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 an arylamine compound.

Description

Organic electroluminescent devices and electronic devices

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to Chinese patent application No. CN202410338341.3 filed on March 22, 2024. The full text of the above-mentioned Chinese patent application is hereby cited as part of this application. Technical Field

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

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

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

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

[0007] In view of the above problems existing in the prior art, the purpose of this application is to provide an organic electroluminescent device and an electronic device to improve the performance of the device and the device.

[0008] A first aspect of the present application provides an organic electroluminescent device comprising a cathode, an anode and an organic layer;

[0009] Wherein, 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 includes a first compound and a second compound;

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

[0014] X is selected from O or S;

[0015] L, L1 and L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0016] Ar1 and Ar2 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0017] The substituents in L, L1, L2, Ar1 and Ar2 are the same or different and are independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms or cycloalkyl having 3 to 10 carbon atoms;

[0018] Optionally, in Ar1 and Ar2, any two adjacent substituents form a saturated or unsaturated 3-15 membered ring;

[0019] The second compound has a structure shown in Formula 2, Formula 3 or Formula 4:

[0020] Ring Q is a naphthalene ring;

[0021] Ar5 is selected from substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl;

[0022] The substituents in Ar5 are the same or different and are each independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, and heteroaryl having 3 to 20 carbon atoms;

[0023] Ar4 and Ar6 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0024] L4, L5 and L6 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0025] The substituents in L4, L5, L6, Ar4 and Ar6 are the same or different and are each independently selected from deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms or a cycloalkyl group having 3 to 10 carbon atoms;

[0026] each R1 and each R2 are the same or different and are independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms;

[0027] n1 is selected from 0, 1, 2, 3 or 4; n2 is selected from 0, 1, 2, 3, 4, 5 or 6;

[0028] One of Z and Y is -N=, and the other is O or S;

[0029] L7, L8 and L9 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0030] Ar, Ar8 or Ar9 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0031] The substituents in L7, L8, L9, Ar, Ar8 or Ar9 are the same or different and are independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms, and cycloalkyl having 3 to 10 carbon atoms;

[0032] each R3, each R4, and each R5 are the same or different and are each independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms;

[0033] n3 and n4 are each independently selected from 0, 1 or 2; n5 is selected from 0, 1, 2, 3, 4, 5 or 6;

[0034] In formula 4, L 10 , L 11 and L 12 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0035] Ar 11 and Ar 12 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0036] L 10 , L 11 , L 12 、Ar 11 and Ar 12 The substituents in are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, a cycloalkyl group having 3 to 10 carbon atoms, and a deuterated alkyl group having 1 to 10 carbon atoms;

[0037] Each R6, each R7, each R8, each R9 and each R 10 are the same or different and are each independently selected from deuterium, cyano, a halogen group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, a cycloalkyl group having 3 to 10 carbon atoms, and a deuterated alkyl group having 1 to 10 carbon atoms;

[0038] n6 and n 10 are each independently selected from 0, 1, 2, 3 or 4; n7, n8 and n9 are each independently selected from 0, 1 or 2.

[0039] A second aspect of the present application provides an electronic device comprising the organic electroluminescent device described in the first aspect.

[0040] The organic light-emitting layer of the organic electroluminescent device of the present application comprises a first compound and a second compound, wherein the first compound has a parent core structure of phenanthro[2,1-b]benzofuran, and the parent core is connected to the first compound through a specific position (position 13) and a second compound. ) is connected to the electron-deficient heteroaryl of the triazine class as an electron-transporting luminescent host material. On the one hand, the special fusion mode of phenanthrene and benzofuran ensures that the parent nucleus of phenanthrene[2,1-b]benzofuran has a more suitable first excited triplet energy level, which is suitable as a fragment of the luminescent host material; on the other hand, the parent nucleus structure of phenanthrene[2,1-b]benzofuran has a larger conjugated system. After it is connected to the electron-deficient heteroaryl of the triazine class through the 13th position, it can enhance the intermolecular force and improve the electron mobility of the compound. The second compound in the organic light-emitting layer is an aromatic amine compound, and the first compound and the second compound are mixed in a certain ratio to form a mixed light-emitting layer host material. First, the first triplet energy level value of the first compound is more compatible with the aromatic amine compound; and the combination of these two host materials is conducive to energy transfer and improves the efficiency of hole and electron combination. Therefore, when the first compound and the second compound of the present application are combined as a mixed light-emitting host material, the carrier balance in the light-emitting layer can be significantly improved, the stability of the film can be improved, and the luminous efficiency and life of the device can be improved. BRIEF DESCRIPTION OF THE DRAWINGS

[0041] The accompanying drawings are used to provide further understanding of the present application and constitute a part of the specification. Together with the following specific embodiments, they are used to explain the present application, but do not constitute a limitation to the present application.

[0042] FIG1 is a schematic structural diagram of an organic electroluminescent device according to an embodiment of the present application.

[0043] FIG2 is a schematic structural diagram of an electronic device according to an embodiment of the present application.

[0044] Reference numerals 100, anode 200, cathode 300, functional layer 310, hole injection layer 320, hole transport layer 330, luminescence adjustment layer 340, organic light emitting layer 350, electron transport layer 360, electron injection layer 400, first electronic device DETAILED DESCRIPTION

[0045] The exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, the exemplary embodiments can be implemented in a variety of forms and should not be construed as limited to the examples set forth herein; rather, these embodiments are provided so that this application will be more comprehensive and complete and will fully convey the concepts of the 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 provide a full understanding of the embodiments of the present application.

[0046] In the drawings, the thickness of regions and layers may be exaggerated for clarity. The same reference numerals in the drawings denote the same or similar structures, and thus their detailed description will be omitted.

[0047] A first aspect of the present application provides an organic electroluminescent device comprising a cathode, an anode and an organic layer;

[0048] Wherein, the cathode and the anode are arranged opposite to each other;

[0049] The organic layer is located between the cathode and the anode;

[0050] The organic layer includes an organic light-emitting layer;

[0051] The organic light-emitting layer includes a first compound and a second compound;

[0052] The first compound has a structure shown in Formula 1:

[0053] X is selected from O or S;

[0054] L, L1 and L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0055] Ar1 and Ar2 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0056] The substituents in L, L1, L2, Ar1 and Ar2 are the same or different and are independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms or cycloalkyl having 3 to 10 carbon atoms;

[0057] Optionally, in Ar1 and Ar2, any two adjacent substituents form a saturated or unsaturated 3-15 membered ring;

[0058] The second compound has a structure shown in Formula 2, Formula 3 or Formula 4:

[0059] Ring Q is a naphthalene ring;

[0060] Ar5 is selected from substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl;

[0061] The substituents in Ar5 are the same or different and are each independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, and heteroaryl having 3 to 20 carbon atoms;

[0062] Ar4 and Ar6 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0063] L4, L5 and L6 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0064] The substituents in L4, L5, L6, Ar4 and Ar6 are the same or different and are each independently selected from deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms or a cycloalkyl group having 3 to 10 carbon atoms;

[0065] each R1 and each R2 are the same or different and are independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms;

[0066] n1 is selected from 0, 1, 2, 3 or 4; n2 is selected from 0, 1, 2, 3, 4, 5 or 6;

[0067] One of Z and Y is -N=, and the other is O or S;

[0068] L7, L8 and L9 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0069] Ar, Ar8 or Ar9 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0070] The substituents in L7, L8, L9, Ar, Ar8 or Ar9 are the same or different and are independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms or cycloalkyl having 3 to 10 carbon atoms;

[0071] each R3, each R4, and each R5 are the same or different and are each independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms;

[0072] n3 and n4 are each independently selected from 0, 1 or 2; n5 is selected from 0, 1, 2, 3, 4, 5 or 6;

[0073] In formula 4, L 10 , L 11 and L 12 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0074] Ar 11 and Ar 12 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0075] L 10 , L 11 , L 12 、Ar 11 and Ar 12 The substituents in are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, a cycloalkyl group having 3 to 10 carbon atoms, and a deuterated alkyl group having 1 to 10 carbon atoms;

[0076] Each R6, each R7, each R8, each R9 and each R 10 the same or different and each independently selected from hydrogen, deuterium, cyano, halogen groups, aryl groups with 6 to 20 carbon atoms, deuterated aryl groups with 6 to 20 carbon atoms, heteroaryl groups with 3 to 20 carbon atoms, alkyl groups with 1 to 10 carbon atoms, alkoxy groups with 1 to 10 carbon atoms, haloalkyl groups with 1 to 10 carbon atoms, trialkylsilyl groups with 3 to 12 carbon atoms, triphenylsilyl groups, cycloalkyl groups with 3 to 10 carbon atoms, and deuterated alkyl groups with 1 to 10 carbon atoms;

[0077] n6 and n10 are each independently selected from 0, 1, 2, 3 or 4; n7, n8 and n9 are each independently selected from 0, 1 or 2.

[0078] In this application, the terms "optionally" and "optionally" mean that the event or environment described subsequently may or may not occur. For example, "optionally, any two adjacent substituents form a saturated or unsaturated 3-15 membered ring" includes: the scenario where any two adjacent substituents form a ring, and the scenario where any two adjacent substituents exist independently and do not form a ring. "Any two adjacent" can include two substituents on the same atom, and can also include 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 spiro ring with the atom to which they are connected; when there is one substituent on each of two adjacent atoms, the two substituents can be fused into a ring.

[0079] In this application, the descriptions “each independently is”, “each independently is” and “each independently is” are interchangeable and should be understood in a broad sense. They can mean that in different groups, the specific options expressed by the same symbols do not affect each other, or in the same group, the specific options expressed by the same symbols do not affect each other. For example, Wherein, each q is independently 0, 1, 2 or 3, and each R" is independently selected from hydrogen, deuterium, fluorine, and chlorine. The meaning is: Formula Q-1 represents that there are q substituents R" on the benzene ring, and each R" can be the same or different, and the options of each R" do not affect each other; Formula Q-2 represents that there are q substituents R" on each benzene ring of biphenyl, and the number q of R" substituents on the two benzene rings can be the same or different, and each R" can be the same or different, and the options of each R" do not affect each other.

[0080] In the present application, the term "substituted or unsubstituted" means that the functional group recorded after the term may or may not have a substituent (hereinafter, for the convenience of description, the substituents are collectively referred to as Rc). For example, "substituted or unsubstituted aryl" refers to an aryl group with a substituent Rc or an unsubstituted aryl group. The above-mentioned substituent, i.e., Rc, can be, for example, deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, etc. The number of substitutions can be one or more.

[0081] In this application, "plurality" refers to two or more, for example, 2, 3, 4, 5, 6, etc.

[0082] In the present application, the number of carbon atoms in a substituted or unsubstituted functional group refers to the number of all carbon atoms.

[0083] The hydrogen atoms in the structures of the compounds of the present application include various isotope atoms of the hydrogen element, such as hydrogen (H), deuterium (D) or tritium (T).

[0084] “D” in the structural formula of the compound of the present application represents deuteration.

[0085] In the present application, aryl refers to an optional functional group or substituent derived from an aromatic carbocyclic ring. Aryl can be a monocyclic aryl (such as phenyl) or a polycyclic aryl. In other words, aryl can be a monocyclic aryl, a condensed ring aryl, two or more monocyclic aryl groups connected by a carbon-carbon bond, a monocyclic aryl and a condensed ring aryl connected by a carbon-carbon bond, two or more condensed ring aryl groups connected by a carbon-carbon bond. That is, unless otherwise indicated, two or more aromatic groups connected by a carbon-carbon bond can also be considered as aryl of the present application. Wherein, condensed ring aryl, for example, can include dicyclic condensed aryl (such as naphthyl), tricyclic condensed aryl (such as phenanthrenyl, fluorenyl, anthracenyl) etc. Aryl does not contain heteroatoms such as B, N, O, S, P, Se and Si. Examples of aryl groups include, but are not limited to, phenyl, naphthyl, fluorenyl, spirobifluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, triphenylene, peryl, benzo[9,10]phenanthrenyl, pyrenyl, benzofluoranthenyl, Ji et al.

[0086] In the present application, the arylene group refers to a divalent or multivalent group formed by further losing one or more hydrogen atoms from an aryl group.

[0087] In this application, terphenyl includes

[0088] In the present application, the number of carbon atoms of the substituted or unsubstituted aryl (arylene) group can be 6, 10, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39 or 40. In some embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, and in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 15 carbon atoms.

[0089] In the present application, the fluorenyl group may be substituted by one or more substituents. In the case where the fluorenyl group is substituted, the substituted fluorenyl group may be: etc., but not limited thereto.

[0090] In the present application, examples of aryl groups as substituents include, but are not limited to, phenyl, naphthyl, phenanthrenyl, biphenyl, fluorenyl, dimethylfluorenyl, and the like.

[0091] In the present application, a heteroaryl group refers to a monovalent aromatic ring or a derivative thereof containing 1, 2, 3, 4, 5 or 6 heteroatoms in the ring, wherein the heteroatoms may be one or more of B, O, N, P, Si, Se and S. A heteroaryl group may be a monocyclic heteroaryl group or a polycyclic heteroaryl group. In other words, a heteroaryl group may be a single aromatic ring system or multiple aromatic ring systems connected by carbon-carbon bonds, and any aromatic ring system may be an aromatic monocyclic ring or an aromatic condensed ring. For example, the heteroaryl group may include a thienyl group, a furyl group, a pyrrolyl group, an imidazolyl group, a thiazolyl group, an oxazolyl group, an oxadiazolyl group, a triazolyl group, a pyridyl group, a bipyridyl group, a pyrimidyl group, a triazinyl group, an acridinyl group, a pyridazinyl group, a pyrazinyl group, a quinolyl group, a quinazolinyl group, a quinoxalinyl group, a phenoxazinyl group, a phthalazinyl group, a pyridopyrimidinyl group, a pyridopyrazinyl group, a pyrazinopyrazinyl group, an isoquinolyl group, an indolyl group, a carbazolyl group, a benzoxazolyl group, a benzimidazolyl group, a benzothiazolyl group, a benzocarbazolyl group, a benzothienyl group, a dibenzothienyl group, a thienothiphenyl group, a benzofuranyl group, a phenanthrolinyl group, an isoxazolyl group, a thiadiazolyl group, a phenothiazinyl group, a silafluorenyl group, a dibenzofuranyl group, and an N-phenylcarbazolyl group, an N-pyridylcarbazolyl group, an N-methylcarbazolyl group, and the like, without being limited thereto.

[0092] In the present application, the heteroarylene group refers to a divalent or multivalent group formed by further losing one or more hydrogen atoms from a heteroaryl group.

[0093] In the present application, the number of carbon atoms in the substituted or unsubstituted heteroaryl (heteroarylene) 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, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39 or 40. In some embodiments, the substituted or unsubstituted heteroaryl is a substituted or unsubstituted heteroaryl having a total carbon number of 3 to 30, in other embodiments, the substituted or unsubstituted heteroaryl is a substituted or unsubstituted heteroaryl having a total carbon number of 12 to 18, and in other embodiments, the substituted or unsubstituted heteroaryl is a substituted or unsubstituted heteroaryl having a total carbon number of 5 to 12.

[0094] In the present application, examples of heteroaryl groups as substituents include, but are not limited to, pyridyl, carbazolyl, dibenzothiophenyl, dibenzofuranyl, benzoxazolyl, benzothiazolyl, and benzimidazolyl.

[0095] In the present application, the substituted heteroaryl group may be a heteroaryl group in which one or more hydrogen atoms are replaced by groups such as a deuterium atom, a halogen group, a cyano group, an aryl group, a heteroaryl group, a trialkylsilyl group, an alkyl group, a cycloalkyl group, a haloalkyl group, or the like.

[0096] In the present application, the alkyl group having 1 to 10 carbon atoms may include a straight-chain alkyl group having 1 to 10 carbon atoms and a branched-chain alkyl group having 3 to 10 carbon atoms. The number of carbon atoms in the alkyl group may be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10. Specific examples of the alkyl group include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, and n-hexyl.

[0097] In the present application, the halogen group may be fluorine, chlorine, bromine or iodine.

[0098] In the present application, specific examples of trialkylsilyl include, but are not limited to, trimethylsilyl, triethylsilyl, and the like.

[0099] In the present application, specific examples of the haloalkyl group include, but are not limited to, trifluoromethyl.

[0100] In the present application, the number of carbon atoms in the cycloalkyl group having 3 to 10 carbon atoms may be, for example, 3, 4, 5, 6, 7, 8, 9 or 10. Specific examples of the cycloalkyl group include, but are not limited to, cyclopentyl, cyclohexyl, and adamantyl.

[0101] In the present application, the number of carbon atoms in a deuterated alkyl group having 1 to 10 is, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10. Specific examples of the deuterated alkyl group include, but are not limited to, trideuterated methyl.

[0102] In the present application, the carbon number of the haloalkyl group having 1 to 10 is, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10. Specific examples of the haloalkyl group include, but are not limited to, trifluoromethyl.

[0103] In this application, an n-membered ring is a ring system consisting of n atoms. For example, a phenyl group is a 6-membered ring. A 3- to 15-membered ring refers to a cyclic group with 3 to 15 ring atoms. Examples of 3- to 15-membered rings include cyclopentane, cyclohexane, fluorene, and benzene rings.

[0104] In this application, Refers to the chemical bonds that connect to other groups.

[0105] In this application, no single bond extending from the ring system is involved in the positioning of the connecting bond. This means that one end of the link can be connected to any position in the ring system that the link passes through, and the other end is connected to the rest of the compound molecule. For example, as shown in the following formula (f), the naphthyl represented by formula (f) is connected to other positions of the molecule via two non-positional linkers that pass through the bicyclic ring. The meaning of this includes any possible connection method shown in formulas (f-1) to (f-10):

[0106] For example, as shown in the following formula (X'), the dibenzofuranyl group represented by formula (X') is connected to other positions of the molecule through a non-positional connecting bond extending from the middle of one benzene ring. The meaning represented by it includes any possible connection method shown in formulas (X'-1) to (X'-4):

[0107] A non-positional substituent herein refers to a substituent connected via a single bond extending from the center of the ring system, indicating that the substituent can be attached at any possible position within the ring system. For example, as shown in the following formula (Y), the substituent R' represented by formula (Y) is connected to the quinoline ring via a non-positional bond, and its meaning includes any possible connection method shown in formulas (Y-1) to (Y-7):

[0108] In some embodiments of the present application, in the first compound represented by Formula 1, L, L1 and L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 18 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms.

[0109] In some embodiments of the present application, in the first compound represented by Formula 1, L, L1 and L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18 carbon atoms, and a substituted or unsubstituted heteroarylene group having 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0110] Optionally, the substituents in L, L1 and L2 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a trialkylsilyl group having 3 to 7 carbon atoms, a phenyl group or a pentadeuterated phenyl group.

[0111] In some embodiments of the present application, in the first compound represented by Formula 1, L, L1 and L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted dibenzothiophenylene group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolylene group or a substituted or unsubstituted pyridylene group.

[0112] Optionally, the substituents in L, L1 and L2 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, trimethylsilyl, pentadeuterophenyl or phenyl.

[0113] In some embodiments of the present application, in the first compound represented by Formula 1, L1 and L2 are the same or different, and are each independently selected from the group consisting of a single bond or the following groups:

[0114] Optionally, L is selected from the group consisting of a single bond or the following groups:

[0115] In some embodiments of the present application, in the first compound represented by Formula 1, L is selected from a single bond or the following groups:

[0116] In some embodiments of the present application, in the first compound represented by Formula 1, L1 and L2 are the same or different, and are each independently selected from the group consisting of a single bond or the following groups:

[0117] In some embodiments of the present application, in the first compound shown in Formula 1, Ar1 and Ar2 are the same or different and are independently selected from the group consisting of 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39 or 40 substituted or unsubstituted aryl; 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, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39 or 40 substituted or unsubstituted heteroaryl.

[0118] In some specific embodiments of the present application, in the first compound represented by Formula 1, Ar1 and Ar2 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 20 carbon atoms.

[0119] Optionally, the substituents in Ar1 and Ar2 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, a haloalkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, an alkyl group having 1 to 4 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, an aryl group having 6 to 15 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, a trialkylsilyl group having 3 to 8 carbon atoms, or a deuterated aryl group having 6 to 15 carbon atoms;

[0120] Optionally, in Ar1 and Ar2, any two adjacent substituents form a benzene ring or a fluorene ring.

[0121] In some embodiments of the present application, in the first compound shown in Formula 1, Ar1 and Ar2 are the same or different, and are each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted triphenyl group, a substituted or unsubstituted spirobifluorenyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted pyridyl group.

[0122] Optionally, the substituents in Ar1 and Ar2 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, trimethylsilyl, pentadeuterophenyl, phenyl or naphthyl.

[0123] In some embodiments of the present application, in the first compound represented by Formula 1, Ar1 and Ar2 are the same or different and are each independently selected from the group consisting of the following groups:

[0124] In some embodiments of the present application, in the first compound represented by Formula 1, Ar1 and Ar2 are the same or different and are each independently selected from the group consisting of the following groups:

[0125] In some embodiments of the present application, in the first compound represented by Formula 1, are the same or different and are each independently selected from the group consisting of:

[0126] Optionally, in the first compound shown in Formula 1, are the same or different and are each independently selected from the group consisting of:

[0127] In some embodiments of the present application, in the first compound represented by Formula 1, Selected from the group consisting of:

[0128] Optionally, in the first compound shown in Formula 1, Selected from the group consisting of:

[0129] In some embodiments of the present application, the second compound represented by Formula 2 is selected from the structures represented by the following formulas (2-1) to (2-3):

[0130] In some embodiments of the present application, in the second compound shown in Formula 2, Ar4 and Ar6 are the same or different and are independently selected from the group consisting of 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39 or 40 substituted or unsubstituted aryl; 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, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39 or 40 substituted or unsubstituted heteroaryl.

[0131] In some specific embodiments of the present application, in the second compound represented by Formula 2, Ar4 and Ar6 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms or a substituted or unsubstituted heteroaryl group having 12 to 20 carbon atoms.

[0132] Optionally, the substituents in Ar4 and Ar6 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, a haloalkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, an alkyl group having 1 to 4 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, an aryl group having 6 to 15 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, a trialkylsilyl group having 3 to 8 carbon atoms, or a deuterated aryl group having 6 to 15 carbon atoms.

[0133] In some embodiments of the present application, in the second compound shown in Formula 2, Ar4 and Ar6 are the same or different, and are each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted triphenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted carbazolyl group.

[0134] Optionally, the substituents in Ar4 and Ar6 are the same or different and are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, triphenylsilyl, trideuteromethyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterophenyl.

[0135] In some embodiments of the present application, in the second compound represented by Formula 2, Ar5 is selected from the group consisting of the following groups:

[0136] Optionally, in the second compound shown in Formula 2, Ar5 is selected from the group consisting of the following groups:

[0137] In some embodiments of the present application, in the second compound represented by Formula 2, Ar4 and Ar6 are the same or different and are each independently selected from the group consisting of the following groups:

[0138] In some embodiments of the present application, in the second compound represented by Formula 2, Ar4 is selected from the group consisting of the following groups:

[0139] In some embodiments of the present application, in the second compound represented by Formula 2, Ar6 is selected from the group consisting of the following groups:

[0140] In some embodiments of the present application, in the second compound represented by Formula 2, L4, L5 and L6 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 18 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms.

[0141] In some embodiments of the present application, in the second compound represented by Formula 2, L4, L5 and L6 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18 carbon atoms, and a substituted or unsubstituted heteroarylene group having 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0142] Optionally, the substituents in L4, L5 and L6 are the same or different and are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a trialkylsilyl group having 3 to 7 carbon atoms or a phenyl group.

[0143] In some embodiments of the present application, in the second compound shown in Formula 2, L4, L5 and L6 are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenylene group, or a substituted or unsubstituted dibenzofuranyl group.

[0144] Optionally, the substituents in L4, L5 and L6 are the same or different and are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, trideuterated methyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl or naphthyl.

[0145] In some embodiments of the present application, in the second compound represented by Formula 2, L4, L5 and L6 are the same or different, and are each independently selected from the group consisting of a single bond or the following groups:

[0146] In some embodiments of the present application, in the second compound represented by Formula 2, L4 is selected from a single bond or the following groups:

[0147] In some embodiments of the present application, in the second compound represented by Formula 2, L5 and L6 are the same or different, and are each independently selected from the group consisting of a single bond or the following groups:

[0148] In some embodiments of the present application, in the second compound shown in Formula 2, each R1 and each R2 are the same or different, and are each independently selected from hydrogen, deuterium, fluorine, cyano, trimethylsilyl, trideuteromethyl, trifluoromethyl, cyclopentyl, cyclohexyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, pentadeuterophenyl or naphthyl.

[0149] In some embodiments of the present application, in the second compound represented by Formula 2, n1 and n2 are both 0.

[0150] In some embodiments of the present application, the second compound represented by Formula 3 has a structure represented by Formula 3A:

[0151] In some embodiments of the present application, the second compound represented by Formula 3 is selected from the structure represented by Formula 3-1, Formula 3-2, Formula 3-3, Formula 3-4 or Formula 3-5:

[0152] In some embodiments of the present application, in the second compound shown in Formula 3, Ar, Ar8 and Ar9 are the same or different, and are independently selected from the group consisting of 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 18, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91 7, 38, 39 or 40 substituted or unsubstituted aryl groups; and 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, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39 or 40 substituted or unsubstituted heteroaryl groups.

[0153] In some embodiments of the present application, in the second compound represented by Formula 3, Ar, Ar8 and Ar9 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms or a substituted or unsubstituted heteroaryl group having 12 to 20 carbon atoms.

[0154] Optionally, the substituents in Ar, Ar8 and Ar9 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 4 carbon atoms, a phenyl group, a naphthyl group or a pentadeuterated phenyl group.

[0155] In some other embodiments of the present application, in the second compound shown in Formula 3, Ar, Ar8 and Ar9 are the same or different, and are each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted triphenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophene group.

[0156] Optionally, the substituents in Ar, Ar8 and Ar9 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl pentadeuterated phenyl.

[0157] In some embodiments of the present application, in the second compound represented by Formula 3, Ar8 and Ar9 are the same or different and are each independently selected from the group consisting of the following groups:

[0158] Ar is selected from the group consisting of:

[0159] In some embodiments of the present application, in the second compound represented by Formula 3, Ar8 and Ar9 are the same or different and are each independently selected from the group consisting of the following groups:

[0160] In some embodiments of the present application, in the second compound represented by Formula 3, L7, L8 and L9 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0161] In some embodiments of the present application, in the second compound represented by Formula 3, L7, L8 and L9 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 12 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms.

[0162] Optionally, the substituents in L7, L8 and L9 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 4 carbon atoms or a phenyl group.

[0163] In some embodiments of the present application, in the second compound represented by Formula 3, L7, L8 and L9 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted carbazolylene group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenylene group;

[0164] Optionally, the substituents in L7, L8 and L9 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a tert-butyl group or a phenyl group.

[0165] In some embodiments of the present application, in the second compound represented by Formula 3, L7 is selected from a single bond or the following groups:

[0166] In some embodiments of the present application, in the second compound represented by Formula 3, L7 is selected from a single bond or the following groups:

[0167] Optionally, L8 and L9 are the same or different and are each independently selected from the group consisting of a single bond or the following groups:

[0168] In some embodiments of the present application, in the second compound represented by Formula 3, L8 and L9 are the same or different, and are each independently selected from the group consisting of a single bond or the following groups:

[0169] In some embodiments of the present application, in the second compound represented by Formula 3, The same or different, and each independently selected from the following groups:

[0170] Optionally, in the second compound shown in Formula 3, The same or different, and each independently selected from the following groups:

[0171] In some embodiments of the present application, in the second compound shown in Formula 3, each R3, each R4 and each R5 are the same or different, and are each independently selected from hydrogen, deuterium, fluorine, cyano, trimethylsilyl, trideuteromethyl, trifluoromethyl, cyclopentyl, cyclohexyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, pentadeuterophenyl or naphthyl.

[0172] In some embodiments of the present application, in the second compound represented by Formula 3, n3, n4 and n5 are all 0.

[0173] In some embodiments of the present application, the second compound represented by Formula 4 is selected from the structures represented by Formulas 4-1 to 4-6:

[0174] In some embodiments, in the second compound represented by Formula 4, L 10 , L 11 and L 12 the same or different and each independently selected from a single bond, a substituted or unsubstituted arylene group having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18 carbon atoms, and a substituted or unsubstituted heteroarylene group having 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0175] In some embodiments of the present application, in the second compound shown in Formula 4, L 10 , L 11 and L 12 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 12 carbon atoms, and a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms.

[0176] Optionally, L 10 , L 11 and L 12 The substituents in are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 4 carbon atoms, or a phenyl group.

[0177] In some embodiments of the present application, in the second compound shown in Formula 4, L 10 , L 11 and L 12 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted carbazolylene group, a substituted or unsubstituted dibenzothiophenylene group, and a substituted or unsubstituted dibenzofuranyl group.

[0178] Optionally, L 10 , L 11 and L 12 The substituents in are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl or phenyl.

[0179] In some embodiments of the present application, in the second compound shown in Formula 4, L 10 , L 11 and L 12 are the same or different and are each independently selected from the group consisting of a single bond or the following groups:

[0180] Specifically, in the second compound shown in Formula 4, L 10 , L 11 and L 12 are the same or different and are each independently selected from the group consisting of a single bond or the following groups:

[0181] In some embodiments, in the second compound represented by Formula 4, Ar 11 and Ar 12 the same or different, and 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, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39 or 40 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, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39 or 40 carbon atoms.

[0182] In some embodiments of the present application, in the second compound shown in Formula 4, Ar 11 and Ar 12are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms and a substituted or unsubstituted heteroaryl group having 12 to 20 carbon atoms.

[0183] Optionally, Ar 11 and Ar 12 The substituents in are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 4 carbon atoms, a phenyl group, a naphthyl group or a pentadeuterated phenyl group.

[0184] In other embodiments of the present application, in the second compound shown in Formula 4, Ar 11 and Ar 12 are the same or different and are each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted phenanthrenyl group, and a substituted or unsubstituted triphenylene group.

[0185] Optionally, Ar 11 and Ar 12 The substituents in are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterated phenyl.

[0186] In some embodiments of the present application, in the second compound shown in Formula 4, Ar 11 and Ar 12 are the same or different and are each independently selected from the group consisting of:

[0187] Specifically, in the second compound shown in Formula 4, Ar11 and Ar 12 are the same or different and are each independently selected from the group consisting of:

[0188] In some embodiments of the present application, in the second compound shown in Formula 4, each R6, each R7, each R8, each R9 and each R 10 are the same or different and are each independently selected from deuterium, cyano, fluorine, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

[0189] In some embodiments of the present application, in the second compound shown in Formula 4, n6, n7, n8, n9 and n 10 Both are 0.

[0190] In some embodiments of the present application, the first compound is selected from the group consisting of the following compounds:

[0191] In some embodiments of the present application, the second compound represented by Formula 2 is selected from the group consisting of the following compounds:

[0192] In some embodiments of the present application, the second compound represented by Formula 3 is selected from the group consisting of the following compounds:

[0193] In some embodiments of the present application, the second compound represented by Formula 4 is selected from the group consisting of the following compounds:

[0194] Furthermore, in the organic electroluminescent device of the present application, the organic light-emitting layer comprises a host material and a dopant. The host material comprises a first compound and a second compound. Typically, based on the weight (mass) of the two compounds, the mass ratio of the first compound to the second compound is 1:99 to 99:1, preferably 10:90 to 90:10; preferably 20:80 to 80:20; further preferably 30:70 to 70:30; and more preferably 40:60 to 60:40. Furthermore, the mass ratio of the host material to the dopant in the organic light-emitting layer is 90:10 to 99:1.

[0195] In some embodiments of the present application, the mass ratio of the first compound (the compound represented by Formula 1) to the second compound (the compound represented by Formula 2, Formula 3 or Formula 4) in the host material of the organic light-emitting layer of the organic electroluminescent device is 30:70 to 70:30.

[0196] Optionally, in the host material, the mass ratio of the first compound (compound of Formula 1) to the second compound (compound represented by Formula 2, Formula 3 or Formula 4) is 35:65, 40:60, 45:55, 50:50, 55:45, 60:40, 65:35, 70:30, 75:25, or 80:20.

[0197] In some embodiments of the present application, the host material and the guest material can be co-evaporated through a multi-source evaporation process so that the host material and the guest material are uniformly dispersed in the organic light-emitting layer. The doping ratio can be regulated by controlling the evaporation rates of the host material and the guest material during the evaporation process, or by controlling the evaporation rate ratio of the host material and the guest material.

[0198] Optionally, the organic light-emitting layer can be evaporated by a multi-source co-evaporation method to form an organic light-emitting layer including a host material and a guest material. The doping ratio can be regulated by controlling the film thickness of the host material and the guest material during the evaporation process, or by controlling the film thickness ratio of the host material and the guest material.

[0199] To obtain the host material mixture, the first compound and the second compound may be placed in an oscillator and mixed to obtain a mixture with a desired weight ratio.

[0200] In order to form each layer constituting the organic electroluminescent device of the present application, a dry film-forming method such as vacuum deposition, sputtering, plasma, ion plating method, etc., or a wet film-forming method such as inkjet printing, nozzle printing, slit coating, spin coating, dip coating, flow coating method, etc. can be used.

[0201] Alternatively, the first compound and the second compound may be subjected to film formation in the above-listed methods, typically by co-evaporation or hybrid evaporation. Co-evaporation is a hybrid deposition method in which two or more materials are placed in a single crucible source and current is simultaneously applied to multiple chambers to evaporate the materials. Hybrid evaporation is a hybrid deposition method in which two or more materials are mixed in a single crucible source prior to evaporation and current is applied to the chambers to evaporate the materials.

[0202] In some embodiments of the present application, the organic electroluminescent device is a phosphorescent device.

[0203] In some specific embodiments of the present application, the organic electroluminescent device is a red organic electroluminescent device.

[0204] In a second aspect of the present application, an electronic device is provided, wherein the electronic device comprises the organic electroluminescent device described in the first aspect.

[0205] In another aspect of the present application, a composition is further provided, comprising a first compound and a second compound, wherein the first compound has a structure shown in Formula 1

[0206] X is selected from O or S;

[0207] L, L1 and L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0208] Ar1 and Ar2 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0209] The substituents in L, L1, L2, Ar1 and Ar2 are the same or different and are independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms or cycloalkyl having 3 to 10 carbon atoms;

[0210] Optionally, in Ar1 and Ar2, any two adjacent substituents form a saturated or unsaturated 3-15 membered ring;

[0211] The second compound has a structure shown in Formula 2, Formula 3 or Formula 4:

[0212] Ring Q is a naphthalene ring;

[0213] Ar5 is selected from substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl;

[0214] The substituents in Ar5 are the same or different and are each independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, and heteroaryl having 3 to 20 carbon atoms;

[0215] Ar4 and Ar6 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0216] L4, L5 and L6 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 40 carbon atoms;

[0217] The substituents in L4, L5, L6, Ar4 and Ar6 are the same or different and are each independently selected from deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms or a cycloalkyl group having 3 to 10 carbon atoms;

[0218] each R1 and each R2 are the same or different and are independently selected from deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms;

[0219] n1 is selected from 0, 1, 2, 3 or 4; n2 is selected from 0, 1, 2, 3, 4, 5 or 6;

[0220] One of Z and Y is -N=, and the other is O or S;

[0221] L7, L8 and L9 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0222] Ar, Ar8 or Ar9 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0223] The substituents in L7, L8, L9, Ar, Ar8 or Ar9 are the same or different and are independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms or cycloalkyl having 3 to 10 carbon atoms;

[0224] each R3, each R4, and each R5 are the same or different and are each independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms;

[0225] n3 and n4 are each independently selected from 0, 1 or 2, and n5 is selected from 0, 1, 2, 3, 4, 5 or 6;

[0226] In formula 4, L 10 , L 11 and L 12 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0227] Ar 11 and Ar 12 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0228] L 10 , L 11 , L 12 、Ar 11 and Ar 12 The substituents in are the same or different and are independently selected from deuterium, fluorine, cyano, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms, alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, cycloalkyl having 3 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, and deuterated alkyl having 1 to 10 carbon atoms;

[0229] Each R6, each R7, each R8, each R9 and each R 10 are the same or different and are each independently selected from hydrogen, deuterium, cyano, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, a cycloalkyl group having 3 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, and a deuterated alkyl group having 1 to 10 carbon atoms;

[0230] n6 and n 10 are each independently selected from 0, 1, 2, 3 or 4; n7, n8 and n9 are each independently selected from 0, 1 or 2.

[0231] Optionally, the mass ratio of the first compound to the second compound in the composition is 1:99 to 99:1; preferably 10:90 to 90:10; preferably 20:80 to 80:20; further preferably 30:70 to 70:30, more preferably 40:60 to 60:40.

[0232] In some embodiments, the mass ratio of the first compound (the compound of Formula 1) to the second compound (the compound represented by Formula 2, Formula 3, or Formula 4) in the composition is 30:70 to 70:30.

[0233] The present application also provides use of the composition in an organic light-emitting layer of an organic electroluminescent device.

[0234] The present application also provides an organic electroluminescent device comprising the composition.

[0235] The organic electroluminescent device provided in the present application includes an anode and a cathode arranged opposite to each other, and an organic layer, wherein the organic layer includes an organic light-emitting layer, and the organic light-emitting layer includes a first compound and a second compound.

[0236] In some embodiments of the present application, an organic electroluminescent device includes, in order, an anode (e.g., an ITO / Ag / ITO substrate), a hole transport layer, a luminescence adjustment layer, an organic light-emitting layer, an electron transport layer, an electron injection layer, a cathode (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 luminescence adjustment layer is located between the hole transport layer and the organic light-emitting layer.

[0237] According to a specific embodiment, as shown in Figure 1, the organic electroluminescent device includes an anode 100, a hole injection layer 310, a hole transport layer 320, a luminescence adjustment layer 330 (also known as a hole auxiliary layer, hole adjustment layer, electron blocking layer, luminescence auxiliary layer or second hole transport layer), an organic light-emitting layer 340, an electron transport layer 350, an electron injection layer 360 and a cathode 200, which are stacked in sequence.

[0238] In the present 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 their alloys; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combined metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but are not limited thereto. Preferably, a transparent electrode comprising indium tin oxide (ITO) as an anode is included.

[0239] Optionally, the hole transport layer 320 may include one or more hole transport materials, which may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, and this application does not impose any particular limitation on this. For example, in some embodiments of this application, the hole transport layer 320 is composed of HT-1.

[0240] Optionally, the luminescence adjustment layer 330 (also known as a hole adjustment layer, electron blocking layer, hole assisting layer, hole buffer layer, luminescence assisting layer, or second hole transport layer) may include one or more hole transport materials. The hole transport materials may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, and are not specifically limited in this application. For example, in some embodiments of this application, the luminescence adjustment layer 330 is composed of HT-2.

[0241] Alternatively, the organic light-emitting layer 340 may be composed of a single light-emitting material, or may include a host material and a guest material. Alternatively, the organic light-emitting layer 340 may be composed of a host material and a guest material. Holes and electrons injected into the organic light-emitting layer 340 may recombine to form excitons in the organic light-emitting layer 340. The excitons transfer energy to the host material, which in turn transfers energy to the guest material, thereby enabling the guest material to emit light.

[0242] The guest material of the organic light-emitting layer 340 may be a compound having a condensed aromatic ring or a derivative thereof, a compound having a heteroaromatic ring or a derivative thereof, an aromatic amine derivative or other materials, and this application does not impose any particular limitation thereto.

[0243] In some embodiments of the present application, the organic electroluminescent device is a red organic electroluminescent device, which includes an organic light-emitting layer, and the organic light-emitting layer includes a first compound represented by Formula 1, a second compound represented by Formula 2, Formula 3 or Formula 4, and a guest material RD-01.

[0244] The electron transport layer 350 may be a single-layer structure or a multi-layer structure, and may include one or more electron transport materials. The electron transport material may be selected from benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, or other electron transport materials, and this application does not impose any particular limitation on this. For example, in some embodiments of the present application, the electron transport layer 350 may be composed of ET-1 and LiQ.

[0245] Alternatively, cathode 200 includes a cathode material having a small work function that facilitates electron injection into the functional layer. Specific examples of cathode materials include metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or alloys thereof; or multilayer materials such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca, but are not limited thereto. Preferably, a metal electrode comprising silver and magnesium is included as the cathode.

[0246] Optionally, a hole injection layer 310 may be provided between the anode 100 and the hole transport layer 320 to enhance the ability to inject holes into the hole transport layer 320. The hole injection layer 310 may be made of a benzidine derivative, a starburst arylamine compound, a phthalocyanine derivative, or other materials, and this application does not impose any particular limitation thereto. In some embodiments of this application, the hole injection layer 310 may be composed of PD-1 and HT-1.

[0247] Optionally, an electron injection layer 360 may be provided between the cathode 200 and the electron transport layer 350 to enhance the ability to inject electrons into the electron transport layer 350. The electron injection layer 360 may include an inorganic material such as an alkali metal sulfide or an alkali metal halide, or may include a complex of an alkali metal and an organic matter. In some embodiments of the present application, the electron injection layer 360 may include ytterbium (Yb).

[0248] A second aspect of the present application provides an electronic device, which includes the organic electroluminescent device described in the present application.

[0249] For example, as shown in FIG2 , the electronic device provided in this application is a first electronic device 400, which includes any of the organic electroluminescent devices described in the above-mentioned organic electroluminescent device embodiments. The electronic device can be a display device, a lighting device, an optical communication device, or other types of electronic devices, including but not limited to computer screens, mobile phone screens, televisions, electronic paper, emergency lighting, optical modules, etc. Since the first electronic device 400 includes the above-mentioned organic electroluminescent device, it has the same beneficial effects, and this application will not repeat them here.

[0250] Synthesis Example

[0251] Those skilled in the art will recognize that the chemical reactions described herein can be used to appropriately prepare many of the heterocyclic compounds described herein, and that other methods for preparing the compounds described herein are considered within the scope of this application. For example, the synthesis of compounds not exemplified herein can be successfully accomplished by one skilled in the art through modifications such as appropriate protection of interfering groups, the use of known reagents other than those described herein, or conventional modifications of reaction conditions. Compounds for which no synthetic method is described herein are commercially available raw materials.

[0252] Synthesis of the first compound:

[0253] Synthesis of intermediate Sub-a1:

[0254] Under nitrogen, RM-1 (11.35 g, 55.00 mmol), RM-2 (11.25 g, 50.00 mmol), tetrakis(triphenylphosphine)palladium (0.58 g, 0.50 mmol), anhydrous sodium carbonate (10.60 g, 100.00 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 temperature was raised to reflux for 8 h. After cooling to room temperature, the system was extracted with dichloromethane (100 mL x 3). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain Sub-a1 (10.27 g, yield: 67%) as a white solid.

[0255] Referring to the synthesis of intermediate Sub-a1, intermediate Sub-a2 was synthesized by using reactant A shown in Table 1 instead of RM-2.

[0256] Table 1: Synthesis of intermediate Sub-a2

[0257] Synthesis of intermediate Sub-b1:

[0258] Under nitrogen, Sub-a1 (39.87 g, 130.00 mmol), (methoxymethyl)triphenylphosphonium chloride (74.38 g, 217.00 mmol), and anhydrous tetrahydrofuran (500 mL) were added sequentially to a 1000 mL three-necked flask. The system was cooled to 0°C in an ice-water bath, and then a 1 M solution of potassium tert-butoxide in anhydrous tetrahydrofuran (220 mL) was slowly added dropwise. After the addition was complete, the system was slowly warmed to room temperature and the reaction was stirred for 6 hours. The reaction solution was poured into 1000 mL of deionized water and extracted with ethyl acetate (250 mL x 3). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain Sub-b1 (33.95 g, yield: 78%) as a solid.

[0259] Referring to the intermediate Sub-b1, the intermediate Sub-b2 was synthesized by using the reactant B shown in Table 2 instead of Sub-a1.

[0260] Table 2: Synthesis of intermediate Sub-b2

[0261] Synthesis of intermediate Sub-c1:

[0262] Under nitrogen, Sub-b1 (39.84 g, 119.00 mmol), Eaton's reagent (4.5 mL), and chlorobenzene (400 mL) were added sequentially to a 1000 mL three-necked flask. The temperature was raised to reflux and the reaction was stirred for 4 h. After the reaction system reached room temperature, the reaction solution was poured into 1000 mL of deionized water and neutralized with saturated sodium hydroxide solution. The mixture was then extracted with dichloromethane (250 mL x 3). The organic phases were combined and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by vacuum distillation to obtain a crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain Sub-c1 (24.14 g, yield: 67%) as a white solid.

[0263] Referring to the synthesis of intermediate Sub-c1, intermediate Sub-c2 was synthesized by using reactant C shown in Table 3 instead of Sub-b1.

[0264] Table 3: Synthesis of intermediate Sub-c2

[0265] Synthesis of intermediate Sub-d1:

[0266] Under nitrogen protection, Sub-c1 (15.14 g, 50.00 mmol), diboronic acid pinacol ester (14.00 g, 55 mmol), potassium acetate (10.8 g, 110 mmol) and 1,4-dioxane (150 mL) were added in sequence to a 500 mL three-necked flask. Stirring and heating were started. When the system was heated to 40 ° C, tris(dibenzylideneacetone)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 temperature was continued to rise to reflux and the reaction was stirred overnight. After the system was 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 filtered under reduced pressure, and the filter cake was washed with deionized water until neutral. The filter cake was then dissolved with 100 mL of dichloromethane and dried over anhydrous sodium sulfate. After filtration, the organic phase was distilled under reduced pressure to remove the solvent to obtain a crude product. The crude product was dissolved with 200 mL of toluene and passed through a silica gel column to remove the catalyst. After concentration, Sub-d1 (13.20 g, yield: 67%) was obtained as a white solid.

[0267] Referring to the synthesis of intermediate Sub-d1, intermediate Sub-d2 was synthesized by using reactant D shown in Table 4 instead of Sub-c1.

[0268] Table 4: Synthesis of intermediate Sub-d2

[0269] Synthesis of intermediate Sub-e1:

[0270] Under nitrogen, RM-3 (16.80 g, 50.00 mmol), 4-chlorophenylboronic acid (8.60 g, 55.00 mmol), tetrakis(triphenylphosphine)palladium (0.58 g, 0.50 mmol), anhydrous sodium carbonate (10.60 g, 100.00 mmol), toluene (160 mL), anhydrous ethanol (40 mL), and deionized water (40 mL) were added sequentially to a 500 mL three-necked flask. Stirring and heating were initiated, and the temperature was raised to reflux for 8 h. After cooling to room temperature, the system was extracted with dichloromethane (100 mL x 3). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain Sub-e1 (17.10 g, yield: 83%) as a white solid.

[0271] Referring to the synthesis of Sub-e1, reactant E shown in Table 5 was used instead of RM-3, and reactant F was used instead of 4-chlorophenylboronic acid to synthesize intermediates Sub-e2 to Sub-e9.

[0272] Table 5: Synthesis of Intermediates Sub-e2 to Sub-e9

[0273] Synthesis of compound A-4:

[0274] Under nitrogen, to a 250 mL three-necked flask were added Sub-d1 (10.35 g, 26.25 mmol), RM-4 (8.95 g, 25.00 mmol), palladium acetate (42 mg, 0.25 mmol), 2-dicyclohexylphosphino-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). Stirring and heating were initiated, and the temperature was raised to reflux for 16 h. After cooling the system to room temperature, extraction with dichloromethane (100 mL x 3) was performed. The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using 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]+).

[0275] Referring to the synthesis of compound A-4, reactant G shown in Table 6 was used instead of Sub-d1, and reactant H was used instead of RM-4 to synthesize the compounds in Table 6.

[0276] Table 6: Synthesis of the first compound

[0277] Synthesis of the second compound:

[0278] Synthesis of intermediate Sub-f1:

[0279] Under nitrogen, RM-5 (16.20 g, 50.00 mmol), 4-chloro-2-formaldehyde phenylboronic acid (10.14 g, 55.00 mmol), tetrakis(triphenylphosphine)palladium (0.58 g, 0.50 mmol), anhydrous sodium carbonate (10.60 g, 100.00 mmol), toluene (160 mL), anhydrous ethanol (40 mL), and deionized water (40 mL) were added sequentially to a 500 mL three-necked flask. Stirring and heating were initiated, and the temperature was raised to reflux for 8 h. After cooling to room temperature, the mixture was extracted with dichloromethane (100 mL x 3). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain Sub-f1 (10.94 g, yield: 57%) as a white solid.

[0280] Referring to the synthesis of intermediate Sub-f1, intermediates Sub-f2 to Sub-f7 were synthesized by using reactant J shown in Table 7 instead of RM-5 and reactant K instead of 4-chloro-2-formaldehydephenylboronic acid.

[0281] Table 7: Synthesis of Intermediates Sub-f2 to Sub-f7

[0282] Synthesis of intermediate Sub-g1:

[0283] Under nitrogen, Sub-f1 (49.90 g, 130.00 mmol), (methoxymethyl)triphenylphosphonium 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 in an ice-water bath. A 1 M solution of potassium tert-butoxide in anhydrous tetrahydrofuran (220 mL) was then slowly added dropwise. After the addition was complete, the system was slowly warmed to room temperature and the reaction was stirred for 6 hours. The reaction solution was poured into 1000 mL of deionized water and extracted with ethyl acetate (250 mL x 3). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain Sub-g1 (39.10 g, 73% yield) as a red solid.

[0284] Referring to the synthesis of intermediate Sub-g1, intermediates Sub-g2 to Sub-g7 were synthesized by using reactant L shown in Table 8 instead of Sub-f1.

[0285] Table 8: Synthesis of Intermediates Sub-g2 to Sub-g7

[0286] Synthesis of intermediate Sub-h1:

[0287] Under nitrogen protection, Sub-g1 (49.00 g, 119.00 mmol), Eaton's reagent (4.5 mL) and chlorobenzene (500 mL) were added to a 1000 mL three-necked flask in sequence, and the temperature was raised to reflux and the reaction was continued with stirring for 4 hours. After the reaction system reached room temperature, the reaction solution was poured into 1000 ml of deionized water, neutralized with saturated sodium hydroxide solution, and then extracted with dichloromethane (250 mL × 3 times). The organic phases were combined and dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation to obtain a crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain solid Sub-h1 (21.70 g, yield: 48%).

[0288] Referring to the synthesis of intermediate Sub-h1, reactant M shown in Table 9 was used instead of Sub-g1 to synthesize Sub-h2 to Sub-h7.

[0289] Table 9. Synthesis of Intermediates Sub-h2 to Sub-h7

[0290] Synthesis of intermediate Sub-i1:

[0291] Under nitrogen protection, Sub-h1 (19.00 g, 50.00 mmol), diboronic acid pinacol ester (14.00 g, 55.00 mmol), potassium acetate (10.8 g, 110 mmol) and 1,4-dioxane (200 mL) were added in sequence to a 500 mL three-necked flask. Stirring and heating were started. When the system was heated to 40 ° C, tris(dibenzylideneacetone)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 temperature was continued to rise to reflux and the reaction was stirred overnight. After the system was 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 filtered under reduced pressure, and the filter cake was washed with deionized water until neutral, and then rinsed with 100 mL of anhydrous ethanol to obtain a gray solid. The crude product was slurried once with n-heptane, dissolved in 200 mL of toluene, and passed through a silica gel column to remove the catalyst. After concentration, a white solid Sub-i1 (16.00 g, yield: 68%) was obtained.

[0292] Referring to the synthesis of intermediate Sub-i1, intermediates Sub-i2 to Sub-i6 were synthesized by using reactant N shown in Table 10 instead of intermediate Sub-h1.

[0293] Table 10: Synthesis of Intermediates Sub-i2 to Sub-i6

[0294] Synthesis of intermediate Sub-j1:

[0295] Under nitrogen, a 1000 mL three-necked flask was charged with 4-bromochlorobenzene (9.57 g, 50.00 mmol), Sub-i1 (25.92 g, 55.00 mmol), tetrakis(triphenylphosphine)palladium (Pd(PPh3)4, 0.58 g, 0.50 mmol), anhydrous sodium carbonate (10.60 g, 100.00 mmol), toluene (250 mL), anhydrous ethanol (62.5 mL), and deionized water (62.5 mL). Stirring and heating were initiated, and the temperature was raised to reflux for 16 h. After cooling to room temperature, the system was extracted with dichloromethane (100 mL x 3). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain Sub-j1 (18.9 g, yield: 83%) as a white solid.

[0296] Referring to the synthesis of intermediate Sub-j1, reactant O shown in Table 11 was used instead of Sub-i1, and reactant P was used instead of 4-bromochlorobenzene to synthesize intermediates Sub-j2 to Sub-j10.

[0297] Table 11: Synthesis of Intermediates Sub-j2 to Sub-j10

[0298] Synthesis of intermediate Sub-k1:

[0299] Under nitrogen, Sub-h1 (19.00 g, 50.00 mmol), 4-aminobiphenyl (8.46 g, 50.00 mmol), tris(dibenzylideneacetone)dipalladium (0.916 g, 1.00 mmol), 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (0.95 g, 2.00 mmol), sodium tert-butoxide (9.61 g, 100 mmol), and toluene (200 mL) were added sequentially to a 500 mL three-necked flask. The mixture was heated to reflux and stirred overnight. After cooling to room temperature, the mixture was extracted with dichloromethane (100 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by 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 Sub-k1 (19.22 g, yield: 75%) as a gray solid.

[0300] Referring to the synthesis of intermediate Sub-k1, reactant Q shown in Table 12 was used instead of Sub-h1, and reactant R was used instead of 4-aminobiphenyl to synthesize intermediates Sub-k2 to Sub-k22.

[0301] Table 12: Synthesis of Intermediates Sub-k2 to Sub-k22

[0302] Synthesis of compound B-3:

[0303] Under nitrogen, Sub-k1 (12.81 g, 25.00 mmol), 2-bromonaphthalene (5.18 g, 25.00 mmol), tris(dibenzylideneacetone)dipalladium (0.916 g, 0.50 mmol), 2-dicyclohexylphosphine-2',4',6'triisopropylbiphenyl (0.95 g, 1.00 mmol), sodium tert-butoxide (9.61 g, 50 mmol), and xylene (120 mL) were added sequentially to a 500 mL three-necked flask. The mixture was heated to reflux and stirred overnight. After cooling to room temperature, the mixture was extracted with dichloromethane (100 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain 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 B-3 (13.90 g; yield: 87%, m / z = 639.24 [M+H] + ).

[0304] Referring to the synthesis of compound B-3, reactant S shown in Table 13 was used instead of Sub-k1, and reactant T was used instead of 2-bromonaphthalene to synthesize the compounds in Table 13.

[0305] Table 13: Synthesis of the Second Compound

[0306] The NMR data of some compounds are shown in Table 14 below

[0307] Table 14

[0308] Preparation of organic electroluminescent devices

[0309] Example 1: Preparation of red organic electroluminescent device

[0310] First, the anode pretreatment is carried out through the following process: On the ITO / Ag / ITO substrate, the surface treatment is performed using ultraviolet ozone and O2:N2 plasma to increase the work function of the anode. The surface of the ITO substrate can also be cleaned with an organic solvent to remove impurities and oil stains on the surface of the ITO substrate.

[0311] On the experimental substrate (anode), PD-1:HT-1 was co-evaporated at an evaporation rate ratio of 2%:98% to form a thickness of The hole injection layer is then vacuum-deposited with HT-1 to form a hole injection layer with a thickness of hole transport layer.

[0312] Compound HT-2 is vacuum evaporated on the hole transport layer to form a layer with a thickness of Glow adjustment layer.

[0313] On the luminescence adjustment layer, compound A-4 was used as the first host, compound C-10 as the second host, and RD-01 as the dopant, and an organic light-emitting layer was prepared by co-evaporation. The first host and the second host were mixed in a mass ratio of 60:40 to obtain a composition; the composition of the host material and RD-01 were simultaneously evaporated at an evaporation rate of 98%:2% to form a layer with a thickness of 100 nm. organic light-emitting layer.

[0314] On the organic light-emitting layer, compound ET-1 and LiQ were co-evaporated at a deposition rate ratio of 1:1 to form a layer with a thickness of The electron transport layer is formed by evaporating Yb on the electron transport layer to form a layer with a thickness of Then magnesium (Mg) and silver (Ag) are co-evaporated on the electron injection layer at an evaporation rate of 1:9 to form a thickness of cathode.

[0315] Finally, compound CP-1 is vacuum evaporated on the cathode to form a layer with a thickness of An organic covering layer is formed, thereby completing the manufacture of a red organic electroluminescent device.

[0316] Examples 2 to 64

[0317] An organic electroluminescent device was prepared using the same method as in Example 1, except that the compound combination in Table 15 below was used instead of the compound combination in Example 1 when preparing the organic light-emitting layer.

[0318] Comparative Examples 1 to 3

[0319] An organic electroluminescent device was prepared using the same method as in Example 1, except that the compound combinations shown in Table 15 below were used instead of the compound combinations A-4 and C-10 in Example 1 when preparing the organic light-emitting layer.

[0320] Among them, when preparing each embodiment and comparative example, the compound structure used is as follows:

[0321] The performance of the red organic electroluminescent devices prepared in Examples 1 to 64 and Comparative Examples 1 to 3 was tested. Specifically, at 10 mA / cm 2 The IVL performance of the device was tested under the conditions of T95 device life at 20mA / cm 2 The test was carried out under the conditions of , and the test results are shown in Table 15.

[0322] Table 15

[0323] As can be seen from Table 15 above, compared with Comparative Examples 1 to 3, the device current efficiency of Examples 1 to 64 is improved by at least 13.2%, and the life span is improved by at least 17.8%.

[0324] The preferred embodiments of the present application are described in detail above in conjunction with the accompanying drawings. However, the present application is not limited to the specific details in the above embodiments. Within the technical concept of the present application, various simple modifications can be made to the technical solution of the present application, and these simple modifications all fall within the scope of protection of the present application.

Claims

1. An organic electroluminescent device comprising a cathode, an anode and an organic layer; 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 includes a first compound and a second compound; The first compound has a structure shown in Formula 1: X is selected from O or S; L, L1 and L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms; Ar1 and Ar2 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms; The substituents in L, L1, L2, Ar1 and Ar2 are the same or different and are independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms or cycloalkyl having 3 to 10 carbon atoms; Optionally, in Ar1 and Ar2, any two adjacent substituents form a saturated or unsaturated 3-15 membered ring; The second compound has a structure shown in Formula 2, Formula 3 or Formula 4: Ring Q is a naphthalene ring; Ar5 is selected from substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl; The substituents in Ar5 are the same or different and are each independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, and heteroaryl having 3 to 20 carbon atoms; Ar4 and Ar6 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms; L4, L5 and L6 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms; The substituents in L4, L5, L6, Ar4 and Ar6 are the same or different and are each independently selected from deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms or a cycloalkyl group having 3 to 10 carbon atoms; each R1 and each R2 are the same or different and are independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms; n1 is selected from 0, 1, 2, 3 or 4; n2 is selected from 0, 1, 2, 3, 4, 5 or 6; One of Z and Y is -N=, and the other is O or S; L7, L8 and L9 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms; Ar, Ar8 or Ar9 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms; The substituents in L7, L8, L9, Ar, Ar8 or Ar9 are the same or different and are independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms or cycloalkyl having 3 to 10 carbon atoms; each R3, each R4, and each R5 are the same or different and are each independently selected from hydrogen, deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms; n3 and n4 are each independently selected from 0, 1 or 2; n5 is selected from 0, 1, 2, 3, 4, 5 or 6; In formula 4, L 10 , L 11 and L 12 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms; Ar 11 and Ar 12 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms; L 10 , L 11 , L 12 、Ar 11 and Ar 12 The substituents in are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, a cycloalkyl group having 3 to 10 carbon atoms, and a deuterated alkyl group having 1 to 10 carbon atoms; Each R6, each R7, each R8, each R9 and each R 10 are the same or different and are each independently selected from hydrogen, deuterium, cyano, a halogen group, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a triphenylsilyl group, a cycloalkyl group having 3 to 10 carbon atoms, and a deuterated alkyl group having 1 to 10 carbon atoms; n6 and n 10 are each independently selected from 0, 1, 2, 3 or 4; n7, n8 and n9 are each independently selected from 0, 1 or 2.

2. The organic electroluminescent device according to claim 1, wherein The substituents in L1, L2, Ar1 and Ar2 are the same or different and are independently selected from deuterium, cyano, halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkylthio having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, aryl having 6 to 20 carbon atoms, deuterated aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms or cycloalkyl having 3 to 10 carbon atoms; Optionally, in Ar1 and Ar2, any two adjacent substituents form a saturated or unsaturated 3-15 membered ring.

3. The organic electroluminescent device according to claim 1 or 2, wherein: In the first compound represented by Formula 1, L, L1, and L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted phenanthrenylene group, a substituted or unsubstituted dibenzothienylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted carbazolylene group, or a substituted or unsubstituted pyridylene group; Optionally, the substituents in L, L1 and L2 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, trimethylsilyl, pentadeuterophenyl or phenyl; Optionally, Ar1 and Ar2 are the same or different and are each 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 phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted pyridyl; Optionally, the substituents in Ar1 and Ar2 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteromethyl, trimethylsilyl, pentadeuterophenyl, phenyl or naphthyl.

4. The organic electroluminescent device according to any one of claims 1 to 3, wherein: In the first compound represented by Formula 1, L1 and L2 are the same or different and are each independently selected from the group consisting of a single bond or the following groups: Optionally, L is selected from the group consisting of a single bond or the following groups: Optionally, Ar1 and Ar2 are the same or different and are each independently selected from the group consisting of:

5. The organic electroluminescent device according to any one of claims 1 to 4, wherein: In the second compound represented by Formula 2, Ar4 and Ar6 are the same or different and are each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted carbazolyl group; Optionally, the substituents in Ar4 and Ar6 are the same or different and are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, triphenylsilyl, trideuteromethyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterophenyl; Alternatively, L4, L5 and L6 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenylene group, or a substituted or unsubstituted dibenzofuranyl group; Optionally, the substituents in L4, L5 and L6 are the same or different and are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, trideuterated methyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl or naphthyl.

6. The organic electroluminescent device according to any one of claims 1 to 5, wherein: In the second compound represented by Formula 2, Ar4 and Ar6 are the same or different and are each independently selected from the group consisting of the following groups: Optionally, Ar5 is selected from the group consisting of: Optionally, L4, L5 and L6 are the same or different and are each independently selected from the group consisting of a single bond or the following groups:

7. The organic electroluminescent device according to any one of claims 1 to 6, wherein: In the second compound shown in Formula 2, each R1 and each R2 are the same or different and are each independently selected from hydrogen, deuterium, fluorine, cyano, trimethylsilyl, trideuteromethyl, trifluoromethyl, cyclopentyl, cyclohexyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, pentadeuterophenyl or naphthyl.

8. The organic electroluminescent device according to any one of claims 1 to 7, wherein: In the second compound represented by Formula 3, Ar, Ar8 and Ar9 are the same or different and are each independently selected from a substituted or unsubstituted terphenyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group; Optionally, the substituents in Ar, Ar8 and Ar9 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterated phenyl; Alternatively, L7, L8 and L9 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted carbazolylene group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenylene group; Optionally, the substituents in L7, L8 and L9 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a tert-butyl group or a phenyl group.

9. The organic electroluminescent device according to any one of claims 1 to 8, wherein: In the second compound represented by Formula 3, Ar8 and Ar9 are the same or different and are each independently selected from the group consisting of the following groups: Optionally, Ar is selected from the group consisting of: Alternatively, L7 is selected from a single bond or the group consisting of: Optionally, L8 and L9 are the same or different and are each independently selected from the group consisting of a single bond or the following groups:

10. The organic electroluminescent device according to any one of claims 1 to 9, wherein: In the second compound shown in Formula 3, each R3, each R4 and each R5 are the same or different and are each independently selected from hydrogen, deuterium, fluorine, cyano, trimethylsilyl, trideuteromethyl, trifluoromethyl, cyclopentyl, cyclohexyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, pentadeuterophenyl or naphthyl.

11. The organic electroluminescent device according to any one of claims 1 to 10, wherein: In the second compound shown in Formula 4, L 10 , L 11 and L 12 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted carbazolylene group, a substituted or unsubstituted dibenzothiophenylene group, and a substituted or unsubstituted dibenzofuranyl group; Optionally, L 10 , L 11 and L 12 The substituents in are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl or phenyl; Optionally, Ar 11 and Ar 12 are the same or different and are each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthrenyl, and substituted or unsubstituted triphenylene; Optionally, Ar 11 and Ar 12 The substituents in are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterated phenyl.

12. The organic electroluminescent device according to any one of claims 1 to 11, wherein: In the second compound shown in Formula 4, L 10 , L 11 and L 12 are the same or different and are each independently selected from the group consisting of a single bond or the following groups: Ar 11 and Ar 12 are the same or different and are each independently selected from the group consisting of:

13. The organic electroluminescent device according to any one of claims 1 to 12, wherein: In the second compound shown in Formula 4, each R6, each R7, each R8, each R9 and each R 10 are the same or different and are each independently selected from deuterium, cyano, fluorine, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

14. The organic electroluminescent device according to any one of claims 1 to 13, wherein: The first compound is selected from the group consisting of: The second compound represented by Formula 2 is selected from the group consisting of the following compounds: The second compound represented by Formula 3 is selected from the group consisting of the following compounds: The second compound represented by Formula 4 is selected from the group consisting of the following compounds:

15. The organic electroluminescent device according to any one of claims 1 to 14, wherein: The organic layer further includes a hole injection layer, a hole transport layer, a luminescence adjustment layer, an electron transport layer, and an electron injection layer.

16. An electronic device, characterized in that The organic electroluminescent device comprises the organic electroluminescent device according to any one of claims 1 to 15.

Images