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Compound containing 1,2,4-triazine group and organic electroluminescence device of compound

A technology of triazine groups and compounds, which is applied in the field of organic electroluminescent compounds and organic electroluminescent devices, can solve the problems of easy crystallization, low electron mobility, low electron mobility, etc. of organic materials, and achieve electroluminescence. The effect of good luminous efficiency, high luminous purity and high luminous efficiency

Active Publication Date: 2016-09-28
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 1,2,4-triazine group and organic electroluminescence device of compound
  • Compound containing 1,2,4-triazine group and organic electroluminescence device of compound
  • Compound containing 1,2,4-triazine group and organic electroluminescence device of compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Synthesis of compound 5

[0059]

[0060] In a three-necked flask, add intermediate A (1.9g, 5mmol), 9-benzene-10-anthracene boronic acid (1.5g, 5mmol), potassium carbonate (1.38g, 10mmol), tetrakistriphenylphosphine palladium (50mg), Tetrahydrofuran (20ml) and water (10ml) were heated to reflux for 10 hours under nitrogen protection, cooled, extracted with dichloromethane, the organic layer was dried and concentrated, and the crude product was purified by column chromatography to obtain 2.1g of product with a yield of 75%.

Embodiment 2

[0062] Synthesis of Compound 12

[0063]

[0064] The synthesis method is the same as that of compound 5, except that B-[4-(1-phenyl-1H-benzimidazol-2-yl)phenyl]-boronic acid is used instead of 9-benzene-10-anthracene boronic acid, and the yield is 64% . Its NMR such as figure 1 shown.

Embodiment 3

[0066] Synthesis of Compound 20

[0067]

[0068] The synthesis method was the same as that of compound 5, except that 4-(9H-carbazolyl)-phenylboronic acid was used instead of 9-benzene-10-anthraceneboronic acid, and the yield was 81%.

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Abstract

The invention provides an organic electroluminescence compound which is shown as a structural formula I (please see the formula in the description) and contains a 1,2,4-triazine group. The compound has the good heat stability, the high luminous efficiency and the high luminous purity and can be used for manufacturing an organic electroluminescence device and applied to the field of organic solar cells or organic thin film transistors or organic photoreceptors and the like. The invention further provides the organic electroluminescence device. The organic electroluminescence device comprises an anode, a cathode and organic layers, wherein the organic layers comprise one or more than one of a luminous layer, a hole injection layer, a hole transporting layer, a hole blocking layer, an electron injection layer and an electron transporting layer, and at least one of the organic layers contains the compound shown as the structural formula I (please see the formula in the description).

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to an organic electroluminescent compound containing 1,2,4-triazine groups and an organic electroluminescent device thereof, 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 ma...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D253/065C07D405/10C07D409/10C07D401/10C07D403/10C07D253/10C09K11/06H01L51/54
CPCC09K11/06C07D253/065C07D253/10C07D401/10C07D403/10C07D405/10C07D409/10C09K2211/1092C09K2211/1088C09K2211/1011C09K2211/1007C09K2211/1044C09K2211/1059C09K2211/1029H10K85/622H10K85/615H10K85/631H10K85/626H10K85/654H10K85/6576H10K85/6574H10K85/6572Y02E10/549
Inventor 黄锦海苏建华
Owner SHANGHIA TAOE CHEM TECH CO LTD
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