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

作　　者：Xiaoming Zhu Yunting Liu Mingyue Cao Guangle Niu 

机构地区：[1]State Key Laboratory of Crystal Materials,Shandong University,Jinan 250100,China [2]School of Chemistry and Chemical Engineering,Beijing Institute of Technology,Beijing 100081,China

出　　处：《Chinese Journal of Chemical Engineering》2024年第8期53-59,共7页中国化学工程学报（英文版）

基　　金：supported by the National Natural Science Foundation of China(62105184);the Natural Science Foundation of Shandong Province,China(2022HWYQ-007 and ZR2021QB043);the Special Fund of Taishan Scholars Project of Shandong Province,China(tsqn201909012)。

摘　　要：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-NO2and BTSP-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-NO2exhibited excellent photochromic behavior under multiple alternating UV—Vis irradiation,while the electron-donor-substituted BT-SP-NMe2was an acidochromic dye.In addition,the substituent groups distinctly affected the packing modes of these spiropyrans in the solid state.BTSP-NMe2showed 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.

关 键 词：SPIROPYRAN 2 1 3-Benzothiadiazole PHOTOCHROMISM Fluorescent dye Fluorescence imaging 

分 类 号：TQ617.3[化学工程—精细化工] O657.3[理学—分析化学]