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一种新型四苯乙烯衍生物:4-甲基-N-[3-(1,2,2-三苯乙烯基)苯基]苯磺酰胺及其聚集诱导发光特性

A novel tetraphenylethylene derivative: 4-methyl-N-[3-(1,2,2-triphenylethenyl)phenyl]benzenesulfonamide with aggregation-induced emission.

作者信息

Jia Lei, Zhang Jun, Du Lin

机构信息

School of Materials and Chemical Engineering, Anhui Jianzhu University, Hefei 230601, People's Republic of China.

Key Laboratory of Medicinal Chemistry for Natural Resource Education Ministry, Yunnan University, Kunming 650091, People's Republic of China.

出版信息

Acta Crystallogr C Struct Chem. 2019 Aug 1;75(Pt 8):1060-1064. doi: 10.1107/S2053229619009525. Epub 2019 Jul 5.

DOI:10.1107/S2053229619009525
PMID:31380788
Abstract

The novel tetraphenylethylene derivative 4-methyl-N-[3-(1,2,2-triphenylethenyl)phenyl]benzenesulfonamide (abbreviated as MTBF), CHNOS, was synthesized successfully and characterized by single-crystal X-ray diffraction, high-resolution mass spectroscopy and H NMR spectroscopy. MTBF crystallizes in the centrosymmetric monoclinic space group P2/c. In the crystal structure, the MTBF molecules are connected into a one-dimensional band and then a two-dimensional sheet by hydrogen bonds of the N-H...O and C-H...O types. The sheets are further linked to produce a three-dimensional network via C-H...π interactions. The molecules aggregate via these intermolecular forces, which restrain the intramolecular motions (RIM) and decrease the energy loss in the aggregation state, so as to open the radiative channels, and thus MTBF exhibits excellent fluorescence by aggregation-induced emission (AIE) enhancement.

摘要

成功合成了新型四苯乙烯衍生物4-甲基-N-[3-(1,2,2-三苯乙烯基)苯基]苯磺酰胺(简称为MTBF),其化学式为CHNOS,并通过单晶X射线衍射、高分辨率质谱和核磁共振氢谱对其进行了表征。MTBF以中心对称的单斜空间群P2/c结晶。在晶体结构中,MTBF分子通过N-H...O和C-H...O型氢键连接成一维带,进而形成二维片层。这些片层通过C-H...π相互作用进一步连接形成三维网络。分子通过这些分子间作用力聚集,抑制分子内运动(RIM)并减少聚集态下的能量损失,从而打开辐射通道,因此MTBF通过聚集诱导发光(AIE)增强表现出优异的荧光性能。

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