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Organic optoelectronic device, and display device including same

An optoelectronic device, organic technology, applied in photovoltaic power generation, circuits, luminescent materials, etc., can solve problems such as unsatisfactory development

Active Publication Date: 2015-09-09
CHEIL IND INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the development of organic material layer-forming materials for organic light-emitting diodes is thus far from satisfactory and novel materials are therefore required

Method used

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  • Organic optoelectronic device, and display device including same
  • Organic optoelectronic device, and display device including same
  • Organic optoelectronic device, and display device including same

Examples

Experimental program
Comparison scheme
Effect test

example 1

[1288] Example 1: Preparation of Compound F-94

[1289]

[1290] In a round bottom flask, 10 g (30.9 mmol) of intermediate M-1, 9.9 g (30.9 mmol) of bis(4-benzidine)amine and 4.5 g (46.35 mmol) of sodium tert-butoxide were added to 155 ml of toluene and dissolved in it. Next, 0.178 g (0.31 mmol) of Pd(dba) 2 and 0.125 g (0.62 mmol) of tri-tert-butylphosphine were sequentially added, and then refluxed and stirred under a nitrogen atmosphere for 4 hours. When the reaction was terminated, the resultant was extracted with toluene and distilled water, and the organic layer was dried over magnesium sulfate under reduced pressure and filtered and concentrated. The product was purified by silica gel column chromatography using n-hexane / dichloromethane (8:2 volume ratio) to obtain 16 g (92% yield) of the target compound F-94.

[1291] LC-mass spectrum (theoretical: 563.22 g / mol, measured: M+=563.28 g / mol)

example 2

[1292] Example 2: Preparation of compound G-94

[1293]

[1294] In a round bottom flask, 10.5 g (30.9 mmol) of intermediate M-2, 9.9 g (30.9 mmol) of bis(4-benzidine)amine and 4.5 g (46.35 mmol) of sodium tert-butoxide were added to 155 ml of toluene and dissolved in it. Next, 0.178 g (0.31 mmol) of Pd(dba) 2 and 0.125 g (0.62 mmol) of tri-tert-butylphosphine were sequentially added, and then refluxed and stirred under a nitrogen atmosphere for 4 hours. When the reaction was terminated, the resultant was extracted with toluene and distilled water, and the organic layer was dried over magnesium sulfate under reduced pressure and filtered and concentrated. The product was purified by silica gel column chromatography using n-hexane / dichloromethane (8:2 volume ratio) to obtain 16.8 g (94% yield) of the target compound G-94.

[1295] LC-mass spectrum (theoretical: 579.20 g / mol, measured: M+=579.32 g / mol)

example 3

[1296] Example 3: Preparation of Compound F-99

[1297]

[1298] In a round bottom flask, 10 g (30.9 mmol) of intermediate M-1, 11.2 g (30.9 mmol) of biphenyl-4-yl-(9,9-dimethyl-9H-fluoren-2-yl )-amine and 4.5 g (46.35 mmol) of sodium tert-butoxide were added to and dissolved in 155 ml of toluene. Next, 0.178 g (0.31 mmol) of Pd(dba) 2 and 0.125 g (0.62 mmol) of tri-tert-butylphosphine were sequentially added, and then refluxed and stirred under a nitrogen atmosphere for 4 hours. When the reaction was terminated, the resultant was extracted with toluene and distilled water, and the organic layer was dried over magnesium sulfate under reduced pressure and filtered and concentrated. The product was purified by silica gel column chromatography using n-hexane / dichloromethane (8:2 volume ratio) to obtain 17.2 g (92% yield) of the target compound F-99.

[1299] LC-mass spectrum (theoretical: 603.26 g / mol, measured: M+=603.31 g / mol)

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Abstract

The present invention relates to an organic optoelectronic device and to a display device including same. The organic optoelectronic device includes a positive electrode, a negative electrode, and one or more organic thin film layers formed between the positive electrode and the negative electrode. The organic thin film layer has a light-emitting layer, a hole transport layer, a hole injection layer, an electron transport layer, an electron injection layer, or a combination thereof. Also, said organic thin film layer has a light-emitting layer and a plurality of hole transport layers. One of the plurality of hole transport layers adjacent to the light-emitting layer contains a compound which is represented by a combination of chemical formula 1, chemical formula 2 or chemical formula 3, and chemical formula 4. One of the hole transport layers not adjacent to the light-emitting layer contains a compound represented by chemical formula B-1.

Description

technical field [0001] An organic optoelectronic device and a display device including the same are disclosed. Background technique [0002] Organic optoelectronic devices are devices that require charge exchange between electrodes and organic materials by using holes or electrons. [0003] Organic optoelectronic devices may be classified according to their driving principles as follows. The first organic optoelectronic device is an electronic device driven by: excitons are generated in an organic material layer by photons from an external light source; the excitons are separated into electrons and holes; and the electrons and holes are used as current sources (voltage source) to different electrodes. [0004] A second organic optoelectronic device is an electronic device that is driven by applying a voltage or current to at least two electrodes to inject holes and / or electrons into an organic material semiconductor positioned at the interface of the electrodes, and the de...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06H01L51/50H10K99/00
CPCC09K2211/1092H01L51/0071C09K11/06H01L51/5064H01L51/0073C09K2211/1029H01L51/0074C09K2211/1014C09K2211/1011H01L51/0061C09K2211/1088H10K85/636H10K85/633H10K85/324H10K85/6576H10K85/6574H10K85/6572H10K85/342H10K50/156H10K50/15H10K85/00H10K59/10H10K59/8051H10K59/8052Y02E10/549H10K85/657H10K50/11H10K50/81H10K50/82H10K50/155H10K50/826H10K85/615H10K85/622H10K85/626H10K2101/10
Inventor 柳东完郑成显许达灏洪振硕金伦焕金俊奭柳东圭李南宪李韩壹张洧娜赵荣庆蔡美荣
Owner CHEIL IND INC
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