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

A technology of organic light-emitting devices and organic complexes, which is applied in the direction of indium organic compounds, platinum group organic compounds, compounds containing elements of Group 8/9/10/18 of the periodic table, etc., and can solve high-performance red phosphorescent materials Further development and other issues are needed to meet the needs of industrialization, easy to obtain raw materials, and low driving voltage.

Inactive Publication Date: 2018-09-25
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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  • Metal-containing organic complex and organic light-emitting device thereof
  • Metal-containing organic complex and organic light-emitting device thereof
  • Metal-containing organic complex and organic light-emitting device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0074] Embodiment 1: the preparation of compound 1

[0075]

[0076] Preparation of intermediate A1

[0077] Under nitrogen protection, compound a1 (7.15g, 30.7mmol) and compound b1 (3.77g, 30.7mmol) were added to a 100mL four-necked flask, and tetrakistriphenylphosphopalladium Pd (PPh 3 ) 4 (1.8g, 1.53mmol) and K 2 CO 3 (8.48g, 61.4mmol) was dissolved in toluene (150ml) and water (30ml). The mixture was then kept at 100°C overnight. After completing the reaction, the mixture was cooled to room temperature, and washed with brine and water, dried to obtain Intermediate A1 (6.28 g, yield 88%).

[0078] Preparation of Intermediate B1

[0079] In a 1L three-necked flask, iridium trichloride hydrate (14.11g, 40mmol) and intermediate A1 (39.49g, 170mmol) were added, then 300mL of 2-ethoxyethanol and 100mL of water were added, and the mixture was refluxed overnight under a nitrogen atmosphere. After the reaction, the temperature was lowered to room temperature, the precipit...

Embodiment 2

[0084] Embodiment 2: the preparation of compound 4

[0085] The b1 in Example 1 was replaced by equimolar b4, and the other steps were the same as in Example 1 to obtain the target compound 4 (4.99 g, 29%).

[0086]

[0087]Mass Spectrum m / z: 861.31 (calculated: 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, 59.99; H, 4.67; Ir, 22.33; N, 13.00. The above results confirmed that the obtained product was the target product.

Embodiment 3

[0088] Embodiment 3: the preparation of compound 6

[0089] The b1 in Example 1 was replaced by equimolar b6, and the other steps were the same as in Example 1 to obtain the target compound 6 (5.00 g, 29%).

[0090]

[0091] Mass Spectrum m / z: 863.30 (calculated: 863.29). Theoretical element content (%)C 41 h 38 IrN 10 : C, 57.06; H, 4.44; Ir, 22.27; N, 16.23 The measured element content (%): C, 57.06; H, 4.43; Ir, 22.28; N, 16.23. The above results confirmed that the obtained product was the target product.

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Abstract

The invention discloses a metal-containing organic complex and an organic light-emitting device (OLED) thereof and relates to the technical field of organic photoelectric materials. The complex structurally comprises a first ligand and an auxiliary ligand, wherein the first ligand has a certain electron attraction property and the compounding rate of holes and electrons on a luminous layer is improved, so that the luminous efficiency of the organic light-emitting device is improved; an electron-enriched double-nitrogen ligand structure in the structure of the auxiliary ligand is good for stabilizing trivalent metal cations at the center; meanwhile, the distribution of electron clouds on metal iridium is also influenced, so that very great influences on photoelectric properties of moleculesof the whole complex are generated; a four-membered ring composed of the ligand with the double-nitrogen ligand structure and the metal has stronger rigidity, the unnecessary loss of vibration energyis easy to reduce and efficient luminous performance is realized. The first ligand and the auxiliary ligand are combined to prepare the organic light-emitting device; especially, the complex is usedas a doping material and has the advantages of low driving voltage and high luminous efficiency, and the properties are better than the properties of existing common OLEDs.

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 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 resea...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185H10K85/342H10K50/00
Inventor 韩春雪蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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