ACQ-to-AIE modulation through delicate donor-acceptor switch strategy for multi-functional AIEgens applications

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments Pub Date : 2025-03-15 DOI:10.1016/j.dyepig.2025.112750

Weiwei Zhang , Yu Cheng , Bing Xu , Yuejie Luo , Xuejing Su , Jingming Zhou , Xia Wang , Tong Wu , Nannan Chen , Hongqiang Qiu , Xiaoping Wu , Lijun Xie

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引用次数: 0

Abstract

The development of novel aggregation-induced emission luminogens (AIEgens) has been a hot research topic due to their promising applications in biosensors, organic light-emitting diodes (OLEDs) and data storage, etc. In this study, two new rofecoxib derivatives, QE-DA and QE-D were successfully developed as novel AIEgens by exchanging the donor-acceptor (D-A) position or migrating the position of electron donor (D) group based on the fluorescent aggregation-caused quenching (ACQ) structure of (Z)-5-benzylidene-3-(4-isocyanophenyl)-4-phenylfuran-2(5H)-one (QE). Next, single crystal X-ray analysis of QE, QE-DA and QE-D revealed that their molecular conformations and packing modes were mainly responsible for the AIE or ACQ behavior. Specifically, QE exhibits ACQ behavior, while QE-DA and QE-D display AIE behavior. These differences are determined based on key parameters such as the displacement angle (θ₁) and vertical distance (d). In addition, QE-DA and QE-D also showed solvatochromic effects as well as acidochromic properties with good reversible multi-stimulus behaviors. Moreover, their potential applications such as pH and water sensors as well as specific probes targeting lipid droplets (R = 0.98) were fully investigated. Taken together, this study provides two new design philosophies for achieving ACQ-to-AIE conversion by migrating the position of the D group or switching the position of D and A groups, and further presents the potential of these targets to be developed as water sensors, security ink and LDs-targeting probes.

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通过精细供体-受体开关策略的acq - aie调制用于多功能aigens应用

新型聚集体致发光发光材料在生物传感器、有机发光二极管（oled）和数据存储等领域具有广阔的应用前景，已成为研究热点。本研究基于(Z)-5-苄基-3-（4-异氰苯基）-4-苯基呋喃-2(5H)- 1 （QE）的荧光聚集致猝灭（ACQ）结构，通过交换给体-受体（D- a）位置或迁移电子给体(D)基团的位置，成功开发了两个新的罗非昔布衍生物QE- da和QE-D。其次，对QE、QE- da和QE- d的单晶x射线分析表明，它们的分子构象和堆积模式是导致AIE或ACQ行为的主要原因。QE表现为ACQ行为，QE- da和QE- d表现为AIE行为。这些差异是由位移角（θ1）和垂直距离(d)等关键参数决定的。此外，QE-DA和QE-D还表现出溶剂致变色和酸致变色的性质，具有良好的可逆多刺激行为。此外，还充分研究了它们在pH和水分传感器以及针对脂滴的特异性探针等方面的潜在应用（R = 0.98）。综上所述，本研究提供了两种新的设计理念，通过迁移D基团的位置或切换D和A基团的位置来实现acq到aie的转换，并进一步展示了这些目标在水传感器、安全墨水和lds靶向探针方面的潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Dyes and Pigments 工程技术-材料科学：纺织

CiteScore

8.20

自引率

13.30%

发文量

933

审稿时长

33 days

期刊介绍： Dyes and Pigments covers the scientific and technical aspects of the chemistry and physics of dyes, pigments and their intermediates. Emphasis is placed on the properties of the colouring matters themselves rather than on their applications or the system in which they may be applied. Thus the journal accepts research and review papers on the synthesis of dyes, pigments and intermediates, their physical or chemical properties, e.g. spectroscopic, surface, solution or solid state characteristics, the physical aspects of their preparation, e.g. precipitation, nucleation and growth, crystal formation, liquid crystalline characteristics, their photochemical, ecological or biological properties and the relationship between colour and chemical constitution. However, papers are considered which deal with the more fundamental aspects of colourant application and of the interactions of colourants with substrates or media. The journal will interest a wide variety of workers in a range of disciplines whose work involves dyes, pigments and their intermediates, and provides a platform for investigators with common interests but diverse fields of activity such as cosmetics, reprographics, dye and pigment synthesis, medical research, polymers, etc.