Arylamine compound and organic electroluminescent device thereof

Abstract

The invention provides an arylamine compound and an organic electroluminescent device thereof, and particularly relates to the technical field of organic photoelectric materials. When the arylamine compound is applied to a hole transport layer in a device, holes can be effectively transmitted to a light-emitting layer, and the carrier transfer rate is increased; when the compound is applied to a light-emitting layer in a device, the distribution of electrons and holes in the light-emitting layer is more balanced, and the utilization efficiency of excitons is higher, so that the device has higher light-emitting efficiency and longer service life. The preparation method of the compound is simple, raw materials are easy to obtain, and the compound can be widely applied to the fields of panel display, organic thin film transistors, illumination light sources and the like and has good application effects and industrialization prospects.

Description

Technical Field

[0001] The invention relates to the technical field of organic photoelectric materials, and in particular to an aromatic amine compound and an organic electroluminescent device thereof. Background Art

[0002] Organic electroluminescent (OLED) technology has gradually taken a leading position in the optoelectronic field with its breakthrough advantages and potential merits. Compared with liquid crystal displays, OLED displays have significant characteristics such as active luminescence, wide temperature range, fast response speed, good contrast, no viewing angle limitation, and low energy consumption. It has broad application prospects in the fields of display panels and lighting appliances.

[0003] The mechanism of OLED light emission is that when the device is driven by voltage, carriers (electrons and holes, respectively) are injected from the positive and negative electrodes. The carriers are transferred between the organic molecules of the functional transport layer and move to the light-emitting layer. The electrons and holes are combined in the light-emitting molecules to form excitons, and then the excitons migrate within a certain range to transfer energy. The molecules that capture energy are excited and transition from a stable state to an unstable excited state. When they return to a stable ground state, they release energy. The energy decays in the form of radiation photons, resulting in light emission. According to the mechanism of organic electroluminescence, in order to obtain the maximum luminous efficiency and a long working life, the device structure and its design are very important. The structure of a general light-emitting device is a cathode, an electron injection layer, an electron transport layer, a hole blocking layer, a light-emitting layer, an electron blocking layer, a hole transport layer, a hole injection layer, and an anode, which is a multilayer structure. There are also two or more independent electroluminescent units connected in series through a charge generation layer to form a stacked OLED.

[0004] The role of the hole transport layer (HTL) is to effectively transfer holes from the injection layer to the light-emitting layer, balance the transmission of electrons, improve the carrier transfer rate, and increase the probability of exciton formation in the light-emitting layer; the light-emitting layer (EML) is a key part of the entire light-emitting process. It uses the electroluminescent properties of organic materials to generate visible light through the combination of electrons and holes, thereby realizing the functions of displays or other optoelectronic devices.

[0005] In order to continuously improve the performance of the device, it is worth considering how to design a hole transport layer material that can effectively transport holes to the light-emitting layer and increase the carrier transfer rate; a light-emitting layer main material that can make the distribution of electrons and holes in the light-emitting layer more balanced and the exciton utilization efficiency higher, so that the device has higher luminous efficiency and longer service life. Summary of the invention

[0006] In order to solve the above problems, the present invention aims to provide an aromatic amine compound and an organic electroluminescent device thereof, which can improve the luminous efficiency of the organic electroluminescent device and extend the service life of the device.

[0007] The present invention provides an aromatic amine compound, wherein the aromatic amine compound is selected from the structure represented by formula I:

[0008]

[0009] Wherein, the x is independently selected from any one of CH and N;

[0010] The Ar 1 Selected from the structure represented by formula II:

[0011]

[0012] The X 1 Any one selected from O and S;

[0013] The R 1 , R 2 Any one independently selected from hydrogen, deuterium, tritium, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic fused ring group, substituted or unsubstituted C1-C25 heterocycloalkane and C6-C30 aromatic ring fused ring group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic fused ring group;

[0014] The R a , R b Any one independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic fused ring group, substituted or unsubstituted C1-C25 heterocycloalkane and C6-C30 aromatic fused ring group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic fused ring group;

[0015] The 1 Selected from 0, 1, 2, 3 or 4; when there are two or more R 1 When two or more R 1 The same or different from each other, or two adjacent R 1 are connected to each other to form a substituted or unsubstituted ring; the n 2 Selected from 0, 1, 2, 3 or 4; when there are two or more R2 When two or more R 2 The same or different from each other, or two adjacent R 2 are connected to each other to form a substituted or unsubstituted ring;

[0016] The a 1 Selected from 0, 1, 2 or 3; when there are two or more R a When two or more R a The same or different from each other, or two adjacent R a are connected to each other to form a substituted or unsubstituted ring; said b 1 Selected from 0, 1, 2, 3 or 4; when there are two or more R b When two or more R b The same or different from each other, or two adjacent R b They are connected to each other to form a substituted or unsubstituted C3-C13 ring;

[0017] The Ar 2 Select any one of the following structures:

[0018]

[0019] The y is independently selected from any one of CH and N;

[0020] The v is independently selected from any one of CH and N, and at least one of the v is selected from N;

[0021] The X 2 Selected from O, S, N (R k )

[0022] The R c , R d independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic fused ring group, substituted or unsubstituted C1-C25 heterocycloalkane and C6-C30 aromatic fused ring group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic fused ring group; wherein R c , R dIn “substituted or unsubstituted”, the substituent is selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, C1-C25 alkyl, C3-C12 cycloalkyl, C1-C25 heterocycloalkyl, C6-C30 aryl, and C2-C30 heteroaryl;

[0023] The said R k is selected from any one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl;

[0024] The said c 1 is selected from 0, 1, 2, 3 or 4; when there are two or more Rs c present, the two or more Rs c are the same as or different from each other;

[0025] The said d 1 is selected from 0, 1, 2, 3, 4, 5 or 6; when there are two or more Rs d present, the two or more Rs d are the same as or different from each other;

[0026] The said L is selected from a single bond or any one of the following groups or a combination of two or more of the following groups:

[0027]

[0028] The said u is independently selected from any one of CH and N;

[0029] The said Y a , Y b are independently selected from any one of O, S, N(R m );

[0030] The said Y c is selected from C(R i R j ), N(R t );

[0031] The said Y d , Y d ’ are independently selected from any one of O, S, C(R i ’R j ’), N(R t ’);

[0032] The said ring A is selected from substituted or unsubstituted C3-C10 alicyclic rings;

[0033] The said Re , R e '、R i , R i '、R j , R j ' is independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3-C30 alicyclic and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C1-C25 heterocycloalkane and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C3-C25 alicyclic and a C2-C30 heteroaromatic ring, or R i , R j are connected to form a substituted or unsubstituted ring;

[0034] The R m , R t , R t 'Independently selected from any one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl;

[0035] The q is selected from 1, 2, 3 or 4;

[0036] The 1 is selected from 0, 1, 2, 3 or 4; said e 2 is selected from 0, 1, 2, 3, 4, 5 or 6; said e 3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said e 4 is selected from 0, 1 or 2; said e 5 Selected from 0, 1, 2 or 3; when there are two or more R e When two or more R e The same or different from each other, or two adjacent R e are connected to each other to form a substituted or unsubstituted ring;

[0037] The e' 1 Selected from 0, 1 or 2; when there are two or more R e ', two or more R e 'same or different from each other;

[0038] The L 1 , L 2Any one independently selected from a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, a substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring condensed ring group, and a substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring condensed ring group.

[0039] The present invention also provides an organic electroluminescent device, comprising an anode, a cathode, and an organic layer located between the anode and the cathode, wherein the organic layer contains at least one of the aromatic amine compounds described in the present invention.

[0040] Beneficial Effects

[0041] The present invention provides an aromatic amine compound, which can effectively transfer holes to a light-emitting layer when used in a hole transport layer in a device, thereby increasing the carrier transfer rate; when used in a light-emitting layer in a device, the compound can make the distribution of electrons and holes in the light-emitting layer more balanced, and the exciton utilization efficiency is higher, thereby making the device have higher luminous efficiency and longer service life. The preparation method of the compound provided by the present invention is simple, the raw materials are easily available, and the industrialization needs can be met, and the compound has good industrialization prospects. DETAILED DESCRIPTION

[0042] The following will be clearly and completely described in conjunction with the technical solutions of the embodiments of the present invention. Obviously, the described embodiments are only a part of the embodiments of the present invention, rather than all the embodiments. After reading the present invention, modifications of various equivalent forms of the present invention by those skilled in the art all fall within the scope defined by the present invention.

[0043] In this manual, It means the portion to which another substituent is attached. Can be attached at any optional position of the attached group / fragment.

[0044] In this specification, when a substituent or a bond at a connection site runs through two or more rings, it indicates that it can be connected to any of the two or more rings, specifically, it can be connected to any of the corresponding optional sites of the ring. For example, Can be expressed Can be expressed And so on.

[0045] In the present specification, when the position of a substituent or a bonding site on a ring is not fixed, it means that it can be bonded to any one of any optional sites of the ring.

[0046] For example, Can be expressed Can be expressed Can be expressed And so on.

[0047] Examples of the halogen atom described in the present invention may include fluorine, chlorine, bromine and iodine.

[0048] The alkyl group described in the present invention refers to a monovalent group formed by removing a hydrogen atom from an alkane molecule, and may include a straight-chain alkyl group or a branched-chain alkyl group, preferably having 1 to 25 carbon atoms, more preferably 1 to 12 carbon atoms, more preferably 1 to 8 carbon atoms, and particularly preferably 1 to 6 carbon atoms. For example, the alkyl group may be selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, etc., but is not limited thereto.

[0049] The cycloalkyl group of the present invention refers to a monovalent group formed by removing a hydrogen atom from a cyclic alkane molecule, preferably having 3 to 25 carbon atoms, more preferably 3 to 12 carbon atoms, particularly preferably 5 to 10 carbon atoms, and most preferably 5 to 7 carbon atoms. For example, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, bornyl, etc., but not limited thereto.

[0050] The heterocycloalkyl group of the present invention refers to a group formed by removing a hydrogen atom from a heterocyclic molecule whose ring atoms contain at least one heteroatom in addition to carbon atoms, wherein the heteroatom includes but is not limited to oxygen, sulfur, nitrogen or phosphorus, preferably having 1 to 25 carbon atoms, more preferably 1 to 15 carbon atoms, more preferably 2 to 12 carbon atoms, and particularly preferably 2 to 6 carbon atoms. For example, piperidinyl, piperazinyl, tetrahydropyrrolyl, morpholinyl, thiomorpholinyl, oxiranyl, cyclothioranyl, propylene radical, etc., but not limited thereto.

[0051] The aryl group of the present invention refers to a group formed by removing a hydrogen atom from an aromatic carbon nucleus of an aromatic hydrocarbon molecule, which may be a monocyclic aryl group or a condensed ring aryl group, preferably having 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, particularly preferably 6 to 15 carbon atoms, and most preferably 6 to 12 carbon atoms. For example, it may be selected from phenyl, biphenyl, terphenyl, quaterphenyl, pentaphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, pyrenyl, etc., but not limited thereto.

[0052] The heteroaryl group of the present invention refers to a group formed by replacing one or more aromatic carbon atoms in an aromatic group with a heteroatom, wherein the heteroatom includes but is not limited to oxygen, sulfur, nitrogen or phosphorus, and the heteroaryl group may be a monocyclic heteroaryl group or a condensed ring heteroaryl group, preferably having 2 to 30 carbon atoms, more preferably 2 to 18 carbon atoms, particularly preferably 2 to 15 carbon atoms, and most preferably 2 to 12 carbon atoms. For example, it may be selected from pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, carbazolyl, furanyl, benzofuranyl, thienyl, benzothienyl, indolyl, dibenzofuranyl, dibenzothienyl, carbazole, oxazolyl, benzoxazolyl, thiazolyl, benzothiazolyl, imidazolyl, benzimidazolyl, etc., but is not limited thereto.

[0053] The arylene group of the present invention refers to a divalent group formed by removing one hydrogen atom from each of the two aromatic carbon nuclei of an aromatic hydrocarbon molecule, which may be a divalent monocyclic aromatic group or a divalent condensed aromatic group, preferably having 6 to 30 carbon atoms, preferably 6 to 25 carbon atoms, more preferably 6 to 20 carbon atoms, particularly preferably 6 to 18 carbon atoms, and most preferably 6 to 12 carbon atoms. For example, it may be selected from phenylene, biphenylene, terphenylene, naphthylene, anthrylene, phenanthrenyl, triphenylene, fluorenylene, pyrenylene, perylene, etc., but is not limited thereto.

[0054] The heteroaryl group of the present invention refers to a group formed after one or more aromatic carbon atoms in the aryl group are replaced by heteroatoms, and the heteroatoms include but are not limited to oxygen, sulfur, nitrogen or phosphorus. The divalent heteroaryl group can be a divalent monocyclic heteroaryl group or a divalent condensed ring heteroaryl group, preferably having 2 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and particularly preferably 6 to 15 carbon atoms. For example, it can be selected from pyridylene, pyrimidylene, pyrazinylene, pyridazinylene, triazinylene, bipyridylene, bipyrimidylene, phenylpyridylene, phenylpyrimidylene, quinolylene, isoquinolylene, furanylene, thienylene, carbazolylene, benzofuranylene, benzothienylene, benzocarbazolylene, dibenzofuranylene, dibenzothienylene, dibenzocarbazolylene, benzodibenzofuranylene, benzodibenzothienylene, etc., but is not limited thereto.

[0055] The fused cyclic group of an alicyclic ring and an aromatic ring of the present invention refers to a monovalent group formed by condensing an alicyclic ring and an aromatic ring and removing a hydrogen atom. It preferably has 7 to 30 carbon atoms, more preferably 7 to 18 carbon atoms, and most preferably 7 to 13 carbon atoms, for example, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, naphthocyclopropyl, naphthocyclobutyl, naphthocyclopentyl, naphthocyclohexyl, etc., but is not limited thereto.

[0056] The fused cyclic radical of an alicyclic ring and an aromatic ring of the present invention refers to a divalent group formed by removing two hydrogen atoms after the alicyclic ring and the aromatic ring are fused together. It preferably has 7 to 30 carbon atoms, more preferably 7 to 18 carbon atoms, and most preferably 7 to 13 carbon atoms, for example, benzocyclopropylene, benzocyclobutylene, benzocyclopentylene, benzocyclohexylene, benzocycloheptylene, naphthocyclopropylene, naphthocyclobutylene, naphthocyclopentylene, naphthocyclohexylene, etc., but is not limited thereto.

[0057] The fused ring group of heterocycloalkane and aromatic ring of the present invention refers to a monovalent group formed by removing a hydrogen atom after the heterocycloalkane and aromatic ring are fused together. It preferably has 6 to 30 carbon atoms, more preferably 7 to 18 carbon atoms, and most preferably 7 to 13 carbon atoms, for example, benzotetrahydropyrrolyl, naphthotetrahydropyrrolyl, phenanthrotetrahydropyrrolyl, benzazetidinyl, benzopiperidinyl, naphthopiperidinyl, phenanthropiperidinyl, etc., but is not limited thereto.

[0058] The fused ring group of an alicyclic ring and a heteroaromatic ring described in the present invention refers to a monovalent group formed by condensing an alicyclic ring and a heteroaromatic ring together and removing a hydrogen atom. It preferably has 5 to 30 carbon atoms, more preferably 5 to 18 carbon atoms, and most preferably 5 to 12 carbon atoms, for example, dibenzofuranocyclopropyl, dibenzofuranocyclobutyl, dibenzofuranocyclopentyl, dibenzofuranocyclohexyl, dibenzofuranocycloheptyl, dibenzothienocyclopropyl, dibenzothienocyclobutyl, dibenzothienocyclopentyl, dibenzothienocyclohexyl, dibenzothienocycloheptyl, carbazolylcyclopropyl, carbazolylcyclobutyl, carbazolylcyclopentyl, carbazolylcyclohexyl, carbazolylcycloheptyl, pyridocyclopropyl, pyridocyclobutyl, pyridocyclopentyl, pyridocyclohexyl, pyridobenzocycloheptyl, pyrimidocyclopropyl, pyrimidocyclobutyl, pyrimidocyclopentyl, pyrimidocyclohexyl, pyrimidobenzocycloheptyl, pyrimidocyclopropyl, pyrimidocyclobutyl, pyrimidocyclopentyl, pyrimidocyclohexyl, pyrimidobenzocycloheptyl,

[0059] The sub-fused cyclic group of the alicyclic ring and the heteroaromatic ring of the present invention refers to a divalent group formed by removing two hydrogen atoms after the alicyclic ring and the heteroaromatic ring are fused together. It preferably has 5 to 30 carbon atoms, more preferably 5 to 18 carbon atoms, and most preferably 5 to 12 carbon atoms, for example, pyridocyclopropyl, pyridocyclobutyl, pyridocyclopentyl, pyridocyclohexyl, pyridobenzocycloheptyl, pyrimidocyclopropyl, pyrimidocyclobutyl, pyrimidocyclopentyl, pyrimidocyclohexyl, pyrimidobenzocycloheptyl, dibenzofuranocyclopropyl, dibenzofuranocyclobutyl, pyrimidocyclopentyl, pyrimidocyclohexyl, pyrimidobenzocycloheptyl, dibenzofuranocyclopropyl, dibenzofuranocyclobutyl, dibenzofuranocyclopentyl ...propyl, dibenzofuranocyclobutyl, dibenzofuranocyclopentyl, dibenzofuranocyclopentyl, dibenzofuranocyclopropyl, dibenzofuranocyclobutyl, dibenzofuranocyclopentyl, dibenzofuranocyclopropyl, dibenzofuranocyclobutyl, dibenzofuranocyclopentyl, dibenzofuranocyclopropyl, di The invention also includes but is not limited to a cyclobutyl group, a dibenzofuranocyclopentyl group, a dibenzofuranocyclohexyl group, a dibenzofuranocycloheptyl group, a dibenzothienocyclopropyl group, a dibenzothienocyclobutyl group, a dibenzothienocyclopentyl group, a dibenzothienocyclohexyl group, a dibenzothienocycloheptyl group, a carbazolylcyclopropyl group, a carbazolylcyclobutyl group, a carbazolylcyclopentyl group, a carbazolylcyclohexyl group, a carbazolylcycloheptyl group, and the like.

[0060] The substituents in the "substituted or unsubstituted" described in the present invention can be independently selected from deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted C1~C12 alkyl, substituted or unsubstituted C3~C12 cycloalkyl, substituted or unsubstituted C6~C30 aryl, substituted or unsubstituted C2~C30 heteroaryl, substituted or unsubstituted C1~C12 alkoxy, substituted or unsubstituted C1~C6 alkylthio, substituted or unsubstituted C1~C12 alkylamino, substituted or unsubstituted C6~C30 aryloxy, substituted or unsubstituted C6~C30 arylamino, etc., but are not limited to these, or two adjacent substituents can be connected to form a ring. Deuterium, halogen, cyano, nitro, C1-C12 alkyl, C3-C12 cycloalkyl, C6-C30 aryl, C2-C30 heteroaryl, C1-C12 alkoxy, and specific examples include deuterium, fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, cyclopropyl, cyclohexyl, adamantyl, norbornyl, phenyl, tolyl, mesityl, pentadeuterated phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, peryl, pyrenyl, fluoranthenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl- 9-phenylfluorenyl, 9,9'-spirobifluorenyl, carbazolyl, 9-phenylcarbazolyl, carbazolindolyl, pyrrolyl, furanyl, thienyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, oxazolyl, thiazolyl, imidazolyl, benzoxazolyl, benzothiazolyl, benzotriazolyl, benzimidazolyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, phenothiazinyl, phenoxazinyl, acridinyl, benzocyclobutane, benzocyclobutene, benzocyclopentane, benzocyclopentene, benzocyclohexane, benzocyclohexene, etc., but not limited thereto. Or when the substituent is multiple, the multiple substituents are the same or different from each other; or adjacent substituents can be connected to form a ring.

[0061] The term "connected to form a ring" used in the present invention refers to two groups connected to each other by a chemical bond and optionally aromatized. For example:

[0062]

[0063] In the present invention, the ring formed by connection can be an aromatic ring system, an aliphatic ring system or a ring system formed by the fusion of the two. The ring formed by connection can be a three-membered ring, a four-membered ring, a five-membered ring, a six-membered ring or a fused ring, such as benzene, naphthalene, indene, cyclopentene, cyclopentane, cyclopentanebenzophenone, cyclohexene, cyclohexane, cyclohexanebenzophenone, quinoline, isoquinoline, benzofuran, benzothiophene, dibenzofuran, dibenzothiophene, phenanthrene or pyrene, but is not limited thereto.

[0064] In the present invention, the term "at least one" includes one, two, three, four or more. The term "two or more" includes two, three, four or more, where permitted.

[0065] The present invention provides an aromatic amine compound, wherein the aromatic amine compound is selected from the structure represented by formula I:

[0066]

[0067] Wherein, the x is independently selected from any one of CH and N;

[0068] The Ar 1 Selected from the structure represented by formula II:

[0069]

[0070] The X 1 Any one selected from O and S;

[0071] The R 1 , R 2 Any one independently selected from hydrogen, deuterium, tritium, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic fused ring group, substituted or unsubstituted C1-C25 heterocycloalkane and C6-C30 aromatic ring fused ring group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic fused ring group;

[0072] The R a , R b Any one independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic fused ring group, substituted or unsubstituted C1-C25 heterocycloalkane and C6-C30 aromatic fused ring group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic fused ring group;

[0073] The 1 Selected from 0, 1, 2, 3 or 4; when there are two or more R 1 When two or more R 1The same or different from each other, or two adjacent R 1 are connected to each other to form a substituted or unsubstituted ring; the n 2 Selected from 0, 1, 2, 3 or 4; when there are two or more R 2 When two or more R 2 The same or different from each other, or two adjacent R 2 are connected to each other to form a substituted or unsubstituted ring;

[0074] The a 1 Selected from 0, 1, 2 or 3; when there are two or more R a When two or more R a The same or different from each other, or two adjacent R a are connected to each other to form a substituted or unsubstituted ring; said b 1 Selected from 0, 1, 2, 3 or 4; when there are two or more R b When two or more R b The same or different from each other, or two adjacent R b They are connected to each other to form a substituted or unsubstituted C3-C13 ring;

[0075] The Ar 2 Select any one of the following structures:

[0076]

[0077] The y is independently selected from any one of CH and N;

[0078] The v is independently selected from any one of CH and N, and at least one of the v is selected from N;

[0079] The X 2 Selected from O, S, N (R k )

[0080] The R c , R d independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic fused ring group, substituted or unsubstituted C1-C25 heterocycloalkane and C6-C30 aromatic fused ring group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic fused ring group; wherein R c , Rd The substituent in "substituted or unsubstituted" is selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, C1-C25 alkyl, C3-C12 cycloalkyl, C1-C25 heterocycloalkyl, C6-C30 aryl, and C2-C30 heteroaryl;

[0081] The R k Any one selected from hydrogen, deuterium, tritium, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl;

[0082] The c 1 Selected from 0, 1, 2, 3 or 4; when there are two or more R c When two or more R c the same as or different from each other;

[0083] The d 1 is selected from 0, 1, 2, 3, 4, 5 or 6; when there are two or more R d When two or more R d the same as or different from each other;

[0084] The L is selected from a single bond or any one of the following groups or a combination of two or more of the following groups:

[0085]

[0086] The u is independently selected from any one of CH and N;

[0087] The Y a , Y b independently selected from O, S, N(R m )

[0088] The Y c Selected from C(R i R j )、N(R t )

[0089] The Y d , Y d 'Selected from O, S, C (R i 'R j '), N(R t ')

[0090] The ring A is selected from a substituted or unsubstituted C3-C10 alicyclic ring;

[0091] The R e , R e '、R i , R i '、R j , R j ' is independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3-C30 alicyclic and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C1-C25 heterocycloalkane and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C3-C25 alicyclic and a C2-C30 heteroaromatic ring, or R i , R j are connected to form a substituted or unsubstituted ring;

[0092] The R m , R t , R t 'Independently selected from any one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl;

[0093] The q is selected from 1, 2, 3 or 4;

[0094] The 1 is selected from 0, 1, 2, 3 or 4; said e 2 is selected from 0, 1, 2, 3, 4, 5 or 6; said e 3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said e 4 is selected from 0, 1 or 2; said e 5 Selected from 0, 1, 2 or 3; when there are two or more R e When two or more R e The same or different from each other, or two adjacent R e are connected to each other to form a substituted or unsubstituted ring;

[0095] The e' 1 Selected from 0, 1 or 2; when there are two or more R e ', two or more R e 'same or different from each other;

[0096] The L 1 , L 2Any one independently selected from a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, a substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring condensed ring group, and a substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring condensed ring group.

[0097] Preferably, the Ar 1 Any one selected from the following groups:

[0098]

[0099] The R a , R b independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, naphthocyclopropyl, benzocyclobutyl, naphthocyclobutyl, benzocyclopentyl, naphthocyclopentyl, benzocyclohexyl, naphthocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, pyrenyl, peryl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thienyl, benzothienyl, dibenzothienyl, benzodibenzothienyl, carbazolyl, benzocarbazolyl, pyrrolyl, oxazolyl, benzoxazolyl, dibenzoxazolyl, Any one of thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzimidazolyl, dibenzimidazolyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, phenanthroline, naphthyridinyl, indolyl, acridinyl, phenoxazinyl, phenothiazinyl, spirofluorenyloxanthenyl, and spirofluorenylthioanthenyl;

[0100] The a 1 is selected from 0, 1, 2 or 3; said a 2 is selected from 0, 1, 2, 3, 4 or 5; said a 3 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; when there are two or more R a When two or more R a the same as or different from each other;

[0101] The b 1is selected from 0, 1, 2, 3 or 4; said b 2 is selected from 0, 1, 2, 3, 4, 5 or 6; said b 3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; when there are two or more R b When two or more R b The same or different from each other.

[0102] More preferably, the Ar 1 Any one selected from the following groups:

[0103]

[0104]

[0105] Preferably, the Ar 2 Any one selected from the following groups:

[0106]

[0107] The R c , R d independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, naphthoxycyclopropyl, benzocyclobutyl, naphthoxycyclobutyl, benzocyclopentyl, naphthoxycyclopentyl, benzocyclohexyl, naphthoxycyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl, perylene, 9,9-dimethylfluorenyl, 9,9-diphenyl fluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazine, furanyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thienyl, benzothienyl, dibenzothienyl, benzodibenzothienyl, carbazolyl, benzocarbazolyl, pyrrolyl, oxazolyl, benzoxazolyl, Any one of dibenzoxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzimidazolyl, dibenzimidazolyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, phenanthrolinyl, naphthyridinyl, indolyl, acridinyl, phenoxazinyl, phenothiazinyl; wherein R c , R dThe substituent in "substituted or unsubstituted" is selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantane any one of 1,2-diphenyl-2-yl, 1,2-diphenyl-2-yl, 1,2-diphenyl-3-yl, 1,2-diphenyl-4-yl, 1,2-diphenyl-5-yl, 1,2-diphenyl-6-yl, 1,2-diphenyl-7-yl, 1,2-diphenyl-8-yl, 1,2-diphenyl-9-yl, 1,2-diphenyl-10-yl, 1,2-diphenyl-20-yl, 1,2-diphenyl-11-yl, 1,2-diphenyl-12-yl, 1,2-diphenyl-13-yl, 1,2-diphenyl-14-yl, 1,2-diphenyl-15-yl, 1,2-diphenyl-16-yl, 1,2-diphenyl-17-yl, 1,2-diphenyl-18-yl, 1,2-diphenyl-19-yl, 1,2-diphenyl-19-yl, 1,2-diphenyl-11-yl, 1,2-diphenyl-18-yl, 1,2-diphenyl-19-yl, 1,2-diphenyl-19-yl, 1,2-diphenyl-18 ...

[0108] The R k selected from hydrogen, deuterium, tritium, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, naphthoxycyclopropyl any one of benzocyclobutyl, naphthocyclobutyl, benzocyclopentyl, naphthocyclopentyl, benzocyclohexyl, naphthocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, pyrenyl, peryl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl and triazinyl;

[0109] The c 1 is selected from 0, 1, 2, 3 or 4; said c 2 is selected from 0, 1, 2 or 3; said c 3 Selected from 0, 1 or 2; when there are two or more R c When two or more R c the same as or different from each other;

[0110] The d 1 is selected from 0, 1, 2, 3, 4, 5 or 6; said d 2 is selected from 0, 1, 2, 3, 4 or 5; said d 3 Selected from 0, 1, 2, 3 or 4; when there are two or more R d When two or more R d The same or different from each other.

[0111] More preferably, the Ar 2Any one selected from the following groups:

[0112]

[0113]

[0114] The m 1 is selected from 0, 1, 2, 3 or 4; said m 2 is selected from 0, 1, 2 or 3; said m 3 is selected from 0, 1 or 2; said m 4 Selected from 0, 1, 2, 3, 4 or 5.

[0115] Preferably, L is selected from a single bond or any one of the following groups or a combination of two or more of the following groups:

[0116]

[0117] The R e selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, naphthoxycyclopropyl, benzocyclobutyl, naphthoxycyclobutyl, benzocyclopentyl, naphthoxycyclopentyl, benzocyclohexyl, naphthoxycyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl, perylene, 9,9-dimethylfluorenyl, 9,9-dimethylfluorenyl, Phenylfluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazine, furanyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thienyl, benzothienyl, dibenzothienyl, benzodibenzothienyl, carbazolyl, benzocarbazolyl, pyrrolyl, oxazolyl, benzooxazolyl, any one of oxazolyl, dibenzoxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzimidazolyl, dibenzimidazolyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, phenanthrolinyl, naphthyridinyl, indolyl, acridinyl, phenoxazinyl and phenothiazinyl;

[0118] The R e'Selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl and triazinyl;

[0119] The R i , R i '、R j , R j ' is independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl , naphthocyclopropyl, benzocyclobutyl, naphthocyclobutyl, benzocyclopentyl, naphthocyclopentyl, benzocyclohexyl, naphthocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, pyrenyl, peryl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, or R i , R j are connected to form a substituted or unsubstituted ring;

[0120] The R m , R t , R t' are independently selected from hydrogen, deuterium, tritium, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, naphtho- Any one of cyclopropyl, benzocyclobutyl, naphthocyclobutyl, benzocyclopentyl, naphthocyclopentyl, benzocyclohexyl, naphthocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, pyrenyl, peryl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl and triazinyl;

[0121] The e' 1 is selected from 0, 1 or 2; said e' 2 is selected from 0, 1, 2, 3 or 4; said e' 3 is selected from 0, 1, 2, 3, 4, 5 or 6; said e' 4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said e' 5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; when there are two or more R e ', two or more R e ' are the same as or different from each other.

[0122] More preferably, L is selected from a single bond or any one of the following groups or a combination of two or more of the following groups:

[0123]

[0124]

[0125] Preferably, the L 1 , L 2 Independently selected from single bonds or any one of the following groups or a combination of two or more of the following groups:

[0126]

[0127] The r is independently selected from any one of CH and N;

[0128] The Y e , Y f independently selected from O, S, N(R z ')

[0129] The Yg , Y h , Y h 'Independently selected from O, S, C (R x R y )、N(R z )

[0130] The ring B is selected from substituted or unsubstituted C3-C10 alicyclic rings;

[0131] The R g , R g '、R x , R y R is independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3-C30 alicyclic and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C1-C25 heterocycloalkane and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C3-C25 alicyclic and a C2-C30 heteroaromatic ring, or R x , R y are connected to form a substituted or unsubstituted ring;

[0132] The R z , R z 'Independently selected from any one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl;

[0133] Said p is selected from 1, 2, 3 or 4;

[0134] The g 1 is selected from 0, 1, 2, 3 or 4; said g 2 is selected from 0, 1, 2, 3, 4, 5 or 6; said g 3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said g 4 is selected from 0, 1 or 2; said g 5 Selected from 0, 1, 2 or 3; when there are two or more R g When two or more R g The same or different from each other, or two adjacent R g are connected to each other to form a substituted or unsubstituted ring;

[0135] The g'1 Selected from 0, 1 or 2; when there are two or more R g ', two or more R g ' are the same as or different from each other.

[0136] More preferably, the L 1 , L 2 Independently selected from single bonds or any one of the following groups or a combination of two or more of the following groups:

[0137]

[0138] The R g selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, cyclopropyl, benzocyclopropyl, naphthocyclopropyl, cyclobutyl, benzocyclobutyl, naphthocyclobutyl, cyclopentyl, benzocyclopentyl, naphthocyclopentyl, cyclohexyl, benzocyclohexyl, naphthocyclohexyl, cycloheptyl, benzocycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl, peryl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridinyl, any one of pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thienyl, benzothienyl, dibenzothienyl, benzodibenzothienyl, carbazolyl, benzocarbazolyl, pyrrolyl, oxazolyl, benzoxazolyl, dibenzoxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzimidazolyl, dibenzimidazolyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, phenanthroline, naphthyridinyl, indolyl, acridinyl, phenoxazinyl, phenothiazinyl, spirofluorene xanthenyl, spirofluorene thioanthenyl;

[0139] The R g 'Selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl and triazinyl;

[0140] The Rx , R y independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, cyclopropyl, benzocyclopropyl, naphthocyclopropyl, cyclobutyl, benzocyclobutyl, naphthocyclobutyl, cyclopentyl, benzocyclopentyl, naphthocyclopentyl, cyclohexyl, benzocyclohexyl, naphthocyclohexyl, cycloheptyl, benzocycloheptyl any one of 1,4-dimethyl-2-nitro-2-nitro-1,4-di-1 ... x , R y are connected to form a substituted or unsubstituted ring;

[0141] The R z , R z ' is independently selected from hydrogen, deuterium, tritium, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, cyclopropyl, benzocyclopropyl, naphthocyclopropyl, cyclobutyl, benzocyclobutyl, naphthocyclobutyl, cyclopentyl, benzocyclopentyl, naphthocyclopentyl, cyclohexyl, benzocyclohexyl, naphthocyclohexyl, cycloheptyl, benzocycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl, peryl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl;

[0142] The g' 1 is selected from 0, 1 or 2; said g' 2 is selected from 0, 1, 2, 3 or 4; said g' 3 is selected from 0, 1, 2, 3, 4, 5 or 6; said g' 4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said g' 5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; when there are two or more R g ', two or more R g ' are the same as or different from each other.

[0143] More preferably, the L 1 , L 2 Independently selected from a single bond or any one of the following groups or a combination of two or more of the following groups:

[0144]

[0145]

[0146] Most preferably, the formula I is selected from any one of the following structures:

[0147]

[0148]

[0149]

[0150]

[0151]

[0152]

[0153]

[0154]

[0155]

[0156]

[0157]

[0158]

[0159]

[0160]

[0161]

[0162]

[0163]

[0164]

[0165]

[0166] Some specific structural forms of the aromatic amine compounds represented by Chemical Formula I of the present invention are listed above, but the present invention is not limited to these listed chemical structures, and all structures based on the structure shown in Chemical Formula I and having substituents as defined above should be included.

[0167] The present invention provides an organic electroluminescent device, comprising an anode, a cathode, and an organic layer located between the anode and the cathode, wherein the organic layer contains at least one of the aromatic amine compounds described in the present invention.

[0168] Preferably, the organic layer is located between the anode and the cathode, and the organic layer includes at least one of a hole transport layer, a light-emitting layer, and a charge generation layer, and at least one of the hole transport layer, the light-emitting layer, and the charge generation layer includes at least one of the aromatic amine compounds described in the present invention.

[0169] More preferably, the hole transport layer comprises a first hole transport layer and a second hole transport layer, the first hole transport layer is located between the anode and the light-emitting layer, the second hole transport layer is located between the first hole transport layer and the light-emitting layer, and at least one of the first hole transport layer and the second hole transport layer comprises at least one of the aromatic amine compounds described in the present invention.

[0170] More preferably, the hole transport layer comprises a first hole transport layer, a second hole transport layer, and a third hole transport layer, the first hole transport layer is located between the anode and the light-emitting layer, the second hole transport layer is located between the first hole transport layer and the light-emitting layer, the third hole transport layer is located between the second hole transport layer and the light-emitting layer, and at least one of the first hole transport layer, the second hole transport layer, and the third hole transport layer comprises at least one of the aromatic amine compounds described in the present invention.

[0171] More preferably, the organic layer is located between the anode and the cathode, the organic layer comprises a first light-emitting portion, a second light-emitting portion and a charge generating layer, the first light-emitting portion is located between the anode and the cathode, the second light-emitting portion is located between the first light-emitting portion and the cathode, the charge generating layer is located between the first light-emitting portion and the second light-emitting portion, and the charge generating layer comprises at least one of the aromatic amine compounds described in the present invention.

[0172] More preferably, the charge generation layer is composed of an N-type charge generation layer arranged adjacent to the first light-emitting portion and a P-type charge generation layer arranged adjacent to the second light-emitting portion, and the charge generation layer includes a P-type charge generation layer, and the P-type charge generation layer includes at least one of the aromatic amine compounds described in the present invention.

[0173] The anode of the present invention is preferably a high work function material that can promote hole injection into the organic layer. It may include metals, metal oxides or multilayer structures, such as vanadium, chromium, copper, zinc, gold, or alloys thereof, zinc oxide, indium oxide, indium tin oxide (ITO), indium zinc oxide (IZO), ITO / Ag / ITO, Al / Ag, ZnO / Al, SnO 2 / Sb, PEDT, etc., but not limited to these.

[0174] The hole injection layer of the present invention preferably has a material with good hole acceptance ability. In addition to the aromatic amine compounds provided by the present invention, triarylamine compounds, porphyrin compounds, styrene compounds, polythiophene and its derivatives, phthalocyanine derivatives, axialene compounds and other substances with high hole injection properties may also be included, such as 4,4',4"-tri[2-naphthylphenylamino]triphenylamine (2-TNATA), 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene (HATCN), copper phthalocyanine (CuPC), 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyanodimethyl-p-benzoquinone (F4-TCNQ), poly(3,4-ethylenedioxythiophene)-poly(styrene sulfonic acid) (PEDOT / PSS), etc., but not limited thereto. The aromatic amine compounds of the present invention are preferred.

[0175] The hole transport layer of the present invention preferably has a material with excellent hole transport properties. In addition to the aromatic amine compound provided by the present invention, it may also include carbazole derivatives, fluorene derivatives, biphenyl diamine derivatives, triarylamine derivatives, stilbene derivatives, phthalocyanine compounds, perylene derivatives, anthraquinone compounds, quinacridone compounds, hexanitrile hexaazatriphenylene compounds, polythiophene, polyaniline, polyvinylcarbazole, etc., such as N, N'-diphenyl-N, N'-(1-naphthyl)-1, 1'-biphenyl-4, 4'-diamine (NPB), N, N'-diphenyl-N, N'-di(3-methylphenyl)-1, 1'-biphenyl-4, 4'-diamine (TPD), N, N'-di(4-biphenyl)-N, N'-diphenylbenzidine, etc., but not limited thereto. The aromatic amine compound of the present invention is preferred.

[0176] The electron blocking layer of the present invention preferably has a material with good hole transport ability and the ability to block electrons. In addition to the aromatic amine compound provided by the present invention, aromatic amine derivatives, carbazole derivatives, etc. may also be included. Specific examples may include 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (TPD), etc., but are not limited thereto. The aromatic amine compound of the present invention is preferred.

[0177] The light-emitting layer of the present invention comprises a main material (also called a matrix material) and a doping material (also called a guest material). The light-emitting layer material may comprise a plurality of main materials and a plurality of doping materials. The type of doping material may be a fluorescent material or a phosphorescent material. The fluorescent doping material may include: fused polycyclic aromatic derivatives, styrylamine derivatives, fused ring amine derivatives, boron-containing compounds, pyrrole derivatives, indole derivatives, carbazole derivatives, etc., such as C545T, BCzVBi, DPAVBi, etc. The phosphorescent doping material may include: heavy metal complexes, phosphorescent rare earth metal complexes, etc., such as FIrpic, Ir(ppy) 3 、Ir(ppy) 2 (acac) and the like. In addition to the aromatic amine compounds provided by the present invention, the host material may also include fused aromatic ring derivatives, heterocyclic compounds and the like. Fused aromatic ring derivatives include anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentacene derivatives, phenanthrene derivatives, fluoranthene derivatives and the like, and heterocyclic compounds include carbazole derivatives, dibenzofuran derivatives, dibenzothiophene derivatives, pyrimidine derivatives and the like, such as Alq 3 , BAlq, TPBi, TPD, CBP, TCTA, ADN, etc., but not limited thereto. The aromatic amine compound of the present invention is preferred.

[0178] The hole blocking layer of the present invention is a layer that prevents holes from reaching the cathode, and can usually be formed using the same conditions as the hole injection layer. It can include aluminum complexes, lithium complexes, beryllium complexes, oxazole derivatives, benzoxazole derivatives, thiazole derivatives, benzothiazole derivatives, imidazole derivatives, benzimidazole derivatives, phenanthroline derivatives, polymer compounds, etc., such as BCP, BAlq, TPBi, etc., but not limited thereto.

[0179] The electron transport layer of the present invention preferably has a material with good electron mobility. It may include metal complexes, oxathiazole derivatives, oxazole derivatives, diazole derivatives, azabenzene derivatives, phenanthroline derivatives, diazaanthracene derivatives, silicon-containing heterocyclic compounds, boron-containing heterocyclic compounds, cyano compounds, quinoline derivatives, benzimidazole derivatives, etc., such as Alq 3 、BeBq 2 , BAlq, PBD, ZnPBO, PBD, BPhen, etc., but not limited to these.

[0180] The electron injection layer of the present invention preferably has a material capable of transmitting electrons, and may include alkali metal compounds, nitrogen-containing five-membered ring derivatives, metal complexes, anthrone derivatives, and the like, such as lithium oxide, lithium fluoride, 8-hydroxyquinoline lithium, lithium boron oxide, cesium carbonate, 8-hydroxyquinoline cesium, potassium silicate, calcium fluoride, calcium oxide, magnesium fluoride, magnesium oxide, fluorenone, oxazole derivatives, oxadiazole derivatives, imidazole derivatives, and the like, but are not limited thereto.

[0181] The cathode of the present invention is preferably a low work function material. It may include metals, metal alloys or multilayer structures, such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, aluminum, silver, tin, lead, or alloys thereof; and LiF / Al or LiO 2 / Al, etc., but not limited to these.

[0182] The cover layer material of the present invention is preferably a material having a light coupling function. It may include metal halides, oxides, nitrides, nitrogen oxides, sulfides, selenides, aromatic compounds, heteroaromatic compounds, aromatic amine compounds, etc., such as Alq 3 、LiF、CsF、MgF 2 , CaF 2 、CsCl、CuI、V 2 O 5 , WO 3 、MoO 3 、TiO 2 , ZrO, ZnO, SiO2, SiN, ZnS, etc., but not limited to these.

[0183] The P-type charge generation layer material of the present invention is composed of metal or organic material doped with P-type. The metals include Al, Cu, Fe, Pb, Zn, Au, Pt, W, In, Mo, Ni and Ti, etc. They can be used alone or in an alloy of two or more. In addition, the P-type dopant and the main material used for the above-mentioned organic material doped with P-type are not particularly limited as long as they are commonly used. For example, the P-type dopant includes F 4 -TCNQ, iodine, FeCl 3 , FeF 3 and SbCl 5 etc., which can be used alone or in combination of two or more. The main components include NPB, TPD, TNB, which can be used alone or in combination of two or more, but are not limited thereto. The aromatic amine compound of the present invention is preferred.

[0184] The N-type charge generation layer of the present invention includes an N-type dopant, which may include alkali metals, alkaline earth metals, lanthanide metals, and metal compounds of more than one of the above, such as Li, Na, K, Rb, Cs, Fr, Be, Mg, Ca, Sr, Ba, Ra, La, Ce, Pr, Nd, Pm, Sm, Gd, Tb, Dy, Ho, Er, Tm, Yb, Lu, etc. In addition, it may also be an organic N-type dopant that has an electron-donating property and can supply at least a portion of the electronic charge to the organic host and form a charge transfer complex with the organic host, such as BEDT-TTF, TTF, etc., but is not limited thereto.

[0185] The following is a method for preparing the compound represented by the chemical formula I of the present invention, but the preparation method of the present invention is not limited thereto. The core structure of the compound of the chemical formula I can be prepared by the reaction route shown below, the substituents can be bonded by methods known in the art, and the type and position of the substituents or the number of substituents can be changed according to techniques known in the art.

[0186] [Synthetic route]

[0187] Preparation of compounds of formula I:

[0188]

[0189] Xa, Xb, Xc, and Xd are each independently selected from any one of Cl, Br, and I; 1 ,Ar 2 ,L,L 1 , L 2 , R 1 , R 2 、n 1 、n 2 The limitations of x are the same as those above.

[0190] Description of raw materials, reagents and characterization equipment:

[0191] The present invention has no particular limitation on the sources of the raw materials and reagents used in the following examples. The raw materials and reagents may be commercially available products or prepared by methods well known to those skilled in the art.

[0192] Mass spectrometry was performed using a British Waters G2-Si quadrupole tandem time-of-flight high-resolution mass spectrometer, with chloroform as the solvent;

[0193] The elemental analysis was performed using a VarioELcube organic element analyzer from Elementar of Germany, with a sample mass of 5 to 10 mg.

[0194] [Synthesis Example 1] Synthesis of Compound 21

[0195]

[0196] Preparation of intermediate A-21:

[0197] Under nitrogen protection, toluene (300 mL), a-21 (10.51 g, 50.00 mmol), b-21 (19.07 g, 50.00 mmol), sodium tert-butoxide (9.61 g, 100.00 mmol), palladium acetate (0.17 g, 0.75 mmol) and tri-tert-butylphosphine (6.00 ml, 3.00 mmol) were added to the reaction bottle and refluxed for 2.5 hours. After the reaction was completed, the reaction solution was cooled to room temperature, water was added, extracted with dichloromethane, the organic phase was dried with anhydrous magnesium sulfate, filtered, the solvent was removed under reduced pressure, and recrystallized with toluene: ethanol (5:1) to obtain A-21 (21.70 g, yield 85%), and the solid purity was ≥99.86% by HPLC. Mass spectrum m / z: 510.2316 (theoretical value: 510.2307).

[0198] Preparation of compound 21:

[0199] Under nitrogen protection, toluene (200mL), A-21 (12.77g, 25.00mmol), c-21 (8.06g, 25.00mmol), sodium tert-butoxide (4.81g, 50.00mmol), tridibenzylideneacetone palladium (0.23g, 0.25mmol) and X-phos (0.24mL, 0.50mmol) were added to the reaction bottle and refluxed for 3.5 hours. After the reaction was completed, the reaction solution was cooled to room temperature, water was added, extracted with chloroform, the organic phase was dried with anhydrous magnesium sulfate, filtered, the solvent was removed under reduced pressure, and recrystallized from toluene to obtain compound 21 (14.10g, yield 75%). The solid purity was ≥99.96% detected by HPLC. Mass spectrum m / z: 751.3187 (theoretical value: 751.3199). Theoretical element content (%) C 53 H 41 N 3 O 2 :C, 84.66;H, 5.50;N, 5.59. Measured element content (%): C, 84.63;H, 5.55;N, 5.57.

[0200] [Synthesis Example 2] Synthesis of Compound 43

[0201]

[0202] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-43, b-21 was replaced by an equal molar amount of b-43, and c-21 was replaced by an equal molar amount of c-43 to obtain compound 43 (12.34 g). The solid purity was ≥ 99.98% as determined by HPLC. Mass spectrum m / z: 624.2527 (theoretical value: 624.2543). Theoretical element content (%) C 43 H 20 D 7 N 3 O 2 :C, 82.67;H, 5.48;N, 6.73. Measured element content (%): C, 82.69;H, 5.43;N, 6.76.

[0203] [Synthesis Example 3] Synthesis of Compound 66

[0204]

[0205] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-66, b-21 was replaced by an equal molar amount of b-66, and c-21 was replaced by an equal molar amount of c-66 to obtain compound 66 (12.35 g). The solid purity was ≥ 99.99% as determined by HPLC. Mass spectrum m / z: 617.2116 (theoretical value: 617.2103). Theoretical element content (%) C 43 H 27 N 3 O 2 :C, 83.61;H, 4.41;N, 6.80. Measured element content (%): C, 83.65;H, 4.35;N, 6.82.

[0206] [Synthesis Example 4] Synthesis of Compound 106

[0207]

[0208] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-106, b-21 was replaced by an equal molar amount of b-43, and c-21 was replaced by an equal molar amount of c-106 to obtain compound 106 (13.88 g). The solid purity was ≥ 99.95% as determined by HPLC. Mass spectrum m / z: 711.2331 (theoretical value: 711.2322). Theoretical element content (%) C 49 H 30 FN 3 O 2 :C, 82.68;H, 4.25;N, 5.90. Measured element content (%): C, 82.64;H, 4.27;N, 5.92.

[0209] [Synthesis Example 5] Synthesis of Compound 127

[0210]

[0211] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-127, b-21 was replaced by an equal molar amount of b-43, and c-21 was replaced by an equal molar amount of c-127 to obtain compound 127 (16.52 g). The solid purity was ≥ 99.97% as determined by HPLC. Mass spectrum m / z: 805.3652 (theoretical value: 805.3668). Theoretical element content (%) C 57 H 47 N 3 O 2 :C, 84.94;H, 5.88;N, 5.21. Measured element content (%): C, 84.90;H, 5.89;N, 5.24.

[0212] [Synthesis Example 6] Synthesis of Compound 131

[0213]

[0214] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-127, b-21 was replaced by an equal molar amount of b-131, and c-21 was replaced by an equal molar amount of c-131 to obtain compound 131 (13.98 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 707.2585 (theoretical value: 707.2573). Theoretical element content (%) C 50 H 33 N 3 O 2 :C, 84.84;H, 4.70;N, 5.94. Measured element content (%): C, 84.87;H, 4.71;N, 5.90.

[0215] [Synthesis Example 7] Synthesis of Compound 145

[0216]

[0217] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-127, b-21 was replaced by an equal molar amount of b-43, and c-21 was replaced by an equal molar amount of c-145 to obtain compound 145 (13.26 g). The solid purity was ≥ 99.96% as determined by HPLC. Mass spectrum m / z: 697.2656 (theoretical value: 697.2667). Theoretical element content (%) C 49 H 27 D 4 N 3 O2 :C, 84.34;H, 5.05;N, 6.02. Measured element content (%): C, 84.36;H, 5.01;N, 6.04.

[0218] [Synthesis Example 8] Synthesis of Compound 151

[0219]

[0220] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-151, b-21 was replaced by an equal molar amount of b-151, and c-21 was replaced by an equal molar amount of c-151 to obtain compound 151 (14.69 g). The solid purity was ≥ 99.98% as determined by HPLC. Mass spectrum m / z: 743.2587 (theoretical value: 743.2573). Theoretical element content (%) C 53 H 33 N 3 O 2 :C, 85.58;H, 4.47;N, 5.65. Measured element content (%): C, 85.53;H, 4.49;N, 5.68.

[0221] [Synthesis Example 9] Synthesis of Compound 169

[0222]

[0223] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-127, b-21 was replaced by an equal molar amount of b-169, and c-21 was replaced by an equal molar amount of c-169 to obtain compound 169 (14.07 g). The solid purity was ≥ 99.99% as determined by HPLC. Mass spectrum m / z: 694.2355 (theoretical value: 694.2369). Theoretical element content (%) C 48 H 30 N 4 O 2 :C, 82.98;H, 4.35;N, 8.06. Measured element content (%): C, 82.92;H, 4.38;N, 8.09.

[0224] [Synthesis Example 10] Synthesis of Compound 178

[0225]

[0226] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-178, b-21 was replaced by an equal molar amount of b-178, and c-21 was replaced by an equal molar amount of c-178 to obtain compound 178 (13.72 g). The solid purity was ≥ 99.96% as determined by HPLC. Mass spectrum m / z: 694.2380 (theoretical value: 694.2369). Theoretical element content (%) C 48 H 30 N 4 O 2 :C, 82.98;H, 4.35;N, 8.06. Measured element content (%): C, 82.99;H, 4.38;N, 8.02.

[0227] [Synthesis Example 11] Synthesis of Compound 185

[0228]

[0229] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-127, b-21 was replaced by an equal molar amount of b-185, and c-21 was replaced by an equal molar amount of c-185 to obtain compound 185 (14.88 g). The solid purity was ≥ 99.98% as determined by HPLC. Mass spectrum m / z: 743.2564 (theoretical value: 743.2573). Theoretical element content (%) C 53 H 33 N 3 O 2 :C, 85.58;H, 4.47;N, 5.65. Measured element content (%): C, 85.52;H, 4.49;N, 5.69.

[0230] [Synthesis Example 12] Synthesis of Compound 200

[0231]

[0232] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-200, b-21 was replaced by an equal molar amount of b-200, and c-21 was replaced by an equal molar amount of c-131 to obtain Compound 200 (13.26 g). The solid purity was ≥ 99.95% as determined by HPLC. Mass spectrum m / z: 697.2654 (theoretical value: 697.2667). Theoretical element content (%) C 49 H 27 D 4 N 3 O 2 :C, 84.34;H, 5.05;N, 6.02. Measured element content (%): C, 84.35;H, 5.01;N, 6.05.

[0233] [Synthesis Example 13] Synthesis of Compound 223

[0234]

[0235] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-200, b-21 was replaced by an equal molar amount of b-223, and c-21 was replaced by an equal molar amount of c-223 to obtain compound 223 (14.81 g). The solid purity was ≥ 99.97% as determined by HPLC. Mass spectrum m / z: 749.3055 (theoretical value: 749.3042). Theoretical element content (%) C 53 H 39 N 3 O 2 :C, 84.89;H, 5.24;N, 5.60. Measured element content (%): C, 84.86;H, 5.21;N, 5.66.

[0236] [Synthesis Example 14] Synthesis of Compound 246

[0237]

[0238] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-127, b-21 was replaced by an equal molar amount of b-246, and c-21 was replaced by an equal molar amount of c-246 to obtain compound 246 (14.51 g). The solid purity was ≥ 99.99% as determined by HPLC. Mass spectrum m / z: 743.2561 (theoretical value: 743.2573). Theoretical element content (%) C 53 H 33 N 3 O 2 :C, 85.58;H, 4.47;N, 5.65. Measured element content (%): C, 85.56;H, 4.48;N, 5.66.

[0239] [Synthesis Example 15] Synthesis of Compound 290

[0240]

[0241] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-127, b-21 was replaced by an equal molar amount of b-290, and c-21 was replaced by an equal molar amount of c-290 to obtain Compound 290 (12.03 g). The solid purity was ≥ 99.93% as determined by HPLC. Mass spectrum m / z: 641.2368 (theoretical value: 641.2377). Theoretical element content (%) C 43 H 19 D 8 N3 OS: C, 80.47; H, 5.49; N, 6.55. Measured element content (%): C, 80.45; H, 5.48; N, 6.58.

[0242] [Synthesis Example 16] Synthesis of Compound 347

[0243]

[0244] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-127, b-21 was replaced by an equal molar amount of b-347, and c-21 was replaced by an equal molar amount of c-347 to obtain compound 347 (12.66 g). The solid purity was ≥ 99.96% as determined by HPLC. Mass spectrum m / z: 657.1883 (theoretical value: 657.1875). Theoretical element content (%) C 45 H 27 N 3 OS: C, 82.17; H, 4.14; N, 6.39. Measured element content (%): C, 82.19; H, 4.17; N, 6.34.

[0245] [Synthesis Example 17] Synthesis of Compound 359

[0246]

[0247] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-127, b-21 was replaced by an equal molar amount of b-359, and c-21 was replaced by an equal molar amount of c-43 to obtain compound 359 (15.38 g). The solid purity was ≥ 99.97% as determined by HPLC. Mass spectrum m / z: 768.2881 (theoretical value: 768.2889). Theoretical element content (%) C 55 H 36 N 4 O: C, 85.91; H, 4.72; N, 7.29. Measured element content (%): C, 85.94; H, 4.75; N, 7.23.

[0248] [Synthesis Example 18] Synthesis of Compound 427

[0249]

[0250] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-427, b-21 was replaced by an equal molar amount of b-427, and c-21 was replaced by an equal molar amount of c-131 to obtain compound 427 (13.84 g). The solid purity was ≥ 99.98% as determined by HPLC. Mass spectrum m / z: 709.2197 (theoretical value: 709.2188). Theoretical element content (%) C 49 H 31 N 3 OS: C, 82.91; H, 4.40; N, 5.92. Measured element content (%): C, 82.92; H, 4.41; N, 5.90.

[0251] [Synthesis Example 19] Synthesis of Compound 463

[0252]

[0253] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-463, b-21 was replaced by an equal molar amount of b-463, and c-21 was replaced by an equal molar amount of c-43 to obtain compound 463 (12.35 g). The solid purity was ≥ 99.97% as determined by HPLC. Mass spectrum m / z: 649.1633 (theoretical value: 649.1646). Theoretical element content (%) C 43 H 27 N 3 S 2 :C, 79.48;H, 4.19;N, 6.47. Measured element content (%): C, 79.45;H, 4.17;N, 6.48.

[0254] [Synthesis Example 20] Synthesis of Compound 493

[0255]

[0256] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-427, b-21 was replaced by an equal molar amount of b-493, and c-21 was replaced by an equal molar amount of c-493 to obtain compound 493 (13.65 g). The solid purity was ≥ 99.95% by HPLC. Mass spectrum m / z: 708.2336 (theoretical value: 708.2348). Theoretical element content (%) C 49 H 32 N 4 S: C, 83.02; H, 4.55; N, 7.90. Measured element content (%): C, 83.04; H, 4.52; N, 7.91.

[0257] [Synthesis Example 21] Synthesis of Compound 522

[0258]

[0259] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-127, b-21 was replaced by an equal molar amount of b-522, and c-21 was replaced by an equal molar amount of c-43 to obtain compound 522 (12.71 g). The solid purity was ≥ 99.98% as determined by HPLC. Mass spectrum m / z: 627.2325 (theoretical value: 627.2311). Theoretical element content (%) C 45 H 29 N 3 O: C, 86.10; H, 4.66; N, 6.69. Measured element content (%): C, 86.13; H, 4.68; N, 6.64.

[0260] [Synthesis Example 22] Synthesis of Compound 565

[0261]

[0262] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal mole of a-565, b-21 was replaced by an equal mole of b-565, and c-21 was replaced by an equal mole of c-169 to obtain compound 565 (14.08 g). The solid purity was ≥ 99.97% by HPLC. Mass spectrum m / z: 703.2611 (theoretical value: 703.2624). Theoretical element content (%) C 51 H 33 N 3 O: C, 87.03; H, 4.73; N, 5.97. Measured element content (%): C, 87.05; H, 4.72; N, 5.98.

[0263] [Synthesis Example 23] Synthesis of Compound 571

[0264]

[0265] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal mole of a-127, b-21 was replaced by an equal mole of b-571, and c-21 was replaced by an equal mole of c-131 to obtain compound 571 (14.08 g). The solid purity was ≥ 99.96% by HPLC. Mass spectrum m / z: 703.2612 (theoretical value: 703.2624). Theoretical element content (%) C 51 H 33 N 3 O: C, 87.03; H, 4.73; N, 5.97. Measured element content (%): C, 87.06; H, 4.75; N, 5.92.

[0266] [Synthesis Example 24] Synthesis of Compound 589

[0267]

[0268] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-127, b-21 was replaced by an equal molar amount of b-589, and c-21 was replaced by an equal molar amount of c-151 to obtain compound 589 (14.70 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 753.2795 (theoretical value: 753.2780). Theoretical element content (%) C 55 H 35 N 3 O: C, 87.62; H, 4.68; N, 5.57. Measured element content (%): C, 87.63; H, 4.67; N, 5.54.

[0269] [Synthesis Example 25] Synthesis of Compound 633

[0270]

[0271] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-427, b-21 was replaced by an equal molar amount of b-633, and c-21 was replaced by an equal molar amount of c-43 to obtain compound 633 (12.55 g). The solid purity was ≥ 99.99% by HPLC. Mass spectrum m / z: 643.2095 (theoretical value: 643.2082). Theoretical element content (%) C 45 H 29 N 3 S: C, 83.95; H, 4.54; N, 6.53. Measured element content (%): C, 83.97; H, 4.51; N, 6.54.

[0272] [Synthesis Example 26] Synthesis of Compound 679

[0273]

[0274] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-427, b-21 was replaced by an equal molar amount of b-571, and c-21 was replaced by an equal molar amount of c-679 to obtain compound 679 (14.82 g). The solid purity was ≥ 99.93% as determined by HPLC. Mass spectrum m / z: 769.2568 (theoretical value: 769.2552). Theoretical element content (%) C 55 H 35 N 3S: C, 85.80; H, 4.58; N, 5.46. Measured element content (%): C, 85.82; H, 4.55; N, 5.48.

[0275] [Synthesis Example 27] Synthesis of Compound 686

[0276]

[0277] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal mole of a-686, and b-21 was replaced by an equal mole of b-686 to obtain compound 686 (13.75 g). The solid purity was ≥ 99.97% as determined by HPLC. Mass spectrum m / z: 678.2428 (theoretical value: 678.2420). Theoretical element content (%) C 48 H 30 N 4 O: C, 84.93; H, 4.45; N, 8.25. Measured element content (%): C, 84.95; H, 4.46; N, 8.22.

[0278] [Synthesis Example 28] Synthesis of Compound 700

[0279]

[0280] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-127, b-21 was replaced by an equal molar amount of b-700, and c-21 was replaced by an equal molar amount of c-145 to obtain compound 700 (14.35 g). The solid purity was ≥ 99.98% as determined by HPLC. Mass spectrum m / z: 708.2813 (theoretical value: 708.2827). Theoretical element content (%) C 50 H 28 D 4 N 4 O: C, 84.72; H, 5.12; N, 7.90. Measured element content (%): C, 84.71; H, 5.15; N, 7.92.

[0281] [Synthesis Example 29] Synthesis of Compound 753

[0282]

[0283] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-427, b-21 was replaced by an equal molar amount of b-753, and c-21 was replaced by an equal molar amount of c-753 to obtain compound 753 (14.24 g). The solid purity was ≥ 99.98% as determined by HPLC. Mass spectrum m / z: 720.2337 (theoretical value: 720.2348). Theoretical element content (%) C50 H 32 N 4 S: C, 83.31; H, 4.47; N, 7.77. Measured element content (%): C, 83.34; H, 4.46; N, 7.75.

[0284] [Synthesis Example 30] Synthesis of Compound 758

[0285]

[0286] According to the preparation method of Synthesis Example 1, a-21 was replaced by an equal molar amount of a-758, b-21 was replaced by an equal molar amount of b-753, and c-21 was replaced by an equal molar amount of c-169 to obtain compound 758 (14.42 g). The solid purity was ≥ 99.98% as determined by HPLC. Mass spectrum m / z: 800.2925 (theoretical value: 800.2912). Theoretical element content (%) C 56 H 32 D 4 N 4 S: C, 83.97; H, 5.03; N, 6.99. Measured element content (%): C, 83.95; H, 5.06; N, 6.97.

[0287] [Device Example]

[0288] The test software, computer, K2400 digital source meter produced by Keithley Company of the United States and PR788 spectrum scanning luminance meter produced by PhotoResearch Company of the United States are combined into a joint IVL test system to test the luminous efficiency of organic electroluminescent devices. The life test adopts the M6000 OLED life test system of McScience Company.

[0289] [Example 1]

[0290] The glass substrate was cleaned with distilled water and ultrasonic waves. After the distilled water cleaning, ultrasonic cleaning was performed using solvents such as isopropyl alcohol, acetone, and methanol, and then dried. After drying, the substrate was transferred to a plasma cleaning machine, and after cleaning, the substrate was transferred to an evaporator. ITO / Ag / ITO was coated on the glass substrate to form an anode. HI-1 was evaporated on the anode to form a thickness of The hole injection layer is formed by evaporating the compound 21 of the present invention on the hole injection layer to form a hole injection layer with a thickness of The hole transport layer is deposited on the hole transport layer. The light-emitting layer is formed by evaporating RH-1 as the main material of the light-emitting layer and doping 5wt% of RD-1 to form a hole transport layer with a thickness of ET-1:LiQ (mass ratio 1:1) was evaporated on the luminescent layer to form a layer with a thickness of The electron transport layer is formed by evaporating LiF on the electron transport layer to form a layer with a thickness of Mg:Ag (mass ratio 1:9) was evaporated on the electron injection layer to form a layer with a thickness of CP-1 is evaporated on the cathode layer to form a layer with a thickness of Thus, an organic light-emitting device is formed.

[0291]

[0292] [Examples 2 to 25]

[0293] Compound 43, compound 66, compound 106, compound 127, compound 131, compound 145, compound 151, compound 169, compound 178, compound 185, compound 200, compound 223, compound 246, compound 290, compound 347, compound 359, compound 427, compound 463, compound 493, compound 522, compound 571, compound 633, compound 686, and compound 753 of the present invention were used to replace compound 21 in Example 1 as hole transport layer materials, except that an organic electroluminescent device was prepared by the same preparation method as Example 1.

[0294] [Comparative Examples 1 to 3]

[0295] Organic electroluminescent devices were prepared by the same preparation method as in Example 1 except that Compound P-1, Compound P-2 and Compound P-3 were used to replace Compound 21 in Example 1 as hole transport layer materials.

[0296] The test environment is an atmospheric environment and the temperature is room temperature. The test results of the luminescence characteristics of the organic electroluminescent devices obtained in the devices 1 to 25 in the embodiments of the present invention and the comparative examples 1 to 3 are shown in Table 1 below.

[0297] Table 1:

[0298]

[0299]

[0300] From the results in Table 1, it can be seen that when the aromatic amine compound described in the present invention is applied to the hole transport layer of an organic electroluminescent device, compared with the comparative compounds P-1 to P-3, the device has higher luminous efficiency and longer service life. The aromatic amine compound of the present invention is a hole transport layer material with good performance.

[0301] [Example 26]

[0302] The glass substrate was cleaned with distilled water and ultrasonic waves. After the distilled water washing, ultrasonic washing was performed using solvents such as isopropyl alcohol, acetone, and methanol, and then dried. After drying, it was transferred to a plasma cleaning machine, and after washing, the substrate was transferred to an evaporator. Indium tin oxide (ITO) was coated on the glass substrate to form an anode. HI-2:HI-3 (mass ratio 98:2) was evaporated on the anode to form a layer with a thickness of HT-2 is evaporated on the hole injection layer to form a hole injection layer with a thickness of The first hole transport layer is formed by evaporating the compound 21 of the present invention on the first hole transport layer to form a layer with a thickness of The second hole transport layer is deposited on the second hole transport layer. The light-emitting layer is formed by evaporating BH-2 as the main material of the light-emitting layer and doping 4wt% of BD-2 to form a thickness of ET-2:LiQ (mass ratio 1:1) was evaporated on the luminescent layer to form a layer with a thickness of The electron transport layer is formed by evaporating LiF on the electron transport layer to form a layer with a thickness of Al is evaporated on the electron injection layer to form a layer with a thickness of Thus, an organic light-emitting device is formed.

[0303]

[0304] [Examples 27 to 55]

[0305] Compound 43, compound 66, compound 106, compound 127, compound 131, compound 145, compound 151, compound 169, compound 178, compound 185, compound 200, compound 223, compound 246, compound 290, compound 347, compound 359, compound 427, compound 463, compound 493, compound 522, compound 565, compound 571, compound 589, compound 633, compound 679, compound 686, compound 700, compound 753, and compound 758 of the present invention were used to replace compound 21 in Example 26 as the second hole transport layer material. Except for this, an organic electroluminescent device was prepared by the same preparation method as Example 26.

[0306] [Comparative Examples 4 to 6]

[0307] Organic electroluminescent devices were prepared by the same preparation method as in Example 26 except that Compound P-4, Compound P-5 and Compound P-6 were used to replace Compound 21 in Example 26 as the second hole transport layer material.

[0308] The test environment is an atmospheric environment and the temperature is room temperature. The test results of the luminescence characteristics of the organic electroluminescent devices obtained in the embodiments 26 to 55 of the present invention and the comparative embodiments 4 to 6 are shown in Table 2 below.

[0309] Table 2:

[0310]

[0311]

[0312] It can be seen from the results in Table 2 that when the aromatic amine compound described in the present invention is applied to the second hole transport layer of the organic electroluminescent device, the device has higher luminous efficiency and longer service life than the comparative compounds P-4 to P-6. The compound of the present invention is a second hole transport layer material with good performance.

[0313] [Example 56]

[0314] The glass substrate was cleaned with distilled water and ultrasonic waves. After the distilled water washing, ultrasonic washing was performed using solvents such as isopropyl alcohol, acetone, and methanol, and then dried. After drying, it was transferred to a plasma cleaning machine, and after washing, the substrate was transferred to an evaporator. Indium tin oxide (ITO) was coated on the glass substrate to form an anode. HI-4:HI-3 (mass ratio 98:2) was evaporated on the anode to form a layer with a thickness of HT-3 is evaporated on the hole injection layer to form a hole injection layer with a thickness of EB-3 is evaporated on the hole transport layer to form a hole transport layer with a thickness of An electron blocking layer was formed by evaporating a light-emitting layer on the electron blocking layer, wherein GH-3: the compound 21 of the present invention (mass ratio 6:4) was used as the main material of the light-emitting layer and 6 wt% of GD-3 was doped to form a layer with a thickness of HB-3 is evaporated on the luminescent layer to form a light-emitting layer with a thickness of ET-3:LiQ (mass ratio 1:1) was evaporated on the hole blocking layer to form a layer with a thickness of The electron transport layer is formed by evaporating LiF on the electron transport layer to form a layer with a thickness of Al is evaporated on the electron injection layer to form a layer with a thickness of Thus, an organic light-emitting device is formed.

[0315]

[0316]

[0317] [Examples 57 to 85]

[0318] Compound 43, compound 66, compound 106, compound 127, compound 131, compound 145, compound 151, compound 169, compound 178, compound 185, compound 200, compound 223, compound 246, compound 290, compound 347, compound 359, compound 427, compound 463, compound 493, compound 522, compound 565, compound 571, compound 589, compound 633, compound 679, compound 686, compound 700, compound 753 and compound 758 of the present invention were used to replace compound 21 in Example 56 as the main material, except that an organic electroluminescent device was prepared by the same preparation method as Example 56.

[0319] [Comparative Examples 7 to 9]

[0320] Organic electroluminescent devices were prepared by the same preparation method as in Device Example 56 except that Compound P-7, Compound P-8 and Compound P-9 were used to replace Compound 21 in Device Example 56 as the main materials.

[0321] The test environment is an atmospheric environment and the temperature is room temperature. The test results of the luminescence characteristics of the organic electroluminescent devices obtained in the devices 56 to 85 in the embodiments of the present invention and the comparative examples 7 to 9 are shown in Table 3 below.

[0322] Table 3:

[0323]

[0324]

[0325] The results in Table 3 show that when the aromatic amine compound of the present invention is applied to the main body of the light-emitting layer of an organic electroluminescent device, the device has higher luminous efficiency and longer service life than the comparative compounds P-7 to P-9. The compound of the present invention is a main material of the light-emitting layer with good performance.

[0326] It should be noted that the present invention is particularly described using individual embodiments. However, without departing from the principles of the present invention, a person skilled in the art may make various improvements in form or detail to the present invention, and these improvements also fall within the scope of protection of the present invention.

Claims

1. An aromatic amine compound, characterized in that The aromatic amine compound has a structure represented by Formula I: Wherein, the x is independently selected from any one of CH and N; The Ar1 is selected from the structure represented by formula II: The X1 is selected from any one of O and S; The R1 and R2 are independently selected from any one of hydrogen, deuterium, tritium, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic fused ring group, substituted or unsubstituted C1-C25 heterocycloalkane and C6-C30 aromatic fused ring group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic fused ring group; The R a , R b Any one independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic fused ring group, substituted or unsubstituted C1-C25 heterocycloalkane and C6-C30 aromatic fused ring group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic fused ring group; The n1 is selected from 0, 1, 2, 3 or 4; when there are two or more R1s, the two or more R1s are the same or different from each other, or two adjacent R1s are connected to form a substituted or unsubstituted ring; the n2 is selected from 0, 1, 2, 3 or 4; when there are two or more R2s, the two or more R2s are the same or different from each other, or two adjacent R2s are connected to form a substituted or unsubstituted ring; The a1 is selected from 0, 1, 2 or 3; when there are two or more R a When two or more R a The same or different from each other, or two adjacent R a are connected to each other to form a substituted or unsubstituted ring; b1 is selected from 0, 1, 2, 3 or 4; when there are two or more R b When two or more R b The same or different from each other, or two adjacent R b They are connected to each other to form a substituted or unsubstituted C3-C13 ring; The Ar2 is selected from any one of the following structures: The y is independently selected from any one of CH and N; The v is independently selected from any one of CH and N, and at least one of the v is selected from N; X2 is selected from O, S, N (R k ) The R c , R d independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic fused ring, substituted or unsubstituted C1-C25 heterocycloalkane and C6-C30 aromatic fused ring, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic fused ring; wherein R c , R d The substituent in "substituted or unsubstituted" is selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, C1-C25 alkyl, C3-C12 cycloalkyl, C1-C25 heterocycloalkyl, C6-C30 aryl, and C2-C30 heteroaryl; The R k Any one selected from hydrogen, deuterium, tritium, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl; The c1 is selected from 0, 1, 2, 3 or 4; when there are two or more R c When two or more R c the same as or different from each other; The d1 is selected from 0, 1, 2, 3, 4, 5 or 6; when there are two or more R d When two or more R d the same as or different from each other; The L is selected from a single bond or any one of the following groups or a combination of two or more of the following groups: The u is independently selected from any one of CH and N; The Y a , Y b independently selected from O, S, N(R m ) The Y c Selected from C(R i R j )、N(R t ) The Y d , Y d 'Independently selected from O, S, C (R i 'R j '), N(R t ') The ring A is selected from a substituted or unsubstituted C3-C10 alicyclic ring; The R e , R e '、R i , R i '、R j , R j ' is independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3-C30 alicyclic and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C1-C25 heterocycloalkane and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C3-C25 alicyclic and a C2-C30 heteroaromatic ring, or R i , R j are connected to form a substituted or unsubstituted ring; The R m , R t , R t 'Independently selected from any one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl; The q is selected from 1, 2, 3 or 4; The e1 is selected from 0, 1, 2, 3 or 4; the e2 is selected from 0, 1, 2, 3, 4, 5 or 6; the e3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the e4 is selected from 0, 1 or 2; the e5 is selected from 0, 1, 2 or 3; when there are two or more R e When two or more R e The same or different from each other, or two adjacent R e are connected to each other to form a substituted or unsubstituted ring; The e'1 is selected from 0, 1 or 2; when there are two or more R e ', two or more R e 'same or different from each other; The L1 and L2 are independently selected from any one of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, a substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring condensed ring group, and a substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring condensed ring group.

2. An aromatic amine compound according to claim 1, characterized in that: The Ar1 is selected from any one of the following groups: The R a , R b independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, naphthocyclopropyl, benzocyclobutyl, naphthocyclobutyl, benzocyclopentyl, naphthocyclopentyl, benzocyclohexyl, naphthocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, pyrenyl, peryl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thienyl, benzothienyl, dibenzothienyl, benzodibenzothienyl, carbazolyl, benzocarbazolyl, pyrrolyl, oxazolyl, benzoxazolyl, dibenzoxazolyl, Any one of thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzimidazolyl, dibenzimidazolyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, phenanthroline, naphthyridinyl, indolyl, acridinyl, phenoxazinyl, phenothiazinyl, spirofluorenyloxanthenyl, and spirofluorenylthioanthenyl; a1 is selected from 0, 1, 2 or 3; a2 is selected from 0, 1, 2, 3, 4 or 5; a3 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; when there are two or more R a When two or more R a the same as or different from each other; b1 is selected from 0, 1, 2, 3 or 4; b2 is selected from 0, 1, 2, 3, 4, 5 or 6; b3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; when there are two or more R b When two or more R b The same or different from each other.

3. An aromatic amine compound according to claim 1, characterized in that: The Ar1 is selected from any one of the following groups:

4. An aromatic amine compound according to claim 1, characterized in that: The Ar2 is selected from any one of the following groups: The R c , R d independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, naphthoxycyclopropyl, benzocyclobutyl, naphthoxycyclobutyl, benzocyclopentyl, naphthoxycyclopentyl, benzocyclohexyl, naphthoxycyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl, perylene, 9,9-dimethylfluorenyl, 9,9-diphenyl fluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazine, furanyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thienyl, benzothienyl, dibenzothienyl, benzodibenzothienyl, carbazolyl, benzocarbazolyl, pyrrolyl, oxazolyl, benzoxazolyl, Any one of dibenzoxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzimidazolyl, dibenzimidazolyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, phenanthrolinyl, naphthyridinyl, indolyl, acridinyl, phenoxazinyl, phenothiazinyl; wherein R c , R d The substituents in "substituted or unsubstituted" are selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantane any one of 1,2-diphenyl-2-yl, 1,2-diphenyl-2-yl, 1,2-diphenyl-3-yl, 1,2-diphenyl-4-yl, 1,2-diphenyl-5-yl, 1,2-diphenyl-6-yl, 1,2-diphenyl-7-yl, 1,2-diphenyl-8-yl, 1,2-diphenyl-9-yl, 1,2-diphenyl-10-yl, 1,2-diphenyl-20-yl, 1,2-diphenyl-11-yl, 1,2-diphenyl-12-yl, 1,2-diphenyl-13-yl, 1,2-diphenyl-14-yl, 1,2-diphenyl-15-yl, 1,2-diphenyl-16-yl, 1,2-diphenyl-17-yl, 1,2-diphenyl-18-yl, 1,2-diphenyl-19-yl, 1,2-diphenyl-19-yl, 1,2-diphenyl-11-yl, 1,2-diphenyl-18-yl, 1,2-diphenyl-19-yl, 1,2-diphenyl-19-yl, 1,2-diphenyl-18 ... The R k selected from hydrogen, deuterium, tritium, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, naphthoxycyclopropyl any one of benzocyclobutyl, naphthocyclobutyl, benzocyclopentyl, naphthocyclopentyl, benzocyclohexyl, naphthocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, pyrenyl, peryl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl and triazinyl; The c1 is selected from 0, 1, 2, 3 or 4; the c2 is selected from 0, 1, 2 or 3; the c3 is selected from 0, 1 or 2; when there are two or more R c When two or more R c the same as or different from each other; The d1 is selected from 0, 1, 2, 3, 4, 5 or 6; the d2 is selected from 0, 1, 2, 3, 4 or 5; the d3 is selected from 0, 1, 2, 3 or 4; when there are two or more R d When two or more R d The same or different from each other.

5. An aromatic amine compound according to claim 1, characterized in that: The Ar2 is selected from any one of the following groups: The m1 is selected from 0, 1, 2, 3 or 4; the m2 is selected from 0, 1, 2 or 3; the m3 is selected from 0, 1 or 2; the m4 is selected from 0, 1, 2, 3, 4 or 5.

6. An aromatic amine compound according to claim 1, characterized in that: The L is selected from a single bond or any one of the following groups or a combination of two or more of the following groups: The R e selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, naphthoxycyclopropyl, benzocyclobutyl, naphthoxycyclobutyl, benzocyclopentyl, naphthoxycyclopentyl, benzocyclohexyl, naphthoxycyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl, perylene, 9,9-dimethylfluorenyl, 9,9-dimethylfluorenyl, Phenylfluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazine, furanyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thienyl, benzothienyl, dibenzothienyl, benzodibenzothienyl, carbazolyl, benzocarbazolyl, pyrrolyl, oxazolyl, benzooxazolyl, any one of oxazolyl, dibenzoxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzimidazolyl, dibenzimidazolyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, phenanthrolinyl, naphthyridinyl, indolyl, acridinyl, phenoxazinyl and phenothiazinyl; The R e 'Selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl and triazinyl; The R i , R i '、R j , R j ' is independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl , naphthocyclopropyl, benzocyclobutyl, naphthocyclobutyl, benzocyclopentyl, naphthocyclopentyl, benzocyclohexyl, naphthocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, pyrenyl, peryl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, or R i , R j are connected to form a substituted or unsubstituted ring; The R m , R t , R t ' are independently selected from hydrogen, deuterium, tritium, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, naphtho- Any one of cyclopropyl, benzocyclobutyl, naphthocyclobutyl, benzocyclopentyl, naphthocyclopentyl, benzocyclohexyl, naphthocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, pyrenyl, peryl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-phenylfluorenyl, 9,9'-spirobifluorenyl, fluoranthenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl and triazinyl; The e'1 is selected from 0, 1 or 2; the e'2 is selected from 0, 1, 2, 3 or 4; the e'3 is selected from 0, 1, 2, 3, 4, 5 or 6; the e'4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the e'5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; when there are two or more R e ', two or more R e ' are the same as or different from each other.

7. An aromatic amine compound according to claim 1, characterized in that: The L1 and L2 are independently selected from a single bond or any one of the following groups or a combination of two or more of the following groups: The r is independently selected from any one of CH and N; The Y e , Y f independently selected from O, S, N(R z ') The Y g , Y h , Y h 'Independently selected from O, S, C (R x R y )、N(R z ) The ring B is selected from substituted or unsubstituted C3-C10 alicyclic rings; The R g , R g '、R x , R y R is independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3-C30 alicyclic and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C1-C25 heterocycloalkane and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C3-C25 alicyclic and a C2-C30 heteroaromatic ring, or R x , R y are connected to form a substituted or unsubstituted ring; The R z , R z 'Independently selected from any one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl; Said p is selected from 1, 2, 3 or 4; The g1 is selected from 0, 1, 2, 3 or 4; the g2 is selected from 0, 1, 2, 3, 4, 5 or 6; the g3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the g4 is selected from 0, 1 or 2; the g5 is selected from 0, 1, 2 or 3; when there are two or more R g When two or more R g The same or different from each other, or two adjacent R g are connected to each other to form a substituted or unsubstituted ring; The g'1 is selected from 0, 1 or 2; when there are two or more R g ', two or more R g ' are the same as or different from each other.

8. An aromatic amine compound according to claim 1, characterized in that: The formula I is selected from any one of the following structures:

9. An organic electroluminescent device comprising an anode, a cathode, and an organic layer located between the anode and the cathode, characterized in that: The organic layer contains at least one of the aromatic amine compounds according to any one of claims 1 to 8.

10. The organic electroluminescent device according to claim 9, wherein the organic layer is located between the anode and the cathode, wherein: The organic layer comprises at least one of a hole transport layer, a light emitting layer, and a charge generating layer, and at least one of the hole transport layer, the light emitting layer, and the charge generating layer comprises at least one of the aromatic amine compounds according to any one of claims 1 to 8.

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