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Compound and organic light-emitting element

A compound, unsubstituted technology, applied in the field of light-emitting devices of organic compounds, can solve problems such as degradation, no specific description of organic compounds, time-determined changes, etc., and achieve the effect of excellent durability

Inactive Publication Date: 2008-05-21
CANON KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, there are still a large number of problems in terms of durability, such as time-determined changes caused by long-term use and deterioration caused by an oxygen-containing atmosphere or by moisture
In addition, blue, green and red light emission with high color purity is necessary when trying to be used for full-color displays, etc., but these problems have not been solved satisfactorily
[0005] As patent documents disclosing compounds containing fluorene and fused rings, Japanese Patent Application Laid-Open Nos. 2003-229273 and 2004-43349 are included, but these patent publications do not specifically describe the organic compound having an asymmetric molecular structure according to the present invention, Its molecular structure contains oligomeric fluorene and fused polycyclic aromatic groups with four or more rings

Method used

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  • Compound and organic light-emitting element
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  • Compound and organic light-emitting element

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0145]

[0146]

[0147] 698 mg (1.5 mmol) of compound 1 and 576 mg (1.5 mmol) of compound 2 were prepared. These compounds and 15 ml of toluene, 7.5 ml of ethanol, 5 ml of a 2M aqueous solution of sodium carbonate and 100 mg (0.09 mmol) of tetrakis (triphenylphosphine) palladium (0) were charged into a 100 ml flask, and the whole was heated at 80 °C under nitrogen atmosphere and stirred for 8 hours. After the reaction was completed, the reaction liquid was extracted with toluene, and then the organic layer was washed with water, dried over magnesium sulfate, and evaporated to dryness under reduced pressure. After purification by silica gel column chromatography (eluent: toluene), it is recrystallized from toluene / ethanol. The resulting crystals were vacuum-dried and then purified by sublimation to yield 570 mg of Exemplary Compound No. A-85 (yield: 59.1%).

[0148] Compound M+ of 642.3 was confirmed by matrix-assisted laser desorption / ionization-time-of-flight mass spe...

Embodiment 2

[0153] A transparent conductive support substrate having a film of indium tin oxide (ITO) having a thickness of 120 nm as an anode formed on a glass substrate 1 by a sputtering method was prepared. The transparent conductive support substrates were ultrasonically cleaned sequentially with acetone and isopropanol (IPA), followed by boiling IPA, then dried and further cleaned with UV / ozone, and used.

[0154] Then, on the transparent conductive supporting substrate, a chloroform solution of Compound 3 represented by the following structural formula was coated with a film thickness of 20 nm by spin coating to form a hole transport layer.

[0155] In addition, having 10 -5 Using resistance heating in a vacuum chamber at an internal pressure of Pa, the following organic layers and electrode layers were sequentially formed by vacuum vapor deposition to fabricate a device.

[0156] Light-emitting layer (20 nm): Exemplary Compound No. A-85 and Compound 4 (10% by weight concentration)...

Embodiment 3

[0164]

[0165]

[0166] 782 mg (1.5 mmol) of compound 5 and 576 mg (1.5 mmol) of compound 2 were prepared. These compounds and 15 ml of toluene, 7.5 ml of ethanol, 5 ml of a 2M aqueous solution of sodium carbonate, and 100 mg (0.09 mmol) of tetrakis(triphenylphosphine) palladium (0) were charged into a 100 ml flask, and the whole was heated at 80° C. Stir under nitrogen atmosphere for 8 hours. After the reaction was completed, the reaction liquid was extracted with toluene, and then the organic layer was washed with water, dried over magnesium sulfate, and evaporated to dryness under reduced pressure. After purification by silica gel column chromatography (eluent: toluene), it is recrystallized from toluene / ethanol. The resulting crystals were vacuum-dried and then purified by sublimation to yield 710 mg of Exemplary Compound No. A-91 (yield: 67.7%).

[0167] Compound M+ of 698.4 was confirmed by matrix-assisted laser desorption / ionization-time-of-flight mass spectrome...

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Abstract

There are provided a compound represented by the general formula (1) and an organic light-emitting device which comprises the compound and has an optical output with remarkably high efficiency and high luminance.

Description

technical field [0001] The present invention relates to a light-emitting device using an organic compound, and more particularly to a compound having a specific molecular structure and an organic EL device using the same. Background technique [0002] An organic light emitting device has a structure in which a thin film including a fluorescent organic compound or a phosphorescent organic compound is interposed between an anode and a cathode. By injecting electrons and holes (positive holes) into the device from the electrodes, excitons of fluorescent organic compounds or phosphorescent organic compounds are generated, and light emitted when the excitons return to the ground state is utilized. [0003] In addition, recent advances in organic light-emitting devices are remarkable and are characterized by the possibility of fabricating highly responsive, thin, light-weight light-emitting devices that can be driven at low applied voltage and provide high luminance and various em...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/62C07D213/26C09K11/06H01L51/50
Inventor 井川悟史冈田伸二郎泷口隆雄冲中启二山田直树桥本雅司
Owner CANON KK
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