Organic compound, electronic element and electronic device

Abstract

The invention relates to an organic compound, an electronic element, and an electronic device. The organic compound provided by the invention has a structure as shown in the formula I. When the organic compound is applied to an electronic element, the performance of the device can be remarkably improved. # imgabs0 #

Description

Technical Field

[0001] The present application relates to the field of organic electroluminescence, and particularly to an organic compound, an electronic component, and an electronic device. Background Art

[0002] An organic electroluminescent device, also known as an organic light-emitting diode (OLED), refers to the phenomenon that an organic light-emitting material emits light under the action of an electric field and is excited by an electric current. Compared with other display technologies, OLED technology has the advantages of a wide viewing angle, fast response speed, low driving voltage, a wide applicable display temperature range, and full-color display from the blue light to the red light spectral region.

[0003] At present, the research on OLED has been very in-depth. The OLED optoelectronic functional materials applied to OLED devices can be classified into charge injection and transport materials and light-emitting materials according to their uses; according to the functions of each layer of materials, the charge injection and transport materials can also be divided into electron injection and transport materials, electron blocking materials, hole injection and transport materials, and hole blocking materials; therefore, the OLED optoelectronic functional material film layer constituting the OLED device includes at least two or more structures, and the OLED device structure applied in the industry includes a hole injection layer, a hole transport layer, a light-emitting adjustment layer, a light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and other multiple film layers. By adjusting the energy level matching of each functional layer material and the light-emitting host material, holes and electrons can be gathered in the light-emitting host layer to collide, and the light-emitting material can be excited to emit light. However, at present, it is still necessary to further improve the performance of OLED displays, such as the working voltage, luminous efficiency, and display life. Among them, it is very necessary to design and develop a light-emitting adjustment layer material with excellent performance and apply it to an organic electroluminescent device to effectively improve the comprehensive application performance of the device. Summary of the Invention

[0004] 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.

[0005] The first aspect of the present application provides an organic compound having the structure shown in Formula I:

[0006]

[0007] Wherein, L is selected from a single bond, a substituted or unsubstituted arylene with 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene with 3 to 30 carbon atoms;

[0008] Ar is selected from a substituted or unsubstituted aryl with 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms;

[0009] R 1 、R 2 、R 3 and R 4 are the same or different and are each independently selected from substituted or unsubstituted aryl groups having 6 to 14 carbon atoms;

[0010] R 1 、R 2 、R 3 、R 4 The substituents in 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;

[0011] 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;

[0012] 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 haloalkyl group having 1 to 5 carbon atoms, or a deuterated alkyl group having 1 to 5 carbon atoms;

[0013] m represents the number of R m , m is selected from 0, 1, 2 or 3; and when m is greater than 1, any two R m are the same or different;

[0014] n represents the number of R n , n is selected from 0, 1, 2 or 3; and when n is greater than 1, any two R n are the same or different.

[0015] The second aspect of the present application provides an electronic component, including an anode and a cathode arranged opposite to each other, and a functional layer disposed between the anode and the cathode; the functional layer contains the above-mentioned organic compound.

[0016] The third aspect of the present application provides an electronic device, including the electronic component described in the second aspect.

[0017] Among the organic compounds of the present application, there are two phenyl groups substituted with diaryl groups at the 2,3 positions. The triarylamine compound formed thereby can effectively improve the molecular twist degree, reduce the molecular evaporation temperature, improve the film-forming property and crystallinity of the material, thereby improving the device life. At the same time, this twisted structure will also enhance the long-range conjugation effect between the central N atom of the triarylamine compound and the three aryl / heteroaryl substituents, thereby enhancing the hole mobility and promoting the injection of carriers. At the same time, on the phenyl group substituted with diaryl groups at the 2,3 positions, the aryl substituent is selected from a phenyl group, a naphthyl group, an aryl group formed by connecting them through a single bond, and a phenanthryl group. After the phenyl group substituted with diaryl groups thus formed is connected to the central N atom of the triarylamine, the molecular reorganization energy can be effectively reduced, and the overall hole mobility of the molecule can be improved. Furthermore, 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-term stable service life. BRIEF DESCRIPTION OF THE DRAWINGS

[0018] The drawings are used to provide a 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.

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

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

[0021] Figure 3 It is a schematic structural diagram of a photoelectric conversion device according to an embodiment of the present application.

[0022] Figure 4 It is a schematic diagram of a second electronic device according to an embodiment of the present application.

[0023] DESCRIPTION OF REFERENCE NUMERALS

[0024] 100, anode; 200, cathode; 300, functional layer; 310, hole injection layer

[0025] 321, hole transport layer; 322, light emission adjustment layer; 330, organic light emitting layer; 340, hole blocking layer

[0026] 350, electron transport layer; 360, electron injection layer; 370, photoelectric conversion layer; 400, first electronic device

[0027] 500, second electronic device SPECIFIC EMBODIMENTS

[0028] Exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, the exemplary embodiments can be implemented in various 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 complete and comprehensive, and will fully convey the concept of the exemplary embodiments to those skilled in the art. The features, structures, or characteristics described may be combined in any suitable manner in one or more embodiments. In the following description, numerous specific details are provided to give a thorough understanding of the embodiments of this application.

[0029] In a first aspect, the present application provides an organic compound having a structure represented by Formula I:

[0030]

[0031] Wherein, L is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0032] 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;

[0033] R 1 、R 2 、R 3 and R 4 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 14 carbon atoms;

[0034] R 1 、R 2 、R 3 、R 4 in the substituents 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;

[0035] 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;

[0036] 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 haloalkyl group having 1 to 5 carbon atoms, or a deuterated alkyl group having 1 to 5 carbon atoms;

[0037] m represents the number of R m , and m is selected from 0, 1, 2 or 3; and when m is greater than 1, any two Rs m are the same or different;

[0038] n represents the number of R n , n is selected from 0, 1, 2 or 3; and when n is greater than 1, any two Rs n are the same or different.

[0039] In the present application, refers to a chemical bond that binds to other substituents or binding positions.

[0040] In the present application, the description methods "each... is independently", "each... is separately independently" and "each... is independently" can be interchanged and should be understood in a broad sense. It can either mean that among different groups, the specific options expressed between the same symbols do not affect each other, or it can mean that within the same group, the specific options expressed between 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, chlorine", which means that in formula Q-1, 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; in formula Q-2, each benzene ring of the biphenyl has q substituents R", the number q of the 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.

[0041] In the present application, the term "substituted or unsubstituted" means that the functional group described after this term may or may not have a substituent (hereinafter, for the sake of convenience of description, the substituent is collectively referred to as Rc). For example, "substituted or unsubstituted aryl" means an aryl having a substituent Rc or an unsubstituted aryl. Among them, the above-mentioned substituent, that is, 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, etc. The number of substituents Rc can be one or more.

[0042] In the present application, the number of carbon atoms of a substituted or unsubstituted functional group refers to all the carbon atoms. For example, if L is a substituted arylene group with 12 carbon atoms, then all the carbon atoms of the arylene group and its substituents are 12.

[0043] In the present application, an aryl group refers to an optional functional group or substituent derived from an aromatic carbocyclic ring. The aryl group can be a monocyclic aryl group (e.g., phenyl) or a polycyclic aryl group. In other words, the aryl group can be a monocyclic aryl group, a fused polycyclic aryl group, two or more monocyclic aryl groups connected by carbon-carbon bonds, a monocyclic aryl group and a fused polycyclic aryl group connected by carbon-carbon bonds, or two or more fused polycyclic aryl groups connected by carbon-carbon bonds. That is, unless otherwise specified, two or more aromatic groups connected by carbon-carbon bonds can also be regarded as the aryl group in the present application. Among them, the fused polycyclic aryl group can include, for example, a bicyclic fused aryl group (e.g., naphthyl), a tricyclic fused aryl group (e.g., phenanthryl, fluorenyl, anthryl), etc. The aryl group does not contain heteroatoms such as B, N, O, S, P, Se, and Si. For example, in the present application, biphenyl, terphenyl, spirobifluorene, etc. are aryl groups. Examples of the aryl group can include, but are not limited to, phenyl, naphthyl, spirobifluorene, anthryl, phenanthryl, biphenyl, terphenyl, etc.

[0044] In the present application, the arylene group involved refers to a divalent group formed by further removing one hydrogen atom from the aryl group.

[0045] In the present application, the substituted aryl group can be one or more than two hydrogen atoms in the aryl group 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 of 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 refers to the total number of carbon atoms of the aryl group and the substituents is 18.

[0046] In the present application, a heteroaryl group is a monovalent aromatic ring or its derivative 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. The heteroaryl group can be a monocyclic heteroaryl group or a polycyclic heteroaryl group. In other words, the heteroaryl group can be a single aromatic ring system or a plurality of aromatic ring systems connected by carbon-carbon bonds, and any aromatic ring system is an aromatic monocyclic ring or an aromatic fused ring. Exemplarily, the heteroaryl group can include, but is not limited to, thienyl, furyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridinyl, pyridazinyl, pyrazinyl, quinolinyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolinyl, indolyl, carbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, thienothienyl, benzofuryl, phenanthrolinyl, isoxazolyl, thiadiazolyl, phenothiazinyl, silafluorene, dibenzofuryl, and N-phenylcarbazolyl, N-pyridylcarbazolyl, N-methylcarbazolyl, etc.

[0047] In the present application, the heteroarylene involved refers to a divalent group formed by further removing a hydrogen atom from a heteroaryl.

[0048] In the present application, the substituted heteroaryl may be one or more than two hydrogen atoms in the heteroaryl being substituted by groups such as deuterium, halogen group, cyano group, cycloalkyl group, trialkylsilyl group, alkyl group, haloalkyl group, deuterated alkyl group, aryl group or heteroaryl group. It should be understood that the number of carbon atoms of the substituted heteroaryl refers to the total number of carbon atoms of the heteroaryl and the substituents on the heteroaryl.

[0049] 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, etc.

[0050] 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.

[0051] In the present application, specific examples of the heteroaryl group as a substituent in L and Ar include, but are not limited to, dibenzofuranyl, dibenzothiophenyl, carbazolyl, etc.

[0052] In the present application, the number of carbon atoms of the alkyl group having 1 to 10 carbon atoms may be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 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, etc.

[0053] In the present application, the halogen group may be, for example, fluorine, chlorine, bromine, iodine.

[0054] In the present application, specific examples of the trialkylsilyl group include, but are not limited to, trimethylsilyl, triethylsilyl, etc.

[0055] In the present application, specific examples of the haloalkyl group include, but are not limited to, trifluoromethyl.

[0056] In the present application, specific examples of the deuterated alkyl group include, but are not limited to, trideuteriomethyl.

[0057] In the present application, the single bond extending from the ring system involved in the non-positioning connecting bond It means that one end of the connecting bond can be connected to any position in the ring system penetrated by the bond, and the other end is connected to the rest of the compound molecule.

[0058] For example, as shown in formula (f) below, the naphthyl group represented by formula (f) is connected to other positions of the molecule through two non-positioning connecting bonds penetrating the bicyclic ring, and its meaning includes any possible connection mode shown in formulas (f-1) to (f-10).

[0059]

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

[0061]

[0062] The non-positioning substituent in the present application refers to a substituent connected through a single bond extending from the center of the ring system, indicating that the substituent can be connected at any possible position in the ring system. For example, as shown in formula (Y) below, the substituent R' represented by formula (Y) is connected to the quinoline ring through a non-positioning connecting bond, and its meaning includes any possible connection mode shown in formulas (Y-1) to (Y-7).

[0063]

[0064] 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 independently 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.

[0065] 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.

[0066] 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 phenanthrylene 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, and a substituted or unsubstituted carbazolylene group.

[0067] Optionally, the substituents in L are the same or different and are each independently selected from deuterium, fluorine, cyano, trifluoromethyl, trideuteriomethyl, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl or phenyl.

[0068] 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 the following groups:

[0069]

[0070] Wherein, the substituted group V has one or more than two substituents, and the substituents are the same or different and are each independently selected from deuterium, fluorine, cyano, trifluoromethyl, trideuteriomethyl, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl or phenyl.

[0071] In some embodiments, L is selected from a single bond or the group consisting of the following groups:

[0072]

[0073] In some embodiments, L is selected from the group consisting of the following groups:

[0074]

[0075] In some embodiments, Ar is selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, a substituted or unsubstituted heteroaryl group having 12 to 18 carbon atoms. For example, Ar 1 and Ar 2 are the same or different and are each independently 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, a substituted or unsubstituted heteroaryl group having 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0076] 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.

[0077] 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 phenanthryl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl.

[0078] Optionally, the substituents in Ar are the same or different and are each independently selected from deuterium, fluorine, cyano, trifluoromethyl, trideuteriomethyl, trimethylsilyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, pentadeuteriophenyl or naphthyl.

[0079] In some embodiments, Ar is selected from substituted or unsubstituted group W, and the unsubstituted group W is selected from the group consisting of the following groups:

[0080]

[0081] Wherein, the substituted group W has one or more than two substituents, and the substituents are the same or different and are each independently selected from deuterium, fluorine, cyano, trifluoromethyl, trideuteriomethyl, trimethylsilyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, pentadeuteriophenyl or naphthyl.

[0082] In some embodiments, Ar is selected from the following groups:

[0083]

[0084] In some embodiments, Ar is selected from the group consisting of the following groups:

[0085]

[0086]

[0087] In some embodiments, R 1 , R 2 , R 3 and R 4 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 phenanthryl.

[0088] Optionally, the substituents in R 1 , R 2 , R 3 and R 4 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl or trideuteriomethyl.

[0089] In some embodiments, R 1 , R2 , R 3 and R 4 are the same or different and are each independently selected from substituted or unsubstituted group Y, and the unsubstituted group Y is selected from the group consisting of the following groups:

[0090]

[0091] Wherein, the substituted group Y has one or more than two substituents, each substituent is the same or different, and 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 trideuteriomethyl group.

[0092] In some embodiments, R 1 , R 2 , R 3 and R 4 are the same or different and are each independently selected from the group consisting of the following groups:

[0093]

[0094] In some embodiments, R 1 , R 2 , R 3 and R 4 are the same or different and are each independently selected from the group consisting of the following groups:

[0095]

[0096]

[0097] In some embodiments, R m and R n are the same or different and are each independently selected from deuterium, fluorine, a cyano group, a methyl group, an ethyl group, an isopropyl group, a tert-butyl group, a trifluoromethyl group or a trideuteriomethyl group.

[0098] In some embodiments, in Formula 1 are the same or different and are each independently selected from the group consisting of the following groups:

[0099]

[0100] In some embodiments, in Formula 1 are the same or different and are each independently selected from the group consisting of the following groups:

[0101]

[0102] In some specific embodiments, in Formula 1 is selected from the following groups:

[0103]

[0104] Optionally, in Formula 1 is selected from the following groups:

[0105]

[0106]

[0107] Specifically, the organic compound may be selected from the group consisting of the following compounds:

[0108]

[0109]

[0110]

[0111]

[0112]

[0113]

[0114] In a second aspect, the present 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 the present application.

[0115] Optionally, the functional layer includes a light emission adjustment layer, and the light emission adjustment layer contains the organic compound of the present application.

[0116] Optionally, the electronic component is an organic electroluminescent device or a photoelectric conversion device.

[0117] 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.

[0118] Further optionally, the organic electroluminescent device is a red organic electroluminescent device.

[0119] In one embodiment, the electronic component is an organic electroluminescent device, as Figure 1 shown, the organic electroluminescent device may include an anode 100, a hole transport layer 321, a light emission adjustment layer 322, an organic light emitting layer 330, an electron transport layer 350 and a cathode 200 which are stacked.

[0120] Optionally, the anode 100 includes the following anode materials, which are preferably materials with a large work function (work function) that contribute to hole injection into the functional layer. Specific examples of anode materials include: metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold, or their alloys; 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 SnO 2 ∶Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylenedioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but not limited thereto. Preferably, a transparent electrode including indium tin oxide (ITO) is included as the anode.

[0121] Optionally, the hole transport layer includes one or more hole transport materials, which can be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, and this application does not make special regulations thereon. For example, the material of the hole transport layer is selected from the group consisting of the following compounds:

[0122]

[0123] In a specific embodiment, the hole transport layer 321 is the compound HT-1.

[0124] In a specific embodiment, the light-emitting adjustment layer 322 is a compound of this application.

[0125] Optionally, the organic light-emitting layer 330 can be composed of a single light-emitting layer material or can include a host material and a guest material. Optionally, the organic light-emitting layer 330 is composed of a host material and a guest material. The holes injected into the organic light-emitting layer 330 and the electrons injected into the organic light-emitting layer 330 can recombine in the organic light-emitting layer 330 to form excitons, and 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.

[0126] The host material of the organic light-emitting layer 330 can be a metal chelate compound, a bisstyryl derivative, an aromatic amine derivative, a dibenzofuran derivative, or other types of materials, and this application does not make special restrictions thereon. The host material can be a single host material or a mixed host material.

[0127] In a specific embodiment, the host material of the organic light-emitting layer 330 is RH-1

[0128] The host material of the organic light-emitting layer 330 can be selected with reference 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 host material include, but are not limited to:

[0129]

[0130] In a specific embodiment, the host material of the organic light-emitting layer 330 is RD-1.

[0131] Optionally, the electron transport layer 350 can be a single-layer structure or a multi-layer structure, and it can include one or more electron transport materials. The electron transport materials usually can contain metal complexes or / and nitrogen-containing heterocyclic derivatives. Among them, the metal complex materials can be selected from, for example, LiQ, Alq 3 etc.; the nitrogen-containing heterocyclic derivatives can be aromatic rings with a nitrogen-containing six-membered ring or five-membered ring skeleton, fused aromatic ring compounds with a nitrogen-containing six-membered ring or five-membered ring skeleton, etc. Specific examples include, but are not limited to, 1,10-phenanthroline compounds such as Bphen, NBphen, ET-1, BimiBphen, or nitrogen-containing heteroaryl anthracene compounds, triazine compounds or pyrimidine compounds with the following structures. Specific examples of the nitrogen-containing heterocyclic derivatives used for the electron transport materials include, but are not limited to:

[0132]

[0133]

[0134] In a specific embodiment, the electron transport layer 350 is composed of ET-1 and LiQ.

[0135] In the present application, the cathode 200 can include a cathode material, which is a material with a small work function that helps the electron injection material into the functional layer. Specific examples of the cathode material include, but are not limited to, metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin and lead or their alloys; or multi-layer materials such as LiF / Al, Liq / Al, LiO 2 / Al, LiF / Ca, LiF / Al and BaF 2 / Ca. Preferably, a metal electrode containing magnesium and silver is included as the cathode.

[0136] Optionally, as Figure 1As shown, 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 can be selected from benzidine derivatives, starburst arylamine compounds, phthalocyanine derivatives or other materials, and this application does not make special restrictions on this. For example, the compound contained in the hole injection layer 310 is selected from the group consisting of the following compounds:

[0137]

[0138] In a specific embodiment, the hole injection layer 310 is F4-TCNQ.

[0139] Optionally, as Figure 1 shown, 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, and this application does not make special limitations on this.

[0140] In a specific embodiment, the hole blocking layer 340 is the compound HB-1.

[0141] Optionally, as Figure 1 shown, 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 can include inorganic materials such as alkali metal sulfides and alkali metal halides, or can include complexes of alkali metals and organic substances. For example, the electron injection layer 360 includes ytterbium (Yb).

[0142] Optionally, there is a cathode protection layer on the cathode 200.

[0143] In a specific embodiment, the cathode protection layer contains the compound CP-1.

[0144] According to another embodiment, the electronic component is a photoelectric conversion device. As Figure 3 shown, the photoelectric conversion device can include an anode 100 and a cathode 200 which are oppositely arranged, and a functional layer 300 provided between the anode 100 and the cathode 200; the functional layer 300 contains the organic compound provided by this application.

[0145] According to a specific embodiment, as Figure 3 shown, 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 which are sequentially stacked. Optionally, the hole transport layer 321 contains the organic compound of this application.

[0146] Optionally, the optoelectronic conversion device can be a solar cell, especially an organic thin-film solar cell. For example, in one embodiment of the present application, the solar cell includes an anode, a hole transport layer, an optoelectronic conversion layer, an electron transport layer, and a cathode that are sequentially stacked, wherein the hole transport layer contains the organic compound of the present application.

[0147] In a third aspect, the present application provides an electronic device, including the electronic component provided in the second aspect of the present application.

[0148] According to one embodiment, as Figure 2 shown, the electronic device is a first electronic device 400, and the first electronic device 400 includes the above-mentioned 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, and can include, for example, but not limited to, a computer screen, a mobile phone screen, a television, an electronic paper, an emergency lighting lamp, an optical module, etc.

[0149] According to another embodiment, as Figure 4 shown, the electronic device is a second electronic device 500, and the second electronic device 500 includes the above-mentioned optoelectronic 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.

[0150] The synthesis method of the organic compound of the present application will be specifically described below in combination with synthesis examples, but the present application is not limited thereto.

[0151] Compounds for which the synthesis method is not mentioned in the present application are all raw material products obtained through commercial channels.

[0152] Synthesis Example

[0153] (1.1) Synthesis of IM I-A:

[0154]

[0155] ① Under nitrogen protection, 1-bromo-3-chloro-2-iodobenzene (50 g, 157.55 mmol), phenylboronic 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) were added to a 1 L three-necked flask. Stirring was started and the temperature was raised to 50 °C - 60 °C. Bis(triphenylphosphine)palladium(II) dichloride (1.11 g, 1.58 mmol) was quickly added. After addition, the temperature was further raised to 70 °C - 75 °C and the mixture was refluxed for 16 h. After the reaction was completed, the temperature was lowered to room temperature. After the reaction solution was separated into layers, the obtained organic phase was distilled under reduced pressure until no solvent remained. Subsequently, it was dissolved in dichloromethane and washed with water until neutral. After drying over anhydrous sodium sulfate, it was dry-mixed and passed through a silica gel column. Elution was carried out with n-heptane, the product spot was collected and concentrated to obtain a white oily substance IM I-A-1 (24.17 g, yield: 57.34%), LC>99%.

[0156]

[0157] ② Under nitrogen protection, IM I-A-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 started and the temperature was raised to 50 °C - 60 °C. Bis(triphenylphosphine)palladium(II) dichloride (0.63 g, 0.90 mmol) was quickly added. After addition, the temperature was further raised to 70 °C - 75 °C and the mixture was refluxed for 9 h. After the reaction was completed, the temperature was lowered to room temperature. After the reaction solution was separated into layers, the obtained organic phase was distilled under reduced pressure until no solvent remained. Subsequently, it was dissolved in dichloromethane and washed with water until neutral. After drying over anhydrous sodium sulfate, it was dry-mixed and passed through a silica gel column. Elution was carried out with n-heptane, the product spot was collected and concentrated to obtain a white solid IM I-A (15 g, yield: 63.16%), LC>99%.

[0158] IM I-B, IM I-C, IM I-D, IM I-E, IM I-F, IM I-G, IM I-H, IM I-I in Table 1 were prepared by the same method as IM I-A, except that raw material 1 was used to replace 1-bromo-3-chloro-2-iodobenzene in step ①, raw material 2 was used to replace phenylboronic acid in step ①, and raw material 3 was used to replace phenylboronic acid in step ②. Among them, the main raw materials used, the synthesized intermediates and their yields in the last step are listed in Table 1.

[0159] Table 1

[0160]

[0161]

[0162] (1.2) Synthesis of Compound 1:

[0163]

[0164] ③ Under nitrogen protection, charge IM I-A (10 g, 37.77 mmol), 2-amino-9,9-dimethylfluorene (7.91 g, 37.77 mmol), and toluene (150 mL) into a 250 mL three-necked flask. Heat the mixture to 110 °C. After the raw materials are dissolved and clarified, cool it to about 80 °C. Then, successively 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). Heat the mixture to reflux and end the reaction after 2 h. After the reaction solution cools to room temperature, wash it with water three times, and then add 10 g of anhydrous magnesium sulfate to the organic phase for drying. After standing for 30 min, remove the catalyst by silica gel column chromatography, then remove the solvent by vacuum distillation of the silica gel column liquid, and recrystallize with a mixed solution of toluene / n-heptane (V / V = 1:1) to obtain a white powdery solid IM I-A-N (9.79 g, yield: 59.22%).

[0165]

[0166] ④ Under nitrogen protection, charge IM I-A-N (8.26 g, 18.89 mmol), IM I-A (5.00 g, 18.89 mmol), and toluene (90 mL) into a 250 mL three-necked flask. Heat the mixture to 110 °C. After the raw materials are dissolved and clarified, cool it to about 80 °C. Then, successively add tris(dibenzylideneacetone)dipalladium (0.17 g, 0.19 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (0.15 g, 0.38 mmol), and sodium tert-butoxide (2.72 g, 28.33 mmol). Heat the mixture to reflux and end the reaction after 2 h. After the reaction solution cools to room temperature, wash it with water five times, and then add anhydrous magnesium sulfate to the organic phase for drying. After standing for 30 min, filter it by suction. The filtrate is dry-mixed and then purified by silica gel column chromatography, and then eluted with a mixed solution of n-heptane / toluene (V / V = 10:1) to obtain a white solid compound 1 (5.77 g, 45.87%). Mass spectrum (m / z) = 666.31 [M+H] + 。

[0167] Compound X in Table 2 was prepared by the same method as Compound 1, except that IM I-X was used to replace IM I-A in step ③, and Ar-NH 2Replace 2-amino-9,9-dimethylfluorene in Step ③, and use IMI-X to replace IMI-A in Step ④. Among them, the main raw materials used, the synthesized Compound X, its final-step yield, and mass spectrometry are listed in Table 2.

[0168] Table 2

[0169]

[0170]

[0171]

[0172]

[0173] (2.1) Synthesis of IMI-A:

[0174]

[0175] ① Under nitrogen protection, add 2-bromonaphthalene (30 g, 144.88 mmol), 4-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) into a 500 mL three-necked flask. Start stirring and heat up to 50 °C - 60 °C, and quickly add tetrakis(triphenylphosphine)palladium (1.67 g, 1.45 mmol). After adding, continue to heat up to 75 °C - 78 °C for reflux reaction for 8 h. After the reaction is completed, cool the reaction solution to room temperature and separate the liquid. Wash the organic phase with water until neutral, then dry, filter, and concentrate. The obtained crude product is boiled and washed with ethanol at room temperature until LC > 99%, and dried to obtain white solid IMI-A (28.19 g, yield: 81.52%).

[0176] Prepare IMI-X in Table 3 using the same method as IMI-A, except that raw material 4 is used to replace 2-bromonaphthalene, and raw material 5 is used to replace 4-chlorophenylboronic acid. The main raw materials used, the synthesized intermediates, and their yields are listed in Table 3.

[0177] Table 3

[0178]

[0179]

[0180] (2.2) Synthesis of IMN-X:

[0181]

[0182] ② Under nitrogen protection, 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) were added to a 500 mL three-necked flask. Stirring was started and the temperature was raised to 50 °C - 60 °C, and tetrakis(triphenylphosphine)palladium (1.47 g, 1.27 mmol) was quickly added. After addition, the temperature was further raised to reflux and the reaction was carried out for 6 h. After the reaction was completed, the reaction solution was cooled to room temperature and separated. The organic phase was washed with water until neutral, then dried, filtered and concentrated. The obtained crude product was boiled and washed with ethanol at room temperature until LC > 99%, and dried to obtain a white solid IM N-A-1 (29.83 g, yield: 82.86%).

[0183]

[0184] ③ Under nitrogen protection, IM N-A-1 (29 g, 102.22 mmol), benzeneboronic 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) were added to a 500 mL three-necked flask. Stirring was started and the temperature was raised to 50 °C - 60 °C, and bis(di-tert-butyl-4-dimethylaminophosphine)palladium chloride (0.72 g, 1.02 mmol) was quickly added. After addition, the temperature was further raised to 85 °C - 88 °C and refluxed for 8 h. After the reaction was completed, the reaction solution was cooled to room temperature and separated. The organic phase was distilled under reduced pressure, dissolved in toluene, and then washed with water until neutral and dried. The dried organic phase was concentrated after removing the catalyst by column chromatography. The obtained crude product was recrystallized with a mixed solution of dichloromethane / ethanol (V / V = 1:2) until LC > 99%, and dried to obtain a white solid IM N-A-2 (25.71 g, yield: 77.3%).

[0185]

[0186] ④ Under nitrogen protection, IM N-A-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 sufficient stirring, hydrazine hydrate (7.69 g, 153.67 mmol) was added dropwise. After the addition was completed, the temperature was raised to reflux and the reaction ended after 4 h. After the reaction ended, the reaction solution was cooled to room temperature, and the reaction solution was directly passed through a silica gel column and eluted with dichloroethane. After collecting the product spot and concentrating, a white solid IM N-A-3 (13.43 g, yield: 59.17%) was obtained.

[0187]

[0188] ⑤ Under nitrogen protection, charge 1M I-C (10 g, 31.76 mmol), 1M N-A-3 (9.381 g, 31.76 mmol) and 100 mL of toluene into a 250 mL three-necked flask. Heat up to 110 °C. After the raw materials are dissolved and clarified, cool down to about 80 °C. Then, successively add tris(dibenzylideneacetone)dipalladium(0) (0.29 g, 0.32 mmol), 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.30 g, 0.63 mmol) and sodium tert-butoxide (4.58 g, 31.76 mmol). Heat under reflux and the reaction ends after 2 h. Wait for the reaction solution to cool to room temperature, wash it with water 3 times, add anhydrous magnesium sulfate for drying, let it stand for 30 min, then remove the catalyst by silica gel column chromatography. The solution passing through the silica gel column is distilled under reduced pressure to remove the solvent, and then recrystallized with a mixed solution of toluene / n-heptane (V / V = 1:1) to obtain a white solid powder IMN-A (11.72 g, yield: 64.32%).

[0189] Synthesize IM N-X in Table 4 using the same method as IM N-A, with the difference that raw material 6 is used to replace 2-naphthaleneboronic acid in step ②, raw material 7 is used to replace phenylboronic acid in step ③, and IM I-X is used to replace IM I-C in step ⑤. The main raw materials used, the synthesized intermediates and their yields in the last step are listed in Table 4.

[0190] Table 4

[0191]

[0192]

[0193] (2.3) Synthesis of Compound 36:

[0194]

[0195] ⑥ Under nitrogen protection, 1M N-A (11 g, 19.17 mmol), 1M L-A (4.58 g, 19.17 mmol) and toluene (110 mL) were added into a 250 mL three-necked flask. After heating to 110 °C until the raw materials were completely dissolved, the temperature was lowered to about 80 °C. Then, tris(dibenzylideneacetone)dipalladium(0) (0.17 g, 0.19 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (0.16 g, 0.38 mmol) and sodium tert-butoxide (2.76 g, 28.76 mmol) were added successively. The mixture was heated to reflux for 3 h to complete the reaction. After the reaction solution was cooled to room temperature, it was washed with water 5 times, dried over anhydrous magnesium sulfate, allowed to stand for 30 min and then filtered by suction. The product was separated by silica gel column chromatography after dry mixing of the sample, and then eluted with a mixed solution of n-heptane / toluene (V / V = 10:1) to obtain a white solid compound 1 (6.16 g, yield: 41.40%). Mass spectrometry (m / z) = 776.33 [M+H] + 。

[0196] Compound X in Table 5 was prepared by the same method as compound 36, except that 1M L-X was used to replace 1M L-A and 1M N-X was used to replace 1M N-A. The main raw materials used, the synthesized compounds, their yields and mass spectra are listed in Table 5.

[0197] Table 5

[0198]

[0199]

[0200] The NMR data of some compounds are shown in Table 6:

[0201] Table 6

[0202]

[0203] Fabrication and evaluation of organic electroluminescent devices

[0204] Example 1: Red organic electroluminescent device

[0205] The device was prepared through the following process:

[0206] On an experimental substrate with the thickness of ITO / Ag / ITO being successively, surface treatment was carried out using ultraviolet, ozone and O 2 ∶N 2 plasma 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.

[0207] Compound F4-TCNQ was evaporated on the experimental substrate to form a thickness of a hole injection layer, and then compound HT-1 is evaporated on the hole injection layer to form a layer with a thickness of a hole transport layer.

[0208] Compound 1 of the present application is evaporated on the hole transport layer to form a layer with a thickness of a light emission adjustment layer.

[0209] On the light emission adjustment layer, compound RH-1 and compound RD-1 are co-evaporated at an evaporation rate ratio of 98%:2% to form a layer with a thickness of a red light emission layer.

[0210] Compound HB-1 is vacuum-evaporated on the red light emission layer to form a layer with a thickness of a hole blocking layer.

[0211] Then, on the hole blocking layer, compound ET-1 and LiQ are co-evaporated at an evaporation rate ratio of 50%:50% to form a layer with a thickness of an electron transport layer.

[0212] Yb is evaporated on the electron transport layer to form a layer with a thickness of an electron injection layer.

[0213] On the electron injection layer, Mg and Ag are co-evaporated at an evaporation rate ratio of 10%:90% to form a layer with a thickness of a cathode.

[0214] Compound CP-1 is evaporated on the cathode to form a layer with a thickness of a cathode covering layer, thus completing the preparation of a red organic electroluminescent device.

[0215] Examples 2 to 24:

[0216] A red organic electroluminescent device is prepared by the same method as in Example 1, except that in the preparation of the light emission adjustment layer, the compound in Table 7 is used to replace Compound 1 in Example 1.

[0217] Comparative Examples 1 to 4:

[0218] A red organic electroluminescent device is prepared by the same method as in Example 1, except that in the preparation of the light emission adjustment layer, Compound A, Compound B, Compound C, and Compound D are used to replace Compound 1 in Example 1.

[0219] Among them, when preparing the organic electroluminescent device, the structures of the various materials used in the comparative examples and examples are as follows:

[0220]

[0221] The organic electroluminescent devices prepared in Examples 1 to 24 and Comparative Examples 1 to 3 were subjected to performance tests. Specifically, the IVL performance (operating voltage, current efficiency, and color coordinates) of the devices was tested under the condition of 15 mA / cm 2 , and the T95 device lifetime was tested under the condition of 20 mA / cm 2 . The test results are shown in Table 7 below.

[0222] Table 7

[0223]

[0224] Referring to Table 7 above, it can be seen that compared with the organic electroluminescent devices of Comparative Examples 1 to 4, the performance of the organic electroluminescent devices of Examples 1 to 24 has been 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 lifetime is increased by at least 11.5%.

[0225] Among them, compared with the device of Compound B, the performance of the device of the embodiment of the present application has been significantly improved. This may be because after using dibenzothiophenyl as a substituent on the bis-substituted phenyl, due to the lone pair of electrons on the sulfur atom and the high electron cloud density, the interaction with the other 2,3-diaryl-substituted benzene in the triarylamine will strengthen the hole binding of the molecule, making it easy to cause charge accumulation during the operation of the device, thereby leading to a decrease in the performance of the device.

[0226] Among them, compared with the device of Compound C, the performance of the device of the embodiment of the present application has been significantly improved. This may be because introducing a dimethylfluorenyl group as a substituent on the bis-substituted phenyl, based on the electron-donating characteristics of the two methyl groups at the 9-position of fluorene, will enhance the hole binding of the molecule, and at the same time, the dimethylfluorenyl group prolongs the relaxation of the overall configuration of the molecule, thereby resulting in a decrease in the performance of the device.

[0227] The preferred embodiments of the present application have been described in detail above. However, the present application is not limited to the specific details in the above embodiments. Within the scope of the technical concept of the present application, various simple modifications can be made to the technical solutions of the present application, and these simple modifications all belong to the protection scope of the present application.

Claims

1. An organic compound, characterized in that, the organic compound has the structure shown in Formula I: wherein, L is selected from a single bond, a substituted or unsubstituted arylene having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms; Ar is selected from a substituted or unsubstituted aryl having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms; R 1 、R 2 、R 3 and R 4 are the same or different and each independently selected from substituted or unsubstituted aryl groups having 6 to 14 carbon atoms; R 1 、R 2 、R 3 、R 4 The substituents in 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; 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; R m and R n are the same or different and 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; m represents the number of R m , m is selected from 0, 1, 2 or 3; and when m is greater than 1, any two R m are the same or different; n represents the number of Rs n ; n is selected from 0, 1, 2 or 3; and when n is greater than 1, any two Rs n are the 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 having 6 to 18 carbon atoms, or a substituted or unsubstituted heteroarylene having 12 to 18 carbon atoms; optionally, the substituents in L are the same or different, and are each independently selected from deuterium, fluorine, a cyano group, 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, a substituted or unsubstituted naphthylene, a substituted or unsubstituted phenanthrylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted fluorenylene, a substituted or unsubstituted dibenzofuranylene, a substituted or unsubstituted dibenzothiophenylene, or a substituted or unsubstituted carbazolyl; optionally, the substituents in L are the same or different, and are each independently selected from deuterium, fluorine, a cyano group, trifluoromethyl, trideuteriomethyl, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, or a phenyl group.

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

5. The organic compound according to claim 1, characterized in that, Ar is selected from a substituted or unsubstituted aryl having 6 to 25 carbon atoms, or a substituted or unsubstituted heteroaryl having 12 to 18 carbon atoms; optionally, the substituents in Ar are the same or different, and are each independently selected from deuterium, fluorine, a cyano group, 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 a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted phenanthryl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted spirobifluorenyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, or a substituted or unsubstituted carbazolyl; Optionally, the substituents in Ar are the same or different and are each independently selected from deuterium, fluorine, cyano, trifluoromethyl, trideuteriomethyl, trimethylsilyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, pentadeuteriophenyl or naphthyl.

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

8. The organic compound according to claim 1, wherein, R 1 、R 2 、R 3 and R 4 are the same or different and each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl or substituted or unsubstituted phenanthryl; Optionally, R 1 , R 2 , R 3 and R 4 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl or trideuteriomethyl.

9. The organic compound according to claim 1, wherein, R 1 、R 2 、R 3 and R 4 are the same or different and each independently selected from the group consisting of the following groups:

10. The organic compound according to claim 1, wherein, In Formula 1 are 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; wherein, the functional layer contains the organic compound according to any one of claims 1 to 11.

13. The electronic component according to claim 12, wherein, the functional layer includes a light emission adjustment layer, and the light emission 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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