Synthesis, crystal structure and photoluminescent behaviors of 3-(1H-benzotriazol-1-yl)-4-methyl-benzo[7,8]coumarin
- 作者：Tianzhi Yu ; Yuling Zhao ; Xiansheng Ding ; Duowang Fan ; Long Qian ; Wenkui Dong
- 关键词：Synthesis ; Crystal structure ; Photoluminescence ; Coumarin derivative ; UV– ; vis spectrum
- 刊名：Journal of Photochemistry and Photobiology A ; Chemistry
- 出版年：2007
- 期刊代码：66_10106030
- 类别：ch
- 出版时间：20 May 2007
- 卷：188
- 期：2-3
- 页码：245-251
- 文件大小：679 K
摘要
A novel coumarin derivative containing an electron-transporting moiety (benzotriazole), 3-(1H-benzotriazol-1-yl)-4-methyl-benzo[7,8]coumarin (BMBC), was synthesized and characterized by element analysis, 1H NMR, FT-IR and UV–vis absorption spectra, TG-DTA and single crystal X-ray crystallography. Crystallographic data reveal a dihedral angle of 60.4° between the benzocoumarin and benzotriazole rings, which is attributed to the spatial hindrance of a 4-positioned methyl group. The photoluminescent behaviors of BMBC doped in PMMA were discussed. The compound exhibits a strong blue emission under ultraviolet light excitation. The ground-state geometries, the lowest energy transition and the UV–vis spectrum of BMBC have been studied with density functional theory (DFT) and time-dependent density functional theory (TD-DFT) at B3LYP/6-31G(d) level, showing that the calculation outcomes are in good agreement with experimental data.