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Organic iridium-containing metal complex and organic light-emitting device thereof

An iridium metal complex and organic technology, applied in the direction of indium organic compounds, platinum group organic compounds, luminescent materials, etc., can solve the problems that high-performance red phosphorescent materials need to be further developed, and meet the needs of industrialization and easy raw materials The effect of easy film formation

Inactive Publication Date: 2018-10-19
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The efficiency and lifespan of green and yellow organic phosphorescent materials can basically meet the requirements of industrialization, but high-performance red phosphorescent materials still need to be further developed

Method used

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  • Organic iridium-containing metal complex and organic light-emitting device thereof
  • Organic iridium-containing metal complex and organic light-emitting device thereof
  • Organic iridium-containing metal complex and organic light-emitting device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] Embodiment 1: the preparation of compound 1

[0069]

[0070] Preparation of intermediate A1

[0071] Take acenaphthene (0.1mol, 15.5g) and dissolve it in 500ml of glacial acetic acid, heat up the oil bath to 40°C, add 15.5ml of PEG400, stir and react for 30 minutes, then add 60g of chromium trioxide in batches, after the addition is complete, keep warm and stir React for 8 hours, cool to room temperature, add 5000ml of ice water to dilute, extract with ethyl acetate, dry the organic phase with anhydrous sodium sulfate, filter, concentrate and dry under reduced pressure, separate and purify with a silica gel column to obtain 16.4g of white solid b1.

[0072] Dissolve 15gb1 in 100ml of anhydrous THF, under the protection of nitrogen, cool down to 0°C in an ice-water bath, add 35.5mmol of methylmagnesium iodide THF solution, stir for 30 minutes, rise to room temperature and stir for 1 hour, add 50ml of 3M Dilute hydrochloric acid aqueous solution, stir and react for 3...

Embodiment 2

[0082] Embodiment 2: the preparation of compound 10

[0083] The f1 in Example 1 was replaced by equimolar f10, and the other steps were the same as in Example 1 to obtain the target compound 10 (5.09 g, 28%).

[0084]

[0085] Mass Spectrum m / z: 909.36 (calculated: 909.35). Theoretical element content (%)C 51 h 48 IrN 4 : C, 67.37; H, 5.32; Ir, 21.14; N, 6.16 The measured element content (%): C, 67.38; H, 5.32; Ir, 21.14; N, 6.15. The above results confirmed that the obtained product was the target product.

Embodiment 3

[0086] Embodiment 3: the preparation of compound 13

[0087] The f1 in Example 1 was replaced by equimolar f13, and the other steps were the same as in Example 1 to obtain the target compound 13 (5.62 g, 30%).

[0088]

[0089] Mass Spectrum m / z: 937.39 (calculated: 937.38). Theoretical element content (%)C 53 h 52 IrN 4 : C, 67.92; H, 5.59; Ir, 20.51; N, 5.98 Measured element content (%): C, 67.93; H, 5.59; Ir, 20.51; N, 5.97. The above results confirmed that the obtained product was the target product.

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PUM

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Abstract

The invention discloses an organic iridium-containing metal complex and an organic light-emitting device thereof, and relates to the technical field of organic photoelectric materials. An electron-rich bis-nitrogen coordination structure in a complex structure is favorable for stabilizing a central trivalent iridium ion, a ligand of the bis-nitrogen coordination structure and a quaternary ring composed of metal have stronger rigidity, so that higher chemical stability and thermal stability are obtained, and the luminous efficiency of the complex is improved. The synthesis is simple and easy tooperate, and the organic iridium-containing metal complex can be applied to the organic light-emitting device as a light-emitting layer doped material, and can effectively solve problems of low luminous efficiency and high driving voltage in the organic light-emitting device. The iridium complex is prepared into a device, especially as a doped material, and the device exhibits the advantages of low driving voltage and high luminous efficiency, and is superior to existing OLED devices.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an organic iridium-containing metal complex and an organic light-emitting device thereof. Background technique [0002] In 1987, Deng Qingyun and others from Kodak Corporation of the United States first evaporated organic compounds into amorphous organic thin films by vacuum evaporation, and selected different organic materials as hole and electron transport layers to prepare double-layer OLED devices. When the voltage of the device is about 10V, the brightness of the device reaches 1000cd m -2 , the maximum external quantum efficiency EQE (External Quantum Efficiency) is about 1%, showing a very good electroluminescent performance, which indicates that the organic electroluminescent device (OLED) has the possibility of practical application. Since then, Major companies and scientific research institutions have invested a lot of manpower and resources in ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185C09K2211/1029C09K2211/1011H10K85/342
Inventor 韩春雪蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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