Efficient piezochromic luminescence from tetraphenylethene functionalized pyridine-azole derivatives exhibiting aggregation-induced emission

被引:26
作者
Cui, Yang [1 ]
Yin, Yong-Min [2 ]
Cao, Hong-Tao [1 ]
Zhang, Min [1 ]
Shan, Guo-Gang [1 ]
Sun, Hai-Zhu [1 ]
Wu, Yong [1 ]
Su, Zhong-Min [1 ]
Xie, Wen-Fa [2 ]
机构
[1] NE Normal Univ, Coll Chem, Changchun 130024, Jilin, Peoples R China
[2] Jilin Univ, State Key Lab Integrated Optoelect, Coll Elect Sci & Engn, Changchun 130012, Jilin, Peoples R China
基金
中国博士后科学基金; 中国国家自然科学基金;
关键词
Pyridine-azole derivative; Piezochromic luminescence; Aggregation-induced emission; Phase transition; Organic light-emitting diodes; DFT; REVERSIBLE MECHANOCHROMIC LUMINESCENCE; ORGANIC-CRYSTALS; COMPLEXES; PHOTOLUMINESCENT; STACKING; EMITTERS; BEHAVIOR; LIGANDS; PACKING;
D O I
10.1016/j.dyepig.2015.03.024
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
In this work, three tetraphenylethene-functionalized pyridine-azole derivatives were successfully synthesized and characterized. Their photophysical properties in both solution and solid-state were investigated systematically. All luminogens are almost non-emissive in solution but highly emissive in the aggregated states, showing aggregated-induced emission. Importantly, their crystalline aggregates exhibit effective piezochromism with high contrast in both emission color and intensity. The emission color between blue and green can be reversibly and quickly switched by a grinding-heating process several times without any deterioration. The experimental data clearly demonstrate that the interconversion between crystalline and amorphous states is response for the present piezochromism. Non-doped electroluminescence devices using the dyes as light-emitting layers were fabricated. The devices display a peak current efficiency of 2.3 cd A(-1) and power efficiency of 2.0 lm W-1, respectively. The obtained results will be useful in designing new efficient multifunctional materials and enriching piezochromic luminescent systems as well. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:62 / 69
页数:8
相关论文
共 57 条
[1]   Mechanical Control of Nanomaterials and Nanosystems [J].
Ariga, Katsuhiko ;
Mori, Taizo ;
Hill, Jonathan P. .
ADVANCED MATERIALS, 2012, 24 (02) :158-176
[2]   A green emissive amorphous fac-Alq3 solid generated by grinding crystalline blue fac-Alq3 powder [J].
Bi, Hai ;
Chen, Dong ;
Li, Di ;
Yuan, Yang ;
Xia, Dandan ;
Zhang, Zuolun ;
Zhang, Hongyu ;
Wang, Yue .
CHEMICAL COMMUNICATIONS, 2011, 47 (14) :4135-4137
[3]   Solid-state fluorescence properties and reversible piezochromic luminescence of aggregation-induced emission-active 9,10-bis[(9,9-dialkylfluorene-2-yl)vinyl]anthracenes [J].
Bu, Lingyu ;
Sun, Mingxiao ;
Zhang, Deteng ;
Liu, Wei ;
Wang, Yalong ;
Zheng, Meng ;
Xue, Shanfeng ;
Yang, Wenjun .
JOURNAL OF MATERIALS CHEMISTRY C, 2013, 1 (10) :2028-2035
[4]   Mechanically-Induced Chemical Changes in Polymeric Materials [J].
Caruso, Mary M. ;
Davis, Douglas A. ;
Shen, Qilong ;
Odom, Susan A. ;
Sottos, Nancy R. ;
White, Scott R. ;
Moore, Jeffrey S. .
CHEMICAL REVIEWS, 2009, 109 (11) :5755-5798
[5]   Fluorene-based novel highly emissive fluorescent molecules with aggregate fluorescence change or aggregation-induced emission enhancement characteristics [J].
Chen, Zhao ;
Liang, Jinhua ;
Han, Xie ;
Yin, Jun ;
Yu, Guang-Ao ;
Liu, Sheng Hua .
DYES AND PIGMENTS, 2015, 112 :59-66
[6]   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
[7]   Bioprobes Based on AIE Fluorogens [J].
Ding, Dan ;
Li, Kai ;
Liu, Bin ;
Tang, Ben Zhong .
ACCOUNTS OF CHEMICAL RESEARCH, 2013, 46 (11) :2441-2453
[8]   Aggregation induced emission and amplified explosive detection of tetraphenylethylene-substituted polycarbazoles [J].
Dong, Wenyue ;
Fei, Teng ;
Palma-Cando, Alex ;
Scherf, Ullrich .
POLYMER CHEMISTRY, 2014, 5 (13) :4048-4053
[9]   Piezochromic Luminescence Based on the Molecular Aggregation of 9,10-Bis((E)-2-(pyrid-2-yl)vinyl)anthracene [J].
Dong, Yujie ;
Xu, Bin ;
Zhang, Jibo ;
Tan, Xiao ;
Wang, Lijuan ;
Chen, Jinlong ;
Lv, Hongguang ;
Wen, Shanpeng ;
Li, Bao ;
Ye, Ling ;
Zou, Bo ;
Tian, Wenjing .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (43) :10782-10785
[10]   Multi-Stimuli-Responsive Fluorescence Switching of a Donor-Acceptor π-Conjugated Compound [J].
Dou, Chuandong ;
Han, Liang ;
Zhao, Shanshan ;
Zhang, Hongyu ;
Wang, Yue .
JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2011, 2 (06) :666-670