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Organic electroluminescent phosphorescence luminescent material and application thereof

A luminescent material, electrophosphorescence technology, applied in the fields of organic electroluminescence materials, red phosphorescence materials, and organic electroluminescence devices to achieve high efficiency

Active Publication Date: 2007-11-28
TSINGHUA UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still some problems on the road to large-scale practical use. For example, the color purity, electroluminescence efficiency, stability and life of red light materials need to be further improved.

Method used

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  • Organic electroluminescent phosphorescence luminescent material and application thereof
  • Organic electroluminescent phosphorescence luminescent material and application thereof
  • Organic electroluminescent phosphorescence luminescent material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach

[0035] Preferred embodiment: The ligands in the compounds of the present invention are all prepared by condensation of o-aminonaphthalenone (or aldehyde) and α-methyl (or methylene) ketone.

[0036] Ligand preparation:

[0037] 1. The ligands from i-1 to i-12 are prepared according to the following method.

[0038] (a) Preparation of ligands from i-1 to 1-4:

[0039] Reaction formula:

[0040]

[0041] Process: The raw material 2-amino-1-naphthaldehyde was prepared according to literature (Emmanuelle Tarfarel, et al: Journal of Organic Chemistry, 1994, 59, 823-828).

[0042]In a 100mL three-neck flask equipped with a magnetic stirring and reflux condenser, add 1.5mmol 2-amino-1-naphthaldehyde, 1.4mmol acetophenone, 0.7mL saturated KOH ethanol solution and 30mL ethanol, and reflux for 15 hours under the protection of argon . After natural cooling, add 30mL of water, extract twice with dichloromethane, and use Na 2 SO 4 Drying, rotary evaporation to remove the solvent, ...

Embodiment 1

[0064] Example 1: Compound i-1

[0065] Reaction formula:

[0066]

[0067] process:

[0068] In a 100mL three-necked flask equipped with mechanical stirring, reflux condensing device and nitrogen protection device, add in sequence: the ligand of i-1 (15mmol, 3.8g), iridium trichloride hydrate (6mmol, 2.01g), ethylene glycol Monoethyl ether 45mL, distilled water 15mL. Evacuate, fill with N 2 , repeated 5 times to remove the oxygen in the system. Heat at 110°C and reflux for 24 hours. After natural cooling, add 10 mL of distilled water, shake, filter with suction, wash with water, and wash with ethanol. After drying in vacuo, 3.5 g of a crude dichloro-bridged intermediate was obtained as a dark red solid with a yield of 79.5%. Column separation and purification.

[0069] In a 50ml three-necked flask equipped with magnetic stirring and reflux condenser, the above intermediate (1mmol, 1.47g), acetylacetone (2.5mmol, 0.25g, 0.26mL), anhydrous Na 2 CO 3 (2.2mmol, 0.233g...

Embodiment 2

[0071] Embodiment two: compound i-2

[0072] Reaction formula:

[0073]

[0074] Process is the same as embodiment one, just changes the acetylacetone of the second step into picolinic acid.

[0075] Product MS (m / e): 823; Elemental Analysis (C 44 h 28 IrN 3 o 2 ): theoretical value C: 64.22%, H: 3.43%, N: 5.11%; measured value C: 64.85%, H: 3.20%, N: 5.04%.

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Abstract

The present invention relates to one kind of electroluminescent phosphorescence material and the organic electroluminescent device with the material. The electroluminescent phosphorescence material has the general expression of LnMX(3-n), where, M is selected from Os, Pd, Pt, Rh and Ir; X is selected from phenylpyridine, acetylacetone and picolinic acid; n is 1, 2 or 3; and L has the structure as shown. The present invention is superior to available red light emitting material, and the electroluminescent phosphorescence material and the organic electroluminescent device with the material have excellent performances, including high light purity, high brightness and high light emitting efficiency.

Description

technical field [0001] The present invention relates to a novel organic electroluminescent material and its application in electroluminescent devices, in particular to a red phosphorescent material and an organic electroluminescent device containing the material, belonging to organic electroluminescent display technology field. Background technique [0002] Electroluminescent display devices are classified into inorganic electroluminescent display devices and organic electroluminescent display devices according to the constituent materials of the light emitting layer. Compared with inorganic electroluminescent display devices, organic electroluminescent display devices have incomparable advantages, such as full-color emission in the visible spectrum range, extremely high brightness, extremely low driving voltage, fast response time, and simple fabrication. craft etc. [0003] The research on organic electroluminescence started in the 1860s. Pope realized electroluminescenc...

Claims

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Application Information

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IPC IPC(8): C09K11/06H05B33/14
Inventor 邱勇唐凌天李银奎谢恒云
Owner TSINGHUA UNIV
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