An aromatic amine compound and its organic electroluminescent device
An electroluminescent device and an aromatic amine technology, which are applied in the field of aromatic amine compounds and organic electroluminescent devices, can solve the problems of inability to effectively block exciton luminous efficiency, low luminous efficiency of a cover layer, and low glass transition temperature, and the like. Good hole transport ability, improved recombination rate and utilization rate, high refractive index
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Embodiment 1
[0117] The synthesis of embodiment 1 compound 2
[0118]
[0119]Toluene solvent was added into the reaction flask, followed by 3-bromo-N-phenylcarbazole (33.85g, 200mmol), 4-aminobiphenyl (70.89g, 220mmol), sodium tert-butoxide (57.66g, 600mmol), After vacuuming and replacing with nitrogen for three times, add Pd(OAc) 2 (0.9g, 4.0mmol), after vacuumizing and nitrogen replacement three times, add P(t-Bu) 3 (6.4mL of 1.0M toluene solution, 6.4mmol), and nitrogen replacement was performed three times, and the mixture was refluxed for 2h under nitrogen atmosphere. After the reaction was stopped, the mixture was cooled to room temperature, filtered through diatomaceous earth to obtain the filtrate, and the filtrate was concentrated , adding 20 mL of methanol, standing for recrystallization, and filtering to obtain compound 2-1 (68.97 g, 84%), and the purity of the solid was detected by HPLC ≧99.9%.
[0120] Add 500mL of THF and raw material a-1 (35.01g, 200mmol) into the reac...
Embodiment 2
[0124] The synthesis of embodiment 2 compound 26
[0125] The raw material 4-aminobiphenyl in Example 1 was replaced with an equimolar amount of 2-amino-9,9-spirobifluorene, and compound 26 (51.76 g, 79%) was obtained according to the synthesis method of compound 2, and the purity of the solid was detected by HPLC ≧99.9%.
[0126] Mass Spectrum m / z: 818.43 (calculated: 818.37). Theoretical element content (%)C 62 h 46 N 2 : C, 90.92; H, 5.66; N, 3.42. Measured element content (%): C, 90.95; H, 5.65; N, 3.40. 1 H-NMR (500MHz, CDCl 3 )(δ,ppm): 8.39(dd,J=7.4,1.5Hz,1H),8.08(dd,J=7.4,1.5Hz,1H),7.95–7.86(m,3H),7.82(dd,J= 6.9,5.1Hz,3H),7.78(d,J=1.5Hz,1H),7.69–7.64(m,2H),7.64–7.55(m,J=7.3,5.7Hz,7H),7.55–7.51(m ,2H),7.49(d,J=1.6Hz,2H),7.46–7.41(m,4H),7.41–7.35(m,6H),7.35–7.31(m,J=7.5,1.5Hz,1H), 7.31–7.26(m, J=7.5, 2.1Hz, 1H), 7.12(dd, J=7.5, 1.4Hz, 1H), 2.65(q, J=7.1Hz, 1H), 2.32(d, J=4.8Hz , 2H), 1.86–1.79 (m, J=13.6, 7.0Hz, 1H), 1.63 (d, J=7.3Hz, 4H), 1.46–1.36 (m, 1H), 1.3...
Embodiment 3
[0127] The synthesis of embodiment 3 compound 67
[0128] The raw material 4-aminobiphenyl in Example 1 was replaced with an equimolar amount of 3-aminodibenzofuran, and compound 67 (42.94 g, 80%) was obtained according to the synthesis method of compound 2, and the solid purity was detected by HPLC ≧99.9%.
[0129] Mass Spectrum m / z: 670.38 (calculated: 670.30). Theoretical element content (%)C 49 h 38 N 2 O: C, 87.73; H, 5.71; N, 4.18; O, 2.38. Measured element content (%): C, 87.75; H, 5.70; N, 4.18; O, 2.37. The above results confirmed that the obtained product was the target product.
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