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Organic compound for organic electroluminescent device and application thereof

An organic compound, unsubstituted technology, applied in organic chemistry, electrical solid devices, electrical components, etc., to achieve the effects of increased stacking, increased planar conjugation, and high luminous efficiency

Pending Publication Date: 2022-01-25
BEIJING ETERNAL MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This is because an OLED device with good efficiency and long life is usually the result of the optimal combination of device structure and various organic materials, which provides great opportunities and challenges for chemists to design and develop functional materials with various structures

Method used

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  • Organic compound for organic electroluminescent device and application thereof
  • Organic compound for organic electroluminescent device and application thereof
  • Organic compound for organic electroluminescent device and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0073] Synthesis of Compound C1

[0074]

[0075] (1) Preparation of compound 1-1

[0076] The compound 1-naphthalene boronic acid (344g, 2mol), 2,3-dichloronitrobenzene (566g, 2mol), potassium carbonate (828g, 3mol) was added into a mixture containing 1,4-dioxane / water (8L / 1L ) in the flask, after replacing the nitrogen with stirring at room temperature, add tetrakistriphenylphosphine palladium (11.5 g, 10 mmol), replace the nitrogen three times after the addition, stir and reflux for 5 hours, and monitor the end of the reaction by TLC. Remove 1,4-dioxane by rotary evaporation under reduced pressure, add dichloromethane to dissolve, and separate the layers. The organic phase was dried with anhydrous sodium sulfate, filtered, 5 L of methanol was added and stirred at room temperature overnight after the solvent was removed under reduced pressure. A brown solid was precipitated by filtration and dried in air to obtain compound 1-1 (526 g, yield 93%).

[0077] (2) Preparatio...

Synthetic example 2

[0086] Synthesis of Compound C22

[0087]

[0088] (1) Preparation of compound 2-1

[0089] Add compound 1-3 (20g, 58.3mmol), 2-bromobenzofuran (11.4g, 58.3mmol), potassium carbonate (24.1g, 175mmol) into a flask containing toluene / ethanol / water 250mL / 50mL / 50mL, After replacing the nitrogen with stirring at room temperature, tetrakistriphenylphosphine palladium (0.7 g, 0.6 mmol) was added. After the addition, the nitrogen was replaced three times, and the reaction was stirred and refluxed for 5 hours, and the end point of the reaction was monitored by TLC. Cool to room temperature and separate the liquids. The organic phase was extracted with ethyl acetate, the organic phases were combined, dried over anhydrous sodium sulfate, filtered, the solvent was removed under reduced pressure and purified by column chromatography to obtain brown compound 2-1 (11.8 g, yield 61%).

[0090] (2) Preparation of compound 2-2

[0091] The compound 1-chloro-2-phenyl-4-(4-biphenyl)-1,3,5-t...

Synthetic example 3

[0095] Synthesis of Compound C37

[0096]

[0097] (1) Preparation of compound 3-1

[0098] Add compound 1-3 (15.4g, 45mmol), 2-bromothiophene (7.3g, 45mmol), potassium carbonate (18.6g, 135mmol) into a flask containing toluene / ethanol / water 250mL / 50mL / 50mL, stir at room temperature After replacing the nitrogen, tetrakistriphenylphosphine palladium (520 mg, 0.45 mmol) was added. After the addition, the nitrogen was replaced three times, and the mixture was stirred and refluxed for 7 hours. The end point of the reaction was monitored by TLC. Cool to room temperature and separate the liquids. The organic phase was extracted with ethyl acetate, the organic phases were combined, dried over anhydrous sodium sulfate, filtered, the solvent was removed under reduced pressure and purified by column chromatography to obtain compound 3-1 (8.7 g, yield 65%).

[0099] (2) Preparation of compound 3-2

[0100] The compound 1-chloro-4-phenylquinazoline (24g, 0.1mol), 3-chloro-3-biphenyl...

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Abstract

The invention relates to an organic compound, which is characterized by having a structure as shown in (1), wherein L is a single bond, a substituted or unsubstituted C6-C30 arylene, or a substituted or unsubstituted C3-C30 heteroarylene; Ar is a substituted or unsubstituted C6-C60 aryl group, or a substituted or unsubstituted C3-C60 heteroaryl group ; X is O or S; each of R1 to R3 is H, deuterium, halogen, a cyano group, a C1 to C20 chain alkyl group, a C2 to C20 alkenyl group, a C3 to C21 cycloalkyl group of, a C2 to C20 alkynyl group, a C1 to C20 alkoxy group , a substituted or unsubstituted C6-C60 aryl group, or a substituted or unsubstituted C3-C60 heteroaryl group; R2 is optionally fused with an aromatic ring where X is located; m, n and o are independently from 1 to a maximum permissible integer, but hydrogen at the * position in the formula cannot be substituted.

Description

technical field [0001] The invention relates to an organic compound, in particular to an organic compound used in an organic electroluminescent device and its application. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) devices are a type of device with a sandwich-like structure, including positive and negative electrode film layers and an organic functional material layer sandwiched between the electrode film layers. Apply voltage to the electrodes of the OLED device, positive charges are injected from the positive electrode, and negative charges are injected from the negative electrode. Under the action of the electric field, the positive and negative charges migrate in the organic layer and recombine to emit light. Due to the advantages of high brightness, fast response, wide viewing angle, simple process, and flexibility, OLED devices have attracted much attention in the field of new display technology and new lighting techn...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D405/14C07D487/04C07D409/14H01L51/50H01L51/54
CPCC07D405/14C07D487/04C07D409/14H10K85/653H10K85/655H10K85/654H10K85/6572H10K50/18
Inventor 孙恩涛方仁杰刘叔尧
Owner BEIJING ETERNAL MATERIAL TECH
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