An organic electroluminescent device

Abstract

The present invention provides an organic electroluminescent device, and relates to the technical field of organic electroluminescent. The organic electroluminescent device of the present invention comprises an anode, an organic layer and a cathode, 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, and the electron transport region is located between the cathode and the light-emitting layer, wherein the hole transport region contains a carbazole derivative shown in Formula 1, and wherein the electron transport region contains a heterocyclic derivative shown in Formula 2. The device of the present invention has better carrier transport performance, better stability and better matching degree in terms of compound properties because the carbazole derivative in the hole transport region and the heterocyclic derivative in the electron transport region have better carrier transport performance, better stability and better matching degree in terms of compound properties, so the organic electroluminescent device shows more excellent photoelectric performance, which is specifically manifested in higher luminous efficiency and longer service life.

Description

Technical Field

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

[0002] Organic Light-Emitting Diode (OLED) is a new generation of self-luminous display technology. In recent years, major domestic and foreign companies and research institutions have been continuously strengthening their research on OLED technology. OLED technology has become more mature and complete. Because of its many advantages such as light weight, wide viewing angle, fast response speed, high resolution and good color purity, it is not only widely used in the field of electronic products, but also in many fields such as commerce, transportation and medical care. Therefore, OLED has broad development prospects and huge market potential.

[0003] Organic light-emitting phenomenon refers to the phenomenon of converting electrical energy into light energy using organic materials. The principle of light emission is: the electrons injected from the cathode and the holes injected from the anode recombine in the light-emitting layer under the drive of an external driving voltage to produce excitons. In the process of the excitons transitioning back to the ground state, energy will be released in the form of light, resulting in light emission. The structure of an organic light-emitting device may include a cathode, an anode, and one or more organic layers placed between and outside the cathode and anode. The organic layer is generally multi-layered, including a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and a covering layer. Because the multi-layer structure is a structure with excellent performance, this structure can give full play to the role of each organic layer, reduce the injection barrier of holes and electrons, and allow electrons and holes to be injected into the device at a lower driving voltage, thereby improving the stability, luminescence efficiency and service life of the organic light-emitting device.

[0004] In order to make the organic electroluminescent device have a lower driving voltage, higher luminous efficiency and longer service life, it is necessary to form the organic functional layer materials of the device (for example, hole transport region materials, luminescent materials, electron transport region materials, etc.) with good performance and mutually matching energy levels. The hole transport region material and the electron transport region material are two very important parts of the OLED material, and should have advantages such as good film forming properties and thermal stability, higher carrier mobility or having energy levels that match the luminescent layer. However, most of the current organic electroluminescent devices have poor performance or poor matching of the hole transport region material and / or the electron transport region material, resulting in poor performance of the organic electroluminescent device. Therefore, it is imperative to solve the above problems and develop an improved organic electroluminescent device. Summary of the invention

[0005] In view of the problems existing in the prior art, the present invention provides an organic electroluminescent device.

[0006] The present invention provides an organic electroluminescent device, which comprises an anode, an organic layer and a cathode in sequence, 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, and the electron transport region is located between the cathode and the light-emitting layer, wherein the hole transport region contains a carbazole derivative shown in Formula 1, and wherein the electron transport region contains a heterocyclic derivative shown in Formula 2.

[0007]

[0008] The n is selected from 1, 2, 3 or 4, the R is the same or different and is selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups, or two adjacent groups are bonded to form a ring; Contains at least one deuterium;

[0009] The Ar1 and Ar2 are independently selected from one of the following groups:

[0010]

[0011] The a is selected from 0, 1, 2, 3, 4 or 5, the b is the same or different and is selected from 0, 1, 2, 3 or 4, the R a , R b The same or different groups are selected from hydrogen, deuterium, tritium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, or two adjacent groups are bonded to form a ring;

[0012] The R1s are the same or different and are selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused rings, or two R1s are bonded to form a ring;

[0013] The L1 and L2 are independently selected from a single bond, a substituted or unsubstituted C6-C30 arylene group;

[0014] Ar is selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups;

[0015] The n0 is the same or different and is selected from 0, 1, 2, 3 or 4, and the R0 is the same or different and is selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups, or two adjacent groups are bonded to form a ring;

[0016]

[0017] The A is selected from one of the following groups:

[0018]

[0019] The R2s are the same or different and are selected from one of hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups;

[0020] The X1 is selected from O, S, C(R x1 )2、Si(R x1 )2 or N(R x1 ), the R x1 The same or different one selected from hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups;

[0021] The c and d are independently selected from 0, 1, 2, 3 or 4, and the R c , R d Independently selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 aromatic heteroyl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring, or two adjacent groups bonded to form a ring;

[0022] When there are two or more R cWhen two or more R c are the same or different from each other; when there are two or more R d When two or more R d the same as or different from each other;

[0023] The X is selected from O, S or N (R x ), the R x One selected from hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups;

[0024] The Y is the same or different and is selected from N or C (R y ), the R y The same or different ones are selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups, or two adjacent groups are bonded to form a ring;

[0025] The R y0 One selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups;

[0026] The m is selected from 0, 1, 2, 3, 4 or 5,

[0027] The L's are the same or different and are selected from a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C3-C30 heteroarylene group, a substituted or unsubstituted C7-C30 alicyclic ring and a fused ring of an aromatic ring.

[0028] Beneficial effects: The organic electroluminescent device of the present invention exhibits more excellent photoelectric performance, specifically, higher luminous efficiency and longer service life, because the carbazole derivatives shown in Formula 1 in the hole transport region and the heterocyclic derivatives shown in Formula 2 in the electron transport region have better carrier transport performance, better stability and better matching degree in terms of compound properties. DETAILED DESCRIPTION

[0029] The present invention is further explained below in conjunction with specific embodiments. It should be understood that these embodiments are only used to illustrate the present invention and are not used to limit the scope of the present invention. After reading the present invention, various equivalent forms of modifications to the present invention by those skilled in the art all fall within the scope of protection required by this application.

[0030] In this specification, when the position of a substituent on an aromatic ring is not fixed, it means that it can be connected to any of the corresponding optional positions of the aromatic ring. For example, Can be expressed And so on.

[0031] In this specification, when a substituent or a bond at a connection site runs through two or more rings, it indicates that it can be connected to any of the two or more rings, specifically, it can be connected to any of the corresponding optional sites of the ring. For example, Can be expressed Can be expressed And so on.

[0032] In the present invention, "two adjacent groups are bonded to form a ring" means that adjacent groups are bonded to each other and optionally aromatized to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocycle. The hydrocarbon ring can be an aliphatic hydrocarbon ring or an aromatic hydrocarbon ring. The heterocycle can include an aliphatic heterocycle or an aromatic heterocycle. The aliphatic hydrocarbon ring can be a saturated aliphatic hydrocarbon ring or an unsaturated aliphatic hydrocarbon ring, and the aliphatic heterocycle can be a saturated aliphatic heterocycle or an unsaturated aliphatic heterocycle. The hydrocarbon ring and the heterocycle 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. The following example is shown:

[0033]

[0034] In the present invention, the ring formed by connection can be a five-membered ring or a six-membered ring or a condensed ring, such as benzene, naphthalene, cyclopentane, cyclohexane, cyclopentene, cyclohexene, tetralin, dihydroindene, dihydronaphthalene, indene, phenanthrene, triphenylene, fluorene, pyridine, pyrimidine, dibenzofuran, dibenzothiophene, but is not limited thereto.

[0035] The "C1-C15" in the "substituted or unsubstituted C1-C15 alkyl" of the present invention represents the number of carbon atoms in the unsubstituted "alkyl", excluding the number of carbon atoms in the substituent. The "C6-C30" in the "substituted or unsubstituted C6-C30 aryl" represents the number of carbon atoms in the unsubstituted "aryl", excluding the number of carbon atoms in the substituent. The "C7-C30" in the "substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring group" represents the number of carbon atoms in the unsubstituted "alicyclic and aromatic fused ring group", excluding the number of carbon atoms in the substituent. And so on.

[0036] When the number of carbon atoms of the chain alkyl group described in the present invention is three or more, it includes its isomers, for example, propyl group includes n-propyl group and isopropyl group; butyl group includes n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, and so on.

[0037] The "unsubstituted" in the "substituted or unsubstituted" of the present invention means that the hydrogen atom on the group is not replaced by any substituent. The "substituted" in the "substituted or unsubstituted" of the present invention means that at least one hydrogen atom on the group is replaced by a substituent. When multiple hydrogen atoms are replaced by multiple substituents, the multiple substituents may be the same or different. The position of the hydrogen atoms replaced by the substituents may be any position. The substituent group represented by "substituted" in the above "substituted or unsubstituted" is selected from one of the following groups: deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring group, specifically selected from the following groups: deuterium, tritium, cyano, halogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl , adamantyl, bornyl, norbornyl, isobornyl, fenchyl, phenyl, biphenyl, terphenyl, naphthyl, tetrahydronaphthyl, indenyl, dihydronaphthyl, indenyl, benzocyclopropanyl, benzocyclobutanyl, benzocyclobutenyl, benzocycloheptyl, benzocycloheptenyl, benzocyclooctanyl, phenanthrene, triphenylene, anthracenyl, pyrenyl, fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, phenanthroline, benzoquinolyl, benzoisoquinolyl, etc.

[0038] The halogen described in the present invention includes fluorine, chlorine, bromine and iodine.

[0039] The alkyl group described in the present invention refers to a monovalent group formed by missing a hydrogen atom from an alkane molecule. The number of carbon atoms of the alkyl group is C1 to C15, preferably C1 to C10, and more preferably C1 to C6. 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, etc.

[0040] The cycloalkyl group of the present invention refers to a monovalent group formed by removing a hydrogen atom from a cycloalkane molecule. The number of carbon atoms of the cycloalkyl group is C3 to C15, preferably C3 to C10, and more preferably C3 to C7. Examples of the cycloalkyl group include, but are not limited to, the following groups: cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, bornyl, norbornyl, isobornyl, fenchyl, etc.

[0041] The aryl group described in the present invention refers to a monovalent group formed by removing a hydrogen atom from the carbon of an aromatic hydrocarbon molecule. The number of carbon atoms of the aryl group is C6 to C30, preferably C6 to C18, and more preferably C6 to C12. The aryl group includes a monocyclic aryl group, a polycyclic aryl group, and a condensed ring aryl group. Examples of the aryl group include, but are not limited to, the following groups: phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl, fluorenyl, benzofluorenyl, dibenzofluorenyl, spirobifluorenyl, benzospirobifluorenyl, dibenzospirobifluorenyl, spiroanthracenyl, etc.

[0042] The heteroaryl group of the present invention refers to a monovalent group in which at least one carbon atom in the aromatic group is replaced by a heteroatom. The number of carbon atoms of the heteroaryl group is C3 to C30, preferably C3 to C12, and more preferably C3 to C7. The heteroatom is selected from O, S, N, Si, B, P, etc., but is not limited thereto. Examples of the heteroaryl group include, but are not limited to, the following groups: carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furyl, dibenzofuranyl, benzodibenzofuranyl, thienyl, dibenzothienyl, benzodibenzothienyl, spirofluorene xanthracene, spirofluorene thioxanthracene, acridinyl, phenothiazinyl, phenoxazinyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, phenanthroline, benzoquinolyl, benzisoquinolyl, etc.

[0043] The fused ring group of the alicyclic ring and the aromatic ring described in the present invention refers to a monovalent group formed by condensing the alicyclic ring and the aromatic ring together with one hydrogen atom less. The carbon number of the fused ring group of the alicyclic ring and the aromatic ring is C7-C30, preferably C7-C20, and more preferably C7-C15. The carbon number of the alicyclic ring is C3-C15, preferably C3-C10. The carbon number of the aromatic ring is C6-C20, preferably C6-C15. Examples of the fused ring group of the alicyclic ring and the benzene ring include, but are not limited to, the following groups, tetrahydronaphthyl, dihydroindenyl, dihydronaphthyl, indenyl, benzocyclopropane, benzocyclobutane, benzocyclobutenyl, benzocycloheptane, benzocycloheptenyl, benzocyclooctanyl, acenaphthene, etc.

[0044] The arylene group described in the present invention refers to a divalent group formed by removing two hydrogen atoms from the carbon in the aromatic hydrocarbon molecule. The number of carbon atoms of the arylene group is C6 to C30, preferably C6 to C18, and more preferably C6 to C12. The arylene group includes a monocyclic arylene group, a polycyclic arylene group, a condensed ring arylene group, or a combination thereof. Examples of the arylene group include, but are not limited to, the following groups, phenylene, biphenylene, terphenylene, quaterphenylene, naphthylene, phenanthrenyl, triphenylene, fluorenyl, benzofluorenyl, spirobifluorenyl, benzospirobifluorenyl, etc.

[0045] The heteroaryl group refers to a divalent group in which at least one carbon atom in the aryl group is replaced by a heteroatom. The number of carbon atoms of the heteroaryl group is C3 to C30, preferably C3 to C12, and more preferably C3 to C7. The heteroatom is selected from O, S, N, Si, B, P, etc., but is not limited thereto. The heteroaryl group includes a monocyclic heteroaryl group, a polycyclic heteroaryl group, a condensed ring heteroaryl group, or a combination thereof. Examples of the heteroaryl group include, but are not limited to, the following groups, carbazolyl, benzocarbazolyl, dibenzofuranyl, dibenzothienyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, phenanthroline, benzoquinolyl, benzoisoquinolyl, etc.

[0046] The present invention provides an organic electroluminescent device, which comprises an anode, an organic layer and a cathode in sequence, 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, and the electron transport region is located between the cathode and the light-emitting layer, wherein the hole transport region contains a carbazole derivative shown in Formula 1, and wherein the electron transport region contains a heterocyclic derivative shown in Formula 2.

[0047]

[0048] The n is selected from 1, 2, 3 or 4, the R is the same or different and is selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups, or two adjacent groups are bonded to form a ring; Contains at least one deuterium;

[0049] The Ar1 and Ar2 are independently selected from one of the following groups:

[0050]

[0051] The a is selected from 0, 1, 2, 3, 4 or 5, the b is the same or different and is selected from 0, 1, 2, 3 or 4, the R a , R b The same or different groups are selected from hydrogen, deuterium, tritium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, or two adjacent groups are bonded to form a ring;

[0052] The R1s are the same or different and are selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused rings, or two R1s are bonded to form a ring;

[0053] The L1 and L2 are independently selected from a single bond, a substituted or unsubstituted C6-C30 arylene group;

[0054] Ar is selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups;

[0055] The n0 is the same or different and is selected from 0, 1, 2, 3 or 4, and the R0 is the same or different and is selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups, or two adjacent groups are bonded to form a ring;

[0056]

[0057] The A is selected from one of the following groups:

[0058]

[0059] The R2s are the same or different and are selected from one of hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups;

[0060] X1 is selected from O, S, C(R x1)2、Si(R x1 )2 or N(R x1 ), the R x1 The same or different one selected from hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups;

[0061] The c and d are independently selected from 0, 1, 2, 3 or 4, and the R c , R d Independently selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 aromatic heteroyl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring, or two adjacent groups bonded to form a ring;

[0062] When there are two or more R c When two or more R c are the same or different from each other; when there are two or more R d When two or more R d the same as or different from each other;

[0063] The X is selected from O, S or N (R x ), the R x One selected from hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups;

[0064] The Y is the same or different and is selected from N or C (R y ), the R y The same or different ones are selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups, or two adjacent groups are bonded to form a ring;

[0065] The R y0One selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups;

[0066] The m is selected from 0, 1, 2, 3, 4 or 5,

[0067] The L's are the same or different and are selected from a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C3-C30 heteroarylene group, a substituted or unsubstituted C7-C30 alicyclic ring and a fused ring of an aromatic ring.

[0068] Preferably, the heterocyclic derivative represented by Formula 2 is selected from one of the structures shown below:

[0069]

[0070] Preferably, the The same or different ones are selected from one of the following groups,

[0071]

[0072] The n1 is selected from 0, 1, 2, 3, 4, 5 or 6; the n2 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the n3 is selected from 0, 1, 2, 3 or 4; the n4 is selected from 0, 1 or 2; the n5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the n6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12;

[0073] Said R, R' are independently selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted benzocycloheptenyl, substituted or unsubstituted benzocyclooctyl;

[0074] Said Contains at least one deuterium.

[0075] Preferably, the Selected from one of the following groups,

[0076]

[0077]

[0078] The n1 is selected from 0, 1, 2, 3, 4, 5 or 6; the n2 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the n3 is selected from 0, 1, 2, 3 or 4; the n4 is selected from 0, 1 or 2; the n5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the n6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12;

[0079] Said R, R' are independently selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted benzocycloheptenyl, substituted or unsubstituted benzocyclooctyl;

[0080] Said Contains at least one deuterium.

[0081] Preferably, the There is at least one, two, three, four, five, six, seven, eight, nine, ten, eleven, twelve, thirteen, fourteen, fifteen, sixteen, seventeen, eighteen, nineteen, twenty, twenty-one, twenty-two, twenty-three, twenty-four, twenty-five deuterium in the mixture.

[0082] Preferably, Ar1 and Ar2 are independently selected from one of the following groups:

[0083]

[0084]

[0085] a is selected from 0, 1, 2, 3, 4 or 5; a1 is selected from 0, 1, 2, 3 or 4; a2 is selected from 0, 1, 2 or 3; a3 is selected from 0, 1, 2, 3, 4, 5, 6 or 7;

[0086] The R a the same or different ones selected from hydrogen, 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 cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl;

[0087] The R1's are the same or different and are selected from one of hydrogen, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, and substituted or unsubstituted norbornyl;

[0088] b is selected from 0, 1, 2, 3 or 4; b' is selected from 0, 1, 2 or 3; b1 is selected from 0, 1, 2, 3, 4 or 5; b2 is selected from 0, 1, 2, 3, 4, 5 or 6; b3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; b4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; b5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12;

[0089] The R b1 the same or different selected from hydrogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, or two adjacent groups are bonded to form a ring;

[0090] The R bindependently selected from one of hydrogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, and substituted or unsubstituted naphthyl.

[0091] Preferably, the One selected from the following groups,

[0092]

[0093] R is selected from one of hydrogen, deuterium, tritium, 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 cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropane, substituted or unsubstituted benzocyclobutane, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptane, substituted or unsubstituted benzocycloheptenyl;

[0094] The f1 is selected from 0, 1, 2, 3 or 4; the f2 is selected from 0, 1, 2, 3, 4, 5 or 6; the f3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the f4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8;

[0095] The R0 is the same or different and is selected from hydrogen, deuterium, tritium, 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 cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted benzyl, The invention can be selected from the group consisting of substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl and substituted or unsubstituted benzocycloheptenyl.

[0096] Preferably, the One selected from the following groups,

[0097]

[0098] The X is selected from O, S or N (R x ), the R xselected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted anthracenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted benzospirobifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted benzodibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted benzodibenzothiophenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted phenanthroline, substituted or unsubstituted benzoquinolyl, substituted or unsubstituted benzoisoquinolyl;

[0099] The R y , R y0and independently selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted unsubstituted anthracenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted benzospirobifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted benzodibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted benzodibenzothiophenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted pyrrolidone ... one of pyridinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted phenanthroline, substituted or unsubstituted benzoquinolyl and substituted or unsubstituted benzoisoquinolyl;

[0100] The y is selected from 0, 1, 2, 3 or 4; the y1 is selected from 0, 1, 2 or 3; the y2 is selected from 0, 1 or 2; the y3 is selected from 0, 1, 2, 3, 4, 5 or 6; the y4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the y5 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the y6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; the y7 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; the y8 is selected from 0, 1, 2, 3, 4 or 5; the y9 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12.

[0101] Preferably, the One selected from the following groups,

[0102]

[0103]

[0104]

[0105] The X is selected from O, S or N (R x ), the R x is selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl, substituted or unsubstituted adamantyl, substituted or unsubstituted camphenyl, substituted or unsubstituted norbornyl, substituted or unsubstituted isobornyl, substituted or unsubstituted fencyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted anthracenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted benzospirobifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted benzodibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted benzodibenzothiophenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted one of substituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted phenanthroline, substituted or unsubstituted benzoquinolyl and substituted or unsubstituted benzoisoquinolyl;

[0106] The R y , R y0The radicals are independently selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl, substituted or unsubstituted adamantyl, substituted or unsubstituted camphenyl, substituted or unsubstituted norbornyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl, substituted or unsubstituted adamantyl, substituted or unsubstituted camphenyl, substituted or unsubstituted norbornyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl, substituted or unsubstituted cyclohex ... substituted isobornyl, substituted or unsubstituted fencyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted substituted or unsubstituted triphenylene, substituted or unsubstituted anthracenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted benzospirobifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted benzodibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted benzodibenzothiophenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted pyridinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted phenanthroline, substituted or unsubstituted benzoquinolyl, substituted or unsubstituted benzoisoquinolyl;

[0107] wherein said y is selected from 0, 1, 2, 3 or 4; said y1 is selected from 0, 1, 2 or 3; said y2 is selected from 0, 1 or 2; said y3 is selected from 0, 1, 2, 3, 4, 5 or 6; said y4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; said y5 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; said y6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; said y7 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; said y8 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15 or 16; said y9 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12; said y10 is selected from 0, 1, 2, 3, 4 or 5.

[0108] Preferably, A is selected from one of the following groups:

[0109]

[0110]

[0111] The R2's are the same or different and are selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, and substituted or unsubstituted norbornyl;

[0112] The Rc1 are the same or different and are selected from one of hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted benzocycloheptenyl, or two adjacent groups are bonded to form a ring;

[0113] The R c , R dand independently selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydroindanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzo one of cyclopropane, substituted or unsubstituted benzocyclobutane, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted phenanthroline, substituted or unsubstituted benzoquinolyl, and substituted or unsubstituted benzisoquinolyl;

[0114] The c is selected from 0, 1, 2, 3 or 4; the c' is selected from 0, 1, 2 or 3; the c1 is selected from 0, 1, 2, 3, 4 or 5; the c2 is selected from 0, 1, 2, 3, 4, 5 or 6; the c3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the c4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the c5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12;

[0115] The d is selected from 0, 1, 2, 3 or 4; the d1 is selected from 0, 1, 2, 3, 4, 5 or 6; the d2 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10;

[0116] The X1 is selected from O, S, C(R x1 )2、Si(R x1 )2 or N(R x1 ), the R x1The same or different radicals are selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropanyl, substituted or unsubstituted cyclobutanyl, substituted or unsubstituted cyclopentanyl, substituted or unsubstituted cyclohexanyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, and substituted or unsubstituted benzocycloheptenyl.

[0117] Preferably, the L are the same or different and are selected from a single bond or one of the groups shown below,

[0118]

[0119] The E is the same or different and is selected from N or C (R e ), the R e The same or different ones are selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 aromatic heteroyl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups, or two adjacent groups are bonded to form a ring.

[0120] Preferably, the L are the same or different and are selected from a single bond or one of the groups shown below,

[0121]

[0122] The Re are the same or different and are selected from one of hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted pentyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolyl, and substituted or unsubstituted isoquinolyl;

[0123] The e1 is selected from 0, 1, 2, 3 or 4; the e2 is selected from 0, 1, 2, 3, 4, 5 or 6; the e3 is selected from 0, 1, 2, 3, 4 or 5; the e4 is selected from 0, 1, 2 or 3; the e5 is selected from 0, 1 or 2; the e6 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the e7 is selected from 0, 1, 2, 3, 4, 5, 6 or 7.

[0124] Preferably, the hole transport region comprises one of a hole injection layer and a hole transport layer, and at least one of the hole injection layer and the hole transport layer comprises the carbazole derivative shown in Formula 1.

[0125] Preferably, the hole transport region comprises a hole transport layer, and the hole transport layer comprises a carbazole derivative represented by Formula 1.

[0126] Preferably, the electron transport region contains at least one of a hole blocking layer and an electron transport layer, and at least one of the hole blocking layer and the electron transport layer contains the heterocyclic derivative shown in Formula 2.

[0127] Preferably, the electron transport region contains a hole blocking layer, and the hole blocking layer contains a heterocyclic derivative shown in Formula 2.

[0128] Preferably, the carbazole derivative represented by Formula 1 is selected from one of the structures shown below:

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141]

[0142]

[0143]

[0144]

[0145]

[0146]

[0147]

[0148]

[0149]

[0150]

[0151]

[0152] Some specific chemical structures of the carbazole derivatives shown in Formula 1 of the present invention are listed above, but the present invention is not limited to these listed chemical structures, and all the structures shown in Formula 1 as the basis and the substituents are the groups defined above should be included.

[0153] Preferably, the heterocyclic derivative represented by Formula 2 is selected from one of the structures shown below:

[0154]

[0155]

[0156]

[0157]

[0158]

[0159]

[0160]

[0161]

[0162]

[0163]

[0164]

[0165]

[0166]

[0167]

[0168]

[0169]

[0170]

[0171]

[0172]

[0173]

[0174] Some specific chemical structures of the heterocyclic derivatives shown in Formula 2 of the present invention are listed above, but the present invention is not limited to these listed chemical structures, and all those based on the structure shown in Formula 2 and having substituents as defined above should be included.

[0175] The organic electroluminescent device of the present invention may also include functional layers such as a covering layer in addition to a hole transport region, a light-emitting layer, and an electron transport region. All functional layers having hole injection and / or transport properties, electron injection and / or transport properties, or light extraction properties should be included. The hole transport region described in the present invention contains one or more layers of a hole injection layer and a hole transport layer. The electron transport region described in the present invention contains one or more layers of a hole blocking layer, an electron transport layer, and an electron injection layer. Each functional layer may be composed of a single-layer thin film or a multi-layer thin film, and each thin film layer may be composed of only one material or a plurality of materials.

[0176] The present invention has no particular limitation on the materials of the thin films in the organic electroluminescent device, and materials known in the art can be used. The organic functional layers of the organic electroluminescent device mentioned above and the electrodes on both sides of the device are introduced below:

[0177] The anode of the present invention has the function of injecting holes into the organic layer, and preferably has a material with a higher work function. The anode material includes but is not limited to the following materials, metals, metal alloys, metal oxides, conductive polymers, etc. Specific examples may include aluminum (Al), silver (Ag), gold (Au), copper (Cu), platinum (Pt), indium tin oxide (ITO), aluminum zinc oxide (AZO), gallium zinc oxide (GZO), indium zinc oxide (IZO), polyaniline, etc., but are not limited thereto.

[0178] The cathode of the present invention has the function of injecting electrons into the organic layer, and preferably has a material with a lower work function. The cathode material includes but is not limited to the following materials, metals, metal alloys, laminated materials, etc. Specific examples may include aluminum (Al), silver (Ag), copper (Cu), magnesium (Mg), calcium (Ca), magnesium: silver (Mg: Ag), lithium: aluminum (Li: Al), lithium fluoride / aluminum (LiF / Al), sodium chloride / aluminum (NaCl / Al), lithium oxide / aluminum (LiO2 / Al), etc., but are not limited thereto.

[0179] The hole injection layer of the present invention has the function of reducing the potential barrier of hole injection from the anode, so that the holes can be effectively injected from the anode into the device. The hole injection layer material includes but is not limited to the following materials, polycyano conjugated organic matter, phthalocyanine metal complex, aromatic amine derivatives, polymers, etc. Specific examples may include 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene (HAT-CN), pyrazine [2,3-f] [1,10] phenanthroline-2,3-dicarbonitrile (PPDN), titanium phthalocyanine tetraoxide (TiOPC), N4,N4'-(biphenyl-4,4'-diacyl) bis (N4,N4',N4'-triphenylbiphenyl-4,4'- diamine) (TPT1), N,N,N',N'-tetrakis(4-methoxyphenyl)benzidine (MeO-TPD), N1,N1'-(biphenyl-4,4'-diacyl)bis(N1-(naphthalene-1-yl)-N4,N4-diphenyl(1,4-diamine) (NPB-DPA), poly(3,4-ethylenedioxythiophene) (PEDOT) / poly(styrenesulfonic acid) (PSS), etc., but not limited to these.

[0180] The hole transport layer of the present invention has the function of injecting holes and balancing carriers. The hole transport layer material includes but is not limited to the following materials, aromatic amine derivatives, carbazole derivatives, polymers, etc. Specific examples may include N-([1,1'-biphenyl]-4-yl)-N-(4-(dibenzo[b,d]furan-4-yl)phenyl)dibenzo[b,d]furan-4-amine, N,N'-diphenyl-N,N'-(1-naphthyl)-1,1'-biphenyl-4,4'-diamine (NPB), N,N'-bis(phenanthrene-9-yl)-N,N'-bis(phenyl)-benzidine (PAPB), N , N,N',N'-tetraphenylbenzidine (TPB), 2,2'-bis[N,N-bis(biphenyl-4-yl)amino]-9,9-spirobifluorene (2,2'-Spiro-DBP), 9,9'-diphenyl-6-(9-phenyl-9H-carbazole-3-yl)-9H,9'H-3,3'-bicarbazole (Tris-PCz), polyvinylcarbazole (PVC), etc., but not limited to these.

[0181] The light-emitting layer of the present invention, the host material includes but is not limited to the following materials, condensed aromatic ring derivatives, heterocyclic compounds, metal complexes, silicon-containing compounds, etc., and specific examples may include 2-tert-butyl-9,10-di(naphthalene-2-yl)anthracene (TBADN), 9,10-di(naphthalene-2-yl)anthracene (ADN), 4,4'-di[10-(naphthalene-1-yl)anthracene-9-yl]biphenyl, tri[4-(pyrene)-phenyl]amine (TPyPA), 9,9'-diphenyl-9H,9'H-3,3'-biscarbazole (BCzPh), 1,3-bis(carbazole) oxazol-9-yl)benzene (MCP), 4,4'-bis(carbazol-9-yl)biphenyl (CBP), 2-[9,9-bis(4-methylphenyl)-fluorene-2-yl]-9,9-bis(4-methylphenyl)fluorene (BDAF), 2,8-bis(9H-carbazol-9-yl)dibenzo[b,d]thiophene (DCzDBT), tris(6-fluoro-8-hydroxyquinoline)aluminum (6FAlq3), bis(2-methylphenyl)diphenylsilane (UGH-1), triphenyl(4-(9-phenyl-9H-fluorenyl)phenyl)silane (TPSiF), etc., but are not limited thereto.

[0182] The doping material of the light-emitting layer of the present invention includes but is not limited to the following materials: condensed aromatic compounds, metal complexes, styrylamine compounds, aromatic amine derivatives, heterocyclic compounds, and the like. Specific examples may include N1,N6-diphenyl-N1,N6-bis(4-(trimethylsilyl)phenyl)pyrene-1,6-diamine, 2,5,8,11-tetra-tert-butylperylene (TBPe), 10,10'-bis(3,5-bis(trifluoromethyl)phenyl)-9,9'-bianthracene (Ban-(3,5)-CF3), bis(3,5-difluoro-2-(2-pyridyl)phenyl-(2-carboxypyridyl)iridium(III) (FIrPic), tris[2-(p-tolyl)pyridine]iridium(III) (Ir(mppy)3), bis[1-(9,9-dimethyl-9H-fluoren-2-yl)-isoquinoline](acetylacetonate)iridium(III) (Ir(fliq)2(ac ... ac)), 4,4'-bis[4-(di-p-tolylamino)phenylvinyl]biphenyl (DPAVBi), 2,7-bis[4-(diphenylamine)phenylvinyl]-9,9-spirobifluorene (Spiro-BDAVBi), 4,4'-BIS(9-ethyl-3-carbazole)-1,1'-biphenyl (BCzVBi), 2,7-bis{2-[phenyl(m-tolyl)amino]-9,9-dimethyl-fluorene-7-yl}-9,9-dimethylfluorene (MDP3FL), 2,3,6,7-tetrahydro-1,1,7,7,-tetramethyl-1H,5H,11H-10-(2-benzothiazolyl)quinoline[9,9a,1gh]coumarin (C545T), etc., but are not limited thereto.

[0183] The hole blocking layer of the present invention has the function of blocking holes in the light-emitting layer and improving the recombination efficiency of electrons and holes in the light-emitting layer. The hole blocking layer material includes but is not limited to the following materials, imidazole derivatives, phenanthroline derivatives, metal complexes, etc. Specific examples may include 1,3,5-tri(N-phenyl-2-benzimidazole)benzene (TPBi), 4,7-diphenyl-1,10-phenanthroline (Bphen), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq), etc., but are not limited thereto.

[0184] The electron transport layer of the present invention has the function of injecting electrons and balancing carriers. The electron transport layer material includes but is not limited to the following materials, imidazole derivatives, phenanthroline derivatives, pyridine derivatives, triazine derivatives, quinoline derivatives, oxadiazole derivatives, triazole derivatives, metal complexes, etc. Specific examples may include 2-(4-(9,10-di(naphthalene-2-yl)anthracen-2-yl)phenyl)-1-phenyl-1H-benzo[d]imidazole, 2-(4-(9,10-di(naphthalene-2-yl)anthracen-2-yl)phenyl)-1-phenyl-1H-phenanthroline[9,10-d]imidazole (ADN-PAimi), 4,7-diphenyl-1,10-phenanthroline (Bphen), 2,9-(dimethyl)-4,7-biphenyl-1,10-o-phenanthroline (BCP), 1,3-bis[3,5-bis(pyridin-3-yl)phenyl]benzene (BmPy PhB), 2,4,6-tris(3'-(pyridin-3-yl)biphenyl-3-yl)-1,3,5-triazine (TmPPPyTz), 1,3,5-tris(4-(pyridin-4-yl)quinolin-2-yl)benzene (TPyQB), 1,3-bis[5-(4-tert-butylphenyl)-2-[1,3,4]oxadiazolyl]benzene (OXD-7), 4-(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), 8-hydroxyquinoline aluminum (Alq3), 8-hydroxyquinoline lithium (LiQ), etc., but are not limited thereto.

[0185] The electron injection layer of the present invention has the function of reducing the potential barrier of electron injection from the cathode, so that the electrons can be effectively injected into the device from the cathode. The electron injection layer material includes but is not limited to the following materials, metals, metal compounds, metal oxides, etc. Specific examples may include barium (Ba), lithium fluoride (LiF), 8-hydroxyquinoline-lithium (LiQ), sodium fluoride (NaF), cesium chloride (CsCl), lithium oxide (Li2O), molybdenum oxide (MoO3), magnesium oxide (MgO), etc., but are not limited thereto.

[0186] There is no particular limitation on the method for preparing the thin films in the organic electroluminescent device of the present invention, and vacuum evaporation, sputtering, spin coating, spray coating, screen printing, laser transfer, etc. may be used, but are not limited thereto.

[0187] The organic electroluminescent device of the present invention is mainly used in the field of information display technology, and is widely used in various information displays, such as tablet computers, flat-screen TVs, mobile phones, smart watches, digital cameras, VR, vehicle-mounted systems, wearable devices, etc.

[0188] Synthesis Example

[0189] There is no particular limitation on the preparation method of the carbazole derivatives shown in the structural formula 1 of the present invention, and conventional methods known to those skilled in the art can be used. For example, carbon-nitrogen coupling reaction, carbon-carbon coupling reaction, etc. The carbazole derivatives shown in the structural formula 1 of the present invention can be prepared by the synthetic route shown below.

[0190]

[0191] There is no particular limitation on the preparation method of the heterocyclic derivatives represented by formula 2 of the present invention, and conventional methods known to those skilled in the art can be used. For example, carbon-nitrogen coupling reaction, etc. The heterocyclic derivatives represented by formula 2 of the present invention can be prepared by the following synthetic route.

[0192]

[0193] The X's are the same or different and are selected from halogens, such as Cl, Br, I. The Bn is selected from (HO)2B-* or

[0194] Raw materials and reagents: The present invention has no particular restrictions on the raw materials or reagents used in the following synthetic examples, and they can be commercially available products or prepared by preparation methods well known to those skilled in the art. The raw materials and reagents used in the present invention are all reagent-grade.

[0195] Instruments: G2-Si quadrupole tandem time-of-flight high-resolution mass spectrometer (Waters, UK); Vario ELcube organic element analyzer (Elementar, Germany).

[0196] [Synthesis Example 1] Synthesis of Compound 1-14

[0197]

[0198] Preparation of intermediate A-14:

[0199] Under nitrogen protection, a-14 (90.00mmol, 26.29g), b-14 (90.00mmol, 17.59g), tetrakistriphenylphosphine palladium (1.80mmol, 2.08g), potassium carbonate (180.00mmol, 24.88g) and 480mL toluene, 160mL ethanol, 160mL water were added to the reaction bottle, and the mixture was stirred and reacted under reflux for 3h. After the reaction was completed, it was cooled to room temperature, water was added, and it was extracted with dichloromethane. The organic layer was dried with anhydrous magnesium sulfate, filtered, the solvent was removed, and it was recrystallized with toluene / ethanol = 5:1 to obtain intermediate A-14 (25.48g, yield 78%); HPLC detection of solid purity was 99.76%.

[0200] Preparation of intermediate B-14:

[0201] Under nitrogen protection, toluene (250 mL), A-14 (60.00 mmol, 21.77 g), c-14 (60.00 mmol, 10.15 g), palladium acetate (0.90 mmol, 0.20 g), sodium tert-butoxide (120.00 mmol, 11.53 g) and tri-tert-butylphosphine (3.60 mmol, 0.73 g) were added to the reaction bottle in sequence, stirred to dissolve, and refluxed for 3.5 hours. After the reaction was completed, the reaction solution was cooled to room temperature, water was added, extracted with dichloromethane, the organic phase was dried with anhydrous magnesium sulfate, filtered, the solvent was removed under reduced pressure, and recrystallized and purified with toluene / methanol = 10:1 to obtain B-14 (23.79 g, yield 80%), and the solid purity was 99.89% by HPLC.

[0202] Preparation of compound 1-14:

[0203] Under nitrogen protection, toluene (200mL), B-14 (30.00mmol, 14.87g), d-14 (39.00mmol, 11.36g), tridibenzylideneacetone palladium (0.30mmol, 0.27g), sodium tert-butoxide (60.00mmol, 5.77g) and tri-tert-butylphosphine (2.40mmol, 0.49g) were added to the reaction bottle in sequence, stirred to dissolve, and refluxed for 7 hours. After the reaction was completed, the reaction solution was cooled to room temperature, water was added, extracted with chloroform, the organic phase was dried with anhydrous magnesium sulfate, filtered, the solvent was removed under reduced pressure, and recrystallized from toluene to obtain compound 1-14 (17.37g, yield 82%). The solid purity detected by HPLC was 99.96%. Mass spectrum m / z: 705.4078 (theoretical value: 705.4069). Theoretical element content (%) C 52 H 35D9N2: C, 88.47; H, 7.56; N, 3.97. Measured element content (%): C, 88.49; H, 7.55; N, 3.95.

[0204] [Synthesis Example 2] Synthesis of Compound 1-46

[0205]

[0206] The a-14 and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46 and d-46, respectively, and the other steps were the same to obtain compound 1-46 (15.22 g). The solid purity was ≥ 99.97% by HPLC. Mass spectrum m / z: 642.2987 (theoretical value: 642.2973). Theoretical element content (%) C 48 H 30 D4N2: C, 89.68; H, 5.96; N, 4.36. Measured element content (%): C, 89.69; H, 5.98; N, 4.34.

[0207] [Synthesis Example 3] Synthesis of Compound 1-52

[0208]

[0209] The a-14 and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-52 and d-52, respectively, and the other steps were the same to obtain compound 1-52 (14.07 g). The solid purity was ≥ 99.98% by HPLC. Mass spectrum m / z: 642.2955 (theoretical value: 642.2973). Theoretical element content (%) C 48 H 30 D4N2: C, 89.68; H, 5.96; N, 4.36. Measured element content (%): C, 89.70; H, 5.98; N, 4.33.

[0210] [Synthesis Example 4] Synthesis of Compound 1-59

[0211]

[0212] The c-14 and d-14 in Synthesis Example 1 were replaced with equimolar amounts of c-59 and d-59, respectively, and the other steps were the same to obtain compound 1-59 (15.14 g). The solid purity was ≥ 99.97% by HPLC. Mass spectrum m / z: 647.3301 (theoretical value: 647.3287). Theoretical element content (%) C 48 H 25D9N2: C, 88.99; H, 6.69; N, 4.32. Measured element content (%): C, 88.96; H, 6.70; N, 4.34.

[0213] [Synthesis Example 5] Synthesis of Compound 1-84

[0214]

[0215] Preparation of intermediate A-84:

[0216] According to the preparation method of A-14 in Synthesis Example 1, 90.00 mmol of a-14 was replaced with 100 mmol of a-84 to obtain A0-84 (22.82 g, 81%).

[0217] The intermediate A0-84 (80mmol, 22.54g) was dissolved in 800ml of N-methylpyrrolidone, and then compound a0-84 (104mmol, 21.95g), sodium sulfate (80mmol, 11.36g), potassium carbonate (80mmol, 11.06g) and copper (24mmol, 1.53g) were added, and the mixture was reacted for 12 hours under reflux conditions. The mixture was cooled to room temperature, the solvent was removed by vacuum distillation, the mixture was washed with distilled water, and then extracted with dichloromethane. The organic phase was dried with anhydrous magnesium sulfate, and then the solvent was removed by vacuum distillation. The mixture was purified by recrystallization with toluene / ethanol = 6:1 to obtain the intermediate A-84 (24.39g, yield 74%).

[0218] The a-14 and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-84 and d-84, respectively, and the other steps were the same to obtain compound 1-84 (18.68 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 830.4521 (theoretical value: 830.4538). Theoretical element content (%) C 62 H 50 D4N2: C, 89.60; H, 7.03; N, 3.37. Measured element content (%): C, 89.61; H, 7.04; N, 3.34.

[0219] [Synthesis Example 6] Synthesis of Compound 1-93

[0220]

[0221] The a-14 and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-93 and d-93, respectively, and the other steps were the same to obtain compound 1-93 (15.26 g). The solid purity was ≥ 99.96% by HPLC. Mass spectrum m / z: 696.3454 (theoretical value: 696.3443). Theoretical element content (%) C 52 H 36 D4N2: C, 89.62; H, 6.36; N, 4.02. Measured element content (%): C, 89.59; H, 6.38; N, 4.04.

[0222] [Synthesis Example 7] Synthesis of Compound 1-100

[0223]

[0224] The a-14, c-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-100, c-59, and d-100, respectively, and the other steps were the same to obtain compound 1-100 (16.23 g). The solid purity was ≥ 99.95% by HPLC. Mass spectrum m / z: 768.3424 (theoretical value: 768.3443). Theoretical element content (%) C 58 H 36 D4N2: C, 90.59; H, 5.77; N, 3.64. Measured element content (%): C, 90.61; H, 5.80; N, 3.61.

[0225] [Synthesis Example 8] Synthesis of Compound 1-114

[0226]

[0227] The a-14, b-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-114, b-114, and d-46, respectively, and the other steps were the same to obtain compound 1-114 (16.18 g). The solid purity was ≥ 99.96% by HPLC. Mass spectrum m / z: 728.3901 (theoretical value: 728.3914). Theoretical element content (%) C 54 H 24 D 14 N2: C, 88.97; H, 7.19; N, 3.84. Measured element content (%): C, 88.95; H, 7.22; N, 3.82.

[0228] [Synthesis Example 9] Synthesis of Compound 1-142

[0229]

[0230] Preparation of intermediate a0-142:

[0231] Under nitrogen protection, a`-142 (140.00mmol, 17.77g), b`-142 (140.00mmol, 45.22g), potassium carbonate (280.00mmol, 38.70g), tetrakistriphenylphosphine palladium (2.80mmol, 3.24g) and 720mL toluene, 240mL ethanol, 240mL water were added to the reaction bottle, and the mixture was stirred. The above system was heated to reflux for 4h. After the reaction was completed, it was cooled to room temperature, water was added, and it was extracted with dichloromethane. The organic layer was dried with anhydrous magnesium sulfate, filtered, the solvent was removed, and it was recrystallized with toluene / ethanol = 4:1 to obtain intermediate a-142 (29.99g, yield 77%); HPLC detection of solid purity was 99.86%.

[0232] The a0-84 and d-84 in Synthesis Example 5 were replaced with equimolar amounts of a0-142 and d-142, respectively, and the other steps were the same to obtain compound 1-142 (19.139 g). The solid purity was ≥ 99.93% by HPLC. Mass spectrum m / z: 839.4212 (theoretical value: 839.4226). Theoretical element content (%) C 63 H 37 D9N2: C, 90.07; H, 6.60; N, 3.33. Measured element content (%): C, 90.09; H, 6.61; N, 3.31.

[0233] [Synthesis Example 10] Synthesis of Compound 1-147

[0234]

[0235] The a-14, c-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46, c-147, and d-147, respectively, and the other steps were the same to obtain compound 1-147 (16.79 g). The solid purity was ≥ 99.95% by HPLC. Mass spectrum m / z: 736.3772 (theoretical value: 736.3756). Theoretical element content (%) C 55 H 40 D4N2: C, 89.63; H, 6.56; N, 3.80. Measured element content (%): C, 89.61; H, 6.55; N, 3.83.

[0236] [Synthesis Example 11] Synthesis of Compound 1-160

[0237]

[0238] The a-14, c-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-160, c-59, and d-160, respectively, and the other steps were the same to obtain compound 1-160 (16.32 g). The solid purity was ≥ 99.96% by HPLC. Mass spectrum m / z: 725.3741 (theoretical value: 725.3725). Theoretical element content (%) C 54 H 27 D 11 N2: C, 89.34; H, 6.80; N, 3.86. Measured element content (%): C, 89.35; H, 6.81; N, 3.83.

[0239] [Synthesis Example 12] Synthesis of Compound 1-177

[0240]

[0241] The a-14 and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-177 and d-177, respectively, and the other steps were the same to obtain compound 1-177 (16.96 g). The solid purity was ≥ 99.95% by HPLC. Mass spectrum m / z: 774.3926 (theoretical value: 774.3912). Theoretical element content (%) C 58 H 42 D4N2: C, 89.88; H, 6.50; N, 3.61. Measured element content (%): C, 89.85; H, 6.51; N, 3.62.

[0242] [Synthesis Example 13] Synthesis of Compound 1-187

[0243]

[0244] The a-14, b-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46, b-187, and d-187, respectively, and the other steps were the same to obtain compound 1-187 (15.51 g). The solid purity was ≥ 99.96% by HPLC. Mass spectrum m / z: 718.3275 (theoretical value: 718.3286). Theoretical element content (%) C 54 H 34 D4N2: C, 90.22; H, 5.89; N, 3.90. Measured element content (%): C, 90.19; H, 5.91; N, 3.92.

[0245] [Synthesis Example 14] Synthesis of Compound 1-214

[0246]

[0247] The a-14 and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-214 and d-214, respectively, and the other steps were the same to obtain compound 1-214 (19.11 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 806.4361 (theoretical value: 806.4352). Theoretical element content (%) C 60 H 26 D 16 N2: C, 89.29; H, 7.24; N, 3.47. Measured element content (%): C, 89.31; H, 7.21; N, 3.48.

[0248] [Synthesis Example 15] Synthesis of Compound 1-231

[0249]

[0250] The a-14 and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46 and d-231, respectively, and the other steps were the same to obtain compound 1-231 (16.37 g). The solid purity was ≥ 99.97% by HPLC. Mass spectrum m / z: 682.3269 (theoretical value: 682.3286). Theoretical element content (%) C 51 H 34 D4N2: C, 89.70; H, 6.20; N, 4.10. Measured element content (%): C, 89.69; H, 6.18; N, 4.12.

[0251] [Synthesis Example 16] Synthesis of Compound 1-313

[0252]

[0253] The a-14, b-14, c-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46, b-114, c-59, and d-313, respectively, and the other steps were the same to obtain compound 1-313 (18.61 g). The solid purity was ≥ 99.93% by HPLC. Mass spectrum m / z: 816.4369 (theoretical value: 816.4382). Theoretical element content (%) C 61 H 48 D4N2: C, 89.66; H, 6.91; N, 3.43. Measured element content (%): C, 89.68; H, 6.89; N, 3.44.

[0254] [Synthesis Example 17] Synthesis of Compound 1-413

[0255]

[0256] The a-14 and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-52 and d-413, respectively, and the other steps were the same to obtain compound 1-413 (16.88 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 806.3574 (theoretical value: 806.3599). Theoretical element content (%) C 61 H 38 D4N2: C, 90.78; H, 5.74; N, 3.47. Measured element content (%): C, 90.82; H, 5.72; N, 3.46.

[0257] [Synthesis Example 18] Synthesis of Compound 1-429

[0258]

[0259] The a-14, c-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46, c-59, and d-429, respectively, and the other steps were the same to obtain compound 1-429 (17.72 g). The solid purity was ≥ 99.95% by HPLC. Mass spectrum m / z: 798.3922 (theoretical value: 798.3912). Theoretical element content (%) C 60 H 42 D4N2: C, 90.19; H, 6.31; N, 3.51. Measured element content (%): C, 90.21; H, 6.30; N, 3.49.

[0260] [Synthesis Example 19] Synthesis of Compound 1-433

[0261]

[0262] The a-14 and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46 and d-433, respectively, and the other steps were the same to obtain compound 1-433 (18.35 g). The solid purity was ≥ 99.96% by HPLC. Mass spectrum m / z: 774.3904 (theoretical value: 774.3912). Theoretical element content (%) C 58 H 42 D4N2: C, 89.88; H, 6.50; N, 3.61. Measured element content (%): C, 89.92; H, 6.49; N, 3.59.

[0263] [Synthesis Example 20] Synthesis of Compound 1-460

[0264]

[0265] The c-14 and d-14 in Synthesis Example 1 were replaced with equimolar amounts of c-460 and d-460, respectively, and the other steps were the same to obtain compound 1-460 (19.70 g). The solid purity was ≥ 99.91% by HPLC. Mass spectrum m / z: 961.5356 (theoretical value: 961.5321). Theoretical element content (%) C 72 H 51 D9N2: C, 89.86; H, 7.23; N, 2.91. Measured element content (%): C, 89.83; H, 7.25; N, 2.93.

[0266] [Synthesis Example 21] Synthesis of Compound 1-476

[0267]

[0268] The a-14, c-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-313, c-476, and d-476, respectively, and the other steps were the same to obtain compound 1-476 (17.13 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 804.4397 (theoretical value: 804.4382). Theoretical element content (%) C 60 H 48 D4N2: C, 89.51; H, 7.01; N, 3.48. Measured element content (%): C, 89.49; H, 7.04; N, 3.46.

[0269] [Synthesis Example 22] Synthesis of Compound 1-522

[0270]

[0271] The a-14, b-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46, b-522, and d-46, respectively, and the other steps were the same to obtain compound 1-522 (16.81 g). The solid purity was ≥ 99.96% by HPLC. Mass spectrum m / z: 718.3275 (theoretical value: 718.3286). Theoretical element content (%) C 54 H 34 D4N2: C, 90.22; H, 5.89; N, 3.90. Measured element content (%): C, 90.20; H, 5.92; N, 3.88.

[0272] [Synthesis Example 23] Synthesis of Compound 1-538

[0273]

[0274] The a0-84, b-14, c-14, and d-14 in Synthesis Example 5 were replaced with equimolar amounts of a0-538, b-538, c-59, and d-59, respectively, and the other steps were the same to obtain compound 1-538 (16.45 g). The solid purity was ≥ 99.95% by HPLC. Mass spectrum m / z: 739.3896 (theoretical value: 739.3882). Theoretical element content (%) C 55 H 29 D 11 N2: C, 89.27; H, 6.94; N, 3.79. Measured element content (%): C, 89.30; H, 6.91; N, 3.81.

[0275] [Synthesis Example 24] Synthesis of Compound 1-542

[0276]

[0277] The a-14, b-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46, b-542, and d-542, respectively, and the other steps were the same to obtain compound 1-542 (17.20 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 764.3991 (theoretical value: 764.4007). Theoretical element content (%) C 57 H 36 D8N2: C, 89.49; H, 6.85; N, 3.66. Measured element content (%): C, 89.51; H, 6.82; N, 3.68.

[0278] [Synthesis Example 25] Synthesis of Compound 1-581

[0279]

[0280] The a-14, b-14, c-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46, b-581, c-581, and d-142, respectively, and the other steps were the same to obtain compound 1-581 (19.06 g). The solid purity was ≥ 99.92% by HPLC. Mass spectrum m / z: 870.3929 (theoretical value: 870.3912). Theoretical element content (%) C 66 H 42 D4N2: C, 91.00; H, 5.78; N, 3.22. Measured element content (%): C, 91.04; H, 5.77; N, 3.20.

[0281] [Synthesis Example 26] Synthesis of Compound 1-676

[0282]

[0283] The a-14, b-14, c-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46, b-676, c-676, and d-676, respectively, and the other steps were the same to obtain compound 1-676 (19.41 g). The solid purity was ≥ 99.93% by HPLC. Mass spectrum m / z: 862.4209 (theoretical value: 862.4225). Theoretical element content (%) C 65 H 46 D4N2: C, 90.45; H, 6.31; N, 3.25. Measured element content (%): C, 90.47; H, 6.28; N, 3.28.

[0284] [Synthesis Example 27] Synthesis of Compound 1-762

[0285]

[0286] The b-14 and d-14 in Synthesis Example 1 were replaced with equimolar amounts of b-762 and d-46, respectively, and the other steps were the same to obtain compound 1-762 (14.89 g). The solid purity was ≥ 99.97% by HPLC. Mass spectrum m / z: 689.3739 (theoretical value: 689.3725). Theoretical element content (%) C 51 H 27 D 11 N2: C, 88.78; H, 7.16; N, 4.06. Measured element content (%): C, 88.82; H, 7.15; N, 4.04.

[0287] [Synthesis Example 28] Synthesis of Compound 1-787

[0288]

[0289] The a-14 and b-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46 and b-787, respectively, and the other steps were the same to obtain compound 1-787 (16.75 g). The solid purity was ≥ 99.96% by HPLC. Mass spectrum m / z: 754.4240 (theoretical value: 754.4225). Theoretical element content (%) C 56 H 46 D4N2: C, 89.08; H, 7.21; N, 3.71. Measured element content (%): C, 89.11; H, 7.19; N, 3.68.

[0290] [Synthesis Example 29] Synthesis of Compound 1-793

[0291]

[0292] Preparation of intermediate b1-793:

[0293] Under nitrogen protection, the intermediate b0-793 (120mmol, 34.43g), raw material b-14 (156mmol, 44.76g), potassium carbonate (120mmol, 16.59g), tetrakistriphenylphosphine palladium (832mg, 0.72mmol) were added to the reaction bottle in sequence, and 450mL of toluene / ethanol / water (2:1:1) mixed solvent was added, and the mixture was stirred, and the above reactant system was heated to reflux for 2.5 hours. After the reaction was completed, it was cooled to room temperature, toluene was added and each phase was separated, the toluene phase was washed three times with distilled water, dried over anhydrous magnesium sulfate, the solvent was concentrated by rotary evaporation, cooled and crystallized, and filtered. The obtained solid was recrystallized with toluene: ethanol = 8:1 to obtain intermediate b1-793 (28.05g, yield 75%), and the solid purity was 99.64% by HPLC.

[0294] The a-14, b-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-46, b1-793, and d-59, respectively, and the other steps were the same to obtain compound 1-793 (16.38 g). The solid purity was ≥ 99.95% by HPLC. Mass spectrum m / z: 758.3618 (theoretical value: 758.3599). Theoretical element content (%) C 57 H 38 D4N2: C, 90.20; H, 6.11; N, 3.69. Measured element content (%): C, 90.18; H, 6.09; N, 3.71.

[0295] [Synthesis Example 30] Synthesis of Compound 1-794

[0296]

[0297] The a-14, b-14, and d-14 in Synthesis Example 1 were replaced with equimolar amounts of a-794, b-794, and d-46, respectively, and the other steps were the same to obtain compound 1-794 (16.94 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 806.3612 (theoretical value: 806.3599). Theoretical element content (%) C 61 H 38 D4N2: C, 90.78; H, 5.74; N, 3.47. Measured element content (%): C, 90.81; H, 5.71; N, 3.49.

[0298] [Synthesis Example 31] Synthesis of Compound 1-795

[0299]

[0300] The b-14, b0-793, and d-14 in Synthesis Example 29 were replaced with equimolar amounts of b-795, b0-795, and d-795, respectively, and the other steps were the same to obtain compound 1-795 (18.24 g). The solid purity was ≥ 99.93% by HPLC. Mass spectrum m / z: 812.4058 (theoretical value: 812.4069). Theoretical element content (%) C 61 H 44 D4N2: C, 90.11; H, 6.45; N, 3.45. Measured element content (%): C, 90.09; H, 6.47; N, 3.46.

[0301] [Synthesis Example 32] Synthesis of Compound 2-29

[0302]

[0303] Preparation of intermediate 1a-29:

[0304] Under nitrogen protection, d-313 (48.89 g, 120.00 mmol), biboric acid pinacol ester (30.47 g, 120.00 mmol), potassium carbonate (34.97 g, 253.00 mmol), tetrakistriphenylphosphine palladium (1.54 g, 1.33 mmol), dimethylformamide (500 mL) were added to the reaction bottle in sequence, and the mixture was reacted under reflux for 4 hours. After the reaction was completed, the mixture was cooled to room temperature, water was added thereto, and then extracted with ethyl acetate, the organic layer was dried with anhydrous magnesium sulfate, the solvent was removed by rotary evaporation, and then recrystallized with toluene: ethanol = 15:1 to obtain intermediate 1a-29 (46.36 g, yield 85%); HPLC purity ≥ 99.64%.

[0305] Preparation of intermediate 1A-29:

[0306] Under nitrogen protection, the intermediate 1a-29 (45.45 g, 100.00 mmol), the raw material 1b-29 (26.75 g, 100.00 mmol), potassium carbonate (17.97 g, 130.00 mmol), tetrakistriphenylphosphine palladium (1.19 g, 1.03 mmol) and 600 mL toluene, 200 mL ethanol, 200 mL water were added to the reaction bottle in sequence, and the mixture was stirred and reacted under reflux conditions for 3.5 hours. After the reaction was completed, it was cooled to room temperature, filtered to obtain a filter cake, and the filter cake was rinsed with ethanol, and finally the filter cake was recrystallized from toluene to obtain the intermediate 1A-29 (38.12 g, yield 74%); HPLC purity ≥ 99.76%.

[0307] Preparation of intermediate 1B-29:

[0308] Under nitrogen protection, intermediate 1A-29 (36.06 g, 70.00 mmol), bipyraclostrobin (17.78 g, 70.00 mmol), potassium acetate (15.70 g, 160.00 mmol), 1,1'-bis(diphenylphosphino)ferrocenepalladium dichloride (1.28 g, 1.75 mmol), and 1,4-dioxane (600 mL) were added to the reaction bottle in sequence, and the mixture was reacted under reflux for 3.5 hours. After the reaction was completed, the mixture was cooled to room temperature, water was added thereto, and then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the ethyl acetate was removed by rotary evaporation. Then, the mixture was recrystallized using toluene and dried to obtain intermediate 1B-29 (33.55 g, yield 79%); HPLC purity ≥99.89%.

[0309] Preparation of compound 2-29:

[0310] Under nitrogen protection, intermediate 1B-29 (18.20 g, 30.00 mmol), raw material 1c-29 (5.97 g, 30.00 mmol), tridibenzylideneacetone dipalladium (0.33 g, 0.36 mmol), tri-tert-butylphosphine (0.23 g, 1.20 mmol), potassium carbonate (6.63 g, 48.00 mmol) and 200 mL of tetrahydrofuran were added to the reaction bottle in sequence, and the mixture was stirred and reacted under reflux for 5.5 hours; after the reaction was completed, it was cooled to room temperature, filtered to obtain a filter cake, and the filter cake was rinsed with a small amount of toluene, and finally the filter cake was recrystallized from toluene to obtain compound 2-29 (13.11 g, yield 73%); HPLC purity ≥99.97%. Mass spectrum m / z: 598.2972 (theoretical value: 598.2984). Theoretical element content (%) C 43 H 38 N2O: C, 86.25; H, 6.40; N, 4.68. Measured element content (%): C, 86.26; H, 6.38; N, 4.71.

[0311] [Synthesis Example 33] Synthesis of Compound 2-55

[0312]

[0313] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-55, b-538, and 1c-55 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-55 (11.19 g). The solid purity was ≥ 99.98% by HPLC. Mass spectrum m / z: 544.2484 (theoretical value: 544.2453). Theoretical element content (%) C 39 H 24D4N2O: C, 86.00; H, 5.92; N, 5.14. Measured element content (%): C, 86.04; H, 5.89; N, 5.16.

[0314] [Synthesis Example 34] Synthesis of Compound 2-61

[0315]

[0316] The d-313 and 1c-29 in the synthetic example 32 were replaced by 1d-61 and 1c-55 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-61 (12.08 g). The solid purity was ≥ 99.97% by HPLC. Mass spectrum m / z: 544.2578 (theoretical value: 544.2563). Theoretical element content (%) C 40 H 24 D5NO: C, 88.20; H, 6.29; N, 2.57. Measured element content (%): C, 88.17; H, 6.31; N, 2.55.

[0317] [Synthesis Example 35] Synthesis of Compound 2-118

[0318]

[0319] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with equimolar amounts of d-795, 1b-118, and 1c-55, respectively, and the other steps were the same to obtain compound 2-118 (12.29 g). The solid purity was ≥ 99.98% as determined by HPLC. Mass spectrum m / z: 543.2519 (theoretical value: 543.2500). Theoretical element content (%) C 40 H 25 D4NO: C, 88.36; H, 6.12; N, 2.58. Measured element content (%): C, 88.33; H, 6.14; N, 2.57.

[0320] [Synthesis Example 36] Synthesis of Compound 2-217

[0321]

[0322] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-217, 1b-217, and 1c-217 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-217 (13.68 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 690.2681 (theoretical value: 690.2671). Theoretical element content (%) C 51 H 34N2O: C, 88.67; H, 4.96; N, 4.06. Measured element content (%): C, 88.70; H, 4.94; N, 4.07.

[0323] [Synthesis Example 37] Synthesis of Compound 2-258

[0324]

[0325] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-258, 1b-258, and 1c-258 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-258 (13.32 g). The solid purity was ≥ 99.96% by HPLC. Mass spectrum m / z: 662.2371 (theoretical value: 662.2358). Theoretical element content (%) C 49 H 30 N2O: C, 88.80; H, 4.56; N, 4.23. Measured element content (%): C, 88.77; H, 4.55; N, 4.25.

[0326] [Synthesis Example 38] Synthesis of Compound 2-269

[0327]

[0328] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-269, 1b-269, and 1c-55 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-269 (13.56 g). The solid purity was ≥ 99.97% by HPLC. Mass spectrum m / z: 587.2268 (theoretical value: 587.2249). Theoretical element content (%) C 44 H 29 NO: C, 89.92; H, 4.97; N, 2.38. Measured element content (%): C, 89.89; H, 5.01; N, 2.40.

[0329] [Synthesis Example 39] Synthesis of Compound 2-282

[0330]

[0331] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with equimolar amounts of d-413, 1b-282, and 1c-282, respectively, and the other steps were the same to obtain compound 2-282 (12.32 g). The solid purity was ≥ 99.95% by HPLC. Mass spectrum m / z: 616.2481 (theoretical value: 616.2453). Theoretical element content (%) C 45 H24 D4N2O: C, 87.64; H, 5.23; N, 4.54. Measured element content (%): C, 87.62; H, 5.20; N, 4.55.

[0332] [Synthesis Example 40] Synthesis of Compound 2-283

[0333]

[0334] The 1a-29, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1a-269, b-522, and 1c-55 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-283 (13.83 g). The solid purity was ≥ 99.98% as determined by HPLC. Mass spectrum m / z: 591.2489 (theoretical value: 591.2500). Theoretical element content (%) C 44 H 25 D4NO: C, 89.31; H, 5.62; N, 2.37. Measured element content (%): C, 89.29; H, 5.65; N, 2.40.

[0335] [Synthesis Example 41] Synthesis of Compound 2-290

[0336]

[0337] The 1a-29, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1a-269, 1b-290, and 1c-290 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-290 (12.97 g). The solid purity was ≥ 99.97% by HPLC. Mass spectrum m / z: 592.2476 (theoretical value: 592.2453). Theoretical element content (%) C 43 H 24 D4N2O: C, 87.13; H, 5.44; N, 4.73. Measured element content (%): C, 87.11; H, 5.47; N, 4.76.

[0338] [Synthesis Example 42] Synthesis of Compound 2-295

[0339]

[0340] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-295, 1b-269, and 1c-295 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-295 (12.82 g). The solid purity was ≥ 99.96% by HPLC. Mass spectrum m / z: 637.2417 (theoretical value: 637.2406). Theoretical element content (%) C48 H 31 NO: C, 90.40; H, 4.90; N, 2.20. Measured element content (%): C, 90.38; H, 4.93; N, 2.22.

[0341] [Synthesis Example 43] Synthesis of Compound 2-366

[0342]

[0343] Preparation of intermediate 1b-366:

[0344] Under nitrogen protection, the intermediate 2b-366 (46.62 g, 140.00 mmol), the raw material 3b-366 (21.89 g, 140.00 mmol), potassium carbonate (30.96 g, 224.00 mmol), tetrakistriphenylphosphine palladium (1.94 g, 1.68 mmol) were added to the reaction bottle in sequence, and 700 mL of toluene / ethanol / water (2:1:1) mixed solvent was added, and the mixture was stirred and reacted under reflux for 2.5 hours. After the reaction was completed, it was cooled to room temperature, toluene was added and the phases were separated, the toluene phase was washed three times with distilled water, dried over anhydrous magnesium sulfate, the solvent was concentrated by rotary evaporation, the temperature was reduced and crystallized, and the solid was recrystallized with toluene: ethanol = 6:1 to obtain the intermediate 1b-366 (32.02 g, yield 72%). HPLC purity ≥ 99.68%. Mass spectrum m / z: 315.9672 (theoretical value: 315.9654).

[0345] The 1a-29, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1a-269, 1b-366, and 1c-55 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-366 (12.63 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 637.2393 (theoretical value: 637.2406). Theoretical element content (%) C 48 H 31 NO: C, 90.40; H, 4.90; N, 2.20. Measured element content (%): C, 90.42; H, 4.93; N, 2.19.

[0346] [Synthesis Example 44] Synthesis of Compound 2-369

[0347]

[0348] The 2b-366, 3b-366, 1d-269, and 1b-366 in Synthesis Example 43 were replaced with 2b-369, 3b-369, 1d-369, and 1b-369 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-369 (13.02 g). The solid purity was ≥ 99.95% by HPLC. Mass spectrum m / z: 647.3051 (theoretical value: 647.3033). Theoretical element content (%) C 48 H 21 D 10 NO: C, 88.99; H, 6.38; N, 2.16. Measured element content (%): C, 89.01; H, 6.40; N, 2.15.

[0349] [Synthesis Example 45] Synthesis of Compound 2-399

[0350]

[0351] The 2b-366, 3b-366, 1b-366, and 1c-55 in Synthesis Example 43 were replaced with 2b-399, b0-795, 1b-399, and 1c-399 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-399 (14.74 g). The solid purity was ≥ 99.92% by HPLC. Mass spectrum m / z: 767.3111 (theoretical value: 767.3126). Theoretical element content (%) C 58 H 33 D4NO: C, 90.71; H, 5.38; N, 1.82. Measured element content (%): C, 90.69; H, 5.40; N, 1.85.

[0352] [Synthesis Example 46] Synthesis of Compound 2-411

[0353]

[0354] The 1a-29, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1a-269, 1b-411, and 1c-55 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-411 (12.35 g). The solid purity was ≥ 99.97% by HPLC. Mass spectrum m / z: 588.2220 (theoretical value: 588.2202). Theoretical element content (%) C 43 H 28 N2O: C, 87.73; H, 4.79; N, 4.76. Measured element content (%): C, 87.75; H, 4.81; N, 4.75.

[0355] [Synthesis Example 47] Synthesis of Compound 2-426

[0356]

[0357] Preparation of intermediate 1B-426:

[0358] According to the preparation method of 1B-29 in Synthesis Example 32, d-313 and 1b-29 were replaced with 1.5 times the molar amount of 1d-426 and 1b-269, respectively, to obtain intermediate 1B-426 (40.18 g). The solid purity detected by HPLC was ≧99.71%.

[0359] Preparation of intermediate 1C-426:

[0360] Under argon protection, the intermediate 1B-426 (33.73 g, 71.40 mmol), the raw material 1e-426 (22.21 g, 70.00 mmol), tetrakistriphenylphosphine palladium (647 mg, 0.56 mmol), potassium carbonate (19.35 g, 140.00 mmol) and 300 mL toluene, 100 mL ethanol, 100 mL water were added to the reaction bottle in sequence, and the mixture was stirred and reacted under reflux for 2.5 hours; after the reaction was completed, it was cooled to room temperature, filtered to obtain a filter cake, and the filter cake was rinsed with ethanol, and finally the filter cake was recrystallized with toluene / ethanol = 7:2 to obtain the intermediate 1C-426 (29.64 g, yield 79%); HPLC purity ≥ 99.74%. Mass spectrum m / z: 534.0763 (theoretical value: 534.0750).

[0361] Preparation of intermediate 1D-426:

[0362] Under argon protection, intermediate 1C-426 (26.80 g, 50.00 mmol), bipyraclostrobin (12.71 g, 50.06 mmol), tetrakistriphenylphosphine palladium (0.40 mmol, 462 mg), potassium carbonate (100.00 mmol, 13.82 g), and dimethylformamide (200 mL) were added to the reaction bottle in sequence, and the mixture was reacted under reflux for 4.5 hours. After the reaction was completed, the mixture was cooled to room temperature, water was added, and then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, the solvent was removed by rotary evaporation, and then recrystallized from toluene to obtain intermediate 1D-426 (23.90 g, yield 82%); HPLC purity ≥99.78%.

[0363] Preparation of intermediate 1E-426:

[0364] Under argon protection, the intermediate 1D-426 (23.79 g, 40.80 mmol), the raw material 1g-426 (6.28 g, 40.00 mmol), tetrakistriphenylphosphine palladium (0.78 mmol, 0.90 g), potassium carbonate (156.06 mmol, 21.57 g) and 300 mL of toluene, 100 mL of ethanol, and 100 mL of water were added to the reaction bottle in sequence, and the mixture was stirred and reacted under reflux conditions for 3.5 hours; after the reaction was completed, it was cooled to room temperature, the filter cake was filtered, and the filter cake was rinsed with ethanol, and finally the filter cake was recrystallized with toluene / ethanol = 7:1 to obtain the intermediate 1E-426 (16.21 g, yield 76%); HPLC purity ≥99.83%.

[0365] Preparation of intermediate 1F-426:

[0366] Under argon protection, the intermediate 1E-426 (16.00 g, 30.00 mmol), bipyraclostrobin (7.65 g, 30.12 mmol), 1,1'-bis(diphenylphosphino)ferrocenepalladium dichloride (0.66 g, 0.90 mmol), potassium acetate (8.83 g, 90.00 mmol), 1,4-dioxane (150 mL) were added to the reaction bottle in sequence, and the reaction was carried out under reflux for 5.5 hours. After the reaction was completed, it was cooled to room temperature, and then water was added thereto, followed by extraction with ethyl acetate, the organic layer was dried over anhydrous magnesium sulfate, the solvent was removed by rotary evaporation, and then recrystallization was carried out with toluene, and drying was carried out to obtain the intermediate 1F-426 (13.31 g, yield 71%); HPLC purity ≥99.87%.

[0367] Preparation of compound 2-426:

[0368] Under argon protection, the intermediate 1F-426 (12.74 g, 20.40 mmol), the raw material 1c-55 (3.96 g, 20.00 mmol), tridibenzylideneacetone dipalladium (0.18 g, 0.20 mmol), tri-tert-butylphosphine (0.08 g, 0.40 mmol), potassium carbonate (5.53 g, 40.00 mmol), and 100 mL of tetrahydrofuran were added to the reaction bottle in sequence, and the mixture was stirred and reacted under reflux for 6 hours; after the reaction was completed, it was cooled to room temperature, and then distilled water was added thereto, and the filter cake was filtered and washed with ethanol, and finally the filter cake was recrystallized from toluene to obtain compound 2-426 (8.25 g, yield 67%); HPLC purity ≥99.96%. Mass spectrum m / z: 615.2574 (theoretical value: 615.2562). Theoretical element content (%) C 46 H 33NO: C, 89.73; H, 5.40; N, 2.27. Measured element content (%): C, 89.76; H, 5.39; N, 2.28.

[0369] [Synthesis Example 48] Synthesis of Compound 2-474

[0370]

[0371] The d-313 and 1c-29 in Synthesis Example 32 were replaced with 1d-474 and 1c-474 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-474 (13.36 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 685.2421 (theoretical value: 685.2406). Theoretical element content (%) C 52 H 31 NO: C, 91.07; H, 4.56; N, 2.04. Measured element content (%): C, 91.11; H, 4.58; N, 2.01.

[0372] [Synthesis Example 49] Synthesis of Compound 2-477

[0373]

[0374] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with equimolar amounts of d-460, b-542, and 1c-55, respectively, and the other steps were the same to obtain compound 2-477 (16.51 g). The solid purity was ≥ 99.93% by HPLC. Mass spectrum m / z: 705.3861 (theoretical value: 705.3847). Theoretical element content (%) C 52 H 35 D8NO: C, 88.47; H, 7.28; N, 1.98. Measured element content (%): C, 88.49; H, 7.31; N, 1.94.

[0375] [Synthesis Example 50] Synthesis of Compound 2-504

[0376]

[0377] The 2b-366, 3b-366, 1d-269, 1b-366, and 1c-55 in Synthesis Example 43 were replaced with 2b-504, 3b-504, 1d-504, 1b-504, and 1c-504 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-504 (13.706 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 691.2578 (theoretical value: 691.2562). Theoretical element content (%) C50 H 25 D4N3O: C, 86.81; H, 4.81; N, 6.07. Measured element content (%): C, 86.78; H, 4.79; N, 6.10.

[0378] [Synthesis Example 51] Synthesis of Compound 2-557

[0379]

[0380] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with equimolar amounts of d-433, 1b-557, and 1c-55, respectively, and the other steps were the same to obtain compound 2-557 (12.33 g). The solid purity was ≥ 99.97% by HPLC. Mass spectrum m / z: 555.2576 (theoretical value: 555.2562). Theoretical element content (%) C 41 H 33 NO: C, 88.61; H, 5.99; N, 2.52. Measured element content (%): C, 88.59; H, 6.01; N, 2.54.

[0381] [Synthesis Example 52] Synthesis of Compound 2-561

[0382]

[0383] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-561, 1b-561, and 1c-399 in equal molar amounts, and the other steps were the same to obtain compound 2-561 (13.55 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 645.2983 (theoretical value: 645.2970). Theoretical element content (%) C 48 H 31 D4NO: C, 89.27; H, 6.09; N, 2.17. Measured element content (%): C, 89.25; H, 6.10; N, 2.15.

[0384] [Synthesis Example 53] Synthesis of Compound 2-594

[0385]

[0386] The 2b-366, 3b-366, 1d-269, and 1b-366 in Synthesis Example 43 were replaced with 2b-504, 3b-594, d-676, and 1b-594 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-594 (12.90 g). The solid purity was ≥ 99.95% by HPLC. Mass spectrum m / z: 641.2640 (theoretical value: 641.2657). Theoretical element content (%) C 48 H 27 D4NO: C, 89.83; H, 5.50; N, 2.18. Measured element content (%): C, 89.84; H, 5.48; N, 2.21.

[0387] [Synthesis Example 54] Synthesis of Compound 2-622

[0388]

[0389] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-622, 1b-269, and 1c-622 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-622 (12.36 g). The solid purity was ≥ 99.97% by HPLC. Mass spectrum m / z: 605.2301 (theoretical value: 605.2293). Theoretical element content (%) C 44 H 23 D4NO2: C, 87.25; H, 5.16; N, 2.31. Measured element content (%): C, 87.28; H, 5.18; N, 2.28.

[0390] [Synthesis Example 55] Synthesis of Compound 2-644

[0391]

[0392] The d-231, 1b-269, 1c-55, and 1g-426 in Synthesis Example 47 were replaced with 1d-644, 1b-644, 1f-644, and 1g-644 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-644 (9.68 g). The solid purity was ≥ 99.92% by HPLC. Mass spectrum m / z: 755.2555 (theoretical value: 755.2573). Theoretical element content (%) C 54 H 33 N3O2: C, 85.81; H, 4.40; N, 5.56. Measured element content (%): C, 85.78; H, 4.38; N, 5.58.

[0393] [Synthesis Example 56] Synthesis of Compound 2-664

[0394]

[0395] The 2b-366, 3b-366, 1d-269, 1b-366, and 1c-55 in Synthesis Example 43 were replaced with 2b-664, 3b-664, 1d-664, 1b-664, and 1c-664 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-664 (14.33 g). The solid purity was ≥ 99.93% by HPLC. Mass spectrum m / z: 734.3031 (theoretical value: 734.3046). Theoretical element content (%) C 52 H 38 N4O: C, 84.99; H, 5.21; N, 7.62. Measured element content (%): C, 85.02; H, 5.19; N, 7.65.

[0396] [Synthesis Example 57] Synthesis of Compound 2-672

[0397]

[0398] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-672, 1b-269, and 1c-672 in equal molar amounts, and the other steps were the same to obtain compound 2-672 (13.81 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 708.3171 (theoretical value: 708.3189). Theoretical element content (%) C 53 H 32 D5NO: C, 89.80; H, 5.97; N, 1.98. Measured element content (%): C, 89.77; H, 6.01; N, 2.01.

[0399] [Synthesis Example 58] Synthesis of Compound 2-744

[0400]

[0401] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-744, 1b-557, and 1c-744 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-900 (12.18 g). The solid purity was ≥ 99.96% as determined by HPLC. Mass spectrum m / z: 605.1913 (theoretical value: 605.1926). Theoretical element content (%) C 42 H 27 N3S: C, 83.28; H, 4.49; N, 6.94. Measured element content (%): C, 83.30; H, 4.52; N, 6.91.

[0402] [Synthesis Example 59] Synthesis of Compound 2-833

[0403]

[0404] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-833, 1b-269, and 1c-833 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-856 (11.21 g). The solid purity was ≥ 99.99% by HPLC. Mass spectrum m / z: 541.1881 (theoretical value: 541.1864). Theoretical element content (%) C 39 H 27 NS: C, 86.47; H, 5.02; N, 2.59. Measured element content (%): C, 86.49; H, 4.99; N, 2.62.

[0405] [Synthesis Example 60] Synthesis of Compound 2-849

[0406]

[0407] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-849, 1b-849, and 1c-849 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-849 (11.07 g). The solid purity was ≥ 99.97% as determined by HPLC. Mass spectrum m / z: 596.2049 (theoretical value: 596.2035). Theoretical element content (%) C 40 H 28 N4S: C, 80.51; H, 4.73; N, 9.39. Measured element content (%): C, 80.54; H, 4.71; N, 9.35.

[0408] [Synthesis Example 61] Synthesis of Compound 2-878

[0409]

[0410] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-878, 1b-118, and 1c-878 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-878 (15.11 g). The solid purity was ≥ 99.92% by HPLC. Mass spectrum m / z: 786.3015 (theoretical value: 786.3035). Theoretical element content (%) C 60 H 38 N2: C, 91.57; H, 4.87; N, 3.56. Measured element content (%): C, 91.60; H, 4.85; N, 3.59.

[0411] [Synthesis Example 62] Synthesis of Compound 2-881

[0412]

[0413] The d-313, 1b-29, and 1c-29 in Synthesis Example 32 were replaced with 1d-881, 1b-881, and 1c-881 in equal molar amounts, respectively, and the other steps were the same to obtain compound 2-881 (13.72 g). The solid purity was ≥ 99.94% by HPLC. Mass spectrum m / z: 692.2302 (theoretical value: 692.2286). Theoretical element content (%) C 50 H 32 N2S: C, 86.67; H, 4.66; N, 4.04. Measured element content (%): C, 86.71; H, 4.68; N, 4.01.

[0414] Device Embodiment

[0415] In the present invention, the ITO glass substrate is ultrasonically cleaned twice with 5% glass cleaning liquid, each time for 20 minutes, and then ultrasonically cleaned twice with deionized water, each time for 10 minutes. Acetone and isopropyl ketone are ultrasonically cleaned for 20 minutes in sequence, and dried at 120°C. The organic materials are all sublimated, and the purity is above 99.99%.

[0416] The test software, computer, K2400 digital source meter produced by Keithley Company of the United States and PR788 spectrum scanning luminance meter produced by PhotoResearch Company of the United States are combined into a joint IVL test system to test the driving voltage, luminous efficiency and CIE color coordinates of organic electroluminescent devices. The life test adopts the M6000 OLED life test system of McScience Company. The test environment is atmospheric environment and the temperature is room temperature.

[0417] The device is prepared by vacuum evaporation system, which is completed by continuous evaporation under uninterrupted vacuum conditions. The materials used are placed in different evaporation source quartz crucibles, and the temperature of the evaporation source can be controlled separately. The thermal evaporation rate of organic materials is generally set at 0.1nm / s; the evaporation rate of electrode metals is 0.4~0.6nm / s. The processed glass substrate is placed in the OLED vacuum coating machine. During the film production process, the system vacuum should be maintained at 5×10 -5 Pa, the organic layer and the metal electrode are evaporated separately by replacing the mask plate, the evaporation speed is detected by Inficon's SQM160 quartz crystal film thickness detector, and the film thickness is detected by a quartz crystal oscillator.

[0418] Example 1: Preparation of organic electroluminescent device 1

[0419] HAT-CN was vacuum-deposited on the ITO anode as a hole injection layer with a thickness of 50 nm; the compound 1-14 of the present invention was vacuum-deposited on the hole injection layer as a first hole transport layer with a thickness of 40 nm; HT2 was vacuum-deposited on the first hole transport layer as a second hole transport layer with a thickness of 15 nm; ADN:BD1 (5 wt %) was vacuum-deposited on the second hole transport layer as a light-emitting layer with a thickness of 32 nm; the compound 2-290 of the present invention was vacuum-deposited on the light-emitting layer as a hole blocking layer with a thickness of 6 nm; ET1:LiQ=1:1 (wt %) was vacuum-deposited on the hole blocking layer as an electron transport layer with a thickness of 35 nm; LiF was vacuum-deposited on the electron transport layer as an electron injection layer with a thickness of 1.1 nm; Al was vacuum-deposited on the electron injection layer as a cathode with a thickness of 150 nm.

[0420] Examples 2 to 31: Preparation of organic electroluminescent devices 2 to 31

[0421] The compound 1-14 in the first hole transport layer of Example 1 was replaced with compound 1-46, compound 1-52, compound 1-59, compound 1-84, compound 1-93, compound 1-100, compound 1-114, compound 1-142, compound 1-147, compound 1-160, compound 1-177, compound 1-187, compound 1-214, compound 1-231, compound 1-313, compound 1-413, compound 1-429, compound 1-433, compound 1-460, compound 1-476, compound 1-522, compound 1-538, compound 1-542, compound 1-581, compound 1-676, compound 1-762, compound 1-787, compound 1-793, compound 1-794, compound 1-795 5; Compound 2-290 in the hole blocking layer is replaced by Compound 2-282, Compound 2-557, Compound 2-61, Compound 2-283, Compound 2-504, Compound 2-878, Compound 2-369, Compound 2-477, Compound 2-55, Compound 2-561, Compound 2-269, Compound 2-29, Compound 2-118, Compound 2-399, Compound 2-672, Compound 2-411, Compound 2-622, Compound 2-594, Compound 2-849, Compound 2-881, Compound 2-744, Compound 2-258, Compound 2-833, Compound 2-664, Compound 2-217, Compound 2-366, Compound 2-426, Compound 2-295, Compound 2-644, Compound 2-474. The other steps are the same to obtain organic electroluminescent devices 2 to 31.

[0422] Comparative Example 1: Preparation of Comparative Organic Electroluminescent Devices 1 to 10

[0423] The compound 1-14 in the first hole transport layer of Example 1 was replaced with R1-1, R1-2, R1-1, R1-2, compound 1-46, R1-0, compound 1-522, R1-0, compound 1-429, R1-0 respectively; the compound 2-290 in the hole blocking layer was replaced with compound 2-282, compound 2-399, compound 2-744, compound 2-622, BPhen, compound 2-282, BPhen, compound 2-744, BPhen, compound 2-622 respectively. The other steps were the same to obtain comparative organic electroluminescent devices 1 to 10.

[0424]

[0425] The test results of the luminescent characteristics of the organic electroluminescent devices prepared in Examples 1 to 31 of the present invention and Comparative Examples 1 to 10 are shown in Table 1.

[0426] Table 1 Test data of luminescence characteristics of organic electroluminescent devices

[0427]

[0428]

[0429] As can be seen from Table 1, the organic electroluminescent devices 1 to 31 of the present invention have higher luminous efficiency and longer service life than the comparative devices 1 to 10, indicating that the organic electroluminescent device of the present invention has more excellent luminescent performance. This is because the properties of the compound in the hole transport region and the compound in the electron transport region in the organic electroluminescent device of the present invention are more matched, and it has better carrier transport performance and better stability.

[0430] It should be noted that the present invention is particularly described using individual embodiments. However, without departing from the principles of the present invention, a person skilled in the art may make various improvements in form or detail to the present invention, and these improvements also fall within the scope of protection of the present invention.

Claims

1. An organic electroluminescent device, characterized in that: The invention comprises an anode, an organic layer and a cathode in sequence, 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, and the electron transport region is located between the cathode and the light emitting layer, wherein the hole transport region contains a carbazole derivative shown in Formula 1, and the electron transport region contains a heterocyclic derivative shown in Formula 2. The n is selected from 1, 2, 3 or 4, the R is the same or different and is selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups, or two adjacent groups are bonded to form a ring; Contains at least one deuterium; The Ar1 and Ar2 are independently selected from one of the following groups: The a is selected from 0, 1, 2, 3, 4 or 5, the b is the same or different and is selected from 0, 1, 2, 3 or 4, the R a , R b The same or different groups are selected from hydrogen, deuterium, tritium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, or two adjacent groups are bonded to form a ring; The R1s are the same or different and are selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused rings, or two R1s are bonded to form a ring; The L1 and L2 are independently selected from a single bond, a substituted or unsubstituted C6-C30 arylene group; Ar is selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups; The n0 is the same or different and is selected from 0, 1, 2, 3 or 4, and the R0 is the same or different and is selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups, or two adjacent groups are bonded to form a ring; The A is selected from one of the following groups: The R2s are the same or different and are selected from one of hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups; The X1 is selected from O, S, C(R x1 )2、Si(R x1 )2 or N(R x1 ), the R x1 The same or different one selected from hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups; The c and d are independently selected from 0, 1, 2, 3 or 4, and the R c , R d Independently selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 aromatic heteroyl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring, or two adjacent groups bonded to form a ring; When there are two or more R c When two or more R c are the same or different from each other; when there are two or more R d When two or more R d the same as or different from each other; The X is selected from O, S or N (R x ), the R x One selected from hydrogen, deuterium, tritium, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups; The Y is the same or different and is selected from N or C (R y ), the R y The same or different ones are selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups, or two adjacent groups are bonded to form a ring; The R y0 One selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups; The m is selected from 0, 1, 2, 3, 4 or 5, The L's are the same or different and are selected from a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C3-C30 heteroarylene group, a substituted or unsubstituted C7-C30 alicyclic ring and a fused ring of an aromatic ring.

2. An organic electroluminescent device according to claim 1, characterized in that: Said The same or different ones are selected from one of the following groups, The n1 is selected from 0, 1, 2, 3, 4, 5 or 6; the n2 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the n3 is selected from 0, 1, 2, 3 or 4; the n4 is selected from 0, 1 or 2; the n5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the n6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12; Said R, R' are independently selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted benzocycloheptenyl, substituted or unsubstituted benzocyclooctyl; Said Contains at least one deuterium.

3. The organic electroluminescent device according to claim 1, characterized in that: The Ar1 and Ar2 are independently selected from one of the following groups: a is selected from 0, 1, 2, 3, 4 or 5; a1 is selected from 0, 1, 2, 3 or 4; a2 is selected from 0, 1, 2 or 3; a3 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; The R a the same or different ones selected from hydrogen, 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 cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl; The R1's are the same or different and are selected from one of hydrogen, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, and substituted or unsubstituted norbornyl; b is selected from 0, 1, 2, 3 or 4; b' is selected from 0, 1, 2 or 3; b1 is selected from 0, 1, 2, 3, 4 or 5; b2 is selected from 0, 1, 2, 3, 4, 5 or 6; b3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; b4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; b5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12; The R b1 the same or different selected from hydrogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, or two adjacent groups are bonded to form a ring; The R b independently selected from one of hydrogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, and substituted or unsubstituted naphthyl.

4. The organic electroluminescent device according to claim 1, characterized in that: Said One selected from the following groups, R is selected from one of hydrogen, deuterium, tritium, 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 cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropane, substituted or unsubstituted benzocyclobutane, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptane, substituted or unsubstituted benzocycloheptenyl; The f1 is selected from 0, 1, 2, 3 or 4; the f2 is selected from 0, 1, 2, 3, 4, 5 or 6; the f3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the f4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; The R0 is the same or different and is selected from hydrogen, deuterium, tritium, 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 cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted benzyl, The invention can be selected from the group consisting of substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl and substituted or unsubstituted benzocycloheptenyl.

5. The organic electroluminescent device according to claim 1, characterized in that: Said One selected from the following groups, The X is selected from O, S or N (R x ), the R x selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted anthracenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted benzospirobifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted benzodibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted benzodibenzothiophenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted phenanthroline, substituted or unsubstituted benzoquinolyl, substituted or unsubstituted benzoisoquinolyl; The R y , R y0 and independently selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted unsubstituted anthracenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted benzospirobifluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted benzodibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted benzodibenzothiophenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted pyrrolidone ... one of pyridinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted phenanthroline, substituted or unsubstituted benzoquinolyl and substituted or unsubstituted benzoisoquinolyl; The y is selected from 0, 1, 2, 3 or 4; the y1 is selected from 0, 1, 2 or 3; the y2 is selected from 0, 1 or 2; the y3 is selected from 0, 1, 2, 3, 4, 5 or 6; the y4 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the y5 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the y6 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9; the y7 is selected from 0, 1, 2, 3, 4, 5, 6 or 7; the y8 is selected from 0, 1, 2, 3, 4 or 5; the y9 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12.

6. The organic electroluminescent device according to claim 1, characterized in that: The A is selected from one of the following groups: The R2's are the same or different and are selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, and substituted or unsubstituted norbornyl; The Rc1 are the same or different and are selected from one of hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted benzocycloheptenyl, or two adjacent groups are bonded to form a ring; The R c , R d and independently selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydroindanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzo one of cyclopropane, substituted or unsubstituted benzocyclobutane, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted phenanthroline, substituted or unsubstituted benzoquinolyl, and substituted or unsubstituted benzisoquinolyl; The c is selected from 0, 1, 2, 3 or 4; the c' is selected from 0, 1, 2 or 3; the c1 is selected from 0, 1, 2, 3, 4 or 5; the c2 is selected from 0, 1, 2, 3, 4, 5 or 6; the c3 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; the c4 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the c5 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12; The d is selected from 0, 1, 2, 3 or 4; the d1 is selected from 0, 1, 2, 3, 4, 5 or 6; the d2 is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; The X1 is selected from O, S, C(R x1 )2、Si(R x1 )2 or N(R x1 ), the R x1 The same or different radicals are selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted cyclopropanyl, substituted or unsubstituted cyclobutanyl, substituted or unsubstituted cyclopentanyl, substituted or unsubstituted cyclohexanyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted indanyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted indenyl, substituted or unsubstituted benzocyclopropanyl, substituted or unsubstituted benzocyclobutanyl, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted benzocycloheptyl, and substituted or unsubstituted benzocycloheptenyl.

7. The organic electroluminescent device according to claim 1, characterized in that: The L's are the same or different and are selected from a single bond or one of the groups shown below, The E is the same or different and is selected from N or C (R e ), the R e The same or different ones are selected from hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 aromatic heteroyl, substituted or unsubstituted C7-C30 alicyclic and aromatic fused ring groups, or two adjacent groups are bonded to form a ring.

8. The organic electroluminescent device according to claim 7, characterized in that: The L's are the same or different and are selected from a single bond or one of the groups shown below, The Re are the same or different and are selected from one of hydrogen, deuterium, tritium, cyano, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted pentyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolyl, and substituted or unsubstituted isoquinolyl; The e1 is selected from 0, 1, 2, 3 or 4; the e2 is selected from 0, 1, 2, 3, 4, 5 or 6; the e3 is selected from 0, 1, 2, 3, 4 or 5; the e4 is selected from 0, 1, 2 or 3; the e5 is selected from 0, 1 or 2; the e6 is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8; the e7 is selected from 0, 1, 2, 3, 4, 5, 6 or 7.

9. The organic electroluminescent device according to claim 1, characterized in that: The carbazole derivative represented by Formula 1 is selected from one of the structures shown below:

10. The organic electroluminescent device according to claim 1, characterized in that: The heterocyclic derivative represented by Formula 2 is selected from one of the following structures:

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