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Organometallic complex molecule and organic electroluminescent device using the same

A technology of organometallic complexes, which is applied in the field of organic EL devices, organometallic complex molecules, and organic electroluminescent devices, and can solve problems such as high driving voltage

Inactive Publication Date: 2001-07-04
LG CHEM LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these materials require high driving voltages due to their high reduction potential when in direct contact with the cathode

Method used

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  • Organometallic complex molecule and organic electroluminescent device using the same
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Examples

Experimental program
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Embodiment 1

[0059] Organometallic Complex Example 1: Synthesis of Chemical Formula (2) Preparing the Ligand Precursor of Chemical Formula (13)

[0060] Inject 50 ml of dimethylsulfoxide (DMSO) into the nitrogen-purged vessel. Next, 2.5 g of 4-hydroxycoumarin and 2.1 g of phenylisothiocyanate were added and dissolved in DMSO, thereby forming a mixture. 1.55 g of triethylamine was added to the mixture, and the components in the mixture were reacted while stirring at room temperature for 2 hours. After the reaction was completed, the reaction solution was added to 100 ml of 3N hydrochloric acid to form a yellow solid. The yellow solid was then dried and recrystallized in 200 ml of acetone to obtain 2.4 g of the compound of formula (13) shown below with a yield of 52%. Chemical formula (13) Preparation of ligands of formula (14)

[0061] 0.2 g of the compound represented by the above chemical formula (13) was dissolved in 10 ml of chloroform, and 0.034 ml of bromine was s...

Embodiment 2

[0065] Measured value: C (58.8), H (2.3), N (4.1), Zn (9.6) embodiment 2: synthetic chemical formula (10) prepares the ligand precursor of chemical formula (15)

[0066] 5 g (28.54 mmol) of 4-hydroxy-N-methylquinoline was dissolved in 85 ml of DMSO to form a mixture, and then 4 ml of triethylamine was added to the mixture and stirred for 10 minutes. Next, 3.46 ml of phenyl isocyanate was added to the DMSO solution, and left to react while stirring at room temperature for 1 hour. After the reaction was completed, the reaction solution was added in 3N hydrochloric acid. The precipitate formed during the reaction and the addition of aqueous hydrochloric acid was subsequently stirred and washed with water, then dried in vacuo. The dried precipitate was recrystallized in acetone to obtain 1.8 g of the compound of the following chemical formula (15) in a yield of 20%. Chemical formula (15) Preparation of ligands of formula (16)

[0067] 1.69g (5.44mmol) of the compound represen...

Embodiment 3

[0072] Measured value: C (60.05), H (3.26), N (8.24), Zn (9.61) embodiment 3: synthesis chemical formula (6) prepares the precursor of chemical formula (17)

[0073] 50 g of diphenyl ether were added to a mixture consisting of 16.9 g of diphenylamine and 32 g of diethyl malonate. The resulting mixture was refluxed at 250° C. for 5 hours, cooled to 100° C., and then 50 ml of 1,4-dioxane was added to the mixture solution to obtain a precipitate. After 12 hours, the precipitate was filtered, washed with 1,4-dioxane ether, and then dried in vacuo to obtain 25.4 g of the compound of formula (17), with a yield of 83%. Chemical formula (17) Preparation of the precursor of formula (18)

[0074] 24.4 g of the compound represented by chemical formula (17) was added to a mixture solution containing 250 ml of ethylene glycol, 25 ml of water, and 16 g of sodium hydroxide. The mixture solution was left to react while stirring at a temperature of 100° C. for 1 hour. After cooling the re...

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Abstract

Disclosed are new organometallic complex molecules having light-emitting and electron-transporting characteristics. Also disclosed is organic EL (electroluminescent) devices using these organometallic complex molecules as electron-transporting materials. The organometallic complex molecules are used to form a light-emitting layer with or without doping of another light-emitting material. The organometallic complex molecules can also be used in an electron-transporting layer of the organic EL device. The organic EL devices incorporating the organometallic complex molecules have high thermal stability.

Description

Background of the invention [0001] The present invention relates generally to organic electroluminescence. More specifically, the present invention relates to organometallic complex molecules and organic electroluminescent (hereinafter referred to as "organic EL") devices using the same. [0002] Organic electroluminescence is one of the phenomena that directly converts electrical current into visible light through organic fluorescence or internal processes of light-emitting molecules. In recent years, great attention has been paid to the improvement of organic EL technology because it can be used in new flat displays that can replace liquid crystal display (LCD) technology. Red, green, or blue can be emitted individually, or they can be combined to produce a full-color image display. The advantages of this technology over LCD technology are low power consumption, faster response time, higher brightness levels, unrestricted viewing angles, and thinner designs. [0003] The ...

Claims

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Application Information

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IPC IPC(8): H01L51/50C07D413/04C07D417/04C09K11/06H01L51/00H01L51/30
CPCH01L51/5012H01L51/0077Y10S428/917H01L51/0081H10K85/30H10K85/324H10K50/11C09K11/06
Inventor 金公谦孙世焕金玉姬尹锡喜金孝锡斐在顺李允九
Owner LG CHEM LTD
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