Coke and Chemistry

, Volume 61, Issue 10, pp 396–400 | Cite as

Influence of Chemical Modification on the Structure, Composition, and Properties of Lignite Humic Acids

  • S. I. ZherebtsovEmail author
  • N. V. MalyshenkoEmail author
  • L. V. BryukhovetskayaEmail author
  • S. Yu. LyrshchikovEmail author
  • A. P. NikitinEmail author
  • Z. R. IsmagilovEmail author


The influence of chemical modification on the functional–group composition of humic acids derived from Tisul’sk lignite (Kansko-Achinsk Basin) is studied. The structural changes of the humic acids as a result of destructive alkylation of n-butanol and oxidation of hydrogen peroxide are compared, by means of IR, Raman, ESR, and NMR spectroscopy. Alkylation of the humic acids changes the composition and content of the aliphatic fragments in their structure. Oxidation by hydrogen peroxide increases the content of acid-bearing groups.


lignite humic acids alkylation oxidation functional-group composition 



Financial support for this research was provided under a grant of the Russian government to the Federal Research Center of Coal and Coal Chemistry, Siberian Branch, Russian Academy of Sciences (project AAAA-A17-117041910148-9, under the direction of S. I. Zherebtsiov).

The research was conducted on equipment provided by the Cooperative-Use Center at the Federal Research Center of Coal and Coal Chemistry, Siberian Branch, Russian Academy of Sciences.


  1. 1.
    Lyubchenko, V.I., Dumbai, I.N., Gubanova, E.N., et al., Granulated sorption materials based on lignite humates, Khim. Tverd. Topl. (Moscow), 1999, no. 2, pp. 38–46.Google Scholar
  2. 2.
    Zherebtsov, S.I., Non-fuel use of Itatsk lignite, Trudy nauchno-tekhnicheskoi konferentsii “Opyt i perspektivy naukoemkikh tekhnologii v ugol’noi promyshlennosti Kuzbassa” (Proc. Sci.-Tech. Conf. “Prospective Use of High Technologies in Coal Industry of Kuzbass”), Kemerovo, 1998, pp. 258–262.Google Scholar
  3. 3.
    Malyshenko, N.V., Zherebtsov, S.I., Smotrina, O.V., et al., Sorption of zinc cations by modified humic acids, Chem. Sustainable Dev., 2015, vol. 23, no. 4, pp. 451–457.Google Scholar
  4. 4.
    Zherebtsov, S.I., Malyshenko, N.V., Smotrina, O.V., et al., Sorption of copper cations by native and modified humic acids, Chem. Sustainable Dev., 2016, vol. 24, no. 3, pp. 399–403.Google Scholar
  5. 5.
    Naumova, G.V., Strigutsky, V.P., Zhmakova, N.A., and Ovchinnikova, T.F., The relation between the molecular structure of humic acids and their biological activity, Solid Fuel Chem., 2001, vol. 35, no. 2, pp. 1–10.Google Scholar
  6. 6.
    Zherebtsov, S.I., Malyshenko, N.V., Smotrina, O.V., et al., Structural group composition of humic acids in brown coal and their physiological activity, Chem. Sustainable Dev., 2015, vol. 23, no. 4, pp. 439–444.Google Scholar
  7. 7.
    Zherebtsov, S.I. and Ismagilov, Z.R., Effect of the alkylation of brown coal and peat on the composition and properties of humic acids isolated from them, Solid Fuel Chem., 2012, vol. 46, no. 6, pp. 339–351.CrossRefGoogle Scholar
  8. 8.
    Taits, E.M. and Andreeva, I.A., Metody analiza i ispytaniya uglei (Methods of Analysis and Tests of Coals), Moscow: Nedra, 1983.Google Scholar
  9. 9.
    Zherebtsov, S.I., Lozbin, V.I., Polubentsova, M.F., Interaction of brown coal of the Aleksandriya coalfield with methanol, Solid Fuel Chem., 2003, vol. 37, no. 2, pp. 1–6.Google Scholar
  10. 10.
    Shaks, I.A. and Faizullina, E.M., Infrakrasnye spektry iskopaemogo organicheskogo veshchestva (Infrared Spectra of Fossil Organic Matter), Moscow: Nedra, 1974.Google Scholar
  11. 11.
    Filippov, M.M., Analysis of deeply carbonated organic matter by Raman spectroscopy, Part 1. The general use, Tr. Karel. Nauchn. Tsentra, Ross. Akad. Nauk, 2014, no. 6, p. 115.Google Scholar
  12. 12.
    Zherebtsov, S.I., Malyshenko, N.V., and Ismagilov, Z.R., Mechanism of the alcohol-mediated alkylation of solid fossil fuels at the low stage of coalification, Chem. Sustainable Dev., 2015, vol. 23, no. 1, pp. 139–145.Google Scholar
  13. 13.
    Jezierski, A., Czechowski, F., Jerzykiewicz, M., et al., Electron paramagnetic resonance (EPR) studies on stable and transient radicals in humic acids from compost, soil, peat and brown coal, Spectrochim. Acta, Part A, 2000, vol. 56, pp. 379–385.CrossRefGoogle Scholar
  14. 14.
    Ishiwatari, R., Electron spin resonance of sedimentary humic acids in relation to their aromatic character, Geochem. J., 1974, vol. 8, pp. 97–102.CrossRefGoogle Scholar
  15. 15.
    Nonhebel, D.C. and Walton, J.C., Free-Radical Chemistry: Structure and Mechanism, Cambridge: Cambridge Univ. Press, 1974.Google Scholar
  16. 16.
    Breitmaier, E. and Voelter, W., Carbon-13 NMR Spectroscopy: High-Resolution Methods and Applications in Organic Chemistry and Biochemistry, New York: VCH, 1990, 3rd ed.Google Scholar

Copyright information

© Allerton Press, Inc. 2018

Authors and Affiliations

  1. 1.Federal Research Center of Coal and Coal Chemistry, Siberian Branch, Russian Academy of SciencesKemerovoRussia

Personalised recommendations