting polymer, polyaniline
  • The oxidation of aniline with p-benzoquinone and its impact on the preparation of the conducting polymer, polyaniline (en)
skos:prefLabel
  • The oxidation of aniline with p-benzoquinone and its impact on the preparation of the conducting polymer, polyaniline
  • The oxidation of aniline with p-benzoquinone and its impact on the preparation of the conducting polymer, polyaniline (en)
skos:notation
  • RIV/61389013:_____/14:00427487!RIV15-GA0-61389013
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  • I, P(GA13-00270S)
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  • June
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  • 35526
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  • RIV/61389013:_____/14:00427487
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  • aniline; p-benzoquinone; 2,5-dianilino-p-benzoquinone (en)
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  • CH - Švýcarská konfederace
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  • [A7AF171BF7A5]
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  • Synthetic Metals
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  • 192
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  • Horský, Jiří
  • Stejskal, Jaroslav
  • Trchová, Miroslava
  • Walterová, Zuzana
  • Pilař, Jan
  • Bober, Patrycja
http://linked.open...ain/vavai/riv/wos
  • 000336473900010
issn
  • 0379-6779
number of pages
http://bibframe.org/vocab/doi
  • 10.1016/j.synthmet.2014.03.014
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