中文 |
English |
Email Alert
二苯乙烯基蒽衍生物:聚集诱导发光性质、机理及应用
徐斌, 张继博, 马愫倩, 陈金龙, 董玉杰, 田文晶*
化学进展 ›› 2013, Vol. 25 ›› Issue (07) :1079-1089
二苯乙烯基蒽衍生物:聚集诱导发光性质、机理及应用
徐斌, 张继博, 马愫倩, 陈金龙, 董玉杰, 田文晶*
化学进展 ›› 2013, Vol. 25 ›› Issue (07) :1079-1089
二苯乙烯基蒽衍生物:聚集诱导发光性质、机理及应用
9,10-Distyrylanthracene Derivatives: Aggregation Induced Emission, Mechanism and Their Applications
与传统的发光分子相比,具有聚集诱导发光(AIE)性质的分子,在聚集态或固态条件下,由于独特的分子结构和聚集态结构,表现出显著增强的荧光发射,因而在光电器件、生物化学检测等领域展现出广阔的应用前景。本文总结了二苯乙烯基蒽(DSA)及其衍生物的AIE性质,分析了DSA类分子AIE现象的机理,如分子内转动受限、扭曲的分子结构及分子间聚集结构等,同时介绍了此类分子在固态发光、刺激-响应材料,以及生物检测和生物成像等方面的应用。
Comparing the conventional luminescent molecules, whose fluorescence is quenched once they aggregate, molecules with aggregation-induced emission properties exhibit significantly enhanced emission in solid state or aggregates due to their unique molecular structures and stacking modes, showing potential applications in optoelectronic devices, biochemical sensors and bioimaging. This paper mainly focus on the AIE properties of 9,10-distyrylanthracene (DSA) derivatives, and the AIE mechanism such as the restriction of intramolecular rotation, the twisted conformation of molecules and the packing structures. Also, the applications of DSA derivatives in solid state emitters, stimuli-responsive materials, biochemical sensors and bioimaging are introduced. Contents
1 Introduction
2 AIE molecules based on 9,10-distyrylanthracene
2.1 Small molecules
2.2 Macromolecules
3 The AIE mechanism of 9,10-distyrylanthracene based molecules
4 Applications of AIE luminogens based on 9,10-distyrylanthracene derivatives
4.1 High efficiency solid emitter
4.2 Piezallochromy
4.3 Fluorescent sensor
4.4 Bioimaging
5 Conclusion and outlook
distyrylanthracene
[1] Birks J B. Photophysics of Aromatic Molecules, Wiley, 1970
[2] Jenekhe S A, Osaheni J A. Science, 1994, 265: 765-768
[3] Friend R H, Gymer R W, Holmes A B, Burroughes J H, Marks R N, Taliani C, Bradley D D C, Dos Santos D A, Bredas J L, Logdlund M, Salaneck W R. Nature, 1999, 397: 121-128
[4] 钱立军(Qian L J), 支俊格(Zhi J G), 佟斌(Tong B), 杨帆(Yang F), 赵玮(Zhao W), 董宇平(Dong Y P). 化学进展(Progress in Chemistry), 2008, 20(5): 673-678
[5] 张双(Zhang S), 秦安军(Qin A J), 孙景志(Sun J Z), 唐本忠(Tang B Z). 化学进展(Progress in Chemistry), 2011, 23(4): 623-636
[6] Borisov S M, Wolfbeis O S. Chem. Rev., 2008, 108: 423-461
[7] Chen L, Xu S, McBranch D, Whitten D. J. Am. Chem. Soc., 2000, 122: 9302-9303
[8] Taylor P N, O’Connell M J, McNeill L A, Hall M J, Aplin R T, Anderson H L. Angew. Chem. Int. Ed., 2000, 39: 3456-3460
[9] Luo J, Xie Z, Lam J W Y, Cheng L, Chen H, Qiu C, Kwok H S, Zhan X, Liu Y, Zhu D, Tang B Z. Chem. Commun., 2001, 1740-1741
[10] Tang B Z, Zhan X, Yu G, Lee P P S, Liu Y, Zhu D. J. Mater. Chem., 2001, 11: 2974-2978
[11] Itami K, Ohashi Y, Yoshida J I. J. Org. Chem., 2005, 70: 2778-2792
[12] Nakatsuji S, Matsuda K, Uesugi Y, Nakashima K, Akiyama S, Katzer G, Fabian W. J. Chem. Soc., 1991, 6: 861-867
[13] Kim S, Zheng Q D, He G S, Bharali D J, Pudavar H E, Baev A, Prasad P N. Adv. Funct. Mater., 2006, 16: 2317-2323
[14] He J T, Xu B, Chen F P, Xia H J, Li K, Ye L, Tian W J. J. Phys. Chem. C, 2009, 113: 9892-9899
[15] Xu B, Fang H H, Dong Y J, Chen F P, Chen Q D, Sun H B, Tian W J. New J. Chem., 2010, 34: 1838-1842
[16] Dong Y J, Xu B, Zhang J B, Lu H G, Wen S P, Chen F P, He J T, Li B, Ye L, Tian W J. CrystEngComm, 2012, 14: 6593-6598
[17] Lu H G, Xu B, Dong Y J, Chen F P, Li Y W, Li Z F, He J T, Li H, Tian W J. Langmuir, 2010, 26: 6838-6844
[18] Dong Y J, Xu B, Zhang J B, Tan X, Wang L J, Chen J L, Lu H G, Wen S P, Li B, Ye L, Zou B, Tian W J. Angew. Chem. Int. Ed., 2012, 51: 10782-1078
[19] Xu B, He J T, Dong Y J, Chen F P, Yu W L, Tian W J. Chem. Commun., 2011, 47: 6602-6604
[20] Li H Y, Zhang X Q, Chi Z G, Xu B J, Zhou W, Liu S W, Zhang Y, Xu J R. Org. Lett., 2011, 13: 556-559
[21] Zhang X Q, Chi Z G, Zhang J Y, Li H Y, Xu B J, Li X F, Liu S W, Zhang Y, Xu J R. J. Phys. Chem. B, 2011, 115: 7606-7611
[22] Xu B, Zhang J B, Fang H H, Lu H G, Chen J L, Chen F P, Dong Y J, He J T, Xia H J, Chen Q D, Sun H B, Im C, Tian W J. unpublished result
[23] Lu H G, Su F Y, Mei Q, Zhou X F, Tian Y Q, Tian W J, Johnson R H. Polym. Chem., 2012, 50: 890-899
[24] Lu H G, Su F Y, Mei Q, Tian Y Q, Tian W J, Johnsona R H, Meldruma D R. J. Mater. Chem., 2012, 22: 9890-9900
[25] Hong Y N, Lam J W Y, Tang B Z. Chem. Soc. Rev., 2011, 40: 5361-5388
[26] Hong Y N, Lam J W Y, Tang B Z. Chem. Commun., 2009, 4332-4353
[27] Thomas S. Angew. Chem. Int. Ed., 2002, 41: 48-76
[28] Katharina R, Heike I S, Jürg H. Chem. Soc. Rev., 2005, 34: 22-30
[29] Robin T, Olga K. J. Am. Chem. Soc., 1982, 104: 5063-5070
[30] Hu R R, Lager E, Aguilar-Aguilar A, Liu J Z, Lam J W Y, Sung H H Y, Williams I D, Zhong Y C, Wong K S, Peña-Cabrera E, Tang B Z. J. Phys. Chem. C, 2009, 113: 15845-15853
[31] Cornil J, Beljonne D, Calbert J, Brédas J. Adv. Mater., 2001, 13: 1053-1067
[32] Kasha M, Rawls H R, Ashraf El-Bayoumi M. Pure Appl. Chem., 1965, 11: 371-392
[33] Michael D M, Alan J. H. Adv. Mater., 2000, 12: 1655-1668
[34] Kim S, Pudavar H E, Bonoiu A, Prasad P N. Adv. Mater., 2007, 19: 3791-3795
[35] Kim S, Ohulchanskyy T Y, Pudavar H E, Pandey R K, Prasad P N. J. Am. Chem. Soc., 2007, 129: 2669-2675
[37] Davis D A, Hamilton A, Yang J, Cremar L D, Gough D V, Potisek S L, Ong M T, Braun P V, Martínez T J, White S R, Moore J S, Sottos N R. Nature, 2009, 459: 68-72
[38] Wang Z L, Xu B, Zhang Lei, Zhang J B, Ma T H, Zhang J B, Fu X Q, Tian W J. Nanoscale, 2013, 5: 2065-2072
[39] Li X, Xu B, Lu H G, Wang Z L, Zhang J B, Zhang Y, Dong Y J, Ma K, Wen S P, Tian W J. Anal. Methods, 2013, 5: 438-441
[40] Wang L J, Xu B, Zhang J B, Dong Y J, Wen S P, Zhang H Y, Tian W J. Phys. Chem. Chem. Phys., 2013, 15: 2449-2458
[41] Yuan W Z, Gong Y, Chen S, Shen X Y, Lam J W Y, Lu P, Lu Y, Wang Z, Hu R, Xie N, Kwok H S, Zhang Y, Sun J Z, Tang B Z. Chem. Mater., 2012, 24: 1518-1528
/
| 〈 |
|
〉 |
PDF
(1439KB)
