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Chromatographia

, Volume 18, Issue 4, pp 183–189 | Cite as

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

  • A. V. Kiselev
  • V. I. Nazarova
  • K. D. Shcherbakova
Originals

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.

Key Words

Gas Chromatography Graphitized thermal carbon black Polycyclic aromatic hydrocarbons Structure-retention relationships 

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References

  1. [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. [2]
    A. V. Kiselev, Ya. I. Yashin, Adsorbtsionnaya Gazovaya i Zhidostnaya Khromatografiya (Adsorption Gas and Liquid Chromatography), Khimiya Press, Moscow, 1979.Google Scholar
  3. [3]
    A. V. Kiselev, D. P. Poshkus, Faraday Symposium15, 13 (1980).Google Scholar
  4. [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. [5]
    W. Engewald, E. V. Kalashnikova, A. V. Kiselev, R. S. Petrova, K. D. Shcherbakova, J. Chromatogr.152, 453 (1978).Google Scholar
  6. [6]
    E. V. Kalashnikova, A. V. Kiselev, K. D. Shcherbakova, S. D. Vasileva, Chromatographia13, 493 (1980).Google Scholar
  7. [7]
    A. V. Kiselev, E. B. Polotnyuk, K. D. Shcherbakova, Chromatographia14, 478 (1981).Google Scholar
  8. [8]
    E. V. Kalashnikova, A. V. Kiselev, K. D. Shcherbakova, S. D. Vasileva, Chromatographia14, 510 (1981).Google Scholar
  9. [9]
    A. V. Kiselev, V. I. Nazarova, K. D. Shcherbakova, Chromatographia14, 148 (1981).Google Scholar
  10. [10]
    A. V. Kiselev, V. I. Nazarova, K. D. Shcherbakova, Doklady Akademii Nauk SSSR265, 909 (1982).Google Scholar
  11. [11]
    A. V. Kiselev, N. S. Kulikov, Dokl. Akad. Nauk SSSR226, 153 (1982).Google Scholar
  12. [12]
    A. V. Kiselev, V. I. Nazarova, K. D. Shcherbakova, E. Smolkova-Keulemansova, L. Feltl, Chromatographia17, 533 (1981).Google Scholar
  13. [13]
    A. Y. Klzelev, E. V. Kalashnikova, K. D. Shcherbakova, Chromatographia17, 521 (1983).Google Scholar
  14. [14]
    G. Curthoys, A. V. Kiselev, N. S. Kulikov, Chromatographia (in print).Google Scholar
  15. [15]
    G. Schomburg, J. Chromatogr.23, 18 (1966).Google Scholar
  16. [16]
    J. Vanek, B. Podrozkova, J. Chromatogr.52, 77 (1970).Google Scholar
  17. [17]
    M. Randic, J. Chromatogr.161, 1 (1978).Google Scholar
  18. [18]
    Ch. H. Lochmüller, J. Hinshaw, J. Chromatogr.178, 411 (1979).Google Scholar
  19. [19]
    M. Cassiot-Matas, G. Firpo-Pamies, J. Chromatogr.187, 1 (1980).Google Scholar
  20. [20]
    A. V. Kiselev, Chromatographia11, 691 (1978).Google Scholar
  21. [21]
    D. P. Poshkus, A. J. Grumadas, J. Chromatogr.191, 169 (1980).Google Scholar
  22. [22]
    A. J. Grumadas, D. P. Poshkus, A. V. Kiselev, J. C. S. Faraday 2,75, 1398 (1979);78, 2013 (1982).Google Scholar
  23. [23]
    L. D. Dimitrov, A. V. Kiselev, R. S. Petrova, Chromatographia14, 107 (1981);15, 245 (1982).Google Scholar
  24. [24]
    E. Clar, Polycyclic Hydrocarbons, Academic Press, New York and Springer Verlag Berlin, 1964.Google Scholar
  25. [25]
    V. G. Dashevsky, Konformatsiya Organicheskikh Molekul (Conformation of Organic Molecules). Khimiya Press, Moscow 1974.Google Scholar
  26. [26]
    E. L. Eliel, Conformational Analysis, John Wiley & Sons Inc., New York, 1965.Google Scholar
  27. [27]
    Al. A. Petrov, Stereokhimiya Nasyshchennykh Uglevodorodov (Stereochemistry of Saturated Hydrocarbons), Nauka Press, Moscow, 1981.Google Scholar

Copyright information

© Friedr. Vieweg & Sohn Verlagsgesellschaft mbH 1984

Authors and Affiliations

  • A. V. Kiselev
    • 1
  • V. I. Nazarova
    • 1
  • K. D. Shcherbakova
    • 1
  1. 1.Laboratory of Adsorption and Chromatography, Chemistry DepartmentLomonosov State UniversityMoscowU.S.S.R.

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