Nitrogen heterocyclic compound, display panel and display device
A nitrogen-heterocyclic compound and a technology for a display panel are applied in the fields of compounds of Group 4/14 elements of the periodic table, organic chemistry, chemical instruments and methods, etc., to achieve the effects of improving device efficiency and radiation luminescence efficiency.
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Embodiment 1
[0052] Synthesis of Compound M1 and Compound M2
[0053]
[0054]
[0055] Add compound B (20g, 62.30mmol), 3,3'-dipyridylamine (11.72g, 68.53mmol), copper powder (0.8g, 12.46mmol) into a 500mL three-necked flask in sequence, and add 200mL o-dichlorobenzene solution , stir well. Nitrogen was replaced three times, and stirred at 180° C. for 40 h. The reaction was cooled to room temperature and filtered, and the filtrate was washed with 200mL saturated NaHSO 3 The reaction was quenched, and then the organic phase was extracted with dichloromethane (150 mL), and the organic phase was washed with saturated NaHSO 3 Extract twice, and finally extract once with saturated saline. The collected organic phase was added with anhydrous magnesium sulfate, stirred, filtered, and the collected filtrate was rotary evaporated to remove the solvent. The product was purified by column chromatography (mobile phase: n-hexane:dichloromethane=20:1) to obtain light yellow oil C (18.3 g, 50....
Embodiment 2
[0075] Synthesis of compound M2
[0076]
[0077] Add 9-(2-bromophenyl)carbazole (4.5 g, 13.98 mmol) into a three-necked reaction flask, add THF (100 mL) to dissolve and stir, and replace with nitrogen three times. The temperature was lowered to -78°C in a nitrogen atmosphere, and n-BuLi (0.357 mL, 13.98 mmol) was slowly added dropwise at a temperature below -65°C after the temperature reached, and stirred for 30 min after the addition was complete. Compound A (2 g, 6.66 mmol) was then dissolved in 30 mL THF, and then slowly added dropwise to the reaction solution. After the dropwise addition was completed, it was naturally raised to room temperature for 6 h. After the reaction was completed, ice water (100 mL) was added to quench the reaction. Then add DCM (80mL×2) for extraction, and finally extract once with saturated brine. The organic phase was collected and rotary evaporated to obtain a pale yellow oil. Add 20mL of acetic acid to the oil, heat to reflux for 6h, add...
Embodiment 3
[0082] Synthesis of Compound M5
[0083]
[0084] Add 2-bromobiphenyl (6.02 g, 13.98 mmol) into a three-necked reaction flask, add THF (100 mL) to dissolve and stir, and replace with nitrogen three times. The temperature was lowered to -78°C in a nitrogen atmosphere, and n-BuLi (0.357 mL, 13.98 mmol) was slowly added dropwise at a temperature below -65°C after the temperature reached, and stirred for 30 min after the addition was complete. Compound A (2 g, 6.66 mmol) was then dissolved in 30 mL THF, and then slowly added dropwise to the reaction solution. After the dropwise addition was completed, it was naturally raised to room temperature for 6 h. After the reaction was completed, ice water (100 mL) was added to quench the reaction. Then add DCM (80mL×2) for extraction, and finally extract once with saturated brine. The organic phase was collected and rotary evaporated to obtain a pale yellow oil. Add 20mL of acetic acid to the oil, heat to reflux for 6h, add H to the ...
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