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Organic blue light electroluminescent material as well as preparation method and application of organic blue light electroluminescent material

An electroluminescence, electromechanical technology, applied in luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve problems such as poor blue color purity, improve blue light luminescence performance, reduce direct effects, and facilitate operation.

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

[0003] Bis[2-(4',6'-difluorophenyl)pyridine-N,C2'](2-pyridinecarbonyl)iridium (FIrpic) (App.Phys.Lett .,2003,82(15):2422-2424) is currently the most reported blue light organic electrophosphorescent material with the best comprehensive performance, but the blue light emitted by FIrpic is sky blue, and the purity of the blue light color is not good, so it is made with FIrpic The CIE of OLED devices varies between (0.13~0.17,0.29~0.39), which is far from the CIE of standard blue light (0.137,0.084).

Method used

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  • Organic blue light electroluminescent material as well as preparation method and application of organic blue light electroluminescent material
  • Organic blue light electroluminescent material as well as preparation method and application of organic blue light electroluminescent material
  • Organic blue light electroluminescent material as well as preparation method and application of organic blue light electroluminescent material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] to combine figure 1 The schematic diagram of the preparation process of the blue-light organic electroluminescent material shown in this example provides a bis(2-(4',6'-difluoro-5'-trifluoromethylphenyl)pyrimidine-N,C 2' )(3-trifluoromethyl-5-(2'-pyridyl)-1,2,4-triazole) iridium complex, the chemical structure of which is shown in P1:

[0055]

[0056] The preparation steps of the above P1 are as follows:

[0057] S10. Synthesis of compound C1 (2-(2',4'-difluoro-3'-trifluoromethylphenyl)pyrimidine)

[0058] Compound A1 (2-bromopyrimidine) and compound B (2,4-difluoro-3-trifluoromethylphenylboronic acid) represented by the following structural formulas are provided:

[0059]

[0060] Under nitrogen protection, compound A1 (1.59g, 10mmol), compound B (2.71g, 12mmol) and Pd(PPh 3 ) 4 (0.58mg, 0.5mmol) was dissolved in 40mL of toluene, stirred for 10 minutes, then added 20mL of an aqueous solution containing potassium carbonate (2.76g, 20mmol), and stirred and rea...

Embodiment 2

[0085] This example provides a bis(2-(4',6'-difluoro-5'-trifluoromethylphenyl)-5-methylpyrimidine-N,C 2' )(3-trifluoromethyl-5-(2'-pyridyl)-1,2,4-triazole) iridium complex, the chemical structure of which is shown in P2:

[0086]

[0087] The preparation steps of above-mentioned P2 are as follows:

[0088] S10. Synthesis of compound C2 (2-(2',4'-difluoro-3'-trifluoromethylphenyl)-5-methylpyrimidine)

[0089] Compound A2 (2-bromo-5-methylpyrimidine) and compound B (2,4-difluoro-3-trifluoromethylphenylboronic acid 2,4-difluoro-3-trifluoromethyl) represented by the following structural formulas are provided phenylboronic acid):

[0090]

[0091] Under nitrogen protection, compound A2 (1.73g, 10mmol), compound B (2.48g, 11mmol) and Pd(PPh 3 ) 2 Cl 2(0.28mg, 0.4mmol) was dissolved in 50mL of DMF, stirred for 10 minutes, then added 25mL of an aqueous solution containing sodium carbonate (3.18g, 30mmol), and stirred at 90°C for 8 hours; after the reaction solution was cool...

Embodiment 3

[0114] This example provides a bis(2-(4',6'-difluoro-5'-trifluoromethylphenyl)-5-tert-butylpyrimidine-N,C 2' )(3-trifluoromethyl-5-(2'-pyridyl)-1,2,4-triazole) iridium complex, the chemical structure of which is shown in P3:

[0115]

[0116] The preparation steps of above-mentioned P3 are as follows:

[0117] S10. Synthesis of compound C3 (2-(2',4'-difluoro-3'-trifluoromethylphenyl)-5-tert-butylpyrimidine)

[0118] Compound A3 (2-bromo-5-tert-butylpyrimidine) represented by the following structural formula and compound B (2,4-difluoro-3-trifluoromethylphenylboronic acid 2,4-difluoro-3-trifluoromethyl phenylboronic acid):

[0119]

[0120] Under nitrogen protection, compound A3 (2.15g, 10mmol), compound B (3.39g, 15mmol) and Pd(PPh 3 ) 2 Cl 2 (0.21mg, 0.3mmol) was dissolved in 35mL of DMF, stirred for 10 minutes, then added 15mL of an aqueous solution containing potassium carbonate (1.38g, 10mmol), and stirred at 85°C for 10 hours; after the reaction solution was co...

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Abstract

The invention belongs to the field of photoelectric materials and particularly relates to an organic blue light electroluminescent material with the structural formula as shown in the figure p, wherein r is a hydrogen atom, c1-c20 alkyl or c1-c20 alkoxy. The organic blue light electroluminescent material has relatively high lumo energy level and relatively low homo energy level so as to be beneficial to blue shift of light emitting wavelength of the organic blue light electroluminescent material; and the organic blue light electroluminescent material 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 electroluminescent material and application of the organic blue light electroluminescent material to an organic electroluminescent device.

Description

technical field [0001] The invention relates to the field of optoelectronic materials, in particular to a blue-light organic electroluminescent material 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 electron emission. The lumin...

Claims

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Application Information

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