Electron transport material, and preparation method and application thereof

A technology of electron transport material and electron transport performance, applied in circuits, electrical components, electric solid devices, etc. The effect of blocking ability

Active Publication Date: 2015-02-25
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although many electron transport materials for electroluminescent devices have been developed, ther

Method used

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  • Electron transport material, and preparation method and application thereof
  • Electron transport material, and preparation method and application thereof
  • Electron transport material, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
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Example Embodiment

[0038] Example 1: Preparation of Compound 1

[0039] The synthetic route of this example is as follows:

[0040]

[0041] 1) Synthesis of m-BAPAc

[0042] Add 3-bromoacetophenone (5.97g, 0.03mol), pinacol diborate (11.43g, 0.045mol), potassium acetate (5.88g, 0.06mol), and 100ml dioxane into the three-necked flask in turn; Under nitrogen protection, add Pd(dppf)Cl with stirring 2 (0.22g, 0.3mmol), after replacing the nitrogen, the reaction was refluxed for 6 hours; after the reaction was completed, cooled to room temperature, suction filtered to remove most of the salt, separated with saturated brine and ethyl acetate, and the organic phase was washed with water until neutral Then, dry and filter with anhydrous sodium sulfate to obtain a reddish brown liquid; remove the solvent by rotary evaporation, pass through a silica gel column, and eluent V Petroleum ether : V Dichloromethane =1:2 purification and separation to obtain a yellow oil, which was cooled to a white solid after bei...

Example Embodiment

[0060] Example 2: Preparation of Compound 2

[0061] The synthetic route of this example is as follows:

[0062]

[0063] 1) Synthesis of 9-PCz

[0064] Add carbazole (8.35g, 0.05mol), iodobenzene (11.22g, 0.055mol), potassium carbonate (7.6g, 0.055mol), 100ml DMF to the three-necked flask in sequence; under nitrogen protection, add cuprous iodide ( 0.76g, 4mmol), phenanthroline monohydrate (0.79g, 4mmol), after replacing nitrogen, the reaction was refluxed for 24 hours; after the reaction was completed, cooled to room temperature, suction filtered to remove most of the salt, saturated brine and dichloride were used After methane extraction and stratification, the organic phase was washed with water to neutrality, dried and filtered with anhydrous sodium sulfate to obtain a reddish brown liquid; the solvent was removed by rotary evaporation, passed through a silica gel column, and petroleum ether was used as the eluent for purification and separation to obtain white crystals. %.

[...

Example Embodiment

[0083] Example 3: Preparation of Compound 3

[0084] The synthetic route of this example is as follows:

[0085]

[0086] 1) Synthesis of NpAnPAc

[0087] Add 2-NpAnBr (2.1g, 5.5mmol), m-BAPAc (1.49g, 6.05mmol), potassium carbonate aqueous solution (10g, 0.011mol), 45ml toluene, and 10ml ethanol into the three-necked flask in sequence; under nitrogen protection, add with stirring Pd(PPh 3 ) 4 (64mg, 0.055mmol), after replacing the nitrogen, the reaction was refluxed for 4 hours; after the reaction was completed, cooled to room temperature, separated into layers, the organic phase was washed with saturated brine to neutrality, dried over anhydrous sodium sulfate and filtered to obtain a brown liquid; Evaporate to remove solvent, pass through silica gel column, eluent V Petroleum ether : V Dichloromethane =1:1 purification and separation to obtain a white solid, ethanol beating to obtain a white powder, the yield is 79%.

[0088] 1 H NMR(CDCl 3 , TMS, δ): 8.174-8.187 (d, J=6.5Hz, 1H)...

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Abstract

The invention relates to an electron transport material, and a preparation method and application thereof. The electron transport material uses aryl group as the center, wherein one side is connected with a naphthyridine group with electron transport property, and the other side is connected with a group different from naphthyridine with electron transport property, thereby constituting an unsymmetrical structure. The two sides of the aryl group are connected with different groups, thereby destroying the molecular symmetry, further destroying the molecular crystallinity and avoiding the intermolecular aggregation; and thus, the electron transport material has favorable film-forming property. Most groups in the molecule are rigid groups, thereby enhancing the heat stability of the material. Meanwhile, the aryl group is connected with the groups with electron transport property, so that the material has favorable electron transport capacity and hole barrier capacity, and can be used as an electron transport layer for organic electroluminescent devices.

Description

technical field [0001] The invention relates to an electron transport material, a preparation method and an application thereof, belonging to the field of organic electroluminescent devices. Background technique [0002] In recent years, organic light emitting diodes (organic light emitting diodes, OLEDs) have become very popular new flat panel display products at home and abroad. Compared with traditional liquid crystals, organic light-emitting diodes (OLEDs) have many advantages such as self-illumination, wide viewing angle, fast response speed, and flexible display, which make them the most favorable competitors for the next generation of display technology, and are highly regarded by people. Big attention. [0003] At present, the performance of green and red light materials has been very good, which can meet the requirements of commercialization, while the research on blue light materials is relatively weak, which also restricts the development of OLED full-color displ...

Claims

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Application Information

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IPC IPC(8): C07D471/04H01L51/54
CPCC07D471/04H10K85/6572
Inventor 张学衡李庆盛磊肖立新陈志坚龚旗煌
Owner VALIANT CO LTD
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