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Organic compound and organic electroluminescent device containing the same

An organic compound, unsubstituted technology, applied in organic chemistry, electric solid-state devices, luminescent materials, etc., to achieve good planar conjugation, good electron injection and migration performance, and improve mobility

Pending Publication Date: 2021-05-11
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 and organic electroluminescent device containing the same
  • Organic compound and organic electroluminescent device containing the same
  • Organic compound and organic electroluminescent device containing the same

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0051]Synthesis Example 1: Synthesis of Compound C2

[0052]

[0053](1) Preparation of Compound 1-1

[0054]2-methylquinoline (14.3 g, 0.1 mol, 1 eq), 4-bromine (55.5 g, 0.3 mol, 3 eq), TMSCN (30g, 0.3 mol, 3eq), NH4I (2.9g, 0.02mol, 0.2eq), pH2PO2H (21.8g, 0.1 mol, 1 eq) and NH4BF4(10.5 g, 0.1 mol, 1 eq) was added to a three-mouth flask containing a platinum electrode containing DMA (1L). Under power catalysis (j = 10mA / cm2The oil bath is heated to 90 ° C for 20 hours, and the TLC monitored reaction is completed. The reaction liquid was cooled to room temperature, and the solvent was spurly evaporated under reduced pressure. 1.5 L of water was added and extracted with ethyl acetate (1 L * 3). The ethyl acetate phase was combined, dried over anhydrous sodium sulfate, filtration, and evaporated. Ethyl acetate, the resulting crude product column layer was purified to the intermediate 1-1 (27.2 g, yield 80%).

[0055](2) Preparation of Compound C2

[0056]Compound 1-1 (6.2 g, 18 mmol), Compound 2-...

Synthetic example 2

[0057]Synthesis 2: Synthesis of Compound C22

[0058]

[0059](1) Preparation of Compound 2-1

[0060]2-methylquinoline (14.3 g, 0.1 mol, 1 eq), 3-chlorobenzylamine (42.3 g, 0.3 mol, 3eq), TMSCN (30g, 0.3 mol, 3eq), NH4I (2.9g, 0.02mol, 0.2eq), pH2PO2H (21.8g, 0.1 mol, 1 eq) and NH4BF4(10.5 g, 0.1 mol, 1 eq) was added to a three-mouth flask containing a platinum electrode containing DMA (1L). Under power catalysis (j = 10mA / cm2The oil bath is heated to 90 ° C for 22 hours, and the TLC monitored reaction is completed. The reaction liquid was cooled to room temperature, and the solvent was spurly evaporated under reduced pressure. 1.5 L of water was added and extracted with ethyl acetate (1 L * 3). The ethyl acetate phase was combined, dried over anhydrous sodium sulfate, and evaporated with EtOAc (EtOAc) EtOAc.

[0061](2) Preparation of Compound 2-2

[0062]Compounds 2-1 (15.5 g, 50 mmol), ferric acid-ravate (19 g, 75 mmol) and potassium acetate (14.7 g, 150 mmol) were added to a flask containin...

Synthetic example 3

[0065]Synthesis Example 3: Synthesis of Compound C41

[0066]

[0067](1) Preparation of Compound 3-1

[0068]Compound 4- (4-bromophenyl) benzengnitrile (25.7 g, 0.1 mol), 3-methyl-4-chlorine-phenyl boric acid (107 g, 0.4 mol), potassium carbonate (17 g, 0.1 mol), Pd (PPH3)4(1155 mg, 1 mmol) was added to a flask containing toluene / ethanol / water 400 ml / 100 ml / 100 ml, and the replacement of nitrogen was reacted for 4 hours in a nitrogen atmosphere, and the TLC showed the reaction. It was cooled to room temperature, separation, and aqueous phase extraction was extracted with ethyl acetate, combined with an organic phase, sodium anhydrous sodium sulfate, and purified compounds 3-1 (25 g, 83%).

[0069](2) Preparation of Compound 3-2

[0070]Compounds 3-1 (15.2 g, 50 mmol), boronic acid-ravata (19 g, 75 mmol) and potassium acetate (14.7 g, 150 mmol) were added to a flask containing 1,4-dioxane (300 mL), room temperature After stirring, the nitrogen was stirred and palladium (224 mg, 1 mmol), SP...

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Abstract

The invention relates to an organic compound, which is characterized by having a structure as shown in (1) in the specification, wherein L1 and L2 are respectively and independently selected from a single bond, a substituted or unsubstituted C6-C30 arylene group or a substituted or unsubstituted C3-C30 heteroarylene group; Ar1 and Ar2 are respectively and independently selected from a substituted or unsubstituted C6-C30 aryl group or a substituted or unsubstituted C3-C30 heteroaryl group; R is halogen, a C1-C30 alkyl group, a C3-C30 cycloalkyl group, a C1-C30 alkoxy group, an amino group, a C6-C30 arylamino group or a nitro group; each of p and n is an integer of 0-6, p+n is less than or equal to 6, and when p is 0, L1 is not a single bond; and when each substituted or unsubstituted group has a substituent group, the substituent group is selected from one or a combination of more of halogen, C1-C30 alkyl, C3-C30 cycloalkyl, C2-C30 alkenyl, C2-C30 alkynyl, cyano, nitryl, C1-C30 alkoxy, C1-C30 sulfo alkoxy, C6-C30 aryl and C3-C60 heteroaryl. The invention also relates to an organic electroluminescent device using the organic compound.

Description

Technical field[0001]The present invention relates to a new type of organic compound, and more particularly to an organic compound and an application in an organic electroluminescent device.Background technique[0002]An organic electroluminescence (OLED: Organic Light EMISSION DIODES) device is a class of devices having a class of sandwich structures including a positive and negative electrode film layer and an organic functional material layer clamping between the electrode film layer. The electrode of the OLED device is applied, and the positive charge is injected from the positive electrode, the negative charge is injected from the negative electrode, and the positive and negative charge under the electric field is migrated in the organic layer. Since the OLED devices have the advantages of high brightness, fast response, high viewing angle, simple process, flexibility, etc., are highly received in the new display technology and new lighting technology. At present, this technology...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04C07D519/00C09K11/06H01L51/54H01L51/50
CPCC07D471/04C07D519/00C09K11/06C09K2211/1044C09K2211/1059C09K2211/1011C09K2211/1029H10K85/615H10K85/654H10K85/6572H10K50/16Y02E10/549
Inventor 孙恩涛方仁杰刘叔尧吴俊宇
Owner BEIJING ETERNAL MATERIAL TECH
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