Arylamine compound, organic electroluminescent apparatus and electronic device

Abstract

The present application belongs to the technical field of organic electroluminescence, and relates to an arylamine compound, an organic electroluminescent apparatus and an electronic device. The arylamine compound has a structure as represented by formula (1). Applying the arylamine compound to an organic electroluminescent apparatus can significantly improve the performance of the organic electroluminescent apparatus.

Description

Arylamine compound, organic electroluminescent device, and electronic device

[0001] Cross-reference to related applications

[0002] This application claims priority to Chinese Patent Application No. 202411099728.4, filed on August 12, 2024, the contents of which are incorporated herein in their entirety. TECHNICAL FIELD

[0003] The present application relates to the technical field of organic electroluminescence, in particular to an arylamine compound, an organic electroluminescent device and an electronic device. BACKGROUND

[0004] With the development of electronic technology and the progress of material science, the application range of electronic elements for realizing electroluminescence is more and more extensive. Such electronic elements generally include a cathode and an anode arranged opposite to each other, and a functional layer arranged between the cathode and the anode. The functional layer is composed of multiple organic or inorganic film layers, and generally includes an organic light-emitting layer, a hole transport layer located between the organic light-emitting layer and the anode, and an electron transport layer located between the organic light-emitting layer and the cathode. Taking an organic electroluminescent device as an example, it generally includes an anode, a hole transport layer, a light-emitting adjustment layer, an organic light-emitting layer, an electron transport layer and a cathode arranged in sequence. When a voltage is applied to the cathode and the anode, an electric field is generated between the two electrodes. Under the action of the electric field, electrons on the cathode side move to the organic light-emitting layer, and holes on the anode side also move to the organic light-emitting layer. The electrons and holes combine in the organic light-emitting layer to form excitons. The excitons in the excited state release energy to the outside, thereby causing the organic light-emitting layer to emit light.

[0005] According to the statistical law of electron spin, singlet excitons and triplet excitons are generated in a ratio of 1:3. For a fluorescent emission organic electroluminescent device that utilizes light emission from singlet excitons, it is said that the limit of internal quantum efficiency is 25%. On the other hand, for a known phosphorescent organic electroluminescent device that utilizes light emission from triplet excitons, singlet excitons effectively undergo intersystem crossing, and the internal quantum efficiency is improved to 100%.

[0006] The prior art discloses a host material that can be used to prepare an organic light-emitting layer in an organic electroluminescent device. However, there is still a need to continue to develop new materials to further improve the performance of organic electroluminescent devices. SUMMARY

[0007] To solve the above problems, the present application aims to provide an arylamine compound, an organic electroluminescent device and an electronic device. The arylamine compound can improve the performance of the organic electroluminescent device and the electronic device, such as reducing the driving voltage of the device, improving the efficiency and the lifetime of the device.

[0008] The first aspect of the present application provides an arylamine compound having a structure as shown in Formula 1:

[0009] wherein A, B and C are each independently selected from hydrogen, deuterium or a group of Formula 2, and only one of A, B and C is a group of Formula 2;

[0010] D represents deuterium; t, m, p and n represent the number of D;

[0011] t is selected from 0, 1, 2, 3 or 4; m is selected from 0, 1, 2, 3 or 4; n is selected from 0, 1 or 2; p is selected from 0, 1, 2 or 3;

[0012] Ar, L, L1and L2are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0013] Ar1and Ar2are the same or different, and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0014] the substituents in L, L1, L2, Ar, Ar1and Ar2are the same or different, and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 12 to 20 carbon atoms.

[0015] The second aspect of the present application provides an organic electroluminescent device, comprising an anode and a cathode arranged oppositely, and a functional layer arranged between the anode and the cathode; the functional layer comprises the arylamine compound disclosed in the first aspect of the present application.

[0016] The third aspect of the present application provides an electronic device comprising the organic electroluminescent device disclosed in the second aspect of the present application.

[0017] The present application provides an arylamine compound composed of a 9H-phenanthro[4,3-C]carbazole and an arylamine group. The 9H-phenanthro[4,3-C]carbazole has large planarity, and has a high first tri-state energy level and high energy transfer ability. The connection of the 9H-phenanthro[4,3-C]carbazole and the arylamine group makes the compound have higher hole transport ability. When the arylamine compound of the present application is used as a host material of an organic electroluminescent device, the luminous efficiency and the lifetime of the device can be significantly improved.

[0018] Other features and advantages of the present application will be illustrated in the following detailed description. BRIEF DESCRIPTION OF DRAWINGS

[0019] The accompanying drawings are included to provide a further understanding of the present application, and constitute a part of this specification that describes it, together with the detailed description that follows, to explain the present application, but are not for a limitation of the present application.

[0020] FIG. 1 is a structural schematic diagram of an organic electroluminescent device according to the present application.

[0021] FIG. 2 is a structural schematic diagram of an electronic device according to the present application.

[0022] Reference numerals 100, anode 200, cathode 300, functional layer 310, hole injection layer 320, hole transport layer 330, light-emitting adjustment layer 340, organic light-emitting layer 350, electron transport layer 360, electron injection layer 400, electronic device DETAILED DESCRIPTION

[0023] In view of the above problems existing in the prior art, the present application aims to provide an arylamine compound, an organic electroluminescent device and an electronic device, which can improve the performance of the organic electroluminescent device and the electronic device, such as reducing the driving voltage of the device, improving the device efficiency and the device lifetime.

[0024] In a first aspect of the present application, an arylamine compound is provided, which has a structure as shown in Formula 1:

[0025] wherein A, B and C are each independently selected from hydrogen, deuterium or a group of Formula 2, and only one of A, B and C is the group of Formula 2;

[0026] D represents deuterium; t, m, p and n represent the number of D;

[0027] t is selected from 0, 1, 2, 3 or 4; m is selected from 0, 1, 2, 3 or 4; n is selected from 0, 1 or 2; p is selected from 0, 1, 2 or 3;

[0028] Ar, L, L1 and L2 are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0029] Ar1and Ar2are the same or different, and are each independently selected from a substituted or unsubstituted aryl group having a carbon number of 6 to 30 or a substituted or unsubstituted heteroaryl group having a carbon number of 3 to 30;

[0030] The substituents in L, L1, L2, Ar, Ar1, and Ar2are the same or different, and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having a carbon number of 1 to 10, a cycloalkyl group having a carbon number of 3 to 10, a deuterated alkyl group having a carbon number of 1 to 10, a halogenated alkyl group having a carbon number of 1 to 10, an aryl group having a carbon number of 6 to 20, a deuterated aryl group having a carbon number of 6 to 20, or a heteroaryl group having a carbon number of 12 to 20.

[0031] In the present application, D represents deuterium.

[0032] In the present application, the description "each of... is independently" and "each of... is independently" and "is independently selected from" can be interchangeable, and should be interpreted broadly, which can mean that in different groups, the specific options expressed by the same symbols do not affect each other, or in the same group, the specific options expressed by the same symbols do not affect each other. For example, "each of R1and R2is independently selected from hydrogen and deuterium" can be expressed as "R1is selected from hydrogen and deuterium, and R2is selected from hydrogen and deuterium", or "R1is selected from hydrogen and deuterium, and R2is selected from hydrogen and deuterium". wherein each q is independently 0, 1, 2, or 3, and each R" is independently selected from hydrogen, deuterium, fluorine, chlorine, and the meaning is that: formula Q-1 represents that there are q substituents R" on the benzene ring, each R" can be the same or different, and the options of each R" do not affect each other; formula Q-2 represents that there are q substituents R" on each benzene ring of the biphenyl, the number q of R" substituents on the two benzene rings can be the same or different, and each R" can be the same or different, and the options of each R" do not affect each other.

[0033] In the present application, the term "substituted or unsubstituted" means that the functional groups described after the term can have or not have substituents (hereinafter, for the sake of description, the substituents are collectively referred to as Rc). For example, "substituted or unsubstituted aryl" means aryl with substituents Rc or aryl without substitution. The above-mentioned substituents, i.e. Rc, for example, can be deuterium, a halogen group, a cyano group, an alkyl group, a halogenated alkyl group, a deuterated alkyl group, a cycloalkyl group, an aryl group, a heteroaryl group, a deuterated aryl group, etc. The number of substitutions can be one or more.

[0034] In the present application, the unpositioned connecting bond refers to a single bond extending from the ring system which means that one end of the connecting bond can be connected to any position in the ring system through which the bond passes, and the other end is connected to the rest of the compound molecule.

[0035] For example, as shown in the following formula (f), a naphthyl group represented by formula (f) is connected to other positions of the molecule through two non-locant bonds that penetrate the bicyclic ring, which is meant to include any of the possible connections as shown in formulae (f-1) to (f-10).

[0036] For example, as shown in the following formula (X'), a dibenzofuranyl group represented by formula (X') is connected to other positions of the molecule through one non-locant bond that penetrates the ring from the middle of one of the benzene rings, which is meant to include any of the possible connections as shown in formulae (X'-1) to (X'-4).

[0037] A non-locant substituent in this application refers to a substituent that is connected to a ring system through a single bond that penetrates the center of the ring system, which is meant to include any of the possible connections as shown in formulae (Y-1) to (Y-7).

[0038] In this application, the number of carbon atoms of L, L1, L2, Ar, Ar1, and Ar2 refers to the total number of carbon atoms. For example, if L1 is selected from a substituted arylene group having a total of 12 carbon atoms, then the total number of carbon atoms of the arylene group and the substituents thereon is 12.

[0039] In this application, "alkyl" can include straight-chain alkyl groups or branched-chain alkyl groups. An alkyl group can have 1 to 10 carbon atoms, and in this application, a numerical range such as "1 to 10" refers to each integer in the given range; for example, "1 to 10 carbon atoms" means that the alkyl group can contain 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10 carbon atoms. Specific examples thereof include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, t-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, heptyl, n-octyl, 2-ethylhexyl, nonyl, decyl, 3,7-dimethyloctyl, and the like.

[0040] In this application, a cycloalkyl group refers to a group derived from a saturated cyclic carbon chain structure. A cycloalkyl group can have 3 to 10 carbon atoms, and in this application, a numerical range such as "3 to 10" refers to each integer in the given range; for example, "5 to 10 carbon atoms" means that the cycloalkyl group can contain 5 carbon atoms, 6 carbon atoms, 7 carbon atoms, 8 carbon atoms, 9 carbon atoms, or 10 carbon atoms. Alternatively, specific examples of cycloalkyl groups include, but are not limited to, cyclopentyl, cyclohexyl, adamantyl, norbornyl, and the like.

[0041] In the present application, aryl refers to an optionally functionalized or substituted group derived from an aromatic carbocyclic ring. The aryl group can be a monocyclic aryl group (e.g., phenyl) or a polycyclic aryl group, in other words, the aryl group can be a monocyclic aryl group, a fused ring aryl group, two or more monocyclic aryl groups linked by carbon-carbon bonds, a monocyclic aryl group and a fused ring aryl group linked by carbon-carbon bonds, two or more fused ring aryl groups linked by carbon-carbon bonds. That is, unless otherwise specified, two or more aromatic groups linked by carbon-carbon bonds can also be considered as aryl groups in the present application. Among them, the fused ring aryl group may, for example, include a bicyclic fused aryl group (such as naphthyl), a tricyclic fused aryl group (such as phenanthryl, fluorenyl, anthryl), etc. The aryl group does not contain heteroatoms such as B, N, O, S, P, Se and Si, etc. Examples of aryl groups can include, but are not limited to, phenyl, naphthyl, fluorenyl, spirobifluorenyl, anthryl, phenanthryl, biphenyl, terphenyl, triphenylenyl (also known as benzo[9,10]phenanthryl), perylenyl, pyrenyl, benzofluoranthene, chrysene, picene, coronene, etc.

[0042] In the present application, the number of carbon atoms in the substituted or unsubstituted aryl group can be selected from 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30. In the present application, biphenyl can be understood as an aryl group substituted by a phenyl group, and can also be understood as an unsubstituted aryl group. In some embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, and in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 18 carbon atoms.

[0043] In the present application, the aryl group refers to a divalent group formed by further losing one hydrogen atom from the aryl group.

[0044] In the present application, the substituted aryl group refers to an aryl group in which one or more hydrogen atoms are replaced by other groups. For example, at least one hydrogen atom is replaced by a deuterium group, a halogen group, a cyano group, an alkyl group, a deuterated alkyl group, a halogenated alkyl group, a cycloalkyl group, an aryl group, a heteroaryl group, a deuterated aryl group, etc. It can be understood that the number of carbon atoms in the substituted aryl group refers to the total number of carbon atoms in the aryl group and the substituents on the aryl group. For example: Ar1 is then the number of carbon atoms is 10.

[0045] In the present application, specific examples of aryl groups as substituents include, but are not limited to, phenyl, naphthyl, etc.

[0046] In the present application, the fluorenyl group can be substituted by one or more substituents. In the case where the above-mentioned fluorenyl group is substituted, the substituted fluorenyl group can be: etc., but is not limited thereto.

[0047] In the present application, the terphenyl group includes​

[0048] In the present application, heteroaryl refers to a monovalent aromatic ring or its derivative containing 1, 2, 3, 4, 5 or 6 heteroatoms in the ring, and the heteroatoms can be at least one of B, O, N, P, Si, Se and S. The heteroaryl can be a monocyclic heteroaryl or a polycyclic heteroaryl, in other words, the heteroaryl can be a single aromatic ring system or a plurality of aromatic ring systems connected by carbon-carbon bonds, and any aromatic ring system is an aromatic monocyclic ring or an aromatic fused ring. For example, the heteroaryl can include thienyl, furanyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridinyl, pyridazinyl, pyrazinyl, quinolinyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolinyl, indolyl, carbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothiophenyl, dibenzothiophenyl, thienothiophenyl, benzofuranyl, phenanthrolinyl, isoxazolyl, thiadiazolyl, benzothiazolyl, phenothiazinyl, silafluorenyl, dibenzofuranyl, and N-arylcarbazolyl (such as N-phenylcarbazolyl), N-heteroarylcarbazolyl (such as N-pyridylcarbazolyl), N-alkylcarbazolyl (such as N-methylcarbazolyl), and the like, without limitation. Among them, thienyl, furanyl, phenanthrolinyl, etc. are single aromatic ring system type heteroaryl, and N-arylcarbazolyl (such as N-phenylcarbazolyl), N-heteroarylcarbazolyl are polycyclic system type heteroaryl connected by carbon-carbon bonds.

[0049] In the present application, the number of carbon atoms of the substituted or unsubstituted heteroaryl can be selected from 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29 or 30. In some embodiments, the substituted or unsubstituted heteroaryl is a substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, in other embodiments, the substituted or unsubstituted heteroaryl is a substituted or unsubstituted heteroaryl having 5 to 18 carbon atoms, and in other embodiments, the substituted or unsubstituted heteroaryl is a substituted or unsubstituted heteroaryl having 12 to 18 carbon atoms.

[0050] In the present application, the heteroaryl group referred to is a divalent group formed by further losing one hydrogen atom from the heteroaryl group.

[0051] In the present application, the substituted heteroaryl can be a heteroaryl in which one or more hydrogen atoms in the heteroaryl is substituted with a group such as deuterium, a halogen group, a cyano group, an alkyl group, a deuterated alkyl group, a halogenated alkyl group, a cycloalkyl group, an aryl group, a heteroaryl group, a deuterated aryl group, and the like. It should be understood that the number of carbon atoms of the substituted heteroaryl refers to the total number of carbon atoms of the heteroaryl and the substituents on the heteroaryl.

[0052] In the present application, "deuterated" means that at least one hydrogen (H) in a compound or a group is replaced by deuterium (D); specifically, a deuterated compound or a deuterated group can be a compound or a group in which one, more than one, or all available hydrogens are replaced by deuterium.

[0053] In the present application, a halogen group can be fluorine, chlorine, bromine, or iodine.

[0054] In the present application, a haloalkyl group can be an alkyl group in which one or more than two hydrogen atoms are replaced by a halogen atom, and specific examples of a haloalkyl group include, but are not limited to, trifluoromethyl.

[0055] In the present application, a deuterated alkyl group can be an alkyl group in which one or more than two hydrogen atoms are replaced by deuterium, and specific examples of a deuterated alkyl group include, but are not limited to, trideuteromethyl.

[0056] In the present application, a deuterated aryl group can be an aryl group in which one or more than two hydrogen atoms (H) are replaced by deuterium (D), and specific examples of a deuterated aryl group include, but are not limited to, pentadeuterophenyl, heptadeuteronaphthyl, and nonadeutero-biphenyl.

[0057] In some embodiments of the present application, B is a group represented by Formula 2, A is hydrogen, and C is selected from hydrogen or deuterium, and t, m, n, and p are all 0.

[0058] In some embodiments of the present application, B is a group represented by Formula 2, A and C are both deuterium, t is 3, m is 4, n is 2, and p is 3.

[0059] In some embodiments of the present application, C is a group represented by Formula 2, A and B are both hydrogen, and t, m, n, and p are all 0.

[0060] In some embodiments of the present application, C is a group represented by Formula 2, A and B are both deuterium, t is 3, m is 4, n is 2, and p is 3.

[0061] In some embodiments of the present application, the arylamine compound has a structure selected from Formula 1-1, Formula 1-2, and Formula 1-3:

[0062] In Formula 1-1, A and C are the same or different, and are each independently selected from hydrogen or deuterium;

[0063] In Formula 1-2, A and B are the same or different, and are each independently selected from hydrogen or deuterium;

[0064] In Formula 1-3, B and C are the same or different, and are each independently selected from hydrogen or deuterium;

[0065] In Formula 1-1, Formula 1-2, and Formula 1-3, D represents deuterium; t, m, p, and q represent the number of D.

[0066] t is selected from 0, 1, 2, 3, or 4; m is selected from 0, 1, 2, 3, or 4; n is selected from 0, 1, or 2; p is selected from 0, 1, 2, or 3;

[0067] Ar, L, L1, and L2 are the same or different, and each is independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0068] Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0069] the substituents in L, L1, L2, Ar, Ar1, and Ar2are the same or different, and each is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 12 to 20 carbon atoms.

[0070] In some preferred embodiments of the present application, the arylamine compound has a structure selected from Formula 1-1 or Formula 1-2.

[0071] In some embodiments of the present application, the arylamine compound has a structure selected from Formula 2-1 to Formula 2-4:

[0072] In Formula 2-1 and Formula 2-3, C is selected from hydrogen or deuterium;

[0073] In Formula 2-1 to Formula 2-4,

[0074] Ar, L, L1, and L2 are the same or different, and each is independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0075] Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0076] The substituents in L, L1, L2, Ar, Ar1and Ar2are the same or different, and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 12 to 20 carbon atoms.

[0077] In some embodiments of the present application, Ar is selected from a substituted or unsubstituted arylene group having 6 to 12 carbon atoms or a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms.

[0078] Optionally, the substituents in Ar are the same or different, and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or a penta-deuterated phenyl group.

[0079] In some embodiments of the present application, Ar is selected from a substituted or unsubstituted arylene group having 6 to 12 carbon atoms or a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms.

[0080] Optionally, the substituents in Ar are the same or different, and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or a penta-deuterated phenyl group.

[0081] In some embodiments of the present application, C is selected from hydrogen or deuterium, selected from the group consisting of:

[0082] In particular, C is selected from hydrogen or deuterium, selected from the group consisting of:

[0083] In some embodiments of the present application, C is a group represented by Formula 2, L is a single bond, and Ar is selected from the group consisting of:

[0084] In particular, C is a group represented by Formula 2, L is a single bond, and Ar is selected from the group consisting of:

[0085] In some embodiments of the present application, L is selected from a single bond or a substituted or unsubstituted arylene group having 6 to 12 carbon atoms.

[0086] Optionally, the substituents in L are the same or different, and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or a penta-deuterated phenyl group.

[0087] In some embodiments of the application, L is selected from the group consisting of a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, or substituted or unsubstituted biphenylene.

[0088] Optionally, the substituents in L are the same or different, and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, i-propyl, t-butyl, phenyl, or penta-deuterated phenyl.

[0089] In some embodiments of the application, L is selected from the group consisting of a single bond, or the following groups:

[0090] In particular, L is selected from the group consisting of a single bond, or the following groups:

[0091] In some embodiments of the application, L1and L2are the same or different, and are each independently a single bond, substituted or unsubstituted arylene having 6 to 14 carbon atoms, or substituted or unsubstituted heteroarylene having 12 to 18 carbon atoms.

[0092] Optionally, the substituents in L1and L2are the same or different, and are each independently selected from deuterium, a halogen group, cyano, an alkyl group having 1 to 5 carbon atoms, phenyl, or penta-deuterated phenyl.

[0093] In some embodiments of the application, L1and L2are the same or different, and are each independently selected from a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted phenanthrylene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted dibenzothiophenylene, or substituted or unsubstituted carbazolylene.

[0094] Optionally, the substituents in L1and L2are the same or different, and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, i-propyl, t-butyl, phenyl, or penta-deuterated phenyl.

[0095] In some embodiments of the application, L1and L2are the same or different, and are each independently selected from the group consisting of a single bond, or the following groups:

[0096] In particular, L1and L2are the same or different, and are each independently selected from the group consisting of a single bond, or the following groups:

[0097] In some embodiments of the application, Ar1and Ar2are the same or different, and are each independently selected from substituted or unsubstituted aryl having 6 to 18 carbon atoms, or substituted or unsubstituted heteroaryl having 12 to 18 carbon atoms.

[0098] Optionally, the substituents in Ar1and Ar2are the same or different, and are each independently selected from the group consisting of deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group, a naphthyl group, or a penta-deuterated phenyl group.

[0099] In some embodiments of the present application, Ar1and Ar2are the same or different, and are each independently selected from the group consisting of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted carbazolyl group.

[0100] Optionally, the substituents in Ar1and Ar2are the same or different, and are each independently selected from the group consisting of deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group, a naphthyl group, or a penta-deuterated phenyl group.

[0101] In some embodiments of the present application, Ar1and Ar2are the same or different, and are each independently selected from the group consisting of:

[0102] In particular, Ar1and Ar2are the same or different, and are each independently selected from the group consisting of:

[0103] In some embodiments of the present application, are the same or different, and are each independently selected from the group consisting of:

[0104] In particular, are the same or different, and are each independently selected from the group consisting of:

[0105] In some embodiments of the present application, Ar1and Ar2in formula 2 are the same or different, and are each independently selected from the group consisting of:

[0106] In particular, Ar1and Ar2in formula 2 are the same or different, and are each independently selected from the group consisting of:

[0107] In some embodiments of the present application, the arylamine compound is selected from the group consisting of: ​​

[0108] In a second aspect of the present application, there is provided an organic electroluminescent device comprising an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; the functional layer comprising the arylamine compound disclosed in the first aspect of the present application.

[0109] Optionally, the functional layer comprises an organic light-emitting layer, and the organic light-emitting layer comprises the arylamine compound disclosed in the first aspect of the present application.

[0110] In an embodiment of the present application, the organic electroluminescent device is a phosphorescent device.

[0111] In a specific embodiment of the present application, the organic electroluminescent device is a red phosphorescent organic electroluminescent device.

[0112] In some embodiments of the present application, the organic electroluminescent device comprises, in sequence, an anode (ITO substrate), a hole transport layer, an emission adjustment layer, an organic light-emitting layer, an electron transport layer, an electron injection layer, a cathode (Mg-Ag mixture), and an organic capping layer.

[0113] In a specific embodiment of the present application, as shown in FIG. 1, the organic electroluminescent device of the present application comprises an anode 100, a cathode 200, and at least one functional layer 300 disposed between the anode layer and the cathode layer, the functional layer 300 comprising a hole injection layer 310, a hole transport layer 320, an emission adjustment layer 330, an organic light-emitting layer 340, an electron transport layer 350, and an electron injection layer 360.

[0114] Optionally, the anode 100 comprises an anode material, which is preferably a material with a large work function that facilitates hole injection into the functional layer. Specific examples of the anode material include metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but are not limited thereto. In an embodiment, the anode is an indium tin oxide (ITO) transparent electrode.

[0115] Optionally, the hole transport layer 320 can comprise one or more hole transport materials, which can be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, without being specifically limited in the present disclosure. For example, in some embodiments of the present disclosure, the hole transport layer 320 is composed of HT-1.

[0116] Optionally, the light-emitting adjustment layer 330 (also referred to as a hole adjustment layer, an electron blocking layer, a hole auxiliary layer, a hole buffer layer, a light-emitting auxiliary layer, or a second hole transport layer) can comprise one or more hole transport materials, which can be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, without being specifically limited in the present disclosure. For example, in some embodiments of the present disclosure, the light-emitting adjustment layer 330 is composed of HT-2.

[0117] Optionally, the organic light-emitting layer 340 can be composed of a single light-emitting material, or can comprise a host material and a guest material. Optionally, the organic light-emitting layer 340 is composed of a host material and a guest material, and the holes and the electrons injected into the organic light-emitting layer 340 can recombine to form excitons in the organic light-emitting layer 340, the excitons transfer energy to the host material, the host material transfers energy to the guest material, and the guest material can emit light.

[0118] The guest material of the organic light-emitting layer 340 can be a compound or a derivative thereof having a condensed aryl ring, a compound or a derivative thereof having a heteroaryl ring, an aromatic amine derivative, or other materials, without being specifically limited in the present disclosure.

[0119] In some embodiments of the present disclosure, the organic electroluminescent device is a red organic electroluminescent device, and the organic electroluminescent device comprises an organic light-emitting layer, and the organic light-emitting layer comprises the arylamine compound of the present disclosure, the compound RH-1, and the guest material RD-01.

[0120] The electron transport layer 350 can be a single-layer structure or a multi-layer structure, and can comprise one or more electron transport materials, which can be selected from benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, or other electron transport materials, without being specifically limited in the present disclosure. For example, in some embodiments of the present disclosure, the electron transport layer 350 can be composed of ET-1 and LiQ.

[0121] Optionally, the cathode 200 comprises a cathode material which is a material having a small work function that is helpful for electron injection into the functional layer. Specific examples of the cathode material include: a metal such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or an alloy thereof; or a multi-layered material such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca, but are not limited thereto. Preferably, a metal electrode comprising silver and magnesium is included as the cathode.

[0122] Optionally, a hole injection layer 310 can also be provided between the anode 100 and the hole transport layer 320 to enhance the ability to inject holes into the hole transport layer 320. The hole injection layer 310 can be selected from a benzidine derivative, a starburst arylamine compound, a phthalocyanine derivative, or other materials, which are not particularly limited in the present application. In some embodiments of the present application, the hole injection layer 310 can be composed of PD-1 and HT-1.

[0123] Optionally, an electron injection layer 360 can also be provided between the cathode 200 and the electron transport layer 350 to enhance the ability to inject electrons into the electron transport layer 350. The electron injection layer 360 can comprise an inorganic material such as an alkali metal sulfide, an alkali metal halide, or the like, or can comprise a complex of an alkali metal and an organic material. In some embodiments of the present application, the electron injection layer 360 can comprise ytterbium (Yb).

[0124] The third aspect of the present application also provides an electronic device comprising the organic electroluminescent device disclosed in the second aspect of the present application.

[0125] For example, as shown in FIG. 2, the electronic device provided by the present application is an electronic device 400 comprising any one of the organic electroluminescent devices described in the above embodiments of the organic electroluminescent device. The electronic device can be a display device, a lighting device, an optical communication device, or other types of electronic devices, for example, can include but are not limited to a computer screen, a mobile phone screen, a television, electronic paper, an emergency lighting lamp, an optical module, and the like. Since the electronic device 400 has the above-mentioned organic electroluminescent device, it has the same beneficial effects, which will not be described here again.

[0126] The present application will be described in detail below with reference to examples, but the following description is used to explain the present application, and is not in any way limiting the scope of the present application.

[0127] Synthetic Examples

[0128] Those skilled in the art will recognize that the chemical reactions described in the application can be used to prepare many of the arylamine compounds of the application, and that other methods for preparing the compounds of the application are also within the scope of the application. For example, the synthesis of the non-exemplified compounds according to the application can be successfully performed by modifications apparent to those skilled in the art, by virtue of the teachings of the above- described exemplary methods, by using other known reagents in place of those described, or by using other known reaction conditions in place of those described. The compounds of the application which are not mentioned in the synthetic methods described in the application are obtained by the methods described in the literature, or by modifications apparent to those skilled in the art.

[0129] Synthesis of Intermediate A-1

[0130] To a three-necked flask, under nitrogen, SMA-1 (20.0 g, 116.2 mmol), SMA-2 (25.5 g, 116.2 mmol), tetrakis(triphenylphosphine)palladium (1.34 g, 1.16 mmol), anhydrous potassium carbonate (32.1 g, 232.5 mmol), tetrabutylammonium bromide (3.74 g, 11.62 mmol), toluene (160 mL), anhydrous ethanol (80 mL) and deionized water (20 mL) were added successively, stirring and heating were started, and the temperature was raised to reflux, and the reaction was allowed to proceed for 16 h. After the system was cooled to room temperature, extraction was performed with dichloromethane (100 mL x 3 times), the organic phases were combined and dried over anhydrous sodium sulfate, and after filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. Silica gel column chromatography was performed on the crude product using n-heptane / dichloromethane as the mobile phase to obtain intermediate A-1 (22.6 g; yield: 73%).

[0131] Synthesis of Intermediate B-1

[0132] To a three-necked flask, under nitrogen, SMA-1 (20.0 g, 116.2 mmol), SMA-2 (25.5 g, 116.2 mmol), tetrakis(triphenylphosphine)palladium (1.34 g, 1.16 mmol), anhydrous potassium carbonate (32.1 g, 232.5 mmol), tetrabutylammonium bromide (3.74 g, 11.62 mmol), toluene (160 mL), anhydrous ethanol (80 mL) and deionized water (20 mL) were added successively, stirring and heating were started, and the temperature was raised to reflux, and the reaction was allowed to proceed for 16 h. After the system was cooled to room temperature, extraction was performed with dichloromethane (100 mL x 3 times), the organic phases were combined and dried over anhydrous sodium sulfate, and after filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. Silica gel column chromatography was performed on the crude product using n-heptane / dichloromethane as the mobile phase to obtain intermediate A-1 (22.6 g; yield: 73%).

[0133] Synthesis of Intermediate C-1

[0134] B-1 (20.0 g, 67.8 mmol) was dissolved in 200 mL of dichloromethane, the solution was cooled to 0 °C. To this solution was added dropwise methanesulfonic acid (3.9 g, 40.7 mmol) at 0 °C, and the mixture was stirred at room temperature overnight. The reaction mixture was gradually poured into ice water, the layers were separated and extracted with dichloromethane (100 mL x 3 times), the organic phases were combined and dried over anhydrous sodium sulfate, after filtration the solvent was removed under reduced pressure to obtain a crude product. The crude product was purified by column chromatography on silica gel using n-heptane / dichloromethane as the mobile phase to obtain intermediate C-1 (11.6 g; yield: 65%).

[0135] Synthesis of intermediate D-1

[0136] C-1 (20.0 g, 76.1 mmol), bis(pinacolato)diboron (29.0 g, 114.2 mmol), potassium acetate (14.9 g, 152.2 mmol) were added to a reaction flask containing 200 mL of 1,4-dioxane. Palladium acetate (0.17 g, 0.76 mmol) and S-Phos (0.62 g, 1.52 mmol) were slowly added to the reaction flask under stirring, the temperature was raised to reflux and left overnight. The reaction mixture was cooled to room temperature, the solids were removed by filtration, the liquid was extracted with dichloromethane (100 mL x 3 times), the organic phases were combined and dried over anhydrous sodium sulfate, after filtration the solvent was removed under reduced pressure to obtain a crude product. The crude product was purified by column chromatography on silica gel using n-heptane / dichloromethane as the mobile phase to obtain intermediate D-1 (19.1 g; yield: 71%).

[0137] Synthesis of intermediate E-1

[0138] To a three-necked flask, under nitrogen protection, were sequentially added D-1 (20.0 g, 56.4 mmol), SMB-1 (11.4 g, 56.4 mmol), tetrakis(triphenylphosphine)palladium (0.65 g, 0.56 mmol), anhydrous potassium carbonate (15.6 g, 112.9 mmol), tetrabutylammonium bromide (1.82 g, 5.64 mmol), toluene (160 mL), anhydrous ethanol (80 mL) and deionized water (20 mL), stirring and heating were started, the temperature was raised to reflux, and the reaction was allowed to proceed for 16 h. After the system was cooled to room temperature, extraction was performed with dichloromethane (100 mL x 3 times), the organic phases were combined and dried over anhydrous sodium sulfate, after filtration the solvent was removed under reduced pressure to obtain a crude product. The crude product was purified by column chromatography on silica gel using n-heptane / dichloromethane as the mobile phase to obtain intermediate E-1 (14.2 g; yield: 72%).

[0139] The intermediates E-X (X is an integer of 2 to 5) shown in Table 1 below were synthesized according to the synthetic method of the intermediate E-1, using the reactant A in Table 1 instead of SMB-1:

[0140] Table 1

[0141] Synthesis of the intermediate F-1

[0142] E-1 (20.0 g, 57.2 mmol) and triphenylphosphine (45.1 g, 171.7 mmol) were added to o-dichlorobenzene (200 mL), and the mixture was stirred at 200°C for 25 hours. The reaction mixture was cooled to room temperature, and the solvent was evaporated in vacuo. The crude product was purified by silica gel column chromatography, eluted with a mixed solvent of toluene and cyclohexane, to obtain the intermediate F-1 (11.8 g; yield: 65%).

[0143] The intermediates F-X (X is an integer of 2 to 5) shown in Table 2 were synthesized according to the synthetic method of the intermediate F-1, using the reactant B in Table 2 instead of E-1:

[0144] Table 2

[0145] Synthesis of the compound 211

[0146] F-1 (20.0 g, 63.0 mmol), SMD-1 (25.2 g, 63.0 mmol), tris(dibenzylideneacetone)dipalladium (0.58 g, 0.63 mmol), 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.6 g, 1.26 mmol), sodium tert-butoxide (9.1 g, 94.5 mmol), xylene (200 mL) were mixed, and the mixture was refluxed at 140°C for 6 hours. When the reaction was completed, the resulting mixture was extracted with dichloromethane and deionized water. The organic layer was dried with MgSO4, filtered, and concentrated under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-hexane as an eluent, to obtain the compound 211 (30.5 g; yield: 76%) as a white solid.

[0147] The compounds shown in Table 3 were synthesized according to the synthetic method of the compound 211, using the reactant C in Table 3 instead of SMD-1.

[0148] Table 3

[0149] Synthesis of the intermediate G-1

[0150] F-2 (20.0 g, 56.8 mmol), SMF-1 (8.9 g, 56.8 mmol), potassium carbonate (17.3 g, 125.1 mmol), cuprous iodide (2.2 g, 11.4 mmol), 18-crown-6 (1.5 g, 5.7 mmol), 1,10-phenanthroline (4.1 g, 22.7 mmol), N,N-dimethylformamide (200 mL) were mixed and refluxed for 24 h. After completion of the reaction, it was cooled to room temperature, deionized water (500 mL) was added, and a large amount of solid was precipitated. The solid was filtered, and the filter cake was dissolved in dichloromethane (300 mL). The organic layer was washed with water until neutral, dried over anhydrous magnesium sulfate, and concentrated. The crude product was purified by column chromatography using silica gel with dichloromethane / n-hexane as an eluent to obtain intermediate G-1 (15.3 g; yield: 63%).

[0151] Referring to the synthesis method of intermediate G-1, the intermediate G-X (X is an integer of 2 to 7) shown in Table 4 was synthesized using the reactant D shown in Table 4 instead of F-2 and the reactant E instead of SMF-1.

[0152] Table 4

[0153] Synthesis of Compound 1

[0154] G-6 (20.0 g, 46.7 mmol), SMC-1 (7.9 g, 46.7 mmol), tris(dibenzylideneacetone)dipalladium (0.43 g, 0.46 mmol), 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.45 g, 0.93 mmol), sodium tert-butoxide (6.7 g, 70.1 mmol), and xylene (200 mL) were mixed and refluxed at 140°C for 6 h. When the reaction was completed, extraction was performed using dichloromethane and deionized water. The organic phase was dried with MgSO4, filtered, and the organic layer was concentrated under reduced pressure to obtain a crude product. The crude product was purified by column chromatography using silica gel with dichloromethane / n-hexane as an eluent to obtain white solid compound 1 (19.1 g; yield: 73%).

[0155] Referring to the synthesis method of compound 1, the compound shown in Table 5 was synthesized using the reactant F in Table 5 instead of SMC-1 and the reactant G instead of G-6.

[0156] Table 5

[0157] The mass spectrometry data of some of the compounds are shown in Table 6 below:

[0158] Table 6

[0159] The NMR data of some compounds are shown in Table 7 below:

[0160] Table 7

[0161] Preparation of an organic electroluminescent device

[0162] Example 1: Preparation of a red organic electroluminescent device

[0163] First, an anode pre-treatment was performed by the following process: UV ozone and O2:N2 plasma were used to treat the surface of an ITO / Ag / ITO substrate with thicknesses of 1500 nm / 10 nm / 1500 nm, respectively, to increase the work function of the anode, and an organic solvent was used to clean the surface of the ITO / Ag / ITO substrate to remove impurities and oil on the surface of the substrate.

[0164] PD-1 and HT-1 were co-evaporated on the experimental substrate (anode) at a ratio of 1%:99% of the evaporation rate to form a hole injection layer with a thickness of 20 nm.

[0165] HT-1 was vacuum evaporated on the hole injection layer to form a hole transport layer with a thickness of 50 nm.

[0166] Compound HT-2 was vacuum evaporated on the hole transport layer to form an emission adjustment layer with a thickness of 10 nm.

[0167] On the emission adjustment layer, RH-1:Compound 211:RD-01 were co-evaporated at a ratio of 49%:49%:2% of the evaporation rate to form an organic light-emitting layer with a thickness of 50 nm.

[0168] Compound ET-1 and LiQ were mixed at a weight ratio of 1:1 and evaporated to form an electron transport layer with a thickness of 30 nm.

[0169] Yb was evaporated on the electron transport layer to form an electron injection layer with a thickness of 10 nm, and then magnesium (Mg) and silver (Ag) were mixed at a ratio of 1:9 of the evaporation rate and vacuum evaporated on the electron injection layer to form a cathode with a thickness of 200 nm.

[0170] In addition, CP-1 was vacuum evaporated on the above-mentioned cathode to form an organic cover layer with a thickness of 10 nm, thereby completing the manufacture of a red organic electroluminescent device.

[0171] Examples 2-19

[0172] ​​​​​​​​​An organic electroluminescent device was produced using the same method as in Example 1, except that the compound of Table 8 (collectively referred to as "Compound X") was used instead of Compound 211 in Example 1 when forming the organic light-emitting layer.

[0173] Comparative Examples 1-3

[0174] An organic electroluminescent device was produced using the same method as in Example 1, except that Compound A, Compound B and Compound C of Table 8 were used instead of Compound 211 in Example 1, respectively, when forming the organic light-emitting layer.

[0175] In the preparation of each of the examples and comparative examples, the main compounds used had the following structures:

[0176] The red organic electroluminescent devices produced in Examples 1-19 and Comparative Examples 1-3 were tested for performance, and the IVL performance of the devices was tested at 10 mA / cm 2 , the T95 device lifetime was tested at 20 mA / cm 2 , and the test results are shown in Table 8.

[0177] Table 8

[0178] As can be seen from the above table, when the arylamine compound of the present application is used as the host material of the organic electroluminescent device, the current efficiency of the device is at least 19.6% higher and the lifetime is at least 11.1% longer than in Comparative Examples 1-3.

[0179] The arylamine compound of the present application significantly improves the performance of the organic electroluminescent device when used as the organic host material. The reason for this is that the arylamine compound provided by the present application is composed of a 9H-phenanthro[4,3-C]carbazole and an arylamine group. The 9H-phenanthro[4,3-C]carbazole has a large planarity, a high first tri-state energy level and a high energy transfer ability. The connection of the 9H-phenanthro[4,3-C]carbazole to the arylamine group makes the compound have a higher hole transport ability. When the arylamine compound of the present application is used as the host material of the organic electroluminescent device, the luminous efficiency and the lifetime of the device can be significantly improved.

[0180] The above describes some embodiments of the present application in detail in conjunction with the drawings, but the present application is not limited to the specific details of the above-described embodiments. Within the technical concept of the present application, various simple modifications can be made to the technical solutions of the present application, and these simple modifications all belong to the protection scope of the present application.

Claims

1. An arylamine compound characterized in that, The arylamine compound has a structure as shown in Formula 1: wherein A, B and C are each independently selected from hydrogen, deuterium or a group of Formula 2, and only one of A, B and C is a group of Formula 2; D represents deuterium; t, m, p and n represent the number of D; t is selected from 0, 1, 2, 3 or 4; m is selected from 0, 1, 2, 3 or 4; n is selected from 0, 1 or 2; p is selected from 0, 1, 2 or 3; Ar, L, L1and L2are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms; Ar1and Ar2are the same or different, and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; the substituents in L, L1, L2, Ar, Ar1and Ar2are the same or different, and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 12 to 20 carbon atoms.

2. The arylamine compound according to claim 1, characterized by The arylamine compound has a structure selected from the group consisting of Formula 1-1, Formula 1-2, and Formula 1-3: In Formula 1-1, A and C are the same or different, and are each independently selected from hydrogen or deuterium; In Formula 1-2, A and B are the same or different, and are each independently selected from hydrogen or deuterium; In Formula 1-3, B and C are the same or different, and are each independently selected from hydrogen or deuterium.

3. The arylamine compound according to claim 1, characterized by Ar is selected from a substituted or unsubstituted arylene group having 6 to 12 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms; Optionally, the substituents in Ar are the same or different, and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or a penta-deuterated phenyl group.

4. The arylamine compound according to claim 1, characterized by Ar is selected from a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted dibenzofuranylene group, or a substituted or unsubstituted dibenzothiophenylene group; Optionally, the substituents in Ar are the same or different, and are each independently selected from deuterium, fluorine, a cyano group, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, a t-butyl group, a phenyl group, or a penta-deuterated phenyl group.

5. The arylamine compound according to claim 1, characterized by L is selected from a single bond, or a substituted or unsubstituted arylene group having 6 to 12 carbon atoms; L1and L2are the same or different, and are each independently a single bond, a substituted or unsubstituted arylene group having 6 to 14 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms; Optionally, the substituents in L, L1and L2are the same or different, and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or a penta-deuterated phenyl group.

6. The arylamine compound according to claim 1, characterized by L is selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, or a substituted or unsubstituted biphenylene group; L1and L2are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted phenanthrylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted dibenzothiophenylene group, or a substituted or unsubstituted carbazolylene group; Optionally, the substituents in L, L1and L2are the same or different, and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, i-propyl, t-butyl, phenyl or penta-deuterated phenyl.

7. The arylamine compound according to claim 1, characterized by Ar1and Ar2are the same or different, and are each independently selected from a substituted or unsubstituted aryl group having 6 to 18 carbon atoms or a substituted or unsubstituted heteroaryl group having 12 to 18 carbon atoms; Optionally, the substituents in Ar1and Ar2are the same or different, and are each independently selected from deuterium, a halogen group, cyano, an alkyl group having 1 to 5 carbon atoms, phenyl, naphthyl or penta-deuterated phenyl.

8. The arylamine compound according to claim 1, characterized by Ar1and Ar2are the same or different, and are each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted carbazolyl group; Optionally, the substituents in Ar1and Ar2are the same or different, and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, i-propyl, t-butyl, phenyl, naphthyl or penta-deuterated phenyl.

9. The arylamine compound according to claim 1, characterized by the same or different and each independently selected from the group consisting of:

10. The arylamine compound according to claim 1, characterized by in formula 2 selected from the group consisting of:

11. The arylamine compound according to claim 1, characterized by The arylamine compound is selected from the group consisting of:

12. An organic electroluminescent device, characterized by An organic electroluminescence device comprising an anode and a cathode arranged opposite to each other, and a functional layer arranged between the anode and the cathode; The functional layer comprises the arylamine compound according to any one of claims 1 to 11; Optionally, the functional layer comprises an organic light-emitting layer, and the organic light-emitting layer comprises the arylamine compound according to any one of claims 1 to 11; Optionally, the functional layer further comprises a hole injection layer, a hole transport layer, a light-emitting adjustment layer, an electron transport layer and an electron injection layer; Optionally, the organic electroluminescence device is a red organic electroluminescence device.

13. An electronic device, characterized by An organic electroluminescence device comprising the organic electroluminescence device according to claim 12.

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