Bistriarylamine compound, organic electroluminescent device comprising same, and display or illumination device

By using bistriarylamine compounds in portable displays, especially substituent structures containing benzocycloalkyl groups, the contradiction between high efficiency and long life is resolved, and the device stability and life are improved under high temperature conditions.

CN120817864APending Publication Date: 2025-10-21SHANGHAI QUADRISTAR ELECTRONIC TECH CO LTD
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Patent Information

Application Number
CN202410431199.7
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-04-11
Publication Date
2025-10-21

AI Technical Summary

Technical Problem

It is difficult to achieve both high efficiency and long life in portable display screens with existing technologies, especially the device life problem under high temperature conditions has not been effectively solved.

Method used

The use of bistriarylamine compounds, which contain benzocycloalkyl substituents in the structure, improves the ability to extract electrons from the molecule, enhances the hole transport capability, and forms a stable amorphous film through a non-planar structure, thereby improving the high-temperature tolerance of the device.

Benefits of technology

The luminous efficiency and service life of the device are improved, the operating voltage is reduced, and the service life of the device is significantly increased under high temperature conditions.

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Abstract

The invention relates to a bis-triarylamine compound, and an organic electroluminescent device and a display or illumination device comprising the same. The bis-triarylated amine compound has a structure as shown in a formula (a). According to the bis-triarylated amine compound disclosed by the invention, a fluorene group body contains a substituent structure of benzocycloalkyl. The compound can effectively improve the luminous efficiency and prolong the service life of a device, and meanwhile, the working voltage is also reduced.
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Description

Technical Field

[0001] The present invention relates to the technical field of organic compounds, in particular to a bistriarylamine compound, and an organic electroluminescent device, display or lighting device containing the same. Background Art

[0002] The current portable display market is showing a trend of increasing size to meet demand for larger display areas, resulting in higher power consumption than existing portable displays. In this context, power consumption is a critical performance factor for portable displays equipped with only a limited power supply source, batteries, and addressing their efficiency and lifespan is crucial.

[0003] In addition, in many usage scenarios (such as work meetings, leisure and entertainment), the screen is prone to heating up due to long-term power supply, and the power consumption increases sharply at high temperatures, so requirements are also put forward for the lifespan at high temperatures.

[0004] Efficiency, lifespan, and driving voltage are interrelated. As efficiency increases, driving voltage decreases. This reduces Joule heating, which occurs when driving at a lower driving voltage, and ultimately increases lifespan. However, simply improving the organic layer alone will not maximize efficiency.

[0005] This is because long life and high efficiency can only be achieved when the energy levels and T1 values ​​between the organic layers and the inherent properties of the materials (mobility, surface properties, etc.) are optimally combined. The problem becomes even more complex when the temperature ranges from room temperature to high temperature.

[0006] The prior art provides bistriarylamine compounds and organic electroluminescent devices and electronic devices containing the same, which have improved efficiency and lifespan, but need further improvement, especially the lifespan at high temperatures.

[0007] In summary, if the energy levels and T1 values ​​between the organic layers, and the inherent properties of the materials (mobility, surface properties, etc.) are not coordinated, long life and high efficiency cannot be achieved simultaneously. However, even if the above conditions are met, further research is still needed on technical means to increase high-temperature life in order to adapt to various new scenarios. At the same time, it is also required that such technical means to improve high-temperature life will not affect the coordination of the aforementioned energy levels, T1 and inherent properties. Summary of the Invention

[0008] In view of the shortcomings of the prior art described above, the object of the present invention is to provide a bistriarylamine compound, and an organic electroluminescent device, display or lighting device containing the same, which is further adapted to various scenarios in the portable display market on the basis of long life and high efficiency.

[0009] In one aspect, the present invention provides a bistriarylamine compound having a structure as shown in formula (a):

[0010]

[0011] in,

[0012] R1 and R2 are each independently selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms; optionally, R1 and R2 are bonded to each other through a single bond or an oxygen atom to form a ring;

[0013] Ar1, Ar2, and Ar3 are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms; preferably, Ar2 and Ar3 are not both unsubstituted phenyl groups;

[0014] R a ,R b ,R c ,R d Each is independently selected from deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 20 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, or a group described in formula (b); optionally, adjacent groups may be bonded to each other by single bonds to form a ring;

[0015] Specifically, the adjacent groups formed by single bond formation also include fused rings. For example, when R c If the two adjacent groups are all selected from vinyl groups, they are single-bonded to form naphthalene;

[0016] m is selected from 0, 1, 2, 3, 4;

[0017] n is selected from 0, 1, 2, 3;

[0018] p is selected from 0, 1, 2, 3, 4;

[0019] q is selected from 0, 1, 2, 3, 4;

[0020] r is selected from 0,1;

[0021] s is selected from 1, 2, 3;

[0022] Formula (a) satisfies the following conditions: m+n≥1, R a ,R b At least one of the groups selected from formula (b);

[0023]

[0024] In formula (b), R3 and R4 are each independently selected from hydrogen, deuterium, methyl or deuterated methyl; t is selected from 1 or 2; * represents a bonding site;

[0025] R1,R2,Ar1,Ar2,Ar3,R a ,R b ,R c ,R d In the “substituted or unsubstituted”, the “substituted” is selected from the group consisting of the following substituents: deuterium, halogen, cyano, alkyl having 1 to 20 carbon atoms, cycloalkyl having 3 to 20 carbon atoms, alkoxy having 1 to 20 carbon atoms, alkenyl having 1 to 20 carbon atoms, aryl having 6 to 20 carbon atoms, and heteroaryl having 3 to 20 carbon atoms;

[0026] More specifically, the heteroaryl group having 3 to 20 carbon atoms is a heteroaryl group having 3 to 20 carbon atoms and containing at least one heteroatom selected from the group consisting of O, N, S, Si and P.

[0027] The second aspect of the present invention provides a functional layer comprising the bistriarylamine compound described in the first aspect of the present invention.

[0028] The third aspect of the present invention provides the use of the bistriarylamine compound as described in the first aspect of the present invention and / or the functional layer as described in the second aspect of the present invention in an organic electroluminescent device.

[0029] The fourth aspect of the present invention provides an organic electroluminescent device, which includes a first electrode, a second electrode and a functional layer as described in the second aspect of the present invention, 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.

[0030] A fifth aspect of the present invention provides a display or lighting device, which includes the organic electroluminescent device according to the fourth aspect of the present invention.

[0031] Compared with the prior art, the present invention has the following beneficial effects:

[0032] A bistriarylamine compound described in the present invention includes a benzocycloalkyl substituent structure in the fluorene group body. The compound of the present invention can effectively improve the luminous efficiency and service life of the device, and the operating voltage is also reduced. On the one hand, the electron-donating cycloalkyl group is introduced into the triarylamine compound, which is conducive to the removal of electrons from the molecule, thereby improving the hole transport ability (i.e., hole mobility) of the molecule, which is conducive to reducing the operating voltage of the device and improving the luminous efficiency; on the other hand, the cycloalkyl group is a non-planar structure with a large steric hindrance, which can further enhance the amorphous characteristics of the molecule during film formation, and is conducive to forming a stable, continuous and uniform amorphous film, especially in that the ability to withstand high temperatures is greatly improved, thereby helping to improve the service life of the device, especially the service life under high temperature conditions. BRIEF DESCRIPTION OF THE DRAWINGS

[0033] Figure 1 Schematic diagram of the structure of the organic electroluminescent device in the embodiment.

[0034] In the picture:

[0035] 101 Base

[0036] 102 first electrode

[0037] 103 hole injection layer

[0038] 104 hole transport layer

[0039] 105 electron blocking layer

[0040] 106 Luminescent Layer

[0041] 107 hole blocking layer

[0042] 108 Electron Transport Layer

[0043] 109 second electrode DETAILED DESCRIPTION

[0044] Hereinafter, embodiments of the bistriarylamine compound provided by the present invention, and an organic electroluminescent device, display or lighting device comprising the same will be described in detail.

[0045] After extensive exploration and research, the present invention has proposed a new technical solution that further adapts to various scenarios in the portable display market based on long life and high efficiency.

[0046] Specifically, a bistriarylamine compound described in the present invention includes a benzocycloalkyl substituent structure in the fluorene group body. The compound of the present invention can effectively improve the luminous efficiency and service life of the device, and the operating voltage is also reduced. On the one hand, the electron-donating cycloalkyl group is introduced into the triarylamine compound, which is conducive to the removal of electrons from the molecule, so that the hole transport ability (i.e., hole mobility) of the molecule is improved, which is conducive to the reduction of the device operating voltage and the improvement of the luminous efficiency; on the other hand, the cycloalkyl group is a non-planar structure with a large steric hindrance, which can further enhance the amorphous characteristics of the molecule during film formation, and is conducive to forming a stable, continuous and uniform amorphous film, especially in the ability to withstand high temperatures is greatly improved, thereby helping to improve the service life of the device, especially the service life under high temperature conditions.

[0047] In other words, this solution resolves the contradictions among efficiency, lifespan (including room temperature and high temperature) and driving voltage, and all three have achieved significant improvements.

[0048] Hereinafter, the present application will be described in detail. However, the following description is intended to explain the present invention and is not intended to limit the scope of the present invention in any way.

[0049] In the present application, the term "alkyl group having 1 to 20 carbon atoms" means a straight or branched alkyl group having 1 to 20 carbon atoms constituting the chain, wherein the number of carbon atoms is preferably 1 to 18, 1 to 15, 1 to 12, 1 to 10, 1 to 8, further preferably 1 to 6, and more preferably 1 to 4. The above-mentioned 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 and the like.

[0050] In the present application, the term "cycloalkyl group having 3 to 20 carbon atoms" means a mono- or polycyclic hydrocarbon group having 3 to 20 ring backbone carbon atoms, wherein the number of carbon atoms is preferably 3 to 18, 3 to 15, 3 to 12, 3 to 10, 3 to 8, preferably 3 to 12, and more preferably 3 to 10. The above-mentioned cycloalkyl group may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl and the like.

[0051] In this application, the term "alkoxy" refers to -O(alkyl). Optionally, the alkyl portion of the alkoxy group may contain 1-20 carbon atoms, 1 to 18 carbon atoms, 1 to 15 carbon atoms, 1 to 12 carbon atoms, 1 to 10 carbon atoms, 1-8 carbon atoms, 1-7 carbon atoms, 1-6 carbon atoms, 1-5 carbon atoms, or 1-4 carbon atoms. Alkoxy groups, for example, may include, but are not limited to, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, etc.

[0052] In the present application, the term "alkenyl" includes straight or branched alkenyl groups, the number of carbon atoms of which can be, for example, 2 to 20, 2 to 18, 2 to 15, 2 to 12, 2 to 10, 2 to 8, etc. As an example, alkenyl includes, but is not limited to, vinyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 2-methylbut-2-enyl, etc. In the present disclosure, the "alkenyl" is an optionally substituted alkenyl group. Substituted alkenyl refers to an alkenyl group substituted one or more times (e.g., 1-4, 1-3 times, or 1-2 times) with a substituent, such as deuterium, halogen, cyano, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms.

[0053] In the present application, the term "substituted or unsubstituted (aryl) group having 6 to 40 carbon atoms" means a monocyclic or condensed ring group derived from an aromatic hydrocarbon having 6 to 40 ring backbone carbon atoms, wherein the number of ring backbone carbon atoms is preferably 6 to 40, 6 to 30, 6 to 20, 6 to 18, 6 to 15, more preferably 6 to 12, and may be partially saturated and may contain a spiro structure. Examples of aryl groups specifically include phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzofluorenyl, diphenylbenzofluorenyl, dibenzofluorenyl, phenanthryl, triphenylenyl, phenylphenanthryl, anthracenyl, benzanthryl, indenyl, triphenylene, pyrenyl, naphthacene, peryl, methyl, benzo, naphthacene, fluoranthenyl, benzofluoranthenyl, tolyl, xylyl, mesityl, cumenyl, spiro[fluoren-fluoren]yl, spiro[fluoren-benzofluoren]yl, azulenyl, tetramethyl-dihydrophenanthryl, and the like. More specifically, the aryl group can be o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, o-cumyl, m-cumyl, p-cumyl, p-tert-butylphenyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-tert-butyl-p-terphenyl-4-yl, o-biphenyl, m-biphenyl, p-biphenyl, o-terphenyl, m-terphenyl-4-yl, m-terphenyl-3- yl, m-terphenyl-2-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-quaterphenyl, 1-naphthyl, 2-naphthyl, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, 9,9-dimethyl-1-fluorenyl, 9,9-dimethyl-2-fluorenyl, 9,9-dimethyl-3-fluorenyl, 9,9-dimethyl-4-fluorenyl, 9,9-diphenyl-1-fluorenyl, 9,9-diphenyl-2-fluorenyl, 9,9-diphenyl -3-fluorenyl, 9,9-diphenyl-4-fluorenyl, 1-anthryl, 2-anthryl, 9-anthryl, 1-phenanthrenyl, 2-phenanthrenyl, 3-phenanthrenyl, 4-phenanthrenyl, 9-phenanthrenyl, 1-methyl, 2-methyl, 3-methyl, 4-methyl, 5-methyl, 6-methyl, benzo[c]phenanthrenyl, benzo[g]yl, 1-triphenylene, 2-triphenylene, 3-triphenylene, 4-triphenylene, 3-fluoranthenyl, 4-fluoranthenyl, 8-fluoranthenyl, 9-fluoranthenyl, benzofluoranthenyl, 11,11-dimethyl-1-phenyl fluorenyl, 11,11-dimethyl-2-benzo[a]fluorenyl, 11,11-dimethyl-3-benzo[a]fluorenyl, 11,11-dimethyl-4-benzo[a]fluorenyl, 11,11-dimethyl-5-benzo[a]fluorenyl, 11,11-dimethyl-6-benzo[a]fluorenyl, 11,11-dimethyl-7-benzo[a]fluorenyl, 11,11-dimethyl-8-benzo[a]fluorenyl, 11,11-dimethyl-9-benzo[a]fluorenyl, 11,11-dimethyl-12-benzo[a]fluorenyl, 11,11-dimethyl-2-benzo[a]fluorenyl, 11,11-dimethyl-3-benzo[a]fluorenyl, 11,11-dimethyl-4-benzo[a]fluorenyl, 11,11-dimethyl-5-benzo[a]fluorenyl, 11,11-dimethyl-6-benzo[a]fluorenyl, 11,11-dimethyl-7-benzo[a]fluorenyl, 11,11-dimethyl-8-benzo[a]fluorenyl, 11,11-dimethyl-9-benzo[a]fluorenyl, 11,11-dimethyl-11-dimethyl-10-benzo[a]fluorenyl, 11,11-dimethyl-1-benzo[b]fluorenyl, 11,11-dimethyl-2-benzo[b]fluorenyl, 11,11-dimethyl-3-benzo[b]fluorenyl, 11,11-dimethyl-4-benzo[b]fluorenyl, 11,11-dimethyl-5-benzo[b]fluorenyl, 11,11 -dimethyl-6-benzo[b]fluorenyl, 11,11-dimethyl-7-benzo[b]fluorenyl, 11,11-dimethyl-8-benzo[b]fluorenyl, 11,11-dimethyl-9-benzo[b]fluorenyl, 11,11-dimethyl-10-benzo[b]fluorenyl, 11,11-dimethyl-1-benzo[c]fluorenyl, 11,11-dimethyl- methyl-2-benzo[c]fluorenyl, 11,11-dimethyl-3-benzo[c]fluorenyl, 11,11-dimethyl-4-benzo[c]fluorenyl, 11,11-dimethyl-5-benzo[c]fluorenyl, 11,11-dimethyl-6-benzo[c]fluorenyl, 11,11-dimethyl-7-benzo[c]fluorenyl, 11,11-dimethyl- 8-Benzo[c]fluorenyl, 11,11-dimethyl-9-benzo[c]fluorenyl, 11,11-dimethyl-10-benzo[c]fluorenyl, 11,11-diphenyl-1-benzo[a]fluorenyl, 11,11-diphenyl-2-benzo[a]fluorenyl, 11,11-diphenyl-3-benzo[a]fluorenyl, 11,11-diphenyl-4- Benzo[a]fluorenyl, 11,11-diphenyl-5-benzo[a]fluorenyl, 11,11-diphenyl-6-benzo[a]fluorenyl, 11,11-diphenyl-7-benzo[a]fluorenyl, 11,11-diphenyl-8-benzo[a]fluorenyl, 11,11-diphenyl-9-benzo[a]fluorenyl, 11,11-diphenyl-10-benzo[a]fluorenyl [a]fluorenyl, 11,11-diphenyl-1-benzo[b]fluorenyl, 11,11-diphenyl-2-benzo[b]fluorenyl, 11,11-diphenyl-3-benzo[b]fluorenyl, 11,11-diphenyl-4-benzo[b]fluorenyl, 11,11-diphenyl-5-benzo[b]fluorenyl, 11,11-diphenyl-6-benzo[b] Fluorenyl, 11,11-diphenyl-7-benzo[b]fluorenyl, 11,11-diphenyl-8-benzo[b]fluorenyl, 11,11-diphenyl-9-benzo[b]fluorenyl, 11,11-diphenyl-10-benzo[b]fluorenyl, 11,11-diphenyl-1-benzo[c]fluorenyl, 11,11-diphenyl-2-benzo[c]fluorenyl , 11,11-diphenyl-3-benzo[c]fluorenyl, 11,11-diphenyl-4-benzo[c]fluorenyl, 11,11-diphenyl-5-benzo[c]fluorenyl, 11,11-diphenyl-6-benzo[c]fluorenyl, 11,11-diphenyl-7-benzo[c]fluorenyl, 11,11-diphenyl-8-benzo[c]fluorenyl, 11,11-diphenyl-11-diphenyl-9-benzo[c]fluorenyl, 11,11-diphenyl-10-benzo[c]fluorenyl, 9,9,10,10-tetramethyl-9,10-dihydro-1-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthryl, 9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthryl, etc.

[0054] In the present application, the term "substituted or unsubstituted (sub)heteroaryl group having 3 to 40 carbon atoms" refers to an aryl group having a ring backbone atom, wherein the ring backbone atom includes 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 backbone carbon atoms is preferably 3 to 30, 3 to 25, 3 to 20, 3 to 15, 3 to 12, etc. The number of heteroatoms in the heteroaryl group is preferably 1 to 4. The above-mentioned heteroaryl group may be a monocyclic ring or a condensed ring condensed with at least one benzene ring; and may be partially saturated. In addition, herein, the above-mentioned heteroaryl group may be a heteroaryl group formed by connecting at least one heteroaryl group or aryl group to a heteroaryl group via one or more single bonds. Examples of heteroaryl groups include monocyclic heteroaryl groups, including furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, etc., and fused ring heteroaryl groups, including benzofuranyl, benzothienyl, isobenzofuranyl, dibenzofuranyl, thiophene, dibenzothiophene, dibenzoselenophene, benzofuranoquinolinyl, benzofuranoquinazolinyl, benzofuranonaphthyridinyl, benzofuranopyrimidinyl, naphthofuranopyrimidinyl, benzothienoquinolinyl, benzothienoquinazolinyl, benzothienonaphthyridinyl, benzothienopyrimidinyl, naphthothienopyrimidinyl, pyrimidoindolyl, benzopyrimidoindolyl, benzofuranopyrazinyl, naphthofuranopyrimidinyl pyrazinyl, benzothienopyrazinyl, naphthienopyrazinyl, pyrazinoindolyl, benzopyrazinoindolyl, benzimidazolyl, benzothiazolyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, imidazopyridinyl, isoindolyl, indolyl, benzindolyl, indazolyl, benzothiadiazolyl, quinolinyl, isoquinolinyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, azacarbazolyl, benzocarbazolyl The heteroaryl group may be 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidyl, 4-pyrimidyl, 5-pyrimidyl, 6-pyrimidyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-triazin-2-yl, 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolizidinyl, 2-indolizidinyl, 3-indolizidinyl, 5-indolizidinyl, 6-indolizidinyl, 7-indolizidinyl, 8-indolizidinyl, 2-imidazopyridinyl, 3-imidazopyridinyl, 5-imidazopyridinyl, 6-imidazopyridinyl yl, 7-imidazopyridinyl, 8-imidazopyridinyl, 1-indolyl, 2-indolyl, 3-indolyl, 4-indolyl, 5-indolyl, 6-indolyl, 7-indolyl, 1-isoindolyl, 2-isoindolyl, 3-isoindolyl, 4-isoindolyl, 5-isoindolyl, 6-isoindolyl, 7-isoindolyl, 2-furyl, 3-furyl, 2- benzofuranyl, 3-benzofuranyl, 4-benzofuranyl, 5-benzofuranyl, 6-benzofuranyl, 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4-isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolyl, 3-quinolyl, 4-quinolyl, 5-quinolyl, 6-quinolyl, 7-quinolyl, 8-quinolyl, 1-isoquinolyl, 3-isoquinolyl, 4-isoquinolyl, 5-isoquinolyl, 6-isoquinolyl, 7-isoquinolyl, 8-isoquinolyl, 2-quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, 9-carbazolyl, azacarbazolyl-1 -yl, azacarbazole-2-yl, azacarbazole-3-yl, azacarbazole-4-yl, azacarbazole-5-yl, azacarbazole-6-yl, azacarbazole-7-yl, azacarbazole-8-yl, azacarbazole-9-yl, 1-phenanthridinyl, 2-phenanthridinyl, 3-phenanthridinyl, 4-phenanthridinyl, 6-phenanthridinyl, 7-phenanthridinyl, 8-phenanthridinyl, 9-phenanthridin ...1-phenanthridinyl, 2-phenanthridinyl, 3-phenanthridinyl, 4-phenanthridinyl, 6-phenanthridinyl, 7-phenanthridinyl, 8-phenanthridinyl, 9-phenanthridinyl, 1 0-phenanthridinyl, 1-acridinyl, 2-acridinyl, 3-acridinyl, 4-acridinyl, 9-acridinyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-oxadiazolyl, 5-oxadiazolyl, 3-furazanyl, 2-thienyl, 3-thienyl, 2-methylpyrrol-1-yl, 2-methylpyrrol-3-yl, 2-methylpyrrol-4-yl, 2-methylpyrrol -5-yl, 3-methylpyrrol-1-yl, 3-methylpyrrol-2-yl, 3-methylpyrrol-4-yl, 3-methylpyrrol-5-yl, 2-tert-butylpyrrol-4-yl, 3-(2-phenylpropyl)pyrrol-1-yl, 2-methyl-1-indolyl, 4-methyl-1-indolyl, 2-methyl-3-indolyl, 4-methyl-3-indolyl, 2-tert-butyl-1-indolyl, 4-tert-butyl-1-indolyl, 2-tert-butyl-3-indolyl, 4-tert-butyl-3-indolyl, 1-dibenzofuranyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 1-dibenzothiophenyl, 2-dibenzothiophenyl, 3-dibenzothiophenyl, 4-dibenzothiophenyl, 1-naphtho-[1,2-b]-benzofuranyl, 2-naphtho-[1,2-b]-benzofuranyl, 3-naphtho-[1,2-b]-benzofuranyl, 4-naphtho-[1,2-b]-benzofuranyl, 5-naphtho-[1,2-b]-benzofuranyl, 6-naphtho-[1,2-b]-benzofuranyl, 7-naphtho-[1,2-b]-benzofuranyl , 8-naphtho-[1,2-b]-benzofuranyl, 9-naphtho-[1,2-b]-benzofuranyl, 10-naphtho-[1,2-b]-benzofuranyl, 1-naphtho-[2,3-b]-benzofuranyl, 2-naphtho-[2,3-b]-benzofuranyl, 3-naphtho-[2,3-b]-benzofuranyl, 4-naphtho-[2, 3-b]-benzofuranyl, 5-naphtho-[2,3-b]-benzofuranyl, 6-naphtho-[2,3-b]-benzofuranyl, 7-naphtho-[2,3-b]-benzofuranyl, 8-naphtho-[2,3-b]-benzofuranyl, 9-naphtho-[2,3-b]-benzofuranyl, 10-naphtho-[2,3-b]-benzofuranyl 1-naphtho-[2,1-b]-benzofuranyl, 2-naphtho-[2,1-b]-benzofuranyl, 3-naphtho-[2,1-b]-benzofuranyl, 4-naphtho-[2,1-b]-benzofuranyl, 5-naphtho-[2,1-b]-benzofuranyl, 6-naphtho-[2,1-b]-benzofuranyl, 7-naphtho-[2,1-b]-benzofuranyl, 1-b]-benzofuranyl, 8-naphtho-[2,1-b]-benzofuranyl, 9-naphtho-[2,1-b]-benzofuranyl, 10-naphtho-[2,1-b]-benzofuranyl, 1-naphtho-[1,2-b]-benzothiophene, 2-naphtho-[1,2-b]-benzothiophene, 3-naphtho-[1,2-b]-benzothiophene 1,2-b]-benzothiophene, 4-naphtho-[1,2-b]-benzothiophene, 5-naphtho-[1,2-b]-benzothiophene, 6-naphtho-[1,2-b]-benzothiophene, 7-naphtho-[1,2-b]-benzothiophene, 8-naphtho-[1,2-b]-benzothiophene, 9-naphtho-[1,2-b]-benzothiophene, 10-naphtho-[1,2-b]-benzothiophene ,2-b]-benzothiophene, 1-naphtho-[2,3-b]-benzothiophene, 2-naphtho-[2,3-b]-benzothiophene, 3-naphtho-[2,3-b]-benzothiophene, 4-naphtho-[2,3-b]-benzothiophene, 5-naphtho-[2,3-b]-benzothiophene, 1-naphtho-[2,1-b]-benzothiophene phenyl, 2-naphtho-[2,1-b]-benzothiophene, 3-naphtho-[2,1-b]-benzothiophene, 4-naphtho-[2,1-b]-benzothiophene, 5-naphtho-[2,1-b]-benzothiophene, 6-naphtho-[2,1-b]-benzothiophene, 7-naphtho-[2,1-b]-benzothiophene, 8-naphtho-[2,1-b]-benzothiophene,1-b]-benzothiophenyl, 9-naphtho-[2,1-b]-benzothiophenyl, 10-naphtho-[2,1-b]-benzothiophenyl, 2-benzofuro[3,2-d]pyrimidinyl, 6-benzofuro[3,2-d]pyrimidinyl, 7-benzofuro[3,2-d]pyrimidinyl, 8-benzofuro[3,2-d]pyrimidinyl, 9-benzofuro[3,2-d]pyrimidinyl, 2-benzothio[3,2-d]pyrimidinyl, 6-benzothio[3,2-d]pyrimidinyl, 7-benzothio[3,2-d]pyrimidinyl, 8-benzothio[3,2-d]pyrimidinyl, 9-benzothio[3,2-d]pyrimidinyl, 2-benzofuro[3,2-d]pyrimidinyl , 6-benzofuro[3,2-d]pyrazinyl, 7-benzofuro[3,2-d]pyrazinyl, 8-benzofuro[3,2-d]pyrazinyl, 9-benzofuro[3,2-d]pyrazinyl, 2-benzothio[3,2-d]pyrazinyl, 6-benzothio[3,2-d]pyrazinyl, 7-benzothio[3,2-d]pyrazinyl oxazine, 8-benzothio[3,2-d]pyrazine, 9-benzothio[3,2-d]pyrazine, 1-silafluorenyl, 2-silafluorenyl, 3-silafluorenyl, 4-silafluorenyl, 1-germaniumfluorenyl, 2-germaniumfluorenyl, 3-germaniumfluorenyl, 4-germaniumfluorenyl, 1-dibenzoselenophene, 2-dibenzoselenophene, 3-dibenzoselenophene, 4-dibenzoselenophene, etc.

[0055] In the present application, the term "halogen group" includes F, Cl, Br and I.

[0056] In the present application, the term "bonded ring" means a substituted or unsubstituted (3 to 30-membered) monocyclic or polycyclic aliphatic ring, aromatic ring, or a combination thereof, preferably a substituted or unsubstituted (3 to 26-membered) monocyclic or polycyclic aliphatic ring, aromatic ring, or a combination thereof, formed by connecting or fusing two or more adjacent substituents. In addition, the formed ring may contain at least one heteroatom selected from the group consisting of B, N, O, S, Si and P, preferably at least one heteroatom selected from the group consisting of N, O and S. According to one embodiment of the present application, the number of atoms in the ring skeleton is 5 to 20; according to another embodiment of the present application, the number of atoms in the ring skeleton is 5 to 15. The connected or fused rings may be, for example, a substituted or unsubstituted dibenzothiophene ring, a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted phenanthrene ring, a substituted or unsubstituted fluorene ring, a substituted or unsubstituted benzothiophene ring, a substituted or unsubstituted benzofuran ring, a substituted or unsubstituted indole ring, a substituted or unsubstituted indene ring, a substituted or unsubstituted benzene ring, or a substituted or unsubstituted carbazole ring, etc.

[0057] In addition, the term "substituted" in the expression "substituted or unsubstituted" means that the hydrogen atom in a certain functional group is replaced by another atom or functional group (i.e., a substituent). Preferably, in the present application, the substituents substituted include but are not limited to being each independently selected from deuterium, halogen, cyano, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, and a heteroaryl group having 3 to 20 carbon atoms. For example, a "substituted" substituent can be deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, 9,9-dimethylfluorenyl group, 9,9-diphenylfluorenyl group, a spirofluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, etc.

[0058] Hereinafter, the bistriarylamine compound according to the present invention will be described.

[0059] The present invention provides a bistriarylamine compound having a structure as shown in formula (a):

[0060]

[0061] In the present invention, R1 and R2 are each independently selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms. Optionally, R1 and R2 are bonded to each other via a single bond or an oxygen atom to form a ring.

[0062] In the present invention, R1 and R2 are each independently selected from a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 15 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 15 carbon atoms; or, R1 and R2 may be bonded to form a ring via a single bond, an oxygen atom, or a sulfur atom. The substituent in the "substituted or unsubstituted" group is selected from the group consisting of the following substituents: deuterium, halogen, cyano, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, and a heteroaryl group having 3 to 20 carbon atoms. Optionally, the substituent in the "substituted or unsubstituted" is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirofluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

[0063] In the present invention, R1 and R2 are each independently selected from a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms. The substituent in the "substituted or unsubstituted" group is selected from the group consisting of deuterium, halogen, cyano, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, and a heteroaryl group having 3 to 20 carbon atoms. Optionally, the substituent in the "substituted or unsubstituted" is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirofluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

[0064] In the present invention, R1 and R2 are each independently selected from methyl, ethyl, phenyl, naphthyl, methylphenyl, tert-butylphenyl and the like.

[0065] In the present invention, R1 and R2 may be bonded to each other via a single bond, an oxygen atom, or a sulfur atom to form a ring. For example, R1 and R2 may be bonded to each other via a single bond or an oxygen atom to form spirofluorene or spirofluorene xanthene.

[0066] In the present invention, Ar1, Ar2, and Ar3 are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms. Preferably, Ar2 and Ar3 are not both unsubstituted phenyl groups.

[0067] In the present invention, Ar1, Ar2, and Ar3 are each independently selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms, wherein the substituent in the "substituted or unsubstituted" group is selected from the group consisting of the following substituents: deuterium, halogen, cyano, alkyl group having 1 to 20 carbon atoms, cycloalkyl group having 3 to 20 carbon atoms, alkoxy group having 1 to 20 carbon atoms, alkenyl group having 2 to 20 carbon atoms, aryl group having 6 to 20 carbon atoms, and heteroaryl group having 3 to 20 carbon atoms. Optionally, the substituent in the "substituted or unsubstituted" is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirofluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

[0068] In the present invention, Ar1, Ar2, and Ar3 are each independently selected from a substituted or unsubstituted aryl group having 6 to 15 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 15 carbon atoms. Alternatively, Ar1, Ar2, and Ar3 are each independently selected from a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms. The substituent in the "substituted or unsubstituted" group is selected from the group consisting of the following substituents: deuterium, halogen, cyano, alkyl group having 1 to 20 carbon atoms, cycloalkyl group having 3 to 20 carbon atoms, alkoxy group having 1 to 20 carbon atoms, alkenyl group having 2 to 20 carbon atoms, aryl group having 6 to 20 carbon atoms, and heteroaryl group having 3 to 20 carbon atoms. Optionally, the substituent in the "substituted or unsubstituted" is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirofluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

[0069] In the present invention, Ar1, Ar2, and Ar3 are each independently selected from the group consisting of the following substituted or unsubstituted groups: phenyl, biphenyl, naphthyl, fluorenyl, spirofluorenyl, spirofluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, benzofluorenyl, benzocarbazolyl, benzonaphthofuranyl, and benzonaphthothiophenyl, wherein the substituent in the "substituted or unsubstituted" group is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, phenyl, naphthyl, methylphenyl, tert-butylphenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirofluorenyl, dibenzofuranyl, and dibenzothiophenyl.

[0070] In the present invention, R a ,R b ,R c ,R d , are each independently selected from deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 20 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, or a group described in formula (b). Optionally, these adjacent groups can be bonded to each other through single bonds to form a ring. Specifically, the formation of a ring by single bonds between the adjacent groups also includes the case of fusion. The ring formation can be a simple bond or a fusion. For example, R a ,R b ,R c,R d In the case of , adjacent groups can be bonded to form naphthalene through single bonds. For example, when R c If two adjacent groups are all selected from vinyl groups, they are single-bonded to form naphthalene.

[0071] In the present invention, R a ,R b ,R c ,R d Each of the following is independently selected from the group consisting of deuterium, halogen, cyano, substituted or unsubstituted alkyl groups having 1 to 15 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 15 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 15 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 15 carbon atoms, substituted or unsubstituted aryl groups having 6 to 15 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 15 carbon atoms, or a group described in formula (b). The substituents in the “substituted or unsubstituted” group are selected from the group consisting of deuterium, halogen, cyano, alkyl groups having 1 to 20 carbon atoms, cycloalkyl groups having 3 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, alkenyl groups having 2 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms, and heteroaryl groups having 3 to 20 carbon atoms. Optionally, the substituent in the "substituted or unsubstituted" is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirofluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

[0072] In the present invention, R a ,R b ,R c ,R dEach of the following is independently selected from deuterium, halogen, cyano, substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 10 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 10 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 10 carbon atoms, substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 12 carbon atoms, or a group described in formula (b). The substituents in the “substituted or unsubstituted” group are selected from the group consisting of deuterium, halogen, cyano, alkyl groups having 1 to 20 carbon atoms, cycloalkyl groups having 3 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, alkenyl groups having 2 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms, and heteroaryl groups having 3 to 20 carbon atoms. Optionally, the substituent in the "substituted or unsubstituted" is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirofluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

[0073] In the present invention, R a ,R b ,R c ,R d Each is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, or a group described in formula (b). Examples of the alkyl group having 1 to 6 carbon atoms include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, and sec-butyl. Examples of the cycloalkyl group having 3 to 10 carbon atoms include cyclopropyl, cyclobutyl, and cyclohexyl.

[0074] In the present invention, R a ,R b ,R c ,R d ,R e ,R f In the , adjacent groups can be bonded by single bonds to form naphthalene.

[0075] In the present invention, m is selected from 0, 1, 2, 3, and 4.

[0076] In the present invention, n is selected from 0, 1, 2, and 3.

[0077] In the present invention, p is selected from 0, 1, 2, 3, and 4.

[0078] In the present invention, q is selected from 0, 1, 2, 3, and 4.

[0079] In the present invention, r is selected from 0 and 1.

[0080] In the present invention, s is selected from 1, 2, and 3.

[0081] Formula (a) satisfies the following conditions: m+n≥1, R a ,R b At least one of the groups selected from formula (b);

[0082]

[0083] In formula (b), R3 and R4 are each independently selected from hydrogen, deuterium, methyl or deuterated methyl; t is selected from 1 or 2; and * represents a bonding site.

[0084] In the present invention, formula (b) is selected from the group consisting of the following groups:

[0085]

[0086] * indicates the bonding site.

[0087] In the present invention, R1, R2, Ar1, Ar2, Ar3, R a ,R b ,R c ,R d In the above, the “substituted” in the “substituted or unsubstituted” is selected from the group consisting of the following substituents: deuterium, halogen, cyano, alkyl having 1 to 20 carbon atoms, cycloalkyl having 3 to 20 carbon atoms, alkoxy having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon atoms, aryl having 6 to 20 carbon atoms, and heteroaryl having 3 to 20 carbon atoms. a ,R b ,R c ,R d In the “substituted or unsubstituted”, the heteroaryl group having 3 to 20 carbon atoms is a heteroaryl group having 3 to 20 carbon atoms containing at least one heteroatom selected from the group consisting of O, N, S, Si and P. Optionally, the substituent in the “substituted or unsubstituted” is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirofluorenyl group, a dibenzofuranyl group and a dibenzothiophenyl group.

[0088] In the present invention, the structure shown in formula (a) is represented by one of the following structures:

[0089]

[0090]

[0091] It should be noted that the above structure is preferred, but it does not mean that the others can be discarded at will.

[0092] Among them, R e ,R f ,R g ,R h ,R i ,R k Each is independently selected from the group consisting of: deuterium, halogen, cyano, alkyl having 1 to 20 carbon atoms, aryl having 6 to 20 carbon atoms, and heteroaryl having 3 to 20 carbon atoms; optionally, the heteroaryl having 3 to 20 carbon atoms is a heteroaryl having 3 to 20 carbon atoms containing at least one heteroatom selected from the group consisting of O, N, S, Si and P.

[0093] Optionally, R e ,R f ,R g ,R h ,R i ,R k Each is independently selected from deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1 to 15 carbon atoms, substituted or unsubstituted aryl having 6 to 15 carbon atoms, and substituted or unsubstituted heteroaryl having 3 to 15 carbon atoms. The substituent in the "substituted or unsubstituted" is selected from the group consisting of the following substituents: deuterium, halogen, cyano, alkyl having 1 to 20 carbon atoms, cycloalkyl having 3 to 20 carbon atoms, alkoxy having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon atoms, aryl having 6 to 20 carbon atoms, and heteroaryl having 3 to 20 carbon atoms. Optionally, the substituent in the "substituted or unsubstituted" is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirofluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

[0094] Optionally, R e ,R f ,R g ,R h ,R i ,R kEach is independently selected from deuterium, halogen, cyano, substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, substituted or unsubstituted aryl group having 6 to 12 carbon atoms, and substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms. The substituent in the "substituted or unsubstituted" is selected from the group consisting of the following substituents: deuterium, halogen, cyano, alkyl group having 1 to 20 carbon atoms, cycloalkyl group having 3 to 20 carbon atoms, alkoxy group having 1 to 20 carbon atoms, alkenyl group having 2 to 20 carbon atoms, aryl group having 6 to 20 carbon atoms, and heteroaryl group having 3 to 20 carbon atoms. Optionally, the substituent in the "substituted or unsubstituted" is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirofluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

[0095] Optionally, R e ,R f ,R g ,R h ,R i ,R k Each is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, and a tert-butylphenyl group. Examples of the alkyl group having 1 to 6 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a tert-butyl group, and a sec-butyl group.

[0096] Ar1,Ar2,Ar3,R a ,R b ,R c ,R d ,R e ,R f ,m,n,p,q,r,s have the same definitions as in formula (a);

[0097] u is selected from 0 to 5. For example, it can be 0, 1, 2, 3, 4, or 5.

[0098] v is selected from 0 to 5. For example, it can be 0, 1, 2, 3, 4, or 5.

[0099] w is selected from 0 to 4. For example, it can be 0, 1, 2, 3, or 4.

[0100] x is selected from 0 to 4. For example, it can be 0, 1, 2, 3, or 4.

[0101] y is selected from 0 to 4. For example, it can be 0, 1, 2, 3, or 4.

[0102] z is selected from 0 to 4. For example, it can be 0, 1, 2, 3, or 4.

[0103] In the present invention, the structure shown in formula (a) is represented by one of the following structures:

[0104]

[0105]

[0106] It should be noted that the above structure is preferred, but it does not mean that the others can be discarded at will.

[0107] Among them, Ar1, Ar2, Ar3, R1, R2, R a ,R b ,R c ,R d ,R e ,m,n,p,q,s are the same as those defined in formula (a). In the present invention, the structure shown in formula (a) is represented by one of the following structures:

[0108]

[0109]

[0110] It should be noted that the above structure is preferred, but it does not mean that the others can be discarded at will.

[0111] Among them, Ar1, Ar2, Ar3, R1, R2, R3, R4, R a ,R b ,R c ,R d ,m,n,p,q,r,s,t have the same definitions as in formula (a) and formula (b).

[0112] In the present invention, the structure shown in formula (a) is represented by one of the following structures:

[0113]

[0114] It should be noted that the above structure is preferred, but it does not mean that the others can be discarded at will.

[0115] Among them, Ar1, Ar2, Ar3, R1, R2, R a ,R b ,R c ,R d ,m,n,p,q,r have the same definitions as in formula (a).

[0116] In the present invention, the structure shown in formula (a) is represented by one of the following structures:

[0117]

[0118]

[0119] It should be noted that the above structure is preferred, but it does not mean that the others can be discarded at will.

[0120] Among them, Ar1, Ar2, Ar3, R1, R2, R a ,R b ,R c ,R d ,m,n,p,q,r have the same definitions as in formula (a).

[0121] In the present invention, the structure shown in formula (a) is represented by one of the following:

[0122]

[0123] It should be noted that the above structure is preferred, but it does not mean that the others can be discarded at will.

[0124] Among them, at least one of Ar1, Ar2, and Ar3 is selected from phenyl, polyphenyl (such as diphenyl, terphenyl, etc.), X1 is selected from O, S or CR5R6; R5 and R6 are each independently selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms. Alternatively, R5 and R6 are each independently selected from a substituted or unsubstituted alkyl group having 1 to 12 carbon atoms, a substituted or unsubstituted aryl group having 6 to 15 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 15 carbon atoms. Further, R5 and R6 are each independently selected from a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms. Optionally, the substituent in the "substituted or unsubstituted" is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirofluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

[0125] R m ,R n are independently selected from the group consisting of: deuterium, halogen, cyano, alkyl groups having 1 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms, and heteroaryl groups having 3 to 20 carbon atoms. m ,R nare independently selected from the group consisting of: deuterium, halogen, cyano, alkyl groups having 1 to 15 carbon atoms, aryl groups having 6 to 15 carbon atoms, and heteroaryl groups having 3 to 15 carbon atoms. m ,R n Each is independently selected from the group consisting of deuterium, halogen, cyano, alkyl groups having 1 to 10 carbon atoms, aryl groups having 6 to 12 carbon atoms, and heteroaryl groups having 3 to 12 carbon atoms.

[0126] m' is selected from 0 to 4; for example, selected from 0, 1, 2, 3, and 4.

[0127] n' is selected from 0 to 3; for example, selected from 0, 1, 2, and 3.

[0128] R1,R2,R a ,R b ,R c ,R d ,m,n,p,q,r have the same definitions as in formula (a).

[0129] In some specific implementations, the compound represented by formula (a) is selected from any one of the following chemical structures:

[0130]

[0131]

[0132]

[0133] Hereinafter, a functional layer to which the bistriarylamine compound is applied, and an organic electroluminescent device, a display or a lighting device including the functional layer will be described.

[0134] The present 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, the second electrode is a cathode, and the cathode can be one or more layers. The organic layer is located between the first electrode and the second electrode. The organic layer can be a single-layer structure or a multilayer series structure in which two or more organic layers are laminated. 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 bistriarylamine compound of the present application is used as an electron blocking layer material and / or a light-emitting layer main material.

[0135] In some specific embodiments, the structure of the organic electroluminescent device can be selected from one of the following:

[0136] (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, i.e., 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 manner below.

[0137] (2) Anode / hole injection layer / second hole transport layer / first hole transport layer / light-emitting layer / first electron transport layer / cathode.

[0138] (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.

[0139] (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.

[0140] (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.

[0141] (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.

[0142] (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.

[0143] (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.

[0144] (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.

[0145] (10) Anode / hole injection layer / hole transport layer / electron blocking layer / light-emitting layer / electron transport layer / electron injection layer / cathode.

[0146] (11) Anode / hole injection layer / first hole transport layer / second hole transport layer / light-emitting layer / hole blocking layer / electron transport layer / cathode.

[0147] (12) Anode / hole injection layer / hole transport layer / electron blocking layer / light-emitting layer / electron transport layer / cathode.

[0148] (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 embodiment of the present application).

[0149] The light emission direction of the organic electroluminescent device can be emitted from the anode side or the cathode side. In some specific embodiments, if the light emission direction is the cathode side, it is necessary to add a covering layer on the cathode side. The specific structure is as follows:

[0150] 1) Anode / hole injection layer / first hole transport layer / light-emitting layer / first electron transport layer / cathode / covering layer.

[0151] 2) Anode / hole injection layer / second hole transport layer / first hole transport layer / light-emitting layer / first electron transport layer / cathode / covering layer.

[0152] 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 / covering layer.

[0153] 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 / covering layer.

[0154] 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 / covering layer.

[0155] 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 / covering layer.

[0156] 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.

[0157] 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.

[0158] 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.

[0159] 10) Anode / hole injection layer / hole transport layer / electron blocking layer / light-emitting layer / electron transport layer / electron injection layer / cathode / covering layer.

[0160] 11) Anode / hole injection layer / first hole transport layer / second hole transport layer / light-emitting layer / hole blocking layer / electron transport layer / cathode / covering layer.

[0161] 12) Anode / hole injection layer / hole transport layer / electron blocking layer / light-emitting layer / electron transport layer / cathode / covering layer.

[0162] 13) Anode / hole injection layer / hole transport layer / electron blocking layer / light-emitting layer / hole blocking layer / electron transport layer / cathode / covering layer.

[0163] Some specific functional layers in the organic electroluminescent device will be described below.

[0164] Substrate:

[0165] The substrate is generally located below the anode and can be made of plastic or glass, and can be rigid or bendable. A driving unit is provided on the substrate to drive the corresponding pixel to emit light.

[0166] anode:

[0167] Organic EL (Organic Electro-Luminescence) components typically require the anode to have good conductivity, a flat surface, and be resistant to cracks. They also have certain requirements for the work function, primarily to ensure that it matches the hole injection layer and maximizes the hole injection effect.

[0168] When top emission is used (light emitting from the cathode side), the anode uses a metal compound with a work function of 4.2eV or more, such as indium tin oxide alloy, tin oxide, indium zinc oxide, gold, silver, platinum, copper, carbon nanotubes, carbon nanowires, graphene, etc. The thickness is 10nm to 200nm, preferably 10nm to 50nm. A reflective electrode is set below the anode (near the substrate end). The reflective electrode is generally made of metal or metal alloy, such as silver metal, copper metal, aluminum metal, gold metal, or alloys of these metals with other metals. The reflective electrode has a high reflectivity, which is required to be above 90%. The thickness is usually used in the range of 100nm to 500nm, preferably in the range of 80nm to 150nm.

[0169] When using a bottom emission method (light emitting from the cathode substrate side), the anode is made of 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.

[0170] The anode can be produced by forming an electrode material into a thin film by a method such as vapor deposition, sputtering, or coating.

[0171] Hole injection layer:

[0172] The thickness of the hole injection layer is generally 3nm to 20nm. The hole injection layer uses a mixture of P-type material and hole transport material. The purpose of using P-type material is to accept holes from the anode and transfer them to the hole transport material. The weight proportion of P-type material in the hole injection layer is generally 0.5% to 10%. When the weight proportion 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 shall not exceed 0.3eV. When the weight proportion 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 shall not exceed 0.5eV. When the weight proportion 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 shall not exceed 1eV.

[0173] The P-type material can be a metal oxide, such as molybdenum oxide, vanadium oxide, tungsten oxide, etc.; it can also be an organic material, such as 4,4',4"-((1E,1'E,1"E)-cyclopropane-1,2,3-trimethylenetris(cyanoformylidene))tris(2,3,5,6-tetrafluorobenzyl) (PD1, CAS No.: 1224447-88-4), tetracyanoquinodimethane (TCNQ), 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinodimethane (F4-TCNQ), 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene (HAT-CN), and is not limited thereto. The hole transport material used in combination 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.

[0174] Second hole transport layer:

[0175] The second hole transport layer is typically 40nm to 150nm thick and typically uses compounds containing aromatic amines, either monoamines or polyamines. The hole transport material must have high hole mobility, reduce driving voltage, and a glass transition temperature exceeding 100°C to avoid crystallization at high temperatures.

[0176] First hole transport layer:

[0177] The thickness of the first hole transport layer is generally 3nm to 220nm. When there is no second hole transport layer, the thickness of the first hole transport layer is generally 40nm to 150nm; when there is a second hole transport layer, the thickness of the first hole transport layer is generally 3nm to 120nm. Generally, red light, green light, blue light, yellow light, etc. need to be adjusted in thickness according to the "microcavity effect", and the thickness selection is also different. Taking the top-emitting light-emitting device as an example, the formula for the microcavity is as follows:

[0178]

[0179] where n i ,d i They respectively indicate the refractive index coefficient and thickness of the i-th layer, m is an integer, which is the modulus of the microcavity, and is more commonly 1 or 2; θ1 and θ2 represent the phase shift generated by light at the anode interface and the cathode interface, respectively.

[0180] Red light, green light, blue light or other colors of light have different wavelengths, so each color has its optimal thickness. Taking the modulus of 2 as an example, when red light is present, when there is no second hole transport layer, the thickness of the first hole transport layer is generally 160nm~220nm; when there is a second hole transport layer, the thickness of the first hole transport layer is generally 8nm~120nm. When green light is present, when there is no second hole transport layer, the thickness of the first hole transport layer is generally 100nm~180nm; when there is a second hole transport layer, the thickness of the first hole transport layer is generally 30nm~70nm. When blue light is present, when there is no second hole transport layer, the thickness of the first hole transport layer is generally 80nm~130nm; when there is a second hole transport layer, the thickness of the first hole transport layer is generally 3nm~30nm. When other colors are selected, there will be different optimal "microcavity adjustment thicknesses".

[0181] Electron blocking layer:

[0182] The electron blocking layer can have both hole transport and electron blocking functions. At the same time, the higher triplet excitation energy level of the electron blocking layer can lock excitons generated in the light-emitting layer in the light-emitting layer, thereby improving the luminous efficiency of the device.

[0183] Luminous layer:

[0184] The materials of the light-emitting layer generally include a host material and a guest dopant material. 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%.

[0185] The guest dopant material used as the luminescent material may include a phosphorescent or fluorescent material or a thermally activated delayed fluorescent material. Red, green, and blue light can be selected from the above three types of guest dopant materials. For example, the guest dopant material for the luminescent layer corresponding to the red luminescent unit and the luminescent layer corresponding to the green luminescent unit is a phosphorescent material, while the guest dopant material for the luminescent layer corresponding to the blue luminescent unit is a fluorescent material.

[0186] Or for example, the guest doping material of the light-emitting layer corresponding to the light-emitting unit with red light emission color and the light-emitting layer corresponding to the light-emitting unit with green light emission color is a phosphorescent material, and the guest doping material of the light-emitting layer corresponding to the light-emitting unit with blue light emission color is a phosphorescent material.

[0187] Or for example, the guest doping material of the light-emitting layer corresponding to the light-emitting unit with red light-emitting color and the light-emitting layer corresponding to the light-emitting unit with green light-emitting color is a thermally activated delayed fluorescent material, and the guest doping material of the light-emitting layer corresponding to the light-emitting unit with blue light-emitting color is a fluorescent material.

[0188] Or for example, the guest doping material of the light-emitting layer corresponding to the light-emitting unit with red light-emitting color and the light-emitting layer corresponding to the light-emitting unit with green light-emitting color is a thermally activated delayed fluorescent material, and the guest doping material of the light-emitting layer corresponding to the light-emitting unit with blue light-emitting color is a phosphorescent material.

[0189] In order to reduce the power consumption of the organic light-emitting display panel in the organic electroluminescent device, the guest doping material can be selected to have excellent luminescence performance. Taking the top-emitting device as an example, the red light-emitting unit can be selected to have a luminous brightness of 1000 cd / m 2 The current efficiency is greater than 30cd / A, and the luminous unit with green luminous color has a luminous brightness of 6000cd / m 2 The current efficiency is greater than 100cd / A, and the light-emitting unit with a fluorescent blue light color has a light brightness of 1000cd / m 2 The current efficiency is greater than 5cd / A as the standard, and the appropriate guest doping material is selected. The luminous color of the luminescent unit is phosphorescent blue and the luminous brightness is 1000cd / m 2 The current efficiency is greater than 10cd / A. When the current efficiency is higher, the power consumption can be reduced.

[0190] As the light-emitting host material, one light-emitting host material or two light-emitting host materials can be selected.

[0191] Hole blocking layer:

[0192] To enhance the balance between hole and electron concentrations, a hole-blocking layer is inserted to balance carrier concentrations and prevent exciton quenching. Typically, the hole-blocking layer is located between the light-emitting layer and the electron-transporting layer. The hole-blocking layer material must meet requirements such as high stability, good film-forming properties, and a high maximum molecular orbital.

[0193] First electron transport layer:

[0194] The thickness of the first electron transport layer can generally be 3nm to 40nm, 3nm to 10nm, 10nm to 20nm, 20nm to 30nm, 30nm to 40nm, or 20nm to 40nm. When there is no second electron transport layer, the thickness of the first electron transport layer is generally 20nm to 50nm. When a second electron transport layer is present, the thickness of the first electron transport layer is generally 40nm to 20nm. The first electron transport layer is in direct contact with the light-emitting layer. Therefore, similar to the first hole transport layer, it will also undergo electronic changes during the electron transport process, resulting in increased molecular vibration and molecular deformation. The excitons of the light-emitting layer will also interact with the polarons of the electron transport material. This interaction can easily generate active free radicals that destroy the electron transport material. The electron transport material can be a single compound or mixed with other metals or metal compounds. It can include a mixture of an organic electron transport material and a metal compound, or a mixture of an organic electron transport material and a metal.

[0195] When the organic electron transport material is mixed with a metal compound material, for example, with an alkali metal compound, an alkaline earth metal compound, or a rare earth metal compound, more specifically, with a lithium metal compound, a calcium metal compound, a magnesium metal compound, a samarium metal compound, or a ytterbium metal compound, and more specifically, with lithium 8-hydroxyquinoline, lithium fluoride, magnesium fluoride, ytterbium fluoride, or calcium fluoride. When mixed with the metal compound, the weight proportion of the organic electron transport material can be 20% to 80%, 20% to 40%, 40% to 60%, or 60% to 80%.

[0196] When the organic electron transport material is mixed with a metal, for example, with an alkali metal, an alkaline earth metal, or a rare earth metal, more specifically, with lithium metal, magnesium metal, calcium metal, ytterbium metal, samarium metal, etc., when mixed with a metal, the mass proportion of the organic electron transport material can be 80% to 99%, 80% to 89%, 89% to 99%, 80% to 85%, 85% to 90%, 90% to 95%, or 95% to 99%, etc.

[0197] Second electron transport layer:

[0198] 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 an organic electron transport material and a metal compound, or a mixture of an organic electron transport material and a metal.

[0199] When the organic electron transport material is mixed with a metal compound material, for example, with an alkali metal compound, an alkaline earth metal compound, or a rare earth metal compound, more specifically, with a lithium metal compound, a calcium metal compound, a magnesium metal compound, a samarium metal compound, or a ytterbium metal compound, and more specifically, with lithium 8-hydroxyquinoline, lithium fluoride, magnesium fluoride, ytterbium fluoride, or calcium fluoride. When mixed with the metal compound, the weight proportion of the organic electron transport material can be 20% to 80%, 20% to 40%, 40% to 60%, or 60% to 80%.

[0200] When the organic electron transport material is mixed with a metal, for example, with an alkali metal, an alkaline earth metal, or a rare earth metal, more specifically, with lithium metal, magnesium metal, calcium metal, ytterbium metal, samarium metal, etc., when mixed with a metal, the mass proportion of the organic electron transport material can be 80% to 99%, 80% to 89%, 89% to 99%, 80% to 85%, 85% to 90%, 90% to 95%, or 95% to 99%, etc.

[0201] Charge generation layer:

[0202] When using a single-layer light-emitting device, holes and electrons are injected from the anode and cathode, respectively, eliminating the need for a charge generation layer. When using a dual-layer or multi-layer light-emitting device, a charge generation layer is required between the light-emitting layers to achieve charge generation, injection, and transport. The charge generation layer is located between the two light-emitting layers and is typically composed of a P / N-type dual-layer material. The P-type material is selected from the hole-injection materials mentioned above, and the N-type material is a mixture of an organic electron transport material doped with a metal. The organic electron transport layer material is selected from the second electron transport layer mentioned above, and the metal is selected from alkali metals, alkaline earth metals, and rare earth metals, with lithium, magnesium, calcium, ytterbium, and samarium being more specific examples. When the organic electron transport material is mixed with the metal, the weight proportion of the organic electron transport material can range from 80% to 99%, 80% to 89%, 89% to 99%, 80% to 85%, 85% to 90%, 90% to 95%, or 95% to 99%, etc.

[0203] cathode:

[0204] The cathode requires a material with good electrical conductivity and surface flatness. To improve electron injection, materials with a low work function are generally selected. The cathode material can be a single-layer cathode, or a double-layer or multi-layer cathode, typically made of a metal or metal alloy. For a single-layer cathode, 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 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 enhance electron injection. The cathode layer farther from the light-emitting layer, primarily to enhance conductivity, can typically be made of silver, copper, aluminum, or gold, or alloys of these metals with other metals, such as rare earth metals, alkali metals, and 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 as a thin film by methods such as evaporation and sputtering.

[0205] When light comes out from the anode side, the cathode is required to be opaque, and a cathode thicker than 100nm can be evaporated. When light comes out from the cathode side, the cathode is required to be transparent, with a transmittance greater than 40% and a thickness of 10nm to 20nm.

[0206] Covering:

[0207] The refractive index n and absorption coefficient of the single-layer cover layer need to meet the following conditions:

[0208] The refractive index between the wavelengths of 450 and 650 nm is n(450-650 nm)>1.8, and the extinction coefficient between the wavelengths of 450 and 650 nm is below 0.1; the extinction coefficient at 380 nm is greater than 0.2; the difference between the refractive index of 450 nm and the refractive index of 530 nm is n(450 nm)-n(530 nm)<0.5, more preferably n(450 nm)-n(530 nm)<0.3; the difference between the refractive index of 510 nm and the refractive index of 620 nm is n(510 nm)-n(620 nm)<0.4, more preferably the difference between the refractive index of 510 nm and the refractive index of 620 nm is n(510 nm)-n(620 nm)<0.2.

[0209] Materials that can meet the requirements of the cover layer for the refractive index n can further achieve high luminous efficiency of the device, while at the same time achieving more balanced light extraction efficiency and viewing angles for red, green, and blue light.

[0210] In some specific embodiments, the thickness of the covering 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.

[0211] The covering layer is formed after the translucent cathode of the OLED display panel is away from the substrate, so that the light transmittance of the stacked layer formed by the covering layer and the translucent cathode between 450nm and 650nm is ≥65%, for example, 68%, 69%, 73%, 77%, 79%, 83%, 88%, 93%, etc.

[0212] When two covering layers are used, the refractive index n and absorption coefficient need to meet the following conditions:

[0213] The covering layer close to the cathode side (the first covering layer) has a refractive index n450~650nm<1.8 between 450 and 650nm, and an extinction coefficient between 450 and 650nm below 0.1; the maximum coefficient at any wavelength between 250nm and 350nm is greater than 0.3, and optimally greater than 0.6.

[0214] The covering layer away from the cathode side (the second covering layer) has a refractive index n450~650nm>1.8 between wavelengths of 450~650nm, and an extinction coefficient between wavelengths of 450~650nm is below 0.1; the extinction coefficient at 380nm is greater than 0.1, and more preferably greater than 0.2.

[0215] The difference between the refractive index at 450 nm and the refractive index at 530 nm, n(450 nm)-n(530 nm), is less than 0.5, and more preferably, the difference between the refractive index at 450 nm and the refractive index at 530 nm, n(450 nm)-n(530 nm), is less than 0.3;

[0216] The difference between the refractive index at 510 nm and the refractive index at 620 nm is n(510 nm)-n(620 nm)<0.4, and more preferably, the difference between the refractive index at 450 nm and the refractive index at 530 nm is n(450 nm)-n(530 nm)<0.2.

[0217] The total thickness of the double-layer covering 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.

[0218] The thickness of the covering layer close to the cathode side (first covering layer) is 5nm to 40nm, for example: 5nm, 7nm, 10nm, 12nm, 15nm, 18nm, 20nm, 22nm, 25nm, 27nm, 30nm, 32nm, 34nm, 36nm, 38nm, 40nm, etc.

[0219] The thickness of the covering layer away from the cathode side (the second covering layer) 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.

[0220] On the other hand, the present application further provides a display device comprising the above-mentioned organic electroluminescent device.

[0221] Below in conjunction with the embodiment of the present application, the technical scheme of the present application is clearly and completely described. Unless otherwise specified, the reagents and raw materials used can be purchased through commercial channels. The experimental methods for which specific conditions are not specified in the following examples are usually measured in accordance with national standards. If there is no corresponding national standard, then according to general international standards, conventional methods and conditions, or according to the conditions recommended by the manufacturer, or according to the product specifications, select. Unless otherwise specified, all parts are parts by weight, and all percentages are percentages by weight.

[0222] Measurement instruments and methods

[0223]

Mass Spectrometry and Nuclear Magnetic Resonance

[0224] In this application, mass spectra were measured using a Waters Corporation single quadrupole mass spectrometer, and nuclear magnetic resonance was measured using a 400 MHz nuclear magnetic resonance instrument (manufactured by Bruker, Germany).

[0225]

Raw materials and reagents

[0226] The initial raw materials and solvents of the present invention were purchased from Shanghai Titan Technology Co., Ltd., some commonly used OLED intermediates and other products were purchased from domestic OLED intermediate manufacturers; various palladium catalysts, ligands, etc. were purchased from Shaanxi Ruike New Materials Co., Ltd. 1 H NMR data were measured using a 400 MHz nuclear magnetic resonance spectrometer (Bruker, Germany); HPLC data were measured using a Waters Corporation UPLC ultra-high performance liquid chromatograph. LC-MS (liquid chromatography-mass spectrometry) was performed on a Waters Corporation UPLC+SQD2 instrument.

[0227]

Cross-coupling

[0228] The synthesis of the bistriarylamine compound represented by formula (a) can be carried out using known methods. For example, a cross-coupling reaction using a transition metal such as nickel or palladium can be performed. Other synthesis methods include CC and CN coupling reactions using transition metals such as magnesium or zinc. Due to the mild reaction conditions and excellent selectivity for various functional groups, the Suzuki and Buchwald reactions are preferred. The cycloalkane and heterocycloalkane derivatives of the present invention are illustrated by the following examples, but are not limited to the cycloalkane and heterocycloalkane derivatives and synthesis methods illustrated in these examples.

[0229] In an inert atmosphere, reaction A and the reactants are heated in an organic solvent in the presence of a cross-coupling catalyst (catalytic amount), and the reaction is stirred under reflux. After the desired reaction time, the reaction system is cooled, water is added, and the precipitated solid is washed and then vacuum-dried to obtain a crude product. The crude product is purified (including but not limited to silica gel column chromatography) to obtain the product.

[0230] Synthesis route of compound 1:

[0231]

[0232] 1. Synthesis of intermediate compound 1-iii

[0233] Under a nitrogen atmosphere, compound 1-i (6.2 g, 20.0 mmol, 1 eq), compound 1-ii (6.9 g, 22.0 mmol, 1.1 eq), tetrakis(triphenylphosphine)palladium (231 mg, 0.4 mmol, 2% eq), and degassed toluene (80 mL) were added sequentially to a three-necked flask. The mixture was mixed thoroughly, followed by the addition of potassium carbonate (25.0 mL, 2 M deionized water, 50.0 mmol, 2.5 eq) and degassed ethanol (40 mL). The mixture was stirred continuously and heated to reflux under a nitrogen atmosphere for 8 hours. Thin-layer chromatography analysis revealed virtually no residual starting material. The reaction system was cooled to room temperature, and dichloromethane (50 mL) was added. The mixture was allowed to stand for separation. The organic phase was collected, and the aqueous phase was extracted with dichloromethane (3 x 30 mL). The resulting organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent removed by rotary evaporation. The obtained crude product was separated by flash silica gel column chromatography (mobile phase: n-hexane / dichloromethane mixed solvent) to obtain compound 1-iii (6.8 g, yield 82.0%).

[0234] 2. Synthesis of Intermediate Compound 1-vi

[0235] Under a nitrogen atmosphere, di(4-biphenylyl)amine (compound 1-iv, 4.8 g, 15.0 mmol, 1 eq), m-chlorobromobenzene (compound 1-v, 2.9 g, 15.0 mmol, 1 eq), and degassed anhydrous toluene (60 mL) were added sequentially to a dry three-necked flask. After thorough mixing, sodium tert-butoxide (2.2 g, 22.5 mmol, 1.5 eq), bisdibenzylideneacetone palladium (86.2 mg, 0.15 mmol, 1% eq), and tri-tert-butylphosphine (0.75 mL, 10% n-hexane solution, 0.3 mmol, 2% eq) were added. Stirring was initiated, the reaction system was thoroughly mixed, and the temperature was raised to reflux under a nitrogen atmosphere. After 6 hours of reaction, thin-layer chromatography analysis revealed virtually no residual starting material, and heating was discontinued. After the temperature of the reaction system dropped to room temperature, a mixed solution of 5 mL of concentrated hydrochloric acid (37% aqueous solution) and 100 mL of deionized water was added thereto, and the layers were allowed to stand and separate. The liquids were separated using a separatory funnel, and the organic phase was retained. The aqueous phase was extracted with toluene (3 × 20 mL) and combined with the above-retained organic phase. The solvent was removed by distillation under reduced pressure, and the crude product was successively separated by silica gel column chromatography (mobile phase was a mixed solvent of n-hexane / toluene) and recrystallized from a mixed solvent of toluene / ethanol to obtain compound 1-vi (5.2 g, yield 80.2%).

[0236] 3. Synthesis of Compound 1

[0237] Referring to the synthesis of intermediate compound 1-vi, the intermediate compounds or starting materials shown in the above synthetic route were substituted with equivalent amounts of compounds 1-iv and 1-v. A two-step Buchwald–Hartwig coupling reaction was performed to obtain the target compound 1. The total yield of the four-step reaction was 41.6%. Mass spectrum (m / z) = 867.46 [M+H] + .

[0238] Referring to the preparation method of compound 1, the compounds listed in Table 1 were synthesized. For each compound x, the raw materials or intermediate compounds 1-i, 1-ii, 1-iv, 1-v, and 1-vii involved in the above preparation method are represented by xi, x-ii, x-iv, xv, and x-vii, respectively. The main raw materials used, the synthesized intermediates, the yields, and the mass spectrometry data are shown in Table 1.

[0239] Table 1

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249] The NMR data of the representative compounds involved in the synthesis examples are shown in Table 2.

[0250] Table 2

[0251]

[0252]

[0253]

[0254] Device Example:

[0255] The compounds used in the device are all purified by sublimation, and the purity is greater than 99.98%.

[0256] The compound involved in the present invention can be used as a hole transport layer material or an electron blocking layer material of an OLED device. The specific device fabrication method and test results are given below.

[0257] Green light device embodiment 1:

[0258] According to Figure 1The structure shown is used to make a green bottom-emitting organic electroluminescent device. The preparation process is as follows: On a glass substrate 101, a transparent ITO film layer (thickness 150nm) is formed by magnetron sputtering to obtain a first electrode 102 as an anode. A mixed material of compound M1 and compound M2 is evaporated on the surface of the anode as a hole injection layer 103, with a mixing ratio of 3:97 (mass ratio) and a thickness of 10nm; then compound M2 (thickness 100nm) and compound 1 of the present invention (thickness 40nm) are sequentially evaporated 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 electron blocking layer 105, compound M3, compound M4 and compound M5 are co-evaporated at a mass ratio of 45:45:10 to form an organic light-emitting layer 106 (thickness 40nm). Subsequently, compound M6 was sequentially evaporated on the surface of the organic light-emitting layer to form a hole-blocking layer 107 (10 nm thick). Compound M7 and LiQ, mixed in a 4:6 mass ratio, were then formed into an electron-transporting layer 108 (30 nm thick). Finally, magnesium (Mg) and silver (Ag) were mixed and deposited on the surface of the electron-transporting layer 108 at a 1:9 vapor deposition rate to form a 10 nm thick second electrode 109, serving as the cathode. This completed the fabrication of the organic light-emitting device.

[0259] The chemical structures of compounds M1 to M7 and LiQ are shown in Table 3.

[0260] Table 3

[0261]

[0262]

[0263] Green Light Device Examples 2 to 46

[0264] Green light device embodiments 2 to 46 were prepared using the same method as green light device embodiment 1, except that, when forming the electron blocking layer, the compounds in Table 4 were used instead of compound 1.

[0265] Comparative Examples 1 to 3

[0266] The organic electroluminescent device was prepared by the same method as in Example 1 of the green light device, except that compounds C1 to C2 (chemical structures shown below) were used instead of compound 1 when forming the light-emitting layer.

[0267]

[0268] The operating voltage and efficiency of the organic electroluminescent device prepared above were calculated by a computer-controlled Keithley 2400 test system (test current was 20 mA / cm 2The device life under dark conditions was measured using a Flustar life measurement system equipped with a power supply and a photodiode as a detection unit (the normal temperature life test conditions were: ambient temperature 25°C, constant current 20 mA / cm 2 ; High temperature life test conditions: ambient temperature 85℃, constant current 20mA / cm 2 LT95 refers to the time required for the brightness to decrease from the initial brightness to 95%. The test results are shown in Table 4.

[0269] Table 4

[0270]

[0271]

[0272]

[0273] Combined with Table 4, it can be seen that when the compounds of the present invention are used as electron blocking layer materials in green light device Examples 1-46, compared with Comparative Examples 1-2, the operating voltage of the device is reduced by at least 4.7%, the luminous efficiency is increased by at least 4.6%, the normal temperature life is increased by at least 26.3%, and the high temperature life is increased by at least 2.3 times.

[0274] A bis-triarylamine compound described in the present invention includes a benzocycloalkyl substituent structure in the fluorene group body. Compared with the comparative example compounds C1 to C2, the compound of the present invention can effectively improve the luminous efficiency and service life of the device, and the operating voltage is also reduced. On the one hand, the introduction of the electron-donating cycloalkyl group into the triarylamine compound is conducive to the removal of electrons from the molecule, thereby improving the hole transport ability of the molecule (i.e., hole mobility), which is conducive to reducing the operating voltage of the device and improving the luminous efficiency; on the other hand, the cycloalkyl group is a non-planar structure with a large steric hindrance, which can further enhance the amorphous characteristics of the molecule during film formation, and is conducive to forming a stable, continuous and uniform amorphous film, especially in that the ability to withstand high temperatures is greatly improved, thereby helping to improve the service life of the device, especially the service life under high temperature conditions. For example, Comparative Example Compound C1 and Example Compound 8 differ only in that the substituents at the same position on the dimethylfluorenyl group are phenyl and cycloalkylphenyl, respectively. When comparing the LT95 lifetimes of the devices at high and room temperatures, the lifetime decay ratio of Comparative Example Device 1 is 11.4%, while that of Example Device 8 is 19.8%, improving the device's high-temperature tolerance by approximately 74%. Another example is Comparative Example Compound C2 and Example Compound 22, which differ only in that the substituents at the same position on the diphenylfluorenyl group are phenyl and cycloalkylphenyl, respectively. When comparing the LT95 lifetimes of the devices at high and room temperatures, the lifetime decay ratio of Comparative Example Device 2 is 10.2%, while that of Example Device 22 is 20.1%, improving the device's high-temperature tolerance by nearly 100%.

[0275] The above description is only a preferred embodiment of the present invention and does not limit the present invention in any form or substance. It should be pointed out that ordinary technicians in this technical field can make several improvements and supplements without departing from the method of the present invention. These improvements and supplements should also be regarded as the scope of protection of the present invention. Any equivalent changes, modifications and evolutions made by technicians familiar with this profession without departing from the spirit and scope of the present invention by using the technical content disclosed above are all equivalent embodiments of the present invention; at the same time, any equivalent changes, modifications and evolutions made to the above embodiments based on the essential technology of the present invention are still within the scope of the technical solution of the present invention.

Claims

1. A bistriarylamine compound, characterized in that The bistriarylamine compound has a structure as shown in formula (a): in, R1 and R2 are each independently selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms; optionally, R1 and R2 are bonded to each other through a single bond or an oxygen atom to form a ring; Ar1, Ar2, and Ar3 are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms; preferably, Ar2 and Ar3 are not both unsubstituted phenyl groups; R a ,R b ,R c ,R d Each is independently selected from deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 20 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, or a group described in formula (b); optionally, adjacent groups may be bonded to each other by single bonds to form a ring; m is selected from 0, 1, 2, 3, 4; n is selected from 0, 1, 2, 3; p is selected from 0, 1, 2, 3, 4; q is selected from 0, 1, 2, 3, 4; r is selected from 0,1; s is selected from 1, 2, 3; Formula (a) satisfies the following conditions: m+n≥1, R a ,R b At least one of the groups selected from formula (b); In formula (b), R3 and R4 are each independently selected from hydrogen, deuterium, methyl or deuterated methyl; t is selected from 1 or 2; * represents a bonding site; R1,R2,Ar1,Ar2,Ar3,R a ,R b ,R c ,R d In the "substituted or unsubstituted" part, the "substituted" is selected from the group consisting of the following substituents: deuterium, halogen, cyano, alkyl having 1 to 20 carbon atoms, cycloalkyl having 3 to 20 carbon atoms, alkoxy having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon atoms, aryl having 6 to 20 carbon atoms, and heteroaryl having 3 to 20 carbon atoms.

2. The bistriarylamine compound according to claim 1, wherein Formula (b) is selected from the group consisting of:

3. The bistriarylamine compound according to claim 1, wherein The structure shown in formula (a) is represented by one of the following structures: R e ,R f ,R g ,R h ,R i ,R k Each is independently selected from the group consisting of: deuterium, halogen, cyano, alkyl having 1 to 20 carbon atoms, aryl having 6 to 20 carbon atoms, and heteroaryl having 3 to 20 carbon atoms; optionally, the heteroaryl having 3 to 20 carbon atoms is a heteroaryl having 3 to 20 carbon atoms containing at least one heteroatom selected from the group consisting of O, N, S, Si and P; u is selected from 0 to 5; v is selected from 0 to 5; w is selected from 0 to 4; x is selected from 0 to 4; y is selected from 0 to 4; z is selected from 0 to 4; Ar1,Ar2,Ar3,R a ,R b ,R c ,R d ,m,n,p,q,r,s are the same as defined in claim 1.

4. The bistriarylamine compound according to claim 1, wherein The structure shown in formula (a) is represented by one of the following structures: Among them, Ar1, Ar2, Ar3, R1, R2, R a ,R b ,R c ,R d ,m,n,p,q,s are the same as defined in claim 1.

5. The bistriarylamine compound according to claim 1, wherein The structure shown in formula (a) is represented by one of the following structures: Among them, Ar1, Ar2, Ar3, R1, R2, R3, R4, R a ,R b ,R c ,R d ,m,n,p,q,r,s,t are the same as defined in claim 1.

6. The bistriarylamine compound according to claim 1, wherein The structure shown in formula (a) is represented by one of the following structures: Among them, Ar1, Ar2, Ar3, R1, R2, R a ,R b ,R c ,R d ,m,n,p,q,r are the same as those defined in claim 1.

7. The bistriarylamine compound according to claim 1, wherein The structure shown in formula (a) is represented by one of the following structures: Among them, Ar1, Ar2, Ar3, R1, R2, R a ,R b ,R c ,R d ,m,n,p,q,r are the same as those defined in claim 1.

8. The bistriarylamine compound according to claim 1, wherein The structure shown in formula (a) is represented by one of the following: Among them, at least one of Ar1, Ar2, Ar3 is selected from phenyl, biphenyl, terphenyl, X1 is selected from O, S or CR5R6; R5, R6 are each independently selected from substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 20 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms; R m ,R n Each is independently selected from the group consisting of: deuterium, halogen, cyano, alkyl having 1 to 20 carbon atoms, aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms; m' is selected from 0 to 4; n' is selected from 0 to 3; R1,R2,R a ,R b ,R c ,R d ,m,n,p,q,r are the same as those defined in claim 1.

9. The bistriarylamine compound according to claim 1, wherein Ar1, Ar2, and Ar3 are each independently selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms, wherein the substituent in the "substituted or unsubstituted" group is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group, a naphthyl group, a methylphenyl group, a tert-butylphenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirofluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

10. The bistriarylamine compound according to claim 1 or 9, wherein Ar1, Ar2, Ar3 are each independently selected from the group consisting of the following substituted or unsubstituted groups: phenyl, biphenyl, naphthyl, fluorenyl, spirofluorenyl, spirofluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, benzofluorenyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothiophenyl, wherein the substituent in "the substituted or unsubstituted" is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, phenyl, naphthyl, methylphenyl, tert-butylphenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirofluorenyl, dibenzofuranyl, and dibenzothiophenyl.

11. The bistriarylamine compound according to claim 1, wherein R a ,R b ,R c ,R d Each is independently selected from deuterium, halogen, cyano, alkyl having 1 to 6 carbon atoms, cycloalkyl having 3 to 10 carbon atoms, alkoxy having 1 to 6 carbon atoms, phenyl, naphthyl, methylphenyl, tert-butylphenyl, or a group described in formula (b); and / or, R1 and R2 are each independently selected from an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 12 carbon atoms, and a heteroaryl group having 3 to 12 carbon atoms; And / or, R1 and R2 are bonded to each other via a single bond or an oxygen atom to form spirofluorene or spirofluorene xanthene.

12. The bistriarylamine compound according to claim 1, wherein The compound represented by formula (a) is selected from any one of the following chemical structures: 13 . A functional layer comprising the bistriarylamine compound according to claim 1 .

14. Use of the bistriarylamine compound according to any one of claims 1 to 12 and / or the functional layer according to claim 13 in an organic electroluminescent device.

15. An organic electroluminescent device comprising a first electrode, a second electrode and the functional layer according to claim 13, 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.

16. A display or lighting device comprising the organic electroluminescent device according to claim 15.