Facile and scalable synthesis of a highly hydroxylated water-soluble fullerenol as a single nanoparticle
Fullerene, fullerenol, hydroxyl group, nanoparticle, water solubility
A water-soluble polyhydroxylated fullerene, i.e., a fullerenol, with 44 hydroxyl groups and 8 secondary bound water molecules, C60(OH)44·8H2O (estimated average structure), has been synthesized in a facile one step reaction from pristine C60 by hydroxylation with hydrogen peroxide in the presence of a phase-transfer catalyst, tetra-n-butylammonium hydroxide (TBAH), under organic/aqueous bilayer conditions. The fullerenol exhibited high water solubility, up to 64.9 mg/mL, under neutral (pH = 7) conditions. Dynamic light-scattering (DLS) analysis showed a narrow particle size distribution, of 1–2 nm, indicating that the fullerenol had high dispersion properties in water. The results of particle size analyses, which both focused on a single nanoregion and were conducted using a novel induced grating (IG) method and a scanning probe microscope (SPM), were consistent with the DLS results. A plausible reaction mechanism, which includes fullerene oxide intermediates detected by liquid chromatography–mass spectrometry (LC–MS), has been proposed.
Tsinghua University Press
Ken Kokubo,Shogo Shirakawa,Naoki Kobayashi,Hisae Aoshima,Takumi Oshima, Facile and scalable synthesis of a highly hydroxylated water-soluble fullerenol as a single nanoparticle. NanoRes.2011, 4(2): 204–215