Preparation and evaluation of a new calix[4]arene-bonded stationary phase for HPLC

Journal of Liquid Chromatography and Related Technologies

Volumn 27, Issue 14, 2004, Pages 2167-2188

  Li, Lai Sheng ^a,b   Da, Shi Lu ^a   Feng, Yu Qi ^a   Liu, Min ^a  

^a WUHAN UNIVERSITY   (China)

^b NANCHANG UNIVERSITY   (China)

Author keywords

Chromatographic evalution; High performance liquid chromatography; P tert Butyl calix 4 arene bonded stationary phase; Retention mechanism

Indexed keywords

FOURIER TRANSFORM INFRARED SPECTROSCOPY; HYDROCARBONS; HYDROGEN BONDS; SILICA GEL; THERMOANALYSIS;

COUPLING REAGENTS; ELEMENTAL ANALYSIS; RING REACTIONS; SOLID PHASE EXTRACTION (SPE);

LIQUID CHROMATOGRAPHY;

3 GLYCIDOXYPROPYLTRIMETHOXYSILANE; 4 TERT BUTYL CALIX[4]ARENE; 4 TERT BUTYL CALIX[8]ARENE; 4 TERT BUTYL PHENYL ETHER; ETHER DERIVATIVE; HYDROCARBON; LIGAND; MONOMER; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; SILANE DERIVATIVE; SILICA GEL; SULFONAMIDE; UNCLASSIFIED DRUG;

ACIDITY; ALKALINITY; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL BINDING; CHEMICAL COMPOSITION; CHEMICAL STRUCTURE; COMPARATIVE STUDY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROGEN BOND; INFRARED SPECTROSCOPY; SOLUTE; SYNTHESIS; THERMAL ANALYSIS;

ARENE;

EID: 4444315546     PISSN: 10826076     EISSN: None     Source Type: Journal    
DOI: 10.1081/JLC-200025694     Document Type: Article

References (31)

1. Shinkai, S.; Araki, K.; Manabe, O. NMR determination of association constants for calixarene complexes. Evidence for the formation of 1:2 complex with calix[8]arene. J. Am. Chem. Soc. 1988, 110, 7214-7215.
2. Nomura, E.; Taniguchi, H.; Kawaguchi, K.; Otsuji, Y. Catalytic ability of flexible octapus-iype calix[6]arene in ester-forming reactions and its structural properties. J. Org. Chem. 1993, 58, 4709-4715.
3. Gutche, C.D.; Alam, I. Calixarenes. 23. The complexation and catalytic properties of water soluble calixarenes. Tetrahedron 1988, 44, 4689-4694.
4. Mnuk, P.; Feltl, L. Gas chromatographic study of the inclusion properties of calixarenes I. p-tert-Butylcalix[4]arene in a micropacked column. J. Chromatogr. A 1995, 696, 101-112.
5. Lin, L.; Wu, C.Y.; Yan, Z.Q.; Yan, X.Q.; Su, X.L.; Han, H.M. Calix[4]arene derivatives as stationary phases for capillary gas chromatography. Chromatographia 1998, 47, 689-694.
6. Kalchenko, O.I.; Lipkowski, J.; Kalchenko, V.I.; Vysotzky, M.A.; Markovsky, L.N. Effect of octakis (diethoxyphosphoryloxy)-tert-butyl-calix[8] arene in mobile phase on the reversed-phase retention behavior of aromatic compounds: host-guest complex formation and stability constants determination. J. Chromatogr. Sci. 1998, 36, 269-273.
7. +. J. Chem. Soc. Chem. Commun. 1996, 2277-2278.
8. Shohat, D.; Grushka, E. Use of calixarenes to modify selectivities in capillary electrophoresis. Anal. Chem. 1994, 66, 747-750.
9. Zhao, T.; Hu, X.; Cheng, J.K.; Lu, X. Use of calix[4]arene to separate positional isomers in capillary electrophoresis. Anal. Chim. Acta 1998, 358, 263-268.
10. Millership, J.S.; Mckervey, M.A.; Russell, J.A. Complexation and chromatographic studies involving water soluble calixarenes and nitrophenols. Chromatographia 1998, 48, 402-406.
11. 1H NMR. J. Chem. Soc. Perkin Trans. II 2001, 258-263.
12. Mibradt, R.; Bohmer, V. Calixarenes 2001; Kluwer Academic Publishers: Dordrecht, NL, 2001, 663-676.
13. + ions on a calixarene-bonded silica phase. Anal. Lett. 1993, 26, 153-162.
14. Glennon, J.D.; Horne, E.; O'Connor, K.; Kearney, G.A.; Harris, S.J.; McKewey, M.A. Chromatographic selectivity for amino acid esters and alkali metal ions on a silica bonded calix[4]arene. Anal. Proc. 1994, 31, 33-35.
15. Brindle, R.; Albert, K.; Harris, S.J.; Tröltzsch, C.; Horne, E.; Glennon, J.D. Silica-bonded calixarenes in chromatography I. Synthesis and characterization by solid-state NMR spectroscopy. J. Chromatogr. A 1996, 731, 41-46.
16. Friebe, S.; Gebauer, S.; Krauss, G.J. HPLC a calixarene bonded silica gels. I Characterization and applications of the p-tert-butyl-calix[4]arene bonded material. J. Chromatogr. Sci. 1995, 33, 281-284.
17. Gebauer, S.; Friebe, S.; Gübitz, G.; Krauss, G.J. High performance liquid chromatography on calixarene-bonded silica gels. II separations of regio- and stereoisomers on p-tert-butyl-calix[n]arene phases. J. Chromatogr. Sci. 1998, 36, 383-387.
18. Gebauer, S.; Friebe, S.; Scherer, G.; Gubitz, G.; Krauss, G.J. High performance liquid chromatography on calixarene-bonded silica gels. III Separations of cis/trans isomers of proline-containing peptides. J. Chromatogr. Sci. 1998, 36, 388-394.
19. Menyes, U.; Roth, U.; Troeltzsch, C. European Patent 786, 661 A2, 1997.
20. Xu, W.; Li, J.S.; Feng, Y.Q.; Da, S.L.; Chen, Y.Y.; Xiao, X.Z. Preparation and characterization of p-tert-butyl-calix[6]arene-bonded. silica gel stationary phase for high-performance liquid chromatography. Chromatographia 1998, 48, 245-250.
21. Xiao, X.Z.; Feng, Y.Q.; Da, S.L.; Zhang, Y. Preparation and evaluation of p-tert-butyl-calix[8]-arene-bonded silica stationary phase for high performance liquid chromatography. Anal. Lett. 2000, 33, 3355-3372.
22. Xiao, Y.X.; Xiao, X.Z.; Feng, Y.Q.; Wang, Z.H.; Da, S.L. High-performance liquid chromatography of sulfonamides and quinolones on p-tert-butyl-calix[6] arene-bonded silica gel stationary phase. Talanta 2002, 56, 1141-1151.
23. Gutsche, C.D.; Dhawan, B.; No, K.H.; Muthukrishnan, R. Calixarenes.4. The synthesis, characterization, and properties of the calixarenes from p-tert-butylphenol. J. Am. Chem. Soc. 1981, 103, 3782-3792.
24. Li, L.S.; Li, M.; Feng, Y.Q.; Da, S.L. High performance liquid chromatography of aromatic carboxylic acids on p-tert-butyl-calix[8]arene-bonded silica gel stationary phase. Talanta 2004, 62 (3), 643-648.
25. 18 packing materials. Correlation between a preparation method and retention behavior of stationary phase. J. Chromatogr. Sci. 1989, 27, 721-728.
26. Neue, U.D.; Alden, B.A.; Walter, T.H. Universal procedure for the assessment of the reproducibility and the classification of reversed-phase packing. J. Chromatogr. A 1999, 849, 101-116.
27. Sokoließ, T.; Schonherr, J.; Menyes, U.; Roth, U.; Jira, T. Characterization of calixarene- and resorcinarene-bonded stationary phases I. Hydrophobic interactions. J. Chromatogr. A 2003, 1021, 71-82.
28. Sokoließ, T.; Menyes, U.; Roth, U.; Jira, T. New calixarene-bonded stationary phases in high-performance liquid chromatography: comparative studies on the retention behavior and on influences of the eluent. J. Chromatogr. A 2000, 898, 35-52.
29. Armstrong, D.W.; Demond, W. Cyclodextrin bonded phase for the liquid chromatographic separation optical, geometrical, and structural isomers. J. Chromatogr. Sci. 1984, 22, 411-415.
30. Zhang, W.S.; Li, A.L. Medicinal Chemistry; Chinese Higher Education Press: Beijing, 2002, 540-545.
31. Brown, P.R.; Robb, C.S.; Geldart, S.E. Perspectives on analyses of nucleic acid constituents: the basis of genomics. J. Chromatogr. A 2002, 965, 163-173.