Organic electroluminescent device and electronic device

Abstract

The application provides an organic electroluminescence device and an electronic device. The organic electroluminescence device comprises a cathode, an anode and an organic layer. The organic layer comprises an organic light-emitting layer, the organic light-emitting layer comprises a first compound and a second compound; the first compound is selected from a compound shown in formula 1; and the second compound is selected from a compound shown in formula 2.

Description

Technical Field

[0001] This application relates to the field of organic electroluminescent materials technology, and more particularly to an organic electroluminescent device and electronic apparatus. Background Technology

[0002] In recent years, organic light-emitting devices (OLEDs) have become a very popular emerging flat panel display product both domestically and internationally. This is because OLED displays have characteristics such as self-illumination, wide viewing angle, short response time, high efficiency, and wide color gamut.

[0003] Organic light-emitting diodes (OLEDs) typically include an anode, a cathode, and an organic layer formed between these two electrodes. This organic layer may include a hole injection layer, a hole transport layer, a light-emitting modulation layer, an organic light-emitting layer (containing host and dopant materials), a hole blocking layer, an electron transport layer, and an electron injection layer. When a voltage is applied to the OLED, holes and electrons are injected into the light-emitting layer from the anode and cathode, respectively. Then, in the organic light-emitting layer, the injected holes and electrons recombine to form excitons. These excitons, in an excited state, release energy, causing the light-emitting layer to emit light.

[0004] Currently, organic electroluminescent devices still suffer from poor performance issues during use, such as excessively high driving voltage, low luminous efficiency, or short lifespan. These problems limit their application areas, so further research is necessary to improve their performance. Summary of the Invention

[0005] In view of the above-mentioned problems in the prior art, the purpose of this application is to provide an organic electroluminescent device and electronic device to improve the performance of the device and the apparatus.

[0006] According to a first aspect of this application, an organic electroluminescent device is provided, comprising a cathode, an anode, and an organic layer;

[0007] The cathode and the anode are arranged opposite to each other;

[0008] The organic layer is located between the cathode and the anode;

[0009] The organic layer includes an organic light-emitting layer;

[0010] The organic light-emitting layer comprises a first compound and a second compound;

[0011] The first compound has the structure shown in Formula 1:

[0012]

[0013] Where X is selected from O or S;

[0014] D represents deuterium;

[0015] n, m, and t are the number of D elements.

[0016] t and m may be the same or different, and each is independently selected from 0, 1, 2, 3, 4, 5, 6 or 7;

[0017] n is selected from 0, 1, 2, or 3;

[0018] L1 and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms;

[0019] Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl, substituted or unsubstituted dibenzofuran, or substituted or unsubstituted dibenzothiophene group with 6 to 30 carbon atoms respectively;

[0020] The substituents in L1, L2, Ar1, and Ar2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano, cycloalkyl with 3 to 10 carbon atoms, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, or deuterated aryl with 6 to 20 carbon atoms;

[0021] Furthermore, Ar1 contains at least one deuterium substituent;

[0022] The second compound is selected from the compounds shown in Formula 2;

[0023]

[0024] Where D represents deuterium; y represents the number of D, and y is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10;

[0025] L3 and L4 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0026] Ar3 and Ar4 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms, respectively.

[0027] The substituents in L3, L4, Ar3, and Ar4 may be the same or different, and are independently selected from deuterium, cyano, halogen groups, alkyl groups with 1 to 10 carbon atoms, haloalkyl groups with 1 to 10 carbon atoms, deuterated alkyl groups with 1 to 10 carbon atoms, aryl groups with 6 to 20 carbon atoms, deuterated aryl groups with 6 to 20 carbon atoms, haloaryl groups with 6 to 20 carbon atoms, or cycloalkyl groups with 3 to 10 carbon atoms.

[0028] According to a second aspect of this application, an electronic device is provided, including the organic electroluminescent device described in the first aspect.

[0029] This application provides an organic electroluminescent device, wherein the organic layer of the organic electroluminescent device includes an organic light-emitting layer, which comprises a first compound with strong electronic properties and a second compound with strong hole properties. Using the first compound and the second compound together as the host material of the organic light-emitting layer can regulate the balance between holes and electrons, thereby enabling the organic light-emitting layer to generate more excitons and thus improving the performance of the organic electroluminescent device.

[0030] Other features and advantages of this application will be described in detail in the following detailed description section. Attached Figure Description

[0031] The accompanying drawings are provided to further understand this application and form part of the specification. They are used together with the following detailed description to explain this application, but do not constitute a limitation thereof.

[0032] Figure 1 This is a schematic diagram of the structure of an organic electroluminescent device according to one embodiment of this application.

[0033] Figure 2 This is a schematic diagram of the structure of an electronic device according to one embodiment of this application.

[0034] Figure Labels

[0035] 100, Anode 200, Cathode 300, Organic Layer 310, Hole Injection Layer

[0036] 320, Hole transport layer; 330, Luminescent adjustment layer; 340, Organic light-emitting layer; 350, Electron transport layer

[0037] 360°, electron injection layer 400°, electronic device Detailed Implementation

[0038] Exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, exemplary embodiments can be implemented in many forms and should not be construed as limited to the examples set forth herein; rather, these embodiments are provided to make this application more comprehensive and complete, and to fully convey the concept of exemplary 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 give a full understanding of embodiments of this application.

[0039] For clarity, the thickness of regions and layers may be exaggerated in the figures. The same reference numerals in the figures denote the same or similar structures, and therefore their detailed descriptions will be omitted.

[0040] According to a first aspect of this application, an organic electroluminescent device is provided, comprising a cathode, an anode, and an organic layer;

[0041] The cathode and the anode are arranged opposite to each other;

[0042] The organic layer is located between the cathode and the anode;

[0043] The organic layer includes an organic light-emitting layer;

[0044] The organic light-emitting layer comprises a first compound and a second compound;

[0045] The first compound has the structure shown in Formula 1:

[0046]

[0047] Where X is selected from O or S;

[0048] D represents deuterium;

[0049] n, m, and t are the number of D elements.

[0050] t and m may be the same or different, and each is independently selected from 0, 1, 2, 3, 4, 5, 6 or 7;

[0051] n is selected from 0, 1, 2, or 3;

[0052] L1 and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms;

[0053] Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl, substituted or unsubstituted dibenzofuran, or substituted or unsubstituted dibenzothiophene group with 6 to 30 carbon atoms respectively;

[0054] The substituents in L1, L2, Ar1, and Ar2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano, cycloalkyl with 3 to 10 carbon atoms, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, or deuterated aryl with 6 to 20 carbon atoms;

[0055] Furthermore, Ar1 contains at least one deuterium substituent;

[0056] The second compound is selected from the compounds shown in Formula 2;

[0057]

[0058] Where D represents deuterium; y represents the number of D, and y is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10;

[0059] L3 and L4 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0060] Ar3 and Ar4 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms, respectively.

[0061] The substituents in L3, L4, Ar3, and Ar4 may be the same or different, and are independently selected from deuterium, cyano, halogen groups, alkyl groups with 1 to 10 carbon atoms, haloalkyl groups with 1 to 10 carbon atoms, deuterated alkyl groups with 1 to 10 carbon atoms, aryl groups with 6 to 20 carbon atoms, deuterated aryl groups with 6 to 20 carbon atoms, haloaryl groups with 6 to 20 carbon atoms, or cycloalkyl groups with 3 to 10 carbon atoms.

[0062] In this application, D represents deuterium.

[0063] In this application, the descriptive phrases "each...independently is," "...each independently is," and "...each independently is" are interchangeable and should be interpreted broadly. They can mean either that the specific options expressed by the same symbol in different groups do not affect each other, or that the specific options expressed by the same symbol in the same group do not affect each other. For example, In this context, each q is independently 0, 1, 2, or 3, and each R” is independently selected from hydrogen, deuterium, fluorine, and chlorine. The meaning is as follows: Formula Q-1 indicates that there are q substituents R” on the benzene ring. Each R” can be the same or different, and the options of each R” do not affect each other. Formula Q-2 indicates that there are q substituents R” on each benzene ring of biphenyl. The number q of substituents R” 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.

[0064] In this application, the term "substituted or unsubstituted" means that the functional group described after the term may or may not have substituents (hereinafter, for ease of description, 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 aforementioned substituents, i.e., Rc, can be, for example, deuterium, cyano, halogen, alkyl, aryl, heteroaryl, deuterated aryl, haloaryl, cycloalkyl, alkoxy, alkylthio, etc. The number of substituents can be one or more.

[0065] In this application, "multiple" means two or more, such as two, three, four, five, six, etc.

[0066] In this application, the number of carbon atoms in substituted or unsubstituted functional groups refers to the total number of carbon atoms. For example, if L1 is a substituted arylene with 12 carbon atoms, then the total number of carbon atoms in the arylene and its substituents is 12.

[0067] In this application, aryl refers to any optional functional group or substituent derived from an aromatic carbon ring. The aryl group can be a monocyclic aryl (e.g., phenyl) or a polycyclic aryl; in other words, the aryl group can be a monocyclic aryl, a fused-ring aryl, two or more monocyclic aryl groups linked by carbon-carbon bonds, a monocyclic aryl and a fused-ring aryl linked by carbon-carbon bonds, or two or more fused-ring aryl groups linked by carbon-carbon bonds. That is, unless otherwise stated, two or more aromatic groups linked by carbon-carbon bonds can also be considered as the aryl group in this application. Fused-ring aryl groups may include, for example, bicyclic fused aryl (e.g., naphthyl), tricyclic fused aryl (e.g., phenanthrene, fluorene, anthracene), etc. The aryl group 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, anthracene, phenanthryl, biphenyl, terphenyl, triphenylene, perylene, benzo[9,10]phenanthryl, pyrene, benzofluoranthracene, etc. Aryl, spirodifluorenyl, etc. In this application, the aryl group refers to a divalent group formed by the further loss of a hydrogen atom from an aryl group.

[0068] In this application, terphenyl includes

[0069] In this application, the number of carbon atoms in the substituted aryl group refers to the total number of carbon atoms in the aryl group and the substituents on the aryl group. For example, a substituted aryl group with 18 carbon atoms refers to a total number of 18 carbon atoms in the aryl group and the substituents.

[0070] In this application, the number of carbon atoms in the substituted or unsubstituted aryl group can be 6, 10, 12, 13, 14, 15, 16, 17, 18, 20, 24, 25, or 30. In some embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group with 6 to 30 carbon atoms; in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group with 6 to 25 carbon atoms; in still other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group with 6 to 20 carbon atoms; and in yet another embodiment, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group with 6 to 12 carbon atoms.

[0071] In this application, aryl groups that are substituents for L1, L2, L3, L4, Ar1, Ar2, Ar3, and Ar4 are, for example, but not limited to, phenyl groups, etc.

[0072] In this application, a heteroaryl group refers to a monovalent aromatic ring or its derivative containing 1, 2, 3, 4, 5, or 6 heteroatoms. The heteroatoms can be one or more of B, O, N, P, Si, Se, and S. A heteroaryl group can be a monocyclic heteroaryl group or a polycyclic heteroaryl group. In other words, a heteroaryl group can be a single aromatic ring system or a system of multiple aromatic rings linked by carbon-carbon bonds, and any aromatic ring system can be an aromatic monocyclic ring or an aromatic fused ring. For example, heteroaryl groups may include, but are not limited to, thiopheneyl, furanyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridineyl, pyridazinyl, quinolinyl, quinazolinyl, quinoxazinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, isoquinolinyl, indolyl, carbazoleyl, benzoxazolyl, benzoimidazolyl, benzothiazolyl, benzocarbazoleyl, benzothiaphenyl, dibenzothiaphenyl, thiaphenothiaphenyl, benzofuranyl, phenanthrololinyl, isoxazolyl, thiadiazolyl, phenthiaazinyl, silfluorenyl, dibenzofuranyl, and N-phenylcarbazoleyl, N-pyridylcarbazoleyl, N-methylcarbazoleyl, etc.

[0073] In this application, the number of carbon atoms in 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 with 5 to 20 carbon atoms, and in other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with 12 to 18 carbon atoms.

[0074] In this application, the substituted heteroaryl group can be one or more hydrogen atoms of the heteroaryl group that are replaced by groups such as deuterium atoms, halogen groups, cyano groups, aryl groups, heteroaryl groups, alkyl groups, cycloalkyl groups, deuterated aryl groups, and haloaryl groups. 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.

[0075] In this application, alkyl groups having 1 to 10 carbon atoms can include straight-chain alkyl groups having 1 to 10 carbon atoms and branched alkyl groups having 3 to 10 carbon atoms. The number of carbon atoms in an alkyl group can be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10. Specific examples of alkyl groups include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, and n-hexyl.

[0076] In this application, the halogen group may be, for example, fluorine, chlorine, bromine, or iodine.

[0077] In this application, deuterated aryl refers to an aryl group containing at least one deuterated substituent. Specific embodiments of deuterated aryl include, but are not limited to, pentadeuterated phenyl, pentadeuterated biphenyl, and nonadeuterated biphenyl.

[0078] In this application, the number of carbon atoms in cycloalkyl groups with 3 to 10 carbon atoms can be, for example, 3, 4, 5, 6, 7, 8, or 10. Specific examples of cycloalkyl groups include, but are not limited to, cyclopentyl, cyclohexyl, and adamantyl.

[0079] In this application, the non-positioned connecting key refers to the single bond extending from the loop system. This indicates that one end of the linker can be connected to any position in the ring system that the linker penetrates, and the other end is connected to the rest of the compound molecule. For example, as shown in equation (f) below, the naphthyl group represented by equation (f) is connected to other positions in the molecule through two non-positional linkers that penetrate the bicyclic ring. This means that any possible connection mode shown in equations (f-1) to (f-10) is included.

[0080]

[0081] For example, as shown in the following formula (X'), the dibenzofuran group represented by formula (X') is connected to other positions of the molecule through a non-positional linker extending from the middle of one side of the benzene ring. This means that any possible connection mode shown in formulas (X'-1) to (X'-4) is included.

[0082]

[0083] In this application, the first compound represented by Formula 1 is selected from the structures represented by Formulas 1-1 to 1-31:

[0084]

[0085]

[0086] In Equations 1-1 to 1-31, D, L1, L2, Ar1, Ar2, m, n, and t are as defined in Equation 1.

[0087] In some embodiments of this application, in the first compound represented by Formula 1, L1 and L2 may be the same or different, and are each independently selected from substituted or unsubstituted aryl groups with a single bond and 6 to 12 carbon atoms. For example, L1 and L2 may be the same or different, and are each independently selected from substituted or unsubstituted aryl groups with a single bond and 6, 7, 8, 9, 10, 11, or 12 carbon atoms.

[0088] Optionally, the substituents in L1 and L2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 5 carbon atoms, phenyl groups, or pentadeuterated phenyl groups.

[0089] In some embodiments of this application, in the first compound represented by Formula 1, L1 and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, and substituted or unsubstituted biphenylene.

[0090] Optionally, the substituents in L1 and L2 may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, or pentadeuterated phenyl.

[0091] In some embodiments of this application, L1 and L2 may be the same or different, and are each independently selected from the group consisting of single bonds or groups consisting of:

[0092]

[0093] Specifically, L1 and L2 may be the same or different, and are each independently selected from the group consisting of single bonds or groups consisting of the following:

[0094]

[0095]

[0096] In some embodiments of this application, in the first compound represented by Formula 1, Ar1 and Ar2 may be the same or different, and are each independently selected from substituted or unsubstituted aryl, substituted or unsubstituted dibenzofuran, or substituted or unsubstituted dibenzothiophene groups having 6 to 12 carbon atoms. For example, Ar1 and Ar2 may be the same or different, and are each independently selected from substituted or unsubstituted aryl, substituted or unsubstituted dibenzofuran, or substituted or unsubstituted dibenzothiophene groups having 6, 7, 8, 9, 10, 11, or 12 carbon atoms.

[0097] Optionally, the substituents in Ar1 and Ar2 may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl, and Ar1 contains at least one deuterium substituent.

[0098] In some embodiments of this application, in the first compound represented by Formula 1, Ar1 is selected from pentadeuterated phenyl, nonadeuterated biphenyl, pentadeuterated biphenyl, heptadeuterated naphthyl, heptadeuterated dibenzofuranyl, and heptadeuterated dibenzothiophene; Ar2 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophene.

[0099] Optionally, the substituents in Ar2 may be 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 this application, in the first compound shown in Formula 1, Ar1 is selected from the group consisting of:

[0101]

[0102] Specifically, Ar1 is selected from the group consisting of the following groups:

[0103]

[0104] In some embodiments of this application, in the first compound shown in Formula 1, Ar2 is selected from the group consisting of:

[0105]

[0106]

[0107] Specifically, Ar2 is selected from the group consisting of the following groups:

[0108]

[0109] In some embodiments of this application, in the first compound shown in Formula 1, Selected from the group consisting of the following groups:

[0110]

[0111] Specifically, Selected from the group consisting of the following groups:

[0112]

[0113] In some embodiments of this application, in the first compound shown in Formula 1, Selected from the group consisting of the following groups:

[0114]

[0115]

[0116] Specifically, Selected from the group consisting of the following groups:

[0117]

[0118] In some embodiments of this application, in the first compound shown in Formula 1, Selected from the group consisting of the following groups:

[0119]

[0120]

[0121] Specifically, Selected from the group consisting of the following groups:

[0122]

[0123]

[0124] In some embodiments of this application, in the second compound shown in Formula 2, L3 and L4 may be the same or different, and are each independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 18 carbon atoms, and substituted or unsubstituted heteroaryl groups with 12 to 18 carbon atoms. For example, L4 and L5 may be the same or different, and are each independently selected from single bonds, substituted or unsubstituted aryl groups with 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18 carbon atoms, and substituted or unsubstituted heteroaryl groups with 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0125] Optionally, the substituents in L3 and L4 may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 5 carbon atoms, phenyl groups, or pentadeuterated phenyl groups.

[0126] In some embodiments of this application, in the second compound shown in Formula 2, Ar3 and Ar4 may be the same or different, and are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthyl, 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.

[0127] Optionally, the substituents in Ar3 and Ar4 may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterated phenyl.

[0128] In some embodiments of this application, in the second compound shown in Formula 2, L3 and L4 may be the same or different, and are each independently selected from the group consisting of single bonds or groups consisting of:

[0129]

[0130] Specifically, L3 and L4 may be the same or different, and are each independently selected from the group consisting of single bonds or groups consisting of the following:

[0131]

[0132]

[0133] In some embodiments of this application, in the second compound shown in Formula 2, Ar3 and Ar4 may be the same or different, and are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthyl, 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.

[0134] Optionally, the substituents in Ar3 and Ar4 may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterated phenyl.

[0135] In some embodiments of this application, in the second compound shown in Formula 2, Ar3 and Ar4 may be the same or different, and are each independently selected from the group consisting of:

[0136]

[0137] Specifically, Ar3 and Ar4 may be the same or different, and are each independently selected from the group consisting of the following groups:

[0138]

[0139] In some embodiments of this application, the second compound shown in Formula 2 contains They may be the same or different, and each is independently selected from the group consisting of the following groups:

[0140]

[0141]

[0142] Specifically, in the second compound shown in Formula 2 They may be the same or different, and each is independently selected from the group consisting of the following groups:

[0143]

[0144]

[0145] Optionally, the first compound shown in Formula 1 is selected from the compounds shown in claims 12, A1 to D91.

[0146] Optionally, the second compound shown in Formula 2 is selected from the compounds shown in claims 12a1 to a216.

[0147] In some embodiments of this application, the first compound and the second compound are vapor-deposited, and the vapor deposition 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.

[0148] In some preferred embodiments of this application, the first compound (compound of formula 1) and the second compound (compound of formula 2) are deposited by vapor deposition, and the vapor deposition rate ratio (%) of the first compound and the second compound is 30:70, 40:60, 45:55, 50:50, 55:45, 60:40, and 70:30.

[0149] In other embodiments of this application, the mass ratio of the first compound to the second compound is 1:99 to 99:1, preferably 10:90 to 90:10, more preferably 30:70 to 70:30, and even more preferably 40:60 to 60:40.

[0150] In some preferred embodiments of this application, the mass ratio of the first compound (compound of formula 1) and the second compound (compound of formula 2) is 30:70 to 70:30.

[0151] In some embodiments of this application, the host material and the guest material can be deposited together by 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 adjusted by controlling the evaporation rate of the host material and the guest material during the evaporation process, or by controlling the ratio of the evaporation rate of the host material and the guest material.

[0152] Optionally, the organic light-emitting layer can be deposited using a multi-source co-evaporation method to form an organic light-emitting layer comprising a host material and a guest material. The doping ratio can be controlled by adjusting the evaporation rate of the host material and the guest material during the evaporation process, or by adjusting the film thickness ratio of the host material and the guest material.

[0153] In other embodiments of this application, the first compound and the second compound can be mixed uniformly by mechanical stirring to form a host material mixture. The host material mixture and the guest material are then deposited with an organic light-emitting layer using a multi-source co-evaporation method to form an organic light-emitting layer comprising the host material mixture and the guest material. The doping ratio can be adjusted by controlling the evaporation rate of the guest material during the evaporation process, or by controlling the ratio of the evaporation rates of the host material mixture and the guest material.

[0154] To form each layer constituting the organic electroluminescent device of this application, dry film formation methods such as vacuum deposition, sputtering, plasma, ion plating, etc., or wet film formation methods such as inkjet printing, nozzle printing, slot coating, spin coating, dip coating, flow coating, etc., can be used.

[0155] Furthermore, the first and second compounds can be film-formed using the methods listed above, typically via co-evaporation or mixed evaporation. Co-evaporation is a mixed deposition method in which two or more materials are placed in respective individual crucible sources and an electric current is simultaneously applied to multiple chambers to evaporate the materials. Mixed evaporation is a mixed deposition method in which two or more materials are mixed in a crucible source before evaporation and an electric current is applied to a chamber to evaporate the materials.

[0156] A third aspect of this application provides an organic electroluminescent device comprising an anode and a cathode disposed opposite to each other, and an organic layer disposed between the anode and the cathode; the organic layer comprising the organic material disclosed in the first aspect of this application or the composition disclosed in the second aspect of this application.

[0157] In one embodiment of this application, the organic electroluminescent device is a phosphorescent device.

[0158] In one specific embodiment of this application, the organic electroluminescent device is a green phosphorescent organic electroluminescent device.

[0159] In some embodiments of this application, the organic electroluminescent device sequentially includes an anode (ITO substrate), a hole transport layer, a light-emitting modulator, an organic light-emitting layer, an electron transport layer, an electron injection layer, a cathode (Mg-Ag mixture), and an organic capping layer.

[0160] In one specific embodiment of this application, such as Figure 1 As shown, the organic electroluminescent device of this application includes an anode 100, a cathode 200, and at least one organic layer 300 between the anode layer and the cathode layer. The organic layer 300 includes a hole injection layer 310, a hole transport layer 320, a light emission adjustment layer 330, an organic light emission layer 340, an electron transport layer 350, and an electron injection layer 360.

[0161] Optionally, the anode 100 comprises an anode material, preferably one with a high 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 alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but are not limited thereto. Preferably, a transparent electrode comprising indium tin oxide (ITO) as the anode is included.

[0162] 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. This application does not impose any specific limitations on these materials. For example, in some embodiments of this application, the hole transport layer 320 is composed of HT-1.

[0163] Optionally, the light-emitting adjustment layer 330 (also referred to as a hole adjustment layer, electron blocking layer, hole auxiliary layer, hole buffer layer, light-emitting auxiliary layer, or second hole transport layer) may include one or more hole transport materials. The hole transport material may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds; this application does not impose any special limitations on this. For example, in some embodiments of this application, the light-emitting adjustment layer 330 is composed of HT-2.

[0164] Optionally, the organic light-emitting layer 340 may be composed of a single light-emitting material, or it may include a host material and a guest material. Optionally, the organic light-emitting layer 340 is composed of a host material and a guest material. Holes and electrons injected into the organic light-emitting layer 330 can recombine in the organic light-emitting layer 340 to form excitons. The excitons transfer energy to the host material, and the host material transfers energy to the guest material, thereby enabling the guest material to emit light.

[0165] The guest material of the organic light-emitting layer 340 can be a compound or its derivative having a condensed aryl ring, a compound or its derivative having a heteroaryl ring, an aromatic amine derivative, or other materials, and this application does not impose any special restrictions on this.

[0166] In some embodiments of this application, the organic electroluminescent device is a green organic electroluminescent device, which includes an organic light-emitting layer comprising a first compound shown in Formula 1, a second compound shown in Formula 2, and a guest material GD-01.

[0167] The electron transport layer 350 can be a single-layer structure or a multi-layer structure, and it can include one or more electron transport materials. The electron transport materials can be selected from benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, or other electron transport materials, and this application does not make any special limitations in this regard. For example, in some embodiments of this application, the electron transport layer 350 can be composed of ET-1 and LiQ.

[0168] Optionally, the cathode 200 comprises a cathode material having a small work function that facilitates electron injection into the organic layer. Specific examples of cathode materials include, but are not limited to, 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. Preferably, a metal electrode comprising silver and magnesium is included as the cathode.

[0169] Optionally, a hole injection layer 310 may be provided between the anode 100 and the hole transport layer 320 to enhance the ability to inject holes into the hole transport layer 320. The hole injection layer 310 may be selected from benzidine derivatives, starburst-like aryl amine compounds, phthalocyanine derivatives, or other materials, and this application does not impose any special limitations on this. In some embodiments of this application, the hole injection layer 310 may be composed of PD-1 and HT-1.

[0170] Optionally, an electron injection layer 360 may be provided between the cathode 200 and the electron transport layer 350 to enhance the ability to inject electrons into the electron transport layer 350. The electron injection layer 360 may include inorganic materials such as alkali metal sulfides and alkali metal halides, or may include complexes of alkali metals and organic materials. In some embodiments of this application, the electron injection layer 360 may include ytterbium (Yb).

[0171] A second aspect of this application also provides an electronic device comprising the organic electroluminescent device described in the first aspect of this application.

[0172] For example, such as Figure 2 As shown, the electronic device provided in this application is a first electronic device 400, which includes any of the organic electroluminescent devices described in the above-described embodiments. This electronic device can be a display device, a lighting device, an optical communication device, or other types of electronic devices, such as, but not limited to, computer screens, mobile phone screens, televisions, electronic paper, emergency lighting, optical modules, etc. Since the first electronic device 400 has the aforementioned organic electroluminescent device, it has the same beneficial effects, which will not be repeated here.

[0173] The present application will now be described in detail with reference to embodiments. However, the following description is intended to explain the present application and not to limit the scope of the present application in any way.

[0174] Synthesis Examples

[0175] Those skilled in the art will recognize that the chemical reactions described herein can be used to suitably prepare many of the organic materials of this application, and other methods for preparing the compounds of this application are considered to be within the scope of this application. For example, the synthesis of those non-illustrative compounds according to this application can be successfully accomplished by those skilled in the art through modification methods, such as appropriately protecting interfering groups, utilizing other known reagents besides those described herein, or making some conventional modifications to the reaction conditions. Compounds for which synthetic methods are not mentioned in this application are commercially available starting materials.

[0176] Synthesis of the first compound

[0177] Synthesis of intermediate sub-a1

[0178]

[0179] Under nitrogen protection, 3-bromocarbazole (30.0 g; 121.9 mmol), dibenzofuran-2-boronic acid (27.1 g; 128.0 mmol), tetra(triphenylphosphine)palladium (2.8 g; 2.4 mmol), potassium carbonate (33.7 g; 243.8 mmol), tetrabutylammonium bromide (0.8 g; 2.4 mmol), toluene (240 mL), ethanol (120 mL), and deionized water (60 mL) were added to a round-bottom flask. The reaction mixture was heated to 75 °C–80 °C and stirred for 10 hours. The reaction mixture was cooled to room temperature, deionized water was added, and the mixture was separated. The organic phase was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent to give a white solid intermediate sub-a1 (26.4 g; yield: 65%).

[0180] Following the synthetic method of intermediate sub-a1, reactant a in Table 1 was used to replace 3-bromocarbazole, and reactant b was used to replace dibenzofuran-2-boronic acid to synthesize the intermediate shown in Table 1.

[0181] Table 1

[0182]

[0183]

[0184]

[0185] Synthesis of intermediate sub-e1

[0186]

[0187] Under nitrogen protection, 2-([1,1'-biphenyl]-4-yl-d9)-4-chloro-6-(phenyl-d5)-1,3,5-triazine (20.0 g; 55.9 mmol), o-fluorophenylboronic acid (8.2 g; 58.7 mmol), tetra(triphenylphosphine)palladium (1.3 g; 1.1 mmol), potassium carbonate (15.4 g; 111.8 mmol), tetrabutylammonium bromide (0.4 g; 1.1 mmol), toluene (160 mL), tetrahydrofuran (80 mL), and deionized water (40 mL) were added to a round-bottom flask. The reaction mixture was heated to 75 °C–80 °C and stirred for 8 hours. The reaction mixture was cooled to room temperature, deionized water was added, and the mixture was separated. The organic phase was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The crude product was purified by silica gel column chromatography using a mixed solvent of dichloromethane and n-heptane to give a white solid intermediate sub-e1 (15.6 g; yield: 67%).

[0188] Following the synthetic method of intermediate sub-e1, reactant c in Table 2 was used to replace 2-([1,1'-biphenyl]-4-yl-d9)-4-chloro-6-(phenyl-d5)-1,3,5-triazine, and reactant d was used to replace o-fluorophenylboronic acid to synthesize the intermediate shown in Table 2.

[0189] Table 2

[0190]

[0191]

[0192]

[0193] Synthesis of compound A3

[0194]

[0195] Under nitrogen protection, sub-a1 (10.1 g; 30.2 mmol), sub-e1 (7.0 g; 16.8 mmol), tripotassium phosphate (17.8 g; 84.0 mmol), and N-methylpyrrolidone (100 mL) were added to a round-bottom flask. The reaction mixture was heated to 195 °C and stirred for 12 hours. The reaction mixture was cooled to room temperature, deionized water was added, and the mixture was separated. The organic phase was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent to give solid A3 (7.7 g; yield: 63%).

[0196] Following the synthetic method of A3, reactant e was used to replace sub-a1 and reactant f was used to replace sub-e1 in Table 3 to synthesize the compounds shown in Table 3.

[0197] Table 3

[0198]

[0199]

[0200]

[0201]

[0202] The mass spectrometry data of some of the first compounds are shown in Table 4 below.

[0203] Table 4

[0204] compound Mass spectrometry data compound Mass spectrometry data Compound A3 <![CDATA[m / z=731.35(M+H) + ]]> Compound B52 <![CDATA[m / z=766.34(M+H) + ]]> Compound A27 <![CDATA[m / z=754.38(M+H) + ]]> Compound B69 <![CDATA[m / z=759.29(M+H) + ]]> Compound A38 <![CDATA[m / z=745.43(M+H) + ]]> Compound C3 <![CDATA[m / z=759.29(M+H) + ]]> Compound A42 <![CDATA[m / z=749.46(M+H) + ]]> Compound C24 <![CDATA[m / z=789.36(M+H) + ]]> Compound A65 <![CDATA[m / z=681.36(M+H) + ]]> Compound D18 <![CDATA[m / z=745.44(M+H) + ]]> Compound A79 <![CDATA[m / z=735.37(M+H) + ]]> Compound D21 <![CDATA[m / z=766.34(M+H) + ]]> Compound A127 <![CDATA[m / z=750.36(M+H) + ]]> Compound D44 <![CDATA[m / z=757.40(M+H) + ]]> Compound B11 <![CDATA[m / z=742.42(M+H) + ]]> Compound D45 <![CDATA[m / z=825.49(M+H) + ]]> Compound B13 <![CDATA[m / z=754.38(M+H) + ]]> Compound D69 <![CDATA[m / z=830.42(M+H) + ]]> Compound A92 <![CDATA[m / z=745.44(M+H) + ]]> Compound A110 <![CDATA[m / z=731.35(M+H) + ]]>

[0205] The NMR data of some of the first compounds are shown in Table 5 below.

[0206] Table 5

[0207]

[0208] Synthesis of the second compound

[0209]

[0210] Under nitrogen protection, 5-phenyl-5,8-dihydroindolo[2,3-C]carbazole (20.0 g; 60.2 mmol), 1-bromo-3,5-diphenylbenzene (18.6 g; 60.2 mmol), tris(dibenzylacetone)dipalladium (0.5 g; 0.6 mmol), 2-dicyclohexylphosphine-2′,6′-dimethoxy-biphenyl (0.5 g; 1.2 mmol), and sodium tert-butoxide (8.7 g; 90.3 mmol) were added. Add xylene (200 mL) to a round-bottom flask and stir the mixture at 140 °C for 6 hours. Cool to room temperature, wash the reaction solution with water and separate the layers. Dry the organic phase with anhydrous magnesium sulfate and remove the solvent under reduced pressure to obtain the crude product. Purify the crude product by silica gel column chromatography using dichloromethane / n-heptane as the eluent. Then, recrystallize the product using a toluene / n-heptane solvent system to obtain a white solid a81-1 (27.0 g; yield: 80%).

[0211] A solution was prepared by adding trifluoromethanesulfonic anhydride (74.0 g, 262.2 mmol) and heavy water (26.2 g, 1310.9 mmol) at 0 °C and stirring for at least 5 hours. A81-1 (15.0 g, 26.8 mmol) was added to 1,2,4-trichlorobenzene (150 mL), and the mixture was stirred. Then, the prepared mixture of trifluoromethanesulfonic anhydride and heavy water was slowly added dropwise to the mixture of A81-1 and 1,2,4-trichlorobenzene. After the addition was complete, the temperature was raised to 120 °C. After reacting for 12 hours, the reaction mixture was cooled to room temperature, and the organic and aqueous layers were separated. The organic layer was neutralized with an aqueous potassium carbonate solution. After washing twice with water, the organic layer was separated, anhydrous magnesium sulfate was added, the mixture was stirred, filtered, and the filtrate was distilled under reduced pressure. The concentrated compound was purified by silica gel column chromatography to prepare compound A81 (9.8 g; yield: 64%).

[0212] Following the synthetic method for compound a81, reactant g was used to replace compound 5-phenyl-5,8-dihydroindolo[2,3-C]carbazole, and reactant h was used to replace 1-bromo-3,5-diphenylbenzene, to synthesize the compounds shown in Table 6 below:

[0213] Table 6

[0214]

[0215]

[0216] The mass spectrometry data of some of the second compounds are shown in Table 7 below.

[0217] Table 7

[0218] compound Mass spectrometry data compound Mass spectrometry data Compound a81 <![CDATA[m / z=571.29(M+H) + ]]> Compound a113 <![CDATA[m / z=661.30(M+H) + ]]> Compound a101 <![CDATA[m / z=601.24(M+H) + ]]> Compound a122 <![CDATA[m / z=661.30(M+H) + ]]> Compound a105 <![CDATA[m / z=647.32(M+H) + ]]> Compound a143 <![CDATA[m / z=647.32(M+H) + ]]> Compound a108 <![CDATA[m / z=647.32(M+H) + ]]> Compound a205 <![CDATA[m / z=666.44(M+H) + ]]>

[0219] Fabrication of organic electroluminescent devices

[0220] Example 1: Fabrication of Green Organic Electroluminescent Devices

[0221] Devices are fabricated using the following process.

[0222] At ITO / Ag / ITO thickness On the experimental substrate, surface treatment was performed using ultraviolet light, ozone, and O2:N2 ions to increase the work function of the anode, and the surface of the experimental substrate was cleaned with organic solvents to remove impurities and oil stains.

[0223] Compounds HT-1 and PD-1 were co-deposited on the experimental substrate at a deposition rate of 97%:3%, forming a layer with a thickness of [missing information]. Hole injection layer.

[0224] Compound HT-1 was deposited onto the hole injection layer to form a thickness of [missing information]. The hole transport layer.

[0225] Compound HT-2 was deposited on the hole transport layer to form a thickness of [missing information]. The light-emitting adjustment layer.

[0226] On the light-emitting adjustment layer, compound A3 (first compound) is used as the first host, compound a6 (second compound) as the second host, and GD-01 as the dopant. An organic light-emitting layer is prepared using a co-evaporation method. Compounds A3, a6, and GD-01 are co-deposited at a deposition rate of 40%:60%:10%, forming a layer with a thickness of [missing information]. The organic light-emitting layer.

[0227] On the organic light-emitting layer, compounds ET-1 and LiQ were co-deposited at a 50%:50% evaporation rate ratio to form a layer with a thickness of [missing information]. The electron transport layer.

[0228] Yb is deposited on the electron transport layer to form a thickness of The electron injection layer.

[0229] On the electron-injected layer, magnesium (Mg) and silver (Ag) are co-deposited at a deposition rate of 10%:90% to form a layer with a thickness of [missing information]. The cathode.

[0230] Compound CP-1 was deposited on the cathode to form a thickness of [missing information]. The organic coating layer is used to complete the fabrication of green organic electroluminescent devices.

[0231] Examples 2 to 21:

[0232] Except that the organic light-emitting 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 8 were used instead of the first and second compound combinations and evaporation rate ratios in Example 1 when preparing the organic light-emitting layer.

[0233] Comparative Examples 1 to 2:

[0234] Except that when preparing the organic light-emitting layer, the first and second compound combinations and evaporation rate ratios in Table 8 were used instead of the first and second compound combinations and evaporation rate ratios in Example 1, the organic electroluminescent device was prepared using the same method as in Example 1.

[0235] According to the patent document EP908787A2, compound a6 (CAS: 222044-79-3) was obtained.

[0236]

[0237] The compounds used in preparing the devices of the above embodiments and comparative examples have the following structures:

[0238]

[0239] The performance of the green organic electroluminescent devices prepared in Examples 1 to 21 and Comparative Examples 1-3 was tested, specifically at 15 mA / cm². 2 The IVL performance of the device was tested under the condition of 30 mA / cm. 2 The lifespan of the T95 device was tested under the following conditions, and the test results are shown in Table 8 below.

[0240] Table 8

[0241]

[0242]

[0243] As shown in Table 8 above, when the organic materials of this application are used in the organic light-emitting layer of green organic electroluminescent devices, the device performance can be significantly improved. Specifically, compared with Comparative Examples 1-2, the current efficiency of the organic electroluminescent devices of Examples 1-21 is improved by at least 13%, and the lifetime is improved by at least 36%.

[0244] This application provides an organic light-emitting device (OLED). The organic layer of the OLED includes an organic light-emitting layer comprising a first compound with strong electronic properties and a second compound with strong hole properties. Using the first and second compounds together as the host material of the OLED enables the regulation of the hole-electron balance, resulting in the generation of more excitons and thus improving the performance of the OLED. Specifically, the core structure of the first compound is a carbazole group substituted with dibenzofuran / dibenzothiophene, with a triazine group at the 9-position nitrogen atom linked by an ortho-phenylene group. The two aromatic groups connected to the triazine are partially or completely deuterated. This specific linkage gives the compound higher electron mobility, thereby improving lifetime. Furthermore, the presence of an ortho-phenylene group increases the steric hindrance of the compound, further improving efficiency. The second compound is an indole-carbazole compound with a specific fusion method. This compound has strong hole properties, and when combined with the first compound as the host material of the OLED, it can reduce the operating voltage of the OLED, improve luminous efficiency, and extend lifetime. In particular, when the core of the second compound is fully deuterated, the device performance is even better when combined with the first compound.

[0245] Specifically, compared to Comparative Example 1, the device prepared in this application significantly reduces the driving voltage and improves the luminous efficiency. This is likely because the triazine and carbazole in the first compound of this application are linked by an ortho-phenylene group, increasing the steric hindrance of the compound and thus improving efficiency. Furthermore, when used with the second compound, which has strong hole-vacancy properties, the operating voltage of the device can be significantly reduced, and the luminous efficiency and lifespan of the device can be improved.

[0246] Compared to Comparative Example 2, the device prepared in this application has a significantly improved lifespan. This may be because the second compound in this application uses indolecarbazole at a specific fusion site, which has strong hole-filling properties. When used in combination with the first compound, it can significantly improve the device's performance.

[0247] The embodiments of this application have been described in detail above with reference to the accompanying drawings. However, this application is not limited to the specific details of the above embodiments. Within the scope of the technical concept of this application, various simple modifications can be made to the technical solution of this application, and these simple modifications all fall within the protection scope of this application.

Claims

1. An organic electroluminescent device, comprising a cathode, an anode, and an organic layer; in, 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 includes an organic light-emitting layer; The organic light-emitting layer is characterized in that it comprises a first compound and a second compound; The first compound has the structure shown in Formula 1: Where X is selected from O or S; D represents deuterium; n, m, and t are the number of D elements. t and m may be the same or different, and each is independently selected from 0, 1, 2, 3, 4, 5, 6 or 7; n is selected from 0, 1, 2, or 3; L1 and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms; Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl, substituted or unsubstituted dibenzofuran, or substituted or unsubstituted dibenzothiophene group with 6 to 30 carbon atoms respectively; The substituents in L1, L2, Ar1, and Ar2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano, cycloalkyl with 3 to 10 carbon atoms, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, or deuterated aryl with 6 to 20 carbon atoms; Furthermore, Ar1 contains at least one deuterium substituent; The second compound is selected from the compounds shown in Formula 2; Where D represents deuterium; y represents the number of D, and y is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; L3 and L4 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms. Ar3 and Ar4 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms, respectively. The substituents in L3, L4, Ar3, and Ar4 may be the same or different, and are independently selected from deuterium, cyano, halogen groups, alkyl groups with 1 to 10 carbon atoms, haloalkyl groups with 1 to 10 carbon atoms, deuterated alkyl groups with 1 to 10 carbon atoms, aryl groups with 6 to 20 carbon atoms, deuterated aryl groups with 6 to 20 carbon atoms, haloaryl groups with 6 to 20 carbon atoms, or cycloalkyl groups with 3 to 10 carbon atoms.

2. The organic electroluminescent device according to claim 1, characterized in that, In the first compound shown in Formula 1, L1 and L2 may be the same or different, and are independently selected from single bonds and substituted or unsubstituted aryl groups with 6 to 12 carbon atoms; Optionally, the substituents in L1 and L2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 5 carbon atoms, phenyl groups, or pentadeuterated phenyl groups.

3. The organic electroluminescent device according to claim 1, characterized in that, In the first compound shown in Formula 1, L1 and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, and substituted or unsubstituted biphenylene, respectively. Optionally, the substituents in L1 and L2 may be 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 electroluminescent device according to claim 1, characterized in that, In the first compound shown in Formula 1, Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl, substituted or unsubstituted dibenzofuran, and substituted or unsubstituted dibenzothiophene groups having 6 to 12 carbon atoms, respectively. Optionally, the substituents in Ar1 and Ar2 may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl, and Ar1 contains at least one deuterium substituent.

5. The organic electroluminescent device according to claim 1, characterized in that, In the first compound shown in Formula 1, Ar1 is selected from pentadeuterated phenyl, nonadeuterated biphenyl, pentadeuterated biphenyl, heptadeuterated naphthyl, heptadeuterated dibenzofuranyl, and heptadeuterated dibenzothiopheneyl. Ar2 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl or substituted or unsubstituted dibenzothiopheneyl; Optionally, the substituents in Ar2 may be 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 electroluminescent device according to claim 1, characterized in that, In the first compound shown in Formula 1, Ar1 is selected from the group consisting of the following groups: Optionally, in the first compound, Ar1 is selected from the group consisting of:

7. The organic electroluminescent device according to claim 1, characterized in that, In the first compound shown in Formula 1, Selected from the group consisting of the following groups: Optionally, Selected from the group consisting of the following groups:

8. The organic electroluminescent device according to claim 1, characterized in that, In the first compound shown in Formula 1, Selected from the group consisting of the following groups: Optionally, Selected from the group consisting of the following groups:

9. The organic electroluminescent device according to claim 1, characterized in that, In the second compound shown in Formula 2, L3 and L4 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiopheneyl. Optionally, the substituents in L3 and L4 may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

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

11. The organic electroluminescent device according to claim 1, characterized in that, The second compound shown in Formula 2 They may be the same or different, and each is independently selected from the group consisting of the following groups:

12. The organic electroluminescent device according to claim 1, characterized in that, The first compound shown in Formula 1 is selected from the group consisting of the following compounds: The second compound shown in Formula 2 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 transport layer, a light emission modulation layer, an electron transport layer, and an electron injection layer; Optionally, the organic light-emitting layer further includes a metal dopant; Optionally, the organic electroluminescent device is a top-emitting device; Optionally, the organic electroluminescent device is a phosphorescent organic electroluminescent device; Optionally, the organic electroluminescent device is a green phosphorescent organic electroluminescent device.

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

Images