Imidazole derivative and organic electroluminescent device thereof

An imidazole derivative and unsubstituted technology, which is applied in the field of imidazole derivatives and their organic electroluminescent devices, can solve the problems of low luminous efficiency and poor performance, and achieve high luminous efficiency, improved luminous efficiency, and good stability

Pending Publication Date: 2022-05-10
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In order to solve the problem of poor performance of current hole blocking / electron transport materials or covering layer materials, and the low luminous efficiency of organic electroluminescent devices containing hole blocking layers / electron transporting layers or covering layers, the invention provides an imidazole Derivatives and their organic electroluminescent devices

Method used

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  • Imidazole derivative and organic electroluminescent device thereof
  • Imidazole derivative and organic electroluminescent device thereof
  • Imidazole derivative and organic electroluminescent device thereof

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preparation example Construction

[0133] There is no particular limitation on the preparation method of the imidazole derivative of structural formula 1 in the present invention, and conventional methods well known to those skilled in the art can be used. For example, carbon-carbon coupling reaction, carbon-nitrogen coupling reaction, etc., the imidazole derivatives of structural formula 1 of the present invention can be prepared by the synthetic route shown below.

[0134]

[0135] There is no particular limitation on the preparation method of the diamine derivative of structural formula 2 in the present invention, and conventional methods well known to those skilled in the art can be used. For example, carbon-nitrogen coupling reaction, etc., the diamine derivative of the structure formula 2 of the present invention can be prepared by the synthetic route shown below.

[0136]

[0137] The B m selected from the groups shown below, The Xn is selected from halogens, such as I, Br, Cl and the like.

Embodiment 1

[0367] Embodiment 1: Preparation of organic electroluminescent device 1

[0368] ITO was used as the anode on the glass substrate; m-MTDATA was vacuum-deposited on the anode as a hole injection layer with a thickness of 60nm; NPB was vacuum-deposited in the hole injection layer as a hole transport layer with a thickness of 50nm; vacuum-evaporated CBP:Ir(ppy) on hole transport 3 (10wt%) as the light-emitting layer, the evaporation thickness is 30nm; on the light-emitting layer, the compound 48 of the present invention is vacuum evaporated as the hole blocking layer, and the evaporation thickness is 10nm; on the hole blocking layer, the vacuum evaporation Alq 3 As the electron transport layer, the evaporation thickness is 30nm; on the electron transport layer, Liq is vacuum evaporated as the electron injection layer, and the evaporation thickness is 1nm; on the electron injection layer, Al is vacuum evaporated as the cathode, and the evaporation thickness is 200nm.

[0369] The...

Embodiment 2～30

[0371] Embodiments 2-30: Preparation of Organic Electroluminescent Devices 2-30

[0372] Compound 48 in the hole blocking layer of Example 1 was replaced by Compound 56, Compound 65, Compound 71, Compound 96, Compound 111, Compound 126, Compound 130, Compound 139, Compound 156, Compound 168, Compound 174, Compound Compound 185, Compound 191, Compound 233, Compound 246, Compound 249, Compound 250, Compound 254, Compound 256, Compound 257, Compound 271, Compound 273, Compound 274, Compound 277, Compound 282, Compound 288, Compound 302, Compound 303 , compound 325, and the other steps were the same to obtain organic electroluminescent devices 2-30.

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Abstract

The invention provides an imidazole derivative and an organic electroluminescent device thereof, and relates to the technical field of organic electroluminescence. The invention aims to solve the technical problems that a hole blocking / electron transporting material or a covering layer material is poor in performance, and an organic light-emitting device containing the hole blocking / electron transporting material or the covering layer material is low in light-emitting efficiency. As the imidazole derivative has good electron transport and hole blocking performance, holes can be effectively limited in a light-emitting layer, and the holes and electrons can effectively form excitons in the light-emitting layer, the organic electroluminescent device containing the imidazole derivative shows low driving voltage and high light-emitting efficiency. In addition, the imidazole derivative can effectively couple out light in the device, the luminous efficiency of the organic light-emitting device is improved, and the device has a long service life due to the good stability of the imidazole derivative.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an imidazole derivative and an organic electroluminescence device thereof. Background technique [0002] Organic Light-Emitting Diode (OLED) refers to a device in which organic photoelectric materials emit light under the action of current or electric field, which can directly convert electrical energy into light energy. Since OLED has the advantages of full-spectrum color rendering, high brightness, high efficiency, bendable and flexible display, and fast response speed, it is more and more used in the fields of display and lighting. [0003] OLEDs generally include an anode, a cathode, and an organic layer formed between the two electrodes. The organic layers of an OLED may include a hole injection layer (HIL), a hole transport layer (HTL), an emission layer (EML), a hole blocking layer (HBL), an electron transport layer (ETL), an electron injection lay...

Claims

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Application Information

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IPC IPC(8): C07D413/14C07D519/00C07D498/04C07D417/14C07D513/14C07D401/14C07D235/18C07D405/14C07D413/10C07D417/10C07D513/04C07D471/04C07D235/02C07D403/14C07B59/00C09K11/06H01L51/50H01L51/54H01L51/52
CPCC07D413/14C07D519/00C07D498/04C07D417/14C07D513/14C07D401/14C07D235/18C07D405/14C07D413/10C07D417/10C07D513/04C07D471/04C07D235/02C07D403/14C07B59/002C09K11/06C09K2211/1011C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1048C09K2211/1051C09K2211/1059C09K2211/1062C09K2211/1066C09K2211/1088C09K2211/1092C07B2200/05H10K85/623H10K85/622H10K85/624H10K85/626H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/15H10K50/16H10K50/85
Inventor 郭建华杜明珠孙敬
Owner CHANGCHUN HYPERIONS TECH CO LTD
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