Organic compound and application thereof

Abstract

The invention relates to the technical field of display, in particular to an organic compound and application thereof. The organic compound provided by the invention has the following structure: # imgabs0 #, so that the organic electroluminescent device containing the organic compound has relatively low driving voltage, relatively high luminous efficiency and relatively long service life.

Description

Technical Field

[0001] The present invention relates to the field of display technology, and in particular to an organic compound and application thereof. Background Art

[0002] An organic electroluminescent device (OLED) is a device that changes electrical energy into light by applying electricity to an organic electroluminescent material, and generally has a structure comprising an anode, a cathode, and an organic layer between the anode and the cathode. The organic layer of the organic EL device can be composed of a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer (which comprises a host material and a doping material), an electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, etc., and the materials used for the organic layer are classified into hole injection materials, hole transport materials, electron blocking materials, light-emitting materials, electron buffer materials, hole blocking materials, electron transport materials, electron injection materials, etc. by their functions. In the organic EL device, due to the application of voltage, holes are injected from the anode into the light-emitting layer, electrons are injected from the cathode into the light-emitting layer, and high-energy excitons are formed by the recombination of holes and electrons. Through this energy, the organic light-emitting compound reaches an excited state, and luminescence is generated by emitting light due to the energy generated by the excited state of the organic light-emitting compound returning to the ground state.

[0003] The most important factor that determines the luminous efficiency in an organic EL device is the luminescent material. The luminescent material must have high quantum efficiency, high electron and hole mobility, and the luminescent material layer formed must be uniform and stable. The luminescent material is divided into blue luminescent material, green luminescent material, and red luminescent material according to the color of the luminescent light, and additionally yellow luminescent material or orange luminescent material. In addition, the luminescent material can also be divided into a host material and a doping material according to its function.

[0004] However, the hole transport capability of existing organic electroluminescent materials is relatively poor, which results in problems such as high driving voltage, low luminous efficiency and short life of organic electroluminescent devices containing the organic electroluminescent materials, which seriously limits the application of organic electroluminescent devices. Summary of the invention

[0005] The purpose of the present invention is to overcome the problem that the hole transport ability of existing organic electroluminescent materials is poor, resulting in high driving voltage, low luminous efficiency and short life of organic electroluminescent devices containing the organic electroluminescent materials, and further provide an organic compound and its application.

[0006] Definitions of substituent terms in this invention: The term "organic electroluminescent material" in the present disclosure means a material that can be used in an organic electroluminescent device and can contain at least one compound. If necessary, the organic electroluminescent material can be contained in any layer constituting the organic electroluminescent device. For example, the organic electroluminescent material can be a hole injection material, a hole transport material, a hole auxiliary material, a luminescence auxiliary material, an electron blocking material, a luminescent material (containing a host material and a dopant material), an electron buffer material, a hole blocking material, an electron transport material, an electron injection material, etc.

[0007] The term "multiple organic electroluminescent materials" in the present disclosure means one or more organic electroluminescent materials comprising a combination of at least two compounds, which may be included in any layer constituting an organic electroluminescent device. It may mean both a material contained in an organic electroluminescent device before (e.g., before vapor deposition) and a material contained in an organic electroluminescent device after (e.g., after vapor deposition). For example, a plurality of organic electroluminescent materials may be a combination of at least two compounds, which may be included in at least one of the following: a hole injection layer, a hole transport layer, a hole auxiliary layer, a luminescent auxiliary layer, a luminescent auxiliary layer, a luminescent layer, an electron buffer layer, a hole blocking layer, an electron transport layer, and an electron injection layer. At least two compounds may be included in the same layer or in different layers, and may be mixed-evaporated or co-evaporated, or may be evaporated individually.

[0008] In the present application, the description methods used "each... is independently selected from" and "... are independently" and "... are independently" can be interchanged, and should be understood in a broad sense. It can mean that in different groups, the specific options expressed by the same symbols do not affect each other, or it can mean that in the same group, the specific options expressed by the same symbols do not affect each other.

[0009] In this application, the term "substituent" has its ordinary meaning as known in the art and refers to a chemical moiety that is covalently attached to or, where appropriate, fused to a parent core group.

[0010] In the present application, the term "substituted or unsubstituted" means that the functional group recorded after the term may or may not have a substituent (hereinafter, for the convenience of description, the substituents are collectively referred to as Rc). For example, "substituted or unsubstituted aryl" refers to an aryl or unsubstituted aryl having a substituent Rc. The above-mentioned substituent, i.e., Rc, can be, for example, deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C1-C60 heteroaryl, and optionally, for example, deuterium, halogen group, cyano, alkyl, haloalkyl, trialkylsilyl, deuterated alkyl, aryl, heteroaryl, etc. Of course, the number of substituents Rc can be one or more. When two substituents Rc are connected to the same atom, the two substituents Rc can exist independently or be connected to each other to form a ring with the atom; when two adjacent substituents Rc exist on a functional group, the two adjacent substituents Rc can exist independently or be fused to form a ring with the functional group to which they are connected.

[0011] In the present application, the term "alkyl" refers to a saturated hydrocarbon group, whether used as part of other terms or alone, which can be straight or branched. The term "C1-C60 alkyl" is derived from a monovalent substituent of a straight or branched saturated hydrocarbon having 1 to 60 carbon atoms, preferably 1 to 40 carbon atoms, and more preferably 1 to 20 carbon atoms, of course, examples thereof include but are not limited to methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl and hexyl.

[0012] In the present application, the terms "aryl" and "arylene" include monocyclic, polycyclic or condensed-ring aromatic groups, the rings may be interrupted by short non-aromatic units, and may contain spiro structures. Aryl groups include but are not limited to phenyl, biphenyl, terphenyl, naphthyl, phenanthryl, anthracenyl, fluorenyl, spirobifluorenyl, etc., and arylene groups include but are not limited to phenylene, biphenylene, terphenylene, naphthyl, phenanthryl, anthracenyl, fluorenyl, spirobifluorenyl, etc.

[0013] In the present application, the term "heteroaryl" includes monocyclic, polycyclic or condensed-ring heteroaryl groups, wherein the rings may be interrupted by short non-aromatic units, wherein the heteroatoms include nitrogen, oxygen, and sulfur, and the heteroaryl groups in the present application include but are not limited to furanyl, phenylthio, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazolyl, pyridyl, pyrazinyl, pyrimid ... pyridyl, pyridazinyl, benzofuranyl, benzothiophenyl, isobenzofuranyl, dibenzofuranyl, dibenzothiophenyl, benzimidazolyl, benzothiazolyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, isoindolyl, indolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, phenoxazinyl, phenothiazinyl, phenanthridinyl, benzodioxolyl, dihydroacridinyl , and derivatives thereof; heteroarylene groups include, but are not limited to, furanylene, phenylthioene, pyrrolylene, imidazolylene, pyrazolylene, thiazolylene, thiadiazolylene, isothiazolylene, isoxazolylene, oxazolylene, oxadiazolylene, triazinylene, tetrazinylene, triazolylene, tetrazolylene, furazolylene, pyridinylene, pyrazinylene, pyrimidinylene, pyridazinylene, benzofuranylene, benzothiophenylene, isobenzofuranylene, dibenzofuranylene, Furanyl, dibenzothienyl, benzimidazolyl, benzothiazolyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, isoindolyl, indolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, phenoxazinyl, phenothiazinyl, phenanthridinyl, benzodioxolyl, dihydroacridinyl, and derivatives thereof. As used in the present invention, the term "substituted" refers to a hydrogen atom in a compound that is replaced by another substituent. The position is not limited to a specific position, as long as the hydrogen at the position can be replaced by a substituent. When two or more substituents are present, the two or more substituents may be the same or different.

[0014] In the present application, the term "halogen" refers to an atom selected from fluorine, chlorine, bromine and iodine.

[0015] In the present application, unless otherwise specified, a hydrogen atom includes protium, deuterium and tritium.

[0016] In the present application, the range of carbon atom number is defined in the definition of the group, and the carbon atom number is any integer within the defined range. For example, C6-C60 aromatic group, the carbon atom number representing the aromatic group can be any integer within the range of 6-60, for example 6, 8, 10, 13, 15, 17, 20, 22, 25, 30, 35, 40, 45, 50, 55 or 60, etc.

[0017] In the present application, unless otherwise specified, a substituent is not fused to the group in which it is located.

[0018] In the present application, if a group is not limited to being substituted or unsubstituted, it means being unsubstituted.

[0019] The scheme adopted by the present invention is as follows: In a first aspect, the present invention provides an organic compound having a structure shown in formula (1):

[0020] Formula (1) In formula (1), Y1 and Y2 are each independently selected from O or S; Ring A is present or absent, and when present, ring A is selected from a benzene ring; Ar 1 ,Ar 2 are the same or different, and are each independently selected from substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; L 1 , L 2 are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted C6-C60 arylene group, or a substituted or unsubstituted C3-C60 heteroarylene group; R1 and R2 are each independently selected from deuterium, halogen, cyano, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; n1 is any integer selected from 1-9, when n1 is equal to 1, R1 is a substituted or unsubstituted C6-C60 aryl group, or a substituted or unsubstituted C3-C60 heteroaryl group; when n1 is greater than 1, R1 are the same or different, and at least one of R1 is a substituted or unsubstituted C6-C60 aryl group, or a substituted or unsubstituted C3-C60 heteroaryl group; n2 is any integer selected from 0-3, when n2 is greater than 1, R2 are the same or different; Wherein, the substituents of the substituted C6-C60 arylene group, substituted C3-C60 heteroarylene group, substituted C6-C60 aryl group and substituted C3-C60 heteroaryl group are selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl group, C3-C60 cycloalkyl group, C6-C60 aryl group, C3-C60 heteroaryl group, C6-C60 aromatic amine group and C3-C60 heteroaromatic amine group.

[0021] It is understood that when ring A exists, ring A is fused to the benzene ring; .

[0022] Preferably, when n1 is 1, R1 is a substituted or unsubstituted phenyl group; when n1 is greater than 1, at least one of R1 is a substituted or unsubstituted phenyl group; The substituents in the substituted phenyl are selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 aromatic amine, and C3-C60 heteroaromatic amine.

[0023] Preferably, the organic compound of formula (1) is selected from any one of formulas 1-1 to 1-12, wherein Y1, Y2, Ar 1 ,Ar 2 , L 1 , L 2 , R1, R2, n1, n2 are defined the same as above:

[0024]

[0025]

[0026] .

[0027] Preferably, the organic compound of formula (1) is selected from any one of formula A-1 to formula A-84, wherein Y1, Y2, Ar 1 ,Ar 2 , L 1 , L 2 , R1, R2, n1, n2 are defined the same as above: A-1A-2A-3A-4 A-5A-6A-7A-8 A-9A-10A-11A-12 A-13A-14A-15A-16 A-17A-18A-19A-20 A-21A-22A-23A-24 A-25A-26A-27A-28 A-29A-30A-31A-32 A-33A-34A-35A-36 A-37A-38A-39A-40 A-41A-42A-43A-44 A-45A-46A-47A-48 A-49A-50A-51A-52 A-53A-54A-55A-56 A-57A-58A-59A-60 A-61A-62A-63A-64 A-65A-66A-67A-68 A-69A-70A-71A-72 A-73A-74A-75A-76 A-77A-78A-79A-80 A-81A-82A-83A-84.

[0028] Preferably, when ring A is absent, Ar1 is selected from substituted or unsubstituted C6-C24 aryl, substituted or unsubstituted C3-C24 heteroaryl wherein O is a heteroatom, substituted or unsubstituted C3-C24 heteroaryl wherein S is a heteroatom; The substituents of the substituted C6-C24 aryl, the substituted C3-C24 heteroaryl where O is a heteroatom, and the substituted C3-C24 heteroaryl where S is a heteroatom are selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 aromatic amine, and C3-C60 heteroaromatic amine.

[0029] Preferably, when ring A is absent, L1 is not a single bond.

[0030] Preferably, in formula (1) or formula 1-1 to formula 1-16, Ar 1 ,Ar 2 are the same or different, and are each independently selected from substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl; Preferably, L 1 , L 2 are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted C6-C30 arylene group, or a substituted or unsubstituted C3-C30 heteroarylene group; Preferably, R1 and R2 are the same or different, and are independently selected from deuterium, halogen, cyano, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl; Wherein, the substituents of the substituted C6-C30 arylene group, substituted C3-C30 heteroarylene group, substituted C6-C30 aryl group and substituted C3-C30 heteroaryl group are selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl group, C3-C60 cycloalkyl group, C6-C60 aryl group, C3-C60 heteroaryl group, C6-C60 aromatic amine group and C3-C60 heteroaromatic amine group.

[0031] Preferably, in formula (1) or formula 1-1 to formula 1-16, Ar 1 ,Ar 2 The same or different, each independently selected from substituted or unsubstituted A groups, wherein the A groups are selected from: phenyl, naphthyl, phenanthryl, anthracenyl, fluoranthenyl, pyrenyl, biphenyl, binaphthyl, terphenyl, phenylnaphthyl, naphthylphenyl, triphenylene, fluorenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirobifluorenyl, 9,9-dimethylbenzofluorenyl, 9,9-diphenylbenzofluorenyl, benzospirobifluorenyl, benzo Furanyl, dibenzofuranyl, naphthobenzofuranyl, dinaphthofuranyl, benzothiophenyl, dibenzothiophenyl, naphthobenzothiophenyl, carbazolyl, N-phenylcarbazolyl, benzocarbazolyl, N-phenylbenzocarbazolyl, dibenzocarbazolyl, biphenylcarbazolyl, benzoxazolyl, naphthoxazolyl, phenanthroxazolyl, phenanthrobenzofuranyl, benzofuranobenzofuranyl, N-phenylbenzofuranocarbazolyl; Wherein, the substituent in the substituted A group is selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 arylamine, and C3-C60 heteroarylamine; More preferably, the substituent of the substituted A group is selected from one or a combination of at least two of deuterium, halogen, cyano, methyl, ethyl, propyl, adamantyl, cyclopropane, cyclohexane, cyclopentane, phenyl, naphthyl, phenanthrenyl, phenylnaphthyl, naphthylphenyl, biphenyl, anthracenyl, fluorenyl, pyrenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzonaphthofuranyl, benzonaphthothiophenyl, carbazolyl, and benzocarbazolyl; Preferably, L 1 , L 2 are the same or different, each independently selected from a single bond, a substituted or unsubstituted B group, wherein the B group is selected from: phenylene, naphthylene, phenanthrylene, binaphthylene, dibenzofuranylene, dibenzothienylene, benzonaphthofuranylene, benzonaphthothienylene; Wherein, the substituent in the substituted B group is selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 arylamine, and C3-C60 heteroarylamine; More preferably, the substituent of the substituted B group is selected from one or a combination of at least two of deuterium, halogen, cyano, methyl, ethyl, propyl, adamantyl, cyclopropane, cyclohexane, cyclopentane, phenyl, naphthyl, phenanthrenyl, phenylnaphthyl, naphthylphenyl, biphenyl, anthracenyl, fluorenyl, pyrenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzonaphthofuranyl, benzonaphthothiophenyl, carbazolyl, and benzocarbazolyl; Preferably, R1 and R2 are the same or different and are independently selected from deuterium, halogen, cyano, substituted or unsubstituted C groups; wherein the C group is selected from: phenyl, naphthyl, phenanthryl, anthracenyl, fluoranthenyl, pyrenyl, biphenyl, binaphthyl, terphenyl, phenylnaphthyl, naphthylphenyl, triphenylene, fluorenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirobifluorenyl, 9,9-dimethylbenzofluorenyl, 9,9-diphenylbenzofluorenyl, benzospirobifluorenyl, benzofuranyl, dibenzofuranyl, naphthobenzofuranyl, dinaphthofuranyl, benzothiophenyl, dibenzothiophenyl, naphthobenzothiophenyl, carbazolyl, N-phenylcarbazolyl, benzocarbazolyl, N-phenylbenzocarbazolyl, dibenzocarbazolyl, biphenylcarbazolyl, benzoxazolyl, naphthoxazolyl, phenanthroxazolyl, phenanthrobenzofuranyl, benzofuranobenzofuranyl, N-phenylbenzofuranocarbazolyl; Wherein, the substituent in the substituted C group is selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 arylamine, and C3-C60 heteroarylamine; More preferably, the substituent in the substituted C group is selected from one or a combination of at least two of deuterium, halogen, cyano, methyl, ethyl, propyl, adamantyl, cyclopropane, cyclohexane, cyclopentane, phenyl, naphthyl, phenanthrenyl, phenylnaphthyl, naphthylphenyl, biphenyl, anthracenyl, fluorenyl, pyrenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzonaphthofuranyl, benzonaphthothiophenyl, carbazolyl, and benzocarbazolyl.

[0032] Preferably, the organic compound in formula (1) or formula 1-1 to formula 1-16 is selected from any one of the following structures:

[0033]

[0034]

[0035]

[0036]

[0037]

[0038]

[0039]

[0040]

[0041]

[0042]

[0043]

[0044]

[0045]

[0046]

[0047]

[0048]

[0049]

[0050]

[0051]

[0052]

[0053]

[0054]

[0055]

[0056]

[0057]

[0058]

[0059]

[0060]

[0061]

[0062]

[0063]

[0064]

[0065]

[0066]

[0067]

[0068]

[0069] .

[0070] In a second aspect, the present invention provides a method for preparing the aforementioned organic compound, which is as follows: Compound Nn can be obtained by the following synthetic route: Synthetic route 1:

[0071] Synthetic route 2:

[0072] Synthetic route 3: Synthetic route 4:

[0073] Synthetic route 5:

[0074] Synthetic route 6:

[0075] Synthetic route 7:

[0076] Synthetic route 8:

[0077] Synthetic route 9:

[0078] Synthetic route 10:

[0079] Synthetic route 11:

[0080] Synthetic route 12:

[0081] Synthetic route 13:

[0082] One of X1 and X2 is a boric acid group and the other is an iodine group.

[0083] The raw materials ax, bx, cx, dx, ex, and fx can all be purchased directly or synthesized through conventional reaction pathways and conditions by referring to existing literature reports.

[0084] In a third aspect, the present invention further provides an organic electroluminescent material comprising the organic compound as described above.

[0085] In a fourth aspect, the present invention further provides an organic electroluminescent device, comprising a cathode, an anode and an organic layer located between the cathode and the anode, wherein the organic layer comprises the above-mentioned organic compound or the above-mentioned organic electroluminescent material.

[0086] Preferably, the organic layer located between the cathode and the anode includes any one or a combination of at least two of a hole injection layer, a hole transport layer, a luminescence auxiliary layer, a luminescent layer, a hole blocking layer, an electron transport layer and an electron injection layer.

[0087] Optionally, the organic layer includes a hole injection layer to enhance the ability to inject holes into the hole transport layer. The hole injection layer can be made of benzidine derivatives, arylamine compounds, phthalocyanine derivatives or other materials, and this application does not impose any special restrictions on this. The materials of the hole injection layer include but are not limited to the following compounds: .

[0088] Optionally, the organic layer includes a hole transport layer, which may include one or more hole transport materials, and the hole transport material may be selected from carbazole polymers, carbazole-linked triarylamine compounds or other types of compounds, and the present application does not impose any special restrictions on this. The materials of the hole injection layer include but are not limited to the following compounds:

[0089]

[0090]

[0091]

[0092] .

[0093] Optionally, the organic layer includes a light-emitting auxiliary layer, and the light-emitting auxiliary layer may be a single-layer or multi-layer structure.

[0094] Preferably, the organic layer comprises a light-emitting layer, and the light-emitting layer comprises an organic compound represented by formula (1).

[0095] Preferably, the organic layer includes a light-emitting layer, the light-emitting layer includes a host material and a guest material, the host material includes a multi-host material or a single host material, the composition of the multi-host material or the single host material includes but is not limited to aromatic amine compounds and their derivatives, triazine compounds and their derivatives, carbazole compounds and their derivatives, and organic compounds as shown in formula (1), and the present application does not impose any special restrictions on this; the host material is also called a matrix material.

[0096] The guest material may be a compound having a condensed aromatic ring or a derivative thereof, a compound having a heteroaromatic ring or a derivative thereof, an aromatic amine derivative or other materials, and the present application does not impose any special restrictions thereon; the guest material is also called a doping material or a dopant. The guest material includes but is not limited to the following structures:

[0097]

[0098] .

[0099] Optionally, the organic layer includes a hole blocking layer, and the hole blocking layer may be a single-layer or multi-layer structure.

[0100] Optionally, the organic layer includes an electron transport layer, which may be a single-layer structure or a multi-layer structure, and may include one or more electron transport materials, which may be selected from but not limited to LiQ, benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives or other electron transport materials, and the present application does not make any special restrictions on this. The materials of the electron transport layer include but are not limited to the following structures:

[0101]

[0102]

[0103]

[0104] .

[0105] Optionally, an electron injection layer is provided between the cathode and the electron transport layer to enhance the ability to inject electrons into the electron transport layer. The electron injection layer may include inorganic materials such as alkali metal sulfides and alkali metal halides, or may include a complex of alkali metals and organic matter.

[0106] In a fifth aspect, the present invention further provides an electronic device, comprising the organic electroluminescent device as described above or the organic electroluminescent material as described above or the organic compound as represented by formula (1).

[0107] The electronic devices include, but are not limited to, mobile phones, wearable watches, optical fiber devices, lighting equipment, electronic photographic photosensitive body devices, photoelectric converters, organic solar cells, switching element devices, organic light-emitting field effect transistors, image sensors or dye lasers, etc.

[0108] Beneficial effects of the present invention: The organic compound provided by the present invention is based on the structure of formula (1), and introduces specific substituents on the dibenzofuran, dibenzothiophene, benzonaphthofuran, and benzonaphthothiophene structural fragments, which can make the overall configuration of the molecule more three-dimensional, thereby effectively increasing the dipole moment of the molecule, thereby enhancing the hole transport ability of the overall molecular structure, and thus making the organic electroluminescent device containing the organic compound have a lower driving voltage, a higher luminous efficiency, and a longer life. BRIEF DESCRIPTION OF THE DRAWINGS

[0109] In order to more clearly illustrate the specific implementation methods of the present invention or the technical solutions in the prior art, the drawings required for use in the specific implementation methods or the description of the prior art will be briefly introduced below. Obviously, the drawings described below are some implementation methods of the present invention. For ordinary technicians in this field, other drawings can be obtained based on these drawings without paying creative work.

[0110] Figure 1 A structural diagram of an organic electroluminescent device in an embodiment of the device of the present invention; 1-substrate; 2-anode; 3-hole injection layer; 4-hole transport layer; 5-light-emitting layer; 6-electron transport layer; 7-electron injection layer; 8-cathode. DETAILED DESCRIPTION

[0111] If no specific experimental steps or conditions are specified in the examples, the conventional experimental steps or conditions described in the literature in the field can be used. If no manufacturer is specified for the reagents or instruments used, they are all conventional reagent products that can be obtained commercially.

[0112] Those skilled in the art will recognize that the chemical reactions described herein can be used to appropriately prepare many of the heterocyclic compounds of the present invention, and that other methods for preparing the compounds of the present invention are considered to be within the scope of the present invention. For example, the synthesis of the compounds not exemplified herein can be successfully accomplished by those skilled in the art by modification methods, such as appropriate protection of interfering groups, by utilizing other known reagents in addition to those described herein, or by making some conventional modifications to the reaction conditions. The compounds for which no synthesis methods are mentioned in the present invention are all raw materials obtained from commercial sources.

[0113] If no specific experimental steps or conditions are specified in the examples, the conventional experimental steps or conditions described in the literature in the field can be used. If no manufacturer is specified for the reagents or instruments used, they are all conventional reagent products that can be obtained commercially.

[0114] Those skilled in the art will recognize that the chemical reactions described herein can be used to appropriately prepare many of the heterocyclic compounds of the present invention, and that other methods for preparing the compounds of the present invention are considered to be within the scope of the present invention. For example, the synthesis of the compounds not exemplified herein can be successfully accomplished by those skilled in the art by modification methods, such as appropriate protection of interfering groups, by utilizing other known reagents in addition to those described herein, or by making some conventional modifications to the reaction conditions. The compounds for which no synthesis methods are mentioned in the present invention are all raw materials obtained from commercial sources.

[0115] In the embodiment of the present invention, the raw material ax comprises the following structure:

[0116]

[0117]

[0118] In the embodiment of the present invention, the raw material bx comprises the following structure:

[0119]

[0120] In the embodiment of the present invention, the raw material cx comprises the following structure:

[0121] In the embodiment of the present invention, the raw material dx comprises the following structure:

[0122]

[0123] In the embodiment of the present invention, the raw material ex comprises the following structure:

[0124]

[0125] In the embodiment of the present invention, the raw material fx comprises the following structure:

[0126] Among them, the synthesis of raw material e-10 can refer to the following method:

[0127] Preparation of intermediate sub-e-10-3: Take a 100 ml three-necked round-bottom flask and put in a stirring bar and a reflux tube. Under nitrogen protection, add raw material sub-e-10-1 (1.0 mmol), raw material sub-e-10-2 (1.1 mmol), Pd (dppf) Cl2 (0.03 mmol), potassium carbonate (2.5 mmol), 1,4-dioxane / water (10 mL / 2 mL) in sequence, heat to 90 ° C and react for 5 hours. After the reaction is completed, cool to room temperature, quench with saturated ammonium chloride aqueous solution, extract with ethyl acetate, dry the organic phase with anhydrous magnesium sulfate, use a rotary evaporator to remove the solvent, and separate the crude product by column chromatography (ethyl acetate: n-hexane = 1:50) to obtain the intermediate sub-e-10-3 (yield 82%).

[0128] Preparation of compound e-10: Take a 100 ml three-necked round-bottom flask and put in a stirring bar and a reflux tube. Under nitrogen protection, add the intermediate sub-e-10-3 (1.0 mmol), raw material sub-e-10-4 (1.1 mmol), Pd (dppf) Cl2 (0.03 mmol), potassium carbonate (2.5 mmol), 1,4-dioxane / water (10 mL / 2 mL) in sequence, heat to 90 ° C and react for 5 hours. After the reaction is completed, cool to room temperature, quench with saturated ammonium chloride aqueous solution, extract with ethyl acetate, dry the organic phase with anhydrous magnesium sulfate, use a rotary evaporator to remove the solvent, and separate the crude product by column chromatography (ethyl acetate: n-hexane = 1:50) to obtain intermediate e-10 (yield 78%).

[0129] 1. Synthesis of intermediate sub-n-4: 1.1 Synthesis of intermediate sub-38-4:

[0130] Synthesis of intermediate sub-38-1: Take a 500 ml three-necked round-bottom flask and put in a stirrer and a reflux tube. Under nitrogen protection, add raw material a-1 (275.5 mmol), raw material b-1 (574.7 mmol), Pd(PPh)2Cl2 (6 mmol), K2CO3 (596.4 mmol), toluene (700 mL), ethanol (100 mL) and water (100 mL) in sequence. Under nitrogen protection, heat up to 90±2°C and react for 24 h. After the reaction, extract with ethyl acetate and water, and dry the formed organic layer over magnesium sulfate (MgSO4) and concentrate. After that, the generated compound is chromatographed on a silica gel column and recrystallized to obtain intermediate sub-38-1 with a yield of 34%.

[0131] Synthesis of intermediate sub-38-2: Take a 500 ml three-necked round-bottom flask and put in a stirrer and a reflux tube. Under nitrogen protection, add intermediate sub-38-1 (54.7 mmol), phenylboronic acid (60.2 mmol), Pd(PPh3)4 (1.1 mmol), Na2CO3 (109.4 mmol), dioxane (200 ml) and water (100 mL) in sequence. Under nitrogen protection, heat up to 90±2°C and react for 24 h. After the reaction, extract with ethyl acetate and water, and dry the formed organic layer over magnesium sulfate (MgSO4) and concentrate. After that, the generated compound is chromatographed on a silica gel column and recrystallized to obtain intermediate sub-38-2 with a yield of 68%.

[0132] Synthesis of intermediate sub-38-3: Take a 500 ml three-necked round-bottom flask and put in a stirrer and a reflux tube. Under nitrogen protection, add intermediate sub-38-2 (46.9 mmol) and dichloromethane (100 ml) in sequence. Stir at low temperature (-10°C) for 20 minutes, slowly add 71.2 mmol BBr3, control the internal temperature at -10-0°C, and continue stirring for 30 minutes after the addition is completed. After the reaction is completed, the reaction solution is poured into ice water, extracted with dichloromethane and water, and the formed organic layer is dried over magnesium sulfate (MgSO4) and concentrated. After that, the generated compound is crystallized with n-hexane to obtain intermediate sub-38-3 with a yield of 92%.

[0133] Synthesis of intermediate sub-38-4: Take a 500 ml three-necked round-bottom flask and put in a stirrer and a reflux tube. Under nitrogen protection, add intermediate sub-38-3 (33.0 mmol), K2CO3 (65.9 mmol), NMP (100 ml) in sequence, heat to 140 ° C, and react for 6 h. After the reaction is completed, water is added to quench, sodium chloride is added, and extraction is carried out with ethyl acetate and water. The formed organic layer is dried over magnesium sulfate (MgSO4) and concentrated to obtain intermediate sub-38-4 with a yield of 87%.

[0134] 1.2 Synthesis of intermediate sub-8-4:

[0135] Synthesis of intermediate sub-8-1: The synthesis steps of intermediate sub-8-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-2 to obtain intermediate sub-8-1 (yield 33%).

[0136] Synthesis of intermediate sub-8-2: The synthesis steps of intermediate sub-8-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-8-1 to obtain intermediate sub-8-2 (yield 65%).

[0137] Synthesis of intermediate sub-8-3: The synthesis steps of intermediate sub-8-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-8-2 to obtain intermediate sub-8-3 (yield 91%).

[0138] Synthesis of intermediate sub-8-4: The synthesis steps of intermediate sub-8-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-8-3 to obtain intermediate sub-8-4 (yield 83%).

[0139] 1.3 Synthesis of intermediate sub-12-4:

[0140] Synthesis of intermediate sub-12-1: The synthesis steps of intermediate sub-12-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-3, and raw material b-1 is replaced by raw material b-3, thereby obtaining intermediate sub-12-1 (yield 34%).

[0141] Synthesis of intermediate sub-12-2: The synthesis steps of intermediate sub-12-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-12-1 to obtain intermediate sub-12-2 (yield 67%).

[0142] Synthesis of intermediate sub-12-3: The synthesis steps of intermediate sub-12-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-12-2 to obtain intermediate sub-12-3 (yield 92%).

[0143] Synthesis of intermediate sub-12-4: The synthesis steps of intermediate sub-12-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-12-3 to obtain intermediate sub-12-4 (yield 86%).

[0144] 1.4 Synthesis of intermediate sub-82-4:

[0145] Synthesis of intermediate sub-82-1: The synthesis steps of intermediate sub-82-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-4, and raw material b-1 is replaced by raw material b-7, thereby obtaining intermediate sub-82-1 (yield 36%).

[0146] Synthesis of intermediate sub-82-2: The synthesis steps of intermediate sub-82-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-82-1 to obtain intermediate sub-82-2 (yield 64%).

[0147] Synthesis of intermediate sub-82-3: The synthesis steps of intermediate sub-82-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-82-2 to obtain intermediate sub-82-3 (yield 90%).

[0148] Synthesis of intermediate sub-82-4: The synthesis steps of intermediate sub-82-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-82-3 to obtain intermediate sub-82-4 (yield 85%).

[0149] 1.5 Synthesis of intermediate sub-96-4:

[0150] Synthesis of intermediate sub-96-1: The synthesis steps of intermediate sub-96-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-8, and raw material b-1 is replaced by raw material b-7, thereby obtaining intermediate sub-96-1 (yield 37%).

[0151] Synthesis of intermediate sub-96-2: The synthesis steps of intermediate sub-96-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-96-1 to obtain intermediate sub-96-2 (yield 63%).

[0152] Synthesis of intermediate sub-96-3: The synthesis steps of intermediate sub-96-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-96-2 to obtain intermediate sub-96-3 (yield 91%).

[0153] Synthesis of intermediate sub-96-4: The synthesis steps of intermediate sub-96-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-96-3 to obtain intermediate sub-96-4 (yield 85%).

[0154] 1.6 Synthesis of intermediate sub-136-4:

[0155] Synthesis of intermediate sub-136-1: The synthesis steps of intermediate sub-136-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-4, and raw material b-1 is replaced by raw material b-4, to obtain intermediate sub-136-1 (yield 36%).

[0156] Synthesis of intermediate sub-136-2: The synthesis steps of intermediate sub-136-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-136-1 to obtain intermediate sub-136-2 (yield 67%).

[0157] Synthesis of intermediate sub-136-3: The synthesis steps of intermediate sub-136-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-136-2 to obtain intermediate sub-136-3 (yield 90%).

[0158] Synthesis of intermediate sub-136-4: The synthesis steps of intermediate sub-136-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-136-3 to obtain intermediate sub-136-4 (yield 83%).

[0159] 1.7 Synthesis of intermediate sub-247-4:

[0160] Synthesis of intermediate sub-247-1: The synthesis steps of intermediate sub-247-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-5, and raw material b-1 is replaced by raw material b-5, thereby obtaining intermediate sub-247-1 (yield 34%).

[0161] Synthesis of intermediate sub-247-2: The synthesis steps of intermediate sub-247-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-247-1 to obtain intermediate sub-247-2 (yield 65%).

[0162] Synthesis of intermediate sub-247-3: The synthesis steps of intermediate sub-247-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-247-2 to obtain intermediate sub-247-3 (yield 91%).

[0163] Synthesis of intermediate sub-247-4: The synthesis steps of intermediate sub-247-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-247-3 to obtain intermediate sub-247-4 (yield 81%).

[0164] 1.8 Synthesis of intermediate sub-271-4:

[0165] Synthesis of intermediate sub-271-1: The synthesis steps of intermediate sub-271-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-6, and raw material b-1 is replaced by raw material b-6, to obtain intermediate sub-271-1 (yield 31%).

[0166] Synthesis of intermediate sub-271-2: The synthesis steps of intermediate sub-271-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-271-1 to obtain intermediate sub-271-2 (yield 66%).

[0167] Synthesis of intermediate sub-271-3: The synthesis steps of intermediate sub-271-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-271-2 to obtain intermediate sub-271-3 (yield 90%).

[0168] Synthesis of intermediate sub-271-4: The synthesis steps of intermediate sub-271-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-271-3 to obtain intermediate sub-271-4 (yield 82%).

[0169] 1.9 Synthesis of intermediate sub-299-4:

[0170] Synthesis of intermediate sub-299-1: The synthesis steps of intermediate sub-299-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-7, and raw material b-1 is replaced by raw material b-6, to obtain intermediate sub-299-1 (yield 33%).

[0171] Synthesis of intermediate sub-299-2: The synthesis steps of intermediate sub-299-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-299-1 to obtain intermediate sub-299-2 (yield 66%).

[0172] Synthesis of intermediate sub-299-3: The synthesis steps of intermediate sub-299-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-299-2 to obtain intermediate sub-299-3 (yield 91%).

[0173] Synthesis of intermediate sub-299-4: The synthesis steps of intermediate sub-299-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-299-3 to obtain intermediate sub-299-4 (yield 84%).

[0174] 1.10 Synthesis of intermediate sub-31-4:

[0175] Synthesis of intermediate sub-31-1: The synthesis steps of intermediate sub-31-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-9, and raw material b-1 is replaced by raw material b-2, thereby obtaining intermediate sub-31-1 (yield 33%).

[0176] Synthesis of intermediate sub-31-2: The synthesis steps of intermediate sub-31-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-31-1 to obtain intermediate sub-31-2 (yield 63%).

[0177] Synthesis of intermediate sub-31-3: The synthesis steps of intermediate sub-31-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-31-2 to obtain intermediate sub-31-3 (yield 92%).

[0178] Synthesis of intermediate sub-31-4: The synthesis steps of intermediate sub-31-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-31-3 to obtain intermediate sub-31-4 (yield 85%).

[0179] 1.11 Synthesis of intermediate sub-41-4:

[0180] Synthesis of intermediate sub-41-1: The synthesis steps of intermediate sub-41-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-3, and raw material b-1 is replaced by raw material b-8, thereby obtaining intermediate sub-41-1 (yield 37%).

[0181] Synthesis of intermediate sub-41-2: The synthesis steps of intermediate sub-41-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-41-1 to obtain intermediate sub-41-2 (yield 64%).

[0182] Synthesis of intermediate sub-41-3: The synthesis steps of intermediate sub-41-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-41-2 to obtain intermediate sub-41-3 (yield 91%).

[0183] Synthesis of intermediate sub-41-4: The synthesis steps of intermediate sub-41-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-41-3 to obtain intermediate sub-41-4 (yield 84%).

[0184] 1.12 Synthesis of intermediate sub-59-4:

[0185] Synthesis of intermediate sub-59-1: The synthesis steps of intermediate sub-59-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-3, and raw material b-1 is replaced by raw material b-9, thereby obtaining intermediate sub-59-1 (yield 37%).

[0186] Synthesis of intermediate sub-59-2: The synthesis steps of intermediate sub-59-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-59-1 to obtain intermediate sub-59-2 (yield 64%).

[0187] Synthesis of intermediate sub-59-3: The synthesis steps of intermediate sub-59-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-59-2 to obtain intermediate sub-59-3 (yield 91%).

[0188] Synthesis of intermediate sub-59-4: The synthesis steps of intermediate sub-59-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-59-3 to obtain intermediate sub-59-4 (yield 84%).

[0189] 1.13 Synthesis of intermediate sub-75-4:

[0190] Synthesis of intermediate sub-75-1: The synthesis steps of intermediate sub-75-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-10, and raw material b-1 is replaced by raw material b-2, thereby obtaining intermediate sub-75-1 (yield 34%).

[0191] Synthesis of intermediate sub-75-2: The synthesis steps of intermediate sub-75-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-75-1 to obtain intermediate sub-75-2 (yield 65%).

[0192] Synthesis of intermediate sub-75-3: The synthesis steps of intermediate sub-75-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-75-2 to obtain intermediate sub-75-3 (yield 90%).

[0193] Synthesis of intermediate sub-75-4: The synthesis steps of intermediate sub-75-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-75-3 to obtain intermediate sub-75-4 (yield 83%).

[0194] 1.14 Synthesis of intermediate sub-78-4:

[0195] Synthesis of intermediate sub-78-1: The synthesis steps of intermediate sub-78-1 are the same as those of intermediate sub-38-1, except that raw material a-1 is replaced by raw material a-11, and raw material b-1 is replaced by raw material b-7, to obtain intermediate sub-78-1 (yield 35%).

[0196] Synthesis of intermediate sub-78-2: The synthesis steps of intermediate sub-78-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-78-1 to obtain intermediate sub-78-2 (yield 64%).

[0197] Synthesis of intermediate sub-78-3: The synthesis steps of intermediate sub-78-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-78-2 to obtain intermediate sub-78-3 (yield 91%).

[0198] Synthesis of intermediate sub-78-4: The synthesis steps of intermediate sub-78-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-78-3 to obtain intermediate sub-78-4 (yield 84%).

[0199] 1.15 Synthesis of intermediate sub-513-4:

[0200] Synthesis of intermediate sub-513-2: The synthesis steps of intermediate sub-513-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-247-1, and raw material c-1 is replaced by raw material c-2, thereby obtaining intermediate sub-513-2 (yield 61%).

[0201] Synthesis of intermediate sub-513-3: The synthesis steps of intermediate sub-513-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-513-2 to obtain intermediate sub-513-3 (yield 90%).

[0202] Synthesis of intermediate sub-513-4: The synthesis steps of intermediate sub-513-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-513-3 to obtain intermediate sub-513-4 (yield 84%).

[0203] 1.16 Synthesis of intermediate sub-520-4:

[0204] Synthesis of intermediate sub-520-2: The synthesis steps of intermediate sub-520-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-96-1, and raw material c-1 is replaced by raw material c-3, thereby obtaining intermediate sub-520-2 (yield 63%).

[0205] Synthesis of intermediate sub-520-3: The synthesis steps of intermediate sub-520-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-520-2 to obtain intermediate sub-520-3 (yield 90%).

[0206] Synthesis of intermediate sub-520-4: The synthesis steps of intermediate sub-520-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-520-3 to obtain intermediate sub-520-4 (yield 82%).

[0207] 1.17 Synthesis of intermediate sub-522-4:

[0208] Synthesis of intermediate sub-522-2: The synthesis steps of intermediate sub-522-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-299-1, and raw material c-1 is replaced by raw material c-4, thereby obtaining intermediate sub-522-2 (yield 60%).

[0209] Synthesis of intermediate sub-522-3: The synthesis steps of intermediate sub-522-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-522-2 to obtain intermediate sub-522-3 (yield 91%).

[0210] Synthesis of intermediate sub-522-4: The synthesis steps of intermediate sub-522-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-522-3 to obtain intermediate sub-522-4 (yield 83%).

[0211] 1.18 Synthesis of intermediate sub-532-4:

[0212] Synthesis of intermediate sub-532-2: The synthesis steps of intermediate sub-532-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-8-1, and raw material c-1 is replaced by raw material c-5, thereby obtaining intermediate sub-532-2 (yield 60%).

[0213] Synthesis of intermediate sub-532-3: The synthesis steps of intermediate sub-532-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-532-2 to obtain intermediate sub-532-3 (yield 90%).

[0214] Synthesis of intermediate sub-532-4: The synthesis steps of intermediate sub-532-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-532-3 to obtain intermediate sub-532-4 (yield 84%).

[0215] 1.19 Synthesis of intermediate sub-536-4:

[0216] Synthesis of intermediate sub-536-2: The synthesis steps of intermediate sub-536-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-271-1, and raw material c-1 is replaced by raw material c-6, thereby obtaining intermediate sub-536-2 (yield 62%).

[0217] Synthesis of intermediate sub-536-3: The synthesis steps of intermediate sub-536-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-536-2 to obtain intermediate sub-536-3 (yield 91%).

[0218] Synthesis of intermediate sub-536-4: The synthesis steps of intermediate sub-536-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-536-3 to obtain intermediate sub-536-4 (yield 83%).

[0219] 1.20 Synthesis of intermediate sub-552-4:

[0220] Synthesis of intermediate sub-552-2: The synthesis steps of intermediate sub-552-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-82-1, and raw material c-1 is replaced by raw material c-7, thereby obtaining intermediate sub-552-2 (yield 64%).

[0221] Synthesis of intermediate sub-552-3: The synthesis steps of intermediate sub-552-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-552-2 to obtain intermediate sub-552-3 (yield 89%).

[0222] Synthesis of intermediate sub-552-4: The synthesis steps of intermediate sub-552-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-552-3 to obtain intermediate sub-552-4 (yield 82%).

[0223] 1.21 Synthesis of intermediate sub-561-4:

[0224] Synthesis of intermediate sub-561-2: The synthesis steps of intermediate sub-561-2 are the same as those of intermediate sub-38-2, except that intermediate sub-38-1 is replaced by intermediate sub-229-1, and raw material c-1 is replaced by raw material c-8, thereby obtaining intermediate sub-561-2 (yield 63%).

[0225] Synthesis of intermediate sub-561-3: The synthesis steps of intermediate sub-561-3 are the same as those of intermediate sub-38-3, except that intermediate sub-38-2 is replaced by intermediate sub-561-2 to obtain intermediate sub-561-3 (yield 93%).

[0226] Synthesis of intermediate sub-561-4: The synthesis steps of intermediate sub-561-4 are the same as those of intermediate sub-38-4, except that intermediate sub-38-3 is replaced by intermediate sub-561-3 to obtain intermediate sub-561-4 (yield 81%).

[0227] 2. Synthesis Example of Compound Nn: 2.1 The synthesis of compound N-8 comprises the following steps:

[0228] Synthesis of intermediate sub-8-5: Take a 500 ml three-necked round-bottom flask and put in a stirrer and a reflux tube. Under nitrogen protection, add intermediate sub-8-4 (30.4 mmol), raw material d-1 (36.5 mmol), t-BuONa (60.8mmol), S-Phos (1.2 mmol), Pd2(dba)3 (0.6 mmol), and toluene (100 mL) in sequence, heat to 110°C, and stir to react for 2 h. After the reaction is completed, turn off the heating, cool to 80°C, add water to quench the reaction, extract with ethyl acetate and water, concentrate the organic phase, add 100 mL of n-hexane for crystallization, and dry to obtain intermediate sub-8-5 with a yield of 87%.

[0229] Synthesis of compound N-8: Take a 500 ml three-necked round-bottom flask and put in a stirrer and a reflux tube. Under nitrogen protection, add the intermediate sub-8-5 (25.9 mmol), raw material e-1 (25.9 mmol), Pd2(dba)3 (0.5 mmol), Sphos (1.0 mmol), t-BuONa (51.9 mmol), and xylene (100 mL) in sequence, heat to 120 ° C, and stir for 3 hours. After the reaction is completed, turn off the heating, cool to 80 ° C, add water to quench the reaction, extract with ethyl acetate and water, concentrate the organic phase, add 100 mL of ethanol for crystallization, and dry to obtain compound N-8, with a yield of 78%. Elemental analysis: C 41 H 26 N2O2; theoretical value: C, 85.10; H, 4.53; N, 4.84; O, 5.53; found value: C, 85.07; H, 4.50; N, 4.88; HRMS (ESI) m / z [M+H]+: theoretical value: 578.20; found value: 579.21.

[0230] 2.2 The synthesis of compound N-12 comprises the following steps:

[0231] Synthesis of intermediate sub-12-5: The synthesis steps of intermediate sub-12-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-12-4 to obtain sub-12-5 (yield 86%).

[0232] Synthesis of compound N-12: The synthesis steps of compound N-12 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-12-5 to obtain compound N-12 (yield 82%).

[0233] Elemental analysis: C 41 H 26 Theoretical value of N2O2: C, 85.10; H, 4.53; N, 4.84; O, 5.53; Found value: C, 85.07; H, 4.50; N, 4.88; HRMS (ESI) m / z [M+H]+: Theoretical value: 578.20; Found value: 579.21.

[0234] 2.3 The synthesis of compound N-31 comprises the following steps:

[0235] Synthesis of intermediate sub-31-5: The synthesis steps of intermediate sub-31-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-31-4 to obtain sub-31-5 (yield 82%).

[0236] Synthesis of compound N-31: The synthesis steps of compound N-31 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-31-5, and the raw material e-1 is replaced by the raw material e-8, thereby obtaining compound N-31 (yield 82%).

[0237] Elemental analysis: C 41 H 26 N2O2 theoretical value: C, 85.10; H, 4.53; N, 4.84; O, 5.53; found value: C, 85.08; H, 4.51; N, 4.82; HRMS (ESI) m / z [M+H]+: theoretical value: 578.67; found value: 579.94.

[0238] 2.4 The synthesis of compound N-38 comprises the following steps:

[0239] Synthesis of intermediate sub-38-5: The synthesis steps of intermediate sub-38-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-38-4 to obtain sub-38-5 (yield 86%).

[0240] Synthesis of compound N-38: The synthesis steps of compound N-38 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-38-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-38 (yield 81%).

[0241] Elemental analysis: C 47 H 30 Theoretical value of N2O2: C, 86.22; H, 4.62; N, 4.28; O, 4.89; Found value: C, 86.22; H, 4.62; N, 4.28; HRMS (ESI) m / z [M+H]+: Theoretical value: 654.23; Found value: 655.23.

[0242] 2.5 The synthesis of compound N-41 comprises the following steps:

[0243] Synthesis of intermediate sub-41-5: The synthesis steps of intermediate sub-41-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-41-4, and raw material d-1 is replaced by raw material d-7, thereby obtaining sub-41-5 (yield 83%).

[0244] Synthesis of compound N-41: The synthesis steps of compound N-41 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-41-5, and the raw material e-1 is replaced by the raw material e-7, thereby obtaining compound N-41 (yield 83%).

[0245] Elemental analysis: C 51 H 32 N2O2 theoretical value: C, 86.91; H, 4.58; N, 3.97; O, 4.54; found value: C, 86.93; H, 4.59; N, 3.94; HRMS (ESI) m / z [M+H]+: theoretical value: 704.83; found value: 706.38.

[0246] 2.6 The synthesis of compound N-59 comprises the following steps:

[0247] Synthesis of intermediate sub-59-5: The synthesis steps of intermediate sub-59-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-59-4 to obtain sub-59-5 (yield 83%).

[0248] Synthesis of compound N-59: The synthesis steps of compound N-59 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-59-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-59 (yield 81%).

[0249] Elemental analysis: C 47 H 30 N2O2 theoretical value: C, 86.22; H, 4.62; N, 4.28; O, 4.89; found value: C, 86.21; H, 4.59; N, 4.32; HRMS (ESI) m / z [M+H]+: theoretical value: 654.77; found value: 656.01.

[0250] 2.7 The synthesis of compound N-75 comprises the following steps:

[0251] Synthesis of intermediate sub-75-5: The synthesis steps of intermediate sub-75-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-75-4 to obtain sub-75-5 (yield 82%).

[0252] Synthesis of compound N-75: The synthesis steps of compound N-75 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-75-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-75 (yield 80%).

[0253] Elemental analysis: C 47 H 30 N2O2 theoretical value: C, 86.22; H, 4.62; N, 4.28; O, 4.89; found value: C, 86.23; H, 4.61; N, 4.30; HRMS (ESI) m / z [M+H]+: theoretical value: 654.77; found value: 655.92.

[0254] 2.8 The synthesis of compound N-78 comprises the following steps:

[0255] Synthesis of intermediate sub-78-5: The synthesis steps of intermediate sub-78-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-78-4 to obtain sub-78-5 (yield 83%).

[0256] Synthesis of compound N-78: The synthesis steps of compound N-78 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-78-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-78 (yield 81%).

[0257] Elemental analysis: C 47 H 30 N2O2 theoretical value: C, 86.22; H, 4.62; N, 4.28; O, 4.89; found value: C, 86.23; H, 4.62; N, 4.29; HRMS (ESI) m / z [M+H]+: theoretical value: 654.77; found value: 656.07.

[0258] 2.9 The synthesis of compound N-82 comprises the following steps:

[0259] Synthesis of intermediate sub-82-5: The synthesis steps of intermediate sub-82-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-82-4 to obtain sub-82-5 (yield 84%).

[0260] Synthesis of compound N-82: The synthesis steps of compound N-82 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-82-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-82 (yield 83%).

[0261] Elemental analysis: C 47 H 30 Theoretical value of N2O2: C, 86.22; H, 4.62; N, 4.28; O, 4.89; Found value: C, 86.22; H, 4.62; N, 4.28; HRMS (ESI) m / z [M+H]+: Theoretical value: 654.23; Found value: 655.22.

[0262] 2.10 The synthesis of compound N-96 comprises the following steps:

[0263] Synthesis of intermediate sub-96-5: The synthesis steps of intermediate sub-96-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-96-4 to obtain sub-96-5 (yield 84%).

[0264] Synthesis of compound N-96: The synthesis steps of compound N-96 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-96-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-96 (yield 84%).

[0265] Elemental analysis: C 47 H 30 Theoretical value of N2O2: C, 86.22; H, 4.62; N, 4.28; O, 4.89; Found value: C, 86.20; H, 4.59; N, 4.32; HRMS (ESI) m / z [M+H]+: Theoretical value: 654.23; Found value: 655.21.

[0266] 2.11 The synthesis of compound N-106 comprises the following steps:

[0267] Synthesis of compound N-106: The synthesis steps of compound N-106 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-38-5, and the raw material e-1 is replaced by the raw material e-3, thereby obtaining compound N-106 (yield 83%).

[0268] Elemental analysis: C 47 H 30 Theoretical value of N2O2: C, 86.22; H, 4.62; N, 4.28; O, 4.89; Found value: C, 86.20; H, 4.59; N, 4.32; HRMS (ESI) m / z [M+H]+: Theoretical value: 654.23; Found value: 655.21.

[0269] 2.12 The synthesis of compound N-136 comprises the following steps:

[0270] Synthesis of intermediate sub-136-5: The synthesis steps of intermediate sub-136-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-136-4 to obtain sub-136-5 (yield 82%).

[0271] Synthesis of compound N-136: The synthesis steps of compound N-136 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-136-5, and the raw material e-1 is replaced by the raw material e-3, thereby obtaining compound N-136 (yield 85%).

[0272] Elemental analysis: C 47 H 30 Theoretical value of N2O2: C, 86.22; H, 4.62; N, 4.28; O, 4.89; Found value: C, 86.20; H, 4.59; N, 4.32; HRMS (ESI) m / z [M+H]+: Theoretical value: 654.23; Found value: 655.21.

[0273] 2.13 The synthesis of compound N-154 comprises the following steps:

[0274] Synthesis of intermediate sub-154-5: The synthesis steps of intermediate sub-154-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-8-4, and raw material d-1 is replaced by raw material d-2, thereby obtaining sub-154-5 (yield 84%).

[0275] Synthesis of compound N-154: The synthesis steps of compound N-154 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-154-5, and the raw material e-1 is replaced by the raw material e-3, thereby obtaining compound N-154 (yield 83%).

[0276] Elemental analysis: C 53 H 34 Theoretical value of N2O2: C, 87.10; H, 4.69; N, 3.83; O, 4.38; Found value: C, 87.07; H, 4.65; N, 3.88; HRMS (ESI) m / z [M+H]+: Theoretical value: 730.26; Found value: 731.24.

[0277] 2.14 The synthesis of compound N-171 comprises the following steps:

[0278] Synthesis of intermediate sub-171-5: The synthesis steps of intermediate sub-171-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-38-4, and raw material d-1 is replaced by raw material d-3, thereby obtaining sub-171-5 (yield 84%).

[0279] Synthesis of compound N-171: The synthesis steps of compound N-171 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-171-5, and the raw material e-1 is replaced by the raw material e-4, thereby obtaining compound N-171 (yield 83%).

[0280] Elemental analysis: C 53 H 34 Theoretical value of N2O2: C, 87.10; H, 4.69; N, 3.83; O, 4.38; Found value: C, 87.08; H, 4.67; N, 3.86; HRMS (ESI) m / z [M+H]+: Theoretical value: 730.26; Found value: 731.24.

[0281] 2.15 The synthesis of compound N-247 comprises the following steps:

[0282] Synthesis of intermediate sub-247-5: The synthesis steps of intermediate sub-247-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-247-4, and raw material d-1 is replaced by raw material d-4, thereby obtaining sub-247-5 (yield 81%).

[0283] Synthesis of compound N-247: The synthesis steps of compound N-247 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-247-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-247 (yield 86%).

[0284] Elemental analysis: C 53 H 32 Theoretical value of N2O3: C, 85.46; H, 4.33; N, 3.76; O, 6.44; measured value C, 85.43; H, 4.31; N, 3.79; HRMS (ESI) m / z [M+H]+: theoretical value: 744.24; measured value: 745.23.

[0285] 2.16 The synthesis of compound N-271 comprises the following steps:

[0286] Synthesis of intermediate sub-271-5: The synthesis steps of intermediate sub-271-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-271-4 to obtain sub-271-5 (yield 83%).

[0287] Synthesis of compound N-271: The synthesis steps of compound N-271 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-271-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-271 (yield 86%).

[0288] Elemental analysis: C 47 H 30 Theoretical value of N2O2: C, 86.22; H, 4.62; N, 4.28; O, 4.89; Found value: C, 86.22; H, 4.62; N, 4.28; HRMS (ESI) m / z [M+H]+: Theoretical value: 654.23; Found value: 655.23.

[0289] 2.17 The synthesis of compound N-287 comprises the following steps:

[0290] Synthesis of intermediate sub-287-5: The synthesis steps of intermediate sub-287-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-247-4, and raw material d-1 is replaced by raw material d-5, thereby obtaining sub-287-5 (yield 83%).

[0291] Synthesis of compound N-287: The synthesis steps of compound N-287 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-287-5, and the raw material e-1 is replaced by the raw material e-3, thereby obtaining compound N-287 (yield 86%).

[0292] Elemental analysis: C 53 H 34 N2O2 theoretical value: C, 87.10; H, 4.69; N, 3.83; O, 4.38; found value: C, 87.07; H, 4.66; N, 3.86; HRMS (ESI) m / z [M+H]+: theoretical value: 730.26; found value: 731.25.

[0293] 2.18 The synthesis of compound N-299 comprises the following steps:

[0294] Synthesis of intermediate sub-299-5: The synthesis steps of intermediate sub-299-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-299-4 to obtain sub-299-5 (yield 83%).

[0295] Synthesis of compound N-299: The synthesis steps of compound N-299 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-299-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-299 (yield 86%).

[0296] Elemental analysis: C 47 H 30 Theoretical value of N2O2: C, 86.22; H, 4.62; N, 4.28; O, 4.89; Found value: C, 86.22; H, 4.62; N, 4.28; HRMS (ESI) m / z [M+H]+: Theoretical value: 654.23; Found value: 655.23.

[0297] 2.19 The synthesis of compound N-336 comprises the following steps:

[0298] Synthesis of intermediate sub-336-5: The synthesis steps of intermediate sub-336-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-299-4, and raw material d-1 is replaced by raw material d-6, thereby obtaining sub-336-5 (yield 84%).

[0299] Synthesis of compound N-336: The synthesis steps of compound N-336 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-336-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-336 (yield 86%).

[0300] Elemental analysis: C 47 H 25D5N2O2 theoretical value: C, 85.56; H, 5.35; N, 4.25; O, 4.85; found value: C, 85.53; H, 5.33; N, 4.29; HRMS (ESI) m / z [M+H]+: theoretical value: 659.26; found value: 660.24.

[0301] 2.20 The synthesis of compound N-347 comprises the following steps:

[0302] Synthesis of intermediate sub-347-5: The synthesis steps of intermediate sub-347-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material f-1 to obtain sub-347-5 (yield 89%).

[0303] Synthesis of compound N-347: The synthesis steps of compound N-347 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-347-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-347 (yield 83%).

[0304] Elemental analysis: C 43 H 28 N2O2 theoretical value: C, 85.41; H, 4.67; N, 4.63; O, 5.29; found value: C, 85.31; H, 4.68; N, 4.62; HRMS (ESI) m / z [M+H]+: theoretical value: 604.71; found value: 605.98.

[0305] 2.21 The synthesis of compound N-353 comprises the following steps:

[0306] Synthesis of intermediate sub-353-5: The synthesis steps of intermediate sub-353-5 are the same as those of intermediate sub-8-5, except that raw material d-1 is replaced by raw material d-5 to obtain sub-353-5 (yield 82%).

[0307] Synthesis of compound N-353: The synthesis steps of compound N-353 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-353-5, and the raw material e-1 is replaced by the raw material e-5, thereby obtaining compound N-353 (yield 83%).

[0308] Elemental analysis: C 53 H34 N2O2 theoretical value: C, 87.10; H, 4.69; N, 3.83; O, 4.38; found value: C, 87.07; H, 4.71; N, 3.84; HRMS (ESI) m / z [M+H]+: theoretical value: 730.87; found value: 731.77.

[0309] 2.22 The synthesis of compound N-358 comprises the following steps:

[0310] Synthesis of intermediate sub-358-5: The synthesis steps of intermediate sub-358-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-271-4, and raw material d-1 is replaced by raw material d-7, thereby obtaining sub-358-5 (yield 83%).

[0311] Synthesis of compound N-358: The synthesis steps of compound N-358 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-358-5, and the raw material e-1 is replaced by the raw material e-6, thereby obtaining compound N-358 (yield 83%).

[0312] Elemental analysis: C 57 H 36 N2O2 theoretical value: C, 87.67; H, 4.65; N, 3.59; O, 4.10; found value: C, 87.678; H, 4.62; N, 3.61; HRMS (ESI) m / z [M+H]+: theoretical value: 780.93; found value: 782.05.

[0313] 2.23 The synthesis of compound N-382 comprises the following steps:

[0314] Synthesis of compound N-382: The synthesis steps of compound N-382 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-154-5, and the raw material e-1 is replaced by the raw material e-7, thereby obtaining compound N-382 (yield 86%).

[0315] Elemental analysis: C 47 H 30N2O2 theoretical value: C, 86.22; H, 4.62; N, 4.28; O, 4.89; found value: C, 86.21; H, 4.65; N, 4.29; HRMS (ESI) m / z [M+H]+: theoretical value: 654.77; found value: 655.90.

[0316] 2.24 The synthesis of compound N-459 comprises the following steps:

[0317] Synthesis of intermediate sub-459-5: The synthesis steps of intermediate sub-459-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-271-4, and raw material d-1 is replaced by raw material d-8, thereby obtaining sub-459-5 (yield 83%).

[0318] Synthesis of compound N-459: The synthesis steps of compound N-459 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-459-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-459 (yield 82%).

[0319] Elemental analysis: C 55 H 34 N2O2 theoretical value: C, 87.51; H, 4.54; N, 3.71; O, 4.24; found value: C, 87.49; H, 4.56; N, 3.70; HRMS (ESI) m / z [M+H]+: theoretical value: 754.89; found value: 756.21.

[0320] 2.25 The synthesis of compound N-462 comprises the following steps:

[0321] Synthesis of intermediate sub-462-5: The synthesis steps of intermediate sub-462-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-136-4, and raw material d-1 is replaced by raw material d-5, thereby obtaining sub-462-5 (yield 83%).

[0322] Synthesis of compound N-462: The synthesis steps of compound N-462 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-462-5, and the raw material e-1 is replaced by the raw material e-9, thereby obtaining compound N-462 (yield 82%).

[0323] Elemental analysis: C 57 H 36 N2O2 theoretical value: C, 87.67; H, 4.65; N, 3.59; O, 4.10; found value: C, 87.69; H, 4.67; N, 3.54; HRMS (ESI) m / z [M+H]+: theoretical value: 780.92; found value: 782.12.

[0324] 2.26 The synthesis of compound N-469 comprises the following steps: 1

[0325] Synthesis of intermediate sub-469-5: The synthesis steps of intermediate sub-469-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-247-4, and raw material d-1 is replaced by raw material d-9, thereby obtaining sub-469-5 (yield 84%).

[0326] Synthesis of compound N-469: The synthesis steps of compound N-469 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-469-5, and the raw material e-1 is replaced by the raw material e-10, thereby obtaining compound N-469 (yield 81%).

[0327] Elemental analysis: C 59 H 34 N2O3S theoretical value: C, 83.27; H, 4.03; N, 3.29; O, 5.64; S,3.77; found value: C, 83.28; H, 4.01; N, 3.30; S, 3.75; HRMS (ESI) m / z [M+H]+: theoretical value: 850.99; found value: 852.24.

[0328] 2.27 The synthesis of compound N-476 comprises the following steps:

[0329] Synthesis of intermediate sub-476-5: The synthesis steps of intermediate sub-476-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-38-4, and raw material d-1 is replaced by raw material d-10, thereby obtaining sub-476-5 (yield 83%).

[0330] Synthesis of compound N-476: The synthesis steps of compound N-476 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-476-5, and the raw material e-1 is replaced by the raw material e-11, thereby obtaining compound N-476 (yield 81%).

[0331] Elemental analysis: C 57 H 34 N2OS2 theoretical value: C, 82.78; H, 4.14; N, 3.39; O, 1.93; S,7.75; found value: C, 82.79; H, 4.11; N, 3.41; S, 7.72; HRMS (ESI) m / z [M+H]+: theoretical value: 827.03; found value: 828.41.

[0332] 2.28 The synthesis of compound N-488 comprises the following steps:

[0333] Synthesis of intermediate sub-488-5: The synthesis steps of intermediate sub-488-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-247-4, and raw material d-1 is replaced by raw material d-11, thereby obtaining sub-488-5 (yield 84%).

[0334] Synthesis of compound N-488: The synthesis steps of compound N-488 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-488-5, and the raw material e-1 is replaced by the raw material e-12, thereby obtaining compound N-488 (yield 81%).

[0335] Elemental analysis: C 53 H 32 N2OS theoretical value: C, 85.46; H, 4.33; N, 3.76; O, 2.15; S,4.30; found: C, 85.45; H, 4.34; N, 3.71; S, 4.32; HRMS (ESI) m / z [M+H]+: theoretical value: 744.91; found: 746.09.

[0336] 2.29 The synthesis of compound N-504 comprises the following steps:

[0337] Synthesis of intermediate sub-504-5: The synthesis steps of intermediate sub-504-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material f-2, and raw material d-1 is replaced by raw material d-5, to obtain sub-504-5 (yield 88%).

[0338] Synthesis of compound N-504: The synthesis steps of compound N-504 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-504-5, and the raw material e-1 is replaced by the raw material e-13, thereby obtaining compound N-504 (yield 84%).

[0339] Elemental analysis: C 49 H 32 N2O2 theoretical value: C, 86.45; H, 4.74; N, 4.11; O, 4.70; found value: C, 86.43; H, 4.75; N, 4.10; HRMS (ESI) m / z [M+H]+: theoretical value: 680.81; found value: 682.33.

[0340] 2.30 The synthesis of compound N-506 comprises the following steps:

[0341] Synthesis of intermediate sub-506-5: The synthesis steps of intermediate sub-506-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material f-3, and raw material d-1 is replaced by raw material d-12, to obtain sub-506-5 (yield 88%).

[0342] Synthesis of compound N-506: The synthesis steps of compound N-506 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-506-5, and the raw material e-1 is replaced by the raw material e,14, to obtain compound N-506 (yield 83%).

[0343] Elemental analysis: C 55 H 34 N2O3 theoretical value: C, 85.69; H, 4.45; N, 3.63; O, 6.23; found value: C, 85.71; H, 4.47; N, 3.60; HRMS (ESI) m / z [M+H]+: theoretical value: 770.89; found value: 771.28.

[0344] 2.31 The synthesis of compound N-513 comprises the following steps:

[0345] Synthesis of intermediate sub-513-5: The synthesis steps of intermediate sub-513-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-513-4 to obtain sub-513-5 (yield 82%).

[0346] Synthesis of compound N-513: The synthesis steps of compound N-513 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-513-5, and the raw material e-1 is replaced by the raw material e-3, thereby obtaining compound N-513 (yield 84%).

[0347] Elemental analysis: C 51 H 32 N2O2 theoretical value: C, 86.91; H, 4.58; N, 3.97; O, 4.54; found value: C, 86.90; H, 4.61; N, 3.96; HRMS (ESI) m / z [M+H]+: theoretical value: 704.83; found value: 705.97.

[0348] 2.32 The synthesis of compound N-520 comprises the following steps:

[0349] Synthesis of intermediate sub-520-5: The synthesis steps of intermediate sub-520-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-520-4, and raw material d-1 is replaced by raw material d-5, thereby obtaining sub-520-5 (yield 83%).

[0350] Synthesis of compound N-520: The synthesis steps of compound N-520 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-520-5, and the raw material e-1 is replaced by the raw material e-3, thereby obtaining compound N-520 (yield 83%).

[0351] Elemental analysis: C 59 H 38 N2O2 theoretical value: C, 87.82; H, 4.75; N, 3.47; O, 3.97; found value: C, 87.80; H, 4.76; N, 3.46; HRMS (ESI) m / z [M+H]+: theoretical value: 806.97; found value: 808.31.

[0352] 2.33 The synthesis of compound N-522 comprises the following steps:

[0353] Synthesis of intermediate sub-522-5: The synthesis steps of intermediate sub-522-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-522-4, and raw material d-1 is replaced by raw material d-7, thereby obtaining sub-522-5 (yield 84%).

[0354] Synthesis of compound N-522: The synthesis steps of compound N-522 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-522-5, and the raw material e-1 is replaced by the raw material e-6, thereby obtaining compound N-522 (yield 83%).

[0355] Elemental analysis: C 65 H 40 N2O2 theoretical value: C, 88.61; H, 4.58; N, 3.18; O, 3.63; found value: C, 88.66; H, 4.56; N, 3.17; HRMS (ESI) m / z [M+H]+: theoretical value: 881.05; found value: 882.28.

[0356] 2.34 The synthesis of compound N-532 comprises the following steps:

[0357] Synthesis of intermediate sub-532-5: The synthesis steps of intermediate sub-532-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-532-4, and raw material d-1 is replaced by raw material d-4, thereby obtaining sub-532-5 (yield 81%).

[0358] Synthesis of compound N-532: The synthesis steps of compound N-532 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-532-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-532 (yield 84%).

[0359] Elemental analysis: C 65 H 40N2O3 theoretical value: C, 87.03; H, 4.49; N, 3.12; O, 5.35; found value: C, 87.06; H, 4.50; N, 3.13; HRMS (ESI) m / z [M+H]+: theoretical value: 897.05; found value: 898.28.

[0360] 2.35 The synthesis of compound N-536 comprises the following steps:

[0361] Synthesis of intermediate sub-536-5: The synthesis steps of intermediate sub-536-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-536-4 to obtain sub-536-5 (yield 84%).

[0362] Synthesis of compound N-536: The synthesis steps of compound N-536 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-536-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-536 (yield 82%).

[0363] Elemental analysis: C 53 H 32 N2O3 theoretical value: C, 85.46; H, 4.33; N, 3.76; O, 6.44; found value: C, 85.47; H, 4.36; N, 3.74; HRMS (ESI) m / z [M+H]+: theoretical value: 744.85; found value: 745.99.

[0364] 2.36 The synthesis of compound N-552 comprises the following steps:

[0365] Synthesis of intermediate sub-552-5: The synthesis steps of intermediate sub-552-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-552-4, and raw material d-1 is replaced by raw material d-2, thereby obtaining sub-552-5 (yield 83%).

[0366] Synthesis of compound N-552: The synthesis steps of compound N-552 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-552-5, and the raw material e-1 is replaced by the raw material e-3, thereby obtaining compound N-552 (yield 83%).

[0367] Elemental analysis: C 59 H 36 N2O2S theoretical value: C, 84.66; H, 4.34; N, 3.35; O, 3.82; S,3.83; found value: C, 84.64; H, 4.36; N, 3.32; S, 3.84; HRMS (ESI) m / z [M+H]+: theoretical value: 837.01; found value: 838.41.

[0368] 2.37 The synthesis of compound N-561 comprises the following steps:

[0369] Synthesis of intermediate sub-561-5: The synthesis steps of intermediate sub-561-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-561-4, and raw material d-1 is replaced by raw material d-5, thereby obtaining sub-561-5 (yield 81%).

[0370] Synthesis of compound N-561: The synthesis steps of compound N-561 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-561-5, and the raw material e-1 is replaced by the raw material e-5, thereby obtaining compound N-561 (yield 82%).

[0371] Elemental analysis: C 63 H 40 N2O2 theoretical value: C, 88.29; H, 4.70; N, 3.27; O, 3.73; found value: C, 88.31; H, 4.67; N, 3.25; HRMS (ESI) m / z [M+H]+: theoretical value: 857.03; found value: 858.40.

[0372] 2.38 The synthesis of compound N-388 comprises the following steps:

[0373] Synthesis of intermediate sub-388-5: The synthesis steps of intermediate sub-388-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-247-4, and raw material d-1 is replaced by raw material d-13, thereby obtaining sub-388-5 (yield 80%).

[0374] Synthesis of compound N-388: The synthesis steps of compound N-388 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-388-5 to obtain compound N-388 (yield 83%).

[0375] Elemental analysis: C 50 H 34 N2O2 theoretical value: C, 86.43; H, 4.93; N, 4.03; O, 4.61; found value: C, 86.42; H, 4.95; N, 4.01; HRMS (ESI) m / z [M+H]+: theoretical value: 694.83; found value: 696.07.

[0376] 2.39 The synthesis of compound N-402 comprises the following steps:

[0377] Synthesis of intermediate sub-402-5: The synthesis steps of intermediate sub-402-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-247-4, and raw material d-1 is replaced by raw material d-14, to obtain sub-402-5 (yield 80%).

[0378] Synthesis of compound N-402: The synthesis steps of compound N-402 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-402-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-402 (yield 85%).

[0379] Elemental analysis: C 66 H 40 N2O2 theoretical value: C, 88.77; H, 4.51; N, 3.14; O, 3.58; found value: C, 88.79; H, 4.53; N, 3.11; HRMS (ESI) m / z [M+H]+: theoretical value: 893.06; found value: 894.23.

[0380] 2.40 The synthesis of compound N-570 comprises the following steps:

[0381] Synthesis of intermediate sub-570-5: The synthesis steps of intermediate sub-570-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by intermediate sub-299-4, and raw material d-1 is replaced by raw material d-15, thereby obtaining sub-570-5 (yield 81%).

[0382] Synthesis of compound N-570: The synthesis steps of compound N-570 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-570-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-570 (yield 84%).

[0383] Elemental analysis: C 59 H 42 N2O2 theoretical value: C, 87.38; H, 5.22; N, 3.45; O, 3.95; found value: C, 87.40; H, 5.25; N, 3.41; HRMS (ESI) m / z [M+H]+: theoretical value: 811.00; found value: 812.31.

[0384] 2.41 The synthesis of compound N-576 comprises the following steps:

[0385] Synthesis of intermediate sub-576-5: The synthesis steps of intermediate sub-576-5 are the same as those of intermediate sub-8-5, except that intermediate sub-8-4 is replaced by raw material sub-271-4, and raw material d-1 is replaced by raw material d-16, to obtain sub-576-5 (yield 80%).

[0386] Synthesis of compound N-576: The synthesis steps of compound N-576 are the same as those of compound N-8, except that the intermediate sub-8-5 is replaced by the intermediate sub-576-5, and the raw material e-1 is replaced by the raw material e-2, thereby obtaining compound N-576 (yield 82%).

[0387] Elemental analysis: C 58 H 40 N2O2 theoretical value: C, 87.41; H, 5.06; N, 3.52; O, 4.01; found value: C, 87.43; H, 5.04; N, 3.50; HRMS (ESI) m / z [M+H]+: theoretical value: 796.97; found value: 798.09.

[0388] Device Examples Device Examples provide organic electroluminescent devices composed of different organic electroluminescent materials, such as Figure 1 As shown, it includes an anode 2, a hole injection layer 3, a hole transport layer 4, a light-emitting layer 5, an electron transport layer 6, an electron injection layer 7 and a cathode 8 which are sequentially stacked on a substrate 1, and its device structure is: anode (indium tin oxide (ITO) coated glass substrate) / hole injection layer (HIL) / hole transport layer (HTL) / light-emitting layer (EML) / electron transport layer (ETL) / electron injection layer (EIL) / cathode (Al).

[0389] The main material structures used in the device embodiments and comparative examples are shown in Table 1 below:

[0390] The specific preparation process of device embodiment 1 is as follows: (1) Substrate cleaning: The glass substrate coated with transparent ITO is ultrasonically treated in an aqueous cleaning agent (the composition and concentration of the aqueous cleaning agent: ethylene glycol solvent ≤ 10wt%, triethanolamine ≤ 1wt%), then rinsed in deionized water, ultrasonically degreased in a mixed solvent of acetone and ethanol (the volume ratio of acetone to ethanol is 1:1), baked in a clean environment until the moisture is completely removed, and then cleaned with ultraviolet rays and ozone.

[0391] (2) Evaporation of organic light-emitting functional layer: The glass substrate with the anode layer is placed in a vacuum chamber and evacuated to 1×10 -6 Up to 2×10 -4 Pa, vacuum evaporating a mixture of HI-2 and HT-12 on the above anode layer film, wherein the mass ratio of HI-2 to HT-12 is 3:97, as a hole injection layer, the evaporation thickness is 10 nm; HT-12 was evaporated on the hole injection layer as a hole transport layer, and the thickness of the evaporated film was 80nm; The light-emitting layer is deposited on the hole transport layer. The specific preparation method is: vacuum evaporation of the light-emitting host material (M-1 and N-8) and the guest material (RD-16) by co-evaporation, wherein the mass ratio of M-1:N-8:RD-16 is 47.5:47.5:5, and the total film thickness of the evaporation is 35nm; An electron transport layer is evaporated on the light-emitting layer. The specific preparation method is: vacuum evaporation of ET-7 and LiQ in a co-evaporation manner, wherein the mass ratio of ET-7 to LiQ is 50:50, and the total evaporation film thickness is 30 nm; An electron injection layer (made of LiQ) is vacuum-deposited on the electron transport layer, with a total film thickness of 1 nm. Al was evaporated on the electron injection layer as a cathode, and the total film thickness was 90nm.

[0392] The preparation methods of device embodiments 2 to 41 and device comparative examples 1 to 2 are the same as the preparation method of device embodiment 1, except that the luminescent host material N-8 in the luminescent layer is replaced. The compounds replacing the luminescent host material N-8 in device embodiments 2 to 41 are in order: N-12, N-31, N-38, N-41, N-59, N-75, N-78, N-82, N-96, N-106, N-136, N-154, N-171, N-247, N-271, N-287, N -299, N-336, N-347, N-353, N-358, N-382, N-459, N-462, N-469, N-476, N-488, N-504, N-506, N-513, N-520, N-522, N-532, N-536, N-552, N-561, N-388, N-402, N-570, N-576; the compounds replacing the luminescent host material N-8 in device comparative examples 1 to 2 are REF-1 and REF-2 in order; The organic electroluminescent devices obtained from device examples 1-41 and device comparative examples 1-2 were tested.

[0393] Instruments: The device's current, voltage, brightness, luminous spectrum and other characteristics are tested synchronously using a PR650 spectrum scanning luminance meter and a Keithley K2400 digital source meter system; Test conditions: Photoelectric properties Test conditions: Current density is 10mA / cm 2 .

[0394] Life test: current density is 50mA / cm 2 , record the time (in hours) when the device brightness drops to 95% of the original brightness.

[0395] The device performance test results are shown in Table 2: Table 2

[0396] The embodiments in the table represent device embodiments, and the comparative examples in the table are device comparative examples.

[0397] Obviously, the above embodiments are merely examples for the purpose of clear explanation, and are not intended to limit the implementation methods. For those skilled in the art, other different forms of changes or modifications can be made based on the above description. It is not necessary and impossible to list all the implementation methods here. The obvious changes or modifications derived therefrom are still within the scope of protection of the invention.

Claims

1. An organic compound, characterized in that The organic compound has a structure shown in formula (1): Formula (1) In formula (1), Y1 and Y2 are each independently selected from O or S; Ring A is present or absent, and when present, ring A is selected from a benzene ring; Ar 1 ,Ar 2 are the same or different, and are each independently selected from substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; L 1 , L 2 are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted C6-C60 arylene group, or a substituted or unsubstituted C3-C60 heteroarylene group; R1 and R2 are each independently selected from deuterium, halogen, cyano, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; n1 is any integer selected from 1-9. When n1 is equal to 1, R1 is a substituted or unsubstituted C6-C60 aryl group or a substituted or unsubstituted C3-C60 heteroaryl group. When n1 is greater than 1, R1 are the same or different, and at least one of R1 is a substituted or unsubstituted C6-C60 aryl group or a substituted or unsubstituted C3-C60 heteroaryl group. n2 is any integer selected from 0-3, when n2 is greater than 1, each R2 is the same or different; Wherein, the substituents of the substituted C6-C60 arylene group, substituted C3-C60 heteroarylene group, substituted C6-C60 aryl group and substituted C3-C60 heteroaryl group are selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl group, C3-C60 cycloalkyl group, C6-C60 aryl group, C3-C60 heteroaryl group, C6-C60 aromatic amine group and C3-C60 heteroaromatic amine group.

2. The organic compound according to claim 1, characterized in that The organic compound is selected from any one of the structures of Formula 1-1 to Formula 1-16, wherein Y1, Y2, Ar 1 ,Ar 2 , L 1 , L 2 , R1, R2, n1, n2 are defined as in claim 1: 。 3. The organic compound according to claim 1, characterized in that When ring A is absent, Ar 1 Selected from substituted or unsubstituted C6-C24 aryl, substituted or unsubstituted C3-C24 heteroaryl wherein O is a heteroatom, and substituted or unsubstituted C3-C24 heteroaryl wherein S is a heteroatom; The substituents of the substituted C6-C24 aryl, the substituted C3-C24 heteroaryl where O is a heteroatom, and the substituted C3-C24 heteroaryl where S is a heteroatom are selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 aromatic amine, and C3-C60 heteroaromatic amine.

4. The organic compound according to claim 1, characterized in that When ring A is absent, L 1 is a substituted C6-C60 arylene group or a substituted C3-C60 heteroarylene group; Among them, the substituted C6-C60 arylene group and the substituted C3-C60 heteroarylene group are selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 aromatic amine and C3-C60 heteroaromatic amine.

5. The organic compound according to claim 1, characterized in that Ar 1 ,Ar 2 are the same or different, each independently selected from substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl; and / or, L 1 , L 2 are the same or different, each independently selected from a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C3-C30 heteroarylene group; and / or, R1 and R2 are the same or different, and are independently selected from deuterium, halogen, cyano, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl; Among them, the substituents in the substituted C6-C30 arylene group, the substituted C3-C30 heteroarylene group, the substituted C6-C30 aryl group and the substituted C3-C30 heteroaryl group are selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl group, C3-C60 cycloalkyl group, C6-C60 aryl group, C3-C60 heteroaryl group, C6-C60 aromatic amino group and C3-C60 heteroaromatic amino group.

6. The organic compound according to claim 1, characterized in that Ar 1 ,Ar 2 the same or different, each independently selected from substituted or unsubstituted A groups, wherein the A groups are selected from: phenyl, naphthyl, phenanthryl, anthracenyl, fluoranthenyl, pyrenyl, biphenyl, binaphthyl, terphenyl, phenylnaphthyl, naphthylphenyl, triphenylene, fluorenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirobifluorenyl, 9,9-dimethylbenzofluorenyl, 9,9-diphenylbenzofluorenyl, benzospirobifluorenyl, benzofuranyl benzofuranyl, dibenzofuranyl, naphthobenzofuranyl, dinaphthofuranyl, benzothiophenyl, dibenzothiophenyl, naphthobenzothiophenyl, carbazolyl, N-phenylcarbazolyl, benzocarbazolyl, N-phenylbenzocarbazolyl, dibenzocarbazolyl, N-biphenylcarbazolyl, benzoxazolyl, naphthoxazolyl, phenanthroxazolyl, phenanthrobenzofuranyl, benzofuranobenzofuranyl, N-phenylbenzofuranocarbazolyl; Wherein, the substituent in the substituted A group is selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 arylamine, C3-C60 heteroarylamine; and / or, L 1 , L 2 are the same or different, each independently selected from a single bond, a substituted or unsubstituted B group, wherein the B group is selected from: phenylene, naphthylene, phenanthrylene, binaphthylene, dibenzofuranylene, dibenzothienylene, benzonaphthofuranylene, benzonaphthothienylene; Wherein, the substituent in the substituted B group is selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 arylamine, C3-C60 heteroarylamine; and / or, R1 and R2 are the same or different and are independently selected from deuterium, halogen, cyano, substituted or unsubstituted C groups; wherein the C group is selected from: phenyl, naphthyl, phenanthryl, anthracenyl, fluoranthenyl, pyrenyl, biphenyl, binaphthyl, terphenyl, phenylnaphthyl, naphthylphenyl, triphenylene, fluorenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirobifluorenyl, 9,9-dimethylbenzofluorenyl, 9,9-diphenylbenzofluorenyl, benzo Spirobifluorenyl, benzofuranyl, dibenzofuranyl, naphthobenzofuranyl, dinaphthofuranyl, benzothiophenyl, dibenzothiophenyl, naphthobenzothiophenyl, carbazolyl, N-phenylcarbazolyl, benzocarbazolyl, N-phenylbenzocarbazolyl, dibenzocarbazolyl, biphenylcarbazolyl, benzoxazolyl, naphthoxazolyl, phenanthroxazolyl, phenanthrobenzofuranyl, benzofuranobenzofuranyl, N-phenylbenzofuranocarbazolyl; The substituent in the substituted C group is selected from one or a combination of at least two of deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 aromatic amine, and C3-C60 heteroaromatic amine.

7. The organic compound according to any one of claims 1 to 6, characterized in that The organic compound is selected from any one of the following structures: 。 8. An organic electroluminescent material, characterized in that: The organic electroluminescent material comprises the organic compound according to any one of claims 1 to 7.

9. An organic electroluminescent device, characterized in that: The organic electroluminescent device comprises an anode, a cathode and an organic layer located between the anode and the cathode, wherein the organic layer comprises the organic compound according to any one of claims 1 to 7 or the organic electroluminescent material according to claim 8.

10. The organic electroluminescent device according to claim 9, characterized in that: The organic layer includes any one or a combination of at least two of a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, a light-emitting layer, a hole blocking layer, an electron transport layer and an electron injection layer.

11. The organic electroluminescent device according to claim 9 or 10, characterized in that: The organic layer comprises a light-emitting layer, and the light-emitting layer comprises the organic compound according to any one of claims 1 to 7 or the organic electroluminescent material according to claim 8 .

12. The organic electroluminescent device according to claim 11, characterized in that: The light-emitting layer comprises a host material and a guest material, wherein the host material comprises the organic compound according to any one of claims 1 to 7 or the organic electroluminescent material according to any one of claims 8.

13. An electronic device, characterized in that: The electronic device comprises the organic electroluminescent device according to any one of claims 9 to 12 or the organic electroluminescent material according to claim 8 or the organic compound according to any one of claims 1 to 7.

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