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Electro luminescent metal complexes

A technology of metal complexes and compounds, applied in the direction of luminescent materials, indium organic compounds, platinum group organic compounds, etc.

Active Publication Date: 2008-08-06
BEIJING XIAOMI MOBILE SOFTWARE CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

And for neutral Ir complexes, the challenge remains to shift the emission spectrum further into blue and red

Method used

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  • Electro luminescent metal complexes
  • Electro luminescent metal complexes
  • Electro luminescent metal complexes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0188] Synthetic [Ir(ppy) 2 (4,4'dma-bpy)]PF 6 - (Complex 3-1), wherein ppy=2-phenylpyridine and dma-bpy=4,4'-dimethylamino-2,2'-bipyridine

[0189] Dimeric iridium(III) complex [Ir(ppy) 2 (Cl)] 2 (300mg; 0.28mM) was dissolved in 100ml of dichloromethane solvent. To this solution was added 4,4'-dimethylamino-2,2'-bipyridine ligand (176 mg, 0.724 mM). The reaction mixture was refluxed under nitrogen for 3 days (3 hours is sufficient). The solvent dichloromethane was evaporated and the resulting solid was dissolved in 5 mL methanol. Then, by adding a hexafluorophosphate solution in methanol, [Ir(ppy) 2 (4,4'dma-bpy)]PF 6 - (complex 3-1). Yield: 306 mg; 50%.

Embodiment 2

[0191] [Ir(ppy) 2 (4,4'dma-bpy)]PF 6 - (Complex 3-1) Use as an electroluminescent material

[0192] Synthetic [Ir(ppy) 2 (4,4'-dma-bpy)] + (PF 6 - ) (complex 3-1), and 37.1 mg of this complex was dissolved in 1.855 ml of acetonitrile by stirring at 50° C. for 30 minutes. Thus, the concentration of the complex in acetonitrile was 20 mg / ml. The solution was placed in a nitrogen atmosphere glove box where all subsequent handling was performed. Molecular sieves were added to remove traces of water. After 30 min, the solution was filtered and spin-coated on a glass substrate with structured ITO, which had been thoroughly cleaned beforehand with soap, water, isopropanol, ultrasound and UV-ozone. This yielded a uniform film approximately 100 nm thick.

[0193] The film was dried under nitrogen at 100°C for about 1 / 2 hour. In a vacuum chamber, at about 10 -7 millibar, a 100 nm thick silver electrode is evaporated on top at a rate of 0.5 nm / s. This resulted in 4 LEEC devic...

Embodiment 3

[0195] Embodiment 3: complex list

[0196] The 2,3,4,5 positions of the phenyl ring of 2-phenylpyridine are as defined in formula (I).

[0197] Complexes 1 and 2:

[0198]

[0199] 1-1: R 1 = H; R 2 =H 2-1:R 1 = H; R 2 =H

[0200] 1-2:R 1 =CH 3 ; 2 =H 2-2:R 1 =CH 3 ; 2 =H

[0201] 1-3: R 1 =CO 2 CH 3 ; 2 =H 2-3:R 1 =CO 2 CH 3 ; 2 =H

[0202] 1-4: R 1 = 4-dimethylaminostyryl; R 2 =H 2-4:R 1 = 4-dimethylaminostyryl; R 2 =H

[0203] 1-5: R 1 =N(CH 3 ) 2 ; 2 =H 2-5:R 1 =N(CH 3 ) 2 ; 2 =H

[0204] 1-6: R 1 =N(CH 3 ) 2 ; 2 = 2,4-difluoro 2-6: R 1 =N(CH 3 ) 2 ; 2 = 2,4-difluoro

[0205] 1-7: R 1 =N(CH 3 ) 2 ; 2 = 3,5-trifluoro 2-7: R 1 =N(CH 3 ) 2 ; 2 = 3,5-difluoro

[0206] 1-8: R 1 =N(CH 3 ) 2 ; 2 = 3-OCH 3 2-8: R 1 =N(CH 3 ) 2 ; 2 = 3-OCH 3

[0207] 1-9: R 1 = H; R 2 = 2,4-difluoro 2-9: R 1 = H; R 2 = 2,4-difluoro

[0208] Complexes 3 and 4:

[0209]

[0210] 3-1: R 1 = H; R 2 =H 4-1:R 1 = H...

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Abstract

Electro luminescent metal, e.g. Ir, complexes are disclosed. The metal complexes comprise at least one ligand Ll and at least one ligand L2, wherein ligand Ll is a 2-phenylpyridine ligand (I), comprising a phenyl ring (A) and a pyridine ring (B). The integers 2 to 9 denote positions in which substitutions can be made, and by the use of different substituents, e.g. 2,4-difluoro and 7-N(CH3)2, the emission wavelength of the complex may be tuned. The ligand L2 may e.g. be a compound of the following formula (II).

Description

technical field [0001] The present invention relates to metal complexes and the use of such complexes as electroluminescent materials. The invention also relates to light emitting devices comprising such metal complexes, and methods of making such light emitting devices. Background of the invention [0002] Organic electronics that emit light are found in many different kinds of electronic devices, such as light-emitting diodes that make displays. In all such devices, the organic active layer is sandwiched between two electrical contact layers. At least one of the electrical contact layers is light transmissive, so that light can pass through the electrical contact layer. When a voltage is applied across the electrical contact layer, the organic active layer emits light through the light transmissive electrical contact layer. [0003] Due to the rapid progress in the development of organic light-emitting materials, devices based on these materials, so-called PLEDs and OLE...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/00
CPCC07F15/0033C09K2211/1007C09K2211/1029C09K11/06H01L51/5032Y10S428/917H01L51/0085H01L51/5016C09K2211/185H10K85/342H10K50/11H10K2101/10H10K50/135C07F15/00
Inventor M·K·纳泽鲁丁R·T·韦格S·克林克M·格雷特泽尔C·N·克莱因
Owner BEIJING XIAOMI MOBILE SOFTWARE CO LTD
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