Organic compound, composition, organic electroluminescent device and electronic device

By designing an organic compound containing triazine, phenylene and 1-dibenzofuranyl/1-dibenzothiophene, the shortcomings of existing organic electroluminescent devices in driving voltage, efficiency and life are solved, and the device performance is improved.

CN120647639APending Publication Date: 2025-09-16SHAANXI LIGHTE OPTOELECTRONICS MATERIAL CO LTD
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Patent Information

Application Number
CN202410452675.3
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2024-03-15
Filing Date
2024-04-15
Publication Date
2025-09-16

AI Technical Summary

Technical Problem

The performance of existing organic electroluminescent devices still needs to be further improved, especially in terms of driving voltage, efficiency and lifespan.

Method used

Provided is an organic compound whose structure consists of triazine, phenylene and 1-dibenzofuranyl/1-dibenzothiophene, which is connected by 1,4-phenylene and combined with carbazole or small molecule aromatic groups to improve electron mobility and T1 energy level, thereby improving the luminous efficiency and life of the device.

Benefits of technology

By using the organic compound as the main material of the organic light-emitting layer, the driving voltage of the device is reduced, and the efficiency and life of the device are improved.

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Abstract

The invention belongs to the technical field of organic electroluminescence, and relates to an organic compound, a composition using the organic compound, an organic electroluminescence device and an electronic device, the organic compound has a structure as shown in a formula 1, and when the organic compound is used in the organic electroluminescence device, the performance of the organic electroluminescence device can be remarkably improved. # imgabs0 #
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Description

Technical Field

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

[0002] With the development of electronic technology and progress in materials science, the application range of electronic components used to achieve electroluminescence is becoming increasingly wide. Such electronic components generally include a cathode and an anode arranged opposite each other, 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 electroluminescent device as an example, it generally includes an anode, a hole transport layer, a luminescence adjustment layer, an organic light-emitting layer, an electron transport layer, and a cathode stacked in sequence. When a voltage is applied to the cathode and the anode, an electric field is generated between the two electrodes. Under the action of the electric field, electrons on the cathode side move toward the organic light-emitting layer, and holes on the anode side also move toward the organic light-emitting layer. The electrons and holes combine in the organic light-emitting layer to form excitons. The excitons are in an excited state and release energy outward, thereby causing the organic light-emitting layer to emit light outward.

[0003] The prior art discloses host materials that can be used to prepare organic light-emitting layers in organic electroluminescent devices. However, there is still a need to continue to develop new materials to further improve the performance of organic electroluminescent devices. Summary of the Invention

[0004] To solve the above problems, the purpose of this application is to provide an organic compound and a composition containing the organic compound, an organic electroluminescent device and an electronic device, wherein the organic compound can improve the performance of the organic electroluminescent device and the electronic device, such as reducing the driving voltage of the device and increasing the efficiency and life of the device.

[0005] In a first aspect of the present application, an organic compound is provided, wherein the organic compound has a structure as shown in Formula 1:

[0006]

[0007] X is O or S;

[0008] L1 and L2 are the same or different and are 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;

[0009] Ar1 and Ar2 are the same or different and are 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;

[0010] Ar3 is selected from substituted or unsubstituted 6-12 aryl groups, substituted or unsubstituted carbazolyl groups;

[0011] The substituents in L1, L2, Ar1 and Ar2 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, 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 or a halogenated aryl group having 6 to 20 carbon atoms;

[0012] The substituents in Ar3 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, or a halogenated aryl group having 6 to 20 carbon atoms.

[0013] In a second aspect of the present application, a composition is provided, which comprises the first compound disclosed in the first aspect of the present application and a second compound having a structure shown in Formula 2.

[0014] The third aspect of the present application provides an organic electroluminescent device, comprising an anode and a cathode arranged opposite to each other, and a functional layer arranged between the anode and the cathode; the functional layer comprises the organic compound disclosed in the first aspect of the present application or the composition disclosed in the second aspect of the present application.

[0015] In a fourth aspect of the present application, an electronic device is provided, comprising the organic electroluminescent device disclosed in the third aspect of the present application.

[0016] The core structure of the organic compound of the present application is composed of triazine, phenylene and 1-dibenzofuranyl / 1-dibenzothiophene. Among them, triazine and 1-dibenzofuranyl / 1-dibenzothiophene are interconnected by 1,4-phenylene. Such connection makes the compound have higher electron mobility and T1 energy level. At the same time, the ortho-position connection of triazine to carbazole or small molecule aromatic group can enhance the spatial effect of the compound, thereby improving the efficiency and life of the compound. When the organic compound of the present application is used as the main material of the organic light-emitting layer in an organic electroluminescent device, the luminous efficiency and life of the device can be improved.

[0017] Other features and advantages of the present application will be described in detail in the subsequent detailed description. BRIEF DESCRIPTION OF THE DRAWINGS

[0018] The accompanying drawings are used to provide further understanding of the present application and constitute a part of the specification. Together with the following specific embodiments, they are used to explain the present application, but do not constitute a limitation to the present application.

[0019] Figure 1 This is a schematic structural diagram of an organic electroluminescent device of the present application.

[0020] Figure 2 It is a structural diagram of an electronic device of the present application.

[0021] Reference numerals

[0022] 100, anode 200, cathode 300, functional layer 310, hole injection layer

[0023] 320, hole transport layer 330, luminescence adjustment layer 340, organic light emitting layer 350, electron transport layer

[0024] 360, electron injection layer 400, electronic device DETAILED DESCRIPTION

[0025] In response to the above-mentioned problems existing in the prior art, the purpose of this application is to provide an organic compound and an organic electroluminescent device and an electronic device containing the organic compound, wherein the organic compound can improve the performance of the organic electroluminescent device and the electronic device, such as reducing the driving voltage of the device and increasing the efficiency and life of the device.

[0026] In a first aspect of the present application, an organic compound is provided, wherein the organic compound has a structure as shown in Formula 1:

[0027]

[0028] X is O or S;

[0029] L1 and L2 are the same or different and are 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;

[0030] Ar1 and Ar2 are the same or different and are 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;

[0031] Ar3 is selected from substituted or unsubstituted 6-12 aryl groups, substituted or unsubstituted carbazolyl groups;

[0032] The substituents in L1, L2, Ar1 and Ar2 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, 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 or a halogenated aryl group having 6 to 20 carbon atoms;

[0033] The substituents in Ar3 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, or a halogenated aryl group having 6 to 20 carbon atoms.

[0034] In this application, the descriptions “each independently is”, “each independently is” and “each independently is” are interchangeable and should be understood in a broad sense. They can mean that in different groups, the specific options expressed by the same symbols do not affect each other, or in the same group, the specific options expressed by the same symbols do not affect each other. For example, Wherein, each q is independently 0, 1, 2 or 3, and each R" is independently selected from hydrogen, deuterium, fluorine, and chlorine. The meaning is: Formula Q-1 represents that there are q substituents R" on the benzene ring, and each R" can be the same or different, and the options of each R" do not affect each other; Formula Q-2 represents that there are q substituents R" on each benzene ring of biphenyl, and the number q of R" substituents on the two benzene rings can be the same or different, and each R" can be the same or different, and the options of each R" do not affect each other.

[0035] In this application, the term "substituted or unsubstituted" means that the functional group described after the term may or may not have a substituent (hereinafter, for ease of description, the substituents are collectively referred to as Rc). For example, "substituted or unsubstituted aryl" refers to an aryl group having a substituent Rc or an unsubstituted aryl group. The substituent Rc can be, for example, deuterium, cyano, a halogen group, an alkyl group, an aryl group, a heteroaryl group, a deuterated aryl group, a halogenated aryl group, a cycloalkyl group, etc. The number of substitutions can be one or more.

[0036] In this application, "plurality" refers to two or more, for example, 2, 3, 4, 5, 6, etc.

[0037] In this application, the number of carbon atoms in a substituted or unsubstituted functional group refers to the total number of carbon atoms. For example, if L1 is a substituted arylene group with 12 carbon atoms, the total number of carbon atoms in the arylene group and its substituents is 12.

[0038] In the present application, aryl refers to an optional functional group or substituent derived from an aromatic carbocyclic ring. Aryl can be a monocyclic aryl (such as phenyl) or a polycyclic aryl. In other words, aryl can be a monocyclic aryl, a condensed ring aryl, two or more monocyclic aryl groups connected by a carbon-carbon bond, a monocyclic aryl and a condensed ring aryl connected by a carbon-carbon bond, two or more condensed ring aryl groups connected by a carbon-carbon bond. That is, unless otherwise indicated, two or more aromatic groups connected by a carbon-carbon bond can also be considered as aryl of the present application. Wherein, condensed ring aryl, for example, can include dicyclic condensed aryl (such as naphthyl), tricyclic condensed aryl (such as phenanthrenyl, fluorenyl, anthracenyl) etc. Aryl does not contain heteroatoms such as B, N, O, S, P, Se and Si. Examples of aryl groups may include, but are not limited to, phenyl, naphthyl, fluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, triphenylene, peryl, benzo[9,10]phenanthrenyl, pyrenyl, benzofluoranthenyl, In the present application, the arylene group refers to a divalent group formed by further losing a hydrogen atom from an aryl group.

[0039] 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 with 18 carbon atoms refers to the total number of carbon atoms of the aryl group and the substituents being 18.

[0040] In the present application, the number of carbon atoms of the substituted or unsubstituted aryl group may 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.

[0041] In the present application, examples of aryl groups as substituents of Ar1, Ar2, Ar3, Ar4, Ar5, L1, L2, L4, and L5 include, but are not limited to, phenyl and naphthyl.

[0042] In the present application, a heteroaryl group refers to a monovalent aromatic ring or a derivative thereof containing 1, 2, 3, 4, 5 or 6 heteroatoms in the ring, wherein the heteroatoms may be one or more of B, O, N, P, Si, Se and S. A heteroaryl group may be a monocyclic heteroaryl group or a polycyclic heteroaryl group. In other words, a heteroaryl group may be a single aromatic ring system or multiple aromatic ring systems connected by carbon-carbon bonds, and any aromatic ring system may be an aromatic monocyclic ring or an aromatic condensed ring. For example, the heteroaryl group may include a thienyl group, a furyl group, a pyrrolyl group, an imidazolyl group, a thiazolyl group, an oxazolyl group, an oxadiazolyl group, a triazolyl group, a pyridyl group, a bipyridyl group, a pyrimidyl group, a triazinyl group, an acridinyl group, a pyridazinyl group, a pyrazinyl group, a quinolyl group, a quinazolinyl group, a quinoxalinyl group, a phenoxazinyl group, a phthalazinyl group, a pyridopyrimidinyl group, a pyridopyrazinyl group, a pyrazinopyrazinyl group, an isoquinolyl group, an indolyl group, a carbazolyl group, a benzoxazolyl group, a benzimidazolyl group, a benzothiazolyl group, a benzocarbazolyl group, a benzothienyl group, a dibenzothienyl group, a thienothiphenyl group, a benzofuranyl group, a phenanthrolinyl group, an isoxazolyl group, a thiadiazolyl group, a phenothiazinyl group, a silafluorenyl group, a dibenzofuranyl group, and an N-phenylcarbazolyl group, an N-pyridylcarbazolyl group, an N-methylcarbazolyl group, and the like, without being limited thereto.

[0043] In the present application, the number of carbon atoms of the substituted or unsubstituted heteroaryl group can be selected from 3, 4, 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 having 5 to 20 carbon atoms, and in other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group having 12 to 18 carbon atoms.

[0044] In the present application, a substituted heteroaryl group may be a heteroaryl group in which one or more hydrogen atoms are replaced by groups such as a deuterium atom, a halogen group, -CN, an aryl group, a heteroaryl group, an alkyl group, a cycloalkyl group, a deuterated aryl group, a halogenated aryl group, etc. It should be understood that the number of carbon atoms in the substituted heteroaryl group refers to the total number of carbon atoms in the heteroaryl group and the substituents on the heteroaryl group.

[0045] 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 in the alkyl group may be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10. Specific examples of the alkyl group include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, and the like.

[0046] In the present application, the halogen group may be, for example, fluorine, chlorine, bromine, or iodine.

[0047] In the present application, a deuterated aryl group refers to an aryl group containing at least one deuterium substituent. Specific examples of the deuterated aryl group include, but are not limited to, pentadeuterated phenyl and pentadeuterated biphenyl.

[0048] In the present application, the number of carbon atoms in the cycloalkyl group having 3 to 10 carbon atoms may be, for example, 3, 4, 5, 6, 7, 8 or 10. Specific examples of the cycloalkyl group include, but are not limited to, cyclopentyl, cyclohexyl, and adamantyl.

[0049] In this application, no single bond extending from the ring system is involved in the positioning of the connecting bond. This means that one end of the link can be connected to any position in the ring system that the link passes through, and the other end is connected to the rest of the compound molecule. For example, as shown in the following formula (f), the naphthyl represented by formula (f) is connected to other positions of the molecule via two non-positional linkers that pass through the bicyclic ring. The meaning of this includes any possible connection method shown in formulas (f-1) to (f-10).

[0050]

[0051] For another example, as shown in the following formula (X'), the dibenzofuranyl group represented by formula (X') is connected to other positions in the molecule through a non-positional connecting bond extending from the middle of one side of the benzene ring, and the meaning represented by it includes any possible connection method shown in formulas (X'-1) to (X'-4).

[0052]

[0053] In this application, the attachment position of dibenzofuran is The attachment position of dibenzothiophene is

[0054]

[0055] In some embodiments of the present application, the organic compound is selected from the structure shown in Formula 1-1, Formula 1-2, Formula 1-3, Formula 1-4, Formula 1-5 or Formula 1-6:

[0056]

[0057] In formula 1-1, R1 is selected from deuterium, a halogen group, a cyano group, a phenyl group or a pentadeuterated phenyl group; n1 is the number of R1, selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8.

[0058] In Formulas 1-1 to 1-8, X is O or S; D represents a deuterium atom;

[0059] L1 and L2 are the same or different and are 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;

[0060] Ar1 and Ar2 are the same or different and are 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;

[0061] The substituents in L1, L2, Ar1 and Ar2 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, 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 or a halogenated aryl group having 6 to 20 carbon atoms.

[0062] In some embodiments of the present application, L1 and L2 are the same or different and are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 12 carbon atoms, and a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms.

[0063] Optionally, the substituents in L1 and L2 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group or a pentadeuterated phenyl group.

[0064] In other embodiments of the present application, L1 and L2 are the same or different, and are independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenylene group.

[0065] Optionally, the substituents in L1 and L2 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

[0066] Optionally, L1 and L2 are the same or different and are independently selected from a single bond or the following groups:

[0067]

[0068]

[0069] Specifically, L1 and L2 are the same or different and are independently selected from a single bond or the following groups:

[0070]

[0071] In some embodiments of the present application, Ar1 and Ar2 are the same or different and are independently selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms and a substituted or unsubstituted heteroaryl group having 12 to 20 carbon atoms.

[0072] Optionally, the substituents in Ar1 and Ar2 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group or a pentadeuterated phenyl group.

[0073] In other embodiments of the present application, Ar1 and Ar2 are the same or different, and are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl.

[0074] Optionally, the substituents in Ar1 and Ar2 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

[0075] Optionally, Ar1 and Ar2 are the same or different and are independently selected from the group consisting of the following groups:

[0076]

[0077] Specifically, Ar1 and Ar2 are the same or different and are independently selected from the group consisting of the following groups:

[0078]

[0079]

[0080] In some embodiments of the present application, The same or different, each independently selected from the group consisting of the following groups:

[0081]

[0082] Optionally, The same or different, each independently selected from the group consisting of the following groups:

[0083]

[0084]

[0085] In some embodiments of the present application, Selected from the group consisting of:

[0086]

[0087]

[0088] In some embodiments of the present application, Ar3 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted carbazolyl.

[0089] Optionally, the substituents in Ar3 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

[0090] In other embodiments of the present application, Ar3 is selected from the group consisting of the following groups:

[0091]

[0092] Specifically, Ar3 is selected from the group consisting of:

[0093]

[0094]

[0095] In some embodiments of the present application, the organic compound represented by Formula 1 is selected from the compound represented by claim 9.

[0096] The second aspect of the present application also provides a composition comprising a first compound and a second compound;

[0097] The first compound has a structure shown in Formula 1, and the second compound is selected from a structure shown in Formula 2:

[0098]

[0099] wherein each R4, each R5, and each R6 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a halogenated aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms;

[0100] n4 is the number of R4, selected from 0, 1, 2, 3 or 4. When n4 is greater than 1, any two R4 are the same or different;

[0101] n5 is the number of R5, selected from 0, 1 or 2. When n5 is greater than 1, any two R5 are the same or different;

[0102] n6 is the number of R6, selected from 0, 1, 2, 3 or 4. When n6 is greater than 1, any two R6 are the same or different;

[0103] L4 and L5 are the same or different and are 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;

[0104] Ar4 and Ar5 are the same or different and are 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;

[0105] The substituents in L4, L5, Ar4 and Ar5 are the same or different and are independently selected from deuterium, cyano, halogen group, alkyl group with 1 to 10 carbon atoms, halogenated alkyl group with 1 to 10 carbon atoms, deuterated alkyl group with 1 to 10 carbon atoms, aryl group with 6 to 20 carbon atoms, deuterated aryl group with 6 to 20 carbon atoms, halogenated aryl group with 6 to 20 carbon atoms or cycloalkyl group with 3 to 10 carbon atoms.

[0106] In some embodiments of the present application, the second compound is selected from the structure shown in Formula 2-1:

[0107]

[0108] In some embodiments of the present application, in the second compound represented by Formula 2, L4 and L5 are the same or different and are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 18 carbon atoms, and a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms.

[0109] Optionally, in the second compound, the substituents in L4 and L5 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, or a phenyl group.

[0110] In some embodiments of the present application, in the second compound shown in Formula 2, L4 and L5 are the same or different, and are independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenylene group.

[0111] Optionally, the substituents in L4 and L5 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl or phenyl.

[0112] In some embodiments of the present application, in the second compound represented by Formula 2, L4 and L5 are the same or different and are independently selected from the group consisting of a single bond or the following groups:

[0113]

[0114] Specifically, in the second compound represented by Formula 2, L4 and L5 are the same or different and are independently selected from the group consisting of a single bond or the following groups:

[0115]

[0116]

[0117] In some embodiments of the present application, in the second compound represented by Formula 2, Ar4 and Ar5 are the same or different and are independently selected from substituted or unsubstituted aryl groups having 6 to 24 carbon atoms and substituted or unsubstituted heteroaryl groups having 12 to 24 carbon atoms.

[0118] Optionally, the substituents in Ar4 and Ar5 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group or a pentadeuterated phenyl group.

[0119] In some other embodiments of the present application, in the second compound shown in Formula 2, Ar4 and Ar5 are the same or different, and are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted tetraphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, and substituted or unsubstituted dibenzothiophene.

[0120] Optionally, the substituents in Ar4 and Ar5 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

[0121] In some embodiments of the present application, in the second compound represented by Formula 2, Ar4 and Ar5 are the same or different and are independently selected from the group consisting of the following groups:

[0122]

[0123] Specifically, in the second compound represented by Formula 2, Ar4 and Ar5 are the same or different and are independently selected from the group consisting of a single bond or the following groups:

[0124]

[0125] In some embodiments of the present application, the second compound shown in Formula 2 The same or different, each independently selected from the group consisting of the following groups:

[0126]

[0127] Specifically, in the second compound shown in Formula 2, The same or different, each independently selected from the group consisting of the following groups:

[0128]

[0129]

[0130]

[0131] In some embodiments of the present application, in the second compound represented by Formula 2, each R4, each R5 and each R6 are the same or different and are independently selected from deuterium, phenyl or pentadeuterated phenyl.

[0132] In some embodiments of the present application, in the second compound represented by Formula 2, n4 and n6 are the same or different and are independently selected from 0 or 4, and n5 is selected from 0 or 2.

[0133] In some specific embodiments of the present application, in the second compound represented by Formula 2, n4, n5 and n6 are all 0.

[0134] In some specific embodiments of the present application, in the second compound represented by Formula 2, n4 and n6 are both 4, and n5 is 2.

[0135] In some embodiments of the present application, the second compound represented by Formula 2 is selected from the compounds represented by a1 to h78 in claim 15.

[0136] In some embodiments of the present application, the first compound and the second compound in the composition are evaporated separately, and the evaporation rate ratio (%) of the first compound and the second compound can be 1:99, 20:80, 30:70, 40:60, 45:55, 50:50, 55:45, 60:40, 70:30, 80:20, 99:1, etc.

[0137] In some preferred embodiments of the present application, the composition (compound of formula 1) and the second compound (compound of formula 2) are evaporated separately, and the evaporation rate ratio (%) of the first compound and the second compound is 30:70, 40:60, 45:55, 50:50, 55:45, 60:40, 70:30.

[0138] In other embodiments of the present application, the mass ratio of the first compound to the second compound in the composition is 1:99 to 99:1, preferably 10:90 to 90:10, further preferably 30:70 to 70:30, and more preferably 40:60 to 60:40.

[0139] In some preferred embodiments of the present application, the mass ratio of the first compound (the compound of Formula 1) to the second compound (the compound of Formula 2) in the composition is 30:70 to 70:30.

[0140] In some embodiments of the present application, the host material and the guest material can be co-evaporated through a multi-source evaporation process so that the host material and the guest material are uniformly dispersed in the organic light-emitting layer. The doping ratio can be regulated by controlling the evaporation rates of the host material and the guest material during the evaporation process, or by controlling the evaporation rate ratio of the host material and the guest material.

[0141] Optionally, the organic light-emitting layer can be evaporated by a multi-source co-evaporation method to form an organic light-emitting layer including a host material and a guest material. The doping ratio can be regulated by controlling the evaporation rates of the host material and the guest material during the evaporation process, or by controlling the film thickness ratio of the host material and the guest material.

[0142] In order to form each layer constituting the organic electroluminescent device of the present application, a dry film-forming method such as vacuum deposition, sputtering, plasma, ion plating method, etc., or a wet film-forming method such as inkjet printing, nozzle printing, slit coating, spin coating, dip coating, flow coating method, etc. can be used.

[0143] Alternatively, the first compound and the second compound may be subjected to film formation in the above-listed methods, typically by co-evaporation or hybrid evaporation. Co-evaporation is a hybrid deposition method in which two or more materials are placed in a single crucible source and current is simultaneously applied to multiple chambers to evaporate the materials. Hybrid evaporation is a hybrid deposition method in which two or more materials are mixed in a single crucible source prior to evaporation and current is applied to the chambers to evaporate the materials.

[0144] In one embodiment of the present application, the organic electroluminescent device is a phosphorescent device.

[0145] In a specific embodiment of the present application, the organic electroluminescent device is a green phosphorescent organic electroluminescent device.

[0146] In some embodiments of the present application, the organic electroluminescent device includes an anode (ITO substrate), a hole transport layer, a luminescence adjustment layer, an organic light-emitting layer, an electron transport layer, an electron injection layer, a cathode (Mg-Ag mixture) and a covering layer in sequence.

[0147] In a specific embodiment of the present application, Figure 1As shown, the organic electroluminescent device of the present application includes an anode 100, a cathode 200, and at least one functional layer 300 between the anode layer and the cathode layer, and the functional layer 300 includes a hole injection layer 310, a hole transport layer 320, a luminescence adjustment layer 330, an organic light-emitting layer 340, an electron transport layer 350 and an electron injection layer 360.

[0148] Optionally, the anode 100 includes the following anode material, which is preferably a material with a large work function that facilitates hole injection into the functional layer. Specific examples of anode materials include: metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold or their alloys; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combined metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but are not limited thereto. Preferably, a transparent electrode comprising indium tin oxide (ITO) as an anode is included.

[0149] Optionally, the hole transport layer 320 may include one or more hole transport materials, which may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, and this application does not impose any particular limitation on this. For example, in some embodiments of this application, the hole transport layer 320 is composed of HT-1.

[0150] Optionally, the luminescence adjustment layer 330 (also known as a hole adjustment layer, electron blocking layer, hole assisting layer, hole buffer layer, luminescence assisting layer, or second hole transport layer) may include one or more hole transport materials. The hole transport materials may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, and are not specifically limited in this application. For example, in some embodiments of this application, the luminescence adjustment layer 330 is composed of HT-2.

[0151] Alternatively, the organic light-emitting layer 340 may be composed of a single light-emitting material or may include a host material and a guest material. Alternatively, the organic light-emitting layer 340 may be composed of a host material and a guest material. Holes and electrons injected into the organic light-emitting layer 330 may recombine in the organic light-emitting layer 340 to form excitons. The excitons transfer energy to the host material, which in turn transfers energy to the guest material, thereby enabling the guest material to emit light.

[0152] The guest material of the organic light-emitting layer 340 may be a compound having a condensed aromatic ring or a derivative thereof, a compound having a heteroaromatic ring or a derivative thereof, an aromatic amine derivative or other materials, and this application does not impose any particular limitation thereto.

[0153] In some embodiments of the present application, the organic electroluminescent device is a green organic electroluminescent device, which comprises an organic light-emitting layer, and the organic light-emitting layer comprises the organic compound of the present application, the second compound represented by Formula 2, and the guest material GD-01.

[0154] The electron transport layer 350 may be a single-layer structure or a multi-layer structure, and may include one or more electron transport materials. The electron transport material may be selected from benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, or other electron transport materials, and this application does not impose any particular limitation on this. For example, in some embodiments of the present application, the electron transport layer 350 may be composed of ET-1 and LiQ.

[0155] Alternatively, cathode 200 includes a cathode material having a small work function that facilitates electron injection into the functional layer. Specific examples of cathode materials include metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or alloys thereof; or multilayer materials such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca, but are not limited thereto. Preferably, a metal electrode comprising silver and magnesium is included as the cathode.

[0156] 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 made of a benzidine derivative, a starburst arylamine compound, a phthalocyanine derivative, or other materials, and this application does not impose any particular limitation thereto. In some embodiments of this application, the hole injection layer 310 may be composed of PD-1 and HT-1.

[0157] 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 an inorganic material such as an alkali metal sulfide or an alkali metal halide, or may include a complex of an alkali metal and an organic matter. In some embodiments of the present application, the electron injection layer 360 may include ytterbium (Yb).

[0158] A fourth aspect of the present application further provides an electronic device, which includes the organic electroluminescent device described in the present application.

[0159] For example, if Figure 2As 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 organic electroluminescent device embodiments. The electronic device can be a display device, a lighting device, an optical communication device, or other types of electronic devices, including but not limited to computer screens, mobile phone screens, televisions, electronic paper, emergency lighting, optical modules, etc. Since the first electronic device 400 includes the above-mentioned organic electroluminescent devices, it has the same beneficial effects and is not further described in this application.

[0160] The present application will be described in detail below in conjunction with embodiments; however, the following description is intended to explain the present application rather than to limit the scope of the present application in any way.

[0161] Synthesis Example

[0162] Those skilled in the art will recognize that the chemical reactions described herein can be used to appropriately prepare many of the organic compounds of the present invention, and that other methods for preparing the compounds of the present invention are considered to be within the scope of the present invention. For example, the synthesis of compounds not exemplified herein can be successfully accomplished by one skilled in the art through modification methods, such as appropriate protection of interfering groups, by utilizing other known reagents in addition to those described herein, or by making some conventional modifications to the reaction conditions. Compounds not described in this application are raw materials obtained from commercial sources.

[0163] Synthesis of intermediate A-1

[0164]

[0165] Under nitrogen, SMA-1 (30.00 g, 121.41 mmol), SMB-1 (21.17 g, 121.41 mmol), tetrakistriphenylphosphine palladium (1.40 g, 1.21 mmol), anhydrous potassium carbonate (33.56 g, 242.82 mmol), tetrabutylammonium bromide (0.39 g, 1.21 mmol), toluene (240 mL), anhydrous ethanol (120 mL), and deionized water (60 mL) were added sequentially to a three-necked flask. Stirring and heating were initiated, and the temperature was raised to reflux for 16 h. After the system was cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain intermediate A-1 (27.38 g, yield 76%).

[0166] Referring to the synthesis method of intermediate A-1, intermediate AX shown in Table 1 was synthesized by using reactant A in Table 1 below instead of SMA-1 and reactant B in Table 1 instead of SMB-1.

[0167] Table 1

[0168]

[0169]

[0170] Synthesis of intermediate B-1

[0171]

[0172] A-1 (25.00 g, 84.25 mmol) was dissolved in 1,4-dioxane (250 mL). Tris(dibenzylideneacetone)dipalladium (0.77 g, 0.84 mmol), potassium acetate (16.53 g, 168.54 mmol), pinacol diboron (27.70 g, 109.52 mmol), and X-phos (0.69 g, 1.69 mmol) were added. Stirring and heating were initiated, and the temperature was raised to reflux for 16 hours. After cooling to room temperature, the mixture was extracted with dichloromethane (100 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain intermediate B-1 (23.22 g, 71% yield).

[0173] Referring to the synthesis method of intermediate B-1, intermediate BX was synthesized by using reactant C in Table 2 below instead of A-1.

[0174] Table 2

[0175]

[0176] Synthesis of intermediate C-1:

[0177]

[0178] Under nitrogen, B-1 (20.00 g, 51.51 mmol), SMC-1 (13.79 g, 51.51 mmol), tetrakis(triphenylphosphine)palladium (0.59 g, 0.51 mmol), anhydrous potassium carbonate (14.23 g, 103.02 mmol), tetrabutylammonium bromide (0.17 g, 0.51 mmol), toluene (160 mL), anhydrous ethanol (80 mL), and deionized water (40 mL) were added sequentially to a three-necked flask. Stirring and heating were initiated, and the temperature was raised to reflux for 16 h. After the system cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined and dried over anhydrous sodium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain intermediate C-1 (19.83 g, yield 78%).

[0179] Referring to the synthesis method of intermediate C-1, intermediate CX was synthesized by using reactant D in Table 3 below instead of B-1 and reactant E instead of SMC-1.

[0180] Table 3

[0181]

[0182]

[0183]

[0184] Synthesis of compound 1

[0185]

[0186] Under nitrogen, C-1 (15.00 g, 30.39 mmol), SMD-1 (15.24 g, 91.17 mmol), potassium phosphate (19.35 g, 91.17 mmol), and NMP (150 mL) were added sequentially to a three-necked flask. Stirring and heating were initiated, and the temperature was raised to reflux for 16 h. After the system cooled to room temperature, 150 mL of water was added and stirring was continued for 30 min. A solid precipitated and was directly filtered to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain compound 1 (11.29 g, 58% yield).

[0187] Referring to the synthesis method of compound 1, the compounds shown in Table 4 were synthesized by using reactant F in Table 4 below instead of C-1 and reactant G instead of SMD-1.

[0188] Table 4

[0189]

[0190]

[0191]

[0192]

[0193] Synthesis of compound 245

[0194]

[0195] Under nitrogen, C-11 (15.07 g, 29.46 mmol), SMD-7 (3.59 g, 29.46 mmol), tetrakis(triphenylphosphine)palladium (0.34 g, 0.29 mmol), anhydrous potassium carbonate (8.14 g, 58.92 mmol), tetrabutylammonium bromide (0.09 g, 0.29 mmol), toluene (160 mL), anhydrous ethanol (80 mL), and deionized water (40 mL) were added sequentially to a three-necked flask. Stirring and heating were initiated, and the temperature was raised to reflux for 16 h. After cooling to room temperature, the system was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain compound 245 (13.00 g, 80% yield).

[0196] Referring to the synthesis method of compound 245, the compounds shown in Table 5 were synthesized by using reactant H in Table 5 below instead of C-11 and reactant J in Table 5 instead of SMD-7.

[0197] Table 5

[0198]

[0199]

[0200] The mass spectrometry data of some compounds are shown in Table 6 below

[0201] Table 6

[0202] Compound number <![CDATA[m / z([M+H] + )]]> Compound number <![CDATA[m / z([M+H] + )]]> Compound number <![CDATA[m / z([M+H] + )]]> 1 641.2 4 717.3 11 646.3 12 726.3 20 722.3 21 722.3 33 649.3 36 725.3 59 659.3 60 739.4 69 665.3 73 717.3 84 802.3 88 806.3 94 727.3 120 729.3 137 717.3 140 793.3 142 793.3 148 802.3 156 798.3 158 727.3 159 807.4 181 722.3 245 552.2 252 642.2 273 638.3

[0203] The NMR data of some compounds are shown in Table 7 below

[0204] Table 7

[0205]

[0206] Synthesis of the second compound

[0207] Synthesis of compound g3:

[0208]

[0209] Under nitrogen, raw material a-1 (20.0 g; 48.9 mmol), raw material b-1 (15.1 g; 48.9 mmol), tris(dibenzylideneacetone)dipalladium (0.4 g; 0.5 mmol), 2-dicyclohexylphosphine-2′,6′-dimethoxy-biphenyl (0.4 g; 1.0 mmol), sodium tert-butoxide (7.0 g; 73.4 mmol), and xylene (200 mL) were added to a round-bottom flask. The mixture was stirred and reacted at 140°C for 6 hours. The reaction mixture was cooled to room temperature, washed with water, and 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 a dichloromethane / n-heptane mixture as the eluent. The product was then recrystallized from a toluene / n-heptane mixture to obtain compound g3 (23.1 g; yield: 74%) as a white solid.

[0210] Referring to the synthesis method of compound g3, reactant 1 in the following table was used to replace compound b-1 to synthesize the compounds shown in Table 8 below:

[0211] Table 8

[0212]

[0213] Synthesis of compound h3

[0214]

[0215] Trifluoromethanesulfonic anhydride (86.8g, 307.8mmol) and heavy water (30.8g, 1538.9mmol) were added at 0°C and stirred for 5 hours to prepare a solution. G3 (20g, 31.4mmol) was added to 120mL of 1,2,4-trichlorobenzene, and the mixture was stirred. The prepared mixed solution of trifluoromethanesulfonic anhydride and heavy water was then slowly added dropwise to a mixed solution of g3 and 1,2,4-trichlorobenzene, and the mixture was stirred while heating to 140°C, and then the temperature was maintained. After reacting for 14 hours, the reaction mixture was cooled to room temperature, and the organic layer and the aqueous layer were separated. The organic layer was then neutralized with an aqueous potassium carbonate solution. After washing twice with water, the organic layer was separated, anhydrous magnesium sulfate was added thereto, stirred, then filtered, and the filtrate was distilled under reduced pressure. The concentrated compound was purified by silica gel column chromatography to obtain compound h3 (10.97g; yield: 54%).

[0216] Referring to the synthesis method of compound h3, reactant 2 in the following table was used to replace compound a-1, and reactant 3 was used to replace compound b-1 to synthesize the compounds shown in Table 9 below:

[0217] Table 9

[0218]

[0219]

[0220] The mass spectrometry data of some of the second compounds are shown in Table 10 below.

[0221] Table 10

[0222] Compound Mass spectrometry data Compound Mass spectrometry data Compound g3 <![CDATA[m / z=637.3(M+H) + ]]> Compound g1 <![CDATA[m / z=561.2(M+H) + ]]> Compound h3 <![CDATA[m / z=647.3(M+H) + ]]> Compound h36 <![CDATA[m / z=647.3(M+H) + ]]> Compound h1 <![CDATA[m / z=571.3(M+H) + ]]> Compound h57 <![CDATA[m / z=660.3(M+H) + ]]>

[0223] Preparation of organic electroluminescent devices

[0224] Example 1: Green organic electroluminescent device

[0225] The device was prepared by the following process

[0226] When the thickness of ITO / Ag / ITO is On the experimental substrate, ultraviolet, ozone and O2:N2 plasma are used for surface treatment to increase the work function of the anode, and organic solvents can be used to clean the surface of the experimental substrate to remove impurities and oil stains on the surface of the experimental substrate.

[0227] Compounds HT-1 and PD-1 were co-evaporated on the experimental substrate at an evaporation rate ratio of 98%:2% to form a film with a thickness of The hole injection layer is then deposited with compound HT-1 to form a hole injection layer with a thickness of The hole transport layer is formed by evaporating compound HT-2 on the hole transport layer to form a hole transport layer with a thickness of Glow adjustment layer.

[0228] On the luminescence adjustment layer, compound a1 (second compound), compound 1 (first compound), and GD-01 (doping guest) were co-evaporated at an evaporation rate ratio of 60%:40%:8% to form a layer with a thickness of organic light-emitting layer.

[0229] On the organic light emitting layer, compound ET-1 and LiQ were co-evaporated at an evaporation rate ratio of 50%:50% to form a film with a thickness of electron transport layer.

[0230] Yb is evaporated on the electron transport layer to form a layer with a thickness of Then, magnesium (Mg) and silver (Ag) were co-evaporated on the electron injection layer at an evaporation rate ratio of 10%:90% to form a thickness of cathode.

[0231] Finally, compound CP-1 is evaporated on the cathode to form a layer with a thickness of The green organic electroluminescent device is prepared by forming a covering layer.

[0232] Example 2 to Example 27:

[0233] An organic electroluminescent device was prepared using the same method as in Example 1, except that the first and second compound combinations and the evaporation rate ratios in Table 11 were used instead of the first and second compound combinations and the evaporation rate ratios in Example 1 when preparing the organic light-emitting layer.

[0234] Comparative Examples 1 to 3:

[0235] An organic electroluminescent device was prepared using the same method as in Example 1, except that the first and second compound combinations and evaporation rate ratios in Table 11 were used to replace the first and second compound combinations and evaporation rate ratios in Example 1 when preparing the organic light-emitting layer.

[0236] The structures of the compounds used in preparing the devices of the above embodiments and comparative examples are shown below:

[0237]

[0238] The green organic electroluminescent devices prepared in Examples 1-27 and Comparative Examples 1-3 were tested for their performance. Specifically, at 15 mA / cm 2 The IVL performance of the device was tested under the conditions of 20mA / cm 2 The life of T95 devices was tested under the conditions of

[0239] Table 11

[0240]

[0241]

[0242] As shown in Table 11 above, when the compounds of the present application are used in the light-emitting layer of a green organic electroluminescent device, device performance can be significantly improved. Specifically, compared to Comparative Examples 1-3, the organic electroluminescent devices of Examples 1-27 have a current efficiency increase of at least 11.2% and a lifetime increase of at least 22.5%.

[0243] Compared to Comparative Examples 1 to 3, the compounds of the present application, when used as host materials for green organic electroluminescent devices, significantly improved device lifespan and current efficiency. This may be due to the fact that the triazine and 1-dibenzofuran / 1-dibenzothiophene groups in the compounds of the present application are interconnected via a 1,4-phenylene group, which gives the compounds higher electron mobility and T1 energy levels. Furthermore, the ortho-positioned Ar3 linkage of the triazine enhances the steric effect of the compound, thereby increasing its efficiency and lifespan.

[0244] The above describes in detail some embodiments of the present application in conjunction with the accompanying drawings. However, the present application is not limited to the specific details of the above embodiments. Within the technical concept of the present application, various simple modifications can be made to the technical solution of the present application, and these simple modifications all fall within the scope of protection of the present application.

Claims

1. An organic compound, characterized in that The compound has a structure as shown in Formula 1: X is O or S; L1 and L2 are the same or different and are 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; Ar1 and Ar2 are the same or different and are 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; Ar3 is selected from substituted or unsubstituted 6-12 aryl groups, substituted or unsubstituted carbazolyl groups; The substituents in L1, L2, Ar1 and Ar2 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, 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 or a halogenated aryl group having 6 to 20 carbon atoms; The substituents in Ar3 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, or a halogenated aryl group having 6 to 20 carbon atoms.

2. The organic compound according to claim 1, characterized in that L1 and L2 are the same or different and are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 12 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms; Optionally, the substituents in L1 and L2 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group or a pentadeuterated phenyl group.

3. The organic compound according to claim 1, characterized in that L1 and L2 are the same or different and are independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted carbazolylene group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenylene group; Optionally, the substituents in L1 and L2 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

4. The organic compound according to claim 1, characterized in that Ar1 and Ar2 are the same or different and are independently selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 12 to 20 carbon atoms; Optionally, the substituents in Ar1 and Ar2 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group or a pentadeuterated phenyl group.

5. The organic compound according to claim 1, characterized in that Ar1 and Ar2 are the same or different and are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl; Optionally, the substituents in Ar1 and Ar2 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

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

7. The organic compound according to claim 1, characterized in that Ar3 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted carbazolyl; Optionally, the substituents in Ar3 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

8. The organic compound according to claim 1, characterized in that Ar3 is selected from the group consisting of: Optionally, Ar3 is selected from the group consisting of:

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

10. A 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 to 9, and the second compound is selected from the structure shown in Formula 2: wherein each R4, each R5, and each R6 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a halogenated aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms; n4 is the number of R4, selected from 0, 1, 2, 3 or 4. When n4 is greater than 1, any two R4 are the same or different; n5 is the number of R5, selected from 0, 1 or 2. When n5 is greater than 1, any two R5 are the same or different; n6 is the number of R6, selected from 0, 1, 2, 3 or 4. When n6 is greater than 1, any two R6 are the same or different; L4 and L5 are the same or different and are 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; Ar4 and Ar5 are the same or different and are 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; The substituents in L4, L5, Ar4 and Ar5 are the same or different and are independently selected from deuterium, cyano, halogen group, alkyl group with 1 to 10 carbon atoms, halogenated alkyl group with 1 to 10 carbon atoms, deuterated alkyl group with 1 to 10 carbon atoms, aryl group with 6 to 20 carbon atoms, deuterated aryl group with 6 to 20 carbon atoms, halogenated aryl group with 6 to 20 carbon atoms or cycloalkyl group with 3 to 10 carbon atoms.

11. The composition according to claim 10, characterized in that In the second compound represented by Formula 2, L4 and L5 are the same or different and are independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenylene group; Optionally, the substituents in L4 and L5 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl or phenyl.

12. The composition according to claim 10, characterized in that In the second compound represented by Formula 2, Ar4 and Ar5 are the same or different and are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted quaterphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl; Optionally, the substituents in Ar4 and Ar5 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

13. The composition according to claim 10, characterized in that In the second compound shown in Formula 2 and The same or different, each independently selected from the group consisting of the following groups:

14. The composition according to claim 10, characterized in that In the second compound represented by Formula 2, each R4, each R5 and each R6 are the same or different and are independently selected from deuterium, phenyl or pentadeuterated phenyl.

15. The composition according to claim 10, characterized in that The second compound represented by Formula 2 is selected from the group consisting of the following compounds:

16. An organic electroluminescent device, characterized in that The invention comprises an anode and a cathode arranged opposite to each other, and a functional layer arranged between the anode and the cathode; The functional layer comprises the organic compound according to any one of claims 1 to 9 or the composition according to any one of claims 10 to 15; Optionally, the functional layer comprises an organic light-emitting layer, and the organic light-emitting layer comprises the organic compound according to any one of claims 1 to 9 or the composition according to any one of claims 10 to 15; Optionally, the functional layer further includes a hole injection layer, a hole transport layer, a luminescence adjustment layer, an electron transport layer and an electron injection layer.

17. An electronic device, characterized in that The organic electroluminescent device according to claim 16 is included.