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Aryl amine derivatieves and organic electroluminescent device including the same

A technology of derivatives and arylamines, which is applied in the field of organic electroluminescent display devices, can solve problems such as deviation, and achieve the effects of reducing half-value width, improving viewing angle characteristics, and maintaining efficiency and lifespan

Inactive Publication Date: 2019-07-09
LAPTO CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] Furthermore, although it is known that the viewing angle characteristics of organic electroluminescence devices are wide, from the viewpoint of the spectrum of the light source, considerable deviation occurs depending on the viewing angle.

Method used

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  • Aryl amine derivatieves and organic electroluminescent device including the same
  • Aryl amine derivatieves and organic electroluminescent device including the same
  • Aryl amine derivatieves and organic electroluminescent device including the same

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0131] Intermediate Synthesis Example 1: Synthesis of Intermediate (2)

[0132]

[0133] Add 10.0 g (0.092 mol) of 2-aminophenol, 16.9 g (0.092 mol) of 4-bromobenzaldehyde and 114 mL of ethanol, and stir at room temperature for 6 hours. After the reaction, the solvent was distilled under reduced pressure and dried to obtain a crude intermediate (1). The purification process was omitted and the following reactions were carried out.

[0134] After the intermediate (1) was dissolved in 370 mL of dichloromethane, 2,3-dichloro-5,6-dicyano-p-benzoquinone (2,3-Dichloro-5,6 -dicyano-p-benzoquinone, DDQ) 22.8 g (0.101 mol). After stirring for a whole day, purification was performed by column chromatography (DCM). Solidification was carried out with methanol to obtain 30.5 g (yield: 94.4%) of a white solid compound (intermediate body (2)).

[0135] Intermediate Synthesis Example 2: Synthesis of Intermediate (4)

[0136]

[0137] Add 10.0 g (76.88 mmol) of 2-aminobenzeneth...

Synthetic example 10

[0168] Intermediate Synthesis Example 10: Synthesis of Intermediate (19)

[0169]

[0170] Add intermediate (15) 20.0g (51.24mmol), ethylamine (Ethylamine) 6.9g (153.73mmol), Pd (dba) in 500mL single-necked flask 2 1.4g(2.56mmol), 50%P(t-Bu) 3 After mixing 2.0 g (5.12 mmol), 12.3 g (128.11 mmol) of NaOtBu (128.11 mmol), and 200 mL of toluene (Toluene), it was refluxed. After the reaction, it was cooled to normal temperature, solidified with MeOH, and filtered. The solid was purified by silica gel column chromatography (MC:HEX), solidified with EA, and filtered to obtain 8.2 g (yield: 45.1%) of a compound (intermediate (19)) as a yellow solid.

Synthetic example 11

[0171] Intermediate Synthesis Example 11: Synthesis of Intermediate (20)

[0172]

[0173] In a 500mL single-necked flask, add intermediate (2) 20.0g (72.96mmol), ethylamine (Ethylamine) 6.5g (145.92mmol), Pd (dba) 2 2.1g (3.65mmol), 50%P(t-Bu) 3 After mixing 1.5 g (3.65 mmol), 14.0 g (145.92 mmol) of NaOtBu (145.92 mmol), and 200 mL of toluene (Toluene), it was refluxed. After the reaction, it was cooled to normal temperature, solidified with MeOH, and filtered. The solid was purified by silica gel column chromatography (MC:HEX), solidified with EA, and filtered to obtain 7.2 g (yield: 41.0%) of a compound (intermediate (20)) as a yellow solid.

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PUM

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Abstract

Provided is an arylamine derivative that effectively absorbs a high-energy external light source in a UV region and minimizes damage to organic matter inside an organic electroluminescent device, thereby contributing to a substantial improvement in the lifespan of the organic electroluminescent device. An organic electroluminescent device according to the present invention comprises a first electrode, a second electrode, and one or more organic material layers provided between the first electrode and the second electrode. The organic material layer contains an arylamine derivative representedby chemical formula 1. In the chemical formula 1, the definition of each substituent is the same as the definition in the specific embodiment of the invention.

Description

technical field [0001] The present invention relates to an organic electroluminescent display device comprising a covering layer having both high refractive index properties and ultraviolet absorption properties, and more specifically relates to an organic electroluminescent device comprising arylamine derivatives in an organic layer or covering layer. Background technique [0002] From the early CRT (cathode ray tube, Cathode Ray Tube), which is the main type of the display industry, to the most widely used LCD (liquid crystal display, Liquid Crystal Display), the display industry has achieved remarkable development in the past few decades. develop. [0003] Recently, with the increase in the size of display devices, there is an increasing demand for flat display elements that take up less space, and LCDs have the disadvantages of having a limited viewing angle and not being self-illuminating, requiring other light sources. For this reason, OLEDs (Organic Light Emitting Di...

Claims

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Application Information

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IPC IPC(8): C07D263/62C07F7/08C07D277/60C07D277/66C07D277/68C07D233/64C07D233/90C09K11/06H01L51/54
CPCC07D263/62C07F7/0814C07D277/60C07D277/66C07D277/68C07D233/64C07D233/90C09K11/06C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1007C09K2211/1011C09K2211/1014H10K85/656H10K85/615H10K85/631H10K85/6572H10K85/657C07D263/54C07D263/57H10K85/633H10K50/14H10K50/18H10K50/17H10K50/11H10K50/84
Inventor 吴唯真韩甲钟金惠贞金贤娥金奎利任喆洙昔文基高炳洙
Owner LAPTO CO LTD
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