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Organic electroluminescent material containing iridium and preparation method thereof, and organic electroluminescence device

An electroluminescence and electromechanical technology, applied in the field of iridium-containing organic electroluminescence materials and their preparation, and organic electroluminescence devices, which can solve the problems of poor blue color purity and the like

Active Publication Date: 2014-07-23
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although various optimizations have been made to the FIrpic OLED structure, and the device performance has been greatly improved, the biggest weakness of FIrpic is that the blue light emitted by FIrpic is sky blue, and the color purity of the blue light is not good. The CIE of each OLED device produced Change between (0.13~0.17, 0.29~0.39)

Method used

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  • Organic electroluminescent material containing iridium and preparation method thereof, and organic electroluminescence device
  • Organic electroluminescent material containing iridium and preparation method thereof, and organic electroluminescence device
  • Organic electroluminescent material containing iridium and preparation method thereof, and organic electroluminescence device

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preparation example Construction

[0043] A preparation method of the above-mentioned iridium-containing organic electroluminescent material, comprising the steps of:

[0044] The following steps are carried out under anhydrous and anaerobic conditions unless otherwise specified, such as in N 2Or under an inert gas atmosphere, etc., the solvent used can also adopt other solvents that have better compatibility with the reactants except the solvents given in each step.

[0045] Step S1: In ether solvent, react compound D (2,6-difluoropyridine) with lithium diisopropylamide (LDA) in tetrahydrofuran (THF) at -78°C to prepare 2,6-difluoropyridine After base-3-lithium, at room temperature with trimethyl borate (B(OMe) 3 ) reaction to obtain compound G (2,6-difluoro-3-boronic acid pyridine), wherein, the molar ratio of compound D to lithium diisopropylamide is 1:1~1:1.5, and the molar ratio of trimethyl borate to compound D The ratio is 1:1~1.5:1, and the reaction formula is as follows:

[0046]

[0047] In a pr...

Embodiment 1

[0060] Example 1: Complex bis(2',6'-difluoro-4-amino-2,3'-bipyridine-C,N 2 ') (2-pyridinecarboxylic acid) iridium synthesis, please refer to figure 1 .

[0061] (1) Synthesis of 2,6-difluoro-3-boronic acid pyridine

[0062] Under the protection of nitrogen, slowly add 7.5mL of 1.6M lithium diisopropylamine THF solution dropwise to the mixed solution containing 0.91mL of 10mmol 2,6-difluoropyridine and 40mL of diethyl ether at -78°C, and keep stirring at -78°C 1 hour. After adding 1.40 mL of 12.5 mmol trimethyl borate to the reaction system, the temperature was naturally raised to room temperature, and the stirring reaction was continued for 1 hour. Then, 20 mL of 5% NaOH aqueous solution was slowly added to the reaction mixture to terminate the reaction. After stirring for 10 minutes, an appropriate amount of 3M aqueous HCl was added dropwise to adjust the pH to neutral. After multiple extractions with ethyl acetate, the organic phases were combined, and the solvent was re...

Embodiment 2

[0079] Example 2: Complex bis(2',6'-difluoro-4-amino-2,3'-bipyridine-C,N 2 ') Synthesis of (2-pyridinecarboxylic acid) iridium

[0080] (1) Refer to Example 1 for the synthesis steps of 2,6-difluoro-3-pyridine boronic acid;

[0081] (2) For the synthesis steps of 2′,6′-difluoro-4-amino-2,3′-bipyridine, see Example 1;

[0082] (3) Two bridge compounds (dfpyNH 2 py) 2 Ir(μ-Cl)Ir(dfpyNH 2 py) 2 The synthesis steps are referring to Example 1;

[0083] (4) Complexes (dfpyNH 2 py) 2 Synthesis of Irpic

[0084] Under nitrogen protection, 0.30g 2.4mmol picolinic acid and 0.69g 0.8mmol two-bridge compound (dfpyNH 2 py) 2 Ir(μ-Cl)Ir(dfpyNH 2 py) 2 Dissolve in 60mL 1,2-dichloroethane, stir and heat to reflux state, and react for 15 hours. After naturally cooling to room temperature, an appropriate amount of distilled water was added to the reacted mixed solution, and solids were precipitated. Filtrate to collect the crude product, and use the dichloromethane and petroleum e...

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Abstract

The invention relates to an organic electroluminescent material containing iridium having the following structural formula: the molecule of the organic electroluminescent material containing iridium includes bipyridyl ligand and also has amino and fluoro, which can enhance the carrier injection and transmission capability of luminescent material, and make the luminescent have higher internal quantum efficiency and electroluminescence efficiency. The organic electroluminescent material containing iridium has the advantage of strong blue phosphorescence transmission at room temperature, which can expand the research scope of the blue-light emitting material and provide further technical support for the research of blue-light emitting devices or white-light emitting devices with high excitation purity and high luminous efficiency. In addition, the invention also relates to a method for preparing the organic electroluminescent material containing iridium and an organic electroluminescence device.

Description

【Technical field】 [0001] The invention relates to the technical field of organic electroluminescence, in particular to an iridium-containing organic electroluminescence material, 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...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/73
CPCY02B20/181Y02B20/00
Inventor 周明杰王平张娟娟张振华
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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