An indolocarbazole compound and an organic electroluminescent device thereof

Abstract

The application provides an indolocarbazole compound and an organic electroluminescent device thereof, and relates to the technical field of organic electroluminescent materials. The indolocarbazole compound of formula 1 can effectively balance holes and electrons in the device when being used as a host material in a light-emitting layer. In addition, the indolocarbazole compound has a high triplet energy level, good stability, good film-forming property and other properties. The excellent properties make the organic electroluminescent device exhibit excellent photoelectric performance, specifically, the organic electroluminescent device has a low driving voltage, a high luminous efficiency and a long service life.

Description

Technical Field

[0001] This invention relates to the field of organic electroluminescent materials technology, specifically to an indole-carbazole compound and its organic electroluminescent device. Background Technology

[0002] OLED (Organic Light Emitting Diode) is an organic electroluminescent device that emits light through carrier injection and recombination under the influence of an electric field. It can convert electrical energy into light energy through organic light-emitting materials and is a new generation of display technology after CRT and LCD. It is known as a "dreamlike" display technology.

[0003] Compared to LCD, OLED boasts numerous advantages, including a wider range of material choices, full-color display from blue to red light regions, low driving voltage, high brightness and luminous efficiency, wide viewing angle, fast response speed, high contrast, realistic colors, and the ability to achieve flexible displays. Thanks to its inherent advantages and promising future prospects, OLED is finding applications in an increasing number of fields, currently primarily in smartwatches, smartphones, laptops, televisions, smart wearable devices, virtual reality (VR), and automotive displays.

[0004] OLEDs often employ a sandwich structure, where the organic functional layer is sandwiched between the anode and cathode on either side of the device. While the structure of OLEDs has become more complex, evolving from the initial single-layer to multi-layer structures, and from simple host-emitting to host-guest-emitting structures, the function of each layer has become increasingly defined.

[0005] Currently, with the continuous development of OLEDs in various fields, the requirements for device performance, such as driving voltage, luminous efficiency, and lifespan, are constantly increasing. Therefore, developing organic electroluminescent materials with better performance, especially the host material of the light-emitting layer, is an urgent task. Summary of the Invention

[0006] To address the problems existing in the prior art, the present invention provides an indole-carbazole compound and its organic electroluminescent device.

[0007] This invention provides an indolocarbazole compound, represented by the following formula 1,

[0008]

[0009] Wherein, ring A represents a heterocycle shown in formula 1-a that is fused with adjacent rings at any position;

[0010] The Ar1 and Ar2 are independently selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C2-C60 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C30 alicyclic and C6-C60 aromatic ring, and fused cycloalcoholic group of substituted or unsubstituted C3-C30 alicyclic and C2-C60 heteroaryl ring.

[0011] At least one of Ar1 and Ar2 is selected from the group shown in Formula 1-b below.

[0012]

[0013] X is selected from O, S, N(Rx), C(Rx)2 or Si(Rx)2, and the same or different Rx is selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C6-C30 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaryl ring, or a combination thereof, or two adjacent Rx are bonded to each other to form a substituted or unsubstituted ring;

[0014] The m1 is selected from integers from 0 to 4, and the m2 is selected from integers from 0 to 3; the R2s, whether the same or different, are selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C6-C30 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaryl ring, or adjacent R2s bonded to each other to form a substituted or unsubstituted ring;

[0015] The Ar is selected from the group shown in Formula 1-c, and the R is selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C6-C30 aromatic ring, and fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaryl ring.

[0016] The L is selected from one or a combination of single bond, substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C2-C30 heteroarylene, substituted or unsubstituted C3-C25 alicyclic and C6-C30 aromatic rings in a fused cycloyl group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic rings in a fused cycloyl group;

[0017] The k1 is the same or different from an integer selected from 0 to 4, and the R3 is the same or different from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1 to C25 alkyl, substituted or unsubstituted C3 to C25 cycloalkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3 to C25 alicyclic and C6 to C30 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3 to C25 alicyclic and C2 to C30 heteroaryl ring, or two adjacent R3 are bonded to each other to form a substituted or unsubstituted ring;

[0018] The L1 and L2 are independently selected from one or a combination thereof, including single-bonded, substituted or unsubstituted C6-C60 arylene, substituted or unsubstituted C2-C60 heteroarylene, substituted or unsubstituted C3-C30 alicyclic and C6-C60 aromatic rings, and substituted or unsubstituted C3-C30 alicyclic and C2-C60 heteroarylene rings.

[0019] The n1, whether the same or different, is selected from integers from 0 to 4, and the n2 is selected from integers from 0 to 2; the R1, whether the same or different, is selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1 to C25 alkyl, substituted or unsubstituted C3 to C25 cycloalkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3 to C25 alicyclic and C6 to C30 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3 to C25 alicyclic and C2 to C30 heteroaryl ring, or adjacent R1 are bonded to each other to form a substituted or unsubstituted ring;

[0020] The Z that is the same or different is selected from CH or N; the Y that is the same or different is selected from CH or N.

[0021] In addition, the present invention also provides an organic electroluminescent device containing the indolocarbazole compound of the present invention described above.

[0022] Beneficial effects: When the indolocarbazole compound of Formula 1 of this invention is used as the main material in the light-emitting layer, it can effectively balance the holes and electrons within the device. In addition, the indolocarbazole compound of this invention also has a high triplet energy level, good stability, and good film-forming properties. Its excellent properties enable organic electroluminescent devices to exhibit excellent photoelectric performance, specifically, it has a low driving voltage, high luminous efficiency, and long service life. Detailed Implementation

[0023] The present invention will be further illustrated below with reference to specific embodiments. It should be understood that these embodiments are for illustrative purposes only and are not intended to limit the scope of the invention. After reading the present invention, any modifications of the present invention in various equivalent forms by those skilled in the art will fall within the scope of protection claimed in this application.

[0024] In the compounds of this invention, any atom not specified as a particular isotope is included as any stable isotope of that atom, and includes atoms at both their natural and non-natural isotopic abundances. In this invention, "H," "hydrogen," and "hydrogen atom" refer to isotopes with different numbers of neutrons, including protium, deuterium, and tritium.

[0025] The halogens described in this invention include fluorine, chlorine, bromine, and iodine.

[0026] In this invention, "integers selected from 0 to M" means that the value is selected from any one of the integers from 0 to M, including 0, 1, 2...M-2, M-1, M. For example, "m1 is selected from integers from 0 to 4" means that m1 is selected from 0, 1, 2, 3, or 4. And so on.

[0027] In this invention, "unsubstituted ZZ group" in "substituted or unsubstituted ZZ group" means that the hydrogen atom of the "ZZ group" is not substituted by a substituent. For example, "unsubstituted aryl group" in "substituted or unsubstituted C6-C30 aryl group" means that the hydrogen atom of the "aryl group" is not substituted by a substituent. And so on.

[0028] In this invention, "CXX~CYY" in "substituted or unsubstituted CXX~CYY ZZ group" represents the number of carbon atoms in the unsubstituted "ZZ group". When the "ZZ group" has a substituent, it does not include the number of carbon atoms in the substituent. For example, "C6~C30" in "substituted or unsubstituted C6~C30 aryl group" represents the number of carbon atoms in the unsubstituted "aryl group". When the "aryl group" has a substituent, it does not include the number of carbon atoms in the substituent. In "fused cycloalcoholic group of substituted or unsubstituted C3~C20 alicyclic ring and C6~C30 aromatic ring", "C3~C20" represents the number of carbon atoms in the unsubstituted "alicyclic ring". When the "alicyclic ring" has a substituent, it does not include the number of carbon atoms in the substituent; "C6~C30" represents the number of carbon atoms in the unsubstituted "aromatic ring". When the "aromatic ring" has a substituent, it does not include the number of carbon atoms in the substituent. And so on.

[0029] In this specification, when a substituent or linking site lies within a bond that extends through two or more rings, it indicates that the substituent or linking site can be linked to any one of the two or more rings, specifically to any one of the corresponding optional sites within the rings. For example, Can represent Can represent And so on.

[0030] In this invention, when the position of the substituent on the aromatic ring is not fixed, it means that it can be attached to any of the corresponding optional sites on the aromatic ring. For example, Can represent Can represent Can represent And so on.

[0031] In this invention, "the formation of a ring by bonding two adjacent groups" refers to the formation of a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocycle by bonding adjacent groups together and optionally aromatizing them. The hydrocarbon ring can be an aliphatic or aromatic hydrocarbon ring. The heterocycle can be an aliphatic or aromatic heterocycle. The aliphatic hydrocarbon ring can be a saturated or unsaturated aliphatic hydrocarbon ring, and the aliphatic heterocycle can be a saturated or unsaturated aliphatic heterocycle. The hydrocarbon ring and heterocycle can be monocyclic or polycyclic groups. Furthermore, the ring formed by the bonding of adjacent groups can be connected to another ring to form a spirostructure. An example is shown below:

[0032]

[0033] In this invention, the rings formed by the connection can be three-membered rings, four-membered rings, five-membered rings, six-membered rings, seven-membered rings, eight-membered rings, fused rings, etc., such as cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentene, cyclohexene, benzene, naphthalene, phenanthrene, triphenylene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, fluorene, dibenzofuran, dibenzothiophene, carbazole, etc., but are not limited to these.

[0034] In this invention, "substituted or unsubstituted" means that at least one hydrogen atom on a 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 can be arbitrary. The substituents represented by "substituted or unsubstituted" in the above-mentioned terms include the following groups: deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl group, substituted or unsubstituted alkoxy group, substituted or unsubstituted aryloxy group, substituted or unsubstituted C2-C15 heterocyclic group, substituted or unsubstituted C1-C15 alkyl group, substituted or unsubstituted C3-C15 cycloalkyl group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C2-C20 heteroaryl group, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C6-C20 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl ring, etc. Preferred groups include: deuterium, tritium, cyano, halogen, nitro, methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornel, camphenyl, isocamphenyl, fentanyl, silyl, trimethylsilyl, triethylsilyl, triphenylsilyl, phenyl, biphenyl, naphthyl, phenanthrene, triphenylene, anthracene, pyrene. The substituents include benzo[a]yl, fluoranthyl, benzocyclopropane, benzocyclobutane, dihydroindyl, tetrahydronaphthyl, benzocycloheptyl, benzocyclobutenyl, indyl, dihydronaphthyl, fluorenyl, spirodifluorenyl, benzofuranyl, dibenzofuranyl, benzothiopheneyl, dibenzothiopheneyl, indolyl, carbazoleyl, spirofluorenoxanthyl, spirofluorenoxanthyl, spirofluorenoxanthyl, spiroanthrafluorenyl, benzodioxonyl, benzodisulfideyl, dihydroisobenzofuranyl, dihydrobenzofuranyl, dihydrobenzothiopheneyl, dihydroisobenzothiopheneyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, etc. Furthermore, each of the above substituents can be substituted or unsubstituted. Two adjacent substituents can bond together to form a substituted or unsubstituted ring.

[0035] The alkyl group described in this invention refers to a hydrocarbon group formed by removing one hydrogen atom from an alkane molecule. The alkyl group can be a straight-chain alkyl group or a branched alkyl group. When the chain alkyl group described in this invention has three or more carbon atoms, it includes its isomers; for example, propyl includes n-propyl and isopropyl; butyl includes n-butyl, isobutyl, sec-butyl, tert-butyl, and so on. Examples of the alkyl group include, but are not limited to, the following groups: methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, etc., but are not limited thereto. The alkyl group has 1 to 30 carbon atoms, preferably 1 to 25 carbon atoms, more preferably 1 to 20 carbon atoms, more preferably 1 to 15 carbon atoms, and even more preferably 1 to 10 carbon atoms.

[0036] The silyl group described in this invention can be represented by the group described in —SiH3; the substituted silyl group described in this invention can be represented by the group described in —Si(Rs)(Rs)(Rs), where Rs can be one, two, or three, and Rs can be the substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted alicyclic and aromatic fused cycloalcohol, etc., as described above; the plurality of Rs in —Si(Rs)(Rs)(Rs) can be the same or different, preferably having 1 to 30 carbon atoms, more preferably 1 to 25 carbon atoms, more preferably 1 to 22 carbon atoms, and most preferably 1 to 18 carbon atoms. Examples of substituted silyl groups may include, but are not limited to, trimethylsilyl, triethylsilyl, triisopropylsilyl, tritert-butylsilyl, dimethylethylsilyl, dimethylisopropylsilyl, dimethyltert-butylsilyl, tricyclopentylsilyl, tricyclohexylsilyl, triphenylsilyl, triphenylsilyl, tripyridylsilyl, tripyridylsilyl, etc.

[0037] The cycloalkyl group described in this invention refers to a hydrocarbon group formed by removing one hydrogen atom from a cycloalkane molecule. The cycloalkyl group includes monocyclic cycloalkyl, polycyclic cycloalkyl, and bridged cycloalkyl groups. Examples of cycloalkyl groups include, but are not limited to, the following groups: cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, norbornel, camphenyl, ferricyl, isocamphenyl, etc., but are not limited thereto. The cycloalkyl group has 3 to 30 carbon atoms, preferably 3 to 25 carbon atoms, more preferably 3 to 20 carbon atoms, more preferably 3 to 15 carbon atoms, and more preferably 3 to 10 carbon atoms.

[0038] The aryl group referred to in this invention refers to the general term for a monovalent group remaining after removing a hydrogen atom from the aromatic carbon atom of an aromatic compound molecule. The aryl group includes monocyclic aryl, polycyclic aryl, fused-ring aryl, or combinations thereof. Examples of the aryl group include, but are not limited to, the following groups: phenyl, biphenyl, terphenyl, naphthyl, phenanthryl, anthracene, triphenylene, fluorene, benzo[a]fluorene, spirodifluorene, benzo[a]spirodifluorene, spiroanthracene fluorene, pyrene, etc. Aryl, fluoranthyl, etc., but not limited to these. The aryl group has 6 to 60 carbon atoms, preferably 6 to 30 carbon atoms, more preferably 6 to 25 carbon atoms, and even more preferably 6 to 20 carbon atoms.

[0039] The heteroaryl group described in this invention refers to a monovalent group in which at least one carbon atom of the aryl group is replaced by a heteroatom. The heteroatom is selected from O, S, N, Si, B, P, etc., but is not limited thereto. Examples of heteroaryl groups include, but are not limited to, the following groups: furanyl, benzofuranyl, naphthofuranyl, phenanthrofuranyl, dibenzofuranyl, benzodibenzofuranyl, thiophene, benzothiophene, naphthothiophene, phenanthiophene, dibenzothiophene, benzodibenzothiophene, indoleyl, naphthoindoleyl, carbazoyl, benzocarbazoyl, spirofluoreneoxanthraceneyl, spirofluorenethionanthraceneyl, spirofluoreneaz ... Fluorenesilanethranilyl, benzodioxonyl, benzodisulfide, dihydroisobenzofuranyl, dihydrobenzothiophenyl, dihydroisobenzothiophenyl, benzodioxinyl, tetrahydropyrroleyl, piperidinyl, tetrahydrofuranyl, phenoxazinyl, phenthiazinyl, dihydroacridinyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, etc., but not limited to these. The heteroaryl group has 2 to 60 carbon atoms, preferably 2 to 30 carbon atoms, more preferably 2 to 25 carbon atoms, and more preferably 3 to 20 carbon atoms.

[0040] The fused alicyclic and aromatic ring groups described in this invention refer to the general term for monovalent groups formed by fusion of an alicyclic and an aromatic ring and the removal of one hydrogen atom. Examples of fused alicyclic and aromatic ring groups include, but are not limited to, the following groups: benzocyclopropane, benzocyclobutane, benzocyclobutenyl, dihydroindenyl, indenyl, tetrahydronaphthyl, dihydronaphthyl, benzocycloheptane, benzocycloheptenyl, etc., but are not limited thereto. The alicyclic ring has 3 to 30 carbon atoms, preferably 3 to 20 carbon atoms, more preferably 3 to 15 carbon atoms, even more preferably 3 to 10 carbon atoms, and more preferably 3 to 8 carbon atoms. The aromatic ring has 6 to 60 carbon atoms, preferably 6 to 30 carbon atoms, more preferably 6 to 25 carbon atoms, more preferably 6 to 18 carbon atoms, even more preferably 6 to 12 carbon atoms, and more preferably 6 to 10 carbon atoms.

[0041] The fused cyclic group of alicyclic and heteroaromatic rings described in this invention refers to the general term for a monovalent group remaining after removing one hydrogen atom from the fused alicyclic and heteroaromatic rings. Examples of fused cyclic groups of alicyclic and aromatic rings include, but are not limited to, the following groups: pyridocyclobutyl, pyridocyclopentyl, pyridocyclohexyl, pyridocyclopentenyl, pyridocyclohexenyl, pyrimidinocyclopentyl, pyrimidinocyclohexyl, etc., but are not limited thereto. The alicyclic ring has 3 to 30 carbon atoms, preferably 3 to 20 carbon atoms, more preferably 3 to 15 carbon atoms, and even more preferably 3 to 10 carbon atoms. The heteroaromatic ring has 2 to 60 carbon atoms, preferably 2 to 30 carbon atoms, more preferably 2 to 25 carbon atoms, more preferably 2 to 18 carbon atoms, more preferably 2 to 12 carbon atoms, and even more preferably 2 to 10 carbon atoms.

[0042] The arylene group as described in this invention refers to the general term for a monovalent group remaining after removing a hydrogen atom from the aromatic carbon atom of an aromatic compound molecule. The arylene group includes monocyclic arylene, polycyclic arylene, fused-ring arylene, or combinations thereof. Examples of the arylene group include, but are not limited to, the following groups: phenylene, biphenylene, terphenylene, naphthylene, phenanthrene, fluorene, benzo[a]fluorene, dibenzo[a]fluorene, naphthyl[a]fluorene, spirodifluorene, etc., but are not limited thereto. The arylene group has 6 to 60 carbon atoms, preferably 6 to 30 carbon atoms, preferably 6 to 25 carbon atoms, more preferably 6 to 20 carbon atoms, and even more preferably 6 to 18 carbon atoms.

[0043] The heteroaryl group refers to a divalent group in which at least one carbon atom of the aryl group is replaced by a heteroatom. The heteroatom is selected from O, S, N, Si, B, P, etc., but is not limited thereto. The heteroaryl group includes monocyclic heteroaryl, polycyclic heteroaryl, fused-ring heteroaryl, or combinations thereof. Examples of the heteroaryl group include, but are not limited to, the following groups: pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, quinazolinyl, naphthinyl, benzofuranyl, dibenzofuranyl, benzothiophenyl, thiophenyl, carbazoyl, etc., but are not limited thereto. The heteroaryl group has 2 to 60 carbon atoms, preferably 2 to 30 carbon atoms, preferably 2 to 25 carbon atoms, and more preferably 2 to 20 carbon atoms.

[0044] The fused alicyclic and aromatic ring groups described in this invention refer to the general term for divalent groups remaining after two hydrogen atoms are removed from the fused alicyclic and aromatic rings. Examples of fused alicyclic and aromatic ring groups include, but are not limited to, the following groups: benzo[a]cyclopropane, benzo[a]cyclobutane, dihydroindene, indene, tetrahydronaphthyl, dihydronaphthyl, benzo[a]cycloheptane, benzo[a]cyclobutenyl, benzo[a]cycloheptenyl, naphtho[a]cyclopentane, naphtho[a]cyclohexane, etc., but are not limited thereto. The alicyclic ring has 3 to 30 carbon atoms, preferably 3 to 20 carbon atoms, preferably 3 to 15 carbon atoms, and even more preferably 3 to 8 carbon atoms. The aromatic ring has 6 to 60 carbon atoms, preferably 6 to 30 carbon atoms, preferably 6 to 20 carbon atoms, preferably 6 to 18 carbon atoms, and preferably 6 to 10 carbon atoms.

[0045] The fused alicyclic and heteroaromatic ring groups described in this invention refer to the general term for divalent groups remaining after removing two hydrogen atoms from an alicyclic and heteroaromatic ring that have been fused together. Examples of fused alicyclic and heteroaromatic ring groups include, but are not limited to, the following groups: pyridinocyclobutyl, pyridinocyclopentyl, pyridinocyclohexyl, pyridinocyclopentenyl, etc., but are not limited thereto. The alicyclic ring has 3 to 30 carbon atoms, preferably 3 to 20 carbon atoms, more preferably 3 to 15 carbon atoms, and even more preferably 3 to 8 carbon atoms. The heteroaromatic ring has 2 to 60 carbon atoms, preferably 2 to 30 carbon atoms, more preferably 2 to 20 carbon atoms, more preferably 2 to 18 carbon atoms, and more preferably 2 to 10 carbon atoms.

[0046] This invention provides an indolocarbazole compound, represented by the following formula 1,

[0047]

[0048] Wherein, ring A represents a heterocycle shown in formula 1-a that is fused with adjacent rings at any position;

[0049] The Ar1 and Ar2 are independently selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C2-C60 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C30 alicyclic and C6-C60 aromatic ring, and fused cycloalcoholic group of substituted or unsubstituted C3-C30 alicyclic and C2-C60 heteroaryl ring.

[0050] At least one of Ar1 and Ar2 is selected from the group shown in Formula 1-b below.

[0051]

[0052] X is selected from O, S, N(Rx), C(Rx)2 or Si(Rx)2, and the same or different Rx is selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C6-C30 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaryl ring, or a combination thereof, or two adjacent Rx are bonded to each other to form a substituted or unsubstituted ring;

[0053] The m1 is selected from integers from 0 to 4, and the m2 is selected from integers from 0 to 3; the R2s, whether the same or different, are selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C6-C30 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaryl ring, or adjacent R2s bonded to each other to form a substituted or unsubstituted ring;

[0054] The Ar is selected from the group shown in Formula 1-c, and the R is selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C6-C30 aromatic ring, and fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaryl ring.

[0055] The L is selected from one or a combination of single bond, substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C2-C30 heteroarylene, substituted or unsubstituted C3-C25 alicyclic and C6-C30 aromatic rings in a fused cycloyl group, substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaromatic rings in a fused cycloyl group;

[0056] The k1 is the same or different from an integer selected from 0 to 4, and the R3 is the same or different from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1 to C25 alkyl, substituted or unsubstituted C3 to C25 cycloalkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3 to C25 alicyclic and C6 to C30 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3 to C25 alicyclic and C2 to C30 heteroaryl ring, or two adjacent R3 are bonded to each other to form a substituted or unsubstituted ring;

[0057] The L1 and L2 are independently selected from one or a combination thereof, including single-bonded, substituted or unsubstituted C6-C60 arylene, substituted or unsubstituted C2-C60 heteroarylene, substituted or unsubstituted C3-C30 alicyclic and C6-C60 aromatic rings, and substituted or unsubstituted C3-C30 alicyclic and C2-C60 heteroarylene rings.

[0058] The n1, whether the same or different, is selected from integers from 0 to 4, and the n2 is selected from integers from 0 to 2; the R1, whether the same or different, is selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1 to C25 alkyl, substituted or unsubstituted C3 to C25 cycloalkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3 to C25 alicyclic and C6 to C30 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3 to C25 alicyclic and C2 to C30 heteroaryl ring, or adjacent R1 are bonded to each other to form a substituted or unsubstituted ring;

[0059] The Z that is the same or different is selected from CH or N; the Y that is the same or different is selected from CH or N.

[0060] Preferably, the indolocarbazole compound is selected from at least one of Formulas 1-1 to 1-6.

[0061]

[0062] Preferably, one of Ar1 and Ar2 is selected from the group shown in Formula 1-b.

[0063] Preferably, Ar1 is selected from the group shown in Formula 1-b; or Ar2 is selected from the group shown in Formula 1-b.

[0064] Preferably, the group represented by Formula 1-b is selected from one of the following groups:

[0065]

[0066] The Rx, whether identical or different, is selected from one or a combination thereof, including hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C6-C25 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C2-C25 heteroaryl ring, or adjacent Rx are bonded to each other to form a substituted or unsubstituted ring;

[0067] The m1 is selected from integers from 0 to 4, the m2 is selected from integers from 0 to 3, the m3 is selected from integers from 0 to 5, the m4 is selected from integers from 0 to 6, the m5 is selected from integers from 0 to 8, and the m6 is selected from integers from 0 to 10.

[0068] The R2s, whether identical or different, are selected from one or a combination thereof, including hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C20 alicyclic and C6-C25 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C20 alicyclic and C2-C25 heteroaryl rings, or adjacent R2s bonded together to form substituted or unsubstituted rings.

[0069] The R4s, whether identical or different, are selected from one or a combination thereof, including hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C20 alicyclic and C6-C25 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C20 alicyclic and C2-C25 heteroaryl rings, or adjacent R4s bonded together to form substituted or unsubstituted rings.

[0070] The Ar is selected from the groups shown below.

[0071] The R is selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C6-C25 aromatic ring, and fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C2-C25 heteroaryl ring.

[0072] The L is selected from one or a combination of single bond, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted pyridylene, substituted or unsubstituted pyrimidinylene, substituted or unsubstituted dihydroindenylene, substituted or unsubstituted tetrahydronaphthylene, substituted or unsubstituted indenylene, and substituted or unsubstituted dihydronaphthylene.

[0073] The k1, whether identical or different, is selected from integers from 0 to 4. The R3, whether identical or different, is selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C6-C25 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C2-C25 heteroaryl ring, or adjacent R3s bonded together to form a substituted or unsubstituted ring.

[0074] Preferably, the R xSelected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted The following are included in the list of dibenzofuranyl, substituted or unsubstituted benzothiophenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazoyl, substituted or unsubstituted benzocyclopropane, substituted or unsubstituted benzocyclobutane, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted dihydroindyl, substituted or unsubstituted indyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted pyridinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or a combination thereof, or two adjacent R x They bond with each other to form substituted or unsubstituted rings;

[0075] R2 is selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted dibenzofuran. The following are substituted or unsubstituted benzothiophene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzocyclopropane, substituted or unsubstituted benzocyclobutane, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted dihydroindyl, substituted or unsubstituted indyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted pyridinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or a combination thereof, or two adjacent R2s bonded together to form a substituted or unsubstituted ring;

[0076] R4 is selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted dibenzofuranyl, substituted... Or unsubstituted benzothiophene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzocyclopropane, substituted or unsubstituted benzocyclobutane, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted dihydroindyl, substituted or unsubstituted indyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or a combination thereof, or two adjacent R4s bonded together to form a substituted or unsubstituted ring;

[0077] The R is selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted fluorene. The following are included: substituted or unsubstituted benzofuranyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted benzothiophenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazoyl, substituted or unsubstituted dihydroindole, substituted or unsubstituted indole, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or a combination thereof;

[0078] R3 is selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted dibenzofuran. The substituted or unsubstituted benzothiophene group, substituted or unsubstituted dibenzothiophene group, substituted or unsubstituted carbazolyl group, substituted or unsubstituted benzocyclopropane group, substituted or unsubstituted benzocyclobutane group, substituted or unsubstituted benzocyclobutenyl group, substituted or unsubstituted dihydroindyl group, substituted or unsubstituted indyl group, substituted or unsubstituted tetrahydronaphthyl group, substituted or unsubstituted dihydronaphthyl group, substituted or unsubstituted benzocycloheptyl group, substituted or unsubstituted pyridinyl group, substituted or unsubstituted pyrimidinyl group, substituted or unsubstituted pyrazinyl group, substituted or unsubstituted triazinyl group, substituted or unsubstituted quinolinyl group, substituted or unsubstituted isoquinolinyl group, substituted or unsubstituted quinazolinyl group, substituted or unsubstituted quinoxalinyl group, or a combination thereof, or two adjacent R3 groups bonded together to form a substituted or unsubstituted ring.

[0079] Preferably, when Ar1 or Ar2 is not of formula 1-b, it is selected from one of the following groups:

[0080]

[0081] Wherein, X1 and X2 are independently selected from single bonds, O, S, N(R`), C(R`)2 or Si(R`)2, and the same or different R` are selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C25 aryl, substituted or unsubstituted C2-C25 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C6-C25 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C20 alicyclic and C2-C25 heteroaryl ring, or adjacent R` are bonded to each other to form a substituted or unsubstituted ring;

[0082] The r1 is selected from integers from 0 to 5, and the r2 is selected from integers from 0 to 4; the same or different R5s are selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1 to C20 alkyl, substituted or unsubstituted C3 to C20 cycloalkyl, substituted or unsubstituted C6 to C25 aryl, substituted or unsubstituted C2 to C25 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3 to C20 alicyclic and C6 to C25 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3 to C20 alicyclic and C2 to C25 heteroaryl ring, or adjacent R5s are bonded to each other to form a substituted or unsubstituted ring;

[0083] The T values, whether the same or different, are selected from CH or N.

[0084] Preferably, when Ar1 or Ar2 is not of formula 1-b, it is selected from one of the following groups:

[0085]

[0086] X1 is selected from O, S, N(R`), C(R`)2 or Si(R`)2, and R` is the same or different from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C6-C20 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl ring, or adjacent R` are bonded to each other to form a substituted or unsubstituted ring;

[0087] X0 is selected from O, S, or N(R). x0 ), the R x0 It is selected from one or a combination of hydrogen, deuterium, tritium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C6-C25 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl ring;

[0088] X3 is selected from O or S; X4 is selected from O, S or C(R6);

[0089] The R x3It is selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C6-C20 aromatic ring, and fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl ring;

[0090] r1 is selected from integers from 0 to 5, r2 is selected from integers from 0 to 4, r3 is selected from integers from 0 to 3, r4 is selected from integers from 0 to 7, r5 is selected from integers from 0 to 2, r6 is selected from integers from 0 to 9, r7 is selected from integers from 0 to 8, r8 is selected from integers from 0 to 10, and r9 is selected from integers from 0 to 6.

[0091] The R5s, whether identical or different, are selected from one or a combination thereof, including hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C15 alicyclic and C6-C20 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl rings, or adjacent R5s bonded together to form substituted or unsubstituted rings.

[0092] The R6s, whether identical or different, are selected from one or a combination thereof, including hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C15 alicyclic and C6-C20 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl rings, or adjacent R6s bonded together to form substituted or unsubstituted rings.

[0093] Preferably, when Ar1 or Ar2 is not of formula 1-b, it is selected from one of the following groups:

[0094]

[0095]

[0096] The R's are the same or different and are selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C6-C20 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl ring, or adjacent R's are bonded to each other to form a substituted or unsubstituted ring;

[0097] The R x0 It is selected from one or a combination of hydrogen, deuterium, tritium, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C6-C25 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl ring;

[0098] The R x3 It is selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C6-C20 aromatic ring, and fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl ring;

[0099] r1 is selected from integers from 0 to 5, r2 is selected from integers from 0 to 4, r3 is selected from integers from 0 to 3, r4 is selected from integers from 0 to 7, r5 is selected from integers from 0 to 2, r6 is selected from integers from 0 to 9, r7 is selected from integers from 0 to 8, r8 is selected from integers from 0 to 10, and r9 is selected from integers from 0 to 6.

[0100] The R5s, whether identical or different, are selected from one or a combination thereof, including hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C15 alicyclic and C6-C20 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl rings, or adjacent R5s bonded together to form substituted or unsubstituted rings.

[0101] The R6s, whether identical or different, are selected from one or a combination thereof, including hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C15 alicyclic and C6-C20 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl rings, or adjacent R6s bonded together to form substituted or unsubstituted rings.

[0102] Preferably, R' is selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted dibenzofuranyl. Furanyl, substituted or unsubstituted benzothiopheneyl, substituted or unsubstituted dibenzothiopheneyl, substituted or unsubstituted carbazoyl, substituted or unsubstituted benzocyclopropane, substituted or unsubstituted benzocyclobutane, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted dihydroindyl, substituted or unsubstituted indyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or a combination thereof, or two adjacent R's bonded to each other to form a substituted or unsubstituted ring;

[0103] The R x0Selected from hydrogen, deuterium, tritium, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted Dibenzofuranyl, substituted or unsubstituted benzothiophenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazoyl, substituted or unsubstituted benzocyclopropane, substituted or unsubstituted benzocyclobutane, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted dihydroindyl, substituted or unsubstituted indyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or a combination thereof;

[0104] The R x3Selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted benzofuranyl, substituted or Unsubstituted dibenzofuranyl, substituted or unsubstituted benzothiophenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazoyl, substituted or unsubstituted benzocyclopropane, substituted or unsubstituted benzocyclobutane, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted dihydroindyl, substituted or unsubstituted indyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or a combination thereof;

[0105] R5 is selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted dibenzofuran. The following are substituted or unsubstituted benzothiophene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzocyclopropane, substituted or unsubstituted benzocyclobutane, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted dihydroindyl, substituted or unsubstituted indyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted benzocycloheptyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted triazine, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or a combination thereof, or two adjacent R5s bonded together to form a substituted or unsubstituted ring;

[0106] R6 is selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted dibenzofuranyl, substituted... Or unsubstituted benzothiophene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzocyclopropane, substituted or unsubstituted benzocyclobutane, substituted or unsubstituted benzocyclobutenyl, substituted or unsubstituted dihydroindyl, substituted or unsubstituted indyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or a combination thereof, or two adjacent R6 groups bonded together to form a substituted or unsubstituted ring.

[0107] Preferably, L1 and L2 are independently selected from single bonds or one or a combination of the following groups:

[0108]

[0109] Wherein, the same or different E is selected from CH or N; the W is selected from O, S, C(Rw)2 or N(Rw); the same or different Rw is selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C25 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C6-C30 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C25 alicyclic and C2-C30 heteroaryl ring, or a combination thereof, or two adjacent Rw are bonded to each other to form a substituted or unsubstituted ring;

[0110] The same or different e1 is selected from integers from 0 to 4, and e2 is selected from integers from 0 to 3; the same or different R7 is selected from one or a combination of hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1 to C25 alkyl, substituted or unsubstituted C3 to C25 cycloalkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3 to C25 alicyclic and C6 to C30 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3 to C25 alicyclic and C2 to C30 heteroaryl ring, or adjacent R7 are bonded to each other to form a substituted or unsubstituted ring.

[0111] Preferably, L1 and L2 are independently selected from single bonds or one or a combination of the following groups:

[0112]

[0113] e1 is selected from integers from 0 to 4, e2 is selected from integers from 0 to 3, e3 is selected from integers from 0 to 6, e4 is selected from integers from 0 to 2, e5 is selected from integers from 0 to 5, e6 is selected from integers from 0 to 8, and e7 is selected from integers from 0 to 10.

[0114] The W is selected from O, S, C(Rw)2 or N(Rw), and the Rws, whether the same or different, are selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C6-C20 aromatic ring, fused cycloalcoholic group of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl ring, or a combination thereof, or two adjacent Rws are bonded to each other to form a substituted or unsubstituted ring;

[0115] The R7s, whether identical or different, are selected from one or a combination thereof, including hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C15 alicyclic and C6-C20 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl rings, or adjacent R7s bonded together to form substituted or unsubstituted rings.

[0116] The R8s, whether identical or different, are selected from one or a combination thereof, including hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted silyl, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C2-C20 heteroaryl, fused cycloalcoholic groups of substituted or unsubstituted C3-C15 alicyclic and C6-C20 aromatic rings, fused cycloalcoholic groups of substituted or unsubstituted C3-C15 alicyclic and C2-C20 heteroaryl rings, or adjacent R8s bonded together to form substituted or unsubstituted rings.

[0117] Preferably, the R w Selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted benzofuranyl, substituted Or unsubstituted dibenzofuranyl, substituted or unsubstituted benzothiopheneyl, substituted or unsubstituted dibenzothiopheneyl, substituted or unsubstituted benzocyclobutyl, substituted or unsubstituted dihydroindyl, substituted or unsubstituted indyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or any combination thereof, or two adjacent R w They bond with each other to form substituted or unsubstituted rings;

[0118] R7 is selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted dimethylsilyl, and so on. Benzofuranyl, substituted or unsubstituted benzothiophenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted benzocyclobutyl, substituted or unsubstituted dihydroindyl, substituted or unsubstituted indyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or a combination thereof, or two adjacent R7s bonded together to form a substituted or unsubstituted ring;

[0119] R8 is selected from hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted triphenylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl. One or a combination of substituted or unsubstituted benzocyclobutyl, substituted or unsubstituted dihydroindyl, substituted or unsubstituted indyl, substituted or unsubstituted tetrahydronaphthyl, substituted or unsubstituted dihydronaphthyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrazinyl, substituted or unsubstituted pyridazinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, or substituted or unsubstituted quinoxalinyl, or two adjacent R8s bonded together to form a substituted or unsubstituted ring.

[0120] Preferably, at most three Zs in Formula 1 are selected from N; more preferably, at most two Zs in Formula 1 are selected from N; most preferably, at most one Z in Formula 1 is selected from N.

[0121] Preferably, the indolocarbazole compound is selected from at least one of the following structures:

[0122]

[0123]

[0124]

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141]

[0142] The above lists some specific chemical structures of the indolocarbazole compound represented by Formula 1 of the present invention. However, the present invention is not limited to these listed chemical structures. Any structure based on the structure shown in Formula 1 with substituents as defined above should be included.

[0143] In addition, the present invention also provides an organic electroluminescent device containing the indolocarbazole compound of the present invention described above.

[0144] Preferably, the organic electroluminescent device includes an anode, a cathode, and an organic layer, wherein the organic layer is located between the anode and the cathode, and the organic layer contains the indolocarbazole compound of the present invention described above.

[0145] Preferably, the organic electroluminescent device includes an anode, a cathode, and an organic layer, the organic layer being located between the anode and the cathode, the organic layer including a light-emitting layer containing the indolocarbazole compound of the present invention described above.

[0146] Preferably, the organic electroluminescent device includes an anode, a cathode, and an organic layer, the organic layer being located between the anode and the cathode, the organic layer including a light-emitting layer, the light-emitting layer including a host material, the host material containing the indolocarbazole compound of the present invention described above.

[0147] Preferably, the organic electroluminescent device includes an anode, a cathode, an organic layer, and a capping layer, wherein the organic layer is located between the anode and the cathode, the capping layer is located outside the anode or the cathode, and the capping layer contains the indolocarbazole compound of the present invention described above.

[0148] The functional layer of the organic electroluminescent device of the present invention may contain at least one of the following functional layers: hole injection layer, hole transport layer, light-emitting auxiliary layer, electron blocking layer, light-emitting layer, hole blocking layer, electron transport layer, electron injection layer, capping layer, etc. Any functional layer having hole injection and / or transport properties, electron injection and / or transport properties, light-emitting properties, or light extraction properties should be included. Each functional layer may be composed of a single thin film or multiple thin films, and each thin film may be composed of only one material or multiple materials.

[0149] This invention does not particularly limit the materials of the thin films in the organic electroluminescent device; substances known in the art can be used. The organic functional layers of the aforementioned organic electroluminescent device and the electrodes on both sides of the device are described below:

[0150] The anode of this invention is preferably made of a material with a high work function. The anode includes, but is not limited to, the materials described below: metals or their alloys, metal oxides, multilayer materials, conductive polymers, etc. Specific examples may include gold (Au), indium tin oxide (ITO), zinc oxide (ZnO), indium tin oxide / silver / indium tin oxide (ITO / Ag / ITO), polyaniline, etc., but are not limited to these.

[0151] The hole injection layer of the present invention is preferably made of a material with good hole injection capability and suitable HOMO energy level. The hole injection layer includes, but is not limited to, the materials described below, such as metal oxides, phthalocyanine metal complexes, aromatic amine derivatives, polycyano conjugated organic compounds, and polymers. Specific examples may include molybdenum trioxide (MoO3), copper phthalocyanine (CuPC), N,N'-bis[4-di(m-tolyl)aminophenyl]-N,N'-diphenylbenzidine (DNTPD), 4,4',4"-tris(N-(1-naphthyl)-N-phenylamino)triphenylamine (1-TNATA), 1,4,5,8,9,11-hexaazabenzonitrile (HAT-CN), poly(4-vinyltriphenylamine) (PVTPA), etc., but is not limited to these.

[0152] The hole transport layer of the present invention is preferably made of a material with good stability and high hole mobility. The hole transport layer includes, but is not limited to, the materials described below, such as aromatic amine derivatives, carbazole derivatives, polymers, etc. Specific examples may include N,N,N',N'-tetraphenylbenzidine diamine (TBBDA), N,N'-diphenyl-N,N'-(1-naphthyl)-1,1'-biphenyl-4,4'-diamine (NPB), N4,N4'-di(biphenyl-4-yl)-N4,N4'-diphenylbiphenyl-4,4'-diamine (TPD-10), 4,4'-cyclohexylbis[N,N-di(4-methylphenyl)aniline] (TAPC), 1,3,5-tris(9-carbazole)benzene (TCB), 4,4',4”-tris(carbazole-9-yl)triphenylamine (TCTA), polyvinylcarbazole (PVC), etc., but is not limited thereto.

[0153] The light-emitting layer of the present invention comprises a host material and a dopant material. The light-emitting material may be a red light-emitting material, a green light-emitting material, a blue light-emitting material, or a combination thereof. The doping ratio of the host material and the dopant material may vary depending on the material used. Typically, the doping ratio of the dopant material is 0.01% to 20%, preferably 0.1% to 15%, and more preferably 1% to 10%.

[0154] The host material of the luminescent layer not only needs to possess bipolar charge transport properties, but also needs appropriate energy levels to effectively transfer excitation energy to the guest luminescent material. The host material can be one material or two or more materials. Preferably, it is an indolocarbazole compound of Formula 1 of the present invention. The indolocarbazole compound of Formula 1 of the present invention can be used alone as a host material or in combination with a p-type host material or an n-type host material. When used in combination with a p-type host material or an n-type host material, the weight ratio of the indolocarbazole compound of Formula 1 of the present invention to the p-type host material or n-type host material is 1:99 to 99:1, preferably 20:80 to 80:20. The main materials include, but are not limited to, the following: heterocyclic compounds, aromatic amine compounds, fused aromatic ring derivatives, metal complexes, silicon-containing compounds, etc. Specific examples may include 2,4-bis(1,1'-biphenyl)-3-yl)-6-(3-dibenzothiophene-4-yl)phenyl)-1,3,5-triazine, 4,4'-bis(carbazole-9-yl)biphenyl (CBP), 1,3-bis(N-carbazole)benzene (MCP), 1,3,5-tris(carbazole-9-yl)benzene (TCP), 9-phenyl-3,6-bis(4-(1-phenyl-1H-benzimidazol-2-yl)phenyl-9H-carbazole (CNBzIm), tris[4-(pyrene)-phenyl]amine (TPyPA), 9,10-bis(2- Naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthyl-2-yl)anthracene (MADN), 1,3,5-tris(1-pyrene)benzene (TSB3), N,N'-di-(1-naphthyl)-N,N'-diphenyl-[1,1`:4`,1``:4``,1```-tetraphenyl]-4,4```diamine (4P-NPB), 9,9,9',9'-tetra(4-methylphenyl)-2,2'-bi-9H-fluorene (BDAF), tris(6-fluoro-8-hydroxyquinoline)aluminum (6FAlq3), tris(8-hydroxyquinoline)aluminum (Alq3), bis(10-hydroxybenzo[H]quinoline)beryllium (BeBq2), bis(8-hydroxyquinoline)zinc (Znq2), etc., but not limited to these.

[0155] The doped material can be a fluorescent material, a phosphorescent material, a TADF material, or a combination thereof. Doped materials include, but are not limited to, the following: metal complexes, aromatic amine derivatives, styrene amine compounds, fused aromatic compounds, heterocyclic compounds, etc.Specific examples may include bis[4-tert-butyl-2',6'-difluoro-2,3'-bipyridine](acetylacetone)iridium (FK306), bis(2-(2-hydroxyphenyl)pyridine)beryllium (Bepp2), bis(3,4,5-trifluoro-2-(2-pyridyl)phenyl-(2-carboxypyridyl)iridium (Ir(tfpd)2pic), bis(2-(naphth-2-yl)pyridine)(acetylacetone)iridium (Ir(npy)2acac), tris[2-phenyl-4-methylquinoline)]iridium (Ir(Mphq)3), tris(2-phenylpyridine)iridium (Ir(ppy)3), and tris[2-(3-methyl-2-pyridyl)phenyl]iridium (Ir) (3mppy)3), bis(2-benzo[H]quinoline-C2,N')(acetylacetone)iridium (Ir(bzq)2(acac)), tris(2-(3,5-dimethylphenyl)quinoline-C2,N')iridium (Ir(dmpq)3), bis(1-phenyl-isoquinoline)(acetylacetone)iridium (Ir(piq)2(acac)), tris(1-phenyl-isoquinoline)iridium (Ir(piq)3), octaethylporphyrin platinum (PtOEP)4,4'-[1,4-phenylenebis-(1E)-2,1-vinyldiyl]bis[N,N-diphenylaniline](DSA-Ph), 1,1'-bis(3,5-bis(trifluoromethyl) 1,1'-bis(3,5)-9,9'-bianthracene (Ban-(3,5)-CF3), N,N,N',N'-tetra(4-methylphenyl)-[9,9'-bianthracene]-10,10'-diamine (BA-TTB), 1,1'-bis(3,5-bis(trifluoromethyl)phenyl)-9,9'-bianthracene (Ban-(3,5)-CF3), 2,5,8,11-tetra-tert-butylperylene (TBPe), N1,N6-bis(dibenzofuran-4-yl)-N1,N6-di-m-tolylpyrene-1,6-diamine, rubrene, 9-(9-phenylcarbazole-3-yl)-10-(naphth-1-yl) (PCAN), 1,4-bis(4-(9H- Carbazole-9-yl)styryl)benzene (BCzSB), 1,1'-(4,4'-(4-phenyl-4H-1,2,4-triazol-3,5-diyl)bis(4,1-phenylene))bis(1H-phenoxazine) (2PXZ-TAZ), 2,5-bis(4-(1H-phenyloxazine-1-yl)phenyl)-1,3,4-oxadiazole (2PXZ-OXD), (E)-2-(2-tert-butyl-6-(2-(2,6,6-trimethyl-2,4,5,6-tetrahydro-1H-pyrrolo[3,2,1-IJ]]quinoline-8-yl)vinyl)-4H-pyran-4-alkylene)malonium (DCQTB), etc., but not limited to these.

[0156] The electron transport layer of the present invention is preferably made of a material with good stability and high electron mobility. The electron transport layer includes, but is not limited to, the materials described below, such as metal complexes and heteroaromatic compounds. Specific examples may include 1-(9,10-bis(naphthyl-2-yl)anthracene-2-yl)benzo[4,5]thieno[2,3-c]pyridine, 2-[4-(9,10-dinaphthyl-2-yl-anthracene-2-yl)phenyl]-1-phenyl-1H-benzimidazole, aluminum 8-hydroxyquinoline (Alq3), aluminum tris(4-methyl-8-hydroxyquinoline) (Al(4-Mq)3), beryllium bis(10-hydroxybenzo[h]quinoline) (Bepq2), and zinc(II) bis(8-hydroxyquinoline) (Znq). Examples of such products include, but are not limited to, 2,9-bis(naphthyl-2-yl)-4,7-diphenyl-1,10-phenanthroline (NBphen), 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (PBD), 3,3,5,5-tetra[m-pyridyl]-phenyl-3-yl]biphenyl (BP4mPy), and 2-(4-(9,10-bis(naphthyl-2-yl)anthracene-2-phenyl)-1-phenyl)-1H-phenanthrene[9,10-d]imidazole (ADN-PAimi).

[0157] The electron injection material of this invention needs to possess properties such as good hole injection capability and suitable energy levels to reduce the interfacial barrier between the cathode and the electron transport layer and improve electron injection capability. The electron injection layer material includes, but is not limited to, the materials described below, such as metals, metal compounds, and metal oxides. Specific examples may include ytterbium (Yb), lithium fluoride (LiF), magnesium fluoride (MgF), lithium 8-hydroxyquinoline (LiQ), cesium carbonate (Cs₂CO₃), rubidium acetate (CH₃COORb), lithium oxide (Li₂O), etc., but are not limited to these.

[0158] The cathode of the present invention is preferably made of a material with a low work function. The cathode includes, but is not limited to, the materials described below, metals or alloys thereof, multilayer materials, etc. Specific examples may include aluminum (Al), silver (Ag), lithium (Li), magnesium (Mg), magnesium:silver (Mg:Ag), etc., but are not limited thereto.

[0159] There are no particular limitations on the preparation method of each thin film in the organic electroluminescent device of the present invention. Vacuum evaporation, sputtering, spin coating, spraying, screen printing, laser transfer, etc. can be used, but are not limited to these methods.

[0160] The organic electroluminescent device of this invention is mainly used in the fields of information display technology and lighting. In terms of information display, it is widely used in various information displays, such as mobile phones, tablet computers, flat-screen TVs, smartwatches, VR, in-vehicle systems, digital cameras, wearable devices, etc.

[0161] Synthesis Examples

[0162] Raw materials and reagents: This invention does not impose any particular limitations on the raw materials or reagents used in the following synthesis examples. They can be commercially available products or prepared using methods well-known to those skilled in the art. All raw materials and reagents used in this invention are of reagent purity.

[0163] Instruments: G2-Si quadrupole tandem time-of-flight high-resolution mass spectrometer (Waters Corporation, UK); Vario ELcube organic elemental analyzer (Elementar Corporation, Germany).

[0164] There are no particular limitations on the preparation method of the indolocarbazole compound of Formula 1 of the present invention, and conventional methods well known to those skilled in the art can be used. For example, carbon-carbon coupling reaction, carbon-nitrogen coupling reaction, etc. The indolocarbazole compound of Formula 1 of the present invention can be prepared, for example, by the synthetic route shown below.

[0165]

[0166] The Xn is a halogen, for example, the same or different Xn are selected from Cl, Br, I.

[0167] [Synthetic Example 1] Synthesis of Compound 4

[0168]

[0169] Under nitrogen protection, A-4 (11.21 g, 25.00 mmol), E-4 (13.29 g, 30.00 mmol), copper powder (2.06 g, 32.50 mmol), 18-crown ether-6 (661 mg, 2.50 mmol), potassium carbonate (4.15 g, 30.00 mmol), and DMF (150 ml) were added to a reaction flask and stirred under reflux for 24 hours. After the reaction was completed, the mixture was cooled to room temperature, water was added, and the mixture was extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The mixture was recrystallized from toluene to give compound 4 (15.18 g, yield 71%). HPLC analysis showed that the solid purity was ≥99.91%. Mass spectrometry m / z: 854.3285 (theoretical value: 854.3297). Theoretical elemental content (%) C 64 H 42 N2O: C, 89.90; H, 4.95; N, 3.28. Measured elemental content (%): C, 89.92; H, 4.91; N, 3.26.

[0170] [Synthetic Example 2] Synthesis of Compound 19

[0171]

[0172] According to the preparation method in Example 1, equimolar amounts of A-4 were replaced with equimolar amounts of A-19 to obtain compound 19 (14.87 g, yield 73%); HPLC purity ≥99.93%. Mass spectrometry m / z: 814.2993 (theoretical value: 814.2984). Theoretical elemental content (%) C 61 H 38 N₂O: C, 89.90; H, 4.70; N, 3.44. Measured elemental content (%): C, 89.93; H, 4.72; N, 3.42.

[0173] [Synthetic Example 3] Synthesis of Compound 25

[0174]

[0175] According to the preparation method in Example 1, equimolar amounts of A-4 were replaced with equimolar amounts of A-25 to obtain compound 25 (15.28 g, yield 70%); HPLC purity ≥99.94%. Mass spectrometry m / z: 872.3778 (theoretical value: 872.3767). Theoretical elemental content (%) C 65 H 48 N₂O: C, 89.42; H, 5.54; N, 3.21. Measured elemental content (%): C, 89.46; H, 5.53; N, 3.24.

[0176] [Synthetic Example 4] Synthesis of Compound 30

[0177]

[0178] According to the preparation method in Example 1, equimolar amounts of A-4 were replaced with equimolar amounts of A-30 to obtain compound 30 (14.89 g, yield 67%); HPLC purity ≥99.93%. Mass spectrometry m / z: 888.3155 (theoretical value: 888.3141). Theoretical elemental content (%) C 67 H 40 N₂O: C, 90.51; H, 4.54; N, 3.15. Measured elemental content (%): C, 90.54; H, 4.52; N, 3.18.

[0179] [Synthetic Example 5] Synthesis of Compound 33

[0180]

[0181] According to the preparation method in Example 1, equimolar amounts of A-4 were replaced with equimolar amounts of A-33 to obtain compound 33 (14.71 g, yield 71%); HPLC purity ≥99.96%. Mass spectrometry m / z: 828.2785 (theoretical value: 828.2777). Theoretical elemental content (%) C 61 H 36 N2O2: C, 88.38; H, 4.38; N, 3.38. Measured elemental content (%): C, 88.35; H, 4.39; N, 3.36.

[0182] [Synthetic Example 6] Synthesis of Compound 41

[0183]

[0184] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-41 and E-41, respectively, to obtain compound 41 (14.67 g, yield 72%); HPLC purity ≥99.97%. Mass spectrometry m / z: 814.2995 (theoretical value: 814.2984). Theoretical elemental content (%) C 61 H 38 N₂O: C, 89.90; H, 4.70; N, 3.44. Measured elemental content (%): C, 89.91; H, 4.74; N, 3.42.

[0185] [Synthetic Example 7] Synthesis of Compound 50

[0186]

[0187] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-50 and E-50, respectively, to obtain compound 50 (15.05 g, yield 68%); HPLC purity ≥99.94%. Mass spectrometry m / z: 884.3781 (theoretical value: 884.3767). Theoretical elemental content (%) C 66 H 48 N₂O: C, 89.56; H, 5.47; N, 3.16. Measured elemental content (%): C, 89.53; H, 5.48; N, 3.15.

[0188] [Synthetic Example 8] Synthesis of Compound 57

[0189]

[0190] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-41 and E-57, respectively, to obtain compound 57 (14.87 g, yield 73%); HPLC purity ≥99.97%. Mass spectrometry m / z: 814.2997 (theoretical value: 814.2984). Theoretical elemental content (%) C 61 H 38 N₂O: C, 89.90; H, 4.70; N, 3.44. Measured elemental content (%): C, 89.94; H, 4.72; N, 3.41.

[0191] [Synthetic Example 9] Synthesis of Compound 81

[0192]

[0193] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-81 and E-81, respectively, to obtain compound 81 (13.30 g, yield 74%); HPLC purity ≥99.99%. Mass spectrometry m / z: 738.2682 (theoretical value: 738.2671). Theoretical elemental content (%) C 55 H 34 N₂O: C, 89.41; H, 4.64; N, 3.79. Measured elemental content (%): C, 89.46; H, 4.61; N, 3.75.

[0194] [Synthetic Example 10] Synthesis of Compound 90

[0195]

[0196] According to the preparation method in Example 1, equimolar amounts of A-4 were replaced with equimolar amounts of A-90 to obtain compound 90 (13.85 g, yield 75%); HPLC purity ≥99.99%. Mass spectrometry m / z: 738.2679 (theoretical value: 738.2671). Theoretical elemental content (%) C 55 H 34 N₂O: C, 89.41; H, 4.64; N, 3.79. Measured elemental content (%): C, 89.43; H, 4.61; N, 3.77.

[0197] [Synthetic Example 11] Synthesis of Compound 104

[0198]

[0199] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-104 and E-57, respectively, to obtain compound 104 (14.67 g, yield 72%); HPLC purity ≥99.97%. Mass spectrometry m / z: 814.2998 (theoretical value: 814.2984). Theoretical elemental content (%) C 61 H 38 N₂O: C, 89.90; H, 4.70; N, 3.44. Measured elemental content (%): C, 89.93; H, 4.71; N, 3.42.

[0200] [Synthetic Example 12] Synthesis of Compound 129

[0201]

[0202] According to the preparation method in Example 1, equimolar amounts of A-4 were replaced with equimolar amounts of A-129 to obtain compound 129 (14.99 g, yield 76%); HPLC purity ≥99.98%. Mass spectrometry m / z: 788.2839 (theoretical value: 788.2828). Theoretical elemental content (%) C 59 H 36 N₂O: C, 89.82; H, 4.60; N, 3.55. Measured elemental content (%): C, 89.87; H, 4.61; N, 3.53.

[0203] [Synthetic Example 13] Synthesis of Compound 150

[0204]

[0205] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 were replaced with equimolar amounts of A-150 to obtain compound 150 (14.68 g, yield 70%); HPLC purity ≥99.96%. Mass spectrometry m / z: 838.2996 (theoretical value: 838.2984). Theoretical elemental content (%) C 63 H 38 N₂O: C, 90.19; H, 4.57; N, 3.34. Measured elemental content (%): C, 90.16; H, 4.55; N, 3.35.

[0206] [Synthetic Example 14] Synthesis of Compound 195

[0207]

[0208] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-129 and E-57, respectively, to obtain compound 195 (16.22 g, yield 75%); HPLC purity ≥99.95%. Mass spectrometry m / z: 864.3159 (theoretical value: 864.3141). Theoretical elemental content (%) C 65 H 40 N₂O: C, 90.25; H, 4.66; N, 3.24. Measured elemental content (%): C, 90.26; H, 4.61; N, 3.23.

[0209] [Synthetic Example 15] Synthesis of Compound 235

[0210]

[0211] According to the preparation method in Example 1, equimolar amounts of A-4 were replaced with equimolar amounts of A-235 to obtain compound 235 (14.20 g, yield 72%); HPLC purity ≥99.98%. Mass spectrometry m / z: 788.2841 (theoretical value: 788.2828). Theoretical elemental content (%) C 59 H 36 N₂O: C, 89.82; H, 4.60; N, 3.55. Measured elemental content (%): C, 89.86; H, 4.61; N, 3.52.

[0212] [Synthetic Example 16] Synthesis of Compound 239

[0213]

[0214] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-239 and E-239, respectively, to obtain compound 239 (13.82 g, yield 70%); HPLC purity ≥99.97%. Mass spectrometry m / z: 789.2794 (theoretical value: 789.2780). Theoretical elemental content (%) C 58 H 35 N3O: C, 88.19; H, 4.47; N, 5.32. Measured elemental content (%): C, 88.14; H, 4.48; N, 5.34.

[0215] [Synthetic Example 17] Synthesis of Compound 249

[0216]

[0217] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-249 and E-239, respectively, to obtain compound 249 (14.60 g, yield 74%); HPLC purity ≥99.98%. Mass spectrometry m / z: 788.2842 (theoretical value: 788.2828). Theoretical elemental content (%) C 59 H 36 N₂O: C, 89.82; H, 4.60; N, 3.55. Measured elemental content (%): C, 89.86; H, 4.63; N, 3.53.

[0218] [Synthetic Example 18] Synthesis of Compound 254

[0219]

[0220] Preparation of intermediate A-254:

[0221] Under nitrogen protection, a-254 (30.21 g, 120.00 mmol), b-254 (30.40 g, 144.00 mmol), copper powder (9.91 g, 156.00 mmol), 18-crown ether-6 (3.17 g, 12.00 mmol), potassium carbonate (19.90 g, 144.00 mmol), and DMF (500 ml) were added to a reaction flask and stirred under reflux for 15 hours. After the reaction was completed, the mixture was cooled to room temperature, water was added, and the mixture was extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The mixture was then purified by silica gel column chromatography (dichloromethane: n-hexane = 1:5) to obtain intermediate A-254 (35.75 g, yield 78%); HPLC analysis showed that the solid purity was ≥99.54%.

[0222] Preparation of intermediate B-254:

[0223] Under nitrogen protection, A-254 (30.55 g, 80.00 mmol), pinacol diborate (24.38 g, 96.00 mmol), 1,1-bis(diphenylphosphine)ferrocene palladium dichloride (585 mg, 0.80 mmol), potassium acetate (15.70 g, 160.00 mmol), and DMF (350 ml) were added to a reaction flask, and the mixture was stirred under reflux for 8 hours. After the reaction was completed, the mixture was cooled to room temperature, the solvent was removed under reduced pressure, water was added, and the mixture was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, the solvent was removed under reduced pressure, and the mixture was recrystallized from toluene:methanol = 4:1 to give intermediate B-254 (31.06 g, yield 82%); HPLC analysis showed that the solid purity was ≥99.68%.

[0224] Preparation of intermediate C-254:

[0225] Under nitrogen protection, B-254 (28.41 g, 60.00 mmol), C-254 (14.54 g, 72.00 mmol), tetrakis(triphenylphosphine)palladium (347 mg, 0.30 mmol), potassium carbonate (16.58 g, 120.00 mmol), THF (300 ml), and water (150 ml) were added to a reaction flask, and the mixture was stirred under reflux for 7 hours. After the reaction was completed, the mixture was cooled to room temperature, the solvent was removed under reduced pressure, water was added, and the mixture was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, the solvent was removed under reduced pressure, and the mixture was recrystallized from toluene:n-heptane = 5:1 to give intermediate C-254 (21.93 g, yield 78%); the purity of the solid was ≥99.73% as determined by HPLC.

[0226] Preparation of intermediate D-254:

[0227] Under nitrogen protection, C-254 (18.74 g, 40.00 mmol), triphenylphosphine (26.23 g, 100.00 mmol), and o-dichlorobenzene (150 ml) were added to a reaction flask, and the mixture was stirred under reflux for 10 hours. After the reaction was complete, the mixture was cooled to room temperature, the solvent was removed under reduced pressure, water was added, and the mixture was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, the solvent was removed under reduced pressure, and the mixture was recrystallized from toluene:ethanol = 8:1 to give intermediate D-254 (13.10 g, yield 75%); HPLC analysis showed that the solid purity was ≥99.85%.

[0228] Preparation of compound 254:

[0229] Under nitrogen protection, D-254 (10.91 g, 25.00 mmol), E-4 (13.29 g, 30.00 mmol), copper powder (2.06 g, 32.50 mmol), 18-crown ether-6 (661 mg, 2.50 mmol), potassium carbonate (4.15 g, 30.00 mmol), and DMF (150 ml) were added to a reaction flask and stirred under reflux for 20 hours. After the reaction was completed, the mixture was cooled to room temperature, water was added, and the mixture was extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The mixture was recrystallized from toluene to give compound 254 (14.54 g, yield 69%). HPLC analysis showed that the solid purity was ≥99.96%. Mass spectrometry m / z: 842.3308 (theoretical value: 842.3297). Theoretical elemental content (%) C 63 H 42 N₂O: C, 89.76; H, 5.02; N, 3.32. Measured elemental content (%): C, 89.73; H, 5.05; N, 3.34.

[0230] [Synthetic Example 19] Synthesis of Compound 260

[0231]

[0232]

[0233] According to the preparation method in Synthesis Example 18, equimolar amounts of a-254 and b-254 were replaced with equimolar amounts of a-260 and b-260, respectively, to obtain compound 399 (15.72 g); HPLC purity ≥ 99.95%. Mass spectrometry m / z: 860.3235 (theoretical value: 860.3223). Theoretical elemental content (%) C 62 H 44 N₂OSi: C, 86.48; H, 5.15; N, 3.25. Measured elemental content (%): C, 86.45; H, 5.17; N, 3.27.

[0234] [Synthetic Example 20] Synthesis of Compound 266

[0235]

[0236] According to the preparation method in Example 1, equimolar amounts of A-4 were replaced with equimolar amounts of A-266 to obtain compound 266 (15.14 g, yield 70%); HPLC purity ≥99.95%. Mass spectrometry m / z: 864.3152 (theoretical value: 864.3141). Theoretical elemental content (%) C 65 H 40 N₂O: C, 90.25; H, 4.66; N, 3.24. Measured elemental content (%): C, 90.27; H, 4.63; N, 3.22.

[0237] [Synthetic Example 21] Synthesis of Compound 270

[0238]

[0239] According to the preparation method in Example 1, equimolar amounts of A-4 were replaced with equimolar amounts of A-270 to obtain compound 270 (14.99 g, yield 67%); HPLC purity ≥99.94%. Mass spectrometry m / z: 894.2721 (theoretical value: 894.2705). Theoretical elemental content (%) C 65 H 38 N₂OS: C, 87.22; H, 4.28; N, 3.13. Measured elemental content (%): C, 87.25; H, 4.27; N, 3.16.

[0240] [Synthetic Example 22] Synthesis of Compound 310

[0241]

[0242] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-41 and E-310, respectively, to obtain compound 310 (13.40 g, yield 71%); HPLC purity ≥99.99%. Mass spectrometry m / z: 754.2458 (theoretical value: 754.2443). Theoretical elemental content (%) C 55 H 34 N2S: C, 87.50; H, 4.54; N, 3.71. Measured elemental content (%): C, 87.55; H, 4.51; N, 3.72.

[0243] [Synthetic Example 23] Synthesis of Compound 354

[0244]

[0245] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-354 and E-354, respectively, to obtain compound 354 (15.13 g, yield 65%); HPLC purity ≥99.93%. Mass spectrometry m / z: 930.3078 (theoretical value: 930.3069). Theoretical elemental content (%) C 69 H 42 N2S: C, 89.00; H, 4.55; N, 3.01. Measured elemental content (%): C, 89.02; H, 4.51; N, 3.02.

[0246] [Synthetic Example 24] Synthesis of Compound 360

[0247]

[0248] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-360 and E-310, respectively, to obtain compound 360 (15.18 g, yield 66%); HPLC purity ≥99.94%. Mass spectrometry m / z: 919.3041 (theoretical value: 919.3021). Theoretical elemental content (%) C 67 H 41 N3S: C, 87.46; H, 4.49; N, 4.57. Measured elemental content (%): C, 87.48; H, 4.45; N, 4.54.

[0249] [Synthetic Example 25] Synthesis of Compound 372

[0250]

[0251] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-372 and E-372, respectively, to obtain compound 372 (15.06 g, yield 69%); HPLC purity ≥99.96%. Mass spectrometry m / z: 872.2677 (theoretical value: 872.2661). Theoretical elemental content (%) C 63 H 37 FN2S: C, 86.67; H, 4.27; N, 3.21. Measured elemental content (%): C, 86.69; H, 4.23; N, 3.26.

[0252] [Synthetic Example 26] Synthesis of Compound 389

[0253]

[0254] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-129 and E-389, respectively, to obtain compound 389 (15.64 g, yield 71%); HPLC purity ≥99.94%. Mass spectrometry m / z: 880.2930 (theoretical value: 880.2912). Theoretical elemental content (%) C 65 H 40 N2S: C, 88.61; H, 4.58; N, 3.18. Measured elemental content (%): C, 88.65; H, 4.56; N, 3.15.

[0255] [Synthetic Example 27] Synthesis of Compound 426

[0256]

[0257] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-426 and E-426, respectively, to obtain compound 426 (15.12 g, yield 70%); HPLC purity ≥99.95%. Mass spectrometry m / z: 863.3314 (theoretical value: 863.3300). Theoretical elemental content (%) C 65 H 41 N3: C, 90.35; H, 4.78; N, 4.86. Measured elemental content (%): C, 90.37; H, 4.75; N, 4.84.

[0258] [Synthetic Example 28] Synthesis of Compound 432

[0259]

[0260] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-41 and E-432, respectively, to obtain compound 432 (14.65 g, yield 72%); HPLC purity ≥99.97%. Mass spectrometry m / z: 813.3153 (theoretical value: 813.3144). Theoretical elemental content (%) C 61 H 39 N3: C, 90.01; H, 4.83; N, 5.16. Measured elemental content (%): C, 90.03; H, 4.86; N, 5.13.

[0261] [Synthetic Example 29] Synthesis of Compound 475

[0262]

[0263] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-475 and E-475, respectively, to obtain compound 475 (14.94 g, yield 67%); HPLC purity ≥99.94%. Mass spectrometry m / z: 891.3262 (theoretical value: 891.3250). Theoretical elemental content (%) C 66 H 41 N3O: C, 88.86; H, 4.63; N, 4.71. Measured elemental content (%): C, 88.83; H, 4.62; N, 4.73.

[0264] [Synthetic Example 30] Synthesis of Compound 479

[0265]

[0266] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-479 and E-432, respectively, to obtain compound 479 (14.26 g, yield 70%); HPLC purity ≥99.96%. Mass spectrometry m / z: 814.3078 (theoretical value: 814.3096). Theoretical elemental content (%) C 60 H 38 N4: C, 88.43; H, 4.70; N, 6.87. Measured elemental content (%): C, 88.47; H, 4.73; N, 6.85.

[0267] [Synthetic Example 31] Synthesis of Compound 485

[0268]

[0269] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-485 and E-473, respectively, to obtain compound 485 (14.90 g, yield 69%); HPLC purity ≥99.95%. Mass spectrometry m / z: 863.3312 (theoretical value: 863.3300). Theoretical elemental content (%) C 65 H 41 N3: C, 90.35; H, 4.78; N, 4.86. Measured elemental content (%): C, 90.36; H, 4.75; N, 4.85.

[0270] [Synthetic Example 32] Synthesis of Compound 487

[0271]

[0272] According to the preparation method in Synthesis Example 18, equimolar amounts of a-254, b-254, and E-4 were replaced with equimolar amounts of a-487, b-487, and E-473, respectively, to obtain compound 487 (14.79 g); HPLC purity ≥ 99.94%. Mass spectrometry m / z: 869.2881 (theoretical value: 869.2865). Theoretical elemental content (%) C 63 H 39 N3S: C, 86.97; H, 4.52; N, 4.83. Measured elemental content (%): C, 86.94; H, 4.54; N, 4.82.

[0273] [Synthetic Example 33] Synthesis of Compound 490

[0274]

[0275] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-490 and E-490, respectively, to obtain compound 490 (14.45 g, yield 71%); HPLC purity ≥99.97%. Mass spectrometry m / z: 813.3152 (theoretical value: 813.3144). Theoretical elemental content (%) C 61 H 39 N3: C, 90.01; H, 4.83; N, 5.16. Measured elemental content (%): C, 90.04; H, 4.85; N, 5.14.

[0276] [Synthetic Example 34] Synthesis of Compound 507

[0277]

[0278] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-507 and E-507, respectively, to obtain compound 507 (15.77 g, yield 73%); HPLC purity ≥99.94%. Mass spectrometry m / z: 863.3308 (theoretical value: 863.3300). Theoretical elemental content (%) C 65 H 41 N3: C, 90.35; H, 4.78; N, 4.86. Measured elemental content (%): C, 90.37; H, 4.74; N, 4.89.

[0279] [Synthetic Example 35] Synthesis of Compound 513

[0280]

[0281] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-129 and E-473, respectively, to obtain compound 513 (15.98 g, yield 74%); HPLC purity ≥99.95%. Mass spectrometry m / z: 863.3317 (theoretical value: 863.3300). Theoretical elemental content (%) C 65 H 41 N3: C, 90.35; H, 4.78; N, 4.86. Measured elemental content (%): C, 90.38; H, 4.76; N, 4.87.

[0282] [Synthetic Example 36] Synthesis of Compound 527

[0283]

[0284] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-527 and E-527, respectively, to obtain compound 527 (17.04 g, yield 78%); HPLC purity ≥99.95%. Mass spectrometry m / z: 873.3940 (theoretical value: 873.3928). Theoretical elemental content (%) C 65 H 31 D 10 N3: C, 89.31; H, 5.88; N, 4.81. Measured elemental content (%): C, 89.34; H, 5.86; N, 4.83.

[0285] [Synthetic Example 37] Synthesis of Compound 530

[0286]

[0287] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-530 and E-530, respectively, to obtain compound 530 (15.53 g, yield 72%); HPLC purity ≥99.94%. Mass spectrometry m / z: 863.3312 (theoretical value: 863.3300). Theoretical elemental content (%) C 65 H 41 N3: C, 90.35; H, 4.78; N, 4.86. Measured elemental content (%): C, 90.36; H, 4.74; N, 4.84.

[0288] [Synthetic Example 38] Synthesis of Compound 534

[0289]

[0290] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-534 and E-473, respectively, to obtain compound 534 (16.43 g, yield 75%); HPLC purity ≥99.96%. Mass spectrometry m / z: 875.4068 (theoretical value: 875.4054). Theoretical elemental content (%) C 65 H 29 D 12 N3: C, 89.11; H, 6.10; N, 4.80. Measured element content (%): C, 89.15; H, 6.13; N, 4.78.

[0291] [Synthetic Example 39] Synthesis of Compound 550

[0292]

[0293] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-129 and E-550, respectively, to obtain compound 550 (17.63 g, yield 75%); HPLC purity ≥99.93%. Mass spectrometry m / z: 939.3628 (theoretical value: 939.3613). Theoretical elemental content (%) C 71 H 45 N3: C, 90.71; H, 4.82; N, 4.47. Measured elemental content (%): C, 90.76; H, 4.84; N, 4.43.

[0294] [Synthetic Example 40] Synthesis of Compound 601

[0295]

[0296] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-601 and E-601, respectively, to obtain compound 601 (14.72 g, yield 68%); HPLC purity ≥99.95%. Mass spectrometry m / z: 865.3472 (theoretical value: 865.3457). Theoretical elemental content (%) C 65 H 43 N3: C, 90.14; H, 5.00; N, 4.85. Measured element content (%): C, 90.16; H, 5.03; N, 4.84.

[0297] [Synthetic Example 41] Synthesis of Compound 607

[0298]

[0299] According to the preparation method in Synthesis Example 18, equimolar amounts of a-254, b-254, and E-4 were replaced with equimolar amounts of a-487, b-607, and E-601, respectively, to obtain compound 607 (14.59 g); HPLC purity ≥ 99.90%. Mass spectrometry m / z: 897.3186 (theoretical value: 897.3178). Theoretical elemental content (%) C 65 H 43 N3S: C, 86.93; H, 4.83; N, 4.68. Measured elemental content (%): C, 86.89; H, 4.81; N, 4.71.

[0300] [Synthetic Example 42] Synthesis of Compound 609

[0301]

[0302] According to the preparation method in Synthesis Example 18, equimolar amounts of a-254, b-254, and E-4 were replaced with equimolar amounts of a-473, b-609, and E-601, respectively, to obtain compound 609 (14.16 g); HPLC purity ≥99.96%. Mass spectrometry m / z: 808.3078 (theoretical value: 808.3090). Theoretical elemental content (%) C 59 H 40 N2O2: C, 87.60; H, 4.98; N, 3.46. Measured elemental content (%): C, 87.62; H, 4.95; N, 3.43.

[0303] [Synthetic Example 43] Synthesis of Compound 613

[0304]

[0305] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-613 and E-601, respectively, to obtain compound 613 (14.02 g, yield 71%); HPLC purity ≥99.97%. Mass spectrometry m / z: 789.3160 ​​(theoretical value: 789.3144). Theoretical elemental content (%) C 59 H 39 N3: C, 89.70; H, 4.98; N, 5.32. Measured elemental content (%): C, 89.75; H, 4.94; N, 5.34.

[0306] [Synthetic Example 44] Synthesis of Compound 622

[0307]

[0308] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-129 and E-622, respectively, to obtain compound 622 (14.87 g, yield 73%); HPLC purity ≥99.96%. Mass spectrometry m / z: 814.3355 (theoretical value: 814.3348). Theoretical elemental content (%) C 62 H 42 N2: C, 91.37; H, 5.19; N, 3.44. Measured elemental content (%): C, 91.34; H, 5.17; N, 3.45.

[0309] [Synthetic Example 45] Synthesis of Compound 651

[0310]

[0311] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-41 and E-651, respectively, to obtain compound 651 (15.56 g, yield 70%); HPLC purity ≥99.94%. Mass spectrometry m / z: 888.3516 (theoretical value: 888.3504). Theoretical elemental content (%) C 68 H 44 N2: C, 91.86; H, 4.99; N, 3.15. Measured elemental content (%): C, 91.83; H, 4.95; N, 3.18.

[0312] [Synthetic Example 46] Synthesis of Compound 659

[0313]

[0314] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-90 and E-659, respectively, to obtain compound 659 (15.74 g, yield 71%); HPLC purity ≥99.95%. Mass spectrometry m / z: 886.3335 (theoretical value: 886.3348). Theoretical elemental content (%) C 68 H 42 N2: C, 92.07; H, 4.77; N, 3.16. Measured elemental content (%): C, 92.03; H, 4.75; N, 3.18.

[0315] [Synthetic Example 47] Synthesis of Compound 665

[0316]

[0317] According to the preparation method in Synthesis Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-81 and E-665, respectively, to obtain compound 665 (13.89 g, yield 69%); HPLC purity ≥99.96%. Mass spectrometry m / z: 804.3519 (theoretical value: 804.3504). Theoretical elemental content (%) C 61 H 44 N2: C, 91.01; H, 5.51; N, 3.48. Measured elemental content (%): C, 91.02; H, 5.54; N, 3.46.

[0318] [Synthetic Example 48] Synthesis of Compound 667

[0319]

[0320] According to the preparation method in Example 1, equimolar amounts of A-4 and E-4 were replaced with equimolar amounts of A-129 and E-667, respectively, to obtain compound 667 (15.35 g, yield 73%); HPLC purity ≥99.95%. Mass spectrometry m / z: 840.3515 (theoretical value: 840.3504). Theoretical elemental content (%) C 64 H 44 N2: C, 91.40; H, 5.27; N, 3.33. Measured elemental content (%): C, 91.42; H, 5.23; N, 3.31.

[0321] Device Examples

[0322] In this invention, the ITO glass substrate is ultrasonically cleaned twice with a 5% glass cleaning solution for 20 minutes each time, followed by ultrasonic cleaning twice with deionized water for 10 minutes each time. It is then ultrasonically cleaned sequentially with acetone and isoacetone for 20 minutes each time, and dried at 120°C. All organic materials are sublimated and have a purity of over 99.99%.

[0323] A combined IVL testing system was constructed, consisting of testing software, a computer, a Keithley K2400 digital source meter, and a PhotoResearch PR788 spectrophotometer, to test the driving voltage, luminous efficiency, and CIE color coordinates of organic electroluminescent devices. Lifetime testing was performed using a McScience M6000 OLED lifetime testing system. The testing environment was ambient air at room temperature.

[0324] Example 1: Fabrication of Organic Electroluminescent Device 1

[0325] HAT-CN was vacuum-deposited on the ITO anode as a hole injection layer with a thickness of 10 nm; TBBDA was vacuum-deposited on the hole injection layer as a hole transport layer with a thickness of 42 nm; Compound 4 and H2-1 of the present invention were vacuum-deposited on the hole transport layer at a ratio of 1:1 (wt%), and Ir(ppy)3 was deposited at a doping amount of 10 wt% based on the total amount of the host and the dopant to form a light-emitting layer with a thickness of 35 nm; ET-1:LiQ = 50:50 (wt%) was vacuum-deposited on the light-emitting layer as an electron transport layer with a thickness of 40 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 200 nm.

[0326] Examples 2-30: Fabrication of Organic Electroluminescent Devices 2-30

[0327] Replacing compound 4 in the luminescent layer of Example 1 with compounds 19, 25, 30, 33, 57, 90, 104, 129, 150, 195, 235, 239, 266, 310, 360, 426, 432, 485, 487, 490, 507, 513, 530, 534, 550, 613, 622, 651, and 667 respectively, while keeping other steps the same, organic electroluminescent devices 2-30 are obtained.

[0328] Comparative Examples 1-4: Fabrication of Comparative Organic Electroluminescent Devices 1-4

[0329] By replacing compound 4 in the light-emitting layer of Example 1 with R-1, R-2, R-3, and R-4 respectively, and keeping the other steps the same, comparative organic electroluminescent devices 1 to 4 were obtained.

[0330]

[0331]

[0332] The luminescence characteristics of the organic electroluminescent devices prepared in Examples 1-30 and Comparative Examples 1-4 of this invention are shown in Table 1.

[0333] Table 1. Test data on the luminescence characteristics of organic electroluminescent devices.

[0334]

[0335]

[0336] As can be seen from Table 1, the organic electroluminescent device containing the indole-carbazole compound of Formula 1 of the present invention in the light-emitting layer has a lower driving voltage, higher luminous efficiency and longer lifespan compared with the comparative device.

[0337] Example 31: Fabrication of Organic Electroluminescent Device 31

[0338] HAT-CN was vacuum-deposited on the ITO anode as a hole injection layer with a thickness of 5 nm; TPD-10 was vacuum-deposited on the hole injection layer as a hole transport layer with a thickness of 45 nm; Compound 19 and H2-1 of the present invention were vacuum-deposited on the hole transport layer at a ratio of 1:1 (wt%), and Ir(piq)3 was deposited at a doping amount of 8 wt% based on the total amount of the host and dopant to form a light-emitting layer with a thickness of 35 nm; ET-2:LiQ = 50:50 (wt%) was vacuum-deposited on the light-emitting layer as an electron transport layer with a thickness of 38 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 200 nm.

[0339] Examples 32-62: Fabrication of Organic Electroluminescent Devices 32-62

[0340] In Example 42, compound 19 in the luminescent layer was replaced with compounds 30, 41, 50, 57, 81, 104, 129, 195, 235, 249, 254, 260, 266, 270, 310, 354, 372, 389, 475, 479, 485, 507, 513, 527, 550, 601, 607, 609, 622, 659, and 665, respectively, while the other steps remained the same, to obtain organic electroluminescent devices 32-62.

[0341] Comparative Examples 5-8: Fabrication of Comparative Organic Electroluminescent Devices 5-8

[0342] By replacing compound 19 in the luminescent layer of Example 31 with R-1, R-2, R-3, and R-4 respectively, and keeping the other steps the same, comparative organic electroluminescent devices 5-8 were obtained.

[0343]

[0344] The luminescence characteristics test results of the organic electroluminescent devices prepared in Examples 31-62 and Comparative Examples 5-8 of this invention are shown in Table 2.

[0345] Table 2. Test data on the luminescence characteristics of organic electroluminescent devices.

[0346]

[0347]

[0348] As can be seen from Table 2, the organic electroluminescent device containing the indole-carbazole compound of Formula 1 of the present invention in the light-emitting layer has a lower driving voltage, higher luminous efficiency and longer lifespan compared with the comparative device.

[0349] It should be noted that the present invention has been specifically described with reference to individual embodiments, but those skilled in the art can make various forms or details of improvements to the present invention without departing from the principles of the present invention, and these improvements also fall within the protection scope of the present invention.

Claims

1. An indolocarbazole compound, characterized in that, The indolocarbazole compound is selected from formula 1-1. One of Ar1 and Ar2 is selected from the group shown in Formula 1-b below. The group represented by Formula 1-b is selected from one of the groups shown below. The same or different Rx is selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl; m1 is selected from integers from 0 to 4, m2 is selected from integers from 0 to 3, m3 is selected from integers from 0 to 5, m5 is selected from integers from 0 to 8, and m6 is selected from integers from 0 to 10. The R2 that is the same or different is selected from one of hydrogen, deuterium, and tritium; The R4 that is the same or different is selected from one of hydrogen, deuterium, and tritium; The Ar is selected from the following groups. The R is selected from one of substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted naphthyl. The L is selected from a single-bonded, substituted, or unsubstituted phenylene group; The same or different k1 is selected from integers from 0 to 4, and the same or different R3 is selected from one or a combination of hydrogen, deuterium, and tritium. When Ar1 or Ar2 is not of formula 1-b, it is selected from one of the following groups. The R' is the same as or different from one of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, or substituted or unsubstituted naphthyl; The R x3 It is selected from one of hydrogen, deuterium, tritium, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, or substituted or unsubstituted naphthyl; r1 is selected from integers from 0 to 5, r2 is selected from integers from 0 to 4, r3 is selected from integers from 0 to 3, r4 is selected from integers from 0 to 7, r5 is selected from integers from 0 to 2, r6 is selected from integers from 0 to 9, r7 is selected from integers from 0 to 8, r8 is selected from integers from 0 to 10, and r9 is selected from integers from 0 to 6. The R 5a The same or different from one or a combination thereof 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 trimethylsilyl, substituted or unsubstituted triethylsilyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornel, substituted or unsubstituted phenyl; The R 5b The same or different from one or a combination thereof selected from hydrogen, deuterium, tritium, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, or two adjacent R 5b They bond with each other to form substituted or unsubstituted benzene rings; The R5s, whether identical or different, are selected from one or a combination of hydrogen, deuterium, and tritium. The R6 that is the same or different is selected from one of hydrogen, deuterium, and tritium; The L1 and L2 are independently selected from single bonds or one or a combination of the following groups. The value of e1 is selected from integers from 0 to 4; The R7s, whether identical or different, are selected from one of hydrogen, deuterium, and tritium; The n1 that is the same or different is selected from integers from 0 to 4, and the n2 that is selected from integers from 0 to 2; the R1 that is the same or different is selected from one of hydrogen, deuterium, tritium, halogen, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted phenyl, or two adjacent R1 are bonded to each other to form a substituted or unsubstituted benzene ring; The Z that is the same or different is selected from CH; The substituents represented by "substituted or unsubstituted" are selected from the following groups: deuterium, tritium, and methyl.

2. The indolocarbazole compound according to claim 1, characterized in that, The group represented by Formula 1-b is selected from one of the groups shown below.

3. The indolocarbazole compound according to claim 1, characterized in that, When Ar1 or Ar2 is not of formula 1-b, it is selected from one of the following groups.

4. The indolocarbazole compound according to claim 1, characterized in that, The L1 and L2 are independently selected from single bonds or one or a combination of the following groups.

5. An indolocarbazole compound, characterized in that, The indolocarbazole compound is selected from at least one of the structures shown below.

6. An organic electroluminescent device, characterized in that, The organic electroluminescent device contains the indolocarbazole compound as described in any one of claims 1 to 5.

7. The organic electroluminescent device according to claim 6, characterized in that, The organic electroluminescent device includes an anode, a cathode, and an organic layer, wherein the organic layer is located between the anode and the cathode, and the organic layer contains the indolocarbazole compound as described in any one of claims 1 to 5.

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