In this study, Schiff base was synthesized from the condensation reaction of 3,5-diaminobenzoic acid, 4,4-diaminobenzanilide, vanillin with 4-hydroxybenzaldehyde. Then, Schiff bases polymers were synthesized via oxidative polycondensation method in the presence of catalyst (polymer-metal complex) in organic solvent. Schiff base polymers were compared to the ones which were previously polymerized without catalyst. The structures of synthesized monomers and polymers were determined by FT-IR, NMR, SEC and SEM analyses; the optical characteristics by UV-Vis and fluorescence spectroscopy methods, solid state conductivity measurements by four-point probe technique, the electrochemical properties by CV analysis, thermal behaviors by TG-DTA and DSC measurements were effectively determined. Depending on the synthetic method of polymer, structural change, optical, electrochemical and thermal differences were measured. Availability of these polymers in the production of light-emitting diode, electronic-optoelectronic and thermal resistant materials was explored.