Organic light-emitting device

Abstract

The invention provides an organic electroluminescent device, and relates to the technical field of organic electroluminescence. According to the organic light-emitting device provided by the invention, a hole transmission region contains the compound shown in the formula 1, an electron transmission region contains the compound shown in the formula 2, and the hole transmission region and the electron transmission region have good hole / electron transmission capability, energy levels matched with adjacent functional layers and good film-forming property, so that transmission balance of electrons and holes in the device is facilitated; and electrons and holes are efficiently compounded in the light-emitting layer, so that the light-emitting efficiency of the organic light-emitting device is improved, and the service life of the organic light-emitting device is prolonged. The organic light-emitting device provided by the invention has a good application effect and a good industrialization prospect.

Description

TECHNICAL FIELD

[0001] The present application relates to the technical field of organic electroluminescence, in particular to an organic electroluminescence device. BACKGROUND

[0002] The working principle of an organic electroluminescence device (OLED) is that, under the action of an applied electric field, holes and electrons are injected from an anode and a cathode into an organic layer, recombine in a light-emitting layer to form an exciton after passing through the organic layer, and the exciton transitions to a ground state to emit light.

[0003] In an organic electroluminescence device, the organic layer is generally divided into a hole transport region, a light-emitting layer, an electron transport region, etc., wherein the main function of the hole transport region is to transport the holes injected from the anode to the light-emitting layer, which can be divided into a hole injection layer, a hole transport layer, an electron blocking layer, etc.; the main function of the electron transport region is to transport the electrons injected from the cathode to the light-emitting layer, which can be divided into an electron injection layer, an electron transport layer, a hole blocking layer, etc.; then, the electrons and holes transported to the light-emitting layer recombine to form an exciton. Therefore, in the device, the balance of hole and electron transport is a key factor for improving the performance of the organic electroluminescence device, and how to select and match appropriate hole transport region materials and electron transport region materials is very important. At present, most of the hole transport region materials and electron transport region materials are unbalanced in the speed of hole and electron migration, and the material energy levels are not matched, which leads to the decline of the photoelectric performance of the device and the reduction of the service life of the device.

[0004] In summary, it is necessary to find matching hole transport region materials and electron transport region materials to ensure the balance of electron and hole transport in the device, and to further improve the light-emitting efficiency of the device and prolong the service life of the device by efficiently recombining the electrons and holes in the light-emitting layer. SUMMARY

[0005] In view of the problems in the prior art, the present application provides an organic electroluminescence device.

[0006] The present application provides an organic electroluminescence device, which comprises an anode, an organic layer and a cathode, the organic layer is located between the anode and the cathode, the organic layer comprises a hole transport region, a light-emitting layer and an electron transport region, the hole transport region is located between the anode and the light-emitting layer, the electron transport region is located between the light-emitting layer and the cathode, the hole transport region contains a compound represented by formula 1, and the electron transport region contains a compound represented by formula 2,

[0007]

[0008] In formula 1, z is the same or different and is selected from CR1 or N;

[0009] The R1s, whether identical or different, are selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings, or adjacent R1s bonded together to form a substituted or unsubstituted ring;

[0010] The R a R b The same or different from one selected from substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcohols of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings, or adjacent R a R b Bonding forms substituted or unsubstituted rings, or the R a R b The corresponding carbon atom is the site where L3 is bonded;

[0011] The Y is selected from one of O, S, and CR2R3;

[0012] The same or different R2 and R3 are selected from one of the following: substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic ring, or adjacent R2 and R3 are bonded to form a substituted or unsubstituted ring, or the carbon atom corresponding to R2 and R3 is a bonding site with L2;

[0013] The x that is the same or different is selected from CR4 or N;

[0014] The R4s, whether identical or different, are selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings, or adjacent R4s bonded together to form a substituted or unsubstituted ring;

[0015] Ar1is selected from one of substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclyl and C6-C30 aryl fused ring group;

[0016] L1, L2, L3are the same or different and selected from one of single bond, substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C2-C30 heteroarylene, substituted or unsubstituted C3-C20 alicyclylene and C6-C30 aryl fused ring group, or a combination thereof;

[0017] In Formula 2, a is the same or different and selected from CR5or N;

[0018] R5is the same or different and selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclyl and C6-C30 aryl fused ring group, or adjacent two R5are bonded to form a substituted or unsubstituted ring;

[0019] R c , R d are the same or different and selected from one of substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclyl and C6-C30 aryl fused ring group, or adjacent R c , R d are bonded to form a ring structure as shown below, or the carbon atom corresponding to R c , R d is the site bonded to L7;

[0020]

[0021] R 20 are the same or different and selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclyl and C6-C30 aryl fused ring group, or adjacent two R 20 are bonded to form a substituted or unsubstituted ring;

[0022] b1 is selected from 0, 1, 2, 3, or 4; b2 is selected from 0, 1, 2, 3, 4, 5, or 6; b3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; b4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; b5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12; b6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, or 14; and b7 is selected from 0, 1, or 2;

[0023] Ar5and Ar6are the same or different and are selected from one of the following groups of Formula 2-a, Formula 2-b,

[0024]

[0025] Y1is the same or different and is selected from one of O, S, NR6;

[0026] R6is the same or different and is selected from one of substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, and a fused ring group of substituted or unsubstituted C3-C20 alicyclyl and C6-C30 aryl;

[0027] v is the same or different and is selected from CR7or N;

[0028] R7is the same or different and is selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, and a fused ring group of substituted or unsubstituted C3-C20 alicyclyl and C6-C30 aryl, or two adjacent R7bond to form a substituted or unsubstituted ring;

[0029] R f R is selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, and a fused ring group of substituted or unsubstituted C3-C20 alicyclyl and C6-C30 aryl;

[0030] L5, L6, L7, which are the same or different, are selected from one of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, a substituted or unsubstituted C3-C20 alicyclo and C6-C30 arycyclo fused ring group, or a combination thereof;

[0031] R0 is selected from one of hydrogen, deuterium, cyano, halogen, nitro, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C3-C20 alicyclo and C6-C30 arycyclo fused ring group;

[0032] n1 is selected from 0, 1, 2, or 3.

[0033] Beneficial effects: The organic electroluminescent device provided by the application has a hole transport region containing a compound of Formula 1 and an electron transport region containing a compound of Formula 2, both of which have good hole / electron transport capacity, energy levels matched with adjacent functional layers, and good film-forming properties, which is conducive to the transmission balance of electrons and holes in the device, so that the electrons and holes are efficiently recombined in the light-emitting layer, thereby improving the luminous efficiency of the organic electroluminescent device and prolonging the service life of the organic electroluminescent device. DETAILED DESCRIPTION

[0034] The application will be further illustrated below in conjunction with specific examples, which should be understood as merely illustrating the application but not limiting the scope of the application. After reading the application, those skilled in the art can make various equivalent modifications to the application, which fall within the scope of the application claimed by the present application.

[0035] In the compounds of the application, any atom not designated as a particular isotope includes any stable isotope of that atom, and includes atoms in both their natural isotopic abundance and non-natural abundance.

[0036] The halogen in the present application includes fluorine, chlorine, bromine, and iodine.

[0037] In the present application, when the position of a substituent on a ring is not fixed, it means that it can be connected to any one of the corresponding optional sites of the ring.

[0038] For example, may represent may represent may represent and so on.

[0039] In the present specification, when a substituent or a bonding site is indicated to be "attached to" any of two or more rings, it is indicated that it can be attached to any of the two or more rings, specifically, to any of the corresponding optional sites of the rings. For example, for example may mean and so on.

[0040] In the present specification, "two groups adjacent to each other are bonded to form a ring" means that the two groups are combined with each other through adjacent groups and optionally aromatized to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring. The hydrocarbon ring can be an aliphatic hydrocarbon ring or an aromatic hydrocarbon ring. The heterocyclic ring can include an aliphatic heterocyclic ring or an aromatic heterocyclic ring. The aliphatic hydrocarbon ring can be a saturated aliphatic hydrocarbon ring or an unsaturated aliphatic hydrocarbon ring, and the aliphatic heterocyclic ring can be a saturated aliphatic heterocyclic ring or an unsaturated aliphatic heterocyclic ring. The hydrocarbon ring and the heterocyclic ring can be a monocyclic ring or a polycyclic ring group. Examples are as follows:

[0041]

[0042] In addition, the ring formed by the combination of the adjacent groups can be connected to another ring to form a spiro structure. Examples are as follows:

[0043]

[0044] In the present specification, the ring formed by the connection can be a 3-membered ring, a 4-membered ring, a 5-membered ring, a 6-membered ring, a 7-membered ring, an 8-membered ring, a fused ring, a spiro ring, etc., for example, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentene, cyclohexene, benzene, naphthalene, phenanthrene, triphenylene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, fluorene, dibenzofuran, dibenzothiophene, carbazole, etc., but is not limited thereto.

[0045] In the present specification, "unsubstituted ZZ group" in "substituted or unsubstituted ZZ group" means that the hydrogen atom of "ZZ group" is not replaced with a substituent. For example, "unsubstituted aryl group" in "substituted or unsubstituted C6-C60 aryl group" means that the hydrogen atom of "aryl group" is not replaced with a substituent. The same applies to the following.

[0046] In the present application, "CXX-CYY" in "substituted or unsubstituted CXX-CYY of ZZ group" represents the number of carbon atoms in the "ZZ group" which is unsubstituted, and the number of carbon atoms excluding the substituent when the "ZZ group" has a substituent. For example, "C6-C30" in "substituted or unsubstituted C6-C30 of aryl group" represents the number of carbon atoms in the "aryl group" which is unsubstituted, and the number of carbon atoms excluding the substituent when the "aryl group" has a substituent. Similarly, "C3-C20" in "substituted or unsubstituted C3-C20 of alicyclic ring and C6-C30 of aromatic ring of fused ring group" represents the number of carbon atoms in the "alicyclic ring" which is unsubstituted, and the number of carbon atoms excluding the substituent when the "alicyclic ring" has a substituent; and "C6-C30" represents the number of carbon atoms in the "aromatic ring" which is unsubstituted, and the number of carbon atoms excluding the substituent when the "aromatic ring" has a substituent. Similarly, the above applies.

[0047] In the present application, "substitution" in "substituted or unsubstituted" means that at least one hydrogen atom in a group is replaced with a substituent. When a plurality of hydrogens is replaced with a plurality of substituents, the plurality of substituents can be the same or different. The position of the hydrogen replaced with the substituent can be any position. The substituent represented by "substitution" in the above "substituted or unsubstituted" includes the following groups: deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl group, substituted or unsubstituted C1-C15 alkoxy group, substituted or unsubstituted C6-C20 aryloxy group, substituted or unsubstituted C2-C15 heterocyclic group, substituted or unsubstituted C1-C15 alkyl group, substituted or unsubstituted C3-C15 cycloalkyl group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C2-C20 heteroaryl group, substituted or unsubstituted C3-C15 alicyclic ring and C6-C20 aromatic ring of fused ring group, substituted or unsubstituted C3-C15 alicyclic ring and C2-C20 heteroaromatic ring of fused ring group, and the like. Preferable groups are deuterium, tritium, cyano, halogen, nitro, methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, adamantyl group, norbornyl group, camphanyl group, isocamphanyl group, fenchyl group, silyl group, trimethylsilyl group, triethylsilyl group, triphenylsilyl group, phenyl group, biphenyl group, naphthyl group, phenanthryl group, triphenylenyl group, anthryl group, pyrenyl group, fluoranthenyl group, benzocyclopropanyl group, benzocyclobutanyl group, indanyl group, tetrahydronaphthyl group, benzocycloheptyl group, benzocyclobutenyl group, indenyl group, dihydronaphthyl group, fluorenyl group, spirobifluorenyl group, benzofuranyl group, dibenzofuranyl group, benzothiophenyl group, dibenzothiophenyl group, indolyl group, carbazolyl group, pyridyl group, pyrimidinyl group, pyrazinyl group, pyridazinyl group, triazinyl group, quinolyl group, isoquinolyl group, quinazolyl group, quinoxalyl group, and the like. Furthermore, each of the above substituents can be substituted or unsubstituted. Two adjacent substituents can be bonded to form a ring.

[0048] ​The alkyl group according to the present application means a hydrocarbon group obtained by removing one hydrogen atom from an alkane molecule. The alkyl group can be a straight-chain alkyl group or a branched-chain alkyl group. When the number of carbon atoms of the chain alkyl group according to the present application is three or more, isomers thereof are included, for example, propyl includes n-propyl and isopropyl; butyl includes n-butyl, isobutyl, sec-butyl, t-butyl, and the like. Examples of the alkyl group include, but are not limited to, the following groups, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and the like, but are not limited thereto. The number of carbon atoms of the alkyl group is C1 to C20, preferably C1 to C15, and more preferably C1 to C10.

[0049] The silyl group according to the present application means a -Si(R k )3group, wherein each R k is the same or different and is selected from the group consisting of hydrogen, deuterium, tritium, a cyano group, a halogen, a nitro group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkenyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C60 aryl group, a substituted or unsubstituted C2 to C60 heteroaryl group, a substituted or unsubstituted C3 to C30 alicyclic and C6 to C60 aromatic fused ring group, and a substituted or unsubstituted C3 to C30 alicyclic and C2 to C60 heteroaromatic fused ring group. Preferably, each R k is the same or different and is selected from the group consisting of hydrogen, deuterium, a cyano group, a halogen, a nitro group, a substituted or unsubstituted C1 to C30 alkyl group, and a substituted or unsubstituted C3 to C30 cycloalkyl group. The number of carbon atoms of the alkyl group is preferably C1 to C20, preferably C1 to C15, and more preferably C1 to C10, and most preferably C1 to C8. The number of carbon atoms of the cycloalkyl group is preferably C3 to C20, preferably C3 to C15, and more preferably C3 to C10, and most preferably C3 to C7. Preferably, each R kthe same or different groups selected from the group consisting of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted pentyl, substituted or unsubstituted hexyl, substituted or unsubstituted heptyl, substituted or unsubstituted octyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl. Preferred substituted silyl groups specifically include trimethylsilyl, triethylsilyl, triisopropylsilyl, t-butyldimethylsilyl, vinyl dimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, and the like, but are not limited thereto.

[0050] The cycloalkyl group according to the present application refers to a hydrocarbon group obtained by removing one hydrogen atom from a cycloalkane molecule. The cycloalkyl group includes monocyclic cycloalkyl group, polycyclic cycloalkyl group, bridged cycloalkyl group. Examples of the cycloalkyl group include, but are not limited to, the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, camphanyl, fenchyl, isocamphanyl, and the like, but are not limited thereto. The number of carbon atoms of the cycloalkyl group is C3 to C20, preferably C3 to C15, and more preferably C3 to C10.

[0051] The aryl group according to the present application refers to a general term of a monovalent group obtained by removing one hydrogen atom from an aromatic nucleus carbon of an aromatic compound molecule. The aryl group includes monocyclic aryl group, polycyclic aryl group, fused aryl group, or a combination thereof. Examples of the aryl group include, but are not limited to, the group consisting of phenyl, biphenyl, terphenyl, naphthyl, phenanthryl, anthryl, triphenylenyl, fluorenyl, benzofluorenyl, spirobifluorenyl, spiroanthrafluorenyl, pyrenyl, chrysenyl, fluoranthenyl, and the like, but are not limited thereto. The number of carbon atoms of the aryl group is C6 to C30, preferably C6 to C25, and more preferably C6 to C20. The aryl group according to the present application refers to a general term of a monovalent group obtained by removing one hydrogen atom from an aromatic nucleus carbon of an aromatic compound molecule. The aryl group includes monocyclic aryl group, polycyclic aryl group, fused aryl group, or a combination thereof. Examples of the aryl group include, but are not limited to, the group consisting of phenyl, biphenyl, terphenyl, naphthyl, phenanthryl, anthryl, triphenylenyl, fluorenyl, benzofluorenyl, spirobifluorenyl, spiroanthrafluorenyl, pyrenyl, chrysenyl, fluoranthenyl, and the like, but are not limited thereto. The number of carbon atoms of the aryl group is C6 to C30, preferably C6 to C25, and more preferably C6 to C20.

[0052] The heteroaryl group according to the present application means a monovalent group in which at least one carbon atom of an aryl group is substituted with a heteroatom. The heteroatom is selected from O, S, N, Si, B, P, etc., but is not limited thereto. Examples of the heteroaryl group include, but are not limited to, groups such as benzo furanyl, naphtho furanyl, phenanthro furanyl, dibenzo furanyl, benzo dibenzo furanyl, benzothiophenyl, naphtho thiophenyl, phenanthro thiophenyl, dibenzo thiophenyl, benzo dibenzo thiophenyl, indolyl, naphtho indolyl, carbazolyl, benzo carbazolyl, spiro fluoro xanthenyl, spiro fluoro thioxanthenyl, spiro fluoro azaxanthenyl, spiro fluoro silaxanthenyl, benzo dioxolyl, benzo dithiole, dihydro iso benzofuranyl, dihydro benzofuranyl, dihydro benzothiophenyl, dihydro iso benzothiophenyl, phenoxazinyl, phenothiazinyl, dihydro acridinyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinazolyl, quinoxalyl, etc., but is not limited thereto. The number of carbon atoms of the heteroaryl group can be C2 to C30, preferably C2 to C25, and more preferably C3 to C20.

[0053] The arylene group according to the present application means a divalent group in which two hydrogen atoms are removed from the aromatic nucleus of an aromatic compound molecule. The arylene group includes a monocyclic arylene group, a polycyclic arylene group, a fused ring arylene group, or a combination thereof. Examples of the arylene group include, but are not limited to, groups such as phenylene, biphenylene, terphenylene, naphthylene, phenanthrylene, fluorenylene, benzofluorenylene, dibenzofluorenylene, naphthofluorenylene, spirobifluorenylene, etc., but are not limited thereto. The number of carbon atoms of the arylene group is C6 to C30, preferably C6 to C25, and more preferably C6 to C20, and even more preferably C6 to C18.

[0054] The heteroarylene group according to the present application means a divalent group in which at least one carbon atom of an arylene group is substituted with a heteroatom. The heteroatom is selected from O, S, N, Si, B, P, etc., but is not limited thereto. The heteroarylene group includes a monocyclic heteroarylene group, a polycyclic heteroarylene group, a fused ring heteroarylene group, or a combination thereof. Examples of the heteroarylene group include, but are not limited to, groups such as pyridylene, pyrimidylene, pyrazinylene, pyridazinylene, triazinylene, quinolylene, quinazolylene, naphthrylene, etc., but are not limited thereto. The number of carbon atoms of the heteroarylene group is C2 to C30, preferably C2 to C25, and more preferably C2 to C20.

[0055] The alicyclic and aromatic sub-fused ring group according to the present application refers to a total of divalent groups after two hydrogen atoms are removed from the alicyclic and aromatic fused together. The alicyclic and aromatic sub-fused ring group includes sub-dihydroindenyl, sub-indenyl, sub-tetrahydronaphthyl, sub-dihydronaphthyl, sub-benzocyclopropane, sub-benzocyclobutane, sub-benzocycloheptane, sub-benzocyclobutene, sub-naphthocyclopentane, etc., but is not limited thereto. The number of carbon atoms of the alicyclic group is 3-20, preferably 3-15, and more preferably 3-8. The number of carbon atoms of the aromatic group is 6-30, preferably 6-25, preferably 6-18, and more preferably 6-10.

[0056] In the present application, "at least one" includes, under the allowable conditions, one, two, three, four, five, or more.

[0057] In the present application, "one or more" includes, under the allowable conditions, one, two, three, four, five, six, seven, eight, nine, ten, or more.

[0058] The organic electroluminescent device according to the present application can be configured such that each functional layer is composed of a single layer or two or more thin films, and each thin film can be composed of one material or two or more materials, but the structure of the organic electroluminescent device is not limited thereto.

[0059] The material of each layer of the organic electroluminescent device according to the present application is not particularly limited, and a material known in the art can be used.

[0060] The present application provides an organic electroluminescent device, which comprises an anode, an organic layer, and a cathode, wherein the organic layer is located between the anode and the cathode, and comprises a hole transport region, a light-emitting layer, and an electron transport region, the hole transport region is located between the anode and the light-emitting layer, and the electron transport region is located between the light-emitting layer and the cathode, the hole transport region contains a compound represented by Formula 1, and the electron transport region contains a compound represented by Formula 2.

[0061] Hereinafter, the organic electroluminescent device in which the compound of Formula 1 is used as a hole transport region material and the compound of Formula 2 is used as an electron transport region material will be described in more detail.

[0062] The anode material according to the present application is preferably a material having a large work function, and includes a metal, a metal oxide, an alloy, a mixture thereof, etc., but is not limited thereto. Specific examples can include indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium tin oxide / silver / indium tin oxide (ITO / Ag / ITO), tin oxide (SnO2), gold (Au), silver (Ag), etc., but are not limited thereto.

[0063] The hole transport region according to the present application contains a compound represented by Formula 1,

[0064]

[0065] in Formula 1, the z are the same or different and selected from CR1or N;

[0066] the R1are the same or different and selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl, or adjacent two R1are bonded to form a substituted or unsubstituted ring;

[0067] the R a , R b are the same or different and selected from one of substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl, or adjacent R a , R b are bonded to form a substituted or unsubstituted ring, or the carbon atom corresponding to the R a , R b is the bonding site with L3;

[0068] the Y is selected from one of O, S, CR2R3;

[0069] the R2, R3are the same or different and selected from one of substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl, or adjacent R2, R3are bonded to form a substituted or unsubstituted ring, or the carbon atom corresponding to the R2, R3is the bonding site with L2;

[0070] the x are the same or different and selected from CR4or N;

[0071] R4is the same or different selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl, or adjacent two R4s are bonded to form a substituted or unsubstituted ring;

[0072] Ar1is selected from one of substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl;

[0073] L1, L2, L3are the same or different selected from one of single bond, substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C2-C30 heteroarylene, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl, or a combination thereof.

[0074] Preferably, R4is the same or different selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl, or adjacent two R4s are bonded to form a substituted or unsubstituted ring. is selected from one of the following groups,

[0075]

[0076]

[0077]

[0078] R4is the same or different selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl, or adjacent two R4s are bonded to form a substituted or unsubstituted ring. 11 R4is the same or different selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl, or adjacent two R4s are bonded to form a substituted or unsubstituted ring. 11 R4is the same or different selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl, or adjacent two R4s are bonded to form a substituted or unsubstituted ring.

[0079] said d1 is selected from 0, 1, 2, 3, or 4; said d2 is selected from 0, 1, 2, or 3; said d3 is selected from 0, 1, 2, 3, 4, 5, or 6; said d4 is selected from 0, 1, 2, 3, 4, or 5; said d5 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; said d6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; said d7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; said d8 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, or 14; said d9 is selected from 0, 1, or 2.

[0080] Preferably, said R 11 the same or different are selected from hydrogen, deuterium, cyano, halogen, nitro, one of the following groups, which are unsubstituted or substituted by one or more deuterium: methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t- butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R 11 are bonded to form a substituted or unsubstituted benzene ring.

[0081] Preferably, said is one of the following groups,

[0082]

[0083]

[0084]

[0085]

[0086] said R 12the same or different are selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted one of the following groups: methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t- butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R 12 are bonded to form a substituted or unsubstituted ring;

[0087] said e1 is selected from 0, 1, 2, 3 or 4; said e2 is selected from 0, 1, 2 or 3; said e3 is selected from 0, 1, 2, 3, 4, 5 or 6; said e4 is selected from 0, 1, 2, 3, 4 or 5; said e5 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; said e6 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said e7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; said e8 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14; said e9 is selected from 0, 1 or 2.

[0088] said R 12 the same or different are selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted one of the following groups: methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t- butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R 12 are bonded to form a substituted or unsubstituted benzene ring.

[0089] said Ar1 is preferably selected from one of the following groups,

[0090]

[0091] the u are the same or different and selected from CR g or N;

[0092] the R g are the same or different and selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclyl and C6-C30 arenyl fused ring group, or adjacent two R g bonded to form a substituted or unsubstituted ring;

[0093] the Q1 is selected from O, S, CR h R i , NR j ; the Q2 is selected from O, S, NR k ; the Q3 is selected from CR m or N;

[0094] the R h , R i are the same or different and selected from one of substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclyl and C6-C30 arenyl fused ring group; h , R i bonded to form a substituted or unsubstituted ring;

[0095] the R j , R k are the same or different and selected from one of substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclyl and C6-C30 arenyl fused ring group;

[0096] the R mone selected from the group consisting of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, and fused ring group of substituted or unsubstituted C3-C20 alicycle and C6-C30 arene.

[0097] Preferably, said Ar1is selected from one of the following groups,

[0098]

[0099]

[0100] said R g one selected from the group consisting of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, and fused ring group of substituted or unsubstituted C3-C20 alicycle and C6-C30 arene. g bonded to form a substituted or unsubstituted ring;

[0101] said r1is selected from 0, 1, 2, 3, 4, or 5; said r2is selected from 0, 1, 2, 3, or 4; said r3is selected from 0, 1, 2, or 3; said r4is selected from 0, 1, 2, 3, 4, 5, 6, or 7; said r5is selected from 0, 1, 2, 3, 4, 5, or 6; said r6is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; said r7is selected from 0, 1, or 2; said r8is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; said r9is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, or 14; said r 10 selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10.

[0102] Preferably, said R gThe term "substituted or unsubstituted" refers to a substituent selected from one of the following groups: deuterium, cyano, halogen, nitro, or one of the following groups substituted or unsubstituted by one or more deuterium groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, triphenylene, trimethylsilyl, triethyl Silyyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, ethyl dimethylsilyl, tert-butyl dimethylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl.

[0103] Preferably, L1, L2, and L3, whether the same or different, are selected from single bonds or groups as shown below.

[0104]

[0105]

[0106] The t that is the same or different is selected from CR t Or N;

[0107] The R t The same or different from one of the following: hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic ring, or two adjacent R groups. t Bonding forms substituted or unsubstituted rings;

[0108] T1 is selected from O, S, NR n One of them; the T2 is selected from CR p Or N; the T3 is selected from O, S, CR s R w NR q One of them;

[0109] The R s R wone of the same or different groups selected from a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C3-C20 alicyclic ring and a fused ring group of C6-C30 aryl ring, or adjacent R s , R w bonded to form a substituted or unsubstituted ring;

[0110] the R n , R q one of the same or different groups selected from a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C3-C20 alicyclic ring and a fused ring group of C6-C30 aryl ring;

[0111] the R p one of hydrogen, deuterium, a cyano group, a halogen, a nitro group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C3-C20 alicyclic ring and a fused ring group of C6-C30 aryl ring.

[0112] Preferably, the L1, L2, L3 are the same or different and are selected from a single bond or one of the following groups,

[0113]

[0114]

[0115] the R tthe same or different are selected from one of hydrogen, deuterium, cyano, halogen, nitro, one or more deuterium substituted or unsubstituted groups represented by: methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t- butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R t are bonded to form a substituted or unsubstituted ring;

[0116] said s1 is selected from 0, 1, 2, 3 or 4; said s2 is selected from 0, 1, 2, 3, 4, 5 or 6; said s3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said s4 is selected from 0, 1, 2 or 3; said s5 is selected from 0, 1 or 2; said s6 is selected from 0 or 1; said s7 is selected from 0, 1, 2, 3, 4 or 5; said s8 is selected from 0, 1, 2, 3, 4, 5, 6 or 7.

[0117] said R t the same or different are selected from one of hydrogen, deuterium, cyano, halogen, nitro, one or more deuterium substituted or unsubstituted groups represented by: methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t- butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl.

[0118] preferably, said compound of formula 1 is selected from one of the structures represented by:

[0119]

[0120]

[0121]

[0122]

[0123]

[0124]

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141]

[0142]

[0143]

[0144]

[0145]

[0146]

[0147]

[0148]

[0149]

[0150]

[0151]

[0152]

[0153]

[0154]

[0155]

[0156]

[0157]

[0158]

[0159]

[0160]

[0161]

[0162]

[0163]

[0164]

[0165] The above lists some specific chemical structures of the compound contained in the hole transport region of the present application, but the present application is not limited to these chemical structures listed, and any structure based on the structure of Formula 1 and having substituents as defined above should be included.

[0166] The hole transport region of the present application includes at least one of a hole injection layer, a hole transport layer, and an electron blocking layer, and at least one of the hole injection layer, the hole transport layer, and the electron blocking layer contains the compound of Formula 1.

[0167] Preferably, the hole transport region includes a hole injection layer, a hole transport layer, and an electron blocking layer, and the hole injection layer, the hole transport layer, and the electron blocking layer contain the compound of Formula 1.

[0168] Preferably, the hole transport region comprises a hole injection layer and a hole transport layer, and the hole injection layer and the hole transport layer comprise the compound of Formula 1.

[0169] Preferably, the hole transport region comprises a hole injection layer and an electron blocking layer, and the hole injection layer and the electron blocking layer comprise the compound of Formula 1.

[0170] Preferably, the hole transport region comprises a hole transport layer and an electron blocking layer, and the hole transport layer and the electron blocking layer comprise the compound of Formula 1.

[0171] Preferably, the hole transport region comprises a hole injection layer, and the hole injection layer comprises the compound of Formula 1.

[0172] Preferably, the hole transport region comprises an electron blocking layer, and the electron blocking layer comprises the compound of Formula 1.

[0173] Preferably, the hole transport region comprises a hole transport layer, and the hole transport layer comprises the compound of Formula 1.

[0174] Preferably, the hole transport region comprises a hole transport layer, and the hole transport layer comprises a first hole transport layer and a second hole transport layer, the first hole transport layer is located between the anode and the light-emitting layer, the second hole transport layer is located between the first hole transport layer and the light-emitting layer, and at least one of the first hole transport layer and the second hole transport layer comprises the compound of Formula 1.

[0175] Preferably, the hole transport region comprises a hole transport layer, and the hole transport layer comprises a first hole transport layer and a second hole transport layer, the first hole transport layer is located between the anode and the light-emitting layer, the second hole transport layer is located between the first hole transport layer and the light-emitting layer, and the first hole transport layer comprises the compound of Formula 1.

[0176] Preferably, the hole transport region comprises a hole transport layer, and the hole transport layer comprises a first hole transport layer and a second hole transport layer, the first hole transport layer is located between the anode and the light-emitting layer, the second hole transport layer is located between the first hole transport layer and the light-emitting layer, and the second hole transport layer comprises the compound of Formula 1.

[0177] Preferably, the hole transport region comprises a hole transport layer, and the hole transport layer comprises a first hole transport layer and a second hole transport layer, the first hole transport layer is located between the anode and the light-emitting layer, the second hole transport layer is located between the first hole transport layer and the light-emitting layer, and the first hole transport layer and the second hole transport layer comprise the compound of Formula 1.

[0178] Preferably, the hole transport region comprises a hole transport layer, the hole transport layer comprises a first hole transport layer, a second hole transport layer, a third hole transport layer, the first hole transport layer is between the anode and the light emitting layer, the second hole transport layer is between the first hole transport layer and the light emitting layer, the third hole transport layer is between the second hole transport layer and the light emitting layer, at least one of the first hole transport layer, the second hole transport layer, the third hole transport layer contains the compound of formula 1.

[0179] Preferably, the hole transport region comprises a hole transport layer, the hole transport layer comprises a first hole transport layer, a second hole transport layer, a third hole transport layer, the first hole transport layer is between the anode and the light emitting layer, the second hole transport layer is between the first hole transport layer and the light emitting layer, the third hole transport layer is between the second hole transport layer and the light emitting layer, the first hole transport layer contains the compound of formula 1.

[0180] Preferably, the hole transport region comprises a hole transport layer, the hole transport layer comprises a first hole transport layer, a second hole transport layer, a third hole transport layer, the first hole transport layer is between the anode and the light emitting layer, the second hole transport layer is between the first hole transport layer and the light emitting layer, the third hole transport layer is between the second hole transport layer and the light emitting layer, the second hole transport layer contains the compound of formula 1.

[0181] Preferably, the hole transport region comprises a hole transport layer, the hole transport layer comprises a first hole transport layer, a second hole transport layer, a third hole transport layer, the first hole transport layer is between the anode and the light emitting layer, the second hole transport layer is between the first hole transport layer and the light emitting layer, the third hole transport layer is between the second hole transport layer and the light emitting layer, the third hole transport layer contains the compound of formula 1.

[0182] Preferably, the hole transport region comprises a hole transport layer, the hole transport layer comprises a first hole transport layer, a second hole transport layer, a third hole transport layer, the first hole transport layer is between the anode and the light emitting layer, the second hole transport layer is between the first hole transport layer and the light emitting layer, the third hole transport layer is between the second hole transport layer and the light emitting layer, at least one of the first hole transport layer, the second hole transport layer, the third hole transport layer contains the compound of formula 1.

[0183] The hole injection layer described in the present application preferably has a material with good hole injection ability, including metal oxides, phthalocyanine compounds, diphenylamine compounds, etc., but is not limited thereto. Specific examples can include copper phthalocyanine (CuPc), 4,4',4"-tris(N-(1-naphthyl)-N-phenylamino)triphenylamine (1-TNATA), 4,4',4'-tris[2-naphthylphenylamino]triphenylamine (2-TNATA), 1,4,5,8,9,11-hexaazatriphenylenehexacarbonitrile (HAT-CN), etc., but are not limited thereto. Preferably, the compound of formula 2 of the present application.

[0184] The hole transport layer described in the present application preferably has a material with good hole transport performance, including triarylamine derivatives, diphenylamine derivatives, fluorene derivatives, etc., but is not limited thereto. Specific examples can include N,N'-diphenyl-N,N'-(1-naphthyl)-1,1'-biphenyl-4,4'-diamine (NPB), N,N'-diphenyl-N,N'-di(3-methylphenyl)-1,1'-biphenyl-4,4'-diamine (TPD), N,N'-di(naphthalen-1-yl)-N,N'-di(phenyl)-2,2'-dimethylbenzidine (α-NPD), etc., but are not limited thereto. Preferably, the compound of formula 1 of the present application.

[0185] The electron blocking layer described in the present application preferably has a material with good hole transport ability and electron blocking ability, including arylamine derivatives, carbazole derivatives, etc., but is not limited thereto. Specific examples can include N,N'-di(naphthalen-1-yl)-N,N'-diphenyl-benzidine (NPD), N,N-di([1,1'-biphenyl]-4-)-(9H-carbazol-9-yl)-[1,1'-biphenyl]-4-amine, etc., but are not limited thereto. Preferably, the compound of formula 1 of the present application.

[0186] The light emitting layer according to the present application comprises a host material and a guest material. The light emitting layer can be a single light emitting layer or a composite light emitting layer stacked together in a lateral or vertical direction. The doping ratio of the host material and the guest material can be determined according to the materials used, and is generally 0.01% to 20%, preferably 0.1% to 15%, and more preferably 1% to 10%. The host material comprises a heterocyclic compound, an aromatic amine compound, a fused aromatic ring derivative, etc., but is not limited thereto. Specific examples can include 4,4'-bis(carbazol-9-yl)biphenyl (CBP), 1,3-bis(N-carbazolyl)benzene (MCP), 9,10-di(2-naphthyl)anthracene (ADN), etc., but are not limited thereto. The guest material can be a red light emitting material, a green light emitting material, and a blue light emitting material. The guest material comprises a heavy metal complex, a phosphorescent light emitting rare earth metal complex, etc., but is not limited thereto. Specific examples can include tris(2-phenylpyridine)iridium (Ir(ppy)3), bis(2-phenylpyridine)(acetylacetone)iridium (Ir(ppy)2(acac)), tris(1-phenyl-isoquinoline)iridium (Ir(piq)3), 2,5,8,11-tetra-t-butylperylene (TBPe), etc., but are not limited thereto.

[0187] The electron transport region according to the present application comprises the compound represented by Formula 2.

[0188] The electron transport region according to the present application comprises at least one of an electron injection layer, an electron transport layer, and a hole blocking layer, and at least one of the electron injection layer, the electron transport layer, and the hole blocking layer comprises the compound represented by Formula 2.

[0189] Preferably, the electron transport region according to the present application comprises an electron injection layer, an electron transport layer, and a hole blocking layer, and at least one of the electron injection layer, the electron transport layer, and the hole blocking layer comprises the compound represented by Formula 2.

[0190] Preferably, the electron transport region according to the present application comprises an electron injection layer and an electron transport layer, and at least one of the electron injection layer and the electron transport layer comprises the compound represented by Formula 2.

[0191] Preferably, the electron transport region according to the present application comprises an electron injection layer and a hole blocking layer, and at least one of the electron injection layer and the hole blocking layer comprises the compound represented by Formula 2.

[0192] Preferably, the electron transport region according to the present application comprises a hole blocking layer and an electron transport layer, and at least one of the electron transport layer and the hole blocking layer comprises the compound represented by Formula 2.

[0193] Preferably, the electron transport region according to the present application comprises an electron injection layer, and the electron injection layer comprises the compound represented by Formula 2.

[0194] Preferably, the electron transport region of the present application comprises an electron transport layer containing the compound of Formula 2.

[0195] Preferably, the electron transport region of the present application comprises a hole blocking layer containing the compound of Formula 2.

[0196] The structure of the compound of Formula 2 is as follows,

[0197]

[0198] In Formula 2, a is the same or different and is selected from CR5or N;

[0199] R5is the same or different and is selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl, or adjacent two R5are bonded to form a substituted or unsubstituted ring;

[0200] R c , R d are the same or different and are selected from one of substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl, or adjacent R c , R d are bonded to form a ring structure as shown below, or R c , R d corresponding carbon atoms are the sites bonded to L7;

[0201]

[0202] R 20 are the same or different and are selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted fused ring group of C3-C20 alicycle and C6-C30 aryl, or adjacent two R 20 are bonded to form a substituted or unsubstituted ring;

[0203] said b1 is selected from 0, 1, 2, 3, or 4; said b2 is selected from 0, 1, 2, 3, 4, 5, or 6; said b3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; said b4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; said b5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12; b6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, or 14; said b7 is selected from 0, 1, or 2;

[0204] said Ar5, Ar6, which are the same or different, are selected from one of the following groups of formula 2-a, formula 2-b,

[0205]

[0206] said Y1, which are the same or different, are selected from one of O, S, NR6;

[0207] said R6, which are the same or different, are selected from one of the following groups of substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic fused ring group;

[0208] said v, which are the same or different, are selected from CR7 or N;

[0209] said R7, which are the same or different, are selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic fused ring group, or adjacent two R7 are bonded to form a substituted or unsubstituted ring;

[0210] said R f which are the same or different, are selected from one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic fused ring group;

[0211] L5, L6, L7, which are the same or different, are selected from one of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, a substituted or unsubstituted C3-C20 cycloaliphatic and C6-C30 aryl fused ring group, or a combination thereof;

[0212] R0is selected from one of hydrogen, deuterium, cyano, halogen, nitro, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C3-C20 cycloaliphatic and C6-C30 aryl fused ring group;

[0213] n1is selected from 0, 1, 2, or 3.

[0214] Preferably, R0is selected from one of hydrogen, deuterium, cyano, halogen, nitro, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C3-C20 cycloaliphatic and C6-C30 aryl fused ring group.

[0215] Preferably, R0is selected from one of hydrogen, deuterium, cyano, halogen, nitro, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C3-C20 cycloaliphatic and C6-C30 aryl fused ring group. is selected from one of

[0216]

[0217]

[0218]

[0219] R 13the same or different are selected from one of hydrogen, deuterium, cyano, halogen, nitro, one or more deuterium-substituted or unsubstituted groups represented by: methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t- butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R 13 bonded to form a substituted or unsubstituted ring;

[0220] said g1 is selected from 0, 1, 2, 3 or 4; said g2 is selected from 0, 1, 2 or 3; said g3 is selected from 0, 1, 2, 3, 4, 5 or 6; said g4 is selected from 0, 1, 2, 3, 4 or 5; said g5 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; said g6 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said g7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; said g8 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14; said g9 is selected from 0, 1 or 2.

[0221] said R 13 the same or different are selected from one of hydrogen, deuterium, cyano, halogen, nitro, one or more deuterium-substituted or unsubstituted groups represented by: methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t- butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R 13 bonded to form a substituted or unsubstituted benzene ring.

[0222] said Ar5, Ar6 are the same or different selected from one of the following groups,

[0223]

[0224]

[0225] said Y1is the same or different selected from one of O, S, NR6;

[0226] said R6is the same or different selected from one of the following groups of substituted or unsubstituted: methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t- butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl;

[0227] said R 14 is the same or different selected from one of hydrogen, deuterium, cyano, halogen, nitro, a substituted or unsubstituted group of: methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t- butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two R 14 are bonded to form a substituted or unsubstituted ring;

[0228] said R fone of the following groups: hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t-butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl;

[0229] said ml is selected from 0, 1, 2 or 3; said m2 is selected from 0, 1 or 2; said m3 is selected from 0 or 1; said m4 is selected from 0, 1, 2, 3, 4 or 5; said m5 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; said m6 is selected from 0, 1, 2, 3 or 4; said m7 is selected from 0, 1, 2, 3, 4, 5 or 6; said m8 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8.

[0230] Preferably, said R6, R 14 , R f The "substituted or unsubstituted" substituents in the above groups are selected from hydrogen, deuterium, cyano, halogen, nitro, one of the following groups which is substituted or unsubstituted: methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t-butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl.

[0231] Preferably, said L5, L6, L7 are the same or different selected from a single bond or one of the following groups,

[0232]

[0233] said R 15one of the following: hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t- butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R 15 bonded to form a substituted or unsubstituted ring;

[0234] said c1 is selected from 0, 1, 2, 3 or 4; said c2 is selected from 0, 1, 2, 3, 4, 5 or 6; said c3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said c4 is selected from 0, 1, 2 or 3; said c5 is selected from 0, 1 or 2; said c6 is selected from 0 or 1; said c7 is selected from 0, 1, 2, 3, 4 or 5; said c8 is selected from 0, 1, 2, 3, 4, 5, 6 or 7.

[0235] said R 15 substituted or unsubstituted" substituents are selected from hydrogen, deuterium, cyano, halogen, nitro, one of the following: methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, triphenylenyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-t- butylsilyl, triphenylsilyl, ethyldimethylsilyl, t-butyldimethylsilyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclopentanyl, benzocyclohexanyl, benzocycloheptanyl, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R 15 bonded to form a substituted or unsubstituted benzene ring.

[0236] said compound of formula 2 is preferably selected from one of the following structures,

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249]

[0250]

[0251]

[0252]

[0253]

[0254]

[0255]

[0256]

[0257]

[0258]

[0259]

[0260]

[0261]

[0262]

[0263]

[0264]

[0265] The above lists some specific chemical structures of the electron transport region containing the compound of formula 2 according to the present application, but the present application is not limited to these chemical structures listed, and any structure based on formula 2 and having substituents as defined above should be included.

[0266] The hole blocking layer according to the present application preferably has a material having good electron transport ability and hole blocking ability, including metal complexes, heteroaromatic compounds, etc., but is not limited thereto. Specific examples can include bis(2-methyl-8-hydroxyquinoline-N1, O8)-(1,1'-biphenyl-4-hydroxy) aluminum (BAlq), 1,3,5-tris(1-phenyl-1H-benzimidazol-2-yl) benzene (TPBi), etc., but are not limited thereto. Preferably, the compound of formula 2 according to the present application.

[0267] The electron transport layer according to the present application preferably has a material having high electron mobility, including oxazole derivatives, thiazole derivatives, triazine derivatives, etc., but is not limited thereto. Specific examples can include lithium 8-hydroxyquinolate (LiQ), aluminum 8-hydroxyquinolate (Alq3), 2,9-(dimethyl)-4,7-biphenyl-1,10-phenanthroline (BCP), bis(2-methyl-8-hydroxyquinoline-N1, O8)-(1,1'-biphenyl-4-hydroxy) aluminum (BAlq), 4,4' bis(4,6-diphenyl-1,3,5-triazin-2-yl) biphenyl (BTB), etc., but are not limited thereto. Preferably, the compound of formula 2 according to the present application.

[0268] The electron injection layer according to the present application preferably has a material having good electron injection ability, including metals, metal compounds, etc., but is not limited thereto. Specific examples can include ytterbium (Yb), lithium fluoride (LiF), lithium 8-hydroxyquinolate (LiQ), etc., but are not limited thereto. Preferably, the compound of formula 2 according to the present application.

[0269] The cathode according to the present application preferably has a material having a low work function, including metals, metal alloys, etc., but is not limited thereto. Specific examples can include silver (Ag), magnesium (Mg), lithium (Li), magnesium-silver alloy (Mg:Ag), lithium-aluminum alloy (Li:Al), etc., but are not limited thereto.

[0270] The covering layer material according to the present application has a function of coupling out light trapped in the device. The covering layer material includes arylamine derivatives, metal compounds, benzimidazole derivatives, benzoxazole derivatives, benzothiazole derivatives, etc., but is not limited thereto. Specific examples can include tris(8-hydroxyquinoline) aluminum (Alq3), zirconium oxide (ZrO), etc., but are not limited thereto.

[0271] The organic electroluminescent device according to the present application can further include a substrate, and the substrate according to the present application can be preferably made of a material which does not change when electrodes and other functional layers are formed, and specific examples of the substrate material which can be used in the present application can include glass, quartz, plastic, a polymer film, silicon, etc., but are not limited thereto. The substrate can be retained in a light emitting apparatus or an electronic device using the organic electroluminescent device according to the present application, or can not be retained in a final product but can only function as a support in a manufacturing process of the organic electroluminescent device.

[0272] However, the structure of the organic electroluminescent device according to the present application is not limited thereto. The organic electroluminescent device according to the present application can be selected and combined according to the requirements of device parameters and the characteristics of materials, and some organic layers can be added or omitted, and an organic layer having the same function can be made into a stacked structure of two or more layers. The thickness of each organic layer of the organic electroluminescent device according to the present application is not particularly limited, and a thickness commonly used in the art can be used.

[0273] The light emitting type of the organic electroluminescent device according to the present application can be a top emission device or a bottom emission device, and the difference between the two is that the light emitting direction of the device is through the substrate or in a direction away from the substrate. For the bottom emission device, the light emitting direction of the device is through the substrate, and for the top emission device, the light emitting direction of the device is in a direction away from the substrate.

[0274] The method for preparing each layer of the thin film of the organic electroluminescent device according to the present application is not particularly limited, and a vacuum evaporation method, a sputtering method, a spin coating method, a spray coating method, a screen printing method, a laser transfer method, etc. can be used, but are not limited thereto.

[0275] The organic electroluminescent device according to the present application is mainly applied to the field of information display technology, the field of lighting, and the field of planar light sources, and is widely used in various information displays such as mobile phones, tablet computers, flat panel televisions, smart watches, VR, vehicle-mounted systems, digital cameras, wearable devices, etc.

[0276] The present application will be explained in more detail by the following examples, but the present application is not intended to be limited thereby. Based on this description, a person of ordinary skill in the art will be able to implement the present application and prepare other compounds and devices according to the present application within the entire scope disclosed without any inventive effort.

[0277] Synthetic Examples

[0278] Raw materials and reagents: The present application does not have a particular limitation on the raw materials or reagents used in the following synthetic examples, and can be a commercially available product or prepared by a preparation method well known to those skilled in the art. The raw materials and reagents used in the present application are all reagent grade.

[0279] Instrument: G2-Si quadrupole time-of-flight high resolution mass spectrometer (Waters, UK); Vario EL cube type organic elemental analyzer (Elementar, Germany).

[0280] The method for preparing the compound of formula 1, the compound of formula 2 of the present application is not particularly limited, and a conventional method well known to those skilled in the art can be used. For example, carbon-carbon coupling reaction, carbon-nitrogen coupling reaction, etc., the compound of formula 1, the compound of formula 2 of the present application can be prepared using the synthetic route shown below.

[0281] The compound of formula 1: when is not , the synthetic route of the compound of formula 1 is as follows:

[0282]

[0283] is not is , the synthetic route of the compound of formula 1 is as follows:

[0284]

[0285] The compound of formula 2: when L7 is not selected from a single bond, the synthetic route of the compound of formula 2 is as follows:

[0286]

[0287] When L7 is selected from a single bond, the synthetic route of the compound of formula 2 is as follows:

[0288]

[0289] The X n is halogen, for example X n is the same or different selected from Cl, Br, I;

[0290] The Ar1, L1, L2, L3, Y, R a , R b , x, z, Ar5, Ar6, L5, L6, L7, R c , R d , R0, a, n1 are defined the same as above;

[0291] The above substituents of the present application can be bonded by methods known in the art, and the type and position of the substituents or the number of the substituents can be changed according to techniques known in the art.

[0292] Synthesis Example 1: Preparation of compound 1-23

[0293]

[0294] Preparation of intermediate D-1-23: To a reaction flask was added 500 mL of toluene, d-1-23 (8.46 g, 50.00 mmol), e-1-23 (13.66 g, 50.00 mmol), Pd(OAc)2(0.22 g, 1.00 mmol), sodium tert-butoxide (9.61 g, 100.00 mmol), and 0.5 M solution of tri-tert-butylphosphine in toluene (4.00 mL, 2.00 mmol) under nitrogen protection, the mixture was stirred and heated to reflux for 3 hours. After the reaction was completed, the reaction solution was cooled to room temperature, water was added, and dichloromethane was used for extraction, the organic phase was collected and dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by distillation under reduced pressure, and recrystallized with toluene: ethanol (10: 1) to obtain intermediate D-1-23 (14.64 g, yield 81%), the solid purity was detected by HPLC ≧ 99.85%. Mass spectrum m / z: 361.1822 (theoretical value: 361.1830).

[0295] Preparation of compound 1-23: To a reaction flask was added 300 mL of toluene, intermediate D-1-23 (9.04 g, 25.00 mmol), f-1-23 (10.28 g, 25.00 mmol), Pd2(dba)3(0.23 g, 0.25 mmol), sodium tert-butoxide (4.81 g, 50.00 mmol), and BINAP (0.33 g, 0.50 mmol) under nitrogen protection, the mixture was stirred and heated to reflux for 4 hours. After the reaction was completed, the reaction solution was cooled to room temperature, water was added, and dichloromethane was used for extraction, the organic phase was collected and dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by distillation under reduced pressure, and recrystallized with toluene to obtain compound 1-23 (12.80 g, yield 74%), the solid purity was detected by HPLC ≧ 99.97%. Mass spectrum m / z: 691.3254 (theoretical value: 691.3239). Theoretical elemental content (%) 53 H 41 N: C, 92.00; H, 5.97; N, 2.02. Found elemental content (%): C, 92.03; H, 5.95; N, 2.04.

[0296] Synthesis Example 2: Preparation of compound 1-95

[0297]

[0298] Following the same preparation method as in Synthesis Example 1, d-1-23, f-1-23 were replaced by equimolar of d-1-95, f-1-95, respectively, to give compound 1-95 (12.34 g) with HPLC purity > 99.94%. Mass spectrum m / z: 657.3378 (calcd 657.3396). Theoretical elemental content (%) C 50 H 43 N: C, 91.28; H, 6.59; N, 2.13. Found elemental content (%) C, 91.30; H, 6.56; N, 2.14.

[0299] Synthesis Example 3: Preparation of compound 1-207

[0300]

[0301] Following the same preparation method as in Synthesis Example 1, d-1-23, e-1-23 were replaced by equimolar of d-1-95, e-1-207, respectively, to give compound 1-207 (13.50 g) with HPLC purity > 99.92%. Mass spectrum m / z: 739.3228 (calcd 739.3239). Theoretical elemental content (%) C 57 H 41 N: C, 92.52; H, 5.59; N, 1.89. Found elemental content (%) C, 92.54; H, 5.57; N, 1.88.

[0302] Synthesis Example 4: Preparation of compound 1-236

[0303]

[0304] Following the same preparation method as in Synthesis Example 1, d-1-23, e-1-23 were replaced by equimolar of d-1-95, e-1-207, respectively, to give compound 1-207 (13.50 g) with HPLC purity > 99.92%. Mass spectrum m / z: 739.3228 (calcd 739.3239). Theoretical elemental content (%) C 57 H 36 N: C, 91.28; H, 6.59; N, 2.13. Found elemental content (%) C, 91.30; H, 6.56; N, 2.14.

[0305] Synthesis Example 5: Preparation of compound 1-251

[0306]

[0307] Into a reaction flask, 500 mL of toluene, d-1-95 (2.33 g, 25.00 mmol), f-1-23 (20.57 g, 50.00 mmol), Pd2(dba)3(0.46 g, 0.50 mmol), sodium tert-butoxide (9.61 g, 100.00 mmol) and BINAP (0.65 g, 1.00 mmol) were added successively under nitrogen protection, the mixture was stirred and heated to reflux for 3.5 hours. After the reaction was completed, the reaction solution was cooled to room temperature, water was added, extracted with dichloromethane, the organic phase was collected and dried over anhydrous magnesium sulfate, filtered, the solvent was removed by reduced pressure distillation, recrystallized with toluene to obtain compound 1-251 (14.14 g, yield 75%), the solid purity was detected by HPLC to be ≧99.93%. Mass spectrum m / z: 753.3387 (theoretical value: 753.3396). Theoretical elemental content (%) 58 H 43 N: C, 92.39; H, 5.75; N, 1.86. Measured elemental content (%): C, 92.36; H, 5.73; N, 1.90.

[0308] Synthesis Example 6: Preparation of compound 1-292

[0309]

[0310] According to the same preparation method of synthesis example 1, e-1-23 was replaced by equimolar e-1-207 to obtain compound 1-292 (14.08 g), the HPLC purity was ≧99.96%. Mass spectrum m / z: 815.3572 (theoretical value: 815.3552). Theoretical elemental content (%) 63 H 45 N: C, 92.73; H, 5.56; N, 1.72. Measured elemental content (%): C, 92.74; H, 5.53; N, 1.75.

[0311] Synthesis Example 7: Preparation of compound 1-384

[0312]

[0313] According to the same preparation method of synthesis example 1, d-1-23 and e-1-23 were replaced by equimolar d-1-384 and e-1-207 respectively to obtain compound 1-384 (13.83 g), the HPLC purity was ≧99.98%. Mass spectrum m / z: 789.3389 (theoretical value: 789.3396). Theoretical elemental content (%) 61 H 43N: C, 92.74; H, 5.49; N, 1.77. Found (mass %): C, 92.77; H, 5.48; N, 1.75.

[0314] Synthesis Example 8: Preparation of compound 1-441

[0315]

[0316] According to the same preparation method of synthesis example 1, d-1-23, e-1-23 were replaced by equimolar of d-1-441, e-1-207 respectively, compound 1-441 (13.85 g) was obtained, HPLC purity ≧ 99.94%. Mass spectrum m / z: 779.3539 (theoretical value: 779.3552). Theoretical elemental content (%) C 60 H 45 N: C, 92.74; H, 5.49; N, 1.77. Found (mass %): C, 92.77; H, 5.48; N, 1.75.

[0317] Synthesis Example 9: Preparation of compound 1-490

[0318]

[0319] According to the same preparation method of synthesis example 5, d-1-95 was replaced by equimolar of d-1-490, compound 1-490 (15.45 g) was obtained, HPLC purity ≧ 99.92%. Mass spectrum m / z: 869.4039 (theoretical value: 869.4022). Theoretical elemental content (%) C 67 H 51 N: C, 92.74; H, 5.49; N, 1.77. Found (mass %): C, 92.77; H, 5.48; N, 1.75.

[0320] Synthesis Example 10: Preparation of compound 1-536

[0321]

[0322] According to the same preparation method of synthesis example 5, f-1-23 was replaced by equimolar of e-1-536, compound 1-536 (14.27 g) was obtained, HPLC purity ≧ 99.95%. Mass spectrum m / z: 781.3702 (theoretical value: 781.3709). Theoretical elemental content (%) C 60 H 47 N: C, 92.74; H, 5.49; N, 1.77. Found (mass %): C, 92.77; H, 5.48; N, 1.75.

[0323] Synthesis Example 11: Preparation of compound 1-575

[0324]

[0325] Following the same preparation method as in Synthesis Example 1, d-1-23, e-1-23, f-1-23 were replaced by equimolar of d-1-95, e-1-207, f-1-95, respectively, to give compound 1-575 (13.69 g) with HPLC purity > 99.96%. Mass spectrum m / z: 781.3724 (theoretical value: 781.3709). Theoretical elemental content (%) C 60 H 47 N: C, 92.15; H, 6.06; N, 1.79. Found elemental content (%) : C, 92.18; H, 6.04; N, 1.77.

[0326] Synthesis Example 12: Preparation of compound 1-608

[0327]

[0328] Following the same preparation method as in Synthesis Example 1, d-1-23, e-1-23, f-1-23 were replaced by equimolar of d-1-608, e-1-207, f-1-95, respectively, to give compound 1-608 (14.52 g) with HPLC purity > 99.93%. Mass spectrum m / z: 853.4113 (theoretical value: 853.4104). Theoretical elemental content (%) C 63 H 55 NSi: C, 88.58; H, 6.49; N, 1.64. Found elemental content (%) : C, 88.56; H, 6.47; N, 1.67.

[0329] Synthesis Example 13: Preparation of compound 1-610

[0330]

[0331] Following the same preparation method as in Synthesis Example 5, f-1-23 was replaced by equimolar of f-1-95, to give compound 1-610 (15.09 g) with HPLC purity > 99.97%. Mass spectrum m / z: 837.4314 (theoretical value: 837.4335). Theoretical elemental content (%) C 64 H 55 N: C, 91.71; H, 6.61; N, 1.67. Found elemental content (%) : C, 91.73; H, 6.58; N, 1.68.

[0332] Synthesis Example 14: Preparation of compound 1-604

[0333]

[0334] Following the same preparation procedure as in Synthesis Example 1, d-1-23, e-1-23, f-1-23 were replaced by equimolar of d-1-236, e-1-207, f-1-95, respectively, to give compound 1-604 (13.77 g) with HPLC purity > 99.92%. Mass spectrum m / z: 786.4007 (calcd 786.4022). Theoretical elemental content (%) C 60 H 42 D5N: C, 91.56; H, 6.66; N, 1.78. Found elemental content (%) : C, 91.59; H, 6.65; N, 1.76.

[0335] Synthesis Example 15: Preparation of compound 1-620

[0336]

[0337] Following the same preparation procedure as in Synthesis Example 1, d-1-23, e-1-23, f-1-23 were replaced by equimolar of d-1-95, f-1-95, f-1-620, respectively, to give compound 1-620 (14.53 g) with HPLC purity > 99.98%. Mass spectrum m / z: 893.4951 (calcd 893.4961). Theoretical elemental content (%) C 68 H 63 N: C, 91.33; H, 7.10; N, 1.57. Found elemental content (%) : C, 91.35; H, 7.06; N, 1.60.

[0338] Synthesis Example 16: Preparation of compound 1-654

[0339]

[0340] Following the same preparation procedure as in Synthesis Example 1, d-1-23, e-1-23, f-1-23 were replaced by equimolar of d-1-654, e-1-207, f-1-95, respectively, to give compound 1-654 (14.24 g) with HPLC purity > 99.94%. Mass spectrum m / z: 862.4353 (calcd 862.4335). Theoretical elemental content (%) C 66 H 46 D5N: C, 91.84; H, 6.54; N, 1.62. Found elemental content (%) : C, 91.81; H, 6.56; N, 1.60.

[0341] Synthesis Example 17: Preparation of compound 1-661

[0342]

[0343] Following the same preparation method as in Synthesis Example 1, d-1-23, e-1-23, f-1-23 were replaced by equimolar of d-1-661, e-1-207, f-1-95, respectively, to give compound 1-661 (14.16 g) with HPLC purity > 99.93%. Mass spectrum m / z: 857.4014 (calcd 857.4022). Theoretical elemental content (%) C 66 H 51 N: C, 92.38; H, 5.99; N, 1.63. Found elemental content (%) C, 92.35; H, 5.98; N, 1.65.

[0344] Synthesis Example 18: Preparation of compound 1-727

[0345]

[0346] Following the same preparation method as in Synthesis Example 1, d-1-23, e-1-23, f-1-23 were replaced by equimolar of d-1-727, e-1-207, f-1-95, respectively, to give compound 1-727 (13.98 g) with HPLC purity > 99.96%. Mass spectrum m / z: 821.4003 (calcd 821.4022). Theoretical elemental content (%) C 63 H 51 N: C, 92.04; H, 6.25; N, 1.70. Found elemental content (%) C, 92.02; H, 6.28; N, 1.68.

[0347] Synthesis Example 19: Preparation of compound 1-829

[0348]

[0349] Following the same preparation method as in Synthesis Example 1, d-1-23, e-1-23 were replaced by equimolar of d-1-95, e-1-829, respectively, to give compound 1-829 (12.95 g) with HPLC purity > 99.92%. Mass spectrum m / z: 739.3251 (calcd 739.3239). Theoretical elemental content (%) C 57 H 41 N: C, 92.52; H, 5.59; N, 1.89. Found elemental content (%) C, 92.54; H, 5.61; N, 1.84.

[0350] Synthesis Example 20: Preparation of compound 1-1109

[0351]

[0352] Following the same preparation procedure as in Synthesis Example 5, d-1-95, f-1-23 were replaced by equimolar of d-1-1109, e-1-207, respectively, to give compound 1-1109 (14.47 g) with HPLC purity > 99.95%. Mass spectrum m / z: 781.3716 (theoretical value: 781.3709). Theoretical elemental content (%) C 60 H 47 N: C, 92.15; H, 6.06; N, 1.79. Found elemental content (%) : C, 92.18; H, 6.04; N, 1.77.

[0353] Synthesis Example 21: Preparation of compound 1-1275

[0354]

[0355] Following the same preparation procedure as in Synthesis Example 5, d-1-95, f-1-23 were replaced by equimolar of d-1-1275, e-1-207, respectively, to give compound 1-1275 (13.80 g) with HPLC purity > 99.93%. Mass spectrum m / z: 766.2963 (theoretical value: 766.2984). Theoretical elemental content (%) C 57 H 38 N2O: C, 89.27; H, 4.99; N, 3.65. Found elemental content (%) : C, 89.24; H, 4.97; N, 3.69.

[0356] Synthesis Example 22: Preparation of compound 1-1311

[0357]

[0358] Following the same preparation procedure as in Synthesis Example 5, d-1-95, f-1-23 were replaced by equimolar of d-1-1275, e-1-207, respectively, to give compound 1-1275 (13.80 g) with HPLC purity > 99.93%. Mass spectrum m / z: 766.2963 (theoretical value: 766.2984). Theoretical elemental content (%) C 59 H 46 N2: C, 90.50; H, 5.92; N, 3.58. Found elemental content (%) : C, 90.52; H, 5.89; N, 3.60.

[0359] Synthesis Example 23: Preparation of compound 1-1350

[0360]

[0361] Following the same preparation method as in Synthesis Example 1, d-1-23, e-1-23 were replaced by equimolar of d-1-1350, e-1-207, respectively, to give compound 1-1350 (13.73 g) with HPLC purity > 99.94%. Mass spectrum m / z: 795.2953 (theoretical value: 795.2960). Theoretical elemental content (%) C 59 H 41 NS: C, 89.02; H, 5.19; N, 1.76. Found elemental content (%) : C, 89.05; H, 5.21; N, 1.72.

[0362] Synthesis Example 24: Preparation of compound 1-1593

[0363]

[0364] Following the same preparation method as in Synthesis Example 1, d-1-23, e-1-23, f-1-23 were replaced by equimolar of d-1-661, e-1-1593, e-1-207, respectively, to give compound 1-1593 (13.50 g) with HPLC purity > 99.96%. Mass spectrum m / z: 739.3222 (theoretical value: 739.3239). Theoretical elemental content (%) C 57 H 41 N: C, 92.52; H, 5.59; N, 1.89. Found elemental content (%) : C, 92.54; H, 5.54; N, 1.91.

[0365] Synthesis Example 25: Preparation of compound 1-1814

[0366]

[0367] Following the same preparation method as in Synthesis Example 1, f-1-23 was replaced by equimolar of f-1-1814 to give compound 1-1814 (10.93 g) with HPLC purity > 99.95%. Mass spectrum m / z: 615.2939 (theoretical value: 615.2926). Theoretical elemental content (%) C 47 H 37 N: C, 91.67; H, 6.06; N, 2.27. Found elemental content (%) : C, 91.69; H, 6.09; N, 2.25.

[0368] Synthesis Example 26: Preparation of compound 40

[0369]

[0370] Preparation of Intermediate A-40: To a reaction flask was added a-40 (32.78 g, 120.00 mmol), bis(pinacolato)diboron (30.47 g, 120.00 mmol), K2CO3 (33.17 g, 240.00 mmol), Pd(PPh3)4 (1.39 g, 1.20 mmol), 800 mL of dimethylformamide under nitrogen protection, and the reaction was stirred under reflux conditions for 6 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, water was added thereto, and then extraction was performed with ethyl acetate. The organic layer was dried with anhydrous magnesium sulfate, and the solvent was removed by rotary evaporation, followed by recrystallization with toluene / ethanol = 10:1 to obtain Intermediate A-40 (31.51 g, yield 82%), HPLC purity ≧ 99.78%. Mass spectrum m / z: 320.1939 (theoretical value: 320.1948).

[0371] Preparation of Intermediate B-40: To a reaction flask was added A-40 (27.22 g, 85.00 mmol), b-40 (22.74 g, 85.00 mmol), K2CO3 (17.28 g, 125.00 mmol), Pd(PPh3)4 (0.98 g, 0.85 mmol), 550 mL of toluene / ethanol / water (2:1:1) under nitrogen protection, and the reaction was stirred under reflux conditions for 5 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, suction filtration was performed, and then the obtained solid was recrystallized with toluene to obtain Intermediate B-40 (24.93 g, yield 77%), HPLC purity ≧ 99.74%. Mass spectrum m / z: 380.1347 (theoretical value: 380.1332).

[0372] Preparation of Intermediate C-40: To a reaction flask was added B-40 (19.05 g, 50.00 mmol), bis(pinacolato)diboron (12.70 g, 50.00 mmol), KOAc (9.81 g, 100.00 mmol), Pd(dppf)Cl2 (0.37 g, 0.50 mmol), 500 mL of 1,4-dioxane under nitrogen protection, and the reaction was stirred under reflux conditions for 4 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, water was added thereto, and then extraction was performed with ethyl acetate. The organic layer was dried with anhydrous magnesium sulfate, and the solvent was removed by rotary evaporation, followed by recrystallization with toluene to obtain Intermediate C-40 (17.95 g, yield 76%), HPLC purity ≧ 99.81%. Mass spectrum m / z: 472.2584 (theoretical value: 472.2574).

[0373] Preparation of compound 40: To a reaction flask was added C-40 (11.81 g, 25.00 mmol), c-40 (8.67 g, 25.00 mmol), K2CO3(5.53 g, 40.00 mmol), Pd2(dba)3(0.23 g, 0.25 mmol), P(t-Bu)3(0.10 g, 0.50 mmol), 250 mL of toluene / ethanol / water (2:1:1) under nitrogen protection, the reaction was stirred under reflux condition for 6 hours, after the reaction was completed, the reaction mixture was cooled to room temperature, suction filtration to obtain filter cake, which was washed with a small amount of toluene, then the obtained filter cake was recrystallized with toluene to obtain compound 40 (11.82 g, yield 72%), HPLC purity ≧ 99.96%. Mass spectrum m / z: 656.2452 (theoretical value: 656.2464). Theoretical elemental content (%) C 47 H 32 N2O2: C, 85.95; H, 4.91; N, 4.27. Found elemental content (%): C, 85.99; H, 4.88; N, 4.25.

[0374] Synthesis Example 27: Preparation of compound 101

[0375]

[0376] According to the same preparation method of synthesis example 26, b-40 was replaced by equimolar b-101 to obtain compound 101 (11.68 g), HPLC purity ≧ 99.92%. Mass spectrum m / z: 657.2431 (theoretical value: 657.2416). Theoretical elemental content (%) C 46 H 31 N3O2: C, 84.00; H, 4.75; N, 6.39. Found elemental content (%): C, 84.02; H, 4.70; N, 6.41.

[0377] Synthesis Example 28: Preparation of compound 120

[0378]

[0379] According to the same preparation method of synthesis example 26, b-40 was replaced by equimolar b-120 to obtain compound 120 (12.83 g), HPLC purity ≧ 99.96%. Mass spectrum m / z: 732.2766 (theoretical value: 732.2777). Theoretical elemental content (%) C 53 H 36 N2O2: C, 86.86; H, 4.95; N, 3.82. Found elemental content (%): C, 86.89; H, 4.96; N, 3.78.

[0380] Synthesis Example 29: Preparation of compound 122

[0381]

[0382] Compound 122 (10.88 g) was obtained according to the same preparation method as in Synthesis Example 26, replacing b-40 with equimolar b-122, HPLC purity ≧ 99.95%. Mass spectrum m / z: 630.2325 (theoretical value: 630.2307). Theoretical elemental content (%) C 45 H 30 N2O2: C, 85.69; H, 4.79; N, 4.44. Measured elemental content (%) C, 85.72; H, 4.75; N, 4.46.

[0383] Synthesis Example 30: Preparation of compound 238

[0384]

[0385] Compound 238 (12.58 g) was obtained according to the same preparation method as in Synthesis Example 26, replacing a-40 and b-40 with equimolar a-238 and b-238, respectively, HPLC purity ≧ 99.97%. Mass spectrum m / z: 718.2636 (theoretical value: 718.2620). Theoretical elemental content (%) C 52 H 34 N2O2: C, 86.88; H, 4.77; N, 3.90. Measured elemental content (%) C, 86.86; H, 4.73; N, 3.95.

[0386] Synthesis Example 31: Preparation of compound 244

[0387]

[0388] Compound 244 (13.51 g) was obtained according to the same preparation method as in Synthesis Example 26, replacing a-40 and b-40 with equimolar a-244 and b-244, respectively, HPLC purity ≧ 99.94%. Mass spectrum m / z: 760.3080 (theoretical value: 760.3090). Theoretical elemental content (%) C 55 H 40 N2O2: C, 86.81; H, 5.30; N, 3.68. Measured elemental content (%) C, 86.86; H, 5.26; N, 3.65.

[0389] Synthesis Example 32: Preparation of compound 254

[0390]

[0391] Preparation of intermediate A-254:

[0392] To a reaction flask was added a-254 (25.48 g, 50.00 mmol), bis(pinacolato)diboron (12.70 g, 50.00 mmol), K2CO3(13.82 g, 100.00 mmol), Pd(PPh3)4(0.58 g, 0.50 mmol), 500 mL of dimethylformamide under nitrogen protection, the reaction was stirred under reflux condition for 6 hours, after the reaction was completed, the reaction mixture was cooled to room temperature, water was added thereto, then extracted with ethyl acetate, the organic layer was dried over anhydrous magnesium sulfate, the solvent was removed by rotary evaporation, then recrystallized with toluene / ethanol = 10:1 to obtain intermediate A-254 (21.71 g, yield 78%), HPLC purity ≧ 99.82%. Mass spectrum m / z: 556.3530 (theoretical value: 556.3513).

[0393] Preparation of compound 254:

[0394] To a reaction flask was added A-254 (13.91 g, 25.00 mmol), c-40 (8.67 g, 25.00 mmol), K2CO3(5.53 g, 40.00 mmol), Pd2(dba)3(0.23 g, 0.25 mmol), P(t-Bu)3(0.10 g, 0.50 mmol), 250 mL of toluene / ethanol / water (2:1:1) under nitrogen protection, the reaction was stirred under reflux condition for 6 hours, after the reaction was completed, the reaction mixture was cooled to room temperature, filtered to obtain a filter cake, washed with a small amount of toluene, then the obtained filter cake was recrystallized with toluene to obtain compound 254 (13.89 g, yield 75%), HPLC purity ≧ 99.96%. Mass spectrum m / z: 740.3415 (theoretical value: 740.3403). Theoretical elemental content (%) C 53 H 44 N2O2: C, 85.91; H, 5.99; N, 3.78. Found elemental content (%): C, 85.89; H, 5.96; N, 3.83.

[0395] Synthesis Example 33: Preparation of compound 377

[0396]

[0397] According to the same preparation method of synthesis example 26, a-40, b-40 were replaced by equimolar a-377, b-238 respectively to obtain compound 377 (13.86 g), HPLC purity ≧ 99.92%. Mass spectrum m / z: 814.3573 (theoretical value: 814.3559). Theoretical elemental content (%) C59 H 46 N2O2: C, 86.95; H, 5.69; N, 3.44. Found (%): C, 86.97; H, 5.70; N, 3.41.

[0398] Synthesis Example 34: Preparation of compound 468

[0399]

[0400] Compound 468 (12.69 g) was obtained according to the same preparation method as in Synthesis Example 26, by replacing a-40, b-40 with equimolar amounts of a-468, b-238, respectively, with HPLC purity > 99.97%. Mass spectrum m / z: 704.2453 (theoretical value: 704.2464). Theoretical elemental content (%) C 51 H 32 N2O2: C, 86.91; H, 4.58; N, 3.97. Found (%): C, 86.86; H, 4.61; N, 3.99.

[0401] Synthesis Example 35: Preparation of compound 665

[0402]

[0403] Compound 665 (13.51 g) was obtained according to the same preparation method as in Synthesis Example 26, by replacing a-40, b-40, c-40 with equimolar amounts of a-665, b-238, c-665, respectively, with HPLC purity > 99.93%. Mass spectrum m / z: 782.2919 (theoretical value: 782.2933). Theoretical elemental content (%) C 57 H 38 N2O2: C, 87.44; H, 4.89; N, 3.58. Found (%): C, 87.46; H, 4.84; N, 3.62.

[0404] Synthesis Example 36: Preparation of compound 765

[0405]

[0406] Compound 765 (11.91 g) was obtained according to the same preparation method as in Synthesis Example 26, by replacing b-40, c-40 with equimolar amounts of b-765, c-765, respectively, with HPLC purity > 99.95%. Mass spectrum m / z: 652.2018 (theoretical value: 652.2007). Theoretical elemental content (%) C 44 H 32N2S2: C, 80.59; H, 5.03; N, 4.37. Found: C, 80.63; H, 5.01; N, 4.33.

[0407] Synthesis Example 37: Preparation of compound 768

[0408]

[0409] Compound 768 (11.38 g) was obtained according to the same preparation method as in Synthesis Example 26, by replacing b-40, c-40 with equimolar of b-768, c-765, respectively, with HPLC purity > 99.97%. Mass spectrum m / z: 640.2021 (calc. 640.2007). Theoretical elemental content (%) C 43 H 32 N2S2: C, 80.59; H, 5.03; N, 4.37. Found: C, 80.63; H, 5.01; N, 4.33.

[0410] Synthesis Example 38: Preparation of compound 771

[0411]

[0412] Compound 771 (12.06 g) was obtained according to the same preparation method as in Synthesis Example 26, by replacing b-40, c-40 with equimolar of b-771, c-765, respectively, with HPLC purity > 99.93%. Mass spectrum m / z: 688.2026 (calc. 688.2007). Theoretical elemental content (%) C 47 H 32 N2S2: C, 80.59; H, 5.03; N, 4.37. Found: C, 80.63; H, 5.01; N, 4.33.

[0413] Synthesis Example 39: Preparation of compound 796

[0414]

[0415] Compound 796 (13.27 g) was obtained according to the same preparation method as in Synthesis Example 26, by replacing a-40, b-40, c-40 with equimolar of a-796, b-244, c-765, respectively, with HPLC purity > 99.96%. Mass spectrum m / z: 736.2019 (calc. 736.2007). Theoretical elemental content (%) C 51 H 32N2S2: C, 83.12; H, 4.38; N, 3.80. Found (mass %): C, 83.14; H, 4.42; N, 3.75.

[0416] Synthesis Example 40: Preparation of compound 817

[0417]

[0418] Compound 817 (13.01 g) was obtained according to the same preparation method of Synthesis Example 26, by replacing a-40, b-40, c-40 with equimolar a-817, b-238, c-765, respectively, HPLC purity > 99.91%. Mass spectrum m / z: 764.2331 (theoretical value: 764.2320). Theoretical elemental content (%) C 53 H 36 N2S2: C, 83.12; H, 4.38; N, 3.80. Found (mass %): C, 83.14; H, 4.42; N, 3.75.

[0419] Device Example

[0420] In the present application, the ITO glass substrate and ITO / Ag / ITO glass substrate are cleaned by 5% glass cleaning solution for 2 times, 20 minutes each time, and then cleaned by deionized water for 2 times, 10 minutes each time. The substrates are cleaned by acetone and isopropyl alcohol for 20 minutes each time, and then dried at 120°C. The organic materials are all sublimed, and the purity is more than 99.99%.

[0421] A combined IVL test system is composed of test software, computer, K2400 digital source meter produced by Keithley Company of USA, and PR788 spectral scanning luminance meter of PhotoResearch Company of USA, to test the driving voltage, luminous efficiency, CIE color coordinate, and lifetime of the organic electroluminescent device. The lifetime is tested by M6000 OLED lifetime test system of McScience Company. The test environment is atmospheric environment, and the temperature is room temperature.

[0422] Example 1: Preparation of organic electroluminescent device 1

[0423] The compound 1-23 of the application was vacuum-evaporated on the ITO anode as a hole transport layer with a thickness of 115 nm; RH-1 was vacuum-evaporated on the hole transport layer as a light-emitting layer with a thickness of 30 nm; the compound 122 of the application was vacuum-evaporated on the light-emitting layer as an electron transport layer with a thickness of 30 nm; LiF was vacuum-evaporated on the electron transport layer as an electron injection layer with a thickness of 1.0 nm; Al was vacuum-evaporated on the electron injection layer as a cathode with a thickness of 110 nm.

[0424] Examples 2-41: Preparation of organic electroluminescence devices 2-41

[0425] The compound 1-23 in the hole transport layer and the compound 122 in the electron transport layer in Example 1 were replaced by the compound 1-95 and the compound 135, the compound 1-207 and the compound 5, the compound 1-236 and the compound 9, the compound 1-251 and the compound 113, the compound 1-292 and the compound 9, the compound 1-384 and the compound 765, the compound 1-441 and the compound 796, the compound 1-490 and the compound 88, the compound 1-536 and the compound 73, the compound 1-575 and the compound 185, the compound 1-604 and the compound 5, the compound 1-608 and the compound 44, the compound 1-610 and the compound 144, the compound 1-620 and the compound 768, the compound 1-654 and the compound 771, the compound 1-661 and the compound 341, the compound 1-727 and the compound 185, the compound 1-829 and the compound 244, the compound 1-1094 and the compound 419, the compound 1-1099 and the compound 733, the compound 1-1109 and the compound 40, the compound 1-1128 and the compound 44, the compound 1-1186 and the compound 973, the compound 1-1220 and the compound 313, the compound 1-1248 and the compound 216, the compound 1-1275 and the compound 165, the compound 1-1291 and the compound 19, the compound 1-1311 and the compound 29, the compound 1-1350 and the compound 166, the compound 1-1457 and the compound 538, the compound 1-1460 and the compound 238, the compound 1-1477 and the compound 254, the compound 1-1479 and the compound 377, the compound 1-1533 and the compound 101, the compound 1-1620 and the compound 573, the compound 1-1637 and the compound 100, the compound 1-1779 and the compound 468, the compound 1-1811 and the compound 665, the compound 1-1814 and the compound 120, the compound 1-1846 and the compound 817, and the other steps were the same to obtain organic electroluminescence devices 2-41.

[0426] Preparation of Comparative Organic Electroluminescence Device 1

[0427] HI was vacuum-evaporated on the ITO anode to a thickness of 60 nm; R-1 was vacuum-evaporated on the hole injection layer as a hole transport layer to a thickness of 115 nm; RH-1, RD-1 were vacuum-evaporated on the hole transport layer as a doping material to form a light-emitting layer, which was doped in a ratio of RH-1:RD-1 = 98:2 (wt%) to a thickness of 30 nm; compound 101 of the application was vacuum-evaporated on the light-emitting layer as an electron transport layer to a thickness of 30 nm; LiF was vacuum-evaporated on the electron transport layer as an electron injection layer to a thickness of 1.0 nm; Al was vacuum-evaporated on the electron injection layer as a cathode to a thickness of 110 nm.

[0428] Preparation of Comparative Organic Electroluminescence Devices 2-5

[0429] Compound 101 in the electron transport layer of Comparative Example 1 was replaced by compound 216, compound 244, compound 313, and compound 733 respectively, and other steps were the same to obtain Comparative Organic Electroluminescence Devices 2-5.

[0430] Preparation of Comparative Organic Electroluminescence Device 6

[0431] HI was vacuum-evaporated on the ITO anode to a thickness of 60 nm; compound 1-292 of the application was vacuum-evaporated on the hole injection layer as a hole transport layer to a thickness of 115 nm; RH-1, RD-1 were vacuum-evaporated on the hole transport layer as a doping material to form a light-emitting layer, which was doped in a ratio of RH-1:RD-1 = 98:2 (wt%) to a thickness of 30 nm; R-2 was vacuum-evaporated on the light-emitting layer as an electron transport layer to a thickness of 30 nm; LiF was vacuum-evaporated on the electron transport layer as an electron injection layer to a thickness of 1.0 nm; Al was vacuum-evaporated on the electron injection layer as a cathode to a thickness of 110 nm.

[0432] Preparation of Comparative Organic Electroluminescence Devices 7-10

[0433] Compound 1-292 in the hole transport layer of Comparative Example 6 was replaced by compound 1-536, compound 1-654, compound 1-727, and compound 1-1477 respectively, and other steps were the same to obtain Comparative Organic Electroluminescence Devices 7-10.

[0434] The luminescence property test results of the organic electroluminescence devices prepared in Examples 1-41 and Comparative Examples 1-10 of the application are shown in Table 1.

[0435] Table 1 Test data of light emitting properties of organic electroluminescent devices

[0436]

[0437]

[0438] Note: T95 refers to the time taken for the luminance of the device to decay to 95% at a current density of 10 mA / cm 2

[0439] As can be seen from Table 1, compared with the comparative devices 1-10, the organic electroluminescent device using the structure of Formula 1 as the hole transport layer material and the structure of Formula 2 as the electron transport layer material according to the present application has more excellent performance, higher luminous efficiency and longer service life.

[0440] Example 42: Preparation of organic electroluminescent device 42

[0441] HI was vacuum-evaporated on the ITO anode to a thickness of 60 nm; HT-1 was vacuum-evaporated on the hole injection layer as a first hole transport layer to a thickness of 90 nm; Compound 1-23 according to the present application was vacuum-evaporated on the first hole transport layer as a second hole transport layer to a thickness of 30 nm; GH-1 and GH-2 were vacuum-evaporated on the second hole transport layer as host materials, and GD-1 was vacuum-evaporated on the second hole transport layer as a dopant material, the three being doped in a ratio of GH-1:GH-2:GD-1 = 46:46:8 (wt%) to form a light-emitting layer to a thickness of 30 nm; Compound 166 according to the present application was vacuum-evaporated on the light-emitting layer as a hole blocking layer to a thickness of 25 nm; ET-1 and LiQ were vacuum-evaporated on the hole blocking layer to form an electron transport layer in a ratio of ET-1:LiQ = 1:1 (wt%) to a thickness of 30 nm; LiF was vacuum-evaporated on the electron transport layer as an electron injection layer to a thickness of 1.0 nm; and Al was vacuum-evaporated on the electron injection layer as a cathode to a thickness of 110 nm.

[0442] Examples 43-78: Preparation of organic electroluminescent devices 43-78

[0443] ​The compound 1-23 in the second hole transport layer and the compound 166 in the hole blocking layer in Example 1 were replaced by compound 1-95 and compound 73, compound 1-207 and compound 254, compound 1-236 and compound 5, compound 1-251 and compound 771, compound 1-292 and compound 244, compound 1-384 and compound 165, compound 1-441 and compound 973, compound 1-490 and compound 377, compound 1-536 and compound 144, compound 1-575 and compound 796, compound 1-604 and compound 9, compound 1-608 and compound 419, compound 1-610 and compound 40, compound 1-620 and compound 216, compound 1-661 and compound 817, compound 1-727 and compound 733, compound 1-829 and compound 120, compound 1-1094 and compound 238, compound 1-1099 and compound 185, compound 1-1109 and compound 341, compound 1-1128 and compound 44, compound 1-1186 and compound 88, compound 1-1245 and compound 665, compound 1-1248 and compound 313, compound 1-1350 and compound 19, compound 1-1417 and compound 538, compound 1-1460 and compound 122, compound 1-1481 and compound 573, compound 1-1533 and compound 135, compound 1-1593 and compound 468, compound 1-1637 and compound 100, compound 1-1684 and compound 768, compound 1-1719 and compound 113, compound 1-1811 and compound 29, compound 1-1814 and compound 101, compound 1-1846 and compound 765, respectively, and other steps were the same. Organic electroluminescence devices 43-78 were obtained.

[0444] Preparation of Comparative Organic Electroluminescence Device 11

[0445] On the ITO anode, vacuum evaporate HI with a thickness of 60 nm; on the hole injection layer, vacuum evaporate HT-1 as the first hole transport layer with a thickness of 90 nm; on the first hole transport layer, vacuum evaporate the compound 1-207 of the application as the second hole transport layer with a thickness of 30 nm; on the second hole transport layer, vacuum evaporate GH-1 and GH-2 as the host material, GD-1 as the dopant material, the three being doped in a ratio of GH-1:GH-2:GD-1 = 46:46:8 (wt%) to form the light-emitting layer with a thickness of 30 nm; on the light-emitting layer, vacuum evaporate R-4 as the hole blocking layer with a thickness of 25 nm; on the hole blocking layer, vacuum evaporate ET-1 and LiQ in a ratio of ET-1:LiQ = 1:1 (wt%) to form the electron transport layer with a thickness of 30 nm; on the electron transport layer, vacuum evaporate LiF as the electron injection layer with an evaporation thickness of 1.0 nm; on the electron injection layer, vacuum evaporate Al as the cathode with a thickness of 110 nm.

[0446] Preparation of comparative organic electroluminescence device 12-15

[0447] The compound 73 in the hole blocking layer of Comparative Example 11 is replaced by compound 88, compound 341, compound 419, and compound 817 respectively, and other steps are the same to obtain comparative organic electroluminescence devices 12-15.

[0448] Preparation of comparative organic electroluminescence device 16

[0449] On the ITO anode, vacuum evaporate HI with a thickness of 60 nm; on the hole injection layer, vacuum evaporate HT-1 as the first hole transport layer with a thickness of 90 nm; on the first hole transport layer, vacuum evaporate the compound 1-207 of the application as the second hole transport layer with a thickness of 30 nm; on the second hole transport layer, vacuum evaporate GH-1 and GH-2 as the host material, GD-1 as the dopant material, the three being doped in a ratio of GH-1:GH-2:GD-1 = 46:46:8 (wt%) to form the light-emitting layer with a thickness of 30 nm; on the light-emitting layer, vacuum evaporate R-4 as the hole blocking layer with a thickness of 25 nm; on the hole blocking layer, vacuum evaporate ET-1 and LiQ in a ratio of ET-1:LiQ = 1:1 (wt%) to form the electron transport layer with a thickness of 30 nm; on the electron transport layer, vacuum evaporate LiF as the electron injection layer with an evaporation thickness of 1.0 nm; on the electron injection layer, vacuum evaporate Al as the cathode with a thickness of 110 nm.

[0450] Preparation of comparative organic electroluminescence device 17-20

[0451] The compound 1-207 in the second hole transport layer of the comparative example 16 is replaced by compound 1-384, compound 1-1128, compound 1-1417, compound 1-1684 respectively, and other steps are the same, to obtain comparative organic electroluminescence devices 17-20.

[0452] Preparation of comparative organic electroluminescence device 21

[0453] HI is vacuum evaporated on the ITO anode with a thickness of 60 nm; HT-1 is vacuum evaporated on the hole injection layer as the first hole transport layer with a thickness of 120 nm; GH-1 and GH-2 are vacuum evaporated on the first hole transport layer as the host material, and GD-1 is vacuum evaporated as the dopant material, the three are doped to form the light-emitting layer in a ratio of GH-1: GH-2: GD-1 = 46: 46: 8 (wt%) with a thickness of 30 nm; compound 40 of the application is vacuum evaporated on the light-emitting layer as the hole blocking layer with a thickness of 25 nm; ET-1 and LiQ are vacuum evaporated on the hole blocking layer to form the electron transport layer in a ratio of ET-1: LiQ = 1: 1 (wt%) with a thickness of 30 nm; LiF is vacuum evaporated on the electron transport layer as the electron injection layer with an evaporation thickness of 1.0 nm; Al is vacuum evaporated on the electron injection layer as the cathode with a thickness of 110 nm.

[0454] Preparation of comparative organic electroluminescence devices 22-25

[0455] Compound 40 in the hole blocking layer of the comparative example 21 is replaced by compound 100, compound 101, compound 573, compound 796 respectively, and other steps are the same, to obtain comparative organic electroluminescence devices 22-25.

[0456] Preparation of comparative organic electroluminescence device 26

[0457] HI is vacuum evaporated on the ITO anode with a thickness of 60 nm; HT-1 is vacuum evaporated on the hole injection layer as the first hole transport layer with a thickness of 90 nm; compound 1-236 of the application is vacuum evaporated on the first hole transport layer as the second hole transport layer with a thickness of 30 nm; GH-1 and GH-2 are vacuum evaporated on the second hole transport layer as the host material, and GD-1 is vacuum evaporated as the dopant material, the three are doped to form the light-emitting layer in a ratio of GH-1: GH-2: GD-1 = 46: 46: 8 (wt%) with a thickness of 30 nm; ET-1 and LiQ are vacuum evaporated on the light-emitting layer to form the electron transport layer in a ratio of ET-1: LiQ = 1: 1 (wt%) with a thickness of 55 nm; LiF is vacuum evaporated on the electron transport layer as the electron injection layer with an evaporation thickness of 1.0 nm; Al is vacuum evaporated on the electron injection layer as the cathode with a thickness of 110 nm.

[0458] Preparation of comparative organic electroluminescent devices 27-30

[0459] Compound 1-236 in the second hole transport layer of comparative example 26 was replaced by compound 1-490, compound 1-620, compound 1-1593, compound 1-1350 respectively, and other steps were the same, to obtain comparative organic electroluminescent devices 27-30.

[0460]

[0461]

[0462] The test results of the luminescent properties of the organic electroluminescent devices prepared by examples 42-78 and comparative examples 11-30 of the present application are shown in Table 2.

[0463] Table 2 Test data of the luminescent properties of the organic electroluminescent devices

[0464]

[0465]

[0466] Note: T97 refers to the time used for the device brightness to decay to 97% under the current density of 10 mA / cm 2 ; and

[0467] As can be seen from Table 2, compared with comparative devices 11-30, the organic electroluminescent devices using the structure of formula 1 as the second hole transport layer material and the structure of formula 2 as the hole blocking layer material have higher luminescent efficiency and longer service life.

[0468] It should be noted that the present application is particularly described with individual embodiments, but those skilled in the art can make various forms or details of improvements to the present application without departing from the principles of the present application, and these improvements also fall within the protection scope of the present application.

Claims

1. An organic electroluminescent device, comprising an anode, an organic layer, and a cathode, wherein the organic layer is located between the anode and the cathode, the organic layer includes a hole transport region, an emissive layer, and an electron transport region, the hole transport region being located between the anode and the emissive layer, and the electron transport region being located between the emissive layer and the cathode, characterized in that, The hole transport region contains the compound shown in Formula 1, and the electron transport region contains the compound shown in Formula 2. In Equation 1, the z that are the same or different are selected from CR1 or N; The R1s, whether identical or different, are selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings, or adjacent R1s bonded together to form a substituted or unsubstituted ring; The R a R b The same or different from one selected from substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcohols of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings, or adjacent R a R b Bonding forms substituted or unsubstituted rings, or the R a R b The corresponding carbon atom is the site where L3 is bonded; The Y is selected from one of O, S, and CR2R3; The same or different R2 and R3 are selected from one of the following: substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic ring, or adjacent R2 and R3 are bonded to form a substituted or unsubstituted ring, or the carbon atom corresponding to R2 and R3 is a bonding site with L2; The x that are the same or different are selected from CR4 or N; The R4s, whether identical or different, are selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings, or adjacent R4s bonded together to form a substituted or unsubstituted ring; The Ar1 is selected from one of the following: substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic ring fused cycloalcohol. The L1, L2, and L3 are the same or different and are selected from one or a combination thereof, including single bond, substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C2-C30 heteroarylene, substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings. In Equation 2, the same or different 'a' is selected from CR5 or N; The R5s, whether identical or different, are selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings, or adjacent R5s bonded together to form a substituted or unsubstituted ring; The R c R d The same or different from one selected from substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcohols of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings, or adjacent R c R d The bonding forms a ring structure as shown below, or the R c R d The corresponding carbon atom is the site where L7 is bonded; The R 20 The same or different from one of the following: hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic ring, or two adjacent R groups. 20 Bonding forms substituted or unsubstituted rings; The value of b1 is selected from 0, 1, 2, 3, or 4; the value of b2 is selected from 0, 1, 2, 3, 4, 5, or 6; the value of b3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; the value of b4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; the value of b5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12; the value of b6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, or 14; and the value of b7 is selected from 0, 1, or 2. The Ar5 and Ar6 groups, whether identical or different, are selected from one of the groups shown in Formula 2-a and Formula 2-b below. The Y1 that is the same or different is selected from one of O, S, and NR6; The R6 is the same as or different from one of the following: substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic fused cycloalcohol. The same or different v is selected from CR7 or N; The R7s, whether identical or different, are selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcohols of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings, or adjacent R7s bonded together to form a substituted or unsubstituted ring; The R f It is selected from one of the following: hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, and fused cycloalkanes of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings; The L5, L6, and L7 are the same or different from one or a combination thereof, selected from single bonds, substituted or unsubstituted C6-C30 arylene groups, substituted or unsubstituted C2-C30 heteroarylene groups, substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings, and fused cycloalkanes. The R0 is selected from one of the following: hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, and fused cycloalkanes of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings. The n1 is selected from 0, 1, 2 or 3.

2. The organic electroluminescent device according to claim 1, characterized in that, The Selected from one of the following groups, The R 11 The same or different from one of the following groups selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted: methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, stilbene, trimethylsilyl, triethylsilyl, triisopropylsilyl. Tri-tert-butylsilyl, triphenylsilyl, ethyl dimethylsilyl, tert-butyl dimethylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R 11 Bonding forms substituted or unsubstituted rings; The d1 is selected from 0, 1, 2, 3, or 4; the d2 is selected from 0, 1, 2, or 3; the d3 is selected from 0, 1, 2, 3, 4, 5, or 6; the d4 is selected from 0, 1, 2, 3, 4, or 5; the d5 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; the d6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; the d7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; the d8 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, or 14; and the d9 is selected from 0, 1, or 2.

3. The organic electroluminescent device according to claim 1, characterized in that, The Selected from one of the following groups, The R 12 The same or different from one of the following groups selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted: methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, stilbene, trimethylsilyl, triethylsilyl, triisopropylsilyl. Tri-tert-butylsilyl, triphenylsilyl, ethyl dimethylsilyl, tert-butyl dimethylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R 12 Bonding forms substituted or unsubstituted rings; The following values ​​are selected: e1 (0, 1, 2, 3, or 4); e2 (0, 1, 2, or 3); e3 (0, 1, 2, 3, 4, 5, or 6); e4 (0, 1, 2, 3, 4, or 5); e5 (0, 1, 2, 3, 4, 5, 6, or 7); e6 (0, 1, 2, 3, 4, 5, 6, 7, or 8); e7 (0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10); e8 (0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, or 14); and e9 (0, 1, or 2).

4. The organic electroluminescent device according to claim 1, characterized in that, The Ar1 is selected from one of the following groups. The u that is the same or different is selected from CR g Or N; The R g The same or different from one of the following: hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic ring, or two adjacent R groups. g Bonding forms substituted or unsubstituted rings; Q1 is selected from O, S, and CR. h R i NR j One of them; Q2 is selected from O, S, NR k One of them; Q3 is selected from CR m Or N; The R h R i The same or different from one selected from substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcohols of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings, or adjacent R h R i Bonding forms substituted or unsubstituted rings; The R j R k The same or different from one of the following: substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic fused cycloalcohol; The R m It is selected from one of the following: hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, and fused cycloalkanes of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings.

5. The organic electroluminescent device according to claim 1, characterized in that, The L1, L2, and L3, whether identical or different, are selected from single bonds or one of the following groups. The t that is the same or different is selected from CR t Or N; The R t The same or different from one of the following: hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic ring, or two adjacent R groups. t Bonding forms substituted or unsubstituted rings; T1 is selected from O, S, NR n One of them; the T2 is selected from CR p Or N; the T3 is selected from O, S, CR s R w NR q One of them; The R s R w The same or different from one selected from substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcohols of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings, or adjacent R s R w Bonding forms substituted or unsubstituted rings; The R n R q The same or different from one of the following: substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic fused cycloalcohol; The R p It is selected from one of the following: hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, and fused cycloalkanes of substituted or unsubstituted C3-C20 alicyclic and C6-C30 aromatic rings.

6. The organic electroluminescent device according to claim 1, characterized in that, The compound of Formula 1 is selected from one of the structures shown below.

7. The organic electroluminescent device according to claim 1, characterized in that, The Selected from one of the following groups, The R 13 The same or different from one of the following groups selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted: methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, stilbene, trimethylsilyl, triethylsilyl, triisopropylsilyl. Tri-tert-butylsilyl, triphenylsilyl, ethyl dimethylsilyl, tert-butyl dimethylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R 13 Bonding forms substituted or unsubstituted rings; The g1 is selected from 0, 1, 2, 3, or 4; the g2 is selected from 0, 1, 2, or 3; the g3 is selected from 0, 1, 2, 3, 4, 5, or 6; the g4 is selected from 0, 1, 2, 3, 4, or 5; the g5 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; the g6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8; the g7 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; the g8 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, or 14; and the g9 is selected from 0, 1, or 2.

8. The organic electroluminescent device according to claim 1, characterized in that, The Ar5 and Ar6 groups, whether identical or different, are selected from one of the following groups. The Y1 that is the same or different is selected from one of O, S, and NR6; The R6 group, whether identical or different, is selected from one of the following groups, substituted or unsubstituted: methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, triphenylsilyl, ethyl dimethylsilyl, tert-butyl dimethylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, pyridyl, pyrimidinyl, triazine, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl; The R 14 The same or different from one of the following groups selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted: methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, stilbene, trimethylsilyl, triethylsilyl, triisopropylsilyl. Tri-tert-butylsilyl, triphenylsilyl, ethyl dimethylsilyl, tert-butyl dimethylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R 14 Bonding forms substituted or unsubstituted rings; The R f The same or different from one of the following groups selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted: methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, triphenylene, trimethylsilyl, triethylsilyl, triisopropylmethyl Silyl, tri-tert-butylsilyl, triphenylsilyl, ethyl dimethylsilyl, tert-butyl dimethylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl; The m1 is selected from 0, 1, 2, or 3; the m2 is selected from 0, 1, or 2; the m3 is selected from 0 or 1; the m4 is selected from 0, 1, 2, 3, 4, or 5; the m5 is selected from 0, 1, 2, 3, 4, 5, 6, or 7; the m6 is selected from 0, 1, 2, 3, or 4; the m7 is selected from 0, 1, 2, 3, 4, 5, or 6; and the m8 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8.

9. The organic electroluminescent device according to claim 1, characterized in that, The L5, L6, and L7 groups, whether identical or different, are selected from single bonds or one of the following groups. The R 15 The same or different from one of the following groups selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted: methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, stilbene, trimethylsilyl, triethylsilyl, triisopropylsilyl. Tri-tert-butylsilyl, triphenylsilyl, ethyl dimethylsilyl, tert-butyl dimethylsilyl, benzocyclopropane, benzocyclobutane, benzocyclopentane, benzocyclohexane, benzocycloheptane, benzocyclopentenyl, benzocyclohexenyl, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, pyridyl, pyrimidinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, or two adjacent R 15 Bonding forms substituted or unsubstituted rings; c1 is selected from 0, 1, 2, 3 or 4; c2 is selected from 0, 1, 2, 3, 4, 5 or 6; c3 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; c4 is selected from 0, 1, 2 or 3; c5 is selected from 0, 1 or 2; c6 is selected from 0 or 1; c7 is selected from 0, 1, 2, 3, 4 or 5; c8 is selected from 0, 1, 2, 3, 4, 5, 6 or 7.

10. The organic electroluminescent device according to claim 1, characterized in that, The compound of formula 2 is selected from one of the structures shown below.

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