Electrochemical properties of C60F36

Mass spectrometry, photoelectron spectroscopy, and quantum chemical studies of fluorofullerene dianions

“…This agrees with the results of the DFT estimates of the EA values for closed-shell highly fluorinated fullerenes containing an even number of F atoms and odd-F-atom radical species: the latter species have 0.8-1.0 eV higher EAs than the former ones. Taking into account a 3.5 eV estimate for EA (C 60 F 36 ) [13] and a 4.1 eV value for C 60 F 48 [14], one can conclude that even if photodetachment of C 60 F 35 − (the least fluorinated monoanion observed in this study) was possible with the 266 nm wavelength (4.66 eV), one would expect the onset for photodetachment from C 60 F 35 − at the very edge of the available photon energies.…”

“…In this context, fluorinated fullerenes represent very attractive objects for such studies, since they exhibit much stronger electron-accepting properties than the parent fullerenes due to the high content of electronegative fluorine atoms. For example, the EA value for C 60 is 2.67 eV [12], whereas EA estimates for C 60 F 36 and C 60 F 44-48 yield 3.5 eV [13] and 4.1 eV [14], respectively. The observation of C 60 F 46 2− in the ESI mass spectrometric studies of C 60 F 48 in a decamethylferrocene-doped solution [15] demonstrated the suitability of this ionization method for the production of doubly charged anions of highly fluorinated fullerenes.…”

Chemical Bonding of Fullerene and Fluorinated Fullerene on Bare and Hydrogenated Diamond

“…However, because of the even higher electron affinity of C 60 F 36 , electron transfer from diamond is predicted to occur at lower C 60 F 36 coverages (compared to C 60 ) 18. 21 These theoretical predictions agree well with experimental current–voltage measurements,13 which show that even though the formation of solid fullerite is required for C 60 to be an efficient transfer dopant, C 60 F 48 acts as a surface acceptor, even in molecular form 14. A systematic investigation by Ristein and co‐workers shows that the doping efficiency across C 60 , C 60 F 18 , C 60 F 36 , and C 60 F 48 increases with higher F content, whereas the thermal stability decreases in the same sequence 15.…”

Ground‐State Interaction and Electrical Doping of Fluorinated C60 in Conjugated Polymers

“…In this paper, we study the effect of a somewhat-ignored derivative of C 60 : the fluorinated C 60 molecule. [8] We have chosen the C 60 F 36 molecule for this study because the relatively high number of fluorine atoms induces a large shift in the position of the energy levels, [9] and also because the C 60 has several acceptor levels. We found that the shift of the lowest unoccupied molecular orbital (LUMO) level of C 60 F 36 with respect to C 60 significantly enhances the ground-state interaction with a conjugated polymer (such as poly(3-hexylthiophene) (P3HT)), leading to efficient doping of the polymer (electron transfer from the highest occupied molecular orbital (HOMO) of the P3HT to the LUMO of the C 60 F 36 ).…”