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固液态均荧光发射的四苯乙烯基衍生物的合成

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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.
Synthesis of Tetraphenylene Derivativewith Fluorescence Emission in Both Solid and Liquid State
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 tetraphe-nylene derivative 7 linked to an alkynyl pyridine were synthesized in a multi-step reaction,and com-pound 3 and compound 7 were synthesized by amide condensation to form a tetraphenylene-naphthalim-ide dimer 8,which combines the properties of both aggregation-caused quenching(ACQ)and aggrega-tion-induced luminescence(AIE)molecules.The results show that compound 8 emits blue fluores-cence 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.

AIEACQtetraphenylenenaphthalimidesolid-liquid luminescencesingle molecule white light

李曼、李素婉、陈茂文、刘森坤、江背、张灯青

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东华大学 化学与化工学院,上海 201620

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

上海市自然基金资助项目

22ZR1402900

2024

合成化学
四川省化学化工学会 中国科学院成都有机化学研究所

合成化学

CSTPCD
影响因子:0.42
ISSN:1005-1511
年,卷(期):2024.32(4)
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