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Nano-Sized [60]Fullerene-Cyclodextrin Molecules

Published online by Cambridge University Press:  21 March 2011

Jeong-Seo Park ,
Han-Chang Kang  and
Kurt E. Geckeler
Jeong-Seo Park
Affiliation:
Laboratory of Applied Macromolecular Chemistry, Department of Materials Science and Engineering, Kwangju Institute of Science and Technology, 1 Oryong-dong, Buk-gu, Kwangju 500–712, South Korea
Han-Chang Kang
Affiliation:
Laboratory of Applied Macromolecular Chemistry, Department of Materials Science and Engineering, Kwangju Institute of Science and Technology, 1 Oryong-dong, Buk-gu, Kwangju 500–712, South Korea
Kurt E. Geckeler
Affiliation:
Laboratory of Applied Macromolecular Chemistry, Department of Materials Science and Engineering, Kwangju Institute of Science and Technology, 1 Oryong-dong, Buk-gu, Kwangju 500–712, South Korea
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Abstract

As [60]fullerene is a very hydrophobic macromolecule, there have been a number of attempts to make it more hydrophilic for biomedical applications. By attaching hydrophilic moieties such as poly(oxyethylene)(POE) chains and cyclodextrin molecules to [60]fullerene, novel water-soluble and biocompatible materials have been successfully prepared [1,2].

The synthesis of novel macrocyclic fullerene conjugates which are water-soluble is reported. The telechelic fullerene derivatives have been prepared via addition reaction of POE-based arms with covalently bonded β-cyclodextrin (CD) to [60]fullerene. To this end, a mono-tosylated CD derivative has been prepared in pyridine and then reacted with an amino-functional POE in the presence of triethylamine. The subsequent reaction of [60]fullerene with the hydrophilic POE-conjugated CD-derivative yielded the macrofullerene after separation and purification procedures.

The macrocyclic [60]fullerene derivatives obtained were soluble in water and characterized by UV-VIS and FT-IR spectroscopy as well as light scattering measurements and thermogravimetric analysis.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 675: Symposium W – Nanotubes, Fullerenes, Nanostructured and Disordered Carbon , 2001 , W7.3.1
Copyright
Copyright © Materials Research Society 2001

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References

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