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

A phosphorescent host, bipolar technology, which is applied in the manufacture of electric solid-state devices, semiconductor devices, and semiconductor/solid-state devices, etc., can solve problems such as shortage, and achieve the effect of reducing manufacturing cost, improving luminous efficiency, and reducing process flow.

Inactive Publication Date: 2014-12-03
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 light phosphorescent host material, preparation method and organic electroluminescent device thereof
  • Bipolar blue light phosphorescent host material, preparation method and organic electroluminescent device thereof
  • Bipolar blue light phosphorescent host material, preparation method and organic electroluminescent device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] The bipolar blue phosphorescent host material of this embodiment has a structure of N,N'-(4,4'-dibenzo[b,d]thiophene-S,S-dioxo-2,8-diyl) Two (4,1-phenylene)) two (N-phenylnaphthyl-1-amine), the preparation steps are as follows:

[0042]

[0043] Under argon protection, 2,8-dibromo-dibenzo[b,d]thiophene-S,S-diox (75mg, 0.2mmol), N-phenyl-N-(4-pinacol boron Add ester) phenyl) naphthalene-1-amine (168mg, 0.4mmol) into a flask filled with 10ml of toluene solvent, and after fully dissolving, add potassium carbonate (2mL, 2mol / L) solution into the flask, vacuumize and remove oxygen And filled with argon, then added bistriphenylphosphinepalladium dichloride (5.6mg, 0.008mmol); the flask was heated to 100°C for Suzuki coupling reaction for 24h. Stop the reaction and cool to room temperature, extract three times with dichloromethane, combine the organic phases, dry over anhydrous magnesium sulfate and spin dry, use petroleum ether and ethyl acetate with a volume ratio of 10:...

Embodiment 2

[0046] The bipolar blue phosphorescent host material of this embodiment has a structure of N,N'-(4,4'-dibenzo[b,d]thiophene-S,S-dioxo-2,8-diyl) Two (4,1-phenylene)) two (N-phenylnaphthyl-1-amine), the preparation steps are as follows:

[0047]

[0048]Under the protection of mixed gas of nitrogen and argon, 2,8-dibromo-dibenzo[b,d]thiophene-S,S-diox (112mg, 0.3mmol), N-phenyl-N-(4- Add pinacol borate) phenyl) naphthalene-1-amine (278mg, 0.66mmol) and 15mL tetrahydrofuran into a 50mL two-necked bottle, fully dissolve and then pass in a mixture of nitrogen and argon to exhaust the air for about 20min. Then tetrakistriphenylphosphinepalladium (4mg, 0.003mmol) was added thereto, and after fully dissolved, sodium bicarbonate (3mL, 2mol / L) solution was added. 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 and cool to room temperature, extract seve...

Embodiment 3

[0050] The bipolar blue phosphorescent host material of this embodiment has a structure of N,N'-(4,4'-dibenzo[b,d]thiophene-S,S-dioxo-2,8-diyl) Two (4,1-phenylene)) two (N-phenylnaphthyl-1-amine), the preparation steps are as follows:

[0051]

[0052] Under nitrogen protection, 2,8-dibromo-dibenzo[b,d]thiophene-S,S-diox (112mg, 0.3mmol), N-phenyl-N-(4-pinacol boronic acid Ester) phenyl) naphthalene-1-amine (303mg, 0.72mmol), palladium acetate (3.5mg, 0.015mmol) and tris (o-methoxyphenyl) phosphine (21mg, 0.06mmol) were added to 12mL of N , in a flask of N-dimethylformamide, after fully dissolving, add potassium carbonate (3mL, 2mol / L) solution, then pass nitrogen into the flask and exhaust the air for about 30min; heat the flask to 130°C for Suzuki coupling reaction for 12h . Stop the reaction and cool to room temperature, extract five times with dichloromethane, combine the organic phases, dry over anhydrous magnesium sulfate and spin dry, use petroleum ether and ethyl ...

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Abstract

Belonging to the field of organic semiconductor materials, the invention discloses a bipolar blue light phosphorescent host material, a preparation method and an organic electroluminescent device thereof. The host material has a structural formula shown as the specification. The bipolar blue light phosphorescent host material provided by the invention has bipolar carrier transport capacity, also has hole transport properties and electron transport properties at the same time, and enables balance transport of holes and electrons in a luminescent layer. With a high triplet state energy level, the host material can effectively prevent back transmission of energy to the host material in a luminescence process, thus greatly improving the luminescence efficiency.

Description

technical field [0001] The invention relates to the field of organic semiconductor materials, in particular to a bipolar blue phosphorescence host material and a preparation method thereof. The invention also relates to an organic electroluminescent device, the material of the light-emitting layer contains bipolar blue phosphorescence host material. 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. How...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D333/76H01L51/54
CPCC07D333/76H10K85/6576
Inventor 周明杰张振华王平黄辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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