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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
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)

Then, 1.0 g of the obtained pale yellow solid was purified by a train sublimation method. In the purification by sublimation, the pale yellow solid was heated at 380° C. under a pressure of 2.3 Pa with a flow rate of an argon gas of 10 mL/min. After the purification by sublimation, 0.77 g of a target yellow solid was obtained at a collection rate of 76%.

The obtained solid was subjected to nuclear magnetic resonance spectrometry (1H NMR), and the results are shown below.

1H-NMR δ(TCE-d2): 7.22-7.25 (dt, 1H), 7.30-7.32 (m, 4H), 7.37-7.56 (m, 12H), 7.62 (dd, 2H), 7.67 (dd, 1H), 7.74-7.78 (dt, 2H), 7.93-7.97 (m, 3H), 8.07 (d, 1H), 8.15 (d, 2H), 8.23 (d, 1H), 8.29 (d, 1H), 8.43 (dd, 1H), 8.72 (td, 1H), 8.95 (s, 1H), 9.32 (s, 1H).

FIGS. 22A and 22B are 1H NMR charts of the obtained solid. Note that FIG. 22B is a chart showing an enlarged part in the range of 6.5 ppm to 9.5 ppm of FIG. 22A. The results revealed that 4Ph-2,8mDBtP2Bfpm, which was the target substance, was obtained.

<Characteristics of 8Cz-4mPCCzPBfpm>

Absorption and emission spectra of 8Cz-4mPCCzPBfpm in a toluene solution are shown in FIG. 23. The horizontal axis represents wavelength and the vertical axes represent absorption intensity and emission intensity. The measurement method was the same as that described in the above example.

As shown in FIG. 23, the absorption peak wavelengths of 8Cz-4mPCCzPBfpm in the toluene solution were around 292 nm, 303 nm, and 323 nm, and the emission peak wavelengths thereof were around 371 nm and 477 nm (an excitation wavelength of 341 nm).

權(quán)利要求

1
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