Skip to main content
Log in

Experimental and molecular statistical study of alkyladamantane adsorption on graphitized thermal carbon black

  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

Experimental measurements and molecular statistics methods were used to calculate thermodynamic characteristics of adsorption (TCA) of alkyladamantanes of different structure on the surface of hydrogen-treated graphitized thermal carbon black (GTCB) Carbopack C HT. High selectivity of separation of isomeric alkyladamantanes on GTCB is due to specific features of their geometry and electronic structure. The influence of the spatial structure of adsorbates on the TCA was established. Special attention was given to analysis of the heat capacities of adsorption. The best agreement between the experimental TCA and those calculated by the molecular statistics methods is achieved when the “cage effect“ in the adamantane ring is taken into account. The corresponding corrections are introduced into the parameters of the atom-atomic potential function of pair intermolecular interaction of the Me groups with the carbon atoms of the basal face of graphite, which are localized in the nodal positions of the lattice. The critical parameters for a large group of alkyladamantanes were calculated in terms of the additive group Lydersen method. A set of various topological indices used further for constructing structure-retention correlations on GTCB was obtained.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. S. Landa, V. Machacek, Chem. Abstr., 1933, 27, 5949.

    Google Scholar 

  2. E. I. Bagrii, Adamantany [Adamantanes], Nauka, Moscow, 1989, 264 pp. (in Russian).

    Google Scholar 

  3. R. C. Fort, Adamantane: The Chemistry of Diamond Molecules, Dekker, New York, 1976, 385 p.

    Google Scholar 

  4. G. G. Ashumov, Azerbaidzhanskie nefti [Azerbaijan Petroleum], Izd-vo Akad. Nauk AzSSR, Baku, 1961, 555 pp. (in Russian).

    Google Scholar 

  5. A. Shimoyama, H. Yabuta, Geochem. J., 2002, 36, 173.

    CAS  Google Scholar 

  6. W. S. Wingert, Fuel, 1992, 71, 37.

    Article  CAS  Google Scholar 

  7. K. Grice, R. Alexander, R. I. Kagi, Org. Geochem., 2000, 31, 67.

    Article  CAS  Google Scholar 

  8. G. N. Gordadze, I. A. Matveeva, M. N. Zabrodina, G. N. Rusinova, Neftekhimiya, 1998, 38, 42 [Petroleum Chem., 1998, 38 (Engl. Transl.)].

    CAS  Google Scholar 

  9. J. Burkhard, L. Vais, L. Vodicka, S. Landa, J. Chromatogr., 1969, 42, 207.

    Article  CAS  Google Scholar 

  10. G. N. Gordadze, O. A. Arefév, Neftekhimiya, 1997, 37, 387 [Petroleum Chem., 1997, 37 (Engl. Transl.)].

    CAS  Google Scholar 

  11. E. I. Bagrii, T. N. Dolgopolova, P. I. Sanin, Neftekhimiya, 1969, 9, 666 [Petroleum Chem., 1969, 9 (Engl. Transl.)].

    CAS  Google Scholar 

  12. S. Hala, J. Eyem, J. Burkhard, S. Landa, J. Chromatogr. Sci., 1970, 8, 203.

    CAS  Google Scholar 

  13. E. I. Bagrii, T. Yu. Frid, P. I. Sanin, Neftekhimiya, 1970, 10, 480 [Petroleum Chem., 1970, 10 (Engl. Transl.)].

    CAS  Google Scholar 

  14. G. D. Mitra, G. Mohan, A. Sinha, J. Chromatogr., 1974, 91, 633.

    Article  CAS  Google Scholar 

  15. S. N. Yashkin, D. A. Svetlov, S. V. Kurbatova, A. K. Buryak, Izv. Akad. Nauk, Ser. Khim., 2000, 49, 849 [Russ. Chem. Bull., Int. Ed., 2000, 49, 847].

    Google Scholar 

  16. S. N. Yashkin, S. V. Kurbatova, E. I. Petrova, A. K. Buryak, Izv. Akad. Nauk, Ser. Khim., 2001, 50, 787 [Russ. Chem. Bull., Int. Ed., 2001, 50, 823].

    Google Scholar 

  17. S. N. Yashkin, S. V. Kurbatova, A. K. Buryak, Izv. Akad. Nauk, Ser. Khim., 2001, 50, 792 [Russ. Chem. Bull., Int. Ed., 2001, 50, 828].

    Google Scholar 

  18. S. N. Yashkin, O. B. Grigoréva, A. K. Buryak, Izv. Akad. Nauk, Ser. Khim., 2001, 50, 938 [Russ. Chem. Bull., Int. Ed., 2001, 50, 980].

    Google Scholar 

  19. S. Yu. Kudryashov, L. A. Onuchak, A. V. Voronkov, A. K. Buryak, I. K. Moiseev, Izv. Akad. Nauk, Ser. Khim., 2000, 49, 2021 [Russ. Chem. Bull., Int. Ed., 2000, 49, 1988].

    Google Scholar 

  20. S. V. Kurbatova, I. K. Moiseev, M. N. Zemtsova, Zh. Anal. Khim., 1998, 53, 307 [J. Anal. Chem., 1998, 53 (Engl. Transl.)].

    Google Scholar 

  21. S. V. Kurbatova, S. N. Yashkin, I. K. Moiseev, M. N. Zemtsova, Zh. Fiz. Khim., 1999, 73, 1645 [Russ. J. Phys. Chem., 1999, 73 (Engl. Transl.)].

    CAS  Google Scholar 

  22. D. Prusova, H. Colin, G. Guiochen, J. Chromatogr., 1982, 234, 1.

    Article  CAS  Google Scholar 

  23. S. N. Yashkin, N. V. Solovova, Zh. Fiz. Khim., 2004, 78, 344 [Russ. J. Phys. Chem., 2004, 78 (Engl. Transl.)].

    CAS  Google Scholar 

  24. A. V. Kiselev, Ya. I. Yashin, Adsorbtsionnaya gazovaya i zhidkostnaya khromatografiya [Adsorption Gas and Liquid Chromatography], Khimiya, Moscow, 1979, p. 23 (in Russian).

    Google Scholar 

  25. N. N. Avgul’, A. V. Kiselev, D. P. Poshkus, Adsorbtsiya gazov i parov na odnorodnykh poverkhnostyakh [Adsorption of Gases and Vapors on Homogeneous Surfaces], Khimiya, Moscow, 1975, 384 pp. (in Russian).

    Google Scholar 

  26. V. I. Nazarova, K. D. Shcherbakova, Zh. Fiz. Khim., 1999, 73, 2044 [Russ. J. Phys. Chem., 1999, 73 (Engl. Transl.)].

    CAS  Google Scholar 

  27. M. Krejči, J. Pajurek, R. Komers, Vypocty a Veliciny v Sorpcni Kolonove Chromatografii, SNTL, Praha, 1990.

    Google Scholar 

  28. Structure of Free Polyatomic Molecules. Basic Data, Ed. K. Kuchitsu, Springer, Berlin, 1998, 215 pp.

    Google Scholar 

  29. D. Chadwick, A. C. Legon, D. J. Millen, J. Chem. Soc., Faraday Trans., 1972, 68, 2064.

    Article  CAS  Google Scholar 

  30. A. K. Buryak, Usp. Khim., 2002, 71, 788 [Russ. Chem. Rev., 2002, 71 (Engl. Transl.)].

    Google Scholar 

  31. A. A. Lopatkin, Ros. Khim. Zh., 1996, 40, 5 [Mendeleev Chem. J., 1997, 41 (Engl. Transl.)].

    CAS  Google Scholar 

  32. R. C. Reid, J. M. Prausnitz, T. K. Sherwood, The Properties of Gases and Liquids, McGraw-Hill, New York, 1977.

    Google Scholar 

  33. G. I. Berezin, Dokl. Akad. Nauk SSSR, 1974, 217, 843 [Dokl. Chem., 1974, 217 (Engl. Transl.)].

    CAS  Google Scholar 

  34. Chemical Applications of Topology and Graph Theory, Ed. R. B. King, Elsevier, Amsterdam, 1983.

    Google Scholar 

  35. A. A. Lopatkin, N. K. Shoniya, Zh. Fiz. Khim., 1999, 73, 1769 [Russ. J. Phys. Chem., 1999, 73 (Engl. Transl.)].

    CAS  Google Scholar 

  36. S. N. Yashkin, R. Kh. Shuster, Izv. Akad. Nauk, Ser. Khim., 2003, 52, 2233 [Russ. Chem. Bull., Int. Ed., 2003, 52, 2360].

    Google Scholar 

  37. E. V. Kalashnikova, A. V. Kiselev, R. S. Petrova, K. D. Shcherbakova, D. P. Poshkus, Chromatographia, 1979, 12, 799.

    Article  CAS  Google Scholar 

  38. W. Engewald, E. V. Kalashnikova, A. V. Kiselev, R. S. Petrova, K. D. Shcherbakova, A. L. Shilov, J. Chromatogr., 1978, 152, 453.

    Article  CAS  Google Scholar 

  39. A. A. Lopatkin, Zh. Fiz. Khim., 1997, 71, 916 [Russ. J. Phys. Chem., 1997, 71 (Engl. Transl.)].

    CAS  Google Scholar 

  40. S. N. Yashkin, O. V. Novoselova, D. A. Svetlov, Zh. Fiz. Khim., 2008, 82, 968 [Russ. J. Phys. Chem., 2008, 82 (Engl. Transl.)].

    Google Scholar 

  41. M. Barfield, S. A. Conn, J. L. Marshall, D. E. Miller, J. Am. Chem. Soc., 1976, 98, 6253.

    Article  CAS  Google Scholar 

  42. W. A. Smit, A. F. Bochkov, R. Caple, Organic Synthesis. The Science Behind the Art, The Royal Society of Chemistry, Cambrige, 1998.

    Google Scholar 

  43. A. M. Dolgonosov, A. G. Prudkovskii, B. A. Rudenko, in 100 Let khromatografii [Chromatography: One Hundred Years], Ed. B. A. Rudenko, Nauka, Moscow, 2003, 269 (in Russian).

    Google Scholar 

  44. T. R. Rybolt, H. E. Thomas, in Interfacial phenomena in chromatography, Ed. E. Pefferkorn, Marcel Dekker, Inc., New York, 1999, 1.

    Google Scholar 

  45. R. M. Varushchenko, L. L. Pashchenko, A. I. Druzhinina, A. V. Abramenkov, A. A. Pimersin, J. Chem. Thermodynamics, 2001, 33, 733.

    Article  CAS  Google Scholar 

  46. A. G. Nazmutdinov, V. S. Sarkisova, N. N. Vodenkova, I. A. Nesterov, T. N. Nesterova, Neftekhimiya, 2006, 46, 458 [Petroleum Chem., 2006, 46 (Engl. Transl.)].

    CAS  Google Scholar 

  47. V. M. Nabivach, V. P. Dmitrikov, Usp. Khim., 1993, 62, 27 [Russ. Chem. Rev., 1993, 62 (Engl. Transl.)].

    Google Scholar 

  48. K. Heberger, J. Chromatogr. A, 2007, 1158, 273.

    Article  CAS  Google Scholar 

  49. M. I. Skvortsova, I. V. Stankevich, V. A. Palyulin, N. S. Zefirov, Usp. Khim., 2006, 75, 1074 [Russ. Chem. Rev., 2006, 75 (Engl. Transl.)].

    Google Scholar 

  50. R. Kaliszan, Quantitative Structure-Chromatographic Retention Relationships, John Wiley and Sons, New York, 1987, 303.

    Google Scholar 

  51. V. M. Nabivach, V. A. Gerasimenko, V. E. Vasilév, Zh. Fiz. Khim., 1987, 61, 48 [Russ. J. Phys. Chem., 1987, 61 (Engl. Transl.)].

    Google Scholar 

  52. S. V. Kurbatova, S. N. Yashkin, Zh. Strukt. Khim., 2000, 41, 805 [J. Struct. Chem., 2000, 41 (Engl. Transl.)].

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to S. N. Yashkin.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2422–2432, December, 2008.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yashkin, S.N., Svetlov, D.A., Novoselova, O.V. et al. Experimental and molecular statistical study of alkyladamantane adsorption on graphitized thermal carbon black. Russ Chem Bull 57, 2472–2482 (2008). https://doi.org/10.1007/s11172-008-0356-5

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-008-0356-5

Key words

Navigation