An organic electroluminescent device and an electronic device

Abstract

The present application provides an organic electroluminescent device and an electronic device, belonging to the technical field of organic electroluminescence. The organic electroluminescent device provided by the present application includes: an anode and a cathode; a light-emitting layer is disposed between the cathode and the anode; a hole transport layer is disposed between the anode and the light-emitting layer; a hole auxiliary layer is disposed between the hole transport layer and the light-emitting layer; wherein, the light-emitting layer includes a first compound; and the hole auxiliary layer includes a second compound; the first compound is represented by Chemical Formula I: the second compound is represented by Chemical Formula II:

Description

Technical Field

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

[0002] In recent years, organic electroluminescent devices (OLEDs) have received extensive attention as the next-generation flat panel display technology. Compared with liquid crystal displays (LCDs), OLEDs have a wider color gamut, higher contrast ratio, wider temperature adaptation range, faster response time, and can achieve flexible display, etc.

[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 injected into the light-emitting layer from the anode and the cathode respectively. 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 too high driving voltage, too low luminous efficiency, or too short lifespan, etc. These all affect the application fields of the electroluminescent devices. Therefore, it is still necessary to conduct further research in this field to improve the performance of organic electroluminescent devices.

[0005] It should be noted that the information disclosed in the above background art section is only used to enhance the understanding of the background of the present application, and thus may include information that does not constitute the prior art known to those of ordinary skill in the art. Summary of the Invention

[0006] The purpose of the present application is to overcome the deficiencies in the above prior art, and to provide an organic electroluminescent device and an electronic device, which can improve the luminous efficiency and extend the lifespan of the device.

[0007] To achieve the above invention purpose, the present application adopts the following technical solutions:

[0008] According to the first aspect of the present application, there is provided an organic electroluminescent device, including: an anode, a cathode; a light-emitting layer is disposed between the cathode and the anode;

[0009] A hole transport layer is disposed between the anode and the light-emitting layer;

[0010] A hole injection layer is disposed between the hole transport layer and the light-emitting layer;

[0011] Wherein, the light-emitting layer includes a first compound;

[0012] And the hole injection layer includes a second compound;

[0013] The first compound is represented by Chemical Formula I:

[0014]

[0015] Wherein, represents a chemical bond, A and B 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, Formula I-1 or Formula I-2, and at least one of A and B is selected from Formula I-1 or Formula I-2;

[0016] U1, U2 and U3 are the same or different, and are each independently selected from N or C(R), and at least one of U1, U2 and U3 is N;

[0017] Each of R, R1, R2, R3, R4, R5 is independently selected from hydrogen, deuterium, a halogen group, a cyano group, an aryl group having 6 to 12 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms;

[0018] n1 represents the number of substituents R1, n1 is selected from 1, 2 or 3, and when n1 is greater than 1, any two R1 are the same or different;

[0019] n2 represents the number of substituents R2, n2 is selected from 1, 2, 3 or 4, and when n2 is greater than 1, any two R2 are the same or different, and optionally, any two adjacent R2 form a ring;

[0020] n3 represents the number of substituents R3, n3 is selected from 1, 2, 3 or 4, and when n3 is greater than 1, any two R3 are the same or different;

[0021] n4 represents the number of substituents R4, n4 is selected from 1 or 2, and when n4 is greater than 1, any two R4 are the same or different;

[0022] n5 represents the number of substituents R5, n5 is selected from 1, 2, 3 or 4, and when n5 is greater than 1, any two R5 are the same or different;

[0023] X is selected from S or O;

[0024] L, L1, L2, L3 and L4 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;

[0025] 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 and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0026] The substituents in A, B, L, L1, L2, L3, L4, Ar1 and Ar2 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, a heteroaryl group having 3 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a heterocycloalkyl group having 2 to 10 carbon atoms, and an alkoxy group having 1 to 10 carbon atoms;

[0027] Optionally, in Ar1 and Ar2, any two adjacent substituents form a ring;

[0028] The second compound is represented by Chemical Formula II:

[0029]

[0030] Wherein, represents a chemical bond,

[0031] L5 is selected from a single bond and a substituted or unsubstituted arylene group having 6 to 20 carbon atoms;

[0032] Ar5 is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 12 to 18 carbon atoms;

[0033] Each of R6, R7, R8, R9, R 10 、R 11 is independently selected from hydrogen, deuterium, a halogen group, a cyano group, an aryl group having 6 to 12 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, and a cycloalkyl group having 3 to 10 carbon atoms;

[0034] n6 represents the number of substituents R6, and n6 is selected from 1, 2, 3 or 4. When n6 is greater than 1, any two R6 are the same or different;

[0035] n7 represents the number of substituents R7, and n7 is selected from 1, 2 or 3. When n7 is greater than 1, any two R7 are the same or different;

[0036] n8 represents the number of substituents R8, n8 is selected from 1, 2, 3 or 4, and when n8 is greater than 1, any two R8s are the same or different;

[0037] n9 represents the number of substituents R9, n9 is selected from 1, 2, 3 or 4, and when n9 is greater than 1, any two R9s are the same or different;

[0038] n 10 represents the number of substituents R 10 , n 10 is selected from 1, 2, 3 or 4, and when n 10 is greater than 1, any two R 10 are the same or different;

[0039] n 11 represents the number of substituents R 11 , n 11 is selected from 1, 2, 3 or 4, and when n 11 is greater than 1, any two R 11 are the same or different;

[0040] For the L5, the substituents in Ar5 are the same or different, and are independently selected from deuterium, a halogen group, a cyano group, a heteroaryl group having 3 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a heterocycloalkyl group having 2 to 10 carbon atoms, and an alkoxy group having 1 to 10 carbon atoms.

[0041] The present application aims to provide an organic electroluminescent device, which improves the performance of the organic electroluminescent device by using a specific hole auxiliary layer compound and a specific light-emitting layer material. Such a device combination can further reduce the energy level barrier between the hole transport layer and the organic light-emitting layer, improve the efficiency of injecting holes into the organic light-emitting layer, and can also reduce the driving voltage of the organic electroluminescent device, and improve the light-emitting efficiency and lifespan of the organic electroluminescent device.

[0042] According to the second aspect of the present application, there is provided an electronic device including the above-mentioned organic electroluminescent device.

[0043] It should be understood that the above general description and the following detailed description are only exemplary and explanatory, and do not limit the present application. BRIEF 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] In the drawings:

[0046] Figure 1 It is a schematic structural diagram of an embodiment of the organic electroluminescent device of the present application.

[0047] Figure 2 It is a schematic structural diagram of an electronic device of an embodiment of the present application.

[0048] Description of Reference Numerals

[0049] 100, anode; 200, cathode; 300, functional layer; 310, hole injection layer; 320, hole transport layer; 321, hole transport layer; 322, hole auxiliary layer; 330, organic electroluminescent layer; 340, hole blocking layer; 350, electron transport layer; 360, electron injection layer; 400, electronic device. Detailed Embodiments

[0050] Example embodiments will now be described more fully with reference to the accompanying drawings. However, the example 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 comprehensive, and will fully convey the concept of the example embodiments to those skilled in the art. The described features, structures, or characteristics may be combined in any suitable manner in one or more embodiments. In the following description, numerous specific details are provided to give a thorough understanding of the embodiments of the present application.

[0051] In the figures, for clarity, the thickness of regions and layers may be exaggerated. The same reference numerals in the figures denote the same or similar structures, and thus their detailed description will be omitted.

[0052] The described features, structures, or characteristics may be combined in any suitable manner in one or more embodiments. In the following description, numerous specific details are provided to give a thorough understanding of the embodiments of the present application. However, those skilled in the art will realize that the technical solutions of the present application can be practiced without one or more of the specific details, or other methods, components, materials, etc. may be employed. In other cases, well-known structures, materials, or operations are not shown or described in detail to avoid obscuring the main technical concepts of the present application.

[0053] The present application provides an organic electroluminescent device, comprising: an anode, a cathode; a light-emitting layer is disposed between the cathode and the anode;

[0054] A hole transport layer is disposed between the anode and the light-emitting layer;

[0055] A hole auxiliary layer is disposed between the hole transport layer and the light-emitting layer;

[0056] Among them, the light-emitting layer includes a first compound;

[0057] and the hole auxiliary layer includes a second compound;

[0058] The first compound is represented by Chemical Formula I;

[0059]

[0060] Among them, represents a chemical bond, A and B 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, Formula I-1 or Formula I-2, and at least one of A and B is selected from Formula I-1 or Formula I-2;

[0061] U1, U2 and U3 are the same or different, and are each independently selected from N or C(R), and at least one of U1, U2 and U3 is N;

[0062] Each of R, R1, R2, R3, R4, R5 is independently selected from hydrogen, deuterium, a halogen group, a cyano group, an aryl group having 6 to 12 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms;

[0063] n1 represents the number of substituents R1, n1 is selected from 1, 2 or 3, and when n1 is greater than 1, any two R1 are the same or different;

[0064] n2 represents the number of substituents R2, n2 is selected from 1, 2, 3 or 4, and when n2 is greater than 1, any two R2 are the same or different, and optionally, any two adjacent R2 form a ring;

[0065] n3 represents the number of substituents R3, n3 is selected from 1, 2, 3 or 4, and when n3 is greater than 1, any two R3 are the same or different;

[0066] n4 represents the number of substituents R4, n4 is selected from 1 or 2, and when n4 is greater than 1, any two R4 are the same or different;

[0067] n5 represents the number of substituents R5, n5 is selected from 1, 2, 3 or 4, and when n5 is greater than 1, any two R5 are the same or different;

[0068] X is selected from S or O;

[0069] L, L1, L2, L3 and L4 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, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0070] Ar1 and Ar2 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;

[0071] The substituents in A, B, L, L1, L2, L3, L4, Ar1 and Ar2 are the same or different and are each independently selected from deuterium, halogen groups, cyano groups, heteroaryl groups having 3 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms, trialkylsilyl groups having 3 to 12 carbon atoms, alkyl groups having 1 to 10 carbon atoms, haloalkyl groups having 1 to 10 carbon atoms, cycloalkyl groups having 3 to 10 carbon atoms, heterocycloalkyl groups having 2 to 10 carbon atoms, and alkoxy groups having 1 to 10 carbon atoms;

[0072] Optionally, in Ar1 and Ar2, any two adjacent substituents form a ring;

[0073] The second compound is represented by Chemical Formula II:

[0074]

[0075] wherein, represents a chemical bond,

[0076] L5 is selected from a single bond and substituted or unsubstituted arylene groups having 6 to 20 carbon atoms;

[0077] Ar5 is selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms and substituted or unsubstituted heteroaryl groups having 12 to 18 carbon atoms;

[0078] Each of R6, R7, R8, R9, R 10 、R 11 is independently selected from hydrogen, deuterium, halogen groups, cyano groups, aryl groups having 6 to 12 carbon atoms, heteroaryl groups having 5 to 12 carbon atoms, alkyl groups having 1 to 5 carbon atoms, haloalkyl groups having 1 to 5 carbon atoms, and cycloalkyl groups having 3 to 10 carbon atoms;

[0079] n6 represents the number of substituents R6, n6 is selected from 1, 2, 3 or 4, and when n6 is greater than 1, any two R6 are the same or different;

[0080] n7 represents the number of substituents R7, n7 is selected from 1, 2 or 3, and when n7 is greater than 1, any two R7 are the same or different;

[0081] n8 represents the number of substituents R8, n8 is selected from 1, 2, 3 or 4, and when n8 is greater than 1, any two R8 are the same or different;

[0082] n9 represents the number of substituents R9, n9 is selected from 1, 2, 3 or 4, and when n9 is greater than 1, any two R9s can be the same or different;

[0083] n 10 represents the number of substituents R 10 , n 10 is selected from 1, 2, 3 or 4, and when n 10 is greater than 1, any two Rs 10 can be the same or different;

[0084] n 11 represents the number of substituents R 11 , n 11 is selected from 1, 2, 3 or 4, and when n 11 is greater than 1, any two Rs 11 can be the same or different;

[0085] The substituents in L5 and Ar5 can be the same or different and are each independently selected from deuterium, a halogen group, a cyano group, a heteroaryl group having 3 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a heterocycloalkyl group having 2 to 10 carbon atoms, and an alkoxy group having 1 to 10 carbon atoms.

[0086] In this application, the description methods "each independently selected from" and "each separately independently selected from" 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 mean that within the same group, the specific options expressed between the same symbols do not affect each other. For example, " wherein each q is independently 0, 1, 2 or 3, and each R" is independently selected from hydrogen, deuterium, fluorine, 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 for each R" do not affect each other; in formula Q-2, each benzene ring of the biphenyl has q substituents R", 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 for each R" do not affect each other.

[0087] In this application, the terms "optionally" and "optionally" mean that the subsequent described event or circumstance can occur but is not necessarily required to occur, and this description includes the occasions where this thing or circumstance occurs or does not occur. For example, "Optionally, two adjacent substituents form a ring;" means that these two substituents can form a ring but are not necessarily required to form a ring, including the scenario where two adjacent substituents form a ring and the scenario where two adjacent substituents do not form a ring.

[0088] In the present application, in the case of "any two adjacent substituents form a ring", "any adjacent" may include having two substituents on the same atom, and may also include having one substituent on each of two adjacent atoms; wherein, when there are two substituents on the same atom, the two substituents may form a saturated or unsaturated ring with the atom to which they are commonly attached; when there is one substituent on each of two adjacent atoms, the two substituents may be fused into a ring. For example, when Ar1 has 2 or more substituents, when any two adjacent substituents form a ring, it may be a 5- to 13-membered ring with saturated or unsaturated carbon atoms, such as: benzene ring, naphthalene ring, fluorene ring, phenanthrene ring, anthracene ring, cyclopentane, cyclohexane, adamantane, and so on.

[0089] In the present application, a term such as "substituted or unsubstituted" means that the functional group described after this term may have 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, may be, for example, deuterium, a halogen group, a cyano group, a heteroaryl having 3 to 20 carbon atoms, an aryl having 6 to 20 carbon atoms, a trialkylsilyl having 3 to 12 carbon atoms, an alkyl having 1 to 10 carbon atoms, a haloalkyl having 1 to 10 carbon atoms, a cycloalkyl having 3 to 10 carbon atoms, a heterocycloalkyl having 2 to 10 carbon atoms, an alkoxy having 1 to 10 carbon atoms. In the present application, a "substituted" functional group may be substituted by one or more than 2 substituents among the above-mentioned Rc; when two substituents Rc are connected to the same atom, the two substituents Rc may exist independently or be connected to each other to form a spiro ring with the atom; when there are two adjacent substituents Rc on the functional group, the two adjacent substituents Rc may exist independently or be fused into a ring with the functional group to which they are attached.

[0090] In the present application, the number of carbon atoms of a substituted or unsubstituted functional group refers to all the carbon atoms. For example, if L is selected from a substituted arylene having 12 carbon atoms, then the total number of carbon atoms of the arylene and the substituents thereon is 12. For example: If Ar1 is then its number of carbon atoms is 15; if L1 is its number of carbon atoms is 12.

[0091] In the present application, "alkyl" may include straight-chain alkyl or branched-chain alkyl. The alkyl may have 1 to 10 carbon atoms. In the present application, a numerical range such as "1 to 10" means each integer within the given range; for example, "1 to 10 carbon atoms" means an alkyl that may contain 1 carbon atom, 2 carbon atoms, 3 carbon atoms, 4 carbon atoms, 5 carbon atoms, 6 carbon atoms, 7 carbon atoms, 8 carbon atoms, 9 carbon atoms, or 10 carbon atoms. In addition, the alkyl may be substituted or unsubstituted.

[0092] Preferably, the alkyl is selected from alkyls having 1 to 5 carbon atoms. Specific examples include, but are not limited to, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, and pentyl.

[0093] In the present application, cycloalkyl refers to a saturated hydrocarbon containing an alicyclic structure, including monocyclic and fused-ring structures. The cycloalkyl may have 3 to 10 carbon atoms. A numerical range such as "3 to 10" means each integer within the given range; for example, "3 to 10 carbon atoms" means a cycloalkyl that may contain 3 carbon atoms, 4 carbon atoms, 5 carbon atoms, 6 carbon atoms, 7 carbon atoms, 8 carbon atoms, 9 carbon atoms, or 10 carbon atoms. In addition, the cycloalkyl may be substituted or unsubstituted. For example, cyclohexyl.

[0094] In the present application, aryl refers to an optionally functionalized or substituted group derived from an aromatic carbocyclic ring. The aryl may be a monocyclic aryl (e.g., phenyl) or a polycyclic aryl. In other words, the aryl may be a monocyclic aryl, a fused-ring aryl, two or more monocyclic aryls conjugated through carbon-carbon bonds, a monocyclic aryl and a fused-ring aryl conjugated through carbon-carbon bonds, or two or more fused-ring aryls conjugated through carbon-carbon bonds. That is, unless otherwise specified, two or more aromatic groups conjugated through carbon-carbon bonds can also be regarded as the aryl in the present application. Among them, the fused-ring aryl may include, for example, bicyclic fused aryl (e.g., naphthyl), tricyclic fused aryl (e.g., phenanthryl, fluorenyl, anthryl), etc. The aryl does not contain heteroatoms such as B, N, O, S, P, Se, and Si. For example, in the present application, biphenyl, terphenyl, etc. are aryls. Examples of aryls may include, but are not limited to, phenyl, naphthyl, fluorenyl, anthryl, phenanthryl, biphenyl, terphenyl, quaterphenyl, quinquephenyl, benzo[9,10]phenanthryl, pyrenyl, benzo[a]pyrenyl, yl, etc.

[0095] The "substituted or unsubstituted aryl" of the present application may contain 6 - 30 carbon atoms. In some embodiments, the number of carbon atoms in the substituted or unsubstituted aryl may be 6 - 25. In some embodiments, the number of carbon atoms in the substituted or unsubstituted aryl may be 6 - 20. In some other embodiments, the number of carbon atoms in the substituted or unsubstituted aryl may be 6 - 18. In some other embodiments, the number of carbon atoms in the substituted or unsubstituted aryl may be 6 - 12. For example, in the present application, the number of carbon atoms in the substituted or unsubstituted aryl may be 6, 12, 13, 14, 15, 18, 20, 24, 25, 30. Of course, the number of carbon atoms may also be other numbers, which will not be listed one by one here. In the present application, a biphenyl group can be understood as an aryl group substituted by a phenyl group, or can also be understood as an unsubstituted aryl group.

[0096] In the present application, the arylene group involved refers to a divalent group formed by an aryl group further losing one hydrogen atom.

[0097] In the present application, the substituted aryl group may be one or more hydrogen atoms in the aryl group substituted by groups such as deuterium atoms, halogen groups, cyano groups, aryl groups, heteroaryl groups, trialkylsilyl groups, alkyl groups, cycloalkyl groups, alkoxy groups, etc. It should be understood that the number of carbon atoms in the substituted aryl group refers to the total number of carbon atoms of the aryl group and the substituents on the aryl group. For example, a substituted aryl group with 18 carbon atoms refers to the total number of carbon atoms of the aryl group and its substituents being 18.

[0098] In the present application, specific examples of the aryl group as a substituent include, but are not limited to: phenyl group, biphenyl group, naphthyl group, anthryl group, phenanthryl group, dimethylfluorenyl group, biphenyl group, and the like.

[0099] In the present application, a heteroaryl 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 at least one of B, O, N, P, Si, Se, and S. The heteroaryl can be a monocyclic heteroaryl or a polycyclic heteroaryl. In other words, the heteroaryl can be a single aromatic ring system or a plurality of aromatic ring systems conjugated through carbon-carbon bonds, and any aromatic ring system is an aromatic monocyclic ring or an aromatic fused ring. Exemplarily, the heteroaryl 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, benzothiazolyl, phenothiazinyl, silafluorene, dibenzofuryl, and N-phenylcarbazolyl, N-pyridylcarbazolyl, N-methylcarbazolyl, etc., but not limited thereto. The "substituted or unsubstituted heteroaryl" of the present application can contain 3 - 30 carbon atoms; in some embodiments, the number of carbon atoms in the substituted or unsubstituted heteroaryl can be 5 - 25, in some other embodiments, the number of carbon atoms in the substituted or unsubstituted heteroaryl can be 3 - 20, in some other embodiments, the number of carbon atoms in the substituted or unsubstituted heteroaryl can be 3 - 12, in some other embodiments, the number of carbon atoms in the substituted or unsubstituted heteroaryl can be 4 - 20, and in some other embodiments, the number of carbon atoms in the aryl can be 5 - 12. For example, the number of its carbon atoms can be 3, 4, 5, 7, 12, 13, 18, 20, 24, 25, or 30. Of course, the number of carbon atoms can also be other numbers, which are not listed one by one here.

[0100] In the present application, the sub-heteroaryl involved refers to a divalent group formed by further removing one hydrogen atom from the heteroaryl.

[0101] In the present application, the substituted heteroaryl can be one or more than two hydrogen atoms in the heteroaryl being replaced by groups such as deuterium atoms, halogen groups, cyano groups, aryl groups, heteroaryl groups, trialkylsilyl groups, alkyl groups, cycloalkyl groups, alkoxy groups, etc. It should be understood that the number of carbon atoms of the substituted heteroaryl refers to the total number of carbon atoms of the heteroaryl and the substituents on the heteroaryl.

[0102] In the present application, specific examples of the substituted heteroaryl include, but are not limited to: carbazolyl, dibenzofuryl, dibenzothienyl.

[0103] In the present application, the halogen group can include fluorine, iodine, bromine, chlorine, etc.

[0104] In the present application, the non-positioning linking bond refers to a single bond extending from the ring system which 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.

[0105] 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 the bicyclic ring, and the meaning it represents includes any possible linking mode shown in formulas (f-1) - (f-10).

[0106]

[0107] 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 mode shown in formulas (X'-1) - (X'-4).

[0108]

[0109] The meaning of non-positioning linking or non-positioning substitution in the following text is the same as that here, and will not be elaborated later.

[0110] In one embodiment of the present application, among U1, U2, U3, two are N, and the other is C(R); or U1, U2, U3 are all N.

[0111] In one embodiment of the present application, each of R, R1, R2, R3, R4, R5 is independently selected from hydrogen, deuterium, fluorine, cyano group, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, pyridyl, trifluoromethyl, biphenyl, or any two adjacent R2s form a benzene ring, naphthalene ring or phenanthrene ring.

[0112] Optionally, each of R, R1, R3, R4, R5 is hydrogen.

[0113] Optionally, each of R2 is selected from hydrogen, deuterium, fluorine, cyano group, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl, pyridyl, trifluoromethyl, biphenyl, or any two adjacent Rs are connected to form a benzene ring, naphthalene ring or phenanthrene ring.

[0114] Specifically, specific examples of the R2 include but are not limited to: deuterium, fluorine, cyano group, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl, biphenyl, pyridyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, cyclopentyl, cyclohexyl, trifluoromethyl.

[0115] In the present application, formula I-1 The groups shown are selected from the following structures:

[0116]

[0117] In one embodiment of the present application, in the first compound, A and B are each independently selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 20 carbon atoms, Formula 2-1 or Formula 2-2, and exactly one of A and B is selected from Formula I-1 or Formula I-2.

[0118] Optionally, the substituents in A and B are each independently selected from deuterium, a halogen group, a cyano group, an aryl group having 6 to 12 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, an alkyl group having 1 to 5 carbon atoms, and a cycloalkyl group having 3 to 10 carbon atoms.

[0119] In another embodiment of the present application, in the first compound, further optionally, in the first compound, A and B are each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted benzo[a]phenanthryl group, a substituted or unsubstituted spirobifluorene group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted Pyrene group, a substituted or unsubstituted phenanthrolinyl group, Formula I-1 or Formula I-2, and exactly one of A and B is selected from Formula I-1 or Formula I-2.

[0120] Optionally, specific examples of the substituents in A and B include, but are not limited to: deuterium, fluorine, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group, phenyl group, naphthyl group, biphenyl group, pyridyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, cyclopentyl group, cyclohexyl group.

[0121] In one embodiment of the present application, in the first compound, L, L1, L2, L3 and L4 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroarylene group having 5 to 20 carbon atoms.

[0122] Optionally, the substituents in L, L1, L2, L3 and L4 are each independently selected from deuterium, a halogen group, a cyano group, an aryl group having 6 to 12 carbon atoms, and an alkyl group having 1 to 5 carbon atoms.

[0123] In one embodiment of the present application, in the first compound, L, L1, L2, L3, and L4 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted pyridine group, a substituted or unsubstituted dibenzofuran group, a substituted or unsubstituted dibenzothiophene group, a substituted or unsubstituted fluorene group, a substituted or unsubstituted carbazole group, and a substituted or unsubstituted anthracene group;

[0124] Optionally, specific examples of the substituents in L, L1, L2, L3, and L4 include, but are not limited to: deuterium, cyano group, fluorine, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group, and phenyl group.

[0125] In another embodiment of the present application, in the first compound, L, L1, L2, L3, and L4 are the same or different and are each independently selected from a single bond or a substituted or unsubstituted group V, and the unsubstituted group V is selected from the group consisting of the following groups:

[0126]

[0127]

[0128] wherein, represents a chemical bond; the substituted group V has one or more substituents, and each of the substituents is independently selected from deuterium, cyano group, fluorine, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group, and phenyl group; when the number of substituents of V is greater than 1, the substituents are the same or different.

[0129] Optionally, L, L1, L2, L3, and L4 are each independently selected from a single bond or the group consisting of the following groups:

[0130]

[0131] In one embodiment of the present application, in the first compound, Ar1 and Ar2 are each independently selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms or a substituted or unsubstituted heteroaryl group having 4 to 20 carbon atoms;

[0132] Optionally, the substituents in Ar1 are each independently selected from deuterium, a halogen group, a cyano group, an aryl group having 6 to 12 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, an alkyl group having 1 to 5 carbon atoms, and a cycloalkyl group having 3 to 10 carbon atoms.

[0133] Optionally, the substituents in Ar2 are each independently selected from deuterium, a halogen group, a cyano group, an aryl group having 6 to 12 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, and a cycloalkyl group having 3 to 10 carbon atoms;

[0134] Optionally, adjacent substituents in Ar2 optionally form a saturated or unsaturated ring having 5 to 13 carbon atoms. For example, two adjacent substituents in Ar2 can form a fluorene ring, a naphthalene ring, a cyclohexane, a cyclopentane, and the like.

[0135] In one embodiment of the present application, in the first compound, Ar1 and Ar2 are each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted N-phenylcarbazolyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted benzo[a]phenanthrenyl group, a substituted or unsubstituted furanyl group, a substituted or unsubstituted thiophenyl group, or the following substituted or unsubstituted groups:

[0136]

[0137] Optionally, the substituents in Ar1 and Ar2 are each independently selected from deuterium, a cyano group, fluorine, a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a tert-butyl group, a phenyl group, a naphthyl group, a biphenyl group, and a carbazolyl group;

[0138] Optionally, adjacent substituents in Ar2 form a fluorene ring

[0139] In one embodiment of the present application, in the first compound, Ar1 and Ar2 are each independently selected from a substituted or unsubstituted group W1, and the unsubstituted W1 is selected from the group consisting of the following groups:

[0140]

[0141] Wherein, represents a chemical bond; the substituted group W1 has one or more substituents, and the substituents are each independently selected from deuterium, a cyano group, fluorine, a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a tert-butyl group, a phenyl group, a naphthyl group, a biphenyl group, and a carbazolyl group; when the number of substituents of W1 is greater than 1, the substituents are the same or different.

[0142] Optionally, Ar1 is selected from the group consisting of the following groups:

[0143]

[0144]

[0145] Optionally, Ar2 is selected from the group consisting of the following groups:

[0146]

[0147]

[0148] When A and B are each independently selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms or a heteroaryl group having 5 to 20 carbon atoms, A and B are each independently selected from the following groups:

[0149]

[0150] In one embodiment of the present application, A is of formula I-1, and B is selected from the group consisting of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted benzo[a]phenanthryl group, a substituted or unsubstituted spirobifluorene group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted pyrenyl group, and a substituted or unsubstituted phenanthrolinyl group.

[0151] In one embodiment of the present application, A is of formula I-2, and B is selected from the group consisting of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted benzo[a]phenanthryl group, a substituted or unsubstituted spirobifluorene group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted pyrenyl group, and a substituted or unsubstituted phenanthrolinyl group.

[0152] In one embodiment of the present application, B is of formula I-1, and A is selected from the group consisting of a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted phenanthryl, a substituted or unsubstituted anthryl, a substituted or unsubstituted pyridyl, a substituted or unsubstituted benzo[ghi]phenanthrenyl, a substituted or unsubstituted spirobifluorenyl, a substituted or unsubstituted pyridyl, a substituted or unsubstituted quinolinyl, a substituted or unsubstituted isoquinolinyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted pyrenyl, and a substituted or unsubstituted phenanthrolinyl.

[0153] In one embodiment of the present application, B is of formula I-2, and A is selected from the group consisting of a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted phenanthryl, a substituted or unsubstituted anthryl, a substituted or unsubstituted pyridyl, a substituted or unsubstituted benzo[ghi]phenanthrenyl, a substituted or unsubstituted spirobifluorenyl, a substituted or unsubstituted pyridyl, a substituted or unsubstituted quinolinyl, a substituted or unsubstituted isoquinolinyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted pyrenyl, and a substituted or unsubstituted phenanthrolinyl.

[0154] In one embodiment of the present application, when A is selected from formula I-1 or I-2, X is O.

[0155] Optionally, the first compound is selected from the group consisting of the following compounds:

[0156]

[0157]

[0158]

[0159]

[0160]

[0161]

[0162]

[0163]

[0164]

[0165]

[0166]

[0167]

[0168]

[0169]

[0170]

[0171]

[0172]

[0173]

[0174]

[0175]

[0176]

[0177]

[0178]

[0179]

[0180]

[0181] In one embodiment of the present application, the second compound may be selected from the compounds represented by the following chemical formulas:

[0182]

[0183] In one embodiment of the present application, n6, n7, n8, n9, n 10 , n 11 are all 0.

[0184] In one embodiment of the present application, n6, n7, n9, n 10 , n 11 are all 0, and n8 is 1.

[0185] In one embodiment of the present application, in the second compound, L5 is selected from a single bond or an unsubstituted phenylene group.

[0186] Optionally, L5 is selected from a single bond or the group consisting of the following groups:

[0187]

[0188] In one embodiment of the present application, in the second compound, Ar5 is selected from substituted or unsubstituted aryl groups having 6 to 20 carbon atoms, substituted or unsubstituted dibenzofuranyl groups, and substituted or unsubstituted dibenzothiophenyl groups.

[0189] Optionally, the substituents in Ar5 are selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 5 carbon atoms, and aryl groups having 6 to 12 carbon atoms.

[0190] Specifically, specific examples of the substituents in Ar5 include, but are not limited to: deuterium, fluorine, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group, phenyl group, naphthyl group, and biphenyl group.

[0191] In another embodiment of the present application, in the second compound, Ar5 is selected from substituted or unsubstituted phenyl groups, substituted or unsubstituted naphthyl groups, substituted or unsubstituted biphenyl groups, substituted or unsubstituted phenanthryl groups, substituted or unsubstituted terphenyl groups, unsubstituted dibenzofuranyl groups, and unsubstituted dibenzothiophenyl groups.

[0192] In one embodiment of the present application, in the second compound, Ar5 is selected from the group consisting of the following groups:

[0193]

[0194]

[0195] In one embodiment of the present application, in the second compound, R6, R7, R8, R9, R 10 are each independently selected from hydrogen, deuterium, halogen groups, cyano groups, methyl groups, ethyl groups, n-propyl groups, isopropyl groups, tert-butyl groups, and phenyl groups.

[0196] Optionally, R6, R7, R9, R 10 are all hydrogen.

[0197] Optionally, R8 is selected from hydrogen, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group, and phenyl group.

[0198] Optionally, the second compound is selected from the group formed by the following compounds:

[0199]

[0200]

[0201]

[0202]

[0203] The synthesis method of the provided organic compounds in this application is not particularly limited. Those skilled in the art can determine a suitable synthesis method based on the organic compounds in this application and the preparation methods provided in the synthesis example section. In other words, the synthesis example section of the present invention exemplarily provides the preparation methods of organic compounds, and the raw materials used can be obtained through commercial purchase or methods well-known in the art. Those skilled in the art can obtain all the organic compounds provided in this application according to these exemplary preparation methods, and all specific preparation methods for preparing the organic compounds will not be elaborated here. Those skilled in the art should not understand this as a limitation to this application.

[0204] The organic electroluminescent device of this application, this electronic device is a green organic electroluminescent device, including an anode and a cathode arranged oppositely, and a light-emitting layer is arranged between the cathode and the anode; wherein, the light-emitting layer includes a first compound; and the hole auxiliary layer includes a second compound;

[0205] In a specific embodiment of this application, as Figure 1 shown, the organic electroluminescent device of this application includes an anode 100, a cathode 200, and at least one functional layer 300 between the anode layer and the cathode layer. The functional layer 300 includes a hole injection layer 310, a hole transport region 320, an organic electroluminescent layer 330, a hole blocking layer 340, an electron transport layer 350, and an electron injection layer 360; the hole transport region 320 includes a hole transport layer 321 and a hole auxiliary layer 322; the hole injection layer 310, the hole transport layer 320, the organic electroluminescent layer 330, the hole blocking layer 340, the electron transport layer 350, and the electron injection layer 360 can be formed on the anode 100 in sequence. The organic electroluminescent layer 330 can contain the composition described in the first aspect of this application, and this composition includes: a first compound and a second compound. The first compound preferably contains at least one of compounds 1 - 699, and the second compound preferably contains at least one of compounds 2 - 1 to 2 - 81.

[0206] In an embodiment of this application, the organic electroluminescent layer of the organic electroluminescent device contains a second compound, and the second compound is used for the main part of the organic electroluminescent layer of the organic electroluminescent device.

[0207] In an embodiment of this application, the organic electroluminescent layer further contains a dopant. The dopant can be, for example, a phosphorescent dopant, such as a green phosphorescent dopant. A small amount of dopant is mixed with the host compound to cause luminescence, and the dopant is usually a substance that emits light by being excited to the triplet state or exceeding the triplet state multiple times, such as a metal complex. The dopant can be, for example, an inorganic, organic, or organic / inorganic compound, and one or more types of it can be used.

[0208] Examples of the dopant may be phosphorescent dopants, and examples of the phosphorescent dopants may be organometallic compounds including Ir, Pt, Os, Ti, Zr, Hf, Eu, Tb, Tm, Fe, Co, Ni, Ru, Rh, Pd, or combinations thereof. For example: The phosphorescent dopant may be Ir(ppy)3, Ir(pbi)2(acac), Ir(nbi)2(acac), Ir(fbi)2(acac), Ir(tbi)2(acac), Ir(pybi)2(acac), Ir(3m)ppy3, Ir(npy)2acac, Ir(mppy)3, Ir(ppy)2(acac), fac-Ir(ppy)3, but not limited thereto.

[0209] In one embodiment of the present application, the selected dopant is fac-Ir(ppy)3.

[0210] Optionally, the anode 100 includes the following anode materials, which are preferably materials with a large work function (work function) that contribute to hole injection into the functional layer. Specific examples of anode materials include: metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold, or their alloys; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); 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 not limited thereto. Preferably, it includes a transparent electrode including indium tin oxide (ITO) as the anode.

[0211] Optionally, the hole transport layer 321 may include one or more hole transport materials, and the hole transport materials may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, and the present application does not make special limitations thereto. The hole transport layer may include a hole transport layer and a hole auxiliary layer; the hole transport layer is adjacent to the hole auxiliary layer and is closer to the anode than the hole auxiliary layer. For example, in one embodiment of the present application, the hole transport layer 321 is composed of the compound NPB, and the hole auxiliary layer 322 is composed of the first compound of the present application.

[0212] Optionally, the organic electroluminescent layer 330 may be composed of a single luminescent material or may include a host material and a guest material. Optionally, the organic electroluminescent layer 330 is composed of a host material and a guest material. The holes and electrons injected into the organic light-emitting layer 330 can recombine in the organic light-emitting layer 330 to form excitons, and 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.

[0213] The electron transport layer 350 can be a single-layer structure or a multi-layer structure, and it can include one or more electron transport materials. The electron transport materials can be selected from benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, or other electron transport materials, and this application does not make special limitations thereto. For example, in one embodiment of this application, the electron transport layer 350 can be composed of ET-06 and LiQ.

[0214] Optionally, the cathode 200 includes the following cathode materials, which are materials with a small work function that contribute to electron injection into the functional layer. Specific examples of the cathode materials include: 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, but are not limited thereto. Preferably, a metal electrode containing silver and magnesium is included as the cathode.

[0215] Optionally, a hole injection layer 310 can also be provided between the anode 100 and the hole transport layer 320 to enhance the ability to inject holes into the hole transport layer 320. The hole injection layer 310 can be selected from benzidine derivatives, starburst arylamine compounds, phthalocyanine derivatives, or other materials, and this application does not make special limitations thereto. In one embodiment of this application, the hole injection layer 310 can be composed of F4-TCNQ.

[0216] Optionally, an electron injection layer 360 can also be provided between the cathode 200 and the electron transport layer 350 to enhance the ability to inject electrons into the electron transport layer 350. The electron injection layer 360 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 this application, the electron injection layer 360 can include ytterbium (Yb).

[0217] This application also provides an electronic device, which includes the electronic components described in this application.

[0218] For example, as Figure 2 shown, the electronic device provided in this application is the first electronic device 400, and the first electronic device 400 includes any one of the organic electroluminescent devices described in the above organic electroluminescent device embodiments. The electronic device can be a display device, a lighting device, an optical communication device, or other types of electronic devices. For example, it can include, but is not limited to, a computer screen, a mobile phone screen, a television, an electronic paper, an emergency lighting lamp, an optical module, etc. Since the first electronic device 400 has the above organic electroluminescent device, it has the same beneficial effects, and this application will not elaborate herein.

[0219] The present application will be described in detail below in conjunction with embodiments. However, the following description is for explaining the present application and does not limit the scope of the present application in any way.

[0220] Synthesis Example

[0221] Those skilled in the art should recognize that the chemical reactions described in the present application can be used to appropriately prepare many other 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 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. Additionally, the anti-compound synthesis disclosed in the present application.

[0222] Preparation of the First Compound

[0223] Preparation Example 1: Synthesis of Compound 67

[0224] (1) Synthesis of Reactant B-1

[0225]

[0226] Nitrogen gas (0.100 L / min) was introduced into a three-necked flask equipped with a mechanical stirrer, a thermometer, and a spherical condenser for 15 minutes for replacement. 2-Bromo-6-nitrophenol (50.0 g, 229.3 mmol), benzyl alcohol (29.76 g, 275.2 mmol), 1,1'-bis(diphenylphosphino)ferrocene (3.71 g, 6.8 mmol), and xylene (500 mL) were successively added. Stirring and heating were started. When the temperature rose to 125 - 135 °C, the reaction was refluxed for 36 h. After the reaction was completed, stirring and heating were stopped. When the temperature dropped to room temperature, the reaction was processed; toluene and water were added to extract the reaction solution. The organic phases were combined, and the organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated; the crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain the solid compound reactant B-1 (40.23 g, 64%).

[0227] (2) Synthesis of Intermediate sub 1-I-A1

[0228]

[0229] Nitrogen (0.100 L / min) was introduced into a three-necked flask equipped with a mechanical stirrer, a thermometer, and a spherical condenser for replacement for 15 minutes, and B-1 (50.0 g, 182.40 mmol), m-chlorophenylboric acid (31.37 g, 200.64 mmol) (A-1), potassium carbonate (55.5 g, 401.3 mmol), tetrakis(triphenylphosphine)palladium (4.2 g, 3.6 mmol), tetrabutylammonium bromide (1.2 g, 3.6 mmol) were added, and a mixed solvent of toluene (400 mL), ethanol (200 mL) and water (100 mL) was added. Stirring was started and heating was performed until the temperature rose to 75-80°C, and the reaction was refluxed for 8 hours. After the reaction was completed, the mixture was cooled to room temperature. The organic phase was separated by extraction with toluene and water, washed with water until neutral, dried with anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by vacuum distillation; the crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain a solid compound intermediate sub1-I-A1 (39.6 g, 71%).

[0230] (3) Synthesis of intermediate subA-1

[0231]

[0232] Nitrogen (0.100 L / min) was introduced into a three-necked flask equipped with a mechanical stirrer, a thermometer, and a spherical condenser for replacement for 15 minutes, and the intermediate sub 1-I-A1 (35.0 g, 114.5 mmol), indole [2,3-A] carbazole (35.3 g, 137.6 mmol), Pd2 (dba) 3 (2.1 g, 2.3 mmol), tri-tert-butylphosphine (0.92 g, 4.6 mmol), sodium tert-butoxide (27.5 g, 286.2 mmol), and xylene (500 mL) were added. Stirring was started and heating was performed until the temperature rose to 135-145°C, and the reaction was refluxed for 10 hours. After the reaction was completed, the reaction was cooled to room temperature. The reaction solution was washed with water and the organic phase was separated. The organic phase was dried over anhydrous magnesium sulfate and filtered. The filtrate was distilled under reduced pressure to remove the solvent. The crude product was recrystallized using a dichloromethane / ethanol system to obtain a white solid intermediate subA-1 (45.1 g, 75%).

[0233] Referring to the synthesis method of intermediate subA-1, synthesize the intermediates shown in Table 1 below, and synthesize the intermediate subA-X (X is 2-18) shown in Table 1 below. Among them, intermediates subA-2 to subA-10 shown in Table 1 below are synthesized by referring to steps (2) and (3) of intermediate subA-1, using reactant A-X (X is 1-7) to replace reactant A-1 and reactant B-X (X is 1-6) to replace reactant B-1. And intermediates subA-11 - subA-18 shown in Table 1 are synthesized by referring to step (3) of subA-1, using reactant B-X (X is 7-14) to replace reactant B-1.

[0234] Table 1

[0235]

[0236]

[0237]

[0238] (4) Synthesis of Compound 67

[0239]

[0240] Nitrogen gas (0.100 L / min) was introduced into a three-necked flask equipped with a mechanical stirrer, a thermometer, and a spherical condenser for 15 min for replacement. Intermediate subA-1 (20.0 g, 38.0 mmol), 2-chloro-4,6-diphenyl-1,3,5-triazine (35.3 g, 137.6 mmol) (reactant C-1), and DMF (200 mL) were added. The temperature was lowered to 0 °C, and after adding NaH (1.0 g, 41.8 mmol), the system turned from white to yellow. When it naturally rose to room temperature, a solid precipitated, and the reaction ended. The reaction solution was washed with water and then filtered to obtain a solid product, which was rinsed with a small amount of ethanol. The crude product was recrystallized using toluene to obtain Compound 67 (13.2 g, 46%). Mass spectrometry: m / z = 757.3 [M+H] + .

[0241] Referring to the synthesis method of Compound 67, synthesize the compounds shown in Table 2 below. Among them, intermediate subA-X (X is 1-18) is used to replace intermediate subA-1, and reactant C-X (X is 1-11) is used to replace reactant C-1 to synthesize the compounds shown in Table 2 below.

[0242] Table 2

[0243]

[0244]

[0245]

[0246]

[0247]

[0248] Preparation Example 28: Synthesis of Compound 121

[0249] Synthesis of Intermediate Sub A-19

[0250]

[0251] Into a three-necked flask equipped with mechanical stirring, a thermometer, and a spherical condenser, nitrogen (0.100 L / min) was introduced for replacement for 15 minutes, and indole [2,3-A] carbazole (50.0 g, 195.1 mmol), bromobenzene (27.5 g, 175.5 mmol) (reactant D-1), Pd2 (dba) 3 (3.5 g, 3.9 mmol), tri-tert-butylphosphine (1.6 g, 7.8 mmol), sodium tert-butoxide (41.2 g, 429.2 mmol), and xylene (500 mL) were added. Stirring was started and heating was performed until the temperature rose to 135-145 ° C, and refluxed for 10 hours. After the reaction was completed, the mixture was cooled to room temperature. Toluene and water were added to extract the reaction solution, and the organic phase was dried over anhydrous magnesium sulfate. After filtering, the filtrate was concentrated by vacuum distillation. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain a solid intermediate subA-19 (47.3 g, 73%).

[0252] Synthesis of intermediate sub B-1

[0253]

[0254] Nitrogen (0.100 L / min) was introduced into a three-necked flask equipped with a mechanical stirrer, a thermometer, and a spherical condenser for replacement for 15 minutes, and reactants B-1 (55.0 g, 200.6 mmol), biboric acid pinacol ester (76.4 g, 300.9 mmol), 1,4-dioxane (600 mL), potassium acetate (49.2 g, 501.6 mmol), x-phos (1.9 g, 4.0 mmol), Pd2(dba)3 (1.8 g, 2.0 mmol) were added in sequence, and the mixture was heated to 95-105°C and refluxed for 14 hours. After the reaction was completed, the mixture was cooled to room temperature. Toluene and water were added to extract the reaction solution, and the organic phase was dried with anhydrous magnesium sulfate. After filtering, the filtrate was concentrated by vacuum distillation, and the product was slurried with ethanol and filtered to obtain the intermediate sub 1-I-B1 (54.1 g, 84%).

[0255]

[0256] Nitrogen gas (0.100 L / min) was introduced into a three-necked flask equipped with a mechanical stirrer, a thermometer, and a spherical condenser for 15 min for replacement. Intermediate sub 1-I-B1 (45.5 g, 141.5 mmol), 2,4-dichloro-6-phenyl-1,3,5-triazine (40.0 g, 176.9 mmol) (reactant C-19), tetrakis(triphenylphosphine)palladium (2.0 g, 1.7 mmol), potassium carbonate (61.1 g, 442.3 mmol), tetrabutylammonium bromide (1.1 g, 3.5 mmol), tetrahydrofuran (320 mL), and deionized water (80 mL) were added in sequence. Stirring and heating were started. When the temperature rose to 60 - 70 °C, the reaction was refluxed for 10 h. After the reaction was completed, it was cooled to room temperature. Extraction was carried out with toluene and water. The organic phases were combined, dried over anhydrous magnesium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain solid intermediate sub B-1 (38.1 g, yield 56%).

[0257] Synthesis of Compound 121

[0258]

[0259] Nitrogen gas (0.100 L / min) was introduced into a three-necked flask equipped with a mechanical stirrer, a thermometer, and a spherical condenser for 15 min for replacement. Intermediate subA-19 (20.0 g, 60.2 mmol), intermediate sub B-1 (27.7 g, 72.2 mmol), and DMF (200 mL) were added. The temperature was lowered to 0 °C. After adding NaH (1.6 g, 66.2 mmol), the system turned from white to yellow. When it naturally rose to room temperature, a solid precipitated, and the reaction ended. The reaction solution was washed with water and then filtered to obtain a solid product, which was rinsed with a small amount of ethanol. The crude product was recrystallized with toluene to obtain Compound 121 (23.3 g, 57%). Mass spectrum: m / z = 681.2 [M + H] + 。

[0260] Preparation of the Second Compound

[0261] The preparation method of Compound 2-X is shown in Reaction Scheme 1 (X = 1 - 60)

[0262] Reaction Scheme 1:

[0263]

[0264] (a) Weigh 9-(4-bromophenyl)-9-phenylfluorene and raw material 1, dissolve them in toluene solvent. Under an inert atmosphere, add Pd2(dba)3, Xphos, and t-BuONa, and react at 108 °C for 2 hours. Cool to room temperature. Wash the reaction solution with water and then add magnesium sulfate for drying. Filter, rotary evaporate the filtrate, and pass through a silica gel column to obtain intermediate Z. The molar ratio of 9-(4-bromophenyl)-9-phenylfluorene to raw material 1 is 1:1.1; the molar ratio of 9-(4-bromophenyl)-9-phenylfluorene to Pd2(dba)3 is 1:0.01; the molar ratio of 9-(4-bromophenyl)-9-phenylfluorene to Xphos is 1:0.02; the molar ratio of 9-(4-bromophenyl)-9-phenylfluorene to t-BuONa is 1:1.5.

[0265] (b) Weigh the product intermediate Z from step (a) and raw material 2, dissolve them in toluene. Under an inert atmosphere, add Pd2(dba)3, Sphos, and t-BuONa, and react at 108 °C for 4 hours. Cool to room temperature. Wash the reaction solution with water and then add magnesium sulfate for drying. Filter, rotary evaporate the filtrate, and recrystallize and purify the crude product using a toluene system to obtain compound 1-X. The molar ratio of intermediate A to raw material 2 is 1:1; the molar ratio of intermediate Z to Pd2(dba)3 is 1:0.01; the molar ratio of intermediate Z to Sphos is 1:0.02; the molar ratio of intermediate Z to t-BuONa is 1:1.5.

[0266] Synthesize the compounds 2-X (X = 1 - 60) shown in Table 3 according to the method of Reaction Scheme 1. The structures, yields, and mass spectrometry characterization results of raw material 1, intermediate Z, raw material 2, and the synthesized compound 2-X are shown in Table 3.

[0267] Table 3

[0268]

[0269]

[0270]

[0271]

[0272] Synthesis of compound 2-61:

[0273]

[0274] Bromobenzene (10.45 g, 66.59 mmol) and tetrahydrofuran (100 mL) were placed in a dry round-bottom flask under nitrogen protection. The reaction solution was cooled to -78 °C, and n-butyllithium (3.63 g, 56.6 mmol) was slowly added dropwise thereto. After the addition was complete, the mixture was kept at -78 °C for 30 min. A solution of 9-fluorenone (10.00 g, 55.49 mmol) in tetrahydrofuran (200 mL) was slowly added dropwise to the reaction flask. After the addition was complete, the mixture was kept at -78 °C for 30 min, then warmed to room temperature and stirred for 6 h. Then 5% hydrochloric acid was added thereto until pH < 7, and the mixture was stirred for 1 h. Dichloromethane (200 mL) was added for extraction. The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed under reduced pressure. The obtained crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain X-1 (9.03 g, yield 63%).

[0275]

[0276] X-1 (5.00 g, 19.36 mmol), M-1 (2.07 g, 19.35 mmol) and dichloromethane (50 mL) were added to a round-bottom flask. Under nitrogen protection, trifluoromethanesulfonic acid (4.36 g, 29.03 mmol) was added dropwise at -40 °C. After the addition was complete, the mixture was stirred at this temperature for 4 h, then warmed to room temperature, and 10% aqueous sodium hydroxide solution was slowly added dropwise to the reaction solution until neutral. Then dichloromethane (200 mL) was added for extraction. The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed under reduced pressure. The obtained crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain X-2-1 (3.6 g, yield 51%).

[0277] Referring to the synthesis method of X-2-1, the compounds shown in the following table were synthesized. Among them, M-P (2 - 5) was used instead of M-1 to synthesize X-2-P (P is 2, 4, or 5), and the results are shown in Table 4.

[0278] Table 4

[0279]

[0280]

[0281] Nitrogen was introduced into a three-necked flask equipped with a mechanical stirrer, a thermometer, and a spherical condenser. X-2-1 (5.0 g, 13.75 mmol), N-1 (3.76 g, 13.75 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.13 g, 0.14 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (0.13 g, 0.27 mmol), sodium tert-butoxide (1.98 g, 20.6 mmol), and toluene (40 mL) were added in sequence. Stirring was started, and the temperature was raised to 105 °C for reaction for 3 h. After the reaction was completed, it was cooled to room temperature. The reaction solution was extracted with dichloromethane and water, the organic phase was dried over anhydrous magnesium sulfate, filtered, and the filtrate was passed through a short silica gel column, and the solvent was removed under reduced pressure; the crude product was recrystallized and purified using a dichloromethane / n-heptane system to obtain X-3-1 (4.82 g, yield 63%).

[0282] Referring to the synthesis method of X-3-1, the compounds shown in the following table were synthesized. Among them, X-P(2-5) was used instead of X-2, and N-P (P = 2-4) was used instead of N-1 to synthesize X-3-P(2-5). The results are shown in the table.

[0283] Table 5

[0284]

[0285]

[0286]

[0287] Nitrogen was introduced into a three-necked flask equipped with a mechanical stirrer, a thermometer, and a spherical condenser. X-3-1 (5.0 g, 8.99 mmol), Y-1 (2.09 g, 8.99 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.08 g, 0.09 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxy-biphenyl (0.07 g, 0.18 mmol), sodium tert-butoxide (1.30 g, 13.5 mmol), and toluene (40 mL) were added in sequence. Stirring was started, and the temperature was raised to 105 °C for reaction for 3 h. After the reaction was completed, it was cooled to room temperature. The reaction solution was extracted with dichloromethane and water, the organic phase was dried over anhydrous magnesium sulfate, filtered, and the filtrate was passed through a short silica gel column, and the solvent was removed under reduced pressure; the crude product was recrystallized and purified using a dichloromethane / n-heptane system to obtain 2-61 (4.54 g, yield 73%), mass spectrometry: m / z = 692.3 [M+H] + 。

[0288] Referring to the synthesis method of 1-61, the compounds shown in the following table were synthesized. Among them, X-3-P(2-5) was used instead of X-3-1, and Y-P (P = 2-4) was used instead of Y-1 to synthesize 1-M. The results are shown in Table 6.

[0289] Table 6

[0290]

[0291]

[0292] The NMR data of some compounds are shown in Table 7 below:

[0293] Table 7

[0294]

[0295] Preparation and Performance Evaluation of Organic Light-Emitting Devices

[0296] Example 1: Green Organic Light-Emitting Device

[0297] The anode was prepared by the following process: A substrate (manufactured by Corning) with an ITO thickness of was cut into a size of 40 mm × 40 mm × 0.7 mm, and by using a photolithography process, it was fabricated into an experimental substrate with patterns of cathode, anode, and insulating layer. Surface treatment was carried out using ultraviolet ozone and O2:N2 plasma to increase the work function of the anode (experimental substrate) and remove scum.

[0298] F4-TCNQ was vacuum-evaporated on the experimental substrate (anode) to form a hole injection layer (HIL) with a thickness of and NPB was evaporated on the hole injection layer to form a hole transport layer with a thickness of

[0299] Compound 1-9 was vacuum-evaporated on the hole transport layer to form a hole auxiliary layer with a thickness of

[0300] On the hole auxiliary layer, compound 67:GH-P:fac-Ir(ppy)3 was co-evaporated at a ratio of 6:4:5% (evaporation rate) to form a green organic light-emitting layer (EML) with a thickness of

[0301] ET-06 and LiQ were mixed at a weight ratio of 1:1 and evaporated to form an thick electron transport layer (ETL). Yb was evaporated on the electron transport layer to form an electron injection layer (EIL) with a thickness of Then, magnesium (Mg) and silver (Ag) were mixed at an evaporation rate of 1:9 and vacuum-evaporated on the electron injection layer to form a cathode with a thickness of

[0302] On the above cathode, a layer with a thickness of ​​​​CP-05 forms an organic cover layer (CPL), thereby completing the fabrication of the organic light-emitting device.

[0303] Examples 2 - 31

[0304] An organic electroluminescent device was fabricated using the same method as in Example 1, except that the compounds shown in Table 2 below were used to replace the compounds in Example 1 when forming the hole auxiliary layer and the light-emitting layer.

[0305] Comparative Example 1

[0306] An organic electroluminescent device was fabricated using the same method as in Example 1, except that Compound A shown in Table 1 below was used to replace Compounds 1 - 9 in Example 1 when forming the hole auxiliary layer.

[0307] Comparative Example 2

[0308] An organic electroluminescent device was fabricated using the same method as in Example 1, except that Compound B shown in Table 1 below was used to replace Compounds 1 - 9 in Example 1 when forming the hole auxiliary layer.

[0309] Comparative Example 3

[0310] An organic electroluminescent device was fabricated using the same method as in Example 1, except that Compound C shown in Table 1 below was used to replace Compounds 1 - 9 in Example 1 when forming the hole auxiliary layer.

[0311] Comparative Example 4

[0312] An organic electroluminescent device was fabricated using the same method as in Example 1, except that Compound D shown in Table 1 below was used to replace Compound 67 in Example 1 when forming the light-emitting layer.

[0313] Comparative Example 5

[0314] An organic electroluminescent device was fabricated using the same method as in Example 1, except that Compound E shown in Table 1 below was used to replace Compound 67 in Example 1 when forming the light-emitting layer.

[0315] Comparative Example 6

[0316] An organic electroluminescent device was fabricated using the same method as in Example 1, except that Compound F shown in Table 1 below was used to replace Compound 67 in Example 1 when forming the light-emitting layer.

[0317] In Examples 1 - 31 and Comparative Examples 1 - 6, the structural formulas of the respective materials used are as shown in Table 8 below:

[0318] Table 8

[0319]

[0320]

[0321] For the organic electroluminescent device prepared as above, the IVL performance of the device was analyzed under the condition of 20 mA / cm 2 and the T95 lifetime was at 15 mA / cm 2 The results are shown in Table 9 below:

[0322] Table 9

[0323]

[0324]

[0325]

[0326] According to the results in Table 2 above, it can be seen that, compared with Comparative Examples 1-6, for Examples 1-31 of the device formed by the combination materials of the hole auxiliary layer and the light-emitting layer, the current efficiency (Cd / A) of the above-mentioned organic electroluminescent device prepared by using the compounds of the present invention as the hole auxiliary layer and the light-emitting layer materials respectively is increased by at least 14.36%, the external quantum efficiency is increased by at least 14.36%, and the lifetime is increased by at least 19.83%.

[0327] It should be understood that the present application does not limit its application to the detailed structures and arrangements of the components set forth in this specification. The present application is capable of having other embodiments and of being practiced and carried out in various ways. The foregoing variations and modifications fall within the scope of the present application. It should be understood that the present application as disclosed and defined in this specification extends to all alternative combinations of two or more separate features mentioned or evident in the text and / or drawings. All such different combinations constitute various alternative aspects of the present application. The embodiments described in this specification illustrate the best mode known for carrying out the present application and will enable those skilled in the art to utilize the present application.

Claims

1. An organic electroluminescent device, comprising: An anode and a cathode; a light-emitting layer is disposed between the cathode and the anode; A hole transport layer is disposed between the anode and the light-emitting layer; A hole assisting layer is disposed between the hole transport layer and the light-emitting layer; Wherein, the light-emitting layer includes a first compound; And the hole assisting layer includes a second compound; The first compound is represented by Chemical Formula I: Among them, represents a chemical bond, A and B 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, formula I-1 or formula I-2, and at least one of A and B is selected from formula I-1 or formula I-2; U1, U2, and U3 are the same or different, and are each independently selected from N or C(R), and at least one of U1, U2, and U3 is N; Each of R, R1, R2, R3, R4, and R5 is independently selected from hydrogen, deuterium, a halogen group, a cyano group, an aryl group having 6 to 12 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, and a cycloalkyl group having 3 to 10 carbon atoms; n1 represents the number of substituents R1, and n1 is selected from 1, 2, or 3. When n1 is greater than 1, any two R1s are the same or different; n2 represents the number of substituents R2, and n2 is selected from 1, 2, 3, or 4. When n2 is greater than 1, any two R2s are the same or different. Optionally, any two adjacent R2s form a ring; n3 represents the number of substituents R3, and n3 is selected from 1, 2, 3, or 4. When n3 is greater than 1, any two R3s are the same or different; n4 represents the number of substituents R4, and n4 is selected from 1 or 2. When n4 is greater than 1, any two R4s are the same or different; n5 represents the number of substituents R5, and n5 is selected from 1, 2, 3, or 4. When n5 is greater than 1, any two R5s are the same or different; X is selected from S or O; L, L1, L2, L3, and L4 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; 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 and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; The substituents in A, B, L, L1, L2, L3, L4, Ar1, and Ar2 are the same or different, and are each independently selected from deuterium, a halogen group, a cyano group, a heteroaryl group having 3 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a heterocycloalkyl group having 2 to 10 carbon atoms, and an alkoxy group having 1 to 10 carbon atoms; Optionally, in Ar1 and Ar2, any two adjacent substituents form a ring; The second compound is represented by Chemical Formula II; Among them, represents a chemical bond, L5 is selected from a single bond and a substituted or unsubstituted arylene group having 6 to 20 carbon atoms; Ar5 is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 12 to 18 carbon atoms; Each R6, R7, R8, R9, R 10 , R 11 is independently selected from hydrogen, deuterium, a halogen group, a cyano group, an aryl group having 6 to 12 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, an alkyl group having 1 to 5 carbon atoms, a haloalkyl group having 1 to 5 carbon atoms, and a cycloalkyl group having 3 to 10 carbon atoms; n6 represents the number of substituents R6, and n6 is selected from 1, 2, 3, or 4. When n6 is greater than 1, any two R6s are the same or different; n7 represents the number of substituents R7, n7 is selected from 1, 2 or 3, and when n7 is greater than 1, any two R7s are the same or different; n8 represents the number of substituents R8, n8 is selected from 1, 2, 3 or 4, and when n8 is greater than 1, any two R8s are the same or different; n9 represents the number of substituents R9, n9 is selected from 1, 2, 3 or 4, and when n9 is greater than 1, any two R9s are the same or different; n 10 represents the number of substituents R 10 , n 10 is selected from 1, 2, 3 or 4. When n 10 is greater than 1, any two R 10 may be the same or different; n 11 represents the number of substituents R 11 , n 11 is selected from 1, 2, 3 or 4, and when n 11 is greater than 1, any two Rs 11 are the same or different; The substituents in L5 and Ar5 are the same or different, and are independently selected from deuterium, a halogen group, a cyano group, a heteroaryl group having 3 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a heterocycloalkyl group having 2 to 10 carbon atoms, and an alkoxy group having 1 to 10 carbon atoms.

2. The organic electroluminescent device according to claim 1, wherein, In the first compound, A and B are independently selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 20 carbon atoms, Formula I-1 or Formula I-2, and only one of A and B is selected from Formula I-1 or Formula I-2; The substituents in A and B are independently selected from deuterium, a halogen group, a cyano group, an aryl group having 6 to 12 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, an alkyl group having 1 to 5 carbon atoms, and a cycloalkyl group having 3 to 10 carbon atoms.

3. The organic electroluminescent device according to claim 1, wherein, In the first compound, A and B are independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted benzo[a]phenanthryl group, a substituted or unsubstituted spirobifluorene group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted phenanthrolinyl group, Formula I-1 or Formula I-2, and only one of A and B is selected from Formula I-1 or Formula I-2; The substituents in A and B are independently selected from deuterium, fluorine, a cyano group, a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a tert-butyl group, a phenyl group, a naphthyl group, a biphenyl group, a pyridyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a cyclopentyl group, and a cyclohexyl group.

4. The organic electroluminescent device according to claim 1, wherein, In the first compound, L, L1, L2, L3 and L4 are the same or different, and are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroarylene group having 5 to 20 carbon atoms; The substituents in L, L1, L2, L3 and L4 are independently selected from deuterium, a halogen group, a cyano group, an aryl group having 6 to 12 carbon atoms, and an alkyl group having 1 to 5 carbon atoms.

5. The organic electroluminescent device according to claim 1, wherein, In the first compound, L, L1, L2, L3 and L4 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 pyridylene, a substituted or unsubstituted dibenzofuranylene, a substituted or unsubstituted dibenzothiophenylene, a substituted or unsubstituted fluorenylene, a substituted or unsubstituted carbazolylene, a substituted or unsubstituted anthrylene; The substituents in L, L1, L2, L3 and L4 are each independently selected from deuterium, cyano, fluoro, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl.

6. The organic electroluminescent device according to claim 1, wherein In the first compound, L, L1, L2, L3 and L4 are the same or different and are each independently selected from a single bond or a substituted or unsubstituted group V, and the unsubstituted group V is selected from the group consisting of the following groups: Wherein, represents a chemical bond; the substituted group V has one or more substituents, and each of the substituents is independently selected from deuterium, cyano group, fluorine, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group, phenyl group; when the number of substituents of V is greater than 1, the substituents are the same or different.

7. The organic electroluminescent device according to claim 1, wherein In the first compound, Ar1 and Ar2 are each independently selected from a substituted or unsubstituted aryl having 6 to 25 carbon atoms, or a substituted or unsubstituted heteroaryl having 4 to 20 carbon atoms; The substituents in Ar1 are each independently selected from deuterium, a halogen group, cyano, an aryl having 6 to 12 carbon atoms, a heteroaryl having 5 to 12 carbon atoms, an alkyl having 1 to 5 carbon atoms, a cycloalkyl having 3 to 10 carbon atoms; The substituents in Ar2 are each independently selected from deuterium, a halogen group, cyano, an aryl having 6 to 12 carbon atoms, a heteroaryl having 5 to 12 carbon atoms, an alkyl having 1 to 5 carbon atoms, a haloalkyl having 1 to 5 carbon atoms, a cycloalkyl having 3 to 10 carbon atoms; Optionally, adjacent substituents in Ar2 optionally form a saturated or unsaturated ring having 5 to 13 carbon atoms.

8. The organic electroluminescent device according to claim 1, wherein, In the first compound, Ar1 and Ar2 are each independently selected from a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted N-phenylcarbazolyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted phenanthryl, a substituted or unsubstituted anthryl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted pyridyl, a substituted or unsubstituted pyrenyl, a substituted or unsubstituted quinolinyl, a substituted or unsubstituted isoquinolinyl, a substituted or unsubstituted phenanthrolinyl, a substituted or unsubstituted benzo[ghi]phenanthrenyl, a substituted or unsubstituted furyl, a substituted or unsubstituted thienyl or a substituted or unsubstituted group as follows: The substituents in Ar1 and Ar2 are each independently selected from deuterium, cyano, fluoro, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl, biphenyl, carbazolyl; Optionally, adjacent substituents in Ar2 form a fluorene ring.

9. The organic electroluminescent device according to claim 1, wherein, In the first compound, Ar1 and Ar2 are each independently selected from a substituted or unsubstituted group W1, and the unsubstituted W1 is selected from the group consisting of the following groups: Among them, represents a chemical bond; the substituted group W1 has one or more substituents, and each of the substituents is independently selected from deuterium, cyano group, fluorine, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group, phenyl group, naphthyl group, biphenyl group, carbazolyl group; when the number of substituents of W1 is greater than 1, the substituents are the same or different.

10. The organic electroluminescent device according to claim 1, wherein, In the first compound, each of R, R1, R2, R3, R4, and R5 is independently selected from hydrogen, deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, pyridyl, trifluoromethyl, biphenyl, or any two adjacent R2s form a benzene ring, a naphthalene ring, or a phenanthrene ring.

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

12. The organic electroluminescent device according to claim 1, wherein, In the second compound, L5 is selected from a single bond or an unsubstituted phenylene group.

13. The organic electroluminescent device according to claim 1, wherein, In the second compound, Ar5 is selected from an aryl group having 6 to 20 carbon atoms which is substituted or unsubstituted, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group; The substituents in Ar5 are selected from deuterium, a halogen group, cyano, an alkyl group having 1 to 5 carbon atoms, or an aryl group having 6 to 12 carbon atoms.

14. The organic electroluminescent device according to claim 1, wherein, In the second compound, Ar5 is selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted terphenyl group, an unsubstituted dibenzofuranyl group, or an unsubstituted dibenzothiophenyl group; The substituents in Ar5 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl, or biphenyl.

15. The organic electroluminescent device according to claim 1, wherein, In the second compound, R6, R7, R8, R9, and R 10 are each independently selected from hydrogen, deuterium, a halogen group, a cyano group, a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a tert-butyl group, and a phenyl group.

16. The organic electroluminescent device according to claim 15, wherein, The R6, R7, R9, and R 10 are all hydrogen.

17. The organic electroluminescent device according to claim 15, wherein, R8 is selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, tert-butyl, or phenyl.

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

19. The organic electroluminescent device according to claim 1, wherein The light-emitting layer further contains a phosphorescent dopant.

20. An electronic device including the organic electroluminescent device according to any one of claims 1 to 19.

Images