Triarylamine derivative and organic electroluminescent device thereof

Abstract

The invention provides a triarylamine derivative and an organic electroluminescent device thereof, and particularly relates to the technical field of organic electroluminescence. The triarylamine derivative provided by the invention has proper HOMO energy level, good hole mobility and relatively strong electron donating ability, is beneficial to hole injection and transmission, increase of carrier transmission balance and improvement of effective compounding of excitons in a luminescent layer, and meanwhile, the triarylamine derivative also has good refractive index and high glass transition temperature, and can be used for preparing a light-emitting device. The organic electroluminescent material has the advantages of good film-forming property and excellent light extraction efficiency, reduces the accumulation of Joule heat in the device, is applied to the organic electroluminescent device as a hole transport layer material or a covering layer material, obviously improves the luminous efficiency of the device, and prolongs the service life of the device. The triarylamine derivative and the organic electroluminescent device thereof have good application effect and industrialization prospect.

Description

Technical Field

[0001] The present invention relates to the technical field of organic electroluminescent materials, in particular to a triarylamine derivative and an organic electroluminescent device thereof. Background Art

[0002] Electroluminescence occurs when an organic photoelectric material, driven by an electric current or electric field, injects and transfers electrons and holes from the cathode and anode into the organic layer, causing them to recombine within the light-emitting layer to produce excitons. The excitons release energy in the form of light radiation, directly converting electrical energy into light. Organic electroluminescent devices (OLEDs) offer fast response, wide viewing angles, a thin and lightweight design, a wide operating temperature range, low energy consumption, excellent color purity, high definition, and flexibility, making them widely used in numerous fields, including display and lighting.

[0003] Organic electroluminescent devices are usually classic sandwich structures consisting of cathode, anode and organic functional layers. Organic electroluminescent devices can be divided into single-layer devices, double-layer devices and multi-layer devices according to their structure. Multi-layer devices are composed of anode, cathode and organic layer. The organic layer includes hole injection layer, hole transport layer, electron blocking layer, light-emitting layer, hole blocking layer, electron transport layer, electron injection layer, covering layer and other functional layers.

[0004] Whether the performance of organic electroluminescent devices is excellent depends mainly on the performance of each organic layer material. For the hole transport layer material in the existing technology, the triplet energy level is low, which increases the energy barrier of holes in the injection and transmission process, has a low glass transition temperature, poor thermal stability, poor film forming properties, low hole mobility, and unbalanced transmission of holes and electrons, which reduces the effective recombination of holes and electrons in the light-emitting layer and reduces the luminous efficiency of the device. At the same time, two or more independent light-emitting parts are connected in series through a charge generation layer (CGL), and the electrons and holes generated by the CGL are injected into adjacent light-emitting units respectively. Conventional n-type doping The p-type doped layer serves as a connecting layer between the light-emitting units. The efficiency of hole / electron recombination into excitons in the light-emitting unit is low, which reduces the luminous efficiency of the device. In addition, there is a plasma resonance effect between the cover layer material and the cathode material, which reduces the light extraction efficiency inside the device, so that part of the light is confined inside the device, and heat accumulation reduces the service life of the device. In order to obtain an organic electroluminescent device with high luminous efficiency and long service life, it is crucial to design an organic electroluminescent material with a suitable HOMO energy level, high hole mobility, high glass transition temperature, good thermal stability and good film-forming properties. Summary of the Invention

[0005] In order to solve the problem of low performance of organic electroluminescent devices in the prior art, the present invention provides a triarylamine derivative and an organic electroluminescent device thereof.

[0006] The present invention provides a triarylamine derivative having a structure as shown in Formula I.

[0007]

[0008] In formula I, t1 is selected from any one of O, S, and N(R7);

[0009] The v are the same as or different from each other and are selected from CH or N atoms. When v is bonded to other groups, the v is selected from C atoms;

[0010] The Ar1 is selected from any one of the groups represented by formula II-1 to formula II-8;

[0011]

[0012] The z are the same as or different from each other and are selected from CH or N atoms. When z is bonded to other groups, the z is selected from C atoms;

[0013] The t2 is selected from any one of O, S, and N(R8);

[0014] The ring A, ring B, and ring C are the same or different from each other and are selected from substituted or unsubstituted C3-C7 aliphatic rings;

[0015] The R1, R2, R3, R4, and R9 are the same as or different from each other and are selected from any one of hydrogen, deuterium, cyano, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C3-C25 silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C6-C30 fused ring of aromatic ring and C3-C30 aliphatic ring, and substituted or unsubstituted C2-C30 heteroaryl;

[0016] The a is selected from 0, 1 or 2, the b is selected from 0, 1, 2, 3 or 4, and the c is selected from 0, 1, 2 or 3. When there are two or more R1s, the two or more R1s are the same or different from each other; when there are two or more R2s, the two or more R2s are the same or different from each other, or two adjacent R2s may be connected to form one or more substituted or unsubstituted rings; when there are two or more R3s, the two or more R3s are the same or different from each other, or two adjacent R3s may be connected to form one or more substituted or unsubstituted rings; when there are two or more R4s, the two or more R4s are the same or different from each other, or two adjacent R4s may be connected to form one or more substituted or unsubstituted rings;

[0017] wherein b1 is selected from 0, 1, 2, 3, 4, 5, 6 or 7, b2 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9, b3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11, b4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, b5 is selected from 0, 1, 2, 3 or 4, and b6 is selected from 0, 1, 2, 3, 4 or 5. When two or more R9 are present, the two or more R9 are the same or different, or two adjacent R9s may be connected to form a substituted or unsubstituted ring;

[0018] The R7 and R8 are the same as or different from each other and are selected from any one of a substituted or unsubstituted C1-C12 alkyl group, a substituted or unsubstituted C2-C12 alkenyl group, a substituted or unsubstituted C3-C12 cycloalkyl group, a substituted or unsubstituted C3-C25 silyl group, a substituted or unsubstituted C6-C30 aromatic ring and a C3-C30 aliphatic ring fused ring group, a substituted or unsubstituted C2-C30 heteroaryl group, or R7 may be directly bonded to L2, or R8 may be directly bonded to L1;

[0019] The L1 to L3 are the same as or different from each other and are selected from any one of a single bond, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, a divalent substituted or unsubstituted fused ring group of a C6 to C30 aromatic ring and a C3 to C30 aliphatic ring, and combinations thereof.

[0020] The present invention also provides an organic electroluminescent device comprising an anode, an organic layer, and a cathode, wherein the organic layer is located between the anode and the cathode or outside either the anode or the cathode, and the organic layer comprises any one or more of the triarylamine derivatives.

[0021] Beneficial effects: The triarylamine derivative represented by formula I provided by the present invention has a suitable HOMO energy level, good hole mobility, and strong electron donating ability, which can reduce the energy barrier that needs to be overcome during hole transport, facilitate hole injection and transport, and increase the effective recombination of excitons in the light-emitting layer; at the same time, the triarylamine derivative also has a good refractive index, a high glass transition temperature, good film-forming properties, and high thermal stability. When used in organic electroluminescent devices as hole transport layer materials or cover layer materials, the luminous efficiency of the device is significantly improved and the service life is extended. DETAILED DESCRIPTION

[0022] The following will be a clear and complete description of the technical solutions of the specific embodiments of the present invention. Obviously, the embodiments described are only part of the embodiments of the present invention, not all of them. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without making any creative efforts shall fall within the scope of protection of the present invention.

[0023] In the compounds of the present invention, any atom not designated as a specific isotope is included as any stable isotope of that atom, and includes the atom at both its natural isotopic abundance and unnatural abundance.

[0024] In the present specification, "*" means a portion connecting to another substituent.

[0025] In this specification, when the position of a substituent on a ring is not fixed, it means that it can be attached to any one of the corresponding optional positions of the ring. For example, Can be represented Can represent Can represent And so on.

[0026] In this specification, when a substituent or a bond at a connection site runs through two or more rings, it indicates that it can be connected to any of the two or more rings, specifically any of the corresponding optional sites of the ring. For example, Can represent Can represent And so on.

[0027] Examples of the halogen atom described in the present invention may include fluorine, chlorine, bromine or iodine.

[0028] The alkyl group described herein refers to a monovalent group obtained by removing a hydrogen atom from an alkane molecule. It can be a straight-chain alkyl group or a branched-chain alkyl group, preferably having 1 to 12 carbon atoms, more preferably 1 to 8 carbon atoms, and particularly preferably 1 to 6 carbon atoms. The alkyl group can be substituted or unsubstituted. Specific examples include, but are not limited to, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, and dodecyl.

[0029] The alkenyl group of the present invention refers to a monovalent group obtained by removing a hydrogen atom from an olefin molecule, which can be a straight-chain alkenyl group or a branched alkenyl group, preferably having 2 to 12 carbon atoms, more preferably 2 to 6 carbon atoms. The alkenyl group can be substituted or unsubstituted. Specific examples include vinyl, 1-propenyl, isopropenyl, butenyl, pentenyl, 3-methyl-1-butenyl, allyl, 1-phenylvinyl-1-yl, styryl, etc., but are not limited thereto.

[0030] The cycloalkyl group herein refers to a monovalent group obtained by removing a hydrogen atom from a cyclic alkane molecule, preferably having 3 to 12 carbon atoms, more preferably 3 to 10 carbon atoms, and particularly preferably 3 to 6 carbon atoms. The cycloalkyl group may be substituted or unsubstituted. Examples of cycloalkyl groups include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, and norbornyl.

[0031] The "substituted or unsubstituted silyl group" in the present invention refers to -Si(R k )3 groups, wherein each R k The same or different groups are selected from the following groups: hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C2-C60 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C60 aromatic fused ring group, substituted or unsubstituted C3-C30 alicyclic and C2-C60 heteroaromatic fused ring group. Preferably, each R k The same or different groups are selected from the following groups: hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C6-C60 aryl. The number of carbon atoms in the alkyl group is preferably 1 to 20, preferably 1 to 15, more preferably 1 to 10, and most preferably 1 to 8. The number of carbon atoms in the cycloalkyl group is preferably 3 to 20, preferably 3 to 15, more preferably 3 to 10, and most preferably 3 to 7. The number of carbon atoms in the aryl group is preferably 6 to 30, more preferably 6 to 18, and particularly preferably 6 to 12. Preferably, each R kThe same or different groups are selected from the following groups: hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted pentyl, substituted or unsubstituted hexyl, substituted or unsubstituted heptyl, substituted or unsubstituted octyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl. Preferably, the "substituted or unsubstituted C3-C25 silyl group" refers to a silyl group substituted by a substituted or unsubstituted C3-C25 alkyl or aryl group, which is preferably substituted by three alkyl groups or three aryl groups. Examples of the “substituted or unsubstituted silyl group”, especially the “substituted or unsubstituted C3-C25 silyl group” may include trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl and the like, but are not limited thereto.

[0032] The aryl group described in the present invention refers to a monovalent group obtained by removing a hydrogen atom from the aromatic carbon nucleus of an aromatic compound molecule, which can be a monocyclic aryl group, a polycyclic aryl group or a condensed aryl group, preferably having 6 to 30 carbon atoms, more preferably 6 to 18 carbon atoms, and particularly preferably 6 to 12 carbon atoms. The aryl group can be substituted or unsubstituted. The monocyclic aryl group refers to an aryl group having only one aromatic ring in the molecule, such as phenyl, etc., but not limited thereto; the polycyclic aryl group refers to an aryl group containing two or more independent aromatic rings in the molecule, such as biphenyl, terphenyl, quaterphenyl, etc., but not limited thereto; the condensed aryl group refers to an aryl group containing two or more aromatic rings in the molecule and fused to each other by sharing two adjacent carbon atoms, such as naphthyl, anthracenyl, phenanthrenyl, pyrenyl, perylenyl, fluorenyl, triphenylene, fluoranthenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, benzofluorenyl, 9,9'-spirobifluorenyl, etc., but are not limited thereto.

[0033] The heteroaryl group of the present invention is a general term for a group in which one or more aromatic carbon atoms in an aromatic group are replaced by a heteroatom, wherein the heteroatom includes but is not limited to O, S, N, Si or P atoms, and preferably has 2 to 30 carbon atoms, particularly preferably 2 to 18 carbon atoms, and most preferably 2 to 12 carbon atoms. The attachment point of the heteroaryl group can be located on a ring-forming carbon atom or a ring-forming heteroatom, and the heteroaryl group can be a monocyclic heteroaryl group, a polycyclic heteroaryl group or a condensed ring heteroaryl group. The heteroaryl group can be substituted or unsubstituted. The monocyclic heteroaryl groups include, but are not limited to, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, etc.; the polycyclic heteroaryl groups include, but are not limited to, bipyridyl, bipyrimidinyl, phenylpyridinyl, phenylpyrimidinyl, etc.; the fused ring heteroaryl groups include, but are not limited to, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, quinazolinyl, quinoxalinyl, benzoquinazolinyl, benzoquinoxalinyl, The invention also includes benzophenone, phenanthroline, naphthyridinyl, indolyl, benzothiophenyl, benzofuranyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, dibenzofuranyl, benzodibenzofuranyl, dibenzothiophenyl, benzodibenzothiophenyl, dibenzoxazolyl, dibenzimidazolyl, dibenzothiazolyl, carbazolyl, benzocarbazolyl, acridinyl, phenoxazinyl, phenothiazinyl, phenoxathiyl, spirofluorenyloxanthryl, spirofluorenylthioanthryl, etc., but is not limited thereto.

[0034] The aliphatic ring described herein refers to a cyclic hydrocarbon with aliphatic properties, containing a closed carbon ring in the molecule, preferably having 3 to 30 carbon atoms, more preferably 3 to 18 carbon atoms, further preferably 3 to 12 carbon atoms, and even more preferably 3 to 7 carbon atoms. It can form a monocyclic hydrocarbon or a polycyclic hydrocarbon and can be fully unsaturated or partially unsaturated. The aliphatic ring can be substituted or unsubstituted. Specific examples include, but are not limited to, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopropene, cyclobutene, cyclopentene, cyclohexene, and cycloheptene. Multiple monocyclic hydrocarbons can also be connected in various ways: two rings in a molecule can share a carbon atom to form a spirocycle; two carbon atoms on the ring can be connected by a carbon bridge to form a bridged ring; and several rings can be connected to form a cage-like structure.

[0035] The fused ring of an aromatic ring and an aliphatic ring described in the present invention refers to a ring formed by condensing one or more aromatic rings and one or more aliphatic rings in a molecule by sharing two adjacent carbon atoms. The aromatic ring preferably has 6 to 30 carbon atoms, more preferably 6 to 18 carbon atoms, and most preferably 6 to 12 carbon atoms. The aliphatic ring preferably has 3 to 30 carbon atoms, more preferably C3 to C18 carbon atoms, more preferably 3 to 12 carbon atoms, and most preferably 3 to 7 carbon atoms. The fused ring of an aromatic ring and an aliphatic ring can be substituted or unsubstituted. Examples include benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, naphthocyclopropane, naphthocyclobutane, naphthocyclopentane, naphthocyclohexane, naphthocyclopentenyl, naphthocyclohexenyl, etc., but are not limited thereto.

[0036] The arylene group described in the present invention refers to the general term for the divalent group left after two hydrogen atoms are removed from the aromatic core carbon of the aromatic hydrocarbon molecule. It can be a monocyclic arylene group, a polycyclic arylene group or a condensed ring arylene group, preferably having 6 to 30 carbon atoms, more preferably 6 to 22 carbon atoms, more preferably 6 to 18 carbon atoms, and most preferably 6 to 12 carbon atoms. Regarding the above-mentioned arylene group, as a monocyclic arylene group, it can be a phenylene group, etc., but it is not limited thereto. The arylene group can be substituted or unsubstituted. As the above-mentioned polycyclic arylene group, it can be a biphenylene group, a terphenylene group, a quaterphenylene group, etc., but it is not limited thereto. As the above-mentioned condensed ring arylene group, it can be a naphthylene group, anthrylene group, phenanthrenyl group, pyrenyl group, fluorenyl group, spirofluorenyl group, triphenylene group, perylene group, fluoranthenyl group, fluoren ... etc., but not limited thereto.

[0037] The heteroarylene group described in the present invention refers to a general term for a divalent group remaining after removing two hydrogen atoms from the core carbon of an aromatic heterocycle composed of carbon and heteroatoms. The heteroatom may be one or more of N, O, S, Si, and P. It may be a monocyclic heteroarylene group, a polycyclic heteroarylene group, or a condensed-ring heteroarylene group, preferably having 2 to 30 carbon atoms, more preferably 2 to 22 carbon atoms, even more preferably 2 to 20 carbon atoms, and most preferably 3 to 12 carbon atoms. The heteroarylene group may be substituted or unsubstituted. Examples may include pyridylene, pyrimidylene, pyrazinylene, pyridazinylene, triazinylene, thienylene, pyrrolylene, furylene, pyranylene, oxazolylene, thiazolylene, imidazolylene, benzoxazolylene, benzothiazolylene, benzimidazolylene, carbazolylene, benzocarbazolylene, acridinylene, xanthenylene, thioanthenylene, phenazinylene, phenothiazinylene, phenoxazinylene, indolylene, quinolylene, isoquinolylene, benzothienylene, benzofuranylene, dibenzofuranylene, dibenzothienylene, quinoxalinylene, quinazolinylene, naphthyridinylene, purinylene, o-phenanthrolineylene, and the like, but are not limited thereto.

[0038] The divalent fused aromatic and aliphatic ring groups described herein are those with two linking sites, i.e., divalent groups. The description of the fused aromatic and aliphatic ring groups described above applies to these groups, except that they are divalent groups.

[0039] In the context of "substituted or unsubstituted" herein, "unsubstituted" means that no hydrogen atom on the group is replaced by any substituent; "substituted" means that at least one hydrogen atom on the group is replaced by a substituent, and the position of the substitution is not limited. When multiple hydrogen atoms are replaced by multiple substituents, the multiple substituents may be the same or different.

[0040] The substituents in the "substituted or unsubstituted" of the present invention may be the same as or different from each other and are selected from any one of deuterium, cyano, nitro, trifluoromethyl, halogen atoms, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C3-C25 silyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, preferably deuterium, cyano, halogen atoms, trifluoromethyl, halogen atoms, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C3-C25 silyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring. alkyl, C1-C12 alkyl, C3-C12 cycloalkyl, C3-C25 silyl, C6-C30 aryl, C2-C30 heteroaryl, specific examples of which may include deuterium, fluorine, chlorine, bromine, iodine, cyano, trifluoromethyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, deuterated methyl, deuterated isopropyl, deuterated tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, phenyl, biphenyl, terphenyl, tolyl, pentadeuterated phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, triphenylene, 1,2-dimethyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1,2-diphenyl-1 The invention also includes oxazolyl, oxazolyl, thiazolyl, benzothiazolyl, benzotriazolyl, benzoimidazolyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, phenothiazinyl, phenoxazinyl, and the like, but is not limited thereto.

[0041] The term "linked to form a ring" as used herein refers to two groups being linked to each other via a chemical bond and optionally aromatized. For example:

[0042]

[0043] In this specification, the ring formed by connection can be an aromatic ring or a non-aromatic ring, and can be a three-membered ring, a four-membered ring, a five-membered ring, a six-membered ring, a seven-membered ring, an eight-membered ring, a condensed ring, etc., for example, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentene, cyclohexene, adamantane, norbornane, benzene, naphthalene, phenanthrene, triphenylene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, fluorene, dibenzofuran, dibenzothiophene, carbazole, etc., but are not limited thereto.

[0044] The present invention provides a triarylamine derivative having a structure as shown in Formula I.

[0045]

[0046] In formula I, t1 is selected from any one of O, S, and N(R7);

[0047] The v are the same as or different from each other and are selected from CH or N atoms. When v is bonded to other groups, the v is selected from C atoms;

[0048] The Ar1 is selected from any one of the groups represented by formula II-1 to formula II-8;

[0049]

[0050] The z are the same as or different from each other and are selected from CH or N atoms. When z is bonded to other groups, the z is selected from C atoms;

[0051] The t2 is selected from any one of O, S, and N(R8);

[0052] The ring A, ring B, and ring C are the same or different from each other and are selected from substituted or unsubstituted C3-C7 aliphatic rings;

[0053] The R1, R2, R3, R4, and R9 are the same as or different from each other and are selected from any one of hydrogen, deuterium, cyano, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C3-C25 silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C6-C30 fused ring of aromatic ring and C3-C30 aliphatic ring, and substituted or unsubstituted C2-C30 heteroaryl;

[0054] The a is selected from 0, 1 or 2, the b is selected from 0, 1, 2, 3 or 4, and the c is selected from 0, 1, 2 or 3. When there are two or more R1s, the two or more R1s are the same or different from each other; when there are two or more R2s, the two or more R2s are the same or different from each other, or two adjacent R2s may be connected to form one or more substituted or unsubstituted rings; when there are two or more R3s, the two or more R3s are the same or different from each other, or two adjacent R3s may be connected to form one or more substituted or unsubstituted rings; when there are two or more R4s, the two or more R4s are the same or different from each other, or two adjacent R4s may be connected to form one or more substituted or unsubstituted rings;

[0055] wherein b1 is selected from 0, 1, 2, 3, 4, 5, 6 or 7, b2 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9, b3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11, b4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, b5 is selected from 0, 1, 2, 3 or 4, and b6 is selected from 0, 1, 2, 3, 4 or 5. When two or more R9 are present, the two or more R9 are the same or different, or two adjacent R9s may be connected to form a substituted or unsubstituted ring;

[0056] The R7 and R8 are the same as or different from each other and are selected from any one of a substituted or unsubstituted C1-C12 alkyl group, a substituted or unsubstituted C2-C12 alkenyl group, a substituted or unsubstituted C3-C12 cycloalkyl group, a substituted or unsubstituted C3-C25 silyl group, a substituted or unsubstituted C6-C30 aromatic ring and a C3-C30 aliphatic ring fused ring group, a substituted or unsubstituted C2-C30 heteroaryl group, or R7 may be directly bonded to L2, or R8 may be directly bonded to L1;

[0057] The L1 to L3 are the same as or different from each other and are selected from any one of a single bond, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, a divalent substituted or unsubstituted fused ring group of a C6 to C30 aromatic ring and a C3 to C30 aliphatic ring, and combinations thereof.

[0058] Preferably, the Any one selected from the following groups;

[0059]

[0060] The t1 is selected from any one of O, S, and N(R7);

[0061] R7 is selected from any one of the following groups, which are substituted or unsubstituted with one or more deuterium, trifluoromethyl, halogen, cyano, C1-C12 alkyl, C3-C12 cycloalkyl, trimethylsilyl, or triphenylsilyl: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornane, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, or benzocyclohexane, or R7 may be directly bonded to L2;

[0062] R1 and R2 are the same as or different from each other and are selected from hydrogen, deuterium, cyano, trifluoromethyl, or any one of the following groups which are substituted or unsubstituted by one or more deuterium, cyano, trifluoromethyl, trimethylsilyl, triphenylsilyl, C1-C12 alkyl, or C3-C12 cycloalkyl: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopropyl, benzocyclobutane, benzocyclopentyl, benzocyclohexyl, benzofuranyl, or benzothiophenyl;

[0063] The c1 is selected from 0, 1, 2, 3 or 4, the c2 is selected from 0, 1 or 2, the c3 is selected from 0, 1, 2 or 3, the c4 is selected from 0 or 1, the c5 is selected from 0, 1, 2, 3, 4, 5 or 6, the c6 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, and the c7 is selected from 0, 1, 2, 3, 4 or 5.

[0064] Preferably, the Any one selected from the following groups;

[0065]

[0066] Said R3, R4, and R5 are the same as or different from each other and are selected from hydrogen, deuterium, cyano, trifluoromethyl, or any one of the following groups which are substituted or unsubstituted by one or more deuterium, cyano, trifluoromethyl, trimethylsilyl, triphenylsilyl, C1-C12 alkyl, or C3-C12 cycloalkyl: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopentyl, benzocyclohexyl, benzofuranyl, or benzothiophenyl;

[0067] The d1 is selected from 0, 1, 2, 3 or 4, the d2 is selected from 0, 1, 2 or 3, the d3 is selected from 0, 1, 2, 3, 4, 5 or 6, the d4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, the d5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, the d6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12, and the d7 is selected from 0, 1, 2, 3, 4 or 5.

[0068] Preferably, the Ar1 is selected from any one of the groups shown below;

[0069]

[0070] The R9 are the same as or different from each other and are selected from hydrogen, deuterium, cyano, trifluoromethyl, or any one of the following groups which are substituted or unsubstituted by one or more deuterium, cyano, trifluoromethyl, trimethylsilyl, triphenylsilyl, C1-C12 alkyl, or C3-C12 cycloalkyl: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopentyl, benzocyclohexyl, benzofuranyl, or benzothiophenyl;

[0071] The e1 is selected from 0, 1, 2, 3, 4, 5, 6 or 7, the e2 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9, the e3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11, the e4 is selected from 0, 1, 2, 3 or 4, the e5 is selected from 0, 1, 2 or 3, the e6 is selected from 0, 1 or 2, the e7 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, the e8 is selected from 0, 1, 2, 3, 4, 5 or 6, the e9 is selected from 0 or 1, the e 10 Selected from 0, 1, 2, 3, 4 or 5, said e 11 Selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 or 13.

[0072] Preferably, L1 to L3 are the same or different from each other and are selected from a single bond or any one of the following structures:

[0073]

[0074] The R c are the same as or different from each other and are selected from hydrogen, deuterium, cyano, trifluoromethyl, halogen, or any one of the following groups which are substituted or unsubstituted by one or more deuterium, cyano, trifluoromethyl, halogen, trimethylsilyl, triphenylsilyl, C1-C12 alkyl, or C3-C12 cycloalkyl: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopropyl, benzocyclobutane, benzocyclopentyl, or benzocyclohexyl;

[0075] The f1 is selected from 0, 1, 2, 3 or 4, the f2 is selected from 0, 1, 2 or 3, the f3 is selected from 0, 1 or 2, the f4 is selected from 0, 1, 2, 3, 4, 5 or 6, the f5 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, the f6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, and the f7 is selected from 0, 1, 2, 3, 4 or 5.

[0076] Preferably, the triarylamine derivative is selected from any one of the following structures,

[0077]

[0078]

[0079]

[0080]

[0081]

[0082]

[0083]

[0084]

[0085]

[0086]

[0087]

[0088]

[0089]

[0090] The above lists some specific structural forms of the triarylamine derivatives represented by Formula I of the present invention, but the present invention is not limited to these chemical structures listed. All those based on the structure shown in Chemical Formula I and having substituents as defined above are included.

[0091] The present invention also provides an organic electroluminescent device comprising an anode, an organic layer, and a cathode, wherein the organic layer is located between the anode and the cathode or outside either the anode or the cathode, and the organic layer comprises any one or more of the triarylamine derivatives.

[0092] Preferably, the organic layer of the present invention is located between the anode and the cathode, and includes at least one layer of a hole transport region, a light emitting layer, and an electron transport region.

[0093] Preferably, the hole transport region of the present invention comprises at least one of a hole injection layer, a hole transport layer, and an electron blocking layer.

[0094] Preferably, at least one of the hole injection layer, hole transport layer, and electron blocking layer described in the present invention comprises any one or more of the triarylamine derivatives described in the present invention.

[0095] Preferably, the hole transport layer of the present invention comprises a first hole transport layer and / or a second hole transport layer, and the first hole transport layer and / or the second hole transport layer comprises any one or more of the triarylamine derivatives of the present invention.

[0096] Preferably, the first hole transport layer is located between the anode and the light-emitting layer, the second hole transport layer is located between the first hole transport layer and the light-emitting layer, and the first hole transport layer and / or the second hole transport layer contain any one or more of the triarylamine derivatives described in the present invention.

[0097] Preferably, the organic layer is located between the anode and the cathode, the organic layer comprises two or more light-emitting parts and a charge generation layer, the first light-emitting part is located between the anode and the cathode, the second light-emitting part is located between the first light-emitting part and the cathode, the charge generation layer is located between the first light-emitting part and the second light-emitting part, and the charge generation layer comprises at least one of the triarylamine derivatives described in the present invention.

[0098] Preferably, the charge generation layer is composed of an N-type charge generation layer arranged adjacent to the first light-emitting portion and a P-type charge generation layer arranged adjacent to the second light-emitting portion, and the organic layer contains a P-type charge generation layer, and the P-type charge generation layer contains at least one of the triarylamine derivatives described in the present invention.

[0099] Preferably, the light-emitting layer of the present invention comprises a host material and a doping material.

[0100] Preferably, the electron transport region of the present invention comprises at least one of an electron injection layer, an electron transport layer, and a hole blocking layer.

[0101] Preferably, the organic layer of the present invention is located outside any one of the anode and the cathode, and the organic layer comprises a covering layer, and the covering layer comprises any one or more of the triarylamine derivatives of the present invention.

[0102] The present invention does not particularly limit the materials of the thin films in the organic electroluminescent device, and materials known in the art can be used. The following is an introduction to the organic functional layers of the organic electroluminescent device and the electrodes on both sides of the device:

[0103] The organic electroluminescent device of the present invention is usually formed on a substrate. The substrate can be any substrate that does not change during the formation of electrodes and organic layers, and can be made of, for example, glass, plastic, polymer film, silicon, or the like.

[0104] The anode material of the present invention preferably uses a material with a high functional function to improve the hole injection efficiency. The anode material that can be used in the present invention is selected from the following: indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO) or any combination thereof, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag) or any combination thereof. The anode can have a single-layer structure or a multi-layer structure including two or more layers. For example, the anode can have a single-layer structure of Al or a three-layer structure of ITO / Ag / ITO, but is not limited thereto.

[0105] The hole injection layer of the present invention preferably uses a material with good hole-accepting ability. Specific examples of materials that can be used for the hole injection layer of the present invention include metal oxides such as silver oxide, vanadium oxide, tungsten oxide, copper oxide, and titanium oxide, phthalocyanine compounds, benzidine compounds, and phenazine compounds, but are not limited thereto.

[0106] The hole transport layer material described in the present invention preferably has a high hole mobility. It can be selected from any one or more of the following structures: carbazole derivatives, triarylamine derivatives, biphenylenediamine derivatives, fluorene derivatives, stilbene derivatives, hexanitrile hexaazatriphenylene compounds, quinacridone compounds, anthraquinone compounds, polyaniline, polythiophene, and polyvinylcarbazole, but is not limited thereto. The triarylamine derivatives described in the present invention are preferred.

[0107] The light-emitting layer material of the present invention includes a main material and a doping material. The main material of the light-emitting layer needs to have bipolar charge transport properties and a suitable energy level, and is selected from 4,4'-di(9-carbazole)biphenyl (CBP), 9,10-di(2-naphthyl)anthracene (ADN), 9,9'-(1,3-phenyl)di-9H-carbazole (mCP), 4,4',4"-tri(carbazole-9-yl)triphenylamine (TCTA), 9,10-di(1-naphthyl)anthracene ( α-AND), N,N'-di-(1-naphthyl)-N,N'-diphenyl-[1,1':4',1":4",1"'-quadrphenyl]-4,4"'-diamino (4PNPB), 1,3,5-tris(9-carbazolyl)benzene (TCP), etc. In addition to the above materials and their combinations, the main material of the light-emitting layer may also include other known materials suitable for the light-emitting layer, but is not limited thereto. The light-emitting layer doping materials of the present invention are divided into blue light-emitting materials, green light-emitting materials, and the like. The doping material of the light-emitting layer can be a simple fluorescent material or a phosphorescent material, or a combination of fluorescent and phosphorescent materials, selected from 2,5,8,11-tetra-tert-butylperylene (TBPe), 4,4'-bis[4-(diphenylamino)phenyl]biphenyl (BDAVBi), 4,4'-bis[4-(di-p-tolylamino)phenyl]biphenyl (DPAVBi), bis(4,6-difluorophenylpyridine-C2,N)picolinyl Iridium (FIrpic), tris(2-phenylpyridine)iridium (Ir(ppy)3), bis(2-phenylpyridine)iridium acetylacetonate (Ir(ppy)2(acac)), 9,10-bis[N-(p-tolyl)anilino]anthracene (TPA), tris[1-phenylisoquinoline-C2,N]iridium (III) (Ir(piq)3), bis(1-phenylisoquinoline)(acetylacetonate)iridium (Ir(piq)2(acac)), etc., but not limited thereto.

[0108] The hole-blocking layer of the present invention preferably uses a material with strong hole-blocking ability and suitable HOMO / LUMO energy levels. The hole-blocking layer material of the present invention can be selected from any one or more of the following structures: phenanthroline derivatives, rare earth derivatives, imidazole derivatives, oxazole derivatives, oxadiazole derivatives, triazole derivatives, triazine derivatives, quinoline derivatives, phenanthroline derivatives, azobenzene derivatives, anthrone derivatives, etc., but is not limited thereto.

[0109] The electron transport layer material of the present invention preferably has a material with high electron mobility. It can be selected from any one or more of the following structures: 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 1,3,5-tris(N-phenyl-2-benzimidazole)benzene (TPBi), tris(8-hydroxyquinolinolate)aluminum(III) (Alq3), 8-hydroxyquinolinolate-lithium (Liq), bis(2-methyl-8-hydroxyquinolinolate)(4-phenylphenolate)aluminum(III) (BAlq), 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), 4,7-diphenyl-1,10-phenanthroline (Bphen), etc., but is not limited thereto.

[0110] The electron injection layer material described in the present invention is preferably a material with a smaller potential barrier difference than the adjacent organic layer material. Specific examples may include: alkali metal compounds (such as lithium oxide, lithium fluoride, cesium carbonate, cesium fluoride, 8-hydroxyquinoline cesium, 8-hydroxyquinoline aluminum), organic metal salts (metal acetates, metal benzoates or metal stearates), molybdenum trioxide, metallic aluminum, etc., but are not limited thereto.

[0111] The cathode material of the present invention preferably uses a material with a low work function that can promote electron injection into the organic layer to reduce the electron injection barrier. The cathode material can be selected from any one or more of the following materials: Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF / Ca, LiF / Al, Mo, Ti, compounds thereof, or mixtures thereof (e.g., a mixture of Ag and Mg), but is not limited thereto.

[0112] The cover layer described herein is provided on the outside of either the anode or cathode, and is preferably made of a material that improves the light coupling efficiency within the device. The cover layer can be selected from any one or more of the following structures: arylamine derivatives, biscarbazole derivatives, benzimidazole derivatives, benzoxazole derivatives, benzothiazole derivatives, triazole derivatives, benzofuran derivatives, diamine derivatives, porphyrin derivatives, and phthalocyanine derivatives, but is not limited thereto. The triarylamine derivatives described herein are preferred.

[0113] The present invention has no special limitation on the thickness of each organic layer of the organic electroluminescent device, and the thickness commonly used in the art can be adopted.

[0114] The organic electroluminescent device of the present invention can be produced by any one of vacuum evaporation, spin coating, vapor deposition, blade coating, laser thermal transfer, electrospray coating, slit coating, and dip coating.

[0115] The organic light-emitting device of the present invention can be a top-emitting type, a bottom-emitting type or a bidirectional-emitting type.

[0116] The organic electroluminescent device of the present invention can be widely used in the fields of panel display, lighting source, flexible OLED, electronic paper, organic solar cell, organic photoreceptor or organic thin film transistor, signboard, signal light, etc.

[0117] The present invention provides a method for preparing the compound represented by formula I, which is prepared by a carbon-nitrogen coupling reaction well known in the art, but the preparation method of the present invention is not limited thereto. The specific synthetic route is as follows:

[0118]

[0119] Among them, X a are the same as or different from each other and are selected from any one of Cl, Br, and I; the definitions of ring A, v, t1, Ar1, L1-L3, R1-R4, and ac are the same as above.

[0120] In the present invention, the above-mentioned substituents can be bonded by methods known in the art, and the type and position of the substituents or the number of the substituents can be changed according to techniques known in the art.

[0121] The present invention is explained in more detail by the following examples, but it is not intended that the present invention be limited thereby. Based on this description, those of ordinary skill in the art will be able to implement the present invention and prepare other compounds and devices according to the present invention within the disclosed entire range without inventive effort.

[0122] Preparation and characterization of compounds

[0123] Description of raw materials, reagents and characterization equipment:

[0124] The present invention has no particular limitation on the sources of the raw materials and reagents used in the following examples, and they can be commercially available products or prepared using methods well known to those skilled in the art. The raw materials and reagents used in the present invention are all reagent-grade.

[0125] Mass spectrometry was performed using a British Waters G2-Si quadrupole tandem time-of-flight high-resolution mass spectrometer, with chloroform as the solvent;

[0126] Elemental analysis was performed using a Vario EL cube organic element analyzer from Elementar, Germany, with a sample mass of 5–10 mg;

[0127] Synthesis Example 1: Preparation of Intermediate C-296:

[0128]

[0129] Under nitrogen protection, m-296 (14.07 g, 90.00 mmol), n-296 (19.00 g, 90.00 mmol), Pd(PPh3)4 (1.04 g, 0.90 mmol), K2CO3 (22.11 g, 160 mmol) and 450 mL (toluene: ethanol: water = 2:1:1) mixed solvent were added to the reaction flask, the mixture was stirred, and the mixed solution of the above reactants was heated under reflux for 4.0 h. After the reaction was completed, it was cooled to room temperature, distilled water was added, extracted with dichloromethane, and the liquid was allowed to stand. The organic layer was collected and dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by distillation under reduced pressure. The resulting solid was recrystallized with toluene: methanol = 10:1 and dried to obtain the raw material c-296 (16.82 g, yield 77%) with HPLC purity ≥99.79%. Mass spectrum m / z: 242.0487 (theoretical value: 242.0498).

[0130] Synthesis Example 2: Preparation of Intermediate c-439:

[0131]

[0132] Following the same preparation method as in Synthesis Example 1, m-296 was replaced with an equal molar amount of m-439, and n-296 was replaced with an equal molar amount of n-439 to obtain intermediate c-439 (18.36 g) with HPLC purity ≥ 99.75%. Mass spectrum m / z: 272.0439 (theoretical value: 272.0426).

[0133] Synthesis Example 3: Preparation of Intermediate c-455:

[0134]

[0135] Following the same preparation method as in Synthesis Example 1, m-296 was replaced with an equal molar amount of m-455, and n-296 was replaced with an equal molar amount of n-439 to obtain intermediate c-455 (17.02 g) with HPLC purity ≥ 99.80%. Mass spectrum m / z: 248.0350 (theoretical value: 248.0365).

[0136] Synthesis Example 4: Preparation of Intermediate c-493:

[0137]

[0138] Following the same preparation method as in Synthesis Example 1, n-296 was replaced with an equal molar amount of n-493 to obtain intermediate c-493 (22.23 g) with HPLC purity ≥ 99.84%. Mass spectrum m / z: 320.0426 (theoretical value: 320.0426).

[0139] Synthesis Example 5: Preparation of Compound 3:

[0140]

[0141] Preparation of intermediate A-3

[0142] Under nitrogen, a-3 (18.79 g, 60.00 mmol), b-3 (19.89 g, 60.00 mmol), Pd(OAc)2 (0.18 g, 0.80 mmol), P(t-Bu)3 (3.20 mL of a 0.5 M toluene solution, 1.60 mmol), NaOt-Bu (11.53 g, 120.00 mmol), and 300 mL of toluene solvent were added to a reaction flask. The mixture was stirred and heated under reflux for 5 h. After the reaction, the mixture was cooled to room temperature, distilled water was added, and the mixture was extracted with dichloromethane. The mixture was allowed to stand for separation. The organic layer was collected and dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by distillation under reduced pressure. The temperature was lowered for crystallization, and the resulting solid was filtered with suction. The resulting solid was recrystallized from toluene:ethanol = 12:1 to obtain intermediate A-3 (26.38 g, 78% yield) with HPLC purity ≥99.85%. Mass spectrum m / z: 563.2626 (theoretical value: 563.2613).

[0143] Preparation of compound 3:

[0144] Under nitrogen, intermediate A-3 (16.91 g, 30.00 mmol), c-3 (10.45 g, 30.00 mmol), Pd2(dba)3 (0.41 g, 0.45 mmol), BINAP (0.56 g, 0.90 mmol), NaOt-Bu (5.77 g, 60.00 mmol), and 150 ml of toluene were stirred and refluxed for 4.5 h. After the reaction, the mixture was cooled to room temperature, added with distilled water, extracted with dichloromethane, and allowed to stand for separation. The organic layer was collected, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by vacuum distillation. The filtrate was cooled and crystallized, filtered, and the resulting solid was recrystallized from toluene to obtain compound 3 (18.95 g, 76% yield) with HPLC purity ≥99.91%. Mass spectrum: m / z: 830.3676 (theoretical value: 830.3661). Theoretical element content (%) C 63 H 46 N2: C, 91.05; H, 5.58; N, 3.37. Measured element content (%): C, 91.02; H, 5.60; N, 3.41. Synthesis Example 6: Preparation of Compound 41:

[0145]

[0146] Following the same preparation method as in Synthesis Example 5, compound 41 (16.78 g) was obtained by replacing a-3 with an equal molar amount of a-41, b-3 with an equal molar amount of b-41, and c-3 with an equal molar amount of c-41. The HPLC purity was ≥99.95%. Mass spectrum m / z: 755.2630 (theoretical value: 755.2647). Theoretical element content (%): C 56 H 37 NS: C, 88.97; H, 4.93; N, 1.85. Measured element content (%): C, 88.95; H, 4.94; N, 1.81. Synthesis Example 7: Preparation of Compound 47:

[0147]

[0148] Following the same preparation method as in Synthesis Example 5, compound 47 (15.02 g) was obtained by replacing b-3 with an equal amount of b-47 and c-3 with an equal amount of c-47. HPLC purity was ≥99.98%. Mass spectrum m / z: 633.2680 (theoretical value: 633.2668). Theoretical element content (%): C 46 H 35 NO2: C, 87.17; H, 5.57; N, 2.21. Measured element content (%): C, 87.20; H, 5.60; N, 2.19.

[0149] Synthesis Example 8: Preparation of Compound 77:

[0150]

[0151] Following the same preparation method as in Synthesis Example 5, compound 77 (15.45 g) was obtained by replacing b-3 with an equal molar amount of b-77 and c-3 with an equal molar amount of c-47. HPLC purity ≥ 99.93%. Mass spectrum m / z: 643.2892 (theoretical value: 643.2875). Theoretical element content (%): C 48 H 37 NO: C, 89.55; H, 5.79; N, 2.18. Measured element content (%): C, 89.51; H, 5.81; N, 2.21.

[0152] Synthesis Example 9: Preparation of Compound 102:

[0153]

[0154] Following the same preparation method as in Synthesis Example 5, compound 102 (14.64 g) was obtained by replacing b-3 with an equal molar amount of b-102 and c-3 with an equal molar amount of c-47. HPLC purity ≥ 99.93%. Mass spectrum m / z: 633.3018 (theoretical value: 633.3032). Theoretical element content (%): C 47 H 39 NO: C, 89.06; H, 6.20; N, 2.21. Measured element content (%): C, 89.10; H, 6.17; N, 2.19.

[0155] Synthesis Example 10: Preparation of Compound 126:

[0156]

[0157] Following the same preparation method as in Synthesis Example 5, compound 126 (14.26 g) was obtained by replacing b-3 with an equal molar amount of b-126 and c-3 with an equal molar amount of c-47. HPLC purity ≥ 99.90%. Mass spectrum m / z: 633.3020 (theoretical value: 633.3032). Theoretical element content (%): C 47 H 39 NO: C, 89.06; H, 6.20; N, 2.21. Measured element content (%): C, 89.09; H, 6.18; N, 2.20.

[0158] Synthesis Example 11: Preparation of Compound 171:

[0159]

[0160] Following the same preparation method as in Synthesis Example 5, compound 171 (18.14 g) was obtained by replacing b-3 with an equal molar amount of b-41 and c-3 with an equal molar amount of c-47. HPLC purity ≥ 99.98%. Mass spectrum m / z: 755.3175 (theoretical value: 755.3188). Theoretical element content (%): C 57 H 41 NO: C, 90.56; H, 5.47; N, 1.85. Measured element content (%): C, 90.60; H, 5.50; N, 1.82.

[0161] Synthesis Example 12: Preparation of Compound 178:

[0162]

[0163] Following the same preparation method as in Synthesis Example 5, compound 178 (17.92 g) was obtained by replacing b-3 with an equal molar amount of b-41 and c-3 with an equal molar amount of c-178. HPLC purity ≥ 99.97%. Mass spectrum m / z: 755.3173 (theoretical value: 755.3188). Theoretical element content (%): C 57 H 41 NO: C, 90.56; H, 5.47; N, 1.85. Measured element content (%): C, 90.61; H, 5.49; N, 1.83.

[0164] Synthesis Example 13: Preparation of Compound 186:

[0165]

[0166] Following the same preparation method as in Synthesis Example 5, compound 186 (19.53 g) was obtained by replacing b-3 with an equal molar amount of b-186 and c-3 with an equal molar amount of c-178. HPLC purity ≥ 99.95%. Mass spectrum m / z: 867.4422 (theoretical value: 867.4440). Theoretical element content (%): C 65 H 57 NO: C, 89.93; H, 6.62; N, 1.61. Measured element content (%): C, 89.89; H, 6.60; N, 1.65.

[0167] Synthesis Example 14: Preparation of Compound 191:

[0168]

[0169] Following the same preparation method as in Synthesis Example 5, compound 191 (19.53 g) was obtained by replacing b-3 with an equal molar amount of b-191 and c-3 with an equal molar amount of c-47. HPLC purity ≥ 99.92%. Mass spectrum m / z: 831.3512 (theoretical value: 831.3501). Theoretical element content (%): C 63 H 45 NO: C, 90.94; H, 5.45; N, 1.68. Measured element content (%): C, 90.90; H, 5.48; N, 1.70.

[0170] Synthesis Example 15: Preparation of Compound 203:

[0171]

[0172] Following the same preparation method as in Synthesis Example 5, compound 203 (17.65 g) was obtained by replacing b-3 with an equal molar amount of b-203 and c-3 with an equal molar amount of c-178. HPLC purity ≥ 99.94%. Mass spectrum m / z: 805.3362 (theoretical value: 805.3345). Theoretical element content (%): C 61 H 43 NO: C, 90.90; H, 5.38; N, 1.74. Measured element content (%): C, 90.87; H, 5.40; N, 1.69.

[0173] Synthesis Example 16: Preparation of Compound 217:

[0174]

[0175] Following the same preparation method as in Synthesis Example 5, compound 217 (15.36 g) was obtained by replacing b-3 with an equal molar amount of b-217 and c-3 with an equal molar amount of c-47. HPLC purity ≥ 99.97%. Mass spectrum m / z: 673.3361 (theoretical value: 673.3345). Theoretical element content (%): C 50 H 43 NO: C, 89.12; H, 6.43; N, 2.08. Measured element content (%): C, 89.09; H, 6.39; N, 2.11.

[0176] Synthesis Example 17: Preparation of Compound 232:

[0177]

[0178] Following the same preparation method as in Synthesis Example 5, b-3 was replaced with an equal molar amount of b-41, and c-3 was replaced with an equal molar amount of c-232 to obtain compound 232 (17.24 g) with HPLC purity ≥ 99.95%. Mass spectrum m / z: 755.3168 (theoretical value: 755.3188). Theoretical element content (%): C 57 H 41 NO: C, 90.56; H, 5.47; N, 1.85. Measured element content (%): C, 90.60; H, 5.50; N, 1.80.

[0179] Synthesis Example 18: Preparation of Compound 243:

[0180]

[0181] Following the same preparation method as in Synthesis Example 5, compound 243 (15.70 g) was obtained by replacing b-3 with an equal mole of b-41 and c-3 with an equal mole of c-243. HPLC purity was ≥99.94%. Mass spectrum m / z: 679.2858 (theoretical value: 679.2875). Theoretical element content (%): C 51 H 37 NO: C, 90.10; H, 5.49; N, 2.06. Measured element content (%): C, 90.07; H, 5.53; N, 2.10.

[0182] Synthesis Example 19: Preparation of Compound 260:

[0183]

[0184] Following the same preparation method as in Synthesis Example 5, compound 260 (17.97 g) was obtained by replacing b-3 with an equal molar amount of b-260 and c-3 with an equal molar amount of c-178. HPLC purity ≥ 99.93%. Mass spectrum m / z: 831.3514 (theoretical value: 831.3501). Theoretical element content (%): C 63 H 45 NO: C, 90.94; H, 5.45; N, 1.68. Measured element content (%): C, 90.91; H, 5.47; N, 1.71.

[0185] Synthesis Example 20: Preparation of Compound 282:

[0186]

[0187] Following the same preparation method as in Synthesis Example 5, b-3 was replaced with an equal molar amount of b-41, and c-3 was replaced with an equal molar amount of c-282 to obtain compound 282 (17.02 g). HPLC purity was ≥99.90%. Mass spectrum m / z: 756.3121 (theoretical value: 756.3141). Theoretical element content (%): C 56 H 40 N2O: C, 88.86; H, 5.33; N, 3.70. Measured element content (%): C, 88.90; H, 5.29; N, 3.68.

[0188] Synthesis Example 21: Preparation of Compound 296:

[0189]

[0190] Following the same preparation method as in Synthesis Example 5, compound 296 (16.63 g) was obtained by replacing b-3 with an equal mole of b-41 and c-3 with an equal mole of c-296. HPLC purity was ≥99.91%. Mass spectrum m / z: 769.3362 (theoretical value: 769.3345). Theoretical element content (%): C 58 H 43 NO: C, 90.47; H, 5.63; N, 1.82. Measured element content (%): C, 90.50; H, 5.60; N, 1.79.

[0191] Synthesis Example 22: Preparation of Compound 395:

[0192]

[0193] Following the same preparation method as in Synthesis Example 5, compound 395 (16.17 g) was obtained by replacing a-3 with an equal molar amount of a-395, b-3 with an equal molar amount of b-41, and c-3 with an equal molar amount of c-47. The HPLC purity of the compound was ≥99.93%. Theoretical element content (%) was C. 58 H 43 NO: C, 90.47; H, 5.63; N, 1.82. Measured element content (%): C, 90.51; H, 5.59; N, 1.79. Synthesis Example 23: Preparation of Compound 410:

[0194]

[0195] Following the same preparation method as in Synthesis Example 5, compound 410 (13.16 g) was obtained by replacing a-3 with an equal molar amount of a-410, b-3 with an equal molar amount of b-410, and c-3 with an equal molar amount of c-410. The HPLC purity of the compound was ≥99.94%. Theoretical element content (%) was C. 46 H 35 NO: C, 89.43; H, 5.71; N, 2.27. Measured element content (%): C, 89.40; H, 5.68; N, 2.30. Synthesis Example 24: Preparation of Compound 422:

[0196]

[0197] Following the same preparation method as in Synthesis Example 5, compound 422 (18.30 g) was obtained by replacing b-3 with an equal amount of b-41 and c-3 with an equal amount of c-422. HPLC purity was ≥99.97%. Mass spectrum m / z: 771.2976 (theoretical value: 771.2960). Theoretical element content (%): C 57 H 41 NS: C, 88.68; H, 5.35; N, 1.81. Measured element content (%): C, 88.70; H, 5.31; N, 1.78.

[0198] Synthesis Example 25: Preparation of Compound 429:

[0199]

[0200] Following the same preparation method as in Synthesis Example 5, compound 429 (18.07 g) was obtained by replacing b-3 with an equal amount of b-41 and c-3 with an equal amount of c-429. HPLC purity was ≥99.95%. Mass spectrum m / z: 771.2977 (theoretical value: 771.2960). Theoretical element content (%): C 57 H 41 NS: C, 88.68; H, 5.35; N, 1.81. Measured element content (%): C, 88.71; H, 5.30; N, 1.77.

[0201] Synthesis Example 26: Preparation of Compound 439:

[0202]

[0203] Following the same preparation method as in Synthesis Example 5, compound 439 (17.28 g) was obtained by replacing b-3 with an equal molar amount of b-41 and c-3 with an equal molar amount of c-439. HPLC purity ≥ 99.90%. Mass spectrum m / z: 799.3286 (theoretical value: 799.3273). Theoretical element content (%): C 59 H 45 NS: C, 88.57; H, 5.67; N, 1.75. Measured element content (%): C, 88.60; H, 5.71; N, 1.73.

[0204] Synthesis Example 27: Preparation of Compound 455:

[0205]

[0206] Following the same preparation method as in Synthesis Example 5, b-3 was replaced with an equal molar amount of b-41, and c-3 was replaced with an equal molar amount of c-455 to obtain compound 455 (17.00 g). HPLC purity was ≥99.93%. Mass spectrum m / z: 775.3228 (theoretical value: 775.3211). Theoretical element content (%): C 57 H 37 D4NS: C, 88.22; H, 5.84; N, 1.80. Measured element content (%): C, 88.19; H, 5.86; N, 1.77.

[0207] Synthesis Example 28: Preparation of Compound 493:

[0208]

[0209] Following the same preparation method as in Synthesis Example 5, b-3 was replaced with an equal molar amount of b-41, and c-3 was replaced with an equal molar amount of c-493 to obtain compound 493 (19.08 g). HPLC purity was ≥99.95%. Mass spectrum m / z: 847.3257 (theoretical value: 847.3273). Theoretical element content (%): C 63 H 45 NS: C, 89.22; H, 5.35; N, 1.65. Measured element content (%): C, 89.18; H, 5.37; N, 1.61.

[0210] Synthesis Example 29: Preparation of Compound 494:

[0211]

[0212] Following the same preparation method as in Synthesis Example 5, compound 494 (17.64 g) was obtained by replacing a-3 with an equal molar amount of a-494, b-3 with an equal molar amount of b-494, and c-3 with an equal molar amount of c-494. Theoretical element content (%) was C. 63 H 41 D4NS: C, 88.80; H, 5.80; N, 1.64. Measured element content (%): C, 88.78; H, 5.83; N, 1.59. Synthesis Example 30: Preparation of Compound 503:

[0213]

[0214] Following the same preparation method as in Synthesis Example 5, compound 503 (16.18 g) was obtained by replacing b-3 with an equal mole of b-503 and c-3 with an equal mole of c-503. HPLC purity was ≥99.99%. Mass spectrum m / z: 665.2230 (theoretical value: 665.2211). Theoretical element content (%): C 46 H 35 NS2: C, 82.97; H, 5.30; N, 2.10. Measured element content (%): C, 82.93; H, 5.27; N, 2.09.

[0215] Synthesis Example 31: Preparation of Compound 526:

[0216]

[0217] Following the same preparation method as in Synthesis Example 5, b-3 was replaced with an equal molar amount of b-526, and c-3 was replaced with an equal molar amount of c-526 to obtain compound 526 (14.45 g) with HPLC purity ≥ 99.94%. Mass spectrum m / z: 633.2472 (theoretical value: 633.2490). Theoretical element content (%): C 46 H 35 NS: C, 87.17; H, 5.57; N, 2.21. Measured element content (%): C, 87.21; H, 5.60; N, 2.18.

[0218] Synthesis Example 32: Preparation of Compound 586:

[0219]

[0220] Following the same preparation method as in Synthesis Example 5, compound 586 (13.92 g) was obtained by replacing a-3 with an equal molar amount of a-410, b-3 with an equal molar amount of b-586, and c-3 with an equal molar amount of c-47. HPLC purity ≥ 99.93%. Mass spectrum m / z: 635.2263 (theoretical value: 635.2283). Theoretical element content (%): C 45 H 33 NOS: C, 85.01; H, 5.23; N, 2.20. Measured element content (%): C, 85.06; H, 5.19; N, 2.17. Synthesis Example 33: Preparation of Compound 596:

[0221]

[0222] Following the same preparation method as in Synthesis Example 5, compound 596 (16.91 g) was obtained by replacing a-3 with an equal molar amount of a-410, b-3 with an equal molar amount of b-596, and c-3 with an equal molar amount of c-429. Theoretical element content (%) was C. 57 H 41 NS: C, 88.68; H, 5.35; N, 1.81. Measured element content (%): C, 88.70; H, 5.31; N, 1.79. Synthesis Example 34: Preparation of Compound 597:

[0223]

[0224] Following the same preparation method as in Synthesis Example 5, a-3 was replaced with an equal molar amount of a-410, b-3 was replaced with an equal molar amount of b-41, and c-3 was replaced with an equal molar amount of c-597 to obtain compound 597 (14.84 g). HPLC purity was ≥99.92%. Mass spectrum m / z: 686.2821 (theoretical value: 686.2804). Theoretical element content (%): C 50 H 30 D5NS: C, 87.43; H, 5.87; N, 2.04. Measured element content (%): C, 87.39; H, 5.90; N, 2.06.

[0225] [Device Example 1]

[0226] First, the ITO substrate was ultrasonically cleaned three times in distilled water, each time for 15 minutes. After the distilled water cleaning, isopropyl alcohol, acetone, methanol and other solvents were used for ultrasonic cleaning in turn, each time for 10 minutes. After the washing was completed, it was dried at 120°C.

[0227] The organic electroluminescent device was prepared by vacuum evaporation on a cleaned ITO substrate, and the following components were deposited in sequence: hole injection layer HI-1 (60 nm); hole transport layer compound 3 (80 nm); light-emitting layer BH:BD=98:2 (mass ratio, 40 nm); electron transport layer ET-1:Liq=1:1 (mass ratio, 35 nm); electron injection layer LiF (1.0 nm); and cathode Al (120 nm).

[0228]

[0229] [Device Example 2-30]

[0230] The compound 41, compound 47, compound 77, compound 102, compound 126, compound 171, compound 178, compound 183, compound 191, compound 203, compound 217, compound 232, compound 243, compound 260, compound 282, compound 296, compound 395, compound 410, compound 422, compound 429, compound 439, compound 455, compound 493, compound 494, compound 503, compound 526, compound 586, compound 598 or compound 607 of the present invention were used to replace compound 3 in device example 1 as the hole transport layer material. Except for this, an organic electroluminescent device was prepared by the same preparation method as device example 1.

[0231] [Comparative Device Examples 1-3]

[0232] Organic electroluminescent devices were prepared by the same preparation method as in Device Example 1 except that Comparative Compound 1, Comparative Compound 2 or Comparative Compound 3 were used to replace Compound 3 in Device Example 1 as the hole transport layer material.

[0233] A combined IVL test system, comprised of test software, a computer, a Keithley K2400 digital source meter, and a PhotoResearch PR788 spectrum scanning luminance meter, was used to measure the luminous efficiency of organic electroluminescent devices. Lifespan tests were conducted using a McScience M6000 OLED Lifespan Test System. The test environment was atmospheric and room temperature.

[0234] The test results of the luminescence characteristics of the organic electroluminescent devices obtained in device embodiments 1 to 30 of the present invention and comparative embodiments 1 to 3 are shown in Table 1 below.

[0235]

[0236]

[0237] [Device Example 31]

[0238] First, the ITO substrate was ultrasonically cleaned three times in distilled water, each time for 15 minutes. After the distilled water cleaning, isopropyl alcohol, acetone, methanol and other solvents were used for ultrasonic cleaning in turn, each time for 10 minutes. After the washing was completed, it was dried at 120°C.

[0239] The organic electroluminescent device was prepared by vacuum evaporation on a cleaned ITO substrate, and the following compositions were deposited in sequence: a hole injection layer HI-2:P-1=97:3 (15 nm); a first hole transport layer HT-1 (20 nm); a second hole transport layer compound 3 (60 nm); a light-emitting layer GH:GD=92:8 (mass ratio, 40 nm); an electron transport layer ET-2:Liq=1:1 (mass ratio, 30 nm); an electron injection layer LiF (0.8 nm); and a cathode Al (125 nm).

[0240]

[0241] [Device Examples 32-60]

[0242] The compound 41, compound 47, compound 77, compound 102, compound 126, compound 171, compound 178, compound 183, compound 191, compound 203, compound 217, compound 232, compound 243, compound 260, compound 282, compound 296, compound 395, compound 410, compound 422, compound 429, compound 439, compound 455, compound 493, compound 494, compound 503, compound 526, compound 586, compound 598 or compound 607 of the present invention are used to replace compound 3 in device example 31 as the second hole transport layer material. Except for this, an organic electroluminescent device is prepared by the same preparation method as device example 31.

[0243] [Comparative Device Examples 4-6]

[0244] An organic electroluminescent device was prepared by the same preparation method as that of Device Example 31, except that Comparative Compound 1, Comparative Compound 2 or Comparative Compound 3 was used to replace Compound 3 in Device Example 31 as the second hole transport layer material.

[0245] The test results of the luminescence characteristics of the organic electroluminescent devices obtained in device embodiments 31 to 60 of the present invention and comparative examples 4 to 6 are shown in Table 2 below.

[0246]

[0247]

[0248] According to the data in Tables 1 and 2, the triarylamine derivatives represented by Formula I of the present invention are applied to organic electroluminescent devices. Due to their excellent hole transport ability, they can balance the transport of carriers and increase the recombination probability of excitons in the light-emitting layer. In addition, they have good thermal stability, good film-forming properties, and are not easy to crystallize. As hole transport layer materials and second hole transport layer materials, they can effectively improve the luminous efficiency and service life of the devices.

[0249] [Device Example 61]

[0250] First, the ITO / Ag / ITO substrate was ultrasonically cleaned three times in distilled water, each time for 15 minutes. After the distilled water cleaning, it was ultrasonically cleaned in isopropyl alcohol, acetone, methanol and other solvents in turn, each time for 10 minutes. After the washing, it was dried at 120°C.

[0251] The invention discloses an organic electroluminescent device (OLED) comprising a hole injection layer HI-1 (55 nm), a hole transport layer HT-1 (80 nm), a light-emitting layer RH:RD=97:3 (mass ratio, 40 nm), a hole blocking layer HB-1 (35 nm), an electron transport layer ET-3:Liq=1:1 (mass ratio, 35 nm), an electron injection layer LiF (0.9 nm), a cathode Mg:Ag=1:9 (mass ratio, 13 nm), and a capping layer compound 47 (75 nm) which are sequentially deposited on a cleaned ITO / Ag / ITO substrate by vacuum evaporation.

[0252]

[0253] [Device Examples 62-78]

[0254] Compound 77, compound 102, compound 171, compound 178, compound 183, compound 217, compound 260, compound 282, compound 422, compound 429, compound 455, compound 493, compound 494, compound 503, compound 526, compound 586, and compound 598 of the present invention were used to replace compound 47 in device example 61 as covering layer materials, except that an organic electroluminescent device was prepared by the same preparation method as device example 61.

[0255] [Comparative Device Examples 7-8]

[0256] An organic electroluminescent device was prepared by the same preparation method as in Device Example 61, except that Comparative Compound 4 or Comparative Compound 5 was used instead of Compound 47 in Device Example 61 as the covering layer material.

[0257] The test results of the luminescence characteristics of the organic electroluminescent devices obtained in device embodiments 61 to 78 of the present invention and comparative examples 7 to 8 are shown in Table 3 below.

[0258]

[0259]

[0260] The data in Table 3 indicate that the application of the triarylamine derivative represented by Formula I of the present invention as a cover layer material in an organic electroluminescent device can effectively reduce the total internal reflection of light in the device, greatly improving the light extraction efficiency, thereby increasing the luminous efficiency of the device and extending its service life.

[0261] It should be noted that the present invention is particularly described using individual embodiments. However, without departing from the principles of the present invention, a person skilled in the art may make various improvements in form or detail to the present invention, and these improvements also fall within the scope of protection of the present invention.

Claims

1. A triarylamine derivative, characterized in that: The triarylamine derivative has a structure as shown in Formula I, In formula I, t1 is selected from any one of O, S, and N(R7); The v's are the same or different from each other and are selected from CH or N atoms. When v is bonded to other groups, the v's are selected from C atoms; The Ar1 is selected from any one of the groups shown in formula II-1 to formula II-8; The z are the same as or different from each other and are selected from CH or N atoms. When z is bonded to other groups, the z is selected from C atoms; The t2 is selected from any one of O, S, and N(R8); The ring A, ring B, and ring C are the same or different from each other and are selected from substituted or unsubstituted C3-C7 aliphatic rings; The R1, R2, R3, R4, and R9 are the same as or different from each other, and are selected from any one of hydrogen, deuterium, cyano, trifluoromethyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C3-C25 silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C30 heteroaryl; a is selected from 0, 1 or 2, b is selected from 0, 1, 2, 3 or 4, c is selected from 0, 1, 2 or 3, when there are two or more R1, the two or more R1 are the same or different from each other; when there are two or more R2, the two or more R2 are the same or different from each other, or two adjacent R2 can be connected to each other to form one or more substituted or unsubstituted rings; when there are two or more R3, the two or more R3 are the same or different from each other, or two adjacent R3 can be connected to each other to form one or more substituted or unsubstituted rings; when there are two or more R4, the two or more R4 are the same or different from each other, or two adjacent R4 can be connected to each other to form one or more substituted or unsubstituted rings; wherein b1 is selected from 0, 1, 2, 3, 4, 5, 6 or 7, b2 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9, b3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11, b4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, b5 is selected from 0, 1, 2, 3 or 4, b6 is selected from 0, 1, 2, 3, 4 or 5, and when two or more R9 are present, the two or more R9 are the same or different from each other, or two adjacent R9 can be connected to each other to form a substituted or unsubstituted ring; The R7 and R8 are the same as or different from each other, and are selected from any one of substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C3-C25 silyl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C30 heteroaryl, or R7 can be directly bonded to L2, or R8 can be directly bonded to L1; The L1 to L3 are the same as or different from each other and are selected from any one of a single bond, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, a divalent substituted or unsubstituted fused ring group of a C6 to C30 aromatic ring and a C3 to C30 aliphatic ring, and a combination thereof.

2. A triarylamine derivative according to claim 1, characterized in that: Said Any one selected from the following groups; The t1 is selected from any one of O, S, and N(R7); The R7 is selected from any one of the following groups substituted or unsubstituted by one or more deuterium, trifluoromethyl, halogen, cyano, C1-C12 alkyl, C3-C12 cycloalkyl, trimethylsilyl, triphenylsilyl: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornane, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, benzocyclopropane, benzocyclobutane, benzocyclopentane or benzocyclohexane, or R7 can be directly bonded to L2; Said R1 and R2 are the same as or different from each other and are selected from hydrogen, deuterium, cyano, trifluoromethyl or any one of the following groups substituted or unsubstituted by one or more deuterium, cyano, trifluoromethyl, trimethylsilyl, triphenylsilyl, C1-C12 alkyl, C3-C12 cycloalkyl: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornane, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzofuranyl or benzothiophenyl; The c1 is selected from 0, 1, 2, 3 or 4, the c2 is selected from 0, 1 or 2, the c3 is selected from 0, 1, 2 or 3, the c4 is selected from 0 or 1, the c5 is selected from 0, 1, 2, 3, 4, 5 or 6, the c6 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, and the c7 is selected from 0, 1, 2, 3, 4 or 5.

3. A triarylamine derivative according to claim 1, characterized in that: Said Any one selected from the following groups; The R3, R4, and R5 are the same as or different from each other and are selected from hydrogen, deuterium, cyano, trifluoromethyl, or any one of the following groups substituted or unsubstituted by one or more deuterium, cyano, trifluoromethyl, trimethylsilyl, triphenylsilyl, C1-C12 alkyl, or C3-C12 cycloalkyl: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopentyl, benzocyclohexyl, benzofuranyl, or benzothiophenyl; The d1 is selected from 0, 1, 2, 3 or 4, the d2 is selected from 0, 1, 2 or 3, the d3 is selected from 0, 1, 2, 3, 4, 5 or 6, the d4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, the d5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, the d6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12, and the d7 is selected from 0, 1, 2, 3, 4 or 5.

4. A triarylamine derivative according to claim 1, characterized in that: The Ar1 is selected from any one of the following groups; The R9 are the same as or different from each other and are selected from hydrogen, deuterium, cyano, trifluoromethyl or any one of the following groups substituted or unsubstituted by one or more deuterium, cyano, trifluoromethyl, trimethylsilyl, triphenylsilyl, C1-C12 alkyl, C3-C12 cycloalkyl: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropyl, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopentanyl, benzocyclohexanyl, benzofuranyl or benzothiophenyl; The e1 is selected from 0, 1, 2, 3, 4, 5, 6 or 7, the e2 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9, the e3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11, the e4 is selected from 0, 1, 2, 3 or 4, the e5 is selected from 0, 1, 2 or 3, the e6 is selected from 0, 1 or 2, the e7 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, the e8 is selected from 0, 1, 2, 3, 4, 5 or 6, the e9 is selected from 0 or 1, the e 10 is selected from 0, 1, 2, 3, 4 or 5, said e 11 Selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 or 13.

5. A triarylamine derivative according to claim 1, characterized in that: The L1 to L3 are the same or different from each other and are selected from a single bond or any one of the structures shown below: The R c are the same as or different from each other and are selected from hydrogen, deuterium, cyano, trifluoromethyl, halogen, or any one of the following groups which are substituted or unsubstituted by one or more deuterium, cyano, trifluoromethyl, halogen, trimethylsilyl, triphenylsilyl, C1-C12 alkyl, or C3-C12 cycloalkyl: methyl, ethyl, propyl, isopropyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornane, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, or benzocyclohexane; The f1 is selected from 0, 1, 2, 3 or 4, the f2 is selected from 0, 1, 2 or 3, the f3 is selected from 0, 1 or 2, the f4 is selected from 0, 1, 2, 3, 4, 5 or 6, the f5 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, the f6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, and the f7 is selected from 0, 1, 2, 3, 4 or 5.

6. A triarylamine derivative according to claim 1, characterized in that: The triarylamine derivative is selected from any one of the following structures:

7. An organic electroluminescent device, comprising an anode, an organic layer, and a cathode, wherein the organic layer is located between the anode and the cathode or outside any one of the anode and the cathode, characterized in that: The organic layer comprises any one or more of the triarylamine derivatives described in any one of claims 1 to 6.

8. The organic electroluminescent device according to claim 7, wherein the organic layer is located between the anode and the cathode, wherein: The organic layer comprises a hole transport region, and the hole transport region comprises any one or more of the triarylamine derivatives described in any one of claims 1 to 6.

9. An organic electroluminescent device according to claim 7, wherein the organic layer is located between the anode and the cathode, the organic layer comprises two or more light-emitting parts and a charge generation layer, the first light-emitting part is located between the anode and the cathode, the second light-emitting part is located between the first light-emitting part and the cathode, and the charge generation layer is located between the first light-emitting part and the second light-emitting part, characterized in that: The charge generating layer contains any one or more of the triarylamine derivatives according to any one of claims 1 to 6.

10. The organic electroluminescent device according to claim 7, wherein the organic layer is located outside any one of the anode and the cathode, wherein: The organic layer comprises a covering layer, and the covering layer comprises any one or more of the triarylamine derivatives according to any one of claims 1 to 6.

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