Synthesis, characterization, and thermal degradation of new aromatic poly(azomethine-urethane)s and their polyphenol derivatives

A new polyurethane was synthesized by condensation reaction of 2,4-dihydroxy benzaldehyde (DHB) with methylene-di-p-phenyl-diisocyanate (MDI) under argon atmosphere. The synthesized polyurethane was converted to its poly (azomethine urethane) species (MP-2AP, MP-3AP, and MP4AP) by graft copolymerization reactions with amino phenols (2-amino phenol, 3-amino phenol, and 4-amino phenol). Obtained poly(azomethine urethane) s (PAMUs) were converted to their polyphenol species (P-MP-2AP, P-MP-3AP, and P-MP-4AP) by oxidative polymerization reaction (OP) using NaOCl as the oxidant. The structures of the obtained compounds were confirmed by FT-IR, UV-vis, H-1-NMR, and C-13-NMR techniques. The molecular weight distribution parameters of the synthesized compounds were determined by the size exclusion chromatography (SEC). The synthesized compounds were also characterized by solubility tests, TGDTA, and DSC analyses. Thermal decomposition steps at various temperatures were clarified by FT-IR analyses of degraded products. Fluorescence measurements were carried out in various concentrated DMF solutions to determine the optimum concentrations to obtain the maximal PL intensities.