An investigation of the effect of pyridine derivatives on the oxidative polymerization process of 2,5-dimercapto-1,3,4-thiadiazole and its disulfide dimer

Eiichi Shouji, Daniel Buttry

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36 Citations (Scopus)

Abstract

The effects of pyridine and several derivatives (3-chloropyridine and lutidine) on the redox reactions of 2,5-dimercapto-1,3,4-thiadiazole (DMcT) and the disulfide dimer of DMcT have been examined using cyclic voltammetry and UV - vis spectroscopy. In the presence of these bases, the oxidative coupling reactions of DMcT and its disulfide dimer to give a disulfide-containing polymer are facilitated, presumably due to proton-transfer processes with the bases. The potentials at which the oxidative polymerization and reductive depolymerization occur in the presence and absence of such proton transfer reagents are discussed. Also, it is observed that the oxidation of DMcT is facilitated in the presence of DMSO or NMP. The relevance of these results to the possible use of DMcT/polyaniline composite materials as a cathode material in secondary lithium batteries is discussed, especially with regard to the potentials at which the various redox processes can occur.

Original languageEnglish (US)
Pages (from-to)1444-1449
Number of pages6
JournalJournal of Physical Chemistry B
Volume102
Issue number8
StatePublished - Feb 19 1998
Externally publishedYes

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Proton transfer
disulfides
Disulfides
Dimers
Pyridine
pyridines
polymerization
Polymerization
dimers
Derivatives
Depolymerization
Lithium batteries
Redox reactions
Polyaniline
Ultraviolet spectroscopy
Cyclic voltammetry
depolymerization
storage batteries
Cathodes
protons

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Engineering(all)

Cite this

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title = "An investigation of the effect of pyridine derivatives on the oxidative polymerization process of 2,5-dimercapto-1,3,4-thiadiazole and its disulfide dimer",
abstract = "The effects of pyridine and several derivatives (3-chloropyridine and lutidine) on the redox reactions of 2,5-dimercapto-1,3,4-thiadiazole (DMcT) and the disulfide dimer of DMcT have been examined using cyclic voltammetry and UV - vis spectroscopy. In the presence of these bases, the oxidative coupling reactions of DMcT and its disulfide dimer to give a disulfide-containing polymer are facilitated, presumably due to proton-transfer processes with the bases. The potentials at which the oxidative polymerization and reductive depolymerization occur in the presence and absence of such proton transfer reagents are discussed. Also, it is observed that the oxidation of DMcT is facilitated in the presence of DMSO or NMP. The relevance of these results to the possible use of DMcT/polyaniline composite materials as a cathode material in secondary lithium batteries is discussed, especially with regard to the potentials at which the various redox processes can occur.",
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T1 - An investigation of the effect of pyridine derivatives on the oxidative polymerization process of 2,5-dimercapto-1,3,4-thiadiazole and its disulfide dimer

AU - Shouji, Eiichi

AU - Buttry, Daniel

PY - 1998/2/19

Y1 - 1998/2/19

N2 - The effects of pyridine and several derivatives (3-chloropyridine and lutidine) on the redox reactions of 2,5-dimercapto-1,3,4-thiadiazole (DMcT) and the disulfide dimer of DMcT have been examined using cyclic voltammetry and UV - vis spectroscopy. In the presence of these bases, the oxidative coupling reactions of DMcT and its disulfide dimer to give a disulfide-containing polymer are facilitated, presumably due to proton-transfer processes with the bases. The potentials at which the oxidative polymerization and reductive depolymerization occur in the presence and absence of such proton transfer reagents are discussed. Also, it is observed that the oxidation of DMcT is facilitated in the presence of DMSO or NMP. The relevance of these results to the possible use of DMcT/polyaniline composite materials as a cathode material in secondary lithium batteries is discussed, especially with regard to the potentials at which the various redox processes can occur.

AB - The effects of pyridine and several derivatives (3-chloropyridine and lutidine) on the redox reactions of 2,5-dimercapto-1,3,4-thiadiazole (DMcT) and the disulfide dimer of DMcT have been examined using cyclic voltammetry and UV - vis spectroscopy. In the presence of these bases, the oxidative coupling reactions of DMcT and its disulfide dimer to give a disulfide-containing polymer are facilitated, presumably due to proton-transfer processes with the bases. The potentials at which the oxidative polymerization and reductive depolymerization occur in the presence and absence of such proton transfer reagents are discussed. Also, it is observed that the oxidation of DMcT is facilitated in the presence of DMSO or NMP. The relevance of these results to the possible use of DMcT/polyaniline composite materials as a cathode material in secondary lithium batteries is discussed, especially with regard to the potentials at which the various redox processes can occur.

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