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] The present application relates to the technical field of organic electroluminescent materials, in particular to an organic compound, an organic electroluminescent device and an electronic device. BACKGROUND

[0002] An organic electroluminescent device, for example, an organic light-emitting diode (OLED), has a device structure generally comprising a cathode and an anode arranged oppositely, and a functional layer arranged between the cathode and the anode. The functional layer is composed of multiple organic or inorganic film layers, and generally comprises an organic light-emitting layer, a hole transport layer, an electron transport layer, etc. When a voltage is applied to 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 to the electroluminescent layer, and holes on the anode side also move to the electroluminescent layer. The electrons and holes combine in the electroluminescent layer to form excitons. The excitons in the excited state release energy outward, and then the electroluminescent layer emits light. As the third generation of electroluminescent display technology after the cathode ray tube and liquid crystal display, OLED has many advantages such as thinness, fast response, wide color gamut, transparent display, etc., and has a wide range of application values in many application fields such as televisions, vehicles, smart phones, wearable devices, lighting, etc.

[0003] At present, the research in the field of organic electroluminescent devices mainly focuses on the working life and efficiency of the devices. With the large-area display, the driving voltage of the device also increases, and at the same time, the luminous efficiency and current efficiency also need to be further improved. Therefore, in order to meet the high-performance use requirements of the device, designing and developing a higher-performance OLED device material is a necessary research focus to further improve the performance of the organic electroluminescent device. SUMMARY

[0004] In view of the problems existing in the prior art, the purpose of the present application is to provide an organic compound, an organic electroluminescent device and an electronic device. The organic compound is used in an organic electroluminescent device, which can improve the performance of the device.

[0005] According to a first aspect of the present application, an organic compound is provided, which has a structure shown in Formula I:

[0006]

[0007] wherein one of X1 and X2 is selected from O or S, and the other is selected from a single bond;

[0008] Ar is selected from a substituted or unsubstituted aryl group with 6-30 carbon atoms, or a substituted or unsubstituted heteroaryl group with 3-30 carbon atoms;

[0009] one of R1and R2is Formula II, and the other is hydrogen;

[0010] L, L1and L2are the same or different, and each is independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0011] Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0012] the substituents of L, L1, L2, Ar1, Ar2and Ar are the same or different, and each is independently selected from deuterium, a cyano group, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triarylsilyl group having 12 to 24 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms.

[0013] According to a second aspect of the present application, there is provided an organic electroluminescence device, comprising an anode and a cathode arranged oppositely, and a functional layer arranged between the anode and the cathode; the functional layer comprises the organic compound described above.

[0014] According to a third aspect of the present application, there is provided an electronic device comprising the organic electroluminescence device of the second aspect.

[0015] The organic compound of the present application, with an arylamine group connected to a mother nucleus structure, which contains a highly conjugated fragment and an arylamine hole transport fragment, on the one hand, the furan ring at the center of the mother nucleus is fused with oxazole ring and benzofuran / thiophene ring through two side benzene rings, respectively, so that it has stronger conjugation ability, which helps to enhance the intermolecular stacking of the target compound and improve the carrier density of the compound; on the other hand, the lone pair electrons on the oxygen atom and the sulfur atom can also enhance the interaction between the molecules of the compound to some extent, further improving the carrier mobility of the compound; finally, the group has very strong electron-withdrawing properties, and when it is connected to the arylamine group on one side, the lowest unoccupied molecular orbital (LUMO) of the molecule can be limited to The organic compound of the present application can be used as a hole transport type light-emitting host material when used in the preparation of an OLED device. Specifically, when the compound is used as a hole transport type material in a hybrid light-emitting host material, the carrier balance in the light-emitting layer can be improved, the carrier recombination region can be widened, the efficiency of exciton generation and utilization can be improved, and thus the efficiency and lifetime of the device can be improved. BRIEF DESCRIPTION OF DRAWINGS

[0016] The accompanying drawings are included to provide a further understanding of the present application, and are incorporated in and constitute a part of the specification, illustrate embodiments of the present application and serve to explain the principles of the present application, but are not intended to limit the present application.

[0017] Figure 1 is a schematic structural diagram of an organic electroluminescent device according to an embodiment of the present application.

[0018] Figure 2 is a schematic diagram of an electronic device according to an embodiment of the present application.

[0019] BRIEF DESCRIPTION OF DRAWINGS

[0020] 100, anode 200, cathode 300, functional layer 310, hole injection layer 321, hole transport layer

[0021] 322, light-emitting adjustment layer 330, organic light-emitting layer 340, electron transport layer 350, electron injection layer 400, electronic device DETAILED DESCRIPTION

[0022] Exemplary embodiments will now be described more fully with reference to the accompanying drawings. The exemplary embodiments, however, can be embodied in many different forms and should not be construed as being limited to the examples set forth herein; rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the scope of the exemplary embodiments to those skilled in the art. The features, structures, or characteristics described can be combined in any suitable manner in one or more embodiments. In the following description, numerous specific details are provided to give a thorough understanding of embodiments of the present application.

[0023] In a first aspect, the present application provides an organic compound having a structure shown in Formula I:

[0024]

[0025] wherein one of X1and X2is selected from O or S, and the other is selected from a single bond;

[0026] Ar is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0027] one of R1and R2is Formula II, and the other is hydrogen;

[0028] L, L1and L2are the same or different, and each is independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0029] Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0030] the substituents of L, L1, L2, Ar1, Ar2and Ar are the same or different, and each is independently selected from deuterium, a cyano group, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triarylsilyl group having 12 to 24 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms.

[0031] In the present application, refers to a chemical bond to other substituents or a bonding position.

[0032] In the present application, the description mode "each … is independently" and "… is independently selected from" and "… is each independently selected from" can be interchangeable, and should be interpreted broadly, which 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, chlorine, which means that Formula Q-1 represents a benzene ring with q substituents R", each R" can be the same or different, and the options of each R" do not affect each other; Formula Q-2 represents a biphenyl, each benzene ring has q substituents R", the number 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.

[0033] In the present application, the term "substituted or unsubstituted" means that the functional group recited after the term can or can not have a substituent group (hereinafter, substituent groups will be collectively referred to as Rcfor the sake of convenience of description). For example, "substituted or unsubstituted aryl" means aryl having a substituent group Rc, or aryl which is not substituted. The substituent group Rcmentioned above, for example, can be deuterium, a halogen group, a cyano group, an alkyl group, a haloalkyl group, a deuterium- substituted alkyl group, an aryl group, a heteroaryl group, a cycloalkyl group, a trialkylsilyl group, a triaryl silyl group, or the like. The number of substituent groups Rcmay be one or more. In the present application, a "substituted" functional group can be substituted with one or more than two of the above-mentioned Rc; when two substituent groups Rcare attached to the same atom, the two substituent groups Rc

[0034] In the present application, the number of carbon atoms of a substituted or unsubstituted functional group means the total number of carbon atoms. For example, if L1is a substituted arylene group having 12 carbon atoms, the total number of carbon atoms of the arylene group and the substituent group thereon is 12.

[0035] In the present application, an indefinite position linking bond means a single bond extending from a ring system which indicates that one end of the linking bond can be attached to any position in the ring system through which the bond extends, and the other end is attached to the remainder of the molecule.

[0036] For example, as shown in the following formula (f), the naphthyl group represented by formula (f) is attached to the other position of the molecule through two indefinite position linking bonds extending through the bicyclic ring, and the meaning represented thereby includes any of the possible attachment modes shown in formulae (f-1) to (f-10).

[0037]

[0038] For example, as shown in the following formula (X'), the dibenzofuranyl group represented by formula (X') is attached to the other position of the molecule through one indefinite position linking bond extending from the middle of one of the benzene rings, and the meaning represented thereby includes any of the possible attachment modes shown in formulae (X'-1) to (X'-4).

[0039]

[0040] 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).

[0041]

[0042] In this application, the number of carbon atoms in L, L1, L2, Ar1, Ar2, and Ar refers to the total number of carbon atoms. For example, if L1 is selected from a substituted arylene with 12 carbon atoms, then the total number of carbon atoms in the arylene and its substituents is 12.

[0043] 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.

[0044] In this application, cycloalkyl refers to a group derived from a saturated cyclic carbon chain structure. A cycloalkyl group may have 3 to 10 carbon atoms; in this application, numerical ranges such as "3 to 10" refer to integers within a given range; for example, "5 to 10 carbon atoms" means that it may contain 5, 6, 7, 8, 9, or 10 carbon atoms. Optionally, specific embodiments of cycloalkyl groups include, but are not limited to, cyclopentyl, cyclohexyl, adamantyl, norbornyl, etc.

[0045] In this application, aryl refers to any optional functional group or substituent derived from an aromatic carbon ring. An aryl group can be a monocyclic aryl (e.g., phenyl) or a polycyclic aryl; in other words, an 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 aryl groups 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, phenylene, 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, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, or 40. In this application, biphenyl can be understood as a phenyl-substituted aryl group or an unsubstituted aryl group.

[0046] In this application, the term "arylene" refers to a divalent group formed by the further loss of a hydrogen atom from an aryl group.

[0047] In this application, a substituted aryl group refers to an aryl group in which one or more hydrogen atoms are replaced by other groups. For example, at least one hydrogen atom may be replaced by a deuterium, halogen group, cyano, alkyl, deuterated alkyl, haloalkyl, cycloalkyl, aryl, heteroaryl, 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, Ar1 is... Therefore, it has 10 carbon atoms.

[0048] In this application, aryl groups used as substituents include, but are not limited to, phenyl, naphthyl, and biphenyl groups.

[0049] 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.

[0050] In this application, terphenyl includes

[0051] In the present application, a heteroaryl group refers to a monovalent aromatic ring or its derivative containing 1, 2, 3, 4, 5, or 6 heteroatoms in the ring, and the heteroatoms can be at least one of B, O, N, P, Si, Se, and S. The heteroaryl group can be a monocyclic heteroaryl group or a polycyclic heteroaryl group, in other words, the heteroaryl group can be a single aromatic ring system or a plurality of aromatic ring systems connected by carbon-carbon bonds, and any one of the aromatic ring systems is an aromatic monocyclic ring or an aromatic fused ring. For example, the heteroaryl group can include a thienyl group, a furanyl 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 pyrimidinyl 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 benzo carbazolyl group, a benzothiophenyl group, a dibenzothiophenyl group, a thienothiophenyl group, a benzofuranyl group, a phenanthrolinyl group, an isoxazolyl group, a thiadiazolyl group, a benzothiazolyl group, a phenothiazinyl group, a silafluorenyl group, a dibenzofuranyl group, and an N-arylcarbazolyl group (such as an N-phenylcarbazolyl group), an N-heteroarylcarbazolyl group (such as an N-pyridylcarbazolyl group), an N-alkylcarbazolyl group (such as an N-methylcarbazolyl group), and the like, but is not limited thereto. Among them, the thienyl group, the furanyl group, the phenanthrolinyl group, and the like are the heteroaryl group of the single aromatic ring system type, and the N-arylcarbazolyl group (such as the N-phenylcarbazolyl group), the N-heteroarylcarbazolyl group are the heteroaryl group of the polycyclic system type connected by carbon-carbon bonds. For example, in the present application, the number of carbon atoms of the substituted or unsubstituted heteroaryl group can be 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, or 40, and the like.

[0052] In the present application, the heteroaryl group referred to herein refers to a divalent group formed by further losing one hydrogen atom from the heteroaryl group.

[0053] In the present application, the substituted heteroaryl group can be a heteroaryl group in which one or more hydrogen atoms in the heteroaryl group is substituted with a group such as deuterium, a halogen group, a cyano group, an alkyl group, a deuterated alkyl group, a halogenated alkyl group, a cycloalkyl group, an aryl group, a heteroaryl group, a trialkylsilyl group, a triaryl silyl group, and the like.

[0054] It should be understood that the number of carbon atoms of the substituted heteroaryl group refers to the total number of carbon atoms of the heteroaryl group and the substituents on the heteroaryl group.

[0055] In the present application, as a substituent of the heteroaryl group, specific examples include, but are not limited to, a dibenzofuranyl group, a dibenzothiophenyl group, a carbazolyl group, an N-phenylcarbazolyl group, and the like.

[0056] In the present application, "deuterated" means that at least one hydrogen ("H") in a compound or a group is replaced by deuterium ("D"); specifically, a deuterated compound or a deuterated group can be a compound or a group in which one, more than one, or all available hydrogens are replaced by deuterium.

[0057] In the present application, a halogen group can be fluorine, chlorine, bromine, or iodine.

[0058] In the present application, a haloalkyl group can be an alkyl group in which one or more than one hydrogen atom is replaced by a halogen atom, and specific examples of a haloalkyl group include, but are not limited to, trifluoromethyl.

[0059] In the present application, a deuterated alkyl group can be an alkyl group in which one or more than one hydrogen atom is replaced by deuterium, and specific examples of a deuterated alkyl group include, but are not limited to, trideuteromethyl.

[0060] In the present application, specific examples of a trialkylsilyl group include, but are not limited to, trimethylsilyl.

[0061] In the present application, specific examples of a triarylsilyl group include, but are not limited to, triphenylsilyl.

[0062] In some embodiments, the organic compound described in the present application is selected from the group consisting of structures represented by formulae -I-A to -I-F:

[0063]

[0064] wherein X1, X2, Ar, R1, and R2 are defined the same as formula I.

[0065] In some embodiments, the organic compound described in the present application is selected from the group consisting of structures represented by formulae (1) to (18):

[0066]

[0067]

[0068] wherein X1, X2, Ar, R1, and R2 are defined the same as formula I.

[0069] In some embodiments, Ar is selected from substituted or unsubstituted aryl groups having 6 to 18 carbon atoms. For example, Ar is selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, or 18 carbon atoms.

[0070] Alternatively, the substituents in Ar are the same or different, and each is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, a deuterated alkyl group having 1 to 5 carbon atoms, or an aryl group having 6 to 12 carbon atoms.

[0071] In some embodiments, Ar is selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, or substituted or unsubstituted biphenyl.

[0072] Optionally, the substituents in Ar are the same or different, and each is independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, or phenyl.

[0073] In some embodiments, Ar is selected from the group consisting of:

[0074]

[0075] In some embodiments, Ar is selected from the group consisting of:

[0076]

[0077] In some embodiments of the present application, L, L1, and L2 are the same or different, and each is independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 18 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms. For example, L1and L2are the same or different, and each is independently selected from a single bond, a substituted or unsubstituted arylene group having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, or 18 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12, 13, 14, 15, 16, 17, or 18 carbon atoms.

[0078] Optionally, the substituents in L, L1, and L2are the same or different, and each is independently selected from deuterium, cyano, a halogen group, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, a deuterated alkyl group having 1 to 5 carbon atoms, or an aryl group having 6 to 12 carbon atoms.

[0079] In some embodiments, L, L1, and L2are the same or different, and each is 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 dithiophenylene group, a substituted or unsubstituted difuranylene group, or a substituted or unsubstituted carbazolylene group.

[0080] Optionally, the substituents in L, L1, and L2are the same or different, and each is independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, or phenyl.

[0081] In some embodiments, L, L1, and L2are the same or different, and each is independently selected from a single bond, a substituted or unsubstituted group V selected from the group consisting of:

[0082]

[0083] wherein the substituted group V has one or two or more substituents, each substituent is the same or different, and each is independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, or phenyl.

[0084] In some embodiments, L, L1, and L2 are the same or different, and each is independently selected from a single bond or the group consisting of:

[0085]

[0086] In some embodiments, L, L1, and L2 are the same or different, and each is independently selected from a single bond or the group consisting of:

[0087]

[0088]

[0089] In some embodiments, Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted aryl group having a carbon number of 6 to 25, or a substituted or unsubstituted heteroaryl group having a carbon number of 12 to 18. For example, Ar1and Ar2are each independently selected from a substituted or unsubstituted aryl group having a carbon number of 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, or 25, or a substituted or unsubstituted heteroaryl group having a carbon number of 12, 13, 14, 15, 16, 17, or 18.

[0090] Optionally, the substituents in Ar1and Ar2are the same or different, and each is independently selected from deuterium, cyano, a halogen group, an alkyl group having a carbon number of 1 to 5, a haloalkyl group having a carbon number of 1 to 5, a deuterated alkyl group having a carbon number of 1 to 5, a trialkylsilyl group having a carbon number of 3 to 6, or an aryl group having a carbon number of 6 to 12.

[0091] In some embodiments, Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted carbazolyl group.

[0092] Optionally, the substituents in Ar1and Ar2are the same or different, and each is independently selected from the group consisting of deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, trimethylsilyl, phenyl, or naphthyl.

[0093] In some embodiments, Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted group Q, the unsubstituted group Q being selected from the group consisting of:

[0094]

[0095] wherein the substituted group Q has one or two or more substituents, each substituent being the same or different, and each is independently selected from the group consisting of deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, trimethylsilyl, phenyl, or naphthyl.

[0096] In some embodiments, Ar1and Ar2are the same or different, and each is independently selected from the group consisting of:

[0097]

[0098] In some embodiments, Ar1and Ar2are the same or different, and each is independently selected from the group consisting of:

[0099]

[0100] In some embodiments, the same or different, and each is independently selected from the group consisting of:

[0101]

[0102] In some embodiments, the same or different, and each is independently selected from the group consisting of:

[0103]

[0104] In some embodiments, the organic compound is selected from the group consisting of the compounds as shown in claim 10:

[0105] In a second aspect of the present 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; wherein the functional layer comprises the organic compound according to the first aspect of the present application.

[0106] Optionally, the functional layer comprises an organic light-emitting layer, and the organic light-emitting layer comprises the organic compound according to the present application.

[0107] 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.

[0108] Optionally, the organic electroluminescent device is a red organic electroluminescent device or a green organic electroluminescent device.

[0109] 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 adjustment layer 322, an organic light-emitting layer 330, an electron transport layer 340, and a cathode 200, which are stacked in sequence.

[0110] 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.

[0111] 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:

[0112]

[0113] In one specific embodiment, the hole transport layer 321 is HT-1 and the light emission adjustment layer 322 is HT-2.

[0114] 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:

[0115]

[0116]

[0117] In one embodiment, the hole injection layer 310 is composed of PD-1 and HT-1.

[0118] Optionally, the organic light-emitting layer 330 can be composed of a single light-emitting material, or can 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, the holes injected into the organic light-emitting layer 330 and the electrons injected into the organic light-emitting layer 330 can recombine to form excitons in the organic light-emitting layer 330, the excitons transfer energy to the host material, the host material transfers energy to the guest material, and the guest material is capable of emitting light.

[0119] The host material of the organic light-emitting layer 330 can include metal chelate compounds, bisstyryl derivatives, aromatic amine derivatives, dibenzofuran derivatives, or other types of materials.

[0120] In one embodiment, the host material of the organic light-emitting layer 330 is composed of the organic compound and the compound RH-N of the present application.

[0121] The guest material of the organic light-emitting layer 330 can be a compound having a condensed aryl ring or a derivative thereof, a compound having a heteroaryl ring or a derivative thereof, an aromatic amine derivative, or other materials, which are not particularly limited in the present application. The guest material is also known as a dopant or a dopant material. According to the type of light emission, it can be divided into fluorescent dopants and phosphorescent dopants. Specific examples of the phosphorescent dopant include, but are not limited to:

[0122]

[0123] In one embodiment, the guest material of the organic light-emitting layer 330 is RD-1.

[0124] Optionally, the electron transport layer 340 can be a single-layer structure or a multi-layer structure, and can include one or more electron transport materials, which can generally include metal complexes or / and nitrogen-containing heterocyclic derivatives. The metal complex material can be selected from LiQ, Alq3, etc.; the nitrogen-containing heterocyclic derivative can be an aromatic ring having a nitrogen-containing six-membered ring or five-membered ring skeleton, a fused aromatic ring compound having a nitrogen-containing six-membered ring or five-membered ring skeleton, etc. Specific examples include, but are not limited to, 1,10-phenanthroline compounds such as Bphen, NBphen, ET-1, BimiBphen, etc., or heteroaromatic anthracene compounds, triazine compounds, or pyrimidine compounds having the following structures. Specific examples of the nitrogen-containing heterocyclic derivative used in the electron transport material include, but are not limited to:

[0125]

[0126] In one embodiment, the electron transport layer 340 is composed of ET-1 and LiQ.

[0127] In the present application, the cathode 200 can include a cathode material, which is a material having a small work function that is helpful for electron injection material into the functional layer. Specific examples of the cathode material include, but are not limited to, a metal such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or an alloy thereof; or a multi-layered material such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca. It is preferable to include a metal electrode including magnesium and silver as the cathode.

[0128] Optionally, as shown in FIG. 2, an electron injection layer 350 is further provided between the cathode 200 and the electron transport layer 340 to enhance the ability of injecting electrons into the electron transport layer 340. The electron injection layer 350 can include an inorganic material such as an alkali metal sulfide, an alkali metal halide, or the like, or can include a complex of an alkali metal and an organic material. For example, the electron injection layer 350 includes ytterbium (Yb). Figure 1

[0129] Optionally, the cathode 200 further has an organic capping layer.

[0130] In one embodiment, the organic capping layer includes a compound CP-1

[0131] In a third aspect, the present application provides an electronic device including the organic electroluminescent device according to the second aspect of the present application.

[0132] According to one embodiment, as shown in FIG. 4, the provided electronic device 400 includes the above-mentioned 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, which can include, but are not limited to, a computer screen, a cell phone screen, a television, electronic paper, an emergency lighting lamp, an optical module, and the like. Figure 2 The synthesis method of the compound of the present application will be specifically described below in connection with the synthesis examples, but the present disclosure is not limited in any way by this.

[0133] Synthesis of intermediates

[0134] 1. Synthesis of Sub-c1:

[0135]

[0136]

[0137] ​​Into a 1000 mL three-necked round-bottom flask, RM-1 (CAS: 103979-08-4, 54.11 g, 229.3 mmol), benzyl alcohol (29.76 g, 275.2 mmol), 1,1'-bis(diphenylphosphino)ferrocene (DPPF, 3.71 g, 6.8 mmol) and xylene (500 mL) were added under nitrogen atmosphere. The reaction mixture was heated to 130 °C and stirred at reflux for 36 h. After the reaction was completed, the reaction mixture was cooled to room temperature, extracted with toluene and water, the organic phase was combined and dried over anhydrous magnesium sulfate, filtered and concentrated to give a crude product. The crude product was purified by silica gel column chromatography (dichloromethane / n-hexane) to give a solid compound Sub-a1 (36.17 g, yield: 54%).

[0138]

[0139] Into a 500 mL three-necked flask, Sub-a1 (14.60 g, 50 mmol), bis(pinacolato)diboron (CAS: 73183-34-3, 14.0 g, 55 mmol), potassium acetate (KOAc, 10.8 g, 110 mmol) and 1,4-dioxane (160 mL) were added under nitrogen atmosphere. The reaction mixture was stirred and heated to 40 °C, and then tris(dibenzylideneacetone)dipalladium (Pd2(dba)3, 0.46 g, 0.50 mmol) and 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (XPhos, 0.48 g, 1.0 mmol) were added rapidly. The reaction mixture was heated to reflux and stirred overnight. After the reaction was completed, the reaction mixture was cooled to room temperature, water (200 mL) was added, stirred for 30 min, filtered under reduced pressure, and the filter cake was washed with deionized water until neutral, and then washed with anhydrous ethanol (100 mL) to give a crude product as a gray solid. The crude product was washed with n-hexane once, dissolved in toluene (200 mL), and purified by silica gel column chromatography to remove the catalyst. The solvent was removed to give a white solid Sub-b1 (8.82 g, yield: 52%).

[0140]

[0141] Into a 500 mL three-necked flask, RM-2 (CAS: 1881321-24-9, 11.97 g, 50 mmol), Sub-b1 (18.65 g, 55 mmol), tetrakis(triphenylphosphine)palladium (Pd(PPh3)4, 0.58 g, 0.5 mmol), anhydrous sodium carbonate (Na2CO3, 10.60 g, 100 mmol), tetrabutylammonium bromide (TBAB, 1.62 g, 5.0 mmol), toluene (180 mL), anhydrous ethanol (45 mL), and deionized water (45 mL) were sequentially added under nitrogen atmosphere, and stirring and heating were continued, and the temperature was raised to reflux for 8 h. After the reaction was completed, the temperature was cooled to room temperature, and extraction was performed with dichloromethane (100 mL x 3 times), and the organic phases were combined and dried with anhydrous magnesium sulfate. After filtration, the organic phase was collected, and the solvent was removed by distillation under reduced pressure, and a crude product was obtained. The obtained crude product was purified using a silica gel column chromatography (dichloromethane / n-hexane), and Sub-c1 (10.22 g, yield: 55%) was obtained as a white solid.

[0142] Referring to the synthesis method of Sub-c1, Sub-c2 to Sub-c6 were synthesized using the reactant A shown in Table 1 instead of RM-2.

[0143] Sub-cX (Sub-c2 to Sub-c6) listed in the following Table 1 was synthesized in the same manner as Sub-c1, except that the reactant A was used instead of RM-2, and the main raw materials used, the intermediates synthesized, and the yields thereof are shown in Table 1.

[0144] Table 1

[0145]

[0146] 2, Synthesis of Sub-d1:

[0147]

[0148] Into a 500 mL three-necked flask, Sub-c1 (25.10 g, 67.5 mmol) and dry dichloromethane (250 mL) were added under nitrogen atmosphere. The system was cooled to 0±5°C, and a solution of boron tribromide (BBr3) in dichloromethane (135 mL, 1 mol / L) was added dropwise using a constant pressure dropping funnel, and the temperature was strictly controlled at 0±5°C during the dropping. After the dropping, the system was kept at 0±5°C for 2 h, and then the system was allowed to warm up to room temperature and stirred overnight. After the reaction was completed, the system was cooled to -78°C again, and methanol (11 mL) was added slowly using a constant pressure dropping funnel to quench the reaction. After the system was warmed up to room temperature, dichloromethane (100 mL x 3) was used for extraction, and the organic phase was dried with anhydrous magnesium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. The obtained crude product was purified by silica gel column chromatography (dichloromethane / n-heptane) to obtain a white solid product Sub-d1 (16.17 g, yield: 67%).

[0149] Sub-dX (Sub-d2 to Sub-d5) listed in Table 2 below were synthesized in the same manner as Sub-d1, except that reactant B was used instead of Sub-c1, and the main raw materials used, the intermediates synthesized, and their yields are shown in Table 2.

[0150] Table 2

[0151]

[0152] 3. Synthesis of Sub-e1:

[0153]

[0154] Into a 500 mL three-necked flask, Sub-d1 (17.88 g, 50 mmol), cesium carbonate (Cs2CO3, 32.58 g, 100 mmol), and dimethyl sulfoxide (DMSO, 180 mL) were added under nitrogen atmosphere, and stirring and heating were continued, and the system was warmed up to 80°C for 4 h. After the system was cooled to room temperature, dichloromethane (100 mL x 3) was used for extraction, and the organic phase was combined and dried with anhydrous magnesium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. The obtained crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain a white solid Sub-e1 (13.34 g, yield: 79%).

[0155] Sub-eX (Sub-e2 to Sub-e6) listed in Table 3 below were synthesized in the same manner as Sub-e1, except that reactant C was used instead of Sub-d1, and the main raw materials used, the intermediates synthesized, and their yields are shown in Table 3.

[0156] Table 3

[0157]

[0158]

[0159] 4. Synthesis of Sub-f1:

[0160]

[0161] Into a 500 mL three-necked flask, Sub-e1 (16.88 g, 50 mmol), bis(pinacolato)diboron (CAS: 73183-34-3, 14.0 g, 55 mmol), potassium acetate (10.8 g, 110 mmol), and 1,4-dioxane (160 mL) were sequentially added under nitrogen atmosphere, and stirring and heating were continued. When the system was warmed to 40 °C, tris(dibenzylideneacetone)dipalladium (Pd2(dba)3, 0.46 g, 0.50 mmol) and 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (Xphos, 0.48 g, 1.0 mmol) were rapidly added, and the temperature was increased to reflux, and the reaction was stirred overnight. After the reaction was completed, the system was cooled to room temperature, water (200 mL) was added, and after stirring for 30 min, the mixture was filtered under reduced pressure. The filter cake was washed with deionized water until neutral, and then eluted with anhydrous ethanol (100 mL). The obtained crude product was washed with n-heptane once, and then dissolved in toluene (200 mL) and purified by silica gel column chromatography. After removing the catalyst, the solution was concentrated to obtain Sub-f1 (9.0 g, yield: 42%) as a white solid.

[0162] Sub-fX (Sub-f2 to Sub-f6) listed in Table 4 below were synthesized in the same manner as Sub-f1, except that the reactant D was used instead of Sub-e1. The main raw materials used, the intermediates synthesized, and their yields are shown in Table 4.

[0163] Table 4

[0164]

[0165]

[0166] 5. Synthesis of Sub-g1:

[0167]

[0168] Into a 500 mL three-necked flask, RM-3 (CAS: 174913-10-1, 11.07 g, 50 mmol), Sub-f1 (23.60 g, 55 mmol), tetrakis(triphenylphosphine)palladium (0.58 g, 0.5 mmol), anhydrous sodium carbonate (10.60 g, 100 mmol), tetrabutylammonium bromide (1.62 g, 5.0 mmol), toluene (240 mL), anhydrous ethanol (60 mL), and deionized water (60 mL) were added successively under nitrogen atmosphere, and stirring and heating were continued, and the temperature was raised to reflux for 8 h. After the reaction was completed, the system was cooled to room temperature, extracted with dichloromethane (100 mL x 3 times), and 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 obtained crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain white solid Sub-g1 (9.98 g, yield: 45%).

[0169] Sub-gX (Sub-g2 to Sub-g16) listed in Table 5 below were synthesized in the same manner as Sub-g1, except that the reactant E was used instead of Sub-f1 and the reactant F was used instead of RM-3. The main raw materials used, the intermediates synthesized, and their yields are shown in Table 5.

[0170] Table 5

[0171]

[0172]

[0173]

[0174] 6. Synthesis of Sub-h1:

[0175]

[0176] Into a 500 mL three-necked flask, Sub-g1 (29.96 g, 67.5 mmol) and dry dichloromethane (250 mL) were added under nitrogen atmosphere, and the system was cooled to 0±5°C. A solution of boron tribromide in dichloromethane (135 mL, 1 mol / L) was added dropwise using a constant pressure dropping funnel, and the temperature was strictly controlled in the range of 0±5°C during the dropwise addition. After the dropwise addition was completed, the system was incubated at 0±5°C for 2 h, and then the system was allowed to naturally warm to room temperature and stirred overnight. After the reaction was completed, the system was again cooled to -78°C, and methanol (11 mL) was slowly added dropwise using a constant pressure dropping funnel to quench the reaction. After the system was warmed to room temperature, it was extracted with dichloromethane (100 mL x 3 times), and the organic phase was dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. The obtained crude product was purified by silica gel column chromatography (dichloromethane / n-heptane) to obtain white solid product Sub-h1 (18.57 g, yield: 64%).

[0177] Sub-hX (Sub-h2 to Sub-h16) listed in Table 6 below were synthesized in the same manner as Sub-hl except that the reactant G was used instead of Sub-gl, and the main raw materials used, the intermediates synthesized, and their yields are shown in Table 6.

[0178] Table 6

[0179]

[0180]

[0181]

[0182] 7. Synthesis of Sub-jl:

[0183]

[0184] Sub-hl (21.49 g, 50 mmol), cesium carbonate (32.58 g, 100 mmol), and DMSO (220 mL) were added to a 500 mL three-necked flask under a nitrogen atmosphere, and stirring and heating were continued, and the temperature was raised to 80°C for 4 h. After the system was cooled to room temperature, extraction was performed with dichloromethane (100 mL x 3 times), the organic phases were combined and dried with anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure after filtration to obtain a crude product. Purification was performed by column chromatography on silica gel using n-heptane as the mobile phase, and white solid Sub-jl (14.75 g, yield: 72%) was obtained.

[0185] Sub-jX (Sub-j2 to Sub-j16) listed in Table 7 below were synthesized in the same manner as Sub-jl except that the reactant H was used instead of Sub-hl, and the main raw materials used, the intermediates synthesized, and their yields are shown in Table 7.

[0186] Table 7

[0187]

[0188]

[0189]

[0190] Synthesis of compounds

[0191] 1. Synthesis of Compound 1:

[0192]

[0193] Into a 250 mL three-necked flask, Sub-jl (10.24 g, 25 mmol), RM-4 (CAS: 102113-98-4, 8.84 g, 27.5 mmol), tris(dibenzylideneacetone)dipalladium (0.916 g, 0.5 mmol), 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.95 g, 1 mmol), sodium tert-butoxide (t-BuONa, 9.61 g, 50 mmol) and xylene (100 mL) were sequentially added under nitrogen atmosphere, and the reaction was stirred at reflux overnight. After the system was cooled to room temperature, it was extracted with dichloromethane (100 mL x 3 times), and the combined organic phase was dried over anhydrous sodium sulfate, filtered, and then the solvent was removed by distillation under reduced pressure to obtain a crude product. The obtained crude product was purified by silica gel column chromatography (dichloromethane / n-hexane) to obtain compound 1 (12.50 g, yield: 72%) as a white solid. Mass (m / z) = 695.23 [M+H] + .

[0194] The organic compounds of the present application in Table 8 below were synthesized in the same manner as compound 1, except that reactant J was used instead of Sub-jl, and reactant K was used instead of RM-4, wherein the main raw materials used, the compounds synthesized, and their mass spectra and yields are shown in Table 8.

[0195] Table 8

[0196]

[0197]

[0198]

[0199]

[0200]

[0201]

[0202]

[0203]

[0204]

[0205]

[0206] The nuclear magnetic resonance data of some of the compounds are shown in Table 9:

[0207] Table 9

[0208]

[0209] Device embodiments

[0210] Example 1: Red organic electroluminescent device

[0211] An anode was prepared by the following process: a ITO / Ag / ITO experimental substrate with thicknesses of 1500 A / 200 A / 1500 A was surface treated with UV, ozone and O2:N2 plasma to increase the work function of the anode, and the experimental substrate surface was cleaned with organic solvent to remove impurities and oil on the experimental substrate surface. Compound HT-1 and compound PD-1 were co-evaporated on the anode substrate at a deposition rate ratio of 98%:2% to form a hole injection layer with a thickness of 100 A.

[0212] Compound HT-1 was evaporated on the hole injection layer to form a hole transport layer with a thickness of 100 A.

[0213] Compound HT-2 was evaporated on the hole transport layer to form a light-emitting adjustment layer with a thickness of 100 A. Compound 1, compound RH-N and compound RD-1 of the present application were co-evaporated on the light-emitting adjustment layer at a deposition rate ratio of 49%:49%:2% to form an organic light-emitting layer with a thickness of 100 A.

[0214] Compound ET-1 and LiQ were co-evaporated on the organic light-emitting layer at a deposition rate ratio of 1:1 to form an electron transport layer with a thickness of 100 A.

[0215] Yb was evaporated on the electron transport layer to form an electron injection layer with a thickness of 100 A. Magnesium (Mg) and silver (Ag) were co-evaporated on the electron injection layer at a deposition rate ratio of 1:9 to form a cathode with a thickness of 1000 A.

[0216] Finally, compound CP-1 was evaporated on the cathode to form an organic cover layer with a thickness of 100 A, thereby completing the preparation of the red organic electroluminescent device.

[0217] Examples 2-53 An organic electroluminescent device was prepared by the same method as in Example 1, except that the compound in Table 10 below was used instead of compound 1 in Example 1 when the organic light-emitting layer was prepared.

[0218] An organic electroluminescent device was prepared by the same method as in Example 1, except that the compound in Table 10 below was used instead of compound 1 in Example 1 when the organic light-emitting layer was prepared.

[0219] An organic electroluminescent device was prepared by the same method as in Example 1, except that the compound in Table 10 below was used instead of compound 1 in Example 1 when the organic light-emitting layer was prepared. An organic electroluminescent device was prepared by the same method as in Example 1, except that the compound in Table 10 below was used instead of compound 1 in Example 1 when the organic light-emitting layer was prepared.

[0220] An organic electroluminescent device was prepared by the same method as in Example 1, except that the compound in Table 10 below was used instead of compound 1 in Example 1 when the organic light-emitting layer was prepared.

[0221] An organic electroluminescent device was prepared by the same method as in Example 1, except that the compound in Table 10 below was used instead of compound 1 in Example 1 when the organic light-emitting layer was prepared.​​​​

[0222] Comparative Examples 1-4

[0223] An organic electroluminescent device was produced by the same method as in Example 1, except that Compound A, Compound B, Compound C, and Compound D were used instead of Compound 1 in Example 1 when producing the organic light-emitting layer.

[0224] In the production of the organic electroluminescent device, the structures of each material used in the examples and comparative examples were as follows:

[0225]

[0226] The devices produced in the examples and comparative examples were tested for performance, in which the IVL performance (drive voltage, current efficiency, color coordinates) of the devices was tested at a current density of 10 mA / cm 2 , the T95 lifetime was tested at a current density of 20 mA / cm 2 , and the results are shown in Table 10.

[0227] Table 10

[0228]

[0229]

[0230]

[0231] According to the test results in Table 10, when the compound of the present application is used as a hole transport type host material in a mixed type organic host material of a red organic electroluminescent device, the device produced using the organic compound of the present application has at least a 10.35% increase in current efficiency and at least a 15.45% increase in lifetime compared to Comparative Examples 1-4. The reason for this is that the central fragment of the compound has stronger conjugation and electron-withdrawing properties, achieving an improvement in carrier capture and migration ability, and the coordinated design of the hole transport type arylamine fragment on the central fragment limits the LUMO of the molecule to the central group, achieving an improvement in electron resistance, so that when the compound is used as a hole transport type host material in the organic light-emitting layer of the device, the device has higher light-emitting efficiency and longer service life.

[0232] The preferred embodiments of the present application are described in detail above, but the present application is not limited to the specific details in the above-described embodiments, and various simple modifications can be made to the technical solutions of the present application within the scope of the technical concept of the present application, and these simple modifications all belong to the protection scope of the present application.

Claims

1. An organic compound, wherein, The organic compound has a structure shown in Formula I: wherein one of X1and X2is selected from O or S, and the other is selected from a single bond; Ar is selected from a substituted or unsubstituted aryl group having a carbon atom number of 6 to 30, or a substituted or unsubstituted heteroaryl group having a carbon atom number of 3 to 30; one of R1and R2is a structure shown in Formula II, and the other is hydrogen; L, L1, and L2are the same or different, and each is independently selected from a single bond, a substituted or unsubstituted arylene group having a carbon atom number of 6 to 30, or a substituted or unsubstituted heteroarylene group having a carbon atom number of 3 to 30; Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted aryl group having a carbon atom number of 6 to 40, or a substituted or unsubstituted heteroaryl group having a carbon atom number of 3 to 40; the substituents in L, L1, L2, Ar1, Ar2, and Ar are the same or different, and each is independently selected from deuterium, a cyano group, a halogen group, an alkyl group having a carbon atom number of 1 to 10, a haloalkyl group having a carbon atom number of 1 to 10, a deuterated alkyl group having a carbon atom number of 1 to 10, a trialkylsilyl group having a carbon atom number of 3 to 12, a triarylsilyl group having a carbon atom number of 12 to 24, an aryl group having a carbon atom number of 6 to 20, a heteroaryl group having a carbon atom number of 3 to 20, or a cycloalkyl group having a carbon atom number of 3 to 10.

2. The compound of claim 1, wherein, Ar is selected from a substituted or unsubstituted aryl group having a carbon atom number of 6 to 18; the substituents in Ar are the same or different, and each is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having a carbon atom number of 1 to 5, a haloalkyl group having a carbon atom number of 1 to 5, a deuterated alkyl group having a carbon atom number of 1 to 5, or an aryl group having a carbon atom number of 6 to 12; optionally, L, L1, and L2are the same or different, and each is independently selected from a single bond, a substituted or unsubstituted arylene group having a carbon atom number of 6 to 18, or a substituted or unsubstituted heteroarylene group having a carbon atom number of 12 to 18; the substituents in L, L1, and L2are the same or different, and each is independently selected from deuterium, a cyano group, a halogen group, an alkyl group having a carbon atom number of 1 to 5, a haloalkyl group having a carbon atom number of 1 to 5, a deuterated alkyl group having a carbon atom number of 1 to 5, or an aryl group having a carbon atom number of 6 to 12; optionally, Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted aryl group having a carbon atom number of 6 to 25, or a substituted or unsubstituted heteroaryl group having a carbon atom number of 12 to 18; the substituents in Ar1and Ar2are the same or different, and each is independently selected from deuterium, a cyano group, a halogen group, an alkyl group having a carbon atom number of 1 to 5, a haloalkyl group having a carbon atom number of 1 to 5, a deuterated alkyl group having a carbon atom number of 1 to 5, a trialkylsilyl group having a carbon atom number of 3 to 6, or an aryl group having a carbon atom number of 6 to 12.

3. The compound of claim 1, wherein, Ar is selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted biphenyl group; the substituents in Ar are the same or different, and each is independently selected from deuterium, fluorine, a cyano group, a methyl group, an ethyl group, an isopropyl group, a tert-butyl group, a trifluoromethyl group, a trideuteromethyl group, or a phenyl group.

4. The compound of claim 1, wherein, Ar is selected from the group consisting of:

5. The compound of claim 1, wherein, L, L1and L2are the same or different, and 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 dibenzothiophene group, a substituted or unsubstituted dibenzofuran group, or a substituted or unsubstituted carbazolylene group; the substituents in L, L1and L2are the same or different, and each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, or phenyl.

6. The organic compound according to claim 1, wherein L, L1and L2are the same or different, and each independently selected from a single bond, or a group consisting of:

7. The compound of claim 1, wherein, Ar1and Ar2are the same or different, and each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzothiophene group, a substituted or unsubstituted dibenzofuran group, or a substituted or unsubstituted carbazolyl group; the substituents in Ar1and Ar2are the same or different, and each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, trimethylsilyl, phenyl, or naphthyl.

8. The compound of claim 1, wherein, Ar1and Ar2are the same or different and each independently selected from the following groups:

9. The organic compound according to claim 1, wherein the same or different and each independently selected from the group consisting of:

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 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 1-10.

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

13. An electronic device, wherein, the organic electroluminescent device according to claim 11 or 12.

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