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Red organic electroluminescent phosphorescent material containing aryl united quinazoline metal iridium complexes and organic electroluminescent device thereof

A technology of aryl biquinazolines and phosphorescent materials, which is applied in luminescent materials, electric solid devices, compounds containing elements of group 8/9/10/18 of the periodic table, etc., to achieve high efficiency, luster purity, and excellent materials Effect

Inactive Publication Date: 2010-12-01
XIAN RUILIAN NEW MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Although the research of red organic electrophosphorescent materials has aroused great interest in recent years, materials with excellent efficiency and color purity are rarely reported.

Method used

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  • Red organic electroluminescent phosphorescent material containing aryl united quinazoline metal iridium complexes and organic electroluminescent device thereof
  • Red organic electroluminescent phosphorescent material containing aryl united quinazoline metal iridium complexes and organic electroluminescent device thereof
  • Red organic electroluminescent phosphorescent material containing aryl united quinazoline metal iridium complexes and organic electroluminescent device thereof

Examples

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Effect test

Synthetic example 1

[0036] Synthesis Example 1: Synthesis of Compound 1

[0037] Compound 1 was synthesized according to the following reaction formula.

[0038]

[0039] Synthesis of Intermediate 1a

[0040] 2-Chloroquinazoline (13.75g, 83.54mmol), phenylboronic acid (11.20g, 91.85mmol), 0.6g tetrakis(triphenylphosphonium)palladium, 23g potassium carbonate, 13.5g tetrabutylammonium bromide, 150ml toluene , ethanol 100ml, water 50ml, stirred and refluxed under nitrogen atmosphere for 6h. Cool to room temperature, separate liquid, wash the organic phase with water until neutral, dry over anhydrous magnesium sulfate, filter, and concentrate under reduced pressure to obtain yellow-brown compound 1a (16 g).

[0041] Synthesis of Intermediate 1b

[0042] Compound 1a (39g, 189.10mmol), iridium trichloride hydrate (26.7g, 75.72mmol), water 133ml, ethylene glycol methyl ether 400ml, stirred and refluxed for 30h under nitrogen atmosphere. The reaction solution was cooled to room temperature, filter...

Embodiment 1

[0060] The embodiment of the present invention selects Zn (BTZ) 2 As the matrix of the light-emitting layer, compound 4 in Synthesis Example 4 was used as the dopant, prepared by thermal evaporation process, and a high-performance electroluminescent device was prepared. The substrate 1 is made of glass or transparent plastic, and the transparent conductive film 2 is a 20Ω / sq ITO (indium tin oxide) film as the anode. 2 Plasma (plasma bombardment) treatment under the atmosphere for 10 minutes, and then in high vacuum (3 ~ 2 × 10 -4 pa), deposit a hole injection layer 3 with a thickness of 45nm on the transparent conductive film 2, and select 2T-NATA; then deposit a hole transport layer 4 on the hole injection layer 3, select NPB, and have a thickness of 25nm; The light-emitting layer 5 is deposited on the hole transport layer, and the light-emitting layer 5 is simultaneously evaporated by co-deposition of Zn (BTZ) 2 And the compound 4 in synthetic embodiment example 4, its mas...

Embodiment 2

[0066] The present invention selects 10% doping concentration doping, synthesizes compound 1 in Example 1 as a dopant, selects CBP and Zn(BTZ) respectively 2 As the matrix material of the light-emitting layer, a high-performance electrophosphorescent device is prepared by thermal evaporation. The substrate 1 is made of glass or transparent plastic, and the transparent conductive film 2 is a 20Ω / sq ITO (indium tin oxide) film as the anode. 2 Plasma (plasma bombardment) treatment under the atmosphere for 10 minutes, and then in high vacuum (3 ~ 2 × 10 -4 pa), depositing a hole injection layer 3 with a thickness of 45 nm on the transparent conductive film 2; then depositing a hole transport layer 4 on the hole injection layer 3 with a thickness of 25 nm; then depositing a luminescent layer on the hole transport layer 5. The light-emitting layer 5 is evaporated at the same time by co-deposition method, where A is CBP or Zn(BTZ) 2 , and compound 1 in Synthetic Example 1, its mass...

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Abstract

The invention discloses a red organic electroluminescent phosphorescent material containing aryl united quinazoline metal iridium complexes and an organic electroluminescent device thereof. The organic electroluminescent device is in a layered doped structure, wherein Zn(BTZ)2 is selected as a substrate material of a luminescent layer, and serial complexes Ir(III) are selected as dopants. The invention provides a basic skeleton structure, i.e. a red organic electroluminescent phosphorescent material containing the aryl united quinazoline metal iridium complexes, modifies the structure with various different groups, is combined with the structural optimization of the organic electroluminescent device using the groups as dopants and realizes red phosphorescence emission with better purity and higher efficiency as comparison with a traditional red light material. The invention has simple manufacture process and provides excellent material for full color display and illumination application.

Description

technical field [0001] The invention belongs to the technical field of organic electrophosphorescent materials and devices, and more specifically relates to a red organic electroluminescent material containing aryl biquinazoline metal iridium complex and an organic electroluminescent device based on the complex. Background technique [0002] In order to realize the full-color display of OLEDs, it is necessary to design trichromatic materials with excellent synthetic properties. Compared with fluorescent materials, the luminous efficiency of organic electrophosphorescent materials is greatly improved due to the effective use of triplet excitons. In 1999, Professor Thompson of the University of Southern California and Professor Forrest of Princeton University took the lead in combining tris(2-phenylpyridine) iridium [abbreviated as Ir(ppy) 3 ] was doped into N, N-dicarbazole biphenyl [referred to as CBP], a green electrophosphorescent device was successfully prepared, and the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07F15/00H01L51/54H01L51/50
Inventor 张玉祥杜红梅胡灵峰李红燕孙军张春林张宏科张国选高仁孝刘骞峰
Owner XIAN RUILIAN NEW MATERIAL CO LTD
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