An organic electroluminescent device

Abstract

The application belongs to the technical field of organic electroluminescence, and particularly relates to an organic electroluminescence device. The application applies a compound shown in formula (I) to a cover layer of the device, improves light extraction efficiency of the device, and can also well isolate wet oxygen. The cover layer using the compound shown in formula (I) also has good stability, and the cover layer itself is not easy to age and deteriorate in a high-temperature and corrosive substance environment, and also plays a good protection role on two electrodes and an organic layer between the two electrodes. Therefore, the organic electroluminescence device provided by the application has the advantages of high luminous efficiency, long service life and the like. In addition, the compound shown in formula (I) is matched with other cover layer materials, such as inorganic substances (especially metal compounds) and other organic substances (especially compounds shown in formula (II) and formula (III)), to form a double-layer structure cover layer, which has a synergistic effect and can achieve excellent device performance.

Description

Technical Field

[0001] This invention belongs to the field of organic electroluminescence technology, and specifically relates to an organic electroluminescent device. Background Technology

[0002] Organic light-emitting diodes (OLEDs) are a type of current-driven organic light-emitting device that emits light through carrier injection and recombination. As a self-emissive element, OLEDs offer excellent contrast, a wide viewing angle, fast response, low power consumption, high efficiency, and good flexibility. Therefore, they are widely used in lighting and display fields, meeting consumers' evolving demands for display technology and possessing broad development prospects.

[0003] Classic OLED devices have a "sandwich" structure, with an emissive layer sandwiched between two electrodes, a cathode and an anode, containing a luminescent material. Organic light emission is one example of converting electric current into visible light through internal processes of specific organic molecules. When a voltage is applied between the two electrodes, electrons and holes are injected from the cathode and anode, respectively, recombine in the emissive layer to form excitons. These excitons activate the luminescent material in the emissive layer, causing electrons in the luminescent material molecules to transition from the ground state to an excited state. Since electrons in the excited state are extremely unstable, they migrate back to the stable ground state, releasing energy as light during this transition, thus enabling the device to emit light. To improve the luminous efficiency, color purity, and other performance characteristics of OLEDs, additional organic functional layers are added between the anode and the emissive layer, and between the cathode and the emissive layer. Examples include hole injection layers and hole transport layers between the anode and the emissive layer, and electron injection layers and electron transport layers between the cathode and the emissive layer.

[0004] To improve the luminous efficiency, lifespan, and other performance characteristics of devices, it is a common practice in the industry to place a capping layer on the outside of the light-emitting electrode (transparent or semi-transparent electrode). The material selected for the capping layer, the specific composition of the capping layer, and the position of the capping layer in the device play a decisive role in improving the aforementioned performance characteristics of the device. Summary of the Invention

[0005] To address the aforementioned technical problems, this invention provides an organic electroluminescent device, comprising a transparent electrode, a reflective electrode, an organic layer between the transparent electrode and the reflective electrode, and a capping layer on the side of the transparent electrode facing away from the reflective electrode. The organic layer includes a hole transport region, a light-emitting layer, and an electron transport region. The capping layer contains a compound represented by formula (I):

[0006]

[0007] Wherein, L1 to L9 are independently selected from one of the following: single bond, substituted or unsubstituted C6 to C30 arylene, divalent group formed by fusion of substituted or unsubstituted C6 to C30 aromatic ring and substituted or unsubstituted C3 to C7 aliphatic ring, and substituted or unsubstituted C3 to C30 heteroarylene.

[0008] Each time 'a' appears, it is selected from 0, 1, 2, or 3, either the same or different.

[0009] Each time R appears, it is selected from one of the following groups, either the same or different: hydrogen atom, deuterium atom, halogen atom, cyano group, substituted or unsubstituted C1-C12 alkyl group, substituted or unsubstituted C3-C10 cycloalkyl group, substituted or unsubstituted C6-C30 aryl group, or a group formed by fusion of a substituted or unsubstituted C6-C30 aromatic ring and a substituted or unsubstituted C3-C7 aliphatic ring.

[0010] The Ar1 to Ar6 are independently selected from one of the following groups: substituted or unsubstituted C6 to C30 aryl groups, substituted or unsubstituted C6 to C30 aromatic rings fused with substituted or unsubstituted C3 to C7 aliphatic rings.

[0011] Beneficial effects:

[0012] This invention applies the compound shown in formula (I) to a capping layer located on the side of the transparent or semi-transparent electrode away from the reflective electrode, improving the light extraction efficiency of the device while effectively isolating it from moisture and oxygen. The capping layer using the compound shown in formula (I) also exhibits excellent thermal and chemical stability; it is not prone to aging or deterioration in high-temperature or corrosive environments, and it provides excellent protection for both electrodes and the organic layer between them. Therefore, the organic electroluminescent device provided by this invention has advantages such as high luminous efficiency and long lifespan. Furthermore, when the compound shown in formula (I) is combined with other capping layer materials, such as inorganic substances (especially metal compounds) and other organic substances (especially the compounds shown in formulas (II) and (III)), a bilayer capping layer is formed, exhibiting a synergistic effect and achieving excellent device performance. Detailed Implementation

[0013] The technical solutions of this invention will be clearly and completely described below with reference to specific embodiments. Obviously, the described embodiments are only some embodiments of this invention, and not all embodiments. Based on the embodiments of this invention, all other embodiments obtained by those skilled in the art without creative effort are within the protection scope of this invention.

[0014] In the compounds of the present invention, any atom not specified as a particular isotope is included as any stable isotope of that atom, and includes atoms at both their natural and non-natural isotopic abundances.

[0015] The halogen atoms mentioned in this invention refer to fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms.

[0016] The alkyl group described in this invention refers to a hydrocarbon group formed by removing one hydrogen atom from an alkane molecule. It can be a straight-chain alkyl group or a branched-chain alkyl group, preferably having 1 to 15 carbon atoms, more preferably 1 to 12 carbon atoms, and particularly preferably 1 to 6 carbon atoms. The straight-chain alkyl group includes methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, undecyl, dodecyl, etc., but is not limited thereto. The branched-chain alkyl group includes isopropyl, isobutyl, sec-butyl, tert-butyl, isomers of n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, etc., but is not limited thereto. The alkyl group is preferably methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, or tert-butyl.

[0017] The cycloalkyl group described in this invention refers to a hydrocarbon group formed by removing one hydrogen atom from a cycloalkane molecule, preferably having 3 to 15 carbon atoms, more preferably 3 to 12 carbon atoms, and particularly preferably 5 to 10 carbon atoms. Examples may include cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, adamantane, norbornane, etc., but are not limited thereto. The aforementioned cycloalkyl group is preferably cyclopentane, cyclohexane, cyclopentenyl, 1-adamantane, 2-adamantane, or norbornane.

[0018] The cycloalkenyl group described in this invention refers to a hydrocarbon group formed by removing one hydrogen atom from a cycloalkene molecule, preferably having 3 to 15 carbon atoms, more preferably 3 to 12 carbon atoms, and particularly preferably 5 to 10 carbon atoms. Examples may include cyclopropenyl, cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, etc., but are not limited thereto. The aforementioned cycloalkyl groups are preferably cyclopentenyl or cyclohexenyl.

[0019] The cycloalkynyl group described in this invention refers to a hydrocarbon group formed by removing one hydrogen atom from a cycloalkynyl molecule, preferably having 3 to 15 carbon atoms, more preferably 3 to 12 carbon atoms, and particularly preferably 5 to 10 carbon atoms. Examples may include cyclopropynyl, cyclobutynyl, cyclopentynyl, cyclohexynyl, cycloheptynyl, etc., but are not limited thereto. The aforementioned cycloalkyl group is preferably cyclopentynyl or cyclohexynyl.

[0020] The heterocyclic group described in this invention refers to a group formed by removing one hydrogen atom from a heterocyclic molecule that contains at least one heteroatom in addition to carbon atoms. The heteroatom includes nitrogen, oxygen, sulfur, silicon, etc., preferably nitrogen, oxygen, or sulfur. It preferably contains 1 to 3 heteroatoms, more preferably 1 to 2 heteroatoms, and particularly preferably 1 heteroatom. It preferably has 3 to 15 ring atoms, more preferably 3 to 12 ring atoms, and particularly preferably 5 to 6 ring atoms. Examples may include ethylene oxide, cyclothioethylene, propylidinyl, tetrahydropyrrolyl, piperidinyl, morpholinyl, thiomorpholinyl, piperazine, etc., but are not limited thereto. The aforementioned heterocyclic group is preferably tetrahydropyrrolyl, piperidinyl, morpholinyl, thiomorpholinyl, or piperazine.

[0021] The aryl group described in this invention refers to the general term for a monovalent group remaining after removing a hydrogen atom from the aromatic carbon atom of an aromatic compound molecule. It can be a monocyclic aryl, polycyclic aryl, or fused-ring aryl, preferably having 6 to 25 carbon atoms, more preferably 6 to 20 carbon atoms, particularly preferably 6 to 14 carbon atoms, and most preferably 6 to 12 carbon atoms. The monocyclic aryl refers to an aryl group with only one aromatic ring in the molecule, such as phenyl, but not limited thereto; the polycyclic aryl refers to an aryl group containing two or more independent aromatic rings in the molecule, such as biphenyl, terphenyl, etc., but not limited thereto; the fused-ring aryl refers to an aryl group containing two or more aromatic rings fused together by sharing two adjacent carbon atoms, such as naphthyl, anthracene, phenanthryl, pyrene, perylene, fluorene, benzo[a]fluorene, triphenylene, fluoranyl, spirodifluorene, etc., but not limited thereto. The aryl group is preferably phenyl, biphenyl, terphenyl, 1-naphthyl, 2-naphthyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirodifluorenyl, spiro-cyclopentyl-fluorenyl, spiro-cyclohexyl-fluorenyl, spiro-adamantyl-fluorenyl, spiro-cyclopentenyl-fluorenyl, or spiro-cyclohexenyl-fluorenyl.

[0022] The heteroaryl group described in this invention refers to the general term for groups obtained by replacing one or more aromatic carbon atoms in an aryl group with heteroatoms. The heteroatoms include, but are not limited to, oxygen, sulfur, nitrogen, or phosphorus atoms, preferably having 1 to 25 carbon atoms, more preferably 2 to 20 carbon atoms, particularly preferably 3 to 15 carbon atoms, and most preferably 3 to 12 carbon atoms. The linking site of the heteroaryl group can be located on a cyclic carbon atom or on a cyclic nitrogen atom. The heteroaryl group can be a monocyclic heteroaryl, a polycyclic heteroaryl, or a fused-ring heteroaryl. The monocyclic heteroaryl groups include, but are not limited to, pyridinyl, pyrimidinyl, triazinyl, furanyl, thiopheneyl, pyrroleyl, imidazolyl, etc.; the polycyclic heteroaryl groups include, but are not limited to, bipyridinyl, bipyrimidinyl, phenylpyridinyl, etc.; the fused-ring heteroaryl groups include, but are not limited to, quinolinyl, isoquinolinyl, indolyl, benzothiopheneyl, benzofuranyl, benzoxazolyl, benzoimidazolyl, benzothiazolyl, dibenzofuranyl, benzodibenzofuranyl, dibenzothiopheneyl, benzodibenzothiapheneyl, carbazolyl, benzocarbazolyl, acridinel, 9,10-dihydroacridinyl, phenoxazinyl, phenthiazinyl, phenoxthiazyl, etc., but are not limited to. The aforementioned heteroaryl groups are preferably pyridyl, pyrimidinyl, thiophene, furanyl, benzothiophene, benzofuranyl, benzooxazolyl, benzoimidazolyl, benzothiazolyl, dibenzofuranyl, dibenzothiophene, benzodibenzothiophene, benzodibenzofuranyl, carbazolyl, acridinel, phenoxazinyl, phenthiazinyl, and phenoxthialyl.

[0023] The term "group formed by the fusion of an aromatic ring and an aliphatic ring" as used in this invention refers to the general term for a monovalent group formed by the fusion of an aromatic ring and an aliphatic ring (cycloalkyl, cycloalkenyl, cycloalkynyl) and the removal of one hydrogen atom. Preferably, it has 7 to 30 carbon atoms, more preferably 7 to 18 carbon atoms, and most preferably 7 to 13 carbon atoms. Examples include benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, naphthocyclopropyl, naphthocyclobutyl, naphthocyclopentyl, naphthocyclohexyl, etc., but are not limited to these.

[0024] In this invention, the term arylene refers to an aryl group having two bonding sites, i.e., a divalent group. The above description of aryl groups can be applied to it, the difference being that arylene is a divalent group.

[0025] In this invention, the term "hybrid aryl" refers to a heteroaryl group having two bonding sites, i.e., a divalent group. The above description of heteroaryl groups can be applied to it, the difference being that the hybrid aryl group is a divalent group.

[0026] The divalent group formed by the fusion of an aromatic ring and an aliphatic ring as described in this invention refers to a group formed by the fusion of an aromatic ring and an aliphatic ring having two bonding sites, i.e., a divalent group. It can be applied to the above description of groups formed by the fusion of an aromatic ring and an aliphatic ring, the difference being that the divalent group formed by the fusion of an aromatic ring and an aliphatic ring is a divalent group.

[0027] The term "substitution" as used in this invention refers to the replacement of a hydrogen atom in certain functional groups by another atom or functional group (i.e., a substituent), and the position of substitution is not limited, as long as the position is where the hydrogen atom is substituted. Furthermore, when two or more are substituted, the two or more substituents may be the same as or different from each other.

[0028] In this invention, "substituted or unsubstituted" means either unsubstituted or substituted by one or more substituents selected from the group consisting of: halogen atom, deuterium atom, tritium atom, amino, cyano, nitro, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkenyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C3-C30 cycloalkenyl, substituted or unsubstituted C3-C30 heterocyclic group, The substituted or unsubstituted C1-C30 alkoxy group, substituted or unsubstituted C6-C60 aryl group, substituted or unsubstituted C6-C60 aryloxy group, substituted or unsubstituted C2-C60 heteroaryl group, substituted or unsubstituted silyl group, preferably a deuterium atom, a C1-C12 alkyl group, a C3-C12 cycloalkyl group, a C3-C12 cycloalkenyl group, a C3-C12 heterocyclic group, a C6-C30 aryl group, a C3-C30 heteroaryl group, or silyl group. Alkyl groups, when substituted with multiple substituents, have substituents that are the same or different from each other; preferably, this means unsubstituted or substituted with one or more substituents selected from the group consisting of: deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, cycloheptenyl, adamantyl, norbornel, methoxy, ethoxy phenyl, naphthyl, anthracene, phenanthrene, triphenylene, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirodifluorenyl, spiro-cyclopentyl-fluorenyl, spiro-cyclohexyl-fluorenyl, spiro-adamantyl-fluorenyl, spiro-cyclopentenyl-fluorenyl, N-phenylcarbazolyl, dibenzofuranyl, dibenzothiopheneyl, trimethylsilyl, triphenylsilyl, where the substituents are the same or different from each other when substituted by multiple substituents.

[0029] The "substituents containing deuterium atoms" described in this invention include: deuterated C1-C12 alkyl groups, deuterated C3-C10 cycloalkyl groups, deuterated C3-C10 cycloalkenyl groups, deuterated C6-C30 aryl groups, and C6-C30 aryl groups substituted with deuterium or groups selected from C1-C12 alkyl groups and C6-C12 aryl groups, such as deuterated methyl, deuterated isopropyl, deuterated tert-butyl, deuterated cyclopropane, deuterated cyclobutane, and deuterated... Cyclopentyl, deuterated cyclohexyl, deuterated adamantyl, deuterated norbornelyl, deuterated cyclopropenyl, deuterated cyclobutenyl, deuterated cyclopentenyl, deuterated cyclohexenyl, deuterated phenyl, deuterated naphthyl, deuterated biphenyl, deuterated 9,9-dimethylfluorenyl, deuterated 9,9-diphenylfluorenyl, deuterated spirodifluorenyl, deuterated spiro-cyclopentane-fluorenyl, deuterated spiro-cyclohexane-fluorenyl, deuterated spiro-adamantane-fluorenyl, deuterated 9-methyl-9-phenylfluorenyl.

[0030] In the instruction manual, This refers to the portion that is connected to another substituent. It can be attached to any optional position of the group / fragment to which it is attached. For example express And so on.

[0031] In this specification, when the position of the substituent on the ring is not fixed, it means that it can be attached to any of the corresponding optional sites on the ring. For example, Can represent And so on.

[0032] The linked ring structure described in this invention refers to the interconnection of various groups by chemical bonds, optionally forming double / triple bonds, and can constitute aromatic groups, as shown in the following example:

[0033]

[0034] In this invention, the bonded ring can be an aromatic ring system, an aliphatic ring system, or a ring system formed by the fusion of the two. It can be a three-membered ring, a four-membered ring, a five-membered ring, a six-membered ring, or a fused ring. Examples may include benzene, naphthalene, indene, fluorene, cyclopentene, cyclopentane, cyclopentanophenene, cyclohexene, cyclohexane, cyclohexanophenene, pyridine, quinoline, isoquinoline, benzofuran, benzothiophene, dibenzofuran, dibenzothiophene, phenanthrene, or pyrene, but are not limited thereto.

[0035] Furthermore, two groups attached to the same nitrogen atom can link together to form a ring, as shown in the following example:

[0036]

[0037] In this invention, the ring formed by two groups connected to the same nitrogen atom can be carbazole, or a group in which one or two benzene rings of carbazole are fused with benzene rings or naphthalene rings.

[0038] This invention provides an organic electroluminescent device, comprising a transparent electrode, a reflective electrode, an organic layer between the transparent electrode and the reflective electrode, and a capping layer on the side of the transparent electrode facing away from the reflective electrode. The organic layer includes a hole transport region, a light-emitting layer, and an electron transport region. The capping layer contains a compound represented by formula (I):

[0039]

[0040] Wherein, L1 to L9 are independently selected from one of the following: single bond, substituted or unsubstituted C6 to C30 arylene, divalent group formed by fusion of substituted or unsubstituted C6 to C30 aromatic ring and substituted or unsubstituted C3 to C7 aliphatic ring, and substituted or unsubstituted C3 to C30 heteroarylene.

[0041] Each time 'a' appears, it is selected from 0, 1, 2, or 3, either the same or different.

[0042] Each time R appears, it is selected from one of the following groups, either the same or different: hydrogen atom, deuterium atom, halogen atom, cyano group, substituted or unsubstituted C1-C12 alkyl group, substituted or unsubstituted C3-C10 cycloalkyl group, substituted or unsubstituted C6-C30 aryl group, or a group formed by fusion of a substituted or unsubstituted C6-C30 aromatic ring and a substituted or unsubstituted C3-C7 aliphatic ring.

[0043] The Ar1 to Ar6 are independently selected from one of the following groups: substituted or unsubstituted C6 to C30 aryl groups, substituted or unsubstituted C6 to C30 aromatic rings fused with substituted or unsubstituted C3 to C7 aliphatic rings.

[0044] Preferably, the substituents in "substituted or unsubstituted" are selected from deuterium atoms; C1-C12 straight-chain or branched alkyl groups substituted or unsubstituted by one or more of the group consisting of deuterium atoms, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl; C3-C12 cycloalkyl groups substituted or unsubstituted by one or more of the group consisting of deuterium atoms, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl; and C3-C12 cycloalkyl groups substituted by one or more of the group consisting of deuterium atoms, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl. Or unsubstituted C3-C12 cycloalkenyl groups; C6-C30 aryl groups substituted or unsubstituted by one or more of the group consisting of deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl; or silyl groups substituted or unsubstituted by one or more of the group consisting of deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl, wherein the substituents are one or more, and when there are multiple substituents, the multiple substituents are the same or different, and when there are multiple substituents, two adjacent substituents can be linked to form substituted or unsubstituted saturated or unsaturated C3-C6 carbon rings.

[0045] Preferably, the substituents in "substituted or unsubstituted" are selected from deuterium; methyl; deuterated methyl; ethyl; deuterated ethyl; n-propyl; isopropyl; deuterated isopropyl; n-butyl; sec-butyl; isobutyl; tert-butyl; deuterated tert-butyl; cyclopropane groups substituted or unsubstituted by one or more of the group consisting of deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl; cyclobutane groups substituted or unsubstituted by one or more of the group consisting of deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl; cyclobutane groups substituted or unsubstituted by one or more of the group consisting of deuterium, methyl, ethyl, n-propyl, Cyclopentyl groups substituted or unsubstituted with one or more of the groups consisting of isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl; cyclohexyl groups substituted or unsubstituted with one or more of the groups consisting of deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl; cyclopropenyl groups substituted or unsubstituted with one or more of the groups consisting of deuterium, tritium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl; cyclopropenyl groups substituted or unsubstituted with one or more of the groups consisting of deuterium, tritium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, and deuterium. Cyclobutenyl groups substituted or unsubstituted with one or more of the groups consisting of phenyl, naphthyl, deuteronyl, biphenyl, and deuteronylbiphenyl; cyclopentenyl groups substituted or unsubstituted with one or more of the groups consisting of deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuteronyl, naphthyl, deuteronyl, biphenyl, and deuteronylbiphenyl; cyclohexenyl groups substituted or unsubstituted with one or more of the groups consisting of deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuteronyl, naphthyl, deuteronyl, biphenyl, and deuteronylbiphenyl; cyclohexenyl groups substituted or unsubstituted with one or more of the groups consisting of deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuteronyl, naphthyl, deuteronyl, biphenyl, and deuteronylbiphenyl. adamantyl alkyl group substituted or unsubstituted with one or more of the group consisting of deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl; norbornenyl alkyl group substituted or unsubstituted with one or more of the group consisting of deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl; naphthyl group substituted or unsubstituted with one or more of the group consisting of deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl.Anthracene group substituted or unsubstituted with one or more of the group consisting of deuterium atom, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl; phenanthrene group substituted or unsubstituted with one or more of the group consisting of deuterium atom, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl; A phenylene oxide substituted or unsubstituted with one or more of the groups consisting of methyl, deuterated biphenyl, and methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, biphenyl, and deuterated biphenyl, wherein the substituents are one or more, and when there are multiple substituents, the multiple substituents are the same or different, and when there are multiple substituents, two adjacent substituents can be linked to form a substituted or unsubstituted saturated or unsaturated C3-C6 carbon ring.

[0046] Preferably, L1 to L9 are independently selected from a single bond or one of the following structures:

[0047]

[0048] Wherein, the a 11 Each time it appears, it is selected from 0, 1, 2, 3, or 4, either identically or differently; the b mentioned 11 Each time it appears, it is selected from 0, 1, 2, or 3, either identically or differently; the c mentioned 11 Each time it appears, it is selected from 0, 1, or 2, either identically or differently; the d mentioned 11 Each time it appears, it is selected from 0, 1, 2, 3, 4, 5, or 6, either identically or differently; the e 11 Each time it appears, it is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, either the same or different.

[0049] The R mentioned 11 Each time it appears, it is selected from one of the following groups, either the same or different: hydrogen atom, deuterium atom, halogen atom, cyano group, substituted or unsubstituted C1-C4 straight-chain or branched alkyl group, substituted or unsubstituted C3-C10 cycloalkyl group, substituted or unsubstituted C6-C12 aryl group, or a group formed by fusion of a substituted or unsubstituted C6-C12 aromatic ring and a substituted or unsubstituted C3-C7 aliphatic ring;

[0050] The R mentioned 12 R 13Independently selected from one of substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted n-propyl, substituted or unsubstituted isopropyl, substituted or unsubstituted n-butyl, substituted or unsubstituted sec-butyl, substituted or unsubstituted isobutyl, substituted or unsubstituted tert-butyl, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, or the R mentioned above. 12 With R 13 They connect to form substituted or unsubstituted saturated or unsaturated C3-C6 carbon rings;

[0051] The R mentioned 14 It is selected from one of substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted anthraquinyl, and substituted or unsubstituted phenanthryl.

[0052] Preferably, the R 11 Each time it appears, it is selected from the same or different groups: hydrogen atom; deuterium atom; fluorine atom; chlorine atom; bromine atom; iodine atom; cyano group; methyl group; ethyl group; n-propyl group; isopropyl group; n-butyl group; tert-butyl group; deuterated methyl group; deuterated ethyl group; deuterated isopropyl group; deuterated tert-butyl group; trifluoromethyl group; cyclopropane group; cyclobutane group; cyclopentane group; cyclohexane group; cycloheptane group; cyclopentenyl group; cyclohexenyl group; adamantyl group; norbornel group; deuterated group. A phenyl group consisting of one or more substituted or unsubstituted atoms from the group consisting of fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornel; a phenyl group substituted or unsubstituted with one atom; A naphthyl group substituted or unsubstituted with one or more of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornyl; a biphenyl group substituted or unsubstituted with one or more of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornyl.

[0053] Preferably, the R 12 R 13The phenyl group independently selected from the group consisting of methyl; ethyl; isopropyl; tert-butyl; deuterated methyl; deuterated ethyl; deuterated isopropyl; deuterated tert-butyl; phenyl group substituted or unsubstituted with one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornel; phenyl group substituted or unsubstituted with one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl A naphthyl group substituted or unsubstituted with one or more of the group consisting of alkyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl; or a biphenyl group substituted or unsubstituted with one or more of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl, or the aforementioned R. 12 With R 13 They connect to form substituted or unsubstituted saturated or unsaturated C3 to C6 carbon rings.

[0054] Preferably, the R 14A phenyl group selected from the group consisting of one or more substituted or unsubstituted phenyl groups, including deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornyl, naphthyl, anthracene, and phenanthrene groups; a phenyl group substituted or unsubstituted with one of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, etc. The naphthyl group is substituted or unsubstituted with one or more of the group consisting of butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornyl, phenyl, and naphthyl; substituted with one or more of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornyl, phenyl, and naphthyl. Or unsubstituted anthracene group; substituted or unsubstituted phenanthrene group substituted with one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornyl; substituted or unsubstituted phenanthrene group substituted with one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl. A biphenyl group substituted or unsubstituted with one or more of the following groups: trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantane, and norbornyl; or a triphenyl group substituted or unsubstituted with one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantane, and norbornyl.

[0055] Preferably, L1 to L9 are independently selected from a single bond or one of the following structures:

[0056]

[0057] Preferably, L1 to L9 are independently selected from a single bond or one of the following structures:

[0058]

[0059]

[0060] Preferably, each time R appears, it is selected from hydrogen atom, deuterium atom, halogen atom, cyano group, substituted or unsubstituted C1-C12 straight-chain or branched alkyl group, substituted or unsubstituted C3-C10 cycloalkyl group, substituted or unsubstituted C3-C10 cycloalkenyl group, or substituted or unsubstituted C6-C12 aryl group.

[0061] Preferably, each occurrence of R is selected, either identically or differently, from the group consisting of hydrogen atom; deuterium atom; fluorine atom; chlorine atom; bromine atom; iodine atom; cyano; methyl; ethyl; n-propyl; isopropyl; n-butyl; tert-butyl; deuterated methyl; deuterated ethyl; deuterated isopropyl; deuterated tert-butyl; trifluoromethyl; or a cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornel alkyl, or unsubstituted cyclopropane. Propane; cyclobutane substituted or unsubstituted with one or more of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornel; cyclobutane substituted or unsubstituted with one of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane. Cyclopentyl groups substituted or unsubstituted with one or more of the group consisting of cyclopentyl, cycloheptyl, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl; cyclohexyl groups substituted or unsubstituted with one or more of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl; cyclohexyl groups substituted or unsubstituted with one or more of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, and tert-butyl. Cycloheptyl groups substituted or unsubstituted with one or more of the following groups: deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl; cyclopentenyl groups substituted or unsubstituted with one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl.The cyclohexenyl group substituted or unsubstituted by one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornel; substituted or unsubstituted by one of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, cyano, methyl, ethyl, n-propyl, isopropyl, cyano, methyl, ethyl, n-propyl, isopropyl, cyano, methyl, ethyl, cyano ... The following are substituted or unsubstituted adamantyl groups formed by one or more of the following groups: propyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl; substituted or unsubstituted adamantyl groups formed by a deuterium atom, fluorine atom, chlorine atom, bromine atom, iodine atom, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexene, trifluoromethyl, cyclopropane, cyclobutane, cyclohexene, cyclopropane, cyclohexene, cyclohexene, trifluoromethyl, cyclopropane, cyclobutane, cyclopropane, cyclohexene ...propane, cyclohexene, cyclopropane, cyclopropane, cyclohexene, cyclopropane, cyclopropane, cyclopropane, cyclopropane, cyclopropane, cyclopropane, cyclopropane, cyclopropane, The norbornel group consisting of one or more substituted or unsubstituted compounds from the group consisting of methyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantane, and norbornel; a norbornel group substituted with a deuterium atom, fluorine atom, chlorine atom, bromine atom, iodine atom, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclo... A phenyl group substituted or unsubstituted with one or more of the group consisting of hexenyl, adamantyl, and norbornel; a naphthyl group substituted or unsubstituted with one or more of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornel.

[0062] Preferably, each occurrence of R is selected, either identically or differently, from one of the following structures: hydrogen atom, deuterium atom, fluorine atom, cyano group, methyl group, ethyl group, isopropyl group, tert-butyl group, deuterated methyl group, deuterated ethyl group, deuterated isopropyl group, deuterated tert-butyl group, trifluoromethyl group, or the structures shown below:

[0063]

[0064] Preferably, Ar1 to Ar6 are independently selected from one of the following structures:

[0065]

[0066] Wherein, the a 21Each time it appears, it is selected from 0, 1, 2, 3, 4, or 5, either identically or differently; the b mentioned 21 Each time it appears, it is selected from 0, 1, 2, 3, or 4, either identically or differently; the c mentioned 21 Each time it appears, it is selected from 0, 1, 2, or 3, either identically or differently; the d mentioned 21 Each time it appears, it is selected from 0, 1, or 2, either identically or differently; the e 21 Each time it appears, it is selected from 0, 1, 2, 3, 4, 5, or 6, either identically or differently; the f mentioned 21 Each time it appears, it is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, either the same or different.

[0067] The R mentioned 21 Each time it appears, it is selected from the same or different groups selected from hydrogen atom, deuterium atom, halogen atom, cyano group, substituted or unsubstituted C1-C4 straight-chain or branched alkyl group, substituted or unsubstituted C3-C10 cycloalkyl group, substituted or unsubstituted C6-C12 aryl group, and a group formed by fusion of a substituted or unsubstituted C6-C12 aromatic ring and a substituted or unsubstituted C3-C7 aliphatic ring.

[0068] Preferably, the R 21Each time it appears, it is selected, either identically or differently, from the group consisting of hydrogen atom; deuterium atom; fluorine atom; chlorine atom; bromine atom; iodine atom; cyano; methyl; ethyl; n-propyl; isopropyl; n-butyl; tert-butyl; deuterated methyl; deuterated ethyl; deuterated isopropyl; deuterated tert-butyl; trifluoromethyl; cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornyl; cyclopropane, cyclobutane, cyclopentyl, cyclohexenyl, cycloheptyl, cyclopentenyl, cyclohexenyl, adamantyl, norbornyl; Cyclobutyl groups substituted or unsubstituted with one or more of the following groups: deuterium atom, fluorine atom, chlorine atom, bromine atom, iodine atom, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group, deuterated methyl group, deuterated ethyl group, deuterated isopropyl group, deuterated tert-butyl group, trifluoromethyl group, cyclopropane group, cyclobutane group, cyclopentane group, cyclohexane group, cycloheptane group, cyclopentenyl group, cyclohexenyl group, adamantyl group, norbornel group; cyclobutane groups substituted or unsubstituted with one of the following groups: deuterium atom, fluorine atom, chlorine atom, bromine atom, iodine atom, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group, deuterated methyl group, deuterated ethyl group, deuterated isopropyl group, deuterated tert-butyl group, trifluoromethyl group, cyclopropane group, cyclobutane group, cyclopentane group, cyclohexane group, cycloheptane group. Cyclopentyl groups substituted or unsubstituted with one or more of the group consisting of alkyl, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl groups; cyclohexyl groups substituted or unsubstituted with one or more of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl groups; cyclohexyl groups substituted or unsubstituted with one or more of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, and deuterium groups. Cycloheptyl groups substituted or unsubstituted with one or more of the following groups: methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl; cyclopentenyl groups substituted or unsubstituted with one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl.A cyclohexenyl group substituted or unsubstituted by one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornel; a cyclohexenyl group substituted or unsubstituted by one of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl. Adamantyl group substituted or unsubstituted with one or more of the group consisting of cyclohexenyl, adamantyl, and norbornyl; norbornyl group substituted or unsubstituted with one or more of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl; norbornyl group substituted or unsubstituted with one or more of the group consisting of deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated ...tert-butyl, A phenyl group substituted or unsubstituted with one or more of the following groups: butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl; a naphthyl group substituted or unsubstituted with one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornyl; a naphthyl group substituted or unsubstituted with one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, and n-propyl. Anthracene group substituted or unsubstituted with one or more of the following groups: cyclopropane, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornyl; phenanthrene group substituted or unsubstituted with one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, norbornyl;One of the biphenyl groups substituted or unsubstituted with one or more of the following groups: deuterium, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, trifluoromethyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentenyl, cyclohexenyl, adamantyl, and norbornel.

[0069] Preferably, Ar1 to Ar6 are independently selected from one of the following structures:

[0070]

[0071]

[0072] Preferably, the compound represented by formula (I) is selected from the structure represented by formula (IA) or formula (IB):

[0073]

[0074] Wherein, L1~L9 and Ar1~Ar6 are as described in this invention;

[0075] Each time R appears, it is selected from deuterium atoms, substituted or unsubstituted C1-C12 straight-chain or branched alkyl groups, or substituted or unsubstituted C3-C10 cycloalkyl groups, either the same or different.

[0076] Preferably, the compound represented by formula (I) is selected from the structure represented by formula (IC) or formula (ID):

[0077]

[0078] Wherein, L1~L9 and Ar1~Ar6 are as described in this invention;

[0079] Each time R appears, it is selected, either identically or differently, from a deuterium atom, methyl, ethyl, isopropyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated tert-butyl, or one of the following structures:

[0080]

[0081] Preferably, the compound represented by formula (I) is selected from one of the following structures:

[0082]

[0083]

[0084]

[0085]

[0086]

[0087]

[0088]

[0089]

[0090]

[0091]

[0092]

[0093]

[0094]

[0095]

[0096]

[0097]

[0098] The above only lists some specific structural forms of the compounds represented by formula (I), but the present invention is not limited to these chemical structures. Any chemical structure based on formula (I) with substituents as defined above should be included.

[0099] The compound represented by formula (I) of this invention can be prepared by any of the following synthetic routes:

[0100] Synthesis Route 1:

[0101]

[0102] Synthesis Route 2:

[0103]

[0104] Combining synthesis route one with synthesis route two yields the following synthesis route:

[0105] Synthesis Route 3:

[0106]

[0107] Synthesis Route 4:

[0108]

[0109] Wherein, L1-L9, a, R, and Ar1-Ar6 are as described in this invention; X1-X3 are independently selected from chlorine atoms, bromine atoms, or iodine atoms; when L1 is selected from a single bond, Y1 is selected from hydrogen; when L1 is selected from one of substituted or unsubstituted C6-C30 arylene groups, a divalent group formed by the fusion of a substituted or unsubstituted C6-C30 aromatic ring and a substituted or unsubstituted C3-C7 aliphatic ring, or a substituted or unsubstituted C3-C30 heteroarylene group, Y1 is selected from... When L2 is selected from a single bond, Y2 is selected from hydrogen. When L2 is selected from one of the following: a substituted or unsubstituted C6-C30 arylene, a divalent group formed by the fusion of a substituted or unsubstituted C6-C30 aromatic ring and a substituted or unsubstituted C3-C7 aliphatic ring, or a substituted or unsubstituted C3-C30 heteroarylene, Y2 is selected from... When L3 is selected from a single bond, Y3 is selected from hydrogen. When L3 is selected from one of the following: a substituted or unsubstituted C6-C30 arylene, a divalent group formed by the fusion of a substituted or unsubstituted C6-C30 aromatic ring and a substituted or unsubstituted C3-C7 aliphatic ring, or a substituted or unsubstituted C3-C30 heteroarylene, Y3 is selected from...

[0110] In synthetic route one, compound (A) can be reacted with aromatic amine compounds (B), (C), and (D) in one or more steps via a Buchwald–Hartwig reaction or a Suzuki coupling reaction to obtain the compound shown in formula (I).

[0111] In synthetic route two, compound (E) can react with compounds (F), (G), and (H) in one or more steps via the Buchwald–Hartwig reaction to obtain the compound shown in formula (I).

[0112] In synthetic route three, compound (J) can react with compounds (F) and (G) in one or two steps via the Buchwald–Hartwig reaction to obtain intermediate (K); then, intermediate (K) reacts with compound (D) via a Suzuki coupling reaction to obtain the compound shown in formula (I).

[0113] In the four synthetic routes, compound (L) undergoes a Suzuki coupling reaction with compound (B) to obtain intermediate (M); then, intermediate (M) reacts with compounds (G) and (H) in one or two steps via a Buchwald–Hartwig reaction to obtain the compound shown in formula (I).

[0114] The above reaction routes all employ commonly used reaction types and conditions in organic synthesis without particular limitations. For example, the selection, amount, order, and method of adding reaction solvents, catalysts, ligands, and bases can be performed using conventional methods without special restrictions. The above preparation methods utilize readily available raw materials, have simple processes, and yield excellent results. The compound represented by formula (I) provided by this invention can also be synthesized using other conventional reaction types in organic synthesis without particular limitations; the above are merely examples of synthetic routes.

[0115] Preferably, the organic electroluminescent device structure of the present invention is selected from one of the following device structures:

[0116] a) Reflective electrode (anode) / Hole transport region / Light-emitting layer / Electron transport region / Transparent or semi-transparent electrode (cathode) / Covering layer;

[0117] b) Covering layer / transparent or semi-transparent electrode (anode) / hole transport region / light-emitting layer / electron transport region / reflective electrode (cathode).

[0118] The transparent or semi-transparent electrode described in this invention can be either an anode or a cathode. When the transparent or semi-transparent electrode is an anode, the reflective electrode is a cathode, and the covering layer is located on the side of the anode away from the cathode; when the transparent or semi-transparent electrode is a cathode, the reflective electrode is an anode, and the covering layer is located on the side of the cathode away from the anode.

[0119] The anode described in this invention can be a reflective anode, such as a reflective film formed from silver (Ag), magnesium (Mg), aluminum (Al), gold (Au), nickel (Ni), chromium (Cr), ytterbium (Yb), or their alloys. It can also be a transparent or translucent layered structure formed from a high work function material, such as a layered structure formed from indium tin oxide (ITO), indium zinc oxide (ZnO), zinc oxide (ZnO), aluminum zinc oxide (AZO), indium gallium oxide (IGO), indium oxide (In2O3), or tin oxide (SnO2). Alternatively, it can be a reflective film formed from the aforementioned metals and the aforementioned high work function materials. The specific anode depends on the type of device to be fabricated. For example, if the device to be fabricated is a bottom-emitting device (emitting light from the anode side), a transparent or translucent anode needs to be fabricated. If the device to be fabricated is a top-emitting device (emitting light from the cathode side), a reflective anode needs to be fabricated.

[0120] The cathode described in this invention can be a thin film with a low work function made of lithium, calcium, lithium fluoride / calcium, lithium fluoride / aluminum, aluminum, silver, magnesium, magnesium-silver alloy, etc. The thickness of the film can be adjusted to create a reflective electrode, a transparent electrode, or a semi-transparent electrode. The specific choice depends on the type of device to be fabricated. For example, a reflective cathode is required for a bottom-emitting device, while a transparent or semi-transparent cathode is required for a top-emitting device.

[0121] The capping layer described in this invention can be a single-layer structure composed of a single substance, a single-layer structure composed of different substances, a multi-layer structure composed of a single substance, or a multi-layer structure composed of different substances. The capping layer material may contain inorganic substances or other organic substances besides those shown in Formula (I) in addition to the compound shown in Formula (I).

[0122] Preferably, the covering layer is a single-layer structure containing the compound shown in formula (I).

[0123] Preferably, the capping layer is a bilayer structure containing the compound shown in formula (I) and inorganic matter; more preferably, the capping layer includes a first capping layer containing the compound shown in formula (I) and a second capping layer containing inorganic matter; even more preferably, the capping layer includes a first capping layer containing the compound shown in formula (I) near the cathode and a second capping layer containing inorganic matter away from the cathode.

[0124] Preferably, the capping layer is a bilayer structure containing the compound shown in formula (I) and other organic compounds besides the compound shown in formula (I); more preferably, the capping layer includes a first capping layer containing the compound shown in formula (I) and a second capping layer containing other organic compounds besides the compound shown in formula (I); even more preferably, the capping layer includes a first capping layer containing the compound shown in formula (I) near the cathode and a second capping layer containing other organic compounds besides the compound shown in formula (I) away from the cathode.

[0125] The inorganic substances include metal compounds, non-metal compounds, metals, and metal alloys. The metal compounds include metal oxides, metal nitrides, metal oxynitrides, metal carbides, and metal salts. The non-metal compounds include non-metal oxides, non-metal nitrides, and non-metal oxynitrides. The metals include alkali metals, alkaline earth metals, transition metals, lanthanides, actinides, and main group metals.

[0126] Examples of the metal compounds include, but are not limited to, the following materials: lithium oxide (Li₂O), zinc oxide (ZnO), tin dioxide (SnO₂), magnesium oxide (MgO), vanadium pentoxide (V₂O₅), aluminum oxide (Al₂O₃), cadmium oxide (CdO), cobalt oxide (CoO), aluminum oxynitride (AlON), lithium boron oxide (LiBO₂), barium oxide (BaO), beryllium oxide (BeO), strontium oxide (SrO), and indium tin oxide (InT₂). O), calcium oxide (CaO), lithium fluoride (LiF), potassium bromide (KBr), magnesium fluoride (MgF2), aluminum fluoride (AlF3), calcium fluoride (CaF2), cesium fluoride (CsF), sodium fluoride (NaF), potassium fluoride (KF), rubidium fluoride (RbF), strontium fluoride (SrF), ytterbium fluoride (YbF3), yttrium fluoride (YF3), barium (BaF2), sodium iodide (NaI), potassium iodide (KI), potassium chloride (KCl), rubidium iodide (RbI). Cesium iodide (CsI), praseodymium fluoride (PrF3), gadolinium fluoride (GdF3), lanthanum fluoride (LaF3), neodymium fluoride (NdF3), barium fluoride (BaF2), lithium chloride (LiCl), lithium bromide (LiBr), lithium iodide (LiI), sodium bromide (NaBr), sodium chloride (NaCl), rubidium bromide (RbBr), cesium bromide (CsBr), calcium chloride (CaCl2), zinc chloride (ZnCl), zinc bromide (ZnBr), stannous chloride (… SnCl2, silver chloride (AgCl), barium chloride (BaCl2), magnesium chloride (MgCl2), magnesium bromide (MgBr2), magnesium iodide (MgI2), silver bromide (AgBr), silver iodide (AgI), chromium fluoride (CrF3), molybdenum dibromide (MoBr2), bismuth trifluoride (BiF3), lead fluoride (PbF2), lead bromide (PbBr2), strontium fluoride (SrF2), cadmium fluoride (CdF2), and cryolite (Na5Al3F4). 14Cryolite (Na3AlF6), Silver cyanide (AgCN), Calcium carbide (CaC2), Bismuth sulfide (Bi2S3), Copper sulfide (CuS), Iron sulfide (FeS2), Nickel sulfide (NiS), Lithium carbonate (Li2CO3), Cesium carbonate (Cs2CO3), Calcium carbonate (CaCO3), Barium carbonate (BaCO3), Cobalt carbonate (CoCO3), Ferrous carbonate (FeCO3), Lead carbonate (PbCO3), Magnesium carbonate (MgCO3), Manganese carbonate (MnCO3), Potassium carbonate ( K2CO3), sodium carbonate (Na2CO3), strontium carbonate (SrCO3), zinc carbonate (ZnCO3), sodium bicarbonate (NaHCO3), aluminum sulfate (Al2(SO4)3), lead sulfate (PbSO4), calcium sulfate (CaSO4), barium sulfate (BaSO4), cobalt sulfate (CoSO4), copper sulfate (CuSO4), magnesium sulfate (MgSO4), nickel sulfate (NiSO4), strontium sulfate (SrSO4), sodium sulfite (Na2SO3), potassium aluminum sulfate (KAl(SO4)3) 4)2) Magnesium aluminum sulfate (MgAl2O4), sodium silicate (Na4SiO4), potassium silicate (K2SiO4), potassium aluminum silicate (KAlSi3O8), zirconium silicate (ZrSiO4), calcium metasilicate (CaSiO3), sodium metasilicate (Na2SiO2), calcium molybdate (CaMoO4), calcium phosphate (Ca3(PO4)2), cobalt phosphate (Co3(PO4)2), potassium dihydrogen phosphate (KH2PO4), sodium metaphosphate (NaPO3), calcium titanate (CaTiO3), calcium tungstate (CaWO4), potassium chromate (K2CrO4), potassium nitrate (KNO3), silver nitrate (AgNO3), sodium nitrate (NaNO3), calcium metaborate (Ca(BO2)2), calcium hypochlorite (Ca(ClO)2), cobalt perchlorate (Co(ClO4)2), potassium fluorosilicate (K2SiF6), sodium fluorosilicate (Na2SiF6), sodium acetate (CH3COONa), potassium acetate (CH3COOK), lithium acetate (CH3COOLi), rubidium acetate (CH3COORb), etc.

[0127] Examples of the non-metallic compounds include, but are not limited to, the materials described below: silicon dioxide (SiO2), boron oxide (B2O3), silicon oxynitride (SiON), boron nitride (BN), and silicon nitride (SiN).

[0128] Examples of the metals and metal alloys mentioned include, but are not limited to, the following materials: molybdenum (Mo), aluminum (Al), silver (Ag), platinum (Pt), magnesium (Mg), titanium (Ti), molybdenum (Mo), iron (Fe), zinc (Zn), chromium (Cr), gold (Au), nickel (Ni), copper (Cu), tantalum (Ta), samarium (Sm), vanadium (V), niobium (Nb), rhodium (Rh), palladium (Pd), ruthenium (Ru), iridium (Ir), tantalum (Ta), tungsten (W), rhenium (Re), scandium (Sc), lithium (Li), beryllium (Be), sodium (Na), potassium (K), calcium (Ca), rubidium (Ru), strontium (Sr), cesium (Cs), cerium (Ce), lanthanum (La), rubidium (Nd), indium (In), molybdenum-titanium alloy (Mo-Ti), magnesium-silver alloy (Mg-Ag), and aluminum-neodymium (Al-Nd).

[0129] The inorganic material is preferably a metal compound, more preferably a metal salt, and even more preferably a metal halide. The metal halide includes metal fluorides, metal chlorides, metal bromides, metal iodides, etc., and the metal includes alkali metals, alkaline earth metals, transition metals, lanthanides, actinides, and main group metals. Examples of the metal halides include, but are not limited to, the following materials: lithium fluoride (LiF), potassium bromide (KBr), magnesium fluoride (MgF2), aluminum fluoride (AlF3), calcium fluoride (CaF2), cesium fluoride (CsF), sodium fluoride (NaF), potassium fluoride (KF), rubidium fluoride (RbF), strontium fluoride (SrF), ytterbium fluoride (YbF3), yttrium fluoride (YF3), barium (BaF2), sodium iodide (NaI), potassium iodide (KI), potassium chloride (KCl), rubidium iodide (RbI), cesium iodide (CsI), praseodymium fluoride (PrF3), gadolinium fluoride (GdF3), lanthanum fluoride (LaF3), neodymium fluoride (NdF3), barium fluoride (BaF2), lithium chloride (LiCl), and bromine. Lithium chloride (LiBr), lithium iodide (LiI), sodium bromide (NaBr), sodium chloride (NaCl), rubidium bromide (RbBr), cesium bromide (CsBr), calcium chloride (CaCl2), zinc chloride (ZnCl), zinc bromide (ZnBr), stannous chloride (SnCl2), silver chloride (AgCl), barium chloride (BaCl2), magnesium chloride (MgCl2), magnesium bromide (MgBr2), magnesium iodide (MgI2), silver bromide (AgBr), silver iodide (AgI), chromium fluoride (CrF3), molybdenum dibromide (MoBr2), bismuth trifluoride (BiF3), lead fluoride (PbF2), lead bromide (PbBr2), strontium fluoride (SrF2), cadmium fluoride (CdF2), etc.

[0130] Preferably, the metal halide is a material containing lithium fluoride (LiF), potassium fluoride (KBr), magnesium fluoride (MgF2), aluminum fluoride (AlF3), sodium fluoride (NaF), potassium fluoride (KF), calcium fluoride (CaF2), rubidium fluoride (RbF), potassium chloride (KCl), ytterbium fluoride (YbF3), cesium fluoride (CsF), strontium fluoride (SrF2), rubidium iodide (RbI), potassium iodide (KI), etc. Further, the metal halide is a material containing lithium fluoride (LiF), potassium fluoride (KBr), magnesium fluoride (MgF2), aluminum fluoride (AlF3), sodium fluoride (NaF), potassium fluoride (KF), calcium fluoride (CaF2), rubidium fluoride (RbF), etc. Furthermore, the metal halide is preferably one of the following materials: lithium fluoride (LiF), potassium fluoride (KBr), magnesium fluoride (MgF2), aluminum fluoride (AlF3), sodium fluoride (NaF), or potassium fluoride (KF).

[0131] Other organic compounds besides the compound shown in formula (I) can be aromatic compounds, heteroaromatic compounds, aromatic amine compounds, etc., preferably heterocyclic compounds shown in formula (II) or aromatic amine compounds shown in formula (III):

[0132]

[0133] In equation (II), the L mentioned 101 Selected from substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted fluorene, substituted or unsubstituted benzo[a]fluorene, substituted or unsubstituted dibenzo[a]fluorene, or substituted or unsubstituted spirodifluorene.

[0134] A' and B' are independently selected from one of formulas (II-A) to (II-C):

[0135]

[0136] Wherein, X1 is selected from O or S;

[0137] The L mentioned 102 Selected from single-bonded, substituted or unsubstituted phenylene or substituted or unsubstituted biphenylene;

[0138] The n is 0, 1, 2, 3 or 4; the m is 0, 1, 2, 3, 4 or 5;

[0139] The R mentioned 101 Selected from H, substituted or unsubstituted C1-C15 alkyl groups, substituted or unsubstituted C6-C30 aryl groups, or two adjacent R groups. 101 Group bonds form ring structures;

[0140] In formula (III), X' is selected from O or S;

[0141] The rings P and Q are independently selected from substituted or unsubstituted benzene rings, substituted or unsubstituted naphthyl rings, substituted or unsubstituted anthracene rings, or substituted or unsubstituted phenanthrene rings, and rings P and Q are not simultaneously substituted or unsubstituted benzene rings.

[0142] The Ar 201 Ar 202 Independently selected from one of substituted or unsubstituted C6-C60 aryl groups and substituted or unsubstituted C3-C60 heteroaryl groups, and Ar 201 Ar 202 At least one of them is a substituted or unsubstituted C10-C60 fused-ring aryl group;

[0143] The L 201 L 202 It is independently selected from one of the single-bonded, substituted or unsubstituted C6-C60 aryl groups, or substituted or unsubstituted C3-C60 heteroaryl groups.

[0144] Preferably, L in formula (II) 101 Choose one of the following structures:

[0145]

[0146] Preferably, A' and B' in formula (II) are independently selected from one of the following structures:

[0147]

[0148] Preferably, ring P in formula (III) is selected from substituted or unsubstituted benzene rings, and ring Q is selected from one of the following structures:

[0149]

[0150] Wherein, a' is selected from 0, 1, 2, 3, 4, 5 or 6; a” is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8;

[0151] Each time Ra appears, it is selected from any one of hydrogen atom, deuterium atom, cyano group, halogen atom, substituted or unsubstituted C1-C12 alkyl group, substituted or unsubstituted C3-C12 cycloalkyl group, substituted or unsubstituted C6-C30 aryl group, and substituted or unsubstituted C2-C30 heteroaryl group, whether the same or different.

[0152] Preferably, Ar in formula (III) 201 Ar 202Independently selected from one of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted triphenyl, substituted or unsubstituted tetraphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted anthraceneyl, substituted or unsubstituted triphenylene, and the Ar 201 Ar 202 At least one of them is selected from substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted anthraceneyl or substituted or unsubstituted triphenylene.

[0153] Preferably, Ar in formula (III) 201 Ar 202 Independently selected from the structures shown in formula (III-A) or formula (III-B), and Ar 201 Ar 202 At least one of the components is selected from the structure shown in formula (III-B):

[0154]

[0155] Wherein, n1 is selected from 0, 1, 2, 3, 4 or 5; n2 is selected from 0, 1, 2, 3, 4, 5, 6 or 7;

[0156] Each time Rb appears, it is selected from one of the following groups, either the same or different: hydrogen atom, deuterium atom, cyano group, halogen atom, substituted or unsubstituted methyl group, substituted or unsubstituted ethyl group, substituted or unsubstituted isopropyl group, substituted or unsubstituted tert-butyl group, substituted or unsubstituted cyclopentyl group, substituted or unsubstituted cyclohexyl group, substituted or unsubstituted adamantyl group, substituted or unsubstituted norbornel group, substituted or unsubstituted phenyl group, substituted or unsubstituted biphenyl group, substituted or unsubstituted terphenyl group, and substituted or unsubstituted naphthyl group.

[0157] Preferably, L in formula (III) 201 L 202 Independently selected from single bonds or one of the following groups:

[0158]

[0159] Wherein, r1 is selected from 0, 1, 2, 3 or 4; and r2 is selected from 0, 1, 2, 3, 4, 5 or 6.

[0160] Each time Rc appears, it is selected from one of the following groups, either identically or differently: hydrogen atom, deuterium atom, cyano group, halogen atom, substituted or unsubstituted methyl group, substituted or unsubstituted ethyl group, substituted or unsubstituted propyl group, substituted or unsubstituted butyl group, substituted or unsubstituted pentyl group, substituted or unsubstituted cyclohexyl group, substituted or unsubstituted adamantyl group, substituted or unsubstituted camphenyl group, substituted or unsubstituted norbornel group, substituted or unsubstituted phenyl group, substituted or unsubstituted biphenyl group, substituted or unsubstituted terphenyl group, and substituted or unsubstituted naphthyl group.

[0161] Preferably, the heterocyclic compound represented by formula (II) is selected from one of the following structures:

[0162]

[0163]

[0164]

[0165] Preferably, the aromatic amine compound represented by formula (III) is selected from one of the following structures:

[0166]

[0167]

[0168]

[0169] The hole transport region described in this invention includes one or more of a hole injection layer, a hole transport layer, and a light-emitting auxiliary layer.

[0170] The hole injection layer described in this invention can be a monolayer structure composed of a single substance, or a monolayer or multilayer structure composed of different substances. Triarylamine compounds, porphyrin compounds, styrene compounds, polythiophene and its derivatives, phthalocyanine derivatives, axialene compounds, and other substances with high hole injection properties can be used. Examples include 4,4',4”-tris[2-naphthylphenylamino]triphenylamine (2-TNATA), 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazabenzenephenanthrene (HATCN), copper phthalocyanine (CuPC), 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyanodimethyl-p-benzoquinone (F4-TCNQ), and poly(3,4-ethylenedioxythiophene)-poly(styrenesulfonic acid) (PEDOT / PSS). The compounds are HT-1 to HT-15, p-1, p-2, and p-3, but are not limited thereto. Preferably, the hole injection layer is a monolayer structure composed of a matrix material and a dopant material. The matrix material can be a triarylamine compound, such as HT-1 to HT-19. The dopant material can be an axialene compound, preferably p-1, p-2, or p-3. More preferably, the mass ratio of the matrix material to the dopant material is 100:1 to 100:50. Even more preferably, the mass ratio of the matrix material to the dopant material is 100:1 to 100:10.

[0171]

[0172] The hole transport layer described in this invention can be a monolayer structure composed of a single material, or a monolayer or multilayer structure composed of different materials. Triarylamine compounds can be used, or other compounds with a hole mobility of 10... -6 cm 2 Substances with a value of / Vs or higher can be exemplified by N,N'-diphenyl-N,N'-di(3-methylphenyl)-1,1'-biphenyl-4,4'-diamine (TPD), 4,4'4"-tris(N,N-diphenylamino)triphenylamine (TDATA), and compounds HT-1 to HT-19, but are not limited to these.

[0173] The light-emitting auxiliary layer described in this invention can be a single-layer structure composed of a single material, or a single-layer or multi-layer structure composed of different materials. Triarylamine compounds, spirofluorene derivatives, dibenzofuran derivatives, and other substances with suitable HOMO and T1 energy levels can be used. Examples include TPD, N4,N4-bis([1,1'-biphenyl]-4-yl)-N4'-phenylN4'-[1,1':4',1”-terphenyl]-4-yl-[1,1'-biphenyl]-4,4'-diamine, N-([1,1'-diphenyl]-4-yl)-N-(9,9-dimethyl-9H-furan-2-yl)-9,9'-spirodifluorene-2-amine, N,N-bis([1,1'-biphenyl]-4-yl)-3'-(dibenzo[b,d]furan-4-yl)-[1,1'-biphenyl]-4-amine, and compounds HT-1 to HT-19, but are not limited to these.

[0174] The luminescent layer of the present invention may contain only a guest material, or the guest material may be dispersed in a host material, and two host materials may be used to form a dual host material. The guest material may be a fluorescent compound, such as pyrene derivatives, fluoranthene derivatives, aromatic amine derivatives, etc. Examples include 10-(2-benzothiazolyl)-2,3,6,7-tetrahydro-1,1,7,7-tetramethyl-1H,5H,11H-[1]benzopyran[6,7,8-ij]quinolinazine-11-one (C545T), 4,4'-bis(9-ethyl-3-carbazolevinyl)-1,1'-biphenyl (BCzVBi), 4, 4'-Bis[4-(di-p-tolylamino)styryl]biphenyl (DPAVBi) and other materials can also be used, such as phosphorescent materials, metal complexes such as iridium complexes, osmium complexes, and platinum complexes. Examples include bis(4,6-difluorophenylpyridine-N,C2)pyridineformyliridium (FIrpic), tris(2-phenylpyridine)iridium (Ir(ppy)3), and bis(2-phenylpyridine)iridium acetylacetonate (Ir(ppy)2(acac)). The host material is preferably a substance with a higher LUMO than the guest material and a lower HOMO than the guest material. Examples include metal complexes such as aluminum complexes or zinc complexes, heterocyclic compounds such as oxadiazole derivatives or benzimidazole derivatives, fused aromatic compounds such as carbazole derivatives or anthracene derivatives, and aromatic amine compounds such as triarylamine derivatives or fused polycyclic aromatic amine derivatives. Examples include 8-hydroxyquinoline aluminum (Alq3), bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq), 1,3,5-tris(1-phenyl-1H-benzimidazole-2-yl)benzene (TPBI), TPD, 4,4'-bis(9-carbazole)biphenyl (CBP), 4,4',4”-tris(carbazole-9-yl)triphenylamine (TCTA), 9,10-bis(2-naphthyl)anthracene (ADN), and compounds HT-1 to HT-19, but not limited to these.

[0175] The electron transport region described in this invention includes one or more of an electron injection layer, an electron transport layer, and a hole blocking layer.

[0176] The electron injection layer described in this invention can be a monolayer structure composed of a single substance, or a monolayer or multilayer structure composed of different substances. It can be one or more of the following substances: alkali metals, alkaline earth metals, alkali metal halides, alkaline earth metal halides, alkali metal oxides, alkaline earth metal oxides, alkali metal salts, alkaline earth metal salts, and other substances with high electron injection properties. Examples include Li, Ca, Sr, LiF, CsF, CaF2, BaO, Li2CO3, CaCO3, Li2C2O4, Cs2C2O4, CsAlF4, LiOx, Yb, Tb, etc., but are not limited to these.

[0177] The electron transport layer described in this invention can be a single-layer structure composed of a single substance, or a single-layer or multi-layer structure composed of different substances. It can use aluminum complexes, beryllium complexes, zinc complexes, imidazole derivatives, benzimidazole derivatives, triazine derivatives, phenanthroline derivatives, polymers, etc. with high electron transport properties. Examples include Alq3, bis(10-hydroxybenzo[h]quinoline)beryllium (BeBq2), BAlq, 2-(4-biphenyl)-5-phenyloxadiazole (PBD), etc., but are not limited to these.

[0178] The hole-blocking layer described in this invention can be a single-layer structure composed of a single material, or a single-layer or multi-layer structure composed of different materials. The selected material must have a T1 energy level higher than that of the emissive layer to prevent energy loss from the emissive layer. Furthermore, the HOMO energy level of the selected material must be lower than that of the main material of the emissive layer to effectively block holes. Further, the electron mobility of the hole-blocking layer material used is 10. -6 cm 2 A concentration of / Vs or higher facilitates electron transport. Triazine derivatives and azirene derivatives are preferred.

[0179] Preferably, the structure of the organic layer is selected from one of the following:

[0180] i-1) Hole injection layer / hole transport layer / light emission layer / electron transport layer / electron injection layer;

[0181] i-2) Hole injection layer / hole transport layer / light emission layer / hole blocking layer / electron transport layer / electron injection layer;

[0182] i-3) Hole injection layer / hole transport layer / luminescent auxiliary layer / luminescent layer / electron transport layer / electron injection layer;

[0183] i-4) Hole injection layer / hole transport layer / luminescence auxiliary layer / luminescence layer / hole blocking layer / electron transport layer / electron injection layer.

[0184] Preferably, the device structure of the organic electroluminescent device of the present invention is selected from one of the following device structures:

[0185] ii-1) Reflective electrode (anode) / Hole injection layer / Hole transport layer / Light emission layer / Electron transport layer / Electron injection layer / Transparent or semi-transparent electrode (cathode) / Covering layer;

[0186] ii-2) Reflective electrode (anode) / hole injection layer / hole transport layer / light-emitting layer / hole blocking layer / electron transport layer / electron injection layer / transparent or semi-transparent electrode (cathode) / capping layer;

[0187] ii-3) Reflective electrode (anode) / Hole injection layer / Hole transport layer / Light emission auxiliary layer / Light emission layer / Electron transport layer / Electron injection layer / Transparent or semi-transparent electrode (cathode) / Covering layer;

[0188] ii-4) Reflective electrode (anode) / Hole injection layer / Hole transport layer / Light emission auxiliary layer / Light emission layer / Hole blocking layer / Electron transport layer / Electron injection layer / Transparent or semi-transparent electrode (cathode) / Covering layer;

[0189] ii-5) Covering layer / Transparent or semi-transparent electrode (anode) / Hole injection layer / Hole transport layer / Light emission layer / Electron transport layer / Electron injection layer / Reflective electrode (cathode);

[0190] ii-6) Covering layer / transparent or semi-transparent electrode (anode) / hole injection layer / hole transport layer / light-emitting layer / hole blocking layer / electron transport layer / electron injection layer / reflective electrode (cathode);

[0191] ii-7) Covering layer / Transparent or semi-transparent electrode (anode) / Hole injection layer / Hole transport layer / Light emission auxiliary layer / Light emission layer / Electron transport layer / Electron injection layer / Reflective electrode (cathode);

[0192] ii-8) Covering layer / Transparent or semi-transparent electrode (anode) / Hole injection layer / Hole transport layer / Light emission auxiliary layer / Light emission layer / Hole blocking layer / Electron transport layer / Electron injection layer / Reflective electrode (cathode).

[0193] Most preferably, the device structure of the organic electroluminescent device of the present invention is selected from one of the following device structures:

[0194] iii-1) Reflective electrode (anode) / Hole injection layer / Hole transport layer / Light emission layer / Electron transport layer / Electron injection layer / Transparent electrode (cathode) / Capping layer;

[0195] iii-2) Reflective electrode (anode) / Hole injection layer / Hole transport layer / Light emission layer / Hole blocking layer / Electron transport layer / Electron injection layer / Transparent electrode (cathode) / Capping layer;

[0196] iii-3) Reflective electrode (anode) / Hole injection layer / Hole transport layer / Light-emitting auxiliary layer / Light-emitting layer / Electron transport layer / Electron injection layer / Transparent electrode (cathode) / Covering layer;

[0197] iii-4) Reflective electrode (anode) / Hole injection layer / Hole transport layer / Light emission auxiliary layer / Light emission layer / Hole blocking layer / Electron transport layer / Electron injection layer / Transparent electrode (cathode) / Covering layer.

[0198] The aforementioned organic layers, cathode, anode, and capping layer can be prepared using any of the following methods: vacuum evaporation, inkjet printing, sputtering, plasma deposition, ion plating, spin coating, impregnation, or screen printing. There are no particular limitations on the thickness of each layer, as long as good device performance is achieved. Preferably, the aforementioned organic layers are prepared using vacuum evaporation, inkjet printing, or spin coating.

[0199] The thickness of each of the aforementioned organic layers and capping layers is typically between 5 nm and 100 μm, preferably between 10 nm and 200 nm. The thickness of the anode and cathode is adjusted according to the required transparency.

[0200] The organic electroluminescent device provided by this invention can be applied to lighting and display fields, specifically including smartphone displays, tablet displays, smart wearable device displays, large-size displays such as televisions, VR, and car taillights.

[0201] The technical solutions and effects of the present invention will be further described below with reference to embodiments and comparative examples.

[0202] The mass spectrometry of the compounds in this invention was performed using a G2-Si quadrupole tandem time-of-flight high-resolution mass spectrometer from Waters Instruments, UK, with chloroform as the solvent.

[0203] Elemental analysis was performed using a Vario EL cube organic elemental analyzer from Elementar GmbH, Germany, with sample masses ranging from 5 to 10 mg.

[0204] Synthesis Example 1: Synthesis of Compound 6

[0205]

[0206] Preparation of intermediate cc-6:

[0207] Under nitrogen protection, aa-6 (9.04 g, 40.00 mmol), bb-6 (12.86 g, 40.00 mmol), and sodium tert-butoxide (6.92 g, 72.00 mmol) were added to 200 mL of toluene. Pd(dppf)Cl2 (0.29 g, 0.40 mmol) was added with stirring, and the mixture was heated under reflux for 4 h. After the reaction was complete, the reaction solution was cooled to room temperature, distilled water was added, and the mixture was extracted with dichloromethane. The layers were allowed to stand and separated, the organic layer was collected, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by vacuum distillation. Crystallization was then carried out at a lower temperature, filtered, and the resulting solid was recrystallized from toluene / methanol (10:3) to obtain intermediate cc-6 (14.55 g, 78%). HPLC analysis showed the solid purity to be ≥99.87%. Mass spectrometry m / z: 465.1063 (theoretical value: 465.1051).

[0208] Preparation of compound 6:

[0209] Under nitrogen protection, cc-6 (11.66 g, 25.00 mmol), dd-6 (12.27 g, 50.00 mmol), and sodium tert-butoxide (8.65 g, 90 mmol) were added to 200 mL of toluene. Pd2(dba)3 (0.46 g, 0.50 mmol) and P(t-Bu)3 (2.00 mL of 0.5 M toluene solution, 1.00 mmol) were added with stirring. The mixture was heated under reflux for 5 h. After the reaction was complete, the mixture was cooled to room temperature, extracted with dichloromethane and distilled water, allowed to stand, and separated. The organic phase was collected, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by vacuum distillation. Recrystallization from toluene yielded compound 6 (16.58 g, 75%), with a solid purity ≥99.91% as determined by HPLC. Mass spectrometry m / z: 883.3917 (theoretical value: 883.3926). Theoretical element content (%) C 66 H 49 N3: C, 89.66; H, 5.59; N, 4.75. Measured elemental content (%): C, 89.71; H, 5.55; N, 4.79.

[0210] Synthesis Example 2: Synthesis of Compound 20

[0211]

[0212] Under nitrogen protection, aa-20 (12.59 g, 40.00 mmol), bb-20 (26.31 g, 120.00 mmol), and sodium tert-butoxide (20.76 g, 216.00 mmol) were added to 400 mL of toluene. Pd2(dba)3 (1.10 g, 1.20 mmol) and P(t-Bu)3 (4.80 mL of 0.5 M toluene solution, 2.40 mmol) were added with stirring. The mixture was heated under reflux for 4.5 h. After the reaction was complete, the mixture was cooled to room temperature, and extracted with dichloromethane and distilled water. The mixture was allowed to stand and separated. The organic phase was collected, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by vacuum distillation. Crystallization was precipitated upon cooling, filtered, and the resulting solid was recrystallized from toluene to give compound 20 (21.02 g, 72%). HPLC analysis showed the solid purity to be ≥99.92%. Mass spectrometry m / z: 729.3159 (theoretical value: 729.3144). Theoretical elemental content (%) C 54 H 39 N3: C, 88.86; H, 5.39; N, 5.76. Measured element content (%): C, 88.83; H, 5.41; N, 5.74.

[0213] Synthesis Example 3: Synthesis of Compound 27

[0214]

[0215] Following the same preparation method as in Synthesis Example 1, bb-6 was replaced with an equimolar amount of bb-27, and dd-6 was replaced with an equimolar amount of dd-27 to obtain compound 27 (15.60 g, 75%). HPLC analysis showed a solid purity ≥99.94%. Mass spectrometry m / z: 831.3625 (theoretical value: 831.3613). Theoretical elemental content (%) C 62 H 45 N3: C, 89.50; H, 5.45; N, 5.05. Measured elemental content (%): C, 89.54; H, 5.41; N, 5.09.

[0216] Synthesis Example 4: Synthesis of Compound 45

[0217]

[0218] Following the same preparation method as in Synthesis Example 1, bb-6 was replaced with an equimolar amount of bb-27 to obtain compound 45 (13.17 g, 72%), with a solid purity ≥99.91% as determined by HPLC. Mass spectrometry m / z: 731.3316 (theoretical value: 731.3300). Theoretical elemental content (%) C 54 H 41 N3: C, 88.61; H, 5.65; N, 5.74. Measured elemental content (%): C, 88.66; H, 5.61; N, 5.79.

[0219] Synthesis Example 5: Synthesis of Compound 85

[0220]

[0221] Following the same preparation method as in Synthesis Example 1, bb-6 was replaced with an equimolar amount of bb-85, and dd-6 was replaced with an equimolar amount of dd-85, yielding compound 85 (15.89 g, 70%). HPLC analysis showed a solid purity ≥99.94%. Mass spectrometry m / z: 907.3940 (theoretical value: 907.3926). Theoretical elemental content (%) C 68 H 49 N3: C, 89.93; H, 5.44; N, 4.63. Measured elemental content (%): C, 89.97; H, 5.41; N, 4.68.

[0222] Synthesis Example 6: Synthesis of Compound 114

[0223]

[0224] Following the same preparation method as in Synthesis Example 2, bb-20 was replaced with an equimolar amount of bb-114 to obtain compound 114 (16.81 g, yield 69%). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 608.4478 (theoretical value: 608.4495). Theoretical elemental content (%) C 42 H4D 29 N3: C, 82.84; H, 10.25; N, 6.90. Measured element content (%): C, 82.81; H, 10.27; N, 6.86.

[0225] Synthesis Example 7: Synthesis of Compound 158

[0226]

[0227] Following the same preparation method as in Synthesis Example 2, bb-20 was replaced with an equimolar amount of bb-158 to obtain compound 158 (24.69 g, yield 75%). HPLC analysis showed a solid purity ≥ 99.91%. Mass spectrometry m / z: 822.4539 (theoretical value: 822.4555). Theoretical elemental content (%) C 60 H 30 D 15 N3: C, 87.55; H, 7.34; N, 5.11. Measured element content (%): C, 87.51; H, 7.38; N, 5.13.

[0228] Synthesis Example 8: Synthesis of Compound 176

[0229]

[0230] Following the same preparation method as in Synthesis Example 1, bb-6 was replaced with an equimolar amount of bb-27, and dd-6 was replaced with an equimolar amount of dd-176, yielding compound 176 (13.88 g, 74%). HPLC analysis showed a solid purity ≥99.96%. Mass spectrometry m / z: 749.4413 (theoretical value: 749.4430). Theoretical elemental content (%) C 54 H 23 D 18 N3: C, 86.47; H, 7.92; N, 5.60. Measured element content (%): C, 86.51; H, 7.88; N, 5.64.

[0231] Synthesis Example 9: Synthesis of Compound 223

[0232]

[0233] Following the same preparation method as in Synthesis Example 2, aa-20 was replaced with an equimolar amount of aa-223, and bb-20 was replaced with an equimolar amount of bb-85, yielding compound 223 (23.03 g, yield 71%). HPLC analysis showed a solid purity ≥ 99.93%. Mass spectrometry m / z: 810.3818 (theoretical value: 810.3802). Theoretical elemental content (%) C 60 H 42 D3N3: C, 88.85; H, 5.96; N, 5.18. Measured elemental content (%): C, 88.88; H, 5.99; N, 5.15.

[0234] Synthesis Example 10: Synthesis of Compound 231

[0235]

[0236] Following the same preparation method as in Synthesis Example 1, aa-6 was replaced with an equimolar amount of aa-231, and dd-6 was replaced with an equimolar amount of bb-27, yielding compound 231 (13.05 g, 71%). HPLC analysis showed a solid purity ≥99.92%. Mass spectrometry m / z: 734.3476 (theoretical value: 734.3489). Theoretical elemental content (%) C 54 H 38 D3N3: C, 88.25; H, 6.03; N, 5.72. Measured elemental content (%): C, 88.21; H, 6.08; N, 5.76.

[0237] Synthesis Example 11: Synthesis of Compound 233

[0238]

[0239] Following the same preparation method as in Synthesis Example 1, bb-6 was replaced with an equimolar amount of bb-233, and dd-6 was replaced with an equimolar amount of bb-85, yielding compound 233 (14.09 g, 73%). HPLC analysis showed a solid purity ≥99.95%. Mass spectrometry m / z: 771.3621 (theoretical value: 771.3613). Theoretical elemental content (%) C 57 H 45 N3: C, 88.68; H, 5.88; N, 5.44. Measured element content (%): C, 88.62; H, 5.93; N, 5.41.

[0240] Synthesis Example 12: Synthesis of Compound 301

[0241]

[0242] Preparation of intermediate cc-301:

[0243] Under nitrogen protection, aa-6 (11.29 g, 50.00 mmol), ee-301 (14.46 g, 50.00 mmol), Pd(PPh3)4 (0.58 g, 0.50 mmol), and K2CO3 (13.82 g, 100.00 mmol) were added to a mixed solution of 100 mL ethanol, 100 mL water, and 300 mL toluene. The mixture was stirred and refluxed for 5 h. After the reaction was complete, the mixture was cooled to room temperature, distilled water was added, and the mixture was extracted with dichloromethane. The layers were allowed to stand and separated, and the organic layer was collected, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by vacuum distillation. Crystallization was carried out at a lower temperature, and the solid was filtered. The obtained solid was recrystallized from toluene / methanol (8:1 v / v) to give intermediate cc-301 (13.47 g, yield 69%). The purity of the solid was ≥99.79% as determined by HPLC. Mass spectrometry m / z: 389.0751 (theoretical value: 389.0738).

[0244] Preparation of compound 301:

[0245] Following the same preparation method as compound 6 in Example 1, cc-6 was replaced with an equimolar amount of cc-301, and dd-6 was replaced with an equimolar amount of bb-27, yielding compound 301 (11.97 g, yield 73%). HPLC analysis showed a solid purity ≥ 99.93%. Mass spectrometry m / z: 655.2972 (theoretical value: 655.2987). Theoretical elemental content (%) C 48 H 37 N3: C, 87.91; H, 5.69; N, 6.41. Measured elemental content (%): C, 87.88; H, 5.71; N, 6.44.

[0246] Synthesis Example 13: Synthesis of Compound 305

[0247]

[0248] Following the same preparation method as in Synthesis Example 12, ee-301 was replaced with an equimolar amount of ee-305 to obtain compound 305 (12.82 g, yield 72%). HPLC analysis showed a solid purity ≥ 99.94%. Mass spectrometry m / z: 711.3629 (theoretical value: 711.3613). Theoretical elemental content (%) C 52 H 45 N3: C, 87.73; H, 6.37; N, 5.90. Measured elemental content (%): C, 87.70; H, 6.41; N, 5.87.

[0249] Synthesis Example 14: Synthesis of Compound 317

[0250]

[0251] Preparation of intermediate cc-317:

[0252] Following the same preparation method as intermediate cc-301 in Synthesis Example 12, ee-301 was replaced with an equimolar amount of ee-317 to obtain intermediate cc-317 (16.56 g, yield 71%). The purity of the solid was ≥99.84% as determined by HPLC. Mass spectrometry m / z: 465.1068 (theoretical value: 465.1051).

[0253] Preparation of compound 317:

[0254] Under nitrogen protection, cc-317 (11.66 g, 25.00 mmol), ee-301 (14.46 g, 50.00 mmol), Pd(PPh3)4 (0.58 g, 0.50 mmol), and K2CO3 (13.82 g, 100.00 mmol) were added to a mixed solution of 50 mL ethanol, 50 mL water, and 150 mL toluene. The mixture was stirred and refluxed for 5.5 h. After the reaction was complete, the mixture was cooled to room temperature, distilled water was added, and the mixture was extracted with dichloromethane. The layers were allowed to stand and separated, and the organic layer was collected, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by vacuum distillation. Crystallization was carried out at a lower temperature, and the solid was filtered. The obtained solid was recrystallized from toluene / methanol (8:1 v / v) to give compound 317 (16.36 g, 74% yield). The purity of the solid was ≥99.92% as determined by HPLC. Mass spectrometry m / z: 883.3914 (theoretical value: 883.3926). Theoretical elemental content (%) C 66 H 49 N3: C, 89.66; H, 5.59; N, 4.75. Measured elemental content (%): C, 89.61; H, 5.54; N, 4.72.

[0255] Synthesis Example 15: Synthesis of Compound 341

[0256]

[0257] Following the same preparation method as in Synthesis Example 12, ee-301 was replaced with an equimolar amount of ee-341 to obtain compound 341 (13.49 g, yield 69%). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 781.3441 (theoretical value: 781.3457). Theoretical elemental content (%) C 58 H 43 N3 C, 89.08; H, 5.54; N, 5.37. Measured element content (%): C, 89.11; H, 5.50; N, 5.33.

[0258] Synthesis Example 16: Synthesis of Compound 355

[0259]

[0260] Following the same preparation method as in Synthesis Example 12, ee-301 was replaced with an equimolar amount of ee-355, and bb-27 was replaced with an equimolar amount of dd-355, yielding compound 355 (14.31 g, yield 71%). HPLC analysis showed a solid purity ≥ 99.97%. Mass spectrometry m / z: 805.3439 (theoretical value: 805.3457). Theoretical elemental content (%) C 60 H 43 N3: C, 89.41; H, 5.38; N, 5.21. Measured element content (%): C, 89.44; H, 5.35; N, 5.25.

[0261] Synthesis Example 17: Synthesis of Compound 363

[0262]

[0263] Following the same preparation method as in Synthesis Example 12, ee-301 was replaced with an equimolar amount of ee-363, and bb-27 was replaced with an equimolar amount of dd-363, yielding compound 363 (15.34 g, yield 75%). HPLC analysis showed a solid purity ≥ 99.91%. Mass spectrometry m / z: 817.4229 (theoretical value: 817.4241). Theoretical elemental content (%) C 60 H 35 D 10 N3: C, 88.09; H, 6.77; N, 5.14. Measured element content (%): C, 88.13; H, 6.75; N, 5.11.

[0264] Synthesis Example 18: Synthesis of Compound 383

[0265]

[0266] Preparation of intermediate cc-383:

[0267] Following the same preparation method as intermediate cc-6 in Synthesis Example 1, bb-6 was replaced with an equimolar amount of dd-363 to obtain intermediate cc-383 (9.45 g, yield 74%). The solid purity was ≥99.83% as determined by HPLC. Mass spectrometry m / z: 318.0723 (theoretical value: 318.0739).

[0268] Preparation of compound 383:

[0269] Following the same preparation method as compound 317 in Synthesis Example 14, cc-317 was replaced with an equimolar amount of cc-383, and ee-301 was replaced with an equimolar amount of ee-317, yielding compound 383 (16.67 g, yield 75%). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 888.4229 (theoretical value: 888.4240). Theoretical elemental content (%) C 66 H 44 D5N3: C, 89.15; H, 6.12; N, 4.73. Measured elemental content (%): C, 89.19; H, 6.08; N, 4.77.

[0270] Synthesis Example 19: Synthesis of Compound 473

[0271]

[0272] Following the same preparation method as in Synthesis Example 2, aa-20 was replaced with an equimolar amount of aa-473, and bb-20 was replaced with an equimolar amount of bb-85, yielding compound 473 (23.80 g, yield 70%). HPLC analysis showed a solid purity ≥ 99.95%. Mass spectrometry m / z: 849.4065 (theoretical value: 849.4083). Theoretical elemental content (%) C 63 H 51 N3: C, 89.01; H, 6.05; N, 4.94. Measured elemental content (%): C, 89.05; H, 6.02; N, 4.97.

[0273] Synthesis Example 20: Synthesis of Compound 494

[0274]

[0275] Following the same preparation method as in Synthesis Example 2, aa-20 was replaced with an equimolar amount of aa-473, and bb-20 was replaced with an equimolar amount of dd-363, yielding compound 494 (19.62 g, yield 77%). HPLC analysis showed a solid purity ≥ 99.97%. Mass spectrometry m / z: 636.4078 (theoretical value: 636.4085). Theoretical elemental content (%) C 45 H 24 D 15 N3: C, 84.86; H, 8.54; N, 6.60. Measured elemental content (%): C, 84.83; H, 8.56; N, 6.64.

[0276] Synthesis Example 21: Synthesis of Compound 595

[0277]

[0278] Following the same preparation method as in Synthesis Example 1, aa-6 was replaced with an equimolar amount of aa-595, bb-6 with an equimolar amount of bb-27, and dd-6 with an equimolar amount of bb-85, yielding compound 595 (13.72 g, 75%). HPLC analysis showed a solid purity ≥99.92%. Mass spectrometry m / z: 731.3317 (theoretical value: 731.3300). Theoretical elemental content (%) C 54 H 41 N3: C, 88.61; H, 5.65; N, 5.74. Measured elemental content (%): C, 88.66; H, 5.61; N, 5.78.

[0279] The organic materials used in the device fabrication examples were all purified by sublimation, with a purity of over 99.99%. The ITO glass substrates and ITO / Ag / ITO glass substrates used in the device fabrication examples were purchased commercially.

[0280] The following are compounds other than those shown in formula (I) of this invention used in the device fabrication examples:

[0281]

[0282] A combined IVL testing system was constructed, consisting of testing software, a computer, a Keithley K2400 digital source meter, and a Photo Research PR788 spectrophotometer. The device prepared according to this invention was tested at atmospheric pressure and room temperature at a current density of 15 mA / cm². 2 The luminous efficiency and driving voltage were measured. Using the McScience M6000 OLED lifetime testing system, the lifetime (brightness decaying to 95% of initial brightness) of the device prepared in this invention was tested at atmospheric pressure and room temperature. The test results are shown in Tables 1 to 4.

[0283] Comparative device fabrication example 1: Comparative device 1

[0284] First, the ITO / Ag / ITO glass substrate is ultrasonically cleaned twice with deionized water for 20 minutes each time. Then, it is ultrasonically cleaned sequentially with isopropanol, acetone and methanol for 20 minutes each. After that, it is exposed to ultraviolet light and ozone for 30 minutes. Finally, it is placed in a vacuum evaporation equipment for later use.

[0285] The following layers were deposited layer by layer on the aforementioned ITO / Ag / ITO glass substrate: a) HT-9 and p-1 (mass ratio 100:5) as a hole injection layer with a thickness of 40 nm; b) HT-9 as a hole transport layer with a thickness of 30 nm; c) TBADN and BD (mass ratio 97:3) as a light-emitting layer with a thickness of 30 nm; d) TPBi as a hole blocking layer with a thickness of 30 nm; e) NBphen and Liq (mass ratio 5:2) as an electron transport layer with a thickness of 20 nm; f) LiF as an electron injection layer with a thickness of 0.1 nm; g) Mg and Ag (mass ratio 3:7) as a cathode with a thickness of 10 nm; h) HT-1 as a capping layer with a thickness of 90 nm.

[0286] Comparative device fabrication example 2: Comparative device 2

[0287] By replacing HT-1 in the capping layer with HT-16, and following the same steps as in Comparative Device Preparation Example 1, Comparative Device 2 can be obtained.

[0288] Device fabrication examples 1-21: Light-emitting devices 1-21

[0289] By replacing HT-1 in the capping layer with compounds 6, 20, 27, 45, 85, 114, 158, 176, 223, 231, 233, 301, 305, 317, 341, 355, 363, 383, 473, 494, and 595 of the present invention in Synthesis Examples 1 to 21, and by taking the same steps as in Comparative Device Preparation Example 1, light-emitting devices 1 to 21 can be obtained.

[0290] Table 1

[0291]

[0292]

[0293] Comparative device fabrication example 3: Comparative device 3

[0294] First, the ITO / Ag / ITO glass substrate is ultrasonically cleaned twice with deionized water for 20 minutes each time. Then, it is ultrasonically cleaned sequentially with isopropanol, acetone and methanol for 20 minutes each. After that, it is exposed to ultraviolet light and ozone for 30 minutes. Finally, it is placed in a vacuum evaporation equipment for later use.

[0295] The following layers were deposited layer by layer on the aforementioned ITO / Ag / ITO glass substrate: a) HAT-CN as a hole injection layer with a thickness of 10 nm; b) NPB as a hole transport layer with a thickness of 40 nm; c) CDBP and Ir(mppy)3 (mass ratio 96:4) as a light-emitting layer with a thickness of 35 nm; d) NBphen and Liq (mass ratio 4:1) as an electron transport layer with a thickness of 25 nm; e) LiF as an electron injection layer with a thickness of 0.2 nm; f) Mg and Ag (mass ratio 1:4) as a cathode with a thickness of 10 nm; g) LiF as a capping layer with a thickness of 90 nm.

[0296] Comparative device fabrication examples 4-5: Comparative devices 4-5

[0297] By replacing LiF in the capping layer with MgF2 and V2O5 respectively, and following the same steps as in Comparative Device Preparation Example 3, Comparative Devices 4 and 5 can be obtained.

[0298] Reference device fabrication examples 1-5: Reference devices 1-5

[0299] By replacing the LiF in the capping layer with compounds 20, 231, 301, 341, and 473, respectively, and following the same steps as in Comparative Device Preparation Example 3, reference devices 1 to 5 can be obtained.

[0300] Device fabrication example 22: Light-emitting device 22

[0301] By replacing the capping layer with a first capping layer (compound 6, 45 nm thick) near the cathode and a second capping layer (LiF, 45 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 3, the light-emitting device 22 can be obtained.

[0302] Device fabrication example 23: Light-emitting device 23

[0303] By replacing the capping layer with a first capping layer (compound 20, 45 nm thick) near the cathode and a second capping layer (LiF, 45 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 3, the light-emitting device 23 can be obtained.

[0304] Device fabrication example 24: Light-emitting device 24

[0305] By replacing the capping layer with a first capping layer (compound 85, 45 nm thick) near the cathode and a second capping layer (LiF, 45 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 3, the light-emitting device 24 can be obtained.

[0306] Device fabrication example 25: Light-emitting device 25

[0307] By replacing the capping layer with a first capping layer (compound 223, 45 nm thick) near the cathode and a second capping layer (MgF2, 45 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 3, the light-emitting device 25 can be obtained.

[0308] Device Fabrication Example 26: Light Emitting Device 26

[0309] By replacing the capping layer with a first capping layer (compound 231, 45 nm thick) near the cathode and a second capping layer (MgF2, 45 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 3, the light-emitting device 26 can be obtained.

[0310] Device Fabrication Example 27: Light Emitting Device 27

[0311] By replacing the capping layer with a first capping layer (compound 301, 45 nm thick) near the cathode and a second capping layer (MgF2, 45 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 3, the light-emitting device 27 can be obtained.

[0312] Device fabrication example 28: Light-emitting device 28

[0313] By replacing the capping layer with a first capping layer (compound 317, 45 nm thick) near the cathode and a second capping layer (V2O5, 45 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 3, the light-emitting device 28 can be obtained.

[0314] Device fabrication example 29: Light-emitting device 29

[0315] By replacing the capping layer with a first capping layer (compound 341, 45 nm thick) near the cathode and a second capping layer (LiF, 45 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 3, the light-emitting device 29 can be obtained.

[0316] Device fabrication example 30: Light-emitting device 30

[0317] By replacing the capping layer with a first capping layer (compound 355, 45 nm thick) near the cathode and a second capping layer (LiF, 45 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 3, the light-emitting device 30 can be obtained.

[0318] Device fabrication example 31: Light-emitting device 31

[0319] By replacing the capping layer with a first capping layer (compound 473, 45 nm thick) near the cathode and a second capping layer (V2O5, 45 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 3, the light-emitting device 31 can be obtained.

[0320] Table 2

[0321] Comparison device 3 LiF 25.03 96.9 Comparison device 4 <![CDATA[MgF2]]> 24.86 95.5 Comparison device 5 <![CDATA[V2O5]]> 25.17 95.1 Reference device 1 20 39.35 130.8 Reference device 2 231 39.47 131.0 Reference device 3 301 39.28 130.7 Reference device 4 341 39.70 131.5 Reference device 5 473 39.54 131.2 Light-emitting device 22 6+LiF 49.36 159.0 Light-emitting device 23 20+LiF 48.51 159.7 Light-emitting device 24 85+LiF 49.47 160.2 Light-emitting device 25 <![CDATA[223+MgF2]]> 48.89 159.4 Light-emitting device 26 <![CDATA[231+MgF2]]> 48.75 158.5 Light-emitting device 27 <![CDATA[301+MgF2]]> 48.43 158.0 Light-emitting device 28 <![CDATA[317+V2O5]]> 48.60 157.8 Light-emitting devices 29 341+LiF 49.29 159.2 Light-emitting device 30 355+LiF 49.17 158.8 Light-emitting device 31 <![CDATA[473+V2O5]]> 49.02 158.2

[0322] Comparative device fabrication example 6: Comparative device 6

[0323] First, the ITO / Ag / ITO glass substrate is ultrasonically cleaned twice with deionized water for 20 minutes each time. Then, it is ultrasonically cleaned sequentially with isopropanol, acetone and methanol for 20 minutes each. After that, it is exposed to ultraviolet light and ozone for 30 minutes. Finally, it is placed in a vacuum evaporation equipment for later use.

[0324] The following layers were deposited layer by layer on the aforementioned ITO / Ag / ITO glass substrate: a) 2-TNATA as a hole injection layer with a thickness of 60 nm; b) HT-9 as a hole transport layer with a thickness of 30 nm; c) RH-1, RH-2, and Ir(2-phq)2(acac) (mass ratio 64:32:4) as a light-emitting layer with a thickness of 30 nm; d) TPBi as a hole blocking layer with a thickness of 25 nm; e) NBphen and Liq (mass ratio 5:3) as an electron transport layer with a thickness of 25 nm; f) LiF as an electron injection layer with a thickness of 0.1 nm; g) Mg and Ag (mass ratio 1:9) as a cathode with a thickness of 15 nm; h) Compound II-9 as a capping layer with a thickness of 80 nm.

[0325] Comparative device fabrication examples 7-9: Comparative devices 7-9

[0326] By replacing compound II-9 in the capping layer with compounds II-16, II-18, and II-34 respectively, and following the same steps as in Comparative Device Preparation Example 6, comparative devices 7 to 9 can be obtained.

[0327] Reference device fabrication examples 6-11: Reference devices 6-11

[0328] By replacing compound II-9 in the capping layer with compounds 20, 45, 158, 231, 301, and 341 respectively, and following the same steps as in Comparative Device Preparation Example 6, reference devices 6-11 can be obtained.

[0329] Device fabrication example 32: Light-emitting device 32

[0330] By replacing the capping layer with a first capping layer (compound 6, 50 nm thick) near the cathode and a second capping layer (compound II-9, 30 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 32 can be obtained.

[0331] Device fabrication example 33: Light-emitting device 33

[0332] By replacing the capping layer with a first capping layer (compound 20, 50 nm thick) near the cathode and a second capping layer (compound II-9, 30 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 33 can be obtained.

[0333] Device fabrication example 34: Light-emitting device 34

[0334] By replacing the capping layer with a first capping layer (compound 45, 50 nm thick) near the cathode and a second capping layer (compound II-18, 30 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 34 can be obtained.

[0335] Device fabrication example 35: Light-emitting device 35

[0336] By replacing the capping layer with a first capping layer (compound 158, 50 nm thick) near the cathode and a second capping layer (compound II-16, 30 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 35 can be obtained.

[0337] Device fabrication example 36: Light-emitting device 36

[0338] By replacing the capping layer with a first capping layer (compound 231, 50 nm thick) near the cathode and a second capping layer (compound II-18, 30 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 36 can be obtained.

[0339] Device fabrication example 37: Light-emitting device 37

[0340] By replacing the capping layer with a first capping layer (compound 301, 50 nm thick) near the cathode and a second capping layer (compound II-9, 30 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 37 can be obtained.

[0341] Device fabrication example 38: Light-emitting device 38

[0342] By replacing the capping layer with a first capping layer (compound 341, 50 nm thick) near the cathode and a second capping layer (compound II-16, 30 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 38 can be obtained.

[0343] Device fabrication example 39: Light-emitting device 39

[0344] By replacing the capping layer with a first capping layer (compound 355, 50 nm thick) near the cathode and a second capping layer (compound II-34, 30 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 39 can be obtained.

[0345] Device fabrication example 40: Light-emitting device 40

[0346] By replacing the capping layer with a first capping layer (compound 383, 50 nm thick) near the cathode and a second capping layer (compound II-16, 30 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 40 can be obtained.

[0347] Device fabrication example 41: Light-emitting device 41

[0348] By replacing the capping layer with a first capping layer (compound 473, 50 nm thick) near the cathode and a second capping layer (compound II-34, 30 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 41 can be obtained.

[0349] Table 3

[0350]

[0351]

[0352] Comparative device fabrication example 10: Comparative device 10

[0353] First, the ITO / Ag / ITO glass substrate is ultrasonically cleaned twice with deionized water for 20 minutes each time. Then, it is ultrasonically cleaned sequentially with isopropanol, acetone and methanol for 20 minutes each. After that, it is exposed to ultraviolet light and ozone for 30 minutes. Finally, it is placed in a vacuum evaporation equipment for later use.

[0354] The following layers were deposited layer by layer on the aforementioned ITO / Ag / ITO glass substrate: a) 2-TNATA as a hole injection layer with a thickness of 50 nm; b) HT-9 as a hole transport layer with a thickness of 30 nm; c) TBADN and BD (mass ratio of 97:3) as a light-emitting layer with a thickness of 30 nm; d) TPBi as a hole blocking layer with a thickness of 20 nm; e) NBphen and Liq (mass ratio of 5:2) as an electron transport layer with a thickness of 30 nm; f) LiF as an electron injection layer with a thickness of 0.2 nm; g) Mg and Ag (mass ratio of 1:9) as a cathode with a thickness of 15 nm; h) Compound III-12 as a capping layer with a thickness of 100 nm.

[0355] Comparative device fabrication examples 11-13: Comparative devices 11-13

[0356] By replacing compound III-12 in the capping layer with compounds III-49, III-72, III-82, 20, 45, 223, 231, 301, and 341 respectively, and following the same steps as in comparative device preparation example 10, comparative devices 11 to 13 can be obtained.

[0357] Reference device fabrication examples 12-17: Reference devices 12-17

[0358] By replacing compound III-12 in the capping layer with compounds 20, 45, 223, 231, 301, and 341 respectively, and following the same steps as in Comparative Device Preparation Example 10, reference devices 12-17 can be obtained.

[0359] Device fabrication example 42: Light-emitting device 42

[0360] By replacing the capping layer with a first capping layer (compound 20, 50 nm thick) near the cathode and a second capping layer (compound III-12, 50 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 42 can be obtained.

[0361] Device fabrication example 43: Light-emitting device 43

[0362] By replacing the capping layer with a first capping layer (compound 45, 50 nm thick) near the cathode and a second capping layer (compound III-12, 50 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 43 can be obtained.

[0363] Device fabrication example 44: Light-emitting device 44

[0364] By replacing the capping layer with a first capping layer (compound 158, 50 nm thick) near the cathode and a second capping layer (compound III-49, 50 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 44 can be obtained.

[0365] Device fabrication example 45: Light-emitting device 45

[0366] By replacing the capping layer with a first capping layer (compound 223, 50 nm thick) near the cathode and a second capping layer (compound III-12, 50 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 45 can be obtained.

[0367] Device fabrication example 46: Light-emitting device 46

[0368] By replacing the capping layer with a first capping layer (compound 231, 50 nm thick) near the cathode and a second capping layer (compound III-72, 50 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 46 can be obtained.

[0369] Device fabrication example 47: Light-emitting device 47

[0370] By replacing the capping layer with a first capping layer (compound 301, 50 nm thick) near the cathode and a second capping layer (compound III-49, 50 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 47 can be obtained.

[0371] Device fabrication example 48: Light-emitting device 48

[0372] By replacing the capping layer with a first capping layer (compound 317, 50 nm thick) near the cathode and a second capping layer (compound III-49, 50 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 48 can be obtained.

[0373] Device fabrication example 49: Light-emitting device 49

[0374] By replacing the capping layer with a first capping layer (compound 341, 50 nm thick) near the cathode and a second capping layer (compound III-82, 50 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 49 can be obtained.

[0375] Device fabrication example 50: Light-emitting device 50

[0376] By replacing the capping layer with a first capping layer (compound 355, 50 nm thick) near the cathode and a second capping layer (compound III-12, 50 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 50 can be obtained.

[0377] Device fabrication example 51: Light-emitting device 51

[0378] By replacing the capping layer with a first capping layer (compound 473, 50 nm thick) near the cathode and a second capping layer (compound III-82, 50 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 51 can be obtained.

[0379] Device fabrication example 52: Light-emitting device 52

[0380] By replacing the capping layer with a first capping layer (compound 494, 50 nm thick) near the cathode and a second capping layer (compound III-72, 50 nm thick) away from the cathode, and with all other steps being the same as in Comparative Device Preparation Example 11, the light-emitting device 52 can be obtained.

[0381] Table 4

[0382]

[0383]

[0384] The device data in Tables 1 to 4 show that the organic electroluminescent device of the present invention, by utilizing a specific capping layer, enables the device to have excellent luminous efficiency and lifespan.

[0385] It should be noted that the present invention has been specifically described with reference to individual embodiments, but those skilled in the art can make various forms or details of improvements to the present invention without departing from the principles of the present invention, and these improvements also fall within the protection scope of the present invention.

Claims

1. An organic electroluminescent device, comprising a transparent or semi-transparent electrode, a reflective electrode, an organic layer between the transparent or semi-transparent electrode and the reflective electrode, and a capping layer on the side of the transparent or semi-transparent electrode facing away from the reflective electrode, wherein the organic layer comprises a hole transport region, a light-emitting layer, and an electron transport region, characterized in that, The coating layer contains the compound shown in formula (I): Wherein, L1~L9 are independently selected from a single bond or one of the following structures: Wherein, the a 11 Each time it appears, it is selected from 0, 1, 2, 3, or 4, either identically or differently; the b mentioned 11 Each time it appears, it is selected from 0, 1, 2 or 3, either the same or different; The R mentioned 11 Each time it appears, it is selected from the same or different groups of hydrogen atom, deuterium atom, halogen atom, cyano group, substituted or unsubstituted C1 to C4 straight-chain or branched alkyl group; The Ar1 to Ar6 are independently selected from one of the following structures: Wherein, the a 21 Each time it appears, it is selected from 0, 1, 2, 3, 4, or 5, either identically or differently; the b mentioned 21 Each time it appears, it is selected from 0, 1, 2, 3, or 4, either identically or differently; the c mentioned 21 Each time it appears, it is selected from 0, 1, 2, or 3, either identically or differently; the d mentioned 21 Each time it appears, it is selected from 0, 1, or 2, either identically or differently; the e 21 Each time it appears, it is selected from 0, 1, 2, 3, 4, 5, or 6, either identically or differently; the f mentioned 21 Each time it appears, it is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, either the same or different. The R mentioned 21 Each time it appears, it is selected from one of the following, either the same or different: hydrogen atom, deuterium atom, halogen atom, cyano group, substituted or unsubstituted C1-C4 straight-chain or branched alkyl group, or substituted or unsubstituted C6-C12 aryl group; Each time R appears, it is selected from hydrogen atom, deuterium atom, halogen atom, cyano group, substituted or unsubstituted C1~C6 straight-chain or branched alkyl group, either the same or different. The term "substituted or unsubstituted" means either not substituted or substituted by one or more substituents selected from the group consisting of: halogen atom, deuterium atom, tritium atom, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl. In the case of substitution by multiple substituents, the multiple substituents may be the same or different from each other.

2. The organic electroluminescent device according to claim 1, characterized in that, The L1 to L9 are independently selected from a single bond or one of the following structures: The R mentioned 11 Each time it appears, it is selected from the same or different groups of hydrogen atoms, deuterium atoms, substituted or unsubstituted C1-C4 straight-chain or branched alkyl groups.

3. The organic electroluminescent device according to claim 1, characterized in that, Each time R appears, it is selected from hydrogen atoms, deuterium atoms, substituted or unsubstituted C1-C6 straight-chain or branched alkyl groups, either the same or different.

4. The organic electroluminescent device according to claim 1, characterized in that, The Ar1 to Ar6 are independently selected from one of the following structures: The R mentioned 21 Each time it appears, it is selected from the same or different groups of hydrogen atoms, deuterium atoms, substituted or unsubstituted C1-C4 straight-chain or branched alkyl groups.

5. The organic electroluminescent device according to claim 1, characterized in that, The compound represented by formula (I) is selected from the structure represented by formula (IA) or formula (IB): Wherein, L1~L9 and Ar1~Ar6 are all as described in claim 1; Each time R appears, it is selected from deuterium atoms, substituted or unsubstituted C1-C6 straight-chain or branched alkyl groups, either the same or different.

6. The organic electroluminescent device according to claim 1, characterized in that, The compound represented by formula (I) is selected from one of the following structures: 。 7. The organic electroluminescent device according to claim 1, characterized in that, The device structure of the organic electroluminescent device is selected from one of the following: reflective electrode / hole transport region / light-emitting layer / electron transport region / transparent or semi-transparent electrode / capping layer; capping layer / transparent or semi-transparent electrode / hole transport region / light-emitting layer / electron transport region / reflective electrode.

8. The organic electroluminescent device according to claim 1, characterized in that, The capping layer is a bilayer structure containing the compound shown in formula (I) and an inorganic substance selected from LiF, MgF2, and V2O5.

9. The organic electroluminescent device according to claim 1, characterized in that, The capping layer is a bilayer structure containing the compound shown in formula (I) and the compound shown in formula (II): Wherein, the L 101 Selected from substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted fluorene, substituted or unsubstituted benzo[a]fluorene, substituted or unsubstituted dibenzo[a]fluorene, or substituted or unsubstituted spirodifluorene. A' and B' are independently selected from one of formulas (II-A) to (II-C): Wherein, X1 is selected from O or S; The L mentioned 102 Selected from single-bonded, substituted or unsubstituted phenylene or substituted or unsubstituted biphenylene; The n is 0, 1, 2, 3 or 4; the m is 0, 1, 2, 3, 4 or 5; The R mentioned 101 Selected from H, substituted or unsubstituted C1-C15 alkyl groups, substituted or unsubstituted C6-C30 aryl groups, or two adjacent R groups. 101 Groups bond together to form a ring structure.

10. The organic electroluminescent device according to claim 1, characterized in that, The capping layer is a bilayer structure containing the compound shown in formula (I) and the compound shown in formula (III): Wherein, X' is selected from O or S; The rings P and Q are independently selected from substituted or unsubstituted benzene rings, substituted or unsubstituted naphthyl rings, substituted or unsubstituted anthracene rings, or substituted or unsubstituted phenanthrene rings, and rings P and Q are not simultaneously substituted or unsubstituted benzene rings. The Ar 201 Ar 202 Independently selected from one of substituted or unsubstituted C6-C60 aryl groups and substituted or unsubstituted C3-C60 heteroaryl groups, and Ar 201 Ar 202 At least one of them is a substituted or unsubstituted C10-C60 fused-ring aryl group; The L 201 L 202 It is independently selected from one of the single-bonded, substituted or unsubstituted C6-C60 aryl groups, or substituted or unsubstituted C3-C60 heteroaryl groups.

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