Synthesis of Bis(amine anhydride)s for Novel High Tgs and Organosoluble Poly(amine imide)s by Palladium-Catalyzed Amination of 4-Chlorophthalide Anhydride

摘要: Two novel bis(amine anhydride)s, N,N-bis(3,4-dicarboxyphenyl)aniline dianhydride (I) and N,N-bis(3,4-dicarboxyphenyl)-p-tert-butylaniline (II), were synthesized from the palladium-catalyzed amination reaction of N-methyl-protected 4-chlorophthalic anhydride with arylamines, followed by alkaline hydrolysis intermediate bis(amine−phthalimide)s subsequent dehydration resulting tetraacids. The X-ray structures I II determined. obtained monomers reacted various aromatic diamines to produce a series polyimides. Because incorporation bulky, propeller-shaped triphenylamine units along polymer backbone, all polyimides exhibited good solubility in many aprotic solvents while maintaining their high thermal properties. These polymers had glass transition temperatures range 298−408 °C. Thermogravimetric analysis showed that stable, 10% weight loss recorded above 525 °C nitrogen. tough polyme...