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A new triptycene-containing dicarboxylic acid monomer was successfully synthesized by refluxing the diamine, bis(4-aminophenoxy)phenyl triptycene with trimellitic anhydride in glacial acetic anhydride. A series of novel thermally stable poly(ester-imide)s were prepared from dicarboxylic acid, bis(4-trimellitimido phenoxy)phenyl triptycene with various diols by the direct polycondensation. The polymers were obtained in quantitative yields with inherent viscosities of 0.27–0.74 dL g−1. The resulting polymers dissolved in N-methyl-2-pyrrolidinone, N,N-dimethylacetamide, N,N-dimethylformamide, dimethyl sulfoxide, and pyridine. These polymers were fairly stable up to a temperature >450°C and lost 10% weight in the range of 477°C and 575°C in nitrogen. The UV–V is absorption spectra revealed that most of the polymers had absorption maxima around 310 and 341 nm. POLYM. ENG. SCI., 54:2252–2257, 2014. © 2013 Society of Plastics Engineers