Organic electroluminescent compound and organic electroluminescent device comprising same
An electroluminescence and compound technology, applied in the field of organic electroluminescence compounds, to achieve the effect of low driving voltage and high luminous efficiency
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example 1
[0114] [Example 1] Preparation of Compound C-1
[0115]
[0116] 1) Synthesis of compound 1-2
[0117] At room temperature, compound 1-1 (141 g, 375 mmol) and 1.4 L of toluene were added to the flask and dissolved, and then 700 mL of 30% hydrogen peroxide (H 2 o 2 ). Next, 200 mL of 35% sodium bisulfite solution (aqueous) was slowly added dropwise thereto. After the reaction was completed, the organic layer was extracted with ethyl acetate, and remaining water was removed with magnesium sulfate, followed by drying. Next, it was separated by column chromatography to obtain compound 1-2 (90 g, yield: 69%).
[0118] 2) Synthesis of compound 1-3
[0119] Compound 1-2 (90 g, 258 mmol), 2-bromo-1-chloro-3-fluorobenzene (54 g, 258 mmol), potassium carbonate (53 g, 387 mmol), and 900 mL of N-methylpyrrolidone (NMP) were added to flask and then reflux at 160°C for 4 hours. After the reaction was completed, the organic layer was extracted with ethyl acetate, and remaining wate...
example 2
[0125] [Example 2] Preparation of Compound C-2
[0126]
[0127] Compound 1-4 (8.0g, 17.5mmol), compound 1-6 (6.0g, 21.0mmol), Pd 2 dba 3 (0.80g, 0.88mmol), P(tBu) 3 (0.86 mL, 1.75 mmol, in 50% toluene solution), NaOtBu (3.4 g, 35 mmol), and 90 mL of toluene were added to the flask, and then refluxed at 110° C. for 18 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, and the solvent in the reaction mixture was removed by a rotary evaporator. Next, it was purified by column chromatography to obtain Compound C-2 (6.6 g, yield: 53%) as a white solid.
[0128] HOMO LUMO Et MP Tg C-2 -4.937 -1.136 2.704 300℃ 156.7℃
example 3
[0129] [Example 3] Preparation of Compound C-3
[0130]
[0131] Compound 1-4 (10.0g, 21.9mmol), compound 1-7 (9.49g, 26.3mmol), Pd 2 dba 3 (1.00g, 1.09mmol), P(tBu) 3 (1.08 mL, 2.19 mmol, in 50% toluene solution), NaOtBu (4.21 g, 43.8 mmol), and 90 mL of toluene were added to the flask, and then refluxed at 110° C. for 18 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, and the solvent in the reaction mixture was removed by a rotary evaporator. Next, it was purified by column chromatography to obtain Compound C-3 (8.7 g, yield: 51%) as a white solid.
[0132] HOMO LUMO Et MP Tg C-3 -4.949 -1.067 2.715 298℃ 160.7℃
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