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Solvatochromism and mechanochromism observed in a triphenylamine derivative
Author(s) -
Guo Chunyang,
Zhang Qi,
Zhu Bingqing,
Zhu Bin,
Zhou Weiqun,
Ren Guobin,
Mei Xuefeng
Publication year - 2019
Publication title -
acta crystallographica section b
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.604
H-Index - 33
ISSN - 2052-5206
DOI - 10.1107/s2052520619007030
Subject(s) - triphenylamine , solvatochromism , derivative (finance) , materials science , photochemistry , chemistry , organic chemistry , business , molecule , finance
A donor–π–acceptor fluorescent dye, 4‐[ N , N ‐di(4‐phenyl)amino]benzaldehyde 4‐chlorobenzoyl hydrazone (TPA‐CBH), based on a triphenylamine derivative (TPA) and 4‐chlorobenzoyl hydrazine (CBH) was designed and synthesized. The optical properties of this luminogen were investigated in solutions as well as in the solid states. In the intramolecular charge‐transfer (CT) mechanism, TPA‐CBH exhibits solvatochromism when dissolved in various polar solvents. Aggregation‐induced emission was observed with the changes of tetrahydrofuran/water ratios. In the solid state, mechanochromic fluorescence is observed when the samples are stressed under different conditions. Based on structural analyses and theoretical calculations, it is found that intra‐ and intermolecular CT processes play a key role in the diversity of fluorescent properties.