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Organic blue light electrophosphorescent material, preparation method thereof and organic electroluminescent device

A phosphorescent material, electromechanical technology, applied in luminescent materials, electro-solid devices, organic chemistry, etc., can solve problems such as poor blue color purity, and achieve the effects of reducing self-quenching, mild reaction conditions, and improved luminescence performance

Inactive Publication Date: 2015-03-18
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

Bis[2-(4',6'-difluorophenyl)pyridine-N,C 2 '](2-pyridinecarbonyl) iridium (FIrpic), although people have made various optimizations to the structure of FIrpic OLEDs, and the device performance has also been greatly improved, but the biggest weakness of FIrpic is that the blue light it emits is sky blue. The color purity of blue light is not good, and the CIE of each OLED device produced varies between (0.13-0.17, 0.29-0.39), which is far from the standard blue light CIE (0.137, 0.084).

Method used

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  • Organic blue light electrophosphorescent material, preparation method thereof and organic electroluminescent device
  • Organic blue light electrophosphorescent material, preparation method thereof and organic electroluminescent device
  • Organic blue light electrophosphorescent material, preparation method thereof and organic electroluminescent device

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preparation example Construction

[0044] figure 1 It is a schematic diagram of the preparation process of the blue light organic electrophosphorescent material in each embodiment; please refer to figure 1 , the preparation method of the above-mentioned blue light organic electrophosphorescent material, comprising the following steps:

[0045] (1) Under the protection of inert gas, the structural formula is A: The compound A and the structural formula are B: Compound B is dissolved in the first organic solvent containing catalyst and alkali to obtain a reaction solution, and the reaction solution is subjected to a Suzuki coupling reaction. After the reaction is stopped, the reaction solution is separated and purified to obtain a structural formula of C: ring metal ligand; wherein, the molar ratio of compound A to compound B is 1:1.1 to 1:1.5; the coupling reaction time is 6 to 12 hours, and the reaction temperature is 85 to 100°C; wherein, R is a hydrogen atom or C 1 ~C 20 straight or branched chain alky...

Embodiment 1

[0078] Example 1: Complex tris(2-(4',6'-difluoro-5'-trifluoromethylphenyl)pyrimidine-N,C 2 ') Synthesis of iridium

[0079] (1) Synthesis of 2-(2',4'-difluoro-3'-trifluoromethylphenyl)pyrimidine

[0080]

[0081]Under nitrogen protection, 1.59g (10mmol) 2-bromopyrimidine, 2.71g (12mmol) 2,4-difluoro-3-trifluoromethylphenylboronic acid and 0.58g (0.5mmol) tetrakis (triphenylphosphine) palladium Dissolve in 40mL toluene and stir for 10min. Subsequently, 20 mL of an aqueous solution containing 2.76 g (20 mmol) of potassium carbonate was added dropwise to the reaction system. 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 product. Silica gel column chromatography was performed with ethyl acetate an...

Embodiment 2

[0102] Example 2: Complex tris(2-(4',6'-difluoro-5'-trifluoromethylphenyl)-5-methylpyrimidine-N,C 2 ') Synthesis of iridium

[0103] (1) Synthesis of 2-(2',4'-difluoro-3'-trifluoromethylphenyl)-5-methylpyrimidine

[0104]

[0105] Under nitrogen protection, 1.73g (10mmol) 2-bromo-5-methylpyrimidine, 2.48g (11mmol) 2,4-difluoro-3-trifluoromethylbenzeneboronic acid and 0.28g (0.4mmol) dichlorobis( Triphenylphosphine) palladium was dissolved in 50mL DMF, and stirred for 10min. Subsequently, 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 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 product. Silica gel column...

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Abstract

The invention discloses an organic blue light electrophosphorescent material with the structural formula as shown in the figure p, wherein r is a hydrogen atom, c1-c20 alkyl or c1-c20 alkoxy. The organic blue light electrophosphorescent material disclosed by the invention is an iso-coordinated metal iridium complex synthesized by taking 2-(4', 6'-difluoro-5'-trifluoromethylphenyl)pyridine as a cyclometalated ligand, and the color of light emitted by the organic blue light electrophosphorescent material is regulated through chemical modification on an alkyl chain or an alkoxy chain introduced to a pyrimidine ring of the cyclometalated ligand, so that phosphorescent emission of blue light with higher color purity is realized. The invention also provides a preparation method of the organic blue light electrophosphorescent material and an organic electroluminescent device made of the organic blue light electrophosphorescent material.

Description

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

Claims

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Application Information

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