Organic compound, organic electroluminescent display, and electronic device

Abstract

The present application relates to an organic compound, an organic electroluminescent display, and an electronic device. The organic compound provided by the present application has the structure shown in formula I. When applied to an organic electroluminescent display, the organic compound can significantly improve device performance.

Description

Organic compounds, organic electroluminescent devices and electronic devices

[0001] Cross-references to related applications

[0002] This application claims priority to Chinese Patent Application No. 202510370120.9, filed on March 26, 2025, the entire contents of which are incorporated herein by reference. Technical Field

[0003] This application relates to the field of organic electroluminescence, specifically to an organic compound, an organic electroluminescent device, and an electronic device. Background Technology

[0004] Organic Electroluminescence Display (OLED) is a device technology that emits light by introducing one or more organic films into the cathode and anode, and then applying electricity. It achieves ultra-thin, flexible, and transparent properties, and its application in the flat panel display and lighting industries is increasing year by year. Commercial products based on OLED light-emitting and display technology have already been industrialized. Compared with liquid crystal display technology, OLED display technology has many advantages, including self-illumination, no radiation, light weight, thinness, wide viewing angle, wide color gamut, color stability, fast response speed, strong environmental adaptability, and the ability to achieve flexible displays.

[0005] OLED devices are self-emissive, requiring no additional backlighting or excitation light, giving them unique advantages in display and lighting applications. The device typically has an anode and a cathode at its two ends, with several layers of stacked organic functional materials sandwiched in between, forming the device's light-emitting layer. By applying current to the device's ends, the organic light-emitting layer emits light; different materials emit different colors: white light is generally needed for lighting, while red, green, and blue light are typically required for displays. To enhance the device's luminous performance, hole transport regions are usually added between the anode and the organic light-emitting layer, and / or electron transport regions are added between the light-emitting layer and the cathode.

[0006] Currently, many existing technologies disclose that aromatic amine compounds can be used as hole transport materials or light-emitting modulating layer materials in OLED devices to regulate the transport and injection of charge carriers into the organic light-emitting layer. However, issues related to the driving voltage and lifetime of the device remain to be resolved. Therefore, it is still necessary to continue to improve and adjust the structure of triarylamine materials to further enhance the performance of electronic components. Summary of the Invention

[0007] The purpose of this application is to provide an organic compound, an organic electroluminescent device, and an electronic device, wherein using the organic compound in the organic electroluminescent device can improve the performance of the device.

[0008] A first aspect of this application provides an organic compound having the structure shown in Formula I:

[0009] Ar is selected from substituted or unsubstituted aryl groups having 10 to 12 carbon atoms;

[0010] The substituents in Ar may be the same or different, and each is independently selected from deuterium or halogen groups;

[0011] L1 and L2 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0012] Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6 to 40 carbon atoms or substituted or unsubstituted heteroaryl groups having 3 to 40 carbon atoms;

[0013] The substituents in L1, L2, Ar1, and Ar2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, deuterated heteroaryl with 3 to 20 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, or triarylsilyl with 18 to 24 carbon atoms;

[0014] Each R1, each R2, and each R3 may be the same or different, and each is independently selected from hydrogen, deuterium, halogen group, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, or haloalkyl with 1 to 10 carbon atoms;

[0015] a is the number of R1s, and a can be selected from 1, 2, 3, 4 or 5. When a is greater than 1, any two R1s are the same or different.

[0016] b is the number of R2, and b is selected from 1, 2, 3, 4 or 5. When b is greater than 1, any two R2 are the same or different.

[0017] c is the number of R3s, and c is selected from 1 or 2. When c is 2, the two R3s are the same or different.

[0018] A second aspect of this application provides an organic electroluminescent device, including an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; the functional layer comprises the organic compound described in the first aspect.

[0019] A third aspect of this application provides an electronic device including the organic electroluminescent device described in the second aspect.

[0020] The organic compound disclosed in this application has a molecular structure comprising a central benzene ring with specific tetrasubstituted substituents. Specifically, it has benzene substituents at both the 2- and 5-positions, a naphthalene or biphenyl substituent at the 4-position, and a nitrogen atom of an aromatic amine group at the 1-position, thus forming a polysubstituted triarylamine compound. The advantages of this compound are: the naphthalene or biphenyl substituent on the central benzene ring forms a conjugation with the para-position aromatic amine N atom, enhancing molecular mobility; simultaneously, the presence of a benzene substituent at both the ortho and meta positions of the aromatic amine N atom contributes to a wider band gap (Eg). When applied to the luminescence adjustment layer of OLED devices, this effectively blocks recombination excitons and electrons, thereby improving the device's luminous efficiency. Furthermore, this polysubstituted structure at specific sites increases molecular tortuosity, enhances film-forming properties, and lowers the material's vapor deposition process temperature, thus improving the material's thermal stability. Therefore, applying this compound to the luminescence adjustment layer of OLED devices results in devices with high luminous efficiency and long lifespan.

[0021] Other features and advantages of this application will be described in detail in the following detailed description section. Attached Figure Description

[0022] The accompanying drawings are provided to further understand this application and form part of the specification. They are used together with the following detailed description to explain this application, but do not constitute a limitation thereof.

[0023] Figure 1 is a schematic diagram of the structure of an organic electroluminescent device according to one embodiment of this application.

[0024] Figure 2 is a schematic diagram of an electronic device according to one embodiment of this application.

[0025] Reference numerals 100, 200, 300, 310, 320, 321, 330, 340, 350, 400, and 360, respectively, represent the following: 100, 200, 300, 310, 321, 321, 330, 340, 350, 360, 400, and 370, respectively. The reference numerals also indicate the electronic device. Detailed Implementation

[0026] Exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, exemplary embodiments can be implemented in many forms and should not be construed as limited to the examples set forth herein; rather, these embodiments are provided to make this application more comprehensive and complete, and to fully convey the concept of exemplary embodiments to those skilled in the art. The described features, structures, or characteristics may be combined in any suitable manner in one or more embodiments. In the following description, numerous specific details are provided to give a full understanding of embodiments of this application.

[0027] In this application, the descriptive phrases "each...independently is," "...each independently is," and "...independently selected from" are interchangeable and should be interpreted broadly. They can mean either that the specific options expressed by the same symbol in different groups do not affect each other, or that the specific options expressed by the same symbol in the same group do not affect each other. For example, In this context, each q is independently 0, 1, 2, or 3, and each R is independently selected from hydrogen, deuterium, fluorine, and chlorine. The meaning is as follows: Formula Q-1 indicates that there are q substituents R" on the benzene ring, and each R" can be the same or different, and the options of each R" do not affect each other; Formula Q-2 indicates that there are q substituents R" on each benzene ring of biphenyl, and the number q of substituents R" on the two benzene rings can be the same or different, and each R" can be the same or different, and the options of each R" do not affect each other.

[0028] In this application, 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 substituents, i.e., Rc, can be, for example, deuterium, halogen groups, cyano, alkyl, deuterated alkyl, haloalkyl, cycloalkyl, aryl, heteroaryl, deuterated aryl, deuterated heteroaryl, trialkylsilyl, triarylsilyl, etc. The number of substituents can be one or more.

[0029] In this application, a non-positioned linker bond refers to a single bond extending from the ring system. This means that one end of the linking bond can connect to any position in the ring system that the bond passes through, and the other end connects to the rest of the compound molecule.

[0030] For example, as shown in equation (f) below, the naphthyl group represented by equation (f) is connected to other positions in the molecule through two non-positional linkages that span the bicyclic ring. This means that any possible connection mode is shown in equations (f-1) to (f-10).

[0031] For example, as shown in the following formula (X'), the dibenzofuran group represented by formula (X') is connected to other positions of the molecule through a non-positional linker extending from the middle of one side of the benzene ring. This means that any possible connection mode shown in formulas (X'-1) to (X'-4) is included.

[0032] In this application, a non-positional substituent refers to a substituent connected by a single bond extending from the center of the ring system, indicating that the substituent can be attached to any possible position in the ring system. For example, as shown in equation (Y) below, the substituent R' represented by equation (Y) is connected to the quinoline ring by a non-positional linking bond, which means that it includes any possible connection mode shown in equations (Y-1) to (Y-7).

[0033] In this application, the number of carbon atoms in Ar, L, L1, Ar1, Ar2, R1, R2, and R3 refers to the total number of carbon atoms. For example, if L1 is selected from a substituted arylene with 12 carbon atoms, then the total number of carbon atoms in the arylene and its substituents is 12.

[0034] In this application, "alkyl" can include straight-chain alkyl or branched alkyl. "Alkyl with 1 to 10 carbon atoms" can have 1 to 10 carbon atoms. In this application, numerical ranges such as "1 to 10" refer to integers within a given range; for example, "1 to 10 carbon atoms" means an alkyl group that may contain 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10 carbon atoms. Specific examples include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, heptyl, n-octyl, 2-ethylhexyl, nonyl, decyl, 3,7-dimethyloctyl, etc.

[0035] In this application, cycloalkyl refers to a group derived from a saturated cyclic carbon chain structure. "Cycloalkyl with 3 to 10 carbon atoms" can have 3 to 10 carbon atoms. In this application, numerical ranges such as "3 to 10" refer to integers within a given range; for example, "5 to 10 carbon atoms" means that it can contain 5, 6, 7, 8, 9, or 10 carbon atoms. Optionally, specific embodiments of cycloalkyl include, but are not limited to, cyclopentyl, cyclohexyl, adamantyl, norbornyl, etc.

[0036] In this application, aryl refers to any optional functional group or substituent derived from an aromatic carbon ring. The aryl group can be a monocyclic aryl (e.g., phenyl) or a polycyclic aryl; in other words, the aryl group can be a monocyclic aryl, a fused-ring aryl, two or more monocyclic aryl groups linked by carbon-carbon bonds, a monocyclic aryl and a fused-ring aryl linked by carbon-carbon bonds, or two or more fused-ring aryl groups linked by carbon-carbon bonds. That is, unless otherwise stated, two or more aromatic groups linked by carbon-carbon bonds can also be considered as the aryl group in this application. Fused-ring aryl groups may include, for example, bicyclic fused aryl (e.g., naphthyl), tricyclic fused aryl (e.g., phenanthrene, fluorene, anthracene), etc. The aryl group does not contain heteroatoms such as B, N, O, S, P, Se, and Si. Examples of aryl groups may include, but are not limited to, phenyl, naphthyl, fluorenyl, spirodifluorenyl, adamantanespirofluorenyl, anthracene, phenanthryl, biphenyl, terphenyl, perylene, pyrene, benzofluoranthyl, etc. 9,10-dihydroanthracene (e.g., 9,10-dihydroanthracene) For example, in this application, the number of carbon atoms in the substituted or unsubstituted aryl group can be 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, or 40. In this application, biphenyl can be understood as a phenyl-substituted aryl group or an unsubstituted aryl group.

[0037] In this application, the term "arylene" refers to a divalent group formed by the further loss of a hydrogen atom from an aryl group.

[0038] In this application, a substituted aryl group refers to an aryl group in which one or more hydrogen atoms are replaced by other groups. For example, at least one hydrogen atom may be replaced by a deuterium, halogen group, cyano, alkyl, deuterated alkyl, haloalkyl, cycloalkyl, aryl, heteroaryl, deuterated aryl, deuterated heteroaryl, trialkylsilyl, or triarylsilyl group. It is understood that the number of carbon atoms in the substituted aryl group refers to the total number of carbon atoms in the aryl group and its substituents. For example, Ar1 is... Therefore, it has 10 carbon atoms.

[0039] In this application, aryl groups used as substituents include, but are not limited to, phenyl, naphthyl, and biphenyl groups.

[0040] In this application, the fluorene group can be substituted by one or more substituents. When the fluorene group is substituted, the substituted fluorene group can be: etc., but not limited to this.

[0041] In this application, terphenyl includes

[0042] In this application, a heteroaryl group refers to a monovalent aromatic ring or its derivative containing 1, 2, 3, 4, 5, or 6 heteroatoms. The heteroatoms can be at least one of B, O, N, P, Si, Se, and S. A heteroaryl group can be a monocyclic or polycyclic heteroaryl group; in other words, a heteroaryl group can be a single aromatic ring system or a system of multiple aromatic rings linked by carbon-carbon bonds, and any aromatic ring system can be a single aromatic monocyclic ring or a fused aromatic ring. For example, a heteroaryl group may include thiophene, furanyl, pyrrole, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridineyl, pyridazinyl, quinolinyl, quinazolinyl, quinoxolinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, isoquinolinyl, indolyl, carbazole, benzoxazolyl, benzimidazolyl, etc. Azolyl, benzothiazolyl, benzocarbazole, benzothiophene, dibenzothiaphene, thienothiaphene, benzofuranyl, phenanthrolinel, isoxazolyl, thiadiazolyl, benzothiazolyl, phenothiazinyl, silanyl, dibenzofuranyl, and N-arylcarbazole (e.g., N-phenylcarbazole), N-heteroarylcarbazole (e.g., N-pyridylcarbazole), N-alkylcarbazole (e.g., N-methylcarbazole), oxanthyl Thioxanethyl oxanespirofluorene Thioxanespirofluorene Dibenzo-dioxin And so on, but not limited to these. Among them, thiopheneyl, furanyl, phenanthroline, etc., are heteroaryl groups of the single aromatic ring type, while N-arylcarbazolyl (such as N-phenylcarbazolyl) and N-heteroarylcarbazolyl are heteroaryl groups of the polycyclic system type linked by carbon-carbon conjugation. For example, in this application, the number of carbon atoms in the substituted or unsubstituted heteroaryl groups can be 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, or 40, etc.

[0043] In this application, the term "hybrid aryl" refers to a divalent group formed by the further loss of a hydrogen atom by a heteroaryl group.

[0044] In this application, the substituted heteroaryl group can be one or more hydrogen atoms of the heteroaryl group that are replaced by groups such as deuterium, halogen group, cyano, alkyl, deuterated alkyl, haloalkyl, cycloalkyl, aryl, heteroaryl, deuterated aryl, deuterated heteroaryl, trialkylsilyl, triarylsilyl, etc.

[0045] It should be understood that the number of carbon atoms in a substituted heteroaryl group refers to the total number of carbon atoms in the heteroaryl group and the substituents on it.

[0046] In this application, the heteroaryl group used as a substituent includes, but is not limited to, dibenzofuranyl, dibenzothiophenyl, carbazoyl, etc.

[0047] In this application, hydrogen atoms include isotopes of H, namely hydrogen (H), deuterium (D) and tritium (T).

[0048] In this application, "deuterated" means that at least one hydrogen ("H") in a compound or group is replaced by deuterium ("D"); specifically, a deuterated compound or deuterated group can be a compound or group in which one, more or all of the available hydrogens have been replaced by deuterium.

[0049] In this application, the halogen group can be fluorine, chlorine, bromine, or iodine.

[0050] In this application, a haloalkyl group can be an alkyl group in which one or more hydrogen atoms are replaced by halogen atoms. Specific examples of haloalkyl groups include, but are not limited to, trifluoromethyl.

[0051] In this application, a deuterated alkyl group can be an alkyl group in which one or more hydrogen atoms are replaced by deuterium. Specific examples of deuterated alkyl groups include, but are not limited to, trideuterated methyl groups.

[0052] In this application, specific examples of trialkylsilyl groups include, but are not limited to, trimethylsilyl groups.

[0053] In this application, specific examples of triarylsilyl groups include, but are not limited to, triphenylsilyl groups.

[0054] In this application, the deuterated aryl group can be one or more hydrogen atoms (H) of the aryl group that are replaced by deuterium (D). Specific examples of deuterated aryl groups include, but are not limited to, pentadeuterated phenyl and heptadeuterated naphthyl.

[0055] In this application, It represents a chemical bond that connects to other groups.

[0056] In a first aspect, this application provides an organic compound having the structure shown in Formula I:

[0057] Ar is selected from substituted or unsubstituted aryl groups having 10 to 12 carbon atoms;

[0058] The substituents in Ar may be the same or different, and each is independently selected from deuterium or halogen groups;

[0059] L1 and L2 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0060] Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6 to 40 carbon atoms or substituted or unsubstituted heteroaryl groups having 3 to 40 carbon atoms;

[0061] The substituents in L1, L2, Ar1, and Ar2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, deuterated heteroaryl with 3 to 20 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, or triarylsilyl with 18 to 24 carbon atoms;

[0062] Each R1, each R2, and each R3 may be the same or different, and each is independently selected from hydrogen, deuterium, halogen group, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, or haloalkyl with 1 to 10 carbon atoms;

[0063] a is the number of R1s, and a can be selected from 1, 2, 3, 4 or 5. When a is greater than 1, any two R1s are the same or different.

[0064] b is the number of R2, and b is selected from 1, 2, 3, 4 or 5. When b is greater than 1, any two R2 are the same or different.

[0065] c is the number of R3s, and c is selected from 1 or 2. When c is 2, the two R3s are the same or different.

[0066] In some embodiments, Ar is selected from substituted or unsubstituted naphthyl or substituted or unsubstituted biphenyl.

[0067] Optionally, the substituents in Ar may be the same or different, and each may be independently selected from deuterium or fluorine.

[0068] In some embodiments, when Ar is selected from substituted or unsubstituted naphthyl groups, the N atom of the aromatic amine is connected to the naphthalene ring via the para position of the central benzene ring. Due to the electron-donating effect of the conjugated carbon ring of the naphthalene ring, the molecule has a larger conjugated area, thereby improving molecular mobility. Using this in the luminescence adjustment layer of OLED devices can improve device efficiency.

[0069] In some embodiments, when Ar is selected from substituted or unsubstituted biphenyl groups, the branching effect of the biphenyl group, with its two conjugated benzene rings connected by σ bonds, disperses the electron cloud density of the molecule, thereby enhancing the electron blocking ability of the material. Simultaneously, its twisted bonding configuration also enhances the film-forming properties of the material. Therefore, its use as a light-emitting modulating layer in OLED devices is beneficial for extending device lifetime.

[0070] In some embodiments, Ar is selected from the group consisting of:

[0071] In some embodiments, Ar is selected from the group consisting of:

[0072] In some embodiments, L1 and L2 may be the same or different, and each is independently selected from single-bonded substituted or unsubstituted aryl groups having 6 to 15 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12 to 18 carbon atoms. For example, L1 and L2 may be the same or different, and each is independently selected from single-bonded substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0073] Optionally, the substituents in L1 and L2 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, alkyl with 1 to 5 carbon atoms, deuterated alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, phenyl, pentadeuterated phenyl, or trialkylsilyl with 3 to 9 carbon atoms.

[0074] In some embodiments, L1 and L2 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, or substituted or unsubstituted carbazolyl.

[0075] Optionally, the substituents in L1 and L2 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trideuterated methyl, trifluoromethyl, phenyl, pentadeuterated phenyl or trimethylsilyl.

[0076] In some embodiments, L1 and L2 may be the same or different, and each is independently selected from the group consisting of single bonds or the following groups:

[0077] In some embodiments, L1 and L2 may be the same or different, and each is independently selected from the group consisting of single bonds or the following groups:

[0078] In some embodiments, Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6 to 25 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12 to 25 carbon atoms. For example, Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24 or 25 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24 or 25 carbon atoms.

[0079] Optionally, the substituents in Ar1 and Ar2 may be the same or different, and each may be independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, deuterated alkyl with 1 to 5 carbon atoms, cycloalkyl with 5 to 10 carbon atoms, aryl with 6 to 12 carbon atoms, heteroaryl with 5 to 12 carbon atoms, deuterated aryl with 6 to 12 carbon atoms, deuterated heteroaryl with 5 to 12 carbon atoms, trialkylsilyl or triphenylsilyl with 3 to 9 carbon atoms.

[0080] In some embodiments, Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted dihydroanthracene, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiopheneyl, substituted or unsubstituted carbazoleyl, or substituted or unsubstituted groups of the following:

[0081] Optionally, the substituents in Ar1 and Ar2 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, cyclohexyl, cyclopentyl, adamantyl, phenyl, naphthyl, pentadeuterated phenyl, heptadeuterated naphthyl, dibenzofuranyl, dibenzothiophenyl, carbazoyl, trimethylsilyl, or triphenylsilyl.

[0082] In some embodiments, Ar1 and Ar2 may be the same or different, and each is independently selected from the group consisting of:

[0083] In some embodiments, Ar1 and Ar2 may be the same or different, and each is independently selected from the group consisting of:

[0084] In some implementations... They may be the same or different, and each is independently selected from the group consisting of the following groups:

[0085] In some implementations... They may be the same or different, and each is independently selected from the group consisting of the following groups:

[0086] In some implementations... They may be the same or different, and each is independently selected from the group consisting of the following groups:

[0087] In some embodiments, each of R1, each of R2 and each of R3 may be the same or different, and each is independently selected from hydrogen, deuterium, halogen group, cyano, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, or deuteralkyl with 1 to 5 carbon atoms.

[0088] In some embodiments, each of R1, each of R2 and each of R3 may be the same or different, and each is independently selected from hydrogen, deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl or trideuterated methyl.

[0089] In some implementations, in Formula I Selected from the group consisting of the following structures:

[0090] In some implementations, formula I is selected from the structure shown in formula IA or formula IB:

[0091] The definitions of L1, L2, Ar, Ar1, Ar2, each R1, each R2, each R3, a, b, and c are the same as in Equation I;

[0092] Each R4, each R5, and each R6 may be the same or different, and each is independently selected from hydrogen, deuterium, or halogen groups;

[0093] d represents the number of R4s, which can be selected from 1, 2, 3, 4, 5, 6, or 7. When d is greater than 1, any two R4s are the same or different. e represents the number of R5s, which can be selected from 1, 2, 3, 4, or 5. When e is greater than 1, any two R5s are the same or different.

[0094] f is the number of R6s, and f can be selected from 1, 2, 3 or 4. When f is greater than 1, any two R6s can be the same or different.

[0095] In some implementations, each of R4, each of R5 and each of R6 may be the same or different, and each is independently selected from hydrogen, deuterium or fluorine.

[0096] Specifically, the organic compounds represented by Formula I are selected from the group consisting of the following compounds:

[0097] In a second aspect, this application provides an organic electroluminescent device, comprising an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; the functional layer comprises the organic compound of this application.

[0098] Optionally, the functional layer of the organic electroluminescent device includes a light-emitting adjustment layer, which contains the organic compound of this application.

[0099] In this application, the organic electroluminescent device can be a blue organic electroluminescent device, a red organic electroluminescent device, or a green organic electroluminescent device.

[0100] Optionally, the above-mentioned organic electroluminescent device is a red organic electroluminescent device.

[0101] In one embodiment, the organic electroluminescent device described in this application, as shown in FIG1, may include an anode 100, a hole injection layer 310, a hole transport layer 320, a light-emitting adjustment layer 321, an organic light-emitting layer 330, an electron transport layer 340, an electron injection layer 350, and a cathode 200 stacked together.

[0102] Optionally, the anode 100 comprises an anode material, preferably one with a high work function that facilitates hole injection into the functional layer. Specific examples of anode materials include: metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold, or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but are not limited thereto. Preferably, a transparent electrode comprising indium tin oxide (ITO) as the anode is included.

[0103] Optionally, the hole transport layer 320 may include one or more hole transport materials. The hole transport layer material may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, specifically from the compounds shown below or any combination thereof:

[0104] In one specific implementation, the hole transport layer 320 is HT-1.

[0105] In one specific embodiment, the light-emitting adjustment layer 321 is an organic compound represented by Formula I of this application.

[0106] Optionally, the organic light-emitting layer 330 may be composed of a single light-emitting layer material, or it may include a host material and a guest material. Optionally, the organic light-emitting layer 330 is composed of a host material and a guest material. Holes and electrons injected into the organic light-emitting layer 330 can recombine in the organic light-emitting layer 330 to form excitons. The excitons transfer energy to the host material, and the host material transfers energy to the guest material, thereby enabling the guest material to emit light.

[0107] The host material of the organic light-emitting layer 330 can be a metal chelate compound, a bis(styrene) derivative, an aromatic amine derivative, a dibenzofuran derivative, or other types of materials; this application does not impose any special restrictions on this. The host material can be a single host material or a mixture of host materials.

[0108] In one specific embodiment, the main material of the organic light-emitting layer 330 is p-RH-1 and n-RH-1 composition.

[0109] The guest material of the organic light-emitting layer 330 can be selected with reference to existing technologies, such as iridium (III) organometallic complexes, platinum (II) organometallic complexes, ruthenium (II) complexes, etc. Specific examples of the guest material include, but are not limited to:

[0110] In one specific embodiment, the guest material of the organic light-emitting layer 330 is RD-1.

[0111] Optionally, the electron transport layer 340 can be a single-layer structure or a multi-layer structure, and may include one or more electron transport materials. The electron transport materials typically contain metal complexes or / or nitrogen-containing heterocyclic derivatives. The metal complex material may be selected from, for example, LiQ, Alq3, etc. The nitrogen-containing heterocyclic derivative may be an aromatic ring with a nitrogen-containing six-membered or five-membered ring skeleton, a fused aromatic ring compound with a nitrogen-containing six-membered or five-membered ring skeleton, etc. Specific examples include, but are not limited to, 1,10-phenanthroline compounds such as Bphen, NBphen, ET-1, and BimiBphen, or anthracene compounds, triazine compounds, or pyrimidine compounds containing heteroazo aryl groups as shown below. Specific examples of nitrogen-containing heterocyclic derivatives used in electron transport materials include, but are not limited to:

[0112] In one specific embodiment, the electron transport layer 340 is composed of ET-1 and LiQ.

[0113] In this application, the cathode 200 may include a cathode material that has a small work function and facilitates electron injection into the functional layer. Specific examples of cathode materials include, but are not limited to, metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead or alloys thereof; or multilayer materials such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca. Preferably, a metal electrode comprising magnesium and silver is included as the cathode.

[0114] Optionally, as shown in Figure 1, a hole injection layer 310 is further disposed between the anode 100 and the hole transport layer 320 to enhance the ability to inject holes into the hole transport layer 320. The hole injection layer 310 can be selected from benzidine derivatives, starburst-like aryl amine compounds, phthalocyanine derivatives, or other materials; this application does not impose any special limitations on this. For example, the compounds contained in the hole injection layer 310 are selected from the group consisting of the following compounds:

[0115] In one specific embodiment, the hole injection layer 310 is composed of HT-1 and PD-1.

[0116] Optionally, as shown in Figure 1, an electron injection layer 350 is further disposed between the cathode 200 and the electron transport layer 340 to enhance the ability to inject electrons into the electron transport layer 340. The electron injection layer 350 may include inorganic materials such as alkali metal sulfides and alkali metal halides, or may include complexes of alkali metals and organic materials. For example, the electron injection layer 350 includes ytterbium (Yb).

[0117] Optionally, the cathode 200 also has an organic coating.

[0118] In one specific embodiment, the organic coating layer comprises compound CP-1.

[0119] Thirdly, this application provides an electronic device including the organic electroluminescent device provided in the second aspect of this application.

[0120] According to one embodiment, as shown in FIG2, the electronic device is a first electronic device 400, which includes the aforementioned organic electroluminescent device. The first electronic device 400 may be, for example, a display device, a lighting device, an optical communication device, or other types of electronic devices, such as, but not limited to, computer screens, mobile phone screens, televisions, electronic paper, emergency lighting, optical modules, etc.

[0121] The following examples illustrate the synthesis methods of the organic compounds described in this application, but this application is not limited in any way as a result.

[0122] Compounds synthesized using methods not mentioned in this application are all raw material products obtained through commercial means.

[0123] 1. Synthesis of intermediate IM-TPC-x: Taking IM-TPC-1 as an example

[0124] (1) Under nitrogen protection, the intermediate Sub-DBICP (120.0 g, 302.85 mmol), 1-naphthoboric acid (52.09 g, 302.85 mmol), tetra(triphenylphosphine)palladium (7.0 g, 6.06 mmol), tetrabutylammonium bromide (19.72 g, 61.17 mmol), potassium carbonate (92.1 g, 666.27 mmol), toluene (1200 mL), ethanol (600 mL), and water (300 mL) were added to a reaction flask. After the addition was complete, the mixture was stirred and heated to 70-75 °C and refluxed for 12 h. The reaction was stopped, cooled to room temperature, and extracted with dichloromethane. The organic phase was washed with water until neutral, dried with anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation. The product was purified by recrystallization from ethyl acetate / petroleum ether and dried to obtain a pale yellow solid Sub-DBCP-1 (85.5 g, yield: 71.2%).

[0125] (2) Sub-DBCP-x (Sub-DBCP-2 to Sub-DBCP-5) in Table 1 were synthesized using the same method as Sub-DBCP-1, except that: raw material 1 was used to replace intermediate Sub-DBICP, and raw material 2 was used to replace 1-naphthoboric acid. The main raw materials used, the intermediates synthesized, and the yields are listed in Table 1.

[0126] Table 1

[0127] 2. Synthesis of intermediate IM-TPC-x: Taking IM-TPC-1 as an example

[0128] (1) Under nitrogen protection, Sub-DBCP-1 (60.0 g, 151.32 mmol), phenylboronic acid (40.6 g, 332.91 mmol), tetra(triphenylphosphine)palladium (8.74 g, 7.57 mmol), tetrabutylammonium bromide (24.39 g, 75.66 mmol), potassium carbonate (83.65 g, 605.28 mmol), toluene (600 mL), ethanol (300 mL), and water (150 mL) were added to a reaction flask. After the addition was complete, the mixture was stirred and heated to 70-75 °C and refluxed for 8 h. The reaction was stopped, cooled to room temperature, and extracted with dichloromethane. The organic phase was washed with water until neutral, dried with anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation. The product was purified by recrystallization from toluene / petroleum ether and dried to give a white solid IM-TPC-1 (49.57 g, yield: 83.8%).

[0129] (2) IM-TPC-x (IM-TPC-2 to IM-TPC-9) in Table 2 were synthesized using the same method as IM-TPC-1, except that: raw material 3 was used to replace intermediate Sub-DBCP-1, and raw material 4 was used to replace phenylboronic acid. The main raw materials used, the intermediates synthesized, and the yields are listed in Table 2.

[0130] Table 2

[0131] 3. Synthesis of intermediate IM-NH-x: Taking IM-NH-1 as an example

[0132] (1) Under nitrogen protection, 2-bromo-9,9-diphenylfluorene (20.0 g, 50.34 mmol), deuterated aniline (5.04 g, 51.34 mmol), tris(dibenzylacetone)dipalladium (Pd2(dba)3, 0.46 g, 0.50 mmol), 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (X-PhOS, 0.48 g, 1.01 mmol), sodium tert-butoxide (7.26 g, 75.51 mmol), and toluene (160 mL) were added to a reaction flask. After the addition was complete, the mixture was stirred and heated to 108 °C for 2 h. Then, it was cooled to room temperature, the reaction solution was washed with water, dried with anhydrous magnesium sulfate, filtered, and the solvent was removed from the filtrate under reduced pressure to obtain a yellow solid crude product. The crude product was then purified by recrystallization using toluene / petroleum ether to give intermediate IN-NH-1 (17.32 g, yield: 83.0%).

[0133] (2) The IN-NH-x (IN-NH-2~IN-NH-17) in Table 3 were synthesized by referring to the preparation method of IN-NH-1, except that: 2-bromo-9,9-diphenylfluorene was replaced by raw material 5, and deuterated aniline was replaced by raw material 6. The main raw materials used, the intermediates synthesized and the yields are listed in Table 3.

[0134] Table 3

[0135] 4. Synthesis Example 1: Taking compound N179 as an example

[0136] (1) Under nitrogen protection, intermediate IN-TPC-2 (10.00 g, 25.58 mmol), intermediate IN-NH-1 (10.61 g, 25.58 mmol), tris(dibenzylideneacetone)palladium (Pd2(dba)3, 0.23 g, 0.26 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (S-PhOS, 0.21 g, 0.51 mmol) and sodium tert-butoxide (3.69 g, 38.37 mmol) were added to toluene (100 mL), heated to 108 °C, and stirred for 4 h. The mixture was then cooled to room temperature, washed with water until neutral, dried with magnesium sulfate, filtered, and the solvent was removed from the filtrate under reduced pressure. The crude product was purified by recrystallization from toluene / cyclohexane to give a white solid compound N179 (11.21 g, yield 57.0%), mass spectrometry (m / z) = 769.4 [M+H]. + .

[0137] (2) The compounds in Table 4 were synthesized using the same method as compound N179, except that initiator 7 was used to replace IN-TPC-2 and initiator 8 was used to replace IN-NH-1. The main initiators, the structures of the product compounds, the yields, and their mass spectra are listed in Table 4.

[0138] Table 4

[0139] 5. NMR data for some compounds are shown in Table 5:

[0140] Table 5

[0141] Fabrication and evaluation of organic electroluminescent devices

[0142] Example 1: Red Organic Electroluminescent Device

[0143] The anode is prepared through the following process: [The anode thickness is...] On the ITO / Ag / ITO experimental substrate, surface treatment was performed using ultraviolet light, ozone, and O2:N2 plasma to increase the work function of the anode, and the surface of the experimental substrate was cleaned with organic solvents to remove impurities and oil stains.

[0144] On the anode substrate, compounds HT-1 and PD-1 were co-deposited at a deposition rate ratio of 97%:3% to form a layer with a thickness of [missing information]. Hole injection layer.

[0145] Compound HT-1 was deposited on the hole injection layer to form a thickness of [thickness value missing]. The hole transport layer.

[0146] Compound N5 was deposited on the hole transport layer to form a thickness of [missing information]. The light-emitting adjustment layer.

[0147] On the light-emitting adjustment layer, compounds p-RH-1, n-RH-1, and RD-1 were co-deposited at a deposition rate ratio of 55%:45%:3% to form a layer with a thickness of [missing information]. The organic light-emitting layer.

[0148] On the organic light-emitting layer, compounds ET-1 and LiQ were co-deposited at a 50%:50% evaporation rate to form a layer with a thickness of [missing information]. The electron transport layer.

[0149] Ytterbium (Yb) is deposited on the electron transport layer to form a thickness of [missing information]. The electron injection layer.

[0150] On the electron-injected layer, magnesium (Mg) and silver (Ag) are co-deposited at a deposition rate of 10%:90% to form a layer with a thickness of [thickness value missing]. The cathode.

[0151] Finally, compound CP-1 is deposited on the cathode to form a thickness of [thickness value missing]. An organic coating layer is applied to complete the fabrication of a red organic electroluminescent device.

[0152] Examples 2 to 68:

[0153] Organic electroluminescent devices were prepared using the same method as in Example 1, except that when preparing the luminescence adjustment layer, the compound N5 in Example 1 was replaced with the luminescence adjustment layer material listed in Table 6.

[0154] Comparative Examples 1 to 8:

[0155] Organic electroluminescent devices were prepared using the same method as in Example 1, except that when preparing the luminescence adjustment layer, compounds A to H in Table 6 were used to replace compound N5 in Example 1.

[0156] In the fabrication of organic electroluminescent devices, the structures of the various materials used in the comparative and examples are as follows:

[0157] The performance of the red organic electroluminescent devices prepared in Examples 1-68 and Comparative Examples 1-8 was tested, specifically at 10 mA / cm². 2 The IVL performance of the device was tested under the condition of 30 mA / cm. 2 The lifetime of the T95 device was tested under the following conditions, and the test results are shown in Table 6 below.

[0158] Table 6

[0159] As can be seen from Table 6 above, compared with the organic electroluminescent devices of Comparative Examples 1 to 8, the organic electroluminescent devices of Examples 1 to 68 have significantly improved performance, mainly manifested in the following: the operating voltage of the device is reduced by at least 0.12V, the current efficiency is increased by at least 12.6%, and the T95 lifetime is increased by at least 13.3%.

[0160] The reason for this may be that, compared with compounds A to H in Comparative Examples 1 to 8, the compounds in this application have a specific tetrasubstituted central benzene ring, with two sets of ortho-disubstituted compounds forming on the central benzene ring. One group consists of a benzene ring and a naphthalene or biphenyl substituent, while the other group consists of a benzene ring and a diarylamine fragment. This structural feature is more conducive to the conjugation of the naphthyl or biphenyl group with the N atom of the para-arylamine, thereby improving molecular mobility. Furthermore, no other aromatic substituents are present between the two groups of ortho-disubstituted compounds, and the two benzene rings are para-positioned, as are the diarylamine and the naphthalene or biphenyl substituents, thus avoiding ortho- or meta-positional connections between the two benzene rings. This structural feature gives the molecule a more suitable band gap (Eg), which can effectively block recombination excitons and electrons when applied to the light-emitting adjustment layer of OLED devices. Simultaneously, in the specific tetrasubstituted structure of this application, the structural design of the naphthyl or biphenyl group with the para-arylamine, combined with the small-volume benzene substituents in adjacent positions, is more conducive to adjusting the compound's twist and enhancing its film-forming properties. Therefore, compared with the comparative examples, the device performance of the compounds in the embodiments of this application is significantly improved.

[0161] The preferred embodiments of this application have been described in detail above. However, this application is not limited to the specific details of the above embodiments. Within the scope of the technical concept of this application, various simple modifications can be made to the technical solution of this application, and these simple modifications all fall within the protection scope of this application.

Claims

1. An organic compound, characterized in that, The organic compound has the structure shown in Formula I: Ar is selected from substituted or unsubstituted aryl groups having 10 to 12 carbon atoms; The substituents in Ar may be the same or different, and each is independently selected from deuterium or halogen groups; L1 and L2 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms. Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6 to 40 carbon atoms or substituted or unsubstituted heteroaryl groups having 3 to 40 carbon atoms; The substituents in L1, L2, Ar1, and Ar2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, deuterated heteroaryl with 3 to 20 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, or triarylsilyl with 18 to 24 carbon atoms; Each R1, each R2, and each R3 may be the same or different, and each is independently selected from hydrogen, deuterium, halogen group, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, or haloalkyl with 1 to 10 carbon atoms; a is the number of R1s, and a can be selected from 1, 2, 3, 4 or 5. When a is greater than 1, any two R1s are the same or different. b is the number of R2, and b is selected from 1, 2, 3, 4 or 5. When b is greater than 1, any two R2 are the same or different. c is the number of R3s, and c is selected from 1 or 2. When c is 2, the two R3s are the same or different.

2. The organic compound according to claim 1, characterized in that, L1 and L2 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 15 carbon atoms, or substituted or unsubstituted heteroaryl groups with 12 to 18 carbon atoms. The substituents in L1 and L2 may be the same or different, and each is independently selected from deuterium, fluorine, cyano, alkyl with 1 to 5 carbon atoms, deuterated alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, phenyl, pentadeuterated phenyl, or trialkylsilyl with 3 to 9 carbon atoms. Optionally, Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6 to 25 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12 to 25 carbon atoms. The substituents in Ar1 and Ar2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, deuterated alkyl with 1 to 5 carbon atoms, cycloalkyl with 5 to 10 carbon atoms, aryl with 6 to 12 carbon atoms, heteroaryl with 5 to 12 carbon atoms, deuterated aryl with 6 to 12 carbon atoms, deuterated heteroaryl with 5 to 12 carbon atoms, trialkylsilyl or triphenylsilyl with 3 to 9 carbon atoms.

3. The organic compound according to claim 1, characterized in that, L1 and L2 may be the same or different, and each is independently selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted fluorene, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiopheneyl, or a substituted or unsubstituted carbazolyl. The substituents in L1 and L2 may be the same or different, and each is independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trideuterated methyl, trifluoromethyl, phenyl, pentadeuterated phenyl or trimethylsilyl; Optionally, L1 and L2 may be the same or different, and each may be independently selected from the group consisting of single bonds or the following groups:

4. The organic compound according to claim 1, characterized in that, Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted dihydroanthracene, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiopheneyl, substituted or unsubstituted carbazoleyl, or substituted or unsubstituted groups of the following: The substituents in Ar1 and Ar2 may be the same or different, and each is independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, cyclohexyl, cyclopentyl, adamantyl, phenyl, naphthyl, pentadeuterated phenyl, heptadeuterated naphthyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl, trimethylsilyl or triphenylsilyl; Alternatively, Ar1 and Ar2 may be the same or different, and each may be independently selected from the group consisting of:

5. The organic compound according to claim 1, characterized in that, They may be the same or different, and each is independently selected from the group consisting of the following groups: Optionally, in Formula I Selected from the group consisting of the following structures:

6. The organic compound according to claim 1, characterized in that, Ar is selected from substituted or unsubstituted naphthyl or substituted or unsubstituted biphenyl; The substituents in Ar may be the same or different, and each is independently selected from deuterium or fluorine; Alternatively, Ar is selected from the group consisting of:

7. The organic compound according to claim 1, characterized in that, The organic compound is selected from the group consisting of the following compounds:

8. An organic electroluminescent device, comprising an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; characterized in that, The functional layer comprises the organic compound according to any one of claims 1 to 7.

9. The organic electroluminescent device according to claim 8, characterized in that, The functional layer includes a light-emitting adjustment layer, which contains the aforementioned organic compound.

10. An electronic device comprising the organic electroluminescent device of claim 8 or 9.

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