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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, there are still few electron transport materials that can combine stability and high electron mobility.

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
Effect test

Embodiment 1

[0038] Embodiment 1: the preparation of compound 1

[0039] The synthetic route of the present embodiment 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 to the three-necked flask in turn; Under nitrogen protection, add Pd(dppf)Cl with stirring 2 (0.22g, 0.3mmol), after nitrogen replacement, reflux reaction for 6 hours; after the reaction, cool to room temperature, remove most of the salt by suction filtration, use saturated brine and ethyl acetate to extract and separate layers, and wash the organic phase with water until neutral Finally, dry and filter over anhydrous sodium sulfate to obtain a reddish-brown liquid; remove the solvent by rotary evaporation, pass through a silica gel column, and eluent V 石油醚 :V 二氯甲烷 =1:2 purification and separation, a yellow oily substance was obtained, which was cooled to a white solid a...

Embodiment 2

[0060] Embodiment 2: the preparation of compound 2

[0061] The synthetic route of the present embodiment 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 in the three-necked flask successively; Under nitrogen protection, stir and add cuprous iodide ( 0.76g, 4mmol), phenanthroline monohydrate (0.79g, 4mmol), after nitrogen replacement, reflux reaction for 24 hours; Methane was extracted and separated, the organic phase was washed with water until neutral, dried and filtered over anhydrous sodium sulfate to obtain a reddish-brown liquid; the solvent was removed by rotary evaporation, purified and separated by silica gel column, and petroleum ether was used as eluent to obtain white crystals with a yield of 76 %.

[0065] 2) Synthesis of 3-BrPCz

[0066] Add 9-phenylcarbazole (6.08g, 0.025mol) and 80ml of 1,2-dichloroethane to the three-necked fla...

Embodiment 3

[0083] Embodiment 3: the preparation of compound 3

[0084] The synthetic route of the present embodiment 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, 10ml ethanol to the three-necked flask successively; under nitrogen protection, stir and add Pd(PPh 3 ) 4 (64mg, 0.055mmol), after nitrogen replacement, reflux reaction for 4 hours; after the reaction was completed, cooled to room temperature, layered, the organic phase was washed with saturated brine to neutrality, dried and filtered over anhydrous sodium sulfate to obtain a brown liquid; Evaporate to remove solvent, pass through silica gel column, eluent V 石油醚 :V 二氯甲烷 =1:1 purification and separation to obtain a white solid, beating with ethanol to obtain a white powder with a yield of 79%.

[0088] 1 H NMR (CDCl 3 , TMS, δ): 8.174-8.187 (d, J=6.5Hz, 1H), 8.072-8.098 (d, J...

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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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