Organic compound and organic electroluminescent device containing same

Abstract

The invention provides an organic compound and an organic electroluminescent device comprising the same, the organic compound has a structure as shown in a formula I. Through the design of a molecular structure and the synergistic effect between group structures, the HOMO and LUMO energy levels of a molecular skeleton can be adjusted, the organic compound has excellent bipolar charge transport characteristics, balanced transport of holes and electrons is realized, and the organic electroluminescent device has a good application prospect. Meanwhile, the organic semiconductor material has high singlet state energy level and triplet state energy level. The organic compound is used as a main body material of an organic electroluminescent device, the luminous efficiency of the device can be improved, the efficiency roll-off of the device is slow, the stability is better, and an existing organic electroluminescent functional material system is greatly enriched.

Description

Technical Field

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

[0002] Organic light-emitting diodes (OLEDs) are display devices that utilize the phenomenon of self-emission. Compared with liquid crystal displays, OLED devices have the characteristics of active light emission, fast response speed, and ultra-thinness, enabling ultra-thin and flexible displays. As a new full-color display technology and lighting technology, they have attracted much attention and anticipation from the industry.

[0003] OLED devices typically consist of an anode, a cathode, and an organic layer sandwiched between them. The organic layer is a multi-layered structure composed of materials with different functions, such as a hole injection layer, a hole transport layer, an electron blocking layer, an emissive layer, a hole blocking layer, and an electron transport layer. The emissive layer usually consists of a luminescent material and a host material. The luminescent material primarily determines the OLED device's emission color, luminous efficiency, and operational stability. Meanwhile, the electron-hole transport balance, singlet, triplet, HOMO, and LUMO energy levels of the host material, paired with the luminescent material, and its matching with the electron blocking / hole blocking layer are also crucial factors affecting the operational stability and luminous efficiency of the OLED device, especially for blue OLED devices, where the host material is particularly important.

[0004] Currently, there is significant room for improvement in the stability and luminous efficiency of blue OLED devices, hindering the industrialization of OLED display panels. The reasons for this include not only the need for high-efficiency luminescent materials but also the crucial influence of the performance of the host material. Existing blue OLED host materials mainly suffer from issues such as electron-hole transport imbalance, energy level mismatch between HOMO and LUMO levels and the interface electron / hole blocking layer, and excessively low triplet energy levels, leading to insufficient luminous performance in blue OLED devices.

[0005] Therefore, designing and seeking new host materials to serve as novel host materials for blue light dyes in OLED components to overcome shortcomings in industrial applications has always been a key focus of OLED material research. Summary of the Invention

[0006] To address the shortcomings of existing technologies, the present invention aims to provide an organic compound and an organic electroluminescent device containing the same. Through molecular structure design, the organic compound can achieve a balance in the transport of electrons and holes, while possessing high singlet and triplet energy levels. It is particularly suitable as a host material for the light-emitting layer in organic electroluminescent devices, which can improve device efficiency, delay the decay of device efficiency with increasing brightness, and improve the stability of device operation.

[0007] To achieve this objective, the present invention adopts the following technical solution:

[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, ring Ar is selected from any one of C6-C30 aromatic rings or C3-C30 heteroaromatic rings.

[0011] In Formula I, Z1 is selected from any one of the following: unsubstituted or R3-substituted C6-C30 aryl, unsubstituted or R3-substituted C3-C30 heteroaryl, unsubstituted or R3-substituted C6-C30 arylamino, unsubstituted or R3-substituted C1-C20 straight-chain or branched alkyl, unsubstituted or R3-substituted C1-C20 alkoxy, and unsubstituted or R3-substituted C1-C20 alkylthio.

[0012] R1, R2, and R3 are each independently selected from any one of deuterium, halogen, cyano, unsubstituted or R'-substituted C1-C20 straight-chain or branched alkyl, unsubstituted or R'-substituted C6-C20 aryl, unsubstituted or R'-substituted C1-C20 alkoxy, and unsubstituted or R'-substituted C1-C20 alkylthio.

[0013] R' is independently selected from any one of deuterium, halogen, cyano, unsubstituted or halogenated C1-C20 straight-chain or branched alkyl, unsubstituted or halogenated C1-C20 alkoxy, and unsubstituted or halogenated C1-C20 alkylthio.

[0014] In this invention, the "unsubstituted or R3-substituted" group can replace one or more substituents R3. When there are multiple (at least two) substituents R3, the multiple R3s can be the same or different groups. Similarly, the "unsubstituted or R'-substituted" group can replace one or more substituents R'. When there are multiple (at least two) substituents R', the multiple R's can be the same or different groups. The same expressions used below have the same meaning. Unless otherwise specified, the selection range of substituents is as shown above and will not be repeated.

[0015] In formula I, n represents a benzofuran unit. The number of elements, where n is an integer selected from 1 to 3, for example, it can be 1, 2, or 3; when n is 2 or 3, there are multiple (2-3) elements. These can be the same or different groups. Preferably, n is 2 or 3.

[0016] In Formula I, m, a, and b represent the number of groups Z1, R1, and R2, respectively; where m is an integer selected from 0 to 3, for example, 0, 1, 2, or 3. a is an integer selected from 0 to 2, for example, 0, 1, or 2. b is an integer selected from 0 to 4, for example, 0, 1, 2, 3, or 4. a + b ≤ 5.

[0017] It should be noted that when m≥2, multiple Z1s are the same or different groups; when a=2, two R1s are the same or different groups; when b≥2, multiple R2s are the same or different groups.

[0018] The organic compound provided by this invention has the structure shown in Formula I, containing 1-3 benzofuran groups. Due to the weak electron-deficient characteristics of the oxygen atom, the benzofuran structure in the molecular system can endow the molecule with electron transport capabilities. The Ar ring is an aromatic ring or an aromatic heterocycle, which can synergistically regulate the triplet energy level and charge transport performance of the molecular skeleton with the benzofuran structure, thereby controlling the HOMO and LUMO energy levels of the material. Through the design of the molecular structure, this invention enables the organic compound to possess excellent bipolar charge transport characteristics, achieving balanced hole and electron transport, while also exhibiting high singlet and triplet energy levels, making it suitable as a host material for blue, green, and red light.

[0019] Furthermore, various Z1 substituents can be optionally introduced around the core π skeleton of the organic compound. On the one hand, this can regulate the molecular stacking, and on the other hand, it can adjust the distribution of molecular orbital electrons and regulate charge transport characteristics, so as to further regulate the electron and hole mobility and transport balance of the material.

[0020] In summary, the organic compounds provided by this invention can serve as the main material system for organic electroluminescent devices. These materials possess high luminous efficiency and excellent bipolar charge transport characteristics, along with high glass transition temperature and thermal stability. This results in organic electroluminescent devices containing these compounds exhibiting high luminous efficiency, slow efficiency roll-off, and better stability. Furthermore, the synthesis process of these organic compounds is simple and suitable for large-scale industrial production.

[0021] The following are preferred technical solutions of the present invention, but are not intended to limit the technical solutions provided by the present invention. The purpose and beneficial effects of the present invention can be better achieved and realized through the following preferred technical solutions.

[0022] In this invention, the halogen can be fluorine, chlorine, bromine, or iodine. The same descriptions used below have the same meaning.

[0023] In this invention, C6-C30 can all be C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C25, C26 or C28, etc.

[0024] In this invention, C3-C30 can all be C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C25, C26 or C28, etc.

[0025] In this invention, C1-C20 can all be C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18 or C19, etc.

[0026] In this invention, the C6-C30 aromatic rings and C6-C30 aryl groups include monocyclic aryl groups and fused-ring aryl groups. A monocyclic aryl group refers to a group containing at least one phenyl atom; when containing at least two phenyl atomes, the phenyl groups are linked by single bonds, exemplarily including but not limited to: phenyl, biphenyl, terphenyl, etc. A fused-ring aryl group refers to a group containing at least two aromatic rings, where the aromatic rings share two adjacent carbon atoms fused together, exemplarily including but not limited to: naphthyl, anthraceneyl, phenanthryl, indene, fluorenyl and its derivatives (9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, spirodifluorenyl, benzo[a]fluorenyl, etc.), triphenylene, pyrene, azulel, etc. It should be noted that monocyclic aryl groups and fused-ring aryl groups linked by single bonds also fall within the scope of aryl groups, such as phenylnaphthyl, naphthylphenyl, binaphthyl, etc.

[0027] In this invention, the C3-C30 heteroaryl ring and C3-C30 heteroaryl group include monocyclic heteroaryl or fused-ring heteroaryl groups; the heteroatoms include, but are not limited to, N, O, S, P, Si, etc. A monocyclic heteroaryl group means that the molecule contains at least one heteroaryl group. When the molecule contains one heteroaryl group and other groups (such as aryl, heteroaryl, etc.), the heteroaryl group and other groups are connected by a single bond, exemplarily including but not limited to: pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, thiopheneyl, pyrroleyl, etc. The term "fused-ring heteroaryl" refers to a molecule containing at least one aromatic heterocycle and one aromatic ring (aromatic heterocycle or aromatic ring), and the two share two adjacent atoms fused together in a group. Examples include, but are not limited to: quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, benzofuranyl, benzothiopheneyl, indolyl, dibenzofuranyl, dibenzothiopheneyl, carbazoleyl and its derivatives (N-phenylcarbazoleyl, N-naphthylcarbazoleyl, benzocarbazoleyl, dibenzocarbazoleyl, indolocarbazoleyl, etc.), acridineyl, phenothiazinyl, phenotoxazinyl, hydrogenated acridineyl, etc.

[0028] In this invention, the C1-C20 straight-chain or branched alkyl group, preferably C1-C12 straight-chain or branched alkyl group, includes, but is not limited to: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 2-methylbutyl, pentyl, isopentyl, neopentyl, hexyl, neohexyl, 2-ethylhexyl, octyl, heptyl, nonyl, decyl, dodecyl, etc.

[0029] In this invention, "halogenated" refers to a group obtained by replacing at least one H in the group with a halogen (e.g., F, Cl, Br, I); "fluorinated" refers to a group obtained by replacing at least one H in the group with F; and "deuterated" refers to a group obtained by replacing at least one H in the group with D.

[0030] In this invention, the C1-C20 alkoxy group, preferably C1-C12 alkoxy group, more preferably C1-C10 alkoxy group, is specifically exemplified by monovalent groups obtained by connecting the above-mentioned straight-chain or branched alkyl groups with O, such as methoxy, ethoxy, propoxy, butoxy, etc.

[0031] In this invention, the C1-C20 alkylthio group, preferably C1-C12 alkylthio group, more preferably C1-C10 alkylthio group, is specifically exemplified by monovalent groups obtained by connecting the above-mentioned straight-chain or branched alkyl groups with S, such as: methylthio, ethylthio, propylthio, isopropylthio, butylthio, tert-butylthio, octylthio, etc.

[0032] Preferably, the benzofuran unit in Formula I Whether the two are the same or different, each is selected independently. Wherein, -* represents the connection site between the benzofuran unit and the ring Ar; R1, R2, a, and b have the same limiting range as in Formula I; b1 is selected from integers from 0 to 3, for example, it can be 0, 1, 2, or 3. R 11 It is selected from any one of hydrogen, deuterium, halogen, cyano, unsubstituted or R'-substituted C1-C20 straight-chain or branched alkyl, unsubstituted or R'-substituted C6-C20 aryl, unsubstituted or R'-substituted C1-C20 alkoxy, and unsubstituted or R'-substituted C1-C20 alkylthio.

[0033] Preferably, the organic compound has a structure as shown in Formula II-A or Formula II-B:

[0034]

[0035] Among them, R 11 It is selected from any one of hydrogen, deuterium, halogen, cyano, unsubstituted or R'-substituted C1-C20 straight-chain or branched alkyl, unsubstituted or R'-substituted C6-C20 aryl, unsubstituted or R'-substituted C1-C20 alkoxy, and unsubstituted or R'-substituted C1-C20 alkylthio.

[0036] Rings Ar, Z1, R1, R2, R', n, m, a, and b have the same range of definition as in Equation I.

[0037] In equation II-A, b1 represents the number of R2, which is an integer selected from 0 to 3, for example, it can be 0, 1, 2 or 3; when b1≥2.

[0038] Preferably, the organic compound has a structure as shown in Formula III-A or Formula III-B:

[0039]

[0040] Preferably, the R 11 It is selected from any one of hydrogen, deuterium, halogen, cyano, unsubstituted or R'-substituted C1-C12 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, C10, etc.) straight-chain or branched alkyl, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkoxy, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylthio, and unsubstituted or R'-substituted C6-C12 (e.g., C6, C9, C10, C12, etc.) aryl.

[0041] Preferably, R 11The R' mentioned herein is independently selected from any one of deuterium, halogen (e.g., F, Cl), cyano, unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl, unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkoxy, and unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylthio.

[0042] Preferably, the R 11 The phenyl group is selected from any one of hydrogen, deuterium, halogen, cyano, C1-C10 straight-chain or branched alkyl, fluorinated C1-C10 straight-chain or branched alkyl, deuterated C1-C10 straight-chain or branched alkyl, C1-C10 alkoxy, C1-C10 alkylthio, phenyl, and phenyl substituted with C1-C6 (e.g., C2, C3, C4, C5, etc.) straight-chain or branched alkyl, more preferably deuterium, fluorine, chlorine, cyano, C1-C6 straight-chain or branched alkyl, fluorinated C1-C6 straight-chain or branched alkyl, deuterated C1-C6 straight-chain or branched alkyl, C1-C6 alkoxy, C1-C6 alkylthio, phenyl, and tert-butyl-substituted phenyl. Any one of them.

[0043] In this invention, the ring Ar is selected from any one of C6-C30 aromatic rings or C3-C30 heteroaromatic rings, preferably any one of a single six-membered ring, a fused ring of two or more six-membered rings, or a fused ring of a six-membered ring and a five-membered ring.

[0044] Preferably, the cyclic Ar is selected from any one of the following groups:

[0045]

[0046]

[0047] This invention does not impose any special limitation on the linkage site of the cyclic Ar. The cyclic Ar can be linked to the benzofuran structure, optionally Z1, through any chemically feasible linkage site.

[0048] Preferably, Z1 is selected from any one of the following unsubstituted or R3-substituted C1-C12 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, C10, etc.) straight-chain or branched alkyl groups, and unsubstituted or R3-substituted groups:

[0049]

[0050] Here, -* represents the connection site between the group Z1 and the ring Ar.

[0051] X1, X2, and X3 are each independently selected from O, S, and NR.21 or CR 22 R 23 Any one of them.

[0052] R 21 R 22 R 23 Each is independently selected from any one of hydrogen, deuterium, C1-C20 straight-chain or branched alkyl, and C6-C20 aryl, preferably any one of hydrogen, C1-C12 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, C10, etc.) straight-chain or branched alkyl, and C6-C16 (e.g., C6, C9, C10, C12, C14, C15, etc.), further preferably any one of hydrogen, C1-C6 straight-chain or branched alkyl, and phenyl, more preferably hydrogen, methyl, or phenyl.

[0053] Preferably, R3 is selected from any one of deuterium, halogen, cyano, unsubstituted or R'-substituted C1-C12 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, C10, etc.) straight-chain or branched alkyl, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkoxy, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylthio, and unsubstituted or R'-substituted C6-C12 (e.g., C6, C9, C10, C12, etc.) aryl.

[0054] Preferably, each of the R's in R3 is independently selected from deuterium, halogen (e.g., F, Cl), cyano, unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl, unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkoxy, and unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylthio.

[0055] More preferably, R3 is selected from any one of deuterium, fluorine, chlorine, cyano, C1-C10 straight-chain or branched alkyl, fluorinated C1-C10 straight-chain or branched alkyl, deuterated C1-C10 straight-chain or branched alkyl, C1-C10 alkoxy, C1-C10 alkylthio, and phenyl; more preferably, deuterium, fluorine, chlorine, cyano, C1-C8 straight-chain or branched alkyl (e.g., methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl, pentyl, hexyl, octyl, etc.), fluorinated C1-C5 straight-chain or branched alkyl (e.g., -CF3, etc.), C1-C5 alkoxy (e.g., methoxy, ethoxy, propoxy, butoxy, etc.), and C1-C8 alkylthio (e.g., methylthio, ethylthio, propylthio, isopropylthio, butylthio, tert-butylthio, octylthio, etc.).

[0056] Preferably, Z1 is selected from any one of the following groups: C1-C6 straight-chain or branched alkyl groups, fluorinated C1-C6 straight-chain or branched alkyl groups, deuterated C1-C6 straight-chain or branched alkyl groups:

[0057]

[0058] Here, -* represents the connection site between the group Z1 and the ring Ar.

[0059] R 31 R 32 Each is independently selected from any one of deuterium, fluorine, chlorine, cyano, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl, fluorinated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl, deuterated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkoxy, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylthio, and phenyl.

[0060] Preferably, R1 and R2 are each independently selected from deuterium, halogen, cyano, unsubstituted or R'-substituted C1-C12 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, C10, etc.) straight-chain or branched alkyl, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkoxy, unsubstituted or R'-substituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylthio, and unsubstituted or R'-substituted C6-C12 (e.g., C6, C9, C10, C12, etc.) aryl.

[0061] Preferably, R' in R1 and R2 is independently selected from any one of deuterium, halogen, cyano, unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl, unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkoxy, unsubstituted or halogenated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylthio, more preferably deuterium, fluorine, chlorine, cyano, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylthio, and more preferably deuterium, fluorine, chlorine, cyano, C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylthio. 3. Any one of the following: straight-chain or branched alkyl groups (C4, C5, C6, C7, C8, C9, etc.); fluorinated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups; deuterated C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched alkyl groups; C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkoxy groups; and C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkylthio groups.

[0062] More preferably, R1 and R2 are each independently selected from deuterium, halogen, cyano, C1-C10 straight-chain or branched alkyl, fluorinated C1-C10 straight-chain or branched alkyl, deuterated C1-C10 straight-chain or branched alkyl, C1-C10 alkoxy, C1-C10 alkylthio, phenyl, and phenyl substituted with C1-C6 (e.g., C2, C3, C4, C5, etc.) straight-chain or branched alkyl. More preferably, deuterium, fluorine, chlorine, cyano, and C1-C8 straight-chain or branched alkyl are selected from the following: Alkyl groups (e.g., methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl, pentyl, hexyl, octyl, etc.), fluorinated C1-C8 straight-chain or branched alkyl groups (e.g., -CF3, etc.), deuterated C1-C8 straight-chain or branched alkyl groups, C1-C6 alkoxy groups (e.g., methoxy, ethoxy, propoxy, butoxy, etc.), C1-C8 alkylthio groups (e.g., methylthio, ethylthio, propylthio, isopropylthio, butylthio, tert-butylthio, octylthio, etc.), alkylthio groups, phenyl groups, and tert-butyl-substituted phenyl groups. Any one of them.

[0063] Preferably, the organic compound is selected from any one of the following compounds:

[0064]

[0065]

[0066]

[0067]

[0068]

[0069]

[0070]

[0071]

[0072] On the other hand, the present invention provides the use of the organic compound as described in the first aspect in an organic electroluminescent device.

[0073] Preferably, the organic compound is applied to the light-emitting layer of the organic electroluminescent device, and more preferably to the host material of the light-emitting layer.

[0074] In a second aspect, the present invention provides an organic electroluminescent device, the organic electroluminescent device comprising a cathode, an anode, and an organic layer disposed between the cathode and the anode, the organic layer comprising the organic compound as described in the first aspect.

[0075] Preferably, the organic layer includes a light-emitting layer, wherein the light-emitting layer includes an organic compound as described in the first aspect.

[0076] Preferably, the light-emitting layer comprises a host material and a light-emitting dye, wherein the host material comprises an organic compound as described in the first aspect.

[0077] The organic compound provided by this invention modifies the aromatic core ring structure through the benzofuran structure, enabling it to simultaneously possess electron and hole transport characteristics. Through the synergistic effect of the benzofuran structure and other groups, the balance of hole and electron transport in the material, as well as the HOMO and LUMO energy levels, and the high singlet and triplet energy levels, can be regulated. As the main material of the light-emitting layer, it enables organic electroluminescent devices to achieve higher device efficiency, while the device efficiency roll-off is slow and the working stability is high.

[0078] In this invention, the luminescent dye includes blue fluorescent dye, blue phosphorescent dye, green luminescent dye, red luminescent dye, etc.; preferably, blue luminescent dye.

[0079] Preferably, based on the mass of the main material as 100%, the mass of the luminescent dye is 0.1-10%, for example, it can be 0.5%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, etc., and more preferably 0.5-5%.

[0080] Preferably, the organic layer further includes an electron transport region and a hole transport region, wherein the electron transport region is located between the cathode and the light-emitting layer, and the hole transport region is located between the anode and the light-emitting layer.

[0081] Preferably, the electron transport region includes any one or a combination of at least two of the following: an electron transport layer, an electron injection layer, and a hole blocking layer.

[0082] Preferably, the hole transport region includes any one or a combination of at least two of the following: a hole injection layer, a hole transport layer, and an electron blocking layer.

[0083] Preferably, the organic electroluminescent device includes an anode, a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, and optionally a hole blocking layer, an electron transport layer, an electron injection layer, and a cathode arranged sequentially.

[0084] This invention does not impose any special limitations on the materials used for the anode, electron transport region, hole transport region, and cathode in organic electroluminescent devices. Any anode material, electron transport region material, hole transport region material, and cathode material known in the art that can be used in organic electroluminescent devices is applicable to this invention.

[0085] Thirdly, the present invention provides an application of the organic electroluminescent device as described in the second aspect in a display device or a lighting device.

[0086] Compared with the prior art, the present invention has the following beneficial effects:

[0087] The organic compound provided by this invention has the structure shown in Formula I. Through the design of the molecular structure and the synergistic effect between the group structures, the HOMO and LUMO energy levels of the molecular skeleton can be tuned, exhibiting excellent bipolar charge transport characteristics, achieving balanced transport of holes and electrons, and simultaneously possessing high singlet and triplet energy levels. As the host material for organic electroluminescent devices, this organic compound can improve the luminous efficiency of the device, resulting in a slower efficiency roll-off and better stability, greatly enriching the existing system of organic electroluminescent functional materials. Detailed Implementation

[0088] The technical solution of the present invention will be further illustrated below through specific embodiments. Those skilled in the art should understand that the embodiments described are merely illustrative of the present invention and should not be construed as limiting the invention in any way.

[0089] In one specific embodiment, the organic compound can be prepared via the following representative synthetic route:

[0090]

[0091] Among them, rings Ar, Z1, R1, R2, n, m, a, and b have the same defined range as in Formula I; one of Y1 and Y2 is selected from halogens (e.g., fluorine, chlorine, bromine, iodine), and the other is... A coupling reaction occurs between halogens and dioxaborane alkyl groups to yield an organic compound with the structure shown in Formula I.

[0092] In one specific embodiment, the coupling reaction is carried out under the catalysis of a palladium catalyst.

[0093] The organic compounds and their specific preparation methods described in this invention will be detailed below using several examples, but the organic compounds and their preparation methods are not limited to these examples.

[0094] Example 1

[0095] Organic compound H-1 The synthesis route is shown below:

[0096]

[0097]

[0098] (1) Synthesis of intermediate 1a

[0099] The air in a dry three-necked flask was replaced with nitrogen (N2). Phenol (2.80 g, 30 mmol) was dissolved in N,N-dimethylformamide (125 mL), and the mixture was stirred with a magnetic stirrer at room temperature for 10 minutes. K2CO3 (10.35 g, 75 mmol) was added, and the mixture was stirred at room temperature for 10 minutes. Then, 1,3-dibromo-2-(bromomethyl)benzene (8.15 g, 25 mmol) was added sequentially, and the reaction was allowed to proceed overnight at room temperature. Thin-layer chromatography (TLC) showed that the reaction was quenched with water after completion. The product was extracted with ethyl acetate (EA), and the organic phase was collected, dried over anhydrous sodium sulfate, and collected by column chromatography. The yield was 92.5%. 1 H NMR (400MHz, CDCl3) δ (ppm): 7.60 (d, J = 8.0Hz, 2H), 7.39-7.29 (m, 2H), 7.14-6.97 (m, 4H), 5.32 (s, 2H).

[0100] (2) Synthesis of intermediate 1b

[0101] The air in a dry three-necked flask was replaced with N2. Potassium tert-butoxide (1.35 g, 1.2 mmol) was added to the flask, and the mixture was vacuum filtered for 15 min. Then, N,N-dimethylformamide (10 mL), 5 mmol of 1a, and p-tert-butylbenzaldehyde (630 μL, 6 mmol) were added sequentially. The mixture was reacted overnight at 70 °C. The reaction was completed by TLC, and the product was purified by column chromatography. The yield was 90.5%. 1 HNMR (400MHz, CDCl3) δ (ppm): 7.84-7.78 (m, 2H), 7.52-7.43 (m, 3H), 7.38 (d, J = 7.8Hz, 1H), 7.14 (t, J = 8.0Hz, 1H), 7.01 (d, J = 0.9Hz, 1H), 1.37 (s, 9H).

[0102] (3) Synthesis of intermediate 1c

[0103] The air in a dry three-necked flask was replaced with N2. 4-Bromo-2-(4-(tert-butyl)phenyl)benzofuran (5.25 g, 16 mmol), pinacol diborate (4.90 g, 19.20 mmol), potassium acetate (3.20 g, 32 mmol), and 1,1'-bis(di-cyclohexylphosphino)ferrocene palladium dichloromethane complex (0.70 g, 0.80 mmol) were added sequentially to the flask. Then, ultra-dry 1,4-dioxane (115 mL) was added, and the mixture was heated to 100 °C and stirred for 24 h. The reaction progress was monitored using TLC. After the reaction was complete and the system temperature cooled to room temperature, the solid product was collected by vacuum filtration and purified by column chromatography to collect the target product. The yield was 92.7%. 1 H NMR (400MHz, CDCl3) δ (ppm): 7.87-7.81 (m, 2H), 7.69 (dt, J = 7.2, 1.3Hz, 1H), 7.59 (dt, J = 8.2, 1.1Hz,1H),7.47(d,J=8.4Hz,2H),7.40(t,J=1.3Hz,1H),1.40(s,13H),1.36(d,J=0.9Hz,9H).

[0104] (3) Synthesis of compound H-1

[0105] In a dry three-necked flask, air was replaced with nitrogen (N2). 1,3-Dibromobenzene (2.34 g, 10 mmol), intermediate 1c (8 g, 22 mmol), cesium carbonate (19.60 g, 12 mmol), and tetrakis(triphenylphosphine)palladium (1.16 g, 1 mmol) were added sequentially. Then, ultra-dry toluene (350 mL) was added, and the mixture was heated to 110 °C and refluxed with stirring. The reaction progress was monitored by TLC. After the reaction was complete and cooled to room temperature, water was added to quench the reaction. The organic phase was extracted with dichloromethane (CH2Cl2), and the target product was collected by column chromatography. The yield was 93.6%. 1 ¹H NMR (400MHz, CDCl₃) δ (ppm): 7.96 (t, 1H), 7.83–7.77 (m, 4H), 7.75–7.70 (m, 2H), 7.67 (m, 1H), 7.55 (m, 2H), 7.48–7.42 (m, 4H), 7.42–7.37 (m, 4H), 7.23 (s, 2H), 1.35 (s, 18H). High-resolution mass spectrometry (HRMS) (ESI): C 42 H 38 O2[M+H] + (m / z) 575.2944, test value 575.2936.

[0106] Example 2

[0107] Organic compound H-2 The synthesis route is shown below:

[0108]

[0109] In a dry three-necked flask, air was replaced with nitrogen (N2). 1,3-Dibromonaphthalene (2.83 g, 10 mmol), intermediate 1c (8 g, 22 mmol), cesium carbonate (19.60 g, 12 mmol), and tetra(triphenylphosphine)palladium (1.16 g, 1 mmol) were added sequentially. Then, ultra-dry toluene (350 mL) was added, and the mixture was heated to 110 °C and stirred under reflux. The reaction progress was monitored by TLC. After the reaction was complete and cooled to room temperature, water was added to quench the reaction. The organic phase was extracted with CH2Cl2, and the target product was collected by column chromatography. The yield was 86.9%. 1H NMR (400MHz, CDCl3) δ (ppm): 8.25-8.19 (m, 1H), 8.10-8.00 (m, 1H), 7.92 (s, 1H), 7.86 (m, 1H), 7.82-7.70 (m ,4H),7.65-7.47(m,4H),7.47-7.34(m,8H),7.28(s,1H),6.76(s,1H),1.33(d,J=4.8Hz,18H).HRMS(ESI):C 46 H 40 O2[M+H] + (m / z) 625.310, test value 625.3087.

[0110] Example 3

[0111] Organic compound H-3 The synthesis route is shown below:

[0112]

[0113] In a dry three-necked flask, air was replaced with nitrogen (N2). 1,3-Dibromonaphthalene (2.83 g, 10 mmol), 2,4-Dibromoquinoline (6.2 g, 22 mmol), cesium carbonate (19.60 g, 12 mmol), and tetrakis(triphenylphosphine)palladium (1.16 g, 1 mmol) were added sequentially, followed by ultra-dry toluene (350 mL). The mixture was heated to 110 °C and refluxed with stirring. The reaction progress was monitored by TLC. After the reaction was complete and cooled to room temperature, water was added to quench the reaction. The organic phase was extracted with CH2Cl2, and the target product was collected by column chromatography. The yield was 70.3%. 1 H NMR (400MHz, CDCl3) δ (ppm): 8.05 (s, 1H), 7.86-7.88 (d, 6H), 7.74-7.76 (d, 2H), 7.67-7. 69(d,1H),7.62-7.64(d,1H),7.72-7.48(m,9H),6.77(s,1H),1.36(s,9H),1.33(s,9H).

[0114] Example 4

[0115] Organic compound H-7 The synthesis route is shown below:

[0116]

[0117] In a dry three-necked flask, air was replaced with N2. 9,10-dibromoanthracene (2.00 g, 6 mmol), intermediate 1c (4.32 g, 13.20 mmol), cesium carbonate (12.52 g, 38.40 mmol), and tetra(triphenylphosphine)palladium (0.70 g, 0.60 mmol) were added, followed by ultra-dry toluene (240 mL). The mixture was heated to 110 °C and refluxed with stirring. The reaction progress was monitored by TLC. After the reaction was complete and cooled to room temperature, water was added to quench the reaction. The organic phase was extracted with CH2Cl2, and the target product was collected by column chromatography. The yield was 85.4%. 1 H NMR (400MHz, CDCl3) δ (ppm): 7.78-7.70 (m, 8H), 7.70-7.64 (m, 2H), 7.53 (t, 2H), 7.45-7.34 (m,6H),7.34-7.28(m,4H),6.52(s,1H),6.42(s,1H),1.32(d,J=5.2Hz,18H).HRMS(ESI):C 50 H 42 O2[M+H] + (m / z) 675.3257, test value 675.3247.

[0118] Example 5

[0119] Organic compound H-8 The synthesis route is shown below:

[0120]

[0121] In a dry three-necked flask, air was replaced with nitrogen (N2). 1,3-Dibromo-7-(tert-butyl)pyrene (4.14 g, 10 mmol), intermediate C (8 g, 22 mmol), cesium carbonate (19.60 g, 12 mmol), and tetra(triphenylphosphine)palladium (1.16 g, 1 mmol) were added sequentially. Then, ultra-dry toluene (350 mL) was added, and the mixture was heated to 110 °C and refluxed with stirring. The reaction progress was monitored by TLC. After the reaction was complete and cooled to room temperature, water was added to quench the reaction. The organic phase was extracted with CH2Cl2, and the target product was collected by column chromatography. The yield was 58.8%. 1H NMR (400MHz, CDCl3) δ (ppm): 8.24 (s, 2H), 8.19 (d, J = 5.0Hz, 1H), 8.11 (m, 2H), 8.02 (m, 2H), 7.74-7.68 (m, 4H), 7.66-7.61 ( m,2H),7.52(m,2H),7.50-7.43(m,2H),7.43-7.34(m,4H),6.75(m,2H),1.60(s,9H),1.31(d,J=4.9Hz,18H).HRMS(ESI): C 56 H 50 O2[M+H] + (m / z) 755.3883, test value 755.3880.

[0122] Example 6

[0123] Organic compound H-13 The synthesis route is shown below:

[0124]

[0125] In a dry three-necked flask, air was replaced with N2. Intermediate 1c (4.73 g, 6 mmol), 2,4-dibromodibenzo[b,d]furan (4.26 g, 13.20 mmol), cesium carbonate (12.52 g, 38.40 mmol), and tetrakis(triphenylphosphine)palladium (0.70 g, 0.60 mmol) were added sequentially. Then, ultra-dry toluene (240 mL) was added, and the mixture was heated to 110 °C and refluxed with stirring. The reaction progress was monitored by TLC. After the reaction was complete and cooled to room temperature, water was added to quench the reaction. The organic phase was extracted with dichloromethane, and the target product was collected by column chromatography in 75.4% yield. 1 H NMR (400MHz, CDCl3) δ (ppm): 8.28 (d, 1H), 8.09 (m, 1H), 7.98 (d, 1H), 7.84-7.75 (m, 4H),7.69-7.55(m,4H),7.52-7.39(m,9H),7.26(d,1H),7.10(d,1H),1.34(d,18H).

[0126] Example 7

[0127] Organic compound H-20 The synthesis route is shown below:

[0128]

[0129] In a dry three-necked flask, air was replaced with nitrogen (N2). 9-(3,5-dibromophenyl)-9H-carbazole (2.39 g, 6 mmol), intermediate c (4.96 g, 13.20 mmol), cesium carbonate (12.52 g, 38.40 mmol), and tetra(triphenylphosphine)palladium (0.70 g, 0.60 mmol) were added sequentially, followed by 240 mL of ultra-dry toluene. The mixture was heated to 110 °C and refluxed with stirring. The reaction progress was monitored by TLC. After the reaction was complete and cooled to room temperature, water was added to quench the reaction. The organic phase was extracted with CH2Cl2, and the target product was collected by column chromatography. The yield was 76.8%. 1 H NMR (400MHz, CDCl3) δ (ppm): 8.21 (m, 2H), 8.08 (t, 1H), 7.94 (s, 2H), 7.83-7.76 (m, 4H), 7. 69(m,2H),7.58(m,2H),7.53-7.37(m,11H),7.37-7.31(m,3H),1.34(s,18H).HRMS(ESI): C 54 H 45 NO2[M+H] + (m / z) 740.3523, test value 740.3510.

[0130] Example 8

[0131] Organic compound H-24 The synthesis route is shown below:

[0132]

[0133] In a dry three-necked flask, air was replaced with nitrogen (N2). Intermediates 1c (4.73 g, 6 mmol), 1a (4.96 g, 13.20 mmol), cesium carbonate (12.52 g, 38.40 mmol), and tetrakis(triphenylphosphine)palladium (0.70 g, 0.60 mmol) were added sequentially, followed by 240 mL of ultra-dry toluene. The mixture was heated to 110 °C and refluxed with stirring. The reaction progress was monitored by TLC. After the reaction was complete and cooled to room temperature, water was added to quench the reaction. The organic phase was extracted with dichloromethane, and the target product was collected by column chromatography. The yield was 58.9%. 1 H NMR (400MHz, CDCl3) δ (ppm): 8.20 (s, 1H), 7.95-7.85 (m, 5H), 7.42-7.28 (m, 12H), 7.26-7 .18(m,8H),7.09(m,2H),6.79(d,J=0.9Hz,2H),1.38(s,36H),1.31(s,18H).HRMS(ESI):C 82 H84 N₂O₂[M+H] + (m / z) 1129.6606, test value 1129.6530.

[0134] Example 9

[0135] Organic compound H-29 The synthesis route is shown below:

[0136]

[0137] The air in the dry flask was replaced with nitrogen. 2c (2.0 g, 4.85 mmol), 2,2'-(naphthalene-1,3-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborane) (1 g, 2.02 mmol), K₂CO₃ (2.76 g, 20.2 mmol), and tetra(triphenylphosphine)palladium Pd(PPh₃)₄ (0.23 g, 0.20 mmol) were added sequentially to the flask. Then, 1,4-dioxane (80 mL) and deionized water (16 mL) were added, and the reaction mixture was refluxed at 110 °C with stirring. TLC showed the reaction was complete. After cooling the solution to room temperature, water was added to quench the reaction. The organic phase was extracted with dichloromethane, and the product was collected by silica gel column chromatography to give a white solid. The yield was 90.2%. 1 H NMR (400MHz, DMSO-d6) δ (ppm): 8.36 (s, 1H), 8.18 (d, J = 8.3Hz, 1H), 7.73 (t, 2H), 7.68-7.53 (m, 6H), 7.50-7.38 (m, 5H), 7.37-7.12 (m, 9H); HRMS (ESI): C 38 H 24 O2[M+H] + 513.1849, test value 513.1847.

[0138] Example 10

[0139] Organic compound H-41 The synthesis route is shown below:

[0140]

[0141] The air in the dry flask was replaced with nitrogen. 2C (1.55 g, 4.85 mmol), 9-(3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborane-2-yl)phenyl)-9H-carbazole (1 g, 2.02 mmol), K₂CO₃ (2.76 g, 20.2 mmol), and Pd(PPh₃)₄ (0.23 g, 0.20 mmol) were added sequentially to the flask. Then, 1,4-dioxane (80 mL) and deionized water (16 mL) were added, and the reaction mixture was refluxed at 110 °C with stirring. TLC showed the reaction was complete. After cooling the solution to room temperature, water was added to quench the reaction. The organic phase was extracted with dichloromethane, and the product was collected by silica gel column chromatography to give a white solid. The yield was 75.8%. 1 H NMR (400MHz, DMSO-d6) δ (ppm): 8.15 (d, J = 6.6 Hz, 2H), 7.76 (d, J = 7.6 Hz, 5H), 7.7 2-7.64(m,2H),7.64-7.49(m,10H),7.37(m,2H),7.32-7.16(m,8H); HRMS(ESI): C 46 H 29 NO2[M+H] + 628.2265, test value 628.2263.

[0142] Example 11

[0143] Organic compound H-57 The synthesis route is shown below:

[0144]

[0145] In a dry three-necked flask, air was replaced with nitrogen (N2). 1,3,5-tris(4,4,5,5-tetramethyl-1,3,2-dioxaborane-2-yl)benzene (1.50 g, 4.39 mmol), intermediate 2c (3.47 g, 14.5 mmol), potassium carbonate (4.54 g, 43.9 mmol), and tetra(triphenylphosphine)palladium (0.38 g, 0.44 mmol) were added sequentially. Then, 1,4-dioxane (90 mL) and deionized water (18 mL) were added, and the mixture was heated to 110 °C and stirred under reflux. The reaction progress was monitored by TLC. After the reaction was complete and cooled to room temperature, water was added to quench the reaction. The organic phase was extracted with dichloromethane, and the target product was collected by column chromatography in 15.3% yield. 1H NMR (400MHz, DMSO-d6) δ (ppm): 7.69 (m, 9H), 7.61 (d, J = 0.8Hz, 3H), 7.53-7.43 (m ,9H),7.42-7.34(m,3H),7.30(d,J=7.7Hz,3H),7.25-7.18(m,3H); HRMS(ESI): C 48 H 30 O3[M+H] + 655.2243, test value 655.2241.

[0146] For other compounds of the present invention, the preparation methods in Examples 1-11 of the specification can be used, and will not be described in detail hereafter.

[0147] Application Example 1

[0148] An organic light-emitting diode (OLED) device includes an anode (ITO), a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, an electron transport layer, an electron injection layer, and a cathode (Al) arranged sequentially; the specific fabrication method is as follows:

[0149] (1) The ITO glass was ultrasonically cleaned with cleaning solution, ethanol / acetone mixed solution and ultrapure water respectively. Then the water on the surface of the ITO glass substrate was dried under infrared drying lamp and treated with ultraviolet ozone plasma.

[0150] (2) Place the ITO glass plate into the vacuum chamber and evacuate to 5×10⁻⁶. -4 After Pa, the compound HAT-CN with a thickness of 5 nm was deposited from the anode as a hole injection layer;

[0151] (3) A compound TAPC with a thickness of 50 nm was deposited on the hole injection layer as a hole transport layer;

[0152] (4) A 5 nm thick compound TCTA was deposited on the hole transport layer as an electron blocking layer;

[0153] (5) A light-emitting layer with a thickness of 20 nm is deposited on the electron blocking layer. The light-emitting layer includes a host material (organic compound H-1 provided by the present invention) and a blue dye 2,3,5,6fTPA-BF. The mass of the blue dye accounts for 3% of the mass of the host material.

[0154] (6) A compound TPBi with a thickness of 40 nm was deposited on the light-emitting layer as an electron transport layer, and the evaporation rate of the aforementioned organic layers was controlled at 0.15 nm / s.

[0155] (7) A 1 nm thick LiF layer is deposited on the electron transport layer as an electron injection layer, with an evaporation rate of 0.5 nm / s;

[0156] (8) An Al layer with a thickness of 80 nm is deposited on the electron injection layer as the cathode of the device to obtain the organic electroluminescent device.

[0157] The material structure in organic electroluminescent devices is as follows:

[0158]

[0159]

[0160] Application Example 2-12, Comparative Example 1

[0161] An organic electroluminescent device differs from Application Example 1 only in that the main material of the light-emitting layer is replaced with the materials in Table 1; the other layers, thicknesses, materials, and preparation methods are the same as in Application Example 1.

[0162] The performance testing methods for organic electroluminescent devices are as follows:

[0163] (1) Emission peak: The emission peak and color coordinates of the material were tested using a PR655 spectroradiometer.

[0164] (2) Turn-on voltage, maximum brightness, highest current efficiency, and external quantum efficiency: The current density-voltage curve of the OLED device was tested by combining a PR655 spectroradiometer with a Keithley 2450 source meter and the luminous brightness at different current densities. Based on the above data, the current efficiency and external quantum efficiency were calculated using the software (Hanguang Company) that comes with the program.

[0165] The test data for the device are shown in Table 1:

[0166] Table 1

[0167]

[0168]

[0169] According to the device test data in Table 1, the present invention, based on the design of molecular structure, enables the organic compound to serve as the main material for blue light, thereby achieving balanced transport of holes and electrons, improving the luminous efficiency and brightness of the device, slowing down the efficiency roll-off, and improving stability.

[0170] The applicant declares that the present invention is illustrated through the above embodiments to demonstrate the organic compounds and organic electroluminescent devices containing the same, but the present invention is not limited to the above embodiments, that is, it does not mean that the present invention must rely on the above embodiments to be implemented. Those skilled in the art should understand that any improvements to the present invention, equivalent substitutions of the raw materials of the product of the present invention, addition of auxiliary components, selection of specific methods, etc., all fall within the protection scope and disclosure scope of the present invention.

Claims

1. An organic compound, characterized in that, The organic compound has the structure shown in Formula I: Among them, ring Ar is selected from any one of C6-C30 aromatic rings or C3-C30 heteroaromatic rings; Z1 is selected from any one of the following: unsubstituted or R3-substituted C6-C30 aryl, unsubstituted or R3-substituted C3-C30 heteroaryl, unsubstituted or R3-substituted C6-C30 arylamino, unsubstituted or R3-substituted C1-C20 straight-chain or branched alkyl, unsubstituted or R3-substituted C1-C20 alkoxy, and unsubstituted or R3-substituted C1-C20 alkylthio. R1, R2, and R3 are each independently selected from any one of deuterium, halogen, cyano, unsubstituted or R'-substituted C1-C20 straight-chain or branched alkyl, unsubstituted or R'-substituted C6-C20 aryl, unsubstituted or R'-substituted C1-C20 alkoxy, and unsubstituted or R'-substituted C1-C20 alkylthio. R' is independently selected from any one of deuterium, halogen, cyano, unsubstituted or halogenated C1-C20 straight-chain or branched alkyl, unsubstituted or halogenated C1-C20 alkoxy, and unsubstituted or halogenated C1-C20 alkylthio. n is an integer selected from 1 to 3; m is selected from integers between 0 and 3; a is an integer from 0 to 2, b is an integer from 0 to 4, and a + b ≤ 5.

2. The organic compound according to claim 1, characterized in that, The organic compound has a structure as shown in formula II-A or II-B: Among them, R 11 It is selected from any one of hydrogen, deuterium, halogen, cyano, unsubstituted or R'-substituted C1-C20 straight-chain or branched alkyl, unsubstituted or R'-substituted C6-C20 aryl, unsubstituted or R'-substituted C1-C20 alkoxy, and unsubstituted or R'-substituted C1-C20 alkylthio. Rings Ar, Z1, R1, R2, R', n, m, a, and b have the same defined range as in Equation I; b1 is selected from integers between 0 and 3; Preferably, the organic compound has a structure as shown in Formula III-A or Formula III-B:

3. The organic compound according to claim 1 or 2, characterized in that, The cyclic Ar is selected from any one of the following groups:

4. The organic compound according to claim 1 or 2, characterized in that, Z1 is selected from any one of the following groups: unsubstituted or R3-substituted C1-C12 straight-chain or branched alkyl groups, and unsubstituted or R3-substituted groups: Wherein, -* represents the connection site between group Z1 and ring Ar; X1, X2, and X3 are each independently selected from O, S, and NR. 21 or CR 22 R 23 Any one of them; R 21 R 22 R 23 Each is independently selected from any one of hydrogen, deuterium, C1-C20 straight-chain or branched alkyl, C6-C20 aryl, preferably any one of hydrogen, C1-C6 straight-chain or branched alkyl, or phenyl; Preferably, R3 is selected from any one of deuterium, halogen, cyano, unsubstituted or R'-substituted C1-C12 straight-chain or branched alkyl, unsubstituted or R'-substituted C1-C10 alkoxy, unsubstituted or R'-substituted C1-C10 alkylthio, and unsubstituted or R'-substituted C6-C12 aryl. More preferably, it is selected from any one of deuterium, fluorine, chlorine, cyano, C1-C10 straight-chain or branched alkyl, fluorinated C1-C10 straight-chain or branched alkyl, deuterated C1-C10 straight-chain or branched alkyl, C1-C10 alkoxy, C1-C10 alkylthio, and phenyl.

5. The organic compound according to claim 1 or 2, characterized in that, Z1 is selected from any one of the following groups: C1-C6 straight-chain or branched alkyl groups, fluorinated C1-C6 straight-chain or branched alkyl groups, deuterated C1-C6 straight-chain or branched alkyl groups: Wherein, -* represents the connection site between group Z1 and ring Ar; R 31 R 32 Each is independently selected from any one of deuterium, fluorine, chlorine, cyano, C1-C10 straight-chain or branched alkyl, fluorinated C1-C10 straight-chain or branched alkyl, deuterated C1-C10 straight-chain or branched alkyl, C1-C10 alkoxy, C1-C10 alkylthio, and phenyl.

6. The organic compound according to claim 1 or 2, characterized in that, R1 and R2 are each independently selected from any one of deuterium, halogen, cyano, unsubstituted or R'-substituted C1-C12 straight-chain or branched alkyl, unsubstituted or R'-substituted C1-C10 alkoxy, unsubstituted or R'-substituted C1-C10 alkylthio, and unsubstituted or R'-substituted C6-C12 aryl. Preferably, R' in R1 and R2 is independently selected from any one of deuterium, fluorine, chlorine, cyano, C1-C10 straight-chain or branched alkyl, fluorinated C1-C10 straight-chain or branched alkyl, deuterated C1-C10 straight-chain or branched alkyl, C1-C10 alkoxy, and C1-C10 alkylthio. Preferably, R1 and R2 are each independently selected from any one of deuterium, halogen, cyano, C1-C10 straight-chain or branched alkyl, fluorinated C1-C10 straight-chain or branched alkyl, deuterated C1-C10 straight-chain or branched alkyl, C1-C10 alkoxy, C1-C10 alkylthio, phenyl, and phenyl substituted with C1-C6 straight-chain or branched alkyl. More preferably, they are any one of deuterium, fluorine, chlorine, cyano, C1-C8 straight-chain or branched alkyl, fluorinated C1-C8 straight-chain or branched alkyl, deuterated C1-C8 straight-chain or branched alkyl, C1-C6 alkoxy, C1-C8 alkylthio, phenyl, and tert-butyl substituted phenyl.

7. The organic compound according to claim 1 or 2, characterized in that, The organic compound is selected from any one of the following compounds:

8. An organic electroluminescent device, characterized in that, The organic electroluminescent device includes a cathode, an anode, and an organic layer disposed between the cathode and the anode, wherein the organic layer includes an organic compound as described in any one of claims 1-7.

9. The organic electroluminescent device according to claim 8, characterized in that, The organic layer includes a light-emitting layer, wherein the light-emitting layer includes an organic compound as described in any one of claims 1-7; Preferably, the light-emitting layer comprises a host material and a light-emitting dye, wherein the host material comprises an organic compound as described in any one of claims 1-7.

10. The application of an organic electroluminescent device as described in claim 8 or 9 in a display device or a lighting device.

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