An aromatic amine compound and an organic electroluminescent device

Abstract

The present invention relates to the technical field of organic optoelectronic materials, and particularly relates to an arylamine compound and an organic electroluminescent device thereof. The arylamine compound provided by the present invention has a high refractive index and a high glass transition temperature, and has good thermal stability and chemical stability. When used as a covering layer material in an OLED device, it can effectively improve the light transmittance of the device. While being resistant to high temperatures, it can also effectively isolate water vapor, oxygen, and corrosive gases, thereby delaying the aging of the device, and further improving the light emitting efficiency and service life of the device.

Description

Technical Field

[0001] The invention relates to the technical field of organic photoelectric materials, and in particular to an aromatic amine compound and an organic electroluminescent device thereof. Background Art

[0002] Organic Light-Emitting Diode (OLED) has the characteristics of light weight, wide viewing angle, fast response speed, wide operating temperature range, low energy consumption, high efficiency, good color purity, high clarity and good flexibility. It has been widely used in the field of lighting and display and is considered by the industry to be one of the most promising display and lighting technologies.

[0003] The classic OLED device has a "sandwich" structure, with a light-emitting layer sandwiched between the cathode and anode electrodes, wherein the light-emitting layer contains a light-emitting substance (guest material). A certain working voltage is applied between the two electrodes, so that holes and electrons are injected from the anode and cathode respectively, and then reach the light-emitting layer, recombining to produce excitons, releasing energy, and under the action of the electric field, the excitons migrate and transfer the energy to the light-emitting substance. The electrons in the molecules of the light-emitting substance transition from the ground state to the excited state. Since the excited state is unstable, the electrons migrate back from the excited state to the ground state, thereby releasing energy in the form of light and generating a light-emitting phenomenon. In order to improve the performance of the device, more organic functional layers are provided between the anode and the light-emitting layer, and between the cathode and the light-emitting layer. Generally, the hole transport region between the anode and the light-emitting layer mainly plays the role of injecting and transporting holes, including the hole injection layer, the hole transport layer, the light-emitting auxiliary layer, the electron blocking layer, etc.; the electron transport region between the cathode and the light-emitting layer mainly plays the role of injecting and transporting electrons, including the electron injection layer, the electron transport layer, the hole blocking layer, etc.

[0004] In addition to setting an organic functional layer between the anode and the cathode, a covering layer is also set on the outside of the light-emitting electrode (away from the non-light-emitting electrode). Generally, the covering layer has a higher refractive index, which can improve the light transmittance of the device, change the emission direction of light, and thus improve the luminous efficiency and color purity of the device.

[0005] In order to further improve the luminous efficiency, color purity, service life and other performance of OLED devices, it is necessary to develop a covering layer material with excellent performance. Summary of the invention

[0006] In order to solve the above technical problems, the present invention provides an aromatic amine compound, which has good thermal stability and chemical stability, and also has a high refractive index, and can be used as a covering layer material in an OLED device to improve the luminous efficiency and service life of the OLED device. The aromatic amine compound has a structure shown in formula (I):

[0007]

[0008] Among them, the said Ar1 is selected from the structure shown in formula (I-A):

[0009]

[0010] In formula (I-A), the said X is selected from an oxygen atom or a sulfur atom; the said A is selected from one of a substituted or unsubstituted phenyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridazinyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted benzoquinolinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted acridinyl group, and a substituted or unsubstituted triphenylenyl group; the said R1 and R2 are independently selected from one of a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted C1-C12 alkyl group, a substituted or unsubstituted C6-C30 aryl group, and a substituted or unsubstituted C2-C30 heteroaryl group;

[0011] The said Ar3 is selected from the structure shown in formula (I-B):

[0012]

[0013] In formula (I-B), the said Y is selected from an oxygen atom or a sulfur atom; the said B and C are independently selected from one of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, and a substituted or unsubstituted anthryl group, and the said B and C are not simultaneously selected from a substituted or unsubstituted phenyl group;

[0014] The said Ar2 is selected from one of a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, the structure shown in formula (I-A), and the structure shown in formula (I-B);

[0015] The said L1 and L2 are independently selected from one of a single bond, a substituted or unsubstituted C6-C30 arylene group, and a substituted or unsubstituted C2-C30 heteroarylene group;

[0016] The substituents in the above "substituted or unsubstituted" are selected from a deuterium atom; a fluorine atom; a cyano group; a C1-C4 alkyl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom and a fluorine atom; a C5-C10 cycloalkyl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, and a C1-C4 alkyl group; a C6-C12 aryl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a C1-C4 alkyl group, and a C5-C10 cycloalkyl group; and a C2-C12 heteroaryl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a C1-C4 alkyl group, and a C5-C10 cycloalkyl group.

[0017] The present invention also provides an organic electroluminescent device, including an anode, a cathode, and an organic layer. The organic layer includes at least one of a hole transport region, a light-emitting layer, an electron transport region, and a covering layer on a side of the cathode facing away from the anode between the anode and the cathode, and the organic layer contains one or more of the arylamine compounds of the present invention.

[0018] Beneficial effects:

[0019] The arylamine compound provided by the present invention has a high refractive index and a high glass transition temperature, and has good thermal stability and chemical stability. When used as a covering layer material in an OLED device, it can effectively improve the light transmittance of the device. While being resistant to high temperatures, it can also effectively isolate water vapor, oxygen, and corrosive gases, thereby delaying the aging of the device and further improving the light-emitting efficiency and service life of the device. Specific embodiments

[0020] The technical solutions of the specific embodiments of the present invention will be described clearly and completely below. Obviously, the described embodiments are only a part of the embodiments of the present invention, rather than all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative efforts fall within the protection scope of the present invention.

[0021] In the compounds of the present invention, any atom not specified as a specific isotope is included as any stable isotope of that atom, and includes atoms in both their natural isotope abundances and non-natural abundances. Taking hydrogen as an example, each hydrogen atom in all naturally occurring compounds contains approximately 0.0156 atom% deuterium.

[0022] In the present invention, the use of "H" and "hydrogen atom" means that the hydrogen atoms in the chemical structure contain no more deuterium atoms or tritium atoms than the natural abundance, for example, no more than 0.0156 atomic % of deuterium. "D" and "deuterium atom" mean that the abundance of deuterium content is above the natural abundance, for example, any value above 0.1 atomic %, above 1 atomic %, above 10 atomic %, for example, about 95 atomic % of which is deuterium. "T" and "tritium atom" mean that the abundance of tritium content is above the natural abundance, for example, any value above 0.1 atomic %, above 1 atomic %, above 10 atomic %, for example, about 95% of which is tritium. In the present invention, the omission of hydrogen atoms not drawn represents "H" or "hydrogen atom".

[0023] The halogen atoms described in the present invention refer to fluorine atoms, chlorine atoms, bromine atoms and iodine atoms.

[0024] The alkyl group described in the present invention refers to the hydrocarbon group formed by removing one hydrogen atom from an alkane molecule, which 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 groups include methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, undecyl, dodecyl, etc., but are not limited thereto; the branched-chain alkyl groups include isopropyl, isobutyl, sec-butyl, tert-butyl, isomeric groups of n-pentyl, isomeric groups of n-hexyl, isomeric groups of n-heptyl, isomeric groups of n-octyl, isomeric groups of n-nonyl, isomeric groups of n-decyl, etc., but are not limited thereto. The above alkyl groups are preferably methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl.

[0025] The cycloalkyl group described in the present invention refers to the 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 cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, etc., but are not limited thereto. The above cycloalkyl groups are preferably cyclopentyl, cyclohexyl, 1-adamantyl, 2-adamantyl, norbornyl.

[0026] The cycloalkenyl group described in the present invention refers to the 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 above cycloalkyl groups are preferably cyclopentenyl, cyclohexenyl.

[0027] The heterocycloalkyl group as described in the present invention refers to a group formed by removing one hydrogen atom from a heterocyclic molecule in which the atoms constituting the ring contain at least one heteroatom in addition to carbon atoms. The heteroatoms include nitrogen, oxygen, sulfur, silicon, selenium, phosphorus, etc., preferably nitrogen, oxygen, and sulfur atoms. 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 oxiranyl, thioethylenyl, aziridinyl, pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, piperazinyl, etc., but are not limited thereto. The above heterocyclic groups are preferably pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, piperazinyl.

[0028] The aryl group as described in the present invention refers to the general term for a monovalent group remaining after removing one hydrogen atom from the aromatic nucleus carbon of an aromatic compound molecule. It can be a monocyclic aryl group, a polycyclic aryl group, a fused-ring aryl group, or a fused group of an aryl group and an alicyclic ring. It preferably has 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 group refers to an aryl group having only one aromatic ring in the molecule, such as phenyl, etc., but is not limited thereto; the polycyclic aryl group refers to an aryl group having two or more independent aromatic rings in the molecule, such as biphenyl, terphenyl, etc., but is not limited thereto; the fused-ring aryl group refers to an aryl group having two or more aromatic rings and fused to each other through sharing two adjacent carbon atoms, such as naphthyl, anthryl, phenanthryl, pyrenyl, perylenyl, fluorenyl, benzofluorenyl, triphenylenyl, fluoranthenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirobifluorenyl, spiro-cyclopentyl-fluorenyl, spiro-cyclohexyl-fluorenyl, spiro-adamantyl-fluorenyl, spiro-cyclopentenyl-fluorenyl, spiro-cyclohexenyl-fluorenyl, etc., but is not limited thereto. The above aryl groups are preferably phenyl, biphenyl, terphenyl, 1-naphthyl, 2-naphthyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirobifluorenyl, spiro-cyclopentyl-fluorenyl, spiro-cyclohexyl-fluorenyl, spiro-adamantyl-fluorenyl, spiro-cyclopentenyl-fluorenyl, spiro-cyclohexenyl-fluorenyl.

[0029] The heteroaryl group as described in the present invention refers to the general term of a group obtained by substituting one or more aryl carbon atoms in an aryl group with heteroatoms. The heteroatoms include, but are not limited to, oxygen, sulfur, nitrogen, silicon, selenium, or phosphorus atoms. It preferably has 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 bonding site of the heteroaryl group can be located on a ring-forming carbon atom or a ring-forming nitrogen atom. The heteroaryl group can be a monocyclic heteroaryl group, a polycyclic heteroaryl group, or a fused-ring heteroaryl group. The monocyclic heteroaryl group includes, but is not limited to, pyridyl, pyrimidinyl, triazinyl, furyl, thienyl, pyrrolyl, imidazolyl, etc.; the polycyclic heteroaryl group includes, but is not limited to, bipyridyl, bipyrimidinyl, phenylpyridyl, etc.; the fused-ring heteroaryl group includes, but is not limited to, quinolinyl, isoquinolinyl, indolyl, benzothienyl, benzofuryl, benzoxazolyl, benzimidazolyl, benzothiazolyl, dibenzofuryl, benzo[1,2-b:4,5-b']difuryl, dibenzothienyl, benzo[1,2-b:4,5-b']dithienyl, carbazolyl, benzocarbazolyl, acridinyl, 9,10-dihydroacridinyl, phenoxazinyl, phenothiazinyl, phenoxathiinyl, etc. The above heteroaryl groups are preferably pyridyl, pyrimidinyl, thienyl, furyl, benzothienyl, benzofuryl, benzoxazolyl, benzimidazolyl, benzothiazolyl, dibenzofuryl, dibenzothienyl, benzo[1,2-b:4,5-b']dithienyl, benzo[1,2-b:4,5-b']difuryl, carbazolyl, acridinyl, phenoxazinyl, phenothiazinyl, phenoxathiinyl.

[0030] The arylene group as described in the present invention means an aryl group having two bonding sites, that is, a divalent group. Regarding this, the description of the aryl group provided above can be applied, with the difference being that the arylene group is a divalent group.

[0031] The heteroarylene group as described in the present invention means a heteroaryl group having two bonding sites, that is, a divalent group. Regarding this, the description of the heteroaryl group provided above can be applied, with the difference being that the heteroarylene group is a divalent group.

[0032] "Substituted" as described in the present invention means that a hydrogen atom in certain functional groups is replaced by another atom or functional group (i.e., a substituent), and the position of substitution is not restricted as long as it is the position where the hydrogen atom is substituted. And when two or more are substituted, the two or more substituents can be the same or different from each other.

[0033] "Substituted or unsubstituted" as used in the present invention means unsubstituted or substituted with one or more substituents selected from the group consisting of: a deuterium atom, a halogen atom, an amino group, a cyano group, a nitro group, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C3-C30 cycloalkenyl group, a substituted or unsubstituted C3-C30 heterocycloalkyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C2-C60 heteroaryl group, and a silyl group. Preferably, it means unsubstituted or substituted with one or more substituents selected from the group consisting of: a deuterium atom, a halogen atom, a cyano group, a nitro group, a C1-C12 alkyl group, a C3-C12 cycloalkyl group, a C3-C12 cycloalkenyl group, a C3-C12 heterocycloalkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, and a silyl group. When substituted with a plurality of substituents, the plurality of substituents may be the same or different from each other; preferably, it means unsubstituted or substituted with one or more substituents selected from the group consisting of: a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, a deuterated ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a deuterated tert-butyl group, a cyclopropyl group, a methyl-substituted cyclopropyl group, an ethyl-substituted cyclopropyl group, a deuterated cyclopropyl group, a cyclobutyl group, a methyl-substituted cyclobutyl group, an ethyl-substituted cyclobutyl group, a deuterated cyclobutyl group, a cyclopentyl group, a methyl-substituted cyclopentyl group, an ethyl-substituted cyclopentyl group, a deuterated cyclopentyl group, a cyclohexyl group, a methyl-substituted cyclohexyl group, an ethyl-substituted cyclohexyl group, a n-propyl-substituted cyclohexyl group, a n-butyl-substituted cyclohexyl group, a cyclohexane-substituted cyclohexyl group, a deuterated cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a methyl-substituted cyclopentenyl group, an ethyl-substituted cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, an adamantyl group, a methyl-substituted adamantyl group, an ethyl-substituted adamantyl group, a deuterated adamantyl group, a norbornyl group, a methyl-substituted norbornyl group, an ethyl-substituted norbornyl group, a deuterated norbornyl group, a pyrrolidinyl group, a piperidinyl group, a morpholinyl group, a thiomorpholinyl group, a methyl-substituted piperazinyl group, an ethyl-substituted piperazinyl group, a phenyl-substituted piperazinyl group, a naphthyl-substituted piperazinyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, an anthracenyl group, a deuterated anthracenyl group, a phenanthryl group, a deuterated phenanthryl group, a triphenylenyl group, a pyrenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirobifluorenyl group, a spiro-cyclopentyl-fluorenyl group, a spiro-cyclohexyl-fluorenyl group, a spiro-adamantyl-fluorenyl group, a spiro-cyclopentenyl-fluorenyl group, a spiro-cyclohexenyl-fluorenyl group, a pyridyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinazolinyl group, a quinoxalinyl group, an N-phenylcarbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a trimethylsilyl group, and a triphenylsilyl group. When substituted with a plurality of substituents, the plurality of substituents may be the same or different from each other.

[0034] In this specification, when the position of a substituent or a linking site on an aromatic ring is not fixed, it means that it can be linked to any one of the optional sites on the aromatic ring. For example, can be represented as and so on.

[0035] In this specification, when the bond where a substituent or a linking site is located runs through two or more rings, it indicates that it can be linked to any one of the two or more rings, specifically, it can be linked to any one of the corresponding optional sites on the ring. For example, can be represented as can be represented as and so on.

[0036] The linked ring structures (such as forming a saturated or unsaturated C3-C10 carbocyclic ring, forming a substituted or unsubstituted saturated or unsaturated C3-C6 carbocyclic ring) described in the present invention mean that each group is connected to each other through a chemical bond, and optionally forms a double bond / triple bond, and can form an aromatic group, as exemplified below:

[0037]

[0038] In the present invention, the ring formed by connection can be an aromatic ring system, an aliphatic ring system or a ring system formed by the fusion of the two. The ring formed by connection can be a three-membered ring, a four-membered ring, a five-membered ring, a six-membered ring, a spiro ring or a fused ring, such as benzene, naphthalene, indene, cyclopentene, cyclopentane, cyclopentane-fused benzene, cyclohexene, cyclohexane, cyclohexane-fused benzene, pyridine, quinoline, isoquinoline, benzofuran, benzothiophene, dibenzofuran, dibenzothiophene, phenanthrene or pyrene, but not limited thereto.

[0039] The present invention provides an aromatic amine compound having the structure shown in formula (I):

[0040]

[0041] Wherein, Ar1 is selected from the structure shown in formula (I-A):

[0042]

[0043] In formula (I-A), X is selected from an oxygen atom or a sulfur atom; A is selected from one of a substituted or unsubstituted phenyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridazinyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted benzoquinolinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted acridinyl group, and a substituted or unsubstituted triphenylenyl group; R1 and R2 are independently selected from one of a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted C1-C12 alkyl group, a substituted or unsubstituted C6-C30 aryl group, and a substituted or unsubstituted C2-C30 heteroaryl group;

[0044] Ar3 is selected from the structure shown in formula (I-B):

[0045]

[0046] In formula (I-B), Y is selected from an oxygen atom or a sulfur atom; B and C are independently selected from one of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, and a substituted or unsubstituted anthryl group, and B and C are not simultaneously selected from a substituted or unsubstituted phenyl group;

[0047] Ar2 is selected from one of a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, the structure shown in formula (I-A), and the structure shown in formula (I-B);

[0048] L1 and L2 are independently selected from one of a single bond, a substituted or unsubstituted C6-C30 arylene group, and a substituted or unsubstituted C2-C30 heteroarylene group;

[0049] The substituents in the above "substituted or unsubstituted" are selected from a deuterium atom; a fluorine atom; a cyano group; a C1-C4 alkyl group substituted or unsubstituted with one or more of a deuterium atom and a fluorine atom; a C5-C10 cycloalkyl group substituted or unsubstituted with one or more of a deuterium atom, a fluorine atom, a cyano group, and a C1-C4 alkyl group; a C6-C12 aryl group substituted or unsubstituted with one or more of a deuterium atom, a fluorine atom, a cyano group, a C1-C4 alkyl group, and a C5-C10 cycloalkyl group; a C2-C12 heteroaryl group substituted or unsubstituted with one or more of a deuterium atom, a fluorine atom, a cyano group, a C1-C4 alkyl group, and a C5-C10 cycloalkyl group.

[0050] Preferably, the substituent in the "substituted or unsubstituted" is selected from a deuterium atom; a fluorine atom; a cyano group; a methyl group; a trifluoromethyl group; a deuterated methyl group; an ethyl group; a deuterated ethyl group; a n-propyl group; an isopropyl group; a deuterated isopropyl group; a n-butyl group; a sec-butyl group; an isobutyl group; a tert-butyl group; a deuterated tert-butyl group; a cyclopentyl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a cyclohexyl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; an adamantyl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a norbornyl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a phenyl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a naphthyl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a furyl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a thienyl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a benzofuryl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a benzothienyl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a dibenzofuryl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a dibenzothienyl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a pyridyl group substituted or unsubstituted with one or more selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group;A pyrimidinyl group substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a triazinyl group substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a pyrazinyl group substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a pyridazinyl group substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a quinolinyl group substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; an isoquinolinyl group substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a quinoxalinyl group substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group; a quinazolinyl group substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, and a deuterated tert-butyl group, wherein the substituent(s) is / are one or more, and when there are multiple substituents, the multiple substituents are the same or different.;

[0051] Preferably, the formula (I-A) is selected from one of the following structures:

[0052]

[0053] Wherein, X is selected from an oxygen atom or a sulfur atom;

[0054] Each occurrence of a is independently selected from 0, 1, 2, or 3; each occurrence of b is independently selected from 0, 1, or 2; each occurrence of c is independently selected from 0 or 1; each occurrence of d is independently selected from 0, 1, 2, 3, or 4;

[0055] R1 and R2 are independently selected from a hydrogen atom, a deuterium atom, a fluorine atom, a cyano group, a substituted or unsubstituted methyl group, a substituted or unsubstituted isopropyl group, a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted cyclopentyl group, a substituted or unsubstituted cyclohexyl group, a substituted or unsubstituted adamantyl group, a substituted or unsubstituted norbornyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirobifluorenyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted carbazolyl group;

[0056] Each occurrence of R3 is independently selected from a hydrogen atom, a deuterium atom, a fluorine atom, a cyano group, a substituted or unsubstituted methyl group, a substituted or unsubstituted isopropyl group, a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted cyclopentyl group, a substituted or unsubstituted cyclohexyl group, a substituted or unsubstituted adamantyl group, a substituted or unsubstituted norbornyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirobifluorenyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted carbazolyl group.

[0057] Preferably, R1 and R2 are independently selected from a hydrogen atom; a deuterium atom; a fluorine atom; a cyano group; a methyl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom and a fluorine atom; an isopropyl group; a deuterated isopropyl group; a tert-butyl group; a deuterated tert-butyl group; a cyclopentyl group; a deuterated cyclopentyl group; a cyclohexyl group; a deuterated cyclohexyl group; an adamantyl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a methyl group, an ethyl group, an isopropyl group, and a tert-butyl group; a norbornyl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a methyl group, an ethyl group, an isopropyl group, and a tert-butyl group; a phenyl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a naphthyl group, a deuterated naphthyl group, an anthracenyl group, and a phenanthryl group; a naphthyl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, and a deuterated naphthyl group; an anthracenyl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, and a naphthyl group; a phenanthryl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, and a naphthyl group; a triphenylene group; a deuterated triphenylene group; a biphenyl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, and a norbornyl group; a terphenylene group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, and a norbornyl group; a fluorene group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, and a deuterated biphenyl group; a spirobifluorene group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, and a deuterated biphenyl group; a pyridyl group; a deuterated pyridyl group; a pyrimidinyl group; a deuterated pyrimidinyl group; a triazinyl group substituted or unsubstituted with one or more of the group consisting of a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, and a deuterated biphenyl group; a quinolinyl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a phenyl group, and a naphthyl group; an isoquinolinyl group substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a phenyl group, and a naphthyl group; a dibenzofuranyl group;One of deuterated dibenzofuranyl; dibenzothiophenyl; deuterated dibenzothiophenyl; phenylcarbazolyl; deuterated phenylcarbazolyl;

[0058] Preferably, each occurrence of R3 is independently selected from a hydrogen atom; a deuterium atom; a fluorine atom; a cyano group; a methyl group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom and a fluorine atom; an isopropyl group; a deuterated isopropyl group; a tert-butyl group; a deuterated tert-butyl group; a cyclopentyl group; a deuterated cyclopentyl group; a cyclohexyl group; a deuterated cyclohexyl group; an adamantyl group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a methyl group, an ethyl group, an isopropyl group, and a tert-butyl group; a norbornyl group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a methyl group, an ethyl group, an isopropyl group, and a tert-butyl group; a phenyl group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a naphthyl group, a deuterated naphthyl group, an anthracenyl group, and a phenanthryl group; a naphthyl group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, and a deuterated naphthyl group; an anthracenyl group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, and a naphthyl group; a phenanthryl group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, and a naphthyl group; a triphenylene group; a deuterated triphenylene group; a biphenyl group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, and a norbornyl group; a terphenyl group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, and a norbornyl group; a fluorene group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, and a deuterated biphenyl group; a spirobifluorene group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, and a deuterated biphenyl group; a pyridyl group; a deuterated pyridyl group; a pyrimidinyl group; a deuterated pyrimidinyl group; a triazinyl group which is substituted or unsubstituted with one or more members selected from the group consisting of a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, and a deuterated biphenyl group; a quinolinyl group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a phenyl group, and a naphthyl group; an isoquinolinyl group which is substituted or unsubstituted with one or more members selected from the group consisting of a deuterium atom, a phenyl group, and a naphthyl group; a dibenzofuranyl group;One of deuterated dibenzofuranyl; dibenzothiophenyl; deuterated dibenzothiophenyl; phenylcarbazolyl; deuterated phenylcarbazolyl;

[0059] Preferably, the formula (I-A) is selected from one of the following structures:

[0060]

[0061]

[0062] Preferably, the formula (I-B) is selected from one of the following structures:

[0063]

[0064] Among them, the Y is selected from an oxygen atom or a sulfur atom;

[0065] The a 11 Each occurrence is independently selected from 0, 1, 2, 3 or 4; the b 11 Each occurrence is independently selected from 0, 1 or 2; the c 11 Each occurrence is independently selected from 0, 1, 2 or 3;

[0066] The R 11 Each occurrence is independently selected from a hydrogen atom, a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, a trifluoromethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, a deuterated biphenyl group;

[0067] The R 12 Each occurrence is independently selected from a hydrogen atom, a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, a trifluoromethyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group.

[0068] Preferably, the formula (I-B) is selected from one of the following structures:

[0069]

[0070]

[0071]

[0072]

[0073] Preferably, the Ar2 is selected from one of the following structures, the structure represented by the formula (I-A), and the structure represented by the formula (I-B);

[0074]

[0075] wherein, the said a 21 each occurrence is the same as or different from 0, 1, 2, 3, 4 or 5; the said b 21 each occurrence is the same as or different from 0, 1, 2, 3 or 4; the said c 21 each occurrence is the same as or different from 0, 1, 2 or 3; the said d 21 each occurrence is the same as or different from 0, 1, 2, 3, 4, 5 or 6; the said e 21 each occurrence is the same as or different from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the said f 21 each occurrence is the same as or different from 0, 1 or 2; the said g 21 each occurrence is the same as or different from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the said h 21 each occurrence is the same as or different from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14; i 21 each occurrence is the same as or different from 0 or 1;

[0076] the said R 21 each occurrence is the same as or different from a hydrogen atom, a deuterium atom, a fluorine atom, a cyano group, a substituted or unsubstituted methyl group, a substituted or unsubstituted isopropyl group, a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted cyclopentyl group, a substituted or unsubstituted cyclohexyl group, a substituted or unsubstituted adamantyl group, a substituted or unsubstituted norbornyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirobifluorenyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted carbazolyl group;

[0077] the said R 22One selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted anthryl, substituted or unsubstituted phenanthryl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl.

[0078] Preferably, the said R 21Each occurrence, independently selected from the group consisting of a hydrogen atom; a deuterium atom; a fluorine atom; a cyano group; a methyl group which is unsubstituted or substituted with one or more members selected from the group consisting of a deuterium atom and a fluorine atom; an isopropyl group; a deuterated isopropyl group; a tert-butyl group; a deuterated tert-butyl group; a cyclopentyl group; a deuterated cyclopentyl group; a cyclohexyl group; a deuterated cyclohexyl group; an adamantyl group which is unsubstituted or substituted with one or more members selected from the group consisting of a deuterium atom, a methyl group, an ethyl group, an isopropyl group, and a tert-butyl group; a norbornyl group which is unsubstituted or substituted with one or more members selected from the group consisting of a deuterium atom, a methyl group, an ethyl group, an isopropyl group, and a tert-butyl group; a phenyl group which is unsubstituted or substituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a naphthyl group, a deuterated naphthyl group, an anthracenyl group, and a phenanthryl group; a naphthyl group which is unsubstituted or substituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, and a deuterated naphthyl group; a biphenyl group which is unsubstituted or substituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group; an anthracenyl group which is unsubstituted or substituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, and a naphthyl group; a phenanthryl group which is unsubstituted or substituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, and a naphthyl group; a triphenylene group; a deuterated triphenylene group; a fluorene group which is unsubstituted or substituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, and a deuterated biphenyl group; a spirobifluorene group which is unsubstituted or substituted with one or more members selected from the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, and a deuterated biphenyl group; a pyridyl group; a deuterated pyridyl group; a pyrimidinyl group; a deuterated pyrimidinyl group; a triazinyl group which is unsubstituted or substituted with one or more members selected from the group consisting of a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, and a deuterated biphenyl group; a quinolinyl group which is unsubstituted or substituted with one or more members selected from the group consisting of a deuterium atom, a phenyl group, and a naphthyl group; an isoquinolinyl group which is unsubstituted or substituted with one or more members selected from the group consisting of a deuterium atom, a phenyl group, and a naphthyl group; a dibenzofuranyl group; a deuterated dibenzofuranyl group; a dibenzothiophenyl group; a deuterated dibenzothiophenyl group; and a phenylcarbazolyl group.

[0079] Preferably, the said R 22Each occurrence, independently selected from one or more of the group consisting of phenyl which is substituted or unsubstituted with a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a naphthyl group, a deuterated naphthyl group, an anthracenyl group, and a phenanthryl group; naphthyl which is substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, and a deuterated naphthyl group; biphenyl which is substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, and a norbornyl group; anthracenyl which is substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, and a naphthyl group; phenanthryl which is substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, and a naphthyl group; triphenylene; deuterated triphenylene; fluorene which is substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, and a deuterated biphenyl group; spirobifluorene which is substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, and a deuterated biphenyl group; pyridyl; deuterated pyridyl; pyrimidinyl; deuterated pyrimidinyl; triazinyl which is substituted or unsubstituted with one or more of the group consisting of a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, and a deuterated biphenyl group; quinolinyl which is substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a phenyl group, and a naphthyl group; isoquinolinyl which is substituted or unsubstituted with one or more of the group consisting of a deuterium atom, a phenyl group, and a naphthyl group; dibenzofuranyl; deuterated dibenzofuranyl; dibenzothiophenyl; deuterated dibenzothiophenyl; phenylcarbazolyl.

[0080] Preferably, Ar2 is selected from one of the following structures, the structure shown in formula (I-A), and the structure shown in formula (I-B):

[0081]

[0082]

[0083] Preferably, L1 and L2 are independently selected from a single bond or one of the following structures:

[0084]

[0085] wherein, the said a 41 each time it appears, is the same or different and is selected from 0, 1, 2, 3 or 4; the said b 41 each time it appears, is the same or different and is selected from 0, 1, 2 or 3; the said c 41 each time it appears, is the same or different and is selected from 0, 1 or 2; the said d 41 each time it appears, is the same or different and is selected from 0 or 1; the said e 41 each time it appears, is the same or different and is selected from 0, 1, 2, 3, 4, 5 or 6; the said f 41 each time it appears, is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8;

[0086] the said R 41 each time it appears, is the same or different and is selected from a hydrogen atom, a deuterium atom, a fluorine atom, a cyano group, a methyl group, a deuterated methyl group, an isopropyl group, a deuterated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, an adamantyl group, a deuterated adamantyl group, a norbornyl group, a deuterated norbornyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, a biphenyl group, a deuterated biphenyl group.

[0087] Preferably, the said L1 and L2 are independently selected from a single bond or one of the structures shown below:

[0088]

[0089]

[0090] Most preferably, the said aromatic amine compound is selected from one of the compounds shown below:

[0091]

[0092]

[0093]

[0094]

[0095]

[0096]

[0097]

[0098]

[0099]

[0100]

[0101]

[0102]

[0103]

[0104]

[0105]

[0106]

[0107] The above only lists some specific structural forms of the arylamine compound shown in formula (I), but the present invention is not limited to these listed chemical structures. Any structure based on formula (I) with substituents defined as in the present invention should be included.

[0108] The arylamine compound shown in formula (I) according to the present invention can be prepared by one of the following synthetic routes:

[0109] Synthetic route 1:

[0110]

[0111] Synthetic route 2:

[0112]

[0113] Synthetic route 3:

[0114]

[0115] Wherein, X1 and X2 are independently selected from a chlorine atom, a bromine atom or an iodine atom;

[0116] L1 to L3 and Ar1 to Ar3 are as described in the present invention.

[0117] In each of the above synthetic routes, the arylamine compound (Y1) reacts with the halides (Y2) and (Y3) through a Buchwald-Hartwig coupling reaction to obtain the target compound (I). Among them, the reaction order of the arylamine compound (Y1) with the halides (Y2) and (Y3) is not limited, that is, it can react with (Y2) first and then with (Y3), or react with (Y3) first and then with (Y2), or react with (Y2) and (Y3) simultaneously.

[0118] Each of the above reaction routes employs reaction types commonly used in organic synthesis, and there are no particular limitations on the reaction conditions (for example, the selection, dosage, and the order and method of addition of reaction solvents, catalysts, ligands, bases, etc.). The raw materials for the above preparation method are readily available, the preparation process is simple, and the yield is excellent. The compound represented by formula (I) provided by the present invention can also be synthesized using other conventional reaction types in organic synthesis, without particular limitations. The above are only examples of the synthetic routes.

[0119] The present invention also provides an organic electroluminescent device, comprising an anode, a cathode, and an organic layer. The organic layer includes at least one of a hole transport region, a light-emitting layer, an electron transport region, and a covering layer on a side of the cathode facing away from the anode between the anode and the cathode, and the organic layer contains one or more of the arylamine compounds of the present invention.

[0120] Preferably, the organic layer includes the covering layer on a side of the cathode facing away from the anode, and the covering layer contains one or more of the arylamine compounds of the present invention.

[0121] Preferably, the organic layer includes a hole transport region, a light-emitting layer, an electron transport region, and a covering layer on a side of the cathode facing away from the anode between the anode and the cathode, and the covering layer contains one or more of the arylamine compounds of the present invention.

[0122] The hole transport region of the present invention includes at least one of a hole injection layer, a hole transport layer, and a light-emitting auxiliary layer.

[0123] Preferably, the hole transport region includes at least two of a hole injection layer, a hole transport layer, and a light-emitting auxiliary layer; more preferably, the hole transport region includes a hole injection layer and a hole transport layer.

[0124] Preferably, the hole transport region includes a hole injection layer, a hole transport layer, and a light-emitting auxiliary layer.

[0125] The hole injection layer according to the present invention may be a single-layer structure composed of a single substance, or a single-layer structure or a multi-layer structure composed of different substances. Triarylamine compounds, porphyrin compounds, styrene compounds, polythiophene and its derivatives, phthalocyanine derivatives, axisene compounds, and other substances with high hole injection properties can be used. For example, 4,4',4”-tris[2-naphthylphenylamino]triphenylamine (2-TNATA), 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene (HATCN), copper phthalocyanine (CuPC), 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyano-p-quinodimethane (F4-TCNQ), poly(3,4-ethylenedioxythiophene)-poly(styrenesulfonic acid) (PEDOT / PSS), compounds HT-1 to HT-19, compounds p-1 to p-3, but not limited thereto.

[0126]

[0127]

[0128] The hole transport layer according to the present invention may be a single-layer structure composed of a single substance, or a single-layer structure or a multi-layer structure composed of different substances. Triarylamine compounds can be used, or other substances with a hole mobility of 10 -6 cm 2 / Vs or more can be used. For example, N,N'-diphenyl-N,N'-bis(3-methylphenyl)-1,1'-biphenyl-4,4'-diamine (TPD), N,N'-diphenyl-N,N'-(1-naphthyl)-1,1'-biphenyl-4,4'-diamine (NPB), 4,4'4”-tris(N,N-diphenylamino)triphenylamine (TDATA), compounds HT-1 to HT-19 as shown above, but not limited thereto.

[0129] The light-emitting auxiliary layer described in the present invention may be a single-layer structure composed of a single substance, or a single-layer structure or a multi-layer structure composed of different substances. Triarylamine compounds, spirofluorene derivatives, dibenzofuran derivatives can be used, and other substances with appropriate HOMO and T1 energy levels can also be used. Examples include TPD, NPB, N4, N4-bis([1,1'-biphenyl]-4-yl)-N4'-phenyl-N4'-[1,1':4',1''-terphenyl]-4-yl-[1,1'-biphenyl]-4,4'-diamine, N-([1,1'-diphenyl]-4-yl)-N-(9,9-dimethyl-9H-fluoren-2-yl)-9,9'-spirobifluorene-2-amine, N,N-bis([1,1'-biphenyl]-4-yl)-3'-(dibenz[b,d]furan-4-yl)-[1,1'-biphenyl]-4-amine, compounds HT-1 to HT-19 as shown above, but not limited thereto.

[0130] The light-emitting layer described in the present invention includes a guest material and a host material, and a double-host material formed by using two host materials can be used. As the guest material, fluorescent compounds such as pyrene derivatives, fluoranthene derivatives, aromatic amine derivatives, etc. can be used. Examples include 10-(2-benzothiazolyl)-2,3,6,7-tetrahydro-1,1,7,7-tetramethyl-1H,5H,11H-[1]benzopyrano[6,7,8-ij]quinolizin-11-one (C545T), 4,4'-bis(9-ethyl-3-carbazolylvinyl)-1,1'-biphenyl (BCzVBi), 4,4'-bis[4-(di-p-tolylamino)styryl]biphenyl (DPAVBi), etc. Phosphorescent materials such as metal complexes such as iridium complexes, osmium complexes, platinum complexes, etc. can also be used. Examples include bis(4,6-difluorophenylpyridine-N,C2)picolyliridium(III) (FIrpic), tris(2-phenylpyridine)iridium(III) (Ir(ppy)3), bis(2-phenylpyridine)iridium(III) acetylacetonate (Ir(ppy)2(acac)), etc. The host material is preferably a substance with a higher LUMO than the guest material and a lower HOMO than the guest material, such as metal complexes such as aluminum complexes or zinc complexes, heterocyclic compounds such as oxadiazole derivatives, benzoxazole derivatives, benzothiazole derivatives or benzimidazole derivatives, condensed aromatic compounds such as carbazole derivatives or anthracene derivatives, aromatic amine compounds such as triarylamine derivatives or condensed polycyclic aromatic amine derivatives. Examples include Alq3, BAlq, TPBI, TPD, 4,4'-bis(9-carbazolyl)biphenyl (CBP), 4,4',4''-tris(carbazol-9-yl)triphenylamine (TCTA), 9,10-bis(2-naphthyl)anthracene (ADN), but not limited thereto.

[0131] The electron transport region described in the present invention includes at least one of an electron injection layer, an electron transport layer, and a hole blocking layer.

[0132] Preferably, the electron transport region includes at least two of an electron injection layer, an electron transport layer, and a hole blocking layer; more preferably, the electron transport region includes an electron injection layer and an electron transport layer.

[0133] Preferably, the electron transport region includes an electron injection layer, an electron transport layer, and a hole blocking layer.

[0134] The electron injection layer described in the present invention can be a single-layer structure composed of a single substance, or a single-layer structure or a multi-layer structure composed of different substances, and one or more of the following substances can be selected: alkali metals, alkaline earth metals, halides of alkali metals, halides of alkaline earth metals, oxides of alkali metals, oxides of alkaline earth metals, alkali metal salts, alkaline earth metal salts, and other substances with high electron injection properties. Examples include, but are not limited to, Li, Ca, Sr, LiF, CsF, CaF2, BaO, Li2CO3, CaCO3, Li2C2O4, Cs2C2O4, CsAlF4, LiOx, Yb, Tb, etc.

[0135] The electron transport layer described in the present invention can be a single-layer structure composed of a single substance, or a single-layer structure or a multi-layer structure composed of different substances, and aluminum complexes, lithium complexes, beryllium complexes, zinc complexes, oxazole derivatives, benzoxazole derivatives, thiazole derivatives, benzothiazole derivatives, imidazole derivatives, benzimidazole derivatives, carbazole derivatives, phenanthroline derivatives, high molecular compounds, etc. with high electron transport properties can be used. Examples include, but are not limited to, tris(8-hydroxyquinoline)aluminum (Alq3), bis(10-hydroxybenzo[h]quinolinato)beryllium (BeBq2), bis(2-methyl-8-hydroxyquinolinato-N1,O8)-(1,1'-biphenyl-4-olato)aluminum (BAlq), 2-(4-biphenylyl)-5-phenyloxadiazole (PBD).

[0136] The hole blocking layer described in the present invention can be a single-layer structure composed of a single substance, or a single-layer structure or a multi-layer structure composed of different substances. The selected material is required to have a T1 energy level higher than that of the light-emitting layer so as to block the energy loss of the light-emitting layer. In addition, the HOMO energy level of the selected material should be lower than the HOMO energy level of the host material of the light-emitting layer to play a role in blocking holes. Further, the electron mobility of the hole blocking layer material used is 10 -6 cm 2Above / Vs, it is beneficial to the electron transport. One or more of the following substances can be selected: aluminum complex, lithium complex, beryllium complex, oxazole derivative, benzoxazole derivative, thiazole derivative, benzothiazole derivative, imidazole derivative, benzimidazole derivative, phenanthroline derivative, polymer compound, etc. Examples include 1,3,5-tris(1-phenyl-1H-benzoimidazol-2-yl)benzene (TPBI), BAlq, etc., but are not limited thereto.

[0137] The anode described in the present invention can be a reflective anode, such as a reflective film formed of silver (Ag), magnesium (Mg), aluminum (Al), gold (Au), nickel (Ni), chromium (Cr), ytterbium (Yb) or their alloys, or can be a layer structure with a high work function and being transparent or semi-transparent, such as a layer structure formed of 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). It is specifically determined according to the type of device to be prepared. For example, if the device to be prepared is a bottom-emitting device (emitting light from the anode side), a transparent or semi-transparent anode needs to be made; if the device to be prepared is a top-emitting device (emitting light from the cathode side), a reflective anode needs to be made.

[0138] The cathode described in the present 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. A reflective electrode, a transparent electrode or a semi-transparent electrode can be made by adjusting the thickness of the film. If a bottom-emitting device needs to be prepared, a reflective cathode needs to be made; if a top-emitting device needs to be prepared, a transparent or semi-transparent cathode needs to be made.

[0139] The covering layer described in the present invention can be a single-layer structure composed of a single substance, or can be a single-layer structure or a multi-layer structure composed of different substances. The covering layer material can use an organic or inorganic substance with an appropriate refractive index. For example, it can be metal halide, oxide, nitride, oxynitride, sulfide, selenide, aromatic hydrocarbon compound, heteroaromatic hydrocarbon compound, aromatic amine compound, etc. Examples include LiF, CsF, MgF2, CaF2, CsCl, CuI, V2O5, WO3, MoO3, TiO2, ZrO, ZnO, SiO2, SiN, ZnS, Alq3, compound CP-1, compound CP-2, compound CP-3, compound CP-4, the aromatic amine compound described in the present invention, but are not limited thereto.

[0140]

[0141] Each of the above organic layers, the cathode, the anode, and the cover layer can be prepared by any one of vacuum evaporation, inkjet printing, sputtering, plasma, ion plating, spin coating, dipping, screen printing, etc. There is no special limitation on the film thickness of each layer, as long as good device performance can be obtained. Each of the above organic layers is preferably prepared by vacuum evaporation, inkjet printing or spin coating.

[0142] The thickness of each of the above organic layers and the cover layer is usually 5 nm to 100 μm, preferably 10 nm to 200 nm. The thicknesses of the anode and the cathode are adjusted according to the required transparency.

[0143] The organic electroluminescent device provided by the present invention can be applied to fields such as lighting and display, and specifically can be listed as smartphone displays, tablet computer displays, smart wearable device displays, large-size displays such as televisions, VR, and automobile tail lights, etc.

[0144] The technical solutions and technical effects of the present invention will be further described below with reference to examples and comparative examples.

[0145] The mass spectrometry of the compound of the present invention uses a G2-Si quadrupole tandem time-of-flight high-resolution mass spectrometer from Waters Corporation in the UK, with chloroform as the solvent;

[0146] Elemental analysis uses a VarioELcube type organic elemental analyzer from Elementar Company in Germany, and the sample mass is 5 - 10 mg.

[0147] Synthesis Example 1: Synthesis of Intermediate AA / BB

[0148]

[0149] Under argon protection, aa-32 (24.58 g, 90.00 mmol), bb-32 (12.25 g, 90.00 mmol), Pd(PPh3)4 (1.27 g, 1.10 mmol), potassium carbonate (16.59 g, 120.00 mmol) and 600 mL of a mixed solvent of toluene / ethanol / water (2:1:1) were added to a reaction flask, the mixture was stirred, and the above reaction system was heated to reflux for 4 h. After the reaction was completed, it was cooled to room temperature, toluene was added and the phases were separated. The toluene phase was washed three times with distilled water, dried with anhydrous magnesium sulfate, the solvent was concentrated by rotary evaporation, cooled for crystallization, filtered by suction, and the obtained solid was recrystallized with toluene to obtain Intermediate AA-32 (21.06 g, yield 82%); HPLC purity ≥ 99.77%. Mass spectrometry m / z: 285.1169 (theoretical value: 285.1154).

[0150] According to the above synthesis method, other intermediates AA / BB required for the present invention were synthesized, and the related raw materials are shown in Table A:

[0151] Table A:

[0152]

[0153]

[0154]

[0155] Synthesis Example 2: Synthesis of Compound 17

[0156]

[0157] Synthesis Intermediate CC-17:

[0158] Under argon protection, AA-17 (14.60 g, 60.00 mmol), aa-473 (16.39 g, 60.00 mmol), Pd(OAc)2 (0.16 g, 0.70 mmol), P(t-Bu)3 (0.14 g, 0.70 mmol), sodium tert-butoxide (9.61 g, 100.00 mmol) and 300 ml of toluene were added to the reaction flask. The mixture was stirred and the above system was heated to reflux for 5 h. After the reaction was completed, it was cooled to room temperature, distilled water was added, extracted with dichloromethane, allowed to stand for liquid separation, dried over anhydrous magnesium sulfate, filtered, the filtrate was concentrated by distillation under reduced pressure, suction filtered, and finally recrystallized with toluene / methanol (10:3) to obtain Intermediate CC-17 (20.64 g, yield 79%), HPLC purity ≥ 99.87%. Mass spectrum m / z: 435.1636 (theoretical value: 435.1623).

[0159] Synthesis of Compound 17:

[0160] Under argon protection, CC-17 (13.07 g, 30.00 mmol), DD-17 (8.91 g, 30.00 mmol), Pd2(dba)3 (0.37 g, 0.40 mmol), BINAP (0.50 g, 0.80 mmol), sodium tert-butoxide (4.81 g, 50 mmol) and 150 ml of toluene were added to the reaction flask. The mixture was stirred and the above system was heated to reflux for 7 h. After the reaction was completed, it was cooled to room temperature, distilled water was added, extracted with dichloromethane, allowed to stand for liquid separation, dried over anhydrous magnesium sulfate, filtered, the filtrate was concentrated by distillation under reduced pressure, suction filtered, and finally recrystallized with toluene / methanol (10:1) to obtain Compound 17 (14.47 g, 74%), HPLC purity ≥ 99.97%. Mass spectrum m / z: 651.2212 (theoretical value: 651.2198). Theoretical elemental content (%) C 48 H 29NO2: C, 88.46; H, 4.49; N, 2.15. Measured elemental content (%) C, 88.50; H, 4.52; N, 2.10.

[0161] Synthesis Example 3: Synthesis of Compound 31

[0162]

[0163] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar amounts of AA-31, BB-31, and DD-31. Keep other steps the same to obtain Compound 31 (15.38 g). The solid purity detected by HPLC is ≥99.95%. Mass spectrometry m / z: 711.3128 (theoretical value: 711.3137). Theoretical elemental content (%) C 52 H 41 NO2: C, 87.73; H, 5.81; N, 1.97. Measured elemental content (%): C, 87.69; H, 5.78; N, 2.01.

[0164] Synthesis Example 4: Synthesis of Compound 32

[0165]

[0166] Replace AA-17 and aa-473 in Synthesis Example 2 with equimolar amounts of AA-32 and BB-32. Keep other steps the same to obtain Compound 32 (15.33 g). The solid purity detected by HPLC is ≥99.95%. Mass spectrometry m / z: 709.2970 (theoretical value: 709.2981). Theoretical elemental content (%) C 52 H 39 NO2: C, 87.98; H, 5.54; N, 1.97. Measured elemental content (%): C, 88.03; H, 5.53; N, 1.95.

[0167] Synthesis Example 5: Synthesis of Compound 70

[0168]

[0169] Replace AA-17 and aa-473 in Synthesis Example 2 with equimolar amounts of AA-70 and BB-70. Keep other steps the same to obtain Compound 70 (13.26 g). The solid purity detected by HPLC is ≥99.99%. Mass spectrometry m / z: 581.2309 (theoretical value: 581.2293). Theoretical elemental content (%) C 42 H 23D4NO2: C, 86.72; H, 5.37; N, 2.41. Measured elemental content (%): C, 86.69; H, 5.41; N, 2.38.

[0170] Synthesis Example 6: Synthesis of Compound 85

[0171]

[0172] Replace AA-17, aa-473, DD-17 in Synthesis Example 2 with equimolar AA-85, BB-85, DD-85, and keep other steps the same to obtain Compound 85 (17.01 g), with the solid purity detected by HPLC ≥ 99.91%. Mass spectrometry m / z: 833.2741 (theoretical value: 833.2752). Theoretical elemental content (%) C 61 H 39 NOS: C, 87.85; H, 4.71; N, 1.68. Measured elemental content (%): C, 87.87; H, 4.66; N, 1.73.

[0173] Synthesis Example 7: Synthesis of Compound 105

[0174]

[0175] Replace AA-17 and aa-473 in Synthesis Example 2 with equimolar AA-105 and BB-105, and keep other steps the same to obtain Compound 105 (15.76 g), with the solid purity detected by HPLC ≥ 99.94%. Mass spectrometry m / z: 739.2528 (theoretical value: 739.2511). Theoretical elemental content (%) C 55 H 33 NO2: C, 89.29; H, 4.50; N, 1.89. Measured elemental content (%): C, 89.32; H, 4.47; N, 1.94.

[0176] Synthesis Example 8: Synthesis of Compound 113

[0177]

[0178] Replace AA-17, aa-473, DD-17 in Synthesis Example 2 with equimolar AA-113, BB-113, DD-113, and keep other steps the same to obtain Compound 113 (13.90 g), with the solid purity detected by HPLC ≥ 99.98%. Mass spectrometry m / z: 617.1826 (theoretical value: 617.1813). Theoretical elemental content (%) C 44 H 27NOS: C, 85.55; H, 4.41; N, 2.27. Measured elemental content (%): C, 85.51; H, 4.39; N, 2.31.

[0179] Synthesis Example 9: Synthesis of Compound 159

[0180]

[0181] Replace AA-17 and aa-473 in Synthesis Example 2 with equimolar AA-159 and BB-159, and keep other steps the same, to obtain Compound 159 (14.26 g), with HPLC-detected solid purity ≥ 99.98%. Mass spectrometry m / z: 633.2450 (theoretical value: 633.2465). Theoretical elemental content (%) C 45 H 23 D5N2O2: C, 85.28; H, 5.25; N, 4.42. Measured elemental content (%): C, 85.31; H, 5.23; N, 4.45.

[0182] Synthesis Example 10: Synthesis of Compound 213

[0183]

[0184] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar AA-213, BB-213, and DD-213, and keep other steps the same, to obtain Compound 213 (13.92 g), with HPLC-detected solid purity ≥ 99.97%. Mass spectrometry m / z: 618.2158 (theoretical value: 618.2150). Theoretical elemental content (%) C 42 H 18 D9NS2: C, 81.51; H, 5.86; N, 2.26. Measured elemental content (%): C, 81.49; H, 5.89; N, 2.28.

[0185] Synthesis Example 11: Synthesis of Compound 221

[0186]

[0187] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar AA-221, aa-282, and DD-221, and keep other steps the same, to obtain Compound 221 (13.71 g), with HPLC-detected solid purity ≥ 99.97%. Mass spectrometry m / z: 617.1803 (theoretical value: 617.1813). Theoretical elemental content (%) C 44 H 27NOS: C, 85.55; H, 4.41; N, 2.27. Measured elemental content (%): C, 85.60; H, 4.38; N, 2.29.

[0188] Synthesis Example 12: Synthesis of Compound 225

[0189]

[0190] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar amounts of AA-225, BB-225, and DD-225, and perform the other steps in the same manner to obtain Compound 225 (15.33 g). The solid purity was determined by HPLC to be ≥ 99.95%. Mass spectrometry m / z: 709.2451 (theoretical value: 709.2439). Theoretical elemental content (%) C 51 H 35 NOS: C, 86.29; H, 4.97; N, 1.97. Measured elemental content (%): C, 86.33; H, 5.01; N, 1.92.

[0191] Synthesis Example 13: Synthesis of Compound 230

[0192]

[0193] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar amounts of AA-70, BB-230, and DD-230, and perform the other steps in the same manner to obtain Compound 230 (13.51 g). The solid purity was determined by HPLC to be ≥ 99.99%. Mass spectrometry m / z: 592.1623 (theoretical value: 592.1609). Theoretical elemental content (%) C 41 H 24 NOS: C, 83.08; H, 4.08; N, 4.73. Measured elemental content (%): C, 83.12; H, 4.06; N, 4.75.

[0194] Synthesis Example 14: Synthesis of Compound 244

[0195]

[0196] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar amounts of AA-244, BB-244, and DD-244, and perform the other steps in the same manner to obtain Compound 244 (15.68 g). The solid purity was determined by HPLC to be ≥ 99.94%. Mass spectrometry m / z: 735.2063 (theoretical value:

[0197] 735.2054). Theoretical elemental content (%) C 52 H33 NS2: C, 84.86; H, 4.52; N, 1.90. Measured elemental content (%): C, 84.85; H, 4.57; N, 1.88.

[0198] Synthesis Example 15: Synthesis of Compound 264

[0199]

[0200] Replace AA-17, aa-473, DD-17 in Synthesis Example 2 with equimolar AA-264, BB-264, DD-264, and keep other steps the same. Compound 264 (14.29 g) was obtained, and the solid purity detected by HPLC was ≥99.97%. Mass spectrometry m / z: 643.1982 (theoretical value:

[0201] 643.1970). Theoretical elemental content (%) C 46 H 29 NOS: C, 85.82; H, 4.54; N, 2.18. Measured elemental content (%): C, 85.79; H, 4.55; N, 2.22.

[0202] Synthesis Example 16: Synthesis of Compound 281

[0203]

[0204] Replace AA-17 and aa-473 in Synthesis Example 2 with equimolar AA-264 and BB-281, and keep other steps the same. Compound 281 (16.76 g) was obtained, and the solid purity detected by HPLC was ≥99.92%. Mass spectrometry m / z: 833.2734 (theoretical value: 833.2752). Theoretical elemental content (%) C 61 H 39 NOS: C, 87.85; H, 4.71; N, 1.68. Measured elemental content (%): C, 87.91; H, 4.69; N, 1.69.

[0205] Synthesis Example 17: Synthesis of Compound 282

[0206]

[0207] Replace AA-17, aa-473, DD-17 in Synthesis Example 2 with equimolar AA-225, BB-282, DD-113, and keep other steps the same. Compound 282 (15.76 g) was obtained, and the solid purity detected by HPLC was ≥99.94%. Mass spectrometry m / z: 739.2024 (theoretical value:

[0208] 739.2004). Theoretical elemental content (%). C 51 H 33 NOS2: C, 82.78; H, 4.50; N, 1.89. Measured elemental content (%): C, 82.81; H, 4.47; N, 1.93.

[0209] Synthesis Example 18: Synthesis of Compound 302

[0210]

[0211] Replace AA-17, aa-473, DD-17 in Synthesis Example 2 with equimolar amounts of AA-302, BB-302, DD-113, and perform the other steps in the same manner to obtain Compound 302 (16.28 g), with an HPLC-detected solid purity of ≥99.93%. Mass spectrometry m / z: 774.2177 (theoretical value:

[0212] 774.2163). Theoretical elemental content (%). C 54 H 34 N2S2: C, 83.69; H, 4.42; N, 3.61. Measured elemental content (%): C, 83.73; H, 4.39; N, 3.64.

[0213] Synthesis Example 19: Synthesis of Compound 317

[0214]

[0215] Replace AA-17, aa-473, DD-17 in Synthesis Example 2 with equimolar amounts of AA-317, BB-317, DD-317, and perform the other steps in the same manner to obtain Compound 317 (15.83 g), with an HPLC-detected solid purity of ≥99.95%. Mass spectrometry m / z: 753.1973 (theoretical value:

[0216] 753.1960). Theoretical elemental content (%). C 52 H 32 FNS2: C, 82.84; H, 4.28; N, 1.86. Measured elemental content (%): C, 82.82; H, 4.31; N, 1.88.

[0217] Synthesis Example 20: Synthesis of Compound 325

[0218]

[0219] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar amounts of AA-264, BB-335, and DD-325, and perform the other steps in the same manner to obtain Compound 325 (14.99 g). The purity of the solid detected by HPLC is ≧99.95%. Mass spectrometry m / z: 693.2141 (theoretical value:

[0220] 693.2126). Theoretical elemental content (%) C 50 H 31 NOS: C, 86.55; H, 4.50; N, 2.02. Measured elemental content (%): C, 86.59; H, 4.47; N, 1.99.

[0221] Synthesis Example 21: Synthesis of Compound 346

[0222]

[0223] Replace AA-17 and aa-473 in Synthesis Example 2 with equimolar amounts of AA-346 and BB-346, and perform the other steps in the same manner to obtain Compound 346 (13.49 g). The purity of the solid detected by HPLC is ≧99.98%. Mass spectrometry m / z: 591.1846 (theoretical value: 591.1834). Theoretical elemental content (%) C 42 H 25 NO3: C, 85.26; H, 4.26; N, 2.37. Measured elemental content (%): C, 85.29; H, 4.25; N, 2.39.

[0224] Synthesis Example 22: Synthesis of Compound 350

[0225]

[0226] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar amounts of AA-350, BB-350, and DD-350, and perform the other steps in the same manner to obtain Compound 350 (14.69 g). The purity of the solid detected by HPLC is ≧99.96%. Mass spectrometry m / z: 670.2233 (theoretical value:

[0227] 670.2225). Theoretical elemental content (%) C 47 H 26 D2N2O3: C, 84.16; H, 4.51; N, 4.18. Measured elemental content (%): C, 84.13; H, 4.47; N, 4.22.

[0228] Synthesis Example 23: Synthesis of Compound 351

[0229]

[0230] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar amounts of AA-351, BB-351, and DD-351. Keep other steps the same to obtain Compound 351 (13.26 g). The solid purity detected by HPLC is ≥99.97%. Mass spectrometry m / z: 581.1466 (theoretical value:

[0231] 581.1449). Theoretical elemental content (%) C 40 H 23 NO2S: C, 82.59; H, 3.99; N, 2.41. Measured elemental content (%): C, 82.64; H, 4.01; N, 2.37.

[0232] Synthesis Example 24: Synthesis of Compound 366

[0233]

[0234] Replace AA-17 and DD-17 in Synthesis Example 2 with equimolar amounts of AA-366 and DD-366. Keep other steps the same to obtain Compound 366 (15.91 g). The solid purity detected by HPLC is ≥99.94%. Mass spectrometry m / z: 746.2883 (theoretical value: 746.2871). Theoretical elemental content (%) C 54 H 30 D4N2O2: C, 86.84; H, 5.13; N, 3.75. Measured elemental content (%): C, 86.81; H, 5.15; N, 3.78.

[0235] Synthesis Example 25: Synthesis of Compound 377

[0236]

[0237] Under argon protection, AA-346 (4.00 g, 30.00 mmol), BB-377 (18.79 g, 60.00 mmol), Pd2(dba)3 (0.64 g, 0.70 mmol), BINAP (0.87 g, 1.40 mmol), sodium tert-butoxide (9.61 g, 100 mmol) and 300 ml of toluene were added to the reaction flask. The mixture was stirred and the above system was heated under reflux for 7 h. After the reaction was completed, it was cooled to room temperature, distilled water was added, extracted with dichloromethane, allowed to stand for liquid separation, dried over anhydrous magnesium sulfate, filtered, the filtrate was concentrated by distillation under reduced pressure, suction filtered, and finally recrystallized with toluene / methanol (10:1) to obtain compound 377 (13.63 g, 76%), HPLC purity ≥ 99.97%. Mass spectrometry m / z: 597.1239 (theoretical value: 597.1221). Theoretical elemental content (%) C 40 H 23 NOS2: C, 80.37; H, 3.88; N, 2.34. Measured elemental content (%) C, 80.40; H, 3.92; N, 2.29.

[0238] Synthesis Example 26: Synthesis of Compound 378

[0239]

[0240] Replace AA-17, aa-473, DD-17 in Synthesis Example 2 with equimolar AA-378, BB-378, DD-264, and the other steps are the same to obtain compound 378 (16.46 g), HPLC detection of solid purity ≥ 99.93%. Mass spectrometry m / z: 783.2218 (theoretical value:

[0241] 783.2232). Theoretical elemental content (%) C 56 H 33 NO2S: C, 85.80; H, 4.24; N, 1.79. Measured elemental content (%): C, 85.77; H, 4.25; N, 1.83.

[0242] Synthesis Example 27: Synthesis of Compound 389

[0243]

[0244] Replace AA-17, aa-473, DD-17 in Synthesis Example 2 with equimolar AA-389, BB-389, DD-389, and the other steps are the same to obtain compound 389 (15.13 g), HPLC detection of solid purity ≥ 99.96%. Mass spectrometry m / z: 690.2367 (theoretical value:

[0245] 690.2358). Theoretical elemental content (%), C 48 H 22 D7NO2S: C, 83.45; H, 5.25; N, 2.03. Measured elemental content (%): C, 83.41; H, 5.27; N, 2.01.

[0246] Synthesis Example 28: Synthesis of Compound 413

[0247]

[0248] Replace AA-17 and aa-473 in Synthesis Example 2 with equimolar AA-413 and BB-413, and keep other steps the same, to obtain Compound 413 (14.04 g), with HPLC-detected solid purity ≥ 99.97%. Mass spectrometry m / z: 623.1391 (theoretical value: 623.1378). Theoretical elemental content (%), C 42 H 25 NOS2: C, 80.87; H, 4.04; N, 2.25. Measured elemental content (%): C, 80.91; H, 4.06; N, 2.22.

[0249] Synthesis Example 29: Synthesis of Compound 427

[0250]

[0251] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar AA-31, BB-244, and DD-225, and keep other steps the same, to obtain Compound 427 (13.58 g), with HPLC-detected solid purity ≥ 99.98%. Mass spectrometry m / z: 595.1728 (theoretical value:

[0252] 595.1718). Theoretical elemental content (%), C 40 H 25 N3OS: C, 80.65; H, 4.23; N, 7.05. Measured elemental content (%): C, 80.67; H, 4.26; N, 7.04.

[0253] Synthesis Example 30: Synthesis of Compound 430

[0254]

[0255] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar amounts of AA-346, BB-430, and DD-325, and perform the other steps in the same manner to obtain Compound 430 (13.49 g). The solid purity was determined by HPLC to be ≥99.99%. Mass spectrometry m / z: 591.1849 (theoretical value:

[0256] 591.1834). Theoretical elemental content (%) C 42 H 25 NO3: C, 85.26; H, 4.26; N, 2.37. Measured elemental content (%): C, 85.27; H, 4.23; N, 2.41.

[0257] Synthesis Example 31: Synthesis of Compound 471

[0258]

[0259] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar amounts of AA-471, BB-471, and DD-366, and perform the other steps in the same manner to obtain Compound 471 (14.28 g). The solid purity was determined by HPLC to be ≥99.97%. Mass spectrometry m / z: 634.1703 (theoretical value:

[0260] 634.1715). Theoretical elemental content (%) C 43 H 26 N2O2S: C, 81.37; H, 4.13; N, 4.41. Measured elemental content (%): C, 81.39; H, 4.16; N, 4.39.

[0261] Synthesis Example 32: Synthesis of Compound 473

[0262]

[0263] Replace AA-346 and BB-377 in Synthesis Example 25 with equimolar amounts of AA-473 and BB-473, and perform the other steps in the same manner to obtain Compound 473 (16.17 g). The solid purity was determined by HPLC to be ≥99.96%. Mass spectrometry m / z: 769.2634 (theoretical value: 769.2617). Theoretical elemental content (%) C 56 H 35 NO3: C, 87.36; H, 4.58; N, 1.82. Measured elemental content (%): C, 87.40; H, 4.61; N, 1.78.

[0264] Synthesis Example 33: Synthesis of Compound 497

[0265]

[0266] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar amounts of AA-85, BB-497, and DD-225. With other steps remaining the same, compound 497 (16.51 g) was obtained. The solid purity detected by HPLC was ≥ 99.95%. Mass spectrometry m / z: 785.2375 (theoretical value:

[0267] 785.2389). Theoretical elemental content (%) C 56 H 35 NO2S: C, 85.58; H, 4.49; N, 1.78. Measured elemental content (%): C, 85.61; H, 4.51; N, 1.76.

[0268] Synthesis Example 34: Synthesis of Compound 500

[0269]

[0270] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar amounts of AA-500, BB-264, and DD-500. With other steps remaining the same, compound 500 (14.43 g) was obtained. The solid purity detected by HPLC was ≥ 99.96%. Mass spectrometry m / z: 658.2110 (theoretical value:

[0271] 658.2099). Theoretical elemental content (%) C 44 H 18 D9NOS2: C, 80.21; H, 5.50; N, 2.13. Measured elemental content (%): C, 80.19; H, 5.47; N, 2.14.

[0272] Synthesis Example 35: Synthesis of Compound 501

[0273]

[0274] Replace AA-346 and BB-377 in Synthesis Example 25 with equimolar amounts of AA-31 and BB-501. With other steps remaining the same, compound 501 (14.51 g) was obtained. The solid purity detected by HPLC was ≥ 99.97%. Mass spectrometry m / z: 653.1331 (theoretical value: 653.1344). Theoretical elemental content (%) C 40 H 23 N5OS2: C, 73.49; H, 3.55; N, 10.71. Measured elemental content (%): C, 73.55; H, 3.53; N, 10.69.

[0275] Synthesis Example 36: Synthesis of Compound 545

[0276]

[0277] Replace AA-17, aa-473, and DD-17 in Synthesis Example 2 with equimolar amounts of AA-471, BB-545, and DD-366, and perform the other steps in the same manner to obtain Compound 545 (14.08 g). The purity of the solid detected by HPLC is ≧99.98%. Mass spectrometry m / z: 617.1977 (theoretical value: 617.1991). Theoretical elemental content (%) C 44 H 27 NO3: C, 85.56; H, 4.41; N, 2.27. Measured elemental content (%): C, 85.58; H, 4.38; N, 2.31.

[0278] The organic materials in the device preparation examples were all purified by sublimation, and the purity was above 99.99%. The ITO glass substrates and ITO / Ag / ITO glass substrates used in the device preparation examples were all purchased from the market.

[0279] The following are other compounds used in the device preparation examples except for the arylamine compounds described in the present invention:

[0280]

[0281] A combined IVL test system was composed of a test software, a computer, a K2400 digital source meter from Keithley Instruments, Inc. in the United States, and a PR788 spectral scanning luminance meter from PhotoResearch, Inc. in the United States. At atmospheric pressure and room temperature, the devices prepared in the present invention were tested for luminous efficiency, driving voltage, etc. at a current density of 15 mA / cm 2 At this time. The service life (luminance decay to 95% of the initial luminance) of the devices prepared in the present invention was tested using an M6000 OLED lifetime test system from McScience Co., Ltd. at atmospheric pressure and room temperature. The test results are shown in Table 1.

[0282] Comparative Device Preparation Example 1: Comparative Device 1

[0283] First, the ITO / Ag / ITO glass substrate was ultrasonically cleaned with deionized water twice for 20 minutes each time, then ultrasonically cleaned with isopropyl alcohol, acetone, and methanol for 20 minutes each in turn, then exposed to ultraviolet light and ozone for 30 minutes, and finally placed in a vacuum evaporation device for standby.

[0284] The following layers are sequentially evaporated on the above ITO / Ag / ITO glass substrate: a. HT-3 and p-1 (mass ratio 100:5) as the hole injection layer, with a thickness of 25 nm; b. HT-3 as the hole transport layer, with a thickness of 35 nm; c. RH-1, RH-2, and Ir(dpm)(piq)2 (mass ratio 64:32:4) as the light-emitting layer, with a thickness of 35 nm; d. TPBi as the hole blocking layer, with a thickness of 30 nm; e. NBphen and Liq (mass ratio 7:3) as the electron transport layer, with a thickness of 25 nm; f. LiF as the electron injection layer, with a thickness of 0.1 nm; g. Mg and Ag (mass ratio 1:7) as the cathode, with a thickness of 10 nm; h. CP-5 as the capping layer, with a thickness of 100 nm.

[0285] Comparative device preparation example 2: Comparative device 2

[0286] Replace CP-5 in the capping layer with CP-6, and keep the others the same as in Comparative device preparation example 1, then Comparative device 2 can be obtained.

[0287] Device preparation examples 1 - 35: Light-emitting devices 1 - 35

[0288] Replace CP-5 in the capping layer with the arylamine compounds of the present invention in Synthesis examples 2 - 36, and keep the other steps the same as in Comparative device preparation example 1, then Light-emitting devices 1 - 35 can be obtained.

[0289] Table 1

[0290]

[0291]

[0292] The device data in Table 1 show that when the arylamine compounds of the present invention are used as the capping layer material in OLED devices, the luminous efficiency and service life are well improved. In summary, the arylamine compounds provided by the present invention are a class of OLED materials with excellent performance and have good application prospects.

[0293] It should be noted that the present invention has been specifically described with individual embodiments. However, without departing from the principle of the present invention, those of ordinary skill in the art can make various improvements in form or details to the present invention, and these improvements also fall within the protection scope of the present invention.

Claims

1. An aromatic amine compound, characterized in that, The arylamine compound described has the structure shown in formula (I): Wherein, Ar1 is selected from the structure shown in formula (I-A), The formula (I-A) is selected from one of the structures shown as follows: Wherein, X is selected from an oxygen atom or a sulfur atom; Each occurrence of a is independently selected from 0, 1, 2 or 3; each occurrence of b is independently selected from 0, 1 or 2; each occurrence of c is independently selected from 0 or 1; each occurrence of d is independently selected from 0, 1, 2, 3 or 4; R1 and R2 are independently selected from a hydrogen atom, a deuterium atom, a substituted or unsubstituted methyl group, a substituted or unsubstituted isopropyl group, a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group; Each occurrence of R3 is independently selected from a hydrogen atom or a deuterium atom; Ar3 is selected from the structure shown in formula (I-B): The formula (I-B) is selected from one of the structures shown as follows: Wherein, Y is selected from an oxygen atom or a sulfur atom; The described a 11 is, each time it appears, the same as or different from one another and is selected from 0, 1, 2, 3 or 4; the described b 11 is, each time it appears, the same as or different from one another and is selected from 0, 1 or 2; the described c 11 is, each time it appears, the same as or different from one another and is selected from 0, 1, 2 or 3; The described R 11 Each occurrence is independently selected from a hydrogen atom, a deuterium atom, and a cyano group; The described R 12 Each occurrence is independently selected from a hydrogen atom, a deuterium atom, and a cyano group; Ar2 is selected from one of the structures shown as follows, the structure shown in formula (I-A), and the structure shown in formula (I-B); wherein, the a 21 is, each time it appears, independently selected from 0, 1, 2, 3, 4 or 5; the b 21 is, each time it appears, independently selected from 0, 1, 2, 3 or 4; the c 21 is, each time it appears, independently selected from 0, 1, 2 or 3; The R described above 21a each occurrence is independently selected from a hydrogen atom, a deuterium atom, a fluorine atom, a substituted or unsubstituted methyl group, a substituted or unsubstituted isopropyl group, a substituted or unsubstituted tert-butyl group, and a substituted or unsubstituted adamantyl group; the R described above 21 each occurrence is independently selected from a hydrogen atom and a deuterium atom; The described R 22 is selected from one of a substituted or unsubstituted phenyl group and a substituted or unsubstituted naphthyl group; L1 is selected from a single bond or one of the structures shown as follows: L2 is selected from a single bond or one of the structures shown as follows: wherein a 41 is, each time it appears, independently selected from 0, 1, 2, 3 or 4; and b 41 is, each time it appears, independently selected from 0, 1, 2 or 3; The described R 41 Each occurrence is independently selected from a hydrogen atom, a deuterium atom, a methyl group, and a deuterated methyl group; The substituent in the above "substituted or unsubstituted" is selected from a deuterium atom; Provided that the compound does not include:

2. The arylamine compound according to claim 1, characterized in that, The formula (I-A) described above is selected from one of the structures shown below:

3. The aromatic amine compound according to claim 2, characterized in that, R1 and R2 are independently selected from a hydrogen atom; a deuterium atom; a phenyl group substituted or unsubstituted by a deuterium atom.

4. The aromatic amine compound according to claim 1, characterized in that, The formula (I-B) described above is selected from one of the structures shown below: Said R 11 Each occurrence is independently selected from a hydrogen atom and a deuterium atom; The described R 12 Each occurrence is independently selected from a hydrogen atom and a deuterium atom, either the same or different.

5. The aromatic amine compound according to claim 1, wherein Ar2 is selected from one of the structures shown as follows, the structure shown in formula (I-A), and the structure shown in formula (I-B); 6. The aromatic amine compound according to claim 5, wherein Said R 21a Each occurrence is independently selected from a hydrogen atom; a deuterium atom; a fluorine atom; a methyl group which may or may not be substituted with a deuterium atom; an isopropyl group; a deuterated isopropyl group; a tert-butyl group; a deuterated tert-butyl group; and an adamantyl group which may or may not be substituted with a deuterium atom; Said R 22 Each occurrence is the same or different and is selected from among phenyl groups which may or may not be substituted with deuterium atoms.

7. An aromatic amine compound, characterized in that, The arylamine compound is selected from one of the compounds shown as follows:

8. An organic electroluminescent device, comprising an anode, a cathode, and an organic layer, wherein the organic layer comprises at least one of a hole transport region, a light-emitting layer, an electron transport region, and a cover layer on a side of the cathode facing away from the anode between the anode and the cathode, and is characterized in that, The organic layer contains one or more of the arylamine compounds described in any one of claims 1 to 7.

9. The organic electroluminescent device according to claim 8, wherein the organic layer includes a covering layer on a side of the cathode facing away from the anode, characterized in that, The covering layer contains one or more of the arylamine compounds described in any one of claims 1 to 7.

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