Organic compound, and electronic element and electronic device using the same

Abstract

The present application relates to an organic compound, and electronic elements and electronic devices using the same. The organic compound has a structure shown in Formula I, and application of the organic compound to an organic electroluminescent device can significantly improve the performance of the device.

Description

TECHNICAL FIELD

[0001] The present application relates to the technical field of organic electroluminescence, in particular to an organic compound, an electronic element using the same and an electronic device. BACKGROUND

[0002] With the development of electronic technology and the progress of material science, the application range of electronic components for realizing electroluminescence or photoelectric conversion is more and more extensive. Such electronic components generally include a cathode and an anode arranged oppositely, and a functional layer arranged between the cathode and the anode. The functional layer is composed of multiple organic or inorganic film layers, and generally includes an energy conversion layer, a hole transport layer between the energy conversion layer and the anode, and an electron transport layer between the energy conversion layer and the cathode.

[0003] For example, an organic electroluminescent device generally includes an anode, a hole transport layer, an electroluminescent layer as an energy conversion layer, an electron transport layer and a cathode arranged in sequence. When a voltage is applied to the cathode and the anode, an electric field is generated between the two electrodes. Under the action of the electric field, electrons on the cathode side move to the electroluminescent layer, and holes on the anode side also move to the electroluminescent layer. Electrons and holes combine in the electroluminescent layer to form excitons. The excitons in the excited state release energy to the outside, and then the electroluminescent layer emits light.

[0004] However, the performance of the organic electroluminescent device, such as efficiency and service life, and the application requirements of the product still need to be further improved. Therefore, it is necessary to continue to develop new materials to further improve the performance of the organic electroluminescent device. SUMMARY

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

[0006] The first aspect of the present application provides an organic compound having a structure shown in Formula I:

[0007]

[0008] wherein X is selected from O, S, C(R1R2) or N(R3);

[0009] R1, R2 and R3 are the same or different, and each is independently selected from an alkyl group with a carbon atom number of 1-5, a deuterated alkyl group with a carbon atom number of 1-5, a halogenated alkyl group with a carbon atom number of 1-5, an aryl group with a carbon atom number of 6-20 or a heteroaryl group with a carbon atom number of 3-20, optionally, R1 and R2 form a saturated or unsaturated 5-13 membered ring with the carbon atom to which they are commonly connected;

[0010] L, L1and L2are the same or different, and each is independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0011] Ar1and Ar2are the same or different, and each is independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0012] the substituents in L, L1, L2, Ar1and Ar2are the same or different, and each is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms;

[0013] each R is selected from deuterium, a halogen group, a cyano group, 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, a trialkylsilyl group having 3 to 12 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms;

[0014] n represents the number of R, and n is selected from 0, 1, 2, 3 or 4; when n is greater than 1, any two R are the same or different.

[0015] A second aspect of the present application provides an electronic element, comprising an anode and a cathode arranged oppositely, and a functional layer arranged between the anode and the cathode; the functional layer comprises the organic compound described above.

[0016] A third aspect of the present application provides an electronic device comprising the electronic element described in the second aspect of the present application.

[0017] The main structural feature of the compound of the present application is a dibenzo five-membered ring The same benzene ring is tri-substituted, wherein the substituents at positions 1 and 2 of the dibenzo five-membered ring are both phenyl groups, and the substituents at positions 3 or 4 are connected with arylamine groups. In this way, on the one hand, the connection of phenyl groups at positions 1 and 2 of the dibenzo five-membered ring can enhance the spatial stereoisomerism of the molecule and improve the carrier mobility of the compound; on the other hand, the connection of arylamine groups at positions 3 or 4 of the dibenzo five-membered ring increases the conjugation degree of the molecule, effectively improves the transmission efficiency of the compound, and makes the compound have a high Tg, so as to prevent the crystallization of the compound during the driving of the OLED device, thereby improving the service life of the device. When the compound of the present application is used as a hole transport material, the carrier balance in the organic light-emitting layer can be improved, the carrier recombination area can be widened, the excitation generation and utilization efficiency can be improved, and the device efficiency and service life can be improved.

[0018] Other features and advantages of the present application will be set forth in the following detailed description. BRIEF DESCRIPTION OF DRAWINGS

[0019] The accompanying drawings are included to provide a further understanding of the present application and are incorporated in and constitute a part of this specification, illustrate embodiments of the present application and together with the description serve to explain the principles of the present application.

[0020] Figure 1 is a structural schematic diagram of an organic electroluminescent device according to an embodiment of the present application.

[0021] Figure 2 is a schematic diagram of a first electronic device according to an embodiment of the present application.

[0022] Figure 3 is a structural schematic diagram of a photoelectric conversion device according to an embodiment of the present application.

[0023] Figure 4 is a schematic diagram of a second electronic device according to an embodiment of the present application.

[0024] BRIEF DESCRIPTION OF DRAWINGS

[0025] 100, anode; 200, cathode; 300, functional layer; 310, hole injection layer; 320, hole transport layer; 321, first hole transport layer; 322, second hole transport layer; 330, organic light-emitting layer; 340, electron transport layer; 350, electron injection layer; 360, photoelectric conversion layer; 400, first electronic device; 500, second electronic device DETAILED DESCRIPTION

[0026] Exemplary embodiments now will be described more fully hereinafter with reference to the accompanying drawings. This exemplary embodiment, however, can be embodied in many different forms, and should not be construed as limited to the examples set forth herein; rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the scope of the exemplary embodiments to those skilled in the art. The features, structures, or characteristics described in connection with the embodiments can 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 the present application.

[0027] In a first aspect, the present application provides an organic compound having a structure shown in Formula I:

[0028]

[0029] wherein X is selected from O, S, C(R1R2) or N(R3);

[0030] R1, R2and R3are the same or different, and each is independently selected from an alkyl group having 1 to 5 carbon atoms, a deuterated alkyl group having 1 to 5 carbon atoms, a halogenated alkyl group having 1 to 5 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms, optionally, R1and R2together with the carbon atoms to which they are commonly attached form a saturated or unsaturated 5- to 13-membered ring;

[0031] L, L1and L2are the same or different, and each is independently 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] Ar1and Ar2are the same or different, and each is independently 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] the substituents in L, L1, L2, Ar1and Ar2are the same or different, and each is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms;

[0034] each R is selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms;

[0035] n represents the number of R, and n is selected from 0, 1, 2, 3 or 4; when n is greater than 1, any two R are the same or different.

[0036] In the present application, the term "optionally" or "optionally" means that the event or environment described subsequently can but does not necessarily occur, and the description includes the case where the event or environment occurs and the case where it does not occur. For example, "optionally, two adjacent substituents form a ring" means that the two substituents can form a ring but are not necessarily required to form a ring, including the case where the two adjacent substituents form a ring and the case where the two adjacent substituents do not form a ring.

[0037] In the present application, the description "each is independently selected from" and "each is independently selected from" used interchangeably, and should be interpreted broadly, which can mean that in different groups, the specific options expressed by the same symbols do not affect each other, or it can mean that in the same group, the specific options expressed by the same symbols do not affect each other. For example, "each R is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms" means that each R is independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms. wherein each q is independently 0, 1, 2, or 3, and each R" is independently selected from hydrogen, deuterium, fluorine, chlorine, and the meaning is that: formula Q-1 represents that there are q substituents R" on the benzene ring, each R" can be the same or different, and each R" is selected independently; formula Q-2 represents that there are q substituents R" on each benzene ring of the biphenyl, the number of R" substituents on the two benzene rings can be the same or different, and each R" can be the same or different, and each R" is selected independently.

[0038] In the present application, the term "substituted or unsubstituted" means that the functional group described after the term can have or not have a substituent (hereinafter, the substituent will be collectively referred to as Rcfor the convenience of description). For example, "substituted or unsubstituted aryl" means aryl having a substituent Rc, or non-substituted aryl. The above-mentioned substituent Rc, for example, can be deuterium, a halogen group, a cyano group, an alkyl group, a trialkylsilyl group, a halogenated alkyl group, a deuterated alkyl group, a cycloalkyl group, an aryl group, a heteroaryl group, and the like.

[0039] In the present application, the number of carbon atoms of a substituted or unsubstituted functional group refers to the total number of carbon atoms. For example, if L1 is a substituted arylene group having 12 carbon atoms, the total number of carbon atoms of the arylene group and the substituents thereon is 12.

[0040] In the present application, "D" means deuterium.

[0041] 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 (for example, phenyl) or a polycyclic aryl group, in other words, the aryl group can be a monocyclic aryl group, a fused ring aryl group, two or more monocyclic aryl groups connected by a carbon-carbon bond, a monocyclic aryl group and a fused ring aryl group connected by a carbon-carbon bond, or two or more fused ring aryl groups connected by a carbon-carbon bond. That is, unless otherwise specified, two or more aromatic groups connected by a carbon-carbon bond can also be regarded as an aryl group in the present application. The fused ring aryl group may, for example, include a bicyclic fused aryl group (for example, naphthyl), a tricyclic fused aryl group (for example, phenanthryl, fluorenyl, anthryl), and the like. 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, and the like are aryl groups. Examples of the aryl group can include, but are not limited to, phenyl, naphthyl, fluorenyl, anthryl, phenanthryl, biphenyl, terphenyl, benzo[9,10]phenanthryl, pyrenyl, benzofluoranthene, and the like. In the present application, the arylene group refers to a divalent group formed by further losing one hydrogen atom from the aryl group.

[0042] ​In the present application, substituted aryl group means that one or more than one hydrogen atom in aryl group is substituted with a group such as deuterium atom, halogen group, cyano group, aryl group, heteroaryl group, trialkylsilyl group, alkyl group, cycloalkyl group, haloalkyl group, deuterated alkyl group, and the like. It should be understood that the number of carbon atoms of substituted aryl group means the total number of carbon atoms of aryl group and substituent group on aryl group, for example, substituted aryl group having 18 carbon atoms means that the total number of carbon atoms of aryl group and substituent group is 18.

[0043] In the present application, heteroaryl group means a monovalent aromatic ring or its derivative comprising at least one heteroatom in the ring, and the heteroatom can be one or more of B, O, N, P, Si, Se and S. Heteroaryl group can be monocyclic heteroaryl group or polycyclic heteroaryl group, in other words, heteroaryl group can be a single aromatic ring system or a plurality of aromatic ring systems connected by carbon-carbon bond in conjugation, and any of the aromatic ring systems is an aromatic monocyclic ring or an aromatic fused ring. Illustratively, heteroaryl group can include thienyl group, furanyl group, pyrrolyl group, imidazolyl group, thiazolyl group, oxazolyl group, oxadiazolyl group, triazolyl group, pyridyl group, bipyridyl group, pyrimidyl group, triazinyl group, acridinyl group, pyridazinyl group, pyrazinyl group, quinolyl group, quinazolinyl group, quinoxalinyl group, phenoxazinyl group, phthalazinyl group, pyridopyrimidyl group, pyridopyrazinyl group, pyrazinopyrazinyl group, isoquinolyl group, indolyl group, carbazolyl group, benzoxazolyl group, benzimidazolyl group, benzothiazolyl group, benzocarbazolyl group, benzothiophenyl group, dibenzothiophenyl group, thienothiophenyl group, benzofuranyl group, phenanthrolinyl group, isoxazolyl group, thiadiazolyl group, phenothiazinyl group, silafluorenyl group, dibenzofuranyl group, and N-phenylcarbazolyl group, N-pyridylcarbazolyl group, N-methylcarbazolyl group, and the like, without being limited thereto. In the present application, the term "heteroaryl group" refers to a divalent group formed by further losing one hydrogen atom from the heteroaryl group.

[0044] In the present application, substituted heteroaryl group means that one or more than one hydrogen atom in heteroaryl group is substituted with a group such as deuterium atom, halogen group, -CN, aryl group, heteroaryl group, trialkylsilyl group, alkyl group, cycloalkyl group, haloalkyl group, deuterated alkyl group, and the like. It should be understood that the number of carbon atoms of substituted heteroaryl group means the total number of carbon atoms of heteroaryl group and substituent group on heteroaryl group.

[0045] In the present application, the number of carbon atoms of aryl group as a substituent group can be 6 to 20, for example, the number of carbon atoms can be 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, and specific examples of aryl group as a substituent group include, but are not limited to, phenyl group, biphenyl group, naphthyl group, anthryl group, group.

[0046] In the present application, the number of carbon atoms of a heteroaryl group as a substituent group can be 3 to 20, for example, the number of carbon atoms can be 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, and specific examples of the heteroaryl group as a substituent group include, but are not limited to, a pyridyl group, a pyrimidyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a quinolyl group, a quinazolyl group, a quinoxalyl group, an isoquinolyl group.

[0047] In the present application, an alkyl group having 1 to 10 carbon atoms can include a straight-chain alkyl group having 1 to 10 carbon atoms and a branched-chain alkyl group having 3 to 10 carbon atoms. The number of carbon atoms of the alkyl group can be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, and specific examples of the alkyl group include, but are not limited to, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a t-butyl group, an n-pentyl group, an isopentyl group, a neopentyl group, an n-hexyl group, an n-heptyl group, an n-octyl group, a 2-ethylhexyl group, a nonyl group, a decyl group, a 3,7-dimethyloctyl group, and the like.

[0048] In the present application, a halogen group can be, for example, fluorine, chlorine, bromine, iodine.

[0049] In the present application, specific examples of a trialkylsilyl group include, but are not limited to, a trimethylsilyl group, a triethylsilyl group, and the like.

[0050] In the present application, specific examples of a haloalkyl group include, but are not limited to, a trifluoromethyl group.

[0051] In the present application, specific examples of a deuterated alkyl group include, but are not limited to, a trideuteromethyl group.

[0052] In the present application, an unpositioned connecting bond refers to a single bond extending from a ring system which indicates that one end of the connecting bond can be connected to any position in the ring system through which the bond passes, and the other end is connected to the rest of the molecule. For example, as shown in the following formula (f), the naphthyl group represented by formula (f) is connected to the rest of the molecule through two unpositioned connecting bonds that pass through the bicyclic ring, and the meaning represented thereby includes any of the possible connection modes shown in formulae (f-1) to (f-10):

[0053]

[0054] For another example, as shown in the following formula (X'), the dibenzofuranyl group represented by formula (X') is connected to the rest of the molecule through one unpositioned connecting bond extending from the middle of one of the benzene rings, and the meaning represented thereby includes any of the possible connection modes shown in formulae (X'-1) to (X'-4):

[0055]

[0056] In some embodiments of the application, the organic compound has a structure according to Formula 1-12:

[0057]

[0058]

[0059] In some embodiments of the application, R1, R2, and R3 are the same or different and each is independently selected from methyl, ethyl, isopropyl, t-butyl, trideuterated methyl, trifluoromethyl, phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl; optionally, R1and R2together with the carbon atom to which they are both attached form a cyclopentane, cyclohexane, fluorene ring, norbornane, or adamantane.

[0060] In some embodiments of the application, each R is selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, t-butyl, trifluoromethyl, trimethylsilyl, phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl.

[0061] In some embodiments of the application, L, L1, and L2are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6-18 carbon atoms, a substituted or unsubstituted heteroarylene group having 12-18 carbon atoms. For example, L, L1, and L2are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, or 18 carbon atoms, a substituted or unsubstituted heteroarylene group having 12, 13, 14, 15, 16, 17, or 18 carbon atoms.

[0062] Optionally, the substituents in L, L1, and L2are each independently selected from deuterium, fluorine, cyano, trifluoromethyl, trimethylsilyl, an alkyl group having 1-5 carbon atoms, or phenyl.

[0063] In some embodiments of the application, L, L1, and L2are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted carbazolyl group.

[0064] Optionally, the substituents in L, L1, and L2are each independently selected from deuterium, fluorine, cyano, trifluoromethyl, trimethylsilyl, methyl, ethyl, isopropyl, t-butyl, or phenyl.

[0065] In some embodiments of the application, L, L1, and L2are each independently selected from a single bond or the group consisting of:

[0066]

[0067] In some embodiments of the application, L is selected from the group consisting of a single bond or:

[0068]

[0069] In some embodiments of the application, L1and L2are each independently selected from the group consisting of a single bond or:

[0070]

[0071] In some embodiments of the application, Ar1and Ar2are each independently selected from a substituted or unsubstituted aryl group having a carbon atom count of 6 to 25, a substituted or unsubstituted heteroaryl group having a carbon atom count of 12 to 18. For example, Ar1and Ar2are each independently selected from a substituted or unsubstituted aryl group having a carbon atom count of 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 10, 20, 21, 22, 23, 24, or 25, a substituted or unsubstituted heteroaryl group having a carbon atom count of 12, 13, 14, 15, 16, 17, or 18.

[0072] Optionally, the substituents in Ar1and Ar2are each independently selected from deuterium, fluorine, cyano, a trialkylsilyl group having a carbon atom count of 3 to 6, a haloalkyl group having a carbon atom count of 1 to 5, a deuterated alkyl group having a carbon atom count of 1 to 5, an alkyl group having a carbon atom count of 1 to 5, an aryl group having a carbon atom count of 6 to 12, or a heteroaryl group having a carbon atom count of 5 to 12.

[0073] In some embodiments of the application, Ar1and Ar2are each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted 9,9-spirofluorene group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted cyclopentanespirofluorene group, a substituted or unsubstituted cyclohexanespirofluorene group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted carbazolyl group.

[0074] Optionally, the substituents in Ar1and Ar2are each independently selected from deuterium, fluorine, cyano, a trialkylsilyl group having a carbon atom count of 3 to 6, a haloalkyl group having a carbon atom count of 1 to 5, a deuterated alkyl group having a carbon atom count of 1 to 5, an alkyl group having a carbon atom count of 1 to 5, an aryl group having a carbon atom count of 6 to 12, or a heteroaryl group having a carbon atom count of 5 to 12.

[0075] In some embodiments of the application, Ar1and Ar2are each independently selected from the group consisting of:

[0076]

[0077] Further optionally, Ar1and Ar2are each independently selected from the group consisting of:

[0078]

[0079]

[0080] In some embodiments of the present application, and are each independently selected from the group consisting of:

[0081]

[0082] In some embodiments of the present application, and are each independently selected from the group consisting of:

[0083]

[0084]

[0085] In particular, the organic compound is selected from the group consisting of:

[0086]

[0087]

[0088]

[0089]

[0090]

[0091]

[0092] In a second aspect, the present application provides an electronic element comprising an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; the functional layer comprises the organic compound of the present application.

[0093] Optionally, the functional layer comprises a hole transport layer, and the hole transport layer comprises the organic compound of the present application.

[0094] Optionally, the electronic element is an organic electroluminescent device or a photoelectric conversion device. Further optionally, the organic electroluminescent device is a red organic electroluminescent device.

[0095] Further optionally, the hole transport layer comprises a first hole transport layer and a second hole transport layer, the first hole transport layer is closer to the anode than the second hole transport layer, wherein the second hole transport layer comprises the organic compound of the present application.

[0096] In one embodiment, the electronic component is an organic electroluminescent device. As shown in the figure, the organic electroluminescent device can comprise an anode 100, a first hole transport layer 321, a second hole transport layer 322, an organic light-emitting layer 330, an electron transport layer 340 and a cathode 200 arranged in a stack. The first hole transport layer 321 and the second hole transport layer 322 constitute a hole transport layer 320. Figure 1

[0097] Optionally, the anode 100 comprises an anode material, which is preferably a material with a large work function that facilitates hole injection into the functional layers. Specific examples of anode materials include metals such as nickel, platinum, vanadium, chromium, copper, zinc and gold or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO) and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDT), polypyrrole and polyaniline, but are not limited thereto. Preferably, a transparent electrode comprising indium tin oxide (ITO) as an anode is included.

[0098] Optionally, the hole transport layer comprises one or more hole transport materials, which can be selected from carbazole polymers, carbazole-linked triarylamine compounds or other types of compounds, without the present application making any special provisions therefor. For example, the material of the first hole transport layer is selected from the group consisting of the following compounds:

[0099]

[0100] In one specific embodiment, the first hole transport layer 321 is compound HT-21.

[0101] Optionally, the second hole transport layer 322 is the compound of the present application.

[0102] Optionally, the organic light-emitting layer 330 can be composed of a single light-emitting layer material, or can comprise 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 an exciton, the exciton transfers energy to the host material, the host material transfers energy to the guest material, and the guest material is capable of emitting light.​

[0103] 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, which are not particularly limited in the present application. The host material can be a single host material or a mixed host material. In an embodiment of the present application, the host material of the organic light-emitting layer 330 is CBP.

[0104] The guest material of the organic light-emitting layer 330 can be selected according to the prior art, for example, can be selected from iridium (III) organic metal complexes, platinum (II) organic metal complexes, ruthenium (II) complexes, and the like. Specific examples of the guest material include, but are not limited to,

[0105]

[0106] In an embodiment of the present application, the guest material of the organic light-emitting layer 330 is Ir(piq)2(acac).

[0107] Optionally, the electron transport layer 340 can be a single-layer structure or a multi-layer structure, which can include one or more electron transport materials, which can generally include metal complexes or / and nitrogen-containing heterocyclic derivatives, wherein the metal complex material can be selected from LiQ, Alq3, and the like; the nitrogen-containing heterocyclic derivative can be an aromatic ring with a nitrogen-containing six-membered ring or five-membered ring skeleton, a fused aromatic ring compound with a nitrogen-containing six-membered ring or five-membered ring skeleton, and the like, specific examples include, but are not limited to, 1,10-phenanthroline compounds such as Bphen, NBphen, ET-21, BimiBphen, or heteroaromatic anthracene compounds, triazine compounds or pyrimidine compounds with structures as shown below. In an embodiment of the present application, the electron transport layer 340 is composed of ET-21 and LiQ.

[0108]

[0109]

[0110] In the present application, the cathode 200 can include a cathode material, which is a material with small work function that helps 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, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca. Preferably, a metal electrode including magnesium and silver is included as the cathode.

[0111] Optionally, as Figure 1As shown, a hole injection layer 310 is further disposed between the anode 100 and the first hole transport layer 321 to enhance the ability to inject holes into the first hole transport layer 321. The hole injection layer 310 can be selected from benzidine derivatives, starburst-like aryl amine compounds, phthalocyanine derivatives, or other materials; this application does not impose any special limitations on this. For example, the compounds contained in the hole injection layer 310 are selected from the group consisting of the following compounds:

[0112]

[0113] In one specific embodiment of this application, the hole injection layer 310 is HAT-CN.

[0114] Optionally, such as Figure 1 As shown, an electron injection layer 350 is further disposed between the cathode 200 and the electron transport layer 340 to enhance the ability to inject electrons into the electron transport layer 340. The electron injection layer 350 may include inorganic materials such as alkali metal sulfides and alkali metal halides, or may include complexes of alkali metals and organic materials. For example, the electron injection layer 350 includes LiQ.

[0115] In another implementation, the electronic component is a photoelectric conversion device. For example... Figure 3 As shown, the photoelectric conversion device may include an anode 100 and a cathode 200 disposed opposite to each other, and a functional layer 300 disposed between the anode 100 and the cathode 200; the functional layer 300 contains the organic compound provided in this application.

[0116] According to a specific implementation method, such as Figure 3 As shown, the photoelectric conversion device includes an anode 100, a hole transport layer 320, a photoelectric conversion layer 360, an electron transport layer 340, and a cathode 200, which are stacked sequentially. Optionally, the hole transport layer 320 contains the organic compound of this application.

[0117] Optionally, the photoelectric conversion device can be a solar cell, especially an organic thin-film solar cell. For example, in one embodiment of this application, the solar cell includes an anode, a hole transport layer, a photoelectric conversion layer, an electron transport layer, and a cathode stacked sequentially, wherein the hole transport layer contains the organic compound of this application.

[0118] Thirdly, this application provides an electronic device including the electronic components provided in the second aspect of this application.

[0119] According to one implementation method, such as Figure 2As shown, the electronic device is a first electronic device 400, and the first electronic device 400 comprises the organic electroluminescent device. The first electronic device 400 can be, for example, a display device, a lighting device, an optical communication device, or other types of electronic devices, such as, but not limited to, a computer screen, a mobile phone screen, a television, an electronic paper, an emergency lighting lamp, an optical module, and the like.

[0120] According to another embodiment, as shown in FIG. 5, the electronic device is a second electronic device 500, and the second electronic device 500 comprises the photoelectric conversion device. The second electronic device 500 can be, for example, a solar power generation device, a light detector, a fingerprint identification device, an optical module, a CCD camera, or other types of electronic devices. Figure 4

[0121] The synthesis method of the organic compound of the present application will be described below in detail with reference to the synthesis examples, but the present application is not limited to any of them.

[0122] The compounds of the synthesis method not mentioned in the present application are all raw material products obtained through commercial channels.

[0123] Synthesis Example

[0124] 1. Synthesis of IM a-1:

[0125]

[0126] A three-necked flask equipped with a mechanical stirrer, a thermometer, and a spherical condenser was purged with nitrogen (0.100 L / min) for 15 min, and 2-carboxyphenylboronic acid (46.1 g, 277.82 mmol), reactant A (CAS: 2841677-13-0, 95.47 g, 277.82 mmol), dichlorobis(triphenylphosphine)palladium (0.975 g, 1.4 mmol), and potassium carbonate (95.99 g, 694.56 mmol) were sequentially added to the flask, followed by the addition of a mixed solvent of ethylene glycol dimethyl ether (400 mL) and water (100 mL). The stirring was started, and the temperature was raised to 78-80°C for 15 h. After the reaction was completed, the temperature was lowered to room temperature. The organic phase was separated after the reaction liquid was washed with water, and the organic phase was dried with anhydrous magnesium sulfate. After filtration, the solvent was removed from the filtrate by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain white solid IM a-1 (72.03 g, yield 67.4%).

[0127] 2. Synthesis of IM b-1:

[0128]

[0129] ​Into a clean 250 mL single neck flask, IM a-1 (48.11 g, 125 mmol) and aqueous sodium hydroxide (313 mL, 10 g, 250 mmol) were added successively under nitrogen atmosphere. The system was gradually heated to reflux and reacted overnight at reflux. After the reaction was completed, the heating was stopped and the system was cooled to room temperature. 2 mol / L hydrochloric acid was added dropwise into the reaction solution and poured into a beaker, and the system was neutralized to be acidic (pH = 1.0). A large amount of white solid was generated during the neutralization, and the solid was collected by suction filtration and washed with water until neutral. The filter cake was dried at 80°C overnight to obtain a white solid. The white solid was placed in a 1 L two-neck flask, 250 g of polyphosphoric acid was added, mechanically stirred, and gradually heated to 160°C, and reacted for 4 h. After the reaction was completed, the heating was stopped, and the system was poured into a large beaker containing 1 kg of ice while stirring, and the system was neutralized to be alkaline with 1 mol / L sodium hydroxide solution. The solid was collected by suction filtration and washed with water until neutral. The filter cake was dried at 80°C overnight to obtain IM b-1 (29.9 g, yield 65.2%).

[0130] 3. Synthesis of IM c-1:

[0131]

[0132] Under nitrogen atmosphere, iodine monomer (5 g, 19.7 mmol) and glacial acetic acid (500 mL) were added to a three-neck flask equipped with a reflux condenser and a dropping funnel, stirred and dissolved, then hypophosphorous acid (19.5 g, 304.8 mmol) was added, heated to 120°C, and reacted until the color of the system faded. Then IM b-1 (27 g, 74 mmol) was added at once, and the heating was continued at reflux for 4 h, then the system was cooled to room temperature, poured into water to precipitate a large amount of solid, and the solid was collected by filtration to obtain IM c-1 (21.2 g, yield 81.1%).

[0133] 4. Synthesis of IM d-1:

[0134]

[0135] Under nitrogen atmosphere, IM c-1 (21 g, 59.5 mmol) was transferred to a three-neck flask equipped with a dropping funnel, tetrahydrofuran (550 mL) was added, stirred and dissolved, and cooled with an ice water bath. Under the ice bath, sodium tert-butoxide (21.6 g, 224.8 mmol) was added, stirred for 10 min, then iodomethane (31.8 g, 224 mmol) was added. The system was continuously stirred for 30 min, then the ice bath was removed, the system was heated to room temperature, and the reaction was continued at room temperature overnight. After the reaction was completed, the insoluble matter was removed by suction filtration, the filtrate was concentrated to obtain a crude product, which was purified by column chromatography with petroleum ether:dichloromethane = 9:1 (V / V) as the eluent to obtain IM d-1 (17.8 g, yield 78.5%).

[0136] 5. Synthesis of IM e-1

[0137]

[0138] Into a three-necked flask equipped with a mechanical stirrer, a thermometer and a spherical condenser, nitrogen was introduced (0.100 L / min) for 15 min, and then 1,3,4-tribromo-2,5-dichlorobenzene (50 g, 130.3 mmol), phenylboronic acid (35 g, 286.7 mmol), tetrakis(triphenylphosphine)palladium (0.75 g, 0.65 mmol) and potassium carbonate (71.9 g, 520.2 mmol) were sequentially added, followed by the addition of a mixed solvent of toluene (400 mL), ethanol (200 mL) and water (100 mL). The stirring was started, and the temperature was raised to 78-80°C for 12 h. After the reaction was completed, the temperature was lowered to room temperature. The organic phase was separated after the reaction solution was washed with water, and the organic phase was dried over anhydrous magnesium sulfate. After filtration, the solvent was removed from the filtrate by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain IM e-1 (20.7 g, yield 42%).

[0139] IM e-2 listed in Table 1 was synthesized in the same manner as IM e-1, except that 1 was used instead of 1,3,4-tribromo-2,5-dichlorobenzene. The main raw materials used, the intermediates synthesized and their yields are shown in Table 1.

[0140] Table 1

[0141]

[0142] 6. Synthesis of IM f-1

[0143]

[0144] Into a three-necked flask equipped with a mechanical stirrer, a thermometer and a spherical condenser, nitrogen was introduced (0.100 L / min) for 15 min, and then IM e-1 (20 g, 52.9 mmol), o-hydroxyphenylboronic acid (8 g, 58.0 mmol), tetrakis(triphenylphosphine)palladium (0.61 g, 0.53 mmol) and potassium carbonate (14.6 g, 105.8 mmol) were sequentially added, followed by the addition of a mixed solvent of toluene (160 mL), ethanol (80 mL) and water (40 mL). The stirring was started, and the temperature was raised to 78-80°C for 8 h. After the reaction was completed, the temperature was lowered to room temperature. The organic phase was separated after the reaction solution was washed with water, and the organic phase was dried over anhydrous magnesium sulfate. After filtration, the solvent was removed from the filtrate by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain IM f-1 (17 g, yield 82%).

[0145] IM f-x listed in Table 2 was synthesized in the same manner as IM f-1 except that raw material 2 was used instead of IMe-1 and raw material 3 was used instead of o-hydroxyphenylboronic acid, wherein the main raw materials used, the intermediates synthesized and their yields are shown in Table 2:

[0146] Table 2

[0147]

[0148] 7. Synthesis of IM G-1

[0149]

[0150] A three-necked flask equipped with a mechanical stirrer, a thermometer and a spherical condenser was purged with nitrogen (0.200 L / min) for 15 min, and IM f-1 (17 g, 43.4 mmol), potassium carbonate (12 g, 86.8 mmol) and acetonitrile (150 mL) were sequentially introduced into the flask. The reaction was carried out at reflux for 5 h, and after the reaction was completed, the organic phase was extracted with dichloromethane and water, and the organic phase was dried over anhydrous magnesium sulfate. After filtration, the solvent was removed from the filtrate by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain IM G-1 (13.6 g, yield 88%).

[0151] IM G-2 listed in Table 3 was synthesized in the same manner as IM G-1 except that IM f-2 was used instead of IM f-1, wherein the main raw materials used, the intermediates synthesized and their yields are shown in Table 3:

[0152] Table 3

[0153]

[0154] 8. IM H-1

[0155]

[0156] A three-necked flask equipped with a mechanical stirrer, a thermometer and a spherical condenser was purged with nitrogen (0.200 L / min) for 15 min, and IM f-3 (15 g, 34.3 mmol), sulfuric acid (50 mL) were sequentially introduced into the flask. The reaction was carried out at reflux for 6 h, and after the reaction was completed, 500 mL of a 1 mol / L NaOH solution was added and stirred for 1 h. The resulting solid was filtered and recrystallized from toluene to obtain IM H-1 (11 g, yield 86%).

[0157] IM H-2 listed in Table 4 was synthesized in the same manner as IM H-1 except that IM f-4 was used instead of IM f-3, wherein the main raw materials used, the intermediates synthesized and their yields are shown in Table 4:

[0158] Table 4

[0159]

[0160] 9, IM i-1

[0161]

[0162] Into a three-necked flask equipped with a mechanical stirrer, a thermometer and a spherical condenser, nitrogen was bubbled (0.100 L / min) for 15 min, and then 2-nitrophenylboronic acid (50.0 g, 277.82 mmol), the reactant A (95.47 g, 277.82 mmol), palladium dichloride bis-triphenylphosphine (0.975 g, 1.4 mmol) and potassium carbonate (95.99 g, 694.56 mmol) were added successively, and a mixed solvent of ethylene glycol dimethyl ether (400 mL) and water (100 mL) was added. The stirring was started, and the temperature was raised to 78-80 °C for 15 h. After the reaction was completed, the temperature was lowered to room temperature. The organic phase was separated after the reaction solution was washed with water, and the organic phase was dried over anhydrous magnesium sulfate. After filtration, the filtrate was distilled under reduced pressure to remove the solvent to obtain a crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the eluent to obtain white solid IM i-1 (72.03 g, yield 65%).

[0163] IM j-1 listed in Table 5 was synthesized in the same manner as IM i-1, except that the reactant A was replaced with the starting material 4. The main starting materials used, the intermediates synthesized and their yields are shown in Table 5:

[0164] Table 5

[0165]

[0166]

[0167] 10, IM i-2

[0168]

[0169] IM i-1 (72 g, 186.6 mmol), triphenylphosphine (122.35 g, 466.5 mmol) and o-dichlorobenzene (720 mL) were added to a flask, and the temperature was raised to 175 °C under nitrogen protection. After stirring for 18 h, the temperature was lowered to room temperature. The reaction solution was washed with water, and the organic phase was dried over anhydrous magnesium sulfate. The solvent was removed under high temperature and reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using ethyl acetate / n-heptane as the eluent to obtain white solid IM i-2 (56.78 g, yield 88%).

[0170] IMj-2 listed in Table 6 were synthesized in the same manner as IMi-2 except that IMj-1 was used instead of IMi-1, wherein the main raw materials used, the intermediates synthesized and their yields are shown in Table 6:

[0171] Table 6

[0172]

[0173] 11, IM I-1

[0174]

[0175] IM i-2 (50 g, 141.3 mmol), bromobenzene (22.18 g, 141.3 mmol), cuprous iodide (2.69 g, 14.1 mmol), potassium carbonate (48.8 g, 353.3 mmol), 1,10-phenanthroline (5.6 g, 28.3 mmol), 18-crown-6-ether (3.7 g, 14.1 mmol), and dimethylformamide (50 mL) were charged into a flask, and the temperature was raised to 130°C under nitrogen protection, and stirred for 12 h. After cooling to room temperature, dichloromethane (500 mL) and water were added to the reaction solution, and the mixture was separated. The organic phase was washed with water, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using a dichloromethane / n-hexane system, and recrystallized using a toluene / n-hexane system to obtain IM I-1 (30.37 g, yield 50%) as a white solid.

[0176] IM J-1 listed in Table 7 were synthesized in the same manner as IM I-1 except that IMj-2 was used instead of IMi-2, wherein the main raw materials used, the intermediates synthesized and their yields are shown in Table 7

[0177] Table 7

[0178]

[0179] 12, Synthesis of Compound A-1-3

[0180]

[0181] A three-necked flask equipped with a mechanical stirrer, a thermometer, and a spherical condenser was purged with nitrogen (0.200 L / min) for 15 min, and then 3-bromo-9,9-dimethyl-1,2-diphenyl-9H-fluorene (5 g, 11.8 mmol), bis(4-biphenylyl)amine (3.8 g, 11.8 mmol), tris(dibenzylideneacetone)dipalladium (0.11 g, 0.12 mmol), 2-bisdicylohexylphosphino-2',6'-dimethoxybiphenyl (0.1 g, 0.24 mmol), sodium tert-butoxide (1.7 g, 17.7 mmol), and toluene (50 mL) were sequentially added. The reaction was carried out at 105-110°C under reflux for 4 h. After the reaction was completed, the organic phase was washed with water, and then dried over anhydrous magnesium sulfate. After filtration, the filtrate was distilled under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain a white solid product, compound A-1-3 (5.4 g, yield 69%). Mass (m / z) = 666.31 [M+H] + .

[0182] The compounds listed in Table 8 below were synthesized in the same manner as compound A-1-3, except that raw material 5 was used instead of 3-bromo-9,9-dimethyl-1,2-diphenyl-9H-fluorene, and raw material 6 was used instead of bis(4-biphenylyl)amine. The main raw materials used, the compounds synthesized, and their yields, and mass spectrometry are shown in Table 8.

[0183] Table 8

[0184]

[0185]

[0186]

[0187]

[0188]

[0189]

[0190] The nuclear magnetic resonance data of some of the compounds are shown in Table 9 below

[0191] Table 9

[0192]

[0193] Example 1: Fabrication of a red organic electroluminescent device

[0194] An anode was prepared by the following process: a 100-nm-thick layer of indium tin oxide was deposited on a glass substrate, and then a 4-nm-thick layer of 4,4',4"-tris(3-methylphenylphenylamino)triphenylamine was deposited thereon. ITO / Ag / ITO substrate of 40 mm (length) x 40 mm (width) x 0.7 mm (thickness) was cut, and using a photolithography process, it was prepared into an experimental substrate having a cathode and an insulating layer pattern, and surface treatment was performed using UV ozone and O2:N2 plasma to increase the work function of the anode (experimental substrate) and remove scum.

[0195] HAT-CN was vacuum-deposited on the experimental substrate (anode) to form a hole injection layer having a thickness of 10 A. HT-21 was vacuum-deposited on the hole injection layer to form a first hole transport layer having a thickness of 100 A.

[0196] Compound A-1-3 was vacuum-deposited on the first hole transport layer to form a second hole transport layer having a thickness of 100 A.

[0197] CBP and Ir(piq)2(acac) were co-deposited on the second hole transport layer at a deposition rate ratio of 95:5 to form an organic light-emitting layer having a thickness of 200 A.

[0198] ET-21 and LiQ were co-deposited on the organic light-emitting layer at a deposition rate ratio of 1:1 to form an electron transport layer having a thickness of 100 A. LiQ was vacuum-deposited on the electron transport layer to form an electron injection layer having a thickness of 10 A, and then magnesium (Mg) and silver (Ag) were co-deposited on the electron injection layer at a deposition rate ratio of 1:9 to form a cathode having a thickness of 200 A.

[0199] In addition, CP-1 was deposited on the above cathode to form a capping layer (CPL) having a thickness of 100 A, thereby completing the manufacture of the organic light-emitting device. Examples 2 to 35

[0200] An organic electroluminescent device was manufactured using the same method as in Example 1, except that, in forming the second hole transport layer, the compound A-1-3 was replaced with the compounds shown in Table 11.

[0201] Comparative Examples 1 to 3

[0202] An organic electroluminescent device was manufactured using the same method as in Example 1, except that, in forming the second hole transport layer, the compound A-1-3 was replaced with the compounds A, B, and C.

[0203] The main materials used in the above examples and comparative examples had the structures shown in Table 10 below:

[0204] The main materials used in the above examples and comparative examples had the structures shown in Table 10 below:​​​​​​

[0205] Table 10

[0206]

[0207] The devices prepared in the examples and comparative examples were subjected to performance tests, wherein the IVL (operating voltage, current efficiency, color coordinates) data were tested at 10 mA / cm 2 , the T95 lifetime was tested at 20 mA / cm 2 , and the results are shown in Table 11.

[0208] Table 11

[0209]

[0210]

[0211] According to the results in Table 11, it can be seen that, compared with the comparative examples 1-4 corresponding to the known compounds, the examples 1-35 using the organic compound of the present application as the second hole transport material in the red organic electroluminescent device have at least 10.63% increase in current efficiency and at least 11.2% increase in lifetime.

[0212] Therefore, the present compound has the feature of improving the light-emitting efficiency. The preferred embodiments of the present application are described in detail above in combination with the drawings, but the present application is not limited to the specific details in the above-described 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 belong to the protection scope of the present application.

[0213] In addition, it should be noted that, in the above-described specific embodiments, each specific technical feature described above can be combined in any suitable manner without contradiction. In order to avoid unnecessary repetition, various possible combinations are not described again in the present application.

Claims

1. Organic compound, characterized in that, The organic compound has a structure shown in Formula I: X is selected from O, S, C(R1R2), or N(R3); R1and R2are selected from methyl; R3is selected from phenyl; L is selected from a single bond; L1and L2are each independently selected from a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene; the substituents in L1and L2are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, or phenyl; Ar1and Ar2are the same or different, and each is independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted 9,9-spirobifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl; the substituents in Ar1and Ar2are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, tri-deuterated methyl, or phenyl; each R is selected from deuterium; n represents the number of R, and n is selected from 0, 1, 2, 3, or 4; The organic compound does not include 2. The organic compound according to claim 1, wherein Ar1and Ar2are each independently selected from the group consisting of:

3. The organic compound according to claim 1, wherein each independently selected from the group consisting of:

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

5. An electronic component, characterized by The electronic element includes oppositely arranged anode and cathode, and a functional layer arranged between the anode and the cathode; wherein the functional layer contains the organic compound of any one of claims 1-4.

6. The electronic component of claim 5, wherein, The functional layer includes a hole transport layer, and the hole transport layer contains the organic compound; The electronic element is an organic electroluminescent device or a photoelectric conversion device; The organic electroluminescent device is a red organic electroluminescent device.

7. An electronic device, characterized by The electronic device includes the electronic element of claim 5 or 6.

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