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New compounds for electronic materials and organic electronic devices

A technology of electronic materials and organic compounds, applied in the direction of zinc organic compounds, silicon organic compounds, indium organic compounds, etc., can solve the problem of not being able to provide high luminous efficiency at the same time

Inactive Publication Date: 2011-11-30
GRACEL DISPLAY INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] However, iridium complexes are also considered as materials applicable only for small displays (thus limited in application to medium to large size OLED panels) because they cannot simultaneously provide pure red color and high luminous efficiency, while being suitable for medium to large size OLED panels. Large-scale OLED displays require higher EL performance than existing materials in practice

Method used

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  • New compounds for electronic materials and organic electronic devices
  • New compounds for electronic materials and organic electronic devices
  • New compounds for electronic materials and organic electronic devices

Examples

Experimental program
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specific Embodiment approach

[0178] The organic compound for electronic material of the present invention, its production method, and the light-emitting characteristics of a device produced therefrom are described below with reference to representative compounds. However, the following examples are only for illustrating the embodiment and do not limit the scope of the present invention.

preparation example 1

[0180] Preparation Example 1: Preparation of Compound (2)

[0181]

[0182] Preparation of Compound A

[0183] Add 2-aminonaphthalene-1-aldehyde (5.0g, 29.2mmol), 1-acetylnaphthalene (4.1mL, 35.1mmol), potassium hydroxide (3.3g, 58.4mmol) and ethanol (100mL) into the reaction vessel, and the mixture Stir at reflux under an argon atmosphere. When the reaction was completed, the reactant was cooled to room temperature, and an excess aqueous ammonium hydroxide solution was added thereto. The mixture was extracted with methyl chloride, and the extract was filtered under reduced pressure. Purification by column chromatography gave Compound (A) (4.8 g, 64%).

[0184] Preparation of compound (B)

[0185] Compound (A) (4.0g, 15.7mmol) and iridium chloride (2.1g, 7.1mmol) were dissolved in 2-ethoxyethanol (38mL) and distilled water (13mL), and the solution was stirred at reflux in an argon atmosphere for 24 Hour. When the reaction was complete, the reaction mixture was cooled ...

preparation example 2

[0188] Preparation Example 2: Preparation of Compound (21)

[0189]

[0190] Preparation of compound (C)

[0191] A reaction vessel was charged with 2-aminonaphthalene-3-al (5.0 g, 29.2 mmol), acetophenone (4.1 mL, 35.1 mmol), potassium hydroxide (3.3 g, 58.4 mmol) and ethanol (100 mL ), and the mixture was stirred at reflux under an argon atmosphere. When the reaction was complete, the reaction mixture was cooled to room temperature, and an excess aqueous ammonium hydroxide solution was added thereto. The mixture was extracted with methyl chloride, and the extract was filtered under reduced pressure. Purification by column chromatography gave Compound (C) (4.8 g, 64%).

[0192] Preparation of compound (D)

[0193] Compound (C) (4.0 g, 15.7 mmol) and iridium chloride (2.1 g, 7.1 mmol) were dissolved in 2-ethoxyethanol (38 mL) and distilled water (13 mL), and the solution was placed under an argon atmosphere Heated at reflux for 24 hours. When the reaction was complete...

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Abstract

To provide new compounds for efficient electronic materials, organic electronic devices and organic solar cells containing them. Specifically, the novel compound for electronic materials of the present invention is characterized in that it can be represented by Chemical Formula 1, wherein R1 and R2, or R3 and R4 are formed by linking (C3-C12) alkylene or (C3-C12) alkenylene At least one fused ring; with the proviso that if the ring formed by R3 and R4 of formula (II) connected through an alkylene or alkenylene group is a benzene ring, then R7 and R8 formed by the connection through an alkylene or alkenylene group The ring formed is not a benzene ring.

Description

technical field [0001] The present invention relates to novel compounds for electronic materials and organic electronic devices comprising the compounds. More specifically, the present invention relates to novel compounds for high-efficiency electronic materials and organic electronic devices using the compounds as phosphorescent dopants to form electroluminescent layers. Background technique [0002] The most important factor determining the luminous efficiency of an organic light-emitting diode (OLED) is the electroluminescent material. Although fluorescent materials have been widely used as electroluminescent materials at present, developing phosphorescent materials is one of the best methods to theoretically increase the luminous efficiency by up to 4 times according to the electroluminescence mechanism. [0003] So far, iridium(III) complexes are well known phosphorescent materials, including (acac)Ir(btp) 2 、Ir(ppy) 3 and Firpic for red, green and blue materials res...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07C15/60C07C15/28C07C15/62C07C15/30C07C15/38C07C15/56C07C211/54C07C211/58C07C211/61C07D209/86C07D209/88C07F3/00C07F3/06C07F5/06C07F7/08C07F15/00H01L51/50
CPCC07F15/0033Y02E10/549C09K11/06C09K2211/185H10K85/342H10K50/00
Inventor 赵英俊权赫柱金奉玉金圣珉尹胜洙
Owner GRACEL DISPLAY INC