Skip to main content

Part of the book series: Modern Analytical Chemistry ((MOBI,volume 2))

Abstract

Solvent extraction is a classical technique for the isolation and separation of organic and inorganic compounds from more or less complicated mixtures. In the traditional approach, organic substances are separated in uncharged form and the extraction degree is then regulated only by the character of the organic phase and, if the analytes are protolytes, by the pH of the aqueous phase. An important increase in the flexibility of both the efficiency and selectivity of an extraction can be achieved when complex-forming agents participate in the distribution equilibria. Such an approach is furthermore the only possibility for charged compounds and for very hydrophilic compounds. In metal extraction work this principle is necessary and has a rather long tradition.(1) It has, however, frequently, especially in later years, also been applied to the extraction of organic compounds and this is the main subject for the present review.

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

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 39.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Y. Marcus and A. S. Kertes, Ion Exchange and Solvent Extraction of Metal Complexes, Wiley-Interscience, London (1969).

    Google Scholar 

  2. L. A. Haddock and N. Evers, Quart. J. Pharm. Pharmacol. 4, 314 (1931).

    CAS  Google Scholar 

  3. M. E. Auerbach, Ind. Eng. Chem. Anal. Ed. 15, 492 (1943).

    Article  CAS  Google Scholar 

  4. M. E. Auerbach, Ind. Eng. Chem. Anal. Ed. 16, 739 (1944).

    Article  CAS  Google Scholar 

  5. C. W. Ballard, J. Isaacs, and P. G. W. Scott, J. Pharm. Pharmacol. 6, 971 (1964).

    Article  Google Scholar 

  6. J. Axelrod, in Toxicology, Vol. 1, Academic Press, New York (1960), p. 714.

    Google Scholar 

  7. T. Higuchi and J. I. Bodin, Pharmaceutical Analysis, Interscience, New York (1961), p. 313.

    Google Scholar 

  8. G. J. Divatia and J. A. Biles, J. Pharm. Sci. 50, 916 (1961).

    Article  CAS  Google Scholar 

  9. R. L. Hall and J. A. Biles, J. Pharm. Sci. 53, 869 (1964).

    Article  Google Scholar 

  10. G. Schill and M. Marsh, Svensk Farm. Tidskr. 67, 385 (1963).

    CAS  Google Scholar 

  11. G. Schill, Acta Pharm. Suecica 2, 13 (1965).

    CAS  Google Scholar 

  12. L. C. Craig and D. Craig, in Technique of Organic Chemistry, Vol. III, A. Weiss-berger, ed., Interscience, New York (1956), p. 248.

    Google Scholar 

  13. G. Schill, in Methodological Surveys in Biochemistry, Vol. 7, E. Reid, ed., Ellis Horwood Ltd., Chichester (1978), p. 195.

    Google Scholar 

  14. G. Schill and K.-G. Wahlund, in Trace Organic Analysis: A New Frontier in Analytical Chemistry. Proceedings of the 9th Materials Research Symposium, National Bureau of Standards Special Publication 519 (1979), p. 509.

    CAS  Google Scholar 

  15. M. T. W. Hearn, in Advances in Chromatography, Vol. 18, J. C. Giddings, E. Grushka, J. Cazes, and P. R. Brown, eds., Marcel Dekker, New York (1980), Chap. 2, p. 59.

    Google Scholar 

  16. B. A. Bidlingmeyer, J. Chrom. Sci. 18, 525 (1980).

    CAS  Google Scholar 

  17. G. Schill, Acta Pharm. Fenn. 90, 43 (1981).

    CAS  Google Scholar 

  18. G. Schill, Ion Exchange and Solvent Extraction, Vol. 6, J. A. Marinsky and Y. Marcus, eds., Marcel Dekker, New York (1974), p. 1

    Google Scholar 

  19. B. Fransson and G. Schill, Acta Pharm. Suecica 12, 107 (1975).

    CAS  Google Scholar 

  20. R. Modin and G. Schill, Talanta 22, 1017 (1975).

    Article  CAS  Google Scholar 

  21. R. Modin and G. Schill, Acta Pharm. Suecica 7, 585 (1970).

    CAS  Google Scholar 

  22. B. Fransson and G. Schill, Acta Pharm. Suecica 12, 417 (1975).

    CAS  Google Scholar 

  23. G. Schill, Acta Pharm. Suecica 1, 109 (1965).

    Google Scholar 

  24. R. Modin and G. Schill, Acta Pharm. Suecica 4, 301 (1967).

    CAS  Google Scholar 

  25. B. A. Persson, Acta Pharm. Suecica 5, 343 (1968).

    CAS  Google Scholar 

  26. K. O. Borg, M. Gabrielsson, and T. E. Jönsson, Acta Pharm. Suecica 11, 313 (1974).

    CAS  Google Scholar 

  27. R. Modin, Acta Pharm. Suecica 8, 509 (1971).

    CAS  Google Scholar 

  28. M. Schröder-Nielsen, Acta Pharm. Suecica 13, 133 (1976).

    Google Scholar 

  29. H. W. Stuurman, K. G. Wahlund, and G. Schill, J. Chromatogr. 204, 43 (1981).

    Article  CAS  Google Scholar 

  30. R. Modin and M. Johansson, Acta Pharm. Suecica 8, 561 (1971).

    CAS  Google Scholar 

  31. T. Nordgren and E. K. Sjödén, Acta Pharm. Suecica 15, 241 (1978).

    CAS  Google Scholar 

  32. T. Nordgren and A. K. Kolstad, Proceedings of the International Solvent Extraction Conference, ISEC 80, Association des Ingénieurs Sortis de l’Université de Liège, Liège (1980), Chap. 15, 80–109.

    Google Scholar 

  33. S. Eksborg and B. A. Persson, Acta Pharm. Suecica 8, 605 (1971).

    CAS  Google Scholar 

  34. K. O. Borg, H. Holgersson, and P. O. Lagerström, J. Pharm. Pharmacol. 22, 507 (1970).

    Article  CAS  Google Scholar 

  35. D. Westerlund, Acta Pharm. Suecica 11, 581 (1974).

    CAS  Google Scholar 

  36. D. Westerlund, thesis, University of Uppsala, 1975.

    Google Scholar 

  37. I. M. Johansson and G. Schill, Acta Pharm. Suecica 17, 112 (1980).

    CAS  Google Scholar 

  38. W. H. M. Christie, I. A. Macdonald, and C. N. Williams, J. Clin. Lab. Med. 85, 505 (1975).

    CAS  Google Scholar 

  39. G. R. Webb, I. A. Macdonald, and C. N. Williams, Clin. Chem. 23, 460 (1977).

    CAS  Google Scholar 

  40. G. Schill, K. O. Borg, R. Modin, and B.-A. Persson, in Progress in Drug Metabolism, Vol. 2, J. W. Bridges and L. F. Chasseaud, eds., Wiley, New York (1976), Chap. 5, p. 219.

    Google Scholar 

  41. G. Schill, R. Modin, K. O. Borg, and B.-A. Persson, in Drug Fate and Metabolism. Methods and Techniques, E. R. Garrett and J. L. Hirtz, ed., Marcel Dekker, New York (1977), Chap. 4, p. 135.

    Google Scholar 

  42. G. Schill, in The Quality Control of Medicines, P. B. Desay and R. F. Timoney, eds., Elsevier/North-Holland Biomedical Press, Amsterdam (1976), Chap. 18, p. 287.

    Google Scholar 

  43. G. Schill, in Assay of Drugs and Other Trace Compounds in Biological Fluids, Vol. 5, E. Reid, ed., Longman Group, London (1977), p. 87.

    Google Scholar 

  44. G. Schill, K. O. Borg, R. Modin, and. B.-A. Persson, in Essays in Memory of Anders Ringbom, E. Wänninen, ed., Pergamon Press, Oxford (1977), p. 379.

    Google Scholar 

  45. G. Schill, Separation Methods for Drugs and Related Organic Compounds, The Swedish Academy of Pharmaceutical Sciences, Stockholm (1978).

    Google Scholar 

  46. C. Hansch and A. J. Leo, Substituent Constants for Correlation Analysis in Chemistry and Biology, Wiley-Interscience, New York (1979).

    Google Scholar 

  47. S. Motomizu and K. Tôei, Anal. Chim. Acta 120, 267 (1980).

    Article  CAS  Google Scholar 

  48. D. Westerlund and K. O. Borg, Acta Pharm. Suecica 7, 267 (1970).

    CAS  Google Scholar 

  49. D. Westerlund and K. O. Borg, Anal. Chim. Acta 67, 89 (1973).

    Article  CAS  Google Scholar 

  50. K. O. Borg, Acta Pharm. Suecica 6, 425 (1969).

    CAS  Google Scholar 

  51. G. Gübitz and G. Amann, Mikrochim. Acta, 355 (1979II).

    Google Scholar 

  52. A. A. Kiseleva and G. I. Kudymov, Nauch. Tr. Perm. Farm. Inst., 56 (1971).

    Google Scholar 

  53. V. T. Sapleva, I. Busev, and F. M. Shemyakin, Novye Methody Khini. Anal. Mater., 6 (1971).

    Google Scholar 

  54. A. J. Michoel and R. D. Kinget, J. Assoc. Off. Anal. Chem. 59, 802 (1976).

    CAS  Google Scholar 

  55. R. V. Smith, R. G. Harris, D. D. Maness, and A. Martin, Microchem. J. 23, 51 (1978).

    Article  CAS  Google Scholar 

  56. H. Noguchi, M. Yoshio, K. Kawahara, H. Nakamura, and M. Nagamatsu Anal. Lett. 13, 271 (1980).

    Article  CAS  Google Scholar 

  57. G. E. Pacey and B. P. Bubnis, Anal. Lett. 13, 1085 (1980).

    Article  CAS  Google Scholar 

  58. K. Kina, K. Shiraishi, and N. lshibashi, Bunseki Kagaku 27, 291 (1978).

    Article  CAS  Google Scholar 

  59. M. Maeda and A. Tsuji, Yakugaku Zasshi 98, 1556 (1978).

    CAS  Google Scholar 

  60. F. S. Horn and W. R. Ebert, J. Pharm. Sci 66, 710 (1977).

    Article  Google Scholar 

  61. A. M. Wahbi, H. Abdine, M. A. Korany, and M. H. Abdel-Hay, Analyst 103, 876 (1978).

    Article  CAS  Google Scholar 

  62. H. Gokita, M. Maeda, and A. Tsuji, Yakuzaigaku 38, 82 (1978).

    CAS  Google Scholar 

  63. H. Siedlanowska-Krowcynska, Pol. J. Pharmacol. Pharm. 26, 575 (1974).

    Google Scholar 

  64. E. R. Garrett and J. Tsau, J. Pharm. Sci. 61, 1404 (1972).

    Article  CAS  Google Scholar 

  65. E. R. Garrett, J. Tsau, and P. H. Hinderling, J. Pharm. Sci 61, 1411 (1972).

    Article  CAS  Google Scholar 

  66. S. Eksborg, B.-A. Persson, J. Vessman, and B. Enell, J. Pharm. Sci. 60, 475 (1971).

    Article  CAS  Google Scholar 

  67. D. Westerlund and K. H. Karset, Anal. Chim. Acta 67, 99 (1973).

    Article  CAS  Google Scholar 

  68. R. E. Kling, J. Assoc. Off. Anal. Chem. 56, 128 (1973).

    CAS  Google Scholar 

  69. R. E. Kling, J. Assoc. Off Anal. Chem. 57, 725 (1974).

    CAS  Google Scholar 

  70. G. B. Kaplan and J. Levine, J. Assoc. Off. Anal. Chem. 57, 735 (1974).

    CAS  Google Scholar 

  71. S. Eksborg, B.-A. Persson, L.-G. Allgén, J. Bergstrom, L. Zimmerman, and P. Fürst, Clin. Chim. Acta 82, 141 (1978).

    Article  CAS  Google Scholar 

  72. M. Schröder-Nielsen, Acta Pharm. Suecica 11, 541 (1974).

    Google Scholar 

  73. T. Nordgren, Kinetic study on the extraction of ion pairs and acids, thesis, Uppsala (1979).

    Google Scholar 

  74. P.-A. Johansson, B. Karlberg, and S. Thelander, Anal. Chim. Acta 114, 215 (1980).

    Article  CAS  Google Scholar 

  75. T. Nordgren and L. Hackzell, Acta Pharm. Suecica 16, 11 (1979).

    Google Scholar 

  76. L. R. Snyder and H. J. Adler, Anal. Chem. 48, 1017 (1976).

    Article  CAS  Google Scholar 

  77. L. R. Snyder and H. J. Adler, Anal. Chem. 48, 1022 (1976).

    Article  CAS  Google Scholar 

  78. L. R. Snyder, 7th Technicon International Congress, Technicon Instruments Co., New York (1976), p. 76.

    Google Scholar 

  79. A. Häussler and P. Hajdù, Z. Analyt. Chem. 205, 455 (1964).

    Article  Google Scholar 

  80. P. Kabasakalian, M. Karl, and E. Townley, in Automation in Analytical Chemistry, Technicon Symposia, Vol. 1, White Media Inc., White Plains, New York (1966), p. 232.

    Google Scholar 

  81. C. E. Stevenson and J. Comer, J. Pharm. Sci. 57, 1227 (1968).

    Article  CAS  Google Scholar 

  82. D. L. Robertson, F. Matsui, and W. N. French, Can. J. Pharm. Sci 7, 47 (1972).

    CAS  Google Scholar 

  83. N. Kuzel, J. Pharm. Sci. 57, 852 (1968).

    Article  CAS  Google Scholar 

  84. W. B. Furman, in Continuous Flow Analysis, Marcel Dekker, New York (1976), p. 138.

    Google Scholar 

  85. O. Eriksson and L. Nyberg, Automation in Analytical Chemistry, Technicon Symposia, Vol. 2, Technicon Instruments Co., White Plains, New York (1967), p. 269.

    Google Scholar 

  86. L. Nyberg, J. Pharm. Pharmac. 22, 500 (1970).

    Article  CAS  Google Scholar 

  87. J. Kawase and M. Yamanaka, Analyst 104, 750 (1979).

    Article  CAS  Google Scholar 

  88. J. C. Gfeller and G. Frey, Fresenius Z. Anal. Chem. 291, 332 (1978).

    Article  CAS  Google Scholar 

  89. J. C. Gfeller, J. M. Huen, and J. P. Thevenin, J. Chromatogr. 166, 133 (1978).

    Article  CAS  Google Scholar 

  90. J. C. Gfeller, J. M. Huen, and J. M. Thevenin, Chromatographia 12, 368 (1979).

    Article  CAS  Google Scholar 

  91. J. Ruzicka and E. H. Hansen, Anal. Chim. Acta 78, 145 (1975).

    Article  CAS  Google Scholar 

  92. K. K. Stewart, G. R. Beecher, and P. E. Hare, Fed. Proc. 33, 1439 (1978).

    Google Scholar 

  93. P. Betteridge, Anal. Chem. 50, 832A (1978).

    Article  CAS  Google Scholar 

  94. J. Ruzicka and E. H. Hansen, Anal. Chico. Acta 99, 33 (1978).

    Google Scholar 

  95. B. Karlberg and S. Thelander, Anal. Chim. Acta 98, 1 (1978).

    Article  CAS  Google Scholar 

  96. B. Karlberg, P.-A. Johansson, and S. Thelander, Anal. Chim. Acta 104, 21 (1979).

    Article  CAS  Google Scholar 

  97. J. Kawase, A. Nakase, and M. Yamanaka, Anal. Chem. 51, 1640 (1979).

    Article  CAS  Google Scholar 

  98. J. Kawase, Anal. Chem. 52, 2124 (1980).

    Article  CAS  Google Scholar 

  99. L. Nord and B. Karlberg, Anal. Chico. Acta 118, 285 (1980).

    Article  CAS  Google Scholar 

  100. G. Schill, R. Modin and B. A. Persson, Acta Pharm. Suecica 2, 119 (1965).

    CAS  Google Scholar 

  101. S. Eksborg and G. Schill, Anal. Chem. 45, 2092 (1973).

    Article  CAS  Google Scholar 

  102. S. Eksborg, P. O. Lagerström, R. Modin, and G. Schill, J. Chromatogr. 83, 99 (1973).

    Article  CAS  Google Scholar 

  103. B. A. Persson and B. Karger, J. Chromatogr. Sci. 12, 521 (1974).

    CAS  Google Scholar 

  104. K. G. Wahlund, J. Chromatogr. 115, 411 (1975).

    Article  Google Scholar 

  105. I. M. Johansson, K. G. Wahlund, and G. Schill, J. Chromatogr. 149, 281 (1978).

    Article  CAS  Google Scholar 

  106. J. Crommen, Acta Pharm. Suecica 16,’111 (1979).

    Google Scholar 

  107. A. Tilly-Melin, Y. Askemark, K. G. Wahlund, and G. Schill, Anal. Chem. 51, 976 (1979).

    Article  CAS  Google Scholar 

  108. A. Tilly-Melin, M. Ljungcrantz, and G. Schill, J. Chromatogr. 185, 225 (1979).

    Article  Google Scholar 

  109. A. Sokolowski and K. G. Wahlund, J. Chromatogr. 189, 225 (1979).

    Google Scholar 

  110. S. Eksborg and B. A. Persson, Acta Pharm. Suecica 8, 205 (1971).

    CAS  Google Scholar 

  111. S. Eksborg, Acta Pharm. Suecica 12, 19 (1975).

    CAS  Google Scholar 

  112. K. O. Borg and G. Schill, Acta Pharm. Suecica 5, 323 (1968).

    CAS  Google Scholar 

  113. P. O. Lagerström, Acta Pharm. Suecica 12, 215 (1975).

    Google Scholar 

  114. W. Santi, J. M. Huen, and R. W. Frei, J. Chromatogr. 115, 423 (1975).

    Article  CAS  Google Scholar 

  115. J. Crommen, B. Fransson, and G. Schill, J. Chromatogr. 142, 283 (1977).

    Article  CAS  Google Scholar 

  116. J. Crommen, J. Chromatogr. 193, 225 (1980).

    Article  CAS  Google Scholar 

  117. L. Hackzelt and G. Schill, Acta Pharm. Suecica 18, 257 (1981).

    Google Scholar 

  118. L. Hackzell, M. Denkert, and G. Schill, Acta Pharm. Suecica 18, 271 (1981).

    CAS  Google Scholar 

  119. M. Denkert, L. Hackzell, G. Schilf, and E. Sjögren, J. Chromatogr. 218, 37 (1981).

    Google Scholar 

  120. R. W. Frei and A. H. M. T. Scholten, J. Chromatogr. Sci. 17, 152 (1979).

    CAS  Google Scholar 

  121. J. K. F. Huber, K. M. Jonker, and H. Poppe, Anal. Chem. 52, 2 (1980).

    Article  CAS  Google Scholar 

  122. L. R. Snyder, J. Chromatogr. 125, 287 (1976).

    Article  CAS  Google Scholar 

  123. J. C. Gfeller, G. Frey, J. M. Huen, and J. P. Thevenin, J. High Resolut. Chromatogr. Chromatogr. Commun. 1, 213 (1978).

    Article  CAS  Google Scholar 

  124. R. W. Frei, J. F. Lawrence, U. A. Th. Brinkman, and I. Honigberg, J. High Resolut. Chromatogr. Chromatogr. Commun. 2, 11 (1979).

    Article  CAS  Google Scholar 

  125. J. C. Gfeller, G. Frey, J. M. Huen, and J. P. Thevenin, J. Chromatogr. 172, 141 (1979).

    Article  CAS  Google Scholar 

  126. C. van Buuren, J. F. Lawrence, U. A. Th. Brinkman, I. L. Honigberg, and R. W. Frei, Anal. Chem. 52, 700 (1980).

    Article  Google Scholar 

  127. J. F. Lawrence and U. A. Th. Brinkman, J. Chromatogr. 171, 73 (1979).

    Article  CAS  Google Scholar 

  128. J. F. Lawrence, U. A. Th. Brinkman, and R. W. Frei, J. Chromatogr. 185, 473 (1979).

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1982 Plenum Press, New York

About this chapter

Cite this chapter

Schill, G., Westerlund, D. (1982). Ion-Pairing Reactions in Analytical Chemistry. In: Frei, R.W., Lawrence, J.F. (eds) Chemical Derivatization in Analytical Chemistry. Modern Analytical Chemistry, vol 2. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-4202-1_2

Download citation

  • DOI: https://doi.org/10.1007/978-1-4684-4202-1_2

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4684-4204-5

  • Online ISBN: 978-1-4684-4202-1

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics