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Red light organic 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 effect of lowering HOMO energy level, lowering evaporation temperature, and easy preparation

Inactive Publication Date: 2015-02-04
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 FIrpic OLED structure, 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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  • Red light organic electrophosphorescent material, preparation method thereof and organic electroluminescent device
  • Red light organic electrophosphorescent material, preparation method thereof and organic electroluminescent device
  • Red light organic electrophosphorescent material, preparation method thereof and organic electroluminescent device

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preparation example Construction

[0045] figure 1 It is a schematic diagram of the preparation process of the blue-light organic electrophosphorescent material in an embodiment. see figure 1 , the preparation method of the above-mentioned blue light organic electrophosphorescent material, comprising the following steps:

[0046] (1) 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 alkali to obtain a reaction solution, which is subjected to Suzuki coupling reaction. After the reaction is stopped, the reaction solution is separated and purified to obtain the structural formula: Cyclometallic ligands; wherein, the molar ratio of compound A to compound B is 1:1 to 1:1.5, the coupling reaction time is 6 to 10 hours, and the reaction temperature is 80 to 100°C;

[0047] The reaction formula is:

[0048]

[0049] (2) Under the protection of an inert gas, dissolve the cy...

Embodiment 1

[0077] Example 1: Complex bis(2-(3',5'-difluoro-4'-cyanophenyl)pyrimidine-N,C 2 ') Synthesis of (2-pyridinecarboyl) iridium

[0078] (1) Synthesis of 2-(3',5'-difluoro-4'-cyanophenyl)pyrimidine

[0079]

[0080] Under nitrogen protection, 1.59g (10mmol) 2-bromopyrimidine, 2.20g (12mmol) 3,5-difluoro-4-cyanophenylboronic acid and 0.58g (0.5mmol) tetrakis (triphenylphosphine) palladium were dissolved in 40mL of toluene, and then dropwise added 20mL of an aqueous solution containing 2.76g (20mmol) of potassium carbonate 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 and n-hexane at a volume ratio of 1...

Embodiment 2

[0101] Example 2: Complex bis(2-(3',5'-difluoro-4'-cyanophenyl)-5-methylpyrimidine-N,C 2 Synthesis of ')(2-pyridinecarboyl)iridium

[0102] (1) Synthesis of 2-(3',5'-difluoro-4'-cyanophenyl)-5-methylpyrimidine

[0103]

[0104] Under nitrogen protection, 1.73g (10mmol) 2-bromo-5-methylpyrimidine, 1.83g (10mmol) 3,5-difluoro-4-cyanophenylboronic acid and 0.28g (0.4mmol) dichlorobis(triphenyl Phosphorus) palladium was 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 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 chromatography was performed with eth...

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Abstract

The invention discloses a blue light organic electrophosphorescent material, the structure of the material is shown as P, wherein R is hydrogen atom, C1-C20 alkyl or C1-C20 alkoxy. The blue light organic electrophosphorescent material is prepared from 2-(3 ', 5 '-difluoro-4'-cyano phenyl) pyrimidine as a ring metal ligand main body structure and 2-pyridine formyl as an assistant ligand, by introduction of alkyl or alkoxy chains into the pyrimidine ring of the ring metal ligand for chemical modification, the regulation of emitting color of the material is realized, and high color purity blue light phosphorescence emission can be obtained. The invention also provides a preparation method of the blue light organic electrophosphorescent material and an organic electroluminescent device using the blue light organic 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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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