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Compound containing quinoxaline perssad and organic electroluminescence device of compound

A technology of quinoxaline groups and compounds, applied in the field of organic electroluminescent compounds and organic electroluminescent devices, can solve the problems of low electron mobility, low electron mobility, affecting the life and efficiency of devices, etc., and achieve high The effect of luminous purity, high luminous efficiency and good thermal stability

Active Publication Date: 2016-04-06
SHANGHIA TAOE CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, when the OLED device is operated with an applied voltage, it will generate Joule heat, which makes the organic material easy to crystallize, which affects the life and efficiency of the device. Therefore, it is also necessary to develop stable and efficient organic electroluminescent materials.
[0005] In OLED materials, since most organic electroluminescent materials transport holes faster than electrons, it is easy to cause an imbalance in the number of electrons and holes in the light-emitting layer, so that the efficiency of the device is relatively low.
Tris(8-hydroxyquinoline)aluminum (Alq 3 ) has been widely studied since its invention, but as an electron transport material, its electron mobility is still very low, and it will degrade itself. In the device using it as an electron transport layer, there will be a voltage drop , at the same time, due to the lower electron mobility, a large number of holes enter the Alq 3 In the layer, the excess holes radiate energy in a non-luminescent form, and when used as an electron-transporting material, its application is limited due to its green-emitting properties.

Method used

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  • Compound containing quinoxaline perssad and organic electroluminescence device of compound
  • Compound containing quinoxaline perssad and organic electroluminescence device of compound
  • Compound containing quinoxaline perssad and organic electroluminescence device of compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] Synthesis of compound 1

[0051]

[0052] Synthesis of Intermediate 1-1

[0053] In the flask, add 4-bromo-o-phenylenediamine (18.6g, 0.1mol), benzil (21g, 0.1mol) and acetic acid (200ml), heat to 90°C for 5 hours, cool, filter, and use Ethanol was recrystallized to obtain 28 g of the product with a yield of 78%.

[0054] Synthesis of intermediate 1-2

[0055] In a flask, add intermediate 1-1 (20g, 56mmol), 9-anthraceneboronic acid (12.3g, 56mmol), potassium carbonate (15g, 112mmol), tetrakistriphenylphosphine palladium (1g), tetrahydrofuran (300ml) and Water (100ml) was heated under nitrogen protection for 5 hours, cooled, extracted with dichloromethane, concentrated, and the crude product was recrystallized with tetrahydrofuran and ethanol to obtain 21g of the product with a yield of 82%.

[0056] Synthesis of Intermediates 1-3

[0057] In the flask, add intermediate 1-2 (20g, 44mmol), N,N-dimethylformamide (250ml) and N-bromosuccinimide (8.2g, 46mmol), react a...

Embodiment 2

[0063] Synthesis of compound 7

[0064]

[0065] In a three-necked flask, add intermediate 1-3 (3g, 5.6mmol), 2,4-diphenyl-6-(4-pinacolyl phenyl)-pyrimidine (2.4g, 5.6mmol), carbonic acid Potassium (1.5g, 11.2mmol), tetrakistriphenylphosphine palladium (0.1g), tetrahydrofuran (50ml) and water (20ml), heated for 5 hours under nitrogen protection, cooled, filtered, and the crude product was recrystallized from tetrahydrofuran and ethanol , to obtain product 3.9g, yield 91%.

Embodiment 3

[0067] Synthesis of Compound 10

[0068]

[0069] In a three-necked flask, add intermediate 1-3 (3g, 5.6mmol), 2,4-diphenyl-6-(4-pinacol ester phenyl)-1,3,5-triazine (2.4 g, 5.6mmol), potassium carbonate (1.5g, 11.2mmol), tetrakistriphenylphosphine palladium (0.1g), tetrahydrofuran (50ml) and water (20ml), heated under nitrogen for 5 hours, cooled, filtered, the crude product Then recrystallized with tetrahydrofuran and ethanol to obtain 2.6 g of the product with a yield of 83%.

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Abstract

The invention provides an organic electroluminescence compound containing a quinoxaline perssad. The compound has the good thermal stability, high luminous efficiency and high luminous purity, can be used for manufacturing an organic electroluminescence device and is applied to the field of organic solar cells, organic film transistors or organic photoreceptors. The invention further provides the organic electroluminescence device. The organic electroluminescence device comprises an anode, a cathode and an organic layer. The organic layer comprises one or more of a luminous layer, a hole injection layer, a hole transfer layer, a hole barrier layer, an electron injection layer and an electron transfer layer. At least one organic layer comprises the compound shown in the structural formula I in the specification.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to an organic electroluminescent compound containing a quinoxaline group and an organic electroluminescent device, which belongs to the technical field of display of organic electroluminescent devices. Background technique [0002] Organic electroluminescent devices (OLEDs) are devices prepared by depositing a layer of organic materials between two metal electrodes by spin coating or vacuum evaporation. A classic three-layer organic electroluminescent device includes a hole transport layer, emissive layer and electron transport layer. The holes generated by the anode are combined with the electrons generated by the cathode through the hole transport layer to form excitons in the light emitting layer through the hole transport layer, and then emit light. Organic electroluminescent devices can be adjusted to emit various required lights by changing the material of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/10C07D403/10C07D413/10C07D417/10C09K11/06H01L51/54
CPCC09K11/06C07D401/10C07D403/10C07D413/10C07D417/10C09K2211/1059C09K2211/1044C09K2211/1033C09K2211/1037C09K2211/1029C09K2211/1007C09K2211/1011H10K85/615H10K85/654H10K85/657H10K85/6572H10K50/00Y02E10/549
Inventor 黄锦海苏建华
Owner SHANGHIA TAOE CHEM TECH CO LTD
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