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Organic electroluminescent compound and organic electroluminescent device thereof

A compound, electroluminescence technology, applied in organic chemistry, electro-solid devices, electrical components, etc., can solve the problems of charge imbalance in the light-emitting layer, reduce device efficiency, difficult electron flow, etc., and achieve high luminous purity and good thermal stability. , the effect of high luminous efficiency

Active Publication Date: 2015-11-18
SHANGHIA TAOE CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the characteristics of CBP that holes are easy to transport and electrons are difficult to flow, the charge in the light-emitting layer is unbalanced, which reduces the efficiency of the device.

Method used

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  • Organic electroluminescent compound and organic electroluminescent device thereof
  • Organic electroluminescent compound and organic electroluminescent device thereof
  • Organic electroluminescent compound and organic electroluminescent device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] Synthesis of compound 1

[0056]

[0057] Synthesis of Intermediate 1-1

[0058] In a three-necked flask, add 3-bromocarbazole (24.5g, 0.1mol), 4-dibenzofuran boronic acid (21.2g, 0.1mol), potassium carbonate (27.2g, 0.2mol), 300ml tetrahydrofuran, 100ml water and Tetrakistriphenylphosphine palladium (0.5g) was heated to reflux under nitrogen protection for 12 hours, cooled, extracted with ethyl acetate, dried, concentrated, and the crude product was recrystallized with methanol to obtain 30.6g product with a yield of 92%.

[0059] Synthesis of intermediate 1-2

[0060] In a three-necked flask, add intermediate 1-1 (25g, 0.075mol), m-bromoiodobenzene (28.1g, 0.1mol), potassium hydroxide (5.6g, 0.1mol), cuprous iodide (1.9g), o-Phenanthroline (2.5g) and 300ml mesitylene, heated to reflux under nitrogen protection for 24 hours, cooled, removed the solvent under reduced pressure, added water and dichloromethane, separated, the organic phase was dried with anhydrous so...

Embodiment 2

[0066] Synthesis of compound 9

[0067]

[0068] In a three-necked flask, add intermediate 1-3 (2.5g, 5.5mmol), 3-chloro-benzothiophene [3,2-c] pyridine (1.3g, 6.0mmol), potassium carbonate (1.5g, 11mmol) , 30ml tetrahydrofuran, 10ml water and tetrakistriphenylphosphine palladium (50mg), heated to reflux under nitrogen protection for 12 hours, cooled, extracted with dichloromethane, dried, concentrated, and the crude product was separated by column chromatography to obtain 2.4g product, producing The rate is 73%.

Embodiment 3

[0070] Synthesis of Compound 19

[0071]

[0072] Synthesis of Intermediate 19-1

[0073] In a three-necked flask, add 3-bromocarbazole (24.5g, 0.1mol), 4-dibenzofuran boronic acid (22.8g, 0.1mol), potassium carbonate (27.2g, 0.2mol), 300ml tetrahydrofuran, 100ml water and Tetrakistriphenylphosphine palladium (0.5g) was heated to reflux under nitrogen protection for 12 hours, cooled, extracted with ethyl acetate, dried, concentrated, and the crude product was recrystallized with methanol to obtain 31g product with a yield of 89%.

[0074] Synthesis of Intermediate 19-2

[0075] In a three-necked flask, add intermediate 19-1 (25g, 0.072mol), m-bromoiodobenzene (28.1g, 0.1mol), potassium hydroxide (5.6g, 0.1mol), cuprous iodide (1.9g), o-Phenanthroline (2.5g) and 300ml mesitylene, heated to reflux under nitrogen protection for 24 hours, cooled, removed the solvent under reduced pressure, added water and dichloromethane, separated, the organic phase was dried with anhydrous ...

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Abstract

The present invention provides a novel organic electroluminescent compound as shown in formula I. With good thermal stability, high luminous efficiency, and high luminous purity, the compound can be used to manufacture an organic electroluminescent device applying to the field of an organic solar cell, an organic thin film transistor or an organic photoreceptor. The present invention also provides an organic electroluminescent device. The device comprises an anode, a cathode and an organic layer, wherein the organic layer comprises one or more of a light emitting layer, a hole injection layer, a hole transport layer, a hole blocking layer, an electron injection layer, and an electron transport layer. At least one layer of the organic layer contains the compound as showm in formula I. The formula I is as shown in the specification.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to a novel organic electroluminescent compound and an organic electroluminescent device, and 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 the light-emitting layer as ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/048C07D495/04C09K11/06H01L51/54
CPCC09K11/06C07D491/048C07D495/04C09K2211/1092C09K2211/1029C09K2211/1007H10K50/11
Inventor 黄锦海苏建华
Owner SHANGHIA TAOE CHEM TECH CO LTD
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