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Organic semiconductor material, preparation method thereof and electroluminescent device

A technology of electroluminescent devices and organic semiconductors, applied in the fields of preparation, organic semiconductor materials, 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: 2014-10-29
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 thereof and electroluminescent device
  • Organic semiconductor material, preparation method thereof and electroluminescent device
  • Organic semiconductor material, preparation method thereof and electroluminescent device

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preparation example Construction

[0025] The invention provides a kind of preparation method of organic semiconductor material, comprises the steps:

[0026] Provides compound A: and compound B: Under an inert atmosphere, compound A is first dissolved in an organic solvent, and then compound B, an inorganic base and a catalyst are added to the organic solvent containing compound A and reacted at 70-120° C. for 6-15 hours. The molar ratio of compound A 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:

[0027]

[0028] In a specific implementation, the preparation method of the organic semiconductor material further includes a post-processing step, and the post-processing step is specifically: the organic semiconductor material obtained by stopping the reaction is separated and purified through a silica gel layer using n-hexane as an eluent, and vacuum-dried The target product is obtained.

[0029] In a specific...

Embodiment 1

[0040] The preparation process of 4,4'-(9H,9'H-3,3'-dicarbazole-9,9'-diyl)bis(N,N-diphenylamine) is as follows:

[0041]

[0042] Under nitrogen protection, 9H,9'H-3,3'-dicarbazole (26.6g, 80mmol) was dissolved in 200mL N,N-dimethylformamide (DMF) solution, and then 4-bromo- N,N-Diphenylaniline (51.8g, 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 4,4'-(9H,9'H-3,3'-dicarbazole-9,9'-diyl)bis(N,N -diphenylamine), and then separated by silica gel column chromatography using eluent n-hexane, and then dried under vacuum at 50°C for 24h to obtain off-white solid. The yield was 87%.

[0043] Experimental test data: mass spectrum: m / z818.3 (M + +1); elemental analysis (%) C 60 h 42 N 4 : Theoretical value: C87.99, H5.17, N6.84; Measured value: C88.05...

Embodiment 2

[0047] The preparation process of 4,4'-(9H,9'H-3,3'-dicarbazole-9,9'-diyl)bis(N,N-diphenylamine) is as follows:

[0048]

[0049] Under nitrogen protection, 9H,9'H-3,3'-dicarbazole (26.6g, 80mmol) was dissolved in 200mL of toluene (Tol) solution, and then 4-bromo-N,N-diphenylaniline was added (56.8g, 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 4,4'-(9H,9'H-3,3'-dicarbazole-9,9'-diyl)bis(N,N -diphenylamine), and then separated by silica gel column chromatography using eluent n-hexane, and then dried under vacuum at 50°C for 24h to obtain off-white solid. The yield was 90%.

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Abstract

The invention provides an organic semiconductor material, which has a chemical formula shown as below. The organic semiconductor material has high triplet state energy level and effectively prevents back passing of energy to the host material in the luminescence process, thus greatly improving the luminous efficiency and achieving high thermal stability. The invention also provides a preparation method of the organic semiconductor material, and an electroluminescent device containing 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, 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. However, due to the relatively long lifetime of excited-state excitons in transition metal complexes, the unwanted triplet-triplet (T 1 -T 1 ) are q...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/86H01L51/54
CPCC07D209/86H10K85/631H10K85/6572
Inventor 周明杰张振华王平钟铁涛
Owner OCEANS KING LIGHTING SCI&TECH CO LTD