Synthesis And Properties Of S-triazine Light Stabilizers Containing Hindered Amines

Light stabilizers as a class of weather resistance additives have been widely used in such areas as plastics, synthetic rubber, synthetic fibers, inks, dyes, paints, pigments et al. In recent years, the development of light stabilizer has become a popular research area, more research is beginning to focus on such prospective areas as nanometer technology, relatively high molecular weight, water-soluble studies, grafted with polymer and mixed use as well as multifunction of light stabilizer.In this paper, several kinds of light stabilizers containing structure of hindered amine were synthesized with multifunction as the entry point and cyanuric chloride as the starting material after alkylation, etherification and transesterification processes. Firstly, a class of 2,4-diaryl-6-[2-hydroxy-4-(piperidinylxycarbonylmethoxy)phenyl]-1,3,5-triazine was synthesized with reference to many literatures, a more appropriate synthetic route was selected and each step was optimized initially, thus four classes of light stabilizers containing structure of 2,4-diaryl-6-[2-hydroxy-4-(piperidinylxycarbonylmethoxy)phenyl]-1,3,5-triazine (1C,2C,3C,4C), and the total yield was 46.7%,43.5%,53.3%,48.2%, respectively. The structures were characterized and the thermal and the light stability was tested as well. The results show that the UV absorption wavelength and the molar extinction coefficient of light stabilizers did not changed significantly after the introduction of hindered amine groups, while the thermal stability was decreased slightly and light stability was enhanced apparently. In order to synthesize new triazine light stabilizers with two hindered amine groups, parent structure of 2-phenyl-4,6-(2,4-hydroxyphenyl)-1,3,5-triazine was prepared with cyanuric chloride as the starting material through reactions of Grignard, coupling and alkylation, then two new light stabilizers(â…£a,â…£b) with structure of 2-phenyl-4,6-di[2-hydroxy-4-(piperidinyloxyl carbonylmethoxyl) phenyl]-1,3,5-triazine were synthesized by process of etherification and thansesterification, and the total yield was 37.6% and 38.1%, respectively. The structures were characterized and the thermal and the light stability was tested also. This two compounds have stronger ultraviolet absorption than Tiuvin-1577 at 270-400nm.They have similar capability to 2,4-diaryl-6-[2-hydroxyl-4-(piperidin-4- yloxycarbonylmethoxy)phenyl]-1.3.5-triazine by light ageing experiment and thermogravimetric analysis.They are bifunctional new triazine light stabllizers.