Synthesis and characterization of new cardo poly(ether amide)s containing 9(10H)-anthrone units

Abstract

A new aromatic diamine, 10,10-bis[4-(4-aminophenoxy)phenyl]-9(10 H)-anthrone (BAPA) has been synthesized from anthrone via three-step procedure. Direct phosphorylation polycondensation of BAPA with various aromatic dicarboxylic acids produced a series of cardo poly(ether amide)s with inherent viscosities of 0.97–1.29 dL g−1. All the polymers were readily soluble in polar solvents such as N-methyl-2-pyrrolidone, N, N-dimethylacetamide (DMAc), and pyridine at room temperature, and afforded transparent, strong, and flexible films upon casting from DMAc solvent. The resulting poly(ether amide)s had glass transition temperatures of 254–316°C, 10% weight loss temperatures of 495–524°C, and char yields of 55–70% at 800°C in nitrogen. These polymers were amorphous and their films exhibited tensile strengths of 81.6–104.7 MPa, tensile moduli of 1.8–2.4 GPa, and elongations at break of 8–15%.