J-Aggregation induced emission enhancement of a thienyl substituted bis(difluoroboron)-1,2-bis((1H-pyrrol-2-yl)methylene)hydrazine (BOPHY) dye
J-Aggregation induced emission enhancement of a thienyl substituted bis(difluoroboron)-1,2-bis((1H-pyrrol-2-yl)methylene)hydrazine (BOPHY) dye
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噻吩基取代的双(二氟硼)-1,2-双((1H-吡咯-2-基)亚甲基)肼 (BOPHY) 染料的 J 聚集诱导发射增强
DOI：
10.1039/c8nj00031j
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发表时间：
2018-05-21
影响因子：
3.3
通讯作者：
Shen, Zhen
中科院分区：
文献类型：
--
作者：
Jiang, Liang;Gao, Hu;Shen, Zhen
报道了2，7-二苯基-1，3，6，8-四甲基-2，7-二噻吩基-1，3，6，8-二（二氟硼）-1，2-二（（1H-吡咯-2-基）亚甲基）肼（BOPHY）衍生物1和2的合成与表征。通过核磁共振（1H，13 C）、X射线单晶衍射、紫外/维斯、荧光光谱和高分辨质谱（HRMS）对化合物进行了表征。在不同极性的溶剂中研究了其物理性质。化合物1表现出轻微的溶剂依赖性光谱性质，而化合物2显示出荧光淬灭与溶剂极性的增加。在化合物2中观察到聚集诱导的发射增强（AIEE），这归因于J-聚集体的形成，其导致窄的、红移的和增强的发射。BOPHY的β-取代基的修饰是形成这些聚集体的原因，这通过X射线衍射研究明确地确定。
The synthesis and characterization of 2,7-diphenyl- and 2,7-dithienyl-1,3,6,8-tetramethyl bis(difluoroboron)-1,2-bis((1H-pyrrol-2-yl)methylene)hydrazine (BOPHY) derivatives 1 and 2 are described. The compounds were characterized by NMR (1H, 13C), X-ray single crystal diffraction analysis, UV/Vis, fluorescence spectroscopy and high-resolution mass spectrometry (HRMS). The photophysical properties were investigated in solvents of different polarities. Compound 1 exhibits slight solvent dependent spectroscopic properties, whereas compound 2 shows fluorescence quenching with an increase in the solvent polarity. Aggregation-induced emission enhancement (AIEE) is observed in compound 2, which is attributed to the formation of J-aggregates that result in narrow, red-shifted and enhanced emission. Modification of the β-substituents of BOPHY is responsible for the formation of these aggregates, which is definitively established by an X-ray diffraction study.