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Molecular structure and retention behaviour of some polycyclic aromatic and perhydroaromatic hydrocarbons on graphitized carbon black

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Summary

On efficient glass capillary columns packed with graphitized thermal carbon black (GTCB) the stereoisomers of aromatic and saturated tricyclic hydrocarbons are completely separated and identified. The Henry's adsorption constants of the individual isomers were determined from mixtures at different temperatures. Five isomers of perhydroanthracene, five isomers of perhydrofluorene, two isomers of perhydrophenalene, four isomers of perhydroacenaphthene, as well as phenalene, dihydrophenalene, acenaphthene and acenaphthylene were investigated. The increase of the hydrogenization degree of unsaturated tricyclic hydrocarbons reduces the retention. Among the saturated tricyclic isomers the retention becomes shorter with the larger bending of the molecules, i.e. from the molecule having more equatorial bonds to the molecules having more axial connections. The experimentally determined Henry's constants were qualitatively compared with the structure of the separated molecules.

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References

  1. N. N. Avgul, A. V. Kiselev, D. P. Poshkus, Adsorptsiya Gazov i Parov na Odnorodnykh Poverkhnostyakh (Adsorption of Gases and Vapours on Homogeneous Surfaces), Khimiya Press, Moscow, 1975.

    Google Scholar 

  2. A. V. Kiselev, Ya. I. Yashin, Adsorbtsionnaya Gazovaya i Zhidostnaya Khromatografiya (Adsorption Gas and Liquid Chromatography), Khimiya Press, Moscow, 1979.

    Google Scholar 

  3. A. V. Kiselev, D. P. Poshkus, Faraday Symposium15, 13 (1980).

    Google Scholar 

  4. A. V. Kiselev, in Fizicheskaya Khimiya, Sovremennyie Problemy (Physical Chemistry, Modern Problems). Ed. byYa. M. Kolotyrkin, Issue 2, Moscow, Khimiya Press, 1982, p. 180.

    Google Scholar 

  5. W. Engewald, E. V. Kalashnikova, A. V. Kiselev, R. S. Petrova, K. D. Shcherbakova, J. Chromatogr.152, 453 (1978).

    Google Scholar 

  6. E. V. Kalashnikova, A. V. Kiselev, K. D. Shcherbakova, S. D. Vasileva, Chromatographia13, 493 (1980).

    Google Scholar 

  7. A. V. Kiselev, E. B. Polotnyuk, K. D. Shcherbakova, Chromatographia14, 478 (1981).

    Google Scholar 

  8. E. V. Kalashnikova, A. V. Kiselev, K. D. Shcherbakova, S. D. Vasileva, Chromatographia14, 510 (1981).

    Google Scholar 

  9. A. V. Kiselev, V. I. Nazarova, K. D. Shcherbakova, Chromatographia14, 148 (1981).

    Google Scholar 

  10. A. V. Kiselev, V. I. Nazarova, K. D. Shcherbakova, Doklady Akademii Nauk SSSR265, 909 (1982).

    Google Scholar 

  11. A. V. Kiselev, N. S. Kulikov, Dokl. Akad. Nauk SSSR226, 153 (1982).

    Google Scholar 

  12. A. V. Kiselev, V. I. Nazarova, K. D. Shcherbakova, E. Smolkova-Keulemansova, L. Feltl, Chromatographia17, 533 (1981).

    Google Scholar 

  13. A. Y. Klzelev, E. V. Kalashnikova, K. D. Shcherbakova, Chromatographia17, 521 (1983).

    Google Scholar 

  14. G. Curthoys, A. V. Kiselev, N. S. Kulikov, Chromatographia (in print).

  15. G. Schomburg, J. Chromatogr.23, 18 (1966).

    Google Scholar 

  16. J. Vanek, B. Podrozkova, J. Chromatogr.52, 77 (1970).

    Google Scholar 

  17. M. Randic, J. Chromatogr.161, 1 (1978).

    Google Scholar 

  18. Ch. H. Lochmüller, J. Hinshaw, J. Chromatogr.178, 411 (1979).

    Google Scholar 

  19. M. Cassiot-Matas, G. Firpo-Pamies, J. Chromatogr.187, 1 (1980).

    Google Scholar 

  20. A. V. Kiselev, Chromatographia11, 691 (1978).

    Google Scholar 

  21. D. P. Poshkus, A. J. Grumadas, J. Chromatogr.191, 169 (1980).

    Google Scholar 

  22. A. J. Grumadas, D. P. Poshkus, A. V. Kiselev, J. C. S. Faraday 2,75, 1398 (1979);78, 2013 (1982).

    Google Scholar 

  23. L. D. Dimitrov, A. V. Kiselev, R. S. Petrova, Chromatographia14, 107 (1981);15, 245 (1982).

    Google Scholar 

  24. E. Clar, Polycyclic Hydrocarbons, Academic Press, New York and Springer Verlag Berlin, 1964.

    Google Scholar 

  25. V. G. Dashevsky, Konformatsiya Organicheskikh Molekul (Conformation of Organic Molecules). Khimiya Press, Moscow 1974.

    Google Scholar 

  26. E. L. Eliel, Conformational Analysis, John Wiley & Sons Inc., New York, 1965.

    Google Scholar 

  27. Al. A. Petrov, Stereokhimiya Nasyshchennykh Uglevodorodov (Stereochemistry of Saturated Hydrocarbons), Nauka Press, Moscow, 1981.

    Google Scholar 

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Kiselev, A.V., Nazarova, V.I. & Shcherbakova, K.D. Molecular structure and retention behaviour of some polycyclic aromatic and perhydroaromatic hydrocarbons on graphitized carbon black. Chromatographia 18, 183–189 (1984). https://doi.org/10.1007/BF02276730

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