Water-soluble Inclusion Complexes of [60]Fullerene Derivatives Using γ-Cyclodextrin

Abstract

Pyrrolidine and N,N-dimethylpyrrolidinium derivatives of C60 could be solubilized in water with the aid of γ-cyclodextrin. The complexes were found to be soluble in water at high concentrations over 1.5 mM. These solubility values are significantly higher than those of other C60 derivatives reported previously. Furthermore, these solutions are stable for at least one month at room temperature.

Photodynamic Activity of Fullerene Derivatives Solubilized in Water by Natural‐Product‐Based Solubilizing Agents

“…These γ‐CDx ⋅ C 60 derivative complexes are expected to broaden the potential applications of fullerenes. For example, C 60 derivatives 1 – 5 (Figure ) form 2:1 complexes with γ‐CDx through the HSVM method . The solubilities of the γ‐CDx ⋅ C 60 derivative complexes in water were in the following order: 5 (2.4×10 −3 m )>C 60 (2.2×10 −3 m )> 2 (1.9×10 −3 m )> 1 (1.7×10 −3 m )> 4 (1.4×10 −3 m )> 3 (1.0×10 −3 m ).…”

Cyclodextrin Complexed [60]Fullerene Derivatives with High Levels of Photodynamic Activity by Long Wavelength Excitation

“…3,6,7 The γ-CDx-complexed C 60 derivatives of 1−3 were found to be soluble in water at high concentrations (i.e., >1.0 mM), with solubility levels comparable to that of unmodified C 60 (2.2 mM).…”

“…3,5 In a recent publication, we reported that several functionalized C 60 derivatives, such as the Nmethylpyrrolidine, N,N-dimethylpyrrolidinium, and N-acetylpyrrolidine derivatives (1−3, Figure 1) of C 60 , could form stable complexes with γ-CDx using a mechanochemical highspeed vibration milling apparatus according to Komatsu's method. 3,6,7 The γ-CDx-complexed C 60 derivatives of 1−3 were found to be soluble in water at high concentrations (i.e., >1.0 mM), with solubility levels comparable to that of unmodified C 60 (2.2 mM). 6,7 These complexes possessed a 1:2 stoichiometry of the γ-CDx unit to the C 60 derivative and existed in a [2]pseudorotaxane conformation.…”

“…3,6,7 The γ-CDx-complexed C 60 derivatives of 1−3 were found to be soluble in water at high concentrations (i.e., >1.0 mM), with solubility levels comparable to that of unmodified C 60 (2.2 mM). 6,7 These complexes possessed a 1:2 stoichiometry of the γ-CDx unit to the C 60 derivative and existed in a [2]pseudorotaxane conformation. 7 Herein, we report a comparison of the photodynamic activities of γ-CDx-complexed C 60 derivatives containing three different nitrogen atom-containing groups, including amino, ammonium, and amide groups.…”

Fullerene derivatives as nano-additives in polymer composites

“…2 It should be noted that aggregation of fullerene molecules in an inclusion complex of fullerene with g-cyclodextrin C 60 /2g-CD is impossible. 234,235 Fullerenes in membranes. To predict or at least understand the biological properties of fullerenes and their behaviour in the body, one should know how they interact with lipid membranes.…”