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具有聚集诱导发光特性的四苯乙烯取代芘用于白光发射的双荧光

Dual fluorescence of tetraphenylethylene-substituted pyrenes with aggregation-induced emission characteristics for white-light emission.

作者信息

Feng Xing, Qi Chunxuan, Feng Hai-Tao, Zhao Zheng, Sung Herman H Y, Williams Ian D, Kwok Ryan T K, Lam Jacky W Y, Qin Anjun, Tang Ben Zhong

机构信息

Department of Chemistry , Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction , Institute for Advanced Study and Department of Chemical and Biological Engineering , The Hong Kong University of Science and Technology , Clear Water Bay , Kowloon , Hong Kong , China . Email:

NSFC Center for Luminescence from Molecular Aggregates , SCUT-HKUST Joint Research Laboratory , State Key Laboratory of Luminescent Materials and Devices , South China University of Technology , Guangzhou 510640 , P. R. China.

出版信息

Chem Sci. 2018 May 31;9(25):5679-5687. doi: 10.1039/c8sc01709c. eCollection 2018 Jul 7.

Abstract

This article presents a new strategy to achieve white-light emission from single tetraphenylethylene-substituted pyrenes (TPE-Pys) with aggregation-induced emission (AIE) characteristics. TPE-Pys were synthesized by a Pd-catalyzed coupling reaction of a boronic acid or pinacol ester of pyrene and tetraphenylethylene (TPE) derivatives and showed multicolor emission by introducing different substituents on the phenyl rings of TPE. TPE-Pys with a TPE unit at the 1-position and asymmetric TPE units at 2,7-positions show dual fluorescence in THF/water mixtures to realize white-light emission with CIE coordinates of ( = 0.30 and = 0.41) and ( = 0.21 and = 0.16), respectively. The structure-property relationship of TPE-Pys were investigated to elucidate the origin of the white emission. The results showed that due to the weak electronic interaction of pyrene and its chromophoric units at the 2,7-positions and the constraint of the rotation of the TPE unit at the 1-position of pyrene, each component can exhibit its own emission color. The combination of appropriate colors gives rise to white-light emission. Such a principle of molecular design may open a new avenue for preparing advanced multicolor and multifunctional optical materials for organic electronics.

摘要

本文提出了一种新策略,用于从具有聚集诱导发光(AIE)特性的单四苯基乙烯取代芘(TPE-Pys)实现白光发射。TPE-Pys通过芘的硼酸或频哪醇酯与四苯基乙烯(TPE)衍生物的钯催化偶联反应合成,并通过在TPE的苯环上引入不同取代基表现出多色发射。在1位带有TPE单元且在2,7位带有不对称TPE单元的TPE-Pys在THF/水混合物中显示出双重荧光,分别以(x = 0.30,y = 0.41)和(x = 0.21,y = 0.16)的CIE坐标实现白光发射。研究了TPE-Pys的结构-性质关系以阐明白色发射的起源。结果表明,由于芘及其发色单元在2,7位的电子相互作用较弱以及芘1位的TPE单元旋转受限,每个组分都可以呈现其自身的发射颜色。适当颜色的组合产生白光发射。这种分子设计原理可能为制备用于有机电子学的先进多色和多功能光学材料开辟一条新途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc28/6050622/64da518b898c/c8sc01709c-s1.jpg

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