Solvent- and concentration-sensitive fluorescence of 2-(3,4,5,6-tetrafluoro-2-hydroxyphenyl)benzoxazole

被引:21
作者
Tanaka, K [1 ]
Deguchi, M [1 ]
Yamaguchi, S [1 ]
Yamada, K [1 ]
Iwata, S [1 ]
机构
[1] Seikei Univ, Fac Engn, Musashino, Tokyo 1808633, Japan
关键词
D O I
10.1002/jhet.5570380118
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-(3,4,5,6-Tetrafluoro-2-hydroxyphenyl)benzoxazole (2) emits the long wavelength fluorescence around 500 nm in nonpolar solvent via the intramolecular proton transfer process in the excited state of 2 (enol-form) and also emits the intermediate wavelength fluorescence around 440 nm in polar solvent, which is assumed to originate from the excited state of 2 (anion). The ease of formation of 2 (anion), compared to 2-(2-hydroxyphenyl)benzoxazole (1), is explained by the strongly inductive fluorine atoms. In a solvent with the intermediate polarity, 2 emits both fluorescences and their relative intensity is dependent on the concentration of 2, which is supposed to be caused by the high sensitivity of the intermediate wavelength emission to the concentration quenching.
引用
收藏
页码:131 / 136
页数:6
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