Summary
The hydrophobic retention characteristics of stationary ligands for reversed-phase high-performance liquid chromatography have been evaluated from the slope (r-value) of the plots relating the capacity factors (log k′) of selected aliphatic and aromatic compounds with the reciprocal of methanol concentration (log (1/[MeOH])) in aqueous mobile phase. Octadecylsilyl (ODS), trimethylsilyl (TMS) and phenyldimethylsilyl (phenyl) groups were selected as the stationary ligands bonded to silica support.
On ODS or TMS silicas, unlike on phenyl silica, aliphatic compounds gave slightly larger r-values than aromatic compounds, indicating that the shape of the ligand recognizes the hydrophobic surfaces of aliphatic and aromatic solute molecules. On TMS and phenyl silicas, the degree of solute hydrophobicity contributing to its retention is about 90% and 85% of that on ODS silica, respectively. On the other hand, on TMS and phenyl silicas, the polar functional group on the solute molecule brought about a smaller decrease in retention than on ODS silica.
Similar content being viewed by others
References
D. J. Minick, J. H. Frenz, M. A. Patrick, D. A. Brent, J. Med. Chem.31, 1923 (1988).
T. Braumann, J. Chromatogr.373, 191 (1986).
P. J. Schoenmakers, H. A. H. Billiet, R. Tijssen, L. De Galan, J. Chromatogr.149, 519 (1978).
P. Jandera, J. Chromatogr.314, 13 (1984).
D. E. Martire, R. E. Boehm, J. Phys. Chem.87, 1045 (1983).
K. A. Dill, J. Phys. Chem.91, 1980 (1987).
C. Horváth, W. Melander, I. Molnár, J. Chromatogr.125, 129 (1976).
F. Murakami, J. Chromatogr.178, 393 (1979).
X. Geng, F. E. Regnier, J. Chromatogr.332, 147 (1985).
A. Kaibara, C. Hohda, N. Hirata, M. Hirose, T. Nakagawa, Chromatographia,29, 275 (1990).
K. Karch, I. Sebestian, I. Halász, J. Chromatogr.122, 3 (1976).
A. Leo, C. Hansch, P. Y. C. Jow, J. Med. Chem.19, 611 (1976).
J. L. G. Thus, J. C. Kraak, J. Chromatogr.320, 271 (1985).
R. F. Rekker “The Hydrophobic Fragmental Constant”. Elsevier, Amsterdam (1977).
M. J. Kamlet, R. M. Doherty, M. H. Abraham, Y. Marcus, R. W. Taft, J. Phys. Chem.92, 5244 (1988).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Kaibara, A., Hirose, M. & Nakagawa, T. Retention characteristics of octadecylsilyl silica, trimethylsilyl silica and phenyldimethylsilyl silica in reversed-phase liquid chromatography. Chromatographia 30, 99–104 (1990). https://doi.org/10.1007/BF02270457
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02270457