Xu Bingjia, Song Zicun, Zhang Minmin, Zhang Qingqing, Jiang Long, Xu Cao, Zhong Lijun, Su Changlin, Ban Qiqi, Liu Cong, Sun Fengqiang, Zhang Yi, Chi Zhenguo, Zhao Zujin, Shi Guang
Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, School of Chemistry, South China Normal University Guangzhou 510006 China
Instrumental Analysis & Research Center, Sun Yat-sen University Guangzhou 510275 China.
Chem Sci. 2021 Nov 18;12(47):15556-15562. doi: 10.1039/d1sc04738h. eCollection 2021 Dec 8.
A pair of axially chiral organic enantiomers were facilely prepared through a one-pot sequential synthesis. They exhibit circularly polarized luminescence activities and have thermally activated delayed fluorescence (TADF) and aggregation-induced emission enhancement properties. Meanwhile, these two enantiomers present remarkable and reversible thermochromism in the crystalline state, enabling dual-colour TADF switching between orange and red. However, when they form cocrystals, the resulting racemate shows opposite thermochromic behaviors. These intriguing results probably emanate from their different optical activities, leading to distinct molecular packing modes and molecular conformation variations. Moreover, information encryption based on thermochromism of organic enantiomers and their racemate has been presented for the first time. This work may expand the application scope of chiral organic luminogens and pave a new way to construct intelligent luminescent systems.
通过一锅法连续合成轻松制备了一对轴向手性有机对映体。它们表现出圆偏振发光活性,并具有热激活延迟荧光(TADF)和聚集诱导发光增强特性。同时,这两种对映体在结晶状态下呈现出显著且可逆的热致变色现象,能够实现橙色和红色之间的双色TADF切换。然而,当它们形成共晶体时,所得的外消旋体表现出相反的热致变色行为。这些有趣的结果可能源于它们不同的光学活性,导致不同的分子堆积模式和分子构象变化。此外,首次提出了基于有机对映体及其外消旋体热致变色的信息加密方法。这项工作可能会扩大手性有机发光体的应用范围,并为构建智能发光系统开辟一条新途径。