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, 1
H-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.