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Iridium-containing metal compound and organic light-emitting device thereof

An iridium metal complex, organic light-emitting device technology, applied in the direction of light-emitting materials, organic chemistry, electric solid devices, etc., can solve the problems of low driving voltage, low light-emitting efficiency, poor thermal stability, etc., and achieve low driving voltage and light-emitting efficiency. High and easily available raw materials

Inactive Publication Date: 2018-10-19
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Organometallic complexes have good luminescent properties, and many of them have been widely studied in the scientific research and industrial production of OLED and other electroluminescent technologies, but there are still deficiencies. Phosphorescent materials generally have poor thermal stability and low luminous efficiency. However, the fundamental factor determining the performance of organic electroluminescent devices is the choice of materials. 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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  • Iridium-containing metal compound and organic light-emitting device thereof
  • Iridium-containing metal compound and organic light-emitting device thereof
  • Iridium-containing metal compound 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 Al

[0077] Compound a1-2,6 dibromophenol (9.47g, 37.6mmol) was dissolved in tetrahydrofuran (140mL), and hexane solvent and 2.5M n-butyllithium (18mL, 45.1mmol) were added dropwise at -78°C, Stir for 1 hour. After slowly adding trimethyl borate (13 mL, 56.4 mmol) dropwise, stirred for 2 h. Then 2M hydrochloric acid was added dropwise to neutralize, and the product was extracted with ethyl acetate and water. Recrystallization from dichloromethane and hexane gave compound b1 (4.10 g, 47%). Weigh compound b1 (5.82g, 25.1mmol), compound c1 (7.13g, 25.1mmol), tetrakistriphenylphosphine palladium (11g, 10mmol) and potassium carbonate (8.42g, 60.9mmol), the reactant It was dissolved in a solvent of toluene (1 L) / EtOH (200 mL) / distilled water (200 mL), and heated at 90° C. for 2 hours. Compound d1 (12.50 g, 38 mmol) was weighed, KOH and Cu powder were added, and heated at 200° C. ...

Embodiment 2

[0085] Embodiment 2: the preparation of compound 2

[0086] The c1 in Example 1 was replaced by equimolar c2, and the other steps were the same as in Example 1 to obtain the target compound 2 (5.34 g, 29%).

[0087]

[0088] Mass Spectrum m / z: 921.33 (calculated: 921.32). Theoretical element content (%)C 45 h 44 IrN 8 o 2 : C, 58.68; H, 4.82; Ir, 20.87; N, 12.17; O, 3.47 The measured element content (%): C, 58.67; The above results confirmed that the obtained product was the target product.

Embodiment 3

[0089] Embodiment 3: the preparation of compound 6

[0090] The c1 in Example 1 was replaced by equimolar c6, and the other steps were the same as in Example 1 to obtain the target compound 6 (5.53 g, 29%).

[0091]

[0092] Mass Spectrum m / z: 953.39 (calculated: 953.38). Theoretical element content (%)C 47 h 52 IrN 8 o 2 : C, 59.22; H, 5.50; Ir, 20.17; N, 11.76; O, 3.36 The measured element content (%): C, 59.23; H, 5.50; The above results confirmed that the obtained product was the target product.

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Abstract

The invention discloses an iridium-containing metal compound and an organic light-emitting device thereof, and relates to the technical field of an organic photoelectric material. The iridium-containing metal compound has a structure shown as a formula (I) and structurally comprises a first ligand and an auxiliary ligand, wherein an electron-rich dinitrogen coordination structure in the auxiliaryligand structure is favorable for stabilizing the center trivalent metal cations; meanwhile, the electronic cloud distribution on the metal iridium can also be influenced; great influence can be generated on the photoelectric property of the whole compound molecules; in addition, a four-membered ring formed by the ligands of the dinitrogen coordination structure and metal has higher rigidity; theunnecessary vibration energy loss can be favorably reduced; the efficient luminous performance is realized; by regulating the substituent groups, the compound has higher stability and better chemicalproperties. When the iridium compounds are prepared into devices, particularly when the iridium compounds are used as doping materials, the device shows the advantages of low driving voltage and highluminous efficiency and is superior to the existing common use OLED (Organic Light Emitting Diode) device.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an iridium-containing metal complex and an organic light-emitting device thereof. Background technique [0002] As a key material in OLED devices, organic light-emitting materials can be roughly divided into three categories according to the principle of light emission: traditional fluorescent materials, phosphorescent materials and thermally activated delayed fluorescence (TADF) materials. Traditional fluorescent materials can only use 25% of singlet excitons to emit light, and the luminous efficiency is low; phosphorescent materials can use 25% of singlet excitons and 75% of triplet excitons to emit light, which can theoretically reach 100% Internal quantum efficiency: At present, the dopant materials in the light-emitting layer of organic electroluminescent devices are still mainly phosphorescent materials, most of which are organometallic complexes. ...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0033C09K2211/1044C09K2211/1088C09K2211/1092C09K2211/185H10K85/342
Inventor 韩春雪蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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