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Diazoalkane addition reaction on the fullerene dimer C120O and characterization of the resulting mono-adduct

Lars Weber, Markus Reinmöller, Uwe Ritter   

Technische Universität Ilmenau, Institute of Physics, Department of Chemistry, P.O.B. 100565, D-98684 Ilmenau, Germany.

LETTER, Carbon – Science and Technology 1 (2008) 9 – 12.

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Full Text (OPEN ACCESS) : CST-3.pdf

Keywords: Fullerene, Diazoalkane addition, C1200, Fullerene dimer, Carbon nanomaterial
Abstract: A mono-adduct of the fullerene dimer C120O was prepared via a diazoalkane addition reaction to obtain rod-like analogue of [60]PCBM opening the possibility to make photovoltaic and photosensitive layers of supra-molecular and anisotropic order. The mono-adduct was obtained as a mixture containing five isomers. The structure of the mono-adduct was verified by mass-, IR-, and 1H-NMR-spectroscopies. The mono-adduct is readily soluble in common fullerene solvents and shows a broader and stronger optical absorption than [60]PCBM. The mono-adduct features a similar acceptor strength as [60]PCBM and [70]PCBM, is stable in air below 150 °C and in nitrogen below 500 °C. The mono-adduct is expected to be a valuable material for photovoltaic and photosensitive applications.



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