Fluorination was one of the first hypothesized chemical reactions for a buckyball that could yield C60F60 with "superlubricant" properties. [1] This promise, however, has not come to fruition due to propensity of fluorofullerenes for hydrolysis. Research of fluorination of fullerenes has contributed to the basic understanding of chemical reactivity of nanocarbons, especially, in radical reactions. Overall, there are more fluorinated fullerenes than any other halogenated or hydrogenated fullerenes. Small size of F atom, its high reactivity, relative strength of C-F bond compared to C-Hal or C-H bonds, and relative thermal and environmental stability are among the major reasons of the existence of large libraries of well-characterized fluorinated fullerenes.[2] The latter include not only products of direct addition of F atoms to C(C60) atoms, i.e., C60F2n, but also numerous derivatives with fluorine-containing moieties, i.e., C60(RF)n.[3]Exploration of applications of various classes of fluorinated fullerene materials in organic optoelectronics and biomedical research that was carried out by the CSU group and collaborators in the past decade will be critically overviewed by the author.Partial support from NSF (CHE-2153922) is acknowledged.1. H.W. Kroto, J.R. Heath, S.C. O’Brien, R.F. Curl and R.E. Smalley, Nature 318 (1985) 162.2. O.V. Boltalina and S.H. Strauss (2014) Fluorofullerenes. In Dekker Encyclopedia of Nanosci. and Nanotech., CRC Press, Seven Volume Set, 1436.3. O. V. Boltalina, A. A. Popov, I. V. Kuvychko, N. B. Shustova, S. H. Strauss, Chem. Rev. (2015) 115, 1051.
Read full abstract