Cooper (I) phosphorescent complexes using 8-phosphinoquinoline derivative as ligand and application thereof

A phosphorescent complex, quinoline technology, applied in the direction of copper organic compounds, phosphorus organic compounds, luminescent materials, etc., can solve the problems of poor stability, photophysical and electrochemical stability to be improved, weakened bond energy and prone to breakage, etc.

Active Publication Date: 2010-06-23
FUJIAN INST OF RES ON THE STRUCTURE OF MATTER CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, although OLEDs based on diimine / triphenylphosphorus mixed-ligand copper(I) complexes have achieved high-efficiency red and green electrophosphorescent emission, the photophysical and electrochemical stability of such complexes is still unclear. needs improvement
This is because the luminescence mechanism of traditional diimine complexes is based on the charge transfer (MLCT) from the central metal ion to the diimine ligand. The bond energy between the atom and the central metal ion is weakened and easily broken, so the stability is poor

Method used

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  • Cooper (I) phosphorescent complexes using 8-phosphinoquinoline derivative as ligand and application thereof
  • Cooper (I) phosphorescent complexes using 8-phosphinoquinoline derivative as ligand and application thereof
  • Cooper (I) phosphorescent complexes using 8-phosphinoquinoline derivative as ligand and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Example 1: [Cu(dppq)(PPh 3 ) 2 ](BF 4 )Synthesis

[0032] Triphenylphosphine (PPh 3 ) (524mg, 2.0mmol) and [Cu(NCCH 3 ) 4 ](BF 4 ) (314mg, 1.0mmol) was dissolved in 10 ml of dichloromethane, stirred at room temperature for 30 minutes, after the solid matter was completely dissolved, then added dppq (313mg, 1.0mmol), continued to stir for 30 minutes, filtered, and the solvent was spin-dried. Dichloromethane / ethanol recrystallization gave yellow crystals [Cu(dppq)(PPh 3 ) 2 ](BF 4 ) 650mg, yield 66%. The crystal structure of the complex is determined by X-ray single crystal diffractometer, and its crystallographic parameters are: space group P-1, a=12.895(3), b=14.064(3), a=77.905(3), β=83.939(5), γ=89.230(5)°,

[0033]

Embodiment 2

[0034] Example 2: [Cu(mdppq)(PPh 3 ) 2 ](BF 4 )Synthesis

[0035] Triphenylphosphine (PPh 3 ) (524mg, 2.0mmol) and [Cu(NCCH 3 ) 4 ](BF 4) (314 mg, 1.0 mmol) was dissolved in 10 ml of dichloromethane and stirred at room temperature for 30 minutes. Then mdppq (327 mg, 1.0 mmol) was added, stirring was continued for 30 minutes, filtered, and the solvent was spin-dried. Ethanol / ether recrystallization gave yellow crystals [Cu(mdppq)(PPh 3 ) 2 ](BF 4 )392mg, yield 40%. The crystal structure of the complex is determined by X-ray single crystal diffractometer, and its crystallographic parameters are: space group P2(1) / c, a=10.781(3), b=14.758(3), β=92.910(4),

[0036]

Embodiment 3

[0037] Embodiment 3: [Cu(dppq)(DPEphos)](BF 4 )Synthesis

[0038] 2,2'-bis(diphenylphosphino)diphenyl ether (DPEphos) (538mg, 1.0mmol) and [Cu(NCCH 3 ) 4 ](BF 4 ) (314mg, 1.0mmol) was dissolved in 10 ml of dichloromethane, stirred at room temperature for 30 minutes, after the solid matter was completely dissolved, then added dppq (313mg, 1.0mmol), continued to stir for 30 minutes, filtered, and the solvent was spin-dried. Ethanol / ether recrystallization gave yellow crystals [Cu(dppq)(DPEphos)] (BF 4 )934mg, yield 93%. The crystal structure of the complex is determined by X-ray single crystal diffractometer, and its crystallographic parameters are: space group P-1, a=11.023(3), b=14.753(4), a=92.285(4), β=91.635(5), γ=96.309(3)°,

[0039]

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Abstract

The invention relates to a synthesis method of a cooper (I) phosphorescent complexes using a 8-phosphinoquinoline derivative as a ligand and application thereof in an organic electroluminescence device. The cooper (I) complexes has an asymmetric bidentate N^P type ligand, and compared with the traditional cooper (I) phosphorescent complexes using a diimine/triphenylphosphine mixed ligand, the invention has better photochemical and electrochemical stability, which ensures that the invention becomes an ideal material for preparing the organic electroluminescence device.

Description

【Technical field】 [0001] The invention relates to copper (I) phosphorescent complexes with 8-phosphinoquinoline derivatives as ligands and their application as phosphorescent materials in organic electroluminescence. 【Background technique】 [0002] Since 1987, Deng Qingyun and others from Kodak Corporation of the United States used 8-hydroxyquinoline aluminum as a light-emitting material to obtain a high-brightness light-emitting diode driven by a lower voltage (Applied Physics Letters, 51, 913-915, 1987), there are The application of electromechanical luminescence technology in flat panel display and flat panel lighting has been highly valued by academia and industry, while the application research on high-efficiency phosphorescent complexes is currently a hot spot in the field of organic electroluminescence. The phosphorescent materials currently used in organic electroluminescent devices (OLEDs) are mainly complexes of heavy metals such as Pt(II), Ir(III), Os(II), Ru(II),...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/60C07F1/08C09K11/06H01L51/50H01L51/54
Inventor 卢灿忠秦莉张其胜张其凯
Owner FUJIAN INST OF RES ON THE STRUCTURE OF MATTER CHINESE ACAD OF SCI
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