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Novel organic electroluminescent compounds and organic electroluminescent device using the same

A compound and luminescent technology, applied in the field of novel organic electroluminescent compounds and organic electroluminescent devices, can solve the problems of insufficient full-color displays and inability to provide pure blue light

Inactive Publication Date: 2009-10-21
GRACEL DISPLAY INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0027] In particular, a pure blue embodiment is not possible with the symmetrical structure of this patent application, and this material cannot provide pure blue light and is therefore insufficient for practical application in full-color displays

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
Comparison scheme
Effect test

preparation example 1

[0285] [Preparation Example 1] Preparation of Compound (1493)

[0286]

[0287] Preparation of compound (A)

[0288] 2-Bromofluorene (30.0 g, 122.0 mmol), potassium hydroxide (KOH) (41.2 g, 734.0 mmol) were dissolved in dimethylsulfoxide (400 mL), and the solution was cooled to 0°C. After slowly adding water, the mixture was stirred for 30 minutes. While maintaining the temperature at 0°C, methyl iodide (CH 3I) (30.5 g, 489.0 mmol) was slowly poured into the mixture. Then, the temperature was raised to room temperature, and the mixture was stirred for 12 hours. After adding 10% hydrochloric acid (1 L), the resulting mixture was stirred for 10 minutes. The resulting solid was filtered under reduced pressure, and recrystallized from hexane and methanol to obtain Compound (A) (29.5 g, 108.0 mmol).

[0289] Preparation of compound (B)

[0290] Compound (A) (29.5 g, 108.0 mmol) was dissolved in purified tetrahydrofuran (350 mL) under a nitrogen atmosphere. After cooli...

Embodiment 1

[0314] [Example 1] Production of OLEDs using the organic electroluminescent compound of the present invention

[0315] OLED devices are fabricated using the electroluminescent compounds of the invention.

[0316] First, a thin film (15Ω / □) (2) of transparent electrode ITO made of glass for OLED (manufactured by Samsung Corning) (1) was ultrasonically cleaned with the following substances in order: trichloroethylene, acetone , ethanol, and distilled water, store in isopropanol until use.

[0317] Then, the ITO substrate is installed in the substrate folding machine of the vacuum vapor deposition equipment, and 4,4', 4 "-three (N, N-(2-naphthyl)-phenylamino) triphenylamine (2 -TNATA) is put into the chamber of this vacuum vapor deposition equipment, then this chamber pumping makes indoor vacuum to the highest 10 -6 support. A current was applied in the chamber to evaporate 2-TNATA, thus vapor-depositing a 60 nm thick hole injection layer (3) on the ITO substrate.

[0318] ...

Embodiment 2

[0331] [Example 2] Electroluminescent properties of fabricated OLEDs

[0332]at 5,000cd / m 2 The luminous efficiencies of OLEDs containing the organic electroluminescent compound of the present invention (Example 1) or the conventional EL compound (Comparative Example 1) were measured respectively, and the test results are listed in Table 2.

[0333] Because the electroluminescent properties in the high-luminescence region are very important, especially in the case of green electroluminescent materials, the high-luminescence region (approximately 2,000 cd / m 2 ) data to reflect these properties.

[0334] Table 2

[0335]

serial number

subject

dopant

doping concentration

(mol%)

at 5000cd / m 2 Down

Luminous efficiency (cd / A)

color

1

3

Compound E

3

18.5

green

2

173

Compound E

3

18.9

green

3

2...

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PUM

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Abstract

The present invention relates to novel organic electroluminescent compounds, and organic electroluminescent devices employing the same as electroluminescent material. Specifically, the organic electroluminescent compounds according to the invention are characterized in that they are represented by Chemical Formula (1). Since the organic electroluminescent compounds according to the invention have good luminous efficiency and excellent life property of material, OLED's having very good operation life can be manufactured therefrom.

Description

technical field [0001] The present invention relates to a novel organic electroluminescent compound and an organic electroluminescent device using the compound as an electroluminescent material. Specifically, the organic electroluminescent compound of the present invention can be represented by chemical formula (1): [0002] chemical formula 1 [0003] [0004] In the formula, R 1 to R 8 Independently represent: hydrogen, halogen, (C1-C60) alkyl, (C6-C60) aryl, (C3-C60) heteroaryl, 5 containing one or more heteroatoms selected from N, O and S - or 6-membered heterocycloalkyl, (C3-C60)cycloalkyl, tri(C1-C60)alkylsilyl, di(C1-C60)alkyl(C6-C60)arylsilyl , three (C6-C60) aryl silyl, adamantyl (adamantyl), (C7-C60) bicycloalkyl, (C2-C60) alkenyl, (C2-C60) alkynyl, (C1-C60 ) alkoxy, cyano, (C1-C60) alkylamino, (C6-C60) arylamino, (C6-C60) aryl (C1-C60) alkyl, (C6-C60) aryloxy, (C6-C60)arylthio, (C1-C60)alkoxycarbonyl, carboxyl, nitro or hydroxyl, or, R 1 to R 8 Each of ca...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/573C07D333/76C07C13/66C07D209/86C07D307/91C07C13/62C07C13/72C09K11/06H01L51/50H01L51/54H01L51/42H01L51/46H10K99/00
CPCC07D277/66C07D279/22C07D209/82C07F7/0816C07C2103/48C07C2103/24C07C2103/40C07C13/615C07F7/0807C07C13/72C07D311/80C07C2102/10C07C2103/50C07D251/20C07C2103/20C07C2103/74C07C13/66C07C22/08C07C13/567C07C43/21H05B33/14C07D235/18C07C13/547C07C2103/42C07C2103/18H01L51/0058C09K2211/1011C07C25/22C07D471/04C07D223/28C07C2103/04C07C2103/52C07C211/58C09K11/06C07C211/61C07C2103/94C07D223/26C07D239/26C07C2102/08C07D241/46C07D217/02C07C2103/26C07C255/50C07D241/12C07D215/06C07D213/06C07D265/38C07D333/76C07F9/65683C07D241/42Y02E10/549C07C2602/08C07C2602/10C07C2603/04C07C2603/18C07C2603/20C07C2603/24C07C2603/26C07C2603/40C07C2603/42C07C2603/48C07C2603/50C07C2603/52C07C2603/74C07C2603/94H10K85/626
Inventor 李美爱金辰镐金侈植赵英俊权赫柱金奉玉金圣珉尹胜洙
Owner GRACEL DISPLAY INC