Material for organic electroluminescence element, and organic electroluminescence element using the material

a technology of organic electroluminescence and material, applied in thermoelectric devices, organic chemistry, germanium organic compounds, etc., can solve the problem of material exhibits more excellent performance, and achieve excellent heat resistance, no defects in pixels, and excellent light emission efficiency

Inactive Publication Date: 2014-01-23
IDEMITSU KOSAN CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The use of these compounds results in organic EL devices with improved light emission efficiency, no pixel defects, excellent heat resistance, and extended lifespan, making them suitable for various electronic applications.

Problems solved by technology

However, it is not described whether a device using the above host material exhibits more excellent performance than devices using other materials having the carbazolyl skeleton structure.

Method used

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  • Material for organic electroluminescence element, and organic electroluminescence element using the material
  • Material for organic electroluminescence element, and organic electroluminescence element using the material
  • Material for organic electroluminescence element, and organic electroluminescence element using the material

Examples

Experimental program
Comparison scheme
Effect test

synthesis example 1

Synthesis of Compound A-2

[0156]Compound A-2 was synthesized in accordance with the route of synthesis shown in the following:

Intermediate Compound A

[0157]Into a flask, 3.12 g of 4-dibenzofuranboronic acid, 4.07 g of 1-bromo-3-iodobenzene, 0.33 g of tetrakis-triphenylphosphinepalladium(0), 25 g of a 2M aqueous solution of sodium carbonate and 70 ml of dimethoxyethane were placed, and the resultant mixture was heated under the refluxing condition for 8 hours under the atmosphere of argon. After it was confirmed in accordance with the thin layer chromatography (TLC) that the reaction had been completed, dichloromethane was added. The obtained mixture was washed with water and a saturated aqueous solution of sodium chloride, and the organic layer was separated. The organic layer was dried with magnesium sulfate, filtered and concentrated, and a yellow oily substance was obtained. After purification in accordance with the column chromatography, 4.13 g of a white solid substance was obtai...

synthesis example 2

Synthesis of Compound B-1

[0162]Compound B-1 was synthesized in accordance with the route of synthesis shown in the following:

Intermediate Compound B

[0163]Into a flask, 3.3 g of 2-dibenzothiopheneboronic acid, 4.0 g of 1-bromo-3-iodobenzene, 0.31 g of tetrakis-triphenylphosphinepalladium(0), 25 ml of a 2M aqueous solution of sodium carbonate and 70 ml of dimethoxyethane were placed, and the resultant mixture was heated under the refluxing condition for 9 hours under the atmosphere of argon. After it was confirmed in accordance with TLC that the reaction had been completed, dichloromethane was added. The obtained mixture was washed with water and a saturated aqueous solution of sodium chloride, and the organic layer was separated. The organic layer was dried with magnesium sulfate, filtered and concentrated, and a yellow oily substance was obtained. After purification in accordance with the column chromatography, 3.96 g of a white solid substance was obtained (the yield: 83%; Intermed...

synthesis example 3

Synthesis of Compound B-2

[0168]Compound B-2 was synthesized in accordance with the route of synthesis shown in the following:

Intermediate Compound C

[0169]Into a flask, 3.3 g of 4-dibenzothiopheneboronic acid, 4.0 g of 1-bromo-3-iodobenzene, 0.31 g of tetrakis-triphenylphosphinepalladium(0), 25 ml of a 2M aqueous solution of sodium carbonate and 70 ml of dimethoxyethane were placed, and the resultant mixture was heated under the refluxing condition for 9 hours under the atmosphere of argon. After it was confirmed in accordance with TLC that the reaction had been completed, dichloromethane was added. The obtained mixture was washed with water and a saturated aqueous solution of sodium chloride, and the organic layer was separated. The organic layer was dried with magnesium sulfate, filtered and concentrated, and a yellow oily substance was obtained. After purification in accordance with the column chromatography, 4.2 g of a white solid substance was obtained (the yield: 88%; Intermedi...

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PUM

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Abstract

An organic electroluminescence device comprising a compound having a specific structure having a heteroatom and an organic electroluminescence device which comprises a cathode, an anode and an organic thin film layer which comprises at least one layer comprising at least a light emitting layer and is disposed between the cathode and the anode, wherein at least one layer in the organic thin film layer comprises the above compound. The device provides excellent efficiency of light emission, forms no defects in pixels, exhibits excellent heat resistance and has a long life.

Description

TECHNICAL FIELD[0001]The present invention relates to a material for organic electroluminescence devices and an organic electroluminescence device using the material and, more particularly, to an organic electroluminescence device providing excellent efficiency of light emission, forming no defects in pixels, exhibiting excellent heat resistance and having a long life and a material for organic electroluminescence devices which enables to obtain the device.BACKGROUND ART[0002]An organic electroluminescence (hereinafter, “electroluminescence” will be referred to as “EL”, occasionally) device is a spontaneous light emitting device which utilizes the principle that a fluorescent substance emits light by energy of recombination of holes injected from an anode and electrons injected from a cathode when an electric field is applied. Since an organic EL device of the laminate type driven under a low electric voltage was reported by C. W. Tang et al. of Eastman Kodak Company (C. W. Tang and...

Claims

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Application Information

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Patent Type & AuthorityApplications(United States)
IPC IPC(8): H01L51/00H10K99/00
CPCH01L51/0094H01L51/0073H01L51/0074C07F7/0812C07F7/30C09K11/06C09K2211/1007C09K2211/1029C09K2211/1044C09K2211/185H05B33/14H10K85/636H10K85/6576H10K85/6574H10K85/6572H10K85/30H10K85/324H10K85/40H10K85/342H10K50/125H10K50/11H10K2102/103H10K50/00
InventorIWAKUMA, TOSHIHIROMATSUURA, MASAHIDENAKANO, YUKIIKEDA, HIDETSUGU
OwnerIDEMITSU KOSAN CO LTD