首页|Simple substituents make big differences in photophysical performances of 2,1,3-benzothiadizole-conjugated spiropyrans

Simple substituents make big differences in photophysical performances of 2,1,3-benzothiadizole-conjugated spiropyrans

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Developing multifunctional spiropyran dyes is of particular importance in diverse applications.In the present study,we synthesized two 2,1,3-benzothiadiazole-conjugated spiropyrans(BT-SP-NO2 and BT-SP-NMe2)with distinct substituents.These donor-acceptor-structured spiropyrans exhibited typical twisted intramolecular charge transfer features and strong emissions in low-polarity solvents with fluorescence quantum yields(QYs)of up to 90.7%.Like traditional spiropyrans,the electron-acceptor-substituted BT-SP-NO2 exhibited excellent photochromic behavior under multiple alternating UV-Vis irradiation,while the electron-donor-substituted BT-SP-NMe2 was an acidochromic dye.In addition,the substituent groups distinctly affected the packing modes of these spiropyrans in the solid state.BT-SP-NMe2 showed a much stronger solid-state emission(QY of 59.0%)than BT-SP-NO2.Moreover,these two dyes were utilized as biocompatible probes for the specific light-up imaging of lipid droplets.

Spiropyran2,1,3-BenzothiadiazolePhotochromismFluorescent dyeFluorescence imaging

Xiaoming Zhu、Yunting Liu、Mingyue Cao、Guangle Niu

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State Key Laboratory of Crystal Materials,Shandong University,Jinan,250100,China

School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing100081, China

National Natural Science Foundation of ChinaNatural Science Foundation of Shandong Province,ChinaNatural Science Foundation of Shandong Province,ChinaSpecial Fund of Taishan Scholars Project of Shandong Province,China

621051842022HWYQ-007ZR2021QB043tsqn201909012

2024

中国化学工程学报(英文版)
中国化工学会

中国化学工程学报(英文版)

CSTPCDEI
影响因子:0.818
ISSN:1004-9541
年,卷(期):2024.72(8)