Beijing Key Laboratory of Photoelectronic/Electrophotonic, Conversion Materials, Key Laboratory of Cluster Science of Ministry of Education, School of Chemistry, Beijing Institute of Technology, 5 South Zhongguancun Street, Beijing, 100081 (China).
Institute of Chemistry, Chinese Academy of Science, Beijing 100190 (China).
Chemistry. 2015 Jun 1;21(23):8504-10. doi: 10.1002/chem.201406311. Epub 2015 Apr 27.
In this work, two rigid, multiple tetraphenylethene (TPE)-substituted, π-conjugated, snowflake-shaped luminophores BT and BPT were facilely synthesized by using a 6-fold Suzuki coupling reaction. These molecules are constructed based on the nonplanar structure of propeller-shaped hexaphenylbenzene (HPB) or benzene as core groups and TPE as end groups. As a result, they reserve the intrinsic aggregation-induced emission (AIE) property of the TPE moiety. Meanwhile, both fluorescence quantum yield and piezochromic behavior in the solid state can be tuned or switched by inserting the phenyl bridges through changing the twisting conformation. The more extended structure BPT showed a much stronger AIE effect and higher ΦF,f in the solid state in comparison with that of BT. Furthermore, an excellent optical waveguide application of these molecules was achieved. However, the revisable piezofluorochromic behavior has only appeared when BT was ground using a pestle and treated with solvent.
在这项工作中,通过六重 Suzuki 偶联反应,我们简便地合成了两个刚性、多四苯乙烯(TPE)取代的、π-共轭的、雪花状的发光体 BT 和 BPT。这些分子基于螺旋桨状六苯基苯(HPB)或苯作为核心基团和 TPE 作为端基的非平面结构构建而成。因此,它们保留了 TPE 部分固有的聚集诱导发光(AIE)特性。同时,通过改变扭转构象,插入苯桥可以调节或切换荧光量子产率和固态的压致变色行为。与 BT 相比,具有更扩展结构的 BPT 在固态中表现出更强的 AIE 效应和更高的 ΦF,f。此外,这些分子还实现了优异的光波导应用。然而,只有当 BT 用研杵研磨并用溶剂处理时,才会出现可重复的压致变色行为。