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Preparation and characterization of novel polyurethanes containing 4,4′-{oxy-1,4-diphenyl bis(nitromethylidine)}diphenol schiff base diol



Four novel segmented polyurethanes (PUs) based on4,4′-{oxy-1,4-diphenyl bis(nitromethylidine)}diphenol (ODBNMD) diol with different diisocyanates such as 4,4′-diphenylmethane diisocyanate, toluene 2,4-diisocyanate, isophorone diisocyanate, and hexamethylene diisocyanate have been prepared by solution method. The structures of ODBNMD and PUs have been confirmed by Fourier transform infrared (FTIR), nuclear magnetic resonance (1H-NMR and 13C-NMR), UV-visible, and fluorescence spectroscopies. The segmented PUs were further characterized by thermogravimetry (TGA), differential scanning calorimetry (DSC), and wide-angle X-ray diffraction. FTIR confirmed hydrogen bonding interactions, whereas TGA and DSC suggested that introduction of aromatic/phenyl ring in the main chain considerably increased the thermal stability. POLYM. ENG. SCI., 54:24–32, 2014. © 2013 Society of Plastics Engineers