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Iridium metal organic complex and organic light-emitting device thereof

A metal-organic and complex technology, used in indium organic compounds, platinum group organic compounds, luminescent materials, etc., can solve the problem that high-performance red phosphorescent materials need to be further developed, and meet the needs of industrialization. The effect of easy availability of film and raw materials

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

[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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  • Iridium metal organic complex and organic light-emitting device thereof
  • Iridium metal organic complex and organic light-emitting device thereof
  • Iridium metal organic complex and organic light-emitting device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0065] Example 1: Preparation of Compound 1

[0066]

[0067] Preparation of Intermediate A1

[0068] 6.0 ml (12.0 mmol) of lithium diisopropylamide (LDA) was added to 50 ml of diethyl ether. At -78°C, 0.91 ml (10.0 mmol) of difluoropyridine was added dropwise, and the mixture was stirred for one hour. 1.4 ml (12.5 mmol) of trimethyl borate was added to the resulting mixture and stirred at room temperature for one hour.

[0069] After the reaction was completed, 20 mL of a 5% aqueous NaOH solution was added to the reaction mixture. The reaction mixture was separated into an organic layer and an aqueous layer. The aqueous layer was neutralized with 3M aqueous HCl. The neutralized aqueous layer was extracted with an additional 20 ml of ethyl acetate. The extraction process was repeated three times to obtain an organic layer. The organic layer was MgSO 4 dry. Compound b was obtained (1.03 g, 65%).

[0070] 570 mg of compound b and 0.4 ml of 2-bromo-4-methylpyridine (c...

Embodiment 2

[0076] Example 2: Preparation of Compound 4

[0077] The c1 in Example 1 was replaced with an equimolar amount of c4, and other steps were the same as those in the synthesis of Example 1 to obtain the target product compound 4 (4.42 g, 30%).

[0078]

[0079] Mass spectrum m / z: 736.28 (calcd: 736.27). Theoretical element content (%) C 33 H 36 IrN 8 : C, 53.79; H, 4.92; Ir, 26.08; N, 15.21 Measured element content (%): C, 53.79; H, 4.91; Ir, 26.08; N, 15.22. The above results confirmed that the obtained product was the target product.

Embodiment 3

[0080] Example 3: Preparation of Compound 9

[0081] The c1 in Example 1 was replaced with an equimolar amount of c9, and other steps were the same as in the synthesis of Example 1 to obtain the target product compound 9 (4.99 g, 29%).

[0082]

[0083] Mass spectrum m / z: 861.31 (calcd: 861.30). Theoretical element content (%) C 43 H 40 IrN 8 : C, 59.98; H, 4.68; Ir, 22.32; N, 13.01 Measured element content (%): C, 59.98; H, 4.69; Ir, 22.32; N, 13.00. The above results confirmed that the obtained product was the target product.

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Abstract

The invention provides an iridium metal organic complex and an organic light-emitting device thereof and relates to the technical field of organic optoelectronic materials. An electron-rich double-nitrogen coordination structure in a complex structure is good for stabilizing trivalent iridium ions at the center; a four-membered ring composed of a ligand of the double-nitrogen coordination structure and metal has stronger rigidity, so that higher chemical stability and thermal stability are obtained and the light-emitting efficiency of the complex is improved. The synthesis is simple and easy to operate, and the iridium metal organic complex can be applied to the organic light-emitting device and is used as a light-emitting layer doping material; the problems of the organic light-emitting device that the light-emitting efficiency is low and the driving voltage is high can be effectively solved. The iridium complex is prepared into the device and is especially used as the doping material; the device has the advantages of low driving voltage and high light-emitting efficiency, and is better than a existing common OLED (Organic Light Emitting Diode).

Description

technical field [0001] The invention relates to the technical field of organic optoelectronic materials, in particular to an iridium metal organic complex and an organic light-emitting device thereof. Background technique [0002] In 1987, Deng Qingyun of Kodak Company in 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 luminous brightness of the device reaches 1000cdm -2 , the maximum external quantum efficiency EQE (External Quantum Efficiency) is about 1%, showing very good electroluminescence performance, which indicates that the organic electroluminescence 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 org...

Claims

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Application Information

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