Triarylamine compound and organic light-emitting device thereof

Abstract

The invention provides a triarylamine compound and an organic light-emitting device thereof, and relates to the technical field of organic photoelectric materials. According to the compound, triarylamine serves as a center, fluorene derivative groups and aza-naphthalene groups are connected, the compound is applied to a light-emitting device to serve as a hole transport layer material, the light-emitting efficiency of the organic light-emitting device can be greatly improved, and the service life of the organic light-emitting device can be greatly prolonged; meanwhile, the triarylamine compound is used as a covering layer material to be applied to the organic light-emitting device, and the light-emitting efficiency of the device can be effectively improved. In addition, the compound has good physical and thermal stability, and the service life of the device can be prolonged. The compound can be widely applied to the fields of organic photovoltaic devices, organic light-emitting devices, organic solar cells, electronic paper, organic photoreceptors, organic thin film transistors, monochromatic or white lighting elements and the like.

Description

Technical Field

[0001] The invention relates to the technical field of organic photoelectric materials, and in particular to a triarylamine compound and an organic light-emitting device thereof. Background Art

[0002] Organic light-emitting diodes (OLEDs) are a type of self-luminous electronic device that converts electrical energy into light energy. Organic light-emitting devices themselves have the advantages of active luminescence, fast response speed, wide viewing angle, low driving voltage, ultra-thin portability, low cost, flexibility, and the ability to produce large-size and curved panels. Compared with inorganic light-emitting diodes, they also have the advantage of easy color modulation to achieve full-color display. Organic light-emitting devices have been increasingly used in the display market and have become the most promising panel display technology.

[0003] Generally, the organic light-emitting phenomenon refers to the phenomenon of converting electrical energy into light energy by using organic materials. An organic light-emitting device using the organic light-emitting phenomenon generally has a structure including an anode, a cathode, and an organic material layer interposed therebetween. In order to increase the efficiency and stability of the organic light-emitting device, the organic material layer is generally composed of a multilayer structure, and the multilayer structure is composed of different materials, for example, it may include a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, a covering layer, etc. The structure of the organic light-emitting device and the selected materials directly determine the luminous efficiency and service life of the device.

[0004] At present, the types of hole transport layer materials, which are one of the important functional layers in organic light-emitting devices, are limited, and generally have disadvantages such as low luminous efficiency and short service life. The materials used for the hole transport layer have low HOMO values, mainly low T1 values. Therefore, the excitons generated in the light-emitting layer are transferred to the hole transport layer, resulting in charge imbalance in the light-emitting layer, and light is emitted at the interface of the hole transport layer. When light is emitted at the interface of the hole transport layer, the color purity and efficiency of the organic electronic device are reduced, and the service life is shortened. Therefore, it is urgent to develop a light-emitting auxiliary layer with a high T1 value and a HOMO energy level between the HOMO energy level of the hole transport layer and the HOMO energy level of the light-emitting layer. On the other hand, the light inside the device increases the total reflection of light due to the waveguide effect, which reduces the light extraction efficiency inside it; in recent years, in order to improve the light extraction efficiency and improve the color deviation, a "covering layer" material with a high refractive index is usually provided on the outside of the semi-transparent electrode with a low refractive index to improve the performance of the OLED device.

[0005] It can be seen that in order to improve the luminous efficiency of the device and extend the service life of the device, the development of hole transport materials with good hole transport speed and good thermal stability, as well as covering layer materials with high refractive index, no absorption in the visible light band, resistance to UV damage, and good thin film stability has become the focus of research in the field of organic light-emitting devices. Summary of the invention

[0006] The purpose of the present invention is to provide a triarylamine compound and an organic light-emitting device thereof based on the prior art and with industrialization as the goal. The organic light-emitting device prepared using the triarylamine compound has the characteristics of high luminous efficiency and long life. The general molecular structure is shown in Formula I:

[0007]

[0008] Wherein, Ar1 is selected from the group shown in the following formula II:

[0009]

[0010] 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, and at least one z in formula II is selected from N atoms;

[0011] The R r are the same as or different from each other and are selected from any one of hydrogen, deuterium, cyano, trifluoromethyl, halogen, substituted or unsubstituted silyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C2-C12 alkenyl, and substituted or unsubstituted C3-C12 cycloalkyl;

[0012] The r is selected from 0, 1, 2, 3, 4, 5 or 6;

[0013] The R a , R b is independently selected from a substituted or unsubstituted C6-C25 aryl group, a substituted or unsubstituted C6-C30 aromatic ring and a C3-C30 aliphatic ring fused ring, a substituted or unsubstituted C2-C25 heteroaryl group, or R a , R b It may form a substituted or unsubstituted spirofluorene ring, wherein the substituent in "substituted or unsubstituted" is selected from any one of deuterium, cyano, trifluoromethyl, halogen, C1-C15 alkyl, C3-C15 cycloalkyl, C6-C25 aryl, a fused ring of a C6-C30 aromatic ring and a C3-C30 aliphatic ring, and a C2-C25 heteroaryl, or a combination thereof. In the case of being substituted by multiple substituents, the multiple substituents may be the same or different from each other;

[0014] The X is selected from O, S or CR5R6, wherein the R5 is selected from substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl; the R6 is selected from substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl. 30, a fused ring group of an aliphatic ring, a substituted or unsubstituted C2-C25 heteroaryl group; or R5 and R6 can form a substituted or unsubstituted spiro ring, wherein the substituent in "substituted or unsubstituted" is selected from one or more of deuterium, cyano, trifluoromethyl, halogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, pentyl, hexyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, camphenyl, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl, naphthyl, deuterated naphthyl, pyridyl, pyrimidyl, and in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other;

[0015] The L1 is selected from a single bond or any one of the following groups or a combination of two or more of the following groups:

[0016]

[0017] The t is selected from any one of CH and N;

[0018] The ring R is selected from substituted or unsubstituted C3-C10 alicyclic rings;

[0019] The Y a Selected from O, S, N (R v )

[0020] The R t , R t 'Independently selected from any one of halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl;

[0021] The R vAny one selected from hydrogen, deuterium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted fused ring of C6-C30 aromatic ring and C3-C30 aliphatic ring, substituted or unsubstituted C2-C25 heteroaryl;

[0022] The q is selected from 1, 2, 3 or 4;

[0023] The t1 is selected from 0, 1, 2, 3 or 4; the t2 is selected from 0, 1, 2, 3, 4, 5 or 6; the t3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the t4 is selected from 0, 1 or 2; when there are two or more R t When two or more R t The same or different from each other, or two adjacent R t are connected to each other to form a substituted or unsubstituted ring;

[0024] The L2 and L3 are independently selected from a single bond, a substituted or unsubstituted C6-C25 arylene group, a substituted or unsubstituted C3-C10 aliphatic ring and a C6-C25 aromatic ring sub-condensed ring group, and a substituted or unsubstituted C2-C20 heteroarylene group;

[0025] The R1, R2, R h are the same as or different from each other and are independently selected from hydrogen, deuterium, halogen, cyano, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl, or adjacent R1, adjacent R2, adjacent R h Can be connected into a ring structure;

[0026] a is selected from 0, 1, 2, 3 or 4; b is selected from 0, 1, 2 or 3; h1 is selected from 0, 1, 2 or 3; h2 is selected from 0, 1, 2, 3 or 4.

[0027] The present invention also provides an organic light-emitting device, comprising an anode, a cathode, and an organic layer, wherein the organic layer is located between the anode and the cathode or outside one or more electrodes of the anode and the cathode, and the organic layer contains any one or a combination of at least two of the triarylamine compounds described in the present invention.

[0028] Beneficial effects of the present invention:

[0029] The present invention provides a triarylamine compound and an organic light-emitting device thereof. The compound of the present invention is centered on triarylamine, and is connected to a fluorene derivative group and a naphthalene azide group, so that the transmission rate of holes and electrons is more balanced, the recombination probability of excitons is improved, and the compound has excellent hole transmission performance. The compound is applied to a light-emitting device as a hole transmission layer material, which can greatly improve the luminous efficiency and service life of the organic light-emitting device; at the same time, the triarylamine compound of the present invention is applied to the organic light-emitting device as a covering layer material, which can effectively reduce the total reflection loss and waveguide loss in the OLED device, improve the light extraction efficiency, and thus improve the luminous efficiency of the device. In addition, the compound of the present invention has good physical and thermal stability, can prolong the service life of the device, and overcomes the defects of the prior art. DETAILED DESCRIPTION

[0030] The following will be described clearly and completely in conjunction with the technical solutions of the embodiments of the present invention. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative work are within the scope of protection of the present invention.

[0031] In the compounds of the present invention, any atom not designated as a particular isotope includes any stable isotope of that atom, and includes the atom in both its natural isotopic abundance and unnatural abundance.

[0032] In the present invention, the use of "H" and "hydrogen" means that the hydrogen atoms in the chemical structure contain no more than the natural abundance of deuterium atoms or tritium atoms, for example, no more than 0.0156 atomic % of deuterium. "D" and "deuterium" mean that the abundance of deuterium content is above the natural abundance, for example, any value exceeding 0.1 atomic %, exceeding 1 atomic %, exceeding 10 atomic %, for example, about 95 atomic % of which is deuterium. In the present invention, the omitted hydrogen atoms represent "H" or "hydrogen".

[0033] In the present specification, when the position of a substituent on a ring is not fixed, it means that it can be attached to any of the corresponding optional positions of the ring.

[0034] For example, Can be expressed Can be expressed Can be expressed And so on.

[0035] 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, it can be connected to any of the corresponding optional sites of the ring. For example, Can be expressed Can be expressed Can be expressed And so on.

[0036] The halogen mentioned in the present invention refers to fluorine, chlorine, bromine and iodine.

[0037] The silyl group in the present invention refers to a silicon hydrocarbon group formed by removing a hydrogen atom from a silane hydrocarbon molecule. The present invention preferably uses a silyl group, which has -Si(R u )3, R u Any one selected from H, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic fused ring, substituted or unsubstituted C2-C30 heteroaryl, but not limited thereto. Substituted silyl groups specifically include trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, etc., but not limited thereto. The above-mentioned silyl groups are preferably trimethylsilyl, triethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl.

[0038] The alkyl group described in the present invention refers to a hydrocarbon group formed by missing a hydrogen atom in 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 group includes methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, undecyl, dodecyl, etc., but not limited thereto; the branched-chain alkyl group includes 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 not limited thereto. The above-mentioned alkyl group is preferably methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl.

[0039] The chain alkyl group with more than three carbon atoms described in the present invention includes its isomers, for example, propyl group includes n-propyl group and isopropyl group, butyl group includes n-butyl group, sec-butyl group, isobutyl group and tert-butyl group, and so on.

[0040] The cycloalkyl group of the present invention refers to a hydrocarbon group formed by removing a hydrogen atom from a cycloalkane molecule, preferably having 3 to 15 carbon atoms, more preferably 3 to 12 carbon atoms, and particularly preferably 3 to 6 carbon atoms, and examples may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, bornyl, norbornyl, etc., but are not limited thereto. The above cycloalkyl group is preferably cyclopentyl, cyclohexyl, 1-adamantyl, 2-adamantyl, norbornyl.

[0041] Alkenyl of the present invention refers to a monovalent group obtained by removing a hydrogen atom from an olefin molecule, and the alkenyl includes monoalkenyl, dienyl, polyalkenyl, etc. Preferably, it has 2 to 60 carbon atoms, more preferably 2 to 30 carbon atoms, particularly preferably 2 to 15 carbon atoms, and most preferably 2 to 6 carbon atoms. Examples of the alkenyl include vinyl, vinyl, propenyl, 1-butenyl, 2-butenyl, 1-pentenyl, 2-pentenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, etc., but are not limited thereto. The above-mentioned alkenyl is preferably vinyl.

[0042] The alkenyl group with more than three carbon atoms described in the present invention includes isomers thereof, for example, propenyl includes 1-propenyl or 2-propenyl, butenyl includes 1-butenyl, 2-butenyl, or 3-butenyl, pentenyl includes 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, hexenyl includes 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, and so on.

[0043] The aryl group described in the present invention refers to a general term for a monovalent group remaining after 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 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 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, 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, benzofluorenyl, triphenylene, fluoranthenyl, spirobifluorenyl, etc., but not limited thereto. The aryl group is preferably a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group (preferably a 2-naphthyl group), an anthracenyl group (preferably a 2-anthryl group), a phenanthrenyl group, a pyrenyl group, a perylenyl group, a fluorenyl group, a benzofluorenyl group, a triphenylene group, or a spirobifluorenyl group.

[0044] The heteroaryl group described in the present invention refers to a general term for a group in which one or more aromatic carbon atoms in the aromatic group are replaced by heteroatoms, wherein the heteroatoms include but are not limited to oxygen, sulfur, nitrogen or phosphorus atoms, preferably having 1 to 25 carbon atoms, more preferably 2 to 20 carbon atoms, particularly preferably 3 to 15 carbon atoms, and most preferably 3 to 12 carbon atoms. The attachment site of the heteroaryl group may be located on a ring-forming carbon atom or a ring-forming nitrogen atom, and the heteroaryl group may be a monocyclic heteroaryl group, a polycyclic heteroaryl group or a condensed-ring heteroaryl group. The monocyclic heteroaryl groups include pyridyl, pyrimidinyl, triazine, furanyl, thienyl, pyrrolyl, imidazolyl, etc., but are not limited thereto; the polycyclic heteroaryl groups include bipyridyl, bipyrimidinyl, phenylpyridyl, etc., but are not limited thereto; the condensed ring heteroaryl groups include quinolyl, isoquinolyl, indolyl, benzothienyl, benzofuranyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, dibenzofuranyl, benzodibenzofuranyl, dibenzothienyl, benzodibenzothienyl, carbazolyl, benzocarbazolyl, acridinyl, 9,10-dihydroacridinyl, phenoxazinyl, phenothiazinyl, phenoxathiyl, etc., but are not limited thereto. The above-mentioned heteroaryl group is preferably pyridyl, pyrimidinyl, thienyl, furyl, benzothienyl, benzofuranyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, dibenzofuranyl, dibenzothienyl, benzodibenzothienyl, benzodibenzofuranyl, carbazolyl, acridinyl, phenoxazinyl, phenothiazinyl, and phenoxathiyl.

[0045] 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 compound molecule, which can be a monocyclic arylene group, a polycyclic arylene group or a condensed ring arylene group, preferably having 6 to 25 carbon atoms, more preferably 6 to 20 carbon atoms, particularly preferably 6 to 14 carbon atoms, and most preferably 6 to 12 carbon atoms. The monocyclic arylene group includes phenylene, etc., but is not limited thereto; the polycyclic arylene group includes biphenylene, terphenylene, etc., but is not limited thereto; the condensed ring arylene group includes naphthylene, anthrylene, phenanthrenyl, fluorenylene, pyrenylene, triphenylene, fluoranthenylene, phenylenefluorenyl, etc., but is not limited thereto. The above-mentioned arylene group is preferably phenylene, biphenylene, terphenylene, naphthylene, fluorenylene, phenylenefluorenyl, etc.

[0046] The sub-condensed cyclic group of the aliphatic ring and the aromatic ring of the present invention refers to the general term for the divalent group left after the aliphatic ring and the aromatic ring are condensed together and two hydrogen atoms are removed. It preferably has 7 to 30 carbon atoms, more preferably 7 to 18 carbon atoms, and most preferably 7 to 12 carbon atoms. Examples may include benzocyclopropylene, benzocyclobutylene, benzocyclopentylene, benzocyclohexylene, benzocycloheptylene, benzocyclopentenylene, benzocyclohexenylene, naphthocyclopropylene, naphthocyclobutylene, naphthocyclopentylene, naphthocyclohexylene, but are not limited thereto.

[0047] The fused ring of an aromatic ring and an aliphatic ring described in the present invention refers to a ring containing one or more aromatic rings and one or more aliphatic rings fused to each other by sharing two adjacent carbon atoms in the molecule. 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 3 to 18 carbon atoms, more preferably 3 to 12 carbon atoms, and most preferably 3 to 7 carbon atoms. Examples include benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, naphthylcyclopropanyl, naphthylcyclobutanyl, naphthylcyclopentanyl, naphthylcyclohexanyl, naphthylcyclopentenyl, naphthylcyclohexenyl, etc., but are not limited thereto.

[0048] The aliphatic ring described in the present invention refers to a cyclic hydrocarbon with aliphatic properties, containing a closed carbon ring in the molecule, preferably having 3 to 60 carbon atoms, more preferably 3 to 30 carbon atoms, further preferably 3 to 18 carbon atoms, more preferably 3 to 12 carbon atoms, and most preferably 3 to 7 carbon atoms. It can form a monocyclic hydrocarbon or a polycyclic hydrocarbon, which can be completely unsaturated or partially unsaturated. Specific examples may include cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclobutene, cyclopentene, cyclohexene, cycloheptene, etc., but are not limited thereto. Multiple monocyclic hydrocarbons can also be connected in a variety of ways: two rings in the 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; several rings can also be connected to each other to form a cage structure.

[0049] The heteroarylene group of the present invention refers to a general term for a group obtained by replacing one or more aromatic carbon atoms in an arylene group with a heteroatom, wherein the heteroatom includes but is not limited to an oxygen, sulfur, nitrogen or phosphorus atom. It preferably has 6 to 25 carbon atoms, more preferably 6 to 20 carbon atoms, particularly preferably 6 to 15 carbon atoms, and most preferably 3 to 12 carbon atoms. The attachment site of the heteroarylene group may be located on a ring-forming carbon atom or a ring-forming nitrogen atom. The heteroarylene group may be a monocyclic heteroarylene group, a polycyclic heteroarylene group or a condensed ring heteroarylene group. The monocyclic heteroaryl groups include pyridylene, pyrimidylene, triazineylene, furanylene, thienylene, etc., but are not limited thereto; the polycyclic heteroaryl groups include bipyridylene, bipyrimidylene, phenylpyridylene, etc., but are not limited thereto; the condensed-ring heteroaryl groups include quinolylene, isoquinolylene, indolylene, benzothienylene, benzofuranylene, benzoxazolylene, benzimidazolylene, benzothiazolylene, dibenzofuranylene, benzofuranylene, dibenzothienylene, benzothienylene, carbazolylene, benzocarbazolylene, acridinylene, phenoxazinylene, phenothiazinylene, phenoxathiylene, etc., but are not limited thereto. The above heteroaryl group is preferably a pyridylene group, a pyrimidylene group, a thienylene group, a furylene group, a benzothienylene group, a benzofuranylene group, a benzoxazolylene group, a benzimidazolyl group, a benzothiazolylene group, a dibenzofuranylene group, a dibenzothienylene group, a carbazolylene group, a benzofuranylene group, a benzothienylene group, or an acridinylene group.

[0050] The term "substituted..." as used herein, such as substituted silyl, substituted alkyl, substituted cycloalkyl, substituted alkenyl, substituted aryl, substituted heteroaryl, substituted aromatic ring and aliphatic ring fused ring, substituted arylene, substituted aliphatic ring and aromatic ring fused ring, substituted heteroarylene, etc., refers to a group independently selected from, but not limited to, deuterated, substituted or unsubstituted C1-C6 alkyl, substituted or unsubstituted C3-C6 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C15 heteroaryl, substituted or unsubstituted amino, etc., which is mono- or poly-substituted. The substituted groups are preferably monosubstituted or polysubstituted by a group selected from deuterium, methyl, ethyl, isopropyl, tert-butyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, peryl, pyrenyl, benzyl, tolyl, fluorenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, diphenylamino, dimethylamino, carbazolyl, 9-phenylcarbazolyl, acridinyl, furanyl, thienyl, benzofuranyl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, dibenzofuranyl, dibenzothienyl, phenothiazinyl, phenoxazinyl, indolyl. In addition, the above substituents may be substituted by one or more substituents selected from deuterium, halogen atoms, cyano, alkyl, cycloalkyl, silyl, and aryl.

[0051] Unless otherwise specified, the term "ring" used herein refers to a condensed ring consisting of an aliphatic ring having 3 to 60 carbon atoms, an aromatic ring having 6 to 60 carbon atoms, or a heterocyclic ring having 2 to 60 carbon atoms, or a combination thereof, which includes a saturated or unsaturated ring.

[0052] The connection into a ring structure described in the present invention means that two groups are connected to each other through a chemical bond and are optionally aromatized. For example:

[0053]

[0054] In the present invention, the ring formed by connection 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 or a condensed ring, such as benzene, naphthalene, fluorene, cyclopropane, cyclobutane, cyclopentene, cyclopentane, cyclohexene, cyclohexane, cyclopentane acene, cyclohexane acene, quinoline, isoquinoline, dibenzofuran, dibenzothiophene, phenanthrene or pyrene, but is not limited thereto.

[0055] In the present invention, the term "at least one" means, under permitted conditions, one, two, three, four, five, six or more. In the present invention, the term "one or more" means, under permitted conditions, one, two, three, four, five, six or more.

[0056] The present invention provides a triarylamine compound, the molecular structure of which is shown in Formula I:

[0057]

[0058] Wherein, Ar1 is selected from the group shown in the following formula II:

[0059]

[0060] 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, and at least one z in formula II is selected from N atoms;

[0061] The R r are the same as or different from each other and are selected from any one of hydrogen, deuterium, cyano, trifluoromethyl, halogen, substituted or unsubstituted silyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C2-C12 alkenyl, and substituted or unsubstituted C3-C12 cycloalkyl;

[0062] The r is selected from 0, 1, 2, 3, 4, 5 or 6;

[0063] The R a , R bis independently selected from a substituted or unsubstituted C6-C25 aryl group, a substituted or unsubstituted C6-C30 aromatic ring and a C3-C30 aliphatic ring fused ring, a substituted or unsubstituted C2-C25 heteroaryl group, or R a , R b It may form a substituted or unsubstituted spirofluorene ring, wherein the substituent in "substituted or unsubstituted" is selected from any one of deuterium, cyano, trifluoromethyl, halogen, C1-C15 alkyl, C3-C15 cycloalkyl, C6-C25 aryl, a fused ring of a C6-C30 aromatic ring and a C3-C30 aliphatic ring, and a C2-C25 heteroaryl, or a combination thereof. In the case of being substituted by multiple substituents, the multiple substituents may be the same or different from each other;

[0064] The X is selected from O, S or CR5R6, wherein the R5 is selected from substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl; the R6 is selected from substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl. 30, a fused ring group of an aliphatic ring, a substituted or unsubstituted C2-C25 heteroaryl group; or R5 and R6 can form a substituted or unsubstituted spiro ring, wherein the substituent in "substituted or unsubstituted" is selected from one or more of deuterium, cyano, trifluoromethyl, halogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, pentyl, hexyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, camphenyl, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl, naphthyl, deuterated naphthyl, pyridyl, pyrimidyl, and in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other;

[0065] The L1 is selected from a single bond or any one of the following groups or a combination of two or more of the following groups:

[0066]

[0067] The t is selected from any one of CH and N;

[0068] The ring R is selected from a substituted or unsubstituted C3-C10 aliphatic ring;

[0069] The Y a Selected from O, S, N (R v )

[0070] The Rt , R t 'Independently selected from any one of halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl;

[0071] The R v Any one selected from hydrogen, deuterium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted fused ring of C6-C30 aromatic ring and C3-C30 aliphatic ring, substituted or unsubstituted C2-C25 heteroaryl;

[0072] The q is selected from 1, 2, 3 or 4;

[0073] The t1 is selected from 0, 1, 2, 3 or 4; the t2 is selected from 0, 1, 2, 3, 4, 5 or 6; the t3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the t4 is selected from 0, 1 or 2; when there are two or more R t When two or more R t The same or different from each other, or two adjacent R t are connected to each other to form a substituted or unsubstituted ring;

[0074] The L2 and L3 are independently selected from a single bond, a substituted or unsubstituted C6-C25 arylene group, a substituted or unsubstituted C3-C10 aliphatic ring and a C6-C25 aromatic ring sub-condensed ring group, and a substituted or unsubstituted C2-C20 heteroarylene group;

[0075] R3, R4, R h are the same as or different from each other and are independently selected from hydrogen, deuterium, halogen, cyano, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl, or adjacent R1, adjacent R2, adjacent R h Can be connected into a ring structure;

[0076] The c is selected from 0, 1, 2, 3 or 4; the d is selected from 0, 1, 2 or 3; the h1 is selected from 0, 1, 2 or 3; and the h2 is selected from 0, 1, 2, 3 or 4.

[0077] Preferably, the formula II is selected from one of the following groups:

[0078]

[0079] The R r are the same as or different from each other and are selected from one of hydrogen, deuterium, cyano, halogen, trifluoromethyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, tert-butyldimethylsilyl, triphenylsilyl, diphenylmethylsilyl, phenyldimethylsilyl, trideuterated phenylsilyl, methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, norbornyl and bornyl; wherein R r It can also be R rr Replaced by R rr One or more selected from hydrogen, deuterium, trimethylsilyl, triphenylsilyl, methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, and norbornyl. When substituted by multiple substituents, the multiple substituents are the same or different from each other;

[0080] The r0 is selected from 0, 1, 2, 3, 4, 5 or 6; the r1 is selected from 0, 1, 2, 3, 4 or 5; the r2 is selected from 0, 1, 2, 3 or 4; the r3 is selected from 0, 1, 2 or 3; the r4 is selected from 0, 1 or 2; the r5 is selected from 0 or 1; when there are two or more R r When two or more R r The same as or different from each other.

[0081] Preferably, the Any one selected from the following groups:

[0082]

[0083]

[0084] The R hthe same as or different from each other, and are selected from one of the following groups which are substituted or unsubstituted: methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, norbornyl, phenyl, naphthyl, tolyl, biphenyl, terphenyl, tetrahydronaphthyl, dihydronaphthyl, indanyl, indenyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, wherein the “substituted or unsubstituted” substituent is selected from one or more of hydrogen, deuterium, cyano, halogen, trifluoromethyl, methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, norbornyl, camphenyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl;

[0085] The h1 is selected from 0, 1, 2 or 3; the h2 is selected from 0, 1, 2, 3 or 4; the h3 is selected from 0, 1, 2, 3, 4 or 5; the h4 is selected from 0, 1, 2, 3, 4, 5 or 6; the h5 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; the h6 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the h7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; the h8 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the h9 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11.

[0086] Preferably, the R a , R b One selected from the following groups a-1 to a-6:

[0087]

[0088] Wherein, the y is the same or different and is selected from CR g or a N atom, and at least one y is selected from a N atom;

[0089] The ring A is selected from a substituted or unsubstituted three-membered, four-membered, five-membered, six-membered, seven-membered or eight-membered saturated or unsaturated aliphatic ring; the ring B is selected from a substituted or unsubstituted benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a pyridine ring, a pyrimidine ring, a triazine ring, a pyrazine ring, a pyridazine ring, a quinoline ring, an isoquinoline ring, a quinazoline ring, a quinoxaline ring, an azaphenanthren ring, and an azaanthracene ring;

[0090] X1 is selected from O, S or NR s , wherein R s One selected from hydrogen, deuterium, C1-C15 alkyl, C3-C15 cycloalkyl, C6-C25 aryl, a fused ring of a C6-C30 aromatic ring and a C3-C30 aliphatic ring, and a C2-C25 heteroaryl;

[0091] The R g are the same as or different from each other and are each selected from one of hydrogen, deuterium, halogen, cyano, trifluoromethyl, C1-C15 alkyl, C3-C15 cycloalkyl, C6-C25 aryl, a fused ring of a C6-C30 aromatic ring and a C3-C30 aliphatic ring, and a C2-C25 heteroaryl group, or adjacent R g Can be connected to form substituted or unsubstituted benzene ring structures;

[0092] The g2 is selected from 0, 1, 2, 3 or 4; the g3 is selected from 0, 1, 2, 3, 4 or 5; the g5 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; the g7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; the k is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14.

[0093] Further preferably, the Any one selected from the following groups:

[0094]

[0095]

[0096] The c is selected from 0, 1, 2 or 3; the d is selected from 0, 1, 2, 3 or 4; the z is selected from 0, 1, 2, 3, 4 or 5; the f is selected from 0, 1, 2, 3, 4, 5 or 6; the g is selected from 0, 1, 2, 3, 4, 5, 6 or 7; the h is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the i is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; the j is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the k is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11.

[0097] Preferably, R3, R4, R5, and R6 are independently selected from hydrogen, deuterium, cyano, halogen, substituted or unsubstituted one of the following groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, dibenzofuranyl, dibenzothienyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirofluorenyl, 9-phenylcarbazolyl, tetrahydronaphthyl, dihydronaphthyl, indanyl, and indenyl; The "substituted or unsubstituted" substituent is selected from one or more of hydrogen, deuterium, cyano, halogen, trifluoromethyl, methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, norbornyl, camphenyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl; when substituted by multiple substituents, the multiple substituents are the same or different from each other; or the two adjacent R3s, two R4s, two R5s, and two R6s are interconnected to form a substituted or unsubstituted benzene ring or a three- to seven-membered aliphatic ring.

[0098] Further preferably, R3, R4, R5, and R6 are independently selected from hydrogen, deuterium, halogen, cyano, methyl, ethyl, propyl, tert-butyl, pentyl, hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, indanyl, indenyl, phenyl, biphenyl, terphenyl, naphthyl, deuterated methyl, deuterated tert-butyl, deuterated phenyl, deuterated biphenyl, deuterated terphenyl, deuterated naphthyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, and triazinyl. When substituted by multiple substituents, the multiple substituents may be the same or different from each other.

[0099] Preferably, L1 is selected from a single bond or any one of the following groups or a combination of two or more of the following groups:

[0100]

[0101] The R t , R z the same or different selected from hydrogen, deuterium, halogen, cyano, nitro, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropane, cyclobutane, cyclopentane, cyclohexane, adamantyl, norbornane, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, indenyl, tetrahydronaphthyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, silyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl or any combination thereof;

[0102] The R vany one selected from hydrogen, deuterium, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, indenyl, tetrahydronaphthyl, benzocyclopropyl, benzocyclobutane, benzocyclopentyl, benzocyclohexyl, silyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, benzofuranyl, benzothiophenyl, indolyl, dibenzofuranyl, dibenzothiophenyl, benzoxazolyl, benzothiazolyl, benzimidazolyl;

[0103] The t1 is selected from 0, 1, 2, 3 or 4; the t2 is selected from 0, 1, 2, 3, 4, 5 or 6; the t3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the t4 is selected from 0, 1 or 2; the t5 is selected from 0, 1, 2 or 3; when there are two or more R t When two or more R t The same or different from each other, or two adjacent R t They are connected to each other to form a substituted or unsubstituted benzene ring.

[0104] Preferably, L2 and L3 are independently selected from a single bond, a group as shown below, and a combination thereof:

[0105]

[0106] The R e are the same as or different from each other and are selected from any one of hydrogen, deuterium, cyano, halogen, trifluoromethyl, substituted or unsubstituted silyl, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl, and a fused ring of a substituted or unsubstituted C6-C30 aromatic ring and a C3-C30 aliphatic ring;

[0107] The e0 is selected from 0, 1 or 2; the e1 is selected from 0, 1, 2, 3 or 4; the e2 is selected from 0, 1, 2, 3, 4, 5 or 6; the e3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the e4 is selected from 0, 1, 2 or 3;

[0108] The R x , R yIndependently selected from hydrogen, deuterium, cyano, halogen, trifluoromethyl or substituted or unsubstituted groups: methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, norbornyl, phenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, dibenzofuranyl, dibenzothienyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirofluorenyl, tetrahydronaphthyl, dihydronaphthyl, indanyl, indenyl.

[0109] Further preferably, the R e The same or different selected from hydrogen, deuterium, cyano, halogen, trifluoromethyl, substituted or unsubstituted one or more of the following groups: trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, diphenylmethylsilyl, phenyldimethylsilyl, methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, indanyl, indenyl, phenyl, biphenyl, terphenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, when substituted by multiple substituents, the multiple substituents are the same or different from each other.

[0110] Most preferably, L2 and L3 are independently selected from a single bond, a group as shown below, and a combination thereof:

[0111]

[0112]

[0113] Preferably, the triarylamine compound is selected from any one of the following chemical structures:

[0114]

[0115]

[0116]

[0117]

[0118]

[0119]

[0120]

[0121]

[0122]

[0123]

[0124]

[0125]

[0126]

[0127]

[0128]

[0129]

[0130] The present invention also provides an organic light-emitting device, comprising an anode, a cathode, and an organic layer, wherein the organic layer is located between the anode and the cathode or outside one or more electrodes of the anode and the cathode, and the organic layer contains any one or a combination of at least two of the triarylamine compounds described in the present invention.

[0131] Preferably, the organic layer comprises an organic layer in a hole transport region, and at least one layer in the hole transport region contains any one or a combination of at least two of the triarylamine compounds described in the present invention.

[0132] Preferably, the hole transport region comprises a hole injection layer, a hole transport layer and an electron blocking layer, and the hole transport layer contains any one or a combination of at least two of the triarylamine compounds described in the present invention.

[0133] Preferably, the hole transport layer comprises a first hole transport layer and a second hole transport layer, 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 contains any one or a combination of at least two of the triarylamine compounds described in the present invention.

[0134] Preferably, the organic layer is located between the anode and the cathode, the organic layer comprises a first light-emitting portion, a second light-emitting portion and a charge generating layer, the first light-emitting portion is located between the anode and the cathode, the second light-emitting portion is located between the first light-emitting portion and the cathode, the charge generating layer is located between the first light-emitting portion and the second light-emitting portion, and the charge generating layer comprises at least one of the triarylamine compounds described in the present invention.

[0135] 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 the P-type charge generation layer, and the P-type charge generation layer contains at least one of the triarylamine compounds described in the present invention.

[0136] Preferably, the organic layer is located outside one or more electrodes of the anode and the cathode, and the organic layer comprises a covering layer, and the covering layer contains any one or a combination of at least two of the triarylamine compounds described in the present invention.

[0137] The light emitting device of the present invention is usually formed on a substrate. The substrate may be any substrate as long as it does not change when forming the electrode or the organic layer, for example, a substrate of glass, plastic, polymer film, silicon, etc. When the substrate is opaque, the electrode opposite thereto is preferably transparent or translucent.

[0138] Anode materials may use materials with relatively large work functions, and may use transparent conductive oxides, metals, conductive polymers, etc. Specific examples of anode materials include: metals, such as vanadium, chromium, copper, zinc, and gold, or alloys thereof; metal oxides, such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides, such as ZnO:Al or SnO2:Sb; conductive polymers, such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] PEDOT), polypyrrole, and polyaniline, etc., but are not limited thereto. The anode may have a single-layer structure or a multi-layer structure including two or more layers, for example, the anode may have a single-layer structure of Al or a three-layer structure of ITO / Ag / ITO, but is not limited thereto.

[0139] The cathode material may use a material having a relatively small work function, and may use metals, metal oxides, conductive polymers, etc. Specific examples of the cathode material include: metals, such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or alloys thereof; multilayer structure materials, such as LiF / Al or Li2O / Al, etc., but are not limited thereto.

[0140] The hole transport region is located between the anode and the light-emitting layer. The hole transport region can be a hole transport layer (HTL) of a single-layer structure, including a single-layer hole transport layer containing only one compound and a single-layer hole transport layer containing multiple compounds. The hole transport region can also be a multi-layer structure including at least one layer of a hole injection layer (HIL), a hole transport layer (HTL), and an electron blocking layer (EBL).

[0141] In addition to the triarylamine compound of the present invention, the material of the hole transport region can be selected from carbazole derivatives, triarylamine derivatives, diphenyl diamine derivatives, fluorene derivatives, distilbene derivatives, hexanitrile hexaazatriphenylene compounds, quinacridone compounds, anthraquinone compounds, polyaniline, polythiophene, polyvinyl carbazole, etc. Examples of the hole transport layer material include the following materials, N, N'-diphenyl-N, N'-di (3-methylphenyl) -1, 1'-biphenyl-4, 4'-diamine (TPD), N, N'-diphenyl-N, N'- (1-naphthyl) -1, 1'-biphenyl-4, 4'-diamine (NPB), 4- [1- [4- [di (4-methylphenyl) amino] phenyl] cyclohexyl] -N- (3-methylphenyl) -N- (4-methylphenyl) aniline (TAPC), N, N, N', N'-tetrakis (3-methylbenzene) -3, 3'-dimethylbenzenediamine (HMTPD), etc., but not limited thereto, it can be a single structure composed of a single substance, or a single-layer structure or a multi-layer structure formed by different substances. More preferably, the hole transport layer selects any one or a combination of at least two of the triarylamine compounds described in the present invention. The material of the hole transport region may include a first hole transport layer material and / or a second hole transport layer material.

[0142] The hole injection layer may use a phthalocyanine compound such as copper phthalocyanine, or a star-shaped sudden amine derivative such as tri(4-carbazolyl-9-ylphenyl)amine (TCTA), 4,4',4"-tri[phenyl(m-tolyl)amino]triphenylamine (m-MTDATA) or 1,3,5-tri[4-(3-methylphenylanilino)phenyl]benzene (m-MTDAPB), polyaniline / dodecylbenzenesulfonic acid as a conductive polymer with solubility, poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate), polyaniline / camphorsulfonic acid or polyaniline / poly(4-styrenesulfonate), etc., but is not limited to these.

[0143] The electron blocking layer material may include N,N'-di(naphthalene-1-yl)-N,N'-di(phenyl)-2,2'-dimethylbenzidine (abbreviated as α-NPD), 4,4',4"-tri(N,N-diphenylamino)triphenylamine (abbreviated as TDATA), N,N'-diphenyl-N,N'-di(3-methylphenyl)-1,1'-biphenyl-4,4'-diamine (abbreviated as TPD), 4,4'-cyclohexylbis[N,N-di(4-methylphenyl)aniline] (abbreviated as TAPC), 2,2,7,7-tetrakis(diphenylamino)-9,9-spirobifluorene (abbreviated as Spiro-TAD), etc. It may be a single structure composed of a single substance, or a single-layer structure or a multi-layer structure formed by different substances.

[0144] As the luminescent material, a red, green or blue luminescent material can be used, and two or more luminescent materials can be mixed and used as needed. In the present invention, a fluorescent material can be used as a luminescent material, and a phosphorescent material can also be used. As a luminescent material, a material that emits light by combining holes and electrons injected from the anode and the cathode, respectively, can also be used alone, however, a material having a main material and a dopant material that participate in luminescence together can be used. When mixing the luminescent material main body, the main body of the same series can be mixed, or the main body of different series can be mixed. For example, any two or more materials of an n-type main material or a p-type main material can be selected and used as the main material of the light-emitting layer.

[0145] The optimal doping ratio of the main material and the guest material of the light-emitting layer may vary depending on the materials used. Usually, the doping mass percentage of the guest material of the light-emitting layer is 0.01% to 20%, preferably 0.1% to 15%, and more preferably 1% to 10%.

[0146] The electron transport region is located between the light-emitting layer and the cathode. The electron transport region can be a single-layer electron transport layer (ETL), including a single-layer electron transport layer containing only one compound and a single-layer electron transport layer containing multiple compounds. The electron transport region can also be a multi-layer structure including at least one layer of an electron injection layer (EIL), an electron transport layer (ETL), and a hole blocking layer (HBL).

[0147] The electron transport layer may include a first electron transport layer material and a second electron transport layer material. The electron transport material may use metal complexes of oxadiazole derivatives, anthraquinone dimethane and its derivatives, benzoquinone and its derivatives, naphthoquinone and its derivatives, anthraquinone and its derivatives, tetracyanoanthraquinone dimethane and its derivatives, fluorenone derivatives, diphenyl dicyanoethylene and its derivatives, dibenzoquinone derivatives, 8-hydroxyquinoline and its derivatives, etc., and may also use polymer materials and low molecular weight materials, which may be a single structure composed of a single substance, or a single-layer structure or a multi-layer structure formed by different substances.

[0148] The electron injection layer material is preferably a material with a smaller potential barrier difference than the adjacent organic layer material, and specific examples include: alkali metal compounds (such as lithium oxide, lithium fluoride, cesium carbonate, cesium fluoride, 8-hydroxyquinoline cesium, 8-hydroxyquinoline aluminum), organic metal salts (metal acetate, metal benzoate or metal stearate), molybdenum trioxide, metal aluminum, etc., but not limited thereto. It can be a single structure composed of a single substance, or a single-layer structure or a multi-layer structure formed by different substances.

[0149] The hole blocking layer 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.

[0150] The covering layer material usually has a high refractive index, which can help improve the light efficiency of the organic light-emitting device, especially help improve the external light-emitting efficiency. It 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, etc., but not limited thereto. Any one or a combination of at least two of the triarylamine compounds described in the present invention is preferred.

[0151] The thickness of the hole transport layer and the electron transport layer may vary depending on the material used, as long as the driving voltage and the luminous efficiency can be selected according to the conditions that can achieve appropriate values, but the thickness must at least not cause pinholes. If it is too thick, the driving voltage of the device will increase, which is not ideal. Therefore, the thickness of the hole transport layer and the electron transport layer is, for example, 1nm to 1um, preferably 2nm to 500nm, and more preferably 5nm to 200nm.

[0152] The organic light emitting device of the present invention may be a top emission type, a bottom emission type or a bidirectional emission type.

[0153] The preparation and formation methods of each layer in the organic light-emitting device are not particularly limited, and any one of vacuum evaporation, spin coating, vapor deposition, blade coating, laser thermal transfer, electrospray coating, slit coating, and dip coating can be used. In the present invention, vacuum evaporation is preferably used. The compound used as the organic layer can be an organic small molecule, an organic macromolecule, a polymer, and a combination thereof.

[0154] The organic light-emitting device of the present invention can be widely used in the fields of organic photovoltaic devices, organic light-emitting devices, organic solar cells, electronic paper, organic photoreceptors, organic thin film transistors and components for monochrome or white lighting.

[0155] The present invention also provides a preparation method of formula I, but the preparation method of the present invention is not limited thereto.

[0156] The structure of formula I can be prepared by the following reaction route:

[0157]

[0158] The X1 and X2 are independently selected from any one of I, Br and Cl.

[0159] The present invention has no particular restrictions on the sources of the raw materials used in the above-mentioned various reactions, and commercially available raw materials or preparation methods well known to those skilled in the art can be used. The present invention has no particular restrictions on the above-mentioned reactions, and conventional reactions well known to those skilled in the art can be used. The compound synthesis steps of the present invention are few, the method is simple, and it is conducive to industrial production.

[0160] By the following examples, the present invention is explained in more detail, but it is not intended to limit the present invention. On the basis of 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 entire disclosed range without paying creative work.

[0161] Preparation and characterization of compounds

[0162] Description of raw materials, reagents and characterization equipment:

[0163] Mass spectrometry was performed using a British Waters G2-Si quadrupole tandem time-of-flight high-resolution mass spectrometer, with chloroform as the solvent;

[0164] The elemental analysis was performed using a Vario EL cube organic element analyzer from Elementar, Germany, with a sample mass of 5 to 10 mg.

[0165] Preparation of intermediate c-175:

[0166]

[0167] Under nitrogen protection, m-175 (20.76 g, 120.00 mmol), n-175 (28.98 g, 120.00 mmol), Pd(PPh3)4 (1.39 g, 1.20 mmol), K2CO3 (27.64 g, 200 mmol) and 500 mL (toluene: ethanol: water = 2:1:1) mixed solvent were added to the reaction bottle, the mixture was stirred, and the mixed solution of the above reactants 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, and the liquid was separated by standing. The organic layer was collected and dried with anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by vacuum distillation. The obtained solid was recrystallized with toluene: methanol = 10:1, and dried to obtain the raw material c-175 (25.04 g, yield 72%), HPLC purity ≧ 99.85%. Mass spectrum m / z: 289.0677 (theoretical value: 289.0658).

[0168] According to the above preparation method, the present invention also synthesizes the following intermediates:

[0169]

[0170] Synthesis Example 1: Preparation of Compound 1

[0171]

[0172] Preparation of intermediate A-1:

[0173] Under nitrogen protection, toluene (500 ml), a-1 (23.84 g, 60.00 mmol), b-1 (20.01 g, 60.00 mmol), palladium acetate (0.27 g, 1.20 mmol), sodium tert-butoxide (11.53 g, 120.00 mmol) and tri-tert-butylphosphine (2.40 mL, 1.20 mmol, 0.50 M in toluene solution) were added to the reaction bottle in sequence, the mixture was stirred, heated under reflux for 5 hours, and after the reaction was completed, the reaction solution was cooled to room temperature, water was added, extracted with dichloromethane, the organic phase was collected, dried over anhydrous magnesium sulfate, filtered, the solvent was removed by distillation under reduced pressure, and recrystallized with toluene: ethanol (9:1) to obtain intermediate A-1 (30.02 g, 77%). The solid purity was ≥99.84% as detected by HPLC. Mass spectrum m / z: 649.2782 (theoretical value 649.2770). Preparation of compound 1:

[0174] Under nitrogen protection, toluene (300 ml), intermediate A-1 (22.74 g, 35.00 mmol), c-1 (8.39 g, 35.00 mmol), Pd2(dba)3 (0.32 g, 0.35 mmol), sodium tert-butoxide (6.73 g, 70.00 mmol) and BINAP (0.44 g, 0.70 mmol) were added to the reaction bottle in sequence, the mixture was stirred, and heated to reflux for 4 hours. After the reaction was completed, the reaction solution was cooled to room temperature, water was added, extracted with dichloromethane, the organic phase was collected, dried with anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation. The compound 1 (21.80 g, yield 73%) was obtained, and the solid purity was ≧99.97% by HPLC. Mass spectrum m / z: 852.3516 (theoretical value: 852.3504). Theoretical element content (%) C 65 H 44 N2: C, 91.52; H, 5.20; N, 3.28. Measured element content (%): C, 91.56; H, 5.19; N, 3.25.

[0175] Synthesis Example 2: Preparation of Compound 16

[0176]

[0177] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-16 and c-16 respectively, and the other steps were the same to obtain compound 16 (20.90 g); HPLC purity ≥ 99.97%. Mass spectrum m / z: 852.3515 (theoretical value: 852..3504). Theoretical element content (%) C 65 H 44 N2: C, 91.52; H, 5.20; N, 3.28. Measured element content (%): C, 91.56; H, 5.18; N, 3.26.

[0178] Synthesis Example 3: Preparation of Compound 29

[0179]

[0180] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-29 and c-29 respectively, and the other steps were the same to obtain compound 29 (20.54 g); HPLC purity ≥ 99.99%. Mass spectrum m / z: 862.4141 (theoretical value: 862.4132). Theoretical element content (%) C 65 H 34 D 10 N2: C, 90.45; H, 6.30; N, 3.25. Measured element content (%): C, 90.40; H, 6.31; N, 3.29.

[0181] Synthesis Example 4: Preparation of Compound 36

[0182]

[0183] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-36 and c-29 respectively, and the other steps were the same to obtain compound 36 (21.55 g); HPLC purity ≥ 99.96%. Mass spectrum m / z: 866.3670 (theoretical value: 866.3661). Theoretical element content (%) C 66 H 46 N2: C, 91.42; H, 5.35; N, 3.23. Measured element content (%): C, 91.47; H, 5.34; N, 3.20.

[0184] Synthesis Example 5: Preparation of Compound 39

[0185]

[0186] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-39 and c-29, respectively, and the other steps were the same to obtain compound 39 (23.65 g); HPLC purity ≥ 99.95%. Mass spectrum m / z: 964.4739 (theoretical value: 964.4756). Theoretical element content (%) C 73 H 60 N2: C, 90.83; H, 6.27; N, 2.90. Measured element content (%): C, 90.88; H, 6.25; N, 2.87.

[0187] Synthesis Example 6: Preparation of Compound 63

[0188]

[0189] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-63 and c-29 respectively, and the other steps were the same to obtain compound 63 (22.78 g); HPLC purity ≥ 99.96%. Mass spectrum m / z: 942.3993 (theoretical value: 942.3974). Theoretical element content (%) C 72 H 50 N2: C, 91.69; H, 5.34; N, 2.97. Measured element content (%): C, 91.64; H, 5.37; N, 2.99.

[0190] Synthesis Example 7: Preparation of Compound 78

[0191]

[0192] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-78 and c-29 respectively, and the other steps were the same to obtain compound 78 (23.51 g); HPLC purity ≥ 99.98%. Mass spectrum m / z: 932.3415 (theoretical value: 932.3403). Theoretical element content (%) C 69 H 44 N2O2: C, 88.82; H, 4.75; N, 3.00. Measured element content (%): C, 88.83; H, 4.72; N, 3.03.

[0193] Synthesis Example 8: Preparation of Compound 79

[0194]

[0195] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-79 and c-29 respectively, and the other steps were the same to obtain compound 79 (20.03 g); HPLC purity ≥ 99.91%. Mass spectrum m / z: 853.3443 (theoretical value: 853.3457). Theoretical element content (%) C 64 H 43 N3: C, 90.00; H, 5.07; N, 4.92. Measured element content (%): C, 90.03; H, 5.06; N, 4.90.

[0196] Synthesis Example 9: Preparation of Compound 93

[0197]

[0198] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-93 and c-29 respectively, and the other steps were the same to obtain compound 93 (23.35 g); HPLC purity ≥ 99.93%. Mass spectrum m / z: 952.3830 (theoretical value: 952.3817). Theoretical element content (%) C 73 H 48 N2: C, 91.99; H, 5.08; N, 2.94. Measured element content (%): C, 91.94; H, 5.09; N, 2.98.

[0199] Synthesis Example 10: Preparation of Compound 94

[0200]

[0201] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-94 and c-29 respectively, and the other steps were the same to obtain compound 94 (23.84 g); HPLC purity ≥ 99.96%. Mass spectrum m / z: 932.4111 (theoretical value: 932.4130). Theoretical element content (%) C 71 H 52 N2: C, 91.38; H, 5.62; N, 3.00. Measured element content (%): C, 91.32; H, 5.63N, 3.05.

[0202] Synthesis Example 11: Preparation of Compound 105

[0203]

[0204] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-105 and c-29 respectively, and the other steps were the same to obtain compound 105 (22.13 g); HPLC purity ≥ 99.94%. Mass spectrum m / z: 902.3673 (theoretical value: 902.3661). Theoretical element content (%) C 69 H 46 N2: C, 91.76; H, 5.13; N, 3.10. Measured element content (%): C, 91.72; H, 5.15; N, 3.12.

[0205] Synthesis Example 12: Preparation of Compound 118

[0206]

[0207] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-118 and c-29 respectively, and the other steps were the same to obtain compound 118 (22.59 g); HPLC purity ≥ 99.97%. Mass spectrum m / z: 908.4117 (theoretical value: 908.4130). Theoretical element content (%) C 69 H 52 N2: C, 91.15; H, 5.77; N, 3.08. Measured element content (%): C, 91.10; H, 5.78; N, 3.12.

[0208] Synthesis Example 13: Preparation of Compound 120

[0209]

[0210] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-120 and c-29 respectively, and the other steps were the same to obtain compound 120 (25.57 g); HPLC purity ≥ 99.93%. Mass spectrum m / z: 986.4616 (theoretical value: 986.4600). Theoretical element content (%) C 75 H 58 N2: C, 91.24; H, 5.92; N, 2.84. Measured element content (%): C, 91.20; H, 5.94; N, 2.86.

[0211] Synthesis Example 14: Preparation of Compound 127

[0212]

[0213] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-127 and c-29 respectively, and the other steps were the same to obtain compound 127 (22.56 g); HPLC purity ≥ 99.97%. Mass spectrum m / z: 933.4143 (theoretical value: 933.4131). Theoretical element content (%) C 71 H 43 D5N2: C, 91.28; H, 5.72; N, 3.00. Measured element content (%): C, 91.25; H, 5.75; N, 3.00.

[0214] Synthesis Example 15: Preparation of Compound 149

[0215]

[0216] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-149 and c-149, respectively, and the other steps were the same to obtain compound 149 (18.55 g); HPLC purity ≥ 99.94%. Mass spectrum m / z: 790.3361 (theoretical value: 790.3348). Theoretical element content (%) C 60 H 42 N2: C, 91.11; H, 5.35; N, 3.54. Measured element content (%): C, 91.14; H, 5.33; N, 3.53.

[0217] Synthesis Example 16: Preparation of Compound 154

[0218]

[0219] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-154 and c-29 respectively, and the other steps were the same to obtain compound 154 (23.74 g); HPLC purity ≥ 99.96%. Mass spectrum m / z: 928.3830 (theoretical value: 928.3817). Theoretical element content (%) C 71 H 48 N2: C, 91.78; H, 5.21; N, 3.01. Measured element content (%): C, 91.75; H, 5.25; N, 3.00.

[0220] Synthesis Example 17: Preparation of Compound 175

[0221]

[0222] According to the same preparation method as compound 1 in Synthesis Example 1, c-1 was replaced with an equal molar amount of c-175, and the other steps were the same to obtain compound 175 (22.44 g); HPLC purity ≥ 99.92%. Mass spectrum m / z: 902.3649 (theoretical value: 902.3661). Theoretical element content (%) C 69 H 46 N2: C, 91.76; H, 5.13; N, 3.10. Measured element content (%): C, 91.72; H, 5.17; N, 3.10.

[0223] Synthesis Example 18: Preparation of Compound 179

[0224]

[0225] According to the same preparation method of compound 1 in Synthesis Example 1, c-1 was replaced with an equal molar amount of c-179, and the other steps were the same to obtain compound 179 (21.79 g); HPLC purity ≥ 99.93%. Mass spectrum m / z: 928.3806 (theoretical value: 928.3817). Theoretical element content (%) C 71 H 48 N2: C, 91.78; H, 5.21; N, 3.01. Measured element content (%): C, 91.80; H, 5.20; N, 3.00.

[0226] Synthesis Example 19: Preparation of Compound 186

[0227]

[0228] According to the same preparation method as compound 1 in Synthesis Example 1, c-1 was replaced with an equal molar amount of c-186, and the other steps were the same to obtain compound 186 (21.57 g); HPLC purity ≥ 99.95%. Mass spectrum m / z: 892.3830 (theoretical value: 892.3817). Theoretical element content (%) C 68 H 48 N2: C, 91.45; H, 5.42; N, 3.14. Measured element content (%): C, 91.40; H, 5.43; N, 3.18.

[0229] Synthesis Example 20: Preparation of Compound 200

[0230]

[0231] According to the same preparation method as compound 1 in Synthesis Example 1, a-1, b-1, c-1 were replaced by equimolar a-200, b-200, c-200, and other steps were the same to obtain compound 200 (21.40 g); HPLC purity ≥ 99.92%. Mass spectrum m / z: 848.3198 (theoretical value: 848.3191). Theoretical element content (%) C 65 H 40 N2: C, 91.95; H, 4.75; N, 3.30. Measured element content (%): C, 91.90; H, 4.77; N, 3.33. Synthesis Example 21: Preparation of Compound 220

[0232]

[0233] According to the same preparation method as compound 1 in Synthesis Example 1, a-1, b-1, c-1 were replaced by equimolar a-220, b-200, c-29, and other steps were the same to obtain compound 220 (23.89 g); HPLC purity ≥ 99.95%. Mass spectrum m / z: 960.4452 (theoretical value: 960.4443). Theoretical element content (%) C 73 H 56 N2: C, 91.21; H, 5.87; N, 2.91. Measured element content (%): C, 91.25; H, 5.86; N, 2.88. Synthesis Example 22: Preparation of Compound 253

[0234]

[0235] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-200 and c-253 respectively, and the other steps were the same to obtain compound 253 (20.05 g); HPLC purity ≥ 99.97%. Mass spectrum m / z: 854.3585 (theoretical value: 854.3599). Theoretical element content (%) C 65 H 38 D4N2: C, 91.30; H, 5.42; N, 3.28. Measured element content (%): C, 91.33; H, 5.43; N, 3.24.

[0236] Synthesis Example 23: Preparation of Compound 265

[0237]

[0238] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-256 and c-29 respectively, and the other steps were the same to obtain compound 265 (22.72 g); HPLC purity ≥ 99.93%. Mass spectrum m / z: 926.3653 (theoretical value: 926.3661). Theoretical element content (%) C 71 H 46 N2: C, 91.98; H, 5.00; N, 3.02. Measured element content (%): C, 91.93; H, 5.03; N, 3.04.

[0239] Synthesis Example 24: Preparation of Compound 274

[0240]

[0241] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-274 and c-16 respectively, and the other steps were the same to obtain compound 274 (25.63 g); HPLC purity ≥ 99.97%. Mass spectrum m / z: 1002.3989 (theoretical value: 1002.3974). Theoretical element content (%) C 77 H 50 N2: C, 92.18; H, 5.02; N, 2.79. Measured element content (%): C, 92.16; H, 5.00; N, 2.83.

[0242] Synthesis Example 25: Preparation of Compound 285

[0243]

[0244] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-285 and c-285, respectively, and the other steps were the same to obtain compound 285 (16.73 g); HPLC purity ≥ 99.92%. Mass spectrum m / z: 702.2662 (theoretical value: 702.2671). Theoretical element content (%) C 52 H 34 N2O: C, 88.86; H, 4.88; N, 3.99. Measured element content (%): C, 88.88; H, 4.89; N, 3.96.

[0245] Synthesis Example 26: Preparation of Compound 301

[0246]

[0247] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-301 and c-29, respectively, and the other steps were the same to obtain compound 301 (17.89 g); HPLC purity ≥ 99.95%. Mass spectrum m / z: 709.3126 (theoretical value: 709.3111). Theoretical element content (%) C 52 H 27 D7N2O: C, 87.98; H, 5.82; N, 3.95. Measured element content (%): C, 87.94; H, 5.84; N, 3.92.

[0248] Synthesis Example 27: Preparation of Compound 307

[0249]

[0250] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-307 and c-29, respectively, and the other steps were the same to obtain compound 307 (17.66 g); HPLC purity ≥ 99.98%. Mass spectrum m / z: 752.2820 (theoretical value: 752.2828). Theoretical element content (%) C 56 H 36 N2O: C, 89.33; H, 4.82; N, 3.72. Measured element content (%): C, 89.30; H, 4.81; N, 3.76.

[0251] Synthesis Example 28: Preparation of Compound 321

[0252]

[0253] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-321 and c-29 respectively, and the other steps were the same to obtain compound 321 (19.08 g); HPLC purity ≥ 99.92%. Mass spectrum m / z: 778.2992 (theoretical value: 778.2984). Theoretical element content (%) C 58 H 38 N2O: C, 89.43; H, 4.92; N, 3.60. Measured element content (%): C, 89.45; H, 4.88; N, 3.63.

[0254] Synthesis Example 29: Preparation of Compound 323

[0255]

[0256] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-323 and c-29 respectively, and the other steps were the same to obtain compound 323 (17.99 g); HPLC purity ≥ 99.95%. Mass spectrum m / z: 778.2976 (theoretical value: 778.2984). Theoretical element content (%) C 58 H 38 N2O: C, 89.43; H, 4.92; N, 3.60. Measured element content (%): C, 89.41; H, 4.90; N, 3.64.

[0257] Synthesis Example 30: Preparation of Compound 330

[0258]

[0259] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-330 and c-29, respectively, and the other steps were the same to obtain compound 330 (20.65 g); HPLC purity ≥ 99.98%. Mass spectrum m / z: 854.3288 (theoretical value: 854.3297). Theoretical element content (%) C 64 H 42 N2O: C, 89.90; H, 4.95; N, 3.28. Measured element content (%): C, 89.92; H, 4.97; N, 3.25.

[0260] Synthesis Example 31: Preparation of Compound 346

[0261]

[0262] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-346 and c-29 respectively, and the other steps were the same to obtain compound 346 (17.87 g); HPLC purity ≥ 99.94%. Mass spectrum m / z: 718.2457 (theoretical value: 718.2443). Theoretical element content (%) C 52 H 34 N2S: C, 86.88; H, 4.77; N, 3.90. Measured element content (%): C, 86.84; H, 4.76; N, 3.95.

[0263] Synthesis Example 32: Preparation of Compound 357

[0264]

[0265] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-285 and c-357 respectively, and the other steps were the same to obtain compound 357 (17.31 g); HPLC purity ≥ 99.96%. Mass spectrum m / z: 716.2820 (theoretical value: 716.2828). Theoretical element content (%) C 53 H 36 N2O: C, 88.80; H, 5.06; N, 3.91. Measured element content (%): C, 88.85; H, 5.02; N, 3.90.

[0266] Synthesis Example 33: Preparation of Compound 391

[0267]

[0268] According to the same preparation method as compound 1 in Synthesis Example 1, a-1, b-1, c-1 were replaced by equimolar a-391, b-200, c-391, and other steps were the same to obtain compound 391 (18.32 g); HPLC purity ≥ 99.97%. Mass spectrum m / z: 716.2296 (theoretical value: 716.2286). Theoretical element content (%) C 52 H 32 N2S: C, 87.12; H, 4.50; N, 3.91. Measured element content (%): C, 87.16; H, 4.50; N, 3.87.

[0269] Synthesis Example 34: Preparation of Compound 407

[0270]

[0271] According to the same preparation method as compound 1 in Synthesis Example 1, c-1 was replaced with an equal molar amount of c-407, and the other steps were the same to obtain compound 407 (21.22 g); HPLC purity ≥ 99.91%. Mass spectrum m / z: 853.3445 (theoretical value: 853.3457). Theoretical element content (%) C 64 H 43 N3: C, 90.00; H, 5.07; N, 4.92. Measured element content (%): C, 90.03; H, 5.02; N, 4.94.

[0272] Synthesis Example 35: Preparation of Compound 440

[0273]

[0274] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-285 and c-440 respectively, and the other steps were the same to obtain compound 440 (19.98 g); HPLC purity ≥ 99.95%. Mass spectrum m / z: 851.3311 (theoretical value: 851.3300). Theoretical element content (%) C 64 H 41 N3: C, 90.22; H, 4.85; N, 4.93. Measured element content (%): C, 90.26; H, 4.84; N, 4.90.

[0275] Synthesis Example 36: Preparation of Compound 443

[0276]

[0277] According to the same preparation method as compound 1 in Synthesis Example 1, a-1 and c-1 were replaced by equimolar a-200 and c-443 respectively, and the other steps were the same to obtain compound 443 (19.53 g); HPLC purity ≥ 99.98%. Mass spectrum m / z: 774.3043 (theoretical value: 774.3035). Theoretical element content (%) C 59 H 38 N2: C, 91.44; H, 4.94; N, 3.61. Measured element content (%): C, 91.40; H, 4.97; N, 3.62.

[0278] [Comparative Examples 1-4]:

[0279] Comparative Example 1: Preparation of organic light-emitting devices by vacuum thermal evaporation. The experimental steps are as follows: the ITO substrate is washed three times in distilled water, ultrasonically washed for 15 minutes, and after the distilled water washing is completed, ultrasonically washed with isopropanol, acetone, methanol and other solvents in sequence, dried at 120°C, and sent to the evaporator.

[0280] On the prepared ITO substrate, the hole injection layer DNTPD / 58nm, the hole transport layer HT-1 / 110nm, the main m-CBP: doped Ir(piq)3 (mass ratio 97%:3% mixed) / 28nm, and then the hole blocking layer BCP / 5nm, and then the electron transport layer Alq3 / 25nm, the electron injection layer LiF / 1nm, and the cathode Al / 130nm were evaporated layer by layer vacuum evaporation. The device was sealed in a glove box to prepare an organic light-emitting device. After completing the production of the organic light-emitting device according to the above steps, the photoelectric performance of the device was measured. The molecular structure formula of the relevant materials is as follows:

[0281]

[0282] Comparative Example 2: The hole transport layer material HT-1 in Comparative Example 1 was replaced with HT-2, and the organic light-emitting device of Comparative Example 2 was manufactured in the same manner as Comparative Example 1.

[0283] Comparative Example 3: The hole transport layer material HT-1 in Comparative Example 1 was replaced with HT-3, and the organic light-emitting device of Comparative Example 3 was manufactured in the same manner as Comparative Example 1.

[0284] Comparative Example 4: The hole transport layer material HT-1 in Comparative Example 1 was replaced with HT-4, and the organic light-emitting device of Comparative Example 4 was manufactured in the same manner as Comparative Example 1.

[0285] [Device Example 1-36]

[0286] Device Examples 1-36: The hole transport layer material HT-1 of the organic light-emitting device is replaced with the compound 1, compound 16, compound 29, compound 36, compound 39, compound 63, compound 78, compound 79, compound 93, compound 94, compound 105, compound 118, compound 120, compound 127, compound 149, compound 154, compound 175, compound 179, compound 186, compound 200, compound 220, compound 253, compound 265, compound 274, compound 285, compound 301, compound 307, compound 321, compound 323, compound 330, compound 346, compound 357, compound 391, compound 407, compound 440, and compound 443 of the present invention in sequence, and the other steps are the same as those in Comparative Example 1.

[0287] The test software, computer, K2400 digital source meter produced by Keithley Company of the United States and PR788 spectrum scanning luminance meter of PhotoResearch Company of the United States are combined into a joint IVL test system to test the luminous efficiency of organic light-emitting devices. The life test adopts the M6000 OLED life test system of McScience Company. The test environment is the atmospheric environment and the temperature is room temperature. The test results of the luminous characteristics of the organic light-emitting device are shown in Table 1. Table 1 shows the test results of the luminous characteristics of the light-emitting device prepared by the compound prepared in the embodiment of the present invention and the comparative substance.

[0288] [Table 1] Luminous characteristics test of light emitting device

[0289]

[0290]

[0291] Note: T97 refers to the current density of 10mA / cm 2 Under the condition of , the time taken by the device brightness to decay to 97%;

[0292] It can be seen from the results in Table 1 that the compounds of the present invention are applied to organic light-emitting devices as hole transport layer materials. Compared with Comparative Examples 1-4, the hole mobility is excellent, which has a greater impact on the luminous efficiency and service life.

[0293] [Comparative Examples 5-7] Device Preparation Examples:

[0294] Comparative Example 5: Preparation of organic light-emitting devices by vacuum thermal evaporation. The experimental steps are as follows: the ITO substrate is washed three times in distilled water, ultrasonically washed for 15 minutes, and after the distilled water washing is completed, ultrasonically washed with isopropanol, acetone, methanol and other solvents in sequence, dried at 120°C, and sent to the evaporator.

[0295] On the prepared ITO substrate, the hole injection layer DNTPD / 58nm, the first hole transport layer HT / 75nm, the second hole transport layer HT-1 / 35nm, the main m-CBP: doped Ir(ppy)3 (mass ratio 94%:6% mixed) / 30nm, then the hole blocking layer BCP / 5nm, then the electron transport layer Alq3 / 25nm, the electron injection layer LiF / 1nm, and the cathode Al / 130nm are evaporated layer by layer vacuum evaporation on the prepared ITO substrate. The device is sealed in a glove box to prepare an organic light-emitting device. After completing the production of the organic light-emitting device according to the above steps, the photoelectric performance of the device is measured. The molecular structure formula of the relevant materials is as follows:

[0296]

[0297] Comparative Example 6: The second hole transport layer material HT-1 in Comparative Example 5 was replaced with HT-2, and the organic light-emitting device of Comparative Example 6 was manufactured in the same manner as Comparative Example 5.

[0298] Comparative Example 7: The second hole transport layer material HT-1 in Comparative Example 5 was replaced with HT-3, and the organic light-emitting device of Comparative Example 7 was manufactured in the same manner as Comparative Example 5.

[0299] [Examples 37-66]

[0300] Example 37-66: The second hole transport layer material HT-1 of the organic light-emitting device is replaced with the compound 1, compound 16, compound 29, compound 36, compound 39, compound 63, compound 78, compound 93, compound 105, compound 118, compound 120, compound 127, compound 149, compound 154, compound 179, compound 200, compound 220, compound 253, compound 265, compound 285, compound 301, compound 307, compound 321, compound 323, compound 346, compound 357, compound 391, compound 407, compound 440, compound 443 of the present invention in turn, and the other steps are the same as those of comparative example 5. The instrument, model and test environment used to test the driving voltage, luminous efficiency and life of the organic light-emitting device are the same as those in Table 1. The test results of the luminous properties of the obtained device are shown in Table 2. Table 2 shows the test results of the luminous properties of the light-emitting device prepared by the compound prepared in the embodiment of the present invention and the comparative material.

[0301] [Table 2] Luminous characteristics test of light emitting device

[0302]

[0303]

[0304] It can be seen from the results in Table 2 that the aromatic amine derivatives of the present invention are applied to organic light-emitting devices as the second hole transport layer material, which significantly improves the luminous efficiency and service life of the organic light-emitting devices compared with comparative examples 5-7, and are organic light-emitting materials with good performance.

[0305] [Comparative Examples 8-9]:

[0306] Comparative Example 8: Preparation of organic light-emitting devices by vacuum thermal evaporation. The experimental steps are as follows: the ITO-Ag-ITO substrate is washed three times in distilled water, ultrasonically washed for 15 minutes, and after the distilled water washing is completed, ultrasonically washed with isopropanol, acetone, methanol and other solvents in sequence, dried at 120°C, and sent to the evaporator.

[0307] On the prepared ITO-Ag-ITO substrate, the hole injection layer DNTPD / 58nm, the hole transport layer HTC / 110nm, the main m-CBP: doping material Ir(ppy)2(acac) (mass ratio 97%:3% mixed) / 30nm, then the hole blocking layer BCP / 5nm, then the electron transport layer Alq3 / 25nm, the electron injection layer LiF / 1nm, the cathode Mg-Ag (Mg:Ag mass ratio = 1:9) / 14nm, and the cover layer CP-1 / 78nm are evaporated on the cathode. The device is sealed in a glove box to prepare an organic light-emitting device. After completing the production of the organic light-emitting device according to the above steps, the photoelectric performance of the device is measured. The molecular structure formula of the relevant materials is as follows:

[0308]

[0309] Comparative Example 9: The cover layer material CP-1 in Comparative Example 8 was replaced with CP-2, and the organic light-emitting device of Comparative Example 9 was manufactured in the same manner as Comparative Example 8.

[0310] [Device Examples 67-91]

[0311] Device Examples 67-91: The covering layer material CP-1 of the organic light-emitting device is replaced with Compound 1, Compound 16, Compound 36, Compound 39, Compound 79, Compound 93, Compound 105, Compound 118, Compound 120, Compound 154, Compound 175, Compound 179, Compound 200, Compound 220, Compound 253, Compound 265, Compound 285, Compound 307, Compound 321, Compound 323, Compound 346, Compound 391, Compound 407, Compound 440, Compound 443 of the present invention in turn, and the other steps are the same as those of Comparative Example 8. The instruments, models and test environments used to test the driving voltage, luminous efficiency and life of the organic light-emitting device are the same as those in Table 1. The test results of the luminescent characteristics of the obtained organic light-emitting device are shown in Table 3. Table 3 shows the test results of the luminescent characteristics of the compounds prepared in the examples of the present invention and the luminescent devices prepared by the comparative substances.

[0312] [Table 3] Luminous characteristics test of light emitting device

[0313]

[0314]

[0315] It can be seen from the results in Table 3 that the triarylamine organic compounds of the present invention are applied to organic light-emitting devices as covering layer materials. Compared with Comparative Examples 8-9, they can effectively improve the light extraction efficiency and thus improve the luminous efficiency of the organic light-emitting devices. They are covering layer materials for organic light-emitting devices with good performance.

[0316] 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 compound, characterized in that The molecular structure is shown in Formula I: Wherein, Ar1 is selected from the group shown in the following formula II: 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, and at least one z in formula II is selected from N atoms; The R r are the same as or different from each other and are selected from any one of hydrogen, deuterium, cyano, trifluoromethyl, halogen, substituted or unsubstituted silyl, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C2-C12 alkenyl, and substituted or unsubstituted C3-C12 cycloalkyl; The r is selected from 0, 1, 2, 3, 4, 5 or 6; The R a , R b is independently selected from a substituted or unsubstituted C6-C25 aryl group, a substituted or unsubstituted C6-C30 aromatic ring and a C3-C30 aliphatic ring fused ring, a substituted or unsubstituted C2-C25 heteroaryl group, or R a , R b It may form a substituted or unsubstituted spirofluorene ring, wherein the substituent in "substituted or unsubstituted" is selected from any one of deuterium, cyano, trifluoromethyl, halogen, C1-C15 alkyl, C3-C15 cycloalkyl, C6-C25 aryl, a fused ring of a C6-C30 aromatic ring and a C3-C30 aliphatic ring, and a C2-C25 heteroaryl, or a combination thereof. In the case of being substituted by multiple substituents, the multiple substituents may be the same or different from each other; The X is selected from O, S or CR5R6, wherein the R5 is selected from substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl; the R6 is selected from substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl. 30, a fused ring group of an aliphatic ring, a substituted or unsubstituted C2-C25 heteroaryl group; or R5 and R6 may form a substituted or unsubstituted spiro ring, wherein the substituent in "substituted or unsubstituted" is selected from one or more of deuterium, cyano, trifluoromethyl, halogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, pentyl, hexyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, camphenyl, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl, naphthyl, deuterated naphthyl, pyridyl, pyrimidyl, and in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other; The L1 is selected from a single bond or any one of the following groups or a combination of two or more of the following groups: The t is selected from any one of CH and N; The ring R is selected from a substituted or unsubstituted C3-C10 aliphatic ring; The Y a Selected from O, S, N (R v ) The R t , R t 'Independently selected from any one of halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl; The R v Any one selected from hydrogen, deuterium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted fused ring of C6-C30 aromatic ring and C3-C30 aliphatic ring, substituted or unsubstituted C2-C25 heteroaryl; The q is selected from 1, 2, 3 or 4; The t1 is selected from 0, 1, 2, 3 or 4; the t2 is selected from 0, 1, 2, 3, 4, 5 or 6; the t3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the t4 is selected from 0, 1 or 2; when there are two or more R t When two or more R t The same or different from each other, or two adjacent R t are connected to each other to form a substituted or unsubstituted ring; The L2 and L3 are independently selected from a single bond, a substituted or unsubstituted C6-C25 arylene group, a substituted or unsubstituted C3-C10 aliphatic ring and a C6-C25 aromatic ring sub-condensed ring group, and a substituted or unsubstituted C2-C20 heteroarylene group; R3, R4, R h are the same as or different from each other and are independently selected from hydrogen, deuterium, halogen, cyano, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl, or adjacent R1, adjacent R2, adjacent R h Can be connected into a ring structure; The c is selected from 0, 1, 2, 3 or 4; the d is selected from 0, 1, 2 or 3; the h1 is selected from 0, 1, 2 or 3; and the h2 is selected from 0, 1, 2, 3 or 4.

2. A triarylamine compound according to claim 1, characterized in that: The formula II is selected from one of the following groups: The R r are the same as or different from each other and are selected from one of hydrogen, deuterium, cyano, halogen, trifluoromethyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, tert-butyldimethylsilyl, triphenylsilyl, diphenylmethylsilyl, phenyldimethylsilyl, trideuterated phenylsilyl, methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, norbornyl and bornyl; wherein R r It can also be R rr Replaced by R rr One or more selected from hydrogen, deuterium, trimethylsilyl, triphenylsilyl, methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, and norbornyl. When substituted by multiple substituents, the multiple substituents are the same or different from each other; The r0 is selected from 0, 1, 2, 3, 4, 5 or 6; the r1 is selected from 0, 1, 2, 3, 4 or 5; the r2 is selected from 0, 1, 2, 3 or 4; the r3 is selected from 0, 1, 2 or 3; the r4 is selected from 0, 1 or 2; the r5 is selected from 0 or 1; when there are two or more R r When two or more R r The same as or different from each other.

3. A triarylamine compound according to claim 1, characterized in that: Said Any one selected from the following groups: The R h the same as or different from each other, and are selected from one of the following groups which are substituted or unsubstituted: methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, norbornyl, phenyl, naphthyl, tolyl, biphenyl, terphenyl, tetrahydronaphthyl, dihydronaphthyl, indanyl, indenyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, wherein the “substituted or unsubstituted” substituent is selected from one or more of hydrogen, deuterium, tritium, cyano, halogen, trifluoromethyl, methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, norbornyl, camphenyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl; The h1 is selected from 0, 1, 2 or 3; the h2 is selected from 0, 1, 2, 3 or 4; the h3 is selected from 0, 1, 2, 3, 4 or 5; the h4 is selected from 0, 1, 2, 3, 4, 5 or 6; the h5 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; the h6 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the h7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; the h8 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the h9 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11.

4. A triarylamine compound according to claim 1, characterized in that: The R a , R b One selected from the following groups a-1 to a-6: Wherein, the y is the same or different and is selected from CR g or a N atom, and at least one y is selected from a N atom; The ring A is selected from a substituted or unsubstituted three-membered, four-membered, five-membered, six-membered, seven-membered or eight-membered saturated or unsaturated aliphatic ring; the ring B is selected from a substituted or unsubstituted benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a pyridine ring, a pyrimidine ring, a triazine ring, a pyrazine ring, a pyridazine ring, a quinoline ring, an isoquinoline ring, a quinazoline ring, a quinoxaline ring, an azaphenanthren ring, and an azaanthracene ring; The X1 is selected from O, S or NR s , wherein R s One selected from hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl; The R g are the same as or different from each other and are each selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl, or adjacent R g Can be connected into a ring structure; The g2 is selected from 0, 1, 2, 3 or 4; the g3 is selected from 0, 1, 2, 3, 4 or 5; the g5 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; the g7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; the k is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14.

5. A triarylamine compound according to claim 1, characterized in that: The L1 is selected from a single bond, the following groups, and a combination thereof: The t is selected from any one of CH and N; The ring R is selected from a substituted or unsubstituted C3-C10 aliphatic ring; The Y a Selected from O, S, N (R v ) The R t , R t 'Independently selected from any one of halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring, substituted or unsubstituted C2-C25 heteroaryl; The R v Any one selected from hydrogen, deuterium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted fused ring of C6-C30 aromatic ring and C3-C30 aliphatic ring, substituted or unsubstituted C2-C25 heteroaryl; The q is selected from 1, 2, 3 or 4; The t1 is selected from 0, 1, 2, 3 or 4; the t2 is selected from 0, 1, 2, 3, 4, 5 or 6; the t3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the t4 is selected from 0, 1 or 2; when there are two or more R t When two or more R t The same or different from each other, or two adjacent R t They are connected to each other to form a substituted or unsubstituted ring.

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

7. An organic light-emitting device, comprising an anode, a cathode, and an organic layer, wherein the organic layer is located between the anode and the cathode or outside one or more of the anode and the cathode, characterized in that: The organic layer contains any one or a combination of at least two of the triarylamine compounds according to any one of claims 1 to 6.

8. An organic light emitting device according to claim 7, characterized in that: The organic layer comprises a hole transport region, and at least one layer in the hole transport region comprises any one or a combination of at least two of the triarylamine compounds according to any one of claims 1 to 6.

9. The organic light emitting device according to claim 7, characterized in that: The organic layer includes a covering layer, and the covering layer contains any one or a combination of at least two of the triarylamine compounds according to any one of claims 1 to 6.

10. An organic light-emitting device according to claim 7, wherein the organic layer is located between the anode and the cathode, the organic layer comprises a first light-emitting portion, a second light-emitting portion and a charge generation layer, the first light-emitting portion is located between the anode and the cathode, the second light-emitting portion is located between the first light-emitting portion and the cathode, and the charge generation layer is located between the first light-emitting portion and the second light-emitting portion, characterized in that: The charge generating layer contains any one or a combination of at least two of the triarylamine compounds according to any one of claims 1 to 6.

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