(Het)aryl-substituted monoazatriphenylenes as luminescent “turn-off” chemosensors for nitroaromatic compounds with internal filter effect correction

IF 4.2 3区材料科学 Q2 MATERIALS SCIENCE, MULTIDISCIPLINARY Optical Materials Pub Date : 2025-03-15 DOI:10.1016/j.optmat.2025.116949

L.K. Sadieva , A.F. Khasanov , T.I. Shendrikova , I.L. Nikonov , D.S. Kopchuk , O.S. Taniya , G.A. Kim , A.S. Novikov , O.V. Shabunina , G.V. Zyryanov , V.N. Charushin

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Abstract

(Het)aryl-substituted monoazatriphenylenes with an extended conjugated system were synthesized from 1,2,4-triazines via Boger reaction, and their photophysical properties were studied, including aggregation induced emission (AIE), as well as fluorescence “turn-off” response to nitroexplosives. Although obtained compounds showed fluorescence “turn-off” sensory response to the presence of all common nitroaromatic explosives, such as 2,4-dinitrotoluene (2,4-DNT), 2,4,6-trinitrotoluene (TNT) and 2,4,6-trinitrophenol (picric acid, PA), a well pronounced selectivity to PA was observed, and the fluorescence quenching efficiency was not based on inner filter effect (IFE). For the most representative chemosensor, the highest Stern-Volmer fluorescence quenching constant of 5.93 × 10⁶ M⁻¹ with quenching efficiency of 99.68 % was observed in the presence of PA with a limit of detection as low as 33.4 ppm.

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(Het)芳基取代单氮杂三苯烯作为硝基芳香族化合物的发光 "熄灭 "化学传感器，具有内部滤波效应校正功能

以1,2,4-三嗪为原料，通过Boger反应合成了具有扩展共轭体系的（Het）芳基取代单氮杂苯，并研究了其光物理性质，包括聚集诱导发射（AIE）和对硝基炸药的荧光“关闭”响应。虽然所获得的化合物对2,4-二硝基甲苯（2,4- dnt）、2,4,6-三硝基甲苯（TNT）和2,4,6-三硝基苯酚（苦味酸，PA）等所有常见的硝基芳香炸药都表现出荧光“关闭”的感觉反应，但对PA有明显的选择性，并且荧光猝灭效率不是基于内过滤效应（IFE）。对于最具代表性的化学传感器，在PA存在下，Stern-Volmer荧光猝灭常数最高为5.93 × 106 M−1，猝灭效率为99.68%，检出限低至33.4 ppm。

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来源期刊

Optical Materials 工程技术-材料科学：综合

CiteScore

6.60

自引率

12.80%

发文量

1265

审稿时长

38 days

期刊介绍： Optical Materials has an open access mirror journal Optical Materials: X, sharing the same aims and scope, editorial team, submission system and rigorous peer review. The purpose of Optical Materials is to provide a means of communication and technology transfer between researchers who are interested in materials for potential device applications. The journal publishes original papers and review articles on the design, synthesis, characterisation and applications of optical materials. OPTICAL MATERIALS focuses on: • Optical Properties of Material Systems; • The Materials Aspects of Optical Phenomena; • The Materials Aspects of Devices and Applications. Authors can submit separate research elements describing their data to Data in Brief and methods to Methods X.