J. Ramsey, P. Kovacic
1969
Citations
0
Influential Citations
7
Citations
Journal
Journal of Polymer Science Part A
Abstract
2,5-Dichlorothiophene was polymerized to a solid in 93% yield on treatment with aluminum chloride–cupric chloride in carbon disulfide under mild conditions. The product is believed to be poly-5-chloro-2,3-thienylene on the basis of elemental analysis and infrared and NMR spectral data. Hydrogen chloride was collected in 90% of the theoretical amount. Dimer- and tetramer-type fractions were isolated from the polymer. 2,3,5-Trichlorothiophene underwent an analogous transformation in trichlorobenzene at 90–100°C. Polythienylenes coupled through the 2,3-positions have not been reported previously. The net effect of the reaction is nuclear coupling by dehydrohalogenation. We believe that the mechanism involves cationic polymerization accompanied by loss of hydrogen chloride. 2-Chlorothiophene and thiophene gave products of complex make-up.