Citation: QI Fenglian, XU Yudong, MENG Zihui, XUE Min, XU Zhibin, QIU Lili, CUI Kejian. Advances in cucurbituril bonded stationary phases for chromatographic separation[J]. Chinese Journal of Chromatography, ;2015, 33(11): 1134-1139. doi: 10.3724/SP.J.1123.2015.09005 shu

Advances in cucurbituril bonded stationary phases for chromatographic separation

1.
School of Chemical Engineering & Environment, Beijing Institute of Technology, Beijing 100081, China

Corresponding author: XUE Min,
Received Date: 6 September 2015

Fund Project: 国家自然科学基金项目(21375009). (21375009)

Cucurbit[n]urils (CB[n]), a kind of host molecules of the fourth generation supramolecule followed crown ethers, cyclodextrins and calixarenes in supramolecular chemistry, are macrocyclic ligands and consist of several glycoluril units. Their special molecular recognition based on unique separation selectivity and stability have gained great interest in supramolecular chemistry and chromatography. Hereby, we give a review of research progresses of cucurbit[n]urils structural features, its homologues and derivatives and their applications in chromatographic stationary phase.
- cucurbituril (CB),
- chromatography,
- stationary phases
1. [1]
  [1] Chang Y X, Qiu Y Q, Du L M, et al. Analyst, 2011, 136(20): 4168
2. [2]
  [2] Huang Y, Xue S F, Zhu Q J, et al. Asian J Chem, 2013, 25(16): 8964
3. [3]
  [3] Wang G Q, Du L M, Guo Y H, et al. Anal Methods-UK, 2013, 5(1): 173
4. [4]
  [4] Yao F H, Liu H L, Wang G Q, et al. J Environ Sci-China, 2013, 25(6): 1245
5. [5]
  [5] Shen C, Ma D, Meany B, et al. J Am Chem Soc, 2012, 134(17): 7254
6. [6]
  [6] Heitmann L M, Taylor A B, Hart P J, et al. J Am Chem Soc, 2006, 128(38): 12574
7. [7]
  [7] Da S L. Introduction to Chromatography. 2nd ed. Wuhan: Wuhan University Press (达世禄. 色谱学导论. 2版. 武汉: 武汉大学出版社), 1999
8. [8]
  [8] Gomes Silva C, de Miguel M, Ferrer B, et al. Photochem Photobiol Sci, 2009, 8(12): 1650
9. [9]
  [9] Joseph R, Nkrumah A, Clark R J, et al. J Am Chem Soc, 2014, 136(18): 6602
10. [10]
  [10] Wang G Q, Qin Y F, Du L M, et al. Aust J Chem, 2013, 66(6): 701
11. [11]
  [11] Zhao Y, Liang L L, Chen K, et al. Crystengcomm, 2013, 15(39): 7987
12. [12]
  [12] Vogtle F. Supramolecular Chemistry. Zhang X, Lin Z H, Gao Q, transl. Changchun: Jilin University Press (Vogtle F. 超分子化学. 张希, 林志宏, 高蒨, 译. 长春: 吉林大学出版社), 1995
13. [13]
  [13] Ghale G, Kuhnert N, Nau W M. Nat Prod Commun, 2012, 7(3): 343
14. [14]
  [14] Li L, Sun Y C, Wang S, et al. Talanta, 2010, 81(4/5): 1643
15. [15]
  [15] Sueldo Occello V N, Veglia A V. Anal Chim Acta, 2011, 689(1): 1643
16. [16]
  [16] Li P P, Liu L. Prog Chem (李佩佩,刘莉. 化学进展), 2010, 22(10): 1940
17. [17]
  [17] Lim S, Kim H, Selvapalam N, et al. Angew Chem Int Edit, 2008, 47(18): 3352
18. [18]
  [18] Tashiro S, Shionoya M. Bull Chem Soc Jpn, 2014, 87(6): 643
19. [19]
  [19] Wang S W. [MS Dissertation]. Nanchang: Nanchang University (王上文. [硕士学位论文]. 南昌: 南昌大学), 2007
20. [20]
  [20] Behrend R, Meyer E, Rusche F. Liebigs Ann Chem, 1905, 33(8): 137
21. [21]
  [21] Freeman W A, Mock W L, Shih N Y. J Am Chem Soc, 1981, 103(24): 7367
22. [22]
  [22] Kim J, Jung S I, Kim S Y, et al. J Am Chem Soc, 2000, 122(3): 540
23. [23]
  [23] Day A I, Arnold A P, Blanch J R, et al. J Org Chem, 2001, 66(24): 8094
24. [24]
  [24] Lagona J, Mukhopadhyay P, Chakrabarti S, et al. Angew Chem Int Edit, 2005, 44(31): 4844
25. [25]
  [25] Lee J W, Samal S, Selvapalam N, et al. Acc Chem Res, 2003, 36(8): 621
26. [26]
  [26] Montes-Navajas P, Garcia H. J Phys Chem C, 2010, 114(44): 18847
27. [27]
  [27] Kim K, Selvapalam N, Oh D H. J Incl Phenom Macrocycl Chem, 2004, 50(1/2): 31
28. [28]
  [28] Dong N, Xue S F, Tao Z, et al. Acta Chim Sinica (董南, 薛赛凤, 陶朱, 等. 化学学报), 2007, 65(11): 1045
29. [29]
  [29] Lin Y W, Li L F, Li G W. Carbohydr Polym, 2013, 92(1): 429
30. [30]
  [30] Lee J W, Samal S, Selvapalam N, et al. Acc Chem Res, 2003, 36(8): 621
31. [31]
  [31] Liu Y, You C C, Zhang H Y. Supramolecular Chemistry: Molecular Recognition and Assembly of Synthetic Receptors. Tianjin: Nankai University Press (刘育, 尤长城, 张衡益. 超分子化学: 合成受体的分子识别与组装. 天津: 南开大学出版社), 2003: 395
32. [32]
  [32] An Q, Dong C, Zhu W, et al. Small, 2012, 8(4): 562
33. [33]
  [33] Jansen K, Buschmann H J, Wego A, et al. J Incl Phenom Macrocycl Chem, 2001, 39(3/4): 357
34. [34]
  [34] Zhang G L, Xu Z Q, Xue S F, et al. Chinese Journal of Inorganic Chemistry (张桂玲, 徐周庆, 薛赛凤, 等. 无机化学学报), 2003, 19(6): 655
35. [35]
  [35] Huang Y, Xue S F, Tao Z, et al. J Incl Phenom Macrocycl Chem, 2008, 61(1/2): 171
36. [36]
  [36] Jon S Y, Selvapalam N, Oh D H, et al. J Am Chem Soc, 2003, 125(34): 10186
37. [37]
  [37] Nagarajan E R, Oh D H, Selvapalam N, et al. Tetrahedron Lett, 2006, 47(13): 2073
38. [38]
  [38] Liu S M, Xu L, Wu C T, et al. Talanta, 2004, 64(4): 929
39. [39]
  [39] Li L S, Wang S W, Huang L F, et al. Acta Chimica Sinica (李来生, 王上文, 黄丽芳, 等. 化学学报), 2008, 66(1): 63
40. [40]
  [40] Wang S W, Li L S, Yi X G. Chinese Journal of Chromatography (王上文, 李来生, 易绣光. 色谱), 2007, 25(6): 838
41. [41]
  [41] Cheong W J, Go J H, Baik Y S, et al. Bull Korean Chem Soc, 2008, 29(10): 1941
42. [42]
  [42] Ma L Y, Liu S M, Wang Q, et al. J Sep Sci, 2015, 38(7): 1082
43. [43]
  [43] Ma L Y, Liu S M, Yao L, et al. J Chromatogr A, 2015, 1376: 64
44. [44]
  [44] Li L S, Wang S W, Chen X Q, et al. Chin J Chem, 2008, 26(2): 307
45. [45]
  [45] Li L S, Wang S W, Liu C, et al. Acta Chimica Sinica (李来生, 王上文, 刘超, 等. 化学学报), 2007, 65(17): 1855
46. [46]
  [46] He X Y. [MS Dissertation]. Nanchang: Nanchang University (何小英. [硕士学位论文]. 南昌: 南昌大学), 2011
47. [47]
  [47] Zhang P, Qin S J, Qi M L, et al. J Chromatogr A, 2014, 1334: 139
48. [48]
  [48] Wang L, Wang X G, Qi M L, et al. J Chromatogr A, 2014, 1334: 112
49. [49]
  [49] Sun T, Ji N N, Qi M L, et al. J Chromatogr A, 2014, 1343: 167
50. [50]
  [50] Sun T, Qi M L, Fu R N. J Sep Sci, 2015, 38(5): 821
51. [51]
  [51] Xu L, Liu S M, Wu C T, et al. Electrophoresis, 2004, 25(18/19): 3300
52. [52]
  [52] Wei F, Liu S M, Xu L, et al. Electrophoresis, 2005, 26(11): 2214
53. [53]
  [53] Wei F, Feng Y Q. Talanta, 2008, 74(4): 619
1. [1]
  Qiuting Zhang , Fan Wu , Jin Liu , Zian Lin . Chromatographic Stationary Phase and Chiral Separation Using Frame Materials. University Chemistry, 2025, 40(4): 291-298. doi: 10.12461/PKU.DXHX202405174
2. [2]
  Fan Wu , Wenchang Tian , Jin Liu , Qiuting Zhang , YanHui Zhong , Zian Lin . Core-Shell Structured Covalent Organic Framework-Coated Silica Microspheres as Mixed-Mode Stationary Phase for High Performance Liquid Chromatography. University Chemistry, 2024, 39(11): 319-326. doi: 10.12461/PKU.DXHX202403031
3. [3]
  Siming Bian , Sijie Luo , Junjie Ou . Application of van Deemter Equation in Instrumental Analysis Teaching: A New Type of Core-Shell Stationary Phase. University Chemistry, 2025, 40(3): 381-386. doi: 10.12461/PKU.DXHX202406087
4. [4]
  Lingyu Chang , Yanfang Lang , Yuyan Zhu , Jie Wang , Ying Guo , Die Wang , Peng Ding , Yueming Zhou , Zhixiang Gong , Shujuan Liu . Machine Learning-Optimized Microcolumn Ion Exchange Chromatography for Trace Arsenic Determination. University Chemistry, 2026, 41(1): 76-84. doi: 10.12461/PKU.DXHX202506023
5. [5]
  Houjin Li , Lin Wu , Xingwen Sun , Yuan Zheng , Zhanxiang Liu , Shuanglian Cai , Ying Xiong , Guangao Yu , Qingwen Liu , Jie Han , Xin Du , Chengshan Yuan , Qihan Zhang , Jianrong Zhang , Shuyong Zhang . Basic Operations and Specification Suggestions for Organic Chemical Chromatography Experiments. University Chemistry, 2025, 40(5): 93-105. doi: 10.12461/PKU.DXHX202408100
6. [6]
  Runjie Li , Hang Liu , Xisheng Wang , Wanqun Zhang , Wanqun Hu , Kaiping Yang , Qiang Zhou , Si Liu , Pingping Zhu , Wei Shao . 氨基酸的衍生及手性气相色谱分离创新实验. University Chemistry, 2025, 40(6): 286-295. doi: 10.12461/PKU.DXHX202407059
7. [7]
  Jingming Li , Bowen Ding , Nan Li , Nurgul . Application of Comparative Teaching Method in Experimental Project Design of Instrumental Analysis Course: A Case Study in Chromatography Experiment Teaching. University Chemistry, 2024, 39(8): 263-269. doi: 10.3866/PKU.DXHX202312078
8. [8]
  Zunxiang Zeng , Yuling Hu , Yufei Hu , Hua Xiao . Analysis of Plant Essential Oils by Supercritical CO₂Extraction with Gas Chromatography-Mass Spectrometry: An Instrumental Analysis Comprehensive Experiment Teaching Reform. University Chemistry, 2024, 39(3): 274-282. doi: 10.3866/PKU.DXHX202309069
9. [9]
  Yanhui Zhong , Ran Wang , Zian Lin . Analysis of Halogenated Quinone Compounds in Environmental Water by Dispersive Solid-Phase Extraction with Liquid Chromatography-Triple Quadrupole Mass Spectrometry. University Chemistry, 2024, 39(11): 296-303. doi: 10.12461/PKU.DXHX202402017
10. [10]
  Shunü Peng , Huamin Li , Zhaobin Chen , Yiru Wang . Simultaneous Application of Multiple Quantitative Analysis Methods in Gas Chromatography for the Determination of Active Ingredients in Traditional Chinese Medicine Preparations. University Chemistry, 2025, 40(10): 243-249. doi: 10.12461/PKU.DXHX202412043
11. [11]
  Yifan Xie , Liyun Yao , Ruolin Yang , Yuxing Cai , Yujie Jin , Ning Li . Exploration and Practice of Online and Offline Hybrid Teaching Mode in High-Performance Liquid Chromatography Experiment. University Chemistry, 2025, 40(11): 100-107. doi: 10.12461/PKU.DXHX202412133
12. [12]
  Tong Wang , Liangyu Hu , Shiqi Chen , Xinqiang Fu , Rui Wang , Kun Li , Shuangyan Huan . Determination of Benzenediol Isomers in Cosmetics Using High-Performance Liquid Chromatography Empowered by “Mathematical Separation”. University Chemistry, 2026, 41(1): 9-19. doi: 10.12461/PKU.DXHX202503128
13. [13]
  Shunping WANG , Chuandong GE , Shuguang QU , Tianduo LI , Shaomin WANG , Qingyuan YANG . Synthesis of a fluorescent probe based on urea-based coordination and Si—O bond cleavage for F^- and Cr(Ⅵ) detection. Chinese Journal of Inorganic Chemistry, 2026, 42(2): 297-308. doi: 10.11862/CJIC.20250214
14. [14]
  Hongpeng He , Mengmeng Zhang , Mengjiao Hao , Wei Du , Haibing Xia . Synthesis of Different Aspect-Ratios of Fixed Width Gold Nanorods. Acta Physico-Chimica Sinica, 2024, 40(5): 2304043-0. doi: 10.3866/PKU.WHXB202304043
15. [15]
  Zihan Cheng , Kai Jiang , Jun Jiang , Henggang Wang , Hengwei Lin . Achieving thermal-stimulus-responsive dynamic afterglow from carbon dots by singlet-triplet energy gap engineering through covalent fixation. Acta Physico-Chimica Sinica, 2026, 42(2): 100169-0. doi: 10.1016/j.actphy.2025.100169
16. [16]
  Wei HE , Jing XI , Tianpei HE , Na CHEN , Quan YUAN . Application of solar-driven inorganic semiconductor-microbe hybrids in carbon dioxide fixation and biomanufacturing. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 35-44. doi: 10.11862/CJIC.20240364

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(530)
HTML views(34)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142