Skip to main content
SpringerLink
Log in

Polymerization of β-cyclodextrin with succinic anhydride and thermogravimetric study of the polymers

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

Abstract

The β-cyclodextrin (β-CD) polymers were prepared by crosslinking β-CD with succinic anhydride (SA) in anhydrous N,N-dimethylformamide (DMF) in the presence of sodium hydride (NaH). The formed multi-oxoanionic β-CD derivatives can react with more than two anhydride molecules, yielding polymers with butanodioic ester bridges. The weight-average molecular weight (Mw) and the chemical structure of the polymers were described in earlier papers. It was observed that the molecular weight of polymers increased with reaction temperature. The molar ratio of reagents was important for determination of structure and molecular mass of the obtained β-CD polymers. The thermogravimetric (TG) and calorimetric (DSC) studies of polymers also were carried out.

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

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. Bender, M.L., Komiyama, M.: In: Hafner, K., Lehn, J.-M., Rees, C.W., Schleyer, P.R., Trost, B.M., Zahradnik R. (eds.) Cyclodextrin Chemistry, pp. 2–9. Springer, New York (1978)

  2. Hinze, W.L.: Applications of cyclodextrins in chromatographic separations and purification methods. Sep. Purif. Methods 10, 159–237 (1981)

    Article  CAS  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. Tang, B., Jia, B., Shi, X.: Flow injection spectrofluorimetric study of the supramolecular interaction between β-cyclodextrin and dequalinium chloride and its analytical application. Spectrochim. Acta A 61A, 2203 (2005)

    CAS  Google Scholar 

  6. 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 

  7. 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 

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

    Article  Google Scholar 

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

    Article  CAS  Google Scholar 

  10. Cserhati, T., Fenyvesi, E., Szejti, J.: Interaction of nonylphenyl and tributylphenyl ethylene oxide ionic surfactants with highly soluble cyclodextrin derivatives. J. Incl. Phenom. Mol. Recognit. Chem. 14, 181–188 (1992)

    Article  CAS  Google Scholar 

  11. Cserhati, T., Forgacs, E.: Retention of some monoamine oxidase inhibitory drugs on a β-cyclodextrin polymer-coated silica column. J. Chromatogr. 660, 313–318 (1994)

    Article  CAS  Google Scholar 

  12. Rong, D., D’Souza, V.T.: A convenient method for functionalization of the 2-position of cyclodextrins. Tetrahedron Lett. 31(30), 4275–4278 (1990)

    Article  CAS  Google Scholar 

  13. 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 

  14. 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 

  15. 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 

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

    Google Scholar 

  17. 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 

Download references

Author information

Authors and Affiliations

  1. Institute of Chemistry and Environmental Protection, Jan Dlugosz University, Armii Krajowej Ave., 13/15, 42 201, Częstochowa, Poland

    Tomasz Girek & Wojciech Ciesielski

Authors
  1. Tomasz Girek
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Wojciech Ciesielski
    View author publications

    You can also search for this author in PubMed Google Scholar

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 succinic anhydride and thermogravimetric study of the polymers. J Incl Phenom Macrocycl Chem 69, 439–444 (2011). https://doi.org/10.1007/s10847-010-9777-5

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10847-010-9777-5

Keywords

Search

Navigation