Organic semiconductor material, preparation method and electroluminescent device

A technology of electroluminescent devices and organic semiconductors, applied in the fields of organic semiconductor materials, preparation, and electroluminescent devices, can solve problems such as shortages, achieve high thermal stability, improve luminous efficiency, and the effect of simple and easy synthesis methods

Inactive Publication Date: 2015-02-11
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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  • Organic semiconductor material, preparation method and electroluminescent device
  • Organic semiconductor material, preparation method and electroluminescent device
  • Organic semiconductor material, preparation method and electroluminescent device

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Experimental program
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preparation example Construction

[0026] The invention provides a kind of preparation method of organic semiconductor material, comprises the steps:

[0027] Provides compound A: and compound B: Under an inert atmosphere, first dissolve compound A in an organic solvent, then add compound B, an inorganic base and a catalyst to the organic solvent containing compound A and react at 70-120°C for 6-15 hours, the compound A The molar ratio to compound B is 1:2 to 1:2.4, and the chemical formula of the organic semiconductor material obtained by stopping the reaction is as follows:

[0028]

[0029] The preparation method of the organic semiconductor material further includes a post-processing step. The post-processing step specifically includes: using n-hexane as eluent to separate and purify the organic semiconductor material obtained by stopping the reaction through a silica gel layer, and vacuum drying to obtain the target product.

[0030] The condition of the vacuum drying is drying at 50-70° C. for 12-2...

Embodiment 1

[0041] N,N'-(4,4'-(9,9'-(1,3-phenylene)bis(9H-fluorene-9,9-diyl))bis(4,1-phenylene))bis (N-phenylnaphthyl-1-amine) preparation process preparation steps are as follows:

[0042]

[0043] Under nitrogen protection, 1,3-bis(9-(4-tetrabromophenyl)-9H-fluoren-9-yl)benzene (57.3g, 80mmol) was dissolved in 200mL N,N-dimethylformamide (DMF) solution, then added N-phenylnaphthalene-1-amine (35.0g, 160mmol), potassium carbonate (22.1g, 160mmol) and cuprous iodide (1.52g, 8mmol). The reactants were stirred and reacted at 120° C. for 6 hours. Stop the reaction and cool to room temperature, filter, and wash the solid three times with distilled water to obtain the product N,N'-(4,4'-(9,9'-(1,3-phenylene)bis(9H-fluorene-9,9 -diyl))bis(4,1-phenylene))bis(N-phenylnaphthyl-1-amine), and then use the eluent n-hexane to separate by silica gel column chromatography, and then dry at 50°C under vacuum for 24h An off-white solid was obtained. The yield was 83%.

[0044] Experimental test dat...

Embodiment 2

[0048] N,N'-(4,4'-(9,9'-(1,3-phenylene)bis(9H-fluorene-9,9-diyl))bis(4,1-phenylene))bis (N-phenylnaphthyl-1-amine) preparation process preparation steps are as follows:

[0049]

[0050] Under nitrogen protection, 1,3-bis(9-(4-tetrabromophenyl)-9H-fluoren-9-yl)benzene (57.3g, 80mmol) was dissolved in 200mL toluene (Tol) solution, and then added N-Phenylnaphthalen-1-amine (38.5g, 176mmol), cesium carbonate (57.2g, 176mmol), copper powder (0.768g, 12mmol). The reactants were stirred and reacted at 110° C. for 9 hours. Stop the reaction and cool to room temperature, filter, and wash the solid three times with distilled water to obtain the product N,N'-(4,4'-(9,9'-(1,3-phenylene)bis(9H-fluorene-9,9 -diyl))bis(4,1-phenylene))bis(N-phenylnaphthyl-1-amine), and then use the eluent n-hexane to separate by silica gel column chromatography, and then dry at 50°C under vacuum for 24h An off-white solid was obtained. The yield was 81%.

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Abstract

The invention provides an organic semiconductor material. The chemical formula of the organic semiconductor material is shown in the specification. The organic semiconductor material has a high triplet-state energy level, and energy is effectively prevented from being delivered back to a main body material in a light-emitting process, so that the light-emitting efficiency is increased greatly, and high thermal stability is achieved. The invention further provides a preparation method of the organic semiconductor material, and an electroluminescent device comprising the organic semiconductor material.

Description

technical field [0001] The invention belongs to the field of photoelectric materials, and in particular relates to an organic semiconductor material, a preparation method and an electroluminescence device. 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, thereby achieving 100% internal quantum efficiency. However, due to the relatively long lifetime of excited-state excitons in transition metal complexes, the ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/58C07C209/10H01L51/54
Inventor 周明杰张振华王平张娟娟
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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