Efficient synthesis and characterization of C60 and C70 acetylacetone monoadducts for photochemical applications: Fullerenes, Nanotubes and Carbon Nanostructures: Vol 0, No 0

Summary

three′,three′-Bis-acetyl three′H-cyclopropa[1,9](C60Ih )[5,6]fullerene and three′,three′-Bis-acetyl three′H-cyclopropa[8,25](C70D5h(6) )[5,6]fullerene monoadducts had been obtained at room temperature by way of Bingel cyclopropanation response using acetylacetone as ligand, DBU as base, carbon tetrabromide as intermediate for in situ formation of a bromomalonate and o-dichlorobenzene as solvent. Monoadducts had been obtained with yields of 69% and 44% for C60 and C70 fullerene cages, respectively, and had been purified on column chromatography through the use of silica gel as stationary section and hexane, carbon disulfide (CS2) and chloroform (CHClthree) as cell section at r.t. Merchandise had been characterised by 1H-NMR and 13C-NMR spectroscopy, FT-IR, and UV-visible spectroscopies, MALDI-TOF mass spectrometry, OSWV and cyclic voltammetry (CV). Merchandise exhibited irreversible discount peaks managed by diffusion processes within the interface of the probed cell, with LUMO vitality ranges of –three.9 eV and –three.13 eV for C60 and C70 monoadducts, respectively. These values are comparable with –three.09 eV of PC61BM employed as customary. The obtained adducts had been integrated into inverted-type perovskite photo voltaic cells and had been used as electron transporting supplies giving energy conversion efficiencies (PCE) of eight.5% and 14% for C60 and C70 monoadducts, respectively. It was noticed that absorption within the seen spectrum improves changing C60 fullerene by a fullerene with much less symmetry, like C70.

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