Aromatic amine compound and organic electroluminescent devices thereof
A compound and aromatic amine technology, applied in the field of organic electroluminescence, can solve the problems of inability to effectively block exciton luminescence efficiency, low light extraction efficiency of the cover layer, low glass transition temperature, etc., achieve good hole transport ability, and improve recombination rate. and the effect of high utilization rate and high refractive index
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Example Embodiment
[0117] Example 1 Synthesis of Compound 2
[0118]
[0119] Toluene solvent was added to the reaction flask, and then 3-bromo-N-phenylcarbazole (33.85g, 200mmol), 4-aminobiphenyl (70.89g, 220mmol), sodium tert-butoxide (57.66g, 600mmol) were added in sequence, After vacuuming and filling with nitrogen for three times, add Pd(OAc) 2 (0.9g, 4.0mmol), vacuumed and filled with nitrogen for three times, then added P(t-Bu) 3 (6.4mL of 1.0M toluene solution, 6.4mmol), and then replaced with nitrogen three times. The mixture was refluxed for 2h under a nitrogen environment. After the reaction stopped, the mixture was cooled to room temperature, filtered through Celite to obtain a 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 determined by HPLC is ≧99.9%.
[0120] Add 500mL of THF, raw material a-1 (35.01g, 200mmol) to the reaction flask, vacuum and fill ...
Example Embodiment
[0124] Example 2 Synthesis of 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 (51.76g, 79%) was obtained according to the synthesis method of compound 2. The solid purity was detected by HPLC ≧99.9%.
[0126] Mass spectrum m / z: 818.43 (calculated value: 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, 5.1 Hz, 3H), 7.78 (d, J = 1.5 Hz, 1H), 7.69-7.64 (m, 2H), 7.64-7.55 (m, J = 7.3, 5.7 Hz, 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, 7.0 Hz, 1H), 1.63 (d, J = 7.3 Hz, 4H), 1.46-1.36 (m, 1H), 1.35...
Example Embodiment
[0127] Example 3 Synthesis of Compound 67
[0128] The raw material 4-aminobiphenyl in Example 1 was replaced with an equimolar amount of 3-aminodibenzofuran, and compound 67 (42.94g, 80%) was obtained according to the synthesis method of compound 2. The solid purity determined by HPLC was ≧99.9%.
[0129] Mass spectrum m / z: 670.38 (calculated value: 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 confirm that the obtained product is the target product.
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