Polyamides (PAs) containing fluorene, oxy-ether, and diphenyl-silane moieties in the repeating unit were synthesized in > 85% yield by direct polycondesation between a diamine and four dicarboxylic acids. Alternatively, one PA was synthesized from an acid dichloride. The diamine 4-[4-[9-[4-(4-aminophenoxy)-3-methyl-phenyl]fluoren-9-yl]-2-methyl-phenoxy]aniline (3) was obtained from the corresponding dinitro compound, which was synthesized by nucleophilic aromatic halogen displacement from p-chloronitrobenzene and 9,9-bis (4-hydroxy-3-methyl-phenyl)fluorene (1). Monomers and polymers were characterized by FTIR and (1)H, (13)C, and (29)Si-NMR spectroscopy and the results were in agreement with the proposed structures. PAs showed inherent viscosity values between 0.14 and 0.43 dL/g, indicative of low molecular weight species, probably of oligomeric nature. The glass transition temperature (T(g)) values were observed in the 188-211 degrees C range by DSC analysis. Thermal decomposition temperature (TDT(10%)) values were above 400 degrees C due to the presence of the aromatic rings in the diamine. All PAs showed good transparency in the visible region (>88% at 400 nm) due to the incorporation of the fluorene moiety. (C) 2010 Wiley Periodicals, Inc. J Appl Polym Sci 120: 2381-2389, 2011