Creation of Nano-Luminophores from Five-Membered Heterocyde with C_<60>

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Light-emitting materials continue to attract strong interest of many research groups, because of their fascinating applications such as EL materials, sensors and biolabeling agents. In this research, the transformation of practically nonfluorescent C_<60>(Φ_f<10^<-5>) into the strongly fluorescent derivatives(Φ_f)10^<-2> was investigatedThe design concept for this purpose stands on the electronic manipulation of the 48πsystem(formed by cycloaddition to C_<60> double bonds at the octahedral positions) with the added rings.The pyrrolidine ring-fused C_<60> were obtained by the 1,3-dipole addition of azomethine ylide with C_<60> to give mono-, tetra-and hexaadducts.The emitting wavelength shifts to the low wavelength side(58π→52π,Δλ=105nm, 52π→48π,Δλ=60nm) and the emitting intensity rises the remarkable increase in Φ_f(58π. Φ_f=1.8×10^<-4>,52π.Φ_f=2.2×10^<-3>,48π.Φ_f=1. ×10^<-2>) with increasing fused number as mono-, tetra-and hexaadducts(decreasing conjugativity in spherical conjugated system of C_<60> : 58π→52π→48π). The pyrrolidine hexaadduct indicates to emit orange yellow fluorescence.In conclusion, transformation of nonfluorescent C_<60> into the efficiently luminescent C_<60> derivative was succeeded