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Phosphorescence material iridium metal complex, preparation method and organic electroluminescent device

An iridium metal complex, organic technology, applied in the direction of luminescent materials, electrical solid devices, organic chemistry, etc., can solve the problems of low efficiency and difficulty in obtaining satisfactory luminescent performance

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

However, the efficiency of the current red phosphorescence luminescent materials is relatively low, and it is difficult to obtain satisfactory luminescent performance when they are applied to electroluminescent devices.

Method used

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

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preparation example Construction

[0034] see figure 1 , the preparation method of the red phosphorescence iridium metal complex of an embodiment, comprises the steps:

[0035] Step S110: In an inert gas atmosphere, dissolve Ar-Br and acenaphthyl-5-boronic acid at a molar ratio of 4:4.8 to 4:5 in the first solvent, add a catalyst and an aqueous carbonate solution, and perform Suzuki coupling React for 8 to 12 hours, obtain compound A after separation and purification, and the structural formula of compound A is Among them, -Ar is or

[0036] The inert gas is argon, helium or neon.

[0037] The first solvent is toluene, tetrahydrofuran (THF) or N,N-dimethylformamide. The amount of the first solvent is suitable to fully dissolve Ar-Br and acenaphthylene-5-boronic acid. Preferably, the solid-to-liquid ratio of acenaphthyl-5-boronic acid to the first solvent is 4.8mmol:25mL˜4.8mmol:20mL.

[0038] The catalyst is an organic palladium catalyst, specifically tetrakistriphenylphosphine palladium (Pd (pph 3 )...

Embodiment 1

[0069] Red phosphorescent bis[2-(acenaphth-5-yl)quinoline-N,C 2 Synthesis of '](acetylacetonate) iridium complexes

[0070] Red phosphorescent bis[2-(acenaphth-5-yl)quinoline-N,C 2 '] (acetylacetonate) the structural formula of iridium complex is as follows:

[0071]

[0072] (1) Synthesis of 2-(acenaphthyl-5-yl)quinoline

[0073]

[0074] Under the protection of argon, 0.83g (4mmol) 2-bromoquinoline, 0.95g (4.8mmol) acenaphthene-5-boronic acid and 0.28g (0.24mmol) tetrakistriphenylphosphine palladium were dissolved in 25mL THF, and then poured into the reaction system 10 mL of an aqueous solution containing 1.10 g (8 mmol) of potassium carbonate was added dropwise to the solution, heated, and stirred under reflux for 10 h. After the reaction was complete, it was naturally cooled to room temperature, and extracted three times with 15 mL of water and 15 mL of ethyl acetate successively. The organic phase was dried with anhydrous magnesium sulfate, filtered, and the so...

Embodiment 2

[0102] Red Phosphorescent Bis[1-(Acenaphth-5-yl)isoquinoline-N,C 2 Synthesis of '](acetylacetonate) iridium complexes

[0103] Red Phosphorescent Bis[1-(Acenaphth-5-yl)isoquinoline-N,C 2 '] (acetylacetonate) the structural formula of iridium complex is as follows:

[0104]

[0105] (1) Synthesis of 1-(acenaphthyl-5-yl)isoquinoline

[0106]

[0107] Under the protection of argon, 0.83g (4mmol) 1-bromoisoquinoline, 0.99g (5mmol) acenaphthene-5-boronic acid and 0.23g (00.20mmol) tetrakistriphenylphosphine palladium were dissolved in 25mL THF, and then poured into the reaction system 10 mL of an aqueous solution containing 1.38 g (10 mmol) of potassium carbonate was added dropwise. Heated and stirred under reflux for 12h. After the reaction was complete, it was naturally cooled to room temperature, and extracted three times with 15 mL of water and 15 mL of ethyl acetate successively. The organic phase was dried over anhydrous magnesium sulfate and filtered. The solvent...

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Abstract

The invention relates to a phosphorescence material iridium metal complex, its preparation method and an organic electroluminescent device. The red phosphorescence iridium metal complex is characterized by having the structure formula as defined in the specification, wherein -Ar is as defined in the specification. By the use of the above red phosphorescence iridium metal complex, electroluminescence performance of the organic electroluminescent device can be raised.

Description

technical field [0001] The invention relates to the technical field of electroluminescence materials, in particular to a phosphorescence material iridium metal complex, a preparation method thereof and an organic electroluminescence 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 prelu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54
Inventor 周明杰王平张娟娟冯小明
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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