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Cyano-substituted triphenylamine derivative with mechanochromism and mechanoluminescence
Dyes and Pigments ( IF 4.1 ) Pub Date : 2024-01-14 , DOI: 10.1016/j.dyepig.2024.111960
Siwen Hu , He Zhao , Meng Liang , Rui Wang , Zhengyu Liu , Bo Ding , Jingjun Hao , Bo Tang , Pengchong Xue

To achieve materials exhibiting both mechanoluminescent and mechanochromic activities, an asymmetrical triphenylamine derivative, DCTPAA, containing one aldehyde group and two cyano groups, was designed and synthesized. DCTPAA displayed solvatochromism, with a red-shifted emission as the solvent polarity increased, indicating the donor-acceptor structure's inherent property. It emitted blue fluorescence in its pristine crystal state, but exhibited green fluorescence upon grinding. The blue fluorescence could be restored after the ground powder was treated with dichloromethane vapor, showcasing reversible mechanochromism. The X-ray diffraction pattern suggested that the mechanochromic process was accompanied by a reversible phase change between the crystalline and amorphous states. Notably, despite the centrosymmetric space group of the DCTPAA crystal, the material displayed strong mechanoluminescence emission. The intermolecular packing analysis and theoretical calculations demonstrated that the strong intermolecular interaction should contribute to the mechanoluminescence.



中文翻译:

具有机械变色和机械发光的氰基取代三苯胺衍生物

为了获得同时具有机械发光和机械变色活性的材料,设计并合成了一种含有一个醛基和两个氰基的不对称三苯胺衍生物DCTPAA。DCTPAA 显示出溶剂变色现象,随着溶剂极性的增加,发射发生红移,表明供体-受体结构的固有特性。它在原始晶体状态下发射蓝色荧光,但在研磨后呈现绿色荧光。研磨后的粉末经二氯甲烷蒸气处理后可恢复蓝色荧光,表现出可逆的力致变色现象。X射线衍射图表明,力致变色过程伴随着晶态和非晶态之间的可逆相变。值得注意的是,尽管 DCTPAA 晶体具有中心对称空间群,但该材料仍表现出强烈的机械发光发射。分子间堆积分析和理论计算表明,强的分子间相互作用应有助于机械发光。

更新日期:2024-01-14
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