Organic compounds, compositions, organic electroluminescent devices, and electronic devices

By designing organic compounds with carbazole and triazine groups, the range of aromatic conjugation is expanded and the molecular symmetry is reduced, which solves the shortcomings of existing organic electroluminescent devices in terms of driving voltage, efficiency and lifetime, and realizes high-efficiency light emission and long lifetime at low driving voltage.

CN117756786BActive Publication Date: 2026-01-02SHAANXI LIGHTE OPTOELECTRONICS MATERIAL CO LTD
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Patent Information

Application Number
CN202310041920.7
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-01-11
Publication Date
2026-01-02
Estimated Expiration
2043-01-11

AI Technical Summary

Technical Problem

The performance of existing organic electroluminescent devices still needs further improvement, especially in terms of driving voltage, efficiency and lifetime.

Method used

An organic compound is provided, the core structure of which is a carbazole with a triazine group directly or indirectly connected by a nitrogen atom, and the carbazole ring undergoes full deuteration and biphenyl substitution, which expands the aromatic conjugation range of the molecular structure, reduces molecular symmetry, and improves energy transfer characteristics and photoelectric stability.

Benefits of technology

This organic compound, as the host material of the light-emitting layer, can improve luminous efficiency and extend device lifetime under low driving voltage, and has good carrier transport characteristics and photoelectric stability.

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Abstract

The application belongs to the technical field of organic electroluminescence, and relates to an organic compound, an organic electroluminescent device using the same and an electronic device. The organic compound has a structure as shown in formula 1. When the organic compound is used in an organic electroluminescent device, the performance of the organic electroluminescent device can be significantly improved.
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Description

TECHNICAL FIELD

[0001] The present application relates to the technical field of organic compounds, in particular to an organic compound, a composition containing the organic compound, an organic electroluminescence device and an electronic apparatus. BACKGROUND

[0002] With the development of electronic technology and the progress of material science, the application range of electronic elements for realizing electroluminescence is more and more extensive. Such electronic elements generally include oppositely arranged cathode and anode, 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 organic light-emitting layer, a hole transport layer located between the organic light-emitting layer and the anode, and an electron transport layer located between the organic light-emitting layer and the cathode. Taking an organic electroluminescence device as an example, it generally includes an anode, a hole transport layer, an organic light-emitting layer, an electron transport layer and a cathode which are sequentially stacked. 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, the electrons on the cathode side move to the organic light-emitting layer, and the holes on the anode side also move to the organic light-emitting layer. The electrons and holes combine in the organic light-emitting layer to form excitons. The excitons in the excited state release energy to the outside, thereby causing the organic light-emitting layer to emit light.

[0003] The prior art discloses a host material that can be used to prepare an organic light-emitting layer in an organic electroluminescence device. However, it is still necessary to continue to develop new materials in order to further improve the performance of electronic components. SUMMARY

[0004] To solve the above problems, the present application aims to provide an organic compound, a composition containing the organic compound, an organic electroluminescence device and an electronic apparatus. The organic compound can improve the performance of the organic electroluminescence device and the electronic apparatus, such as reducing the driving voltage of the device, improving the efficiency and the lifetime of the device.

[0005] According to a first aspect of the present application, an organic compound is provided, which has a structure as shown in formula 1:

[0006]

[0007] wherein Ar1 and Ar2 are the same or different, and are each independently selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted dibenzofuranyl groups, and substituted or unsubstituted dibenzothiophenyl groups;

[0008] L, L1 and L2 are the same or different, and are each independently selected from a single bond and substituted or unsubstituted arylene groups having 6-30 carbon atoms;

[0009] Ar3 is selected from substituted or unsubstituted biphenyl groups;

[0010] each substituent in Ar3is independently selected from deuterium, penta-deuteriophenyl, or phenyl;

[0011] R1is hydrogen or deuterium;

[0012] n1is the number of R1and is selected from 1, 2, or 3;

[0013] the substituents in L, L1, L2, Ar1, and Ar2are the same or different, and each is independently selected from deuterium, cyano, a halogen 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, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a haloaryl group having 6 to 20 carbon atoms, a heteroaryl group having 5 to 20 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms.

[0014] According to a second aspect of the present application, there is provided a composition comprising a first compound (i.e. the organic compound disclosed in the first aspect of the present application) and a second compound (a compound represented by Formula 2).

[0015] According to a third aspect of the present application, there is provided an organic electroluminescence device 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 disclosed in the first aspect of the present application or the composition disclosed in the second aspect of the present application.

[0016] According to a fourth aspect of the present application, there is provided an electronic device comprising the organic electroluminescence device disclosed in the third aspect of the present application.

[0017] The present application provides an organic compound, the core structure of which is a carbazole directly or indirectly connected to a triazine group through a nitrogen atom, and one of the benzene rings on the carbazole ring is fully deuterated, and the other benzene ring is connected to a substituted or unsubstituted biphenyl group as a substituent. The carbazole group in the present application is substituted or unsubstituted with a biphenyl group, which not only expands the aromatic conjugated range of the molecular structure, but also reduces the symmetry of the molecule, so that the material has better energy transfer characteristics, and the crystallinity is reduced. In the present application, the specific position of the carbazole group is deuterated, which effectively improves the stability of the molecular structure while maintaining the lower symmetry of the molecule, thereby further improving the photoelectric stability and film-forming property of the material; the organic compound of the present application has good carrier transport characteristics, energy transfer characteristics and photoelectric stability, and is suitable for use as a light-emitting layer host material in an organic electroluminescence device; the light-emitting device using the same as the host material has significantly improved lifetime characteristics and high luminous efficiency while maintaining low driving voltage.

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

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

[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 structural schematic diagram of an electronic device according to an embodiment of the present application.

[0022] Reference signs

[0023] 100, anode 200, cathode 300, functional layer 310, hole injection layer

[0024] 320, hole transport layer 330, hole auxiliary layer 340, organic light-emitting layer 350, electron transport layer

[0025] 360, electron injection layer 400, electronic device DETAILED DESCRIPTION

[0026] In view of the above problems existing in the prior art, the purpose of the present application is to provide an organic compound, an organic electroluminescent device comprising the organic compound, and an electronic device, which can improve the performance of the organic electroluminescent device and the electronic device, such as reducing the driving voltage of the device, improving the efficiency and the lifetime of the device.

[0027] According to a first aspect of the present application, an organic compound is provided, which has a structure as shown in formula 1:

[0028]

[0029] wherein Ar1 and Ar2 are the same or different, and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted dibenzofuranyl group, and a substituted or unsubstituted dibenzothiophenyl group;

[0030] L, L1 and L2 are the same or different, and are each independently selected from a single bond, and a substituted or unsubstituted arylene group having 6 to 30 carbon atoms;

[0031] Ar3 is selected from a substituted or unsubstituted biphenyl group;

[0032] the substituent in Ar3 is selected from deuterium, pentadeuteriophenyl, or phenyl;

[0033] R1 is hydrogen or deuterium;

[0034] n1 is the number of R1, and is selected from 1, 2, or 3;

[0035] The substituents in the L, L1, L2, Ar1, and Ar2 are the same or different, and each is independently selected from the group consisting of deuterium, a cyano group, a halogen 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, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a haloaryl group having 6 to 20 carbon atoms, a heteroaryl group having 5 to 20 carbon atoms, and a cycloalkyl group having 3 to 10 carbon atoms.

[0036] In the present application, the description "each of... is independently" and "each of... is independently" and "each of... is independently" can be interchangeable, 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 in the same group, the specific options expressed by the same symbols do not affect each other. For example, wherein each q is independently 0, 1, 2, or 3, and each R" is independently selected from the group consisting of 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 independent of each other; 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 independent of each other.

[0037] In the present application, the term "substituted or unsubstituted" means that the functional groups described after the term can have or not have substituents (hereinafter, for the sake of description, the substituents are collectively referred to as Rc). For example, "substituted or unsubstituted aryl" means aryl with substituents Rc or aryl without substitution. The above-mentioned substituents, i.e., Rc, for example, can be deuterium, a cyano group, a halogen group, an alkyl group, a haloalkyl group, a deuterated alkyl group, an aryl group, a deuterated aryl group, a haloaryl group, a heteroaryl group, a cycloalkyl group, and the like. The number of substitutions can be one or more.

[0038] In the present application, "a plurality of" means 2 or more, for example, 2, 3, 4, 5, 6, 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 its substituents is 12.

[0040] In the present application, an aryl group refers to an optionally functionalized or substituted group derived from an aromatic carbocyclic ring. The aryl group can be a monocyclic aryl group (e.g., phenyl) or a polycyclic aryl group, in other words, the aryl group can be a monocyclic aryl group, a fused ring aryl group, two or more monocyclic aryl groups linked by a carbon-carbon bond in conjugation, a monocyclic aryl group and a fused ring aryl group linked by a carbon-carbon bond in conjugation, or two or more fused ring aryl groups linked by a carbon-carbon bond in conjugation. That is, unless otherwise specified, two or more aromatic groups linked by a carbon-carbon bond in conjugation can also be considered as an aryl group in the present application. Among them, the fused ring aryl group can include, for example, a bicyclic fused aryl group (e.g., naphthyl), a tricyclic fused aryl group (e.g., phenanthryl, fluorenyl, anthryl), and the like. The aryl group does not contain heteroatoms such as B, N, O, S, P, Se, and Si. Examples of the aryl group can include, but are not limited to, phenyl, naphthyl, fluorenyl, anthryl, phenanthryl, biphenyl, terphenyl, triphenylenyl, perylenyl, benzo[9,10]phenanthryl, pyrenyl, benzofluoranthene, spirobifluorenyl, and the like. In the present application, an arylene group refers to a divalent group formed by further losing one hydrogen atom from the aryl group.

[0041] In the present application, the terphenyl group includes

[0042] In the present application, the number of carbon atoms of a substituted aryl group refers to the total number of carbon atoms of the aryl group and the substituents on the aryl group. For example, a substituted aryl group having 18 carbon atoms refers to a total of 18 carbon atoms of the aryl group and the substituents.

[0043] In the present application, the number of carbon atoms of a substituted or unsubstituted aryl group can be 6, 10, 12, 13, 14, 15, 16, 17, 18, 20, 24, 25, or 30. In some embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, and in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 12 carbon atoms.

[0044] In the present application, the fluorenyl group can be substituted with one or more substituents, wherein any two adjacent substituents can combine with each other to form a ring structure. In the case where the above-mentioned fluorenyl group is substituted, the substituted fluorenyl group can be: and the like, but is not limited thereto.

[0045] In the present application, the aryl group as a substituent of L, L1, L2, Ar1, and Ar2 is, for example, but not limited to, phenyl, naphthyl, and the like.

[0046] ​In this application, a heteroaryl group refers to a monovalent aromatic ring or its derivative containing 1, 2, 3, 4, 5, or 6 heteroatoms. The heteroatoms can be one or more of B, O, N, P, Si, Se, and S. A heteroaryl group can be a monocyclic heteroaryl group or a polycyclic heteroaryl group. In other words, a heteroaryl group can be a single aromatic ring system or a system of multiple aromatic rings connected by carbon-carbon bonds in a conjugated manner, and any aromatic ring system can be an aromatic monocyclic ring or an aromatic fused ring. For example, heteroaryl groups may include, but are not limited to, thiopheneyl, furanyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridineyl, pyridazinyl, quinolinyl, quinazolinyl, quinoxazinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, isoquinolinyl, indolyl, carbazoleyl, benzoxazolyl, benzoimidazolyl, benzothiazolyl, benzocarbazoleyl, benzothiaphenyl, dibenzothiaphenyl, thiaphenothiaphenyl, benzofuranyl, phenanthrololinyl, isoxazolyl, thiadiazolyl, phenthiaazinyl, silfluorenyl, dibenzofuranyl, and N-phenylcarbazoleyl, N-pyridylcarbazoleyl, N-methylcarbazoleyl, etc.

[0047] In this application, the number of carbon atoms in the substituted or unsubstituted heteroaryl group can be selected from 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, or 30. In some embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with 5 to 20 carbon atoms, and in other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with 12 to 18 carbon atoms.

[0048] In this application, the substituted heteroaryl group may be one or more hydrogen atoms of the heteroaryl group that are replaced by groups such as deuterium atoms, halogen groups, -CN, aryl, heteroaryl, trialkylsilyl, alkyl, cycloalkyl, haloalkyl, etc. It should be understood that the number of carbon atoms in the substituted heteroaryl group refers to the total number of carbon atoms of the heteroaryl group and the substituents on the heteroaryl group.

[0049] In this application, alkyl groups having 1 to 10 carbon atoms can include straight-chain alkyl groups having 1 to 10 carbon atoms and branched alkyl groups having 3 to 10 carbon atoms. The number of carbon atoms in an alkyl group can be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10. Specific examples of alkyl groups include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, and n-hexyl.

[0050] In this application, the halogen group may be, for example, fluorine, chlorine, bromine, or iodine.

[0051] In the present application, specific examples of the trialkylsilyl group include, but are not limited to, trimethylsilyl, and the like.

[0052] In the present application, specific examples of the haloalkyl group include, but are not limited to, trifluoromethyl.

[0053] In the present application, specific examples of the deuterated alkyl group include, but are not limited to, trideuteromethyl.

[0054] In the present application, the cycloalkyl group having 3 to 10 carbon atoms can have, for example, 3, 4, 5, 6, 7, 8, or 10 carbon atoms. Specific examples of the cycloalkyl group include, but are not limited to, cyclopentyl, cyclohexyl, adamantyl, and the like.

[0055] In the present application, the unspecified bond refers to a single bond extending from a ring system which indicates that one end of the bond can be connected to any position in the ring system through which the bond extends, 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 unspecified bonds extending through the bicyclic ring system, and the meaning represented thereby includes any of the possible connection modes as shown in formulae (f-1) to (f-10).

[0056]

[0057] 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 unspecified bond extending from the middle of one of the benzene rings, and the meaning represented thereby includes any of the possible connection modes as shown in formulae (X'-1) to (X'-4).

[0058]

[0059] In some embodiments of the present application, the organic compound is selected from the group consisting of a compound represented by formula A, formula B, formula C, or formula D:

[0060]

[0061] In some embodiments of the present application, the organic compound is selected from the group consisting of a compound represented by formula 1-1, formula 1-2, formula 1-3, formula 1-4, formula 1-5, formula 1-6, formula 1-7, or formula 1-8:

[0062]

[0063] In some embodiments of the present application, Ar3is selected from the group consisting of:

[0064] Specifically, Ar3is selected from the group consisting of:

[0065]

[0066] In some embodiments of the application, L, L1and L2are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 12 carbon atoms.

[0067] Optionally, the substituents in L, L1and L2are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, or a phenyl group.

[0068] In other embodiments of the application, L, L1and L2are the same or different and are 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.

[0069] Optionally, the substituents in L, L1and L2are the same or different and are each independently selected from deuterium, fluorine, a cyano group, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, a t-butyl group, or a phenyl group.

[0070] Further optionally, L, L1and L2are the same or different and are each independently selected from a single bond or the group consisting of:

[0071]

[0072] In particular, L, L1and L2are the same or different and are each independently selected from a single bond or the group consisting of:

[0073]

[0074] In some embodiments of the application, Ar1and Ar2are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group.

[0075] Optionally, the substituents in Ar1and Ar2are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or a penta-deuterated phenyl group.

[0076] In other embodiments of the application, Ar1and Ar2are the same or different and are 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 phenanthryl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group.

[0077] Optionally, the substituents in Ar1and Ar2are the same or different, each independently selected from the group consisting of deuterium, fluorine, cyano, methyl, ethyl, n-propyl, i-propyl, t-butyl, phenyl, or penta-deuterated phenyl.

[0078] In some embodiments of the present application, Ar1and Ar2are the same or different, each independently selected from the group consisting of substituted or unsubstituted group W, wherein the unsubstituted group W is selected from the group consisting of:

[0079]

[0080] wherein, represents a chemical bond; the substituted group W has one or two or more substituents, each substituent is independently selected from the group consisting of deuterium, fluorine, cyano, methyl, ethyl, n-propyl, i-propyl, t-butyl, phenyl, or penta-deuterated phenyl, and when the number of substituents on the group W is greater than 1, each substituent is the same or different.

[0081] Optionally, Ar1and Ar2are the same or different, each independently selected from the group consisting of:

[0082]

[0083] In particular, Ar1and Ar2are the same or different, each independently selected from the group consisting of:

[0084]

[0085] In some embodiments of the present application, and are each independently selected from the group consisting of:

[0086]

[0087] In particular, and are each independently selected from the group consisting of:

[0088]

[0089]

[0090] In some embodiments of the present application, in formula 1, is selected from the group consisting of:

[0091]

[0092] In particular, in formula 1, is selected from the group consisting of:

[0093]

[0094]

[0095] In some embodiments of the application, the organic compound is selected from the group consisting of:

[0096]

[0097]

[0098]

[0099]

[0100]

[0101]

[0102]

[0103]

[0104]

[0105]

[0106]

[0107]

[0108]

[0109]

[0110]

[0111]

[0112] In some embodiments of the application, the organic compound is selected from the group consisting of:

[0113] In some embodiments of the application, the organic compound is selected from the group consisting of:

[0114]

[0115] wherein each R4, R5, R6, R7is independently selected from hydrogen, deuterium, a halogen group, a cyano group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, an alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms;

[0116] n4 represents the number of substituents R4, n4 is selected from 1, 2, 3, or 4, and when n4 is greater than 1, any two R4are the same or different;

[0117] n5 represents the number of substituents R5, n5 is selected from 1, 2, or 3, and when n5 is greater than 1, any two R5are the same or different;

[0118] n6 represents the number of substituents R6, n6 is selected from 1, 2, or 3, and when n6 is greater than 1, any two R6are the same or different;

[0119] n7 represents the number of substituents R7, n7 is selected from 1, 2, 3, or 4, and when n7 is greater than 1, any two R7are the same or different;

[0120] L4and L5are 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;

[0121] Ar4and Ar5are the same or different, and are each 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;

[0122] the substituents in L4, L5, Ar4, and Ar5are the same or different, and are each independently selected from deuterium, a halogen group, a cyano group, a heteroaryl group having 3 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a heterocycloalkyl group having 2 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms.

[0123] In some embodiments of the present application, the second compound has a structure represented by Formula 2-3-3:

[0124]

[0125] In some embodiments of the present application, each R4, R5, R6, R7in the second compound is independently selected from hydrogen, deuterium, fluorine, methyl, ethyl, n-propyl, i-propyl, t-butyl, phenyl, naphthyl, biphenyl, or penta-deuterated phenyl.

[0126] In some embodiments of the application, in the second compound, each of R4, R5, R6, R7is independently selected from the group consisting of hydrogen, deuterium, fluorine, cyano, methyl, ethyl, n-propyl, i-propyl, t-butyl, or the following groups:

[0127]

[0128] In some embodiments of the application, in the second compound, L4and L5are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroarylene group having 12 to 20 carbon atoms.

[0129] Optionally, the substituents in L4and L5are independently selected from deuterium, a halogen group, cyano, an alkyl group having 1 to 5 carbon atoms, a phenyl group.

[0130] In some embodiments of the application, in the second compound, L4and L5are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroarylene group having 12 to 20 carbon atoms.

[0131] In some embodiments of the application, in the second compound, L4and L5are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroarylene group having 12 to 20 carbon atoms.

[0132]

[0133] wherein, represents a chemical bond; the substituted group U has one or more substituents, each of which is independently selected from deuterium, cyano, fluorine, methyl, ethyl, n-propyl, i-propyl, t-butyl, phenyl; when the number of substituents of U is more than one, each substituent is the same or different.

[0134] Optionally, L4and L5are independently selected from a single bond or the following group:

[0135]

[0136]

[0137] In some embodiments of the application, in the second compound, Ar4and Ar5are independently selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroaryl group having 12 to 20 carbon atoms.

[0138] Optionally, the substituents in Ar4and Ar5are each independently selected from the group consisting of deuterium, a halogen group, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or a penta-deuterated phenyl group.

[0139] In some embodiments of the present application, in the second compound, Ar4and Ar5are each independently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl, and substituted or unsubstituted triphenylenyl.

[0140] Optionally, the substituents in Ar4and Ar5are each independently selected from the group consisting of deuterium, a halogen group, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or a penta-deuterated phenyl group.

[0141] In some embodiments of the present application, in the second compound, Ar4and Ar5are each independently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl, and substituted or unsubstituted triphenylenyl.

[0142]

[0143] wherein, represents a chemical bond; the substituted group G has one or more substituents, each of which is independently selected from the group consisting of deuterium, a cyano group, a fluorine group, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, a t-butyl group, a phenyl group, and a penta-deuterated phenyl group; and when the number of substituents of G is more than one, each substituent is the same or different.

[0144] Optionally, the substituents in Ar4and Ar5are each independently selected from the group consisting of deuterium, a halogen group, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or a penta-deuterated phenyl group.

[0145]

[0146]

[0147] In some embodiments of the present application, in the second compound, and are each independently selected from the group consisting of:

[0148]

[0149] In particular, and are each independently selected from the group consisting of:

[0150] In some embodiments of the present application, the second compound is selected from the group consisting of: In some embodiments of the present application, the second compound is selected from the group consisting of:

[0151]

[0152]

[0153]

[0154]

[0155] Optionally, the composition is a mixture of the first compound and the second compound. For example, the mixture can be formed by mixing the first compound and the second compound uniformly through mechanical stirring.

[0156] The present application does not particularly limit the relative content of the two types of compounds in the composition, which can be selected according to the specific application of the organic electroluminescent device. Generally, the mass percentage content of the first compound can be 1% to 99%, and the mass percentage content of the second compound can be 1% to 99%, based on the total weight of the composition. For example, the mass ratio of the first compound to the second compound in the composition can be 1:99, 20:80, 30:70, 40:60, 45:65, 50:50, 55:45, 60:40, 70:30, 80:20, 99:1, etc.

[0157] In some embodiments of the present application, the composition consists of the first compound and the second compound, wherein the mass percentage content of the first compound is 20% to 80%, and the mass percentage content of the second compound is 20% to 80%, based on the total weight of the composition.

[0158] In some preferred embodiments, in the composition, the mass percentage content of the first compound is 30% to 60%, and the mass percentage content of the second compound is 40% to 70%, based on the total weight of the composition. In this case, the composition applied to the organic electroluminescent device can make the device have both high luminous efficiency and long service life. Preferably, the mass percentage content of the first compound is 40% to 60%, and the mass percentage content of the second compound is 40% to 60%, based on the total weight of the composition. More preferably, the mass percentage content of the first compound is 40% to 50%, and the mass percentage content of the second compound is 50% to 60%.

[0159] The present application also provides the use of the composition as the host material of the organic electroluminescent layer of the organic electroluminescent device.

[0160] The present application also provides an organic electroluminescent device, which comprises an anode and a cathode disposed oppositely, and at least one functional layer between the anode and the cathode, wherein the functional layer comprises the organic compound of Formula 1 or the composition comprising the first compound and the second compound.

[0161] In an embodiment of the present application, the functional layer comprises an organic light-emitting layer, and the organic light-emitting layer comprises the organic compound of Formula 1.

[0162] In an embodiment of the present application, the functional layer comprises an organic light-emitting layer, and the organic light-emitting layer comprises the composition comprising the first compound and the second compound.

[0163] In an embodiment of the present application, the organic electroluminescent device is a phosphorescent device.

[0164] In a specific embodiment of the present application, the organic electroluminescent device is a green organic electroluminescent device.

[0165] In some embodiments of the present application, the organic electroluminescent device comprises, in sequence, an anode (ITO substrate), a hole transport layer, a hole auxiliary layer, an organic light-emitting layer, an electron transport layer, an electron injection layer, a cathode (Mg-Ag mixture), and an organic capping layer.

[0166] In a specific embodiment of the present application, as shown in Figure 1 The organic electroluminescent device of the present application comprises an anode 100, a cathode 200, and at least one functional layer 300 between the anode layer and the cathode layer, wherein the functional layer 300 comprises a hole injection layer 310, a hole transport layer 320, a hole auxiliary layer 330, an organic light-emitting layer 340, an electron transport layer 350, and an electron injection layer 360.

[0167] Optionally, the anode 100 comprises an anode material, which is preferably a material having a large work function that facilitates hole injection into the functional layer. Specific examples of the anode material include: metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but are not limited thereto. Preferably, a transparent electrode comprising indium tin oxide (ITO) as the anode is included.

[0168] Optionally, the hole transport layer 320 can include one or more hole transport materials, which can be selected from carbazole polymers, carbazole-linked triarylamines, or other types of compounds, without being limited thereto. For example, in some embodiments of the present application, the hole transport layer 320 is composed of HT-23.

[0169] Optionally, the hole auxiliary layer 330 can include one or more hole transport materials, which can be selected from carbazole polymers, carbazole-linked triarylamines, or other types of compounds, without being limited thereto. For example, in some embodiments of the present application, the hole auxiliary layer 330 is composed of HT-24.

[0170] Optionally, the organic light emitting layer 340 can be composed of a single light emitting material, or can include a host material and a guest material. Optionally, the organic light emitting layer 340 is composed of a host material and a guest material, and the holes and electrons injected into the organic light emitting layer 330 can recombine in the organic light emitting layer 340 to form excitons, which transfer energy to the host material, and the host material transfers energy to the guest material, thereby enabling the guest material to emit light.

[0171] The guest material of the organic light emitting layer 340 can be a compound having condensed aryl rings or derivatives thereof, a compound having heteroaryl rings or derivatives thereof, an aromatic amine derivative, or other materials, without being limited thereto.

[0172] In some embodiments of the present application, the green organic electroluminescent device, the organic light emitting layer 340 includes the organic compound described in the present application, the second compound, and the guest material GD.

[0173] The electron transport layer 350 can be a single layer structure or a multi-layer structure, and can include one or more electron transport materials, which can be selected from benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, or other electron transport materials, without being limited thereto. For example, in some embodiments of the present application, the electron transport layer 350 can be composed of ET-01 and LiQ.

[0174] Optionally, the cathode 200 includes a cathode material that is a material having a small work function that is helpful for electron injection into the functional layer. Specific examples of the cathode material include: a metal such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or an alloy thereof; or a multi-layer material such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca, but is not limited thereto. Preferably, a metal electrode including silver and magnesium is included as the cathode.

[0175] Optionally, a hole injection layer 310 may be provided between the anode 100 and the hole transport layer 320 to enhance the ability to inject holes into the hole transport layer 320. The hole injection layer 310 may be selected from benzidine derivatives, starburst-like aryl amine compounds, phthalocyanine derivatives, or other materials, and this application does not impose any special limitations on this. In some embodiments of this application, the hole injection layer 310 may be composed of PD and HT-23.

[0176] Optionally, an electron injection layer 360 may be provided between the cathode 200 and the electron transport layer 350 to enhance the ability to inject electrons into the electron transport layer 350. The electron injection layer 360 may include inorganic materials such as alkali metal sulfides and alkali metal halides, or may include complexes of alkali metals and organic materials. In some embodiments of this application, the electron injection layer 360 may include ytterbium (Yb).

[0177] This application also provides an electronic device that includes the organic electroluminescent device described in this application.

[0178] For example, such as Figure 2 As shown, the electronic device provided in this application is a first electronic device 400, which includes any of the organic electroluminescent devices described in the above-described embodiments. This electronic device can be a display device, a lighting device, an optical communication device, or other types of electronic devices, such as, but not limited to, computer screens, mobile phone screens, televisions, electronic paper, emergency lighting, optical modules, etc. Since the first electronic device 400 has the aforementioned organic electroluminescent device, it has the same beneficial effects, which will not be repeated here.

[0179] The present application will now be described in detail with reference to embodiments. However, the following description is intended to explain the present application and not to limit the scope of the present application in any way.

[0180] Synthesis of intermediate ai:

[0181]

[0182] Under nitrogen protection, 2,3-dichloronitrobenzene (20.0 g; 104.2 mmol), D5-phenylboronic acid pinacol ester (21.8 g; 104.2 mmol), tetrakis triphenylphosphine palladium (2.4 g; 2.1 mmol), potassium carbonate (28.8 g; 208.3 mmol), tetrabutylammonium bromide (6.7 g; 20.8 mmol), toluene (160 mL), ethanol (40 mL) and deionized water (40 mL) were added into a round bottom flask, which was heated to 75-80 °C and stirred for 48 hours; the reaction liquid was cooled to room temperature, deionized water was added, and the organic phase was separated, washed with water, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure; the obtained crude product was purified by silica gel column chromatography using dichloromethane / n-heptane solvent system to obtain white solid intermediate ai (18.8 g; yield: 76%)

[0183] Referring to the synthesis method of intermediate ai, the intermediates shown in Table 1 below were synthesized by replacing the reactant A with 2,3-dichloronitrobenzene:

[0184] Table 1

[0185]

[0186] Synthesis of intermediate aii:

[0187]

[0188] Under nitrogen protection, intermediate ai (18.0 g; 75.4 mmol), triphenylphosphine (49.5 g; 188.5 mmol), o-dichlorobenzene (150 mL) were added into a round bottom flask, which was heated to 175-180 °C under stirring for 36 hours; the reaction liquid was cooled to room temperature, deionized water was added, and the organic phase was separated, washed with water, dried over anhydrous magnesium sulfate, and the solvent was removed under high temperature and reduced pressure; the obtained crude product was purified by silica gel column chromatography using dichloromethane / n-heptane solvent system to obtain white solid intermediate aii (11.1 g; yield: 72%).

[0189] Referring to the synthesis method of intermediate aii, the intermediate shown in Table 2 below was synthesized by replacing the intermediate ai with reactant B:

[0190] Table 2

[0191]

[0192] Synthesis of intermediate a1:

[0193]

[0194] Intermediate aii (10.0 g; 48.6 mmol), 4-biphenylboronic acid (10.1 g; 51.1 mmol), palladium acetate (0.1 g; 0.5 mmol), 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.5 g; 1.0 mmol), cesium carbonate (23.8 g; 72.9 mmol), toluene (80 mL), ethanol (20 mL) and deionized water (20 mL) were added to a round bottom flask under nitrogen protection, heated to 75-80 °C, and stirred for 48 hours. The reaction was cooled to room temperature, deionized water was added, 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. The resulting crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the solvent system to obtain intermediate a1 (12.1 g; yield: 77%) as a white solid.

[0195] Referring to the synthesis method of intermediate a1, the reactant C was replaced with intermediate aii, and the reactant D was replaced with 4-biphenylboronic acid to synthesize the intermediates shown in Table 3 below:

[0196] Table 3

[0197]

[0198]

[0199]

[0200] Synthesis of compound A2:

[0201]

[0202] Intermediate a1 (5.0 g; 15.5 mmol), 2-chloro-4-(biphenyl-4-yl)-6-phenyl-1,3,5-triazine (8.0 g; 23.2 mmol), and N,N-dimethylformamide (50 mL) were added to a round bottom flask under nitrogen protection, stirred, and cooled to -5-0 °C. Sodium hydride (0.4 g; 18.6 mmol) was added, and the reaction was stirred for 1 hour. The reaction was then warmed to 20-25 °C and stirred for 16 hours. The reaction was stopped, the reaction mixture was washed with water, and the mixture was separated. The organic phase was 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 dichloromethane / n-heptane as the eluent, and then recrystallized using a toluene / n-heptane solvent system to obtain compound A2 (6.6 g; yield: 68%) as a white solid.

[0203] Referring to the synthesis method of compound A2, the reactant E was replaced with intermediate a1, and the reactant F was replaced with 2-chloro-4-(biphenyl-4-yl)-6-phenyl-1,3,5-triazine to synthesize the compounds in Table 4 below:

[0204] Table 4

[0205]

[0206]

[0207]

[0208] Synthesis of compound A22:

[0209]

[0210] Under nitrogen protection, intermediate a1 (5.0 g; 15.5 mmol), 2-(3'- chlorobiphenyl-3-yl)-4,6-diphenyl-1,3,5-triazine (6.8 g; 16.2 mmol), tris(dibenzylideneacetone)dipalladium (0.1 g; 0.2 mmol), 2-dicyclohexylphosphino-2',4',6'- triisopropyl biphenyl (0.1 g; 0.3 mmol), sodium tert-butoxide (2.2 g; 23.2 mmol) and xylene (50 mL) were added into a round bottom flask, and the reaction was stirred at 135-140 °C for 12 hours; after being cooled to room temperature, the reaction solution was washed with water, and then separated; the organic phase was 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 dichloromethane / n-heptane as the eluent, and then the product was purified by recrystallization using a toluene / n-heptane solvent system to obtain white solid compound A22 (7.9 g; yield: 72%)

[0211] Referring to the synthesis method of compound A22, the following Table 5 shows the compounds synthesized by using reactant G instead of intermediate a1 and reactant H instead of 2-(3'-chlorobiphenyl-3-yl)-4,6-diphenyl-1,3,5-triazine in the table:

[0212] Table 5

[0213]

[0214]

[0215]

[0216]

[0217] The mass spectrometry data of some of the compounds are shown in Table 6 as follows:

[0218] Table 6

[0219] Compound A2 m / z = 631.3 (M+H) + ]] Compound B116 m / z = 783.3 (M+H) + ]] Compound A9 m / z = 721.3 (M+H) + ]] Compound B128 m / z = 859.4 (M+H) + ]] Compound A22 m / z = 707.3 (M+H) + ]] Compound B133 m / z = 859.4 (M+H) + ]] Compound A31 m / z = 707.3 (M+H) + ]] Compound B143 m / z = 873.4 (M+H) + ]] Compound A41 m / z = 707.3 (M+H) + ]] Compound C4 m / z = 631.3 (M+H) + ]] Compound A55 m / z = 735.3 (M+H) + ]] Compound C11 m / z = 721.3 (M+H) + ]] Compound A62 m / z = 737.3 (M+H) + ]]> Compound C14 m / z = 721.3 (M+H) + ]] Compound A73 m / z = 631.3 (M+H) + ]] Compound C25 m / z = 661.2 (M+H) + ]] Compound B4 m / z = 645.3 (M+H) + ]] Compound C33 m / z = 737.3 (M+H) + ]] Compound B19 m / z = 721.3 (M+H) + ]] Compound C42 m / z = 631.3 (M+H) + ]] Compound B29 m / z = 783.3 (M+H) + ]] Compound C52 m / z = 707.3 (M+H) + ]] Compound B36 m / z = 797.3 (M+H) + ]] Compound C60 m / z = 707.3 (M+H) + ]] Compound B44 m / z = 783.3 (M+H) + ]] Compound D3 m / z = 645.3 (M+H) + ]] Compound B58 m / z = 737.3 (M+H) + ]]> Compound D10 m / z = 707.3 (M+H) + ]] Compound B68 m / z = 707.3 (M+H) + ]] Compound D26 m / z = 631.3 (M+H) + ]] Compound B74 m / z = 783.3 (M+H) + ]] Compound D33 m / z = 737.3 (M+H) + ]] Compound B84 m / z = 813.3 (M+H) + ]] Compound D51 m / z = 721.3 (M+H) + ]] Compound B95 m / z = 783.3 (M+H) + ]] Compound D61 m / z = 631.3 (M+H) + ]] Compound B104 m / z = 783.3 (M+H) + ]]

[0220] The nuclear magnetic resonance data of some of the compounds are shown in Table 7 as follows:

[0221] Table 7

[0222]

[0223] Preparation and performance evaluation of an organic electroluminescent device Example 1

[0224] Green organic electroluminescent device

[0225] First, an anode is pre-processed by the following process: on an ITO / Ag / ITO substrate with thicknesses of 1500 / 200 / 1500 A, respectively, surface treatment is performed using UV ozone and O2:N2 plasma to increase the work function of the anode, and the ITO substrate surface is cleaned with an organic solvent to remove impurities and oil on the ITO substrate surface.

[0226] On the experimental substrate (anode), PD:HT-23 is co-evaporated at a rate ratio of 3%:97% to form a hole injection layer (HIL) with a thickness of 100 A, and then HT-23 is vacuum evaporated on the hole injection layer to form a hole transport layer with a thickness of 100 A.

[0227] HT-24 is evaporated on the hole transport layer to form a hole auxiliary layer with a thickness of 100 A.

[0228] On the hole auxiliary layer, composition GH-1-1 and GD are co-evaporated at a ratio of 100%:10% to form an organic light-emitting layer (green organic light-emitting layer) with a thickness of 100 A.

[0229] ET-01 and LiQ are mixed at a weight ratio of 1:1 and evaporated to form an electron transport layer with a thickness of 100 A, Yb is evaporated on the electron transport layer to form an electron injection layer with a thickness of 100 A, and magnesium and silver are co-evaporated on the electron injection layer at a ratio of 1:9 to form a cathode with a thickness of 100 A.

[0230] In addition, CP-01 is evaporated on the above cathode to form an organic cover layer (CPL) with a thickness of 100 A, thereby achieving the preparation of an organic light-emitting device.

[0231] Examples 2-39:

[0232] In the formation of the organic light-emitting layer, the GH-X-Y type host material composition shown in Table 7 is used instead of the composition GH-1-1 in Example 1, and the organic electroluminescent device is manufactured by the same method as in Example 1.

[0233] Comparative Examples 1-6:

[0234] ​​​​​​​​​An organic electroluminescent device was produced in the same manner as in Device Example 1, except that GH-X-Y was used when forming the organic light-emitting layer.

[0235] In the above examples and comparative examples, the host material compositions GH-X-Y used were obtained by mixing the first compound in Table 7 below and the second compound shown in Table 8 below, and the specific compositions are shown in Table 7. Among them, the mass ratio refers to the ratio of the mass percentage content of the first compound shown in the table to the second compound shown. Taking composition GH-1-1 as an example, it can be known from Table 7 that GH-1-1 is mixed by compound A2 and compound 76 according to a mass ratio of 40:60; for example, the host material GH-D1-1 in Comparative Example 1 is mixed by compound I and compound 76 according to a mass ratio of 40:60.

[0236] The other second compounds used are shown below, compound 76 is obtained according to the description of patent document JP3139321B2; compound 77 is obtained according to patent document CN103518271B; compound 78 is obtained according to patent document CN103430344B; compound 79 is obtained according to the description of patent document CN104205393B; and compound 80 is obtained according to the description of patent document US20140231779A1.

[0237]

[0238] The structures of other main materials used in Examples 1-39 and Comparative Examples 1-6 are shown below:

[0239]

[0240] The organic electroluminescent device prepared as above was tested for IVL performance under the condition of 10 mA / cm2, and the T95 device lifetime was tested under the condition of 30 mA / cm2. 2 2 The test results are shown in Table 8

[0241] Table 8

[0242]

[0243]

[0244]

[0245]

[0246]

[0247] ​From the above table, it can be seen that the current efficiency of Examples 1-39 is at least 11.5% higher and the lifetime is at least 17.1% higher than that of Comparative Examples 1-6.

[0248] Compared with Comparative Examples 1-2, the T95 lifetime of the device prepared by using the compound of Formula 1 as the green electron-type host material is significantly improved compared with the device prepared by using Compound I. The reason is that, compared with Compound I, the specific position of the core carbazole structure in the organic compound of the application is deuterated, which improves the photoelectric stability.

[0249] Compared with Comparative Examples 3-6, the device prepared by using the compound of Formula 1 as the green electron-type host material has significantly improved current efficiency and T95 lifetime compared with the devices prepared by using Compounds II and III. The reason is that, compared with Compounds II and III, the introduction of the bulky biphenyl / triphenyl group to the carbazole group in the organic compound of the application further reduces the intermolecular force and improves the molecular stacking, which improves the amorphous stability of the material and makes the material film better.

[0250] Other embodiments of the application will be apparent to those skilled in the art from consideration of the specification and practice of the application disclosed herein. It is intended that the application cover any variations, uses or adaptive changes of the application following the general principles thereof and including such departures from the present disclosure as come within known use or custom in the art to which the application pertains. The specification and examples are to be regarded as exemplary only, and the true scope and spirit of the application are indicated by the following claims.

Claims

1. An organic compound characterized in that, The organic compound has a structure as shown in Formula 1: wherein Ar1 and Ar2 are the same or different, and are 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 phenanthryl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted dibenzofuranyl group, and a substituted or unsubstituted dibenzothiophenyl group; the substituents in Ar1 and Ar2 are the same or different, and are each independently selected from deuterium, fluorine, a cyano group, a methyl group, an ethyl group, a n-propyl group, an i-propyl group, a t-butyl group, a phenyl group, or a penta-deuterated phenyl group; L, L1 and L2 are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, and a substituted or unsubstituted biphenylene group; the substituents in L, L1 and L2 are the same or different, and are each independently selected from deuterium, fluorine, a cyano group, a methyl group, an ethyl group, a n-propyl group, an i-propyl group, a t-butyl group, or a phenyl group; Ar3 is selected from a substituted or unsubstituted biphenyl group; the substituents in Ar3 are each independently selected from deuterium, a penta-deuterated phenyl group, or a phenyl group; R1 is hydrogen or deuterium; n1 is the number of R1, and is selected from 1, 2 or 3.

2. The organic compound according to claim 1, characterized by Ar3 is selected from the group consisting of:

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

4. The organic compound according to claim 1, wherein in formula 1 is selected from the group consisting of 5. The organic compound according to claim 1, wherein the organic compound is selected from the group consisting of:

6. Composition, characterized in that, The composition comprises a first compound and a second compound; the first compound is selected from the organic compound according to any one of claims 1-5, and the second compound is selected from the compound shown in Formula 2: wherein each of R4, R5, R6, R7 is independently selected from hydrogen, deuterium, a halogen group, a cyano group, an aryl group with a carbon atom number of 6-20, a deuterated aryl group with a carbon atom number of 6-20, an alkyl group with a carbon atom number of 1-10, a deuterated alkyl group with a carbon atom number of 1-10, a halogenated alkyl group with a carbon atom number of 1-10, or a cycloalkyl group with a carbon atom number of 3-10; n4 represents the number of substituents R4, and n4 is selected from 1, 2, 3 or 4, and when n4 is greater than 1, any two R4 are the same or different; n5 represents the number of substituents R5, and n5 is selected from 1, 2 or 3, and when n5 is greater than 1, any two R5 are the same or different; n6 represents the number of substituents R6, and n6 is selected from 1, 2 or 3, and when n6 is greater than 1, any two R6 are the same or different; n7 represents the number of substituents R7, and n7 is selected from 1, 2, 3 or 4, and when n7 is greater than 1, any two R7 are the same or different; L4 and L5 are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted arylene group with a carbon atom number of 6-30, and a substituted or unsubstituted heteroarylene group with a carbon atom number of 3-30; Ar4 and Ar5 are the same or different, and are each independently selected from a substituted or unsubstituted aryl group with a carbon atom number of 6-30, and a substituted or unsubstituted heteroaryl group with a carbon atom number of 3-30; the substituents in L4and L5are each independently selected from the group consisting of deuterium, fluorine, cyano, a halogen group, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, a t-butyl group, a phenyl group, or a penta-deuterated phenyl group.

7. The composition of claim 6, wherein, In the second compound, each of R4, R5, R6, and R7is independently selected from the group consisting of hydrogen, deuterium, fluorine, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, a t-butyl group, a phenyl group, a naphthyl group, a biphenyl group, or a penta-deuterated phenyl group.

8. The composition of claim 6, wherein, In the second compound, L4and L5are each independently selected from the group consisting of 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 dibenzofuranylene group, a substituted or unsubstituted dibenzothiophenylene group, and a substituted or unsubstituted carbazolylene group.

9. The composition of claim 6, wherein, The substituents in L4and L5are each independently selected from the group consisting of deuterium, fluorine, cyano, a halogen group, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, a t-butyl group, a phenyl group, or a penta-deuterated phenyl group.

10. The composition of claim 6, wherein, In the second compound, Ar4and Ar5are each independently selected from the group consisting of 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 dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted carbazolyl group, and a substituted or unsubstituted triphenylenyl group.

11. The composition of claim 6, wherein, The substituents in Ar4and Ar5are each independently selected from the group consisting of deuterium, fluorine, cyano, a halogen group, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, a t-butyl group, a phenyl group, or a penta-deuterated phenyl group.

12. The composition of claim 6, wherein, The second compound is selected from the group consisting of the following compounds:

13. An organic electroluminescent device, characterized by The organic electroluminescence device includes a functional layer between the anode and the cathode. The functional layer contains the organic compound according to any one of claims 1 to 5 or the composition according to any one of claims 6 to 12.

14. The organic electroluminescent device according to claim 13, characterized in that The functional layer contains an organic light-emitting layer, and the organic light-emitting layer contains the organic compound according to any one of claims 1 to 5 or the composition according to any one of claims 6 to 12.

15. The organic electroluminescent device according to claim 13, characterized in that, The organic electroluminescence device is a green organic electroluminescence device.

16. An electronic device, characterized by The organic electroluminescence device according to any one of claims 13 to 15.

Citation Information

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