Bipolar green phosphorescent host material and organic electroluminescent device

A technology of electroluminescent devices and green phosphorescence, which is applied in the direction of luminescent materials, electric solid devices, semiconductor devices, etc., can solve the problems of late start and achieve the effects of increasing torque, reducing crystallinity, and reducing coplanarity

Inactive Publication Date: 2021-03-05
NANJING TOPTO MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the performance of green light materials can basically meet the demand, but most of the patents are in the hands of foreign companies, and the country started relatively late in this regard

Method used

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  • Bipolar green phosphorescent host material and organic electroluminescent device
  • Bipolar green phosphorescent host material and organic electroluminescent device
  • Bipolar green phosphorescent host material and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046]

[0047] The preparation method of the bipolar green phosphorescent host material (1) is as follows:

[0048] (1)

[0049]

[0050] Compound 1-a (1-bromo-3-(difluoro(phenyl)methyl)benzene) (5g, 281.99g / mol, 17.73mmol), compound 1-b ((4,6-diphenyl-1,3,5 -triazin-2-yl)boronic acid) (1eq, 4.91g, 277.1g / mol, 17.73mmol) and sodium carbonate (2eq, 3.76g, 105.99g / mol, 35.46mmol) were added to ethylene glycol diamine ether ( 100g, 20 times the mass of compound 1-a) and water (100g, 20 times the mass of compound 1-a), after stirring and mixing, add tri(o-tolyl)phosphine (3%eq, 0.162g, 304.37 g / mol, 0.53mmol) and palladium (II) acetate (0.5%eq, 0.019g, 224.51g / mol, 0.088mmol), after heating up to reflux reaction for 15h, the organic phase was separated, concentrated under reduced pressure after washing with water, and then Compound 1-c (2-(3-(difluoro(phenyl)methyl)phenyl)-4,6-diphenyl-1,3,5-triazine) (3.64g, yield 47.2%) was obtained after column chromatography. MS (EI)...

Embodiment 2

[0058]

[0059] The preparation method of the bipolar green phosphorescent host material (2) is as follows:

[0060] (1)

[0061]

[0062] Compound 2-a(1-bromo-3-(difluoro(phenyl)methyl)benzene)(5g, 281.99g / mol, 17.73mmol), compound 2-b((4-([1,1'-biphenyl] -4-yl)-6-phenyl-1,3,5-triazin-2-yl)boronic acid) (1eq, 6.26g, 353.13g / mol, 17.73mmol) and sodium carbonate (2eq, 3.76g, 105.99g / mol, 35.46mmol) was added to ethylene glycol diamine ether (100g, 20 times the mass of compound 2-a) and water (100g, 20 times the mass of compound 2-a), stirred and mixed and then added three (o-tolyl)phosphine (3%eq, 0.162g, 304.37g / mol, 0.53mmol) and palladium (II) acetate (0.5%eq, 0.019g, 224.51g / mol, 0.088mmol), heated to reflux for 15h Finally, the organic phase was separated, washed with water, concentrated under reduced pressure, and then subjected to column chromatography to obtain compound 2-c(2-([1,1'-biphenyl]-4-yl)-4-(3-(difluoro (phenyl)methyl)phenyl)-6-phenyl-1,3,5-triazine)...

Embodiment 3

[0067]

[0068] The preparation method of the bipolar green phosphorescent host material (11) is as follows:

[0069] (1)

[0070]

[0071] Compound 3-a (1-bromo-4-(difluoro(phenyl)methyl)benzene) (5g, 281.99g / mol, 17.73mmol), compound 3-b ((4,6-diphenyl-1,3,5 -triazin-2-yl)boronic acid) (1eq, 4.91g, 277.1g / mol, 17.73mmol) and sodium carbonate (2eq, 3.76g, 105.99g / mol, 35.46mmol) were added to ethylene glycol diamine ether ( 100g, 20 times the mass of compound 3-a) and water (100g, 20 times the mass of compound 3-a), after stirring and mixing, three (o-tolyl) phosphine (3%eq, 0.162g, 304.37 g / mol, 0.53mmol) and palladium (II) acetate (0.5%eq, 0.019g, 224.51g / mol, 0.088mmol), after heating up to reflux reaction for 15h, the organic phase was separated, concentrated under reduced pressure after washing with water, and then Compound 3-c (2-(4-(difluoro(phenyl)methyl)phenyl)-4,6-diphenyl-1,3,5-triazine) (3.61g, yield 46.8%) was obtained after column chromatography. MS (EI...

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Abstract

The invention discloses a bipolar green phosphorescent host material and an organic electroluminescent device. The structural formula of the material is as shown in the specification. Compared with acontrast example, the organic electroluminescent device prepared from the bipolar green phosphorescent host material has the advantages that: the voltage is greatly reduced, and the luminous efficiency is remarkably improved. Therefore, the bipolar green phosphorescent host material disclosed by the invention can greatly reduce the driving voltage of the device, greatly reduces the consumption ofelectric energy and remarkably improves the luminous efficiency. In addition, by reducing the driving voltage, the service life of the organic electroluminescent device is remarkably prolonged.

Description

technical field [0001] The invention relates to the field of organic electroluminescence materials, and specifically relates to a bipolar green phosphorescence host material and an organic electroluminescence device. Background technique [0002] Organic electroluminescence is a phenomenon that electric energy excites organic materials to emit light. The light-emitting layer composed of light-emitting materials is the most critical part of light-emitting devices, so light-emitting materials are crucial to organic electroluminescence. Usually, the luminescent material needs to meet the following requirements: good semiconductor characteristics, capable of conducting electrons or holes; the fluorescence spectrum is in the visible region of 280-780nm, and the fluorescence quantum yield is high; the chemical properties are stable, and it is difficult to have side reactions with other materials; film-forming properties Good, easy to form dense amorphous film and not easy to cryst...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/048C07D495/04C09K11/06H01L51/50H01L51/54
CPCC07D491/048C07D495/04C09K11/06C09K2211/1007C09K2211/1029C09K2211/1059C09K2211/1088C09K2211/1092C09K2211/1044H10K85/657H10K50/11
Inventor 钱超许军
Owner NANJING TOPTO MATERIALS CO LTD
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