Synthesis and characterization of novel aromatic poly(ester amide)s containing pendant trifluoromethylphenoxy groups

Abstract

AbstractA new diamine monomer, 1,4‐bis(4‐aminophenoxycarbonyl)‐2‐(4‐trifluoromethylphenoxy)benzene containing the trifluoromethyl and ester groups, was prepared from 2‐(4‐trifluoromethylphenoxy)terephthalyol chloride and 4‐nitrophenol in two steps. Then, a series of novel aromatic poly(ester amide)s containing pendant trifluoromethylphenoxy groups with inherent viscosities of 0.51–1.14 dL/g have been prepared by low‐temperature solution polycondensation from this diamine with various aromatic diacid chlorides. All the poly(ester amide)s are amorphous and readily soluble in many organic solvents such as N,N‐dimethylacetamide (DMAC) and dimethyl sulfoxide. Tough and flexible polymer films cast from DMAc solutions have tensile strengths of 89–114 MPa, elongations at break of 5.8–8.8%, and initial moduli of 2.2–3.2 GPa. These poly(ester amide)s show glass transition temperatures between 166 and 256°C, 10% weight loss temperatures ranging from 395 to 445°C, and char yields higher of 46–56% at 800°C in nitrogen, and also exhibit low dielectric constants ranging from 3.31 to 3.52 (1 MHz), and high transparency with an ultraviolet–visible absorption cut‐off wavelength in the 362–380 nm range. © 2012 Wiley Periodicals, Inc. J Appl Polym Sci, 2012