The oxidative polycondensation of 2-methylquinolin-8-ol (2-MQ) has been accomplished by using H2O2 oxidant in aqueous alkaline medium. Optimum reaction conditions of the oxidative polycondensation and the main parameters of the process were established. At optimum reaction conditions, yield of the products was found to be 32.0%. The structures of the obtained monomer and oligomer were confirmed by FT-IR, UV-vis, H-1-NMR, C-13-NMR and elemental analysis. The characterization was made by TG-DTA, using size exclusion chromatography (SEC) and solubility tests. The FT-IR, H-1-NMR and C-13-NMR data shows that the polymerization proceeded by the C-C coupling of ortho and para positions according to -OH group of 2-MQ. The molecular weight distribution values of the product were determined by SEC. The number-average molecular weight (M-n), weight-average molecular weight (M-w) and polydispersity index (PDI) values of O-2-MQ were found to be 1980, 3312 and 1.681 for H2O2 oxidants, respectively. Thermal analysis results of O-2-MQ demonstrated to be stability against thermal decomposition. Thermal analyses of 2-MQ-Cd, 2-MQ-Co, 2-MQ-Cu, 2-MQ-Zn, O-2-MQ-Cd, O-2-MQ-Co, O-2-MQ-Cu, and O-2-MQ-Zn monomer/oligomer-metal complex compounds were investigated in a N-2 atmosphere between 15-1000 degrees C.