SO2 multi-heterocyclic structure compound and application thereof
A compound and heterocyclic technology, applied in the field of materials for organic electroluminescence, can solve the problems of high device operating voltage, few types of electron transport materials, low electron mobility, etc.
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[0046] According to the preparation method provided by the present invention, those skilled in the art can use known common means to achieve this, such as further selecting suitable catalysts and solvents, determining suitable reaction temperature, time, material ratio, etc., which are not particularly limited in the present invention. . Unless otherwise specified, the solvents, catalysts, alkalis and other raw materials used in the preparation process can be synthesized through public commercial channels or methods known in the art.
[0047] Synthetic intermediates M1~M10
[0048] Synthesis of intermediate M1
[0049]
[0050] The synthetic route is as follows:
[0051]
[0052] The specific steps are:
[0053] (1) Add 4-chloro-1-fluoro-2-nitrobenzene (17.5g, 0.1mol), 2-bromo-4-chloroaniline (30.8g, 0.15mol) into a 2L three-neck flask equipped with mechanical stirring ), stirring, and argon protection, heating to 180°C, and holding the reaction for more than 30 hours. During the rea...
Example Embodiment
[0104] Example 1
[0105]
[0106] The synthetic route is as follows:
[0107]
[0108] The synthesis of compound I-1 includes the following specific steps:
[0109] Take a 2L three-necked flask with magnetic stirring. After nitrogen replacement, add M1 (43.4g, 0.1mol), phenylboronic acid (36.6g, 0.3mol), cesium carbonate (117g, 0.36mol) and 800ml of dioxane, and start stirring. . After nitrogen replacement again (2.2 g, 11 mmol) tri-tert-butyl phosphine and (4.1 g, 4.5 mmol) tris(dibenzylideneacetone) dipalladium were added. After the addition, the temperature is increased by heating, and the temperature is controlled at 80-90°C to react for 4 hours, and the temperature is lowered after the reaction is completed. Adjust to neutral, separate the organic phase, extract, dry, column chromatography, and spin to dry the solvent to obtain 40.3 g of light yellow solid with a yield of about 72%.
[0110] Product MS (m / e): 560.16; Elemental analysis (C 37 H 24 N 2 O 2 S): Theoretical value...
Example Embodiment
[0111] Example 2
[0112]
[0113] The synthetic route is as follows:
[0114]
[0115] Synthesis of compound I-8: Replace M1, 3,4-dimethylphenylboronic acid with M2, select appropriate material ratio, and other raw materials and steps are the same as in Example 1, to obtain 42.7g of light yellow solid. The rate is about 79%.
[0116] Product MS (m / e): 540.19; Elemental analysis (C 35 H 28 N 2 O 2 S): Theoretical value C: 77.75%, H: 5.22%, N: 5.18%; measured value C: 77.49%, H: 5.00%, N: 4.96%.
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