Iridium complex and organic light emitting device thereof

An organic light-emitting device, iridium complex technology, applied in the direction of light-emitting materials, organic chemistry, electric solid devices, etc., can solve the problems of high driving voltage, poor thermal stability, low luminous efficiency, etc., to achieve charge dispersion, improve stability, Simple preparation method

Inactive Publication Date: 2018-11-16
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Organic complexes have good luminous properties, many of which have been extensively studied in the research and industrial production of OLEDs 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 organic complex with higher luminous efficiency and lower driving voltage.

Method used

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  • Iridium complex and organic light emitting device thereof
  • Iridium complex and organic light emitting device thereof
  • Iridium complex and organic light emitting device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Embodiment 1: the preparation of compound 1

[0070]

[0071] Preparation of intermediate A1

[0072] 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

[0080] Embodiment 2: the preparation of compound 6

[0081] 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 (5.49 g, 29%).

[0082]

[0083] Mass Spectrum m / z: 915.31 (calculated: 915.30). Theoretical element content (%)C 47 h 42 IrN 6 o 2 : C, 61.69; H, 4.63; Ir, 21.00; N, 9.18; O, 3.50 The measured element content (%): C, 61.69; H, 4.62; The above results confirmed that the obtained product was the target product.

Embodiment 3

[0084] Embodiment 3: the preparation of compound 13

[0085] The f1 in Example 1 was replaced by equimolar f13, and the other steps were the same as in Example 1 to obtain the target compound 13 (5.49 g, 29%).

[0086]

[0087] Mass Spectrum m / z: 915.31 (calculated: 915.30). Theoretical element content (%)C 47 h 42 IrN 6 o 2 : C, 61.69; H, 4.63; Ir, 21.00; N, 9.18; O, 3.50 The measured element content (%): C, 61.69; H, 4.62; The above results confirmed that the obtained product was the target product.

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Abstract

The invention discloses an iridium complex and an organic light emitting device thereof and relates to the technical field of organic photoelectric materials. The iridium complex is of a structure asshown in the formula (I). Due to an electron-rich double-nitrogen coordination structure in the iridium complex structure, trivalent metal cation in the center can be beneficially stabilized, and meanwhile, electron cloud distribution on the metal iridium can be affected, so that photoelectric properties of whole complex molecules can be greatly influenced; and in addition, a four-membered ring formed by ligand of the double-nitrogen coordination structure and the metal has rigidity, unexpected vibration energy loss can be favorably reduced, and high-efficiency light emission properties can beachieved. By adjusting substitution groups, the complex is good in thermal stability and chemical property. The iridium metal organic complex can be prepared into a device and can be particularly used as a doping material, and the device has the advantages of being low in driving voltage and high in light emission efficiency and is prior to conventional common OLEDs (Organic Light Emitting Devices).

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an iridium complex and an organic light-emitting device thereof. Background technique [0002] In recent years, organic light-emitting diodes (OLEDs) have been favored due to their excellent properties such as ultra-thin, flexible, self-luminous, and wide viewing angle. Among them, due to the existence of their own heavy atoms, organic transition complexes (such as iridium, platinum, etc.) can simultaneously use singlet and triplet excitons to emit light through spin coupling, and theoretically achieve 100% internal quantum efficiency, which has attracted widespread attention. s concern. At present, the dopant materials in the light-emitting layer of organic electroluminescent devices are still mainly phosphorescent materials, most of which are organic complexes. [0003] Since Tang et al. used 8-hydroxyquinoline aluminum (Alq3) as the light-emitting lay...

Claims

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Application Information

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Patent Type & Authority Applications(China)
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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