ORGANOSOLUBLE, THERMALLY STABLE POLYAMIDES CONTAINING SULFONE AND SULFIDE UNITS

A new diamine containing sulfone, sulfide and amide groups was synthesized via a three-step reaction process. The nucleophilic substitution reaction of 4-aminothiophenol with 4-nitrobenzoyl chloride in the presence of propylene oxide (PO) afforded N-(4-mercaptophenyl)-4-nitrobenzamide (MPNB). The catalytic reduction of the nitro group in MPNB to amino group was accomplished by using Pd/C and hydrazine monohydrate to produce 4-amino-N-(4-mercapto phenyl) benzamide (AMPB). Reaction of two moles of AMPB with bis(4-chlorophenyl) sulfone in the presence of K2CO3 resulted in preparation of a sulfone sulfide amide diamine (SSAD). The precursors and final monomer were characterized by FTIR, H-1-NMR and elemental analysis. Polycondensation reactions of the prepared diamine with different commercially available diacid chlorides resulted in the preparation of novel polyamides that were characterized by FTIR, HNMR and elemental analysis. The physical and thermal properties of them such as inherent viscosity, solubility, thermal behavior and thermal stability were studied.