Preparation, Characterization, Functionalization and Application of Dimeric Fullerene Oxides

Abstract

The synthesis, isolation, characterization, functionalization and application of furan‐like bridged dimeric fullerene oxides are reported. A synthesis of C₁₃₀O in yields of 20% is presented. A preparation of highly pure, soluble mono‐, bis‐ and tris‐adducts of a diazoalkane addition reaction and a Bingel cyclopropanation reaction on C₁₂₀O in preparative amounts using conventional laboratory methods is reported. A synthesis of regio‐controlled mono‐ and bis‐functionalized C₁₂₀O, C₁₃₀O and C₁₄₀O derivatives in yields of more than 10% is presented. C₁₂₀O, C₁₃₀O, C₁₄₀O and the mono‐adducts of the diazoalkane addition reaction and the Bingel reaction on C₁₂₀O are characterized by thermogravimetric analyses, ultraviolet‐visible‐spectroscopy and cyclic voltammetry. The application of the mono‐adduct of the diazoalkane addition reaction on C₁₂₀O as electron acceptor in a bulk‐heterojunction solar cell is reported.

Keywords:

• Fullerene dimer
• Thermolysis
• Bingel reaction
• Diazoalkane addition reaction
• Bulk‐heterojunction solar cell