合成化学2024,Vol.32Issue(4) :325-331.DOI:10.15952/j.cnki.cjsc.1005-1511.23059

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

李曼 李素婉 陈茂文 刘森坤 江背 张灯青
合成化学2024,Vol.32Issue(4) :325-331.DOI:10.15952/j.cnki.cjsc.1005-1511.23059

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

李曼 1李素婉 1陈茂文 1刘森坤 1江背 1张灯青1
扫码查看

作者信息

  • 1. 东华大学 化学与化工学院,上海 201620
  • 折叠

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.

Abstract

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.

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

Key words

AIE/ACQ/tetraphenylene/naphthalimide/solid-liquid luminescence/single molecule white light

引用本文复制引用

基金项目

上海市自然基金资助项目(22ZR1402900)

出版年

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
参考文献量21
段落导航相关论文