Skip to main content
Log in

Solid and liquid state investigations of mandelic acid cyclodextrin complexes

  • Published:
Journal of thermal analysis Aims and scope Submit manuscript

Abstract

In the present study the solid and liquid phase behaviour of mandelic acid cyclodextrin systems were studied. The samples were prepared using dry grinding/kneading technique in the absence of any solvent. Thermoanalytical methods (TG, DSC, EGD) were used to characterise the solid compounds. In liquid phase the stoichiometry and the stability constants of the complexes formed were determined using UV spectrophotometry. Partial complex formation was found in case of all cyclodextrins used. The amount of uncomplexed mandelic acid varied between 10–20% of the total guest content.

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.

Institutional subscriptions

Similar content being viewed by others

References

  1. J. Szejtli, Cyclodextrin Technology, Kluwer Academic Publishers, Dordrecht, Boston, London 1988.

    Google Scholar 

  2. K.-H. Frömming and J. Szejtli, Cyclodextrins in Pharmacy, Kluwer Academic Publishers, Dordrecht, Boston, London 1994.

    Google Scholar 

  3. L. R. Sousa, D. H. Hoffman, L. Kaplan and D. J. Cram, J. Am. Chem. Soc., 96 (1974) 7100.

    Article  Google Scholar 

  4. Y. Sato and Y. Suzuki, Chem. Pharm. Bull., 33 (1985) 4606.

    Google Scholar 

  5. B. Zsadon, M. Ács, E. Fogassy, F. Faigl, Cs. Novák, Gy. Pokol and A. Újházi, Reactive Polym., 6 (1987) 197.

    Google Scholar 

  6. W. A. König, S. Lutz, P. Mischnick-Lübbecke, B. Brassat, E. von der Bey and G. Wenz, Starch/Stärke, 40 (1988) 472.

    Google Scholar 

  7. I. Valkó, J. Frank, H. A. H. Billiet and K. Ch. A. M. Luyben, J. Chromatography, 638 (1993) 246.

    Google Scholar 

  8. W. A. König, D. Icheln, P. Evers, T. Runge, M. Richters and J. Pietruszka, Proc. of 13th Int. Symp. on Capillary Chrom. Riva del Garda, Italy 234–235, Ed.: P. Sandra, Univ. Gent, Belgium, 1994, pp. 234–235.

    Google Scholar 

  9. J. Debowski, D. Sybilska and J. Jurczak, J. Chromatography, 237 (1982) 303.

    Article  Google Scholar 

  10. J. Debowski, J. Jurczak and D. Sibilska, J. Chromatography, 282 (1983) 83.

    Article  Google Scholar 

  11. W. L. Hinze, T. E. Riehl, D. W. Armstrong, W. DeMond, A. Alak and T. Ward, Anal. Chem., 57 (1985) 237.

    Article  Google Scholar 

  12. D. W. Amstrong, W. Li and J. Pitha, Anal. Chem., 62 (1990) 214.

    Article  PubMed  Google Scholar 

  13. R. J. Ochocka, D. Sybilska, M. Asztemborska, J. Kowalczyk and J. Goronowicz, J. Chromatography, 543 (1991) 171.

    Article  Google Scholar 

  14. E. Guichard, A. Kustermann and A. Mosandl, J. Chromatography, 498 (1990) 396.

    Article  Google Scholar 

  15. V. Schubert, R. Diener and A. Mosandl, Z. Naturforsch., 46c (1991) 33.

    Google Scholar 

  16. D. Sybilska, M. Asztemborska, J. Kowalczyk, R. J. Ochocka, L. Ossicini and G. Perez, J. Chromatography, 659 (1994) 389.

    Article  Google Scholar 

  17. K. Fujimura, M. Kitagawa, H. Takayanagi and T. Ando, J. Liquid Chrom., 9 (1986) 607.

    Google Scholar 

  18. A. Harada, M. Furue and S.-I. Nozakura, J. Polym. Sci.: Polym. Chem. Ed., 16 (1978) 189.

    Article  Google Scholar 

  19. K. Harata, K. Uekama, M. Otagiri and F. Hirayama, Chem. Lett., (1983) 1807.

  20. K. Harata, K. Uekama, M. Otagiri and F. Hirayama, Bull. Chem. Soc. Jpn., 60 (1987) 497.

    Google Scholar 

  21. K. B. Lipkowitz, K. M. Green, J.-A. Yang, G. Pearl and M. A. Peterson, Chirality, 5 (1993) 51.

    Article  Google Scholar 

  22. Cs. Novák, A. Végh, S. Marokházi, Gy. Pokol and L. Szente, J. Thermal Anal., 41 (1994) 181.

    Google Scholar 

  23. P. Job, Ann. Chim., 9 (1928) 113.

    Google Scholar 

  24. T. Higuchi and K. A. Connors, Adv. Anal. Chem. Instrum., 4 (1965) 117.

    Google Scholar 

  25. H. A. Benesi and J. H. Hildebrand, J. Am. Chem. Soc., 71 (1949) 2703.

    Article  Google Scholar 

  26. Y. Nakai, K. Yamamoto, K. Terada and K. Akimoto, Chem. Pharm. Bull., 32 (1984) 685.

    Google Scholar 

  27. S.-Y. Lin, Y.-H. Kao and J.-C. Yang, Drug Dev. Ind. Pharm., 14 (1988) 99.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Fodor, M., Novák, C., Ràkosa, R. et al. Solid and liquid state investigations of mandelic acid cyclodextrin complexes. Journal of Thermal Analysis 48, 515–525 (1997). https://doi.org/10.1007/BF01979498

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01979498

Keywords

Navigation