Y‐Shaped D‐A Type Thioxanthone Derivatives: Mechano‐Induced Thermally Activated Delayed Fluorescence and High‐Contrast Mechano‐Responsive Luminescence

Author:

Mu Yingxiao123ORCID,Liao Liyun2,Li Wenlang1,Yang Zhiyong14ORCID,Zhang Yi14,Huo Yanping2,Chi Zhenguo13

Affiliation:

1. Key Laboratory of Polymeric Composite and Functional Materials of Ministry of Education School of Chemistry Sun Yat-sen University Guangzhou 510275 China) .

2. School of Chemical Engineering and Light Industry Guangdong University of Technology Guangzhou 510006 China

3. State Key Laboratory of Optoelectronic Materials and Technologies Sun Yat-sen University Guangzhou 510275 China

4. Guangdong Provincial Key Laboratory of Optoticla Chemicals XinHuaYue Group Maoming 525000 China

Abstract

AbstractHigh‐contrast mechano‐responsive luminescence (MRL) materials with mechano‐induced emission enhancement properties are fascinating candidates but few, for applications in rewritable media and recording devices. Here, an interesting design strategy of “Y‐shape” donor‐acceptor (D−A) type molecules for high‐contrast MRL materials was presented, based on substituted diphenylamine donor and planar acceptor. Interestingly, their D−A torsion angles are small in crystals but increased after ground, resulted in planar and twist intramolecular charge transfer (PICT and TICT) states, respectively. Therefore, high‐contrast MRL switching between weak blue (450 nm) fluorescence and bright yellow (552 nm) thermally activated delayed fluorescence (TADF) can be achieved for compound TXDO (4,4′‐dimethoxydiphenylamine donor), which photoluminescence quantum yield increased from 2.8 % to 54.7 % after ground. Most importantly, the two independent D−A conjugation dihedral angles are actually independent in the “Y‐shape” molecules. Especially for compound TXDT (4,4′‐di‐tert‐butyldiphenylamine donor), its crystal exhibited both PICT and TICT processes inside, resulted from the different dihedral angles of 11.8° and 35.5°, respectively. The TXDT crystal thus showed dual‐peak emission, including both TICT fluorescence and PICT room‐temperature phosphorescence. Therefore, this strategy of “Y‐shape” D−A type molecules provide a new approach to design advanced luminescent materials with mechano‐induced TADF feature, for high‐contrast MRL and single‐component white luminescence.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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