Triarylamine compounds and organic electroluminescent devices comprising the same

CN122940688APending Publication Date: 2026-10-20SHANGHAI QUADRISTAR ELECTRONIC TECH CO LTD
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Patent Information

Application Number
CN202510444910.7
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-04-10
Publication Date
2026-10-20

AI Technical Summary

Technical Problem

现有技术均不足以匹配

Benefits of technology

[0020]本发明提供的一种三芳胺类化合物,作为有机电致发光器件的电子阻挡层材料,与现有技术相比,获得了更优的器件性能。一方面,将芳基胺基引入二苯并呋喃基或二苯并噻吩基的3-位,即共轭长度最大的位置,有利于分子获得良好的载流子传输特性;同时,一定程度的共轭有利于电荷的平均化,从而有利于分子在获得电子或失去电子的状态下的稳定性。然而,分子共轭程度的增加会导致分子三线态能级的降低,当作为电子阻挡层时,过低的三线态能级使得发光层中的高能态激子扩散至电子阻挡层材料内,导致器件的效率降低。于是,第二方面,将式(b)所述的基团引入二苯并呋喃基或二苯并噻吩基,利用四甲基取代环烷基带来的适当的空间位阻效应,有效地提升分子整体的三线态能级。此外,所述空间位阻效应还能够促进分子形成相对无序堆叠,在宏观上表现为连续均匀的无定形态薄膜,当器件长时间工作时,薄膜形貌能够不受所产生焦耳热的影响而保持稳定,即有利于器件使用寿命的延长。第三方面,由于二苯并呋喃-3-基或二苯并噻吩-3-基具有弱吸电子性,将给电子性的式(b)所述的基团引入二苯并呋喃基或二苯并噻吩基的1-位,2-位或4-位,即芳基胺基同侧的位置,有利于分子内形成适当的给-吸电子相互作用,不仅使得分子更易于失去一个电子形成正电荷状态,同时所述正电荷状态亦容易获得电子恢复成中性分子,即分子在维持较快空穴迁移率的同时不容易“存储电荷“,这十分有利于器件同时获得较低的工作电压和较小的电容。

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Patent Text Reader

Abstract

This invention relates to the field of organic light-emitting diode (OLED) fabrication, and particularly to a triarylamine compound and an organic electroluminescent device comprising the same. The triarylamine compound has a structure as shown in formula (a): (a). The triarylamine compound of this invention achieves superior device performance.
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Description

Technical Field

[0001] This invention relates to the field of organic light-emitting diode (OLED) fabrication, and in particular to a triarylamine compound and an organic electroluminescent device containing the same. Background Technology

[0002] Organic light-emitting diodes (OLEDs), as the core carrier of novel flat-panel display technology, have become a technological high ground in high-end consumer electronics fields such as smartphones, foldable terminals, and automotive displays due to their disruptive advantages brought by their self-emissive characteristics, including ultra-high contrast ratio (>1,000,000:1), wide color gamut coverage (NTSC 110%), millisecond-level response speed, and ultra-thin and flexible profile (<100μm). The device adopts a sandwich architecture of anode / organic stack / cathode, where the organic functional system achieves electroluminescence through precise control of carrier injection-transport-recombination. A typical device structure, from bottom to top, includes multiple functional interfaces such as a hole injection layer, hole transport layer, electron blocking layer, light-emitting layer, hole blocking layer, and electron transport layer. The energy level matching degree and carrier balance capability of each layer material directly determine the device's current efficiency (cd / A) and operating lifetime (LT95@1000nit).

[0003] The industry desires organic electroluminescent devices that simultaneously meet the requirements of low voltage, high efficiency, long lifespan, and low capacitance, thus placing high demands on materials. Existing technologies are insufficient to meet these requirements. Summary of the Invention

[0004] In view of the shortcomings of the prior art described above, the purpose of this invention is to provide a triarylamine compound and an organic electroluminescent device containing the same. The compound provided by this invention has better overall performance and can better improve the power efficiency and lifespan of the device.

[0005] This invention provides a triarylamine compound having the structure shown in formula (a):

[0006]

[0007] in,

[0008] Z is selected from O or S;

[0009] Ar1 and Ar2 may be the same or different from each other, and are each independently selected from aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, or heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms;

[0010] L1 and L2 may be the same or different from each other, and are each independently selected from arylene groups with 6 to 30 carbon atoms (single bond, substituted or unsubstituted) and heteroarylene groups with 2 to 30 carbon atoms (substituted or unsubstituted).

[0011] A1, A2, and A3, one of which is selected from the group described in formula (b), and the other two are selected from hydrogen or deuterium:

[0012]

[0013] In equation (b), * represents the bonding site;

[0014] Any hydrogen in formula (a) or formula (b) shown may optionally be replaced by deuterium.

[0015] The present invention also provides a functional layer comprising the aforementioned triarylamine compounds.

[0016] The present invention also provides the use of triarylamine compounds as described above and / or functional layers as described above in organic electroluminescent devices.

[0017] The present invention also provides an organic electroluminescent device, comprising a first electrode, a second electrode, and a functional layer as described above, wherein the functional layer is at least one of a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, an electron injection layer, or an electron transport layer.

[0018] The present invention also provides a display or lighting device comprising an organic electroluminescent device as described above.

[0019] By adopting the aforementioned technical solution, the beneficial effects of the present invention are:

[0020] This invention provides a triarylamine compound, which, as an electron blocking layer material for organic electroluminescent devices, achieves superior device performance compared to existing technologies. Firstly, introducing an arylamine group into the 3-position of the dibenzofuran or dibenzothiophene group—the position with the largest conjugation length—facilitates good carrier transport characteristics. Simultaneously, a certain degree of conjugation promotes charge averaging, thus improving the stability of the molecule in states of gaining or losing electrons. However, increased molecular conjugation leads to a decrease in the triplet energy level. When used as an electron blocking layer, an excessively low triplet energy level causes high-energy excitons from the luminescent layer to diffuse into the electron blocking layer material, resulting in reduced device efficiency. Therefore, secondly, introducing the group described in formula (b) into the dibenzofuran or dibenzothiophene group, utilizing the appropriate steric hindrance effect brought by tetramethyl substitution of the cycloalkyl group, effectively enhances the overall triplet energy level of the molecule. Furthermore, the steric hindrance effect can promote the formation of relatively disordered molecular stacking, which manifests macroscopically as a continuous and uniform amorphous thin film. When the device operates for a long time, the film morphology can remain stable without being affected by the generated Joule heat, thus contributing to the extension of the device's lifespan. Thirdly, since dibenzofuran-3-yl or dibenzothiophene-3-yl has weak electron-withdrawing properties, introducing the electron-donating group described in formula (b) into the 1-, 2-, or 4-position of the dibenzofuran or dibenzothiophene group, i.e., the position on the same side as the arylamine group, is beneficial to the formation of appropriate electron-donating and electron-withdrawing interactions within the molecule. This not only makes it easier for the molecule to lose an electron to form a positively charged state, but also makes it easier for the positively charged state to gain an electron and recover to a neutral molecule. That is, the molecule is less likely to "store charge" while maintaining a relatively fast hole mobility, which is very beneficial for the device to obtain both a lower operating voltage and a smaller capacitance. Attached Figure Description

[0021] Figure 1 This is a schematic diagram of the structure of the organic electroluminescent device in the green light device embodiment.

[0022] In the picture:

[0023] 101 base

[0024] 102 First Electrode

[0025] 103 Hole Injection Layer

[0026] 104 Hole Transport Layer

[0027] 105 Electron Blocking Layer

[0028] 106 Emissive Layer

[0029] 107 Hole-blocking layer

[0030] 108 Electron Transport Layer

[0031] 109 Second Electrode Detailed Implementation

[0032] The following describes in detail embodiments of the triarylamine compounds and organic electroluminescent devices containing the present invention.

[0033] The inventors of this proposal surprisingly discovered that, on the one hand, introducing an arylamine group into the 3-position of a dibenzofuran or dibenzothiophene group, i.e., the position with the largest conjugation length, is beneficial for the molecule to obtain good carrier transport characteristics; at the same time, a certain degree of conjugation is beneficial for charge averaging, thereby improving the stability of the molecule in the state of gaining or losing electrons. However, the increase in the degree of molecular conjugation leads to a decrease in the triplet energy level of the molecule. When used as an electron blocking layer, the excessively low triplet energy level causes high-energy excitons in the light-emitting layer to diffuse into the electron blocking layer material, resulting in a decrease in device efficiency. Therefore, on the second aspect, introducing the group described in formula (b) into a dibenzofuran or dibenzothiophene group, utilizing the appropriate steric hindrance effect brought about by the tetramethyl substitution of cycloalkyl groups, effectively improves the overall triplet energy level of the molecule. In addition, the steric hindrance effect can also promote the formation of relatively disordered stacking of molecules, which macroscopically manifests as a continuous and uniform amorphous thin film. When the device operates for a long time, the film morphology can remain stable without being affected by the generated Joule heating, which is beneficial for extending the device's lifespan. Thirdly, since dibenzofuran-3-yl or dibenzothiophene-3-yl has weak electron-withdrawing properties, introducing the electron-donating group described in formula (b) into the 1-, 2-, or 4-position of the dibenzofuran or dibenzothiophene group, i.e., the position on the same side as the arylamine group, is beneficial for forming appropriate electron-donating and electron-withdrawing interactions within the molecule. This not only makes it easier for the molecule to lose an electron to form a positively charged state, but also makes it easier for the positively charged state to gain an electron and recover to a neutral molecule. That is, the molecule maintains a relatively fast hole mobility while not easily "storing charge," which is very beneficial for the device to simultaneously obtain a lower operating voltage and a smaller capacitance. In summary, this invention is complete.

[0034] This application will be described in detail below. However, the following description is intended to explain the invention and is not intended to limit the scope of the invention in any way.

[0035] In this application, the term "linear or branched alkyl group having 1 to 10 carbon atoms" used alone or in combination refers to a linear or branched alkyl group having 1 to 10 carbon atoms constituting the chain, wherein the number of carbon atoms is preferably 1 to 8, 1 to 6, or 1 to 4. The aforementioned alkyl group may include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 1-methyl-butyl, 1-ethyl-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, etc.

[0036] In this application, the term "cycloalkyl" as used alone or in combination refers to a saturated and partially unsaturated (i.e., having one or more double bonds, but not fully conjugated) monocyclic, bicyclic, or polycyclic cycloalkyl group having, in some embodiments, 3 to 10 carbon atoms (i.e., C3-C10 cycloalkyl), 3 to 6 carbon atoms (i.e., C3-C6 cycloalkyl), C3-C5 cycloalkyl, or C3-C4 cycloalkyl, etc. Representative examples of cycloalkyl include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclopentenyl, cyclohexyl, cyclohexenyl, and adamantyl.

[0037] In this application, the term "alkenyl" used alone or in combination includes straight-chain or branched alkenyl groups, which may have, for example, a number of carbon atoms such as C2-C10, C2-C8, C2-C6, C2-C5, C2-C4, C2-C3, etc. As examples, alkenyl groups include, but are not limited to, vinyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 2-methylbut-2-enyl, etc.

[0038] In this application, the term "aryl" as used alone or in combination refers to a monocyclic or fused-ring group derived from an aromatic hydrocarbon having a cyclic skeleton carbon atom, wherein the number of cyclic skeleton carbon atoms is preferably 6 to 30, 6 to 22, 6 to 18, 6 to 15, more preferably 6 to 12, and may be partially saturated, and may contain a spirostructure. Specific examples of aryl groups include phenyl, naphthyl, diphenyl, terphenyl, naphthyl, phenanthrene, fluorene, spirofluorene, etc.

[0039] In this application, the term "heteroaryl" used alone or in combination refers to an aryl group having a ring skeleton atom, said ring skeleton atom including at least one heteroatom selected from the group consisting of B, N, O, S, Si, P, Se, and Ge, preferably at least one heteroatom selected from N, O, and S, wherein the number of ring skeleton carbon atoms is preferably 2 to 30, 3 to 22, 3 to 20, 3 to 15, 3 to 12, etc. The number of heteroatoms in the heteroaryl group is preferably 1 to 4. The aforementioned heteroaryl group can be a monocyclic ring or a fused ring condensed with at least one benzene ring; and can be partially saturated. Furthermore, in this document, the aforementioned heteroaryl group can be a heteroaryl group formed by linking at least one heteroaryl group or aryl group to a heteroaryl group via one or more single bonds. Examples of heteroaryl groups specifically include carbazolyl, dibenzothiophenel, dibenzofuranyl, benzo[fluorenel], benzo[spirofluorenel], benzo[carbazolyl], benzo[naphthothiophenel], benzo[naphthofuranyl], spirofluorenexanthracenel, etc.

[0040] Furthermore, the term "substituted" in the expression "substituted or unsubstituted" means that a hydrogen atom in a functional group is replaced by another atom or functional group (i.e., a substituent). Specifically, the substituents in "substituted or unsubstituted" may be the same or different from each other each time they appear, and are each independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be substituted with deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiopheneyl, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0041] The triarylamine compounds of the present invention will be described below.

[0042] This invention provides a triarylamine compound having the structure shown in formula (a):

[0043]

[0044] In this invention, any hydrogen atom can be replaced by deuterium.

[0045] In this invention, Z is selected from O or S.

[0046] In this invention, Ar1 and Ar2 may be the same or different from each other, and are each independently selected from aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, or heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms. The term "substituted" refers to the substitution of any hydrogen atom in any of the aforementioned groups by a substituent. Specifically, the substituents in the "substituted or unsubstituted" group, each time appearing, may be the same or different from each other, and are each independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, or heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be substituted with deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiopheneyl, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0047] In some embodiments of the present invention, Ar1 and Ar2 are each independently selected from aryl groups with 6 to 25 substituted or unsubstituted carbon atoms, and heteroaryl groups with 3 to 25 substituted or unsubstituted carbon atoms. Herein, "substituted" means that any hydrogen atom in any of the aforementioned groups is replaced by a substituent. Specifically, the substituents in "substituted or unsubstituted" may be the same or different each time they appear, and are each independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0048] In some embodiments of the present invention, Ar1 and Ar2 are each independently selected from aryl groups with 6 to 20 substituted or unsubstituted carbon atoms, and heteroaryl groups with 3 to 20 substituted or unsubstituted carbon atoms. Herein, "substituted" means that any hydrogen atom in any of the aforementioned groups is replaced by a substituent. Specifically, the substituents in "substituted or unsubstituted" may be the same or different each time they appear, and are each independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0049] In some embodiments of the present invention, Ar1 and Ar2 are each independently selected from aryl groups with 6 to 18 substituted or unsubstituted carbon atoms, and heteroaryl groups with 3 to 18 substituted or unsubstituted carbon atoms. Herein, "substituted" means that any hydrogen atom in any of the aforementioned groups is replaced by a substituent. Specifically, the substituents in the "substituted or unsubstituted" group, each appearing in a different manner, are independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be substituted with deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0050] In some embodiments of the present invention, Ar1 and Ar2 are each independently selected from aryl groups with 6 to 16 substituted or unsubstituted carbon atoms, and heteroaryl groups with 3 to 16 substituted or unsubstituted carbon atoms. Herein, "substituted" means that any hydrogen atom in any of the aforementioned groups is replaced by a substituent. Specifically, the substituents in the "substituted or unsubstituted" group, each appearing in turn, may be the same or different from each other, and are each independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be substituted with deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0051] In some embodiments of the present invention, Ar1 and Ar2 are each independently selected from aryl groups with 6 to 12 substituted or unsubstituted carbon atoms, and heteroaryl groups with 3 to 12 substituted or unsubstituted carbon atoms. Herein, "substituted" means that any hydrogen atom in any of the aforementioned groups is replaced by a substituent. Specifically, the substituents in "substituted or unsubstituted" may be the same or different each time they appear, and are each independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0052] In some embodiments of the present invention, Ar1 and Ar2 are each independently selected from the following groups, whether substituted or unsubstituted: phenyl, naphthyl, diphenyl, terphenyl, naphthyl, phenanthrene, phenylenetriethylene, fluorenyl, spirofluorenyl, spirofluorenoxanthyl, carbazole, dibenzothiophene, dibenzofuranyl, benzofluorenyl, benzospirofluorenyl, benzocarbazole, benzonaphthothiophene, and benzonaphthofuranyl. Wherein, "substituted" means that any hydrogen atom in any of the above groups is replaced by a substituent. Specifically, the substituents in the "substituted or unsubstituted" group, each appearing in turn, may be the same or different from each other, and are independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, substituted or unsubstituted alkyl groups with 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl groups with 1 to 10 carbon atoms, substituted or unsubstituted alkenyl groups with 1 to 10 carbon atoms, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups with 2 to 30 carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be substituted with deuterium. For example, the substituents in the "substituted or unsubstituted" group are selected from deuterium, alkyl or deuterated alkyl groups with 1 to 4 carbon atoms, cycloalkyl groups with 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0053] In this invention, L1 and L2 may be the same or different from each other, and are each independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups with 2 to 30 carbon atoms. The term "substituted" refers to the substitution of any hydrogen atom in any of the aforementioned groups by a substituent. Specifically, the substituents in "substituted or unsubstituted" may be the same or different from each other each time they appear, and are each independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, substituted or unsubstituted alkyl groups with 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl groups with 1 to 10 carbon atoms, substituted or unsubstituted alkenyl groups with 1 to 10 carbon atoms, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups with 2 to 30 carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be substituted with deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0054] In some embodiments of the present invention, L1 and L2 may be the same or different from each other, and are each independently selected from single bonds, aryl groups with 6 to 20 carbon atoms, or heteroaryl groups with 3 to 20 carbon atoms. The term "substitution" refers to the substitution of any hydrogen atom in any of the aforementioned groups by a substituent. Specifically, the substituents in "substituted or unsubstituted" may be the same or different from each other each time they appear, and are each independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be substituted with deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0055] In some embodiments of the present invention, L1 and L2 may be the same or different from each other, and are each independently selected from single bonds, aryl groups with 6 to 18 carbon atoms, or heteroaryl groups with 3 to 18 carbon atoms. The term "substitution" refers to the substitution of any hydrogen atom in any of the aforementioned groups by a substituent. Specifically, the substituents in "substituted or unsubstituted" may be the same or different from each other each time they appear, and are each independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be substituted with deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0056] In some embodiments of the present invention, L1 and L2 may be the same or different from each other, and are each independently selected from single bonds, aryl groups with 6 to 16 carbon atoms, or heteroaryl groups with 3 to 16 carbon atoms. The term "substitution" refers to the substitution of any hydrogen atom in any of the aforementioned groups by a substituent. Specifically, the substituents in "substituted or unsubstituted" may be the same or different from each other each time they appear, and are each independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be substituted with deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0057] In some embodiments of the present invention, L1 and L2 may be the same or different from each other, and are each independently selected from single bonds, aryl groups with 6 to 12 carbon atoms, or heteroaryl groups with 3 to 12 carbon atoms. The term "substitution" refers to the substitution of any hydrogen atom in any of the aforementioned groups by a substituent. Specifically, the substituents in "substituted or unsubstituted" may be the same or different from each other each time they appear, and are each independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be substituted with deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0058] In some embodiments of the present invention, L1 and L2 are each independently selected from single-bonded, substituted, or unsubstituted groups of the following: phenylene, diphenylene, naphthylene, phenanthrene, fluorene, dibenzothiophene, and dibenzofuranyl. Wherein, "substituted" means that any hydrogen atom in any of the above groups is replaced by a substituent. Specifically, the substituents in "substituted or unsubstituted" may be the same or different each time they appear, and are each independently selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; optionally, any hydrogen atom in the aforementioned substituents may be substituted with deuterium. For example, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, deuterated methyl, deuterated ethyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0059] In some embodiments of the present invention, the triarylamine compound is selected from any one of the following structures:

[0060]

[0061] In this context, Ar1, Ar2, L1, and L2 represent the same meanings as in equation (a).

[0062] In some preferred embodiments of the present invention, the compound represented by formula (a) is selected from any of the following chemical structures:

[0063]

[0064] In some embodiments of the present invention, the triarylamine compound is selected from any one of the following structures:

[0065]

[0066] In this context, Ar1, Ar2, L1, and L2 represent the same meanings as in equation (a).

[0067] In some preferred embodiments of the present invention, the compound represented by formula (a) is selected from any of the following chemical structures:

[0068]

[0069]

[0070] In some embodiments, the triarylamine compound is selected from any one of the following structures:

[0071]

[0072] In this context, Ar1, Ar2, L1, and L2 represent the same meanings as in equation (a).

[0073] In some preferred embodiments of the present invention, the compound represented by formula (a) is selected from any of the following chemical structures:

[0074]

[0075] In this invention, the substituent in "substituted or unsubstituted" is selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms. Further, the substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl groups with 1 to 4 carbon atoms, cycloalkyl groups with 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazole, dibenzothiophene, dibenzofuranyl, or groups described in formula (b). Alkyl or deuterated alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, etc.; and cycloalkyl groups having 4 to 6 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl. Optionally, any hydrogen atom in the aforementioned substituents may be replaced by deuterium.

[0076] The following will describe the functional layer that applies the above-mentioned triarylamine compounds, as well as the organic electroluminescent device, display or lighting device that includes the functional layer.

[0077] This application also provides an organic electroluminescent device, comprising a first electrode, a second electrode, and the aforementioned organic layer. As an example, the first electrode is an anode, and the second electrode is a cathode, wherein the cathode may be one or more layers. The organic layer is located between the first electrode and the second electrode. The organic layer may be a monolayer structure or a multilayer tandem structure with two or more organic layers laminated together. The organic layer includes at least one of a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, and an electron transport layer. In some preferred embodiments, the triarylamine compounds of this application are used as electron blocking layer materials, hole transport layer materials, or the host material of the light-emitting layer.

[0078] In some specific embodiments, the structure of the organic electroluminescent device may be selected from one of the following:

[0079] (1) An organic electroluminescent device includes an anode, a hole injection layer, a first hole transport layer, a light-emitting layer, a first electron transport layer, and a cathode stacked in sequence, that is, anode / hole injection layer / first hole transport layer / light-emitting layer / first electron transport layer / cathode. The device structure will be expressed in this simplified way below.

[0080] (2) Anode / hole injection layer / second hole transport layer / first hole transport layer / light-emitting layer / first electron transport layer / cathode.

[0081] (3) Anode / hole injection layer / second hole transport layer / first hole transport layer / light-emitting layer / first electron transport layer / second electron transport layer / cathode.

[0082] (4) Anode / hole injection layer / second hole transport layer / first hole transport layer / light-emitting layer / first electron transport layer / second electron transport layer / electron injection layer / cathode.

[0083] (5) Anode / hole injection layer / second hole transport layer / first hole transport layer / light-emitting layer / first electron transport layer / second electron transport layer / multilayer cathode.

[0084] (6) Anode / hole injection layer / first hole transport layer / first light-emitting layer / carrier generation layer / first hole transport layer / second light-emitting layer / first electron transport layer / cathode.

[0085] (7) Anode / hole injection layer / first hole transport layer / first light-emitting layer / carrier generation layer / first hole transport layer / second light-emitting layer / first electron transport layer / second electron transport layer / cathode.

[0086] (8) Anode / hole injection layer / second hole transport layer / first hole transport layer / first light-emitting layer / carrier generation layer / first hole transport layer / second light-emitting layer / first electron transport layer / cathode.

[0087] (9) Anode / hole injection layer / second hole transport layer / first hole transport layer / first light-emitting layer / carrier generation layer / first hole transport layer / second light-emitting layer / first electron transport layer / second electron transport layer / cathode.

[0088] (10) Anode / hole injection layer / hole transport layer / electron blocking layer / light emission layer / electron transport layer / electron injection layer / cathode.

[0089] (11) Anode / hole injection layer / first hole transport layer / second hole transport layer / light-emitting layer / hole blocking layer / electron transport layer / cathode.

[0090] (12) Anode / hole injection layer / hole transport layer / electron blocking layer / light emitting layer / electron transport layer / cathode.

[0091] (13) Anode / hole injection layer / hole transport layer / electron blocking layer / light emitting layer / hole blocking layer / electron transport layer / cathode (device structure of the green light device embodiment of this application).

[0092] The organic electroluminescent device can emit light from either the anode side or the cathode side. In some specific embodiments, it emits light from the cathode side, which requires adding a capping layer on the cathode side, as shown in the following structure:

[0093] 1) Anode / hole injection layer / first hole transport layer / light emission layer / first electron transport layer / cathode / capping layer.

[0094] 2) Anode / hole injection layer / second hole transport layer / first hole transport layer / light-emitting layer / first electron transport layer / cathode / capping layer.

[0095] 3) Anode / hole injection layer / second hole transport layer / first hole transport layer / light-emitting layer / first electron transport layer / second electron transport layer / cathode / capping layer.

[0096] 4) Anode / hole injection layer / second hole transport layer / first hole transport layer / light-emitting layer / first electron transport layer / second electron transport layer / electron injection layer / cathode / capping layer.

[0097] 5) Anode / hole injection layer / second hole transport layer / first hole transport layer / light-emitting layer / first electron transport layer / second electron transport layer / multilayer cathode / capping layer.

[0098] 6) Anode / hole injection layer / first hole transport layer / first light-emitting layer / carrier generation layer / first hole transport layer / second light-emitting layer / first electron transport layer / cathode / capping layer.

[0099] 7) Anode / Hole Injection Layer / First Hole Transport Layer / First Light Emitting Layer / Carrier Generation Layer / First Hole Transport Layer / Second Light Emitting Layer / First Electron Transport Layer / Second Electron Transport Layer / Cathode / Covering Layer.

[0100] 8) Anode / Hole Injection Layer / Second Hole Transport Layer / First Hole Transport Layer / First Light Emitting Layer / Carrier Generation Layer / First Hole Transport Layer / Second Light Emitting Layer / First Electron Transport Layer / Cathode / Covering Layer.

[0101] 9) Anode / Hole Injection Layer / Second Hole Transport Layer / First Hole Transport Layer / First Light Emitting Layer / Carrier Generation Layer / First Hole Transport Layer / Second Light Emitting Layer / First Electron Transport Layer / Second Electron Transport Layer / Cathode / Covering Layer.

[0102] 10) Anode / hole injection layer / hole transport layer / electron blocking layer / light emission layer / electron transport layer / electron injection layer / cathode / capping layer.

[0103] 11) Anode / Hole injection layer / First hole transport layer / Second hole transport layer / Light emission layer / Hole blocking layer / Electron transport layer / Cathode / Covering layer.

[0104] 12) Anode / hole injection layer / hole transport layer / electron blocking layer / light emission layer / electron transport layer / cathode / capping layer.

[0105] 13) Anode / hole injection layer / hole transport layer / electron blocking layer / light emitting layer / hole blocking layer / electron transport layer / cathode / capping layer.

[0106] The following describes some specific functional layers in the organic electroluminescent device.

[0107] Substrate:

[0108] The substrate is generally located below the anode. The substrate can be made of plastic or glass, and can be rigid or flexible. The substrate has a driving unit that can drive the corresponding pixel to emit light.

[0109] anode:

[0110] Organic EL (Organic Electro-Luminescence) devices typically require the anode to have good conductivity, a smooth surface, and be resistant to cracking. They also have certain requirements for work function, mainly to match the hole injection layer and achieve the hole injection effect.

[0111] When using a top-emitting method (cathode-side light emission), the anode is a metal compound with a work function of 4.2 eV or higher, such as indium tin oxide, tin oxide, indium zinc oxide, gold, silver, platinum, copper, carbon nanotubes, carbon nanowires, graphene, etc. The thickness is 10 nm to 200 nm, preferably 10 nm to 50 nm. A reflective electrode is placed below the anode (near the substrate end). The reflective electrode is generally made of metal or metal alloy, such as silver, copper, aluminum, gold, or alloys of these metals with other metals. The reflective electrode has high reflectivity, requiring a reflectivity of over 90%, and its thickness is typically between 100 nm and 500 nm, preferably in the range of 80 nm to 150 nm.

[0112] When bottom-emitting (light emission from the cathode side) is used, the anode is a metal compound with a work function of 4.2 eV or higher, such as indium tin oxide alloy, tin oxide, indium zinc oxide, gold, silver, platinum, copper, carbon nanotubes, carbon nanowires, graphene, etc. The thickness is 10 nm to 1 μm, preferably 50 nm to 200 nm.

[0113] The anode can be made by forming a thin film from the electrode material using methods such as vapor deposition, sputtering, or coating.

[0114] Hole injection layer:

[0115] The thickness of the hole injection layer is typically 3 nm to 20 nm. The hole injection layer uses a mixture of P-type and hole transport materials. The purpose of using P-type materials is to accept holes from the anode and transfer them to the hole transport material. The weight percentage of P-type materials in the hole injection layer is typically 0.5% to 10%. When the weight percentage is 0.5% to 3%, the absolute value of the difference between the lowest unoccupied molecular orbital (LUMO) energy level of the P-type material and the highest occupied molecular orbital (HOMO) energy level of the HTL material must not exceed 0.3 eV. When the weight percentage is 3% to 5%, the absolute value of the difference between the lowest unoccupied molecular orbital (LUMO) energy level of the P-type material and the highest occupied molecular orbital (HOMO) energy level of the HTL material must not exceed 0.5 eV. When the weight percentage is 5% to 10%, the absolute value of the difference between the lowest unoccupied molecular orbital (LUMO) energy level of the P-type material and the highest occupied molecular orbital (HOMO) energy level of the HTL material must not exceed 1 eV.

[0116] P-type materials can be metal oxides, such as molybdenum oxide, vanadium oxide, and tungsten oxide; they can also be organic compounds, such as 4,4',4”-((1E,1'E,1”E)-cyclopropane-1,2,3-trimethylenetris(cyanoformyl))tris(2,3,5,6-tetrafluorobenzyl) (PD1, CAS No.: 1224447-88-4), tetracyanoquinone dimethyl (TCNQ), 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinone dimethyl (F4-TCNQ), 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene (HAT-CN), and are not limited to these. The hole transport material paired with the P-type material can be selected from the material of the second hole transport layer, and can be the same as or different from the material of the second hole transport layer.

[0117] Second hole transport layer:

[0118] The thickness of the second hole transport layer is typically 40 nm to 150 nm, and it often uses aryl amine compounds, such as monoaryl amines or polyaryl amines. Hole transport materials are required to have high hole mobility, reduce driving voltage, and have a glass transition temperature exceeding 100°C to avoid crystallization at high temperatures.

[0119] First hole transport layer:

[0120] The thickness of the first hole transport layer is typically 3nm to 220nm. When there is no second hole transport layer, the thickness of the first hole transport layer is typically 40nm to 150nm; when there is a second hole transport layer, the thickness of the first hole transport layer is typically 3nm to 120nm. Generally, red, green, blue, and yellow light require thickness adjustments based on the "microcavity effect," and the thickness selection varies. Taking a top-emitting device as an example, the formula for the microcavity is as follows:

[0121]

[0122] Where n i ,d i The refractive index coefficient and thickness of the i-th layer are respectively identified, m is an integer and is the modulus of the microcavity, which is more commonly 1 or 2; θ1 and θ2 represent the phase shifts generated by light at the anode and cathode interfaces, respectively.

[0123] Red, green, blue, and other colored light have different wavelengths, so each color has its optimal thickness. Taking a modulus of 2 as an example, for red light, without a second hole transport layer, the thickness of the first hole transport layer is generally 160nm–220nm; with a second hole transport layer, the thickness of the first hole transport layer is generally 8nm–120nm. For green light, without a second hole transport layer, the thickness of the first hole transport layer is generally 100nm–180nm; with a second hole transport layer, the thickness of the first hole transport layer is generally 30nm–70nm. For blue light, without a second hole transport layer, the thickness of the first hole transport layer is generally 80nm–130nm; with a second hole transport layer, the thickness of the first hole transport layer is generally 3nm–30nm. Different optimal "microcavity adjustment thicknesses" will be selected for other colors.

[0124] Electron blocking layer:

[0125] The electron blocking layer can simultaneously possess both hole transport and electron blocking functions. Furthermore, the higher triplet excitation energy level of the electron blocking layer can confine excitons generated in the emissive layer within it, thereby improving the device's luminous efficiency.

[0126] Emissive layer:

[0127] The material of the light-emitting layer generally includes a host material and a guest dopant material, wherein the content of the host material is greater than that of the guest dopant material. Optionally, the mass percentage of the guest dopant material in the light-emitting layer is 1% to 20%.

[0128] Guest dopants used as luminescent materials can include phosphorescent or fluorescent materials or thermally activated delayed fluorescence materials. Red, green, and blue light can be selected from these three types of guest dopants. For example, the guest dopant material for the luminescent layer corresponding to a red luminescent unit and the luminescent layer corresponding to a green luminescent unit is a phosphorescent material, while the guest dopant material for the luminescent layer corresponding to a blue luminescent unit is a fluorescent material.

[0129] For example, the guest doping material of the light-emitting layer corresponding to the light-emitting unit with a red emission color and the light-emitting layer corresponding to the light-emitting unit with a green emission color is a phosphorescent material, and the guest doping material of the light-emitting layer corresponding to the light-emitting unit with a blue emission color is a phosphorescent material.

[0130] For example, the guest doping material of the light-emitting layer corresponding to the light-emitting unit with a red emission color and the light-emitting layer corresponding to the light-emitting unit with a green emission color is a thermally activated delayed fluorescence material, and the guest doping material of the light-emitting layer corresponding to the light-emitting unit with a blue emission color is a fluorescent material.

[0131] For example, the guest doping material of the light-emitting layer corresponding to the light-emitting unit with a red emission color and the light-emitting layer corresponding to the light-emitting unit with a green emission color is a thermally activated delayed fluorescence material, and the guest doping material of the light-emitting layer corresponding to the light-emitting unit with a blue emission color is a phosphorescent material.

[0132] To reduce the power consumption of organic light-emitting display panels in organic electroluminescent devices, guest doping materials with superior luminescent properties can be selected. Taking a top-emitting device as an example, optionally, the light-emitting unit with a red emission color has a luminous intensity of 1000 cd / m². 2 A green light-emitting unit with a current efficiency greater than 30 cd / A and a luminous intensity of 6000 cd / m² is used. 2 A light-emitting unit with a current efficiency greater than 100 cd / A and a fluorescent blue emission color has a luminous intensity of 1000 cd / m². 2 With a current efficiency greater than 5 cd / A as the standard, and by selecting suitable guest doping materials, a phosphorescent blue emitting unit is achieved with a luminous intensity of 1000 cd / m². 2 The standard is a current efficiency greater than 10 cd / A. Higher current efficiency can reduce power consumption.

[0133] As the main light-emitting material, one or two main light-emitting materials can be selected.

[0134] Cavity blocking layer:

[0135] To enhance the balance between hole and electron concentrations, a hole blocking layer is inserted to balance carrier concentration and prevent exciton quenching. Typically, the hole blocking layer is located between the emitting layer and the electron transport layer, and the hole blocking layer material must meet conditions such as high stability, good film-forming properties, and a sufficiently high highest molecular occupied orbital.

[0136] First electron transport layer:

[0137] The thickness of the first electron transport layer can typically be 3nm–40nm, 3nm–10nm, 10nm–20nm, 20nm–30nm, 30nm–40nm, or 20nm–40nm. When there is no second electron transport layer, the thickness of the first electron transport layer is typically 20nm–50nm; when there is a second electron transport layer, the thickness of the first electron transport layer is typically 40nm–20nm. The first electron transport layer is in direct contact with the emitting layer, and therefore, similar to the first hole transport layer, it also undergoes electronic changes during electron transport, leading to increased molecular vibration and deformation. Furthermore, the interaction between the excitons of the emitting layer and the polarons of the electron transport material can easily generate reactive free radicals, which can damage the electron transport material. The electron transport material can be a single compound or a mixture of other metals or metal compounds. It can include mixtures of organic electron transport materials and metal compounds, or mixtures of organic electron transport materials and metals.

[0138] When organic electron transport materials are mixed with metal compound materials, such as alkali metal compounds, alkaline earth metal compounds, and rare earth metal compounds, more specifically, they can be mixed with lithium metal compounds, calcium metal compounds, Mg metal compounds, samarium metal compounds, ytterbium metal compounds, etc., and even more specifically, they can be mixed with lithium 8-hydroxyquinoline, lithium fluoride, magnesium fluoride, ytterbium fluoride, calcium fluoride, etc. When used in combination with metal compounds, the mass percentage of the organic electron transport material can be 20%–80%, 20%–40%, 40%–60%, or 60%–80%, etc.

[0139] When organic electron transport materials are used in combination with metals, such as alkali metals, alkaline earth metals, and rare earth metals, or more specifically, with lithium metal, magnesium metal, calcium metal, ytterbium metal, and samarium metal, the mass ratio of the organic electron transport material can be 80%–99%, 80%–89%, 89%–99%, 80%–85%, 85%–90%, 90%–95%, or 95%–99%, etc.

[0140] Second electron transport layer:

[0141] The thickness of the second electron transport layer is generally 10 nm to 40 nm. The material of the second electron transport layer may include a mixture of organic electron transport materials and metal compounds, or a mixture of organic electron transport materials and metals.

[0142] When organic electron transport materials are mixed with metal compound materials, such as alkali metal compounds, alkaline earth metal compounds, and rare earth metal compounds, more specifically, they can be mixed with lithium metal compounds, calcium metal compounds, Mg metal compounds, samarium metal compounds, ytterbium metal compounds, etc., and even more specifically, they can be mixed with lithium 8-hydroxyquinoline, lithium fluoride, magnesium fluoride, ytterbium fluoride, calcium fluoride, etc. When used in combination with metal compounds, the mass percentage of the organic electron transport material can be 20%–80%, 20%–40%, 40%–60%, or 60%–80%, etc.

[0143] When organic electron transport materials are used in combination with metals, such as alkali metals, alkaline earth metals, and rare earth metals, or more specifically, with lithium metal, magnesium metal, calcium metal, ytterbium metal, and samarium metal, the mass ratio of the organic electron transport material can be 80%–99%, 80%–89%, 89%–99%, 80%–85%, 85%–90%, 90%–95%, or 95%–99%, etc.

[0144] Charge generation layer:

[0145] When a single-layer light-emitting device is used, holes and electrons are injected from the anode and cathode respectively, eliminating the need for a charge generation layer. When using double or multiple light-emitting layers, a charge generation layer is required between the light-emitting layers to achieve charge generation, injection, and transport. This charge generation layer is located between the two light-emitting layers and is typically composed of two P / N type materials. The P-type material is selected from the hole injection materials mentioned earlier, while the N-type material is a mixture of organic electron transport materials and metals. The organic electron transport layer material is selected from the second electron transport layer mentioned earlier, and the metal is selected from alkali metals, alkaline earth metals, and rare earth metals. More specifically, examples include lithium, magnesium, calcium, ytterbium, and samarium. When organic electron transport materials are mixed with metals, the mass percentage of the organic electron transport material can be 80%–99%, 80%–89%, 89%–99%, 80%–85%, 85%–90%, 90%–95%, or 95%–99%, etc.

[0146] cathode:

[0147] The cathode requires materials with good electrical conductivity and a smooth surface. To improve electron injection capability, materials with a low work function are typically chosen. Cathode materials can be single-layer, double-layer, or multi-layer cathodes, generally made of metals or metal alloys. For single-layer cathodes, silver, copper, aluminum, gold, or alloys of these metals with other metals, such as rare earth metals, alkali metals, and alkaline earth metals, can be used. Examples include magnesium-indium alloys, magnesium-aluminum alloys, aluminum-potassium alloys, aluminum-scandium-potassium alloys, magnesium-silver alloys, silver-ytterbium alloys, and silver-samarium alloys. If a double-layer metal cathode is used, the cathode layer closer to the light-emitting layer can be made of alkali metals, alkaline earth metals, or rare earth metals, such as lithium, calcium, magnesium, and ytterbium, to increase electron injection capability. The cathode layer farther from the light-emitting side is mainly used to improve conductivity, and generally uses silver, copper, aluminum, gold, or alloys of these metals with other metals, such as alloys with rare earth metals, alkali metals, or alkaline earth metals. Examples include magnesium-indium alloys, magnesium-aluminum alloys, aluminum-potassium alloys, aluminum-scandium-potassium alloys, magnesium-silver alloys, silver-ytterbium alloys, and silver-samarium alloys. The cathode can also be formed into a thin film using methods such as vapor deposition or sputtering.

[0148] When light comes out from the anode side, the cathode must be opaque, and a cathode with a thickness greater than 100 nm can be deposited. When light comes out from the cathode side, the cathode must be transparent, with a transmittance greater than 40% and a thickness of 10 nm to 20 nm.

[0149] Overlay:

[0150] The refractive index n and absorption coefficient of a single-layer capping layer must meet the following conditions:

[0151] The refractive index n(450~650nm) is >1.8 between wavelengths of 450~650nm, and the extinction coefficient between wavelengths of 450~650nm is less than 0.1; the extinction coefficient at 380nm is greater than 0.2; the difference between the refractive index at 450nm and the refractive index at 530nm is n(450nm)-n(530nm)<0.5, more preferably n(450nm)-n(530nm)<0.3; the difference between the refractive index at 510nm and the refractive index at 620nm is n(510nm)-n(620nm)<0.4, more preferably the difference between the refractive index at 510nm and the refractive index at 620nm is n(510nm)-n(620nm)<0.2.

[0152] Materials that can meet the requirements of the covering layer for refractive index n can further achieve high luminous efficiency of the device, while the luminous efficiency and viewing angle of red, green and blue light are more balanced.

[0153] In some specific embodiments, the thickness of the cover layer is 50nm to 90nm, for example, 50nm, 55nm, 57nm, 59nm, 62nm, 64nm, 67nm, 68nm, 70nm, 75nm, 77nm, 79nm, 80nm, 82nm, 85nm, 88nm, 90nm, etc.

[0154] The cover layer is formed after the semi-transparent cathode of the OLED display panel is away from the substrate, and the stack formed by the cover layer and the semi-transparent cathode can achieve a light transmittance of ≥65% for light between 450nm and 650nm, such as 68%, 69%, 73%, 77%, 79%, 83%, 88%, 93%, etc.

[0155] When using two capping layers, the refractive index n and absorption coefficient need to satisfy the following conditions:

[0156] The refractive index n450-650nm<1.8 in the 450-650nm wavelength range of the capping layer (first capping layer) near the cathode side, and the extinction coefficient in the 450-650nm wavelength range is less than 0.1; the maximum coefficient in any wavelength range of 250nm-350nm is greater than 0.3, and the optimal value is greater than 0.6.

[0157] The capping layer (second capping layer) away from the cathode has a refractive index n450-650nm>1.8 between wavelengths of 450-650nm, and an extinction coefficient between wavelengths of 450-650nm below 0.1; the extinction coefficient at 380nm is greater than 0.1, and more preferably greater than 0.2.

[0158] The difference between the refractive index of 450nm and the refractive index of 530nm, n(450nm)-n(530nm)<0.5, is more preferably n(450nm)-n(530nm)<0.3.

[0159] The difference between the refractive index of 510nm and 620nm, n(510nm)-n(620nm)<0.4, is even better than the difference between the refractive index of 450nm and 530nm, n(450nm)-n(530nm)<0.2.

[0160] The total thickness of the double-layer capping layer is 50nm to 90nm, for example: 50nm, 55nm, 57nm, 59nm, 62nm, 64nm, 67nm, 68nm, 70nm, 75nm, 77nm, 79nm, 80nm, 82nm, 85nm, 88nm, 90nm, etc.

[0161] The thickness of the capping layer (first capping layer) near the cathode side is 5nm to 40nm, for example: 5nm, 7nm, 10nm, 12nm, 15nm, 18nm, 20nm, 22nm, 25nm, 27nm, 30nm, 32nm, 34nm, 36nm, 38nm, 40nm, etc.

[0162] The thickness of the capping layer (second capping layer) away from the cathode side is 35nm to 85nm, for example: 35nm, 40nm, 43nm, 45nm, 48nm, 50nm, 55nm, 57nm, 59nm, 62nm, 64nm, 67nm, 68nm, 70nm, 75nm, 77nm, 79nm, 80nm, 82nm, 85nm, etc.

[0163] This application also provides a display device, including the aforementioned organic electroluminescent device.

[0164] Synthesis Example:

[0165] The specific preparation method of the above-mentioned new compounds of the present invention will be described in detail below using multiple synthetic examples. However, the preparation method of the present invention is not limited to these multiple synthetic examples. Those skilled in the art can make any modifications, equivalent substitutions, improvements, etc. on the basis of these examples without departing from the principles of the present invention, and extend the method to the scope of the technical solution claimed in the claims of the present invention.

[0166] Synthesis and Testing Methods

[0167] [Raw Materials and Reagents]

[0168] The initial raw materials and solvents of this invention were purchased from Shanghai Titan Technology Co., Ltd., and some commonly used OLED intermediates were purchased from domestic OLED intermediate manufacturers; various palladium catalysts and ligands were purchased from Shaanxi Ruike New Materials Co., Ltd.

[0169] [Testing Method]

[0170] 1 H NMR data were determined using a 400MHz nuclear magnetic resonance spectrometer (manufactured by Bruker GmbH, Germany); HPLC data were determined using a Waters Corporation UPLC ultra-high performance liquid chromatograph. Mass spectrometry was performed using a Waters Corporation single quadrupole mass spectrometer.

[0171] Synthesis of Compound 1

[0172]

[0173] 1. Synthesis of intermediate compound 1-iii

[0174] Under a nitrogen atmosphere, compound 1-i (11.3 g, 40.0 mmol, 1 eq), compound 1-ii (9.3 g, 40.0 mmol, 1 eq), tetrakis(triphenylphosphine)palladium (924 mg, 0.8 mmol, 2% eq), and degassed toluene (150 mL) were added sequentially to a three-necked flask. The mixture was thoroughly stirred, followed by the addition of potassium phosphate (50.0 mL, 2 M deionized water, 100.0 mmol, 2.5 eq) and degassed ethanol (80 mL). The mixture was stirred and heated to reflux under a nitrogen atmosphere for 5 hours. Thin-layer chromatography analysis showed that there was essentially no reactant remaining. The reaction mixture was cooled to room temperature, and dichloromethane (100 mL) was added. After standing, the mixture separated into layers. The organic phase was collected, and the aqueous phase was extracted with toluene (3 x 50 mL). The combined organic phases were dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation. The crude product was separated by rapid silica gel column chromatography (using a hexane / dichloromethane mixed solvent as the mobile phase) to give intermediate compound 1-iii (12.6 g, yield 81.0%).

[0175] 2. Synthesis of Compound 1

[0176] Under a nitrogen atmosphere, compound 1-iii (4.7 g, 12.0 mmol, 1 eq), di(4-biphenyl)amine (compound 1-iv, 3.9 g, 12.0 mmol, 1 eq), and degassed anhydrous toluene (60 mL) were added sequentially to a dry three-necked flask. After thorough mixing, sodium tert-butoxide (1.8 g, 18.0 mmol, 1.5 eq), bis(dibenzylacetone)palladium (69 mg, 0.12 mmol, 1% eq), and tri-tert-butylphosphine (0.6 mL, 10% n-hexane solution, 0.24 mmol, 2% eq) were added. The mixture was stirred to thoroughly mix the reaction system, and the temperature was raised to reflux under a nitrogen atmosphere. The reaction was carried out for 6 hours. Thin-layer chromatography analysis showed that there was essentially no reactant remaining, and heating was stopped. After the reaction system cooled to room temperature, a mixture of 5 mL concentrated hydrochloric acid (37% aqueous solution) and 100 mL deionized water was added. The mixture was allowed to stand and separate into layers using a separatory funnel. The organic phase was retained, and the aqueous phase was extracted with toluene (3 × 20 mL). This aqueous phase was combined with the retained organic phase, and the solvent was removed by vacuum distillation. The crude product was then subjected to silica gel column chromatography (using a hexane / toluene mixture as the mobile phase) and recrystallization (using a toluene / ethanol mixture) to obtain target compound 1 (5.5 g, yield 68.0%). The overall yield of the two-step reaction was 55.1%. Mass spectrometry (m / z) = 674.33 [M+H] + .

[0177] Following the preparation method of compound 1, the compounds listed in Table 1 were synthesized. For each compound x, the starting materials or intermediate compounds 1-i and 1-iv involved in the above preparation method are represented by xi and x-iv, respectively. The main starting materials used, the intermediates synthesized, the yields, and the mass spectrometry characterization data are shown in Table 1.

[0178] Table 1

[0179]

[0180]

[0181]

[0182]

[0183]

[0184] The NMR data of the representative compounds involved in the synthesis examples are shown in Table 2.

[0185] Table 2

[0186]

[0187]

[0188] Device Examples:

[0189] All compounds used in the device have been purified by sublimation, and their purity is greater than 99.98%.

[0190] The compounds involved in this invention can be used as electron blocking layer materials for OLED devices with multiple colors such as blue, green, and red light.

[0191] Example 1 of green light device:

[0192] According to such Figure 1The structure shown is used to fabricate a green bottom-emitting organic electroluminescent device. The fabrication process is as follows: A transparent ITO film (150 nm thick) is formed on a glass substrate 101 by magnetron sputtering to obtain a first electrode 102 as the anode. A mixture of compound M1 and compound M2 is deposited on the anode surface as a hole injection layer 103, with a mixing ratio of 3:97 (mass ratio) and a thickness of 10 nm. Subsequently, compound M2 (100 nm thick) and compound 1 of the present invention (40 nm thick) are sequentially deposited on the surface of the hole injection layer to obtain a hole transport layer 104 and an electron blocking layer 105, respectively. Next, on the surface of the second hole transport layer 105, compounds M3-PG, M3-NG, and M4-G are co-deposited in a mass ratio of 45:45:10 to form an organic light-emitting layer 106 (40 nm thick). Subsequently, compound M5 is sequentially deposited on the surface of the organic light-emitting layer to form a hole-blocking layer 107 (10 nm thick), and a mixture of compound M6 and LiQ in a 4:6 mass ratio is deposited to form an electron transport layer 108 (30 nm thick). Finally, magnesium (Mg) and silver (Ag) are mixed and deposited on the surface of the electron transport layer 108 at a 1:9 evaporation rate to form a second electrode 109 with a thickness of 10 nm as a cathode, thus completing the fabrication of the organic light-emitting device.

[0193] During the fabrication of the aforementioned device, the vacuum level was maintained at 2 × 10⁻⁶ throughout the entire process. -7 Torr up to 5×10 -6 Torr; the evaporation rate of organic matter is between; to Between these points, the evaporation rate of aluminum is

[0194] The chemical structures of compounds M1, M2, M3-PG, M3-NG, M4-G, M5, M6 and LiQ are shown in Table 8.

[0195] Table 3

[0196]

[0197] Green light device examples 2-24

[0198] Except for replacing compound 1 with the compounds listed in Table 4 below when forming the electron blocking layer, the organic electroluminescent device was fabricated using the same method as in Example 1 of the green light device.

[0199] Comparative Examples 1-3

[0200] Except that compounds GP1 to GP3 were used instead of compound 1 when forming the electron blocking layer, the organic electroluminescent device was fabricated using the same method as in Example 1 of the green light device.

[0201] The chemical structures of compounds GP1 to GP3 are shown below.

[0202]

[0203] The operating voltage and efficiency of the organic electroluminescent device prepared above were calculated using a computer-controlled Keithley 2400 testing system. The device lifetime under dark conditions was obtained using a Fostar lifetime measurement system equipped with a power supply and photodiodes as detection units; LT95 represents the time required for the device brightness to decay to 95% of its initial brightness. The test results are shown in Table 4.

[0204] Table 4

[0205]

[0206]

[0207]

[0208] As shown in Table 4, the triarylamine compound provided by this invention, as an electron blocking layer material for organic electroluminescent devices, achieves superior device performance compared to the corresponding comparative compounds. Firstly, introducing the arylamine group into the 3-position of the dibenzofuran or dibenzothiophene group, i.e., the position with the largest conjugation length, is beneficial for the molecule to obtain good carrier transport characteristics. Simultaneously, a certain degree of conjugation is beneficial for charge averaging, thereby improving the stability of the molecule in states of gaining or losing electrons. However, the increased degree of molecular conjugation leads to a decrease in the triplet energy level. When used as an electron blocking layer, an excessively low triplet energy level causes high-energy excitons in the light-emitting layer to diffuse into the electron blocking layer material, resulting in reduced device efficiency. Therefore, secondly, introducing the group described in formula (b) into the dibenzofuran or dibenzothiophene group, utilizing the appropriate steric hindrance effect brought by the tetramethyl substitution of the cycloalkyl group, effectively enhances the overall triplet energy level of the molecule. Furthermore, the steric hindrance effect can promote the formation of relatively disordered molecular stacking, which manifests macroscopically as a continuous and uniform amorphous thin film. When the device operates for a long time, the film morphology can remain stable without being affected by the generated Joule heat, thus contributing to the extension of the device's lifespan. Thirdly, since dibenzofuran-3-yl or dibenzothiophene-3-yl has weak electron-withdrawing properties, introducing the electron-donating group described in formula (b) into the 1-, 2-, or 4-position of the dibenzofuran or dibenzothiophene group, i.e., the position on the same side as the arylamine group, is beneficial to the formation of appropriate electron-donating and electron-withdrawing interactions within the molecule. This not only makes it easier for the molecule to lose an electron to form a positively charged state, but also makes it easier for the positively charged state to gain an electron and recover to a neutral molecule. That is, the molecule is less likely to "store charge" while maintaining a relatively fast hole mobility, which is very beneficial for the device to obtain both a lower operating voltage and a smaller capacitance.

[0209] For example, compared to Compound 1 of Example, Comparative Compound GP1 differs only in the bonding position of the cycloalkylphenyl groups. Correspondingly, the voltage of the device in Example GP1 decreased by 12.8%, the efficiency increased by 6%, the lifetime increased significantly by 92.6%, and the peak capacitance increased by 3.4%. This may be because the bonding mode of the cycloalkylphenyl groups in Comparative Compound GP1 introduces greater steric hindrance, which not only hinders hole transport but also affects the stability of the CN bond. Compared to Compound 2 of Example, Comparative Compound GP2 differs only in the substitution position of the group described in Formula (b) on the dibenzofuran group. Correspondingly, the voltage of the device in Example GP2 increased by 2.2%, the efficiency increased by 4.0%, the lifetime increased by 17.9%, and the peak capacitance decreased by 10.1%. The reason for this may be that in comparative compound GP2, the cycloalkylphenyl group and the bis(4-biphenyl)amino group are located on both sides of the dibenzofuran group, resulting in less intramolecular electron-donating and electron-withdrawing interaction compared to the corresponding example compound. This leads to a slight decrease in the charge carrier transport capability of the comparative compound, while its charge storage capability is improved. Compared to example compound 2, comparative compound GP3 differs only in that the dibenzofuran group in the main molecular structure is replaced with a 9,9-dimethylfluorenyl group. Correspondingly, the voltage of the example device increased by 4.2%, the efficiency increased by 3.6%, the lifetime increased by 24.3%, and the peak capacitance decreased by 13.1%. The possible reason is that the 9,9-dimethylfluorene group containing two methyl groups has a stronger electron-donating property, thus the comparative device has a lower operating voltage. However, for the same reason, the molecule's ability to resist high-energy excitons is reduced, thereby reducing the lifetime of the comparative device. At the same time, the electron-donating cycloalkylphenyl group is bonded to the 9,9-dimethylfluorene group, making it easier for the molecule to form a stable transition state at this point when it loses electrons to form a positive ion. That is, the molecule is more likely to "store charge", thus significantly increasing the peak capacitance of the comparative device.

[0210] In summary, compared with the prior art, the compound provided by the present invention can achieve a significant improvement in other aspects of performance with a small degree of sacrifice in one or more aspects of performance, that is, to achieve better overall device performance.

[0211] The above demonstrates that the compounds of this invention have advantages over existing technologies.

[0212] In summary, this invention effectively overcomes the various shortcomings of the prior art and has high industrial application value.

[0213] The above description is merely a preferred embodiment of the present invention and is not intended to limit the present invention in any form or substance. It should be noted that those skilled in the art can make various improvements and additions without departing from the method of the present invention, and these improvements and additions should also be considered within the scope of protection of the present invention. Any modifications, alterations, and equivalent changes made by those skilled in the art based on the above-disclosed technical content without departing from the spirit and scope of the present invention are equivalent embodiments of the present invention. Furthermore, any modifications, alterations, and evolutions made to the above embodiments based on the essential technology of the present invention still fall within the scope of the technical solution of the present invention.

Claims

1. A triarylamine compound having a structure as shown in formula (a): in, Z is selected from O or S; Ar1 and Ar2 may be the same or different from each other, and are each independently selected from aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, or heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms; L1 and L2 may be the same or different from each other, and are each independently selected from arylene groups with 6 to 30 carbon atoms (single bond, substituted or unsubstituted) and heteroarylene groups with 2 to 30 carbon atoms (substituted or unsubstituted). A1, A2, and A3, one of which is selected from the group described in formula (b), and the other two are selected from hydrogen or deuterium: In equation (b), * represents the bonding site; Any hydrogen in formula (a) or formula (b) shown may optionally be replaced by deuterium.

2. The triarylamine compound according to claim 1, characterized in that, The triarylamine compounds are selected from any one of the following structures: In this context, Ar1, Ar2, L1, and L2 represent the same meanings as in claim 1.

3. The triarylamine compound according to claim 1, characterized in that, The triarylamine compounds are selected from any one of the following structures: In this context, Ar1, Ar2, L1, and L2 represent the same meanings as in claim 1.

4. The triarylamine compound according to claim 1, characterized in that, The triarylamine compounds are selected from any one of the following structures: In this context, Ar1, Ar2, L1, and L2 represent the same meanings as in claim 1.

5. The triarylamine compound according to claim 1, characterized in that, L1 and L2 are each independently selected from arylene groups having 6 to 20 substituted or unsubstituted carbon atoms, or heteroarylene groups having 3 to 20 substituted or unsubstituted carbon atoms; optionally, L1 and L2 are each independently selected from arylene groups having 6 to 18 substituted or unsubstituted carbon atoms, or heteroarylene groups having 3 to 18 substituted or unsubstituted carbon atoms; further optionally, L1 and L2 are each independently selected from arylene groups having 6 to 16 substituted or unsubstituted carbon atoms, or heteroarylene groups having 3 to 16 substituted or unsubstituted carbon atoms.

6. The triarylamine compound according to claim 1, characterized in that, L1 and L2 are each independently selected from the following groups, whether single-bonded, substituted, or unsubstituted: phenylene, diphenylene, naphthylene, phenanthrene, fluorene, dibenzothiophene, and dibenzofuranyl.

7. The triarylamine compound according to claim 1, characterized in that, Ar1 and Ar2 are each independently selected from aryl groups having 6 to 20 substituted or unsubstituted carbon atoms, and heteroaryl groups having 3 to 20 substituted or unsubstituted carbon atoms; optionally, Ar1 and Ar2 are each independently selected from aryl groups having 6 to 18 substituted or unsubstituted carbon atoms, and heteroaryl groups having 3 to 18 substituted or unsubstituted carbon atoms; further optionally, Ar1 and Ar2 are each independently selected from aryl groups having 6 to 16 substituted or unsubstituted carbon atoms, and heteroaryl groups having 3 to 16 substituted or unsubstituted carbon atoms.

8. A triarylamine compound according to claim 1, characterized in that, Ar1 and Ar2 are each independently selected from the following groups, whether substituted or unsubstituted: phenyl, naphthyl, diphenyl, terphenyl, naphthyl, phenanthrene, triphenylene, fluorenyl, spirofluorenyl, spirofluorenoxanthyl, carbazole, dibenzothiophene, dibenzofuranyl, benzofluorenyl, benzospirofluorenyl, benzocarbazole, benzonaphthothiophene, benzonaphthofuranyl.

9. The triarylamine compound according to any one of claims 1, 5 to 8, characterized in that, The substituents in "substituted or unsubstituted" are selected from deuterium, halogen groups, cyano, nitro, trifluoromethyl, alkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, cycloalkyl groups with 1 to 10 substituted or unsubstituted carbon atoms, alkenyl groups with 1 to 10 substituted or unsubstituted carbon atoms, aryl groups with 6 to 30 substituted or unsubstituted carbon atoms, and heteroaryl groups with 2 to 30 substituted or unsubstituted carbon atoms.

10. The triarylamine compound according to claim 9, characterized in that, The substituent in "substituted or unsubstituted" is selected from deuterium, alkyl or deuterated alkyl with 1 to 4 carbon atoms, cycloalkyl with 4 to 6 carbon atoms, phenyl, naphthyl, phenanthryl, dimethylfluorenyl, diphenylfluorenyl, carbazolyl, dibenzothiophene, dibenzofuranyl, or the group described in formula (b).

11. The triarylamine compound according to any one of claims 1 to 10, wherein any hydrogen atom may be substituted with deuterium.

12. The triarylamine compound according to claim 1 or 2, characterized in that, The triarylamine compound is selected from any one of the following compounds:

13. The triarylamine compound according to claim 1 or 3, characterized in that, The triarylamine compound is selected from any one of the following compounds:

14. The triarylamine compound according to claim 1 or 4, characterized in that, The triarylamine compound is selected from any one of the following compounds:

15. A functional layer comprising a triarylamine compound according to any one of claims 1 to 14.

16. The use of the triarylamine compound as described in any one of claims 1 to 14 and / or the functional layer as described in claim 15 in an organic electroluminescent device.

17. An organic electroluminescent device comprising a first electrode, a second electrode, and a functional layer as described in claim 15, wherein, The functional layer is at least one of the following: hole injection layer, hole transport layer, electron blocking layer, light emission layer, electron injection layer, or electron transport layer.

18. A display or lighting device comprising the organic electroluminescent device as claimed in claim 17.