Organic compound and application thereof

By designing organic compounds with boron and nitrogen multiple resonant structure and anthracene group-containing groups, the problems of efficiency roll-off and life attenuation of organic electroluminescent materials in the prior art under high brightness are solved, and electroluminescent performance with high efficiency, long life and high color purity are achieved.

CN119591625APending Publication Date: 2025-03-11BEIJING DINGCAI TECHNOLOGY CO LTD
View PDF 0 Cites 0 Cited by

Patent Information

Application Number
CN202411229400.X
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2023-09-11
Filing Date
2024-09-03
Publication Date
2025-03-11

AI Technical Summary

Technical Problem

Existing organic electroluminescent materials are difficult to meet the needs of high efficiency, long life and high color purity at the same time, especially with severe roll-off at high brightness and short device life.

Method used

An organic compound is designed that contains a boron-nitrogen multi-resonant structure and a specific anthracene-containing group RX. Through the design and mutual combination of these structures, the light color of the compound is adjusted and the triplet energy level is reduced.

Benefits of technology

Excellent electroluminescent performance, narrow spectral characteristics and thermal stability are achieved, effectively improving the luminescence efficiency and life of the device, and improving the color purity.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure BDA0005025638420000021
    Figure BDA0005025638420000021
  • Figure BDA0005025638420000031
    Figure BDA0005025638420000031
  • Figure BDA0005025638420000062
    Figure BDA0005025638420000062
Patent Text Reader

Abstract

The invention provides an organic compound and application thereof, the organic compound has a structure as shown in formula I. Through the design and mutual compounding of a boron-nitrogen multi-resonance mother nucleus structure and a specific anthracene-containing group RX, the narrow emission spectrum and high luminous efficiency of a multi-resonance material are maintained, and the luminous efficiency of the organic compound is improved. And the purposes of adjusting the light color and reducing the triplet state energy level are also achieved. 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, effectively improves the service life attenuation and the efficiency roll-off of the device, improves the luminous efficiency of the device, prolongs the service life of the device, and enables the device to have higher color purity.
Need to check novelty before this filing date? Find Prior Art

Description

[0001] This application claims the priority of patent application No. 202311166385.4 (the filing date of the prior application is September 11, 2023, and the name of the invention is an organic compound and its application) Technical Field

[0002] The invention belongs to the technical field of organic electroluminescent materials, and in particular relates to an organic compound and application thereof. Background Art

[0003] 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 very suitable for manufacturing flexible, thin and light electroluminescent devices. Beautiful and cool screens, displays and lighting equipment can be designed and produced according to demand, which has incomparable advantages over inorganic materials. At present, screens and displays based on OLEDs have good efficiency and lifespan, but OLED devices with long life, high efficiency and high color purity are still difficult to develop.

[0004] With the rapid development of information technology, display technology faces higher requirements, such as meeting the color gamut standard BT-2020 for image signals in the 4K and 8K eras. The CIEy of green light is 0.797, which significantly increases the color gamut coverage. At present, the use of luminescent materials with narrow half-width emission spectra is one of the important means to achieve high light color purity. Especially in the current commercial OLED materials, green light luminescent materials mainly use phosphorescent materials with wide half-width and strong shoulder peaks at long wavelengths. It is difficult to meet the needs of high efficiency and excellent color purity at the same time. In recent years, scientists have developed thermally activated delayed fluorescent materials (TADF) that have both 100% theoretical exciton utilization and narrow emission spectra. Using them as OLED luminescent materials is expected to achieve the high color purity requirements of BT-2020 and ensure high efficiency. However, this type of material has severe efficiency roll-off at high brightness and a short device life, which is far from meeting the standards for mass production and use. In order to solve this problem, scientists have proposed a superfluorescence strategy, which is to transfer the excited state energy of TADF materials or phosphorescent materials to narrow-spectrum fluorescent materials through energy transfer to emit light, thereby achieving a theoretical 100% exciton utilization rate and obtaining a narrow emission spectrum, which is expected to obtain OLED devices with good efficiency, long life and high color purity. However, the existing fluorescent materials are difficult to meet the performance requirements of narrow spectrum, high efficiency and life at the same time. In addition, phosphorescent materials are usually based on transition metal elements, such as iridium, platinum, etc., and because of their generally low abundance, phosphorescent materials are very expensive among many OLED materials. Therefore, reducing the amount of phosphorescent materials is critical to reducing the cost of OLEDs.

[0005] Therefore, developing more types of organic narrow-spectrum luminescent materials with better electroluminescent properties is one of the key issues to achieve the above expectations and is the research focus in this field. Summary of the invention

[0006] In view of the deficiencies in the prior art, the purpose of the present invention is to provide an organic compound and its application. Through the design of the molecular structure, the organic compound has excellent electroluminescent properties, narrow spectral characteristics and thermal stability. The organic compound is used in organic electroluminescent devices and is suitable as a doping material for the light-emitting layer. It can effectively improve the luminous efficiency and life of the device and improve the color purity.

[0007] To achieve this object, the present invention adopts the following technical solutions:

[0008] In a first aspect, the present invention provides an organic compound having a structure as shown in Formula I:

[0009]

[0010] In Formula I, X 1 , X 2 , X 3 , X 4 Each independently selected from CR A1 or N; multiple (e.g. 2, 3, 4) CR A1 R A1 are the same or different groups.

[0011] In Formula I, Y 1 , Y 2 , Y 3 , Y 4 Each independently selected from CR A2 or N; multiple (e.g. 2, 3, 4) CR A2 R A2 are the same or different groups.

[0012] In Formula I, Z 1 , Z 2 , Z 3 Each independently selected from CR A3 or N; multiple (e.g. 2, 3) CR A3 R A3 are the same or different groups.

[0013] R A1 , R A2 , R A3Each is independently selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C20 alkylamino, cyano, nitro, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl.

[0014] Any two adjacent R A1 Any two adjacent R A2 Any two adjacent R A3 At least one group of them is connected by a chemical bond to form a ring F, and the ring F is selected from any one of a substituted or unsubstituted C6-C60 aromatic ring and a substituted or unsubstituted C3-C60 heteroaromatic ring; the ring F and the ring shown in formula I are fused to each other.

[0015] It should be noted that in the present invention, “any two adjacent R A1 Any two adjacent R A2 Any two adjacent R A3 " preferably refers to any two adjacent groups located in the same six-membered ring.

[0016] The R A1 , R A2 , R A3 In the above, the other groups except those forming ring F are each independently not connected to the adjacent ring structure or are connected to form a ring through a chemical bond.

[0017] In Formula I, Ar 1 ,Ar 2 Each independently selected from unsubstituted or R B Substituted C6-C60 aryl, unsubstituted or R B Any one of substituted C3-C60 heteroaryl; Ar 1 ,Ar 2 Each is independently not connected to the adjacent ring structure or connected to form a ring through a chemical bond.

[0018] In the present invention, "Ar 1 "Not connected to the adjacent ring structure" means that Ar 1 Only connected to the N atom by a single bond; "Ar 1 The adjacent ring structure is connected to form a ring by chemical bonds. 1In addition to being chemically bonded to the N atom, it is also chemically bonded to adjacent rings (such as X 4 The ring where Ar is located) is connected by chemical bonds to form a fused ring structure; Ar 2 The same applies to the related descriptions. When the same descriptions are mentioned below, they all have the same meanings and will not be repeated one by one.

[0019] R B R is independently selected from any one of halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C20 alkylamino, cyano, nitro, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; B Each is independently not connected to the adjacent ring structure or connected to form a ring through a chemical bond.

[0020] R A1 , R A2 , R A3 、Ring F、R B The substituted substituents are each independently selected from halogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C2-C20 alkenyl, unsubstituted or R'substituted C1-C20 alkoxy, unsubstituted or R'substituted C1-C20 alkylsilyl, unsubstituted or R'substituted C6-C30 arylsilyl, unsubstituted or R'substituted C1-C20 alkylamino, cyano , nitro, unsubstituted or R'-substituted C6-C30 arylamino, unsubstituted or R'-substituted C3-C30 heteroarylamino, unsubstituted or R'-substituted C6-C30 aryloxy, unsubstituted or R'-substituted C3-C30 heteroaryloxy, unsubstituted or R'-substituted C6-C60 aryl, unsubstituted or R'-substituted C3-C60 heteroaryl; the substituted substituents are each independently not connected to the adjacent ring structure or are connected to form a ring by chemical bonds.

[0021] In the present invention, the "substituted or unsubstituted" group may be substituted with one substituent or with multiple substituents. When there are multiple (at least 2) substituents, they may be the same or different substituents. When the same expressions are mentioned below, they have the same meaning. Unless otherwise specified, the selection range of substituents is as shown above and will not be repeated.

[0022] The R A1 , R A2 , R A3 At least one of the groups is R X , and / or, the R B At least one of them is a group R X .

[0023] It should be noted that in the organic compound of the present invention, the fused ring structure is connected to at least one R X , the R X Can be connected to X 1 , X 2 , X 3 , X 4 , Y 1 , Y 2 , Y 3 , Y 4 , Z 1 , Z 2 , Z 3 The C atom can also be used as Ar 1 ,Ar 2 The substituent in is connected to Ar 1 ,Ar 2 On the C atom in .

[0024] The R X It has the structure shown in formula a:

[0025]

[0026] In formula a, -* represents the attachment site of the group.

[0027] In formula a, L is selected from any one of a substituted or unsubstituted C6-C60 arylene group and a substituted or unsubstituted C3-C60 heteroarylene group.

[0028] In formula a, X 11 , X 12 , X 13 , X 18 , X 19 , X 20 Each independently selected from C, CR C1 or N, and one of them is C, and the C is connected to L.

[0029] In formula a, X 14 , X 15 , X 16 , X 17 Each independently selected from CR C1 Or any one of N.

[0030] R C1 Each is independently selected from any one of hydrogen, halogen, unsubstituted or R'-substituted C1-C20 straight or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C2-C20 alkenyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C1-C20 alkylsilyl, unsubstituted or R'-substituted C6-C30 arylsilyl, unsubstituted or R'-substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'-substituted C6-C30 arylamino, unsubstituted or R'-substituted C3-C30 heteroarylamino, unsubstituted or R'-substituted C6-C30 aryloxy, unsubstituted or R'-substituted C3-C30 heteroaryloxy, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl.

[0031] The substituted substituents in L are each independently selected from any one of halogen, unsubstituted or R'-substituted C1-C20 straight or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C2-C20 alkenyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C1-C20 alkylsilyl, unsubstituted or R'-substituted C6-C30 arylsilyl, unsubstituted or R'-substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'-substituted C6-C30 arylamino, unsubstituted or R'-substituted C3-C30 heteroarylamino, unsubstituted or R'-substituted C6-C30 aryloxy, unsubstituted or R'-substituted C3-C30 heteroaryloxy, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl.

[0032] R' is independently selected from any one of halogen, cyano, nitro, hydroxyl, amino, C1-C20 straight or branched alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylsilyl, C6-C60 arylamino, C3-C60 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C60 aryl, C3-C60 heteroaryl, or a combination of at least two thereof; adjacent R's are not connected or are connected to form a ring by chemical bonds; the R' is not connected to adjacent ring structures or is connected to form a ring by chemical bonds.

[0033] In the present invention, the "unsubstituted or R'substituted" group may be substituted with one substituent R' or with multiple substituents R'. When there are multiple (at least 2) substituents R', they may be the same or different substituents. When the same expressions are mentioned below, they have the same meaning. Unless otherwise specified, the selection range of R' is as shown above and will not be repeated.

[0034] The molecular structure of the organic compound provided by the present invention is shown in Formula I, wherein the parent core structure includes a boron nitrogen multiple resonance (BN MR) structure and has good thermally activated delayed fluorescence (TADF) characteristics; in the BN multiple resonance structure, an anthracene group R containing a specific structure with a low triplet energy level is introduced. X , so that the anthracene group R X The HOMO energy level of the anthracene group R is lower than the HOMO energy level of the BN multiple resonance structure it replaces, and higher than the HOMO-1 energy level of the BN multiple resonance structure. X The LUMO energy level of the BN MR TADF material is higher than that of the material it replaces. The BN MR obtained can keep the transition of the lowest singlet state controlled by the mother core of the BN multi-resonance structure, that is, the transition of the lowest singlet state is the transition from HOMO to LUMO of the boron nitrogen multi-resonance mother core structure, and the lowest triplet state transition occurs in the anthracene group R X Therefore, the organic compound not only maintains the narrow spectrum and high efficiency advantages of BN MR materials, but also reduces the triplet energy level, eliminates the delayed fluorescence property of the long life of the parent core of the BN MR material, and thus improves the efficiency roll-off and life attenuation caused by the high triplet energy level and slow reverse intersystem crossing of the boron nitrogen multiple resonance material, greatly reduces the transient life of the material in electroluminescence, and is beneficial to improve the life of the device. At the same time, the anthracene group R X The bridging group L introduced in the BN can adjust the vacuum evaporation temperature of the organic compound, which is beneficial to the improvement of thermal stability. X The mutual combination of the groups plays a role in reducing the triplet energy level and adjusting the light color, so that the organic compound has excellent electroluminescent properties, narrow spectral characteristics and excellent thermal stability. It is used as a fluorescent doping material for the light-emitting layer, which is beneficial to improving the device efficiency roll-off, enhancing the luminous efficiency and extending the device life, and obtaining high color purity.

[0035] It should be noted that, in order to facilitate explanation, the possible effects of each group / feature are described separately in the present invention, but this does not mean that these groups / features act in isolation. 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 of each group, rather than the effect of a single group / feature.

[0036] The following are preferred technical solutions of the present invention, but are not intended to limit the technical solutions provided by the present invention. Through the following preferred technical solutions, the objectives and beneficial effects of the present invention can be better achieved and realized.

[0037] In the present invention, the halogen may be fluorine, chlorine, bromine or iodine. The same descriptions below have the same meanings.

[0038] In the present invention, the expression of chemical elements, unless otherwise specified, includes the concept of isotopes with the same chemical properties. For example, hydrogen (H) includes 1 H (hydrogen), 2 H (deuterium, D), 3 H (tritium, T), etc.; carbon (C) includes 12 C. 13 C, etc.

[0039] In the present invention, hydrogen at any position on the organic compound of the structure shown in Formula I may be optionally replaced by deuterium.

[0040] In the present invention, unless otherwise specified, the heteroatom of the heteroaryl group is selected from N, O, S, P, B, Si or Se, preferably N, O or S.

[0041] In the present invention, the expression of a ring structure crossed by “—” indicates that the connection site is any position on the ring structure that can form a bond.

[0042] In the present invention, "-*" and "*" both represent the connection site of a group.

[0043] In the present invention, the expression of Ca-Cb means that the number of carbon atoms in the group is ab. Unless otherwise specified, the number of carbon atoms does not include the number of carbon atoms in the substituent.

[0044] In the present invention, “each independently” means that when there are multiple subjects, they may be the same as or different from each other.

[0045] In the present invention, C1-C20 may be C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18 or C19, etc.

[0046] The C3-C20 can all be C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18 or C19, etc.

[0047] The C2-C20 can all be C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18 or C19, etc.

[0048] The C6-C30 can all be C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.

[0049] The C3-C30 can all be C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.

[0050] The 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.

[0051] The C3-C60 can all be C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26, C28, C30, C32, C34, C36, C38, C40, C42, C44, C46, ​​C48, C50, C52, C54, C56 or C58, etc.

[0052] The C5-C60 can all be 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.

[0053] In the present invention, the C1-C20 straight chain or branched alkyl group, preferably a C1-C16 straight chain or branched alkyl group, and further preferably a C1-C10 straight chain or branched alkyl group, illustratively 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.

[0054] Specific examples of the C1-C20 alkoxy group include monovalent groups obtained by connecting the above-mentioned linear or branched alkyl groups to O.

[0055] A specific example of the C1-C20 alkylsilyl group is -SiH 3 A monovalent group obtained by replacing at least one hydrogen in the straight-chain or branched alkyl group; a specific example of the C1-C20 alkylamino group is -NH 2 A monovalent group obtained by replacing at least one hydrogen atom in the alkyl group with the straight-chain or branched-chain alkyl group.

[0056] The C3-C20 cycloalkyl, preferably C3-C10 cycloalkyl, includes monocycloalkyl or polycycloalkyl. Monocycloalkyl refers to an alkyl group containing a single cyclic structure, and polycycloalkyl refers to a structure composed of two or more cycloalkyl groups sharing one or more carbon atoms on the ring; exemplary examples include but are not limited to: cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, etc.

[0057] The C2-C20 alkenyl, preferably C2-C10 alkenyl, contains at least one C=C, illustratively including but not limited to: vinyl, propenyl, allyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, butadienyl, pentadienyl and the like.

[0058] In the present invention, the C6-C60 aryl group, preferably a C6-C30 aryl group, and more preferably a C6-C20 aryl group, includes a monocyclic aryl group and a condensed aryl group; the monocyclic aryl group means that the group contains at least one phenyl group, and when it contains at least two phenyl groups, the phenyl groups are connected by a single bond, and exemplary examples include but are not limited to: phenyl, biphenyl, terphenyl, quaterphenyl, etc.; the condensed aryl group means that the group contains at least two aromatic rings, and the aromatic rings share two The group in which adjacent carbon atoms are fused to each other includes, but is not limited to, naphthyl, anthracenyl, phenanthrenyl, indenyl, fluorenyl and its derivatives (9,9-dimethylfluorenyl, 9,9-diethylfluorenyl, 9,9-dipropylfluorenyl, 9,9-dibutylfluorenyl, 9,9-dipentylfluorenyl, 9,9-dihexylfluorenyl, 9,9-diphenylfluorenyl, 9,9-dinaphthylfluorenyl, spirobifluorenyl, benzofluorenyl, etc.), fluoranthenyl, triphenylene, pyrenyl, perylene, It should be noted that the monocyclic aromatic groups and condensed aromatic groups connected by a single bond also belong to the scope of aromatic groups, such as phenylnaphthyl, naphthylphenyl, naphthylnaphthyl, phenylnaphthylphenyl, etc.

[0059] The C3-C60 heteroaryl, preferably C6-C30 heteroaryl, further preferably C3-C20 heteroaryl, includes a monocyclic heteroaryl or a condensed ring heteroaryl. The monocyclic heteroaryl means that the molecule contains at least one heteroaryl. When the molecule contains a heteroaryl and other groups (such as aryl, heteroaryl, etc.), the heteroaryl and other groups are connected by a single bond, exemplarily including but not limited to: pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, thienyl, pyrrolyl, bipyridyl, phenylpyridyl, pyridylphenyl, etc. The fused ring heteroaryl group means a group containing at least one aromatic heterocycle and one aromatic ring (aromatic heterocycle or aromatic ring) in the molecule, and the two groups share two adjacent atoms fused to each other, including but not limited to: quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, benzofuranyl, benzothiophenyl, isobenzofuranyl, isobenzothiophenyl, indolyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl and its derivatives (N-phenylcarbazolyl, N-naphthylcarbazolyl, benzocarbazolyl, dibenzocarbazolyl, indolcarbazolyl, azacarbazolyl, etc.), acridinyl, phenothiazinyl, phenoxazinyl, hydroacridinyl, etc. It should be noted that heteroaryl and heteroaryl connected by a single bond, aryl and heteroaryl connected by a single bond also belong to the scope of heteroaryl, such as phenylpyridyl, phenylpyrimidinyl, diphenylpyridinyl, diphenylpyrimidinyl, etc.

[0060] In the present invention, the C6-C30 aryloxy group is a monovalent group formed by connecting the above-mentioned aryl groups and O, and the C3-C30 heteroaryloxy group is a monovalent group formed by connecting the above-mentioned heteroaryl groups and O.

[0061] In the present invention, a specific example of the C6-C30 arylamino group is -NH 2 The monovalent group obtained by replacing at least one hydrogen in the aryl group with the above aryl group includes, but is not limited to, phenylamino, methylphenylamino, naphthylamino, anthracenylamino, phenanthrenylamino, biphenylamino, etc. A specific example of the C3-C30 heteroarylamino group is -NH 2 The monovalent group in which at least one hydrogen in the amino group is replaced by the above-mentioned heteroaryl group includes, but is not limited to, pyridylamino, pyrimidylamino, dibenzofuranylamino and the like.

[0062] A specific example of the C6-C30 aryl silicon group is -SiH 3 A monovalent group obtained by replacing at least one hydrogen in the aryl group.

[0063] Preferably, the Ar 1 for Thus, the organic compound has a structure as shown in Formula IA:

[0064]

[0065] Among them, X 5 , X 6 , X 7 , X 8 , X 9 Each independently selected from CR A4 or N; multiple (e.g. 2, 3, 4, 5) CR A4 R A4 are the same or different groups.

[0066] R A4 With R A1 The same range, R A4 Each is independently not connected to the adjacent ring structure or connected to form a ring through a chemical bond.

[0067] More preferably, the X 9 CR A4 , X 9 R A4 The adjacent ring structures are connected to form a ring through a single bond.

[0068] Preferably, the organic compound has a structure as shown in Formula II:

[0069]

[0070] In Formula II, X 1 , X 2 , X 3 , Y 1 , Y 2 , Y 3 , Y 4 , Z 1 , Z 2 , Z 3 ,Ar 2 has the same definition as in Formula I.

[0071] In Formula II, X 5 , X 6 , X 7 , X 8 Each independently selected from CR A4 or N; multiple (e.g. 2, 3, 4) CR A4 R A4 are the same or different groups.

[0072] R A4each independently selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C20 alkylamino, cyano, nitro, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; two adjacent R A4 They are not connected or connected to form a ring through chemical bonds; R A4 Each is independently not connected to the adjacent ring structure or connected to form a ring through a chemical bond.

[0073] The hydrogen at any position on the organic compound of the structure shown in Formula II may be optionally replaced by deuterium.

[0074] Preferably, any two adjacent R A1 Any two adjacent R A2 Any two adjacent R A3 Any two adjacent R A4 At least one group of them is connected by chemical bonds to form a ring F, and the ring F has a structure as shown in formula b:

[0075]

[0076] In formula b, the dotted line represents a fused bond.

[0077] In formula b, Q 1 , Q 2 , Q 3 , Q 4 Each independently selected from CR D1 or N; multiple (e.g. 2, 3, 4) CR D1 R D1 are the same or different groups.

[0078] R D1R is each independently selected from any one of hydrogen, halogen, unsubstituted or R'-substituted C1-C20 straight or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C2-C20 alkenyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C1-C20 alkylsilyl, unsubstituted or R'-substituted C6-C30 arylsilyl, unsubstituted or R'-substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'-substituted C6-C30 arylamino, unsubstituted or R'-substituted C3-C30 heteroarylamino, unsubstituted or R'-substituted C6-C30 aryloxy, unsubstituted or R'-substituted C3-C30 heteroaryloxy, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl; R D1 Each is independently not connected to the adjacent ring structure or connected to form a ring through a chemical bond.

[0079] In formula b, M 1 、M 2 Each independently selected from a single bond, O, S, Se, NAr m1 , CR m1 R m2 or SiR m3 R m4 Any one of: 1 and M 2 At most one of them is a single bond. 1 and M 2 When one of them is a single bond, the ring F shown in formula b can be understood as a structure in which a six-membered ring (such as a benzene ring) and a five-membered ring (such as a pyrrole ring, a furan ring, a thiophene ring, or a cyclopentadiene structure) are fused; when M 1 and M 2 When neither is a single bond, the ring F shown in formula (b) can be understood as a structure in which two six-membered rings are fused.

[0080] Ar m1 Any one selected from an unsubstituted or R'-substituted C6-C60 aryl group and an unsubstituted or R'-substituted C3-C60 heteroaryl group.

[0081] R m1 , R m2 , R m3 , R m4 Each is independently selected from any one of hydrogen, halogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C2-C20 alkenyl, unsubstituted or R'substituted C6-C60 aryl, and unsubstituted or R'substituted C3-C60 heteroaryl; the R m1 With R m2are not connected or connected to form a ring through chemical bonds; the R m3 With R m42 They are not connected to each other or are connected to form a ring through chemical bonds.

[0082] Preferably, the M 1 Selected from O, S, NAr m1 or CR m1 R m2 Any one of: 2 is a single bond, thus, the ring F is

[0083] Preferably, any two adjacent R A1 Any two adjacent R A2 Any two adjacent R A3 Any two adjacent R A4 At most four groups in are connected by chemical bonds to form ring F;

[0084] Preferably, any two adjacent R A1 Any two adjacent R A4 A group of R is connected by chemical bonds to form ring F; and / or any two adjacent R A2 One group of them is connected by chemical bonds to form ring F;

[0085] Preferably, any two adjacent R A1 Any two adjacent R A2 Any two adjacent R A3 Any two adjacent R A4 A group of them are connected by chemical bonds to form ring F.

[0086] Preferably, the organic compound has a structure as shown in any one of Formula III-1 to Formula III-14:

[0087]

[0088]

[0089]

[0090] Among them, M 1 Selected from O, S, NAr m1 or CR m1 R m2 Any one of .

[0091] Q 1 , Q 2 , Q 3 , Q 4 ,Ar m1 , Rm1 , R m2 Having the same limited range as in formula b;

[0092] X 1 , X 2 , X 3 , X 5 , X 6 , X 7 , X 8 , Y 1 , Y 2 , Y 3 , Y 4 , Z 1 , Z 2 , Z 3 ,Ar 2 has the same definition as in Formula II.

[0093] It should be noted that hydrogen at any position on the organic compound having a structure represented by any one of Formulae III-1 to III-14 may be optionally replaced by deuterium.

[0094] Preferably, the organic compound has a structure as shown in any one of Formula III-1, Formula III-2, Formula III-3, Formula III-4, Formula III-7, Formula III-12, Formula III-13, and Formula III-14, and further preferably has a structure as shown in any one of Formula III-1, Formula III-2, and Formula III-3.

[0095] Preferably, the Ar 2 for -* represents the attachment site of the group, Y 5 , Y 6 , Y 7 , Y 8 , Y 9 Each independently selected from CR A5 or N; R A5 With R A1 The same range, R A5 Each is independently not connected to the adjacent ring structure or connected to form a ring through a chemical bond.

[0096] Preferably, the organic compound has a structure as shown in Formula IB:

[0097]

[0098] More preferably, the Y 9 CR A5 , Y 9 R A5 It is not connected to the adjacent ring structure or is connected to form a ring through a single bond.

[0099] Preferably, the organic compound has a structure as shown in any one of Formula IV-1 to Formula IV-14:

[0100]

[0101]

[0102]

[0103]

[0104] Wherein, the dotted line represents a single bond or no connection. It is understood that in the structures shown in Formula IV-1 to Formula IV-9 and Formula IV-14, the single bond shown by the dotted line exists or does not exist; when the dotted line represents a single bond, it means that the rings are connected to form a ring through a single bond; when the dotted line represents no connection, the chemical bond shown by the dotted line does not exist. When the same description is involved below, it has the same meaning and will not be repeated one by one.

[0105] X 1 , X 2 , X 3 , X 5 , X 6 , X 7 , X 8 、M 1 , Q 1 , Q 2 , Q 3 , Q 4 , Y 1 , Y 2 , Y 3 , Z 1 , Z 2 , Z 3 ,Ar 2 The same limitations as above apply.

[0106] Y 5 , Y 6 , Y 7 , Y 8 Each independently selected from CR A5 or N; multiple (e.g. 2, 3, 4, 5) CR A5 R A5 are the same or different groups.

[0107] R A5each independently selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C20 alkylamino, cyano, nitro, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; two adjacent R A5 They are not connected or connected to form a ring through chemical bonds; R A5 Each is independently not connected to the adjacent ring structure or connected to form a ring through a chemical bond.

[0108] It should be noted that the hydrogen at any position on the organic compound having a structure represented by any one of Formulae IV-1 to IV-14 may be optionally replaced by deuterium.

[0109] Preferably, the organic compound has a structure as shown in any one of Formula IV-1, Formula IV-2, Formula IV-3, Formula IV-4, Formula IV-7, Formula IV-12, Formula IV-13, and Formula IV-14, and further preferably has a structure as shown in any one of Formula IV-1, Formula IV-2, and Formula IV-3.

[0110] In the present invention, X 1 , X 2 , X 3 , X 6 , X 7 , X 8 , X 9 , Y 1 , Y 2 , Y 3 , Y 4 , Y 5 , Y 6 , Y 7 , Y 8 , Y 9 , Z 1 , Z 2 , Z 3 can be combined with the group R of the structure shown in formula a X Connected by carbon-carbon single bonds.

[0111] Preferably, the X 5 , X 6 , X 7 , Y 2 , Y 3 , Y5 , Y 6 , Y 7 , Y 8 , Y 9 , Z 1 , Z 2 , Z 3 At least one of them is CR X , further preferably, X 6 , X 7 , Y 2 , Y 3 , Y 6 , Y 8 , Y 9 , Z 2 At least one of them is CR X .

[0112] Preferably, the Y 2 , Y 3 , Y 6 , Y 8 , Y 9 and Z 2 At least one of them is CR X .

[0113] Preferably, the X 1 , X 2 , X 3 At most one (0 or 1) of X is N; and / or, the X 5 , X 6 , X 7 , X 8 There is at most 1 (0 or 1) in N.

[0114] Preferably, the X 1 , X 2 , X 3 Each independently is CR A1 ; and / or, the X 5 , X 6 , X 7 , X 8 Each independently is CR A4 .

[0115] Preferably, the R A1 , R A4Each is independently selected from hydrogen, fluorine, cyano, substituted or unsubstituted C1-C10 straight or branched alkyl, substituted or unsubstituted C5-C10 cycloalkyl, substituted or unsubstituted C1-C10 alkoxy, substituted or unsubstituted C3-C10 alkylsilyl, substituted or unsubstituted C2-C10 alkylamino, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, any one of substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C30 aryl, or substituted or unsubstituted C3-C30 heteroaryl, further preferably any one of hydrogen, cyano, substituted or unsubstituted C1-C5 straight or branched alkyl, substituted or unsubstituted C3-C10 alkylsilyl, substituted or unsubstituted C6-C20 arylamino, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C3-C20 heteroaryl; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0116] Preferably, the R A1 , R A4 Each is independently selected from any one of hydrogen, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) linear or branched alkyl, substituted or unsubstituted C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, cyano, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, substituted or unsubstituted C3-C20 heteroaryl (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.), and is more preferably hydrogen.

[0117] Preferably, the X 1 , X 2 and X 3 are CH; and / or, the X 5 , X 6 , X 7 and X 8 All are CH.

[0118] Preferably, the Q 1 , Q 2 , Q 3 , Q 4 There is at most 1 (0 or 1) in N.

[0119] Preferably, the Q 1 , Q 2 , Q 3 , Q 4 Each independently is CRD1 .

[0120] Preferably, the R D1 Each is independently selected from any one of hydrogen, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, unsubstituted or R'-substituted C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, unsubstituted or R'-substituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, and unsubstituted or R'-substituted C3-C20 heteroaryl (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.), and any hydrogen in the aforementioned groups may be optionally substituted by deuterium; further preferably, hydrogen.

[0121] Preferably, the Q 1 , Q 2 , Q 3 and Q 4 All are CH.

[0122] Preferably, the Y 1 , Y 2 and Y 3 At most one (0 or 1) is N; and / or, the Y 5 , Y 6 , Y 7 and Y 8 There is at most 1 (0 or 1) in N.

[0123] Preferably, the Y 1 , Y 2 , Y 3 Each independently is CR A2 .

[0124] Preferably, the Y 1 , Y 2 and Y 3 The number of CHs in is 1-3, for example, the number of CHs can be 1, 2 or 3.

[0125] Preferably, the Y 1 is CH, the Y 2 , Y 3 Each independently is CR A2 .

[0126] Preferably, the R A2Each is independently selected from any one of hydrogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl, substituted or unsubstituted C6-C30 aryloxy, and more preferably hydrogen, substituted or unsubstituted C1-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl, substituted or unsubstituted C6-C30 aryloxy. C10 (e.g. C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight chain or branched alkyl, substituted or unsubstituted C3-C10 (e.g. C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, substituted or unsubstituted C2-C10 (e.g. C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl, substituted or unsubstituted C1-C10 (e.g. C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylsilyl, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) arylamino, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl, substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, or C18, etc.) heteroaryl, substituted or unsubstituted C6-C20 (e.g., C 6, C9, C10, C12, C14, C15, C16 or C18, etc.) any one of aryloxy, further preferably hydrogen, substituted or unsubstituted any one of the following groups: C1-C6 straight or branched alkyl, trimethylsilyl, diphenylamino, phenyl, naphthyl, anthracenyl, biphenyl, terphenyl, pyridyl, phenylnaphthyl, naphthylphenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, N-phenylcarbazolyl, fluorenyl, phenoxy; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0127] Preferably, the Y 5 , Y 6 , Y 7 , Y 8 Each independently selected from CR A5 .

[0128] Preferably, the Y 5 , Y 6 , Y 7 , Y 8 The number of CHs in the MAC is 2-4, for example, the number of CHs can be 2, 3 or 4.

[0129] Preferably, when the dashed line in Formula IV-1 to Formula IV-9 and Formula IV-14 represents absence, the Y 6 , Y8 One of them is CR A5 ; or, when the dotted line in Formula IV-1 to Formula IV-9 and Formula IV-14 represents a single bond, the Y 6 , Y 7 One of them is CR A5 .

[0130] Preferably, in any one of Formula IV-10 to Formula IV-13, the Y 6 , Y 8 , Y 9 One of them is CR A5 .

[0131] Preferably, the R A5 Each is independently selected from any one of hydrogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl, more preferably hydrogen, substituted or unsubstituted C1-C10 (e.g. C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight chain or branched alkyl, substituted or unsubstituted C3-C10 (e.g. C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, substituted or unsubstituted C2-C10 (e.g. C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl, substituted or unsubstituted C1-C10 (e.g. C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkyl silyl, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) arylamino, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) 8, etc.), any one of the heteroaryl groups, further preferably hydrogen, substituted or unsubstituted any one of the following groups: C1-C6 straight or branched alkyl, trimethylsilyl, diphenylamino, phenyl, naphthyl, anthracenyl, biphenyl, terphenyl, pyridyl, phenylnaphthyl, naphthylphenyl, dibenzofuranyl, dibenzothienyl, carbazolyl, N-phenylcarbazolyl, fluorenyl; any hydrogen in the aforementioned groups may be optionally substituted by deuterium; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0132] Preferably, R A2 , R A5The substituents substituted in the above-mentioned are each independently selected from halogen, cyano, unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, C2-C20 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylsilyl, C6-C20 (e.g., C6, C9, C10, Any one of C3-C20 (for example, C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, and any one of C3-C20 (for example, C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl, and further preferably any one of fluorine, cyano, methyl, perfluoromethyl, isopropyl, isobutyl (2-methylpropyl), tert-butyl, tert-amyl, phenyl, carbazolyl, and trimethylsilyl; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0133] Preferably, the Z 1 , Z 2 and Z 3 There is at most 1 (0 or 1) in N.

[0134] Preferably, the Z 1 , Z 2 , Z 3 Each independently is CR A3 .

[0135] Preferably, the Z 1 , Z 2 and Z 3 The number of CH in the mixture is 2-3.

[0136] Preferably, the Z 1 and Z 3 for CH, the Z 2 CR A3 .

[0137] Preferably, the R A3Each is independently selected from any one of hydrogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C60 heteroaryl, more preferably hydrogen, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, substituted or Any one of the unsubstituted C3-C20 (for example, C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl groups, and more preferably hydrogen, any one of the following substituted or unsubstituted groups: C1-C6 straight chain or branched alkyl, phenyl, naphthyl, anthracenyl, biphenyl, terphenyl, pyridyl, phenylnaphthyl, naphthylphenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, N-phenylcarbazolyl, fluorenyl.

[0138] Preferably, the Y 2 , Y 3 , Y 5 , Y 6 , Y 7 , Y 8 and Z 2 At least one of them is CR X , the R X That is, a group of the structure shown in formula a; further preferably, the Y 2 , Y 3 , Y 5 , Y 6 , Y 7 , Y 8 and Z 2 Any one of them is CR X , further preferably, the Z 2 CR X .

[0139] Preferably, the organic compound has a structure as shown in any one of Formula V-1, Formula V-2, Formula V-3, Formula V-4, Formula V-5, Formula V-6, and Formula V-7:

[0140]

[0141]

[0142] Wherein, the dotted line represents a single bond or no connection. When the dotted line represents a single bond, it means that the rings are connected to form a ring through a single bond; when the dotted line represents no connection, the chemical bond shown by the dotted line does not exist.

[0143] M 1 Selected from O, S, NAr m1or CR m1 R m2 Any one of .

[0144] Ar m Any one selected from unsubstituted or R'-substituted C6-C60 aryl, unsubstituted or R'-substituted C3-C60 heteroaryl, preferably unsubstituted or R'-substituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, more preferably phenyl.

[0145] R m1 , R m2 Each is independently selected from any one of hydrogen, halogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C2-C20 alkenyl, unsubstituted or R'substituted C1-C20 alkoxy, unsubstituted or R'substituted C1-C20 alkylsilyl, unsubstituted or R'substituted C6-C30 arylsilyl, unsubstituted or R'substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'substituted C6-C30 arylamino, unsubstituted or R'substituted C3-C30 heteroarylamino, unsubstituted or R'substituted C6-C30 aryloxy, unsubstituted or R'substituted C3-C30 heteroaryloxy, unsubstituted or R'substituted C6-C60 aryl, and unsubstituted or R'substituted C3-C60 heteroaryl; the R m1 With R m2 They are not connected to each other or are connected to form a ring through chemical bonds.

[0146] Preferably, the R m1 , R m2 Each is independently selected from hydrogen, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, unsubstituted or R'-substituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, and any one of hydrogen, methyl and phenyl is further preferred; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0147] R A2 , R A3 , R A5 Each independently represents no substitution, monosubstitution to the maximum allowed substitution.

[0148] Among them, R A2 Indicates no substitution (R A2 is hydrogen), monosubstituted, disubstituted or trisubstituted, etc.; when R A2 When it indicates di- or tri-substitution, multiple R A2are the same or different groups; R A3 , R A5 The statement is the same, and for the sake of brevity, I will not repeat it.

[0149] R A2 , R A3 , R A5 R is independently selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C20 alkylamino, cyano, nitro, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; A2 , R A3 , R A5 Each is independently not connected to the adjacent ring structure or connected to form a ring through a chemical bond.

[0150] The R A2 , R A3 and R A5 At least one of them is a group R X .

[0151] It should be noted that hydrogen at any position on the organic compound having a structure represented by any one of Formula V-1 to Formula V-7 may be optionally replaced by deuterium.

[0152] Preferably, the R A3 For the group R X .

[0153] Preferably, the R A2 Selected from hydrogen, R X, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, substituted or unsubstituted C2-C10 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylsilyl, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12 , C14, C15, C16 or C18, etc.) arylamino, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryloxy, and more preferably hydrogen, R X , any one of the following groups, substituted or unsubstituted: C1-C6 straight chain or branched alkyl, trimethylsilyl, diphenylamino, phenyl, naphthyl, biphenyl, terphenyl, pyridyl, phenylnaphthyl, naphthylphenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, N-phenylcarbazolyl, fluorenyl, phenoxy; any hydrogen in the aforementioned groups may be optionally replaced by deuterium.

[0154] Preferably, R A2 The substituents substituted in the above-mentioned are each independently selected from halogen, cyano, unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, C2-C20 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylsilyl, C6-C20 (e.g., C6, C9, C10, Any one of C3-C20 (for example, C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, and any one of C3-C20 (for example, C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl, and further preferably any one of fluorine, cyano, methyl, perfluoromethyl, isopropyl, isobutyl (2-methylpropyl), tert-butyl, tert-amyl, phenyl, carbazolyl, and trimethylsilyl; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0155] Preferably, R A2 The substituted substituents are not connected to the adjacent ring structure or are connected to form a ring Cy by chemical bonds. 1 The ring Cy1 Any one selected from substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, etc.) alicyclic rings, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, etc.) aromatic rings, substituted or unsubstituted C3-C20 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaromatic rings, more preferably The dotted line represents the ring Cy 1 fusion site; any hydrogen in the aforementioned structure may be optionally replaced by deuterium.

[0156] Preferably, the R A3 Selected from hydrogen, R X , substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) linear or branched alkyl, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, more preferably hydrogen, R X , any one of the following substituted or unsubstituted groups: C1-C6 straight chain or branched alkyl, phenyl, naphthyl, biphenyl; any hydrogen in the aforementioned groups may be optionally replaced by deuterium.

[0157] Preferably, R A3 The substituents substituted in the above-mentioned are each independently selected from halogen, cyano, unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, C2-C20 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl, C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, C3-C20 (for example, C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl, further preferably any one of fluorine, cyano, methyl, perfluoromethyl, isopropyl, isobutyl (2-methylpropyl), tert-butyl, tert-amyl, phenyl, carbazolyl; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0158] Preferably, the R A5 Selected from hydrogen, R X, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, substituted or unsubstituted C2-C10 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylsilyl, substituted or unsubstituted any one of substituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) arylamino, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl, and more preferably hydrogen, R X , any one of the following groups, substituted or unsubstituted: C1-C6 straight chain or branched alkyl, trimethylsilyl, diphenylamino, phenyl, naphthyl, biphenyl, terphenyl, pyridyl, phenylnaphthyl, naphthylphenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, N-phenylcarbazolyl, fluorenyl; any hydrogen in the aforementioned groups may be optionally replaced by deuterium.

[0159] Preferably, R A5 The substituents substituted in the above-mentioned are each independently selected from halogen, cyano, unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, C2-C20 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylsilyl, C6-C20 (e.g., C6, C9, C10, Any one of C3-C20 (for example, C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, and any one of C3-C20 (for example, C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl, and further preferably any one of fluorine, cyano, methyl, perfluoromethyl, isopropyl, isobutyl (2-methylpropyl), tert-butyl, tert-amyl, phenyl, carbazolyl, and trimethylsilyl; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0160] Preferably, R A5 The substituted substituents are not connected to the adjacent ring structure or are connected to form a ring Cy by chemical bonds. 2 The ring Cy 2Any one selected from substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, etc.) alicyclic rings, substituted or unsubstituted C6-C20 (e.g., C9, C10, C12, C14, C15, C16, C18, etc.) aromatic rings, substituted or unsubstituted C3-C20 (e.g., C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaromatic rings, more preferably The dotted line represents the ring Cy 2 fusion site; any hydrogen in the aforementioned structure may be optionally replaced by deuterium.

[0161] Preferably, the R A2 , R A5 are each independently selected from hydrogen, deuterium, R X , methyl, ethyl,

[0162] Any one of; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0163] Preferably, the R A3 Selected from hydrogen, deuterium, R X , methyl, deuterated methyl, ethyl, Any one of; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0164] Preferably, the R X It has the structure shown in formula c:

[0165]

[0166] In formula c, -* represents the attachment site of the group;

[0167] In formula c, R C1 represents no substitution, mono-substitution to the maximum permissible substitution; specifically, R C1 Indicates no substitution (R C1 is hydrogen), monosubstituted, disubstituted, trisubstituted, tetrasubstituted, pentasubstituted, hexasubstituted, etc.; when R C1 When multiple substitutions are indicated, multiple R C1 are the same or different groups.

[0168] L, R C1 Has the same definition as in formula a.

[0169] Preferably, the R C1 Indicates monosubstitution to the maximum allowed substitution.

[0170] Preferably, the R C1 The number of substitutions is 1-9, for example, 1, 2, 3, 4, 5, 6, 7, 8 or 9, more preferably 1-3.

[0171] Preferably, the R C1 The attachment site is at least one of position 2, position 3, position 6, position 7, position 9, and position 10 in formula c, preferably position 9 or position 10.

[0172] Preferably, the R X Having a structure as shown in formula d, or, said R X It has the structure shown in formula e:

[0173]

[0174] In formula d and formula e, R 11 Any one selected from hydrogen, halogen, unsubstituted or R'-substituted C1-C20 straight or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C2-C20 alkenyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C1-C20 alkylsilyl, unsubstituted or R'-substituted C6-C30 arylsilyl, unsubstituted or R'-substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'-substituted C6-C30 arylamino, unsubstituted or R'-substituted C3-C30 heteroarylamino, unsubstituted or R'-substituted C6-C30 aryloxy, unsubstituted or R'-substituted C3-C30 heteroaryloxy, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl.

[0175] In formula d and formula e, R 12 , R 13 Each independently represents no substitution, mono-substitution to the maximum permissible substitution; specifically, R 12 Indicates no substitution (R 12 is hydrogen), monosubstituted, disubstituted, trisubstituted, tetrasubstituted; when R 12 When multiple substitutions are indicated, multiple R 12 are the same or different groups; R 13 Similarly, no further description is given. 12 , R 13 Preferably it means unsubstituted or monosubstituted.

[0176] R 12 , R 13each independently selected from hydrogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C1-C20 alkoxy, unsubstituted or R'substituted C1-C20 alkylsilyl, unsubstituted or R'substituted C6-C30 arylsilyl, unsubstituted or R'substituted C1-C20 alkylamino, unsubstituted or R'substituted C6-C30 arylamino, unsubstituted or R'substituted Any one of C6-C30 aryloxy, unsubstituted or R'-substituted C6-C60 aryl, unsubstituted or R'-substituted C3-C60 heteroaryl, further preferably hydrogen, C1-C10 (e.g. C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight chain or branched alkyl, C6-C20 (e.g. C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, further preferably hydrogen.

[0177] In formula e, R 14 Any one selected from hydrogen, halogen, unsubstituted or R'-substituted C1-C20 straight or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C2-C20 alkenyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C1-C20 alkylsilyl, unsubstituted or R'-substituted C6-C30 arylsilyl, unsubstituted or R'-substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'-substituted C6-C30 arylamino, unsubstituted or R'-substituted C3-C30 heteroarylamino, unsubstituted or R'-substituted C6-C30 aryloxy, unsubstituted or R'-substituted C3-C30 heteroaryloxy, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl.

[0178] It should be noted that the R X Any hydrogen in may optionally be replaced by deuterium.

[0179] Preferably, the R X The structure is Or, the R X The structure is

[0180]

[0181] Preferably, the R 11is selected from hydrogen, unsubstituted or R'substituted C1-C10 straight or branched alkyl, unsubstituted or R'substituted C3-C10 cycloalkyl, unsubstituted or R'substituted C3-C10 alkylsilyl, unsubstituted or R'substituted C6-C20 aryloxy, unsubstituted or R'substituted C6-C20 arylamino, unsubstituted or R'substituted C6-C20 arylsilyl, unsubstituted or R'substituted C6-C20 aryl, unsubstituted or R'substituted Any one of the C3-C20 heteroaryl groups substituted by R', further preferably any one of the unsubstituted or R'-substituted C1-C5 straight or branched alkyl groups, unsubstituted or R'-substituted C3-C6 alkylsilyl groups, unsubstituted or R'-substituted C6-C20 arylsilyl groups, unsubstituted or R'-substituted C6-C20 aryl groups, and unsubstituted or R'-substituted C3-C20 heteroaryl groups; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0182] Preferably, the R 14 any one selected from hydrogen, unsubstituted or R'substituted C1-C10 straight or branched alkyl, unsubstituted or R'substituted C3-C10 cycloalkyl, unsubstituted or R'substituted C3-C10 alkylsilyl, unsubstituted or R'substituted C6-C20 aryloxy, unsubstituted or R'substituted C6-C20 arylamino, unsubstituted or R'substituted C6-C20 arylsilyl, unsubstituted or R'substituted C6-C20 aryl, unsubstituted or R'substituted C3-C20 heteroaryl, further preferably unsubstituted or R'substituted C1-C5 straight or branched alkyl, unsubstituted or R'substituted C3-C6 alkylsilyl, unsubstituted or R'substituted C6-C20 arylsilyl, unsubstituted or R'substituted C6-C20 aryl, unsubstituted or R'substituted C3-C20 heteroaryl Preferably, the present invention is any one of the following groups which are unsubstituted or R'substituted: C3-C20 heteroaryl groups; preferably, hydrogen, unsubstituted or R'substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl groups, unsubstituted or R'substituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl groups, or unsubstituted or R'substituted C3-C20 heteroaryl groups; more preferably, any one of the following groups which are unsubstituted or R'substituted: C1-C6 straight or branched alkyl groups, phenyl, naphthyl, biphenyl, terphenyl, phenylnaphthyl, naphthylphenyl, fluorenyl, pyridyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl groups; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0183] Preferably, R 14The R' in the formula (a) is independently selected from halogen, cyano, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, C2-C20 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl, C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, C3-C20 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl, C1-C10 (for example, C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylsilyl, any one or a combination of at least two, further preferably any one of fluorine, cyano, methyl, perfluoromethyl, isopropyl, isobutyl (2-methylpropyl), tert-butyl, tert-amyl, phenyl, trimethylsilyl; any hydrogen in the foregoing groups may be optionally substituted by deuterium.

[0184] Preferably, L is selected from any one of the following groups:

[0185]

[0186]

[0187]

[0188]

[0189] Wherein, -* represents the attachment site of the group.

[0190] Y 11 , Y 12 , Y 13 , Y 14 , Y 15 , Y 16 , Y 17 , Y 18 , Y 19 Each independently selected from CR 21 or any one of N; multiple (for example, 2, 3, 4; for example, 2, 3, 4, 5, 6, 7, 8, 9) CR 21 R 21 are the same or different groups.

[0191] M 3 Each independently selected from O, S, NAr m2 or CR m5 R m6 Any one of .

[0192] Ar m2Any one selected from unsubstituted or R'-substituted C6-C60 aryl, unsubstituted or R'-substituted C3-C60 heteroaryl, preferably unsubstituted or R'-substituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, further preferably phenyl; any hydrogen in the aforementioned groups may be optionally replaced by deuterium.

[0193] R 21 , R m5 , R m6 R is each independently selected from any one of hydrogen, halogen, unsubstituted or R'-substituted C1-C20 straight or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C2-C20 alkenyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C1-C20 alkylsilyl, unsubstituted or R'-substituted C6-C30 arylsilyl, unsubstituted or R'-substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'-substituted C6-C30 arylamino, unsubstituted or R'-substituted C3-C30 heteroarylamino, unsubstituted or R'-substituted C6-C30 aryloxy, unsubstituted or R'-substituted C3-C30 heteroaryloxy, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl; R 21 Each independently is not connected to the adjacent ring structure or is connected to form a ring through a chemical bond; the R m3 With R m4 They are not connected to each other or are connected by chemical bonds to form a ring; any hydrogen in the aforementioned groups may be optionally replaced by deuterium.

[0194] Preferably, R m3 , R m4 Each is independently selected from hydrogen, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, unsubstituted or R'-substituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, and any one of hydrogen, methyl and phenyl is further preferred; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0195] Preferably, L is selected from Any one of Any one of .

[0196] Preferably, the Y 11 , Y 12 , Y 13 and Y 14 At most 2 (0, 1 or 2) of them are N.

[0197] Preferably, the Y 11 , Y 12 , Y 13 and Y 14 There is at most 1 (0 or 1) in N.

[0198] Preferably, the Y 15 , Y 16 , Y 17 and Y 18 At most 2 (0, 1 or 2) of them are N.

[0199] Preferably, the Y 16 , Y 17 , Y 18 and Y 19 At most 2 (0, 1 or 2) of them are N.

[0200] Preferably, the Y 11 , Y 12 , Y 13 , Y 14 , Y 15 , Y 16 Each independently is CR 21 .

[0201] Preferably, the R 21 each independently selected from hydrogen, unsubstituted or R'substituted C1-C10 (e.g. C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, unsubstituted or R'substituted C3-C10 (e.g. C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, unsubstituted or R'substituted C6-C20 (e.g. C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, unsubstituted or R'-substituted C3-C20 (for example, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl, further preferably hydrogen, unsubstituted or R'-substituted any of the following groups: C1-C6 straight or branched alkyl, phenyl, naphthyl, biphenyl, pyridyl; any hydrogen in the aforementioned groups can be optionally substituted by deuterium.

[0202] Preferably, the R 21 Each is independently selected from any one of hydrogen, methyl, ethyl, isopropyl, isobutyl (2-methylpropyl), tert-butyl, tert-pentyl, phenyl, methylphenyl, ethylphenyl, isopropylphenyl, isobutylphenyl (2-methylpropylphenyl), tert-butylphenyl, and tert-pentylphenyl; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0203] Preferably, L is selected from any one of the following groups:

[0204]

[0205]

[0206] -* represents the attachment site of a group, and any hydrogen in the aforementioned group may be optionally replaced by deuterium.

[0207] Preferably, L is selected from any one of the following groups:

[0208]

[0209] Any one of the following groups is further preferred:

[0210]

[0211] Further preferred is any one of the following groups:

[0212] Preferably, the R 11 Any one selected from hydrogen, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, unsubstituted or R'-substituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, unsubstituted or R'-substituted C3-C20 heteroaryl; further preferably any one of the following groups which are unsubstituted or R'-substituted: C1-C6 straight or branched alkyl, phenyl, naphthyl, biphenyl, terphenyl, phenylnaphthyl, naphthylphenyl, fluorenyl, pyridyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl; any hydrogen in the aforementioned groups may be optionally substituted by deuterium.

[0213] Preferably, R 11The R' in the formula (a) is independently selected from halogen, cyano, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, C2-C20 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl, C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, C3-C20 (e.g., C3, C4, C5, C6, C7, C8, C9, etc.) C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl, C1-C10 (for example, C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylsilyl, any one or a combination of at least two, further preferably any one of fluorine, cyano, methyl, perfluoromethyl, isopropyl, isobutyl (2-methylpropyl), tert-butyl, tert-amyl, phenyl, trimethylsilyl; any hydrogen in the foregoing groups may be optionally substituted by deuterium.

[0214] Preferably, the R 11 Any one selected from the following groups: methyl,

[0215] -* represents the attachment site of the group; any hydrogen in the aforementioned group may be optionally replaced by deuterium.

[0216] Preferably, the R 11 Any one selected from the following groups:

[0217] Any one of the following groups is further preferred:

[0218]

[0219] Further preferred is any one of the following groups:

[0220] Preferably, the organic compound has a structure shown in any one of the following M001-M832:

[0221]

[0222]

[0223]

[0224]

[0225]

[0226]

[0227]

[0228]

[0229]

[0230]

[0231]

[0232]

[0233]

[0234]

[0235]

[0236]

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249]

[0250]

[0251]

[0252]

[0253]

[0254]

[0255]

[0256]

[0257]

[0258]

[0259]

[0260]

[0261]

[0262]

[0263]

[0264]

[0265]

[0266] In the above structures, Ph represents a phenyl group.

[0267] In a second aspect, the present invention provides a use of the organic compound as described in the first aspect, wherein the organic compound is applied to an organic electronic device.

[0268] 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 an organic electroluminescent device is further preferred.

[0269] Preferably, the organic compound is applied to an organic electroluminescent device.

[0270] Preferably, the organic compound is used as a light-emitting layer material in an organic electroluminescent device.

[0271] Preferably, all organic compounds are used as dyes (also known as "doping materials", "dopants", "guest materials") of the light-emitting layer in organic electroluminescent devices.

[0272] In a third aspect, the present invention provides an 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 comprises at least one organic compound as described in the first aspect.

[0273] Preferably, the organic layer comprises at least one organic compound having a structure shown as M001-M832.

[0274] Preferably, the organic layer comprises a light-emitting layer, and the light-emitting layer comprises at least one organic compound as described in the first aspect, and further preferably comprises at least one organic compound having a structure shown as M001-M832.

[0275] Preferably, the light-emitting layer comprises a host material and a doping material (also known as a "dopant", "dye", or "guest material"), and the doping material comprises at least one organic compound as described in the first aspect.

[0276] Preferably, the organic compound provided by the present invention is used as a fluorescent doping material for a light-emitting layer.

[0277] Preferably, the mass percentage of the doping 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%, etc., and more preferably 0.3-3%.

[0278] Preferably, the host material includes any one of a P-type host material, an N-type host material, and a single-molecule exciplex host material, or a combination of at least two of them.

[0279] Preferably, the light-emitting layer further comprises a sensitizer.

[0280] Preferably, the sensitizer includes any one of a thermally activated delayed fluorescent material and a phosphorescent luminescent material, or a combination of at least two of them.

[0281] Preferably, the lowest triplet state (T 1 ) energy ≥ the lowest singlet state (S 1 )’s energy.

[0282] Preferably, the maximum emission wavelength of the sensitizer is less than the maximum emission wavelength of the organic compound of the present invention.

[0283] Preferably, the mass percentage of the sensitizer in the light-emitting 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.

[0284] Preferably, the sensitizer comprises a phosphorescent material, and the mass percentage of the phosphorescent material in the light-emitting layer is 0.1-10%.

[0285] Preferably, the sensitizer is a thermally activated delayed fluorescent material, and the mass percentage of the thermally activated delayed fluorescent material in the light-emitting layer is 1-40%.

[0286] Preferably, the organic layer further includes a hole transport region and an electron transport region.

[0287] Preferably, the hole transport region includes any one of a hole injection layer, a hole transport layer, and an electron blocking layer, or a combination of at least two of them.

[0288] Preferably, the electron transport region includes any one of an electron injection layer, an electron transport layer, and a hole blocking layer, or a combination of at least two of them.

[0289] In a preferred technical solution, the organic electroluminescent device (OLED device) comprises a first electrode and a second electrode, and an organic layer located between the electrodes. The organic layer can be divided into multiple regions, for example, a hole transport region, a light-emitting layer, and an electron transport region; the light-emitting layer comprises at least one organic compound as described in the first aspect, and further preferably comprises at least one organic compound having a structure shown in M001-M832.

[0290] In a preferred technical solution, the organic electroluminescent device comprises a first electrode, a plurality of light-emitting functional layers (organic layers) and a second electrode arranged in sequence; the organic layer comprises 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 in sequence, and the hole injection layer is in contact with the first electrode (anode). The organic layer (preferably the light-emitting layer) comprises at least one organic compound as described in the first aspect, and further preferably comprises at least one organic compound having a structure shown in M001-M832.

[0291] In a preferred technical solution, a substrate can be used below the first electrode or above the second electrode. The substrate is glass or polymer material with excellent mechanical strength, thermal stability, water resistance and transparency. In addition, a thin film transistor (TFT) can also be provided on the substrate used as a display.

[0292] The first electrode can be formed by sputtering or depositing a material used as the first electrode on the substrate. When the first electrode is used as an anode, indium tin oxide (ITO), indium zinc oxide (IZO), tin dioxide (SnO 2 ), zinc oxide (ZnO) and other oxide transparent conductive materials and any combination thereof. When the first electrode is used as a cathode, metals or alloys such as magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), ytterbium (Yb), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag) and the like and any combination thereof can be used.

[0293] The organic layer can be formed on the electrode by vacuum thermal evaporation, spin coating, printing, etc. The compound used as the organic layer can be an organic small molecule, an organic macromolecule or a polymer, and a combination thereof.

[0294] The hole transport region is located between the anode and the light-emitting layer. The hole transport region can be a single-layer hole transport layer (HTL), including a single-layer hole transport layer containing only one compound and a single-layer hole transport layer containing multiple compounds. The hole transport region can also be a multilayer structure including at least one layer 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 light-emitting layer.

[0295] The material of the hole transport region can be selected from, but 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 the compounds shown in HT-1 to HT-51 below; or any combination thereof.

[0296]

[0297]

[0298]

[0299] 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 use one or more compounds of HT-1 to HT-51 above, or one or more compounds of HI-1 to HI-3 below; or one or more compounds of HT-1 to HT-51 can be doped with one or more compounds of HI-1 to HI-3 below.

[0300]

[0301] The light-emitting layer includes a light-emitting dye (i.e., dopant) that can emit different wavelength spectra and a host material (Host). The light-emitting layer can be a monochrome light-emitting layer that emits a single color such as red, green, and blue. A plurality of monochrome light-emitting layers of different colors can be arranged in a plane according to a pixel pattern, or they can be stacked together to form a color light-emitting layer. When light-emitting layers of different colors are stacked together, they can be separated from each other or connected to each other. The light-emitting layer can also be a single color light-emitting layer that can simultaneously emit different colors such as red, green, and blue.

[0302] In one aspect of the present invention, the light-emitting layer adopts phosphorescence-sensitized fluorescent electroluminescence 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-85.

[0303]

[0304]

[0305]

[0306]

[0307] In one aspect of the present invention, the light-emitting layer adopts phosphorescence-sensitized fluorescent electroluminescence technology. The sensitizer phosphorescent material can be selected from, but not limited to, one or more combinations of GPD-1 to GPD-47 listed below.

[0308]

[0309]

[0310] Where D is deuterium.

[0311] In one aspect of the present invention, the light-emitting layer adopts the technology of thermally activated sensitized fluorescence luminescence, and the main material of the light-emitting layer is selected from, but not limited to, one or more combinations of the above PH-1 to PH-85.

[0312] In one aspect of the present invention, the light-emitting layer adopts the technology of thermally activated sensitized fluorescence luminescence. The light-emitting layer sensitizer, that is, the thermally activated delayed fluorescent material can be selected from, but not limited to, one or more combinations of TDE1-TDE37 listed below.

[0313]

[0314]

[0315] In one aspect of the present invention, the light-emitting layer adopts the technology of combining 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 the above PH-1 to PH-85.

[0316] In one aspect of the present invention, the light-emitting layer adopts a technology combining phosphorescence sensitized luminescence and thermally activated sensitized fluorescence luminescence. The light-emitting layer sensitizer includes both phosphorescent materials and thermally activated delayed fluorescence materials. The phosphorescent materials can be selected from, but not limited to, the GPD-1 to GPD-47 listed above, and the thermally activated delayed fluorescence materials can be selected from, but not limited to, the TDE1-TDE37 listed above.

[0317] 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 be, but not limited to, one or more of the compounds HT-1 to HT-51 described above, or one or more of the compounds PH-47 to PH-77 described above; or a mixture of, but not limited to, one or more of the compounds HT-1 to HT-51 and one or more of the compounds PH-47 to PH-77.

[0318] The OLED organic layer may further include an electron transport region between the light emitting layer and the cathode. The electron transport region may be a single-layer electron transport layer (ETL), including a single-layer electron transport layer containing only one compound and a single-layer electron transport layer containing multiple compounds. The electron transport region may also be a multi-layer structure including at least one layer of an electron injection layer (EIL), an electron transport layer (ETL), and a hole blocking layer (HBL).

[0319] In one aspect of the present invention, the electron transport layer material can be selected from, but not limited to, one or more combinations of ET-1 to ET-73 listed below.

[0320]

[0321]

[0322]

[0323]

[0324] 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 be, but 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.

[0325] 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, Li 2 O、Cs 2 CO 3 , BaO, Na, Li, Ca, Mg, Yb.

[0326] In a fourth aspect, the present invention provides a display device, comprising the organic electroluminescent device as described in the third aspect.

[0327] Preferably, the display device includes a display screen or a display panel.

[0328] The present invention also provides an electronic device, which includes the above-mentioned display device.

[0329] Compared with the prior art, the present invention has the following beneficial effects:

[0330] In the organic compound provided by the present invention, the boron nitrogen multi-resonance mother core structure and the specific anthracene-containing group R X The design and mutual compounding of the multiple resonance materials can achieve the purpose of adjusting the light color and reducing the triplet energy level while maintaining the narrow emission spectrum and high luminous efficiency of the multiple resonance materials. The organic compound has excellent electroluminescent performance, narrow spectrum characteristics and thermal stability. It is used in organic electroluminescent devices and can be used as a fluorescent doping material for the light-emitting layer to effectively improve the life attenuation and efficiency roll-off of the device, improve the luminous efficiency of the device, extend the life of the device, and make the device have higher color purity. DETAILED DESCRIPTION

[0331] The technical solution of the present invention is further described below by specific implementation methods. It should be understood by those skilled in the art that the embodiments are only to help understand the present invention and should not be regarded as specific limitations of the present invention.

[0332] The organic compound represented by formula I of the present invention can be synthesized by organic synthesis methods known in the art. An exemplary synthesis route is given below, but those skilled in the art can also obtain it by other methods known in the art.

[0333] In one embodiment, the organic compound has a structure as shown in Formula II, wherein Z 2 CR X , the compound can be prepared by the following synthetic route:

[0334]

[0335]

[0336] Among them, X 1 , X 2 , X 3 , X 5 , X 6 , X 7 , X 8 , Y 1 , Y 2 , Y 3 , Y 4 , Z 1 , Z 3 ,Ar 2 Having the same definition as Formula II, R X Having the structure shown in formula a; Hal 1 Any one selected from I, Br, or Cl, Hal 2 Any one selected from Br or Cl; Hal 3 is selected from any one of F, Br, or I; wherein, when Hal 3 When F, Hal 1 The atomic number is greater than or equal to Hal 2 , when Hal 3 When not F, Hal 3 The atomic number is greater than Hal 1 and Hal 2 The atomic number of the nucleophilic reaction I and the nucleophilic reaction II (or coupling reaction I) can be adjusted according to the synthesis situation, that is, the nucleophilic reaction I can be carried out first, and then the nucleophilic reaction II (or coupling reaction I), or the nucleophilic reaction II (or coupling reaction I) can be carried out first, and then the nucleophilic reaction I. n-BuLi represents n-butyllithium, and t-BuLi represents tert-butyllithium.

[0337] The specific preparation method of the compound of the present invention will be described in detail below using a plurality of synthesis examples as examples, but the preparation method of the present invention is not limited to these synthesis examples.

[0338] It should be noted that obtaining the compound is not limited to the synthesis method and raw materials used in the present invention, and those skilled in the art may also select other methods or routes to obtain the compound proposed in the present invention. The compounds of the synthesis method not mentioned in the present invention are raw materials obtained from commercial channels, or are prepared by these raw materials according to known methods.

[0339] The analysis and detection of the intermediates and target products in the following synthetic examples of the present invention uses a high-resolution mass spectrometer, using matrix-assisted laser desorption ionization (MALDI) technology.

[0340] Synthesis Example 1: Synthesis of Organic Compound M064

[0341] (1) Synthesis of intermediate M064-1

[0342]

[0343] Weigh 1,4-dibromo-2,6-difluorobenzene (6.0 g, 1.0 eq), 3,6-diphenylcarbazole (3.52 g, 0.5 eq), cesium carbonate (7.19 g, 1.0 eq) and place in a 500 mL three-necked round-bottom flask, add 80 mL N,N-dimethylformamide (DMF), and heat to 40 ° C under nitrogen atmosphere for 24 h. The reaction progress was monitored by thin layer chromatography (TLC). After the reaction was completed, it was allowed to stand and cool, and the reaction system was added to a large amount of water under stirring, and the solid was precipitated, filtered, and the filter cake was washed with water and ethanol. After the filter cake was dried, dichloromethane was added to dissolve the silica gel load, and silica gel column chromatography was performed to obtain the intermediate M064-1.

[0344] (2) Synthesis of intermediate M064-2

[0345]

[0346] Weigh M064-1 (6.2 g, 1.0 eq), 5-phenyl-5,11-dihydroindole [3,2-B] carbazole (3.72 g, 1.03 eq), cesium carbonate (8.84 g, 2.5 eq) and place in a 500 mL three-necked round-bottom flask, add 100 mL DMF, and heat to 100 ° C under nitrogen atmosphere for 16 h. The reaction progress was monitored by thin layer chromatography during the reaction. After the reaction was completed, the reaction system was allowed to stand and cool, and a large amount of water was added to the reaction system under stirring to precipitate solids, which were filtered and washed with water and ethanol. After the filter cake was dried, dichloromethane was added to dissolve the silica gel load, and silica gel column chromatography was performed to obtain the intermediate M064-2.

[0347] (3) Synthesis of intermediate M064-3

[0348]

[0349] Weigh M064-2 (7.5 g, 1.0 eq) and place it in a 500 mL three-necked round-bottom flask, add 80 mL of anhydrous xylene, and under a nitrogen atmosphere, cool it to below -30 ° C through a liquid nitrogen-ethanol mixed solution, slowly add 2.5 M n-butyl lithium solution (6.8 mL, 2.0 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 60 ° C for 2 h. Cool it to below -30 ° C through a liquid nitrogen-ethanol mixed solution again, add boron tribromide (2.0 mL, 2.5 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 60 ° C for 1 h. Cool it to below -0 ° C through a liquid nitrogen-ethanol mixed solution again, add N, N-diisopropylethylamine (5.6 mL, 4.0 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 100 ° C for 5 h. After the reaction is completed, the mixture is allowed to stand and cool, and most of the xylene is removed by distillation under reduced pressure. The residual mixture is subjected to silica gel column chromatography to obtain a crude product, and the crude product is further subjected to column chromatography and recrystallization to obtain M064-3.

[0350] (4) Synthesis of target compound M064

[0351]

[0352] Weigh M064-3 (1.3 g, 1.0 eq), (2-(10-tert-butyl-9-anthryl)phenyl)-boronic acid pinacol ester (1.05 g, 1.5 eq), tetrakistriphenylphosphine palladium Pd (PPh 3 ) 4 (0.09g, 0.05eq) and potassium carbonate (0.55g, 2.5eq) were placed in a 500mL three-necked round-bottom flask, 20mL 1,4-dioxane and 5mL water were added, and the reaction was heated to reflux under a nitrogen atmosphere. The reaction progress was monitored by thin layer chromatography during the reaction. After the reaction was completed, it was allowed to stand and cool, and most of the solvent was removed by rotary evaporation under reduced pressure. Dichloromethane was added to dissolve it, and it was washed with water three times. The organic phase was dried over anhydrous sodium sulfate and then loaded on silica gel, and the target compound M064 was obtained by silica gel column chromatography. The target molecular mass detected by high-resolution mass spectrometry was: 1041.284 (theoretical value: 1041.43).

[0353] Synthesis Example 2: Synthesis of Organic Compound M165

[0354] (1) Synthesis of intermediate M165-1

[0355]

[0356] Weigh 1,4-dibromo-2,6-difluorobenzene (8.5 g, 1.0 eq), 3,6-di-tert-butylcarbazole (4.37 g, 0.5 eq), cesium carbonate (10.19 g, 1.0 eq) and place in a 500 mL three-necked round-bottom flask, add 100 mL DMF, and heat at 40 ° C under nitrogen atmosphere for 24 h. The reaction progress was monitored by thin layer chromatography during the reaction. After the reaction was completed, the reaction system was allowed to stand and cool, and a large amount of water was added to the reaction system under stirring to precipitate solids, which were filtered and washed with water and ethanol. After the filter cake was dried, dichloromethane was added to dissolve the silica gel load, and silica gel column chromatography was performed to obtain the intermediate M165-1.

[0357] (2) Synthesis of intermediate M165-2

[0358]

[0359] Weigh M165-1 (7.0 g, 1.0 eq), 5-phenyl-5,8-dihydroindole [2,3-C] carbazole (4.51 g, 1.03 eq), cesium carbonate (10.73 g, 2.5 eq) and place in a 500 mL three-necked round-bottom flask, add 100 mL DMF, and heat to 100 ° C under nitrogen atmosphere for 16 h. The reaction progress was monitored by thin layer chromatography during the reaction. After the reaction was completed, it was allowed to stand and cool, and the reaction system was added to a large amount of water under stirring, and the solid was precipitated, filtered, and the filter cake was washed with water and ethanol. After the filter cake was dried, dichloromethane was added to dissolve and silica gel was added to the load, and the intermediate M165-2 was obtained by silica gel column chromatography.

[0360] (3) Synthesis of intermediate M165-3

[0361]

[0362] Weigh M165-2 (8.0 g, 1.0 eq) and place it in a 500 mL three-necked round-bottom flask, add 80 mL of anhydrous xylene, and under nitrogen atmosphere, cool it to below -30 ° C through a liquid nitrogen-ethanol mixed solution, slowly add 2.5 M n-butyl lithium solution (7.6 mL, 2.0 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 60 ° C for 2 h. Cool it to below -30 ° C through a liquid nitrogen-ethanol mixed solution again, add boron tribromide (2.3 mL, 2.5 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 60 ° C for 1 h. Cool it to below -0 ° C through a liquid nitrogen-ethanol mixed solution again, add N, N-diisopropylethylamine (6.3 mL, 4.0 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 100 ° C for 5 h. After the reaction is completed, the mixture is allowed to stand and cool, and most of the xylene is removed by distillation under reduced pressure. The residual mixture is subjected to silica gel column chromatography to obtain a crude product, and the crude product is further subjected to column chromatography and recrystallization to obtain M165-3.

[0363] (4) Synthesis of target compound M165

[0364]

[0365] Weigh M165-3 (1.4 g, 1.0 eq), (2-(10-phenyl-9-anthryl)phenyl)-boronic acid pinacol ester (1.24 g, 1.5 eq), tetrakistriphenylphosphine palladium Pd (PPh 3 ) 4 (0.10g, 0.05eq) and potassium carbonate (0.63g, 2.5eq) were placed in a 500mL three-necked round-bottom flask, 20mL 1,4-dioxane and 5mL water were added, and the reaction was heated to reflux under a nitrogen atmosphere. The reaction progress was monitored by thin layer chromatography during the reaction. After the reaction was completed, it was allowed to stand and cool, and most of the solvent was removed by rotary evaporation under reduced pressure. Dichloromethane was added to dissolve it, and it was washed with water three times. The organic phase was dried over anhydrous sodium sulfate and then loaded on silica gel, and the target compound M165 was obtained by silica gel column chromatography. The target molecular mass detected by high-resolution mass spectrometry was 1021.377 (theoretical value: 1021.46).

[0366] Theoretical calculation:

[0367] In the present invention, the theoretical calculation of the organic compound is completed by Gaussian 16 program, and the ground state structure of the molecule is optimized by B3LYP 6-31G* / SMD to obtain the energy levels of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) of the molecule in the ground state. The structures of the lowest singlet excited state and the lowest triplet excited state of the molecule are optimized by TD-B3LYP / 6-31G* method, and the excitation energies in the ground state and excited state configurations correspond to the absorption (λabs, nm) and emission spectra (λem, nm) of the molecule, respectively (toluene is used as solvent, PCM solvent model); ΔE ST is the first excited singlet state (S 1 ) and the first excited triplet state (T 1 The specific results are shown in Table 1.

[0368] The structures of the comparative compounds Ref-1, Ref-2, Ref-3, Ref-4 and Ref-5 are as follows:

[0369]

[0370] Table 1

[0371]

[0372]

[0373] As can be seen from Table 1, compared with Ref-1, the compound provided by the present invention is a more suitable green light emitting material. For Ref-2, due to the deep LUMO energy level of the 9-phenylanthracene structure, the HOMO energy level of Ref-2 is mainly distributed on the fused ring containing boron atoms, while the LUMO energy level is distributed on the substituted anthracene, showing the nature of intramolecular charge transfer, thereby resulting in a widening of the half-peak width and a reduction in the fluorescence quantum efficiency; Ref-3 and Ref-4 increase the conjugated nature of the molecule by the fusion of the benzene ring, and the corresponding LUMO energy level and triplet energy level are reduced, but the spectrum is also broadened accordingly. At the same time, the connection sites of the substituted anthracene here are carbon atoms No. 1 and No. 2, and there is no substitution on the carbon atoms at positions 9 and 10, while the positions 9 and 10 of anthracene are relatively active and easily oxidized or reduced, so Ref-3 and Ref-4 are used for electroluminescent materials, and their stability is poor, which can be further proved in the device data later, and the device life of M485 and M467 is significantly lower than that of M165. Therefore, among the compounds of the present invention, the compounds in which the 9th and 10th positions of the substituent anthracene are both substituted are more preferred. In addition, the theoretical calculation results of M617, M663, M753, and M754 show that when the linking group L changes, the compounds of the present invention still maintain the properties of the narrow spectrum of the multi-resonance material and the low T 1 energy level.

[0374] In summary, the compounds provided by the present invention not only maintain the narrow spectrum and high efficiency of multi-resonance materials, but also reduce the T of the molecule by introducing anthracene groups. 1 Energy level, used as green light emitting material in electroluminescent devices, is beneficial to improving the efficiency roll-off and life attenuation in the devices.

[0375] The compound of the present invention is used in a light-emitting device and can be used as a doping material for a light-emitting layer. The compound prepared in the above embodiment of the present invention is tested for fluorescence emission spectrum using a Hitachi F-4600 fluorescence spectrophotometer in a toluene solution at room temperature. The test concentration is 10 -5 mol / L,S 1 and T 1 The wavelengths corresponding to the peak values ​​of the fluorescence emission spectrum and phosphorescence emission spectrum obtained at 77K were calculated and the test results are shown in Table 2:

[0376] Table 2

[0377] Compound λem(nm) FWHM(nm) <![CDATA[S 1 (eV)]]> <![CDATA[T 1 (eV)]]> Ref-1 490 30 2.52 / M165 521 22 2.35 / M467 519 22 2.38 / M641 515 22 2.37 / M521 522 21 2.37 / M789 520 19 2.38 /

[0378] It can be seen from Table 2 that, compared with Ref-1, the compound provided by the present invention is a more suitable green light emitting material, and its narrower half-peak width is conducive to obtaining better color purity and higher efficiency in the device.

[0379] Table 3

[0380] Compound λem(nm) <![CDATA[S 1 (eV)]]> <![CDATA[T 1 (eV)]]> Ref-5 512 2.41 2.17 M009 522 2.37 / M553 522 2.37 / M558 526 2.34 / M663 523 2.33 /

[0381] As can be seen from Table 3, compared with Ref-5, it has a higher T 1 Energy level, T of compounds M009, M533, M526, and M663 provided by the present invention 1 The energy level was not detected under the test conditions, indicating that after the introduction of 9-phenylanthracene or other anthracene derivative groups through the linker group L, the T 1 The energy is significantly reduced, ΔE ST The nanostructured carbonyl group is significantly increased, and as a dopant material for the light-emitting layer of an organic electroluminescent device, it can significantly improve the efficiency roll-off and life decay caused by the long-life high-energy excited triplet state.

[0382] Device Embodiment

[0383] An organic electroluminescent device comprises 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) which are stacked in sequence. The preparation method of the organic electroluminescent device is as follows:

[0384] (1) a glass substrate coated with an ITO transparent conductive layer was ultrasonically treated in a commercial cleaning agent, rinsed in deionized water, ultrasonically degreased in an acetone / ethanol mixed solvent, baked in a clean environment until the water was completely removed, cleaned with ultraviolet light and ozone, and bombarded with a low-energy cation beam;

[0385] (2) Place the glass substrate with the anode in a vacuum chamber and evacuate the chamber to a vacuum of 1×10 -5 Pa, vacuum evaporating a mixture of HT-4:HI-3 (97 / 3, w / w) on the above anode layer as a hole injection layer, with a film thickness of 10 nm;

[0386] (3) Vacuum evaporation of compound HT-4 on the hole injection layer as a hole transport layer, with a total evaporation film thickness of 60 nm;

[0387] (4) vacuum evaporating compound HT-40 on the hole transport layer as an electron blocking layer, with a total film thickness of 5 nm;

[0388] (5) vacuum evaporating a light-emitting layer on the electron blocking layer, wherein the light-emitting layer includes a main material, a sensitizer and a doping material (fluorescent dye), and the doping ratio is adjusted by adjusting the evaporation rate of each material by using a multi-source co-evaporation method, and the total evaporation film thickness is 40 nm;

[0389] Wherein, when phosphorescence sensitized luminescence technology is adopted, the ratio of the main material, the phosphorescence sensitizer, and the doping material is 94.2:5:0.8 (w / w / w), the main material is a PH-61:PH-3 (50 / 50, w / w) mixed main body, the phosphorescence sensitizer is GPD-1 or GPD-28, and the doping material is the organic compound provided by the present invention;

[0390] (6) vacuum evaporating compound ET-23 on the light-emitting layer as a hole blocking layer, with a total evaporation film thickness of 5 nm;

[0391] (7) vacuum evaporating a mixture of compounds ET-69:ET-57 (50 / 50, w / w) on the hole blocking layer as an electron transport layer, with a total evaporation film thickness of 25 nm;

[0392] (8) Vacuum evaporation of LiF on the electron transport layer as an electron injection layer with a thickness of 1 nm;

[0393] (9) Vacuum-evaporating an Al layer with a thickness of 150 nm on the electron injection layer as the cathode of the device to obtain the organic electroluminescent device; the total evaporation rate of all organic layers and LiF is controlled at 0.1 nm / s, and the evaporation rate of the metal electrode is controlled at 1 nm / s.

[0394] The device examples in the following specific embodiments of the present invention all adopt the aforementioned hierarchical structure, materials and preparation methods, and the only difference is the light-emitting layer.

[0395] Device Examples 1-15

[0396] An organic electroluminescent device, wherein the light-emitting layer adopts phosphorescence sensitization luminescence technology, the ratio of the main material, the phosphorescence sensitizer, and the doping material is 94.2:5:0.8 (w / w / w), the main material is a PH-61:PH-3 (50 / 50, w / w) mixed main body, the phosphorescence sensitizer is GPD-28, and the doping materials are organic compounds provided by the present invention, as shown in Table 4.

[0397] Comparative Example 1-2

[0398] An organic electroluminescent device, the light-emitting layer adopts phosphorescence sensitized light-emitting technology, and the only difference between the device embodiment 1 is that the doping material M002 is replaced by Ref-1 and Ref-5.

[0399] Device Examples 16-23

[0400] An organic electroluminescent device, wherein the light-emitting layer adopts phosphorescence sensitization luminescence technology, the ratio of the main material, the phosphorescence sensitizer, and the doping material is 94.2:5:0.8 (w / w / w), the main material is a PH-61:PH-3 (50 / 50, w / w) mixed main body, the phosphorescence sensitizer is GPD-1, and the doping materials are organic compounds provided by the present invention, as shown in Table 5.

[0401] Comparative Examples 3-5

[0402] An organic electroluminescent device, the light-emitting layer adopts phosphorescence sensitized luminescence technology, and the only difference between the device embodiment 11 is that the doping material M344 is replaced by Ref-2, Ref-3, and Ref-4.

[0403] Device performance test:

[0404] (1) Use a digital source meter and a PR650 spectroradiometer to measure the driving voltage, luminous spectrum and external quantum efficiency of each organic electroluminescent device. Specifically, the voltage is increased at a rate of 0.1 V per second, and the current density of the organic electroluminescent device is measured when it reaches 10 mA / cm 2 The voltage at this time is the driving voltage, and the external quantum efficiency (EQE, %) is measured at the same time; the life test of LT95 is as follows: use a brightness meter at 10000cd / m 2 At the same brightness, the current is kept constant and the brightness of the organic electroluminescent device is measured to drop to 9500cd / m 2 The time in h.

[0405] The EQE test value and LT95 life test value of device embodiment 1 are recorded as 1.00, and the EQE and LT95 life of device embodiments 2-7 and comparative example 1 are the ratios of their respective EQE test values ​​and LT95 life test values ​​to the test values ​​of device embodiment 1 (relative EQE, relative life); the EQE test value and LT95 life test value of device embodiment 11 are recorded as 1.00, and the EQE and LT95 life of device embodiments 12-13 and comparative examples 2-4 are the ratios of their respective EQE test values ​​and LT95 life test values ​​to the test values ​​of device embodiment 11 (relative EQE, relative life).

[0406] The test results are shown in Table 4 and Table 5:

[0407] Table 4

[0408] Part Number Doping materials Relative EQE Relative lifespan Driving voltage Device Example 1 M002 1.00 1.00 3.8 Device Example 2 M125 0.98 1.03 3.9 Device Example 3 M161 0.93 0.91 3.9 Device Example 4 M162 0.91 0.88 3.9 Device Example 5 M165 1.02 1.05 3.8 Device Example 6 M171 1.05 1.08 3.7 Device Example 7 M189 1.01 1.02 3.8 Device Example 8 M467 0.95 0.70 3.8 Device Example 9 M086 0.94 0.92 3.9 Device Example 10 M517 0.97 0.99 3.8 Device Example 11 M521 1.09 1.00 3.8 Device Example 12 M531 1.10 1.06 3.8 Device Example 13 M565 1.01 1.09 3.8 Device Example 14 M663 1.06 1.01 3.8 Device Example 15 M580 1.04 0.98 3.8 Comparative Example 1 Ref-1 0.80 0.35 4.1

[0409] It can be seen from the performance data in Table 4 that the organic compound provided by the present invention is used as a fluorescent doping material, which is suitable for phosphorescence sensitized luminescence technology, and the prepared device emits saturated green light. Compared with Ref-1, the organic compound of the present invention is fused with indole, and the luminescent wavelength is red-shifted, and the energy transfer between the sensitizer GPD-28 is better, so the device finally emits a narrow half-peak width green fluorescence from the organic compound of the present invention, while Ref-1 has an incomplete energy transfer with GPD-28 due to the blue light color, and the final device efficiency is reduced. It is worth noting that the device life of the organic compound M465 is lower than that of M125 and M165, which is mainly attributed to the better stability of the material under electroluminescence after both the 9-position and 10-position substitutions of anthracene are substituted.

[0410] Table 5

[0411] Part Number Doping materials Driving voltage(V) Relative EQE Relative lifespan Device Example 16 M344 3.9 1.0 1.0 Device Example 17 M433 4.0 0.95 0.90 Device Example 18 M450 4.0 0.92 0.87 Device Example 19 M570 3.9 1.15 1.08 Device Example 20 M641 3.9 1.04 1.20 Device Example 21 M696 3.9 1.14 1.10 Device Example 22 M789 3.9 0.93 0.98 Device Example 23 M769 3.9 0.94 0.97 Comparative Example 2 Ref-2 4.2 0.58 0.27 Comparative Example 3 Ref-3 4.1 0.78 0.45 Comparative Example 4 Ref-4 4.0 0.81 0.53

[0412] In Table 5, the organic compounds provided by the present invention are used as fluorescent doping materials, and the prepared devices have higher efficiency and lifespan. Compared with the intramolecular charge transfer properties of Ref-2, the conjugated properties of Ref-3 and Ref-4 are significantly enhanced, and the compounds of the present invention maintain the narrow emission spectrum and high fluorescence quantum efficiency of the multi-resonance molecule, thus having higher device efficiency. At the same time, the 9-position and 10-position substitutions of anthracene in the compounds of the present invention are both substituted, having better stability, and showing a better device lifespan.

[0413] The above results show that the novel organic compound of the present invention is used in organic electroluminescent devices, has narrow green light emission, significantly increases the device life, improves the luminous efficiency, and is an excellent performance light-emitting layer fluorescent doping material.

[0414] The applicant declares that the present invention illustrates the organic compounds and applications of the present invention through the above-mentioned embodiments, but the present invention is not limited to the above-mentioned embodiments, that is, it does not mean that the present invention must rely on the above-mentioned embodiments to be implemented. Those skilled in the art should understand that any improvement of the present invention, equivalent replacement of various 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 a structure as shown in Formula I: Among them, X 1 , X 2 , X 3 , X 4 Each independently selected from CR A1 or N; Y 1 , Y 2 , Y 3 , Y 4 Each independently selected from CR A2 or N; Z 1 , Z 2 , Z 3 Each independently selected from CR A3 or N; R A1 , R A2 , R A3 Each is independently selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C20 alkylamino, cyano, nitro, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; Any two adjacent R A1 Any two adjacent R A2 Any two adjacent R A3 At least one group of them is connected by a chemical bond to form a ring F, wherein the ring F is selected from any one of a substituted or unsubstituted C6-C60 aromatic ring and a substituted or unsubstituted C3-C60 heteroaromatic ring; The R A1 , R A2 , R A3 In the above, the other groups except those forming ring F are independently not connected to the adjacent ring structure or are connected to form a ring through chemical bonds; Ar1 and Ar2 are each independently selected from unsubstituted or R B Substituted C6-C60 aryl, unsubstituted or R B Any one of substituted C3-C60 heteroaryl groups; Ar1 ​​and Ar2 are independently not connected to adjacent ring structures or are connected to form a ring through chemical bonds; R B R is independently selected from any one of halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C20 alkylamino, cyano, nitro, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; B Each independently is not connected to the adjacent ring structure or is connected to form a ring through a chemical bond; R A1 , R A2 , R A3 、Ring F、R B The substituted substituents are each independently selected from halogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C2-C20 alkenyl, unsubstituted or R'substituted C1-C20 alkoxy, unsubstituted or R'substituted C1-C20 alkylsilyl, unsubstituted or R'substituted C6-C30 arylsilyl, unsubstituted or R'substituted C1-C20 alkylamino, cyano , nitro, unsubstituted or R'-substituted C6-C30 arylamino, unsubstituted or R'-substituted C3-C30 heteroarylamino, unsubstituted or R'-substituted C6-C30 aryloxy, unsubstituted or R'-substituted C3-C30 heteroaryloxy, unsubstituted or R'-substituted C6-C60 aryl, unsubstituted or R'-substituted C3-C60 heteroaryl; the substituted substituents are each independently not connected to the adjacent ring structure or are connected to form a ring by chemical bonds; The R A1 , R A2 , R A3 At least one of them is a group R X , and / or, the R B At least one of them is a group R X ; The R X It has the structure shown in formula a: Wherein, -* represents the attachment site of the group; L is selected from any one of a substituted or unsubstituted C6-C60 arylene group and a substituted or unsubstituted C3-C60 heteroarylene group; X 11 , X 12 , X 13 , X 18 , X 19 , X 20 Each independently selected from C, CR C1 or N, one of which is C, and the C is connected to L; X 14 , X 15 , X 16 , X 17 Each independently selected from CR C1 or any one of N; R C1 Each is independently selected from any one of hydrogen, halogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C2-C20 alkenyl, unsubstituted or R'substituted C1-C20 alkoxy, unsubstituted or R'substituted C1-C20 alkylsilyl, unsubstituted or R'substituted C6-C30 arylsilyl, unsubstituted or R'substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'substituted C6-C30 arylamino, unsubstituted or R'substituted C3-C30 heteroarylamino, unsubstituted or R'substituted C6-C30 aryloxy, unsubstituted or R'substituted C3-C30 heteroaryloxy, unsubstituted or R'substituted C6-C60 aryl, and unsubstituted or R'substituted C3-C60 heteroaryl; The substituents substituted in L are each independently selected from any one of halogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C2-C20 alkenyl, unsubstituted or R'substituted C1-C20 alkoxy, unsubstituted or R'substituted C1-C20 alkylsilyl, unsubstituted or R'substituted C6-C30 arylsilyl, unsubstituted or R'substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'substituted C6-C30 arylamino, unsubstituted or R'substituted C3-C30 heteroarylamino, unsubstituted or R'substituted C6-C30 aryloxy, unsubstituted or R'substituted C3-C30 heteroaryloxy, unsubstituted or R'substituted C6-C60 aryl, and unsubstituted or R'substituted C3-C60 heteroaryl; R' is independently selected from any one of halogen, cyano, nitro, hydroxyl, amino, C1-C20 straight or branched alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylsilyl, C6-C60 arylamino, C3-C60 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C60 aryl, C3-C60 heteroaryl, or a combination of at least two thereof; adjacent R's are not connected or are connected to form a ring by chemical bonds; the R' is not connected to adjacent ring structures or is connected to form a ring by chemical bonds.

2. The organic compound according to claim 1, characterized in that The organic compound has a structure as shown in Formula IA: Among them, the X 1 , X 2 , X 3 , X 4 , Y 1 , Y 2 , Y 3 , Y 4 , Z 1 , Z 2 , Z 3 , Ar2 has the same defined range as in Formula I; X 5 , X 6 , X 7 , X 8 , X 9 Each independently selected from CR A4 or N; R A4 each independently selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C20 alkylamino, cyano, nitro, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; two adjacent R A4 They are not connected or connected to form a ring through chemical bonds; R A4 Each independently is not connected to the adjacent ring structure or is connected to form a ring through a chemical bond; Preferably, the organic compound has a structure as shown in Formula II:

3. The organic compound according to claim 2, characterized in that Any two adjacent R A1 Any two adjacent R A2 Any two adjacent R A3 Any two adjacent R A4 At least one group of them is connected by chemical bonds to form a ring F, and the ring F has a structure as shown in formula b: Among them, the dotted lines represent fused bonds; Q1, Q2, Q3, Q4 are each independently selected from CR D1 or N; R D1 R is each independently selected from any one of hydrogen, halogen, unsubstituted or R'-substituted C1-C20 straight or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C2-C20 alkenyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C1-C20 alkylsilyl, unsubstituted or R'-substituted C6-C30 arylsilyl, unsubstituted or R'-substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'-substituted C6-C30 arylamino, unsubstituted or R'-substituted C3-C30 heteroarylamino, unsubstituted or R'-substituted C6-C30 aryloxy, unsubstituted or R'-substituted C3-C30 heteroaryloxy, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl; R D1 Each independently is not connected to the adjacent ring structure or is connected to form a ring through a chemical bond; M1 and M2 are each independently selected from a single bond, O, S, Se, NAr m1 , CR m1 R m2 or SiR m3 R m4 Any one of; at most one of M1 and M2 is a single bond; Ar m1 Any one selected from unsubstituted or R'-substituted C6-C60 aryl, unsubstituted or R'-substituted C3-C60 heteroaryl; R m1 , R m2 , R m3 , R m4 Each is independently selected from any one of hydrogen, halogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C2-C20 alkenyl, unsubstituted or R'substituted C6-C60 aryl, and unsubstituted or R'substituted C3-C60 heteroaryl; the R m1 With R m2 are not connected or connected to form a ring through chemical bonds; the R m3 With R m42 They are not connected to each other or connected to form a ring through chemical bonds; Preferably, the M1 is selected from O, S, NAr m1 or CR m1 R m2 Any one of: wherein M2 is a single bond; Preferably, any two adjacent R A1 Any two adjacent R A2 Any two adjacent R A3 Any two adjacent R A4 At most four groups in are connected by chemical bonds to form ring F; Preferably, any two adjacent R A1 Any two adjacent R A4 A group of R is connected by chemical bonds to form ring F; and / or any two adjacent R A2 One group of them is connected by chemical bonds to form ring F; Preferably, any two adjacent R A1 Any two adjacent R A2 Any two adjacent R A3 Any two adjacent R A4 A group of them are connected by chemical bonds to form ring F.

4. The organic compound according to claim 3, characterized in that The organic compound has a structure as shown in any one of Formula III-1 to Formula III-14: Wherein, M1 is selected from O, S, NAr m1 or CR m1 R m2 Any of the following: Q1, Q2, Q3, Q4, Ar m1 , R m1 , R m2 Having the same limited range as in formula b; X 1 , X 2 , X 3 , X 5 , X 6 , X 7 , X 8 , Y 1 , Y 2 , Y 3 , Y 4 , Z 1 , Z 2 , Z 3 , Ar2 has the same defined range as in Formula II; Preferably, the organic compound has a structure as shown in any one of Formula III-1, Formula III-2, Formula III-3, Formula III-4, Formula III-7, Formula III-12, Formula III-13, and Formula III-14, and further preferably has a structure as shown in any one of Formula III-1, Formula III-2, and Formula III-3.

5. The organic compound according to claim 4, characterized in that The organic compound has a structure as shown in any one of Formula IV-1 to Formula IV-14: Among them, the dashed line represents a single bond or no connection; X 1 , X 2 , X 3 , X 5 , X 6 , X 7 , X 8 、M1、Q1、Q2、Q3、Q4、Y 1 , Y 2 , Y 3 , Z 1 , Z 2 , Z 3 , Ar2 has the same definition as in claim 4; Y 5 , Y 6 , Y 7 , Y 8 Each independently selected from CR A5 or N; R A5 each independently selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C20 alkylamino, cyano, nitro, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; two adjacent R A5 They are not connected or connected to form a ring through chemical bonds; R A5 Each independently is not connected to the adjacent ring structure or is connected to form a ring through a chemical bond; Preferably, the organic compound has a structure as shown in any one of Formula IV-1, Formula IV-2, Formula IV-3, Formula IV-4, Formula IV-7, Formula IV-12, Formula IV-13, and Formula IV-14, and further preferably has a structure as shown in any one of Formula IV-1, Formula IV-2, and Formula IV-3.

6. The organic compound according to claim 5, characterized in that The X 5 , X 6 , X 7 , Y 2 , Y 3 , Y 5 , Y 6 , Y 7 , Y 8 , Y 9 , Z 1 , Z 2 , Z 3 At least one of them is CR X , further preferably, X 6 , X 7 , Y 2 , Y 3 , Y 6 , Y 8 , Y 9 , Z 2 At least one of them is CR X ; Preferably, the Y 2 , Y 3 , Y 6 , Y 8 , Y 9 and Z 2 At least one of them is CR X .

7. The organic compound according to claim 5, characterized in that The X 1 , X 2 , X 3 Each independently is CR A1 ; and / or, the X 5 , X 6 , X 7 , X 8 Each independently is CR A4 ; Preferably, the R A1 , R A4 Each is independently selected from hydrogen, fluorine, cyano, substituted or unsubstituted C1-C10 straight or branched alkyl, substituted or unsubstituted C5-C10 cycloalkyl, substituted or unsubstituted C1-C10 alkoxy, substituted or unsubstituted C3-C10 alkylsilyl, substituted or unsubstituted C2-C10 alkylamino, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6 -C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, further preferably hydrogen, cyano, substituted or unsubstituted C1-C5 straight or branched alkyl, substituted or unsubstituted C3-C10 alkylsilyl, substituted or unsubstituted C6-C20 arylamino, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C20 heteroaryl; Preferably, the X 1 , X 2 and X 3 are CH; and / or, the X 5 , X 6 , X 7 and X 8 All are CH; Preferably, Q1, Q2, Q3, and Q4 are each independently CR D1 ; Preferably, Q1, Q2, Q3 and Q4 are all CH; Preferably, the Y 1 , Y 2 , Y 3 Each independently is CR A2 ; Preferably, the Y 1 , Y 2 and Y 3 The number of CH in the medium is 1-3; Preferably, the Y 1 is CH, the Y 2 , Y 3 Each independently is CR A2 ; Preferably, the R A2 Each is independently selected from any one of hydrogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl, and substituted or unsubstituted C6-C30 aryloxy; Preferably, the Y 5 , Y 6 , Y 7 , Y 8 Each independently selected from CR A5 ; Preferably, the Y 5 , Y 6 , Y 7 , Y 8 The number of CH in the medium is 2-4; Preferably, when the dashed line in Formula IV-1 to Formula IV-9 and Formula IV-14 represents absence, the Y 6 , Y 8 One of them is CR A5 ; Or, when the dotted line in Formula IV-1 to Formula IV-9 and Formula IV-14 represents a single bond, the Y 6 , Y 7 One of them is CR A5 ; Preferably, in any one of Formula IV-10 to Formula IV-13, the Y 6 , Y 8 , Y 9 One of them is CR A5 ; Preferably, the R A5 Each is independently selected from any one of hydrogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; Preferably, the Z 1 , Z 2 , Z 3 Each independently is CR A3 ; Preferably, the Z 1 , Z 2 and Z 3 The number of CH in the medium is 2-3; Preferably, the Z 1 and Z 3 for CH, the Z 2 CR A3 ; Preferably, the R A3 Each is independently selected from any one of hydrogen, substituted or unsubstituted C1-C20 straight or branched alkyl, and substituted or unsubstituted C3-C60 heteroaryl.

8. The organic compound according to claim 1, characterized in that The organic compound has a structure as shown in any one of Formula V-1, Formula V-2, Formula V-3, Formula V-4, Formula V-5, Formula V-6, and Formula V-7: Among them, the dashed line represents a single bond or no connection; M1 is selected from O, S, NAr m1 or CR m1 R m2 Any of the following: Ar m Any one selected from unsubstituted or R'-substituted C6-C60 aryl, unsubstituted or R'-substituted C3-C60 heteroaryl; R m1 , R m2 Each is independently selected from any one of hydrogen, halogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C2-C20 alkenyl, unsubstituted or R'substituted C1-C20 alkoxy, unsubstituted or R'substituted C1-C20 alkylsilyl, unsubstituted or R'substituted C6-C30 arylsilyl, unsubstituted or R'substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'substituted C6-C30 arylamino, unsubstituted or R'substituted C3-C30 heteroarylamino, unsubstituted or R'substituted C6-C30 aryloxy, unsubstituted or R'substituted C3-C30 heteroaryloxy, unsubstituted or R'substituted C6-C60 aryl, and unsubstituted or R'substituted C3-C60 heteroaryl; the R m1 With R m2 They are not connected to each other or connected to form a ring through chemical bonds; R A2 , R A3 , R A5 Each independently represents no substitution, monosubstitution to the maximum allowed substitution; R A2 , R A3 , R A5 R is independently selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C20 alkylamino, cyano, nitro, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; A2 , R A3 , R A5 Each independently is not connected to the adjacent ring structure or is connected to form a ring through a chemical bond; The R A2 , R A3 and R A5 At least one of them is a group R X .

9. The organic compound according to claim 8, characterized in that The R A2 Selected from hydrogen, R X , any one of substituted or unsubstituted C1-C10 straight or branched alkyl, C3-C10 cycloalkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C1-C10 alkylsilyl, substituted or unsubstituted C6-C20 arylamino, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C20 heteroaryl, substituted or unsubstituted C6-C20 aryloxy; Preferably, the R A3 Selected from hydrogen, R X , any one of a substituted or unsubstituted C1-C10 straight or branched alkyl group, and a substituted or unsubstituted C6-C20 aryl group; Preferably, the R A5 Selected from hydrogen, R X , any one of substituted or unsubstituted C1-C10 straight or branched alkyl, C3-C10 cycloalkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C1-C10 alkylsilyl, substituted or unsubstituted C6-C20 arylamino, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C3-C20 heteroaryl.

10. The organic compound according to any one of claims 1 to 9, characterized in that The R X It has the structure shown in formula c: Wherein, -* represents the attachment site of the group; R C1 Indicates no substitution, monosubstitution to the maximum allowed substitution; L, R C1 Having the same limited range as in formula a; Preferably, the R C1 represents mono-substitution to the maximum allowed substitution; Preferably, the R C1 The number of substitutions is 1-9, more preferably 1-3; Preferably, the R C1 The connection site is at least one of position 2, position 3, position 6, position 7, position 9, and position 10 in formula c, preferably position 9 or position 10; Preferably, the R X Having a structure as shown in formula d, or, said R X It has the structure shown in formula e: Among them, R 11 Any one selected from hydrogen, halogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C2-C20 alkenyl, unsubstituted or R'substituted C1-C20 alkoxy, unsubstituted or R'substituted C1-C20 alkylsilyl, unsubstituted or R'substituted C6-C30 arylsilyl, unsubstituted or R'substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'substituted C6-C30 arylamino, unsubstituted or R'substituted C3-C30 heteroarylamino, unsubstituted or R'substituted C6-C30 aryloxy, unsubstituted or R'substituted C3-C30 heteroaryloxy, unsubstituted or R'substituted C6-C60 aryl, unsubstituted or R'substituted C3-C60 heteroaryl; R 12 , R 13 Each independently represents no substitution, monosubstitution to the maximum allowed substitution; R 12 , R 13 Each is independently selected from any one of hydrogen, unsubstituted or R'-substituted C1-C20 straight or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C1-C20 alkylsilyl, unsubstituted or R'-substituted C6-C30 arylsilyl, unsubstituted or R'-substituted C1-C20 alkylamino, unsubstituted or R'-substituted C6-C30 arylamino, unsubstituted or R'-substituted C6-C30 aryloxy, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl; R 14 Any one selected from hydrogen, halogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C2-C20 alkenyl, unsubstituted or R'substituted C1-C20 alkoxy, unsubstituted or R'substituted C1-C20 alkylsilyl, unsubstituted or R'substituted C6-C30 arylsilyl, unsubstituted or R'substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'substituted C6-C30 arylamino, unsubstituted or R'substituted C3-C30 heteroarylamino, unsubstituted or R'substituted C6-C30 aryloxy, unsubstituted or R'substituted C3-C30 heteroaryloxy, unsubstituted or R'substituted C6-C60 aryl, unsubstituted or R'substituted C3-C60 heteroaryl; Preferably, the R X The structure is Or, the R X The structure is Preferably, the R 11 Any one selected from hydrogen, unsubstituted or R'-substituted C1-C10 straight or branched alkyl, unsubstituted or R'-substituted C3-C10 cycloalkyl, unsubstituted or R'-substituted C3-C10 alkylsilyl, unsubstituted or R'-substituted C6-C20 aryloxy, unsubstituted or R'-substituted C6-C20 arylamino, unsubstituted or R'-substituted C6-C20 arylsilyl, unsubstituted or R'-substituted C6-C20 aryl, and unsubstituted or R'-substituted C3-C20 heteroaryl; further preferably any one selected from unsubstituted or R'-substituted C1-C5 straight or branched alkyl, unsubstituted or R'-substituted C3-C6 alkylsilyl, unsubstituted or R'-substituted C6-C20 arylsilyl, unsubstituted or R'-substituted C6-C20 aryl, and unsubstituted or R'-substituted C3-C20 heteroaryl; Preferably, the R 14 Any one selected from hydrogen, unsubstituted or R'-substituted C1-C10 straight or branched alkyl, unsubstituted or R'-substituted C3-C10 cycloalkyl, unsubstituted or R'-substituted C3-C10 alkylsilyl, unsubstituted or R'-substituted C6-C20 aryloxy, unsubstituted or R'-substituted C6-C20 arylamino, unsubstituted or R'-substituted C6-C20 arylsilyl, unsubstituted or R'-substituted C6-C20 aryl, and unsubstituted or R'-substituted C3-C20 heteroaryl; further preferably any one selected from unsubstituted or R'-substituted C1-C5 straight or branched alkyl, unsubstituted or R'-substituted C3-C6 alkylsilyl, unsubstituted or R'-substituted C6-C20 arylsilyl, unsubstituted or R'-substituted C6-C20 aryl, and unsubstituted or R'-substituted C3-C20 heteroaryl.

11. The organic compound according to any one of claims 1 to 10, characterized in that The L is selected from any one of the following groups: Wherein, -* represents the attachment site of the group; Y 11 , Y 12 , Y 13 , Y 14 , Y 15 , Y 16 , Y 17 , Y 18 , Y 19 Each independently selected from CR 21 or any one of N; M3 is independently selected from O, S, NAr m2 or CR m5 R m6 Any of the following: Ar m2 Any one selected from unsubstituted or R'-substituted C6-C60 aryl, unsubstituted or R'-substituted C3-C60 heteroaryl; R 21 , R m5 , R m6 R is each independently selected from any one of hydrogen, halogen, unsubstituted or R'-substituted C1-C20 straight or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C2-C20 alkenyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C1-C20 alkylsilyl, unsubstituted or R'-substituted C6-C30 arylsilyl, unsubstituted or R'-substituted C1-C20 alkylamino, cyano, nitro, unsubstituted or R'-substituted C6-C30 arylamino, unsubstituted or R'-substituted C3-C30 heteroarylamino, unsubstituted or R'-substituted C6-C30 aryloxy, unsubstituted or R'-substituted C3-C30 heteroaryloxy, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl; R 21 Each independently is not connected to the adjacent ring structure or is connected to form a ring through a chemical bond; the R m5 With R m6 They are not connected to each other or connected to form a ring through chemical bonds; Preferably, L is selected from Any one of Any of the following: Preferably, the Y 11 , Y 12 , Y 13 , Y 14 , Y 15 , Y 16 Each independently is CR 21 ; Preferably, the R 21 Each is independently selected from any one of hydrogen, unsubstituted or R'-substituted C1-C10 straight or branched alkyl, unsubstituted or R'-substituted C3-C10 cycloalkyl, unsubstituted or R'-substituted C6-C20 aryl, and unsubstituted or R'-substituted C3-C20 heteroaryl.

12. The organic compound according to any one of claims 1 to 10, characterized in that The L is selected from any one of the following groups: -* represents the attachment site of the group.

13. The organic compound according to claim 10, characterized in that The R 11 Any one selected from the following groups: methyl, -* represents the attachment site of the group.

14. The organic compound according to claim 1, characterized in that The organic compound has a structure shown in any one of the following M001-M832:

15. Use of an organic compound as claimed in any one of claims 1 to 14, characterized in that: The organic compound is applied to organic electronic devices; Preferably, the organic electronic device comprises an organic electroluminescent device; Preferably, the organic compound is used as a light-emitting layer material in an organic electroluminescent device.

16. An organic electroluminescent device, characterized in that: The organic electroluminescent device comprises a first electrode, a second electrode and at least one organic layer disposed between the first electrode and the second electrode; the organic layer comprises at least one organic compound according to any one of claims 1 to 14; Preferably, the organic layer comprises a light-emitting layer, and the light-emitting layer comprises at least one organic compound according to any one of claims 1 to 14; Preferably, the light-emitting layer comprises a host material and a doping material, and the doping material comprises at least one organic compound as described in any one of claims 1 to 14; Preferably, the light-emitting layer further comprises a sensitizer; Preferably, the sensitizer includes any one of a thermally activated delayed fluorescent material and a phosphorescent luminescent material, or a combination of at least two of them.

17. A display device, characterized in that: The display device comprises the organic electroluminescent device according to claim 16.