Organic compound, electronic component and electronic device

Abstract

The present application relates to the technical field of organic electroluminescent materials. Provided are an organic compound, an organic electroluminescent device and an electronic device. The organic compound provided by the present application has a structure as represented by formula 1, and can significantly improve the performance of a device.

Description

Organic compounds, electronic components and electronic devices

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to Chinese patent application No. 202310973289.4 filed on August 3, 2023. The entire contents of the above Chinese patent application are incorporated into this application by reference. Technical Field

[0003] The present application relates to the technical field of organic electroluminescent materials, and in particular to an organic compound, an electronic component and an electronic device. Background Art

[0004] Organic electroluminescent devices, such as organic light-emitting diodes (OLEDs), typically include a cathode and an anode positioned opposite each other, and a functional layer disposed between the cathode and the anode. The functional layer is composed of multiple organic or inorganic film layers and generally includes an organic light-emitting layer, a hole transport layer, an electron transport layer, and the like. When a voltage is applied between the cathode and the anode, an electric field is generated between the two electrodes. Under the action of the electric field, electrons on the cathode side move toward the electroluminescent layer, and holes on the anode side also move toward the light-emitting layer. The electrons and holes combine in the electroluminescent layer to form excitons, which are in an excited state and release energy outward, thereby causing the electroluminescent layer to emit light outward.

[0005] The main problems with existing organic electroluminescent devices are lifespan and efficiency. As displays become larger, driving voltages also increase, and luminous efficiency and current efficiency also need to be improved. Therefore, it is necessary to continue to develop new materials to further improve the performance of organic electroluminescent devices.

[0006] Summary of the Invention

[0007] In view of the above problems existing in the prior art, the purpose of the present application is to provide an organic compound and an organic electroluminescent device and an electronic device containing the same. The organic compound can be used in an organic electroluminescent device to improve the performance of the device.

[0008] The first aspect of the present application provides an organic compound having a structure shown in Formula 1:

[0009] wherein one of X and Y is -O- or -S-, and the other is -N=;

[0010] Each R 1 、R 2 、R 3 and R 4are the same or different and are independently selected from hydrogen, deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms, cycloalkyl having 3 to 10 carbon atoms or a group represented by formula 2, and each R 1 、R 2 、R 3 and R 4 There is only one group represented by formula 2;

[0011] n1 is R 1 The number of R is selected from 0, 1 or 2; when n1 is greater than 1, any two R 1 Same or different;

[0012] n2 is R 2 The number of R is selected from 0, 1 or 2; when n2 is greater than 1, any two R 2 Same or different;

[0013] n3 is R 3 The number of R is selected from 0, 1, 2, 3 or 4; when n3 is greater than 1, any two R 3 Same or different;

[0014] n4 is R 4 The number of R is selected from 0, 1 or 2; when n4 is greater than 1, any two R 4 Same or different;

[0015] L, L 1 and L 2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0016] Ar 1 、Ar 2 and Ar 3 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0017] L, L 1 、L 2 、Ar 1 、Ar 2 and Ar 3The substituents in are the same or different and are independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms, cycloalkyl having 3 to 10 carbon atoms, and trialkylsilyl having 3 to 12 carbon atoms;

[0018] Optionally, Ar 1 、Ar 2 and Ar 3 Any two adjacent substituents form a saturated or unsaturated 5-15 membered ring.

[0019] A second aspect of the present 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 above-mentioned organic compound.

[0020] A third aspect of the present application provides an electronic device comprising the organic electroluminescent device described in the second aspect.

[0021] The compound structure of the present application contains a parent core structure of phenanthrobenzoxazole / thiazole, and the parent core is connected to a triazine compound, each serving as an electron-transmitting red light host material. Among them, phenanthrobenzoxazole / thiazole has a large conjugated system, and after connecting it with triazine, it can enhance the intermolecular force and improve the compound carrier mobility. When the compound of the present application is used as an electron-transmitting material in a hybrid host material, it can improve the carrier balance in the light-emitting layer, broaden the carrier recombination area, improve the exciton generation and utilization efficiency, and improve the device luminous efficiency and life. BRIEF DESCRIPTION OF THE DRAWINGS

[0022] The accompanying drawings are used to provide further understanding of the present application and constitute a part of the specification. Together with the following specific embodiments, they are used to explain the present application, but do not constitute a limitation to the present application.

[0023] FIG1 is a schematic structural diagram of an organic electroluminescent device according to an embodiment of the present application.

[0024] FIG2 is a schematic structural diagram of an electronic device according to an embodiment of the present application.

[0025] Reference numerals 100, anode; 200, cathode; 300, functional layer; 310, hole injection layer; 321, hole transport layer; 322, hole adjustment layer; 330, organic light-emitting layer; 340, electron transport layer; 350, electron injection layer; 400, electronic device DETAILED DESCRIPTION

[0026] The exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, the exemplary embodiments can be implemented in a variety of 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 concepts of the 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 provide a full understanding of the embodiments of the present application.

[0027] In a first aspect, the present application provides an organic compound having a structure represented by the following formula 1:

[0028] wherein one of X and Y is -O- or -S-, and the other is -N=;

[0029] Each R 1 、R 2 、R 3 and R 4 are the same or different and are independently selected from hydrogen, deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms, cycloalkyl having 3 to 10 carbon atoms or a group represented by formula 2, and each R 1 、R 2 、R 3 and R 4 There is only one group represented by formula 2;

[0030] n1 is R 1 The number of R is selected from 0, 1 or 2; when n1 is greater than 1, any two R 1 Same or different;

[0031] n2 is R 2 The number of R is selected from 0, 1 or 2; when n2 is greater than 1, any two R 2 Same or different;

[0032] n3 is R 3 The number of R is selected from 0, 1, 2, 3 or 4; when n3 is greater than 1, any two R 3 Same or different;

[0033] n4 is R 4 The number of R is selected from 0, 1 or 2; when n4 is greater than 1, any two R 4Same or different;

[0034] L, L 1 and L 2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0035] Ar 1 、Ar 2 and Ar 3 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0036] L, L 1 、L 2 、Ar 1 、Ar 2 and Ar 3 The substituents in are the same or different and are independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms, cycloalkyl having 3 to 10 carbon atoms, and trialkylsilyl having 3 to 12 carbon atoms;

[0037] Optionally, Ar 1 、Ar 2 and Ar 3 Any two adjacent substituents form a saturated or unsaturated 5-15 membered ring.

[0038] In Formula I Part is heteroaryl, for example, when X is O or S, Y is -N=, the structure represents Or, when Y is O or S, X is -N=, the structure is represented by

[0039] In this application, the terms "optionally" and "optionally" mean that the event or environment described subsequently may or may not occur. For example, "optionally, any two adjacent substituents form a ring" means that the two substituents may or may not form a ring, that is, it includes: the scenario where two adjacent substituents form a ring and the scenario where two adjacent substituents do not form a ring. For another example, "optionally, any two adjacent substituents form a ring" means that any two adjacent substituents are connected to each other to form a ring, or any two adjacent substituents may also exist independently. "Any two adjacent" may include two substituents on the same atom, and may also include one substituent on each of two adjacent atoms; wherein, when there are two substituents on the same atom, the two substituents may form a saturated or unsaturated spirocycle with the atom to which they are commonly connected; when there is one substituent on each of two adjacent atoms, the two substituents may be fused into a ring.

[0040] In the present application, a saturated or unsaturated 5-15 membered ring refers to a carbon ring or heterocycle containing 5-15 ring atoms, such as but not limited to cyclopentane, cyclohexane, benzene ring, fluorene ring, pyran ring, tetrahydropyran ring, piperidine ring, tetrahydropiperidine ring, etc.

[0041] In the present application, a cycloalkyl group having 5 to 10 carbon atoms refers to a cycloalkyl group formed by 5 to 10 carbon atoms, such as but not limited to cyclopentyl, cyclohexyl, adamantyl, and the like.

[0042] In the present application, a 6- to 15-membered unsaturated ring refers to an unsaturated ring formed by 6 to 15 ring atoms, such as but not limited to a benzene ring, a fluorene ring, a furan ring, a pyran ring, and the like.

[0043] In this application, the descriptions used in this application are interchangeable with "each ... independently is" and "each ... independently is" and "each ... independently is" and should be understood in a broad sense. They can mean that in different groups, the specific options expressed by the same symbols do not affect each other, or in the same group, the specific options expressed by the same symbols do not affect each other. For example, Wherein, each q is independently 0, 1, 2 or 3, and each R" is independently selected from hydrogen, deuterium, fluorine, and chlorine. The meaning is: Formula Q-1 represents 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 represents that there are q substituents R" on each benzene ring of biphenyl, and the number q of R" substituents 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.

[0044] In this application, the term "substituted or unsubstituted" means that the functional group described after the term may or may not have a substituent (hereinafter, for ease of description, the 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 substituent Rc can be, for example, deuterium, a halogen group, a cyano group, a heteroaryl group, an aryl group, an alkyl group, a haloalkyl group, a deuterated alkyl group, a deuterated aryl group, a haloaryl group, a cycloalkyl group, etc. The number of substitutions can be one or more.

[0045] In this application, "plurality" refers to two or more, for example, 2, 3, 4, 5, 6, etc.

[0046] The hydrogen atoms in the structures of the compounds of the present application include various isotope atoms of the hydrogen element, such as hydrogen (H), deuterium (D) or tritium (T).

[0047] In this application, the number of carbon atoms in a substituted or unsubstituted functional group refers to the total number of carbon atoms. For example, if L is a substituted arylene group with 12 carbon atoms, the total number of carbon atoms in the arylene group and its substituents is 12.

[0048] In the present application, aryl refers to an optional functional group or substituent derived from an aromatic carbocyclic ring. Aryl can be a monocyclic aryl (such as phenyl) or a polycyclic aryl. In other words, aryl can be a monocyclic aryl, a condensed ring aryl, two or more monocyclic aryl groups connected by carbon-carbon single bond conjugation, a monocyclic aryl and a condensed ring aryl connected by carbon-carbon single bond conjugation, two or more condensed ring aryl groups connected by carbon-carbon single bond conjugation. That is, unless otherwise indicated, two or more aromatic groups connected by carbon-carbon single bond conjugation can also be considered as aryl of the present application. Wherein, condensed ring aryl, for example, can include bicyclic condensed aryl (such as naphthyl), tricyclic condensed aryl (such as phenanthrenyl, fluorenyl, anthryl) etc. Aryl 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, phenyl-naphthyl, spirobifluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, triphenylene, perylene, benzo[9,10]phenanthrenyl, pyrenyl, benzofluoranthenyl, Ji et al.

[0049] In the present application, the arylene group refers to a divalent or multivalent group formed by further losing one or more hydrogen atoms from an aryl group.

[0050] In this application, terphenyl includes

[0051] In the present application, the number of carbon atoms of a substituted aryl group refers to the total number of carbon atoms of the aryl group and the substituents on the aryl group. For example, a substituted aryl group with 18 carbon atoms refers to the total number of carbon atoms of the aryl group and the substituents being 18.

[0052] In the present application, the number of carbon atoms of the substituted or unsubstituted aryl group (arylene group) can be 6, 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 some embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, and in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 15 carbon atoms.

[0053] In the present application, the fluorenyl group may be substituted by one or more substituents. In the case where the fluorenyl group is substituted, the substituted fluorenyl group may be: etc., but not limited to these.

[0054] In this application, as L, L 1 、L 2 、Ar 1 、Ar 2 and Ar 3 The aryl substituents in , for example, but not limited to, phenyl, naphthyl, phenanthrenyl, biphenyl, fluorenyl and the like.

[0055] In the present application, a heteroaryl group refers to a monovalent aromatic ring or a derivative thereof containing 1, 2, 3, 4, 5 or 6 heteroatoms in the ring, and the heteroatoms can be one or more 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 plurality of aromatic ring systems connected by conjugated carbon-carbon single bonds, and any aromatic ring system can be an aromatic monocyclic ring or an aromatic condensed ring. For example, the heteroaryl group may include a thienyl group, a furyl group, a pyrrolyl group, an imidazolyl group, a thiazolyl group, an oxazolyl group, an oxadiazolyl group, a triazolyl group, a pyridyl group, a bipyridyl group, a pyrimidyl group, a triazinyl group, an acridinyl group, a pyridazinyl group, a pyrazinyl group, a quinolyl group, a quinazolinyl group, a quinoxalinyl group, a phenoxazinyl group, a phthalazinyl group, a pyridopyrimidinyl group, a pyridopyrazinyl group, a pyrazinopyrazinyl group, an isoquinolyl group, an indolyl group, a carbazolyl group, a benzoxazolyl group, a benzimidazolyl group, a benzothiazolyl group, a benzocarbazolyl group, a benzothienyl group, a dibenzothienyl group, a thienothiphenyl group, a benzofuranyl group, a phenanthrolinyl group, an isoxazolyl group, a thiadiazolyl group, a phenothiazinyl group, a silafluorenyl group, a dibenzofuranyl group, and an N-phenylcarbazolyl group, an N-pyridylcarbazolyl group, an N-methylcarbazolyl group, and the like, without being limited thereto.

[0056] In the present application, the heteroarylene group refers to a divalent or multivalent group formed by further losing one or more hydrogen atoms from a heteroaryl group.

[0057] In the present application, the number of carbon atoms of the substituted or unsubstituted heteroaryl group (heteroarylene group) can be selected from 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. In some embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group having a total carbon number of 3 to 18, in other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group having a total carbon number of 3 to 12, and in other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group having a total carbon number of 5 to 12. In the present application, the heteroaryl groups as substituents in L, L1, L2, Ar1, Ar2 and Ar3 are, for example but not limited to, pyridyl, carbazolyl, quinolyl, isoquinolyl, phenanthroline, benzoxazolyl, benzothiazolyl, benzimidazolyl, dibenzothiophenyl and dibenzofuranyl.

[0058] In the present application, a substituted heteroaryl group may be a heteroaryl group in which one or more hydrogen atoms are replaced by groups such as a deuterium atom, a halogen group, -CN, an aryl group, a heteroaryl group, a trialkylsilyl group, an alkyl group, a cycloalkyl group, a haloalkyl group, etc. It should be understood that the number of carbon atoms in the substituted heteroaryl group refers to the total number of carbon atoms in the heteroaryl group and the substituents on the heteroaryl group.

[0059] In the present application, the alkyl group having 1 to 10 carbon atoms may include a straight-chain alkyl group having 1 to 10 carbon atoms and a branched-chain alkyl group having 3 to 10 carbon atoms. The number of carbon atoms of the alkyl group is, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10. Specific examples of the alkyl group include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, and n-hexyl.

[0060] In the present application, the halogen group is, for example, fluorine, chlorine, bromine, or iodine.

[0061] In the present application, specific examples of trialkylsilyl include, but are not limited to, trimethylsilyl, triethylsilyl, and the like.

[0062] In the present application, specific examples of the haloalkyl group include, but are not limited to, trifluoromethyl.

[0063] In the present application, specific examples of deuterated alkyl groups include, but are not limited to, trideuterated methyl groups.

[0064] In the present application, a deuterated aryl group refers to an aryl group containing deuterium, such as, but not limited to, a pentadeuterated phenyl group, a heptadeuterated naphthyl group, a deuterated biphenyl group, and the like.

[0065] In the present application, a halogenated aryl group refers to an aryl group with a halogen substituent, such as but not limited to fluorophenyl, fluoronaphthyl, fluorobiphenyl, and the like.

[0066] In the present application, the number of carbon atoms in the cycloalkyl group having 3 to 10 is, for example, 3, 4, 5, 6, 7, 8 or 10. Specific examples of the cycloalkyl group include, but are not limited to, cyclopentyl, cyclohexyl, and adamantyl.

[0067] In this application, a non-positioned connecting bond refers to a single bond extending from the ring system. This means that one end of the link can be connected to any position in the ring system that the link passes through, and the other end is connected to the rest of the compound molecule. For example, as shown in the following formula (f), the naphthyl represented by formula (f) is connected to other positions of the molecule via two non-positional linkers that pass through the bicyclic ring. The meaning of this includes any possible connection method shown in formulas (f-1) to (f-10):

[0068] For example, as shown in the following formula (X'), the dibenzofuranyl group represented by formula (X') is connected to other positions of the molecule through a non-positional connecting bond extending from the middle of one benzene ring. The meaning represented by it includes any possible connection method shown in formulas (X'-1) to (X'-4):

[0069] A non-positional substituent herein refers to a substituent connected via a single bond extending from the center of the ring system, indicating that the substituent can be attached at any possible position within the ring system. For example, as shown in the following formula (Y), the substituent R' represented by formula (Y) is connected to the quinoline ring via a non-positional bond, and its meaning includes any possible connection method shown in formulas (Y-1) to (Y-7):

[0070] In some embodiments, Formula 1 is selected from the structure shown in Formula 1-1 or Formula 1-2 below:

[0071] In some embodiments, R 1 One of them has the structure shown in Formula 2, when n1 is greater than 1, the other R 1 With each R 2 、R 3 and R 4Each is independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, a deuterated aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms.

[0072] In some embodiments, R 2 One of them has the structure shown in Formula 2, when n2 is greater than 1, the other R 2 With each R 1 、R 3 and R 4 Each is independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, a deuterated aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms.

[0073] In some embodiments, R 3 One of them has the structure shown in Formula 2, when n3 is greater than 1, the other R 3 With each R 1 、R 2 and R 4 Each is independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, a deuterated aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms.

[0074] In some embodiments, R 4 One of them has the structure shown in Formula 2, when n4 is greater than 1, the other R 4 With each R 1 、R 2 and R 3 Each is independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, a deuterated aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms.

[0075] In some embodiments, each R 1 、R 2 、R 3 and R 4 Same or different, and each R 1 、R 2 、R 3 and R 4There is only one group represented by Formula 2, and the others are independently selected from hydrogen, deuterium, cyano, fluorine, methyl, ethyl, isopropyl, tert-butyl or phenyl.

[0076] In some embodiments, Ar 1 、Ar 2 and Ar 3 the same or different and each independently selected from a substituted or unsubstituted aryl group having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24 or 25 carbon atoms, and a substituted or unsubstituted heteroaryl group having 5, 6, 7, 8, 9, 10, 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0077] In some embodiments, Ar 1 、Ar 2 and Ar 3 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms and a substituted or unsubstituted heteroaryl group having 5 to 18 carbon atoms.

[0078] Optionally, Ar 1 、Ar 2 and Ar 3 The substituents in are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a trialkylsilyl group having 3 to 7 carbon atoms, a naphthyl group, a phenyl group or a pentadeuterated phenyl group;

[0079] Optionally, Ar 1 、Ar 2 and Ar 3 Any two adjacent substituents form a fluorene ring.

[0080] Further optionally, Ar 3 It is selected from a substituted or unsubstituted aryl group having 6 to 15 carbon atoms and a substituted or unsubstituted heteroaryl group having 12 to 18 carbon atoms.

[0081] In some embodiments, Ar 1 、Ar 2 and Ar 3 the same or different, each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirobifluorenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted carbazolyl group.

[0082] Optionally, Ar 1 、Ar 2 and Ar 3 The substituents in are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, phenyl, naphthyl or pentadeuterated phenyl.

[0083] Further optionally, Ar 3 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted dibenzofuranyl, and substituted or unsubstituted dibenzothienyl.

[0084] In some embodiments, Ar 1 and Ar 2 Each is independently selected from a substituted or unsubstituted group W; wherein the unsubstituted group W is selected from the group consisting of:

[0085] The substituted group W has one or more substituents, and the substituents on the substituted group W are each independently selected from deuterium, fluorine, cyanomethyl, ethyl, isopropyl, tert-butyl or phenyl, and when the number of substituents on the group W is greater than 1, each substituent is the same or different.

[0086] In some embodiments, Ar 1 and Ar 2 are the same or different and are each independently selected from the group consisting of:

[0087] In some embodiments, Ar 1 and Ar 2 are the same or different and are each independently selected from the group consisting of:

[0088] In some embodiments, Ar 3 is selected from a substituted or unsubstituted group Q; wherein the unsubstituted group Q is selected from the group consisting of:

[0089] The substituted group Q has one or more substituents, and the substituents on the substituted group Q are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl or phenyl, and when the number of substituents on the group Q is greater than 1, the substituents are the same or different.

[0090] In some embodiments, Ar 3 Selected from the group consisting of:

[0091] In some embodiments, Ar 3 Selected from the group consisting of:

[0092] In some embodiments, L 1 、L 2 and L are the same as or different from each other and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 15 carbon atoms, and a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms.

[0093] Optionally, L 1 、L 2 and L are the same as or different from each other and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 12 carbon atoms.

[0094] In some embodiments, L 1 、L 2 and L are the same as or different from each other and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0095] In some embodiments, L 1 、L 2 The substituents in and L are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, a trialkylsilyl group having 3 to 7 carbon atoms, or a phenyl group.

[0096] In some embodiments, L 1 、L 2 and L are the same as or different from each other and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted carbazolyl group.

[0097] In some embodiments, L 1 、L 2 The substituents in L are the same as or different from those in R and L and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl or phenyl.

[0098] Alternatively, L is selected from a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.

[0099] In some embodiments, L is selected from the group consisting of a single bond or the following groups:

[0100] In some embodiments, L 1 and L 2 are each independently selected from the group consisting of a single bond or the following groups:

[0101] In some specific embodiments, L 1 and L 2 are each independently selected from the group consisting of a single bond or the following groups:

[0102] In some specific embodiments, L is selected from the group consisting of a single bond or the following groups:

[0103] In some embodiments, are the same or different and are each independently selected from the group consisting of:

[0104] Specifically, are the same or different and are each independently selected from the group consisting of:

[0105] In some embodiments, the group shown in Formula 2 Selected from the group consisting of:

[0106] Specifically, the structure shown in Formula 2 Selected from the group consisting of:

[0107] In some embodiments, the compound has the structure shown in Formula II-1 to II-16:

[0108] In some embodiments, the compound is selected from the group consisting of:

[0109] In a second aspect of the present application, an organic electroluminescent device is provided, comprising an anode, a cathode, and a functional layer arranged between the anode and the cathode. The present application provides an organic electroluminescent device, comprising an anode, a cathode, and a functional layer arranged between the anode and the cathode; wherein the functional layer comprises the organic compound described in the first aspect of the present application.

[0110] The compound provided in the present application can be used to form at least one organic film layer in a functional layer to improve the current efficiency, lifespan and other characteristics of an organic electroluminescent device.

[0111] Optionally, the functional layer includes an organic light-emitting layer, and the organic light-emitting layer includes the organic compound. The organic light-emitting layer can be composed of the organic compound provided in this application, or can be composed of the organic compound provided in this application and other materials.

[0112] According to a specific embodiment, the organic electroluminescent device is shown in Figure 1, and the organic electroluminescent device may include an anode 100, a hole injection layer 310, a hole transport layer 321, a hole adjustment layer (also called a hole auxiliary layer, a second hole transport layer or an electron blocking layer) 322, an organic light-emitting layer 330, an electron transport layer 340, an electron injection layer 350 and a cathode 200 stacked in sequence.

[0113] In the present application, the anode 100 includes an anode material, 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) is included as the anode.

[0114] In the present application, 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, and may specifically be selected from the following compounds or any combination thereof:

[0115] In one embodiment, the hole transport layer 321 is composed of HT-5.

[0116] Optionally, the hole-modifying layer 322 may include one or more hole-transporting materials, which may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, and are not specifically limited in this application. For example, in some embodiments of this application, the hole-modifying layer 330 is composed of HT-2.

[0117] In one embodiment, the hole-regulating layer 322 is composed of HT-2.

[0118] Optionally, a hole injection layer 310 is provided 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 may be made of a benzidine derivative, a starburst arylamine compound, a phthalocyanine derivative, or other materials, and this application does not impose any particular limitation thereto. The material of the hole injection layer 310 is, for example, selected from the following compounds or any combination thereof:

[0119] In one embodiment, the hole injection layer 310 is composed of PD and HT-5.

[0120] In the present application, the organic light-emitting layer 330 may be composed of a single light-emitting material or 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 may 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.

[0121] The host material of the organic light-emitting layer 330 may include metal chelate compounds, bisphenylethylene derivatives, aromatic amine derivatives, dibenzofuran derivatives or other types of materials. Optionally, the host material includes the organic compound of the present application.

[0122] The guest material of the organic light-emitting layer 330 can be a compound having a condensed aromatic ring or its derivative, a compound having a heteroaromatic ring or its derivative, an aromatic amine derivative or other materials, and this application does not impose any special restrictions on this. The guest material is also called a doping material or dopant. According to the type of luminescence, it can be divided into fluorescent dopants and phosphorescent dopants. Specific examples of the phosphorescent dopant include, but are not limited to,

[0123] In one embodiment of the present application, the organic electroluminescent device is a red organic electroluminescent device. In one embodiment, the host material of the organic light-emitting layer 330 comprises the organic compound of the present application. The guest material is, for example, RD. In another embodiment, the host material of the organic light-emitting layer 330 comprises the organic compound of the present application and RH-P The guest material is, for example, RD.

[0124] The electron transport layer 340 may be a single-layer structure or a multi-layer structure, and may include one or more electron transport materials. The electron transport materials may be selected from, but not limited to, BTB, LiQ, benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, or other electron transport materials, and are not specifically limited in this application. The materials of the electron transport layer 340 include, but are not limited to, the following compounds:

[0125] In one embodiment of the present application, the electron transport layer 340 may be composed of ET-1 and LiQ.

[0126] In the present application, cathode 200 may include a cathode material having a small work function that 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. Alternatively, a metal electrode containing magnesium and silver may be included as the cathode.

[0127] Optionally, an electron injection layer 350 is further provided 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 an inorganic material such as an alkali metal sulfide or an alkali metal halide, or may include a complex of an alkali metal and an organic matter. In one embodiment of the present application, the electron injection layer 350 may include ytterbium (Yb).

[0128] A third aspect of the present application provides an electronic device comprising the organic electroluminescent device described in the second aspect of the present application.

[0129] According to one embodiment, as shown in FIG2 , an electronic device provided is electronic device 400, which includes the above-mentioned organic electroluminescent device. Electronic device 400 may be, for example, a display device, a lighting device, an optical communication device, or other types of electronic devices, including but not limited to computer screens, mobile phone screens, televisions, electronic paper, emergency lighting, optical modules, etc.

[0130] The synthesis method of the organic compound of the present application is described in detail below with reference to synthesis examples, but the present disclosure is not limited thereby.

[0131] Synthesis Example

[0132] Those skilled in the art will recognize that the chemical reactions described herein can be used to appropriately prepare many of the organic compounds described herein, and that other methods for preparing the compounds described herein are considered within the scope of this application. For example, the synthesis of compounds not exemplified herein can be successfully accomplished by one skilled in the art through modifications such as appropriate protection of interfering groups, the use of known reagents other than those described herein, or conventional modifications of reaction conditions. Compounds for which the syntheses are not described herein are obtained from commercially available raw materials.

[0133] Synthesis of intermediates:

[0134] Synthesis of intermediate Sub-b1:

[0135] Under nitrogen, to a 500 mL three-necked flask were added Sub-a1 (16.20 g, 50 mmol), 5-chloro-2-formylphenylboronic acid (CAS: 870238-36-1, 10.14 g, 55 mmol), tetrakistriphenylphosphine palladium (Pd(PPh3)4, 0.58 g, 0.5 mmol), anhydrous sodium carbonate (Na2CO3, 10.60 g, 100 mmol), toluene (PhMe, 160 mL), anhydrous ethanol (EtOH, 40 mL), and deionized water (40 mL). Stirring and heating were initiated, and the temperature was raised to reflux for 8 h. After the system cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by distillation 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 Sub-b1 as a white solid (10.94 g, yield: 57%).

[0136] Referring to the synthesis of intermediate Sub-a1, reactant B shown in Table 1 was used instead of Sub-a1, and reactant C was used instead of 5-chloro-2-formylphenylboronic acid to synthesize intermediates Sub-b2 to Sub-b8.

[0137] Table 1: Synthesis of Intermediates Sub-b2 to Sub-b8

[0138] Synthesis of intermediate Sub-c1:

[0139] Under nitrogen, Sub-b1 (49.90 g, 130 mmol), (methoxymethyl)triphenylphosphonium chloride (74.38 g, 217 mmol), and anhydrous tetrahydrofuran (THF, 500 mL) were added sequentially to a 1000 mL three-necked flask. The mixture was cooled to 0°C in an ice-water bath. A 1 M solution of potassium tert-butoxide (t-BuOK) in anhydrous tetrahydrofuran (220 mL) was then slowly added dropwise. After the addition, the mixture was slowly warmed to room temperature and stirred for 6 h. The reaction mixture was poured into 1000 mL of deionized water and extracted with ethyl acetate (250 mL x 3). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain Sub-c1 as a white solid (39.10 g, yield: 73%).

[0140] Referring to intermediate Sub-c1, intermediates Sub-c2 to Sub-c8 were synthesized by using reactant D shown in Table 2 instead of Sub-b1.

[0141] Table 2: Synthesis of Intermediates Sub-c2 to Sub-c8

[0142] Synthesis of intermediate Sub-d1:

[0143] Under nitrogen, Sub-c1 (49.00 g, 119 mmol), Eaton's reagent (4.5 mL), and chlorobenzene (500 mL) were added sequentially to a 1000 mL three-necked flask. The temperature was raised to reflux and the reaction was stirred for 4 h. After the reaction system reached room temperature, the reaction solution was poured into 1000 mL of deionized water and neutralized with saturated sodium hydroxide solution. The mixture was then extracted with dichloromethane (250 mL x 3). The organic phases were combined and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain Sub-d1 as a solid (21.70 g, yield: 48%).

[0144] Referring to the synthesis of intermediate Sub-d1, intermediates Sub-d2 to Sub-d8 were synthesized using reactant E shown in Table 3 instead of Sub-c1.

[0145] Table 3: Synthesis of Intermediates Sub-d2 to Sub-d8

[0146] Synthesis of intermediate Sub-e1:

[0147] Under nitrogen protection, Sub-d1 (19.00 g, 50 mmol), diboronic acid pinacol ester (CAS: 73183-34-3, 14.00 g, 55 mmol), potassium acetate (KOAc, 10.80 g, 110 mmol) and 1,4-dioxane (160 mL) were added to a 500 mL three-necked flask in sequence. Stirring and heating were started. When the system was heated to 40 ° C, tris(dibenzylideneacetone)dipalladium (Pd2(dba)3, 0.46 g, 0.50 mmol) and 2-dicyclohexylphosphine-2',4',6'triisopropylbiphenyl (XPhos, 0.48 g, 1.0 mmol) were quickly added. The temperature was continued to rise to reflux and the reaction was stirred overnight. After the system was cooled to room temperature, 200 mL of water was added to the system, and the mixture was stirred thoroughly for 30 min. The mixture was filtered under reduced pressure, and the filter cake was washed with deionized water until neutral, and then rinsed with 100 mL of anhydrous ethanol to obtain a gray solid. The crude product was slurried once with n-heptane, dissolved in 200 mL of toluene, and passed through a silica gel column to remove the catalyst. After concentration, Sub-e1 was obtained as a white solid (15.79 g, yield: 67%).

[0148] Referring to the synthesis of intermediate Sub-e1, intermediates Sub-e2 to Sub-e7 were synthesized by using reactant F shown in Table 4 instead of Sub-d1.

[0149] Table 4: Synthesis of Intermediates Sub-e2 to Sub-e7

[0150] Synthesis of compounds

[0151] Synthesis of compound 4:

[0152] Under nitrogen, to a 250 mL three-necked flask were added Sub-e1 (11.78 g, 25 mmol), RM-1 (8.95 g, 25 mmol), tetrakis(triphenylphosphine)palladium (Pd(PP3)4, 0.29 g, 0.25 mmol), anhydrous potassium carbonate (K2CO3, 0.9 g, 50 mmol), tetrabutylammonium bromide (0.8 g, 2.5 mmol), toluene (120 mL), tetrahydrofuran (30 mL), and deionized water (30 mL). Stirring and heating were initiated, and the temperature was raised to reflux for 16 h. After the system was cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain compound 4 as a white solid (10.50 g, yield: 63%, m / z = 667.32 [M+H] + ).

[0153] Referring to the synthesis of compound 4, reactant G shown in Table 5 was used to replace Sub-e1, and reactant H was used to replace RM-1 to synthesize the compounds of the present application in Table 6.

[0154] Table 5: Synthesis of compounds of the present application

[0155] Characterization of compounds

[0156] The NMR data of some compounds are as follows:

[0157] Compound 69: 1 H-NMR(400MHz,Methylene-Chloride-D2)δppm 9.51(s,1H),9.21(d,1H),8.83(s,1H), 8.81(s,1H),8.69(d,1H),8.61(d,1H),8.53(d,1H),8.34-8.30(m,3H),8.25(d,1H),8.18(d,1H),8.13(d,1H),8.08(d,1H) ,8.05-7.98(m,3H),7.93(d,1H),7.81(d,1H),7.76(d,1H),7.64(t,1H),7.57(t,2H),7.52-7.47(m,2H),7.40-7.32(m,3H).

[0158] Preparation and evaluation of organic electroluminescent devices:

[0159] The organic electroluminescent device of the present application is described in detail below through examples. However, the following examples are merely examples of the present application and do not limit the present application:

[0160] Example 1: Red organic electroluminescent device

[0161] First, the anode pretreatment is carried out through the following process: On the ITO / Ag / ITO substrate, the surface treatment is performed using ultraviolet ozone and O2:N2 plasma to increase the work function of the anode. The surface of the ITO substrate can also be cleaned with an organic solvent to remove impurities and oil stains on the surface of the ITO substrate.

[0162] On the experimental substrate (anode), PD:HT-5 was co-evaporated at an evaporation rate ratio of 2%:98% to form a thickness of Then HT-5 was vacuum-deposited on the hole injection layer to form a hole injection layer with a thickness of hole transport layer.

[0163] Compound HT-2 is vacuum evaporated on the hole transport layer to form a layer with a thickness of Hole Adjustment Layer.

[0164] On the hole adjustment layer, compound 4:RH-P:RD was co-deposited at a deposition rate ratio of 49%:49%:2% to form a layer with a thickness of an organic light-emitting layer (EML).

[0165] On the organic light-emitting layer, compound ET-1 and LiQ were co-evaporated at a deposition rate ratio of 1:1 to form a layer with a thickness of The electron transport layer (ETL) is formed by evaporating Yb on the electron transport layer to form a thickness of Then, magnesium (Mg) and silver (Ag) were mixed at a 1:9 evaporation rate and vacuum evaporated on the electron injection layer to form a layer with a thickness of cathode.

[0166] In addition, compound CP-1 is vacuum-evaporated on the cathode to form a layer with a thickness of The cover layer (CPL) is formed, thereby completing the manufacture of the red organic electroluminescent device.

[0167] Examples 2 to 33

[0168] An organic electroluminescent device was prepared by the same method as in Example 1, except that the compound shown in Table 6 below was used instead of Compound 4 in Example 1 when preparing the light-emitting layer.

[0169] Comparative Examples 1 to 3

[0170] An organic electroluminescent device was prepared using the same method as in Example 1, except that Compound A, Compound B, and Compound C were used to replace Compound 4 in Example 1 when preparing the light-emitting layer.

[0171] Among them, when preparing each embodiment and comparative example, the compound structure used is as follows:

[0172] The performance of the red organic electroluminescent devices prepared in Examples 1-33 and Comparative Examples 1-3 was tested. Specifically, at 10 mA / cm 2 The IVL performance of the device was tested under the conditions of T95 device life at 20mA / cm 2 The test was carried out under the conditions of , and the test results are shown in Table 6.

[0173] Table 6

[0174] As can be seen from Table 6 above, compared with Comparative Examples 1 to 3, when the compound of the present application is used as the host material of a red organic electroluminescent device, the luminous efficiency of the device is increased by at least 10.0%, and the T95 life span is increased by at least 12.1%.

[0175] The present application has found that the compound structure of the present application contains a parent core structure of phenanthrobenzoxazole / thiazole, and the parent core is connected to a triazine compound, which serves as an electron-transmitting red light host material. Among them, phenanthrobenzoxazole / thiazole has a large conjugated system. After connecting it with triazine, it can enhance the intermolecular force and improve the carrier mobility of the compound. When the compound of the present application is used as an electron-transmitting material in a hybrid host material, it can improve the carrier balance in the light-emitting layer, broaden the carrier recombination area, improve the exciton generation and utilization efficiency, and improve the device luminous efficiency and life.

[0176] Those skilled in the art will readily appreciate other embodiments of the present invention after considering the specification and practicing the invention disclosed herein. This application is intended to cover any variations, uses, or adaptations of the present invention that follow the general principles of this application and include common knowledge or customary techniques in the art that are not disclosed herein.

Claims

1. An organic compound, characterized in that The organic compound has a structure shown in Formula 1: Wherein, one of X and Y is -O- or -S-, and the other is -N=; Each R 1 , R 2 , R 3 and R 4 are the same or different and are independently selected from hydrogen, deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, halogenated alkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms, cycloalkyl having 3 to 10 carbon atoms or a group represented by Formula 2, and each R 1 , R 2 , R 3 and R 4 There is only one group represented by Formula 2; n1 is R 1 The number of R is selected from 0, 1 or 2; when n1 is greater than 1, any two R 1 Same or different; n2 is R 2 The number of R is selected from 0, 1 or 2; when n2 is greater than 1, any two R 2 Same or different; n3 is R 3 The number of R is selected from 0, 1, 2, 3 or 4; when n3 is greater than 1, any two R 3 Same or different; n4 is R 4 The number of R is selected from 0, 1 or 2; when n4 is greater than 1, any two R 4 Same or different; L, L 1 and L 2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms; Ar 1 ,Ar 2 and Ar 3 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; L, L 1 , L 2 ,Ar 1 ,Ar 2 and Ar 3 The substituents in are the same or different and are independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms, cycloalkyl having 3 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms; Optionally, Ar 1 ,Ar 2 and Ar 3 Any two adjacent substituents form a saturated or unsaturated 5-15 membered ring.

2. The organic compound according to claim 1, characterized in that R 1 One of them has the structure shown in Formula 2, when n1 is greater than 1, the other R 1 With each R 2 , R 3 and R 4 each independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, a deuterated aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms; or R 2 One of them has the structure shown in Formula 2, when n2 is greater than 1, the other R 2 With each R 1 , R 3 and R 4 each independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, a deuterated aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms; or R 3 One of them has the structure shown in Formula 2, when n3 is greater than 1, the other R 3 With each R 1 , R 2 and R 4 each independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, a deuterated aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms; or R 4 One of them has the structure shown in Formula 2, when n4 is greater than 1, the other R 4 With each R 1 , R 2 and R 3 are each independently selected from hydrogen, deuterium, Cyano group, halogen group, alkyl group having 1 to 4 carbon atoms, deuterated alkyl group having 1 to 4 carbon atoms, halogenated alkyl group having 1 to 4 carbon atoms, aryl group having 6 to 12 carbon atoms, deuterated aryl group having 6 to 12 carbon atoms or heteroaryl group having 5 to 12 carbon atoms; Preferably, each R 1 , R 2 , R 3 and R 4 The same or different, and each R 1 , R 2 , R 3 and R 4 There is only one group represented by Formula 2, and the others are independently selected from hydrogen, deuterium, cyano, fluorine, methyl, ethyl, isopropyl, tert-butyl or phenyl.

3. The organic compound according to claim 1, characterized in that Ar 1 ,Ar 2 and Ar 3 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms and a substituted or unsubstituted heteroaryl group having 5 to 18 carbon atoms; Optionally, Ar 1 ,Ar 2 and Ar 3 The substituents in are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a trialkylsilyl group having 3 to 7 carbon atoms, a naphthyl group, a phenyl group or a pentadeuterated phenyl group; Optionally, Ar 1 ,Ar 2 and Ar 3 Any two adjacent substituents form a fluorene ring.

4. The organic compound according to claim 1, characterized in that Ar 1 ,Ar 2 and Ar 3 the same or different, each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted carbazolyl; Optionally, Ar 1 ,Ar 2 and Ar 3 The substituents in are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, phenyl, naphthyl or pentadeuterated phenyl.

5. The organic compound according to claim 1, characterized in that L 1 , L 2 and L are the same as or different from each other and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 15 carbon atoms, and a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms; Optionally, L 1 , L 2 The substituents in L are the same as or different from each other and are independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, a trialkylsilyl group having 3 to 7 carbon atoms or a phenyl group.

6. The organic compound according to claim 1, characterized in that L 1 , L 2 and L are the same as or different from each other, and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted carbazolyl group; Optionally, L 1 , L 2 The substituents in L are the same as or different from each other and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl or phenyl.

7. The organic compound according to claim 1, characterized in that Ar 1 and Ar 2 The same or different, and each independently selected from the group consisting of the following groups: Optionally, Ar 3 Selected from the group consisting of:

8. The organic compound according to claim 1, characterized in that L is selected from a single bond or the following groups: Optionally, L 1 and L 2 are the same or different, each independently selected from the group consisting of a single bond or the following groups:

9. The organic compound according to claim 1, characterized in that The same or different, and each independently selected from the group consisting of the following groups:

10. The organic compound according to claim 1, characterized in that The structure shown in formula 2 Selected from the group consisting of:

11. The organic compound according to claim 1, characterized in that The compound is selected from the following structures:

12. 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 11; Optionally, the functional layer includes an organic light-emitting layer, and the organic light-emitting layer contains the organic compound.

13. An electronic device, characterized in that The organic electroluminescent device according to claim 12.

Images