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Organic electroluminescent compound and organic electroluminescent device comprising the same

An electroluminescence and compound technology, applied in the field of organic electroluminescence compounds, can solve the problems of lowering the color purity, and achieve the effects of improving the luminous efficiency, improving the lifespan and prolonging the lifespan.

Active Publication Date: 2019-09-17
ROHM & HAAS ELECTRONICS MATERIALS LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, Alq 3 Has the problem that it moves to other layers and shows a reduction in color purity when used in blue light emitting devices

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

Examples

Experimental program
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Effect test

example 1

[0084] Example 1: Preparation of Compound C-23

[0085]

[0086] Compound A (3.5g, 8mmol), 3-(3-bromophenyl) fluoranthene (2.5g, 7mmol), tetrakis (triphenylphosphine) palladium (0.4g, 0.4mmol), sodium carbonate (2.5g, 18 mmol), 36 mL of toluene, 9 mL of ethanol, and 9 mL of distilled water were added to the reactor, and stirred at 120° C. for 3 hours. After the reaction was completed, the organic layer mixture was washed with distilled water and extracted with ethyl acetate. The extracted organic layer was dried with magnesium sulfate, and the solvent was removed by a rotary evaporator. Thereafter, the residue was purified by column chromatography to obtain compound C-23 (3.4 g, yield: 85%).

[0087] MW UV PL melting point C-23 571.68 390nm 457nm 209℃

example 2

[0088] Example 2: Preparation of Compound C-24

[0089]

[0090] Compound A (3.3g, 8mmol), 2-(3-bromophenyl)triphenylene (3g, 8mmol), tetrakis(triphenylphosphine)palladium (0.3g, 0.3mmol), potassium carbonate (2.7g, 20mmol ), 40 mL of toluene, 10 mL of ethanol, and 10 mL of distilled water were added to the reactor, and stirred at 120° C. for 3 hours. After the reaction was completed, the organic layer mixture was washed with distilled water and extracted with ethyl acetate. The extracted organic layer was dried with magnesium sulfate, and the solvent was removed by a rotary evaporator. Thereafter, the residue was purified by column chromatography to obtain compound C-24 (2.5 g, yield: 53%).

[0091] MW UV PL melting point C-24 597.72 395nm 481nm 287℃

example 3

[0092] Example 3: Preparation of Compound 1-4

[0093]

[0094] 1) Preparation of compound 1-1

[0095] Compound B (CAS: 1044146-16-8, 36g, 124mmol), 4-chloro-2-formylphenylboronic acid (25.2g, 136mmol), tetrakis (triphenylphosphine) palladium (5.7g, 5.0mmol), Sodium carbonate (33 g, 150 mmol), 600 mL of toluene, 150 mL of ethanol, and 150 mL of distilled water were added to the reactor and stirred at 140° C. for 3 hours. After the reaction was completed, the precipitated solid was washed with distilled water and methanol. The obtained compound 1-1 was used in the next reaction without further purification.

[0096] 2) Preparation of compound 1-2

[0097] Compound 1-1 (45.6 g, 130 mmol), (methoxymethyl)triphenylphosphine chloride (74.3 g, 217 mmol), and 1,500 mL of tetrahydrofuran were added to the reactor, and the reaction mixture was stirred for 5 minutes. Then, potassium tert-butoxide (1M in THF, 220 mL) was slowly added dropwise at 0°C. The temperature was raised...

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Abstract

The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. The organic electroluminescent compound according to the present disclosure is contained in an electron transport layer and / or an electron buffer layer, so that an organic electroluminescent device having improved light-emitting efficiency can be manufactured.

Description

technical field [0001] The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. Background technique [0002] An electroluminescent device (EL device) is a self-luminous display device that is advantageous in that it provides a wider viewing angle, greater contrast ratio, and faster response time. The first organic EL device was developed by Eastman Kodak in 1987 by using small aromatic diamine molecules and aluminum complexes as materials for forming the light emitting layer (see Appl. Phys. Lett .[Applied Physics Letters] 51, 913, 1987). [0003] An organic EL device (OLED) converts electric energy into light by applying electric power to an organic electroluminescent material, and generally includes an anode, a cathode, and an organic layer formed between these two electrodes. The organic layer of an organic EL device may comprise a hole injection layer, a hole transport layer, a hole assist l...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D235/02C07D263/52C07D277/60H01L33/00C09K11/06
CPCC07D263/52C07D277/60C09K11/06C09K2211/1007C09K2211/1011C09K2211/1033C09K2211/1037H10K85/622H10K85/615H10K85/657H10K85/656H10K85/6572H10K85/623H10K85/654H10K85/6574H10K85/6576H10K50/16
Inventor 文斗铉赵相熙
Owner ROHM & HAAS ELECTRONICS MATERIALS LLC
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