Chen Panpan, Niu Zhigang, Wang Enju
Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, College of Chemistry & Chemical Engineering, Hainan Normal University, Haikou, 571158, China.
J Fluoresc. 2025 Apr;35(4):2175-2182. doi: 10.1007/s10895-024-03667-z. Epub 2024 Mar 21.
A series of 3-aroylbenzocoumarin-based luminogens have been synthesized for investigating their aggregation-induced emission (AIE) and solid-state fluorescence. The single crystal X-ray diffraction analysis of one of them showed that the molecules are arranged in the form of π-dimers which may lead to excimer emission. The large Stokes shifts and the broad-band emission of these 3-aroylbenzocoumarins in solid/aggregation state demonstrated the probable formation of excimers. The shapes of benzocoumarin units have a great effect on the AIE behaviors. The linear benzocoumarin derivatives show larger Stokes shifts, while the bent-benzocoumarin derivatives exhibit better AIE performances. All of them show aggregation-enhanced excimer emission which is supported by the large Stokes shifts. The electronic effect of 3-aroyl groups also has a certain effect on their fluorescence properties. The polymorphism phenomenon was observed for one of the benzoyl-containing derivatives. Additionally, two of the derivatives containing methoxy group were successfully used for cell imaging.
为了研究其聚集诱导发光（AIE）和固态荧光，已合成了一系列基于3-芳酰基苯并香豆素的发光剂。其中之一的单晶X射线衍射分析表明，分子以π-二聚体的形式排列，这可能导致准分子发射。这些3-芳酰基苯并香豆素在固态/聚集态下的大斯托克斯位移和宽带发射证明了准分子的可能形成。苯并香豆素单元的形状对AIE行为有很大影响。线性苯并香豆素衍生物显示出更大的斯托克斯位移，而弯曲的苯并香豆素衍生物表现出更好的AIE性能。它们都显示出聚集增强的准分子发射，这由大斯托克斯位移所支持。3-芳酰基的电子效应也对其荧光性质有一定影响。观察到一种含苯甲酰基衍生物的多晶型现象。此外，两种含甲氧基的衍生物成功用于细胞成像。
