中文
Announcement
More
Progress in Chemistry 2015, Vol. 27 Issue (2/3): 192-211 DOI: 10.7536/PC140910 Previous Articles   Next Articles

• Review •

Research Progress of Cucurbit uril Application

Zhang Ningqiang, Huang Xiaoling*, Ban Linzhe, Su Haiquan   

  1. School of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021, China
  • Received: Revised: Online: Published:
  • Supported by:

    The work was supported by the National Natural Science Foundation of China (No. 51103067).

PDF ( 2032 ) Cited
Export

EndNote

Ris

BibTeX

Cucurbit uril (CB ), a new family of molecular hosts comprising n glycoluril units, has gained much attention in recent years for its exceptional molecular recognition ability. CB can construct well-defined nanoscopic supramolecular architectures by covalent or non-covalent methods, which is expected to get new nano-materials with unique function. The introduction of macrocyclic hosts CB may endow corresponding CB assemblies with novel physicochemical properties, which show a wide range of intriguing applications in the reaction vessels, surfactant, carrier, vesicle, molecular switch, as well as in the ISEs. In this review, we mainly summarize recent progresses in directing the formation of the desirable superstructures through introducing macrocyclic hosts CB . Finally, the prospects of CB in the future are described. It is hopeful that this review can provide a sophisticated pathway for further designing fascinating CB based on nanoscopic supramolecular architectures.

Contents
1 Introduction
2 Synthesis and separation
2.1 Synthesis and separation of CB
2.2 Functionalization of CB
3 Application
3.1 Reaction vessel
3.2 Carrier
3.3 Molecular switch
3.4 Supramolecular hydrogel
3.5 Iimmobilization of CB on solid
3.6 Pollutants and dye adsorption
3.7 Vesicle
3.8 ISEs
3.9 Artificial ion channels
3.10 The interaction between CB and surfactant
3.11 The other lastest applications of CB
4 Conclusions and outlook

CLC Number: 

[1] 韩宝航(Qin B H), 刘育(Liu Y). 有机化学 (Chin. J. Org. Chem.), 2003, 23 (2): 139.
[2] Lagona J., Mukhopadhyay P., Chakrabarti S.; Isaacs L. Angewandte Chemie, 2005, 44(31): 4844.
[3] Kim K. Chemical Society Reviews, 2002, 31(2): 96.
[4] Ol'ga A, Samsonenko D G, Fedin V P.Russian Chemical Reviews, 2002, 71(9): 741.
[5] Masson E, Ling X, Joseph R, Kyeremeh M L, Lu X. RSC Adv, 2012, 2(4): 1213.
[6] Ni X L, Xiao X, Cong H, Zhu Q J, Xue S F, Tao Z. Accounts of Chemical Research, 2014, 47(4): 1386.
[7] Isaacs L. Accounts of Chemical Research,2014, 47 (7): 2052.
[8] Ghale G, Nau W M. Accounts of Chemical Research, 2014, 47 (7): 2050.
[9] Ni X L, Xiao X, Cong H, Liang L L, Cheng K, Cheng X J. Ji N N, Zhu Q J, Xue S F, Tao Z. Chemical Society Reviews, 2013,42(24): 9480.
[10] Mandadapu V, Day A I, Ghanem A. Drug Delivery, 2014, 6 (8): 46.
[11] Nau W M, Scherman O A. The World of Cucurbiturils-From Peculiarity to Commodity. U.S.A.:Wiley-Blackwell, 2011.
[12] Kim K, Selvapalam N, Ko Y H, Park K M, Kim D, Kim J. Chemical Society Reviews. 2007, 36 (2): 267.
[13] Day A I, Blanch R J, Arnold A P, Lorenzo S, Lewis G R, Dance I. Angewandte Chemie International Edition. 2002, 41(2): 275.
[14] Behrend R, Meyer E, Rusche F. Justus Liebigs Annalen der Chemie. 1905, 339 (1): 1.
[15] Freeman W A, Mock W L, Shih N Y. J. Am. Chem. Soc., 1981, 103 (24): 7367.
[16] Mock W L, Cucurbituril. Supramolecular Chemistry II—Host Design and Molecular Recognition, Springer, 1995. 1.
[17] Buschmann H J, Schollmeyer E. Journal of Inclusion Phenomena and Molecular Recognition in Chemistry, 1997, 29 (2): 167.
[18] Karcher S, Kornmueller A, Jekel M. Acta Hydrochimica et Hydrobiologica, 1999,27(1): 38.
[19] Flinn A, Hough G C, Stoddart J F, Williams D J. Angewandte Chemie International Edition, 1992, 31(11): 1475.
[20] Kim J, I S J, Kim S Y, Eunsung L, Kang J K, Kentaro Y L, Kim K. J. Am. Chem. Soc., 2000, 122: 540.
[21] Kim J, Buschmann H J, Wego A, Döpp D, Mayer C, Drexler H J, Holdt H J, Schollmeyer E. Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2001, 39(3/4): 357.
[22] Day A, Arnold A P, Blanch R J, Snushall B. Journal of Organic Chemistry, 2001, 66(24): 8094.
[23] Day A I, Blanch R J, Coe A, Arnold A P. Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2002, 43(3/4): 247.
[24] Wu A, Chakraborty A, Witt D, Lagona J, Damkaci F, Ofori M A, Chiles J K, Fettinger J C, Isaacs L. Journal of Organic chemistry, 2002, 67(16): 5817.
[25] Chakraborty A, Wu A, Witt D, Lagona J, Fettinger J C, Isaacs L. J. Am. Chem. Soc., 2002, 124(28): 8297.
[26] Lagona J, Fettinger J C, Isaacs L. Org Lett., 2003, 5(20): 3745.
[27] Burnett C A, Lagona J, Wu A, Shaw J A, Coady D, Fettinger J C, Day A I, Isaacs L. Tetrahedron, 2003, 59 (11): 1961.
[28] Jansen K, Wego A, Buschmann H J, Schollmeyer E, Döpp D. Designed Monomers and Polymers, 2003, 6(1): 43.
[29] Day A I, Arnold A P, Blanch R J. Molecules, 2003, 8(1): 74.
[30] Sasmal S, Sinha M K, Keinan E. Org Lett, 2004, 6(8): 1225.
[31] Liu S, Zavalij P Y, Isaacs L. J. Am. Chem. Soc., 2005, 127(48): 16798.
[32] 毕强(Bi Q),胡英鹏(Hu Y P), 杨琴(Yang Q), 马彩莲(Ma C L), 李东亮(Li D L). 有机化学(Chin. J. Org. Chem.), 2007, 27(7): 880.
[33] Kim K, Shashadhar S, Raju N K, Narayanan S, Oh D H. WO 2005103053 (A1). 2005.
[34] Isaacs L, Park S K, Liu S, Ko Y H, Selvapalam N. Kim Y, Kim H, Zavalij P Y, Kim G H, Lee H S. J. Am. Chem. Soc., 2005, 127(51): 18000.
[35] Stancl M, Gargulakova Z, Sindelar V C.J. Org. Chem., 2012, 77(23): 10945.
[36] Jiao D, Scherman O A. Green Chem., 2012, 14(9): 2445.
[37] Aav R, Shmatova E, Reile I, Borissova M, Topic D? F, Rissanen K. Org Lett., 2013, 15(14): 3786.
[38] Cheng X J, Liang L L, Chen K, Ji N N, Xiao X, Zhang J X, Zhang Y Q, Xue S F, Zhu Q J, Ni X L. Angewandte Chemie, 2013, 125(28): 7393.
[39] Zhou L, Zou C, Wang M, Li L. Journal of Chemical & Engineering Data, 2014. 59(9): 2879.
[40] Zhou J J, Yu X, Zhao Y C, Xiao X, Zhang Y Q, Zhu Q J, Xue S F, Zhang Q J, Liu J X, Tao Z. Tetrahedron, 2014, 70(4): 800.
[41] 赵文瑄(Zhao W X),王传增(Wang C Z),张云黔(Zhang W X),薛赛风(Xue S F),陶朱(Tao Z),祝黔江(Zhu Q J). CN 104059077 (A), 2014.
[42] Jon S Y, Selvapalam N, Oh D H, Kang J K, Kim S Y, Jeon Y J, Lee J W, Kim K. J. Am. Chem. Soc., 2003, 125(34): 10186.
[43] 尉震(Wei Z), 林景祥(Lin J X), 薛赛凤(Xue S F), 祝黔江(Zhu Q J), 陶朱(Tao Z). 贵州大学学报: 自然科学版(Journal of Guizhou University(Natural Science)). 2007, 24(3): 313.
[44] Iali W, Petrovi D? P, Pfeffer M, Grimme S, Djukic J P. Dalton Transactions, 2012, 41(39): 12233.
[45] Logsdon L A, Urbach A R. J. Am. Chem. Soc., 2013, 135(31): 11414.
[46] Pemberton B C, Raghunathan R, Volla S, Sivaguru J. Chem. Eur. J., 2012, 18(39): 12178.
[47] Mock W L, Irra T A, Wepsiec J P, Manimaran T L. J. Org. Chem., 1983, 48(20): 3619.
[48] Mock W L, Irra T A, Wepsiec J P, Adhya M. J. Org. Chem., 1989, 54(22): 5302.
[49] Krasia T C, Steinke J H G. Chem. Commun., 2002, (1): 22.
[50] Jon S Y, Ko Y H, Park S H, Kim H J, Kim K. Chem. Commun., 2001, (19): 1938.
[51] Choi S W, Park S H, Ziganshin A Y, Ko Y H, Lee W J, Kim K.Chem.Commun., 2003, (17): 2176.
[52] Pattabiraman M, Natarajan A, Kaanumalle L S, Ramamurthy V. Org Lett., 2005, 7(4): 529.
[53] Maddipatla M V, Kaanumalle L S, Natarajan A, Pattabiraman M, Ramamurthy V. Langmuir, 2007, 23(14): 7545.
[54] Ghosh S, Isaacs L. J. Am. Chem. Soc., 2010, 132 (12): 4445.
[55] Ibrahimova V, Ekiz S, Gezici O, Tuncel D. Polym. Chem. Uk., 2011, 2(12): 2818.
[56] Maddipatla M V, Pattabiraman M, Natarajan A, Srivastav K, Mague J T, Ramamurthy V. Organic & Biomolecular Chemistry, 2012, 10(46): 9219.
[57] Wang Y H, Cong H, Zhao F F, Xue S F, Tao Z, Zhu Q J, Wei G. Catalysis Communications, 2011, 12(12):1127.
[58] 丛航(Cong H),王杞生(Wang Q S),张建新(Zhang J X),陶朱(Tao Z), 薛赛凤(Xue S F). 有机化学(Chin. J. Org. Chem.), 2012, 32: 1093.
[59] Wieland M, Mieusset J L, Brinker U H. Tetrahedron Lett., 2012, 53(33): 4351.
[60] Cong H, Li Z J, Wang Y H, Tao Z, Yamato T, Xue S F, Wei G. Journal of Molecular Catalysis A: Chemical, 2013,374/375: 32.
[61] Shi J, Song J, Ma J, Zhang Z, Fan H, Han B, Pure and Applied Chemistry. 2013, 85(8): 1633.
[62] Zhang X, Yang H, Liu Y, Liu K, Yang L, Wang Z. Chem. Commun., 2013, 49: 3905.
[63] Cong H, Li Z J, Wang Y H, Tao Z, Yamato T, Xue S F, Wei G. Journal of Molecular Catalysis A: Chemical, 2013, 374: 32.
[64] Premkumar T, Geckeler K E. Materials Chemistry and Physics. 2014, 148(3): 772.
[65] Reddy K, Cavallini T, Demets G, Silva L. New Journal of Chemistry, 2014, 38(6): 2262.
[66] Cao M, Wu D, Gao S, Cao R. Chem. Eur. J., 2012, 18(41): 12978.
[67] Lü J, Lin J X, Zhao X L, Cao R. Chem. Commun., 2012, 48(5): 669.
[68] Zhao G, Wang Z, Wang R, Li J, Zou D, Wu Y. Tetrahedron Lett., 2014, 55(38): 5319.
[69] Wieland M, Mieusset J L, Brinker U H. Tetrahedron Lett., 2012.55(33): 4351.
[70] Chen T. Advanced Drug Delivery Reviews, 2010, 62(13): 1257.
[71] Danquah M K, Zhang X A, Mahato R I. Advanced Drug Delivery Reviews, 2011, 63(8): 623.
[72] Oun R, Floriano R S, Isaacs L, Rowan E G, Wheate N J. Toxicology Research, 2014, 3(6): 447.
[73] 侯昭升(Hou Z S), 谭业邦(Tan Y B), 黄玉玲(Huang Y L), 张翼(Zhang Y), 周其凤(Zhou Q F). 高分子学报(Acta Polymerica Sinica), 2005, 4: 491.
[74] Jeon Y J, Kim S Y, Ko Y H, Sakamoto S, Yamaguchi K, Kim K. Org. Biomol. Chem., 2005, 3: 2122.
[75] Saluja V, Sekhon B S. Journal of Pharmaceutical Education & Research, 2013, 4(1): 16.
[76] Schneider H J. Supramolecular Systems in Biomedical Fields. Royal Society of Chemistry, 2013.
[77] Seif M, Impelido M L, Apps M G,Wheate N J. PloS One, 2014, 9(1): e85361.
[78] Day A I, Collins J G, Supramolecular Chemistry: From Molecules to Nanomaterials, 2012, 24(5): 325.
[79] Nau W M, Florea M, Assaf K I. Isr. J. Chem., 2011, 51(5/6): 559.
[80] Márquez C, Hudgins R R, Nau W M. J. Am. Chem. Soc., 2004, 126(18): 5806.
[81] Marquez C, Nau W M. Angewandte Chemie International Edition, 2001, 40(23): 4387.
[82] Wheate N J, Day A I, Blanch R J, Arnold A P, Cullinane C, Collins J G. Chem. Commun., 2004, (12): 1424.
[83] 何小英(He X Y), 李来生(Li L S), 方奕珊(Fang Y S), 陈红(Chen H). 分析科学学报(Journal of Analytical Science), 2012, 28 (002): 187.
[84] Nojini Z B, Yavari F, Bagherifar S. Journal of Molecular Liquids, 2012, 166: 53.
[85] Venkataramanan N S, Ambigapathy S, Mizuseki H, Kawazoe Y. Journal of Physical Chemistry B, 2012, 116(48): 14029.
[86] Hoai N T, Dao P T T, Phu Q N, Le D D, Nguyen T A, Nguyen T C, Dang M C. Advances in Natural Sciences: Nanoscience and Nanotechnology, 2012, 3(4): 045004.
[87] Loh X J, del Barrio J s, Toh P P C, Lee T C, Jiao D, Rauwald U, Appel E A, Scherman O A. Biomacromolecules, 2011, 13(1): 84.
[88] Li D d, Ren K f, Chang H, Wang H b, Wang J l, Chen C j, Ji J. Langmuir, 2013, 29(46): 14101.
[89] Wang Y, Li D, Wang H, Chen Y, Han H, Jin Q, Ji J. Chem. Commun., 2014, 50(66): 9390.
[90] Pennakalathil J, Jahja E, Özdemir E S, Konu O, Tuncel D. Biomacromolecules., 2014, 15(9): 3366.
[91] Wyman I W, Macartney D H. Organic & Biomolecular Chemistry, 2010, 8(1): 247.
[92] McInnes F J, Anthony N G, Kennedy A R, Wheate N J. Organic & Bbiomolecular Chemistry, 2010, 8(4): 765.
[93] Jeon Y J, Kim S Y, Ko Y H, Sakamoto S, Yamaguchi K, Kim K. Organic & Biomolecular Chemistry. 2005, 3(11): 2122.
[94] Ma D, Glassenberg R, Ghosh S, Zavalij P Y, Isaacs L. Supramol. Chem., 2012, 24(5): 325.
[95] Huang Y, Hu Q H, Song G X, Tao Z, Xue S F, Zhu Q J, Wei G. RSC Advances, 2014, 4(7): 3348.
[96] Isobe H, Tomita N, Lee J W, Kim H J, Kim K, Nakamura E. Angewandte Chemie International Edition, 2000, 39(23): 4257.
[97] Lim Y B, Kim T, Lee J W, Kim S M, Kim H J, Kim K, Park J S. Bioconjugate Chem., 2002, 13(6): 1181.
[98] Kim B S, Ko Y H, Kim Y, Lee H J, Selvapalam N, Lee H C, Kim K. Chem. Commun, 2008, (24): 2756.
[99] Mock W L. Journal of the Chemical Society, Chemical Communications, 1990, 21: 1509.
[100] Lee J W, Kim K P, Kim K. Chem. Commun, 2001,(11): 1042.
[101] Liu Y, Ke C F, Zhang H Y, Wu W J, Shi J. J. Org. Chem., 2007, 72, (1), 280-283.
[102] Tuncel D, Ozsar O, Tiftik H B, Salih B. Chem. Commun., 2007, (13): 1369.
[103] Chakrabarti S, Mukhopadhyay P, Lin S, Isaacs L. Org. Lett., 2007, 9(12): 2349.
[104] Sindelar V, Silvi S, Parker S E, Sobransingh D, Kaifer A E. Advanced Functional Materials, 2007, 17(5): 694.
[105] Sindelar V, Silvi S, Kaifer A E. Chem. Commun., 2006, (20): 2185.
[106] Kolman V, Kulhanek P, Sindelar V. Chemistry-an Asian Journal. 2010, 5(11): 2386.
[107] Zhang H, Wang Q, Liu M, Ma X, Tian H. Org. Lett., 2009, 11(15): 3234.
[108] Zhang Z J, Zhang Y M, Liu Y. Journal of Organic Chemistry, 2011, 76(11): 4682.
[109] Ooya T, Inoue D, Choi H S, Kobayashi Y, Loethen S, Thompson D H, Ko Y H, Kim K, Yui N. Org. Lett., 2006, 8(15): 3159.
[110] Cai G P, Matusinovic Z, Yi D Q, Mariappan T, Shukla R, Rathore R, Wilkie C A. ACS Symposium Series. 2012, 1118, 69.
[111] Tuncel D, Katterle M. Chem. Eur. J., 2008, 14(13) : 4110.
[112] Ling X, Samuel E L, Patchell D L, Masson E. Org. Lett., 2010, 12(12): 2730.
[113] Wang R B, Yuan L, Macartney D H. Chem. Commun., 2005, (47): 5867.
[114] Gao C, Silvi S, Ma X, Tian H, Credi A, Venturi M. Chem. Eur. J., 2012, 18 (52): 16911.
[115] Buaki-Sogo M, del Pozo M, Hernández P, García H, Quintana C. Talanta, 2012, 101 (15): 135.
[116] Peng L, Feng A, Huo M, Yuan J. Chem. Commun., 2014, 50(86): 13005.
[117] Assaf K I, Nau W M. Supramol. Chem., 2014, 26(9): 657.
[118] 赵三平(Zhao S P),徐卫林(Xu W L). 化学进展(Progress in Chemistry). 2010, 22 (5): 916.
[119] Hwang I, Jeon W S, Kim H J, Kim D, Kim H, Selvapalam N, Fujita N, Shinkai S, Kim K. Angewandte Chemie, 2007, 119(1/2):214.
[120] Yang H, Tan Y, Wang Y. Soft Matter, 2009, 5 (18): 3511.
[121] Appel E A, Loh X J, Jones S T, Biedermann F, Dreiss C A, Scherman O A. J. Am. Chem. Soc., 2012, 134(28):11767.
[122] Appel E A, Biedermann F, Rauwald U, Jones S T, Zayed J M, Scherman O A. J. Am. Chem. Soc.,m 2010, 132(40): 14251.
[123] 林友文(Lin Y W), 李立凡(Li L F), 李光文(Li W G). 化学学报(Acta Chimica Sinica), 2012, 70 (21): 2246.
[124] Huang X, Tan Y, Zhou Q, Wang Y. e-Polymers. 2008, 8(1): 1098.
[125] Yang H, Chen H, Tan Y. RSC Adv., 2013, 3 (9): 3031.
[126] Kornmüller A, Karcher S, Jekel M. Water Research, 2001, 35(14): 3317.
[127] Kim K. Balaji R, Oh D H, Ko Y H, Jon S Y. WO2005072151 (A1), 2004.
[128] Karcher S, Kornmüller A, Jekel M. Water Research, 2001, 35(14): 3309.
[129] Young J F, Nguyen H D, Yang L, Huskens J, Jonkheijm P, Brunsveld L. ChemBioChem, 2010, 11(2): 180.
[130] Gonzólez C A, Brasch M, Uhlenheuer D A, Gómez C A, Yang L, Brunsveld L, Huskens J, Jonkheijm P. Langmuir, 2012, 28(47): 16364.
[131] Zhu X, Fan X, Ju G, Cheng M, An Q, Nie J, Shi F. Chem. Commun., 2013, 49(73): 8093.
[132] Nagarajan E R, Oh D H, Selvapalam N, Ko Y H, Park K M, Kim K. Tetrahedron Lett., 2006, 47 (13): 2073.
[133] Liu S M, Xu L, Wu C T, Feng Y Q. Talanta, 2004, 64(4): 929.
[134] 杨辉(Yang H), 谭业邦(Tan Y B), 黄晓玲(Huang X L), 王月霞(Wang Y X). 化学进展(Progress in Chemistry),2009, 21(1): 164.
[135] 李来生(Li L S), 王上文(Wang S W), 黄丽芳(Huang L F), 刘妙芬(Liu M F). 化学学报(Acta Chimica Sinica), 2008, 66(1): 63.
[136] Hwang I, Baek K, Jung M, Kim Y, Park K M, Lee D W, Selvapalam N, Kim K. J. Am. Chem. Soc., 2007, 129(14): 4170.
[137] 李来生(Li L S), 何小英(He X Y), 陈红(Chen H), 方奕珊(Fang Y S). 应用化学(Chinese Journal of Applied Chemistry), 2012,29(3): 304.
[138] Wang L, Wang X, Qi M, Fu R. Journal of Chromatography A, 2014, 1334: 112.
[139] Zhang P, Qin S, Qi M, Fu R. Journal of Chromatography A, 2014, 1334: 139.
[140] 胡锴(Hu K),龚海燕(Gong X Y),罗晓(Luo X),孔沈燕(Kong S Y),崔永霞(Cui Y X),吴明侠(Wu M X),刘伟(Liu W),陈志红(Chen Z H). CN 201410175412, 2014
[141] Buschmann H, Gardberg A, Schollmeyer E. Decoloration of Textile Wastewater Through Formation of Inclusion Complexes with Dyes. Part 8. Textilveredelung, 1991.
[142] Buschmann H, Schollmeye E. Textilveredelung, 1993, 28(6): 182.
[143] Dantz D, Otyakmaz O, Buschmann H J, Schollmeyer E. Vom Wasser, 1998, 91: 305.
[144] Karcher S, Kornmüller A, Jekel M. Water Science and Technology, 1999, 40(4): 425.
[145] 李来生(Li L S), 葛小辉(Ge X H), 黄志兵(Huang Z B), 李艳平(Li Y P). 应用化学(Chinese Journal of Applied Chemistry), 2006, 23(7): 747.
[146] 李来生(Li L S), 葛小辉(Ge X H), 黄志兵(Huang Z B), 李艳平(Li Y P). 光谱学与光谱分析(Spectroscopy and Spectral Analysis), 2007, 27(7): 1393.
[147] 杨琴(Yang Q),杨永利(Yang Y L), 李丹(Li D), CN 102616901 (A), 2011.
[148] Sundararajan M, Ghosh S K. Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2012, 72 (3/4): 437.
[149] Yang Q, Yang Y L, Wang W D, Ge M, Li D. Advanced Materials Research, 2012, 413: 217.
[150] Yang Q, Jiang Y, Li X, Yang Y, Hu L. Bulletin of Materials Science, 2014, 37(5): 1167.
[151] 乔洪涛(Qiao H T), 王萍(Wang P), 刘云(Liu Y), 董元华(Dong Y H), 靳涛(Jin T), 陈晓流(Chen X L), 司春朝(Si C C). 化工新型材料(New Chemical Materials), 2013, 41 (7): 82.
[152] Chen R h, Qiao H, Liu Y, Dong Y h, Wang P, Zhang Z, Jin T. Environmental Progress & Sustainable Energy, 2014, DOI:10.1002lep.12029.
[153] Qiao H T, Liu Y, Dong Y H, Li S, Wang P, Jin T. Desalination and Water Treatment, 2014, 52: 1.
[154] Thuéry P. Cryst. Growth Des., 2009, 9 : 1208.
[155] Liu J X, Long L S, Huang R B, Zheng L S. Inorganic Chemistry, 2007, 46(24): 10168.
[156] Xiao X, Chen K, Xue S F, Zhu Q J, Tao Z, Wei G. Journal of Molecular Structure, 2010, 969 (1): 216.
[157] Zhang Y Q, Zhu Q J, Xue S F, Tao Z. Molecules, 2007, 12(7): 1325.
[158] Kushwaha S, Rao S A, Sudhakar P P. Inorganic Chemistry, 2011, 51(1): 267.
[159] 郑睿(Zheng R), 梁丹霞(Liang D X), 于雪涛(Yu X T), 陈仁尔(Chen R D), 蒋华江(Jiang H J), 周其忠(Zhou Q Z).有机化学(Chin. J. Org. Chem.), 2012, 33(03): 504.
[160] Zhang Y Q, Zeng J P, Zhu Q J, Xue S F, Tao Z. Journal of Molecular Structure, 2009, 929(1): 167.
[161] Jeon Y J, Bharadwaj P K, Choi S, Lee J W, Kim K. Angewandte Chemie International Edition, 2002, 41(23): 4474.
[162] Lee H K, Park K M, Jeon Y J, Kim D, Oh D H, Kim H S, Park C K, Kim K. J. Am. Chem. Soc., 2005, 127(14): 5006.
[163] Kim D, Kim E, Kim J, Park K M, Baek K, Jung M, Ko Y H, Sung W, Kim H S, Suh J H. Angewandte Chemie International Edition, 2007, 46(19): 3471.
[164] Wang K. Guo D S, Liu Y. Chem. Eur. J., 2010, 16(27): 8006.
[165] Zhou Q B, Wang H, Gao T, Yu Y, Ling B K, Mao L, Zhang H B, Meng X G, Zhou X H. Chem. Commun., 2011, 47(40): 11315.
[166] Spruell J M, Hawker C J. Chem. Sci., 2011, 2 (1): 18.
[167] Li J X, Zhou L P, Luo Q, Wang Y G, Zhang C Q, Lu W, Xu J Y, Liu J Q. Chinese J. Chem., 2012, 30(9): 2085.
[168] Huang X L, Hu F L, Su H Q. Macromolecules, 2013, 46(4): 1274.
[169] Loh X J, Tsai M H, del Barrio J, Appel E A, Lee T C, Scherman O A. Polym. Chem. Uk., 2012, 3(11): 3180.
[170] Jiao D, Geng J, Loh X J, Das D, Lee T C, Scherman O A. Angewandte Chemie International Edition, 2012,51(38): 9633.
[171] Mondal J H, Ghosh T, Ahmed S, Das D. Langmuir, 2014.30(39): 11528.
[172] Choudhury S D, Barooah N, Aswal V K, Pal H, Bhasikuttan A C, Mohanty J. Soft Matter, 2014, 10 (19): 3485.
[173] Zhao J, Kim H J, Oh J, Kim S Y, Lee J W, Sakamoto S, Yamaguchi K, Kim K. Angewandte Chemie, 2001, 113(22): 4363.
[174] Zhang X X, Krakowiak K E, Xue G P, Bradshaw J S, Izatt R M. Ind. Eng. Chem. Res., 2000, 39(10): 3516.
[175] Kim H, Oh J, Jeon W S, Selvapalam N, Hwang I, Ko Y H, Kim K. Supramol. Chem., 2012, 24(7): 487.
[176] Jeon Y J, Kim H, Jon S, Selvapalam N, Oh D H, Seo I, Park C S, Jung S R, Koh D S, Kim K. J. Am. Chem. Soc., 2004, 126(49): 15944.
[177] Liang L L, Ni X L, Zhao Y, Chen K, Xiao X, Zhang Y Q, Redshaw C, Zhu Q J, Xue S F, Tao Z. Inorganic Chemistry, 2013, 52(4): 1909.
[178] Chui J K W, Fyles T M. Chemical Society Reviews, 2012, 41(1): 148.
[179] Ko Y H, Kim H, Kim Y, Kim K. Angewandte Chemie, 2008, 120(22): 4174.
[180] 高春枝(Gao C Z), 杨震宇(Yang Z Y), 黄香丽(Huang X L), 刘苗(Liu M), 杨述(Yang S). 中国化学会第 27 届学术年会第 13 分会场摘要集(The 27th annual seminar at the venue in 13 CCS), 2010.
[181] 杨震宇(Yang Z Y), 高春枝(Gao C Z), 齐海霞(Qi H X),刘苗(Liu M),黄香丽(Huang X L). 南昌大学学报: 工科版(Journal of Nanchang University), 2011, 33(2): 122.
[182] 杨震宇(Yang Z Y), 黄香丽(Huang X L), 杨淑玲(Yang S L), 曹迁永(Cao Y Q), 张宁(Zhang N). 南昌大学学报: 理科版(Journal of Nanchang University). 2011, 35 (3): 232.
[183] Pessêgo M, Basilio N, Moreira J A, García R L. ChemPhysChem, 2011, 12(7): 1342.
[184] Pessêgo M, Da Silva J P, Moreira J A, Garcí R L. ChemPlusChem, 2013, 78 (9): 1058.
[185] Pessêgo M, Moreira J A, da Costa A R, Corrochano P, Poblete F, García-Río L. Journal of Organic Chemistry, 2013, 78(8): 3886.
[186] Sawai H, Matsuura T, Kakiuchi H, Ohgi T, Shiraishi Y, Toshima N. Chemistry Letters, 2012, 41(10): 1160.
[187] Yang H, An Q, Zhu W, Li W, Jiang Y, Cui J, Zhang X, Li G. Chem. Commun., 2012, 48(86): 10633.
[188] Kushwaha S, Sudhakar P P. Analyst, 2012, 137(14): 3242.
[189] 张同艳(Zhang T Y),孙世国(Sun S G), 彭孝军(Peng X J), 陶彬彬(Tao B B). 高等学校化学学报(Chemical Journal of Chinese Universities), 2012, 33(2): 292.
[190] Sundararajan M. Separation Science and Technology, 2013, 4(16): 2391.
[191] Pan S, Mondal S, Chattaraj P K. New Journal of Chemistry, 2013, 37(8): 2492.
[192] Zhu W, Li W, Wang C, Cui J, Yang H, Jiang Y, Li G. Chem. Sci., 2013, 4(9): 3583.
[193] Jones S T, Taylor R W, Esteban R, AboHamed E K, Bomans P H, Sommerdijk N A, Aizpurua J, Baumberg J J, Scherman O A. Small, 2014, 10(21): 4298.
[194] 古彤(Gu T),邹长军(Zou C J). CN103242538 (A), 2013.
[195] delPozo M, Blanco E, Fatás E, Hernández P, Quintana C. Analyst, 2012, 137(18): 4302.
[196] Ling X, Masson E. Org. Lett., 2012, 14(18): 4866.
[197] Li Z, Sun S, Liu F, Pang Y, Fan J, Song F, Peng X. Dyes and Pigments, 2012, 93(1): 1401.
[198] Buschmann H J, Schollmeyerk J E. Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2000, 37: 231.
[199] 张洪源(Zhang H Y),刘红光(Liu H G),叶学海(Ye X H),周立山(Zhou L S),郭西凤(Guo X F),吴巍(Wu W). CN102875520 A,2013.
[200] Duhme H, Weiland S K, Rudolph P, Wienke A, Kramer A, Keil U.European Respiratory Journal, 1998,11: 840.
[201] Hurwitz E S, Gunn W J, Pinsky P F, Schonberger L B. Pediatrics,1991, 87: 62.

[1] Dandan Wang, Zhaoxin Lin, Huijie Gu, Yunhui Li, Hongji Li, Jing Shao. Modification and Application of Bi2MoO6 in Photocatalytic Technology [J]. Progress in Chemistry, 2023, 35(4): 606-619.
[2] Xuedan Qian, Weijiang Yu, Junzhe Fu, Youxiang Wang, Jian Ji. Fabrication and Biomedical Application of Hyaluronic Acid Based Micro- and Nanogels [J]. Progress in Chemistry, 2023, 35(4): 519-525.
[3] Xu Zhang, Lei Zhang, Shanen Huang, Zhifang Chai, Weiqun Shi. Preparation of Salt-Inclusion Materials in High-Temperature Molten Salt System and Their Potential Application [J]. Progress in Chemistry, 2022, 34(9): 1947-1956.
[4] Shuaiwei Peng, Zhuofu Tang, Bing Lei, Zhiyuan Feng, Honglei Guo, Guozhe Meng. Design and Application of Bionic Surface for Directional Liquid Transportation [J]. Progress in Chemistry, 2022, 34(6): 1321-1336.
[5] Jiahui Ma, Wei Yuan, Simin Liu, Zhiyong Zhao. Self-Assembly of Small Molecule Modified DNA and Their Application in Biomedicine [J]. Progress in Chemistry, 2022, 34(4): 837-845.
[6] Xueer Cai, Meiling Jian, Shaohong Zhou, Zefeng Wang, Kemin Wang, Jianbo Liu. Chemical Construction of Artificial Cells and Their Biomedical Applications [J]. Progress in Chemistry, 2022, 34(11): 2462-2475.
[7] Zitong Zhao, Zhenzhen Zhang, Zhihong Liang. The Activity Origin, Catalytic Mechanism and Future Application of Peptide-Based Artificial Hydrolase [J]. Progress in Chemistry, 2022, 34(11): 2386-2404.
[8] Xuechuan Wang, Yansong Wang, Qingxin Han, Xiaolong Sun. Small-Molecular Organic Fluorescent Probes for Formaldehyde Recognition and Applications [J]. Progress in Chemistry, 2021, 33(9): 1496-1510.
[9] Yuzhou Yang, Zheng Li, Yanfeng Huang, Jixian Gong, Changsheng Qiao, Jianfei Zhang. Preparation and Application of MOF-Based Hydrogel Materials [J]. Progress in Chemistry, 2021, 33(5): 726-739.
[10] Song Jiang, Jiapei Wang, Hui Zhu, Qin Zhang, Ye Cong, Xuanke Li. Synthesis and Applications of Two-Dimensional V2C MXene [J]. Progress in Chemistry, 2021, 33(5): 740-751.
[11] Xiansheng Luo, Hanlin Deng, Jiangying Zhao, Zhihua Li, Chunpeng Chai, Muhua Huang. Synthesis and Application of Holey Nitrogen-Doped Graphene Material(C2N) [J]. Progress in Chemistry, 2021, 33(3): 355-367.
[12] Pingping Zhao, Junxing Yang, Jianhui Shi, Jingyi Zhu. Construction and Application of Dendrimer-Based SPECT Imaging Agent [J]. Progress in Chemistry, 2021, 33(3): 394-405.
[13] Xiang Xu, Kun Li, Qingya Wei, Jun Yuan, Yingping Zou. Organic Solar Cells Based on Non-Fullerene Small Molecular Acceptor Y6 [J]. Progress in Chemistry, 2021, 33(2): 165-178.
[14] Jun Jin, Ziheng Lin, Lei Shi. One-Dimensional New Carbon Allotrope: Carbon Chain [J]. Progress in Chemistry, 2021, 33(2): 188-198.
[15] Miao Qin, Mengjie Xu, Di Huang, Yan Wei, Yanfeng Meng, Weiyi Chen. Iron Oxide Nanoparticles in the Application of Magnetic Resonance Imaging [J]. Progress in Chemistry, 2020, 32(9): 1264-1273.