Metal organic complex and organic light emitting device thereof

A technology of organic complexes and metals, which is applied in the field of metal-containing organic complexes and organic light-emitting devices, can solve the problems that high-performance red phosphorescent materials need to be further developed, and achieve good thermal stability and chemical stability. properties, reduction of vibration energy loss, and effects of high-efficiency luminous performance

Inactive Publication Date: 2018-09-21
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The efficiency and lifespan of green and yellow organic phosphorescent materials can basically meet the requ

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

Example Embodiment

[0104] Example 1: Preparation of Compound 1

[0105]

[0106] Preparation of intermediate A1

[0107] Phenylboronic acid (5.3g, 38.4mmol), 4-bromoquinazoline (6.4g, 30.7mmol) and K 2 CO 3 (8.5g, 61.4mmol) was dissolved in toluene (150ml) and water (30ml). The mixture was degassed by bubbling it with nitrogen for 30 minutes, and tetrakistriphenylphosphonium palladium Pd (PPh 3 ) 4 (1.8g, 1.53mmol). The mixture was then kept at 100°C overnight. After completing the reaction, the mixture was cooled to room temperature, extracted with toluene, and washed with brine and water. The organic solution was filtered and evaporated. The crude product was purified by column chromatography using a gradient mixture of ethyl acetate in heptane (20% to 65%). The white powder product was recrystallized three times from heptane to obtain colorless crystal c1. In a 1 L three-neck flask, hydrated iridium trichloride (14.1 g, 40 mmol) and compound c1 (35.1 g, 170 mmol) were added, and then 300 mL o...

Example Embodiment

[0113] Example 2: Preparation of Compound 5

[0114] Replace b1 in Example 1 with equimolar b5, and the other steps are the same as the synthesis of Example 1, to obtain the target compound 5 (5.17 g, 29%).

[0115]

[0116] Mass spectrum m / z: 891.38 (calculated value: 891.37). Theoretical element content (%) C 47 H 50 IrN 6 : C, 63.35; H, 5.66; Ir, 21.57; N, 9.43 Measured element content (%): C, 63.36; H, 5.65; Ir, 21.58; N, 9.42. The above results confirm that the obtained product is the target product.

Example Embodiment

[0117] Example 3: Preparation of compound 16

[0118] The 4-bromoquinazoline in Example 1 was replaced with equimolar b16, and the other steps were the same as the synthesis in Example 1, to obtain the target compound 16 (5.56 g, 29%).

[0119]

[0120] Mass spectrum m / z: 959.35 (calculated value: 959.34). Theoretical element content (%) C 53 H 46 IrN 6 : C, 66.37; H, 4.83; Ir, 20.04; N, 8.76 Measured element content (%): C, 66.38; H, 4.82; Ir, 20.04; N, 8.76. The above results confirm that the obtained product is the target product.

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Abstract

The invention discloses a metal organic complex and an organic light emitting device thereof, and relates to the technical field of organic photoelectric materials. The complex has a structure as shown in a formula (I), an electron-rich dinitrogen coordination structure in a complex structure helps to stabilize central trivalent metal cations and can affect electronic cloud distribution on metal iridium, so that photoelectric properties of an integrated complex molecule are greatly affected, a ligand with the dinitrogen coordination structure and a metal four-membered ring have high rigidity,unnecessary vibration energy loss is reduced, and efficient light emitting performance is achieved. The complex has better heat stability and chemical properties by adjusting a substitutional group. The complex is prepared into the device and serves as a doping material, so that the device has the advantages of low driving voltage and high light emitting efficiency and is superior to an existing common OLED (organic light-emitting diode) device.

Description

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

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 韩春雪蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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