Organic compounds, organic electroluminescent devices and electronic devices

Abstract

This application relates to an organic compound, an organic electroluminescent device, and an electronic device. The organic compound provided in this application has the structure shown in Formula I. Applying the organic compound to an organic electroluminescent device can significantly improve the device's performance.

Description

Technical Field

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

[0002] Since 1987, Organic Light-Emitting Diodes (OLEDs) have gradually become the industry's recognized latest generation of flat panel display technology, applicable to new displays and lighting sources. Commercially available flat panel displays are now on the market. OLEDs are current-driven semiconductor light-emitting devices based on organic materials. Their typical structure consists of a layer of organic light-emitting material, tens of nanometers thick, fabricated on ITO glass as the emitting layer. Above this emitting layer is a layer of low work function metal electrodes. When a voltage is applied to the electrodes, the emitting layer emits light radiation.

[0003] Unlike thin-film electroluminescent devices (TFELs), the electroluminescence of organic materials is an injection-type recombination luminescence. Its luminescence mechanism involves holes and electrons generated at the positive and negative electrodes recombinating into excitons within the luminescent material. The excitons' energy is transferred to the luminescent molecules, exciting electrons in the molecules to an excited state. This excited state is unstable, and the process of returning from the excited state to the ground state produces visible light. To enhance the injection and transport capabilities of electrons and holes, an organic hole transport material is typically added between the ITO and the luminescent layer, and / or an electron transport layer is added between the luminescent layer and the metal electrode to improve luminescence efficiency. Furthermore, only the portion of holes and electrons recombinating into singlet excitons can emit fluorescence through radiative transitions, thus forming effective organic electroluminescence. The portion capable of radiative transition and emission is only a small fraction of the total absorbed energy; that is, very little of the total absorbed energy is converted into electroluminescence. Specifically, in the fabrication of organic electroluminescent devices, defects in the organic electroluminescent material, electrode purity, and different material interfaces all significantly affect the luminescence intensity and overall performance.

[0004] Green light materials, one of the three primary colors, have seen rapid development in recent years. Among these, triarylamine compounds are generally chosen as the luminescence modulating layer material to regulate hole transport and injection, and these compounds have been widely used due to their high hole mobility. However, these compounds still suffer from insufficient thermal stability and low glass transition temperatures, leading to fluorescence quenching and color coordinate drift, resulting in short device lifetimes. Furthermore, the triplet energy level (T1) of commonly used triarylamine compounds is relatively shallow, and their energy transfer efficiency needs improvement. Summary of the Invention

[0005] The purpose of this application is to provide an organic compound, an organic electroluminescent device, and an electronic device, wherein using the organic compound in the organic electroluminescent device can improve the performance of the device.

[0006] A first aspect of this application provides an organic compound having the structure shown in Formula I:

[0007]

[0008] Wherein, Ar is selected from the structure shown in Formula ⅠⅠ;

[0009] R a and R b One of them is selected from hydrogen or deuterium, and the other is selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups with 6 to 20 carbon atoms, or the structure shown in Formula ⅠⅠ.

[0010] L, L1, and L2 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0011] Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6 to 40 carbon atoms or substituted or unsubstituted heteroaryl groups having 3 to 40 carbon atoms;

[0012] Ar, R a R b The substituents in L, L1, L2, Ar1, and Ar2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, or triarylsilyl with 18 to 24 carbon atoms;

[0013] R1 is selected from hydrogen, deuterium, halogen group, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, or haloalkyl with 1 to 10 carbon atoms;

[0014] Each R2 and each R3 may be the same or different, and each is independently selected from deuterium, halogen group, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, deuterated heteroaryl with 3 to 20 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, or triarylsilyl with 18 to 24 carbon atoms;

[0015] n2 is the number of R2, and n2 is selected from 0, 1, 2, 3 or 4;

[0016] n3 is the number of R3, and n3 is selected from 0, 1, 2, 3 or 4.

[0017] A second aspect of this application provides an organic electroluminescent device, including an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; the functional layer comprises the aforementioned organic compound.

[0018] A third aspect of this application provides an electronic device including the organic electroluminescent device described in the second aspect.

[0019] The organic compound of this application has a core structure of triphenylene with ortho-dual substitution, where at least one of the two substituents is an aromatic amino group, and the other is an electron-donating aryl, heteroaryl, or aromatic amino group. The advantages of this structure are twofold: firstly, the two ortho-substituted groups, through a large planar conjugation effect with the triphenylene, enhance both the hole mobility of the aromatic amino group and the thermal stability of the molecule, making the compound a light-emitting modulating layer material with hole transport properties; secondly, the two ortho-substituted groups effectively improve the planar rigidity of the triphenylene compound, increasing the molecular twist. In actual production, this improves the film-forming properties of the molecule and reduces the evaporation temperature of the material, thus enhancing the mass production stability of the material. Specifically, when the organic compound of this application is applied to the light-emitting modulating layer of OLED devices, it can significantly improve the device efficiency and lifespan.

[0020] Other features and advantages of this application will be described in detail in the following detailed description section. Attached Figure Description

[0021] The accompanying drawings are provided to further understand this application and form part of the specification. They are used together with the following detailed description to explain this application, but do not constitute a limitation thereof.

[0022] Figure 1 This is a schematic diagram of the structure of an organic electroluminescent device according to one embodiment of this application.

[0023] Figure 2 This is a schematic diagram of an electronic device according to one embodiment of this application.

[0024] Figure Labels

[0025] 100, Anode 200, Cathode 300, Functional Layer 310, Hole Injection Layer

[0026] 320, Hole transport layer; 321, Luminescent adjustment layer; 330, Organic luminescent layer; 340, Electron transport layer

[0027] 350, Electron injection layer; 400, Electronic device Detailed Implementation

[0028] Exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, exemplary embodiments can be implemented in many forms and should not be construed as limited to the examples set forth herein; rather, these embodiments are provided to make this application more comprehensive and complete, and to fully convey the concept of exemplary embodiments to those skilled in the art. The described features, structures, or characteristics may be combined in any suitable manner in one or more embodiments. In the following description, numerous specific details are provided to give a full understanding of embodiments of this application.

[0029] In this application, the descriptive phrases "each...independently is" and "...independently is" and "...independently selected from" are interchangeable and should be interpreted broadly. They can mean either that the specific options expressed by the same symbol in different groups do not affect each other, or that the specific options expressed by the same symbol in the same group do not affect each other. For example, " In this formula, each q is independently 0, 1, 2 or 3, and each R is independently selected from hydrogen, deuterium, fluorine or chlorine. The meaning is as follows: Formula Q-1 indicates that there are q substituents R on the benzene ring. Each R can be the same or different, and the options of each R do not affect each other. Formula Q-2 indicates that there are q substituents R on each benzene ring of biphenyl. The number q of substituents R on the two benzene rings can be the same or different, and each R can be the same or different. The options of each R do not affect each other.

[0030] In this application, the term "substituted or unsubstituted" means that the functional group described after the term may or may not have substituents (hereinafter, for ease of description, substituents are collectively referred to as Rc). For example, "substituted or unsubstituted aryl" refers to an aryl group having a substituent Rc or an unsubstituted aryl group. The aforementioned substituents, i.e., Rc, can be, for example, deuterium, halogen groups, cyano, alkyl, deuterated alkyl, haloalkyl, cycloalkyl, aryl, heteroaryl, deuterated aryl, deuterated heteroaryl, trialkylsilyl, triarylsilyl, etc. The number of substituents can be one or more.

[0031] In this application, a non-positioned linker bond refers to a single bond extending from the ring system. This means that one end of the linking bond can connect to any position in the ring system that the bond passes through, and the other end connects to the rest of the compound molecule.

[0032] For example, as shown in equation (f) below, the naphthyl group represented by equation (f) is connected to other positions in the molecule through two non-positional linkages that span the bicyclic ring. This means that any possible connection mode is shown in equations (f-1) to (f-10).

[0033]

[0034] For example, as shown in the following formula (X'), the dibenzofuran group represented by formula (X') is connected to other positions of the molecule through a non-positional linker extending from the middle of one side of the benzene ring. This means that any possible connection mode shown in formulas (X'-1) to (X'-4) is included.

[0035]

[0036] 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).

[0037]

[0038] In this application, Ar, R a R b The number of carbon atoms in L, L1, L2, Ar1, Ar2, R1, R2, and R3 refers to the total number of carbon atoms. For example, if L1 is selected from a substituted arylene with 12 carbon atoms, then the arylene and its substituents have a total of 12 carbon atoms.

[0039] 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.

[0040] 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.

[0041] 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. This includes aryl groups, but partially hydrogenated aryl groups are not included. Examples of partially hydrogenated aryl groups include, but are not limited to, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydroindyl, substituted or unsubstituted acenaphthel, 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, etc. In this application, biphenyl can be understood as a phenyl-substituted aryl group or an unsubstituted aryl group.

[0042] In this application, the term "arylene" refers to a divalent group formed by the further loss of a hydrogen atom from an aryl group.

[0043] In this application, a substituted aryl group refers to an aryl group in which one or more hydrogen atoms are replaced by other groups. For example, at least one hydrogen atom may be replaced by a deuterium, halogen group, cyano, alkyl, deuterated alkyl, haloalkyl, cycloalkyl, aryl, heteroaryl, deuterated aryl, deuterated heteroaryl, trialkylsilyl, or triarylsilyl group. It is understood that the number of carbon atoms in the substituted aryl group refers to the total number of carbon atoms in the aryl group and its substituents. For example, Ar1 is... Therefore, it has 10 carbon atoms.

[0044] In this application, aryl groups used as substituents include, but are not limited to, phenyl, naphthyl, and biphenyl groups.

[0045] 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.

[0046] In this application, terphenyl includes

[0047] In this application, a heteroaryl group refers to a monovalent aromatic ring or its derivative containing 1, 2, 3, 4, 5, or 6 heteroatoms. The heteroatoms can be at least one of B, O, N, P, Si, Se, and S. A heteroaryl group can be a monocyclic or polycyclic heteroaryl group; in other words, a heteroaryl group can be a single aromatic ring system or a system of multiple aromatic rings linked by carbon-carbon bonds, and any aromatic ring system can be a single aromatic monocyclic ring or a fused aromatic ring. For example, a heteroaryl group may include thiophene, furanyl, pyrroleyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridineyl, pyridazinyl, quinolinyl, quinazolinyl, quinoxolinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, isoquinolinyl, indolyl, carbazole, benzoxazolyl, and benzimidazole. The group includes, but is not limited to, benzothiazolyl, benzocarbazolyl, benzothiophenel, dibenzothiophenel, thienozothiophenel, benzofuranyl, phenanthrolinel, isoxazolyl, thiadiazolyl, benzothiazolyl, phenothiazinyl, silanyl, dibenzofuranyl, and N-arylcarbazolyl (such as N-phenylcarbazolyl), N-heteroarylcarbazolyl (such as N-pyridylcarbazolyl), and N-alkylcarbazolyl (such as N-methylcarbazolyl), etc. Among these, thiophenel, furanyl, and phenanthrolinel are heteroaryl groups of the single aromatic ring type, while N-arylcarbazolyl (such as N-phenylcarbazolyl) and N-heteroarylcarbazolyl are heteroaryl groups of the polycyclic system type linked by carbon-carbon conjugation. For example, in this application, the number of carbon atoms in the substituted or unsubstituted heteroaryl 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.

[0048] In this application, the term "hybrid aryl" refers to a divalent group formed by the further loss of a hydrogen atom by a heteroaryl group.

[0049] In this application, the substituted heteroaryl group can be one or more hydrogen atoms of the heteroaryl group that are replaced by groups such as deuterium, halogen group, cyano, alkyl, deuterated alkyl, haloalkyl, cycloalkyl, aryl, heteroaryl, deuterated aryl, deuterated heteroaryl, trialkylsilyl, triarylsilyl, etc.

[0050] It should be understood that the number of carbon atoms in a substituted heteroaryl group refers to the total number of carbon atoms in the heteroaryl group and the substituents on it.

[0051] In this application, the heteroaryl group used as a substituent includes, but is not limited to, dibenzofuranyl, dibenzothiophenyl, carbazoyl, etc.

[0052] In this application, "deuterated" means that at least one hydrogen ("H") in a compound or group is replaced by deuterium ("D"); specifically, a deuterated compound or deuterated group can be a compound or group in which one, more or all of the available hydrogens have been replaced by deuterium.

[0053] In this application, the halogen group can be fluorine, chlorine, bromine, or iodine.

[0054] In this application, a haloalkyl group can be an alkyl group in which one or more hydrogen atoms are replaced by halogen atoms. Specific examples of haloalkyl groups include, but are not limited to, trifluoromethyl.

[0055] In this application, a deuterated alkyl group can be an alkyl group in which one or more hydrogen atoms are replaced by deuterium. Specific examples of deuterated alkyl groups include, but are not limited to, trideuterated methyl groups.

[0056] In this application, specific examples of trialkylsilyl groups include, but are not limited to, trimethylsilyl groups.

[0057] In this application, specific examples of triarylsilyl groups include, but are not limited to, triphenylsilyl groups.

[0058] In this application, the deuterated aryl group can be one or more hydrogen atoms (H) of the aryl group that are replaced by deuterium (D). Specific examples of deuterated aryl groups include, but are not limited to, pentadeuterated phenyl and heptadeuterated naphthyl.

[0059] In this application, the deuterated heteroaryl group can be one or more hydrogen atoms (H) of the heteroaryl group that are replaced by deuterium (D). Specific examples of deuterated heteroaryl groups include, but are not limited to, heptadeuterated dibenzofuranyl.

[0060] In a first aspect, this application provides an organic compound having the structure shown in Formula I:

[0061]

[0062] Wherein, Ar is selected from the structure shown in Formula ⅠⅠ;

[0063] R a and R b One of them is selected from hydrogen (H) or deuterium (D), and the other is selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups with 6 to 20 carbon atoms, or the structure shown in Formula ⅠⅠ.

[0064] L, L1, and L2 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0065] Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6 to 40 carbon atoms or substituted or unsubstituted heteroaryl groups having 3 to 40 carbon atoms;

[0066] Ar, R a R b The substituents in L, L1, L2, Ar1, and Ar2 may be the same or different, and each is independently selected from deuterium (D), halogen groups, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, or triarylsilyl with 18 to 24 carbon atoms;

[0067] R1 is selected from hydrogen (H), deuterium (D), halogen group, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, or haloalkyl with 1 to 10 carbon atoms;

[0068] Each R2 and each R3 may be the same or different, and each is independently selected from deuterium (D), halogen group, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, deuterated heteroaryl with 3 to 20 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, or triarylsilyl with 18 to 24 carbon atoms;

[0069] n2 is the number of R2, and n2 is selected from 0, 1, 2, 3 or 4;

[0070] n3 is the number of R3, and n3 is selected from 0, 1, 2, 3 or 4.

[0071] In some implementations, R a and R bOne of them is selected from hydrogen (H) or deuterium (D), and the other is selected from substituted or unsubstituted aryl groups with 6 to 24 carbon atoms, substituted or unsubstituted heteroaryl groups with 12 to 18 carbon atoms, or the structure shown in Formula ⅠⅠ. For example, R a and R b One of them is selected from hydrogen or deuterium, and the other is selected from substituted or unsubstituted aryl groups with 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23 or 24 carbon atoms, substituted or unsubstituted heteroaryl groups with 12, 13, 14, 15, 16, 17 or 18 carbon atoms, or the structure shown in Formula ⅠⅠ.

[0072] Optionally, R a and R b The substituents in the group may be the same or different, and each is independently selected from deuterium, halogen group, cyano, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, deuterated alkyl with 1 to 5 carbon atoms, aryl with 6 to 12 carbon atoms, heteroaryl with 5 to 12 carbon atoms, trialkylsilyl or triphenylsilyl with 3 to 8 carbon atoms.

[0073] In some implementations, R a and R b One of them is selected from hydrogen (H) or deuterium (D), and the other is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazoyl, or the structure shown in Formula ⅠⅠ.

[0074] Optionally, R a and R b The substituents in the group may be the same or different, and each is independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, phenyl, dibenzofuranyl, dibenzothiopheneyl, carbazoleyl, trimethylsilyl or triphenylsilyl.

[0075] In some implementations, R a and R b One of them is selected from hydrogen (H) or deuterium (D), and the other is selected from the group consisting of the structure shown in Formula ⅠⅠ or the following groups:

[0076]

[0077] In some implementations, R a and R b One of them is selected from hydrogen (H) or deuterium (D), and the other is selected from the group consisting of the structure shown in Formula ⅠⅠ or the following groups:

[0078]

[0079] In some embodiments, L, L1, and L2 may be the same or different, and each is independently selected from single-bonded substituted or unsubstituted aryl groups having 6 to 15 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12 to 18 carbon atoms. For example, L1 and L2 may be the same or different, and each is independently selected from single-bonded substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, or 15 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12, 13, 14, 15, 16, 17, or 18 carbon atoms.

[0080] Optionally, the substituents in L, L1, and L2 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, alkyl with 1 to 5 carbon atoms, deuterated alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, aryl with 6 to 12 carbon atoms, trialkylsilyl or triphenylsilyl with 3 to 9 carbon atoms.

[0081] In some embodiments, L, L1, and L2 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted phenanthylene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted dibenzothiopheneylene, or substituted or unsubstituted carbazolylene.

[0082] Optionally, the substituents in L, L1 and L2 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trideuterated methyl, trifluoromethyl, phenyl, trimethylsilyl or triphenylsilyl.

[0083] In some embodiments, L is selected from the group consisting of single bonds or the following groups:

[0084]

[0085] In some embodiments, L is selected from the group consisting of single bonds or the following groups:

[0086]

[0087] In some embodiments, L1 and L2 may be the same or different, and each is independently selected from the group consisting of single bonds or the following groups:

[0088]

[0089] In some embodiments, L1 and L2 may be the same or different, and each is independently selected from the group consisting of single bonds or the following groups:

[0090]

[0091] In some embodiments, Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6 to 25 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12 to 18 carbon atoms. For example, Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24 or 25 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0092] Optionally, the substituents in Ar1 and Ar2 may be the same or different, and each may be independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, deuterated alkyl with 1 to 5 carbon atoms, aryl with 6 to 12 carbon atoms, heteroaryl with 5 to 12 carbon atoms, trialkylsilyl or triphenylsilyl with 3 to 8 carbon atoms.

[0093] In some embodiments, Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiopheneyl, and substituted or unsubstituted carbazoleyl.

[0094] Optionally, the substituents in Ar1 and Ar2 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, phenyl, naphthyl, dibenzofuranyl, dibenzothiopheneyl, carbazoleyl, trimethylsilyl or triphenylsilyl.

[0095] In some embodiments, Ar1 and Ar2 may be the same or different, and each is independently selected from the group consisting of:

[0096]

[0097] In some embodiments, Ar1 and Ar2 may be the same or different, and each is independently selected from the group consisting of:

[0098]

[0099]

[0100] In some implementations... and They may be the same or different, and each is independently selected from the group consisting of the following groups:

[0101]

[0102]

[0103] In some implementations... and They may be the same or different, and each is independently selected from the group consisting of the following groups:

[0104]

[0105]

[0106] In some implementations, formula ⅠⅠ is selected from the group consisting of the following structures:

[0107]

[0108]

[0109]

[0110]

[0111] In some embodiments, R1 is selected from hydrogen (H), deuterium (D), halogen groups, cyano, alkyl groups having 1 to 5 carbon atoms, deuterated alkyl groups having 1 to 5 carbon atoms, or haloalkyl groups having 1 to 5 carbon atoms.

[0112] In some embodiments, R1 is selected from hydrogen (H), deuterium (D), fluorine, cyano, methyl, ethyl, isopropyl, n-propyl, tert-butyl, isobutyl, n-butyl, trifluoromethyl, or trideuterated methyl.

[0113] In some embodiments, each R2 and each R3 may be the same or different, and each is independently selected from deuterium (D), halogen group, cyano, alkyl with 1 to 5 carbon atoms, deuterated alkyl with 1 to 5 carbon atoms, haloalkyl with 1 to 5 carbon atoms, aryl with 6 to 12 carbon atoms, trialkylsilyl or triphenylsilyl with 3 to 12 carbon atoms.

[0114] In some embodiments, each R2 and each R3 may be the same or different, and each is independently selected from deuterium (D), fluorine, cyano, methyl, ethyl, isopropyl, n-propyl, tert-butyl, isobutyl, n-butyl, trifluoromethyl, trideuterated methyl, phenyl, naphthyl, biphenyl, trimethylsilyl or triarylsilyl.

[0115] Specifically, the organic compounds represented by Formula I are selected from the group consisting of the following compounds:

[0116]

[0117]

[0118]

[0119]

[0120]

[0121]

[0122]

[0123]

[0124] In a second aspect, this application provides an organic electroluminescent device, comprising an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; the functional layer comprises the organic compound of this application.

[0125] Optionally, the functional layer of the organic electroluminescent device includes a light-emitting adjustment layer, which contains the organic compound of this application.

[0126] In this application, the organic electroluminescent device can be a blue organic electroluminescent device, a red organic electroluminescent device, or a green organic electroluminescent device.

[0127] Optionally, the above-mentioned organic electroluminescent device is a green organic electroluminescent device.

[0128] In one embodiment, the organic electroluminescent device described in this application, such as... Figure 1 As shown, the organic electroluminescent device may include an anode 100, a hole injection layer 310, a hole transport layer 320, a light-emitting adjustment layer 321, an organic light-emitting layer 330, an electron transport layer 340, an electron injection layer 350, and a cathode 200, which are stacked together.

[0129] Optionally, the anode 100 comprises an anode material, preferably one with a high work function that facilitates hole injection into the functional layer. Specific examples of anode materials include: metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold, or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but are not limited thereto. Preferably, a transparent electrode comprising indium tin oxide (ITO) as the anode is included.

[0130] Optionally, the hole transport layer 320 may include one or more hole transport materials. The hole transport layer material may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, specifically from the compounds listed below or any combination thereof:

[0131]

[0132] In one specific implementation, the hole transport layer 320 is HT-1.

[0133] In one specific embodiment, the light-emitting adjustment layer 321 is an organic compound represented by Formula I of this application.

[0134] Optionally, the organic light-emitting layer 330 may be composed of a single light-emitting layer material, or it may include a host material and a guest material. Optionally, the organic light-emitting layer 330 is composed of a host material and a guest material. Holes and electrons injected into the organic light-emitting layer 330 can recombine in the organic light-emitting layer 330 to form excitons. The excitons transfer energy to the host material, and the host material transfers energy to the guest material, thereby enabling the guest material to emit light.

[0135] The host material of the organic light-emitting layer 330 can be a metal chelate compound, a bis(styrene) derivative, an aromatic amine derivative, a dibenzofuran derivative, or other types of materials; this application does not impose any special restrictions on this. The host material can be a single host material or a mixture of host materials.

[0136] In one specific embodiment, the main material of the organic light-emitting layer 330 is p-GH-1 and n-GH-1 composition.

[0137] The guest material of the organic light-emitting layer 330 can be selected with reference to existing technologies, such as iridium (III) organometallic complexes, platinum (II) organometallic complexes, ruthenium (II) complexes, etc. Specific examples of the guest material include, but are not limited to:

[0138]

[0139] In one specific embodiment, the guest material of the organic light-emitting layer 330 is GD-1.

[0140] Optionally, the electron transport layer 340 can be a single-layer structure or a multi-layer structure, and may include one or more electron transport materials. The electron transport materials typically include metal complexes and / or nitrogen-containing heterocyclic derivatives. The metal complex material may be selected from, for example, LiQ, Alq3, etc. The nitrogen-containing heterocyclic derivative may be an aromatic ring with a nitrogen-containing six-membered or five-membered ring skeleton, a fused aromatic ring compound with a nitrogen-containing six-membered or five-membered ring skeleton, etc. Specific examples include, but are not limited to, 1,10-phenanthroline compounds such as Bphen, NBphen, ET-1, and BimiBphen, or anthracene compounds, triazine compounds, or pyrimidine compounds containing heteroazoyl groups as shown below. Specific examples of nitrogen-containing heterocyclic derivatives used for electron transport materials include, but are not limited to:

[0141]

[0142] In one specific embodiment, the electron transport layer 340 is composed of ET-1 and LiQ.

[0143] In this application, the cathode 200 may include a cathode material that has a small work function and facilitates electron injection into the functional layer. Specific examples of cathode materials include, but are not limited to, metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead or alloys thereof; or multilayer materials such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca. Preferably, a metal electrode comprising magnesium and silver is included as the cathode.

[0144] Optionally, such as Figure 1 As shown, a hole injection layer 310 is further disposed between the anode 100 and the hole transport layer 320 to enhance the ability to inject holes into the hole transport layer 320. The hole injection layer 310 can be selected from benzidine derivatives, starburst-like aryl amine compounds, phthalocyanine derivatives, or other materials; this application does not impose any special limitations on this. For example, the compounds contained in the hole injection layer 310 are selected from the group consisting of the following compounds:

[0145]

[0146]

[0147] In one specific embodiment, the hole injection layer 310 is composed of HT-1 and PD-1.

[0148] Optionally, such as Figure 1 As shown, an electron injection layer 350 is further disposed between the cathode 200 and the electron transport layer 340 to enhance the ability to inject electrons into the electron transport layer 340. The electron injection layer 350 may include inorganic materials such as alkali metal sulfides and alkali metal halides, or may include complexes of alkali metals and organic materials. For example, the electron injection layer 350 includes ytterbium (Yb).

[0149] Optionally, the cathode 200 also has an organic coating.

[0150] In one specific embodiment, the organic coating layer comprises compound CP-1.

[0151] Thirdly, this application provides an electronic device including the organic electroluminescent device provided in the second aspect of this application.

[0152] According to one implementation method, such as Figure 2 As shown, the electronic device is a first electronic device 400, which includes the aforementioned organic electroluminescent device. 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, such as, but not limited to, computer screens, mobile phone screens, televisions, electronic paper, emergency lighting, optical modules, etc.

[0153] The following examples illustrate the synthesis methods of the organic compounds described in this application, but this application is not limited in any way as a result.

[0154] Compounds synthesized using methods not mentioned in this application are all raw material products obtained through commercial means.

[0155] 1.1 Synthesis of intermediate IA

[0156]

[0157] (1) Under nitrogen protection, 4-bromo-5-chloro-2-iodoaniline (50 g, 150.44 mmol), 2-biphenylboronic acid (29.79 g, 150.44 mmol), tetrabutylammonium bromide (9.70 g, 30.09 mmol), potassium carbonate (47.75 g, 346.01 mmol), toluene (400 mL), ethanol (150 mL), and water (100 mL) were added to a 500 mL three-necked flask. Stirring was started and the temperature was raised to 50 °C–60 °C. Tetra(triphenylphosphine)palladium (1.74 g, 1.50 mmol) was quickly added. After the addition was complete, the temperature was raised to 70 °C–75 °C and refluxed for 8 h. After the reaction was complete, the mixture was cooled to room temperature, extracted with toluene, and the organic phase was washed with water until neutral. The mixture was dried, filtered, and concentrated. Recrystallization with dichloromethane / ethanol was performed until LC > 99%. The product was dried to obtain a brown solid IA-1 (34.82 g, yield: 64.53%).

[0158]

[0159] (2) Under nitrogen protection, IA-1 (34g, 94.79mmol) and THF (200mL) were added to a 500mL three-necked flask. Stirring was started to completely dissolve the raw materials. Then, HCl solution (2mol / L, 52mL) was added and the system was cooled to below 0℃. Then, sodium nitrite (NaNO2, 113mmol) aqueous solution (1mol / L, 113mL) was added dropwise. After the addition was completed, the temperature was kept for 2h and then heated to 60℃ and kept for 4h. Then, the temperature was cooled to room temperature and the reaction solution was added to a saturated sodium bisulfite aqueous solution (200mL) for quenching. The reaction solution was extracted three times with dichloromethane (DCM), the organic phases were combined and washed with water until neutral. After drying and concentration, the solution was recrystallized with DCM and n-heptane to obtain a brown solid powder, IA-2 (22.61g, yield: 69.83%).

[0160]

[0161] (3) Under nitrogen protection, IA-2 (20 g, 58.54 mmol), phenylboronic acid (7.85 g, 64.40 mmol), tetrabutylammonium bromide (3.77 g, 11.71 mmol), potassium carbonate (18.58 g, 134.65 mmol), toluene (160 mL), ethanol (60 mL), and water (40 mL) were added to a 500 mL three-necked flask. The mixture was stirred and heated to 50 °C–60 °C. Tetra(triphenylphosphine)palladium (0.68 g, 0.58 mmol) was added rapidly. After the addition was complete, the mixture was refluxed to 70 °C–75 °C for 10 h. After the reaction was complete, the mixture was cooled to room temperature, and the reaction solution was extracted with toluene. The organic phase was collected, washed with water until neutral, dried, filtered, and concentrated. The organic phase was recrystallized from dichloromethane / ethanol until LC > 99%, and dried to obtain a white solid powder IA (14.39 g, yield: 72.53%).

[0162] 1.2 Synthesis of Intermediate IX

[0163] The preparation method of IA was used to synthesize IX (IB~IJ) in Table 1, except that phenylboronic acid was replaced with starting material 1. The main starting materials used, the intermediates synthesized, and the overall yield of the final step are listed in Table 1.

[0164] Table 1

[0165]

[0166] 1.3 Synthesis of intermediate IK

[0167]

[0168] IK was synthesized following the same method as IA, except that 4-bromo-5-chloro-2-iodoaniline was replaced with 6-bromo-5-chloro-2-iodoaniline, while other conditions remained unchanged. IK (11.93 g, total yield: 28.11%, based on 6-bromo-5-chloro-2-iodoaniline) was obtained.

[0169] 1.4 Synthesis of intermediate IY

[0170] IY (IL~IQ) in Table 1 was synthesized following the preparation method of IK, except that phenylboronic acid was replaced with raw material 2. The main raw materials used, the intermediates synthesized, and the overall yield of the final step are listed in Table 2.

[0171] Table 2

[0172]

[0173] 1.5 Synthesis of intermediate IAL

[0174]

[0175] (1) IA (20.00 g, 59.03 mmol), pinacol diboronate (15.74 g, 61.98 mmol), tris(dibenzylacetone)palladium (0.54 g, 0.59 mmol), 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (0.56 g, 1.18 mmol) and potassium acetate (8.69 g, 88.54 mmol) were added to isopropyl acetate (200 mL). The mixture was heated to 85 °C–90 °C under nitrogen protection and stirred for 24 h. After the reaction was completed, the mixture was cooled to room temperature and a solid precipitated. The solid was filtered and washed until neutral. The solid was dissolved in toluene and passed through a column with the catalyst blocked. The organic phase was collected, the solvent was removed by vacuum evaporation, and the mixture was purified by recrystallization from toluene to obtain IAL-1 (17.45 g, yield: 68.70%).

[0176]

[0177] (2) Add IAL-1 (17.0 g, 39.50 mmol), p-chlorobromobenzene (8.32 g, 43.45 mmol), tetrabutylammonium bromide (2.55 g, 7.90 mmol), potassium carbonate (12.54 g, 90.86 mmol), toluene (130 mL), ethanol (50 mL), and water (35 mL) to a 250 mL three-necked flask. Start stirring and purge with nitrogen for protection. Heat to 50 °C–60 °C and quickly add tetra(triphenylphosphine)palladium (0.46 g, 0.39 mmol). After the addition is complete, continue heating to 70 °C–75 °C and reflux for 12 h. After the reaction is complete, cool to room temperature and separate the water. Wash the organic phase with water until neutral, dry, filter, and concentrate the obtained organic phase. Recrystallize the concentrate with a mixed solvent of toluene and n-heptane, and dry to obtain a white solid IAL (11.22 g, yield: 38.46%, based on IA).

[0178] 1.6 Synthesis of intermediate IZL

[0179] The IZLs (IBL, IDL, IEL, IFL) listed in Table 3 were synthesized following the same method as IAL, with the difference that IX was used instead of IA, and starting material 3 was used instead of p-chlorobromobenzene. The main starting materials used, the intermediates synthesized, and the overall yield of the final step (overall yield is based on IX) are listed in Table 3.

[0180] Table 3

[0181]

[0182]

[0183] 2.1 Synthesis Example 1: Synthesis of Compound 1

[0184]

[0185] (1) Under nitrogen protection, IA (14 g, 41.32 mmol), 4-aminobiphenyl (7.34 g, 43.38 mmol), and toluene (140 mL) were added to a 250 mL three-necked flask. The mixture was stirred and heated to 80 °C. Tris(dibenzylacetone)dipalladium (0.39 g, 0.41 mmol), 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (0.39 g, 0.83 mmol), and sodium tert-butoxide (5.96 g, 61.98 mmol) were then added. The mixture was heated to reflux and the reaction was stopped after 3 h. After cooling to room temperature, the reaction solution was washed with water and dried with anhydrous sodium sulfate. The catalyst was separated by column chromatography, and the solvent was removed under reduced pressure to obtain the crude product. The crude product was purified by recrystallization using toluene / n-heptane to obtain IAN (13.47 g, yield: 69.11%).

[0186]

[0187] (2) Under nitrogen protection, IAN (13g, 27.57mmol), 4-bromobiphenyl (6.75g, 38.94mmol) and toluene (130mL) were added to a 250mL three-necked flask. The mixture was stirred and heated to 80℃. Tris(dibenzylideneacetone)dipalladium (0.25g, 0.28mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (0.23g, 0.55mmol) and sodium tert-butoxide (3.97g, 41.35mmol) were added. The mixture was heated to reflux and the reaction was completed after 5h. After cooling to room temperature, the reaction solution was washed three times with water and dried with anhydrous sodium sulfate. The catalyst was removed by column chromatography, and the solution was concentrated by filtration to obtain a crude product. The crude product was recrystallized from toluene / n-heptane to give a white solid powder, compound 1 (8.93 g, yield: 35.91%, based on IA), mass spectrometry (m / z) = 624.3 [M+H]. + .

[0188] 2.2 Synthesis Example 2 to Synthesis Example 43:

[0189] The compounds in Table 4 were synthesized using the same method as compound 1, with the following differences: IA was replaced with IX, IY, or IZL; 4-aminobiphenyl was replaced with Ar-NH2; and 4-bromobiphenyl was replaced with Ar-X. The main starting materials used, the structures of the product compounds, and the overall yield of the final step (based on IX, IY, or IZL) are listed in Table 4.

[0190] Table 4

[0191]

[0192]

[0193]

[0194]

[0195]

[0196]

[0197]

[0198]

[0199] 3. NMR data for some compounds are shown in Table 5:

[0200] Table 5

[0201]

[0202] Fabrication and evaluation of organic electroluminescent devices

[0203] Example 1: Green Organic Electroluminescent Device

[0204] The anode is prepared through the following process: [The anode thickness is...] On the ITO / Ag / ITO experimental substrate, surface treatment was performed using ultraviolet light, ozone, and O2:N2 plasma to increase the work function of the anode, and the surface of the experimental substrate was cleaned with organic solvents to remove impurities and oil stains.

[0205] On the anode substrate, compounds HT-1 and PD-1 were co-deposited at a deposition rate ratio of 97%:3% to form a layer with a thickness of [missing information]. Hole injection layer.

[0206] Compound HT-1 was deposited on the hole injection layer to form a thickness of [thickness value missing]. The hole transport layer.

[0207] Compound 1 is deposited on the hole transport layer to form a thickness of [missing information]. The light-emitting adjustment layer.

[0208] On the light-emitting adjustment layer, compounds p-GH-1, n-GH-1, and GD-1 were co-deposited at a deposition rate ratio of 65%:35%:10% to form a layer with a thickness of [missing information]. The organic light-emitting layer.

[0209] On the organic light-emitting layer, compounds ET-1 and LiQ were co-deposited at a 50%:50% evaporation rate to form a layer with a thickness of [missing information]. The electron transport layer.

[0210] Ytterbium (Yb) is deposited on the electron transport layer to form a thickness of [missing information]. The electron injection layer.

[0211] On the electron-injected layer, magnesium (Mg) and silver (Ag) are co-deposited at a deposition rate of 10%:90% to form a layer with a thickness of [thickness value missing]. The cathode.

[0212] Finally, compound CP-1 is deposited on the cathode to form a thickness of [thickness value missing]. The organic coating layer is used to complete the fabrication of green organic electroluminescent devices.

[0213] Examples 2 to 43:

[0214] Organic electroluminescent devices were prepared using the same method as in Example 1, except that when preparing the luminescence adjustment layer, the luminescence adjustment layer material in Table 6 was used to replace compound 1 in Example 1.

[0215] Comparative Examples 1 to 4:

[0216] Organic electroluminescent devices were prepared using the same method as in Example 1, except that when preparing the luminescence adjustment layer, compounds A, B, C, and D from Table 6 were used to replace compound 1 in Example 1.

[0217] In the fabrication of organic electroluminescent devices, the structures of the various materials used in the comparative and examples are as follows:

[0218]

[0219] The performance of the green organic electroluminescent devices prepared in Examples 1-43 and Comparative Examples 1-4 was tested, specifically at 15 mA / cm². 2 The IVL performance of the device was tested under the condition of 20 mA / cm. 2 The lifetime of the T95 device was tested under the following conditions, and the test results are shown in Table 6 below.

[0220] Table 6

[0221]

[0222]

[0223]

[0224] As can be seen from Table 6 above, compared with the organic electroluminescent devices of Comparative Examples 1 to 4, the organic electroluminescent devices of Examples 1 to 43 have significantly improved performance, mainly manifested in the following: the operating voltage of the device is reduced by at least 0.13V, the current efficiency is increased by at least 16.4%, and the T95 lifetime is increased by at least 16.7%.

[0225] The reason for this may be:

[0226] 1) Compound A incorporates a polymethyl-substituted dihydroindene fragment. Compared to Compound A, the substituted or unsubstituted aryl structures introduced in the organic compounds of this application all possess complete conjugated regions, enabling them to form a complete conjugated skeleton with the triphenylene center, resulting in higher molecular stability. When OLED devices are fabricated, compared to Compound A, devices made using the compounds of this application are less prone to degradation under operating conditions, thus significantly improving device performance.

[0227] 2) Compared with compounds B, C and D, the organic compounds of this application have an ortho-dual substitution structure on the symmetrical triphenylene skeleton, which makes the molecule have a stronger conjugation effect and a more suitable twist, improves hole transport efficiency, effectively reduces the formation of charge traps, and has better film-forming properties. Therefore, after being used as a light-emitting adjustment layer in a device, the overall performance of the device is optimized.

[0228] The preferred embodiments of this application have been described in detail above. However, this application is not limited to the specific details of the above embodiments. Within the scope of the technical concept of this application, various simple modifications can be made to the technical solution of this application, and these simple modifications all fall within the protection scope of this application.

Claims

1. An organic compound, characterized in that, The organic compound is selected from the group consisting of the following compounds:

2. An organic electroluminescent device, comprising an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; characterized in that, The functional layer comprises the organic compound of claim 1.

3. The organic electroluminescent device according to claim 2, characterized in that, The functional layer includes a light-emitting adjustment layer, which contains the aforementioned organic compound.

4. An electronic device, including the organic electroluminescent device as described in claim 2 or 3.

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