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.

Materiais para cátodos de baterias secundárias de lítio

“…Devido ao crescente interesse em compostos contendo DMcT, vários estudos fundamentais vêm sendo desenvolvidos no intuito de investigar os detalhes da interação entre o DMcT e a cadeia polimérica [152][153][154][155][156][157] .…”

Geometrical and crystal structures, optical absorption and device characterization of N-(5-{[antipyrinyl-hydrazono]-cyanomethyl}-[1,3,4]thiadiazol-2-yl)-benzamide

“…The triazole-thiadiazole compounds possess good conjugated plane, rigid structure and various coordination sites, are theoretically suitably used as the organic ligand of the rare earth luminescent complexes [16]. Thiadiazole ring systems are extensively studied due to their properties with respect to versatile biological activities including antibacterial, antifungal, anticancer, antitubercular, and analgesic activities [17,18], and have been widely investigated for applications as bioactive compounds, lubricant additives, corrosion inhibitors, polymercross-linkers, cathode components of battery schemes and other potential applications [19][20][21].…”

Synthesis and characterization of some novel ruthenium(II) complexes containing thiolate ligands

“…N-heterocyclic thiones containing thioamide group are intriguing ligands in coordination chemistry, since these can adopt versatile coordination modes using exocyclic sulfur and endocyclic nitrogen donors (Scheme 1) [3][4][5][6]. Mercapto-substituted thiadiazoles exist in thiol and thione tautomeric forms.…”