An organic electroluminescent device

Abstract

The application provides an organic electroluminescent device, and particularly relates to the technical field of organic optoelectronic materials.The light extraction material contained in the organic electroluminescent device can weaken the adverse effects caused by surface plasmon loss and waveguide mode, increase the external optical coupling output efficiency, and thus effectively improve the luminous efficiency of the organic electroluminescent device; meanwhile, the light extraction material has a relatively high glass transition temperature and good thermal stability, and is not prone to deformation caused by temperature, so that the arylamine derivative of the application is a more stable optical material, and when the arylamine derivative is used as the light extraction material of the organic electroluminescent device, the organic electroluminescent device has a relatively long service life.

Description

Technical Field

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

[0002] Electroluminescence (EL) refers to the physical phenomenon where materials emit light through the excitation of electric current or electric field, converting electrical energy into light energy. It can be divided into inorganic EL and organic EL. Compared to the earlier-developed inorganic EL, organic EL has many advantages, including a wider range of material choices, the ability to achieve full-color display from the blue to the red light region, lower driving voltage, higher luminous brightness and luminous efficiency, wider viewing angle, faster response speed, relatively simpler manufacturing process, lower cost, and the ability to achieve flexible displays. Organic electroluminescent devices (OLEDs) are widely considered to be the mainstream of next-generation display devices.

[0003] OLEDs can be categorized into bottom-emitting and top-emitting types based on their light extraction method. Bottom-emitting OLEDs (BEOLEDs) typically use transparent indium tin oxide (ITO) grown on a glass substrate as the anode, with light extraction originating from the ITO / glass substrate side. If an active-matrix method is used to drive the display, there is competition between the display's luminous area and the pixel driving circuitry. Using complex pixel driving circuitry, such as active-matrix, inevitably reduces the aperture ratio, thus hindering the achievement of high display brightness. In contrast, top-emitting organic light-emitting devices (TEOLEDs) extract light from the top, placing the pixel driving circuitry below the OLED. This resolves the competition between the pixel driving circuitry and the display's luminous area, facilitating the creation of high-brightness, high-resolution organic flat panel displays. Since top-emitting OLEDs extract light from the top, to maximize light extraction efficiency, the device typically uses a highly reflective metal as the bottom reflector, while the top is a transparent or semi-transparent electrode for easy light extraction.

[0004] Since its inception, the concept of top-emitting devices has seen rapid development in both theory and technology. They have gained prominence and attracted attention due to their high aperture ratio, which effectively improves device efficiency, narrows the spectrum, and enhances color purity. However, the presence of a composite metal cathode in top-emitting devices leads to plasma loss and waveguide mode effects, resulting in significant losses in external optical coupling efficiency. A common improvement method is to deposit a light extraction layer on the cathode surface to further enhance the device's luminous efficiency. Currently used light extraction materials generally have poor thermal stability, leading to short device lifespans. Therefore, improving the thermal stability of light extraction materials to obtain organic light-emitting devices with longer lifespans has become a key research focus. Summary of the Invention

[0005] The purpose of this invention is to provide an organic electroluminescent device to solve the problems of poor thermal stability of current light extraction materials and short lifespan of organic electroluminescent devices. This organic electroluminescent device includes an anode, an organic layer, a cathode, and a light extraction layer, wherein the light extraction layer comprises an aromatic amine derivative as shown in Formula I.

[0006]

[0007] At least one of Ar1, Ar2, Ar3, and Ar4 is selected from The remaining independent components are selected from any one of substituted or unsubstituted C6-C30 aryl groups and substituted or unsubstituted C3-C30 heteroaryl groups;

[0008] X is selected from O, S, NR a Any one of them;

[0009] The R a It is selected from any one of substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl;

[0010] The Y is selected from CH or N;

[0011] The R1 is selected from any one of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, or any two adjacent R1 groups on the six-membered ring can be bonded together to form any one of substituted or unsubstituted benzene ring, substituted or unsubstituted naphthyl ring, substituted or unsubstituted pyridine ring, substituted or unsubstituted pyrimidine ring, substituted or unsubstituted pyrazine ring;

[0012] The value of i is selected from 0, 1, 2, 3, 4 or 5;

[0013] The L is selected from any one of the groups shown in Formula II and Formula III below.

[0014]

[0015] The R b Selected from hydrogen, deuterium, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted canyl, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, or two Rb They bond together to form substituted or unsubstituted ring structures;

[0016] The R2 is selected from any one of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, or any two adjacent R2 groups bonded together to form a substituted or unsubstituted cyclic structure.

[0017] The value of j is selected from 0, 1, 2, 3 or 4;

[0018] The L a L b Independently selected from any one of the following: single bond, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted pyridylene, substituted or unsubstituted pyrimidinylene, substituted or unsubstituted pyridazinylene, substituted or unsubstituted quinolinylene, substituted or unsubstituted isoquinolinylene, substituted or unsubstituted quinazolinylene, substituted or unsubstituted quinoxalinylene, or any combination thereof;

[0019] The L1, L2, L3, and L4 are independently selected from any one of the following: single-bonded, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C3-C30 heteroaryl groups, or combinations thereof.

[0020] Beneficial effects:

[0021] The light extraction material contained in the organic electroluminescent device provided by this invention can reduce the adverse effects of surface plasmonic loss and waveguide mode, and increase the external optical coupling output efficiency, thereby effectively improving the luminous efficiency of the organic electroluminescent device. At the same time, the light extraction material has a high glass transition temperature and good thermal stability, and is not easily deformed by temperature. Therefore, the aromatic amine derivative of this invention is a more stable optical material. When it is used as the light extraction material of the organic electroluminescent device, the organic electroluminescent device exhibits a longer service life. Detailed Implementation

[0022] The present invention will be further illustrated below with reference to specific embodiments. It should be understood that these embodiments are for illustrative purposes only and are not intended to limit the scope of the invention. After reading the present invention, any modifications of the present invention in various equivalent forms by those skilled in the art will fall within the scope of protection claimed in this application.

[0023] 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.

[0024] 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.

[0025] The halogens mentioned in this invention refer to fluorine, chlorine, bromine, and iodine.

[0026] The term "unsubstituted..." as used in this invention, such as unsubstituted alkyl, unsubstituted cycloalkyl, unsubstituted aryl, unsubstituted heteroaryl, unsubstituted arylene, unsubstituted heteroaryl, etc., refers to the fact that the hydrogen in the group has not been replaced by a group other than hydrogen.

[0027] The term "substituted..." as used in this invention refers to substituted alkyl, substituted cycloalkyl, substituted aryl, substituted heteroaryl, substituted arylene, substituted heteroarylene, etc., meaning that the group is independently selected from, but not limited to, deuterium, halogen, cyano, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted amino, etc., with single or multiple substitution. Preferably, the substituted group is deuterium, halogen, cyano, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclo... Butyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, camphenyl, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, benzo[a]phenanthrene, perylene, pyrene, benzyl, tolyl, fluorenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, diphenylamino, dimethylamino, carbazole, 9-phenylcarbazole, acridine, furanyl, thiophene, benzofuranyl, benzothiophene, benzoxazolyl, benzimidazolyl, benzothiazolyl, dibenzofuranyl, dibenzothiophene, phenothiazinyl, phenothiazinyl, indole, and other substituents can be monosubstituted or polysubstituted. Furthermore, the above substituents can also be monosubstituted or polysubstituted by deuterium, halogen, cyano, alkyl, cycloalkyl, aryl, and other substituents.

[0028] The propyl, butyl, pentyl, and other chain alkyl groups with more than two carbon atoms mentioned in this invention include their isomers, such as isopropyl, isobutyl, sec-butyl, tert-butyl, isopentyl, neopentyl, tert-pentyl, etc., but are not limited thereto.

[0029] 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 25 carbon atoms, more preferably 1 to 18 carbon atoms, even 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, isopentyl, neopentyl, isohexyl, 3-methylpentane, 2,3-dimethylbutane, 2,2-dimethylbutane, 2-methylhexane, 3-methylhexane, 2,2-dimethylpentane, 3,3-dimethylpentane, 2,3-dimethylpentane, etc., but is not limited thereto.

[0030] 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 25 carbon atoms, more preferably 3 to 18 carbon atoms, even more preferably 3 to 12 carbon atoms, and particularly preferably 3 to 6 carbon atoms. The cycloalkyl group includes, but is not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, camphenyl, norbornyl, etc.

[0031] 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 30 carbon atoms, more preferably 6 to 25 carbon atoms, particularly preferably 6 to 18 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 to this. 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 to this. 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, fluorene, benzo[a]fluorene, pyrene, triphenylene, fluoranyl, spirodifluorene, etc., but not limited to this.

[0032] The heteroaryl group described in this invention refers to a group 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, and preferably have 3 to 30 carbon atoms, more preferably 3 to 25 carbon atoms, particularly preferably 3 to 18 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 a cyclic nitrogen atom. The heteroaryl group can be a monocyclic heteroaryl, polycyclic heteroaryl, or 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, quinazolinyl, quinoxalinyl, indolyl, o-phenanthrolinel, benzofuranyl, benzothiopheneyl, dibenzofuranyl, benzodibenzofuranyl, dibenzothiopheneyl, benzodibenzothiopheneyl, carbazoyl, benzocarbazoyl, acridinel, 9,10-dihydroacridinyl, azirabenzofuranyl, azirabenzothiopheneyl, aziraindolyl, phenoxazine, oxanthracenel, thioxanthracenel, etc., but are not limited to.

[0033] The arylene group referred to in this invention refers to the general term for the divalent group remaining after removing two hydrogen atoms from the aromatic carbon atom of a substituted or unsubstituted aromatic compound molecule. It can be a monocyclic arylene, a polycyclic arylene, or a fused-ring arylene, preferably having 6 to 30 carbon atoms, more preferably 6 to 25 carbon atoms, particularly preferably 6 to 18 carbon atoms, and most preferably 6 to 12 carbon atoms. The monocyclic arylene includes, but is not limited to, phenylene; the polycyclic arylene includes, but is not limited to, biphenylene, terphenylene; and the fused-ring arylene includes, but is not limited to, naphthylene, anthraceneene, phenanthrene, fluorene, pyrene, trimethyleneene, fluorenethryl, phenylenefluorene, etc., but is not limited to.

[0034] The heteroaryl group referred to in this invention is a 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. The heteroaryl group can be a monocyclic heteroaryl group, a polycyclic heteroaryl group, or a fused-ring heteroaryl group, preferably having 3 to 30 carbon atoms, more preferably 3 to 25 carbon atoms, particularly preferably 3 to 18 carbon atoms, and most preferably 3 to 12 carbon atoms. The monocyclic heteroaryl group includes, but is not limited to, pyridinyl, pyrimidinyl, furanyl, and thiopheneyl groups; the polycyclic heteroaryl group includes, but is not limited to, bipyridinyl, bipyrimidinyl, and phenylpyridinyl groups; and the fused-ring heteroaryl group includes, but is not limited to, quinolineyl, isoquinolineyl, phenanthrolineyl, dibenzofuranyl, dibenzothiopheneyl, and carbazolyl groups.

[0035] The "bonded ring formation" described in this invention refers to two groups being connected to each other by chemical bonds and optionally undergoing aromatization. Examples are shown below:

[0036]

[0037] 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 both. The linked ring can be a three-membered ring, a four-membered ring, a five-membered ring, a six-membered ring, or a fused ring, such as benzene, naphthalene, indene, cyclopentene, cyclopentane, cyclopentanophenene, cyclohexene, cyclohexane, cyclohexanophenene, fluorene, pyridine, pyrimidine, pyrazine, pyridazine, quinoline, isoquinoline, benzofuran, benzothiophene, dibenzofuran, dibenzothiophene, phenanthrene, or pyrene, but is not limited thereto. The formed ring can be substituted or unsubstituted.

[0038] An organic electroluminescent device includes an anode, an organic layer, a cathode, and a light extraction layer. The organic layer is located between the anode and the cathode, and the light extraction layer is located on the side of the cathode away from the anode. The light extraction layer comprises an aromatic amine derivative as shown in Formula I.

[0039]

[0040] At least one of Ar1, Ar2, Ar3, and Ar4 is selected from The remaining independent components are selected from any one of substituted or unsubstituted C6-C30 aryl groups and substituted or unsubstituted C3-C30 heteroaryl groups;

[0041] X is selected from O, S, NR a Any one of them;

[0042] The R a It is selected from any one of substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl;

[0043] The Y is selected from CH or N;

[0044] The R1 is selected from any one of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, or any two adjacent R1 groups on the six-membered ring can be bonded together to form any one of substituted or unsubstituted benzene ring, substituted or unsubstituted naphthyl ring, substituted or unsubstituted pyridine ring, substituted or unsubstituted pyrimidine ring, substituted or unsubstituted pyrazine ring;

[0045] The value of i is selected from 0, 1, 2, 3, 4 or 5;

[0046] The L is selected from any one of the groups shown in Formula II and Formula III below.

[0047]

[0048] The R b Selected from hydrogen, deuterium, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted canyl, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, or two R b They bond together to form substituted or unsubstituted ring structures;

[0049] The R2 is selected from any one of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, or any two adjacent R2 groups bonded together to form a substituted or unsubstituted cyclic structure.

[0050] The value of j is selected from 0, 1, 2, 3 or 4;

[0051] The L a L b Independently selected from any one of the following: single bond, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted pyridylene, substituted or unsubstituted pyrimidinylene, substituted or unsubstituted pyridazinylene, substituted or unsubstituted quinolinylene, substituted or unsubstituted isoquinolinylene, substituted or unsubstituted quinazolinylene, substituted or unsubstituted quinoxalinylene, or any combination thereof;

[0052] The L1, L2, L3, and L4 are independently selected from any one of the following: single-bonded, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C3-C30 heteroaryl groups, or combinations thereof.

[0053] Preferably, formula I is selected from any one of the structures shown in formulas I-1 to I-5 below.

[0054]

[0055] Preferably, the Choose any one of the structures shown below.

[0056]

[0057] R1 is selected from hydrogen, deuterium, halogen, cyano, and substituted or unsubstituted groups of the following: methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, camphenyl, phenyl, biphenyl, terphenyl, naphthyl, phenylnaphthyl, naphthylphenyl, pyridyl, pyrimidinyl, triazine, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl; the substituents may be selected from deuterium, cyano, trifluoromethyl, halogen, isopropyl, tert-butyl, phenyl, naphthyl, and when substituted by multiple substituents, the multiple substituents may be the same or different from each other; or any two adjacent R1 groups on the six-membered ring may be bonded together to form any one of the following: a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthyl ring, a substituted or unsubstituted pyridine ring, a substituted or unsubstituted pyrimidinyl ring, or a substituted or unsubstituted pyrazine ring;

[0058] The i1 is selected from 0, 1, 2, 3, 4 or 5; the i2 is selected from 0, 1, 2, 3 or 4; the i3 is selected from 0, 1, 2 or 3; the i4 is selected from 0, 1 or 2; and the i5 is selected from 0 or 1.

[0059] Preferably, the Choose from any of the structures shown below.

[0060]

[0061]

[0062] The n1 is selected from 0, 1, 2, 3, 4 or 5; the n2 is selected from 0, 1, 2, 3 or 4; the n3 is selected from 0, 1, 2, 3, 4, 5, 6 or 7.

[0063] Preferably, the two R b The groups bond together to form any one of the following substituted or unsubstituted cyclic structures:

[0064]

[0065] R2 is selected from any one of deuterium, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, adamantyl, norbornel, canyl, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl, pyridyl, and pyrimidinyl.

[0066] The j1 is selected from 0, 1, 2, 3 or 4; the j2 is selected from 0, 1, 2, 3, 4, 5 or 6; the j3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the j4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the j5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12; the j6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14; the j7 is selected from 0, 1 or 2; and the j8 is selected from 0, 1, 2, 3, 4 or 5.

[0067] Preferably, Formula II and Formula III are independently selected from any one of the following groups.

[0068]

[0069] Preferably, the L a L b Independently selected from any one of single bonds, phenylene, deuterated phenylene, biphenyl, deuterated biphenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof.

[0070] Preferably, at least one of Ar1, Ar2, Ar3, and Ar4 is selected from... The remaining independent groups are selected from any one of the groups shown below.

[0071]

[0072] The R3 is selected from hydrogen, deuterium, halogen, cyano, and substituted or unsubstituted groups of the following: methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, camphenyl, phenyl, biphenyl, terphenyl, naphthyl, phenylnaphthyl, naphthylphenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl; the substituents may be selected from one or more of deuterium, cyano, trifluoromethyl, halogen, isopropyl, tert-butyl, phenyl, and naphthyl, and when substituted by multiple substituents, the multiple substituents may be the same or different from each other; or any two adjacent R3 groups may be bonded together to form any one of a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthyl ring, a substituted or unsubstituted five-membered ring, or a substituted or unsubstituted six-membered ring;

[0073] k1 is selected from 0, 1, 2, 3, 4 or 5; k2 is selected from 0, 1, 2, 3 or 4; k3 is selected from 0, 1, 2 or 3; k4 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; k5 is selected from 0, 1, 2, 3, 4, 5 or 6; k6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; k7 is selected from 0, 1 or 2; k8 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8.

[0074] Preferably, at least one of Ar1, Ar2, Ar3, and Ar4 is selected from... The remaining independent groups are selected from any one of the groups shown below.

[0075]

[0076]

[0077] Preferably, L1, L2, L3, and L4 are selected from single bonds or any one of the following groups:

[0078]

[0079]

[0080] The R4 is selected from any one of hydrogen, deuterium, cyano, halogen, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C30 heteroaryl, or any two adjacent R4 groups can be bonded together to form any one of substituted or unsubstituted five-membered rings or substituted or unsubstituted six-membered rings;

[0081] The Z values ​​may be the same or different, and each Z value is independently selected from CR5 or N, with 1 to 3 Z values ​​on each ring selected from N;

[0082] R5 is selected from any one of hydrogen, deuterium, cyano, trifluoromethyl, halogen, methyl, ethyl, isopropyl, tert-butyl, cyclopentyl, cyclohexyl, phenyl, biphenyl, naphthyl, deuterated phenyl, deuterated biphenyl, and deuterated naphthyl;

[0083] p is selected from 0, 1, 2, 3 or 4.

[0084] Preferably, L1, L2, L3, and L4 are selected from single bonds or any one of the following groups:

[0085]

[0086] Most preferably, the aromatic amine derivative represented by Formula I is selected from any one of the structures shown below.

[0087]

[0088]

[0089]

[0090]

[0091]

[0092]

[0093]

[0094]

[0095]

[0096]

[0097]

[0098]

[0099]

[0100]

[0101]

[0102]

[0103]

[0104]

[0105]

[0106] The above lists some specific chemical structures of the aromatic amine derivatives represented by Formula I according to the present invention. However, the present invention is not limited to these listed chemical structures. Any structure based on the structure shown in Formula I with substituents as defined above should be included.

[0107] The organic electroluminescent device of the present invention comprises a cathode, an anode, a functional layer, and a light extraction layer.

[0108] The functional layer described in this invention is located between the anode and the cathode. The functional layer may sequentially comprise at least one of the following: a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer. The number of functional layers may be increased or decreased as needed.

[0109] The functional layer of the present invention may have the following structures: 1) a single-layer structure, comprising a single layer containing a single material; or a single layer containing multiple materials; 2) a multi-layer structure, comprising multiple layers containing multiple materials. Specifically, the hole transport layer may comprise a first hole transport layer and a second hole transport layer, and the electron transport layer may comprise a first electron transport layer and a second electron transport layer; specifically, the materials used for each functional layer may be selected from inorganic materials, organic materials, or inorganic-organic materials formed by a mixture of both, but are not limited thereto.

[0110] The light extraction layer of the present invention is located on the side of the cathode away from the anode, and may have a single-layer structure or a multi-layer structure with two or more layers. The material used for the light extraction layer may be selected from inorganic materials, organic materials, or inorganic-organic materials formed by a mixture of the two, but is not limited thereto.

[0111] Preferably, the material used for the photoextraction layer is selected from the aromatic amine derivatives represented by Formula I of the present invention. The content of the aromatic amine derivatives is not particularly limited and can be adjusted appropriately as needed.

[0112] The preferred device structure of the organic electroluminescent device of the present invention is as follows:

[0113] (1) Anode / hole injection layer / hole transport layer / light emission layer / electron transport layer / electron injection layer / cathode / light extraction layer;

[0114] (2) Anode / hole injection layer / hole transport layer / light emission layer / electron transport layer / electron injection layer / cathode / first light extraction layer / second light extraction layer;

[0115] (3) Anode / hole injection layer / first hole transport layer / second hole transport layer / light emission layer / electron transport layer / electron injection layer / cathode / light extraction layer;

[0116] (4) Anode / hole injection layer / hole transport layer / light emission layer / hole blocking layer / electron transport layer / electron injection layer / cathode / light extraction layer;

[0117] (5) Anode / hole injection layer / hole transport layer / electron blocking layer / light emission layer / electron transport layer / electron injection layer / cathode / light extraction layer;

[0118] (6) Anode / hole injection layer / hole transport layer / electron blocking layer / light emitting layer / hole blocking layer / electron transport layer / electron injection layer / cathode / light extraction layer;

[0119] (7) Anode / hole injection layer / first hole transport layer / second hole transport layer / light emission layer / hole blocking layer / electron transport layer / electron injection layer / cathode / light extraction layer.

[0120] The anode material described in this invention has a high work function and can be selected from one or more of the following materials: metal oxides, metals, metal alloys, polymers, etc. Specifically, it includes: indium tin oxide (ITO), indium zinc oxide (IZO), zinc aluminum oxide (AZO), indium oxide, zinc oxide, Ag, Au, Al, Cu, Ni, Mo, Ti, Zn, Pd, Pt, polypyrrole, etc., but is not limited to these. The anode of this invention can be a single-layer structure or a multi-layer structure with two or more layers. Each layer contains an anode material that can be a single material or a mixture of materials.

[0121] The hole injection layer described in this invention can reduce the potential barrier between the hole transport layer and the anode interface in organic electroluminescent devices, thereby improving hole injection efficiency. One or more of the following materials can be selected: metal oxides such as molybdenum oxide, silver oxide, vanadium oxide, tungsten oxide, ruthenium oxide, nickel oxide, copper oxide, titanium oxide, and aluminum oxide; low-molecular-weight organic compounds such as phthalocyanine compounds, aromatic amine derivatives, and conjugated organic materials containing polycyano groups; polymers, etc., but not limited to these. Specifically, these include: molybdenum trioxide, silver oxide, vanadium pentoxide, tungsten trioxide, ruthenium oxide, nickel oxide, copper oxide, titanium dioxide, aluminum oxide, copper phthalocyanine (II) (CuPc), titanium phthalocyanine (TiOPC), N,N'-di(N,N'-diphenyl-4-aminophenyl)-N,N'-diphenyl-4,4'-diamino-1,1'-biphenyl, N4,N4,N4',N4'-tetra([1,1'-biphenyl]-4- 4,4'-[1,1'-biphenyl]-4,4'-diamine, 4,4'4"-tris(N,N-diphenylamino)triphenylamine (abbreviated as: NATA), 4,4',4"-tris(N-(naphthyl-1-yl)-N-phenyl-amino)triphenylamine (abbreviated as: 1T-NATA), 4,4',4"-tris[2-naphthylphenylamino]triphenylamine (abbreviated as: 2T-NATA), 4,4',4"-tris(N-3-methylphenyl-N-phenylamino) (m-MTDATA) triphenylamine, N4,N4,N4',N4'-tetra(4-methoxyphenyl)-[1,1'-biphenyl]-4,4'-diamine (MeO-TPD), 2,7-bis[N,N-bis(4-methoxyphenyl)amino]-9,9-spirobis[9H-fluorene] (MeO-Spiro-TPD), N,N'-bis[4-bis(m-tolyl)aminophenyl]-N,N'-diphenyl Examples of hole injection materials include, but are not limited to, benzidine (DNTPD), 7,7,8,8-tetracyanobenzodiquinone dimethyl methyl benzoquinone (TCNQ), 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyanodimethyl benzoquinone (F4-TCNQ), pyrazolo[2,3-F][1,10]phenanthroline-2,3-dianitronitrile (PPDN), and 1,4,5,8,9,11-hexaazabenzonitrile (HAT-CN). The hole injection layer of this invention can be a single-layer structure or a multilayer structure with two or more layers. The hole injection material contained in each layer can be a single material or a mixture of materials.

[0122] The hole transport layer of this invention improves the hole transport efficiency in the device and blocks electrons within the light-emitting layer. One or more of the following materials can be selected: aromatic amine derivatives, pyrazoline compounds, carbazole derivatives, hydrazone compounds, styrene compounds, butadiene compounds, and other small molecule materials and polymer materials, but not limited thereto. Specifically, these include: N4,N4,N4',N4'-tetra([1,1'-biphenyl]-4-yl)-[1,1'-biphenyl]-4,4'-diamine, 4,4',4”-tris(N,N-diphenylamino)triphenylamine (abbreviated as: TDATA), 4,4',4”-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviated as: MTDATA), N,N'-diphenyl-N,N' -Diphenanthrene-9-yl-4,4'-biphenyldiamine (abbreviated as PPD), N,N'-di(naphthyl-1-yl)-N,N'-di(phenyl)-2,2'-dimethylbenzidine (abbreviated as α-NPD), N,N'-diphenyl-N,N'-(1-naphthyl)-1,1'-biphenyl-4,4'-diamine (abbreviated as NPB), N,N'-di(naphthyl-2-yl)-N,N'-di(phenyl)biphenyl The hole transport layer of this invention can be a single-layer structure or a multilayer structure with two or more layers. The hole transport material contained in each layer can be a single material or a mixture of materials.

[0123] The light-emitting layer of the present invention refers to an organic layer capable of emitting photons, and the light-emitting layer material includes a host material and a guest material.

[0124] The main material can be one or more of the following materials: aluminum complexes, zinc complexes and other metal complexes, fluorene derivatives, anthracene derivatives, carbazole derivatives, etc., but is not limited to these. Specifically, these include: aluminum(III)tris(8-hydroxyquinoline) (abbreviated as Alq3), zinc 8-hydroxyquinoline (abbreviated as Znq2), 2,7-bis[9,9-bis(4-methylphenyl)fluorene-2-yl]-9,9-bis(4-methylphenyl)fluorene (abbreviated as TDAF), 9,10-bis(2-naphthyl)anthracene (abbreviated as ADN), 9-(1-naphthyl)-10-[4-(2-naphthyl)phenyl]anthracene, 1,3,5-tris(9-carbazole)benzene (abbreviated as TCP), 9,9'-(1,3-phenyl)bis-9H-carbazole (abbreviated as MCP), 4,4'-bis(9-carbazole)biphenyl (abbreviated as CBP), 4,4',4”-tris(carbazole-9-yl)triphenylamine (abbreviated as TCTA), etc., but are not limited to these.

[0125] The main material may be selected from one or more of the following materials: pyrene derivatives, anthracene derivatives, fluorene derivatives, perylene derivatives, styrene-based amine derivatives, coumarin dyes, quinacrine copper derivatives, polycyclic aromatic hydrocarbons, diamine anthracene derivatives, carbazole derivatives, metal complexes, etc., but not limited to these.Specifically, these are: 9,10-di-(2-naphthyl)anthracene (abbreviated as: ADN), 2-methyl-9,10-di-2-naphthylanthracene (abbreviated as: MADN), 2,7-di(4-diphenylaminophenyl)-9,9-di(4-diphenylaminophenyl)fluorene (abbreviated as: XB10), 2,5,8,11-tetra-tert-butylperylene (abbreviated as: TBPe), 4,4'-bis[4-(diphenylamino)styryl]biphenyl (abbreviated as: BDAVBi), 4,4'-bis[4-(di-p-tolylamino)styryl]biphenyl (abbreviated as: DPAVBi), 1,4-bis[4-(N,N-diphenyl)amino]styrene (abbreviated as: DSA-Ph), tris[1-(2,6-diisopropylbenzene)] [2-phenyl-1H-imidazolium]iridium (abbreviation: fac-Ir(iprpmi)3), bis(2-hydroxyphenylpyridine)beryllium (abbreviation: Bepp2), bis(4,6-difluorophenylpyridine-C2,N)pyridinecarboxylic iridium (abbreviation: Firpic), bis(2,4-difluorophenylpyridine)-tetra(1-pyrazolyl)boron(III) (abbreviation: Fir6), coumarin 6 (abbreviation: C-6), N,N'-dimethylquinacridone (abbreviation: DMQA), 5,12-diphenylnaphthonaphthalene (abbreviation: DPT), N10,N10,N10',N10'-tetraphenyl-9,9'-dianthracene-10,10'-diamine (abbreviation: BA-TA) D), 9,9',9”-(5-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl-1,2,3-triyl)tris(3,6-dimethyl-9H-carbazole) (abbreviation: TmCzTrz), tris(8-hydroxyquinoline)aluminum(III) (abbreviation: Alq3), tris(2-phenylpyridine)iridium (abbreviation: Ir(ppy)3), di(2-phenylpyridine)iridium acetylacetonate (abbreviation: Ir(ppy)2(acac)), tris[2-(p-tolyl)pyridine-C2,N]iridium(III) (abbreviation: Ir(mppy)3), tris[2-(3-methyl-2-pyridyl)phenyl]iridium (abbreviation: Ir(3mppy)3), di[ Zinc 2-(2-benzothiazolyl)phenol (abbreviation: Zn(BTZ)2), 4-(dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran (abbreviation: DCM), 4-(dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulonidin-9-enyl)-4H-pyran (abbreviation: DCJTB), bis(1-phenylisoquinoline)(acetylacetone)iridium(III) (abbreviation: Ir(piq)2(acac)), bis[1-(9,9-dimethyl-9H-fluoren-2-yl)isoquinoline](acetylacetone)iridium(III) (abbreviation: Ir(fliq)2(acac)), etc., but not limited to these.

[0126] The hole blocking layer described in this invention prevents holes from leaking from the light-emitting layer to the electron transport layer. One or more materials can be selected from the following: phenanthroline derivatives, aluminum complexes, benzimidazole derivatives, aromatic compounds, organoboron compounds, etc., but are not limited thereto. Specifically, these include: 4,7-diphenyl-1,10-phenanthroline (abbreviated as Bphen), 2,9-di(naphth-2-yl)-4,7-diphenyl-1,10-phenanthroline (abbreviated as NBphen), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (abbreviated as BCP), bis(8-hydroxy-2-methylquinoline)-(4-phenylphenoxy)aluminum (abbreviated as BAlq), 1,3,5-tris(N-phenyl-2-benzimidazole)benzene (abbreviated as TPBi), (1,3,5-triphenyl)benzene (abbreviated as TBB), 1,3,5-tris(9,9-dimethyl-9H-fluorene-2-yl)benzene (abbreviated as TFB), triisopropylideneacetoneborane (abbreviated as TPhB), etc., but are not limited to these. The hole-blocking layer of the present invention can be a single-layer structure or a multi-layer structure with two or more layers. The hole-blocking material contained in each layer can be a single material or a mixture of materials.

[0127] The electron transport layer of this invention improves the electron transport efficiency in the device and blocks holes within the light-emitting layer. One or more of the following materials can be selected: metal complexes such as aluminum complexes, beryllium complexes, and zinc complexes; oxazole derivatives, imidazole derivatives, triazole compounds, phenanthroline derivatives, pyridine derivatives, aromatic heterocyclic compounds, polymers, etc., but are not limited thereto. Specifically, these are: tris(8-hydroxyquinoline)aluminum(III) (abbreviated: Alq3), tris(4-methyl-8-hydroxyquinoline)aluminum(abbreviated: Almq3), bis(10-hydroxybenzo[h]quinoline)beryllium(abbreviated: Bepq2), bis(2-methyl-8-hydroxyquinoline)(4-phenylphenol)aluminum(III) (abbreviated: BAlq), bis(8-hydroxyquinoline)zinc(II) (abbreviated: Znq), 2,5-di-(4-naphthyl)-1,3,4-oxadiazole(abbreviated: BND), 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole(abbreviated: PBD), and 2-(4-(9,10-di(naphthyl-2-yl)anthracene-2-yl)phenyl)-1-phenyl -1H-Benzi[d]imidazolium, 1,3,5-tris(N-phenyl-2-benzimidazole)benzene (abbreviation: TPBi), 4,7-diphenyl-1,10-phenanthroline (abbreviation: Bphen), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (abbreviation: BCP), 2,9-di(naphthyl-2-yl)-4,7-diphenyl-1,10-phenanthroline (abbreviation: NBphen), 3,3'-[5'-[3-(3-pyridyl)phenyl] (abbreviation: TmPyPB), 1,3,5-tris(4-pyridin-3-ylphenyl)benzene (abbreviation: TpPyPB), 1,3,5-tris(6-(3-(3-pyridyl)phenyl)pyridin-2-yl)benzene (abbreviation: Tm3PyP) 26 PyB), 2,4,6-tris(3-(3-pyridyl)-(1,1'-biphenyl)-3-yl)-1,3,5-triazine (abbreviated as: TmPPPyTz), poly[9,9-bis[6'-(N,N,N-trimethylammonium)hexyl]fluorene-alt-co-1,4-phenylene]bromide (abbreviated as: FPQ-Br), etc., but not limited to these. The electron transport layer of the present invention can be a single-layer structure or a multilayer structure with two or more layers, and the electron transport material contained in each layer can be a single material or a mixture of materials.

[0128] The electron injection layer of this invention serves to improve the efficiency of electron injection from the cathode into the electron transport layer and the light-emitting layer. One or more of the following materials can be selected: alkali metals, alkaline earth metals, or compounds containing alkali metals or alkaline earth metals, but are not limited to these. Specifically, these include: Li, Na, K, Rb, Cs, Be, Mg, Ca, Sr, Ba, lithium fluoride, sodium fluoride, potassium fluoride, rubidium fluoride, cesium fluoride, magnesium fluoride, calcium fluoride, lithium oxide, cesium carbonate, lithium metaborate, potassium silicate, lithium acetate, sodium acetate, rubidium acetate, potassium acetate, cesium acetate, lithium tetra(8-hydroxyquinoline)boron, lithium 8-hydroxyquinoline, etc., but are not limited to these. The electron injection layer of this invention can be a single-layer structure or a multi-layer structure with two or more layers. Each layer can contain a single material or a mixture of materials for electron injection.

[0129] The cathode described in this invention has the function of injecting electrons into the electron transport layer, and the cathode material needs to have a low work function. One or more of the following materials can be selected: main group metals, alkali metals, alkaline earth metals, transition metals, lanthanides, etc., but are not limited to these. Specifically, these include: Al, In, Li, Mg, Ca, Ag, Ti, Sm, Mg / Ag, Li / Al, etc., but are not limited to these. The cathode of this invention can be a single-layer structure or a multi-layer structure with two or more layers. Each layer contains a single cathode material or a mixture of materials.

[0130] The light extraction layer described in this invention can be selected from one or more of the following materials: metal compounds, aromatic amine derivatives, carbazole derivatives, or the aromatic amine derivatives described in this invention, but is not limited thereto. Specifically, these include: aluminum(III) tris(8-hydroxyquinoline) (abbreviated as Alq3), magnesium oxide, zinc selenide, zinc sulfide, tin oxide, molybdenum oxide, tellurium oxide, N,N'-di(naphthyl-1-yl)-N,N'-di(phenyl)-2,2'-dimethylbenzidine (abbreviated as α-NPD), N,N'-diphenyl-N,N'-(1-naphthyl)-1,1'-biphenyl-4,4'-diamine (abbreviated as NPB), N4,N4,N4',N4'-tetra(4-methoxyphenyl)-[1,1'-biphenyl]-4,4'-diamine (abbreviated as MeO-TPD), 4,4'-di(9-carbazole)biphenyl (abbreviated as CBP), etc., but is not limited thereto. Preferably, the light extraction material is an aromatic amine derivative as described in this invention. The light extraction material of this invention can be a single-layer structure or a multi-layer structure with two or more layers. Each layer may contain a single material or a mixture of materials.

[0131] There are no particular limitations on the method for forming each layer of the organic electroluminescent device of the present invention. Vacuum evaporation, spin coating, vapor deposition, blade coating, inkjet printing, laser printing, laser-induced thermal imaging (LITI), etc. can be used, but the method is not limited to these.

[0132] The organic light-emitting device described in this invention can be widely used in panel displays, lighting sources, flexible OLEDs, electronic paper, organic solar cells, organic photosensitive materials or organic thin-film transistors, signs, signal lights and other fields.

[0133] This invention also provides a method for preparing an aromatic amine derivative represented by Formula I, but the preparation method of this invention is not limited thereto.

[0134] 1. When and Not at the same time:

[0135]

[0136] 2. When and When they are the same:

[0137]

[0138] In the above synthetic route, X1 and X2 are independently selected from any one of I, Br, and Cl.

[0139] Raw materials and reagents: This invention does not impose any particular limitations on the raw materials or reagents used in the following synthesis examples. They can be commercially available products or prepared using methods well-known to those skilled in the art. All raw materials and reagents used in this invention are of reagent purity.

[0140] Instruments: G2-Si quadrupole tandem time-of-flight high-resolution mass spectrometer (Waters Corporation, UK); Vario ELcube organic elemental analyzer (Elementar Corporation, Germany); Bruker-510 nuclear magnetic resonance spectrometer (Bruker Corporation, Germany).

[0141] Synthesis Example 1: Synthesis of Intermediate a-217:

[0142]

[0143] Under nitrogen protection, a-118 (19.70 g, 100.00 mmol), b'-217 (19.25 g, 120.00 mmol), potassium carbonate (17.28 g, 125.00 mmol), and Pd(PPh3)4 (1.39 g, 1.20 mmol) were added to a reaction flask, along with 500 mL of a toluene / ethanol / water (2 / 1 / 1) mixed solvent. The mixture was stirred, and the reaction system was heated under reflux for 4 h. After the reaction was complete, the reaction mixture was cooled to room temperature, toluene was added, and the phases were separated. The toluene phase was washed three times with distilled water, dried over anhydrous magnesium sulfate, and the solvent was concentrated by rotary evaporation. Crystallization was carried out at a lower temperature, and the solid was filtered. The obtained solid was recrystallized from toluene / methanol (10 / 3) to give intermediate a-217 (19.31 g, yield 83%); HPLC purity ≥ 99.72%. Mass spectrometry m / z: 232.0581 (theoretical value: 232.0593).

[0144] Synthesis Example 2: Synthesis of Intermediate A-4

[0145]

[0146] Under nitrogen protection, intermediates a-4 (27.86 g, 80.00 mmol), b-4 (7.25 g, 96.00 mmol), and sodium tert-butoxide (19.22 g, 200.00 mmol) were added to 400 mL of toluene. Pd2(dba)3 (0.88 g, 0.96 mmol) and P(t-Bu)3 (0.80 mL of 0.5 M toluene solution, 0.90 mmol) were added with stirring. The mixture of the above reactants was heated under reflux for 5 h. After the reaction was completed, it was cooled to room temperature, distilled water was added, and the mixture was extracted with dichloromethane. After standing and separation, 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 (5 / 1) to obtain intermediate A-4 (22.04 g, yield 76%) with an HPLC purity ≥ 99.43%. Mass spectrometry m / z: 362.1549 (theoretical value: 362.1531).

[0147] According to the above synthesis method, the raw materials required for the synthesis of intermediates A / B in this invention are shown in Table 1:

[0148] Table 1:

[0149]

[0150]

[0151]

[0152]

[0153] Synthesis Example 3: Synthesis of Compound 4

[0154]

[0155] Synthesis of intermediate I-4:

[0156] Under nitrogen protection, C-4 (15.38 g, 50.00 mmol), A-4 (21.75 g, 60.00 mmol), and sodium tert-butoxide (8.65 g, 90.00 mmol) were added to 300 mL of toluene. Pd(OAc)₂ (0.13 g, 0.57 mmol) and P(t-Bu)₃ (3.00 mL of 0.5 M toluene solution, 1.50 mmol) were added with stirring. The mixture was heated under reflux for 5.5 h. After the reaction was complete, the mixture was cooled to room temperature, and dichloromethane and distilled water were added for extraction. 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. The resulting solid was recrystallized from toluene / methanol (10 / 1) to give intermediate I-4 (23.27 g, 79%). HPLC analysis showed the solid purity to be ≥99.81%. Mass spectrometry m / z: 588.2097 (theoretical value: 588.2081).

[0157] Synthesis of compound 4:

[0158] Under nitrogen protection, intermediates I-4 (17.67 g, 30.00 mmol), B-4 (10.71 g, 36.00 mmol), and sodium tert-butoxide (3.46 g, 36.00 mmol) were added to 200 mL of toluene. Pd₂(dba)₃ (0.36 g, 0.39 mmol) and X-Phos (0.37 g, 0.78 mmol) were added with stirring. The mixture of the above reactants was heated under reflux for 5 h. After the reaction was complete, the mixture was cooled to room temperature, and distilled water was added. The mixture was extracted with dichloromethane, allowed to stand, and the layers were 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 to give compound 4 (18.36 g, 72%). HPLC analysis showed the solid purity to be ≥99.95%. Mass spectrometry m / z: 849.3566 (theoretical value: 849.3580). Theoretical element content (%) C 59 H 43 N7: C, 83.37; H, 5.10; N, 11.53. Measured element content (%): C, 83.32; H, 5.14; N, 11.51.

[0159] Synthesis Example 4: Synthesis of Compound 55

[0160]

[0161] Under nitrogen protection, C-55 (10.56 g, 30.00 mmol), A-55 (31.20 g, 66.00 mmol), and sodium tert-butoxide (3.75 g, 39.00 mmol) were added to 200 mL of toluene. Pd₂(dba)₃ (0.33 g, 0.36 mmol) and X-Phos (0.34 g, 0.72 mmol) were added with stirring. The mixture of the above reactants was heated under reflux for 5 h. After the reaction was complete, the mixture was cooled to room temperature, and distilled water was added. The mixture was extracted with dichloromethane, 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 precipitated by cooling and filtered. The resulting solid was recrystallized from toluene to give compound 55 (23.51 g, 69%). HPLC analysis showed a solid purity ≥ 99.91%. Mass spectrometry m / z: 1134.6551 (theoretical value: 1134.6539). Theoretical element content (%) C 83 H 82 N4: C, 87.79; H, 7.28; N, 4.93. Measured elemental content (%): C, 87.76; H, 7.32; N, 4.95.

[0162] Synthesis Example 5: Synthesis of Compound 88

[0163]

[0164] Following the same synthetic method as compound 55 in Synthesis Example 4, C-55 and A-55 were replaced with equimolar amounts of C-88 and A-88, respectively, to obtain compound 88 (21.12 g) with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 1034.4333 (theoretical value: 1034.4348). Theoretical elemental content (%) C 77 H 54 N4: C, 89.33; H, 5.26; N, 5.41. Measured elemental content (%): C, 89.31; H, 5.29; N, 5.47.

[0165] Synthesis Example 6: Synthesis of Compound 118

[0166]

[0167] Following the same synthetic method as compound 4 in Example 3, A-4 and B-4 were replaced with equimolar amounts of A-118 and B-118, respectively, to obtain compound 118 (15.79 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 720.3159 (theoretical value: 720.3141). Theoretical elemental content (%)

[0168] C 53 H 40N₂O: C, 88.30; H, 5.59; N, 3.89. Measured elemental content (%): C, 88.34; H, 5.56; N, 3.83.

[0169] Synthesis Example 7: Synthesis of Compound 128

[0170]

[0171] Following the same synthetic method as compound 4 in Example 3, A-4 and B-4 were replaced with equimolar amounts of A-128 and B-128, respectively, to obtain compound 128 (18.86 g) with an HPLC purity ≥ 99.97%. Mass spectrometry m / z: 872.3754 (theoretical value: 872.3767). Theoretical elemental content (%)

[0172] C 65 H 48 N₂O: C, 89.42; H, 5.54; N, 3.21. Measured elemental content (%): C, 89.45; H, 5.50; N, 3.26.

[0173] Synthesis Example 8: Synthesis of Compound 129

[0174]

[0175] Following the same synthetic method as compound 4 in Example 3, A-4 and B-4 were replaced with equimolar amounts of A-129 and B-129, respectively, to obtain compound 129 (17.14 g) with an HPLC purity ≥ 99.91%. Mass spectrometry m / z: 827.3910 (theoretical value: 827.3893). Theoretical elemental content (%)

[0176] C 61 H 37 D7N2O: C, 88.48; H, 6.21; N, 3.38. Measured elemental content (%): C, 88.42; H, 6.25; N, 3.39.

[0177] Synthesis Example 9: Synthesis of Compound 130

[0178]

[0179] Following the same synthetic method as compound 4 in Example 3, C-4, A-4, and B-4 were replaced with equimolar amounts of C-130, A-130, and B-130, respectively, to obtain compound 130 (20.52 g) with an HPLC purity ≥ 99.96%. Mass spectrometry m / z: 962.3885 (theoretical value: 962.3872). Theoretical elemental content (%) C 71 H 50N2O2: C, 88.54; H, 5.23; N, 2.91. Measured elemental content (%): C, 88.58; H, 5.20; N, 2.97.

[0180] Synthesis Example 10: Synthesis of Compound 131

[0181]

[0182] Following the same synthetic method as compound 4 in Example 3, A-4 and B-4 were replaced with equimolar amounts of A-131 and B-131, respectively, to obtain compound 131 (17.92 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 806.3975 (theoretical value: 806.3985). Theoretical elemental content (%) C 57 H 50 N4O: C, 84.83; H, 6.24; N, 6.94. Measured elemental content (%): C, 84.85; H, 6.21; N, 6.98.

[0183] Synthesis Example 11: Synthesis of Compound 132

[0184]

[0185] Following the same synthetic method as compound 4 in Example 3, A-4 and B-4 were replaced with equimolar amounts of A-132 and B-132, respectively, to obtain compound 132 (15.85 g) with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 754.2406 (theoretical value: 754.2419). Theoretical elemental content (%)

[0186] C 47 H 32 F6N2O: C, 74.79; H, 4.27; N, 3.71. Measured elemental content (%): C, 74.76; H, 4.31; N, 3.69.

[0187] Synthesis Example 12: Synthesis of Compound 175

[0188]

[0189] Following the same synthetic method as compound 4 in Example 3, A-4 and B-4 were replaced with equimolar amounts of A-175 and B-175, respectively, to obtain compound 175 (21.16 g) with an HPLC purity ≥ 99.92%. Mass spectrometry m / z: 1021.4367 (theoretical value: 1021.4356). Theoretical elemental content (%)

[0190] C 72 H 55N5O2: C, 84.60; H, 5.42; N, 6.85. Measured elemental content (%): C, 84.65; H, 5.40; N, 6.88.

[0191] Synthesis Example 13: Synthesis of Compound 217

[0192]

[0193] Following the same synthetic method as compound 55 in Synthesis Example 4, A-55 was replaced with an equimolar amount of A-217 to obtain compound 217 (19.62 g), with an HPLC purity ≥ 99.96%. Mass spectrometry m / z: 920.4232 (theoretical value: 920.4218). Theoretical elemental content (%) C 67 H 40 D8N2O2: C, 87.36; H, 6.13; N, 3.04. Measured elemental content (%): C, 87.39; H, 6.11; N, 3.10.

[0194] Synthesis Example 14: Synthesis of Compound 218

[0195]

[0196] Following the same synthetic method as compound 55 in Synthesis Example 4, A-55 was replaced with an equimolar amount of A-218 to obtain compound 218 (19.77 g), with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 914.3825 (theoretical value: 914.3841). Theoretical elemental content (%) C 67 H 46 D2N2O2: C, 87.94; H, 5.51; N, 3.06. Measured elemental content (%): C, 87.99; H, 5.54; N, 3.04.

[0197] Synthesis Example 15: Synthesis of Compound 219

[0198]

[0199] Following the same synthetic method as compound 55 in Synthesis Example 4, A-55 was replaced with an equimolar amount of A-219 to obtain compound 219 (21.16 g), with an HPLC purity ≥ 99.91%. Mass spectrometry m / z: 992.4331 (theoretical value: 992.4342). Theoretical elemental content (%) C 73 H 56 N2O2: C, 88.28; H, 5.68; N, 2.82. Measured elemental content (%): C, 88.25; H, 5.72; N, 2.80.

[0200] Synthesis Example 16: Synthesis of Compound 222

[0201]

[0202] Following the same synthetic method as compound 55 in Synthesis Example 4, A-55 was replaced with an equimolar amount of A-222 to obtain compound 222 (17.61 g), with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 862.3323 (theoretical value: 862.3308). Theoretical elemental content (%) C 61 H 42 N4O2: C, 84.89; H, 4.91; N, 6.49. Measured elemental content (%): C, 84.83; H, 4.94; N, 6.44.

[0203] Synthesis Example 17: Synthesis of Compound 224

[0204]

[0205] Following the same synthetic method as compound 55 in Synthesis Example 4, A-55 was replaced with an equimolar amount of A-224 to obtain compound 224 (16.02 g), with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 762.2972 (theoretical value: 762.2995). Theoretical elemental content (%) C 53 H 38 N4O2: C, 83.44; H, 5.02; N, 7.34. Measured elemental content (%): C, 83.42; H, 5.03; N, 7.37.

[0206] Synthesis Example 18: Synthesis of Compound 226

[0207]

[0208] Following the same synthetic method as compound 55 in Synthesis Example 4, A-55 was replaced with an equimolar amount of A-226 to obtain compound 226 (19.22 g), with an HPLC purity ≥ 99.97%. Mass spectrometry m / z: 914.3609 (theoretical value: 914.3621). Theoretical elemental content (%) C 65 H 46 N4O2: C, 85.31; H, 5.07; N, 6.12. Measured elemental content (%): C, 85.36; H, 5.03; N, 6.15.

[0209] Synthesis Example 19: Synthesis of Compound 231

[0210]

[0211] Following the same synthetic method as compound 4 in Example 3, C-4, A-4, and B-4 were replaced with equimolar amounts of C-231, A-231, and B-231, respectively, to obtain compound 231 (17.22 g) with an HPLC purity ≥ 99.92%. Mass spectrometry m / z: 796.3468 (theoretical value: 796.3454). Theoretical elemental content (%) C 59 H 44 N₂O: C, 88.91; H, 5.56; N, 3.51. Measured elemental content (%): C, 88.94; H, 5.52; N, 3.56.

[0212] Synthesis Example 20: Synthesis of Compound 232

[0213]

[0214] Following the same synthetic method as compound 55 in Synthesis Example 4, C-55 and A-55 were replaced with equimolar amounts of C-232 and A-232, respectively, to obtain compound 232 (21.31 g) with an HPLC purity ≥ 99.96%. Mass spectrometry m / z: 1028.5262 (theoretical value: 1028.5281). Theoretical elemental content (%) C 75 H 68 N2O2: C, 87.51; H, 6.66; N, 2.72. Measured elemental content (%): C, 87.55; H, 6.62; N, 2.75.

[0215] Synthesis Example 21: Synthesis of Compound 236

[0216]

[0217] Following the same synthetic method as compound 55 in Synthesis Example 4, C-55 and A-55 were replaced with equimolar amounts of C-236 and A-236, respectively, to obtain compound 236 (19.90 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 960.3727 (theoretical value: 960.3716). Theoretical elemental content (%) C 71 H 48 N2O2: C, 88.72; H, 5.03; N, 2.91. Measured elemental content (%): C, 88.70; H, 5.05; N, 2.94.

[0218] Synthesis Example 22: Synthesis of Compound 248

[0219]

[0220] Following the same synthetic method as compound 55 in Synthesis Example 4, C-55 and A-55 were replaced with equimolar amounts of C-248 and A-248, respectively, to obtain compound 248 (19.69 g) with an HPLC purity ≥ 99.97%. Mass spectrometry m / z: 886.3324 (theoretical value: 886.3308). Theoretical elemental content (%) C 63 H 42 N4O2: C, 85.30; H, 4.77; N, 6.32. Measured elemental content (%): C, 85.33; H, 4.72; N, 6.38.

[0221] Synthesis Example 23: Synthesis of Compound 258

[0222]

[0223] Following the same synthetic method as compound 4 in Example 3, C-4, A-4, and B-4 were replaced with equimolar amounts of C-258, A-258, and B-258, respectively, to obtain compound 258 (22.05 g) with an HPLC purity ≥ 99.96%. Mass spectrometry m / z: 1035.2572 (theoretical value: 1035.2590). Theoretical elemental content (%) C 77 H 50 N2O2: C, 89.33; H, 4.87; N, 2.71. Measured elemental content (%): C, 89.31; H, 4.90; N, 2.76.

[0224] Synthesis Example 24: Synthesis of Compound 272

[0225]

[0226] Following the same synthetic method as compound 55 in Synthesis Example 4, C-55 and A-55 were replaced with equimolar amounts of C-272 and A-272, respectively, to obtain compound 272 (22.33 g), with an HPLC purity ≥ 99.91%. Mass spectrometry m / z: 1078.2241 (theoretical value: 1078.2253). Theoretical elemental content (%) C 65 H 32 F 10 N2O3: C, 72.36; H, 2.99; N, 2.60. Measured elemental content (%): C, 72.38; H, 2.93; N, 2.65.

[0227] Synthesis Example 25: Synthesis of Compound 275

[0228]

[0229] Following the same synthetic method as compound 4 in Example 3, C-4, A-4, and B-4 were replaced with equimolar amounts of C-275, A-275, and A-231, respectively, to obtain compound 275 (17.54 g) with an HPLC purity ≥ 99.94%. Mass spectrometry m / z: 800.3053 (theoretical value: 800.3039). Theoretical elemental content (%) C 57 H 40 N2O3: C, 85.48; H, 5.03; N, 3.50. Measured elemental content (%): C, 85.44; H, 5.08; N, 3.52.

[0230] Synthesis Example 26: Synthesis of Compound 313

[0231]

[0232] Following the same synthetic method as compound 55 in Synthesis Example 4, A-55 was replaced with an equimolar amount of A-313 to obtain compound 313 (15.50 g), with an HPLC purity ≥ 99.91%. Mass spectrometry m / z: 688.2375 (theoretical value: 688.2362). Theoretical elemental content (%) C 47 H 32 N₂O₄: C, 81.96; H, 4.68; N, 4.07. Measured elemental content (%): C, 81.99; H, 4.63; N, 4.09.

[0233] Synthesis Example 27: Synthesis of Compound 376

[0234]

[0235] Following the same synthetic method as compound 4 in Example 3, C-4, A-4, and B-4 were replaced with equimolar amounts of C-376, A-376, and B-376, respectively, to obtain compound 376 (18.62 g) with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 861.3161 (theoretical value: 861.3178). Theoretical elemental content (%) C 62 H 43 N3S: C, 86.38; H, 5.03; N, 4.87. Measured elemental content (%): C, 86.32; H, 5.07; N, 4.84.

[0236] Synthesis Example 28: Synthesis of Compound 386

[0237]

[0238] Following the same synthetic method as compound 4 in Example 3, C-4, A-4, and B-4 were replaced with equimolar amounts of C-386, A-386, and B-386, respectively, to obtain compound 386 (22.97 g) with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 1108.3896 (theoretical value: 1108.3885). Theoretical elemental content (%) C 80 H 56 N2S2: C, 86.61; H, 5.09; N, 2.53. Measured elemental content (%): C, 86.65; H, 5.03; N, 2.51.

[0239] Synthesis Example 29: Synthesis of Compound 403

[0240]

[0241] Following the same synthetic method as compound 55 in Synthesis Example 4, C-55 and A-55 were replaced with equimolar amounts of C-403 and A-403 to obtain compound 403 (20.88 g), with an HPLC purity ≥ 99.93%. Mass spectrometry m / z: 952.2062 (theoretical value: 952.2074). Theoretical elemental content (%) C 63 H 40 N2S4: C, 79.38; H, 4.23; N, 2.94. Measured elemental content (%): C, 79.33; H, 4.27; N, 2.91.

[0242] Synthesis Example 30: Synthesis of Compound 406

[0243]

[0244] Following the same synthetic method as compound 55 in Synthesis Example 4, A-55 was replaced with an equimolar amount of A-406 to obtain compound 406 (17.11 g), with an HPLC purity ≥ 99.96%. Mass spectrometry m / z: 802.3251 (theoretical value: 802.3261). Theoretical elemental content (%) C 55 H 30 D 10 N2S2: C, 82.25; H, 6.27; N, 3.49. Measured elemental content (%): C, 82.28; H, 6.21; N, 3.52.

[0245] Synthesis Example 31: Synthesis of Compound 409

[0246]

[0247] Following the same synthetic method as compound 55 in Synthesis Example 4, A-55 was replaced with an equimolar amount of A-409 to obtain compound 409 (21.95 g), with an HPLC purity ≥ 99.95%. Mass spectrometry m / z: 1044.3587 (theoretical value: 1044.3572). Theoretical elemental content (%) C 75 H 52 N2S2: C, 86.17; H, 5.01; N, 2.68. Measured elemental content (%): C, 86.15; H, 5.06; N, 2.64.

[0248] Synthesis Example 32: Synthesis of Compound 495

[0249]

[0250] Following the same synthetic method as compound 55 in Synthesis Example 4, A-55 was replaced with an equimolar amount of A-495 to obtain compound 495 (22.84 g), with an HPLC purity ≥ 99.91%. Mass spectrometry m / z: 1056.2719 (theoretical value: 1056.2700). Theoretical elemental content (%) C 71 H 48 N2S4: C, 80.65; H, 4.58; N, 2.65. Measured elemental content (%): C, 80.69; H, 4.55; N, 2.63.

[0251] Synthesis Example 33: Synthesis of Compound 514

[0252]

[0253] Following the same synthetic method as compound 55 in Synthesis Example 4, A-55 was replaced with an equimolar amount of A-514 to obtain compound 514 (18.11 g), with an HPLC purity ≥ 99.90%. Mass spectrometry m / z: 826.2752 (theoretical value: 826.2766). Theoretical elemental content (%) C 57 H 38 N4OS: C, 82.78; H, 4.63; N, 6.77. Measured elemental content (%): C, 82.80; H, 4.66; N, 6.72.

[0254] Synthesis Example 34: Synthesis of Compound 537

[0255]

[0256] Following the same synthetic method as compound 4 in Example 3, A-4 and B-4 were replaced with equimolar amounts of A-537 and B-537, respectively, to obtain compound 537 (23.80 g) with an HPLC purity ≥ 99.97%. Mass spectrometry m / z: 1165.4738 (theoretical value: 1165.4720). Theoretical elemental content (%) C 85 H 59 N5O: C, 87.53; H, 5.10; N, 6.00. Measured elemental content (%): C, 87.57; H, 5.15; N, 5.94.

[0257] Device Example 1: Fabrication of Organic Electroluminescent Device 1

[0258] The ITO-Ag-ITO glass substrate was ultrasonically cleaned twice with a 5% glass cleaning solution for 20 minutes each time, followed by ultrasonic cleaning twice with deionized water for 10 minutes each time. It was then ultrasonically cleaned sequentially with acetone and isoacetone for 20 minutes each time, and dried at 120°C.

[0259] A glass substrate ITO-Ag-ITO is used as the anode; a hole injection layer HI is vacuum-deposited on the anode with a thickness of 20 nm; a hole transport layer HT is vacuum-deposited on the hole injection layer with a thickness of 80 nm; a light-emitting layer GH-GD (mass ratio 97:3) is vacuum-deposited on the hole transport layer with a thickness of 30 nm; an electron transport layer ET is vacuum-deposited on the light-emitting layer with a thickness of 25 nm; LiF is vacuum-deposited on the electron transport layer as an electron injection layer EI with a thickness of 1 nm; a cathode Mg-Ag (mass ratio 9:1) is vacuum-deposited on the electron injection layer with a thickness of 15 nm; and compound 4 of the present invention is vacuum-deposited on the cathode as a light extraction layer with a thickness of 55 nm.

[0260] The structural formulas of the materials used in the above example are as follows:

[0261]

[0262] Device Examples 2-32: In Example 1, compound 4 in the light extraction layer was replaced with compound 55, compound 88, compound 118, compound 128, compound 129, compound 130, compound 131, compound 132, compound 175, compound 217, compound 218, compound 219, compound 222, compound 224, compound 226, compound 231, compound 232, compound 236, compound 248, compound 258, compound 272, compound 275, compound 313, compound 376, compound 386, compound 403, compound 406, compound 409, compound 495, compound 514, and compound 537, respectively. The other steps were the same, and organic electroluminescent devices 2-32 were obtained.

[0263] Comparative Examples 1-2: In Example 1, compound 4 in the light extraction layer was replaced with compound CP-1 and compound CP-2, while other steps remained the same, to obtain comparative organic electroluminescent devices 1-2.

[0264] A combined IVL testing system was used to test the luminous efficiency of organic light-emitting elements (OLEDs), comprising testing software, a computer, a Keithley K2400 digital source meter, and a PhotoResearch PR788 spectral scanning luminance meter. Lifetime testing was performed using a McScience M6000 OLED lifetime testing system. The testing environment was atmospheric, and the temperature was room temperature. The luminous characteristic test results of the obtained organic electroluminescent elements are shown in Table 2. Table 2 presents the luminous characteristic test results of the OLEDs prepared by the compounds prepared in the embodiments of this invention and the comparative materials.

[0265] Table 2. Test data on the luminescence characteristics of organic electroluminescent devices.

[0266]

[0267]

[0268] As can be seen from Table 2, the organic electroluminescent devices 1-32 of the present invention have higher luminous efficiency and longer service life compared with the comparative organic electroluminescent devices 1-2.

[0269] Although this application discloses preferred embodiments as described above, it is not intended to limit the claims. Any person skilled in the art can make several possible changes and modifications without departing from the concept of this application. Therefore, the scope of protection of this application should be determined by the scope defined in the claims of this application.

Claims

1. An organic electroluminescent device, characterized in that, It includes an anode, an organic layer, a cathode, and a light extraction layer, wherein the organic layer is located between the anode and the cathode, and the light extraction layer is located on the side of the cathode away from the anode. The light extraction layer contains an aromatic amine derivative as shown in Formula I. At least one of Ar1, Ar2, Ar3, and Ar4 is selected from The remaining independent components are selected from any one of substituted or unsubstituted C6-C30 aryl groups and substituted or unsubstituted C3-C30 heteroaryl groups; X is selected from O, S, NR a Any one of them; The R a It is selected from any one of substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl; The Y is selected from CH or N; The R1 is selected from any one of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, or any two adjacent R1 groups on the six-membered ring can be bonded together to form any one of substituted or unsubstituted benzene ring, substituted or unsubstituted naphthyl ring, substituted or unsubstituted pyridine ring, substituted or unsubstituted pyrimidine ring, substituted or unsubstituted pyrazine ring; The value of i is selected from 0, 1, 2, 3, 4 or 5; The L is selected from any one of the groups shown in Formula II and Formula III below. The R b Selected from hydrogen, deuterium, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted canyl, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, or two R b They bond together to form substituted or unsubstituted ring structures; The R2 is selected from any one of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, or any two adjacent R2 groups bonded together to form a substituted or unsubstituted cyclic structure. The value of j is selected from 0, 1, 2, 3 or 4; The L a L b Independently selected from any one of the following: single bond, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted pyridylene, substituted or unsubstituted pyrimidinylene, substituted or unsubstituted pyridazinylene, substituted or unsubstituted quinolinylene, substituted or unsubstituted isoquinolinylene, substituted or unsubstituted quinazolinylene, substituted or unsubstituted quinoxalinylene, or any combination thereof; The L1, L2, L3, and L4 are independently selected from any one of the following: single-bonded, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C3-C30 heteroaryl groups, or combinations thereof.

2. The organic electroluminescent device according to claim 1, characterized in that, Formula I is selected from any one of the structures shown in Formula I-1 to Formula I-5 below.

3. An organic electroluminescent device according to claim 1, characterized in that, The Choose any one of the structures shown below. R1 is selected from hydrogen, deuterium, halogen, cyano, and substituted or unsubstituted groups of the following: methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, camphenyl, phenyl, biphenyl, terphenyl, naphthyl, phenylnaphthyl, naphthylphenyl, pyridyl, pyrimidinyl, triazine, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl; the substituents may be selected from deuterium, cyano, trifluoromethyl, halogen, isopropyl, tert-butyl, phenyl, naphthyl, and when substituted by multiple substituents, the multiple substituents may be the same or different from each other; or any two adjacent R1 groups on the six-membered ring may be bonded together to form any one of the following: a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthyl ring, a substituted or unsubstituted pyridine ring, a substituted or unsubstituted pyrimidinyl ring, or a substituted or unsubstituted pyrazine ring; The i1 is selected from 0, 1, 2, 3, 4 or 5; the i2 is selected from 0, 1, 2, 3 or 4; the i3 is selected from 0, 1, 2 or 3; the i4 is selected from 0, 1 or 2; and the i5 is selected from 0 or 1.

4. An organic electroluminescent device according to claim 1, characterized in that, The Choose any one of the structures shown below. The n1 is selected from 0, 1, 2, 3, 4 or 5; the n2 is selected from 0, 1, 2, 3 or 4; the n3 is selected from 0, 1, 2, 3, 4, 5, 6 or 7.

5. An organic electroluminescent device according to claim 1, characterized in that, The two R b The groups bond together to form any one of the following substituted or unsubstituted cyclic structures: R2 is selected from any one of deuterium, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, adamantyl, norbornel, canyl, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl, pyridyl, and pyrimidinyl. The j1 is selected from 0, 1, 2, 3 or 4; the j2 is selected from 0, 1, 2, 3, 4, 5 or 6; the j3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the j4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the j5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12; the j6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14; the j7 is selected from 0, 1 or 2; and the j8 is selected from 0, 1, 2, 3, 4 or 5.

6. An organic electroluminescent device according to claim 1, characterized in that, Formulas II and III are independently selected from any one of the following groups.

7. An organic electroluminescent device according to claim 1, characterized in that, At least one of Ar1, Ar2, Ar3, and Ar4 is selected from The remaining independent groups are selected from any one of the groups shown below. The R3 is selected from hydrogen, deuterium, halogen, cyano, and substituted or unsubstituted groups of the following: methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, camphenyl, phenyl, biphenyl, terphenyl, naphthyl, phenylnaphthyl, naphthylphenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl; the substituents may be selected from one or more of deuterium, cyano, trifluoromethyl, halogen, isopropyl, tert-butyl, phenyl, and naphthyl, and when substituted by multiple substituents, the multiple substituents may be the same or different from each other; or any two adjacent R3 groups may be bonded together to form any one of a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthyl ring, a substituted or unsubstituted five-membered ring, or a substituted or unsubstituted six-membered ring; k1 is selected from 0, 1, 2, 3, 4 or 5; k2 is selected from 0, 1, 2, 3 or 4; k3 is selected from 0, 1, 2 or 3; k4 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; k5 is selected from 0, 1, 2, 3, 4, 5 or 6; k6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; k7 is selected from 0, 1 or 2; k8 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8.

8. An organic electroluminescent device according to claim 1, characterized in that, At least one of Ar1, Ar2, Ar3, and Ar4 is selected from The remaining independent groups are selected from any one of the groups shown below.

9. An organic electroluminescent device according to claim 1, characterized in that, L1, L2, L3, and L4 are selected from single bonds or any of the following groups: The R4 is selected from any one of hydrogen, deuterium, cyano, halogen, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C30 heteroaryl, or any two adjacent R4 groups can be bonded together to form any one of substituted or unsubstituted five-membered rings or substituted or unsubstituted six-membered rings; The Z values ​​may be the same or different, and each Z value is independently selected from CR5 or N, with 1 to 3 Z values ​​on each ring selected from N; R5 is selected from any one of hydrogen, deuterium, cyano, trifluoromethyl, halogen, methyl, ethyl, isopropyl, tert-butyl, cyclopentyl, cyclohexyl, phenyl, biphenyl, naphthyl, deuterated phenyl, deuterated biphenyl, and deuterated naphthyl; p is selected from 0, 1, 2, 3 or 4.

10. An organic electroluminescent device according to claim 1, characterized in that, The aromatic amine derivative represented by Formula I is selected from any one of the structures shown below.

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