Synthesis, Crystal Structure and Spectroscopic Properties of N,N'-Diphenyl-N,N'-bis(2-fluorophenyl)-1,1'-biphenyl-4,4'-diamine
胡孟文;徐清;熊威;殷姣姣;李星;干宁
1. 宁波大学材料科学与化学工程学院2. 宁波大学
Synthesis, Crystal Structure and Spectroscopic Properties of N,N'-Diphenyl-N,N'-bis(2-fluorophenyl)-1,1'-biphenyl-4,4'-diamine
Meng-Wen HU;Xu Qing;Wei XIONG;Jiao-Jiao YIN;Ning ;GANGAN Ning
Faculty of Materials Science and Chemical Engineering, State Key Laboratory Base of Novel Functional Materials and Preparation Science, NingboUniversity, Ningbo315211, China
A fluorinated tetraphenylbenzidine derivative, N,N'-diphenyl-N,N'-bis(2-fluoro- phenyl)-1,1'-biphenyl-4,4'-diamine (C36H26F2N2, Mr = 524.59) was synthesized via the palladium- catalyzed Buchwald-Hartwig reaction of N,N'-diphenyl-1,1'-biphenyl-4,4'-diamine with 2-fluoroio- dobenzene (yield: 75%) and structurally characterized. It crystallizes in monoclinic, space group P21/n with a = 9.820(7), b = 14.305(11), c = 10.233(8) Å, β = 108.973(9)º, V = 1359.3(18) Å3, Z = 2, Dc= 1.282 g/cm3, µ(MoKα) = 0.084 mm-1, F(000) = 548, S = 1.018, the final R = 0.0439 and wR = 0.0928. It presents a linear centrosymmetric framework constituted by a linkage of biphenyl as a bridge and two fluorinated diphenylamine moieties.The UV-Vis absorption and fluorescence spectra of the title compound were also investigated. This compound emits intense blue fluo- rescence with a peak wavelength of 406 nm in film.
A fluorinated tetraphenylbenzidine derivative, N,N'-diphenyl-N,N'-bis(2-fluoro- phenyl)-1,1'-biphenyl-4,4'-diamine (C36H26F2N2, Mr = 524.59) was synthesized via the palladium- catalyzed Buchwald-Hartwig reaction of N,N'-diphenyl-1,1'-biphenyl-4,4'-diamine with 2-fluoroio- dobenzene (yield: 75%) and structurally characterized. It crystallizes in monoclinic, space group P21/n with a = 9.820(7), b = 14.305(11), c = 10.233(8) Å, β = 108.973(9)º, V = 1359.3(18) Å3, Z = 2, Dc= 1.282 g/cm3, µ(MoKα) = 0.084 mm-1, F(000) = 548, S = 1.018, the final R = 0.0439 and wR = 0.0928. It presents a linear centrosymmetric framework constituted by a linkage of biphenyl as a bridge and two fluorinated diphenylamine moieties.The UV-Vis absorption and fluorescence spectra of the title compound were also investigated. This compound emits intense blue fluo- rescence with a peak wavelength of 406 nm in film.
