A compound, a composition comprising the same, and a light-emitting device thereof

Abstract

The application belongs to the technical field of organic electroluminescence, and discloses a compound, a composition containing the compound and a light-emitting device thereof. The compound has a structure shown in the following formula (1) or formula (2): formula (1); formula (2); wherein Y is selected from O or S; X1-X5 are each independently selected from CR0 or N. The compound has a suitable HOMO energy level, is beneficial to the injection of holes, can reduce the accumulation of holes at the interface of a light-emitting layer when the compound is used as a host material of an organic electroluminescence device, thereby significantly reducing the driving voltage of the device, balancing the transport of holes and electrons, and being beneficial to improving the light-emitting efficiency and service life of the device.

Description

Technical Field

[0001] This application relates to the field of organic electroluminescence technology, and in particular to a compound, a composition comprising the compound, and a light-emitting device thereof. Background Technology

[0002] Currently, organic light-emitting diodes (OLEDs) are attracting widespread attention as a leading direction for the future development of display and lighting technologies, thanks to their enormous application potential. OLED technology is not only widely used in consumer electronics such as smartphones, tablets, and high-definition televisions, but is also continuously expanding into wearable devices, automotive displays, and indoor lighting, demonstrating extremely broad development prospects. Although OLED technology has made significant progress, its commercialization still faces many challenges, especially in key performance areas such as improving luminous efficiency, reducing driving voltage, and extending lifespan, which still require more in-depth research and continuous optimization.

[0003] The core of an OLED device is a multi-layered, stacked "sandwich" structure, with metal electrodes at the top and bottom, and various organic thin-film layers with different functions precisely arranged in the middle. Under the influence of an external electric field, electrons are injected from the cathode and holes from the anode. These electrons migrate towards each other within the device and eventually recombine at the emissive layer. This recombination process can generate photon emission but may also involve heat loss, directly determining the OLED's luminous efficiency. To maximize light output, researchers continuously optimize the emissive layer structure. Among these, phosphorescent OLEDs, with their efficient triplet emission mechanism, provide an important technological path for improving device brightness and luminous efficiency.

[0004] It is worth noting that the performance of phosphorescent OLEDs depends not only on the choice of luminescent material but also heavily on the intrinsic properties of the host material. The host material is a key component of the luminescent layer, and its energy level structure, carrier mobility, and stability all significantly impact the overall device performance. Optimizing the design of the host material can significantly reduce the device's operating voltage, improve energy conversion efficiency, and effectively extend the device's lifespan.

[0005] Therefore, the development of new high-performance host materials is of great significance for promoting technological progress and industrial development in the OLED field. Summary of the Invention

[0006] This application aims to at least solve one of the aforementioned technical problems existing in the prior art. Therefore, one objective of this application is to provide a compound with suitable HOMO energy levels, which facilitates hole injection. When used as a host material in a light-emitting device, this compound can reduce hole accumulation at the interface of the light-emitting layer, thereby significantly reducing the device's driving voltage, achieving a more balanced hole and electron transport, and ultimately improving the device's luminous efficiency and lifespan.

[0007] The first aspect of this application provides a compound.

[0008] In some embodiments, the compound has the structure shown in formula (1) or formula (2): Equation (1); Equation (2); Where Y is selected from O or S; X1-X5 are each independently selected from CR0 or N; L is selected from single bond, substituted or unsubstituted C6-C60 aryl group or substituted or unsubstituted C3-C60 heteroaryl group; R0, R1, and R2 are 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, C3-C60 heteroaryl, C1-C40 alkoxy, or C6-C60 aryloxy. a is an integer from 0 to 10; if a is an integer from 2 to 10, then each R1 is either the same or different. b is an integer from 0 to 6; if b is an integer from 2 to 6, then each R2 is either the same or different. Ar1 and Ar2 are independently selected from at least one of substituted or unsubstituted C6-C36 aryl, substituted or unsubstituted C2-C36 heteroaryl, and substituted or unsubstituted C6-C36 aryl and C3-C12 cycloalkyl. The substitutions described in L, Ar1, and Ar2 each independently represent the substitution of at least one of the amino groups substituted by deuterium, halogen, cyano, isocyano, phosphin, C1-C6 alkyl, C3-C16 cycloalkyl, and C1-C6 alkyl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions. The heteroatom in the heteroaryl, heteroaryl, heteroalkyl, or heterocycloalkyl group is independently selected from at least one of O, S, N, Se, Si, and Ge; The compound does not have the following structural formula: .

[0009] Compared with the prior art, this application has at least the following beneficial effects: This application provides a compound containing a phenanthrene-benzo5-membered heterocyclic structure with substituents attached at specific positions. This allows for the adjustment of appropriate HOMO energy levels, which helps reduce hole accumulation at the interface between the emissive layer and the electron blocking layer, facilitating rapid hole injection into the emissive layer. Therefore, when using this compound to prepare organic electroluminescent devices, the resulting devices exhibit advantages such as low driving voltage, high luminous efficiency, and long device lifetime. Furthermore, this compound possesses high optical and electrical stability, a low sublimation temperature, and a low melting point, which is beneficial for material deposition stability. This compound, as a host material, has the potential for application in the AMOLED industry. Attached Figure Description

[0010] Figure 1 This is the HNMR spectrum of Example A12 of this application.

[0011] Figure 2 This is a schematic diagram of the structure of an organic electroluminescent stacked device according to an embodiment of this application. Detailed Implementation

[0012] In the description of this application, the reference to terms such as "some implementations" or "some embodiments" indicates that a specific feature, structure, material, or characteristic described in connection with that embodiment or example is included in at least one embodiment or example of this application. In this specification, the illustrative expressions of the above terms do not necessarily refer to the same embodiment or example. Furthermore, the specific features, structures, materials, or characteristics described may be combined in any suitable manner in one or more embodiments or examples.

[0013] In the description of this application, the use of terms such as first, second, third, etc., is only for the purpose of distinguishing technical features and should not be construed as indicating or implying relative importance, or implicitly indicating the number of technical features indicated, or implicitly indicating the order of the technical features indicated.

[0014] Unless otherwise stated, the 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. In the event that the definitions of terms provided herein differ from the meanings commonly understood by those skilled in the art, the definitions and interpretations provided herein shall prevail.

[0015] The alkyl group is a straight-chain 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 alkyl groups include methyl, ethyl, propyl, butyl, heptyl, decyl, etc. Each group includes various isomers; for example, butyl includes n-butyl, isobutyl, sec-butyl, tert-butyl, etc.

[0016] Cycloalkyl groups are alkyl groups with cyclic structures, which can include monocyclic, polycyclic, and spiroalkyl groups. Examples include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, and 2-norbornyl.

[0017] Examples of alkenyl groups include vinyl, propenyl, allyl, 1-butadienyl, 2-butadienyl, 1-hextrienyl, 2-hextrienyl, 3-hextrienyl, etc.

[0018] Heteroalkyl refers to an alkyl group in which at least one carbon atom is replaced by a non-carbon atom, excluding cases where the carbon atom serving as a linking site is replaced by a non-carbon atom (e.g., alkoxy, alkylsilyl). Examples include mercaptomethylmethane, methoxymethane, ethoxymethane, tert-butoxymethane, N,N-dimethylmethane, epoxybutane, epoxypentane, epoxyhexane, etc., with methoxymethane and epoxypentane being preferred.

[0019] A heterocyclic alkyl group is defined as a cycloalkyl group in which at least one carbon atom is replaced by a non-carbon atom, which may be selected from at least one of O, S, N, P, B, Si, Ge, or Se. The number of carbon atoms in a heterocyclic alkyl group may be 3 to 30, 3 to 20, 3 to 12, 3 to 10, or 3 to 6. Non-limiting examples of heterocyclic alkyl groups include epoxide butyl, epoxide pentyl, and epoxide hexyl.

[0020] An aryl group is an aromatic hydrocarbon group derived from an aromatic ring compound by removing one hydrogen atom. It can be monocyclic or polycyclic. At least one ring in a polycyclic aryl group is an aromatic ring system. Multiple rings in a polycyclic aryl group can be linked by single bonds or fused together; for example, phenyl groups can be fused together to form a naphthyl group, or phenyl groups can be linked by single bonds to form a diphenyl group. The number of carbon atoms can be C6-C60, C6-C30, C6-C20, C6-C12, or C6-C10. For example, aryl groups are selected from phenyl, naphthyl, anthracene, phenanthrene, tetraphenyl, pyrene, dinaphthylphenyl, acenaphthyl, benzo[g]pyrene, benzo[g]phenanthrene, benzo[g]triylyl, fluorene, spirodifluorene, benzo[g]fluorene, dibenzo[g]fluorene, biphenyl, triphenyl, tetraphenyl, or fluoranyl. Among them, benzo[a]phenanthrene includes 1,2-benzo[a]phenanthrene (B), 3,4-benzo[a]phenanthrene, 9,10-benzo[a]phenanthrene, etc.

[0021] A heteroaryl group is an aryl group in which at least one carbon atom is replaced by a non-carbon atom. It can be a monocyclic or polycyclic heteroaryl group. In a polycyclic heteroaryl group, multiple rings can be linked by single bonds or fused together, with at least one carbon atom on at least one ring being replaced by a non-carbon atom. For example, a phenyl group fused with a pyridyl group forms a benzopyridyl group, or a phenyl group and a pyridyl group linked by a single bond form a phenyl-substituted pyridyl group or a pyridyl-substituted phenyl group. The non-carbon atom can be a monovalent group selected from heterocyclic aromatic systems of O, S, N, Se, Si, or Ge, but does not include cases where the aryl group uses a non-carbon atom as a linking site (e.g., aryloxy, arylsilyl, arylamine). Examples include pyrrole, pyrrolopyrrole, furanopyrrole, thienopyrrole, pyridyl, pyrazolyl, pyrimidinyl, pyrazinyl, triazinyl, pyridazinyl, phenazinyl, phenothiazinyl, phenoxazinyl, indole, isoindole, imidazolyl, benzimidazolyl, triazolyl, tetrazolyl, furanyl, benzofuranyl, isobenzofuranyl, dibenzofuranyl, furanofuranyl, azadibenzofuranyl, thienopyranyl, diazadibenzofuranyl, benzo[B]naphtho[1,2-D]furan yl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, quinazolinoneyl, carbazoyl, azacarbazoyl, diazacarbazoyl, phenanthrynyl, primidinyl, acridineyl, dihydroacridinyl, phenanthrynyl, oxazolinyl, oxazolyl, oxadiazolyl, benzoisooxazolyl, thiazoyl, benzothiazoyl, benzoisothiazoyl, pyrroloimidazoyl, furanyl, thienyl, benzothiaphenyl, dibenzothiaphenyl, azadibenzothiaphenyl, diazadibenzothiaphenyl, thienothiaphenyl or o-diazanaphthyl.

[0022] An alkoxy group is a group having an "O-alkyl" structure, that is, an alkyl group as defined above is attached to the parent nucleus via an oxygen atom. Non-limiting examples include: methoxy, ethoxy, and tert-butoxy (-OC(CH3)3 or -OtBu), etc.

[0023] An aryloxy group is a group having an "O-aryl" structure, meaning that the aryl group, as defined above, is attached to the parent nucleus via an oxygen atom. Non-limiting examples of aryloxy groups include phenoxy, naphthoxy, or biphenyloxy groups.

[0024] Halogens refer to fluorine, chlorine, bromine, or iodine.

[0025] arylene and heteroarylene correspond to divalent groups in aryl and heteroaryl structures, respectively.

[0026] The phrase “Ca~Cb” in “R group of Ca~Cb with or without substitution” refers to the number of carbons in the case where the R group is unsubstituted, excluding the number of carbons in the substituents when the R group is substituted.

[0027] "Substitution" 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 defined, it also includes the replacement of one or more hydrogen atoms by groups formed by the linkage of two or more of the substituents mentioned above.

[0028] Maximum number substitution refers to the maximum number of hydrogen atoms contained in the group when there are no substituents other than hydrogen.

[0029] The combination of two of the phenyl, biphenyl, naphthyl, and anthracene groups refers to two defined groups connected by a single bond or fused together. Fused together refers to two or more cyclic structures (e.g., aromatic rings, heteroaromatic rings) connected by sharing adjacent ring atoms (e.g., carbon-carbon bonds, carbon-nitrogen bonds). This can be a combination between aromatic rings and / or aromatic heterocycles, between aromatic rings and cycloalkanes, or between aromatic heterocycles and cycloalkanes by sharing a single edge. For example, the combination of phenyl and naphthyl can be naphthyl-substituted phenyl, phenyl-substituted naphthyl, anthracene, or phenanthrene, etc.

[0030] structure This indicates that it can be attached to any connectable site on the benzene ring, including the ortho, meta, and para positions of the ring atom attached to R; the setting of R is only for better understanding of the substitution position and is not intended to be any limitation.

[0031] structure This indicates that R can be a substituent at any substituted site on the naphthofluorene ring.

[0032] The following will describe the concept and technical effects of this application clearly and completely with reference to specific embodiments, so as to fully understand the purpose, features and effects of this application.

[0033] The first aspect of this application provides a compound.

[0034] In some embodiments, the compound has the structure shown in formula (1) or formula (2): Equation (1); Equation (2); Where Y is selected from O or S; X1-X5 are each independently selected from CR0 or N; L is selected from single bond, substituted or unsubstituted C6-C60 aryl group or substituted or unsubstituted C3-C60 heteroaryl group; R0, R1, and R2 are 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, C3-C60 heteroaryl, C1-C40 alkoxy, or C6-C60 aryloxy. a is an integer from 0 to 10; if a is an integer from 2 to 10, then each R1 is either the same or different. b is an integer from 0 to 6; if b is an integer from 2 to 6, then each R2 is either the same or different. Ar1 and Ar2 are independently selected from at least one of substituted or unsubstituted C6-C36 aryl, substituted or unsubstituted C2-C36 heteroaryl, and substituted or unsubstituted C6-C36 aryl and C3-C12 cycloalkyl. The substitutions described in L, Ar1, and Ar2 each independently represent the substitution of at least one of the amino groups substituted by deuterium, halogen, cyano, isocyano, phosphin, C1-C6 alkyl, C3-C16 cycloalkyl, and C1-C6 alkyl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions. The heteroatom in the heteroaryl, heteroaryl, heteroalkyl, or heterocycloalkyl group is independently selected from at least one of O, S, N, Se, Si, and Ge; The compound does not have the following structural formula: .

[0035] It is understood that in equations (1) and (2), 'a' being an integer from 0 to 4 means that 'a' can be 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or any other range within the range of 0 to 10, such as 1-2, 1-3, 1-4, 1-5, 1-6, 1-7, 1-8, or 1-9. 'b' being an integer from 0 to 4 means that 'b' can be 0, 1, 2, 3, 4, 5, 6, or any other range within the range of 0 to 6, such as 0-2, 0-3, 1-2, 1-3, 2-3, 1-4, 1-5, 2-5, 3-5, or 5-6.

[0036] In some embodiments, formula (1) is selected from formula (A-1) or formula (A-2); formula (2) is selected from any of the structures shown in formulas (A-3) to (A-7): ; The definitions of Y, R0, R1, R2, Ar1, Ar2, a, b, and L are the same as those in equations (1) and (2).

[0037] In some embodiments, L is selected from single-bonded, substituted or unsubstituted C6-C30 aryl groups or substituted or unsubstituted C3-C30 heteroaryl groups.

[0038] In some embodiments, L is selected from single-bonded, substituted or unsubstituted C6-C12 arylene groups or substituted or unsubstituted C3-C12 heteroarylene groups. Examples of arylene groups include phenylene, naphthylene, and biphenylene; examples of heteroarylene groups include pyridylene, pyrimidinylene, furanylene, benzofuranylene, and benzoxazolylene.

[0039] In some embodiments, R0, R1, and R2 are 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, and C6-C30 aryloxy.

[0040] In some embodiments, R0, R1, and R2 are 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-C15 aryl, C3-C15 heteroaryl, C1-C10 alkoxy, and C6-C15 aryloxy.

[0041] In some embodiments, each of the substitutions independently represents substitution by at least one of deuterium, halogen, cyano, isocyano, phosphin, C1-C6 alkyl, C3-C10 cycloalkyl, C1-C6 alkyl-substituted amino, C6-C15 aryl, C1-C6 alkyl-substituted or unsubstituted heteroaryl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions.

[0042] In some embodiments, formulas (1) and (2) independently contain at least one deuterium atom.

[0043] In some embodiments, X1-X5 are each independently selected from CH or N.

[0044] In some embodiments, the compound satisfies at least one of the following conditions: (1) L is selected from single bond, substituted or unsubstituted C6-C13 aryl group or substituted or unsubstituted C3-C12 heteroaryl group; (2) R0, R1, and R2 are selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C10 alkyl, C1-C5 heteroalkyl, C2-C10 alkenyl, C2-C10 alkynyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, C6-C12 aryl, C3-C12 heteroaryl, C1-C10 alkoxy, and C6-C15 aryloxy. (3) Ar1 and Ar2 are independently selected from at least one of substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl and substituted or unsubstituted C6-C25 aryl and C3-C10 cycloalkyl; (4) The substitutions described in L, Ar1, and Ar2 each independently represent the substitution of at least one of the amino groups substituted by deuterium, halogen, cyano, isocyano, phosphin, C1-C5 alkyl, C3-C10 cycloalkyl, and C1-C5 alkyl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions.

[0045] In some embodiments, the compound satisfies at least one of the following conditions: (1) L is selected from single bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted dibenzofuranyl or a combination of two of the above; (2) R0, R1, and R2 are independently selected from hydrogen, deuterium, halogen, cyano, nitro, methyl, ethyl, propyl, butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, phenyl, naphthyl, biphenyl, pyridyl, or pyrimidinyl; (3) Ar1 and Ar2 are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted anthraquinone, substituted or unsubstituted benzocyclohexyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted pyridyl, substituted or unsubstituted carbazole, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted fluoranthyl, substituted or unsubstituted 9,9-dimethylfluorenyl, substituted or Unsubstituted 9,9-diphenylfluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted pyrene, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted benzimidazolyl, substituted or unsubstituted benzotriazolyl, substituted or unsubstituted benzophenanthryl, substituted or unsubstituted benzopyridyl, substituted or unsubstituted benzonaphthuryl, substituted or unsubstituted dibenzoselenophenyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, or a combination of two of the above. (4) The substitutions described in L, Ar1, and Ar2 each independently represent substitution by at least one of deuterium, halogen, cyano, isocyano, phosphin, methyl, ethyl, propyl, butyl, cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions.

[0046] It should be understood that Ar1 and Ar2 are combinations of any two of the aryl and heteroaryl groups listed above. For example, they can be phenyl-substituted naphthyl, naphthyl-substituted phenyl, phenyl-substituted dibenzofuranyl, biphenyl-substituted dibenzofuranyl, naphthyl-substituted dibenzofuranyl, dibenzofuranyl-substituted phenyl, phenyl-substituted carbazoyl, carbazoyl-substituted phenyl, naphthyl-substituted carbazoyl, pyridyl-substituted phenyl, phenyl-substituted benzoxazolyl, etc.

[0047] In some embodiments, X1-X5 are all selected from CH, or at least one of X1-X5 is selected from N, and the rest are selected from CH.

[0048] In some embodiments, the compound is selected from one of the following structural formulas, or one of the following structural formulas in which hydrogen is partially or completely substituted by deuterium or fluorine:

[0049]

[0050]

[0051]

[0052]

[0053]

[0054]

[0055]

[0056]

[0057]

[0058]

[0059]

[0060]

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[0062]

[0063]

[0064]

[0065]

[0066]

[0067]

[0068]

[0069]

[0070]

[0071]

[0072]

[0073]

[0074]

[0075]

[0076]

[0077]

[0078]

[0079]

[0080]

[0081]

[0082]

[0083]

[0084]

[0085]

[0086]

[0087]

[0088]

[0089]

[0090]

[0091]

[0092]

[0093]

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[0096]

[0097]

[0098]

[0099]

[0100]

[0101]

[0102]

[0103] .

[0104] A second aspect of this application provides a composition.

[0105] In some embodiments, the composition comprises at least one first host compound and at least one second host compound; the first host compound has a structure as shown in formula (1) or formula (2), and the second host compound has a structure as shown in formula (4): Equation (4); Wherein, ring C is selected from substituted or unsubstituted benzene rings, substituted or unsubstituted naphthalene rings, or substituted or unsubstituted phenanthrene rings; Z is selected from NR d CR e R f Or oxalic elements; Z1, Z2, and Z3 are each independently selected from N or C. g ; R d R e and R f Each is independently selected from C1-C30 alkyl, C1-C30 heteroalkyl, C3-C30 cycloalkyl, C3-C30 heterocycloalkyl, C6-C30 aryl, C3-C30 heteroaryl, C3-C30 alkylsilyl or C6-C30 arylsilyl; R4 and 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, C3-C60 heteroaryl, C1-C40 alkoxy, C6-C60 aryloxy, C3-C40 alkylsilyl, C6-C60 arylsilyl, C1-C40 alkylboryl, C6-C60 arylboryl, C6-C60 arylphospho, C6-C60 monoarylphospho, C6-C60 diarylphospho, or C6-C60 arylamine. d is an integer from 0 to 4; if d is an integer from 2 to 4, then each R4 is either the same or different. L3 to L5 are each independently selected from single-bonded, substituted or unsubstituted C6-C60 arylene, substituted or unsubstituted C3-C60 heteroarylene; Ar3 and Ar4 are each independently selected from substituted or unsubstituted C6-C36 aryl and substituted or unsubstituted C2-C36 heteroaryl groups; The substitution in the ring C represents at least one of deuterium, halogen, cyano, isocyano, phosphin, C1-C6 alkyl, C3-C16 cycloalkyl, C1-C6 alkyl-substituted amino, C1-C6 alkyl-substituted or unsubstituted C6-C30 aryl, C1-C6 alkyl-substituted or unsubstituted C3-C30 heteroaryl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions; The substitutions in L3, L4, L5, Ar4 and Ar5 each independently represent that the amino group is substituted by at least one of deuterium, halogen, cyano, isocyano, phosphin, C1-C6 alkyl, C3-C16 cycloalkyl, and C1-C6 alkyl, and the number of substitutions ranges from monosubstituted to the maximum number of substitutions. In formula (4), the heteroatom in the heteroalkyl, heterocycloalkyl, heteroaryl and heteroaryl groups is independently selected from at least one of O, S, N, Se, Si and Ge.

[0106] It should be understood that the integer d from 0 to 4 means that d can be 0, 1, 2, 3, 4 or any other range within the range of 0 to 4, such as 0 to 2, 0 to 3, 1 to 2, 1 to 3 or 2 to 3.

[0107] In some embodiments, the ring C is selected from phenyl-substituted benzene rings, naphthyl-substituted benzene rings, biphenyl-substituted benzene rings, phenyl-substituted naphthyl rings, naphthyl-substituted naphthyl rings, biphenyl-substituted naphthyl rings, phenyl-substituted phenanthrene rings, naphthyl-substituted phenanthrene rings, or biphenyl-substituted phenanthrene rings.

[0108] In some embodiments, Z is selected from NR d CR e R f Or a chalcogenide element, wherein the chalcogenide element is O, S or Se.

[0109] In some embodiments, the R d R e and R f Each is independently selected from C1-C20 alkyl, C1-C20 heteroalkyl, C3-C20 cycloalkyl, C3-C20 heterocycloalkyl, C6-C20 aryl, C3-C20 heteroaryl, C3-C20 alkylsilyl or C6-C20 arylsilyl.

[0110] In some embodiments, the R d R e and R f Each is independently selected from C1-C10 alkyl, C1-C10 heteroalkyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, C6-C10 aryl, C3-C10 heteroaryl, C3-C10 alkylsilyl or C6-C10 arylsilyl.

[0111] 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-C30 alkoxy, C6-C30 aryloxy, C3-C20 alkylsilyl, C6-C30 arylsilyl, C1-C20 alkylboryl, C6-C30 arylboryl, C6-C30 arylphospho, C6-C30 monoarylphospho, C6-C30 diarylphospho, or C6-C30 arylamine.

[0112] 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-C15 aryl, C3-C15 heteroaryl, C1-C15 alkoxy, C6-C15 aryloxy, C3-C10 alkylsilyl, C6-C15 arylsilyl, C1-C10 alkylboryl, C6-C15 arylboryl, C6-C15 arylphospho, C6-C15 monoarylphospho, C6-C15 diarylphospho, or C6-C15 arylamine.

[0113] In some embodiments, L3 to L5 are each independently selected from single-bonded, substituted or unsubstituted C6-C30 arylene, or substituted or unsubstituted C3-C30 heteroarylene.

[0114] In some embodiments, L3 to L5 are each independently selected from single-bonded, substituted or unsubstituted C6-C15 arylene, or substituted or unsubstituted C3-C15 heteroarylene.

[0115] In some embodiments, Ar3 and Ar4 are each independently selected from substituted or unsubstituted C6-C30 aryl groups and substituted or unsubstituted C2-C30 heteroaryl groups.

[0116] In some embodiments, the substitutions in the ring C each independently represent substitution by at least one of deuterium, halogen, cyano, isocyano, phosphin, C1-C5 alkyl, C3-C10 cycloalkyl, C1-C4 alkyl-substituted amino, C1-C4 substituted or unsubstituted C6-C15 aryl, C1-C4 substituted or unsubstituted C3-C15 heteroaryl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions.

[0117] In some embodiments, the substitutions in L3, L4, L5, Ar4, and Ar5 each independently represent the substitution of at least one of an amino group substituted with deuterium, halogen, cyano, isocyano, phosphin, C1-C5 alkyl, C3-C10 cycloalkyl, or C1-C4 alkyl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions.

[0118] In some embodiments, formula (4) contains at least one deuterium atom.

[0119] In some embodiments, the second host compound satisfies at least one of the following conditions: (1) The R d R e and R f Each is independently selected from C1-C5 alkyl, C3-C10 cycloalkyl, or C6-C12 aryl; (2) The R4 and R g Each is independently selected from hydrogen, deuterium, halogen, cyano, nitro or C1-C5 alkyl groups; (3) Each of L3 to L5 is independently selected from single-bonded, substituted or unsubstituted C6-C15 arylene, or substituted or unsubstituted C3-C12 heteroarylene; (4) The Ar4 and Ar4 are each independently selected from substituted or unsubstituted C6-C25 aryl and substituted or unsubstituted C2-C25 heteroaryl; (5) The substitution in the ring C means that it is substituted by at least one of the following: deuterium, halogen, cyano, isocyano, phosphin, C1-C5 alkyl, C3-C6 cycloalkyl, C1-C4 alkyl-substituted amino group, C1-C4 hydrocarbon-substituted or unsubstituted C6-C12 aryl group, C1-C4 hydrocarbon-substituted or unsubstituted C3-C12 heteroaryl group, and the number of substitutions is from monosubstituted to the maximum number of substitutions; (6) The substitutions in L3, L4, L5, Ar3 and Ar4 each independently represent that the amino group is substituted by at least one of deuterium, halogen, cyano, isocyano, phosphin, C1-C5 alkyl, C3-C6 cycloalkyl, C1-C4 alkyl, and the number of substitutions ranges from monosubstituted to the maximum number of substitutions.

[0120] In some embodiments, R4 and R g Each is independently selected from hydrogen, deuterium, halogen, cyano, nitro, methyl, phenyl, or biphenyl.

[0121] In some embodiments, the second host compound satisfies at least one of the following conditions: (1) Z is selected from NR d CR e R f , O or S, the R d Re and R f Each is independently selected from hydrogen, methyl, or phenyl; (2) 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; (3) Each of L3 to L5 is independently selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted phenanthylene, or a combination of two of the above; (4) 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 anthracene, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted 9,9-dimethylfluorenyl, substituted or unsubstituted 9,9-diphenylfluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted phenanthrene. The following are compounds: pyrene, substituted or unsubstituted pyrene, substituted or unsubstituted carbazolyl, substituted or unsubstituted pyridinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted fluoranyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted naphthoxazolyl, substituted or unsubstituted phenanthoxazolyl, substituted or unsubstituted benzimidazolyl, substituted or unsubstituted benzotriazolyl, substituted or unsubstituted benzophenanthryl, or combinations thereof. (5) The substitution of the ring C means that it is substituted by at least one of deuterium, halogen, cyano, isocyano, phosphin, methyl, ethyl, propyl, butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, phenyl, biphenyl, and naphthyl, and the number of substitutions ranges from monosubstituted to the maximum number of substitutions. (6) The substitutions in L3, L4, L5, Ar3 and Ar4 each independently represent substitution by at least one of deuterium, halogen, cyano, isocyano, phosphin, methyl, ethyl, propyl, butyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions.

[0122] It should be understood that Ar3 and Ar4 being a combination of any two of the aryl and heteroaryl groups listed above means that they are combinations of any two of them, such as phenyl-substituted naphthyl, naphthyl-substituted phenyl, naphthyl-substituted naphthyl, phenyl-substituted phenanthoxazolyl, phenyl-substituted phenanthyl, phenanthyl-substituted naphthyl, and phenyl-substituted benzoxazolyl.

[0123] In some embodiments, the second host compound is selected from one of the following structural formulas, or from one of the following structural formulas in which hydrogen is partially or completely substituted by deuterium or fluorine: ; ; ; ; ; ; ; ; ; ; ; ; .

[0124] In some embodiments, the mass ratio of the first host compound to the second host compound is 1:(0.25-4).

[0125] In some embodiments, the composition comprises a first host compound, a second host compound, and a third host compound; the third host compound has any structure as shown in formula (1), formula (2), or formula (4), and the structures of the first host compound, the second host compound, and the third host compound are all different.

[0126] In some embodiments, the mass ratio of the first host compound, the second host compound, and the third compound is 1:(0.25-2):(0.1-7).

[0127] A third aspect of this application provides a light-emitting device.

[0128] In some embodiments, the light-emitting device includes the compound described in the first aspect of this application or the composition described in the second aspect of this application.

[0129] In some embodiments, the light-emitting device includes a cathode and an anode; the cathode and the anode are disposed opposite to each other, and a light-emitting layer is provided between the cathode and the anode, the light-emitting layer including the compound described in the first aspect of this application or the composition described in the second aspect of this application.

[0130] In some embodiments, the light-emitting layer comprises a host material, which includes the compound or the composition.

[0131] In some embodiments, the weight percentage of the host material in the light-emitting layer is 1 to 100%. For example, the weight percentage of the host material can be 1%, 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80%, 90%, or 100%, or other ranges of these values, such as 10 to 100%, 30 to 100%, 50 to 100%, 70 to 100%, 80 to 100%, or 90 to 100%.

[0132] In some embodiments, the light-emitting layer is a red light-emitting layer, comprising a red light host material, wherein the red light host material comprises the compound or the composition.

[0133] It should be noted that the embodiments described in this application are exemplary and are only for the purpose of facilitating understanding of the technical application. They should not be considered as specific limitations on this application. Obviously, the described embodiments are only a part of the embodiments of this application, not all of them. Other embodiments obtained by those skilled in the art based on the embodiments of this application without creative effort are all within the scope of protection of this application. Unless otherwise specified, the experimental methods used in the embodiments are conventional methods; the materials, reagents, or devices used are all commercially available unless otherwise specified. Unless otherwise specified, the same parameter value is the same in all embodiments.

[0134] In the embodiments described below, the raw materials and solvents involved in the synthesis of the compounds in this application were all purchased from suppliers well known to those skilled in the art, such as Alfa and Acros.

[0135] Synthesis of compound A12 Synthesis route:

[0136] Synthesis of compound A12-3 Compound A12-1 (15.00 g, 70.75 mmol), compound A12-2 (15.53 g, 70.75 mmol), tetra(triphenylphosphine)palladium (0.82 g, 0.71 mmol), potassium carbonate (24.45 g, 176.88 mmol), tetrahydrofuran (300 ml), and deionized water (50 ml) were added to a 500 ml three-necked round-bottom flask. The mixture was purged with nitrogen three times, and then the system was heated to 75 °C and reacted for 3 hours. The reaction was monitored by TLC (ethyl acetate: n-hexane = 1:15 as the developing solvent). Compound A12-1 was completely consumed.

[0137] Cool to room temperature, concentrate under reduced pressure to remove some of the solvent, add ethyl acetate (350 ml), wash three times with deionized water (60 ml * 3), separate the contents, dry-pick up the sample onto a silica gel column, and perform silica gel column chromatography purification (200-300 mesh silica gel, ethyl acetate: n-hexane = 1:15 as eluent). After elution, concentrate under reduced pressure at 60 °C for 1 hour to obtain a white solid, which is compound A12-3 (15.74 g, purity: 99.62%, yield: 72.53%), mass spectrometry: 307.04 (M+H).

[0138] Synthesis of compound A12-5 Compound A12-3 (15.00 g, 48.90 mmol), compound A12-4 (25.14 g, 73.35 mmol), and tetrahydrofuran (300 ml) were added to a 500 ml three-necked round-bottom flask. The mixture was purged with nitrogen three times, and then the system was cooled to 5 °C. Sodium methoxide (5.28 g, 97.80 mmol) was added in one go. 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 A12-3 was completely consumed.

[0139] Add 500 ml of deionized water, concentrate under reduced pressure to remove the solvent, extract with 500 ml of ethyl acetate, separate the layers, and concentrate under reduced pressure at 70 °C for 1 hour to obtain a white solid, compound A12-5 (14.36 g, yield: 87.71%), mass spectrometry: 335.08 (M+H). The obtained compound was used directly in the next step without purification.

[0140] Synthesis of compound A12-6 Compound A12-5 (14.00 g, 41.82 mmol) and toluene (150 ml) were added to a 500 ml three-necked round-bottom flask. The flask was purged with nitrogen three times. The system was then cooled to 5 °C, and methanesulfonic acid (8.04 g, 83.63 mmol) was slowly added dropwise over 3 minutes. The reaction was maintained at 5 °C for 1 hour. The reaction was monitored by TLC (ethyl acetate: n-hexane = 1:15 as the developing solvent). Compound A12-5 was completely consumed.

[0141] Methanol (200 ml) was added to the mixture, and a large amount of white solid precipitated. The solid was obtained by filtration and crystallized once with toluene (50 ml) and methanol (10 ml). The mixture was then filtered, and the filter cake was dried under vacuum at 80 °C for 1 hour to obtain a white solid, which was compound A12-6 (8.92 g, purity: 99.40%, yield: 70.46%), mass spectrometry: 303.05 (M+H).

[0142] Synthesis of compound A12 Compound A12-6 (8.50 g, 28.08 mmol), compound A12-7 (9.42 g, 28.08 mmol), tris(dibenzylideneacetone)palladium (0.26 g, 0.28 mmol), 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (0.27 g, 0.56 mmol), sodium tert-butoxide (6.75 g, 70.19 mmol), and toluene (200 ml) were added to a 500 ml three-necked round-bottom flask. The flask was purged with nitrogen three times, and then the system was heated to 90 °C and reacted for 4 hours. The reaction was monitored by TLC (ethyl acetate:n-hexane = 1:10 as the developing solvent). Compound A12-6 was completely consumed.

[0143] The mixture was cooled to 60°C, and methanol (150 ml) was added. After naturally cooling to room temperature and stirring for 30 minutes, a large amount of solid precipitated. The solid was filtered, and toluene (100 ml) was added. The system was then heated to 100°C to dissolve and clarify the solid. The solution was then filtered through a 30 g (300-400 mesh) silica gel filter. The silica gel surface was rinsed with toluene (200 ml), and the filtrates were combined and concentrated to obtain 13 g of crude product. The product was crystallized twice with toluene (100 ml) and methanol (20 ml), filtered, and the filter cake was dried under vacuum at 90°C for 3 hours to obtain compound A12 (12.04 g, purity: 99.94%, yield: 71.27%). The 12.04 g crude compound A12 was purified by sublimation to obtain sublimed pure compound A12 (9.85 g, purity: 99.95%, yield: 81.81%), mass spectrometry: 602.20 (M+H). The CAS number for A12-7 is 1427556-45-3.

[0144] 1 H NMR (400 MHz, CDCl3) δ 9.59 (d, J = 2.1 Hz, 1H), 8.08 (d, J= 8.2 Hz,1H), 7.97 – 7.86 (m, 4H), 7.84 – 7.77 (m, 3H), 7.66 (s, 1H), 7.62 – 7.52 (m,5H), 7.48 – 7.28 (m, 10H), 7.24 – 7.20 (m, 1H), 7.03 (d, J = 8.1 Hz, 1H). Synthesis of other compounds The synthetic methods for compounds A31, A38, A40, A41, A63, A70, A103, A132, A154, A220, A221, A234, A236, A273, A278, and A301 are the same as those for compound A12, both in terms of synthesis and purification. The difference lies in the raw materials used, as shown in the table below. In the table, raw material 1 and raw material 2 represent the compounds used to replace compounds A12-6 and A12-7 in the synthetic route of compound A12, respectively.

[0145] Table 1. Raw materials and characterization information for compound synthesis

[0146] The following is a description of some of the intermediate compounds in Table 1: Synthesis of intermediate A40-4 Synthesis route:

[0147] Synthesis of intermediate A40-4 Following the synthesis and purification methods of compounds A12-3, A12-5, and A12-6, only the corresponding raw materials need to be changed to obtain the target compound A40-4 (10.55 g, purity: 99.35%, yield: 73.51%), mass spectrometry: 379.08 (M+H). The CAS number for A40-1 is 2233599-85-2.

[0148] Synthesis of intermediate A63-3 Synthesis route:

[0149] Synthesis of compound A63-2 Following the synthesis and purification method of compound A12-3, only the corresponding raw materials need to be changed to obtain the target compound A63-2 (14.38 g, purity: 99.47%, yield: 72.44%), mass spectrometry: 361.121.5 (M+H).

[0150] Synthesis of intermediate A63-3 Compound A63-2 (14.00 g, 38.84 mmol), 4-dimethylaminopyridine (9.49 g, 77.69 mmol), and dichloromethane (300 ml) were added to a 500 ml three-necked round-bottom flask. The flask was purged with nitrogen three times, and then the system was cooled to 0 °C and stirred for 0.5 hours. Trifluoromethanesulfonic anhydride (16.44 g, 58.27 mmol) was then slowly added dropwise. After the addition was complete, stirring was continued for another 0.5 hours. The temperature was then raised to room temperature, and the reaction was monitored by TLC (using n-hexane:ethyl acetate = 5:1 as the developing solvent). Compound A63-2 was completely consumed.

[0151] Deionized water was added to the reaction mixture to quench the reaction, and the mixture was extracted and separated. The sample was mixed with silica gel and dry-loaded onto a column for purification by silica gel column chromatography (200-300 mesh silica gel, n-hexane:ethyl diacetate = 10:1 as eluent). After elution, the sample was concentrated under reduced pressure at 60°C for 1 hour to obtain the solid intermediate A63-3 (15.49 g, purity: 99.28%, yield: 80.97%), mass spectrometry: 493.06 (M+H).

[0152] Synthesis of intermediate A70-4 Synthesis route:

[0153] Synthesis of intermediate A70-4 Following the synthesis and purification methods of compounds A12-3, A12-5, and A12-6, only the corresponding raw materials need to be changed to obtain the target compound A70-4 (11.46 g, purity: 99.38%, yield: 71.43%), mass spectrometry: 304.05 (M+H). The CAS number for A70-1 is 1680179-22-9.

[0154] Synthesis of intermediates A132-5 and A132-8 Synthesis route:

[0155] Synthesis of intermediate A132-5 Following the synthesis and purification methods of compounds A12-3, A12-5, and A12-6, only the corresponding raw materials need to be changed to obtain the target compound A132-5 (9.86 g, purity: 99.46%, yield: 69.51%), mass spectrometry: 303.05 (M+H). The CAS number for A132-1 is 2361279-69-6.

[0156] Synthesis of intermediate A132-8 Following the synthesis and purification method of compound A12, only the corresponding raw materials need to be changed to obtain the target compound A132-8 (15.62 g, purity: 99.59%, yield: 76.38%), mass spectrometry: 261.09 (M+H). The CAS number for A132-6 is 504-24-5.

[0157] Synthesis of intermediates A154-5 and A154-8 Synthesis route:

[0158] Synthesis of intermediate A154-5 Following the synthesis and purification methods of compounds A12-3, A12-5, and A12-6, only the corresponding raw materials need to be changed to obtain the target compound A154-5 (12.40 g, purity: 99.53%, yield: 75.14%), mass spectrometry: 304.05 (M+H). The CAS number for A154-1 is 2361279-69-6, and the CAS number for A154-2 is 128071-75-0.

[0159] Synthesis of intermediate A154-8 Following the synthesis and purification method of compound A12, only the corresponding raw materials need to be changed to obtain the target compound A154-8 (13.72 g, purity: 99.46%, yield: 72.55%), mass spectrometry: 285.09 (M+H). The CAS number for A154-6 is 2237-30-1.

[0160] Synthesis of intermediate A236-5 Synthesis route:

[0161] Synthesis of compound A236-3 Following the synthesis and purification method of compound A12-3, only the corresponding raw materials need to be changed to obtain the target compound A236-3 (11.63 g, purity: 99.41%, yield: 70.17%), mass spectrometry: 329.07 (M+H). The CAS number for A236-1 is 2252237-87-7, and the CAS number for A236-2 is 32316-92-0.

[0162] Synthesis of intermediate A236-5 Following the synthesis and purification method of compound A12, only the corresponding raw materials need to be changed to obtain the target compound A236-5 (9.48 g, purity: 99.60%, yield: 73.51%), mass spectrometry: 386.15 (M+H).

[0163] Synthesis of intermediate A273-4 Synthesis route:

[0164] Synthesis of intermediate A273-4 Following the synthesis and purification methods of compounds A12-3, A12-5, and A12-6, only the corresponding raw materials need to be changed to obtain the target compound A273-4 (10.73 g, purity: 99.53%, yield: 69.23%), mass spectrometry: 319.03 (M+H). The CAS number for A273-1 is 2486240-79-1.

[0165] Synthesis of intermediate A278-1 Synthesis route:

[0166] Synthesis of intermediate A278-1 Compound A12-6 (20.00 g, 66.06 mmol), platinum dioxide (1.80 g, 7.93 mmol), and heavy water (300 ml) were added to a 500 ml pressure-resistant reactor, purged three times with argon gas, heated to 250 °C, and reacted for 10 hours.

[0167] Cool to room temperature, add dichloromethane (300 ml), wash three times with deionized water (100 ml * 3), separate the contents, mix with silica gel, dry-load the sample onto a column, and perform silica gel column chromatography purification (200-300 mesh silica gel, ethyl acetate: n-hexane = 1:20 as eluent). After elution, concentrate under reduced pressure at 60 °C for 1 hour to obtain the target compound A278-1 (14.22 g, purity: 99.19%, yield: 68.59%), mass spectrometry: 314.12 (M+H).

[0168] Synthesis of intermediate A301-3 Synthesis route:

[0169] Synthesis of compound A301-2 Following the synthesis and purification method of compound A278-1, only the corresponding raw materials need to be changed to obtain the target compound A301-2 (13.62 g, purity: 99.24%, yield: 65.50%), mass spectrometry: 290.12 (M+H). The CAS number for A301-1 is 2360830-97-1.

[0170] Synthesis of intermediate A301-3 Following the synthesis and purification method of compound A12, only the corresponding raw materials need to be changed to obtain the target compound A301-3 (10.76g, purity: 99.33%, yield: 69.23%), mass spectrometry: 347.20 (M+H).

[0171] Synthesis of compound A307 Synthesis route:

[0172] Synthesis of compound A307 Following the synthesis and purification method of compound A278-1, only the corresponding raw materials needed to be changed to obtain the target compound A307 (6.18 g, purity: 99.91%, yield: 52.46%). After sublimation purification of 6.18 g of crude compound A307, sublimed pure compound A307 (4.52 g, purity: 99.95%, yield: 73.14%) was obtained, mass spectrometry: 629.37 (M+H).

[0173] Compounds B25, B54, B71, B80, B96, B104, and B128 were prepared according to the methods described in patent CN119490493A for B25, B54, B71, B80, B96, B104, and B128, respectively.

[0174] Application example: like Figure 2 As shown, the organic electroluminescent device includes a 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, all stacked together.

[0175] Fabrication of organic electroluminescent devices: A method for fabricating an organic electroluminescent device includes the following steps: A glass substrate 1 with an ITO transparent electrode (anode 2) on its surface is provided, and the thickness of the anode is 100 nm; Compound NDP-9 and compound HTM 1 are co-deposited on the surface of anode 2 to form HIL, wherein the weight ratio of compound NDP-9 to compound HTM 1 is 97:3, and the thickness of HIL is 5 nm. Compound HTM1 was vapor-deposited on the surface of HIL to form HTL1, with a thickness of 60 nm. Compound HTM2 was vapor-deposited on the surface of HTL1 to form HTL2, which had a thickness of 10 nm. A light-emitting layer is formed by co-evaporating the host material and the red light dopant on the surface of HTL2. The thickness of the light-emitting layer is 40 nm, and the weight ratio of the host material and the red light dopant is 97%:3%. The host material is the aromatic amine compound or composition of this application. The specific combination method is listed in the performance test results table below.

[0176] ETL material and LiQ are vapor-deposited on the surface of the light-emitting layer 6 to form an ETL, wherein the weight ratio of ETL material to LiQ is 50:50 and the thickness of the ETL is 35nm. LiQ is deposited on the surface of ETL to form EIL, and the thickness of EIL is 1 nm. Metals Mg and Ag are co-deposited on the surface of EIL to form a cathode, wherein the weight ratio of Mg to Ag is 1:9 and the thickness of the cathode is 100 nm, thus obtaining an organic electroluminescent device.

[0177] The structural formulas of NDP-9, HTM1, HTM2, ETL materials, red light-doped materials, LiQ, and comparative compounds 1-4 are as follows:

[0178]

[0179] evaluate: Device performance: The above-mentioned organic electroluminescent devices were subjected to device performance testing. The compounds prepared in this application and comparative compounds 1-4 were used as host materials for comparison. A constant current power supply (Keithley 2400) was used, and a fixed current density was applied through the light-emitting element. The emission spectrum was measured using a spectroradiometer (CS 2000). Simultaneously, at 10 mA / cm²... 2 The IVL (current-voltage-luminance) performance of the device was measured at 50 mA / cm². 2 The LT95 device's room temperature lifetime and high temperature lifetime (85℃) were tested. The results are shown in Tables 2 and 3 below.

[0180] Examples 1-8 and Comparative Examples 1-5 used the compounds of this application or comparative compounds as the single host material to co-deposit luminescent layers with red light doping materials. The test data of the host material of the luminescent layer and the device performance are shown in Table 2.

[0181] Table 2 Performance test results of Examples 1-8 and Comparative Examples 1-5

[0182] Examples 9-27 and Comparative Examples 6-10 used a dual-substrate material and a red light doping material to co-deposit a light-emitting layer. The test data of the light-emitting layer substrate material and device performance are shown in Table 3.

[0183] Table 3 Performance test results of Examples 9-27 and Comparative Examples 6-10

[0184] In Table 3, the weight ratio of the first body to the second body in Examples 26 and 27 is 2:8 and 8:2, respectively. Apart from this, in the other examples and comparative examples, the weight ratio of the two body materials is 1:1.

[0185] As can be seen from Tables 2-3, the devices prepared by the compounds and compositions in the embodiments of this application have significantly better room temperature / high temperature lifetime and luminous efficiency than the devices prepared by the compounds and compositions in the comparative examples, and their voltage is significantly lower than that of the devices prepared by the compounds and compositions in the comparative examples.

[0186] Sublimation temperature comparison: The definition of sublimation temperature is: at 10 -7 The vacuum level of Torr corresponds to the temperature at which the sublimation rate is 1 angstrom per second. Table 4 shows the test results of some compounds in the embodiments of the present invention and comparative compounds 1-4.

[0187] Table 4 Comparison of sublimation temperatures of the compounds in this application and the comparative compounds

[0188] As can be seen from Table 4, the compounds in the embodiments of this application have lower sublimation temperatures compared to comparative compounds 1-4, which is beneficial for industrial applications.

[0189] Based on the above test results, it can be seen that the compound of this application, as a single-host red light-emitting material, can adjust the appropriate HOMO energy level by attaching substituents at specific positions on the phenanthrene-benzo5-membered heterocycle. This helps reduce hole accumulation at the interface between the emissive layer and the electron blocking layer, thereby facilitating rapid injection into the emissive layer. Therefore, devices fabricated using this compound as the host material exhibit lower voltage, higher current efficiency, and longer lifetime compared to comparative compounds. Furthermore, when the compound of this application is combined with an N-type second host compound as a dual-host material, it balances hole and electron transport rates, broadens the exciton recombination region in the emissive layer, and significantly improves device efficiency and lifetime compared to comparative compounds 1-4.

[0190] In summary, the compound of this application possesses advantages such as high optical and electrical stability, low sublimation temperature, low driving voltage, high luminous efficiency, and long device lifetime, making it suitable as a host material for OLED light-emitting devices. Furthermore, the compound has a low melting point, which is beneficial for material vapor deposition stability when used as a molten material. Therefore, the compound of this application has the potential to be used as a host material in the AMOLED industry.

[0191] Furthermore, since it is impossible to exhaustively list all the compounds in this application, Tables 2-4 above only list some of the properties of the compounds or devices in this application. However, within the scope of protection claimed in this application, especially the compounds with the specific structural formulas given in this application, all have advantages similar to A12, such as high optical and electrical stability, low sublimation temperature, low driving voltage, high luminous efficiency, and long device life.

[0192] The above embodiments are preferred embodiments of the present invention, but the embodiments of the present invention are not limited to the above embodiments. Any changes, modifications, substitutions, combinations, or simplifications made without departing from the spirit and principle of the present invention shall be considered equivalent substitutions and shall be included within the protection scope of the present invention.

Claims

1. A compound, characterized in that, The compound has the structure shown in formula (1) or formula (2): Equation (1); Equation (2); Where Y is selected from O or S; X1-X5 are each independently selected from CR0 or N; L is selected from single bond, substituted or unsubstituted C6-C60 arylene or substituted or unsubstituted C3-C60 heteroarylene; R0, R1, and R2 are 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, C3-C60 heteroaryl, C1-C40 alkoxy, or C6-C60 aryloxy. a is an integer from 0 to 10; if a is an integer from 2 to 10, then each R1 is either the same or different. b is an integer from 0 to 6; if b is an integer from 2 to 6, then each R2 is either the same or different. Ar1 and Ar2 are independently selected from at least one of substituted or unsubstituted C6-C36 aryl, substituted or unsubstituted C2-C36 heteroaryl, and substituted or unsubstituted C6-C36 aryl and C3-C12 cycloalkyl. The substitutions described in L, Ar1, and Ar2 each independently represent the substitution of at least one of the amino groups substituted by deuterium, halogen, cyano, isocyano, phosphin, C1-C6 alkyl, C3-C16 cycloalkyl, and C1-C6 alkyl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions. The heteroatom in the heteroaryl, heteroaryl, heteroalkyl or heterocycloalkyl group is independently selected from at least one of O, S, N, Se, Si and Ge; The compound does not have the following structural formula: 。 2. The compound according to claim 1, characterized in that, Equation (1) is selected from Equation (A-1) or Equation (A-2); Equation (2) is selected from any of the structures shown in Equations (A-3) to (A-7): ； The definitions of Y, R0, R1, R2, Ar1, Ar2, a, b, and L are the same as in claim 1.

3. The compound according to claim 1 or 2, characterized in that, The compound satisfies at least one of the following conditions: (1) L is selected from single bond, substituted or unsubstituted C6-C13 aryl group or substituted or unsubstituted C3-C12 heteroaryl group; (2) R0, R1, and R2 are independently selected from hydrogen, deuterium, halogen, cyano, nitro, C1-C10 alkyl, C1-C5 heteroalkyl, C2-C10 alkenyl, C2-C10 alkynyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, C6-C12 aryl, C3-C12 heteroaryl, C1-C10 alkoxy, and C6-C15 aryloxy. (3) Ar1 and Ar2 are independently selected from at least one of substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl and substituted or unsubstituted C6-C25 aryl and C3-C10 cycloalkyl; (4) The substitutions described in L, Ar1, and Ar2 each independently represent the substitution of at least one of the amino groups substituted by deuterium, halogen, cyano, isocyano, phosphin, C1-C5 alkyl, C3-C10 cycloalkyl, and C1-C5 alkyl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions.

4. The compound according to claim 3, characterized in that, The compound satisfies at least one of the following conditions: (1) L is selected from single bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted dibenzofuranyl or a combination of two of the above; (2) R0, R1, and R2 are independently selected from hydrogen, deuterium, halogen, cyano, nitro, methyl, ethyl, propyl, butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, phenyl, naphthyl, biphenyl, pyridyl, or pyrimidinyl; (3) Ar1 and Ar2 are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted anthraquinone, substituted or unsubstituted benzocyclohexyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted pyridyl, substituted or unsubstituted carbazole, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted fluoranthyl, substituted or unsubstituted 9,9-dimethylfluorenyl, substituted or Unsubstituted 9,9-diphenylfluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted pyrene, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted benzimidazolyl, substituted or unsubstituted benzotriazolyl, substituted or unsubstituted benzophenanthryl, substituted or unsubstituted benzopyridyl, substituted or unsubstituted benzonaphthuryl, substituted or unsubstituted dibenzoselenophenyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, or a combination of two of the above. (4) The substitutions described in L, Ar1, and Ar2 each independently represent substitution by at least one of deuterium, halogen, cyano, isocyano, phosphin, methyl, ethyl, propyl, butyl, cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions.

5. A composition, characterized in that, The composition comprises at least one first host compound and at least one second host compound; the first host compound has the structure of formula (1) or formula (2) as described in any one of claims 1 to 4, and the second host compound has the structure of formula (4): Equation (4); Wherein, ring C is selected from substituted or unsubstituted benzene rings, substituted or unsubstituted naphthalene rings, or substituted or unsubstituted phenanthrene rings; Z is selected from NR d CR e R f Or oxalic elements; Z1, Z2, and Z3 are each independently selected from N or C. g ; R d R e and R f Each is independently selected from C1-C30 alkyl, C1-C30 heteroalkyl, C3-C30 cycloalkyl, C3-C30 heterocycloalkyl, C6-C30 aryl, C3-C30 heteroaryl, C3-C30 alkylsilyl or C6-C30 arylsilyl; R4 and 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, C3-C60 heteroaryl, C1-C40 alkoxy, C6-C60 aryloxy, C3-C40 alkylsilyl, C6-C60 arylsilyl, C1-C40 alkylboryl, C6-C60 arylboryl, C6-C60 arylphospho, C6-C60 monoarylphospho, C6-C60 diarylphospho, or C6-C60 arylamine. d is an integer from 0 to 4; if d is an integer from 2 to 4, then each R4 is either the same or different. L3 to L5 are each independently selected from single-bonded, substituted or unsubstituted C6-C60 arylene, substituted or unsubstituted C3-C60 heteroarylene; Ar3 and Ar4 are each independently selected from substituted or unsubstituted C6-C36 aryl and substituted or unsubstituted C2-C36 heteroaryl groups; The substitution in the ring C represents at least one of deuterium, halogen, cyano, isocyano, phosphin, C1-C6 alkyl, C3-C16 cycloalkyl, C1-C6 alkyl-substituted amino, C1-C6 alkyl-substituted or unsubstituted C6-C30 aryl, C1-C6 alkyl-substituted or unsubstituted C3-C30 heteroaryl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions; The substitutions in L3, L4, L5, Ar4 and Ar5 each independently represent that the amino group is substituted by at least one of deuterium, halogen, cyano, isocyano, phosphin, C1-C6 alkyl, C3-C16 cycloalkyl, and C1-C6 alkyl, and the number of substitutions ranges from monosubstituted to the maximum number of substitutions. In formula (4), the heteroatom in the heteroalkyl, heterocycloalkyl, heteroaryl and heteroaryl groups is independently selected from at least one of O, S, N, Se, Si and Ge.

6. The composition according to claim 5, characterized in that, The second host compound satisfies at least one of the following conditions: (1) The R d R e and R f Each is independently selected from C1-C5 alkyl, C3-C10 cycloalkyl, or C6-C12 aryl; (2) The R4 and R g Each is independently selected from hydrogen, deuterium, halogen, cyano, nitro or C1-C5 alkyl groups; (3) Each of L3 to L5 is independently selected from single-bonded, substituted or unsubstituted C6-C15 arylene, or substituted or unsubstituted C3-C12 heteroarylene; (4) The Ar3 and Ar4 are each independently selected from substituted or unsubstituted C6-C25 aryl and substituted or unsubstituted C2-C25 heteroaryl; (5) The substitution in the ring C means that it is substituted by at least one of the following: deuterium, halogen, cyano, isocyano, phosphin, C1-C5 alkyl, C3-C6 cycloalkyl, C1-C4 alkyl-substituted amino group, C1-C4 hydrocarbon-substituted or unsubstituted C6-C12 aryl group, C1-C4 hydrocarbon-substituted or unsubstituted C3-C12 heteroaryl group, and the number of substitutions is from monosubstituted to the maximum number of substitutions; (6) The substitutions in L3, L4, L5, Ar4 and Ar5 each independently represent that the amino group is substituted by at least one of deuterium, halogen, cyano, isocyano, phosphin, C1-C5 alkyl, C3-C6 cycloalkyl, C1-C4 alkyl, and the number of substitutions ranges from monosubstituted to the maximum number of substitutions.

7. The composition according to claim 6, characterized in that, The second host compound satisfies at least one of the following conditions: (1) Z is selected from NR d CR e R f , O or S, the R d R e and R f Each is independently selected from hydrogen, methyl, or phenyl; (2) 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; (3) The R4 is selected from hydrogen, deuterium, halogen, cyano, nitro, methyl, phenyl or biphenyl; (3) Each of L3 to L5 is independently selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted phenanthylene, or a combination of two of the above; (4) 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 anthracene, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted 9,9-dimethylfluorenyl, substituted or unsubstituted 9,9-diphenylfluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted phenanthrene. The following are compounds: pyrene, substituted or unsubstituted pyrene, substituted or unsubstituted carbazolyl, substituted or unsubstituted pyridinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted fluoranyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted naphthoxazolyl, substituted or unsubstituted phenanthoxazolyl, substituted or unsubstituted benzimidazolyl, substituted or unsubstituted benzotriazolyl, substituted or unsubstituted benzophenanthryl, or combinations thereof. (5) The substitution of the ring C means that it is substituted by at least one of deuterium, halogen, cyano, isocyano, phosphin, methyl, ethyl, propyl, butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, phenyl, biphenyl, and naphthyl, and the number of substitutions ranges from monosubstituted to the maximum number of substitutions. (6) The substitutions in L3, L4, L5, Ar4 and Ar5 each independently represent substitution by at least one of deuterium, halogen, cyano, isocyano, phosphin, methyl, ethyl, propyl, butyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, with the number of substitutions ranging from monosubstituted to the maximum number of substitutions.

8. The composition according to any one of claims 5-7, characterized in that, The mass ratio of the first host compound to the second host compound is 1:(0.25-4).

9. The composition according to any one of claims 5-7, characterized in that, The composition comprises a first main compound, a second main compound, and a third main compound; the third main compound has any structure as shown in formula (1), formula (2), or formula (4), and the structures of the first main compound, the second main compound, and the third main compound are all different; the mass ratio of the first main compound, the second main compound, and the third compound is 1:(0.25-2):(0.1-7).

10. A light-emitting device, characterized in that, The light-emitting device comprises the compound according to any one of claims 1-4 or the composition according to any one of claims 5-9.

11. The light-emitting device according to claim 10, characterized in that, It includes a cathode and an anode; the cathode and the anode are disposed opposite to each other, and a light-emitting layer is provided between the cathode and the anode, the light-emitting layer comprising the compound according to any one of claims 1-4 or the composition according to any one of claims 5-9.

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