中文
Announcement
More
Progress in Chemistry 2008, Vol. 20 Issue (05): 673-678 Previous Articles   Next Articles

• Review •

Organic Compounds with Aggregation-Induced Emission

Qian Lijun1 Zhi Junge2 Tong Bin1 Yang Fan1 Zhao Wei1 Dong Yuping1**   

  1. (1. College of Materials Science & Engineering, Beijing Institute of Technology, Beijing 100081, China; 2. College of Science, Beijing Institute of Technology, Beijing 100081, China)
  • Received: Revised: Online: Published:
  • Contact: Dong Yuping
PDF ( 2784 ) Cited
Export

EndNote

Ris

BibTeX

Light emissions of the organic dyes are, however, often quenched when the luminophors are fabricated into solid thin films, which have greatly limited their scope of practical applications, such as organic light-emitting diodes, chemosensors/biosensors etc. So that, the organic compounds with excellent emission properties at aggregate state or solid state, that are, aggregation-induced emission (AIE), aggregation-induced emission enhancement(AIEE) and crystallization-induced emission enhancement(CIEE) properties, attract more and more attention. They can get tunable intensity and wavelength of emission by adjusting molecular structure, twisted conformation, rigidity of structure and stack morphology etc. The review focuses on the structures and mechanisms about AIE, AIEE and CIEE. The kinds of compounds with AIE, AIEE and CIEE are summarized, mainly including siloles, substituted ethenes (mainly including fulvene and DPDSB style), CN-MBE, pyran, biphenyl compounds and polymers. Herein some theories explaining AIE, AIEE and CIEE are introduced including RIR (Restriction of Intramolecular Rotation), non-activation by avoiding nonradiative decay, preventability of excimers by twisted conformation, J-aggregate state and intermolecular C-H/π interaction .

CLC Number: 

[ 1 ] Friend R H , Gymer R W, Holmes A B , et al . Nature , 1999 ,397 : 121 —128
[ 2 ] Toal S J , Jones K A , Magde D , et al . J . Am. Chem. Soc. ,2005 , 127 : 11661 —11665
[ 3 ] Cacialli F , Wilson J S , Michels J J , et al . Nat . Mater. , 2002 ,1 : 160 —164
[ 4 ] Jenekhe S A , Osaheni J A. Science , 1994 , 265 : 765 —773
[ 5 ] Cornil J , dos Santos D A , Crispin X, et al . J . Am. Chem.Soc. , 1998 , 120 : 1289 —1299
[ 6 ] Janyanty S , Radhakrishnan T P. Chem. -A Eur. J . , 2004 , 10 :791 —797
[ 7 ] Burroughes J H , Bradley D D C , Brown A R , et al . Nature ,1990 , 347 : 539 —541
[ 8 ] Mitschke U , Bauerle P. J . Mater. Chem. , 2000 , 10 : 1471 —1507
[ 9 ] McGehee M D , Heeger A J . Adv. Mater. , 2000 , 12 : 1655 —1668
[10] Tang C W, VanSlyke S A. Appl . Phys. Lett . , 1987 , 51 : 913 —915
[11] Tang C W, VanSlyke S A , Chen C H. J . Appl . Phys. , 1989 ,65 : 3610 —3616
[12] Luo J , Xie Z , Lam J W Y, et al . Chem. Commun. , 2001 ,1740 —1741
[13] Tang B Z , Zhan X, Yu G, et al . J . Mater. Chem. , 2001 , 11 :2974 —2978
[14] Dong Y Q , LamJ W Y, Li Z , et al . Inorg. Organomet . Polym.Mater. , 2005 , 15 : 287 —291
[15] Sonoda Y K, Goto M D , Tsuzuki SJ , et al . J . Phys. Chem. A ,2006 , 110 : 13379 —13387
[16] Chan L H , Lee R H , Hsieh C F , et al . J . Am. Chem. Soc. ,2002 , 124 : 6469 —6479
[17] Sartin M M, Boydston A J , Pagenkopf B L , et al . J . Am. Chem.Soc. , 2006 , 128 : 10163 —10170
[18] Lee S H , Jang B B , Kafafi Z H. J . Am. Chem. Soc. , 2005 ,127 : 9071 —9078
[19] Chen J W, Law C C W, Lam J W Y, et al . Chem. Mater. ,2003 , 15 : 1535 —1546
[20] Hong Y N , Dong Y Q , Tong H , et al . Proc. of SPIE , 2007 ,6470 : 64700T1 —64700T12
[21] Ren Y, Lam J W Y, Dong Y Q , et al . J . Phys. Chem. B ,2005 , 109 : 1135 —1140
[22] Chen H Y, Lam J W Y, Luo J D , et al . Appl . Phys. Lett . ,2002 , 81 : 574 —576
[23] Li Z , Dong Y Q , Mi B X, et al . J . Phys. Chem. B , 2005 , 109 :10061 —10066
[24] Yu G, Yin S W, Liu Y Q , et al . J . Am. Chem. Soc. , 2005 ,127 : 6335 —6346
[25] Chen J W, Xu B , Cao Y. Synthetic Metals , 2005 , 152 : 249 —252
[26] Chen J W, Xu B , Yang K X, et al . J . Phys. Chem. B , 2005 ,109 : 17086 —17093
[27] Tracy H J , Mullin J L , Klooster W T. Inorganic Chemistry ,2005 , 44 : 2003 —2011
[28] Xing YJ , Xu X Y, Lu P. Optical Materials , 2006 , 29 : 407 —409
[29] 童辉(Tong H) , 董永强(Dong Y Q) , 唐本忠(Tang B Z) . 发光学报( Chinese Journal of Luminescence ) , 2006 , 27 ( 3) :281 —284
[30] Tong H , Dong Y Q , Haubler M, et al . Chem. Commun. , 2006 ,1133 —1135
[31] Tong H , Dong Y Q , Hong Y N , et al . J . Phys. Chem. C , 2007 ,111 : 2287 —2294
[32] Dong Y Q , Lam J W Y, Qin A J , et al . Chem. Commun. ,2007 , 40 —42
[33] Chen J W, Xu B , Ouyang X Y, et al . J . Phys. Chem. A , 2004 ,108 : 7522 —7526
[34] Itami K, Ohashi Y, Yoshida J I. J . Org. Chem. , 2005 , 70 :2778 —2792
[35] Xie Z Q , Yang B , Ma Y G. J . Phys. Chem. B , 2006 , 110 :20993 —21000
[36] Xie Z Q , Yang B , Li F , et al . J . Am. Chem. Soc. , 2005 ,127 : 14152 —14153
[37] Xie Z Q , Yang B , Cheng G, et al . Chem. Mater. , 2005 , 17 :1287 —1289
[38] Xie Z Q , Liu L L , Yang B , et al . Crystal Growth & Design ,2005 , 5 : 1959 —1964
[39] An B K, Kwon S K, Jung S D , Park S Y. J . Am. Chem. Soc. ,2002 , 124 : 14410 —14415
[40] An B K, Kwon S K, Park S Y. Angew. Chem. Int . Ed. , 2007 ,46 : 1978 —1982
[41] Nam H H , Boury B , Park S Y. Chem. Mater. C , 2006 , 18 :5716 —5721
[42] An B K, Lee D S , Park S Y. J . Am. Chem. Soc. , 2004 , 126 :10232 —10233
[43] Tong X, Zhao Y, An B K, Park S Y. Adv. Funct . Mater. ,2006 , 16 :1799 —1804
[44] Tong H , Dong Y Q , Haussler M, et al . Chem. Phys. Lett . ,2006 , 428 : 326 —330
[45] Tong H , Hong Y N , Dong Y Q , et al . J . Phys. Chem. B , 2007 ,111 : 2000 —2007
[46] Zeng Q , Li Z , Dong Y Q , et al . Chem. Commun. , 2007 , 70 —72
[47] Zhang H Q , Yang B , Zheng Y, et al . J . Phys. Chem. B , 2004 ,108 : 9571 —9573
[48] Han M, Hara M. J . Am. Chem. Soc. , 2005 , 127 : 10951 —10955
[49] Wang Z X, Shao H X, Ye J C , et al . J . Phys. Chem. B , 2005 ,109 : 19627 —19633
[50] Liu Y, Tao X T , Wang F Z , et al . J . Phys. Chem. C , 2007 ,111 : 6544 —6549
[51] Chen J W, Xie Z L , Law J W Y, et al . Macromolecules , 2003 ,36 : 1108 —1117
[52] Ren Y, Lam J W Y, Dong Y Q , et al . J . Phys. Chem. B ,2005 , 109 : 1135 —1140
[53] Yuan W Z , Qin A J , LamJ W Y, et al . Macromolecules , 2007 ,40 : 3159 —3166
[54] Zheng R , Dong H , Peng H , et al . Macromolecules , 2004 , 37 :5196 —5210
[55] Dong H , Zheng R , Lam J W Y, et al . Macromolecules , 2005 ,38 : 6382 —6391
[56] Xu K, Peng H , Sun Q , et al . Macromolecules , 2002 , 35 :5821 —5834
[57] Peng H , Cheng L , Luo J , et al . Macromolecules , 2002 , 35 :5349 —5351
[58] Li Z , Qin A , Lam J W Y, et al . Macromolecules , 2006 , 39 :1436 —1442
[59] Chen J W, Peng H , Law C C W, et al . Macromolecules , 2003 ,36 : 4319 —4327
[60] Masuda T , Takatsuka M, Tang B Z , et al . J . Membr. Sci . ,1990 , 49 : 69 —83
[61] Wong K S , Wang H , Lanzani G. Chem. Phys. Lett . , 1998 ,288 : 59 —64

[1] Lingxiang Guo, Juping Li, Zhiyang Liu, Quan Li. Photosensitizers with Aggregation-Induced Emission for Mitochondrion-Targeting Photodynamic Therapy [J]. Progress in Chemistry, 2022, 34(11): 2489-2502.
[2] Pengbo Han, He Xu, Zhongfu An, Zheyi Cai, Zhengxu Cai, Hui Chao, Biao Chen, Ming Chen, Yu Chen, Zhenguo Chi, Shuting Dai, Dan Ding, Yuping Dong, Zhiyuan Gao, Weijiang Guan, Zikai He, Jingjing Hu, Rong Hu, Yixiong Hu, Qiuyi Huang, Miaomiao Kang, Danxia Li, Jisen Li, Shuzhen Li, Wenlang Li, Zhen Li, Xinlin Lin, Huaying Liu, Peiying Liu, Xiaoding Lou, Chao Lu, Dongge Ma, Hanlin Ou, Juan Ouyang, Qian Peng, Jun Qian, Anjun Qin, Jiamin Qu, Jianbing Shi, Zhigang Shuai, Lihe Sun, Rui Tian, Wenjing Tian, Bin Tong, Huiliang Wang, Dong Wang, He Wang, Tao Wang, Xiao Wang, Yucheng Wang, Shuizhu Wu, Fan Xia, Yujun Xie, Kai Xiong, Bin Xu, Dongpeng Yan, Haibo Yang, Qingzheng Yang, Zhiyong Yang, Lizhen Yuan, Wangzhang Yuan, Shuangquan Zang, Fang Zeng, Jiajie Zeng, Zhuo Zeng, Guoqing Zhang, Xiaoyan Zhang, Xuepeng Zhang, Yi Zhang, Yufan Zhang, Zhijun Zhang, Juan Zhao, Zheng Zhao, Zihao Zhao, Zujin Zhao, Ben Zhong Tang. Aggregation-Induced Emission [J]. Progress in Chemistry, 2022, 34(1): 1-130.
[3] Fei Ren, Jianbing Shi, Bin Tong, Zhengxu Cai, Yuping Dong. Near Infrared Fluorescent Dyes with Aggregation-Induced Emission [J]. Progress in Chemistry, 2021, 33(3): 341-354.
[4] Yawen Li, Wantong Ao, Huilin Jin, Liping Cao. Aggregation-Induced Emission of Tetraphenylethene Derivatives with Macrocycles via Host-Guest Interactions [J]. Progress in Chemistry, 2019, 31(1): 121-134.
[5] Peng Bangyin, Xu Shidang, Chi Zhenguo, Zhang Xiqi, Zhang Yi, Xu Jiarui. Piezochromic Aggregation-Induced Emission Materials [J]. Progress in Chemistry, 2013, 25(11): 1805-1820.
[6] Xu Bin, Zhang Jibo, Ma Suqian, Chen Jinlong, Dong Yujie, Tian Wenjing*. 9,10-Distyrylanthracene Derivatives: Aggregation Induced Emission, Mechanism and Their Applications [J]. Progress in Chemistry, 2013, 25(07): 1079-1089.
[7] Zhao Yuezhi, Cai Minmin, Qian Yan*, Xie Linghai, Huang Wei*. The Systems with Aggregation Induced Emission: Compounds,Emission Mechanisms and Their Applications [J]. Progress in Chemistry, 2013, 25(0203): 296-321.
[8] Zhang Shuang, Qin Anjun, Sun Jingzhi, Tang Benzhong. Mechanism Study of Aggregation-Induced Emission [J]. Progress in Chemistry, 2011, 23(4): 623-636.