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Anthracene-based organic electroluminescent electron transport compound and light-emitting apparatus thereof

An electron transport and compound technology, applied in organic chemistry, electro-solid devices, electrical components, etc., can solve the problems of easy crystallization, low electron mobility and low electron mobility of organic materials, and achieve good electroluminescence efficiency, The effect of high luminous purity and high luminous efficiency

Inactive Publication Date: 2017-05-31
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 (Alq3) has been extensively studied since its invention, but as an electron transport material, its electron mobility is still very low, and its inherent characteristics of self-degradation are considered as electron transport materials. layer devices, there will be a voltage drop, and at the same time, due to the lower electron mobility, a large number of holes enter the Alq3 layer, and the excess holes radiate energy in the form of non-luminescence, and are transported as electrons material, due to its green-emitting properties, its application is limited

Method used

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  • Anthracene-based organic electroluminescent electron transport compound and light-emitting apparatus thereof
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  • Anthracene-based organic electroluminescent electron transport compound and light-emitting apparatus thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Synthesis of Compound 2

[0044]

[0045] Synthesis of Intermediate 2-1

[0046] In the reaction flask, benzonitrile (21g, 0.2mol), 5-bromo-2-aminopyridine (34g, 0.2mol), cuprous bromide (1g), 1,10phenanthroline (1g), zinc iodide ( 5g), ortho-dichlorobenzene (300ml), reacted at 130°C for 24h, cooled to room temperature and filtered to remove inorganic salts, and the filtrate was concentrated and separated by column chromatography to obtain 28g of white solid with a yield of 51%.

[0047] Synthesis of Compound 2

[0048] In the reaction flask, add intermediate 2-1 (1.5g, 5.5mmol), 9-(1-naphthalene)-10-anthracene boronic acid (1.9g, 5.5mmol), potassium carbonate (1.5g, 11mmol), tetrahydrofuran ( 30ml), water (10ml), tetrakistriphenylphosphine palladium (0.1g) was heated to reflux under nitrogen protection for 12 hours, cooled, removed the solvent, extracted with dichloromethane, dried and concentrated, and the crude product was purified by column chromatography to ob...

Embodiment 2

[0050] Synthesis of Compound 3

[0051]

[0052] The synthesis method was the same as that of compound 2, except that 9-(1-naphthalene)-10-anthraceneboronic acid was replaced by 9-(2-naphthalene)-10-anthraceneboronic acid, and the yield was 73%. Elemental analysis: C, 86.60; H, 4.96; N, 8.44.

Embodiment 3

[0054] Synthesis of Compound 8

[0055]

[0056] The synthesis method was the same as that of compound 2, except that 9-(4-(1-naphthalene)-phenyl)-10-anthraceneboronic acid was used instead of 9-(1-naphthalene)-10-anthraceneboronic acid, and the yield was 57%. Elemental analysis: C, 87.92; H, 4.75; N, 7.23.

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Abstract

The invention provides an anthracene-based organic electroluminescent electron transport compound. The compound has relatively good heat stability, high light-emitting efficiency and high light-emitting purity, can be used for manufacturing an organic electroluminescent apparatus, and is applied to the field of the organic electroluminescent apparatus, an organic solar battery, an organic film transistor or an organic photoreceptor. The invention also provides the organic electroluminescent apparatus which comprises an anode, a cathode and an organic layer; the organic layer comprises at least one of a light-emitting layer, a cavity injection layer, a cavity transport layer, a cavity barrier layer, an electron injection layer and an electron transport layer, and the at least one of the organic layers comprises a compound as shown in a structural formula I in the description.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to an anthracene-based organic electroluminescent compound and an organic electroluminescent device, and belongs 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 light-emitting l...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D471/04C09K2211/1092C09K2211/1011C09K2211/1007C09K2211/1029C09K2211/1059C09K2211/1044H10K85/6576H10K85/6572H10K50/16H10K50/171H10K50/00Y02E10/549
Inventor 黄锦海苏建华
Owner SHANGHIA TAOE CHEM TECH CO LTD
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