Lanthanide Luminescent Supramolecular Assembly Based on Cyclodextrin

doi:10.6023/A20100486

Acta Chimica Sinica ›› 2020, Vol. 78 ›› Issue (11): 1164-1176.DOI: 10.6023/A20100486 Previous Articles Next Articles

Review

基于环糊精构筑的镧系稀土发光超分子组装体

周维磊^a,b, 陈湧^b, 刘育^b

a 内蒙古民族大学化学与材料学院纳米创新研究院通辽 028000;
b 南开大学化学学院元素有机化学国家重点实验室天津 300071

投稿日期:2020-10-22 发布日期:2020-11-04
通讯作者: 刘育 E-mail:yuliu@nankai.edu.cn
作者简介:周维磊,2019年获南开大学博士学位,目前在内蒙古民族大学化学与材料学院工作,主要的研究方向为超分子化学和功能材料的研究;陈湧,博士,南开大学教授,2001年获南开大学博士学位.主攻基于环糊精方面的物理有机化学,2002年,应法国国家科学研究中心邀请,去ENS在Pierre Sinay教授的指导下从事博士后研究工作.此期间,主要是进行基于环糊精合成和新体系的研究.2003年底来到南开大学超分子化学实验室任副教授,2010年晋升为教授,同年获新世纪优秀人才支持;刘育,博士,南开大学教授,主要从事有机超分子化学的研究,1994年教育部跨世纪人才,1996年获国家杰出青年科学基金资助,1997年被授予天津市授衔专家,2000年教育部"长江学者奖励计划"特聘教授,并入选人事部"百千万人才工程",2010年中国侨界贡献奖,2012年全国优秀科技工作者,2006年和2011年分别两次任国家973重大研究计划项目首席科学家.
基金资助:
项目受国家自然科学基金（Nos.21672113，21772099，21861132001，21971127）和内蒙古民族大学博士科研启动基金（BS554）资助.

Lanthanide Luminescent Supramolecular Assembly Based on Cyclodextrin

Zhou Wei-Lei^a,b, Chen Yong^b, Liu Yu^b

a Nano Innovation Institute(NII), College of Chemistry and Material Science, Inner Mongolia University for Nationalities, Tongliao 028000, China;
b College of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China

Received:2020-10-22 Published:2020-11-04
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21672113, 21772099, 21861132001, 21971127) and the Doctoral Scientific Research Foundation of Inner Mongolia University for Nationalities (BS554).

Lanthanide elements show great advantages in luminescence materials and are increasingly applied in the design of advanced functional luminescence materials due to their excellent luminescence characteristics, such as long-lived excited states, narrow emission bandwidths and large Stokes shift. Cyclodextrin, as the second generation supramolecular host molecule, is easy to be functionalized and specifically binds the luminescent guests, so it is widely used to construct supramolecular systems such as luminescent materials and fluorescence sensing probes. In this paper, based on the construction of supramolecular assemblies of lanthanide/cyclodextrin, the author reviews the recent research progress of different lanthanide/cyclodextrin luminescent materials, which will provide reference for the development of new multifunctional lanthanide luminescent materials. Finally, the scientific problems encountered by lanthanide luminescent materials are put forward, and the development direction of lanthanide/cylodextrin luminescent materials is prospected.

Key words: supramolecular, cyclodextrin, lanthanide, luminescence

Cite this article

Zhou Wei-Lei, Chen Yong, Liu Yu. Lanthanide Luminescent Supramolecular Assembly Based on Cyclodextrin[J]. Acta Chimica Sinica, 2020, 78(11): 1164-1176.

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[1] Bünzli, J.-C.G. Acc. Chem. Res. 2006, 39, 53.
[2] Eliseeva, S. V.; Bünzli, J.-C. G. Chem. Soc. Rev. 2010, 39, 189.
[3] Bünzli, J.-C. G.; Piguet, C. Chem. Soc. Rev. 2005, 34, 1048.
[4] Faulkner, S.; Pope, S. J. A.; Burton-Pye, B. P. Appl. Spectrosc. Rev. 2005, 40, 1.
[5] Edmonds, D. J.; Johnston, D.; Procter, D. J. Chem. Rev. 2004, 104, 3371.
[6] Molander, G. A.; Romero, J. A. C. Chem. Rev. 2002, 102, 2161.
[7] Bettencourt-Dias, A.; Barber, P. S.; Bauer, S. J. Am. Chem. Soc. 2012, 134, 6987.
[8] McMahon, B. K.; Gunnlaugsson, T. J. Am. Chem. Soc. 2012, 134, 10725.
[9] Kotova, O.; Bradberry, S. J.; Savyasachi, A. J.; Gunnlaugsson, T. Dalton Trans. 2018, 47, 16377.
[10] Binnemans, K. Chem. Rev. 2009, 109, 4283.
[11] Hu, S.-J.; Guo, X. Q.; Zhou, L.-P.; Cai, L.-X.; Sun, Q.-F. Chinese J. Chem. 2019, 37, 657.
[12] Guan, X.; Li, Z.; Wang, L.; Liu, M.; Wang, K.; Yang, X.; Li, Y.; Hu, L.; Zhao, X.; Lai, S.; Lei, Z. Acta Chim. Sinica 2019, 77, 1278(in Chinese). (关晓琳, 李志飞, 王林, 刘美娜, 王凯龙, 杨学琴, 李亚丽, 胡丽丽, 赵小龙, 来守军, 雷自强, 化学学报, 2019, 77, 1278.)
[13] Liu, M.; Wu, Q.; Shi, H.; An, Z.; Huang, W. Acta Chim. Sinica 2018, 76, 246(in Chinese). (刘明丽, 吴琪, 史慧芳, 安众福, 黄维, 化学学报, 2018, 76, 246.)
[14] Liu, Y.; Chen, Y. Acc. Chem. Res. 2006, 39, 681.
[15] Liu, Y.; Chen, Y. Chem. Soc. Rev. 2010, 39, 495.
[16] Chen, Y.; Huang, F.; Li, Z. T.; Liu, Y. Sci. China Chem. 2018, 61, 879.
[17] Phua, S. Z. F.; Yang, G.; Lim, W. Q.; Verma, A.; Chen, H.; Thanabalu, T.; Zhao, Y. ACS Nano 2019, 13, 4742.
[18] Phua, S. Z. F.; Xue, C.; Lim, W. Q.; Yang, G.; Chen, H.; Zhang, Y.; Wijaya, C. F.; Luo, Z.; Zhao, Y. Chem. Mater. 2019, 31, 3349.
[19] Chen, H.; Zeng, X.; Tham, H. P.; Phua, S. Z. F.; Cheng, W.; Zeng, W.; Shi, H.; Mei, L.; Zhao, Y. Angew. Chem., Int. Ed. 2019, 58, 7641.
[20] Zhang, Y.; Chen, Y.; Li, J.-J.; Liang, L.; Liu, Y. Acta Chim. Sinica 2018, 76, 622(in Chinese). (张依, 陈湧, 李晶晶, 梁璐, 刘育, 化学学报, 2018, 76, 622.)
[21] Liu, Y.; Chen, Y.; Zhang, H.-Y. Handbook of Macrocyclic Supramolecular Assembly, Springer, Singapore, 2020.
[22] Ma, X.; Wang, J.; Tian, H. Acc. Chem. Res. 2019, 52, 738.
[23] Turro, N. J.; Bolt, J. D.; Kuroda, Y.; Tabushi, I. Photochem. Photobiol. 1982, 35, 69.
[24] Chen, H.; Ma, X.; Wu, S.; Tian, H. Angew. Chem., Int. Ed.., 2014, 53, 14149.
[25] Wu, H.; Zhu, L.; Zhao, Y.; Tian, H. Angew. Chem., Int. Ed. 2020, 59, 11206.
[26] Huang, Z.; Ma, X. Cell Rep. Phys. Sci. 2020, 1, 100167.
[27] Li, J. J.; Chen, Y.; Yu, J.; Cheng, N.; Liu, Y. Adv. Mater. 2017, 29, 1701905.
[28] Yu, X.; Liang, W.; Huang, Q.; Wu, W.; Chruma, J. J.; Yang, C. Chem. Commun. 2019, 55, 3156.
[29] Lai, H.; Zhao, T.; Deng, Y.; Fan, C.; Wu, W.; Yang, C. Chin. Chem. Lett. 2019, 30, 1979.
[30] Kanagaraj, K.; Xiao, C.; Rao, M.; Fan, C.; Borovkov, V.; Cheng, G.; Zhou, D.; Zhong, Z.; Su, D.; Yu, X.; Yao, J.; Hao, T.; Wu, W.; Chruma, J. J.; Yang, C. iScience 2020, 23, 100927.
[31] Xu, W.; Liang, W.; Wu, W.; Fan, C.; Rao, M.; Su, D.; Zhong, Z.; Yang, C. Chem. Eur. J. 2018, 24, 16677.
[32] Rao, M.; Kanagaraj, K.; Fan, C.; Ji, J.; Xiao, C.; Wei, X.; Wu, W.; Yang, C. Org. Lett. 2018, 20, 1680.
[33] Zhang, Y.-M.; Han, M.; Chen, H.-Z.; Zhang, Y.; Liu, Y. Org. Lett. 2013, 15, 967.
[34] Ma, X.; Tian, H. Chem. Soc. Rev. 2010, 39, 70.
[35] Beutler, M.; Heintzmann, R. Encyclopedic Reference of Genomics and Proteomics in Molecular Medicine, Springer, Berlin, 2005.
[36] Willner, I.; Goren, Z. J. Chem. Soc. Chem. Commun. 1983, 24, 1469.
[37] Pikramenou, Z.; Nocera, D. G. Inorg. Chem. 1992, 31, 532.
[38] Pikramenou, Z.; Johnson, K. M.; Nocera, D. G. Tetrahedron Lett. 1993, 34, 3531.
[39] Mortellaro, M. A.; Nocera, D. G. J. Am. Chem. Soc. 1996, 118, 7414.
[40] Michels, J. J.; Huskens, J.; Reinhoudt, D. N. J. Am. Chem. Soc. 2002, 124, 2056.
[41] Hsu, S.-H.; Yilmaz, M. D.; Blum, C.; Subramaniam, V.; Reinhoudt, D. N.; Velders, A. H.; Huskens, J. J. Am. Chem. Soc. 2009, 472, 12567.
[42] Yilmaz, M. D.; Hsu, S.-H.; Reinhoudt, D. N.; Velders, A. H.; Huskens, J. Angew. Chem., Int. Ed. 2010, 122, 6074.
[43] Hsu, S.-H.; Yilmaz, M. D.; Reinhoudt, D. N.; Velders, A. H.; Huskens, J. Angew. Chem., Int. Ed. 2013, 52, 714.
[44] Liu, Y.; Chen, G.-S.; Chen, Y.; Zhang, N.; Chen, J.; Zhao, Y.-L. Nano Lett. 2006, 478, 2196.
[45] Stuart, M. A. C.; Huck, W. T. S.; Genzer, J.; Muller, M.; Ober, C.; Stamm, M.; Sukhorukov, G. B.; Szleifer, I.; Tsukruk, V. V.; Urban, M.; Winnik, F.; Zauscher, S.; Luzinov, I.; Minko, S. Nat. Mater. 2010, 9, 101.
[46] Orgiu, E.; Crivillers, N.; Herder, M.; Grubert, L.; Patzel, M.; Frisch, J.; Pavlica, E.; Duong, D. T.; Bratina, G.; Salleo, A.; Koch, N.; Hecht, S.; Samorì, P. Nat. Chem. 2012, 4, 675.
[47] Naumov, P.; Chizhik, S.; Panda, M. K.; Nath, N. K.; Boldyreva, E. Chem. Rev. 2015, 115, 12440.
[48] Zhang, L.; Ma, S.; Wang, H.; Liang, Y.; Zhang, Z. Acta Chim. Sinica 2020, 78, 865(in Chinese). (张澜, 马愫倩, 王寒冰, 梁云虹, 张志辉, 化学学报, 2020, 78, 865.)
[49] Russew, M.-M.; Hecht, S. Adv. Mater. 2010, 22, 3348.
[50] Zhang, L.; Zhong, X.; Pavlica, E.; Li, S.; Klekachev, A.; Bratina, G.; Ebbesen, T. W.; Orgiu, E.; Samorì, P. Nat. Nanotechnol. 2016, 11, 900.
[51] Dong, H.; Zhu, H.; Meng, Q.; Gong, X.; Hu, W. Chem. Soc. Rev. 2012, 41, 1754.
[52] Gelebart, A. H.; Mulder, D. J.; Varga, M.; Konya, A.; Vantomme, G.; Meijer, E.; Selinger, R. L.; Broer, D. J. Nature 2017, 546, 632.
[53] Aida, T.; Meijer, E.; Stupp, S. Science 2012, 335, 813.
[54] Avestro, A.-J.; Belowich, M. E.; Stoddart, J. F. Chem. Soc. Rev. 2012, 41, 5881.
[55] Li, Z.; Wang, G.; Wang, Y.; Li H. Angew. Chem., Int. Ed. 2018, 57, 2194.
[56] Farinola, G. M.; Ragni, R. Chem. Soc. Rev. 2011, 40, 3467.
[57] D'Andrade, B. W.; Forrest, S. R. Adv. Mater. 2004, 16, 1585.
[58] Shang, M. M.; Li, C. X.; Lin, J. Chem. Soc. Rev. 2014, 43, 1372.
[59] Abbel, R.; Grenier, C.; Pouderoijen, M. J.; Stouwdam, J. W.; Leclere, P. E. L. G.; Sijbesma, R. P.; Meijer, E. W.; Schenning, A. P. H. J. J. Am. Chem. Soc. 2009, 131, 833.
[60] Wang, J.; Li, X.; Chu, H.; He, J.; Chen, Z. Chin. J. Org. Chem. 2019, 39, 3399(in Chinese). (王军, 李小成, 初红涛, 何进军, 陈志娇, 有机化学, 2019, 39, 3399.)
[61] Zhou, W.; Chen, Y.; Yu, Q.; Li, P.; Chen, X.; Liu, Y. Chem. Sci. 2019, 10, 3346.
[62] Bessa, P. C.; Casal, M.; Reis, R. L. J. Tissue Eng. Regener. Med. 2008, 2, 81.
[63] Hoffman, A. S. Adv. Drug Delivery Rev. 2012, 64, 18.
[64] Mandl, G. A.; Rojas-Gutierrez, P. A.; Capobianco, J. A. Chem. Commun. 2018, 54, 5847.
[65] Auzel, F. Chem. Rev. 2004, 104, 139.
[66] Wang, F.; Liu, X. G. Chem. Soc. Rev. 2009, 38, 976.
[67] Suyver, J. F.; Aebischer, A.; Biner, D. A.; Gerner, P.; Grimm, J.; Heer, S.; Kramer, K. W.; Reinhard, C.; Gudel, H. U. Opt. Mater. 2005, 27, 1111.
[68] Yu, M. X.; Li, F. Y.; Chen, Z. G.; Hu, H.; Zhan, C.; Yang, H.; Huang, C. H. Anal. Chem. 2009, 81, 930.
[69] Wu, S. W.; Han, G.; Milliron, D. J.; Aloni, S.; Altoe, V.; Talapin, D. V.; Cohen, B. E.; Schuck, P. J. Proc. Natl. Acad. Sci. 2009, 106, 10917.
[70] Kumar, R.; Nyk, M.; Ohulchanskyy, T. Y.; Flask, C. A.; Prasad, P. N. Adv. Funct. Mater. 2009, 19, 853.
[71] Huang, Q. Acta Chim. Sinica 2020, 78, 968(in Chinese). (黄清明, 化学学报, 2020, 78, 968.)
[72] Xiong, L.; Fan, Y.; Zhang, F. Acta Chim. Sinica 2019, 77, 1239(in Chinese). (熊麟, 凡勇, 张凡, 化学学报, 2019, 77, 1239.)
[73] Liu, Q.; Li, C.; Yang, T.; Yi, T.; Li, F. Chem. Commun. 2010, 46, 5551.
[74] Rong, P.; Yang, K.; Srivastan, A.; Kiesewetter, D. O.; Yue, X.; Wang, F.; Nie, L.; Bhirde, A.; Wang, Z.; Liu, Z. Theranostics 2014, 4, 229.
[75] Li, H.; Song, S. X.; Wang, W.; Chen, K. Z. Dalton Trans. 2015, 44, 16081.
[76] Tian, G.; Ren, W.; Yan, L.; Jian, S.; Gu, Z.; Zhou, L.; Jin, S.; Yin, W.; Li, S.; Zhao, Y. Small 2013, 9, 1929.
[77] Chen, Q.; Wang, C.; Cheng, L.; He, W.; Cheng, Z.; Liu, Z. Biomaterials 2014, 35, 2915.
[78] Wang, A.; Jin, W.; Chen, E.; Zhou, J.; Zhou, L.; Wei, S. Dalton Trans. 2016, 45, 3853.
[79] Fang, J.; Nakamura, H.; Maeda, H. Adv. Drug Delivery Rev. 2011, 63, 136.
[80] Torchilin, V. Adv. Drug Delivery Rev. 2011, 63, 131.
[81] Zhang, C.; Ni, D.; Liu, Y.; Yao, H.; Bu, W.; Shi, J. Nat. Nanotechnol. 2017, 12, 378.
[82] Zhao, M.; Li, B.; Wang, P.; Lu, L.; Zhang, Z.; Liu, L.; Wang, S.; Li, D.; Wang, R.; Zhang, F. Adv. Mater. 2018, 1804982.
[83] Gonçalves, M. S. T. Chem. Rev. 2009, 109, 190.
[84] Gu, B.; Zhou, Y.; Zhang, X.; Liu, X.; Zhang, Y.; Marks, R.; Zhang, H.; Liu, X.; Zhang, Q. Nanoscale 2016, 8, 276.
[85] Caravan, P.; Ellison, J. J.; McMurry, T. J.; Lauffer, R. B. Chem. Rev. 1999, 99, 2293.
[86] Geraldes, C. F. G. C.; Laurent, S. Contrast Media Mol. Imaging 2009, 4, 1.
[87] Cabella, C.; Geninatti, C. S.; Corpillo, D.; Barge, A.; Ghirelli, C.; Bruno, E.; Lorusso, V.; Uggeri, F.; Aime, S. Contrast Media Mol. Imaging 2006, 1, 23.
[88] Kotková, Z.; Helm, L.; Kotek, J.; Hermanna, P.; Lukeš, I. Dalton Trans. 2012, 41, 13509.
[89] Weissleder, R.; Pittet, M. J. Nature 2008, 452, 580.
[90] Mart-Bonmat, L.; Sopena, R.; Bartumeus, P.; Sopena, P. Contrast Media Mol. Imaging 2010, 5, 180.
[91] Fredy, J. W.; Scelle, J.; Guenet, A.; Morel, E.; de Beaumais, S. A.; Menand, M.; Marvaud, V.; Bonnet, C. S.; Toth, E.; Sollogoub, M.; Vives, G.; Hasenknopf, B. Chem. Eur. J. 2014, 20, 10915.
[92] Fredy, J. W.; Scelle, J.; Ramniceanu, G.; Doan, B.-T.; Bonnet, C. S.; Toth, E.; Menand, M.; Sollogoub, M.; Vives, G.; Hasenknopf, B. Org. Lett. 2017, 19, 1136.

基于环糊精构筑的镧系稀土发光超分子组装体

Lanthanide Luminescent Supramolecular Assembly Based on Cyclodextrin

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