Novel dyestuff polymers were successfully obtained through oxidative polymerization technique. The synthesized Schiff base and its polymer were soluble in alkaline aqueous medium and they have various colors in different solutions. Also, it can be said that the synthesized compounds are suitable as coloring agent (dyestuff) for textile applications. Fluorescence properties of the compounds were determined in DMF with different concentrations (mg/L). Poly-tris(4-aminophenyl)methanol (P-TAPM) has quite high emission and excitation intensity values. Optical and electrochemical band gaps of the polymers were lower than those of the monomers indicating the more conjugated structure of the polymers. The oxidized states of the novel dyestuff compounds were examined by cyclic voltammetry (CV) technique. The solid state conductivity measurements showed that the synthesized polymers were semiconductors when exposed to the iodine vapour their conductivities could be increased. P-TAPM had the highest undoped conductivity. Thermal characterizations of the synthesized compounds were carried out by TG-DTA and DSC methods.