Organic Electroluminescent Device and Electronic Device

Abstract

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

Description

Technical Field

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

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

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

[0004] Currently, there are still problems with poor performance during the use of organic electroluminescent devices, such as high driving voltage, low luminous efficiency, or short lifespan, etc. These all affect the application fields of the electroluminescent devices. Therefore, it is still necessary to conduct further research in this field to improve the performance of organic electroluminescent devices. Summary of the Invention

[0005] The present application provides an organic electroluminescent device and an electronic device to solve the problems of low luminous efficiency and short lifespan in the prior art.

[0006] To achieve the above-mentioned invention purpose, the present application adopts the following technical solutions:

[0007] According to a first aspect of the present application, there is provided an organic electroluminescent device, including a cathode, an anode, and an organic layer; the cathode and the anode are disposed opposite to each other; the organic layer is located between the cathode and the anode; the organic layer includes an organic light-emitting layer;

[0008] Wherein, the organic light-emitting layer includes a first compound and a second compound;

[0009] The first compound is a compound represented by Formula 1:

[0010]

[0011] Wherein, Ar1 and Ar2 are the same or different, and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group;

[0012] L, L1, and L2 are the same or different, and are each independently selected from a single bond or a substituted or unsubstituted arylene group having 6 to 30 carbon atoms;

[0013] Ar3 is a pentadeuterophenyl group, a biphenyl group, or a terphenyl group;

[0014] The substituents in L, L1, L2, Ar1, and Ar2 are the same or different, and are each independently selected from deuterium, a cyano group, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a haloaryl group having 6 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms;

[0015] The second compound is a compound represented by Formula 2:

[0016]

[0017] L4 and L5 are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0018] Ar4 and Ar5 are the same or different, and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0019] The substituents in L4, L5, Ar4, and Ar5 are the same or different, and are each independently selected from deuterium, a cyano group, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a haloaryl group having 6 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms.

[0020] According to the second aspect of the present application, there is provided an electronic device including the organic electroluminescent device described in the first aspect.

[0021] The present application provides an organic electroluminescent device. The organic layer in the organic electroluminescent device includes an organic light-emitting layer, and the organic light-emitting layer includes a first compound with strong electron characteristics and a second compound with strong hole characteristics. Using the first compound and the second compound together as the host material of the organic electroluminescent layer can adjust the balance between holes and electrons, enabling the organic light-emitting layer to generate more excitons, thereby improving the performance of the organic electroluminescent device.

[0022] Other features and advantages of the present application will be described in detail in the subsequent specific implementation section. BRIEF DESCRIPTION OF THE DRAWINGS

[0023] 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 implementation, they are used to explain the present application, but do not constitute a limitation to the present application.

[0024] Figure 1 It is a schematic structural diagram of an organic electroluminescent device of the present application.

[0025] Figure 2 It is a schematic structural diagram of an electronic device of the present application.

[0026] REFERENCE SIGNS

[0027] 100, anode; 200, cathode; 300, functional layer; 310, hole injection layer

[0028] 320, hole transport layer; 330, light-emitting auxiliary layer; 340, organic light-emitting layer; 350, electron transport layer

[0029] 360, electron injection layer; 400, first electronic device SPECIFIC IMPLEMENTATION

[0030] 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 can 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.

[0031] In the figures, for clarity, the thickness of regions and layers may be exaggerated. In the figures, the same reference signs denote the same or similar structures, and thus their detailed descriptions will be omitted.

[0032] 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 used. 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.

[0033] According to a first aspect of the present application, the present application provides an organic electroluminescent device, including a cathode, an anode, and an organic layer; the cathode and the anode are disposed opposite to each other; the organic layer is located between the cathode and the anode; the organic layer includes an organic light-emitting layer.

[0034] Wherein, the organic light-emitting layer includes a first compound and a second compound.

[0035] The first compound is a compound represented by Formula 1:

[0036]

[0037] Wherein, Ar1 and Ar2 are the same or different, and are independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted dibenzofuranyl group, and a substituted or unsubstituted dibenzothiophenyl group.

[0038] L, L1, and L2 are the same or different, and are independently selected from a single bond and a substituted or unsubstituted arylene group having 6 to 30 carbon atoms.

[0039] Ar3 is a pentadeuterophenyl group, a biphenyl group, or a terphenyl group.

[0040] The substituents in L, L1, L2, Ar1, and Ar2 are the same or different, and are each independently selected from deuterium, a cyano group, a halogen group, an alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a halogenated aryl group having 6 to 20 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms.

[0041] The second compound is a compound represented by Formula 2:

[0042]

[0043] L4 and L5 are the same or different, and are 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.

[0044] Ar4 and Ar5 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0045] The substituents in L4, L5, Ar4 and Ar5 are the same or different and are each independently selected from deuterium, a cyano group, a halogen group, an alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, a halogenated aryl group having 6 to 20 carbon atoms or a cycloalkyl group having 3 to 10 carbon atoms.

[0046] In the present application, the description methods "each... is independently", "... are each independently" and "... are each independently" 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 of each R" do not affect each other; in formula Q-2, there are q substituents R" on each benzene ring of the biphenyl, the number q of the R" substituents on the two benzene rings can be the same or different, and each R" can be the same or different, and the options of each R" do not affect each other.

[0047] In the present application, the term "substituted or unsubstituted" means that the functional group described after this term may or may not have a substituent (hereinafter, for the sake of convenience of description, the substituent is collectively referred to as Rc). For example, "substituted or unsubstituted aryl group" means an aryl group having a substituent Rc or an unsubstituted aryl group. The above-mentioned substituent, that is, Rc, can be, for example, deuterium, a cyano group, a halogen group, an alkyl group, a halogenated alkyl group, a deuterated alkyl group, an aryl group, a deuterated aryl group, a halogenated aryl group, a cycloalkyl group, etc. The number of substitutions can be 1 or more.

[0048] In the present application, "a plurality of" means more than 2, such as 2, 3, 4, 5, 6, etc.

[0049] 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 L1 is a substituted arylene group having 12 carbon atoms, then all the carbon atoms of the arylene group and its substituents are 12.

[0050] In the present application, aryl refers to an optional functional group or substituent derived from an aromatic carbocyclic ring. An aryl can be a monocyclic aryl (e.g., phenyl) or a polycyclic aryl. In other words, an aryl can be a monocyclic aryl, a fused polycyclic aryl, two or more monocyclic aryls conjugated through carbon-carbon bonds, a monocyclic aryl and a fused polycyclic aryl conjugated through carbon-carbon bonds, or two or more fused polycyclic 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 polycyclic aryl can 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. Examples of aryl can include, but are not limited to, phenyl, naphthyl, fluorenyl, anthryl, phenanthryl, biphenyl, terphenyl, triphenylene, perylene, benzo[9,10]phenanthryl, pyrenyl, benzo[a]pyrenyl, yl, spirobifluorenyl, etc. In the present application, the arylene involved refers to a divalent group formed by further removing one hydrogen atom from the aryl.

[0051] In the present application, terphenyl includes

[0052] In the present application, the number of carbon atoms of the substituted aryl refers to the total number of carbon atoms of the aryl and the substituents on the aryl. For example, a substituted aryl with 18 carbon atoms means that the total number of carbon atoms of the aryl and the substituents is 18.

[0053] In the present application, the number of carbon atoms of the substituted or unsubstituted aryl can be 6, 10, 12, 13, 14, 15, 16, 17, 18, 20, 24, 25, or 30. In some embodiments, the substituted or unsubstituted aryl is a substituted or unsubstituted aryl with 6 to 30 carbon atoms. In other embodiments, the substituted or unsubstituted aryl is a substituted or unsubstituted aryl with 6 to 25 carbon atoms. In other embodiments, the substituted or unsubstituted aryl is a substituted or unsubstituted aryl with 6 to 20 carbon atoms. In other embodiments, the substituted or unsubstituted aryl is a substituted or unsubstituted aryl with 6 to 12 carbon atoms.

[0054] In the present application, the aryl as a substituent of L, L1, L2, L4, L5, Ar1, Ar2, Ar4, Ar5 is, for example but not limited to, phenyl, naphthyl, and the like.

[0055] In the present application, a heteroaryl group refers to a monovalent aromatic ring or its derivative containing 1, 2, 3, 4, 5, or 6 heteroatoms in the ring, and the heteroatoms can be one or more of B, O, N, P, Si, Se, and S. The heteroaryl group can be a monocyclic heteroaryl group or a polycyclic heteroaryl group. In other words, the heteroaryl group can be a single aromatic ring system or a plurality of aromatic ring systems conjugated through carbon-carbon bonds, and any aromatic ring system is an aromatic monocyclic ring or an aromatic fused ring. Exemplarily, the heteroaryl group can include thiophenyl, 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, benzothiophenyl, dibenzothiophenyl, thienothiophenyl, benzofuryl, phenanthrolinyl, isoxazolyl, thiadiazolyl, phenothiazinyl, silafluorene, dibenzofuryl, and N-phenylcarbazolyl, N-pyridylcarbazolyl, N-methylcarbazolyl, etc., without limitation thereto.

[0056] In the present application, the number of carbon atoms of the substituted or unsubstituted heteroaryl group can be selected from 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, or 30. In some embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group having 5 to 20 carbon atoms. In other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group having 12 to 18 carbon atoms.

[0057] In the present application, the substituted heteroaryl group can be one or more than two hydrogen atoms in the heteroaryl group substituted by groups such as deuterium atoms, halogen groups, -CN, aryl groups, heteroaryl groups, trialkylsilyl groups, alkyl groups, cycloalkyl groups, haloalkyl groups, etc. It should be understood that the number of carbon atoms of the substituted heteroaryl group refers to the total number of carbon atoms of the heteroaryl group and the substituents on the heteroaryl group.

[0058] In the present application, the alkyl group having 1 to 10 carbon atoms can include a straight-chain alkyl group having 1 to 10 carbon atoms and a branched-chain alkyl group having 3 to 10 carbon atoms. The number of carbon atoms of the alkyl group can be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10. Specific examples of the alkyl group include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, etc.

[0059] In the present application, the halogen group can be, for example, fluorine, chlorine, bromine, or iodine.

[0060] In the present application, specific examples of haloalkyl include, but are not limited to, trifluoromethyl.

[0061] In the present application, specific examples of deuterated alkyl include, but are not limited to, trideuteromethyl.

[0062] In the present application, deuterated aryl refers to an aryl containing at least one deuterium substituent. Specific examples of deuterated aryl include, but are not limited to, pentadeuterophenyl and pentadeuterobiphenyl.

[0063] In the present application, the number of carbon atoms of the cycloalkyl having 3 to 10 carbon atoms can be, for example, 3, 4, 5, 6, 7, 8, or 10. Specific examples of cycloalkyl include, but are not limited to, cyclopentyl, cyclohexyl, and adamantyl.

[0064] In the present application, the single bond extending from the ring system involved in the non-positioned linking bond It means that one end of the linking bond can be connected to any position in the ring system penetrated by the bond, and the other end is connected to the rest of the compound molecule. For example, as shown in the following formula (f), the naphthyl group represented by formula (f) is connected to other positions of the molecule through two non-positioned linking bonds penetrating the bicyclic ring, and the meaning it represents includes any possible linking manner shown in formulas (f-1) to (f-10).

[0065]

[0066] 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-positioned linking bond extending from the middle of one of the benzene rings on one side, and the meaning it represents includes any possible linking manner shown in formulas (X'-1) to (X'-4).

[0067]

[0068] In some embodiments of the present application, the first compound is selected from the compounds represented by formula 1-1, formula 1-2, formula 1-3, or formula 1-4:

[0069]

[0070] In a preferred embodiment of the present application, the first compound is selected from the compound represented by formula 1-1.

[0071] Optionally, the first compound is selected from the compounds represented by formula A, formula B, formula C, formula D, formula E, formula F, formula G, formula H, formula I, formula J, formula K, formula L, formula M, formula N, formula O, or formula P:

[0072]

[0073]

[0074] In some preferred embodiments of the present application, the first compound is selected from the compounds represented by Formula A, Formula B, Formula C or Formula D.

[0075] In some embodiments of the present application, L, L1 and L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 12 carbon atoms.

[0076] Optionally, the substituents in L, L1 and L2 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms or a phenyl group.

[0077] In some other embodiments of the present application, L, L1 and L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group.

[0078] Optionally, the substituents in L, L1 and L2 are the same or different and are each 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 or a phenyl group.

[0079] Further optionally, L, L1 and L2 are the same or different and are each independently selected from a single bond or the group consisting of the following groups:

[0080]

[0081] Specifically, L, L1 and L2 are the same or different and are each independently selected from a single bond or the group consisting of the following groups:

[0082]

[0083]

[0084] In some embodiments of the present application, Ar1 and Ar2 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group.

[0085] Optionally, the substituents in Ar1 and Ar2 are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, a phenyl group or a pentadeuterophenyl group.

[0086] In some other embodiments of the present application, Ar1 and Ar2 are the same or different and are each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted fluorenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl.

[0087] Optionally, the substituents in Ar1 and Ar2 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterophenyl.

[0088] In some other embodiments of the present application, Ar1 and Ar2 are the same or different and are each independently selected from substituted or unsubstituted group W, and the unsubstituted group W is selected from the group consisting of the following groups:

[0089]

[0090] Wherein, represents a chemical bond; the substituted group W has one or more than two substituents, and the substituents are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterophenyl, and when the number of substituents on group W is greater than 1, the substituents are the same or different.

[0091] Optionally, Ar1 and Ar2 are the same or different and are each independently selected from the group consisting of the following groups:

[0092]

[0093] Specifically, Ar1 and Ar2 are the same or different and are each independently selected from the group consisting of the following groups:

[0094]

[0095]

[0096] In some embodiments of the present application, are each independently selected from the group consisting of the following groups:

[0097]

[0098] Specifically, are each independently selected from the group consisting of the following groups:

[0099]

[0100] In some embodiments of the present application, in Formula 1 is selected from the group consisting of the following groups:

[0101]

[0102] Specifically, in Formula 1 is selected from the group consisting of the following groups:

[0103]

[0104]

[0105]

[0106] In some embodiments of the present application, in Formula 1, Ar3 is selected from the group consisting of the following groups:

[0107] Specifically, in Formula 1, Ar3 is selected from the group consisting of the following groups:

[0108]

[0109] In some preferred embodiments of the present application, in Formula 1, Ar3 is selected from In some embodiments of the present application, the first compound is selected from the group consisting of the following compounds:

[0110] [[ID=3,6]]

[0111]

[0112]

[0113]

[0114]

[0115]

[0116]

[0117]

[0118]

[0119]

[0120]

[0121]

[0122]

[0123]

[0124]

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141]

[0142]

[0143]

[0144]

[0145] In some embodiments of the present application, in Formula 2, L4 and L5 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene having 6 to 12 carbon atoms, and a substituted or unsubstituted heteroarylene having 12 to 18 carbon atoms.

[0146] Optionally, the substituents in L4 and L5 are the same or different, and are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, or phenyl.

[0147] In some embodiments of the present application, in Formula 2, L4 and L5 are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted carbazolylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted dibenzothiophenylene group.

[0148] Optionally, the substituents in L4 and L5 are the same or different, and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, or phenyl.

[0149] In some embodiments of the present application, in Formula 2, L4 and L5 are the same or different, and are each independently selected from a single bond or the group consisting of the following groups:

[0150]

[0151] Specifically, in Formula 2, L4 and L5 are the same or different, and are each independently selected from a single bond or the group consisting of the following groups:

[0152]

[0153] In some embodiments of the present application, in Formula 2, Ar4 and Ar5 are the same or different, and are each independently selected from a substituted or unsubstituted aryl group having 6 to 24 carbon atoms, a substituted or unsubstituted heteroaryl group having 12 to 18 carbon atoms.

[0154] Optionally, the substituents in Ar4 and Ar5 are the same or different, and are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, phenyl, or pentadeuterophenyl.

[0155] In some other embodiments of the present application, in Formula 2, Ar4 and Ar5 are the same or different, and are each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted quaterphenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted carbazolyl group.

[0156] Optionally, the substituents in Ar4 and Ar5 are the same or different, and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, or pentadeuterophenyl.

[0157] In some embodiments of the present application, in Formula 2, Ar4 and Ar5 are the same or different and are each independently selected from the group consisting of the following groups:

[0158]

[0159] Specifically, in Formula 2, Ar4 and Ar5 are the same or different and are each independently selected from the group consisting of the following groups:

[0160]

[0161] In some embodiments of the present application, in Formula 2 are each independently selected from the group consisting of the following groups:

[0162]

[0163] Specifically, in Formula 2 are each independently selected from the group consisting of the following groups:

[0164]

[0165]

[0166]

[0167] In some embodiments of the present application, the host material and the guest material can be co-evaporated by a multi-source evaporation process, so that the host material and the guest material are uniformly dispersed in the organic light-emitting layer. The doping ratio can be adjusted by controlling the evaporation rate of the guest material during the evaporation process, or by controlling the evaporation rate ratio of the host material and the guest material.

[0168] Optionally, the organic light-emitting layer can be formed by a multi-source co-evaporation method to form an organic light-emitting layer including a host material and a guest material. The doping ratio can be adjusted by controlling the evaporation rate of the guest material during the evaporation process, or by controlling the evaporation rate ratio of the host material and the guest material.

[0169] There is no particular limitation on the relative content of the first compound and the second compound in the organic light-emitting layer of the organic electroluminescent device of the present application, and it can be selected according to the specific application of the organic electroluminescent device. Generally, the evaporation rate ratio (%) of the first compound and the second compound can be 1:99, 20:80, 30:70, 40:60, 45:65, 50:50, 55:45, 60:40, 70:30, 80:20, 99:1, etc.

[0170] In some preferred embodiments of the present application, the evaporation rate ratio (%) of the first compound to the second compound is 40:60, 45:65, 50:50, 55:45, 60:40.

[0171] In some other embodiments of the present application, the first compound and the second compound can be uniformly mixed by mechanical stirring to form a host material mixture. The formed host material mixture and the guest material are co-evaporated to deposit an organic light-emitting layer in a multi-source co-evaporation manner, forming an organic light-emitting layer including the host material mixture and the guest material. The doping ratio can be adjusted by controlling the evaporation rate of the guest material during the evaporation process, or by controlling the evaporation rate ratio of the host material mixture to the guest material.

[0172] Among them, the first compound and the second compound in the host material mixture can be mixed according to mass percentage. The present application does not particularly limit the relative content of the two types of compounds in the host material mixture, and can be selected according to the specific application of the organic electroluminescent device. Generally, based on the total weight of the host material mixture, the mass percentage content of the first compound can be 1% to 99%, and the mass percentage content of the second compound can be 1% to 99%. For example, in the host material mixture, the mass ratio (%) of the first compound to the second compound can be 1:99, 20:80, 30:70, 40:60, 45:65, 50:50, 55:45, 60:40, 70:30, 80:20, 99:1, etc.

[0173] In one embodiment of the present application, the organic electroluminescent device is a phosphorescent device.

[0174] In a specific embodiment of the present application, the organic electroluminescent device is a green phosphorescent organic electroluminescent device.

[0175] In some embodiments of the present application, the organic electroluminescent device sequentially includes an anode (ITO substrate), a hole transport layer, a light emission adjustment layer, an organic light-emitting layer, an electron transport layer, an electron injection layer, a cathode (Mg-Ag mixture), and an organic capping layer.

[0176] In a specific embodiment of the present application, as Figure 1 shown, the organic electroluminescent device of the present 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 layer 320, a light emission adjustment layer 330, an organic light-emitting layer 340, an electron transport layer 350, and an electron injection layer 360.

[0177] Optionally, the anode 100 includes an anode material which is preferably a material with a large work function (work function) that helps hole injection into the functional layer. Specific examples of the anode material 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 are not limited thereto. Preferably, a transparent electrode including indium tin oxide (ITO) is included as the anode.

[0178] Optionally, the hole transport layer 320 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 this application does not make special limitations thereto. For example, in some embodiments of this application, the hole transport layer 320 is composed of HT-1.

[0179] Optionally, the light-emitting auxiliary layer 330 (the light-emitting adjustment layer is also called the hole adjustment layer, electron blocking layer, hole auxiliary layer, hole buffer layer, light-emitting adjustment layer, or second hole transport layer) 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 this application does not make special limitations thereto. For example, in some embodiments of this application, the light-emitting auxiliary layer 330 is composed of HT-2.

[0180] Optionally, the organic light-emitting layer 340 may be composed of a single light-emitting material or may include a host material and a guest material. Optionally, the organic light-emitting layer 340 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 340 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.

[0181] The guest material of the organic light-emitting layer 340 may be a compound or its derivative having a condensed aryl ring, a compound or its derivative having a heteroaryl ring, an aromatic amine derivative, or other materials, and this application does not make special limitations thereto.

[0182] In some embodiments of this application, for the green organic light-emitting device, the organic light-emitting layer 340 includes the first compound, the second compound, and the guest material GD-01 of this application.

[0183] 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 some embodiments of this application, the electron transport layer 350 can be composed of ET-1 and LiQ.

[0184] Optionally, the cathode 200 includes the following cathode materials, which are materials with a small work function that contribute to the injection of electrons 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.

[0185] 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 restrictions thereto. In some embodiments of this application, the hole injection layer 310 can be composed of PD and HT-1.

[0186] 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, alkali metal halides, or can include complexes of alkali metals and organic substances. In some embodiments of this application, the electron injection layer 360 can include ytterbium (Yb).

[0187] The fourth aspect of this application also provides an electronic device, which includes the organic electroluminescent device described in this application.

[0188] For example, as Figure 2 shown, the electronic device provided by 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, and for example, can include but are not limited to computer screens, mobile phone screens, televisions, electronic papers, emergency lighting lamps, optical modules, etc. Since the first electronic device 400 has the above organic electroluminescent device, it has the same beneficial effects, and this application will not repeat them here.

[0189] 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.

[0190] Synthesis of the First Compound

[0191] Synthesis of Intermediate IM-a-no:

[0192]

[0193] Under nitrogen protection, 2,3-dichloronitrobenzene (20.0 g; 104.2 mmol), d5-phenylboronic acid pinacol ester (47.9 g; 229.2 mmol), tetrakis(triphenylphosphine)palladium (4.8 g; 4.2 mmol), potassium carbonate (57.6 g; 416.7 mmol), tetrabutylammonium bromide (13.4 g; 41.2 mmol), toluene (320 mL), ethanol (80 mL) and deionized water (80 mL) were added to a round-bottom flask. The mixture was heated to 75 °C - 80 °C and stirred for reaction for 72 hours. The reaction solution was cooled to room temperature, deionized water was added, and liquid separation was carried out. The organic phase was washed with water and then dried with anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The obtained crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent as the mobile phase to obtain a colorless oily substance Intermediate IM-a-no (17.7 g; yield: 60%).

[0194] Referring to the synthesis method of Intermediate IM-a-no, using Reactant A to replace 2,3-dichloronitrobenzene, the intermediates shown in Table 1 below were synthesized:

[0195] Table 1

[0196]

[0197] Synthesis of Intermediate IM-a-nh:

[0198]

[0199] Under nitrogen protection, Intermediate IM-a-no (16.0 g; 56.1 mmol), triphenylphosphine (36.8 g; 140.2 mmol) and o-dichlorobenzene (150 mL) were added to a round-bottom flask. The mixture was stirred and heated to 175 °C - 180 °C for reaction for 36 hours. The reaction solution was cooled to room temperature, deionized water was added, and liquid separation was carried out. The organic phase was washed with water and then dried with anhydrous magnesium sulfate, and the solvent was removed under high-temperature reduced pressure conditions. The obtained crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent as the mobile phase to obtain a white solid Intermediate IM-a-nh (9.2 g; yield: 65%).

[0200] Referring to the synthesis method of intermediate IM-a-nh, replace intermediate IM-a-no with reactant B to synthesize the intermediates shown in Table 2 below:

[0201] Table 2

[0202]

[0203] Synthesis of Compound A20:

[0204]

[0205] Under nitrogen protection, add intermediate IM-a-nh (5.0 g; 19.8 mmol), sub 1 (12.9 g; 29.7 mmol) and N,N-dimethylformamide (50 mL) to a round-bottom flask. Cool the mixture with stirring to -5°C to 0°C, add sodium hydride (0.6 g; 23.7 mmol), and stir the reaction solution at -5°C to 0°C for 1 hour. Then, warm it up to 20°C to 25°C and react for 24 hours. Stop the reaction, wash the reaction solution with water and separate the layers. Dry the organic phase with anhydrous magnesium sulfate, and remove the solvent under reduced pressure to obtain the crude product. Purify the crude product by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent as the eluent, and then recrystallize and purify it using a toluene / n-heptane mixed solvent as the mobile phase to obtain white solid compound A20 (7.9 g; yield: 61%).

[0206] Referring to the synthesis method of compound A20, replace intermediate IM-a-nh with reactant C and replace sub 1 with reactant D to synthesize the compounds shown in Table 3 below:

[0207] Table 3

[0208]

[0209]

[0210]

[0211] Synthesis of Compound A46:

[0212]

[0213] Under nitrogen protection, intermediate IM-a-nh (5.0 g; 19.8 mmol), sub 2 (8.7 g; 20.8 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.2 g; 0.2 mmol), 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.2 g; 0.4 mmol), sodium tert-butoxide (2.9 g; 29.7 mmol) and xylene (50 mL) were added to a round-bottom flask. The mixture was stirred at 135 °C to 140 °C for 16 hours. After cooling to room temperature, the reaction solution was washed with water and separated. The organic phase was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the eluent, and then recrystallized and purified using a toluene / n-heptane solvent system to obtain white solid compound A46 (9.8 g; yield: 78%).

[0214] Referring to the synthesis method of compound A46, the compounds shown in Table 4 below were synthesized by using reactant E in the following table to replace intermediate IM-a-nh and reactant F to replace sub 2.

[0215] Table 4

[0216]

[0217]

[0218]

[0219]

[0220]

[0221] Synthesis of reactant F-89 used in compound B89

[0222]

[0223] Under nitrogen protection, 2-chloro-4,6-bis(phenyl-2,3,4,5,6-D5)-1,3,5-triazine (20.0 g; 72.0 mmol), 3'-chloro-4-biphenylboronic acid (17.6 g; 75.6 mmol), tetrakis(triphenylphosphine)palladium (0.8 g; 0.7 mmol), potassium carbonate (19.9 g; 144.0 mmol), tetrabutylammonium bromide (0.2 g; 0.7 mmol), toluene (200 mL), ethanol (80 mL) and deionized water (40 mL) were added to a round-bottom flask. The reaction solution was heated to 75 °C - 80 °C and stirred for 5 hours. The reaction solution was cooled to room temperature, deionized water was added, and the layers were separated. The organic phase was washed with water and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The obtained crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent as the mobile phase to obtain the white solid intermediate F-89 (24.8 g; yield: 80%).

[0224] Synthesis of intermediate sub a1:

[0225]

[0226] Under nitrogen protection, sub 3 (20.0 g; 74.7 mmol), 3-fluoro-4-biphenylboronic acid (16.9 g; 78.4 mmol), tetrakis(triphenylphosphine)palladium (0.9 g; 0.7 mmol), potassium carbonate (20.6 g; 149.4 mmol), tetrabutylammonium bromide (0.2 g; 0.7 mmol), toluene (200 mL), ethanol (80 mL) and deionized water (40 mL) were added to a round-bottom flask. The reaction solution was heated to 75 °C - 80 °C and stirred for 10 hours. The reaction solution was cooled to room temperature, deionized water was added, and the layers were separated. The organic phase was washed with water and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The obtained crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent as the mobile phase to obtain the white solid intermediate sub a1 (21.7 g; yield: 72%).

[0227] Referring to the synthesis method of intermediate sub a1, using reactant G to replace 3-fluoro-4-biphenylboronic acid, the intermediates shown in Table 5 below were synthesized:

[0228] Table 5

[0229]

[0230] Synthesis of compound B73

[0231]

[0232] Under nitrogen protection, IM-b-nh (22.5 g; 89.2 mmol), sub a1 (20 g; 49.6 mmol), tripotassium phosphate (52.6 g; 247.8 mmol), and N-methylpyrrolidone (200 mL) were added to a round-bottom flask. The reaction solution was heated to 195 °C and stirred for 12 hours. The reaction solution was cooled to room temperature, deionized water was added, and the layers were separated. The organic phase was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The resulting crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent to obtain the solid product B73 (18.3 g; yield: 58%).

[0233] Referring to the synthesis method of compound B73, the compounds shown in Table 6 below were synthesized using reactant H in place of sub a1:

[0234] Table 6

[0235]

[0236] Synthesis of intermediate ai:

[0237]

[0238] Under nitrogen protection, 2,3-dichloronitrobenzene (20.0 g; 104.2 mmol), D5-phenylboronic acid pinacol ester (21.8 g; 104.2 mmol), tetrakis(triphenylphosphine)palladium (2.4 g; 2.1 mmol), potassium carbonate (28.8 g; 208.3 mmol), tetrabutylammonium bromide (6.7 g; 20.8 mmol), toluene (160 mL), ethanol (40 mL), and deionized water (40 mL) were added to a round-bottom flask. The reaction solution was heated to 75 °C - 80 °C and stirred for 48 hours; the reaction solution was cooled to room temperature, deionized water was added, and the layers were separated. The organic phase was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure; the resulting crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane solvent system to obtain the white solid intermediate ai (18.8 g; yield: 76%).

[0239] Synthesis of intermediate aii:

[0240]

[0241] Under nitrogen protection, the intermediate ai (18.0 g; 75.4 mmol), triphenylphosphine (49.5 g; 188.5 mmol), and o-dichlorobenzene (150 mL) were added to a round-bottom flask. The mixture was stirred and heated to 175 °C - 180 °C and reacted for 36 hours. The reaction solution was cooled to room temperature, deionized water was added, and liquid separation was performed. The organic phase was washed with water and dried over anhydrous magnesium sulfate, and the solvent was removed under high-temperature and reduced-pressure conditions. The obtained crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent to obtain the white solid intermediate aii (11.1 g; yield: 72%).

[0242] Synthesis of intermediate SL1:

[0243]

[0244] The intermediate aii (10.0 g; 48.6 mmol), 4-biphenylboronic acid (10.1 g; 51.1 mmol), palladium acetate (0.1 g; 0.5 mmol), 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.5 g; 1.0 mmol), cesium carbonate (23.8 g; 72.9 mmol), toluene (80 mL), ethanol (20 mL), and deionized water (20 mL) were added to a round-bottom flask under nitrogen protection. The mixture was heated to 75 °C - 80 °C and stirred for 48 hours. The reaction solution was cooled to room temperature, deionized water was added, and liquid separation was performed. The organic phase was washed with water and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The obtained crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent to obtain the white solid intermediate SL1 (12.1 g; yield: 77%).

[0245] Synthesis of compound AA21:

[0246]

[0247] Under nitrogen protection, the intermediate SL1 (5.0 g; 15.5 mmol), sub 4 (6.5 g; 15.5 mmol), tris(dibenzylideneacetone)dipalladium (0.1 g; 0.2 mmol), 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.1 g; 0.3 mmol), sodium tert-butoxide (2.2 g; 23.2 mmol), and xylene (50 mL) were added to a round-bottom flask. The mixture was stirred at 135 °C - 140 °C for 7 hours. After cooling to room temperature, the reaction solution was washed with water and separated by liquid separation. The organic phase was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent as the eluent, and then the product was recrystallized and purified using a toluene / n-heptane mixed solvent to obtain the white solid compound AA21 (7.6 g; yield: 70%).

[0248] The mass spectrometry data of the partial first compound are shown in Table 7 below:

[0249] Table 7

[0250]

[0251]

[0252] Synthesis of the second compound

[0253] Synthesis of compound a3:

[0254]

[0255] Under nitrogen protection, raw material a-1 (20.0 g; 48.9 mmol), raw material b-1 (15.1 g; 48.9 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.4 g; 0.5 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (0.4 g; 1.0 mmol), sodium tert-butoxide (7.0 g; 73.4 mmol) and xylene (200 mL) were added to a round-bottom flask, and the mixture was stirred at 140 °C for 6 hours. After cooling to room temperature, the reaction solution was washed with water and separated by liquid separation. The organic phase was dried with anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent as the eluent, and then the product was recrystallized and purified using a toluene / n-heptane mixed solvent to obtain white solid compound a3-1 (23.1 g; yield: 74%).

[0256]

[0257] Trifluoromethanesulfonic anhydride (86.8 g, 307.8 mmol) and heavy water (30.8 g, 1538.9 mmol) were added at 0 °C and stirred for 5 hours to prepare a solution. a3-1 (20 g, 31.4 mmol) was added to 120 mL of 1,2,4-trichlorobenzene, and the mixture was stirred. Then, the prepared mixed solution of trifluoromethanesulfonic anhydride and heavy water was slowly added dropwise to the mixed solution of a3-1 and 1,2,4-trichlorobenzene, and the mixture was stirred while heating to 140 °C, and then maintained at this temperature. After reacting for 14 hours, the reaction mixture was cooled to room temperature, and the organic layer and the aqueous layer were separated. Then, the organic layer was neutralized with an aqueous potassium carbonate solution. After washing twice with water, the organic layer was separated, anhydrous magnesium sulfate was added thereto, stirred, then filtered, and the filtrate was distilled under reduced pressure. The concentrated compound was purified by silica gel column chromatography to obtain compound a3 (10.97 g; yield: 54%).

[0258] Refer to the synthesis method of reference compound a3. Replace compound a-1 with reactant a and compound b-1 with reactant b in the following table to synthesize the compounds shown in Table 8 below:

[0259] Table 8

[0260]

[0261]

[0262] The mass spectrometry data of some second compounds are shown in the following table

[0263] Table 9

[0264]

[0265]

[0266] Preparation of organic electroluminescent device

[0267] Example 1: Preparation of green organic electroluminescent device

[0268] The device is prepared through the following process

[0269] On an experimental substrate with a thickness of ITO / Ag / ITO , perform surface treatment using ultraviolet light, ozone, and O2:N2 plasma to increase the work function of the anode. The surface of the experimental substrate can also be cleaned with an organic solvent to remove impurities and oil stains on the surface of the experimental substrate.

[0270] On the experimental substrate, co-evaporate compound HT-1 and PD at a evaporation rate ratio of 97%:3% to form a hole injection layer with a thickness of . Then, evaporate compound HT-1 on the hole injection layer to form a hole transport layer with a thickness of . Evaporate compound HT-2 on the hole transport layer to form a light-emitting auxiliary layer with a thickness of .

[0271] On the light-emitting auxiliary layer, co-evaporate compound a3 (second compound), compound A2 (first compound), and GD-01 (doped guest) at a evaporation rate ratio of 60%:40%:10% to form an organic light-emitting layer with a thickness of .

[0272] On the organic light-emitting layer, co-evaporate compound ET-1 and LiQ at a evaporation rate ratio of 50%:50% to form an electron transport layer with a thickness of .

[0273] Yb is evaporated on the electron transport layer to form an electron injection layer with a thickness of ; then, on the electron injection layer, magnesium (Mg) and silver (Ag) are co-evaporated at an evaporation rate ratio of 10%:90% to form a cathode with a thickness of .

[0274] Compound CP-1 is evaporated on the cathode to form an organic covering layer with a thickness of , thus completing the preparation of the green organic light-emitting device.

[0275] Examples 2 to 39:

[0276] An organic light-emitting device is prepared by the same method as in Example 1, except that in the preparation of the organic light-emitting layer, the first compound, the second compound, and the evaporation rate ratio of the first compound and the second compound in Table 10 are used to replace the first compound, the second compound, and the evaporation rate ratio of the first compound and the second compound in Example 1.

[0277] Comparative Examples 1 to :

[0278] An organic light-emitting device is prepared by the same method as in Example 1, except that in the preparation of the organic light-emitting layer, the first compound, the second compound, and the evaporation rate ratio of the first compound and the second compound in Table 10 are used to replace the first compound, the second compound, and the evaporation rate ratio of the first compound and the second compound in Example 1.

[0279] Among them, the compounds used to prepare the devices of each example and comparative example are as follows:

[0280]

[0281]

[0282] The performance of the green organic light-emitting devices prepared in Examples 1 to 39 and Comparative Examples 1 and 2 is tested. Specifically, the IVL performance of the devices is tested under the condition of 15 mA / cm ,

[0285] , , , ,

[0284] , 2 ,

[0286] , ,

[0282] , ,

[0283] , , 2 and the T95 device lifetime is tested under the condition of 20 mA / cm 2 . The test results are shown in Table 10 below

[0283] Table 10

[0284]

[0285]

[0286] As can be seen from the above table, compared with Comparative Examples 1 to 2, the current efficiency of the devices in Examples 1 to 39 is increased by at least 12.0%, and the T95 lifetime is increased by at least 33.5%.

[0287] In the organic light-emitting layer of the organic electroluminescent device of the present application, it contains a first compound and a second compound. Among them, the core structure of the first compound is that phenylcarbazole is connected to a triazine group through a nitrogen atom, and one of the benzene rings on the carbazole ring is fully deuterated, and an aryl group is connected to the other benzene ring. Among them, the aryl group on one side of the carbazole group is used as a substituent, which expands the aromatic conjugation range of the molecular structure while reducing the molecular symmetry, enabling the material to have better energy transfer characteristics and reducing crystallinity; the special asymmetric deuteration of the carbazole group can effectively improve the molecular structure stability and further reduce the molecular symmetry, thereby significantly improving the optoelectronic stability and film-forming property of the material. The first compound of the present application has good carrier transport characteristics, energy transfer characteristics and optoelectronic stability, and is suitable for use as the host material of the light-emitting layer in an organic electroluminescent device. The organic electroluminescent device using it as the host material has significantly improved lifetime characteristics while maintaining a low driving voltage and high luminous efficiency. The second compound of the present application selects an indolocarbazole compound with a specific fusion method and fully deuterates the parent nucleus of the compound, which can significantly improve the stability of the compound. The combination of these two groups of deuterated compounds has high and balanced carrier mobilities. Using the above two materials as the mixed host materials of a green organic electroluminescent device can reduce the working voltage of the organic electroluminescent device, improve the luminous efficiency and lifetime. In particular, when the aryl group on one side of the carbazole in the first compound is a pentadeuterated phenyl group and combined with the second compound, the device performance is better.

[0288] Specifically, compared with Comparative Example 1, the device prepared in the present application significantly reduces the driving voltage and improves the luminous efficiency. The reason may be that in the first compound of the present application, deuteration is carried out at specific sites of the phenylcarbazole core structure, and when used in combination with the second compound with strong hole characteristics, it can significantly improve the service life of organic electroluminescence.

[0289] Compared with Comparative Example 2, the device prepared in the present application significantly improves the service life. The reason may be that in the first compound of the present application, deuteration is carried out at specific sites of the carbazole group, and the triazine and carbazole are connected by a single bond or an arylene group. When used with the second compound with strong hole characteristics, it can significantly improve the optoelectronic stability of the device.

[0290] The above has described in detail some embodiments of the present application in conjunction with the accompanying drawings. However, the present application is not limited to the specific details in the above embodiments. Within the scope of the technical concept of the present application, various simple modifications can be made to the technical solutions of the present application, and these simple modifications all belong to the protection scope of the present application.

Claims

1. An organic electroluminescent device, comprising a cathode, an anode, and an organic layer; the cathode and the anode are disposed opposite to each other; the organic layer is located between the cathode and the anode; the organic layer includes an organic light-emitting layer; It is characterized in that The organic light-emitting layer includes a first compound and a second compound; The first compound is a compound represented by Formula 1: Wherein, Ar1 and Ar2 are the same or different, and 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 fluorenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group; The substituents in Ar1 and Ar2 are the same or different, and are independently selected from deuterium, fluorine, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group, phenyl group or pentadeuterophenyl group; L, L1 and L2 are the same or different, and are independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group; The substituents in L, L1 and L2 are the same or different, and are independently selected from deuterium, fluorine, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group or phenyl group; Ar3 is pentadeuterophenyl group, biphenyl group or terphenyl group; The second compound is a compound represented by Formula 2: L4 and L5 are the same or different, and are independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted carbazolylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted dibenzothiophenylene group; The substituents in L4 and L5 are the same or different, and are independently selected from deuterium, fluorine, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group or phenyl group; Ar4 and Ar5 are the same or different, and 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 fluorenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted quaterphenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted carbazolyl group; The substituents in Ar4 and Ar5 are the same or different, and are independently selected from deuterium, fluorine, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group, phenyl group or pentadeuterophenyl group.

2. The organic electroluminescent device according to claim 1, wherein In Formula 1 and are each independently selected from the group consisting of the following groups:

3. The organic electroluminescent device according to claim 1, wherein In Formula 1 selected from the group consisting of the following groups:

4. The organic electroluminescent device according to claim 1, characterized in that, In Formula 1, Ar3 is selected from the group consisting of the following groups:

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

6. The organic electroluminescent device according to claim 1, wherein In Formula 2 and are the same or different and each independently selected from the group consisting of the following groups:

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

8. The organic electroluminescent device according to claim 1, characterized in that, The organic layer further includes a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron transport layer and an electron injection layer.

9. An electronic device, characterized in that, Including the organic electroluminescent device according to any one of claims 1 to 8.

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