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Triphenylamine-based 1,3,4-thiadiazole derivative: Solvatochromism, aggregation-induced emission and reversible turn-on mechanofluorochromism
Journal of Luminescence ( IF 3.3 ) Pub Date : 2023-12-15 , DOI: 10.1016/j.jlumin.2023.120390
Huizhuan Zhu , Jing Zhang , Huijuan Zhang , Jiakun Bai , Jiang Peng , Junhui Jia

In this work, a new versatile AIE-active triphenylamine-based donor-acceptor fluorophore DPTA (N,N-diphenyl-4-(5-phenyl-1,3,4-thiadiazol-2-yl)aniline) has been synthesized, whose photophysical properties in different solvents, aggregates emission behaviors and solid states were investigated systematically. It was found that DPTA exhibited well-defined ICT (intramolecular charge transfer) characteristics with remarkable positive solvatochromism. More importantly, DPTA exhibited reversible high-contrast turn-on mechanofluorochromism response to mechanical force with obviously increase of QY (the solid fluorescence quantum yield) from 6.4 % (pristine) to 31.8 % (being grinded), and the emitting wavelengths of DPTA were red-shifted from 469 nm to 496 nm upon grinding. The interesting mechanofluorochromic behaviors were rationalized to be caused by the reversible phase transition between ordered crystalline and amorphous states, which was proved by the measurement results of PXRD, DSC and FESEM. Single crystal X-ray diffraction analysis indicated the presence of twisted conformations and weak intermolecular hydrogen bonds, which are also responsible for the mechanofluorochromic behavior.



中文翻译:

基于三苯胺的 1,3,4-噻二唑衍生物:溶剂化显色、聚集诱导发射和可逆开启机械荧光显色

在这项工作中,一种新型多功能 AIE 活性三苯胺供体-受体荧光团DPTA (N,N-二苯基-4-(5-苯基-1,3,4-噻二唑-2)合成了(-yl)苯胺),并系统研究了其在不同溶剂中的光物理性质、聚集体发射行为和固态。研究发现DPTA表现出明确的ICT(分子内电荷转移)特性,并具有显着的正溶剂化变色现象。更重要的是,DPTA表现出对机械力的可逆高对比度开启机械荧光变色响应,QY(固体荧光量子产率)从6.4 %明显增加(原始)到 31.8 %(正在研磨),并且 DPTA 的发射波长在研磨后从 469 nm 红移到 496 nm。有趣的机械荧光变色行为被认为是由有序晶态和非晶态之间的可逆相变引起的,并由PXRD、DSC的测量结果证明。 和 FESEM。单晶X射线衍射分析表明存在扭曲构象和弱分子间氢键,这也是机械荧光变色行为的原因。

更新日期:2023-12-20
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