<正>The oxidative polycondensation reaction conditions of 4-m-tolylazomethinephenol （4-TAMP） in the presence of air O2 and NaOCl as oxidants were studied in an aqueous alkaline medium between 50 and 90℃. The structures of the obtained monomer and oligomer were confirmed by FT-IR

UV-Vis

1H- and 13C-NMR and elemental analysis techniques. The physical characterization was made by TG-DTA

size exclusion chromatography （SEC） and solubility tests. At the optimum reaction conditions

the yield of oligo-4-m-tolylazomethinephenol （O-4-TAMP） was found to be 62.50% （for air O2 oxidant） and 90.0% （for NaOCl oxidant）

respectively. According to the SEC analysis

the number-average molecular weight （Mn）

weight-average molecular weight （Mw） and polydispersity index （PDI） values of O-4-TAMP were found to be 2310

2610 g mol-1 and 1.13

respectively

using air O2

and 1390

1710 g mol-1 and 1.23

using NaOCl

respectively. According to TG-DTA analyses

O-4-TAMP was more stable than 4-TAMP against thermal decomposition. The weight losses of 4-TAMP and O-4-TAMP were found to be 68% and 58% at 1000℃. Electrical conductivity of the O-4-TAMP was measured

showing that the polymer is a typical semiconductor. Electrochemically

the highest occupied molecular orbital （HOMO）

the lowest unoccupied molecular orbital （LUMO） and electrochemical energy gaps （E’g） for 4-TAMP are -5.96

-3.22 and 2.74 eV

respectively. The HOMO

LUMO and （E’g） for O-4-TAMP are -5.78

-3.44 and 2.34 eV

respectively. According to UV-Vis measurements

optical band gaps （Eg） of 4-TAMP and O-4-TAMP were found to be 3.45 and 3.10 eV

respectively.