Organic compounds and electronic components and devices containing them

Abstract

This application relates to an organic compound and electronic components and devices comprising the same. The organic compound of this application has the structural formula shown in Formula 1. Applying this organic compound to an organic electroluminescent device can significantly improve the device's performance.

Description

Technical Field

[0001] This application belongs to the field of organic materials technology, and in particular relates to an organic compound and electronic components and devices containing the same. 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 electroluminescent devices, such as organic light-emitting diodes (OLEDs), typically include a cathode and an anode arranged opposite each other, and a functional layer disposed between the cathode and anode. This functional layer consists of multiple organic or inorganic film layers and generally includes an organic light-emitting layer, a hole transport layer, and an electron transport layer. When a voltage is applied to the cathode and anode, an electric field is generated between the two electrodes. Under the influence of the electric field, electrons on the cathode side move towards the organic light-emitting layer, and holes on the anode side also move towards the organic light-emitting layer. Electrons and holes combine in the organic light-emitting layer to form excitons. The excitons are in an excited state and release energy outward, thereby causing the organic light-emitting layer to emit light.

[0003] Generally, in a host material / dopant system, the choice of host material is crucial because it significantly impacts the efficiency and lifetime of the light-emitting device. A high-performance host material should possess a suitable molecular weight, high glass transition temperature and thermal decomposition temperature, high electrochemical stability, and good interfacial contact with adjacent functional layer materials. For red light-emitting host materials, good carrier transport capability and a suitable triplet energy level are required to ensure efficient energy transfer from the host material to the guest material during luminescence, thereby achieving high device efficiency.

[0004] In the reported red light host materials, in order to ensure the carrier mobility of the molecules, aromatic structures containing large conjugated systems are usually selected. This results in a low T1 energy level of the molecules, a high carrier injection barrier, and low exciton recombination efficiency. In addition, a single large conjugated aromatic structure can also lead to defects such as high material evaporation temperature and crystallization, making it difficult to obtain long-life OLED devices.

[0005] Therefore, providing a light-emitting host material that can improve the efficiency and lifespan of devices has become an urgent problem to be solved. Summary of the Invention

[0006] In view of the above-mentioned problems existing in the prior art, the purpose of this application is to provide an organic compound and electronic components and devices containing the same, wherein the organic compound can improve the performance of the electronic components and devices.

[0007] A first aspect of this application provides an organic compound having a structure as represented by Formula 1:

[0008]

[0009] Among them, Het is a 6- to 18-membered nitrogen-containing heteroaryl group;

[0010] Ar1 is selected from substituted or unsubstituted aryl groups with 6 to 40 carbon atoms;

[0011] Ar2 is selected from hydrogen, substituted or unsubstituted aryl groups with 6 to 40 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 40 carbon atoms;

[0012] L, L1, L2 and L3 may be the same or different, and each is independently selected from single bonds and substituted or unsubstituted aryl groups with 6 to 30 carbon atoms;

[0013] m is selected from 1 or 2;

[0014] The substituents in L, L1, L2, L3, Ar1, and Ar2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano, alkyl groups with 1 to 10 carbon atoms, trialkylsilyl groups with 3 to 12 carbon atoms, haloalkyl groups with 1 to 10 carbon atoms, cycloalkyl groups with 3 to 10 carbon atoms, aryl groups with 6 to 20 carbon atoms, or heteroaryl groups with 3 to 20 carbon atoms;

[0015] R1 and R2 may be the same or different, and each is independently selected from deuterium, halogen group, cyano, alkyl with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, substituted or unsubstituted aryl with 6 to 20 carbon atoms, or substituted or unsubstituted heteroaryl with 3 to 20 carbon atoms;

[0016] n1 represents the number of R1s, which can be selected from 0, 1, 2, 3 or 4. When n1 is greater than 1, any two R1s can be the same or different. Optionally, any two adjacent R1s can form an aromatic ring with 6 to 14 carbon atoms.

[0017] n2 represents the number of R2s, which can be selected from 0, 1, 2, 3 or 4. When n2 is greater than 1, any two R2s can be the same or different. Optionally, any two adjacent R2s can form an aromatic ring with 6 to 14 carbon atoms.

[0018] The substituents in R1 and R2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano groups, alkyl groups with 1 to 5 carbon atoms, aryl groups with 6 to 12 carbon atoms, or heteroaryl groups with 3 to 12 carbon atoms.

[0019] A second aspect of this application provides an electronic component 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 comprising the aforementioned organic compound.

[0020] A third aspect of this application provides an electronic device including the electronic components described in the second aspect.

[0021] The organic compounds in this application contain carbazole-derived groups, nitrogen-containing heteroaryl groups, and 1,8-substituted naphthyl groups linked by single bonds or arylene groups. The compounds formed by the direct connection of the nitrogen-containing heteroaryl groups or their connection at the 8-position of the naphthyl group through arylene groups exhibit greater spatial distortion, which can increase the glass transition temperature of the material, thereby ensuring the formation of stable amorphous thin films during evaporation and improving device lifespan. Furthermore, carbazole and naphthalene are electron-rich groups and can act as electron donors (D), while the nitrogen-containing heteroaryl groups are electron-deficient and suitable as electron acceptors (A). The combination of these three groups forms a DAD structure, which facilitates energy transfer of luminescent excitons, thereby improving the light coupling output efficiency of OLED devices. In particular, when the 1,8-substituted naphthalene used in this application is used as an electron donor, its fused-ring characteristics can lower the T1 energy level of the molecule, improving the energy transfer efficiency between excitons and luminescent guest materials. Therefore, using the organic compounds of this application as the host material can significantly improve the luminous efficiency and lifetime of the device. Attached Figure Description

[0022] 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.

[0023] Figure 1 This is a schematic diagram of the structure of an organic electroluminescent device according to one embodiment of this application.

[0024] Figure 2 This is a schematic diagram of a first electronic device according to one embodiment of this application.

[0025] Figure Labels

[0026] 100, Anode; 200, Cathode; 300, Functional Layer; 310, Hole Injection Layer; 320, Hole Transport Layer; 330, Electron Blocking Layer;

[0027] 340. Organic light-emitting layer; 350. Electron transport layer; 360. Electron injection layer; 400. First 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 so that this application will be more comprehensive and complete, and will 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 a first aspect, this application provides an organic compound having a structure as represented by Formula 1:

[0030]

[0031] Among them, Het is a 6- to 18-membered nitrogen-containing heteroaryl group;

[0032] Ar1 is selected from substituted or unsubstituted aryl groups with 6 to 40 carbon atoms;

[0033] Ar2 is selected from hydrogen, substituted or unsubstituted aryl groups with 6 to 40 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 40 carbon atoms;

[0034] L, L1, L2 and L3 may be the same or different, and each is independently selected from single bonds and substituted or unsubstituted aryl groups with 6 to 30 carbon atoms;

[0035] m is selected from 1 or 2;

[0036] The substituents in L, L1, L2, L3, Ar1, and Ar2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano, alkyl groups with 1 to 10 carbon atoms, trialkylsilyl groups with 3 to 12 carbon atoms, haloalkyl groups with 1 to 10 carbon atoms, cycloalkyl groups with 3 to 10 carbon atoms, aryl groups with 6 to 20 carbon atoms, or heteroaryl groups with 3 to 20 carbon atoms;

[0037] R1 and R2 may be the same or different, and each is independently selected from deuterium, halogen group, cyano, alkyl with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, substituted or unsubstituted aryl with 6 to 20 carbon atoms, or substituted or unsubstituted heteroaryl with 3 to 20 carbon atoms;

[0038] n1 represents the number of R1s, which can be selected from 0, 1, 2, 3 or 4. When n1 is greater than 1, any two R1s can be the same or different. Optionally, any two adjacent R1s can form an aromatic ring with 6 to 14 carbon atoms.

[0039] n2 represents the number of R2s, which can be selected from 0, 1, 2, 3 or 4. When n2 is greater than 1, any two R2s can be the same or different. Optionally, any two adjacent R2s can form an aromatic ring with 6 to 14 carbon atoms.

[0040] The substituents in R1 and R2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano groups, alkyl groups with 1 to 5 carbon atoms, aryl groups with 6 to 12 carbon atoms, or heteroaryl groups with 3 to 12 carbon atoms.

[0041] In this application, the organic compound has the following structure:

[0042]

[0043]

[0044] Equation 2-10.

[0045] In this application, the terms "optional" or "optionally" mean that the event or situation described below may, but does not necessarily, occur. This description includes the possibility that the event or situation may or may not occur. For example, "optionally, any two adjacent substituents ×× form a ring" means that the two substituents may form a ring but are not required to do so, including both scenarios where the two adjacent substituents form a ring and scenarios where the two adjacent substituents do not form a ring. As another example, "optionally, any two adjacent R1s form a saturated or unsaturated 3- to 13-membered ring" means that any two adjacent R1s can connect to each other to form a saturated or unsaturated 3- to 13-membered ring, or any two adjacent R1s can exist independently.

[0046] 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.

[0047] 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, heteroaryl, aryl, trialkylsilyl, alkyl, haloalkyl, cycloalkyl, etc.

[0048] In this application, the number of carbon atoms in substituted or unsubstituted functional groups refers to the total number of carbon atoms. For example, if L is a substituted arylene with 12 carbon atoms, then the total number of carbon atoms in the arylene and its substituents is 12.

[0049] 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, fluorenyl, anthracene), etc. The aryl group does not contain heteroatoms such as B, N, O, S, P, Se, and Si. For example, in this application, biphenyl, terphenyl, etc., are aryl groups. Examples of aryl groups may include, but are not limited to, phenyl, naphthyl, fluorenyl, anthraceneyl, phenanthryl, biphenyl, terphenyl, benzo[9,10]phenanthryl, pyrene, benzofluoranthraceneyl, etc. In this application, the term "arylene" refers to a divalent group formed by the further loss of a hydrogen atom from an aryl group.

[0050] In this application, the substituted aryl group can be one or more hydrogen atoms of the aryl group that are replaced by groups such as deuterium, halogen groups, cyano, aryl, heteroaryl, trialkylsilyl, alkyl, cycloalkyl, haloalkyl, etc. It should be understood that the number of carbon atoms in the substituted aryl group refers to the total number of carbon atoms of the aryl group and the substituents on the aryl group. For example, a substituted aryl group with 18 carbon atoms means that the total number of carbon atoms of the aryl group and the substituents is 18.

[0051] In this application, a heteroaryl group refers to a monovalent aromatic ring or its derivative containing at least one heteroatom. The heteroatom can be one or more of B, O, N, P, Si, Se, and S. A heteroaryl group can be a monocyclic heteroaryl group or a polycyclic heteroaryl group. In other words, a heteroaryl group can be a single aromatic ring system or a system of multiple aromatic rings connected by carbon-carbon bonds in a conjugated manner. Any aromatic ring system can be a single aromatic monocyclic ring or a fused aromatic ring. For example, heteroaryl groups may include, but are not limited to, thiopheneyl, furanyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridineyl, pyridazinyl, quinolinyl, quinazolinyl, quinoxazinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, isoquinolinyl, indolyl, carbazoleyl, benzoxazolyl, benzoimidazolyl, benzothiazolyl, benzocarbazoleyl, benzothiaphenyl, dibenzothiaphenyl, thiaphenothiaphenyl, benzofuranyl, phenanthrololinyl, isoxazolyl, thiadiazolyl, phenthiaazinyl, silfluorenyl, dibenzofuranyl, and N-phenylcarbazoleyl, N-pyridylcarbazoleyl, N-methylcarbazoleyl, etc. 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.

[0052] 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 groups, cyano, aryl, heteroaryl, trialkylsilyl, alkyl, cycloalkyl, haloalkyl, etc. It should be understood that the number of carbon atoms in the substituted heteroaryl group refers to the total number of carbon atoms of the heteroaryl group and the substituents on the heteroaryl group.

[0053] In this application, the aryl group used as a substituent in L, L1, L2, L3, Ar1, and Ar2 can have 6 to 20 carbon atoms, for example, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20 carbon atoms. Specific examples of aryl groups used as substituents include, but are not limited to, phenyl, biphenyl, naphthyl, fluorenyl, phenanthryl, and anthracene. base.

[0054] In this application, the number of carbon atoms of the heteroaryl group that serves as a substituent in L, L1, L2, L3, Ar1, and Ar2 can be 3 to 20, for example, the number of carbon atoms can be 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20. Specific examples of the heteroaryl group that serves as a substituent include, but are not limited to, pyridinyl, pyrimidinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, quinolinyl, quinazolinyl, quinoxalinyl, and isoquinolinyl.

[0055] In this application, the non-positioned linker refers to a single bond extending from the ring system. The symbol -# indicates that one end of the linker can connect to any position in the ring system that the linker passes through, and the other end connects to the rest of the compound molecule.

[0056] In this application, alkyl groups having 1 to 10 carbon atoms can include straight-chain alkyl groups having 1 to 10 carbon atoms and branched alkyl groups having 3 to 10 carbon atoms. The number of carbon atoms in an alkyl group can be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10. Specific examples of alkyl groups include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, n-octyl, 2-ethylhexyl, nonyl, decyl, and 3,7-dimethyloctyl.

[0057] In this application, the halogen group may be, for example, fluorine, chlorine, bromine, or iodine.

[0058] In this application, specific examples of trialkylsilyl groups include, but are not limited to, trimethylsilyl, triethylsilyl, etc.

[0059] In this application, specific examples of alkyl halogens include, but are not limited to, trifluoromethyl.

[0060] In this application, the number of carbon atoms in cycloalkyl groups with 3 to 10 carbon atoms can be, for example, 3, 4, 5, 6, 7, 8, or 10. Specific examples of cycloalkyl groups include, but are not limited to, cyclopentane, cyclohexane, and adamantane.

[0061] In this application, a ring system formed by n atoms is called an n-membered ring. For example, phenyl is a 6-membered aryl group. 6-18-membered nitrogen-containing heteroaryl groups refer to heteroaryl groups having 6-18 ring atoms, with nitrogen atoms included in the ring atoms.

[0062] 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).

[0063]

[0064] 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.

[0065]

[0066] In this application, -(L) m - indicates that m L's are connected sequentially.

[0067] In some embodiments, Het is a 6- to 14-membered nitrogen-containing heteroaryl group.

[0068] In other embodiments of this application, Het is a 6-membered nitrogen-containing heteroaryl, a 10-membered nitrogen-containing heteroaryl, a 13-membered nitrogen-containing heteroaryl, or a 14-membered nitrogen-containing heteroaryl.

[0069] In some embodiments, Het is selected from the following groups:

[0070]

[0071] -# indicates the key connected to L3. Indicates a bond connected to L or L2; when there is only one Het group. hour, This indicates the bond connected to L, where L2 is a single bond and Ar2 is hydrogen. It does not exist.

[0072] In some more specific embodiments, Het is selected from the following groups:

[0073]

[0074] -# indicates the key connected to L3. Indicates a bond connected to L or L2; when there is only one Het group. hour, This indicates the bond connected to L, where L2 is a single bond and Ar2 is hydrogen.

[0075] In some embodiments, Ar1 is selected from substituted or unsubstituted aryl groups having 6 to 20 carbon atoms. For example, Ar1 is selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20 carbon atoms.

[0076] Preferably, the substituents in Ar1 are each independently selected from deuterium, fluorine, cyano, alkyl with 1 to 5 carbon atoms, trimethylsilyl, trifluoromethyl, cycloalkyl with 5 to 10 carbon atoms, or aryl with 6 to 12 carbon atoms.

[0077] Optionally, Ar1 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthyl, and substituted or unsubstituted terphenyl.

[0078] Preferably, the substituents in Ar1 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trifluoromethyl, cyclopentane, cyclohexane, adamantane, phenyl, naphthyl, or biphenyl.

[0079] Optionally, Ar1 is selected from substituted or unsubstituted groups W, wherein the unsubstituted group W is selected from the following groups:

[0080]

[0081] Wherein, the substituted group W has one or more substituents, wherein the substituents are independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trifluoromethyl, cyclopentane, cyclohexane, adamantane, phenyl, naphthyl or biphenyl, and when the number of substituents is greater than 1, the substituents may be the same or different.

[0082] Optionally, Ar1 is selected from the following groups:

[0083]

[0084] In some specific implementations, Ar1 is selected from the following groups:

[0085]

[0086] In some embodiments, Ar2 is selected from hydrogen, substituted or unsubstituted aryl groups having 6 to 25 carbon atoms, and substituted or unsubstituted heteroaryl groups having 5 to 18 carbon atoms. For example, Ar2 is 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, 25 carbon atoms, and substituted or unsubstituted heteroaryl groups having 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18 carbon atoms.

[0087] Preferably, the substituents in Ar2 are each independently selected from deuterium, fluorine, cyano, alkyl with 1 to 5 carbon atoms, trimethylsilyl, trifluoromethyl, cycloalkyl with 5 to 10 carbon atoms, aryl with 6 to 12 carbon atoms, or heteroaryl with 5 to 12 carbon atoms.

[0088] Optionally, Ar2 is selected from hydrogen, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted terphenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, and substituted or unsubstituted carbazoyl.

[0089] Preferably, the substituents in Ar2 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trifluoromethyl, cyclopentane, cyclohexane, adamantane, phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophenyl, or carbazoyl.

[0090] Optionally, Ar2 is selected from hydrogen or a substituted or unsubstituted group V, wherein the unsubstituted group V is selected from the following groups:

[0091]

[0092] Wherein, the substituted group V has one or more substituents, wherein the substituents are independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trifluoromethyl, cyclopentane, cyclohexane, adamantane, phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophenyl, or carbazoleyl, and when the number of substituents is greater than 1, the substituents may be the same or different.

[0093] Optionally, Ar2 is selected from hydrogen or the following groups:

[0094]

[0095] In some specific implementations, Ar2 is selected from hydrogen or the following groups:

[0096]

[0097] In some embodiments, L, L1, L2, and L3 are each independently selected from substituted or unsubstituted aryl groups with a single bond and 6 to 20 carbon atoms. For example, L, L1, L2, and L3 are each independently selected from substituted or unsubstituted aryl groups with a single bond and 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20 carbon atoms.

[0098] Preferably, the substituents in L, L1, L2 and L3 are each independently selected from deuterium, fluorine, cyano, alkyl with 1 to 5 carbon atoms or aryl with 6 to 12 carbon atoms.

[0099] Optionally, L, L1, L2 and L3 are each independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene.

[0100] Preferably, the substituents in L, L1, L2 and L3 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl or biphenyl.

[0101] Optionally, L1, L2, and L3 are each independently selected from single bonds or the following groups:

[0102]

[0103] Alternatively, L1, L2, and L3 may each be independently selected from single bonds or the following groups:

[0104]

[0105] Alternatively, -(L) m - Selected from single bonds or the following groups:

[0106]

[0107] Further, alternatively, -(L) m - Selected from single bonds or the following groups:

[0108]

[0109] In one embodiment of this application, R1 and R2 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted pyridyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazoleyl; or any two adjacent R1s form a benzene ring or a naphthyl ring; or any two adjacent R2s form a benzene ring or a naphthyl ring.

[0110] Preferably, the substituents in R1 and R2 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophene, or carbazoyl.

[0111] Optionally, R1 and R2 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, deuterated phenyl, phenyl, naphthyl, biphenyl, phenanthryl, pyridyl, quinolinyl, 9,9-dimethylfluorenyl, dibenzofuranyl, dibenzothiopheneyl, N-carbazoleyl or N-phenylcarbazoleyl; or any two adjacent R1s form a benzene ring or a naphthyl ring; or any two adjacent R2s form a benzene ring or a naphthyl ring.

[0112] Optionally, R1 and R2 are each independently selected from deuterium, fluorine, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, or the following groups:

[0113]

[0114] Further optionally, R1 and R2 are each independently selected from deuterium, fluorine, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, or the following groups:

[0115]

[0116] Optionally, the organic compound is selected from the group consisting of:

[0117]

[0118]

[0119]

[0120]

[0121]

[0122]

[0123]

[0124]

[0125] Secondly, this application provides an electronic component, 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 contains the organic compound of this application.

[0126] Optionally, the functional layer includes an organic light-emitting layer, which contains the organic compounds described in this application.

[0127] Optionally, the electronic component is an organic electroluminescent device or a photoelectric conversion device.

[0128] In one embodiment, the electronic component is an organic electroluminescent device. For example... Figure 1 As shown, an organic electroluminescent device may include an anode 100, a hole transport layer 320, an electron blocking layer 330, an organic light-emitting layer 340, an electron transport layer 350, and a cathode 200, which are stacked sequentially.

[0129] In one specific implementation, the organic electroluminescent device is a red organic electroluminescent device.

[0130] Optionally, the anode 100 includes an anode material that is preferably a material 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.

[0131] Optionally, the hole transport layer 320 includes one or more hole transport materials. The hole transport materials can be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds. Those skilled in the art can select these materials by referring to existing technologies. For example, the material of the hole transport layer is selected from the group consisting of the following compounds:

[0132]

[0133]

[0134] In one specific implementation, the hole transport layer 320 is HT-1.

[0135] Optionally, the electron blocking layer 330 includes one or more electron blocking materials, which may be selected from carbazole polymers or other types of compounds, and this application does not impose any special limitations on them. In one specific embodiment, the electron blocking layer 330 is TCAC.

[0136] Optionally, the organic light-emitting layer 340 may be composed of a single light-emitting layer material, or it may include a host material and a dopant material. Optionally, the organic light-emitting layer 340 is composed of a host material and a dopant material. Holes and electrons injected into the organic light-emitting layer 340 can recombine in the organic light-emitting layer 340 to form excitons. The excitons transfer energy to the host material, and the host material transfers energy to the dopant material, thereby enabling the dopant material to emit light.

[0137] The host material of the organic light-emitting layer 340 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.

[0138] In one embodiment of this application, the main material of the organic light-emitting layer 340 is an organic compound of this application.

[0139] The doping material for the organic light-emitting layer 340 can be selected according to existing technologies, such as iridium(III) organometallic complexes, platinum(II) organometallic complexes, ruthenium(II) complexes, etc. Specific examples of doped materials include, but are not limited to,

[0140]

[0141] Eu(dbm)3(Phen)Ir(flq)2(acac).

[0142] In one embodiment of this application, the doping material of the organic light-emitting layer 340 is Ir(flq)2(acac).

[0143] Optionally, the electron transport layer 350 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, Bepq2, 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 ET-01, Bphen, NBphen, DBimiBphen, and BimiBphen, or anthracene compounds, triazine compounds, or pyrimidine compounds containing heteronitrogenous aryl groups as shown below. In one embodiment of this application, the electron transport layer 350 is composed of ET-01 and LiQ.

[0144]

[0145] 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.

[0146] Optionally, such as Figure 1 As shown, a hole injection layer 310 may also be 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 may 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 may be selected from the group consisting of the following compounds:

[0147]

[0148] In one specific embodiment of this application, the hole injection layer 310 is F4-TCNQ.

[0149] Optionally, such as Figure 1As shown, an electron injection layer 360 is further disposed between the cathode 200 and the electron transport layer 350 to enhance the ability to inject electrons into the electron transport layer 350. The electron injection layer 360 may include inorganic materials such as alkali metal sulfides and alkali metal halides, or may include complexes of alkali metals and organic materials. In one specific embodiment of this application, the electron injection layer 360 is LiQ.

[0150] A third aspect of this application provides an electronic device that includes the electronic components provided in the second aspect of this application.

[0151] 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.

[0152] The following examples illustrate the synthesis method of the organic compounds in this application, but this application is not limited in any way.

[0153] Compounds synthesized using methods not mentioned in this application are all raw material products obtained through commercial means.

[0154] Synthesis example

[0155] 1. Synthesis of IM Cz-x

[0156] Synthesis of IM Cz-01:

[0157]

[0158] 3-Bromocarbazole (10.00 g, 40.63 mmol), 9-phenylcarbazole-3-boronic acid (12.25 g, 42.66 mmol), tetra(triphenylphosphine)palladium (0.94 g, 0.81 mmol), tetrabutylammonium bromide (2.62 g, 8.13 mmol), potassium carbonate (12.35 g, 89.39 mmol), toluene (100 mL), ethanol (40 mL), and water (20 mL) were added to a reaction flask. The mixture was heated to reflux and stirred for 5 h under nitrogen protection. After the reaction solution was cooled to room temperature, it was extracted with dichloromethane and water. The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was passed through a short silica gel column and the solvent was removed by vacuum distillation. The crude product was purified by recrystallization using dichloromethane / petroleum ether (1:4) to obtain IM Cz-01 (13.03 g, yield 78.5%).

[0159] IM Cz-x was synthesized using the same method as IM Cz-01, except that raw material 1 was used instead of 3-bromocarbazole and raw material 2 was used instead of 9-phenylcarbazole-3-boronic acid. The main raw materials used, the intermediates synthesized and their yields are shown in Table 1.

[0160] Table 1

[0161]

[0162]

[0163] 2. Synthesis of IM BN-x

[0164] Synthesis of IM BN-1

[0165]

[0166] 1,8-Dibromonaphthalene (10.00 g, 34.97 mmol), 4-biphenylboronic acid (6.93 g, 34.97 mmol), tetra(triphenylphosphine)palladium (0.81 g, 0.70 mmol), tetrabutylammonium bromide (2.25 g, 6.99 mmol), potassium carbonate (10.63 g, 76.93 mmol), toluene (100 mL), ethanol (40 mL), and water (20 mL) were added to the reaction flask. The mixture was heated to reflux and stirred for 5 h under nitrogen protection. After the reaction solution was cooled to room temperature, it was extracted with dichloromethane and water. The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was then passed through a short silica gel column, and the solvent was removed by vacuum distillation. The crude product was purified by silica gel column chromatography using ethyl acetate / n-heptane (1:5) as the mobile phase. The solvent was removed by vacuum distillation of the column chromatography solution to obtain IM BN-1 (7.65 g, yield 60.9%).

[0167] IM BN-x was synthesized using the same method as IM BN-1, except that starting material 3 was used instead of 4-biphenylboronic acid. The main starting materials used, the intermediates synthesized, and their yields are shown in Table 2.

[0168] Table 2

[0169]

[0170]

[0171] 3. Synthesis of IM Nx

[0172] Synthesis of IM N1

[0173]

[0174] IM BN-1 (4.00 g, 11.13 mmol), isophthaloboric acid (2.20 g, 11.13 mmol), tetra(triphenylphosphine)palladium (0.26 g, 0.22 mmol), tetrabutylammonium bromide (0.72 g, 2.23 mmol), potassium carbonate (3.38 g, 24.49 mmol), toluene (40 mL), ethanol (10 mL), and water (5 mL) were added to a reaction flask. The mixture was heated to reflux and stirred for 5 h under nitrogen protection. After the reaction solution cooled to room temperature, it was extracted with dichloromethane and water. The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was filtered through a short silica gel column, and the solvent was removed by vacuum distillation. The crude product was purified by silica gel column chromatography using ethyl acetate / n-heptane (1:5) as the mobile phase. The solvent was removed by vacuum distillation of the column chromatography solution to obtain IM N1 (2.87 g, yield 64.5%).

[0175] IM Nx was synthesized using the same method as IM N1, except that raw material 4 was used instead of isophthalic acid. The main raw materials used, the intermediates synthesized and their yields are shown in Table 3.

[0176] Table 3

[0177]

[0178]

[0179] 4. Synthesis of IM Tr-Cz-x

[0180] Synthesis of IM Tr-Cz-01

[0181]

[0182] 8-Phenylacetiboric acid (4.80 g, 19.35 mmol), 9-(4,6-dichloro-[1,3,5]triazin-2-yl)-carbazole (6.09 g, 19.34 mmol), palladium acetate (0.22 g, 0.97 mmol), 2-dicyclohexylphosphine-2,4,6-triisopropylbiphenyl (0.46 g, 0.97 mmol), potassium carbonate (5.88 g, 42.56 mmol), toluene (50 mL), ethanol (20 mL), and water (10 mL) were added to the reaction flask, and the mixture was heated to reflux and stirred for 5 h under nitrogen protection. After the reaction solution was cooled to room temperature, the reaction solution was extracted with dichloromethane and water. The organic layer was dried with anhydrous magnesium sulfate and filtered. The filtrate was filtered through a short silica gel column and then the solvent was removed by vacuum distillation. The crude product was recrystallized using an ethyl acetate / petroleum ether (1:3) system to obtain IM Tr-Cz-01 (6.75 g, yield 72.2%).

[0183] IM-Tr-Cz-x, as shown in Table 4, was synthesized using the same method as IM Tr-Cz-01, except that 8-phenyl-1-naphthoboronic acid was replaced with IMNx. The intermediates synthesized from the main raw materials used and their yields are shown in Table 4.

[0184] Table 4

[0185]

[0186] 5. Synthesis of IM Tr-x

[0187] Synthesis of IM Tr-01

[0188]

[0189] 8-Phenylacetiboric acid (5.50 g, 22.17 mmol), 2,4-dichloro-6-phenyl-1,3,5-triazine (5.01 g, 22.17 mmol), palladium acetate (0.25 g, 1.11 mmol), 2-dicyclohexylphosphine-2,4,6-triisopropylbiphenyl (0.53 g, 1.11 mmol), potassium carbonate (6.74 g, 48.77 mmol), toluene (55 mL), ethanol (20 mL), and water (10 mL) were added to the reaction flask. The mixture was heated to reflux and stirred for 4 h under nitrogen protection. After the reaction solution was cooled to room temperature, the reaction solution was extracted with dichloromethane and water. The organic layer was dried with anhydrous magnesium sulfate and filtered. The filtrate was filtered through a short silica gel column and the solvent was removed by vacuum distillation. The crude product was recrystallized with ethyl acetate / petroleum ether (1:3) to obtain IM Tr-01 (6.32 g, yield 72.4%).

[0190] IM Tr-x, as shown in Table 5, was synthesized using the same method as IM Tr-01, except that IM Nx was used instead of 8-phenyl-1-naphthoboronic acid, and starting material 5 was used instead of 2,4-dichloro-6-phenyl-1,3,5-triazine. The main starting materials used, the intermediates synthesized, and their yields are shown in Table 5.

[0191] Table 5

[0192]

[0193]

[0194]

[0195] 6. Synthesis of Compounds

[0196] (1) Synthesis of compound A04:

[0197]

[0198] IM Tr-Cz-01 (6.00 g, 12.42 mmol), (3,5-diphenylbenzene)boric acid (3.58 g, 13.05 mmol), palladium acetate (0.14 g, 0.62 mmol), 2-dicyclohexylphosphine-2,4,6-triisopropylbiphenyl (0.29 g, 0.62 mmol), potassium carbonate (3.78 g, 27.33 mmol), toluene (60 mL), ethanol (25 mL), and water (15 mL) were added to the reaction flask. The mixture was heated to reflux and stirred for 5 h under nitrogen protection. After the reaction solution was cooled to room temperature, it was extracted with dichloromethane and water. The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was then filtered through a short silica gel column, followed by vacuum distillation to remove the solvent. The crude product was recrystallized from the toluene / n-heptane (1:3) system to give compound A04 (4.92 g, yield 58.5%), mass spectrometry (m / z) = 677.3 [M+H]. + .

[0199] The compounds shown in Table 6 were synthesized using the same method as compound A04, except that IM-Tr-Cz-x was used instead of IM-Tr-Cz-01, and starting material 6 was used instead of (3,5-diphenylbenzene)boronic acid. The main starting materials used, the synthesized compounds, and their yield mass spectra are shown in Table 6.

[0200]

[0201] (2) Synthesis of compound A07:

[0202]

[0203] Under N2 protection, IM Tr-01 (5.06 g, 12.85 mmol), IM Cz-01 (5.00 g, 12.24 mmol), sodium hydride (0.44 g, 18.36 mmol), and dry DMF (50 mL) were added sequentially to a three-necked flask, and the mixture was stirred at room temperature for 6 h. The reaction was quenched with 50 mL of deionized water, and the reaction solution was extracted with toluene. After washing with water until neutral, the mixture was separated, dried, and filtered. The filtrate was passed through a short silica gel column and concentrated under reduced pressure until solid precipitated. Distillation was then stopped, and the mixture was allowed to cool naturally to room temperature. The precipitated crystals were recrystallized from toluene / n-hexane and dried to obtain compound A07 (4.93 g, yield 52.6%). Mass spectrometry (m / z) = 766.3 [M+H] + .

[0204] The compounds in Table 7 were prepared using the same synthetic method as compound A07, except that IM Tr-x was used instead of IM Tr-01 and starting material 7 was used instead of IM Cz-01. The main starting materials used, the synthesized compounds, their yields, and mass spectra are shown in Table 7.

[0205] Table 7

[0206]

[0207]

[0208] (3) Synthesis of compound A134:

[0209]

[0210] Under N2 protection, 9-(3-bromophenyl)-9H-carbazole (3.20 g, 9.93 mmol) and dry THF (35 mL) were added to a three-necked flask. After stirring and dissolving thoroughly, the mixture was cooled to -78 °C using a liquid nitrogen / ethanol bath. Then, a 2 M n-butyllithium hexane solution (6 mL, 12.00 mmol) was slowly added dropwise. After the addition was complete, the mixture was kept at this temperature and stirred for 1 h. Then, IM Tr-11 (5.16 g, 9.93 mmol) was added, and the mixture was kept at this temperature and stirred for 30 min. The temperature was then slowly raised to room temperature, and the reaction was quenched with dilute hydrochloric acid. The pH was adjusted to 5–6. The reaction mixture was extracted with dichloromethane, and the organic phase was washed with water until neutral. The mixture was separated, dried, filtered, and the solvent was removed under reduced pressure. The crude product was recrystallized from toluene / petroleum ether to give white crystalline A134 (3.90 g, yield 54.0%). Mass spectrometry (m / z) = 727.3 [M+H]. + .

[0211] The compounds shown in Table 8 were synthesized using the same method as compound A134, except that IM Tr-x was used instead of IM Tr-11 and starting material 8 was used instead of 9-(3-bromophenyl)-9H-carbazole. The main starting materials used, the synthesized compounds, their yields, and mass spectra are shown in Table 8.

[0212] Table 8

[0213]

[0214]

[0215] The NMR data for some compounds are shown below:

[0216] NMR data for compound A07: 1H-NMR (CDCl3, 300MHz): δ (ppm) 8.68 (d, 1H), 8.57-8.53 (m, 2H), 8.35 (s, 1H), 8.24 (d, 1H), 8.20 (d, 1H), 8.13 (s, 1H), 8.10-8.07 (m, 2H), 7.98 ( d,1H),7.95(d,1H),7.83-7.75(m,4H),7.64-7.53(m,9H),7.51-7.47( m,4H),7.44(t,1H),7.37-7.31(m,3H),7.26-7.22(m,2H),7.13(d,1H).

[0217] NMR data for compound A22: 1 H-NMR (CDCl3, 300MHz): δ (ppm) 8.85 (s, 1H), 8.59 (d, 1H), 8.35-8.27 (m, 2H), 8.20 (d ,2H),8.12(d,2H),7.88-7.84(m,3H),7.75(d,2H),7.72-7.66(m,6H),7.59(d,2H),

[0218] 7.55-7.47(m,8H),7.42(t,1H),7.27-7.23(m,3H),7.19(d,1H).

[0219] NMR data for compound A134: 1 H-NMR (CDCl3, 300MHz): δ (ppm) 8.87 (d, 2H), 8.72 (d, 1H), 8.51 (s, 1H), 8.45 (d, 1H), 8.40 (d, 1H), 8.33-8.29 (m, 1H), 8.06 (d, 2 H),7.87-7.71(m,5H),7.68-7.62(m,5H),7.59-7.54(m,4H),7.47-7.41(m,5H),7.34(t,2H),7.25(t,2H),7.19-7.14(m,2H).

[0220] NMR data for compound B122: 1¹H-NMR (CDCl₃, 300MHz): δ (ppm) 8.91 (d, 1H), 8.68 (s, 1H), 8.37 (s, 1H), 8.23-8.15 (m, 4H), 8.09 (d, 1H), 8.02-7.09 (m, 2H), 7.87 (d, 1H), 7.81-7.78 (m, 3H), 7.74-7.68 (m, 4H), 7.65-7.54 (m, 6H), 7.52-7.49 (m, 2H), 7.46-7.39 (m, 5H), 7.36-7.33 (m, 1H), 7.26-7.21 (m, 2H), 7.13 (d, 1H). Fabrication and evaluation of organic electroluminescent devices:

[0221] Example 1: Fabrication of a red organic electroluminescent device

[0222] With a thickness of The ITO / Ag / ITO substrate (manufactured by Corning) was cut into dimensions of 40mm (length) × 40mm (width) × 0.7mm (thickness). The substrate was then fabricated into an experimental substrate with an anode and insulating layer pattern using a photolithography process. The substrate was then surface-treated with ultraviolet ozone and O2:N2 plasma to improve the anode work function of the substrate.

[0223] First, F4-TCNQ was vacuum-deposited on the experimental substrate (anode) to form a thickness of [missing information]. A hole injection layer was formed, and HT-1 was deposited on the hole injection layer to form a thickness of [missing information]. The hole transport layer.

[0224] TCAC was vacuum-deposited onto the hole transport layer to form a layer with a thickness of [missing information]. The electron blocking layer.

[0225] On the electron blocking layer, compound A04 and compound Ir(flq)2(acac) were co-deposited at a deposition ratio of 98.5%:1.5% to form a layer with a thickness of [missing information]. The organic light-emitting layer.

[0226] On the organic light-emitting layer, compounds ET-01 and LiQ were co-deposited at a 1:1 ratio to form a layer with a thickness of [thickness value missing]. An electron transport layer is formed, and then LiQ is deposited on the electron transport layer to form a thickness of [thickness value missing]. An electron-injected layer was formed, and then magnesium (Mg) and silver (Ag) were vacuum-deposited onto the electron-injected layer at a evaporation rate of 1:9 to form a layer with a thickness of [missing information]. The cathode.

[0227] Finally, CP-01 is deposited on the cathode to form a thickness of [missing information]. An organic coating layer is applied to complete the fabrication of the red organic light-emitting device.

[0228] Examples 2 to 31

[0229] Except that, when forming the organic light-emitting layer, the compound shown in Table 10 is used instead of compound A04 as the host material of the light-emitting layer, the organic electroluminescent device is fabricated using the same method as in Example 1.

[0230] Comparative Examples 1-5

[0231] Except that compounds A, B, C, D, and E were used instead of compound AlO4 as the main material for the light-emitting layer during its formation, the organic electroluminescent device was fabricated using the same method as in Example 1.

[0232] The main material structures used in the above embodiments and comparative examples are shown in Table 9 below.

[0233] Table 9

[0234]

[0235] Performance tests were performed on the devices prepared in the examples and comparative examples, where IVL (drive voltage, current efficiency, color coordinates) data were obtained at 15 mA / cm². 2 The T95 lifetime is 30 mA / cm² when tested at current density. 2 The results of the tests at current density are shown in Table 10.

[0236] Table 10

[0237]

[0238]

[0239] According to the results in Table 10, compared with the devices corresponding to known compounds, Examples 1-31, which use the organic compounds of this application as organic light-emitting layers, show an improvement of at least 13.04% in current efficiency (Cd / A) and at least 11% in lifetime.

[0240] 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 has a structure as represented by Formula 1: Het is selected from the following groups: -# indicates the key connected to L3. Indicates the key connected to L or L2; Ar1 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl; The substituents in Ar1 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trifluoromethyl, cyclopentane, cyclohexane, adamantane, or phenyl; Ar2 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted terphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, and substituted or unsubstituted carbazolyl. The substituents in Ar2 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trifluoromethyl, cyclopentane, cyclohexane, adamantane, or phenyl; L, L1, L2 and L3 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene; The substituents in L, L1, L2 and L3 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl or phenyl; m is selected from 1; R1 and R2 may be the same or different, and each is independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, deuterated phenyl, phenyl, naphthyl, phenanthryl, dibenzofuranyl, dibenzothiophenyl, N-carbazoleyl or N-phenylcarbazoleyl; or any two adjacent R1s form a benzene ring; or any two adjacent R2s form a benzene ring; n1 represents the number of R1s, and n1 is selected from 0, 1, 2, 3 or 4. When n1 is greater than 1, any two R1s are the same or different. n2 represents the number of R2s, which can be selected from 0, 1, 2, 3 or 4. When n2 is greater than 1, any two R2s can be the same or different.

2. The organic compound according to claim 1, wherein, Ar1 is selected from the following groups:

3. The organic compound according to claim 1, wherein, Ar2 is selected from the following groups:

4. The organic compound according to claim 1, wherein, L1, L2, and L3 are each independently selected from single bonds or the following groups: -(L) m - Selected from single bonds or the following groups:

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

6. An electronic component, comprising an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; characterized in that, The functional layer comprises the organic compound according to any one of claims 1 to 5.

7. The electronic component according to claim 6, wherein, The electronic component is an organic electroluminescent device, and the functional layer includes an organic light-emitting layer containing the organic compound.

8. An electronic device, characterized in that, Includes the electronic components described in claim 6 or 7.

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