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Blue phosphorescent iridium complex and preparation method thereof, and organic electroluminescence device

A technology of iridium metal complexes and blue phosphorescence, which is applied in luminescent materials, electrical solid devices, organic chemistry, etc., can solve the problems of blue phosphorescence material luminescent color purity, luminous efficiency device efficiency attenuation bottleneck, etc., to improve evaporation performance , high stability, and the effect of improving phosphorescence luminescence efficiency

Inactive Publication Date: 2015-05-27
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

[0004] People's research on iridium metal complexes of organic electrophosphorescent materials has been in-depth, but there are bottlenecks in the luminous color purity, luminous efficiency and device efficiency decay of blue phosphorescent materials.

Method used

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  • Blue phosphorescent iridium complex and preparation method thereof, and organic electroluminescence device
  • Blue phosphorescent iridium complex and preparation method thereof, and organic electroluminescence device
  • Blue phosphorescent iridium complex and preparation method thereof, and organic electroluminescence device

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preparation example Construction

[0045] see figure 1 , the preparation method of the blue phosphorescence iridium metal complex of an embodiment, comprises the steps:

[0046] Step S110: In a protective gas atmosphere, the molar ratio of 1:1 to 1:1.2 Dissolve 2,6-difluoropyridine-3-boronic acid in the first solvent, add carbonate and catalyst, carry out Suzuki coupling reaction for 10 to 48 hours, obtain compound A after separation and purification, and the structural formula of compound A is Wherein, X is F, Cl or Br, and X' is F, Cl or Br.

[0047] The protective gas is argon, helium or neon.

[0048] The Suzuki coupling reaction was carried out under reflux. Preferably, the reaction temperature of the Suzuki coupling reaction is 70°C to 90°C.

[0049] The first solvent is a mixture of tetrahydrofuran (THF) and water or 1,2-dimethoxyethane, wherein the volume ratio of tetrahydrofuran (THF) to water is 4:1. The amount of the first solvent is such that and 2,6-difluoropyridine-3-boronic acid. prefer...

Embodiment 1

[0085] Example 1 Considering that the F, Cl, and Br substitution luminescence properties of other positions do not meet the requirements of this case for the maximum luminous wavelength and luminous efficiency, the 4-position can be limited

[0086] Bis[2-(2’,6’-difluoropyridin-3’-yl)-4-fluoropyridine-N,C 4 '] (2-pyridinecarboyl) iridium synthesis

[0087] Bis[2-(2’,6’-difluoropyridin-3’-yl)-4-fluoropyridine-N,C 4 '] (2-pyridinecarbonyl) iridium complexes are of the following structural formula:

[0088]

[0089] (1) Synthesis of 2-(2',6'-difluoropyridin-3'-yl)-4-fluoropyridine

[0090]

[0091] Under the protection of argon atmosphere, 0.66g (5mmol) 2-chloro-4-fluoropyridine, 0.95g (6mmol) 2,6-difluoropyridine-3-boronic acid, 0.045g (0.2mmol) palladium acetate, 0.210g ( 0.8mmol) of triphenylphosphine and 1.38g (10mmol) of potassium carbonate were dissolved in 15mL of 1,2-dimethoxyethane solvent, and the reaction system was heated to 80°C under reflux and stirred for 12...

Embodiment 2

[0113] Blue phosphorescent bis[2-(2’,6’-difluoropyridin-3’-yl)-4-chloropyridine-N,C 4 '](2-Pyridinecarboyl)iridium complexes

[0114] Blue phosphorescent bis[2-(2’,6’-difluoropyridin-3’-yl)-4-chloropyridine-N,C 4 '] (2-pyridinecarbonyl) iridium complexes are of the following structural formula:

[0115]

[0116] (1) Synthesis of 2-(2',6'-difluoropyridin-3'-yl)-4-chloropyridine

[0117]

[0118] Under the protection of argon atmosphere, 0.74g (5mmol) 2,4-dichloropyridine, 0.79g (5mmol) 2,6-difluoropyridine-3-boronic acid, 0.056g (0.25mmol) palladium acetate, 0.262g (1mmol) ) triphenylphosphine and 1.27 g (12 mmol) of sodium carbonate were dissolved in 20 mL of 1,2-dimethoxyethane solvent, and the reaction system was heated to 90° C. under reflux and stirred for 10 h. Heating was stopped, and after the reaction mixture was naturally cooled to room temperature, it was poured into 20 mL of distilled water, stirred thoroughly, and extracted three times with 20 mL of chloro...

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Abstract

The invention relates to a blue phosphorescent iridium complex and a preparation method thereof, and an organic electroluminescence device. The blue phosphorescent iridium complex has a structural formula as described in the specification; and in the formula, X is F, Cl or Br. The blue phosphorescent iridium complex can improve the electroluminescence performance of the organic electroluminescence device.

Description

technical field [0001] The invention relates to the technical field of electroluminescent materials, in particular to a blue phosphorescent 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 new pre...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185H10K85/342
Inventor 周明杰王平张娟娟冯小明
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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