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Electron transport material and organic electroluminescent device using same

A carbon number and compound technology, applied in the field of organic electroluminescent elements, can solve problems such as insufficient characteristics, and achieve the effects of improving high efficiency, improving driving voltage reduction, and high transmission capacity

Active Publication Date: 2015-11-11
爱思开新材料捷恩智株式会社
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Like pyridine derivatives or bipyridine derivatives, some of them have been put into practical use, but their characteristics are not sufficient, and further improvement is required

Method used

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  • Electron transport material and organic electroluminescent device using same
  • Electron transport material and organic electroluminescent device using same
  • Electron transport material and organic electroluminescent device using same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0343] Hereinafter, the present invention will be described in more detail based on examples. First, synthesis examples of compounds used in Examples will be described below.

Synthetic example 1

[0344] [Synthesis Example 1] Synthesis of Compound (1-3)

[0345]

[0346] The flask containing 2-bromothiazole (16.4 g) and 50 ml of tetrahydrofuran (THF) was cooled in an ice bath, and 55 ml of 2M isopropylmagnesium chloride THF solution was added dropwise while stirring under nitrogen atmosphere. After completion|finish of dripping, after stirring for 1 hour, zinc chloride tetramethylethylenediamine complex (30.3g) was added, stirring. Then stirred at room temperature for 1 hour, added 1-bromo-4-iodobenzene (28.3 g) and Pd(PPh 3 ) 4 (3.5 g), heated and stirred at reflux temperature for 1.5 hours. After cooling the reaction liquid to room temperature, in order to remove metal ions of the catalyst, a solution obtained by dissolving ethylenediaminetetraacetic acid tetrasodium salt dihydrate equivalent to 2 times the mole of the target compound in an appropriate amount of water is added (hereinafter abbreviated as EDTA·4Na aqueous solution) and stirred. Then, toluene was ...

Embodiment 1

[0439]

[0440] ITO formed by sputtering to a thickness of 180 nm was polished to 150 nm, and a 26 mm×28 mm×0.7 mm glass substrate (manufactured by Optoscience Co., Ltd.) was used as a transparent support substrate. This transparent support substrate was fixed to the substrate holder of a commercially available vapor deposition apparatus (manufactured by Showa Vacuum Co., Ltd.), and a molybdenum vapor deposition boat containing HI and a molybdenum vapor deposition boat containing HAT-CN were mounted. , a molybdenum vapor deposition boat with NPB added, a molybdenum vapor deposition boat with a compound (A) added, a molybdenum vapor deposition boat with a compound (B) added, a compound (1-3) of the present invention added ) molybdenum vapor deposition boats, molybdenum vapor deposition boats containing Liq, molybdenum vapor deposition boats containing magnesium, and tungsten vapor deposition boats containing silver.

[0441] The following layers were sequentially formed on th...

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Abstract

The present invention is a compound represented by formula (1) and an organic EL device using this compound. This compound is useful as an electron transport material contributing to lengthening the life of an organic EL device, lowering the drive voltage, improvements such as higher efficiency, and especially improvement of efficiency thereamong, and makes it possible to provide an excellent organic EL device. Ar is a group of valence m derived from an aromatic hydrocarbon or aromatic heterocycle; X1-X6 are =CR1- or =N-, but at least two are =CR1-, R1 in the two =CR1- is a valence bond for bonding with Ar or an azole ring, the other R1 is a hydrogen or C1-4 alkyl; Y is -O- or -S-; at least one hydrogen in the azole ring may be substituted by alkyl, phenyl, or naphthyl; m is an integer of 2-4; and at least one hydrogen of each ring and alkyl in the formula may be substituted by deuterium.

Description

technical field [0001] The present invention relates to a novel electron transport material having a thiazolyl / oxazolyl group, an organic electroluminescence device (hereinafter sometimes referred to as an organic EL (Electroluminescent) device or simply a device) using the electron transport material, and the like. Background technique [0002] In recent years, as a next-generation full-color flat panel display (full-color flat panel display), organic EL elements have attracted attention, and active research has been conducted. In order to promote the practical use of organic EL devices, reduction of device power consumption (lower voltage, improvement of external quantum yield) and longer life are essential elements, and in order to achieve these characteristics, new electron transport materials are being developed. In particular, lower power consumption and longer life of blue light-emitting elements have become issues, and various electron transport materials are being s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/20C07D277/30H01L51/50
CPCC07D277/30C07D277/20H01L51/0052H01L51/0058H01L51/0067H01L51/0069H01L51/0072H01L51/5072H10K85/626H10K85/656H10K85/615H10K85/654H10K85/6572H10K50/16C07D263/32C07D277/22C07D413/14C07D417/14H10K85/30H10K85/622H10K85/6565H10K50/171
Inventor 马场大辅小野洋平
Owner 爱思开新材料捷恩智株式会社