Synthesis and Characterization of the New Pyridine-Containing Poly(azomethine-urethane)s: The Effect of Methyl Substituent as Electron-Donating Group on Some Physical Properties

In this study, a series of pyridine-ring based poly(azomethine-urethane)s were synthesized to investigate the effect of electron-donating group on some physical properties such as thermal stability, optical, and electrochemical properties. For this reason, firstly the Schiff bases were synthesized using amino-methyl pyridines (2-amino-3-methyl pyridine, 2-amino-4-methyl pyridine, and 2-amino-6-methyl pyridine) with 2,4-dihydroxy benzaldehyde by the condensation reaction. Then, these Schiff bases were converted to poly(azomethine-urethane) derivatives via step-polymerization reaction. Secondly, structural characterizations were carried out by FTIR, NMR, and UV-Vis. Cyclic voltammetry was used to determine the electrochemical oxidation-reduction characteristics. Optical properties were investigated by UV-vis and fluorescence analyses. Thermal properties were clarified by TG-DTA and DSC techniques. The molecular weight distributions of polymer were determined by size exclusion chromatography. (C) 2013 Society of Plastics Engineers