Synthesis of soluble and thermally stable polyimides from 3,5-diamino-N-(4-(8-quinolinoxy) phenyl) aniline and various dianhydrides



Three novel polyimides (PIs) having pendent 4-(quinolin-8-yloxy) aniline group were prepared by polycondensation of a new diamine with commercially available tetracarboxylic dianhydrides, such as pyromellitic dianhydride, 3,3′,4,4′-benzophenone tetracarboxylic dianhydride, and bicyclo[2.2.2]-oct-7-ene-2,3,5,6-tetracarboxylic dianhydride. These PIs were characterized by FTIR, 1H NMR, and elemental analysis; they had high yields with inherent viscosities in the range of 0.4–0.5 dl g−1, and exhibited excellent solubility in many organic solvents such as N,N-dimethyl acetamide, N,N′-dimethyl formamide, N-methyl pyrrolidone (NMP), dimethyl sulfoxide, and pyridine. These PIs exhibited glass transition temperatures (Tg) between 250 and 325° C. Their initial decomposition temperatures (Ti) ranged between 270 and 450°C, and 10% weight loss temperature (T10) up to 500°C with 68% char yield at 600°C under nitrogen atmosphere. Transparent and hard polymer films were obtained via casting from their NMP solutions. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2011