Organic Electroluminescent Device and Electronic Device

Abstract

The present application provides an organic electroluminescent device and an electronic device. The organic electroluminescent device includes a cathode, an anode, and an organic layer. The organic layer includes an organic light-emitting layer, and the organic light-emitting layer includes a first compound and a second compound; the first compound is selected from the compounds represented by Formula 1; the second compound is selected from the compounds represented by Formula 2 or Formula 3.

Description

Technical Field

[0001] The present application relates to the technical field of organic electroluminescent materials, and particularly to an organic electroluminescent device and an electronic device. Background Art

[0002] In recent years, organic electroluminescent devices (OLEDs) have become very popular emerging flat panel display products at home and abroad because OLED displays have characteristics such as self-luminescence, wide viewing angle, short response time, high efficiency, and wide color gamut.

[0003] An organic electroluminescent device (OLED) generally includes an anode, a cathode, and an organic layer formed between these two electrodes. The organic layer may include a hole injection layer, a hole transport layer, a hole auxiliary layer, an electron blocking layer, a light-emitting layer (containing a host and a dopant material), a hole blocking layer, an electron transport layer, an electron injection layer, etc. If a voltage is applied to the organic electroluminescent device, holes and electrons are respectively injected into the light-emitting layer from the anode and the cathode. Then, in the light-emitting layer, the injected holes and electrons recombine to form excitons. The excitons are in an excited state and release energy outward, thereby causing the light-emitting layer to emit light externally.

[0004] Currently, there are still problems with poor performance during the use of organic electroluminescent devices, such as high driving voltage, low luminous efficiency, or short lifespan, etc. These all affect the application fields of the electromechanical 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

[0005] Aiming at the above problems existing in the prior art, the purpose of the present application is to provide an organic electroluminescent device and an electronic device to improve the performance of the device and the apparatus.

[0006] According to the first aspect of the present application, there is provided an organic electroluminescent device, including a cathode, an anode, and an organic layer;

[0007] wherein, the cathode and the anode are oppositely arranged;

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

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

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

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

[0012]

[0013] X is selected from C(R aR b )、O, S or N(R c );

[0014] R1 and R c are the same or different and are each independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms or a group represented by formula A;

[0015] R2 and R3 are the same or different and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms or a group represented by formula A;

[0016] Among said R1, R2, R3 and R c there is exactly one group represented by formula A;

[0017] R a and R b are the same or different and are each independently selected from an alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0018] Each of L, L1 and L2 is the same or different and is each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0019] Ar1 and Ar2 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0020] Among said R1, R2, R3, R a , R b , R c , L, L1, L2, Ar1 and Ar2, the substituents are the same or different and are each independently selected from deuterium, a halogen group, a cyano 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 cycloalkyl group having 3 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a haloaryl group having 6 to 20 carbon atoms or a trialkylsilyl group having 3 to 12 carbon atoms;

[0021] The second compound has a structure represented by formula 2 or a structure represented by formula 3:

[0022]

[0023] Ring Q is a naphthalene ring;

[0024] Ar5 is selected from substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl;

[0025] The substituents in Ar5 are each independently selected from deuterium, cyano, halogen groups, alkyl groups having 1 to 10 carbon atoms, haloalkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, alkoxy groups having 1 to 10 carbon atoms, alkylthio groups having 1 to 10 carbon atoms, trialkylsilyl groups having 3 to 12 carbon atoms, aryl groups having 6 to 20 carbon atoms, deuterated aryl groups having 6 to 20 carbon atoms, heteroaryl groups having 3 to 20 carbon atoms;

[0026] Ar4 and Ar6 are the same or different, and are each independently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms;

[0027] L4, L5 and L6 are the same or different, and are each independently selected from a single bond, substituted or unsubstituted arylene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3 to 30 carbon atoms;

[0028] The substituents in L4, L5, L6, Ar4 and Ar6 are the same or different, and are each independently selected from deuterium, cyano, halogen groups, alkyl groups having 1 to 10 carbon atoms, haloalkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, alkoxy groups having 1 to 10 carbon atoms, alkylthio groups having 1 to 10 carbon atoms, trialkylsilyl groups having 3 to 12 carbon atoms, triphenylsilyl group, aryl groups having 6 to 20 carbon atoms, deuterated aryl groups having 6 to 20 carbon atoms, heteroaryl groups having 3 to 20 carbon atoms or cycloalkyl groups having 3 to 10 carbon atoms; optionally, any two adjacent substituents form a saturated or unsaturated 3- to 15-membered ring;

[0029] R5 and R6 are the same or different, and are each independently selected from deuterium, cyano, halogen groups, alkyl groups having 1 to 10 carbon atoms, haloalkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, alkoxy groups having 1 to 10 carbon atoms, alkylthio groups having 1 to 10 carbon atoms, trialkylsilyl groups having 3 to 12 carbon atoms, triphenylsilyl group, aryl groups having 6 to 20 carbon atoms, heteroaryl groups having 3 to 20 carbon atoms or cycloalkyl groups having 3 to 10 carbon atoms; n5 is selected from 0, 1, 2, 3 or 4; n6 is selected from 0, 1, 2, 3, 4, 5 or 6;

[0030]

[0031] Y is selected from C(R d R e ), O, S or N(R f );

[0032] R9 is selected from a substituted or unsubstituted aryl having 6 to 30 carbon atoms or a group represented by formula B;

[0033] R f is a substituted or unsubstituted arylene having 6 to 30 carbon atoms;

[0034] R f The substituents in 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, an aryl group having 6 to 30 carbon atoms or a group represented by formula B;

[0035] R 10 and R8 are the same or different and are each independently selected from hydrogen, deuterium, cyano, a halogen group, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms or a group represented by formula B;

[0036] and one or two of the substituents of the said R f , R8, R9 and R 10 are selected from the group represented by formula B;

[0037] R d and R e are the same or different and are each independently selected from an alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0038] L8, L9 and L 10 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms;

[0039] Ar8 and Ar9 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0040] The substituents of the said R8, R9, R 10 , R d , R e , L8, L9, L 10 , Ar8 and Ar9 are the same or different and are each independently selected from deuterium, a halogen group, cyano, 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 cycloalkyl group having 3 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a haloaryl group having 6 to 20 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms or a triarylsilyl group having 18 to 24 carbon atoms;

[0041] Optionally, among Ar8 and Ar9, any two adjacent substituents form a ring.

[0042] According to the second aspect of the present application, there is provided an electronic device including the organic electroluminescent device described in the first aspect.

[0043] The light-emitting layer of the organic electroluminescent device of the present application simultaneously contains a first compound and a second compound. The first compound has a core group formed by the condensation of a dibenzo five-membered ring and a benzoxazole in a special manner. The compound formed by combining this parent nucleus with a triazine-based electron transport group can have strong carrier transport ability and high energy transfer ability while maintaining a relatively high first triplet energy level value. The second compound in the light-emitting layer is an arylamine 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 core group of the first compound has a planar structure while having a ring-like structure, and its first triplet energy level value is relatively matched with that of the arylamine compound; secondly, the second compound belongs to a hole-transporting host material, and the two arylamine compounds respectively have a core structure of a benzocarbazole group or a benzoxazole-fused dibenzo five-membered heterocycle. The above two types of parent nucleus structures have certain electron-withdrawing characteristics compared with aryl groups. When they are connected to triarylamine, the lowest unoccupied molecular orbital of the molecule can be restricted to the parent nucleus group, thereby improving the electron tolerance of the molecule. 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 thin film can be enhanced, and further the light-emitting efficiency and lifespan of the device can be increased. Description of the Drawings

[0044] The drawings are used to provide a 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.

[0045] Figure 1 It is a schematic structural diagram of an organic electroluminescent device according to an embodiment of the present application.

[0046] Figure 2 It is a schematic structural diagram of an electronic device according to an embodiment of the present application.

[0047] Reference Signs

[0048] 100, Anode; 200, Cathode; 300, Functional Layer; 310, Hole Injection Layer

[0049] 321, First Hole Transport Layer; 322, Light-Emitting Auxiliary Layer; 320, Hole Transport Layer; 330, Organic Light-Emitting Layer

[0050] 340, Electron transport layer 350, Electron injection layer 400, Electronic device Detailed implementation manners

[0051] Exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, the exemplary embodiments can be implemented in various 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 complete and thorough, and will fully convey the concept of the exemplary embodiments to those skilled in the art. The features, structures, or characteristics described may be combined in any suitable manner in one or more embodiments. In the following description, numerous specific details are provided to give a thorough understanding of the embodiments of this application.

[0052] In the figures, the thicknesses of regions and layers may be exaggerated for clarity. Like reference numerals in the figures denote like or similar structures and thus their detailed descriptions will be omitted.

[0053] According to a first aspect of the present application, an organic electroluminescent device is provided, including a cathode, an anode, and an organic layer;

[0054] wherein, the cathode and the anode are disposed opposite to each other;

[0055] the organic layer is located between the cathode and the anode;

[0056] the organic layer includes an organic light-emitting layer;

[0057] the organic light-emitting layer includes a first compound and a second compound;

[0058] the first compound has a structure shown in Formula 1

[0059]

[0060] X is selected from C(R a R b ), O, S, or N(R c );

[0061] R1 and R c are the same or different and are each independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms or a group shown in Formula A;

[0062] R2 and R3 are the same or different and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, or a group shown in Formula A;

[0063] among R1, R2, R3, and R c only one is a group shown in Formula A;

[0064] R a and R b are the same or different, and each independently selected from alkyl groups having 1 to 10 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms;

[0065] Each of L, L1, and L2 is the same or different and is independently selected from a single bond, substituted or unsubstituted arylene groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroarylene groups having 3 to 30 carbon atoms;

[0066] Ar1 and Ar2 are the same or different and are independently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms;

[0067] The R1, R2, R3, R a , R b , R c , L, L1, L2, Ar1, and Ar2 have substituents that are the same or different and are independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 10 carbon atoms, haloalkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, cycloalkyl groups having 3 to 20 carbon atoms, heteroaryl groups having 3 to 20 carbon atoms, deuterated aryl groups having 6 to 20 carbon atoms, haloaryl groups having 6 to 20 carbon atoms, or trialkylsilyl groups having 3 to 12 carbon atoms;

[0068] The second compound has the structure shown in Formula 2 or the structure shown in Formula 3:

[0069]

[0070] Ring Q is a naphthalene ring;

[0071] Ar5 is selected from substituted or unsubstituted dibenzofuranyl groups and substituted or unsubstituted dibenzothiophenyl groups;

[0072] The substituents in Ar5 are each independently selected from deuterium, cyano groups, halogen groups, alkyl groups having 1 to 10 carbon atoms, haloalkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, alkoxy groups having 1 to 10 carbon atoms, alkylthio groups having 1 to 10 carbon atoms, trialkylsilyl groups having 3 to 12 carbon atoms, aryl groups having 6 to 20 carbon atoms, deuterated aryl groups having 6 to 20 carbon atoms, and heteroaryl groups having 3 to 20 carbon atoms;

[0073] Ar4 and Ar6 are the same or different and are each independently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms and substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms;

[0074] 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;

[0075] The substituents in L4, L5, L6, Ar4, and Ar6 are the same or different and are each independently selected from deuterium, a cyano group, 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; optionally, any two adjacent substituents form a saturated or unsaturated 3- to 15-membered ring;

[0076] R5 and R6 are the same or different and are each independently selected from deuterium, a cyano group, 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 heteroaryl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms; n5 is selected from 0, 1, 2, 3, or 4; n6 is selected from 0, 1, 2, 3, 4, 5, or 6;

[0077]

[0078] Y is selected from C(R d R e ), O, S, or N(R f );

[0079] R9 is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms or a group represented by formula B;

[0080] R f is a substituted or unsubstituted arylene group having 6 to 30 carbon atoms;

[0081] R f The substituents in are the same or different and are each independently selected from hydrogen, deuterium, a cyano group, a halogen group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 30 carbon atoms, or a group represented by formula B;

[0082] R 10Same as or different from R8, and each independently selected from hydrogen, deuterium, cyano group, halogen group, substituted or unsubstituted aryl group with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl group with 3 to 30 carbon atoms, or group represented by formula B;

[0083] And the substituent of said R f , R8, R9 and one or two of R 10 Are selected from the group represented by formula B;

[0084] R d And R e Same as or different from each other, and each independently selected from alkyl group with 1 to 10 carbon atoms, substituted or unsubstituted aryl group with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl group with 3 to 30 carbon atoms;

[0085] L8, L9 and L 10 Same as or different from each other, and each independently selected from single bond, substituted or unsubstituted arylene group with 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene group with 3 to 30 carbon atoms;

[0086] Ar8 and Ar9 are same as or different from each other, and each independently selected from substituted or unsubstituted aryl group with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl group with 3 to 30 carbon atoms;

[0087] Said R8, R9, R 10 , R d , R e , L8, L9, L 10 , Ar8 and the substituents of Ar9 are same as or different from each other, and each independently selected from deuterium, halogen group, cyano group, alkyl group with 1 to 10 carbon atoms, haloalkyl group with 1 to 10 carbon atoms, deuterated alkyl group with 1 to 10 carbon atoms, cycloalkyl group with 3 to 20 carbon atoms, heteroaryl group with 3 to 20 carbon atoms, deuterated aryl group with 6 to 20 carbon atoms, haloaryl group with 6 to 20 carbon atoms, trialkylsilyl group with 3 to 12 carbon atoms or triarylsilyl group with 18 to 24 carbon atoms;

[0088] Optionally, in Ar8 and Ar9, any two adjacent substituents form a ring.

[0089] In the present application, the terms "optional" and "optionally" mean that the subsequent described event or circumstance may or may not occur. For example, "optionally, any two adjacent substituents form a saturated or unsaturated 3- to 15-membered ring" includes both the scenario where any two adjacent substituents form a ring and the scenario where any two adjacent substituents exist independently of each other and do not form a ring. "Any two adjacent" can include having two substituents on the same atom, and can also include having one substituent on each of two adjacent atoms; wherein, when there are two substituents on the same atom, the two substituents can form a saturated or unsaturated spiro ring with the atom to which they are commonly attached; when there is one substituent on each of two adjacent atoms, the two substituents can be fused into a ring.

[0090] In the present application, the description modes "each... independently is", "respectively independently is", and "each independently is" can be interchanged and should be understood in a broad sense. It can either mean that among different groups, the specific options expressed between the same symbols do not affect each other, or it can also mean that within the same group, the specific options expressed between the same symbols do not affect each other. For example, wherein each q independently is 0, 1, 2, or 3, and each R" independently is selected from hydrogen, deuterium, fluorine, chlorine", which means that in formula Q-1, 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; in formula Q-2, there are q substituents R" on each benzene ring of the biphenyl, the number q of the 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.

[0091] In the present application, the term "substituted or unsubstituted" means that the functional group described after this term may or may not have a substituent (hereinafter, for the sake of convenience of description, the substituent is collectively referred to as Rc). For example, "substituted or unsubstituted aryl" means an aryl having a substituent Rc or an unsubstituted aryl. Among them, the above-mentioned substituent, namely Rc, can be, for example, deuterium, cyano group, halogen group, alkyl group with 1 to 10 carbon atoms, haloalkyl group with 1 to 10 carbon atoms, deuterated alkyl group with 1 to 10 carbon atoms, trialkylsilyl group with 3 to 12 carbon atoms, triphenylsilyl group, aryl group with 6 to 20 carbon atoms, deuterated aryl group with 6 to 20 carbon atoms, heteroaryl group with 3 to 20 carbon atoms, cycloalkyl group with 3 to 10 carbon atoms, alkoxy group with 1 to 10 carbon atoms, alkylthio group with 1 to 10 carbon atoms, aryloxy group with 6 to 20 carbon atoms, or arylthio group with 6 to 20 carbon atoms, etc. The number of substitutions can be 1 or more.

[0092] In the present application, "a plurality of" means more than 2, such as 2, 3, 4, 5, 6, etc.

[0093] In the present application, the number of carbon atoms of a substituted or unsubstituted functional group refers to all the carbon atoms.

[0094] The hydrogen atoms in the compound structure of the present application include various isotope atoms of hydrogen element, such as hydrogen (H), deuterium (D) or tritium (T).

[0095] "D" in the chemical formula of the compound of the present application represents deuteration.

[0096] In the present application, aryl refers to an optional functional group or substituent derived from an aromatic carbocycle. The aryl can be a monocyclic aryl (such as phenyl) or a polycyclic aryl. In other words, the aryl can be a monocyclic aryl, a fused-ring aryl, two or more monocyclic aryls connected by carbon-carbon bonds, a monocyclic aryl and a fused-ring aryl connected by carbon-carbon bonds, or two or more fused-ring aryls connected by carbon-carbon bonds. That is, unless otherwise specified, two or more aromatic groups connected by carbon-carbon bonds can also be regarded as the aryl of the present application. Among them, the fused-ring aryl can include, for example, bicyclic fused aryl (such as naphthyl), tricyclic fused aryl (such as phenanthryl, fluorenyl, anthryl), etc. The aryl does not contain heteroatoms such as B, N, O, S, P, Se and Si. Examples of aryl include, but are not limited to, phenyl, naphthyl, fluorenyl, spirobifluorenyl, anthryl, phenanthryl, biphenyl, terphenyl, triphenylene, perylene, benzo[9,10]phenanthryl, pyrenyl, benzo[a]pyrenyl, and the like.

[0097] In the present application, the arylene involved refers to a divalent or polyvalent group formed by the aryl further losing one or more hydrogen atoms.

[0098] In the present application, terphenyl includes

[0099] In the present application, the number of carbon atoms of a substituted or unsubstituted aryl (arylene) 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 is a substituted or unsubstituted aryl with 6 to 30 carbon atoms. In other embodiments, the substituted or unsubstituted aryl is a substituted or unsubstituted aryl with 6 to 25 carbon atoms. In other embodiments, the substituted or unsubstituted aryl is a substituted or unsubstituted aryl with 6 to 18 carbon atoms. In other embodiments, the substituted or unsubstituted aryl is a substituted or unsubstituted aryl with 6 to 15 carbon atoms.

[0100] In the present application, the fluorenyl can be substituted by one or more substituents. In the case where the above-mentioned fluorenyl is substituted, the substituted fluorenyl can be: etc., but not limited thereto.

[0101] In the present application, aryl groups as substituents include, for example but not limited to, phenyl, naphthyl, phenanthryl, biphenyl, fluorenyl, dimethylfluorenyl, and the like.

[0102] In the present application, a heteroaryl group refers to a monovalent aromatic ring or its derivative containing 1, 2, 3, 4, 5, or 6 heteroatoms in the ring, and the heteroatoms can be one or more of B, O, N, P, Si, Se, and S. The heteroaryl group can be a monocyclic heteroaryl group or a polycyclic heteroaryl group. In other words, the heteroaryl group can be a single aromatic ring system or a plurality of aromatic ring systems connected by carbon-carbon bonds, and any aromatic ring system is an aromatic monocyclic ring or an aromatic fused ring. Exemplarily, the heteroaryl group can include thienyl, furyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridinyl, pyridazinyl, pyrazinyl, quinolinyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolinyl, indolyl, carbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, thienothienyl, benzofuryl, phenanthrolinyl, isoxazolyl, thiadiazolyl, phenothiazinyl, silole, dibenzofuryl, and N-phenylcarbazolyl, N-pyridylcarbazolyl, N-methylcarbazolyl, etc., without limitation.

[0103] In the present application, the sub-heteroaryl group involved refers to a divalent or polyvalent group formed by further removing one or more hydrogen atoms from the heteroaryl group.

[0104] In the present application, the number of carbon atoms of the substituted or unsubstituted heteroaryl group (sub-heteroaryl group) can be selected from 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, or 40. In some embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with a total number of carbon atoms of 3 to 30. In other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with a total number of carbon atoms of 12 to 18. In still other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with a total number of carbon atoms of 5 to 12.

[0105] In the present application, heteroaryl groups as substituents include, for example but not limited to, pyridyl, carbazolyl, dibenzothienyl, dibenzofuryl, benzoxazolyl, benzothiazolyl, benzimidazolyl.

[0106] In the present application, the substituted heteroaryl may be one or more hydrogen atoms in the heteroaryl being substituted by groups such as deuterium atoms, halogen groups, cyano groups, aryl groups, heteroaryl groups, trialkylsilyl groups, alkyl groups, cycloalkyl groups, haloalkyl groups, etc.

[0107] 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 of the alkyl group may be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10. Specific examples of the alkyl group include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, etc.

[0108] In the present application, the halogen group may be, for example, fluorine, chlorine, bromine, iodine.

[0109] In the present application, specific examples of the trialkylsilyl group include, but are not limited to, trimethylsilyl, triethylsilyl, etc.

[0110] In the present application, specific examples of the haloalkyl group include, but are not limited to, trifluoromethyl.

[0111] In the present application, the number of carbon atoms of the cycloalkyl group having 3 to 10 carbon atoms may be, for example, 3, 4, 5, 6, 7, 8 or 10. Specific examples of the cycloalkyl group include, but are not limited to, cyclopentyl, cyclohexyl, adamantyl.

[0112] In the present application, the number of carbon atoms of the deuterated alkyl group having 1 to 10 carbon atoms is, for example, 1, 2, 3, 4, 5, 6, 7, 8 or 10. Specific examples of the deuterated alkyl group include, but are not limited to, trideuteriomethyl.

[0113] In the present application, the number of carbon atoms of the haloalkyl group having 1 to 10 carbon atoms is, for example, 1, 2, 3, 4, 5, 6, 7, 8 or 10. Specific examples of the haloalkyl group include, but are not limited to, trifluoromethyl.

[0114] In the present application, the n-membered ring is a ring system formed by n atoms. For example, a phenyl group is a 6-membered ring. The 3- to 15-membered ring refers to a cyclic group having 3 to 15 ring atoms. The 3- to 15-membered ring is, for example, cyclopentane, cyclohexane, fluorene ring, benzene ring, etc.

[0115] In the present application, refers to a chemical bond connecting to other groups.

[0116] In the present application, the non-positioning connecting bond refers to a single bond extending from the ring system It means that one end of the linking bond can be connected to any position in the ring system penetrated by the bond, and the other end is connected to the rest of the compound molecule. For example, as shown in the following formula (f), the naphthyl group represented by formula (f) is connected to other positions of the molecule through two non-positioning linking bonds penetrating a bicyclic ring, and the meaning it represents includes any possible linking manner shown in formulas (f-1) to (f-10):

[0117]

[0118] For another 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-positioning linking bond extending from the middle of one side benzene ring, and the meaning it represents includes any possible linking manner shown in formulas (X'-1) to (X'-4):

[0119]

[0120] The non-positioning substituent in the present application refers to a substituent connected by a single bond extending from the center of the ring system, which means that the substituent can be connected to any possible position in 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 through a non-positioning linking bond, and the meaning it represents includes any possible linking manner shown in formulas (Y-1) to (Y-7):

[0121]

[0122] In some embodiments of the present application, the first compound is selected from the structures shown in formula 1-1, formula 1-2, formula 1-3, formula 1-4, formula 1-5, formula 1-6, formula 1-7, formula 1-8, formula 1-9, formula 1-10, formula 1-11, formula 1-12 or formula 1-13:

[0123]

[0124]

[0125] In some embodiments of the present application, L is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 12 carbon atoms.

[0126] In some embodiments of the present application, in the first compound shown in formula 1, L1 and L2 are 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 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0127] Optionally, the substituents in L, L1, and L2 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, phenyl, or deuterated phenyl.

[0128] 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, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted fluorenylene, a substituted or unsubstituted phenanthrylene, a substituted or unsubstituted dibenzothiophenylene, a substituted or unsubstituted dibenzofuranylene, or a substituted or unsubstituted carbazolyl;

[0129] 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, trideuteriomethyl, trimethylsilyl, pentadeuterated phenyl, or phenyl.

[0130] 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 a single bond or the group consisting of the following groups:

[0131]

[0132] Optionally, L is selected from a single bond or the group consisting of the following groups:

[0133]

[0134] In some embodiments of the present application, in the first compound represented by Formula 1, L is independently selected from a single bond or the group consisting of the following groups:

[0135]

[0136] 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 a single bond or the group consisting of the following groups:

[0137]

[0138] In some embodiments of the present application, in the first compound represented by Formula 1, Ar1 and Ar2 are each independently selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, or 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, or 30 carbon atoms.

[0139] Optionally, the substituents in Ar1 and Ar2 are each independently selected from deuterium, halogen groups, cyano groups, haloalkyl groups having 1 to 4 carbon atoms, deuterated alkyl groups having 1 to 4 carbon atoms, alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 5 to 10 carbon atoms, aryl groups having 6 to 15 carbon atoms, heteroaryl groups having 5 to 12 carbon atoms, trialkylsilyl groups having 3 to 8 carbon atoms, or deuterated aryl groups having 6 to 15 carbon atoms. Optionally, any two adjacent substituents form a benzene ring or a fluorene ring.

[0140] 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 substituted or unsubstituted phenyl groups, substituted or unsubstituted naphthyl groups, substituted or unsubstituted biphenyl groups, substituted or unsubstituted terphenyl groups, substituted or unsubstituted phenanthryl groups, substituted or unsubstituted fluorenyl groups, substituted or unsubstituted triphenylenyl groups, substituted or unsubstituted pyridyl groups, substituted or unsubstituted carbazolyl groups, substituted or unsubstituted dibenzofuranyl groups, and substituted or unsubstituted dibenzothiophenyl groups.

[0141] Preferably, the substituents in Ar1 and Ar2 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, cyclohexyl, trifluoromethyl, trideuteromethyl, trimethylsilyl, or phenyl.

[0142] 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 following groups:

[0143]

[0144] 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 following groups:

[0145]

[0146]

[0147] In some embodiments of the present application, in the first compound represented by Formula 1, R a and R b are the same or different, and each independently is methyl, substituted or unsubstituted phenyl.

[0148] Optionally, the substituents in the R a and R b are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl or phenyl.

[0149] In some embodiments of the present application, in the first compound represented by Formula 1, R a and R b are the same.

[0150] In some embodiments of the present application, in the first compound represented by Formula 1, X is selected from C(CH3)2, O, S or N(R c ).

[0151] In some embodiments of the present application, in the first compound represented by Formula 1, R1 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl.

[0152] Optionally, the substituents in R1 are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl or phenyl.

[0153] In some embodiments of the present application, in the first compound represented by Formula 1, R c is selected from substituted or unsubstituted phenyl or the group represented by Formula A;

[0154] The substituents in the R c are the same or different and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl or phenyl;

[0155] R2 and R3 are the same or different and are independently selected from hydrogen, deuterium or the group represented by Formula A;

[0156] and there is exactly one of the R2, R3 and R c that is the group represented by Formula A.

[0157] In some embodiments of the present application, in the first compound represented by Formula 1, each independently is selected from the following groups:

[0158]

[0159]

[0160] 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):

[0161]

[0162] In some embodiments of the present application, in the second compound represented by Formula 2, Ar4 and Ar6 are each independently selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, or 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 5, 6, 7, 8, 9, 10, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, or 30 carbon atoms.

[0163] Optionally, the substituents in Ar6 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. Optionally, any two adjacent substituents form a benzene ring or a fluorene ring.

[0164] In some embodiments of the present application, in the second compound represented by Formula 2, Ar4 and Ar6 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 phenanthryl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted benzoxazolyl, and substituted or unsubstituted benzothiazolyl.

[0165] Optionally, the substituents in Ar4 and Ar6 are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, triphenylsilyl, trideuteriomethyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl.

[0166] In some embodiments of the present application, in the second compound represented by Formula 2, Ar5 is selected from the following groups:

[0167]

[0168] In some embodiments of the present application, in the second compound represented by Formula 2, Ar4 and Ar6 are each independently selected from the following groups:

[0169]

[0170] In some embodiments of the present application, in the second compound represented by Formula 2, Ar4 is selected from the following groups:

[0171] In some embodiments of the present application, in the second compound represented by Formula 2, Ar6 is selected from the following groups:

[0172]

[0173]

[0174] In some embodiments of the present application, in the second compound represented by Formula 2, L4, L5 and L6 are each independently selected from a single bond, a substituted or unsubstituted arylene having 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 carbon atoms, and a substituted or unsubstituted heteroarylene having 5, 6, 7, 8, 9, 10, 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0175] 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.

[0176] In some embodiments of the present application, in the second compound represented by Formula 2, L4, L5 and L6 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 phenanthrylene group, a substituted or unsubstituted anthrylene group, a substituted or unsubstituted carbazolylene group, a substituted or unsubstituted dibenzothiophenylene group, a substituted or unsubstituted dibenzofuranylene group.

[0177] Optionally, the substituents in L4, L5 and L6 are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, trideuteriomethyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl or naphthyl.

[0178] In some embodiments of the present application, in the second compound represented by Formula 2, L4, L5 and L6 are each independently selected from a single bond or the group consisting of the following groups:

[0179]

[0180] In some embodiments of the present application, in the second compound represented by Formula 2, L4 and L5 are each independently selected from a single bond or the following groups:

[0181]

[0182] In some embodiments of the present application, in the second compound represented by Formula 2, L6 is selected from a single bond or the following groups:

[0183]

[0184]

[0185] In some embodiments of the present application, in the second compound represented by Formula 2, each of R5 and R6 is independently selected from hydrogen, deuterium, fluorine, cyano, trimethylsilyl, trideuteriomethyl, trifluoromethyl, cyclopentyl, cyclohexyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, pentadeuteriophenyl, or naphthyl.

[0186] In some embodiments of the present application, the second compound represented by Formula 3 is selected from the structures represented by Formula 3-1, Formula 3-2, Formula 3-3, Formula 3-4, Formula 3-5, Formula 3-6, Formula 3-7, Formula 3-8, Formula 3-9, Formula 3-10, Formula 3-11, Formula 3-12, or Formula 3-13:

[0187]

[0188]

[0189] 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 substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted fluorenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted spirobifluorenyl.

[0190] Optionally, the substituents in Ar8 and Ar9 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, cyclohexyl, adamantyl, phenyl, naphthyl, or trimethylsilyl.

[0191] 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 following groups:

[0192]

[0193] 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 following groups:

[0194]

[0195]

[0196] In some embodiments of the present application, in the second compound represented by Formula 3, L8, L9 and L 10 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted carbazolylene, a substituted or unsubstituted dibenzofuranylene, a substituted or unsubstituted dibenzothiophenylene;

[0197] Optionally, the substituents in L8, L9 and L 10 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a tert-butyl group or a phenyl group.

[0198] In some embodiments of the present application, in the second compound represented by Formula 3, L 10 is selected from a single bond or the group consisting of the following groups:

[0199]

[0200] In some embodiments of the present application, in the second compound represented by Formula 3, L 10 is independently selected from a single bond or the group consisting of the following groups:

[0201]

[0202] Optionally, L8 and L9 are each independently selected from a single bond or the group consisting of the following groups:

[0203]

[0204]

[0205] 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 a single bond or the group consisting of the following groups:

[0206]

[0207] In some embodiments of the present application, in the second compound represented by Formula 3, R d and R e are each independently selected from a methyl group, a phenyl group or a pentadeuterophenyl group.

[0208] Optionally, R d and R e are the same.

[0209] In some embodiments of the present application, in the second compound represented by Formula 3, Y is selected from C(CH3)2, O, S or N(R f ).

[0210] In some embodiments of the present application, in the second compound represented by Formula 3, R9 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl; the substituents in R9 are the same or different and are each independently selected from hydrogen, deuterium, methyl, ethyl, isopropyl, tert-butyl or phenyl.

[0211] In some embodiments of the present application, R 10 and R8 are the same or different and are each independently selected from hydrogen, deuterium, or a group represented by Formula B, and one and only one of said R8 and R 10 is a group represented by Formula B;

[0212] In some embodiments of the present application, R f is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl; the substituents in R f are the same or different and are each independently selected from hydrogen, deuterium, methyl, ethyl, isopropyl, tert-butyl or phenyl.

[0213] In some embodiments of the present application, the first compound is selected from the compounds represented by the following A-1 to A-234:

[0214]

[0215]

[0216]

[0217]

[0218]

[0219]

[0220]

[0221] In some embodiments of the present application, the second compound is selected from the compounds represented by the following B-1 to B-162 and C-1 to C-150:

[0222]

[0223]

[0224]

[0225]

[0226]

[0227]

[0228]

[0229] 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. Generally, based on the weight (mass) of the two compounds, the mass ratio of the first compound to the second compound is from 1:99 to 99:1, preferably from 10:90 to 90:10; preferably from 20:80 to 80:20; more preferably from 30:70 to 70:30; still more preferably from 40:60 to 60:40. Even further, the mass ratio of the host material to the dopant in the organic light-emitting layer is from 90:10 to 99:1.

[0230] In some embodiments of the present application, the mass ratio of the first compound (the compound shown in Formula 1) to the second compound (the compound shown in Formula 2 or Formula 3) in the host of the light-emitting layer of the organic electroluminescent device is from 30:70 to 70:30.

[0231] Optionally, in the host material, the mass ratio of the first compound (Compound of Formula 1) to the second compound (the compound shown in Formula 2 or Formula 3) is 35:65, 40:60, 45:55, 50:50, 55:45, 60:40, 65:35, 70:30, 75:25, 80:20.

[0232] In some embodiments of the present application, the host material and the guest material can be co-evaporated by a multi-source evaporation process, so that the host material and the guest material are uniformly dispersed in the organic light-emitting layer. The doping ratio can be adjusted by controlling the evaporation rate of the host material and the guest material during the evaporation process, or by controlling the evaporation rate ratio of the host material and the guest material.

[0233] Optionally, the organic light-emitting layer can be deposited 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 adjusted 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.

[0234] To obtain the host material mixture, the first compound and the second compound can be placed in an oscillator and mixed to obtain a mixture with the desired weight ratio.

[0235] To form each layer constituting the organic electroluminescent device of the present application, dry film formation methods such as vacuum deposition, sputtering, plasma, ion plating methods, etc., or wet film formation methods such as inkjet printing, nozzle printing, slot die coating, spin coating, dip coating, flow coating methods, etc. can be used.

[0236] In addition, the first compound and the second compound can be subjected to film formation in the methods listed above, usually by co-evaporation method or mixed evaporation method. Co-evaporation is a mixed deposition method in which two or more materials are placed in corresponding individual crucible sources and current is applied to multiple chambers simultaneously to evaporate the materials. Mixed evaporation is a mixed deposition method in which two or more materials are mixed in one crucible source before evaporation and current is applied to the chamber to evaporate the materials.

[0237] In some embodiments of the present application, the organic electroluminescent device is a phosphorescent device.

[0238] In some specific embodiments of the present application, the organic electroluminescent device is a green organic electroluminescent device or a red organic electroluminescent device.

[0239] In a second aspect of the present application, an electronic device is provided, and the organic electroluminescent device described in the first aspect is included in the electronic device.

[0240] In another aspect of the present application, a composition is further provided. The composition includes a first compound and a second compound, and the first compound has the structure shown in Formula 1

[0241]

[0242] X is selected from C(R a R b ), O, S or N(R c );

[0243] R1 and R c are the same or different and are each independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms or a group represented by Formula A;

[0244] R2 and R3 are the same or different and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms or a group represented by Formula A;

[0245] Among R1, R2, R3 and R c there is exactly one group represented by Formula A;

[0246] R a and R b are the same or different, and each independently selected from alkyl groups having 1 to 10 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms;

[0247] Each of L, L1, and L2 is the same or different and is independently selected from a single bond, substituted or unsubstituted arylene groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroarylene groups having 3 to 30 carbon atoms;

[0248] Ar1 and Ar2 are the same or different and are independently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms;

[0249] Said R1, R2, R3, R a , R b , R c , L, L1, L2, Ar1, and Ar2 are the same or different, and each independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 10 carbon atoms, haloalkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, cycloalkyl groups having 3 to 20 carbon atoms, heteroaryl groups having 3 to 20 carbon atoms, deuterated aryl groups having 6 to 20 carbon atoms, haloaryl groups having 6 to 20 carbon atoms, or trialkylsilyl groups having 3 to 12 carbon atoms;

[0250] The second compound has the structure shown in Formula 2 or the structure shown in Formula 3:

[0251]

[0252] Ring Q is a naphthalene ring;

[0253] Ar5 is selected from substituted or unsubstituted dibenzofuranyl groups and substituted or unsubstituted dibenzothiophenyl groups;

[0254] The substituents in Ar5 are each independently selected from deuterium, cyano groups, halogen groups, alkyl groups having 1 to 10 carbon atoms, haloalkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, alkoxy groups having 1 to 10 carbon atoms, alkylthio groups having 1 to 10 carbon atoms, trialkylsilyl groups having 3 to 12 carbon atoms, aryl groups having 6 to 20 carbon atoms, deuterated aryl groups having 6 to 20 carbon atoms, and heteroaryl groups having 3 to 20 carbon atoms;

[0255] Ar4 and Ar6 are the same or different and are each independently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms and substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms;

[0256] L4, L5, and L6 are the same or different and 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;

[0257] The substituents in L4, L5, L6, Ar4, and Ar6 are the same or different and each independently selected from deuterium, a cyano group, 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; optionally, any two adjacent substituents form a saturated or unsaturated 3- to 15-membered ring;

[0258] R5 and R6 are the same or different and each independently selected from deuterium, a cyano group, 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 heteroaryl group having 3 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms; n5 is selected from 0, 1, 2, 3, or 4; n6 is selected from 0, 1, 2, 3, 4, 5, or 6;

[0259]

[0260] Y is selected from C(R d R e ), O, S, or N(R f );

[0261] R9 is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms or a group represented by formula B;

[0262] R f is a substituted or unsubstituted arylene group having 6 to 30 carbon atoms;

[0263] R f The substituents in are the same or different and are each independently selected from hydrogen, deuterium, a cyano group, a halogen group, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 30 carbon atoms, or a group represented by formula B;

[0264] R 10Same as or different from R8, and each independently selected from hydrogen, deuterium, cyano group, halogen group, substituted or unsubstituted aryl group having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, or group represented by formula B;

[0265] And one or two of the substituents of said R8, R9, R 10 And R f Are selected from the group represented by formula B;

[0266] R d And R e Same as or different from each other, and each independently selected from alkyl group having 1 to 10 carbon atoms, substituted or unsubstituted aryl group having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0267] L8, L9 and L 10 Same as or different from each other, and each independently selected from single bond, substituted or unsubstituted arylene group having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0268] Ar8 and Ar9 are same as or different from each other, and each independently selected from substituted or unsubstituted aryl group having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0269] Said R8, R9, R 10 , R d , R e , L8, L9, L 10 , Ar8 and Ar9 have substituents that are same as or different from each other, and each independently selected from deuterium, halogen group, cyano group, alkyl group having 1 to 10 carbon atoms, haloalkyl group having 1 to 10 carbon atoms, deuterated alkyl group having 1 to 10 carbon atoms, cycloalkyl group having 3 to 20 carbon atoms, heteroaryl group having 3 to 20 carbon atoms, deuterated aryl group having 6 to 20 carbon atoms, aryl group having 6 to 20 carbon atoms, trialkylsilyl group having 3 to 12 carbon atoms or triarylsilyl group having 18 to 24 carbon atoms;

[0270] Optionally, in Ar8 and Ar9, any two adjacent substituents form a ring.

[0271] Optionally, the mass ratio of the first compound to the second compound in the composition is from 1:99 to 99:1; preferably from 10:90 to 90:10; preferably from 20:80 to 80:20; more preferably from 30:70 to 70:30, and even more preferably from 40:60 to 60:40.

[0272] In some embodiments, the mass ratio of the first compound (compound of Formula 1) to the second compound (compound shown in Formula 2 or Formula 3) in the composition is from 30:70 to 70:30.

[0273] The present application also provides the use of the light-emitting layer composition in the light-emitting layer of an organic electroluminescent device.

[0274] The present application also provides an organic electroluminescent device comprising the composition.

[0275] The organic electroluminescent device provided by the present application includes an anode and a cathode disposed opposite to each other, a cathode, an anode, and an organic layer. The organic layer includes an organic light-emitting layer, and the organic light-emitting layer includes a first compound and a second compound.

[0276] In some embodiments of the present application, the organic electroluminescent device sequentially includes an anode (for example, an ITO / Ag / ITO substrate), a hole transport layer, a hole adjustment layer, an organic light-emitting layer, an electron transport layer, an electron injection layer, a cathode (for example, a Mg-Ag mixture), and an organic capping layer. The hole transport layer is located between the anode and the organic light-emitting layer, and the hole adjustment layer is located between the hole transport layer and the organic light-emitting layer.

[0277] According to a specific embodiment, as Figure 1 shown, the organic electroluminescent device includes an anode 100, a hole injection layer 310, a first hole transport layer 321, a light-emitting auxiliary layer (also known as a hole auxiliary layer, a hole adjustment layer, an electron blocking layer) 322, an organic light-emitting layer 330, an electron transport layer 340, an electron injection layer 350, and a cathode 200, which are sequentially stacked.

[0278] In the present application, the anode 100 includes an anode material, which is preferably a material having a large work function (work function) that helps hole injection into the functional layer. Specific examples of anode materials include: metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold, or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylenedioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but are not limited thereto. Preferably, it includes a transparent electrode including indium tin oxide (ITO) as the anode.

[0279] In this application, the first hole transport layer or the light-emitting auxiliary layer may each include one or more hole transport materials. The material of the hole transport layer 320 may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, and specifically may be selected from the following compounds or any combination thereof:

[0280]

[0281]

[0282] In one embodiment, the first hole transport layer 321 is composed of HT-1.

[0283] In one embodiment, the light-emitting auxiliary layer 322 is composed of HT-2.

[0284] Optionally, a hole injection layer 310 is further provided between the anode 100 and the hole transport layer 321 to enhance the ability to inject holes into the hole transport layer 321. The hole injection layer 310 may be selected from benzidine derivatives, starburst arylamine compounds, phthalocyanine derivatives, or other materials, and this application does not impose special restrictions thereon. The material of the hole injection layer 310 may, for example, be selected from the following compounds or any combination thereof;

[0285]

[0286] In one embodiment of this application, the hole injection layer 310 is composed of PD and HT-1.

[0287] Optionally, the organic light-emitting layer 330 may include the host material and the guest material. Optionally, the organic light-emitting layer 330 is composed of the host material and the guest material. The holes injected into the organic light-emitting layer 330 and the electrons injected into the organic light-emitting layer 330 can recombine in the organic light-emitting layer 330 to form excitons. The excitons transfer energy to the host material, and the host material transfers energy to the guest material, thereby enabling the guest material to emit light.

[0288] The host material of the organic light-emitting layer 330 includes the first compound and the second compound.

[0289] The guest material of the organic light-emitting layer 330 may be a compound having a condensed aryl ring or its derivative, a compound having a heteroaryl ring or its derivative, an aromatic amine derivative, or other materials, and this application does not impose special restrictions thereon. The guest material is also referred to as a doping material or a dopant. According to the light-emitting type, it can be divided into a fluorescent dopant and a phosphorescent dopant. For example, specific examples of the phosphorescent dopant include, but are not limited to,

[0290]

[0291] In one embodiment of the present application, the organic electroluminescent device is a red organic electroluminescent device. In a more specific embodiment, the host material of the organic light-emitting layer 330 is composed of the first compound and the second compound. The guest material can be, for example, RD.

[0292] In another embodiment, the organic electroluminescent device is a green organic electroluminescent device. In a more specific embodiment, the host material of the organic light-emitting layer 330 is composed of the first compound and the second compound. The guest material can be, for example, fac-Ir(ppy)3.

[0293] The electron transport layer 340 can be a single-layer structure or a multi-layer structure, and it can include one or more electron transport materials. The electron transport materials can be selected from, but not limited to, electron transport materials such as BmPyPhB, LiQ, benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, triazine derivatives, etc. The present application does not make special limitations on this. The material of the electron transport layer 340 contains LiQ and other electron transport materials, and the other electron transport materials can be selected from, but not limited to, the following compounds:

[0294]

[0295]

[0296] In one embodiment of the present application, the electron transport layer 340 is composed of ET-1 and LiQ.

[0297] In the present application, the cathode 200 includes a cathode material, which is a material with a small work function that helps electron injection into the functional layer. Specific examples of the cathode material include, but are not limited to, metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or their alloys; or multi-layer materials such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca. Optionally, a metal electrode containing magnesium and silver is included as the cathode.

[0298] Optionally, an electron injection layer 350 is further provided between the cathode 200 and the electron transport layer 340 to enhance the ability to inject electrons into the electron transport layer 340. The electron injection layer 350 can include inorganic materials such as alkali metal sulfides and alkali metal halides, or can include complexes of alkali metals and organic substances. In one embodiment of the present application, the electron injection layer 350 includes ytterbium (Yb).

[0299] The present application not only provides the organic electroluminescent device including the compound represented by Formula 1 and the compound represented by Formula 2 for the organic light-emitting layer. The present application also provides an electronic device including the organic electroluminescent device of the present application.

[0300] According to one embodiment, as Figure 2 shown, the provided electronic device is electronic device 400. The electronic device 400 can be, for example, a display device, a lighting device, an optical communication device, or other types of electronic devices, and can include, for example, but not limited to, a computer screen, a mobile phone screen, a television, an electronic paper, an emergency lighting lamp, an optical module, etc.

[0301] The following combines synthesis examples to specifically illustrate the synthesis methods of the first compound and the second compound of the present application, but the present application is not limited thereby.

[0302] Synthesis Example

[0303] Those skilled in the art should recognize that the chemical reactions described in the present application can be used to appropriately prepare many heterocyclic compounds of the present application, and other methods for preparing the compounds of the present application are considered to be within the scope of the present application. For example, the synthesis of those non-illustrative compounds according to the present application can be successfully completed by those skilled in the art through modification methods, such as appropriately protecting interfering groups, by using other known reagents in addition to those described in the present application, or making some conventional modifications to the reaction conditions. The compounds for which the synthesis methods are not mentioned in the present application are all raw material products obtained through commercial channels.

[0304] Synthesis of the First Compound:

[0305] Synthesis of Sub-a1:

[0306]

[0307] Under a nitrogen atmosphere, into a 500 mL three-necked flask, RM-1 (18.56 g, 50 mmol), 2,5-dibromonitrobenzene (15.45 g, 55 mmol), tetrakis(triphenylphosphine)palladium (0.58 g, 0.5 mmol), anhydrous sodium carbonate (10.60 g, 100 mmol), toluene (180 mL), anhydrous ethanol (45 mL), and deionized water (45 mL) were successively added. Stirring and heating were started, and the temperature was raised to reflux for reaction for 16 h. After the system was cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried with 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 a yellow solid (14.92 g, yield 67%).

[0308] Referring to the synthesis process of Sub-a1, Reactant A shown in Table 1 was used to replace 2,5-dibromonitrobenzene to synthesize Sub-a2 in Table 1.

[0309] Table 1. Synthesis of Sub-a2

[0310]

[0311]

[0312] Synthesis of Sub-b1:

[0313]

[0314] Under a nitrogen atmosphere, Sub-a1 (22.26 g, 50 mmol), triphenylphosphine (32.78 g, 125 mmol) and o-dichlorobenzene (220 mL) were added to a 500 mL three-necked flask. Stirring and heating were started, and the temperature was raised to reflux for 16 h. After the system was cooled to room temperature, the solvent was distilled off 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 white solid Sub-b1 (15.1 g, yield 73%).

[0315] Referring to the synthesis process of Sub-b1, Reactant B shown in Table 2 was used to replace Sub-a1 to synthesize Sub-b2 in Table 2.

[0316] Table 2. Synthesis of Sub-b2

[0317]

[0318] 1H-NMR of compound Sub-b2: 1H-NMR (400 MHz, CCl2D2) δ ppm: 9.55 (d, 1H), 8.80 (s, 1H), 8.48 (d, 2H), 8.04 (d, 1H), 7.99 (d, 1H), 7.83 (d, 1H), 7.74 (d, 1H), 7.70 - 7.58 (m, 4H), 7.56 - 7.50 (m, 2H).

[0319] Synthesis of Sub-c1:

[0320]

[0321] Under a nitrogen atmosphere, Sub-h3 (20.66 g, 50 mmol), iodobenzene (12.24 g, 60 mmol), copper(I) iodide (1.90 g, 10 mmol), 18-crown-6 (1.32 g, 5 mmol), 1,10-phenanthroline (3.96 g, 20 mmol), potassium carbonate (15.20 g, 110 mmol) and N,N-dimethylformamide (210 mL) were successively added to a 500 mL three-necked flask. The temperature was raised to reflux and the reaction was stirred overnight. After the system was cooled to room temperature, the reaction solution was poured into 500 mL of deionized water, filtered by suction and the filter cake was collected. The filter cake was dissolved in dichloromethane and dried over anhydrous sodium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain a white solid (15.17 g; yield 62%).

[0322] Synthesis of Sub-d1:

[0323]

[0324] Under a nitrogen atmosphere, RM-2 (13.76 g, 50 mmol) and dichloromethane (130 mL) were successively added to a 250 mL three-necked flask. The temperature of the system was cooled to 0 °C, and N-bromosuccinimide (9.35 g, 52.5 mmol) was added in batches. After maintaining the reaction for 6 h, the system was slowly warmed to room temperature. The reaction solution was poured into 250 mL of a saturated aqueous solution of sodium thiosulfate and stirred well for 30 min. It was extracted with dichloromethane (100 mL × 3 times), 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 a white solid (14.0 g; yield 79%).

[0325] Synthesis of Sub-e1:

[0326]

[0327] Under a nitrogen atmosphere, into a 500 mL three-necked flask, Sub-d1 (17.71 g, 50 mmol), 4-chloro-2-fluorophenylboronic acid (9.59 g, 55 mmol), tetrakis(triphenylphosphine)palladium(0) (0.58 g, 0.5 mmol), anhydrous sodium carbonate (10.60 g, 100 mmol), toluene (180 mL), absolute ethanol (45 mL) and deionized water (45 mL) were added in sequence. Stirring and heating were started, and the temperature was raised to reflux for reaction for 16 h. After the system was cooled to room temperature, extraction was carried out with dichloromethane (100 mL × 3 times). The organic phases were combined, dried with 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 a yellow solid (11.31 g, yield 56%).

[0328] Referring to the synthesis process of Sub-e1, using the reactant C shown in Table 3 to replace Sub-d1, Sub-e2 and Sub-e3 in Table 3 were synthesized.

[0329] Table 3. Synthesis of Sub-e2 and Sub-e3

[0330]

[0331] Synthesis of Sub-f1:

[0332]

[0333] Under a nitrogen atmosphere, Sub-e1 (27.25 g, 67.5 mmol) and dry dichloromethane (280 mL) were added into a 500 mL three-necked flask. The temperature of the system was lowered to 0 ± 5 °C, and a dichloromethane solution of boron tribromide (135 mL, 1 M) was added dropwise using a constant pressure dropping funnel. During the dropping process, the temperature was strictly controlled within the range of 0 ± 5 °C. After the dropping was completed, the mixture was kept at 0 ± 5 °C for 2 h, and then the system was allowed to warm up to room temperature naturally and stirred overnight. The system was cooled to -78 °C again, and methanol (11 mL) was slowly added dropwise using a constant pressure dropping funnel to quench the reaction. After the system was warmed up to room temperature, the reaction solution was extracted with dichloromethane (100 mL × 3 times). The organic phase was dried with anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain the white solid product Sub-f1 (17.63 g, yield 67%).

[0334] Referring to the synthesis process of Sub-f1, using the reactant D shown in Table 4 to replace Sub-e1, Sub-f2 and Sub-f3 in Table 4 were synthesized.

[0335] Table 4. Synthesis of Sub-f2 and Sub-f3

[0336]

[0337] Synthesis of Sub-g1:

[0338]

[0339] Under a nitrogen atmosphere, Sub-f1 (19.49 g, 50 mmol), cesium carbonate (32.58 g, 100 mmol) and DMSO (200 mL) were added to a 500 mL three-necked flask. Stirring and heating were started, and the temperature was raised to 80 °C for reaction for 4 h. After the system was cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried over anhydrous 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 a white solid Sub-g1 (16.27 g, yield 88%).

[0340] Referring to the synthesis process of Sub-g1, Reactant E shown in Table 5 was used to replace Sub-f1 to synthesize Sub-g2 and Sub-g3 in Table 5.

[0341] Table 5. Synthesis of Sub-g2 and Sub-g3

[0342]

[0343] Synthesis of Sub-h1:

[0344]

[0345] Under a nitrogen atmosphere, Sub-g1 (18.50 g, 50 mmol), bis(pinacolato)diboron (14.0 g, 55 mmol), potassium acetate (10.8 g, 110 mmol) and 1,4-dioxane (160 mL) were successively added to a 500 mL three-necked flask. Stirring and heating were started. When the system temperature reached 40 °C, tris(dibenzylideneacetone)dipalladium (Pd2(dba)3, 0.46 g, 0.50 mmol) and 2-(dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl (XPhos, 0.48 g, 1.0 mmol) were quickly added. The temperature was further raised 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 it was stirred well for 30 min. Then, it was filtered under reduced pressure. The filter cake was washed with deionized water until neutral, and then rinsed with 100 mL of absolute ethanol to obtain a gray solid. The crude product was slurried once with n-heptane, then dissolved in 200 mL of toluene and passed through a silica gel column to remove the catalyst. After concentration, a white solid Sub-h1 (14.76 g, yield 64%) was obtained.

[0346] Referring to the synthesis process of Sub-h1, Reactant F shown in Table 6 was used to replace Sub-g1 to synthesize Sub-h2 and Sub-h3 in Table 6.

[0347] Table 6. Synthesis of Sub-h2 and Sub-h3

[0348]

[0349] Synthesis of Compound A-1:

[0350]

[0351] Under a nitrogen atmosphere, into a 250 mL three-necked flask, successively add Sub-h1 (12.10 g, 26.25 mmol), RM-3 (7.94 g, 25 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). Start stirring and heating, and raise the temperature to reflux for 16 h. After the system cools to room temperature, extract with dichloromethane (100 mL × 3 times), combine the organic phases, dry over anhydrous magnesium sulfate, filter, and then distill off the solvent under reduced pressure to obtain the crude product. Use dichloromethane / n-heptane as the mobile phase to purify the crude product by silica gel column chromatography to obtain a white solid (10.0 g, yield 65%, m / z = 617.20 [M+H] + )

[0352] Referring to the synthesis process of Compound A-1, use Reactant G shown in Table 7 to replace Sub-h1 and Reactant H to replace RM-3 to synthesize the compounds of the present application in Table 7

[0353] Table 7: Synthesis of the First Compounds of the Present Application

[0354]

[0355]

[0356]

[0357]

[0358] Synthesis of Compound A-192:

[0359]

[0360] To a 1000 mL three-necked flask, Sub-b2 (16.72 g, 50 mmol), RM-4 (26.84 g, 75 mmol) and dry DMF (400 mL) were added successively. The system was cooled to -10 °C, and sodium hydride (60% content, 2.2 g, 55 mmol) was quickly added, and the mixture was stirred overnight. The reaction solution was poured into 500 mL of deionized water, stirred well for 30 min, filtered by suction, the filter cake was washed with deionized water until neutral, and then rinsed with absolute ethanol (200 mL) to obtain the crude product; the crude product was recrystallized from toluene to obtain a white solid compound 1 (23.90 g, yield 73%; m / z = 656.20 [M+H] + ).

[0361] Referring to the synthesis process of compound A-192, the reactant J shown in Table 8 was used to replace RM-4 to synthesize the first compound of this application in Table 8.

[0362] Table 8: Synthesis of some first compounds of this application

[0363]

[0364]

[0365] Synthesis of the second compound:

[0366] Synthesis of Sub-j1:

[0367]

[0368] Under a nitrogen atmosphere, RM-5 (18.62 g, 50 mmol), 3-aminodibenzofuran (9.16 g, 50 mmol), tris(dibenzylideneacetone)dipalladium (0.916 g, 1 mmol), (2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl) (XPhos, 0.95 g, 2 mmol), sodium tert-butoxide (9.61 g, 100 mmol) and toluene (180 mL) were added successively to a 500 mL three-necked flask, heated to reflux, and stirred overnight; after the system was cooled to room temperature, the reaction solution was poured into 250 mL of deionized water, stirred well for 30 min, filtered by suction, the filter cake was washed with deionized water until neutral, and then rinsed with absolute ethanol (100 mL); the filter cake was recrystallized from toluene to obtain a gray-green solid (19.70 g; yield 83%).

[0369] Referring to the synthesis process of Sub-j1, the reactant K shown in Table 9 was used to replace RM-5, and the reactant L was used to replace 3-aminodibenzofuran to synthesize Sub-j2 to Sub-j22.

[0370] Table 9: Synthesis of Sub-j2 to Sub-j22

[0371]

[0372]

[0373] Synthesis of Compound B-11:

[0374]

[0375] Under a nitrogen atmosphere, Sub-j1 (11.86 g, 25 mmol), RM-6 (7.78 g, 27.5 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.46 g, 0.5 mmol), 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (Sphos, 0.41 g, 1 mmol), sodium tert-butoxide (4.80 g, 50 mmol) and xylene (120 mL) were successively added to a 250 mL three-necked flask. The temperature was raised to reflux and the reaction was stirred overnight. After the system was cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried over anhydrous 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 white solid Compound B-11 (13.36 g, yield 79%, m / z = 677.26 [M+H] + )

[0376] Referring to the synthesis process of Compound B-11, Reactant M shown in Table 10 was used to replace Sub-j1, and Reactant N was used to replace RM-6 to synthesize some of the second compounds of the present application in Table 10.

[0377] Table 10: Synthesis of the Second Compounds of the Present Application

[0378]

[0379]

[0380]

[0381]

[0382] 1H NMR of Compound A-199: 1H-NMR(400MHz,CD2Cl2)δppm: 9.75(d, 1H), 9.39(d, 2H), 9.25(d, 1H), 8.88 - 8.82(m, 3H), 8.50(d, 2H), 8.23(t, 2H), 8.18(s, 1H), 8.14(d, 1H), 8.07(d, 1H), 7.95(d, 1H), 7.90(d, 1H), 7.82 - 7.60(m, 10H), 7.52(t, 2H), 7.42(t, 1H).

[0383] 1H-NMR of Compound B-18: 1 H-NMR(400MHz, CCl2D2)δppm: 8.76(d, 1H), 8.54(d, 1H), 7.99(d, 1H), 7.87(d, 1H), 7.80(t, 2H), 7.70(t, 1H), 7.59 - 7.20(m, 27H).

[0384] 1H-NMR of Compound B-14: 1 H-NMR(400MHz, CD2Cl2)δppm: 8.76(d, 1H), 8.44(d, 1H), 7.99(d, 1H), 7.84(d, 1H), 7.79(d, 1H), 7.74 - 7.66(m, 2H), 7.56 - 7.40(m, 8H), 7.38 - 7.26(m, 6H), 7.20 - 7.11(m, 5H), 7.09 - 6.97(m, 5H), 6.93 - 6.83(m, 3H).

[0385] Preparation and Evaluation of Organic Electroluminescent Devices:

[0386] Example 1: Preparation of Red Organic Electroluminescent Device

[0387] First, the anode pretreatment is carried out through the following process: On the ITO / Ag / ITO substrate with sequential thicknesses of , surface treatment is performed using ultraviolet ozone and O2:N2 plasma to increase the work function of the anode, and the surface of the ITO substrate is cleaned with an organic solvent to remove impurities and oil stains on the surface of the ITO substrate.

[0388] On the experimental substrate (anode), PD:HT-1 is co-evaporated at a deposition rate ratio of 3%:97% to form a hole injection layer (HIL) with a thickness of , and then HT-1 is vacuum-evaporated on the hole injection layer to form the first hole transport layer with a thickness of .

[0389] Compound HT-2 is vacuum-evaporated on the first hole transport layer to form a layer with a thickness of The light-emitting auxiliary layer.

[0390] Next, on the light-emitting auxiliary layer, a red light-emitting layer is prepared by co-evaporation using compound A-1 as the first host, compound C-3 as the second host, and RD as the dopant. Among them, the first host: the second host are mixed evenly according to a weight ratio of 50:50 to obtain a composition; the composition of the host material: RD is co-evaporated at a deposition rate ratio of 98%:2% to form a red light-emitting layer with a thickness of the red light-emitting layer (EML).

[0391] On the light-emitting layer, compound ET-1 and LiQ are co-evaporated at a deposition rate ratio of 1:1 to form a thick electron transport layer (ETL), and Yb is evaporated on the electron transport layer to form an electron injection layer (EIL) with a thickness of Then, magnesium (Mg) and silver (Ag) are mixed at a deposition rate ratio of 1:9 and vacuum-evaporated on the electron injection layer to form a cathode with a thickness of the cathode.

[0392] In addition, a CP with a thickness of is vacuum-evaporated on the above-mentioned cathode, thus completing the fabrication of the red organic light-emitting device.

[0393] Examples 2 to 29

[0394] Except that when fabricating the light-emitting layer, the compound combinations in Table 11 below are used to replace the compound combinations in Example 1, an organic light-emitting device is prepared using the same method as in Example 1.

[0395] Comparative Examples 1 to 3

[0396] Except that when fabricating the light-emitting layer, the light-emitting layer host combinations in Table 11 below are used to replace the compound A-1 and C-3 combinations in Example 1 respectively, an organic light-emitting device is prepared using the same method as in Example 1.

[0397] Among them, when preparing each of the examples and comparative examples, the structures of the compounds used are as follows:

[0398]

[0399] The red organic light-emitting devices prepared in Examples 1 to 29 and Comparative Examples 1 to 3 are subjected to performance tests. Specifically, the IVL performance of the devices is tested under the condition of 10 mA / cm 2 The T95 device lifetime is tested under the condition of 20 mA / cm 2 The test results are shown in Table 11.

[0400] Table 11

[0401]

[0402]

[0403]

[0404] As can be seen from Table 11 above, when the first compound and the second compound of the present invention are used as the host materials of the light-emitting layer of the organic electroluminescent device, compared with Comparative Examples 1-3, the device efficiency is increased by at least 11.7%, and the lifetime is increased by at least 11.8%.

[0405] This experimental result verifies that there is a relatively well-matched first triplet energy level value and energy transfer property between the first compound of the present application and the two second compounds of arylamine type. Compared with the parent nucleus types of compounds N1, N2, and N3 in Comparative Examples 1-3, the parent nucleus fusion mode of the first compound of the present application can better improve the carrier transport ability and energy transfer ability of the electron-transporting host material (the first compound). Further, when the heteroatom in the parent nucleus of the first compound is an oxygen atom, the performance of the first compound when paired with the second compound is better than that when the heteroatom is a nitrogen atom, and the device can achieve a longer service life and better luminous efficiency.

[0406] The preferred embodiments of the present invention have been described in detail above in conjunction with the accompanying drawings. However, the present invention is not limited to the specific details in the above embodiments. Within the scope of the technical concept of the present invention, various simple modifications can be made to the technical solutions of the present invention, and these simple modifications all fall within the protection scope of the present invention.

Claims

1. An organic electroluminescent device, comprising a cathode, an anode, and an organic layer; Among them, The cathode and the anode are disposed 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 represented by Formula 1: X is selected from C(R a R b ), O, S or N(R c ); R1 and R c are the same or different and each independently is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms or a group represented by formula A; R2 and R3 are the same or different and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, or a group represented by Formula A; Among the R1, R2, R3 and R c only one is the group represented by Formula A; R a and R b are the same or different and each independently selected from an alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; Each of L, L1, and L2 is the same or different and is 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 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; The substituents in R1, R2, R3, R a , R b , R c , L, L1, L2, Ar1 and Ar2 are the same or different and are each independently selected from deuterium, a halogen group, a cyano 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 cycloalkyl group having 3 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms or a trialkylsilyl group having 3 to 12 carbon atoms; Among them, represents a chemical bond connecting with other groups; The second compound has a structure represented by Formula 2 or a structure represented by Formula 3: Ring Q is a naphthalene ring; Ar5 is selected from a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group; The substituents in Ar5 are each independently selected from deuterium, a cyano group, 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, 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; 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; 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, a cyano group, 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; R5 and R6 are the same or different and 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, triphenylsilyl, an 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; n5 is selected from 0, 1, 2, 3 or 4; n6 is selected from 0, 1, 2, 3, 4, 5 or 6; Y is selected from C(R d R e ), O, S or N(R f ); R9 is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms or a group represented by formula B; R f is an arylene group having 6 to 30 carbon atoms which is substituted or unsubstituted; R f The substituents in it are the same or different and are each independently selected from hydrogen, deuterium, cyano, halogen groups, alkyl groups having 1 to 10 carbon atoms, aryl groups having 6 to 30 carbon atoms, or groups represented by formula B; R 10 identical to or different from R8, and each independently selected from hydrogen, deuterium, cyano, a halogen group, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, or a group represented by formula B; and the substituent of said R f , R8, R9 and R 10 one or two of which are selected from the groups shown in Formula B; R d and R e are the same or different and are each independently selected from an alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; L8, L9, and L 10 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; Ar8 and Ar9 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; The substituents in R8, R9, R 10 , R d , R e , L8, L9, L 10 , Ar8 and Ar9 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms or a triarylsilyl group having 18 to 24 carbon atoms.

2. The organic electroluminescent device according to claim 1, wherein In the second compound represented by formula 2, any two adjacent substituents among L4, L5, L6, Ar4 and Ar6 form a saturated or unsaturated 3- to 15-membered ring.

3. The organic electroluminescent device according to claim 1, wherein In the second compound represented by formula 3, any two adjacent substituents among Ar8 and Ar9 form a ring.

4. The organic electroluminescent device according to any one of claims 1-3, wherein, In the first compound represented by formula 1, L, L1 and L2 are the same or different and each independently selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted fluorenylene, a substituted or unsubstituted phenanthrylene, a substituted or unsubstituted dibenzothiophenylene, a substituted or unsubstituted dibenzofuranylene or a substituted or unsubstituted carbazolylene.

5. The organic electroluminescent device according to claim 4, wherein, In the first compound represented by formula 1, the substituents in L, L1 and L2 are the same or different and each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteriomethyl, trimethylsilyl, pentadeuteriophenyl or phenyl.

6. 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 each independently selected from a single bond or the group consisting of the following groups:

7. The organic electroluminescent device according to claim 6, wherein, In the first compound represented by formula 1, L is selected from a single bond or the group consisting of the following groups:

8. The organic electroluminescent device according to any one of claims 1-3, wherein, 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 phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted phenanthryl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted triphenylene, a substituted or unsubstituted pyridyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl.

9. The organic electroluminescent device according to claim 8, wherein, In the first compound represented by formula 1, the substituents in Ar1 and Ar2 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, cyclohexyl, trifluoromethyl, trideuteriomethyl, trimethylsilyl or phenyl.

10. The organic electroluminescent device according to any one of claims 1-3, wherein, In the first compound represented by formula 1, Ar1 and Ar2 are the same or different and each independently selected from the following groups:

11. The organic electroluminescent device according to any one of claims 1-3, wherein, In the first compound represented by Formula 1, R c is selected from a substituted or unsubstituted phenyl group or a group represented by Formula A, and the substituents in R c are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl or phenyl; R2 and R3 are the same or different and are each independently selected from hydrogen, deuterium or a group represented by formula A; and only one of R2, R3 and R c is a group represented by formula A.

12. The organic electroluminescent device according to claim 11, wherein, In the first compound shown in Formula 1, R1 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl; The substituents in R1 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl or phenyl.

13. The organic electroluminescent device according to claim 11, wherein, In the first compound shown in Formula 1, X is selected from C(CH3)2, O, S or N(R c ).

14. The organic electroluminescent device according to any one of claims 1 to 3, wherein, In the second compound shown in Formula 2, Ar4 and Ar6 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 phenanthryl, substituted or unsubstituted triphenylene, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted benzothiazolyl.

15. The organic electroluminescent device according to claim 14, wherein, In the second compound shown in Formula 2, the substituents in Ar4 and Ar6 are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, triphenylsilyl, trideuteriomethyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl, dibenzofuranyl, dibenzothiophenyl or carbazolyl.

16. The organic electroluminescent device according to claim 1 or 3, wherein, In the second compound shown in Formula 2, Ar4 and Ar6 are each independently selected from the following groups:

17. The organic electroluminescent device according to claim 16, wherein, In the second compound shown in Formula 2, Ar5 is selected from the following groups:

18. The organic electroluminescent device according to any one of claims 1-3, wherein, In the second compound shown in Formula 2, L4, L5 and L6 are each independently selected from a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted fluorenylene, substituted or unsubstituted phenanthrylene, substituted or unsubstituted anthrylene, substituted or unsubstituted carbazolylene, substituted or unsubstituted dibenzothiophenylene, substituted or unsubstituted dibenzofuranylene.

19. The organic electroluminescent device according to claim 18, wherein, In the second compound shown in Formula 2, the substituents in L4, L5 and L6 are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, trideuteriomethyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl or naphthyl.

20. The organic electroluminescent device according to claim 1 or 3, wherein, In the second compound shown in Formula 2, L4, L5 and L6 are each independently selected from a single bond or the group consisting of the following groups:

21. The organic electroluminescent device according to any one of claims 1-3, wherein, In the second compound shown in Formula 3, Ar8 and Ar9 are the same or different and are each independently selected from substituted or unsubstituted terphenyl, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted fluorenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted spirobifluorenyl.

22. The organic electroluminescent device according to claim 21, wherein, In the second compound shown in Formula 3, the substituents in the Ar8 and Ar9 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, cyclohexyl, adamantyl, phenyl, naphthyl or trimethylsilyl.

23. The organic electroluminescent device according to claim 1 or 2, wherein, In the second compound shown in Formula 3, Ar8 and Ar9 are the same or different and are each independently selected from the following groups:

24. The organic electroluminescent device according to any one of claims 1-3, wherein, In the second compound shown in Formula 3, L8, L9, and L 10 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted carbazolylene, a substituted or unsubstituted dibenzofuranylene, and a substituted or unsubstituted dibenzothiophenylene.

25. The organic electroluminescent device according to claim 24, wherein, In the second compound shown in Formula 3, the substituents in L8, L9 and L 10 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a tert-butyl group or a phenyl group.

26. The organic electroluminescent device according to any one of claims 1-3, wherein, In the second compound shown in Formula 3, L 10 is selected from the group consisting of a single bond or the following groups:

27. The organic electroluminescent device according to claim 26, wherein, In the second compound represented by Formula 3, L8 and L9 each independently selected from the group consisting of a single bond or the following groups:

28. The organic electroluminescent device according to any one of claims 1-3, wherein, In the second compound shown in Formula 3, R 10 and R8 are the same or different and are each independently selected from hydrogen, deuterium, or a group represented by Formula B, and only one of said R8 and R 10 is a group represented by Formula B.

29. The organic electroluminescent device according to claim 28, wherein, In the second compound shown in Formula 3, R f is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, and the substituents in R f are the same or different and are each independently selected from hydrogen, deuterium, methyl, ethyl, isopropyl, tert-butyl, or phenyl.

30. The organic electroluminescent device according to claim 28, wherein, In the second compound represented by Formula 3, R9 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, and the substituents in R9 are the same or different and are each independently selected from hydrogen, deuterium, methyl, ethyl, isopropyl, tert-butyl or phenyl.

31. The organic electroluminescent device according to claim 28, wherein, In the second compound represented by Formula 3, Y is selected from C(CH3)2, O, S or N(R f ).

32. The organic electroluminescent device according to any one of claims 1 to 3, wherein, The first compound is selected from the group consisting of the following compounds:

33. The organic electroluminescent device according to claim 32, wherein, The second compound is selected from the group consisting of the following compounds:

34. An electronic device, characterized in that, An organic electroluminescent device comprising any one of claims 1 to 33.

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