A series of the polyurethane materials with different ratios of hydroquinone ether derivatives and bisphenol A glycerolate diacrylate were synthesized using a two-step polymerization procedure. The structures of the obtained polyurethanes were characterized by Fourier transform infrared spectroscopy (FTIR). The influence of the hard segments structure on the thermo-mechanical properties were studied by TGA and stress-strain testing. It was found that with the increase in bisphenol A glycerolate diacrylate content, the new polyurethane materials had improved thermo-mechanical properties, due to the fact that the material develops a crosslinked structure. The durability of the polyurethane films when exposed to ultraviolet radiation was tracked by mechanical behavior and changes in chemical structure. Bisphenol A glycerolate diacrylate-based polyurethane elastomers exhibit improved behavior under UV radiation exposure compared with conventional polyurethanes that are chain-extended with butanediol.