Synthesis, Structure, and Aggregation-Induced Emission of a Novel Lambda ()-Shaped Pyridinium Salt Based on Tröger's Base
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- 作者：Chun-Xue Yuan ; Xu-Tang Tao ; Yan Ren ; Yang Li ; Jia-Xiang Yang ; Wen-Tao Yu ; Lei Wang ; Min-Hua Jiang
- 刊名：Journal of Physical Chemistry C
- 出版年：2007
- 出版时间：August 30, 2007
- 年：2007
- 卷：111
- 期：34
- 页码：12811 - 12816
- 全文大小：255K
- 年卷期：v.111,no.34(August 30, 2007)
- ISSN：1932-7455
文摘
A novel 
-shaped pyridinium salt 2,8-(6H,12H-5,11-methanodibenzo[b,f]diazocineylene)-di(p-ethenyl-N-methyl-pyridinium) ditosylate (abbreviated as DMDPS) based on Tröger's base was designed, synthesizedand characterized. DMDPS exhibits a typical aggregation-induced emission (AIE) behavior that is virtuallynonemissive in solution but highly luminescent in solid state. The difference between the structure and theoptical properties of DMDPS and 1,4-phenyl-di(p-ethenyl-N-methyl-pyridinium) ditosylate (abbreviated asDPPS) are analyzed and compared. It is concluded that the loose stacking caused by twisted molecularconfiguration could reduce the distance-dependent intermolecular quenching effect to produce intensefluorescence in the aggregation state while the enantiomerization and/or the intramolecular vibrational motionwhich induce the nonradiative deactivation process could cause fluorescence quenching in the solution. As awater-soluble AIE-active material, DMDPS would have potential application in the area of optical andbiological research.
-shaped pyridinium salt 2,8-(6H,12H-5,11-methanodibenzo[b,f]diazocineylene)-di(p-ethenyl-N-methyl-pyridinium) ditosylate (abbreviated as DMDPS) based on Tröger's base was designed, synthesizedand characterized. DMDPS exhibits a typical aggregation-induced emission (AIE) behavior that is virtuallynonemissive in solution but highly luminescent in solid state. The difference between the structure and theoptical properties of DMDPS and 1,4-phenyl-di(p-ethenyl-N-methyl-pyridinium) ditosylate (abbreviated asDPPS) are analyzed and compared. It is concluded that the loose stacking caused by twisted molecularconfiguration could reduce the distance-dependent intermolecular quenching effect to produce intensefluorescence in the aggregation state while the enantiomerization and/or the intramolecular vibrational motionwhich induce the nonradiative deactivation process could cause fluorescence quenching in the solution. As awater-soluble AIE-active material, DMDPS would have potential application in the area of optical andbiological research.