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Heterocyclic organic electroluminescence compound and organic electroluminescence device thereof

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

Inactive Publication Date: 2017-10-20
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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  • Heterocyclic organic electroluminescence compound and organic electroluminescence device thereof
  • Heterocyclic organic electroluminescence compound and organic electroluminescence device thereof
  • Heterocyclic organic electroluminescence compound and organic electroluminescence device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Synthesis of compound 1

[0047]

[0048] Synthesis of Intermediate 1-1

[0049] Add p-bromobenzonitrile (5g, 27.5mmol), carbazole (4.2g, 25mmol), sodium tert-butoxide (4.8g, 50mmol), palladium acetate, x-phos, 50ml toluene in a single-necked flask, Under heating and reflux for 24h, cooling. Remove toluene by rotary evaporation, add 50ml of dichloromethane to dissolve, and wash with water. The organic phase was spin-dried, added ethanol for recrystallization, and the product was filtered out with suction. 3.9 g of a white solid was obtained with a yield of 60%.

[0050] Synthesis of intermediate 1-2

[0051] Add intermediate 1-1 (1g, 3.7mmol), 5-bromo-2-aminopyridine (0.78g, 4.5mmol), cuprous bromide (0.18mmol, 27mg), o-phenanthroline (0.18 mmol, 33mg), zinc iodide (0.37mmol, 118mg), o-dichlorobenzene (5mL), reacted at 130°C for 24 hours under nitrogen protection, diluted with ethyl acetate after cooling to room temperature, and filtered to remove inorganic salt...

Embodiment 2

[0054] Synthesis of Compound 8

[0055]

[0056] The synthesis method was the same as that of compound 1, except that 9,9'-spirobis[9H-fluorene]-2-boronic acid was replaced by 9,9-diphenylfluorene-4-boronic acid, and the yield was 74%.

Embodiment 3

[0058] Synthesis of Compound 13

[0059]

[0060] Synthesis of Intermediate 13-1

[0061] The synthesis method is the same as that of intermediate 1-2, except that the raw materials used are 9-(3-cyanobenzene)-carbazole and 2-amino-4-bromopyridine, and the yield is 44%.

[0062] Synthesis of Compound 13

[0063] The synthesis method is the same as that of compound 1, and the raw materials used are intermediate 13-1 and 9,9-diphenylfluorene-2-boronic acid.

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Abstract

The invention provides a heterocyclic organic electroluminescence compound with the formula as is shown in the description. The compound is good in thermal stability, high in luminous efficiency and luminous purity and applicable to the fields of organic electroluminescence devices, organic solar cells, organic thin-film transistors or organic photoreceptors. The invention further provides the organic electroluminescence device which comprises an anode, a cathode and organic layers, the organic layers include at least one of a luminescent layer, a hole injection layer, a hole transport layer, a hole blocking layer, an electron injection layer and an electron transfer layer, and at least one layer in the organic layers contains the compound with the formula I as is shown in the description. The organic electroluminescence device produced from the heterocyclic organic electroluminescence compound has the advantages of good electroluminescence efficiency and color purity and long service life.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to a heterocyclic organic electroluminescent compound and an organic electroluminescent device, belonging 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 laye...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04C09K11/06H01L51/54
CPCC09K11/06C07D471/04C09K2211/1059C09K2211/1029H10K85/6572Y02E10/549
Inventor 黄锦海苏建华
Owner SHANGHIA TAOE CHEM TECH CO LTD
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