A kind of pyridoimidazopyrrole compound and its application

A technology of pyridimidazole and compounds, which is applied in the field of organic electroluminescent functional materials, can solve the problems of TADF host materials without performance, and achieve the effects of improved lifespan, high carrier transport performance, and good film-forming performance

Active Publication Date: 2021-10-22
XIAN RUILIAN NEW MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

With the continuous research on this type of material, researchers continue to design new OLED functional materials, but there is no TADF host material with superior performance and can meet the requirements of mass production.

Method used

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  • A kind of pyridoimidazopyrrole compound and its application
  • A kind of pyridoimidazopyrrole compound and its application
  • A kind of pyridoimidazopyrrole compound and its application

Examples

Experimental program
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Effect test

preparation example Construction

[0028] Below, we provide specific synthetic methods for preparing some of the above-mentioned compounds and some intermediates selected for the preparation of the compounds. The synthetic steps are as follows:

[0029] The specific synthesis process of the compound intermediate of general structural formula (I) is as follows:

[0030]

[0031] Compound 1-1 was added to a mixed solution of concentrated sulfuric acid and concentrated nitric acid, heated to 100°C for 2 hours, and the reaction solution was slowly poured into ice water under stirring conditions, the solid was precipitated by stirring, and filtered. The filter cake was washed with water until neutral, dried, and purified by silica gel column to obtain compound 1-2.

[0032]

[0033] Add toluene in the three-necked flask, then add 1mol of compound 1-2, 1.1mol of compound 1-3, 0.05mol of 2-dicyclohexylphosphine-2,4,6-triisopropylbiphenyl, 2.2mol 0.025 mol of tris(dibenzylideneacetone) dipalladium was added unde...

Embodiment 1

[0107] Transparent substrate layer 1 / ITO anode layer 2 / hole transport layer 3 (TAPC, thickness is 40nm) / luminescent layer 4 (including host material CBP, sensitizing material compound 1-1-35, doping material TCzCN, according to 93: 5:2 mass ratio mixing, thickness 30nm) / electron transport layer 5 (TPBi, thickness 40nm) / electron injection layer 6 (LiF, thickness 1nm) / cathode reflective electrode layer Al.

[0108] The structure of some materials used in the device is as follows:

[0109]

[0110] Concrete preparation process is as follows:

[0111] The transparent substrate layer is a transparent substrate, such as transparent PI film, glass and the like.

[0112] The ITO anode layer is washed, followed by alkali washing, ultrapure water washing, drying, and then ultraviolet-ozone washing to remove organic residues on the transparent ITO surface.

[0113] On the above-mentioned ITO anode layer, TAPC with a film thickness of 40 nm was deposited as the hole transport layer 1...

Embodiment 2

[0120] Same as Example 1, except that: the light-emitting layer 4 includes host material CBP, sensitizing material compound 2-2-17, and dopant material TCzCN, with a mass ratio of 93:5:2 and a thickness of 30 nm.

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Abstract

The invention provides a pyridoimidazopyrrole compound, which belongs to the technical field of organic electroluminescent functional materials. The general structural formula is shown in formula (I) or formula (II): in formula (I) or formula (II), R 1 , R 2 , R 3 each independently selected from hydrogen, C6-16 aryl groups, nitrogen-containing atom electron-donating groups or nitrogen-containing atom electron-withdrawing groups; and R 1 , R 2 , R 3 At least one electron-donating group is a nitrogen-containing atom. The invention provides a compound, which has relatively balanced carrier transport performance, high triplet energy level and high glass transition temperature, is not easy to crystallize, has good thermal stability and film-forming property, and can be used as a host material , sensitizing materials, and doping materials are used in the light-emitting layer of organic electroluminescent devices to effectively improve the luminous efficiency and life of the device. The general structural formula is shown in formula (I) or formula (II):

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescent functional materials, and in particular relates to a pyridoimidazopyrrole compound and an application thereof. Background technique [0002] The basic structure of organic laser display (OLED) is a thin and transparent indium tin oxide (ITO) with semiconducting properties, which is connected to the positive electrode, plus another metal cathode, wrapped into a sandwich structure. The entire structural layer includes a hole transport layer (HTL), a light emitting layer (EL) and an electron transport layer (ETL). When the power is supplied to an appropriate voltage, positive holes and negative charges will combine in the light-emitting layer to produce light. [0003] Because OLED display technology has the advantages of self-illumination, wide viewing angle, low energy consumption and fast response speed, and this technology makes portable and highly foldable display possible, i...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/14C07D519/00C09K11/06H01L51/50H01L51/54
CPCC07D471/14C07D519/00C09K11/06C09K2211/1029C09K2211/1059C09K2211/1011C09K2211/1014C09K2211/1088C09K2211/1033C09K2211/1044H10K85/615H10K85/631H10K85/633H10K85/654H10K85/657H10K85/6572H10K85/6574H10K50/12
Inventor 刘凯鹏孙军张宏科杨丹丹田密何海晓李江楠
Owner XIAN RUILIAN NEW MATERIAL CO LTD
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