Organic electroluminescence element

An electroluminescent element and organic technology, applied in the direction of organic light emitting devices, organic light emitting device parameters, electroluminescent light sources, etc., can solve problems such as poor alignment accuracy and reduced color purity extraction efficiency, and achieve improved extraction efficiency, The effect of optimizing the extraction efficiency and high refractive index

Pending Publication Date: 2021-09-21
HODOGOYA CHEMICAL CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] Although it has been proposed to use a high-definition metal mask for the formation of the capping layer, there is a problem that if it is used at a high temperature, the alignment accuracy will deteriorate due to deformation due to heat
Therefore, when used in a cyan light-emitting element, there is a problem that both the color purity and the light extraction efficiency are lowered.

Method used

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  • Organic electroluminescence element
  • Organic electroluminescence element
  • Organic electroluminescence element

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0167]

[0168] 4.2 g of 2-(4-bromophenyl)-2H-benzo[1,2,3]triazole, 2.3 g of N,N'-diphenylbenzidine, tert-butyl Sodium oxide 2.0g, toluene 50ml, while irradiating ultrasonic waves for 30 minutes, nitrogen gas was passed through. 62.0 mg of palladium acetate and 0.2 ml of tri-tert-butylphosphine were added, heated, and stirred at 91° C. for 5 hours. After cooling to room temperature, 50 ml of toluene was added and an extraction operation was performed to obtain an organic layer. After concentrating the organic layer, it was purified by column chromatography (carrier: NH silica gel, eluent: toluene / n-hexane), and further, by performing dispersion washing using 100 ml of n-hexane, N,N'-bis{4 -(2H-benzo[1,2,3]triazol-2-yl)phenyl}-N,N'-diphenyl-4,4'-diamino-1,1'-biphenyl (compound (1-1)) yellow powder 3.3g (yield 66%).

[0169] The structure of the obtained yellow powder was identified using NMR.

[0170] use 1 H-NMR (THF-d 8 ) detected the following 34 hydrogen signals.

...

Embodiment 2

[0175]

[0176] Add 14.0 g of 4,4"-diiodo-1,1':4',1"-terphenyl and {4-(2H-benzo[1,2,3]triazole to the nitrogen-substituted reaction vessel -2-yl)phenyl}phenylamine 18.3g, potassium carbonate 13.2g, copper powder 0.3g, sodium bisulfite 0.9g, 3,5-di-tert-butylsalicylic acid 0.7g, dodecane 30 ml of phenylbenzene was heated and stirred at 210° C. for 44 hours. After naturally cooling to room temperature, 50 ml of toluene was added, and the precipitate was obtained by filtration. 230 ml of 1,2-dichlorobenzene was added to the precipitate and heated to dissolve it, and the insoluble matter was removed by hot filtration. The filtrate was concentrated, purified by crystallization using 1,2-dichlorobenzene, and then dispersed and washed with methanol to obtain N,N'-bis{4-(2H-benzo[1,2 , 3] triazol-2-yl) phenyl}-N, N'-diphenyl-4,4"-diamino-1,1': 4', 1"-terphenyl (compound (1-2 )) yellow powder 22.2g (96% yield).

[0177] The structure of the obtained yellow powder was identified u...

Embodiment 3

[0183]

[0184] In Example 3, instead of {4-(2H-benzo[1,2,3]triazol-2-yl)phenyl}phenylamine, {4-(benzoxazol-2-yl) Phenyl}phenylamine, by reacting under the same conditions, N,N'-bis{4-(benzoxazol-2-yl)phenyl}-N,N'-diphenyl - 12.4 g of yellow powder of 4,4"-diamino-1,1': 4',1"-terphenyl (compound (1-22)) (yield 47%).

[0185] The structure of the obtained yellow powder was identified using NMR.

[0186] use 1 H-NMR (CDCl 3 ) detected the following 38 hydrogen signals.

[0187] δ(ppm)=8.13(4H), 7.80-7.55(11H), 7.50-7.16(23H)

[0188] [chemical 15]

[0189]

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Abstract

The present invention addresses the problem of providing an organic EL element that is equipped with a capping layer configured from two layers, which are a first capping layer and a second capping layer having a higher refractive index than the first capping layer, with a view to achieving an improved light extraction efficiency as compared with an organic EL element formed from a unilaminar capping layer. The present invention pertains to an organic electroluminescence element which at least has an anode, a hole transport layer, a light-emitting layer, an electron transport layer, a cathode, and a capping layer in this order, wherein: the capping layer is structured to have two layers consisting of a first capping layer and a second capping layer; within a wavelength range of 450-650 nm, the second capping layer has a greater refractive index than the first capping layer; and the second capping layer comprises an aryl amine compound having a specific structure.

Description

technical field [0001] The present invention relates to an organic electroluminescence element (hereinafter simply referred to as an organic EL element) as a self-luminous element suitable for various display devices. Specifically, it relates to an organic EL element formed by laminating capping layers. Improved organic EL elements. Background technique [0002] Since the organic EL element is a self-luminous element, it is brighter than a liquid crystal element, has excellent visibility, and can perform a clear display, so active research has been conducted. [0003] In 1987, C.W.Tang and others from Eastman Kodak developed a layered structure device in which various functions are distributed to each material, thus making the organic EL device using organic materials a practical device. . They layered a phosphor capable of transporting electrons and an organic substance capable of transporting holes, injected the charges of the two into the layer of the phosphor to make i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H05B33/02H01L51/50
CPCH10K85/633H10K85/657H10K85/6572H10K50/844H10K50/858H10K2102/3026H10K2101/00H10K2102/351H10K85/631H10K85/654H10K85/655H10K85/6574H10K50/805H10K50/84H10K85/624H10K85/626H10K85/636H10K50/11
Inventor 平山雄太望月俊二山本刚史林秀一朴永焕
Owner HODOGOYA CHEMICAL CO LTD
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