Dibenzopyranyl compound, preparation method thereof and organic electroluminescent device
A technology of dibenzopyranyl and benzopyranyl, which is applied in the field of light-emitting materials, can solve the problems of destroying hole-electron charge balance, reducing the service life of the device, quantum efficiency and service life, etc. Luminous efficiency and service life, the effect of reducing the driving voltage
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[0077] The present invention also provides a method for preparing the dibenzopyranyl compound described in the above technical scheme, comprising the following steps:
[0078] S1, reactant A and Grignard reagent R 2 -MgBr reacts to form intermediate B;
[0079] S2, intermediate B in BBr 3 Catalyzed reaction to form intermediate C;
[0080] S3, intermediate C reacts with reactant D to form intermediate E;
[0081] S4, intermediate E reacts with reactant F to form a compound shown in formula I;
[0082]
[0083] Among them, R 1 , R 2 , R 3 , L 1 , L 2 、Ar 1 、Ar 2 、Ar 3 、Ar 4 The type of R in the above-mentioned technical scheme 1 , R 2 , R 3 , L 1 , L 2 、Ar 1 、Ar 2 、Ar 3 、Ar 4 The types are the same and will not be repeated here.
[0084] Regarding Step S1: Reagent A and Grignard Reagent R 2 -MgBr reacts to form intermediate B.
[0085] In the present invention, the reaction is preferably carried out in a solvent medium. The solvent is preferably one ...
Embodiment 1
[0126] Embodiment 1: the synthesis of compound 1
[0127] The synthetic route is as follows:
[0128]
[0129] The synthesis process is as follows:
[0130] (1) Dissolve reactant A-1 (100mmol) in 400mL THF, fully replace the air with nitrogen three times, cool down to 0°C, add Grignard reagent (300mmol) under nitrogen atmosphere, and react for 5h. After the reaction was completed, the reaction solution was slowly added to the aqueous ammonium chloride solution, stirred, and the excess solvent was removed with a rotary evaporator, and the solid organic matter obtained was separated and purified by silica gel column chromatography to obtain intermediate B-1 (27.0g, Ms : 354.66, yield: 76%).
[0131] (2) Intermediate B-1 (75 mmol) was dissolved in 350 mL of MeCN, and boron tribromide (82.5 mmol) was slowly added dropwise and stirred. After the reaction was completed, 200 mL of saturated sodium thiosulfate was added, stirred, and the organic layer was extracted 3 times with ...
Embodiment 2
[0139] Embodiment 2: the synthesis of compound 25
[0140] The synthetic route is as follows:
[0141]
[0142] The synthesis process is as follows:
[0143] (1) After dissolving reactant A-25 (100mmol) in 400mL THF, fully replace the air with nitrogen three times, cool down to 0°C, add Grignard reagent (300mmol) under nitrogen atmosphere, and react for 5h. After the reaction was completed, the reaction solution was slowly added to aqueous ammonium chloride solution, stirred, and the excess solvent was removed with a rotary evaporator, and the solid organic matter obtained was separated and purified by silica gel column chromatography to obtain intermediate B-25 (31.1g, Ms : 404.02, yield: 77%).
[0144] (2) Intermediate B-25 (75 mmol) was dissolved in 350 mL of MeCN, and boron tribromide (82.5 mmol) was slowly added dropwise and stirred. After the reaction was completed, 200 mL of saturated sodium thiosulfate was added, stirred, and the organic layer was extracted 3 tim...
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