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Novel organic electroluminescent compounds and organic electroluminescent device using the same

A luminescent and compound technology, applied in the field of organic electroluminescent compounds, can solve the problems of poor purity of blue color and other problems

Inactive Publication Date: 2013-01-16
GRACEL DISPLAY INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the poor color purity of blue, it is difficult to use the material for high-quality 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 Embodiment 1

[0213] [Preparation Example 1] Synthesis of Compound (1)

[0214]

[0215] Preparation of compound (A)

[0216] Dissolve 2,6-dibromofluorene (53.0 g, 0.15 mol) in tetraoxyfuran (350 ml), and add n-BuLi (1.6 M n-hexane solution) (63.2 mL, 158 mmol) dropwise thereto at -78° C. ). After stirring for 30 minutes, N,N-dimethylformamide (16.3 mL, 211 mmol) was added to the mixture. The temperature was raised slowly and the reaction mixture was stirred for 2 hours. Join NH 4 After quenching the reaction with aqueous Cl solution (20 mL) and distilled water (20 mL), the organic layer was separated and evaporated under reduced pressure. The residue was recrystallized from methanol:n-hexane (1 / 1, v / v) (100 mL) to obtain compound (A) (20.9 g, 69.4 mmol).

[0217] Preparation of compound (B)

[0218] The obtained aldehyde compound (A) (20.9g, 69.4mmol), diphenylamine (12.5g, 104.1mmol), cesium carbonate (24.1g, 104.1mmol) and palladium acetate (Pd(OAc) 2 ) (332 mg, 2.1 mmol) w...

preparation Embodiment 2

[0224] [Preparation Example 2] Preparation of Compound (1081)

[0225]

[0226] Preparation of compound (A)

[0227] 2,6-Dibromofluorene (53.0 g, 0.15 mol) was dissolved in tetrahydrofuran (350 ml), and n-BuLi (1.6 M in n-hexane) (63.2 mL, 158 mmol) was slowly added dropwise thereto at -78°C. After stirring for 30 minutes, N,N-dimethylformamide (16.3 mL, 211 mmol) was added thereto. The temperature was raised slowly and stirring was continued for 2 hours. Then, add NH to it 4 The reaction was quenched with aqueous Cl (20 mL) and distilled water (20 mL). The separated organic layer was evaporated under reduced pressure. Compound (A) (20.9 g, 69.4 mmol) was obtained by recrystallization from methanol:n-hexane (1 / 1, v / v) (100 mL).

[0228] Preparation of compound (B)

[0229] The obtained aldehyde compound (A) (20.9g, 69.4mmol), diphenylamine (12.5g, 104.1mmol), cesium carbonate (24.1g, 104.1mmol) and palladium acetate (Pd(OAc) 2 ) (332 mg, 2.1 mmol) was suspended i...

Embodiment 1

[0429] [Example 1] Utilize compound of the present invention to prepare OLED

[0430] OLED devices were prepared using the electroluminescent compounds of the invention.

[0431] First, the transparent electrode ITO film (15Ω / □) for OLED made of glass was ultrasonically washed with trichlorethylene, acetone, ethanol and distilled water in sequence, and then stored in isopropanol until use.

[0432] Then, the ITO substrate is placed on the substrate holder (folder) of the vacuum vapor deposition equipment, 4,4 ', 4 "-three (N, N-(2-naphthyl)-phenylamino) triphenylamine ( 2-TNATA) (structure as follows) is placed in the chamber of the vacuum vapor deposition equipment, and then ventilated so that the chamber reaches a maximum of 10 -6 Torr vacuum. A current was applied to the chamber to evaporate 2-TNATA, thereby vapor-depositing a 60 nm-thick hole injection layer on the ITO substrate.

[0433]

[0434]Then, inject N, N'-two (α-naphthyl)-N, N'-diphenyl-4,4'-diamine (NPB) (...

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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 life property of material, OLED's having very good operation lifetime can be manufactured.

Description

Area of invention [0001] The present invention involves new mechanical electrical to -optic compounds, and the mechanical electrical light emitting equipment that uses the mechanical electrical luminous compound as electrical luminous material. Background technique [0002] In the display device, the electrophoretic lighting equipment (EL device) is a self -luminous display device, with the advantages of a broad perspective, excellent contrast and rapid response rate.Eastman Kodak developed an organic EL device for the first time in 1987, which uses low -molecular measuring aromatic dilate and aluminum compounds as materials formed by EL layer [Appl.phys.lett.) 51, 913, 1987]. [0003] The most important factor in determining the luminous efficiency and life of organic EL devices is luminous materials.The properties required for such luminous materials include the high fluorescent quantum field and the high migration rate of electronics and holes in the solid state. It is not eas...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C211/58C07C211/60C07C211/61C07D213/74C07D333/36C07D333/76C07D209/88C07D307/66C07D307/91C09K11/06H01L51/50H01L51/54H01L51/42H01L51/46
CPCC09K2211/1011C09K2211/1029C09K2211/1092C09K2211/1037C07C211/61C09K2211/1007H05B33/14C09K11/06C07C2103/90C09K2211/1088C09K2211/1059C09K2211/1014C09K2211/1044C07C2103/18C07C2603/18C07C2603/90Y02E10/549Y02P70/50H10K85/633H10K50/15C07C211/54C07C211/57H10K50/00
Inventor 阴盛镇赵英俊权赫柱金奉玉金圣珉尹胜洙
Owner GRACEL DISPLAY INC