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Crystal Structure and Aggregation-induced Emission of an Azine Derivative |
LI Qiao;NIU Zhi-Gang;LIU Yan-Ling;WANG En-Ju |
Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education,College of Chemistry & Chemical Engineering, Hainan Normal University, Haikou 571158, China) |
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Abstract An AIE-active azine derivative (1) was facilely synthesized by aldehyde-amine condensation of 2-hydroxy-1-naphthaldehyde and 3-methyl-2-benzothiazolinone hydrazone. It crystallizes in the monoclinic space group P21/n with a = 8.2176(5), b = 13.1733(7), c =14.5731(8) Å, β90.521(5)º, and Z = 4. Compound 1 exhibits aggregation-induced emission characteristics. In dilute solution, it is non-emissive, while strong emission was observed in the aqueous medium as a result of the molecular aggregation in poor solvent. The powder and crystals of 1 also exhibit strong fluorescence. In its crystal lattice, the molecules stack in a face-to-face style, but there is no π-π stacking interaction due to the long distance between adjacent molecules. It is the loose stacking mode that blocks the nonradiative decay channel resulting in its AIE effect.
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Received: 20 May 2019
Published: 13 April 2020
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Fund:This project was supported by the Natural Science Foundation of Hainan Province (No. 20162028) and the Program for Innovtive Research Team in University (IRT-16R19) |
Corresponding Authors:
enjuwang@163.com
E-mail: enjuwang@163.com
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