A new diamine monomer containing fluorene unit, 3,5-diamino-N-(9H-fluoren-2-yl)benzamide was successfully synthesized via the condensation of 2-aminofluorene and 3,5-dinitrobenzoyl chloride and subsequent reduction of the dinitro compound. A series of novel aromatic polyimides having pendent fluorenamide moieties were prepared from the reaction of the diamine monomer and various tetracarboxylic dianhydrides by a conventional two-step polymerization process. The polyimides were obtained in quantitative yields with inherent viscosities of 0.33-0.44 dl/g. The resulting polymers dissolved in N-methyl-2-pyrrolidinone, N,N-dimethylacetamide, N, N-dimethylformamide, and dimethyl sulfoxide. The glass transition temperature of these polymers was in the range of 261-289°C. They were fairly stable up to a temperature around 450°C and lost 10% weight in the range of 498-556°C in nitrogen. The UV-vis absorption spectra showed that all of the polymers had absorption maxima around 320 nm. Cyclic voltammograms of the polyimides revealed an oxidation wave with a peak around 1.3 V.

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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 21 . The resulting polymers dissolved in N-methyl-2-pyrrolidinone, N,N-dimethylacetamide, N,Ndimethylformamide, 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,