Synthesis and properties of polyimides derived from 1,7‐bis(4‐aminophenoxy)naphthalene and aromatic tetracarboxylic dianhydrides

The novel diamine, 1,7‐bis(4‐aminophenoxy)naphthalene (1,7‐BAPON), was synthesized and used to prepared polyimides. 1,7‐BAPON was synthesized through the nucleophilic displacement of 1,7‐dihydroxynaphthalene withp‐fluoronitrobenzene in the presence of K2CO3followed by catalytic‐reduction. Polyimides were prepared from 1,7‐BAPON and various aromatic tetracarboxylic dianhydrides by the usual two‐step procedure that included ring‐opening polyaddition to give poly(amic acid)s, followed by cyclodehydration to polyimides. The poly(amic acid)s had inherent viscosities of 0.74‐2.48 dL/g. Most of the polyimides formed tough, creasible films. These polyimides had glass transition temperatures between 247–278°C and their 10% weight loss temperatures were recorded in the range of 515–575°C in nitrogen atmosphere.