Summary
The utility of water-soluble calix[6]arene-ρ-sulfonate as a mobile phase additive has been investigated for the reversed phase liquid chromatographic separation of some monosubstituted phenol isomers. Retention factors and separation factors for regioisomers of methoxyphenol, aminophenol, and nitrophenol were measured using methanol — water and acetonitrile —water mobile phases of varying composition containing calix[6]arene-ρ-sulfonate, and the values were compared with those obtained using mobile phases containing no additive. It was observed that addition of calix[6]arene-ρ-sulfonate to both acetonitrile — water and methanol —water caused a reduction in the retention of the phenol isomers but generally increased the separation between them, thereby improving the overall separation efficiency.
This is a preview of subscription content, log in via an institution to check access.
References
J. Vicens, V. Bohmer, “Calixarenes: A Versatile Class of Macrocyclic Compounds”, Kluwer, Dordrecht, 1991.
W. Saenger, Angew. Chem. Int. Ed. Engl.19, 344 (1980).
W.L. Hinze, Sep. Purif. Methods10, 159 (1981).
Y. Nobuhara, S. Hirano, Y. Nakanishi, J. Chromatogr.258, 276 (1983).
D.W. Armstrong, A. Alak, K. Bui, W. DeMond, T. Ward, T.E. Riehl, W.L. Hinze, J. Inclusion Phenomena2, 533 (1984).
D.W. Armstrong, W. DeMond, J. Chromatogr. Sci.22, 411 (1984).
W.L. Hinze, T.E. Riehl, D.W. Armstrong, W. DeMond, A. Alak, T. Ward, Anal. Chem.57, 237 (1985).
R.M. Mohseni, R.J. Hurtubise, J. Chromatogr.499, 395 (1990).
J.H. Park, M.D. Jang, M.J. Shin, J. Chromatogr.595, 45 (1992).
K.W. Street, Jr., J. Liq. Chromatogr.10, 655 (1987).
C.D. Gutsche, B. Dhawan, K.H. No, R. Muthukrishnan, J. Am. Chem. Soc.103, 3782 (1981)
B. Dhawan, S.-I. Chen, C.D. Gutsche, Makromol. Chem.188, 921 (1987).
R. Ungaro, A. Pochini, A. Mangia, G.D. Andreetti, Anal. Lett.16, 1027 (1983).
S. Shinkai, S. Mori, T. Tsubaki, T. Sone, O. Manabe, Tetrahedron Lett.25, 5315 (1984).
S. Shinkai, Pure Appl. Chem.58, 1523 (1986).
S. Shinkai, S. Mori, H. Koreishi, T. Tsubaki, O. Manabe, J. Am. Chem. Soc.,108, 2409 (1986).
T. Arimura, T. Nagasaki, S. Shinkai, T. Matsuda, J. Org. Chem.54, 3776 (1989).
S. Shinkai, T. Arimura, K. Araki, H. Kawabata, H. Satoh, T. Tsubaki, O. Manabe, J. Sunamoto, J. Chem. Soc. Perkin Trans.I, 1859 (1989).
S. Shinkai, H. Kawabata, T. Arimura, T. Matsuda, H. Satoh, O. Manabe, J. Chem. Soc., Perkin Trans. I 2039 (1989).
S. Shinkai, Y. Shirahama, T. Tsubaki, O. Manabe, J. Am. Chem. Soc.111, 5477 (1989).
S. Shinkai, H. Kawabata, T. Matsuda, H. Kawaguchi, O. Manabe, Bull. Chem. Soc. Jpn.63, 1272 (1990).
C.D. Gutsche, I. Alem, Tetrahedron44, 4689 (1988).
D.D. Perrin, W.L.F. Armarego, “Purification of Laboratory Chemicals, 3rd Edition, Pergamon, Oxford, 1988.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Park, J.H., Lee, Y.K., Cheong, N.Y. et al. Reversed phase liquid chromatographic separation of some mono-substituted phenols with calix[6]arene-ρ-sulfonate-modified eluents. Chromatographia 37, 221–223 (1993). https://doi.org/10.1007/BF02275865
Received:
Revised:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02275865