Synthesis and Characterization of Benzotriazole Basis UV Absorbents

• Main Authors: Cheng-WeiChiu, 邱丞偉
• Other Authors: Fu-Yung Huang
• Format: Others
• Language: zh-TW
• Published: 2013
• Online Access: http://ndltd.ncl.edu.tw/handle/04022118528689382628

碩士 === 國立成功大學 === 化學系碩博士班 === 101 === In this research, theoretical study with density functional theory (DFT) method were employed to calculate the absorb range and intensity of 2-(5’-tert-butyl-2’-hydroxylphenyl)benzotriazole and its derivatives first. And then use this starting material to synthesize various derivatives such as 2-(5’-tert-butyl-2’-hydroxy-3’-nitrophenyl) benzotriazole(1), 2-(5’-tert-butyl-2’-methoxyphenyl)benzotriazole (2), 2- (3’-benzoyl-5’-tert-butyl-2’-hydroxyphenyl)benzotriazole (3),2-(3’-benze -nemethanol-2’-hydroxy-phenyl)benzotriazole (4), 2-(3’-benzenemethyl -5’-tertbutyl-2’-hydroxyphenyl)benzotriazole (5), 2-(5’-tert-butyl-2’- hydroxy-3’-methanolphenyl)benzotriazole (6), 2-(3’-aldehyde-5’-tert- butyl-2’-hydroxy-phenyl)benzotriazole (7), 2-[5’-tert-butyl-2’-hydroxy- 3’-(2’-naphthoyl)phenyl]benzotriazole (8), 2-[5’-tert-butyl-2’-hydroxy- 3’-(2’-naphthalenemethanol)phenyl]benzotriazole(9),2-[5’-tert-butyl-2’-hydroxy-3’-(2’-naphthoylmethyl)phenyl] benzotriazole (10). Each of the derivatives was dissolved in chloroform, respectively, to measure the UV absorption. Spectroscopic studues of UV absorption in solution state were also examined. According to the results of UV absorption, it was found compounds who has showed the intra-molecular hydrogen bonding and groups with  conjugation system connecting to the could increase the intensity of UV absorption. And it also found that electron withdrawing group connecting to C3 of the phenyl moiety could promote the intra-molecular hydrogen bonding. Compound (3) was add to Thermoplastic polyurethane to test the protection ability of UV, and the results show that it has great protection ability for UV-A.