Tetraphenylethene derivatives with AIE-ESIPT characteristics: Synthesis, crystal structures, photophysical properties and application for ClO- detection and pH sensing

被引：8
作者：
Yi, Siqin [1 ]
Liu, Hongliang [1 ]
Li, Xue [1 ]
Chen, Zhao [1 ]
Fan, Congbin [1 ]
Pu, Shouzhi [1 ,2 ]
机构：
[1] Jiangxi Sci & Technol Normal Univ, Jiangxi Key Lab Organ Chem, Nanchang 330013, Peoples R China
[2] Yuzhang Normal Univ, Dept Ecol & Environm, Nanchang 330103, Peoples R China
来源：
DYES AND PIGMENTS | 2023年 / 219卷
关键词：
AIE-ESIPT fluorescent probe; X-ray crystallographic; Detection of ClO; Cell imaging; INTRAMOLECULAR PROTON-TRANSFER; AGGREGATION-INDUCED EMISSION; CHARGE-TRANSFER; FLUORESCENT-PROBES; SIMPLE DESIGN; LUMINESCENCE; COMPOUND;
D O I：
10.1016/j.dyepig.2023.111598
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
The fluorescent probe with both aggregation-induced emission (AIE) and excited-state intramolecular proton transfer (ESIPT) shows significant advantages, such as no self-quenching at high concentration, large Stokes shift, high selectivity towards analyte etc. Based on tetraphenylethene and ESIPT structural modules, three AIE-ESIPT molecules containing one different atom (S, O, N) have been constructed in this paper. The effects of three atoms on the optical properties of fluorescent molecules have been investigated by fluorescence spectroscopy and X-ray crystallographic analyses. Interestingly, the cyclic detection of HCl and NH3 gases can be achieved with the BTYTPE-based portable test paper. In addition, BOY-TPE and HBIY-TPE can detect ClO- by naked eye with low detection limit, good biocompatibility.
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页数：15
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共 71 条
[1]   Solvent-dependent photoinduced tautomerization of 2-(2′-hydroxyphenyl)benzoxazole [J].
Abou-Zied, OK ;
Jimenez, R ;
Thompson, EHZ ;
Millar, DP ;
Romesberg, FE .
JOURNAL OF PHYSICAL CHEMISTRY A, 2002, 106 (15) :3665-3672
[2]   Benzothiazole-based fluorescent sensor for hypochlorite detection and its application for biological imaging [J].
Chang, Chengcheng ;
Wang, Fang ;
Qiang, Jian ;
Zhang, Zhijie ;
Chen, Yahui ;
Zhang, Wei ;
Wang, Yong ;
Chen, Xiaoqiang .
SENSORS AND ACTUATORS B-CHEMICAL, 2017, 243 :22-28
[3]   A two-photon ESIPT based fluorescence probe for specific detection of hypochlorite [J].
Chen, Liyan ;
Park, Sang Jun ;
Wu, Di ;
Kim, Hwan Myung ;
Yoon, Juyoung .
DYES AND PIGMENTS, 2018, 158 :526-532
[4]   Rotational Energy Barrier of 2-(2′,6′-Dihydroxyphenyl)benzoxazole: A Case Study by NMR [J].
Chen, Weihua ;
Twum, Eric B. ;
Li, Linlin ;
Wright, Brian D. ;
Rinaldi, Peter L. ;
Pang, Yi .
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (01) :285-290
[5]   Carbazole-based aggregation-induced emission (AIE)-active gold(I) complex: Persistent room-temperature phosphorescence, reversible mechanochromism and vapochromism characteristics [J].
Chen, Zhao ;
Liu, Gang ;
Pu, Shouzhi ;
Liu, Sheng Hua .
DYES AND PIGMENTS, 2017, 143 :409-415
[6]   In situ co-crystallization of cresols with aniline and fluoroanitines: subtle interplay of strong and weak hydrogen bonds [J].
Choudhury, Angshuman R. ;
Yufit, Dmitry S. ;
Howard, Judith A. K. .
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-CRYSTALLINE MATERIALS, 2014, 229 (09) :625-634
[7]   Proton Transfer and Nitro Rotation Tuned Photoisomerization of Artificial Base Pair-ZP [J].
Cui, Xixi ;
Zhao, Yu ;
Li, Zhibing ;
Meng, Qingtian ;
Zhang, Changzhe .
FRONTIERS IN CHEMISTRY, 2020, 8
[8]   An improved experimental determination of external photoluminescence quantum efficiency [J].
deMello, JC ;
Wittmann, HF ;
Friend, RH .
ADVANCED MATERIALS, 1997, 9 (03) :230-&
[9]   New Carbazole-Based Fluorophores: Synthesis, Characterization, and Aggregation-Induced Emission Enhancement [J].
Dong, Shoucheng ;
Li, Zhen ;
Qin, Jingui .
JOURNAL OF PHYSICAL CHEMISTRY B, 2009, 113 (02) :434-441
[10]   Theoretical investigation on dual fluorescence and intramolecular charge transfer of 5-phenyl-5H-phenanthridin-6-one [J].
Duan XiaoHui ;
Pei ChongHua ;
Ma YongJun .
SCIENCE IN CHINA SERIES B-CHEMISTRY, 2008, 51 (07) :632-639
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