Organic compound, organic electroluminescent element, and electronic device

Abstract

The invention relates to an organic compound, an organic electroluminescent device and an electronic device. The organic compound has a structure as shown in a formula I. When the organic compound is applied to an organic electroluminescent device, the performance of the device can be remarkably improved.

Description

Technical Field

[0001] This application relates to the field of organic electroluminescent materials technology, specifically to an organic compound, an organic electroluminescent device, and an electronic device. Background Technology

[0002] With the development of electronic technology and the advancement of materials science, the application range of electronic components used to achieve electroluminescence or photoelectric conversion is becoming increasingly wide, such as organic light-emitting diodes (OLEDs). These electronic components typically include a cathode and an anode positioned opposite each other, and a functional layer disposed between the cathode and anode. This functional layer consists of multiple organic or inorganic film layers and generally includes an energy conversion layer, a hole transport layer located between the energy conversion layer and the anode, and an electron transport layer located between the energy conversion layer and the cathode.

[0003] Taking an organic electroluminescent device as an example, it generally includes an anode, a hole transport layer, an organic electroluminescent layer serving as an energy conversion layer, an electron transport layer, and a cathode, which are stacked sequentially. When a voltage is applied to the anode and cathode, an electric field is generated between the two electrodes. Under the influence of the electric field, electrons on the cathode side move towards the light-emitting layer, and holes on the anode side also move towards the light-emitting layer. Electrons and holes combine in the light-emitting layer to form excitons. The excitons are in an excited state and release energy outward, thereby causing the light-emitting layer to emit light.

[0004] Existing technologies have disclosed light-emitting layer materials that can be fabricated in organic electroluminescent devices. However, it remains necessary to continue developing new materials to further improve the performance of electronic components. Summary of the Invention

[0005] To address the problems existing in the prior art, 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 device's performance.

[0006] According to a first aspect of this application, an organic compound is provided, the organic compound having the structure shown in Formula I:

[0007]

[0008] Ar1, Ar2, and Ar3 may be the same or different, and each is independently selected from hydrogen, deuterium, or substituted or unsubstituted aryl groups with 6 to 20 carbon atoms, and only two of Ar1, Ar2, and Ar3 are selected from substituted or unsubstituted aryl groups with 6 to 20 carbon atoms.

[0009] L is selected from single bonds and substituted or unsubstituted aryl groups with 6 to 30 carbon atoms;

[0010] R is selected from hydrogen, deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuteralkyl with 1 to 10 carbon atoms, or the structure shown in Formula 2.

[0011] n is the number of R, and n can be selected from 1, 2, 3, 4 or 5;

[0012] L1 is selected from single bonds, substituted or unsubstituted aryl groups with 6 to 18 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 18 carbon atoms;

[0013] Ar is selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms and substituted or unsubstituted heteroaryl groups with 12 to 30 carbon atoms;

[0014] R1, R2, R3 and R4 may be the same or different, and each is independently selected from hydrogen, deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, and deuteralkyl with 1 to 10 carbon atoms.

[0015] a is the number of R1s, and a can be selected from 1, 2, 3 or 4;

[0016] b is the number of R2s, and b can be selected from 1 or 2;

[0017] c is the number of R3s, and c can be selected from 1, 2, 3 or 4;

[0018] d is the number of R4s, and d can be selected from 1 or 2;

[0019] The substituents in Ar1, Ar2, Ar3 and L1 may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuteralkyl with 1 to 10 carbon atoms, aryl with 6 to 10 carbon atoms, deuteraryl with 6 to 10 carbon atoms, or heteroaryl with 3 to 12 carbon atoms;

[0020] The substituents in Ar and L may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, triarylsilyl with 12 to 24 carbon atoms, aryl with 6 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, or heteroaryl with 3 to 20 carbon atoms.

[0021] According to a second aspect of this application, an organic electroluminescent device is provided, 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 comprising the aforementioned organic compound.

[0022] According to a third aspect of this application, an electronic device is provided, including the organic electroluminescent device described in the second aspect.

[0023] In the organic compound structure of this application, indodo[2,3-C]carbazole A nitrogen atom is directly or indirectly attached to a small-volume aryl disubstituted benzene ring structure, specifically at positions 2 and 3. Or 2 or 4 digits Or 3 or 4 digits The benzene ring is disubstituted. These three disubstituted benzene ring groups, when directly or indirectly linked to the nitrogen atom on the indolo[2,3-C]carbazole skeleton, effectively enhance the molecular spatial configuration ability and increase the glass transition temperature (Tg) of the material. Combined with the large π-facet of indolo[2,3-C]carbazole, they enhance intermolecular conjugation, forming a deep HOMO and a shallow LUMO. Simultaneously, a substituted or unsubstituted phenyl group is bonded to the other N atom of indolo[2,3-C]carbazole. Increasing molecular conjugation effectively enhances the overall molecular efficiency in transporting charge carriers, thereby achieving high efficiency when the material is used in devices. Furthermore, the resulting molecular structure possesses a rational spatial distortion configuration, lowering the material's evaporation temperature. When used in the fabrication of organic electroluminescent devices, this improves device lifetime. When used as the organic light-emitting layer in an organic electroluminescent device, it prevents recrystallization during device operation, exhibiting high stability. Therefore, the organic compounds of this application can be used to manufacture organic electroluminescent devices with higher luminous efficiency and longer lifetime. Attached Figure Description

[0024] 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.

[0025] Figure 1 This is a schematic diagram of the structure of an organic electroluminescent device according to one embodiment of this application.

[0026] Figure 2 This is a schematic diagram of an electronic device according to one embodiment of this application.

[0027] Explanation of reference numerals in the attached figures

[0028] 100, Anode 200, Cathode 300, Functional Layer 310, Hole Injection Layer 321, Hole Transport Layer

[0029] 322, Light-emitting auxiliary layer; 330, Organic light-emitting layer; 340, Electron transport layer; 350, Electron injection layer; 400, Electronic device. Detailed Implementation

[0030] 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 so that this application will be more comprehensive and complete, and will 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.

[0031] A first aspect of this application provides an organic compound having the structure shown in Formula I:

[0032]

[0033] Ar1, Ar2, and Ar3 may be the same or different, and each is independently selected from hydrogen, deuterium, or substituted or unsubstituted aryl groups with 6 to 20 carbon atoms, and only two of Ar1, Ar2, and Ar3 are selected from substituted or unsubstituted aryl groups with 6 to 20 carbon atoms.

[0034] L is selected from single bonds and substituted or unsubstituted aryl groups with 6 to 30 carbon atoms;

[0035] R is selected from hydrogen, deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuteralkyl with 1 to 10 carbon atoms, or the structure shown in Formula 2.

[0036] n is the number of R, and n can be selected from 1, 2, 3, 4 or 5;

[0037] L1 is selected from single bonds, substituted or unsubstituted aryl groups with 6 to 18 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 18 carbon atoms;

[0038] Ar is selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms and substituted or unsubstituted heteroaryl groups with 12 to 30 carbon atoms;

[0039] R1, R2, R3 and R4 may be the same or different, and each is independently selected from hydrogen, deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, and deuteralkyl with 1 to 10 carbon atoms.

[0040] a is the number of R1s, and a can be selected from 1, 2, 3 or 4;

[0041] b is the number of R2s, and b can be selected from 1 or 2;

[0042] c is the number of R3s, and c can be selected from 1, 2, 3 or 4;

[0043] d is the number of R4s, and d can be selected from 1 or 2;

[0044] The substituents in Ar1, Ar2, Ar3 and L1 may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuteralkyl with 1 to 10 carbon atoms, aryl with 6 to 10 carbon atoms, deuteraryl with 6 to 10 carbon atoms, or heteroaryl with 3 to 12 carbon atoms;

[0045] The substituents in Ar and L may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, triarylsilyl with 12 to 24 carbon atoms, aryl with 6 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, or heteroaryl with 3 to 20 carbon atoms.

[0046] In this application, It refers to a chemical bond that is attached to other substituents or bonding sites.

[0047] In this application, the descriptive phrases "each...independently is," "...each independently selected from," and "...each 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 formula, each q is independently 0, 1, 2 or 3, and each R is independently selected from hydrogen, deuterium, fluorine or chlorine. The meaning is as follows: Formula Q-1 indicates that there are q substituents R on the benzene ring. 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. 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. The options of each R do not affect each other.

[0048] 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 substituent, i.e., Rc, can be, for example, deuterium, cyano, halogen group, alkyl, haloalkyl, deuteralkyl, aryl, deuterated aryl, heteroaryl, trialkylsilyl, or triarylsilyl, etc. The number of substituents can be one or more.

[0049] 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.

[0050] 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).

[0051]

[0052] 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.

[0053]

[0054] 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).

[0055]

[0056] In this application, the number of carbon atoms in L1, Ar, L, Ar1, Ar2, Ar3, R, R1, R2, R3, and R4 refers to the total number of carbon atoms. For example, if L 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.

[0057] In this application, "alkyl" can include straight-chain alkyl or branched alkyl. An alkyl group 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.

[0058] 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, fluorenyl, 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, anthracene, phenanthrene, biphenyl, terphenyl, perylene, pyrene, benzofluoranthyl, etc. 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, or 30, etc. In this application, biphenyl can be understood as a phenyl-substituted aryl group or an unsubstituted aryl group.

[0059] In this application, the term "arylene" refers to a divalent group formed by the further loss of a hydrogen atom from an aryl group.

[0060] 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, deuterated aryl, heteroaryl, trialkylsilyl, or triarylsilyl group. It is understood that the number of carbon atoms in a substituted aryl group refers to the total number of carbon atoms in the aryl group and its substituents. For example, R is... Therefore, it has 10 carbon atoms.

[0061] In this application, aryl groups used as substituents include, but are not limited to, phenyl, naphthyl, and biphenyl groups.

[0062] 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.

[0063] In this application, terphenyl includes

[0064] 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 heteroaryl group or a 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 an aromatic monocyclic ring or an aromatic fused ring. For example, heteroaryl groups may include thiophene, furanyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridinel, pyridazinyl, quinolinyl, quinazolinyl, quinoxazinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolinyl, indolyl, carbazole, benzoxazolyl, benzimidazolyl, and benzothiazolyl. Benzocarbazoyl, benzothiophene, dibenzothiophene, thiophene-benzothiophene, benzofuranyl, phenanthrolinel, isoxazolyl, thiadiazolyl, benzothiazoyl, phenthiazinyl, silanylfluorenyl, dibenzofuranyl, and N-arylcarbazoyl (e.g., N-phenylcarbazoyl), N-heteroarylcarbazoyl (e.g., N-pyridylcarbazoyl), N-alkylcarbazoyl (e.g., N-methylcarbazoyl), benzo[4,5]furano[3,2-d]pyrimidinyl Benzo[4,5]thieno[3,2-d]pyrimidinyl Benzoquinazolinyl 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 bonds in 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, or 30, etc.

[0065] 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.

[0066] 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, aryl, deuterated aryl, heteroaryl, trialkylsilyl, triarylsilyl, etc.

[0067] 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.

[0068] In this application, the heteroaryl group used as a substituent includes, but is not limited to, dibenzofuranyl, dibenzothiophenyl, carbazoyl, N-phenylcarbazoyl, etc.

[0069] 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.

[0070] In this application, the halogen group can be fluorine, chlorine, bromine, or iodine.

[0071] In this application, a haloalkyl group may 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.

[0072] 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.

[0073] 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.

[0074] In this application, specific examples of trialkylsilyl groups include, but are not limited to, trimethylsilyl groups.

[0075] In this application, specific examples of triarylsilyl groups include, but are not limited to, triphenylsilyl groups.

[0076] In some embodiments, the organic compounds described in this application are selected from the structures shown in Formulas I-1 to I-6:

[0077]

[0078] The definitions of R, n, L, Ar1, Ar2, Ar3, R1, R2, R3, R4, a, b, c, and d are the same as in Equation I.

[0079] In some embodiments, Ar1, Ar2, and Ar3 may be the same or different, and each is independently selected from hydrogen, deuterium, or substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, and only two of Ar1, Ar2, and Ar3 are selected from substituted or unsubstituted aryl groups having 6 to 12 carbon atoms.

[0080] Furthermore, when Ar1, Ar2, or Ar3 is selected from substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, the number of carbon atoms in the aryl group is selected from 6, 7, 8, 9, 10, 11, or 12.

[0081] Optionally, the substituents in Ar1, Ar2 and Ar3 may be the same or different, and each may be independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 5 carbon atoms, haloalkyl groups having 1 to 5 carbon atoms, or deuteralkyl groups having 1 to 5 carbon atoms.

[0082] In some embodiments, Ar1, Ar2, and Ar3 may be the same or different, and only two of them are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, or substituted or unsubstituted biphenyl, and the remainder are selected from hydrogen or deuterium.

[0083] Optionally, the substituents in Ar1, Ar2 and Ar3 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl or trideuterated methyl.

[0084] In some embodiments, Ar1, Ar2, and Ar3 may be the same or different, and only two of them are independently selected from the group consisting of:

[0085]

[0086] The remainder are selected from hydrogen or deuterium.

[0087] In some embodiments, Ar1, Ar2, and Ar3 may be the same or different, and only two of them are independently selected from the group consisting of:

[0088]

[0089] The remainder are selected from hydrogen or deuterium.

[0090] In some embodiments, one of Ar1 and Ar3 is selected from hydrogen or deuterium, and the other is selected from the group consisting of:

[0091]

[0092] And Ar2 is selected from the group consisting of the following groups:

[0093]

[0094] In some embodiments, Ar1 is selected from hydrogen or deuterium, and Ar2 and Ar3 may be the same or different, and each is independently selected from the group consisting of:

[0095]

[0096] In some implementations, in Formula 1 Selected from the group consisting of the following groups:

[0097]

[0098]

[0099] In some implementations, in Formula 1 Selected from the group consisting of the following groups:

[0100]

[0101]

[0102] In some embodiments, L is selected from single bonds and substituted or unsubstituted aryl groups having 6 to 12 carbon atoms.

[0103] Furthermore, when L is selected from substituted or unsubstituted arylene groups having 6 to 12 carbon atoms, the number of carbon atoms in the arylene group is selected from 6, 7, 8, 9, 10, 11, or 12.

[0104] Optionally, the substituents in L may be the same or different, and each may be independently selected from deuterium, cyano, halogen group, alkyl group with 1 to 5 carbon atoms, haloalkyl group with 1 to 5 carbon atoms, deuterated alkyl group with 1 to 5 carbon atoms, or phenyl group.

[0105] In some embodiments, L is selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, and substituted or unsubstituted biphenylene.

[0106] Optionally, the substituents in L may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, or phenyl.

[0107] In some embodiments, L is selected from the group consisting of single bonds or the following groups:

[0108]

[0109] In some embodiments, L is selected from the group consisting of single bonds or the following groups:

[0110]

[0111] In some embodiments, each R may be the same or different, and each is independently selected from hydrogen, deuterium, cyano, halogen group, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, deuteralkyl with 1 to 5 carbon atoms, or the structure shown in Formula 2.

[0112] Furthermore, when each R is selected from alkyl groups having 1 to 5 carbon atoms, the number of carbon atoms in the alkyl group is selected from 1, 2, 3, 4, or 5; when each R is selected from haloalkyl groups having 1 to 5 carbon atoms, the number of carbon atoms in the haloalkyl group is selected from 1, 2, 3, 4, or 5; when each R is selected from deuteralkyl groups having 1 to 5 carbon atoms, the number of carbon atoms in the deuteralkyl group is selected from 1, 2, 3, 4, or 5.

[0113] In some embodiments, in the structure shown in Formula 2, L1 is selected from single bonds, substituted or unsubstituted aryl groups with 6 to 12 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 12 carbon atoms.

[0114] Furthermore, when L1 is selected from substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, the number of carbon atoms in the aryl group is selected from 6, 7, 8, 9, 10, 11, or 12; when L1 is selected from substituted or unsubstituted heteroaryl groups having 3 to 12 carbon atoms, the number of carbon atoms in the heteroaryl group is selected from 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12.

[0115] Optionally, the substituents in L1 may be the same or different, and each may be independently selected from deuterium, cyano, halogen group, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, deuterated alkyl with 1 to 5 carbon atoms, or phenyl.

[0116] In some embodiments, in the structure shown in Formula 2, L1 is selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted triazine, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted benzoquinazolinyl, substituted or unsubstituted benzo[4,5]furano[3,2-d]pyrimidinyl, substituted or unsubstituted benzo[4,5]thieno[3,2-d]pyrimidinyl;

[0117] Optionally, the substituents in L1 may be the same or different, and each may be independently selected from deuterium, cyano, fluorine, methyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, trideuterated methyl, trifluoromethyl or phenyl.

[0118] In some embodiments, in the structure shown in Formula 2, L1 is selected from the group consisting of single bonds or the following groups:

[0119]

[0120] In some embodiments, in the structure shown in Formula 2, L1 is selected from the group consisting of single bonds or the following groups:

[0121]

[0122] In some embodiments, in the structure shown in Formula 2, Ar is selected from substituted or unsubstituted aryl groups having 6 to 25 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12 to 18 carbon atoms.

[0123] Further, when Ar is selected from substituted or unsubstituted aryl groups having 6 to 25 carbon atoms, the number of carbon atoms in the aryl group is selected from 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, or 25; when Ar is selected from substituted or unsubstituted heteroaryl groups having 12 to 18 carbon atoms, the number of carbon atoms in the heteroaryl group is selected from substituted or unsubstituted heteroaryl groups having 12, 13, 14, 15, 16, 17, or 18 carbon atoms.

[0124] Optionally, the substituents in Ar may be the same or different, and each may be independently selected from deuterium, cyano, halogen group, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, deuterated alkyl with 1 to 5 carbon atoms, aryl with 6 to 12 carbon atoms, or deuterated aryl with 6 to 12 carbon atoms.

[0125] In some embodiments, in the structure shown in Formula 2, Ar is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiopheneyl, and substituted or unsubstituted carbazoleyl.

[0126] Optionally, the substituents in Ar may be the same or different, and each may be independently selected from deuterium, cyano, fluorine, methyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, trideuterated methyl, trifluoromethyl, phenyl, naphthyl, biphenyl or pentadeuterated phenyl.

[0127] In some embodiments, in the structure shown in Formula 2, Ar is selected from the group consisting of:

[0128]

[0129] In some embodiments, in the structure shown in Formula 2, Ar is selected from the group consisting of:

[0130]

[0131]

[0132] In some embodiments, each R may be the same or different, and each is independently selected from the group consisting of hydrogen, deuterium, cyano, fluorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, trideuterated methyl, trifluoromethyl, or the group consisting of:

[0133]

[0134] In some embodiments, each R may be the same or different, and each is independently selected from the group consisting of hydrogen, deuterium, cyano, fluorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, trideuterated methyl, trifluoromethyl, or the group consisting of:

[0135]

[0136] In some implementations, in Formula 1 Selected from the group consisting of the following groups:

[0137]

[0138]

[0139] In some implementations, in Formula 1 Selected from the group consisting of the following groups:

[0140]

[0141]

[0142] In some embodiments, the organic compounds described in this application are selected from the group consisting of:

[0143]

[0144]

[0145]

[0146]

[0147]

[0148]

[0149]

[0150]

[0151]

[0152]

[0153]

[0154]

[0155]

[0156]

[0157]

[0158] 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; wherein the functional layer comprises the organic compound described in the first aspect of this application.

[0159] Optionally, the functional layer includes an organic light-emitting layer, which contains the organic compounds of this application.

[0160] Optionally, the organic light-emitting layer may be composed of the organic compounds of this application, or it may be composed of the organic compounds of this application and other materials.

[0161] Optionally, the organic electroluminescent device is a green organic electroluminescent device.

[0162] In some implementations, organic electroluminescent devices such as Figure 1 As shown, it includes an anode 100, a hole transport layer 321, a light-emitting auxiliary layer 322, an organic light-emitting layer 330, an electron transport layer 340, and a cathode 200, which are stacked in sequence.

[0163] In this application, the anode 100 includes an anode material, which is preferably a material with a large 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.

[0164] Optionally, the hole transport layer 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 listed below or any combination thereof:

[0165]

[0166]

[0167] In one specific embodiment, the hole transport layer 321 is HT-1 and the light emission auxiliary layer 322 is HT-2.

[0168] Optionally, such as Figure 1 As shown, a hole injection layer 310 is further disposed between the anode 100 and the hole transport layer 321 to enhance the ability to inject holes into the hole transport layer 321. 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. The material of the hole injection layer 310 can, for example, be selected from the following compounds or any combination thereof:

[0169]

[0170] In one specific embodiment, the hole injection layer 310 is composed of PD and HT-1.

[0171] Optionally, the organic light-emitting layer 330 may be composed of a single light-emitting 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.

[0172] The main material of the organic light-emitting layer 330 can include metal chelate compounds, bis(styrene) derivatives, aromatic amine derivatives, dibenzofuran derivatives, or other types of materials.

[0173] In one specific embodiment, the main material of the organic light-emitting layer 330 is composed of the organic compound and compound GH-P1 of this application. composition.

[0174] In one specific embodiment, the main material of the organic light-emitting layer 330 is composed of the organic compound and compound GH-N1 of this application. composition.

[0175] The guest material of the organic light-emitting layer 330 can be a compound with a condensed aryl ring or its derivative, a compound with a heteroaryl ring or its derivative, an aromatic amine derivative, or other materials; this application does not impose any special limitations on this. The guest material is also called a dopant or dopant. According to the type of light emission, it can be divided into fluorescent dopant and phosphorescent dopant. Specific examples of phosphorescent dopant include, but are not limited to:

[0176]

[0177] In one specific embodiment, the guest material of the organic light-emitting layer 330 is GD.

[0178] 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 complexes may be selected from, for example, LiQ, Alq3, etc. The nitrogen-containing heterocyclic derivatives may be aromatic rings with a nitrogen-containing six- or five-membered ring skeleton, fused aromatic ring compounds with a nitrogen-containing six- 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 heteroazoyl groups as shown below. Specific examples of the nitrogen-containing heterocyclic derivatives used for the electron transport materials include, but are not limited to:

[0179]

[0180]

[0181] In one specific embodiment, the electron transport layer 340 is composed of ET-1 and LiQ.

[0182] 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.

[0183] Optionally, such as Figure 1 As shown, 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).

[0184] Optionally, the cathode 200 also has an organic coating.

[0185] In one specific embodiment, the organic coating layer comprises compound CP-1.

[0186] Thirdly, this application provides an electronic device including the organic electroluminescent device described in the second aspect of this application.

[0187] According to one implementation method, such as Figure 2 As shown, the provided electronic device 400 includes the aforementioned organic electroluminescent device. The electronic device 400 can 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.

[0188] The following examples illustrate the synthesis method of the compounds in this application, but this disclosure is not limited thereto.

[0189] Synthesis of intermediates

[0190] 1. Synthesis of IM a:

[0191]

[0192] 1-Bromo-3-chloro-2-iodobenzene (50 g, 157.55 mmol), phenylboronic acid (19.21 g, 157.55 mmol), palladium dichloride bis(triphenylphosphine) (Pd(PPh3)2Cl2, 0.55 g, 0.79 mmol), and potassium carbonate (54.44 g, 393.89 mmol) were added to a flask, along with a mixed solvent of ethylene glycol dimethyl ether (400 mL) and water (100 mL). Under nitrogen protection, the mixture was heated to 70-75 °C and stirred for 6 hours until the reaction was complete. After cooling to room temperature, stirring was stopped. The reaction solution was washed with water and then extracted with dichloromethane to separate the organic phase. The organic phase was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain IM a-1 (26.13 g, yield: 62%).

[0193]

[0194] IM a-1 (25 g, 93.44 mmol), phenylboronic acid (11.39 g, 93.44 mmol), palladium dichloride bis(triphenylphosphine) chloride (Pd(PPh3)2Cl2, 0.66 g, 0.93 mmol), and potassium carbonate (32.29 g, 233.60 mmol) were added to a flask, along with a mixed solvent of toluene (200 mL) and water (50 mL). Under nitrogen protection, the mixture was heated to 75 °C–80 °C and stirred for 8 h until the reaction was complete. After cooling to room temperature, stirring was stopped. The reaction solution was washed with water and then extracted with dichloromethane to separate the organic phase. The organic phase was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain a white solid IM a (20.53 g, yield: 83%).

[0195] The IM(x) (IMb~IM q) listed in Table 1 were synthesized using the same method as IM a, except that starting material 1 was used instead of 1-bromo-3-chloro-2-iodobenzene (IM a-1), starting material 2 was used instead of phenylboronic acid, and starting material 3 was used instead of phenylboronic acid. The main starting materials used, the intermediates synthesized and their yields are shown in Table 1.

[0196] Table 1

[0197]

[0198]

[0199]

[0200] 2. Synthesis of IMr:

[0201]

[0202] IM r-1 (30 g, 84.21 mmol), 4-bromochlorobenzene (16.12 g, 84.21 mmol), palladium dichloride bis(triphenylphosphine) dichloride (Pd(PPh3)2Cl2, 0.59 g, 0.84 mmol), and potassium carbonate (29.09 g, 210.51 mmol) were added to a flask, along with a mixed solvent of toluene (240 mL), ethanol (60 mL), and water (60 mL). Under nitrogen protection, the mixture was heated to 75 °C–80 °C and stirred for 6 h until the reaction was complete. After cooling to room temperature, stirring was stopped. The reaction solution was washed with water and then extracted with dichloromethane to separate the organic phase. The organic phase was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain a white solid IM r (21.53 g, yield: 75%).

[0203] The IM(y) (IM s~IM z) listed in Table 2 were synthesized using the same method as IM r, except that 4-bromochlorobenzene was used instead of 4-bromochlorobenzene and IM r-1 was used instead of IM r-1. The main raw materials used, the intermediates synthesized and their yields are shown in Table 2.

[0204] Table 2

[0205]

[0206]

[0207] 3. Synthesis of IMA:

[0208]

[0209] Indodo[2,3-C]carbazole (50.0 g, 195.1 mmol), sodium hydride (NaH, 5.62 g, 234.1 mmol), and N,N-dimethylformamide (400 mL) were added to a flask and stirred at 20 °C under nitrogen protection until dissolved. Then, a solution of IMA (54.37 g, 195.1 mmol) in N,N-dimethylformamide (100 mL) was added dropwise. After the addition was complete, the solution became clear. After 0.5 h, the solution turned yellow and a large amount of white solid was produced. After 2.5 h, a sample was taken and the conversion rate was 83.3%, indicating that the reactants had reacted completely. Water (500 mL) was added to the reaction solution for washing. The solid was filtered out and washed with ethanol (200 mL) and dried to obtain the crude product. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain a white solid IMA (60.30 g, yield: 62%).

[0210] The IM(z) (IM B~IM Z) listed in Table 3 were synthesized using the same method as IMA, except that raw material 6 was used instead of IM a and raw material 7 was used instead of indolo[2,3-C]carbazole. The main raw materials used, the intermediates synthesized and their yields are shown in Table 3.

[0211] Table 3

[0212]

[0213]

[0214]

[0215]

[0216]

[0217] Compound Synthesis

[0218] 1. Synthesis of compound 2:

[0219]

[0220] IMA (10.0 g, 20.6 mmol), 4-bromobiphenyl (4.81 g, 20.65 mmol), 4-dimethylaminopyridine (1.26 g, 10.3 mmol), cesium carbonate (16.81 g, 51.59 mmol), and dimethyl sulfoxide (80 mL) were added to a round-bottom flask. Under nitrogen protection, the mixture was stirred and heated to 100 °C–120 °C for 10 h. After the reaction was complete, the reaction solution was cooled to room temperature and filtered. The resulting filter cake was washed with water and ethanol and dried to obtain the crude product. The crude product was purified by recrystallization from toluene to give a yellow solid compound 2 (6.83 g, yield: 52%). Mass spectrometry (m / z) = 637.3 [M+H] + .

[0221] The organic compounds of this application listed in Table 4 were synthesized using the same method as compound 2, except that starting material 8 was used instead of IMA and starting material 9 was used instead of 4-bromobiphenyl. The main starting materials used, the synthesized compounds, their mass spectra and yields are shown in Table 4.

[0222] Table 4

[0223]

[0224]

[0225]

[0226]

[0227]

[0228]

[0229]

[0230] The NMR data of some compounds are shown in Table 5:

[0231] Table 5

[0232]

[0233] Device Examples

[0234] Example 1: Green Organic Electroluminescent Device

[0235] 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.

[0236] On the anode substrate, PD:HT-1 was co-deposited at a deposition rate ratio of 2%:98% to form a thickness of [missing information]. Hole injection layer.

[0237] Compound HT-1 was deposited on the hole injection layer to form a thickness of [thickness value missing]. The hole transport layer.

[0238] Compound HT-2 was deposited on the hole transport layer to form a thickness of [missing information]. The light-emitting auxiliary layer.

[0239] On the light-emitting auxiliary layer, p-GH, n-GH, and GD are co-deposited at a deposition rate ratio of 45%:45%:10% to form a layer with a thickness of [missing information]. The organic light-emitting layer. p-GH is compound 2 of this application, and n-GH is compound GH-N1.

[0240] On the organic light-emitting layer, compounds ET-1 and LiQ were co-deposited at a 1:1 evaporation rate ratio to form a layer with a thickness of [thickness value missing]. The electron transport layer.

[0241] Yb is deposited on the electron transport layer to form a thickness of The electron injection layer.

[0242] On the electron-injected layer, magnesium (Mg) and silver (Ag) are co-deposited at a evaporation rate ratio of 1:9 to form a layer with a thickness of [thickness value missing]. The cathode.

[0243] Finally, compound CP-1 is deposited on the cathode to form a thickness of [thickness value missing]. The organic coating layer is used to complete the fabrication of green organic electroluminescent devices.

[0244] Examples 2-30

[0245] Except that, when fabricating the organic light-emitting layer, the organic compounds of this application shown in Table 5 below are used instead of compound 2 as p-GH, organic electroluminescent devices Examples 2 to 28 are prepared using the same method as Example 1.

[0246] Except that, when fabricating the organic light-emitting layer, the organic compounds of this application shown in Table 5 below are used instead of compound GH-N1 as n-GH, organic electroluminescent devices Examples 29-30 are prepared using the same method as in Example 1.

[0247] Comparative Examples 1-4

[0248] Except that, when fabricating the organic light-emitting layer, compound A or compound B from Table 5 below were used instead of compound 2 as p-GH, organic electroluminescent devices were prepared using the same method as in Example 1. Comparative Examples 1 and 2

[0249] Comparative Examples 3-4 of organic electroluminescent devices were prepared using the same method as in Example 1, except that when fabricating the organic light-emitting layer, compound C or compound D, as shown in Table 5 below, was used instead of compound GH-N1 as n-GH.

[0250] In the fabrication of organic electroluminescent devices, the structures of the various materials used in the comparative and examples are as follows:

[0251]

[0252]

[0253] The devices prepared in the examples and comparative examples were subjected to performance tests, wherein the IVL performance (driving voltage, current efficiency, and color coordinates) of the devices were within 10 mA / cm. 2 Tested at current densities of 20 mA / cm², the T95 lifetime is [value missing]. 2 The results of the tests at the specified current density are shown in Table 5.

[0254] Table 5

[0255]

[0256]

[0257] According to the test results in Table 5, in Examples 1 to 30, the compound of this application was used as the host material for the green light-emitting layer. Compared with Comparative Examples 1 to 4, under the premise of similar device voltage, the luminous efficiency and luminous lifetime were improved. Specifically, compared with the devices of Comparative Examples 1 to 28, the luminous efficiency of the devices in Examples 1 to 28 was improved by at least 17.98%, and the lifetime was improved by at least 14.92%. Compared with the devices of Comparative Examples 3 to 4, the luminous efficiency of the devices in Examples 29 to 30 was improved by at least 22.23%, and the lifetime was improved by at least 16.54%.

[0258] The reason may be as follows:

[0259] Compared to compound A, the small-volume aryl disubstituted benzene ring in the compound of this application forms a complete conjugated plane, avoiding the influence of the long-range conjugation effect of the large-volume substituent on the specific stacked region between the conjugated plane and the target, thus enhancing the overall stability of the molecule. Therefore, the device prepared using the compound of this application has higher luminous efficiency and longer lifespan.

[0260] Compared with compound B, the disubstituted benzene ring structures in the compounds of this application are all composed of carbon atoms, which have a more uniform electron distribution. However, when the disubstituted benzene ring structure contains heteroatoms, it will lead to an unbalanced overall electron distribution, reduce the electron tolerance of the molecule, and when it is used as the main material of OLED device, it is easy to cause electron accumulation, which is not conducive to the balance and recombination of charge carriers, and thus causes a decline in device performance.

[0261] Compared with compound C, the light-emitting layer of the device prepared using the compound of this application as n-GH is more able to withstand long-term, high-frequency electron injection and transport, thus resulting in improved device performance. Compound C has a pyridyl group connected to one side of the N atom of the indo[2,3-C]carbazole skeleton via a phenylene group. The electronegativity of the pyridyl group makes the electrons of this segment easily concentrated on the pyridinium N atom. When it is used as n-GH, its electron acceptance and transport performance is insufficient, resulting in poor device performance.

[0262] Compared to compound D, the compounds in this application feature specific disubstituted benzene ring fragments, all of which are small-volume aryl groups, such as phenyl, naphthyl, biphenyl, and their simple substituted fragments. By introducing these disubstituted phenyl fragments into the indole[2,3-C]carbazole skeleton through the N atom, the conjugation length of the molecule is extended and the conjugation area is increased. This makes the compounds in this application more conducive to balancing the overall molecular capture and transport effect of charge carriers when used as host materials, and effectively enhances the spatial configuration ability of the molecule and increases the glass transition temperature of the material. When this material is used to prepare OLED devices through a vapor deposition process, the efficiency and lifetime performance of the devices can be significantly improved.

[0263] 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. Organic compounds, among which, The organic compound has the structure shown in Formula I: Ar1, Ar2, and Ar3 may be the same or different, and each is independently selected from hydrogen, deuterium, or substituted or unsubstituted aryl groups with 6 to 20 carbon atoms, and only two of Ar1, Ar2, and Ar3 are selected from substituted or unsubstituted aryl groups with 6 to 20 carbon atoms. L is selected from single bonds and substituted or unsubstituted aryl groups with 6 to 30 carbon atoms; R is selected from hydrogen, deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuteralkyl with 1 to 10 carbon atoms, or the structure shown in Formula 2. n is the number of R, and n can be selected from 1, 2, 3, 4 or 5; L1 is selected from single bonds, substituted or unsubstituted aryl groups with 6 to 18 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 18 carbon atoms; Ar is selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms and substituted or unsubstituted heteroaryl groups with 12 to 30 carbon atoms; R1, R2, R3 and R4 may be the same or different, and each is independently selected from hydrogen, deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, and deuteralkyl with 1 to 10 carbon atoms. a is the number of R1s, and a can be selected from 1, 2, 3 or 4; b is the number of R2s, and b can be selected from 1 or 2; c is the number of R3s, and c can be selected from 1, 2, 3 or 4; d is the number of R4s, and d can be selected from 1 or 2; The substituents in Ar1, Ar2, Ar3 and L1 may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuteralkyl with 1 to 10 carbon atoms, aryl with 6 to 10 carbon atoms, deuteraryl with 6 to 10 carbon atoms, or heteroaryl with 3 to 12 carbon atoms; The substituents in Ar and L may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, triarylsilyl with 12 to 24 carbon atoms, aryl with 6 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, or heteroaryl with 3 to 20 carbon atoms.

2. The compound according to claim 1, wherein, Ar1, Ar2, and Ar3 may be the same or different, and each is independently selected from hydrogen, deuterium, or substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, and there are exactly two of Ar1, Ar2, and Ar3 selected from substituted or unsubstituted aryl groups having 6 to 12 carbon atoms. The substituents in Ar1, Ar2 and Ar3 may be the same or different, and each is independently selected from deuterium, halogen group, cyano, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms or deuterated alkyl with 1 to 5 carbon atoms; Optionally, L is selected from a single bond, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms; The substituents in L may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, deuterated alkyl with 1 to 5 carbon atoms, or phenyl. Optionally, each R may be the same or different, and each is independently selected from hydrogen, deuterium, cyano, halogen group, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, deuteralkyl with 1 to 5 carbon atoms, or the structure shown in Formula 2. Optionally, L1 is selected from single bonds, substituted or unsubstituted aryl groups with 6 to 12 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 12 carbon atoms; The substituents in L1 may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, deuterated alkyl with 1 to 5 carbon atoms, or phenyl. Optionally, Ar is selected from substituted or unsubstituted aryl groups having 6 to 25 carbon atoms, and substituted or unsubstituted heteroaryl groups having 12 to 18 carbon atoms; The substituents in Ar may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, deuteratedalkyl with 1 to 5 carbon atoms, aryl with 6 to 12 carbon atoms, or deuteratedaryl with 6 to 12 carbon atoms.

3. The compound according to claim 1, wherein, Ar1, Ar2, and Ar3 may be the same or different, and only two of them are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, or substituted or unsubstituted biphenyl, and the remainder are selected from hydrogen or deuterium. The substituents in Ar1, Ar2, and Ar3 may be the same or different, and each is independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, or trideuterated methyl.

4. The compound according to claim 1, wherein, Ar1, Ar2, and Ar3 may be the same or different, and only two of them are independently selected from the group consisting of the following groups: The remainder are selected from hydrogen or deuterium; Optionally, in Equation 1 Selected from the group consisting of the following groups:

5. The compound according to claim 1, wherein, L is selected from single bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene; The substituents in L may be the same or different, and each is independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl or phenyl; Optionally, L is selected from the group consisting of single bonds or the following groups:

6. The organic compound according to claim 1, wherein, L1 is selected from single bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted triazine, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted benzoquinazolinyl, substituted or unsubstituted benzo[4,5]furano[3,2-d]pyrimidinyl, substituted or unsubstituted benzo[4,5]thieno[3,2-d]pyrimidinyl; The substituents in L1 may be the same or different, and each is independently selected from deuterium, cyano, fluorine, methyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, trideuterated methyl, trifluoromethyl or phenyl; Optionally, L1 is selected from the group consisting of single bonds or the following groups:

7. The compound according to claim 1, wherein, Ar is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazoyl. The substituents in Ar may be the same or different, and each is independently selected from deuterium, cyano, fluorine, methyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, trideuterated methyl, trifluoromethyl, phenyl, naphthyl, biphenyl or pentadeuterated phenyl; Optionally, Ar is selected from the group consisting of:

8. The compound according to claim 1, wherein, Each R may be the same or different, and each is independently selected from the group consisting of hydrogen, deuterium, cyano, fluorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, trideuterated methyl, trifluoromethyl, or the group consisting of the following groups:

9. The organic compound according to claim 1, wherein, In Equation 1 Selected from the group consisting of the following groups:

10. The organic compound according to claim 1, wherein, The organic compound is selected from the following structures:

11. 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, wherein, The functional layer comprises the organic compound according to any one of claims 1 to 10.

12. The organic electroluminescent device according to claim 11, wherein, The organic electroluminescent device is a green organic electroluminescent device; Optionally, the functional layer includes an organic light-emitting layer containing the organic compound.

13. Electronic devices, of which, Including the organic electroluminescent device as described in claim 11 or 12.

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