Aggregation-induced emission and remarkable piezochromism based on tetraphenylethene modified cyanostilbene derivative

被引:18
作者
Zhan, Yong [1 ,3 ]
Zhao, Qian [4 ]
Yang, Wenjun [2 ]
机构
[1] China Jiliang Univ, Coll Life Sci, Hangzhou 310018, Peoples R China
[2] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, Shandong Key Lab Biochem Anal, Qingdao 266042, Peoples R China
[3] Huaqiao Univ, Fujian Key Lab Photoelect Funct Mat, Xiamen 361021, Fujian, Peoples R China
[4] China Jiliang Univ, Coll Mat & Chem, Hangzhou 310018, Peoples R China
关键词
Tetraphenylethene; Cyanostilbene; Piezochromism; Aggregation-induced emission; Fluorescence response; MECHANOFLUOROCHROMISM; MECHANOCHROMISM; LUMINESCENCE; DONOR; MECHANOLUMINESCENCE; SOLVATOCHROMISM; EMITTERS; BEHAVIOR;
D O I
10.1016/j.tetlet.2021.153136
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The D-pi-A-pi-D type tetraphenylethene-based cyanostilbene derivative TPEAN had been designed and synthesized. Solvatochromic experiment and theoretical calculation illustrated that TPEAN occurred unique intramolecular charge transfer (ICT) process. Luminogen TPEAN also exhibited AIE activity. The nanoparticles gradually formed and emitted intense fluorescence at high water content in a mixture of THF/water. Interestingly, TPEAN displayed remarkable piezochromism. A emission color change from bright green to dark yellow occurred for the pristine solid of TPEAN after grinding treatment. This emitting color change could recover to its original state after fuming. The current work could be help us to effectively design molecular structure to achieve an obvious fluorescence response to external force. (C) 2021 Elsevier Ltd. All rights reserved.
引用
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页数:5
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共 38 条
[1]   A multi-stimuli responsive "AIE" active salicylaldehyde-based Schiff base for sensitive detection of fluoride [J].
Alam, Parvej ;
Kachwal, Vishal ;
Laskar, Inamur Rahaman .
SENSORS AND ACTUATORS B-CHEMICAL, 2016, 228 :539-550
[2]   A novel fluorene-based aggregation-induced emission (AIE)-active gold(I) complex with crystallization-induced emission enhancement (CIEE) and reversible mechanochromism characteristics [J].
Chen, Zhao ;
Zhang, Jing ;
Song, Min ;
Yin, Jun ;
Yu, Guang-Ao ;
Liu, Sheng Hua .
CHEMICAL COMMUNICATIONS, 2015, 51 (02) :326-329
[3]   Recent advances in organic mechanofluorochromic materials [J].
Chi, Zhenguo ;
Zhang, Xiqi ;
Xu, Bingjia ;
Zhou, Xie ;
Ma, Chunping ;
Zhang, Yi ;
Liu, Siwei ;
Xu, Jiarui .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (10) :3878-3896
[4]   Structure- property relationship in multi- stimuli responsive D- A-A0 benzothiazole functionalized isomers [J].
Ekbote, Anupama ;
Mobin, Shaikh M. ;
Misra, Rajneesh .
JOURNAL OF MATERIALS CHEMISTRY C, 2018, 6 (40) :10888-10901
[5]   Stimuli responsive AIE active positional isomers of phenanthroimidazole as non-doped emitters in OLEDs [J].
Ekbote, Anupama ;
Han, Si Hyun ;
Jadhav, Thaksen ;
Mobin, Shaikh M. ;
Lee, Jun Yeob ;
Misra, Rajneesh .
JOURNAL OF MATERIALS CHEMISTRY C, 2018, 6 (08) :2077-2087
[6]   Aggregation-induced emission and mechanofluorochromism of tetraphenylbutadiene modified β-ketoiminate boron complexes [J].
Gao, Huaizhi ;
Xu, Defang ;
Wang, Yonghui ;
Zhang, Chao ;
Yang, Yan ;
Liu, Xingliang ;
Han, Aixia ;
Wang, Ying .
DYES AND PIGMENTS, 2018, 150 :165-173
[7]   The Influence of Molecular Packing on the Emissive Behavior of Pyrene Derivatives: Mechanoluminescence and Mechanochromism [J].
Gong, Yan-Bin ;
Zhang, Pan ;
Gu, Ya-rong ;
Wang, Jia-Qiang ;
Han, Meng-Meng ;
Chen, Cheng ;
Zhan, Xue-Jun ;
Xie, Zong-Liang ;
Zou, Bo ;
Peng, Qian ;
Chi, Zhen-Guo ;
Li, Zhen .
ADVANCED OPTICAL MATERIALS, 2018, 6 (16)
[8]   Twisted D-π-A solid emitters: efficient emission and high contrast mechanochromism [J].
Gong, Yongyang ;
Tan, Yeqiang ;
Liu, Jun ;
Lu, Ping ;
Feng, Cunfang ;
Yuan, Wang Zhang ;
Lu, Yawei ;
Sun, Jing Zhi ;
He, Gufeng ;
Zhang, Yongming .
CHEMICAL COMMUNICATIONS, 2013, 49 (38) :4009-4011
[9]   Indolylbenzothiadiazoles with varying substituents on the indole ring: a systematic study on the self-recovering mechanochromic luminescence [J].
Ito, Suguru ;
Taguchi, Tomohiro ;
Yamada, Takeshi ;
Ubukata, Takashi ;
Yamaguchi, Yoshitaka ;
Asami, Masatoshi .
RSC ADVANCES, 2017, 7 (28) :16953-16962
[10]   Effect of the cyano group on solid state photophysical behavior of tetraphenylethene substituted benzothiadiazoles [J].
Jadhav, Thaksen ;
Dhokale, Bhausaheb ;
Misra, Rajneesh .
JOURNAL OF MATERIALS CHEMISTRY C, 2015, 3 (35) :9063-9068