Novel efficient metallic iridium coordination compound red organic electrophosphorescent material and organic electroluminescent device thereof

A technology of phosphorescent materials and complexes, applied in the direction of luminescent materials, electrical solid devices, electrical components, etc., to achieve the effects of excellent materials, high efficiency, and flexible manufacturing processes

Inactive Publication Date: 2011-01-05
XIAN RUILIAN NEW MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although the research on red organic electrophosphorescent materials has been increasing in recent years, there are few reports on materials with high efficiency, saturated color purity and excellent lifetime performance.

Method used

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  • Novel efficient metallic iridium coordination compound red organic electrophosphorescent material and organic electroluminescent device thereof
  • Novel efficient metallic iridium coordination compound red organic electrophosphorescent material and organic electroluminescent device thereof
  • Novel efficient metallic iridium coordination compound red organic electrophosphorescent material and organic electroluminescent device thereof

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0033] Synthesis Example 1: Synthesis of Compound 1

[0034] Compound 1 was synthesized according to the following reaction formula.

[0035]

[0036] Synthesis of intermediate 1a

[0037] Hydrazine hydrate (1.60 g, 31.96 mmol) was added dropwise to a system of levulinic acid (2.32 g, 19.97 mmol) and 80 ml of ethanol while stirring. After the addition was complete, the temperature was raised to reflux, and the reaction was continued for 2 h. Cool to room temperature, and recover ethanol by atmospheric distillation. The residue was cooled to room temperature, and white needle-like crystals were precipitated. The intermediate 1a (1.91g) was obtained by filtration and suction.

[0038] Synthesis of Intermediate 1b

[0039] Slowly add bromine (11.0g, 68.82mmol) dropwise to the system of intermediate 1a (6.60g, 58.81mmol) and 29ml of glacial acetic acid under stirring, and react at 60°C to 70°C for 3 hours after the dropwise addition. Cool to room temperature and place in a...

Embodiment 1

[0051] The embodiment of the present invention selects 7% doping concentration doping, synthesizes the compound 1 in the implementation example 1 as dopant, selects CBP and Zn(BTZ) respectively 2 As the host material of the light-emitting layer, a high-performance electroluminescent device is prepared by thermal evaporation process. 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; A luminescent layer 5 is deposited on the hole transport layer, and the luminescent layer 5 is co-deposited to evaporate A at the same time, wherein A is CBP ...

Embodiment 2

[0057] In the embodiment of the present invention, the manufacturing process is the same as in embodiment 1, and the light-emitting layer 5 selects Zn (BTZ) 2 Make the light-emitting layer matrix, and synthesize compound 1 in Example 1, its mass ratio is 100: X, wherein x=4, 6, 8, 10, the thickness of the light-emitting layer with different doping concentrations is 25nm;

[0058] When using device structure: ITO / 2T-NATA(45nm) / NPB(25nm) / Zn(BTZ) 2 : Complex 4=100:X, (X=4, 6, 8, 10, 25nm) / BCP(10nm) / Alq 3 (25nm) / LiF(1nm) / Al(200nm) device performance is shown in Table 1:

[0059] Table 1: Performance chart of devices with different concentrations

[0060]

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Abstract

The invention discloses a novel efficient metallic iridium coordination compound red organic electrophosphorescent material and an organic electroluminescent device thereof. The organic electroluminescent device is in a lamellar doping type structure, wherein a luminescent layer adopts Zn(BTZ)2 as a phosphorescent main material and a series Ir (III) coordination compound as a doping agent. The metallic iridium coordination compound red organic electrophosphorescent material taking pyridazine united aromatic hydrocarbon as a basic skeleton structure can realize saturated red phosphorescence emission of 610-620 nanometers with colour purity (0.65, 0.35) by combining with the structure optimization of the organic electroluminescent device taking the metallic iridium coordination compound red organic electrophosphorescent material as the doping agent and has maximum current efficiency of 12 cd/A and service life of 20000 hours; and compared with the traditional red light material, the metallic iridium coordination compound red organic electrophosphorescent material has the advantages of higher efficiency, more saturated colour purity and obvious red phosphorescent emission of the service life of the excellent device. The invention has flexible manufacture process and provides excellent materials for full color display and illumination application.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescent materials and devices, and in particular relates to a red organic electrophosphorescent material of a pyridazine biaryl metal iridium complex, a preparation method thereof, and an organic electroluminescent device based on the complex. Background technique [0002] Because organic electroluminescent devices have display characteristics that surpass LCDs, they are likely to become the mainstream display of the next generation. Major domestic and foreign companies and research institutions have invested a lot of research and development resources to focus on the development of their materials and display technologies; the research goals are To develop full-color display and finally realize industrialization, the three primary colors of red, green, and blue are one of the important solutions to realize full-color display, so the design and synthesis of three-primary color materials ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07F15/00H01L51/54
Inventor 张玉祥胡灵峰范晨张春林李红燕孙军张宏科高仁孝刘骞峰
Owner XIAN RUILIAN NEW MATERIAL CO LTD
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