Synthesis and Characterization of Soluble Polyimides from 1,1-Bis(4-aminophenyl)cyclohexane Derivatives

Abstract

A series of novel aromatic diamines (1−3) containing kinked cyclohexylidene moieties was synthesized by a reaction of excess aniline and corresponding methyl-substituted cyclohexanone derivatives. The structures of (1−3) were identifield by 1H NMR, 13C NMR, and FT-IR. The polymers were synthesized from the obtained diamines and various aromatic dianhydrides by the conventional polycondensation reaction followed by chemical imidization as well as high-temperature one-step polymerization. The inherent viscosities and weight-average molecular weights of the resulting polyimides were in the ranges of 0.55−1.58 dL/g and (7.4−15.2) × 104 g/mol, respectively. The prepared polyimides showed excellent thermal stabilities and good solubility. All polymers were readily soluble in common organic solvents such as tetrahydrofuran, chloroform, tetrachloroethane, etc., and the glass transition temperatures were observed at 290−372 °C.