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CN-121991074-A - Triphenylene compound, intermediate and organic electroluminescent device

CN121991074ACN 121991074 ACN121991074 ACN 121991074ACN-121991074-A

Abstract

The invention provides a triphenylene compound, an intermediate and an organic electroluminescent device. The triphenylene compound has a structure shown in a formula I. The structure of the triphenylene compound is designed, so that the triphenylene compound is suitable for being used as a main material of a luminescent layer of the organic electroluminescent device, and the organic electroluminescent device has lower driving voltage, higher current efficiency and longer service life.

Inventors

  • WANG ZHANQI

Assignees

  • 阜阳欣奕华新材料科技股份有限公司

Dates

Publication Date
20260508
Application Date
20241106

Claims (10)

  1. 1. A triphenylene compound, wherein the triphenylene compound has a structure represented by the following formula I: Wherein ring A is of the structure shown in formula I-1, ring A and two adjacent benzene rings are fused, and the dotted line represents a fused site; Ar 1 、Ar 2 is selected from-H or-D, and the other is selected from C6-C40 aryl or C6-C30 heteroaryl; R 1 is selected from any one of C6-C40 aryl or C6-C30 heteroaryl; the hydrogen atoms in the compounds of formula I may each independently be substituted with at least one of-D, -CN, -F, C, 6-C20 aryl, C1-C12 alkyl or C1-C12 alkoxy.
  2. 2. The triphenylene compound according to claim 1, wherein the C6-C40 aryl is selected from any one of phenyl, biphenyl, terphenyl, naphthyl, naphthylphenyl, anthryl, phenanthryl, fluorenyl, benzofluorenyl, dibenzofluorenyl, naphthofluorenyl, pyrenyl, perylenyl, spirofluorenyl, triphenylene, fluoranthryl, hydrogenated benzoanthryl, indenofluorenyl, benzindene fluorenyl, dibenzoindenofluorenyl, naphthofluorenyl, or benzonaphthofluorenyl; preferably, the C6-C30 heteroaryl is selected from any one of carbazolyl, dibenzofuranyl, dibenzothienyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl or dinaphthothienyl; preferably, the C6-C20 aryl is selected from any one of phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, fluorenyl, triphenylenyl or fluoranthenyl; Preferably, the C1-C12 alkyl is selected from any one of methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl or decyl; Preferably, the C1-C12 alkoxy is selected from any one of methoxy, ethoxy, propoxy, butoxy, pentoxy or hexoxy.
  3. 3. The triphenylene compound according to claim 1 or 2, wherein the triphenylene compound has any one of the structures shown in the following formulas I-1 to I-6: Wherein R 1 、Ar 1 、Ar 2 has the same definition as in claim 1.
  4. 4. A triphenylene compound according to any one of claims 1 to 3, wherein Ar 1 is selected from C6-C40 aryl or C6-C30 heteroaryl, ar 2 is selected from-H or-D; Preferably, ar 2 is selected from C6-C40 aryl or C6-C30 heteroaryl, ar 1 is selected from-H or-D; Preferably, ar 1 is selected from-H or-D, ar 2 is selected from any one or a combination of at least two of carbazolyl, phenyl, naphthyl, biphenyl, dibenzofuranyl and dibenzothienyl; Preferably, ar 2 is selected from-H or-D, and Ar 1 is selected from any one or a combination of at least two of phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothienyl or carbazolyl.
  5. 5. The triphenylene compound according to any one of claims 1 to 4, wherein R 1 is selected from any one of phenyl, naphthyl, biphenyl, carbazolyl, dibenzofuranyl or dibenzothiophenyl, preferably phenyl; Preferably, the hydrogen atoms in the compounds of formula I may each independently be substituted with at least one of-D, -CN, -F, phenyl, naphthyl, biphenyl, methyl, ethyl, propyl, t-butyl, hexyl, methoxy, ethoxy or propoxy; Preferably, the hydrogen atoms in the compounds of formula I may each independently be substituted with at least one of-D, -CN, -F, phenyl, naphthyl, biphenyl, t-butyl, ethyl, methoxy or propoxy.
  6. 6. The triphenylene compound according to any one of claims 1 to 5, wherein the triphenylene compound is selected from the group consisting of substituted and unsubstituted compounds: the substitution means that the hydrogen atoms in the triphenylene compounds described above may each independently be substituted with deuterium atoms.
  7. 7. An intermediate, characterized in that the intermediate has a structure according to formula MA: Wherein ring a has the same definition as claim 1; any one of X 1 、X 2 is selected from any one of-F, -Cl, -Br or I, and the other one is selected from-H or-D; the intermediate for use in the preparation of the triphenylene compound according to any one of claims 1 to 6.
  8. 8. An intermediate according to claim 7, wherein X 2 is selected from one of F, cl, br, I and X 1 is selected from-H or-D; Preferably, the X 1 is selected from one of F, cl, br, I and the X 2 is selected from-H or-D; preferably, the intermediates comprise the following compounds:
  9. 9. An organic electroluminescent device, characterized in that the organic electroluminescent device comprises an anode, a cathode, and an organic thin film layer disposed between the anode and the cathode; the organic thin film layer comprising the triphenylene compound according to any one of claims 1 to 6; as a preferred embodiment of the present invention, the organic thin film layer includes a light emitting layer; a host material of the light-emitting layer comprising the triphenylene compound according to any one of claims 1 to 6; Preferably, the light emitting layer is a phosphorescent light emitting layer.
  10. 10. The organic electroluminescent device of claim 9, wherein the organic electroluminescent device is a green organic electroluminescent device.

Description

Triphenylene compound, intermediate and organic electroluminescent device Technical Field The invention belongs to the technical field of organic electroluminescent materials, and particularly relates to a triphenylene compound, an intermediate and an organic electroluminescent device. Background Electroluminescence, which may also be referred to as electroluminescence, is a phenomenon of luminescence in which a solid directly converts electrical energy into light energy under the action of an electric field generated by applying a voltage to two electrodes. The electroluminescence of the organic material belongs to injection type composite luminescence, and the organic electroluminescent material can be further divided into a Hole Injection Layer (HIL), a Hole Transport Layer (HTL), an emitting layer (EML), an Electron Transport Layer (ETL), an Electron Injection Layer (EIL) and other materials according to functions in an organic electroluminescent (OLED) device and different device structures. Currently, organic electroluminescence (OLED) has become a mainstream display technology, and accordingly, various novel OLED materials have been developed. But its various properties remain to be improved, especially in terms of efficiency, lifetime, voltage, etc. In order to meet the higher demands of OLED devices, there is a need in the art to develop more kinds of blue host materials with higher performance. Disclosure of Invention Aiming at the defects of the prior art, the invention aims to provide a triphenylene compound, an intermediate and an organic electroluminescent device. The structure of the triphenylene compound is designed, so that the triphenylene compound is suitable for being used as a main material of a luminescent layer of the organic electroluminescent device, and the organic electroluminescent device has lower driving voltage, higher current efficiency and longer service life. To achieve the purpose, the invention adopts the following technical scheme: In a first aspect, the present invention provides a triphenylene compound having a structure represented by formula I: Wherein ring A is of the structure shown in formula I-1, ring A and two adjacent benzene rings are fused, and the dotted line represents a fused site; Ar 1、Ar2 is selected from-H or-D, and the other is selected from C6-C40 aryl or C6-C30 heteroaryl; R 1 is selected from any one of C6-C40 aryl or C6-C30 heteroaryl; the hydrogen atoms in the compounds of formula I may each independently be substituted with at least one of-D, -CN, -F, C, 6-C20 aryl, C1-C12 alkyl or C1-C12 alkoxy. According to the invention, by designing the structure of the triphenylene compound, two substituent groups of the triphenylene compound are positioned at the ortho-position substitution positions, and the two substituent groups are in an approximately parallel state, so that the three-dimensional structure is more regular, the charge transmission performance is better, and the three-dimensional structure is more suitable for being used as a main material of a luminescent layer of an organic electroluminescent device. The structure of the triphenylene compound is designed, so that the triphenylene compound is suitable for being used as a main material of a luminescent layer of the organic electroluminescent device, and the organic electroluminescent device has lower driving voltage, higher current efficiency and longer service life. In the present invention, C6-C40 may be C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36, C40, or the like. C6-C30 may be C6, C8, C10, C12, C16, C20, C24, C28, C30, etc. C6-C20 may be C6, C8, C10, C12, C16 or C20, etc. C1-C12 may be C1, C2, C4, C6, C8, C10 or C12, etc. In the present invention, "-D" represents a deuterium atom, and the same applies to the following. The following is a preferred technical scheme of the present invention, but not a limitation of the technical scheme provided by the present invention, and the following preferred technical scheme can better achieve and achieve the objects and advantages of the present invention. As a preferable embodiment of the present invention, the C6-C40 aryl group is selected from any one of phenyl, biphenyl, terphenyl, naphthyl, naphthylphenyl, anthryl, phenanthryl, fluorenyl, benzofluorenyl, dibenzofluorenyl, naphthofluorenyl, pyrenyl, perylenyl, spirofluorenyl, triphenylene, fluoranthryl, hydrogenated benzoanthryl, indenofluorenyl, benzindene fluorenyl, dibenzoindenofluorenyl, naphthofluorenyl, and benzonaphthofluorenyl. Preferably, the C6-C30 heteroaryl is selected from any one of carbazolyl, dibenzofuranyl, dibenzothienyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl or dinaphthothienyl. Preferably, the C6-C20 aryl is selected from any one of phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, fluorenyl, triphenylenyl or fluoranthenyl. Preferably, the C1-C12 alkyl is selected from any one of methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl or