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Blue-light organic electrophosphorescent material iridium metal 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 electroluminescence, can solve the problems of luminous color purity, luminous efficiency device efficiency attenuation bottleneck, and development lag, and achieves easy control of the preparation process, good stability, and low processing costs. cheap effect

Inactive Publication Date: 2015-01-21
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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  • Blue-light organic electrophosphorescent material iridium metal complex, preparation method thereof and organic electroluminescent device
  • Blue-light organic electrophosphorescent material iridium metal complex, preparation method thereof and organic electroluminescent device
  • Blue-light organic electrophosphorescent material iridium metal complex, preparation method thereof and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0078] Example 1: A blue-light organic electrophosphorescent material iridium metal complex bis(2-(2',6'-difluoropyridin-4'-yl)pyrimidine-N,C 3 ') (tetra(1-pyrazole) boron) iridium, as shown in the following structural formula:

[0079]

[0080] The preparation method of the above-mentioned blue light organic electrophosphorescent material iridium metal complex comprises the following steps:

[0081] (1) Provide compound A1 (2-bromopyrimidine) and compound B (2,6-difluoropyridine-4-boronic acid) represented by the following structural formulas:

[0082]

[0083] (2) Synthesis of cyclometal ligand 2-(2',6'-difluoropyridin-4'-yl)pyrimidine

[0084]

[0085] Under nitrogen protection, 1.59g (10mmol) of 2-bromopyrimidine, 1.91g (12mmol) of 2,6-difluoropyridine-4-boronic acid and 0.58g (0.5mmol) of tetrakis(triphenylphosphine)palladium were dissolved in 40mL of toluene 20 mL of an aqueous solution containing 2.76 g (20 mmol) of potassium carbonate was then added dropwise...

Embodiment 2

[0106] Example 2: A blue-light organic electrophosphorescent material iridium metal complex bis(2-(2',6'-difluoropyridin-4'-yl)-5-methylpyrimidine-N,C 3 ') (tetra(1-pyrazole) boron) iridium, as shown in the following structural formula:

[0107]

[0108] The preparation method of the above-mentioned blue light organic electrophosphorescent material iridium metal complex comprises the following steps:

[0109] (1) Provide compound A2 (2-bromo-5-methylpyrimidine) and compound B represented by the following structural formula respectively:

[0110]

[0111] (2) Synthesis of cyclometal ligand 2-(2',6'-difluoropyridin-4'-yl)-5-methylpyrimidine

[0112]

[0113] Under nitrogen protection, 1.73g (10mmol) 2-bromo-5-methylpyrimidine, 1.76g (10mmol) 2,6-difluoropyridine-3-boronic acid and 0.28g (0.4mmol) dichlorobis(triphenylphosphine ) and palladium were 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...

Embodiment 3

[0133] Example 3: A blue-light organic electrophosphorescent material iridium metal complex bis(2-(2',6'-difluoropyridin-4'-yl)-5-tert-butylpyrimidine-N,C 3 ') (tetra(1-pyrazole) boron) iridium, as shown in the following structural formula:

[0134]

[0135] The preparation method of the above-mentioned blue light organic electrophosphorescent material iridium metal complex comprises the following steps:

[0136] (1) Provide compound A3 (2-bromo-5-tert-butylpyrimidine) and compound B represented by the following structural formula respectively:

[0137]

[0138] (2) Synthesis of cyclometal ligand 2-(2',6'-difluoropyridin-4'-yl)-5-tert-butylpyrimidine

[0139]

[0140] Under nitrogen protection, 2.15g (10mmol) 2-bromo-5-tert-butylpyrimidine, 2.22g (14mmol) 2,6-difluoropyridine-4-boronic acid and 0.21g (0.3mmol) dichlorobis(triphenyl Phosphorus) palladium was dissolved in 35mL of DMF, and then 15mL of an aqueous solution containing 1.06g (10mmol) of sodium carbonate w...

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Abstract

The invention relates to a blue-light organic electrophosphorescent material iridium metal complex having a structure formula represented as the formula (1), wherein R is a hydrogen atom, an alkyl group with a carbon atom number being 1-20 or an alkoxy group with a carbon atom number being 1-20. The iridium metal complex includes a cyclometal ligand and an auxiliary ligand boron tetra(1-parazole). The blue-light organic electrophosphorescent material iridium metal complex having the structure formula represented as the formula (1) is prepared through following steps: (1) preparing the cyclometal ligand through Suzuki coupled reaction; (2) performing a polymerization reaction to the cyclometal ligand and iridium trichloride hydrate in a mixed solvent including 2-ethoxyethanol and water to obtain a chloride-bridge bipolymer; and (3) performing a complex reaction to the chloride-bridge biopolymer and the boron tetra(1-parazole) to obtain the blue-light organic electrophosphorescent material iridium metal complex having the structure formula represented as the formula (1). The material has excellent energy transmission efficiency and a suitable blue light luminescent wavelength, can be widely used for preparing a blue-light or a white-light phosphorescence electroluminescent device, and achieve objects of reducing power consumption of devices, improving performances of the devices and prolonging a service life.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, and in particular relates to a blue light organic electroluminescence material iridium metal complex, a preparation method thereof and an organic electroluminescence device. Background technique [0002] An organic electroluminescent device (OLED) is an energy conversion device that uses organic materials as light-emitting materials and can convert applied electrical energy into light energy. It has outstanding performances such as ultra-thin, self-luminous, fast response, low power consumption, etc., and has extremely broad application prospects in display, lighting and other fields. [0003] Organic electroluminescent materials can be divided into two types: fluorescent materials and phosphorescent materials. In fluorescent electroluminescent devices, due to the limitation of spin prohibition, the excited singlet state that produces fluorescence only accounts for 25% of the total exc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F19/00C09K11/06H01L51/54
CPCY02B20/00
Inventor 周明杰王平张娟娟钟铁涛
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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