Organic compound, and organic electroluminescent device and electronic device comprising same

Abstract

The invention relates to an organic compound, and an organic electroluminescent device and an electronic device comprising the same. The organic compound provided by the invention has a structure as shown in formula I. When the organic compound is applied to an organic electroluminescent device, the performance of the device can be remarkably improved. # imgabs0 #

Description

Technical Field

[0001] This application belongs to the technical field of organic materials, and in particular relates to an organic compound, an organic electroluminescent device and an electronic device comprising the same. Background Art

[0002] Currently, organic electroluminescent devices are regarded as the next-generation display and lighting technologies due to their advantages such as active light emission, high current efficiency, low power consumption, light weight, thinness, fast response speed, and large viewing angle. An organic electroluminescent device generally includes a cathode and an anode disposed opposite to each other, and a functional layer disposed between the cathode and the anode. When a voltage is applied between the two electrodes, an electric field is generated between the two electrodes. Under the action of the electric field, electrons on the cathode side move towards the electroluminescent layer, and holes on the anode side also move towards the light-emitting layer. The electrons and holes combine in the electroluminescent layer to form excitons. The excitons are in an excited state and release energy outward, thereby causing the electroluminescent layer to emit light externally.

[0003] Organic electroluminescent devices can have various structures, such as a single-layer structure and a stacked structure. A single-layer organic electroluminescent device only includes one light-emitting unit between the cathode and the anode, while a stacked organic electroluminescent device is composed of multiple light-emitting units stacked together. A light-emitting unit generally includes at least one light-emitting layer, one hole-transporting layer, and one electron-transporting layer. On this basis, the light-emitting unit can further include a hole-injecting layer, an electron-injecting layer, a hole-blocking layer, and an electron-blocking layer. There is a charge generation layer (CGL) between adjacent light-emitting units for charge generation and movement. The CGL is constructed in a p-n form and includes an n-type charge generation layer (n-CGL) and a p-type charge generation layer (p-CGL). Among them, the p-type material mainly generates holes, and the n-type material is doped with a low-work-function metal through an electron-transporting layer material to generate electrons.

[0004] In existing organic electroluminescent devices, the most important problems are lifespan and efficiency. As the display area increases, the voltage also increases. Therefore, it is necessary to continue to research and develop new materials to further improve the performance of organic electroluminescent devices. Summary of the Invention

[0005] Aiming at the above problems existing in the prior art, the purpose of this application is to provide an organic compound, an organic electroluminescent device and an electronic device comprising the same. The organic compound can be used in an organic electroluminescent device to improve the performance of the device.

[0006] The first aspect of this application provides an organic compound having the structure shown in Formula I:

[0007]

[0008] Wherein, L A and LB identical or different, and each independently selected from substituted or unsubstituted phenanthrolinyl groups;

[0009] Ring A and Ring B are identical or different, and each independently selected from benzene rings, naphthalene rings or phenanthrene rings;

[0010] X 1 and X 2 identical or different, and each independently selected from O or S;

[0011] Ar 1 and Ar 2 identical or different, and each independently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms or substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms;

[0012] L A and L B the substituents in are identical or different, and each independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 10 carbon atoms, haloalkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, trialkylsilyl groups having 3 to 12 carbon atoms, aryl groups having 6 to 12 carbon atoms, deuterated aryl groups having 6 to 12 carbon atoms or heteroaryl groups having 5 to 12 carbon atoms;

[0013] Ar 1 and Ar 2 the substituents in are identical or different, and each independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 10 carbon atoms, haloalkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, trialkylsilyl groups having 3 to 12 carbon atoms, aryl groups having 6 to 20 carbon atoms or heteroaryl groups having 3 to 20 carbon atoms;

[0014] R 1 and R 2 identical or different, and each independently selected from deuterium, cyano groups, halogen groups, alkyl groups having 1 to 10 carbon atoms, haloalkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, trialkylsilyl groups having 3 to 12 carbon atoms, deuterated aryl groups having 6 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms or heteroaryl groups having 3 to 20 carbon atoms;

[0015] n 1 represents the number of R 1 n 1 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; when n 1 is greater than 1, any two R 1 are identical or different;

[0016] n 2 represents R2 The number, n 2 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; when n 2 is greater than 1, any two Rs 2 are the same or different.

[0017] The second aspect of the present application provides an organic electroluminescent device, including an anode and a cathode, and a functional layer disposed between the anode and the cathode; the functional layer contains the above-mentioned organic compound.

[0018] In the third aspect of the present application, an electronic device is provided, which includes the organic electroluminescent device described in the second aspect.

[0019] The compound of the present application is centered on a benzene ring, and aromatic rings are connected to both sides of the benzene ring and phenanthroline substituted with aromatic ring-fused thiazole / aromatic ring-fused oxazole to form a structure. The molecular twist of this structure is relatively large, endowing the compound with a relatively high glass transition temperature, enabling the compound to form a better amorphous thin film. Moreover, oxygen / sulfur atoms have two pairs of lone pair electrons, which can enhance the electron transport performance of phenanthroline. At the same time, the compound of the present application has excellent metal complexing ability. The compound can form stable N-metal coordination bonds with metals such as Li and Yb, effectively inhibiting the oxidation of metals, being beneficial to improving the charge generation efficiency; thereby improving the current efficiency and prolonging the service life of the organic electroluminescent device. Description of the Drawings

[0020] 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.

[0021] Figure 1 is a schematic structural diagram of an organic electroluminescent device according to an embodiment of the present application.

[0022] Figure 2 is a schematic structural diagram of an organic electroluminescent device according to another embodiment of the present application.

[0023] Figure 3 is a schematic structural diagram of an electronic device according to an embodiment of the present application.

[0024] Reference Signs

[0025] 100, Anode 200, Cathode 300, Functional Layer 310, Hole Injection Layer

[0026] 321, Hole Transport Layer 322, Electron Blocking Layer 330, Organic Light Emitting Layer 340, Electron Transport Layer

[0027] 350, Electron injection layer 411, first hole transport layer 412, first hole adjustment layer 413, first organic light-emitting layer 414, first electron transport layer 421, n-type charge generation layer 422, p-type charge generation layer 431, second hole transport layer 432, second hole adjustment layer 433, second organic light-emitting layer 434, second electron transport layer 410, first light-emitting unit 420, charge generation layer 430, second light-emitting unit 500, electronic device Detailed implementation manners

[0028] Exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, the exemplary embodiments can be implemented in various forms and should not be construed as limited to the examples set forth herein; rather, these embodiments are provided so that this application will be more complete and comprehensive, and will fully convey the concept of the exemplary embodiments to those skilled in the art. The features, structures, or characteristics described may be combined in any suitable manner in one or more embodiments. In the following description, numerous specific details are provided to give a thorough understanding of the embodiments of this application.

[0029] In a first aspect, this application provides an organic compound having a structure shown in Formula I:

[0030]

[0031] Wherein, L A and L B are the same or different and each independently selected from a substituted or unsubstituted phenanthrolinyl group;

[0032] Ring A or Ring B are the same or different and each independently selected from a benzene ring, a naphthalene ring or a phenanthrene ring;

[0033] X 1 and X 2 are the same or different and each independently selected from O or S;

[0034] Ar 1 and Ar 2 are the same or different and 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;

[0035] L A and L BThe substituents in are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an aryl group having 6 to 12 carbon atoms, a deuterated aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms;

[0036] Ar 1 and Ar 2 The substituents in are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms;

[0037] R 1 and R 2 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, a trialkylsilyl group having 3 to 12 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms;

[0038] n 1 represents the number of R 1 and n 1 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; when n 1 is greater than 1, any two R 1 are the same or different;

[0039] n 2 represents the number of R 2 and n 2 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; when n 2 is greater than 1, any two R 2 are the same or different.

[0040] In the present application, the description methods "each... independently is", "... are respectively independently", and "... are each independently" can be interchanged and should all be understood in a broad sense. It can either mean that among different groups, the specific options expressed between the same symbols do not affect each other, or it can also mean that within the same group, the specific options expressed between the same symbols do not affect each other. For example, Wherein, each q is independently 0, 1, 2 or 3, and each R” is independently selected from hydrogen, deuterium, fluorine, chlorine, which means that: Formula Q-1 represents that there are q substituents R” on the benzene ring, and each R” can be the same or different, and the options of each R” do not affect each other; Formula Q-2 represents that there are q substituents R” on each benzene ring of the biphenyl, and 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.

[0041] In the present application, the term “substituted or unsubstituted” means that the functional group described after this term may or may not have a substituent (hereinafter, for the sake of convenience of description, the substituent is collectively referred to as Rc). For example, “substituted or unsubstituted aryl” means an aryl having a substituent Rc or an aryl without a substituent. Among them, the above-mentioned substituent, that is, Rc, can be, for example, deuterium, a halogen group, a cyano group, a heteroaryl group, an aryl group, a trialkylsilyl group, an alkyl group, a haloalkyl group, a deuterated aryl group, etc. The number of substituents can be one or more.

[0042] In the present application, a group can be a monovalent group or a polyvalent group formed by substitution.

[0043] In the present application, the number of carbon atoms of a substituted or unsubstituted functional group refers to all carbon atoms.

[0044] The hydrogen atoms in the compound structure of the present application include various isotope atoms of hydrogen element, such as hydrogen (H), deuterium (D) or tritium (T).

[0045] “D” in the chemical formula of the compound of the present application represents deuteration.

[0046] In the present application, “aryl” refers to an optionally functionalized or substituted group derived from an aromatic carbocyclic ring. An aryl group can be a monocyclic aryl group (such as phenyl) or a polycyclic aryl group. In other words, an aryl group can be a monocyclic aryl group, a fused polycyclic aryl group, two or more monocyclic aryl groups connected by carbon-carbon bonds, a monocyclic aryl group and a fused polycyclic aryl group connected by carbon-carbon bonds, or two or more fused polycyclic aryl groups connected by carbon-carbon bonds. That is, unless otherwise specified, two or more aromatic groups connected by carbon-carbon bonds can also be regarded as the aryl groups of the present application. Among them, the fused polycyclic aryl group can include, for example, a bicyclic fused aryl group (such as naphthyl), a tricyclic fused aryl group (such as phenanthryl, fluorenyl, anthryl), etc. Examples of aryl groups include, but are not limited to, phenyl, naphthyl, fluorenyl, spirobifluorenyl, anthryl, phenanthryl, biphenyl, terphenyl, triphenylene, perylenyl, benzo[9,10]phenanthryl, pyrenyl, benzo[a]pyrenyl, and the like.

[0047] In the present application, “arylene” refers to a divalent group formed by further removing one or more hydrogen atoms from an aryl group.

[0048] In the present application, a heteroaryl refers to a monovalent aromatic ring or its derivative in which the ring contains 1, 2, 3, 4, 5 or 6 heteroatoms, and the heteroatoms can be one or more 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 connected by 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, phenothiazinyl, silolyl, dibenzofuryl, and N-phenylcarbazolyl, N-pyridylcarbazolyl, N-methylcarbazolyl, etc., but not limited thereto.

[0049] In the present application, the sub-heteroaryl involved refers to a divalent or polyvalent group formed by further removing one or more hydrogen atoms from the heteroaryl.

[0050] In the present application, the substituted heteroaryl can be one or more than two hydrogen atoms in the heteroaryl are substituted by groups such as deuterium atoms, halogen groups, cyano groups, aryl groups, heteroaryl groups, trialkylsilyl groups, alkyl groups, deuterated alkyl groups, halogenated alkyl groups, deuterated aryl groups, etc.

[0051] In the present application, the number of carbon atoms of the alkyl group having 1-10 carbon atoms can be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, and 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.

[0052] In the present application, the halogen group can be, for example, fluorine, chlorine, bromine, iodine.

[0053] In the present application, specific examples of the trialkylsilyl group include, but are not limited to, trimethylsilyl, triethylsilyl, etc.

[0054] In the present application, specific examples of the deuterated alkyl group include, but are not limited to, trideuteriomethyl.

[0055] In the present application, specific examples of the deuterated aryl group include, but are not limited to, pentadeuteriophenyl.

[0056] In the application, specific examples of the halogenated alkyl group include, but are not limited to, trifluoromethyl.

[0057] In the present application, Refers to a chemical bond that connects to other groups.

[0058] In this application, the non-positioning connecting bond refers to a single bond extending from the ring system It indicates that one end of the connecting bond can be connected to any position in the ring system penetrated by the bond, and the other end is connected to the rest of the compound molecule. For example, as shown in the following formula (f), the naphthyl group represented by formula (f) is connected to other positions of the molecule through two non-positioning connecting bonds penetrating the bicyclic ring. The meaning it represents includes any possible connection mode shown in formulas (f-1) - (f-10).

[0059]

[0060] 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 connecting bond extending from the middle of one of the benzene rings. The meaning it represents includes any possible connection mode shown in formulas (X'-1) - (X'-4).

[0061]

[0062] The non-positioning substituent in this application refers to a substituent connected by a single bond extending from the center of the ring system, which indicates that the substituent can be connected to any possible position in the ring system. For example, as shown in the following formula (Y), the substituent R' represented by formula (Y) is connected to the quinoline ring through a non-positioning connecting bond. The meaning it represents includes any possible connection mode shown in formulas (Y-1) - (Y-7).

[0063]

[0064] In some embodiments of this application, the organic compounds of this application are selected from formula I-1, formula I-2 or formula I-3:

[0065]

[0066] In some embodiments of this application, L A and L B The substituents in are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteriomethyl, trimethylsilyl, phenyl, naphthyl, biphenyl, pentadeuteriophenyl, dibenzofuranyl, dibenzothiophenyl or carbazolyl.

[0067] In some embodiments of this application, L A and L BIdentical or different, and each independently selected from substituted or unsubstituted group V, wherein the unsubstituted group V is selected from the following groups:

[0068]

[0069] The substituted group V has one or more than two substituents, and each of the substituents is independently selected from deuterium, fluorine, cyano, trideuteromethyl, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl, biphenyl, pentadeuterophenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl.

[0070] In some embodiments of the present application, L A and L B are identical or different, and each independently selected from the group consisting of the following groups:

[0071]

[0072] In some embodiments of the present application, Ar 1 and Ar 2 are identical or different, and each independently selected from substituted or unsubstituted aryl groups having 6 to 20 carbon atoms, or substituted or unsubstituted heteroaryl groups having 5 to 20 carbon atoms. For example, Ar 1 and Ar 2 are identical or different, and each independently selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19 or 20 carbon atoms, or substituted or unsubstituted heteroaryl groups having 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19 or 20 carbon atoms.

[0073] Optionally, the substituents in Ar 1 and Ar 2 are identical or different, and each independently selected from deuterium, halogen groups, cyano, alkyl groups having 1 to 10 carbon atoms, haloalkyl groups having 1 to 10 carbon atoms, deuterated alkyl groups having 1 to 10 carbon atoms, trialkylsilyl groups having 3 to 12 carbon atoms, aryl groups having 6 to 12 carbon atoms or heteroaryl groups having 3 to 12 carbon atoms.

[0074] In some embodiments of the present application, Ar 1 and Ar 2Same or different, and each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted pyridyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, or substituted or unsubstituted carbazolyl.

[0075] Optionally, the substituents on Ar 1 and Ar 2 are the same or different, and each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteriomethyl, trimethylsilyl, phenyl, naphthyl, biphenyl, pyridyl, quinolinyl, isoquinolinyl, dibenzofuranyl, dibenzothiophenyl or carbazolyl.

[0076] In some embodiments of the present application, Ar 1 and Ar 2 each independently selected from the following groups:

[0077]

[0078]

[0079] Optionally, Ar 1 and Ar 2 each independently selected from the following groups:

[0080]

[0081] In some embodiments of the present application, the in Formula I are the same or different, and each group independently selected from the following groups:

[0082]

[0083] In some embodiments of the present application, the in Formula I are the same or different, and each group independently selected from the following groups:

[0084]

[0085]

[0086] In some embodiments of the present application, the organic compound is selected from the group consisting of the following compounds:

[0087]

[0088]

[0089]

[0090]

[0091]

[0092]

[0093]

[0094]

[0095] In a second aspect, the present application provides an organic electroluminescent device, including an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; the functional layer contains the organic compound described in the present application.

[0096] In an embodiment of the present application, the functional layer includes an electron transport layer, and the electron transport layer contains the organic compound described in the present application.

[0097] In an embodiment of the present application, the structure of the organic electroluminescent device is as Figure 1 shown, including an anode 100 and a cathode 200 disposed opposite to each other, and a functional layer 300 disposed between the anode 100 and the cathode 200; the functional layer 300 includes a hole injection layer 310, a hole transport layer 321, an electron blocking layer 322, a light emitting layer 330, an electron transport layer 340, and an electron injection layer 350, and the electron transport layer 340 contains the organic compound described in the present application.

[0098] In the present application, 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 SnO 2 ∶Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylenedioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but not limited thereto. Optionally, a transparent electrode including indium tin oxide (ITO) as the anode is included.

[0099] In this application, 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 on this. The material of the hole injection layer 310 is, for example, selected from the following compounds or any combination thereof;

[0100]

[0101] In an embodiment of this application, the hole injection layer 310 is composed of HT-1 and P-dopant.

[0102] In some embodiments of this application, the hole transport material can be selected from triarylamine compounds or other types of compounds, and those skilled in the art can select with reference to the prior art. For example, the material of the hole transport layer is selected from the group consisting of the following compounds.

[0103]

[0104] In an embodiment of this application, the material of the hole transport layer 321 includes HT-1.

[0105] In an embodiment of this application, the electron blocking layer 322 includes one or more electron blocking materials, and the electron blocking materials can be selected from carbazole polymers or other types of compounds, and this application does not make special limitations on this. For example, in some embodiments of this application, the electron blocking layer 322 is the compound EB-1

[0106] Optionally, the light-emitting layer material can be composed of a single light-emitting material, or can include a host material and a guest material. Optionally, the organic light-emitting layer 330 is composed of a host material and a guest material. The holes injected into the organic light-emitting layer 330 and the electrons injected into the organic light-emitting layer 330 can recombine in the organic light-emitting layer 330 to form excitons, and the excitons transfer energy to the host material, and the host material transfers energy to the guest material, so that the guest material can emit light.

[0107] Optionally, the host material of the light-emitting layer 330 can include metal chelate compounds, bisstyryl derivatives, aromatic amine derivatives, dibenzofuran derivatives or other types of materials. The host material of the organic light-emitting layer 330 can be a single host material or a mixed host material. In an embodiment of this application, the host material of the organic light-emitting layer 330 is B-host.

[0108] In a specific embodiment of this application, the guest material of the light-emitting layer 330 is B-dopant

[0109] In this application, the electron injection layer 350 may include inorganic materials such as alkali metal sulfides and alkali metal halides, or may include complexes of alkali metals and organic compounds. In one embodiment of this application, the electron injection layer 350 includes Yb.

[0110] Optionally, the electron transport layer 340 may be a single-layer structure or a multi-layer structure, and it may include one or more electron transport materials. The electron transport materials generally may contain metal complexes or / and nitrogen-containing heterocyclic derivatives. Among them, the metal complex materials may be selected from, for example, LiQ, Alq 3 etc. In one embodiment of this application, the electron transport layer 340 is composed of the compound of this application and LiQ.

[0111] In this application, the cathode 200 includes a cathode material, which is a material with a small work function that helps electrons to be injected into the functional layer. Specific examples of the cathode material include, but are not limited to, metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or their alloys; or multi-layer materials such as LiF / Al, Liq / Al, LiO 2 / Al, LiF / Ca, LiF / Al, and BaF 2 / Ca. Optionally, a metal electrode containing magnesium and silver is included as the cathode.

[0112] In addition, this application also provides another organic electroluminescent device as Figure 2 shown. The organic electroluminescent device includes an anode and a cathode, and a functional layer disposed between the anode and the cathode. The functional layer contains a first light-emitting unit, a second light-emitting unit, and a charge generation layer; the charge generation layer contains the organic compound of this application. The Figure 2 shown organic electroluminescent device is also referred to as a stacked organic electroluminescent device hereinafter.

[0113] In one embodiment of this application, the stacked organic electroluminescent device includes an anode 100, a cathode 200, a hole injection layer 310, an electron injection layer 350, a first light-emitting unit 410, a second light-emitting unit 430, and a charge generation layer 420. The first light-emitting unit 410, the second light-emitting unit 430, and the charge generation layer 420 are located between the cathode 100 and the anode 200. The charge generation layer 420 is located between the first light-emitting unit 410 and the second light-emitting unit 430, and the charge generation layer 420 contains the organic compound of this application.

[0114] In an embodiment of the present application, the first light-emitting unit 410 includes a first hole transport layer 411, a first hole adjustment layer 412, a first organic light-emitting layer 413, and a first electron transport layer 414; the second light-emitting unit 430 includes a second hole transport layer 431, a second hole adjustment layer 432, a second organic light-emitting layer 433, and a second electron transport layer 434.

[0115] In an embodiment of the present application, the charge generation layer 420 includes an n-type charge generation layer (n-CGL) 421 and a p-type charge generation layer (p-CGL) 422. The n-type charge generation layer 421 provides electrons to the first electron transport layer 414 of the first light-emitting unit 410, and the p-type charge generation layer 422 provides holes to the second hole transport layer 431 of the second light-emitting unit 430. In an embodiment of the present application, the n-type charge generation layer contains the organic compound described in the present application.

[0116] In an embodiment of the present application, the n-type charge generation layer is composed of the organic compound described in the present application and a metal doping material. Optionally, the metal doping material is Li, Ca, Ag, Cs, or Yb.

[0117] In an embodiment of the present application, the p-CGL layer contains HT-1 and P-dopant.

[0118] In the present application, the anode 100 includes an anode material. Optionally, the anode material includes indium tin oxide (ITO).

[0119] In an embodiment of the present application, the hole injection layer 310 is composed of HT-1 and P-dopant.

[0120] In an embodiment of the present application, the materials of the first hole transport layer 411 and the second hole transport layer 431 contain HT-1.

[0121] In an embodiment of the present application, the materials of the first hole adjustment layer 412 and the second hole adjustment layer 432 contain HT-2.

[0122] In the present application, the first organic light-emitting layer of the first light-emitting unit; and the second organic light-emitting layer of the second light-emitting unit, each may include the same or different host materials and the same or different guest materials.

[0123] In a specific embodiment of the present application, the host materials of the first organic light-emitting layer 413 and the second organic light-emitting layer 433 are R-host

[0124] In a specific embodiment of the present application, the guest material of the first organic light-emitting layer 413 and the second organic light-emitting layer 433 is R-dopant

[0125] In a specific embodiment of the present application, the materials of the first electron transport layer 414 and the second electron transport layer 434 include ET-1 and LiQ.

[0126] In an embodiment of the present application, the electron injection layer 350 includes Yb.

[0127] In a specific embodiment of the present application, the cathode 200 includes a cathode material, and the cathode material includes magnesium (Mg) and silver (Ag).

[0128] In a third aspect, the present application provides an electronic device, including the organic electroluminescent device of the second aspect of the present application.

[0129] According to an embodiment, as Figure 3 shown, the provided electronic device is the electronic device 500, which includes the above-mentioned organic electroluminescent device. The electronic device 500 can be, for example, a display device, a lighting device, an optical communication device, or other types of electronic devices, and can include, for example, but not limited to, a computer screen, a mobile phone screen, a television, an electronic paper, an emergency lighting lamp, an optical module, etc.

[0130] Next, the synthesis method of the organic compound of the present application will be specifically described in combination with synthesis examples, but the present application is not limited thereto.

[0131] Synthesis Example

[0132] 1. Synthesis of Intermediate IMA-1

[0133]

[0134] Under nitrogen protection, 2-bromo-4-chlorobenzoxazole (50.0 g, 216.5 mmol) and phenylboronic acid (39.6 g, 324.8 mmol) were dissolved in 240 mL of toluene, and then potassium carbonate (44.9 g, 324.8 mmol), tetrakis(triphenylphosphine)palladium (1.24 g, 1.08 mmol), 80 mL of ethanol, and 80 mL of water were added. Under a nitrogen atmosphere, the mixture was heated to reflux for 4 h. After cooling to room temperature, the layers were separated, the organic phase was washed with water three times, and the aqueous phase was extracted with 200 mL of toluene. The combined organic phases were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The obtained solid was dissolved in dichloromethane, dry-mixed with silica gel, and purified by silica gel column chromatography using dichloromethane∶n-heptane (v / v) = 1∶5 as the eluent to obtain Intermediate IMA-1 (40.7 g, yield 82.2%).

[0135] Synthesize the intermediates IMA-X (X is 2 to 8) listed in Table 1 according to the method of intermediate IMA-1, with the difference that raw material 1 is used instead of 2-bromo-4-chlorobenzoxazole. The main raw materials used, the synthesized intermediates and their yields are shown in Table 1.

[0136] Table 1

[0137]

[0138] 2. Synthesis of intermediate IM B-1

[0139]

[0140] Under nitrogen protection, dissolve intermediate IMA-1 (40.6 g, 148.7 mmol) and vinyl n-butyl ether (44.5 g, 446.2 mmol) in 200 mL of 1-butyl-3-methylimidazolium tetrafluoroborate, then add triethylamine (45.0 g, 444.3 mmol), palladium acetate (0.67 g, 2.96 mmol) and 1,3-bis(diphenylphosphino)propane (2.4 g, 5.9 mmol), and reflux under heating for 8 h. After cooling to room temperature, add 100 mL of 1 M dilute hydrochloric acid, stir for 10 min to quench the reaction, extract with dichloromethane three times (200 mL × 3), separate the layers, dry the organic phase with anhydrous sodium sulfate, and then concentrate the organic phase under reduced pressure. Dissolve the obtained solid in dichloromethane for dry mixing and sample loading, and purify by silica gel column chromatography using n-heptane∶ethyl acetate (v / v) = 5∶1 as the eluent to obtain intermediate IM B-1 (18.0 g, yield 51.2%).

[0141] Synthesize the intermediates IM B-X (X is 2 to 8) listed in Table 2 according to the method of IM B-1, with the difference that IMA-X (X is 2 to 8) is used instead of IMA-1. The main raw materials used, the synthesized intermediates and their yields are shown in Table 2.

[0142] Table 2

[0143]

[0144] 3. Synthesis of intermediate IM C-1

[0145]

[0146] Under nitrogen protection, dissolve the intermediate IM B-1 (18.0 g, 75.9 mmol) in 100 mL of tetrahydrofuran. Add 60% sodium hydride (4.6 g, 113.9 mmol) at 0 °C. Under a nitrogen atmosphere, maintain the reaction at 0 °C for 1 h. Then add a solution of diethyl carbonate (17.9 g, 151.7 mmol) in tetrahydrofuran and react for 2 h. Add 200 mL of water to quench the reaction, adjust the pH to neutral, separate the layers, and extract the aqueous phase with dichloromethane (200 mL × 3). Combine the organic phases, dry over anhydrous sodium sulfate, and concentrate the organic phase under reduced pressure to obtain a crude product. Purify by silica gel column chromatography using dichloromethane∶n-heptane (v / v) = 1∶10 as the eluent, and concentrate the eluate after the column to obtain the intermediate IM C-1 (15.3 g, yield 65.1%).

[0147] Synthesize the intermediate IM C-X (X = 2 - 8) by referring to the method of IM C-1, with the difference that IM B-X (X = 2 - 8) is used instead of IM B-1. The main raw materials used, the synthesized intermediates, and their yields are shown in Table 3.

[0148] Table 3

[0149]

[0150] 4. Synthesis of intermediate IM D-1

[0151]

[0152] Under nitrogen protection, add the intermediate IM C-1 (15.3 g, 49.5 mmol), 8-aminoquinoline (7.1 g, 49.5 mmol), and 15 mL of toluene to a 100 mL three-necked flask. Add 2 mL of 1 M dilute hydrochloric acid and stir the reaction at 100 °C for 24 h. Cool the reaction solution to room temperature, add 20 mL of toluene, and concentrate to dryness under reduced pressure three times. Dissolve the obtained black oily enamine in 20 mL of diphenyl ether, and slowly drop it into 70 mL of diphenyl ether at 260 °C within 1 h. After dropping, maintain the reaction for 2 h. Cool the reaction solution to room temperature, pour it into n-hexane to precipitate the crude product, and recrystallize the crude product with a mixed solvent of dichloromethane and ethyl acetate to obtain the light yellow solid intermediate IMD-1 (8.7 g, yield 45.2%).

[0153] Synthesize the intermediate IM D-X (X = 2 - 12) listed in Table 4 by referring to the synthesis method of IM D-1, with the difference that raw material 2 is used instead of 8-aminoquinoline and IM C-X (X = 2 - 8) is used instead of the intermediate IM C-1. The main raw materials used, the synthesized intermediates, and their yields are shown in Table 4.

[0154] Table 4

[0155]

[0156]

[0157] 5. Synthesis of Intermediate IM D-13:

[0158]

[0159] Under nitrogen protection, Intermediate IMA-1 (40.6 g, 177.3 mmol) and bis(pinacolato)diboron (67.6 g, 265.9 mmol) were dissolved in 320 mL of 1,4-dioxane. Then, potassium acetate (26.1 g, 265.1 mmol) and [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium (1.3 g, 1.8 mmol) were added, and the mixture was heated under reflux for 8 h. After cooling to room temperature, 100 mL of tap water was added to quench the reaction, and the mixture was extracted with dichloromethane three times (200 mL × 3). After liquid separation, the organic phase was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The obtained solid was dissolved in dichloromethane for dry mixing and purification by silica gel column chromatography using n-heptane∶ethyl acetate (v / v) = 3∶1 as the eluent to obtain Intermediate IM D-13 (36.7 g, yield 64.4%).

[0160] The intermediate IM D-14 listed in Table 5 was synthesized by referring to the method of IM D-13, with the difference that IMA-4 was used instead of IMA-1. The main raw materials used, the synthesized intermediates and their yields are shown in Table 5.

[0161] Table 5

[0162]

[0163] 6. Synthesis of Intermediate IM E-1

[0164]

[0165] Under nitrogen protection, Intermediate IM D-1 (8.7 g, 22.3 mmol) and phosphorus oxychloride (30 mL) were added to a 100 mL three-necked flask, and the mixture was heated under reflux for 4 h. The reaction solution was cooled to room temperature and concentrated to dryness under reduced pressure. The obtained crude solid was dissolved in 100 mL of dichloromethane, washed with sodium bicarbonate solution, and the liquid was separated. The aqueous phase was extracted with dichloromethane twice (100 mL × 2), concentrated, and recrystallized with a mixed solvent of dichloromethane and ethyl acetate to obtain a light yellow solid intermediate IM E-1 (8.1 g, yield 88.4%).

[0166] The intermediate IME-X (X is 2 to 12) listed in Table 6 was synthesized by referring to the method of IME-1, except that IMD-X (X is 2 to 12) was used instead of IMD-1. The main raw materials used, the synthesized intermediates and their yields are shown in Table 6.

[0167] Table 6

[0168]

[0169]

[0170] 7. Synthesis of intermediate IME-13:

[0171]

[0172] Under nitrogen protection, intermediate IMD-13 (36.7 g, 114.3 mmol) and 2,9-dibromo-1,10-phenanthroline (38.4 g, 114.3 mmol) were dissolved in 360 mL of toluene, and then potassium carbonate (23.7 g, 171.4 mmol), tetrakis(triphenylphosphine)palladium (1.3 g, 1.14 mmol), 80 mL of ethanol and 80 mL of water were added. The mixture was heated under reflux for 6 h. After cooling to room temperature, the layers were separated. The organic phase was washed with water three times, and the aqueous phase was extracted with 200 mL of toluene. After drying with anhydrous sodium sulfate, it was concentrated under reduced pressure. The obtained solid was dissolved in dichloromethane to make a clear solution, and was loaded onto a silica gel column for purification by dry mixing. Ethyl acetate∶n-heptane (v / v) = 1∶3 was used as the eluent to obtain intermediate IME-13 (23.0 g, yield 44.7%).

[0173] The intermediate IME-14 listed in Table 7 was synthesized by referring to the method of IME-13, except that IMD-14 was used instead of IMD-13. The main raw materials used, the synthesized intermediates and their yields are shown in Table 7.

[0174] Table 7

[0175]

[0176] Synthesis Example 1: Synthesis of Compound 28

[0177]

[0178] Intermediate IM E-1 (8.1 g, 19.9 mmol) and 4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenylboronic acid pinacol ester (3.3 g, 9.9 mmol) were dissolved in 64 mL of toluene. Then, potassium carbonate (11.0 g, 79.4 mmol), tetrakis(triphenylphosphine)palladium(0) (0.5 g, 0.04 mmol), 16 mL of ethanol, and 16 mL of water were added successively. Under a nitrogen atmosphere, the reaction was heated to reflux for 8 h. After the reaction solution was cooled to room temperature, it was separated by liquid-liquid extraction. The aqueous phase was extracted with dichloromethane twice (100 mL × 2). The organic phases were combined, concentrated, and recrystallized from dichloromethane and ethanol to obtain Compound 28 (10.5 g, yield 64.5%). Mass spectrometry (m / z) = 821.27 [M+H] + 。

[0179] The compounds X listed in Table 8 were synthesized by referring to the method of Compound 28, except that starting material 3 was used instead of 4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenylboronic acid pinacol ester, and IM E-X (X = 2 - 14) was used instead of IM E-1. The main starting materials used, the synthesized compounds, their yields, and mass spectrometry are shown in Table 8.

[0180] Table 8

[0181]

[0182]

[0183]

[0184]

[0185] Synthesis Example 24: Synthesis of Compound 185

[0186]

[0187] Intermediate IM E-6 (4.1 g, 10.1 mmol), intermediate IM E-9 (4.9 g, 10.1 mmol), and 4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenylboronic acid pinacol ester (3.3 g, 10.1 mmol) were dissolved in 41 mL of toluene. Then, potassium carbonate (5.8 g, 42.3 mmol), tetrakis(triphenylphosphine)palladium(0) (0.23 g, 0.04 mmol), 8 mL of ethanol, and 8 mL of water were added successively. Under a nitrogen atmosphere, the reaction was heated to reflux for 8 h. After the reaction solution was cooled to room temperature, it was separated by liquid-liquid extraction. The aqueous phase was extracted with dichloromethane twice (100 mL × 2). The organic phases were combined, concentrated, and recrystallized from dichloromethane and ethanol to obtain compound 185 (5.2 g, yield 57.9%). Mass spectrometry (m / z) = 897.30 [M+H] + 。

[0188] The compounds listed in Table 9 were synthesized by referring to the method of compound 185, except that raw material 4 was used instead of 4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenylboronic acid pinacol ester, raw material 5 was used instead of IM E-6, and raw material 6 was used instead of IM E-9. The main raw materials used, the synthesized compounds, their yields, and mass spectrometry are shown in Table 9.

[0189] Table 9

[0190]

[0191] 1H-NMR data of some compounds

[0192] 1H-NMR data of compound 28:

[0193] 1 H-NMR(CD 3 Cl, 400 MHz): 9.16 (d, 2H), 8.68 (t, 2H), 8.38 (d, 2H), 8.25 - 8.15 (m, 8H), 8.11 (s, 4H), 7.89 (d, 2H), 7.79 (d, 2H), 7.63 (d, 2H), 7.79 - 7.55 (m, 4H), 7.47 (t, 2H), 7.38 (t, 2H).

[0194] 1H-NMR data of compound 1:

[0195] 1 H-NMR(CD 3Cl, 400 MHz): 9.15 (d, 2H), 8.36 - 8.38 (m, 4H), 8.25 - 8.20 (m, 8H), 8.11 (s, 4H), 7.89 (d, 2H), 7.66 - 7.55 (m, 8H), 7.47 (t, 2H), 7.39 (t, 2H).

[0196] Example 1: Blue Organic Electroluminescent Device

[0197] The anode was prepared through the following process: The ITO / Ag / ITO substrate with sequential thicknesses was cut into a size of 40 mm (length) × 40 mm (width) × 0.7 mm (thickness). Using a photolithography process, it was fabricated into an experimental substrate with an anode and an insulating layer pattern, and surface treatment was carried out using ultraviolet ozone and O ∶N 2 ∶N 2 plasma to increase the work function of the anode, and the surface of the ITO substrate was cleaned with an organic solvent to remove impurities and oil stains on the surface of the ITO substrate.

[0198] On the experimental substrate (anode), compound HT-1 and P-dopant were co-evaporated at a deposition rate ratio of 97∶3 to form a hole injection layer with a thickness of .

[0199] Compound HT-1 was vacuum-evaporated on the hole injection layer to form a hole transport layer with a thickness of .

[0200] Compound EB-1 was evaporated on the hole transport layer to form an electron blocking layer with a thickness of .

[0201] On the electron blocking layer, compound B-host and B-dopant were co-evaporated at a deposition rate ratio of 98∶2 to form an organic light-emitting layer with a thickness of .

[0202] On the organic light-emitting layer, compound 1 and LiQ were co-evaporated at a deposition rate ratio of 1∶1 to form an electron transport layer with a thickness of , Yb was evaporated on the electron transport layer to form an electron injection layer with a thickness of , and then magnesium (Mg) and silver (Ag) were co-evaporated on the electron injection layer at a deposition rate ratio of 1∶8 to form a cathode with a thickness of .

[0203] Finally, compound CP-1 was evaporated on the cathode to form a cathode capping layer with a thickness of , thus completing the preparation of the blue organic electroluminescent device.

[0204] Examples 2 to 8:

[0205] An organic electroluminescent device was prepared by the same method as in Example 1, except that the compound in Table 10 was used to replace Compound 1 when forming the electron transport layer.

[0206] Comparative Examples 1 to 2

[0207] An organic electroluminescent device was prepared by the same method as in Example 1, except that Compounds A and B were used to replace Compound 1 when forming the electron transport layer.

[0208] Among them, when preparing the devices of the above examples and comparative examples, the structures of the compounds used are as follows:

[0209]

[0210]

[0211] The performance of the blue organic electroluminescent devices prepared in Examples 1 to 8 and Comparative Examples 1 to 2 was tested. Specifically, the IVL performance of the devices was tested under the condition of 10 mA / cm 2 , and the device lifetime was tested under the condition of 15 mA / cm 2 . The test results are shown in Table 10 below: 95 Table 10

[0212] Table 10

[0213]

[0214] As can be seen from Table 10 above, in Examples 1 to 8, the compound of the present invention was used as the electron transport layer material. Compared with Comparative Examples 1 to 2, the current efficiency was increased by at least 14%, and the device lifetime was increased by at least 13.4%.

[0215] In order to further illustrate the application of the compound of the present application as a charge generation layer in a stacked organic electroluminescent device, the material performance of the present application was studied by constructing a stacked device below.

[0216] Example 9: Red stacked organic electroluminescent device

[0217] The device was prepared through the following process: On an ITO / Ag / ITO experimental substrate with sequential thicknesses of , surface treatment was carried out using ultraviolet, ozone, and O 2 ∶N 2 plasma to increase the work function of the anode, and the surface of the experimental substrate was cleaned with an organic solvent to remove impurities and oil stains on the surface of the experimental substrate.

[0218] On the above experimental substrate, compound HT-1 and P-dopant were co-evaporated at an evaporation rate ratio of 98:2 to form a hole injection layer with a thickness of .

[0219] Compound HT-1 was evaporated on the hole injection layer to form a first hole transport layer with a thickness of .

[0220] Compound HT-2 was evaporated on the first hole transport layer to form a first hole adjustment layer with a thickness of .

[0221] On the first hole adjustment layer, compound R-host and compound R-dopant were co-evaporated at an evaporation rate ratio of 98:2 to form a first organic light-emitting layer with a thickness of .

[0222] On the first organic light-emitting layer, compound ET-1 and LiQ were co-evaporated at an evaporation rate ratio of 50:50 to form a first electron transport layer with a thickness of .

[0223] The above is the first light-emitting unit.

[0224] Next, compound 1 and Yb were co-evaporated on the first electron transport layer at an evaporation rate ratio of 99:1 to form an n-type charge generation layer (n-CGL) with a thickness of . Subsequently, compound HT-1 and P-dopant were co-evaporated thereon at an evaporation rate ratio of 95:5 to form a p-type charge generation layer (p-CGL) with a thickness of .

[0225] The above is the charge generation layer (CGL).

[0226] Compound HT-1 was evaporated on the p-type charge generation layer to form a second hole transport layer with a thickness of .

[0227] Compound HT-2 was vacuum-evaporated on the second hole transport layer to form a second hole adjustment layer with a thickness of .

[0228] On the second hole adjustment layer, compound R-host and R-dopant were co-evaporated at an evaporation rate ratio of 98:2 to form a second organic light-emitting layer with a thickness of .

[0229] On the second organic light-emitting layer, compound ET-1 and LiQ were co-evaporated at an evaporation rate ratio of 50:50 to form a second electron transport layer with a thickness of .

[0230] The above is the second light-emitting unit.

[0231] Finally, Yb is evaporated on the second electron transport layer to form an electron injection layer with a thickness of , and then magnesium (Mg) and silver (Ag) are mixed at an evaporation rate ratio of 10:90 and vacuum-evaporated on the electron injection layer to form a cathode with a thickness of .

[0232] In addition, compound CP-1 is evaporated on the cathode to form a cathode covering layer with a thickness of , thus completing the preparation of the red stacked organic light-emitting device.

[0233] Examples 10 to 32:

[0234] An organic light-emitting device is prepared by the same method as in Example 7, except that in the preparation of the n-type charge generation layer, the compound in Table 11 is used to replace Compound 1 in Example 9.

[0235] Comparative Examples 3 to 4

[0236] An organic light-emitting device is prepared by the same method as in Example 7, except that in the preparation of the n-type charge generation layer, Compounds C and D are used to replace Compound 1 in Example 9.

[0237] Among them, when preparing the devices of the above examples and comparative examples, the structures of the compounds used are as follows:

[0238]

[0239] The red stacked organic light-emitting devices prepared in Examples 9 to 32 and Comparative Examples 3 and 4 are subjected to performance tests. Specifically, the IVL performance of the devices is tested under the condition of 10 mA / cm 2 , and the device lifetime is tested under the condition of 30 mA / cm 2 . The test results are shown in Table 11 below. 95

[0240] Table 11

[0241]

[0242] Referring to Table 11 above, it can be seen that in Examples 9 to 32, the compounds of the present application are used as the n-type charge generation layer material. Compared with Comparative Examples 3 to 4, the current efficiency is increased by at least 16.1%, and the device lifetime is increased by at least 13.6%.

[0243] The preferred embodiments of the present application have been described in detail above. 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 fall within the protection scope of the present application.

Claims

1. An organic compound, characterized in that the organic compound has a structure represented by Formula I: Among them, L A and L B are the same or different and each independently selected from substituted or unsubstituted phenanthrolinyl groups; Ring A and Ring B are the same or different and are each independently selected from a benzene ring, a naphthalene ring or a phenanthrene ring; X 1 and X 2 are the same as or different from each other, and each independently selected from O or S; Ar 1 and Ar 2 are the same or different and 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; L A and L B The substituents in are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an aryl group having 6 to 12 carbon atoms, a deuterated aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms; Ar 1 and Ar 2 The substituents in are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms; R 1 and R 2 are the same or different and each independently selected from deuterium, cyano, a halogen group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a deuterated aryl group having 6 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 3 to 20 carbon atoms; n 1 represents the number of R 1 , where n 1 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; when n 1 is greater than 1, any two R 1 are the same or different; n 2 represents the number of R 2 , where n 2 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; when n 2 is greater than 1, any two R 2 are the same or different.

2. The organic compound according to claim 1, wherein L A and L B are the same as or different from each other, and each independently selected from substituted or unsubstituted group V, wherein the unsubstituted group V is selected from the following groups: the substituted group V has one or more than two substituents, and the substituents are each independently selected from deuterium, fluorine, cyano, trideuteriomethyl, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl, biphenyl, pentadeuteriophenyl, pyridyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl.

3. The organic compound according to claim 1, wherein Ar 1 and Ar 2 are the same or different and each independently selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 20 carbon atoms; Optionally, Ar 1 and Ar 2 have substituents that are the same or different and are each independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a deuterated alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 3 to 12 carbon atoms.

4. The organic compound according to claim 1, wherein Ar 1 and Ar 2 are the same or different and each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted pyridyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, or substituted or unsubstituted carbazolyl; Optionally, Ar 1 and Ar 2 have substituents that are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuteriomethyl, trimethylsilyl, phenyl, naphthyl, biphenyl, pyridyl, quinolinyl, isoquinolinyl, dibenzofuranyl, dibenzothiophenyl or carbazolyl.

5. The organic compound according to claim 1, wherein Ar 1 and Ar 2 each independently selected from the following groups:

6. The organic compound according to claim 1, wherein in formula I are the same or different and each independently selected from the following groups:

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

8. An organic electroluminescent device, comprising an anode and a cathode, and a functional layer disposed between the anode and the cathode; characterized in that the functional layer contains the organic compound according to any one of claims 1 to 7.

9. The organic electroluminescent device according to claim 8, wherein the functional layer includes an electron transport layer, and the electron transport layer contains the organic compound according to any one of claims 1 to 7.

10. The organic electroluminescent device according to claim 8, wherein the functional layer contains a first light-emitting unit, a second light-emitting unit and a charge generation layer; the charge generation layer contains the organic compound according to any one of claims 1 to 7.

11. An electronic device, comprising the organic electroluminescent device according to any one of claims 8 to 10.

Images