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Iridium complex containing benzimidazole structure and application thereof

A technology of benzimidazole and iridium complexes, applied in the field of organic electroluminescence display, can solve the problems of poor stability and life, hindering commercialization, and low phosphorescence efficiency.

Active Publication Date: 2021-02-05
北京燕化集联光电技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, in the U.S. patent of US6687266, a class of iridium (Ir) complexes containing benzimidazole ligands is disclosed. Because this type of compound has low phosphorescence efficiency, serious problems of poor stability and lifespan, it hinders its commercial use. the possibility of

Method used

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  • Iridium complex containing benzimidazole structure and application thereof
  • Iridium complex containing benzimidazole structure and application thereof
  • Iridium complex containing benzimidazole structure and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0070] Example 1: Synthesis of Ligand P1

[0071]

[0072] The synthetic route is as follows:

[0073]

[0074] The specific experimental steps are:

[0075] (1) In a 2L three-necked flask equipped with mechanical stirring, add 2-fluoronitrobenzene (14.1g, 0.1mol), 2-bromoaniline (25.7g, 0.15mol), stir, and heat up to 180 ℃, heat preservation reaction for more than 30 hours, during the reaction process, the color gradually turns red, and finally turns dark red gradually. After the reaction, the organic phase was separated, extracted, dried, column chromatographed, and the solvent was spin-dried to obtain 24.8 g of orange-red solid M1 with a yield of 85%.

[0076] (2) In a 1L three-neck flask equipped with mechanical stirring, add M1 (29.2g, 0.1mol), sodium sulfide nonahydrate (96g, 0.4mol), ethanol (200mL), water (100mL), nitrogen protection, and heat to Reflux, reflux reaction for 3 hours, end the reaction. The organic phase was separated, extracted, dried, column c...

Embodiment 2

[0081] Example 2: Synthesis of Ligand P2

[0082]

[0083] With reference to the synthesis steps of Example 1, just replace o-bromobenzoyl chloride with 2-bromo-4-methylbenzoyl chloride in step (3), and other raw materials and steps are the same as in Example 1 to obtain ligand P2.

[0084] Product MS (m / e): 324.16; Elemental analysis (C 23 h 20 N 2 ): theoretical value C: 85.15%, H: 6.21%, N: 8.63%; measured value C: 85.31%, H: 6.43%, N: 8.75%.

Embodiment 3

[0085] Example 3: Synthesis of Ligand P3

[0086]

[0087] Referring to the synthesis steps of Example 1, except that 2-bromo-4-methylaniline is used instead of 2-bromoaniline in step (1), other raw materials and steps are the same as in Example 1 to obtain ligand P3.

[0088] Product MS (m / e): 324.42; Elemental analysis (C 23 h 20 N 2 ): theoretical value C: 85.15%, H: 6.21%, N: 8.63%; measured value C: 85.22%, H: 6.36%, N: 8.47%.

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Abstract

The invention relates to the technical field of organic electroluminescent display, particularly discloses a novel iridium complex containing a benzimidazole structure, and also discloses applicationof the iridium complex in an organic electroluminescent device. The iridium complex containing a benzimidazole structure provided by the invention has a structure as shown in a general formula (I). The iridium complex containing a benzimidazole structure is applied to an organic electroluminescent device as an organic electrophosphorescent material, and the prepared electroluminescent device showsexcellent performances of high purity, high brightness and high efficiency.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescent display, specifically discloses a novel iridium complex containing a benzimidazole structure, and also discloses its application in organic electroluminescent devices (OLEDs). Background technique [0002] Electroluminescent display devices can be divided into inorganic electroluminescent display devices and organic electroluminescent display devices according to the difference in the constituent materials of the light-emitting layer. Compared with inorganic electroluminescent display devices, organic electroluminescent display devices have incomparable advantages, such as full-color emission in the visible spectrum range, extremely high brightness, extremely low driving voltage, fast response time, and simple fabrication. craft etc. [0003] The research on organic electroluminescence started in the 1860s. Pope realized electroluminescence on anthracene single crystal for the ...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54H01L27/32
CPCC07F15/0033C09K11/06C09K2211/185H10K85/342H10K50/11Y02E10/549
Inventor 温洁范洪涛梁现丽段陆萌杭德余曹占广班全志
Owner 北京燕化集联光电技术有限公司
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