Poly-4-[(pyridin-2-yl-imino)methyl]benzene-1,3-diol (P-4-PIMBD) was synthesized via the oxidative polycondensation reaction by using sodium hypo chloride (NaOCl) oxidant in an aqueous alkaline medium at 70 o C. The yield of the polymer was found to be 68 %. The structures of the compounds were confirmed by FT-IR, UV-Vis, 1 H-NMR and 13 C-NMR and elemental analysis. The synthesized compounds were characterized by TGA-DTA and solubility tests. 1 H and 13 C NMR data shows that the polymerization proceeded by the CC coupling of ortho and para positions according to-OH groups of 4-[(pyridin-2-ylimino)methyl]benzene-1,3-diol (4-PIMBD). According to size exclusion chromatography (SEC) measurements, the number-average molecular weight (Mn), weight-average molecular weight (Mw) and polydispersity index (PDI) values of P-4-PIMBD were found as 9400, 12800 g mol-1 and 1.362, respectively. The polymer-metal complex compounds were synthesized with acetates salts of Cd, Co, Cu, Zn and Ni. Thermal analyses of these metal-complex compounds investigated in N2 atmosphere between 15-1000 °C. Also, FT-IR spectra and electrical conductivities of polymer-metal complexes were measured by four-point technique.