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Acridine derivatives, and preparation method and application thereof

A derivative, acridine technology, applied in the field of organic electroluminescence, can solve the problems of increasing the complexity of the device manufacturing process, reducing the cost of OLED, disadvantages, etc., and achieve good electron acceptance ability, high Tg, high glass transition temperature Effect

Active Publication Date: 2015-05-27
BEIJING ETERNAL MATERIAL TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Devices based on this hybrid electron transport layer have improved efficiency and lifetime, but increase the complexity of the device manufacturing process, which is not conducive to reducing the cost of OLEDs

Method used

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  • Acridine derivatives, and preparation method and application thereof
  • Acridine derivatives, and preparation method and application thereof
  • Acridine derivatives, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Synthesis of parent 2,7-dibromo-9-phenylacridine (reference: Org.Biomol.Chem., 2010, 8, 326-330)

[0031]

[0032] Two (4-bromophenyl) amine 26.2g (molecular weight 327, 0.08mol), benzoic acid 9.8g (molecular weight 122, 0.08mol), ZnCl 2 Use 16.1g (molecular weight: 134, 0.12mol) and heat in a sand bath for 5 hours while stirring at a temperature of 240-260°C. Cool, dissolve, mix with silica gel, and separate by column (eluent: dichloromethane / ethyl acetate=20:1) to obtain 18.2 g of product with a yield of 55% and a molecular weight of 413.

Embodiment 2

[0034] Synthesis of parent 2,7-dibromo-9-(pyridin-2-yl)acridine

[0035] The synthesis steps are the same as the previous 1, except that benzoic acid is changed to 2-naphthoic acid, and other reagents remain unchanged to obtain the target parent 2,7-dibromo-9-(pyridin-2-yl)acridine. The reaction pathway is as follows:

[0036]

Embodiment 3

[0038] Synthesis of parent parent 2,7-dibromo-9-(quinolin-2-yl)acridine

[0039] The synthesis steps are the same as the previous 1, except that benzoic acid is changed to 2-naphthoic acid, and other reagents remain unchanged to obtain the target parent 2,7-dibromo-9-(quinolin-2-yl)acridine. The reaction pathway is as follows:

[0040]

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Abstract

The invention relates to acridine derivatives of which the structure is disclosed as Formula (1). When the electronic transmission layer of the electroluminescent device is prepared from the material provided by the invention, the turn-on voltage of the device can be lowered, the luminescence efficiency of the device can be enhanced, and the service life of the device can be prolonged.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, and specifically relates to an acridine derivative, its preparation method, and its application in electron transport materials. Background technique [0002] The electron transport material traditionally used in electroluminescent devices is Alq 3 , but Alq 3 The electron mobility is relatively low (about 10-6cm2 / Vs). In order to improve the electron transport performance of electroluminescent devices, researchers have done a lot of exploratory research work. LG Chem reported a series of pyrene derivatives in Chinese patent specifications, which are used as electron transport and injection materials in electroluminescent devices to improve the luminous efficiency of the devices (publication number CN 101003508A). Cao Yong and others synthesized FFF-Blm4 (J.Am.Chem.Soc.; (Communication); 2008; 130(11); 3282-3283) as an electron transport and injection layer material (with Ba / Al and A...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/04C07D401/14C07D219/02H01L51/54
Inventor 范洪涛李银奎汤金明任雪艳
Owner BEIJING ETERNAL MATERIAL TECH
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