Linear polythioesters. XII. Products of polycondensation some isomeric di(mercaptomethyl)trimethylbenzenes with isophthaloyl and terephthaloyl chlorides

Abstract

New polythioesters by interfacial polycondensation of 4,6-di(mercaptomethyl)-1,2,3-trimethyl-benzene, 3,5-di(mercaptomethyl)-1,2,4-trimethylbenzene, and 2,4-di(mercaptomethyl)-1,3,5-trimethylbenzene with isophthaloyl and terephthaloyl chlorides were obtained. Polycondensation was carried out under the same conditions as established earlier as optimum for synthesis of polythioesters from 2,5-di(mercaptomethyl)-1,4-dimethylbenzene and isophthaloyl chloride. The conditions of polycondensation were as follows: the organic phase benzene/hexane, ratio of aqueous to organic phase 1:1, presence of 100% excess of NaOH as hydrogen chloride acceptor, temperature of reaction 15°C, little excess of acid dichloride with addition time of 8 min, catalyst benzyltriethylammonium chloride. Yield, reduced viscosity and molecular weight for reaction products have been found. The structure of all polythioesters was determined from elemental analysis, infrared (IR) spectra and x-ray analysis. Thermal properties were defined from the curves of thermogravimetric analysis. Some mechanical and electrical properties of the polythioesters obtained from di(mercaptomethyl)-trimethylbenzenes and isophthaloyl chloride were determined.