Metal complex and organic light emitting device thereof

A technology of organic light-emitting devices and metal complexes, which is applied in the fields of light-emitting materials, organic chemistry, and electric solid-state devices, and can solve problems such as low luminous efficiency, poor thermal stability of phosphorescent materials, and short lifespan.

Inactive Publication Date: 2018-08-17
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 complex and organic light emitting device thereof
  • Metal complex and organic light emitting device thereof
  • Metal complex and organic light emitting device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Embodiment 1: the preparation of compound 1

[0061]

[0062] Preparation of 1-3

[0063] 1-1 (7.354g, 36.9mmol) was dissolved in THF (250ml) solution and cooled in an ice-water bath. Trifluoromethanesulfonic acid (3.58ml, 40.6mmol) was added and the resulting mixture was stirred cooled for 30min, then allowed to warm to room temperature and stirred overnight. Water, brine and saturated sodium carbonate were added to the mixture and the resulting mixture was extracted several times with EtOAc. The combined organics were separated and washed with brine, dried and reduced vacuum to form 15.8 g of an orange oil which solidified. The mixture was subjected to column chromatography to obtain 1-3 7.68 g, 85% yield.

[0064] Preparation of 1-4

[0065] 1-3 (5.57g, 22.80mmol) was dissolved in THF (150ml) solution in isopropanol / CO 2 Cool in a bath and add a solution of methyllithium in ether (1.6M, 57.0ml, 91mmol) via syringe. The reaction mixture was stirred and cooled...

Embodiment 2

[0071] Embodiment 2: the preparation of compound 8

[0072] 1-3 in Example 1 was replaced by equimolar 8-3, and the other steps were the same as in Example 1 to obtain the target compound 8.

[0073]

[0074] Mass Spectrum m / z: 897.18 (calculated: 897.19). Theoretical element content (%)C 45 h 52 IrN 8 : C, 60.24; H, 5.84; Ir, 21.42; N, 12.49 Measured element content (%): C, 60.25; H, 5.85; Ir, 21.43; N, 12.48. The above results confirmed that the obtained product was the target product.

Embodiment 3

[0075] Embodiment 3: the preparation of compound 23

[0076]1-3 in Example 1 was replaced by equimolar 23-3, and the other steps were the same as in Example 1 to obtain the target compound 23.

[0077]

[0078] Mass Spectrum m / z: 862.24 (calculated: 862.25). Theoretical element content (%)C 46 h 61 IrN 4 : C, 64.08; H, 7.13; Ir, 22.29; N, 6.50 The measured element content (%): C, 64.09; H, 7.12; Ir, 22.28; N, 6.51. The above results confirmed that the obtained product was the target product.

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PUM

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Abstract

The invention provides a metal complex and an organic light emitting device thereof. The metal complex has the structure shown in the formula (I), and the metal complex structurally comprises a firstligand and an auxiliary ligand, wherein center trivalent metal positive ions can be stabilized through the electron-rich dinitrogen coordination structure in the auxiliary ligand structure, electron cloud distribution of metal iridium can also be influenced, and thus the great influence is generated on the photoelectric property of a whole complex molecule; a four-membered ring formed by the ligand of the dinitrogen coordination structure and metal has the higher rigidity, unnecessary vibration energy loss can be reduced, and the efficient light emitting performance is achieved. By adjusting asubstituent group, the complex has the better heat stability and chemical property. The metal complex is prepared into a device, particularly, the metal complex serves as a doping material, and the device has the advantages of being low in driving voltage and high in light emitting efficiency, and is better than 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 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 organic elec...

Claims

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Application Information

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