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Preparation and Photoluminescent Properties of Three 5‐Amino Benzothiadiazoles (5‐amBTDs)
Author(s) -
Wang Zaibin,
Wang Zhichao,
Lu Ping,
Wang Yanguang
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.202000980
Subject(s) - solvent , photoluminescence , fabrication , grinding , materials science , viscosity , luminescence , acceptor , aggregation induced emission , polarity (international relations) , oled , solvent polarity , chemical engineering , photochemistry , combinatorial chemistry , optoelectronics , nanotechnology , chemistry , organic chemistry , fluorescence , optics , composite material , medicine , biochemistry , alternative medicine , physics , engineering , pathology , layer (electronics) , cell , condensed matter physics
Three D−A compounds were designed and synthesized based on a benzothiadiazole acceptor. Azepane (AP), iminodubenzyl (IDB) and iminostilbene (ISB) were used, respectively, as donors and installed on the 5‐position of BTD to afford 1 , 2 and 3 , respectively. Their photophysical properties in different states (solution, film, crystal, and powder) are systematically investigated. Among them, AIE‐active compounds 2 and 3 were found to have good sensitivity toward viscosity and display quite good linear relationship with an increase in viscosity. Compound 2 displayed dual emission in solutions which largely depended on the polarity of the solvent. Meanwhile, compound 2 exhibits a mechanochromic character with disappearance and reappearance of a dual‐emissive peak induced by mechanical grinding and solvent fuming. Furthermore, these three compounds can be used in the fabrication of blue OLED devices.