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CN-121974858-A - Triarylamine compound containing benzimidazole structure and organic electroluminescent device

CN121974858ACN 121974858 ACN121974858 ACN 121974858ACN-121974858-A

Abstract

The invention provides a triarylamine compound containing a benzimidazole structure and an organic electroluminescent device, and relates to the technical field of organic photoelectric materials. The triarylamine compound is used as a main material in an organic electroluminescent device, can reduce the driving voltage of the organic electroluminescent device, improve the luminous efficiency and brightness of the organic electroluminescent device, and prolong the service life of the organic electroluminescent device.

Inventors

  • HUANG YIGANG
  • YANG ZHONGWEN
  • WANG ZHANQI

Assignees

  • 阜阳欣奕华新材料科技股份有限公司

Dates

Publication Date
20260505
Application Date
20260303

Claims (10)

  1. 1. The triarylamine compound containing the benzimidazole structure is characterized by having a structure shown in a formula I: in the formula I, R 1 is selected from any one of hydrogen and C6-C60 aryl; R 2 is any one of C6-C60 aryl; Ar 1 、Ar 2 is independently selected from any one of substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl; L is selected from any one of C6-C60 arylene; Ar 1 、Ar 2 is characterized in that each substituent group of the substituent groups is independently selected from at least one of C1-12 straight-chain or branched-chain alkyl; the hydrogen atoms in the compounds of formula I may each independently be replaced by deuterium atoms.
  2. 2. The benzimidazole structure-containing triarylamine compound according to claim 1, wherein at least one of Ar 1 、Ar 2 is selected from N-phenylcarbazolyl groups.
  3. 3. The benzimidazole structure-containing triarylamine compound according to claim 1, wherein R 1 is selected from hydrogen or phenyl; Preferably, R 2 is selected from phenyl; Preferably, L is selected from phenylene.
  4. 4. The triarylamine compound having a benzimidazole structure according to claim 1, wherein in Ar 1 、Ar 2 , the C6-C60 aryl group is selected from any one of phenyl, biphenyl, terphenyl, naphthyl, 9-dimethylfluorenyl, 9' -spirobifluorenyl; Preferably, in Ar 1 、Ar 2 , the C3-C60 heteroaryl is selected from any one of dibenzofuranyl, dibenzothiazolyl and N-phenylcarbazolyl; Preferably, in Ar 1 、Ar 2 , each substituent for the substitution is independently selected from at least one of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, and tert-butyl.
  5. 5. The benzimidazole structure-containing triarylamine compound according to claim 1, wherein the triarylamine compound is selected from any one of the following substituted or unsubstituted compounds: ; The substitution means that hydrogen atoms in the above compounds may each independently be replaced with deuterium atoms.
  6. 6. The benzimidazole structure-containing triarylamine compound according to claim 1, wherein the triarylamine compound is selected from any one of the following substituted or unsubstituted compounds: 、 、 、 、 、 、 、 、 、 、 、 ; The substitution means that hydrogen atoms in the above compounds may each independently be replaced with deuterium atoms.
  7. 7. An organic electroluminescent device, comprising an anode, a cathode, and an organic layer between the anode and the cathode, wherein the organic layer comprises the triarylamine compound according to any one of claims 1 to 6.
  8. 8. The organic electroluminescent device of claim 7, wherein the organic layer comprises a light-emitting layer comprising a light-emitting layer host material and a dopant material, the light-emitting layer host material comprising the triarylamine compound.
  9. 9. The organic electroluminescent device of claim 8, wherein the doping material comprises a compound having a structure as shown in formula PD: a compound of formula PD; in the formula PD, M is selected from Ir, pt, pd, os, ti, zr, hf, eu, tb, tm, cu or Au; Y 1 ~Y 4 are each independently selected from carbon or nitrogen; Y 1 and Y 2 can be connected through a single bond or a double bond, and Y 3 and Y 4 can be connected through a single bond or a double bond; Cy 1 and Cy 2 are each independently selected from any of phenyl, naphthyl, fluorenyl, spirofluorenyl, indenyl, pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, benzimidazolyl, benzofuranyl, benzothienyl, isobenzothienyl, benzimidazolyl, benzoxazolyl, triazolyl, tetrazolyl, diazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, N heterocarbazolyl, N heterodibenzofuranyl, wherein Cy 1 and Cy 2 may optionally be linked to each other via a single bond or an organic linking group; Any two ligands of M and more than two ligands can be connected through single bond and double bond, or can be bridged through O, S, or can be connected through any chemical group or chemical structure to form a structural form conforming to the chemical principle; R 91 and R 92 are each independently selected from the group consisting of-H, -D, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxylic acid, carboxylate, sulfonic acid groups sulfonate group, phosphate group, -SF 5 , substituted or unsubstituted C1-C60 alkyl, substituted or unsubstituted C2-C60 alkenyl, substituted or unsubstituted C2-C60 alkynyl any one of substituted or unsubstituted C1-C60 alkoxy, substituted or unsubstituted C2-C10 heterocycloalkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C6-C60 aryloxy, substituted or unsubstituted C6-C60 arylthio, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group; in R 91 and R 92 , the substituent group of the substituent is at least one selected from-D, -F, C1-C6 alkyl and C6-C12 aryl; a 1 and a 2 are each independently selected from integers of 1 to 5; b is an integer from 0 to 4; a is selected from 1, 2 or 3; L 1 is a monovalent organic ligand, a divalent organic ligand, or a trivalent organic ligand; Preferably, the compound of formula PD is selected from any one of the following compounds: 。
  10. 10. A display device characterized in that the display device comprises the organic electroluminescent device according to any one of claims 7 to 9.

Description

Triarylamine compound containing benzimidazole structure and organic electroluminescent device Technical Field The invention belongs to the technical field of organic photoelectric materials, and particularly relates to a triarylamine compound containing a benzimidazole structure and an organic electroluminescent device. Background The organic photoelectric material is an organic material having generation, conversion, and transmission characteristics of photons and electrons. Currently, organic photoelectric materials have been applied to Organic Light-Emitting Diode (OLED). An OLED refers to a device in which an organic photoelectric material emits light under the action of an electric current or an electric field, and it can directly convert electric energy into light energy. In recent years, OLEDs have received increasing attention as a new generation of flat panel display and solid state lighting technologies. Compared with the liquid crystal display technology, the OLED has the characteristics of low power consumption, active light emission, high response speed, high contrast, no viewing angle limitation, capability of manufacturing flexible display and the like, and is increasingly applied to the fields of display and illumination. In general, an OLED has a multi-layered structure including an Indium Tin Oxide (ITO) anode and a metal cathode, and several organic photoelectric material layers such as a Hole Injection Layer (HIL), a Hole Transport Layer (HTL), an emission layer (EML), an Electron Transport Layer (ETL), an Electron Injection Layer (EIL), and the like interposed between the ITO anode and the metal cathode. Under the drive of a certain voltage, electrons and holes are respectively injected into the electron transport layer and the hole transport layer from the cathode and the anode, and migrate to the light-emitting layer respectively through the electron transport layer and the hole transport layer, when the electrons and the hole transport layer meet and combine in the light-emitting layer, an electron-hole recombination exciton is formed, and the exciton returns to the ground state in a light-emitting relaxation mode, so that the purpose of light emission is achieved. In the case of the light emitting layer, when only one material is used as the light emitting layer, concentration quenching occurs due to intermolecular interaction, resulting in a decrease in light emitting efficiency of the organic electroluminescent device, and thus in order to improve light emitting efficiency of the organic electroluminescent device, a host material of the light emitting layer and a doping material are generally included in the light emitting layer. At present, the organic electroluminescent device generally has the problems of high operation voltage, low luminous efficiency, short service life and the like. Thus, the search for new organic photovoltaic materials for organic electroluminescent devices is an important direction of continued research by those skilled in the art. Conventionally used materials for the light emitting layer generally do not provide satisfactory light emitting characteristics, and thus, there is still a need to design new and better-performing host materials for the light emitting layer to improve the performance of the organic electroluminescent device. Disclosure of Invention Aiming at the defects of the prior art, the invention aims to provide a triarylamine compound containing a benzimidazole structure and an organic electroluminescent device, wherein the triarylamine compound is used as a main material of a luminescent layer in the organic electroluminescent device, so that the driving voltage of the organic electroluminescent device can be reduced, the luminous efficiency and the brightness of the organic electroluminescent device can be improved, and the service life of the organic electroluminescent device can be prolonged. To achieve the purpose, the invention adopts the following technical scheme: In a first aspect, the present invention provides a triarylamine compound having a benzimidazole structure, having a structure according to formula I: in the formula I, R 1 is selected from any one of hydrogen and C6-C60 aryl; R 2 is any one of C6-C60 aryl; Ar 1、Ar2 is independently selected from any one of substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl; L is selected from any one of C6-C60 arylene; Ar 1、Ar2 is characterized in that each substituent group of the substituent groups is independently selected from at least one of C1-12 straight-chain or branched-chain alkyl; the hydrogen atoms in the compounds of formula I may each independently be replaced by deuterium atoms. The triarylamine compound is characterized in that triarylamine is introduced into benzimidazole, and has a bipolar structure, so that the triarylamine compound has good carrier transmission characteristics, electrons and holes can be effectively compounde