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两亲性苯乙烯基芘衍生物:可调谐聚集发光及其光诱导二聚行为

Amphiphilic Styrene-Based Pyrene Derivatives: Tunable Aggregation Luminescence and Their Photo-Induced Dimerization Behavior.

作者信息

Zhang Junying, Luo Xingwei, Qiu Juan

机构信息

Anti-Aging Cosmetics Shandong Engineering Research Center, School of Chemistry and Chemical Engineering, Qilu Normal University, Jinan 250200, China.

出版信息

Molecules. 2025 Apr 11;30(8):1719. doi: 10.3390/molecules30081719.

DOI:10.3390/molecules30081719
PMID:40333645
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12029862/
Abstract

Since the discovery of the aggregation-induced emission (AIE) phenomenon, various stimuli-responsive materials have been rapidly developed. However, how to achieve the transition between aggregation-caused quenching (ACQ) and AIE through molecular design is an urgent problem to be solved. In this work, we synthesized and studied the aggregation luminescence behavior and photochromism of two different substituted pyrene ethylene derivatives, and . Due to the different substituents attached to the ethylene unit, exhibits ACQ luminescence behavior. When the substituent is a cyanide group, it exhibits AIE behavior. In addition, the ordered nanoparticles formed by self-assembly in aqueous solution exhibit interesting photo-induced cyclization behavior, which leads to fluorescence quenching under ultraviolet light irradiation (λ = 365 nm). Therefore, due to their amphiphilicity and photo-responsiveness, these compounds can be used as anticounterfeiting inks in information encryption. This work contributes new members to the family of amphiphilic photo-responsive materials and demonstrates their potential applications in optical information storage and multi-color luminescence.

摘要

自聚集诱导发光(AIE)现象被发现以来,各种刺激响应材料得到了迅速发展。然而,如何通过分子设计实现聚集导致猝灭(ACQ)和AIE之间的转变是一个亟待解决的问题。在这项工作中,我们合成并研究了两种不同取代的芘乙烯衍生物 和 的聚集发光行为和光致变色性能。由于乙烯单元连接的取代基不同, 表现出ACQ发光行为。当取代基为氰基时,它表现出AIE行为。此外,在水溶液中通过自组装形成的有序纳米颗粒表现出有趣的光诱导环化行为,这导致在紫外光照射(λ = 365 nm)下荧光猝灭。因此,由于它们的两亲性和光响应性,这些化合物可作为信息加密中的防伪油墨。这项工作为两亲性光响应材料家族增添了新成员,并展示了它们在光学信息存储和多色发光方面的潜在应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/52c9f9c32a09/molecules-30-01719-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/6ed3413474a8/molecules-30-01719-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/11a9110a8145/molecules-30-01719-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/f50bd400d14d/molecules-30-01719-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/413e801d7f4c/molecules-30-01719-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/82b4a475a89b/molecules-30-01719-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/3a0d45a2d4b4/molecules-30-01719-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/517f81ba565b/molecules-30-01719-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/52c9f9c32a09/molecules-30-01719-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/6ed3413474a8/molecules-30-01719-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/11a9110a8145/molecules-30-01719-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/f50bd400d14d/molecules-30-01719-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/413e801d7f4c/molecules-30-01719-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/82b4a475a89b/molecules-30-01719-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/3a0d45a2d4b4/molecules-30-01719-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/517f81ba565b/molecules-30-01719-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/871f/12029862/52c9f9c32a09/molecules-30-01719-sch002.jpg

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本文引用的文献

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Pyrene-attached new Schiff base polymer: ACQ to AIE conversion and its prospects.芘连接的新型席夫碱聚合物:聚集诱导猝灭到聚集诱导发光的转变及其前景。
Spectrochim Acta A Mol Biomol Spectrosc. 2025 Mar 15;329:125551. doi: 10.1016/j.saa.2024.125551. Epub 2024 Dec 3.
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Photon-Driven Dye Induction Pyroptosis: An Emerging Anti-Tumor Immunotherapy Paradigm.
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Angew Chem Int Ed Engl. 2025 Jan 10;64(2):e202417899. doi: 10.1002/anie.202417899. Epub 2024 Dec 2.
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Recent advances in super-resolution optical imaging based on aggregation-induced emission.基于聚集诱导发光的超分辨率光学成像的最新进展。
Chem Soc Rev. 2024 Apr 2;53(7):3350-3383. doi: 10.1039/d3cs00698k.
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Light-Responsive Supramolecular Liquid-Crystalline Metallacycle for Orthogonal Multimode Photopatterning.用于正交多模光图案化的光响应超分子液晶金属环
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