An organic compound and use thereof

Abstract

The application belongs to the technical field of organic electroluminescence, and particularly relates to an organic compound and application thereof. The organic compound provided by the application is based on a mother nucleus in a structure, and different substituent groups are combined and specific substitution sites are selected, so that the compound as a whole exhibits high hole transport performance; the HOMO and LUMO energy levels of the organic compound have high matching degrees with adjacent energy levels, so that the carrier mobility of the organic compound is relatively balanced, and thus the organic electroluminescence device containing the organic compound has low driving voltage, high luminous efficiency and long service life.

Description

Technical Field

[0001] This invention belongs to the field of organic electroluminescence technology, specifically relating to an organic compound and its applications. Background Technology

[0002] Organic light-emitting diodes (OLEDs) are devices that emit light through electric current, offering advantages such as thinness, flexibility, high contrast, and wide color gamut. Organic light-emitting materials are the core of OLEDs, and can be broadly categorized by function into light-emitting materials, hole injection materials, hole transport materials, electron transport materials, electron injection materials, and light-emitting auxiliary materials. However, current OLEDs made from organic light-emitting materials still require further reductions in driving voltage, current efficiency, and lifetime improvement. Summary of the Invention

[0003] The purpose of this invention is to overcome the shortcomings of existing organic electroluminescent devices, such as the need to reduce the driving voltage, improve the current efficiency and lifespan, and to provide an organic compound and its application.

[0004] In the definition of substituent terms in this invention:

[0005] The term "organic electroluminescent material" in this invention disclosure refers to a material that can be used in organic electroluminescent devices and may contain at least one compound. If desired, the organic electroluminescent material may be contained in any layer constituting the organic electroluminescent device. For example, the organic electroluminescent material may be a hole injection material, a hole transport material, a hole assist material, a light-emitting assist material, an electron blocking material, a light-emitting 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.

[0006] The term "multiple organic electroluminescent materials" in this invention disclosure refers to one or more organic electroluminescent materials comprising a combination of at least two compounds, said materials may be contained in any layer constituting an organic electroluminescent device. It can mean both materials contained before (e.g., before vapor deposition) and materials contained after (e.g., after vapor deposition) in the organic electroluminescent device. For example, multiple organic electroluminescent materials may be a combination of at least two compounds, said materials may contain at least one of the following: a hole injection layer, a hole transport layer, a hole auxiliary layer, a light-emitting auxiliary layer, a light-emitting layer, an electron buffer layer, a hole blocking layer, an electron transport layer, and an electron injection layer. The at least two compounds may be contained in the same layer or different layers, and may be mixed-evaporated or co-evaporated, or may be evaporated individually.

[0007] In this invention, the descriptive terms “each…independently selected”, “each…independently constitute”, and “each…independently constitute” are interchangeable and should be interpreted broadly. They can mean that the specific options expressed by the same symbols in different groups do not affect each other, or that the specific options expressed by the same symbols in the same group do not affect each other.

[0008] In this invention, the term "substituent" has its usual meaning as known in the art, referring to a chemical moiety covalently attached to or, where appropriate, fused to a parent nucleus group.

[0009] In this invention, the term "substituted or unsubstituted" means that the functional group described after the term may or may not have substituents (hereinafter, for ease of description, substituents are collectively referred to as Rc). For example, "substituted or unsubstituted aryl" refers to an aryl group having a substituent Rc or an unsubstituted aryl group. The aforementioned substituent, i.e., Rc, can be, for example, deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, or C1-C60 heteroaryl. Optionally, it can be, for example, deuterium, a 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 attached 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 adjacent substituents Rc can exist independently or fuse with the functional group to which they are attached to form a ring.

[0010] In this invention, the term "alkyl" refers, whether as part of other terms or used alone, to a saturated hydrocarbon group, which may be straight-chain or branched. The term "C1-C60 alkyl" is derived from a monovalent substituent of a straight-chain or branched saturated hydrocarbon having 1 to 60 carbon atoms, preferably 1 to 40 carbon atoms, and more preferably 1 to 20 carbon atoms. Examples of such substituents include, but are not limited to, methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, and hexyl.

[0011] In this invention, the terms "aryl" and "arylene" include monocyclic, polycyclic, or fused-ring aryl groups, wherein the rings may be interrupted by short non-aromatic units and may contain a spirostructure. Aryl groups include, but are not limited to, phenyl, biphenyl, terphenyl, naphthyl, phenanthryl, anthracene, fluorene, and spirodifluorene, etc. Arylene groups include, but are not limited to, phenylene, biphenylene, terphenylene, naphthylene, phenanthrylene, anthraceneene, fluorene, and spirodifluorene, etc.

[0012] In this invention, the term "heteroaryl" includes monocyclic, polycyclic, or fused-ring heteroaryl groups, wherein the rings may be interrupted by short non-aromatic units, and the heteroatoms include nitrogen, oxygen, and sulfur. Heteroaryl groups in this invention include, but are not limited to, furanyl, phenylthio, pyrroleyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetraazinyl, triazolyl, tetraazolyl, furazolidyl, pyridinyl, pyrazinyl, and pyrimidine. Pyridyl, benzofuranyl, benzothiophene, isobenzofuranyl, dibenzofuranyl, dibenzothiophene, benzimidazolyl, benzothiazolyl, benzoisothiazolyl, benzoisooxazolyl, benzooxazolyl, isoindolyl, indolyl, indazole, benzothiadiazolyl, quinolinyl, isoquinolinyl, cenolinyl, quinazolinyl, quinoxalolinyl, carbazole, phenoxazinyl, phenthiazinyl, phenanthidyl, benzo-m-dioxacyclopentenyl, dihydroacridyl And their derivatives, etc.; heteroaryl groups include, but are not limited to, pyrifos, pyrrolizyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridinyl, pyridazinyl, benzofuranyl, benzothiopheneyl, isobenzofuranyl, dibenzofuranyl Furanyl, dibenzothiophene, benzimidazolyl, benzithiazolyl, benzisisothiazolyl, benzisisooxazolyl, benzisoxazolyl, isoindolyl, indolyl, ininzolyl, benzisazolyl, benzothiadiazolyl, quinolinyl, isoquinolinyl, cenolinyl, quinazolinyl, quinoxolinyl, carbazolyl, phenoxazinyl, phenoxazinyl, phenanthridineyl, benzo[m]dioxacyclopentenyl, dihydroacridyl, and their derivatives, etc. As used herein, the term "substituted" means that a hydrogen atom in the compound is replaced by another substituent. This position is not limited to a specific position, as long as the hydrogen at that position can be replaced by a substituent. When two or more substituents are present, the two or more substituents can be the same or different.

[0013] In this invention, the term "halogen" refers to an atom selected from fluorine, chlorine, bromine, and iodine.

[0014] In this invention, unless otherwise stated, hydrogen atoms include protium, deuterium, and tritium.

[0015] In this invention, the definition of a group specifies a range of carbon atoms, and the number of carbon atoms is any integer within the defined range, such as C6-C60 aryl. The number of carbon atoms representing an aryl group can be any integer within the range of 6-60, such as 6, 8, 10, 13, 15, 17, 20, 22, 25, 30, 35, 40, 45, 50, 55 or 60, etc.

[0016] In this invention, unless otherwise specified, the substituents do not fuse with the group to which they belong.

[0017] In this invention, if the group is not specified as substituted or unsubstituted, it means that it has not been substituted.

[0018] In this invention, *- refers to a chemical bond that connects to other groups.

[0019] In this invention, the non-positional linker bond, which involves a single bond "*-" extending from the ring system, indicates that one end of the linker bond can connect to any position in the ring system traversed by the bond, and the other end connects to the rest of the compound molecule.

[0020] In this invention, * represents a connection site.

[0021] The solution adopted in this invention is as follows:

[0022] This invention provides an organic electroluminescent compound having the structure shown in formula (1):

[0023]

[0024] Among them, Ar 1 Ar 2 Each is independently selected from substituted or unsubstituted C6-C60 aryl groups and substituted or unsubstituted C3-C60 heteroaryl groups;

[0025] L 1 L 2 Each is independently selected from single-bonded, substituted or unsubstituted C6-C60 arylene, or substituted or unsubstituted C3-C60 heteroarylene;

[0026] The substituents of the substituted C6-C60 aryl, substituted C3-C60 heteroaryl, substituted C6-C60 arylene, and substituted C3-C60 heteroarylene are selected from one or a combination of at least two of the following: deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 aromatic amino, and C3-C60 heteroaromatic amino.

[0027] Preferably, the organic compound of formula (1) is selected from any one of the structures of formulas 1-1 to 1-24, wherein Ar 1 Ar 2 L 1 L 2 The definition is the same as in equation (1):

[0028]

[0029]

[0030] Preferably, in formulas 1-1 to 1-24, when L 1 or L 2 When it is phenyl, it is selected from the group consisting of the following structures:

[0031]

[0032] Preferred, Ar 1 Ar 2 Each is independently selected from substituted or unsubstituted C6-C45 aryl groups and substituted or unsubstituted C3-C45 heteroaryl groups;

[0033] Preferred, L 1 L 2 Each is independently selected from single-bonded, substituted or unsubstituted C6-C45 arylene, or substituted or unsubstituted C3-C45 heteroarylene;

[0034] The substituents of the substituted C6-C45 aryl, substituted C3-C45 heteroaryl, substituted C6-C45 arylene, and substituted C3-C45 heteroarylene are selected from one or a combination of at least two of the following: deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 aromatic amino, and C3-C60 heteroaromatic amino.

[0035] Preferred, Ar 1 Ar 2 Each is independently selected from substituted or unsubstituted C6-C30 aryl groups and substituted or unsubstituted C3-C30 heteroaryl groups;

[0036] Preferred, L 1 L 2 Each is independently selected from single-bonded, substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C3-C30 heteroarylene;

[0037] The substituents of the substituted C6-C30 aryl, substituted C3-C30 heteroaryl, substituted C6-C30 arylene, and substituted C3-C30 heteroarylene are selected from one or a combination of at least two of the following: deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 aromatic amino, and C3-C60 heteroaromatic amino.

[0038] Preferred, Ar 1 Ar 2 Each is independently selected from substituted or unsubstituted C6-C25 aryl groups and substituted or unsubstituted C3-C25 heteroaryl groups;

[0039] Preferred, L 1 L 2 Each is independently selected from single-bonded, substituted or unsubstituted C6-C25 arylene, or substituted or unsubstituted C3-C25 heteroarylene;

[0040] The substituents of the substituted C6-C25 aryl, substituted C3-C25 heteroaryl, substituted C6-C25 arylene, and substituted C3-C25 heteroarylene are selected from one or a combination of at least two of the following: deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 aromatic amino, and C3-C60 heteroaromatic amino.

[0041] Preferred, Ar 1 Ar 2 Each is independently selected from substituted or unsubstituted C6-C20 aryl groups and substituted or unsubstituted C3-C20 heteroaryl groups;

[0042] Preferred, L 1 L 2 Each is independently selected from single-bonded, substituted or unsubstituted C6-C20 arylene, or substituted or unsubstituted C3-C20 heteroarylene;

[0043] The substituents of the substituted C6-C20 aryl, substituted C3-C20 heteroaryl, substituted C6-C20 arylene, and substituted C3-C20 heteroarylene are selected from one or a combination of at least two of the following: deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 aromatic amino, and C3-C60 heteroaromatic amino.

[0044] Preferred, Ar 1 Ar 2 Each group is independently selected from substituted or unsubstituted A groups, and the A group is selected from phenyl, naphthyl, biphenyl, phenanthryl, fluoranthyl, etc. , terphenyl, triphenylene, finadeninyl, phenylnaphthyl, naphthylphenyl, dimethylfluorenyl, phenylmethylfluorenyl, diphenylfluorenyl, pyridyl, pyridylphenyl, phenylpyridyl, spirodifluorenyl, benzodimethylfluorenyl, benzodiphenylfluorenyl, benzospirodifluorenyl, dibenzofuranyl, benzonaphthiofuranyl, benzonaphthiopheneyl, spiro[fluoren-9,9'-oxazanthyl]yl, phenylmethylfluorenyl, dinaphthiofuranyl, dinaphthiopheneyl, dibenzothiopheneyl, N,N-diphenylaniline;

[0045] Preferred, L 1 L 2Each of the B groups is independently selected from single bonds, substituted or unsubstituted groups, and the B groups are selected from phenylene, naphthylene, biphenylene, phenanthrene, dibenzofuranyl, and dibenzothiopheneyl.

[0046] The substituents of the substituted A group and the substituted B group are selected from one or a combination of at least two of the following: deuterium, halogen, cyano, C1-C12 alkyl, C3-C12 cycloalkyl, C6-C30 aryl, C3-C30 heteroaryl, C6-C60 aromatic amino, and C3-C60 heteroaryl.

[0047] Preferably, the substituents of the substituted A group and the substituted B group are selected from one or a combination of at least two of the following: deuterium, halogen, cyano, methyl, ethyl, propyl, adamantyl, cyclopropane, cyclohexyl, cyclopentyl, phenyl, naphthyl, phenanthryl, phenylnaphthyl, naphthylphenyl, biphenyl, anthracene, fluorenyl, pyrene, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzonaphthiofuranyl, benzonaphthiophene, carbazole, and benzocarbazole.

[0048] Preferably, the organic compound is selected from any of the following structures:

[0049]

[0050]

[0051]

[0052]

[0053]

[0054]

[0055]

[0056]

[0057] Optionally, the deuteration rate of the compounds described above is 0%-100%.

[0058] The present invention also provides an organic electroluminescent material comprising the organic compounds described above.

[0059] The present invention also provides an organic electroluminescent device, the organic electroluminescent device comprising a cathode, an anode, and an organic layer located between the cathode and the anode, the organic layer comprising the organic compound or the organic electroluminescent material described above.

[0060] Preferably, the organic layer includes any one or a combination of at least two of the following: 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.

[0061] Preferably, the organic layer includes a light-emitting layer, which comprises an organic compound as described above.

[0062] Preferably, the organic layer includes a light-emitting auxiliary layer, which includes an organic compound as described above or an organic electroluminescent material as described above.

[0063] 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 may be selected from benzidine derivatives, arylamine compounds, phthalocyanine derivatives, the organic compounds described in formula (1), or other materials; this application does not impose any special limitations on this. The material of the hole injection layer includes, but is not limited to, the organic compounds described in formula (1) or the following compounds:

[0064]

[0065]

[0066] Optionally, the organic layer includes a hole transport layer, which may include one or more hole transport materials. The hole transport materials may be selected from carbazole polymers, carbazole-linked triarylamine compounds, the organic compounds described in formula (1), or other types of compounds. This application does not impose any special limitations on this. The material of the hole injection layer includes, but is not limited to, the organic compounds described in formula (1) or the following compounds:

[0067]

[0068]

[0069]

[0070] Optionally, the organic layer includes a light-emitting auxiliary layer, which may be a single-layer or multi-layer structure, and the light-emitting auxiliary layer comprises the organic compound of formula (1).

[0071] Optionally, the organic layer includes a light-emitting layer, which includes a host material and a guest material. The host material includes multiple host materials or a single host material. The composition of the multiple host materials 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. This application does not impose any special restrictions on this. The host material is also called the matrix material.

[0072] The guest material can be a compound having a condensed aryl ring or its derivative, a compound having a heteroaryl ring or its derivative, an aromatic amine derivative, or other materials, and this application does not impose any special limitations on this; the guest material is also referred to as a dopant or dopant. The guest material includes, but is not limited to, the following structures:

[0073]

[0074]

[0075] Optionally, the organic layer includes a hole-blocking layer, which can be a single-layer or multi-layer structure.

[0076] Optionally, the organic layer includes an electron transport layer, which can be a single-layer structure or a multi-layer structure. It may include one or more electron transport materials, selected from, but not limited to, LiQ, benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, or other electron transport materials. This application does not impose any special limitations on this. The materials of the electron transport layer include, but are not limited to, the following structures:

[0077]

[0078]

[0079] 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 it may include complexes of alkali metals and organic materials.

[0080] The present invention also provides an electronic device comprising an organic electroluminescent device as described above, an organic electroluminescent material as described above, or an organic compound as described above.

[0081] The beneficial effects of this invention are:

[0082] The organic compound provided by this invention, based on the core in the structure of formula (1), can exhibit high hole transport performance as a whole by combining different substituent groups and selecting specific substitution sites; the HOMO and LUMO energy levels of the organic compound have a high degree of matching with adjacent energy levels, making the carrier mobility of the organic compound more balanced, thereby enabling the organic electroluminescent device containing the organic compound to have a lower driving voltage, higher luminous efficiency and longer lifetime. Attached Figure Description

[0083] To more clearly illustrate the specific embodiments of the present invention or the technical solutions in the prior art, the drawings used in the description of the specific embodiments or the prior art will be briefly introduced below. Obviously, the drawings described below are some embodiments of the present invention. For those skilled in the art, other drawings can be obtained from these drawings without creative effort.

[0084] Figure 1 This is a structural diagram of the organic electroluminescent device of the present invention;

[0085] Reference numerals: 1-substrate, 2-anode, 3-hole injection layer, 4-hole transport layer, 5-first light-emitting auxiliary layer, 6-second light-emitting auxiliary layer, 7-light-emitting layer, 8-electron transport layer, 9-electron injection layer, 10-cathode. Detailed Implementation

[0086] The following embodiments are provided to better understand the present invention and are not limited to the preferred embodiments described. They do not constitute a limitation on the content and scope of protection of the present invention. Any product that is the same as or similar to the present invention, derived by any person under the guidance of the present invention or by combining the features of the present invention with other prior art, falls within the protection scope of the present invention.

[0087] For experiments not specifically described in the examples, the procedures or conditions should be followed according to the conventional experimental procedures described in the literature in this field. Reagents or instruments whose manufacturers are not specified are all commercially available conventional reagent products.

[0088] The above implementation methods can be freely combined, and detailed descriptions are provided below with reference to specific embodiments.

[0089] In this invention, a method for preparing the aforementioned organic compound is provided, as follows:

[0090] Synthesis of intermediate sub-2-n:

[0091]

[0092] Synthesis of compound Nn:

[0093]

[0094] The raw materials ax, bx, cx, dx, ex, and fx can all be purchased directly or synthesized by referring to existing literature reports through conventional reaction routes and conditions.

[0095] The specific structures of the raw materials ax, bx, cx, dx, and ex used in this embodiment of the invention are as follows:

[0096] In this embodiment of the invention, the raw material ax comprises the following structure:

[0097]

[0098] In this embodiment of the invention, the raw material bx comprises the following structure:

[0099]

[0100] In this embodiment of the invention, the raw material cx comprises the following structure:

[0101]

[0102] In this embodiment of the invention, the raw material dx comprises the following structure:

[0103]

[0104] In this embodiment of the invention, the raw material ex comprises the following structure:

[0105]

[0106] 1. Synthesis of intermediate sub-2-n:

[0107] Synthesis of intermediate sub-2-1:

[0108]

[0109] Synthesis of intermediate sub-1-1: A 100 mL three-necked round-bottom flask was placed with a stir bar and a reflux tube attached. Under nitrogen protection, starting material a-1 (1 mmol), starting material b-1 (1.1 mmol), toluene (10 mL), palladium acetate (0.03 mmol), X-phos (0.06 mmol), and sodium tert-butoxide (2.5 mmol) were added sequentially. The mixture was heated to 110 °C and reacted for 5 hours. After the reaction was completed, the mixture was cooled to room temperature and extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator. The crude product was separated by column chromatography (ethyl acetate: n-hexane = 1:50) to obtain intermediate sub-1-1 (yield 83%).

[0110] Synthesis of intermediate sub-2-1: A 100 mL three-necked round-bottom flask was placed with a stir bar and a reflux tube attached. Under nitrogen protection, intermediate sub-1-1 (1 mmol), starting material c-1 (1.1 mmol), Pd(dppf)Cl2 (0.03 mmol), potassium carbonate (2.5 mmol), and 1,4-dioxane / water (10 mL / 2 mL) were added sequentially. The mixture was heated to 90 °C and reacted for 5 hours. After the reaction was completed, the mixture was cooled to room temperature and extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate and the solvent was removed using a rotary evaporator. The crude product was separated by column chromatography (ethyl acetate: n-hexane = 1:50) to obtain intermediate sub-2-1 (yield 79%).

[0111] Synthesis of intermediate sub-2-23:

[0112]

[0113] Synthesis of intermediate sub-2-228: The synthesis method of intermediate sub-2-228 is the same as that of intermediate sub-2-1, except that the raw material c-1 is replaced with raw material c-5, thus obtaining intermediate sub-2-228 (yield 78%).

[0114] Synthesis of intermediate sub-2-56:

[0115]

[0116] Synthesis of intermediate sub-1-56: The synthesis method of intermediate sub-1-56 is the same as that of intermediate sub-1-1, except that raw material b-1 is replaced with raw material b-2, thus obtaining intermediate sub-1-56 (yield 81%).

[0117] Synthesis of intermediate sub-2-56: The synthesis method of intermediate sub-2-56 is the same as that of intermediate sub-2-1, except that intermediate sub-1-1 is replaced with intermediate sub-1-56, thus obtaining intermediate sub-2-56 (yield 80%).

[0118] Synthesis of intermediate sub-2-86:

[0119]

[0120] Synthesis of intermediate sub-1-86: The synthesis method of intermediate sub-1-86 is the same as that of intermediate sub-1-1, except that raw material b-1 is replaced with raw material b-3, thus obtaining intermediate sub-1-86 (yield 78%).

[0121] Synthesis of intermediate sub-2-86: The synthesis method of intermediate sub-2-86 is the same as that of intermediate sub-2-1, except that intermediate sub-1-1 is replaced with intermediate sub-1-86, thus obtaining intermediate sub-2-86 (yield 81%).

[0122] Synthesis of intermediate sub-2-151:

[0123]

[0124] Synthesis of intermediate sub-2-151: The synthesis method of intermediate sub-2-151 is the same as that of intermediate sub-2-1, except that the raw material c-1 is replaced with raw material c-2, thus obtaining intermediate sub-2-151 (yield 77%).

[0125] Synthesis of intermediate sub-2-246:

[0126]

[0127] Synthesis of intermediate sub-1-246: The synthesis method of intermediate sub-1-246 is the same as that of intermediate sub-1-1, except that raw material a-1 is replaced with raw material a-2, thus obtaining intermediate sub-1-246 (yield 81%).

[0128] Synthesis of intermediate sub-2-246: The synthesis method of intermediate sub-2-246 is the same as that of intermediate sub-2-1, except that intermediate sub-1-1 is replaced with intermediate sub-1-246, thus obtaining intermediate sub-2-246 (yield 80%).

[0129] Synthesis of intermediate sub-2-262:

[0130]

[0131] Synthesis of intermediate sub-2-262: The synthesis method of intermediate sub-2-262 is the same as that of intermediate sub-2-1, except that the raw material c-1 is replaced with raw material c-3, thus obtaining intermediate sub-2-262 (yield 79%).

[0132] Synthesis of intermediate sub-2-226:

[0133]

[0134] Synthesis of intermediate sub-2-228: The synthesis method of intermediate sub-2-228 is the same as that of intermediate sub-2-1, except that the raw material c-1 is replaced with raw material c-4, thus obtaining intermediate sub-2-228 (yield 78%).

[0135] Synthesis Example 1

[0136] This embodiment provides the synthesis of N-1, and its synthetic route is shown below:

[0137]

[0138] Synthesis of intermediate sub-3-1: A 100 mL three-necked round-bottom flask was placed with a stir bar and a reflux tube attached. Under nitrogen protection, intermediate sub-2-1 (1 mmol), starting material d-1 (1.1 mmol), palladium acetate (0.03 mmol), X-phos (0.06 mmol), sodium tert-butoxide (2.0 mmol), and toluene (10 mL) were added sequentially. The mixture was heated to 110 °C and reacted for 5 hours. After the reaction was completed, the mixture was cooled to room temperature and extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate and the solvent was removed using a rotary evaporator. The crude product was separated by column chromatography (ethyl acetate: n-hexane = 1:50) to obtain intermediate sub-3-1 (yield 76%).

[0139] Synthesis of compound N-1: A 100 mL three-necked round-bottom flask was placed with a stir bar and a reflux tube attached. Under nitrogen protection, intermediate sub-3-1 (1 mmol), starting material e-1 (1.1 mmol), palladium acetate (0.03 mmol), X-phos (0.06 mmol), sodium tert-butoxide (2.0 mmol), and toluene (10 mL) were added sequentially. The mixture was heated to 110 °C and reacted for 5 hours. After the reaction was completed, the mixture was cooled to room temperature and extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate and the solvent was removed using a rotary evaporator. The crude product was separated by column chromatography (ethyl acetate: n-hexane = 1:50) and recrystallized twice from toluene to obtain compound N-1 (yield 56%).

[0140] Elemental analysis: C 52 H 36 Theoretical N2 values: C, 90.67; H, 5.27; N, 4.07; Measured values: C, 90.72; H, 5.23; N, 4.06; HRMS(ESI) m / z[M+H]+: Theoretical value: 688.28; Measured value: 689.18.

[0141] Synthesis Example 2

[0142] This embodiment provides the synthesis of N-4, and its synthetic route is shown below:

[0143]

[0144] Synthesis of compound N-4: The synthesis method of compound N-4 is the same as that of compound N-1, except that the starting material e-1 is replaced with the starting material e-2, thus obtaining compound N-4 (yield 52%).

[0145] Elemental analysis: C 56 H 38 Theoretical N2 values: C, 91.03; H, 5.18; N, 3.79; Measured values: C, 91.12; H, 5.13; N, 3.75; HRMS(ESI) m / z[M+H]+: Theoretical value: 738.30; Measured value: 739.43.

[0146] Synthesis Example 3

[0147] This embodiment provides the synthesis of N-11, and its synthetic route is shown below:

[0148]

[0149] Synthesis of intermediate sub-3-11: The synthesis method of intermediate sub-3-11 is the same as that of intermediate sub-3-1, except that intermediate sub-2-1 is replaced with intermediate sub-2-262, thus obtaining compound sub-3-11 (yield 72%).

[0150] Synthesis of compound N-11: The synthesis method of compound N-11 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-11, thus obtaining compound N-11 (yield 51%).

[0151] Elemental analysis: C 52 H 36 Theoretical N2 values: C, 90.67; H, 5.27; N, 4.07; Measured values: C, 90.69; H, 5.28; N, 4.04; HRMS(ESI) m / z[M+H]+: Theoretical value: 688.87; Measured value: 689.97.

[0152] Synthesis Example 4

[0153] This embodiment provides the synthesis of N-23, and its synthetic route is shown below:

[0154]

[0155] Synthesis of intermediate sub-3-23: The synthesis method of intermediate sub-3-23 is the same as that of intermediate sub-3-1, except that intermediate sub-2-1 is replaced by intermediate sub-2-23, thus obtaining compound sub-3-23 (yield 74%).

[0156] Synthesis of compound N-23: The synthesis method of compound N-23 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-23, and starting material e-1 is replaced with starting material e-2, thus obtaining compound N-23 (yield 50%).

[0157] Elemental analysis: C 56 H 38 Theoretical N2 values: C, 91.03; H, 5.18; N, 3.79; Measured values: C, 91.05; H, 5.17; N, 3.78; HRMS(ESI) m / z[M+H]+: Theoretical value: 738.93; Measured value: 740.11.

[0158] Synthesis Example 5

[0159] This embodiment provides the synthesis of N-56, and its synthetic route is shown below:

[0160]

[0161] Synthesis of intermediate sub-3-56: The synthesis method of intermediate sub-3-56 is the same as that of intermediate sub-3-1, except that intermediate sub-2-1 is replaced by intermediate sub-2-56, thus obtaining compound sub-3-56 (yield 74%).

[0162] Synthesis of compound N-56: The synthesis method of compound N-56 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-56, thus obtaining compound N-56 (yield 52%).

[0163] Elemental analysis: C 56 H 38 Theoretical N2 values: C, 91.03; H, 5.18; N, 3.79; Measured values: C, 90.98; H, 5.21; N, 3.81; HRMS(ESI) m / z[M+H]+: Theoretical value: 738.30; Measured value: 739.43.

[0164] Synthesis Example 6

[0165] This embodiment provides the synthesis of N-86, and its synthetic route is shown below:

[0166]

[0167] Synthesis of intermediate sub-3-86: The synthesis method of intermediate sub-3-86 is the same as that of intermediate sub-3-1, except that intermediate sub-2-1 is replaced with intermediate sub-2-86, thus obtaining compound sub-3-86 (yield 74%).

[0168] Synthesis of compound N-86: The synthesis method of compound N-86 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-86, thus obtaining compound N-86 (yield 55%).

[0169] Elemental analysis: C 58 H 38 Theoretical N2O values: C, 89.43; H, 4.92; N, 3.60; O, 2.05; Measured values: C, 89.48; H, 4.89; N, 3.58; HRMS(ESI) m / z [M+H]+: Theoretical value: 778.30; Measured value: 779.43.

[0170] Synthesis Example 7

[0171] This embodiment provides the synthesis of N-112, and its synthetic route is shown below:

[0172]

[0173] Synthesis of compound N-112: The synthesis method of compound N-112 is the same as that of compound N-1, except that the starting material e-1 is replaced with the starting material e-3, thus obtaining compound N-112 (yield 51%).

[0174] Elemental analysis: C 56 H 38 Theoretical N2 values: C, 91.03; H, 5.18; N, 3.79; Measured values: C, 91.05; H, 5.21; N, 3.74; HRMS(ESI) m / z[M+H]+: Theoretical value: 738.30; Measured value: 739.43.

[0175] Synthesis Example 8

[0176] This embodiment provides the synthesis of N-114, and its synthetic route is shown below:

[0177]

[0178] Synthesis of compound N-144: The synthesis method of compound N-144 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-56, and starting material e-1 is replaced with starting material e-3, thus obtaining compound N-144 (yield 54%).

[0179] Elemental analysis: C 60 H 40 Theoretical N2 values: C, 91.34; H, 5.11; N, 3.55; Measured values: C, 91.30; H, 5.13; N, 3.57; HRMS(ESI) m / z[M+H]+: Theoretical value: 788.32; Measured value: 789.43.

[0180] Synthesis Example 9

[0181] This embodiment provides the synthesis of N-151, and its synthetic route is shown below:

[0182]

[0183] Synthesis of intermediate sub-3-151: The synthesis method of intermediate sub-3-151 is the same as that of intermediate sub-3-1, except that intermediate sub-2-1 is replaced by intermediate sub-2-151, thus obtaining compound sub-3-151 (yield 74%).

[0184] Synthesis of compound N-151: The synthesis method of compound N-151 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-151, thus obtaining compound N-151 (yield 55%).

[0185] Elemental analysis: C 56 H 38 Theoretical N2 values: C, 91.03; H, 5.18; N, 3.79; Measured values: C, 91.09; H, 5.11; N, 3.77; HRMS(ESI) m / z[M+H]+: Theoretical value: 738.93; Measured value: 739.98.

[0186] Synthesis Example 10

[0187] This embodiment provides the synthesis of N-218, and its synthetic route is shown below:

[0188]

[0189] Synthesis of compound N-218: The synthesis method of compound N-218 is the same as that of compound N-1, except that the starting material e-1 is replaced with the starting material e-8, thus obtaining compound N-218 (yield 54%).

[0190] Elemental analysis: C 58 H 38 Theoretical N2O values: C, 89.43; H, 4.92; N, 3.60; O, 2.05; Measured values: C, 89.45; H, 4.91; N, 3.58; HRMS(ESI) m / z [M+H]+: Theoretical value: 778.96; Measured value: 780.33.

[0191] Synthesis Example 11

[0192] This embodiment provides the synthesis of N-228, and its synthetic route is shown below:

[0193]

[0194] Synthesis of intermediate sub-3-228: The synthesis method of intermediate sub-3-228 is the same as that of intermediate sub-3-1, except that intermediate sub-2-1 is replaced by intermediate sub-2-228, thus obtaining compound sub-3-228 (yield 73%).

[0195] Synthesis of compound N-228: The synthesis method of compound N-228 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-228, thus obtaining compound N-228 (yield 56%).

[0196] Elemental analysis: C 58 H 38 Theoretical N2O values: C, 89.43; H, 4.92; N, 3.60; O, 2.05; Measured values: C, 89.44; H, 4.91; N, 3.62; HRMS(ESI) m / z[M+H]+: Theoretical value: 778.96; Measured value: 779.98.

[0197] Synthesis Example 12

[0198] This embodiment provides the synthesis of N-239, and its synthetic route is shown below:

[0199]

[0200] Synthesis of compound N-239: The synthesis method of compound N-239 is the same as that of compound N-1, except that the starting material e-1 is replaced with the starting material e-4, thus obtaining compound N-239 (yield 57%).

[0201] Elemental analysis: C 56 H 38 Theoretical N2 values: C, 89.43; H, 4.92; N, 3.60; O, 2.05; Measured values: C, 89.41; H, 4.91; N, 3.62; HRMS(ESI) m / z[M+H]+: Theoretical value: 778.95; Measured value: 780.05.

[0202] Synthesis Example 13

[0203] This embodiment provides the synthesis of N-241, and its synthetic route is shown below:

[0204]

[0205] Synthesis of intermediate sub-3-241: The synthesis method of intermediate sub-3-241 is the same as that of intermediate sub-3-1, except that the starting material d-1 is replaced with the starting material d-2, thus obtaining compound sub-3-241 (yield 73%).

[0206] Synthesis of compound N-241: The synthesis method of compound N-241 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-241, and starting material e-1 is replaced with starting material e-2, thus obtaining compound N-241 (yield 52%).

[0207] Elemental analysis: C 56 H 38 Theoretical N2 values: C, 91.03; H, 5.18; N, 3.79; Measured values: C, 91.01; H, 5.19; N, 3.80; HRMS(ESI) m / z[M+H]+: Theoretical value: 738.93; Measured value: 740.05.

[0208] Synthesis Example 14

[0209] This embodiment provides the synthesis of N-246, and its synthetic route is shown below:

[0210]

[0211] Synthesis of intermediate sub-3-246: The synthesis method of intermediate sub-3-246 is the same as that of intermediate sub-3-1, except that intermediate sub-2-1 is replaced with intermediate sub-2-246, and starting material d-1 is replaced with starting material d-2, thus obtaining compound sub-3-246 (yield 71%).

[0212] Synthesis of compound N-246: The synthesis method of compound N-246 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-246, and starting material e-1 is replaced with starting material e-5, thus obtaining compound N-246 (yield 54%).

[0213] Elemental analysis: C 61 H 44 Theoretical N2 values: C, 91.01; H, 5.51; N, 3.48; Measured values: C, 91.00; H, 5.50; N, 3.50; HRMS(ESI) m / z[M+H]+: Theoretical value: 804.35; Measured value: 805.41.

[0214] Synthesis Example 15

[0215] This embodiment provides the synthesis of N-250, and its synthetic route is shown below:

[0216]

[0217] Synthesis of intermediate sub-3-250: The synthesis method of intermediate sub-3-250 is the same as that of intermediate sub-3-1, except that the starting material d-1 is replaced with the starting material d-3, thus obtaining compound sub-3-250 (yield 72%).

[0218] Synthesis of compound N-250: The synthesis method of compound N-250 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-250, and starting material e-1 is replaced with starting material e-6, thus obtaining compound N-250 (yield 53%).

[0219] Elemental analysis: C 46 H 32 Theoretical N2 values: C, 90.16; H, 5.26; N, 4.57; Measured values: C, 90.17; H, 5.27; N, 4.55; HRMS(ESI) m / z[M+H]+: Theoretical value: 612.78; Measured value: 613.94.

[0220] Synthesis Example 16

[0221] This embodiment provides the synthesis of N-261, and its synthetic route is shown below:

[0222]

[0223] Synthesis of intermediate sub-3-261: The synthesis method of intermediate sub-3-261 is the same as that of intermediate sub-3-1, except that the starting material d-1 is replaced with the starting material d-4, thus obtaining compound sub-3-261 (yield 73%).

[0224] Synthesis of compound N-261: The synthesis method of compound N-261 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-261, thus obtaining compound N-261 (yield 55%).

[0225] Elemental analysis: C 52 H 36 Theoretical N2 values: C, 90.67; H, 5.27; N, 4.07; Measured values: C, 90.67; H, 5.29; N, 4.05; HRMS(ESI) m / z[M+H]+: Theoretical value: 688.84; Measured value: 690.12.

[0226] Synthesis Example 17

[0227] This embodiment provides the synthesis of N-262, and its synthetic route is shown below:

[0228]

[0229] Synthesis of compound N-262: The synthesis method of compound N-262 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-246, and starting material e-1 is replaced with starting material e-2, thus obtaining compound N-262 (yield 54%).

[0230] Elemental analysis: C 56 H 38 Theoretical N2 values: C, 91.03; H, 5.18; N, 3.79; Measured values: C, 91.01; H, 5.19; N, 3.80; HRMS(ESI) m / z[M+H]+: Theoretical value: 738.93; Measured value: 739.98.

[0231] Synthesis Example 18

[0232] This embodiment provides the synthesis of N-263, and its synthetic route is shown below:

[0233]

[0234] Synthesis of compound N-263: The synthesis method of compound N-263 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-246, and starting material e-1 is replaced with starting material e-2, thus obtaining compound N-263 (yield 53%).

[0235] Elemental analysis: C 56 H 38 Theoretical N2 values: C, 91.03; H, 5.18; N, 3.79; Measured values: C, 91.04; H, 5.19; N, 3.77; HRMS(ESI) m / z[M+H]+: Theoretical value: 738.93; Measured value: 740.04.

[0236] Synthesis Example 19

[0237] This embodiment provides the synthesis of N-264, and its synthetic route is shown below:

[0238]

[0239] Synthesis of compound N-264: The synthesis method of compound N-264 is the same as that of compound N-1, except that intermediate sub-3-1 is replaced with intermediate sub-3-241, and starting material e-1 is replaced with starting material e-7, thus obtaining compound N-264 (yield 54%).

[0240] Elemental analysis: C 58 H 40 Theoretical N2 values: C, 91.07; H, 5.27; N, 3.66; Measured values: C, 91.05; H, 5.28; N, 3.67; HRMS(ESI) m / z[M+H]+: Theoretical value: 764.97; Measured value: 766.03.

[0241] Device Examples

[0242] This invention also provides OLED devices composed of different organic electroluminescent materials, with specific structural distributions as follows: Figure 1 As shown, the OLED device has the following layer structure: substrate (glass substrate) 1 / anode 2 (indium tin oxide (ITO) coating on the glass substrate) / hole injection layer 3 (HIL) / hole transport layer 4 (HTL) / first light-emitting auxiliary layer 5 (Prime-1) / second light-emitting auxiliary layer 6 (Prime-2) / light-emitting layer 7 (EML) / electron transport layer 8 (ETL) / electron injection layer (EIL) 9 / cathode 10.

[0243] The compound structures of some of the device fabrication examples are shown below:

[0244]

[0245] The fabrication method of the OLED device includes the following steps:

[0246] (1) Substrate cleaning:

[0247] The glass substrate coated with transparent ITO was ultrasonically treated in an aqueous cleaning agent (the composition and concentration of the aqueous cleaning agent: ethylene glycol solvent ≤10wt%, triethanolamine ≤1wt%), rinsed in deionized water, ultrasonically degreased in an acetone:ethanol mixed solvent (volume ratio 1:1), baked in a clean environment until all moisture was removed, and then cleaned with ultraviolet light and ozone.

[0248] (2) Evaporation of organic light-emitting functional layer:

[0249] The glass substrate with the anode layer was placed in a vacuum chamber and evacuated to a vacuum level of 1×10⁻⁶. -6 Up to 2×10 -4 Pa, a mixture of HI-10 and HT-13 is vacuum-deposited on the above-mentioned anodic layer film, wherein the mass ratio of HI-10 to HT-13 is 3:97, as a hole injection layer, and the deposition thickness is 10 nm.

[0250] A hole transport layer (material HT-13) is deposited on the hole injection layer, with a film thickness of 80 nm.

[0251] A first light-emitting auxiliary layer (Prime-1) is deposited on the hole transport layer. The material is P-1 and the film thickness is 80 nm.

[0252] A second light-emitting auxiliary layer (Prime-2) is deposited on the first light-emitting auxiliary layer. The material is as described in Table 1, and the film thickness is 5 nm.

[0253] A light-emitting layer is deposited on the second light-emitting auxiliary layer. The specific preparation method is as follows: the light-emitting host material (CBP) and the guest material RD-16 (mass ratio 95:5) are vacuum deposited by co-evaporation, and the total film thickness is 35nm.

[0254] An electron transport layer is deposited on the light-emitting layer. The specific preparation method is as follows: ET-9 and LiQ are vacuum deposited by co-evaporation, wherein the mass ratio of ET-9 and LiQ is 50:50 and the total film thickness is 30nm.

[0255] An electron injection layer (LiQ material) was vacuum-deposited on the electron transport layer, with a total film thickness of 1 nm.

[0256] Al was deposited on the electron injection layer, with a total film thickness of 90 nm.

[0257] The main material structures used in the device comparison are shown below:

[0258]

[0259] Table 1 below shows the material and thickness parameters of each layer in Device Examples 1-19 and Device Comparative Example 1:

[0260] Table 1

[0261]

[0262]

[0263] The organic electroluminescent devices obtained in Device Examples 1-19 and Device Comparative Example 1 were tested.

[0264] Instruments: The current, voltage, brightness, emission spectrum and other characteristics of the device were tested simultaneously using a PR650 spectral scanning luminance meter and a Keithley K2400 digital source meter system;

[0265] Test conditions: Photoelectric property test conditions: current density 10 mA / cm² 2 .

[0266] Lifetime test: current density 50mA / cm 2 The recording time (in hours) is recorded when the device brightness drops to 95% of its original brightness.

[0267] The device performance test results are shown in Table 2. In order to better reflect the performance advantages of the present invention, the driving voltage test data of the device comparative example 1 in Table 2 is set to 100, and the driving voltage data of the device embodiments are all relative values ​​of it; at the same time, the current efficiency test data of the device comparative example 1 in Table 2 is set to 100, and the current efficiency test data of the device embodiments are all relative values ​​of it.

[0268] Table 2

[0269] project Drive voltage Current efficiency Lifespan T95 (hrs) Device Example 1 91.1 112.6 107 Device Example 2 90.7 113.9 108 Device Example 3 92.6 110.6 107 Device Example 4 91.9 111.8 108 Device Example 5 91.9 111.3 107 Device Example 6 92.1 111.1 109 Device Example 7 90.8 112.4 108 Device Example 8 91.7 111.2 108 Device Example 9 93.3 109.8 106 Device Example 10 91.4 111.9 109 Device Example 11 93.7 109.7 105 Device Example 12 91.4 112.0 107 Device Example 13 89.4 117.3 109 Device Example 14 98.3 102.1 101 Device Example 15 97.6 101.6 98 Device Example 16 97.4 101.9 99 Device Example 17 97.9 102.3 100 Device Example 18 98.5 102.2 99 Device Example 19 96.2 104.1 103 Device Comparison Example 1 100 100 97

[0270] Obviously, the above embodiments are merely illustrative examples for clear explanation and are not intended to limit the implementation. Those skilled in the art will recognize that other variations or modifications can be made based on the above description. It is neither necessary nor possible to exhaustively list all possible implementations here. However, obvious variations or modifications derived therefrom are still within the scope of protection of this invention.

Claims

1. An organic compound, characterized in that, The organic compound has the structure shown in formula (1): Among them, Ar 1 Ar 2 Each is independently selected from substituted or unsubstituted C6-C60 aryl groups and substituted or unsubstituted C3-C60 heteroaryl groups; L 1 L 2 Each is independently selected from single-bonded, substituted or unsubstituted C6-C60 arylene, substituted or unsubstituted C3-C60 heteroarylene; The substituents of the substituted C6-C60 aryl, substituted C3-C60 heteroaryl, substituted C6-C60 arylene, and substituted C3-C60 heteroarylene are selected from one or a combination of at least two of the following: deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 aromatic amino, and C3-C60 heteroaromatic amino.

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 1-24, wherein Ar 1 Ar 2 L 1 L 2 The definition is the same as in claim 1:

3. The organic compound according to claim 1 or 2, characterized in that, Ar 1 Ar 2 Each is independently selected from substituted or unsubstituted C6-C25 aryl groups and substituted or unsubstituted C3-C25 heteroaryl groups; L 1 L 2 Each is independently selected from single-bonded, substituted or unsubstituted C6-C25 arylene, or substituted or unsubstituted C3-C25 heteroarylene; The substituents of the substituted C6-C25 aryl, substituted C3-C25 heteroaryl, substituted C6-C25 arylene, and substituted C3-C25 heteroarylene are selected from one or a combination of at least two of the following: deuterium, halogen, cyano, C1-C60 alkyl, C3-C60 cycloalkyl, C6-C60 aryl, C3-C60 heteroaryl, C6-C60 aromatic amino, and C3-C60 heteroaromatic amino.

4. The organic compound according to any one of claims 1-3, characterized in that, Ar 1 Ar 2 Each group is independently selected from substituted or unsubstituted A groups, and the A group is selected from phenyl, naphthyl, biphenyl, phenanthryl, fluoranthyl, etc. , terphenyl, triphenylene, finadeninyl, phenylnaphthyl, naphthylphenyl, dimethylfluorenyl, phenylmethylfluorenyl, diphenylfluorenyl, pyridyl, pyridylphenyl, phenylpyridyl, spirodifluorenyl, benzodimethylfluorenyl, benzodiphenylfluorenyl, benzospirodifluorenyl, dibenzofuranyl, benzonaphthiofuranyl, benzonaphthiopheneyl, spiro[fluoren-9,9'-oxazanthyl]yl, phenylmethylfluorenyl, dinaphthiofuranyl, dinaphthiopheneyl, dibenzothiopheneyl, N,N-diphenylaniline; L 1 L 2 Each of the B groups is independently selected from single bonds, substituted or unsubstituted groups, and the B groups are selected from phenylene, naphthylene, biphenylene, phenanthrene, dibenzofuranyl, and dibenzothiopheneyl. The substituents of the substituted A group and the substituted B group are selected from one or a combination of at least two of the following: deuterium, halogen, cyano, C1-C12 alkyl, C3-C12 cycloalkyl, C6-C30 aryl, C3-C30 heteroaryl, C6-C60 aromatic amino, and C3-C60 heteroaryl. Preferably, the substituents of the substituted A group and the substituted B group are selected from one or a combination of at least two of the following: deuterium, halogen, cyano, methyl, ethyl, propyl, adamantyl, cyclopropane, cyclohexyl, cyclopentyl, phenyl, naphthyl, phenanthryl, phenylnaphthyl, naphthylphenyl, biphenyl, anthracene, fluorenyl, pyrene, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzonaphthiofuranyl, benzonaphthiophene, carbazole, and benzocarbazole.

5. The organic compound according to any one of claims 1-4, characterized in that... The organic compound is selected from any of the following structures:

6. An organic electroluminescent material, characterized in that, The organic electroluminescent material comprises an organic compound as described in any one of claims 1-5.

7. An organic electroluminescent device, characterized in that, The organic electroluminescent device includes an anode, a cathode, and an organic layer located between the anode and the cathode, wherein the organic layer includes an organic compound as described in any one of claims 1-5 or an organic electroluminescent material as described in claim 6.

8. The organic electroluminescent device according to claim 7, characterized in that, The organic layer includes any one or a combination of at least two of the following: 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.

9. The organic electroluminescent device according to claim 7 or 8, characterized in that, The organic layer includes a light-emitting layer, which comprises an organic compound as described in any one of claims 1-5.

10. The organic electroluminescent device according to any one of claims 7-9, characterized in that, The organic layer includes a light-emitting auxiliary layer, which comprises an organic compound as described in any one of claims 1-5 or an organic electroluminescent material as described in claim 6.

11. An electronic device, characterized in that, The electronic device includes an organic electroluminescent device as described in any one of claims 7-10, an organic electroluminescent material as described in claim 6, or an organic compound as described in any one of claims 1-5.

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