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Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device

專利號
US10868258B2
公開日期
2020-12-15
申請人
Semiconductor Energy Laboratory Co., Ltd.
發(fā)明人
Miki Kurihara; Hideko Yoshizumi; Hiromitsu Kido; Tatsuyoshi Takahashi; Satoshi Seo
IPC分類
H01L51/50; H01L51/00; C07D491/048; C07D495/04
技術(shù)領(lǐng)域
emitting,light,skeleton,8cz,layer,compound,in,phenyl,material,electron
地域: Kanagawa-ken

摘要

A novel organic compound is provided. Moreover, a light-emitting element with high emission efficiency and a long lifetime is provided. A novel organic compound having a bicarbazole skeleton and a benzofuropyrimidine skeleton or a benzothienopyrimidine skeleton that includes at least one condensed ring or two condensed rings is provided. Moreover, a light-emitting element including the organic compound is provided.

說明書

In this example, a method for synthesizing one of the compounds of one embodiment of the present invention and represented by General Formula (G0), 8-(9H-carbazol-9-yl)-4-(9′-phenyl-2,3′-bi-9H-carbazol-9-yl)benzofuro[3,2-d]pyrimidine (abbreviation: 8Cz-4PCCzBfpm-02) (Structural Formula (100)), and characteristics thereof are described.

Synthesis Example 1 Step 1: Synthesis of 8-chloro-4-(9′-phenyl-2,3′-bi-9H-carbazol-9-yl)benzofuro[3,2-d]pyrimidine

Into a 200-mL three-neck flask the air in which was replaced with nitrogen, 0.30 g of sodium hydride (60%) was put, and 30 mL of N,N′-dimethylformamide (abbreviation: DMF) was dropped thereinto while stirring was performed. The three-neck flask was cooled to 0° C. with ice, a solution of 1.8 g of 9-phenyl-2,3′-bi-9H-carbazole and 15 mL of DMF was dropped to the mixture, the temperature of the mixture was raised to room temperature, and stirring was performed for one hour. After the stirring, a reaction container was cooled to 0° C. with ice, a solution of 0.82 g of 4,8-dichloro[1]benzofuro[3,2-d]pyrimidine and 20 mL of DMF was dropped to the mixture, the temperature of the mixture was raised to room temperature, and stirring was performed for 20 hours. The obtained reaction solution was added to ice water and subjected to extraction with toluene. The solution of the extract was washed with saturated saline. Then, magnesium sulfate was added and filtration was performed. The solvent of the obtained filtrate was distilled off. The obtained reaction mixture was purified by silica gel column chromatography.

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