USOO7208132B2 (12) United States Patent (10) Patent No.: US 7,208,132 B2 Bolskar et al. (45) Date of Patent: Apr. 24, 2007 (54) PURIFICATION OF ENDOHEDRAL AND Boudon, C. et al. (1998), “Redox Characteristics of Covalent OTHERFULLERENES BY CHEMICAL Derivatives of the Higher Fullerenes Co, C7, and C.7s.” J. Am. METHODS Chen. Soc. 120:7860-7868. Cagle, D. W. et al. (1999), "In vivo studies of fullerene-based (75) Inventors: Robert D. Bolskar, Boulder, CO (US); materials using endohedral metallofullerene radiotracers.” Proc. J. Michael Alford, Lakewood, CO Natl. Acad. Sci. USA 96:5182-5187. Connelly, N. G.; Geiger, W. E. (1996), “Chemical Redox Agents for (US) Organometallic Chemistry.” Chem. Rev. 96:877-910. (73) Assignee: TDA Research, Inc., Wheat Ridge, CO Diederich, F. et al. (1991) “The Higher Fullerenes: Isolation and Characterization of C76, Cs, Coo Co., and CoO, and Oxide of (US) D-Co” Science 252:548-551. 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(1997), “The Voltammetry of Sc. (a)Cs.”J. An. Chen. Soc. 119:437-438. The invention provides a method of separating a first and a Beer, F. et al. (1997), “High-Yield Reactive Extraction of Giant second set of fullerenes in a fullerene mixture. In the method Fullerenes from Soot, J. Mater: Chem., 7:1327-1330. of the invention, a stable fullerene cation is formed of one Bethune, D. S. et al. (1993), “Atoms in carbon cages: the structural of the first or the second set of fullerenes. The fullerene and properties of endohedral fullerenes.” Nature 366: 123-128. cation is then separated from the other set of fullerenes. Bolskar, R.D. et al. (Apr. 2003), “First Soluble M(aCo Derivatives Optionally, the fullerene cation may be returned to its neutral Provide Enhanced Access to Metallofullerenes and Permit in Vivo state. 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