Organic compound, electronic component and electronic apparatus

Abstract

The present application relates to an organic compound, an electronic component and an electronic apparatus. The organic compound has the structure as shown in formula (I), and the organic compound is applied to the electronic component, significantly improving device performance.

Description

Organic compounds, electronic components and electronic devices

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to Chinese patent application No. CN202311594950.7 filed on November 27, 2023. The full text of the above-mentioned Chinese patent application is hereby cited as part of this application. Technical Field

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

[0004] Organic electroluminescent devices, also known as organic light-emitting diodes (OLEDs), are devices in which organic light-emitting materials emit light when stimulated by an electric current in an electric field. Compared to other display technologies, OLED technology offers advantages such as wide viewing angles, fast response times, low drive voltages, a wide temperature range, and the ability to achieve full-color display across the blue to red spectrum.

[0005] Research on OLEDs has been extensive. OLED optoelectronic functional materials used in OLED devices can be categorized into charge injection and transport materials and luminescent materials based on their application. Charge injection and transport materials can be further divided into electron injection and transport materials, electron blocking materials, hole injection and transport materials, and hole blocking materials based on the function of each layer. Therefore, the OLED optoelectronic functional material layers that make up OLED devices typically consist of at least two layers. Industrially used OLED device structures often include multiple layers, including a hole injection layer, a hole transport layer, a luminescence adjustment layer, an organic light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer. By adjusting the energy levels of the functional layer materials and the luminescent host material, holes and electrons can be concentrated and collided within the luminescent host layer, exciting the luminescent material to emit light. However, further improvements are needed in OLED display performance, such as operating voltage, luminous efficiency, and display life. Designing and developing high-performance luminescence adjustment layer materials and applying them to organic electroluminescent devices to effectively improve the overall performance of the devices is crucial.

[0006] Summary of the Invention

[0007] The purpose of the present application is to provide an organic compound, an electronic component and an electronic device. Using the organic compound in an organic electroluminescent device can improve the performance of the device.

[0008] The first aspect of the present application provides an organic compound having a structure shown in Formula I:

[0009] wherein L is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0010] Ar is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0011] R1, R2, R3 and R4 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 14 carbon atoms;

[0012] The substituents in R1, R2, R3, and R4 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, or a deuterated alkyl group having 1 to 5 carbon atoms;

[0013] The substituents in L and Ar are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, a trialkylsilyl group having 3 to 12 carbon atoms, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms;

[0014] R m and R n are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a halogenated alkyl group having 1 to 5 carbon atoms, or a deuterated alkyl group having 1 to 5 carbon atoms;

[0015] m represents R m The number of R is selected from 0, 1, 2 or 3; and when m is greater than 1, any two R m Same or different;

[0016] n represents R n The number of R n Same or different.

[0017] The second aspect of the present application provides an electronic component, comprising an anode and a cathode arranged opposite to each other, and a functional layer arranged between the anode and the cathode; the functional layer comprises the organic compound described in the first aspect.

[0018] A third aspect of the present application provides an electronic device comprising the electronic component described in the second aspect.

[0019] The organic compound of the present application contains two phenyl groups substituted with diaryl groups at the 2 and 3 positions. The triarylamine compound thus formed can effectively improve the molecular twist, reduce the molecular evaporation temperature, improve the film forming property and crystallinity of the material, and thus improve the life of the device; at the same time, this twisted structure will also enhance the remote conjugation effect between the central N atom of the triarylamine compound and the three aryl / heteroaryl substituents, thereby improving the hole mobility and promoting the injection of carriers. At the same time, on the phenyl group substituted with diaryl groups at the 2 and 3 positions, the aryl substituent is selected from phenyl, naphthyl, or an aryl group and phenanthrenyl formed by a single bond between them. After the diaryl-substituted phenyl group thus formed is connected to the central N atom of the triarylamine, it can effectively reduce the molecular reorganization energy and improve the hole mobility of the entire molecule. When this material is applied to the preparation of OLED devices, it can effectively reduce the operating voltage of the device, improve the luminous efficiency of the device, and ensure that the device has a long and stable service life. BRIEF DESCRIPTION OF THE DRAWINGS

[0020] The accompanying drawings are used to provide further understanding of the present application and constitute a part of the specification. Together with the following specific embodiments, they are used to explain the present application, but do not constitute a limitation to the present application.

[0021] FIG1 is a schematic structural diagram of an organic electroluminescent device according to an embodiment of the present application.

[0022] FIG2 is a schematic diagram of a first electronic device according to an embodiment of the present application.

[0023] FIG3 is a schematic structural diagram of a photoelectric conversion device according to an embodiment of the present application.

[0024] FIG4 is a schematic diagram of a second electronic device according to an embodiment of the present application.

[0025] Description of Reference Numerals

[0026] 100, anode 200, cathode 300, functional layer 310, hole injection layer

[0027] 321, hole transport layer 322, luminescence adjustment layer 330, organic light emitting layer 340, hole blocking layer

[0028] 350, electron transport layer 360, electron injection layer 370, photoelectric conversion layer 400, first electronic device

[0029] 500. A second electronic device. DETAILED DESCRIPTION

[0030] The exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, the exemplary embodiments can be implemented in a variety of 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 concepts 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 provide a full understanding of the embodiments of the present application.

[0031] In a first aspect, the present application provides an organic compound having a structure shown in Formula I:

[0032] wherein L is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0033] Ar is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0034] R1, R2, R3 and R4 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 14 carbon atoms;

[0035] The substituents in R1, R2, R3, and R4 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, or a deuterated alkyl group having 1 to 5 carbon atoms;

[0036] The substituents in L and Ar are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, a trialkylsilyl group having 3 to 12 carbon atoms, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms;

[0037] R m and R n are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a halogenated alkyl group having 1 to 5 carbon atoms, or a deuterated alkyl group having 1 to 5 carbon atoms;

[0038] m represents R m The number of R is selected from 0, 1, 2 or 3; and when m is greater than 1, any two R m Same or different;

[0039] n represents R nThe number of R n Same or different.

[0040] In this application, Refers to chemical bonds to other substituents or binding sites.

[0041] In this application, the descriptions “each independently is”, “each independently is” and “each independently is” are interchangeable and should be understood in a broad sense. They can mean that in different groups, the specific options expressed by the same symbols do not affect each other, or in the same group, the specific options expressed by the same symbols do not affect each other. For example, Wherein, each q is independently 0, 1, 2 or 3, and each R" is independently selected from hydrogen, deuterium, fluorine, and chlorine. The meaning is: Formula Q-1 represents that there are q substituents R" on the benzene ring, and each R" can be the same or different, and the options of each R" do not affect each other; Formula Q-2 represents that there are q substituents R" on each benzene ring of biphenyl, and the number q of R" substituents on the two benzene rings can be the same or different, and each R" can be the same or different, and the options of each R" do not affect each other.

[0042] In this application, the term "substituted or unsubstituted" means that the functional group recorded after the term may or may not have a substituent (hereinafter, for the convenience of description, the substituents are collectively referred to as Rc). For example, "substituted or unsubstituted aryl" refers to an aryl group or an unsubstituted aryl group having a substituent Rc. The above-mentioned substituent Rc can be, for example, deuterium, a halogen group, a cyano group, a cycloalkyl group, a trialkylsilyl group, an alkyl group, a haloalkyl group, a deuterated alkyl group, a deuterated aryl group, an aryl group or a heteroaryl group. The number of substituents Rc can be one or more.

[0043] In this application, the number of carbon atoms in a substituted or unsubstituted functional group refers to the total number of carbon atoms. For example, if L is a substituted arylene group with 12 carbon atoms, the total number of carbon atoms in the arylene group and its substituents is 12.

[0044] In the present application, aryl refers to an optional functional group or substituent derived from an aromatic carbocyclic ring. Aryl can be a monocyclic aryl (such as phenyl) or a polycyclic aryl. In other words, aryl can be a monocyclic aryl, a condensed ring aryl, two or more monocyclic aryl groups connected by a carbon-carbon bond, a monocyclic aryl and a condensed ring aryl connected by a carbon-carbon bond, two or more condensed ring aryl groups connected by a carbon-carbon bond. That is, unless otherwise indicated, two or more aromatic groups connected by a carbon-carbon bond can also be considered as aryl of the present application. Wherein, condensed ring aryl can, for example, include bicyclic condensed aryl (such as naphthyl), tricyclic condensed aryl (such as phenanthrenyl, fluorenyl, anthracenyl) etc. Aryl does not contain heteroatoms such as B, N, O, S, P, Se and Si. For example, in the present application, biphenyl, terphenyl, spirobifluorenyl etc. are aryl. Examples of aryl groups may include, but are not limited to, phenyl, naphthyl, spirobifluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, and the like.

[0045] In the present application, the arylene group refers to a divalent group formed by further losing a hydrogen atom from an aryl group.

[0046] In the present application, a substituted aryl group may be an aryl group in which one or more hydrogen atoms are replaced by groups such as deuterium, a halogen group, a cyano group, a cycloalkyl group, a trialkylsilyl group, an alkyl group, a haloalkyl group, a deuterated alkyl group, an aryl group, or a heteroaryl group. 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 the substituents on the aryl group. For example, a substituted aryl group having 18 carbon atoms refers to the total number of carbon atoms in the aryl group and the substituents.

[0047] In the present application, a heteroaryl group refers to a monovalent aromatic ring or a derivative thereof containing at least one heteroatom in the ring, and the heteroatom can be at least one 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 multiple aromatic ring systems connected by carbon-carbon bonds, and any aromatic ring system can be an aromatic monocyclic ring or an aromatic condensed ring. For example, the heteroaryl group may include a thienyl group, a furyl group, a pyrrolyl group, an imidazolyl group, a thiazolyl group, an oxazolyl group, an oxadiazolyl group, a triazolyl group, a pyridyl group, a bipyridyl group, a pyrimidyl group, a triazinyl group, an acridinyl group, a pyridazinyl group, a pyrazinyl group, a quinolyl group, a quinazolinyl group, a quinoxalinyl group, a phenoxazinyl group, a phthalazinyl group, a pyridopyrimidinyl group, a pyridopyrazinyl group, a pyrazinopyrazinyl group, an isoquinolyl group, an indolyl group, a carbazolyl group, a benzoxazolyl group, a benzimidazolyl group, a benzothiazolyl group, a benzocarbazolyl group, a benzothienyl group, a dibenzothienyl group, a thienothiphenyl group, a benzofuranyl group, a phenanthrolinyl group, an isoxazolyl group, a thiadiazolyl group, a phenothiazinyl group, a silafluorenyl group, a dibenzofuranyl group, and an N-phenylcarbazolyl group, an N-pyridylcarbazolyl group, an N-methylcarbazolyl group, and the like, without being limited thereto.

[0048] In the present application, the heteroarylene group refers to a divalent group formed by further losing a hydrogen atom from a heteroaryl group.

[0049] In the present application, a substituted heteroaryl group may be a heteroaryl group in which one or more hydrogen atoms are replaced by groups such as deuterium, a halogen group, a cyano group, a cycloalkyl group, a trialkylsilyl group, an alkyl group, a haloalkyl group, a deuterated alkyl group, an aryl group, or a heteroaryl group. It should be understood that the number of carbon atoms in the substituted heteroaryl group refers to the total number of carbon atoms in the heteroaryl group and the substituents on the heteroaryl group.

[0050] In the present application, specific examples of the aryl group as a substituent in L and Ar include, but are not limited to, phenyl, biphenyl, naphthyl, and the like.

[0051] In the present application, the fluorenyl group may be substituted by one or more substituents. In the case where the fluorenyl group is substituted, the substituted fluorenyl group may be: etc., but not limited thereto.

[0052] In the present application, specific examples of heteroaryl groups as substituents in L and Ar include, but are not limited to, dibenzofuranyl, dibenzothiophenyl, carbazolyl, and the like.

[0053] In the present application, the number of carbon atoms in the alkyl group with a carbon number of 1 to 10 can be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10. Specific examples of the alkyl group include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, n-heptyl, n-octyl, 2-ethylhexyl, nonyl, decyl, 3,7-dimethyloctyl, and the like.

[0054] In the present application, the halogen group may be, for example, fluorine, chlorine, bromine, or iodine.

[0055] In the present application, specific examples of trialkylsilyl include, but are not limited to, trimethylsilyl, triethylsilyl, and the like.

[0056] In the present application, specific examples of the haloalkyl group include, but are not limited to, trifluoromethyl.

[0057] In the present application, specific examples of deuterated alkyl groups include, but are not limited to, trideuterated methyl groups.

[0058] In this application, no single bond extending from the ring system is involved in the positioning of the connecting bond. It means that one end of the connecting bond can be connected to any position in the ring system that the bond passes through, and the other end is connected to the rest of the compound molecule.

[0059] For example, as shown in the following formula (f), the naphthyl group represented by formula (f) is connected to other positions of the molecule through two non-positional connecting bonds that pass through the bicyclic ring, and its meaning includes any possible connection method shown in formulas (f-1) to (f-10).

[0060] For another example, as shown in the following formula (X'), the dibenzofuranyl group represented by formula (X') is connected to other positions in the molecule through a non-positional connecting bond extending from the middle of one side of the benzene ring, and the meaning represented by it includes any possible connection method shown in formulas (X'-1) to (X'-4).

[0061] A non-positional substituent as used herein refers to a substituent connected via a single bond extending from the center of the ring system, indicating that the substituent can be attached at any possible position within the ring system. For example, as shown in Formula (Y) below, the substituent R' represented by Formula (Y) is connected to the quinoline ring via a non-positional bond, and its meaning includes any possible connection method shown in Formulas (Y-1) to (Y-7).

[0062] In some embodiments, L is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 18 carbon atoms, and a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms. For example, L is selected from a substituted or unsubstituted arylene group having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, or 18 carbon atoms, and a substituted or unsubstituted heteroarylene group having 12, 13, 14, 15, 16, 17, or 18 carbon atoms.

[0063] Optionally, the substituents in L are the same or different and are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, a deuterated alkyl group having 1 to 5 carbon atoms, a trialkylsilyl group having 3 to 9 carbon atoms, or a phenyl group.

[0064] In some embodiments, L is selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted dibenzothiophenylene group, or a substituted or unsubstituted carbazolylene group.

[0065] Optionally, the substituents in L are the same or different and are each independently selected from deuterium, fluorine, cyano, trifluoromethyl, trideuterated methyl, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl or phenyl.

[0066] In some embodiments, L is selected from a single bond, a substituted or unsubstituted group V, and the unsubstituted group V is selected from the group consisting of:

[0067] The substituted group V has one or more substituents, each substituent is the same or different, and each substituent is independently selected from deuterium, fluorine, cyano, trifluoromethyl, trideuterated methyl, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl or phenyl.

[0068] In some embodiments, L is selected from the group consisting of a single bond or the following groups:

[0069] In some embodiments, L is selected from the group consisting of a single bond or the following groups:

[0070] In some embodiments, Ar is selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, or a substituted or unsubstituted heteroaryl group having 12 to 18 carbon atoms. For example, Ar is selected from a substituted or unsubstituted aryl group having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, or 25 carbon atoms, or a substituted or unsubstituted heteroaryl group having 12, 13, 14, 15, 16, 17, or 18 carbon atoms.

[0071] Optionally, the substituents in Ar are the same or different and are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, a deuterated alkyl group having 1 to 5 carbon atoms, a trialkylsilyl group having 3 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, a deuterated aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms.

[0072] In some embodiments, Ar is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl.

[0073] Optionally, the substituents in Ar are the same or different and are each independently selected from deuterium, fluorine, cyano, trifluoromethyl, trideuteromethyl, trimethylsilyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, pentadeuterophenyl or naphthyl.

[0074] In some embodiments, Ar is selected from a substituted or unsubstituted group W, and the unsubstituted group W is selected from the group consisting of:

[0075] The substituted group W has one or more substituents, each substituent is the same or different and is independently selected from deuterium, fluorine, cyano, trifluoromethyl, trideuteromethyl, trimethylsilyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, pentadeuterophenyl or naphthyl.

[0076] In some embodiments, Ar is selected from the group consisting of:

[0077] In some embodiments, Ar is selected from the group consisting of:

[0078] In some embodiments, R1, R2, R3 and R4 are the same or different and are each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl or substituted or unsubstituted phenanthrenyl.

[0079] Optionally, the substituents in R1, R2, R3 and R4 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl or trideuterated methyl.

[0080] In some embodiments, R1, R2, R3 and R4 are the same or different and are each independently selected from a substituted or unsubstituted group Y, wherein the unsubstituted group Y is selected from the group consisting of:

[0081] The substituted group Y has one or more substituents, each substituent is the same or different, and each is independently selected from deuterium, a halogen group, a cyano group, a methyl group, an ethyl group, an isopropyl group, a tert-butyl group, a trifluoromethyl group or a trideuterated methyl group.

[0082] In some embodiments, R1, R2, R3 and R4 are the same or different and are each independently selected from the group consisting of:

[0083] In some embodiments, R1, R2, R3 and R4 are the same or different and are each independently selected from the group consisting of:

[0084] In some embodiments, R m and R n are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl or trideuterated methyl.

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

[0086] In some embodiments, in Formula I are the same or different and are each independently selected from the group consisting of:

[0087] In some embodiments, in Formula I Selected from the following groups:

[0088] Optionally, in Formula I Selected from the following groups:

[0089] Specifically, the organic compound can be selected from the group consisting of the following compounds:

[0090] In a second aspect, the present application provides an electronic component comprising an anode and a cathode arranged opposite to each other, and a functional layer arranged between the anode and the cathode; the functional layer comprises the organic compound of the first aspect of the present application.

[0091] Optionally, the functional layer includes a luminescence adjustment layer, and the luminescence adjustment layer includes the organic compound of the present application.

[0092] Optionally, the electronic component is an organic electroluminescent device or a photoelectric conversion device.

[0093] In the present application, the organic electroluminescent device may be a blue organic electroluminescent device, a red organic electroluminescent device or a green organic electroluminescent device.

[0094] Further optionally, the organic electroluminescent device is a red organic electroluminescent device.

[0095] In one embodiment, the electronic component is an organic electroluminescent device, as shown in FIG1 , which may include a stacked anode 100 , a hole transport layer 321 , a luminescence adjustment layer 322 , an organic light-emitting layer 330 , an electron transport layer 350 and a cathode 200 .

[0096] Optionally, the anode 100 includes the following anode materials, preferably materials with a large work function that facilitates hole injection into the functional layer. Specific examples of anode materials include: metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold, or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but are not limited thereto. Preferably, a transparent electrode comprising indium tin oxide (ITO) is included as the anode.

[0097] Optionally, the hole transport layer includes one or more hole transport materials, which may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds. This application does not make special provisions for this. For example, the hole transport layer material is selected from the group consisting of the following compounds:

[0098] In one specific embodiment, the hole transport layer 321 is compound HT-1.

[0099] In a specific embodiment, the luminescence adjustment layer 322 is the compound of the present application.

[0100] Alternatively, the organic light-emitting layer 330 may be composed of a single light-emitting layer material, or may include a host material and a guest material. Alternatively, the organic light-emitting layer 330 may be composed of a host material and a guest material. Holes and electrons injected into the organic light-emitting layer 330 may recombine in the organic light-emitting layer 330 to form excitons. The excitons transfer energy to the host material, and the host material transfers energy to the guest material, thereby enabling the guest material to emit light.

[0101] The main material of the organic light-emitting layer 330 can be a metal chelate compound, a bisphenylethylene derivative, an aromatic amine derivative, a dibenzofuran derivative or other types of materials, which are not particularly limited in this application. The main material can be a single main material or a mixed main material.

[0102] In a specific embodiment, the main material of the organic light emitting layer 330 is RH-1

[0103] The guest material of the organic light-emitting layer 330 can be selected according to the prior art, for example, it can be selected from iridium (III) organometallic complexes, platinum (II) organometallic complexes, ruthenium (II) complexes, etc. Specific examples of the guest material include but are not limited to:

[0104] In one embodiment, the guest material of the organic light-emitting layer 330 is RD-1.

[0105] Optionally, the electron transport layer 350 can be a single-layer structure or a multi-layer structure, which can include one or more electron transport materials. The electron transport material can generally include a metal complex or / and a nitrogen-containing heterocyclic derivative, wherein the metal complex material can be selected from, for example, LiQ, Alq3, etc.; the nitrogen-containing heterocyclic derivative can be an aromatic ring having a nitrogen-containing six-membered ring or five-membered ring skeleton, a condensed aromatic ring compound having a nitrogen-containing six-membered ring or five-membered ring skeleton, etc. Specific examples include but are not limited to 1,10-phenanthroline compounds such as Bphen, NBphen, ET-1, BimiBphen, or anthracene compounds, triazines or pyrimidine compounds containing hetero-nitrogen aromatic groups as shown below. Specific examples of the nitrogen-containing heterocyclic derivatives used for electron transport materials include but are not limited to:

[0106] In one specific embodiment, electron transport layer 350 is composed of ET-1 and LiQ.

[0107] In the present application, cathode 200 may include a cathode material having a small work function that 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 containing magnesium and silver is used as the cathode.

[0108] Optionally, as shown in FIG1 , a hole injection layer 310 is further provided 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 made of a benzidine derivative, a starburst arylamine compound, a phthalocyanine derivative, or other materials, and this application does not impose any particular limitation thereto. For example, the compound contained in the hole injection layer 310 is selected from the group consisting of the following compounds:

[0109] In one embodiment, the hole injection layer 310 is F4-TCNQ.

[0110] Optionally, as shown in FIG1 , a hole blocking layer 340 is provided between the organic light emitting layer 330 and the electron transport layer 350 . The hole blocking layer 340 includes one or more hole blocking materials, which is not particularly limited in the present application.

[0111] In one embodiment, the hole blocking layer 340 is compound HB-1

[0112] Optionally, as shown in FIG1 , an electron injection layer 360 is further provided 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 an inorganic material such as an alkali metal sulfide or an alkali metal halide, or may include a complex of an alkali metal and an organic compound. For example, the electron injection layer 360 includes ytterbium (Yb).

[0113] Optionally, a cathode protection layer is provided on the cathode 200 .

[0114] In one embodiment, the cathode protection layer comprises compound CP-1

[0115] According to another embodiment, the electronic component is a photoelectric conversion device. As shown in FIG3 , the photoelectric conversion device may include an anode 100 and a cathode 200 disposed opposite each other, and a functional layer 300 disposed between the anode 100 and the cathode 200; the functional layer 300 includes the organic compound provided in this application.

[0116] According to a specific embodiment, as shown in Figure 3, the photoelectric conversion device includes an anode 100, a hole transport layer 321, a photoelectric conversion layer 370, an electron transport layer 350 and a cathode 200 stacked in sequence. Optionally, the hole transport layer 321 comprises the organic compound of the present application.

[0117] Alternatively, the photoelectric conversion device may be a solar cell, in particular an organic thin-film solar cell. For example, in one embodiment of the present application, the solar cell comprises an anode, a hole transport layer, a photoelectric conversion layer, an electron transport layer, and a cathode stacked in sequence, wherein the hole transport layer comprises the organic compound of the present application.

[0118] In a third aspect, the present application provides an electronic device comprising the electronic component provided in the second aspect of the present application.

[0119] According to one embodiment, as shown in FIG2 , the electronic device is a first electronic device 400, which includes the organic electroluminescent device described above. The first electronic device 400 may be, for example, a display device, a lighting device, an optical communication device, or other types of electronic devices, including but not limited to computer screens, mobile phone screens, televisions, electronic paper, emergency lighting, optical modules, and the like.

[0120] According to another embodiment, as shown in FIG4 , the electronic device is a second electronic device 500, which includes the above-mentioned photoelectric conversion device. The second electronic device 500 can be, for example, a solar power generation device, a photodetector, a fingerprint recognition device, an optical module, a CCD camera, or other types of electronic devices.

[0121] The synthesis method of the organic compound of the present application is specifically described below with reference to synthesis examples, but the present application is not limited thereto.

[0122] The compounds whose synthesis methods are not mentioned in this application are all raw materials obtained through commercial channels.

[0123] Synthesis example

[0124] (1.1) Synthesis of IM IA:

[0125] ① Under nitrogen, place 1-bromo-3-chloro-2-iodobenzene (50 g, 157.55 mmol), phenylboric acid (19.21 g, 157.55 mmol), potassium carbonate (54.44 g, 393.89 mmol), ethylene glycol dimethyl ether (400 mL), and water (100 mL) in a 1 L three-necked flask. Stir and heat to 50-60°C. Rapidly add bis(triphenylphosphine)palladium dichloride (1.11 g, 1.58 mmol). After addition, continue heating to 70-75°C and reflux for 16 h. After the reaction was completed, the temperature was lowered to room temperature. After the reaction solution was separated from the water, the resulting organic phase was distilled under reduced pressure until there was no solvent. It was then dissolved with dichloromethane and washed with water until neutral. After drying over anhydrous sodium sulfate, the sample was dry-mixed and passed through a silica gel column, eluted with n-heptane, and the product was collected and concentrated to obtain a white oil IM IA-1 (24.17 g, yield: 57.34%), LC>99%.

[0126] ② Under nitrogen, IM IA-1 (24 g, 89.70 mmol), phenylboronic acid (12.03 g, 98.67 mmol), potassium carbonate (30.99 g, 224.26 mmol), ethylene glycol dimethyl ether (192 mL), and water (48 mL) were added to a 500 mL three-necked flask. Stirring was initiated and the temperature was raised to 50°C-60°C. Bis(triphenylphosphine)palladium dichloride (0.63 g, 0.90 mmol) was quickly added. After addition, the temperature was raised to 70°C-75°C and refluxed for 9 h. After the reaction was complete, the mixture was cooled to room temperature. After separation of the water, the resulting organic phase was distilled under reduced pressure until free of solvent, then dissolved in dichloromethane and washed with water until neutral. After drying over anhydrous sodium sulfate, the sample was dry-mixed and passed through a silica gel column, eluted with n-heptane, and the product was collected and concentrated to obtain IM IA (15 g, yield: 63.16%) as a white solid with a LC-MS of >99%.

[0127] IM IB, IM IC, IM ID, IM IE, IM IF, IM IG, IM IH, and IM II in Table 1 were prepared by the same method as IM IA, except that starting material 1 was used to replace 1-bromo-3-chloro-2-iodobenzene in step ①, starting material 2 was used to replace phenylboronic acid in step ①, and starting material 3 was used to replace phenylboronic acid in step ②. The main starting materials used, the synthesized intermediates, and the yields of the final step are listed in Table 1.

[0128] Table 1

[0129] (1.2) Synthesis of compound 1:

[0130] ③ Under nitrogen, place IM IA (10 g, 37.77 mmol), 2-amino-9,9-dimethylfluorene (7.91 g, 37.77 mmol), and toluene (150 mL) in a 250 mL three-necked flask. Heat to 110°C. Once the raw materials dissolve, cool to approximately 80°C. Add tris(dibenzylideneacetone)dipalladium (0.35 g, 0.38 mmol), 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.36 g, 0.75 mmol), and sodium tert-butoxide (5.44 g, 56.66 mmol) sequentially. Heat to reflux and react for 2 h. Allow the reaction mixture to cool to room temperature, wash three times with water, and dry the organic phase with 10 g of anhydrous magnesium sulfate. After standing for 30 min, the catalyst was removed by silica gel column chromatography, and then the solvent was distilled off under reduced pressure on a silica gel column. The product was then recrystallized from a mixed solution of toluene / n-heptane (V / V = 1:1) to obtain IM IAN (9.79 g, yield: 59.22%) as a white powdery solid.

[0131] ④ Under nitrogen protection, IM IAN (8.26 g, 18.89 mmol), IM IA (5.00 g, 18.89 mmol), and toluene (90 mL) were added to a 250 mL three-necked flask. The temperature was raised to 110°C. After the raw materials were dissolved, the temperature was lowered to about 80°C. Tris(dibenzylideneacetone)dipalladium (0.17 g, 0.19 mmol), 2-dicyclohexylphosphine-2′,6′-dimethoxybiphenyl (0.15 g, 0.38 mmol), and sodium tert-butoxide (2.72 g, 28.33 mmol) were added in sequence. The temperature was raised to reflux and the reaction was completed for 2 h. After the reaction solution cooled to room temperature, it was washed with water five times, and the organic phase was dried over anhydrous magnesium sulfate. After standing for 30 minutes, the mixture was filtered and the filtrate was dried and purified by silica gel column chromatography. The mixture was then eluted with a mixture of n-heptane and toluene (V / V = 10:1) to obtain compound 1 (5.77 g, 45.87%) as a white solid. Mass spectrum (m / z) = 666.31 [M+H] + .

[0132] Compound X in Table 2 was prepared by the same method as compound 1, except that IMI-X was used to replace IM IA in step ③, Ar-NH2 was used to replace 2-amino-9,9-dimethylfluorene in step ③, and IMI-X was used to replace IM IA in step ④. The main raw materials used, the synthesized compound X, and its final step yield and mass spectrum are listed in Table 2.

[0133] Table 2

[0134] (2.1) Synthesis of IM LA:

[0135] ① Under nitrogen, a 500 mL three-necked flask was charged with 2-bromonaphthalene (30 g, 144.88 mmol), p-chlorophenylboronic acid (24.92 g, 169.37 mmol), tetrabutylammonium bromide (9.34 g, 28.98 mmol), potassium carbonate (45.98 g, 333.22 mmol), toluene (240 mL), ethanol (90 mL), and water (60 mL). Stirring was initiated and the temperature was raised to 50-60°C. Tetrakis(triphenylphosphine)palladium (1.67 g, 1.45 mmol) was quickly added. After addition, the temperature was raised to 75-78°C and refluxed for 8 h. After completion of the reaction, the reaction mixture was cooled to room temperature and separated. The organic phase was washed with water until neutral, dried, filtered, and concentrated. The crude product was washed with ethanol at room temperature until LC>99% and dried to obtain IM LA (28.19 g, yield: 81.52%) as a white solid.

[0136] IM LX in Table 3 was prepared using the same method as IM LA, except that starting material 4 was used instead of 2-bromonaphthalene, and starting material 5 was used instead of p-chlorophenylboronic acid. The main starting materials used, the synthesized intermediates and their yields are listed in Table 3.

[0137] Table 3

[0138] (2.2) Synthesis of IM NX:

[0139] ② Under nitrogen, a 500 mL three-necked flask was charged with 1-bromo-2-chloro-3-nitrobenzene (30 g, 126.88 mmol), 2-naphthaleneboronic acid (24.00 g, 139.56 mmol), tetrabutylammonium bromide (8.18 g, 25.37 mmol), potassium carbonate (40.27 g, 291.82 mmol), toluene (240 mL), ethanol (90 mL), and water (60 mL). Stirring was initiated and the temperature was raised to 50°C-60°C. Tetrakis(triphenylphosphine)palladium (1.47 g, 1.27 mmol) was then quickly added. After addition, the temperature was raised to reflux and the reaction was allowed to proceed for 6 h. After completion of the reaction, the reaction mixture was cooled to room temperature and separated. The organic phase was washed with water until neutral, dried, filtered, and concentrated. The crude product was then washed with ethanol at room temperature until LC>99% and dried to obtain IM NA-1 (29.83 g, yield: 82.86%) as a white solid.

[0140] ③ Under nitrogen, place IM NA-1 (29 g, 102.22 mmol), phenylboronic acid (13.71 g, 112.44 mmol), tetrabutylammonium bromide (3.29 g, 10.22 mmol), potassium carbonate (31.03 g, 224.88 mmol), 1,4-dioxane (290 mL), and water (60 mL) in a 500 mL three-necked flask. Stir and heat to 50-60°C. Rapidly add bis(di-tert-butyl-4-dimethylaminophosphine)palladium chloride (0.72 g, 1.02 mmol). After addition, continue heating to 85-88°C and reflux for 8 h. After completion of the reaction, cool the reaction mixture to room temperature and separate the layers. Distill the organic phase under reduced pressure, dissolve it in toluene, wash it with water until neutral, and then dry it. The dried organic phase was purified by column chromatography to remove the catalyst and then concentrated. The resulting crude product was recrystallized from a dichloromethane / ethanol mixture (V / V = 1:2) to a LC>99% concentration and dried to obtain a white solid IM NA-2 (25.71 g, yield: 77.3%).

[0141] ④ Under nitrogen, IM NA-2 (25.00 g, 76.84 mmol), palladium on carbon (0.41 g, 3.84 mmol), and 200 mL of dichloroethane were added to a 500 mL three-necked flask. After thorough stirring, hydrazine hydrate (7.69 g, 153.67 mmol) was added dropwise. After the addition was complete, the temperature was raised to reflux and the reaction was allowed to proceed for 4 h. After the reaction was completed, the reaction solution was cooled to room temperature and directly passed through a silica gel column, eluted with dichloroethane, and the product was collected and concentrated to obtain IM NA-3 (13.43 g, yield: 59.17%) as a white solid.

[0142] ⑤ Under nitrogen protection, IM IC (10 g, 31.76 mmol), IM NA-3 (9.381 g, 31.76 mmol) and 100 mL of toluene were added to a 250 mL three-necked flask, and the temperature was raised to 110 ° C. After the raw materials were dissolved, the temperature was lowered to about 80 ° C. Tris(dibenzylideneacetone)dipalladium (0.29 g, 0.32 mmol), 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (0.30 g, 0.63 mmol) and sodium tert-butoxide (4.58 g, 31.76 mmol) were added in sequence, and the temperature was raised to reflux. The reaction was completed for 2 h. The reaction solution was cooled to room temperature, washed with water three times, dried over anhydrous magnesium sulfate, and allowed to stand for 30 min. The catalyst was removed by silica gel column chromatography. The solvent was removed by vacuum distillation through the silica gel column, and then recrystallized using a mixed solution of toluene / n-heptane (V / V = 1:1) to obtain IM NA (11.72 g, yield: 64.32%) as a white solid powder.

[0143] IM NX in Table 4 was synthesized using the same method as IM NA, except that starting material 6 was used to replace 2-naphthaleneboronic acid in step ②, starting material 7 was used to replace phenylboronic acid in step ③, and IM IX was used to replace IM IC in step ⑤. The main starting materials used, the synthesized intermediates, and the final step yields are listed in Table 4.

[0144] Table 4

[0145] (2.3) Synthesis of compound 36:

[0146] ⑥ Under nitrogen protection, IM NA (11 g, 19.17 mmol), IM LA (4.58 g, 19.17 mmol) and toluene (110 mL) were added to a 250 mL three-necked flask, the temperature was raised to 110 ° C. After the raw materials were dissolved, the temperature was lowered to about 80 ° C. Tris(dibenzylideneacetone)dipalladium (0.17 g, 0.19 mmol), 2-dicyclohexylphosphine-2′,6′-dimethoxybiphenyl (0.16 g, 0.38 mmol) and sodium tert-butoxide (2.76 g, 28.76 mmol) were added in sequence, the temperature was raised to reflux, and the reaction was completed for 3 h. The reaction mixture was cooled to room temperature, washed with water five times, dried over anhydrous magnesium sulfate, allowed to stand for 30 minutes, and then filtered. The sample was dry-mixed and the product was separated by silica gel column chromatography. The product was then eluted with a mixture of n-heptane and toluene (V / V = 10:1) to obtain compound 1 (6.16 g, yield: 41.40%) as a white solid. Mass spectrum (m / z) = 776.33 [M+H] + .

[0147] Compound X in Table 5 was prepared using the same method as compound 36, except that IM LX was used instead of IM LA, and IM NX was used instead of IMN-A. The main starting materials used, the synthesized compounds, their yields and mass spectra are listed in Table 5.

[0148] Table 5

[0149] The NMR data of some compounds are shown in Table 6:

[0150] Table 6

[0151] Fabrication and evaluation of organic electroluminescent devices

[0152] Example 1: Red organic electroluminescent device

[0153] The device was prepared by the following process:

[0154] The thickness of ITO / Ag / ITO is On the experimental substrate, ultraviolet, ozone and O2:N2 plasma were used for surface treatment to increase the work function of the anode, and the surface of the experimental substrate was cleaned with an organic solvent to remove impurities and oil stains on the surface of the experimental substrate.

[0155] Compound F4-TCNQ was evaporated on the experimental substrate to form a thickness of The hole injection layer is then deposited with compound HT-1 to form a hole injection layer with a thickness of hole transport layer.

[0156] The compound 1 of the present application is evaporated on the hole transport layer to form a layer with a thickness of Glow adjustment layer.

[0157] On the luminescence adjustment layer, compound RH-1 and compound RD-1 were co-evaporated at an evaporation rate ratio of 98%:2% to form a film with a thickness of organic light-emitting layer.

[0158] Compound HB-1 was vacuum evaporated on the organic light emitting layer to form a layer with a thickness of hole blocking layer.

[0159] Then, compound ET-1 and LiQ were co-evaporated on the hole blocking layer at an evaporation rate ratio of 50%:50% to form a layer with a thickness of electron transport layer.

[0160] Yb is evaporated on the electron transport layer to form a layer with a thickness of electron injection layer.

[0161] On the electron injection layer, Mg and Ag were co-evaporated at an evaporation rate ratio of 10%:90% to form a layer with a thickness of cathode.

[0162] Compound CP-1 is evaporated on the cathode to form a thickness of The cathode protection layer is formed, thereby completing the preparation of the red organic electroluminescent device.

[0163] Example 2 to Example 24:

[0164] A red organic electroluminescent device was prepared using the same method as in Example 1, except that the compound in Table 7 was used instead of Compound 1 in Example 1 when preparing the luminescence adjustment layer.

[0165] Comparative Examples 1 to 4:

[0166] A red organic electroluminescent device was prepared using the same method as in Example 1, except that Compound A, Compound B, Compound C, and Compound D were used instead of Compound 1 in Example 1 when preparing the luminescence adjustment layer.

[0167] In the preparation of the organic electroluminescent device, the structures of the materials used in the comparative examples and the examples are as follows:

[0168] The performance of the organic electroluminescent devices prepared in Examples 1 to 24 and Comparative Examples 1 to 3 was tested. Specifically, at 15 mA / cm 2The IVL performance (operating voltage, current efficiency and color coordinates) of the device was tested under the conditions of T95 device life at 20mA / cm 2 The test was carried out under the conditions of , and the test results are shown in Table 7 below.

[0169] Table 7

[0170] As shown in Table 7 above, compared with the organic electroluminescent devices of Comparative Examples 1 to 4, the performance of the organic electroluminescent devices of Examples 1 to 24 is further improved, mainly manifested in that the voltage of the device is reduced by at least 0.23 V, the luminous efficiency is increased by at least 13.8%, and the T95 life is increased by at least 11.5%.

[0171] Among them, compared with the device of compound B, the device performance of the embodiment of the present application has been significantly improved. This may be because after the dibenzothiophene group is used as a substituent on the disubstituted phenyl group, the sulfur atom has a lone electron pair and a high electron cloud density, which interacts with the other 2,3-diaryl-substituted benzene in the triarylamine, which will promote the strengthening of the molecular binding of holes, making it easy for the device to cause charge accumulation during operation, thereby causing the performance of the device to decline.

[0172] Among them, compared with the device of compound C, the device performance of the embodiment of the present application has been significantly improved. This may be because a dimethylfluorenyl group is introduced as a substituent on the disubstituted phenyl group. Based on the electron-donating properties of the two methyl groups at the 9-position of fluorene, the hole binding of the molecule is enhanced. At the same time, the dimethylfluorenyl group prolongs the overall configuration relaxation of the molecule, which leads to a decrease in the performance of the device.

[0173] The preferred embodiments of the present application are described in detail above. However, the present application is not limited to the specific details of the above embodiments. Within the technical concept of the present application, various simple modifications can be made to the technical solution of the present application, and these simple modifications all fall within the scope of protection of the present application.

Claims

1. An organic compound, characterized in that The organic compound has a structure shown in Formula I: Wherein, L is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms; Ar is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; R1, R2, R3 and R4 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 14 carbon atoms; The substituents in R1, R2, R3, and R4 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a halogenated alkyl group having 1 to 5 carbon atoms, or a deuterated alkyl group having 1 to 5 carbon atoms; The substituents in L and Ar are the same or different and are independently selected from deuterium, a halogen group, a cyano group, a trialkylsilyl group having 3 to 12 carbon atoms, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms; R m and R n are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a halogenated alkyl group having 1 to 5 carbon atoms or a deuterated alkyl group having 1 to 5 carbon atoms; m stands for R m The number of R is selected from 0, 1, 2 or 3; and when m is greater than 1, any two R m Same or different; n represents R n The number of R n Same or different.

2. The organic compound according to claim 1, characterized in that L is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 18 carbon atoms, and a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms; Optionally, the substituents in L are the same or different and are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, a deuterated alkyl group having 1 to 5 carbon atoms, a trialkylsilyl group having 3 to 9 carbon atoms, or a phenyl group.

3. The organic compound according to claim 1, characterized in that L is selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted phenanthrylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted dibenzothienylene group, and a substituted or unsubstituted carbazolylene group; Optionally, the substituents in L are the same or different and are each independently selected from deuterium, fluorine, cyano, trifluoromethyl, trideuterated methyl, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl or phenyl.

4. The organic compound according to claim 1, characterized in that L is selected from a single bond or the group consisting of:

5. The organic compound according to claim 1, characterized in that Ar is selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, and a substituted or unsubstituted heteroaryl group having 12 to 18 carbon atoms; Optionally, the substituents in Ar are the same or different and are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, a deuterated alkyl group having 1 to 5 carbon atoms, a trialkylsilyl group having 3 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms, a deuterated aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms.

6. The organic compound according to claim 1, characterized in that Ar is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl; Optionally, the substituents in Ar are the same or different and are each independently selected from deuterium, fluorine, cyano, trifluoromethyl, trideuterated methyl, trimethylsilyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, pentadeuterated phenyl or naphthyl.

7. The organic compound according to claim 1, characterized in that Ar is selected from the group consisting of:

8. The organic compound according to claim 1, characterized in that R1, R2, R3 and R4 are the same or different and are each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl or substituted or unsubstituted phenanthrenyl; Optionally, the substituents in R1, R2, R3 and R4 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl or trideuterated methyl.

9. The organic compound according to claim 1, characterized in that R1, R2, R3 and R4 are the same or different and are each independently selected from the group consisting of:

10. The organic compound according to claim 1, characterized in that In Formula I The same or different, and each independently selected from the group consisting of the following groups:

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

12. 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 contains the organic compound according to any one of claims 1 to 11.

13. The electronic component according to claim 12, characterized in that: The functional layer includes a luminescence adjustment layer, and the luminescence adjustment layer contains the organic compound; Optionally, the electronic component is an organic electroluminescent device or a photoelectric conversion device.

14. An electronic device comprising the electronic component according to claim 12 or 13.

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