取代基对3,3′-(1,4-苯撑)双(2-苯基丙烯腈)荧光性质的影响  

Substituent Effects on Fluorescence Properties of 3,3′-(1,4-phenylene)bis(2-phenylacrylonitrile)

作　　者：唐琳 李仙鸽 吴璇 李巧 王恩举[1] TANG Lin;LI Xian′ge;WU Xuan;LI Qiao;WANG Enju(College of Chemistry and Chemical Engineering,Hainan Normal University,Haikou 571158,China)

机构地区：[1]海南师范大学化学与化工学院,海南海口571158

出　　处：《海南师范大学学报（自然科学版）》2022年第1期39-43,共5页Journal of Hainan Normal University（Natural Science）

基　　金：海南省大学生创新训练计划项目(RC2100004699)。

摘　　要：探索聚集诱导发光(AIE)与分子结构的关系对理解AIE机理和设计AIE材料至关重要。本文合成了2个具有对称结构的腈基二苯乙烯衍生物:3,3'-(1,4-苯撑)双(2-(对硝基苯基)丙烯腈)(BCS-NO_(2))和3,3'-(1,4-苯撑)双(2-(对氨基苯基)丙烯腈)(BCS-NH_(2)),旨在研究不同取代基对腈基二芳基乙烯荧光性质的影响。BCS-NO_(2)具有典型的AIE活性,但结构相似的BCS-NH_(2)却表现出聚集导致猝灭(ACQ)性质。通过研究BCS-NH_(2)的荧光光谱对溶剂极性的依赖关系,发现BCS-NH_(2)具有很强的分子内电荷转移性质,这意味着它具有强共轭和刚性平面分子构型。但BCSNO_(2)分子的共轭程度小,具有柔性结构。因此,不同取代基决定了分子的共轭程度和分子构型,并导致不同的聚集态荧光特征。It is crucial for the understanding of the aggregation-induced emission(AIE)mechanisms and the design of AIE materials to explore the relationship between AIE and molecular structure.Herein,two cyanostilbene derivatives with symmetrical structure,3,3′-(1,4-phenylene)bis(2-(p-nitrophenyl)acrylonitrile)(BCS-NO_(2))and 3,3′-(1,4-phenylene)bis(2-(p-aminophenyl)acrylonitrile)(BCS-NH_(2))were synthesized for the study of the substituent effects on their fluorescence properties.BCS-NO_(2) showed AIE property,yet structurally similar BCS-NH_(2) exhibited aggregation-caused quenching characteristics.The solvent-dependent fluorescence spectra of BCS-NH_(2) illustrated its intramolecular charge transfer char⁃acteristic which indicates the strong conjugation effect and the rigid plane molecular geometry.Nevertheless,BCS-NO_(2) prescented a flexible molecular structure due to its lower conjugation extent.Hence,the different substitution groups lead to the different conjugation extent,the different molecular geometry,and the different fluorescence property in aggregative states.

关 键 词：聚集诱导发光 聚集导致猝灭 刚性平面结构 共轭效应 取代效应 

分 类 号：O661.1[理学—分析化学]