Polysulfoximine: A Novel Sulfur-Based Polymer for High Performance Engineering Plastics

Abstract

First polysulfoximine was synthesized and characterized. 4-Phenoxybenzenesulfonimidoyl chloride was prepared by the reaction of 4-phenoxybenzenesulfinyl chloride with anhydrous chloramine T. Acid-catalyzed polycondensation of the sulfonimidoyl chloride with 10% of anhydrous ferric chloride in nitrobenzene at 120°C for 48 h afforded 80% yield of polysulfoximine having tosyl group at the nitrogen atom (NTs derivative). The spectral characteristics of the NTs derivative suggested occurrence of the regioselective polycondenstion. The NTs derivative was treated with conc. sulfuric acid followed by neutralization with sodium hydroxide to give corresponding “free” polysulfoximine having hydrogen atom at the nitrogen atom (NH derivative) in 80% conversion. Benzylated derivative (NBz derivative) was obtained by benzylation of the NH derivative with benzyl chloride. Thermal properties of these polysulfoximines were examined.