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Cyclometalated transition metal complex and organic electroluminescence device using the same

A transition metal, cyclometallization technology, applied in the direction of electric solid devices, ruthenium organic compounds, osmium organic compounds, etc., can solve the problem of low luminous efficiency, and achieve the effect of high luminous efficiency and high external quantum efficiency

Active Publication Date: 2012-02-08
SAMSUNG DISPLAY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] In particular, red emission for full-color displays can be achieved if a luminous efficiency of about 3 lm / W is achieved, but currently, the maximum luminous efficiency is only reached as low as 1 lm / W

Method used

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  • Cyclometalated transition metal complex and organic electroluminescence device using the same
  • Cyclometalated transition metal complex and organic electroluminescence device using the same
  • Cyclometalated transition metal complex and organic electroluminescence device using the same

Examples

Experimental program
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Embodiment 1

[0206] Embodiment 1: Synthesis of complex 7 and complex 9 represented by formula 7 and formula 9 respectively

[0207]

[0208] Under a nitrogen atmosphere, 635 mg (0.5 mmol) [(Piq) prepared according to Synthesis Example 1 2 IrCl] 2 and 250 mg (1.2 mmol) of the sodium salt of 2,2-bipyridine-3,3-diol prepared by treating 2,2-bipyridine-3,3-diol with NaOH in dichloromethane / methanol solvent were dissolved in a chloroform solution in a 100 ml two-necked flask with a thermometer, a mechanical stirrer, and a reflux condenser, and then reacted at 50° C. for 18 hours. When the reaction was complete, the reaction product was cooled to room temperature, and then the solvent used was removed in vacuo. The residual solid was dissolved in chloroform and then the dissolved portion of the residual solid was filtered. Then, the filtrate was purified and separated using column chromatography. The eluent used was a solution of chloroform and methanol in a ratio of 10:1. The resulting ...

Embodiment 2

[0210] Embodiment 2: Synthesis of complex 8 and complex 10 represented by formula 8 and formula 10 respectively

[0211]

[0212] Under a nitrogen atmosphere, 836 mg (0.5 mmol) ([Ir(DMPPiq) prepared according to Synthesis Example 2 2 Cl] 2 ) and 250 mg (1.2 mmol) of the sodium salt of 2,2-bipyridine-3,3-diol prepared by treating 2,2-bipyridine-3,3-diol with NaOH in dichloromethane / methanol solvent It was dissolved in chloroform in a 100 ml two-necked flask equipped with a thermometer, a mechanical stirrer, and a reflux condenser, and then reacted at 50° C. for 18 hours. When the reaction was complete, the reaction product was cooled to room temperature, and then the solvent used was removed in vacuo. The residual solid was dissolved in chloroform and then the undissolved residual solid portion was filtered. Then, the filtrate was purified and separated using column chromatography. The eluent used was a solution of chloroform and methanol in a ratio of 10:1. The resulti...

Embodiment 3

[0214] Embodiment 3: the synthesis of complex 6 [Ir(Piq) 2 (hbp)] represented by formula 6

[0215]

[0216] Under a nitrogen atmosphere, 635 mg (0.5 mmol) [(Piq) prepared according to Synthesis Example 1 2 IrCl] 2 , 234mg (1.2mmol) 10-hydroxybenzo [h] quinoline and 345mg (2.5mmol) potassium carbonate (K 2 CO 3 ) was dissolved in a 3:1 solution of chloroform and methanol in a 100 ml two-necked flask with a thermometer, a mechanical stirrer and a reflux condenser, and then reacted at 50° C. for 18 hours. When the reaction was complete, the reaction product was cooled to room temperature, and then the solvent used was removed in vacuo. The residual solid was dissolved in chloroform and then the dissolved portion of the residual solid was filtered. Then, the filtrate was purified and separated using column chromatography. The eluent used was a solution of chloroform and methanol in a ratio of 10:1. The final product was red complex 6 and its yield was 66%.

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Abstract

Cyclometalated transition metal complex represented by formula 3 is provided. The M, X, CY1, CY2, CY5 and n are identical with those described in a detailed specification of the invention. The cyclometalated transition metal complex for organic electro-luminescence device is provided to emit light in red regions through intersystem crossing(ISC) and MLCT(metal-to-ligand charge-transfer) and to be used for an organic film for the EL device by comprising particular assistant ligands. The organic electro-luminescence device prepared by the cyclometalated transition metal complex displays high luminescent efficiency and high external quantum efficiency.

Description

[0001] This application is a divisional application of the patent application with the filing date of February 7, 2007, the application number of 200710006240.2, and the title of "Cyclometallated Transition Metal Complex and Organic Electroluminescent Device Using It". [0002] Cross references to related patent applications [0003] This application claims the benefit of Korean Patent Application No. 10-2006-0013330 filed on February 11, 2006 and Korean Patent Application No. 10-2006-0078325 filed on August 18, 2006 in the Korean Patent Office, Its entire content is hereby incorporated by reference. technical field [0004] The present invention relates to cyclometallated transition metal complexes and organic light-emitting devices prepared using the same, and more particularly, to cyclometallated transition metals capable of emitting red light by triplet metal-to-ligand charge transfer (MLCT) The complex, and the prepared organic light-emitting device including the organic...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC07F15/0033C07F15/0046C07F15/002C09K11/06C09K2211/185H10K85/344H10K85/342H10K85/348H10K50/11
Inventor 边煐勋金禧暻夫龙淳田村真一郎达斯·R·雷吉尼朴钟辰崔炳基柳利烈权五炫孙永睦
Owner SAMSUNG DISPLAY CO LTD