Arylamine compound and luminescent device

Abstract

The invention belongs to the technical field of organic electroluminescence, and discloses an arylamine compound and a luminescent device. The arylamine compound has a structural general formula as shown in a formula (1) or a formula (2), wherein a ring A in the formula (1) is selected from one of formulas (1-1)-(1-4); the ring A in the formula (1) is selected from one of formulas (2-1)-(2-2); and any two adjacent * represent condensation sites of the ring A and naphthyl in the formula (1) and the formula (2). The arylamine compound provided by the invention has the advantages of low driving voltage, high luminous efficiency, long device life and the like, and can be used as a main body material in preparation of light-emitting devices.

Description

Technical Field

[0001] The present invention belongs to the technical field of organic electroluminescence, and in particular relates to an aromatic amine compound and a light-emitting device. Background Art

[0002] As a core area of ​​future display and lighting technology, organic electroluminescent devices (OLEDs) are widely used not only in consumer electronics such as smartphones, tablets, and HDTVs, but are also gradually penetrating into a variety of fields, including wearable devices, automotive displays, and interior lighting, demonstrating extremely promising development prospects. However, the commercialization of OLED technology still faces challenges, especially in improving luminous efficiency, reducing driving voltage, and extending service life, which require continuous optimization.

[0003] The light-emitting layer of an organic electroluminescent device is mainly composed of a light-emitting body and a host material, which has an important influence on its luminescent performance. This is because the core structure of an organic electroluminescent device is a multi-layer stacked "sandwich" structure, that is, metal electrodes are sandwiched between a variety of organic thin film layers with different functions. Under the action of an electric field, electrons and holes move toward each other inside the device, and eventually meet and recombine in the light-emitting layer. This recombination process is not only accompanied by the emission of photons, but may also be dissipated in the form of heat energy, which directly affects the luminous efficiency of the organic electroluminescent device. Therefore, in order to maximize the light energy output, it is necessary to optimize the design of the light-emitting layer. Among them, phosphorescent organic electroluminescent devices have opened up new ways to improve the brightness and efficiency of organic electroluminescent devices due to their efficient triplet light-emitting mechanism.

[0004] However, the performance of phosphorescent organic electroluminescent devices is not only limited by the choice of luminophore, but also deeply influenced by the properties of the host material. Currently, there are relatively few high-performance host materials available on the market, which also limits the performance improvement of phosphorescent organic electroluminescent devices. As an important component of the light-emitting layer, the host material's energy level structure, mobility, and stability have a crucial impact on device performance. Optimizing the host material can significantly reduce the device's operating voltage, improve energy conversion efficiency, and effectively extend the device's service life.

[0005] Therefore, the development of new high-performance host materials is of great significance to the development of the field of organic electroluminescent devices. Summary of the Invention

[0006] The present application aims to address at least one of the technical problems existing in the above-mentioned prior art. To this end, the present application proposes an aromatic amine compound having a suitable HOMO energy level that facilitates hole injection. When used in the preparation of an organic electroluminescent device, the compound reduces hole accumulation at the interface of the light-emitting layer, thereby significantly reducing the device's driving voltage and improving the device's energy conversion efficiency and service life.

[0007] A first aspect of the present application provides an aromatic amine compound.

[0008] In some embodiments, the aromatic amine compound has the general structural formula shown in the following formula (1) or formula (2):

[0009]

[0010] Wherein, in formula (1), ring A is selected from one of the following formulas (1-1) to (1-4):

[0011]

[0012] In formula (2), ring A is selected from one of the following formulas (2-1) to (2-2):

[0013]

[0014] Any two adjacent * represent the fusion sites of ring A and the naphthalene ring in formula (1) and formula (2);

[0015] R1 and R3 are independently selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C40 alkyl, C1-C40 heteroalkyl, C3-C40 cycloalkyl or C3-C40 heterocycloalkyl;

[0016] R2 is selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C40 alkyl, C1-C40 heteroalkyl, C2-C40 alkenyl, C2-C40 alkynyl, C3-C40 cycloalkyl, C3-C40 heterocycloalkyl, C6-C60 aryl, C2-C60 heteroaryl, C1-C40 alkoxy, C6-C60 aryloxy, C3-C40 alkylsilyl, C6-C60 arylsilyl, C1-C40 alkylboryl, C6-C60 arylboryl, C6-C60 arylphosphino or C6-C60 arylamine;

[0017] a is an integer from 0 to 4; if a is an integer from 2 to 4, each R1 is the same or different;

[0018] b is an integer from 0 to 8; if b is an integer from 2 to 8, each R2 is the same or different;

[0019] c is an integer from 0 to 3; if c is 2 or 3, each R3 is the same or different;

[0020] X and Y are independently selected from O, S or Se;

[0021] L1 and L2 are independently selected from at least one of a single bond, a substituted or unsubstituted C6-C60 arylene group, and a substituted or unsubstituted C2-C60 heteroarylene group;

[0022] Ar1 and Ar2 are independently selected from at least one of a substituted or unsubstituted C6-C36 aryl group, a substituted or unsubstituted C2-C36 heteroaryl group, and a substituted or unsubstituted C7-C28 aryl and cycloalkyl group;

[0023] The substitution of L1, L2, Ar1 and Ar2 each independently represents substitution by at least one of deuterium, halogen, cyano, isocyano, phosphino, C1-C6 alkyl, C3-C16 cycloalkyl, C1-C6 alkyl-substituted amine, C1-C6 hydrocarbon-substituted or unsubstituted C6-C30 aryl and C1-C6 hydrocarbon-substituted or unsubstituted C2-C30 heteroaryl, and the number of substitutions ranges from single substitution to the maximum number of substitutions;

[0024] The heteroatoms in the heteroarylene group, heteroaryl group, heteroalkyl group or heterocycloalkyl group are each independently selected from at least one of O, S, N, Se, Si and Ge.

[0025] Compared with the prior art, this application has at least the following beneficial technical effects:

[0026] The aromatic amine compounds provided herein possess a range of superior physical and chemical properties and have promising application prospects in the optoelectronics field. Specifically, the aromatic amine compounds of this application possess a low sublimation temperature, which gives them unique sublimation properties. This significantly reduces the energy consumption and cost of vacuum evaporation of materials containing the aromatic amine compounds, while also improving the controllability and uniformity of the evaporation process, facilitating the preparation of high-quality thin films for optoelectronic devices.

[0027] In terms of electrical properties, the aromatic amine compound of the present application has a deeper HOMO energy level through the derivation of conjugated length, which is conducive to reducing the accumulation of holes at the interface between the light-emitting layer and the electron blocking layer and quickly injecting them into the light-emitting layer, showing the dual advantages of low driving voltage and high luminous efficiency. Low driving voltage means that under the same conditions, the device can consume less electrical energy to achieve the same brightness, which is of great significance for improving energy utilization efficiency and extending the battery life of portable electronic devices. High luminous efficiency is directly related to the light output quality and energy conversion efficiency of the device, and is an important technical support for achieving energy conservation and emission reduction.

[0028] Furthermore, the aromatic amine compounds of this application demonstrate excellent photoelectric stability, possessing both chemical and thermal stability, and are able to resist environmental erosion of the material structure, thereby extending the overall lifespan of the photoelectric device and reducing replacement and maintenance costs. For example, the aromatic amine compounds can effectively resist performance degradation caused by changes in light and current, ensuring stable device output over long periods of operation and extending device lifespan.

[0029] The above advantages of the aromatic amine compounds of the present application enable them to be used as red light main materials, showing broad application prospects in display and lighting technologies such as OLED (organic light emitting diodes) and AMOLED (active matrix organic light emitting diodes). Red light, as one of the three primary colors, is also crucial for achieving full-color display and efficient lighting. Therefore, the aromatic amine compounds of the present application, with their unique molecular structure and excellent optoelectronic properties, not only provide an efficient and stable light-emitting core for red light devices, but also lead a new direction for full-color display and efficient lighting.

[0030] Additional aspects and advantages of the present application will be given in part in the description below, and in part will become obvious from the description below, or will be learned through practice of the present application. BRIEF DESCRIPTION OF THE DRAWINGS

[0031] The present application is further described below with reference to the accompanying drawings and embodiments, wherein:

[0032] Figure 1 Schematic diagram of the stacked structure of the organic electroluminescent device according to an embodiment of the present application.

[0033] right Figure 1 The numbers in are as follows:

[0034] 1-glass substrate, 2-anode, 3-hole injection layer, 4-first hole transport layer, 5-second hole transport layer, 6-light-emitting layer, 7-electron transport layer, 8-electron injection layer, 9-cathode. DETAILED DESCRIPTION

[0035] In the description of this application, reference to terms such as "some embodiments" or "some examples" means that the specific features, structures, materials, or characteristics described in conjunction with that embodiment or example are included in at least one embodiment or example of this application. In this specification, schematic representations of the above terms do not necessarily refer to the same embodiment or example. Moreover, the specific features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples.

[0036] In the description of this application, if there are descriptions of first, second, third, etc., they are only used to distinguish technical features, and cannot be understood as indicating or implying relative importance or implicitly indicating the number of the indicated technical features or implicitly indicating the order of the indicated technical features.

[0037] Unless otherwise indicated, scientific and technical terms used herein have the meanings commonly understood by those skilled in the art. However, for a better understanding of this application, definitions of some terms are provided below. When the definitions of terms provided in this application are inconsistent with the meanings commonly understood by those skilled in the art, the definitions and interpretations of the terms provided in this application shall prevail.

[0038] The alkyl group is a linear or branched saturated hydrocarbon group, and the number of carbon atoms can be 1 to 60, 1 to 40, 1 to 30, 1 to 20, 1 to 12, 1 to 6, or 1 to 3. Non-limiting examples of the alkyl group include methyl, ethyl, propyl, butyl, heptyl, decyl, and the like.

[0039] Cycloalkyl is an alkyl group with a cyclic structure, which may include monocyclic, polycyclic and spiroalkyl groups, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl and the like.

[0040] Specific examples of the alkenyl group include vinyl, propenyl, allyl, 1-butadienyl, 2-butadienyl, 1-hexatrienyl, 2-hexatrienyl, and 3-hexatrienyl.

[0041] Heteroalkyl refers to an alkyl group in which at least one carbon atom is replaced by a non-carbon atom, but does not include a case where a carbon atom serving as a linking site is replaced by a non-carbon atom (e.g., alkoxy or alkylsilyl). Examples include mercaptomethylmethane, methoxymethane, ethoxymethane, tert-butoxymethane, N,N-dimethylmethane, butylene oxide, cyclopentyl, and hexylene oxide, with methoxymethane and cyclopentyl being preferred.

[0042] Heterocycloalkyl refers to a cycloalkyl group in which at least one carbon atom is replaced by a non-carbon atom, wherein the non-carbon atom can be selected from at least one of O, S, N, P, B, Si, Ge, or Se. The number of carbon atoms in the heterocycloalkyl group can be 3 to 30, 3 to 20, 3 to 12, 3 to 10, or 3 to 6. Non-limiting examples of heterocycloalkyl groups include: butylene oxide, pentylene oxide, and hexylene oxide.

[0043] Aryl refers to an aromatic hydrocarbon group derived from an aromatic ring compound by removing a hydrogen atom, and can be a monocyclic aromatic group or a polycyclic aromatic group. In a polycyclic aromatic group, at least one ring is an aromatic ring system. In a polycyclic aromatic group, multiple rings can be connected to each other via a single bond or can be fused to each other. For example, aryl is selected from phenyl, naphthyl, anthracenyl, phenanthrenyl, naphthyl, pyrenyl, perylene, acenaphthenyl, benzopyrenyl, triphenylene, benzo[g]chrysene, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, biphenyl, terphenyl, quaternaryl or fluoranthenyl. Among them, triphenylene includes 1,2-triphenylene ( yl), 3,4-triphenylene radical, 9,10-triphenylene radical, etc.

[0044] Heteroaryl refers to a monovalent group of a heterocyclic aromatic system in which at least one carbon atom of an aryl group is replaced by a non-carbon atom, wherein the non-carbon atom can be selected from O, S, N, Se, Si or Ge, but does not include the case where the aryl group has a non-carbon atom as the attachment point (for example, aryloxy, arylsilyl, arylamine). Examples include pyrrolyl, pyrrolopyrrolyl, furopyrrolyl, thienopyrrolyl, pyridyl, pyrazolyl, pyrimidinyl, pyrazinyl, triazinyl, pyridazinyl, phenazinyl, phenothiazinyl, phenoxazinyl, indolyl, isoindolyl, imidazolyl, benzimidazolyl, triazolyl, tetrazolyl, furyl, benzofuranyl, isobenzofuranyl, dibenzofuranyl, furofuranyl, azadibenzofuranyl, thienofuranyl, diazadibenzofuranyl, benzo[B]naphtho[1,2-D]furanyl 1-Benzenedicarboxylic acid, ...

[0045] Arylphosphino, arylamine, and arylboron refer to groups formed by combining an aromatic ring with a phosphino, amine, or boron group. Arylphosphino includes monoarylphosphino and diarylphosphino.

[0046] A fused ring refers to a polycyclic compound formed by fusion of two or more cyclic structures (e.g., aromatic rings, heteroaromatic rings) through the sharing of adjacent ring atoms (e.g., carbon-carbon bonds, carbon-nitrogen bonds).

[0047] Condensation is a method in which aromatic rings and / or aromatic heterocycles, aromatic rings and cycloalkanes, or aromatic heterocycles and cycloalkanes are bonded by sharing a common edge.

[0048] The arylene group and the heteroarylene group correspond to divalent groups having the same structures as the aryl group and the heteroaryl group, respectively.

[0049] The "carbon number a to b" in the expression "a substituted or unsubstituted R group having a to b carbon atoms" indicates the carbon number when the R group is unsubstituted and does not include the carbon number of a substituent when the R group is substituted.

[0050] The "substituted" in "substituted or unsubstituted" means that one or more hydrogen atoms are replaced by other atoms or functional groups (i.e., substituents), and unless otherwise limited by the definition, it also includes that one or more hydrogen atoms are replaced by a group formed by connecting two or more substituents among the above substituents.

[0051] The maximum number of substitution refers to the maximum number of hydrogen atoms that the group can contain when there are no substituents other than hydrogen.

[0052] The combination of at least two of the phenyl, biphenyl, naphthyl, anthracenyl and other groups means that at least two groups are connected by a chemical bond. For example, the combination of phenyl and naphthyl can be: But it is not limited to this connection method.

[0053] structure It indicates that it can be connected to any connectable position on the benzene ring, including the ortho, meta, and para positions of the ring atom connected to R; the setting of R is only for a better understanding of the substitution position and is not intended to be limiting. express

[0054] The following will clearly and completely describe the concept of this application and the technical effects produced in combination with specific implementation methods to fully understand the purpose, characteristics and effects of this application.

[0055] A first aspect of the present application provides an aromatic amine compound.

[0056] In some embodiments, the aromatic amine compound has the general structural formula shown in the following formula (1) or formula (2):

[0057]

[0058] Wherein, in formula (1), ring A is selected from one of the following formulas (1-1) to (1-4):

[0059]

[0060] In formula (2), ring A is selected from one of the following formulas (2-1) to (2-2):

[0061]

[0062] Any two adjacent * represent the fusion sites of ring A and the naphthalene ring in formula (1) and formula (2);

[0063] R1 and R3 are independently selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C40 alkyl, C1-C40 heteroalkyl, C3-C40 cycloalkyl or C3-C40 heterocycloalkyl;

[0064] R2 is selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C40 alkyl, C1-C40 heteroalkyl, C2-C40 alkenyl, C2-C40 alkynyl, C3-C40 cycloalkyl, C3-C40 heterocycloalkyl, C6-C60 aryl, C2-C60 heteroaryl, C1-C40 alkoxy, C6-C60 aryloxy, C3-C40 alkylsilyl, C6-C60 arylsilyl, C1-C40 alkylboryl, C6-C60 arylboryl, C6-C60 arylphosphino or C6-C60 arylamine;

[0065] a is an integer from 0 to 4; if a is an integer from 2 to 4, each R1 is the same or different;

[0066] b is an integer from 0 to 8; if b is an integer from 2 to 8, each R2 is the same or different;

[0067] c is an integer from 0 to 3; if c is 2 or 3, each R3 is the same or different;

[0068] X and Y are independently selected from O, S or Se;

[0069] L1 and L2 are independently selected from at least one of a single bond, a substituted or unsubstituted C6-C60 arylene group, and a substituted or unsubstituted C2-C60 heteroarylene group;

[0070] Ar1 and Ar2 are independently selected from at least one of a substituted or unsubstituted C6-C36 aryl group, a substituted or unsubstituted C2-C36 heteroaryl group, and a substituted or unsubstituted C6-C36 aryl and C3-C12 cycloalkyl group;

[0071] The substitution of L1, L2, Ar1 and Ar2 each independently represents substitution by at least one of deuterium, halogen, cyano, isocyano, phosphino, C1-C6 alkyl, C3-C16 cycloalkyl, C1-C6 alkyl-substituted amine, C1-C6 hydrocarbon-substituted or unsubstituted C6-C30 aryl and C1-C6 hydrocarbon-substituted or unsubstituted C2-C30 heteroaryl, and the number of substitutions ranges from single substitution to the maximum number of substitutions;

[0072] The heteroatoms in the heteroarylene group, heteroaryl group, heteroalkyl group or heterocycloalkyl group are each independently selected from at least one of O, S, N, Se, Si and Ge.

[0073] It can be understood that, in the formula (1) and formula (2), a is an integer of 0-4, which means that a can be 0, 1, 2, 3, 4 or any other range within the range of 0-4, such as 0-2, 0-3, 1-3 or 2-4; b is an integer of 0-8, which means that b can be 0, 1, 2, 3, 4, 5, 6, 7, 8 or any other range within the range of 0-8, such as 0-3, 1-4, 2-7, 3-8, 4-6, 5-8, 6-8 or 7-8; c is an integer of 0-3, which means that c can be 0, 1, 2, 3 or any other range within the range of 0-3, such as 0-1, 0-2 or 1-3.

[0074] In some embodiments, the substitution position of the substituent R2 in formula (2-2) is on the triphenylene ring of ring A.

[0075] In some embodiments, the formula (1) is selected from any one of the following structures represented by formula (A-1) to formula (A-20):

[0076]

[0077]

[0078]

[0079] In some embodiments, the formula (2) is selected from any one of the following structures represented by formula (B-1) to formula (B-8):

[0080]

[0081]

[0082] In some embodiments, the naphthalene ring-fused A ring in formula (1) is selected from any one of the following structures represented by formula (C-1) to formula (C-8):

[0083]

[0084] Wherein, * represents the connection site with L1 in the structure of formula (1).

[0085] In some embodiments, the naphthyl-fused ring A in formula (2) is selected from any one of the following structures represented by formula (D-1) to formula (D-7):

[0086]

[0087]

[0088] Wherein, * represents the connection site with L1 in the structure of formula (2).

[0089] In some embodiments, R1 and R3 are independently selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C30 alkyl, C1-C30 heteroalkyl, C3-C30 cycloalkyl or C3-C30 heterocycloalkyl.

[0090] In some embodiments, R1 and R3 are independently selected from hydrogen, deuterium, halogen, cyano, C1-C20 alkyl, C1-C20 heteroalkyl, C3-C20 cycloalkyl or C3-C20 heterocycloalkyl.

[0091] In some embodiments, R2 is selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C30 alkyl, C1-C30 heteroalkyl, C2-C30 alkenyl, C2-C30 alkynyl, C3-C30 cycloalkyl, C3-C30 heterocycloalkyl, C6-C40 aryl, C2-C40 heteroaryl, C1-C30 alkoxy, C6-C40 aryloxy, C3-C30 alkylsilyl, C6-C40 arylsilyl, C1-C30 alkylboryl, C6-C40 arylboryl, C6-C40 arylphosphino or C6-C40 arylamine.

[0092] In some embodiments, R2 is selected from hydrogen, deuterium, halogen, cyano, C1-C20 alkyl, C1-C20 heteroalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C3-C20 cycloalkyl, C3-C20 heterocycloalkyl, C6-C30 aryl, C2-C30 heteroaryl.

[0093] In some embodiments, the aromatic amine compound satisfies at least one of the following conditions:

[0094] (1) Formula (1) and Formula (2) contain at least one deuterium atom;

[0095] (2) R1 is selected from hydrogen, deuterium, halogen, cyano or C1-C10 alkyl;

[0096] (3) R2 is selected from hydrogen, deuterium, halogen, cyano, C1-C10 alkyl, C6-C20 aryl, or C3-C10 heteroaryl;

[0097] (4) R3 is selected from hydrogen, deuterium, halogen, cyano or C1-C10 alkyl;

[0098] (5) L1 and L2 are independently selected from a single bond, a substituted or unsubstituted C6-C20 arylene group;

[0099] (6) Ar1 and Ar2 are independently selected from substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C25 heteroaryl, or substituted or unsubstituted C6-C20 aryl and cyclohexyl;

[0100] (7) The substitution of L1, L2, Ar1 and Ar2 each independently represents substitution by at least one of deuterium, halogen, cyano, isocyano, C1-C6 alkyl, C3-C10 cycloalkyl, C1-C6 hydrocarbon substituted or unsubstituted C6-C20 aryl and C1-C6 hydrocarbon substituted or unsubstituted C3-C20 heteroaryl, and the number of substitutions ranges from single substitution to the maximum number of substitutions.

[0101] In some embodiments, the aromatic amine compound satisfies at least one of the following conditions:

[0102] (1) R1 is selected from hydrogen, deuterium or cyano;

[0103] (2) R2 is selected from hydrogen, deuterium, C1-C3 alkyl, phenyl, pyridyl or naphthyl;

[0104] (3) R3 is selected from hydrogen, deuterium, halogen or cyano;

[0105] (4) c is an integer from 0 to 2; if c = 2, each R3 is the same or different;

[0106] (5) L1 and L2 are independently selected from a single bond, a phenylene group, a biphenylene group, a naphthylene group, or a combination of at least two of the above;

[0107] (6) Ar1 and Ar2 are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted anthracenyl, substituted or unsubstituted benzocyclohexyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted fluoranthenyl, substituted or unsubstituted 9,9-dimethyl Fluorenyl, substituted or unsubstituted 9,9-diphenylfluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted pyrenyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted benzimidazolyl, substituted or unsubstituted benzotriazolyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted benzopyridinyl, substituted or unsubstituted benzonaphthofuranyl, substituted or unsubstituted dibenzoselenophene, or a combination of two of the foregoing;

[0108] The substitutions each independently represent substitution by at least one of deuterium, halogen, cyano, methyl, propyl, n-butyl, isobutyl, adamantyl, cyclohexyl, phenyl, fluorophenyl, deuterated phenyl, biphenyl, naphthyl, pyridyl, pyrimidyl, carbazolyl, and imidazolyl, and the number of substitutions ranges from single substitution to the maximum number of substitutions.

[0109] In some embodiments, the aromatic amine compound satisfies at least one of the following conditions:

[0110] (1) R1 is selected from hydrogen or deuterium;

[0111] (2) R2 is selected from hydrogen, deuterium, and methyl;

[0112] (3) a is an integer from 0 to 2; if a = 2, each R1 is the same or different;

[0113] (4) b is an integer from 0 to 2; if b = 2, each R2 is the same or different;

[0114] (5) L1 and L2 are independently selected from a single bond, a phenylene group, a biphenylene group or a naphthylene group;

[0115] (6) Ar1 and Ar2 are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted pyridyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted phenanthrenyl or a combination of at least two of the above; the substitutions are each independently substituted by at least one of deuterium, halogen, cyano, methyl, isobutyl, adamantyl, deuterated phenyl, and naphthyl, and the number of substitutions ranges from single substitution to the maximum number of substitutions.

[0116] In some embodiments, said R2 and / or R3 are deuterium, and the number of substitutions is the maximum number of substitutions.

[0117] In some embodiments, the aromatic amine compound is one of the following structures, or one of the following structures in which hydrogen is partially or completely replaced by deuterium or fluorine:

[0118]

[0119]

[0120]

[0121]

[0122]

[0123]

[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]

[0149] The second aspect of the present application provides a composition comprising a first host compound and a second host compound, wherein the first host compound is selected from the above-mentioned aromatic amine compound, and the second host compound has a structure as shown in formula (3):

[0150]

[0151] In formula (3), ring D is selected from a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring, or a substituted or unsubstituted phenanthrene ring;

[0152] Z is selected from NR d , CR e R f or oxygen group elements;

[0153] Z1, Z2 and Z3 are each independently selected from N or CR g ;

[0154] R d 、R e 、R f are each independently selected from C1-C30 alkyl, C1-C30 heteroalkyl, C3-C30 cycloalkyl, C3-C30 heterocycloalkyl, C1-C6 alkyl-substituted or unsubstituted C6-C30 aryl, C1-C6 alkyl-substituted or unsubstituted C2-C30 heteroaryl, C3-C30 alkylsilyl or C6-C30 arylsilyl; or, R e and R f Connect into a ring;

[0155] R4, R g Each is independently selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C40 alkyl, C1-C40 heteroalkyl, C2-C40 alkenyl, C2-C40 alkynyl, C3-C40 cycloalkyl, C3-C40 heterocycloalkyl, C6-C60 aryl, C2-C60 heteroaryl, C1-C40 alkoxy, C6-C60 aryloxy, C3-C40 alkylsilyl, C6-C60 arylsilyl, C1-C40 alkylboryl, C6-C60 arylboryl, C6-C60 arylphosphino or C6-C60 arylamine;

[0156] d is an integer selected from 0-4; if d is an integer from 2-4, each R4 is the same or different;

[0157] L3 to L5 are each independently selected from a single bond, a substituted or unsubstituted C6-C60 arylene group, or a substituted or unsubstituted C2-C60 heteroarylene group;

[0158] Ar3 and Ar4 are each independently selected from a substituted or unsubstituted C6-C36 aryl group or a substituted or unsubstituted C2-C36 heteroaryl group;

[0159] In the ring D, L3-L5, Ar3 and Ar4, the substitution is independently substituted by at least one of deuterium, halogen, cyano, isocyano, phosphino, C1-C6 alkyl, C3-C16 cycloalkyl, C1-C6 alkyl-substituted amine, C1-C6 alkyl-substituted or unsubstituted C6-C30 aryl, C1-C6 alkyl-substituted or unsubstituted C2-C30 heteroaryl, and the number of substitutions ranges from single substitution to the maximum number of substitutions;

[0160] In formula (3), the heteroatoms in the heteroarylene group, heteroaryl group, heteroalkyl group or heterocycloalkyl group are each independently selected from at least one of O, S, N, Se, Si and Ge.

[0161] In some embodiments, the chalcogen element is selected from O, S, or Se.

[0162] In some embodiments, the chalcogen element is selected from O or S.

[0163] In some embodiments, d is an integer from 0 to 2; if d=2, each R4 is the same or different.

[0164] In some embodiments, R d 、R e and R f are each independently selected from C1-C20 alkyl, C1-C20 heteroalkyl, C3-C20 cycloalkyl, C3-C20 heterocycloalkyl, C1-C6 alkyl-substituted or unsubstituted C6-C20 aryl, C1-C6 alkyl-substituted or unsubstituted C3-C20 heteroaryl, C3-C20 alkylsilyl or C6-C20 arylsilyl; or, R e and R f Connect into a ring.

[0165] In some embodiments, R d 、R e and R f are each independently selected from C1-C10 alkyl, C1-C10 heteroalkyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, C1-C6 alkyl-substituted or unsubstituted C6-C10 aryl, C1-C6 alkyl-substituted or unsubstituted C3-C10 heteroaryl, C3-C10 alkylsilyl or C6-C10 arylsilyl; or, R e and R f Connect into a ring.

[0166] In some embodiments, Z1, Z2, and Z3 are all selected from N, or one of them is selected from CR g , and the other two are selected from N.

[0167] In some embodiments, R4 and R gEach is independently selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C20 alkyl, C1-C20 heteroalkyl, C2-C20 alkenyl, C2-C20 alkynyl, C3-C20 cycloalkyl, C3-C20 heterocycloalkyl, C6-C30 aryl, C3-C30 heteroaryl, C1-C20 alkoxy, C6-C30 aryloxy, C3-C20 alkylsilyl, C6-C30 arylsilyl, C1-C20 alkylboryl, C6-C30 arylboryl, C6-C30 arylphosphinyl or C6-C30 arylamine.

[0168] In some embodiments, R4 and R g Each is independently selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C10 alkyl, C1-C10 heteroalkyl, C2-C10 alkenyl, C2-C10 alkynyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, C6-C20 aryl, C3-C20 heteroaryl, C1-C10 alkoxy, C6-C20 aryloxy, C3-C10 alkylsilyl, C6-C20 arylsilyl, C1-C10 alkylboryl, C6-C20 arylboryl, C6-C20 arylphosphinyl or C6-C20 arylamine.

[0169] In some embodiments, L3-L5 are each independently selected from a single bond, a substituted or unsubstituted C6-C20 arylene group, or a substituted or unsubstituted C2-C20 heteroarylene group.

[0170] In some embodiments, Ar3 and Ar4 are each independently selected from substituted or unsubstituted C6-C26 aryl or substituted or unsubstituted C2-C26 heteroaryl.

[0171] In some embodiments, Ar3 and Ar4 are each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted binaphthyl, substituted or unsubstituted anthracenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzoselenophene, substituted or unsubstituted benzocyclohexyl, substituted or unsubstituted 9,9-dimethylfluorenyl, substituted or unsubstituted 9,9-diphenylfluorenyl , substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted pyrenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted fluoranthene, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted naphthoxazolyl, substituted or unsubstituted phenanthroxazolyl, substituted or unsubstituted benzothiazolyl, substituted or unsubstituted benzimidazolyl, substituted or unsubstituted benzotriazolyl, substituted or unsubstituted triphenylenyl, or a combination of two of the above.

[0172] In some embodiments, in ring D, L4-L6, Ar3 and Ar4, the substitution is independently substituted with at least one of deuterium, halogen, cyano, C1-C6 alkyl, C3-C12 cycloalkyl, C6-C20 aryl substituted or unsubstituted by C1-C6 alkyl, or C3-C20 heteroaryl substituted or unsubstituted by C1-C6 alkyl, wherein the number of substitution is from monosubstitution to the maximum number of substitutions.

[0173] In some embodiments, the second host compound satisfies at least one of the following conditions:

[0174] (1) Z1, Z2, and Z3 are all selected from N; or one of them is selected from CH, and the other two are selected from N;

[0175] (2) L3-L5 are each independently selected from a single bond, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted naphthoxazolyl group, a substituted or unsubstituted phenanthroxazolyl group, or a substituted or unsubstituted phenanthrothiazolyl group;

[0176] (3) Ar3 and Ar4 are each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted 9,9-dimethylfluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted benzonaphthofuranyl, substituted or unsubstituted triphenylenfuranyl, substituted or unsubstituted naphthoxazolyl, substituted or unsubstituted phenanthroxazolyl, substituted or unsubstituted phenanthrothiazolyl;

[0177] (4) R4 is selected from hydrogen, deuterium or benzene;

[0178] (5) The ring D is a benzene ring, a deuterated benzene ring, a naphthalene ring or a phenanthrene ring;

[0179] (6) Z is selected from NR d , CR e R f , O or S, where R d are each independently selected from hydrogen, methyl or phenyl; R e 、R f All are hydrogen or R e and R f Connect to form a fluorenyl group;

[0180] (7) In the ring D, L3-L5, Ar3 and Ar4, the substitution is independently substituted by at least one of deuterium, phenyl, biphenyl, naphthyl, C1-C6 hydrocarbon substituted or unsubstituted benzoxazolyl, C1-C6 hydrocarbon substituted or unsubstituted naphthoxazolyl, wherein the number of substitutions ranges from single substitution to the maximum number of substitutions.

[0181] In some embodiments, the second host compound is selected from one of the following structures, or one of the following structures in which hydrogen is partially or completely substituted by deuterium or fluorine:

[0182]

[0183]

[0184]

[0185]

[0186]

[0187]

[0188] In some embodiments, the weight ratio of the first host compound to the second host compound is 1:(0.25-4). For example, it can be 1:0.25, 1:0.5, 1:1, 1:2, or 1:4. The weight ratio is not limited to the above-listed ratios and can be any other ratio within the range of 1:(0.25-4), such as 1:(0.5-2), 1:(1-2), 1:(3-4), or 1:(0.25-1).

[0189] In some embodiments, the composition further includes at least one third host compound; the third host compound has a structure represented by formula (1), formula (2) or formula (3); the first host compound, the second host compound and the third host compound have different structures.

[0190] It should be understood that the “having different structures” means that the first host compound, the second host compound and the third host compound all have different structures.

[0191] In some embodiments, the third host compound has a structure represented by formula (1) or formula (2).

[0192] In some embodiments, the weight ratio of the first host compound, the second host compound, and the third host compound is 1:(0.2-2):(0.1-7).

[0193] The third aspect of the present application provides a light-emitting device, which contains the aromatic amine compound or the composition.

[0194] In some embodiments, the light-emitting device includes a cathode, an anode, and a light-emitting layer; the cathode and the anode are arranged opposite to each other; the light-emitting layer is arranged between the cathode and the anode; and the light-emitting layer contains the aromatic amine compound or the composition.

[0195] In some embodiments, in the light-emitting device, the aromatic amine compound or the composition is used as a host material of the light-emitting layer. The aromatic amine compound or the composition can be doped to prepare the light-emitting layer.

[0196] In some embodiments, the light-emitting layer is a red light-emitting layer.

[0197] In a fourth aspect, the present application provides the use of the aromatic amine compound or composition in a semiconductor device.

[0198] In some embodiments, the semiconductor device includes the above-mentioned light-emitting device, and the semiconductor device can be at least one of an organic light-emitting cell, an organic light-emitting field-effect transistor (OLET), an OLED display, an organic electroluminescent laser (OLEL), an organic electroluminescent sensor (OLES), etc.

[0199] It should be pointed out that the embodiments described in this application are exemplary and are only for the purpose of facilitating the understanding of the technical application and should not be regarded as specific limitations of this application. Obviously, the embodiments described are only part of the embodiments of this application, not all of them. Based on the embodiments of this application, other embodiments obtained by those skilled in the art without creative work are within the scope of protection of this application. Unless otherwise specified, the test methods used in the examples are all conventional methods; the materials, reagents or devices used, etc., can be obtained from commercial channels unless otherwise specified. Unless otherwise specified, the same parameter values ​​in each embodiment are the same.

[0200] In the examples described below, the raw materials and solvents involved in the synthesis of the compounds in this application were purchased from suppliers well known to those skilled in the art, such as Alfa and Acros.

[0201] Synthesis of aromatic amine compound A1

[0202] The synthetic route is:

[0203]

[0204] Synthesis of compound A1-3:

[0205] Compound A1-1 (5.00 g, 53.69 mmol), compound A1-2 (16.49 g, 53.69 mmol, CAS: 56158-60-2), tris(dibenzylideneacetone)dipalladium (0.49 g, 0.54 mmol), 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (0.51 g, 1.07 mmol), cesium carbonate (43.73 g, 134.22 mmol), and toluene (300 ml) were added to a 500 ml three-necked round-bottom flask. The vacuum atmosphere was replaced with nitrogen three times, and the system was heated to 90° C. for 4 hours. The reaction was monitored by TLC (ethyl acetate:n-hexane = 1:15 as the developing solvent). The compound A1-1 was completely consumed.

[0206] The temperature was lowered to 60°C, methanol (150 ml) was added, and the temperature was naturally lowered to room temperature and stirred for 30 minutes to precipitate a large amount of solid, which was filtered off with suction to obtain 18 g of solid. Toluene (150 ml) was added, and the system was then heated to 100°C to dissolve and clarify. 30 g (300-400 mesh) of silica gel was then laid for filtration. The surface of the silica gel was rinsed with toluene (50 ml), and the combined filtrate was concentrated to obtain 13 g; toluene (170 ml) and methanol (80 ml) were used for crystallization twice, and the mixture was filtered off with suction. The filter cake was vacuum dried at 90°C for 3 hours to obtain a light yellow solid, which was compound A1-3 (12.17 g, purity: 99.59%, yield: 70.97%), with a mass spectrum of 320.14 (M+H).

[0207] Synthesis of compound A1:

[0208] Referring to the synthesis and purification methods of compound A1-3, it is only necessary to change the corresponding raw materials, that is, to change compound A1-1 and compound A1-2 to compound A1-3 and compound A1-4 (CAS: 1821235-69-1) to obtain the target compound A1 (15.19 g, purity: 99.96%, yield: 71.98%). 15.19 g of crude compound A1 was sublimed and purified to obtain pure compound A1 (13.09 g, purity: 99.96%, yield: 86.17%). Mass spectrometry characterization results: 562.21 (M+H). NMR characterization results: 1 H NMR(400MHz, CDCl3)δ8.66(dd,J=8.4,1.3Hz,1H),8.64–8.60(m,2H),8.06–7.97(m,4H),7.96–7.91(m,2H),7.74(d,J=7.5Hz,1H),7.65–7.60(m ,2H),7.59-5.53(m,3H),7.52–7.43(m,3H),7.40–7.31(m,2H),7.31–7. 24(m,3H),7.16(d,J=7.3Hz,1H),7.13–7.09(m,2H),7.07–7.01(m,1H).

[0209] Synthesis of other aromatic amine compounds

[0210] The synthesis method of the compounds in Table 1 refers to the synthesis and purification method of compound A1. Only the corresponding raw materials need to be changed. The specific raw materials used are shown in Table 1 below. In Table 1, raw material 1, raw material 2 and raw material 3 respectively represent the compound raw materials for replacing compound A1-1, compound A1-2 and compound A1-4 in the synthesis route of compound A1.

[0211] Table 1 Raw materials used in the synthesis of different aromatic amine compounds and their characterization information

[0212]

[0213]

[0214]

[0215]

[0216]

[0217]

[0218]

[0219] The synthesis of some intermediate compounds in Table 1 is described as follows:

[0220] Synthesis of compound A43-3:

[0221] Synthesis route:

[0222]

[0223] Compound A43-1 (15.00 g, 40.22 mmol, CAS: 1923736-35-9), compound A43-2 (7.96 g, 40.22 mmol, CAS: 4688-76-0), tetrakistriphenylphosphine palladium (0.46 g, 0.40 mmol), potassium carbonate (13.90 g, 100.54 mmol), tetrahydrofuran (300 ml), and deionized water (50 ml) were added to a 500 ml three-necked round-bottom flask. The vacuum atmosphere was replaced with nitrogen three times, and the system was heated to 60° C. for 3 hours. The reaction was monitored by TLC (n-hexane:ethyl acetate = 10:1 as the developing solvent). The compound A43-1 was completely consumed.

[0224] The mixture was cooled to room temperature and concentrated under reduced pressure to remove the solvent. Ethyl acetate (200 ml) was added and washed three times with deionized water (50 ml * 3). The mixture was separated and mixed with silica gel. The mixture was dry-loaded and purified by silica gel column chromatography (200-300 mesh silica gel, n-hexane: ethyl acetate = 15:1 as eluent). After elution, the mixture was concentrated under reduced pressure at 60 ° C for 1 hour to give a white solid as compound A43-3 (12.37 g, purity: 99.40%, yield: 77.03%), mass spectrum: 399.03 (M+H).

[0225] Synthesis of compound A57-1:

[0226] The compound CPD231-3 was obtained by referring to the synthesis method of compound CPD231-3 described in paragraph 0145 of the specification of patent application CN117645592A.

[0227] Synthesis of compound A90-2:

[0228] Synthesis route:

[0229]

[0230] Referring to the synthesis and purification method of compound A43-3, it is only necessary to change the corresponding raw materials to obtain the target compound A90-2 (17.41 g, purity: 99.37%, yield: 76.18%).

[0231] Synthesis of compound A90-3:

[0232] The compound CPD29-8 was obtained by referring to the synthesis method described in paragraph 0125 of the specification of patent application CN117924225A.

[0233] Synthesis of compound A110-6:

[0234] Synthesis route:

[0235]

[0236] Synthesis of compound A110-3:

[0237] Referring to the synthesis and purification methods of compound A43-3, it is only necessary to change the corresponding raw materials (compound A110-1 CAS: 162607-19-4; compound A110-2 CAS: 925442-56-4) to obtain the target compound A110-3 (16.25 g, purity: 99.57%, yield: 75.37%).

[0238] Synthesis of compound A110-5:

[0239] Compound A110-3 (16.00 g, 44.84 mmol), compound A110-4 (23.06 g, 67.26 mmol), and tetrahydrofuran (270 ml) were added to a 500 ml three-necked round-bottom flask. The vacuum atmosphere was replaced with nitrogen three times. The system was then cooled to 5°C and sodium methoxide (4.85 g, 89.68 mmol) was added all at once. The reaction was maintained at 5°C for 1 hour. The reaction was monitored by TLC (ethyl acetate:n-hexane = 1:10 as the developing solvent). Compound A110-3 was completely consumed.

[0240] Deionized water (500 ml) was added thereto, and the solvent was removed by concentration under reduced pressure. Ethyl acetate (500 ml) was added for extraction. The layers were separated and concentrated under reduced pressure at 70°C for 1 hour to give compound A110-5 (15.73 g, yield: 91.15%) as a white solid, mass spectrum: 385.09 (M+H); the obtained compound was used directly in the next step without purification.

[0241] Synthesis of compound A110-6:

[0242] Compound A110-5 (15.50 g, 40.27 mmol) and toluene (200 ml) were added to a 500 ml three-necked round-bottom flask. The vacuum atmosphere was replaced with nitrogen three times. The system was then cooled to 5°C and methanesulfonic acid (7.74 g, 80.55 mmol) was slowly added dropwise over 3 minutes. The reaction temperature was maintained at 5°C for 1 hour. The reaction was monitored by TLC (ethyl acetate:n-hexane = 1:15 as the developing solvent). The compound A110-5 was completely consumed.

[0243] Methanol (200 ml) was added thereto, and a large amount of white solid precipitated. 11 g of solid was obtained by filtration. The solid was crystallized once with toluene (150 ml) and methanol (60 ml), filtered, and the filter cake was dried under vacuum at 80°C for 1 hour to obtain a white solid compound A110-6 (10.41 g, purity: 99.49%, yield: 73.26%), mass spectrum: 353.07 (M+H).

[0244] Synthesis of compound A164-3:

[0245] Synthesis route:

[0246]

[0247] Referring to the synthesis and purification methods of compound A43-3, it is only necessary to change the corresponding raw materials (compound A164-1 CAS: 2415242-83-8; compound A164-2 CAS: 1692-15-5) to obtain the target compound A164-3 (18.43 g, purity: 99.39%, yield: 77.81%).

[0248] Synthesis of compound A164-8:

[0249] Synthesis route:

[0250]

[0251] Referring to the synthesis and purification methods of compound A110-6, it is only necessary to change the corresponding raw materials (compound A164-4 CAS: 2361279-69-6; compound A164-5 CAS: 269066-75-3) to obtain the target compound A164-8 (14.87 g, purity: 99.62%, yield: 72.40%).

[0252] Synthesis of compound A266-1:

[0253] The compound CPD344-4 was obtained by referring to the synthesis method of compound CPD344-4 described in paragraph 0286 of the specification of patent application CN117924225A.

[0254] Synthesis of compound A411-1:

[0255] The compound CPD2-8 was obtained by referring to the synthesis method of compound CPD2-8 described in paragraph 0059 of the specification of patent application CN117645592A.

[0256] Synthesis of compound A480-5:

[0257] Synthesis route:

[0258]

[0259] Referring to the synthesis and purification methods of intermediate A110-6, it is only necessary to change the corresponding raw materials (compound A480-1 CAS: 2173555-53-6) to obtain the target compound A480-5 (18.20 g, purity: 99.47%, yield: 75.81%).

[0260] Synthesis of compound A436-1:

[0261] The intermediate 2-B-3 was obtained by referring to the synthesis method of the intermediate 2-B-3 described in paragraph 0141 of the specification of patent application CN116425730A.

[0262] Synthesis of compound A528-3:

[0263] Synthesis route:

[0264]

[0265] Referring to the synthesis and purification methods of compound A43-3, it is only necessary to change the corresponding raw materials (compound A528-1 CAS: 2639362-81-3) to obtain the target compound A528-3 (16.51 g, purity: 99.44%, yield: 73.46%).

[0266] Synthesis of compound A528-8:

[0267] Synthesis route:

[0268]

[0269] Referring to the synthesis and purification methods of compound A110-6, it is only necessary to change the corresponding raw materials (compound A528-4 CAS: 2411555-14-9) to obtain the target compound A528-8 (13.57 g, purity: 99.28%, yield: 70.36%).

[0270] Synthesis of compound A558-2:

[0271] Synthesis route:

[0272]

[0273] Referring to the synthesis and purification methods of compound A43-3, it is only necessary to change the corresponding raw materials to obtain the target compound A558-2 (15.39 g, purity: 99.62%, yield: 70.85%).

[0274] Synthesis of compound A558-7:

[0275] Synthesis route:

[0276]

[0277] Referring to the synthesis and purification methods of compound A110-6, it is only necessary to change the corresponding raw materials (compound A558-3 CAS: 2094605-85-1; compound A558-4 CAS: 1331895-48-7) to obtain the target compound A558-5 (17.75 g, purity: 99.38%, yield: 71.40%).

[0278] Synthesis of compound A682-5:

[0279] Synthesis route:

[0280]

[0281] Referring to the synthesis and purification methods of compound A110-6, it is only necessary to change the corresponding raw materials (compound A682-1 CAS: 2708239-91-0) to obtain the target compound A718-5 (18.16 g, purity: 99.42%, yield: 73.51%).

[0282] Synthesis of compound A785-2:

[0283] Synthesis route:

[0284]

[0285] Referring to the synthesis and purification methods of compound A43-3, it is only necessary to change the corresponding raw materials to obtain the target compound A785-2 (19.10 g, purity: 99.57%, yield: 76.38%).

[0286] Synthesis of compound A794

[0287] Synthesis route:

[0288]

[0289] Synthesis of compound A794-1

[0290] Referring to the synthesis and purification methods of compound A1-3, it is only necessary to change the corresponding raw materials to obtain the target compound A794-1 (14.61 g, purity: 99.44%, yield: 75.31%).

[0291] Synthesis of compound A794-2

[0292] Referring to the synthesis and purification methods of compound A1-3, it is only necessary to change the corresponding raw materials to obtain the target compound A794-2 (16.83 g, purity: 99.95%, yield: 69.33%).

[0293] Synthesis of compound A794

[0294] Compound A794-2 (16.00 g, 26.59 mmol), platinum dioxide (0.72 g, 3.19 mmol), and heavy water (320 ml) were added to a 500 ml pressure reactor, and the vacuum argon atmosphere was replaced three times. The temperature was raised to 250° C. and the reaction was carried out for 20 hours.

[0295] The mixture was cooled to room temperature, added with dichloromethane (300 ml), and washed three times with deionized water (50 ml x 3). The mixture was separated, mixed with silica gel, and dry-applied to a column for purification by silica gel column chromatography (200-300 mesh silica gel, eluent: dichloromethane:n-hexane = 1:5). After elution, the mixture was concentrated under reduced pressure at 60°C for 1 hour to obtain the target compound A794 (10.29 g, purity: 99.92%, yield: 61.53%). 10.29 g of the crude compound A794 was purified by sublimation to obtain the sublimation-purified compound A794 (8.91 g, purity: 99.94%, yield: 86.59%), mass spectrum: 629.37 (M+H).

[0296] Synthesis of compounds B25, B27, B54, B71, B80, B96, B104, and B128

[0297] Compounds B25, B27, B54, B71, B80, B96, B104, and B128 were obtained by referring to the synthesis methods of compounds B25, B54, B71, B80, B104, and B128 described in paragraphs 0240 to 0270 of the specification of patent application CN119490493A, respectively.

[0298] These compounds (B25, etc.) are referred to as second main compounds in some embodiments, and the combination of any two of the above-synthesized aromatic amine compounds (A1, A43, etc.) is one of the compositions of the present application.

[0299] Application example: Fabrication of organic electroluminescent devices

[0300] In some embodiments, as Figure 1 As shown, Figure 1 This is a schematic diagram of the stacked structure of a light-emitting device. The organic electroluminescent device includes a stacked glass substrate 1, an anode 2, a hole injection layer 3 (HIL), a first hole transport layer 4 (HTL1), a second hole transport layer 5 (HTL2), a light-emitting layer 6, an electron transport layer 7 (ETL), an electron injection layer 8 (EIL) and a cathode 9.

[0301] The method for preparing an organic electroluminescent device comprises the following steps:

[0302] A glass substrate 1 is provided with an ITO transparent electrode (anode 2) on the surface, wherein the thickness of the anode is 100 nm;

[0303] Co-evaporating compound NDP-9 and compound HTM1 on the surface of the anode 2 to form a HIL, wherein the weight ratio of compound NDP-9 to compound HTM1 is 97:3, and the thickness of the HIL is 5 nm;

[0304] Compound HTM1 is evaporated on the surface of HIL to form HTL1. The thickness of HTL1 is 60 nm.

[0305] Compound HTM2 is evaporated on the surface of HTL1 to form HTL2, where the thickness of HTL2 is 10 nm;

[0306] The host material and the red light doping material are co-evaporated on the surface of HTL2 to form a light-emitting layer 6, wherein the thickness of the light-emitting layer 6 is 40 nm, and the weight ratio of the host material to the red light doping material is 97%:3%. For the host material, please refer to Tables 3 and 4 below.

[0307] Evaporating an ETL material and LiQ on the surface of the light-emitting layer 6 to form an ETL, wherein the weight ratio of the ETL material to LiQ is 50:50 and the thickness of the ETL is 35 nm;

[0308] LiQ was evaporated on the surface of the ETL to form an EIL with a thickness of 1 nm.

[0309] Metal Mg and Ag are co-evaporated on the surface of the EIL to form a cathode 9, wherein the weight ratio of Mg to Ag is 1:9 and the thickness of the cathode 9 is 100 nm, thereby obtaining an organic electroluminescent device.

[0310] The structural formulas of NDP-9, HTM1, HTM2, ETL materials, red light doping materials, LiQ, RH-N, and comparative compounds 1 to 5 are as follows:

[0311]

[0312] Among them, comparative compound 1 is the compound in patent application WO2022177385A1; comparative compound 2 is compound H1-24 in patent application CN119143746A; comparative compound 3 is compound 54 in patent application CN117430568A; comparative compound 4 is compound R057 in patent application CN118955441A; comparative compound 5 is the compound in patent application WO2023182775A1.

[0313] evaluate:

[0314] 1. The HOMO energy levels of comparative compounds 1 to 5 and the aromatic amine compounds synthesized above in the present application were calculated and compared using Gaussian calculation, functional B3LYP, basis set 6-31G(d) / / 6-31G, and the HOMO energy levels obtained in the optimized ground state were calculated. The results are shown in Table 2 below.

[0315] Table 2 HOMO energy level comparison

[0316]

[0317]

[0318] As can be seen from Table 2, the compounds prepared in the present application also have suitable HOMO energy levels, which provides a certain basis for their use in preparing organic electroluminescent devices and improving the performance of organic electroluminescent devices.

[0319] 2. The organic electroluminescent device was subjected to device performance testing. The compound prepared in the present application and comparative compounds 1 to 5 were used as the main materials for comparison. A constant current power supply (Keithley 2400) was used to flow a fixed current density through the light-emitting element. The luminescence spectrum was measured using a spectroradiometer (CS2000). At the same time, the current density was 10 mA / cm 2 The IVL (current-voltage-luminance) performance of the device was measured at 50 mA / cm 2 The LT95 device lifespan was tested. The results are shown in Tables 3 and 4 below.

[0320] Examples 1 to 8 and Comparative Examples 1 to 5 respectively use a single host material. The host materials are shown in Table 3 below. The device performance test results obtained are shown in Table 3.

[0321] Table 3 Device performance test results of Examples 1 to 8 and Comparative Examples 1 to 5

[0322]

[0323]

[0324] Examples 9 to 34 and comparative examples 6 to 10 respectively use dual host materials. The combination of the dual host materials is shown in Table 4 below. The device performance test results obtained are shown in Table 4 below.

[0325] Unless otherwise specified, in Table 4, the weight ratio of the first body to the second body is 1:1.

[0326] Table 4 Device performance test results of Examples 9 to 34 and Comparative Examples 6 to 10

[0327]

[0328]

[0329] Combined with the results in Tables 3 and 4, it is not difficult to see that the organic electroluminescent devices prepared with the compounds or compositions of the examples of the present application have significantly better device lifespan and luminous efficiency than the devices prepared with the comparative compounds 1 to 5 or their compositions in the comparative examples, and the voltage is also significantly lower than that of the devices prepared with the comparative compounds or their compositions. It can be seen that the organic electroluminescent devices prepared with the aromatic amine compounds or their compositions as the main materials of the present application significantly reduce the device driving voltage and improve the device energy conversion efficiency and service life.

[0330] 3. Compare the sublimation temperatures of some aromatic amine compounds prepared in this application with those of comparative compounds 1 to 5, wherein the sublimation temperature is defined as: -7 The temperature corresponding to the sublimation rate of 1 angstrom per second under a vacuum of 1000 Torr is shown in Table 5.

[0331] Table 5 Sublimation temperatures of some aromatic amine compounds prepared in this application and comparative compounds 1 to 5

[0332]

[0333]

[0334] As can be seen from Table 5, the aromatic amine compound of the present application has a lower sublimation temperature than the comparative compound, which means that energy consumption or cost can be reduced during the vacuum evaporation process, the controllability and uniformity of the evaporation process can be improved, and high-quality optoelectronic device films can be prepared, which is more conducive to industrial applications.

[0335] In summary, the aromatic amine compound of the present application is a single-host red light material. By connecting substituents at specific positions, the conjugation length is extended, and it has a deeper HOMO energy level, which is beneficial to reduce the accumulation of holes at the interface of the light-emitting layer and the electron blocking layer, and quickly inject them into the light-emitting layer. Therefore, the device produced has a lower voltage, higher current efficiency and longer life than the comparative compound. At the same time, the aromatic amine compound of the present application has a multi-substituted aromatic group in dibenzofuran, which can increase the horizontal orientation of the molecule, causing the molecules to tend to be arranged horizontally, which is beneficial to the transmission of holes and the improvement of the efficiency of compound-generated excitons, thereby improving the performance of the device. In addition, the aromatic amine compound of the present application is an ideal melting material because it has a lower melting point. During the material evaporation process, the lower melting point not only simplifies the processing flow, but also enhances the material stability during the evaporation process, reduces the decomposition or deterioration of the material caused by high temperature, and further improves the performance and reliability of the device.

[0336] The aromatic amine compound of the present application is combined with an N-type second host compound as a dual host material. Due to the balanced hole and electron transfer rates, the exciton recombination area in the light-emitting layer is broadened, which greatly improves the efficiency and life of the device compared with comparative compounds 1 to 5.

[0337] Therefore, the aromatic amine compounds of this application have advantages such as high optical and electrical stability, low sublimation temperature, low driving voltage, high luminous efficiency, and long device life, and can be used as host materials in organic electroluminescent devices. Furthermore, these aromatic amine compounds have a low melting point, which improves the stability of material vapor deposition as a molten material. As host materials, these aromatic amine compounds have the potential to be applied in the AMOLED industry.

[0338] In addition, since it is impossible to enumerate all the compounds of the present application, Tables 2 to 5 above only list the properties of some of the compounds or devices of the present application. However, within the scope of protection requested by the present application, for example, the compounds with specific structural formulas given in the present application all have the characteristics of high optical and electrical stability, low sublimation temperature, low driving voltage, high luminous efficiency, and long device life.

[0339] The embodiments of the present application are described in detail above, but the above embodiments are only some implementation methods of the present application. The implementation methods of the present application are not limited to the above embodiments. Various changes can be made within the scope of knowledge possessed by ordinary technicians in the relevant technical field without departing from the purpose of the present application. Any other changes, modifications, substitutions, combinations, and simplifications that do not deviate from the essence and principles of the present application should be equivalent replacement methods and are included in the scope of protection of the present application.

Claims

1. An aromatic amine compound, characterized in that It has the general structural formula shown in the following formula (1) or formula (2): Wherein, in formula (1), ring A is selected from one of the following formulas (1-1) to (1-4): In formula (2), ring A is selected from one of the following formulas (2-1) to (2-2): Any two adjacent * represent the fusion sites of ring A and the naphthalene ring in formula (1) and formula (2); R1 and R3 are independently selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C40 alkyl, C1-C40 heteroalkyl, C3-C40 cycloalkyl or C3-C40 heterocycloalkyl; R2 is selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C40 alkyl, C1-C40 heteroalkyl, C2-C40 alkenyl, C2-C40 alkynyl, C3-C40 cycloalkyl, C3-C40 heterocycloalkyl, C6-C60 aryl, C2-C60 heteroaryl, C1-C40 alkoxy, C6-C60 aryloxy, C3-C40 alkylsilyl, C6-C60 arylsilyl, C1-C40 alkylboryl, C6-C60 arylboryl, C6-C60 arylphosphino or C6-C60 arylamine; a is an integer from 0 to 4; if a is an integer from 2 to 4, each R1 is the same or different; b is an integer from 0 to 8; if b is an integer from 2 to 8, each R2 is the same or different; c is an integer from 0 to 3; if c is 2 or 3, each R3 is the same or different; X and Y are independently selected from O, S or Se; L1 and L2 are independently selected from at least one of a single bond, a substituted or unsubstituted C6-C60 arylene group, and a substituted or unsubstituted C2-C60 heteroarylene group; Ar1 and Ar2 are independently selected from at least one of a substituted or unsubstituted C6-C36 aryl group, a substituted or unsubstituted C2-C36 heteroaryl group, and a substituted or unsubstituted C6-C36 aryl and C3-C12 cycloalkyl group; The substitution of L1, L2, Ar1 and Ar2 each independently represents substitution by at least one of deuterium, halogen, cyano, isocyano, phosphino, C1-C6 alkyl, C3-C16 cycloalkyl, C1-C6 alkyl-substituted amine, C1-C6 hydrocarbon-substituted or unsubstituted C6-C30 aryl and C1-C6 hydrocarbon-substituted or unsubstituted C2-C30 heteroaryl, and the number of substitutions ranges from single substitution to the maximum number of substitutions; The heteroatoms in the heteroarylene group, heteroaryl group, heteroalkyl group or heterocycloalkyl group are each independently selected from at least one of O, S, N, Se, Si and Ge.

2. The aromatic amine compound according to claim 1, characterized in that The formula (1) is selected from any one of the following structures represented by formula (A-1) to formula (A-20):

3. The aromatic amine compound according to claim 1, characterized in that The formula (2) is selected from any one of the following structures represented by formula (B-1) to formula (B-8):

4. The aromatic amine compound according to claim 1 or 2, characterized in that The naphthalene ring fused to the A ring substituted by R2 in the formula (1) is selected from any one of the following structures represented by formula (C-1) to formula (C-8): Wherein, * represents the connection site with L1 in the structure of formula (1).

5. The aromatic amine compound according to claim 1 or 3, characterized in that The naphthyl-fused ring A substituted by R2 in the formula (2) is selected from any one of the following structures represented by formula (D-1) to formula (D-7): Wherein, * represents the connection site with L1 in the structure of formula (2).

6. The aromatic amine compound according to claim 1, characterized in that The aromatic amine compound satisfies at least one of the following conditions: (1) Formula (1) and Formula (2) contain at least one deuterium atom; (2) R1 is selected from hydrogen, deuterium, halogen, cyano or C1-C10 alkyl; (3) R2 is selected from hydrogen, deuterium, halogen, cyano, C1-C10 alkyl, C6-C20 aryl, or C3-C10 heteroaryl; (4) R3 is selected from hydrogen, deuterium, halogen, cyano or C1-C10 alkyl; (5) L1 and L2 are independently selected from a single bond, a substituted or unsubstituted C6-C20 arylene group; (6) Ar1 and Ar2 are independently selected from substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C25 heteroaryl, or substituted or unsubstituted C6-C20 aryl and cyclohexyl; (7) The substitution of L1, L2, Ar1 and Ar2 each independently represents substitution by at least one of deuterium, halogen, cyano, isocyano, C1-C6 alkyl, C3-C10 cycloalkyl, C1-C6 hydrocarbon substituted or unsubstituted C6-C20 aryl and C1-C6 hydrocarbon substituted or unsubstituted C3-C20 heteroaryl, and the number of substitutions ranges from single substitution to the maximum number of substitutions.

7. The aromatic amine compound according to claim 6, characterized in that The aromatic amine compound satisfies at least one of the following conditions: (1) R1 is selected from hydrogen, deuterium or cyano; (2) R2 is selected from hydrogen, deuterium, C1-C3 alkyl, phenyl, pyridyl or naphthyl; (3) R3 is selected from hydrogen, deuterium, halogen or cyano; (4) c is an integer from 0 to 2; if c = 2, each R3 is the same or different; (5) L1 and L2 are independently selected from a single bond, a phenylene group, a biphenylene group, a naphthylene group, or a combination of at least two of the above; (6) Ar1 and Ar2 are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted anthracenyl, substituted or unsubstituted benzocyclohexyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted fluoranthenyl, substituted or unsubstituted 9,9-dimethyl Fluorenyl, substituted or unsubstituted 9,9-diphenylfluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted pyrenyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted benzimidazolyl, substituted or unsubstituted benzotriazolyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted benzopyridinyl, substituted or unsubstituted benzonaphthofuranyl, substituted or unsubstituted dibenzoselenophene, or a combination of two of the foregoing; The substitutions each independently represent substitution by at least one of deuterium, halogen, cyano, methyl, propyl, n-butyl, isobutyl, adamantyl, cyclohexyl, phenyl, fluorophenyl, deuterated phenyl, biphenyl, naphthyl, pyridyl, pyrimidyl, carbazolyl, and imidazolyl, and the number of substitutions ranges from single substitution to the maximum number of substitutions.

8. A composition, characterized in that The composition includes a first host compound and a second host compound; the first host compound has a structure shown in formula (1) or formula (2); the second host compound has a structure shown in formula (3): In formula (3), ring D is selected from a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring or a substituted or unsubstituted phenanthrene ring; Z is selected from NR d , CR e R f or oxygen group elements; Z1, Z2 and Z3 are each independently selected from N or CR g ; R d 、R e 、R f are each independently selected from C1-C30 alkyl, C1-C30 heteroalkyl, C3-C30 cycloalkyl, C3-C30 heterocycloalkyl, C1-C6 alkyl-substituted or unsubstituted C6-C30 aryl, C1-C6 alkyl-substituted or unsubstituted C2-C30 heteroaryl, C3-C30 alkylsilyl or C6-C30 arylsilyl; or, R e and R f Connect into a ring; R4, R g Each is independently selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C40 alkyl, C1-C40 heteroalkyl, C2-C40 alkenyl, C2-C40 alkynyl, C3-C40 cycloalkyl, C3-C40 heterocycloalkyl, C6-C60 aryl, C2-C60 heteroaryl, C1-C40 alkoxy, C6-C60 aryloxy, C3-C40 alkylsilyl, C6-C60 arylsilyl, C1-C40 alkylboryl, C6-C60 arylboryl, C6-C60 arylphosphino or C6-C60 arylamine; d is an integer selected from 0-4; if d is an integer from 2-4, each R4 is the same or different; L3 to L5 are each independently selected from a single bond, a substituted or unsubstituted C6-C60 arylene group, or a substituted or unsubstituted C2-C60 heteroarylene group; Ar3 and Ar4 are each independently selected from a substituted or unsubstituted C6-C36 aryl group or a substituted or unsubstituted C2-C36 heteroaryl group; In the ring D, L3-L5, Ar3 and Ar4, the substitution is independently substituted by at least one of deuterium, halogen, cyano, isocyano, phosphino, C1-C6 alkyl, C3-C16 cycloalkyl, C1-C6 alkyl-substituted amine, C1-C6 alkyl-substituted or unsubstituted C6-C30 aryl, C1-C6 alkyl-substituted or unsubstituted C2-C30 heteroaryl, and the number of substitutions ranges from single substitution to the maximum number of substitutions; In formula (3), the heteroatoms in the heteroarylene group, heteroaryl group, heteroalkyl group or heterocycloalkyl group are each independently selected from at least one of O, S, N, Se, Si and Ge.

9. The composition according to claim 8, characterized in that The L3-L5 are each independently selected from a single bond, a substituted or unsubstituted C6-C20 arylene group, or a substituted or unsubstituted C2-C20 heteroarylene group; and / or, Ar3 and Ar4 are each independently selected from a substituted or unsubstituted C6-C26 aryl group or a substituted or unsubstituted C2-C26 heteroaryl group; And / or, Z1, Z2, Z3 are all selected from N, or one of them is selected from CR g , the other two are selected from N; And / or, said R4, R g each independently selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C10 alkyl, C1-C10 heteroalkyl, C2-C10 alkenyl, C2-C10 alkynyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, C6-C20 aryl, C3-C20 heteroaryl, C1-C10 alkoxy, C6-C20 aryloxy, C3-C10 alkylsilyl, C6-C20 arylsilyl, C1-C10 alkylboryl, C6-C20 arylboryl, C6-C20 arylphosphino, or C6-C20 arylamine; and / or, the R d 、R e 、R f are each independently selected from C1-C20 alkyl, C1-C20 heteroalkyl, C3-C20 cycloalkyl, C3-C20 heterocycloalkyl, C1-C6 alkyl-substituted or unsubstituted C6-C20 aryl, C1-C6 alkyl-substituted or unsubstituted C3-C20 heteroaryl, C3-C20 alkylsilyl or C6-C20 arylsilyl; or, R e and R f Connect into a ring; And / or, in the ring D, L3-L5, Ar3 and Ar4, the substitution is independently substituted by at least one of deuterium, halogen, cyano, C1-C6 alkyl, C3-C12 cycloalkyl, C6-C20 aryl substituted or unsubstituted by C1-C6 alkyl, or C3-C20 heteroaryl substituted or unsubstituted by C1-C6 alkyl, wherein the number of substitutions ranges from single substitution to the maximum number of substitutions.

10. The composition according to claim 9, characterized in that The Ar3 and Ar4 are each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted binaphthyl, substituted or unsubstituted anthracenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzoselenophene, substituted or unsubstituted benzocyclohexyl, substituted or unsubstituted 9,9-dimethylfluorenyl, substituted or unsubstituted 9,9-diphenylfluorenyl, substituted or unsubstituted 1,2-diphenyl-1,2-diphenyl-2,3-diphenyl-3,4-diphenyl-4,5-diphenyl-6,6-diphenyl-7,7-diphenyl-8,8-diphenyl-9,9-diphenyl-1,4-diphenyl-1,4-diphenyl-2,4-diphenyl-3,4-diphenyl-1,4-diphenyl-2,4-diphenyl-3,4-diphenyl-4,4-diphenyl-5,6-diphenyl-6,6-diphenyl-7,7-diphenyl-8,8-diphenyl-9,9-diphenyl-1,4-diphenyl-1,4-diphenyl-2,4-diphenyl-3,4-diphenyl-4,4-diphenyl-5,4 ... unsubstituted spirobifluorenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted pyrenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted pyridinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted fluoranthenyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted naphthoxazolyl, substituted or unsubstituted phenanthroxazolyl, substituted or unsubstituted benzothiazolyl, substituted or unsubstituted benzimidazolyl, substituted or unsubstituted benzotriazolyl, substituted or unsubstituted triphenylenyl, or a combination of two thereof.

11. The composition according to claim 10, characterized in that The second host compound satisfies at least one of the following conditions: (1) Z1, Z2, and Z3 are all selected from N; or one of them is selected from CH, and the other two are selected from N; (2) L3-L5 are each independently selected from a single bond, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted naphthoxazolyl group, a substituted or unsubstituted phenanthroxazolyl group, or a substituted or unsubstituted phenanthrothiazolyl group; (3) Ar3 and Ar4 are each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted 9,9-dimethylfluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted benzonaphthofuranyl, substituted or unsubstituted triphenylenfuranyl, substituted or unsubstituted naphthoxazolyl, substituted or unsubstituted phenanthroxazolyl, substituted or unsubstituted phenanthrothiazolyl; (4) R4 is selected from hydrogen, deuterium or benzene; (5) The ring D is a benzene ring, a deuterated benzene ring, a naphthalene ring or a phenanthrene ring; (6) Z is selected from NR d , CR e R f , O or S, where R d are each independently selected from hydrogen, methyl or phenyl; R e 、R f All are hydrogen or R e and R f Connect to form a fluorenyl group; (7) In the ring D, L3-L5, Ar3 and Ar4, the substitution is independently substituted by at least one of deuterium, phenyl, biphenyl, naphthyl, C1-C6 hydrocarbon substituted or unsubstituted benzoxazolyl, C1-C6 hydrocarbon substituted or unsubstituted naphthoxazolyl, wherein the number of substitutions ranges from single substitution to the maximum number of substitutions.

12. The composition according to claim 8, characterized in that The mass ratio of the first host compound to the second host compound is 1:(0.25-4).

13. A light emitting device, characterized in that: The invention comprises a cathode and an anode, wherein the cathode is arranged opposite to the anode, and a functional layer is provided between the cathode and the anode, wherein the functional layer comprises the aromatic amine compound according to any one of claims 1 to 7 or the composition according to any one of claims 8 to 12.

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