含联苯-1,3,4-噁二唑V形有机荧光化合物的合成和性能研究  

V-shaped organic fluorescent compound containing biphenyl-1,3,4-oxadiazole:synthesis and performance study

作　　者：赵宝华[1] 徐超 夏艳[1] 李东风[1] ZHAO Bao-hua;XU Chao;XIA Yan;LI Dong-feng(Colledge of Chemistry and Life Science,Changchun University of Technology,Changchun 130012,China)

机构地区：[1]长春工业大学化学与生命科学学院,吉林长春130012

出　　处：《分子科学学报》2023年第2期173-178,共6页Journal of Molecular Science

基　　金：吉林省科技厅项目(20180201029SF)。

摘　　要：本文设计并成功地合成了一系列以二甲基硅为中心,联苯基取代的1,3,4-噁二唑为荧光团的V形对称分子.所有目标产物均通过核磁共振(NMR)、红外光谱(IR)和基质辅助激光解吸电离飞行时间质谱(MALDI-TOF-MS)等进行了表征,较为详细地对这些化合物的光物理性质进行了研究.实验结果表明,目标分子的V形结构能够有效的减弱聚集态下分子间π-π堆积,从而限制了聚集诱导淬灭现象(ACQ)的发生.更为重要的是该系列化合物不仅可以在溶液中发射强的蓝色荧光,而且在固态和薄膜中同样能发射强的蓝色荧光.此外,目标化合物还表现出优异的热稳定性,分解温度全都高于350℃.从以上所得到的结果可以看出所合成的荧光化合物是有希望的蓝光材料.Traditional fluorescent molecules play an extremely important role in the fields of optoelec-tronic functional devices,fluorescent probes,and biological imaging.However,most of these mole-cules show strong fluorescence emission in dilute solution,but emit weak or even quenched fluores-cence at high concentration or solid state,which is called"aggregation-induced quenching"(ACQ).ACQ is an unfavorable photophysical effect,which limits the practical application of fluorescent molecules.In order to improve the luminous efficiency of organic fluorescent molecules in the aggregate state,various physical,chemical and engineering methods have been tried.Among them,academician Tang Ben-zhong and his colleagues have made a major breakthrough in their research.They first discovered that silole derivatives do not emit light in dilute solutions,but still maintain high fluorescence emission in the aggregate state.This phenomenon is defined as"aggregation induced emission"(AIE).The light-emitting molecule with AIE characteristics fundamentally overcomes the problem of ACQ,so it has aroused great research interest.A large number of molecules with AIE effect have been synthesized,and their emission wavelengths have covered the entire ultraviolet-visible light band,and have extended to the near-infrared region.AIE materials have shown extremely high application value in the fields of cell and tissue imaging,chemical sensing,force stimulus response,and optoelectronic devices.In this paper,we designed and successfully synthesized a series of V-shaped symmetric molecules with dimethylsilyl as the center and 1,3,4-oxadiazole substituted with biphenyl as the fluorophore.All target products were fully characterized by NMR,IR and MALDI-TOF-MS.The photophysical properties of these compounds were studied in more detail.The experimental results showed that the V-shaped structure of the target molecule could effectively reduce the intermolecularπ-πstacking in the aggregate state,thereby limiting the occurrence of ACQ.More importantly,this

关 键 词：1 3 4-噁二唑 V形结构 热稳定性 荧光材料 电子传输材料 

分 类 号：O626[理学—有机化学]