中国化学工程学报(英文版)2024,Vol.72Issue(8) :53-59.DOI:10.1016/j.cjche.2024.04.016

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

Xiaoming Zhu Yunting Liu Mingyue Cao Guangle Niu
中国化学工程学报(英文版)2024,Vol.72Issue(8) :53-59.DOI:10.1016/j.cjche.2024.04.016

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

Xiaoming Zhu 1Yunting Liu 1Mingyue Cao 1Guangle Niu2
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作者信息

  • 1. State Key Laboratory of Crystal Materials,Shandong University,Jinan,250100,China
  • 2. School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing100081, China
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Abstract

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.

Key words

Spiropyran/2,1,3-Benzothiadiazole/Photochromism/Fluorescent dye/Fluorescence imaging

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基金项目

National Natural Science Foundation of China(62105184)

Natural Science Foundation of Shandong Province,China(2022HWYQ-007)

Natural Science Foundation of Shandong Province,China(ZR2021QB043)

Special Fund of Taishan Scholars Project of Shandong Province,China(tsqn201909012)

出版年

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
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