Summary
Retention characteristics of series of polymethyl and mono-n-alkyl derivatives of benzene and pyrene, and also of parent polycyclic aromatic hydrocarbons (PAH), were studied using silica and aminopropyl- and cyanopropyl-modified silica. Differences in the selectivities for the studied compound groups were found between the three phases. Deviations from linear behaviour in plots of log (k′)vs. carbon number were observed for the methyl series. These are explained in terms of differences in π-electron delocalisation within the aromatic ring systems. Further, the effect of methyl substitution on selectivity decreased with an increasing number of aromatic rings. Results were obtained which indicated that the primary adsorption site in a cyano column used in normal phase mode, at least for PAH molecules, is the cyano group.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
L. R. Snyder, “Principles of Adsorption Chromatography”, Marcel Dekker, New York, 1968.
K. K. Unger, “Porous silica: Its properties and use as support in column liquid chromatography”, Elsevier Scientific Publishing Company, Amsterdam, 1979.
E. Soczewinski, Anal. Chem.41, 179–182 (1969).
L. R. Snyder, Anal. Chem.46 1384–1393 (1974).
W. E. Hammers, M. C. Spanjer, C. L. De Ligny, J. Chromatogr.174, 291–305 (1979).
L. R. Snyder, J. Chromatogr.255, 3–26 (1983).
Ya. I. Yashin, J. Chromatogr.251, 269–279 (1982).
L. R. Snyder, Anal. Chem.33, 1527–1534 (1961).
M. Popl, V. Dilansky, J. Mostecky J. Chromatogr.117, 117–127 (1976).
W. R. Melander, Cs. Horváth, Chromatographia15, 86–90 (1982).
A. N. Ageev, A. V. Kieselev, Y. I. Yashin, Chromatographia13, 669–672 (1980).
J. Kriz, L. Vodicka, J. Puncocharova, M. Kuras, J. Chromatogr.219, 53–60 (1981).
S. A. Wise, S. N. Chesler, H. S. Hertz, H. S. Hilpert, W. E. May, Anal. Chem.49, 2306–2310 (1977).
J. Puncocharova, L. Vodicka, J. Kriz, J. Chromatogr.267, 222–226 (1983).
M. L. Lee, M. V. Novotny, K. D. Bartle, “Analytical chemistry of polycyclic aromatic hydrocarbons”, Academic Press, New York (1981).
A. Björseth, T. Ramdahl, Eds., “Handbook of polycyclic aromatic hydrocarbons, Vol 2”, Marcel Dekker, New York (1985).
C. E. Östman, A. L. Colmsjö, Chromatographia23, 903 (1987).
J. Chmielowiec, A. E. George, Anal. Chem.52, 1154–1157 (1980).
A. L. Colmsjö, Chromatographia23, 260–267 (1987).
R. J. Smith, C. S. Nieass, M. S. Wainwright, J. Liq. Chromatogr.9, 1387–1430 (1986).
Y. Guardino, J. Albaigés, G. Firpo, R. Rodriguez-Vinals, M. Gaissot, J. Chromatogr.118, 13–22 (1976).
R. J. Smith, J. K. Haken, M. S. Wainwright, B. G. Madden, J. Chromatogr.328, 11–34 (1985).
L. R. Snyder, T. C. Schunk, Anal. Chem.54, 1764–1772 (1982).
D. Karlesky, D. C. Shelly, I. M. Warner, J. Liq. Chromatogr.6, 471–495 (1983).
E. L. Weiser, A. W. Salotto, S. M. Flach, L. R. Snyder, J. Chromatogr.303, 1–12 (1984).
N. Campbell, H. F. Andrew, in: “Rood's Chemistry of Carbon Compounds” III, Part H.S. Coffey (Ed.), Elsevier, Amsterdam, 1979, pp. 211–311.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Östman, C.E., Colmsjö, A.L. Retention characteristics of alkylated polycyclic aromatic hydrocarbons in normal phase liquid chromatography. Chromatographia 25, 25–30 (1988). https://doi.org/10.1007/BF02311523
Received:
Revised:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02311523