Organic compounds, organic electroluminescent devices and electronic devices

Abstract

This application belongs to the field of organic materials technology, and provides an organic compound with the structure shown in Formula 1. This application also provides an organic electroluminescent device and electronic device comprising this organic compound. As an organic electroluminescent layer material, this organic compound can effectively improve the luminous efficiency of the organic electroluminescent device and extend its service life.

Description

Technical Field

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

[0002] With the development of electronic technology and the advancement of materials science, the application range of electronic components used to achieve electroluminescence or photoelectric conversion is becoming increasingly wide. Organic light-emitting devices typically consist of an anode, a cathode, and an organic material layer between them. The organic material layer is usually formed in a multilayer structure composed of different materials to improve the brightness, efficiency, and lifetime of organic electroluminescent devices. The organic material layer can be composed of a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer, etc. In the structure of an organic light-emitting device, when a voltage is applied between the two electrodes, holes and electrons are injected into the organic material layer from the anode and cathode, respectively. When the injected holes meet the electrons, excitons are formed, and light is emitted when these excitons return to the ground state.

[0003] Typically, organic electroluminescent layer materials have poor stability and low transmission efficiency. When used in organic electroluminescent devices, they cannot truly balance the transport of holes and electrons, resulting in reduced device luminous efficiency and shortened lifespan.

[0004] Currently, although a large number of high-performance organic electroluminescent materials have been developed, it is still necessary to continue to develop new materials to further improve the performance of electronic components. Summary of the Invention

[0005] The purpose of this application is to overcome the shortcomings of the prior art and provide an organic compound and an organic electroluminescent device and electronic device containing the same, which can improve luminous efficiency and extend device life.

[0006] To achieve the above-mentioned objectives, the first aspect of this application provides an organic compound, the structure of which is shown in Formula 1:

[0007]

[0008] In this formula, one of ring A and ring B is selected from the structure shown in Formula 2, and the other is a benzene ring. The asterisk (*) in Formula 2 indicates that Formula 2 is different from Formula 1. or The locations where they overlap;

[0009] X is selected from C(R1R2), O, or S;

[0010] R1 and R2 may be the same or different, and are independently selected from alkyl groups having 1 to 10 carbon atoms or deuterated alkyl groups having 1 to 10 carbon atoms;

[0011] R3 and R4 may be the same or different, and are independently selected from alkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, or aryl groups having 6 to 12 carbon atoms;

[0012] L, L1, and L2 may be the same or different, and are 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.

[0013] Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms;

[0014] The substituents in L, L1, L2, Ar1, and Ar2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, alkyl groups with 1 to 10 carbon atoms, cycloalkyl groups with 3 to 20 carbon atoms, heteroaryl groups with 12 to 20 carbon atoms, aryl groups with 6 to 20 carbon atoms, deuterated aryl groups with 6 to 20 carbon atoms, haloaryl groups with 6 to 20 carbon atoms, trialkylsilyl groups with 3 to 12 carbon atoms, triarylsilyl groups with 18 to 24 carbon atoms, haloalkyl groups with 1 to 10 carbon atoms, or deuterated alkyl groups with 1 to 10 carbon atoms;

[0015] Optionally, any two adjacent substituents in Ar1 and Ar2 can form a ring.

[0016] A second aspect of this application provides an organic electroluminescent device, the organic electroluminescent device comprising an anode, a cathode, and at least one functional layer disposed between the anode and the cathode, the functional layer comprising the organic compound described in the first aspect of this application.

[0017] A third aspect of this application provides an electronic device, which includes the organic electroluminescent device described in the second aspect of this application.

[0018] Through the above technical solution, the organic compound of this application, with benzo[a]fluorene, furan, and thiophene fused oxaphenanthrene as its core structure, belongs to a highly conjugated system and has high carrier transport efficiency, thus giving the group a high conjugated electron cloud density. Introducing electron-deficient heteroaryl groups into the core as electron injection and transport groups enhances the polarity of the entire molecule, which is more conducive to the directional alignment of the material molecules, thereby enhancing electron injection and transport. This compound can effectively improve device efficiency when used in the functional layer of organic electroluminescent devices. The asymmetry and steric hindrance of the oxaphenanthrene group are greater than those of general planar conjugated groups, giving it lower crystallinity and good film-forming properties, which can effectively improve the device lifespan when applied to organic electroluminescent devices.

[0019] Other features and advantages of this application will be described in detail in the following detailed description section. Attached Figure Description

[0020] The accompanying drawings, which are incorporated in and form part of this specification, illustrate embodiments consistent with this application and, together with the description, serve to explain the principles of this application.

[0021] Figure 1 This is a schematic diagram of the structure of an organic electroluminescent device according to one embodiment of this application.

[0022] Figure 2 This is a schematic diagram of the structure of an electronic device according to one embodiment of this application.

[0023] Explanation of reference numerals in the attached figures

[0024] 100, Anode; 200, Cathode; 300, Functional layer; 310, Hole injection layer; 321, Hole transport layer; 322, Hole buffer layer; 330, Organic electroluminescent layer; 340, Electron transport layer; 350, Electron injection layer; 400, Electronic device.

[0025] The accompanying drawings have illustrated specific embodiments of this application, which will be described in more detail below. These drawings and descriptions are not intended to limit the scope of the concept in any way, but rather to illustrate the concept of this application to those skilled in the art through reference to specific embodiments. Detailed Implementation

[0026] Exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, these exemplary embodiments can be implemented in many forms and should not be construed as limited to the examples set forth herein; rather, they are provided so that this application will be more comprehensive and complete, and will fully convey the concept of the exemplary embodiments to those skilled in the art. The described features, structures, or characteristics may be combined in any suitable manner in one or more embodiments. In the following description, numerous specific details are provided to give a full understanding of embodiments of this application.

[0027] For clarity, the thickness of regions and layers may be exaggerated in the figures. The same reference numerals in the figures denote the same or similar structures, and therefore their detailed descriptions will be omitted.

[0028] The described features, structures, or characteristics may be combined in any suitable manner in one or more embodiments. Numerous specific details are provided in the following description to give a thorough understanding of embodiments of this application.

[0029] The first aspect of this application provides an organic compound, the structure of which is shown in Formula 1:

[0030]

[0031] In this formula, one of ring A and ring B is selected from the structure shown in Formula 2, and the other is a benzene ring. The asterisk (*) in Formula 2 indicates that Formula 2 is different from Formula 1. or The locations where they overlap;

[0032] X is selected from C(R1R2), O, or S;

[0033] R1 and R2 may be the same or different, and are independently selected from alkyl groups having 1 to 10 carbon atoms or deuterated alkyl groups having 1 to 10 carbon atoms;

[0034] R3 and R4 may be the same or different, and are independently selected from alkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, or aryl groups having 6 to 12 carbon atoms;

[0035] L, L1, and L2 may be the same or different, and are 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.

[0036] Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms;

[0037] The substituents in L, L1, L2, Ar1, and Ar2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, alkyl groups with 1 to 10 carbon atoms, cycloalkyl groups with 3 to 20 carbon atoms, heteroaryl groups with 12 to 20 carbon atoms, aryl groups with 6 to 20 carbon atoms, deuterated aryl groups with 6 to 20 carbon atoms, haloaryl groups with 6 to 20 carbon atoms, trialkylsilyl groups with 3 to 12 carbon atoms, triarylsilyl groups with 18 to 24 carbon atoms, haloalkyl groups with 1 to 10 carbon atoms, or deuterated alkyl groups with 1 to 10 carbon atoms;

[0038] Optionally, any two adjacent substituents in Ar1 and Ar2 can form a ring.

[0039] In this application, the terms "optional" or "optionally" mean that the event or situation described below may occur but does not have to occur, and the description includes the possibility that the event or situation may or may not occur. For example, "optionally, two adjacent substituents form a ring;" means that the two substituents may form a ring but are not required to form a ring, including both scenarios where the two adjacent substituents form a ring and scenarios where the two adjacent substituents do not form a ring.

[0040] In this application, the descriptive phrases "each...independently is," "...each 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.

[0041] In this application, a non-positioned linker bond refers to a single bond extending from the ring system. The term "" indicates that one end of the linker bond can connect to any position in the ring system that the bond penetrates, while the other end connects to the rest of the compound molecule.

[0042] For example, as shown in equation (f) below, the naphthyl group represented by equation (f) is connected to other positions in the molecule by two non-positional linkages that span the bicyclic ring, which means that any possible connection mode is shown as in equations (f-1) to (f-10).

[0043]

[0044] .

[0045] For another example, as shown in equation (X'), the phenanthrene group represented by equation (X') is connected to other positions in the molecule via a non-positional linker extending from the middle of one side of the benzene ring. This means that any possible connection mode is shown in equations (X'-1) to (X'-4).

[0046] .

[0047] 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).

[0048]

[0049] .

[0050] In this application, the number of carbon atoms in L, L1, L2, Ar1, and Ar2 refers to the total number of carbon atoms. For example, if L1 is selected from a substituted arylene with 12 carbon atoms, then the total number of carbon atoms in the arylene and its substituents is 12. For example, Ar1 is... Therefore, its carbon number is 7; L1 is It has 12 carbon atoms.

[0051] In this application, unless otherwise specifically defined, "heteroatom" means a functional group comprising at least one heteroatom such as B, N, O, S, Se, Si, or P, with the remaining atoms being carbon and hydrogen. An unsubstituted alkyl group may be a "saturated alkyl group" without any double or triple bonds.

[0052] 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. Optionally, the alkyl group is selected from alkyl groups having 1 to 5 carbon atoms, including but not limited to methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, and pentyl.

[0053] 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.

[0054] In this application, aryl refers to any optional functional group or substituent derived from an aromatic carbon ring. An aryl group can be a monocyclic aryl (e.g., phenyl) or a polycyclic aryl; in other words, an aryl group can be a monocyclic aryl, a fused-ring aryl, two or more monocyclic aryl groups conjugated by carbon-carbon bonds, a monocyclic aryl and a fused-ring aryl group conjugated by carbon-carbon bonds, or two or more fused-ring aryl groups conjugated by carbon-carbon bonds. That is, unless otherwise stated, two or more aromatic groups conjugated by carbon-carbon bonds can also be considered as aryl groups in this application. Fused-ring aryl groups may include, for example, bicyclic fused aryl (e.g., naphthyl), tricyclic fused aryl (e.g., phenanthrene, fluorene, 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, anthraceneyl, phenanthryl, biphenyl, terphenyl, tetraphenyl, pentaphenyl, benzo[9,10]phenanthryl, pyrene, benzofluoranthryl, phenyl, spirodifluorenyl, etc. The "substituted or unsubstituted aryl group" of this application may contain 6 to 30 carbon atoms. In some embodiments, the number of carbon atoms in the substituted or unsubstituted aryl group may be 6 to 25; in other embodiments, the number of carbon atoms in the substituted or unsubstituted aryl group may be 6 to 20; in other embodiments, the number of carbon atoms in the substituted or unsubstituted aryl group may be 6 to 18; and in other embodiments, the number of carbon atoms in the substituted or unsubstituted aryl group may be 6 to 15. For example, in this application, the number of carbon atoms in the substituted or unsubstituted aryl group can be 6, 10, 12, 13, 14, 15, 18, 20, 24, 25, or 30. Of course, the number of carbon atoms can also be other numbers, which will not be listed here. In this application, biphenyl can be understood as a phenyl-substituted aryl group or an unsubstituted aryl group.

[0055] In this application, the term "arylene" refers to a divalent group formed by the further loss of a hydrogen atom from an aryl group.

[0056] In this application, the substituted aryl group may be one or more hydrogen atoms of the aryl group that are replaced by groups such as deuterium, halogen group, cyano, aryl, heteroaryl, trialkylsilyl, alkyl, cycloalkyl, alkoxy, alkylthio, etc.

[0057] It should be 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, a substituted aryl group with 18 carbon atoms means that the total number of carbon atoms in the aryl group and its substituents is 18.

[0058] In this application, aryl groups used as substituents include, but are not limited to, phenyl, naphthyl, anthraceneyl, phenanthryl, dimethylfluorenyl, biphenyl, etc.

[0059] In this application, the fluorene group may be substituted, and two substituents may combine with each other to form a spirostructure. Specific embodiments include, but are not limited to, the following structures:

[0060] .

[0061] In this application, a heteroaryl group refers to a monovalent aromatic ring or its derivative containing 1, 2, 3, 4, 5, or 6 heteroatoms, wherein 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 conjugated by carbon-carbon bonds, and any aromatic ring system can be a single aromatic monocyclic ring or a fused aromatic ring. For example, heteroaryl groups may include thiophene, furanyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridinel, pyridazinyl, quinolinyl, quinazolinyl, quinoxazinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolinyl, indolyl, carbazole, benzoxazolyl, 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. The "substituted or unsubstituted heteroaryl group" of this application may contain 3 to 30 carbon atoms. In some embodiments, the number of carbon atoms in the substituted or unsubstituted heteroaryl group may be 6 to 24; in other embodiments, the number of carbon atoms in the substituted or unsubstituted heteroaryl group may be 6 to 18; and in still other embodiments, the number of carbon atoms in the substituted or unsubstituted heteroaryl group may be 12 to 20. For example, the number of carbon atoms may be 3, 4, 5, 7, 12, 13, 18, or 20. Of course, the number of carbon atoms may also be other numbers, which will not be listed here.

[0062] 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.

[0063] In this application, the substituted heteroaryl group may be one or more hydrogen atoms of the heteroaryl group that are replaced by groups such as deuterium, halogen group, cyano, aryl, heteroaryl, trialkylsilyl, alkyl, cycloalkyl, alkoxy, alkylthio, etc.

[0064] 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.

[0065] In this application, the heteroaryl group used as a substituent includes, but is not limited to, dibenzofuranyl, dibenzothiophenyl, carbazoyl, N-phenylcarbazoyl, etc.

[0066] In this application, halogen groups may include fluorine, iodine, bromine, chlorine, etc.

[0067] In this application, a deuterated aryl group may be one or more hydrogen atoms of an aryl group that are replaced by deuterium. Specific examples of deuterated aryl groups include, but are not limited to, pentadeuterated phenyl.

[0068] In this application, the halogenated aryl group can be one or more hydrogen atoms of the aryl group that are replaced by halogen atoms. Specific examples of halogenated aryl groups include, but are not limited to, fluorophenyl and chlorophenyl.

[0069] In this application, a haloalkyl group may be an alkyl group in which one or more hydrogen atoms are replaced by halogen atoms. Specific examples of haloalkyl groups include, but are not limited to, trifluoromethyl.

[0070] 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.

[0071] In this application, terphenyl includes and .

[0072] In some embodiments of this application, the organic compound has a structure shown in any one of Formulas 3 to 6:

[0073]

[0074] In some specific embodiments of this application, the organic compound has a structure shown in any one of the following formulas A to Z':

[0075]

[0076] In some embodiments of this application, Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups having 6 to 25 carbon atoms or substituted or unsubstituted heteroaryl groups having 5 to 18 carbon atoms.

[0077] Optionally, the substituents in Ar1 and Ar2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano, heteroaryl with 5 to 12 carbon atoms, aryl with 6 to 12 carbon atoms, deuterated aryl with 6 to 12 carbon atoms, or alkyl with 1 to 5 carbon atoms.

[0078] Optionally, in Ar1 and Ar2, any two adjacent substituents form a fluorene ring ( ).

[0079] Further optionally, Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups having 6 to 20 carbon atoms or substituted or unsubstituted heteroaryl groups having 5 to 18 carbon atoms.

[0080] In some embodiments of this application, Ar1 and Ar2 may be the same or different, and are each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted phenanthyl, substituted or unsubstituted pyrene, substituted or unsubstituted fluorenyl, substituted or unsubstituted 9,9'-spirodifluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted pyridyl, substituted or unsubstituted phenanthrolinel, substituted or unsubstituted quinolinyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted benzimidazolyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted benzothiazolyl, or substituted or unsubstituted groups of the following:

[0081] .

[0082] Optionally, the substituents in Ar1 and Ar2 may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterated phenyl.

[0083] In some embodiments of this application, Ar1 and Ar2 may be the same or different, and are each independently selected from substituted or unsubstituted groups V, wherein the unsubstituted group V is selected from the group consisting of:

[0084]

[0085] The substituted group V has one or more substituents, and the substituents in the substituted group V are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterated phenyl, and when the number of substituents on group V is greater than 1, the substituents are the same or different.

[0086] In some embodiments of this application, Ar1 and Ar2 may be the same or different, and are each independently selected from the group consisting of:

[0087]

[0088]

[0089]

[0090]

[0091]

[0092]

[0093]

[0094]

[0095]

[0096]

[0097]

[0098]

[0099]

[0100]

[0101]

[0102] .

[0103] In some embodiments of this application, L is selected from single bonds or substituted or unsubstituted aryl groups having 6 to 12 carbon atoms.

[0104] Optionally, the substituents in L may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, or alkyl and phenyl groups having 1 to 5 carbon atoms.

[0105] In some embodiments of this application, L is selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, or substituted or unsubstituted biphenylene;

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

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

[0108] .

[0109] In some embodiments of this application, L1 and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted aryl groups, substituted or unsubstituted carbazolyl groups, substituted or unsubstituted dibenzofuranyl groups, or substituted or unsubstituted dibenzothiophene groups with 6 to 20 carbon atoms.

[0110] Optionally, the substituents in L1 and L2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, heteroaryl groups with 5 to 12 carbon atoms, aryl groups with 6 to 12 carbon atoms, deuterated aryl groups with 6 to 12 carbon atoms, or alkyl groups with 1 to 5 carbon atoms.

[0111] In other embodiments of this application, L1 and L2 may be the same or different, and are each independently selected from single-bonded, substituted or unsubstituted groups W, wherein the unsubstituted group W is selected from the group consisting of:

[0112]

[0113] The substituted group W has one or more substituents, and the substituents in the substituted group W are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl or phenyl, and when the number of substituents on the group W is greater than 1, the substituents are the same or different.

[0114] According to one embodiment of this application, L1 and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthylene, substituted or unsubstituted fluorene, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophene.

[0115] Optionally, the substituents in L1 and L2 may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, and phenyl.

[0116] Optionally, L1 and L2 may be the same or different, and each is independently selected from the group consisting of single bonds and the following groups:

[0117]

[0118]

[0119]

[0120] .

[0121] In some embodiments of this application, and They may be the same or different, and each is independently selected from the group consisting of the following groups:

[0122]

[0123] Optionally, and They may be the same or different, and each is independently selected from the group consisting of the following groups:

[0124]

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141]

[0142]

[0143]

[0144]

[0145] .

[0146] In some embodiments of this application, both R1 and R2 are methyl groups.

[0147] In some embodiments of this application, R3 and R4 may be the same or different, and are each independently selected from methyl, trideuterated methyl or phenyl.

[0148] Optionally, the organic compound is selected from the group consisting of:

[0149]

[0150] This application does not specifically limit the synthesis methods of the provided organic compounds. Those skilled in the art can determine suitable synthesis methods based on the organic compounds provided in the preparation examples section of this application. Those skilled in the art can obtain all the organic compounds provided in this application based on these exemplary preparation methods. All specific preparation methods for these organic compounds will not be detailed here, and should not be construed as limitations on this application.

[0151] A second aspect of this application provides an organic electroluminescent device, the organic electroluminescent device comprising an anode, a cathode, and a functional layer disposed between the cathode and the anode, the functional layer comprising the organic compound described in the first aspect of this application.

[0152] For example, such as Figure 1 As shown, the organic electroluminescent device may include an anode 100 and a cathode 200 disposed opposite to each other, and a functional layer 300 disposed between the anode 100 and the cathode 200; the functional layer 300 contains the organic compound provided in the first aspect of this application.

[0153] In another specific embodiment of this application, the organic electroluminescent device may be, for example, a red organic electroluminescent device or a green organic electroluminescent device.

[0154] In another specific embodiment of this application, the functional layer includes an organic electroluminescent layer, which includes the organic compound.

[0155] In one specific embodiment, the organic electroluminescent device may include an anode 100, a hole transport layer 321, a hole buffer layer 322, an organic electroluminescent layer 330 as an energy conversion layer, an electron transport layer 340, and a cathode 200, which are stacked sequentially.

[0156] In one specific embodiment, the anode 100 comprises the following anode materials, preferably materials with a large work function that facilitate hole injection into the functional layer. The anode materials specifically 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 and SnO2:Sb; 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 also included.

[0157] In one specific embodiment, the hole transport layer 321 may include one or more hole transport materials, which may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds. In one specific embodiment, the hole transport layer 321 is composed of the compound HT-12.

[0158] In one specific embodiment, the hole buffer layer 322 may include one or more materials, which may be selected from carbazole polymers or other types of compounds, and this application does not impose specific limitations. In one specific embodiment, the hole buffer layer 322 is composed of compound HT-13; in another specific embodiment, the hole buffer layer 322 is composed of compound HT-14.

[0159] In this application, the electron transport layer 340 can be a single-layer structure or a multi-layer structure, and it can include one or more electron transport materials. The electron transport materials can also include those selected from benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, or other electron transport materials. This application does not impose any special limitations on this. In one specific embodiment, the electron transport layer 340 is composed of compound LiQ and compound ET-01.

[0160] In this application, the organic electroluminescent layer 330 can be composed of a single luminescent material or of a host material and a guest material. Preferably, the organic electroluminescent layer 330 is composed of a host material and a guest material. Holes and electrons injected into the organic electroluminescent layer 330 can recombine in the organic electroluminescent 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.

[0161] The main material of the organic electroluminescent layer 330 can be a metal chelate compound, a bis(styrene) derivative, an aromatic amine derivative, a dibenzofuran derivative, or other types of materials. In one specific embodiment, the main material of the organic electroluminescent layer is composed of compound RH-1 and the compound of this application. In another specific embodiment, the main material of the organic electroluminescent layer is composed of compound GH-1 and the compound of this application.

[0162] The guest material of the organic electroluminescent layer 330 can be a compound having a condensed aryl ring or a derivative thereof, a compound having a heteroaryl ring or a derivative thereof, an aromatic amine derivative, or other materials, and this application does not impose any special limitations on this. In one specific embodiment, the guest material is compound RD-1; in another specific embodiment, the guest material of the organic electroluminescent layer is compound GD-1.

[0163] In one specific embodiment, the cathode 200 includes a cathode material that has a small work function, which facilitates electron injection into the functional layer. Specifically, 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; multilayer materials such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca, but are not limited thereto. Preferably, a metal electrode containing silver and magnesium serves as the cathode.

[0164] In this application, as Figure 1 As shown, a hole injection layer 310 may also be disposed between the anode 100 and the hole transport layer 321 to enhance the ability to inject holes into the hole transport layer 321. The hole injection layer 310 may be selected from benzidine derivatives, starburst-like aryl amine compounds, phthalocyanine derivatives, or other materials, and this application does not impose any special limitations on this. In some embodiments of this application, the hole injection layer 310 may be composed of compound HAT-CN and compound HT-12.

[0165] In one specific implementation, such as Figure 1 As shown, an electron injection layer 350 may also be disposed between the cathode 200 and the electron transport layer 340 to enhance the ability to inject electrons into the electron transport layer 340. In one specific embodiment, the electron injection layer 350 may include ytterbium (Yb).

[0166] A third aspect of this application provides an electronic device, including the organic electroluminescent device provided in the second aspect of this application.

[0167] According to one implementation method, such as Figure 2As shown, the electronic device is electronic device 400, which includes the aforementioned organic electroluminescent device. 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.

[0168] The following examples illustrate the synthesis method of the nitrogen-containing compounds of this application, but this application is not limited thereto.

[0169] Compounds synthesized using methods not mentioned in this application are all raw material products obtained through commercial means.

[0170] Synthesis of intermediate IM a1-X

[0171] The synthesis of IM a1-X is illustrated using IM a1-1 as an example:

[0172]

[0173] (1) Methyl 2-bromo-5-chlorobenzoate (30 g, 120.25 mmol), 3-methoxydibenzofuran-2-boronic acid (29.10 g, 120.25 mmol), potassium carbonate (33.24 g, 240.49 mmol), tetrabutylammonium bromide (3.88 g, 12.02 mmol), toluene (240 mL), ethanol (60 mL), and deionized water (60 mL) were added to a three-necked flask. The mixture was stirred for 15 min under nitrogen protection, and then tetra(triphenylphosphine)palladium (1.39 g, 1.20 mmol) was added. The temperature was raised to 75°C~80°C and stirred for 5 h. The reaction solution was cooled to room temperature and extracted with deionized water (200 mL). The organic phase was dried with anhydrous magnesium sulfate, and then the solvent was removed under reduced pressure to obtain a yellow crude solid. The crude product was purified by recrystallization using a dichloromethane / ethanol system to obtain an off-white solid IM. a1-a1 (29.4g, yield: 67%).

[0174]

[0175] (2) Intermediate IM a1-a1 (28.00 g, 76.34 mmol) and tetrahydrofuran (200 mL) were added to a three-necked flask and stirred. Under nitrogen protection, 3 M methyl magnesium bromide THF solution (50.90 mL, 152.67 mmol) was slowly added dropwise. After the addition was complete, the mixture was stirred at room temperature for 1 h. Then the temperature was raised to 60°C~66°C and stirred for 5 h. The reaction solution was cooled to room temperature, and dichloromethane (200 mL) was added. Deionized water (150 mL) was slowly added while stirring. The reaction solution was then slowly added to 1 mol / L dilute hydrochloric acid (280 mL). After stirring, the mixture was allowed to stand and separated. The organic phase was dried with anhydrous magnesium sulfate, filtered, and the solvent was removed under reduced pressure. The pale yellow oily intermediate IM a1-a2 (25.10 g, yield: 90%) was obtained.

[0176]

[0177] (3) Add intermediate IM a1-a2 (25.00 g, 68.15 mmol) and acetonitrile (250 mL) to a three-necked flask, start stirring and cool the system to 0-10°C, then add 1 M boron tribromide dichloromethane solution (68.15 mL, 68.15 mmol), control the temperature at 0-10°C, and after 1 h, let the system rise to room temperature naturally and stir for about 5 h; then add deionized water (200 mL) and dichloromethane (200 mL) to the reaction solution, separate the liquid, dry the organic phase with anhydrous magnesium sulfate, filter, and remove the solvent under reduced pressure; the obtained yellow solid crude product is purified by silica gel column chromatography with n-heptane to obtain white solid intermediate IM a1-a3 (18.90 g, yield: 83%).

[0178]

[0179] (4) IM a1-a3 (18.00 g, 53.76 mmol), pinacol diborate (13.65 g, 53.76 mmol), tris(dibenzylideneacetone)palladium (0.49 g, 0.54 mmol), 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (0.51 g, 1.08 mmol), potassium acetate (10.55 g, 107.53 mmol) and 1,4-dioxane (180 mL) were added to a three-necked round-bottom flask, heated to 80 °C under nitrogen protection, and stirred for 5 h; then cooled to room temperature, the reaction solution was washed with water and dried with magnesium sulfate, filtered, and the solvent was removed from the filtrate under reduced pressure to obtain crude product; the crude product was purified by recrystallization using a toluene system to obtain solid IM a1-a4 (17.30 g, yield: 76%).

[0180]

[0181] (5) IM a1-a4 (16.00 g, 37.53 mmol), cyanuric chloride (6.92 g, 37.53 mmol), potassium carbonate (10.37 g, 75.06 mmol), tetrabutylammonium bromide (1.21 g, 3.75 mmol), toluene (160 mL), ethanol (32 mL) and deionized water (32 mL) were added to a three-necked flask. After stirring for 15 min under nitrogen protection, tetra(triphenylphosphine)palladium (0.43 g, 0.38 mmol) was added and the temperature was raised to 75°C~80°C and stirred for 5 hours. After cooling the reaction solution to room temperature, it was washed with water several times until neutral and then dried with anhydrous magnesium sulfate. The organic phase was removed from the solvent under reduced pressure to obtain the crude product. The crude product was then recrystallized from dichloromethane / n-heptane to obtain white solid IM a1-1 (10.20 g, yield: 61%).

[0182] Other IM a1-X listed in Table 1 were synthesized using the same method as IM a1-1, except that methyl 2-bromo-5-chlorobenzoate was used instead of methyl 2-bromo-5-chlorobenzoate in step (1), and 3-methoxydibenzofuran-2-boronic acid was used instead of methyl 2-bromo-5-chlorobenzoate in step (1). The structures of IM a1-1, IM a1-X, and IM a1-X, as well as the yield of the last step, are shown in Table 1.

[0183] Table 1

[0184]

[0185] Synthesis of Compound 1-1

[0186]

[0187] (1) IM a1-1 (10.00 g, 22.31 mmol), phenylboronic acid (2.72 g, 22.31 mmol), potassium carbonate (6.17 g, 44.61 mmol), tetrabutylammonium bromide (0.72 g, 2.23 mmol), toluene (100 mL), ethanol (20 mL) and deionized water (20 mL) were added to a three-necked flask. After stirring for 15 min under nitrogen protection, tetra(triphenylphosphine)palladium (0.26 g, 0.22 mmol) was added and the temperature was raised to 75°C~80°C and stirred for 8 hours. After cooling the reaction solution to room temperature, it was washed with water several times until neutral and then dried with anhydrous magnesium sulfate. The organic phase was depressurized to remove the solvent and then recrystallized with dichloromethane / n-heptane to obtain white solid IM A1-a1 (6.80 g, yield: 62%).

[0188]

[0189] (2) IMA1-a1 (6.5 g, 13.27 mmol), phenylboronic acid (1.62 g, 13.27 mmol), potassium carbonate (3.67 g, 26.53 mmol), tetrabutylammonium bromide (0.43 g, 1.33 mmol), toluene (52 mL), ethanol (13 mL), and deionized water (13 mL) were added to a three-necked flask. The mixture was stirred for 15 min under nitrogen protection, then tetra(triphenylphosphine)palladium (0.15 g, 0.13 mmol) was added, and the temperature was raised to 75°C–80°C and stirred for 10 hours. After cooling the reaction solution to room temperature, it was washed several times with water until neutral and then dried with anhydrous magnesium sulfate. The organic phase was removed under reduced pressure to obtain the crude product. The crude product was then slurried with toluene to obtain a white solid, namely compound 1-1 (4.62 g, yield: 66%). Mass spectrometry: m / z = 532.2 [M+H] + ;

[0190] The compounds listed in Table 2 were synthesized using the same method as compound 1-1, except that raw material 3 was used instead of IM a1-1, raw material 4 was used instead of phenylboronic acid in step (1), and raw material 5 was used instead of phenylboronic acid in step (2). The main raw materials used, the synthesized compounds, their yields in the last step, and the mass spectrometry results are shown in Table 2.

[0191] Table 2

[0192]

[0193] The NMR analysis of the synthesized compounds yielded the data shown in Table 3 below:

[0194] Table 3

[0195]

[0196] Example 1: Fabrication of a red organic electroluminescent device

[0197] The anode is prepared by the following process: ITO substrates with ITO / Ag / ITO thicknesses of 110Å / 1000Å / 70Å are cut into dimensions of 40mm (length) × 40mm (width) × 0.7mm (thickness). Photolithography is used to prepare experimental substrates with cathode, anode, and insulating layer patterns. Surface treatment with ultraviolet ozone and O2:N2 plasma can be used to increase the work function of the anode. The surface of the ITO substrate can be cleaned with organic solvents to remove impurities and oil stains.

[0198] On the experimental substrate (anode), HAT-CN and HT-12 were co-deposited at a deposition rate of 2%:98% to form a hole injection layer (HIL) with a thickness of 100 Å. Then, compound HT-12 was deposited on the hole injection layer to form a hole transport layer with a thickness of 1050 Å.

[0199] Compound HT-13 was vacuum-deposited onto the hole transport layer to form a hole buffer layer with a thickness of 730 Å.

[0200] On the hole buffer layer, compounds RH-1 (doped host 1), 1-1 (doped host 2), and RD-1 (doped guest) were co-deposited in a thickness ratio of 49%:49%:2% to form an organic electroluminescent layer (EML) with a total thickness of 450 Å.

[0201] On the organic electroluminescent layer, compounds ET-1 and LiQ were co-deposited at a thickness ratio of 1:1 to form an electron transport layer (ETL) with a thickness of 320 Å. Yb was deposited on the electron transport layer to form an electron injection layer (EIL) with a thickness of 15 Å. Then, magnesium (Mg) and silver (Ag) were mixed at a deposition rate of 1:10 and vacuum-deposited on the electron injection layer to form a cathode with a thickness of 125 Å.

[0202] Furthermore, a CP-1 layer with a thickness of 700 Å was vacuum-deposited onto the aforementioned cathode, thereby completing the fabrication of the red organic electroluminescent device.

[0203] Examples 2-33

[0204] Except that, when preparing the organic electroluminescent layer, the organic electroluminescent device was prepared using the same method as in Example 1, except that the compounds in Table 5 were used instead of compounds 1-1 in Example 1.

[0205] Comparative Examples 1-3

[0206] Except that when preparing the organic electroluminescent layer, compounds A, B and C from Table 4 were used to replace compounds 1-1 in Example 1, the organic electroluminescent device was prepared using the same method as in Example 1.

[0207] The material structures used in the above embodiments and comparative examples are shown in Table 4 below:

[0208] Table 4

[0209]

[0210] The performance of the red organic electroluminescent devices prepared in Examples 1-33 and Comparative Examples 1-3 was tested, specifically at 10 mA / cm². 2 The IVL performance of the device was tested under the specified conditions. The lifetime of the T95 device was 30 mA / cm. 2 The test was conducted under the specified conditions, and the test results are shown in Table 5 below.

[0211] Table 5

[0212]

[0213] As shown in Table 5, the organic electroluminescent devices of Examples 1-33 exhibit significantly improved performance compared to the organic electroluminescent devices of Comparative Examples 1-3. Specifically, the organic compounds of this application, compared to Compound A, Compound B, and Compound C, show an improvement in current efficiency of at least 14.3% and a lifetime improvement of at least 22.9%.

[0214] Example 34: Fabrication of Green Organic Electroluminescent Devices

[0215] The anode is prepared by the following process: ITO substrates with ITO / Ag / ITO thicknesses of 110Å / 1000Å / 70Å are cut into dimensions of 40mm (length) × 40mm (width) × 0.7mm (thickness). Photolithography is used to prepare experimental substrates with cathode, anode, and insulating layer patterns. Surface treatment with ultraviolet ozone and O2:N2 plasma can be used to increase the work function of the anode. The surface of the ITO substrate can be cleaned with organic solvents to remove impurities and oil stains.

[0216] On the experimental substrate (anode), HAT-CN and HT-12 were co-deposited at a deposition rate of 2%:98% to form a hole injection layer (HIL) with a thickness of 100 Å. Then, compound HT-12 was deposited on the hole injection layer to form a hole transport layer with a thickness of 1050 Å.

[0217] Compound HT-14 was vacuum-deposited onto the hole transport layer to form a hole buffer layer with a thickness of 730 Å.

[0218] On the hole buffer layer, compounds GH-1 (doped host 1), 1-21 (doped host 2), and GD-1 (doped guest) were co-deposited in a thickness ratio of 45%:45%:10% to form an organic light-emitting layer (EML) with a total thickness of 330 Å.

[0219] On the light-emitting layer, compound ET-1 and LiQ are co-deposited at a thickness ratio of 1:1 to form an electron transport layer (ETL) with a thickness of 300 Å. Yb is deposited on the electron transport layer to form an electron injection layer (EIL) with a thickness of 15 Å. Then, magnesium (Mg) and silver (Ag) are mixed at a deposition rate of 1:10 and vacuum-deposited on the electron injection layer to form a cathode with a thickness of 125 Å.

[0220] Furthermore, a CP-1 layer with a thickness of 700 Å was vacuum-deposited onto the aforementioned cathode, thereby completing the fabrication of the green organic electroluminescent device.

[0221] Examples 35-50

[0222] Except that, when preparing the organic electroluminescent layer, the organic electroluminescent device was prepared using the same method as in Example 34, except that the compounds in Table 7 were used instead of compounds 1-21 in Example 34.

[0223] Comparative Examples 4-6

[0224] Except that when preparing the organic electroluminescent layer, compounds D, E and F from Table 6 were used to replace compounds 1-21 in Example 34, the organic electroluminescent device was prepared using the same method as in Example 34.

[0225] The material structures used in the above embodiments and comparative examples are shown in Table 6 below:

[0226] Table 6

[0227]

[0228] The performance of the green organic electroluminescent devices prepared in Examples 34-50 and Comparative Examples 4-6 was tested, specifically at 10 mA / cm². 2The IVL performance of the device was tested under the specified conditions. The lifetime of the T95 device was 30 mA / cm. 2 The test was conducted under the specified conditions, and the test results are shown in Table 7 below.

[0229] Table 7

[0230]

[0231] As shown in Table 7, the organic electroluminescent devices of Examples 34-50 exhibit significantly improved performance compared to the organic electroluminescent devices of Comparative Examples 4-6. Specifically, the compounds of this application show at least a 16.3% increase in current efficiency and at least a 19.6% increase in lifetime compared to compounds D, E, and F.

Claims

1. An organic compound, characterized in that, The organic compound has the structure shown in Formula 3 or Formula 5: Among them, ring A and ring B are selected from the structure shown in Equation 2, and * in Equation 2 indicates that Equation 2 and Equation 3 are different. Or in Equation 5 The locations where they overlap; X is selected from C(R1R2), O, or S; R1, R2, R3, and R4 are methyl groups, respectively. L represents a single bond; L1 and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthylene, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranylene, or substituted or unsubstituted dibenzothiopheneylene. The substituents in L1 and L2 may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, and phenyl, respectively. Ar1 and Ar2 may be the same or different, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted phenanthyl, substituted or unsubstituted pyrene, substituted or unsubstituted anthraquinone, substituted or unsubstituted fluorenyl, substituted or unsubstituted 9,9'-spirodifluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted phenanthrolinel, or substituted or unsubstituted quinolinyl; The substituents in Ar1 and Ar2 may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or naphthyl.

2. The organic compound according to claim 1, characterized in that, L1 and L2 may be the same or different, and are independently selected from single-bonded, substituted or unsubstituted groups W, wherein the unsubstituted group W is selected from the group consisting of: The substituted group W has one or more substituents, and the substituents in the substituted group W are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl or phenyl, and when the number of substituents on the group W is greater than 1, the substituents are the same or different.

3. The organic compound according to claim 1, characterized in that, Ar1 and Ar2 may be the same or different, and are each independently selected from substituted or unsubstituted groups V, wherein the unsubstituted groups V are selected from the group consisting of: The substituted group V has one or more substituents, and the substituents in the substituted group V are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or naphthyl, and when the number of substituents on group V is greater than 1, the substituents are the same or different.

4. The organic compound according to claim 1, characterized in that, and They may be the same or different, and each is independently selected from the group consisting of:

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

6. An organic electroluminescent device, characterized in that, The organic electroluminescent device includes an anode, a cathode, and at least one functional layer disposed between the anode and the cathode, wherein the functional layer comprises an organic compound as described in any one of claims 1 to 5.

7. The organic electroluminescent device according to claim 6, characterized in that, The functional layer includes an organic electroluminescent layer, which includes the organic compound.

8. An electronic device, characterized in that, Including the organic electroluminescent device as described in claim 6 or 7.

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