Synthesis and characterization of novel organo-soluble poly(ether-imide)s containing bulky moiety of triphenyl methane in the main chain

Abstract

This paper describes the synthesis of novel thermally stable and organo-soluble poly(ether-imide)s (PEIs) by polycondensation reaction of a new synthesized diamine with different dianhydrides. Bis [4-(4-amino phenoxy)-2,5-dimethyl phenyl] paratolyl methane (6) as a new compound containing ether groups and bulky moiety of triphenyl methane was successfully prepared by a three step reaction. First, the diol compound (3) was prepared by a solvent free reaction of 2,5-dimethylphenol (1) with 4-methylbenzaldehyde (2). Then, the diol (3) was converted to dinitro (5) by reaction with 4-fluoronitrobenzene. Finally, dinitro (5) was reducted through the reaction with Pd/C 10 %. The structure of diamine (6) and resulting poly(ether-imide)s (8a-d) confirmed by 1HNMR, FTIR spectroscopy and elemental analysis (CHN). Also the properties of poly(ether-imide)s (8a-d) were investigated by mean of thermal gravimetric analysis (TGA), differantial thermal gravimetric (DTG), differential scanning calorimetry (DSC), solubility tests and inherent viscosity. The resulted polymers show excellent thermal stability, good solubility in aprotic polar solvent and inherent viscosities between 0.37-0.50 dl/g.