Metal organic complex and organic light-emitting device thereof

An organic light-emitting device, metal-organic technology, applied in indium organic compounds, platinum group organic compounds, light-emitting materials, etc., can solve the problems of poor thermal stability, low luminous efficiency, and low driving voltage of phosphorescent materials

Inactive Publication Date: 2018-10-23
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, organic light-emitting devices have been developed towards practicality and commercialization, but there are still deficiencies. Phosphorescent materials generally have problems of poor thermal stability, low luminous efficien

Method used

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  • Metal organic complex and organic light-emitting device thereof
  • Metal organic complex and organic light-emitting device thereof
  • Metal organic complex and organic light-emitting device thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0067] Preparation of compound e

[0068] A solution of compound a and compound b in 50 ml ethanol was placed in a 500 ml round bottom flask with a water separator and stirred at 50 degrees Celsius for 30 min. Then 50 ml of nitrobenzene were added and the temperature was raised to gently reflux the nitrobenzene, distilling off the ethanol and water formed during heating. After gentle reflux for 2 hours, the mixture was left to cool to 50° C., 40 ml of methanol was added, and the mixture was left to cool completely under stirring. Stirring was continued for two hours at room temperature, then filtered, and washed twice with methanol. times, and dried under vacuum to obtain compound c.

[0069] A mixture of compound c and compound d and 0.9 ml of water was heated at reflux for 24 hours. The reaction mixture was left to cool to about 40 degrees Celsius, 50 ml of ethyl acetate was added, the mixture obtained in this way was stirred and mixed with a mixture of 500 g of ice and 50...

Embodiment 1

[0077] Embodiment 1: the preparation of compound 1

[0078]

[0079] Preparation of Compound 1-5

[0080] A solution of compound 1-1 (22.3 g, 100 mmol) and o-phenylenediamine (11.9 g, 110 mmol) in 50 ml ethanol was placed in a 500 ml round bottom flask with a water separator, and stirred at 50 degrees Celsius for 30 min. Then 50 ml of nitrobenzene were added and the temperature was raised to gently reflux the nitrobenzene, distilling off the ethanol and water formed during heating. After gentle reflux for 2 hours, the mixture was left to cool to 50° C., 40 ml of methanol was added, and the mixture was left to cool completely under stirring. Stirring was continued for two hours at room temperature, then filtered, and washed twice with methanol. times and dried under vacuum to obtain 28.6 g of compound 1-3 with a yield of 92%.

[0081] A mixture of compound 1-3 (20.9 g, 100 mmol) and compound 1-4 (63.9 g, 350 mmol) and 0.9 ml of water was heated under reflux for 24 hours. ...

Embodiment 2

[0087] Embodiment 2: the preparation of compound 11

[0088] 1-4 in Example 1 was replaced with equimolar 11-4, and the other steps were the same as in Example 1 to obtain the target compound 11.

[0089]

[0090] Mass Spectrum m / z: 1165.35 (calculated: 1165.36). Theoretical element content (%)C 65 h 48 IrN 8 o 2 : C, 66.99; H, 4.15; Ir, 16.49; N, 9.62; O, 2.75 The measured element content (%): C, 66.98; H, 4.16; The above results confirmed that the obtained product was the target product.

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Abstract

The invention provides a metal organic complex and an organic light-emitting device thereof. The metal organic complex has a structure which is as show in the formula (I), the structure comprises a primary ligand and an auxiliary ligand, wherein an electron-rich double-nitrogen coordination structure in the auxiliary ligand structure is beneficial to stabilizing central trivalent metal cations, meanwhile, the electron cloud distribution on metal can also be influenced, then the photoelectric property of a whole complex molecule is greatly influenced, in addition, a four-membered ring formed bythe ligands of the double-nitrogen coordination structure and the metal has stronger rigidity, unnecessary vibration energy loss can be conveniently reduced, and efficient light-emitting performancecan be achieved. The metal complex has better heat stability and chemical properties by adjusting substituent groups. The metal complex is prepared into the device and especially is served as a dopingmaterial, and the device has the advantages of being low in driving voltage, high in light-emitting efficiency and superior to an existing common OLED device.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a metal-organic 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 the research of orga...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185H10K85/342H10K50/11
Inventor 张弘蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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