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Organic blue light electrophosphorescent metal iridium complex as well as preparation method and application of organic blue light electrophosphorescent metal iridium complex

A technology of iridium metal complexes and phosphorescent materials, which is applied in the field of iridium metal complexes of blue-light organic electrophosphorescent materials and its preparation, can solve the problems of blue-light phosphorescent materials, such as luminous color purity, luminous efficiency, device efficiency attenuation bottlenecks, etc., to achieve good blue light Luminous efficiency, reduced self-quenching phenomenon, and high luminous efficiency

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

[0007] 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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  • Organic blue light electrophosphorescent metal iridium complex as well as preparation method and application of organic blue light electrophosphorescent metal iridium complex
  • Organic blue light electrophosphorescent metal iridium complex as well as preparation method and application of organic blue light electrophosphorescent metal iridium complex
  • Organic blue light electrophosphorescent metal iridium complex as well as preparation method and application of organic blue light electrophosphorescent metal iridium complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0062] This example provides a bis(2-(4',6'-difluoro-5'-trifluoromethylphenyl)pyrimidine-N,C 2 ')(3-(pyridine-2'-yl)-1,2,4-triazole) iridium complex, its chemical structural formula is as shown in P1:

[0063]

[0064] The preparation steps of the above P1 are as follows:

[0065] S10. Provide compound A1 (2-bromopyrimidine) and compound B (2,4-difluoro-3-trifluoromethylphenylboronic acid) represented by the following structural formula:

[0066]

[0067] S20. Synthesis of compound C1 (2-(2',4'-difluoro-3'-trifluoromethylphenyl)pyrimidine)

[0068] Under nitrogen protection, combine 1.59g (10mmol) 2-bromopyrimidine, 2.71g (12mmol) 2,4-difluoro-3-trifluoromethylphenylboronic acid and 0.58g (0.5mmol) tetrakis (triphenylphosphine) Palladium was dissolved in 40mL toluene and stirred 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 ...

Embodiment 2

[0093] This example provides a bis(2-(4',6'-difluoro-5'-trifluoromethylphenyl)-5-methylpyrimidine-N,C 2 ')(3-(pyridine-2'-yl)-1,2,4-triazole) iridium complex, its chemical structural formula is as shown in P2:

[0094]

[0095] The preparation steps of above-mentioned P2 are as follows:

[0096] S10. Provide compound A2 (2-bromo-5-methylpyrimidine) and compound B (2,4-difluoro-3-trifluoromethylphenylboronic acid) represented by the following structural formula:

[0097]

[0098] S20. Synthesis of compound C2 (2-(2',4'-difluoro-3'-trifluoromethylphenyl)-5-methylpyrimidine)

[0099] Under nitrogen protection, 1.73g (10mmol) 2-bromo-5-methylpyrimidine, 2.48g (11mmol) 2,4-difluoro-3-trifluoromethylphenylboronic 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 reactio...

Embodiment 3

[0122] This example provides a bis(2-(4',6'-difluoro-5'-trifluoromethylphenyl)-5-tert-butylpyrimidine-N,C 2 ')(3-(pyridine-2'-yl)-1,2,4-triazole) iridium complex, its chemical structural formula is as shown in P3:

[0123]

[0124] The preparation steps of above-mentioned P3 are as follows:

[0125] S10. Provide compound A3 (2-bromo-5-tert-butylpyrimidine) and compound B (2,4-difluoro-3-trifluoromethylphenylboronic acid) represented by the following structural formula:

[0126]

[0127] S20. Synthesis of compound C3 (2-(2',4'-difluoro-3'-trifluoromethylphenyl)-5-tert-butylpyrimidine)

[0128] Under nitrogen protection, 2.15g (10mmol) 2-bromo-5-tert-butylpyrimidine, 3.39g (15mmol) 2,4-difluoro-3-trifluoromethylphenylboronic acid and 0.21g (0.3mmol) dichloro Bis(triphenylphosphine)palladium was dissolved in 35mL DMF and stirred for 10min. Subsequently, 15 mL of an aqueous solution containing 1.38 g (10 mmol) of potassium carbonate was added dropwise to the reaction syst...

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Abstract

The invention belongs to the field of photoelectric materials and particularly relates to an organic blue light electrophosphorescent metal iridium complex with the structural formula as shown in the specification, wherein r is a hydrogen atom, c1-c20 alkyl or c1-c20 alkoxy. By using the organic blue light electrophosphorescent metal iridium complex, blue light emitting wavelength with relatively high light emitting efficiency can be obtained; and the organic blue light electrophosphorescent metal iridium complex also has relatively high phosphorescent quantum efficiency as well as relatively good dissolving property and processability. The invention also provides a preparation method of the organic blue light electrophosphorescent metal iridium complex and application of the organic blue light electrophosphorescent metal iridium complex to an organic electroluminescent device.

Description

technical field [0001] The invention relates to the field of photoelectric materials, in particular to a blue light organic electrophosphorescent material iridium metal complex and its preparation method and application. 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. Due to the limitation of spin statistics theory, the theoretical internal quantum efficiency limit of fluorescent materials is only 25%. How to make full use of the remaining 75% of phosphorescence to achieve higher luminous efficiency has become a hot research direction in this field since then. The complexes of iridium, ruthenium, platinum, etc. can obtain high emission energy from their own triplet state, and the metal iridium (III) compound, due to its good stability, has mild reaction conditions during the synthesis process and has a high elect...

Claims

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Application Information

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