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

專利號(hào)
US10868258B2
公開(kāi)日期
2020-12-15
申請(qǐng)人
Semiconductor Energy Laboratory Co., Ltd.
發(fā)明人
Miki Kurihara; Hideko Yoshizumi; Hiromitsu Kido; Tatsuyoshi Takahashi; Satoshi Seo
IPC分類(lèi)
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(shuō)明書(shū)

In this example, a method for synthesizing one of the compounds that are one embodiment of the present invention and represented by General Formula (G0), 4,8-bis(9′-phenyl-2,3′-bi-9H-carbazol-9-yl)benzofuro[3,2-d]pyrimidine (abbreviation: 4,8PCCz2Bfpm-02) (Structural Formula (102)), and characteristics of thereof are described.

Synthesis Example 2 Synthesis of 4,8-bis(9′-phenyl-2,3′-bi-9H-carbazol-9-yl)benzofuro[3,2-d]pyrimidine (abbreviation: 4,8PCCz2Bfpm-02)

Into a 200-mL three-neck flask with a reflux pipe, 1.0 g of 4,8-dichloro[1]benzofuro[3,2-d]pyrimidine, 3.8 g of 9′-phenyl-2,3′-bi-9H-carbazole, 1.8 g of sodium tert-butoxide, and 130 ml of mesitylene were put, and the air in the flask was replaced with nitrogen. Then, 120 mg of cBRIDP (abbreviation) and 31 mg of allylpalladium(II)chloride dimer were added, and the mixture was stirred at 140° C. for 7 hours. The solvent was distilled off from the obtained reaction mixture, the concentrated obtained reaction mixture was dissolved in toluene, and the solution was filtered through celite, alumina, and then celite. The obtained filtrate was concentrated, whereby 1.8 g of a target yellow solid of 4,8PCCz2Bfpm-02 was obtained with a yield of 41%. The synthesis scheme of this step is shown in (B-1) below.

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Then, 1.8 g of the yellow solid was purified by a train sublimation method. In the purification by sublimation, the yellow solid was heated at 390° C. under a pressure of 8.2×10?3 Pa. After the purification by sublimation, 0.67 g of a target brown solid was obtained at a collection rate of 37%.

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