Synthesis, Properties, and Applications of Tetraphenylmethane-Based Molecular Materials for Light-Emitting Devices

2001 
Tetraphenylmethane-based compounds, tetrakis(4-(5-(3,5-di-tert-butylphenyl)-2-oxadiazolyl)phenyl)methane (TBUOXD), tetrakis(4-(5-(3,4-dimethoxyphenyl)-2-oxadiazolyl)phenyl)methane (OMEOXD), tetrakis(4-(5-(3-(α,α,α-trifluoromethylphenyl))-2-oxadiazolyl)phenyl)methane (CF3OXD), tetrakis(4-(5-(4-diphenylaminophenyl)-2-oxadiazolyl)phenyl)methane (p-TPAOXD), and tetrakis(3-(5-(4-diphenylaminophenyl)-2-oxadiazolyl)phenyl)methane (m-TPAOXD), were synthesized. These compounds were characterized by NMR, microanalysis, UV−visible spectroscopy, fluorescence spectroscopy, cyclic voltammetry, DSC, and TGA. TBUOXD, OMEOXD, and CF3OXD showed rather similar electrochemical and spectroscopic characteristics to those of the hole-blocking material 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (PBD). However, TBUOXD, OMEOXD, and CF3OXD all crystallize well above 200 °C, much higher than the 70−90 °C observed for PBD. In addition, high onset glass transition temperatures of 97−175 °C were detected for the compounds...
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