Fluorene-based poly(imino ketone)s (PIKF) were designed and synthesized by reacting 1,4-Bis-(4-bromobenzoyl)-benzene and 9,9-bis(3-R-4-aminophenyl)fluorine (R: H, CH3 or F). The structures of the resulting polymers were characterized by FT-IR, 1H NMR spectroscopy and elemental analysis. The thermo and optical properties of PIKF were evaluated. Good solubility of PIKF in ordinary organic solvents such as THF and chloroform was confirmed. PIKF were amorphous at room temperature. No phase transition except for Tg was confirmed in the DSC analysis. PIKF displayed a high glass transition temperature (Tg > 215 °C) in comparison with commercially available poly(ether ether ketone) (PEEK Tg = 169 °C). The UV-vis absorption spectrum of polymers exhibited two absorption peaks around 271 nm and 369 nm; The fluorescence spectrum of the PIKF-1, 2 and PIKF-3 showed a maximum emission wavelength at 502 nm and 491 nm, respectively. These optical properties were probably related to the cardo structure of the fluorene moiety placed on the main chain.