9,10-二(N-苯基吲哚-3-乙烯基)蒽的合成及聚集诱导荧光和压致荧光变色性质

Synthesis,Aggregation-induced Emission and Piezofluorochromic Properties of 9,10-Bis(N-phenylindole-3-vinyl)anthracene

通过简单的Wittig反应合成了一个荧光化合物9,10-二(N-苯基吲哚-3-乙烯基)蒽(IA-Ph);通过核磁共振和质谱对其结构进行了确认;利用荧光发射光谱和紫外吸收光谱对其光物理性质进行了表征.结果表明,化合物IA-Ph兼具聚集诱导荧光(AIE)和压致荧光变色性质,在相同浓度下,该化合物在THF/H_(2)O(体积比1∶9)混合溶液中的荧光强度比在纯四氢呋喃(THF)溶液中增加了12倍,具有明显的AIE效应.通过简单而有效的机械力研磨,化合物可以从初始的发绿光转变为研磨后的橙红光,光谱红移约68 nm;而且在加热或溶剂熏蒸条件下,化合物的颜色可以回复到起始的绿光,具有完全可逆性.

A fluorescent compound 9,10-bis(N-phenylindole-3-vinyl)anthracene(IA-Ph)was obtained by a simple Wittig reaction.The structure of IA-Ph was confirmed by nuclear magnetic resonance and mass spectrometry.The photophysical properties of IA-Ph were characterized by fluorescence emission spectrum and ultraviolet absorption spectrum.It was found that IA-Ph has both aggregation-induced fluorescence(AIE)and piezofluorochromic(PFC)properties.Compared with the fluorescence intensity in pure tetrahydrofuran(THF)solution,the fluorescence intensity of IA-Ph in the mixed solution with V(THF)∶V(H_(2)O)=1∶9 was increased by 12 times,showing an obvious AIE effect.By simple mechanical grinding,the compound could be transformed from initial green light to an orange-red light with a spectral red shift of 68 nm.Under various external stimuli,the compound IA-Ph could change reversibly between green and orange-red fluorescence.