Organic light-emitting device

By using specific compound combinations in the hole transport region of OLED devices to optimize energy level matching, the problem of high energy barriers in hole injection and transport materials is solved, thereby improving the luminous efficiency and lifetime of the devices.

CN121941202APending Publication Date: 2026-04-28CHANGCHUN HYPERIONS TECH CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
CHANGCHUN HYPERIONS TECH CO LTD
Filing Date
2026-01-20
Publication Date
2026-04-28

AI Technical Summary

Technical Problem

Existing OLED devices are inefficient and have short lifespans. The high energy barrier between hole injection and transport materials and light-emitting materials leads to an imbalance in carrier distribution, affecting the luminous efficiency and lifespan of the devices.

Method used

In the hole transport region of organic electroluminescent devices, compounds with specific structures are used to optimize the energy level matching between the hole transport layer and the light-emitting layer by combining compounds represented by general formulas (1) and (2), thereby reducing the injection and transport barriers and increasing the probability of hole and electron binding.

Benefits of technology

It effectively improves the luminous efficiency and lifespan of organic electroluminescent devices, achieves a balanced distribution of holes and electrons, and enhances the overall performance of the devices.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention provides an organic electroluminescent device, and relates to the technical field of organic electroluminescence. A hole transport region in the organic light-emitting device contains a compound represented by a general formula (1) and a compound represented by a general formula (2), the combination and HOMO energy levels of the two compounds are close, and the two compounds cooperate with each other, so that the energy levels of a hole transport layer and a light-emitting layer are matched, hole injection and transport are more facilitated, and the hole transport efficiency is improved. The organic light-emitting device can effectively reduce hole injection and transmission barriers, enables electrons and holes to be distributed in the light-emitting layer in a more balanced manner, effectively increases the combination probability of the holes and the electrons, and limits generated excitons in the light-emitting layer, thereby improving the light-emitting efficiency and service life of the organic light-emitting device, and improving the light-emitting efficiency of the organic light-emitting device. The organic light-emitting device provided by the invention has a good application effect and a good industrialization prospect.
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Description

Technical Field

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

[0002] Electroluminescence (EL) refers to the phenomenon that luminescent materials emit light when excited by electric current and electric field under the influence of an electric field. It is a light-emitting process that directly converts electrical energy into light energy.

[0003] Organic light-emitting diodes (OLEDs) have attracted much attention due to their thin profile, high brightness emission at low driving voltages, and ability to emit multiple colors by selecting appropriate luminescent materials. Typically, OLED devices consist of three main parts: an anode, a cathode, and an organic layer between the anode and cathode. Commonly used functionalized organic materials in OLED devices include: hole injection materials, hole transport materials, hole blocking materials, electron injection materials, electron transport materials, electron blocking materials, as well as luminescent host materials, luminescent guest materials (dyes), and capping layer materials.

[0004] For example, a typical organic electroluminescent device structure includes: an anode / hole injection layer (HIL) / hole transport layer (HTL) / emitting layer (EML, emitting host material: emitting guest material) / electron transport layer (ETL) / cathode. These are stacked sequentially on a substrate, and the HIL, HTL, EML, and ETL are thin films formed from organic compounds. The basic working principle of an OLED device is as follows: when a voltage is applied to the anode and cathode, holes injected from the anode move to the EML via the HTL, while electrons injected from the cathode move to the EML via the ETL. The holes and electrons recombine in the EML to generate excitons. When the excitons transition from the excited state to the ground state, they emit light. Embedding a hole transport layer between the anode and the emitting layer, and an electron transport layer between the cathode and the emitting layer, not only lowers the carrier injection barrier and balances the carrier transport rate, but also confines the excitons within the emitting layer, improving the device's luminous efficiency.

[0005] Currently, those skilled in the art are continuously developing and improving the aforementioned functionalized organic materials with the aim of increasing the brightness / illuminance of OLED devices while minimizing the operating voltage, and achieving a balance between hole and electron injection and flow, thus enabling OLEDs with the above structure to possess excellent efficiency and / or long lifetime. However, current OLED devices are limited in application due to low efficiency and short lifespan, therefore, it is necessary to improve these limitations. Among these improvements, reducing the energy barrier between the hole injection / transport material and the luminescent material and enhancing the thermal stability of the hole transport material can help improve the efficiency and extend the lifespan of OLED devices.

[0006] Overall, the future direction of OLED is to develop high-efficiency, long-life, and low-cost white light devices and full-color display devices. However, the industrialization process of this technology still faces many key issues. How to design better-performing organic electroluminescent devices and optimize the structure of light-emitting devices has always been a problem that needs to be solved by those skilled in the art. Summary of the Invention

[0007] To address the aforementioned problems in the existing technology, this invention provides an organic electroluminescent device with high luminous efficiency and long lifespan. Specifically, the technical solution of this invention is as follows: This invention provides an organic electroluminescent device, comprising a substrate, an anode, an organic layer, and a cathode. The organic layer includes a hole transport region, wherein the hole transport region contains one or more materials selected from the group consisting of a compound represented by general formula (1) and a compound represented by general formula (2).

[0008] In equation (1), Wherein, the R c They may be the same as or different from each other, and are selected from one of substituted or unsubstituted C1-C15 alkyl groups, substituted or unsubstituted C3-C15 cycloalkyl groups, and substituted or unsubstituted silyl groups; said R c 'Selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl; or adjacent R c 'Connected into substituted or unsubstituted aromatic rings or substituted or unsubstituted tri- to seven-membered aliphatic rings; The value of m is selected from 1, 2, 3, or 4; c1 is selected from 1, 2, 3, 4 or 5, c2 is selected from 0, 1, 2, 3 or 4, and c1 + c2 ≤ 5; The c is selected from either CH or N; The L d Selected from one of the following: single bond, substituted or unsubstituted C6-C25 arylene, substituted or unsubstituted C3-C10 aliphatic ring and C6-C25 aromatic ring fused and cycloalkenes, substituted or unsubstituted C2-C20 heteroarylene; The R b It is selected from any one of hydrogen, deuterium, halogen atom, cyano, substituted or unsubstituted silyl group, substituted or unsubstituted C1-C15 alkyl group, substituted or unsubstituted C3-C15 cycloalkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C6-C25 aryl group, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring group, and substituted or unsubstituted C2-C25 heteroaryl group; The t is selected from either CH or N; The Ar a Selected from one of the following groups:

[0009] Wherein, z is selected from either CH or N; The R m R n Independently selected from one of 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 group, substituted or unsubstituted C2-C25 heteroaryl; or the adjacent R m R n They are interconnected to form substituted or unsubstituted spirocyclic rings or substituted or unsubstituted aliphatic rings; The R h They may be identical or different from each other, and are selected from hydrogen, deuterium, cyano, halogen, nitro, 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, fused ring of substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring, substituted or unsubstituted C2-C25 heteroaryl; or the two adjacent Rs h They connect to each other to form substituted or unsubstituted rings; h1 is selected from 0, 1, 2 or 3; h2 is selected from 0, 1, 2, 3 or 4; The Arb Selected from one of the following: 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 L a L b L c It is independently selected from one of the following: single bond, substituted or unsubstituted C6-C25 arylene, substituted or unsubstituted C3-C10 aliphatic ring and C6-C25 aromatic ring fused and cycloalkenes, and substituted or unsubstituted C2-C20 heteroarylene. The R d R e They may be identical or different from each other, and each is independently selected from one of the following: hydrogen, deuterium, halogen atom, cyano group, substituted or unsubstituted silyl group, substituted or unsubstituted C1-C15 alkyl group, substituted or unsubstituted C3-C15 cycloalkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C6-C25 aryl group, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring group, substituted or unsubstituted C2-C25 heteroaryl group, or adjacent R groups. d Adjacent R e They can be connected to form a ring structure; The d is selected from 0, 1, 2, 3 or 4; the e is selected from 0, 1, 2 or 3; In equation (2), Wherein, x is selected from either CH or N; Ar1 and Ar2 are independently selected from any one of the following: substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C2-C30 heteroaryl groups, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic groups, substituted or unsubstituted C1-C25 heterocyclic alkanes and C6-C30 aromatic groups, and substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic groups. The L is selected from any one of the following: substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C2-C30 heteroarylene, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic rings with fused cycloyl groups, and substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic rings with fused cycloyl groups. L1 and L2 are independently selected from any one of the following: single bond, substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C2-C30 heteroarylene, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring fused cycloyl group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring fused cycloyl group; R1 and R2 are independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocyclic alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C1-C25 heterocyclic alkane and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring fused cycloyl; The n1 is selected from 0, 1, 2, 3 or 4; when there are two or more R1s, the two or more R1s are the same or different from each other, or two adjacent R1s are connected to each other to form a substituted or unsubstituted aromatic ring or a three- to eight-membered aliphatic ring. The n2 is selected from 0, 1, 2, 3 or 4; when there are two or more R2s, the two or more R2s are the same or different from each other, or two adjacent R2s are connected to each other to form a substituted or unsubstituted aromatic ring or a three- to eight-membered aliphatic ring.

[0010] The beneficial effects of this invention are: This invention provides an organic electroluminescent device in which the hole transport region contains a compound represented by general formula (1) and a compound represented by general formula (2). The combination of the two compounds results in close HOMO energy levels. Furthermore, the two compounds work together to match the energy levels between the hole transport layer and the light-emitting layer, which is more conducive to hole injection and transport. This effectively reduces the hole injection and transport barriers, resulting in a more balanced distribution of electrons and holes in the light-emitting layer. This effectively increases the probability of hole and electron binding and confines the generated excitons within the light-emitting layer, thereby improving the luminous efficiency and lifespan of the organic electroluminescent device. The device provided by this invention has good application effects and industrialization prospects. Detailed Implementation

[0011] The technical solutions of the embodiments of the present invention will be clearly and completely described below. Obviously, the described embodiments are only some embodiments of the present invention, and not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative effort are within the protection scope of the present invention.

[0012] In the compounds of this invention, any atom not specified as a particular isotope includes any stable isotope of that atom, and includes atoms at both their natural and non-natural isotopic abundances.

[0013] The halogens mentioned in this invention refer to fluorine, chlorine, bromine, and iodine.

[0014] The silyl group mentioned in this invention refers to a silane group formed by removing one hydrogen atom from a silane molecule. Preferably, the silyl group has the -Si(R) group. o The structure shown in Figure 3, R o The silyl group is selected from any one of H, substituted or unsubstituted C1-C12 alkyl groups, substituted or unsubstituted C3-C15 cycloalkyl groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic fused and cycloyl groups, and substituted or unsubstituted C2-C30 heteroaryl groups, but is not limited thereto. The substituted silyl group specifically includes trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, etc., but is not limited thereto. The silyl group is preferably trimethylsilyl, triethylsilyl, triphenylsilyl, diphenylsilyl, or phenylsilyl.

[0015] The alkyl group described in this invention refers to a hydrocarbon group formed by removing one hydrogen atom from an alkane molecule. It can be a straight-chain alkyl group or a branched-chain alkyl group, preferably having 1 to 15 carbon atoms, more preferably 1 to 12 carbon atoms, and particularly preferably 1 to 6 carbon atoms. The straight-chain alkyl group includes methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, undecyl, dodecyl, etc., but is not limited thereto. The branched-chain alkyl group includes isopropyl, isobutyl, sec-butyl, tert-butyl, isomeric groups of n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, etc., but is not limited thereto. The alkyl group is preferably methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, or tert-butyl.

[0016] The cycloalkyl group described in this invention refers to a hydrocarbon group formed by removing one hydrogen atom from a cycloalkane molecule, preferably having 3 to 15 carbon atoms, more preferably 3 to 12 carbon atoms, and particularly preferably 3 to 6 carbon atoms. Examples include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, camphenyl, norbornyl, etc., but are not limited thereto. The alkyl group is preferably cyclopentyl, cyclohexyl, 1-adamantyl, 2-adamantyl, or norbornyl.

[0017] The heterocyclic alkyl group described in this invention refers to a group formed by removing one hydrogen atom from a heterocyclic molecule in which the atoms constituting the ring contain at least one heteroatom in addition to carbon atoms. The heteroatom includes, but is not limited to, O, S, N, Si, or P atoms, and preferably has 1 to 25 carbon atoms, more preferably 1 to 15 carbon atoms, more preferably 2 to 12 carbon atoms, and particularly preferably 2 to 6 carbon atoms. Examples include piperidinyl, piperazineyl, tetrahydropyrrolyl, ethylene oxide, cyclothioethylene, propylenediyl, morpholinyl, thiomorpholinyl, etc., but are not limited thereto.

[0018] The aryl group described in this invention refers to the general term for a monovalent group remaining after removing a hydrogen atom from the aromatic carbon atom of an aromatic compound molecule. It can be a monocyclic aryl, polycyclic aryl, or fused-ring aryl, preferably having 6 to 25 carbon atoms, more preferably 6 to 20 carbon atoms, and particularly preferably 6 to 14 carbon atoms. The monocyclic aryl refers to an aryl group with only one aromatic ring in the molecule, such as phenyl, but not limited thereto; the polycyclic aryl refers to an aryl group containing two or more independent aromatic rings in the molecule, such as biphenyl, terphenyl, etc., but not limited thereto; the fused-ring aryl refers to an aryl group containing two or more aromatic rings fused together by sharing two adjacent carbon atoms, such as naphthyl, anthracene, phenanthryl, pyrene, peryl, fluorenyl, benzo[a]fluorenyl, triphenylene, fluoranyl, spirodifluorenyl, etc., but not limited thereto. The aryl group is preferably phenyl, biphenyl, terphenyl, naphthyl (preferably 2-naphthyl), anthracene (preferably 2-anthrayl), phenanthryl, pyrene, peryl, fluorene, benzo[fluorene], triphenylene, or spirodifluorene.

[0019] The fused ring of aromatic and aliphatic rings described in this invention refers to a molecule containing one or more aromatic rings and one or more aliphatic rings fused together by sharing two adjacent carbon atoms. The aromatic ring preferably has 6 to 30 carbon atoms, more preferably 6 to 18 carbon atoms, and most preferably 6 to 12 carbon atoms. The aliphatic ring preferably has 3 to 30 carbon atoms, more preferably 3 to 18 carbon atoms, more preferably 3 to 12 carbon atoms, and most preferably 3 to 7 carbon atoms. Examples include benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclobutenyl, benzocyclopentenyl, benzocyclohexenyl, naphthocyclopropane, naphthocyclobutane, naphthocyclopentane, naphthocyclohexane, naphthocyclopentenyl, naphthocyclohexenyl, etc., but are not limited thereto.

[0020] The heteroaryl group described in this invention refers to the general term for groups obtained by replacing one or more aromatic carbon atoms in an aryl group with heteroatoms. The heteroatoms include, but are not limited to, oxygen, sulfur, nitrogen, or phosphorus atoms, preferably having 1 to 25 carbon atoms, more preferably 2 to 20 carbon atoms, particularly preferably 3 to 15 carbon atoms, and most preferably 3 to 12 carbon atoms. The linking site of the heteroaryl group can be located on a cyclic carbon atom or on a cyclic nitrogen atom. The heteroaryl group can be a monocyclic heteroaryl, a polycyclic heteroaryl, or a fused-ring heteroaryl. The monocyclic heteroaryl groups include, but are not limited to, pyridinyl, pyrimidinyl, triazinyl, furanyl, thiopheneyl, pyrroleyl, imidazolyl, etc.; the polycyclic heteroaryl groups include, but are not limited to, bipyridinyl, bipyrimidinyl, phenylpyridinyl, etc.; the fused-ring heteroaryl groups include, but are not limited to, quinolinyl, isoquinolinyl, indolyl, benzothiopheneyl, benzofuranyl, benzoxazolyl, benzoimidazolyl, benzothiazolyl, dibenzofuranyl, benzodibenzofuranyl, dibenzothiopheneyl, benzodibenzothiapheneyl, carbazolyl, benzocarbazolyl, acridinel, 9,10-dihydroacridinyl, phenoxazinyl, phenthiazinyl, phenoxthiazyl, etc., but are not limited to. The aforementioned heteroaryl groups are preferably pyridyl, pyrimidinyl, thiophene, furanyl, benzothiophene, benzofuranyl, benzooxazolyl, benzoimidazolyl, benzothiazolyl, dibenzofuranyl, dibenzothiophene, benzodibenzothiophene, benzodibenzofuranyl, carbazolyl, acridinel, phenoxazinyl, phenthiazinyl, and phenoxthialyl.

[0021] The alkenyl group described in this invention refers to a monovalent group obtained by removing one hydrogen atom from an olefin molecule. The alkenyl group 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 group include vinyl, butadieneyl, etc., but are not limited thereto. The aforementioned alkenyl group is preferably vinyl.

[0022] The arylene group referred to in this invention refers to the general term for the divalent group remaining after removing two hydrogen atoms from the aromatic carbon atom of an aromatic compound molecule. It can be a monocyclic arylene, a polycyclic arylene, or a fused-ring arylene, preferably having 6 to 25 carbon atoms, more preferably 6 to 20 carbon atoms, and particularly preferably 6 to 14 carbon atoms. The monocyclic arylene includes, but is not limited to, phenylene; the polycyclic arylene includes, but is not limited to, biphenylene, terphenylene; the fused-ring arylene includes, but is not limited to, naphthylene, anthracene, phenanthrene, fluorene, pyrene, trimethyleneene, fluorene, phenylfluorene, etc., but is not limited to. The aforementioned arylene groups are preferably phenylene, biphenylene, terphenylene, naphthyl, fluorene, or phenylfluorene.

[0023] The fused aliphatic and aromatic rings and cycloalkanes mentioned in this invention refer to the general term for divalent groups remaining after removing two hydrogen atoms from the fused aliphatic and aromatic rings. Preferably, they have 7 to 30 carbon atoms, more preferably 7 to 18 carbon atoms, and most preferably 7 to 12 carbon atoms. Examples may include, but are not limited to, benzo[a]cyclopropyl, benzo[a]cyclobutyl, benzo[a]cyclopentyl, benzo[a]cyclohexyl, benzo[a]cycloheptyl, benzo[a]cyclopentenyl, benzo[a]cyclohexenyl, benzo[a]cycloheptenyl, naphtho[a]cyclopropyl, naphtho[a]cyclobutyl, naphtho[a]cyclopentyl, and naphtho[a]cyclohexyl, etc.

[0024] The heteroaryl group described in this invention refers to the general term for groups obtained by replacing one or more aromatic carbon atoms in an aryl group with heteroatoms, wherein the heteroatoms include, but are not limited to, oxygen, sulfur, nitrogen, or phosphorus atoms. Preferably, it 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 linking site of the heteroaryl group can be located on a cyclic carbon atom or a cyclic nitrogen atom. The heteroaryl group can be a monocyclic heteroaryl group, a polycyclic heteroaryl group, or a fused-ring heteroaryl group. The monocyclic heteroaryl group includes, but is not limited to, pyridinyl, pyrimidinyl, triazineyl, furanyl, and thiopheneyl; the polycyclic heteroaryl group includes, but is not limited to, bipyridinyl, bipyrimidinyl, and phenylpyridinyl; the fused-ring heteroaryl group includes, but is not limited to, quinolineyl, isoquinolineyl, indolyl, benzothiopheneyl, benzofuranyl, benzoxazolyl, benzoimidazolyl, benzothiazolyl, dibenzofuranyl, benzofuranyl, dibenzothiapheneyl, benzothiapheneyl, carbazolyl, benzocarbazolyl, acridineyl, phenoxazinyl, phenoxazinyl, phenoxazinyl, phenoxthiazolyl, etc., but is not limited to. The aforementioned heteroaryl groups are preferably pyridinyl, pyrimidinyl, thiopheneyl, furanyl, benzothiopheneyl, benzofuranyl, benzoxazolyl, benzoimidazolyl, benzothiazolyl, dibenzofuranyl, dibenzothiopheneyl, carbazolyl, benzofuranyl, benzothiopheneyl, or acridineyl.

[0025] The term "substituted..." as used in this invention refers to groups such as substituted silyl, substituted alkyl, substituted cycloalkyl, substituted alkenyl, substituted aryl, substituted fused cyclic group of aromatic and aliphatic rings, substituted arylene, substituted fused and cyclic group of aliphatic and aromatic rings, substituted heteroarylene, etc., which are independently selected from, but not limited to, groups such as deuteryl, halogen, cyano, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C3-C30 cycloalkenyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl, substituted or unsubstituted amino, substituted or unsubstituted silyl, etc. The group may be monosubstituted or polysubstituted with a group selected from deuteryl, methyl, ethyl, isopropyl, tert-butyl, cyclobutyl, cyclopentyl, cyclohexyl, canyl, norbornelyl, adamantyl, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, benzo[a]phenanthrene, perylene, pyrene, benzyl, tolyl, fluorenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9-methyl-9-phenylfluorenyl, diphenylamino, dimethylamino, carbazolyl, 9-phenylcarbazolyl, acridinel, furanyl, thiophene, benzofuranyl, benzothiophene, benzoxazolyl, benzimidazolyl, benzothiazolyl, dibenzofuranyl, dibenzothiophene, phenothiazinyl, phenothiazinyl, indolyl, trimethylsilyl, and triphenylsilyl. In addition, the above-mentioned substituents may be replaced by one or more substituents selected from deuteryl, halogen atom, cyano, alkyl, cycloalkyl, and aryl.

[0026] Unless otherwise stated, the term "ring" as used herein refers to a fused ring consisting of an aliphatic ring having 3 to 60 carbon atoms, an aromatic ring having 6 to 60 carbon atoms, a heterocyclic ring having 2 to 60 carbon atoms, or a combination thereof, which may contain saturated or unsaturated rings.

[0027] In this specification, when a substituent or linking site lies within a bond that extends through two or more rings, it indicates that the substituent or linking site can be linked to any one of the two or more rings, specifically to any one of the corresponding optional sites within the rings. For example, Can represent or ; Can represent , , . Can represent or And so on.

[0028] In this specification, when the position of the substituent on the aromatic ring is not fixed, it means that it can be attached to any of the corresponding optional sites on the aromatic ring. For example, Can represent , , ; Can represent , , ; Can represent , , , , , , , , , And so on.

[0029] The aliphatic hydrocarbons described in this invention refer to aliphatic hydrocarbons having 1 to 60 carbon atoms, which may be completely unsaturated or partially unsaturated. Preferably, the aliphatic hydrocarbons have 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, even more preferably 1 to 10 carbon atoms, and most preferably 1 to 6 carbon atoms.

[0030] The aliphatic rings described in this invention refer to cyclic hydrocarbons with aliphatic properties, containing closed carbon rings in the molecule. These rings can be monocyclic or polycyclic hydrocarbons formed by 3-18, preferably 3-12, and more preferably 3-7 carbon atoms. They can be completely unsaturated or partially unsaturated, such as cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentene, cyclohexene, cycloheptene, etc., but are not limited thereto. Multiple monocyclic hydrocarbons can also be linked in various ways: two rings in the molecule can share a carbon atom to form a spirocyclic ring; two carbon atoms on a ring can be connected by a carbon bridge to form a bridged ring; several rings can also be interconnected to form a cage-like structure.

[0031] The cyclic structure formed by bonding as described in this invention refers to two groups being linked together by chemical bonds and optionally aromatized. Examples are shown below:

[0032] In this invention, the ring formed by the connection can be a five-membered ring, a six-membered ring, or a fused ring, such as phenyl, naphthyl, cyclopentenyl, cyclopentyl, cyclohexanephenyl, quinolinyl, isoquinolinyl, dibenzothiophene, phenanthrene, or pyrene, but is not limited thereto.

[0033] The organic electroluminescent device of the present invention is typically formed on a substrate. The substrate need not change during the formation of electrodes and organic layers; for example, substrates made of glass, plastic, polymer films, silicon, etc. When the substrate is opaque, the electrodes opposite it are preferably transparent or translucent.

[0034] The anode material is preferably formed from metals, alloys, conductive compounds, and mixtures thereof with a high work function (specifically 4.0 eV or higher). Examples of such materials include indium tin oxide (ITO), indium tin oxide containing silicon or silicon oxide, indium zinc oxide, and indium tin oxide (IWZO) containing tungsten oxide and zinc oxide. Conductive compounds include, but are not limited to, polyaniline, polypyrrole, and poly(3-methylthiophene).

[0035] The cathode material is preferably a metal, alloy, conductive compound, or mixture thereof with a low work function (specifically below 3.8 eV). Specific examples of such cathode materials include alkali metals such as lithium (Li) or cesium (Cs), elements belonging to Group 1 or Group 2 of the periodic table such as magnesium (Mg), calcium (Ca), and strontium (Sr), alloys containing these elements (MgAg, AlLi), rare earth metals such as europium (Eu) and ytterbium (Yb), and alloys containing these elements, but are not limited to these.

[0036] The present invention provides an organic electroluminescent 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 includes a hole transport region, a light-emitting layer, an electron transport region, or a capping layer.

[0037] The hole transport region comprises at least one of a hole injection layer, a hole transport layer, an electron blocking layer, and a buffer layer. The hole transport region includes a hole transport layer, which can be single-layered, two-layered, three-layered, four-layered, five-layered, six-layered, or more layers. Specifically, the hole transport layer can sequentially include a first hole transport layer, a second hole transport layer, a third hole transport layer, a fourth hole transport layer, a fifth hole transport layer, a sixth hole transport layer, or more layers. 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 so on.

[0038] The hole transport region may include multiple single-layer structures of different materials, such as a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / buffer layer structure, a hole injection layer / buffer layer structure, a hole transport layer / buffer layer structure, a hole injection layer / hole transport layer / electron blocking layer structure, or a hole injection layer / electron blocking layer structure, wherein the layers of each structure are stacked sequentially from the anode in the order described, but the structure of the hole transport region is not limited to this.

[0039] Each layer in the hole transport region may include different materials, such as one compound, two compounds, three compounds, or more compounds. The compounds may be one or more of the same type or one or more of different types.

[0040] Preferably, the hole transport region contains a compound represented by general formula (1):

[0041] Wherein, the R c They may be the same as or different from each other, and are selected from one of substituted or unsubstituted C1-C15 alkyl groups, substituted or unsubstituted C3-C15 cycloalkyl groups, and substituted or unsubstituted silyl groups; said R c 'Selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl; or adjacent R c 'Connected into substituted or unsubstituted aromatic rings or substituted or unsubstituted tri- to seven-membered aliphatic rings; The value of m is selected from 1, 2, 3, or 4; c1 is selected from 1, 2, 3, 4 or 5, c2 is selected from 0, 1, 2, 3 or 4, and c1 + c2 ≤ 5; The c is selected from either CH or N; The L d Selected from one of the following: single bond, substituted or unsubstituted C6-C25 arylene, substituted or unsubstituted C3-C10 aliphatic ring and C6-C25 aromatic ring fused and cycloalkenes, substituted or unsubstituted C2-C20 heteroarylene; The R b It is selected from any one of hydrogen, deuterium, halogen atom, cyano, substituted or unsubstituted silyl group, substituted or unsubstituted C1-C15 alkyl group, substituted or unsubstituted C3-C15 cycloalkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C6-C25 aryl group, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring group, and substituted or unsubstituted C2-C25 heteroaryl group; The t is selected from either CH or N; The Ar a Selected from one of the following groups:

[0042] Wherein, z is selected from either CH or N; The R m R n Independently selected from one of 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 group, substituted or unsubstituted C2-C25 heteroaryl; or the adjacent R m R n They are interconnected to form substituted or unsubstituted spirocyclic rings or substituted or unsubstituted aliphatic rings; The R h They may be identical or different from each other, and are selected from hydrogen, deuterium, cyano, halogen, nitro, 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, fused ring of substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring, substituted or unsubstituted C2-C25 heteroaryl; or the two adjacent Rs h They connect to each other to form substituted or unsubstituted rings; h1 is selected from 0, 1, 2 or 3; h2 is selected from 0, 1, 2, 3 or 4; The Ar b Selected from one of the following: 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 L a L b L c It is independently selected from one of the following: single bond, substituted or unsubstituted C6-C25 arylene, substituted or unsubstituted C3-C10 aliphatic ring and C6-C25 aromatic ring fused and cycloalkenes, and substituted or unsubstituted C2-C20 heteroarylene. The R d R eThey may be identical or different from each other, and each is independently selected from one of the following: hydrogen, deuterium, halogen atom, cyano group, substituted or unsubstituted silyl group, substituted or unsubstituted C1-C15 alkyl group, substituted or unsubstituted C3-C15 cycloalkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C6-C25 aryl group, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring group, substituted or unsubstituted C2-C25 heteroaryl group, or adjacent R groups. d Adjacent R e They can be connected to form a ring structure; The d is selected from 0, 1, 2, 3 or 4; the e is selected from 0, 1, 2 or 3.

[0043] Preferably, the R c They may be the same as or different from each other, and are selected from one or more of the following groups, whether substituted or unsubstituted: methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, norbornel, camphene, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, diphenylmethylsilyl, phenyldimethylsilyl.

[0044] More preferably, the R c The substituents are either identical or different from each other, and are selected from one or more of the following groups, whether substituted or unsubstituted: methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, trimethylsilyl, triphenylsilyl, wherein the "substituted or unsubstituted" substituents are selected from one or more of hydrogen, deuterium, tritium, cyano, halogen, trifluoromethyl, trimethylsilyl, methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, phenyl, deuterated phenyl, naphthyl, deuterated naphthyl, and in the case of substitution by multiple substituents, the multiple substituents are either identical or different from each other.

[0045] Preferably, the R c 'Selected from one or more of the following groups, whether substituted or unsubstituted: methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, norbornel, camphene, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, diphenylmethylsilyl, phenyldimethylsilyl; or adjacent R c 'Connected into substituted or unsubstituted benzene rings, naphthalene rings, or substituted or unsubstituted four- to six-membered aliphatic rings.

[0046] Preferably, the Ar aSelected from one of the following groups:

[0047] The z that are the same or different are selected from CH or N; The R h The same or different from hydrogen, deuterium, halogen, cyano, trifluoromethyl, substituted or unsubstituted silyl, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted isopropyl, substituted or unsubstituted tert-butyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted norbornel, substituted or unsubstituted adamantyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, etc. The substituent is selected from any one of the following: substituted or unsubstituted triazine, substituted or unsubstituted pyrazine, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted benzothiophenyl, substituted or unsubstituted indolyl, wherein the substituent is selected from one or more of the following: deuterium, cyano, methyl, ethyl, isopropyl, tert-butyl, cyclobutyl, cyclopentyl, cyclohexyl, norbornelalkyl, adamantylalkyl, phenyl, deuterated phenyl, biphenyl, terphenyl, tolyl, and naphthyl. The L0 is selected from any one of the following: single bond, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted pyridylene, substituted or unsubstituted pyrimidinylene, substituted or unsubstituted triazineylene, substituted or unsubstituted pyridazineylene, substituted or unsubstituted pyridazineylene, substituted or unsubstituted quinolinylene, substituted or unsubstituted isoquinolinylene, substituted or unsubstituted quinazolinylene, substituted or unsubstituted quinoxalinylene, substituted or unsubstituted benzofuranylene, substituted or unsubstituted benzothiophenylene, and substituted or unsubstituted indoleylene. The same or different h0 is selected from 0, 1, 2, 3, 4 or 5; the same or different h1 is selected from 0, 1, 2 or 3; the same or different h2 is selected from 0, 1, 2, 3 or 4; the same or different h3 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; the same or different h4 is selected from 0, 1, 2, 3, 4, 5 or 6; the same or different h5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; The h6 values ​​that are the same or different are selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; the h7 values ​​that are the same or different are selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11; the h8 values ​​that are the same or different are selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; the h9 values ​​that are the same or different are selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12; when there are two or more R values... h At that time, two or more R h They may be the same as or different from each other.

[0048] Preferred, Ar a At most two or at most one z group in each group is selected from N.

[0049] Preferably, the Ar b Selected from one of the following groups:

[0050] The Y is selected from O, S, or NR. y The R yIt is selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 silyl, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl. The R t They may be identical or different from each other, and are selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, 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 group, substituted or unsubstituted C2-C25 heteroaryl; or any two adjacent Rs may be selected. t Groups can bond together to form substituted or unsubstituted rings. When substituted by multiple substituents, the substituents may be the same or different from each other. The t1 is selected from 0, 1, 2, 3, 4, or 5; the t2 is selected from 0, 1, 2, 3, or 4; the t3 is selected from 0, 1, 2, or 3; the t4 is selected from 0, 1, or 2; the t5 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; the t6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; the t7 is selected from 0, 1, 2, 3, 4, 5, or 6; the t8 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; the t9 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; the t 10 Choose from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11.

[0051] More preferably, the R t The groups, whether identical or different from each other, are selected from hydrogen, deuterium, cyano, fluorine, trifluoromethyl, or substituted or unsubstituted groups of the following: silyl, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, tetrahydronaphthyl, dihydronaphthyl, indanyl, indenyl, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, phenylenetriene; wherein the substituents in "substituted or unsubstituted" are selected from one or more of deuterium, cyano, fluorine, trifluoromethyl, trimethylsilyl, triphenylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, phenyl, biphenyl, naphthyl, or optionally two adjacent R groups. t Groups can bond together to form substituted or unsubstituted benzene rings. When substituted by multiple substituents, the substituents may be the same as or different from each other.

[0052] More preferably, the R y Selected from hydrogen, deuterium, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, camphenyl, trimethylsilyl, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, phenylenetriethylene, dibenzofuranyl, dibenzothiophene, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirofluorenyl, 9-phenylcarbazoyl, tetrahydronaphthyl, dihydronaphthyl The substituent is selected from one of the following: alkyl, indanyl, indene, pyridyl, pyrazinyl, pyridazinyl, triazinyl; wherein the substituent in "substituted or unsubstituted" is selected from one or more of the following: deuterium, cyano, halogen, trifluoromethyl, trimethylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, phenyl, biphenyl, naphthyl, deuterated phenyl, deuterated biphenyl, deuterated naphthyl.

[0053] Preferably, the L a L b L c Independently selected from single bonds or one of the following groups:

[0054] The R k They may be 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-C15 cycloalkyl, and substituted or unsubstituted C6-C25 aryl. The k0 is selected from 0, 1 or 2; the k1 is selected from 0, 1, 2, 3 or 4; the k2 is selected from 0, 1, 2, 3, 4, 5 or 6; and the k3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8.

[0055] Preferably, the R k They may be the same as or different from each other, and are selected from one or more of the following groups, which are hydrogen, deuterium, cyano, halogen, trifluoromethyl, substituted or unsubstituted: silyl, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, camphenyl, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenylenetriene, phenanthrene, pyrene.

[0056] More preferably, the L a L b L c Independently selected from single bonds or one of the following groups:

[0057] Each H atom in the above groups is either unsubstituted or substituted by one or more D atoms, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, camphenyl, norbornel, silyl, phenyl, biphenyl, terphenyl, and naphthyl.

[0058] Preferably, the L d Selected from single bonds or one of the following groups: .

[0059] Preferably, the R e R d R b Independently selected from one of hydrogen, deuterium, cyano, nitro, halogen, trifluoromethyl, trimethylsilyl, triphenylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, phenyl, biphenyl, naphthyl, or adjacent R e They can bond together to form a benzene ring, adjacent R d They can bond together to form a benzene ring; the R e R d R b It can also be substituted by one or more of the following: deuterium, fluorine, trifluoromethyl, trimethylsilyl, triphenylsilyl, methyl, ethyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, cyclopentyl, and cyclohexyl.

[0060] Most preferably, the compound represented by the general formula (1) is selected from any one of the following chemical structures: .

[0061] Preferably, the hole transport region further contains one or more materials of the compound represented by general formula (2):

[0062] Wherein, x is selected from either CH or N; Ar1 and Ar2 are independently selected from any one of the following: substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C2-C30 heteroaryl groups, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic groups, substituted or unsubstituted C1-C25 heterocyclic alkanes and C6-C30 aromatic groups, and substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic groups. The L is selected from any one of the following: substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C2-C30 heteroarylene, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic rings with fused cycloyl groups, and substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic rings with fused cycloyl groups. L1 and L2 are independently selected from any one of the following: single bond, substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C2-C30 heteroarylene, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring fused cycloyl group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring fused cycloyl group; R1 and R2 are independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocyclic alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C1-C25 heterocyclic alkane and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring fused cycloyl; The n1 is selected from 0, 1, 2, 3 or 4; when there are two or more R1s, the two or more R1s are the same or different from each other, or two adjacent R1s are connected to each other to form a substituted or unsubstituted aromatic ring or a three- to eight-membered aliphatic ring. The n2 is selected from 0, 1, 2, 3 or 4; when there are two or more R2s, the two or more R2s are the same or different from each other, or two adjacent R2s are connected to each other to form a substituted or unsubstituted aromatic ring or a three- to eight-membered aliphatic ring.

[0063] Preferably, Ar1 and Ar2 are independently selected from any one of the following groups:

[0064] The v is selected from either CH or N; The ring A is selected from substituted or unsubstituted C3~C10 alicyclic rings; X1 and X2 are independently selected from O, S, and N(R). v Any one of the following; X3 is selected from O, S, C(R) x R y ), N(R z Any one of the following; The R a It is selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocyclic alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C1-C25 heterocyclic alkane and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring fused cycloyl; The R x R y Independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, or R x R y The links between them form substituted or unsubstituted rings; The R v Rz It is independently selected from any one of hydrogen, deuterium, tritium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl; a1 is selected from 0, 1, 2, 3, 4, or 5; a2 is selected from 0, 1, 2, 3, or 4; a3 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; a4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; a5 is selected from 0, 1, or 2; a6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11; a7 is selected from 0, 1, 2, or 3; when there are two or more R... a At that time, two or more R a The same or different between each other, or two adjacent R a They connect with each other to form substituted or unsubstituted rings.

[0065] More preferably, Ar1 and Ar2 are independently selected from any one of the following groups:

[0066] The R a R a'Identical or different from each other, independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted of the following groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, Anthraceneyl, phenanthrene, triphenylene, pyrene, perylene, fluorenyl, spirofluorenyl, fluoranyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thiopheneyl, benzothiopheneyl, dibenzothiopheneyl, benzodibenzothiopheneyl, carbazoyl, benzocarbazoyl, pyrroleyl, oxazolyl, benzooxazolyl, dibenzooxazolyl, thiazoyl, benzothiazoyl, dibenzothiazoyl, imidazoyl, benzoimidazoyl, dibenzoimidazoyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxolinyl, phenantholinyl, naphridinyl, indolyl, acridineyl, phenoxazinyl, phenothiazinyl; The R x R y The group independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, or substituted or unsubstituted groups of the following: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norberyl Any one of the following: alkyl, trimethylsilyl, triethylsilyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthraceneyl, phenanthrene, pyrene, perylene, methylfluorene, phenylfluorene, spirofluorene, fluoranyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl; The R v R zThe group independently selected from hydrogen, deuterium, tritium, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornel, trimethylsilyl, triethylsilyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, phenyl, Biphenyl, terphenyl, naphthyl, anthraceneyl, phenanthrene, triphenylene, pyrene, perylene, methylfluorene, phenylfluorene, spirofluorene, fluoranyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thiopheneyl, benzothiopheneyl, dibenzothiopheneyl, benzodibenzothiopheneyl, carbazoleyl, benzocarbazoleyl, pyrroleyl, oxazolyl, benzooxazolyl, dibenzooxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzoimidazolyl, dibenzoimidazolyl, indoleyl; a1 is selected from 0, 1, 2, 3, 4, or 5; a2 is selected from 0, 1, 2, 3, or 4; a3 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; a4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; a5 is selected from 0, 1, or 2; a6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11; a7 is selected from 0, 1, 2, or 3; a8 is selected from 0, 1, 2, 3, 4, 5, or 6; a9 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; a 10 Choose from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10.

[0067] Preferably, at most two or at most one of the groups in Ar1 and Ar2 are selected from N.

[0068] Preferably, L is selected from any one of the following groups or from a combination of two or more of the following groups:

[0069] The s is selected from either CH or N; The ring B is selected from substituted or unsubstituted C3~C10 alicyclic rings; The Y a Y b Independently selected from O, S, N(R) s Any one of the following; The Y c Y d Independently selected from O, S, C(R)p R q ), N(R r Any one of the following; The R4 is selected from any one of halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl. The R p R q Independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, or R p R q The links between them form substituted or unsubstituted rings; The R s R r It is independently selected from any one of hydrogen, deuterium, tritium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl; The q is selected from 1, 2, 3, or 4; The b1 is selected from 0, 1, 2, 3 or 4; the b2 is selected from 0, 1, 2, 3, 4, 5 or 6; the b3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the b4 is selected from 0, 1 or 2; the b5 is selected from 0, 1, 2 or 3; when there are two or more R4s, the two or more R4s are the same or different from each other, or two adjacent R4s are connected to each other to form a substituted or unsubstituted ring.

[0070] More preferably, L is selected from any one of the following groups or from a combination of two or more of the following groups:

[0071] R4 and R4' are independently selected from halogen, cyano, nitro, substituted or unsubstituted groups of the following: trimethylsilyl, triethylsilyl, triphenylsilyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, tetraphenyl, naphthyl, anthracene, phenanthryl. The following are all of the following: triphenylene, perylene, methylfluorenyl, phenylfluorenyl, spirofluorenyl, fluoranyl, pyridyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thiophenyl, benzothiophenyl, dibenzothiophenyl, benzodibenzothiophenyl, carbazoleyl, benzocarbazoleyl, pyrroleyl, oxazolyl, benzooxazolyl, dibenzooxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzoimidazolyl, dibenzoimidazolyl, and indoleyl. The R p R q The group independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, or substituted or unsubstituted groups, including: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, trimethylsilyl, triethyl The following is a list of compounds: silyl, triphenylsilyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthraceneyl, phenanthrene, pyrene, perylene, methylfluorenyl, phenylfluorenyl, spirofluorenyl, fluoranyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, and quinazolinyl. The R s R rThe group independently selected from hydrogen, deuterium, tritium, or substituted or unsubstituted groups of the following: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, trimethylsilyl, triethylsilyl, triphenylsilyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl The following are all groups: yl, naphthyl, anthraceneyl, phenanthrene, triphenylene, pyrene, peryl, methylfluorenyl, phenylfluorenyl, spirofluorenyl, fluoranyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxolinyl, quinazolinyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thiopheneyl, benzothiopheneyl, dibenzothiopheneyl, benzodibenzothiopheneyl, carbazoleyl, benzocarbazoleyl, pyrroleyl, oxazolyl, benzooxazolyl, dibenzooxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzoimidazolyl, dibenzoimidazolyl, and indoleyl. b'1 is selected from 0, 1, or 2; b'2 is selected from 0, 1, 2, 3, or 4; b'3 is selected from 0, 1, 2, 3, 4, 5, or 6; b'4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; b'5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; when there are two or more R b At that time, two or more R b 'They are the same as or different from each other.'

[0072] Preferably, at most two or at most one s group in L is selected from N.

[0073] Preferably, L1 and L2 are independently selected from single bonds or any one of the following groups, or a combination of two or more of the following groups:

[0074] The u is independently selected from either CH or N; The ring C is selected from substituted or unsubstituted C3~C10 alicyclic rings; Y1 and Y2 are independently selected from any one of O, S, and N (R6); The Y3 is selected from O, S, C(R) i R j Any one of N(R7); The R5 is independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocyclic alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C1-C25 heterocyclic alkane and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring fused cycloyl; The R i R j Independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, or R i R j The links between them form substituted or unsubstituted rings; R6 and R7 are independently selected from any one of hydrogen, deuterium, tritium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl. p is selected from 1, 2, 3, or 4; The z1 is selected from 0, 1, 2, 3 or 4; the z2 is selected from 0, 1, 2, 3, 4, 5 or 6; the z3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the z4 is selected from 0, 1 or 2; the z5 is selected from 0, 1, 2 or 3; when there are two or more R5s, the two or more R5s are the same or different from each other, or two adjacent R5s are connected to each other to form a substituted or unsubstituted ring.

[0075] More preferably, L1 and L2 are independently selected from single bonds or any one of the following groups, or a combination of two or more of the following groups:

[0076] R5 and R5' are independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl groups, and substituted or unsubstituted groups of the following: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornel, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene. Triphenylene, pyrene, perylene, methylfluorenyl, phenylfluorenyl, spirofluorenyl, fluoranyl, pyridyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thiopheneyl, benzothiopheneyl, dibenzothiopheneyl, benzodibenzothiopheneyl, carbazoyl, benzocarbazoyl, pyrroleyl, oxazolyl, benzooxazolyl, dibenzooxazolyl, thiazoyl, benzothiazoyl, dibenzothiazoyl, imidazoyl, benzoimidazoyl, dibenzoimidazoyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxolinyl, phenantholinyl, naphridinyl, indolyl, acridineyl, phenoxazinyl, phenothiazinyl; The R i R j Independently selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl groups, and substituted or unsubstituted groups of the following: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl The following are all of the following: norbornel alkyl, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl, naphthyl, anthraceneyl, phenanthrene, pyrene, perylene, methylfluorenyl, phenylfluorenyl, spirofluorenyl, fluoranyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, and quinoxalinyl; R6 and R7 are independently selected from hydrogen, deuterium, tritium, substituted or unsubstituted silyl groups, and substituted or unsubstituted groups of the following: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, isohexyl, n-heptyl, isoheptyl, n-octyl, isooctyl, n-nonyl, n-decyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornel, tetrahydropyrrolyl, piperidinyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, phenyl, biphenyl, terphenyl. Naphthyl, anthracene, phenanthrene, triphenylene, pyrene, perylene, methylfluorenyl, phenylfluorenyl, spirofluorenyl, fluoranyl, pyridyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxolinyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, thiophenyl, benzothiophenyl, dibenzothiophenyl, benzodibenzothiophenyl, carbazoleyl, benzocarbazoleyl, pyrroleyl, oxazolyl, benzooxazolyl, dibenzooxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzoimidazolyl, dibenzoimidazolyl, indoleyl; The z'1 is selected from 0, 1, or 2; the z'2 is selected from 0, 1, 2, 3, or 4; the z'3 is selected from 0, 1, 2, 3, 4, 5, or 6; the z'4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; the z'5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; when there are two or more R5', the two or more R5' are the same as or different from each other.

[0077] Preferably, R1 and R2 are independently selected from hydrogen, deuterium, tritium, cyano, nitro, halogen, trifluoromethyl, trimethylsilyl, triphenylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, phenyl, biphenyl, naphthyl, anthracene, phenanthrene, phenylenetriene, pyrene, perylene, methylfluorenyl, phenylfluorenyl, spirofluorenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, benzofuranyl, dibenzofuranyl, benzodibenzofuranyl, and thiophene. The R1 and R2 may be substituted with one or more of the following: benzothiophene, dibenzothiophene, benzodibenzothiophene, carbazole, benzocarbazole, pyrrole, oxazolyl, benzooxazolyl, dibenzooxazolyl, thiazolyl, benzothiazolyl, dibenzothiazolyl, imidazolyl, benzimidazolyl, dibenzoimidazolyl, and indole; or adjacent R1 may be bonded together to form a benzene ring or a naphthyl ring, and adjacent R2 may be bonded together to form a benzene ring or a naphthyl ring; the R1 and R2 may also be substituted with one or more of the following: deuterium, fluorine, trifluoromethyl, trimethylsilyl, triphenylsilyl, methyl, ethyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, cyclopentyl, cyclohexyl, phenyl, biphenyl, and terphenyl.

[0078] Preferably, at most two or at most one u group in each of L1 and L2 is selected from N.

[0079] Most preferably, the second hole transport layer contains a compound represented by general formula (2). .

[0080] Preferably, the organic layer includes a hole transport region, the hole transport region contains 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, the first hole transport layer contains one, two or more materials of the compound represented by general formula (1), and the second hole transport layer contains one, two or more materials of the compound represented by general formula (2).

[0081] In the organic electroluminescent device of the present invention, the hole injection material can be phthalocyanine complex compounds such as phthalocyanine (abbreviated as: H2Pc), copper phthalocyanine (abbreviated as: CuPc), etc.; aromatic amine compounds such as 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviated as: DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviated as: DNTPD), etc.; or polymers such as poly(3,4-ethylenedioxythiophene) / polystyrene sulfonic acid (abbreviated as: PEDOT / PSS), etc., to form the hole injection layer; in addition, the hole injection layer can also be composed of a substance with acceptor properties. As acceptor substances, organic compounds with electron-withdrawing groups (halogen or cyano groups) can be used, such as 7,7,8,8-tetracyano-2,3,5,6-tetrafluoroquinone dimethane (abbreviated as F4-TCNQ), chloroquinone, 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene (abbreviated as HAT-CN), and 1,3,4,5,7,8-hexafluorotetracyano-naphthoquinone dimethane (abbreviated as F6-TCNNQ); molybdenum oxide, vanadium oxide, ruthenium oxide, tungsten oxide, manganese oxide, etc., can also be used, but are not limited to these.

[0082] Preferably, the first hole transport layer includes a compound represented by general formula (1), but is not limited thereto.

[0083] Preferably, the second hole transport layer includes, but is not limited to, a compound represented by general formula (2).

[0084] Preferably, the first hole transport layer includes a compound represented by general formula (1), and the second hole transport layer includes a compound represented by general formula (2), but is not limited thereto.

[0085] Preferably, the first hole transport layer includes a compound represented by general formula (2), and the second hole transport layer includes a compound represented by general formula (1), but is not limited thereto.

[0086] Preferably, the first hole transport layer includes a compound represented by general formula (1), the second hole transport layer includes a compound represented by general formula (2), and the third hole transport layer includes a compound represented by general formula (1), but is not limited thereto.

[0087] Preferably, the first hole transport layer includes a compound represented by general formula (1), the second hole transport layer includes a compound represented by general formula (2), and the third hole transport layer includes a compound represented by general formula (2), but is not limited thereto.

[0088] Preferably, the thickness of the first hole transport layer is 50 nm to 200 nm, and the thickness of the second hole transport layer is 3 nm to 100 nm.

[0089] Preferably, the thickness of the first hole transport layer is 60 nm to 180 nm. More preferably, the thickness of the first hole transport layer is 80 nm to 140 nm. More preferably, the thickness of the first hole transport layer is 100 nm to 120 nm.

[0090] Preferably, the thickness of the second hole transport layer is 5 nm to 90 nm. More preferably, the thickness of the second hole transport layer is 40 nm to 80 nm (red light device); the thickness of the second hole transport layer is 20 nm to 60 nm (green light device); and the thickness of the second hole transport layer is 5 nm to 30 nm (blue light device). Even more preferably, the thickness of the second hole transport layer is 50 nm to 70 nm (red light device); the thickness of the second hole transport layer is 30 nm to 50 nm (green light device); and the thickness of the second hole transport layer is 5 nm to 25 nm (blue light device).

[0091] Preferably, the thickness of the third hole transport layer and the fourth hole transport layer is 5 nm to 150 nm. More preferably, the thickness of the third hole transport layer and the fourth hole transport layer is 10 nm to 100 nm.

[0092] The luminescent layer is a layer containing a highly luminescent material (doped material), and various materials can be used. For example, fluorescent luminescent materials and phosphorescent luminescent materials can be used as doped materials. Fluorescent luminescent materials are compounds that emit light from a singlet excited state, while phosphorescent luminescent materials are compounds that emit light from a triplet excited state.

[0093] Blue-based fluorescent materials can utilize pyrene derivatives, styrylamine derivatives, fluoranthene derivatives, fluorene derivatives, diamine derivatives, triarylamine derivatives, etc. Green-based fluorescent materials can utilize aromatic amine derivatives, etc. Red-based fluorescent materials can utilize tetraphenylene derivatives, diamine derivatives, etc.

[0094] Blue-based phosphorescent materials utilize metal complexes such as iridium, osmium, and platinum complexes. Examples include bis[2-(4',6'-difluorophenyl)pyridine-N,C2']iridium(III)tetra(1-pyrazolyl)borate (FIr6), bis[2-(4',6'-difluorophenyl)pyridine-N,C2']iridium(III)pyridinecarboxylate (FIrpic), bis[2-(3',5'-bis(trifluoromethyl)phenyl)pyridine-N,C2']iridium(III)pyridinecarboxylate (Ir(CF3ppy)2(pic)), and bis[2-(4',6'-difluorophenyl)pyridine-N,C2']iridium(III)acetylacetone (FIracac). Green-based phosphorescent materials utilize iridium complexes, etc. Examples include tris(2-phenylpyridine-N,C2')iridium(III) (Ir(ppy)3), bis(2-phenylpyridine-N,C2')iridium(III)acetylacetone (Ir(ppy)2(acac)), bis(1,2-diphenyl-1H-benzimidazole)iridium(III)acetylacetone (Ir(pbi)2(acac)), and bis(benzo[h]quinoline)iridium(III)acetylacetone (Ir(bzq)2(acac)). Red phosphorescent materials utilize metal complexes such as iridium, platinum, terbium, and europium complexes. Examples include organometallic complexes such as bis[2-(2'-benzo[4,5-α]thienyl)pyridine-N,C3']iridium(III)acetylacetonate (Ir(btp)2(acac)), bis(1-phenylisoquinoline-N,C2')iridium(III)acetylacetonate (Ir(piq)2(acac)), and (acetylacetonate)bis[2,3-bis(4-fluorophenyl)quinoxaline]iridium(III) (Ir(Fdpq)2(acac)).

[0095] The luminescent layer can be configured to disperse the dopant material within the host material. Preferably, a material with a lower least occupied orbital level (LUMO) higher than the dopant material and a higher highest occupied orbital level (HOMO) lower than the dopant material is used. The host material can be (1) metal complexes such as aluminum complexes, beryllium complexes, or zinc complexes; (2) heterocyclic compounds such as oxadiazole derivatives, benzimidazole derivatives, or phenanthroline derivatives; (3) fused aromatic compounds such as carbazole derivatives, anthracene derivatives, phenanthrene derivatives, or pyrene derivatives; or (4) aromatic amine compounds such as triarylamine derivatives or fused polycyclic aromatic amine derivatives. The host material can have a single layer formed using a single material, a single layer formed using multiple different materials, or a multilayer structure including multiple layers formed using multiple different materials.

[0096] The optimal doping ratio of the host material and guest material of the light-emitting layer can vary depending on the material used. Typically, the doping ratio 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%.

[0097] In the organic electroluminescent device of the present invention, the hole-blocking material has good hole-blocking ability and can block holes within the light-emitting layer. Specific examples of the hole-blocking material include, but are not limited to, the following materials: imidazole derivatives, phenanthroline derivatives, rare earth complexes, oxazole derivatives, triazole derivatives, triazine derivatives, and other conjugated aromatic compounds with electron-withdrawing properties, such as 4,7-diphenyl-1,10-phenanthroline (Bphen), 1,3,5-tris(N-phenyl-2-benzimidazole)benzene (TPBi), and bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-hydroxyaluminum) (BAlq).

[0098] In the organic electroluminescent device of the present invention, the electron transport material can be selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 1,3,5-tris(N-phenyl-2-benzimidazole)benzene (TPBi), tris(8-hydroxyquinoline)aluminum(III) (Alq3), 8-hydroxyquinoline-lithium (Liq), di(2-methyl-8-hydroxyquinoline)(4-phenylphenol)aluminum(III) (BAlq), 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), 4,7-diphenyl-1,10-phenanthroline (Bphen), etc. In addition to the above materials and combinations thereof, the electron transport material may also include other known materials suitable for electron transport layers.

[0099] In the organic electroluminescent device of the present invention, the electron injection material can be selected from Li, Na, K, Rb, Cs, Be, Mg, Ca, lithium fluoride (LiF), sodium fluoride, potassium fluoride, rubidium fluoride, cesium fluoride, magnesium fluoride, calcium fluoride, lithium oxide, cesium carbonate, potassium silicate, lithium acetate, sodium acetate, potassium acetate, lithium tetra(8-hydroxyquinoline)boron, lithium 8-hydroxyquinoline (Liq), etc. Besides the above materials and combinations thereof, the electron injection material may also include other known materials suitable for serving as the electron injection layer. Preferably, the electron injection layer of the present invention is selected from lithium fluoride (LiF), lithium 8-hydroxyquinoline (Liq), etc.

[0100] The organic electroluminescent device described in this invention can be selected and combined according to device parameter requirements and material characteristics, and some organic layers can be added or omitted. For example, an electron buffer layer can be added between the electron transport layer and the electron injection layer; organic layers with the same function can also be made into a stacked structure of two or more layers, for example, the electron transport layer can also have a first electron transport layer and a second electron transport layer.

[0101] The coating material of the present invention can be any one or a combination of at least two of Alq3, TPBi or other known suitable coating materials.

[0102] There are no particular restrictions on the preparation and formation methods of each layer in the organic electroluminescent device. Any one of the following methods can be used: vacuum evaporation, spin coating, vapor deposition, blade coating, laser thermal transfer, electrospray coating, slot coating, and dip coating. In this invention, vacuum evaporation is preferred.

[0103] The organic electroluminescent device described in this invention can be widely used in display devices, lighting devices, solar cells, portable or mobile terminals (e.g., smartphones, tablets, personal digital assistants (PDAs), electronic dictionaries, or portable media players, navigation terminals, game consoles, TVs, computer monitors, etc.).

[0104] The compound described in formula (1) of this invention can be prepared by conventional coupling reactions in the art, for example by the following synthetic route, but this invention is not limited thereto:

[0105] The compound of formula (2) of this invention can be obtained by the conventional Buchwald-Hartwig reaction in the art, that is, under a nitrogen atmosphere, amine compound b reacts with halogen compound a via a Buchwald reaction to obtain intermediate A, which then reacts with halogen compound c via a Buchwald reaction, and reacts with appropriate catalysts, organic bases, ligands, solutions and appropriate temperatures to obtain the corresponding compound of formula I, wherein halogen compound X m X n Compounds that are Cl, Br, or I.

[0106] The compound described in formula (2) of this invention can be prepared by conventional coupling reactions in the art, for example by the following synthetic route, but this invention is not limited thereto:

[0107] X1 and X2 are halogen atoms, for example, they may be the same or different halogen atoms selected from the following: I, Br, Cl.

[0108] This invention does not impose any particular restrictions on the source of the raw materials used in the above-described reactions; commercially available raw materials or preparation methods well known to those skilled in the art can be used. This invention also does not impose any particular restrictions on the above reactions; conventional reactions well known to those skilled in the art can be used.

[0109] The invention is explained in more detail through the following examples, but is not intended to limit the invention. Based on this description, those skilled in the art will be able to practice the invention and prepare other compounds and devices according to the invention within the entire scope disclosed without inventive effort.

[0110] Description of raw materials, reagents, and characterization equipment: The present invention does not impose any particular restrictions on the source of raw materials used in the following embodiments, which can be commercially available products or prepared using preparation methods well known to those skilled in the art.

[0111] Mass spectrometry was performed using a Waters G2-Si quadrupole tandem time-of-flight high-resolution mass spectrometer, with chloroform as the solvent. Elemental analysis was performed using a Vario EL cube organic elemental analyzer from Elementar GmbH, Germany, with sample masses ranging from 5 to 10 mg.

[0112] Synthesis Example 1: Synthesis of Intermediate a-1-196

[0113] Synthesis of intermediate a-1-196:

[0114] THF (195 mL) and f-1-196 (40.13 g, 150 mmol) were added sequentially to a reaction flask. After cooling to -78 °C, a 2.5 M hexane solution of n-butyllithium (60 mL, 150 mmol) was slowly added dropwise at this temperature, stirred to dissolve, and reacted for 1 hour. e-1-196 (26.44 g, 150 mmol) was dissolved in THF (195 mL) and added dropwise. After the addition was complete, the reaction mixture was kept at -78 °C and stirred for another hour, then heated to room temperature overnight. After the reaction was completed, the solvent was evaporated under reduced pressure to obtain intermediate g-1-196. No further processing was performed, and the next reaction was carried out directly. Acetic acid (225 mL) and fuming HCl (24 mL) were added to the concentrated solution of intermediate g-1-196. The mixture was heated to reflux for 4 hours and stirred overnight at room temperature. The obtained suspension was diluted with water, extracted with DCM, the organic phases were combined, washed with water, dried with magnesium sulfate, and the solvent was removed under reduced pressure to obtain the crude product. Recrystallization from isopropanol yielded intermediate a-1-196 (37.99 g, 73% yield). HPLC analysis showed a solid purity ≥99.89%. Mass spectrometry m / z: 346.1480 (theoretical value: 346.1488).

[0115] By substituting the raw materials accordingly and following the intermediate synthesis method, other intermediates a can be obtained, as shown in the table below:

[0116] Synthesis Example 2: Synthesis of Intermediate a-1-1175

[0117] Under nitrogen protection, a-1-96 (68.01 g, 150 mmol), h-1-1175 (23.46 g, 150 mmol), potassium carbonate (31.10 g, 225 mmol), and palladium acetate (0.68 g, 3 mmol) were added to a reaction flask, followed by 1500 mL of a toluene / ethanol / water (2:1:1) mixture. The mixture was stirred and refluxed for 5 hours. After the reaction was complete, the reaction solution was cooled to room temperature, water was added, and the mixture was extracted with dichloromethane. The organic phase was collected, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation. Recrystallization from toluene / methanol (9:1 v / v) yielded intermediate a-1-1175 (54.57 g, 75% yield). HPLC analysis showed a solid purity ≥99.88%. Mass spectrometry m / z: 484.1967 (theoretical value: 484.1958).

[0118] Synthesis Example 3: Synthesis of Compounds 1-8

[0119] Under nitrogen protection, toluene (500 mL), a-1-8 (41.13 g, 100 mmol), b-1-8 (9.31 g, 100 mmol), palladium acetate (0.22 g, 1 mmol), sodium tert-butoxide (14.42 g, 150 mmol), and a 0.5 M toluene solution of tri-tert-butylphosphine (4 mL, 2 mmol) were added sequentially to a reaction flask. The mixture was stirred and heated under reflux for 5 hours. After the reaction was complete, the reaction solution was cooled to room temperature, water was added, and the mixture was extracted with dichloromethane. The organic phase was collected, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation. Recrystallization from toluene yielded intermediate A-1-8 (35.16 g, 83%), with a solid purity ≥99.86% as determined by HPLC. Mass spectrometry m / z: 423.1976 (theoretical value: 423.1987).

[0120] Under nitrogen protection, toluene (360 mL), intermediate A-1-8 (19.06 g, 45 mmol), c-1-8 (12.29 g, 45 mmol), Pd2(dba)3 (0.41 g, 0.45 mmol), sodium tert-butoxide (8.65 g, 90 mmol), and x-phos (0.43 g, 0.9 mmol) were added sequentially to a reaction flask. The mixture was stirred and refluxed for 5 hours. After the reaction was complete, the reaction solution was cooled to room temperature, water was added, and the mixture was extracted with dichloromethane. The organic phase was collected, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation. The mixture was recrystallized from toluene to give compound 1-8 (21.34 g). HPLC analysis showed that the solid purity was ≥99.93%. Mass spectrometry m / z: 615.2918 (theoretical value: 615.2926). Theoretical elemental content (%) C 47 H 37 N: C, 91.67; H, 6.06; N, 2.27. Measured elemental content (%): C, 91.64; H, 6.08; N, 2.28.

[0121] Synthesis Example 4: Synthesis of Compounds 1-20

[0122] Replacing b-1-8 with an equimolar amount of b-1-20, and following the same steps as in Synthesis Example 3, yielded compound 1-20 (24.29 g). HPLC analysis showed a solid purity ≥ 99.95%. Mass spectrometry m / z: 691.3230 (theoretical value: 691.3239). Theoretical elemental content (%) C 53 H 41 N: C, 92.00; H, 5.97; N, 2.02. Measured element content (%): C, 92.04; H, 5.94; N, 2.01.

[0123] Synthetic Example 5: Synthesis of Compounds 1-44

[0124] Replacing b-1-8 with an equimolar amount of b-1-44, and following the same steps as in Synthesis Example 3, yielded compound 1-44 (25.38 g). HPLC analysis showed a solid purity ≥ 99.97%. Mass spectrometry m / z: 741.3385 (theoretical value: 741.3396). Theoretical elemental content (%) C 57 H 43 N: C, 92.27; H, 5.84; N, 1.89. Measured element content (%): C, 92.24; H, 5.80; N, 1.88.

[0125] Synthesis Example 6: Synthesis of Compounds 1-47

[0126] Replacing b-1-8 with an equimolar amount of b-1-47, and following the same steps as in Synthesis Example 3, yielded compound 1-47 (27.23 g). HPLC analysis showed a solid purity ≥ 99.98%. Mass spectrometry m / z: 765.3383 (theoretical value: 765.3396). Theoretical elemental content (%) C 59 H 43 N: C, 92.51; H, 5.66; N, 1.83. Measured element content (%): C, 92.53; H, 5.62; N, 1.85.

[0127] Synthesis Example 7: Synthesis of Compounds 1-49

[0128] Replacing b-1-8 with an equimolar amount of b-1-49, and following the same steps as in Synthesis Example 3, yielded compound 1-49 (26.68 g). HPLC analysis showed a solid purity ≥ 99.95%. Mass spectrometry m / z: 731.3563 (theoretical value: 731.3552). Theoretical elemental content (%) C 56 H 45 N: C, 91.89; H, 6.20; N, 1.91. Measured element content (%): C, 91.86; H, 6.22; N, 1.92.

[0129] Synthesis Example 8: Synthesis of Compounds 1-61

[0130] Replacing b-1-8 with an equimolar amount of b-1-61, and following the same steps as in Synthesis Example 3, yielded compound 1-61 (26.35 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 731.3544 (theoretical value: 731.3552). Theoretical elemental content (%) C 56 H 45 N: C, 91.89; H, 6.20; N, 1.91. Measured element content (%): C, 91.86; H, 6.22; N, 1.91.

[0131] Synthesis Example 9: Synthesis of Compounds 1-96

[0132] Replacing a-1-8 with an equimolar amount of a-1-96, and following the same steps as in Synthesis Example 3, yielded compound 1-96 (23.09 g). HPLC analysis showed a solid purity ≥ 99.97%. Mass spectrometry m / z: 657.3385 (theoretical value: 657.3396). Theoretical elemental content (%) C 50 H 43 N: C, 91.28; H, 6.59; N, 2.13. Measured element content (%): C, 91.26; H, 6.57; N, 2.17.

[0133] Synthesis Example 10: Synthesis of Compounds 1-106

[0134] Replacing a-1-8 with an equimolar amount of a-1-96 and b-1-8 with an equimolar amount of b-1-106, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-106 (24.97 g). HPLC analysis showed a solid purity ≥ 99.95%. Mass spectrometry m / z: 729.3799 (theoretical value: 729.3791). Theoretical elemental content (%) C 53 H 51 NSi: C, 87.19; H, 7.04; N, 1.92. Measured elemental content (%): C, 87.15; H, 7.06; N, 1.95.

[0135] Synthetic Example 11: Synthesis of Compounds 1-108

[0136] Replacing a-1-8 with an equimolar amount of a-1-96 and b-1-8 with an equimolar amount of b-1-20, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-108 (27.08 g). HPLC analysis showed a solid purity ≥ 99.98%. Mass spectrometry m / z: 733.3698 (theoretical value: 733.3709). Theoretical elemental content (%) C 56 H 47 N: C, 91.64; H, 6.45; N, 1.91. Measured element content (%): C, 91.60; H, 6.46; N, 1.94.

[0137] Synthesis Example 12: Synthesis of Compounds 1-123

[0138] Replace a-1-8 with an equimolar amount of a-1-96, b-1-8 with an equimolar amount of b-1-123, and c-1-8 with an equimolar amount of c-1-123. All other steps are the same as in Synthesis Example 3 to obtain compound 1-123 (28.00 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 807.3876 (theoretical value: 807.3865). Theoretical elemental content (%) C 62 H 49 N: C, 92.15; H, 6.11; N, 1.73. Measured element content (%): C, 92.12; H, 6.12; N, 1.74.

[0139] Synthesis Example 13: Synthesis of Compounds 1-130

[0140] Replacing a-1-8 with an equimolar amount of a-1-96 and b-1-8 with an equimolar amount of b-1-130, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-130 (24.50 g). HPLC analysis showed a solid purity ≥ 99.97%. Mass spectrometry m / z: 697.3701 (theoretical value: 697.3709). Theoretical elemental content (%) C 53 H 47 N: C, 92.21; H, 6.79; N, 2.01. Measured elemental content (%): C, 92.24; H, 6.75; N, 2.02

[0141] Synthetic Example 14: Synthesis of Compounds 1-148

[0142] Replacing a-1-8 with an equimolar amount of a-1-96 and b-1-8 with an equimolar amount of b-1-148, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-148 (27.31 g). HPLC analysis showed a solid purity ≥ 99.95%. Mass spectrometry m / z: 767.4482 (theoretical value: 767.4491). Theoretical elemental content (%) C 58 H 57 N: C, 90.70; H, 7.48; N, 1.82. Measured element content (%): C, 90.69; H, 7.45; N, 1.79.

[0143] Synthetic Example 15: Synthesis of Compounds 1-149

[0144] Replacing a-1-8 with an equimolar amount of a-1-149, and following the same steps as in Synthesis Example 3, yielded compound 1-149 (25.70 g). HPLC analysis showed a solid purity ≥ 99.98%. Mass spectrometry m / z: 713.4035 (theoretical value: 713.4022). Theoretical elemental content (%) C 54 H 51 N: C, 90.84; H, 7.20; N, 1.96. Measured elemental content (%): C, 90.86; H, 7.21; N, 1.93.

[0145] Synthetic Example 16: Synthesis of Compounds 1-196

[0146] Replacing a-1-8 with an equimolar amount of a-1-196 and b-1-8 with an equimolar amount of b-1-196, while following the same steps as in Synthesis Example 3, yielded compound 1-196 (26.46 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 725.4031 (theoretical value: 725.4022). Theoretical elemental content (%) C 55 H 51 N: C, 90.99; H, 7.08; N, 1.93. Measured element content (%): C, 90.95; H, 7.09; N, 1.96.

[0147] Synthesis Example 17: Synthesis of Compounds 1-224

[0148] Replacing c-1-8 with an equimolar amount of c-1-224, and following the same steps as in Synthesis Example 3, yielded compound 1-224 (25.64 g). HPLC analysis showed a solid purity ≥ 99.98%. Mass spectrometry m / z: 739.3230 (theoretical value: 739.3239). Theoretical elemental content (%) C 57 H 41 N: C, 92.52; H, 5.59; N, 1.89. Measured element content (%): C, 92.50; H, 5.63; N, 1.88.

[0149] Synthetic Example 18: Synthesis of Compounds 1-255

[0150] Replacing b-1-8 with an equimolar amount of b-1-255 and c-1-8 with an equimolar amount of c-1-224, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-255 (26.48 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 744.3566 (theoretical value: 744.3553). Theoretical elemental content (%) C 57 H 36 D5N: C, 91.90; H, 6.22; N, 1.88. Measured elemental content (%): C, 91.92; H, 6.23; N, 1.85.

[0151] Synthesis Example 19: Synthesis of Compounds 1-262

[0152] Replacing b-1-8 with an equimolar amount of b-1-262 and c-1-8 with an equimolar amount of c-1-224, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-262 (28.66 g). HPLC analysis showed a solid purity ≥ 99.97%. Mass spectrometry m / z: 795.3872 (theoretical value: 795.3865). Theoretical elemental content (%) C 61 H 49 N: C, 92.04; H, 6.20; N, 1.76. Measured elemental content (%): C, 92.00; H, 6.22; N, 1.78.

[0153] Synthesis Example 20: Synthesis of Compounds 1-273

[0154] Replacing c-1-8 with an equimolar amount of a-1-8, and following the same steps as in Synthesis Example 3, yielded compound 1-273 (25.79 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 753.3384 (theoretical value: 753.3396). Theoretical elemental content (%) C 58 H 43 N: C, 92.39; H, 5.75; N, 1.86. Measured element content (%): C, 92.35; H, 5.77; N, 1.88.

[0155] Synthesis Example 21: Synthesis of Compounds 1-286

[0156] Replacing c-1-8 with an equimolar amount of c-1-286, and following the same steps as in Synthesis Example 3, yielded compound 1-286 (28.64 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 815.3566 (theoretical value: 815.3552). Theoretical elemental content (%) C 63 H 45 N: C, 92.73; H, 5.56; N, 1.72. Measured element content (%): C, 92.70; H, 5.57; N, 1.74.

[0157] Synthesis Example 22: Synthesis of Compounds 1-299

[0158] Replacing a-1-8 with an equimolar amount of a-1-299 and c-1-8 with an equimolar amount of c-1-224, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-299 (27.48 g). HPLC analysis showed a solid purity ≥ 99.97%. Mass spectrometry m / z: 753.3385 (theoretical value: 753.3396). Theoretical elemental content (%) C 58 H 43 N: C, 92.39; H, 5.75; N, 1.86. Measured elemental content (%): C, 92.35; H, 5.76; N, 1.90.

[0159] Synthesis Example 23: Synthesis of Compound 1-308

[0160] Replacing a-1-8 with an equimolar amount of a-1-308 and c-1-8 with an equimolar amount of c-1-224, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-308 (30.11 g). HPLC analysis showed a solid purity ≥ 99.95%. Mass spectrometry m / z: 815.3560 (theoretical value: 815.3552). Theoretical elemental content (%) C 63 H 45 N: C, 92.73; H, 5.56; N, 1.72. Measured element content (%): C, 92.70; H, 5.57; N, 1.75.

[0161] Synthesis Example 24: Synthesis of Compounds 1-313

[0162] Replacing b-1-8 with an equimolar amount of b-1-20 and c-1-8 with an equimolar amount of c-1-224, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-313 (29.01 g). HPLC analysis showed a solid purity ≥ 99.97%. Mass spectrometry m / z: 815.3545 (theoretical value: 815.3552). Theoretical elemental content (%) C 63 H 45 N: C, 92.73; H, 5.56; N, 1.72. Measured element content (%): C, 92.76; H, 5.54; N, 1.70.

[0163] Synthesis Example 25: Synthesis of Compound 1-394

[0164] Replace a-1-8 with an equimolar amount of a-1-394, b-1-8 with an equimolar amount of b-1-394, and c-1-8 with an equimolar amount of c-1-394. All other steps are the same as in Synthesis Example 3 to obtain compound 1-394 (28.25 g). HPLC analysis showed a solid purity ≥ 99.98%. Mass spectrometry m / z: 825.4188 (theoretical value: 825.4180). Theoretical elemental content (%) C 63 H 35 D 10 N: C, 91.60; H, 6.71; N, 1.70. Measured elemental content (%): C, 91.61; H, 6.70; N, 1.72.

[0165] Synthesis Example 26: Synthesis of Compound 1-396

[0166] Replacing b-1-8 with an equimolar amount of b-1-396 and c-1-8 with an equimolar amount of c-1-224, while following the same steps as in Synthesis Example 3, yielded compound 1-224 (31.31 g). HPLC analysis showed a solid purity ≥ 99.97%. Mass spectrometry m / z: 891.3856 (theoretical value: 891.3865). Theoretical elemental content (%) C 69 H 49 N: C, 92.89; H, 5.54; N, 1.57. Measured elemental content (%): C, 92.85; H, 5.56; N, 1.59.

[0167] Synthesis Example 27: Synthesis of Compound 1-483

[0168] Replace a-1-8 with an equimolar amount of a-1-483, b-1-8 with an equimolar amount of b-1-483, and c-1-8 with an equimolar amount of c-1-483. All other steps are the same as in Synthesis Example 3 to obtain compound 1-483 (27.73 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 779.3563 (theoretical value: 779.3552). Theoretical elemental content (%) C 60 H 45 N: C, 92.39; H, 5.82; N, 1.80. Measured element content (%): C, 92.36; H, 5.83; N, 1.82.

[0169] Synthesis Example 28: Synthesis of Compounds 1-499

[0170] Replace b-1-8 with an equimolar amount of b-1-499, and c-1-8 with an equimolar amount of c-1-224. All other steps are the same as in Synthesis Example 3 to obtain compound 1-499 (29.28 g). HPLC analysis showed a solid purity ≥ 99.98%. Mass spectrometry m / z: 855.3855 (theoretical value: 855.3865). Theoretical elemental content (%) C 66 H 49 N: C, 92.59; H, 5.77; N, 1.64. Measured elemental content (%): C, 92.55; H, 5.78; N, 1.67.

[0171] Synthesis Example 29: Synthesis of Compound 1-564

[0172] Replacing a-1-8 with an equimolar amount of a-1-564 and c-1-8 with an equimolar amount of c-1-224, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-564 (26.47 g). HPLC analysis showed a solid purity ≥ 99.97%. Mass spectrometry m / z: 753.9880 (theoretical value: 753.9890). Theoretical elemental content (%) C 58 H 43 N: C, 92.39; H, 5.75; N, 1.86. Measured elemental content (%): C, 92.37; H, 5.76; N, 1.87.

[0173] Synthesis Example 30: Synthesis of Compounds 1-611

[0174] Replacing a-1-8 with an equimolar amount of a-1-96 and c-1-8 with an equimolar amount of c-1-224, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-611 (27.80 g). HPLC analysis showed a solid purity ≥ 99.98%. Mass spectrometry m / z: 781.3717 (theoretical value: 781.3709). Theoretical elemental content (%) C 60 H 47 N: C, 92.15; H, 6.06; N, 1.79. Measured element content (%): C, 92.18; H, 6.05; N, 1.77.

[0175] Synthesis Example 31: Synthesis of Compounds 1-632

[0176] Replacing a-1-8 with an equimolar amount of a-1-96 and c-1-8 with an equimolar amount of c-1-632, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-632 (28.96 g). HPLC analysis showed a solid purity ≥ 99.98%. Mass spectrometry m / z: 857.4037 (theoretical value: 857.4022). Theoretical elemental content (%) C 66 H 51 N: C, 92.38; H, 5.99; N, 1.63. Measured elemental content (%): C, 92.35; H, 5.98; N, 1.68.

[0177] Synthesis Example 32: Synthesis of Compounds 1-662

[0178] Replacing a-1-8 with an equimolar amount of a-1-662 and c-1-8 with an equimolar amount of c-1-224, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-662 (29.21 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 832.3872 (theoretical value: 832.3865). Theoretical elemental content (%) C 64 H 49 N: C, 92.38; H, 5.94; N, 1.68. Measured elemental content (%): C, 92.36; H, 5.95; N, 1.70.

[0179] Synthesis Example 33: Synthesis of Compound 1-670

[0180] Replacing a-1-8 with an equimolar amount of a-1-96, b-1-8 with an equimolar amount of b-1-20, and c-1-8 with an equimolar amount of c-1-224, while maintaining the same steps as in Synthesis Example 3, yielded compound 1-670 (28.96 g). HPLC analysis showed a solid purity ≥ 99.98%. Mass spectrometry m / z: 857.4030 (theoretical value: 857.4022). Theoretical elemental content (%) C 66 H 51 N: C, 92.38; H, 5.99; N, 1.63. Measured element content (%): C, 92.36; H, 5.98; N, 1.66.

[0181] Synthesis Example 34: Synthesis of Compounds 1-694

[0182] Replace a-1-8 with an equimolar amount of a-1-96, b-1-8 with an equimolar amount of b-1-694, and c-1-8 with an equimolar amount of c-1-224. All other steps are the same as in Synthesis Example 3 to obtain compound 1-694 (30.30 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 862.4346 (theoretical value: 862.4335). Theoretical elemental content (%) C 66 H 46 D5N: C, 91.84; H, 6.54; N, 1.62. Measured elemental content (%): C, 91.86; H, 6.51; N, 1.62.

[0183] Synthesis Example 35: Synthesis of Compound 1-754

[0184] Replace a-1-8 with an equimolar amount of a-1-96, b-1-8 with an equimolar amount of b-1-754, and c-1-8 with an equimolar amount of a-1-96. All other steps are the same as in Synthesis Example 3 to obtain compound 1-754 (30.78 g). HPLC analysis showed a solid purity ≥ 99.97%. Mass spectrometry m / z: 887.4480 (theoretical value: 887.4491). Theoretical elemental content (%) C 68 H 57 N: C, 91.95; H, 6.47; N, 1.58. Measured element content (%): C, 91.92; H, 6.49; N, 1.59.

[0185] Synthesis Example 36: Synthesis of Compound 1-785

[0186] Replace a-1-8 with an equimolar amount of a-1-96, b-1-8 with an equimolar amount of b-1-130, and c-1-8 with an equimolar amount of c-1-224. All other steps are the same as in Synthesis Example 3 to obtain compound 1-785 (29.23 g). HPLC analysis showed a solid purity ≥ 99.95%. Mass spectrometry m / z: 821.4036 (theoretical value: 821.4022). Theoretical elemental content (%) C 63 H 51 N: C, 92.04; H, 6.25; N, 1.70. Measured elemental content (%): C, 92.00; H, 6.27; N, 1.72.

[0187] Synthesis Example 37: Synthesis of Compound 1-903

[0188] Replacing a-1-8 with an equimolar amount of a-1-903 and b-1-8 with an equimolar amount of b-1-394, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-903 (23.83 g). HPLC analysis showed a solid purity ≥ 99.95%. Mass spectrometry m / z: 705.3383 (theoretical value: 705.3396). Theoretical elemental content (%) C 54 H 43 N: C, 91.88; H, 6.14; N, 1.98. Measured elemental content (%): C, 91.85; H, 6.16; N, 2.00.

[0189] Synthesis Example 38: Synthesis of Compounds 1-913

[0190] Replacing a-1-8 with an equimolar amount of a-1-913 and c-1-8 with an equimolar amount of c-1-224, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-913 (26.96 g). HPLC analysis showed a solid purity ≥ 99.98%. Mass spectrometry m / z: 767.3559 (theoretical value: 767.3552). Theoretical elemental content (%) C 59 H 45 N: C, 92.27; H, 5.91; N, 1.82. Measured element content (%): C, 92.24; H, 5.92; N, 1.85.

[0191] Synthesis Example 39: Synthesis of Compound 1-1005

[0192] Replace b-1-8 with an equimolar amount of b-1-1005, and replace c-1-8 with an equimolar amount of c-1-1005. All other steps are the same as in Synthesis Example 3 to obtain compound 1-1005 (29.67 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 813.3385 (theoretical value: 813.3396). Theoretical elemental content (%) C 63 H 43 N: C, 92.95; H, 5.32; N, 1.72. Measured element content (%): C, 92.97; H, 5.31; N, 1.73.

[0193] Synthesis Example 40: Synthesis of Compound 1-1034

[0194] Replacing c-1-8 with an equimolar amount of c-1-1034, and following the same steps as in Synthesis Example 3, yielded compound 1-1034 (25.49 g). HPLC analysis showed a solid purity ≥ 99.98%. Mass spectrometry m / z: 707.3544 (theoretical value: 707.3552). Theoretical elemental content (%) C 54 H 45 N: C, 91.61; H, 6.41; N, 1.98. Measured element content (%): C, 91.64; H, 6.40; N, 1.96.

[0195] Synthesis Example 41: Synthesis of Compound 1-1072

[0196] Replace a-1-8 with an equimolar amount of a-1-96, b-1-8 with an equimolar amount of b-1-20, and c-1-8 with an equimolar amount of c-1-1072. All other steps are the same as in Synthesis Example 3 to obtain compound 1-1072 (28.56 g). HPLC analysis showed a solid purity ≥ 99.95%. Mass spectrometry m / z: 773.4034 (theoretical value: 773.4022). Theoretical elemental content (%) C 59 H 51 N: C, 91.55; H, 6.64; N, 1.81. Measured element content (%): C, 91.51; H, 6.66; N, 1.83.

[0197] Synthesis Example 42: Synthesis of Compound 1-1101

[0198] Replacing b-1-8 with an equimolar amount of b-1-1101 and c-1-8 with an equimolar amount of c-1-224, while following the same steps as in Synthesis Example 3, yielded compound 1-1101 (28.51 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 753.3383 (theoretical value: 753.3396). Theoretical elemental content (%) C 58 H 43 N: C, 92.39; H, 5.75; N, 1.86. Measured elemental content (%): C, 92.42; H, 5.74; N, 1.84.

[0199] Synthetic Example 43: Synthesis of Compound 1-1175

[0200] Replacing a-1-8 with an equimolar amount of a-1-1175 and c-1-8 with an equimolar amount of c-1-224, while adhering to the same steps as in Synthesis Example 3, yielded compound 1-1175 (29.73 g). HPLC analysis showed a solid purity ≥ 99.98%. Mass spectrometry m / z: 857.4035 (theoretical value: 857.4022). Theoretical elemental content (%) C 66 H 51 N: C, 92.38; H, 5.99; N, 1.63. Measured elemental content (%): C, 92.35; H, 5.98; N, 1.66.

[0201] Synthetic Example 44: Synthesis of Compound 1-1180

[0202] Replacing c-1-8 with an equimolar amount of c-1-1180, and following the same steps as in Synthesis Example 3, yielded compound 1-1180 (23.66 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 691.3223 (theoretical value: 691.3239). Theoretical elemental content (%) C 53 H 41 N: C, 92.00; H, 5.97; N, 2.02. Measured elemental content (%): C, 92.03; H, 5.96; N, 2.00.

[0203] Synthesis Example 45: Preparation of Compound 63

[0204] Preparation of intermediate I-63: Under nitrogen protection, b-1-20 (10.15 g, 60.00 mmol), b-63 (19.33 g, 60.00 mmol), palladium acetate (0.16 g, 0.72 mmol), sodium tert-butoxide (11.53 g, 120.00 mmol), tri-tert-butylphosphine (1.44 mL, 0.5 M in toluene solution), and toluene (300 mL) were added sequentially to a reaction flask. The mixture was stirred and the system was heated under reflux for 4.5 h. After the reaction was completed, the mixture was cooled to room temperature, water was added, and the mixture was extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate, filtered, and the solvent was removed under reduced pressure. The mixture was recrystallized from toluene / ethanol at a ratio of 7:1 to give I-63 (19.21 g, yield 78%). The purity of the solid was ≥99.85% as determined by HPLC. Mass spectrometry m / z: 410.1783 (theoretical value: 410.1795).

[0205] Preparation of compound 63: Under nitrogen protection, I-63 (12.32 g, 30.00 mmol), c-63 (8.20 g, 30.00 mmol), tris(dibenzylacetone)palladium (0.27 g, 0.30 mmol), sodium tert-butoxide (5.77 g, 60.00 mmol), tri-tert-butylphosphine (1.2 mL, 0.5 M in toluene solution), and toluene (90 mL) were added sequentially to a reaction flask. The mixture was stirred and the system was heated under reflux for 5 h. After the reaction was completed, the mixture was cooled to room temperature, water was added, and the mixture was extracted with dichloromethane. The organic phase was dried over anhydrous magnesium sulfate, filtered, and the solvent was removed under reduced pressure. The mixture was recrystallized from toluene to give compound 63 (12.84 g, yield 71%). The purity of the solid was ≥99.95% as determined by HPLC. Mass spectrometry m / z: 602.2710 (theoretical value: 602.2722). Theoretical elemental content (%) C 45H 34 N: C, 89.67; H, 5.69; N, 4.65. Measured element content (%): C, 89.69; H, 5.68; N, 4.63.

[0206] Synthesis Example 46: Preparation of Compound 71

[0207] Following the preparation method of Synthesis Example 45, b-63 and c-63 were replaced with equimolar amounts of b-71 and c-71, respectively, to obtain compound 71 (14.26 g). HPLC analysis showed a solid purity ≥ 99.93%. Mass spectrometry m / z: 678.3044 (theoretical value: 678.3035). Theoretical elemental content (%) C 51 H 38 N2: C, 90.23; H, 5.64; N, 4.13. Measured elemental content (%): C, 90.24; H, 5.65; N, 4.11.

[0208] Synthesis Example 47: Preparation of Compound 473

[0209] Following the preparation method of Synthesis Example 45, b-63 and c-63 were replaced with equimolar amounts of b-473 and a-1-8, respectively, to obtain compound 473 (15.93 g). HPLC analysis showed a solid purity ≥ 99.94%. Mass spectrometry m / z: 816.3517 (theoretical value: 816.3504). Theoretical elemental content (%) C 62 H 44 N2: C, 91.14; H, 5.43; N, 3.43. Measured element content (%): C, 91.17; H, 5.41; N, 3.42.

[0210] Synthesis Example 48: Preparation of Compound 477

[0211] Following the preparation method of Synthesis Example 45, b-63 and c-63 were replaced with equimolar amounts of b-477 and a-1-96, respectively, to obtain compound 477 (15.74 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 782.3678 (theoretical value: 782.3661). Theoretical elemental content (%) C 59 H 46 N2: C, 90.50; H, 5.92; N, 3.58. Measured elemental content (%): C, 90.51; H, 5.90; N, 3.60.

[0212] Synthesis Example 49: Preparation of Compound 494

[0213] Following the preparation method of Synthesis Example 45, b-1-20, b-63, and c-63 were replaced with equimolar amounts of a-494, b-71, and a-1-483, respectively, to obtain compound 494 (16.20 g). HPLC analysis showed a solid purity ≥ 99.91%. Mass spectrometry m / z: 856.3806 (theoretical value: 856.3817). Theoretical elemental content (%) C 65 H 48 N2: C, 91.09; H, 5.64; N, 3.27. Measured elemental content (%): C, 91.08; H, 5.66; N, 3.25.

[0214] Synthesis Example 50: Preparation of Compound 506

[0215] Following the preparation method of Synthesis Example 45, b-1-20, b-63, and c-63 were replaced with equimolar amounts of b-1-8, b-506, and a-1-394, respectively, to obtain compound 506 (15.22 g). HPLC analysis showed a solid purity ≥ 99.92%. Mass spectrometry m / z: 745.3519 (theoretical value: 745.3505). Theoretical elemental content (%) C 56 H 35 D5N2: C, 90.17; H, 6.08; N, 3.76. Measured elemental content (%): C, 90.19; H, 6.09; N, 3.74.

[0216] Synthesis Example 51: Preparation of Compound 512

[0217] Following the preparation method of Synthesis Example 45, c-63 was replaced with an equimolar amount of c-512 to obtain compound 512 (15.62 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 776.3180 (theoretical value: 776.3191). Theoretical elemental content (%) C 59 H 40 N2: C, 91.21; H, 5.19; N, 3.61. Measured element content (%): C, 91.20; H, 5.17; N, 3.64.

[0218] Synthesis Example 52: Preparation of Compound 526

[0219] Following the preparation method of Synthesis Example 45, b-63 and c-63 were replaced with equimolar amounts of b-526 and c-526, respectively, to obtain compound 526 (16.16 g). HPLC analysis showed a solid purity ≥ 99.91%. Mass spectrometry m / z: 882.3262 (theoretical value: 882.3246). Theoretical elemental content (%) C 65 H 42 N2O2: C, 88.41; H, 4.79; N, 3.17. Measured elemental content (%): C, 88.43; H, 4.77; N, 3.13.

[0220] Synthesis Example 53: Preparation of Compound 545

[0221] Following the preparation method of Synthesis Example 45, b-1-20, b-63, and c-63 were replaced with equimolar amounts of a-545, b-545, and c-545, respectively, to obtain compound 545 (16.19 g). HPLC analysis showed a solid purity ≥ 99.95%. Mass spectrometry m / z: 842.3288 (theoretical value: 842.3297). Theoretical elemental content (%) C 63 H 42 N₂O: C, 89.76; H, 5.02; N, 3.32. Measured elemental content (%): C, 89.72; H, 5.05; N, 3.31.

[0222] Synthesis Example 54: Preparation of Compound 591

[0223] Following the preparation method of Synthesis Example 45, b-1-20, b-63, and c-63 were replaced with equimolar amounts of a-591, b-71, and c-1-1005, respectively, to obtain compound 591 (15.70 g). HPLC analysis showed a solid purity ≥ 99.93%. Mass spectrometry m / z: 804.3429 (theoretical value: 804.3443). Theoretical elemental content (%) C 61 H 36 D4N2: C, 91.01; H, 5.51; N, 3.48. Measured elemental content (%): C, 91.02; H, 5.52; N, 3.46.

[0224] Synthesis Example 55: Preparation of Compound 622

[0225] Following the preparation method of Synthesis Example 45, b-63 and c-63 were replaced with equimolar amounts of b-526 and c-622, respectively, to obtain compound 622 (15.69 g). HPLC analysis showed a solid purity ≥ 99.95%. Mass spectrometry m / z: 816.3157 (theoretical value: 816.3141). Theoretical elemental content (%) C 61 H 40 N₂O: C, 89.68; H, 4.94; N, 3.43. Measured elemental content (%): C, 89.66; H, 4.95; N, 3.40.

[0226] Synthesis Example 56: Preparation of Compound 642

[0227] Following the preparation method of Synthesis Example 45, b-1-20 and c-63 were replaced with equimolar amounts of a-494 and c-642, respectively, to obtain compound 642 (15.98 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 806.3652 (theoretical value: 806.3661). Theoretical elemental content (%) C 61 H 46 N2: C, 90.78; H, 5.75; N, 3.47. Measured elemental content (%): C, 90.77; H, 5.74; N, 3.49.

[0228] Synthesis Example 57: Preparation of Compound 647

[0229] Following the preparation method of Synthesis Example 45, b-63 and c-63 were replaced with equimolar amounts of b-473 and c-647, respectively, to obtain compound 647 (14.85 g). HPLC analysis showed a solid purity ≥ 99.97%. Mass spectrometry m / z: 727.2965 (theoretical value: 727.2987). Theoretical elemental content (%) C 54 H 37 N3: C, 89.10; H, 5.12; N, 5.77. Measured elemental content (%): C, 89.12; H, 5.13; N, 5.76.

[0230] Synthesis Example 58: Preparation of Compound 681

[0231] Following the preparation method of Synthesis Example 45, b-63 and c-63 were replaced with equimolar amounts of b-545 and c-681, respectively, to obtain compound 681 (14.28 g). HPLC analysis showed a solid purity ≥ 99.96%. Mass spectrometry m / z: 689.2844 (theoretical value: 689.2831). Theoretical elemental content (%) C 51 H 35 N3: C, 88.79; H, 5.11; N, 6.09. Measured elemental content (%): C, 88.78; H, 5.13; N, 6.08.

[0232] Synthesis Example 59: Preparation of Compound 767

[0233] Following the preparation method of Synthesis Example 45, b-63 and c-63 were replaced with equimolar amounts of b-71 and c-767, respectively, to obtain compound 767 (14.28 g). HPLC analysis showed a solid purity ≥ 99.94%. Mass spectrometry m / z: 679.2615 (theoretical value: 679.2624). Theoretical elemental content (%) C 49 H 33 N3O: C, 86.57; H, 4.89; N, 6.18. Measured elemental content (%): C, 86.59; H, 4.88; N, 6.16.

[0234] [Comparative Examples 1-15] Device Fabrication Examples: Comparative Example 1: The ITO transparent substrate was washed three times in distilled water and ultrasonically cleaned for 15 minutes. After the distilled water cleaning, it was ultrasonically cleaned in sequence with solvents such as isopropanol, acetone, and methanol, and then dried at 120°C before being sent to a vapor deposition machine. A hole injection layer (HI / 55nm), a first hole transport layer (compound 1-694 / 120nm), a light-emitting layer (BH:BD (98%:2% by mass) / 30nm), an electron transport layer (ET / 25nm), an electron injection layer (LiF / 0.5nm), and a cathode (Al / 110nm) were deposited on the prepared ITO transparent substrate electrode using a layer-by-layer vacuum vapor deposition method. The device was then sealed in a glove box, thus fabricating an organic electroluminescent device.

[0235] Comparative Examples 2-8: The first hole transport layer compound 1-694 in Comparative Example 1 was replaced sequentially with compounds 1-255, 1-313, 1-670, 1-224, 1-611, 1-20, and 1-8 of the present invention, while the other steps were the same, to obtain the comparative organic electroluminescent device 2-8.

[0236] Comparative Example 9: The ITO transparent substrate was washed three times in distilled water and ultrasonically cleaned for 15 minutes. After the distilled water cleaning, it was ultrasonically cleaned in sequence with solvents such as isopropanol, acetone, and methanol, and then dried at 120°C before being sent to a vapor deposition machine. A hole injection layer (HI / 55nm), a first hole transport layer compound (HT / 90nm), a second hole transport layer compound (10 / 30nm), a light-emitting layer (BH:BD (98%:2% by mass) / 30nm), an electron transport layer (ET / 25nm), an electron injection layer (LiF / 0.5nm), and a cathode (Al / 110nm) were then deposited using a layer-by-layer vacuum vapor deposition method on the prepared ITO transparent substrate electrode. The device was then sealed in a glove box, thus fabricating an organic electroluminescent device.

[0237] Comparative Examples 10-15: The second hole transport layer compound 10 in Comparative Example 9 was replaced sequentially with compounds 16, 37, 3, 63, 71, and 223 of the present invention, while other steps were the same, to obtain comparative organic electroluminescent devices 10-15.

[0238] Comparative Example 16: The ITO transparent substrate was washed three times in distilled water and ultrasonically cleaned for 15 minutes. After the distilled water cleaning, it was ultrasonically cleaned in sequence with solvents such as isopropanol, acetone, and methanol, and then dried at 120°C before being sent to a vapor deposition machine. A hole injection layer (HI / 55nm), a second hole transport layer (10 / 120nm), a light-emitting layer (BH:BD (98%:2% by mass)) / 30nm, an electron transport layer (ET / 25nm), an electron injection layer (LiF / 0.5nm), and a cathode (Al / 110nm) were deposited on the prepared ITO transparent substrate electrode using a layer-by-layer vacuum vapor deposition method. The device was then sealed in a glove box, thus fabricating an organic electroluminescent device.

[0239] Comparative Examples 17-21: The second hole transport layer compound 10 in Comparative Example 1 was replaced sequentially with compounds 16, 37, 3, 63, and 71 of the present invention, while other steps remained the same, to obtain comparative organic electroluminescent devices 17-21.

[0240] Application Example 1: The ITO transparent substrate was washed three times in distilled water and ultrasonically cleaned for 15 minutes. After the distilled water cleaning, it was ultrasonically cleaned in sequence with solvents such as isopropanol, acetone, and methanol, and then dried at 120°C before being sent to a vapor deposition machine. On the prepared ITO transparent substrate electrode, a hole injection layer HI / 55nm, a first hole transport layer compound 1-8 / 90nm, a second hole transport layer compound 96 / 30nm, a light-emitting layer (BH:BD (98%:2% mass ratio)) / 30nm, an electron transport layer ET / 25nm, an electron injection layer LiF / 0.5nm, and a cathode Al / 110nm were then deposited. The device was sealed in a glove box, thus fabricating an organic electroluminescent device. After completing the fabrication of the organic electroluminescent device according to the above steps, the photoelectric performance of the device was measured. The molecular structure formulas of the relevant materials are shown below:

[0241] [Application Examples 2-42]

[0242] Replace compounds 1-8 of the first hole transport layer material in Application Example 1 sequentially with compounds 1-20, 1-44, 1-47, 1-49, 1-61, 1-96, 1-106, 1-108, 1-123, 1-130, 1-148, 1-149, 1-196, 1-224, 1-255, 1-262, 1-273, 1-286, 1-299, 1-308, 1-313, 1-394, 1-396, 1-483, 1-499, 1-564, 1-611, 1-632, 1-662, 1-670, 1-694, 1-754, 1-785, 1-903, 1-913, and 1-1005 of the present invention. Compounds 1-1034, 1-1072, 1-1101, 1-1175, and 1-1180 were used, and simultaneously, the second hole transport layer material compound 96 of the organic electroluminescent device was sequentially replaced with compounds 223, 527, 591, 622, 473, 133, 494, 102, 681, 477, 260, 114, 151, 63, 16, 277, 419, 545, 340, 149, 37, 119, 51, 157, 46, 506, 71, 647, 767, 3, 10, 642, 841, 388, 512, 173, 394, 353, 244, 526, and 666 of the present invention. All other steps were the same as in Application Example 1. Table 1 shows the test results of the luminescent properties of the light-emitting devices prepared by the compounds prepared in the embodiments of the present invention and the comparative materials.

[0243] [Table 1] Testing of the luminescent properties of light-emitting devices

[0244] Note: T90 refers to a current density of 10 mA / cm². 2 Under certain conditions, the time it takes for the device's brightness to decay to 90%; As can be seen from the results in Table 1, the organic electroluminescent device of the present invention exhibits advantages of high luminous efficiency and long lifespan compared to comparative embodiments 1-15. Furthermore, these luminous efficiency and lifespan are exceptionally good in the field, making it a high-performance organic electroluminescent device. This is attributed to the specific combination of the first and second hole transport layer materials of the present invention. Their combined effect enables the efficiency of the organic electroluminescent device of the present invention to break through the limitations of conventional organic electroluminescent devices, resulting in superior performance.

[0245] It should be noted that the present invention has been specifically described with reference to individual embodiments, but those skilled in the art can make various forms or details of improvements to the present invention without departing from the principles of the present invention, and these improvements also fall within the protection scope of the present invention.

Claims

1. An organic electroluminescent device, comprising a substrate, an anode, an organic layer, and a cathode, characterized in that, The organic layer includes a hole transport region containing one or more materials selected from the compounds represented by general formula (1) and the compounds represented by general formula (2): In equation (1), Wherein, the R c They may be the same as or different from each other, and are selected from one of substituted or unsubstituted C1-C15 alkyl groups, substituted or unsubstituted C3-C15 cycloalkyl groups, and substituted or unsubstituted silyl groups; said R c 'Selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl; or adjacent R c 'Connected into substituted or unsubstituted aromatic rings or substituted or unsubstituted tri- to seven-membered aliphatic rings; The value of m is selected from 1, 2, 3, or 4; c1 is selected from 1, 2, 3, 4 or 5, c2 is selected from 0, 1, 2, 3 or 4, and c1 + c2 ≤ 5; The c is selected from either CH or N; The L d Selected from one of the following: single bond, substituted or unsubstituted C6-C25 arylene, substituted or unsubstituted C3-C10 aliphatic ring and C6-C25 aromatic ring fused and cycloalkenes, substituted or unsubstituted C2-C20 heteroarylene; The R b It is selected from any one of hydrogen, deuterium, halogen atom, cyano, substituted or unsubstituted silyl group, substituted or unsubstituted C1-C15 alkyl group, substituted or unsubstituted C3-C15 cycloalkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C6-C25 aryl group, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring group, and substituted or unsubstituted C2-C25 heteroaryl group; The t is selected from either CH or N; The Ar a Selected from one of the following groups: Wherein, z is selected from either CH or N; The R m R n Independently selected from one of 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 group, substituted or unsubstituted C2-C25 heteroaryl; or the adjacent R m R n They are interconnected to form substituted or unsubstituted spirocyclic rings or substituted or unsubstituted aliphatic rings; The R h They may be identical or different from each other, and are selected from hydrogen, deuterium, cyano, halogen, nitro, 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, fused ring of substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring, substituted or unsubstituted C2-C25 heteroaryl; or the two adjacent Rs h They connect to each other to form substituted or unsubstituted rings; h1 is selected from 0, 1, 2 or 3; h2 is selected from 0, 1, 2, 3 or 4; The Ar b Selected from one of the following: 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 L a L b L c It is independently selected from one of the following: single bond, substituted or unsubstituted C6-C25 arylene, substituted or unsubstituted C3-C10 aliphatic ring and C6-C25 aromatic ring fused and cycloalkenes, and substituted or unsubstituted C2-C20 heteroarylene. The R d R e They may be identical or different from each other, and each is independently selected from one of the following: hydrogen, deuterium, halogen atom, cyano group, substituted or unsubstituted silyl group, substituted or unsubstituted C1-C15 alkyl group, substituted or unsubstituted C3-C15 cycloalkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C6-C25 aryl group, substituted or unsubstituted C6-C30 aromatic ring and C3-C30 aliphatic ring fused ring group, substituted or unsubstituted C2-C25 heteroaryl group, or adjacent R groups. d Adjacent R e They can be connected to form a ring structure; The d is selected from 0, 1, 2, 3 or 4; the e is selected from 0, 1, 2 or 3; In equation (2), Wherein, x is selected from either CH or N; Ar1 and Ar2 are independently selected from any one of the following: substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C2-C30 heteroaryl groups, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic groups, substituted or unsubstituted C1-C25 heterocyclic alkanes and C6-C30 aromatic groups, and substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic groups. The L is selected from any one of the following: substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C2-C30 heteroarylene, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic rings with fused cycloyl groups, and substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic rings with fused cycloyl groups. L1 and L2 are independently selected from any one of the following: single bond, substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C2-C30 heteroarylene, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring fused cycloyl group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring fused cycloyl group; R1 and R2 are independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocyclic alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C1-C25 heterocyclic alkane and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring fused cycloyl; The n1 is selected from 0, 1, 2, 3 or 4; when there are two or more R1s, the two or more R1s are the same or different from each other, or two adjacent R1s are connected to each other to form a substituted or unsubstituted aromatic ring or a three- to eight-membered aliphatic ring. The n2 is selected from 0, 1, 2, 3 or 4; when there are two or more R2s, the two or more R2s are the same or different from each other, or two adjacent R2s are connected to each other to form a substituted or unsubstituted aromatic ring or a three- to eight-membered aliphatic ring.

2. The organic electroluminescent device according to claim 1, characterized in that, The organic layer includes a hole transport region, which contains 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, and the second hole transport layer is located between the first hole transport layer and the light-emitting layer. The first hole transport layer contains one, two, or more materials of a compound represented by general formula (1), and the second hole transport layer contains one, two, or more materials of a compound represented by general formula (2).

3. The organic electroluminescent device according to claim 1, characterized in that, The thickness of the first hole transport layer is 50 nm to 200 nm, and the thickness of the second hole transport layer is 3 nm to 100 nm.

4. The organic electroluminescent device according to claim 1, characterized in that, The R c They may be the same as or different from each other, and are selected from one or more of the following groups, whether substituted or unsubstituted: methyl, ethyl, n-propyl, n-butyl, isopropyl, tert-butyl, cyclohexyl, cyclopentyl, cyclobutyl, cyclopropyl, adamantyl, norbornel, camphene, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, diphenylmethylsilyl, phenyldimethylsilyl.

5. The organic electroluminescent device according to claim 1, characterized in that, The Ar a Selected from one of the following groups: The z that are the same or different are selected from CH or N; The R h The same or different from hydrogen, deuterium, halogen, cyano, trifluoromethyl, substituted or unsubstituted silyl, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted isopropyl, substituted or unsubstituted tert-butyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted norbornel, substituted or unsubstituted adamantyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, etc. The substituent is selected from any one of the following: substituted or unsubstituted triazine, substituted or unsubstituted pyrazine, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted benzothiophenyl, substituted or unsubstituted indolyl, wherein the substituent is selected from one or more of the following: deuterium, cyano, methyl, ethyl, isopropyl, tert-butyl, cyclobutyl, cyclopentyl, cyclohexyl, norbornelalkyl, adamantylalkyl, phenyl, deuterated phenyl, biphenyl, terphenyl, tolyl, and naphthyl. The L0 is selected from any one of the following: single bond, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted pyridylene, substituted or unsubstituted pyrimidinylene, substituted or unsubstituted triazineylene, substituted or unsubstituted pyridazineylene, substituted or unsubstituted pyridazineylene, substituted or unsubstituted quinolinylene, substituted or unsubstituted isoquinolinylene, substituted or unsubstituted quinazolinylene, substituted or unsubstituted quinoxalinylene, substituted or unsubstituted benzofuranylene, substituted or unsubstituted benzothiophenylene, and substituted or unsubstituted indoleylene. The same or different h0 is selected from 0, 1, 2, 3, 4 or 5; the same or different h1 is selected from 0, 1, 2 or 3; the same or different h2 is selected from 0, 1, 2, 3 or 4; the same or different h3 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; the same or different h4 is selected from 0, 1, 2, 3, 4, 5 or 6; the same or different h5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; The h6 values ​​that are the same or different are selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; the h7 values ​​that are the same or different are selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11; the h8 values ​​that are the same or different are selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; the h9 values ​​that are the same or different are selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12; when there are two or more R values... h At that time, two or more R h They may be the same as or different from each other.

6. The organic electroluminescent device according to claim 1, characterized in that, The Ar b Selected from one of the following groups: The Y is selected from O, S, or NR. y The R y It is selected from hydrogen, deuterium, substituted or unsubstituted C1-C30 silyl, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl. The R t They may be identical or different from each other, and are selected from hydrogen, deuterium, tritium, halogen, cyano, nitro, 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 group, substituted or unsubstituted C2-C25 heteroaryl; or any two adjacent Rs may be selected. t Groups can bond together to form substituted or unsubstituted rings. When substituted by multiple substituents, the substituents may be the same or different from each other. The t1 is selected from 0, 1, 2, 3, 4, or 5; the t2 is selected from 0, 1, 2, 3, or 4; the t3 is selected from 0, 1, 2, or 3; the t4 is selected from 0, 1, or 2; the t5 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; the t6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; the t7 is selected from 0, 1, 2, 3, 4, 5, or 6; the t8 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; the t9 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; the t 10 Choose from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11.

7. The organic electroluminescent device according to claim 1, characterized in that, The compound represented by the general formula (1) is selected from any of the following chemical structures: 。 8. The organic electroluminescent device according to claim 1, characterized in that, The Ar1 and Ar2 are independently selected from any one of the following groups: The v is selected from either CH or N; The ring A is selected from substituted or unsubstituted C3~C10 alicyclic rings; X1 and X2 are independently selected from O, S, and N(R). v Any one of the following; X3 is selected from O, S, C(R) x R y ), N(R z Any one of the following; The R a It is selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocyclic alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C1-C25 heterocyclic alkane and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring fused cycloyl; The R x R y Independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, or R x R y The links between them form substituted or unsubstituted rings; The R v R z It is independently selected from any one of hydrogen, deuterium, tritium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl; a1 is selected from 0, 1, 2, 3, 4, or 5; a2 is selected from 0, 1, 2, 3, or 4; a3 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; a4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; a5 is selected from 0, 1, or 2; a6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11; a7 is selected from 0, 1, 2, or 3; when there are two or more R... a At that time, two or more R a The same or different between each other, or two adjacent R a They connect with each other to form substituted or unsubstituted rings.

9. The organic electroluminescent device according to claim 1, characterized in that, The L is selected from any one of the following groups or from a combination of two or more of the following groups: The s is selected from either CH or N; The ring B is selected from substituted or unsubstituted C3~C10 alicyclic rings; The Y a Y b Independently selected from O, S, N(R) s Any one of the following; The Y c Y d Independently selected from O, S, C(R) p R q ), N(R r Any one of the following; The R4 is selected from any one of halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl. The R p R q Independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, or R p R q The links between them form substituted or unsubstituted rings; The R s R r It is independently selected from any one of hydrogen, deuterium, tritium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl; The q is selected from 1, 2, 3, or 4; The b1 is selected from 0, 1, 2, 3 or 4; the b2 is selected from 0, 1, 2, 3, 4, 5 or 6; the b3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the b4 is selected from 0, 1 or 2; the b5 is selected from 0, 1, 2 or 3; when there are two or more R4s, the two or more R4s are the same or different from each other, or two adjacent R4s are connected to each other to form a substituted or unsubstituted ring.

10. The organic electroluminescent device according to claim 1, characterized in that, The L1 and L2 are independently selected from single bonds or any one of the following groups, or from two or more of the following groups: The u is independently selected from either CH or N; The ring C is selected from substituted or unsubstituted C3~C10 alicyclic rings; Y1 and Y2 are independently selected from any one of O, S, and N (R6); The Y3 is selected from O, S, C(R) i R j Any one of N(R7); The R5 is independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocyclic alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C1-C25 heterocyclic alkane and C6-C30 aromatic ring fused cycloyl, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic ring fused cycloyl; The R i R j Independently selected from any one of hydrogen, deuterium, tritium, halogen, cyano, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, or R i R j The links between them form substituted or unsubstituted rings; R6 and R7 are independently selected from any one of hydrogen, deuterium, tritium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl. p is selected from 1, 2, 3, or 4; The z1 is selected from 0, 1, 2, 3 or 4; the z2 is selected from 0, 1, 2, 3, 4, 5 or 6; the z3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the z4 is selected from 0, 1 or 2; the z5 is selected from 0, 1, 2 or 3; when there are two or more R5s, the two or more R5s are the same or different from each other, or two adjacent R5s are connected to each other to form a substituted or unsubstituted ring.