固液态均荧光发射的四苯乙烯基衍生物的合成  

Synthesis of Tetraphenylene Derivativewith Fluorescence Emission in Both Solid and Liquid State

作　　者：李曼 李素婉 陈茂文 刘森坤 江背 张灯青 LI Man;LI Suwan;CHEN Maowen;LIU Senkun;JIANG Bei;ZHANG Dengqing(College of Chemistry and Chemical Engineering,Donghua University,Shanghai 201620,China)

机构地区：[1]东华大学化学与化工学院,上海201620

出　　处：《合成化学》2024年第4期325-331,共7页Chinese Journal of Synthetic Chemistry

基　　金：上海市自然基金资助项目(22ZR1402900)。

摘　　要：为了打破传统荧光材料的聚集荧光淬灭(ACQ)的应用限制,通过共价键连接聚集诱导发光(AIE)分子与平面ACQ分子,可以构建在溶液中和固态下都具有荧光发射特性的化合物。分别通过多步反应合成了带有烷基硫醚的萘酰亚胺衍生物3和连接炔吡啶的四苯乙烯衍生物7。化合物3和化合物7通过酰胺缩合,合成了一种四苯乙烯-萘酰亚胺二联体化合物8,化合物8兼具ACQ和AIE分子的特性。结果表明:溶液状态下化合物8具有蓝色荧光发射,其最大发射峰位于452 nm,固态下为黄绿色荧光,最大发射峰位于487 nm。利用三氟乙酸对其荧光进行调控能够实现CIE色坐标为(0.33,0.32)的单分子白光发射。To break the application limitations of aggregation-caused quenching(ACQ)of conventional fluorescent materials,compounds with fluorescence emission properties both in solution and in the solid state can be constructed by covalently bonding aggregate-induced luminescence(AIE)molecules to planar ACQ molecule.In this paper,naphthalimide derivative 3 with an alkyl thioether and tetraphenylene derivative 7 linked to an alkynyl pyridine were synthesized in a multi-step reaction,and compound 3 and compound 7 were synthesized by amide condensation to form a tetraphenylene-naphthalimide dimer 8,which combines the properties of both aggregation-caused quenching(ACQ)and aggregation-induced luminescence(AIE)molecules.The results show that compound 8 emits blue fluorescence with a maximum peak at 452 nm in solution and yellow-green fluorescence with a maximum peak at 487 nm in the solid state.Single-molecule white light emission CIE coordinates(0.33,0.32)can be obtained by addition of trifluoroacetic acid.

关 键 词：聚集诱导发射 聚集诱导淬灭 四苯乙烯 萘酰亚胺 固液态发光 单分子白光 

分 类 号：O625[理学—有机化学]