Organic electroluminescent compound based on benzo[b] naphtha[1,2-d]furan and light-emitting apparatus

A compound and luminescent technology, applied in organic chemistry, electrical solid devices, electrical components, etc., can solve the problems of high energy consumption, poor thermal stability, slow degradation, etc., and achieve high luminous purity, low driving voltage, good heat The effect of stability

Inactive Publication Date: 2017-06-23
SHANGHIA TAOE CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional hole injection materials, such as copperphthalocyanine (CuPc), are slow to degrade, consume high energy for preparation, are not conducive to environmental protection, and they absorb light, which affects the efficiency of devices
The original hole transport materials such as NPB have poor thermal stability, which also greatly affects the life of the device.

Method used

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  • Organic electroluminescent compound based on benzo[b] naphtha[1,2-d]furan and light-emitting apparatus
  • Organic electroluminescent compound based on benzo[b] naphtha[1,2-d]furan and light-emitting apparatus
  • Organic electroluminescent compound based on benzo[b] naphtha[1,2-d]furan and light-emitting apparatus

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Synthesis of Compound 4

[0047]

[0048] Synthesis of Intermediate 4-1

[0049] In a three-necked flask, add N-(dibenzofuran-4-yl)-aniline (2.6g, 10mmol), p-bromoiodobenzene (2.8g, 10mmol), potassium carbonate (2.7g, 20mmol), phosphide Copper (0.3g), o-phenanthroline (0.3g) and o-xylene (30mL) were heated to reflux under nitrogen protection for 10 hours, cooled, and the solvent was removed. The crude product was purified by column chromatography to obtain 3.4g of the product. The yield was 83%.

[0050] Synthesis of Compound 4

[0051] In a three-necked flask, add intermediate 4-1 (0.5g, 1.2mmol), benzo[b]naphtho[1,2-d]furan-6-boronic acid (0.32g, 1.2mmol), potassium carbonate (0.33 g, 2.4mmol), tetrakistriphenylphosphine palladium (0.1g), tetrahydrofuran (15mL) and water (5mL), heated to reflux for 10 hours under nitrogen protection, cooled, extracted with dichloromethane, dried, concentrated, and the crude product was Purified by column chromatography to obtai...

Embodiment 2

[0053] Synthesis of compound 5

[0054]

[0055] Synthesis of Intermediate 5-1

[0056] The synthesis method is the same as that of intermediate 4-1, except that N-(9-phenylcarbazol-3-yl)-aniline is used instead of N-(dibenzofuran-4-yl)-aniline, and the yield is 68% .

[0057] Synthesis of compound 5

[0058] The synthesis method was the same as that of compound 4, except that intermediate 4-1 was replaced by intermediate 5-1, and the yield was 76%. MS: 626.31.

Embodiment 3

[0060] Synthesis of Compound 10

[0061]

[0062] Synthesis of intermediate 10-1

[0063] The synthesis of intermediate 10-1 was the same as that of intermediate 4-1 except that N-(9,9-dimethyl-9H-fluoren-2-yl)-1-naphthylamine was used instead of N-(dibenzofuran -4-yl)-aniline, yield 73%.

[0064] Synthesis of Compound 10

[0065] The synthesis method is the same as that of compound 4, except that intermediate 4-1 is replaced by intermediate 10-1, and the yield is 83%. MS: 627.73.

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Abstract

The invention provides an organic electroluminescent compound based on benzo[b] naphtha[1,2-d]furan. The compound has relatively good thermal 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 an organic solar battery, an organic film transistor tube 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 hole injection layer, a hole transmission layer, an exciton block layer and an electron transmission layer, and at least one of the organic layer comprises a compound as shown in a structural formula I.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to an organic electroluminescent compound based on benzo[b]naphtho[1,2-d]furan and an organic electroluminescent device thereof, belonging to organic electroluminescent devices Display technology field. 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 o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/77C07D307/91C07D405/12C07D409/12C09K11/06H01L51/54
CPCC09K11/06C07D307/77C07D307/91C07D405/12C07D409/12C09K2211/1029C09K2211/1088H10K85/636H10K85/633H10K85/6574H10K85/6572Y02E10/549
Inventor 黄锦海苏建华
Owner SHANGHIA TAOE CHEM TECH CO LTD
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