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

A technology of iridium metal complexes and phosphorescent materials, applied in the field of organic electroluminescence, can solve the problems of luminous color purity, luminous efficiency device efficiency attenuation bottleneck, development lag, etc., and achieves easy control of the preparation process, good stability, and processing cost. low cost effect

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

Compared with red light and green light materials, the development of blue light materials is relatively lagging behind. Although the research on iridium metal complexes of organic electrophosphorescent materials has been in-depth, blue light phosphorescent materials have been improving in luminous color purity and luminous efficiency. And there are bottlenecks in terms of device efficiency attenuation

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] Example 1: A blue organic electrophosphorescent material iridium metal complex bis(2-(3’,5’-difluoro-4’-trifluoromethylphenyl)pyrimidine-N, C 2' ) (2-Pyridinecarbonyl) iridium, as shown in the following structural formula:

[0069]

[0070] The preparation method of the blue organic electrophosphorescent material iridium metal complex includes the following steps:

[0071] (1) Provide compound A1 (2-bromopyrimidine) and compound B (3,5-difluoro-4-trifluoromethylphenylboronic acid) represented by the following structural formulas:

[0072]

[0073] (2) Synthesis of cyclometal ligand 2-(3',5'-difluoro-4'-trifluoromethylphenyl)pyrimidine

[0074]

[0075] Under nitrogen protection, 1.59g (10mmol) 2-bromopyrimidine, 2.71g (12mmol) 3,5-difluoro-4-trifluoromethylphenylboronic acid and 0.58g (0.5mmol) tetrakis(triphenylphosphorus) palladium Dissolve in 40 mL of toluene, stir for 10 minutes, and then add dropwise 20 mL of an aqueous solution containing 2.76 g (20 mmol) of potassium car...

Embodiment 2

[0096] Example 2: A blue organic electro-phosphorescent material iridium metal complex bis(2-(3’,5’-difluoro-4’-trifluoromethylphenyl)-5-methylpyrimidine-N,C 2' ) (2-Pyridinecarbonyl) iridium, as shown in the following structural formula:

[0097]

[0098] The preparation method of the blue organic electrophosphorescent material iridium metal complex includes the following steps:

[0099] (1) Provide compound A2 (2-bromo-5-methylpyrimidine) and compound B represented by the following structural formulas:

[0100]

[0101] (2) Synthesis of cyclometal ligand 2-(3’5’-difluoro-4’-trifluoromethylphenyl)-5-methylpyrimidine

[0102]

[0103] Under nitrogen protection, 1.73g (10mmol) 2-bromo-5-methylpyrimidine, 2.48g (11mmol) 3,5-difluoro-4-trifluoromethylphenylboronic acid and 0.28g (0.4mmol) dichlorobis( Triphenylphosphorus palladium was dissolved in 50 mL DMF, stirred for 10 minutes, and then 25 mL of an aqueous solution containing 3.18 g (30 mmol) of sodium carbonate was added dropwise to...

Embodiment 3

[0123] Example 3: A blue organic electro-phosphorescent material iridium metal complex bis(2-(3',5'-difluoro-4'-trifluoromethylphenyl)-5-tert-butylpyrimidine-N, C 2' ) (2-Pyridinecarbonyl) iridium, as shown in the following structural formula:

[0124]

[0125] The preparation method of the blue organic electrophosphorescent material iridium metal complex includes the following steps:

[0126] (1) Provide compound A3 (2-bromo-5-tert-butylpyrimidine) and compound B represented by the following structural formulas:

[0127]

[0128] (2) Synthesis of cyclometallic ligand 2-(3',5'-difluoro-4'-trifluoromethylphenyl)-5-tert-butylpyrimidine

[0129]

[0130] Under nitrogen protection, 2.15g (10mmol) 2-bromo-5-tert-butylpyrimidine, 3.39g (15mmol) 3,5-difluoro-4-trifluoromethylphenylboronic acid and 0.21g (0.3mmol) dichlorodi (Triphenylphosphorus) palladium was dissolved in 35 mL of DMF, stirred for 10 minutes, and then 15 mL of an aqueous solution containing 1.38 g (10 mmol) of potassium car...

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Abstract

The invention provides an organic blue light electrophosphorescent metal iridium complex as shown in the structural formula (1), wherein r is a hydrogen atom, c1-c20 alkyl or c1-c20 alkoxy. The metal iridium complex comprises a cyclometalated ligand and an auxiliary ligand, namely, 2-pyridinecarbonyl. The organic blue light electrophosphorescent metal iridium complex as shown in the structural formula (1) is prepared through the following steps of firstly, carrying out suzuki coupling reaction to prepare the cyclometalated ligand; then, carrying out polymerization reaction on the cyclometalated ligand and iridium trichloride hydrate in a mixed solvent composed of 2-ethoxyethanol and water to obtain a chloro-bridged dimmer; and next, carrying out coordination reaction on the obtained chloro-bridged dimmer and 2-picolinic acid. By using the organic blue light electrophosphorescent metal iridium complex, favorable energy transmission efficiency and proper blue light emitting wavelength can be obtained, and the aims of reducing the power consumption of a device, improving the performance of the device and prolonging the service life of the device can be achieved; and the organic blue light electrophosphorescent metal iridium complex can be widely applied to preparation of a blue light or white light electrophosphorescent device.

Description

Technical field [0001] The invention belongs to the field of organic electroluminescence, and specifically relates to a blue organic electroluminescence material iridium metal complex, a preparation method thereof, and an organic electroluminescence device. Background technique [0002] Organic electroluminescent device (OLED) is an energy conversion device that uses organic materials as light-emitting materials to convert applied electrical energy into light energy. It has outstanding performance such as ultra-thin, self-luminous, fast response, low power consumption, etc., and has a very broad application prospect in the fields of display and lighting. [0003] Organic electroluminescent materials can be divided into fluorescent materials and phosphorescent materials. In fluorescent electroluminescent devices, due to the limitation of spin forbidden, the excited singlet states that generate fluorescence only account for 25% of the total number of excitations, which makes the lum...

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 周明杰王平张娟娟黄辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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