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Organic electroluminescent compound and organic electroluminescent device comprising the same

An electroluminescent device and electroluminescent technology, applied in electroluminescent light sources, organic chemistry, electric light sources, etc., can solve the problems of no advantage in power efficiency, low glass transition temperature, shortened device life, etc., and achieve excellent power efficiency , The effect of low driving voltage and improving driving life

Active Publication Date: 2018-07-17
ROHM & HAAS ELECTRONICS MATERIALS KOREA LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although these materials provide good light-emitting properties, they have the following disadvantages: (1) Due to their low glass transition temperature and poor thermal stability, they may degrade in vacuum during the high-temperature deposition process, and the lifetime of the device may be limited. shorten
Therefore, there is no advantage in terms of power efficiency (lm / W)
(3) In addition, the operating life of organic electroluminescent devices is short, and there is still a need to improve luminous efficiency
[0013] However, the above documents do not specifically disclose compounds having a fused oxa-carbazole core structure or a fused thia-carbazole core structure

Method used

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  • Organic electroluminescent compound and organic electroluminescent device comprising the same
  • Organic electroluminescent compound and organic electroluminescent device comprising the same
  • Organic electroluminescent compound and organic electroluminescent device comprising the same

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0114] Embodiment 1: preparation compound C-39

[0115]

[0116] Preparation of compound 1-1

[0117] 2-Bromo-1-chloro-nitrobenzene (56g, 234mmol), 2-chlorophenylboronic acid (74g, 476mmol), tetrakis (triphenylphosphine) palladium (0) (Pd (PPh 3 ) 4 ) (13g, 11.9mmol), 2M cesium carbonate (194g, 596mmol), toluene (1200mL) and ethanol (300mL) were poured into a flask and dissolved, then refluxed for 12 hours. After the reaction was completed, the organic layer was extracted with ethyl acetate. The organic extract was dried over magnesium sulfate, and purified by column chromatography to obtain compound 1-1 (51 g, yield: 80%).

[0118] Preparation of Compound 1-2

[0119] Compound 1-1 (10g, 37.3mmol), 2-methoxyphenylboronic acid (6.8g, 44.7mmol), tris(dibenzylideneacetone) dipalladium (1.7g, 1.86mmol), cesium carbonate (30g , 93.2mmol), tricyclohexylphosphine (1g, 3.73mmol), toluene (200mL) and dioxane (50mL) were poured into the flask and dissolved, then refluxed fo...

Embodiment 2

[0129] Embodiment 2: preparation compound C-36

[0130]

[0131] Compound 1-5 (5g, 19mmol), 2-(3-bromobiphenyl)-3-yl-4,6-diphenyl-1,3,5-triazine (9g, 19mmol), palladium acetate ( 0.2g, 0.97mmol), sodium tert-butoxide (4.6g, 48mmol), 2-dichlorohexylphosphine-2',6'-dimethoxybiphenyl (0.7g, 1.9mmol) and o-xylene (100mL ) into the flask, dissolved, and then refluxed for 7 hours. After the reaction was completed, the organic layer was extracted with ethyl acetate. The organic extract was dried over magnesium sulfate, and purified by column chromatography to obtain compound C-36 (8.2 g, yield: 65%).

[0132] compound

Embodiment 3

[0133] Embodiment 3: preparation compound C-31

[0134]

[0135] Compound 1-5 (3g, 11mmol), 2-[1,1'-biphenyl]-4-yl-4-chloro-6-phenyl-1,3,5-triazine (4.8g, 14mmol) , 4-(dimethylamino)pyridine (0.7g, 5.8mmol), potassium carbonate (4g, 29mmol) and dimethylformamide (120mL) were poured into a flask, dissolved, and heated to 120°C, and then reacted for 4 Hour. After completing the reaction, the mixture was added dropwise to distilled water, and the resulting solid was filtered. The filtrate was dried and purified by column chromatography to obtain compound C-31 (6.4 g, yield: 97%).

[0136] compound

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Abstract

The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. By using the organic electroluminescent compound of the present disclosure, it is possible to provide an organic electroluminescent device having low driving voltage and / or excellent power efficiency and / or improved driving lifespan.

Description

technical field [0001] The present disclosure relates to organic electroluminescent compounds and organic electroluminescent devices comprising the same. Background technique [0002] Among the display devices, an electroluminescence device (EL device) is a self-luminous display device, which has the advantages of providing a wider viewing angle, a larger contrast ratio, and a faster response time. The first organic EL device was developed by Eastman Kodak by using small aromatic diamine molecules and aluminum complexes as materials for forming a light emitting layer [Appl. Phys. Lett. 51, 913, 1987 ]. [0003] The most important factor determining the luminous efficiency in an organic electroluminescent device is the luminescent material. Fluorescent materials have been widely used as light-emitting materials so far. However, from the viewpoint of electroluminescence mechanism, phosphorescent light emitting materials have been extensively studied since they theoretically...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/044C07D495/04C09K11/06H01L27/32H01L51/54H05B33/14
CPCC07D491/06C07D495/06C09K11/06C09K2211/1007C09K2211/1029C09K2211/185H10K85/615H10K85/654H10K85/6572H10K85/657H10K50/11H10K2101/10H10K2101/90C07D491/044C07D495/04C07D209/82C07D307/91C07D333/76C09K2211/1037C09K2211/1033C09K2211/1011H10K50/00H10K30/865H10K50/16C09K2211/1018
Inventor 文斗铉全志松
Owner ROHM & HAAS ELECTRONICS MATERIALS KOREA LTD
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