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Organic compounds, and light emitting diode and light emitting device having the compounds

A technology of organic compounds and light-emitting diodes, applied in organic chemistry, electrical components, circuits, etc., can solve the problems of shortened OLED light-emitting life and high color gamut.

Active Publication Date: 2020-06-12
LG DISPLAY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In the case of increasing the current density or increasing the driving voltage in OLEDs to improve the brightness in OLED display devices, due to thermal degradation and deterioration of organic materials in OLEDs, Therefore, the light-emitting life of OLED is shortened
In addition, OLEDs have not yet achieved the high color gamut required by the International Telecommunication Union (International Telecommunication Union) ITU-R Recommendation BT.2020 (REC.2020 or BT.2020) on the 4K / UHD standard

Method used

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  • Organic compounds, and light emitting diode and light emitting device having the compounds
  • Organic compounds, and light emitting diode and light emitting device having the compounds
  • Organic compounds, and light emitting diode and light emitting device having the compounds

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0206] Synthesis Example 1: Synthesis of Compound H01

[0207] (1) Synthesis of intermediate R1

[0208]

[0209] 6.00g (30.6mmol) of S1, 10.70g (67.0mmol) of Br 2 and 128.5 g of acetic acid (AcOH) were put into a 500 mL round bottom flask, and the solution was stirred. After the reaction was completed, the solvent was removed, and then the solid was extracted with dichloromethane and water, and distilled under reduced pressure to obtain a crude product. Then, the crude product was purified through a silica gel column, and the remaining solvent was distilled under reduced pressure again to obtain 17.8 g of intermediate R1.

[0210] (2) Synthesis of intermediate R2

[0211]

[0212] 8.9g (1.53mmol) of intermediate R1, 12.86g (53.6mmol) of 1-iodooctane and 8.46g (61.2mmol) of K 2 CO 3Dissolved in dimethylformamide (DMF), then heated and stirred the solution. After the reaction was completed, the solvent was removed, and then the solid was extracted with dichloromet...

Synthetic example 2

[0216] Synthesis Example 2: Synthesis of Compound H02

[0217] (1) Synthesis of intermediate R3

[0218]

[0219] 8.9 g (1.53 mmol) of intermediate R1, 12.86 g (53.6 mmol) of 1-iodo-2-ethyl-hexane and 8.46 g (61.2 mmol) of K 2 CO 3 Dissolved in dimethylformamide (DMF), then heated and stirred the solution. After the reaction was completed, the solvent was removed, and then the solid was extracted with dichloromethane and water under reduced pressure to obtain a crude product. Then, the crude product was purified through a silica gel column, and the remaining solvent was distilled under reduced pressure again to obtain 12.5 g of intermediate R3.

[0220] (2) Synthesis of compound H02

[0221]

[0222] Dissolve 4.0g (4.4mmol) of intermediate R3, 0.74g (21.54mmol) of carbazole, 0.28g of bis (tri-tert-butylphosphine) palladium (0) (Pd(P(t) in 70mL of toluene -Bu) 3 ) 2 ) and 4 g of sodium tert-butoxide (t-BuONa) were put into a 100 mL round bottom flask, and the sol...

Synthetic example 3

[0223] Synthesis Example 3: Synthesis of Compound H03

[0224] (1) Synthesis of intermediate R4

[0225]

[0226] 30.00 g (22.70 mmol) of S3, 24.83 g (68.10 mmol) of concentrated HCl and 450 g of AcOH were placed in a 500 mL round bottom flask, and the solution was stirred. After the reaction was completed, the resulting solid was filtered with excess water to obtain 40 g of intermediate R4.

[0227] (2) Synthesis of intermediate R5

[0228]

[0229] 10.0g (2.92mmol) of intermediate R4, 11.97g (7.3mmol) of 1-bromohexane, 1.63g of KOH and 0.5g of KI were dissolved in dimethylsulfoxide (DMSO), and the solution was heated at room temperature Set aside overnight. After the reaction was completed, the solvent was removed, and then the solid was extracted with dichloromethane and water, and distilled under reduced pressure to obtain a crude product. Then, the crude product was purified through a silica gel column, and the remaining solvent was distilled under reduced pre...

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PUM

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Abstract

The present disclosure relates to an organic compound having a fused aromatic or hetero aromatic ring including a carbazole or fluorene moiety and a group having excellent charge mobility property, and a light emitting diode and a light emitting device having the organic compound. The organic compound can be applied into the light emitting diode by using solution process and has very deep HOMO energy level. When the organic compound is applied into a chare transfer layer, a HOMO energy level bandgap between the charge transfer layer and an emitting material layer is reduced so that holes and electrons can be injected into the emitting material layer in a balanced manner.

Description

[0001] Cross References to Related Applications [0002] This application claims the benefit of Korean Patent Application No. 10-2018-0155054 filed in Korea on December 5, 2018, which is hereby incorporated by reference in its entirety. technical field [0003] The present disclosure relates to organic compounds, and more particularly, to an organic compound that realizes a solution process and has excellent charge transfer characteristics, and a light emitting diode and a light emitting device having the compound. Background technique [0004] With the advancement of electronics and information technology, the field of displays for processing and displaying large amounts of information has rapidly developed. Accordingly, various flat panel display devices have been developed, such as liquid crystal display (LCD) devices, organic light emitting diode (OLED) display devices, and the like. Among these flat panel display devices, since the OLED enables a thin structure and exh...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/14C07C211/61H01L51/54H01L51/50
CPCC07D487/14C07C211/61C07C2603/54H10K85/615H10K85/636H10K85/626H10K85/633H10K85/6576H10K85/6574H10K85/6572H10K50/155H10K50/15H10K85/624H10K50/11H10K85/631H10K85/657H10K50/00C07C211/50H10K50/17H10K50/115
Inventor 李娜沇闵慧理
Owner LG DISPLAY CO LTD