An organic compound and use thereof

Abstract

The present application provides an organic compound and application thereof, the organic compound has a structure as shown in formula I, through the design of molecular structure and the mutual matching between each group / structure, so that it has the characteristics of narrow emission spectrum and high luminous efficiency of multiple resonance material, and also realizes the purpose of adjusting light color. The organic compound has excellent electroluminescent performance, thermal stability and narrow spectrum characteristics, which is used in an organic electroluminescent device, can be used as a fluorescent dopant material of a light-emitting layer, can effectively improve the life decay and efficiency roll-off of the device, improve the luminous efficiency of the device, prolong the service life of the device, reduce the voltage, and make the device have higher color purity, and give the device more excellent comprehensive light-emitting effect.

Description

Technical Field

[0001] This invention belongs to the field of organic electroluminescent materials technology, specifically relating to an organic compound and its applications. Background Technology

[0002] In recent years, electroluminescent devices based on organic materials (such as organic light-emitting diodes, OLEDs) have become increasingly popular. Compared with electroluminescent devices based on inorganic materials, the inherent flexibility of organic materials makes them ideal for manufacturing flexible, thin electroluminescent devices. This allows for the design and production of aesthetically pleasing and stylish screens, displays, and lighting equipment, offering unparalleled advantages over inorganic materials. Currently, OLED-based screens and displays already exhibit good efficiency and lifespan, but achieving long lifespan, high efficiency, and high color purity simultaneously remains a research challenge for OLED devices.

[0003] With the rapid development of information technology, display technology faces higher demands, especially in terms of efficiency and color purity. Currently, using luminescent materials with narrow half-width emission spectra is one of the important means to achieve high efficiency and color purity. This is particularly true for commercially available OLED materials, where green luminescent materials mainly employ phosphorescent materials with wide half-widths and strong shoulder peaks at longer wavelengths, making it difficult to simultaneously meet the requirements of high efficiency and excellent color purity. In recent years, scientists have developed thermally activated delayed fluorescence (TADF) materials that possess both 100% theoretical exciton utilization and a narrow emission spectrum. Using these materials as OLED luminescent materials holds promise for meeting the high color purity requirements of BT-2020 while also ensuring high efficiency. However, these materials suffer from severe efficiency roll-off at high brightness and have short device lifetimes, far from meeting the standards for mass production and use. To address this issue, scientists have proposed a superfluorescence strategy, which involves transferring the excited-state energy of TADF or phosphorescent materials to narrow-spectrum fluorescent materials for luminescence. This achieves both theoretically 100% exciton utilization and a narrow emission spectrum, potentially leading to OLED devices with good efficiency, long lifetime, and high color purity. However, existing fluorescent materials still struggle to simultaneously meet the performance requirements of a narrow spectrum, high efficiency, and long lifetime.

[0004] Therefore, there is an urgent need in this field to develop more types of organic narrow-spectrum luminescent materials with better electroluminescence properties to achieve the above-mentioned expectations. Summary of the Invention

[0005] To address the shortcomings of existing technologies, the present invention aims to provide an organic compound and its applications. Based on a special design of its molecular structure, the organic compound possesses excellent electroluminescence properties, narrow spectral characteristics, and high quantum efficiency. When used in organic electroluminescent devices, it can effectively improve the luminous efficiency and lifetime of the devices, as well as improve color purity and enhance the overall performance of the devices.

[0006] To achieve this objective, the present invention adopts the following technical solution:

[0007] In a first aspect, the present invention provides an organic compound having the structure shown in Formula I:

[0008]

[0009] In Formula I, X1 is selected from any one of NR1, O, S, Se, CR2R2' or SiR3R3'.

[0010] In Formula I, X2 is selected from C or Si.

[0011] In Formula I, X3 is selected from any one of single bond, O, S, Se, NR4, CR5R5' or SiR6R6'.

[0012] R1, R2, R2', R3, R3', R4, R5, R5', R6, and R6' are each independently selected from hydrogen, halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C2-C20 imino, substituted or unsubstituted C1-C20 alkylsilyl, and substituted or unsubstituted C1-C20... Any one of alkylamino, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl.

[0013] R1, R2, R2', R3, R3', R4, R5, R5', R6, and R6' are each independently formed into a ring without being connected to the adjacent ring structure or by chemical bonds; R2 and R2' are not connected or are formed into a ring by chemical bonds; R3 and R3' are not connected or are formed into a ring by chemical bonds; R5 and R5' are not connected or are formed into a ring by chemical bonds; and R6 and R6' are not connected or are formed into a ring by chemical bonds.

[0014] In this invention, taking R1 as an example, "R1 is not connected to adjacent ring structures" means that R1 is only connected to the N atom through a single bond; "R1 is connected to adjacent ring structures through chemical bonds to form a ring" means that in addition to being connected to the N atom through chemical bonds, R1 is also connected to adjacent rings (e.g., ring B) through chemical bonds, thereby forming a fused ring structure. The same descriptions used below have the same meaning and will not be repeated individually.

[0015] In Formula I, rings A, B, C, D, E, F, and G are each independently selected from unsubstituted or R. A Substituted C6-C60 aromatic rings, unsubstituted or R A Any of the substituted C3-C60 heteroaryl rings.

[0016] R A Each is independently selected from any one of halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C1-C20 alkylamino, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxy, amino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; at least two adjacent R A The R are either not connected or linked by chemical bonds to form a ring; A It is not connected to adjacent ring structures or is linked to them by chemical bonds to form a ring.

[0017] In Formula I, at least one (e.g., one, two, three, four, five, six, etc.) hydrogen atom in ring F and ring G is converted by R. B Instead, the R B Each is independently selected from any one of substituted or unsubstituted C1-C20 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C20 cycloalkyl groups, substituted or unsubstituted C6-C60 aryl groups, and substituted or unsubstituted C3-C60 heteroaryl groups.

[0018] R1, R2, R2', R3, R3', R4, R5, R5', R6, R6', R A R BThe substituents described herein are each independently selected from halogens, unsubstituted or R'-substituted C1-C20 straight-chain or branched alkyl groups, unsubstituted or R'-substituted C3-C20 cycloalkyl groups, unsubstituted or R'-substituted C1-C20 alkoxy groups, unsubstituted or R'-substituted C2-C20 alkenyl groups, unsubstituted or R'-substituted C1-C20 alkylsilyl groups, unsubstituted or R'-substituted C1-C20 alkylamino groups, unsubstituted or R'-substituted C6-C30 arylsilyl groups, unsubstituted or R'-substituted C6-C30 heteroarylsilyl groups, cyano, nitro, hydroxyl, amino, and unsubstituted... The substituted or R'-substituted C6-C30 arylamino group, the unsubstituted or R'-substituted C3-C30 heteroarylamino group, the unsubstituted or R'-substituted C6-C30 aryloxy group, the unsubstituted or R'-substituted C3-C30 heteroaryloxy group, the unsubstituted or R'-substituted C6-C60 aryl group, and the unsubstituted or R'-substituted C3-C60 heteroaryl group; wherein each of the substituted substituents is independently not connected to or is connected to the adjacent ring structure to form a ring by a chemical bond, and at least two adjacent groups of the substituted substituents are not connected to or are connected to each other by a chemical bond to form a ring.

[0019] In this invention, the "substituted or unsubstituted" group can replace one substituent or multiple substituents. When there are multiple substituents (at least two), they can be the same or different substituents; the same expression used below has the same meaning. Unless otherwise specified, the selection range of substituents is as shown above and will not be repeated.

[0020] Each R' is independently selected from any one or a combination of at least two of the following: halogen, cyano, nitro, hydroxyl, amino, C1-C20 straight-chain or branched alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 arylamino, C3-C60 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C30 arylsilyl, C6-C30 heteroarylsilyl, C6-C60 aryl, and C3-C60 heteroaryl; at least two adjacent R's are not connected or are linked by chemical bonds to form a ring; the R's are not connected to adjacent ring structures or are linked by chemical bonds to form a ring.

[0021] In this invention, the "unsubstituted or R'-substituted" group can replace one substituent R' or multiple substituents R'. When there are multiple substituents R' (at least two), they can be the same or different substituents; the same expression used below has the same meaning. Unless otherwise specified, the selection range of R' is as shown above and will not be repeated.

[0022] The structure of the organic compound provided by the present invention is shown in formula I. Ring locking is performed via X₂ in the boron-containing multiple resonance core structure. Through the design of the molecular structure and the mutual compounding between various groups / structures, the organic compound not only has the narrow emission spectrum characteristic and high luminous efficiency of multiple resonance materials, but also achieves the purpose of adjusting light color. The organic compound has excellent electroluminescent performance, luminous efficiency, thermal stability and narrow spectrum characteristics. When used in an organic electroluminescent device, it can be used as a fluorescent doping material for the light-emitting layer, which can effectively improve the lifetime decay and efficiency roll-off of the device, increase the luminous efficiency of the device, prolong the device lifetime, reduce the driving voltage, endow the device with higher color purity, and provide the device with a more comprehensive excellent luminous effect.

[0023] It should be noted that, for the convenience of description, the possible functions of each group / feature are described separately in the present invention, but this does not mean that these groups / features function independently. In fact, the essential reason for obtaining good performance is the optimized combination of the entire molecular structure, which is the result of the synergistic effect between various groups, rather than the effect of a single group / feature.

[0024] The following are preferred technical solutions of the present invention, but are not intended to limit the technical solutions provided by the present invention. Through the following preferred technical solutions, the objectives and beneficial effects of the present invention can be better achieved and realized.

[0025] In the present invention, the halogen may each be fluorine, chlorine, bromine or iodine. The same description hereinafter has the same meaning.

[0026] In the present invention, unless otherwise specified, the expression of a chemical element includes the concept of isotopes with the same chemical properties. For example, hydrogen (H) includes 1 ¹H (protium), 2 ²H (deuterium, D), 3 ³H (tritium, T) and the like; carbon (C) includes 12 ¹²C, 13 ¹³C and the like.

[0027] In the present invention, hydrogen at any position on the organic compound having the structure represented by formula I can be optionally substituted with deuterium.

[0028] In the present invention, unless otherwise specified, the heteroatom of a heteroaryl group is selected from N, O, S, P, B, Si or Se, preferably N, O or S.

[0029] In the present invention, the expression of a ring structure crossed by "—" means that the connection site is at any bondable position on the ring structure.

[0030] In the present invention, "*" each represents a connection site of a group.

[0031] In this invention, the expression Ca-Cb represents that the group has ab carbon atoms. Unless otherwise specified, the number of carbon atoms does not include the number of carbon atoms of the substituents.

[0032] In this invention, "each independently" means that when there are multiple subjects, they can be the same or different from each other.

[0033] In this invention, C1-C20 can all be C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18 or C19, etc.

[0034] C3-C20 can all be C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18 or C19, etc.

[0035] C2-C20 can all be C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18 or C19, etc.

[0036] C6-C30 can all be C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.

[0037] C3-C30 can all be C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.

[0038] C6-C60 can all be C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26, C28, C30, C32, C34, C36, C38, C40, C42, C44, C46, ​​C48, C50, C52, C54, C56 or C58, etc.

[0039] The C3-C60 can all be C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26, C28, C30, C32, C34, C36, C38, C40, C42, C44, C46, ​​C48, C50, C52, C54, C56, or C58, etc.

[0040] In this invention, the C6-C60 aryl (C6-C60 aromatic ring), preferably C6-C30 aryl (C6-C30 aromatic ring), includes monocyclic aryl and fused-ring aryl groups; the monocyclic aryl means that the group contains at least one phenyl group, and when it contains at least two phenyl groups, the phenyl groups are linked by single bonds, exemplarily including but not limited to: phenyl, biphenyl, terphenyl, tetraphenyl, etc.; the fused-ring aryl means that the group contains at least two rings (and at least one ring is an aromatic ring). Furthermore, the rings share two adjacent carbon atoms bonded together by a group, exemplarily including but not limited to: naphthyl, anthraceneyl, phenanthryl, indene, fluorenyl and its derivatives (9,9-dimethylfluorenyl, 9,9-diethylfluorenyl, 9,9-dipropylfluorenyl, 9,9-dibutylfluorenyl, 9,9-dipentylfluorenyl, 9,9-dihexylfluorenyl, 9,9-diphenylfluorenyl, 9,9-dinaphthylfluorenyl, spirodifluorenyl, benzo[a]fluorenyl, etc.), fluoranthyl, triphenylene, pyrene, perylene, Aryl, tetraphenyl, acenaphthenyl, benzo[a]acenaphthenyl, etc. It should be noted that monocyclic aryl and fused-ring aryl groups linked by single bonds also fall under the category of aryl groups, such as phenylnaphthyl, naphthylphenyl, and binaphthyl.

[0041] The C3-C60 heteroaryl group (C3-C60 heteroaryl ring), preferably C6-C30 heteroaryl group (C3-C30 heteroaryl ring), includes monocyclic heteroaryl groups or fused-ring heteroaryl groups. A monocyclic heteroaryl group means that the molecule contains at least one heteroaryl group. When the molecule contains one heteroaryl group and other groups (such as aryl, heteroaryl, etc.), the heteroaryl group and other groups are connected by a single bond, exemplarily including but not limited to: pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, thiophene, pyrroleyl, bipyridinyl, phenylpyridinyl, pyridylphenyl, etc. The term "fused-ring heteroaryl" refers to a molecule containing at least one aromatic heterocycle and one aromatic ring (aromatic heterocycle or aromatic ring), with the two sharing two adjacent atoms fused together in a group. Exemplary examples include, but are not limited to: quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, benzofuranyl, benzothiopheneyl, isobenzofuranyl, isobenzothiopheneyl, indolyl, dibenzofuranyl, dibenzothiopheneyl, carbazoleyl and its derivatives (N-phenylcarbazoleyl, N-naphthylcarbazoleyl, benzocarbazoleyl, dibenzocarbazoleyl, indolocarbazoleyl, azacarbazoleyl, etc.), acridineyl, phenothiazinyl, phenotoxazinyl, hydrogenated acridineyl, etc. It should be noted that heteroaryl groups linked by single bonds, and aryl groups linked by single bonds, also fall within the scope of heteroaryl groups, such as phenylpyridinyl, phenylpyrimidinyl, pyridylphenyl, pyrimidinylphenyl, etc.

[0042] In this invention, the C6-C30 aryloxy group is a monovalent group formed by connecting the above-mentioned aryl group with O, and the C3-C30 heteroaryloxy group is a monovalent group formed by connecting the above-mentioned heteroaryl group with O.

[0043] In this invention, specific examples of the C6-C30 arylamino group are monovalent groups obtained by substituting at least one hydrogen atom in the -NH2 group with the aforementioned aryl group, including but not limited to: phenylamino, methylphenylamino, naphthylamino, anthraceneylamino, phenanthreneamino, biphenylamino, etc. Specific examples of the C3-C30 heteroarylamino group are monovalent groups obtained by substituting at least one hydrogen atom in the -NH2 group with the aforementioned heteroaryl group, including but not limited to: pyridinylamino, pyrimidinylamino, dibenzofuranylamino, etc.

[0044] A specific example of the C6-C30 arylsilyl group is a monovalent group obtained by replacing at least one hydrogen in -SiH3 with the aforementioned aryl group; a specific example of the C6-C30 heteroarylsilyl group is a monovalent group obtained by replacing at least one hydrogen in -SiH3 with the aforementioned heteroaryl group.

[0045] In this invention, the C1-C20 straight-chain or branched alkyl group, preferably C1-C16 straight-chain or branched alkyl group, and more preferably C1-C10 straight-chain or branched alkyl group, includes, but is not limited to: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, 2-methylbutyl, n-pentyl, isopentyl, neopentyl, n-hexyl, neohexyl, 2-ethylhexyl, n-octyl, n-heptyl, n-nonyl, n-decyl, etc.

[0046] Specific examples of the C1-C20 alkoxy groups can be exemplified by the monovalent groups obtained by connecting the above-mentioned straight-chain or branched alkyl groups to O.

[0047] A specific example of the C1-C20 alkylsilyl group is a monovalent group obtained by replacing at least one hydrogen in -SiH3 with the above-mentioned straight-chain or branched alkyl group; a specific example of the C1-C20 alkylamino group is a monovalent group obtained by replacing at least one hydrogen in -NH2 with the above-mentioned straight-chain or branched alkyl group.

[0048] The C3-C20 cycloalkyl group, preferably C3-C10 cycloalkyl group, includes monocycloalkyl or polycycloalkyl groups. Monocycloalkyl refers to an alkyl group containing a single ring structure, while polycycloalkyl refers to a structure formed by two or more cycloalkyl groups sharing one or more carbon atoms on a ring; exemplary examples include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and adamantyl.

[0049] The C2-C20 alkenyl group, preferably C2-C10 alkenyl group, contains at least one C=C, and includes, but is not limited to: vinyl, propenyl, allyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, butadienyl, pentadienyl, etc.

[0050] The C2-C20 imine group, preferably the C2-C10 imine group, represents a group containing at least one C=N bond.

[0051] In a preferred embodiment of the present invention, X1 is NR1.

[0052] Preferably, R1 is selected from any one of substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C2-C20 imino, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl.

[0053] As a preferred embodiment of the present invention, the organic compound has a structure as shown in Formula II-1 or Formula II-2:

[0054]

[0055] Among them, rings A, B, C, D, E, F, G, X1, X2 and X3 have the same range of limitation as in Equation I.

[0056] Ar is selected from any one of substituted or unsubstituted C6-C60 aryl groups and substituted or unsubstituted C3-C60 heteroaryl groups; the Ar is not connected to the adjacent ring structure or is connected to the ring structure by chemical bonds.

[0057] W1 is selected from N or CR N2 .

[0058] R N1 R N2 Each is independently selected from hydrogen, halogen, unsubstituted or R'-substituted C1-C20 straight-chain or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C2-C20 alkenyl, unsubstituted or R'-substituted C1-C20 alkylsilyl, unsubstituted or R'-substituted C1-C20 alkylamino, unsubstituted or R'-substituted C6-C30 arylsilyl, unsubstituted or Any one of the following: R'-substituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxyl, amino; unsubstituted or R'-substituted C6-C30 arylamino; unsubstituted or R'-substituted C3-C30 heteroarylamino; unsubstituted or R'-substituted C6-C30 aryloxy; unsubstituted or R'-substituted C3-C30 heteroaryloxy; unsubstituted or R'-substituted C6-C60 aryl; unsubstituted or R'-substituted C3-C60 heteroaryl; wherein R N1 R N2 Each ring is independent and not connected to the adjacent ring structure or is connected to form a ring by chemical bonds.

[0059] Preferably, rings A, B, D, E, and G each have an independent structure as shown in formula A1 or formula A2:

[0060]

[0061] And / or, ring C and ring F each independently have the structure shown in equation B:

[0062]

[0063] The dashed lines represent the fused bonds of the ring.

[0064] U1, U2, U3, U4, U5, U6, and U7 are each independently selected from N or CR. A1 Multiple (2-7) CRs A1 R in A1 These can be the same or different groups.

[0065] M1 is selected from any one of CR7R7', SiR8R8', NR9, O, S, or Se.

[0066] R A1 R7, R7', R8, R8', and R9 are each independently selected from hydrogen, halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C1-C20 alkylamino, and substituted or unsubstituted C6-C30. Any one of arylsilyl, substituted or unsubstituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; the R A1 R7, R7', R8, R8', and R9 are each independently unconnected to adjacent ring structures or connected to form rings via chemical bonds, wherein R A1 At least two adjacent groups are not connected or are linked by chemical bonds to form a ring; R7 and R7' are not connected or are linked by chemical bonds to form a ring; R8 and R8' are not connected or are linked by chemical bonds to form a ring.

[0067] As a preferred embodiment of the present invention, the organic compound has a structure as shown in any one of formula III-1, III-2, III-3, III-4, and III-5:

[0068]

[0069]

[0070] Wherein, X2 and X3 have the same limiting range as in Equation I; Ar has the same limiting range as in Equation II-1; W1 and R N1 It has the same limiting range as in Equation II-2.

[0071] Z1-Z 18 Each is independently selected from N or CR A1 Multiple (2-18) CRs A1 R in A1 These can be the same or different groups.

[0072] M1 is selected from any one of CR7R7', SiR8R8', NR9, O, S, or Se.

[0073] Y1-Y7 are each independently selected from N, CH, or CR. B And at least one of Y1-Y7 is CR B Multiple (2-7) CRs B R in B These can be the same or different groups.

[0074] R A1 R7, R7', R8, R8', and R9 are each independently selected from hydrogen, halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C1-C20 alkylamino, and substituted or unsubstituted C6-C30. Any one of arylsilyl, substituted or unsubstituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; the R A1 R7, R7', R8, R8', and R9 are each independently unconnected to adjacent ring structures or connected to form rings via chemical bonds, wherein R A1 At least two adjacent groups are not connected or are linked by chemical bonds to form a ring; R7 and R7' are not connected or are linked by chemical bonds to form a ring; R8 and R8' are not connected or are linked by chemical bonds to form a ring.

[0075] R BEach is independently selected from any one of substituted or unsubstituted C1-C20 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C20 cycloalkyl groups, substituted or unsubstituted C6-C60 aryl groups, and substituted or unsubstituted C3-C60 heteroaryl groups.

[0076] Preferably, the organic compound has a structure as shown in Formula III-1 or Formula III-4.

[0077] Preferably, at most one (0 or 1) of Z1, Z2, Z3, and Z4 is N; and / or at most one (0 or 1) of Z5, Z6, Z7, and Z8 is N; and / or at most one (0 or 1) of Z9, Z 10 At most one (0 or 1) is N; and / or, the Z 11 Z 12 Z 13 Z 14 At most one (0 or 1) is N; and / or, the Z 15 Z 16 Z 17 Z 18 At most one (0 or 1) is N.

[0078] Preferably, the Z1-Z 18 Each independently selected from CR A1 .

[0079] Preferably, the R A1 Each is independently selected from hydrogen, halogen, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl, substituted or unsubstituted C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, substituted or unsubstituted C2-C10 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl, substituted or unsubstituted C1 -C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylsilyl, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, etc.) aryl, substituted or unsubstituted C3-C20 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl.

[0080] Preferably, at most one of Y1, Y2, and Y3 (0 or 1) is N; and / or, at most one of Y4, Y5, Y6, and Y7 (0 or 1) is N.

[0081] Preferably, each of Y1-Y7 is independently selected from CH or CR. BAnd at least one of Y1-Y7 is CR B CR in Y1-Y7 B The number can be 1, 2, 3, 4, 5, 6 or 7, with 2-4 being more preferred.

[0082] Preferably, at least one (e.g., one, two, or three) of Y1, Y2, and Y3 is a CR. B At least one (e.g., one, two, three, or four) of Y4, Y5, Y6, and Y7 is a CR. B .

[0083] Preferably, the R B Each is independently selected from any one of the following: substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups; substituted or unsubstituted C3-C12 (e.g., C4, C5, C6, C7, C8, C9, C10, etc.) cycloalkyl groups; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, etc.) aryl groups; and substituted or unsubstituted C3-C20 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl groups.

[0084] Preferably, the Ar is selected from substituted or unsubstituted C6-C30 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C25, C26, C28, etc.) aryl groups, and substituted or unsubstituted C3-C30 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, C20, C...). The following groups are preferred: any one of the heteroaryl groups (C22, C24, C25, C26, C28, etc.), and further preferably any one of the following groups, whether substituted or unsubstituted: phenyl, naphthyl, biphenyl, terphenyl, pyridyl, phenylnaphthyl, naphthylphenyl, binaphthyl, phenanthryl, anthracene, dibenzofuranyl, dibenzothiophene, carbazolyl, N-phenylcarbazolyl, fluorenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl.

[0085] Preferably, R A1 R BThe substituents described in Ar are each independently selected from halogens, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, unsubstituted or R'-substituted C3-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, and unsubstituted or R'-substituted C2-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkenes. The aryl group is selected from any one of the following: aryl, unsubstituted or R'-substituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, etc.) aryl, unsubstituted or R'-substituted C3-C20 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl, and more preferably halogen, C1-C6 straight-chain or branched alkyl, C6-C18 aryl, and C3-C18 heteroaryl.

[0086] As a preferred embodiment of the present invention, the organic compound has a structure as shown in any one of formula IV-1, IV-2, IV-3, and IV-4:

[0087]

[0088] In these formulas, dashed lines represent single bonds or no connection. It can be understood that in formulas IV-1, IV-2, IV-3, and IV-4, the single bonds indicated by the dashed lines independently represent their presence or absence; when a dashed line represents a single bond, it indicates that rings are connected by single bonds to form a ring (a five-membered pyrrole ring); when a dashed line represents no connection, it means that the chemical bond indicated by the dashed line does not exist. The same meaning applies to similar descriptions in the following text, and will not be elaborated further.

[0089] X2 and X3 have the same defined range as in Equation I; W1 and R N1 It has the same limiting range as in Equation II-2.

[0090] M1 is selected from any one of CR7R7', SiR8R8', NR9, O, S or Se, preferably any one of CR7R7', NR9, O or S.

[0091] R 11 R 12 R 13 R 14 R 15 Each can be independently represented from no substitution, single substitution to the maximum permissible substitution; for example, R 11 Indicates no substitution (R) 11 (e.g., hydrogen), monosubstituted, disubstituted, or trisubstituted; when R 11 When indicating di- or tri-substituted, multiple Rs11 For the same or different groups; R 12 R 13 R 14 R 15 The same applies to the other two expressions; for the sake of brevity, I will not repeat them.

[0092] R 11 R 12 R 13 R 14 R 15 R7, R7', R8, R8', and R9 are each independently selected from hydrogen, halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C1-C20 alkylamino, and substituted or unsubstituted C6-C30. Any one of arylsilyl, substituted or unsubstituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; the R 11 R 12 R 13 R 14 R 15 R7, R7', R8, R8', and R9 are each independently unconnected to adjacent ring structures or connected to form rings via chemical bonds; the R 11 R 12 R 13 R 14 R 15 At least two adjacent groups are not connected or are linked by chemical bonds to form a ring; R7 and R7' are not connected or are linked by chemical bonds to form a ring; R8 and R8' are not connected or are linked by chemical bonds to form a ring.

[0093] R 21 R 22 Each independently represents a single substitution up to the maximum permissible substitution; for example, R 21 Indicates monosubstituted, disubstituted, or trisubstituted, etc.; when R 21 When indicating di- or tri-substituted, multiple Rs 21 For the same or different groups; R 22 Indicates monosubstituted, disubstituted, trisubstituted, or tetrasubstituted, etc.; when R 22 When indicating di-, tri-, or tetra-substituted substitutions, multiple Rs 22These can be the same or different groups.

[0094] R 21 R 22 Each is independently selected from any one of substituted or unsubstituted C1-C20 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C20 cycloalkyl groups, substituted or unsubstituted C6-C60 aryl groups, and substituted or unsubstituted C3-C60 heteroaryl groups.

[0095] Preferably, M1 is selected from any one of CR7R7', SiR8R8', NR9, O, or S, more preferably from any one of CR7R7', NR9, O, or S. R7, R7', R8, R8', and R9 are each independently selected from substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups, and more preferably from any one of the following substituted or unsubstituted groups: C1-C6 straight-chain or branched alkyl groups, phenyl, biphenyl, naphthyl, terphenyl, more preferably methyl or phenyl.

[0096] Preferably, the organic compound has a structure as shown in formula V-1 or formula V-2:

[0097]

[0098] Among them, X2, X3, R 11 R 12 R 13 R 14 R 15 R 21 R 22 W1 and R N1 It has the same scope as described above.

[0099]

[0100] R 13Each is independently selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C1-C20 alkylamino, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxy, amino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; R 13 Each ring is independently unconnected to adjacent ring structures or connected to them by chemical bonds to form a ring; the R 13 'At least two adjacent groups in the 'composition' are not connected or are linked by chemical bonds to form a ring.

[0101] Preferably, W1 is a CR N2 .

[0102] Preferably, the R 11 R 12 R 13 R 14 R 15 Each is independently selected from hydrogen, halogen, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl, substituted or unsubstituted C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, substituted or unsubstituted C2-C10 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylsilyl, etc. The aryl group is selected from any one of the following: substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, etc.) aryl group, substituted or unsubstituted C3-C20 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl group. More preferably, the aryl group is selected from any one of the following groups: hydrogen, halogen, substituted or unsubstituted group: C1-C6 straight-chain or branched alkyl group, C1-C10 alkylsilyl group, phenyl group, naphthyl group, biphenyl group, terphenyl group, pyridyl group, anthracene group, phenanthrene group.

[0103] Preferably, the R 11 R 12 R 13 R 15 Indicates monosubstitution; the R11 The linking site on the benzene ring is the parasite of the site linked to N (Formula IV-1, IV-2, IV-4, V-1, V-2, V-2-1); and / or, the R 12 The linking site on the benzene ring is the para position of the site linked to N; and / or, the R 13 The linking site on the benzene ring is the para position of the site linked to N (Formula IV-1, IV-3, IV-4, V-1, V-2); and / or, the R 15 The linking site on the benzene ring is the para position of the site linked to N.

[0104] Preferably, R 11 R 12 R 13 R 14 R 15 The substituents described herein are each independently selected from halogens, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, unsubstituted or R'-substituted C3-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, unsubstituted or R'-substituted C2-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl groups, and unsubstituted or R'-substituted C Any one of 6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, etc.) aryl, unsubstituted or R'-substituted C3-C20 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl, further preferably halogen, C1-C6 straight-chain or branched alkyl, C6-C18 aryl, C3-C18 heteroaryl, more preferably fluorine, C1-C6 straight-chain or branched alkyl, phenyl.

[0105] More preferably, the R 11 R 12 R 13 R 14 R 15 Each group is independently selected from hydrogen, fluorine, C1-C3 straight-chain alkyl groups, and any of the following groups:

[0106]

[0107] Preferably, the R 11 R 12 R 13 R 14 R 15At least two adjacent groups are not connected or are linked by chemical bonds to form a ring Cy1; the ring Cy1 is selected from any one of substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, etc.) alicyclic rings, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, etc.) aromatic rings, and substituted or unsubstituted C3-C20 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaromatic rings, and is further preferred. The dashed lines represent the fused bonds of the Cy1 ring.

[0108] Preferably, the R 21 R 22 Each is independently selected from substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, substituted or unsubstituted C3-C12 (e.g., C4, C5, C6, C7, C8, C9, C10, etc.) cycloalkyl groups, or substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C1... 8) any one of aryl, substituted or unsubstituted C3-C20 (e.g. C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl groups, further preferably any one of the following substituted or unsubstituted groups: C1-C6 straight-chain or branched alkyl, cyclopentyl, cyclohexyl, adamantyl, phenyl, biphenyl, terphenyl, naphthyl, pyridyl, anthracene, phenanthrene.

[0109] Preferably, R 21 R 22 The substituents described herein are each independently selected from halogens, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, unsubstituted or R'-substituted C3-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, unsubstituted or R'-substituted C2-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl groups, and unsubstituted or R'-substituted C Any one of 6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, etc.) aryl, unsubstituted or R'-substituted C3-C20 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl, further preferably halogen, C1-C6 straight-chain or branched alkyl, C6-C18 aryl, C3-C18 heteroaryl, more preferably fluorine, C1-C6 straight-chain or branched alkyl, phenyl.

[0110] More preferably, the R 21 R 22 Each group is independently selected from C1-C3 straight-chain alkyl groups, or any one of the following groups:

[0111]

[0112] More Any one of them; The linking site of the representative group.

[0113] Preferably, the R 21 The linking site on the benzene ring is the para position of the site linked to N; and / or, the R 22 The linking site on the benzene ring is the para position of the site linked to N.

[0114] In a preferred embodiment of the present invention, X2 is C.

[0115] As a preferred embodiment of the present invention, X3 is selected from any one of a single bond, O, S, NR4, or CR5R5'. When X3 is a single bond, it indicates that the ring it belongs to is a five-membered ring (pyrrole ring); when X3 is selected from O, S, NR4, or CR5R5', it indicates that the ring it belongs to is a six-membered ring. More preferably, X3 is a single bond.

[0116] Preferably, R4, R5, and R5' are each independently selected from any one of substituted or unsubstituted C1-C20 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C20 cycloalkyl groups, and substituted or unsubstituted C6-C60 aryl groups. More preferably, they are any one of substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, and substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups. More preferably, they are any one of the following groups: C1-C6 straight-chain or branched alkyl groups, phenyl, biphenyl, naphthyl, terphenyl, and most preferably methyl or phenyl.

[0117] Preferably, the R N1 R N2Each is independently selected from hydrogen, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, unsubstituted or R'-substituted C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, and unsubstituted or R'-substituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C17, C18, C19, C10, C12, C14, C15, C16, C19, C10 ...0, C16, C19, C10, C16, C10, C16, C19, C10, C16, C10, C16, C19, C10, C16, C10, C16, C10, C16, C10, C16, C16, C17, C18, C19, C10, C16, C The aryl group (C16 or C18, etc.), or any one of the unsubstituted or R'-substituted C3-C20 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl groups, preferably any one of the following groups (unsubstituted or R'-substituted): methyl, tert-butyl, tert-pentyl, cyclohexyl, adamantyl, phenyl, naphthyl, biphenyl, terphenyl, pyridyl, anthracene, phenanthrene.

[0118] Preferably, each of the R's is independently selected from halogens, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, C2-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl groups, C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, and C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C10, C12, C14, C15, C16, C10, C12, C14, C15, C16, C10, C12, C14, C15, C16, C10, C12, C14, C15, C16, C10, C12, C14, C15, C16, C10, C12, C14, C15, C16, C16, C17, C18, C19 ... The combination of any one or at least two of the following: aryl (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.), further preferably halogen, C1-C6 straight-chain or branched alkyl, C5-C10 cycloalkyl, C6-C18 aryl, C3-C18 heteroaryl, more preferably fluorine, C1-C6 straight-chain or branched alkyl, trifluoromethyl, cyclohexyl, phenyl.

[0119] More preferably, the R N1 R N2 Each group is independently selected from any one of the following groups:

[0120] Me represents methyl.

[0121] More preferably, any one of the following groups:

[0122]

[0123] Further optimization Any one of them.

[0124] As a preferred embodiment of the present invention, the organic compound has any of the following structures:

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141]

[0142] In a second aspect, the present invention provides an application of the organic compound as described in the first aspect, wherein the organic compound is applied to an organic electronic device.

[0143] Preferably, the organic electronic device includes an organic electroluminescent device, an optical sensor, a solar cell, a lighting element, an organic thin-film transistor, an organic field-effect transistor, an organic thin-film solar cell, an information tag, an electronic artificial skin sheet, a sheet-type scanner, or electronic paper, and more preferably an organic electroluminescent device.

[0144] Preferably, the organic electronic device includes an organic electroluminescent device.

[0145] Preferably, the organic compound is used as a light-emitting layer material in an organic electroluminescent device.

[0146] Preferably, all organic compounds are used as dopant materials (also known as "dyes", "dopants", or "guest materials") in organic electroluminescent devices as dopant materials for the light-emitting layer.

[0147] Thirdly, the present invention provides an organic electroluminescent device, the organic electroluminescent device comprising a first electrode, a second electrode, and at least one organic layer disposed between the first electrode and the second electrode; the organic layer comprising at least one organic compound as described in the first aspect.

[0148] Preferably, the organic layer includes a light-emitting layer, wherein the light-emitting layer includes at least one organic compound as described in the first aspect.

[0149] Preferably, the light-emitting layer comprises a host material and a dopant material, wherein the dopant material (also known as a "dopant", "dye", or "guest material") comprises at least one organic compound as described in the first aspect.

[0150] Preferably, the organic compound provided by the present invention is used as the fluorescent dopant material (i.e., fluorescent dye) of the light-emitting layer.

[0151] Preferably, the mass percentage of the doped material in the light-emitting layer is 0.1-10%, for example, it can be 0.2%, 0.5%, 0.8%, 1%, 1.5%, 2%, 2.5%, 3%, 4%, 5%, 6%, 7%, 8% or 9%, and more preferably 0.3-3%.

[0152] Preferably, the host material includes any one or a combination of at least two of the following: P-type host material, N-type host material, and monomolecular excitosome host material.

[0153] Preferably, the light-emitting layer further includes a sensitizer.

[0154] Preferably, the sensitizer includes any one or a combination of at least two of thermally activated delayed fluorescence materials and phosphorescent materials.

[0155] Preferably, the energy (T1) of the lowest triplet state of the sensitizer is greater than or equal to the energy (S1) of the lowest singlet state of the organic compound of the present invention.

[0156] Preferably, the maximum emission wavelength of the sensitizer is less than the maximum emission wavelength of the organic compound of the present invention.

[0157] Preferably, the mass percentage of the sensitizer in the luminescent layer is 0.1-40%, for example, it can be 0.5%, 1%, 1.5%, 2%, 2.5%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 15%, 20%, 25%, 30% or 35%, etc.

[0158] Preferably, the sensitizer comprises a phosphorescent material (phosphorescent sensitizer), and the mass percentage of the phosphorescent material in the luminescent layer is 0.1-10%.

[0159] Preferably, the sensitizer is a thermally activated delayed fluorescence material, and the mass percentage of the thermally activated delayed fluorescence material in the luminescent layer is 1-40%.

[0160] Preferably, the organic layer further includes a hole transport region and an electron transport region. The hole transport region is located between the anode and the light-emitting layer, and the electron transport region is located between the cathode and the light-emitting layer.

[0161] Preferably, the hole transport region includes any one or a combination of at least two of the following: a hole injection layer, a hole transport layer, and an electron blocking layer.

[0162] Preferably, the electron transport region includes any one or a combination of at least two of the electron injection layer, electron transport layer, and hole blocking layer.

[0163] In a preferred embodiment, the organic light-emitting device (OLED device) includes a first electrode and a second electrode, and an organic layer located between the electrodes. The organic layer can be further divided into multiple regions, such as a hole transport region, a light-emitting layer, and an electron transport region; the light-emitting layer contains at least one organic compound as described in the first aspect.

[0164] In a preferred embodiment, the organic electroluminescent device includes a first electrode, a plurality of light-emitting functional layers (organic layers), and a second electrode arranged sequentially. The organic layers include a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer arranged sequentially, with the hole injection layer in contact with the first electrode (anode). The organic layer (preferably the light-emitting layer) contains at least one organic compound as described in the first aspect.

[0165] In a preferred embodiment, a substrate can be used below the first electrode or above the second electrode. The substrate is typically made of glass or polymer material possessing excellent mechanical strength, thermal stability, water resistance, and transparency. Furthermore, the substrate used for a display may also incorporate thin-film transistors (TFTs).

[0166] The first electrode can be formed by sputtering or depositing the material to be used as the first electrode on a substrate. When the first electrode is used as the anode, it can be a transparent conductive oxide material such as indium tin oxide (ITO), indium zinc oxide (IZO), tin dioxide (SnO2), zinc oxide (ZnO), or any combination thereof. When the first electrode is used as the cathode, it can be a metal or alloy such as magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), ytterbium (Yb), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.

[0167] Organic layers can be formed on electrodes using methods such as vacuum thermal evaporation, spin coating, and printing. The compounds used as organic layers can be small organic molecules, large organic molecules, or polymers, as well as combinations thereof.

[0168] The hole transport region is located between the anode and the emissive layer. The hole transport region can be a single-layer hole transport layer (HTL), including single-layer hole transport layers containing only one compound and single-layer hole transport layers containing multiple compounds. Alternatively, the hole transport region can be a multilayer structure including at least one of a hole injection layer (HIL), a hole transport layer (HTL), and an electron blocking layer (EBL); wherein the HIL is located between the anode and the HTL, and the EBL is located between the HTL and the emissive layer.

[0169] The material for the hole transport region may be selected from, but is not limited to, phthalocyanine derivatives such as CuPc, conductive polymers or polymers containing conductive dopants such as polyphenylene ethylene, polyaniline / dodecylbenzenesulfonic acid (Pani / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (Pani / CSA), polyaniline / poly(4-styrenesulfonate) (Pani / PSS), aromatic amine derivatives, wherein the aromatic amine derivatives include compounds shown in HT-1 to HT-51 below; or any combination thereof.

[0170]

[0171]

[0172]

[0173]

[0174] The hole injection layer is located between the anode and the hole transport layer. The hole injection layer can be a single compound material or a combination of multiple compounds. For example, the hole injection layer can be one or more compounds of HT-1 to HT-51 described above, or one or more compounds of HI-1 to HI-3 described below; it can also be one or more compounds of HT-1 to HT-51 doped with one or more compounds of HI-1 to HI-3 described below.

[0175]

[0176] The emissive layer consists of a luminescent dye (i.e., a dopant) that emits different wavelengths of light and a host material. The emissive layer can be a monochromatic layer emitting a single color such as red, green, or blue. Multiple monochromatic emissive layers of different colors can be arranged in a planar pattern according to pixel design, or they can be stacked together to form a colored emissive layer. When different colored emissive layers are stacked together, they can be separated from each other or connected to each other. The emissive layer can also be a single colored emissive layer that simultaneously emits different colors such as red, green, and blue.

[0177] In one aspect of the invention, the light-emitting layer employs phosphorescent photoluminescence technology, and the main material of the light-emitting layer is selected from, but not limited to, one or more combinations of PH-1 to PH-117.

[0178]

[0179]

[0180]

[0181]

[0182]

[0183]

[0184] In one aspect of the invention, the light-emitting layer employs phosphorescent electroluminescence technology. Its sensitizer, the phosphorescent material, may be selected from, but is not limited to, one or more combinations of GPD-1 to GPD-60 listed below.

[0185]

[0186]

[0187]

[0188] Where D represents deuterium.

[0189] In one aspect of the present invention, the light-emitting layer employs thermally activated sensitized fluorescence luminescence technology, and the main material of the light-emitting layer is selected from, but not limited to, one or more combinations of PH-1 to PH-117 mentioned above.

[0190] In one aspect of the invention, the luminescent layer employs thermally activated sensitized fluorescence luminescence technology. The sensitizer of the luminescent layer, i.e., the thermally activated delayed fluorescence material, can be selected from, but is not limited to, one or more combinations of TDE1-TDE49 listed below.

[0191]

[0192]

[0193]

[0194] In one aspect of the invention, the light-emitting layer employs a combination of phosphorescence-sensitized luminescence and thermally activated sensitized fluorescence luminescence. The main material of the light-emitting layer is selected from, but not limited to, one or more combinations of PH-1 to PH-117 described above.

[0195] In one aspect of the invention, the light-emitting layer employs a combination of phosphorescent sensitization and thermally activated sensitized fluorescence. The sensitizer in the light-emitting layer includes both phosphorescent materials and thermally activated delayed fluorescence materials. The phosphorescent materials may be selected from, but are not limited to, GPD-1 to GPD-47 listed above, and the thermally activated delayed fluorescence materials may be selected from, but are not limited to, TDE1 to TDE49 listed above.

[0196] In one aspect of the present invention, an electron blocking layer (EBL) is located between the hole transport layer and the light-emitting layer. The electron blocking layer may employ, but is not limited to, one or more compounds of HT-1 to HT-51 described above, or one or more compounds of PH-75 to PH-117 described above; or a mixture of one or more compounds of HT-1 to HT-51 and one or more compounds of PH-75 to PH-117 may be employed.

[0197] The organic layer of an OLED may also include an electron transport region between the light-emitting layer and the cathode. The electron transport region can be a single-layer electron transport layer (ETL), including single-layer electron transport layers containing only one compound and single-layer electron transport layers containing multiple compounds. Alternatively, the electron transport region can be a multilayer structure including at least one of an electron injection layer (EIL), an electron transport layer (ETL), and a hole blocking layer (HBL).

[0198] In one aspect of the present invention, the electron transport layer material may be selected from, but not limited to, one or more combinations of ET-1 to ET-73 listed below.

[0199]

[0200]

[0201]

[0202]

[0203] In one aspect of the present invention, a hole blocking layer (HBL) is located between the electron transport layer and the light-emitting layer. The hole blocking layer may employ, but is not limited to, one or more compounds of ET-1 to ET-73, or one or more compounds of PH-1 to PH-74; or a mixture of one or more compounds of ET-1 to ET-73 and one or more compounds of PH-1 to PH-74 may be employed.

[0204] The device may also include an electron injection layer located between the electron transport layer and the cathode. The electron injection layer material includes, but is not limited to, one or more combinations of the following: LiQ, LiF, NaCl, CsF, Li2O, Cs2CO3, BaO, Na, Li, Ca, Mg, Yb.

[0205] The present invention also provides a display device comprising an organic electroluminescent device as described in the third aspect.

[0206] Preferably, the display device includes a display screen or a display panel.

[0207] The present invention also provides an electronic device, which includes the aforementioned display device.

[0208] Compared with the prior art, the present invention has the following beneficial effects:

[0209] The organic compound provided by this invention, through the design of its molecular structure and the mutual compounding between various groups / structures, achieves the goal of adjusting the light color while possessing the narrow emission spectrum characteristics and high luminous efficiency of multiple resonance materials. The organic compound exhibits excellent electroluminescence performance, thermal stability, and narrow spectral characteristics. When used in organic electroluminescent devices, it can serve as a fluorescent dopant material for the luminescent layer, effectively improving device lifetime decay and efficiency roll-off, enhancing luminous efficiency, extending device lifetime, reducing voltage, and giving the device higher color purity, thus endowing it with superior overall luminous effect. Detailed Implementation

[0210] The technical solution of the present invention will be further illustrated below through specific embodiments. Those skilled in the art should understand that the embodiments described are merely illustrative of the present invention and should not be construed as limiting the invention in any way.

[0211] The organic compounds represented by Formula I of this invention can be synthesized using organic synthesis methods known in the art. Exemplary synthetic routes are given below, but those skilled in the art can also obtain them using other known methods.

[0212] In one specific embodiment, the organic compound has the structure shown in Formula I, where X2 is C, and can be prepared by the following synthetic route:

[0213]

[0214]

[0215] In this formula, rings A, B, C, D, E, F, G, X1, and X3 have the same defined ranges as in Formula I; Hal1, Hal2, Hal3, and Hal4 are each independently selected from halogens, such as any one of F, I, Br, or Cl. The order of reactions I and II can be adjusted according to the synthesis situation; that is, reaction I can be carried out first, followed by reaction II, or reaction II can be carried out first, followed by reaction I.

[0216] In one specific embodiment, Hal1 and Hal3 are F, Hal4 is Br, and Hal2 is Cl.

[0217] In one specific embodiment, reactions I and II are carried out in the presence of cesium carbonate.

[0218] In one specific embodiment, the organolithium reagent in reaction III includes n-butyllithium (n-BuLi).

[0219] In one specific embodiment, reaction V is carried out in the presence of an organolithium reagent (e.g., tert-butyllithium t-BuLi), tert-butylbenzene (t-BuPh), and an amine compound (e.g., diisopropylethylamine).

[0220] It should be noted that obtaining the organic compounds is not limited to the synthetic methods and raw materials used in this invention. Those skilled in the art can also select other methods or routes to obtain the organic compounds proposed in this invention. Compounds synthesized using methods not mentioned in this invention are all raw material products obtained through commercial means, or prepared in-house using these raw material products according to known methods.

[0221] The specific preparation methods of the organic compounds described in this invention will be detailed below using several synthetic examples, but the preparation methods of this invention are not limited to these synthetic examples.

[0222] The intermediate compounds and target products in the following synthesis examples of this invention were analyzed and detected using a high-resolution mass spectrometer (Agilent 6530LC / Q-TOF) employing matrix-assisted laser desorption / ionization (MALDI) technology; the purity of the target products was tested by high-performance liquid chromatography (HPLC, SHIMADZU-20A).

[0223] Synthesis Example 1: Synthesis of Organic Compound M149

[0224]

[0225] (1) Synthesis of compound M149-2

[0226] In a single-necked flask under a nitrogen atmosphere, compound M149-1 (15.7 mmol), 2,6-di-tert-butylcarbazole (15.7 mmol), and cesium carbonate (15.7 mmol) were dissolved in 150 mL of N,N-dimethylformamide (DMF). The mixture was heated to 60 °C and reacted for 16 h. After the reaction was completed and cooled, the solution was poured into cold water, filtered, washed twice with 100 mL of water, washed once with 10 mL of methanol, and dried to obtain compound M149-2, which was a pale yellow solid.

[0227] Structural characterization: Theoretical value 485.09, HRMS(ESI) m / z(MH) - Test value: 484.05.

[0228] (2) Synthesis of intermediate M149-3

[0229] In a single-necked flask under a nitrogen atmosphere, compound M149-2 (13 mmol), 2,3-diphenyl-1H-benzo[f]indole (13 mmol), and cesium carbonate (26 mmol) were dissolved in 100 mL of DMF. The mixture was heated to 140 °C and reacted for 16 h. After the reaction was completed and cooled, the solution was poured into cold water, filtered, washed twice with 100 mL of water, washed once with 10 mL of methanol, and dried to obtain compound M149-3, a pale yellow solid.

[0230] Structural characterization: Theoretical value 784.22, HRMS(ESI) m / z(MH) - Test value: 783.31.

[0231] (3) Synthesis of compound M149-4

[0232] In a double-necked flask under a nitrogen atmosphere, compound M149-3 (5 mmol) was dissolved in 10 mL of dry tetrahydrofuran and cooled to -78 °C. A pentane solution of n-butyllithium (2.4 M, 6 mL) was added, and the reaction was allowed to proceed at this temperature for 1 h. M149-5 was dissolved in 40 mL of dry tetrahydrofuran pre-cooled to -78 °C. This solution was then slowly injected into the M149-3 solution at -78 °C, and the mixture was slowly brought to room temperature for 2 h. After the reaction was complete, the mixture was quenched with water, the solvent was evaporated under reduced pressure, and 100 mL of glacial acetic acid and 10 mL of concentrated hydrochloric acid were added. The mixture was then heated to reflux. The organic phase was extracted with dichloromethane and collected. The organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated. The compound was separated by silica gel column chromatography using petroleum ether:dichloromethane = 5:1 as the eluent to obtain compound M149-4.

[0233] Structural characterization: Theoretical value 1069.51, HRMS(ESI) m / z(MH) - Test value: 1068.33.

[0234] (4) Synthesis of target compound M149

[0235] In a three-necked flask, compound M149-4 (1 mmol) was dissolved in 20 mL of tert-butylbenzene. After cooling to -78 °C, a pentane solution of tert-butyllithium (1.6 M, 2.5 mL) was added. The mixture was then cooled again to -40 °C, and boron tribromide (3 mmol) was slowly added. The temperature was then raised to 65 °C and the reaction was continued with stirring for 2 h. After cooling to -10 °C, diisopropylethylamine (5 mmol) was added, and the temperature was raised to 130 °C and the reaction was continued for 12 h. The solvent was removed under vacuum, and the mixture was passed through a silica gel column using petroleum ether:dichloromethane = 10:1 as the eluent. Recrystallization yielded the target compound M149 (HPLC purity 99.53%) as a yellow solid.

[0236] MALDI-TOF-MS results: Molecular ion peak 1043.5321.

[0237] Synthesis Example 2: Synthesis of Organic Compound M173

[0238]

[0239] (1) Synthesis of compound M173-2: The specific method is the same as step (1) of synthesis example 1.

[0240] (2) Synthesis of compound M173-3

[0241] In a single-necked flask under a nitrogen atmosphere, compound M173-2 (13 mmol), 2-phenyl-1H-naphtho[f]imidazole (13 mmol), and cesium carbonate (26 mmol) were dissolved in 100 mL of DMF, and the mixture was heated to 140 °C and reacted for 16 h. After the reaction was completed and cooled, the mixture was poured into cold water, filtered, washed twice with 100 mL of water, washed once with 10 mL of methanol, and dried to obtain compound M173-3, a pale yellow solid.

[0242] Structural characterization: Theoretical value 709.19, HRMS(ESI) m / z(MH) - Test value: 708.11.

[0243] (3) Synthesis of compound M173-4

[0244] In a double-necked flask under a nitrogen atmosphere, compound M173-3 (5 mmol) was dissolved in 10 mL of dry tetrahydrofuran and cooled to -78 °C. A pentane solution of n-butyllithium (2.4 M, 2.5 mL) was added, and the reaction was carried out at this temperature for 1 h. M173-5 was dissolved in 40 mL of dry tetrahydrofuran pre-cooled to -78 °C, and this solution was then slowly injected into the solution of M173-3 at -78 °C. The reaction was then slowly brought to room temperature and carried out for 12 h. After the reaction was complete, the solvent was evaporated under reduced pressure, and 100 mL of glacial acetic acid and 10 mL of concentrated hydrochloric acid were added. The mixture was then heated to reflux and reacted for 2 h. The organic phase was extracted with dichloromethane and collected. The organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated. The compound was then separated by silica gel column chromatography using petroleum ether:dichloromethane = 5:1 as the eluent to obtain compound M173-4.

[0245] Structural characterization: Theoretical value 994.47, HRMS(ESI) m / z(MH) - Test value: 993.32.

[0246] (4) Synthesis of target compound M173

[0247] In a three-necked flask, compound M173-4 (1 mmol) was dissolved in 20 mL of tert-butylbenzene. After cooling to -78 °C, a pentane solution of tert-butyllithium (1.6 M, 2.5 mL) was added, and the mixture was heated to 30 °C and reacted for 1 h. The mixture was then cooled again to -78 °C, and boron tribromide (3 mmol) was slowly added. The mixture was then heated to 60 °C and stirred for 2 h. After cooling to 0 °C, diisopropylethylamine (5 mmol) was added, and the mixture was heated to 140 °C and reacted for 12 h. The solvent was removed under vacuum, and the mixture was passed through a silica gel column using petroleum ether:dichloromethane = 10:1 as the eluent to obtain the target compound M173 (HPLC purity 99.60%) as a yellow solid.

[0248] Structural characterization: Theoretical value 968.50, HRMS(ESI) m / z(MH) - Test value: 967.33.

[0249] Synthesis Example 3: Synthesis of Organic Compound M217

[0250]

[0251] (1) Synthesis of compound M217-2: The specific method is the same as step (1) of synthesis example 1.

[0252] (2) Synthesis of compound M217-3: The specific method is the same as step (2) of synthesis example 1.

[0253] (3) Synthesis of compound M217-4

[0254] In a double-necked flask under a nitrogen atmosphere, compound M217-3 (5 mmol) was dissolved in 10 mL of dry tetrahydrofuran and cooled to -78 °C. A pentane solution of n-butyllithium (2.4 M, 2.5 mL) was added, and the reaction was carried out at this temperature for 1 h. M217-5 was dissolved in 40 mL of dry tetrahydrofuran pre-cooled to -78 °C, and this solution was then slowly injected into the M217-3 solution at -78 °C. The mixture was then slowly heated to room temperature and reacted for 12 h. After the reaction was complete, the solvent was evaporated under reduced pressure, and 100 mL of glacial acetic acid and 10 mL of concentrated hydrochloric acid were added. The mixture was then heated to reflux. After 2 h of reaction, the mixture was extracted with dichloromethane, and the organic phase was collected. The organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated. The compound was then separated by silica gel column chromatography using petroleum ether:dichloromethane = 5:1 as the eluent to obtain compound M217-4.

[0255] Structural characterization: Theoretical value 1085.51, HRMS(ESI) m / z(MH) - Test value: 1084.22.

[0256] (4) Synthesis of target compound M217

[0257] In a three-necked flask, compound M217-4 (1 mmol) was dissolved in 20 mL of tert-butylbenzene. After cooling to -78 °C, a pentane solution of tert-butyllithium (1.6 M, 2.5 mL) was added, and the mixture was heated to 30 °C and reacted for 1 h. The mixture was then cooled again to -78 °C, and boron tribromide (3 mmol) was slowly added. The mixture was then heated to 60 °C and stirred for 2 h. After cooling to 0 °C, diisopropylethylamine (5 mmol) was added, and the mixture was heated to 140 °C and reacted for 12 h. The solvent was removed under vacuum, and the solution was passed through a silica gel column using petroleum ether:dichloromethane = 10:1 as the eluent to obtain the target compound M217 (HPLC purity 99.18%) as a yellow solid.

[0258] Structural characterization: Theoretical value 1059.53, HRMS(ESI) m / z(MH) - Test value: 1058.30.

[0259] Synthesis example 4:

[0260]

[0261] (1) Synthesis of compound M2-2: The specific method is the same as step (1) of synthesis example 1.

[0262] (2) Synthesis of compound M2-3:

[0263] In a single-necked flask under a nitrogen atmosphere, compound M2-2 (13 mmol), carbazole (13 mmol), and cesium carbonate (26 mmol) were dissolved in 100 mL of DMF, and the mixture was heated to 140 °C and reacted for 16 h. After the reaction was completed and cooled, the solution was poured into cold water, filtered, washed twice with 100 mL of water, washed once with 10 mL of methanol, and dried to obtain compound M2-3, a pale yellow solid.

[0264] Structural characterization: Theoretical value 632.16, HRMS(ESI) m / z(MH) - Test value: 631.23.

[0265] (3) Synthesis of compound M2-4

[0266] In a double-necked flask under a nitrogen atmosphere, compound M2-3 (5 mmol) was dissolved in 10 mL of dry tetrahydrofuran and cooled to -78 °C. A pentane solution of n-butyllithium (2.4 M, 2.5 mL) was added, and the reaction was carried out at this temperature for 1 h. M2-5 was dissolved in 40 mL of dry tetrahydrofuran pre-cooled to -78 °C, and this solution was then slowly injected into the solution of M2-3 at -78 °C. The reaction was then slowly brought to room temperature and carried out for 12 h. After the reaction was completed, the solvent was evaporated under reduced pressure, and 100 mL of glacial acetic acid and 10 mL of concentrated hydrochloric acid were added. The mixture was then heated to reflux and reacted for 2 h. The organic phase was extracted with dichloromethane and collected. The organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated. The compound was separated by silica gel column chromatography using petroleum ether:dichloromethane = 5:1 as the eluent to obtain compound M2-4.

[0267] Structural characterization: Theoretical value 833.35, HRMS(ESI) m / z(MH) - Test value: 832.46.

[0268] (4) Synthesis of target compound M2

[0269] In a three-necked flask, compound M2-4 (1 mmol) was dissolved in 20 mL of tert-butylbenzene. After cooling to -78 °C, a pentane solution of tert-butyllithium (1.6 M, 2.5 mL) was added, and the mixture was heated to 30 °C and reacted for 1 h. The mixture was then cooled again to -78 °C, and boron tribromide (3 mmol) was slowly added. The mixture was then heated to 30 °C and stirred for 1 h. After cooling to 0 °C, diisopropylethylamine (5 mmol) was added, and the mixture was heated to 140 °C and reacted for 12 h. The solvent was removed under vacuum, and the mixture was passed through a silica gel column using petroleum ether:dichloromethane = 10:1 as the eluent to obtain the target compound M2 (HPLC purity 99.50%) as a yellow solid.

[0270] Structural characterization: Theoretical value 807.38, HRMS(ESI) m / z(MH) - Test value: 806.39.

[0271] Synthesis example 5:

[0272]

[0273] (1) Synthesis of compound M26-2: The specific method is the same as step (1) of synthesis example 1.

[0274] (2) Synthesis of compound M26-3:

[0275] In a single-necked flask under a nitrogen atmosphere, compound M2-2 (13 mmol), benzothiophenecarbazole (13 mmol), and cesium carbonate (26 mmol) were dissolved in 100 mL of DMF, and the mixture was heated to 140 °C and reacted for 16 h. After the reaction was completed and cooled, the solution was poured into cold water, filtered, washed twice with 100 mL of water, washed once with 10 mL of methanol, and dried to obtain compound M26-3, a pale yellow solid.

[0276] Structural characterization: Theoretical value 738.15, HRMS(ESI) m / z(MH) - Test value: 737.30.

[0277] (3) Synthesis of compound M26-4

[0278] In a double-necked flask under a nitrogen atmosphere, compound M26-3 (5 mmol) was dissolved in 10 mL of dry tetrahydrofuran and cooled to -78 °C. A pentane solution of n-butyllithium (2.4 M, 6 mL) was added, and the reaction was carried out at this temperature for 1 h. M26-5 was dissolved in 40 mL of dry tetrahydrofuran pre-cooled to -78 °C, and this solution was then slowly injected into the solution of M26-3 at -78 °C. The reaction was then slowly brought to room temperature and carried out for 12 h. After the reaction was completed, a small amount of methanol was added to quench the reaction, the solvent was evaporated under reduced pressure, 100 mL of glacial acetic acid and 10 mL of concentrated hydrochloric acid were added, and the mixture was then heated to reflux for 2 h. The mixture was then neutralized with a saturated sodium carbonate aqueous solution, extracted with dichloromethane, and the organic phase was collected. The organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated. The compound was then separated by silica gel column chromatography using petroleum ether:dichloromethane = 5:1 as the eluent to obtain compound M26-4.

[0279] Structural characterization: Theoretical value 1023.44, HRMS(ESI) m / z(MH) - Test value: 1022.47.

[0280] (4) Synthesis of target compound M26

[0281] Compound M26-4 (1 mmol) was dissolved in 20 mL of tert-butylbenzene in a three-necked flask. After cooling to -78 °C, a pentane solution of tert-butyllithium (1.6 M, 2.5 mL) was added, and the mixture was heated to 30 °C and reacted for 1 h. The mixture was then cooled again to -78 °C, and boron tribromide (3 mmol) was slowly added. The mixture was then heated to 30 °C and stirred for 1 h. After cooling to 0 °C, diisopropylethylamine (5 mmol) was added, and the mixture was heated to 140 °C and reacted for 12 h. The solvent was removed under vacuum, and the mixture was passed through a silica gel column using petroleum ether:dichloromethane = 10:1 as the developing solvent to obtain the target compound M26 (HPLC purity 99.42%) as a yellow solid.

[0282] Structural characterization: Theoretical value 997.46, HRMS(ESI) m / z(MH) - Test value: 996.55.

[0283] The following will use several embodiments as examples to describe in detail the specific structure and preparation method of the organic compound and the organic electroluminescent device containing it in this invention, but the organic compound and organic electroluminescent device in this invention are not limited to these embodiments.

[0284] Example 1

[0285] An organic electroluminescent device includes an anode (ITO), a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and a cathode (Al) arranged sequentially. The fabrication method of this organic electroluminescent device is as follows:

[0286] (1) The glass substrate coated with ITO transparent conductive layer was ultrasonically treated in commercial cleaning agent, rinsed in deionized water, ultrasonically degreased in acetone / ethanol mixed solvent, baked in a clean environment until the moisture was completely removed, cleaned with ultraviolet light and ozone, and bombarded with low-energy cation beam.

[0287] (2) Place the glass substrate with the anode into a vacuum chamber and evacuate it to 1×10⁻⁶. -5 Pa, a mixture of HT-4:HI-3 (97 / 3, w / w) was vacuum-deposited on the above-mentioned anodic layer as a hole injection layer, and the thickness of the deposited film was 10 nm.

[0288] (3) A 60 nm layer of compound HT-4 was vacuum-deposited on the hole injection layer as a hole transport layer;

[0289] (4) A 5 nm layer of compound HT-39 was vacuum-deposited on the hole transport layer as an electron blocking layer;

[0290] (5) A light-emitting layer is vacuum-deposited on the electron blocking layer. The light-emitting layer includes a host material, a sensitizer, and a dopant material (fluorescent dye). The doping ratio is adjusted by adjusting the evaporation rate of each material using a multi-source co-evaporation method. The total film thickness is 40 nm. Specifically, phosphorus sensitization luminescence technology is used. The ratio of host material, phosphorus sensitizer, and dopant material is 94.2:5:0.8 (w / w / w). The host material is a PH-61:PH-3 (50 / 50, w / w) mixed host. The phosphorus sensitizer is GPD-29. The dopant material is the organic compound M2 provided by this invention.

[0291] (6) A compound ET-23 with a thickness of 5 nm was vacuum-deposited on the light-emitting layer as a hole blocking layer;

[0292] (7) A mixture of compound ET-69:ET-57 (50 / 50, w / w) was vacuum-deposited on the hole blocking layer as an electron transport layer, with a total film thickness of 25 nm.

[0293] (8) A 1 nm thick LiF layer was vacuum-deposited on the electron transport layer as an electron injection layer;

[0294] (9) An Al layer with a thickness of 150 nm is vacuum-deposited on the electron injection layer as the cathode of the device to obtain the organic electroluminescent device; the total deposition rate of all organic layers and LiF is controlled at 0.1 nm / s, and the deposition rate of the metal electrode is controlled at 1 nm / s.

[0295] Examples 2-16, Comparative Example 1

[0296] An organic electroluminescent device is provided, which differs from Example 1 only in that the doping materials of the light-emitting layer are the compounds shown in Table 1; the other layers, thicknesses, materials and preparation methods are the same as in Example 1.

[0297] The structure of the doped material in Comparative Example 1 is as follows:

[0298] Device performance testing:

[0299] Under the same brightness, the driving voltage, lifetime, and external quantum efficiency of each organic electroluminescent device were measured using a digital source meter and luminance meter. Specifically, the voltage was increased at a rate of 0.1 V per second, and the current density of the organic electroluminescent device was measured when it reached 10 mA / cm². 2 The voltage at that time is the driving voltage, and the luminous intensity and external quantum efficiency (EQE, %) at that time are measured simultaneously.

[0300] The lifespan test of the LT95 is as follows: using a luminance meter at 10000 cd / m² 2 At a constant current, the brightness of the organic electroluminescent device decreased to 9500 cd / m² under the specified brightness. 2 The time is in hours; the LT95 lifetime test value of Comparative Example 1 is recorded as 1.00, and the LT95 lifetime of other devices is the ratio of their respective test values ​​to the test value of Comparative Example 1 (relative lifetime).

[0301] FWHM is 10mA / cm 2 The full width at half maximum (FWHM) of the electroluminescence spectrum peak at the given current density.

[0302] The test results are shown in Table 1:

[0303] Table 1

[0304] Comparative Example 1 C1 30 27.6 3.52 1.00 Example 1 M2 29 28.2 3.26 1.28 Example 2 M26 28 31.5 3.30 1.28 Example 3 M85 28 32.6 3.26 1.32 Example 4 M117 28 32.8 3.32 1.35 Example 5 M145 25 30.1 3.33 1.38 Example 6 M149 24 37.5 3.23 1.56 Example 7 M165 26 28.6 3.51 1.44 Example 8 M171 27 30.1 3.26 1.24 Example 9 M173 25 31.7 3.19 1.40 Example 10 M176 27 31.6 3.20 1.11 Example 11 M181 29 30.5 3.11 1.11 Example 12 M161 29 28.3 3.25 1.09 Example 13 M164 29 28.6 3.46 1.12 Example 14 M133 28 29.4 3.35 1.08 Example 15 M50 26 29.6 3.42 1.15 Example 16 M237 27 28.9 3.33 1.18

[0305] As shown in Table 1, compared with Comparative Example 1, the organic compound provided by this invention, as a fluorescent dye (fluorescent dopant) for organic electroluminescent devices, exhibits significant advantages in electroluminescence performance due to its specific molecular structure. It possesses excellent photoelectric properties, narrow spectral characteristics, and stability, effectively reducing operating voltage, improving external quantum efficiency and current efficiency, and significantly extending device lifetime. It is a high-performance green light-emitting material. This is likely because the substituents on the carbazole group protect the active sites on the adjacent benzene ring of the N atom, making the compound less prone to reaction and material degradation under light and current conditions. Simultaneously, the substituents increase the steric hindrance of the peripheral groups, protecting the material's core and inhibiting quenching processes such as TTA, leading to improved efficiency and lifetime.

[0306] The applicant declares that the above embodiments illustrate the organic compounds and their applications, but the present invention is not limited to the above embodiments, that is, it does not mean that the present invention must rely on the above embodiments to be implemented. Those skilled in the art should understand that any improvements to the present invention, equivalent substitutions of the raw materials of the product of the present invention, addition of auxiliary components, selection of specific methods, etc., all fall within the protection scope and disclosure scope of the present invention.

Claims

1. An organic compound, characterized in that, The organic compound has the structure shown in Formula I: X1 is selected from any one of NR1, O, S, Se, CR2R2' or SiR3R3'; X2 is selected from C or Si; X3 is selected from any one of the following: single bond, O, S, Se, NR4, CR5R5', or SiR6R6'; R1, R2, R2', R3, R3', R4, R5, R5', R6, and R6' are each independently selected from hydrogen, halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C2-C20 imino, substituted or unsubstituted C1-C20 alkylsilyl, and substituted or unsubstituted C1-C20... Any one of the following: alkylamino, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; R1, R2, R2', R3, R3', R4, R5, R5', R6, and R6' are each independently formed into a ring either not connected to or connected by chemical bonds to adjacent ring structures; R2 and R2' are not connected or are connected by chemical bonds to form a ring; R3 and R3' are not connected or are connected by chemical bonds to form a ring; R5 and R5' are not connected or are connected by chemical bonds to form a ring; R6 and R6' are not connected or are connected by chemical bonds to form a ring. Rings A, B, C, D, E, F, and G are each independently selected from unsubstituted or R rings. A Substituted C6-C60 aromatic rings, unsubstituted or R A Any one of the substituted C3-C60 heteroaryl rings; R A Each is independently selected from any one of halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C1-C20 alkylamino, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxy, amino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; at least two adjacent R A The R are either not connected or linked by chemical bonds to form a ring; A It is not connected to adjacent ring structures or is linked to them by chemical bonds to form a ring; At least one hydrogen atom in ring F and ring G is replaced by R. B Instead, the R B Each is independently selected from any one of substituted or unsubstituted C1-C20 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C20 cycloalkyl groups, substituted or unsubstituted C6-C60 aryl groups, and substituted or unsubstituted C3-C60 heteroaryl groups; R1, R2, R2', R3, R3', R4, R5, R5', R6, R6', R A R B The substituents described herein are each independently selected from halogens, unsubstituted or R'-substituted C1-C20 straight-chain or branched alkyl groups, unsubstituted or R'-substituted C3-C20 cycloalkyl groups, unsubstituted or R'-substituted C1-C20 alkoxy groups, unsubstituted or R'-substituted C2-C20 alkenyl groups, unsubstituted or R'-substituted C1-C20 alkylsilyl groups, unsubstituted or R'-substituted C1-C20 alkylamino groups, unsubstituted or R'-substituted C6-C30 arylsilyl groups, unsubstituted or R'-substituted C6-C30 heteroarylsilyl groups, cyano, nitro, hydroxyl, amino, and unsubstituted... The substituted or R'-substituted C6-C30 arylamino group, the unsubstituted or R'-substituted C3-C30 heteroarylamino group, the unsubstituted or R'-substituted C6-C30 aryloxy group, the unsubstituted or R'-substituted C3-C30 heteroaryloxy group, the unsubstituted or R'-substituted C6-C60 aryl group, and the unsubstituted or R'-substituted C3-C60 heteroaryl group; wherein each of the substituted substituents is independently not connected to or is connected to the adjacent ring structure to form a ring by a chemical bond, and at least two adjacent groups of the substituted substituents are not connected to or are connected to each other by a chemical bond to form a ring; Each R' is independently selected from any one or a combination of at least two of the following: halogen, cyano, nitro, hydroxyl, amino, C1-C20 straight-chain or branched alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 arylamino, C3-C60 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C30 arylsilyl, C6-C30 heteroarylsilyl, C6-C60 aryl, and C3-C60 heteroaryl; at least two adjacent R's are not connected or are linked by chemical bonds to form a ring; the R's are not connected to adjacent ring structures or are linked by chemical bonds to form a ring.

2. The organic compound according to claim 1, characterized in that, The organic compound has a structure as shown in Formula II-1 or Formula II-2: Among them, rings A, B, C, D, E, F, G, X2, and X3 have the same defined range as in Equation I; Ar is selected from any one of substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl; the Ar is not connected to the adjacent ring structure or is connected to the ring by chemical bonds; W1 is selected from N or CR N2 ; R N1 R N2 Each is independently selected from hydrogen, halogen, unsubstituted or R'-substituted C1-C20 straight-chain or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C2-C20 alkenyl, unsubstituted or R'-substituted C1-C20 alkylsilyl, unsubstituted or R'-substituted C1-C20 alkylamino, unsubstituted or R'-substituted C6-C30 arylsilyl, unsubstituted or Any one of the following: R'-substituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxyl, amino; unsubstituted or R'-substituted C6-C30 arylamino; unsubstituted or R'-substituted C3-C30 heteroarylamino; unsubstituted or R'-substituted C6-C30 aryloxy; unsubstituted or R'-substituted C3-C30 heteroaryloxy; unsubstituted or R'-substituted C6-C60 aryl; unsubstituted or R'-substituted C3-C60 heteroaryl; wherein R N1 R N2 Each ring is independent and not connected to the adjacent ring structure or is connected to form a ring by chemical bonds.

3. The organic compound according to claim 2, characterized in that, The organic compound has a structure as shown in any one of formula III-1, III-2, III-3, III-4, or III-5: Wherein, X2 and X3 have the same limiting range as in Equation I; Ar has the same limiting range as in Equation II-1; W1 and R N1 It has the same defined range as in Equation II-2; Z1-Z 18 Each is independently selected from N or CR A1 ; M1 is selected from any one of CR7R7', SiR8R8', NR9, O, S, or Se; Y1-Y7 are each independently selected from N, CH, or CR. B And at least one of Y1-Y7 is CR B ; R A1 R7, R7', R8, R8', and R9 are each independently selected from hydrogen, halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C1-C20 alkylamino, and substituted or unsubstituted C6-C30. Any one of arylsilyl, substituted or unsubstituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; the R A1 R7, R7', R8, R8', and R9 are each independently unconnected to adjacent ring structures or connected to form rings via chemical bonds, wherein R A1 At least two adjacent groups are not connected or are linked by chemical bonds to form a ring; R7 and R7' are not connected or are linked by chemical bonds to form a ring; R8 and R8' are not connected or are linked by chemical bonds to form a ring. R B Each is independently selected from any one of substituted or unsubstituted C1-C20 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C20 cycloalkyl groups, substituted or unsubstituted C6-C60 aryl groups, and substituted or unsubstituted C3-C60 heteroaryl groups.

4. The organic compound according to claim 3, characterized in that, The Z1-Z 18 Each independently selected from CR A1 ; Preferably, the R A1 Each is independently selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C10 straight-chain or branched alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C1-C10 alkylsilyl, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C3-C20 heteroaryl; Preferably, each of Y1-Y7 is independently selected from CH or CR. B And at least one of Y1-Y7 is CR B ; Preferably, at least one of Y1, Y2 and Y3 is CR. B At least one of Y4, Y5, Y6 and Y7 is CR B ; Preferably, the R B Each is independently selected from any one of substituted or unsubstituted C1-C10 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C12 cycloalkyl groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C3-C20 heteroaryl groups; Preferably, the Ar is selected from any one of substituted or unsubstituted C6-C30 aryl groups and substituted or unsubstituted C3-C30 heteroaryl groups.

5. The organic compound according to claim 2, characterized in that, The organic compound has a structure as shown in any one of formula IV-1, IV-2, IV-3, or IV-4: Wherein, dashed lines represent single bonds or no connection; X2 and X3 have the same defined range as in Equation I; W1 and R N1 It has the same defined range as in Equation II-2; M1 is selected from any one of CR7R7', SiR8R8', NR9, O, S, or Se; R 11 R 12 R 13 R 14 R 15 Each can be used independently to represent no substitution, single substitution, or the maximum permissible substitution. R 11 R 12 R 13 R 14 R 15 R7, R7', R8, R8', and R9 are each independently selected from hydrogen, halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C1-C20 alkylamino, and substituted or unsubstituted C6-C30. Any one of arylsilyl, substituted or unsubstituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; the R 11 R 12 R 13 R 14 R 15 R7, R7', R8, R8', and R9 are each independently unconnected to adjacent ring structures or connected to form rings via chemical bonds; the R 11 R 12 R 13 R 14 R 15 At least two adjacent groups are not connected or are linked by chemical bonds to form a ring; R7 and R7' are not connected or are linked by chemical bonds to form a ring; R8 and R8' are not connected or are linked by chemical bonds to form a ring. R 21 R 22 Each can be used independently to represent a single substitution up to the maximum permissible substitution. R 21 R 22 Each is independently selected from any one of substituted or unsubstituted C1-C20 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C20 cycloalkyl groups, substituted or unsubstituted C6-C60 aryl groups, and substituted or unsubstituted C3-C60 heteroaryl groups.

6. The organic compound according to claim 5, characterized in that, The organic compound has a structure as shown in formula V-1 or formula V-2: Among them, X2, X3, R 11 R 12 R 13 R 14 R 15 R 21 R 22 W1 and R N1 It has the same scope as in claim 5; Preferably, the organic compound has a structure as shown in Formula V-2-1: R 13 Each is independently selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C1-C20 alkylamino, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C6-C30 heteroarylsilyl, cyano, nitro, hydroxy, amino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; R 13 Each ring is independently unconnected to adjacent ring structures or connected to them by chemical bonds to form a ring; the R 13 'At least two adjacent groups in the 'compound' are not connected or are linked by chemical bonds to form a ring; Preferably, W1 is a CR N2 .

7. The organic compound according to claim 5 or 6, characterized in that, The R 11 R 12 R 13 R 14 R 15 Each group is independently selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C10 straight-chain or branched alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C1-C10 alkylsilyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C20 heteroaryl, and more preferably any one of hydrogen, halogen, substituted or unsubstituted groups from the following: C1-C6 straight-chain or branched alkyl, C1-C10 alkylsilyl, phenyl, naphthyl, biphenyl, terphenyl, pyridyl, anthraceneyl, phenanthrene; Preferably, the R 11 R 12 R 13 R 15 Indicates single substitution, the R 11 The linking site on the benzene ring is the para position of the site linked to N; and / or, the R 12 The linking site on the benzene ring is the para position of the site linked to N; And / or, the R 13 The linking site on the benzene ring is the para position of the site linked to N; And / or, the R 15 The linking site on the benzene ring is the para position of the site linked to N; Preferably, the R 21 R 22 Each group is independently selected from any one of substituted or unsubstituted C1-C10 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C12 cycloalkyl groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C3-C20 heteroaryl groups. More preferably, any one of the following groups is selected: C1-C6 straight-chain or branched alkyl groups, cyclopentyl, cyclohexyl, adamantyl, phenyl, biphenyl, terphenyl, naphthyl, pyridyl, anthraceneyl, phenanthrene. More preferably, any one of the following groups is selected from C1-C3 straight-chain alkyl groups: -* represents the linking site of a functional group; Preferably, the R 21 The linking site on the benzene ring is the para position of the site linked to N; And / or, the R 22 The linking site on the benzene ring is the para position of the site linked to N.

8. The organic compound according to any one of claims 1-6, characterized in that, X2 is C; Preferably, X3 is selected from any one of a single bond, O, S, NR4 or CR5R5', and a single bond is more preferred; Preferably, R4, R5, and R5' are each independently selected from any one of substituted or unsubstituted C1-C20 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C20 cycloalkyl groups, and substituted or unsubstituted C6-C60 aryl groups, and more preferably any one of substituted or unsubstituted C1-C10 straight-chain or branched alkyl groups and substituted or unsubstituted C6-C20 aryl groups.

9. The organic compound according to any one of claims 2-6, characterized in that, The R N1 R N2 Each group is independently selected from any one of hydrogen, unsubstituted or R'-substituted C1-C10 straight-chain or branched alkyl groups, unsubstituted or R'-substituted C3-C10 cycloalkyl groups, unsubstituted or R'-substituted C6-C20 aryl groups, and unsubstituted or R'-substituted C3-C20 heteroaryl groups. Preferably, any one of the following groups is unsubstituted or R'-substituted: methyl, tert-butyl, tert-pentyl, cyclohexyl, adamantyl, phenyl, naphthyl, biphenyl, terphenyl, pyridyl, anthracene, phenanthrene. Further preferably, any one of the following groups is preferred:

10. The organic compound according to claim 1 or 2, characterized in that, The organic compound has a structure shown in any of the following:

11. An application of an organic compound as described in any one of claims 1-10, characterized in that, The organic compounds are used in organic electronic devices; Preferably, the organic electronic device includes an organic electroluminescent device; Preferably, the organic compound is used as a light-emitting layer material in an organic electroluminescent device.

12. An organic electroluminescent device, characterized in that, The organic electroluminescent device includes a first electrode, a second electrode, and at least one organic layer disposed between the first electrode and the second electrode; the organic layer includes at least one organic compound as described in any one of claims 1-10; Preferably, the organic layer includes a light-emitting layer, wherein the light-emitting layer includes at least one organic compound as described in any one of claims 1-10; Preferably, the light-emitting layer comprises a host material and a dopant material, wherein the dopant material comprises at least one organic compound as described in any one of claims 1-10; Preferably, the light-emitting layer further includes a sensitizer; Preferably, the sensitizer includes any one or a combination of at least two of thermally activated delayed fluorescence materials and phosphorescent materials.

13. A display device, characterized in that, The display device includes the organic electroluminescent device as described in claim 12.

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