A new symmetrical diamine monomer containing dioxypyrimidine and two diaryl imidazole bulky pendent group was synthesized by the nucleophilic substitution reaction of 4,6 dihydroxy pyrimidine with the synthesized 2-(2-chloro-5- nitrophenyl)-4,5-diphenyl-1H-imidazole (I). A series of novel fluorescent imidazole-containing polyamides (PAs) with inherent viscosities of 0.52–0.78 dL/g was prepared by direct polycondensation of the diamine with various dicarboxylic acids. These PAs were readily soluble in many organic solvents and could be solution-cast into tough and flexible films. The PAs exhibited glass transition temperatures (Tg)s between 202 and 260 °C, and 10% weight loss temperatures in the range of 345–470 °C in air. In addition, three novel polyimides (PIs) with inherent viscosities of 0.38–0.56 dL/g were prepared by addition reaction of the diamine with commercially available tetracarboxylic dianhydrides and subsequent chemical imidization. The PIs exhibited good solubility in polar solvents such as NMP. These polymers exhibited Tgs in the range of 237–285 °C and their 10% weight-loss temperatures varied from 440 to 520 °C.
