Issue 25, 2009

Theoretical prediction of the solubility of fluorinated C60

Abstract

Although extensive theoretical and experimental research has been conducted on fluorinated fullerenes, little detailed information exists on their solubility in different solvents. However, this solubility is crucial for their processability and possible application. In this work, we predict the solubility of fluorinated C60 in various polar and non-polar solvents, based on a correlation between experimentally measured solubilities for C60 from the literature and theoretically predicted solubilisation energies. These solubilisation energies are predicted using the polarizable continuum model (PCM) at the ab initio Hartree–Fock 6-31+G* level of theory. In particular, the solubilities are predicted for C60F2n (n = 1–10) isomers, part of the addition route to saturnene C60F20. An increasing solubility is found for more polar solvents with higher degree of fluorination. With these results, we can determine the minimal fluorination degree necessary for possible solubilisation in a given solvent, and offer new perspectives to separate and purify species with different degrees of fluorination.

Graphical abstract: Theoretical prediction of the solubility of fluorinated C60

Supplementary files

Article information

Article type
Paper
Submitted
20 Nov 2008
Accepted
24 Feb 2009
First published
08 Apr 2009

Phys. Chem. Chem. Phys., 2009,11, 5175-5179

Theoretical prediction of the solubility of fluorinated C60

G. Van Lier, F. De Vleeschouwer, P. De Pril and P. Geerlings, Phys. Chem. Chem. Phys., 2009, 11, 5175 DOI: 10.1039/B820747J

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