<,正,>,The oxidative polycondensation reaction conditions of 4-[（4-hydroxybenzylidene）amino]phenol（4-HBAP）were studied with H,2,O,2,air oxygen and NaOCl in an aqueous alkaline medium between 50 and 90℃.The structures of the obtained monomer and polymer were confirmed by FT-IR,UV-Vis,1,H-and ,13,C-NMR and elemental analysis.The characterization was made by TG-DTA,size exclusion chromatography（SEC）and solubility tests.At the optimum reaction conditions,the yield of poly[4-（4-hydroxybenzylidene amino）phenol]（P-4-HBAP）was found to be 48.3%（for H,2,O,2, oxidant）,80.5%（for air O,2, oxidant）and 86.4%（for NaOCl oxidant）.According to the SEC analysis,the number-average molecular weight（M,n,）,weight-average molecular weight（M,w,）and polydispersity index（PDI）values of P-4-HBAP was found to be 8950,10970 g mol,-1, and 1.225,respectively,using H,2,O,2,;and 11610,15190 g mol,-1, and 1.308 respectively, using air O,2, and 7900,9610 g mol,-1, and 1.216,respectively,using NaOCl.According to TG-DTA analyses,P-4-HBAP was more stable than 4-HBAP against thermal decomposition.The weight loss of P-4-HBAP was found to be 49.27% at 1000℃. The highest occupied molecular orbital（HOMO）and the lowest unoccupied molecular orbital（LUMO）values calculated from electrochemical measurement.Electrochemical energy gaps（E′,g,）of 4-HBAP and P-4-HBAP were found to be-5.46, -5.28;-2.26,-2.67;3.20 and 2.61 eV,respectively.According to UV-Vis measurements,optical band gap（E,g,）of 4-HBAP and P-4-HBAP were found to be 3.34 and 3.01 eV,respectively.Also,antimicrobial activities of 4-HBAP and P-4-HBAP were examined against selected some bacteria.The electrical conductivity of the polymer was measured after doping with iodine.