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Blue phosphorescence material iridium metal complex, preparation method and organic electroluminescent device

A technology of iridium metal complexes and blue phosphorescence, which is applied in luminescent materials, electrical solid devices, organic chemistry, etc., and can solve the problems of lagging development and poor luminous performance of light-emitting devices

Inactive Publication Date: 2014-12-03
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compared with red light and green light materials, the development of blue light materials is relatively lagging behind. Improving the efficiency and color purity of blue light materials has become the breakthrough point of people's research. There are bottleneck problems in terms of efficiency and device efficiency attenuation, which makes the luminous performance of organic electroluminescent devices poor

Method used

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  • Blue phosphorescence material iridium metal complex, preparation method and organic electroluminescent device
  • Blue phosphorescence material iridium metal complex, preparation method and organic electroluminescent device
  • Blue phosphorescence material iridium metal complex, preparation method and organic electroluminescent device

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preparation example Construction

[0041] see figure 1 , the preparation method of the blue phosphorescence iridium metal complex of an embodiment, comprises the steps:

[0042] Step S110: in a protective gas atmosphere, dissolve compound F and 2,6-difluoropyridine-3-boronic acid in a molar ratio of 1:1 to 1:1.5 in the first solvent, and add an organopalladium catalyst and carbonic acid The aqueous solution of salt is subjected to Suzuki coupling reaction for 8 hours to 15 hours, and compound A is obtained after separation and purification, and the structural formula of compound F is The structural formula of compound A is Wherein, R is hydrogen or an alkyl group having 1 to 20 carbon atoms.

[0043] The protective gas is argon, helium or neon.

[0044] The first solvent is toluene or N,N-dimethylformamide (DMF). The amount of the first solvent is suitable to fully dissolve the compound F and 2,6-difluoropyridine-3-boronic acid. Preferably, the concentration of compound F in the first solvent is 0.14-0.2...

Embodiment 1

[0075] Blue phosphorescent bis(2-(2',6'-difluoropyridin-3'-yl)pyrimidine-N,C 4 Synthesis of ')(2-pyridinecarbonyl)iridium complexes

[0076] Blue phosphorescent bis(2-(2',6'-difluoropyridin-3'-yl)pyrimidine-N,C 4 ') (2-pyridinecarbonyl) iridium complexes have the following structural formula:

[0077]

[0078] (1) Synthesis of 2-(2',6'-difluoropyridin-3'-yl)pyrimidine

[0079]

[0080]Under nitrogen protection, 1.59g (10mmol) of 2-bromopyrimidine, 1.91g (12mmol) of 2,6-difluoropyridine-3-boronic acid and 0.58g (0.5mmol) of tetrakis(triphenylphosphine)palladium were dissolved in 40mL of toluene 20 mL of an aqueous solution containing 2.76 g (20 mmol) of potassium carbonate was then added dropwise to the reaction system. Heated and stirred at 100°C for 8 hours. After the reaction solution was cooled to room temperature, it was extracted with dichloromethane, separated, washed with water until neutral, and dried over anhydrous magnesium sulfate. After filtration, the f...

Embodiment 2

[0102] Blue phosphorescent bis(2-(2',6'-difluoropyridin-3'-yl)-5-methylpyrimidine-N,C 4 ')(Tetrakis(1-pyrazole)boron)iridium complex

[0103] Blue phosphorescent bis(2-(2',6'-difluoropyridin-3'-yl)-5-methylpyrimidine-N,C 4 ') (tetra(1-pyrazole) boron) iridium complex has the following structural formula:

[0104]

[0105] (1) Synthesis of 2-(2',6'-difluoropyridin-3'-yl)-5-methylpyrimidine

[0106]

[0107] Under nitrogen protection, 1.73g (10mmol) 2-bromo-5-methylpyrimidine, 1.59g (10mmol) 2,6-difluoropyridine-3-boronic acid and 0.28g (0.4mmol) dichlorobis(triphenylphosphine ) and palladium were dissolved in 50 mL of DMF, and then 25 mL of an aqueous solution containing 3.18 g (30 mmol) of sodium carbonate was added dropwise to the reaction system. Stir the reaction under heating to 90°C for 10 h. After the reaction solution was cooled to room temperature, it was extracted with dichloromethane, separated, washed with water until neutral, and dried over anhydrous magn...

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Abstract

The invention relates to a blue phosphorescence material iridium metal complex, its preparation method and an organic electroluminescent device. The blue phosphorescence iridium metal complex has a structural formula which is as defined in the specification, wherein R is hydrogen or an alkyl group with carbon atom number being 1-20. By the use of the above blue phosphorescence iridium metal complex, electroluminescent performance of the organic electroluminescent device can be raised.

Description

technical field [0001] The invention relates to the technical field of electroluminescent materials, in particular to a blue phosphorescent material iridium metal complex, a preparation method thereof and an organic electroluminescent device. Background technique [0002] Organic electroluminescence refers to a luminescence phenomenon in which organic materials directly convert electrical energy into light energy under the action of an electric field. In the early days, the research on organic electroluminescence was stagnant because of the high driving voltage and low luminous efficiency of organic electroluminescent devices. Until 1987, people such as Tang of American Kodak Company invented 8-hydroxyquinoline aluminum (Alq 3 ) is a light-emitting material, and a uniform and dense high-quality thin film is made with aromatic diamines, and an organic electroluminescent device with low operating voltage, high brightness, and high efficiency is prepared, which opens a new pre...

Claims

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Application Information

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IPC IPC(8): C07F19/00C09K11/06H01L51/54
Inventor 周明杰王平张娟娟钟铁涛
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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