Synthesis, charge-separated state characterization of N-methyl-2-(4'- N-ethylcarbozole)-3-fulleropyrrolidine and its derivatives

Abstract

N-Methyl-2-(N-ethylcarbozole)- fulleropyrrolidine and N-methyl-2- (4'-N,N- diphenylaminophenyl)- fulleropyrrolidine were synthesized by 1,3-dipolar cycloaddition under microwave irradiation, which were characterized by MS, 1H NMR, IR and UV-Vis. Photoinduced intramolecular electron transfer process from C₆₀ moiety to carbazole moiety has been studied by nanosecond laser flash photolysis. The charge-separated state C₆₀^°--Cz^°+ was observed in the near-IR region with a lifetime of 0.28 μs. The electronic spectrum of the C₆₀-TPA was studied by using ZINDO method on the basis of the optimized geometrics with B3LYP/6-31G* program. The results show that the calculated absorption was beyond 440nm, essentially consistent with the experimental value 433 nm.