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Organic electroluminescent compound and organic electroluminescent device comprising the same

An electroluminescent device and compound technology, which can be applied in the fields of organic chemistry, light-emitting materials, organic semiconductor devices, etc., and can solve the problems of reduced luminous efficiency and increased driving voltage.

Pending Publication Date: 2021-04-23
ROHM & HAAS ELECTRONICS MATERIALS LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, there is a problem that the luminous efficiency decreases and the driving voltage increases

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
Comparison scheme
Effect test

example 1

[0158] [Example 1] Preparation of Compound C-24

[0159]

[0160] 1) Synthesis of compound 1-1

[0161] 1-Chloronaphtho[1,2-b]benzofuran (40.0g, 158.3mmol), (2-nitrophenyl)boronic acid (160.0g, 949.7mmol), Pd 2 (dba) 3 (14.5g, 15.8mmol), S-phos (13.0g, 31.7mmol), and K 3 PO 4 (84.0g, 395.5mmol) was introduced into the flask and dissolved in 800mL THF and 200mL H 2 O, and then stirred at reflux for 24 hours. After completing the reaction by adding distilled water thereto, the reaction mixture was washed with ethylene acetate / distilled water (EA / H 2 O) Extraction, and then purification by column chromatography to obtain compound 1-1 (39.4 g, yield: 59%).

[0162] 2) Synthesis of compound 1-2

[0163] Compound 1-1 (39.4g, 116.1mmol) and PPh 3 (76.0 g, 290.3 mmol) was introduced into the flask and dissolved in 580 mL of o-DCB, and then stirred under reflux for 22 hours. After the reaction was completed, the reaction mixture was distilled and then purified by column chr...

example 2

[0167] [Example 2] Preparation of Compound C-1

[0168]

[0169] Compound 1-2 (7.0g, 22.8mmol), 2-(2-bromophenyl)-4,6-diphenyl-1,3,5-triazine (8.8g, 22.8mmol), CuSO 4 (1.8g, 11.4mmol), and K 2 CO 3(6.3 g, 45.6 mmol) was introduced into the flask and dissolved in 120 mL of Lo-DCB, and then stirred under reflux for 3 hours. After the reaction was completed, the reaction mixture was distilled and then purified by column chromatography to obtain Compound C-1 (4.2 g, yield: 51%).

[0170] MW melting point C-1 614.69 305.6℃

example 3

[0171] [Example 3] Preparation of Compound C-38

[0172]

[0173] Compound 1-2 (4.0g, 13.0mmol), 3-bromo-1,1':2',1"-terphenyl (4.0g, 13.0mmol), Pd 2 (dba) 3 (0.6 g, 0.6 mmol), S-phos (0.5 g, 1.3 mmol), and NaOtBu (3.7 g, 39.0 mmol) were introduced into the flask and dissolved in 65 mL of o-xylene, and then stirred under reflux for 12 hours. After the reaction was complete, the reaction mixture was washed with EA / H 2 O extraction, and then purified by column chromatography to obtain compound C-38 (3.3 g, yield: 47%).

[0174] MW melting point C-38 535.6 193.0℃

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Abstract

The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound according to the present disclosure, an organic electroluminescent device having low driving voltage and / or high luminous efficiency and / or long lifespan can be provided.

Description

technical field [0001] The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. Background technique [0002] TPD / Alq with green emission consisting of emissive layer and charge transport layer 3 Double-layer small molecule organic electroluminescent devices were first developed in 1987 by Tang et al. at Eastman Kodak. Since then, research on organic electroluminescent devices has been rapidly commercialized. [0003] An organic electroluminescent device (OLED) converts electrical energy into light by applying power to an organic electroluminescent material, and generally includes an anode, a cathode, and multiple organic layers formed between the two electrodes. Organic layers used in organic electroluminescent devices can be classified into hole injection layer, hole transport layer, hole assist layer, light emission assist layer, electron blocking layer, light emitting layer, electron buffer l...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/048C07D495/04C07D403/10C07D403/04C07D487/04C07D209/94C07D493/04C07D307/77C07D333/78C07D405/04C07D405/10C07D409/04C07D409/10C07D251/24C07C211/61C09K11/06H01L51/50H01L51/54
CPCC07D491/048C07D495/04C07D403/10C07D403/04C07D487/04C07D209/94C07D493/04C07D307/77C07D333/78C07D405/04C07D405/10C07D409/04C07D409/10C07D251/24C07C211/61C09K11/06H10K85/624H10K85/615H10K85/631H10K85/636H10K85/633H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/11H10K85/626H10K85/342H10K2101/10H10K2101/90C07D209/82C07C211/57C07D333/76C09K2211/1059C09K2211/1088C09K2211/1029C09K2211/1018C09K2211/1007
Inventor 洪镇理李孝姃朴孝淳全艺珍赵相熙韩泰俊
Owner ROHM & HAAS ELECTRONICS MATERIALS LLC