Organic electroluminescent device and electronic apparatus

Abstract

The present application provides an organic electroluminescent device and an electronic apparatus. The organic electroluminescent device comprises a cathode, an anode and an organic layer. The organic layer comprises an organic light-emitting layer, wherein the organic light-emitting layer comprises a first compound and a second compound, the first compound being selected from a compound represented by formula 1, and the second compound being selected from a compound represented by formula 2.

Description

Organic electroluminescent devices and electronic devices

[0001] Cross-references to related applications

[0002] This application claims priority to Chinese patent application No. CN202410487002.1, filed on April 22, 2024, the entire contents of which are incorporated herein by reference. Technical Field

[0003] This application relates to the field of organic electroluminescent materials technology, and more particularly to an organic electroluminescent device and electronic apparatus. Background Technology

[0004] In recent years, organic light-emitting devices (OLEDs) have become a very popular emerging flat panel display product both domestically and internationally due to their characteristics such as self-illumination, wide viewing angle, short response time, high efficiency, and wide color gamut.

[0005] OLEDs typically consist of 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 auxiliary layer, an organic light-emitting layer (containing a host material and dopants), a hole blocking layer, an electron transport layer, and an electron injection layer. When a voltage is applied to the organic light-emitting device, holes and electrons are injected into the organic 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 organic light-emitting layer to emit light.

[0006] 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. Therefore, it is necessary to further research technical methods that can effectively solve these problems in order to improve the performance of organic electroluminescent devices and broaden their application fields. Summary of the Invention

[0007] In view of the above-mentioned problems existing 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.

[0008] According to a first aspect of this application, an organic electroluminescent device is provided, comprising a cathode, an anode, and an organic layer;

[0009] The cathode and the anode are arranged opposite to each other;

[0010] The organic layer is located between the cathode and the anode;

[0011] The organic layer includes an organic light-emitting layer;

[0012] The organic light-emitting layer comprises a first compound and a second compound;

[0013] The first compound has the structure shown in Formula 1:

[0014] X is selected from O or S;

[0015] L, L1, and L2 may be the same or different, and each is 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.

[0016] Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0017] The substituents in L, L1, L2, Ar1, and Ar2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, heteroaryl with 3 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, haloaryl with 6 to 20 carbon atoms, or trialkylsilyl with 3 to 12 carbon atoms; optionally, any two adjacent substituents in Ar1 and Ar2 form a saturated or unsaturated 3 to 15-membered ring;

[0018] The second compound has the structure shown in Formula 2:

[0019] Ring A is a benzene ring, a dibenzofuran ring, or a dibenzothiophene ring;

[0020] Ar3 and Ar4 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0021] L3 and L4 may be the same or different, and each is 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.

[0022] The substituents in L3, L4, Ar3, and Ar4 may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms, alkylthio with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, triphenylsilyl, aryl with 6 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, or cycloalkyl with 3 to 10 carbon atoms; optionally, any two adjacent substituents in Ar3 and Ar4 form a saturated or unsaturated 3 to 15-membered ring;

[0023] Each R1, each R2, and each R3 may be the same or different, and each is independently selected from hydrogen, deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuteratedalkyl with 1 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms, alkylthio with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, triphenylsilyl, aryl with 6 to 20 carbon atoms, deuteratedaryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, or cycloalkyl with 3 to 10 carbon atoms;

[0024] n1 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8;

[0025] n2 is selected from 0, 1, or 2;

[0026] n3 is selected from 0, 1, 2, 3, 4, 5, or 6.

[0027] According to a second aspect of this application, an electronic device is provided, including the organic electroluminescent device described in the first aspect.

[0028] The organic light-emitting layer of the organic light-emitting device of this application simultaneously comprises a first compound and a second compound. The first compound has a structure with phenanthrene[2,1-b]benzofuran as its core. The compound formed by the combination of this core and a triazine electron transport group can maintain a high first triplet energy level while exhibiting strong electron transport capability. The second compound in the organic light-emitting layer is a benzoindolecarbazole fused ring compound. The first and second compounds are mixed in a certain proportion to form the main material of the hybrid organic light-emitting layer. First, in the first compound, the core structure composed of the core group phenanthrene[2,1-b]benzofuran has a large conjugated system. After the core is connected to the electron-deficient heteroaryl group of the triazine at position 13, it can enhance the intermolecular forces and improve the electron mobility of the first compound. Second, the second compound has a benzoindolecarbazole core with a large conjugated area, which can significantly improve the hole transport capability of the second compound and enhance the intermolecular interaction force, thereby improving the carrier transport capability of the second compound film. Therefore, when the first and second compounds of this application are combined as a hybrid light-emitting host material, molecular aggregation is reduced, electron and hole localization is avoided, and the possibility of forming carrier transport traps is reduced. This can significantly improve the carrier balance in the organic light-emitting layer, improve the stability of the thin film, and thus improve the luminous efficiency and lifetime of the organic electroluminescent device. Attached Figure Description

[0029] 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.

[0030] Figure 1 is a schematic diagram of the structure of an organic electroluminescent device according to one embodiment of this application.

[0031] Figure 2 is a schematic diagram of the structure of an electronic device according to one embodiment of this application.

[0032] Reference numerals 100, 200, 300, 310, 321, 322, 320, 330, 340, 350, 400, and 350 are also listed. The reference numerals are: 100, 200, 300, 310, 321, 322, 320, 330, 340, 350, 400, and 360. The reference numerals are: 320, 320, 330, 340, 350, 450, and 360. The reference numerals are: 320, 320, 330, 340, 350, 460, and 37 ...200, 300, 310, 321, 322, 320, 330, 340, 350, 460, and 370. The reference numerals are: 320, 200, 320, 330, 340, 350, 460, 370, 480, 390, 300, 490, 300, 300, 490, 300, 300, 310, 321, 322, 320, 330, 340, 350, 360, 490, 300, 490, 300, 300, 490, 30 Detailed Implementation

[0033] 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.

[0034] 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.

[0035] According to a first aspect of this application, an organic electroluminescent device is provided, comprising a cathode, an anode, and an organic layer;

[0036] The cathode and the anode are arranged opposite to each other;

[0037] The organic layer is located between the cathode and the anode;

[0038] The organic layer includes an organic light-emitting layer;

[0039] The organic light-emitting layer comprises a first compound and a second compound;

[0040] The first compound has the structure shown in Formula 1:

[0041] X is selected from O or S;

[0042] L, L1, and L2 may be the same or different, and each is 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.

[0043] Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0044] The substituents in L, L1, L2, Ar1, and Ar2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, heteroaryl with 3 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, haloaryl with 6 to 20 carbon atoms, or trialkylsilyl with 3 to 12 carbon atoms; optionally, any two adjacent substituents in Ar1 and Ar2 form a saturated or unsaturated 3 to 15-membered ring;

[0045] The second compound has the structure shown in Formula 2:

[0046] Ring A is a benzene ring, a dibenzofuran ring, or a dibenzothiophene ring;

[0047] Ar3 and Ar4 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0048] L3 and L4 may be the same or different, and each is 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.

[0049] The substituents in L3, L4, Ar3, and Ar4 may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms, alkylthio with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, triphenylsilyl, aryl with 6 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, or cycloalkyl with 3 to 10 carbon atoms; optionally, any two adjacent substituents in Ar3 and Ar4 form a saturated or unsaturated 3 to 15-membered ring;

[0050] Each R1, each R2, and each R3 may be the same or different, and each is independently selected from hydrogen, deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuteratedalkyl with 1 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms, alkylthio with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, triphenylsilyl, aryl with 6 to 20 carbon atoms, deuteratedaryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, or cycloalkyl with 3 to 10 carbon atoms;

[0051] n1 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8;

[0052] n2 is selected from 0, 1, or 2;

[0053] n3 is selected from 0, 1, 2, 3, 4, 5, or 6.

[0054] In this application, the terms "optional" and "optionally" mean that the events or circumstances described below may or may not occur. For example, "optionally, any two adjacent substituents form a saturated or unsaturated 3- to 15-membered ring" includes: the scenario where any two adjacent substituents form a ring, and the scenario where any two adjacent substituents exist independently without forming a ring. "Any two adjacent" can include having two substituents on the same atom, and can also include having one substituent on each of two adjacent atoms; wherein, when there are two substituents on the same atom, the two substituents can form a saturated or unsaturated spirocyclic ring with the atom they are connected to; when there is one substituent on each of two adjacent atoms, the two substituents can fuse into a ring.

[0055] 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 formula, each q is independently 0, 1, 2 or 3, and each R is independently selected from hydrogen, deuterium, fluorine or 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. The options of each R do not affect each other.

[0056] 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 groups, alkyl groups with 1 to 10 carbon atoms, haloalkyl groups with 1 to 10 carbon atoms, deuteryl groups with 1 to 10 carbon atoms, trialkylsilyl groups with 3 to 12 carbon atoms, triphenylsilyl groups, aryl groups with 6 to 20 carbon atoms, deuteryl groups with 6 to 20 carbon atoms, haloaryl groups with 6 to 20 carbon atoms, heteroaryl groups with 3 to 20 carbon atoms, cycloalkyl groups with 3 to 10 carbon atoms, alkoxy groups with 1 to 10 carbon atoms, alkylthio groups with 1 to 10 carbon atoms, etc. The number of replacements can be one or more.

[0057] In this application, "multiple" means two or more, such as two, three, four, five, six, etc.

[0058] In this application, the number of carbon atoms in substituted or unsubstituted functional groups refers to the total number of carbon atoms.

[0059] The hydrogen atoms in the compound structure of this application include various isotopes of hydrogen, such as hydrogen (H), deuterium (D), or tritium (T).

[0060] In the structural formula of the compound in this application, "D" indicates deuteration.

[0061] 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 include, but are not limited to, phenyl, naphthyl, fluorenyl, spirodifluorenyl, anthracene, phenanthryl, biphenyl, terphenyl, triphenylene, perylene, benzo[9,10]phenanthryl, pyrene, benzofluoranthryl, etc. Base, etc.

[0062] In this application, the term "arylene" refers to a divalent or polyvalent group formed by the further loss of one or more hydrogen atoms from an aryl group.

[0063] In this application, terphenyl includes

[0064] In this application, the substituted or unsubstituted aryl (arylene) group can have 6, 10, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, or 30 carbon atoms. 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 18 carbon atoms; and in yet another embodiment, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group with 6 to 15 carbon atoms.

[0065] In this application, the fluorene group can be substituted by one or more substituents. When the fluorene group is substituted, the substituted fluorene group can be: etc., but not limited to this.

[0066] In this application, aryl groups used as substituents include, but are not limited to, phenyl, naphthyl, phenanthryl, biphenyl, fluorenyl, dimethylfluorenyl, etc.

[0067] 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, N-phenylcarbazoleyl, N-pyridylcarbazoleyl, N-methylcarbazoleyl, etc.

[0068] In this application, the term "hybrid aryl" refers to a divalent or polyvalent group formed by the further loss of one or more hydrogen atoms from a heteroaryl group.

[0069] In this application, the number of carbon atoms in the substituted or unsubstituted heteroaryl group (hybrid aryl 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 a total carbon number of 3 to 30; in other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with a total carbon number of 12 to 18; and in still other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with a total carbon number of 5 to 12.

[0070] In this application, the heteroaryl groups used as substituents include, but are not limited to, pyridyl, carbazolyl, dibenzothiophene, dibenzofuranyl, benzoxazolyl, benzothiazolyl, and benzimidazolyl.

[0071] In this application, the substituted heteroaryl group may be one or more hydrogen atoms of the heteroaryl group that are replaced by groups such as deuterium, halogen group, cyano, aryl, heteroaryl, trialkylsilyl, alkyl, cycloalkyl, haloalkyl, etc.

[0072] 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.

[0073] In this application, the halogen group may be, for example, fluorine, chlorine, bromine, or iodine.

[0074] In this application, specific examples of trialkylsilyl groups include, but are not limited to, trimethylsilyl, triethylsilyl, etc.

[0075] 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, 9, or 10. Specific examples of cycloalkyl groups include, but are not limited to, cyclopentyl, cyclohexyl, and adamantyl.

[0076] In this application, the number of carbon atoms in the deuterated alkyl group is, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10. Specific examples of deuterated alkyl groups include, but are not limited to, trideuterated methyl.

[0077] In this application, the number of carbon atoms in the alkyl halogroup is, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10. Specific examples of alkyl halogroups include, but are not limited to, trifluoromethyl.

[0078] In this application, an n-membered ring refers to a ring system formed by n atoms. For example, a phenyl ring is a 6-membered ring. A 3- to 15-membered ring refers to a cyclic group having 3 to 15 ring atoms. Examples of 3- to 15-membered rings include cyclopentane, cyclohexane, fluorene rings, and benzene rings.

[0079] In this application, It refers to the chemical bond that connects with other groups.

[0080] 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 connect to any position in the ring system it traverses, and the other end connects 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 traverse the bicyclic ring. This means that any possible connection mode shown in equations (f-1) to (f-10) is included.

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

[0082] In this application, a non-orienting substituent refers to a substituent connected by a single bond extending from the center of the ring system, indicating that the substituent can be attached to any possible position in the ring system. For example, as shown in equation (Y) below, the substituent R' represented by equation (Y) is connected to the quinoline ring by a non-orienting linking bond, which means that it includes any possible connection mode shown in equations (Y-1) to (Y-7):

[0083] In some embodiments of this application, L is selected from single bonds, substituted or unsubstituted aryl groups having 6 to 18 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12 to 18 carbon atoms.

[0084] In some embodiments of this application, L, L1, and L2 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 18 carbon atoms, or substituted or unsubstituted heteroaryl groups with 12 to 18 carbon atoms.

[0085] In some embodiments of this application, in the first compound represented by Formula 1, L, L1, and L2 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, or 18 carbon atoms, and substituted or unsubstituted heteroaryl groups having 12, 13, 14, 15, 16, 17, or 18 carbon atoms.

[0086] Optionally, the substituents in L, L1 and L2 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, alkyl with 1 to 4 carbon atoms, haloalkyl with 1 to 4 carbon atoms, deuterated alkyl with 1 to 4 carbon atoms, trialkylsilyl with 3 to 7 carbon atoms, phenyl or deuterated phenyl.

[0087] In some embodiments of this application, in the first compound represented by Formula 1, L, L1, and L2 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted fluorene, substituted or unsubstituted phenanthylene, substituted or unsubstituted terphenylene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted carbazolyl.

[0088] Optionally, the substituents in L, L1 and L2 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, trimethylsilyl, pentadeuterated phenyl or phenyl.

[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 each is independently selected from the group consisting of single bonds or the following groups:

[0090] Optionally, L is selected from the group consisting of single bonds or the following groups:

[0091] In some embodiments of this application, in the first compound represented by Formula 1, L is selected from the group consisting of single bonds or the following groups:

[0092] In some embodiments of this application, in the first compound represented by Formula 1, L1 and L2 may be the same or different, and each is independently selected from the group consisting of single bonds or the following groups:

[0093] In some embodiments of this application, in the first compound represented by Formula 1, Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29 or 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29 or 30 carbon atoms.

[0094] In some embodiments of this application, in the first compound represented by Formula 1, Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29 or 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29 or 30 carbon atoms.

[0095] Optionally, the substituents in Ar1 and Ar2 may be the same or different, and each may be independently selected from deuterium, halogen groups, cyano, haloalkyl with 1 to 4 carbon atoms, deuteralkyl with 1 to 4 carbon atoms, alkyl with 1 to 4 carbon atoms, cycloalkyl with 5 to 10 carbon atoms, aryl with 6 to 15 carbon atoms, heteroaryl with 5 to 12 carbon atoms, trialkylsilyl with 3 to 8 carbon atoms, or deuteralkyl with 6 to 15 carbon atoms. Optionally, any two adjacent substituents may form a benzene ring or a fluorene ring.

[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 each is independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene.

[0097] Optionally, the substituents in Ar1 and Ar2 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, cyclohexyl, trifluoromethyl, trimethylsilyl, phenyl, pentadeuterated phenyl or naphthyl.

[0098] In some embodiments of this application, in the first compound represented by Formula 1, one of Ar1 and Ar2 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene; the other is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted triphenylene.

[0099] Optionally, the substituents in Ar1 and Ar2 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, cyclohexyl, trifluoromethyl, trimethylsilyl, phenyl, pentadeuterated phenyl or naphthyl.

[0100] In some embodiments of this application, in the first compound shown in Formula 1, Ar1 and Ar2 may be the same or different, and each is independently selected from the group consisting of:

[0101] In some embodiments of this application, in the first compound shown in Formula 1, Ar1 and Ar2 may be the same or different, and each is independently selected from the group consisting of:

[0102] In some embodiments of this application, in the first compound shown in Formula 1, They may be the same or different, and each is independently selected from the group consisting of the following groups:

[0103] In some implementations, in Formula 1 Selected from the group consisting of the following groups:

[0104] In some embodiments, the second compound shown in Formula 2 is selected from the structures shown in Formulas (2-1) to (2-13):

[0105] In Equations 2-1 to 2-13, L3, L4, Ar3, Ar4, R1, R2, R3, n1, n2, and n3 are as defined in Equation 2.

[0106] In some embodiments, in the second compound shown in Formula 2, L3 and L4 may be the same or different, and each is 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.

[0107] In some embodiments, in the second compound shown in Formula 2, L3 and L4 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted aryl groups having 6 to 15 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12 to 18 carbon atoms.

[0108] In some embodiments, in the second compound shown in Formula 2, L3 and L4 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 carbon atoms, and substituted or unsubstituted heteroaryl groups having 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0109] Optionally, in the second compound shown in Formula 2, the substituents in L3 and L4 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, alkyl with 1 to 5 carbon atoms, trialkylsilyl with 3 to 8 carbon atoms, fluoroalkyl with 1 to 4 carbon atoms, deuterated alkyl with 1 to 4 carbon atoms, phenyl or naphthyl.

[0110] In some embodiments, in the second compound shown in Formula 2, L3 and L4 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthylene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted carbazolyl.

[0111] Optionally, in the second compound shown in Formula 2, the substituents in L3 and L4 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, trimethylsilyl, phenyl or naphthyl.

[0112] In some embodiments, in the second compound shown in Formula 2, L3 and L4 may be the same or different, and each is independently selected from the group consisting of single bonds or the following groups:

[0113] In some embodiments, in the second compound shown in Formula 2, L3 and L4 may be the same or different, and each is independently selected from the group consisting of single bonds or the following groups:

[0114] In some embodiments, in the second compound shown in Formula 2, Ar3 and Ar4 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6 to 25 carbon atoms, or substituted or unsubstituted heteroaryl groups having 12 to 24 carbon atoms.

[0115] In some embodiments, Ar3 and Ar4 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24 or 25 carbon atoms, and substituted or unsubstituted heteroaryl groups having 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23 or 24 carbon atoms.

[0116] In some embodiments, in the second compound shown in Formula 2, the substituents in Ar3 and Ar4 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano, haloalkyl with 1 to 4 carbon atoms, deuteralkyl with 1 to 4 carbon atoms, alkyl with 1 to 4 carbon atoms, cycloalkyl with 5 to 10 carbon atoms, aryl with 6 to 12 carbon atoms, deuterylaryl with 6 to 12 carbon atoms, heteroaryl with 5 to 12 carbon atoms, or trialkylsilyl with 3 to 8 carbon atoms; optionally, any two adjacent substituents in Ar3 and Ar4 form a benzene ring or a fluorene ring.

[0117] In some embodiments, in the second compound shown in Formula 2, Ar3 and Ar4 may be the same or different, and each is independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted anthraquinyl, substituted or unsubstituted pyrene, substituted or unsubstituted triphenylene, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuranyl, and substituted or unsubstituted carbazole.

[0118] Optionally, in the second compound shown in Formula 2, the substituents in Ar3 and Ar4 may be the same or different, and each is independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, trimethylsilyl, pentadeuterated phenyl, phenyl, biphenyl, naphthyl, dibenzofuranyl, dibenzothiopheneyl or carbazoyl.

[0119] In some embodiments, in the second compound shown in Formula 2, Ar3 and Ar4 may be the same or different, and each is independently selected from the group consisting of:

[0120] In some embodiments, in the second compound shown in Formula 2, Ar3 and Ar4 may be the same or different, and each is independently selected from the group consisting of:

[0121] In some embodiments, 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:

[0122] In some embodiments, in the second compound shown in Formula 2, one of Ar3 and Ar4 is selected from substituted or unsubstituted aryl groups having 6 to 25 carbon atoms, and the other is selected from substituted or unsubstituted aryl groups having 6 to 25 carbon atoms or substituted or unsubstituted heteroaryl groups having 12 to 24 carbon atoms.

[0123] In some embodiments, in the second compound shown in Formula 2, one of Ar3 and Ar4 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted anthryl, substituted or unsubstituted pyrene, substituted or unsubstituted triphenylene, substituted or unsubstituted spirodifluorenyl, and the other is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted anthryl, substituted or unsubstituted pyrene, substituted or unsubstituted triphenylene, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuranyl, and substituted or unsubstituted carbazole.

[0124] Optionally, in the second compound shown in Formula 2, the substituents in Ar3 and Ar4 may be the same or different, and each is independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, trimethylsilyl, pentadeuterated phenyl, phenyl or naphthyl.

[0125] In some embodiments, the second compound shown in Formula 2, One of them is selected from:

[0126] The other is selected from the following groups:

[0127] In some embodiments, in the second compound shown in Formula 2, each of R1, each of R2 and each of R3 may be the same or different, and each is independently selected from hydrogen, deuterium, cyano, fluorine, trideuterated methyl, trimethylsilyl, trifluoromethyl, cyclopentyl, cyclohexyl, adamantyl, methyl, ethyl, isopropyl, tert-butyl, phenyl or naphthyl.

[0128] In some embodiments of this application, the first compound is selected from the group consisting of:

[0129] In some embodiments of this application, the second compound is selected from the group consisting of:

[0130] Furthermore, in the organic light-emitting device of this application, the organic light-emitting layer comprises a host material and a dopant. The host material comprises a first compound and a second compound, and typically, the mass ratio (weight ratio) of the first compound to the second compound is 1:99 to 99:1, preferably 10:90 to 90:10; more preferably 20:80 to 80:20; further preferably 30:70 to 70:30; more preferably 40:60 to 60:40. Even more preferably, the mass ratio (weight ratio) of the host material and the dopant in the organic light-emitting layer is 90:10 to 99:1.

[0131] In some embodiments of this application, the mass ratio of the first compound (the compound shown in Formula 1) and the second compound (the compound shown in Formula 2) in the organic light-emitting layer of the organic electroluminescent device is 30:70 to 70:30.

[0132] Optionally, in the main material, the mass ratio (weight ratio) of the first compound (compound of Formula 1) and the second compound (compound shown in Formula 2) is 35:65, 40:60, 45:55, 50:50, 55:45, 60:40, 65:35, 70:30, 75:25, or 80:20.

[0133] In some embodiments of this application, the host material and the guest material (dopant) 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.

[0134] 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 film thickness 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.

[0135] To obtain a mixture of main materials, the first and second compounds can be placed in an oscillator and mixed to obtain a mixture in the desired weight ratio.

[0136] 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.

[0137] Furthermore, the first and second compounds can be prepared into films using the methods listed above, typically through 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.

[0138] In some embodiments of this application, the organic electroluminescent device is a phosphorescent device.

[0139] In some specific embodiments of this application, the organic electroluminescent device is a green organic electroluminescent device or a red organic electroluminescent device.

[0140] In a second aspect of this application, an electronic device is provided, the electronic device comprising the organic electroluminescent device described in the first aspect.

[0141] In another aspect of this application, a composition is also provided, the composition comprising a first compound and a second compound, the first compound having the structure shown in Formula 1:

[0142] X is selected from O or S;

[0143] L, L1, and L2 may be the same or different, and each is 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.

[0144] Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0145] The substituents in L, L1, L2, Ar1, and Ar2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, heteroaryl with 3 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, haloaryl with 6 to 20 carbon atoms, or trialkylsilyl with 3 to 12 carbon atoms; optionally, any two adjacent substituents in Ar1 and Ar2 form a saturated or unsaturated 3 to 15-membered ring;

[0146] The second compound has the structure shown in Formula 2:

[0147] Ring A is a benzene ring, a dibenzofuran ring, or a dibenzothiophene ring;

[0148] Ar3 and Ar4 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0149] L3 and L4 may be the same or different, and each is 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.

[0150] The substituents in L3, L4, Ar3, and Ar4 may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms, alkylthio with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, triphenylsilyl, aryl with 6 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, or cycloalkyl with 3 to 10 carbon atoms; optionally, any two adjacent substituents in Ar3 and Ar4 form a saturated or unsaturated 3 to 15-membered ring;

[0151] Each R1, each R2, and each R3 may be the same or different, and each is independently selected from hydrogen, deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuteratedalkyl with 1 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms, alkylthio with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, triphenylsilyl, aryl with 6 to 20 carbon atoms, deuteratedaryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, or cycloalkyl with 3 to 10 carbon atoms;

[0152] n1 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8;

[0153] n2 is selected from 0, 1, or 2;

[0154] n3 is selected from 0, 1, 2, 3, 4, 5, or 6.

[0155] In some embodiments of this application, the mass ratio (weight ratio) of the first compound to the second compound in the composition is 1:99 to 99:1; preferably 10:90 to 90:10; more preferably 20:80 to 80:20; further preferably 30:70 to 70:30; and even more preferably 40:60 to 60:40.

[0156] In some embodiments, the mass ratio of the first compound (the compound shown in Formula 1) and the second compound (the compound shown in Formula 2) in the composition is 30:70 to 70:30.

[0157] This application also provides the use of the composition in the organic light-emitting layer of an organic electroluminescent device.

[0158] This application also provides an organic electroluminescent device comprising the composition.

[0159] The organic electroluminescent device provided in this application includes an anode and a cathode disposed opposite to each other, and an organic layer. The organic layer includes an organic light-emitting layer, which comprises a first compound and a second compound.

[0160] In some embodiments of this application, the organic electroluminescent device sequentially comprises an anode (e.g., an ITO / Ag / ITO substrate), a hole transport layer, a hole conditioning layer, an organic light-emitting layer, an electron transport layer, an electron injection layer, a cathode (e.g., a Mg-Ag mixture), and an organic capping layer. The hole transport layer is located between the anode and the organic light-emitting layer, and the hole conditioning layer is located between the hole transport layer and the organic light-emitting layer.

[0161] According to a specific embodiment, as shown in FIG1, the organic electroluminescent device includes an anode 100, a hole injection layer 310, a first hole transport layer 321, a light-emitting auxiliary layer (also known as a hole auxiliary layer, hole adjustment layer, or electron blocking layer) 322, an organic light-emitting layer 330, an electron transport layer 340, an electron injection layer 350, and a cathode 200, which are stacked in sequence.

[0162] In this application, the anode 100 includes an anode material, which is preferably a material with a large work function that facilitates hole injection into the functional layer. Specific examples of anode materials include: metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold, or 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 containing indium tin oxide (ITO) as the anode is included.

[0163] In this application, the first hole transport layer or the light-emitting auxiliary layer may each include one or more hole transport materials. The hole transport layer 320 material may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, specifically from the compounds listed below or any combination thereof:

[0164] In one embodiment, the first hole transport layer 321 is composed of HT-1.

[0165] In one embodiment, the light-emitting auxiliary layer 322 is composed of HT-2.

[0166] Optionally, a hole injection layer 310 is further provided between the anode 100 and the first hole transport layer 321 to enhance the ability to inject holes into the first hole transport layer 321. The hole injection layer 310 can be selected from benzidine derivatives, starburst-like aryl amine compounds, phthalocyanine derivatives, or other materials; this application does not impose any special limitations on this. The material of the hole injection layer 310 can, for example, be selected from the following compounds or any combination thereof;

[0167] In one embodiment of this application, the hole injection layer 310 is composed of PD and HT-1.

[0168] Optionally, the organic light-emitting layer 330 may include the host material and the guest material. Optionally, the organic light-emitting layer 330 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 330 to form excitons. The excitons transfer energy to the host material, and the host material transfers energy to the guest material, thereby enabling the guest material to emit light.

[0169] The main material of the organic light-emitting layer 330 includes the first compound and the second compound.

[0170] The guest material of the organic light-emitting layer 330 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; this application does not impose any special limitations on this. The guest material is also called a dopant or dopant. According to the type of light emission, it can be divided into fluorescent dopant and phosphorescent dopant. For example, specific examples of phosphorescent dopant include, but are not limited to,

[0171] In one embodiment of this application, the organic electroluminescent device is a red organic electroluminescent device. In a more specific embodiment, the host material of the organic light-emitting layer 330 is composed of the first compound and the second compound. The guest material may be, for example, RD.

[0172] In another embodiment, the organic electroluminescent device is a green organic electroluminescent device. In a more specific embodiment, the host material of the organic light-emitting layer 330 is composed of the first compound and the second compound. The guest material can be, for example, fac-Ir(ppy)3.

[0173] The electron transport layer 340 can be a single-layer structure or a multi-layer structure, and can include one or more electron transport materials. These electron transport materials can be selected from, but are not limited to, BmPyPhB, LiQ, benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, triazine derivatives, etc., and this application does not impose any specific limitations on them. The material of the electron transport layer 340 includes LiQ and other electron transport materials, which can be selected from, but are not limited to, the following compounds:

[0174] In one embodiment of this application, the electron transport layer 340 is composed of ET-1 and LiQ.

[0175] In this application, the cathode 200 includes a cathode material that has a small work function and facilitates electron injection into the functional layers. 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. Optionally, a metal electrode comprising magnesium and silver may be included as the cathode.

[0176] Optionally, an electron injection layer 350 is further disposed between the cathode 200 and the electron transport layer 340 to enhance the ability to inject electrons into the electron transport layer 340. The electron injection layer 350 may include inorganic materials such as alkali metal sulfides and alkali metal halides, or may include complexes of alkali metals and organic materials. In one embodiment of this application, the electron injection layer 350 includes ytterbium (Yb).

[0177] This application not only provides the organic electroluminescent device comprising the compound represented by Formula 1 and the compound represented by Formula 2 for the organic light-emitting layer, but also provides an electronic device comprising the organic electroluminescent device of this application.

[0178] According to one embodiment, as shown in FIG2, the provided electronic device is electronic device 400. Electronic device 400 may be, for example, a display device, a lighting device, an optical communication device, or other types of electronic devices, such as including but not limited to computer screens, mobile phone screens, televisions, electronic paper, emergency lighting, optical modules, etc.

[0179] The synthesis methods of the first and second compounds of this application are described in detail below with reference to the synthesis examples, but this application is not limited thereto.

[0180] Synthesis Examples

[0181] Those skilled in the art will recognize that the chemical reactions described herein can be suitably used to prepare many of the heterocyclic compounds 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.

[0182] Synthesis of the first compound:

[0183] Synthesis of Sub-a1:

[0184] Under a nitrogen atmosphere, RM-1 (11.35 g, 55 mmol), RM-2 (11.25 g, 50 mmol), tetrakis(triphenylphosphine)palladium (0.58 g, 0.5 mmol), anhydrous sodium carbonate (10.60 g, 100 mmol), toluene (120 mL), anhydrous ethanol (30 mL), and deionized water (30 mL) were added sequentially to a 500 mL three-necked flask. Stirring and heating were initiated, and the mixture was refluxed for 8 h. After cooling to room temperature, the mixture was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain a white solid, Sub-a1 (10.27 g, yield: 67%).

[0185] Synthesis of Sub-a2:

[0186] Following the synthesis method of Sub-a1, reactant A shown in Table 1 was used to replace RM-2 to synthesize intermediate Sub-a2.

[0187] Table 1: Synthesis of Sub-a2

[0188] Synthesis of Sub-b1:

[0189] Under a nitrogen atmosphere, Sub-a1 (39.87 g, 130 mmol), (methoxymethyl)triphenylphosphine chloride (74.38 g, 217 mmol), and anhydrous tetrahydrofuran (500 mL) were added sequentially to a 1000 mL three-necked flask. The system was cooled to 0 °C using an ice-water bath. Then, an anhydrous tetrahydrofuran solution of potassium tert-butoxide (1 M, 220 mL) was slowly added dropwise to the system. After the addition was complete, the system was slowly heated to room temperature, and the reaction was stirred for 6 h. The reaction solution was poured into 1000 mL of deionized water and extracted with ethyl acetate (250 mL × 3 times). The organic phases were combined and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain solid Sub-b1 (33.95 g, yield: 78%).

[0190] Synthesis of Sub-b2:

[0191] Following the synthesis method of Sub-b1, reactant B shown in Table 2 was used to replace Sub-a1 to synthesize intermediate Sub-b2.

[0192] Table 2: Synthesis of Sub-b2

[0193] Synthesis of Sub-c1:

[0194] Under a nitrogen atmosphere, Sub-b1 (39.84 g, 119 mmol), Eaton reagent (4.5 mL), and chlorobenzene (400 mL) were added sequentially to a 1000 mL three-necked flask. The mixture was heated to reflux and stirred for 4 h. After the reaction system reached room temperature, the reaction solution was poured into 1000 mL of deionized water and neutralized to pH 7 with saturated sodium hydroxide solution. The solution was then extracted with dichloromethane (250 mL × 3 times). The organic phases were combined and dried over anhydrous magnesium sulfate. The solvent was removed by filtration and vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain a white solid Sub-c1 (24.14 g, yield: 67%).

[0195] Synthesis of Sub-c2:

[0196] Following the synthesis method of Sub-c1, reactant C shown in Table 3 was used to replace Sub-b1 to synthesize intermediate Sub-c2.

[0197] Table 3: Synthesis of Sub-c2

[0198] Synthesis of Sub-d1:

[0199] Under a nitrogen atmosphere, Sub-c1 (15.14 g, 50 mmol), pinacol diborate (14.0 g, 55 mmol), potassium acetate (10.8 g, 110 mmol), and 1,4-dioxane (150 mL) were added sequentially to a 500 mL three-necked flask. Stirring and heating were started, and when the system reached 40 °C, tris(dibenzylacetone)dipalladium (Pd2(dba)3, 0.46 g, 0.50 mmol) and 2-dicyclohexylphosphine-2',4',6'triisopropylbiphenyl (XPhos, 0.48 g, 1.0 mmol) were quickly added. The mixture was then heated to reflux and stirred overnight. After the system cooled to room temperature, 200 mL of water was added to the system, and the mixture was stirred thoroughly for 30 min. The mixture was then filtered under reduced pressure. The filter cake was washed with deionized water until neutral, then dissolved in 100 mL of dichloromethane and dried with anhydrous sodium sulfate. After filtration, the organic phase was distilled under reduced pressure to remove the solvent and obtain the crude product. The crude product was dissolved in 200 mL of toluene and passed through a silica gel column to remove the catalyst. After concentration, a white solid Sub-d1 (13.20 g, yield: 67%) was obtained.

[0200] Synthesis of Sub-d2:

[0201] Following the synthesis method of Sub-d1, reactant D shown in Table 4 was used to replace Sub-c1 to synthesize intermediate Sub-d2.

[0202] Table 4: Synthesis of Sub-d2

[0203] Synthesis of compound A-4:

[0204] Under a nitrogen atmosphere, Sub-d1 (10.35 g, 26.25 mmol), RM-3 (8.95 g, 25 mmol), palladium acetate (42 mg, 0.25 mmol), 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (XPhos, 0.24 g, 0.5 mmol), anhydrous potassium carbonate (6.9 g, 50 mmol), tetrabutylammonium bromide (0.8 g, 2.5 mmol), toluene (100 mL), tetrahydrofuran (25 mL), and deionized water (25 mL) were added sequentially to a 250 mL three-necked flask. Stirring and heating were started, and the mixture was refluxed for 16 h. After the system cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain a white solid A-4 (9.88 g, yield: 67%, m / z = 590.29 [M+H]). + ).

[0205] Referring to the synthetic method of compound A-4, reactant E was used instead of Sub-d1 and reactant F was used instead of RM-3 as shown in Table 5 to synthesize the first compound of this application in Table 5.

[0206] Table 5: Synthesis of the first compound of this application

[0207] Synthesis of the second compound:

[0208] Synthesis of Sub-f1:

[0209] Under a nitrogen atmosphere, 9-bromo-7H-benzo[C]carbazole (29.62 g, 100 mmol), benzyl bromo (25.65 g, 150 mmol), potassium hydroxide (11.22 g, 200 mmol), and tetrahydrofuran (300 mL) were added sequentially to a 500 mL three-necked flask. Stirring and heating were initiated, and the reaction was carried out at 60 °C for 6 h. After the system cooled to room temperature, extraction with tetrahydrofuran (100 mL × 3 times) was performed. The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain a white solid, Sub-f1 (32.45 g, yield: 84%).

[0210] Synthesis of Sub-g1:

[0211] Under a nitrogen atmosphere, Sub-f1 (19.31 g, 50 mmol), 1-chloro-2-aminodibenzofuran (10.88 g, 50 mmol), tris(dibenzylacetone)palladium (0.92 g, 1 mmol), (2-dicyclohexylphosphine-2',4',6'triisopropylbiphenyl) (0.95 g, 2 mmol), sodium tert-butoxide (9.61 g, 100 mmol), and toluene (250 mL) were added sequentially to a 500 mL three-necked flask. The mixture was heated to reflux and stirred overnight. After the system cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain a white solid Sub-g1 (19.10 g; yield: 73%).

[0212] Referring to the synthesis of Sub-g1, Sub-g2 to Sub-g9 were synthesized by replacing Sub-f1 with reactant G shown in Table 6 and 1-chloro-2-aminodibenzofuran with reactant H.

[0213] Table 6: Synthesis of Sub-g2 to Sub-g9

[0214] Synthesis of Sub-h1:

[0215] Under a nitrogen atmosphere, Sub-g1 (26.15 g, 50 mmol), palladium acetate (0.56 g, 2.5 mmol), tricyclohexylphosphine tetrafluoroborate (CAS: 58656-04-5, 1.84 g, 5 mmol), cesium carbonate (32.58 g, 100 mmol), and N,N-dimethylacetamide (260 mL) were added sequentially to a 500 mL three-necked flask. The mixture was heated to reflux and stirred overnight. After the system cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined and dried over anhydrous sodium sulfate. After filtration, the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain a white solid, Sub-h1 (13.62 g, yield: 56%).

[0216] Referring to the synthesis of Sub-h1, Sub-h2 to Sub-h9 were synthesized by replacing Sub-g1 with reactant J shown in Table 7.

[0217] Table 7: Synthesis of Sub-h2 to Sub-h9

[0218] Synthesis of Sub-h10:

[0219] Under a nitrogen atmosphere, Sub-h3 (11.80 g, 25 mmol) and Benzene-D6 were added to a 100 mL three-necked flask. The mixture was heated to 60 °C, and then trifluoromethanesulfonic acid (22.51 g, 150 mmol) was added. The mixture was then heated to boiling and stirred for 24 h. After the reaction system cooled to room temperature, 50 mL of heavy water was added, and the mixture was stirred for 10 min. Then, a saturated aqueous solution of K3PO4 was added to neutralize the reaction mixture. The organic layer was extracted with dichloromethane (50 mL × 3 times), and the combined organic phases were dried over anhydrous sodium sulfate. After filtration, the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain a white solid, Sub-h10 (8.88 g, yield: 73%).

[0220] Synthesis of Sub-j1:

[0221] Under a nitrogen atmosphere, Sub-h1 (24.33 g, 50 mmol), iodobenzene (12.24 g, 60 mmol), cuprous iodide (1.90 g, 10 mmol), 18-crown ether-6 (1.32 g, 5 mmol), 1,10-phenanthroline (3.96 g, 20 mmol), potassium carbonate (15.20 g, 110 mmol), and N,N-dimethylformamide (240 mL) were added sequentially to a 500 mL three-necked flask. The mixture was heated to reflux and stirred overnight. After the system cooled to room temperature, the reaction solution was poured into 500 mL of deionized water, filtered, and the filtrate was collected. The filtrate was dissolved in dichloromethane and dried over anhydrous sodium sulfate. After filtration, the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain a grayish-white solid, Sub-j1 (20.54 g, yield: 73%).

[0222] Referring to the synthesis of Sub-j1, Sub-j2 and Sub-j3 were synthesized by replacing Sub-h1 with reactant K shown in Table 8.

[0223] Table 8: Synthesis of Sub-j2 and Sub-j3

[0224] Synthesis of Sub-k1:

[0225] Under a nitrogen atmosphere, Sub-j1 (28.13 g, 50 mmol), potassium tert-butoxide (56.10 g, 500 mmol), and DMSO (280 mL) were added sequentially to a 500 mL three-necked flask. Stirring and heating were initiated, and the reaction was carried out at 50–60 °C for 4 h. After the system cooled to room temperature, the reaction solution was poured into 500 mL of deionized water, resulting in a precipitate. The precipitate was filtered and collected. The precipitate was dissolved in dichloromethane (200 mL), dried over anhydrous sodium sulfate, filtered again, and the filtrate was collected. The solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain a white solid, Sub-j1 (18.20 g, yield: 77%).

[0226] Referring to the synthesis of Sub-k1, Sub-k2 and Sub-k3 were synthesized by replacing Sub-j1 with reactant L shown in Table 9.

[0227] Table 9: Synthesis of Sub-k2 and Sub-k3

[0228] Synthesis of compound B-4:

[0229] Under a nitrogen atmosphere, Sub-h3 (11.81 g, 25 mmol), 4-bromobiphenyl-D9 (6.60 g, 27.5 mmol), tris(dibenzylacetone)palladium (0.916 g, 0.5 mmol), (2-dicyclohexylphosphine-2',4',6'triisopropylbiphenyl) (0.95 g, 1 mmol), sodium tert-butoxide (9.61 g, 50 mmol), and xylene (120 mL) were added sequentially to a 250 mL three-necked flask. The mixture was heated to reflux and stirred overnight. After the system cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined and dried over anhydrous sodium sulfate. The solvent was removed by filtration under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to give a white solid compound B-4 (13.30 g, yield: 84%, m / z = 634.28 [M+H]). + ).

[0230] Referring to the synthesis of compound B-4, the second compound of this application shown in Table 10 was synthesized by replacing Sub-h3 with reactant M and 4-bromobiphenyl with reactant N, as shown in Table 10.

[0231] Table 10 Synthesis of the second compound of this application

[0232] NMR of compound A-83: 1H-NMR (400MHz, CD2Cl2) δ (ppm): 9.39 (s, 1H), 8.84 (s, 1H), 8.69-8.60 (m, 3H), 8.53 (d, 1H), 8.27 (d, 1H), 8.18 (d, 2H), 8.13 (d, 1H), 8.09 (d, 1H), 8.00 (d, 1H), 7.91-7.82 (m, 6H), 7.77 (d, 1H), 7.70-7.60 (m, 4H), 7.57 (d, 1H), 7.54-7.40 (m, 5H);

[0233] NMR of compound B-81: 1H-NMR (400MHz, CD2Cl2) δ (ppm): 9.42 (s, 1H), 8.29 (d, 1H), 8.21 (d, 1H), 8.06 (d, 1H), 8.00 (d, 1H), 7.96 (s, 1H), 7.91 (d, 1H), 7.88-7.77 (m, 4H), 7.68 (d, 2H), 7.66-7.38 (m, 14H), 7.16 (d, 2H), 7.08 (s, 1H);

[0234] NMR of compound C-91: 1H-NMR (400MHz, CD2Cl2) δ (ppm): 9.46 (s, 1H), 8.51 (d, 1H), 8.32-8.06 (m, 7H), 7.94 (s, 1H), 7.83 (t, 1H), 7.69-7.46 (m, 16H), 7.31 (s, 1H).

[0235] Fabrication and evaluation of organic electroluminescent devices:

[0236] Example 1: Fabrication of a red organic electroluminescent device

[0237] First, anodizing pretreatment is performed through the following process: [The process is repeated in the original text, so the translation is incomplete.] On the ITO / Ag / ITO substrate, surface treatment is performed using ultraviolet ozone and O2:N2 plasma to increase the work function of the anode. Organic solvents are used to clean the surface of the ITO substrate to remove impurities and oil stains.

[0238] PD:HT-1 was co-deposited on the experimental substrate (anode) at a deposition rate ratio of 3%:97%, forming a layer with a thickness of [missing information]. A hole injection layer (HIL) is formed, and then HT-1 is vacuum-deposited on the hole injection layer to form a hole injection layer. The first hole transport layer.

[0239] Compound HT-2 was vacuum-deposited onto the first hole transport layer to form a thickness of [missing information]. The light-emitting auxiliary layer.

[0240] Next, on the light-emitting auxiliary layer, compound A-4 of this application is used as the first host material, compound C-31 as the second host material, and RD as the dopant, and a red light-emitting layer is prepared by co-evaporation. The first host material and the second host material are mixed uniformly at a weight ratio of 50:50 to obtain a composition; this composition of host materials and RD are simultaneously vapor-deposited at a deposition rate of 98%:2% to form a layer with a thickness of [missing information]. The red organic light-emitting layer (EML).

[0241] On the organic light-emitting layer, compound ET-1 and LiQ were co-deposited at a 1:1 evaporation rate ratio to form... A thick electron transport layer (ETL) is formed by depositing Yb onto the electron transport layer to create a layer with a thickness of [thickness value missing]. An electron-injected layer (EIL) was formed, and then magnesium (Mg) and silver (Ag) were mixed at a evaporation rate of 1:9 and vacuum-deposited onto the electron-injected layer to form a layer with a thickness of [missing information]. The cathode.

[0242] Furthermore, the vacuum evaporation thickness on the aforementioned cathode is [missing information]. The CP is used to complete the fabrication of a red organic electroluminescent device.

[0243] Examples 2-24

[0244] Except that the organic light-emitting device was prepared using the same method as in Example 1, except that the combination of compounds in Table 11 below was used instead of the combination of compounds in Example 1 when fabricating the organic light-emitting layer.

[0245] Comparative Examples 1-3

[0246] Except that when fabricating the organic light-emitting layer, the organic light-emitting layer host material combinations listed in Table 11 below are used instead of the combination of compounds A-4 and C-31 in Example 1, the organic electroluminescent device is prepared using the same method as in Example 1.

[0247] The compounds used in the preparation of the various examples and comparative examples have the following structures:

[0248] The performance of the red organic electroluminescent devices prepared in Examples 1-24 and Comparative Examples 1-3 was tested, specifically at 10 mA / cm². 2 The IVL performance of the device was tested under the condition of 20 mA / cm. 2 The lifetime of the T95 device was tested under the specified conditions, and the test results are shown in Table 11.

[0249] Table 11 Test Results of Devices in This Application

[0250] As shown in Table 11 above, compared with Comparative Examples 1 to 3, when the first and second compounds of this application are used as the main materials of the organic light-emitting layer of the organic electroluminescent device, the device efficiency is improved by at least 10.27% and the lifetime is improved by at least 12.95%.

[0251] The experimental results verify that the first and second compounds of this application have well-matched first triplet energy level values ​​and energy transfer properties. Compared with Comparative Examples 1-3, the carrier transport and energy transfer capabilities of the organic light-emitting layer of this application are further improved. Furthermore, when the first compound is combined with the indolecarbazole-fused heterocyclic second compound, the device performance is superior to that combined with the indolecarbazole-fused benzene-ring second compound; the former results in a longer lifespan and better luminous efficiency. This is because the combination of the indolecarbazole-fused heterocyclic core and the first compound as the main body of the organic light-emitting layer can improve energy transfer efficiency and reduce energy loss in the organic light-emitting layer.

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 comprises a first compound and a second compound; The first compound has the structure shown in Formula 1: X is selected from O or S; L, L1, and L2 may be the same or different, and each is 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. Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms. The substituents in L, L1, L2, Ar1, and Ar2 may be the same or different, and each is independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, heteroaryl with 3 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, haloaryl with 6 to 20 carbon atoms, or trialkylsilyl with 3 to 12 carbon atoms; optionally, any two adjacent substituents in Ar1 and Ar2 form a saturated or unsaturated 3 to 15-membered ring; The second compound has the structure shown in Formula 2: Ring A is a benzene ring, a dibenzofuran ring, or a dibenzothiophene ring; Ar3 and Ar4 may be the same or different, and each is independently selected from substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms. L3 and L4 may be the same or different, and each is 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. The substituents in L3, L4, Ar3, and Ar4 may be the same or different, and each is independently selected from deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms, alkylthio with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, triphenylsilyl, aryl with 6 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, or cycloalkyl with 3 to 10 carbon atoms; optionally, any two adjacent substituents in Ar3 and Ar4 form a saturated or unsaturated 3 to 15-membered ring; Each R1, each R2, and each R3 may be the same or different, and each is independently selected from hydrogen, deuterium, cyano, halogen group, alkyl with 1 to 10 carbon atoms, haloalkyl with 1 to 10 carbon atoms, deuteratedalkyl with 1 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms, alkylthio with 1 to 10 carbon atoms, trialkylsilyl with 3 to 12 carbon atoms, triphenylsilyl, aryl with 6 to 20 carbon atoms, deuteratedaryl with 6 to 20 carbon atoms, heteroaryl with 3 to 20 carbon atoms, or cycloalkyl with 3 to 10 carbon atoms; n1 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; n2 is selected from 0, 1, or 2; n3 is selected from 0, 1, 2, 3, 4, 5, or 6.

2. The organic electroluminescent device according to claim 1, wherein, In the first compound shown in Formula 1, L, L1 and L2 may be the same or different, and each is independently selected from a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted fluorene, substituted or unsubstituted phenanthylene, substituted or unsubstituted terphenylene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuranyl or substituted or unsubstituted carbazolyl; Optionally, the substituents in L, L1 and L2 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, trimethylsilyl, pentadeuterated phenyl or phenyl.

3. The organic electroluminescent device according to claim 1, wherein, In the first compound shown in Formula 1, L1 and L2 may be the same or different, and each is independently selected from the group consisting of single bonds or the following groups: Optionally, L is selected from the group consisting of single bonds or the following groups:

4. The organic electroluminescent device according to claim 1, wherein, In the first compound shown in Formula 1, Ar1 and Ar2 may be the same or different, and each is independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiopheneyl; Optionally, the substituents in Ar1 and Ar2 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, cyclohexyl, trifluoromethyl, trimethylsilyl, phenyl, pentadeuterated phenyl or naphthyl.

5. The organic electroluminescent device according to claim 1, wherein, In the first compound shown in Formula 1, Ar1 and Ar2 may be the same or different, and each is independently selected from the group consisting of:

6. The organic electroluminescent device according to claim 1, wherein, In the second compound shown in Formula 2, Ar3 and Ar4 may be the same or different, and each is independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiopheneyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted benzothiazolyl; Optionally, the substituents in Ar3 and Ar4 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, trimethylsilyl, pentadeuterated phenyl, phenyl, biphenyl, naphthyl, dibenzofuranyl, dibenzothiopheneyl or carbazoyl.

7. The organic electroluminescent device according to claim 1, wherein, In the second compound shown in Formula 2, Ar3 and Ar4 may be the same or different, and each is independently selected from the group consisting of:

8. The organic electroluminescent device according to claim 1, wherein, In the second compound shown in Formula 2, L3 and L4 may be the same or different, and each is independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted fluorene, substituted or unsubstituted phenanthylene, substituted or unsubstituted anthracene, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuranyl; Optionally, the substituents in L3 and L4 may be the same or different, and each may be independently selected from deuterium, fluorine, cyano, trimethylsilyl, trideuterated methyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl or naphthyl.

9. The organic electroluminescent device according to claim 1, wherein, In the second compound shown in Formula 2, L3 and L4 may be the same or different, and each is independently selected from the group consisting of single bonds or the following groups:

10. The organic electroluminescent device according to claim 1, wherein, They may be the same or different, and each is independently selected from the group consisting of the following groups:

11. The organic electroluminescent device according to claim 1, wherein, In the second compound shown in Formula 2, each of R1, each of R2 and each of R3 may be the same or different, and each is independently selected from hydrogen, deuterium, cyano, fluorine, trideuterated methyl, trimethylsilyl, trifluoromethyl, cyclopentyl, cyclohexyl, adamantyl, methyl, ethyl, isopropyl, tert-butyl, phenyl or naphthyl.

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

13. An electronic device, characterized in that, The organic electroluminescent device includes any one of claims 1 to 12.

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