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Bipolar blue-ray phosphorescent host material, preparation method thereof and organic electroluminescent device

A technology of phosphorescent host and host material, applied in luminescent materials, electro-solid devices, semiconductor devices, etc., can solve problems such as lack, and achieve the effect of improving luminous efficiency and excellent hole transport performance

Inactive Publication Date: 2015-05-20
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few efficient blue phosphorescent devices, mainly due to the lack of both good carrier transport performance and high triplet energy level (E T ) of the host material

Method used

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  • Bipolar blue-ray phosphorescent host material, preparation method thereof and organic electroluminescent device
  • Bipolar blue-ray phosphorescent host material, preparation method thereof and organic electroluminescent device
  • Bipolar blue-ray phosphorescent host material, preparation method thereof and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Example 1: The bipolar blue phosphorescent host material of this example, namely 3,6-bis(2,4-diphenylquinolin-6-yl)-9-phenyl-9H-carbazole, has the following structural formula :

[0037]

[0038] The preparation process of this compound is as follows:

[0039]

[0040] Under argon protection, 9-phenyl-3,6-dipinacol borate-9H-carbazole (99mg, 0.2mmol), 6-bromo-2,4-diphenylquinoline (144mg, 0.4mmol) was added to a flask containing 10ml of toluene solvent, and after fully dissolving, potassium carbonate (2mL, 2mol / L) solution was added to the flask, vacuumed to remove oxygen and filled with argon, and then bistriphenylphosphine di Palladium chloride (5.6mg, 0.008mmol); the flask was heated to 120°C for Suzuki coupling reaction for 24h. The reaction was stopped and cooled to room temperature. After the Suzuki coupling reaction was stopped, the reaction liquid was extracted several times with dichloromethane and the organic phase was combined. After the organic phase...

Embodiment 2

[0042] Embodiment 2: The bipolar blue phosphorescent host material of this embodiment has a structure of 3,6-bis(2,4-diphenylquinolin-6-yl)-9-phenyl-9H-carbazole, The structural formula is as follows:

[0043]

[0044] The preparation process of this compound is as follows:

[0045]

[0046]Under the protection of mixed gas of nitrogen and argon, 9-phenyl-3,6-dipinacol borate-9H-carbazole (149mg, 0.3mmol), 6-bromo-2,4-diphenylquinoline Phenyl (238mg, 0.66mmol) and 15mL tetrahydrofuran were added into a 50mL two-neck bottle, fully dissolved, and then a mixture of nitrogen and argon was introduced to exhaust the air for about 20 minutes, and then tetrakistriphenylphosphine palladium (4mg, 0.003mmol) Add it, fully dissolve and then add sodium bicarbonate (3mL, 2mol / L) solution. Then, the mixed gas of nitrogen and argon was exhausted for about 10 minutes, and the two-neck flask was added to 70°C for Suzuki coupling reaction for 48 hours. The reaction was stopped and coole...

Embodiment 3

[0047] Embodiment 3: The bipolar blue phosphorescent host material of this embodiment has a structure of 3,6-bis(2,4-diphenylquinolin-6-yl)-9-phenyl-9H-carbazole, The structural formula is as follows:

[0048]

[0049] The preparation process of this compound is as follows:

[0050]

[0051] Under nitrogen protection, 9-phenyl-3,6-dipinacol borate-9H-carbazole (149mg, 0.3mmol), 6-bromo-2,4-diphenylquinoline (259mg, 0.72 mmol), palladium acetate (3.5mg, 0.015mmol) and tri(o-methylphenyl)phosphine (21mg, 0.06mmol) were added into a flask containing 12mL of N,N-dimethylformamide, and after fully dissolving Potassium carbonate (3mL, 2mol / L) solution was added, and then the flask was purged with nitrogen for about 30min; the flask was heated to 130°C for Suzuki coupling reaction for 12h. The reaction was stopped and cooled to room temperature. After the Suzuki coupling reaction was stopped, the reaction liquid was extracted several times with dichloromethane and the organic...

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Abstract

The invention belongs to the field of organic electroluminescent materials, and discloses a bipolar blue-ray phosphorescent host material, as well as a preparation method and an organic electroluminescent device thereof. The material has a structural formula as shown in the specification. In the bipolar blue-ray phosphorescent host material, carbazole is an electron-enriched nitrogenous heterocyclic aromatic hydrocarbon, and has an excellent hole transmission performance; and quinoline is a relatively good electron transmission unit. Therefore, the material simultaneously has hole transmission property and electron transmission property to balance hole and electron transmission in a luminescent layer, and has relatively high triplet state level to effectively prevent energy from being returned to the host material in the luminescence process, so that the luminescence efficiency is greatly improved.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to a bipolar blue phosphorescence host material and a preparation method thereof. The invention also relates to an organic electroluminescent device using the bipolar blue phosphorescence host material as the host material of the light-emitting layer. Background technique [0002] Organic electroluminescent devices have the advantages of low driving voltage, fast response speed, wide viewing angle range, and can change the luminous performance through fine-tuning of chemical structure to make rich colors, easy to achieve high resolution, light weight, and large-area flat-panel display. 21st Century Flat Panel Display Technology" has become a research hotspot in the fields of materials, information, physics and flat panel display. Future efficient commercial OLEDs will likely contain organometallic phosphors because they can trap both singlet and triplet excitons,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D401/14H01L51/54
Inventor 周明杰张振华王平黄辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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