In this study, the novel Schiff base monomers were synthesized by condensation reactions. Then, these monomers were converted to poly(azomethine-ether)s by oxidative polycondensation (OP) reactions in an aqueous alkaline medium. The structural characterizations of compounds were carried out by FT-IR, NMR, and size exclusion chromatography (SEC). According to the SEC analysis, the calculated number-average molecular weight (M-n), weight average molecular weight (M-w), and polydispersity index values of P-2 and P-4 were found to be 17,500gmol(-1), 24,400gmol(-1), and 1.39; and 18,700gmol(-1), 25,600gmol(-1), and 1.36, respectively. The HOMO-LUMO energy levels, electrochemical (E-g'), and optical (E-g) band gaps of polymers were calculated from cyclic voltammetry (CV) and UV-vis measurements, respectively. CV was used to determine the electrochemical oxidation-reduction characteristics of polymers. Thermal characterizations of compounds were made by using TG-DTA and DSC techniques. According to TG analysis, polymers with higher initial degradation temperatures (T-on) than those of their monomers indicate that the synthesized polyphenols have higher thermal stabilities than their monomer species.