The optimum reaction conditions of the oxidative polycondensation of 2-(thien-2-yl-methylene)aminophenol (2-TMAP) has been accomplished by using air O2

H2O2 and NaOCl oxidants in an aqueous alkaline medium between 20°C and 90°C. The structures of the monomer and oligomer were confirmed by FT-IR

UV-Vis

1H-NMR and 13C-NMR and elemental analysis. TGA-DTA

size exclusion chromatography (SEC) techniques and solubility tests were applied for characterization. The 1H-NMR and 13C-NMR data show that the polymerization proceeded with C―C and C―O―C coupling system from ortho and para positions and oxyphenylene. The number-average molecular weight (Mn)

weight-average molecular weight (Mw) and polydispersity index (PDI) values of oligo[2-(thien-2-yl-methylene)aminophenol] (O-2-TMAP) were determined with SEC measurements. Thermal analyses of oligomer-metal complex compounds of O-2-TMAP with Cd+2

Co+2

Cu+2

Zn+2

Fe+2

Zr+4

Ni+2 and Pb+2 ions were investigated in N2 atmosphere in the temperature range of 15 1000°C. The highest occupied molecular orbital and the lowest unoccupied molecular orbital of monomer and oligomer were determined from the onset potentials for n-doping and p-doping

respectively. Optical band gaps (Eg) of 2-TMAP and O-2-TMAP and oligomer-metal complex compounds determined according to UV-Vis measurements. Also

electrical conductivities of O-2-TMAP and its metal complexes measured with four-point probe technique.