Skip to main content
Log in

Polymerization of β-cyclodextrin with maleic anhydride along with thermogravimetric study of polymers

  • Original Article
  • Published:
Journal of Inclusion Phenomena and Macrocyclic Chemistry Aims and scope Submit manuscript

Abstract

In this study the β-cyclodextrin (β-CD) polymer, synthesized by reaction of β-CD with maleic anhydride (MA) in anhydrous N,N-dimethylformamide (DMF) in the presence of NaH, was characterized by thermogravimetric (TG) and calorimetric (DSC) studies. The weight-average molecular weight (Mw) and the chemical structure of the polymers were described in earlier papers. The molecular weight of the polymer increased with reaction temperature. The molar ratio of the reagents was deciding in determination of the structure and molecular weight of the obtained β-CD polymers. The thermogravimetric measurements were made to explain the influence of ratio of substrates on thermal decomposition of β-cyclodextrin polymers.

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.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  1. Larsen, K.L.: Large cyclodextrins. J. Incl. Phenom. Mol. Recognit. Chem 43, 1–13 (2002)

    Article  CAS  Google Scholar 

  2. Bender, M.L., Komiyama, M.: Cyclodextrin Chemistry, pp. 2–8. Springer-Verlag, Berlin Heidelberg, New York (1978)

    Google Scholar 

  3. Szejtli, J.: Cyclodextrin and Their Inclusion Complexes, pp. 95–140. Akademiai Kiado, Budapest, Hungary (1982)

    Google Scholar 

  4. Szejtli, J.: Cyclodextrin Technology, pp. 45–58. Kluwer Academic Press, Dordrecht, The Netherlands (1988)

    Google Scholar 

  5. Astray, G., Gonzalez-Barreiro, C., Mejuto, J.C., Rial-Otero, R., Simal-Gandara, J.: A review on the use of cyclodextrins in foods. Food Hydrocoll. 23, 1631–1640 (2009)

    Article  CAS  Google Scholar 

  6. Buschmann, H.-J., Schollmeyer, E.: Applications of cyclodextrins in cosmetic products: a review. J. Cosmet. Sci. 53, 185–191 (2002)

    CAS  Google Scholar 

  7. Fragoso, A., Almirall, E., Cao, R., Echegoyen, L., González-Jonte, R.,: A supramolecular approach to the selective detection of dopamine in the presence of ascorbate. Chem. Commun. 2230–2231 (2004)

  8. Tang, B., Zhang, L., Zhang, J., Chen, Z.-Z., Wang, Y.: Synthesis of a novel host molecule of cross-linking-polymeric-β-cyclodextrin-o-vanillin furfuralhydrazone and spectrofluorimetric analysis of its identifying cadmium. Spectrochim Acta 60A, 2425 (2004)

    CAS  Google Scholar 

  9. Matsuzawa, H., Mikami, K.: Highly efficient discrimination of fluorous tags by β-cyclodextrin columns: new isolation method for fluorous mixture synthesis. Synlett. 1607–1612 (2002)

  10. Shaw, P.E., Tatum, J.H., Wilson, C.W.: Improved flavor of navel orange and grapefruit juices by removal of bitter components with β-cyclodextrin polymer. J. Agric. Food Chem. 32, 832–836 (1984)

    Article  CAS  Google Scholar 

  11. Shaw, P.E., Wilson, C.W.: Reduction of bitterness in grapefruit juice with β-cyclodextrin polymer in a continuous-flow process. J. Food Sci. 50, 1205–1207 (1985)

    Article  CAS  Google Scholar 

  12. Harada, A., Furue, M., Nozakura, S.: Preparation of cyclodextrin-containing polymers and their catalysis in ester-hydrolysis. J. Polym. Sci. Polym. Lett. Edition 13, 357–360 (1975)

    Article  Google Scholar 

  13. Harada, A., Furue, M., Nozakura, S.: Cyclodextrin-containing polymers. 1. Preparation of polymers. Macromolecules 9, 701–704 (1976)

    Article  CAS  Google Scholar 

  14. Liu, Y., Chang, X., Hu, X., Guo, Y., Meng, S., Wang, F.: Highly selective determination of total mercury(II) sub microgram per liter by β-cyclodextrin polymer solid-phase spectrophotometry using 1, 3-di-(4-nitrodiazoamino)benzene. Anal. Chim. Acta 532, 121–128 (2005)

    Article  CAS  Google Scholar 

  15. Asanuma, H., Hishiya, T., Komiyama, M.: Efficient separation of hydrophobic molecules by molecularly imprinted cyclodextrin polymers. J. Incl. Phenom. Macrocycl. Chem. 50, 51–55 (2004)

    CAS  Google Scholar 

  16. Rong, D., D’Souza, V.T.: A convenient method for functionalization of the 2-position of cyclodextrins. Tetrahedron Lett. 31, 4275–4278 (1990)

    Article  CAS  Google Scholar 

  17. Khan, A.R., D’Souza, V.T.: Epoxides of the secondary side of cyclodextrins. J. Org. Chem. 61, 8301–8303 (1996)

    Article  CAS  Google Scholar 

  18. Girek, T., Kozlowski, C.A., Koziol, J.J., Walkowiak, W., Korus, I.: Polymerisation of β-cyclodextrin with succinic anhydride—synthesis, characterization, and ion flotation of transition metals. Carbohydr. Polym. 59, 211–215 (2005)

    Article  CAS  Google Scholar 

  19. Choi, J.-K., Girek, T., Shin, D.-H., Lim, S.-T.: Structural and physical characterization of octenylsuccinyl β-cyclodextrin. Carbohydr. Polym. 49, 289–296 (2002)

    Article  CAS  Google Scholar 

  20. Armarego, W.L., Perrin, D.D.: Purification of Laboratory Chemicals, pp. 192–193. Butterworth-Heinemann, Oxford (1996)

    Google Scholar 

  21. Girek, T., Shin, D.-H., Lim, S.-T.: Polymerization of β-cyclodextrin with maleic anhydride and structural characterization of the polymers. Carbohydr. Polym. 42, 59–63 (2000)

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Wojciech Ciesielski.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Girek, T., Ciesielski, W. Polymerization of β-cyclodextrin with maleic anhydride along with thermogravimetric study of polymers. J Incl Phenom Macrocycl Chem 69, 445–451 (2011). https://doi.org/10.1007/s10847-010-9778-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10847-010-9778-4

Keywords

Navigation