Organic compound, organic electroluminescent device, and electronic apparatus

Abstract

The present application relates to an organic compound, an organic electroluminescent device, and an electronic apparatus. The organic compound provided by the present application has a structure as shown in formula (I), and applying the organic compound to an organic electroluminescent device can significantly improve the performance of the device.

Description

Organic compounds, organic electroluminescent devices and electronic devices

[0001] Cross-reference to related applications

[0002] This application claims priority to Chinese Patent Application No. 202411319611.2, filed September 20, 2024, the entire contents of which are incorporated by reference into this application. TECHNICAL FIELD

[0003] The present application relates to the field of organic electroluminescence, in particular to an organic compound, an organic electroluminescent device and an electronic device. BACKGROUND

[0004] Organic electroluminescence is a display technology that has been most studied and developed and applied the fastest in recent years, and is considered by the industry as one of the most promising flat panel display technologies to replace liquid crystals. Compared with liquid crystals, organic electroluminescent devices have the characteristics of ultra-thin, self-luminescence, wide viewing angle, fast response, high luminous efficiency, good temperature adaptability, simple production process, low driving voltage, low energy consumption and low cost, etc. The organic light-emitting layer is composed of a thin film of organic molecules with a thickness of tens of nanometers, and the thickness of the display device is only a few millimeters.

[0005] A typical organic electroluminescent device structure is to make a layer of tens of nanometers thick organic light-emitting material as an organic light-emitting layer on ITO glass, and there is a low work function metal electrode above the organic light-emitting layer. When a voltage is applied to the electrode, the organic light-emitting layer generates light radiation. The electroluminescence of organic materials is injection type recombination luminescence, and the luminescence mechanism is that the holes and electrons generated by the positive and negative electrodes recombine into excitons in the luminescent material, and the energy of the excitons is transferred to the luminescent molecules, so that the electrons in the luminescent molecules are excited to the excited state, and the excited state is an unstable state. The process of returning from the excited state to the ground state produces visible light. Generally, to enhance the injection and transmission ability of electrons and holes, an organic hole transport material is added between the ITO and the organic light-emitting layer, or an electron transport material is added between the organic light-emitting layer and the metal electrode, to improve the luminescent efficiency.

[0006] Green light material, as one of the three primary colors, has developed rapidly in recent years. Among them, the material of the light-emitting adjustment layer for adjusting hole transport and injection is generally selected from triarylamine compounds. Such compounds have been widely used due to their high hole mobility. However, such compounds still have the shortcomings of insufficient thermal stability and low glass transition temperature, resulting in reduced luminescent efficiency due to fluorescence quenching, rapid decay of device life, etc. In addition, the commonly used triarylamine compounds have a shallow triplet state energy level (T1), and the energy transfer efficiency needs to be improved. SUMMARY

[0007] An object of the present application is to provide an organic compound, an organic electroluminescence device, and an electronic device, and use of the organic compound for an organic electroluminescence device enables improvement in the performance of the device.

[0008] A first aspect of the present application provides an organic compound having a structure represented by Formula I:

[0009] wherein the ring R1 and the ring R2 are the same or different, and each is independently selected from a substituted or unsubstituted aromatic ring having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaromatic ring having 5 to 30 carbon atoms;

[0010] X is selected from a single bond, O, or S;

[0011] 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 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

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

[0013] the substituents in the ring R1, the ring R2, L1, L2, Ar1, and Ar2 are the same or different, and each is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, or a triarylsilyl group having 18 to 24 carbon atoms.

[0014] A second aspect of the present application provides an organic electroluminescence device, comprising an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; the functional layer comprises the organic compound described above.

[0015] A third aspect of the present application provides an electronic device comprising the organic electroluminescence device described in the second aspect.

[0016] The organic compound provided by the present application has the molecular structure feature that the fluorene ring has a spiro ring structure As a skeleton structure, the compound contains deuterium on one side of the benzene ring of the fluorene plane (deuterium at positions 1, 2, 3 and 4), contains a penta-deuterated phenyl group (penta-deuterated phenyl group at position 7) on the other side of the benzene ring, and connects an arylamine group (N atom of the arylamine group at position 6) at the ortho position of the penta-deuterated phenyl group, thereby forming an arylamine compound. The advantages of this structure are: first, because the C-D bond is more stable than the C-H bond, the deuterated benzene on the different sides of the fluorene ring and the deuterated benzene ring plane can not only improve the glass transition temperature Tg of the molecule, but also be beneficial to improving the stability of the material; second, the skeleton of the compound is a fluorene ring with a spiro structure, by connecting the ortho deuterated phenyl group and the arylamine group on the fluorene ring, not only the spatial torsion of the whole molecule is optimized, the material evaporation temperature is reduced, and the film-forming property of the material is improved, but also the conjugation range of the lone pair of electrons on N is increased, and the hole mobility of the molecule is improved; moreover, the steric hindrance effect of the deuterium atoms on the penta-deuterated phenyl group at the ortho position of the arylamine group forms a certain protective effect on the N atom, so that the molecule has better electronic resistance, thereby improving the blocking effect of the molecule on electrons and excitons. In addition, the compound of the present application can be obtained by a simple synthesis method using symmetrical raw materials, which has low cost and is suitable for industrial production. Specifically, when the organic compound of the present application is applied to the light-emitting adjustment layer of an OLED device, the efficiency of the device can be significantly improved, and the service life of the device can be greatly improved.

[0017] Other features and advantages of the present application will be described in detail in the following specific embodiments. BRIEF DESCRIPTION OF DRAWINGS

[0018] The accompanying drawings are included to provide a further understanding of the present application, and constitute a part of the specification, and are used together with the following specific embodiments to explain the present application, but do not constitute a limitation on the present application.

[0019] FIG. 1 is a schematic structural diagram of an organic electroluminescent device according to an embodiment of the present application.

[0020] FIG. 2 is a schematic diagram of an electronic device according to an embodiment of the present application.

[0021] Reference numerals 100, anode 200, cathode 300, functional layer 310, hole injection layer 320, hole transport layer 321, light-emitting adjustment layer 330, organic light-emitting layer 340, electron transport layer 350, electron injection layer 400, electronic device DETAILED DESCRIPTION

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

[0023] In the present application, the description "each of... is independently" and "each of... is independently" and "each of... is independently" can be interchangeable, and should be interpreted broadly, which can mean that the specific options expressed by the same symbols in different groups do not affect each other, or can mean that the specific options expressed by the same symbols in the same group do not affect each other. For example, "each of R1 and R2 is independently selected from the group consisting of hydrogen, deuterium, halogen, and alkyl" means that R1 and R2 can be the same or different, and each of R1 and R2 can be selected from the group consisting of hydrogen, deuterium, halogen, and alkyl. wherein each q is independently 0, 1, 2, or 3, and each R" is independently selected from the group consisting of hydrogen, deuterium, fluorine, chlorine, and the meaning is that formula Q-1 represents that there are q substituents R" on the benzene ring, each R" can be the same or different, and each R" is selected independently; formula Q-2 represents that there are q substituents R" on each benzene ring of the biphenyl, 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 each R" is selected independently.

[0024] In the present application, the term "substituted or unsubstituted" means that the functional groups described after the term can have or not have substituents (hereinafter, for the sake of description, the substituents will be collectively referred to as Rc). For example, "substituted or unsubstituted aryl" means aryl with substituents Rc or aryl without substitution. The above-mentioned substituents, i.e., Rc, for example, can be 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, etc. The number of substitutions can be one or more.

[0025] In the present application, the indefinite position connecting bond refers to a single bond extending from the ring system which means that one end of the connecting bond can be connected to any position in the ring system through which the bond passes, and the other end is connected to the rest of the molecule.

[0026] For example, as shown in the following formula (f), the naphthyl group represented by formula (f) is connected to other positions of the molecule through two indefinite position connecting bonds that pass through the bicyclic ring, and the meaning represented thereby includes any possible connection mode as shown in formula (f-1) to formula (f-10).

[0027] For example, as shown in the following formula (X'), the dibenzofuranyl group represented by formula (X') is connected to the other position of the molecule through an indeterminate bond extending from the middle of one of the benzene rings, and the meaning represented thereby includes any of the possible connection modes as shown in formulae (X'-1) to (X'-4).

[0028] In the present application, an indeterminate substituent refers to a substituent connected through a single bond extending from the center of a ring system, and indicates that the substituent can be connected to any possible position in 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 through an indeterminate bond, and the meaning represented thereby includes any of the possible connection modes as shown in formulae (Y-1) to (Y-7).

[0029] In the present application, the number of carbon atoms of ring R1, ring R2, L1, L2, Ar1, and Ar2 refers to the total number of carbon atoms. For example, if L1 is selected from a substituted arylene group having a total of 12 carbon atoms, the total number of carbon atoms of the arylene group and the substituents thereon is 12.

[0030] In the present application, "alkyl" can include straight-chain alkyl groups or branched-chain alkyl groups. An "alkyl group having 1 to 10 carbon atoms" can have 1 to 10 carbon atoms, and in the present application, a numerical range such as "1 to 10" means each integer in the given range; for example, "1 to 10 carbon atoms" means an alkyl group that can include 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10 carbon atoms. Specific examples thereof include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, t-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, heptyl, n-octyl, 2-ethylhexyl, nonyl, decyl, 3,7-dimethyloctyl, and the like.

[0031] In the present application, a cycloalkyl group refers to a group derived from a saturated cyclic carbon chain structure. A "cycloalkyl group having 3 to 10 carbon atoms" can have 3 to 10 carbon atoms, and in the present application, a numerical range such as "3 to 10" means each integer in the given range; for example, "5 to 10 carbon atoms" means an alkyl group that can include 5 carbon atoms, 6 carbon atoms, 7 carbon atoms, 8 carbon atoms, 9 carbon atoms, 10 carbon atoms. Alternatively, specific examples of cycloalkyl groups include, but are not limited to, cyclopropyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, and the like.

[0032] In this application, aryl refers to any optional functional group or substituent derived from an aromatic carbon ring. The aryl group can be a monocyclic aryl (e.g., phenyl) or a polycyclic aryl; in other words, the aryl group can be a monocyclic aryl, a fused-ring aryl, two or more monocyclic aryl groups linked by carbon-carbon bonds, a monocyclic aryl and a fused-ring aryl linked by carbon-carbon bonds, or two or more fused-ring aryl groups linked by carbon-carbon bonds. That is, unless otherwise stated, two or more aromatic groups linked by carbon-carbon bonds can also be considered as the aryl group in this application. Fused-ring aryl groups may include, for example, bicyclic fused aryl (e.g., naphthyl), tricyclic fused aryl (e.g., phenanthrene, fluorenyl, anthracene), etc. The aryl group does not contain heteroatoms such as B, N, O, S, P, Se, and Si. Examples of aryl groups may include, but are not limited to, phenyl, naphthyl, fluorenyl, spirodifluorenyl, anthracene, phenanthrene, biphenyl, terphenyl, perylene, pyrene, benzofluoranthyl, etc. For example, in this application, the number of carbon atoms in the substituted or unsubstituted aryl group can be 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 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.

[0033] In this application, the term "arylene" refers to a divalent group formed by the further loss of a hydrogen atom from an aryl group.

[0034] 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.

[0035] In this application, aryl groups used as substituents include, but are not limited to, phenyl, naphthyl, and biphenyl groups.

[0036] 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.

[0037] In this application, terphenyl includes

[0038] 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-aryl carbazolyl group (such as an N-phenyl carbazolyl group), an N-heteroaryl carbazolyl group (such as an N-pyridyl carbazolyl group), an N-alkyl carbazolyl group (such as an N-methyl carbazolyl 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-aryl carbazolyl group (such as the N-phenyl carbazolyl group) and the N-heteroaryl carbazolyl 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.

[0039] 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.

[0040] 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.

[0041] 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.

[0042] In the present application, as the heteroaryl group as a substituent, specific examples include, but are not limited to, a dibenzofuranyl group, a dibenzothiophenyl group, a carbazolyl group, and the like.

[0043] In the present application, the number of carbon atoms of the cycloalkyl group as a substituent group can be 3 to 10, and the number of carbon atoms is, for example, 3, 4, 5, 6, 7, 8, 9, 10, or the like. Specific examples of the cycloalkyl group include, but are not limited to, a cyclopropyl group, a cyclopentyl group, a cyclohexyl group, an adamantyl group, and the like.

[0044] In the present application, an aromatic ring refers to a fully carbon monocyclic or fused polycyclic ring having a conjugated pi electron system, and is an aromatic ring hydrocarbon compound. When the number of carbon atoms is specified in front of the aromatic ring, it refers to the number of carbon atoms of the aromatic ring. For example, an aromatic ring having a number of carbon atoms of 6 to 30 refers to an aromatic ring having 6 to 30 ring carbon atoms. Specific examples of the aromatic ring include, but are not limited to, a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, and the like. Further, when the aromatic ring is substituted with a substituent group, the number of carbon atoms of the substituted aromatic ring refers to the total number of carbon atoms of the aromatic ring and the substituent group on the aromatic ring. For example, when the ring R1 is a benzene ring substituted with a cyclopentyl group the number of carbon atoms is 11.

[0045] In the present application, a heteroaromatic ring refers to an aromatic heterocyclic ring having one to a plurality of heteroatoms, and can be a monocyclic or fused polycyclic ring. Specifically, each heteroatom-containing heterocyclic ring can have one or a plurality (e.g., 1, 2, 3, 4) of each independently heteroatoms (e.g., oxygen, sulfur, nitrogen, silicon, and the like). When the number of carbon atoms is specified in front of the heteroaromatic ring, it refers to the number of ring carbon atoms of the heteroaromatic ring. For example, a heteroaromatic ring having a number of carbon atoms of 5 to 30 refers to a heteroaromatic ring having 5 to 30 carbon atoms. Specific examples of the heteroaromatic ring include, but are not limited to, a pyridine ring, a benzofuran ring, and the like. Further, when the heteroaromatic ring is substituted with a substituent group, the number of carbon atoms of the substituted heteroaromatic ring refers to the total number of carbon atoms of the heteroaromatic ring and the substituent group on the heteroaromatic ring. For example, when the ring R1 is a dibenzofuran ring substituted with a tert-butyl group the number of carbon atoms is 16.

[0046] In the present application, "deuterated" refers to a compound or a group in which at least one hydrogen ("H") is replaced with deuterium ("D"). Specifically, a deuterated compound or a deuterated group can be a compound or a group in which one, a plurality, or all of the available hydrogens are replaced with deuterium.

[0047] In the present application, a halogen group can be fluorine, chlorine, bromine, or iodine.

[0048] In the present application, a haloalkyl group can be an alkyl group in which one or more than two hydrogen atoms are replaced with a halogen atom. Specific examples of the haloalkyl group include, but are not limited to, a trifluoromethyl group.

[0049] In the present application, a deuterated alkyl group can be an alkyl group in which one or more than two hydrogen atoms are replaced with deuterium. Specific examples of the deuterated alkyl group include, but are not limited to, a trideuterated methyl group.

[0050] In the present application, specific examples of a trialkylsilyl group include, but are not limited to, a trimethylsilyl group.

[0051] In the present application, specific examples of trialkylsilyl groups include, but are not limited to, trimethylsilyl, triethylsilyl, triisopropylsilyl, and triisopropylsilyl.

[0052] In the present application, deuterated aryl groups can be aryl groups in which one or more hydrogen atoms are replaced by deuterium. Specific examples of deuterated aryl groups include, but are not limited to, penta-deuteriophenyl.

[0053] In the present application, hydrogen atoms in the structures of the compounds include various isotopes of hydrogen atoms, such as hydrogen (H), deuterium (D), or tritium (T).

[0054] In the present application, "D" in the structural formula of the compounds represents deuterium.

[0055] In the present application, the following abbreviations have the following meanings: represents a bond to the other group.

[0056] In a first aspect of the present application, there is provided an organic compound having a structure represented by Formula I:

[0057] wherein ring R1and ring R2are the same or different, and each is independently selected from a substituted or unsubstituted aromatic ring having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaromatic ring having 5 to 30 carbon atoms;

[0058] X is selected from a single bond, O, or S;

[0059] 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, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0060] Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0061] The substituents in ring R1, ring R2, L1, L2, Ar1, and Ar2are the same or different, and each is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, or a triarylsilyl group having 18 to 24 carbon atoms.

[0062] In some embodiments, ring R1and ring R2are the same or different, and each is independently selected from a substituted or unsubstituted aromatic ring having 6 to 10 carbon atoms.

[0063] Further, when the ring R1 and the ring R2 are selected from a substituted or unsubstituted aromatic ring having 6 to 10 carbon atoms, the number of carbon atoms of the aromatic ring is selected from 6, 7, 8, 9, or 10.

[0064] Optionally, the substituents in the ring R1 and the ring R2 are the same or different, and each is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, or a trimethylsilyl group.

[0065] In some embodiments, the ring R1 and the ring R2 are the same or different, and each is independently selected from a substituted or unsubstituted benzene ring or a substituted or unsubstituted naphthalene ring.

[0066] Optionally, the substituents in the ring R1 and the ring R2 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 trideuterated methyl group, or a trimethylsilyl group.

[0067] For example, specifically, for the ring R1 and the ring R2 are selected from a benzene ring, X is selected from a single bond, and the structure is the ring R1 and the ring R2 are selected from a benzene ring, X is selected from O, and the structure is the ring R1 and the ring R2 are selected from a benzene ring, X is selected from S, and the structure is one of the ring R1 and the ring R2 is selected from a benzene ring, the other is selected from a naphthalene ring, X is selected from a single bond, and the structure is

[0068] In some embodiments, the organic compound described in the present application is selected from the structures shown in formula I-1 to formula I-4:

[0069] wherein L1, L2, Ar1, and Ar2 are defined the same as in formula I.

[0070] In some embodiments, 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 12 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms.

[0071] Further, when L1 and L2 are the same or different, and each is independently selected from a substituted or unsubstituted arylene group having 6 to 12 carbon atoms, the number of carbon atoms of the arylene group is selected from 6, 7, 8, 9, 10, 11, or 12; when L1 and L2 are the same or different, and each is independently selected from a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms, the number of carbon atoms of the heteroarylene group is selected from 12, 13, 14, 15, 16, 17, or 18.

[0072] Optionally, the substituents in L1and L2are the same or different, and each is independently selected from deuterium, fluorine, cyano, an alkyl group having a carbon number of 1 to 5, a deuterated alkyl group having a carbon number of 1 to 5, a halogenated alkyl group having a carbon number of 1 to 5, a phenyl group, or a trialkylsilyl group having a carbon number of 3 to 9.

[0073] In some embodiments, L1and 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 dipyridofuranyl group, a substituted or unsubstituted dipyridothienyl group, or a substituted or unsubstituted carbazolylene group.

[0074] Optionally, the substituents in L1and L2are the same or different, and each is independently selected from deuterium, fluorine, cyano, a methyl group, an ethyl group, an isopropyl group, a tert-butyl group, a trideuterated methyl group, a trifluoromethyl group, a phenyl group, or a trimethylsilyl group.

[0075] In some embodiments, L1and L2are the same or different, and each is independently selected from a single bond or a group consisting of:

[0076] In some embodiments, L1and L2are the same or different, and each is independently selected from a single bond or a group consisting of:

[0077] 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.

[0078] Further, when 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, the carbon number of the aryl group is selected from 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, or 25; when Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted heteroaryl group having a carbon number of 12 to 18, the carbon number of the heteroaryl group is selected from 12, 13, 14, 15, 16, 17, or 18.

[0079] Optionally, the substituents in Ar1and Ar2are the same or different, and each is independently selected from deuterium, a halogen group, cyano, an alkyl group having a carbon number of 1 to 5, a halogenated alkyl group having a carbon number of 1 to 5, a deuterated alkyl group having a carbon number of 1 to 5, an aryl group having a carbon number of 6 to 12, a deuterated aryl group having a carbon number of 6 to 12, a heteroaryl group having a carbon number of 5 to 12, a cycloalkyl group having a carbon number of 3 to 6, a trialkylsilyl group having a carbon number of 3 to 8, or a triphenylsilyl group.

[0080] In some embodiments, Ar1and Ar2are the same or different, and each is independently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl.

[0081] 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, phenyl, pentadeuterophenyl, naphthyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, cyclopropyl, cyclopentyl, cyclohexyl, trimethylsilyl, or triphenylsilyl.

[0082] In some embodiments, Ar1and Ar2are the same or different, and each is independently selected from the group consisting of:

[0083] In some embodiments, Ar1and Ar2are the same or different, and each is independently selected from the group consisting of:

[0084] In some embodiments, are the same or different, and each is independently selected from the group consisting of:

[0085] In some embodiments, are the same or different, and each is independently selected from the group consisting of:

[0086] In some embodiments, is selected from the group consisting of the following structures:

[0087] In particular, the organic compound of formula I is selected from the group consisting of the following organic compounds:

[0088] In a second aspect, the present application provides an organic electroluminescence device, comprising an anode and a cathode oppositely arranged, and a functional layer arranged between the anode and the cathode; the functional layer comprises the organic compound of the present application.

[0089] Optionally, the functional layer of the organic electroluminescent device comprises an emission adjusting layer, and the emission adjusting layer comprises the organic compound of the present application.

[0090] In the present application, the organic electroluminescent device can be a blue organic electroluminescent device, a red organic electroluminescent device or a green organic electroluminescent device.

[0091] Optionally, the organic electroluminescent device described above is a green organic electroluminescent device.

[0092] In an embodiment, the organic electroluminescent device described in the present application can comprise, as shown in FIG. 1, an anode 100, a hole injection layer 310, a hole transport layer 320, an emission adjusting layer 321, an organic light-emitting layer 330, an electron transport layer 340, an electron injection layer 350 and a cathode 200 which are stacked.

[0093] Optionally, the anode 100 comprises an anode material, which is preferably a material with a large work function that facilitates hole injection into the functional layer. Specific examples of the anode material 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.

[0094] Optionally, the hole transport layer 320 can comprise one or more hole transport materials, which can be selected from carbazole polymers, carbazole-linked triarylamine compounds or other types of compounds, and can be selected from the compounds shown below or any combination thereof:

[0095] In a specific embodiment, the hole transport layer 320 is HT-1.

[0096] In a specific embodiment, the emission adjusting layer 321 comprises the organic compound of formula I of the present application.

[0097] Optionally, the organic light-emitting layer 330 can be composed of a single light-emitting layer 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.

[0098] The host material of the organic light-emitting layer 330 can be a metal chelate compound, a bisstyryl derivative, an aromatic amine derivative, a dibenzofuran derivative, or other types of materials, which are not particularly limited in the present application. The host material can be a single host material, or a mixed host material.

[0099] In one specific embodiment, the host material of the organic light-emitting layer 330 is composed of p-GH-1 and n-GH-1 .

[0100] The guest material of the organic light-emitting layer 330 can be selected according to the prior art, for example, can be selected from iridium (III) organometallic complexes, platinum (II) organometallic complexes, ruthenium (II) complexes, etc. Specific examples of the guest material include, but are not limited to:

[0101] In one specific embodiment, the guest material of the organic light-emitting layer 330 is GD-1.

[0102] Optionally, the electron transport layer 340 can be a single layer structure, or a multi-layer structure, which can include one or more electron transport materials, which can generally include metal complexes or / and nitrogen-containing heterocyclic derivatives, wherein the metal complex material can be selected from LiQ, Alq3, etc.; the nitrogen-containing heterocyclic derivative can be an aromatic ring with a nitrogen-containing six-membered ring or five-membered ring skeleton, a fused aromatic ring compound with 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 with structures as shown below. Specific examples of nitrogen-containing heterocyclic derivatives for electron transport materials include, but are not limited to:

[0103] In one specific embodiment, the electron transport layer 340 is composed of ET-1 and LiQ.

[0104] In the present application, the cathode 200 can include a cathode material, which is a material with a small work function that helps to inject electrons 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. Preferably, a metal electrode including magnesium and silver is included as the cathode.

[0105] Optionally, as shown in FIG. 1, a hole injection layer 310 is further provided between the anode 100 and the hole transport layer 320 to enhance the ability to inject holes into the hole transport layer 320. The hole injection layer 310 can be selected from a dopamine derivative, a starburst arylamine compound, a phthalocyanine derivative, or other materials, which are not particularly limited in the present application. For example, the hole injection layer 310 contains a compound selected from the group consisting of the following compounds:

[0106] In one embodiment, the hole injection layer 310 is composed of HT-1 and PD-1.

[0107] Optionally, as shown in FIG. 1, 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 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).

[0108] Optionally, the cathode 200 further has an organic capping layer.

[0109] In one embodiment, the organic capping layer contains a compound CP-1

[0110] In a third aspect, the present application provides an electronic device including the organic electroluminescent device provided in the second aspect of the present application.

[0111] According to one embodiment, as shown in FIG. 2, the electronic device is a first electronic device 400, which includes the organic electroluminescent device described above. The first 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, or the like.

[0112] The synthesis method of the organic compound of the present application will be specifically described below in connection with a synthesis example, but the present application is not limited to any of them.

[0113] The compounds of the synthesis methods not mentioned in the present application are all raw material products obtained through commercial channels.

[0114] 1.1 Synthesis of intermediate IN-A1

[0115] (1) Under the protection of nitrogen, 1,4-dibromo-2,5-diiodobenzene (60.00 g, 123.03 mmol), deuterated phenylboronic acid (31.24 g, 246.06 mmol), potassium carbonate (37.41 g, 270.66 mmol), tetrakis(triphenylphosphine)palladium (2.84 g, 2.46 mmol) and tetrabutylammonium bromide (TBAB, 7.93 g, 24.61 mmol) were added to a reaction bottle, followed by the addition of solvents of toluene (300 mL), ethanol (180 mL) and deionized water (120 mL), and the stirring was started. The reaction was heated to 70-75 °C and refluxed for 8 hours. After the reaction was completed, the reaction solution was extracted with toluene, and the obtained organic phase was washed to neutral, and then dried, filtered and concentrated to obtain a crude product. The crude product was recrystallized with ethyl acetate and petroleum ether to purify to LC > 98%, and the obtained light yellow solid was dried to obtain intermediate IN-DBTP (30.13 g, yield: 62.0%).

[0116] (2) Under the protection of nitrogen, IN-DBTP (30.13 g, 75.67 mmol) and tetrahydrofuran (240 mL) were added to a reaction bottle, and the stirring was started. When the temperature of the system was reduced to -70-80 °C, n-butyllithium (41.60 mL (2 mol / L n-butyllithium / cyclohexane solution), 83.24 mmol) was slowly added dropwise, and the system was incubated at -70-80 °C for 1 hour. Then 9-fluorenone (15.00 g, 83.24 mmol) was slowly added dropwise, and the reaction was continued to incubate at -70-80 °C for 1 hour. After the reaction was completed, the system was neutralized to neutral with 1 mol / L HCl solution, and the reaction solution was extracted with dichloromethane. After the separation, the obtained organic phase was washed to neutral, and then dried, filtered and concentrated to obtain a crude product. The crude product was recrystallized with petroleum ether to purify to LC > 98%, and the obtained white solid was dried to obtain intermediate IN-a1 (25.32 g, yield: 67.0%).

[0117] (3) Under the protection of nitrogen, IN-a1 (25.32 g, 50.70 mmol) and glacial acetic acid (200 mL) were added into a reaction flask, and stirring was started. When the temperature of the system rose to 90 °C, concentrated sulfuric acid (0.15 g, 1.52 mmol) was added dropwise, and the temperature was kept at about 90 °C during the process. The reaction was carried out for 5 hours. After the reaction was completed, the filter cake was washed with water until it was neutral, and then dried, filtered, and concentrated to obtain a crude product. The crude product was recrystallized with petroleum ether to purify it to LC > 98%, and the obtained white solid was dried to obtain the intermediate IN-A1 (20.31 g, yield: 83.4%).

[0118] 1.2 Synthesis of intermediate IN-Ax

[0119] The intermediates IN-Ax (IN-A1 ~ IN-A4) in Table 1 were synthesized according to the preparation method of IN-A1, except that the starting material 1 was used to replace 9-fluorenone to react with the starting material IN-DBTP to obtain the intermediate IN-ax (IN-a2 ~ IN-a4), and then the intermediate IN-ax was subjected to a ring-closing reaction to obtain the corresponding intermediate IN-Ax. The main starting materials used, the intermediates synthesized, and the yield of each step are listed in Table 1.

[0120] Table 1

[0121] 1.3 Synthesis of intermediate IN-B1

[0122] Under the protection of nitrogen, 4-aminobiphenyl (6.0 g, 35.45 mmol), 4-(4-chlorophenyl)-9,9-dimethyl-9H-fluorene (10.81 g, 35.45 mmol), tris(dibenzylideneacetone)dipalladium (0.32 g, 0.35 mmol), 2-dicyclohexylphosphino-2',4',6'-triisopropyl biphenyl (0.34 g, 0.71 mmol), sodium tert-butoxide (5.11 g, 53.18 mmol), and toluene (60 mL) were added into a reaction flask, and stirring was started. The temperature was heated to 108 °C, and the reaction was carried out for 2 hours. After the reaction was completed, the reaction liquid was cooled to room temperature, washed with water, dried with anhydrous magnesium sulfate, filtered, and the solvent was removed from the filtrate under reduced pressure to obtain a yellow solid crude product. The crude product was recrystallized with toluene / petroleum ether to purify it to obtain the intermediate IN-B1 (11.79 g, yield: 76.0%).

[0123] 1.4 Synthesis of intermediate IN-Bx

[0124] The intermediates IN-Bx (IN-B2 to IN-B7) in Table 2 were synthesized according to the preparation method of IN-B1, except that raw material 2 was used instead of 4-aminobiphenyl, and raw material 3 was used instead of 4-(4-chlorophenyl)-9,9-dimethyl-9H-fluorene. The main raw materials used, the intermediates synthesized, and the yields are listed in Table 2.

[0125] Table 2

[0126] 2.1 Synthesis Example 1: Synthesis of Compound A26

[0127] Under nitrogen protection, intermediate IN-A1 (12.94 g, 26.94 mmol), intermediate IN-B1 (11.79 g, 26.94 mmol), tris(dibenzylideneacetone)dipalladium (0.25 g, 0.27 mmol), 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (0.22 g, 0.54 mmol), and sodium tert-butoxide (3.88 g, 40.41 mmol) were added to toluene (96 mL), heated to 108°C, and stirred for 4 hours. After the reaction was completed, it was cooled to room temperature, washed with water until neutral, dried over magnesium sulfate, filtered, and the filtrate was concentrated under reduced pressure to obtain a crude product. The crude product was recrystallized with toluene / cyclohexane to obtain a white solid, which was compound A26 (11.72 g, yield: 52.0%). Mass (m / z) = 837.42 [M+H] + .

[0128] 2.2 Synthesis Examples 2 to 31:

[0129] The compounds in Table 3 were synthesized according to the preparation method of compound A26, except that intermediate IN-Ax was used instead of IN-A1, and raw material 4 was used instead of IN-B1. The main raw materials used, the structures of the product compounds, and the yields are listed in Table 3.

[0130] Table 3

[0131] 3. The nuclear magnetic resonance data of some of the compounds are shown in Table 4:

[0132] Table 4

[0133] Manufacture and evaluation of organic electroluminescent devices

[0134] Example 1: Green organic electroluminescent device

[0135] The anode was prepared by the following process: the ITO / Ag / ITO experimental substrate with thicknesses of 1500 A / 1500 A / 1500 A was subjected to surface treatment by UV, ozone and O2:N2 plasma to increase the work function of the anode, and the experimental substrate surface was cleaned by organic solvent to remove impurities and oil stains on the experimental substrate surface.

[0136] Compound HT-1 and compound PD-1 were co-evaporated on the anode substrate at an evaporation rate ratio of 97%:3% to form a hole injection layer with a thickness of 100 A.

[0137] Compound HT-1 was evaporated on the hole injection layer to form a hole transport layer with a thickness of 100 A.

[0138] Compound A8 was evaporated on the hole transport layer to form a light-emitting adjustment layer with a thickness of 100 A.

[0139] Compound p-GH-1, compound n-GH-1 and compound GD-1 were co-evaporated on the light-emitting adjustment layer at an evaporation rate ratio of 55%:45%:8% to form an organic light-emitting layer with a thickness of 100 A.

[0140] Compound ET-1 and LiQ were co-evaporated on the organic light-emitting layer at an evaporation rate ratio of 50%:50% to form an electron transport layer with a thickness of 100 A.

[0141] Ytterbium (Yb) was evaporated on the electron transport layer to form an electron injection layer with a thickness of 100 A.

[0142] Magnesium (Mg) and silver (Ag) were co-evaporated on the electron injection layer at an evaporation rate ratio of 10%:90% to form a cathode with a thickness of 1000 A.

[0143] 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 green organic electroluminescent device. Examples 2-31:

[0144] The organic electroluminescent device was prepared by the same method as in Example 1, except that the light-emitting adjustment layer material in Table 5 was used to replace compound A8 in Example 1 when the light-emitting adjustment layer was prepared.

[0145] Comparative Examples 1-4:

[0146] ​​​​​​​​​

[0147] An organic electroluminescence device was produced in the same manner as in Example 1, except that, in producing the light-emitting adjustment layer, Compound A, Compound B, Compound C, and Compound D in Table 5 were used instead of Compound A8 in Example 1.

[0148] In producing the organic electroluminescence device, the structures of each material used in the examples and comparative examples were as follows:

[0149] The green organic electroluminescence devices produced in Examples 1 to 31 and Comparative Examples 1 to 4 were subjected to performance tests, and the IVL performance of the devices was tested under the condition of 15 mA / cm2, the T95 device lifetime was tested under the condition of 20 mA / cm2, and the results are shown in Table 5 below. 2 2

[0150] Table 5

[0151] As can be seen from Table 5 above, compared with the organic electroluminescence devices of Comparative Examples 1 to 4, the organic electroluminescence devices of Examples 1 to 31 have been greatly improved in performance, mainly in that the operating voltage of the devices has been reduced by at least 0.16 V, the current efficiency has been increased by at least 13.7%, and the T95 lifetime has been increased by at least 17.5%.

[0152] The reason for this is that, compared with the compounds of the comparative examples, in the skeleton structure of the compounds of the present application, the benzene ring on one side of the fluorene plane is substituted with D, and the benzene ring on the other side is connected to the adjacent penta-deuterated phenyl and arylamine group fragments to form an ortho-disubstituted structure; such a structure feature, on the one hand, improves the overall electronic resistance and glass transition temperature of the molecule, thereby enhancing the stability of the material; on the other hand, the ortho-disubstitution design increases the conjugation range of the central N atom of the arylamine group, thereby improving the hole mobility of the molecule and the blocking effect of the molecule on electrons and excitons; at the same time, the film-forming performance of the material is also improved. Therefore, after the organic compounds of the present application are used in the light-emitting adjustment layer of the device, the current efficiency and the lifetime of the device are significantly improved.

[0153] The above describes preferred embodiments of the present application, but the present application is not limited to the specific details of 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. Organic compound, characterized in that, The organic compound has a structure shown in Formula I: wherein the rings R1and R2are the same or different, and each is independently selected from a substituted or unsubstituted aromatic ring having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaromatic ring having 5 to 30 carbon atoms; X is selected from a single bond, O, or S; 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, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms; Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms; the substituents in the rings R1, R2, L1, L2, Ar1, and Ar2are the same or different, and each is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, or a triarylsilyl group having 18 to 24 carbon atoms.

2. The organic compound according to claim 1, characterized by the rings R1and R2are the same or different, and each is independently selected from a substituted or unsubstituted aromatic ring having 6 to 10 carbon atoms; the substituents in the rings R1and R2are the same or different, and each is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 4 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, or a trimethylsilyl group; optionally, L1and L2are the same or different, and each is independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 12 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms; the substituents in L1and L2are the same or different, and each is independently selected from deuterium, fluorine, a cyano group, an alkyl group having 1 to 5 carbon atoms, a deuterated alkyl group having 1 to 5 carbon atoms, a halogenated alkyl group having 1 to 5 carbon atoms, a phenyl group, or a trialkylsilyl group having 3 to 9 carbon atoms; optionally, Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, or a substituted or unsubstituted heteroaryl group having 12 to 18 carbon atoms; the substituents in Ar1and Ar2are 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 halogenated alkyl group having 1 to 5 carbon atoms, a deuterated alkyl group having 1 to 5 carbon atoms, an aryl group having 6 to 12 carbon atoms, a deuterated aryl group having 6 to 12 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, a trialkylsilyl group having 3 to 8 carbon atoms, or a triphenylsilyl group.

3. The organic compound according to claim 1, characterized by the rings R1and R2are the same or different, and each is independently selected from a substituted or unsubstituted benzene ring, or a substituted or unsubstituted naphthalene ring; the substituents in the ring R1and the ring R2are identical or different, and each independently selected from the group consisting of deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, or trimethylsilyl.

4. The organic compound according to claim 1, wherein L1and L2are identical 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 dibenzofuranylene group, a substituted or unsubstituted dibenzothiophenylene group, or a substituted or unsubstituted carbazolylene group; the substituents in L1and L2are identical or different, and each independently selected from the group consisting of deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trideuteromethyl, trifluoromethyl, phenyl, or trimethylsilyl; Optionally, L1and L2are the same or different and each is independently selected from the group consisting of a single bond or:

5. The organic compound according to claim 1, wherein Ar1and Ar2are identical 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 spirobifluorenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted carbazolyl group; the substituents in Ar1and Ar2are identical or different, and each independently selected from the group consisting of deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, phenyl, penta-deuterophenyl, naphthyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, cyclopropyl, cyclopentyl, cyclohexyl, trimethylsilyl, or triphenylsilyl; Optionally, Ar1and Ar2are the same or different and each is independently selected from the group consisting of:

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

7. The organic compound according to claim 1, wherein selected from the group consisting of the following structures:

8. The organic compound according to claim 1, wherein The organic compound is selected from the group consisting of:

9. 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; characterized in that, the functional layer comprises the organic compound according to any one of claims 1 to 8.

10. The organic electroluminescent device according to claim 9, characterized in that the functional layer comprises an emission adjusting layer comprising the organic compound.

11. An electronic device comprising the organic electroluminescent device according to claim 9 or 10.

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