Skip to main content
SpringerLink
Log in

Extraction of aromatic carboxylic acids and phenols by strongly solvating organophosphorus compounds and sulfoxides

Extraktion aromatischer Carbonsäuren und Phenole mit stark solvatisierenden Organophosphorverbindungen und Sulfoxiden

  • Published:
Microchimica Acta Aims and scope Submit manuscript

Summary

This paper contains a systematic comparison of the extracting power and selectivity of tri-n-butylphosphate (TBP), di-n-octylsulfoxide (DOSO) and tri-n-octylphosphinoxide (TOPO) in the extraction of aromatic carboxylic acids and phenols from aqueous perchloric acid solutions of varying pH. Organophosphorus compounds and sulfoxides form hydrogen bonds to proton-donating molecules. This rather specific interaction can be used for solvent extraction of acidic compounds or for Chromatographic separations. A simple model describes the influence of the main experimental parameters on the liquid-liquid distribution behaviour.

The most interesting Chromatographic phase systems for the separation of acidic compounds by column liquid chromatography are liquid-liquid systems which contain a strongly solvating reagent in the liquid stationary phase and liquid-solid systems with strongly solvating compounds adsorbed on the hydrophobic adsorbent surface.

Zusammenfassung

Das Extraktionsvermögen und die Selektivität von Tri-n-butylphosphat (TBP), Di-n-oktylsulfoxid (DOSO) und Tri-n-oktylphosphinoxid (TOPO) gegenüber aromatischen Carboxylsäuren und Phenolen aus wäßrigen perchlorsauren Lösungen mit verschiedenen pH-Werten wurde systematisch verglichen. Organophosphorverbindungen und Sulfoxide bilden zu Molekülen, die Protonendonatoren sind, Wasserstoffbrückenbindungen aus. Diese ziemlich spezifische Wechselwirkung kann zur Lösungsmittelextraktion saurer Verbindungen oder bei chromatographischen Trennungen eingesetzt werden. Der Einfluß der wichtigsten Versuchsparameter auf das Flüssig-flüssig-Verteilungsverhalten läßt sich durch ein einfaches Modell beschreiben.-Die zur Trennung saurer Verbindungen durch Säulen-Flüssigkeits-Chromatographie interessantesten Phasensysteme sind Flüssig-flüssig-Phasensysteme, in denen die stationäre Flüssigkeit eine stark solvatisierende Verbindung enthält, sowie Flüssig-fest-Systeme, in denen stark solvatisierende Verbindungen an der Oberfläche eines hydrophoben Adsorbens adsorbiert sind.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Y. Marcus and A. A. Kertes, “Ion Exchange and Solvent Extraction of Metal Complexes”. London, New York: Wiley-Interscience. 1969.

    Google Scholar 

  2. P. Markl, Extraktion und Extraktionschromatographie in der Anorganischen Analytik. Volume 13 of the Series: “Methoden der Analyse in der Chemie”. Frankfurt: Akademische Verlagsges. 1972.

    Google Scholar 

  3. Yu. E. Nikitin, Yu. I. Murinov, and A. M. Rozen, Russian Chemical Reviews45, 1155 (1976).

    Google Scholar 

  4. M. Schröder-Nielsen, Acta Pharm. Suec.13, 133 (1976).

    PubMed  Google Scholar 

  5. H. W. Stuurman, K.-G. Wahlund, and G. Schill, Poster at the 13th International Symposium on Chromatography, Cannes, June 30–July 4, 1980.

  6. G. Laurence, C. r. acad. Sci., Paris269, 352 (1969).

    Google Scholar 

  7. R. M. Diamond and G. D. Tuck, Progress in Inorganic Chemistry Vol. 2, New York: Interscience. 1960. p. 109.

    Google Scholar 

  8. R. Shanker and K. S. Venkateswarlu, J. Inorg. Nucl. Chem.32, 229 (1970).

    Google Scholar 

  9. M. F. Pushlenkov and E. V. Komarov, Radiokhimiya6, 426 (1964).

    Google Scholar 

  10. G. Matysik and E. Soczewinski, Separation Science12, 657 (1977).

    Google Scholar 

  11. K.-G. Wahlung and B. Edlen: Poster at the 13th International Symposium on Chromatography, Cannes, June 30–July 4, 1980.

  12. J. F. K. Huber, T. Ziakova, and P. Markl, Chromatographia (in print).

  13. P. Markl, Poster at the 13th International Symposium on Chromatography, Cannes, June 30–July 4, 1980.

Download references

Author information

Authors and Affiliations

  1. Institute for Analytical Chemistry, University of Vienna, Vienna

    Peter Markl

Authors
  1. Peter Markl
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Markl, P. Extraction of aromatic carboxylic acids and phenols by strongly solvating organophosphorus compounds and sulfoxides. Mikrochim Acta 75, 107–118 (1981). https://doi.org/10.1007/BF01198710

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01198710

Keywords

Search

Navigation