organic el element
A component, organic technology, applied in the field of organic EL components
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[0087] Hereinafter, specific examples of the present invention will be shown together with comparative examples, and the present invention will be further described in detail.
Synthetic example 1
[0088] Synthesis Example 1 (Synthesis of Compound 1)
[0089] 【Chemical 12】
[0090]
[0091] Synthesis of 9,10-diphenylanthracene-2-boronic acid
[0092] Suspend 6.8 g (23.7 mmol) of 2-bromoanthraquinone in a mixed solvent of 50 ml of dehydrated toluene and 50 ml of dehydrated ether, and cool to -20°C. To this was added 26.3 ml (50 mmol) of a butyl ether solution (1.9 mmol / ml) of phenyl lithium, and after reacting for 6 hours, distilled water was added to stop the reaction. Then, the separated organic layer was subjected to column chromatography to obtain a diol body. Next, the obtained diol body, 39 g (237 mmol) of potassium iodide, and 41 g (390 mmol) of sodium hypophosphite monohydrate were dissolved in acetic acid, and refluxed for 6 hours. After cooling, the precipitate was filtered and purified by column chromatography to obtain 4.68 g (11.4 mmol) of 2-bromo-9,10-diphenylanthracene. The yield was 48.3%.
[0093] 4.68 g (11.4 mmol) of 2-bromo-9,10-diphenylanthrac...
Synthetic example 2
[0100] Synthesis Example 2 (Synthesis of Compound 2)
[0101] 【chemical 13】
[0102]
[0103] Synthesis of 10-phenylanthracene-9-boronic acid
[0104] 15.14 g (58.9 mmol) of 9-bromoanthracene, 7.2 g (59 mmol) of phenyl borate, and 1 g of tetrakis(triphenylphosphine)palladium as a catalyst were dissolved in a mixed solvent of 100 ml of toluene and 25 ml of ethanol. 50 ml of 2M aqueous sodium carbonate solution was added to this mixed solvent, and the mixture was reacted at 90° C. for 12 hours. After the reaction, the organic layer was separated and subjected to column chromatography to obtain 13.65 g (53.7 mmol) of 9-phenylanthracene. The yield was 91.2%.
[0105] Dissolve 13.65 g (53.7 mmol) of 9-phenylanthracene in 100 ml of N,N-dimethylformamide, add 10.5 g (59 mmol) of N-bromosuccinimide, and react for 6 hours. Next, distilled water was added to stop the reaction, and the precipitate was filtered. The recovered precipitate was purified by column chromatography to ob...
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