Organic blue light electrophosphorescent metal iridium complex, preparation method thereof and organic electroluminescent device

A technology of iridium metal complexes and phosphorescent materials, which is applied in the field of organic electroluminescent materials, can solve problems such as poor blue light color purity, and achieve the effects of reducing self-quenching, increasing solubility, and facilitating evaporation

Inactive Publication Date: 2015-03-18
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Bis(4,6-difluorophenylpyridine-N,C2) pyridine iridium iridium (FIrpic) is currently the most reported blue-light organic electrophosphorescent material with the best comprehensive performance. Various optimizations have greatly improved the performance of the device, but 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. ), which has a large gap with the standard Blu-ray CIE (0.137,0.084)

Method used

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  • Organic blue light electrophosphorescent metal iridium complex, preparation method thereof and organic electroluminescent device
  • Organic blue light electrophosphorescent metal iridium complex, preparation method thereof and organic electroluminescent device
  • Organic blue light electrophosphorescent metal iridium complex, preparation method thereof and organic electroluminescent device

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Experimental program
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preparation example Construction

[0038] see figure 1 , the preparation method of the above-mentioned blue light organic electrophosphorescent material iridium metal complex, comprising the following steps:

[0039] S1, under the protection of inert gas, the structural formula is The compound A and the structural formula are The compound B is dissolved in the first organic solvent containing catalyst and base to obtain a reaction solution, the reaction solution is subjected to Suzuki coupling reaction at a temperature of 85-100° C. for 6-12 hours, and after the reaction is stopped, the reaction solution is separated and purified, get the structural formula as ring metal ligand; wherein, the molar ratio of compound A to compound B is 1:1 to 1:1.5; R is a hydrogen atom, C 1 ~C 20 Alkyl or C 1 ~C 20 The alkoxy group; the reaction formula is:

[0040]

[0041] S2. Under the protection of an inert gas, dissolve the cyclometal ligand and iridium trichloride trihydrate in a mixed solvent formed by 2-etho...

Embodiment 1

[0070] Example 1: Complex bis(2-(3',5'-difluoro-4'-trifluoromethylphenyl)pyrimidine-N,C 2 Synthesis of ')(3-trifluoromethyl-5-(2'-pyridyl)-1,2,4-triazole)iridium

[0071] (1) Synthesis of 2-(3',5'-difluoro-4'-trifluoromethylphenyl)pyrimidine

[0072]

[0073] Under nitrogen protection, 1.59g (10mmol) 2-bromopyrimidine (A1), 2.71g (12mmol) 3,5-difluoro-4-trifluoromethylphenylboronic acid (B) and 0.58g (0.5mmol) tetrakis ( Triphenylphosphine) palladium was dissolved in 40mL of toluene and stirred for 10min. Subsequently, 20 mL of an aqueous solution containing 2.76 g (20 mmol) of potassium carbonate was added dropwise to form a reaction liquid. Heated and stirred at 100°C for 6h. 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 filtrate was distilled off the solvent under reduced pressure to obtain the crude produc...

Embodiment 2

[0092] Example 2: Complex bis(2-(3',5'-difluoro-4'-trifluoromethylphenyl)-5-methylpyrimidine-N,C 2 Synthesis of ')(3-trifluoromethyl-5-(2'-pyridyl)-1,2,4-triazole)iridium

[0093] (1) Synthesis of 2-(3',5'-difluoro-4'-trifluoromethylphenyl)-5-methylpyrimidine

[0094]

[0095] Under nitrogen protection, 1.73g (10mmol) 2-bromo-5-methylpyrimidine (A2), 2.48g (11mmol) B and 0.28g (0.4mmol) dichlorobis(triphenylphosphine)palladium were dissolved in 50mL In DMF, stir for 10 min. Subsequently, 25 mL of an aqueous solution containing 3.18 g (30 mmol) of sodium carbonate was added dropwise to the reaction system to form a reaction liquid. Stir the reaction under heating to 90°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 filtrate was distilled off the solvent under reduced pressure to obtain the crude p...

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Abstract

The invention provides an organic blue light electrophosphorescent metal iridium complex, a preparation method thereof and an organic electroluminescent device. The organic blue light electrophosphorescent metal iridium complex has the structural general formula as shown in the specification, wherein r is a hydrogen atom, c1-c20 alkyl or c1-c20 alkoxy. The organic blue light electrophosphorescent metal iridium complex is synthesized by taking 2-(3', 5'-difluoro-4'-trifluoromethylphenyl)pyridine as a cyclometalated ligand and 3-trifluoromethyl-5-(2'-pyridyl)-1, 2, 4-triazole as an auxiliary ligand, and the color of light emitted by the organic blue light electrophosphorescent metal iridium complex is regulated through chemical modification on an alkyl chain or an alkoxy chain introduced to a pyrimidine ring of the cyclometalated ligand, so that blue light with high color purity is obtained.

Description

technical field [0001] The invention relates to an organic electroluminescent material, in particular to a blue-light organic electroluminescent 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 ne...

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 周明杰王平张娟娟张振华
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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