1421044-70-3Relevant academic research and scientific papers
Fullerene-Cation-Mediated Noble-Metal-Free Direct Introduction of Functionalized Aryl Groups onto [60]Fullerene
Yang, Xiao-Yu,Lin, Hao-Sheng,Jeon, Il,Matsuo, Yutaka
, p. 3372 - 3376 (2018)
Aryl[60]fullerenyl cations (ArC60+), which were generated by heating aryl[60]fullerenyl dimers (ArC60-C60Ar) to generate aryl[60]fullerenyl radicals (ArC60?) followed by oxidation using Cu(II) salts (Cu(BF4)2(aq)), were reacted with various functionalized aryl boronic acids to produce functionalized 1,4-diaryl[60]fullerenes. This protocol tolerated various functional groups, such as OH, NH2, COCH3, and Cl substituents, with yields reaching 93%. C60Ar1Ar2 (Ar2 = p-NH2C6H4) was used as a dopant in a photoactive CH3NH3PbI3 layer of a perovskite solar cell.
1-aryl-4-silylmethyl[60]fullerenes: Synthesis, properties, and photovoltaic performance
Matsuo, Yutaka,Oyama, Hiromi,Soga, Iwao,Okamoto, Toshihiro,Tanaka, Hideyuki,Saeki, Akinori,Seki, Shu,Nakamura, Eiichi
, p. 121 - 128 (2013/02/23)
The efficient nucleophilic addition of aryl Grignard reagents (aryl=4-MeOC6H4, 4-Me2NC6H 4, Ph, 4-CF3C6H4, and thienyl) to C60 in the presence of DMSO produced 1,2-arylhydro[60]fullerenes after acid treatment. The reactions of the anions of these arylhydro[60] fullerenes with either dimethylphenylsilylmethyl iodide or dimethyl(2- isopropoxyphenyl)silylmethyl iodide yielded the target compounds, 1-aryl-4-silylmethyl[60]fullerenes. The properties and structures of these 1-aryl-4-silylmethyl[60]fullerenes (aryl=4-MeOC6H4, thienyl) were examined by electrochemical studies, X-ray crystallography, flash-photolysis time-resolved microwave-conductivity (FP-TRMC) measurements, and electron-mobility measurements by using a space-charge-limited current (SCLC) model. Organic photovoltaic devices with a polymer-based bulk heterojunction structure and small-molecule-based p-n and p-i-n heterojunction configurations were fabricated by using 1-aryl-4-silylmethyl[60]fullerenes as an electron acceptor. The most efficient device exhibited a power-conversion efficiency of 3.4 % (short-circuit current density: 8.1 mA/ cm2, open-circuit voltage: 0.69 V, fill factor: 0.59). Copyright
