Organic compound and application thereof

Abstract

The invention provides an organic compound and application thereof, the organic compound has a structure as shown in a formula I. Through the design of a molecular structure and the mutual compounding of groups, the organic compound has the narrow emission spectrum characteristic and high luminous efficiency of a multi-resonance material, and also realizes the purpose of adjusting light color. The organic compound has excellent electroluminescent performance, narrow spectrum characteristic and thermal stability, is used for the organic electroluminescent device, can be used as a fluorescent doping material of a luminescent layer, can effectively improve the service life attenuation and efficiency roll-off of the device, improves the luminous efficiency of the device, prolongs the service life of the device, reduces the voltage, and improves the luminous efficiency of the device. And the device has higher color purity and is endowed with a 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. For example, to meet the BT-2020 color gamut standard for 4K and 8K image signals, the CIEy for green light is 0.797, significantly increasing color gamut coverage. Currently, using luminescent materials with narrow half-width emission spectra is one of the important means to achieve high light color purity. Especially in currently commercialized OLED materials, green luminescent materials mainly use phosphorescent materials with wide half-widths and strong shoulder peaks at long 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 have both 100% theoretical exciton utilization and narrow emission spectra. Using them as OLED luminescent materials is expected to meet 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. Furthermore, phosphorescent materials are typically based on transition metals such as iridium and platinum, which are usually quite expensive among OLED materials due to their low abundance. Therefore, reducing the amount of phosphorescent material used is crucial for lowering the cost of OLEDs.

[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, reduce voltage, and improve color purity.

[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 a structure as shown in Formula I:

[0008]

[0009] In Formula I, M1 and M2 are each independently selected from any one of O, S or NR1.

[0010] R1 is selected from R P R1 is any one of substituted or unsubstituted C6-C60 aryl or substituted or unsubstituted C3-C60 heteroaryl; R1 is not connected to the adjacent ring structure or is connected to the ring structure by chemical bonds.

[0011] In this invention, "R1 is not connected to adjacent ring structures" means that R1 is only connected to N atoms through single bonds; "R1 is connected to adjacent ring structures through chemical bonds to form a ring" means that in addition to being connected to N atoms through chemical bonds, R1 is also connected to adjacent rings (e.g., ring A, ring B) through chemical bonds, thereby forming a fused ring structure. The same descriptions will have the same meaning in the following text and will not be repeated hereafter.

[0012] Rings A, B, and C are each independently selected from unsubstituted or R-type rings. A Substituted C6-C60 aromatic rings, unsubstituted or R A Any one of the substituted C3-C60 heteroaryl rings;

[0013] R A Each independently selected from R P The following are possible interpretations of the following compounds: halogen, cyano, 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 C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl; The R A Each ring is independent and not connected to the adjacent ring structure or is connected to form a ring by chemical bonds.

[0014] At least one of ring A, ring B, ring C, and R1 has the structure shown in formula a; and at least one of R1 is a group R. P , and / or, the R A At least one of them is a group R P The R P It has the structure shown in equation b;

[0015]

[0016] In equation a, Z1, Z2, Z3, Z4, Z5, Z6, Z7, Z8, Z9, Z 10 Z 11 Each is independently selected from any one of C, CR0, or N; Z1, Z2, Z3, Z4, Z5, Z6, Z7, Z8, Z9, Z 10 and Z 11 There are 1-3 (1, 2, 3) C atoms, which are the connection / fusion sites of the structure of formula a. The R0 in multiple (e.g., 2, 3, 4, 5, 6, 7, 8, 9) CR0s are the same or different groups.

[0017] R0 is independently selected from hydrogen, R P The R0 is any one of the following: halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, cyano, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C30 aryl, or substituted or unsubstituted C3-C30 heteroaryl; each of the R0s is independently not connected to the adjacent ring structure or is connected to the ring structure by a chemical bond.

[0018] It should be noted that the organic compound represented by Formula I of this invention contains at least one structure represented by Formula a. Specifically, the structure of Formula a can be located at ring A and ring B, in which case Z1-Z 11 In this structure, any two adjacent carbon atoms form a carbon (C) atom, and the chemical bond formed by these two adjacent C atoms is a fused bond, i.e., the structure of formula a. The structure of formula a can also be located at R1, in which case Z1-Z... 11 Any one of the atoms in the formula is a C atom, which serves as the connection site between the structure of formula a and the N atom. The structure of formula a can be located at the ring C, in which case Z1-Z 11 There are 3 C atoms in it. The 3 adjacent C atoms form 2 adjacent chemical bonds, which are fused bonds of the a structure.

[0019] Furthermore, the organic compound represented by Formula I of this invention contains at least one group R with the structure shown in Formula b. P The R P It can be attached to the C atom in ring A, ring B, or ring C, or it can be attached as R1 to the sites where M1 and M2 are located (i.e., attached to the N atom at M1 and M2).

[0020] In formula b, -* represents the linking site of the group.

[0021] In formula b, L is selected from any one of the following: substituted or unsubstituted C1-C20 straight-chain or branched alkylene, substituted or unsubstituted C1-C20 straight-chain or branched silylene, substituted or unsubstituted C3-C20 cycloalkylene, substituted or unsubstituted C6-C60 arylene, substituted or unsubstituted C3-C60 heteroarylene, substituted or unsubstituted C6-C60 arylsilylene, substituted or unsubstituted C6-C60 arylimino, and substituted or unsubstituted C3-C60 heteroarylimino.

[0022] In formula b, Ar is selected from any one of unsubstituted or R2-substituted C14-C60 fused aryl groups and unsubstituted or R2-substituted C13-C60 heteroaryl groups, wherein the heteroatom in the C13-C60 heteroaryl group is at least one of O and S.

[0023] R2 is independently selected from any one of the following: halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkylene, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, cyano, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl.

[0024] R1, R2, R A The substituents in R0 and L are each independently selected from any one or a combination of at least two of the following: halogen, cyano, amino, C1-C20 straight-chain or branched alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C6-C60 arylamino, C3-C60 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C60 aryl, and C3-C60 heteroaryl; each substituent is independently not connected to the adjacent ring structure or is connected to the ring structure by a chemical bond.

[0025] In the present invention, the "substituted or unsubstituted" group may be substituted with one substituent or multiple substituents. When there are multiple substituents (at least two), they may be the same or different substituents; when the same expression is involved hereinafter, it shall have the same meaning. Unless otherwise specified, the selection range of the substituents is as shown above and will not be elaborated further.

[0026] The organic compound provided by the present invention has a molecular structure as shown in Formula I, and its parent nucleus contains B-M1 and B-M2 structures. The B atom has a resonance effect with the M1 atom / M2 atom in the same ring, making the organic compound have multiple resonance properties and excellent luminescence properties. At the same time, a specific N-containing fused ring structure of Formula a and a substituent R shown in Formula b are introduced into the molecule P , through the design of each structure and the interaction between the structures, the organic compound combines the properties of multiple resonance molecules and conjugated molecules, has a narrow fluorescence emission spectrum and high quantum efficiency, exhibits excellent electroluminescence properties, and achieves the purpose of adjusting the light color. The organic compound is used in an organic electroluminescent device and can be used as a doping material (i.e., a fluorescent guest material, a fluorescent dye) of the light-emitting layer, which can effectively improve the lifetime decay and efficiency roll-off of the device, can improve the light-emitting efficiency of the device, extend the lifetime of the device, reduce the voltage, and make the device have higher color purity.

[0027] It should be noted that in the present invention, for the convenience of description, the possible functions of each group / feature are described separately, but this does not mean that these groups / features act 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 each group, rather than the effect of a single group / feature.

[0028] The following are preferred technical solutions of the present invention, but do not limit the technical solutions provided by the present invention. Through the following preferred technical solutions, the purpose and beneficial effects of the present invention can be better achieved.

[0029] In the present invention, the halogens may all be fluorine, chlorine, bromine or iodine. When the same description is involved hereinafter, it shall have the same meaning.

[0030] In the present invention, for the description of chemical elements, unless otherwise specified, the concept of isotopes with the same chemical properties is included. For example, hydrogen (H) includes <000002​​​​​​​​​​​In this invention, unless otherwise specified, the heteroatoms of the heteroaryl group are selected from N, O, S, P, B, Si or Se, preferably N, O or S.

[0032] In this invention, the way the ring structure is represented by "—" indicates that the connection point is located at any position on the ring structure where bonding can occur.

[0033] In this invention, "-*" and "*" both represent the linking site of a group.

[0034] 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.

[0035] In this invention, "each independently" means that when there are multiple subjects, they can be the same or different from each other.

[0036] 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.

[0037] 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.

[0038] 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.

[0039] C3-C20 can all be C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18 or C19, etc.

[0040] C2-C20 can all be C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18 or C19, etc.

[0041] C6-C30 can all be C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.

[0042] C3-C30 can all be C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.

[0043] The C14-C60 can all be C14, C15, C16, C18, C20, C22, C24, C26, C28, C30, C32, C34, C36, C38, C40, C42, C44, C46, ​​C48, C50, C52, C54, C56 or C58, etc.

[0044] The C13-C60 can all be C13, C14, C15, C16, C18, C20, C22, C24, C26, C28, C30, C32, C34, C36, C38, C40, C42, C44, C46, ​​C48, C50, C52, C54, C56 or C58, etc.

[0045] In this invention, unless otherwise specified, the C6-C60 aryl (C6-C60 aromatic ring), preferably C6-C30 aryl (C6-C30 aromatic ring), includes monocyclic aryl and fused-ring aryl; 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, 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...). Aromatic rings, wherein the rings share two adjacent carbon atoms fused together, exemplarily including but not limited to: naphthyl, anthraceneyl, phenanthryl, indene, fluorenyl and their 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.), fluoranyl, 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.

[0046] 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, pyridylphenyl, phenylpyrimidinyl, diphenylpyridinyl, etc.

[0047] 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.

[0048] In this invention, specific examples of the C6-C60 arylamino and C6-C30 arylamino groups are monovalent groups obtained by substituting at least one hydrogen atom in -NH2 with the aforementioned aryl group, including but not limited to: phenylamino, methylphenylamino, naphthylamino, anthraceneylamino, phenanthreneamino, biphenylamino, etc. Specific examples of the C3-C60 heteroarylamino and C3-C30 heteroarylamino groups are monovalent groups obtained by substituting at least one hydrogen atom in -NH2 with the aforementioned heteroaryl group, including but not limited to: pyridylamino, pyrimidinylamino, dibenzofuranylamino, etc.

[0049] In this invention, a specific example of the C6-C60 arylene is a divalent group formed by removing one hydrogen atom from the aforementioned aryl group; a specific example of the C3-C60 heteroarylene is a divalent group obtained by removing one hydrogen atom from the aforementioned heteroaryl group.

[0050] In this invention, a specific example of the C6-C60 arylimino group is a divalent group obtained by substituting the hydrogen in -NH- with the aforementioned aryl group; a specific example of the C3-C60 heteroarylimino group is a divalent group obtained by substituting the hydrogen in -NH- with the aforementioned heteroaryl group; and a specific example of the C6-C60 silylaryl group is a divalent group obtained by substituting at least one hydrogen in -SiH2- with the aforementioned aryl group.

[0051] 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.

[0052] 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.

[0053] 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.

[0054] Specific examples of the C1-C20 straight-chain or branched alkylene groups are divalent groups formed by removing one hydrogen atom from the aforementioned straight-chain or branched alkyl groups; specific examples of the C3-C20 cycloalkylene groups are divalent groups formed by removing one hydrogen atom from the aforementioned cycloalkyl groups.

[0055] A specific example of the C1-C20 straight-chain or branched silyl group is a divalent group obtained by replacing at least one hydrogen in -SiH2- with the aforementioned straight-chain or branched alkyl group.

[0056] 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.

[0057] In this invention, the Ar is selected from any one of unsubstituted or R2-substituted C14-C60 fused aryl groups and unsubstituted or R2-substituted C13-C60 heteroaryl groups. In the Ar, the heteroatom in the C13-C60 heteroaryl group is at least one of O and S.

[0058] In this context, "fused aryl" as Ar is understood to be a group containing at least two phenyl groups fused together (i.e., condensed) via a common edge (chemical bond), such as anthracene, phenanthrene, pyrene, etc. It should be noted that fluorene and its derivatives (e.g., dimethylfluorene, diphenylfluorene, spirodifluorene, etc.) are not fused aryl groups in the sense of this invention, because the two phenyl groups in fluorene do not share a common edge.

[0059] Preferably, the organic compound has a structure as shown in Formula II:

[0060]

[0061] In Equation II, M1, M2, ring A, and ring B have the same defined range as in Equation I.

[0062] In Equation II, X1, X2, and X3 are each independently selected from CR. 11 Or N; multiple (e.g., 2, 3) CR 11 R in 11 These can be the same or different groups.

[0063] R 11 Each is independently selected from hydrogen, R P The following are possible interpretations of the following compounds: halogen, cyano, 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 C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl; The R 11 Each ring is independent and not connected to the adjacent ring structure or is connected to form a ring by chemical bonds.

[0064] Preferably, at least one of M1 and M2 is NR1, thereby giving the organic compound a BN resonance structure and achieving excellent photoelectric properties.

[0065] Preferably, the organic compound has a structure as shown in any one of formulas III-1 to III-15:

[0066]

[0067]

[0068]

[0069] Where M1, M2, ring A, and ring B have the same defined range as Equation I; Z1, Z2, Z3, Z4, Z5, Z6, Z7, Z8, Z9, Z 10 Z 11 It has the same limited range as in equation a.

[0070] X1, X2, and X3 are each independently selected from CR 11 Or N; multiple (e.g., 2, 3) CR 11 R in 11 These can be the same or different groups.

[0071] R 11 Each is independently selected from hydrogen, R P The following are possible interpretations of the following compounds: halogen, cyano, 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 C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl; The R 11 Each ring is independent and not connected to the adjacent ring structure or is connected to form a ring by chemical bonds.

[0072] Dashed lines represent single bonds or no connection; when a dashed line represents a single bond, it means that the rings are connected by a single bond to form a ring (forming a pyrrole ring); when a dashed line represents no connection, it means that the chemical bond shown by the dashed line does not exist; the same descriptions are used in the following text and have the same meaning, and will not be repeated here.

[0073] Preferably, the organic compound has a structure as shown in any one of formulas IV-1 to IV-14:

[0074]

[0075]

[0076]

[0077] Where M1 and M2 have the same defined range as in Equation I; Z1, Z2, Z3, Z4, Z5, Z6, Z7, Z8, Z9, Z 10 Z 11 It has the same limiting range as in equation a; the dashed line represents a single bond or no connection.

[0078] X1, X2, and X3 are each independently selected from CR 11 Or N; multiple (e.g., 2, 3) CR 11 R in11 These can be the same or different groups.

[0079] X4, X5, X6, X7, X8, X9, X 10 Each independently selected from CR B Or N; multiple (e.g., 2, 3, 4, 5, 6, 7) CR B R in B These can be the same or different groups.

[0080] M3 is selected from O, S, Se, NR m1 CR m2 R m3 or SiR m4 R m5 Any one of them, preferably O, S, or NR. m1 or CR m2 R m3 .

[0081] R 11 R B Each is independently selected from hydrogen, R P The following are possible interpretations of the following compounds: halogen, cyano, 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 C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl; The R 11 R B Each ring is independent and not connected to the adjacent ring structure or is connected to form a ring by chemical bonds.

[0082] R m1 R m2 R m3 R m4 R m5 Each is independently selected from any one of hydrogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C20 cycloalkyl groups, substituted or unsubstituted C6-C30 aryl groups, and substituted or unsubstituted C3-C30 heteroaryl groups; the R m2 With R m3 The R are either not connected or linked by chemical bonds to form a ring; m4 With R m5 They are either not connected to each other or are linked together by chemical bonds to form a ring.

[0083] Preferably, in formulas IV-1, IV-2, IV-3, IV-9, IV-10, IV-11, IV-12, IV-13 and IV-14, at least one of M1 and M2 is NR1.

[0084] Preferably, in formulas IV-1, IV-2, IV-3, IV-9, IV-10, IV-11, IV-12, IV-13 and IV-14, M2 is NR1, and M1 is selected from any one of O, S or NR1.

[0085] Preferably, R1 is selected from R P The following are preferred: substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18) aryl groups; substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, or C18) heteroaryl groups; R is further preferred. P Any one of the following groups, substituted or unsubstituted: phenyl, biphenyl, terphenyl, naphthyl, 9-phenylcarbazolyl.

[0086] Preferably, the substituents in R1 are each independently selected from halogens, cyano groups, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, C2-C10 (e.g., 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, or C14, C15, C16, C16, C17, C18, C19, C19, C19, C10, C11, C19, C10, C11, C19, C10, C11, C11, C12, C14, C15, C16, or C11, C19, C10, C11, C11, C12, C13, C14, C15, C16, C19, C10, ...2, C13, C14, C15, C16, C19, C10, C10, C10, C10, C10, C10, C10, C10, C10, C10, C10, The combination of any one or at least two of the following: aryl (e.g., C3-C20, such as C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18); heteroaryl (e.g., C6-C30, such as C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C26, C28); and arylamino (e.g., C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C26, C28). Further preferred are halogens, any one of the following: straight-chain or branched alkyl groups (C1-C6); and aryl groups (C6-C12).

[0087] Preferably, at most one of X1, X2 and X3 (0 or 1) is N.

[0088] Preferably, X1, X2, and X3 are each independently selected from CR. 11 .

[0089] Preferably, the R 11 Each is independently selected from hydrogen, R PThe following are possible interpretations: 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-C10 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups; substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, or C18, etc.) heteroaryl groups; with hydrogen and R being further preferred. P Any one of C1-C6 straight-chain or branched alkyl groups, or substituted or unsubstituted C6-C12 aryl groups, with hydrogen and R being more preferred. P Any one of the following groups, substituted or unsubstituted: phenyl, naphthyl, biphenyl.

[0090] More preferably, the R 11 At least one of them is R P .

[0091] Preferably, R 11 The substituents described herein are each independently selected from halogens, cyano groups, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, C2-C10 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl groups, C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups, and C3-C2... The combination of any one or at least two of the following: 0 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, or C18, etc.) heteroaryl groups and C6-C30 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C26, C28, etc.) arylamino groups; further preferably, halogens, C1-C6 straight-chain or branched alkyl groups, and C6-C12 aryl groups; even more preferably, halogens, C1-C3 straight-chain alkyl groups, and isopropyl groups. tert-butyl Isobutyl tert-amyl Phenyl, naphthyl, or biphenyl.

[0092] Preferably, at most one (0 or 1) of X4, X5, X6, and X7 is N; and / or, X8, X9, and X 10 At most one (0 or 1) is N.

[0093] Preferably, X4, X5, X6, X7, X8, X9, X... 10 Each independently selected from CR B .

[0094] Preferably, X4 and X7 are CH, and X5 and X6 are each independently selected from CR. B .

[0095] Preferably, X8 is CH, and X9, X 10 Each independently selected from CR B .

[0096] Preferably, the R B Each is independently selected from hydrogen, R P 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-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups; substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, or C18, etc.) heteroaryl groups; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C18, etc.) straight-chain or branched alkyl groups; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C18, etc.) heteroaryl groups; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C18, etc.) straight-chain or branched alkyl groups. 5. Any one of the following: C16 or C18 aryloxy groups; substituted or unsubstituted C3-C20 heteroaryloxy groups (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18); substituted or unsubstituted C6-C30 arylamino groups (e.g., C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C26, C28); substituted or unsubstituted C6-C30 heteroarylamino groups (e.g., C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C26, C28); further preferably hydrogen, R P The following groups, substituted or unsubstituted, may be used: C1-C10 straight-chain or branched alkyl, phenyl, naphthyl, biphenyl, terphenyl, diphenylamino, phenoxy, pyridyl, pyridoxy, or pyridylphenylamino.

[0097] Preferably, the R B Each ring is independent and not connected to adjacent ring structures or is linked to form a ring by chemical bonds (e.g., forming a ring). Dashed lines represent fusion sites; at least two (e.g., two, three, etc.) adjacent R B They are not connected or are linked by chemical bonds to form a ring (e.g., forming a ring).

[0098] Preferably, R B The substituents described herein are each independently selected from halogens, cyano groups, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, C2-C10 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl groups, C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups, C The aryl group is selected from any one or at least two of the following: 3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl groups and C6-C30 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C26, C28, etc.) arylamino groups; halogen, C1-C6 straight-chain or branched alkyl groups, C2-C6 alkenyl groups, and C6-C12 aryl groups are further preferred.

[0099] Preferably, R B The substituents described herein are each independently unconnected to adjacent ring structures or connected to form rings by chemical bonds (e.g., forming rings). (The dashed lines represent fusion sites).

[0100] Preferably, the R B Each is independently selected from hydrogen, R P Unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups;

[0101] Preferably, Z1, Z2, Z3, Z4, Z5, Z6, Z7, Z8, Z9, Z 10 Z 11 Each is independently selected from CR0.

[0102] Preferably, each of the R0s is independently selected from hydrogen, R... PHalogen, cyano, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkoxy, substituted or unsubstituted C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C 18, etc.) aryl, substituted or unsubstituted C3-C20 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryloxy, further preferably hydrogen, halogen, cyano, C1-C6 straight-chain or branched alkyl, C1-C6 alkoxy, C3-C10 cycloalkyl, phenyl, naphthyl, biphenyl, pyridyl, phenoxy.

[0103] Preferably, the organic compound has a structure as shown in any one of formulas V-1 to V-14:

[0104]

[0105]

[0106]

[0107] In this context, dashed lines represent single keys or no connections.

[0108] M1 is selected from any one of O, S, or NR1.

[0109] M3 is selected from O, S, NR m1 or CR m2 R m3 Of any one of them, O or S is preferred.

[0110] R m1 R m2 R m3Each group is independently selected from hydrogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C20 cycloalkyl groups, substituted or unsubstituted C6-C30 aryl groups, and substituted or unsubstituted C3-C30 heteroaryl groups. More preferably, 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 are selected. More preferably, substituted or unsubstituted groups are selected from any of the following: C1-C6 straight-chain or branched alkyl groups, phenyl, biphenyl, naphthyl, and terphenyl. The R group... m2 With R m3 They are either not connected to each other or are linked together by chemical bonds to form a ring.

[0111] R1 is selected from R P R1 is any one of substituted or unsubstituted C6-C30 aryl or substituted or unsubstituted C3-C30 heteroaryl; R1 is not connected to the adjacent ring structure or is connected to the ring structure by chemical bonds.

[0112] R 11 R B1 R B2 R 21 R 31 R 32 Each can be independently represented from unsubstituted, monosubstituted to the most permissible substitution; specifically, R 11 Indicates no substitution (R) 11 (Hydrogen), monosubstituted, disubstituted, or trisubstituted; R B1 Indicates no substitution (R) B1 (Hydrogen), monosubstituted, disubstituted, trisubstituted, or tetrasubstituted; R B2 Indicates no substitution (R) B1 (for hydrogen), monosubstituted, disubstituted, trisubstituted, etc.; R 21 Indicates no substitution (R) 21 (e.g., hydrogen), monosubstituted, disubstituted, trisubstituted, tetrasubstituted, etc.; R B2 R 31 R 32 Similarly, I won't elaborate further. When R 11 R B1 R B2 R 21 R 31 R 32 When multiple substitutions are indicated, the multiple substituents are either the same or different groups.

[0113] R 11 R B1 R B2 R 31 R32 Each is independently selected from hydrogen, R P The following are possible interpretations of the following compounds: halogen, cyano, 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 C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl; The R 11 R B1 R B2 Each is independently unconnected to adjacent ring structures or connected to form a ring by chemical bonds; the R 11 R B1 R B2 At least two adjacent groups in the group are not connected or are linked by chemical bonds to form a ring.

[0114] The R1, R 11 R B1 R B2 R 31 R 32 At least one of them is a group R P .

[0115] R 21 Each is independently selected from any one or a combination of at least two of the following: hydrogen, halogen, cyano, amino, C1-C20 straight-chain or branched alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C6-C60 arylamino, C3-C60 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C60 aryl, and C3-C60 heteroaryl.

[0116] Preferably, R1, R 11 R B1 At least one of them is a group R P Further optimization of R 11 At least one of them is a group R P .

[0117] Preferably, R1 is selected from R P The substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl group, or the substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, or C18, etc.) heteroaryl group, preferably R. PAny one of the following groups, substituted or unsubstituted: phenyl, biphenyl, terphenyl, naphthyl, 9-phenylcarbazolyl.

[0118] Preferably, the substituents in R1 are each independently selected from halogens, cyano groups, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, C2-C10 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl groups, C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups, and C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C10, C12, C14, C15, C16, C10 ... The following are options: any one or a combination of at least two of the following: heteroaryl (C12, C14, C15, C16 or C18, etc.) and arylamino (C6-C30, e.g., C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C26, C28, etc.); halogen, unsubstituted or halogenated C1-C6 straight-chain or branched alkyl, C2-C6 alkenyl, C6-C12 aryl; and even more preferably halogen, C1-C3 straight-chain alkyl, trifluoromethyl, isopropyl, tert-butyl, isobutyl, tert-amyl, phenyl, naphthyl or biphenyl.

[0119] Preferably, the substituents in R1 are each independently not connected to the adjacent ring structure or are connected to form a ring by chemical bonds (e.g., forming a ring). (The dashed lines represent fusion sites).

[0120] More preferably, R1 is selected from R P ,

[0121] -* represents the linking site of a functional group.

[0122] Preferably, the R 11 Each is independently selected from hydrogen, R P The following are possible interpretations: 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-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups; substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, or C18, etc.) heteroaryl groups; with hydrogen and R being further preferred.P Any one of C1-C6 straight-chain or branched alkyl groups, or substituted or unsubstituted C6-C12 aryl groups, with hydrogen and R being more preferred. P Any one of the following groups, substituted or unsubstituted: phenyl, naphthyl, biphenyl.

[0123] Preferably, R 11 The substituents described herein are each independently selected from halogens, cyano groups, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, C2-C10 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl groups, C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups, and C3-C20 (e.g., C3, C4, C5, C6, C9, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups. The following are preferred: any one or a combination of at least two of the following: heteroaryl groups (C9, C10, C12, C14, C15, C16 or C18, etc.) and arylamino groups (C6-C30, such as C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C26, C28, etc.); halogen, C1-C6 straight-chain or branched alkyl groups, and C6-C12 aryl groups; and even more preferred are halogen, C1-C3 straight-chain alkyl groups, isopropyl, tert-butyl, isobutyl, tert-amyl, phenyl, naphthyl or biphenyl.

[0124] Preferably, the R B1 R B2 Each is independently selected from hydrogen, R PSubstituted 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-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups; substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, or C18, etc.) heteroaryl groups; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C18, etc.) straight-chain or branched alkyl groups; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C18, etc.) heteroaryl groups; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C18, etc.) straight-chain or branched alkyl groups. 5. Any one of the following: C16 or C18 aryloxy groups; substituted or unsubstituted C3-C20 heteroaryloxy groups (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18); substituted or unsubstituted C6-C30 arylamino groups (e.g., C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C26, C28); substituted or unsubstituted C6-C30 heteroarylamino groups (e.g., C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C26, C28); further preferably hydrogen, R P The following groups, substituted or unsubstituted, may be used: C1-C10 straight-chain or branched alkyl, phenyl, naphthyl, biphenyl, terphenyl, diphenylamino, phenoxy, pyridyl, pyridoxy, or pyridylphenylamino.

[0125] Preferably, the R B1 R B2 Each ring is independent and not connected to adjacent ring structures or is linked to form a ring by chemical bonds (e.g., forming a ring). Dashed lines represent fusion sites; at least two (e.g., two, three, etc.) adjacent R B1 They are not connected or are linked by chemical bonds to form a ring (e.g., forming a ring). Any two (e.g., two, three, etc.) adjacent R B2 They are not connected or are linked by chemical bonds to form a ring (e.g., forming a ring).

[0126] Preferably, R B1 R B2The substituents described herein are each independently selected from halogens, cyano groups, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, C2-C10 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl groups, C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups, C The following are possible combinations of any one or at least two of the following: 3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, or C18); arylamino (e.g., C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C26, C28); further preferably, any one of the following: halogen; C1-C6 straight-chain or branched alkyl; C2-C6 alkenyl; C6-C12 aryl. B1 R B2 The substituents described herein are each independently unconnected to adjacent ring structures or connected to form rings by chemical bonds (e.g., forming rings).

[0127] Preferably, the R B1 R B2 Each is independently selected from hydrogen, R P Unsubstituted or halogenated C1-C10 straight-chain or branched alkyl groups

[0128] The unsubstituted or halogenated C1-C10 straight-chain or branched alkyl group is further preferably methyl, trifluoromethyl, isopropyl, tert-butyl, isobutyl, or tert-amyl.

[0129] Preferably, the R 21 Each is independently selected from any one of hydrogen, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl, C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, and more preferably hydrogen, C1-C6 straight-chain or branched alkyl, phenyl, biphenyl, or naphthyl.

[0130] Preferably, the R 21 Each ring is independent and not connected to adjacent ring structures or is linked to form a ring by chemical bonds (e.g., forming a ring). Dashed lines represent fusion sites; at least two (e.g., two, three, etc.) adjacent R 21They are not connected or are linked by chemical bonds to form a ring (e.g., forming a ring).

[0131] Preferably, the R 31 R 32 Each is independently selected from hydrogen, halogen, cyano, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkoxy, substituted or unsubstituted C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C16, C17, C18, C19, C19, C10 ... 5. Any one of the following: aryl (C16 or C18, etc.), substituted or unsubstituted C3-C20 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryloxy groups, further preferably hydrogen, fluorine, cyano, C1-C6 straight-chain or branched alkyl, C1-C6 alkoxy, cyclohexyl, phenyl, naphthyl, biphenyl, pyridyl, or phenoxy.

[0132] Preferably, the Ar is selected from any one of unsubstituted or R2-substituted C14-C40 (e.g., C14, C16, C18, C20, C22, C24, C26, C28, C30, C32, C34, C36, C38, etc.) fused aryl groups, and unsubstituted or R2-substituted C13-C40 (e.g., C14, C15, C16, C18, C20, C22, C24, C26, C28, C30, C32, C34, C36, C38, etc.) heteroaryl groups. More preferably, the Ar is selected from any one of the following unsubstituted or R2-substituted groups:

[0133] Here, -* represents the linking site of a group.

[0134] Preferably, each of the R2s is independently selected from halogens, cyano groups, 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-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, and substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups. 6. Alkoxy groups (C7, C8, C9, etc.), substituted or unsubstituted C6-C20 groups (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.), substituted or unsubstituted C3-C20 groups (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.), heteroaryl groups, substituted or unsubstituted C6-C20 groups (e.g., C7, C8, C9, etc.). Aromatic oxy groups such as C6, C9, C10, C12, C14, C15, C16, or C18; substituted or unsubstituted C3-C20 groups (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18); heteroaryl oxy groups such as C6, C9, C10, C12, C14, C15, C16, C18; and substituted or unsubstituted C6-C30 groups (e.g., C6, C9, C10, C12, C14, C15, C16, C18). 8. Any one of the arylamino groups (C20, C22, C24, C26, C28, etc.), further preferably halogen, cyano, unsubstituted or halogenated C1-C6 straight-chain or branched alkyl, C1-C6 alkoxy, cyclohexyl, substituted or unsubstituted of any one of the following groups: phenyl, naphthyl, biphenyl, diphenylamino, pyridyl, phenoxy, pyridoxy, dibenzofuranyl, dibenzothiophene.

[0135] Preferably, the substituents in R2 are each independently selected from halogens, cyano groups, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, C2-C10 (e.g., 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-C2... The aryl group (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) or a combination of at least two of the heteroaryl groups (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) is preferred; further preferably, the halogen group, the straight-chain or branched alkyl group (C1-C6), or the aryl group (C6-C12) is preferred.

[0136] Preferably, each of the R2 groups is independently selected from fluorine, cyano, C1-C3 straight-chain alkyl, trifluoromethyl, isopropyl, isobutyl, tert-butyl, tert-pentyl, C1-C3 alkoxy, cyclohexyl, etc.

[0137] Preferably, L is selected from substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkylene groups, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched silylene groups, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) arylene groups, and substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C18, etc.) straight-chain or branched silylene groups. 2. Any one of the following: (C14, C15, C16 or C18, etc.) heteroaryl; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) arylsilyl; substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) arylimino; substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroarylimino.

[0138] Preferably, L is selected from any one of substituted or unsubstituted C1-C6 straight-chain or branched alkylene groups, or substituted or unsubstituted groups of the following:

[0139]

[0140]

[0141] Here, -* represents the linking site of a group.

[0142] Y is selected from O, S, NR 41 CR 42 R 43 or SiR 44 R 45 Any one of them, preferably O, S, or NR. 41 or CR 42 R 43 .

[0143] R 41 R 42 R 43 R 44 R 45 Each is independently selected from any one or a combination of at least two of C1-C20 straight-chain or branched alkyl, C2-C20 alkenyl, C6-C30 aryl, and C3-C30 heteroaryl; the R 42 and R 43 Not connected or linked into a ring by chemical bonds; the R 44 and R 45They can be either not connected or linked together by chemical bonds to form a ring.

[0144] R 46 R 47 Each is independently selected from any one of C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, or C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups, and more preferably any one of C1-C6 straight-chain or branched alkyl groups, phenyl, naphthyl, biphenyl, or terphenyl.

[0145] R 48 It is selected from any one of C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl or C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl, and is further preferably phenyl, naphthyl, biphenyl, terphenyl, pyridyl, dibenzofuranyl or dibenzothiophene.

[0146] Preferably, the R 41 R 42 R 43 R 44 R 45 Each is independently selected from any one or a combination of at least two of the following: C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, C2-C10 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl groups, and C6-C20 aryl groups (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.). More preferably, any one of C1-C6 straight-chain or branched alkyl groups, phenyl, naphthyl, biphenyl, or terphenyl groups is selected. Even more preferably, methyl or phenyl groups are selected.

[0147] Preferably, the substituents in L are each independently selected from halogens, cyano groups, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkoxy groups, and C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups. The following are preferred: any one of C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18) aryl, C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18) heteroaryl, with fluorine, cyano, C1-C6 straight-chain or branched alkyl, C1-C6 alkoxy, or phenyl.

[0148] More preferably, the L is selected from C1-C6 straight-chain or branched alkylene groups, C1-C6 straight-chain or branched silanes, or any one of the following groups:

[0149]

[0150]

[0151] In a preferred embodiment, the organic compound has the structure shown in any one of the following M001-M216:

[0152]

[0153]

[0154]

[0155]

[0156]

[0157]

[0158]

[0159]

[0160]

[0161]

[0162]

[0163]

[0164]

[0165] 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.

[0166] 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.

[0167] Preferably, the organic electronic device includes an organic electroluminescent device.

[0168] Preferably, the organic compound is used as a light-emitting layer material in an organic electroluminescent device.

[0169] 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.

[0170] 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.

[0171] Preferably, the organic layer includes at least one organic compound with the structure shown in M001-M216.

[0172] Preferably, the organic layer includes a light-emitting layer, which includes at least one organic compound as described in the first aspect, and more preferably includes at least one organic compound with the structure shown in M001-M216.

[0173] 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, and more preferably comprises at least one organic compound with the structure shown in M001-M216.

[0174] Preferably, the organic compound provided by the present invention is used as the fluorescent dopant material of the light-emitting layer.

[0175] 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%.

[0176] 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.

[0177] Preferably, the light-emitting layer further includes a sensitizer.

[0178] Preferably, the sensitizer includes any one or a combination of at least two of thermally activated delayed fluorescence materials and phosphorescent materials.

[0179] 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.

[0180] Preferably, the maximum emission wavelength of the sensitizer is less than the maximum emission wavelength of the organic compound of the present invention.

[0181] 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.

[0182] 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%.

[0183] 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%.

[0184] Preferably, the organic layer further includes a hole transport region and an electron transport region.

[0185] 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.

[0186] 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.

[0187] 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, and more preferably contains at least one organic compound with the structure shown in M001-M216.

[0188] 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, and more preferably contains at least one organic compound with the structure shown in M001-M216.

[0189] 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).

[0190] 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.

[0191] 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.

[0192] 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.

[0193] 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.

[0194]

[0195]

[0196]

[0197] 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.

[0198]

[0199] 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.

[0200] 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.

[0201]

[0202]

[0203]

[0204]

[0205]

[0206]

[0207] 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.

[0208]

[0209]

[0210]

[0211] Where D represents deuterium.

[0212] 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.

[0213] 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.

[0214]

[0215]

[0216]

[0217]

[0218] 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.

[0219] 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.

[0220] 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-47 to PH-77 described above; or a mixture of one or more compounds of HT-1 to HT-51 and one or more compounds of PH-47 to PH-77 may be employed.

[0221] 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).

[0222] 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.

[0223]

[0224]

[0225]

[0226]

[0227] 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-46; or a mixture of one or more compounds of ET-1 to ET-73 and one or more compounds of PH-1 to PH-46 may be employed.

[0228] 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.

[0229] The present invention also provides a display device comprising an organic electroluminescent device as described in the third aspect.

[0230] Preferably, the display device includes a display screen or a display panel.

[0231] The present invention also provides an electronic device, which includes the aforementioned display device.

[0232] Compared with the prior art, the present invention has the following beneficial effects:

[0233] The organic compound provided by this invention has the structure shown in Formula I, and introduces the fused ring structure of Formula a and a specific R into a boron-containing multiple resonance core structure. P Through molecular structure design and inter-group complexation, the organic compound achieves both narrow emission spectrum characteristics and high luminous efficiency, while also regulating light color, thus possessing the properties of multiple resonance materials. The organic compound exhibits excellent electroluminescence performance, narrow spectral characteristics, and thermal stability. When used in organic electroluminescent devices, it can serve as a fluorescent dopant material in the luminescent layer, effectively improving device lifetime decay and efficiency roll-off, enhancing luminous efficiency, extending device lifetime, reducing voltage, and providing higher color purity, resulting in superior overall luminescent performance. Detailed Implementation

[0234] 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.

[0235] 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.

[0236] In one specific embodiment, the organic compound has the structure shown in Formula II and can be prepared by the following synthetic route:

[0237]

[0238] In another specific embodiment, the organic compound can be prepared by the following synthetic route:

[0239]

[0240] Among them, rings A, B, M1, and M2 have the same definitions as in equation II; R 11 Selected from R P The substituted or unsubstituted C6-C30 aryl group and the substituted or unsubstituted C3-C30 heteroaryl group are selected from the group; Hal1, Hal2, Hal3, and Hal4 are each independently selected from halogens, for example, they can be any one of F, I, Br, or Cl; U1 is selected from the group... The order of reactions I and II can be adjusted according to the synthesis situation. That is, reaction I can be carried out first and then reaction II, or reaction II can be carried out first and then reaction I, or they can be carried out simultaneously (M1 and M2 are the same, and ring A and ring B are the same).

[0241] In one specific embodiment, reaction IV is carried out in the presence of a palladium catalyst.

[0242] 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.

[0243] 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.

[0244] The intermediates and target products in the following synthesis examples of the present invention were analyzed and detected using a high-resolution mass spectrometer employing matrix-assisted laser desorption / ionization (MALDI) technology.

[0245] Synthesis Example 1: Synthesis of Organic Compound M001

[0246]

[0247] (1) Synthesis of intermediate M001-1:

[0248] SM1 (14.5 g), SM2 (10 g), cesium carbonate (23.2 g), and N,N-dimethylformamide (DMF) (150 mL) were added to a 500 mL three-necked flask. The mixture was purged with nitrogen three times and reacted at 60 °C for 20 h. The reaction solution was cooled to room temperature, poured into water, extracted with ethyl acetate, concentrated the organic phase, mixed with silica gel, and purified by column chromatography to obtain intermediate M001-1, 9 g of white solid. The molecular ion mass determined by mass spectrometry was 530.45 (theoretical value: 530.33).

[0249] (2) Synthesis of intermediate M001-2:

[0250] M001-1 (8g), SM3 (5g), cesium carbonate (14.7g), and DMF (80mL) were added to a 250mL single-necked flask, purged with nitrogen three times, and reacted at 100℃ for 12h. The reaction solution was cooled to room temperature, mixed with silica gel, and purified by column chromatography to obtain intermediate M001-2, 11g of white solid. The molecular ion mass determined by mass spectrometry was 840.23 (theoretical value: 840.14).

[0251] (3) Synthesis of intermediate M001-3:

[0252] 10 g of intermediate M001-2 was added to a 500 mL three-necked flask, followed by 150 mL of xylene. The mixture was purged with nitrogen three times, and the reaction system was cooled to -40 °C. 5.5 mL of 2.4 M butyllithium was added dropwise, and the reaction proceeded at 0 °C for 30 min. The temperature was then lowered to -40 °C, and 1.72 mL of boron tribromide was added. The temperature was then raised to 60 °C and the reaction proceeded for 1.5 h. The temperature was lowered again to -40 °C, and 3.93 mL of N,N-diisopropylethylamine was added. Finally, the reaction system was heated to 110 °C and reacted for 5 h. After cooling to room temperature, methanol was added dropwise and stirred for 30 min. The mixture was filtered, dried, and recrystallized from o-dichlorobenzene / ethyl acetate to obtain 2.1 g of intermediate M001-3. The molecular ion mass determined by mass spectrometry was 770.36 (theoretical value: 770.21).

[0253] (4) Synthesis of the target product M001:

[0254] Intermediate M001-3 (2g), SM4 (1.42g), 1,1'-bis(diphenylphosphine)ferrocene palladium dichloride Pd(dppf)Cl2 (95mg), potassium carbonate (717mg), dioxane (40mL), and water (8mL) were added to a 100mL single-necked flask. The mixture was purged with nitrogen three times and heated to 100℃ for 12h. The reaction solution was cooled to room temperature, concentrated to dryness, purified by column chromatography, and the product spot was collected and concentrated to dryness. The 1.8g solid obtained by recrystallization from toluene / ethanol was the target product M001. The molecular ion mass determined by mass spectrometry was 1020.56 (theoretical value: 1020.43).

[0255] Synthesis Example 2: Synthesis of Organic Compound M045

[0256]

[0257] (1) Synthesis of intermediate M045-1:

[0258] SM1 (16g), SM2 (11g), cesium carbonate (25.6g), and DMF (110mL) were added to a 500mL three-necked flask, purged with nitrogen three times, and reacted at 60℃ for 20h. The reaction solution was cooled to room temperature, poured into water, extracted with ethyl acetate, concentrated the organic phase, mixed with silica gel, and purified by column chromatography to obtain intermediate M045-1, 10g of white solid. Mass spectrometry analysis determined the molecular ion mass to be 529.13 (theoretical value: 529.04).

[0259] (2) Synthesis of intermediate M045-2:

[0260] M045-1 (9g), SM3 (5.6g), cesium carbonate (46.5g), and DMF (90mL) were added to a 250mL single-necked flask, purged with nitrogen three times, and reacted at 100℃ for 12h. The reaction solution was cooled to room temperature, mixed with silica gel, and purified by column chromatography to obtain intermediate M045-2, 13g of white solid. Mass spectrometry analysis determined the molecular ion mass to be 839.27 (theoretical value: 839.15).

[0261] (3) Synthesis of intermediate M045-3:

[0262] 11 g of intermediate M045-2 was added to a 500 mL three-necked flask, followed by 165 mL of xylene. The mixture was purged with nitrogen three times, and the reaction system was cooled to -40 °C. 6 mL of 2.4 M butyllithium was added dropwise, and the reaction proceeded at 0 °C for 30 min. The temperature was then lowered to -40 °C, and 1.9 mL of boron tribromide was added. The temperature was then raised to 60 °C and reacted for 1.5 h. The temperature was lowered again to -40 °C, and 6.5 mL of N,N-diisopropylethylamine was added. Finally, the reaction system was heated to 110 °C and reacted for 5 h. After cooling to room temperature, methanol was added dropwise and stirred for 30 min. The mixture was filtered, dried, and recrystallized from o-dichlorobenzene / ethyl acetate to obtain 2.5 g of intermediate M045-3. The molecular ion mass determined by mass spectrometry was 769.56 (theoretical value: 769.23).

[0263] (4) Synthesis of the target product M045:

[0264] Intermediate M045-3 (2.3 g), SM4 (1.46 g), catalyst Pd(dppf)Cl2 (109 mg), potassium carbonate (825 mg), dioxane (46 mL), and water (9 mL) were added to a 100 mL single-necked flask. The mixture was purged with nitrogen three times and heated to 100 °C for 12 h. The reaction solution was cooled to room temperature, concentrated to dryness, purified by column chromatography, and the product spot was collected and concentrated to dryness. The 2 g solid obtained by recrystallization from toluene / ethanol was the target product M045. The molecular ion mass determined by mass spectrometry was 967.68 (theoretical value: 967.41).

[0265] Synthesis Example 3: Synthesis of Organic Compound M121

[0266]

[0267] (1) Synthesis of intermediate M121-1:

[0268] SM1 (13.0 g), SM2 (11.0 g), cesium carbonate (20.7 g), and N,N-dimethylformamide (DMF) (130 mL) were added to a 500 mL three-necked flask. The mixture was purged with nitrogen three times and reacted at 60 °C for 20 h. The reaction solution was cooled to room temperature, poured into water, extracted with ethyl acetate, concentrated the organic phase, mixed with silica gel, and purified by column chromatography to obtain intermediate M121-1, 9.5 g of white solid. The molecular ion mass determined by mass spectrometry was 672.32 (theoretical value: 672.01).

[0269] (2) Synthesis of intermediate M121-2:

[0270] M121-1 (9g), SM3 (5g), cesium carbonate (14.7g), and DMF (90mL) were added to a 250mL single-necked flask, purged with nitrogen three times, and reacted at 100℃ for 12h. The reaction solution was cooled to room temperature, mixed with silica gel, and purified by column chromatography to obtain intermediate M121-2, 11.5g of white solid. The molecular ion mass determined by mass spectrometry was 982.65 (theoretical value: 982.12).

[0271] (3) Synthesis of intermediate M121-3:

[0272] 11 g of intermediate M121-2 was added to a 500 mL three-necked flask, followed by 165 mL of xylene. The mixture was purged with nitrogen three times, and the reaction system was cooled to -40 °C. 5.55 mL of 2.4 M butyllithium was added dropwise, and the reaction proceeded at 0 °C for 30 min. The temperature was then lowered to -40 °C, and 1.75 mL of boron tribromide was added. The temperature was then increased to 60 °C and the reaction proceeded for 1.5 h. The temperature was lowered again to -40 °C, and 4.01 mL of N,N-diisopropylethylamine was added. Finally, the reaction system was heated to 110 °C and reacted for 5 h. After cooling to room temperature, methanol was added dropwise and stirred for 30 min. The mixture was filtered, dried, and recrystallized from o-dichlorobenzene / ethyl acetate to obtain 1.9 g of intermediate M121-3. The molecular ion mass determined by mass spectrometry was 912.28 (theoretical value: 912.19).

[0273] (4) Synthesis of the target product M121:

[0274] Intermediate M121-3 (1.5 g), SM4 (0.5 g), catalyst Pd(dppf)Cl2 (65 mg), potassium carbonate (495 mg), dioxane (30 mL), and water (6 mL) were added to a 100 mL single-necked flask. The mixture was purged with nitrogen three times and heated to 100 °C for 12 h. The reaction solution was cooled to room temperature, concentrated to dryness, purified by column chromatography, and the product spot was collected and concentrated to dryness. The 1.3 g solid obtained by recrystallization from toluene / ethanol was the target product M121. The molecular ion mass determined by mass spectrometry was 1022.56 (theoretical value: 1022.44).

[0275] Synthesis Example 4: Synthesis of Organic Compound M095

[0276]

[0277] (1) Synthesis of intermediate M095-1:

[0278] SM1 (16.8 g), SM2 (11.5 g), cesium carbonate (26.8 g), and DMF (115 mL) were added to a 500 mL three-necked flask, purged with nitrogen three times, and reacted at 60 °C for 20 h. The reaction solution was cooled to room temperature, poured into water, extracted with ethyl acetate, concentrated the organic phase, mixed with silica gel, and purified by column chromatography to obtain intermediate M095-1, 10.3 g of white solid. Mass spectrometry analysis determined the molecular ion mass to be 529.13 (theoretical value: 529.04).

[0279] (2) Synthesis of intermediate M095-2:

[0280] M095-1 (9.5 g), SM3 (5.9 g), cesium carbonate (49 g), and DMF (95 mL) were added to a 250 mL single-necked flask, purged with nitrogen three times, and reacted at 100 °C for 12 h. The reaction solution was cooled to room temperature, mixed with silica gel, and purified by column chromatography to obtain intermediate M095-2, 13.6 g of white solid. The molecular ion mass determined by mass spectrometry was 839.28 (theoretical value: 839.15).

[0281] (3) Synthesis of intermediate M095-3:

[0282] 10 g of intermediate M095-2 was added to a 500 mL three-necked flask, followed by 150 mL of xylene. The mixture was purged with nitrogen three times, and the reaction system was cooled to -40 °C. 5.5 mL of 2.4 M butyllithium was added dropwise, and the reaction proceeded at 0 °C for 30 min. The temperature was then lowered to -40 °C, and 1.7 mL of boron tribromide was added. The temperature was then raised to 60 °C and the reaction proceeded for 1.5 h. The temperature was lowered again to -40 °C, and 5.9 mL of N,N-diisopropylethylamine was added. Finally, the reaction system was heated to 110 °C and reacted for 5 h. After cooling to room temperature, methanol was added dropwise and stirred for 30 min. The mixture was filtered, dried, and recrystallized from o-dichlorobenzene / ethyl acetate to obtain 2.2 g of intermediate M095-3. The molecular ion mass determined by mass spectrometry was 769.57 (theoretical value: 769.23).

[0283] (4) Synthesis of the target product M095:

[0284] Intermediate M095-3 (2g), SM4 (1.42g), catalyst Pd(dppf)Cl2 (95mg), potassium carbonate (717mg), dioxane (40mL), and water (8mL) were added to a 100mL single-necked flask. The mixture was purged with nitrogen three times and heated to 100℃ for 12h. The reaction solution was cooled to room temperature, concentrated to dryness, purified by column chromatography, and the product spot was collected and concentrated to dryness. The 1.8g solid obtained by recrystallization from toluene / ethanol was the target product M095. The molecular ion mass determined by mass spectrometry was 1019.56 (theoretical value: 1019.44).

[0285] Device Example 1

[0286] 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) stacked sequentially. The fabrication method of this organic electroluminescent device is as follows:

[0287] (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.

[0288] (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.

[0289] (3) A 60 nm layer of compound HT-4 was vacuum-deposited on the hole injection layer as a hole transport layer;

[0290] (4) A 5 nm layer of compound HT-39 was vacuum-deposited on the hole transport layer as an electron blocking layer;

[0291] (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 fluorescent dye is the organic compound M001 provided by this invention.

[0292] (6) A compound ET-23 with a thickness of 5 nm was vacuum-deposited on the light-emitting layer as a hole blocking layer;

[0293] (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.

[0294] (8) A 1 nm thick LiF layer was vacuum-deposited on the electron transport layer as an electron injection layer;

[0295] (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.

[0296] Device Examples 2-24, Device Comparative Examples 1-5

[0297] An organic electroluminescent device is disclosed, which differs from device example 1 only in that the fluorescent dyes of the light-emitting layer are the compounds shown in Table 1; the other layers, thicknesses, materials and preparation methods are the same as those in device example 1.

[0298] The structures of the fluorescent dyes in Comparative Examples 1-5 are as follows:

[0299]

[0300] Device performance testing:

[0301] 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.

[0302] 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 expressed in hours (h); the LT95 lifetime test value of device 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); FWHM is 10 mA / cm. 2 The full width at half maximum (FWHM) of the electroluminescence spectrum peak at the given current density.

[0303] The test results are shown in Table 1:

[0304] Table 1

[0305]

[0306]

[0307] Based on the performance data in Table 1, and compared with the devices in Comparative Examples 1-5, the organic compound provided by this invention, as a fluorescent dye 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 the external quantum efficiency of the device, and significantly extending the device lifetime. It is a high-performance green / blue-green light-emitting material.

[0308] 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: Among them, M1 and M2 are each independently selected from any one of O, S or NR1; R1 is selected from R P R1 is any one of substituted or unsubstituted C6-C60 aryl or substituted or unsubstituted C3-C60 heteroaryl; R1 is not connected to the adjacent ring structure or is connected to the ring structure by chemical bonds. Rings A, B, and C 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 independently selected from R P The following are possible interpretations of the following compounds: halogen, cyano, 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 C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl; The R A Each ring is independent and not connected to the adjacent ring structure or is connected to form a ring by chemical bonds; At least one of ring A, ring B, ring C, and R1 has the structure shown in formula a; and at least one of R1 is a group R. P , and / or, the R A At least one of them is a group R P The R P It has the structure shown in equation b; In equation a, Z1, Z2, Z3, Z4, Z5, Z6, Z7, Z8, Z9, Z 10 Z 11 Each is independently selected from any one of C, CR0, or N; R0 is independently selected from hydrogen, R P The R0 is any one of the following: halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, cyano, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C30 aryl, or substituted or unsubstituted C3-C30 heteroaryl; each of the R0s is independently not connected to the adjacent ring structure or is connected to the ring structure by a chemical bond to form a ring. In formula b, -* represents the linking site of the group; L is selected from any one of the following: substituted or unsubstituted C1-C20 straight-chain or branched alkylene, substituted or unsubstituted C1-C20 straight-chain or branched silylene, substituted or unsubstituted C3-C20 cycloalkylene, substituted or unsubstituted C6-C60 arylene, substituted or unsubstituted C3-C60 heteroarylene, substituted or unsubstituted C6-C60 arylsilylene, substituted or unsubstituted C6-C60 arylimino, and substituted or unsubstituted C3-C60 heteroarylimino. Ar is selected from any one of unsubstituted or R2-substituted C14-C60 fused aryl groups and unsubstituted or R2-substituted C13-C60 heteroaryl groups, wherein the heteroatom in the C13-C60 heteroaryl group is at least one of O and S; R2 is independently selected from any one of the following: halogen, substituted or unsubstituted C1-C20 straight-chain or branched alkylene, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, cyano, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl. R1, R2, R A The substituents in R0 and L are each independently selected from any one or a combination of at least two of the following: halogen, cyano, amino, C1-C20 straight-chain or branched alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C6-C60 arylamino, C3-C60 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C60 aryl, and C3-C60 heteroaryl; each substituent is independently not connected to the adjacent ring structure or is connected to the ring structure by a chemical bond.

2. The organic compound according to claim 1, characterized in that, The organic compound has the structure shown in Formula II: Among them, M1, M2, ring A, and ring B have the same limiting range as Equation I; X1, X2, and X3 are each independently selected from CR 11 Or N; R 11 Each is independently selected from hydrogen, R P The following are possible interpretations of the following compounds: halogen, cyano, 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 C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl; The R 11 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 1, characterized in that, The organic compound has a structure as shown in any one of formulas III-1 to III-15: Wherein, M1, M2, ring A, and ring B have the same defined range as Equation I; Z1, Z2, Z3, Z4, Z5, Z6, Z7, Z8, Z9, Z 10 Z 11 It has the same limiting range as in equation a; X1, X2, and X3 are each independently selected from CR 11 Or N; R 11 Each is independently selected from hydrogen, R P The following are possible interpretations of the following compounds: halogen, cyano, 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 C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl; The R 11 Each ring is independent and not connected to the adjacent ring structure or is connected to form a ring by chemical bonds; Dashed lines represent single keys or no connection.

4. The organic compound according to claim 3, characterized in that, The organic compound has a structure as shown in any one of formulas IV-1 to IV-14: Where M1 and M2 have the same defined range as in Equation I; Z1, Z2, Z3, Z4, Z5, Z6, Z7, Z8, Z9, Z 10 Z 11 It has the same defined range as in equation a; the dashed line represents a single bond or no connection; X1, X2, and X3 are each independently selected from CR 11 Or N; X4, X5, X6, X7, X8, X9, X 10 Each independently selected from CR B Or N; M3 is selected from O, S, Se, NR m1 CR m2 R m3 or SiR m4 R m5 Any one of them; R 11 R B Each is independently selected from hydrogen, R P The following are possible interpretations of the following compounds: halogen, cyano, 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 C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl; The R 11 R B Each ring is independent and not connected to the adjacent ring structure or is connected to form a ring by chemical bonds; R m1 R m2 R m3 R m4 R m5 Each is independently selected from any one of hydrogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C20 cycloalkyl groups, substituted or unsubstituted C6-C30 aryl groups, and substituted or unsubstituted C3-C30 heteroaryl groups; the R m2 With R m3 The R are either not connected or linked by chemical bonds to form a ring; m4 With R m5 They are either not connected to each other or are linked together by chemical bonds to form a ring.

5. The organic compound according to claim 4, characterized in that, In formulas IV-1, IV-2, IV-3, IV-9, IV-10, IV-11, IV-12, IV-13, and IV-14, at least one of M1 and M2 is NR1; Preferably, in formulas IV-1, IV-2, IV-3, IV-9, IV-10, IV-11, IV-12, IV-13, and IV-14, M2 is NR1, and M1 is selected from any one of O, S, or NR1; Preferably, R1 is selected from R P Any one of substituted or unsubstituted C6-C20 aryl groups and substituted or unsubstituted C3-C20 heteroaryl groups, further preferably R. P Any one of the following groups, substituted or unsubstituted: phenyl, biphenyl, terphenyl, naphthyl, 9-phenylcarbazolyl.

6. The organic compound according to claim 4, characterized in that, X1, X2, and X3 are each independently selected from CR 11 ; Preferably, the R 11 Each is independently selected from hydrogen, R P Any one of the following: substituted or unsubstituted C1-C10 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C10 cycloalkyl groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C3-C20 heteroaryl groups, further preferably hydrogen or R. P Any one of C1-C6 straight-chain or branched alkyl groups, or substituted or unsubstituted C6-C12 aryl groups; Preferably, X4, X5, X6, X7, X8, X9, X... 10 Each independently selected from CR B ; Preferably, the R B Each is independently selected from hydrogen, R P Any one of the following: substituted or unsubstituted C1-C10 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C10 cycloalkyl groups, substituted or unsubstituted C6-C20 aryl groups, substituted or unsubstituted C3-C20 heteroaryl groups, substituted or unsubstituted C6-C20 aryloxy groups, substituted or unsubstituted C3-C20 heteroaryloxy groups, substituted or unsubstituted C6-C30 arylamino groups, and substituted or unsubstituted C6-C30 heteroarylamino groups; Preferably, Z1, Z2, Z3, Z4, Z5, Z6, Z7, Z8, Z9, Z 10 Z 11 Each is independently selected from CR0; Preferably, each of the R0s is independently selected from hydrogen, R... P The following are all of the following: halogen, cyano, substituted or unsubstituted C1-C10 straight-chain or branched alkyl, substituted or unsubstituted C1-C10 alkoxy, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C20 heteroaryl, and substituted or unsubstituted C6-C20 aryloxy.

7. The organic compound according to claim 1, characterized in that, The organic compound has a structure as shown in any one of formulas V-1 to V-14: In this context, dashed lines represent single keys or no connection. M1 is selected from any one of O, S or NR1; M3 is selected from O, S, NR m1 or CR m2 R m3 Any one of them; R m1 R m2 R m3 Each is independently selected from any one of hydrogen, substituted or unsubstituted C1-C20 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C20 cycloalkyl groups, substituted or unsubstituted C6-C30 aryl groups, and substituted or unsubstituted C3-C30 heteroaryl groups; the R m2 With R m3 They are either not connected to each other or linked together by chemical bonds to form a ring; R1 is selected from R P R1 is any one of substituted or unsubstituted C6-C30 aryl or substituted or unsubstituted C3-C30 heteroaryl; R1 is not connected to the adjacent ring structure or is connected to the ring structure by chemical bonds. R 11 R B1 R B2 R 21 R 31 R 32 Each can be used independently to represent no substitution, single substitution, or the maximum permissible substitution. R 11 R B1 R B2 R 31 R 32 Each is independently selected from hydrogen, R P The following are possible interpretations of the following compounds: halogen, cyano, 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 C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl; The R 11 R B1 R B2 Each is independently unconnected to adjacent ring structures or connected to form a ring by chemical bonds; the R 11 R B1 R B2 At least two adjacent groups in the group are not connected or are linked by chemical bonds to form a ring; The R1, R 11 R B1 R B2 R 31 R 32 At least one of them is a group R P ; R 21 Each is independently selected from any one or a combination of at least two of the following: hydrogen, halogen, cyano, amino, C1-C20 straight-chain or branched alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C6-C60 arylamino, C3-C60 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C60 aryl, and C3-C60 heteroaryl.

8. The organic compound according to claim 7, characterized in that, R1 is selected from R P R is preferred, and can be any one of substituted or unsubstituted C6-C20 aryl or substituted or unsubstituted C3-C20 heteroaryl. P The following groups, substituted or unsubstituted, may be used: phenyl, biphenyl, terphenyl, naphthyl, or 9-phenylcarbazolyl. Preferably, the R 11 Each is independently selected from hydrogen, R P Any one of the following: substituted or unsubstituted C1-C10 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C10 cycloalkyl groups, substituted or unsubstituted C6-C20 aryl groups, and substituted or unsubstituted C3-C20 heteroaryl groups, further preferably hydrogen or R. P Any one of C1-C6 straight-chain or branched alkyl groups, or substituted or unsubstituted C6-C12 aryl groups; Preferably, the R B1 R B2 Each is independently selected from hydrogen, R P The following are preferred: substituted or unsubstituted C1-C10 straight-chain or branched alkyl groups, substituted or unsubstituted C3-C10 cycloalkyl groups, substituted or unsubstituted C6-C20 aryl groups, substituted or unsubstituted C3-C20 heteroaryl groups, substituted or unsubstituted C6-C20 aryloxy groups, substituted or unsubstituted C3-C20 heteroaryloxy groups, substituted or unsubstituted C6-C30 arylamino groups, and substituted or unsubstituted C6-C30 heteroarylamino groups, with hydrogen and R being further preferred. P The following groups, substituted or unsubstituted, are: C1-C10 straight-chain or branched alkyl, phenyl, naphthyl, biphenyl, terphenyl, diphenylamino, phenoxy, pyridyl, pyridoxy, pyridylphenylamino; Preferably, R B1 R B2 The substituents described herein are each independently selected from any one or a combination of at least two of the following: halogen, cyano, C1-C10 straight-chain or branched alkyl, C2-C10 alkenyl, C3-C10 cycloalkyl, C6-C20 aryl, C3-C20 heteroaryl, and C6-C30 arylamino; R B1 R B2 The substituents described herein are each independently not connected to the adjacent ring structure or are connected to form a ring by chemical bonds; Preferably, the R 21 Each is independently selected from any one of hydrogen, C1-C10 straight-chain or branched alkyl, C3-C10 cycloalkyl, and C6-C20 aryl.

9. The organic compound according to any one of claims 1-8, characterized in that, The Ar is selected from any one of unsubstituted or R2-substituted C14-C40 fused aryl groups and unsubstituted or R2-substituted C13-C40 heteroaryl groups, preferably any one of the following unsubstituted or R2-substituted groups: Where -* represents the linking site of the group; Preferably, each of the R2 groups is independently selected from any one of halogen, cyano, substituted or unsubstituted C1-C10 straight-chain or branched alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C1-C10 alkoxy, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C20 heteroaryl, substituted or unsubstituted C6-C20 aryloxy, substituted or unsubstituted C3-C20 heteroaryloxy, and substituted or unsubstituted C6-C30 arylamino. More preferably, halogen, cyano, unsubstituted or halogenated C1-C6 straight-chain or branched alkyl, C1-C6 alkoxy, cyclohexyl, and any one of the following groups: phenyl, naphthyl, biphenyl, diphenylamino, pyridinyl, phenoxy, pyridinoxy, dibenzofuranyl, and dibenzothiopheneyl.

10. The organic compound according to any one of claims 1-8, characterized in that, The L is selected from any one of the following: substituted or unsubstituted C1-C10 straight-chain or branched alkylene, substituted or unsubstituted C1-C10 straight-chain or branched silylene, substituted or unsubstituted C6-C20 arylene, substituted or unsubstituted C3-C20 heteroarylene, substituted or unsubstituted C6-C20 arylsilylene, substituted or unsubstituted C6-C20 arylimino, and substituted or unsubstituted C3-C20 heteroarylimino. Preferably, L is selected from any one of substituted or unsubstituted C1-C6 straight-chain or branched alkylene groups, or substituted or unsubstituted groups of the following: Where -* represents the linking site of the group; Y is selected from O, S, NR 41 CR 42 R 43 or SiR 44 R 45 Any one of them; R 41 R 42 R 43 R 44 R 45 Each is independently selected from any one or a combination of at least two of C1-C20 straight-chain or branched alkyl, C2-C20 alkenyl, C6-C30 aryl, and C3-C30 heteroaryl; the R 42 and R 43 Not connected or linked into a ring by chemical bonds; the R 44 and R 45 They are either not connected or linked by chemical bonds to form a ring; R 46 R 47 Each is independently selected from any one of C1-C10 straight-chain or branched alkyl groups and C6-C20 aryl groups; R 48 Selected from any one of C6-C20 aryl or C3-C20 heteroaryl; Preferably, the R 41 R 42 R 43 R 44 R 45 Each is independently selected from any one or a combination of at least two of the following: C1-C10 straight-chain or branched alkyl, C2-C10 alkenyl, and C6-C20 aryl; Preferably, the substituents in L are each independently selected from any one of halogen, cyano, C1-C10 straight-chain or branched alkyl, C1-C10 alkoxy, C3-C10 cycloalkyl, C6-C20 aryl, and C3-C20 heteroaryl.

11. The organic compound according to claim 1, characterized in that, The organic compound has the structure shown in any one of the following M001-M216:

12. An application of an organic compound as described in any one of claims 1-11, 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.

13. 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 1-11; 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 1-11; 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 1-11.

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

Images