Arylamine derivative and organic electroluminescent device thereof

Abstract

The invention provides an arylamine derivative and an organic electroluminescent device thereof, and relates to the technical field of organic electroluminescent materials. The invention aims to solve the technical problems that the luminous efficiency of an organic electroluminescent device is low and the service life is shortened due to the fact that the mobility of a current hole transport material is low and the light extraction efficiency of a covering layer material is low. The arylamine derivative containing benzofluorene provided by the invention has relatively high hole mobility and good thermal stability, is beneficial to hole injection and transmission, and improves the light extraction efficiency; the compound is used for functional layer materials such as a hole transport layer and a covering layer of an organic electroluminescent device, so that the luminous efficiency of the device is effectively improved, and the service life of the device is prolonged. The organic light-emitting device can be widely applied to the fields of panel display, illumination light sources, flexible OLEDs, electronic paper, organic solar cells, organic photoreceptors or organic thin film transistors, indication boards, signal lamps and the like.

Description

Technical Field

[0001] This invention relates to the field of organic electroluminescent materials technology, specifically to a heterocyclic compound and its organic electroluminescent device. Background Technology

[0002] Organic light-emitting diodes (OLEDs) possess advantages such as high contrast, wide viewing angle, self-emissiveness, low driving voltage, flexibility, and thinness, leading to their widespread application in televisions, lighting, and wearable devices. With the rapid growth in demand for OLED applications, higher requirements are being placed on displays, especially for comprehensive performance, aiming to achieve ultra-high-definition displays with high efficiency, long lifespan, and high color saturation. Therefore, the development of a series of novel organic electroluminescent materials is of paramount importance.

[0003] The basic structure of an OLED generally consists of a substrate, a transparent conductive anode, a hole transport layer (HTL), an organic light-emitting layer (EML), an electron transport layer (ETL), and a metal cathode. In addition, to further improve performance, OLED structures typically incorporate a hole injection layer (HIL), an electron injection layer (EIL), a hole blocking layer (HBL), an electron blocking layer (EBL), and a capping layer (CPL). Among these, the hole transport layer, as a key functional layer connecting the hole injection layer and the light-emitting layer, directly affects the overall performance of the organic light-emitting device. It plays a crucial role in efficiently receiving holes from the hole injection layer and stably and efficiently transporting them to the light-emitting layer, while simultaneously preventing the diffusion of excited excitons from the light-emitting layer to the electron transport layer and the migration of electrons to the hole transport layer. Therefore, it has a vital impact on the device's core parameters such as luminous efficiency, lifetime, and stability. Hole transport layer materials are mainly aromatic amines, which, although possessing certain hole transport capabilities and film-forming properties, have become less effective due to the increasing demands for high brightness, high mobility, and long lifetime in devices. As the outermost functional layer of organic electroluminescent devices, the capping layer protects the internal structure and optimizes optical performance to improve device stability. Commonly used materials include inorganic oxides, organic polymers, and small organic molecules, but their fabrication processes are complex, costly, prone to cracking, have poor barrier properties, and low light extraction efficiency, making it difficult to meet high-performance requirements.

[0004] Therefore, in order to further improve the luminous efficiency, lifespan and stability of organic electroluminescent devices, the development of hole transport layer materials and capping layer materials with excellent performance is of great practical significance and market demand. Summary of the Invention

[0005] The purpose of this invention is to provide a compound that can improve the thermal stability and carrier transport capacity of materials, improve light extraction efficiency, and organic electroluminescent devices prepared using this compound can significantly improve luminous efficiency and lifetime.

[0006] This invention discloses an aromatic amine derivative, characterized in that its molecular structure is as shown in Formula 1:

[0007]

[0008] Wherein, at least one R is selected from substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C25 silyl, or substituted or unsubstituted C3-C12 cycloalkyl, and the remaining R are the same or different from each other, selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, or substituted or unsubstituted C2-C12 alkenyl. Any one of the following: substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic ring fused cycloalcohol, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaromatic ring fused cycloalcohol, or two or more adjacent Rs connected to each other to form a substituted or unsubstituted benzene ring or a three- to eight-membered saturated or unsaturated alicyclic ring;

[0009] The z may be the same as or different from each other, and is selected from CH or N. When z is connected to L3, the z is selected from C.

[0010] a is selected from 1, 2, 3, or 4; b is selected from 1, 2, 3, or 4; c is selected from 1, 2, 3, or 4;

[0011] The R b It is selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl;

[0012] The Ar1 is selected from the group shown in Formula 1-a:

[0013]

[0014] The ring A is selected from substituted or unsubstituted C3-C8 alicyclic rings;

[0015] The R1s may be the same as or different from each other, and are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl rings, or adjacent two or more R1s may be connected to each other to form substituted or unsubstituted saturated or unsaturated rings;

[0016] The d is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15 or 16;

[0017] The Ar2 is selected from formula 1-a or any one or combination of the following groups:

[0018]

[0019] The s are either the same as or different from each other, and are selected from CH or N;

[0020] The R2 and R0 may be the same as or different from each other, and are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl rings, or adjacent two or more R2s may be connected to each other to form substituted or unsubstituted saturated or unsaturated rings;

[0021] The Y, Y a Y c Y d Each is independently selected from O, S, NR2' or CR n R n ';

[0022] The Y b Selected from O, S, or NR2';

[0023] The R2' is selected from any one of hydrogen, deuterium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl;

[0024] The R n R n '、R c R d Independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl, or adjacent R c R d They connect with each other to form substituted or unsubstituted saturated or unsaturated rings;

[0025] f1 is selected from 0, 1, 2, 3, 4 or 5; f2 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; f3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 or 13; f4 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; f5 is selected from 0, 1 or 2; f6 is selected from 0, 1, 2, 3 or 4.

[0026] L1, L2, and L3 are independently selected from any one or combination of single bonds, substituted or unsubstituted C6-C30 arylene groups, substituted or unsubstituted C2-C30 heteroarylene groups, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic groups, and substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaromatic groups.

[0027] The present invention provides an organic light-emitting device, comprising an anode, a cathode, and an organic layer, wherein the organic layer is located between the anode and the cathode or outside one or more electrodes of the anode and the cathode, characterized in that the organic layer contains any one or a combination of at least two of the aromatic amine derivatives as described in any one of claims 1 to 6.

[0028] The beneficial effects of this invention are:

[0029] This invention provides an aromatic amine derivative, which, when used as a hole transport layer material, exhibits high hole mobility, enabling rapid reception of holes from the hole injection layer. Through the efficient charge transfer pathway of its intramolecular conjugated structure, the holes are stably transported to the emissive layer, significantly reducing hole retention and loss during transport, thereby improving hole injection efficiency, device luminous efficiency, and extending device lifespan. When used as a capping layer, its excellent optical transparency reduces light shading, improving light extraction efficiency, while its good stability forms a protective film, preventing impurities from entering and extending device lifespan. Detailed Implementation

[0030] The present invention will be further illustrated below with reference to specific embodiments. It should be understood that these embodiments are only for illustrating the present invention and are not intended to limit the scope of the present invention. All other embodiments obtained by those skilled in the art based on the embodiments of the present invention without creative effort are within the protection scope of the present invention.

[0031] In the compounds of this invention, any atom not specified as a particular isotope includes any stable isotope of that atom, and includes atoms at both their natural and non-natural isotopic abundances.

[0032] In this specification, "*" indicates a portion connected to another substituent.

[0033] In this specification, when the position of the substituent on the ring is not fixed, it means that it can be attached to any of the corresponding optional sites on the ring. For example, Can represent Can represent Can represent And so on.

[0034] In this specification, when a substituent or linking site lies within a bond that extends through two or more rings, it indicates that the substituent or linking site can be linked to any one of the two or more rings, specifically to any one of the corresponding optional sites within the rings. For example, Can represent Can represent And so on.

[0035] The "linked ring formation" described in this invention refers to two groups being linked together by chemical bonds and optionally aromatized, as shown in the following example:

[0036]

[0037] In this specification, the rings formed by the linkage can be aromatic or non-aromatic rings, and can be three-membered, four-membered, five-membered, six-membered, seven-membered, eight-membered, fused rings, etc., such as cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentene, cyclohexene, adamantane, norbornene, benzene, naphthalene, phenanthrene, triphenylene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, fluorene, dibenzofuran, dibenzothiophene, carbazole, etc., but not limited to these.

[0038] Examples of halogen atoms described in this invention may include fluorine, chlorine, bromine, or iodine.

[0039] The alkyl group described in this invention refers to a monovalent group obtained by removing one hydrogen atom from an alkane molecule. It can be a straight-chain alkyl group or a branched-chain alkyl group, preferably having 1 to 10 carbon atoms, more preferably having 1 to 8 carbon atoms, and particularly preferably having 1 to 6 carbon atoms. The alkyl group can be substituted or unsubstituted. Specific examples may include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, etc., but are not limited thereto.

[0040] The alkenyl group described in this invention refers to a monovalent group obtained by removing one hydrogen atom from an olefin molecule. It can be a straight-chain alkenyl or a branched alkenyl, preferably having 2 to 10 carbon atoms, more preferably 2 to 6 carbon atoms. The alkenyl group can be substituted or unsubstituted. Specific examples may include vinyl, 1-propenyl, isopropenyl, butenyl, pentenyl, 3-methyl-1-butenyl, allyl, 1-phenylvinyl-1-yl, styryl, etc., but are not limited thereto.

[0041] The cycloalkyl group described in this invention refers to a monovalent group obtained by removing one hydrogen atom from a cyclic alkane molecule, preferably with 3 to 10 carbon atoms, more preferably with 3 to 8 carbon atoms, and particularly preferably with 3 to 6 carbon atoms. The cycloalkyl group can be substituted or unsubstituted. The cycloalkyl group includes, but is not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornelyl, etc.

[0042] The cycloalkenyl group described in this invention refers to a monovalent group obtained by removing one hydrogen atom from a cycloalkene molecule. The cycloalkenyl group is a cyclic hydrocarbon group with an intracyclic carbon-carbon double bond, and includes cyclic monoalkenes, cyclic polyalkenes, etc. Preferably, it has 3 to 10 carbon atoms, more preferably 3 to 8 carbon atoms, and particularly preferably 3 to 6 carbon atoms. Examples of the alkenyl group include cyclopropene, cyclobutene, cyclopentene, cyclohexene, cyclobutadiene, cyclopentadiene, etc., but are not limited thereto.

[0043] The "substituted or unsubstituted silyl group" mentioned in this invention refers to —Si(R k )3 groups, wherein each R k The same or different groups are selected from the following: hydrogen, deuterium, tritium, cyano, halogen, 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, fused cycloalcoholic group of substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic ring, and fused cycloalcoholic group of substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl. Preferably, each R k The same or different groups are selected from the following: hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C6-C30 aryl. The alkyl group preferably has 1 to 10 carbon atoms, more preferably 1 to 8, and most preferably 1 to 6. The cycloalkyl group preferably has 3 to 10 carbon atoms, more preferably 3 to 8 carbon atoms, and most preferably 3 to 6 carbon atoms. The aryl group preferably has 6 to 25 carbon atoms, more preferably 6 to 18 carbon atoms, and particularly preferably 6 to 12 carbon atoms. Preferably, each R... kThe same or different groups are selected from the following: hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted pentyl, substituted or unsubstituted hexyl, substituted or unsubstituted heptyl, substituted or unsubstituted octyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl. Preferred substituted silyl groups specifically include, but are not limited to, trimethylsilyl, triethylsilyl, triisopropylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, etc. The silane group mentioned above is preferably trimethylsilane, triethylsilane, triphenylsilane, diphenylsilane, phenylsilane, diphenylmethylsilane, or phenyldimethylsilane.

[0044] The aryl group described in this invention refers to a monovalent group obtained by removing a hydrogen atom from the aromatic carbon atom of an aromatic compound molecule. It can be a monocyclic aryl, polycyclic aryl, or fused-ring aryl, preferably having 6 to 25 carbon atoms, more preferably 6 to 18 carbon atoms, and particularly preferably 6 to 12 carbon atoms. The aryl group can be substituted or unsubstituted. The monocyclic aryl group refers to an aryl group with only one aromatic ring in the molecule, such as phenyl, but not limited to this; the polycyclic aryl group refers to an aryl group with two or more independent aromatic rings in the molecule, such as biphenyl, terphenyl, tetraphenyl, etc., but not limited to this; the fused-ring aryl group refers to an aryl group with two or more aromatic rings in the molecule that are fused together by sharing two adjacent carbon atoms, such as naphthyl, anthracene, phenanthrene, pyrene, perylene, triphenylene, fluoranthyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, benzo[a]fluorenyl, 9,9'-spirodifluorenyl, etc., but not limited to this.

[0045] The heteroaryl group described in this invention refers to a group obtained by replacing one or more aromatic carbon atoms in an aryl group with heteroatoms. The heteroatoms include, but are not limited to, O, S, N, Si, or P atoms, and preferably have 2 to 25 carbon atoms, particularly preferably 2 to 18 carbon atoms, and most preferably 2 to 12 carbon atoms. The linking site of the heteroaryl group can be located on a cyclic carbon atom or on a cyclic heteroatom. The heteroaryl group can be a monocyclic heteroaryl, polycyclic heteroaryl, or fused-ring heteroaryl. The heteroaryl group can be substituted or unsubstituted. The monocyclic heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, thiopheneyl, pyrroleyl, oxazolyl, thiazolyl, imidazolyl, etc., but are not limited thereto; the polycyclic heteroaryl groups include bipyridinyl, bipyrimidinyl, phenylpyridinyl, phenylpyrimidinyl, etc., but are not limited thereto; the fused-ring heteroaryl groups include quinolinyl, isoquinolinyl, benzo[a]quinolinyl, benzo[a]isoquinolinyl, quinazolinyl, quinoxalinyl, benzo[a]quinoxalinyl, benzo[a]quinoxalinyl, o-phenanthrolinel, naphridinyl, indolyl, benzo[a]thiopheneyl, benzo[a] Furanyl, benzoxazolyl, benzoimidazolyl, benzothiazolyl, dibenzofuranyl, benzodibenzofuranyl, dibenzothiophenyl, benzodibenzothiophenyl, dibenzoxazolyl, dibenzoimidazolyl, dibenzothiazolyl, carbazoleyl, 9-phenylcarbazoleyl, acridineyl, phenoxazinyl, phenthiazinyl, phenoxazinyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenthoxanthyl, spirofluorenazanthyl, etc., but not limited to these.

[0046] The alicyclic hydrocarbons described in this invention refer to cyclic hydrocarbons with aliphatic properties, containing closed carbon rings in the molecule, preferably with 3 to 7 carbon atoms, particularly preferably 3 to 6 carbon atoms, and most preferably 3 to 5 carbon atoms. They can form monocyclic or polycyclic hydrocarbons, and can be completely unsaturated or partially unsaturated. The aliphatic rings can be substituted or unsubstituted. Specific examples include cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclopropene, cyclobutene, cyclopentene, cyclohexene, cycloheptene, cyclooctene, etc., but are not limited to these. Multiple monocyclic hydrocarbons can also be linked in various ways: two rings in the molecule can share a carbon atom to form a spirocyclic ring; two carbon atoms on the ring can be connected by a carbon bridge to form a bridged ring; several rings can also be interconnected to form a cage-like structure.

[0047] The fused alicyclic and aromatic rings described in this invention refer to the general term for monovalent groups obtained by removing one hydrogen atom after the alicyclic and aromatic rings are fused together. The aromatic ring preferably has 6 to 25 carbon atoms, more preferably 6 to 18 carbon atoms, and most preferably 6 to 12 carbon atoms; the alicyclic ring preferably has 3 to 7 carbon atoms, more preferably 3 to 6 carbon atoms, and most preferably 3 to 5 carbon atoms. The fused ring of the aromatic and alicyclic rings can be substituted or unsubstituted. Examples include benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, naphthocyclopropane, naphthocyclobutane, naphthocyclopentane, naphthocyclohexane, naphthocyclopentenyl, naphthocyclohexenyl, etc., but are not limited thereto.

[0048] The fused cyclic group of alicyclic and heteroaromatic rings described in this invention refers to the general term for the monovalent group obtained by removing one hydrogen atom after alicyclic and heteroaromatic rings are fused together. The aromatic ring preferably has 2 to 25 carbon atoms, more preferably 2 to 18 carbon atoms, and most preferably 2 to 12 carbon atoms; the alicyclic ring preferably has 3 to 7 carbon atoms, more preferably 3 to 6 carbon atoms, and most preferably 3 to 5 carbon atoms. The fused cycloyl groups of the alicyclic and heterocyclic rings may include, but are not limited to, pyridocyclopropyl, pyridocyclobutyl, pyridocyclopentyl, pyridocyclohexyl, pyridinium-benzocycloheptyl, pyrimidinium-cyclopropyl, pyrimidinium-cyclobutyl, pyrimidinium-cyclopentyl, pyrimidinium-benzohexyl, dibenzofuranocyclopropyl, dibenzofuranocyclobutyl, dibenzofuranocyclopentyl, dibenzofuranocyclohexyl, dibenzofuranocycloheptyl, dibenzothiophenecyclopropyl, dibenzothiophenecyclobutyl, dibenzothiophenecyclopentyl, dibenzothiophenecyclohexyl, dibenzothiophenecycloheptyl, carbazocyclopropyl, carbazocyclobutyl, carbazocyclopentyl, carbazocyclohexyl, carbazocycloheptyl, etc.

[0049] The arylene group described in this invention refers to the collective term for the divalent group remaining after removing two hydrogen atoms from the aromatic carbon atom of an aromatic hydrocarbon molecule. It can be a monocyclic arylene, a polycyclic arylene, or a fused-ring arylene, preferably having 6 to 25 carbon atoms, more preferably 6 to 22 carbon atoms, even more preferably 6 to 18 carbon atoms, and most preferably 6 to 12 carbon atoms. Regarding the aforementioned arylene groups, monocyclic arylene groups can be phenylene, etc., but are not limited to these. The arylene group can be substituted or unsubstituted. Polycyclic arylene groups can be biphenylene, terphenylene, tetraphenylene, etc., but are not limited to these. The aforementioned fused-ring aryl group can be naphthylene, anthracene, phenanthrene, pyrene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, 9-methyl-9-phenylfluorene, 9,9'-spirodifluorene, triphenylene, perylene, fluorenethracene, etc., but is not limited to these.

[0050] The heteroaryl group described in this invention refers to the general term for a divalent group formed by removing two hydrogen atoms from the nucleus carbon of an aromatic heterocycle composed of carbon and heteroatoms. The heteroatoms can be one or more of N, O, S, Si, and P, and can be monocyclic heteroaryl, polycyclic heteroaryl, or fused-ring heteroaryl. Preferably, it has 2 to 25 carbon atoms, more preferably 2 to 18 carbon atoms, and most preferably 2 to 12 carbon atoms. The heteroaryl group can be substituted or unsubstituted. Examples may include, but are not limited to, pyridinyl, pyrazinyl, pyridazinyl, triazinyl, thiopheneyl, pyrroloyl, furanyl, pyranyl, oxazolyl, thiazolyl, imidazolyl, benzoxazolyl, benzothiazolyl, benzoimidazolyl, carbazolyl, benzocarbazolyl, acridineyl, imoxazanyl, thionazanyl, phenazinyl, phenthiazolyl, phenoxazinyl, indolyl, quinolinyl, isoquinolinyl, benzothiopheneyl, benzofuranyl, dibenzofuranyl, dibenzothiopheneyl, quinoxolinyl, quinoxolinyl, naphthinyl, purineyl, and phenanthrolineyl.

[0051] The alicyclic and aromatic ring fused cyclic groups described in this invention refer to the general term for divalent groups obtained by removing two hydrogen atoms from a fused cyclic group of an alicyclic and aromatic ring. Apart from being divalent groups, they are subject to the above description of fused cyclic groups of alicyclic and aromatic rings.

[0052] The fused alicyclic and heteroaromatic ring groups described in this invention refer to the general term for divalent groups obtained by removing two hydrogen atoms from a fused alicyclic and heteroaromatic ring group. Apart from being divalent groups, they are subject to the above description of fused alicyclic and heteroaromatic ring groups.

[0053] In this invention, "unsubstituted" in "substituted or unsubstituted" means that the hydrogen atom on the group is not substituted by any substituent; "substituted" means that at least one hydrogen atom on the group is substituted by a substituent, and the position of substitution is not limited. When multiple hydrogen atoms are substituted by multiple substituents, the multiple substituents may be the same or different.

[0054] The substituents described in the "substituted or unsubstituted" designation of this invention may be the same as or different from each other, and are selected from deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted silyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, etc. The fused cyclic group is any one of a fused cyclic group of a C6-C30 aromatic ring and a C3-C8 alicyclic ring, preferably deuterium, cyano, halogen atom, trifluoromethyl, C1-C12 alkyl, C3-C12 cycloalkyl, silyl, C6-C30 aryl, or C2-C30 heteroaryl. Specific examples may include deuterium, fluorine, chlorine, bromine, iodine, cyano, trifluoromethyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated isopropyl, deuterated tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and gold. Alkyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, anthracene, phenanthrene, pyrene, triphenylene, perylene, fluoranyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenoxanthyl, spirofluorenoxanthyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane Alkyl, benzocycloheptyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, pyrroleyl, furanyl, thiopheneyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, carbazoleyl, 9-phenylcarbazoleyl, pyridinyl, pyrimidinyl, pyridazinyl, triazinyl, oxazolyl, thiazolyl, imidazoleyl, benzooxazolyl, benzothiazolyl, benzotriazolyl, benzoimidazolyl, quinolinyl, isoquinolinyl, quinoxolinyl, quinazolinyl, phenothiazinyl, phenothiazinyl, acridineyl, etc., but not limited to these.

[0055] In this invention, "at least one" includes one, two, three, four, or more.

[0056] This invention provides an aromatic amine derivative having the structure shown in Formula 1:

[0057]

[0058] Wherein, at least one R is selected from substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C25 silyl, or substituted or unsubstituted C3-C12 cycloalkyl, and the remaining R are the same or different from each other, selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, or substituted or unsubstituted C2-C12 alkenyl. Any one of the following: substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic ring fused cycloalcohol, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaromatic ring fused cycloalcohol, or two or more adjacent Rs connected to each other to form a substituted or unsubstituted benzene ring or a three- to eight-membered saturated or unsaturated alicyclic ring;

[0059] The z may be the same as or different from each other, and is selected from CH or N. When z is connected to L3, the z is selected from C.

[0060] a is selected from 1, 2, 3, or 4; b is selected from 1, 2, 3, or 4; c is selected from 1, 2, 3, or 4;

[0061] The R b It is selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl;

[0062] The Ar1 is selected from the group shown in Formula 1-a:

[0063]

[0064] The ring A is selected from substituted or unsubstituted C3-C8 alicyclic rings;

[0065] The R1s may be the same as or different from each other, and are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl rings, or adjacent two or more R1s may be connected to each other to form substituted or unsubstituted saturated or unsaturated rings;

[0066] The d is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15 or 16;

[0067] The Ar2 is selected from formula 1-a or any one or combination of the following groups:

[0068]

[0069] The s are either the same as or different from each other, and are selected from CH or N;

[0070] The R2 and R0 may be the same as or different from each other, and are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl rings, or adjacent two or more R2s may be connected to each other to form substituted or unsubstituted saturated or unsaturated rings;

[0071] The Y, Y a Y c Y d Each is independently selected from O, S, NR2' or CR n R n ';

[0072] The Y b Selected from O, S, or NR2';

[0073] The R2' is selected from any one of hydrogen, deuterium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl;

[0074] The R n R n '、R c R d Independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl, or adjacent R c R d They connect with each other to form substituted or unsubstituted saturated or unsaturated rings;

[0075] f1 is selected from 0, 1, 2, 3, 4 or 5; f2 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; f3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 or 13; f4 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; f5 is selected from 0, 1 or 2; f6 is selected from 0, 1, 2, 3 or 4.

[0076] L1, L2, and L3 are independently selected from any one or combination of single bonds, substituted or unsubstituted C6-C30 arylene groups, substituted or unsubstituted C2-C30 heteroarylene groups, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic groups, and substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaromatic groups.

[0077] Preferably, the Selected from one of the following groups:

[0078]

[0079]

[0080] At least one of the R groups is selected from any one or more of the following substituted or unsubstituted groups: methyl, ethyl, propyl, butyl, pentyl, isopropyl, isobutyl, isopentyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornel, camphene, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl; the remaining R groups may be the same as or different from each other and are selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted groups: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornel, camphene, trimethylsilyl, triethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl; and any one or more of the following substituted or unsubstituted groups: methyl, ethyl, propyl, isopropyl, tert-butylsilyl, triphenylsilyl, trimethylsilyl, triethylsilyl, triisopropyl ... Butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantane, norbornel, camphene, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, triphenylene, pyridyl, pyrazinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthidyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclooctane, benzocyclopropene, benzocyclobutenyl, benzocyclopentenyl, benzocyclopropane Cyclohexenyl, benzocycloheptenyl, benzocyclooctenyl, benzoxazolyl, benzothiazolyl, benzofuranyl, benzothiopheneyl, benzoimidazolyl, indolyl, carbazoleyl, 9-phenylcarbazoleyl, dibenzofuranyl, dibenzothiopheneyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenoxanthyl, spirofluorenoxanthyl, or spiroanthrafluorenyl, or two or more adjacent Rs connected to each other to form a substituted or unsubstituted benzene ring or a three- to eight-membered saturated or unsaturated alicyclic ring, wherein the substituents for "substituted or unsubstituted" are selected from deuterium, cyano, fluorine. The following are all of the following: trifluoromethyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated isopropyl, deuterated tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, benzocyclopentyl, benzocyclohexyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl;

[0081] The R bThey may be identical or different from each other, and are selected from hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted groups from any one or more of the following: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantane, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, pyridyl, pyrazinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, Naphthidyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclooctane, benzocyclopropenyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, benzocyclooctenyl, benzooxazolyl, benzothiazolyl, benzofuranyl, benzothiophenyl, benzimidazolyl, indoleyl Carbazolyl, 9-phenylcarbazolyl, dibenzofuranyl, dibenzothiophenel, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenoxanthyl, spirofluorenoxanthyl, or spiroanthrafluorenyl, wherein the substituent "substituted or unsubstituted" is selected from deuterium, cyano, fluorine, trifluoromethyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated isopropyl, deuterated tert-butyl, cyclopropyl Cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, benzocyclopentyl, benzocyclohexyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl;

[0082] a1 is selected from 0, 1, 2, 3, or 4; a2 is selected from 0, 1, 2, or 3; a3 is selected from 0, 1, 2, 3, 4, 5, or 6; a4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; a5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; a6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12; a7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, or 14; a8 is selected from 0, 1, or 2; a9 is selected from 0, 1, 2, 3, 4, or 5; a 10The values ​​are selected from 0 or 1; 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 or 3; b4 is selected from 0, 1 or 2; b5 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; b6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; c1 is selected from 0, 1, 2, 3 or 4; c2 is selected from 0, 1, 2, 3, 4, 5 or 6; c3 is selected from 0, 1, 2 or 3; c4 is selected from 0, 1 or 2; c5 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; c6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10.

[0083] Preferred, (include In this context, one, two, three, or more Rs are selected from substituted or unsubstituted C1-C12 alkyl groups, substituted or unsubstituted C3-C25 silyl groups, and substituted or unsubstituted C3-C12 cycloalkyl groups (e.g., one or more substituted or unsubstituted groups selected from the following: methyl, ethyl, propyl, butyl, pentyl, isopropyl, isobutyl, isopentyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornyl, camphene, trimethylsilane, triethylsilane, triisopropylsilane, tritert-butylsilane, triphenylsilane), and the remainder are selected from hydrogen, deuterium, and tritium. Preferably, simultaneously... (include ), (include In this context, R is selected from hydrogen, deuterium, and tritium.

[0084] Preferred, (include One, two, three or more R's, and (include One, two, three, or more Rs in the group are selected from substituted or unsubstituted C1-C12 alkyl groups, substituted or unsubstituted C3-C25 silyl groups, and substituted or unsubstituted C3-C12 cycloalkyl groups (e.g., one or more substituted or unsubstituted groups from the following: methyl, ethyl, propyl, butyl, pentyl, isopropyl, isobutyl, isopentyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornel, camphene, trimethylsilane, triethylsilane, triisopropylsilane, tritert-butylsilane, triphenylsilane), and the remainder are selected from hydrogen, deuterium, and tritium. Preferably, at the same time, (include In this context, R is selected from hydrogen, deuterium, and tritium.

[0085] Preferably, the Ar1 is selected from any one of the following groups:

[0086]

[0087] The R1s may be the same as or different from each other, and are selected from any one or more of the following groups: hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, pyrazinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthidyl, trimethyl Benzyl silyl, triethyl silyl, triisopropyl silyl, tri-tert-butyl silyl, triphenyl silyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclooctane, benzocyclopropenyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, benzocyclooctenyl, benzooxazolyl, benzothiazolyl, benzofuranyl, benzothiophenyl, benzoimidazolyl, indoleyl, carbazoleyl, 9-phenylcarbazoleyl, dibenzofuranyl The substituents are selected from deuterium, dibenzothiophene, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenoxanthyl, spirofluorenoxanthyl, or spiroanthrafluorenyl, or two or more adjacent R1 groups connected to each other to form a substituted or unsubstituted saturated or unsaturated ring, wherein the "substituted or unsubstituted" substituents are selected from deuterium, cyano, fluorine, trifluoromethyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, and deuterated isopropyl. The following are any one or more of the following: deuterated tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, benzocyclopentyl, benzocyclohexyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, and carbazole.

[0088] The d1 is selected from 0, 1, 2, 3, 4, or 5; the d2 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; the d3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; the d4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11; the d5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, or 13; the d6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, or 15; the d7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; the d8 is selected from 0, 1, 2, 3, 4, 5, or 6; and the d9 is selected from 0, 1, 2, 3, or 4.

[0089] More preferably, the Ar1 linkage site is on the benzene ring.

[0090] Preferably, the Ar2 is selected from formula 1-a or any one or combination of the following groups:

[0091]

[0092]

[0093] The R2, R0, R n R n '、R c R d These groups, whether identical or different from each other, are selected from hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, and any one or more of the following groups, substituted or unsubstituted: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantane, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, pyrazinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthidyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, benzocyclopropane, benzocyclobutane Alkyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclooctyl, benzocyclopropenyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, benzocyclooctenyl, benzooxazolyl, benzothiazolyl, benzofuranyl, benzothiophenyl, benzoimidazolyl, indolyl, carbazoleyl, 9-phenylcarbazoleyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenthoxanthyl, spirofluorenazanthyl or spiroanthrafluorenyl, or between two or more adjacent R2s, or between adjacent Rs. c R dThese groups are linked together to form substituted or unsubstituted saturated or unsaturated rings, wherein the substituents for "substituted or unsubstituted" are selected from any one or more of the following: deuterium, cyano, fluorine, trifluoromethyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated isopropyl, deuterated tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, benzocyclopentyl, benzocyclohexyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, and carbazoyl.

[0094] The R2's may be the same as or different from each other, and are selected from any one or more of hydrogen, deuterium, substituted or unsubstituted groups as shown below: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantane, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, triphenylene, pyridyl, pyrazinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthidyl, triphenylene ... Methylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclooctane, benzocyclopropenyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, benzocyclooctenyl, benzooxazolyl, benzothiazolyl, benzofuranyl, benzothiophenyl, benzimidazolyl, indoleyl Carbazolyl, 9-phenylcarbazolyl, dibenzofuranyl, dibenzothiophenel, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenoxanthyl, spirofluorenoxanthyl, or spiroanthrafluorenyl, wherein the substituent "substituted or unsubstituted" is selected from deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated isopropyl, deuterated tert-butyl, cyclopropyl, cyclobutyl Cyclopentyl, cyclohexyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, benzocyclopentyl, benzocyclohexyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl;

[0095] The f1 is selected from 0, 1, 2, 3, 4 or 5; the f2 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; the f3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 or 13; the f4 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; the f5 is selected from 0, 1 or 2; the f6 is selected from 0, 1, 2, 3 or 4; the f7 is selected from 0, 1, 2 or 3; and the f8 is selected from 0, 1, 2, 3, 4, 5 or 6.

[0096] Preferably, two or more adjacent R2s are connected to each other to form substituted or unsubstituted rings: benzene ring, naphthalene ring, pyridine ring, pyrimidine ring, cyclopentane ring, cyclohexane ring, cycloheptane ring.

[0097] Preferably, adjacent R c R d They can be connected to each other to form substituted or unsubstituted rings: cyclopentane ring, cyclohexane ring, cycloheptane ring, adamantane ring, norbornene ring, fluorene ring.

[0098] Further preferred, adjacent R c R d They connect with each other to form any of the following rings, with or without substitution:

[0099]

[0100]

[0101] The R e They may be identical or different from each other, and are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloyl groups of substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic rings, fused cycloyl groups of substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl rings, or two or more adjacent R groups. e They connect with each other to form substituted or unsubstituted saturated or unsaturated rings;

[0102] The g1 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; 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, 8, 9 or 10; the g4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12; the g5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14.

[0103] Preferably, two or more adjacent R e They can be connected to each other to form substituted or unsubstituted rings: benzene ring, naphthalene ring, pyridine ring, pyrimidine ring, cyclopentane ring, cyclohexane ring, and cycloheptane ring.

[0104] Preferably, L1 to L3 may be the same as or different from each other, and are selected from single bonds or any one or combination of the following groups:

[0105]

[0106] The t is selected from CH or N;

[0107] The R3s may be the same as or different from each other, and are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl rings, or adjacent two or more R3s may be connected to each other to form substituted or unsubstituted saturated or unsaturated rings;

[0108] The ring B is selected from substituted or unsubstituted C3-C8 alicyclic rings;

[0109] The i is selected from O, S, NR u or CR v R v ';

[0110] The r is selected from N or CR. r ;

[0111] The R v R v '、R rIt is independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl;

[0112] The R u It is selected from any one of hydrogen, deuterium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaromatic fused cycloyl;

[0113] The Y e Y f Y g Each is independently selected from O, S, and NR. t or CR h R g ;

[0114] The R t It is selected from any one of hydrogen, deuterium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaromatic fused cycloyl;

[0115] The R h R gIndependently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl, or adjacent R h R g They connect with each other to form substituted or unsubstituted saturated or unsaturated rings;

[0116] p is selected from 1, 2, 3, or 4;

[0117] t1 is selected from 0, 1, 2, 3 or 4; t2 is selected from 0, 1, 2, 3, 4, 5 or 6; t3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; t4 is selected from 0, 1 or 2; t5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14; t6 is selected from 0, 1, 2 or 3.

[0118] More preferably, L1 to L3 may be the same as or different from each other, and are selected from single bonds or any one or combination of the following groups:

[0119]

[0120] The R3, R h R gThese groups, whether identical or different from each other, are selected from hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, and any one or more of the following groups, substituted or unsubstituted: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantane, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, pyrazinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthidyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, benzocyclopropane, benzocyclobutane Alkyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclooctyl, benzocyclopropenyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, benzocyclooctenyl, benzooxazolyl, benzothiazolyl, benzofuranyl, benzothiophenyl, benzoimidazolyl, indolyl, carbazoleyl, 9-phenylcarbazoleyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenthoxanthyl, spirofluorenazanthyl or spiroanthrafluorenyl, or between two or more adjacent R3s, or between adjacent Rs. h R g These groups are linked together to form substituted or unsubstituted saturated or unsaturated rings, wherein the substituents for "substituted or unsubstituted" are selected from any one or more of the following: deuterium, cyano, fluorine, trifluoromethyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated isopropyl, deuterated tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, benzocyclopentyl, benzocyclohexyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, and carbazoyl.

[0121] The R u R tThe following groups, whether identical or different from each other, are selected from hydrogen, deuterium, substituted or unsubstituted groups: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantane, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, pyrazinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthidyl, trimethylmethyl Silyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclooctane, benzocyclopropenyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, benzocyclooctenyl, benzooxazolyl, benzothiazolyl, benzofuranyl, benzothiophenyl, benzimidazolyl, indoleyl, carbazole The substituent is selected from deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated isopropyl, deuterated tert-butyl, cyclopropyl, cyclobutyl, cyclo[] The following are any one or more of the following: pentyl, cyclohexyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, benzocyclopentyl, benzocyclohexyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, and carbazole.

[0122] k1 is selected from 0, 1, 2, 3 or 4; k2 is selected from 0, 1, 2 or 3; k3 is selected from 0, 1 or 2; k4 is selected from 0, 1, 2, 3, 4, 5 or 6; k5 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; k6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; k7 is selected from 0 or 1; k8 is selected from 0, 1, 2, 3, 4 or 5.

[0123] Preferably, the aromatic amine derivative is selected from any one of the following structures:

[0124]

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141]

[0142]

[0143]

[0144]

[0145]

[0146]

[0147]

[0148] The above lists some specific structural forms of the aromatic amine derivatives represented by Formula 1 of the present invention. However, the present invention is not limited to these listed chemical structures. Any structure based on the structure shown in Formula 1, with substituents as defined above, should be included.

[0149] The present invention also provides an organic light-emitting device, comprising an anode, a cathode, and an organic layer, wherein the organic layer is located between the anode and the cathode or outside one or more electrodes of the anode and the cathode, and the organic layer contains any one or a combination of at least two of the aromatic amine derivatives.

[0150] Preferably, the organic layer includes a hole transport layer, which contains any one or a combination of at least two of the aromatic amine derivatives described in this invention.

[0151] The hole transport layer comprises, in sequence, a first hole transport layer, a second hole transport layer (light-emitting auxiliary layer), a third hole transport layer, a fourth hole transport layer, a fifth hole transport layer, or more layers. 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 so on.

[0152] Preferably, the organic layer includes a capping layer containing any one or a combination of at least two of the aromatic amine derivatives described in this invention.

[0153] Preferably, the organic layer comprises two or more light-emitting layers, and each light-emitting layer has an N-type charge-generating layer and a P-type charge-generating layer disposed in the middle, wherein the P-type charge-generating layer contains any one or a combination of at least two of the aromatic amine derivatives described in this invention.

[0154] The light-emitting device of the present invention is typically formed on a substrate. The substrate can be any material that remains unchanged during the formation of electrodes and organic layers, such as glass, plastic, polymer films, or silicon. When the substrate is opaque, the electrodes opposite it are preferably transparent or translucent.

[0155] The anode material described in this invention is preferably a material with a high functional function, enabling smooth hole injection into the organic layer. Examples include metals and metal alloys, metal oxides, and conductive polymers. Metals and metal alloys include Mg, Ag, Al, Al-Li, Ca, Mg-In, and Mg-Ag. Metal oxides include indium tin oxide (ITO), zinc oxide (ZnO), indium oxide (In₂O₃), and indium zinc oxide (IZO). The anode can be a single-layer structure or a multi-layer composite structure containing two or more layers. For example, the anode can be a single-layer structure made of pure aluminum (Al), or a three-layer composite structure formed by sequentially stacking ITO / Ag / ITO, but is not limited to these.

[0156] The hole injection layer material described in this invention preferably has a highest occupied molecular orbital (HOMO) between the work function of the anode material and the HOMO of the surrounding organic layer, as a material that advantageously receives holes from the anode at low voltage. Examples include metal oxides, phthalocyanine compounds, benzidine compounds, phenazine compounds, etc. Metal oxides include silver oxide, vanadium oxide, tungsten oxide, copper oxide, titanium oxide, etc.; phthalocyanine compounds include copper phthalocyanine, zinc phthalocyanine, etc.; benzidine compounds include N,N'-diphenylbenzidine, etc.; and phenazine compounds include phenazine-5-oxide, etc., but are not limited to these.

[0157] The hole transport layer material of the present invention is preferably a material with high hole mobility, suitable for receiving holes from the anode or hole injection layer and transporting the holes to the light-emitting layer. The hole transport layer material includes, but is not limited to, organic materials of aryl amines, conductive polymers, block copolymers having both conjugated and non-conjugated portions, etc. The aryl amine derivatives of the present invention are preferred.

[0158] The first hole transport layer and the second hole transport layer may each contain one, two, three or more layers. Each of the first hole transport layer and the second hole transport layer may include different materials, such as one compound, two compounds, three compounds or more compounds. The compounds may be one or more of the same type or one or more of different types.

[0159] Preferably, the hole transport layer comprises the aromatic amine derivative described in this invention.

[0160] Preferably, the first hole transport layer comprises the aromatic amine derivative described in this invention.

[0161] Preferably, the second hole transport layer (light-emitting auxiliary layer) comprises the aromatic amine derivative described in this invention.

[0162] Preferably, the hole transport layer comprises the aromatic amine derivative of the present invention, and the first hole transport layer comprises the aromatic amine derivative of the present invention.

[0163] Preferably, the first hole transport layer contains the aromatic amine derivative described in this invention, and the second hole transport layer (light-emitting auxiliary layer) contains the aromatic amine derivative described in this invention.

[0164] Preferably, the thickness of the hole transport layer is 50nm to 200nm.

[0165] More preferably, the thickness of the first hole transport layer is 60nm to 150nm.

[0166] Preferably, the thickness of the first hole transport layer is 50nm to 200nm.

[0167] More preferably, the thickness of the first hole transport layer is 60nm to 150nm.

[0168] More preferably, the thickness of the first hole transport layer is 70nm to 120nm.

[0169] Preferably, the thickness of the second hole transport layer (light-emitting auxiliary layer) is 5nm to 90nm.

[0170] More preferably, the thickness of the second hole transport layer (light-emitting auxiliary layer) is 20nm to 60nm (green light device); the thickness of the second hole transport layer (light-emitting auxiliary layer) is 30nm to 80nm (red light device); and the thickness of the second hole transport layer (light-emitting auxiliary layer) is 5nm to 30nm (blue light device).

[0171] The luminescent layer material of this invention is preferably a material with good quantum efficiency for fluorescence or phosphorescence, capable of emitting light in the visible light region by receiving holes and electrons from the hole transport layer and the electron transport layer, respectively, and combining the holes and electrons. This material includes a host material and dopant materials. Host materials include 4,4'-bis(9-carbazole)biphenyl (CBP), 1,3-bis(9-carbazoleyl)phenyl (mCP), 4,4',4”-tris(carbazole-9-yl)triphenylamine (TCTA), 2,6-bis(3-(9H-carbazole-9-yl)phenyl)pyridine (DCzPPy), bis[2-(2-hydroxyphenyl)pyridine]beryllium (Bepp2), etc. Besides the above materials and combinations thereof, the host material of the luminescent layer may also include other known materials suitable for serving as the luminescent layer, but is not limited thereto. Dopant materials are classified as blue luminescent materials, green luminescent materials, and red luminescent materials. The layer doped material can be a simple fluorescent or phosphorescent material, or a combination of fluorescent and phosphorescent materials, including tris(1-phenylisoquinoline)iridium (Ir(piq)3), bis(1-phenylisoquinoline)(acetylacetone)iridium (Ir(piq)2(acac)), tris(2-phenylpyridine)iridium (Ir(ppy)3), bis(3,5-difluoro-2-(2-pyridyl)phenyl-(2-carbonylpyridine)iridium (FIrpic), 4-(dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran (DCM), etc., but not limited to these.

[0172] The electron transport layer material described in this invention is preferably a material with high electron mobility, suitable for advantageously receiving electrons from the cathode and transporting them to the light-emitting layer. It includes one or more of the following structures: aluminum tris(8-hydroxyquinoline) (Alq3), 1,3,5-tris(1-phenyl-1H-benzimidazol-2-yl)benzene (TPBi), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 1,3,5-tris[(3-pyridyl)-3-yl]benzene (TMPYPB), etc., but is not limited thereto.

[0173] The capping material described in this invention is preferably a material with a high refractive index, thus contributing to improved luminous efficiency of organic light-emitting devices, especially external luminous efficiency. It includes one or more of the following structures: biscarbazole derivatives, benzimidazole derivatives, benzothiazole derivatives, benzofuran derivatives, aromatic amine derivatives, etc., but is not limited thereto. The aromatic amine derivatives described in this invention are preferred.

[0174] The N-type charge generation layer material described in this invention includes N-type doped organic materials such as alkali metals, alkaline earth metals, Group 15 metals, lanthanides, and one or more of the aforementioned metal compounds. Alternatively, it can be an organic N-type dopant with electron-donating properties that can supply at least a portion of electron charge to the organic host to form a charge-transfer complex with the organic host, such as BEDT-TTF, TTF, etc., but is not limited thereto.

[0175] The P-type charge-generating layer material of this invention is preferably composed of a metal or an organic substance doped with P-type. Metals include Al, Cu, Fe, Pb, Zn, Au, Pt, W, Mo, and Ni, or alloys thereof. P-type dopants include iodine, FeCl3, F4-TCNQ, FeF3, and SbCl5, which can be used alone or in combination, but are not limited thereto. Aromatic amine derivatives of this invention are preferred.

[0176] The cathode material described in this invention is preferably a material with a small work function, which allows electrons to be smoothly injected into the organic layer. This includes metals or multilayer materials. Metals include, but are not limited to, Mg, Ag, Ca, Na, K, Ti, In, Li, Gd, Al, Sn, Pb, or alloys thereof.

[0177] The present invention does not impose any special restrictions on the thickness of each organic layer of the organic electroluminescent device; thicknesses commonly used in the field can be adopted.

[0178] The organic electroluminescent device of the present invention can be applied using any one of the following methods: vacuum evaporation, spin coating, vapor deposition, blade coating, laser thermal transfer, electrospray coating, slot coating, and dip coating.

[0179] The organic electroluminescent device of the present invention can be a top-emitting type, a bottom-emitting type, or a bidirectional-emitting type.

[0180] The organic electroluminescent device described in this invention can be widely used in panel displays, lighting sources, flexible OLEDs, electronic paper, organic solar cells, organic photosensitive materials or organic thin-film transistors, signs, signal lights and other fields.

[0181] The method for preparing the aromatic amine derivative of Formula 1 of the present invention can be achieved through coupling reactions commonly used in the art, for example, through the reaction routes (1) or (2) shown below, but the present invention is not limited thereto:

[0182]

[0183] Among them, X0 and X1 may be the same or different from each other, and are selected from any one of Cl, Br, and I; Ar1, Ar2, L1-L3, R, and R b The restrictions for z, a, b, and c are the same as those mentioned above.

[0184] The above-mentioned substituents can be bonded by methods known in the art, and the type and position or number of substituents can be changed according to techniques known in the art.

[0185] The invention is explained in more detail through the following examples, but is not intended to limit the invention. Based on this description, those skilled in the art will be able to practice the invention and prepare other compounds and devices according to the invention within the entire scope disclosed without inventive effort.

[0186] Description of raw materials, reagents, and characterization equipment:

[0187] The present invention does not impose any particular restrictions on the source of raw materials and reagents used in the following embodiments, which can be commercially available products or prepared using preparation methods well known to those skilled in the art.

[0188] Mass spectrometry was performed using a Waters G2-Si quadrupole tandem time-of-flight high-resolution mass spectrometer, with chloroform as the solvent.

[0189] Elemental analysis was performed using a Vario EL cube organic elemental analyzer from Elementar GmbH, Germany, with sample masses ranging from 5 to 10 mg.

[0190] [Synthetic Example 1] Preparation of Compound 15:

[0191]

[0192] Preparation of intermediate A-15:

[0193] Under nitrogen protection, a-15 (20.57 g, 50.00 mmol), b-15 (10.46 g, 50.00 mmol), Pd(OAc)2 (0.15 g, 0.67 mmol), P(t-Bu)3 (2.67 mL of 0.5 M toluene solution, 1.33 mmol), NaOt-Bu (9.61 g, 100.00 mmol), and 300 mL of toluene solvent were added to a reaction flask. The mixture was stirred and heated under reflux for 4.5 h. After the reaction was completed, the mixture was cooled to room temperature, distilled water was added, and the mixture was extracted with dichloromethane. The layers were allowed to stand and separated, and the organic layer was collected, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by vacuum distillation. Crystallization was carried out at a lower temperature, filtered, and the resulting solid was recrystallized from toluene:ethanol in an 8:1 ratio to give intermediate A-15 (22.13 g, yield 82%) with an HPLC purity ≥ 99.85%. Mass spectrometry m / z: 539.2628 (theoretical value: 539.2613).

[0194] Preparation of compound 15:

[0195] Under nitrogen protection, intermediates A-15 (16.19 g, 30.00 mmol), c-15 (6.39 g, 30.00 mmol), Pd2(dba)3 (0.41 g, 0.44 mmol), BINAP (0.37 g, 0.60 mmol), NaOt-Bu (5.77 g, 60.00 mmol), and 200 mL of toluene solvent were mixed and stirred. The mixture was heated under reflux for 4.0 h. After the reaction was completed, the mixture was cooled to room temperature, distilled water was added, and the mixture was extracted with dichloromethane. The layers were allowed to stand and separated, and the organic layer was collected, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by vacuum distillation. Crystallization was carried out at a lower temperature, filtered, and the resulting solid was recrystallized from toluene to give compound 15 (15.32 g, yield 76%) with an HPLC purity ≥ 99.96%. Mass spectrometry m / z: 671.3541 (theoretical value: 671.3552). Theoretical element content (%) C 51 H 45 N: C, 91.16; H, 6.75; N, 2.08. Measured element content (%): C, 91.12; H, 6.77; N, 2.06.

[0196] [Synthetic Example 2] Preparation of Compound 30:

[0197]

[0198] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-30, and c-15 was replaced with an equimolar amount of c-30, yielding compound 30 (15.57 g) with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 691.3253 (theoretical value: 691.3239). Theoretical elemental content (%) C 53 H 41 N: C, 92.00; H, 5.97; N, 2.02. Measured elemental content (%): C, 92.03; H, 5.92; N, 2.04.

[0199] [Synthetic Example 3] Preparation of Compound 51:

[0200]

[0201] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, and c-15 was replaced with an equimolar amount of c-51, yielding compound 51 (17.17 g) with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 794.4632 (theoretical value: 794.4648). Theoretical elemental content (%) C 60 H 50 D5N: C, 90.63; H, 7.61; N, 1.76. Measured elemental content (%): C, 90.67; H, 7.58; N, 1.73.

[0202] [Synthetic Example 4] Preparation of Compound 74:

[0203]

[0204] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-74, and c-15 was replaced with an equimolar amount of c-74, yielding compound 74 (17.05 g) with an HPLC purity ≥ 99.96%. Mass spectrometry m / z: 767.3563 (theoretical value: 767.3552). Theoretical elemental content (%) C 59 H 45 N: C, 92.27; H, 5.91; N, 1.82. Measured element content (%): C, 92.24; H, 5.89; N, 1.85.

[0205] [Synthetic Example 5] Preparation of Compound 79:

[0206]

[0207] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-79, b-15 with an equimolar amount of b-30, and c-15 with an equimolar amount of c-79, yielding compound 79 (18.71 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 865.4662 (theoretical value: 865.4648). Theoretical elemental content (%) C 66 H 59 N: C, 91.52; H, 6.87; N, 1.62. Measured elemental composition (%): C, 91.56; H, 6.85; N, 1.57. [Synthetic Example 6] Preparation of compound 122:

[0208]

[0209] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-122, and c-15 was replaced with an equimolar amount of c-122, yielding compound 122 (16.34 g) with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 735.3877 (theoretical value: 735.3865). Theoretical elemental content (%) C 56 H 49 N: C, 91.39; H, 6.71; N, 1.90. Measured element content (%): C, 91.34; H, 6.73; N, 1.92.

[0210] [Synthetic Example 7] Preparation of Compound 125:

[0211]

[0212] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-125, and c-15 was replaced with an equimolar amount of c-125, yielding compound 125 (17.35 g) with an HPLC purity ≥ 99.96%. Mass spectrometry m / z: 791.3541 (theoretical value: 791.3552). Theoretical elemental content (%) C 61 H 45 N: C, 92.50; H, 5.73; N, 1.77. Measured elemental content (%): C, 92.55; H, 5.71; N, 1.73.

[0213] [Synthetic Example 8] Preparation of Compound 136:

[0214]

[0215] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, b-15 with an equimolar amount of b-74, and c-15 with an equimolar amount of c-136, yielding compound 136 (17.59 g) with an HPLC purity ≥ 99.92%. Mass spectrometry m / z: 813.4349 (theoretical value: 813.4335). Theoretical elemental content (%) C 62 H 55 N: C, 91.47; H, 6.81; N, 1.72. Measured element content (%): C, 91.43; H, 6.83; N, 1.69.

[0216] [Synthetic Example 9] Preparation of Compound 160:

[0217]

[0218] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-74, and c-15 was replaced with an equimolar amount of c-160, yielding compound 160 (16.25 g) with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 731.3565 (theoretical value: 731.3552). Theoretical elemental content (%) C 56 H 45 N: C, 91.89; H, 6.20; N, 1.91. Measured element content (%): C, 91.86; H, 6.22; N, 1.87.

[0219] [Synthetic Example 10] Preparation of Compound 169:

[0220]

[0221] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, b-15 with an equimolar amount of b-169, and c-15 with an equimolar amount of c-169, yielding compound 169 (18.28 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 857.4948 (theoretical value: 857.4961). Theoretical elemental content (%) C 65 H 63 N: C, 90.97; H, 7.40; N, 1.63. Measured elemental content (%): C, 90.93; H, 7.42; N, 1.60.

[0222] [Synthetic Example 11] Preparation of Compound 228:

[0223]

[0224] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, b-15 with an equimolar amount of b-228, and c-15 with an equimolar amount of c-228, yielding compound 228 (18.77 g) with an HPLC purity ≥ 99.92%. Mass spectrometry m / z: 919.5105 (theoretical value: 919.5117). Theoretical elemental content (%) C 70 H 65 N: C, 91.36; H, 7.12; N, 1.52. Measured element content (%): C, 91.39; H, 7.10; N, 1.49.

[0225] [Synthetic Example 12] Preparation of Compound 237:

[0226]

[0227] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, and c-15 was replaced with an equimolar amount of c-237, yielding compound 237 (18.22 g) with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 879.4824 (theoretical value: 879.4804). Theoretical elemental content (%) C 67 H 61 N: C, 91.42; H, 6.99; N, 1.59. Measured elemental content (%): C, 91.46; H, 6.94; N, 1.56.

[0228] [Synthetic Example 13] Preparation of Compound 249:

[0229]

[0230] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-30, and c-15 was replaced with an equimolar amount of c-249, yielding compound 249 (17.21 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 807.3851 (theoretical value: 807.3865). Theoretical elemental content (%) C 62 H 49 N: C, 92.15; H, 6.11; N, 1.73. Measured element content (%): C, 92.11; H, 6.13; N, 1.70.

[0231] [Synthetic Example 14] Preparation of Compound 256:

[0232]

[0233] Following the same preparation method as in Synthesis Example 1, c-15 was replaced with an equimolar amount of c-256 to obtain compound 256 (18.02 g), with an HPLC purity ≥ 99.96%. Mass spectrometry m / z: 857.4033 (theoretical value: 857.4022). Theoretical elemental content (%) C 66 H 51 N: C, 92.38; H, 5.99; N, 1.63. Measured elemental content (%): C, 92.34; H, 5.96; N, 1.68.

[0234] [Synthetic Example 15] Preparation of Compound 258:

[0235]

[0236] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-258, and c-15 was replaced with an equimolar amount of c-258, yielding compound 258 (15.59 g) with an HPLC purity ≥ 99.97%. Mass spectrometry m / z: 731.3543 (theoretical value: 731.3552). Theoretical elemental content (%) C 56 H 45 N: C, 91.89; H, 6.20; N, 1.91. Measured element content (%): C, 91.86; H, 6.22; N, 1.88.

[0237] [Synthetic Example 16] Preparation of Compound 264:

[0238]

[0239] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-74, and c-15 was replaced with an equimolar amount of c-264, yielding compound 264 (17.93 g) with an HPLC purity ≥ 99.96%. Mass spectrometry m / z: 865.4662 (theoretical value: 865.4648). Theoretical elemental content (%) C 66 H 59 N: C, 91.52; H, 6.87; N, 1.62. Measured element content (%): C, 91.56; H, 6.84; N, 1.60.

[0240] [Synthetic Example 17] Preparation of Compound 281:

[0241]

[0242] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, and c-15 was replaced with an equimolar amount of c-281, yielding compound 281 (16.83 g) with an HPLC purity ≥ 99.92%. Mass spectrometry m / z: 836.5077 (theoretical value: 836.5087). Theoretical elemental content (%) C 63 H 52 D7N: C, 90.38; H, 7.94; N, 1.67. Measured elemental content (%): C, 90.34; H, 7.97; N, 1.64.

[0243] [Synthetic Example 18] Preparation of Compound 311:

[0244]

[0245] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-311, b-15 with an equimolar amount of b-311, and c-15 with an equimolar amount of c-311, yielding compound 311 (16.30 g) with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 798.4034 (theoretical value: 798.4022). Theoretical elemental content (%) C 61 H 42 D5N: C, 91.69; H, 6.56; N, 1.75. Measured elemental content (%): C, 91.64; H, 6.59; N, 1.73.

[0246] [Synthetic Example 19] Preparation of Compound 314:

[0247]

[0248] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-74, and c-15 was replaced with an equimolar amount of c-314, yielding compound 314 (18.46 g) with an HPLC purity ≥ 99.92%. Mass spectrometry m / z: 931.4166 (theoretical value: 931.4178). Theoretical elemental content (%) C 72 H 53 N: C, 92.77; H, 5.73; N, 1.50. Measured element content (%): C, 92.79; H, 5.70; N, 1.47.

[0249] [Synthetic Example 20] Preparation of Compound 327:

[0250]

[0251] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-327, and c-15 was replaced with an equimolar amount of c-327, yielding compound 327 (16.68 g) with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 829.3729 (theoretical value: 829.3709). Theoretical elemental content (%) C 64 H 47 N: C, 92.61; H, 5.71; N, 1.69. Measured element content (%): C, 92.64; H, 5.68; N, 1.67.

[0252] [Synthetic Example 21] Preparation of Compound 356:

[0253]

[0254] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-125, b-15 with an equimolar amount of b-356, and c-15 with an equimolar amount of c-356, yielding compound 356 (19.01 g) with an HPLC purity ≥ 99.91%. Mass spectrometry m / z: 959.4479 (theoretical value: 959.4491). Theoretical elemental content (%) C 74 H 57 N: C, 92.56; H, 5.98; N, 1.46. Measured element content (%): C, 92.58; H, 5.94; N, 1.43.

[0255] [Synthetic Example 22] Preparation of Compound 377:

[0256]

[0257] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-311, b-15 with an equimolar amount of b-74, and c-15 with an equimolar amount of c-377, yielding compound 377 (18.66 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 927.4272 (theoretical value: 927.4260). Theoretical elemental content (%) C 69 H 57 NSi: C, 89.28; H, 6.19; N, 1.51. Measured elemental content (%): C, 89.31; H, 6.15; N, 1.53.

[0258] [Synthetic Example 23] Preparation of Compound 385:

[0259]

[0260] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-385, b-15 with an equimolar amount of b-385, and c-15 with an equimolar amount of c-385, yielding compound 385 (19.68 g) with an HPLC purity ≥ 99.91%. Mass spectrometry m / z: 1008.5445 (theoretical value: 1008.5431). Theoretical elemental content (%) C 77 H 60 D5N: C, 91.62; H, 6.99; N, 1.39. Measured elemental content (%): C, 91.66; H, 6.96; N, 1.37.

[0261] [Synthetic Example 24] Preparation of Compound 403:

[0262]

[0263] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-74, and c-15 was replaced with an equimolar amount of c-403, yielding compound 403 (17.98 g) with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 855.3852 (theoretical value: 855.3865). Theoretical elemental content (%) C 66 H 49 N: C, 92.59; H, 5.77; N, 1.64. Measured element content (%): C, 92.55; H, 5.79; N, 1.61.

[0264] [Synthetic Example 25] Preparation of Compound 413:

[0265]

[0266] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, b-15 with an equimolar amount of b-74, and c-15 with an equimolar amount of c-413, yielding compound 413 (19.55 g) with an HPLC purity ≥ 99.92%. Mass spectrometry m / z: 1033.5572 (theoretical value: 1033.5587). Theoretical elemental content (%) C 79 H 71 N: C, 91.73; H, 6.92; N, 1.35. Measured element content (%): C, 91.76; H, 6.94; N, 1.30.

[0267] [Synthetic Example 26] Preparation of Compound 456:

[0268]

[0269] Following the same preparation method as in Synthesis Example 1, c-15 was replaced with an equimolar amount of a-15 to obtain compound 456 (18.80 g), with an HPLC purity ≥ 99.97%. Mass spectrometry m / z: 869.4034 (theoretical value: 869.4022). Theoretical elemental content (%) C 67 H 51 N: C, 92.48; H, 5.91; N, 1.61. Measured element content (%): C, 92.44; H, 5.93; N, 1.59.

[0270] [Synthetic Example 27] Preparation of Compound 479:

[0271]

[0272] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-79, and c-15 was replaced with an equimolar amount of a-79, yielding compound 479 (19.84 g) with an HPLC purity ≥ 99.91%. Mass spectrometry m / z: 1065.6225 (theoretical value: 1065.6213). Theoretical elemental content (%) C 81 H 79 N: C, 91.22; H, 7.47; N, 1.31. Measured elemental content (%): C, 91.25; H, 7.43; N, 1.33.

[0273] [Synthetic Example 28] Preparation of Compound 496:

[0274]

[0275] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, and c-15 was replaced with an equimolar amount of c-496, yielding compound 496 (18.71 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 958.5283 (theoretical value: 958.5274). Theoretical elemental content (%) C 73 H 58 D5N: C, 91.40; H, 7.14; N, 1.46. Measured elemental content (%): C, 91.43; H, 7.12; N, 1.42.

[0276] [Synthetic Example 29] Preparation of Compound 522:

[0277]

[0278] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, b-15 with an equimolar amount of b-522, and c-15 with an equimolar amount of c-522, yielding compound 522 (17.89 g) with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 889.4664 (theoretical value: 889.4648). Theoretical elemental content (%) C 68 H 59 N: C, 91.75; H, 6.68; N, 1.57. Measured elemental content (%): C, 91.78; H, 6.64; N, 1.55.

[0279] [Synthetic Example 30] Preparation of Compound 542:

[0280]

[0281] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-258, and c-15 was replaced with an equimolar amount of c-542, yielding compound 542 (17.77 g) with an HPLC purity ≥ 99.97%. Mass spectrometry m / z: 833.4033 (theoretical value: 833.4022). Theoretical elemental content (%) C 64 H 51 N: C, 92.16; H, 6.16; N, 1.68. Measured element content (%): C, 92.12; H, 6.19; N, 1.65.

[0282] [Synthetic Example 31] Preparation of Compound 545:

[0283]

[0284] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-125, and c-15 was replaced with an equimolar amount of c-545, yielding compound 545 (19.49 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 983.6099 (theoretical value: 983.6090). Theoretical elemental content (%) C 74 H 45 D 18 N: C, 90.29; H, 8.29; N, 1.42. Measured elemental content (%): C, 90.26; H, 8.27; N, 1.46.

[0285] [Synthetic Example 32] Preparation of Compound 557:

[0286]

[0287] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-327, and c-15 was replaced with an equimolar amount of c-557, yielding compound 557 (17.78 g) with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 858.4010 (theoretical value: 858.4022). Theoretical elemental content (%) C 66 H 42 D5N: C, 92.27; H, 6.10; N, 1.63. Measured elemental content (%): C, 92.22; H, 6.13; N, 1.65.

[0288] [Synthetic Example 33] Preparation of Compound 562:

[0289]

[0290] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-74, and c-15 was replaced with an equimolar amount of c-562, yielding compound 562 (16.60 g) with an HPLC purity ≥ 99.98%. Mass spectrometry m / z: 757.3719 (theoretical value: 757.3709). Theoretical elemental content (%) C 58 H 47 N: C, 91.90; H, 6.25; N, 1.85. Measured element content (%): C, 91.93; H, 6.23; N, 1.82.

[0291] [Synthetic Example 34] Preparation of Compound 574:

[0292]

[0293] Following the same preparation method as in Synthesis Example 1, c-15 was replaced with an equimolar amount of c-574 to obtain compound 574 (17.80 g), with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 823.4193 (theoretical value: 823.4178). Theoretical elemental content (%) C 63 H 53 N: C, 91.82; H, 6.48; N, 1.70. Measured element content (%): C, 91.86; H, 6.45; N, 1.65.

[0294] [Synthetic Example 35] Preparation of Compound 580:

[0295]

[0296] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-30, and c-15 was replaced with an equimolar amount of c-580, yielding compound 580 (18.79 g) with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 869.3644 (theoretical value: 869.3658). Theoretical elemental content (%) C 66 H 47 NO: C, 91.11; H, 5.44; N, 1.61. Measured elemental content (%): C, 91.13; H, 5.41; N, 1.63.

[0297] [Synthetic Example 36] Preparation of Compound 619:

[0298]

[0299] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-74, and c-15 was replaced with an equimolar amount of c-619, yielding compound 619 (19.09 g) with an HPLC purity ≥ 99.92%. Mass spectrometry m / z: 895.4190 (theoretical value: 895.4178). Theoretical elemental content (%) C 69 H 53 N: C, 92.48; H, 5.96; N, 1.56. Measured elemental content (%): C, 92.45; H, 5.98; N, 1.52.

[0300] [Synthetic Example 37] Preparation of Compound 643:

[0301]

[0302] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-30, and c-15 was replaced with an equimolar amount of c-643, yielding compound 643 (15.67 g) with an HPLC purity ≥ 99.97%. Mass spectrometry m / z: 705.3045 (theoretical value: 705.3032). Theoretical elemental content (%) C 53 H 39 NO: C, 90.18; H, 5.57; N, 1.98. Measured elemental content (%): C, 90.13; H, 5.59; N, 1.96.

[0303] [Synthetic Example 38] Preparation of Compound 664:

[0304]

[0305] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-125, b-15 with an equimolar amount of b-74, and c-15 with an equimolar amount of c-664, yielding compound 664 (18.84 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 871.3463 (theoretical value: 871.3450). Theoretical elemental content (%) C 65 H 45 NO2: C, 89.52; H, 5.20; N, 1.61. Measured elemental content (%): C, 89.55; H, 5.23; N, 1.56.

[0306] [Synthetic Example 39] Preparation of Compound 666:

[0307]

[0308] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-74, and c-15 was replaced with an equimolar amount of c-666, yielding compound 666 (17.13 g) with an HPLC purity ≥ 99.96%. Mass spectrometry m / z: 781.3332 (theoretical value: 781.3345). Theoretical elemental content (%) C 59 H 43 NO: C, 90.62; H, 5.54; N, 1.79. Measured elemental content (%): C, 90.67; H, 5.50; N, 1.76.

[0309] [Synthetic Example 40] Preparation of Compound 681:

[0310]

[0311] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, and c-15 was replaced with an equimolar amount of c-681, yielding compound 681 (16.79 g) with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 810.4579 (theoretical value: 810.4567). Theoretical elemental content (%) C 60 H 46 D7NO: C, 88.85; H, 7.45; N, 1.73. Measured elemental content (%): C, 88.88; H, 7.41; N, 1.70.

[0312] [Synthetic Example 41] Preparation of Compound 688:

[0313]

[0314] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, b-15 with an equimolar amount of b-30, and c-15 with an equimolar amount of c-688, yielding compound 688 (16.73 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 819.3886 (theoretical value: 819.3899). Theoretical elemental content (%) C 60 H 53 NS: C, 87.87; H, 6.51; N, 1.71. Measured elemental content (%): C, 87.85; H, 6.54; N, 1.68.

[0315] [Synthetic Example 42] Preparation of Compound 696:

[0316]

[0317] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-74, and c-15 was replaced with an equimolar amount of c-696, yielding compound 696 (16.68 g) with an HPLC purity ≥ 99.97%. Mass spectrometry m / z: 771.2971 (theoretical value: 771.2960). Theoretical elemental content (%) C 53 H 39 NS: C, 88.68; H, 5.35; N, 1.81. Measured elemental content (%): C, 88.66; H, 5.38; N, 1.85.

[0318] [Synthetic Example 43] Preparation of Compound 712:

[0319]

[0320] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, b-15 with an equimolar amount of b-30, and c-15 with an equimolar amount of c-712, yielding compound 712 (18.46 g) with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 878.4617 (theoretical value: 878.4600). Theoretical elemental content (%) C 66 H 58 N2: C, 90.16; H, 6.65; N, 3.19. Measured elemental content (%): C, 90.19; H, 6.62; N, 3.17.

[0321] [Synthetic Example 44] Preparation of Compound 729:

[0322]

[0323] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-74, and c-15 was replaced with an equimolar amount of c-729, yielding compound 729 (16.87 g) with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 780.3522 (theoretical value: 780.3504). Theoretical elemental content (%) C 59 H 44 N2: C, 90.73; H, 5.68; N, 3.59. Measured elemental content (%): C, 90.70; H, 5.66; N, 3.62.

[0324] [Synthetic Example 45] Preparation of Compound 759:

[0325]

[0326] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-74, and c-15 was replaced with an equimolar amount of c-759, yielding compound 759 (16.03 g) with an HPLC purity ≥ 99.97%. Mass spectrometry m / z: 731.3176 (theoretical value: 731.3188). Theoretical elemental content (%) C 55 H 41 NO: C, 90.25; H, 5.65; N, 1.91. Measured elemental content (%): C, 90.21; H, 5.67; N, 1.94.

[0327] [Synthetic Example 46] Preparation of Compound 797:

[0328]

[0329] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-74, and c-15 was replaced with an equimolar amount of c-797, yielding compound 797 (16.16 g) with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 727.3286 (theoretical value: 727.3273). Theoretical elemental content (%) C 53 H 45 NS: C, 87.44; H, 6.23; N, 1.92. Measured elemental content (%): C, 87.41; H, 6.25; N, 1.94.

[0330] [Synthetic Example 47] Preparation of Compound 814:

[0331]

[0332] Following the same preparation method as in Synthesis Example 1, b-15 was replaced with an equimolar amount of b-814, and c-15 was replaced with an equimolar amount of c-814, yielding compound 814 (16.50 g) with an HPLC purity ≥ 99.92%. Mass spectrometry m / z: 808.3466 (theoretical value: 808.3454). Theoretical elemental content (%) C 60 H 44 N₂O: C, 89.08; H, 5.48; N, 3.46. Measured elemental content (%): C, 89.05; H, 5.45; N, 3.49.

[0333] [Synthetic Example 48] Preparation of Compound 832:

[0334]

[0335] Following the same preparation method as in Synthesis Example 1, c-15 was replaced with an equimolar amount of c-832 to obtain compound 832 (15.38 g), with an HPLC purity ≥ 99.97%. Mass spectrometry m / z: 692.3199 (theoretical value: 692.3191). Theoretical elemental content (%) C 52 H 40 N2: C, 90.14; H, 5.82; N, 4.04. Measured elemental content (%): C, 90.17; H, 5.80; N, 4.01.

[0336] [Synthetic Example 49] Preparation of Compound 851:

[0337]

[0338] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-51, b-15 with an equimolar amount of b-30, and c-15 with an equimolar amount of c-851, yielding compound 851 (17.41 g) with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 840.4456 (theoretical value: 840.4443). Theoretical elemental content (%) C 63 H 56 N2: C, 89.96; H, 6.71; N, 3.33. Measured elemental content (%): C, 89.99; H, 6.68; N, 3.35.

[0339] [Synthetic Example 50] Preparation of Compound 883:

[0340]

[0341] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a'-883, b-15 with an equimolar amount of b'-883, and c-15 with an equimolar amount of c-403, yielding compound 883 (18.62 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 939.4818 (theoretical value: 939.4804). Theoretical elemental content (%) C 72 H 61 N: C, 91.97; H, 6.54; N, 1.49. Measured elemental content (%): C, 91.93; H, 6.56; N, 1.46.

[0342] [Synthetic Example 51] Preparation of Compound 892:

[0343]

[0344] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a'-892, b-15 with an equimolar amount of c-160, and c-15 with an equimolar amount of c-228, yielding compound 892 (16.95 g) with an HPLC purity ≥ 99.97%. Mass spectrometry m / z: 773.4035 (theoretical value: 773.4022). Theoretical elemental content (%) C 59 H 51 N: C, 91.55; H, 6.64; N, 1.81. Measured element content (%): C, 91.59; H, 6.61; N, 1.77.

[0345] [Synthetic Example 52] Preparation of Compound 912:

[0346]

[0347] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-912, and c-15 was replaced with an equimolar amount of c-228, yielding compound 912 (17.18 g) with an HPLC purity ≥ 99.98%. Mass spectrometry m / z: 773.4041 (theoretical value: 773.4022). Theoretical elemental content (%) C 59 H 51 N: C, 91.55; H, 6.64; N, 1.81. Measured element content (%): C, 91.51; H, 6.67; N, 1.79.

[0348] [Synthetic Example 53] Preparation of Compound 992:

[0349]

[0350] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-992, b-15 with an equimolar amount of b-74, and c-15 with an equimolar amount of c-992, yielding compound 992 (18.01 g) with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 869.4038 (theoretical value: 869.4022). Theoretical elemental content (%) C 67 H 51 N: C, 92.48; H, 5.91; N, 1.61. Measured elemental content (%): C, 92.44; H, 5.96; N, 1.57.

[0351] [Synthetic Example 54] Preparation of Compound 1011:

[0352]

[0353] Following the same preparation method as in Synthesis Example 1, a-15 was replaced with an equimolar amount of a-1011, b-15 with an equimolar amount of b-74, and c-15 with an equimolar amount of c-228, yielding compound 1011 (18.22 g) with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 905.4969 (theoretical value: 905.4961). Theoretical elemental content (%) C 69 H 63 N: C, 91.45; H, 7.01; N, 1.55. Measured element content (%): C, 91.49; H, 6.98; N, 1.53.

[0354] [Comparative Examples 1-3]:

[0355] Comparative Example 1: Fabrication of organic light-emitting devices using vacuum thermal evaporation. The experimental steps were as follows: ITO-Ag-ITO substrate was washed three times in distilled water, ultrasonically washed for 15 minutes, and after distilled water washing, it was ultrasonically washed in sequence with solvents such as isopropanol, acetone, and methanol, then dried at 120°C and sent to the evaporation machine.

[0356] On a prepared ITO-Ag-ITO substrate, a hole injection layer HI / 60nm, a hole transport layer HT-1 / 120nm, a bulk GH:doped GD (97%:3% mass ratio) / 20nm, an electron transport layer ET-1 and Liq (doping ratio 1:1 mass ratio) / 25nm, an electron injection layer LiF / 1nm, a cathode Mg-Ag (Mg:Ag mass ratio = 1:9) / 13nm, and a capping layer CP / 73nm were deposited on the cathode. The device was then sealed in a glove box, thus fabricating an organic light-emitting device. After completing the fabrication of the organic light-emitting device according to the above steps, the photoelectric performance of the device was measured. The molecular structure formulas of the relevant materials are shown below:

[0357]

[0358] Comparative Example 2: The hole transport layer material HT-1 in Comparative Example 1 was replaced with HT-2, and the organic light-emitting device of Comparative Example 2 was manufactured in the same manner as in Comparative Example 1.

[0359] Comparative Example 3: The hole transport layer material HT-1 in Comparative Example 1 was replaced with HT-3, and the organic light-emitting device of Comparative Example 3 was manufactured in the same manner as in Comparative Example 1.

[0360] Device Examples [1-54]:

[0361] Device Examples 1-54: The hole transport layer material HT-1 of the organic light-emitting device is successively replaced with compounds 15, 30, and 51 of the present invention.

[0362] 74, 79, 122, 125, 136, 160, 169, 228, 237, 249, 256, 258, 264, 281, 311, 314, 327, 356, 377, 385, 403, 413, 456, 479, 496, 522, 542, 545, 557, 562, 574, 580, 619, 643, 664, 666, 681, 688, 696, 712, 729, 759, 797, 814, 832, 851, 883, 892, 912, 992, 1011, and the other steps are the same as in Comparative Example 1.

[0363] A combined IVL testing system was used to test the luminous efficiency of organic light-emitting devices (OLEDs), comprising testing software, a computer, a Keithley K2400 digital source meter, and a PhotoResearch PR788 spectral scanning luminance meter. Lifetime testing was performed using a McScience M6000 OLED lifetime testing system. The testing environment was atmospheric, and the temperature was room temperature. The luminous characteristic test results of the OLEDs are shown in Table 1. Table 1 presents the luminous characteristic test results of the OLEDs prepared by the compounds in the embodiments of this invention and the comparative materials.

[0364] [Table 1] Testing of the luminescent properties of light-emitting devices

[0365]

[0366]

[0367]

[0368] Note: T95 refers to a current density of 10 mA / cm². 2 Under certain conditions, the time it takes for the device's brightness to decay to 95%;

[0369] As can be seen from the results in Table 1, when the aromatic amine derivative of the present invention is applied to organic light-emitting devices as a hole transport layer material, the luminous efficiency is significantly improved compared with comparative examples 1, 2 and 3. By adjusting the structure of the material molecules, the HOMO energy level of the material is reduced, which is more conducive to hole transport in the material, thereby extending the lifespan of the device and thus having a significant impact on luminous efficiency and lifespan.

[0370] [Comparative Examples 4-5]:

[0371] Comparative Example 4: Fabrication of organic light-emitting devices using vacuum thermal evaporation. The experimental steps were as follows: ITO-Ag-ITO substrate was washed three times in distilled water, ultrasonically washed for 15 minutes, and after distilled water washing, it was ultrasonically washed in sequence with solvents such as isopropanol, acetone, and methanol, then dried at 120°C and sent to the evaporation machine.

[0372] On a prepared ITO-Ag-ITO substrate, a hole injection layer HI / 60nm, a first hole transport layer α-NPD / 80nm, a second hole transport layer HT-1 / 40nm, a bulk RH:doped RD (98%:2% mass ratio) / 20nm, an electron transport layer ET-1 and Liq (doping ratio 1:1 mass ratio) / 28nm, an electron injection layer LiF / 1nm, a cathode Mg-Ag (Mg:Ag mass ratio = 1:9) / 13nm, and a capping layer CP / 73nm were deposited on the cathode using a layer-by-layer vacuum evaporation method. The device was then sealed in a glove box, thus fabricating an organic light-emitting device. After completing the fabrication of the organic light-emitting device according to the above steps, the photoelectric performance of the device was measured. The molecular structural formulas of the relevant materials are shown below:

[0373]

[0374] Comparative Example 5: The second hole transport layer material HT-1 in Comparative Example 4 was replaced with HT-2, and the organic light-emitting device of Comparative Example 5 was manufactured in the same manner as in Comparative Example 4.

[0375] Device Examples [55-108]:

[0376] Device Examples 55-108: The second hole transport layer material HT-1 of the organic light-emitting device is sequentially replaced with compounds 15, 30, 51, 74, 79, 122, 125, 136, 160, 169, 228, 237, 249, 256, 258, 264, 281, 311, 314, 327, 356, 377, 385, and 403 of the present invention. Examples 413, 456, 479, 496, 522, 542, 545, 557, 562, 574, 580, 619, 643, 664, 666, 681, 688, 696, 712, 729, 759, 797, 814, 832, 851, 883, 892, 912, 992, and 1011 are provided. All other steps are the same as in Comparative Example 4. The instruments, models, and testing environments used to test the driving voltage, luminous efficiency, and lifetime of the organic light-emitting devices are the same as in Table 1. The test results of the light-emitting characteristics of the obtained devices are shown in Table 2. Table 2 shows the test results of the light-emitting characteristics of the light-emitting devices prepared by the compounds prepared in the embodiments of the present invention and the comparative substances.

[0377] [Table 2] Testing of the luminescent properties of light-emitting devices

[0378]

[0379]

[0380]

[0381]

[0382] As can be seen from the results in Table 2, the aromatic amine derivatives of the present invention, when used as the second hole transport layer material in organic light-emitting devices, significantly improve the luminous efficiency and lifespan of organic light-emitting devices compared with comparative examples 4-5, and are high-performance organic light-emitting materials.

[0383] [Comparative Examples 6-8]:

[0384] Comparative Example 6: Fabrication of organic light-emitting devices using vacuum thermal evaporation. The experimental steps were as follows: ITO-Ag-ITO substrate was washed three times in distilled water, ultrasonically washed for 15 minutes, and after distilled water washing, it was ultrasonically washed in sequence with solvents such as isopropanol, acetone, and methanol, then dried at 120°C and sent to the evaporation machine.

[0385] On a prepared ITO-Ag-ITO substrate, a hole injection layer (HI / 60nm), a hole transport layer (α-NPD / 120nm), a bulk BH:doped BD (97%:3% mass ratio) / 20nm were deposited using a layer-by-layer vacuum evaporation process. Then, an electron transport layer (ET-1 and Liq, 1:1 mass ratio) / 28nm, an electron injection layer (LiF / 1nm), a cathode (Mg-Ag (Mg:Ag mass ratio = 1:9) / 13nm), and a capping layer (CP / 74nm) were deposited on the cathode. The device was then sealed in a glove box, thus fabricating an organic light-emitting device (OLED). After completing the fabrication of the OLED according to the above steps, the photoelectric performance of the device was measured. The molecular structures of the relevant materials are shown below:

[0386]

[0387] Comparative Example 7: The capping material CP in Comparative Example 6 was replaced with CP-1, and the organic light-emitting device of Comparative Example 7 was manufactured in the same manner as in Comparative Example 6.

[0388] Comparative Example 8: The capping material CP in Comparative Example 6 was replaced with CP-2, and the organic light-emitting device of Comparative Example 8 was manufactured in the same manner as in Comparative Example 6.

[0389] Device Examples [109-140]:

[0390] Device Examples 109-140: The capping material CP of the organic light-emitting device was sequentially replaced with compounds 30, 122, 125, 136, 160, 169, 228, 356, 403, 456, 479, 496, 522, 542, 545, 557, 580, 643, 664, 666, 681, 688, 696, 712, 729, 759, 797, 814, 832, 851, 892, and 912 of the present invention. All other steps were the same as in Comparative Example 6. The instruments, models, and testing environment used to test the driving voltage, luminous efficiency, and lifetime of the organic light-emitting device were the same as in Table 1. The test results of the luminous properties of the obtained organic light-emitting devices are shown in Table 3. Table 3 shows the test results of the luminous properties of the light-emitting devices prepared by the compounds prepared in the examples of the present invention and the comparative substances.

[0391] [Table 3] Testing of the luminescent properties of light-emitting devices

[0392]

[0393]

[0394] As can be seen from the data results in Table 3, applying the aromatic amine derivatives of the present invention as a capping material in organic electroluminescent devices can effectively couple out the light inside the device, reduce total internal reflection, and effectively improve the luminous efficiency and lifespan of the device.

[0395] It should be noted that the present invention has been specifically described with reference to individual embodiments, but those skilled in the art can make various forms or details of improvements to the present invention without departing from the principles of the present invention, and these improvements also fall within the protection scope of the present invention.

Claims

1. An aromatic amine derivative, characterized in that, The molecular structure is shown in Formula 1: Wherein, at least one R is selected from substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C25 silyl, or substituted or unsubstituted C3-C12 cycloalkyl, and the remaining R are the same or different from each other, selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, or substituted or unsubstituted C2-C12 alkenyl. Any one of the following: substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic ring fused cycloalcohol, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaromatic ring fused cycloalcohol, or two or more adjacent Rs connected to each other to form a substituted or unsubstituted benzene ring or a three- to eight-membered saturated or unsaturated alicyclic ring; The z may be the same as or different from each other, and is selected from CH or N. When z is connected to L3, the z is selected from C. a is selected from 1, 2, 3, or 4; b is selected from 1, 2, 3, or 4; c is selected from 1, 2, 3, or 4; The R b It is selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl; The Ar1 is selected from the group shown in Formula 1-a: The ring A is selected from substituted or unsubstituted C3-C8 alicyclic rings; The R1s may be the same as or different from each other, and are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl rings, or adjacent two or more R1s may be connected to each other to form substituted or unsubstituted saturated or unsaturated rings; The d is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15 or 16; The Ar2 is selected from formula 1-a or any one or combination of the following groups: The s are either the same as or different from each other, and are selected from CH or N; The R2 and R0 may be the same as or different from each other, and are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl rings, or adjacent two or more R2s may be connected to each other to form substituted or unsubstituted saturated or unsaturated rings; The Y, Y a Y c Y d Each is independently selected from O, S, NR2' or CR n R n '; The Y b Selected from O, S, or NR2'; The R2' is selected from any one of hydrogen, deuterium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl; The R n R n '、R c R d Independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl, or adjacent R c R d They connect with each other to form substituted or unsubstituted saturated or unsaturated rings; f1 is selected from 0, 1, 2, 3, 4 or 5; f2 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; f3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 or 13; f4 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; f5 is selected from 0, 1 or 2; f6 is selected from 0, 1, 2, 3 or 4. L1, L2, and L3 are independently selected from any one or combination of single bonds, substituted or unsubstituted C6-C30 arylene groups, substituted or unsubstituted C2-C30 heteroarylene groups, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic groups, and substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaromatic groups.

2. The aromatic amine derivative according to claim 1, characterized in that, The Selected from any one of the following groups: At least one of the R groups is selected from any one or more of the following substituted or unsubstituted groups: methyl, ethyl, propyl, butyl, pentyl, isopropyl, isobutyl, isopentyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornel, camphene, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl; the remaining R groups may be the same as or different from each other and are selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted groups: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornel, camphene, trimethylsilyl, triethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl; and any one or more of the following substituted or unsubstituted groups: methyl, ethyl, propyl, isopropyl, tert-butylsilyl, triphenylsilyl, trimethylsilyl, triethylsilyl, triisopropyl ... Butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantane, norbornel, camphene, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, triphenylene, pyridyl, pyrazinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthidyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclooctane, benzocyclopropene, benzocyclobutenyl, benzocyclopentenyl, benzocyclopropane Cyclohexenyl, benzocycloheptenyl, benzocyclooctenyl, benzoxazolyl, benzothiazolyl, benzofuranyl, benzothiopheneyl, benzoimidazolyl, indolyl, carbazoleyl, 9-phenylcarbazoleyl, dibenzofuranyl, dibenzothiopheneyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenoxanthyl, spirofluorenoxanthyl, or spiroanthrafluorenyl, or two or more adjacent Rs connected to each other to form a substituted or unsubstituted benzene ring or a three- to eight-membered saturated or unsaturated alicyclic ring, wherein the substituents for "substituted or unsubstituted" are selected from deuterium, cyano, fluorine. The following are all of the following: trifluoromethyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated isopropyl, deuterated tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, benzocyclopentyl, benzocyclohexyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl; The R b They may be identical or different from each other, and are selected from hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted groups from any one or more of the following: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantane, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, pyridyl, pyrazinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, Naphthidyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclooctane, benzocyclopropenyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, benzocyclooctenyl, benzooxazolyl, benzothiazolyl, benzofuranyl, benzothiophenyl, benzimidazolyl, indoleyl Carbazolyl, 9-phenylcarbazolyl, dibenzofuranyl, dibenzothiophenel, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenoxanthyl, spirofluorenoxanthyl, or spiroanthrafluorenyl, wherein the substituent "substituted or unsubstituted" is selected from deuterium, cyano, fluorine, trifluoromethyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated isopropyl, deuterated tert-butyl, cyclopropyl Cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, benzocyclopentyl, benzocyclohexyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl; a1 is selected from 0, 1, 2, 3, or 4; a2 is selected from 0, 1, 2, or 3; a3 is selected from 0, 1, 2, 3, 4, 5, or 6; a4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; a5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; a6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12; a7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, or 14; a8 is selected from 0, 1, or 2; a9 is selected from 0, 1, 2, 3, 4, or 5; a 10 The values ​​are selected from 0 or 1; 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 or 3; b4 is selected from 0, 1 or 2; b5 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; b6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; c1 is selected from 0, 1, 2, 3 or 4; c2 is selected from 0, 1, 2, 3, 4, 5 or 6; c3 is selected from 0, 1, 2 or 3; c4 is selected from 0, 1 or 2; c5 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; c6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10.

3. The aromatic amine derivative according to claim 1, characterized in that, The Ar1 is selected from any one of the following groups: The R1s may be the same as or different from each other, and are selected from any one or more of the following groups: hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, pyrazinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthidyl, trimethyl Benzyl silyl, triethyl silyl, triisopropyl silyl, tri-tert-butyl silyl, triphenyl silyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclooctane, benzocyclopropenyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, benzocyclooctenyl, benzooxazolyl, benzothiazolyl, benzofuranyl, benzothiophenyl, benzoimidazolyl, indoleyl, carbazoleyl, 9-phenylcarbazoleyl, dibenzofuranyl The substituents are selected from deuterium, dibenzothiophene, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenoxanthyl, spirofluorenoxanthyl, or spiroanthrafluorenyl, or two or more adjacent R1 groups connected to each other to form a substituted or unsubstituted saturated or unsaturated ring, wherein the "substituted or unsubstituted" substituents are selected from deuterium, cyano, fluorine, trifluoromethyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, and deuterated isopropyl. The following are any one or more of the following: deuterated tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, benzocyclopentyl, benzocyclohexyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, and carbazole. The d1 is selected from 0, 1, 2, 3, 4, or 5; the d2 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; the d3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; the d4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11; the d5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, or 13; the d6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, or 15; the d7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; the d8 is selected from 0, 1, 2, 3, 4, 5, or 6; and the d9 is selected from 0, 1, 2, 3, or 4.

4. The aromatic amine derivative according to claim 1, characterized in that, The Ar2 is selected from formula 1-a or any one or combination of the following groups: The R2, R0, R n R n '、R c R d These groups, whether identical or different from each other, are selected from hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, and any one or more of the following groups, substituted or unsubstituted: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantane, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, pyrazinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthidyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, benzocyclopropane, benzocyclobutane Alkyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclooctyl, benzocyclopropenyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, benzocyclooctenyl, benzooxazolyl, benzothiazolyl, benzofuranyl, benzothiophenyl, benzoimidazolyl, indolyl, carbazoleyl, 9-phenylcarbazoleyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenthoxanthyl, spirofluorenazanthyl or spiroanthrafluorenyl, or between two or more adjacent R2s, or between adjacent Rs. c R d These groups are linked together to form substituted or unsubstituted saturated or unsaturated rings, wherein the substituents for "substituted or unsubstituted" are selected from any one or more of the following: deuterium, cyano, fluorine, trifluoromethyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated isopropyl, deuterated tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, benzocyclopentyl, benzocyclohexyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, and carbazole. The R2's may be the same as or different from each other, and are selected from any one or more of hydrogen, deuterium, substituted or unsubstituted groups as shown below: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantane, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, triphenylene, pyridyl, pyrazinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthidyl, triphenylene ... Methylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclooctane, benzocyclopropenyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, benzocyclooctenyl, benzooxazolyl, benzothiazolyl, benzofuranyl, benzothiophenyl, benzimidazolyl, indoleyl Carbazolyl, 9-phenylcarbazolyl, dibenzofuranyl, dibenzothiophenel, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, 9,9'-spirodifluorenyl, spirofluorenoxanthyl, spirofluorenoxanthyl, spirofluorenoxanthyl, or spiroanthrafluorenyl, wherein the substituent "substituted or unsubstituted" is selected from deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated isopropyl, deuterated tert-butyl, cyclopropyl, cyclobutyl, Cyclopentyl, cyclohexyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, benzocyclopentyl, benzocyclohexyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl; The f1 is selected from 0, 1, 2, 3, 4 or 5; the f2 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; the f3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 or 13; the f4 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; the f5 is selected from 0, 1 or 2; the f6 is selected from 0, 1, 2, 3 or 4; the f7 is selected from 0, 1, 2 or 3; and the f8 is selected from 0, 1, 2, 3, 4, 5 or 6.

5. An aromatic amine derivative according to claim 1, characterized in that, The L1 to L3 may be the same as or different from each other, and are selected from single bonds or any one or combination of the following groups: The t is selected from CH or N; The R3s may be the same as or different from each other, and are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl rings, or adjacent two or more R3s may be connected to each other to form substituted or unsubstituted saturated or unsaturated rings; The ring B is selected from substituted or unsubstituted C3-C8 alicyclic rings; The i is selected from O, S, NR u or CR v R v '; The r is selected from N or CR. r ; The R v R v '、R r It is independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl; The R u It is selected from any one of hydrogen, deuterium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaromatic fused cycloyl; The Y e Y f Y g Each is independently selected from O, S, and NR. t or CR h R g ; The R t It is selected from any one of hydrogen, deuterium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaromatic fused cycloyl; The R h R g Independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C8 alicyclic and C6-C30 aromatic fused cycloyl, substituted or unsubstituted C3-C8 alicyclic and C2-C30 heteroaryl fused cycloyl, or adjacent R h R g They connect with each other to form substituted or unsubstituted saturated or unsaturated rings; p is selected from 1, 2, 3, or 4; t1 is selected from 0, 1, 2, 3 or 4; t2 is selected from 0, 1, 2, 3, 4, 5 or 6; t3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; t4 is selected from 0, 1 or 2; t5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14; t6 is selected from 0, 1, 2 or 3.

6. The aromatic amine derivative according to claim 1, characterized in that, The compound of Formula 1 is selected from any one of the following groups:

7. An organic light-emitting device, comprising an anode, a cathode, and an organic layer, wherein the organic layer is located between the anode and the cathode or outside one or more electrodes of the anode and the cathode, characterized in that, The organic layer contains any one or a combination of at least two of the aromatic amine derivatives described in any one of claims 1 to 6.

8. An organic light-emitting device according to claim 7, characterized in that, The organic layer includes a hole transport layer, which contains any one or a combination of at least two of the aromatic amine derivatives according to any one of claims 1 to 6.

9. An organic light-emitting device according to claim 7, characterized in that, The organic layer includes a capping layer containing any one or a combination of at least two of the aromatic amine derivatives according to any one of claims 1 to 6.

10. The organic electroluminescent device according to claim 7, characterized in that, The organic layer comprises two or more light-emitting layers, and each light-emitting layer has an N-type charge-generating layer and a P-type charge-generating layer disposed in the middle, wherein the P-type charge-generating layer contains any one or a combination of at least two of the aromatic amine derivatives as described in any one of claims 1 to 6.

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