An organic neutral radical electroluminescent material and an organic electroluminescent device prepared by using the material
A technology for electroluminescent devices and electroluminescent materials, which are used in the preparation of light-emitting materials, organic compounds, and electro-solid devices.
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Embodiment 1
[0033] Embodiment 1: the synthesis of compound 1
[0034] first step
[0035]
[0036] Add 10.14g (55.9mmol) 1,3,5-trichlorobenzene, 0.5mL (6.2mmol) chlorine, 0.91g (6.8mmol) anhydrous aluminum trichloride form into a thick-walled pressure bottle, and heat to 80°C for reaction After cooling to room temperature for 2.5 hours, the reaction mixture was poured into 1M hydrochloric acid solution, extracted three times with chloroform, dried over anhydrous sodium sulfate, evaporated the solvent, and passed through a column with petroleum ether to obtain 2.8 g of a white solid.
[0037] second step
[0038]
[0039] Add 7.32g (13.2mmol) tris(2,4,6-trichlorophenyl)methane (αHTTM) to a 500mL two-necked bottle, fill with nitrogen, add 350mL THF, add 8mL (23.4mmol, 2M) tetrabutylammonium hydroxide 8.76g (35.64mmol) chloranil was added after reacting for 5 hours at room temperature in the dark, and reacted for 1 hour. The solvent was distilled off, and petroleum ether was used to ...
Embodiment 2
[0047] Embodiment 2: the synthesis of compound 2
[0048] first step
[0049]
[0050] Add 0.5g (0.73mmol) compound 1, 0.5g (3mmol) carbazole, 0.54g (1.6mmol) cesium carbonate and 12mL DMF to a 50mL two-necked bottle in turn, freeze, vacuumize, and fill with nitrogen, repeat three times and then protect from light Heated to 160°C for 2 hours, cooled to room temperature, poured into 1M hydrochloric acid solution to form a large amount of gray precipitate, filtered, washed with water, dried and passed through the column with petroleum ether:dichloromethane / 5:1 (volume ratio) to obtain 0.13g product.
[0051] second step
[0052]
[0053] Add 0.57g (0.7mmol) A2 to a 50mL two-necked bottle, fill with nitrogen, add 45mL THF, add 0.85mL (1.64mmol, 2M) methanol solution of tetrabutylammonium hydroxide, protect from light, react at room temperature for 5 hours, then add 0.95g ( 3.85mmol) chloranil, reacted for another 2h, distilled off the solvent, passed through the column w...
Embodiment 3
[0055] Embodiment 3: the synthesis of compound 3
[0056] first step
[0057]
[0058] Add 0.5g (0.61mmol) compound 2, 0.5g (3mmol) carbazole, 0.5g (1.5mmol) cesium carbonate and 12mL DMF to a 50mL two-necked bottle in turn, freeze, vacuumize, and fill with nitrogen, repeat three times and then avoid light Heated to 160°C for 2.5 hours, cooled to room temperature, poured into 1M hydrochloric acid solution to form a large amount of gray precipitate, filtered, washed with water, dried and passed through the column with petroleum ether:dichloromethane / 1:1 (volume ratio).
[0059] second step
[0060]
[0061] Add 0.084g (0.09mmol) A3 to a 50mL two-necked bottle, fill with nitrogen, add 10mL THF, add 0.23mL (0.46mmol, 2M) methanol solution of tetrabutylammonium hydroxide, keep away from light, react at room temperature for 7 hours, then add 0.14g ( 0.6mmol) chloranil, and then reacted for 2h, distilled off the solvent, and passed through the column with petroleum ether:dic...
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