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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.