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Electron transport compound adopting triazine derivative and OLED (organic light-emitting device) applying electron transport compound

A technology of compounds and derivatives, applied in the display of organic electroluminescent devices and the field of organic electroluminescent materials, can solve the problems of easy crystallization of organic materials, low electron mobility, affecting device life and efficiency, etc., to achieve electroluminescence Good efficiency, excellent color purity, and good thermal stability

Active Publication Date: 2015-12-16
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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  • Electron transport compound adopting triazine derivative and OLED (organic light-emitting device) applying electron transport compound
  • Electron transport compound adopting triazine derivative and OLED (organic light-emitting device) applying electron transport compound
  • Electron transport compound adopting triazine derivative and OLED (organic light-emitting device) applying electron transport compound

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Synthesis of compound 1

[0046]

[0047] Synthesis of Intermediate A

[0048] In a three-necked flask, add 2-bromo-9,9-dimethylfluorene (5.5g, 20mmol), magnesium chips (0.86g, 36mmol), 60ml of dry tetrahydrofuran and 3 grains of iodine, and heat to reflux for 1 hour. Under ice bath, this reaction liquid was added dropwise in the tetrahydrofuran solution that is dissolved with s-trichlorazine (1.8g, 10mmol). Extracted with dichloromethane, dried with anhydrous sodium sulfate, filtered, concentrated, and the organic layer was purified by column chromatography to obtain 7.5 g of product with a yield of 75%.

[0049] Synthesis of compound 1

[0050] In a three-necked flask, add intermediate A (1.5g, 3mmol), 4-dibenzofuran boronic acid (0.84g, 4mmol), potassium carbonate (0.82g, 6mmol), 20ml of tetrahydrofuran, 10ml of water and tetratriphenyl Phosphopalladium (50 mg), under nitrogen protection, refluxed for 24 hours, cooled, extracted with chloroform, dried with anhy...

Embodiment 2

[0052] Synthesis of Compound 9

[0053]

[0054] In a three-necked flask, add intermediate A (1.5g, 3mmol), 4-dibenzothiophene boronic acid (0.91g, 4mmol), potassium carbonate (0.82g, 6mmol), 20ml of tetrahydrofuran, 10ml of water and tetratriphenyl Phosphorous palladium (50 mg), under the protection of nitrogen, refluxed for 24 hours, cooled, extracted with chloroform, dried with anhydrous sodium sulfate, filtered, and concentrated to obtain a crude product, which was purified by column chromatography to obtain 1.1 g of the product, and the yield was 58 %.

Embodiment 3

[0056] Synthesis of Compound 13

[0057]

[0058] In a three-necked flask, add intermediate A (1.5g, 3mmol), 3-(4-dibenzothiophene)-phenylboronic acid (1.2g, 4mmol), potassium carbonate (0.82g, 6mmol), 20ml of tetrahydrofuran, 10ml water and tetrakistriphenylphosphopalladium (50mg), under the protection of nitrogen, refluxed for 24 hours, cooled, extracted with chloroform, dried with anhydrous sodium sulfate, filtered, and concentrated to obtain the crude product, which was purified by column chromatography to obtain 1.0g Product, the yield is 45%.

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PUM

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Abstract

The invention provides an organic light-emitting compound adopting a triazine derivative shown in the structural formula I. The compound has better thermal stability, high luminous efficiency and high luminous purity, can be used for manufacturing OLEDs (organic light-emitting devices) and can be applied to the fields of organic solar cells, organic thin-film transistors or organic photoreceptors. The invention further provides an OLED which comprises an anode, a cathode and an organic layer, wherein the organic layer comprises one or more 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 layer in the organic layer contains the compound shown in the structural formula I.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to an organic electroluminescent compound of a triazine derivative and an organic electroluminescent device thereof, belonging to the technical field of organic electroluminescent device display. 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 the li...

Claims

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Application Information

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IPC IPC(8): C07D405/04C07D405/10C07D409/04C07D409/10C09K11/06H01L51/54
CPCC09K11/06C07D405/04C07D405/10C07D409/04C07D409/10C09K2211/1037C09K2211/1033H10K85/6576H10K85/6574H10K85/6572Y02E10/549
Inventor 黄锦海苏建华
Owner SHANGHIA TAOE CHEM TECH CO LTD
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