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Metal organic complex and organic luminescent device

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 low luminous efficiency, poor thermal stability of phosphorescent materials, and short lifespan

Inactive Publication Date: 2018-11-23
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 efficiency, and short life. The fundamental factors that determine the performance of organic electroluminescent devices are: Therefore, it is urgent to design and develop an organometallic complex with higher luminous efficiency and low driving voltage

Method used

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  • Metal organic complex and organic luminescent device
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  • Metal organic complex and organic luminescent device

Examples

Experimental program
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Effect test

preparation example Construction

[0065] Preparation of Intermediate A

[0066] Compound a was dissolved in 3:1 2-ethoxyethanol / water (40ml), bubbled with nitrogen for 15min, followed by the addition of iridium chloride hydrate. Nitrogen was sparged for another 15 min, then the mixture was stirred at reflux overnight, the compound was cooled to room temperature, diluted with methanol, and filtered, then the solid was washed with methanol to give Intermediate A.

[0067] Preparation of compound e

[0068] Add the n-hexane solution (100mL) of compound b into a 100mL four-neck flask, cool to -80°C, add compound c dropwise under nitrogen atmosphere, stir for 1.5 hours, then add intermediate A dropwise to the mixture, and the dropwise addition is complete Then, continue to stir for 2 hours to obtain a light yellow solution, which is added dropwise to the solution of intermediate A in tetrahydrofuran (100mL). After the dropwise addition, the temperature is raised to 60°C and stirred for 12 hours. Solid appeared, f...

Embodiment 1

[0072] Embodiment 1: the preparation of compound 1

[0073]

[0074] Preparation of Intermediate A

[0075] Compound 1-1 (15.62 g, 100 mmol) was dissolved in 3:1 2-ethoxyethanol / water (40 ml), bubbled with nitrogen for 15 min, followed by addition of iridium chloride hydrate (1.649 g, 4.45 mmol). Nitrogen was bubbled for another 15 min, then the mixture was stirred at reflux overnight, the compound was cooled to room temperature, diluted with methanol, and filtered, then the solid was washed with methanol to give intermediate 102.22g, yield 98%.

[0076] Preparation of Compound 1

[0077] Bromobenzene (3.1 g, 20 mmol) in n-hexane (100 mL) was added to a 100 mL four-neck flask, cooled to -80 ° C, and n-butyllithium (20 mmol) was added dropwise under a nitrogen atmosphere, stirred for 1.5 hours, and then mixed Add 1-3 (2.5g, 20mmol) dropwise to the solution, after the dropwise addition, continue to stir for 2 hours to obtain a light yellow solution, add this solution dropwi...

Embodiment 2

[0079] Embodiment 2: the preparation of compound 26

[0080] Replace 1-1 in Example 1 with equimolar 26-1, and the other steps are the same as in Example 1 to obtain the target compound 26.

[0081]

[0082] Mass Spectrum m / z: 1123.41 (calculated: 123.42). Theoretical element content (%)C 63 h 58 IrN 6 o 2 : C, 67.36; H, 5.20; Ir, 17.11; N, 5.20; O, 2.85 The measured element content (%): C, 67.35; 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 luminescent device. The metal complex has a structure shown as a formula (I); the structure comprises a first ligand and an auxiliary ligand, wherein a rich-electron dinitrogen coordination structure in the auxiliary ligand structure is favorable for the center trivalent metal cation stabilization; meanwhile, electron cloud distributionon the metal can also be influenced; great influence is caused on the photoelectric properties of the whole complex molecule; in addition, the four-membered ring formed by the ligand of the dinitrogen coordination structure and the metal has higher rigidity; the reduction of unnecessary vibration energy loss is more facilitated; the efficient luminous performance is realized. By regulating the substituent groups, the complex has better thermal stability and chemical properties. The metal complex is made into devices; particularly when the metal complex is used as a doping material, the deviceshows the advantages of low driving voltage and high luminous efficiency, and is superior to the existing common-use 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 1000cdm -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 organ...

Claims

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Application Information

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