Summary
Three calix[4]arene derivatives: 5, 11, 17, 23-tetra-tert-butyl-25, 27-dibutoxy-26, 28-diundecenyloxy calix[4]arene (C[4]B), 25, 27-dibutoxy-26, 28-diundecenyloxy calix[4]arene (p-H-C[4]B) and 5, 11, 17, 23-tetra (N, N-diethyl aminomethyl)-25, 26, 27, 28-tetra (ω-undecenoxy) calix[4]arene (p-DEAM-C[4]U) were used as gas chromatographic stationary phases mixed with OV-1701. All of them showed excellent selectivity to positional isomers especially aromatic isomers. The relationship between the structure and gas chromatographic properties of these calixarene stationary phases are discussed. It was found that the tert-butyl groups on the upper rim of calix[4]arene play important role in the recognition of solutes, which favor the inclusion of guest molecules by calix[4]arene during the retention process. Thermodynamic parameters were used to further the comprehension of the retention mechanism of solutes by these calix[4]arene derivatives.
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References
Bohmer, V.Angew Chem. Int. Ed. Engl.,1995,34, 713.
Mangia, A.; Pochini, A.; Ungaro, R.; Andreetti, G.D.Anal. Lett. 1983,16, 1027.
Mulk, P.; Feltl, L.J. Chromatogr.,1995,696, 101.
Mulk, P.; Feltl, L.; Schurig, V.J. Chromatogr. 1996,732, 63.
Zhang, W.Y.; Zhang, S.W.; Zhang, C.; Wu, C.Y.; Zhong, Z.Z.Chem. J. Chin. Univ. 1997,18, 1296.
Lin, L.; Wu, C.Y.; Yan, Z.Q.; Su, X.L.; Han, H.M.Chromatographia 1998,47, 689.
Lai, X.H.; Lin, L.; Wu, C.Y.Chromatographia 1999,50, 82.
Xing, J.; Wu, C.Y.; Li, T.; Zhong, Z.L.; Chen, Y.Y.Anal. Sci. 1999,15, 785.
Yu, X.D.; Lin, L.; Han, H.M.; Wu, C.Y.Wuhan Univ. J. Nat. Sci. (Engl. Ed.)1999,4, 463.
Watter, L.; Zielinski, Jr.; Freeman D.H.Anal. Chem. 1970,42, 176.
Witkiewicz, Z.; Szule, J.; Zjolek, A.; Dabrowski, R.; Dziaduszek, J.J. Chromatogr. 1982,246, 37.
Jin, C.Y.; Ge, H.S.; Shao, L.X.; Shen, G.P.Fenxi Huaxue 1986,14, 801.
Jung, M.; Schmalzing, D.; Schuvig, V.J. Chromatogr. 1991,55, 243.
Berthod, A.; Li, W.Y.; Armstrong, D.A.Anal. Chem. 1992,64, 873.
Wu, C.Y.; Cheng, J.S.; Zeng, Z.R.Chromatographia 1993,35, 33.
Xie, X.Y.; Wu, C.Y.Sepu,1991,15, 471.
Melander, W.; Cambell, D.E.; Horvath, C.J. Chromatogr. 1978,158, 215.
Li, J.J.; Carr, P.W.J. Chromatogr. A 1994,670, 105.
Yu, X.D.Doctoral thesis, Wuhan University,1999.
Gutsche, C.D.; Dhawan, B.; Levine, J.A.; No, K.H.; Bauer, L.J.Tetrahedron 1983,39, 409.
Gutsche, C.D.,Calixarenes, Cambridge, The Royal Society of Chemistry,1989.
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Yu, X.D., Fang, H., Lin, L. et al. Study of the gas chromatographic properties of calix[4]arene derivatives containing different substituents on the upper rim. Chromatographia 53, 519–524 (2001). https://doi.org/10.1007/BF02491615
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DOI: https://doi.org/10.1007/BF02491615