Novel organic electroluminescent compounds and organic electroluminescent device using the same

A compound, electroluminescence technology, applied in electroluminescence light source, organic chemistry, electro-solid devices, etc., can solve the problem of not revealing nitrogen-containing fused bicyclic groups, short working life of organic EL devices, low glass transition temperature, etc. problems, to achieve the effect of improving current characteristics, low driving voltage, and long working life

Inactive Publication Date: 2014-06-11
ROHM & HAAS ELECTRONICS MATERIALS LLC
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  • Abstract
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Problems solved by technology

[0007] Although these phosphorescent host materials provide good luminescent characteristics, they have the following disadvantages: (1) They may degrade during high-temperature deposition in vacuum due to their low glass transition temperature and poor thermal stability
Although organic EL devices containing phosphorescent materials provide higher current efficiency (cd / A) than organic EL devices containing fluorescent materials, when conventional materials such as BAlq or CBP are used as phosphorescent host materials, compared to organic EL devices using fluorescent materials, EL devices, must be driven with much higher voltage
Therefore, there is no redemption for power efficiency (lm / W)
(3) In addition, the operating life of organic EL devices is short, and there is still a need to improve luminous efficiency
However, this document does not disclose compounds having a nitrogen-containing fused bicyclic group with a carbazole group fused to a heterocycloalkyl or cycloalkyl group fused to an aromatic ring

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

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Embodiment 1

[0078] Embodiment 1: the preparation of compound C-18

[0079]

[0080] Preparation of compound 1-1

[0081] 2,4-Dichloroquinazoline (50 g, 251 mmol) and dibenzo[b,d]furan-4-ylboronic acid (53.2 g, 251 mmol) were dissolved in toluene (1 L) and purified water ( 200mL) of the mixture, to the mixture was added Pd(PPh 3 ) 4 (14.5 g, 12.5 mmol) and Na 2 CO 3 (80 g, 755 mmol). The mixture was stirred at 80°C for 20 hours. The reaction mixture was cooled to room temperature and quenched with aqueous ammonium chloride (200 ml). The reaction mixture was extracted with 1 L of ethyl acetate (EA), and the aqueous layer was further extracted with dichloromethane (1 L). The obtained organic layer was dried over anhydrous magnesium sulfate, and the organic solvent was removed under reduced pressure. The resulting solid was filtered through silica gel, and the solvent was removed under reduced pressure. The resulting solid was washed with EA (100 mL) to give compound 1-1 (50 g,...

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Abstract

The present invention relates to a novel organic electroluminescent compound and an organic electroluminescent device containing the same. Since the organic electroluminescent compounds according to the present invention have high efficiency in transporting electrons, crystallization may be prevented when manufacturing a device. Further, the compounds have good layer formability and improve the current characteristics of the device. Therefore, they can produce an organic electroluminescent device having lowered driving voltages and enhanced power efficiency.

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 electroluminescence mechanism, phosphorescent materials can theoretically show luminous efficiency 4 times higher than that of fluorescent materials. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/04C07D495/04C07D491/04C07D403/04C07D409/14C07D403/10C07D405/14C09K11/06H01L51/54H01L27/32H05B33/14
CPCC07D495/04C09K2211/185H05B33/14C07D403/04C09K2211/1092C09K2211/1044C07D491/048H01L51/0085C07D405/14C09K2211/1088H05B33/20H01L51/0073H01L51/0072C09K2211/1007C07D403/14C07D409/14C07D487/04C09K11/06C09K2211/1029C09K2211/1011C07F7/0812H10K85/615H10K85/657H10K85/6574H10K85/6576H10K85/40H10K85/6572C09B57/00H10K85/342H10K85/654
Inventor 安熙春赵英俊金南均慎孝壬权赫柱李暻周金奉玉
Owner ROHM & HAAS ELECTRONICS MATERIALS LLC
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