Two novel N-heterocycle-containing benzotriazole compounds, 5-(5-chloro-2-benzotriazolyl)-6-hydroxy-l,4-dimethyl-3-car- bonitrile-2-pyddone (2) and 4-(5-chloro-2-benzotdazolyl)-5-methyl-2-phenyl-3-pyrazolone (4...Two novel N-heterocycle-containing benzotriazole compounds, 5-(5-chloro-2-benzotriazolyl)-6-hydroxy-l,4-dimethyl-3-car- bonitrile-2-pyddone (2) and 4-(5-chloro-2-benzotdazolyl)-5-methyl-2-phenyl-3-pyrazolone (4), were synthesized from reactant 4- chloro-2-nitroaniline via diazotization, azo coupling, reductive cyclization and acidification. Their structures were confirmed by Fr-IR, 1H NMR, mass spectroscopy and elemental analysis. Their spectral properties were investigated and compared with that of a common commercial benzotriazole UV absorber Tinuvin 326. It is found that the novel N-heterocycle-containing benzotriazole compounds exhibit sharp single peak in the range of 280-400 nm and have much higher molar extinction coefficients than that of Tinuvin 326. Their anti-UV protection properties on polyester fabric were also evaluated and compound 4 was much superior to compound 2 due to its higher exhaustion.展开更多
基金supported by the National Natural Science Foundation of China(Nos.21106135 and 51173168)Zhejiang Provincial Natural Science Foundation of China(Nos.Y4090227 and Y5080021)Zhejiang Provincial Key Innovation Team(No.2010R50038)
文摘Two novel N-heterocycle-containing benzotriazole compounds, 5-(5-chloro-2-benzotriazolyl)-6-hydroxy-l,4-dimethyl-3-car- bonitrile-2-pyddone (2) and 4-(5-chloro-2-benzotdazolyl)-5-methyl-2-phenyl-3-pyrazolone (4), were synthesized from reactant 4- chloro-2-nitroaniline via diazotization, azo coupling, reductive cyclization and acidification. Their structures were confirmed by Fr-IR, 1H NMR, mass spectroscopy and elemental analysis. Their spectral properties were investigated and compared with that of a common commercial benzotriazole UV absorber Tinuvin 326. It is found that the novel N-heterocycle-containing benzotriazole compounds exhibit sharp single peak in the range of 280-400 nm and have much higher molar extinction coefficients than that of Tinuvin 326. Their anti-UV protection properties on polyester fabric were also evaluated and compound 4 was much superior to compound 2 due to its higher exhaustion.