Tetraphenylpyrazine-based AIEgens: facile preparation and tunable light emission

被引:264
作者
Chen, Ming [1 ]
Li, Lingzhi [1 ]
Nie, Han [2 ]
Tong, Jiaqi [1 ]
Yan, Lulin [5 ]
Xu, Bin [5 ]
Sun, Jing Zhi [1 ]
Tian, Wenjing [5 ]
Zhao, Zujin [2 ]
Qin, Anjun [1 ,2 ]
Tang, Ben Zhong [1 ,2 ,3 ,4 ]
机构
[1] Zhejiang Univ, Dept Polymer Sci & Engn, MOE Key Lab Macromol Synth & Functionalizat, Hangzhou 310027, Peoples R China
[2] S China Univ Technol, State Key Lab Luminescent Mat & Devices, Guangdong Innovat Res Team, Guangzhou 510640, Peoples R China
[3] Hong Kong Univ Sci & Technol, Inst Mol Funct Mat, Dept Chem, Inst Adv Study, Kowloon, Hong Kong, Peoples R China
[4] Hong Kong Univ Sci & Technol, State Key Lab Mol Neurosci, Kowloon, Hong Kong, Peoples R China
[5] Jilin Univ, State Key Lab Supramol Struct & Mat, Changchun 130012, Peoples R China
基金
美国国家科学基金会;
关键词
AGGREGATION-INDUCED EMISSION; ENHANCED EMISSION; 9,10-DISTYRYLANTHRACENE DERIVATIVES; INTRAMOLECULAR ROTATION; ORGANIC NANOPARTICLES; RESTRICTION; LUMINOGENS; MOLECULES; TETRAPHENYLETHENE; LUMINESCENCE;
D O I
10.1039/c4sc03365e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Research on aggregation-induced emission (AIE) has been a hot topic. Due to enthusiastic efforts by many researchers, hundreds of AIE luminogens (AIEgens) have been generated which were mainly based on archetypal silole, tetraphenylethene, distyrylanthracene, triphenylethene, and tetraphenyl-1,4-butadiene, etc. To enlarge the family of AIEgens and to enrich their functions, new AIEgens are in high demand. In this work, we report a new kind of AIEgen based on tetraphenylpyrazine (TPP), which could be readily prepared under mild reaction conditions. Furthermore, we show that the TPP derivatives possess a good thermal stability and their emission could be fine-tuned by varying the substituents on their phenyl rings. It is anticipated that TPP derivatives could serve as a new type of widely utilized AIEgen, based on their facile preparation, good thermo-, photo-and chemostabilities, and efficient emission.
引用
收藏
页码:1932 / 1937
页数:6
相关论文
共 57 条
[1]   Relaxation dynamics and structural characterization of organic nanoparticles with enhanced emission [J].
Bhongale, CJ ;
Chang, CW ;
Lee, CS ;
Diau, EWG ;
Hsu, CS .
JOURNAL OF PHYSICAL CHEMISTRY B, 2005, 109 (28) :13472-13482
[2]   Effect of bilayer number on the photoluminescent property of TPE-based self-assembled film [J].
Chen DiDi ;
Feng Xiao ;
Gu ShangZhi ;
Tong Bin ;
Shi JianBing ;
Zhi JunGe ;
Dong YuPing .
CHINESE SCIENCE BULLETIN, 2013, 58 (22) :2728-2732
[3]   Aggregation-induced emission of cis,cis-1,2,3,4-tetraphenylbutadiene from restricted intramolecular rotation [J].
Chen, JW ;
Xu, B ;
Ouyang, XY ;
Tang, BZ ;
Cao, Y .
JOURNAL OF PHYSICAL CHEMISTRY A, 2004, 108 (37) :7522-7526
[4]   Synthesis, light emission, nanoaggregation, and restricted intramolecular rotation of 1,1-substituted 2,3,4,5-tetraphenylsiloles [J].
Chen, JW ;
Law, CCW ;
Lam, JWY ;
Dong, YP ;
Lo, SMF ;
Williams, ID ;
Zhu, DB ;
Tang, BZ .
CHEMISTRY OF MATERIALS, 2003, 15 (07) :1535-1546
[5]   Creation of Bifunctional Materials: Improve Electron-Transporting Ability of Light Emitters Based on AIE-Active 2,3,4,5-Tetraphenylsiloles [J].
Chen, Long ;
Jiang, Yibin ;
Nie, Han ;
Lu, Ping ;
Sung, Herman H. Y. ;
Williams, Ian D. ;
Kwok, Hoi Sing ;
Huang, Fei ;
Qin, Anjun ;
Zhao, Zujin ;
Tang, Ben Zhong .
ADVANCED FUNCTIONAL MATERIALS, 2014, 24 (23) :3621-3630
[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]   The action of ammonia on benzoin [J].
Davidson, D ;
Weiss, M ;
Jelling, M .
JOURNAL OF ORGANIC CHEMISTRY, 1937, 2 (04) :328-334
[8]   Aggregation-enhanced emission in fluorophores containing pyridine and triphenylamine terminals: restricted molecular rotation and hydrogen-bond interaction [J].
Deng, Shiang-Lin ;
Chen, Tai-Lin ;
Chien, Wei-Lun ;
Hong, Jin-Long .
JOURNAL OF MATERIALS CHEMISTRY C, 2014, 2 (04) :651-659
[9]   Bioprobes Based on AIE Fluorogens [J].
Ding, Dan ;
Li, Kai ;
Liu, Bin ;
Tang, Ben Zhong .
ACCOUNTS OF CHEMICAL RESEARCH, 2013, 46 (11) :2441-2453
[10]   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