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新型羟基苯基苯并咪唑类衍生物的合成及其光谱性质研究
引用本文:赵振,欧阳杰,侯晅,王博威,李瑞基,翟大鹏,孙志英.新型羟基苯基苯并咪唑类衍生物的合成及其光谱性质研究[J].信息记录材料,2012,13(6):9-15.
作者姓名:赵振  欧阳杰  侯晅  王博威  李瑞基  翟大鹏  孙志英
作者单位:1. 天津理工大学化学化工学院,天津,300384
2. 中国乐凯胶片集团公司技术推进部,保定,071054
基金项目:国家自然科学基金,天津市自然科学基金
摘    要:合成了8个具有不同结构的羟基苯基苯并咪唑类荧光化合物,通过1 H NMR,IR对其进行了结构表征,并研究了它们在甲醇溶液中的光谱性质及取代基对光谱性质的影响。该类化合物的荧光量子产率在0.006~0.75之间,Stokes位移大(>117nm)。实验结果表明,化合物上所连取代基的性质对其光谱有显著影响,具有推电子基团的羟基苯基苯并咪唑类化合物在光激发下出现荧光双发射峰,而具有吸电子基团的化合物在光激发下仅出现激发态质子转移荧光发射峰,表现出Stokes位移大和荧光量子产率高的优点。

关 键 词:苯并咪唑  荧光光谱  激发态质子转移  斯托克斯位移  荧光量子产率

Synthesis and Spectrocospic Properties of Novel 2-(2 ,-Hydroxyphenyl) Benzimidazole Derivatives
ZHAO Zhen , OUYANG Jie , HOU Xuan , WANG Bo-wei , LI Rui-ji , ZHAI Da-peng , SUN Zhi-ying.Synthesis and Spectrocospic Properties of Novel 2-(2 ,-Hydroxyphenyl) Benzimidazole Derivatives[J].Information Recording Materials,2012,13(6):9-15.
Authors:ZHAO Zhen  OUYANG Jie  HOU Xuan  WANG Bo-wei  LI Rui-ji  ZHAI Da-peng  SUN Zhi-ying
Affiliation:1.School of Chemistry and Chemical Engineering,Tianjin University of Technology,Tianjin 300384,China; 2.China Lucky Film Group co.,Baoding 071054,China)
Abstract:A series of 2-(2,-hydroxyphenyl) benzimidazole derivatives with different substituents were synthesized,and their structure were confirmed by 1H NMR and IR.The spectroscopic properties of their solution in methanol were investigated.These compounds exhibit high quantum yield(the maximum is 0.75) and large stokes shift(> 117nm,in methanol).Furthermore,the property of substituents has significantly influence on their fluorescence properties.Generally,benzimidazole derivatives with electron-donating group show normal emission and tautomer emission in the excited state,while that with electron-withdrawing group only show tautomer emission.
Keywords:benzimidazole  fluorescence spectrum  ESIPT  stokes shift  quantum yields
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