Issue 2, 2000

Correlation and prediction of the solubility of Buckminsterfullerene in organic solvents; estimation of some physicochemical properties

Abstract

The solubilities of Buckminsterfullerene, C60, in 20 organic solvents have been transformed into water–solvent partition coefficients and the latter, as log P values, analysed by the Abraham solvation equation. Our analysis indicates that a water solubility of 10−18 mol dm−3 is the optimum value. The solubilities can be transformed into air–solvent partitions, L, using optimum values of the saturated vapour concentration, 10−24 mol dm−3, and the air–water partition coefficient, 10−6. A total of 41 log P and log L values were thus processed to obtain the Abraham solvation descriptors for C60. It is shown that C60 is dipolar/polarisable, has no hydrogen bond acidity, but is a slightly stronger hydrogen bond base than compounds such as acetophenone. The descriptors indicate that C60 behaves rather like a polyalkene rather than an aromatic system. Various properties of C60 can be predicted from the solvation descriptors; C60 is very lipophilic, is distributed between blood and brain largely into the brain, and is taken up by plant matrices from the air or from water almost quantitatively.

Article information

Article type
Paper
Submitted
14 Sep 1999
Accepted
17 Nov 1999
First published
26 Jan 2000

J. Chem. Soc., Perkin Trans. 2, 2000, 281-286

Correlation and prediction of the solubility of Buckminsterfullerene in organic solvents; estimation of some physicochemical properties

M. H. Abraham, C. E. Green and W. E. Acree, Jr., J. Chem. Soc., Perkin Trans. 2, 2000, 281 DOI: 10.1039/A907461I

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