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

发光材料因其在发光材料、传感器和生物标记剂等领域的广泛应用而引起了众多研究团体的强烈兴趣。在本研究中，研究了实际非荧光C_<60>（Φ_f<10^<-5>）转化为强荧光衍生物（Φ_f）10^<-2>。其设计理念是通过添加环对48π体系（在八面体位置上对C_<60>双键进行环加成形成）进行电子操纵。用1,3偶极加成法将亚甲酰亚胺与C_<60>合成一、四、六合物，得到吡咯烷环熔合物C_<60>。发射波长向低波长侧偏移（58π→52π，Δλ=105nm, 52π→48π，Δλ=60nm），发射强度显著增加Φ_f（58π）。Φ_f = 1.8×10 ^ < 4 >,52π。Φ_f = 2.2×10 ^ < 3 >,48π。Φ_f = 1。×10^<-2>)，随着单、四、六合物的融合数的增加（C_<60>的球形共轭体系共轭性降低：58π→52π→48π）。吡咯烷六加合物表示发出橙黄色荧光。综上所述，成功地将非荧光C_<60>转化为高效发光C_<60>衍生物

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