Covalent incorporation of an alkoxysilyl-substituted [60]fullerene derivative in sol-gel matrices

Abstract

A [60]fullerene adduct bearing a reactive triethoxysilyl functional group has been synthesized. The high solubility of this adduct in polar solvents enables its covalent incorporation into a sol-gel silica matrix. In comparison to the conventional admixing of ‘naked’ fullerene to silica sols, this approach has the following distinct advantages: (i) even with an adduct content of up to 2 wt% (related to SiO₂), the reaction mixture remains homogeneous during the entire sol-gel process, and (ii) the covalently attached fullerene adduct is fixed in the silica matrix and therefore cannot migrate.

References

1. A. Köhler, H. F. Wittmann, R. H. Friend, M. S. Khan and J. Lewis, Synth. Met., 1996, 77, 147.
2. G. Yu, J. Gao, J. C. Hummelen, F. Wudl and A. J. Heeger, Science, 1995, 270, 1789.
3. R. Signorini, M. Zerbetto, M. Meneghetti, R. Bozio, M. Maggini, C. De Faveri, M. Prato and G. Scorrano, Chem. Commun., 1996, 1891.
4. F. M. Li, Makromol. Symp., 1996, 101, 227.
5. M. Muccini, H. Schlaich, J. Feldmann, H. Baessler, E. Goebel, R. Zanboni and C. Taliani, Proc. SPIE-Int. Soc. Opt. Eng., 1995, 2530, 21.
6. N. S. Sariciftici and A. J. Heeger, Proc. SPIE-Int. Soc. Opt. Eng., 1995, 2530, 76.
7. M. Maggini, G. Scorrano, M. Prato, G. Brusatin, P. Innocenzi, M. Guglielini, A. Renier, R. Signorini, M. Meneghetti and R. Bozio, Adv. Mater., 1995, 7, 404.
8. S. Dai, R. N. Compton, Y. P. Young and G. Mamantov, J. Am. Ceram. Soc., 1992, 75, 2865.
9. T. W. Zerda, A. Brodka and J. Coffer, J. Non-Cryst. Solids, 1994, 168, 33.
10. P. Belik, A. Gügel, J. Spickermann and K. Müllen, Angew. Chem., Int. Ed. Engl., 1993, 32, 78.
11. A. Kraus, A. Gügel, P. Belik, M. Walter and K. Müllen, Tetrahedron, 1995, 51, 9927.