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Reaction of Water-Stable C60 Aggregates with Ozone

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journal contribution
posted on 01.11.2007, 00:00 by John D. Fortner, Doo-Il Kim, Adina M. Boyd, Joshua C. Falkner, Sean Moran, Vicki L. Colvin, Joseph B. Hughes, Jae-Hong Kim
While the reactivity of C60 has been described in a variety of organic solvents, little information is available regarding aqueous-based reactions due to solubility limitations. In this study, a reaction between C60, as a nanoscale suspension, and dissolved ozone in the aqueous phase was investigated. Findings indicate a facile reaction occurs, resulting in aggregate dissolution concurrent with formation of water-soluble fullerene oxide species. Product analyses, including 13C NMR, MS (LDI), FTIR, UV−Vis, and XPS, indicate highly oxidized fullerene with an average of ∼29 oxygen additions per molecule, arranged in repeating hydroxyl and hemiketal functionalities. These findings are significant in that they (1) demonstrate the feasibility of other aqueous-based fullerene chemistries, including those for alternative synthesis routes, which might otherwise be considered prohibitive on the basis of solubility limitations, and (2) imply that the aqueous reactivity of fullerene-based materials must be considered appropriately for accurate assessment of their transport, fate, and potential risk(s) in environmental systems.