Journal of Materials Chemistry C p. 4155 - 4163 (2019)
Update date:2022-07-29
Topics:
Lu, Zhixiang
Yang, Shaoxiong
Liu, Xiaolan
Qin, Yu
Lu, Shuhan
Liu, Yanxiong
Zhao, Ruidun
Zheng, Liyan
Zhang, Hongbin
The intermolecular interactions and molecular packing form of fluorescent molecules have a huge impact on their optical properties, especially for AIE molecules. As a class of typical AIE molecules, tetraphenylethene (TPE) and its derivatives have prominent optical properties; nevertheless, separation of mixtures of E/Z isomers is a great challenge. Herein, a series of aromatic-substituted TPE derivatives were synthesized and used to separate mixtures of E/Z isomers by common column chromatography with high yields, as confirmed by single crystal analysis, mass spectrometry and NMR spectroscopy. The structure-property relationships of these molecules were systematically investigated by a combination of spectroscopic methods, theoretical calculations and single crystal data analysis. E/Z isomers exhibit many different fluorescent properties, such as AIE and mechanochromic behavior. Moreover, the position of N on the substituted pyridine ring also has an effect on the molecule stack pattern and the fluorescent properties. Collectively, our findings could not only improve the fundamental understanding of the cis/trans isomerization and photophysical properties of TPE derivatives but also provide a good strategy for designing different substituted groups that can produce various functions and have more potential applications.
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