Organic compound, and organic electroluminescent device and electronic device comprising same

Abstract

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

Description

Technical Field

[0001] The present application relates to the technical field of organic electroluminescence, and specifically, to an organic compound, an organic electroluminescent device, and an electronic device including the same. Background Art

[0002] Currently, organic electroluminescent devices are regarded as the next-generation display and lighting technologies due to advantages such as active light emission, high current efficiency, low power consumption, light weight, thinness, fast response speed, and large viewing angle. An organic electroluminescent device generally includes a cathode and an anode disposed opposite to each other, and a functional layer disposed between the cathode and the anode. When a voltage is applied between the two electrodes, an electric field is generated between the two electrodes. Under the action of the electric field, electrons on the cathode side move towards the electroluminescent layer, and holes on the anode side also move towards the light-emitting layer. The electrons and holes combine in the electroluminescent layer to form excitons. The excitons are in an excited state and release energy outward, thereby causing the electroluminescent layer to emit light externally.

[0003] Organic electroluminescent devices can have various structures, such as a single-layer structure and a stacked structure. A single-layer organic electroluminescent device only includes one light-emitting unit between the cathode and the anode, while a stacked organic electroluminescent device is formed by stacking multiple light-emitting units. A light-emitting unit generally includes at least one light-emitting layer, one hole-transporting layer, and one electron-transporting layer. On this basis, the light-emitting unit can further include a hole-injecting layer, an electron-injecting layer, a hole-blocking layer, and an electron-blocking layer. There is a charge generation layer (CGL) between adjacent light-emitting units for charge generation and movement. The CGL is constructed in a p-n form and includes an n-type charge generation layer (n-CGL) and a p-type charge generation layer (p-CGL). Among them, the p-type material mainly generates holes, and the n-type material is doped with a low-work-function metal through an electron-transporting layer material to generate electrons.

[0004] In existing organic electroluminescent devices, the most important problems are lifespan and efficiency. As the display area increases, the voltage also increases. Therefore, it is necessary to continue to research and develop new materials to further improve the performance of organic electroluminescent devices. Summary of the Invention

[0005] In view of the above problems, an object of the present application is to provide an organic compound, an organic electroluminescent device, and an electronic device including the same. The organic compound can be used in an organic electroluminescent device to improve the performance of the device.

[0006] A first aspect of the present application provides an organic compound having a structure represented by Formula I:

[0007]

[0008] Wherein, Het is X1, X2, and X3 are the same or different and are each independently selected from C, C(H), or N;

[0009] R1 and R2 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms;

[0010] The substituents in R1 and R2 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 3 to 12 carbon atoms;

[0011] n1 is the number of R1, and n1 is selected from 0, 1, 2, 3, 4, 5, or 6. When n1 is greater than 1, any two R1 may be the same or different;

[0012] n2 is the number of R2, and n2 is selected from 0, 1, 2, 3, or 4. When n2 is greater than 1, any two R2 may be the same or different;

[0013] L, L1, and L2 are the same or different and are each 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;

[0014] Ar1 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 40 carbon atoms;

[0015] Ar2 is selected from hydrogen, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0016] The substituents in L, L1, L2, Ar1, and Ar2 are the same or different and are each 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;

[0017] m represents the number of Ls connected in sequence, and m is selected from 1, 2, or 3.

[0018] The second aspect of the present application provides an organic electroluminescent device, 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 above-mentioned organic compound.

[0019] The third aspect of the present application provides an electronic device, including the organic electroluminescent device described in the second aspect of the present application.

[0020] The compounds of the present application have a phenanthroline as the parent nucleus, and a nitrogen-containing heteroaryl is connected to the 1-position of the phenanthroline. An aryl or heteroaryl is connected to the 8-position, and the nitrogen-containing heteroaryl increases the conjugation range of the molecule, effectively adjusts the intermolecular packing, thereby improving the electron mobility and enhancing the electron transport performance of phenanthroline. At the same time, the compounds of the present application have excellent metal complexing ability, and the compounds can form stable N-metal coordination bonds with metals such as Li and Yb, effectively inhibiting the oxidation of the metal, which is beneficial to improving the charge generation efficiency; thereby improving the current efficiency and prolonging the service life of the organic electroluminescent device.

[0021] Other features and advantages of the present application will be described in detail in the following specific implementation section. Brief Description of the Drawings

[0022] 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 implementation, they are used to explain the present application, but do not constitute a limitation to the present application.

[0023] Figure 1 is a schematic structural diagram of an organic electroluminescent device according to an embodiment of the present application.

[0024] Figure 2 is a schematic structural diagram of an organic electroluminescent device according to another embodiment of the present application.

[0025] Figure 3 is a schematic structural diagram of an electronic device according to an embodiment of the present application.

[0026] Description of the Reference Numerals

[0027] 100, Anode; 200, Cathode; 300, Functional Layer; 310, Hole Injection Layer

[0028] 321, Hole Transport Layer; 322, Electron Blocking Layer; 330, Organic Light Emitting Layer; 340, Electron Transport Layer

[0029] 350, Electron Injection Layer; 411, First Hole Transport Layer; 412, First Hole Adjustment Layer; 413, First Organic Light Emitting Layer

[0030] 414, First Electron Transport Layer; 421, n-Type Charge Generation Layer; 422, p-Type Charge Generation Layer; 431, Second Hole Transport Layer

[0031] 432, Second Hole Adjustment Layer; 433, Second Organic Light Emitting Layer; 434, Second Electron Transport Layer; 410, First Light Emitting Unit

[0032] 420, Charge generation layer 430, Second light-emitting unit 500, Electronic device Detailed implementation manners

[0033] 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.

[0034] In a first aspect, this application provides an organic compound having a structure represented by Formula I:

[0035]

[0036] Wherein, Het is X1, X2, and X3 are the same or different and are each independently selected from C, C(H), or N. When X1 or X3 is selected from C(H), the hydrogen atom on this carbon atom can also be substituted by R2. When X1 or X3 is selected from C, Het is connected through this carbon atom When X2 is selected from C, Het is connected to L or L2 through this carbon atom;

[0037] R1 and R2 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms;

[0038] The substituents in R1 and R2 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 3 to 12 carbon atoms;

[0039] n1 is the number of R1, and n1 is selected from 0, 1, 2, 3, 4, 5, or 6. When n1 is greater than 1, any two R1 are the same or different;

[0040] n2 is the number of R2, and n2 is selected from 0, 1, 2, 3, or 4. When n2 is greater than 1, any two R2 are the same or different;

[0041] L, L1, and L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0042] Ar1 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 40 carbon atoms;

[0043] Ar2 is selected from hydrogen, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0044] The substituents in L, L1, L2, Ar1 and Ar2 are the same or different and are each 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;

[0045] m represents the number of Ls connected in sequence, and m is selected from 1, 2 or 3.

[0046] In this application, the description methods "each independently selected from" and "respectively independently selected from" 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, " where 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 for each R" do not affect each other; formula Q-2 means that 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, each R" can be the same or different, and the options for each R" do not affect each other.

[0047] In this 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 group" means an aryl group having a substituent Rc or an unsubstituted aryl group. Among them, the above-mentioned substituent, that is, Rc, can be, for example, deuterium, a halogen group, a cyano group, an alkyl group, a trialkylsilyl group, a haloalkyl group, a cycloalkyl group, an aryl group, a heteroaryl group, etc. The number of substituents can be one or more.

[0048] In this application, a group can be a monovalent group or a polyvalent group formed by substitution.

[0049] In this application, the number of carbon atoms of a substituted or unsubstituted functional group refers to all the carbon atoms.

[0050] In the present application, aryl refers to an optional functional group or substituent derived from an aromatic carbocyclic ring. An aryl can be a monocyclic aryl (e.g., phenyl) or a polycyclic aryl. In other words, an aryl can be a monocyclic aryl, a fused polycyclic aryl, two or more monocyclic aryls connected by a carbon-carbon bond, a monocyclic aryl and a fused polycyclic aryl connected by a carbon-carbon bond, or two or more fused polycyclic aryls 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 the aryl in the present application. Among them, the fused polycyclic aryl can include, for example, bicyclic fused aryl (e.g., naphthyl), tricyclic fused aryl (e.g., phenanthryl, fluorenyl, anthryl), etc. The aryl does not contain heteroatoms such as B, N, O, S, P, Se, and Si. For example, in the present application, biphenyl, terphenyl, etc. are aryls. Examples of aryls can include, but are not limited to, phenyl, naphthyl, fluorenyl, anthryl, phenanthryl, biphenyl, terphenyl, benzo[9,10]phenanthryl, pyrenyl, benzo[a]pyrenyl, yl, etc.

[0051] In the present application, the arylene involved refers to a divalent group formed by an aryl further losing one hydrogen atom.

[0052] In the present application, a substituted aryl can be one or more hydrogen atoms in the aryl being substituted by groups such as deuterium atoms, halogen groups, cyano groups, aryls, heteroaryls, trialkylsilyls, alkyls, cycloalkyls, haloalkyls, deuterated alkyls, etc. Specific examples of the heteroaryl-substituted aryl include, but are not limited to, diphenylfuran-substituted phenyl, dibenzothiophene-substituted phenyl, pyridine-substituted phenyl, etc. It should be understood that the number of carbon atoms of the substituted aryl refers to the total number of carbon atoms of the aryl and the substituents on the aryl. For example, a substituted aryl with 18 carbon atoms refers to the total number of carbon atoms of the aryl and the substituents being 18.

[0053] In the present application, a heteroaryl group refers to a monovalent aromatic ring or its derivative containing at least one heteroatom in the ring, and the heteroatom can be one or more 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 conjugated through carbon-carbon bonds, and any aromatic ring system is an aromatic monocyclic ring or an aromatic fused ring. Exemplarily, the heteroaryl group can include 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, silole, dibenzofuryl, and N-phenylcarbazolyl, N-pyridylcarbazolyl, N-methylcarbazolyl, etc., without being limited thereto. In the present application, the related heteroarylene group refers to a divalent group formed by further removing one hydrogen atom from the heteroaryl group.

[0054] In the present application, the substituted heteroaryl group can be one or more than two hydrogen atoms in the heteroaryl group substituted by groups such as deuterium atoms, halogen groups, -CN, aryl groups, heteroaryl groups, trialkylsilyl groups, alkyl groups, cycloalkyl groups, haloalkyl groups, deuterated alkyl groups, etc. Specific examples of the aryl group-substituted heteroaryl group include, but are not limited to, phenyl-substituted dibenzofuryl, phenyl-substituted dibenzothienyl, phenyl-substituted pyridyl, etc. It should be understood that the number of carbon atoms of the substituted heteroaryl group refers to the total number of carbon atoms of the heteroaryl group and the substituents on the heteroaryl group.

[0055] In the present application, the number of carbon atoms of the aryl group as a substituent 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. Specific examples of the aryl group as a substituent include, but are not limited to, phenyl, biphenyl, naphthyl, anthracenyl, yl.

[0056] In the present application, the number of carbon atoms of the heteroaryl group as a substituent 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. Specific examples of the heteroaryl group as a substituent include, but are not limited to, pyridyl, pyrimidinyl, carbazolyl, dibenzofuryl, dibenzothienyl, quinolinyl, quinazolinyl, quinoxalinyl, isoquinolinyl.

[0057] In the present application, the alkyl group having 1 to 10 carbon atoms may 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 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.

[0058] In the present application, the halogen group may be, for example, fluorine, chlorine, bromine, or iodine.

[0059] In the present application, specific examples of the trialkylsilyl group include, but are not limited to, trimethylsilyl, triethylsilyl, etc.

[0060] In the present application, specific examples of the haloalkyl group include, but are not limited to, trifluoromethyl.

[0061] In the present application, specific examples of the deuterated alkyl group include, but are not limited to, trideuteriomethyl.

[0062] In the present application, refers to a chemical bond that connects to other groups.

[0063] In the present application, the non-positioning linking bond refers to a single bond extending from the ring system which means that one end of the linking 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. For example, as shown in the following formula (f), the naphthyl group represented by formula (f) is connected to other positions of the molecule through two non-positioning linking bonds penetrating the bicyclic ring, and the meaning it represents includes any possible linking manner shown in formulas (f-1) to (f-10):

[0064]

[0065] For another example, as shown in the following formula (X'), the dibenzofuranyl group represented by formula (X') is connected to other positions of the molecule through a non-positioning linking bond extending from the middle of one of the benzene rings on one side, and the meaning it represents includes any possible linking manner shown in formulas (X'-1) to (X'-4):

[0066]

[0067] In some embodiments of the present application, R1 and R2 are the same or different and are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, an unsubstituted biphenyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted thiazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, and a substituted or unsubstituted carbazolyl group;

[0068] The substituents in R1 and R2 are the same or different and are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, a phenyl group or a pyridyl group.

[0069] In some embodiments of the present application, R1 and R2 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl or the group consisting of the following groups:

[0070]

[0071] In some embodiments of the present application, Ar1 is selected from a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; Ar2 is selected from hydrogen, a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 21 carbon atoms.

[0072] In some embodiments of the present application, Ar1 is selected from a substituted or unsubstituted aryl group having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29 or 30 carbon atoms; Ar2 is selected from hydrogen, a substituted or unsubstituted aryl group having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19 or 20 carbon atoms.

[0073] In some embodiments of the present application, the substituents in Ar1 and Ar2 are each independently selected from deuterium, a halogen group, 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 cycloalkyl group having 5 to 10 carbon atoms, a trialkylsilyl group having 3 to 8 carbon atoms, an aryl group having 6 to 12 carbon atoms or a heteroaryl group having 5 to 12 carbon atoms.

[0074] In some embodiments of the present application, Ar2 is selected from hydrogen or a substituted or unsubstituted group W; wherein, the unsubstituted group W is selected from the following groups:

[0075]

[0076] The substituted group W has one or more than two substituents, and each of the substituents is independently selected from deuterium, fluorine, cyano group, tri-deuteromethyl, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl, pyridyl, dibenzofuranyl, dibenzothiophenyl or carbazolyl, and when the number of substituents on the group V is greater than 1, the substituents are the same or different.

[0077] In some embodiments of the present application, Ar2 is selected from hydrogen or the group consisting of the following groups:

[0078]

[0079]

[0080] In some embodiments of the present application, Ar2 is selected from the group consisting of the following groups below hydrogen:

[0081]

[0082] In some embodiments of the present application, L and L2 are each independently selected from a single bond or the group consisting of the following groups:

[0083] In some embodiments of the present application, L and L2 are each independently selected from a single bond or the group consisting of the following groups:

[0084]

[0085] In some embodiments of the present application, is selected from hydrogen or the group consisting of the following groups:

[0086]

[0087]

[0088] In some embodiments of the present application, is selected from hydrogen or the group consisting of the following groups:

[0089]

[0090] In some embodiments of the present application, X2 in Het is selected from C, the Het group is connected to L or L2 through X2, and Het is The key connected to L2 The key connected to L. In some embodiments of the present application, X2 in Het is selected from N, and the Het group is connected to L through N, and Het is The key connected to L2 The key connected to L.

[0091] In some embodiments of the present application, Het is selected from the group consisting of the following groups:

[0092]

[0093] The key connected to L The key connected to L2.

[0094] In some embodiments of the present application, Het is selected from the group consisting of the following groups:

[0095]

[0096] The key connected to L The key connected to L2.

[0097] In some embodiments of the present application, is selected from the group consisting of:

[0098]

[0099]

[0100] In some embodiments of the present application, is selected from the group consisting of:

[0101]

[0102]

[0103] In some embodiments of the present application, Ar1 is selected from substituted or unsubstituted group V; wherein, the unsubstituted group V is selected from the following groups:

[0104]

[0105] The substituted group V has one or more than two substituents, and each of the substituents is independently selected from deuterium, fluorine, cyano, trideuteromethyl, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl, pyridyl, dibenzofuranyl, dibenzothiophenyl or carbazolyl, and when the number of substituents on group V is greater than 1, the substituents are the same or different.

[0106] In some embodiments of the present application, Ar1 is selected from the group consisting of the following groups

[0107]

[0108]

[0109] In some embodiments of the present application, Ar1 is selected from the group consisting of the following groups:

[0110]

[0111] In some embodiments of the present application, L1 is selected from a single bond or a substituted or unsubstituted group Q; wherein, the unsubstituted group Q is selected from the following groups:

[0112]

[0113] The substituted group W has one or more than two substituents, and each of the substituents is independently selected from deuterium, fluorine, cyano, trideuteromethyl, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, quinazolinyl, quinoxalinyl, benzindole, quinolinyl, isoquinolinyl or benzotriazole, and when the number of substituents on group V is greater than 1, the substituents are the same or different.

[0114] In some embodiments of the present application, each L1 is independently selected from a single bond or the group consisting of the following groups:

[0115]

[0116] In some embodiments of the present application, each L1 is independently selected from a single bond or the group consisting of the following groups:

[0117]

[0118]

[0119] In some embodiments of the present application, selected from a single bond or the group consisting of the following groups:

[0120]

[0121]

[0122] In some embodiments of the present application, selected from the group consisting of the following groups:

[0123]

[0124]

[0125]

[0126] Specifically, the organic compound is selected from the group consisting of the following compounds:

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137]

[0138] In a second aspect, the present application provides an organic electroluminescent device, 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 contains the organic compound of the present application.

[0139] Optionally, the functional layer includes an electron transport layer, and the electron transport layer contains the organic compound described in the present application.

[0140] In one embodiment of the present application, the structure of the organic electroluminescent device is as Figure 1As shown, it includes an anode 100 and a cathode 200 which are oppositely arranged, and a functional layer 300 disposed between the anode 100 and the cathode 200; the functional layer 300 includes a hole injection layer 310, a hole transport layer 321, an electron blocking layer 322, a light emitting layer 330, an electron transport layer 340 and an electron injection layer 350, and the electron transport layer 340 contains the organic compound described in the present application.

[0141] In the present application, 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 SnO2∶Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylenedioxy)thiophene] (PEDT), polypyrrole and polyaniline, but not limited thereto. Optionally, it includes a transparent electrode including indium tin oxide (ITO) as the anode.

[0142] In the present application, the hole injection layer 310 can be selected from benzidine derivatives, starburst arylamine compounds, phthalocyanine derivatives or other materials, and the present application does not make special restrictions on this. The material of the hole injection layer 310 is, for example, selected from the following compounds or any combination thereof:

[0143]

[0144] In an embodiment of the present application, the hole injection layer 310 is composed of HT-1 and P-dopant.

[0145] In some embodiments of the present application, the hole transport material can be selected from triarylamine compounds or other types of compounds, and those skilled in the art can refer to the prior art for selection. For example, the material of the hole transport layer is selected from the group consisting of the following compounds.

[0146]

[0147] In an embodiment of the present application, the material of the hole transport layer 321 contains HT-1.

[0148] In an embodiment of the present application, the electron blocking layer 322 includes one or more electron blocking materials, and the electron blocking materials can be selected from carbazole polymers or other types of compounds, and the present application does not make special limitations on this. For example, in some embodiments of the present application, the electron blocking layer 322 is the compound EB-1

[0149] Optionally, the light-emitting layer material may consist of a single light-emitting material or may include a host material and a guest material. Optionally, the organic light-emitting layer 330 consists 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. 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.

[0150] Optionally, the host material of the light-emitting layer 330 may include metal chelate compounds, bisstyryl derivatives, aromatic amine derivatives, dibenzofuran derivatives, or other types of materials. The host material of the organic light-emitting layer 330 may 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 BH

[0151] In a specific embodiment of the present application, the guest material of the light-emitting layer 330 is BD

[0152] In the present application, 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 compounds. In an embodiment of the present application, the electron injection layer 350 includes Yb.

[0153] Optionally, the electron transport layer 340 may be a single-layer structure or a multi-layer structure, and it may include one or more electron transport materials. The electron transport materials generally may include metal complexes or nitrogen-containing heterocyclic derivatives. Among them, the metal complex materials may be selected from, for example, LiQ, Alq3, etc. In an embodiment of the present application, the electron transport layer 340 is composed of the compound of the present application and LiQ.

[0154] In the present application, the cathode 200 includes a cathode material, which is a material with a small work function that helps electrons to be injected 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. Optionally, a metal electrode containing magnesium and silver is included as the cathode.

[0155] In addition, the present application also provides another such as Figure 2The organic electroluminescent device shown, the organic electroluminescent device includes an anode and a cathode, and a functional layer disposed between the anode and the cathode, the functional layer containing a first light-emitting unit, a second light-emitting unit, and a charge generation layer; the charge generation layer contains the organic compound of the present application. This Figure 2 The organic electroluminescent device shown is also hereinafter referred to as a stacked organic electroluminescent device.

[0156] Figure 2 The stacked organic electroluminescent device shown includes an anode 100, a cathode 200, a hole injection layer 310, an electron injection layer 350, a first light-emitting unit 410, a second light-emitting unit 430, and a charge generation layer 420. The first light-emitting unit 410, the second light-emitting unit 430, and the charge generation layer 420 are located between the cathode 100 and the anode 200, the charge generation layer 420 is located between the first light-emitting unit 410 and the second light-emitting unit 430, and the charge generation layer 420 contains the organic compound of the present application.

[0157] In one embodiment of the present application, the first light-emitting unit 410 includes a first hole transport layer 411, a first hole adjustment layer 412, a first organic light-emitting layer 413, and a first electron transport layer 414; the second light-emitting unit 430 includes a second hole transport layer 431, a second hole adjustment layer 432, a second organic light-emitting layer 433, and a second electron transport layer 434.

[0158] In one embodiment of the present application, the charge generation layer 420 includes an n-type charge generation layer (n-CGL) 421 and a p-type charge generation layer (p-CGL) 422. The n-type charge generation layer 421 provides electrons to the first electron transport layer 414 of the first light-emitting unit 410, and the p-type charge generation layer 422 provides holes to the second hole transport layer 431 of the second light-emitting unit 430. In one embodiment of the present application, the n-type charge generation layer contains the organic compound of the present application.

[0159] In one embodiment of the present application, the n-type charge generation layer is composed of the organic compound of the present application and a metal doping material. Optionally, the metal doping material is Li, Ca, Ag, Cs, or Yb.

[0160] In one embodiment of the present application, the p-CGL layer contains HT-1 and P-dopant.

[0161] In the present application, the anode 100 includes an anode material. Optionally, the anode material includes indium tin oxide (ITO).

[0162] In an embodiment of the present application, the hole injection layer 310 is composed of HT-1 and P-dopant.

[0163] In an embodiment of the present application, the materials of the first hole transport layer 411 and the second hole transport layer 431 include HT-1.

[0164] In an embodiment of the present application, the materials of the first hole adjustment layer 412 and the second hole adjustment layer 432 include HT-2.

[0165] In the present application, the first organic light-emitting layer of the first light-emitting unit; and the second organic light-emitting layer of the second light-emitting unit, each may include the same or different host materials and the same or different guest materials.

[0166] In a specific embodiment of the present application, the host material of the first organic light-emitting layer 413 and the second organic light-emitting layer 433 is RH

[0167] In a specific embodiment of the present application, the guest material of the first organic light-emitting layer 413 and the second organic light-emitting layer 433 is RD

[0168] In a specific embodiment of the present application, the materials of the first electron transport layer 414 and the second electron transport layer 434 include ET-1 and LiQ.

[0169] In an embodiment of the present application, the electron injection layer 350 contains Yb.

[0170] In a specific embodiment of the present application, the cathode 200 includes a cathode material, and the cathode material includes magnesium (Mg) and silver (Ag).

[0171] In a third aspect, the present application provides an electronic device, including the organic electroluminescent device of the second aspect of the present application.

[0172] According to an embodiment, as Figure 3 shown, the provided electronic device is the electronic device 500, which includes the above-mentioned organic electroluminescent device. The electronic device 500 may be, for example, a display device, a lighting device, an optical communication device, or other types of electronic devices, and may 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.

[0173] Next, the synthesis method of the organic compound of the present application will be specifically described in combination with synthesis examples, but the present application is not limited thereby. Next, the synthesis method of the organic compound of the present application will be specifically described in combination with synthesis examples, but the present application is not limited by any means.

[0174] Compounds of synthetic methods not mentioned in this application are all raw material products obtained through commercial channels.

[0175] Synthesis Example

[0176] 1. Synthesis of Intermediate IMA-1

[0177]

[0178] In a 250 mL three-necked flask, add 2,9-dibromo-1,10-phenanthroline (10 g, 29.59 mmol), 3-phenyl-1H-indazole (6.90 g, 35.50 mmol), potassium carbonate (6.12 g, 44.37 mmol), copper(I) iodide (0.56 g, 2.96 mmol) and 80 mL of dimethyl sulfoxide. Under a nitrogen atmosphere, heat to 100 °C and react for 48 h. After cooling to room temperature, add 200 mL of water to produce a precipitate. Wash the precipitate with water and ethanol, and finally dissolve the precipitate with dichloromethane. Dry over anhydrous magnesium sulfate, filter, and concentrate under reduced pressure. The obtained solid is chromatographed on a column with ethyl acetate∶n-heptane = 1∶9 (v / v) to obtain Intermediate IMA-1 (6.81 g, yield 51%).

[0179] Intermediates IMA-X (X is an integer from 2 to 14) listed in Table 1 are synthesized by the same synthetic method as Intermediate IMA-1, except that raw material 1 is used instead of 2,9-dibromo-1,10-phenanthroline, and raw material 2 is used instead of 3-phenyl-1H-indazole. The main raw materials used, the synthesized intermediates and their yields are shown in Table 1.

[0180] Table 1

[0181]

[0182]

[0183] 2. Synthesis of Intermediate IM B-1

[0184]

[0185] Dissolve 2,9-dibromo-1,10-phenanthroline (15 g, 44.40 mmol) and 4-fluorophenylboronic acid (6.84 g, 48.82 mmol) in 120 mL of toluene, then add tetrakis(triphenylphosphine)palladium(0) (0.26 g, 0.222 mmol), K2CO3 (9.19 g, 66.57 mmol), 15 mL of ethanol and 15 mL of water. Under a nitrogen atmosphere, heat to reflux for 8 h. After cooling to room temperature, extract with water and dichloromethane, dry over anhydrous magnesium sulfate, filter, and concentrate under reduced pressure. The obtained solid is chromatographed on a column with toluene:n-heptane = 1:1 (v / v) to obtain intermediate IM B-1 (8.00 g, yield 51%).

[0186] Synthesize intermediates IM B-X (X is an integer from 2 to 4) listed in Table 1 by the same synthetic method as intermediate IM B-1, except that raw material 3 is used instead of 2,9-dibromo-1,10-phenanthroline and raw material 4 is used instead of 4-fluorophenylboronic acid. The main raw materials used, the synthesized intermediates and their yields are shown in Table 2.

[0187] Table 2

[0188]

[0189] 3. Synthesis of intermediate IM C-1

[0190]

[0191] Dissolve 2-bromo-9-phenyl-1,10-phenanthroline (7.00 g, 20.85 mmol) and 4-chlorophenylboronic acid (3.91 g, 25.02 mmol) in 56 mL of toluene, then add tetrakis(triphenylphosphine)palladium(0) (0.12 g, 0.104 mmol), K2CO3 (5.76 g, 41.71 mmol), 7 mL of ethanol and 7 mL of water. Under a nitrogen atmosphere, heat to reflux for 6 h. After cooling to room temperature, extract with water and dichloromethane, dry over anhydrous magnesium sulfate, filter, and concentrate under reduced pressure. The obtained solid is recrystallized from a mixed solvent of dichloromethane:n-heptane = 1:4 (v / v) to obtain intermediate IM C-1 (5.51 g, yield 72%).

[0192] Synthesize intermediates IM C-X (X is an integer from 2 to 20) listed in Table 1 by the same synthetic method as intermediate IM C-1, except that raw material 5 is used instead of 2-bromo-9-phenyl-1,10-phenanthroline and raw material 6 is used instead of 4-chlorophenylboronic acid. The main raw materials used, the synthesized intermediates and their yields are shown in Table 3.

[0193] Table 3

[0194]

[0195]

[0196]

[0197] 4. Synthesis of Intermediate IM D-X

[0198]

[0199] Dissolve IM C-1 (5.5 g, 14.99 mmol) and bis(pinacolato)diboron (3.80 g, 16.49 mmol) in 50 mL of 1,4-dioxane, and then add Pd(dba2)3 (0.14 g, 0.15 mmol), x-phos (0.14 g, 0.30 mmol) and potassium acetate (2.21 g, 22.49 mmol). Under a nitrogen atmosphere, heat under reflux for 5 h. After cooling to room temperature, extract with water and dichloromethane, dry over anhydrous magnesium sulfate, filter, and concentrate under reduced pressure. Recrystallize the obtained solid from a mixed solvent of dichloromethane:n-heptane = 1:3 (v / v) to obtain Intermediate IM D-1 (5.63 g, yield 82%).

[0200] Synthesize the Intermediate IM D-X (X is an integer from 2 to 26) listed in Table 1 by the same synthesis method as Intermediate IM D-1, except that raw material 7 is used instead of Intermediate IM C-1. The main raw materials used, the synthesized intermediates and their yields are shown in Table 4.

[0201] Table 4

[0202]

[0203]

[0204]

[0205]

[0206] 5. Synthesis of Intermediate IM E-1

[0207]

[0208] Dissolve 2,9-dibromo-1,10-phenanthroline (10 g, 29.59 mmol) and IMD-24 (9.5 g, 29.59 mmol) in 80 mL of toluene, then add tetrakis(triphenylphosphine)palladium (0.17 g, 0.148 mmol), K2CO3 (8.17 g, 59.18 mmol), 10 mL of ethanol and 10 mL of water. Under a nitrogen atmosphere, heat to reflux for 6 h. After cooling to room temperature, extract with water and dichloromethane, dry over anhydrous magnesium sulfate, filter, and concentrate under reduced pressure. The obtained solid is chromatographed on a column with ethyl acetate∶n-heptane = 1∶9 (v / v) to obtain intermediate IME-1 (7.09 g, yield 53%).

[0209] Synthesize intermediate IME-X (X is 2 or 3) listed in Table 5 by the same synthetic method as intermediate IME-1, except that raw material 8 is used instead of 2,9-dibromo-1,10-phenanthroline, and raw material 9 is used instead of intermediate IMD-24. The main raw materials used, the synthesized intermediates and their yields are shown in Table 5.

[0210] Table 5

[0211]

[0212] Synthesis Example 1, Synthesis of Compound 1

[0213]

[0214] Dissolve bromobenzene (3 g, 19.11 mmol) and intermediate IMD-6 (9.52 g, 19.11 mmol) in 80 mL of toluene, then add tetrakis(triphenylphosphine)palladium (0.22 g, 0.191 mmol), K2CO3 (5.80 g, 42.03 mmol), 10 mL of ethanol and 10 mL of water. Under a nitrogen atmosphere, heat to reflux for 12 h. After cooling to room temperature, quench the reaction with 100 ml of water, then extract the organic solution with 200 mL of dichloromethane, and finally wash the organic solution twice with water. Dry over anhydrous magnesium sulfate for 30 min and then concentrate to dryness under reduced pressure to obtain a solid. The obtained solid is recrystallized with dichloromethane to obtain Compound 1 (4.8 g, yield 56%). Mass spectrum (m / z) = 449.17 [M+H] + 。

[0215] Synthesize Compound X listed in Table 6 by the same synthetic method as Compound 1, except that raw material 10 is used instead of bromobenzene and raw material 11 is used instead of intermediate IMD-6. The main raw materials used, the synthesized compounds and their yields and mass spectra are shown in Table 6.

[0216] Table 6

[0217]

[0218]

[0219]

[0220]

[0221]

[0222]

[0223]

[0224]

[0225] 1H NMR data of Compound 1:

[0226] 1 1H-NMR(CD3Cl, 400 MHz): 8.38 - 8.33 (m, 4H), 8.15 - 8.11 (m, 2H), 7.99 (d, 1H), 7.92 - 7.63 (m, 7H), 7.53 - 7.37 (m, 5H), 7.23 - 7.19 (m, 1H).

[0227] 1H NMR data of Compound 94:

[0228] 1 1H-NMR(CD3Cl, 400 MHz): 9.38 (s, 1H), 8.40 - 8.22 (m, 10H), 8.16 - 8.06 (m, 4H), 7.87 - 7.67 (m, 5H), 7.57 - 7.42 (m, 5H).

[0229] Example 1: Blue Organic Electroluminescent Device

[0230] The anode was prepared through the following process: On an ITO / Ag / ITO experimental substrate with respective thicknesses of , surface treatment was carried out using ultraviolet, ozone, and O2∶N2 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.

[0231] On the anode, Compound HT-1 and P-dopant were co-evaporated at an evaporation rate ratio of 97∶3 to form a hole injection layer with a thickness of .

[0232] Compound HT-1 was evaporated on the hole injection layer to form a hole transport layer with a thickness of .

[0233] The compound EB-1 is vapor-deposited on the hole transport layer to form an electron blocking layer with a thickness of .

[0234] On the electron blocking layer, the compounds BH and BD are co-vapor-deposited at a vapor deposition rate ratio of 98:2 to form a blue light emitting layer with a thickness of .

[0235] On the blue light emitting layer, the compounds 34 and LiQ are co-vapor-deposited at a vapor deposition rate ratio of 1:1 to form an electron transport layer with a thickness of .

[0236] Yb is vapor-deposited on the electron transport layer to form an electron injection layer with a thickness of ; then, on the electron injection layer, magnesium (Mg) and silver (Ag) are co-vapor-deposited at a vapor deposition rate ratio of 1:9 to form a cathode with a thickness of .

[0237] Finally, the compound CP-1 is vapor-deposited on the cathode to form a cathode covering layer with a thickness of , thus completing the preparation of the blue organic light emitting device.

[0238] Examples 2 - 12:

[0239] An organic light emitting device is prepared by the same method as in Example 1, except that when forming the electron transport layer, the compound in Table 7 is used to replace compound 34.

[0240] Comparative Examples 1 - 2

[0241] An organic light emitting device is prepared by the same method as in Example 1, except that when forming the electron transport layer, compounds A and B are used to replace compound 34.

[0242] The main material structures used in the above examples and comparative examples are as follows.

[0243]

[0244] The performance of the blue organic light emitting devices prepared in Examples 1 - 12 and Comparative Examples 1 - 2 is tested. Specifically, the IVL performance of the devices is tested under the condition of 10 mA / cm 2 , and the device lifetime is tested under the condition of 15 mA / cm 95 . The test results are shown in Table 7 below: 2

[0245] Table 7

[0246]

[0247]

[0248] As can be seen from Table 7 above, in Examples 1-12, the compound of the present invention was used as an electron transport layer material. Compared with Comparative Examples 1-2, the luminous efficiency was increased by at least 18.4%, and the device lifetime T 95 was increased by at least 13.6%.

[0249] To further illustrate the application of the compound of the present application as a charge generation layer in a stacked organic light-emitting device, the material properties of the present application were studied by constructing a stacked device below.

[0250] Example 13: Red stacked organic light-emitting device

[0251] The anode was prepared through the following process: On an experimental substrate with a thickness of ITO / Ag / ITO , surface treatment was carried out using ultraviolet light, ozone, and O2:N2 plasma to increase the work function of the anode, and the surface of the experimental substrate could be cleaned with an organic solvent to remove impurities and oil stains on the surface of the experimental substrate.

[0252] On the anode, the compound HT-1 and P-dopant were co-evaporated at an evaporation rate ratio of 97:3 to form a hole injection layer with a thickness of .

[0253] The compound HT-1 was evaporated on the hole injection layer to form a hole transport layer with a thickness of .

[0254] The compound HT-2 was evaporated on the hole transport layer to form a first red light adjustment layer with a thickness of .

[0255] On the first red light adjustment layer, the compound RH and the compound RD were co-evaporated at an evaporation rate ratio of 98:2 to form a first light-emitting layer with a thickness of .

[0256] On the first light-emitting layer, the compound ET-1 and LiQ were co-evaporated at an evaporation rate ratio of 1:1 to form a first electron transport layer with a thickness of .

[0257] The above is the first light-emitting unit.

[0258] On the first electron transport layer, the compound 1 and Yb were co-evaporated at an evaporation rate ratio of 99:1 to form an n-type charge generation layer (n-CGL) with a thickness of , and then the compound HT-1 and P-dopant were co-evaporated on it at an evaporation rate ratio of 95:5 to form a thickness of p-type charge generation layer (p-CGL).

[0259] The above is the charge generation layer (CGL).

[0260] Compound HT-1 is evaporated on the p-type charge generation layer to form a second hole transport layer with a thickness of .

[0261] Compound HT-2 is evaporated on the second hole transport layer to form a second red light adjustment layer with a thickness of .

[0262] On the second red light adjustment layer, compound RH and compound RD are co-evaporated at a deposition rate ratio of 98:2 to form a second light-emitting layer with a thickness of .

[0263] On the second light-emitting layer, compound ET-1 and LiQ are co-evaporated at a deposition rate ratio of 1:1 to form a second electron transport layer with a thickness of .

[0264] The above is the second light-emitting unit.

[0265] Yb is evaporated on the second electron transport layer to form an electron injection layer with a thickness of ; then, on the electron injection layer, magnesium (Mg) and silver (Ag) are co-evaporated at a deposition rate ratio of 1:9 to form a cathode with a thickness of .

[0266] Finally, compound CP-1 is evaporated on the cathode to form a cathode covering layer with a thickness of , thus completing the preparation of the red stacked organic electroluminescent device.

[0267] Examples 14 - 52:

[0268] An organic electroluminescent device is prepared by the same method as in Example 13, except that in the preparation of the n-type charge generation layer, the compound in Table 8 is used to replace Compound 1 in Example 13.

[0269] Comparative Examples 3 - 5

[0270] An organic electroluminescent device is prepared by the same method as in Example 13, except that in the preparation of the n-type charge generation layer, Compounds C, D, and E are used to replace Compound 1 in Example 13.

[0271] Among them, when preparing the organic electroluminescent device, the structures of the various materials used in the comparative examples and examples are as follows:

[0272] The main material structures used in the above examples and comparative examples are as follows.

[0273]

[0274] The performance of the red stacked organic light-emitting devices prepared in Examples 13 to 52 and Comparative Examples 3 to 5 was tested. Specifically, the IVL performance of the devices was tested under the condition of 10 mA / cm 2 The device lifetime was tested under the condition of 20 mA / cm 95 The test results are shown in Table 8 below. 2 As can be seen from Table 8 above, in Examples 13 to 52, the compound of the present application was used as the n-type charge generation layer material. Compared with Comparative Examples 3 to 5, the luminous efficiency was increased by at least 10.3%, and the device lifetime T

[0275] Table 8

[0276]

[0277]

[0278] was increased by at least 11.6%. 95

[0279] 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 fall within the protection scope of the present application.

Claims

1. An organic compound, characterized in that, The organic compound has a structure shown in Formula I: where Het is X1, X2 and X3 are the same or different and each independently selected from C, C(H) or N; R1 and R2 are the same or different, and each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms; The substituents in R1 and R2 are the same or different, and each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 12 carbon atoms or a heteroaryl group having 3 to 12 carbon atoms; n1 is the number of R1, n1 is selected from 0, 1, 2, 3, 4, 5 or 6, when n1 is greater than 1, any two R1 are the same or different; n2 is the number of R2, n2 is selected from 0, 1, 2, 3 or 4, when n2 is greater than 1, any two R2 are the same or different; L, L1 and L2 are the same or different, and each 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; Ar1 is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms; Ar2 is selected from hydrogen, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms; The substituents in L, L1, L2, Ar1 and Ar2 are the same or different, and each 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; m represents the number of Ls connected in sequence, m is selected from 1, 2 or 3.

2. The organic compound according to claim 1, wherein, R1 and R2 are the same or different, and each independently selected from deuterium, fluorine, cyano group, methyl, ethyl, isopropyl, tert-butyl or the group consisting of the following groups:

3. The organic compound according to claim 1, wherein, Ar2 is selected from hydrogen or a substituted or unsubstituted group W; wherein, the unsubstituted group W is selected from the following groups: The substituted group W has one or more than two substituents, and the substituents are each independently selected from deuterium, fluorine, cyano group, trimethyl-deuterated methyl, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl, pyridyl, dibenzofuranyl, dibenzothiophenyl or carbazolyl, and when the number of substituents on group V is greater than 1, the substituents are the same or different.

4. The organic compound according to claim 1, wherein Ar2 is selected from hydrogen or the group consisting of the following groups:

5. The organic compound according to claim 1, wherein L and L2 are each independently selected from a single bond or the group consisting of the following groups: Optionally, each L1 is independently selected from a single bond or the group consisting of the following groups:

6. The organic compound according to claim 1, wherein, Selected from the group consisting of hydrogen or the following groups:

7. The organic compound according to claim 1, wherein, Het is selected from the group consisting of the following groups: Indicates the key connected to L Indicates the key connected to L2 8. The organic compound according to claim 1, wherein, Selected from the group consisting of the following groups:

9. The organic compound according to claim 1, wherein, Ar1 is selected from a substituted or unsubstituted group V; wherein, the unsubstituted group V is selected from the following groups: The substituted group V has one or more than two substituents, and each of the substituents is independently selected from deuterium, fluorine, cyano, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl, pyridyl, dibenzofuranyl, dibenzothiophenyl or carbazolyl, and when the number of substituents on the group V is greater than 1, the substituents are the same or different.

10. The organic compound according to claim 1, wherein, Ar1 is selected from the group consisting of the following groups 11. The organic compound according to claim 1, wherein, L1 is selected from a single bond or a substituted or unsubstituted group Q; wherein, the unsubstituted group Q is selected from the following groups: The substituted group W has one or more than two substituents, and each of the substituents is independently selected from deuterium, fluorine, cyano, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, quinazolinyl, quinoxalinyl, benzindole, quinolinyl, isoquinolinyl or benzotriazole, and when the number of substituents on the group V is greater than 1, the substituents are the same or different.

12. The organic compound according to claim 1, wherein, Selected from the group consisting of a single bond or the following groups:

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

14. An organic electroluminescent device, comprising an anode and a cathode, and a functional layer disposed between the anode and the cathode; characterized in that, The functional layer contains the organic compound according to any one of claims 1 to 13; Optionally, the functional layer includes an electron transport layer, and the electron transport layer contains the organic compound according to any one of claims 1 to 13; Optionally, the functional layer contains a first light-emitting unit, a second light-emitting unit and a charge generation layer; the charge generation layer contains the organic compound according to any one of claims 1 to 13.

15. An electronic device, comprising the organic electroluminescent device according to claim 14.

Images