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三苯基咪唑共轭Schiff碱的合成及其光学性能

         

摘要

联苯甲酰、对硝基苯甲醛和乙酸铵在冰乙酸介质中经缩合反应制得2-(4-硝基苯基)-4,5-二苯基咪唑(1);1经铁粉还原制得2-(4-氨基苯基)-4,5-二苯基咪唑(2);2与4-二甲氨基苯甲醛经缩合反应合成了一种具有D-π-A结构的新型三苯基咪唑Schiff碱(3),其结构经1H NMR,13C NMR,IR和MS(ESI)表征.利用紫外-可见吸收光谱和荧光光谱研究了3在不同溶剂中的光物理行为.结果表明:3的最大吸收峰位于311~332 nm和378~380 nm,荧光发射峰位于433~436 nm和457~461 nm.由于具有D-π-A结构,3表现出明显的扭曲分子内电荷转移现象.%The reaction of 4-nitrobenzaldehyde with benzil in the presence of ammonium acetate affor-ded 2-(4-nitrophenyl)-4,5-diphenylimidazole(1), which was reduced by iron powder to afford 2-(4-aminophenyl)-4,5-diphenylimidazole (2).A novel D-π-A structural triphenylimidazole conjugated Schiff base(3) was synthesized by condensation reactions of 2 with 4-dimethylaminobenzaldehyde .The structure was characterized by 1H NMR, 13C NMR, IR and MS(ESI).UV-Vis and fluorescence spec-tra of 3 in different solution were investigated .The results indicated that the maximum UV-Vis absorp-tion peaks for 3 locate at 311~332 nm and 378~380 nm, and the fluorescence emission peaks locate at 433~436 nm and 457~461 nm, respectively .3 showed obvious twisted internal charge transfer ( TICT) due to the donor-π-acceptor structures .

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