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Organic semiconductor material, preparation method thereof and electroluminescent device

An electroluminescent device and organic semiconductor technology, applied in the fields of organic semiconductor materials, electroluminescent devices, and preparation, can solve problems such as lack of host materials and few red phosphorescent devices, improve luminous efficiency, and facilitate carriers The effect of transmission balance, simple and easy synthesis method

Inactive Publication Date: 2015-03-25
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

[0003] In recent years, green and red phosphorescent OLED devices have demonstrated satisfactory electroluminescent efficiencies, but highly efficient red phosphorescent devices are rare, mainly due to the lack of suitable host materials.

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

[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 into an organic solvent to form a solution with a concentration of 0.3mol / L to 0.5mol / L, then add compound B, an inorganic base and a catalyst to the reactant at 70 to 120°C The reaction was carried out for 6 to 15 hours, the molar ratio of compound A to compound B was 1:2 to 1:2.4, the reaction was stopped and cooled to room temperature, filtered and washed with water to obtain an off-white solid, the crude product was washed with n-hexane as eluent Silica gel chromatography column separation obtains the chemical formula of the intermediate product as follows:

[0028]

[0029] Dissolve the intermediate product in the second solvent at zero degrees Celsius, then drop m-chlorobenzoic acid into the second solvent, react at room temperature for 8 hours to 16 hou...

Embodiment 1

[0042] The preparation process of 1,3-bis(9-(4-(benzenesulfonyl)phenyl)-9H-fluoren-9-yl)benzene The preparation steps are as follows:

[0043]

[0044] Under nitrogen protection, 1,3-bis(9-(4-bromophenyl)-9H-fluorene-9-yl)benzene (57.3g, 80mmol) was dissolved in 200mL N,N-dimethylformamide (DMF ) solution, and then added thiophenol (17.6g, 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. The crude product is separated by silica gel column chromatography using n-hexane as eluent to obtain an intermediate product. The yield was 84%.

[0045] Under ice-cooling, the intermediate product (30.9 g, 40 mmol) was dissolved in 120 mL of dichloromethane (DCM) solution, and then it was dropped into 90 mL of m-chlorobenzoic acid (mCPBA) in dichloromethane solution. After the mixture...

Embodiment 2

[0051] The preparation process of 1,3-bis(9-(4-(benzenesulfonyl)phenyl)-9H-fluoren-9-yl)benzene The preparation steps are as follows:

[0052]

[0053] Under nitrogen protection, 1,3-bis(9-(4-bromophenyl)-9H-fluorene-9-yl)benzene (57.3g, 80mmol) was dissolved in 267mL of toluene (Tol) solution, and then added benzene Thiophenol (19.4g, 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. The crude product is separated by silica gel column chromatography using n-hexane as eluent to obtain an intermediate product. The yield was 85%.

[0054] Under ice-cooling, the intermediate product (30.9 g, 40 mmol) was dissolved in 120 mL of chloroform solution, and then it was dropped into 90 mL of m-chlorobenzoic acid (mCPBA) in dichloromethane solution. After the mixture was stirred and rea...

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Abstract

The invention provides an organic semiconductor material. The organic semiconductor material has the chemical formula represented by a formula shown in specifications. The organic semiconductor material provided by the invention has a relatively high triplet energy level, so that energy is effectively prevented from being transferred back to a main body material during luminescence; due to the phosphorescent main body material with electron transmission capability, the electron transmission capability is enhanced, the balance of current carrier transmission is facilitated, the luminescence efficiency is greatly increased, and the thermal stability is relatively high. The invention further 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 electroluminescent 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 qu...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07C317/14C07C315/02H01L51/54
Inventor 周明杰张振华王平冯小明
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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