Organic material with heterocyclic structure and application thereof
An organic material and heterocyclic technology, applied in the field of organic electroluminescent display, can solve the problems of reduced lifespan, reduced efficiency, and serious power consumption, and achieve high electron transport performance, good film stability, and improved photoelectric performance.
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[0033] According to the preparation method provided by the present invention, those skilled in the art can use known common means to realize, such as further selecting suitable catalysts, solvents, determining suitable reaction temperature, time, material ratio, etc., the present invention is not particularly limited to this . Unless otherwise specified, the solvents, catalysts, bases and other raw materials used in the preparation process can be synthesized through open commercial channels or methods known in the art.
[0034] Synthesis of Intermediates M1~M16
[0035] Synthesis of Intermediates M1 and M2
[0036]
[0037] The synthetic route is as follows:
[0038]
[0039] The specific operation steps are:
[0040] (1) Add dichloromethane (200mL) and aluminum trichloride (29.3g, 0.22mol) to a 2L three-necked flask equipped with mechanical stirring, start stirring, and add 4-bromophthalic anhydride (22.6g, 0.1mol) in dichloromethane (150mL), stirred at room temperatu...
Embodiment 1
[0087] The synthesis of embodiment 1 compound I-1
[0088]
[0089] The synthetic route is as follows:
[0090]
[0091] In a 1L three-necked flask, add M1 (49.0g, 0.1mol), (4-phenylquinazolin-2-yl) boric acid (25.0g, 0.1mol), sodium carbonate (15.9g, 0.15mol), toluene 150mL, 150mL of ethanol, 150mL of water, the reaction system was replaced with nitrogen and then Pd(PPh3)4 (11.5g, 10mmol) was added. Heat to reflux for 3 hours to stop the reaction (the temperature in the system is about 78°C). The solvent was evaporated by subtraction, extracted with dichloromethane, dried over anhydrous magnesium sulfate, filtered, petroleum ether / ethyl acetate (2:1) column chromatography, spin-dried solvent, ethyl acetate beating, filtered to obtain 53.0g light yellow solid I -1, the yield is about 86%.
[0092] Product MS (m / e): 616.15; Elemental analysis (C 39 h 24 N 2 o 4 S): theoretical value C: 75.96%, H: 3.92%, N: 4.54%; measured value C: 75.91%, H: 3.96%, N: 4.50%.
Embodiment 2
[0093] The synthesis of embodiment 2 compound 1-2
[0094]
[0095] The synthetic route is as follows:
[0096]
[0097] Substitute M2 for M1, (4-([[1,1'-biphenyl]-4-yl)quinazolin-2-yl)boronic acid for (4-phenylquinazolin-2-yl)boronic acid, choose Appropriate material ratio, other raw materials and steps are the same as the synthetic method of Example 1 to obtain 56.7g of light yellow solid I-2 with a yield of about 82%.
[0098] Product MS (m / e): 692.18; Elemental analysis (C 45 h 28 N 2 o 4 S): theoretical value C: 78.02%, H: 4.07%, N: 4.04%; measured value C: 78.06%, H: 4.12%, N: 3.89%.
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