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

A phosphorescent main body and bipolar technology, which is applied in the manufacture of electric solid-state devices, semiconductor devices, semiconductor/solid-state devices, etc., can solve problems such as shortage, achieve good thermal stability, and improve luminous efficiency.

Inactive Publication Date: 2015-01-21
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 phosphorescent host material, preparation method thereof and organic electroluminescent device
  • Bipolar blue phosphorescent host material, preparation method thereof and organic electroluminescent device
  • Bipolar blue phosphorescent host material, preparation method thereof and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Example 1: The bipolar blue phosphorescent host material of this example, namely 9,9'-(4,4'-(2,7-bis(4-(diphenylphosphinothio)phenyl)-9H -Fluorene-9,9-diyl)bis(4,1-phenylene))bis(9H-carbazole), the preparation steps are as follows:

[0039]

[0040] Under argon protection, 9,9'-(4,4'-(2,7-dipinacol borate-9H-fluorene-9,9-diyl)diyl(4,1-phenylene )) bis(9H-carbazole) (180mg, 0.2mmol), (4-bromophenyl) diphenylphosphine sulfur (136mg, 0.4mmol) was added into a flask filled with 10ml of toluene solvent, and after fully dissolving, potassium carbonate (2mL, 2mol / L) solution was added to the flask, evacuated to remove oxygen and filled with argon, then added bistriphenylphosphine palladium dichloride (5.6mg, 0.008mmol); the flask was heated to 90°C for Suzuki Coupling reaction 24h. Stop the reaction and cool to room temperature, extract the reaction solution several times with dichloromethane, and combine the organic phases obtained by the extraction. The organic phases a...

Embodiment 2

[0042] Example 2: The bipolar blue phosphorescent host material of this example has a structure of 9,9'-(4,4'-(2,7-bis(4-(diphenylphosphinothio)phenyl) -9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(9H-carbazole), the preparation steps are as follows:

[0043]

[0044]Under the protection of mixed gas of nitrogen and argon, 9,9'-(4,4'-(2,7-dipinacol borate-9H-fluorene-9,9-diyl)diyl(4, 1-phenylene))bis(9H-carbazole) (270mg, 0.3mmol), (4-bromophenyl)diphenylphosphinesulfur (224mg, 0.66mmol) and 15mL tetrahydrofuran were added to a 50mL two-necked bottle, fully After dissolving, pass a mixture of nitrogen and argon to exhaust the air for about 20 minutes, then add tetrakistriphenylphosphine palladium (4mg, 0.003mmol) into 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. Stop the reaction an...

Embodiment 3

[0045] Example 3: The bipolar blue phosphorescent host material of this example has a structure of 9,9'-(4,4'-(2,7-bis(4-(diphenylphosphinothio)phenyl) -9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(9H-carbazole), the preparation steps are as follows:

[0046]

[0047] Under nitrogen protection, 9,9'-(4,4'-(2,7-dipinacol borate-9H-fluorene-9,9-diyl)diyl(4,1-phenylene) ) bis(9H-carbazole) (270mg, 0.3mmol), (4-bromophenyl) diphenylphosphine sulfur (249mg, 0.72mmol), palladium acetate (3.5mg, 0.015mmol) and three (o-methoxy Phenyl)phosphine (21mg, 0.06mmol) was added to a flask containing 12mL of N,N-dimethylformamide, and after fully dissolving, potassium carbonate (3mL, 2mol / L) solution was added, and nitrogen gas was then passed into the flask After evacuating the air for about 30 minutes; the flask was heated to 130° C. for Suzuki coupling reaction for 12 hours. Stop the reaction and cool to room temperature, extract the reaction solution several times with dichloromethane...

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Abstract

The invention belongs to the field of organic semiconductor materials, and discloses a bipolar blue phosphorescent host material, a preparation method thereof and an organic electroluminescent device. The structural formula of the host material is shown in the specification. The bipolar blue phosphorescent host material is characterized in that 9-phenylcarbazole is an excellent hole transport unit; and a diphenylphosphinosulfenyl group contains electron-withdrawing P=S, and is good electron transfer unit, so the material has hole transport and electron transfer properties to realize hole and electron transfer balance in a luminescent layer, and has a high triplet energy level to effectively prevent the return of energy to the host material in a luminescence process in order to substantially improve the luminescence efficiency.

Description

technical field [0001] The invention relates to the field of organic semiconductors, 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, rich colors through fine-tuning of chemical structure, easy realization of 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, thereby achieving 100% internal quantum efficiency. Howe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/572H01L51/54
Inventor 周明杰张振华王平陈吉星
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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