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Organic electroluminescence device

An electroluminescent device and luminescent technology, applied in the direction of electric solid-state devices, electrical components, semiconductor devices, etc., can solve the problems of poor thermal stability, high energy consumption for preparation, and affecting device efficiency, etc., and achieve good thermal stability and high Effect of luminous efficiency and high luminous purity

Active Publication Date: 2014-09-10
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 copper phthalocyanine (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 electroluminescence device
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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Synthesis of Compound 2

[0064]

[0065] Synthesis of compound 2-1

[0066] In the reaction flask, add fluorenone (9g, 50mmol) and water (30ml), heat to 80°C, slowly add liquid bromine (8.8g, 55mmol) into the reaction flask, react for 4 hours, add 100ml of water and 100ml of 10% Aqueous solution of sodium bisulfate. After filtration, the obtained solid was recrystallized with absolute ethanol to obtain 11 g of product with a yield of 85%.

[0067] Synthesis of compound 2-2

[0068] In the reaction flask, add compound 2-1 (2.58g, 10mmol) and 15ml tetrahydrofuran, add dropwise phenylmagnesium bromide Grignard reagent (12mmol) dissolved in tetrahydrofuran at 0°C, and slowly rise to room temperature after the addition is completed. Reaction 12 After 1 hour, dilute hydrochloric acid was added to adjust the pH to 7, extracted with ethyl acetate, dried over anhydrous magnesium sulfate, and the solvent was removed. The crude product was chromatographed on a silica gel co...

Embodiment 2

[0077] Synthesis of compound 22

[0078]

[0079] In the reaction flask, add compound 2-3 (0.5g, 0.89mmol), 4-triphenylamine borate (0.3g, 1mmol), tetrahydrofuran (10ml), tetrakis (triphenylphosphine) palladium (50mg), potassium carbonate aqueous solution (2mol / l, 5mL), heated under reflux under the protection of nitrogen to react overnight. Stop the reaction, extract three times with dichloromethane, combine the organic phases, and wash with water until neutral; separate the organic phases, add anhydrous magnesium sulfate to dry, filter with suction, and spin dry; silica gel column chromatography gives 340 mg of white solids, yield 52 %.

[0080] 1 H NMR (400MHz, CDCl 3 )δ7.76-7.80(m,2H),7.56-7.60(m,2H),7.35-7.45(m,4H),7.19-7.29(m,14H),6.89-7.13(m,18H).ESI, m / z: [M+H]+: 729.4. See NMR spectrum figure 2

Embodiment 3

[0082] Synthesis of compound 28

[0083]

[0084] In the reaction flask, add compound 2-3 (0.2g, 0.35mmol), 4-(1-naphthylanilino) phenylboronic acid (0.15g, 0.44mmol), tetrahydrofuran (10ml), tetrakis (triphenylphosphine) Palladium (10 mg), potassium carbonate aqueous solution (2 mol / l, 5 mL), heated to reflux under nitrogen protection overnight. Stop the reaction, extract three times with dichloromethane, combine the organic phases, and wash with water until neutral; separate the organic phases, add anhydrous magnesium sulfate to dry, filter with suction, and spin dry; silica gel column chromatography gives 170 mg of white solids, yield 63 %. 1 H NMR (400MHz, CDCl 3 )δ7.88-7.95(m,2H),7.74-7.90(m,3H),7.34-7.57(m,11H),7.19-7.28(m,11H),6.88-7.09(m,15H).ESI, m / z: [M+H]+: 779.4. See NMR spectrum image 3

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Abstract

The invention provides an organic electroluminescence device. The organic electroluminescence device comprises an anode, a cathode and an organic layer; the organic layer comprises one or more of a hole injection layer, a hole transmission layer, a lighting layer, a barrier layer, an electron injection layer and an electron transmission layer. The organic electroluminescence device is characterized in that at least one layer in the organic layer contains a compound as shown in the structural formula (I). Structural formula is as shown in specification.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to an organic electroluminescence device. 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 required. [0003] As a new type of display technology, organic electroluminescent devices have self-illumination, wide viewing an...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H01L51/54H01L51/52H01L51/50
CPCH10K85/623H10K85/624H10K50/15
Inventor 黄锦海苏建华
Owner SHANGHIA TAOE CHEM TECH CO LTD
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