Catalytic oxidative polymerization (OP) of 4,4'-(fluorene-9,9-di-yl) diphenol (FDP), possessing both phenol and fluorene rings in its structure, was carried out in different organic solvents. Schiff base polymer-copper (II) complex and hydrogen peroxide were used as a catalyst and an oxidizing agent, respectively. The structure of poly (4,4'-(fluorene-9,9-di-yl) diphenol) (PFDP) was confirmed by UV-vis, FT-IR, NMR spectroscopies. Further characterization was conducted by means of thermogravimetric analysis (TGA), DSC, XRD, scanning electron microscopy (SEM), cyclic voltammetry (CV), and conductivity measurements. PFDP showed the optical band gap of 3.09 eV, the emission maximum at 335 nm, and the HOMO level of -5.75 eV. Copyright (C) 2010 John Wiley & Sons, Ltd.