Organic light-emitting device

Abstract

The invention relates to the technical field of organic electroluminescence, in particular to an organic electroluminescence device. A hole transport region of the organic electroluminescent device provided by the invention comprises a first hole transport layer and a second hole transport layer, the refractive index n (HT1) of a compound contained in the first hole transport layer is between 1.70 and 2.20, the refractive index n (HT2) of a compound contained in the second hole transport layer is between 1.60 and 1.90, and the hole transport region comprises a compound shown in the formula 1, the compound has excellent hole transport performance, and the luminous efficiency and the service life of a device are improved; in addition, the hole transport region can further contain a compound shown in the formula 2, and the device effect can be further improved. The organic light-emitting device provided by the invention has good application effect and industrialization prospect, and can be applied to various fields such as display, illumination, business and medicine.

Description

Technical Field

[0001] The present invention relates to the technical field of organic electroluminescence, and particularly to an organic electroluminescent device. Background Art

[0002] Organic Light Emitting Diode (OLED) has currently become a research hotspot in the field of flat panel information display. OLED has the advantages of flatness, self-luminescence, rich colors, fast response, wide viewing angle, and easy realization of ultra-thin and light weight. It is considered a new technology most likely to replace liquid crystal displays and plasma displays in the future. Since 1987, the development of OLED devices has been rapid, and currently, it has entered the industrialization stage.

[0003] The basic structure of an OLED consists of an anode made of a thin and transparent indium tin oxide (ITO) with semiconductor properties and a metal cathode, and an organic layer between the electrodes or outside the electrodes, forming a sandwich-like structure. The entire structure includes organic semiconductor materials such as a Hole Transport Layer (HTL), an Emission layer (EML), an Electron Transport Layer (ETL), an Electron Injection Layer (EIL), a Hole Injection Layer (HIL), an Electron Blocking Layer (EBL), and a Hole Blocking Layer (HBL). They are concentrated on a substrate. When the device is turned on, under the drive of an applied voltage, holes and electrons are respectively injected into the organic materials from the positive and negative electrodes. The holes and electrons meet and recombine in the emission layer, releasing energy. The energy is transferred to the molecules of the organic light-emitting substance, causing it to transition from the ground state to the excited state. The excited state is very unstable. When returning from the excited state to the ground state, radiative transition occurs, resulting in a light-emitting phenomenon. Depending on its formulation, the three primary colors of red, green, and blue are produced, constituting the basic colors.

[0004] As an important part of the multilayer composite OLED structure, the hole transport material can more efficiently deliver the hole carriers generated at the positive electrode of the device to the light-emitting layer, effectively improve the imbalance of carrier transport, avoid energy waste, and enhance the light-emitting efficiency. For traditional hole transport materials, a lower HOMO value and triplet energy level will result in a decrease in the effective recombination of holes and electrons in the light-emitting layer, unable to provide satisfactory light-emitting efficiency, and a low glass transition temperature will reduce the service life of the device. At the same time, a hole transport material with a suitable refractive index can improve the light extraction efficiency inside the device and enhance the device performance. Therefore, how to design a class of hole transport materials with high hole carrier mobility, good stability, excellent film-forming properties, appropriate HOMO energy level, and appropriate refractive index, so as to obtain an organic electroluminescent device with high light-emitting efficiency and long service life is an issue to be solved. Summary of the Invention

[0005] To solve the problems of low light-emitting efficiency and short service life of organic electroluminescent devices in the prior art, the present invention provides an organic electroluminescent device, which has a high light-emitting efficiency and a long service life. Specifically, the technical solution of the present invention is as follows:

[0006] The present invention provides an organic electroluminescent device, including a cathode, an anode, and an organic layer located between the cathode and the anode. The organic layer includes 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 cathode and the light-emitting layer, the hole transport region includes a first hole transport layer and a second hole transport layer, and the refractive index n of the compound contained in the first hole transport layer 1 is between 1.70 and 2.20, and the refractive index n of the compound contained in the second hole transport layer 2 is between 1.60 and 1.90. The hole transport region contains the compound shown in Formula 1,

[0007]

[0008] wherein, the Ar 1 is selected from the group shown in Formula 1-1 or the group shown in Formula 1-2;

[0009] the R a , R b are independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl; or the adjacent Ra and R b are connected to each other to form a substituted or unsubstituted ring;

[0010] Said R 3 , R 4 are independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl; or the adjacent two Rs 3 are connected to each other to form a substituted or unsubstituted ring; the two Rs 4 are connected to each other to form a substituted or unsubstituted ring; c is independently selected from 0, 1, 2, 3 or 4; d is independently selected from 0, 1, 2, 3 or 4;

[0011] Said Y is selected from a single bond, an O atom, an S atom, C(R 7 R 8 ) or N(R 9 );

[0012] Said R 7 , R 8 are independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl; or the adjacent R 7 and R 8 are connected to each other to form a substituted or unsubstituted ring;

[0013] Said R 9 is selected from hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl;

[0014] Said Ar 2 is selected from substituted or unsubstituted C6-C30 aryl or the group shown in formula 1-3 or a combination thereof;

[0015] Said Ar 3 is selected from the group shown in formula 1-3;

[0016] X is selected from an O atom, an S atom or N(R d ));

[0017] z is independently selected from N or C(R 2 )); z at the bonding site is selected from C;

[0018] R 1 is the same as or different from and is selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl; a is selected from 0, 1 or 2;

[0019] R 2 is the same as or different from and is selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl; or two adjacent Rs 2 are connected to each other to form a substituted or unsubstituted ring;

[0020] R d is selected from hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl;

[0021] L 1 、L 2 、L 3 are independently selected from any one of a single bond, substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring arylene, substituted or unsubstituted C2-C30 heteroarylene.

[0022] Advantageous effects:

[0023] In the organic electroluminescent device of the present invention, the compound represented by Formula 1 has high hole-transporting ability, improves the transport balance of holes and electrons, increases the recombination probability of holes and electrons in the light-emitting layer, thereby obtaining an organic electroluminescent device with high luminous efficiency and long service life. When used together with the compound represented by Formula 2 in the hole-transporting region, due to their synergistic effect, the luminous efficiency and service life of the organic electroluminescent device are further improved. The organic electroluminescent device provided by the present invention has good application effects and industrialization prospects. Detailed Embodiments

[0024] The following are specific embodiments to further illustrate the present invention. It should be understood that these embodiments are only used to illustrate the present invention and not to limit the scope of the present invention. After reading the present invention, various equivalent modifications made by those skilled in the art to the present invention fall within the scope protected by this application.

[0025] In the compounds of the present invention, any atom not specified as a particular isotope contains any stable isotope of that atom and includes atoms in both their natural and non-natural isotope abundances. Taking hydrogen as an example, each hydrogen atom in all naturally occurring compounds contains approximately 0.0156 atom % deuterium.

[0026] In the present invention, the use of "H" and "hydrogen atom" means that the hydrogen atoms in the chemical structure contain no more deuterium atoms or tritium atoms than the natural abundance, for example, no more than 0.0156 atom % deuterium. "D" and "deuterium atom" mean that the abundance of deuterium content is above the natural abundance, for example, any value above 0.1 atom %, above 1 atom %, above 10 atom %, for example, about 95 atom % deuterium therein. "T" and "tritium atom" mean that the abundance of tritium content is above the natural abundance, for example, any value above 0.1 atom %, above 1 atom %, above 10 atom %, for example, about 95 % tritium therein. In the present invention, the omission of hydrogen not drawn represents "H" or "hydrogen atom".

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

[0028] In the "C1-C15 alkyl which is substituted or unsubstituted" described in the present invention, "C1-C15" refers to the number of carbon atoms in the unsubstituted "alkyl" and does not include the carbon atoms in the substituent. In the "C6-C30 aryl which is substituted or unsubstituted" described in the present invention, "C6-C30" refers to the number of carbon atoms in the unsubstituted "aryl" and does not include the carbon atoms in the substituent. And so on.

[0029] The alkyl group as described in the present invention refers to a monovalent group formed by removing one hydrogen atom from an alkane molecule. The number of carbon atoms in the alkyl group is C1-C15, preferably C1-C10. Examples of the alkyl group include, but are not limited to, the following groups: methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, etc.

[0030] The chain-like alkyl groups with more than three carbon atoms as described in the present invention include their isomers. For example, propyl includes n-propyl and isopropyl, and butyl includes n-butyl, sec-butyl, isobutyl, and tert-butyl. And so on.

[0031] The "substituted or unsubstituted silyl group" as described in the present invention refers to the group of —Si(R k ) 3 where each R k is the same or different and is selected from the following groups: hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkenyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C2-C60 heteroaryl, substituted or unsubstituted fused ring group of C3-C30 alicyclic ring and C6-C60 aromatic ring, substituted or unsubstituted fused ring group of C3-C30 alicyclic ring and C2-C60 heteroaromatic ring. Preferably, each R k is the same or different and is selected from the following groups: hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl. The number of carbon atoms in the alkyl group is preferably 1 to 20, more preferably 1 to 15, still more preferably 1 to 10, and most preferably 1 to 8. The number of carbon atoms in the cycloalkyl group is preferably 3 to 20, more preferably 3 to 15, still more preferably 3 to 10, and most preferably 3 to 7. The number of carbon atoms in the aryl group is preferably 6 to 20, more preferably 6 to 13, still more preferably 6 to 12, and most preferably 6 to 10. Preferably, each R k is the same or different and is selected from the following groups: hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted pentyl, substituted or unsubstituted hexyl, substituted or unsubstituted heptyl, substituted or unsubstituted octyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl. The "alkylsilyl" refers to at least one substituent R 3 of the silyl group (-SiH kis an alkyl group, and preferred alkylsilyl groups specifically include trimethylsilyl, triethylsilyl, triisopropylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, and propyldimethylsilyl, but are not limited thereto; the “arylsilyl group” is a silyl group (-SiH 3 ) has at least one substituent R k is an aryl group, and preferred arylsilyl groups specifically include triphenylsilyl, diphenylmethylsilyl, phenyldimethylsilyl, and the like, but are not limited thereto.

[0032] The aryl group described in the present invention refers to a monovalent group formed by removing a hydrogen atom from the aromatic carbon nucleus of an aromatic hydrocarbon molecule. The aryl group includes a monocyclic aryl group, a polycyclic aryl group, and a condensed ring aryl group. The number of carbon atoms of the aryl group is C6 to C30, preferably C6 to C20, further preferably C6 to C15, and further preferably C6 to C12. Examples of the aryl group include, but are not limited to, the following groups, phenyl, biphenyl, terphenyl, quaterphenyl, pentaphenyl, naphthyl, indenyl, dihydroindenyl, dihydronaphthyl, tetrahydronaphthyl, phenanthryl, triphenylene, anthracenyl, pyrenyl, fluorenyl, spirobifluorenyl, spiroanthracenyl, benzofluorenyl, benzospirobifluorenyl, etc.

[0033] The alicyclic group described in the present invention refers to an aliphatic hydrocarbon having 3 to 12 carbon atoms, which may be completely unsaturated or partially unsaturated. For example, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentene, cyclohexene, cycloheptene, etc., but not limited thereto. Multiple monocyclic hydrocarbons can also be connected in a variety of ways: two rings in a molecule can share a carbon atom to form a spirocycle; two carbon atoms on the ring can be connected by a carbon bridge to form a bridged ring; several rings can also be connected to each other to form a cage structure, such as adamantane, norbornane, camphane, etc., but not limited thereto.

[0034] The fused ring group of an alicyclic ring and an aromatic ring of the present invention refers to a general term for a monovalent group after an alicyclic ring and an aromatic ring are fused together and a hydrogen atom is removed. Examples of the fused ring group of an alicyclic ring and an aromatic ring may include dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, benzocyclopropane, benzocyclobutane, benzocyclobutenyl, benzocycloheptane, benzocycloheptenyl, etc., but are not limited thereto. The carbon number of the alicyclic ring is C3 to C15, preferably C3 to C10. The carbon number of the aromatic ring is C6 to C30, preferably C6 to C18, and more preferably C6 to C12.

[0035] The heteroaryl group as described in the present invention refers to a monovalent group in which at least one aryl nuclear carbon atom in the aryl group is replaced by a heteroatom. The number of carbon atoms in the heteroaryl group is C2 - C30, preferably C2 - C15, and more preferably C2 - C10. The heteroatoms include, but are not limited to, the following atoms: O, S, N, Si, B, P, etc. The heteroaryl group includes monocyclic heteroaryl groups and fused-ring heteroaryl groups. Examples of the heteroaryl group include, but are not limited to, the following groups: pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, furyl, benzofuryl, dibenzofuryl, benzo[1,2-b:4,5-b']difuryl, thienyl, benzothienyl, dibenzothienyl, benzo[1,2-b:4,5-b']dithienyl, carbazolyl, etc.

[0036] The arylene group as described in the present invention refers to a divalent group formed by removing two hydrogen atoms from the aryl nuclear carbon in an aromatic hydrocarbon molecule. The number of carbon atoms in the arylene group is C6 - C30, preferably C6 - C20, and more preferably C6 - C10. The arylene group includes monocyclic arylene groups, polycyclic arylene groups, fused-ring arylene groups or combinations thereof. Examples of the arylene group include, but are not limited to, the following groups: phenylene, biphenylene, terphenylenyl, naphthylene, anthrylene, phenanthrylene, triphenylene, perylenyl, pyrenyl, indenyl, fluorenyl, benzofluorenyl, dibenzofluorenyl, spirobifluorenyl, benzospirobifluorenyl, etc.

[0037] The sub-fused ring group of the alicyclic and aromatic rings as described in the present invention refers to the general term for the divalent group formed by removing two hydrogen atoms after the alicyclic ring and the aromatic ring are fused together. Examples of the sub-fused ring of the alicyclic and aromatic rings may include, but are not limited to, indanyl, indenyl, tetrahydronaphthalenyl, dihydronaphthalenyl, benzocyclopropyl, benzocyclobutyl, benzocyclobutenyl, naphthocyclopentyl, etc. The number of carbon atoms in the alicyclic ring is C3 - C15, preferably C3 - C10. The number of carbon atoms in the aromatic ring is C6 - C30, preferably C6 - C18.

[0038] The heteroarylene group as described in the present invention refers to a divalent group in which at least one carbon atom in the arylene group is replaced by a heteroatom. The number of carbon atoms in the heteroarylene group is C2 - C30, preferably C2 - C20, and more preferably C2 - C10. The heteroatoms include, but are not limited to, the following atoms: O, S, N, Si, B, P, etc. The heteroarylene group includes monocyclic heteroarylene groups, polycyclic heteroarylene groups, fused-ring heteroarylene groups or combinations thereof. Examples of the heteroarylene group include, but are not limited to, the following groups: pyridylene, pyrimidylene, quinolinylene, isoquinolinylene, furylene, benzofurylene, dibenzofurylene, benzo[1,2-b:4,5-b']difurylene, thienylene, benzothienylene, dibenzothienylene, benzo[1,2-b:4,5-b']dithienylene, etc.

[0039] "Substituted or unsubstituted" as used in the present invention means not being substituted or being substituted by one or more substituents selected from the group consisting of: a deuterium atom, a halogen atom, an amino group, a cyano group, a nitro group, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C3-C30 cycloalkenyl group, a substituted or unsubstituted C3-C30 heterocycloalkyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C2-C60 heteroaryl group, a substituted or unsubstituted silyl group, preferably a deuterium atom, a halogen atom, a cyano group, a nitro group, a C1-C12 alkyl group, a C3-C12 cycloalkyl group, a C3-C12 cycloalkenyl group, a C3-C12 heterocycloalkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, a substituted or unsubstituted silyl group; when being substituted by a plurality of substituents, the plurality of substituents may be the same or different; preferably, it means not being substituted or being substituted by one or more substituents selected from the group consisting of: a deuterium atom, a fluorine atom, a cyano group, a methyl group, a trifluoromethyl group, a deuterated methyl group, an ethyl group, a deuterated ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a deuterated tert-butyl group, a cyclopropyl group, a methyl-substituted cyclopropyl group, an ethyl-substituted cyclopropyl group, a deuterated cyclopropyl group, a cyclobutyl group, a methyl-substituted cyclobutyl group, an ethyl-substituted cyclobutyl group, a deuterated cyclobutyl group, a cyclopentyl group, a methyl-substituted cyclopentyl group, an ethyl-substituted cyclopentyl group, a deuterated cyclopentyl group, a cyclohexyl group, a methyl-substituted cyclohexyl group, an ethyl-substituted cyclohexyl group, a n-propyl-substituted cyclohexyl group, a n-butyl-substituted cyclohexyl group, a cyclohexane-substituted cyclohexyl group, a deuterated cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a methyl-substituted cyclopentenyl group, an ethyl-substituted cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, an adamantyl group, a methyl-substituted adamantyl group, an ethyl-substituted adamantyl group, a deuterated adamantyl group, a norbornyl group, a methyl-substituted norbornyl group, an ethyl-substituted norbornyl group, a deuterated norbornyl group, a pyrrolidinyl group, a piperidinyl group, a morpholinyl group, a thiomorpholinyl group, a methyl-substituted piperazinyl group, an ethyl-substituted piperazinyl group, a phenyl-substituted piperazinyl group, a naphthyl-substituted piperazinyl group, a phenyl group, a deuterated phenyl group, a naphthyl group, a deuterated naphthyl group, an anthryl group, a deuterated anthryl group, a phenanthryl group, a deuterated phenanthryl group, a triphenylenyl group, a pyrenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a spirobifluorenyl group, a spiro-cyclopentyl-fluorenyl group, a spiro-cyclohexyl-fluorenyl group, a spiro-adamantyl-fluorenyl group, a spiro-cyclopentenyl-fluorenyl group, a spiro-cyclohexenyl-fluorenyl group, an N-phenylcarbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a trimethylsilyl group, a triphenylsilyl group; when being substituted by a plurality of substituents, the plurality of substituents may be the same or different.

[0040] In this specification, when a substituent or a bonding site is on a bond passing through two or more rings, it means that it can be connected to any of the two or more rings, specifically, it can be connected to any of the corresponding optional sites of the ring. For example, may represent may represent and so on.

[0041] In this specification, when the position of a substituent on a ring is not fixed, it means that it can be connected to any of the corresponding optional sites of the ring.

[0042] For example, may represent may represent may represent and so on.

[0043] In the present invention, "two adjacent groups are connected to each other to form a substituted or unsubstituted ring" means that the adjacent groups are combined with each other 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 monocyclic or polycyclic groups. In addition, the ring formed by the combination of adjacent groups can be connected to another ring to form a spiro structure. As shown in the following examples:

[0044]

[0045] In the present invention, the ring formed by connection can be an aromatic ring system, an aliphatic ring system or a ring system formed by the fusion of the two. The ring formed by connection can be a three-membered ring, a four-membered ring, a five-membered ring, a six-membered ring, a spiro ring or a fused ring, such as benzene, naphthalene, indene, cyclopentene, cyclopentane, cyclopentane-fused benzene, cyclohexene, cyclohexane, cyclohexane-fused benzene, pyridine, quinoline, isoquinoline, benzofuran, benzothiophene, dibenzofuran, dibenzothiophene, phenanthrene or pyrene, but not limited thereto.

[0046] The present invention provides an organic electroluminescent device, including a cathode, an anode, and an organic layer located between the cathode and the anode. The organic layer includes 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 cathode and the light-emitting layer. The hole transport region includes a first hole transport layer and a second hole transport layer. The refractive index n of the compound contained in the first hole transport layer 1 is between 1.70 and 2.20, and the refractive index n of the compound contained in the second hole transport layer 2Between 1.60 and 1.90, the hole transport region contains a compound represented by Formula 1,

[0047]

[0048] wherein the Ar 1 is selected from the group represented by Formula 1-1 or the group represented by Formula 1-2;

[0049] the R a and R b are independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl; or the adjacent R a and R b are connected to each other to form a substituted or unsubstituted ring;

[0050] the R 3 and R 4 are independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl; or the adjacent two R 3 and two R 4 are connected to each other to form a substituted or unsubstituted ring; c is independently selected from 0, 1, 2, 3 or 4; d is independently selected from 0, 1, 2, 3 or 4;

[0051] the Y is selected from a single bond, an O atom, an S atom, C(R 7 R 8 ) or N(R 9 );

[0052] the R 7 and R 8 are independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl; or the adjacent R 7 and R 8are connected to each other to form a substituted or unsubstituted ring;

[0053] The R 9 is selected from any one of hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl;

[0054] The Ar 2 is selected from substituted or unsubstituted C6-C30 aryl or the group shown in Formula 1-3 or a combination thereof;

[0055] The Ar 3 is selected from the group shown in Formula 1-3;

[0056] The X is selected from an O atom, an S atom or N(R d );

[0057] The z is independently selected from N or C(R 2 ); the z at the bonding site is selected from C;

[0058] The R 1 are the same or different and are each independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl; the a is selected from 0, 1 or 2;

[0059] The R 2 are the same or different and are each independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl; or two adjacent Rs 2 are connected to each other to form a substituted or unsubstituted ring;

[0060] The R dAny one selected from hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl;

[0061] Said L 1 , L 2 , L 3 Independently selected from any one of a single bond, substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused arylene group, substituted or unsubstituted C2-C30 heteroarylene.

[0062] Preferably, the refractive index of the compound is measured at a wavelength of 460 nm.

[0063] Preferably, the refractive index n of the compound contained in the first hole transport layer 1 Is between 1.70 and 2.10, more preferably, the refractive index n of the compound contained in the first hole transport layer 1 Is 1.70, 1.75, 1.80, 1.85, 1.90, 1.95, 2.00, 2.05, 2.10, still more preferably, it is between 1.70 and 1.90.

[0064] Preferably, the refractive index n of the compound contained in the second hole transport layer 2 Is between 1.65 and 1.85, more preferably, the refractive index n of the compound contained in the second hole transport layer 2 Is 1.65, 1.70, 1.75, 1.80, 1.85, still more preferably, it is between 1.70 and 1.85.

[0065] Preferably, the refractive index n of the compound contained in the first hole transport layer 1 Is not less than the refractive index n of the compound contained in the second hole transport layer 2 .

[0066] Preferably, n1 - n2 = 0 to 0.25, more preferably, n1 - n2 = 0, 0.01, 0.02, 0.03, 0.04, 0.05, 0.06, 0.08, 0.10, 0.15, 0.20, 0.25, still more preferably, it is 0 to 0.20, or 0 to 0.15, or 0 to 0.10, or 0 to 0.05.

[0067] Preferably, said Ar 1 Is selected from any one of the following groups:

[0068]

[0069] The said R a and R b are independently selected from hydrogen, deuterium, cyano, halogen, nitro, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl, etc., and in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other;

[0070] The said ring A is selected from substituted or unsubstituted C3-C15 alicyclic groups;

[0071] The said R 3 and R 4 and R 5 and R 6 are independently selected from hydrogen, deuterium, cyano, halogen, nitro, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl, etc., and in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other; or the two adjacent Rs 3 between, two Rs 4 between, two Rs 5 between, two Rs 6are connected to each other to form a substituted or unsubstituted ring; c independently selected from 0, 1, 2, 3 or 4; d independently selected from 0, 1, 2, 3 or 4; e independently selected from 0, 1, 2, 3 or 4; f independently selected from 0, 1, 2, 3 or 4;

[0072] Y is selected from an O atom, an S atom, C(R 7 R 8 )) or N(R 9 ));

[0073] Y 3 is selected from an O atom, an S atom, C(R 44 R 45 )) or N(R 46 ));

[0074] R 7 , R 8 , R 44 , R 45 are independently selected from hydrogen, deuterium, cyano, halogen, nitro, the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, silyl, any one or more of them, and in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other; or the adjacent R 7 and R 8 are connected to each other to form a substituted or unsubstituted ring; or the adjacent R 44 and R 45 are connected to each other to form a substituted or unsubstituted ring;

[0075] R 9 , R 46Independently selected from hydrogen, deuterium, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, silyl, and any one of them. When substituted by multiple substituents, the multiple substituents may be the same or different from each other.

[0076] Preferably, the Ar 1 is selected from any one of the following groups:

[0077]

[0078]

[0079]

[0080] The R 3 , R 4 , R 5 , R 6 are independently selected from hydrogen, deuterium, cyano, halogen, nitro, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl, and any one or more of them. When substituted by multiple substituents, the multiple substituents may be the same or different from each other; or the two adjacent Rs 3 between, two Rs 4 between, two Rs 5 between, two Rs 6are connected to each other to form a substituted or unsubstituted ring; wherein the substituents in "substituted or unsubstituted" are selected from one or more of deuterium, cyano, fluoro, trifluoromethyl, trimethylsilyl, triethylsilyl, triphenylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, deuterated methyl, deuterated tert-butyl, deuterated isopropyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, deuterated phenyl, deuterated biphenyl, deuterated naphthyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, quinoxalinyl;

[0081] Said R 7 , R 8 , R 44 , R 45 are independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted of the following groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, silyl, any one or more thereof, and in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other; or the adjacent R 7 and R 8 are connected to each other to form a substituted or unsubstituted ring; or the adjacent R 44 and R 45 are connected to each other to form a substituted or unsubstituted ring; wherein the substituents in "substituted or unsubstituted" are selected from one or more of deuterium, cyano, fluoro, trifluoromethyl, trimethylsilyl, triethylsilyl, triphenylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, deuterated methyl, deuterated tert-butyl, deuterated isopropyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, deuterated phenyl, deuterated biphenyl, deuterated naphthyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, quinoxalinyl;

[0082] Said R 9 , R 46Independently selected from hydrogen, deuterium, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, silyl, and any one of them; when being substituted by multiple substituents, the multiple substituents are the same or different from each other; wherein the substituents in "substituted or unsubstituted" are selected from deuterium, cyano, fluorine, trifluoromethyl, trimethylsilyl, triethylsilyl, triphenylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, deuterated methyl, deuterated tert-butyl, deuterated isopropyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, deuterated phenyl, deuterated biphenyl, deuterated naphthyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, quinoxalinyl, and one or more of them;

[0083] Said R c Selected from hydrogen, deuterium, cyano, halogen, nitro, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, silyl, and any one or more of them; when being substituted by multiple substituents, the multiple substituents are the same or different from each other;

[0084] Said c is independently selected from 0, 1, 2, 3, or 4; said d is independently selected from 0, 1, 2, 3, or 4; said e is independently selected from 0, 1, 2, 3, or 4; said f is independently selected from 0, 1, 2, 3, or 4; said e 1 Independently selected from 0, 1, 2, 3, 4, or 5; said e 2 Independently selected from 0, 1, 2, 3, 4, 5, 6, or 7; said e 3 Independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; said e 4 Independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11; said e5 independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15; the e 6 independently selected from 0, 1, 2 or 3; the e 7 independently selected from 0, 1, 2, 3, 4, 5 or 6; the e 8 independently selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the e 9 independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the e 10 independently selected from 0, 1 or 2; the e 11 independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14; the f 1 independently selected from 0, 1, 2, 3, 4 or 5; the f 2 independently selected from 0, 1, 2, 3, 4, 5, 6 or 7; the f 3 independently selected from 0, 1, 2 or 3; the f 4 independently selected from 0, 1, 2, 3, 4, 5 or 6; the f 5 independently selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the f 6 independently selected from 0, 1 or 2; the f 7 independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10.

[0085] Preferably, the Ar 2 is selected from any one of the groups shown below or the groups shown in Formula 1-3 or a combination thereof:

[0086]

[0087] The R 10 are the same or different and are independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl; or two adjacent Rs 10 are connected to each other to form a substituted or unsubstituted ring; the g 1 is independently selected from 0, 1, 2, 3, 4 or 5; the g 2 is independently selected from 0, 1, 2, 3, 4, 5, 6 or 7; the g 3 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; the g 4independently selected from 0, 1, 2, 3 or 4; said g 5 independently selected from 0, 1 or 2; said g 6 independently selected from 0, 1, 2 or 3;

[0088] said ring B is selected from substituted or unsubstituted C3-C15 cycloaliphatic groups;

[0089] said ring D is selected from substituted or unsubstituted C3-C15 cycloaliphatic groups;

[0090] said X 1 is selected from an O atom, an S atom, C(R 11 R 12 ) or N(R 13 );

[0091] said R 11 , R 12 are independently selected from any one of hydrogen, deuterium, cyano group, halogen, nitro group, substituted or unsubstituted C1-C15 alkyl group, substituted or unsubstituted C3-C15 cycloaliphatic group, substituted or unsubstituted silyl group, substituted or unsubstituted C6-C30 aryl group, substituted or unsubstituted fused ring group of C3-C15 cycloaliphatic ring and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl group;

[0092] said R 13 is selected from any one of hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl group, substituted or unsubstituted C3-C15 cycloaliphatic group, substituted or unsubstituted silyl group, substituted or unsubstituted C6-C30 aryl group, substituted or unsubstituted fused ring group of C3-C15 cycloaliphatic ring and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl group.

[0093] More preferably, said Ar 2 is selected from any one of the groups shown below or the groups shown in Formula 1-3 or a combination thereof:

[0094]

[0095]

[0096]

[0097] said R 10independently selected from one or more of the following, which may be the same or different: hydrogen, deuterium, cyano, halogen, nitro, a substituted or unsubstituted group selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl; when there are multiple substituents, the multiple substituents may be the same or different; or two adjacent R 10 are connected to each other to form a substituted or unsubstituted ring;

[0098] said R 40 independently selected from one or more of the following, which may be the same or different: hydrogen, deuterium, cyano, halogen, nitro, a substituted or unsubstituted group selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl; when there are multiple substituents, the multiple substituents may be the same or different;

[0099] said R 11 and R 12Independently selected from hydrogen, deuterium, cyano, halogen, nitro, a substituted or unsubstituted group selected from the following: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, silyl, or any one or more thereof; when multiple substituents are present, the multiple substituents may be the same or different; or the adjacent R 11 and R 12 are connected to each other to form a substituted or unsubstituted ring;

[0100] The R 13 is selected from hydrogen, deuterium, a substituted or unsubstituted group selected from the following: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, silyl, or any one thereof; when multiple substituents are present, the multiple substituents may be the same or different;

[0101] The g 1 is independently selected from 0, 1, 2, 3, 4, or 5; the g 2 is independently selected from 0, 1, 2, 3, 4, 5, 6, or 7; the g 3 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; the g 4 is independently selected from 0, 1, 2, 3, or 4; the g 5 is independently selected from 0, 1, or 2; the g 6 is independently selected from 0, 1, 2, or 3; the g 7 is independently selected from 0, 1, 2, 3, 4, 5, or 6; the g 8 is independently selected from 0, 1, 2, 3, 4, 5, 6, or 7; the g 9 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; the g 10independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12; said g 11 independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14.

[0102] Preferably, the formula 1-3 is selected from any one of the groups shown below:

[0103]

[0104]

[0105] Said X is selected from an O atom, an S atom or N(R d );

[0106] Said R 1 are the same or different and are independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted groups of the following: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl, any one or more of them, and when being substituted by a plurality of substituents, the plurality of substituents are the same or different; said a is independently selected from 1 or 2;

[0107] Said R 2 are the same or different and are independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted groups of the following: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl, any one or more of them, and when being substituted by a plurality of substituents, the plurality of substituents are the same or different; or the two adjacent R 2are connected to each other to form a substituted or unsubstituted ring; b is independently selected from 0, 1, 2, 3 or 4; the b 1 is independently selected from 0, 1, 2, 3, 4 or 5; the b 2 is independently selected from 0, 1 or 2; the b 3 is independently selected from 0, 1, 2, 3, 4, 5 or 6; the b 4 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the b 5 is independently selected from 0, 1, 2, 3, 4 or 5; the b 6 is independently selected from 0, 1, 2, 3, 4, 5, 6 or 7;

[0108] the R d is selected from hydrogen, deuterium, the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl, and any one of them. When being substituted by multiple substituents, the multiple substituents are the same or different from each other.

[0109] Preferably, the L 1 and L 2 and L 3 are independently selected from any one of a single bond or the following groups or a combination thereof:

[0110]

[0111] v is the same or different and is selected from a CH or N atom; v at the bonding site is selected from C;

[0112] n is selected from 1, 2, 3, 4 or 5;

[0113] the R 14 is the same or different and is selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 alicyclic group, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl;

[0114] The cyclic group E is selected from substituted or unsubstituted C3-C15 cycloalkyl groups;

[0115] Said Y 1 is independently selected from an O atom, an S atom, C(R 15 R 16 ), or N(R 24 );

[0116] Said Y 2 is independently selected from an O atom, an S atom or N(R 17 );

[0117] Said R 15 , R 16 are independently selected from any one of hydrogen, deuterium, cyano group, halogen, nitro group, substituted or unsubstituted C1-C12 alkyl groups, substituted or unsubstituted silyl groups, substituted or unsubstituted C3-C12 cycloalkyl groups, substituted or unsubstituted C6-C18 aryl groups, and substituted or unsubstituted C2-C18 heteroaryl groups; or said R 15 and R 16 are connected to each other to form a substituted or unsubstituted ring;

[0118] Said R 17 , R 24 are independently selected from any one of hydrogen, deuterium, substituted or unsubstituted C1-C12 alkyl groups, substituted or unsubstituted silyl groups, substituted or unsubstituted C3-C12 cycloalkyl groups, substituted or unsubstituted C6-C30 aryl groups, and substituted or unsubstituted C2-C30 heteroaryl groups;

[0119] Said h 1 is independently selected from 0, 1, 2, 3 or 4; said h 2 is independently selected from 0, 1, 2 or 3; said h 3 is independently selected from 0, 1 or 2.

[0120] More preferably, said L 1 , L 2 , L 3 are independently selected from any one of a single bond or the following groups or a combination thereof:

[0121]

[0122]

[0123] Said R 14independently selected from the group consisting of hydrogen, deuterium, halogen, cyano, nitro, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylenyl, indenyl, tetrahydronaphthyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, silyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, or a combination thereof; or two adjacent R 14 are connected to each other to form a substituted or unsubstituted ring;

[0124] said R 23 and R 15 and R 16 are independently selected from the group consisting of hydrogen, deuterium, halogen, cyano, nitro, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylenyl, indenyl, tetrahydronaphthyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, silyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, or a combination thereof; or R 15 and R 16 are connected to each other to form a substituted or unsubstituted ring;

[0125] said R 17 and R 24 are independently selected from the group consisting of hydrogen, deuterium, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylenyl, indenyl, tetrahydronaphthyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, silyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, benzofuranyl, benzothiophenyl, indolyl, dibenzofuranyl, dibenzothiophenyl, benzoxazolyl, benzothiazolyl, benzimidazolyl;

[0126] said h 1 is selected from 0, 1, 2, 3, or 4; said h 2 is selected from 0, 1, or 2; said h 3 is selected from 0 or 1; said h 4 is selected from 0, 1, 2, 3, 4, 5, or 6; said h 5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8.

[0127] More preferably, the L 1 and L 2 and L 3 are independently selected from any one of a single bond or the following groups or combinations thereof:

[0128]

[0129]

[0130] Most preferably, the formula 1 is selected from any one of the following compounds:

[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] The above lists some specific chemical structures of the compounds of the structural formula 1 of the present invention. However, the present invention is not limited to these listed chemical structures. All those based on the compounds of the structural formula 1 with substituents being the groups defined above should be included.

[0162] Preferably, the hole transport region contains a compound represented by Formula 2,

[0163]

[0164] wherein the Ar 4 is selected from the group represented by Formula 2-1 or the group represented by Formula 2-2;

[0165] the R m and R n are independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloaliphatic and C6-C30 aromatic fused ring group, substituted or unsubstituted C2-C30 heteroaryl; or the adjacent R m and R n are connected to each other to form a substituted or unsubstituted ring;

[0166] the R 21 and R 22Any one independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; or the two adjacent R 21 Between the two R 22 are connected to each other to form a substituted or unsubstituted ring; said p is independently selected from 0, 1, 2, 3 or 4; said q is independently selected from 0, 1, 2, 3 or 4;

[0167] The W is selected from a single bond, an O atom, a S atom, a C(R 27 R 28 ) or N(R 29 );

[0168] The R 27 , R 28 independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; or the adjacent R 27 and R 28 are connected to each other to form a substituted or unsubstituted ring;

[0169] The R 29 Any one selected from hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic group, substituted or unsubstituted silyl group, substituted or unsubstituted C6-C30 aryl group, fused ring group of substituted or unsubstituted C3-C15 alicyclic ring and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl group;

[0170] The Ar 5 is selected from the group shown in Formula 2-3; the Ar 6 A group selected from the group shown in Formula 2-4;

[0171] The T 1 is selected from an O atom or a S atom;

[0172] The u is independently selected from N or C(R 18 ); u at the bonding site is selected from C;

[0173] The R 18independently selected from the group consisting of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloalkyl and C6-C30 aryl fused ring group, substituted or unsubstituted C2-C30 heteroaryl; or two adjacent R 18 are connected to each other to form a substituted or unsubstituted ring;

[0174] said T 2 is selected from an O atom, an S atom or N(R 19 );

[0175] said t is independently selected from N or C(R 20 ); the t at the bonding site is selected from C;

[0176] said R 19 is selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloalkyl and C6-C30 aryl fused ring group, substituted or unsubstituted C2-C30 heteroaryl;

[0177] said R 20 independently selected from the group consisting of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloalkyl and C6-C30 aryl fused ring group, substituted or unsubstituted C2-C30 heteroaryl; or two adjacent R 20 are connected to each other to form a substituted or unsubstituted ring;

[0178] said R 30 independently selected from the group consisting of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloalkyl and C6-C30 aryl fused ring group, substituted or unsubstituted C2-C30 heteroaryl; said j is selected from 0, 1 or 2;

[0179] said L 4 、L 5 、L 6Independently selected from any one of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring sub-fused ring group, and a substituted or unsubstituted C2-C30 heteroarylene group.

[0180] Preferably, the Ar 4 is selected from any one of the following groups:

[0181]

[0182] The R m and R n are independently selected from hydrogen, deuterium, cyano group, halogen, nitro group, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl, and any one or more of them. When being substituted by multiple substituents, the multiple substituents are the same or different from each other;

[0183] The ring F is selected from a substituted or unsubstituted C3-C15 alicyclic group;

[0184] The R 21 and R 22 and R 25 and R 26Independently selected from hydrogen, deuterium, cyano, halogen, nitro, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl, any one or more thereof; when substituted by multiple substituents, the multiple substituents are the same or different from each other; or the two adjacent Rs 21 between, two Rs 22 between, two Rs 25 between, two Rs 26 between are connected to each other to form a substituted or unsubstituted ring; p is independently selected from 0, 1, 2, 3, or 4; q is independently selected from 0, 1, 2, 3, or 4; r is independently selected from 0, 1, 2, 3, or 4; s is independently selected from 0, 1, 2, 3, or 4;

[0185] W is selected from an O atom, an S atom, C(R 27 R 28 ) or N(R 29 );

[0186] W 1 is selected from an O atom, an S atom, C(R 41 R 42 ) or N(R 43 );

[0187] R 27 , R 28 , R 41 , R 42Independently selected from hydrogen, deuterium, cyano, halogen, nitro, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, silyl, any one or more thereof, and in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other; or the adjacent R 27 and R 28 are connected to each other to form a substituted or unsubstituted ring; or the adjacent R 41 and R 42 are connected to each other to form a substituted or unsubstituted ring;

[0188] The R 29 and R 43 are independently selected from hydrogen, deuterium, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, silyl, any one thereof, and in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other.

[0189] Preferably, the Ar 4 is selected from any one of the groups shown as follows:

[0190]

[0191]

[0192]

[0193] The R 21 and R 22 and R 25 and R 26Independently selected from hydrogen, deuterium, cyano, halogen, nitro, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl, any one or more thereof, and in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other; or the two adjacent Rs 21 between, two Rs 22 between, two Rs 25 between, two Rs 26 between are connected to each other to form a substituted or unsubstituted ring; wherein the substituents in "substituted or unsubstituted" are selected from deuterium, cyano, fluorine, trifluoromethyl, trimethylsilyl, triethylsilyl, triphenylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, deuterated methyl, deuterated tert-butyl, deuterated isopropyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, deuterated phenyl, deuterated biphenyl, deuterated naphthyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, quinoxalinyl, one or more thereof;

[0194] said Rs 27 、R 28 、R 41 、R 42 are independently selected from hydrogen, deuterium, cyano, halogen, nitro, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, silyl, any one or more thereof, and in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other; or the adjacent Rs 27 and R 28are connected to each other to form a substituted or unsubstituted ring; or the adjacent R 41 and R 42 are connected to each other to form a substituted or unsubstituted ring; wherein the substituents in "substituted or unsubstituted" are selected from one or more of deuterium, cyano, fluorine, trifluoromethyl, trimethylsilyl, triethylsilyl, triphenylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, deuterated methyl, deuterated tert-butyl, deuterated isopropyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, deuterated phenyl, deuterated biphenyl, deuterated naphthyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, quinoxalinyl;

[0195] The R 29 and R 43 independently selected from hydrogen, deuterium, the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, silyl, any one or more of them, and in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other; wherein the substituents in "substituted or unsubstituted" are selected from one or more of deuterium, cyano, fluorine, trifluoromethyl, trimethylsilyl, triethylsilyl, triphenylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, deuterated methyl, deuterated tert-butyl, deuterated isopropyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, deuterated phenyl, deuterated biphenyl, deuterated naphthyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, quinoxalinyl;

[0196] The p independently selected from 0, 1, 2, 3 or 4; the q independently selected from 0, 1, 2, 3 or 4; the r independently selected from 0, 1, 2, 3 or 4; the s independently selected from 0, 1, 2, 3 or 4; the r 1 independently selected from 0, 1, 2, 3, 4 or 5; the r 2 independently selected from 0, 1, 2, 3, 4, 5, 6 or 7; the r 3 independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; the r 4independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11; said r 5 independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15; said r 6 independently selected from 0, 1, 2 or 3; said r 7 independently selected from 0, 1, 2, 3, 4, 5 or 6; said r 8 independently selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said r 9 independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; said r 10 independently selected from 0, 1 or 2; said r 11 independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14; said s 1 independently selected from 0, 1, 2, 3, 4 or 5; said s 2 independently selected from 0, 1, 2, 3, 4, 5, 6 or 7; said s 3 independently selected from 0, 1, 2 or 3; said s 4 independently selected from 0, 1, 2, 3, 4, 5 or 6; said s 5 independently selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said s 6 independently selected from 0, 1 or 2; said s 7 independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10.

[0197] Preferably, said Ar 5 is selected from any one of the following groups:

[0198]

[0199]

[0200] Said R 18independently selected from the same or different groups consisting of hydrogen, deuterium, cyano, halogen, nitro, and substituted or unsubstituted groups selected from the following: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, and any one or more thereof; when multiple substituents are present, the multiple substituents are the same or different from each other; or the two adjacent Rs 18 are connected to each other to form a substituted or unsubstituted ring; k is selected from 0, 1, 2, 3, or 4; the k 1 is selected from 0, 1, 2, or 3; the k 2 is selected from 0, 1, or 2; the k 3 is selected from 0, 1, 2, 3, 4, 5, or 6.

[0201] Preferably, the Ar 6 is selected from any one of the following groups:

[0202]

[0203]

[0204] The T 2 is selected from an O atom, an S atom, or N(R 19 );

[0205] The R 30identically or differently selected from any one or more of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted groups as follows: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl; when being substituted by multiple substituents, the multiple substituents are identical or different from each other; said j is independently selected from 1 or 2;

[0206] said R 20 identically or differently selected from any one or more of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted groups as follows: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl; or two adjacent Rs 20 are connected to each other to form a substituted or unsubstituted ring; said i is independently selected from 0, 1, 2, 3 or 4; said i 1 is independently selected from 0, 1, 2, 3, 4 or 5; said i 2 is independently selected from 0, 1 or 2; said i 3 is independently selected from 0, 1, 2, 3, 4, 5 or 6; said i 4 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said i 5 is independently selected from 0, 1, 2, 3, 4 or 5; said i 6 is independently selected from 0, 1, 2, 3, 4, 5, 6 or 7;

[0207] said R 19Selected from any one of hydrogen, deuterium, and the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, indanyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthryl, phenanthryl, triphenylenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furyl, thienyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, silyl. In the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other.

[0208] Preferably, the L 4 , L 5 , L 6 are independently selected from any one of a single bond or the following groups or a combination thereof:

[0209]

[0210] The ^ are the same or different and are selected from CH or N atoms; the ^ at the bonding site is selected from C;

[0211] The R 31 are the same or different and are independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C15 cycloalkyl and C6-C30 aryl fused ring group, substituted or unsubstituted C2-C30 heteroaryl;

[0212] The ring G is selected from substituted or unsubstituted C3-C15 cycloalkyl;

[0213] The T 3 are independently selected from an O atom, an S atom, C(R 32 R 33 ) or N(R 34 );

[0214] The T 4 are independently selected from an O atom, an S atom or N(R 35 );

[0215] The R 32 , R 33Independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C6-C18 aryl, substituted or unsubstituted C2-C18 heteroaryl, or the R 32 and R 33 are connected to each other to form a substituted or unsubstituted ring;

[0216] The R 34 and R 35 are independently selected from any one of hydrogen, deuterium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl;

[0217] The l is selected from 0, 1, 2, 3, 4 or 5; the l 1 is independently selected from 0, 1, 2, 3 or 4; the l 2 is independently selected from 0, 1, 2 or 3; the l 3 is independently selected from 0, 1 or 2.

[0218] Further preferably, the L 4 and L 5 and L 6 are independently selected from any one of a single bond or the following groups or a combination thereof:

[0219]

[0220] The R 31 are the same or different and are independently selected from hydrogen, deuterium, halogen, cyano, nitro, substituted or unsubstituted of the following groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, indenyl, tetrahydronaphthyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, silyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl or a combination thereof; or two adjacent R 31 are connected to each other to form a substituted or unsubstituted ring;

[0221] The R 36 and R 32 and R 33independently selected from the group consisting of hydrogen, deuterium, halogen, cyano, nitro, and substituted or unsubstituted: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylenyl, indenyl, tetrahydronaphthyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, silyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, or a combination thereof; or said R 32 and R 33 are connected to each other to form a substituted or unsubstituted ring;

[0222] said R 34 and R 35 are independently selected from the group consisting of hydrogen, deuterium, and substituted or unsubstituted: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, triphenylenyl, indenyl, tetrahydronaphthyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, silyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, benzofuranyl, benzothiophenyl, indolyl, dibenzofuranyl, dibenzothiophenyl, benzoxazolyl, benzothiazolyl, benzimidazolyl;

[0223] said l 1 is selected from 0, 1, 2, 3, or 4; said l 2 is selected from 0, 1, 2, or 3; said l 3 is selected from 0, 1, or 2; said l 4 is selected from 0, 1, 2, 3, 4, 5, or 6; said l 5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8.

[0224] Most preferably, said Formula 2 is selected from any one of the following compounds:

[0225]

[0226]

[0227]

[0228]

[0229]

[0230]

[0231]

[0232]

[0233]

[0234]

[0235]

[0236]

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249]

[0250]

[0251]

[0252]

[0253]

[0254] Some specific chemical structures of the compounds of Structural Formula 2 of the present invention are listed above. However, the present invention is not limited to these listed chemical structures. All compounds based on the compounds of Structural Formula 2 with substituents being the groups defined above should be included. The hole transport region described in the present invention includes at least one of a hole injection layer, a hole transport layer, and an electron blocking layer.

[0255] Preferably, the hole transport region includes a hole injection layer, and the hole injection layer contains the compound represented by Formula 1;

[0256] Preferably, the hole transport region includes an electron blocking layer, and the electron blocking layer contains the compound represented by Formula 1;

[0257] Preferably, the hole transport region includes a hole transport layer, and the hole transport layer contains the compound represented by Formula 1.

[0258] Preferably, the hole transport region includes a first hole transport layer and a second hole transport layer. The first hole transport layer is located between the anode and the cathode, and the second hole transport layer is located between the first hole transport layer and the cathode. The first hole transport layer contains the compound represented by Formula 1.

[0259] Preferably, the hole transport region includes a first hole transport layer and a second hole transport layer. The first hole transport layer is located between the anode and the cathode, and the second hole transport layer is located between the first hole transport layer and the cathode. The second hole transport layer contains the compound represented by Formula 1.

[0260] Preferably, the hole transport region includes a first hole transport layer and a second hole transport layer. The first hole transport layer is located between the anode and the cathode, and the second hole transport layer is located between the first hole transport layer and the cathode. The first hole transport layer contains the compound represented by Formula 1, and the second hole transport layer contains the compound represented by Formula 2.

[0261] Preferably, the hole transport layer includes a first hole transport layer and a second hole transport layer. The first hole transport layer is located between the anode and the cathode, and the second hole transport layer is located between the first hole transport layer and the cathode. The first hole transport layer and the second hole transport layer contain the compound represented by Formula 1.

[0262] Preferably, the hole transport region includes a first hole transport layer and a second hole transport layer. The first hole transport layer is located between the anode and the cathode, and the second hole transport layer is located between the first hole transport layer and the cathode. The first hole transport layer contains the compound represented by Formula 2, and the second hole transport layer contains the compound represented by Formula 1.

[0263] The present invention also provides an organic electroluminescent device, comprising a cathode, an anode, and an organic layer located between the cathode and the anode. The organic layer includes 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 cathode and the light-emitting layer. The hole transport region includes a first hole transport layer and a second hole transport layer. Among them, the first hole transport layer contains the compound shown in Formula 1, and the second hole transport layer contains the compound shown in Formula 2; or the first hole transport layer contains the compound shown in Formula 2, and the second hole transport layer contains the compound shown in Formula 1.

[0264] The organic electroluminescent device of the present invention is usually formed on a substrate. The above-mentioned substrate only needs to remain unchanged when forming the electrodes and the organic layer. For example, substrates such as glass, plastic, polymer film, and silicon. When the substrate is opaque, the electrode opposite thereto is preferably transparent or semi-transparent.

[0265] The present invention does not particularly limit the materials of the thin films of each layer in the organic electroluminescent device, and substances known in the art can be used. The organic layer of the organic electroluminescent device mentioned above and the electrodes on both sides of the device will be introduced separately below:

[0266] The anode and the cathode of the present invention face each other and can be made of conductors having a relatively high work function to assist hole injection. In the present invention, specific examples of the anode material include: metals, such as vanadium, chromium, copper, zinc, and gold, or their alloys; metal oxides, such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides, such as ZnO:Al or SnO2:Sb; conductive polymers, such as poly(3-methylthiophene), poly[3,4-(ethylenedioxy)thiophene] (PEDOT), polypyrrole, and polyaniline, etc., but not limited thereto.

[0267] The hole injection material of the present invention preferably can reduce the interfacial barrier between the anode and the hole transport layer. Materials such as the following: polycyano conjugated organic compounds, annulene compounds, phthalocyanine metal complexes, arylamine derivatives, polymers, etc. Specific examples may include metal porphyrins, oligothiophenes, arylamine-based organic materials, hexanitrile hexaazatriphenylene-based organic materials, quinacridone-based organic materials, perylene-based organic materials, anthraquinone, and conductive polymers based on polyaniline and based on polythiophene, the compound shown in Formula 1 of the present invention, or the compound shown in Formula 2 of the present invention, etc., but not limited thereto. And it can also contain additional compounds capable of p-doping. Preferably, the compound shown in Formula 1 of the present invention or the compound shown in Formula 2 of the present invention.

[0268] The hole transport layer in the present invention is a layer containing a material with high hole transport property (hole transport material), formed between the anode and the light-emitting layer, or formed between the hole injection layer and the light-emitting layer when the hole injection layer exists. The inventive compound can be used alone or in combination with the following compounds for the hole transport layer. The hole transport layer can be a single-layer structure or a multi-layer structure containing two or more layers. As the hole transport layer material, for example, aromatic amine compounds, carbazole derivatives, anthracene derivatives, polymers, etc. can be used. Specific examples may include 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (TPD), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (BAFLP), 4,4'-bis[N-(9,9-dimethylfluoren-2-yl)-N-phenylamino]biphenyl (DFLDPBi), 4,4',4''-tris(N,N-diphenylamino)triphenylamine (TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (MTDATA), and 4,4'-bis[N-(spiro-9,9'-bifluorene-2-yl)-N-phenylamino]biphenyl (BSPB), 4,4'-di(9-carbazolyl)biphenyl (CBP), 9-[4-(9-carbazolyl)phenyl]-10-phenylanthracene (CzPA), 9-phenyl-3-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazole (PCzPA), 2-tert-butyl-9,10-di(2-naphthyl)anthracene (t-BuDNA), 9,10-di(2-naphthyl)anthracene (DNA), 9,10-diphenylanthracene (DPAnth), poly(N-vinylcarbazole) (PVK), poly(4-vinyltriphenylamine) (PVTPA), the compound represented by Formula 1 of the present invention or the compound represented by Formula 2 of the present invention, etc., but not limited thereto. The compound represented by Formula 1 of the present invention or the compound represented by Formula 2 of the present invention is preferred.

[0269] The electron blocking layer in the present invention preferably uses a material with an absolute value of the difference from the HOMO value of the hole transport layer greater than or equal to 0.07 eV and less than or equal to 0.35 eV. Specific examples may include materials such as arylamine derivatives, spirofluorene derivatives, furan derivatives, etc., such as TPD, NPB, N4, N4-bis([1,1'-biphenyl]-4-yl)-N4'-phenyl-N4'-[1,1':4',1''-terphenyl]-4-yl-[1,1'-biphenyl]-4,4'-diamine, N-([1,1'-diphenyl]-4-yl)-N-(9,9-dimethyl-9H-furan-2-yl)-9,9'-spirobifluorene-2-amine, N,N-bis([1,1'-biphenyl]-4-yl)-3'-(dibenzo[b,d]furan-4-yl)-[1,1'-biphenyl]-4-amine, the compound shown in Formula 1 of the present invention, or the compound shown in Formula 2 of the present invention, etc., but not limited thereto. Preferably, it is the compound shown in Formula 1 of the present invention or the compound shown in Formula 2 of the present invention.

[0270] The light-emitting layer in the present invention may only contain a guest material, or may adopt a form in which the guest material is dispersed in a host material, and the host material may be composed of one or more materials.

[0271] As the host material of the light-emitting layer in the present invention, it includes aluminum complexes, beryllium complexes, zinc complexes, oxadiazole derivatives, benzimidazole derivatives, phenanthroline derivatives, carbazole derivatives, anthracene derivatives, phenanthrene derivatives, pyrene derivatives, triarylamine derivatives, fused polycyclic aromatic amine derivatives, etc. The host material may be a single structure composed of a single substance, or a single-layer structure or a multi-layer structure formed by different substances. The host material may include a single layer, or may include a light-emitting layer composed of a first host material and a second host material or more materials. For example, 9,10-bis(2-naphthyl)anthracene (ADN), 10,10'-bis(biphenyl-4-yl)-9,9'-bianthracene (BANE), 1,3,5-tris(pyren-1-yl)benzene (TPB 3 )、1,3,5-tris(carbazol-9-yl)benzene (TCP), 14,4',4''-tris(carbazol-9-yl)triphenylamine (TCTA), 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 4,4'-bis(carbazol-9-yl)-2,2'-dimethylbiphenyl (CDBP), 4,4'-bis(carbazol-9-yl)biphenyl (CBP), 9,10-bis(3,5-diphenylphenyl)anthracene (DPPA), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (TPD), etc., but not limited thereto.

[0272] As the host material of the light-emitting layer of the present invention, it may include aromatic amine derivatives, fused aromatic ring derivatives, heterocyclic derivatives, metal complexes, etc., such as 4,4'-bis(4-(9H-carbazol-9-yl)styryl)biphenyl (BSB 4 ), 4,4'-bis[4-(diphenylamino)styryl]biphenyl (BDAVBi), 10,10'-bis(3,5-bis(trifluoromethyl)phenyl)-9,9'-bianthracene (Ban-(3,5)-CF 3 ), 5,6,11,12-tetraphenyltetracene (Rubrene), coumarin 545T (C-525T) tris(2-phenyl-3-methyl-pyridine) iridium (Ir(3mppy) 3 ), bis(2-(naphthalen-2-yl)pyridine)(acetylacetonate)iridium(III) (Ir(npy) 2 acac), tris(2-phenylpyridine)iridium(III) (Ir(ppy) 3 ), bis[2-(4’,6’-difluorophenyl)pyridine-N,C2’]iridium(III) picolinate (FIrpic), bis[2-(3’,5’-bis(trifluoromethyl)phenyl)pyridine-N,C2’]iridium(III) picolinate (Ir(CF3ppy) 2 (pic)), bis[2-(4’,6’-difluorophenyl)pyridine-N,C2’]iridium(III) acetylacetonate (FIracac), etc., but not limited thereto.

[0273] The hole blocking layer material described in the present invention needs to have good hole blocking ability so as to block holes in the light-emitting layer. Materials such as imidazole derivatives, phenanthroline derivatives, metal complexes, triazine derivatives, etc. Specific examples may include 1,3,5-tris(N-phenyl-2-benzimidazole)benzene (TPBi), 2-(naphthalen-2-yl)-4,7-diphenyl-1,10-phenanthroline (HNBphen), 4,7-diphenyl-1,10-phenanthroline (Bphen), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), bis(2-methyl-8-hydroxyquinolinato-N1,O8)-(1,1'-biphenyl-4-olato)aluminum (BAlq), 2-(9,9-dimethyl-9H-fluoren-2-yl)4-(9,9-diphenyl-9H-fluoren-4-yl)-6-phenyl-1,3,5-triazine, the compound shown in Formula 2 of the present invention, etc., but not limited thereto. The compound shown in Formula 2 of the present invention is preferred.

[0274] The electron transport layer material described in the present invention preferably has a material with good electron transport ability and good stability. It can be a single-layer structure or a multi-layer structure. Materials such as imidazole derivatives, phenanthroline derivatives, pyridine derivatives, triazine derivatives, quinoline derivatives, oxadiazole derivatives, triazole derivatives, metal complexes, etc. as described below. Specific examples may include metal complexes of hydroxyquinoline derivatives represented by Alq 3 , BAlq and LiQ, various rare earth metal complexes, triazole derivatives, triazine derivatives such as 2,4-bis(9,9-dimethyl-9H-fluoren-2-yl)-6-(naphthalen-2-yl)-1,3,5-triazine, imidazole derivatives such as 2-(4-(9,10-di(naphthalen-2-yl)anthracen-2-yl)phenyl)-1-phenyl-1H-benzo[d]imidazole, oxadiazole derivatives, compounds represented by Formula 2 of the present invention, etc., but not limited thereto. Compounds represented by Formula 2 of the present invention are preferred.

[0275] The electron injection layer material described in the present invention preferably has a material that can reduce the interfacial barrier between the cathode and the electron transport layer. Alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), rare earth metals such as europium (Eu) and ytterbium (Yb), and compounds containing these metals can be used. As such compounds, for example: alkali metal oxides, alkali metal halides, alkali metal-containing organic complexes, alkaline earth metal oxides, alkaline earth metal halides, alkaline earth metal-containing organic complexes, rare earth metal oxides, rare earth metal halides, and rare earth metal-containing organic complexes can be cited. In addition, a plurality of these compounds can be used in combination.

[0276] The cathode described in the present invention preferably uses a metal, alloy, conductive compound, and a mixture thereof, etc. with a small work function (specifically, a work function of 3.8 eV or less). The material used for the cathode in the present invention can include: metals or their alloys, multi-layer structure materials, etc., for example, silver (Ag), aluminum (Al), magnesium (Mg), tin (Sb), magnesium silver (Mg:Ag), calcium / magnesium (Ca / Mg), etc. But not limited thereto.

[0277] There is no particular limitation on the method for preparing each layer of thin film in the organic electroluminescent device of the present invention, and methods such as vacuum evaporation, sputtering, spin coating, spraying, screen printing, laser transfer printing, etc. can be adopted, but not limited thereto. There is no particular limitation on the film thickness of each layer. Generally speaking, if the film thickness is too thin, defects such as pinholes are likely to occur. On the contrary, if it is too thick, a high driving voltage is required and the efficiency deteriorates. Therefore, it is usually 5 nm to 10 μm, more preferably 10 nm to 0.2 μm.

[0278] Preferably, the thicknesses of the hole injection layer, the first hole transport layer, the second hole transport layer, and the electron blocking layer are each independently 10 nm to 200 nm, preferably 10 nm, 20 nm, 30 nm, 40 nm, 50 nm, 60 nm, 70 nm, 80 nm, 90 nm, 100 nm, 110 nm, 120 nm, 130 nm, 140 nm, 150 nm, 160 nm, 170 nm, 180 nm, 190 nm or 200 nm.

[0279] The organic electroluminescent device of the present invention is mainly applied to the fields of information display, lighting, commerce, and medical technology, and is widely used in various information displays in information display, such as tablet computers, televisions, mobile phones, smart watches, digital cameras, VR, vehicle-mounted systems, wearable devices, lighting devices, etc.

[0280] Synthesis Example

[0281] Raw materials and reagents: The present invention has no particular limitation on the raw materials or reagents used in the following synthesis examples, and they can be commercially available products or prepared by methods well known to those skilled in the art. The raw materials and reagents used in the present invention are all reagent grade.

[0282] Instruments: G2-Si quadrupole tandem time-of-flight high-resolution mass spectrometer (Waters, UK); Vario ELcube type organic element analyzer (Elementar, Germany).

[0283] There is no particular limitation on the preparation methods of the compounds of Structural Formula 1 and Structural Formula 2 of the present invention, and conventional methods well known to those skilled in the art can be used. For example, carbon-nitrogen coupling reaction, etc. For example, the compound of Structural Formula 1 of the present invention can be prepared by the synthesis route shown below:

[0284]

[0285] The compound of Structural Formula 2 of the present invention can be prepared by the synthesis route shown below:

[0286]

[0287] The X 1 and X 2 are halogen atoms. For example, they can be the same or different and are selected from the halogen atoms described below, I, Br, Cl.

[0288] Synthesis Example 1: Preparation of Compound 4

[0289]

[0290] Preparation of Intermediate A-4:

[0291] Under nitrogen protection, add a-4 (20.01 g, 60.00 mmol), b-4 (13.99 g, 60.00 mmol), Pd(OAc) 2 (0.13 g, 0.60 mmol), P(t-Bu) 3 (1.20 mL, 0.60 mmol, 0.5 M in toluene solution), NaOt-Bu (11.53 g, 120.00 mmol) and 350 mL of toluene solvent into the reaction flask. Stir the mixture and heat the mixed solution of the above reactants to reflux for 6.5 h. After the reaction is completed, cool to room temperature, add distilled water, extract with dichloromethane, let it stand for liquid separation, collect the organic layer, dry it with anhydrous magnesium sulfate, filter, concentrate the filtrate under reduced pressure by distillation, cool down for crystallization, filter by suction, recrystallize the obtained solid with toluene:ethanol = 10:1 to obtain intermediate A-4 (23.31 g, yield 80%), HPLC purity ≥ 99.85%. Mass spectrometry m / z: 485.2155 (theoretical value: 485.2143).

[0292] Preparation of Compound 4:

[0293] Under nitrogen protection, add intermediate A-4 (18.45 g, 38.00 mmol), c-4 (7.49 g, 38.00 mmol), Pd 2 (dba) 3 (0.35 g, 0.38 mmol), BINAP (0.47 g, 0.76 mmol), NaOt-Bu (7.30 g, 76.00 mmol) and 200 mL of toluene solvent into the reaction flask. Stir the mixture and heat the mixed solution of the above reactants to reflux for 5 h. After the reaction is completed, cool to room temperature, add distilled water, extract with dichloromethane, let it stand for liquid separation, collect the organic layer, dry it with anhydrous magnesium sulfate, filter, concentrate the filtrate under reduced pressure by distillation, cool down for crystallization, filter by suction, recrystallize the obtained solid with toluene to obtain compound 4 (17.38 g, yield 76%), HPLC purity ≥ 99.98%. Mass spectrometry m / z: 601.2425 (theoretical value: 601.2406). Theoretical elemental content (%) C 45 H 31 NO: C, 89.82; H, 5.19; N, 2.33. Measured elemental content (%): C, 89.80; H, 5.16; N, 2.37.

[0294] Synthesis Example 2: Preparation of Compound 42

[0295]

[0296] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar b-42 and c-42 respectively, and keep other steps the same to obtain Compound 42 (21.09 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 749.3109 (theoretical value: 749.3116). Theoretical elemental content (%) C 55 H 43 NS: C, 88.08; H, 5.78; N, 1.87. Measured elemental content (%): C, 88.07; H, 5.82; N, 1.84.

[0297] Synthesis Example 3: Preparation of Compound 66

[0298]

[0299] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar b-66 and c-66 respectively, and keep other steps the same to obtain Compound 66 (19.21 g); HPLC purity ≥ 99.97%. Mass spectrometry m / z: 673.2817 (theoretical value: 673.2801). Theoretical elemental content (%) C 48 H 39 NOSi: C, 85.55; H, 5.83; N, 2.08. Measured elemental content (%): C, 85.59; H, 5.80; N, 2.07.

[0300] Synthesis Example 4: Preparation of Compound 107

[0301]

[0302] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4 and c-4 with equimolar a-107, b-107 and c-107 respectively, and keep other steps the same to obtain Compound 107 (15.10 g); HPLC purity ≥ 99.96%. Mass spectrometry m / z: 522.2729 (theoretical value: 522.2719). Theoretical elemental content (%) C 38 H 26 D 5 NO: C, 87.32; H, 6.94; N, 2.68. Measured elemental content (%): C, 87.33; H, 6.90; N, 2.70.

[0303] Synthesis Example 5: Preparation of Compound 137

[0304]

[0305] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar amounts of c-66 and c-66 respectively, and keep other steps the same to obtain Compound 137 (20.46 g); HPLC purity ≥ 99.94%. Mass spectrometry m / z: 717.2650 (theoretical value: 717.2668). Theoretical elemental content (%) C 53 H 35 NO 2 : C, 88.68; H, 4.91; N, 1.95. Measured elemental content (%): C, 88.65; H, 4.90; N, 1.99.

[0306] Synthesis Example 6: Preparation of Compound 198

[0307]

[0308] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 with an equimolar amount of b-198, and keep other steps the same to obtain Compound 198 (21.64 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 779.3197 (theoretical value: 779.3188). Theoretical elemental content (%) C 59 H 41 NO: C, 90.85; H, 5.30; N, 1.80. Measured elemental content (%): C, 90.82; H, 5.31; N, 1.83.

[0309] Synthesis Example 7: Preparation of Compound 202

[0310]

[0311] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4 and b-4 with equimolar amounts of a-202 and b-198 respectively, and keep other steps the same to obtain Compound 202 (22.33 g); HPLC purity ≥ 99.96%. Mass spectrometry m / z: 793.3331 (theoretical value: 793.3345). Theoretical elemental content (%) C 60 H 43 NO: C, 90.76; H, 5.46; N, 1.76. Measured elemental content (%): C, 90.79; H, 5.48; N, 1.74.

[0312] Synthesis Example 8: Preparation of Compound 211

[0313]

[0314] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4 and b-4 with equimolar amounts of a-211 and b-211 respectively, and keep other steps the same, to obtain Compound 211 (21.97 g); HPLC purity ≥ 99.92%. Mass spectrometry m / z: 770.3326 (theoretical value: 770.3345). Theoretical elemental content (%) C 58 H 34 D 5 NO: C, 90.36; H, 5.75; N, 1.82. Measured elemental content (%): C, 90.38; H, 5.73; N, 1.78.

[0315] Synthesis Example 9: Preparation of Compound 266

[0316]

[0317] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 with an equimolar amount of b-266, and keep other steps the same, to obtain Compound 266 (24.07 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 855.3512 (theoretical value: 855.3501). Theoretical elemental content (%) C 65 H 45 NO: C, 91.20; H, 5.30; N, 1.64. Measured elemental content (%): C, 91.24; H, 5.28; N, 1.61.

[0318] Synthesis Example 10: Preparation of Compound 305

[0319]

[0320] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-305, b-305, and c-305 respectively, and keep other steps the same, to obtain Compound 305 (22.35 g); HPLC purity ≥ 99.94%. Mass spectrometry m / z: 816.3125 (theoretical value: 816.3141). Theoretical elemental content (%) C 61 H 40 N 2 O: C, 89.68; H, 4.94; N, 3.43. Measured elemental content (%): C, 89.71; H, 4.90; N, 3.41.

[0321] Synthesis Example 11: Preparation of Compound 447

[0322]

[0323] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-447, b-447, and c-447 respectively, and keep other steps the same to obtain Compound 447 (21.56 g); HPLC purity ≥ 99.91%. Mass spectrometry m / z: 798.3602 (theoretical value: 798.3610). Theoretical elemental content (%) C 59 H 46 N 2 O: C, 88.69; H, 5.80; N, 3.51. Measured elemental content (%): C, 88.66; H, 5.84; N, 3.49.

[0324] Synthesis Example 12: Preparation of Compound 467

[0325]

[0326] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-467, b-467, and c-467 respectively, and keep other steps the same to obtain Compound 467 (22.75 g); HPLC purity ≥ 99.93%. Mass spectrometry m / z: 819.3516 (theoretical value: 819.3501). Theoretical elemental content (%) C 62 H 45 NO: C, 90.81; H, 5.53; N, 1.71. Measured elemental content (%): C, 90.84; H, 5.55; N, 1.67. Synthesis Example 13: Preparation of Compound 503

[0327]

[0328] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar amounts of b-503 and c-503 respectively, and keep other steps the same to obtain Compound 503 (21.48 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 784.3147 (theoretical value: 784.3138). Theoretical elemental content (%) C 58 H 32 D 5 NO 2 : C, 88.75; H, 5.39; N, 1.78. Measured elemental content (%): C, 88.72; H, 5.38; N, 1.81.

[0329] Synthesis Example 14: Preparation of Compound 568

[0330]

[0331] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar a-568, b-568, and c-568 respectively, and keep other steps the same to obtain Compound 568 (16.58 g); HPLC purity ≥ 99.94%. Mass spectrometry m / z: 597.2954 (theoretical value: 597.2970). Theoretical elemental content (%) C 44 H 31 D 4 NO: C, 88.41; H, 6.57; N, 2.34. Measured elemental content (%): C, 88.43; H, 6.53; N, 2.37.

[0332] Synthesis Example 15: Preparation of Compound 666

[0333]

[0334] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar a-666, b-666, and c-666 respectively, and keep other steps the same to obtain Compound 666 (24.53 g); HPLC purity ≥ 99.92%. Mass spectrometry m / z: 921.4360 (theoretical value: 921.4368). Theoretical elemental content (%) C 68 H 59 NS: C, 88.56; H, 6.45; N, 1.52. Measured elemental content (%): C, 88.59; H, 6.41; N, 1.50.

[0335] Synthesis Example 16: Preparation of Compound 727

[0336]

[0337] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar b-727 and c-727 respectively, and keep other steps the same to obtain Compound 727 (24.50 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 907.3288 (theoretical value: 907.3273). Theoretical elemental content (%) C 68 H 45 NS: C, 89.93; H, 4.99; N, 1.54. Measured elemental content (%): C, 89.90; H, 4.97; N, 1.58.

[0338] Synthesis Example 17: Preparation of Compound 814

[0339]

[0340] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar b-814 and c-666 respectively, and keep other steps the same to obtain Compound 814 (20.81 g); HPLC purity ≥ 99.93%. Mass spectrometry m / z: 749.3107 (theoretical value: 749.3116). Theoretical elemental content (%) C 55 H 43 NS: C, 88.08; H, 5.78; N, 1.87. Measured elemental content (%): C, 88.05; H, 5.80; N, 1.88.

[0341] Synthesis Example 18: Preparation of Compound 904

[0342]

[0343] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar b-904 and c-666 respectively, and keep other steps the same to obtain Compound 904 (21.69 g); HPLC purity ≥ 99.96%. Mass spectrometry m / z: 781.2822 (theoretical value: 781.2803). Theoretical elemental content (%) C 58 H 39 NS: C, 89.08; H, 5.03; N, 1.79. Measured elemental content (%): C, 89.04; H, 5.06; N, 1.77.

[0344] Synthesis Example 19: Preparation of Compound 916

[0345]

[0346] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4 and c-4 with equimolar a-916, b-916 and c-916 respectively, and keep other steps the same to obtain Compound 916 (22.50 g); HPLC purity ≥ 99.94%. Mass spectrometry m / z: 857.3132 (theoretical value: 857.3116). Theoretical elemental content (%) C 64 H 43 NS: C, 89.58; H, 5.05; N, 1.63. Measured elemental content (%): C, 89.56; H, 5.08; N, 1.62.

[0347] Synthesis Example 20: Preparation of Compound 946

[0348]

[0349] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar b-946 and c-946 respectively, and keep other steps the same, to obtain Compound 946 (23.33 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 840.3513 (theoretical value: 840.3504). Theoretical elemental content (%) C 64 H 44 N 2 : C, 91.40; H, 5.27; N, 3.33. Measured elemental content (%): C, 91.43; H, 5.23; N, 3.36.

[0350] Synthesis Example 21: Preparation of Compound 1000

[0351]

[0352] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar a-1000, b-1000, and c-1000 respectively, and keep other steps the same, to obtain Compound 1000 (22.11 g); HPLC purity ≥ 99.92%. Mass spectrometry m / z: 796.3801 (theoretical value: 796.3817). Theoretical elemental content (%) C 60 H 48 N 2 : C, 90.42; H, 6.07; N, 3.51. Measured elemental content (%): C, 90.40; H, 6.05; N, 3.55.

[0353] Synthesis Example 22: Preparation of Compound 1197

[0354]

[0355] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar b-1197 and c-1197 respectively, and keep other steps the same, to obtain Compound 1197 (24.72 g); HPLC purity ≥ 99.93%. Mass spectrometry m / z: 890.3653 (theoretical value: 890.3661). Theoretical elemental content (%) C 68 H 46 N 2 : C, 91.65; H, 5.20; N, 3.14. Measured elemental content (%): C, 91.62; H, 5.24; N, 3.11.

[0356] Synthesis Example 23: Preparation of Compound 2-9

[0357]

[0358] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar amounts of b-2-9 and c-2-9 respectively, and keep other steps the same to obtain Compound 2-9 (17.78 g); HPLC purity ≥ 99.94%. Mass spectrometry m / z: 615.2191 (theoretical value: 615.2198). Theoretical elemental content (%) C 45 H 29 NO 2 : C, 87.78; H, 4.75; N, 2.27. Measured elemental content (%): C, 87.77; H, 4.72; N, 2.31.

[0359] Synthesis Example 24: Preparation of Compound 2-78

[0360]

[0361] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4 and b-4 with equimolar amounts of a-202 and b-2-78 respectively, and keep other steps the same to obtain Compound 2-78 (17.23 g); HPLC purity ≥ 99.97%. Mass spectrometry m / z: 629.2366 (theoretical value: 629.2355). Theoretical elemental content (%) C 46 H 31 NO 2 : C, 87.73; H, 4.96; N, 2.22. Measured elemental content (%): C, 87.75; H, 4.98; N, 2.18.

[0362] Synthesis Example 25: Preparation of Compound 2-106

[0363]

[0364] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4 and b-4 with equimolar amounts of a-666 and b-2-106 respectively, and keep other steps the same to obtain Compound 2-106 (17.86 g); HPLC purity ≥ 99.93%. Mass spectrometry m / z: 643.2525 (theoretical value: 643.2511). Theoretical elemental content (%) C 47 H 33 NO 2 : C, 87.69; H, 5.17; N, 2.18. Measured elemental content (%): C, 87.66; H, 5.19; N, 2.20.

[0365] Synthesis Example 26: Preparation of Compound 2-144

[0366]

[0367] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-144, b-2-9, and c-66 respectively, and keep other steps the same to obtain Compound 2-144 (20.61 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 763.2917 (theoretical value: 763.2907). Theoretical elemental content (%) C 54 H 41 NO 2 Si: C, 84.89; H, 5.41; N, 1.83. Measured elemental content (%): C, 84.93; H, 5.39; N, 1.81.

[0368] Synthesis Example 27: Preparation of Compound 2-165

[0369]

[0370] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-165, b-266, and c-66 respectively, and keep other steps the same to obtain Compound 2-165 (20.80 g); HPLC purity ≥ 99.94%. Mass spectrometry m / z: 781.2997 (theoretical value: 781.2981). Theoretical elemental content (%) C 58 H 39 NO 2 : C, 89.09; H, 5.03; N, 1.79. Measured elemental content (%): C, 89.12; H, 5.01; N, 1.76.

[0371] Synthesis Example 28: Preparation of Compound 2-196

[0372]

[0373] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-165, b-916, and c-66 respectively, and keep other steps the same to obtain Compound 2-196 (17.47 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 629.2341 (theoretical value: 629.2355). Theoretical elemental content (%) C 46 H 31 NO 2 : C, 87.73; H, 4.96; N, 2.22. Measured elemental content (%): C, 87.68; H, 4.98; N, 2.25.

[0374] Synthesis Example 29: Preparation of Compound 2-205

[0375]

[0376] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar amounts of b-2-205 and c-2-205 respectively, and keep other steps the same, to obtain Compound 2-205 (19.73 g); HPLC purity ≥ 99.97%. Mass spectrometry m / z: 741.2683 (theoretical value: 741.2668). Theoretical elemental content (%) C 55 H 35 NO 2 : C, 89.04; H, 4.76; N, 1.89. Measured elemental content (%): C, 89.07; H, 4.75; N, 1.85.

[0377] Synthesis Example 30: Preparation of Compound 2-206

[0378]

[0379] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-206, b-1197, and c-2-9 respectively, and keep other steps the same, to obtain Compound 2-206 (20.30 g); HPLC purity ≥ 99.94%. Mass spectrometry m / z: 741.2683 (theoretical value: 741.2668). Theoretical elemental content (%) C 55 H 35 NO 2 : C, 89.04; H, 4.76; N, 1.89. Measured elemental content (%): C, 89.09; H, 4.75; N, 1.85.

[0380] Synthesis Example 31: Preparation of Compound 2-217

[0381]

[0382] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar amounts of b-2-205 and c-2-217 respectively, and keep other steps the same, to obtain Compound 2-217 (19.13 g); HPLC purity ≥ 99.96%. Mass spectrometry m / z: 707.2269 (theoretical value: 707.2283). Theoretical elemental content (%) C 51 H 33 NOS: C, 86.53; H, 4.70; N, 1.98. Measured elemental content (%): C, 86.52; H, 4.73; N, 1.96.

[0383] Synthesis Example 32: Preparation of Compound 2-241

[0384]

[0385] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-241, b-2-241, and c-2-241 respectively, and keep other steps the same to obtain Compound 2-241 (22.67 g); HPLC purity ≥ 99.92%. Mass spectrometry m / z: 839.3235 (theoretical value: 839.3222). Theoretical elemental content (%) C 61 H 45 NOS: C, 87.21; H, 5.40; N, 1.67. Measured elemental content (%): C, 87.23; H, 5.42; N, 1.63.

[0386] Synthesis Example 33: Preparation of Compound 2-248

[0387]

[0388] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 with an equimolar amount of b-2-248, and keep other steps the same to obtain Compound 2-248 (18.22 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 656.1940 (theoretical value: 656.1922). Theoretical elemental content (%) C 46 H 28 N 2 OS: C, 84.12; H, 4.30; N, 4.27. Measured elemental content (%): C, 84.15; H, 4.32; N, 4.22.

[0389] Synthesis Example 34: Preparation of Compound 2-277

[0390]

[0391] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-277, b-2-277, and c-107 respectively, and keep other steps the same to obtain Compound 2-277 (18.54 g); HPLC purity ≥ 99.92%. Mass spectrometry m / z: 696.2224 (theoretical value: 696.2235). Theoretical elemental content (%) C 49 H 32 N 2 OS: C, 84.45; H, 4.63; N, 4.02. Measured elemental content (%): C, 84.48; H, 4.61; N, 4.01.

[0392] Synthesis Example 35: Preparation of Compound 2-294

[0393]

[0394] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-568, b-2-9, and c-2-217 respectively, and keep other steps the same, to obtain Compound 2-294 (16.18 g); HPLC purity ≥ 99.98%. Mass spectrometry m / z: 567.2179 (theoretical value: 567.2198). Theoretical elemental content (%) C 41 H 29 NO 2 : C, 86.75; H, 5.15; N, 2.47. Measured elemental content (%): C, 86.77; H, 5.16; N, 2.44.

[0395] Synthesis Example 36: Preparation of Compound 2-406

[0396]

[0397] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-916, b-2-406, and c-2-406 respectively, and keep other steps the same, to obtain Compound 2-406 (18.15 g); HPLC purity ≥ 99.93%. Mass spectrometry m / z: 620.2470 (theoretical value: 620.2481). Theoretical elemental content (%) C 45 H 20 D 7 NO 2 : C, 87.07; H, 5.52; N, 2.26. Measured elemental content (%): C, 87.08; H, 5.49; N, 2.27.

[0398] Synthesis Example 37: Preparation of Compound 2-503

[0399]

[0400] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-165, b-904, and c-66 respectively, and keep other steps the same, to obtain Compound 2-503 (18.40 g); HPLC purity ≥ 99.96%. Mass spectrometry m / z: 691.2531 (theoretical value: 691.2511). Theoretical elemental content (%) C 51 H 33 NO 2: C, 88.54; H, 4.81; N, 2.02. Measured elemental content (%): C, 88.51; H, 4.83; N, 2.03.

[0401] Synthesis Example 38: Preparation of Compound 2-580

[0402]

[0403] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, c-4 with equimolar amounts of a-2-580, b-2-9, c-2-580 respectively, and keep other steps the same, to obtain Compound 2-580 (19.30 g); HPLC purity ≥ 99.91%. Mass spectrometry m / z: 735.3063 (theoretical value: 735.3075). Theoretical elemental content (%) C 54 H 33 D 4 NO 2 : C, 88.13; H, 5.61; N, 1.90. Measured elemental content (%): C, 88.17; H, 5.58; N, 1.87.

[0404] Synthesis Example 39: Preparation of Compound 2-595

[0405]

[0406] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4 with equimolar amounts of a-2-595, b-2-595, and keep other steps the same, to obtain Compound 2-595 (21.22 g); HPLC purity ≥ 99.93%. Mass spectrometry m / z: 796.2532 (theoretical value: 796.2548). Theoretical elemental content (%) C 57 H 36 N 2 OS: C, 85.90; H, 4.55; N, 3.51. Measured elemental content (%): C, 85.92; H, 4.56; N, 3.48.

[0407] Synthesis Example 40: Preparation of Compound 2-625

[0408]

[0409] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-625, b-2-106, and c-666, and keep other steps the same to obtain Compound 2-625 (16.81 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 631.1988 (theoretical value: 631.1970). Theoretical elemental content (%) C 45 H 29 NOS: C, 85.55; H, 4.63; N, 2.22. Measured elemental content (%): C, 85.57; H, 4.60; N, 2.23.

[0410] Synthesis Example 41: Preparation of Compound 2-662

[0411]

[0412] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-165, b-2-662, and c-42 respectively, and keep other steps the same to obtain Compound 2-662 (19.02 g); HPLC purity ≥ 99.93%. Mass spectrometry m / z: 714.2735 (theoretical value: 714.2722). Theoretical elemental content (%) C 51 H 26 D 7 NOS: C, 85.68; H, 5.64; N, 1.96. Measured elemental content (%): C, 85.71; H, 5.65; N, 1.92.

[0413] Synthesis Example 42: Preparation of Compound 2-671

[0414]

[0415] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar amounts of b-2-9 and c-2-671 respectively, and keep other steps the same to obtain Compound 2-671 (19.47 g); HPLC purity ≥ 99.92%. Mass spectrometry m / z: 731.2803 (theoretical value: 731.2824). Theoretical elemental content (%) C 54 H 37 NO 2 : C, 88.62; H, 5.10; N, 1.91. Measured elemental content (%): C, 88.66; H, 5.11; N, 1.87.

[0416] Synthesis Example 43: Preparation of Compound 2-672

[0417]

[0418] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar amounts of b-2-106 and c-2-672 respectively, and keep other steps the same, to obtain Compound 2-672 (19.89 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 747.2220 (theoretical value: 747.2232). Theoretical elemental content (%) C 53 H 33 NO 2 S: C, 85.11; H, 4.45; N, 1.87. Measured elemental content (%): C, 85.15; H, 4.43; N, 1.85.

[0419] Synthesis Example 44: Preparation of Compound 2-709

[0420]

[0421] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-165, b-2-709, and c-666 respectively, and keep other steps the same, to obtain Compound 2-709 (18.56 g); HPLC purity ≥ 99.94%. Mass spectrometry m / z: 687.2582 (theoretical value: 687.2596). Theoretical elemental content (%) C 49 H 37 NOS: C, 85.56; H, 5.42; N, 2.04. Measured elemental content (%): C, 85.59; H, 5.41; N, 2.02.

[0422] Synthesis Example 45: Preparation of Compound 2-881

[0423]

[0424] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-165, b-904, and c-2-881 respectively, and keep other steps the same, to obtain Compound 2-881 (19.10 g); HPLC purity ≥ 99.91%. Mass spectrometry m / z: 717.2649 (theoretical value: 717.2668). Theoretical elemental content (%) C 53 H 35 NO 2 : C, 88.68; H, 4.91; N, 1.95. Measured elemental content (%): C, 88.65; H, 4.92; N, 1.97.

[0425] Synthesis Example 46: Preparation of Compound 2-913

[0426]

[0427] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-913, b-814, and c-2-913 respectively, and keep other steps the same to obtain Compound 2-913 (15.95 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 599.2272 (theoretical value: 599.2283). Theoretical elemental content (%) C 42 H 33 N O S: C, 84.11; H, 5.55; N, 2.34. Measured elemental content (%): C, 84.14; H, 5.53; N, 2.31.

[0428] Synthesis Example 47: Preparation of Compound 2-986

[0429]

[0430] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-165, b-2-986, and c-2-986 respectively, and keep other steps the same to obtain Compound 2-986 (21.36 g); HPLC purity ≥ 99.94%. Mass spectrometry m / z: 802.3937 (theoretical value: 802.3923). Theoretical elemental content (%) C 59 H 50 N 2 O: C, 88.24; H, 6.28; N, 3.49. Measured elemental content (%): C, 88.27; H, 6.25; N, 3.46.

[0431] Synthesis Example 48: Preparation of Compound 2-1013

[0432]

[0433] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar amounts of b-2-1013 and c-2-1013 respectively, and keep other steps the same to obtain Compound 2-1013 (20.83 g); HPLC purity ≥ 99.92%. Mass spectrometry m / z: 782.2745 (theoretical value: 782.2756). Theoretical elemental content (%) C 57 H 38 N 2 S: C, 87.44; H, 4.89; N, 3.58. Measured elemental content (%): C, 87.46; H, 4.85; N, 3.57.

[0434] Synthesis Example 49: Preparation of Compound 2-1050

[0435]

[0436] According to the same preparation method of Compound 4 in Synthesis Example 1, replace a-4, b-4, and c-4 with equimolar amounts of a-2-241, b-2-1050, and c-2-1050 respectively, and keep other steps the same to obtain Compound 2-1050 (20.27 g); HPLC purity ≥ 99.93%. Mass spectrometry m / z: 720.2583 (theoretical value: 720.2599). Theoretical elemental content (%) C 52 H 36 N 2 S: C, 86.63; H, 5.03; N, 3.89. Measured elemental content (%): C, 86.67; H, 5.02; N, 3.86.

[0437] Synthesis Example 50: Preparation of Compound 2-1056

[0438]

[0439] According to the same preparation method of Compound 4 in Synthesis Example 1, replace b-4 and c-4 with equimolar amounts of b-2-106 and c-2-1056 respectively, and keep other steps the same to obtain Compound 2-1056 (16.51 g); HPLC purity ≥ 99.91%. Mass spectrometry m / z: 632.2046 (theoretical value: 632.2033). Theoretical elemental content (%) C 45 H 28 DNOS: C, 85.41; H, 4.78; N, 2.21. Measured elemental content (%): C, 85.43; H, 4.74; N, 2.22. Determination of the refractive index (n) of the compound:

[0440] The measuring instrument is the M-2000 spectroscopic ellipsometer of J.A. Woollam Company in the United States; the instrument scanning range is 245 - 1000 nm; the size of the glass substrate is 200 × 200 mm, and the thickness of the material film is 20 - 60 nm. The measured refractive index (n) at 460 nm is shown in Table 1.

[0441] Table 1 Determination of the refractive index (n) of the compound at 460 nm

[0442]

[0443]

[0444] As can be seen from the results in Table 1, the compounds shown by Formula 1 and Formula 2 of the present invention have appropriate refractive indices. When applied inside an organic electroluminescent device, they can effectively improve the light extraction efficiency, and thus improve the luminous efficiency of the device.

[0445] Device Example

[0446] In the present invention, the ITO glass substrate is ultrasonically cleaned twice with a 5% glass cleaning solution for 20 minutes each time, and then ultrasonically cleaned twice with deionized water for 10 minutes each time. It is ultrasonically cleaned with acetone and isopropyl acetone for 20 minutes in sequence and dried at 120 °C. All organic materials are sublimated and their purity is above 99.99%.

[0447] A combined IVL test system is formed by a test software, a computer, a K2400 digital source meter produced by Keithley Corporation of the United States, and a PR788 spectral scanning luminance meter of PhotoResearch Corporation of the United States to test the luminous efficiency of the organic electroluminescent device. The lifetime test is carried out using an M6000 OLED lifetime test system of McScience Corporation. The test environment is an atmospheric environment and the temperature is room temperature.

[0448] The device is prepared using a vacuum evaporation system and is continuously evaporated and prepared under uninterrupted vacuum conditions. The materials used are respectively placed in different evaporation source quartz crucibles, and the temperature of the evaporation source can be controlled separately. The thermal evaporation rate of the organic material is generally set at 0.1 nm / s, and the evaporation rate of the electrode metal is 0.4 - 0.6 nm / s. The treated glass substrate is placed into an OLED vacuum coating machine. During the film production process, the system vacuum degree should be maintained below 5×10 -5 Pa. The organic layer and the metal electrode are evaporated by replacing the mask plate respectively. The evaporation rate is detected by an SQM160 quartz crystal film thickness detector of Inficon, and the film thickness is detected by a quartz crystal oscillator.

[0449] Example 1: Preparation of Organic Electroluminescent Device 1

[0450] An ITO is used as the anode on a glass substrate; a 50-nm HI-1:HT-1 (mixed at a mass ratio of 5:95) is vacuum-evaporated on the anode to form a hole injection layer; a 60-nm compound 4 of the present invention is vacuum-evaporated on the hole injection layer to form a first hole transport layer; a 20-nm compound 2-406 of the present invention is vacuum-evaporated on the first hole transport layer to form a second hole transport layer; a 35-nm RH-1, RH-2, and RD-1 (mixed at a mass ratio of 48:48:4) is vacuum-evaporated on the second hole transport layer to form a light-emitting layer; a 35-nm ET-1:Liq (mixed at a mass ratio of 1:1) is vacuum-evaporated on the light-emitting layer to form an electron transport layer; a 1.0-nm LiF is vacuum-evaporated on the electron transport layer to form an electron injection layer; and a 120-nm Al is vacuum-evaporated on the electron injection layer to form a cathode.

[0451] Examples 2 to 20: Preparation of organic electroluminescent devices 2 to 20

[0452] The compound 4 in the first hole transport layer of Example 1 is replaced with compound 42, compound 66, compound 107, compound 137, compound 189, compound 202, compound 206, compound 211, compound 266, compound 305, compound 447, compound 467, compound 503, compound 554, compound 666, compound 727, compound 800, compound 916, compound 1000 respectively, and the compound 2-406 in the second hole transport layer is replaced with compound 2-503, compound 2-454, compound 2-913, compound 2-986, compound 2-9, compound 2-165, compound 2-294, compound 2-106, compound 2-144, compound 2-277, compound 2-248, compound 2-671, compound 2-709, compound 2-241, compound 2-196, compound 2-1013, compound 2-595, compound 2-1056, compound 2-206 respectively, and other steps are the same, obtaining organic electroluminescent devices 2 to 20.

[0453] Examples 21 to 40: Preparation of organic electroluminescent devices 21 to 40

[0454] In Example 1, Compound 4 in the first hole transport layer was replaced with Compound 2-9, Compound 2-78, Compound 2-106, Compound 2-144, Compound 2-165, Compound 2-217, Compound 2-241, Compound 2-248, Compound 2-277, Compound 2-294, Compound 2-406, Compound 2-454, Compound 2-503, Compound 2-580, Compound 2-625, Compound 2-662, Compound 2-671, Compound 2-709, Compound 2-913, and Compound 2-986 respectively, and Compound 2-406 in the second hole transport layer was replaced with Compound 198, Compound 692, Compound 211, Compound 658, Compound 202, Compound 568, Compound 42, Compound 305, Compound 1197, Compound 266, Compound 137, Compound 447, Compound 4, Compound 107, Compound 946, Compound 331, Compound 579, Compound 904, Compound 814, and Compound 66 respectively. Other steps were the same, and organic electroluminescent devices 21 to 40 were obtained.

[0455] Comparative Example 1: Preparation of Comparative Organic Electroluminescent Device 1

[0456] In Example 1, Compound 2-406 in the second hole transport layer was replaced with Compound HT-2. Other steps were the same, and Comparative Organic Electroluminescent Device 1 was obtained.

[0457] Comparative Examples 2 to 7: Preparation of Comparative Organic Electroluminescent Devices 2 to 7

[0458] In Example 1, Compound 4 in the first hole transport layer was replaced with Compound 107, Compound 137, Compound 198, Compound 331, Compound 579, and Compound 692 respectively, and Compound 2-406 in the second hole transport layer was replaced with Compound HT-2. Other steps were the same, and Comparative Organic Electroluminescent Devices 2 to 7 were obtained.

[0459] Comparative Examples 8 to 14: Preparation of Comparative Organic Electroluminescent Devices 8 to 14

[0460] In Example 1, Compound 4 in the first hole transport layer was replaced with Compound 2-9, Compound 2-78, Compound 2-106, Compound 2-165, Compound 2-625, Compound 2-671, and Compound 2-913 respectively, and Compound 2-406 in the second hole transport layer was replaced with Compound HT-2. Other steps were the same, and Comparative Organic Electroluminescent Devices 8 to 14 were obtained.

[0461] Comparative Examples 15 to 21: Preparation of Comparative Organic Electroluminescent Devices 15 to 21

[0462] Replace compound 4 in the first hole transport layer of Example 1 with compound HT-1, and replace compounds 2-406 in the second hole transport layer with compounds 2-9, 2-78, 2-106, 2-217, 2-294, 2-503, and 2-986 respectively. Keep other steps the same to obtain comparative organic electroluminescent devices 15 to 21.

[0463] Comparative Example 22: Preparation of Comparative Organic Electroluminescent Device 22

[0464] Use ITO as the anode on a glass substrate; vacuum deposit a 50-nm layer of HI-1:HT-1 (mixed at a mass ratio of 5:95) on the anode to form a hole injection layer; vacuum deposit an 80-nm layer of the compound 4 of the present invention on the hole injection layer to form a first hole transport layer; vacuum deposit a 35-nm layer of RH-1, RH-2, and RD-1 (mass ratio 48:48:4) on the first hole transport layer to form a light-emitting layer; vacuum deposit a 35-nm layer of ET-1:Liq (mixed at a mass ratio of 1:1) on the light-emitting layer to form an electron transport layer; vacuum deposit a 1.0-nm layer of LiF on the electron transport layer to form an electron injection layer; vacuum deposit a 120-nm layer of Al on the electron injection layer to form a cathode.

[0465] Comparative Examples 23 to 29: Preparation of Comparative Organic Electroluminescent Devices 23 to 29

[0466] Replace compound 4 in the first hole transport layer of Comparative Example 22 with compounds 107, 137, 198, 331, 579, 692, and 946 respectively. Keep other steps the same to obtain comparative organic electroluminescent devices 23 to 29.

[0467] Comparative Example 30: Preparation of Comparative Organic Electroluminescent Device 30

[0468] Use ITO as the anode on a glass substrate; vacuum deposit a 50-nm layer of HI-1:HT-1 (mixed at a mass ratio of 5:95) on the anode to form a hole injection layer; vacuum deposit an 80-nm layer of the compound 2-9 of the present invention on the hole injection layer to form a second hole transport layer; vacuum deposit a 35-nm layer of RH-1, RH-2, and RD-1 (mass ratio 48:48:4) on the second hole transport layer to form a light-emitting layer; vacuum deposit a 35-nm layer of ET-1:Liq (mixed at a mass ratio of 1:1) on the light-emitting layer to form an electron transport layer; vacuum deposit a 1.0-nm layer of LiF on the electron transport layer to form an electron injection layer; vacuum deposit a 120-nm layer of Al on the electron injection layer to form a cathode.

[0469] Comparative Examples 31 to 37: Preparation of Comparative Organic Electroluminescent Devices 31 to 37

[0470] In Comparative Example 30, Compound 2-9 in the second hole transport layer was replaced with Compound 2-78, Compound 2-106, Compound 2-165, Compound 2-217, Compound 2-294, Compound 2-503, and Compound 2-986, respectively, and other steps were the same, to obtain Comparative Organic Electroluminescent Devices 31 to 37.

[0471]

[0472] The test results of the luminescence characteristics of the organic electroluminescent devices prepared in Examples 1 to 40 and Comparative Examples 1 to 37 of the present invention are shown in Table 2.

[0473] Table 2 Test Data of Luminescence Characteristics of Organic Electroluminescent Devices

[0474]

[0475]

[0476]

[0477] Note: T95 refers to the time taken for the device brightness to decay to 95% at a current density of 10 mA / cm2;

[0478] It can be seen from Table 2 that, compared with Comparative Examples 1 to 37, the organic electroluminescent devices of the present invention exhibit the advantages of high luminous efficiency and long service life, and are organic electroluminescent devices with good performance. This is due to the combination of the compound shown in Formula 1 and the compound shown in Formula 2 of the present invention used in the hole transport region, which reflects the synergistic effect of the two, effectively improving the efficiency of the organic electroluminescent device and improving the service life of the device.

[0479] Example 41: Preparation of Organic Electroluminescent Device 41

[0480] ITO was used as the anode on a glass substrate; 60 nm of m-MTDATA was vacuum-evaporated on the anode to form a first hole transport layer; 70 nm of the compound 4 of the present invention was vacuum-evaporated on the first hole transport layer to form a second hole transport layer; 35 nm of BH-1:BD-1 (mixed at a mass ratio of 96%:4%) was vacuum-evaporated on the second hole transport layer to form a light-emitting layer; 25 nm of Compound HB was vacuum-evaporated on the light-emitting layer to form a hole blocking layer; 30 nm of ET-2:Liq (mixed at a mass ratio of 1:1) was vacuum-evaporated on the hole blocking layer to form an electron transport layer; 1.0 nm of LiF was vacuum-evaporated on the electron transport layer to form an electron injection layer; and 120 nm of Al was vacuum-evaporated on the electron injection layer to form a cathode.

[0481] Examples 42 to 70: Preparation of Organic Electroluminescent Devices 42 to 70

[0482] In Example 41, Compound 4 in the second hole transport layer was replaced with Compound 42, Compound 66, Compound 107, Compound 137, Compound 189, Compound 198, Compound 202, Compound 206, Compound 211, Compound 266, Compound 305, Compound 331, Compound 447, Compound 467, Compound 503, Compound 554, Compound 568, Compound 579, Compound 658, Compound 666, Compound 692, Compound 727, Compound 800, Compound 814, Compound 904, Compound 916, Compound 946, Compound 1000, and Compound 1197, respectively. Other steps were the same, and organic electroluminescent devices 42 to 70 were obtained.

[0483] Comparative Examples 38 to 40: Preparation of organic electroluminescent devices 38 to 40 was compared.

[0484] In Example 41, Compound 4 in the second hole transport layer was replaced with Compound HT-3, Compound HT-4, and Compound HT-5, respectively. Other steps were the same, and comparative organic electroluminescent devices 38 to 40 were obtained.

[0485]

[0486] The test results of the luminescence characteristics of the organic electroluminescent devices prepared in Examples 41 to 70 and Comparative Examples 38 to 40 of the present invention are shown in Table 3.

[0487] Table 3 Test data of the luminescence characteristics of organic electroluminescent devices

[0488]

[0489]

[0490] Note: T95 refers to the time when the device brightness decays to 95% at a current density of 10 mA / cm 2 in this case;

[0491] It can be seen from the results in Table 3 that when the compound shown in Formula 1 of the present invention is applied to an organic electroluminescent device and used as a hole transport material in the hole transport region, compared with Comparative Examples 38 to 40, the performance of the device is significantly improved, showing the advantages of high luminous efficiency and long service life. In summary, the compound shown in Formula 1 provided by the present invention exhibits excellent hole transport performance and appropriate refractive index, and has good application prospects.

[0492] It should be noted that the present invention has been particularly described with individual embodiments. However, without departing from the principles of the present invention, those of ordinary skill in the art can make various forms or details improvements to the present invention, and these improvements also fall within the protection scope of the present invention.

Claims

1. An organic electroluminescent device, comprising a cathode, an anode, and an organic layer located between the cathode and the anode, wherein the organic layer comprises a hole transport region, a light-emitting layer, and an electron transport region, wherein the hole transport region is located between the anode and the light-emitting layer, the electron transport region is located between the cathode and the light-emitting layer, and the hole transport region comprises a first hole transport layer and a second hole transport layer, characterized in that: The refractive index n1 of the compound included in the first hole transport layer is between 1.70 and 2.20, the refractive index n2 of the compound included in the second hole transport layer is between 1.60 and 1.90, and the hole transport region contains the compound represented by Formula 1. Wherein, Ar1 is selected from the group shown in Formula 1-1 or the group shown in Formula 1-2; The R a , R b independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; or the adjacent R a and R b are connected to each other to form a substituted or unsubstituted ring; The R3 and R4 are independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; or two adjacent R3s and two R4s are connected to each other to form a substituted or unsubstituted ring; c is independently selected from 0, 1, 2, 3 or 4; d is independently selected from 0, 1, 2, 3 or 4; Said Y is selected from a single bond, an O atom, an S atom, C(R7R8) or N(R9); The R7 and R8 are independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; or adjacent R7 and R8 are connected to each other to form a substituted or unsubstituted ring; The R9 is selected from any one of hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic group, substituted or unsubstituted silyl group, substituted or unsubstituted C6-C30 aryl group, substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring fused ring group, substituted or unsubstituted C2-C30 heteroaryl group; Ar2 is selected from substituted or unsubstituted C6-C30 aryl groups or groups shown in formula 1-3 or combinations thereof; Ar3 is selected from the group shown in formula 1-3; The X is selected from an O atom, a S atom or a N(R d ); The z is independently selected from N or C(R2); the z at the bonding site is selected from C; The R1 is the same or different and is selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; the a is selected from 0, 1 or 2; The R2 is the same or different and is selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; or two adjacent R2 are connected to each other to form a substituted or unsubstituted ring; The R d Any one selected from hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic group, substituted or unsubstituted silyl group, substituted or unsubstituted C6-C30 aryl group, fused ring group of substituted or unsubstituted C3-C15 alicyclic ring and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl group; The L1, L2, and L3 are independently selected from any one of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring condensed sub-ring group, and a substituted or unsubstituted C2-C30 heteroarylene group.

2. The organic electroluminescent device according to claim 1, characterized in that: The Ar1 is selected from any one of the following groups: The R a , R b independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracene any one or more of phenyl, phenanthryl, triphenylene, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furanyl, thienyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, and silyl; when substituted by multiple substituents, the multiple substituents are the same or different from each other; The ring A is selected from a substituted or unsubstituted C3-C15 alicyclic group; Said R3, R4, R5, and R6 are independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted following groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthrenyl, triphenylene, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indole, 1,2-dole-2-yl, 1,2-dole-3-yl, 1,2-dole-4-yl, 1,2-dole-5-yl, 1,2-dole-6-yl, 1,2-dole-7-yl, 1,2-dole-8-yl, 1,2-dole-9-yl, 1,2-dole-11-yl, 1,2-dole-12-yl, 1,2-dole-13-yl, 1,2-dole-2 Any one or more of dolyl, furyl, thienyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, and silyl. When substituted by multiple substituents, the multiple substituents are the same or different from each other; or the two adjacent R3s, two R4s, two R5s, and two R6s are interconnected to form a substituted or unsubstituted ring; c is independently selected from 0, 1, 2, 3, or 4; d is independently selected from 0, 1, 2, 3, or 4; e is independently selected from 0, 1, 2, 3, or 4; f is independently selected from 0, 1, 2, 3, or 4; The Y is selected from an O atom, a S atom, C(R7 R8) or N(R9); The Y3 is selected from O atoms, S atoms, C (R 44 R 45 ) or N(R 46 ); R7, R8, R 44 , R 45 independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthrenyl, triphenylene, pyridyl, pyrimidine any one or more of 1,2-dimethyl-1,2-dihydro ... 44 and R 45 are connected to each other to form a substituted or unsubstituted ring; R9, R 46 independently selected from hydrogen, deuterium, or any one of the following substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthrenyl, triphenylene, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furanyl, thienyl, benzofuranyl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, and silyl. When substituted by multiple substituents, the multiple substituents may be the same or different from each other.

3. The organic electroluminescent device according to claim 1, characterized in that: The Ar1 is selected from any one of the following groups: Said R3, R4, R5, R6 are independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted following groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, benzyl, phenyl, biphenyl, naphthyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthrenyl, triphenylene, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furanyl, thienyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbo any one or more of oxazolyl and silyl, when substituted by multiple substituents, the multiple substituents are the same or different; or the two adjacent R3, two R4, two R5, and two R6 are connected to each other to form a substituted or unsubstituted ring; wherein the substituent in "substituted or unsubstituted" is selected from one or more of deuterium, cyano, fluorine, trifluoromethyl, trimethylsilyl, triethylsilyl, triphenylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, deuterated methyl, deuterated tert-butyl, deuterated isopropyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, deuterated phenyl, deuterated biphenyl, deuterated naphthyl, pyridyl, pyrimidinyl, quinolyl, isoquinolyl, and quinoxalinyl; R7, R8, R 44 , R 45 independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthrenyl, triphenylene, pyridyl, pyrimidine any one or more of 1,2-dimethyl-1,2-dihydro ... 44 and R 45 are interconnected to form a substituted or unsubstituted ring; wherein the substituent in "substituted or unsubstituted" is selected from one or more of deuterium, cyano, fluorine, trifluoromethyl, trimethylsilyl, triethylsilyl, triphenylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, deuterated methyl, deuterated tert-butyl, deuterated isopropyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, deuterated phenyl, deuterated biphenyl, deuterated naphthyl, pyridyl, pyrimidinyl, quinolyl, isoquinolyl, and quinoxalinyl; R9, R 46 independently selected from hydrogen, deuterium, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthrenyl, triphenylene, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furanyl, thienyl, benzofuranyl, benzothiophenyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, any one of the silyl groups, when substituted by a plurality of substituents, the plurality of substituents are the same or different from each other; wherein the substituents in "substituted or unsubstituted" are selected from one or more of deuterium, cyano, fluorine, trifluoromethyl, trimethylsilyl, triethylsilyl, triphenylsilyl, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, deuterated methyl, deuterated tert-butyl, deuterated isopropyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, phenyl, biphenyl, naphthyl, deuterated phenyl, deuterated biphenyl, deuterated naphthyl, pyridyl, pyrimidinyl, quinolyl, isoquinolyl, and quinoxalinyl; The R c any one or more selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, naphthyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthrenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furanyl, thienyl, benzofuranyl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, silyl, in the case of being substituted by multiple substituents, the multiple substituents are the same or different from each other; The c is independently selected from 0, 1, 2, 3 or 4; the d is independently selected from 0, 1, 2, 3 or 4; the e is independently selected from 0, 1, 2, 3 or 4; the f is independently selected from 0, 1, 2, 3 or 4; the e1 is independently selected from 0, 1, 2, 3, 4 or 5; the e2 is independently selected from 0, 1, 2, 3, 4, 5, 6 or 7; the e3 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; the e4 is independently selected from 0, 1, 2, 3, 4 , 5, 6, 7, 8, 9, 10 or 11; said e5 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15; said e6 is independently selected from 0, 1, 2 or 3; said e7 is independently selected from 0, 1, 2, 3, 4, 5 or 6; said e8 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said e9 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; said e 10 is independently selected from 0, 1 or 2; said e 11 independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14; said f1 is independently selected from 0, 1, 2, 3, 4 or 5; said f2 is independently selected from 0, 1, 2, 3, 4, 5, 6 or 7; said f3 is independently selected from 0, 1, 2 or 3; said f4 is independently selected from 0, 1, 2, 3, 4, 5 or 6; said f5 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said f6 is independently selected from 0, 1 or 2; said f7 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10.

4. The organic electroluminescent device according to claim 1, characterized in that: The Ar2 is selected from any one of the following groups or groups shown in Formula 1-3 or a combination thereof: The R 10 are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; or the two adjacent R 10 are connected to each other to form a substituted or unsubstituted ring; said g1 is independently selected from 0, 1, 2, 3, 4 or 5; said g2 is independently selected from 0, 1, 2, 3, 4, 5, 6 or 7; said g3 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; said g4 is independently selected from 0, 1, 2, 3 or 4; said g5 is independently selected from 0, 1 or 2; said g6 is independently selected from 0, 1, 2 or 3; The ring B is selected from a substituted or unsubstituted C3-C15 alicyclic group; The ring D is selected from a substituted or unsubstituted C3-C15 alicyclic group; X1 is selected from O atom, S atom, C(R 11 R 12 ) or N(R 13 ); The R 11 , R 12 Any one independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; The R 13 Any one selected from hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic group, substituted or unsubstituted silyl group, substituted or unsubstituted C6-C30 aryl group, fused ring group of substituted or unsubstituted C3-C15 alicyclic ring and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl group.

5. The organic electroluminescent device according to claim 1, characterized in that: The formula 1-3 is selected from any one of the following groups: The X is selected from an O atom, a S atom or a N(R d ); Said R1 is the same or different selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted following groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydro Any one or more of naphthyl, anthracenyl, phenanthryl, triphenylene, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furanyl, thienyl, benzofuranyl, benzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, and silyl; when substituted by multiple substituents, the multiple substituents are the same or different; said a is independently selected from 1 or 2; The R2 is the same or different selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted following groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthrenyl, triphenylene, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furanyl, thienyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothiophenyl, Any one or more of benzothiophenyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, and silyl, when substituted by multiple substituents, the multiple substituents are the same or different; or the two adjacent R2s are connected to each other to form a substituted or unsubstituted ring; the b is independently selected from 0, 1, 2, 3 or 4; the b1 is independently selected from 0, 1, 2, 3, 4 or 5; the b2 is independently selected from 0, 1 or 2; the b3 is independently selected from 0, 1, 2, 3, 4, 5 or 6; the b4 is independently selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the b5 is independently selected from 0, 1, 2, 3, 4 or 5; the b6 is independently selected from 0, 1, 2, 3, 4, 5, 6 or 7; The R d selected from hydrogen, deuterium, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl, phenanthrenyl, Any one of triphenylene, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furanyl, thienyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl and silyl, when substituted with multiple substituents, the multiple substituents are the same or different from each other.

6. The organic electroluminescent device according to claim 1, characterized in that: The L1, L2, and L3 are independently selected from a single bond or any one of the following groups or combinations thereof: The v is selected from CH or N atoms the same or differently; the v at the bonding site is selected from C; Said n is selected from 1, 2, 3, 4 or 5; The R 14 The same or different groups are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 alicyclic group, substituted or unsubstituted C6-C30 aryl group, fused ring group of substituted or unsubstituted C3-C15 alicyclic ring and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl group; The ring E is selected from a substituted or unsubstituted C3-C15 alicyclic group; The Y1 is independently selected from an O atom, a S atom, a C(R 15 R 16 ) or N(R 24 ); The Y2 is independently selected from an O atom, a S atom or a N(R 17 ); The R 15 , R 16 is independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 alicyclic, substituted or unsubstituted C6-C18 aryl, substituted or unsubstituted C2-C18 heteroaryl; or said R 15 and R 16 are connected to each other to form a substituted or unsubstituted ring; The R 17 , R 24 Any one independently selected from hydrogen, deuterium, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C3-C12 alicyclic group, substituted or unsubstituted C6-C30 aryl group, substituted or unsubstituted C2-C30 heteroaryl group; The h1 is independently selected from 0, 1, 2, 3 or 4; the h2 is independently selected from 0, 1, 2 or 3; and the h3 is independently selected from 0, 1 or 2.

7. The organic electroluminescent device according to claim 1, characterized in that: The compound represented by Formula 1 is selected from any one of the following chemical structures:

8. The organic electroluminescent device according to claim 1, characterized in that: The hole transport region contains a compound represented by Formula 2, Wherein, Ar4 is selected from the group shown in Formula 2-1 or the group shown in Formula 2-2; The R m , R n independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; or the adjacent R m and R n are connected to each other to form a substituted or unsubstituted ring; The R 21 , R 22 Any one independently selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; or the two adjacent R 21 Between the two R 22 are connected to each other to form a substituted or unsubstituted ring; said p is independently selected from 0, 1, 2, 3 or 4; said q is independently selected from 0, 1, 2, 3 or 4; W is selected from a single bond, an O atom, a S atom, a C(R 27 R 28 ) or N(R 29 ); The R 27 , R 28 independently selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; or the adjacent R 27 and R 28 are connected to each other to form a substituted or unsubstituted ring; The R 29 Any one selected from hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic group, substituted or unsubstituted silyl group, substituted or unsubstituted C6-C30 aryl group, fused ring group of substituted or unsubstituted C3-C15 alicyclic ring and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl group; The Ar5 is selected from the group shown in Formula 2-3; the Ar6 is selected from the group shown in Formula 2-4; The T1 is selected from an O atom or a S atom; The u is independently selected from N or C(R 18 ); u at the bonding site is selected from C; The R 18 are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; or the two adjacent R 18 are connected to each other to form a substituted or unsubstituted ring; T2 is selected from O atoms, S atoms or N (R 19 ); The t is independently selected from N or C(R 20 );t at the bonding site is selected from C; The R 19 Any one selected from hydrogen, deuterium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic group, substituted or unsubstituted silyl group, substituted or unsubstituted C6-C30 aryl group, fused ring group of substituted or unsubstituted C3-C15 alicyclic ring and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl group; The R 20 are selected from any one of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl; or the two adjacent R 20 are connected to each other to form a substituted or unsubstituted ring; The R 30 are selected from the group consisting of hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 alicyclic, substituted or unsubstituted silyl, substituted or unsubstituted C6-C30 aryl, fused ring of substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring, substituted or unsubstituted C2-C30 heteroaryl, the j is selected from 0, 1 or 2; The L4, L5, and L6 are independently selected from any one of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C3-C15 alicyclic and C6-C30 aromatic ring condensed sub-ring group, and a substituted or unsubstituted C2-C30 heteroarylene group.

9. The organic electroluminescent device according to claim 8, characterized in that: The Ar5 is selected from any one of the following groups: The R 18 the same or different selected from hydrogen, deuterium, cyano, halogen, nitro, substituted or unsubstituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, anthracenyl , phenanthryl, triphenylene, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, indolyl, furanyl, thienyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, carbazolyl, any one or more thereof, when substituted by multiple substituents, the multiple substituents are the same or different; or the two adjacent R 18 are connected to each other to form a substituted or unsubstituted ring; the k is selected from 0, 1, 2, 3 or 4; the k1 is selected from 0, 1, 2 or 3; the k2 is selected from 0, 1 or 2; the k3 is selected from 0, 1, 2, 3, 4, 5 or 6.

10. The organic electroluminescent device according to claim 8 or 9, characterized in that: The first hole transport layer is located between the anode and the cathode, the second hole transport layer is located between the first hole transport layer and the cathode, the first hole transport layer contains the compound shown in Formula 1, and the second hole transport layer contains the compound shown in Formula 2; or, the first hole transport layer contains the compound shown in Formula 2, and the second hole transport layer contains the compound shown in Formula 1.

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