Novel organic electroluminescent compounds and organic electroluminescent device using the same

A compound and luminescent technology, which is applied in the direction of electroluminescent light source, organic chemistry, electric solid-state devices, etc., can solve the problems of phosphorescent electroluminescent devices that do not publicly emit red light, and achieve improved current characteristics, increased power efficiency, The effect of good layering

Inactive Publication Date: 2014-06-11
ROHM & HAAS ELECTRONICS MATERIALS LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] However, said patent does not disclose a phosphorescent electroluminescent device emitting red light, which contains a compound in which an N-carbazolyl group is bonded to a fluoranthene structure as a matrix material for the light-emitting layer

Method used

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  • Novel organic electroluminescent compounds and organic electroluminescent device using the same
  • Novel organic electroluminescent compounds and organic electroluminescent device using the same
  • Novel organic electroluminescent compounds and organic electroluminescent device using the same

Examples

Experimental program
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Effect test

Embodiment 1

[0070] Embodiment 1: the preparation of compound C-35

[0071]

[0072] Preparation of compound 1-2

[0073] After compound 1-1 (50 g, 247.2 mmol) was dissolved in MeCN (50 mL) and N-bromosuccinimide (NBS) (44 g, 247.2 mmol) was added, the reaction mixture was stirred at room temperature for 1 day. After the reaction was terminated, the reaction mixture was extracted with ethyl acetate (EA), and the organic layer was concentrated and purified through a silica column to obtain compound 1-2 (55.6 g, 80%).

[0074] Preparation of Compound 1-3

[0075] After compound 1-2 (7.7 g, 27.5 mmol) was dissolved in tetrahydrofuran (THF) (250 mL), the reaction mixture was cooled to -78°C. 2.5M n-BuLi in hexane (17.6 mL, 44 mmol) was added to the reaction mixture, and the reaction mixture was stirred for 1 hour. At the same temperature, slowly add B(Oi-Pr) 3 (12.6 mL, 55 mmol), then the mixture was stirred for 2 hours. After stirring, the reaction mixture was quenched by adding ...

Embodiment 2

[0083] Embodiment 2: the preparation of compound C-56

[0084]

[0085] Preparation of compound 2-1

[0086] Compound 1-3 (10g, 40.6mol), 4,4'-dibromobiphenyl (38g, 121.9mol), Pd(PPh 3 ) 4 (2.3g, 2.03mmol) and Na 2 CO 3 (12.9g, 121.9mol) was added to toluene (244mL) and purified water (60mL), and the reaction mixture was stirred at 75°C for 3 hours. After the reaction was terminated, the aqueous layer was removed, and the organic layer was concentrated and purified through a silica column to obtain compound 2-1 (9.5 g, 54%).

[0087] Preparation of Compound C-42

[0088] Compound 2-1 (5.0g, 11.5mmol), compound 1-7 (4.7g, 11.5mmol), Pd(OAc) 2 (129mg, 0.575mmol), 50%P(t-Bu) 3 (0.54mL, 2.3mmol) and Cs 2 CO 3 (11.2 g, 34.5 mmol) was added to toluene (50 mL), and the reaction mixture was stirred at reflux for 1 day. The reaction mixture was extracted with EA, and the reaction mixture was distilled under reduced pressure, and then filtered through a column (MC and...

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Abstract

The present invention relates to a novel compound and an organic electroluminescent device containing the same. Since the compounds according to the present invention have high efficiency in transporting electrons, crystallization could be prevented when manufacturing the device, and since they are adaptable in the formation of the layers, the current characteristic of the device is improved, and finally they can manufacture an organic electroluminescent device having lowered driving voltage, advanced power efficiency, and improved light emitting efficiency and lifetime characteristic compared with devices comprising the conventional materials.

Description

technical field [0001] The present invention relates to novel organic electroluminescent compounds and organic electroluminescent devices using the compounds. Background technique [0002] An electroluminescence (EL) device is a self-luminous device, and its advantages over other types of display devices are that it provides a wider viewing angle, higher contrast ratio and faster response time. Eastman Kodak first developed an organic EL device by using a small molecule (aromatic diamine) and an aluminum complex as a material for forming a light emitting layer [Appl. Phys. Lett. 51, 913, 1987]. [0003] The most important factor determining luminous efficiency in an organic EL device is a luminescent material. Hitherto, fluorescent materials have been widely used as light emitting materials. However, from the perspective of the mechanism of electroluminescence, the development of phosphorescent materials is one of the best methods to theoretically increase the luminous eff...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D403/04C07D403/14C07D409/04C07D409/14C07D407/04C07D407/14C07D209/86C09K11/06H01L27/32H01L51/54H05B33/14
CPCH05B33/14C07D209/86H01L51/0085C07D405/14C07D405/04H01L51/0072C07D409/04C07D409/14H01L51/5016H01L51/0054C09K2211/1029C09K2211/1011C09K11/06C07F7/0812C09K2211/1088C09K2211/1092H10K85/622H10K85/626H10K85/40H10K85/6572H10K85/342H10K50/11H10K2101/10H10K85/6576
Inventor 金希淑罗弘烨丘宗锡权赫柱李暻周金奉玉
Owner ROHM & HAAS ELECTRONICS MATERIALS LLC
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