Organic electroluminescent apparatus and electronic device

WO2025112764A9PCT designated stage expired Publication Date: 2025-08-28SHAANXI LIGHTE OPTOELECTRONICS MATERIAL CO LTD
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Patent Information

Application Number
PCT/CN2024/117206
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2023-11-29
Filing Date
2024-09-05
Publication Date
2025-08-28

AI Technical Summary

Technical Problem

The existing organic electroluminescent devices have problems such as excessive driving voltage, low luminous efficiency or short life, which affects their use areas.

Method used

An organic electroluminescent device is adopted, and the organic layer includes a first compound with strong electron characteristics and a second compound with strong hole characteristics. By adjusting the equilibrium between holes and electrons, exciton generation of the organic light emitting layer is improved, thereby improving the performance of the device.

Benefits of technology

By using specific first and second compounds, the operating voltage of the device can be significantly reduced, and the luminous efficiency and service life can be improved.

✦ Generated by Eureka AI based on patent content.

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Abstract

Provided are an organic electroluminescent apparatus and an electronic device. The organic electroluminescent apparatus comprises a cathode, an anode and an organic layer, wherein the organic layer comprises an organic light-emitting layer, and the organic light-emitting layer comprises a first compound and a second compound. The first compound is selected from a compound as represented by formula 1; and the second compound is selected from a compound as represented by formula 2.
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Description

Organic electroluminescent devices and electronic devices

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to Chinese patent application No. CN2023116200524 filed on November 29, 2023. The full text of the above-mentioned Chinese patent application is hereby cited as part of this application. Technical Field

[0003] The present application relates to the field of organic electroluminescence, and in particular to an organic electroluminescent device and an electronic apparatus. Background Art

[0004] In recent years, organic electroluminescent devices (OLEDs) have become a very popular emerging flat-panel display product both at home and abroad. This is because OLED displays have the characteristics of self-luminescence, wide viewing angle, short response time, high efficiency, and wide color gamut.

[0005] An organic electroluminescent device (OLED) typically includes an anode, a cathode, and organic layers formed between these two electrodes. These organic layers may include a hole injection layer, a hole transport layer, a luminescence adjustment layer, an organic light-emitting layer (containing a host and dopant materials), a hole blocking layer, an electron transport layer, and an electron injection layer. When a voltage is applied to the organic electroluminescent device, holes and electrons are injected into the light-emitting layer by the anode and cathode, respectively. In the light-emitting layer, the injected holes and electrons then recombine to form excitons. The excitons, in their excited state, release energy, causing the light-emitting layer to emit light.

[0006] At present, organic electroluminescent devices still have poor performance problems during use, such as excessively high driving voltage, low luminous efficiency or short life. These problems have affected the application areas of organic electroluminescent devices. Therefore, further research in this field is still necessary to improve the performance of organic electroluminescent devices.

[0007] Summary of the Invention

[0008] To achieve the above-mentioned invention objectives, this application adopts the following technical solutions:

[0009] The first aspect of the present application provides an organic electroluminescent device, comprising a cathode, an anode, and an organic layer; the cathode and the anode are arranged opposite to each other; the organic layer is located between the cathode and the anode; the organic layer comprises an organic light-emitting layer;

[0010] Wherein, the organic light-emitting layer includes a first compound and a second compound;

[0011] The first compound is a compound represented by Formula 1:

[0012] wherein L is selected from phenylene, naphthylene or biphenylene;

[0013] 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;

[0014] Ar1 and Ar2 are the same or different and are independently selected from substituted or unsubstituted aryl groups having 6 to 15 carbon atoms;

[0015] 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, a cycloalkyl group having 3 to 6 carbon atoms, an alkyl group having 1 to 5 carbon atoms, a deuterated alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, a phenyl group or a pentadeuterated phenyl group;

[0016] and Ar1 contains at least one deuterium substituent;

[0017] The second compound is a compound represented by Formula 2:

[0018] D is deuterium;

[0019] n is the number of D, selected from 0 or 10;

[0020] L3 and L4 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;

[0021] Ar3 and Ar4 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;

[0022] The substituents in L3, L4, Ar3 and Ar4 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.

[0023] A second aspect of the present application provides an electronic device comprising the organic electroluminescent device described in the first aspect.

[0024] The present application provides an organic electroluminescent device, wherein the organic layer in the organic electroluminescent device includes an organic light-emitting layer, which includes a first compound with strong electronic properties and a second compound with strong hole properties. The first compound and the second compound are used together as the main materials of the organic electroluminescent layer, which can adjust the balance between holes and electrons, so that the organic light-emitting layer generates more excitons, thereby improving the performance of the organic electroluminescent device.

[0025] Other features and advantages of the present application will be described in detail in the subsequent detailed description. BRIEF DESCRIPTION OF THE DRAWINGS

[0026] 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.

[0027] FIG1 is a schematic structural diagram of an organic electroluminescent device of the present application.

[0028] FIG2 is a schematic structural diagram of an electronic device of the present application.

[0029] Reference numerals

[0030] 100, anode 200, cathode 300, organic layer 310, hole injection layer

[0031] 320, hole transport layer 330, luminescence adjustment layer 340, organic light emitting layer 350, electron transport layer

[0032] 360, electron injection layer 400, first electronic device DETAILED DESCRIPTION

[0033] Example embodiments will now be described more fully with reference to the accompanying drawings. However, the example embodiments can be implemented in many forms and should not be construed as limited to the examples set forth herein; rather, these examples are provided so that this application will be more comprehensive and complete and will fully convey the concepts of the example embodiments to those skilled in the art. The described features, structures, or characteristics may be combined in any suitable manner in one or more embodiments. In the following description, numerous specific details are provided to provide a thorough understanding of the embodiments of the present application.

[0034] In the drawings, the thickness of regions and layers may be exaggerated for clarity. The same reference numerals in the drawings denote the same or similar structures, and thus their detailed description will be omitted.

[0035] The described features, structures or characteristics may be combined in one or more embodiments in any suitable manner. In the following description, many specific details are provided to provide a full understanding of the embodiments of the present application. However, it will be appreciated by those skilled in the art that the technical solutions of the present application may be put into practice without one or more of the specific details, or other methods, components, materials, etc. may be adopted. In other cases, known structures, materials or operations are not shown or described in detail to avoid blurring the main technical ideas of the present application.

[0036] The first aspect of the present application provides an organic electroluminescent device, comprising a cathode, an anode, and an organic layer; the cathode and the anode are arranged opposite to each other; the organic layer is located between the cathode and the anode; the organic layer comprises an organic light-emitting layer;

[0037] Wherein, the organic light-emitting layer includes a first compound and a second compound;

[0038] The first compound is a compound represented by Formula 1:

[0039] wherein L is selected from phenylene, naphthylene or biphenylene;

[0040] 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;

[0041] Ar1 and Ar2 are the same or different and are independently selected from substituted or unsubstituted aryl groups having 6 to 15 carbon atoms;

[0042] 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, a cycloalkyl group having 3 to 6 carbon atoms, an alkyl group having 1 to 5 carbon atoms, a deuterated alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, a phenyl group or a pentadeuterated phenyl group;

[0043] and Ar1 contains at least one deuterium substituent;

[0044] The second compound is a compound represented by Formula 2:

[0045] D is deuterium;

[0046] n is the number of D, selected from 0 or 10;

[0047] L3 and L4 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;

[0048] Ar3 and Ar4 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;

[0049] The substituents in L3, L4, Ar3 and Ar4 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.

[0050] 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.

[0051] 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, 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 cycloalkyl group, etc. The number of substitutions can be one or more.

[0052] In this application, "plurality" refers to two or more, for example, 2, 3, 4, 5, 6, etc.

[0053] 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.

[0054] 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 can, for example, include bicyclic 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 can include, but are not limited to, phenyl, naphthyl, fluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, triphenylene Peryl, benzo[9,10]phenanthryl, pyrenyl, benzofluoranthenyl, spirobifluorenyl In the present application, the arylene group refers to a divalent group formed by further losing a hydrogen atom from an aryl group.

[0055] In this application, terphenyl includes

[0056] 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.

[0057] 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.

[0058] In the present application, examples of aryl groups as substituents of L1, L2, L3, L4, Ar1, Ar2, Ar3, and Ar4 include, but are not limited to, phenyl, naphthyl, and the like.

[0059] 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.

[0060] 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.

[0061] 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, a cyano group, an aryl group, a heteroaryl group, a trialkylsilyl group, an alkyl group, a cycloalkyl group, a haloalkyl 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.

[0062] 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.

[0063] In the present application, the halogen group may be, for example, fluorine, chlorine, bromine, or iodine.

[0064] In the present application, specific examples of haloalkyl include, but are not limited to, trifluoromethyl.

[0065] In the present application, specific examples of deuterated alkyl groups include, but are not limited to, trideuterated methyl groups.

[0066] 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.

[0067] 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.

[0068] 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).

[0069] 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).

[0070] In some specific embodiments of the present application, the first compound is selected from the compound represented by Formula A, Formula B, Formula C or Formula D:

[0071] In some preferred embodiments of the present application, the first compound is selected from the compound represented by Formula A, Formula B or Formula C.

[0072] In some embodiments of the present application, in Formula 1, Ar1 is selected from pentadeuterated phenyl, nonadeuterated biphenyl or heptadeuterated naphthyl.

[0073] In other embodiments of the present application, in Formula 1, Ar1 is selected from the group consisting of the following groups:

[0074] Specifically, in Formula 1, Ar1 is selected from the group consisting of the following groups:

[0075] In some embodiments of the present application, in Formula 1, Ar2 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl or substituted or unsubstituted fluorenyl.

[0076] Optionally, in Formula 1, the substituents in 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.

[0077] In some embodiments of the present application, in Formula 1, Ar2 is selected from the group consisting of the following groups:

[0078] Specifically, in Formula 1, Ar2 is selected from the group consisting of the following groups:

[0079] In some specific embodiments of the present application, in Formula 1, L is selected from the group consisting of the following groups:

[0080] In some embodiments of the present application, in Formula 1, L1 and L2 are the same or different and are independently selected from a single bond, a substituted or unsubstituted phenylene group.

[0081] 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 or phenyl.

[0082] Specifically, in Formula 1, L1 and L2 are the same or different and are independently selected from the group consisting of a single bond or the following groups:

[0083] In some embodiments of the present application, in Formula 1, Selected from the group consisting of:

[0084] Specifically, in Formula 1, Selected from the group consisting of:

[0085] In some embodiments of the present application, in Formula 1, Selected from the group consisting of:

[0086] Specifically, in Formula 1, Selected from the group consisting of:

[0087] In some embodiments of the present application, in Formula 1, Selected from the group consisting of:

[0088] Optionally, the first compound is selected from the group consisting of the following compounds:

[0089] In some embodiments of the present application, in Formula 2, the second compound is selected from the compound represented by Formula 1-1 or Formula 1-2:

[0090] In some embodiments of the present application, in Formula 2, L3 and L4 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.

[0091] Optionally, in Formula 2, the substituents in L3 and L4 are the same or different and are independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, or a phenyl group.

[0092] In some embodiments of the present application, in Formula 2, L3 and L4 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.

[0093] Optionally, in Formula 2, the substituents in L3 and L4 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl or phenyl.

[0094] In some embodiments of the present application, in Formula 2, L3 and L4 are the same or different and are independently selected from the group consisting of a single bond or the following groups:

[0095] Specifically, in Formula 2, L3 and L4 are the same or different and are independently selected from a single bond or the following groups:

[0096] In some embodiments of the present application, in Formula 2, Ar3 and Ar4 are the same or different and are independently selected from a substituted or unsubstituted aryl group having 6 to 24 carbon atoms and a substituted or unsubstituted heteroaryl group having 12 to 18 carbon atoms.

[0097] Optionally, in Formula 2, the substituents in Ar3 and Ar4 are the same or different and are independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, a phenyl group or a pentadeuterated phenyl group.

[0098] In other embodiments of the present application, in Formula 2, Ar3 and Ar4 are the same or different and are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted quaterphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl.

[0099] Optionally, in Formula 2, the substituents in Ar3 and Ar4 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

[0100] In some embodiments of the present application, in Formula 2, Ar3 and Ar4 are the same or different and are independently selected from the group consisting of the following groups:

[0101] Specifically, in Formula 2, Ar3 and Ar4 are the same or different and are independently selected from the group consisting of the following groups:

[0102] In some embodiments of the present application, in Formula 2, The same or different, and are independently selected from the group consisting of the following groups:

[0103] Specifically, in equation 2, are the same or different and are independently selected from the group consisting of:

[0104] Optionally, the second compound is selected from the group consisting of:

[0105] 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 rate of the guest material during the evaporation process, or by controlling the evaporation rate ratio of the host material and the guest material.

[0106] 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 rate of the guest material during the evaporation process, or by controlling the evaporation rate ratio of the host material to the guest material to regulate the doping ratio.

[0107] The relative amounts of the first compound and the second compound in the organic light-emitting layer of the organic electroluminescent device of the present application are not particularly limited and can be selected according to the specific application of the organic electroluminescent device. Generally, the evaporation rate ratio (%) of the first compound and the second compound 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.

[0108] In some preferred embodiments of the present application, the evaporation rate ratio (%) of the first compound to the second compound is 40:60, 45:65, 50:50, 55:45 or 60:40.

[0109] In other embodiments of the present application, the first compound and the second compound can be mixed evenly by mechanical stirring to form a main material mixture, and the main material mixture and the guest material are evaporated into an organic light-emitting layer by a multi-source co-evaporation method to form an organic light-emitting layer including the main material mixture and the guest material. The doping ratio can be regulated by controlling the evaporation rate of the guest material during the evaporation process, or by controlling the evaporation rate ratio of the main material mixture and the guest material to regulate the doping ratio.

[0110] Among them, the first compound and the second compound in the main material mixture can be mixed according to mass percentage. The present application does not specifically limit the relative content of the two types of compounds in the main material mixture, and can be selected according to the specific application of the organic electroluminescent device. Generally, based on the total weight of the main material mixture, the mass percentage of the first compound can be 1% to 99%, and the mass percentage of the second compound can be 1% to 99%. For example, in the main material mixture, the mass ratio (%) of the first compound to the second compound 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.

[0111] In one embodiment of the present application, the organic electroluminescent device is a phosphorescent device.

[0112] In a specific embodiment of the present application, the organic electroluminescent device is a green phosphorescent organic electroluminescent device.

[0113] In some embodiments of the present application, the organic electroluminescent device sequentially 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 an organic cover layer.

[0114] In a specific embodiment of the present application, as shown in Figure 1, the organic electroluminescent device of the present application includes an anode 100, a cathode 200, and at least one organic layer 300 between the anode layer and the cathode layer, and the organic 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.

[0115] 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 organic 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.

[0116] 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.

[0117] 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.

[0118] 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.

[0119] 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.

[0120] In some embodiments of the present application, in a green organic electroluminescent device, the organic light-emitting layer 340 comprises the first compound, the second compound and the guest material GD-01 of the present application.

[0121] 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.

[0122] Alternatively, cathode 200 includes a cathode material having a small work function that facilitates electron injection into the organic 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 used as the cathode.

[0123] 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 limitations thereon. In some embodiments of this application, the hole injection layer 310 may be composed of PD and HT-1.

[0124] 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).

[0125] A second aspect of the present application further provides an electronic device, which includes the organic electroluminescent device described in the present application.

[0126] For example, as shown in FIG2 , 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-mentioned 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 device, it has the same beneficial effects, and this application will not repeat them here.

[0127] 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.

[0128] Synthesis of the first compound

[0129] Synthesis of intermediate T1:

[0130] Under nitrogen protection, pentadeuterated bromobenzene (4.6 g, 28.4 mmol) and anhydrous tetrahydrofuran (60 mL) were added to a round-bottom flask. The temperature was lowered to -80°C to -75°C under stirring, and a solution of n-butyllithium in n-hexane (14.2 mL, 28.4 mmol, 2 M) was slowly added dropwise; the mixture was stirred at -80°C to -75°C for 30 minutes, and a solution of 2,4-dichloro-6-phenyl-1,3,5-triazine (8.0 g, 35.6 mmol) in tetrahydrofuran (60 mL) was slowly added dropwise at this temperature. After stirring at -80°C to -75°C for 1 hour, the temperature was slowly increased to 20°C to 25°C and stirred for 4 hours; the reaction was stopped, and deionized water (150 mL) and dichloromethane (200 mL) were added to the reaction solution. The liquids were separated, the organic phase was washed with water and 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 a dichloromethane / n-heptane mixed solvent as an eluent to obtain a white solid intermediate T1 (5.0 g, yield: 65%).

[0131] Referring to the synthesis method of intermediate T1, reactant A in Table 1 below replaces intermediate 2,4-dichloro-6-phenyl-1,3,5-triazine, and reactant B replaces pentadeuterated bromobenzene to synthesize the intermediate shown in Table 1:

[0132] Table 1

[0133] Synthesis of intermediate TL1:

[0134] Under nitrogen, intermediate T1 (4.8 g, 17.6 mmol), 4-chlorophenylboronic acid (2.9 g, 18.5 mmol), tetrakis(triphenylphosphine)palladium (0.4 g, 0.4 mmol), potassium carbonate (4.9 g, 35.3 mmol), tetrabutylammonium chloride (1.1 g, 3.5 mmol), toluene (40 mL), ethanol (10 mL), and deionized water (10 mL) were added to a round-bottom flask and stirred at 75°C to 80°C for 8 hours. The reaction mixture was cooled to room temperature, and deionized water (100 mL) was added to separate the layers. The organic phase was washed with water and dried over anhydrous magnesium sulfate. 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 to obtain intermediate TL1 (4.7 g, yield: 77%) as a white solid.

[0135] Referring to the synthesis method of intermediate TL1, reactant C in Table 2 below was used to replace intermediate T1, and reactant D was used to replace 4-chlorophenylboronic acid to synthesize the intermediates shown in Table 2 below:

[0136] Table 2

[0137] Synthesis of compound A1:

[0138] Under nitrogen protection, intermediate TL1 (4.5g, 12.9mmol), 4-phenylcarbazole (3.1g, 12.9mmol), tris(dibenzylideneacetone)dipalladium (0.1g, 0.1mmol), 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (0.1g, 0.3mmol), sodium tert-butoxide (1.9g, 19.4mmol) and xylene (50mL) were added to a round-bottom flask and stirred at 135°C to 140°C for 12 hours. The reaction mixture was cooled to room temperature, washed with water and separated, and the organic phase was dried over anhydrous magnesium sulfate. 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 mixed solvent as the eluent, and then the product was recrystallized using a toluene / n-heptane mixed solvent to obtain a white solid compound A1 (5.4g, yield: 75%).

[0139] Referring to the synthesis method of compound A1, reactant E in Table 3 below was used to replace intermediate TL1, and reactant F was used to replace 4-phenylcarbazole to synthesize the compounds shown in Table 3 below:

[0140] Table 3

[0141] The mass spectrometry data of some compounds are shown in Table 4 below.

[0142] Table 4

[0143] The NMR data of some compounds are shown in Table 5 below.

[0144] Table 5

[0145] Synthesis of the second compound

[0146] Synthesis of compound aa3:

[0147] Under nitrogen protection, 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, and the mixture was stirred and reacted at 140°C for 6 hours. After cooling to room temperature, the reaction solution was 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 mixed solvent as the eluent, and then the product was recrystallized using a toluene / n-heptane mixed solvent to obtain a white solid compound aa3 (23.1 g, yield: 74%).

[0148] Referring to the synthesis method of compound aa3, the compounds shown in Table 6 below were synthesized using reactant a in Table 6 below instead of compound b-1:

[0149] Table 6

[0150] Synthesis of compound a3

[0151] Under nitrogen protection, 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, and the mixture was stirred and reacted at 140°C for 6 hours. After cooling to room temperature, the reaction solution was 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 mixed solvent as the eluent, and then the product was recrystallized using a toluene / n-heptane mixed solvent to obtain a white solid compound aa3 (23.1 g, yield: 74%).

[0152] 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. Compound aa3 (20g, 31.4mmol) was added to 120mL of 1,2,4-trichlorobenzene, and the mixture was stirred. Then, the prepared mixed solution of trifluoromethanesulfonic anhydride and heavy water was slowly added dropwise to the mixed solution of compound aa3 and 1,2,4-trichlorobenzene, and the mixture was stirred while being heated 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 concentrate was purified by silica gel column chromatography to obtain compound a3 (10.97g; yield: 54%).

[0153] Referring to the synthesis method of compound a3, the compounds shown in Table 7 below were synthesized by using reactant b in the following table instead of compound a-1 and reactant c in the following table instead of compound b-1:

[0154] Table 7

[0155] The mass spectrum data of some of the second compounds are shown in Table 8 below.

[0156] Table 8

[0157] Preparation of organic electroluminescent devices

[0158] Example 1: Preparation of green organic electroluminescent device

[0159] 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.

[0160] Compound HT-1 and PD were co-evaporated on the experimental substrate at an evaporation rate ratio of 97%:3% 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.

[0161] On the luminescence adjustment layer, the second compound a3, the first compound A1, and GD-01 were co-evaporated at an evaporation rate ratio of 60%:40%:10% to form a film with a thickness of organic light-emitting layer.

[0162] 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.

[0163] 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.

[0164] Compound CP-1 is evaporated on the cathode to form a thickness of An organic covering layer is formed, thereby completing the preparation of a green organic electroluminescent device.

[0165] Example 2 to Example 76:

[0166] An organic electroluminescent device was prepared using the same method as in Example 1, except that the second compound, first compound combination and evaporation rate ratio in Table 9 were used to replace the second compound, first compound combination and evaporation rate ratio in Example 1 when preparing the organic light-emitting layer.

[0167] Comparative Examples 1 to 4:

[0168] An organic electroluminescent device was prepared using the same method as in Example 1, except that the second compound, first compound combination and evaporation rate ratio in Table 9 were used to replace the second compound, first compound combination and evaporation rate ratio in Example 1 when preparing the organic light-emitting layer.

[0169] The compounds used to prepare the devices of each embodiment and comparative example are as follows:

[0170] The green organic electroluminescent devices prepared in Examples 1 to 76 and Comparative Examples 1 to 4 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 T95 device life was tested under the conditions of , and the test results are shown in Table 9 below.

[0171] Table 9

[0172] It can be seen from Table 9 above that, compared with Comparative Examples 1 to 4, the device current efficiency of Examples 1 to 76 is improved by at least 13.6%, and the lifespan T95 is improved by at least 14.2%.

[0173] The present application provides an organic electroluminescent device, wherein the organic layer in the organic electroluminescent device includes an organic light-emitting layer, the organic light-emitting layer including a first compound having strong electronic properties and a second compound having strong hole properties, and the first compound and the second compound are used together as the main material of the organic electroluminescent layer, which can adjust the balance between holes and electrons, so that the organic light-emitting layer produces more excitons, thereby improving the performance of the organic electroluminescent device. Wherein, the core structure of the first compound of the present application is that the nitrogen atom at the 9th position of phenylcarbazole is connected to the triazine group through a phenylene / biphenylene group, and the two aromatic groups connected to the triazine are partially or completely deuterated, and a phenyl group is introduced as a substituent on one side of the carbazole group, while expanding the range of aromatic conjugation of the molecular structure, the molecular symmetry is reduced, the material has better energy transfer characteristics, and the crystallinity can be reduced; by partially or completely deuterating the group connected to the triazine, the molecular structure stability can be effectively improved, while further reducing the molecular symmetry, thereby significantly improving the photoelectric stability and film forming properties of the material. The second compound of this application utilizes a specifically fused indolecarbazole compound with strong hole-vacancy properties. When used in combination with the first compound as the host material for the organic light-emitting layer, it can reduce the operating voltage of the organic electroluminescent device and improve its luminous efficiency and lifespan. In particular, when the parent nucleus of the second compound is fully deuterated and combined with the first compound, the device performance is further enhanced.

[0174] Specifically, the device prepared in the present application has a significantly lower driving voltage and improved luminous efficiency compared to Comparative Examples 1 and 3. This may be due to the use of an unsubstituted arylene group between the triazine and the carbazole in the first compound of the present application, which reduces the effect of the substituent in the arylene group on the compound's mobility. When combined with the second compound having strong hole-vacancy properties, the device's operating voltage can be significantly reduced, and its luminous efficiency and service life can be improved.

[0175] Compared with Comparative Examples 2 and 4, the device prepared in this application has significantly improved service life. The reason for this may be that the first compound of this application is deuterated at a specific site of the carbazole group, and the triazine and carbazole are connected by an unsubstituted phenylene / biphenylene / naphthylene group. When used with the second compound having strong hole-vacancy properties, the photoelectric stability of the device can be significantly improved.

[0176] 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 electroluminescent device, comprising a cathode, an anode and an organic layer; the cathode and the anode are arranged opposite to each other; the organic layer is located between the cathode and the anode; the organic layer comprises an organic light-emitting layer; It is characterized in that The organic light-emitting layer includes a first compound and a second compound; The first compound is a compound represented by Formula 1: Wherein, L is selected from phenylene, naphthylene or biphenylene; 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; Ar1 and Ar2 are the same or different and are independently selected from substituted or unsubstituted aromatic groups having 6 to 15 carbon atoms; 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, a cycloalkyl group having 3 to 6 carbon atoms, an alkyl group having 1 to 5 carbon atoms, a deuterated alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, a phenyl group or a pentadeuterated phenyl group; and Ar1 contains at least one deuterium substituent; The second compound is a compound represented by Formula 2: D is deuterium; n is the number of D, selected from 0 or 10; L3 and L4 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, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms; Ar3 and Ar4 are the same or different and are independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; The substituents in L3, L4, Ar3 and Ar4 are the same or different and are independently selected from deuterium, cyano, halogen group, alkyl group having 1 to 10 carbon atoms, halogenated alkyl group having 1 to 10 carbon atoms, deuterated alkyl group having 1 to 10 carbon atoms, aryl group having 6 to 20 carbon atoms, deuterated aryl group having 6 to 20 carbon atoms, halogenated aryl group having 6 to 20 carbon atoms or cycloalkyl group having 3 to 10 carbon atoms.

2. The organic electroluminescent device according to claim 1, characterized in that: In Formula 1, Ar1 is selected from pentadeuterated phenyl, nonadeuterated biphenyl or heptadeuterated naphthyl; Ar2 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted fluorenyl; Optionally, the substituents in 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.

3. The organic electroluminescent device according to claim 1, characterized in that: In Formula 1, L1 and L2 are the same or different and are independently selected from a single bond, a substituted or unsubstituted phenylene 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 or phenyl.

4. The organic electroluminescent device according to claim 1, characterized in that: In Formula 1, Ar1 is selected from the group consisting of the following groups:

5. The organic electroluminescent device according to claim 1, characterized in that: In Formula 1, Ar2 is selected from the group consisting of the following groups: Optionally, Ar2 is selected from the group consisting of:

6. The organic electroluminescent device according to claim 1, characterized in that: In Formula 1, L is selected from the group consisting of the following groups: Optionally, L1 and L2 are the same or different and are independently selected from a single bond or the following groups:

7. The organic electroluminescent device according to claim 1, characterized in that: In formula 1, Selected from the group consisting of: Optionally, Selected from the group consisting of:

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

9. The organic electroluminescent device according to claim 1, characterized in that: In Formula 2, L3 and L4 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 L3 and L4 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl or phenyl.

10. The organic electroluminescent device according to claim 1, characterized in that: In Formula 2, Ar3 and Ar4 are the same or different and are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted quaterphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl; Optionally, the substituents in Ar3 and Ar4 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

11. The organic electroluminescent device according to claim 1, characterized in that: In formula 2 The same or different, and are independently selected from the following groups:

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

13. The organic electroluminescent device according to claim 1, characterized in that: The organic layer further includes a hole injection layer, a hole transport layer, a luminescence adjustment layer, an electron transport layer and an electron injection layer.

14. An electronic device, characterized in that An organic electroluminescent device comprising any one of claims 1 to 13.