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Electron transfer polymer, and preparation method and application thereof

An electron transport, polymer technology, applied in circuits, electrical components, electrical solid devices, etc., can solve the problems of poor carrier mobility, low luminous efficiency of materials, poor luminous efficiency, etc., and improve electron mobility. , the synthesis method is simple, and the manufacturing cost is reduced.

Inactive Publication Date: 2014-05-21
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

The carrier mobility of traditional electron transport materials is one-thousandth of that of hole transport materials, and the thermal stability is not good. Therefore, it often leads to problems such as poor luminous efficiency or short service life of components. According to relevant literature The charge consumption ratio of electron transport materials is 35.9%, second only to the consumption of light-emitting layer (39.8%). Therefore, the development of high-carrier electron transport materials is the focus of current OLED material development.
[0003] Alq 3 (8-Hydroxyquinoline aluminum) has good film-forming properties, so it is the main emitter of electron transport materials commonly used at present, but there are some carrier mobility and T g Higher than Alq 3 The emergence of materials, such as metal (Be, Al, Zn) complexes, 1,2,4-triazole (TAZ) derivatives, fluorine-containing compounds and silicon-containing compounds, etc., however, these known materials carry The ion mobility is still not good, and there are problems such as poor thermal stability or low current density when used in devices. These problems restrict the low luminous efficiency of the material. Therefore, the development of new electron transport materials is a very important topic.

Method used

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  • Electron transfer polymer, and preparation method and application thereof
  • Electron transfer polymer, and preparation method and application thereof
  • Electron transfer polymer, and preparation method and application thereof

Examples

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preparation example Construction

[0026] The preparation method of above-mentioned electron transport polymer, comprises the steps:

[0027] S1, respectively providing compounds A and B represented by the following structural formula,

[0028] That is, 4,7-diboronic acid pinacol ester benzothiadiazole, the compound A is purchased;

[0029] That is, 2,7-dibromo-4,9-diphenylanthrazole, the compound B is synthesized by referring to the method disclosed in the reference document (J.AM.CHEM.SOC.9VOL.125, NO.44, 2003), in This will not be repeated;

[0030] S2. In an oxygen-free environment (nitrogen, argon or a mixture of nitrogen and argon), add compounds A and B into an organic solvent containing a catalyst and an alkali solution, and perform a Suzuki coupling reaction at 70-130°C After 12 to 48 hours, stop the reaction and cool to room temperature, separate and purify to obtain the structural formula: Electron-transporting polymer, wherein, n is an integer of 10 to 100; wherein, the molar ratio of compou...

Embodiment 1

[0042] The electron-transporting polymer of this example, that is, poly{4,7-diylbenzothiadiazole-co-2,7-diyl-4,9-diphenylanthrazole} (n=56), The preparation steps are as follows:

[0043]

[0044] Under argon protection, 4,7-diboronic acid pinacol ester benzothiadiazole (78mg, 0.2mmol), 2,7-dibromo-4,9-diphenylanthrazole (98mg, 0.2mmol ) into a flask filled with 10ml of toluene solvent, and after fully dissolving, potassium carbonate (2mL, 2mol / L) solution was added into the flask, vacuumed to deoxygenate and filled with argon, and then added bistriphenylphosphine dichloride Palladium (5.6mg, 0.008mmol); the flask was heated to 100°C for Suzuki coupling reaction for 48h. Subsequently, the polymerization reaction was stopped after cooling down, and 50 ml of methanol was added dropwise to the flask for sedimentation; after filtering through a Soxhlet extractor, the mixture was sequentially extracted with methanol and n-hexane for 24 hours. Then use chloroform as a solvent t...

Embodiment 2

[0047] The electron-transporting polymer of this example, namely poly{4,7-diylbenzothiadiazole-co-2,7-diyl-4,9-diphenylanthrazole} (n=100), The preparation steps are as follows:

[0048]

[0049] Under the protection of mixed gas of nitrogen and argon, 4,7-diboronic acid pinacol ester benzothiadiazole (116mg, 0.3mmol), 2,7-dibromo-4,9-diphenylanthrazole (147mg , 0.3mmol) and 15mL tetrahydrofuran were added to a two-necked bottle of 50mL size, fully dissolved, and then a mixture of nitrogen and argon was introduced to exhaust the air for about 20 minutes, and then tetrakistriphenylphosphine palladium (4mg, 0.003mmol) was added therein, After fully dissolved, 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 96 hours. Subsequently, the polymerization reaction was stopped after cooling down, and 40 mL of methanol was added to th...

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Abstract

The invention belongs to the field of organic semiconductor materials, and discloses an electron transfer polymer, and a preparation method and an application thereof. The polymer has a structural formula shown in the specification, and n in the formula is an integer in a range of 10-100. The benzothiadiazol ring of the electron transfer polymer has an electron deficiency, has an n-type structure, and can be used as an electron transfer material. The introduction of benzothiadiazole to the main chain of an anthracylimidazolyl polymer benefits the improvement of the electron mobility, so the luminous efficiency of an organic electroluminescent device can be substantially improved.

Description

technical field [0001] The invention relates to the field of organic semiconductor materials, in particular to an electron transport polymer and its preparation method and application. Background technique [0002] Organic electroluminescent devices have excellent characteristics such as lightness, thinness, self-luminescence, low power consumption, no need for light source, no viewing angle limitation, high reaction rate and can be fabricated on flexible substrates. Tomorrow's star. The carrier mobility of traditional electron transport materials is one-thousandth of that of hole transport materials, and the thermal stability is not good. Therefore, it often leads to problems such as poor luminous efficiency or short service life of components. According to relevant literature The charge consumption ratio of electron transport materials is 35.9%, which is second only to the consumption of the light-emitting layer (39.8%). Therefore, the development of high-carrier electron...

Claims

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Application Information

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IPC IPC(8): C08G61/12C07D519/00H01L51/54
Inventor 周明杰王平张振华钟铁涛
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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