Harnessing the enol/keto-form emission of ESIPT: mechanochromism, multi-channel imaging, and detection of a chemical warfare agent mimic  

利用激发态分子内质子转移的烯醇式/酮式发射:开发机械变色,多通道成像和检测化学战剂模拟物的材料

作　　者：Kangmin Wang Min Zhang Danni Yang Liqiu Wan Shouxin Zhang Liang Yan Ke Yang Bijin Li 王康敏;张敏;杨丹妮;万立秋;张守鑫;颜亮;杨科;李必进(Chongqing Key Laboratory of Natural Product Synthesis and Drug Research,School of Pharmaceutical Sciences&Department of Medical Laboratory,Shapingba Hospital Affiliated to Chongqing University,Chongqing University,Chongqing 401331,China;State Key Laboratory of NBC Protection for Civilian,Beijing 100191,China;Jiangsu Key Laboratory of Advanced Catalytic Materials&Technology,School of Petrochemical Engineering,Changzhou University,Changzhou 213164,China)

机构地区：[1]Chongqing Key Laboratory of Natural Product Synthesis and Drug Research,School of Pharmaceutical Sciences&Department of Medical Laboratory,Shapingba Hospital Affiliated to Chongqing University,Chongqing University,Chongqing 401331,China [2]State Key Laboratory of NBC Protection for Civilian,Beijing 100191,China [3]Jiangsu Key Laboratory of Advanced Catalytic Materials&Technology,School of Petrochemical Engineering,Changzhou University,Changzhou 213164,China

出　　处：《Science China Materials》2025年第2期448-454,共7页中国科学(材料科学)(英文版)

基　　金：supported by the Fundamental Research Funds for the Central Universities (2023CDJYGRH-YB17, 2024CDJXY002, 2024CDJQYJCYJ-001);the Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology (BM2012110);the Scientific and Technological Project of Jiangsu Province (BZ2023055, BE2023693);the Venture & Innovation Support Program for Chongqing Overseas Returnees (cx2022061);the Natural Science Foundation of Chongqing (CSTB2022NSCQ-MSX1123);the Chongqing Talents: Exceptional Young Talents Project (cstc2021ycjhbgzxm0067);Changzhou University, Advanced Catalysis and Green Manufacturing Collaborative Innovation Center (ACGM2022–10–10);the National Natural Science Foundation of China (21702019)。

摘　　要：Reported herein is the first time mechanochromicmaterials based on sole enol-form emission of 2-(2’-hydroxyphenyl)azoles containing one triphenylamine (TPA).Three different single crystals were obtained and representpristine, intermediate, and ground states, respectively. The 2-(2’-hydroxyphenyl)azoles containing two TPA exhibit balanced dual-emission and could be used in multi-channelimaging, and selectivity accumulated in mitochondria of livingcells. In addition, we developed the first example of excitedstate intramolecular proton transfer (ESIPT) materials withsole enol-form emission and balanced dual-emission to detectchemical warfare agents (CWAs) mimic diethyl chlorophosphate (DCP) with good selectivity, highly sensitive, and fastresponsive.本文首次发展了只有烯醇式发射三苯胺单取代的2-(2′-羟基苯基)唑类机械变色材料;获得了压致变色中对应初始状态、中间状态和研磨后状态的三种不同的单晶.合成的双三苯胺取代的2-(2′-羟基苯基)唑具有烯醇式/酮式双发射的特性,可用于多通道成像,可选择性的富集于活细胞的线粒体.此外,我们开发了可用于化学战剂模拟物氯磷酸二乙酯(DCP)检测的具有烯醇式发射或双发射的激发态分子内质子转移(ESIPT)材料;该类材料在检测中表现出良好的选择性、高灵敏度和快速响应性.

关 键 词：fluorescent materials enol-form emission keto-form emission ESIPT chemical warfare agents 

分 类 号：O62[理学—有机化学]