Organic compound and application thereof

Abstract

The invention provides a compound and application thereof, the compound has a structure as shown in formula (1), in the formula (1), ring E is one of substituted or unsubstituted C10-C60 fused aromatic ring and substituted or unsubstituted C7-C60 fused heteroaromatic ring; the ring F, the ring D1, the ring D2 and the ring D3 are respectively and independently selected from one of substituted or unsubstituted C6-C60 aromatic rings and substituted or unsubstituted C3-C60 heteroaromatic rings; the ring F and the ring E are not connected or are connected through a chemical bond. When the compound provided by the invention is used in the organic electroluminescent device, especially as a luminescent dye material, the efficiency roll-off of the device can be improved, and the service life of the device can be prolonged. # imgabs0 #

Description

Technical Field

[0001] The invention belongs to the technical field of organic electroluminescent materials, and in particular relates to a compound and application thereof, and an organic electroluminescent device containing the compound. Background Art

[0002] In recent years, electroluminescent devices based on organic materials (such as organic light emitting diodes, OLEDs) have become increasingly popular. Compared with electroluminescent devices based on inorganic materials, the inherent flexibility of organic materials makes them very suitable for manufacturing flexible and thin 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.

[0003] 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, the green light luminescent materials 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 meet 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. 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, 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. In addition, phosphorescent materials are usually based on transition metals, such as iridium and platinum. Due to their generally low abundance, they are very expensive among many OLED materials. Therefore, reducing the amount of phosphorescent materials used is critical to reducing the cost of OLEDs.

[0004] 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. Summary of the invention

[0005] In view of the deficiencies of the prior art, the object of the present invention is to provide a compound and its application, and an organic electroluminescent device containing the same.

[0006] The present invention adopts the following technical solutions:

[0007] An organic compound having a structure shown in the following formula (1);

[0008]

[0009] In formula (1), ring E is a substituted or unsubstituted C10-C60 fused aromatic ring, or a substituted or unsubstituted C7-C60 fused heteroaromatic ring;

[0010] Ring F, Ring D1, Ring D2 and Ring D3 are each independently selected from a substituted or unsubstituted C6-C60 aromatic ring, or a substituted or unsubstituted C3-C60 heteroaromatic ring;

[0011] Ring F and Ring E are not connected or connected by a chemical bond;

[0012] Y is selected from C or Si;

[0013] Y1 is selected from a single bond, O, S, Se, NAr 11 , CR 11 R 12 or SiR 13 R 14 Any of the following:

[0014] y is 0 or 1. When y is 0, it means that the Y1 position is a CC single bond;

[0015] Ar 11 Selected from unsubstituted or R A Substituted C6-C60 aryl, unsubstituted or R A Any one of substituted C3-C60 heteroaryl; Ar 11 Not connected to adjacent ring structures or connected to form a ring through chemical bonds;

[0016] R 11 , R 12 , R 13 , R 14 Each independently selected from unsubstituted or R B Substituted C1-C20 straight chain or branched alkyl, unsubstituted or R B Substituted C3-C20 cycloalkyl, unsubstituted or R B Substituted C2-C20 alkenyl, unsubstituted or R B Substituted C6-C60 aryl, unsubstituted or R B Any one of substituted C3-C60 heteroaryl;

[0017] The R 11 With R 12 are not connected or connected to form a ring through chemical bonds, the R 13 With R 14 They are not connected to each other or connected to form a ring through chemical bonds;

[0018] X is selected from O, S, Se, NAr 1 , CR 1 R 2 or SiR 3 R 4 Any of the following:

[0019] Ar 1 Selected from unsubstituted or R C Substituted C6-C60 aryl, unsubstituted or R C Any one of substituted C3-C60 heteroaryl;

[0020] Ar 1 Not connected to adjacent ring structures or connected to form a ring through chemical bonds;

[0021] R 1 , R 2 , R 3 , R 4 Each independently selected from unsubstituted or R D Substituted C1-C20 straight chain or branched alkyl, unsubstituted or R D Substituted C3-C20 cycloalkyl, unsubstituted or R D Substituted C2-C20 alkenyl, unsubstituted or R D Substituted C6-C60 aryl, unsubstituted or R D Any one of substituted C3-C60 heteroaryl;

[0022] The R 1 With R 2 are not connected or connected to form a ring through chemical bonds, the R 3 With R 4 They are not connected to each other or connected to form a ring through chemical bonds;

[0023] X 1 , X 2 Each independently selected from CR 21 or N, the R 21Each is independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, amino, 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 alkylthio, unsubstituted or R" substituted C1-C20 alkylsilyl, unsubstituted or R" substituted C1-C20 alkylamino, unsubstituted or R" substituted C2-C20 alkenyl, unsubstituted or R" substituted C6-C60 aryl ether, unsubstituted or R" substituted C3-C60 heteroaryl ether, One of an unsubstituted or R"-substituted C6-C60 arylthioether group, an unsubstituted or R"-substituted C3-C60 heteroarylthioether group, an unsubstituted or R"-substituted C6-C60 arylsilyl group, an unsubstituted or R"-substituted C3-C60 heteroarylsilyl group, an unsubstituted or R"-substituted C6-C30 arylamino group, an unsubstituted or R"-substituted C3-C30 heteroarylamino group, an unsubstituted or R"-substituted C6-C30 aryloxy group, an unsubstituted or R"-substituted C3-C30 heteroaryloxy group, an unsubstituted or R"-substituted C6-C60 aryl group, and an unsubstituted or R"-substituted C3-C60 heteroaryl group;

[0024] The substituents substituted in the above ring E, ring F, ring D1, ring D2 and ring D3 are each independently selected from halogen, cyano, nitro, hydroxyl, amino, unsubstituted or R'substituted C2-C20 alkenyl, 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 alkylthio, unsubstituted or R'substituted C1-C20 alkylsilyl, unsubstituted or R'substituted C1-C20 alkylamino, unsubstituted or R'-substituted C6-C60 aryl ether, unsubstituted or R'-substituted C3-C60 heteroaryl ether, unsubstituted or R'-substituted C6-C60 aryl thioether, unsubstituted or R'-substituted C3-C60 heteroaryl thioether, unsubstituted or R'-substituted C6-C60 arylsilyl, unsubstituted or R'-substituted C3-C60 heteroarylsilyl, unsubstituted or R'-substituted C6-C60 arylamino, unsubstituted or R'-substituted C3-C60 heteroarylamino, unsubstituted or R'-substituted '-substituted C6-C60 aryloxy, unsubstituted or R'-substituted C3-C60 heteroaryloxy, unsubstituted or R'-substituted C6-C60 aryl, unsubstituted or R'-substituted C3-C60 heteroaryl; R' is selected from halogen, cyano, nitro, hydroxyl, amino, C2-C20 alkenyl, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aryl ether C3-C60 heteroaryl ether group, C6-C60 aryl thioether group, C3-C60 heteroaryl thioether group, C6-C60 aryl silicon group, C3-C60 heteroaryl silicon group, C6-C60 arylamino group, C3-C60 heteroarylamino group, C6-C60 aryloxy group, C3-C60 heteroaryloxy group, C6-C60 aryl group or C3-C60 heteroaryl group or a combination of two thereof; adjacent R's are not connected or are connected to form a ring by chemical bonds; the R' is not connected to the adjacent ring structure or is connected to form a ring by chemical bonds;

[0025] The above R A , R B , R C , R D, R' and R" are each 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 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, C6-C60 aromatic silicon, C3-C60 heteroaromatic silicon, C6-C60 aromatic amino, C3-C60 heteroaromatic amino, C6-C30 aromatic oxy, C3-C30 heteroaromatic oxy, C6-C60 aromatic, and C3-C60 heteroaromatic.

[0026] The compound of the present invention introduces a partially conjugated property in the multiple resonance structure by fusing a benzene ring and a benzo pentane ring on the carbazole boron nitrogen multiple resonance structure, and adjusts the light color to green light and yellow light, while effectively reducing the triplet energy level of the molecule, increasing the single triplet energy level difference, weakening or eliminating the thermally activated delayed fluorescence property of the molecule, and improving the efficiency roll-off and life attenuation caused by the high triplet energy level and slow reverse intersystem crossing of the MR TADF material. However, the introduction of the conjugated part will also cause changes in the spectrum, such as shoulder enhancement and half-peak width broadening, and the increase in the conjugated plane will also lead to poor solubility, increased sublimation temperature, and severe red shift and broadening of the spectrum in the thin film state, thereby affecting the color purity and efficiency in the device.

[0027] At the same time, the present invention connects the dibenzocarbazole structure with the central benzene ring through a quaternary carbon bridging structure, which can inhibit the structural relaxation of the benzocarbazole structure in an excited state, and achieves the purpose of introducing dibenzocarbazole to enhance conjugation and reduce the T1 energy level, while obtaining a narrow spectrum and high-efficiency luminescent material. In addition, the quaternary carbon atom sp3 hybridization has a tetrahedral structure, so the introduced aromatic ring and the BN multiple resonance structure present an orthogonal structure, which is conducive to increasing the solubility of the molecule, and inhibiting the π-π interaction between molecules under the film, and improving the problems of increased sublimation temperature and spectrum red shift and broadening caused by the π-π interaction. When the compound of the present invention is used as a fluorescent dopant in the light-emitting layer of an organic electroluminescent device, it has the excellent performance of improving the device efficiency roll-off and extending the device life.

[0028] In the present invention, the "substituted or unsubstituted" group may be substituted with one substituent or with multiple substituents. When there are multiple substituents, they may be selected from different substituents. When the same expressions are involved in the present invention, they all have the same meaning, and the selection range of substituents is as shown above and will not be repeated one by one.

[0029] In the present specification, the expression of Ca to Cb represents that the number of carbon atoms in the group is a to b. Unless otherwise specified, the number of carbon atoms generally does not include the number of carbon atoms in the substituent.

[0030] In the present specification, 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.

[0031] In the present specification, “each independently” means that when there are multiple subjects, they may be the same as or different from each other.

[0032] In the present invention, the expression of chemical elements, unless otherwise specified, generally includes the concept of isotopes thereof. For example, the expression "hydrogen (H)" includes its isotopes. 1 H (hydrogen or H), 2 The concept of H (deuterium or D); carbon (C) includes 12 C. 13 C, etc., no further details.

[0033] The heteroatom in the present invention generally refers to an atom or an atom group selected from N, O, S, P, Si and Se, preferably selected from N, O and S.

[0034] In the present specification, examples of halogen include fluorine, chlorine, bromine, iodine and the like.

[0035] In the present invention, unless otherwise specified, aryl and heteroaryl include both monocyclic and condensed ring forms.

[0036] In the present invention, the C6-C60 can be C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26, C28, C30, C32, C34, C36, C38, C40, C42, C44, C46, ​​C48, C50, C52, C54, C56 or C58, etc.

[0037] 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.

[0038] The C1-C20 can all be C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18 or C19, etc.

[0039] 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.

[0040] The C6-C30 can all be C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.

[0041] The C3-C30 can all be C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.

[0042] The C2-C10 can all be C2, C3, C4, C5, C6, C7, C8, C9 or C10.

[0043] In the present invention, the substituted or unsubstituted C6-C60 aryl includes a monocyclic aryl and a condensed aryl, preferably a C6-C30 aryl, and more preferably a C6-C20 aryl. The so-called monocyclic aryl refers to a molecule containing at least one phenyl group. When the molecule contains at least two phenyl groups, the phenyl groups are independent of each other and connected by a single bond, such as phenyl, biphenyl, terphenyl, etc. Specifically, the biphenyl includes 2-biphenyl, 3-biphenyl and 4-biphenyl; the terphenyl includes p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl and m-terphenyl-2-yl. Condensed aryl refers to a molecule containing at least two aromatic rings, and the aromatic rings are not independent of each other but share two adjacent carbon atoms to condense each other. For example, naphthyl, anthracenyl, phenanthrenyl, indenyl, fluorenyl, fluoranthenyl, triphenylene, pyrenyl, peryl, The naphthyl group includes 1-naphthyl or 2-naphthyl; the anthracenyl group is selected from 1-anthracenyl, 2-anthracenyl and 9-anthracenyl; the fluorenyl group is selected from 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl and 9-fluorenyl; the pyrenyl group is selected from 1-pyrenyl, 2-pyrenyl and 4-pyrenyl; the naphthacenyl group is selected from 1-naphthacenyl, 2-naphthacenyl and 9-naphthacenyl. The fluorene derivative group is selected from 9,9-dimethylfluorenyl, 9,9-diethylfluorenyl, 9,9-dipropylfluorenyl, 9,9-dibutylfluorenyl, 9,9-dipentylfluorenyl, 9,9-dihexylfluorenyl, 9,9-diphenylfluorenyl, 9,9-dinaphthylfluorenyl, 9,9'-spirobifluorene and benzofluorenyl.

[0044] The C3-C60 heteroaryl mentioned in the present invention includes monocyclic heteroaryl and condensed ring heteroaryl, preferably C3-C30 heteroaryl, more preferably C4-C20 heteroaryl, and more preferably C5-C12 heteroaryl. Monocyclic heteroaryl refers to a molecule containing at least one heteroaryl. When the molecule contains one heteroaryl and other groups (such as aryl, heteroaryl, alkyl, etc.), the heteroaryl and other groups are independent of each other and connected by a single bond. Examples of monocyclic heteroaryl include furanyl, thienyl, pyrrolyl, pyridyl, etc. Condensed ring heteroaryl refers to a molecule containing at least one aromatic heterocycle and one aromatic ring (aromatic heterocycle or aromatic ring), and the two are not independent of each other but share two adjacent atoms and are fused to each other. Examples of fused ring heteroaryl groups include benzofuranyl, benzothiophenyl, isobenzofuranyl, indolyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, acridinyl, isobenzofuranyl, isobenzothiophenyl, benzocarbazolyl, azacarbazolyl, phenothiazinyl, phenazinyl, 9-phenylcarbazolyl, 9-naphthylcarbazolyl, dibenzocarbazolyl, indolocarbazolyl and the like.

[0045] Specific examples of arylene groups in the present invention include divalent groups obtained by removing one hydrogen atom from the above-mentioned examples of aryl groups. The number of carbon atoms in arylene groups includes, but is not limited to, C6, C8, C10, C12, C14, C16, C18, C20, C22, C24, C26, C28, etc. Specific examples of heteroarylene groups in the present invention include divalent groups obtained by removing one hydrogen atom from the above-mentioned examples of heteroaryl groups.

[0046] The aryloxy group in the present invention includes a monovalent group composed of the above-mentioned aryl group and heteroaryl group and oxygen.

[0047] In the present invention, arylamino represents a group formed by substituting one or two aryl groups for hydrogen on amino, wherein the connection point of the arylamino can be connected to the aryl group in the arylamino or to N in the arylamino, and the exemplary carbon number and specific group of the aryl group in the arylamino are the same as described above.

[0048] Examples of the C6-C30 arylamino group mentioned in the present invention include phenylamino, methylphenylamino, naphthylamino, anthracenylamino, phenanthrenylamino, and biphenylamino.

[0049] Examples of the C3-C30 heteroarylamino group mentioned in the present invention include pyridylamino, pyrimidinylamino, dibenzofuranylamino and the like.

[0050] The chain alkyl mentioned in the present invention, unless otherwise specified, includes straight chain alkyl and branched chain alkyl. Specifically, the substituted or unsubstituted C1-C30 chain alkyl is preferably a substituted or unsubstituted C1-C16 chain alkyl, and more preferably a substituted or unsubstituted C1-C10 chain alkyl. The substituted or unsubstituted C1-C10 chain alkyl includes, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, 2-methylbutyl, n-pentyl, sec-pentyl, neopentyl, n-hexyl, neohexyl, n-heptyl, n-octyl, 2-ethylhexyl, etc.

[0051] In the present invention, the cycloalkyl group includes monocycloalkyl and polycycloalkyl; wherein the monocycloalkyl group refers to an alkyl group containing a single cyclic structure; the polycycloalkyl group refers to a structure composed of two or more cycloalkyl groups sharing one or more carbon atoms on the ring; the C3-C20 cycloalkyl group can be exemplified by cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, etc.

[0052] In the present specification, the substituted or unsubstituted C1-C20 alkoxy group is preferably a substituted or unsubstituted C1-C10 alkoxy group. Examples of the C1-C10 alkoxy group include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy, isobutoxy, tert-butoxy, pentyloxy, isopentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy and the like, among which methoxy, ethoxy, n-propoxy, isopropoxy, tert-butoxy, sec-butoxy, isobutoxy and isopentyloxy are preferred, and methoxy is more preferred.

[0053] In the present specification, as the substituted or unsubstituted C1-C20 silyl group, as the substituted or unsubstituted C1-C10 silyl group, examples of the C1-C10 silyl group can be a silyl group substituted by the groups listed in the above-mentioned C1 to C10 alkyl groups, specifically including: methylsilyl, dimethylsilyl, trimethylsilyl, ethylsilyl, diethylsilyl, triethylsilyl, tert-butyldimethylsilyl, tert-butyldiphenylsilyl and the like groups.

[0054] In the present specification, the C2-C10 alkenyl group is a hydrocarbon group containing at least one C=C double bond, and illustratively includes but is not limited to: vinyl, propenyl, allyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, butadienyl, pentadienyl and the like.

[0055] It should be noted that, for the sake of convenience, the possible effects of each group / feature are described separately in this application, but this does not mean that these groups / features act in isolation. In fact, the reason for obtaining good performance is essentially the optimized combination of the entire molecule, which is the result of the synergistic effect between the various groups, rather than the effect of a single group.

[0056] More preferably, in formula (1), X is selected from O, S or NAr 1 More preferably, X is NAr 1 .

[0057] More preferably, in formula (1), Y is selected from C or Si; preferably, Y is selected from C.

[0058] More preferably, in formula (1), ring E is a structure represented by formula (e):

[0059]

[0060] In formula (e), ring E1 is fused to the benzene ring at any position among e1, e2 or e3, and e4 is the fusion position of formula (e) in formula (1); ring E1 is a substituted or unsubstituted C6-C54 aromatic ring, or a substituted or unsubstituted C3-C54 heteroaromatic ring;

[0061] Preferably, ring E1 is fused via the e2 position; more preferably, ring E1 is one of substituted or unsubstituted C6-C54 aromatic rings.

[0062] More preferably, in formula (e), ring E1 is a structure represented by formula (E1):

[0063]

[0064] Wherein, the dotted line represents the fusion site of formula (E1) in formula (e);

[0065] E 11 、E 12 、E 13 、E 14 Each independently selected from CR 22 or N, the R 22Each of the following is independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, amino, 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 alkylthio, unsubstituted or R"' substituted C1-C20 alkylsilyl, unsubstituted or R"' substituted C1-C20 alkylamino, unsubstituted or R"' substituted C6-C60 aryl ether, unsubstituted or R"' substituted C3-C60 heteroaryl ether, unsubstituted or R"' substituted C1-C20 alkylthio, unsubstituted or R"' substituted C1-C20 alkylsilyl, unsubstituted or R"' substituted C1-C20 alkylamino, unsubstituted or R"' substituted C6-C60 aryl ether, unsubstituted or R"' substituted C3-C60 heteroaryl ether, unsubstituted or R"' substituted C1-C20 alkylthio, unsubstituted or R"' substituted C1-C20 alkylsilyl, unsubstituted or R"' substituted C1-C20 One of a substituted or R"'-substituted C6-C60 arylthioether group, an unsubstituted or R"'-substituted C3-C60 heteroarylthioether group, an unsubstituted or R"'-substituted C6-C60 arylsilyl group, an unsubstituted or R"'-substituted C3-C60 heteroarylsilyl group, an unsubstituted or R"'-substituted C6-C30 arylamino group, an unsubstituted or R"'-substituted C3-C30 heteroarylamino group, an unsubstituted or R"'-substituted C6-C30 aryloxy group, an unsubstituted or R"'-substituted C3-C30 heteroaryloxy group, an unsubstituted or R"'-substituted C6-C60 aryl group, and an unsubstituted or R"'-substituted C3-C60 heteroaryl group;

[0066] R'' is selected from halogen, cyano, nitro, hydroxyl, amino, C1-C20 straight or branched alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, Any one of C6-C60 arylsilyl, C3-C60 heteroarylsilyl, C6-C60 arylamino, C3-C60 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C60 aryl, C3-C60 heteroaryl; adjacent R''s are not connected or are connected to form a ring by chemical bonds; the R'' is not connected to the adjacent ring structure or is connected to form a ring by chemical bonds;

[0067] Preferably, the E 11 、E 12 、E 13 、E 14 Each independently selected from CR 22 ;

[0068] More preferably, E 11 、E 12 、E 13 、E 14 Each independently selected from CR 22 , the R 22Each is independently selected from one of hydrogen, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C30 arylamino, C6-C30 heteroarylamino, C6-C60 aryl, and C3-C60 heteroaryl; more preferably, E 1 、E 2 、E 3 、E 4 Each independently selected from CR 22 , the R 22 Each is independently selected from one of hydrogen, C1-C10 straight or branched alkyl, C3-C10 cycloalkyl, C1-C10 alkylsilyl, C1-C10 alkylamino, C6-C30 arylamino, C6-C30 heteroarylamino, C6-C30 aryl, and C3-C30 heteroaryl; most preferably, E 1 、E 2 、E 3 、E 4 Each independently selected from CR 22 , the R 22 Selected from hydrogen.

[0069] Further, ring F, ring D1, ring D2 and ring D3 are each independently selected from a substituted or unsubstituted C6-C30 aromatic ring, a substituted or unsubstituted C3-C30 heteroaromatic ring;

[0070] Preferably, ring F and ring D1 have a structure as shown in formula (a):

[0071]

[0072] In formula (a), Y 1 , Y 2 , Y 3 , Y 4 Each independently selected from CR 23 or N, adjacent R 23 They are not connected or connected to form a loop;

[0073] R 23each independently 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 alkylthio, unsubstituted or R"" substituted C1-C20 alkoxy, unsubstituted or R"" substituted C1-C20 alkylsilyl, unsubstituted or R"" substituted C1-C20 alkylamino, unsubstituted or R"" substituted C6-C60 aryl ether, unsubstituted or R"" substituted C3-C60 heteroaryl ether, unsubstituted or R"" substituted C6 - one of C60 arylthioether, unsubstituted or R"" substituted C3-C60 heteroarylthioether, unsubstituted or R"" substituted C6-C60 arylsilyl, unsubstituted or R"" substituted C3-C60 heteroarylsilyl, cyano, nitro, hydroxyl, amino, unsubstituted or R"" substituted C6-C30 arylamino, unsubstituted or R"" substituted C3-C30 heteroarylamino, unsubstituted or R"" substituted C6-C30 aryloxy, unsubstituted or R"" substituted C3-C30 heteroaryloxy, unsubstituted or R"" substituted C6-C60 aryl, and unsubstituted or R' substituted C3-C60 heteroaryl;

[0074] R"" is selected from halogen, cyano, nitro, hydroxyl, amino, C2-C20 alkenyl, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, C The invention relates to a C6-C60 arylsilyl, C3-C60 heteroarylsilyl, C6~C60 arylamino, C3~C60 heteroarylamino, C6~C60 aryloxy, C3~C60 heteroaryloxy, C6~C60 aryl or C3~C60 heteroaryl, or a combination of two thereof; adjacent R""s are not connected or are connected to form a ring by chemical bonds; the R' is not connected to the adjacent ring structure or is connected to form a ring by chemical bonds.

[0075] Furthermore, the compound of the present invention has a structure shown in formula (1-1),

[0076]

[0077] Among them, ring D2, ring D3, Y, Y1, y, X 1 , X 2 ,Ar 1 The definition range of is the same as that in formula (1); the definition range of ring E1 is the same as that in formula (e); 1 , Y 2 , Y 3, Y 4 The definition range of Y is the same as that in formula (a); 1’ , Y 2’ , Y 3’ , Y 4’ The definition range of Y 1 , Y 2 , Y 3 , Y 4 The definition is the same.

[0078] More preferably, ring F has a structure represented by formula (a-1):

[0079]

[0080] In formula (a-1), ring A1 is fused to the benzene ring through any position of a1, a2 or a3; ring A1 is selected from a substituted or unsubstituted C6-C24 aromatic ring, a substituted or unsubstituted C3-C24 heteroaromatic ring.

[0081] Furthermore, the compound of the present invention has a structure as shown in formula (2-1):

[0082]

[0083] Among them, ring D2, ring D3, Y, Y1, y, X 1 , X 2 ,Ar 1 The definition ranges of are the same as those in formula (1);

[0084] The definition of ring E1 is the same as that in formula (e);

[0085] Y 1 , Y 2 , Y 3 , Y 4 The definition range of Y is the same as that in formula (a); 1’ , Y 2’ , Y 3’ , Y 4’ The definition range of Y 1 , Y 2 , Y 3 , Y 4 The definition of is the same as;

[0086] The definition range of ring A1 is the same as that in formula (a-1).

[0087] Further preferably, ring D1 is selected from the structure shown in formula (d-1):

[0088]

[0089] wherein ring D1 is fused to the parent core of formula (1) through any position among a, b or c;

[0090] Y2 and Y3 are each independently selected from a single bond, O, S, Se, NAr 31 , CR 31 R 32 or SiR 33 R 34 Any of the following:

[0091] m and n are each independently 0 or 1, and m and n are not 0 at the same time; when m and n are 0, it means that the Y2 and Y3 positions are CC single bonds;

[0092] Ar 31 Any one selected from unsubstituted or R""' substituted C6-C60 aryl, unsubstituted or R""' substituted C3-C60 heteroaryl; Ar 31 Not connected to adjacent ring structures or connected to form a ring through chemical bonds;

[0093] R 31 , R 32 , R 33 , R 34 Each is independently selected from any one of 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;

[0094] The R 31 With R 32 are not connected or connected to form a ring through chemical bonds, the R 33 With R 34 They are not connected to each other or connected to form a ring through chemical bonds;

[0095] Ring D 11 One selected from a substituted or unsubstituted C6-C22 aromatic ring, a substituted or unsubstituted C3-C22 heteroaromatic ring;

[0096] Preferably, ring D1 is selected from the structure shown in formula (d-2):

[0097]

[0098] X a1 , X a2 , X a3 , X a4 Each is independent of CR 7 or N, two adjacent R 7Connected or not connected;

[0099] R 7 Each independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, amino, 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 alkylthio, unsubstituted or R""' substituted C4-C20 alkylsilyl, unsubstituted or R"' substituted C1~C20 alkylamino, unsubstituted or R"' substituted C2~C20 alkenyl, unsubstituted or R""' substituted C6-C60 aryl ether, One of an unsubstituted or R"-substituted C3-C60 heteroaryl ether group, an unsubstituted or R""'-substituted C6-C60 aryl thioether group, an unsubstituted or R""'-substituted C3-C60 heteroaryl thioether group, an unsubstituted or R""'-substituted C6-C60 arylsilyl group, an unsubstituted or R""'-substituted C3-C60 heteroarylsilyl group, an unsubstituted or R""'-substituted C6-C60 arylamino group, an unsubstituted or R""'-substituted C3-C30 heteroarylamino group, an unsubstituted or R""'-substituted C6-C60 aryl group, and an unsubstituted or R""'-substituted C3-C60 heteroaryl group;

[0100] The above R""' are each 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 alkylthio, C1-C20 alkylsilyl, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, C6-C60 aromatic silicon, C3-C60 heteroaromatic silicon, C6-C60 aromatic amino, C3-C60 heteroaromatic amino, C6-C30 aromatic oxy, C3-C30 heteroaromatic oxy, C6-C60 aromatic, and C3-C60 heteroaromatic groups, or a combination of at least two thereof.

[0101] Furthermore, the compound of the present invention has a structure as shown in any one of formula (3-1), formula (3-2), and formula (3-3):

[0102]

[0103] Among them, ring D2, ring D3, Y, Y1, y, X 1 , X 2 ,Ar 1 The definition ranges of are the same as those in formula (1);

[0104] The definition of ring E1 is the same as that in formula (e);

[0105] The definition range of ring A1 is the same as that in formula (a-1);

[0106] Y2, Y3, m, n, X a1 , X a2 , X a3 , X a4 The definition range is the same as that in formula (d-2);

[0107] Preferably, it has a structure as shown in formula (3-1).

[0108] Further preferably, the ring D2 and ring D3 are selected from the structure shown in formula (d-21):

[0109]

[0110] In formula (d-21), Y 11 , Y 12 , Y 13 , Y 14 Each independently selected from CR 24 or N, adjacent R 24 They are not connected or connected to form a loop;

[0111] R 24 each independently 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 alkylthio, unsubstituted or R"" substituted C1-C20 alkoxy, unsubstituted or R"" substituted C1-C20 alkylsilyl, unsubstituted or R"" substituted C1-C20 alkylamino, unsubstituted or R"" substituted C6-C60 aryl ether, unsubstituted or R"" substituted C3-C60 heteroaryl ether, unsubstituted or R"" substituted C6 - one of C60 arylthioether, unsubstituted or R"" substituted C3-C60 heteroarylthioether, unsubstituted or R"" substituted C6-C60 arylsilyl, unsubstituted or R"" substituted C3-C60 heteroarylsilyl, cyano, nitro, hydroxyl, amino, unsubstituted or R"" substituted C6-C30 arylamino, unsubstituted or R"" substituted C3-C30 heteroarylamino, unsubstituted or R"" substituted C6-C30 aryloxy, unsubstituted or R"" substituted C3-C30 heteroaryloxy, unsubstituted or R"" substituted C6-C60 aryl, and unsubstituted or R' substituted C3-C60 heteroaryl;

[0112] R"" is selected from halogen, cyano, nitro, hydroxyl, amino, C2-C20 alkenyl, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, C The invention relates to a C6-C60 arylsilyl, C3-C60 heteroarylsilyl, C6~C60 arylamino, C3~C60 heteroarylamino, C6~C60 aryloxy, C3~C60 heteroaryloxy, C6~C60 aryl or C3~C60 heteroaryl, or a combination of two thereof; adjacent R""s are not connected or are connected to form a ring by chemical bonds; the R' is not connected to the adjacent ring structure or is connected to form a ring by chemical bonds.

[0113] Furthermore, the compound of the present invention has a structure as shown in formula (4-1):

[0114]

[0115] Among them, Y, Y1, y, X 1 , X 2 ,Ar 1 The definition ranges of are the same as those in formula (1);

[0116] The definition of ring E1 is the same as that in formula (e);

[0117] The definition range of ring A1 is the same as that in formula (a-1);

[0118] Y2, Y3, m, n, X a1 , X a2 , X a3 , X a4 The definition range is the same as that in formula (d-2);

[0119] Y 11 , Y 12 , Y 13 , Y 14 The definition range of is the same as that in formula (d-21); Y 11 ', Y 12 ', Y 13 ', Y 14 The definition range of ' is the same as Y 11 , Y 12 , Y 13 , Y 14 The definition scope is the same.

[0120] Furthermore, the compound of the present invention has a structure as shown in formula (5-1):

[0121]

[0122] Among them, the dotted line represents connection or non-connection;

[0123] E 1 、E 2 、E 3 、E 4 The definition range is the same as that in formula (E1);

[0124] Y, Y1, y, X 1 , X 2 ,Ar 1 The definition ranges of are the same as those in formula (1);

[0125] The definition range of ring A1 is the same as that in formula (a-1);

[0126] Y2, Y3, m, n, X a1 , X a2 , X a3 , X a4 The definition range is the same as that in formula (d-2);

[0127] Y 11 , Y 12 , Y 13 , Y 14 The definition range of is the same as that in formula (d-21); Y 11 ', Y 12 ', Y 13 ', Y 14 The definition range of ' is the same as Y 11 , Y 12 , Y 13 , Y 14 The definition scope is the same.

[0128] More preferably, the Ar 1 Selected from the structure shown in formula (a-3):

[0129]

[0130] U1, U2, U3, U4, and U5 are each independently N or CR 26 , adjacent R 26 are not connected or connected to form a ring, the R 26 Not connected to adjacent ring structures or connected to form a ring through chemical bonds; R 26Each is independently selected from any one or a combination of at least two of hydrogen, halogen, cyano, nitro, hydroxyl, amino, C1-C20 straight or branched alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, C6-C60 aromatic silicon, C3-C60 heteroaromatic silicon, C6-C60 aromatic amino, C3-C60 heteroaromatic amino, C6-C30 aromatic oxy, C3-C30 heteroaromatic oxy, C6-C60 aromatic, and C3-C60 heteroaromatic.

[0131] Furthermore, the compound of the present invention has a structure as shown in formula (6-1):

[0132]

[0133] Among them, the dotted line represents connection or non-connection;

[0134] E 1 、E 2 、E 3 、E 4 The definition range is the same as that in formula (E1);

[0135] Y, Y1, y, X 1 , X 2 ,Ar 1 The definition ranges of are the same as those in formula (1);

[0136] The definition range of ring A1 is the same as that in formula (a-1);

[0137] Y2, Y3, m, n, X a1 , X a2 , X a3 , X a4 The definition range is the same as that in formula (d-2);

[0138] Y 11 , Y 12 , Y 13 , Y 14 The definition range of is the same as that in formula (d-21); Y 11 ', Y 12 ', Y 13 ', Y 14 The definition range of ' is the same as Y 11 , Y 12 , Y 13 , Y 14The definition range of U1, U2, U3, and U4 is the same as that in formula (a-3);

[0139] Preferably, ring A1 is fused to the compound of formula (6-1) via the a2 position.

[0140] Furthermore, in each of the above general formulae, ring A1 is selected from the structure shown in formula (a-2):

[0141]

[0142] In formula (a-2), Y 21 , Y 22 , Y 23 , Y 24 Each independently selected from CR 25 or N, adjacent R 25 They are not connected or connected to form a loop;

[0143] R 25 each independently 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 alkylthio, unsubstituted or R"" substituted C1-C20 alkoxy, unsubstituted or R"" substituted C1-C20 alkylsilyl, unsubstituted or R"" substituted C1-C20 alkylamino, unsubstituted or R"" substituted C6-C60 aryl ether, unsubstituted or R"" substituted C3-C60 heteroaryl ether, unsubstituted or R"" substituted C6 - one of C60 arylthioether, unsubstituted or R"" substituted C3-C60 heteroarylthioether, unsubstituted or R"" substituted C6-C60 arylsilyl, unsubstituted or R"" substituted C3-C60 heteroarylsilyl, cyano, nitro, hydroxyl, amino, unsubstituted or R"" substituted C6-C30 arylamino, unsubstituted or R"" substituted C3-C30 heteroarylamino, unsubstituted or R"" substituted C6-C30 aryloxy, unsubstituted or R"" substituted C3-C30 heteroaryloxy, unsubstituted or R"" substituted C6-C60 aryl, and unsubstituted or R' substituted C3-C60 heteroaryl;

[0144] R"" is selected from halogen, cyano, nitro, hydroxyl, amino, C2-C20 alkenyl, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, C The invention relates to a C6-C60 arylsilyl, C3-C60 heteroarylsilyl, C6~C60 arylamino, C3~C60 heteroarylamino, C6~C60 aryloxy, C3~C60 heteroaryloxy, C6~C60 aryl or C3~C60 heteroaryl, or a combination of two thereof; adjacent R""s are not connected or are connected to form a ring by chemical bonds; the R' is not connected to the adjacent ring structure or is connected to form a ring by chemical bonds.

[0145] Furthermore, in each of the above general formulas, m and n are both 1, and Y2 and Y3 are each independently selected from O, S, NAr 31 , CR 31 R 32 Preferably, m and n are both 1, Y2 and Y3 are each independently selected from O, NAr 31 , CR 31 R 32 Any of the following:

[0146] Alternatively, one of m and n is 0 and the other is 1, and Y2 and Y3 are each independently selected from O, S, NAr 31 , CR 31 R 32 Preferably, one of m and n is 0 and the other is 1, and Y2 and Y3 are each independently selected from NAr 31 or CR 31 R 32 Most preferably, one of m and n is 0 and the other is 1, and Y2 and Y3 are each independently selected from NAr 31 .

[0147] Furthermore, in each of the above general formulas, Y1 is selected from a single bond, O, S, NAr 11 , CR 11 R 12 or SiR 13 R 14 Any of the following:

[0148] and / or, X 1 , X 2 Each independently selected from CR 21 , the R 21Each is independently selected from one of hydrogen, halogen, cyano, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C2-C20 alkenyl, C1-C20 alkylthio, C1-C20 alkoxy, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C30 arylamino, C3-C30 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C60 aryl, and C3-C60 heteroaryl;

[0149] Preferably, R 21 Each is independently selected from one of hydrogen, cyano, C1-C5 straight or branched alkyl, C3-C10 cycloalkyl, C6-C30 arylamino, C3-C30 heteroarylamino, C6-C30 aryl, and C3-C30 heteroaryl;

[0150] Preferably, Y1 is selected from a single bond, NAr 11 , CR 11 R 12 or SiR 13 R 14 More preferably, Y1 is selected from a single bond, CR 11 R 12 Any one of; Most preferably, Y1 is selected from a single bond; and / or, X 1 , X 2 Each independently selected from CR 21 , the R 21 Selected from hydrogen;

[0151] Preferably, the Y 12 or Y 13 Selected from CR 24 , adjacent R 24 They are not connected or connected to form a loop;

[0152] R 24 Each is independently selected from one of hydrogen, unsubstituted or R"" substituted C1-C10 straight or branched alkyl, unsubstituted or R"" substituted C3-C10 cycloalkyl, and unsubstituted or R"" substituted C6-C30 aryl;

[0153] R"" is selected from one or a combination of halogen, C1-C10 straight or branched alkyl, C6-C30 aryl; adjacent R"" are not connected or connected to form a ring through chemical bonds; the R' is not connected to the adjacent ring structure or connected to form a ring through chemical bonds;

[0154] Preferably, R 24 Each is independently selected from one of hydrogen, unsubstituted or R"" substituted C1-C5 straight or branched alkyl, unsubstituted or R"" substituted C3-C10 cycloalkyl, and unsubstituted or R"" substituted C6-C18 aryl;

[0155] R"" is selected from one or a combination of fluorine, C1-C5 straight or branched alkyl, C6-C18 aryl;

[0156] Preferably, the Y 12‘ or Y 13’ Selected from CR 24 , adjacent R 24 They are not connected or connected to form a loop;

[0157] R 24 Each is independently selected from one of hydrogen, unsubstituted or R"" substituted C1-C10 straight or branched alkyl, unsubstituted or R"" substituted C3-C10 cycloalkyl, and unsubstituted or R"" substituted C6-C30 aryl;

[0158] R"" is selected from one or a combination of halogen, C1-C10 straight or branched alkyl, C6-C30 aryl; adjacent R"" are not connected or connected to form a ring through chemical bonds; the R' is not connected to the adjacent ring structure or connected to form a ring through chemical bonds;

[0159] Preferably, R 24 Each is independently selected from one of hydrogen, unsubstituted or R"" substituted C1-C5 straight or branched alkyl, unsubstituted or R"" substituted C3-C10 cycloalkyl, and unsubstituted or R"" substituted C6-C18 aryl;

[0160] R"" is selected from one or a combination of fluorine, C1-C5 straight or branched alkyl, C6-C18 aryl;

[0161] Preferably, the U 2 or U 3 Selected from CR 26 , adjacent R 26 are not connected or connected to form a ring; the R 26 Not connected to adjacent ring structures or connected to form a ring through chemical bonds; R 26 Each is independently selected from any one or a combination of at least two of hydrogen, C1-C10 straight or branched alkyl, C3-C10 cycloalkyl, C6-C20 arylamino, and C6-C30 aryl; 26 Not connected to adjacent ring structures or connected to form a ring through chemical bonds;

[0162] Preferably, R 26 Each is independently selected from any one or a combination of at least two of hydrogen, C1-C5 straight or branched alkyl, C3-C10 cycloalkyl, C6-C20 arylamino, and C6-C20 aryl.

[0163] Further preferably, the organic compound of the present invention has a structure shown in the following chemical formula:

[0164]

[0165]

[0166]

[0167]

[0168]

[0169]

[0170]

[0171]

[0172]

[0173]

[0174]

[0175]

[0176]

[0177]

[0178]

[0179]

[0180]

[0181] As another aspect of the present invention, there is also provided a use of the compound as described above in an organic electroluminescent device. Specifically, it is preferably used as a light-emitting layer material in an organic electroluminescent device.

[0182] As another aspect of the present invention, an organic electroluminescent device is provided, comprising a first electrode, a second electrode and an organic layer inserted between the first electrode and the second electrode, characterized in that the organic layer contains the compound of the general formula of the present invention as described above.

[0183] The present invention also provides an organic electroluminescent device, which comprises a first electrode, a second electrode and at least one or more light-emitting functional layers inserted between the first electrode and the second electrode, wherein the light-emitting functional layer contains at least one compound described in the present invention.

[0184] Further preferably, the light-emitting functional layer contains at least one compound described in the present invention, and also includes a light-emitting host material and a sensitizer material. The host material of the light-emitting layer can be a single P-type host material, an N-type host material, a single molecule exciplex host material, or a mixture of two host materials. The light-emitting layer can contain a sensitizer, and the sensitizer material can be a thermally activated delayed fluorescent material, a phosphorescent luminescent material, or a mixture of a thermally activated delayed fluorescent material and a phosphorescent luminescent material.

[0185] The present invention further discloses a display screen or a display panel, wherein the organic electroluminescent device as described above is adopted in the display screen or the display panel; preferably, the display screen or the display panel is an OLED display. DETAILED DESCRIPTION

[0186] 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.

[0187] In a specific embodiment, the organic compound can be prepared by the following synthetic route 1:

[0188]

[0189] Among them, Y1, Y2, X5~X 14 , X a1 ~X a4 , X b1 ~X b4 , has the same limited range as formula (1).

[0190] In a specific embodiment, the organic compound can be prepared by the following synthetic route 2:

[0191]

[0192]

[0193] Among them, Y1, Y2, X5~X 14 , X a1 ~X a4 , X b1 ~X b5, has the same limited range as formula (1).

[0194] In a specific embodiment, the organic compound can be prepared by the following synthetic route 3:

[0195]

[0196]

[0197] Among them, Y1, Y2, X5~X 14 , X a1 ~X a4 , X b1 ~X b4 It has the same limited range as formula (1).

[0198] Synthesis Example

[0199] Synthesis of compound M001

[0200] Synthesis of intermediate M001-1

[0201]

[0202] Weigh 1-bromo-2,4-difluoro-3-chlorobenzene (6.13 g, 1.2 eq), 7H-dibenzocarbazole (6.0 g, 1.0 eq), cesium carbonate (14.63 g, 2.0 eq) and place in a 500 ml three-necked round-bottom flask, add 100 ml N,N-dimethylformamide, and heat to 40 ° C under nitrogen atmosphere for 12 hours. 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. 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 the target compound was obtained by silica gel column chromatography.

[0203] Synthesis of intermediate M001-2

[0204]

[0205] Weigh M001-1 (5.0 g, 1.0 eq), 12-phenyl-5,12-dihydroindole [3,2-A] carbazole (3.57 g, 1.02 eq), cesium carbonate (8.58 g, 2.5 q) and place in a 500 ml three-necked round-bottom flask, add 100 ml N,N-dimethylformamide, heat to 110 ° C under nitrogen atmosphere for 12 hours. 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 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 the target compound was obtained by silica gel column chromatography.

[0206] Synthesis of Compound M001-3

[0207]

[0208] Weigh M001-2 (7.0 g, 1.0 eq) and place it in a 500 ml three-necked round-bottom flask, add 100 ml of ultra-dry tetrahydrofuran, and under nitrogen atmosphere, cool it to below -70°C through a liquid nitrogen-ethanol mixed solution, then slowly add 2.5M n-butyl lithium solution (5.34 mL, 1.5 eq), stir at -70°C for half an hour, slowly drop 9-fluorenone (2.40 g, 1.5 eq) tetrahydrofuran solution, stir at -70°C for half an hour after the dropwise addition, slowly return to room temperature and stir overnight. After the reaction is completed, add a saturated ammonium chloride solution to quench the reaction, extract three times with 150 ml of dichloromethane, wash the organic phase with water three times, dry the organic phase over anhydrous sodium sulfate, and remove the solvent by vacuum distillation. Add 150 ml of dichloromethane to the obtained solid, add 4.7 mL (2.0 eq) of boron trifluoride ether (mass fraction 46.5%) under stirring at room temperature, and stir overnight at room temperature. 100 ml of saturated sodium bicarbonate solution was added to quench the reaction, and 100 ml of dichloromethane was added to the mixed solution for extraction. The organic phase was washed with water three times, dried over anhydrous sodium sulfate, loaded with silica gel and chromatographed on a silica gel column to obtain the target compound M001-3.

[0209] Synthesis of compound M001

[0210]

[0211] Weigh M001-3 (4.0 g, 1.0 eq) and place it in a 500 ml three-necked round-bottom flask, add 60 ml of anhydrous xylene, and under nitrogen atmosphere, cool it to below -30°C through a liquid nitrogen-ethanol mixed solution, slowly add 1.6M tert-butyl lithium solution (5.74 mL, 2.0 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 60°C for 2 hours. Cool it to below -30°C through a liquid nitrogen-ethanol mixed solution again, add boron tribromide (1.1 mL, 2.5 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 60°C for 1 hour. Cool it to below -0°C through a liquid nitrogen-ethanol mixed solution again, add N,N-diisopropylethylamine (3.05 mL, 4.0 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 120°C for 10 hours. After the reaction is completed, the mixture is allowed to stand and cool, and most of the xylene is removed by vacuum distillation. The residual mixture is subjected to silica gel column chromatography to obtain a crude product, which is then subjected to column chromatography and recrystallization to obtain the target compound M001. High-resolution mass spectrometry detection of the target molecular mass: 843.176 (theoretical value: 843.28)

[0212] Synthesis of compound M261

[0213] Synthesis of intermediate M261-1

[0214]

[0215] Weigh 1-bromo-3-chloro-2-fluoro-4-iodobenzene (5.0 g, 1.0 eq), 7H-dibenzocarbazole (4.19 g, 1.05 eq), cesium carbonate (9.72 g, 2.0 eq) and place in a 500 ml three-necked round-bottom flask, add 100 ml N,N-dimethylformamide, heat to 40 ° C under nitrogen atmosphere for 12 hours. The reaction progress is monitored by thin layer chromatography during the reaction. After the reaction is completed, stand and cool, add a large amount of water to the reaction system under stirring, precipitate solids, filter, and wash the filter cake with water and ethanol. After the filter cake is dried, dichloromethane is added to dissolve the silica gel load, and the target compound is obtained by silica gel column chromatography.

[0216] Synthesis of intermediate M261-2

[0217]

[0218] Weigh M261-2 (7.0 g, 1.0 eq), compound M261-0 (7.65 g, 1.1 eq), tri-tert-butylphosphine tetrafluoroborate (0.69 g, 0.20 eq), catalyst tri(dibenzylideneacetone)dipalladium Pd2(dba)3 (0.55 g, 0.05 eq), sodium tert-butoxide (2.89 g, 2.5 eq) and place in a 500 ml three-necked round-bottom flask, add 120 ml of toluene, and heat under reflux for 12 hours under nitrogen atmosphere. The reaction progress was monitored by thin layer chromatography during the reaction. After the reaction was completed, the reaction was allowed to stand and cool, and the salt and catalyst in the reaction system were removed by diatomaceous earth filtration, washed with dichloromethane, concentrated the organic phase, loaded on silica gel, and subjected to silica gel column chromatography to obtain the target compound.

[0219] Synthesis of intermediate M261-3

[0220]

[0221] Weigh M261-2 (6.0 g, 1.0 eq) and place it in a 500 ml three-necked round-bottom flask, add 100 ml of ultra-dry tetrahydrofuran, cool to below -70°C under nitrogen atmosphere through liquid nitrogen-ethanol mixed solution, slowly add 2.5M n-butyl lithium solution (3.48 mL, 1.5 eq), stir at -70°C for half an hour, slowly add 9-fluorenone (1.57 g, 1.5 eq) tetrahydrofuran solution, stir at -70°C for half an hour after the addition is complete, slowly return to room temperature and stir overnight. After the reaction is completed, add saturated ammonium chloride solution to quench the reaction, extract three times with 150 ml of dichloromethane, wash the organic phase with water three times, dry the organic phase with anhydrous sodium sulfate, and remove the solvent by vacuum distillation. Add 150 ml of dichloromethane to the obtained solid, add 3.1 mL (2.0 eq) of boron trifluoride ether (mass fraction 46.5%) under stirring at room temperature, and stir overnight at room temperature. 100 ml of saturated sodium bicarbonate solution was added to quench the reaction, and 100 ml of dichloromethane was added to the mixed solution for extraction. The organic phase was washed three times with water, dried over anhydrous sodium sulfate, loaded on silica gel and chromatographed on a silica gel column to obtain the target compound M261-3.

[0222] Synthesis of compound M61

[0223]

[0224] Weigh M261-3 (3.5 g, 1.0 eq) and place it in a 500 ml three-necked round-bottom flask, add 50 ml of anhydrous xylene, and under nitrogen atmosphere, cool it to below -30°C through a liquid nitrogen-ethanol mixed solution, slowly add 1.6M tert-butyl lithium solution (3.92 mL, 2.0 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 60°C for 2 hours. Cool it to below -30°C through a liquid nitrogen-ethanol mixed solution again, add boron tribromide (0.76 mL, 2.5 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 60°C for 1 hour. Cool it to below -0°C through a liquid nitrogen-ethanol mixed solution again, add N,N-diisopropylethylamine (2.08 mL, 4.0 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 120°C for 10 hours. After the reaction was completed, the mixture was allowed to stand and cool, and most of the xylene was removed by vacuum distillation. The residual mixture was chromatographed on a silica gel column to obtain a crude product, which was then chromatographed and recrystallized to obtain the target compound M261. The target molecular mass detected by high-resolution mass spectrometry was 1089.472 (theoretical value 1089.52).

[0225] Synthesis of compound M353

[0226] Synthesis of intermediate M353-1

[0227]

[0228] Weigh 1-bromo-2,4-difluoro-3-chlorobenzene (6.0 g, 1.0 eq), 1-bromo-7H-dibenzocarbazole (9.13 g, 1.0 eq), cesium carbonate (25.79 g, 3.0 eq) and place in a 500 ml three-necked round-bottom flask, add 150 ml of N,N-dimethylformamide, and heat to 70 ° C under nitrogen atmosphere for 12 hours. 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. 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 the target compound was obtained by silica gel column chromatography.

[0229] Synthesis of intermediate M353-2

[0230]

[0231] Weigh M353-1 (5.5 g, 1.0 eq), 12-phenyl-5,12-dihydroindole [3,2-A] carbazole (3.47 g, 1.05 eq), cesium carbonate (9.71 g, 3.0 eq) and place in a 500 ml three-necked round-bottom flask, add 100 ml N,N-dimethylformamide, heat to 110 ° C under nitrogen atmosphere for 12 hours. 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. 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 the target compound was obtained by silica gel column chromatography.

[0232] Synthesis of compound M353-3

[0233]

[0234] Weigh M353-2 (7.0 g, 1.0 eq) and place it in a 500 ml three-necked round-bottom flask, add 120 ml of ultra-dry tetrahydrofuran, and under a nitrogen atmosphere, cool the mixture to below -30°C with a liquid nitrogen-ethanol mixed solution, then slowly add 2.5 M n-butyl lithium solution (6.80 mL, 2.1 eq), stir at -30°C for half an hour, then slowly add silicon tetrachloride (1.51 g, 1.1 eq), stir at -30°C for half an hour after the addition is complete, slowly return to room temperature and stir for 4 hours. The reaction system is recorded as A. Take another 500 ml three-necked round-bottom flask, add 2,2'-dibromobiphenyl (2.52 g, 1.0 eq) and 20 ml ultra-dry tetrahydrofuran, under nitrogen atmosphere, cool to below -78 ° C through liquid nitrogen-ethanol mixed solution, slowly add 2.5M n-butyl lithium solution (6.80 mL, 2.1 eq), stir at -78 ° C for half an hour, this reaction system is recorded as B; at -30 ° C, add reaction system B to reaction system A, return to room temperature, and continue stirring for 2 hours. After the reaction is completed, add 100 ml of water, extract three times with 150 ml of dichloromethane, wash the organic phase with water three times, dry the organic phase with anhydrous sodium sulfate, load it on silica gel, and obtain the target compound M353-3 by column chromatography.

[0235] Synthesis of compound M353

[0236]

[0237] Weigh M353-3 (3.5 g, 1.0 eq) and place it in a 500 ml three-necked round-bottom flask, add 60 ml of anhydrous xylene, and under nitrogen atmosphere, cool it to below -30°C through a liquid nitrogen-ethanol mixed solution, slowly add 1.6M tert-butyl lithium solution (3.16 mL, 2.0 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 60°C for 2 hours. Cool it to below -30°C through a liquid nitrogen-ethanol mixed solution again, add boron tribromide (0.95 mL, 2.5 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 60°C for 1 hour. Cool it to below -0°C through a liquid nitrogen-ethanol mixed solution again, add N,N-diisopropylethylamine (2.94 mL, 4.5 eq), slowly return the temperature of the reaction system to room temperature, and heat it at 120°C for 10 hours. After the reaction was completed, the mixture was allowed to stand and cool, and most of the xylene was removed by vacuum distillation. The residual mixture was subjected to silica gel column chromatography to obtain a crude product, which was then subjected to column chromatography and recrystallization to obtain the target compound M353. High-resolution mass spectrometry detected the target molecular mass: 859.254 (theoretical value: 859.26)

[0238] Device Embodiment

[0239] Implementation

[0240] OLED includes a first electrode, a second electrode, and an organic material layer between the electrodes. The organic material can be divided into multiple regions. For example, the organic material layer can include a hole transport region, a light emitting layer, and an electron transport region.

[0241] In a specific embodiment, a substrate may be used below the first electrode or above the second electrode. The substrate is a glass or polymer material with excellent mechanical strength, thermal stability, water resistance, and transparency. In addition, a thin film transistor (TFT) may also be provided on the substrate used as a display.

[0242] The first electrode can be formed by sputtering or depositing the material used as the first electrode on the substrate. When the first electrode is used as an anode, an oxide transparent conductive material such as indium tin oxide (ITO), indium zinc oxide (IZO), tin dioxide (SnO2), zinc oxide (ZnO) and any combination thereof can be used. When the first electrode is used as a cathode, a metal or alloy such as magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), ytterbium (Yb), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag) and any combination thereof can be used.

[0243] The organic material layer can be formed on the electrode by vacuum thermal evaporation, spin coating, printing, etc. The compound used as the organic material layer can be organic small molecules, organic macromolecules and polymers, and combinations thereof.

[0244] 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.

[0245] 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 such as the compounds shown in HT-1 to HT-51 below; or any combination thereof.

[0246]

[0247]

[0248]

[0249]

[0250] 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.

[0251]

[0252] The light-emitting layer includes a light-emitting dye (i.e., dopant) that can emit light of different wavelength spectra, and may also include a host material (Host). The light-emitting layer may 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 may be arranged in a plane according to a pixel pattern, or may be stacked together to form a color light-emitting layer. When light-emitting layers of different colors are stacked together, they may be separated from each other or may be connected to each other. The light-emitting layer may also be a single color light-emitting layer that can simultaneously emit different colors such as red, green, and blue.

[0253] 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.

[0254]

[0255]

[0256]

[0257]

[0258]

[0259] 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.

[0260]

[0261]

[0262] In one aspect of the present invention, the light-emitting layer adopts the technology of 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.

[0263] 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.

[0264]

[0265]

[0266] 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.

[0267] 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.

[0268] 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.

[0269] The OLED organic material 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 multilayer structure including at least one layer of an electron injection layer (EIL), an electron transport layer (ETL), and a hole blocking layer (HBL).

[0270] 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.

[0271]

[0272]

[0273]

[0274]

[0275] 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.

[0276] The device may further include an electron injection layer located between the electron transport layer and the cathode. Materials for the electron injection layer include, but are not limited to, one or more combinations of the following.

[0277] LiQ, LiF, NaCl, CsF, Li2O, Cs2CO3, BaO, Na, Li, Ca, Mg, Yb.

[0278] Theoretical calculations

[0279] In the present invention, the theoretical calculation of the organic compound is completed by Gaussian16 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 structure of the lowest singlet excited state of the molecule is optimized by TD-B3LYP / 6-31G* method, and the excitation energy in the ground state and excited state configurations corresponds to the absorption (λ abs , nm) and emission spectra (λ em , nm) (considering toluene as solvent, PCM solvent model). ΔE S-T is the energy level difference between the first excited singlet state and the first excited triplet state in the ground state. The results are shown in Table 1.

[0280] Table 1:

[0281] Compound HOMO / eV LUMO / eV <![CDATA[λ abs / nm]]> <![CDATA[λ em / nm]]> <![CDATA[ΔE ST / eV]]> Ref-1 -5.11 -1.95 467 492 0.44 Ref-2 -4.93 -1.75 469 493 0.28 M001 -5.03 -1.94 484 509 0.38

[0282] The structures of the comparative compounds Ref-1 and Ref-2 are as follows:

[0283]

[0284] As can be seen from Table 1, compared with Ref-1, after the dibenzocarbazole of the organic compound M001 provided by the present invention is bridged with the central benzene ring through the quaternary carbon atom of fluorene, the emission spectrum is red-shifted and the HOMO energy level becomes shallower. This is mainly attributed to the fact that the introduced quaternary carbon atom participates in the multiple resonance of the molecule, weakening the conjugation degree of dibenzocarbazole, which is manifested as the red shift of the spectrum and ΔE ST Slightly reduced.

[0285] Compared with Ref-2, the compound M001 of the present invention increases the molecular conjugation by fusing the benzene ring, thereby effectively reducing the triplet energy level of the molecule and increasing ΔE ST , which improves the high triplet energy level and long-life delayed fluorescence properties inherent in the multiple resonance structure, and then suppresses the efficiency roll-off and lifetime decay caused by its slow reverse intersystem crossing rate.

[0286] 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. The test concentration is 10 -5 mol / L, S1 and T1 are calculated from the maximum emission wavelengths of the fluorescence emission spectrum and phosphorescence emission spectrum tested at 77K, respectively. The test results are shown in Table 2:

[0287] Table 2:

[0288]

[0289] As can be seen from Table 2, the compound M001 provided by the present invention has a red shift of 17 nanometers compared to Ref-1 fluorescence emission, and emits more saturated green light. At the same time, the compound M001 provided by the present invention has a fluorescence emission spectrum half-peak width narrower by 3 nanometers compared to Ref-1. For compound Ref-1, the structural relaxation of the two fused benzene rings and the central BN mother nucleus in the excited state on the dibenzocarbazole structure is the main factor leading to the widening of its half-peak width, and the dibenzocarbazole of the compound M001 of the present invention is bridged with the central benzene ring by the quaternary carbon atom of fluorene, on the one hand, the planarity and rigidity of the molecule are significantly enhanced, and the structural relaxation in the excited state of the molecule is reduced; on the other hand, after the introduction of new resonant atoms, the distribution of the HOMO orbit on the fused benzene ring of dibenzocarbazole is reduced, thereby weakening the contribution of the structural relaxation in the excited state of the dibenzocarbazole structure to the spectrum broadening, so M001 shows a narrowed emission spectrum compared to Ref-1.

[0290] The compound of the present invention is used in a light-emitting device and can be used as a doping material for the light-emitting layer. The compound prepared in the above embodiment of the present invention is tested for fluorescence emission spectrum under a doped film, and the doped film is prepared on a quartz glass sheet by vacuum thermal evaporation, and the total evaporation film thickness is 80nm; wherein, the doping ratio of the dispersant (i.e., the main material) and the fluorescent dopant (i.e., the compound of the present invention) is 99:1 (w / w / w), and the main body is selected as a PH-61:PH-3 (50 / 50, w / w) mixed main body, and the fluorescent dopant is selected from the compound described in claim 1, and here, Ref-1 and M001 are selected; the fluorescence emission spectrum test adopts a Hitachi F-4600 fluorescence spectrophotometer, and the test results are shown in Table 3:

[0291] Table 3:

[0292]

[0293] It can be seen from Table 3 that in the thin film state, the compound M001 provided by the present invention has a red shift of 14 nanometers compared with Ref-1 in fluorescence emission, and the half-peak width of the fluorescence emission spectrum is narrower by 6 nanometers. Compared with the data in Table 2, it is found that the red shift and spectrum broadening of the emission spectrum of the compound of the present invention in the thin film are smaller. This is mainly attributed to the fact that the dibenzocarbazole of the compound M001 of the present invention is bridged with the central benzene ring through the sp3 hybridized quaternary carbon atom of fluorene, on the one hand, the fluorene structure orthogonal to the molecular plane is introduced, which is conducive to suppressing the π-π stacking between molecules, and on the other hand, after the introduction of new resonant atoms, the conjugation degree of dibenzocarbazole is weakened, which is conducive to suppressing the intramolecular charge transfer caused by the conjugation of the molecule, thereby improving the spectrum broadening of Ref-1.

[0294] The preparation process of the organic electroluminescent device in this embodiment is as follows:

[0295] The glass plate coated with the ITO transparent conductive layer was ultrasonically treated in a commercial cleaning agent, rinsed in deionized water, ultrasonically degreased in a mixed solvent of acetone:ethanol, baked in a clean environment to completely remove the water, cleaned with ultraviolet light and ozone, and bombarded with a low-energy cation beam;

[0296] Place the glass substrate with the anode in a vacuum chamber and evacuate to a vacuum of <1×10 -5 Pa, on the above anode layer film, vacuum thermally evaporate 10 nm of HT-4:HI-3 (97 / 3, w / w) mixture as a hole injection layer, 60 nm of compound HT-4 as a hole transport layer, and 5 nm of compound HT-40 as an electron blocking layer in sequence;

[0297] The optical layer includes a main material, a sensitizer and a fluorescent dye. 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 40nm; wherein, when the phosphorescence sensitized luminescence technology is adopted, the doping ratio of the main body, the phosphorescence sensitizer and the fluorescent dopant is 94.2:5:0.8 (w / w / w), wherein the main body is selected as a PH-61:PH-3 (50 / 50, w / w) mixed main body, the phosphorescence sensitizer is selected as GPD40, and the fluorescent dopant is selected from the compound described in claim 1; 5nm of ET-23 is used as a hole blocking layer, 25nm of a compound ET-69:ET-57 (50 / 50, w / w) mixture is used as an electron transport layer, 1nm of LiF is used as an electron injection layer, and 150nm of metal aluminum is used as a cathode. The total evaporation rate of all organic layers and LiF is controlled at 0.1nm / second, and the evaporation rate of the metal electrode is controlled at 1nm / second.

[0298] Device Example 1

[0299] The light-emitting layer adopts phosphorescence sensitized luminescence technology, and the doping ratio of the host, phosphorescence sensitizer, and fluorescent dopant is 94.2:5:0.8 (w / w / w). Here, the host is PH-61:PH-3 (50 / 50, w / w) mixed host, the phosphorescence sensitizer is GPD40, and the fluorescent dopant is M001.

[0300] Device Examples 2-16 were prepared in the same manner as Device Example 1, except that the fluorescent dopant M001 in the light-emitting layer was replaced by the compounds shown in Table 4.

[0301] Comparative devices 1 and 2 were manufactured in the same manner as device embodiment 1, except that the fluorescent dopant M001 in the light-emitting layer was replaced by Ref-1 and Ref-2.

[0302] Device test method (including equipment and test conditions):

[0303] The organic electroluminescent device prepared by the above process was subjected to the following performance tests:

[0304] The driving voltage and external quantum efficiency of each organic electroluminescent device were measured using a digital source meter and a PR650 spectroradiometer. Specifically, the voltage was increased at a rate of 0.1 V per second, and the current density of the organic electroluminescent device was measured when it reached 10 mA / cm 2 The voltage at this time is the driving voltage, and the external quantum efficiency (EQE, %) is measured at the same time;

[0305] The life test of LT95 is as follows: Use a luminance 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.

[0306] The test value of the LT95 life of the device comparative example 1 is recorded as 1.00, and the LT95 life of the device embodiments 1-16 and comparative example 2 are the ratios of their respective test values ​​to the test value of the device comparative example 1 (relative life). The test results are shown in Table 4:

[0307] Table 4:

[0308]

[0309]

[0310] It can be seen from the results of Table 4 that compared with Ref-1, the device prepared by the fluorescent doping material of the present invention has a lower operating voltage, higher device efficiency and longer device life. The efficiency of the device prepared by the fluorescent doping material of the present invention is improved compared with that of Comparative Example 1. On the one hand, it can be attributed to the fact that the fluorene group introduced by the sp3 hybridized carbon atom and the BN multiple resonance structure present an orthogonal structure, which is beneficial to suppress the π-π interaction between molecules, thereby improving the Dexter energy transfer between the phosphorescent sensitizer and the fluorescent doping material of the present invention, which is beneficial to the device efficiency. On the other hand, it can be attributed to the fact that the emission spectrum of the fluorescent doping material of the present invention is red-shifted compared with Ref-1, and better energy transfer can be achieved between the phosphorescent sensitizer GPD40.

[0311] Compared with Ref-2, the device life of the fluorescent doped material of the present invention is improved, which can be mainly attributed to the fact that the introduction of the dibenzocarbazole group can significantly reduce the triplet energy level of the molecule, thereby enhancing the stability of the material under electroluminescence, which is beneficial to the device life.

[0312] The above results show that the novel organic material of the present invention can be used in organic electroluminescent devices to improve efficiency and device life, and is a fluorescent dopant for the light-emitting layer with good performance.

[0313] Although the present invention has been described in conjunction with the embodiments, the present invention is not limited to the above embodiments. It should be understood that under the guidance of the concept of the present invention, those skilled in the art may make various modifications and improvements. The appended claims summarize the scope of the present invention.

Claims

1. An organic compound, characterized in that Having the structure shown in formula (1), In formula (1), ring E is a substituted or unsubstituted C10-C60 fused aromatic ring, or a substituted or unsubstituted C7-C60 fused heteroaromatic ring; Ring F, Ring D1, Ring D2 and Ring D3 are each independently selected from a substituted or unsubstituted C6-C60 aromatic ring, or a substituted or unsubstituted C3-C60 heteroaromatic ring; Ring F and Ring E are not connected or connected by a chemical bond; Y is selected from C or Si; Y1 is selected from a single bond, O, S, Se, NAr 11 , CR 11 R 12 or SiR 13 R 14 Any of the following: y is 0 or 1. When y is 0, it means that the Y1 position is a CC single bond; Ar 11 Selected from unsubstituted or R A Substituted C6-C60 aryl, unsubstituted or R A Any one of substituted C3-C60 heteroaryl; Ar 11 Not connected to adjacent ring structures or connected to form a ring through chemical bonds; R 11 , R 12 , R 13 , R 14 Each independently selected from unsubstituted or R B Substituted C1-C20 straight chain or branched alkyl, unsubstituted or R B Substituted C3-C20 cycloalkyl, unsubstituted or R B Substituted C2-C20 alkenyl, unsubstituted or R B Substituted C6-C60 aryl, unsubstituted or R B Any one of substituted C3-C60 heteroaryl; The R 11 With R 12 are not connected or connected to form a ring through chemical bonds, the R 13 With R 14 They are not connected to each other or connected to form a ring through chemical bonds; X is selected from O, S, Se, NAr 1 , CR 1 R 2 or SiR 3 R 4 Any of the following: Ar 1 Selected from unsubstituted or R C Substituted C6-C60 aryl, unsubstituted or R C Any one of substituted C3-C60 heteroaryl; Ar 1 Not connected to adjacent ring structures or connected to form a ring through chemical bonds; R 1 , R 2 , R 3 , R 4 Each independently selected from unsubstituted or R D Substituted C1-C20 straight chain or branched alkyl, unsubstituted or R D Substituted C3-C20 cycloalkyl, unsubstituted or R D Substituted C2-C20 alkenyl, unsubstituted or R D Substituted C6-C60 aryl, unsubstituted or R D Any one of substituted C3-C60 heteroaryl; The R 1 With R 2 are not connected or connected to form a ring through chemical bonds, the R 3 With R 4 They are not connected to each other or connected to form a ring through chemical bonds; X 1 , X 2 Each independently selected from CR 21 or N, the R 21 Each is independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, amino, 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 alkylthio, unsubstituted or R" substituted C1-C20 alkylsilyl, unsubstituted or R" substituted C1-C20 alkylamino, unsubstituted or R" substituted C2-C20 alkenyl, unsubstituted or R" substituted C6-C60 aryl ether, unsubstituted or R" substituted C3-C60 heteroaryl ether, One of an unsubstituted or R"-substituted C6-C60 arylthioether group, an unsubstituted or R"-substituted C3-C60 heteroarylthioether group, an unsubstituted or R"-substituted C6-C60 arylsilyl group, an unsubstituted or R"-substituted C3-C60 heteroarylsilyl group, an unsubstituted or R"-substituted C6-C30 arylamino group, an unsubstituted or R"-substituted C3-C30 heteroarylamino group, an unsubstituted or R"-substituted C6-C30 aryloxy group, an unsubstituted or R"-substituted C3-C30 heteroaryloxy group, an unsubstituted or R"-substituted C6-C60 aryl group, and an unsubstituted or R"-substituted C3-C60 heteroaryl group; The substituents substituted in the above ring E, ring F, ring D1, ring D2 and ring D3 are each independently selected from halogen, cyano, nitro, hydroxyl, amino, unsubstituted or R'substituted C2-C20 alkenyl, 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 alkylthio, unsubstituted or R'substituted C1-C20 alkylsilyl, unsubstituted or R'substituted C1-C20 alkylamino, unsubstituted or R'-substituted C6-C60 aryl ether, unsubstituted or R'-substituted C3-C60 heteroaryl ether, unsubstituted or R'-substituted C6-C60 aryl thioether, unsubstituted or R'-substituted C3-C60 heteroaryl thioether, unsubstituted or R'-substituted C6-C60 arylsilyl, unsubstituted or R'-substituted C3-C60 heteroarylsilyl, unsubstituted or R'-substituted C6-C60 arylamino, unsubstituted or R'-substituted C3-C60 heteroarylamino, unsubstituted or R'-substituted '-substituted C6-C60 aryloxy, unsubstituted or R'-substituted C3-C60 heteroaryloxy, unsubstituted or R'-substituted C6-C60 aryl, unsubstituted or R'-substituted C3-C60 heteroaryl; R' is selected from halogen, cyano, nitro, hydroxyl, amino, C2-C20 alkenyl, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aryl ether C3-C60 heteroaryl ether group, C6-C60 aryl thioether group, C3-C60 heteroaryl thioether group, C6-C60 aryl silicon group, C3-C60 heteroaryl silicon group, C6-C60 arylamino group, C3-C60 heteroarylamino group, C6-C60 aryloxy group, C3-C60 heteroaryloxy group, C6-C60 aryl group or C3-C60 heteroaryl group or a combination of two thereof; adjacent R's are not connected or are connected to form a ring by chemical bonds; the R' is not connected to the adjacent ring structure or is connected to form a ring by chemical bonds; The above R A , R B , R C , R D , R' and R" are each 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 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, C6-C60 aromatic silicon, C3-C60 heteroaromatic silicon, C6-C60 aromatic amino, C3-C60 heteroaromatic amino, C6-C30 aromatic oxy, C3-C30 heteroaromatic oxy, C6-C60 aromatic, and C3-C60 heteroaromatic.

2. The organic compound according to claim 1, characterized in that In formula (1), X is selected from O, S or NAr 1 ; Preferably, X is NAr 1 .

3. The organic compound according to claim 1 or 2, characterized in that In formula (1), Y is selected from C or Si; Preferably, Y is selected from C.

4. The organic compound according to claim 1, characterized in that In formula (1), ring E is a structure represented by formula (e): In formula (e), ring E1 is fused to the benzene ring at any position among e1, e2 or e3, and e4 is the fusion position of formula (e) in formula (1); Ring E1 is a substituted or unsubstituted C6-C54 aromatic ring or a substituted or unsubstituted C3-C54 heteroaromatic ring; Preferably, ring E1 is fused via the e2 position; More preferably, Ring E1 is a substituted or unsubstituted C6-C54 aromatic ring.

5. The organic compound according to claim 4, characterized in that In formula (e), ring E1 is a structure represented by formula (E1): Wherein, the dotted line represents the fusion site of formula (E1) in formula (e); E 11 、E 12 、E 13 、E 14 Each independently selected from CR 22 or N, the R 22 Each of the following is independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, amino, 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 alkylthio, unsubstituted or R"' substituted C1-C20 alkylsilyl, unsubstituted or R"' substituted C1-C20 alkylamino, unsubstituted or R"' substituted C6-C60 aryl ether, unsubstituted or R"' substituted C3-C60 heteroaryl ether, unsubstituted or R"' substituted C1-C20 alkylthio, unsubstituted or R"' substituted C1-C20 alkylsilyl, unsubstituted or R"' substituted C1-C20 alkylamino, unsubstituted or R"' substituted C6-C60 aryl ether, unsubstituted or R"' substituted C3-C60 heteroaryl ether, unsubstituted or R"' substituted C1-C20 alkylthio, unsubstituted or R"' substituted C1-C20 alkylsilyl, unsubstituted or R"' substituted C1-C20 One of a substituted or R"'-substituted C6-C60 arylthioether group, an unsubstituted or R"'-substituted C3-C60 heteroarylthioether group, an unsubstituted or R"'-substituted C6-C60 arylsilyl group, an unsubstituted or R"'-substituted C3-C60 heteroarylsilyl group, an unsubstituted or R"'-substituted C6-C30 arylamino group, an unsubstituted or R"'-substituted C3-C30 heteroarylamino group, an unsubstituted or R"'-substituted C6-C30 aryloxy group, an unsubstituted or R"'-substituted C3-C30 heteroaryloxy group, an unsubstituted or R"'-substituted C6-C60 aryl group, and an unsubstituted or R"'-substituted C3-C60 heteroaryl group; R'' is selected from halogen, cyano, nitro, hydroxyl, amino, C1-C20 straight or branched alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, Any one of C6-C60 arylsilyl, C3-C60 heteroarylsilyl, C6-C60 arylamino, C3-C60 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C60 aryl, C3-C60 heteroaryl; adjacent R''s are not connected or are connected to form a ring by chemical bonds; the R'' is not connected to the adjacent ring structure or is connected to form a ring by chemical bonds; Preferably, the E 11 、E 12 、E 13 、E 14 Each independently selected from CR 22 ; More preferably, E 11 、E 12 、E 13 、E 14 Each independently selected from CR 22 , the R 22 Each is independently selected from one of hydrogen, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C30 arylamino, C6-C30 heteroarylamino, C6-C60 aryl, and C3-C60 heteroaryl; More preferably, E 11 、E 12 、E 13 、E 14 Each independently selected from CR 22 , the R 22 Each is independently selected from one of hydrogen, C1-C10 straight or branched alkyl, C3-C10 cycloalkyl, C1-C10 alkylsilyl, C1-C10 alkylamino, C6-C30 arylamino, C6-C30 heteroarylamino, C6-C30 aryl, and C3-C30 heteroaryl; More preferably, E 11 、E 12 、E 13 、E 14 Each independently selected from CR 22 , the R 22 Selected from hydrogen.

6. The organic compound according to claim 1 or 4, characterized in that Ring F, Ring D1, Ring D2 and Ring D3 are each independently selected from a substituted or unsubstituted C6-C30 aromatic ring, or a substituted or unsubstituted C3-C30 heteroaromatic ring; Preferably, ring F and ring D1 have a structure as shown in formula (a): In formula (a), Y 1 , Y 2 , Y 3 , Y 4 Each independently selected from CR 23 or N, adjacent R 23 They are not connected or connected to form a loop; R 23 each independently 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 alkylthio, unsubstituted or R"" substituted C1-C20 alkoxy, unsubstituted or R"" substituted C1-C20 alkylsilyl, unsubstituted or R"" substituted C1-C20 alkylamino, unsubstituted or R"" substituted C6-C60 aryl ether, unsubstituted or R"" substituted C3-C60 heteroaryl ether, unsubstituted or R"" substituted C6 - one of C60 arylthioether, unsubstituted or R"" substituted C3-C60 heteroarylthioether, unsubstituted or R"" substituted C6-C60 arylsilyl, unsubstituted or R"" substituted C3-C60 heteroarylsilyl, cyano, nitro, hydroxyl, amino, unsubstituted or R"" substituted C6-C30 arylamino, unsubstituted or R"" substituted C3-C30 heteroarylamino, unsubstituted or R"" substituted C6-C30 aryloxy, unsubstituted or R"" substituted C3-C30 heteroaryloxy, unsubstituted or R"" substituted C6-C60 aryl, and unsubstituted or R' substituted C3-C60 heteroaryl; R"" is selected from halogen, cyano, nitro, hydroxyl, amino, C2-C20 alkenyl, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, C The invention relates to a C6-C60 arylsilyl, C3-C60 heteroarylsilyl, C6~C60 arylamino, C3~C60 heteroarylamino, C6~C60 aryloxy, C3~C60 heteroaryloxy, C6~C60 aryl or C3~C60 heteroaryl, or a combination of two thereof; adjacent R""s are not connected or are connected to form a ring by chemical bonds; the R' is not connected to the adjacent ring structure or is connected to form a ring by chemical bonds.

7. The organic compound according to claim 6, characterized in that Having the structure shown in formula (1-1), Among them, ring D2, ring D3, Y, Y1, y, X 1 , X 2 ,Ar 1 The definition ranges of are the same as those in formula (1); The definition of ring E1 is the same as that in formula (e); Y 1 , Y 2 , Y 3 , Y 4 The definition range of is the same as that in formula (a); 1’ , Y 2’ , Y 3’ , Y 4’ The definition range of Y 1 , Y 2 , Y 3 , Y 4 The definition is the same.

8. The organic compound according to any one of claims 1, 6 or 7, characterized in that Ring F has a structure represented by formula (a-1): In formula (a-1), ring A1 is fused to the benzene ring at any position among a1, a2 or a3; Ring A1 is selected from a substituted or unsubstituted C6-C24 aromatic ring and a substituted or unsubstituted C3-C24 heteroaromatic ring.

9. The organic compound according to claim 8, characterized in that It has the structure shown in formula (2-1): Among them, ring D2, ring D3, Y, Y1, y, X 1 , X 2 ,Ar 1 The definition ranges of are the same as those in formula (1); The definition of ring E1 is the same as that in formula (e); Y 1 , Y 2 , Y 3 , Y 4 The definition range of is the same as that in formula (a); 1’ , Y 2’ , Y 3’ , Y 4’ The definition range of Y 1 , Y 2 , Y 3 , Y 4 The definition of is the same as; The definition range of ring A1 is the same as that in formula (a-1).

10. The organic compound according to claim 1 or 6, characterized in that Ring D1 is selected from the structure shown in formula (d-1): wherein ring D1 is fused to the parent core of formula (1) through any position among a, b or c; Y2 and Y3 are each independently selected from a single bond, O, S, Se, NAr 31 , CR 31 R 32 or SiR 33 R 34 Any of the following: m and n are each independently 0 or 1, and m and n are not 0 at the same time; when m and n are 0, it means that the Y2 and Y3 positions are CC single bonds; Ar 31 Any one selected from unsubstituted or R""' substituted C6-C60 aryl, unsubstituted or R""' substituted C3-C60 heteroaryl; Ar 31 Not connected to adjacent ring structures or connected to form a ring through chemical bonds; R 31 , R 32 , R 33 , R 34 Each is independently selected from any one of 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 31 With R 32 are not connected or connected to form a ring through chemical bonds, the R 33 With R 34 They are not connected to each other or connected to form a ring through chemical bonds; Ring D 11 One selected from a substituted or unsubstituted C6-C22 aromatic ring, a substituted or unsubstituted C3-C22 heteroaromatic ring; Preferably, ring D1 is selected from the structure shown in formula (d-2): X a1 , X a2 , X a3 , X a4 Each is independent of CR 7 or N, two adjacent R 7 Connected or not connected; R 7 Each independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, amino, 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 alkylthio, unsubstituted or R""' substituted C4-C20 alkylsilyl, unsubstituted or R"' substituted C1~C20 alkylamino, unsubstituted or R"' substituted C2~C20 alkenyl, unsubstituted or R""' substituted C6-C60 aryl ether, One of an unsubstituted or R"-substituted C3-C60 heteroaryl ether group, an unsubstituted or R""'-substituted C6-C60 aryl thioether group, an unsubstituted or R""'-substituted C3-C60 heteroaryl thioether group, an unsubstituted or R""'-substituted C6-C60 arylsilyl group, an unsubstituted or R""'-substituted C3-C60 heteroarylsilyl group, an unsubstituted or R""'-substituted C6-C60 arylamino group, an unsubstituted or R""'-substituted C3-C30 heteroarylamino group, an unsubstituted or R""'-substituted C6-C60 aryl group, and an unsubstituted or R""'-substituted C3-C60 heteroaryl group; The above R""' are each 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 alkylthio, C1-C20 alkylsilyl, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, C6-C60 aromatic silicon, C3-C60 heteroaromatic silicon, C6-C60 aromatic amino, C3-C60 heteroaromatic amino, C6-C30 aromatic oxy, C3-C30 heteroaromatic oxy, C6-C60 aromatic, and C3-C60 heteroaromatic groups, or a combination of at least two thereof.

11. The organic compound according to claim 10, characterized in that Having a structure as shown in any one of formula (3-1), formula (3-2), and formula (3-3): Among them, ring D2, ring D3, Y, Y1, y, X 1 , X 2 ,Ar 1 The definition ranges of are the same as those in formula (1); The definition of ring E1 is the same as that in formula (e); The definition range of ring A1 is the same as that in formula (a-1); Y2, Y3, m, n, X a1 , X a2 , X a3 , X a4 The definition range is the same as that in formula (d-2); Preferably, it has a structure as shown in formula (3-1).

12. The organic compound according to any one of claims 1, 7, 9 or 11, characterized in that The ring D2 and ring D3 are selected from the structure shown in formula (d-21): In formula (d-21), Y 11 , Y 12 , Y 13 , Y 14 Each independently selected from CR 24 or N, adjacent R 24 They are not connected or connected to form a loop; R 24 each independently 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 alkylthio, unsubstituted or R"" substituted C1-C20 alkoxy, unsubstituted or R"" substituted C1-C20 alkylsilyl, unsubstituted or R"" substituted C1-C20 alkylamino, unsubstituted or R"" substituted C6-C60 aryl ether, unsubstituted or R"" substituted C3-C60 heteroaryl ether, unsubstituted or R"" substituted C6 - one of C60 arylthioether, unsubstituted or R"" substituted C3-C60 heteroarylthioether, unsubstituted or R"" substituted C6-C60 arylsilyl, unsubstituted or R"" substituted C3-C60 heteroarylsilyl, cyano, nitro, hydroxyl, amino, unsubstituted or R"" substituted C6-C30 arylamino, unsubstituted or R"" substituted C3-C30 heteroarylamino, unsubstituted or R"" substituted C6-C30 aryloxy, unsubstituted or R"" substituted C3-C30 heteroaryloxy, unsubstituted or R"" substituted C6-C60 aryl, and unsubstituted or R' substituted C3-C60 heteroaryl; R"" is selected from halogen, cyano, nitro, hydroxyl, amino, C2-C20 alkenyl, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, C The invention relates to a C6-C60 arylsilyl, C3-C60 heteroarylsilyl, C6~C60 arylamino, C3~C60 heteroarylamino, C6~C60 aryloxy, C3~C60 heteroaryloxy, C6~C60 aryl or C3~C60 heteroaryl, or a combination of two thereof; adjacent R""s are not connected or are connected to form a ring by chemical bonds; the R' is not connected to the adjacent ring structure or is connected to form a ring by chemical bonds.

13. The organic compound according to claim 12, characterized in that It has the structure shown in formula (4-1): Among them, Y, Y1, y, X 1 , X 2 ,Ar 1 The definition ranges of are the same as those in formula (1); The definition of ring E1 is the same as that in formula (e); The definition range of ring A1 is the same as that in formula (a-1); Y2, Y3, m, n, X a1 , X a2 , X a3 , X a4 The definition range is the same as that in formula (d-2); Y 11 , Y 12 , Y 13 , Y 14 The definition range of is the same as that in formula (d-21); Y 11 ', Y 12 ', Y 13 ', Y 14 The definition range of ' is the same as Y 11 , Y 12 , Y 13 , Y 14 The definition scope is the same.

14. The organic compound according to claim 13, characterized in that It has the structure shown in formula (5-1): Among them, the dotted line represents connection or non-connection; E 1 、E 2 、E 3 、E 4 The definition range is the same as that in formula (E1); Y, Y1, y, X 1 , X 2 ,Ar 1 The definition ranges of are the same as those in formula (1); The definition range of ring A1 is the same as that in formula (a-1); Y2, Y3, m, n, X a1 , X a2 , X a3 , X a4 The definition range is the same as that in formula (d-2); Y 11 , Y 12 , Y 13 , Y 14 The definition range of is the same as that in formula (d-21); Y 11 ', Y 12 ', Y 13 ', Y 14 The definition range of ' is the same as Y 11 , Y 12 , Y 13 , Y 14 The definition scope is the same.

15. The organic compound according to any one of claims 8, 9, 11, 13 or 14, characterized in that The Ar 1 Selected from the structure shown in formula (a-3): U1, U2, U3, U4, and U5 are each independently N or CR 26 , adjacent R 26 are not connected or connected to form a ring, the R 26 Not connected to adjacent ring structures or connected to form a ring through chemical bonds; R 26 Each is independently selected from any one or a combination of at least two of hydrogen, halogen, cyano, nitro, hydroxyl, amino, C1-C20 straight or branched alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, C6-C60 aromatic silicon, C3-C60 heteroaromatic silicon, C6-C60 aromatic amino, C3-C60 heteroaromatic amino, C6-C30 aromatic oxy, C3-C30 heteroaromatic oxy, C6-C60 aromatic, and C3-C60 heteroaromatic.

16. The organic compound according to claim 15, characterized in that It has the structure shown in formula (6-1): Among them, the dotted line represents connection or non-connection; E 1 、E 2 、E 3 、E 4 The definition range is the same as that in formula (E1); Y, Y1, y, X 1 , X 2 ,Ar 1 The definition ranges of are the same as those in formula (1); The definition range of ring A1 is the same as that in formula (a-1); Y2, Y3, m, n, X a1 , X a2 , X a3 , X a4 The definition range is the same as that in formula (d-2); Y 11 , Y 12 , Y 13 , Y 14 The definition range of is the same as that in formula (d-21); Y 11 ', Y 12 ', Y 13 ', Y 14 The definition range of ' is the same as Y 11 , Y 12 , Y 13 , Y 14 The definition range of U1, U2, U3, and U4 is the same as that in formula (a-3); Preferably, ring A1 is fused to the compound of formula (6-1) via the a2 position.

17. The organic compound according to any one of claims 8, 9, 11, 13, 14 or 16, characterized in that The ring A1 is selected from the structure shown in formula (a-2): In formula (a-2), Y 21 , Y 22 , Y 23 , Y 24 Each independently selected from CR 25 or N, adjacent R 25 They are not connected or connected to form a loop; R 25 each independently 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 alkylthio, unsubstituted or R"" substituted C1-C20 alkoxy, unsubstituted or R"" substituted C1-C20 alkylsilyl, unsubstituted or R"" substituted C1-C20 alkylamino, unsubstituted or R"" substituted C6-C60 aryl ether, unsubstituted or R"" substituted C3-C60 heteroaryl ether, unsubstituted or R"" substituted C6 - one of C60 arylthioether, unsubstituted or R"" substituted C3-C60 heteroarylthioether, unsubstituted or R"" substituted C6-C60 arylsilyl, unsubstituted or R"" substituted C3-C60 heteroarylsilyl, cyano, nitro, hydroxyl, amino, unsubstituted or R"" substituted C6-C30 arylamino, unsubstituted or R"" substituted C3-C30 heteroarylamino, unsubstituted or R"" substituted C6-C30 aryloxy, unsubstituted or R"" substituted C3-C30 heteroaryloxy, unsubstituted or R"" substituted C6-C60 aryl, and unsubstituted or R' substituted C3-C60 heteroaryl; R"" is selected from halogen, cyano, nitro, hydroxyl, amino, C2-C20 alkenyl, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylthio, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C60 aromatic ether, C3-C60 heteroaromatic ether, C6-C60 aromatic thioether, C3-C60 heteroaromatic thioether, C The invention relates to a C6-C60 arylsilyl, C3-C60 heteroarylsilyl, C6~C60 arylamino, C3~C60 heteroarylamino, C6~C60 aryloxy, C3~C60 heteroaryloxy, C6~C60 aryl or C3~C60 heteroaryl, or a combination of two thereof; adjacent R""s are not connected or are connected to form a ring by chemical bonds; the R' is not connected to the adjacent ring structure or is connected to form a ring by chemical bonds.

18. The organic compound according to any one of claims 8, 9, 11, 13, 14 or 16, characterized in that The m and n are both 1, and Y2 and Y3 are each independently selected from O, S, NAr 31 , CR 31 R 32 Preferably, m and n are both 1, Y2 and Y3 are each independently selected from O, NAr 31 , CR 31 R 32 Any of the following: Alternatively, one of m and n is 0 and the other is 1, and Y2 and Y3 are each independently selected from O, S, NAr 31 , CR 31 R 32 Preferably, one of m and n is 0 and the other is 1, and Y2 and Y3 are each independently selected from NAr 31 or CR 31 R 32 ; Most preferably, one of m and n is 0 and the other is 1, and Y2 and Y3 are each independently selected from NAr 31 .

19. The organic compound according to any one of claims 8, 9, 11, 13, 14, 16 or 18, characterized in that Y1 is selected from a single bond, O, S, NAr 11 , CR 11 R 12 or SiR 13 R 14 Any of the following: and / or, X 1 , X 2 Each independently selected from CR 21 , the R 21 Each is independently selected from one of hydrogen, halogen, cyano, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C2-C20 alkenyl, C1-C20 alkylthio, C1-C20 alkoxy, C1-C20 alkylsilyl, C1-C20 alkylamino, C6-C30 arylamino, C3-C30 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C60 aryl, and C3-C60 heteroaryl; Preferably, R 21 Each is independently selected from one of hydrogen, cyano, C1-C5 straight or branched alkyl, C3-C10 cycloalkyl, C6-C30 arylamino, C3-C30 heteroarylamino, C6-C30 aryl, and C3-C30 heteroaryl; Preferably, Y1 is selected from a single bond, NAr 11 , CR 11 R 12 or SiR 13 R 14 Any of the following: More preferably, Y1 is selected from a single bond, CR 11 R 12 Any of the following: Most preferably, Y1 is selected from a single bond; and / or, X 1 , X 2 Each independently selected from CR 21 , the R 21 Selected from hydrogen; Preferably, the Y 12 or Y 13 Selected from CR 24 , adjacent R 24 They are not connected or connected to form a loop; R 24 Each is independently selected from one of hydrogen, unsubstituted or R"" substituted C1-C10 straight or branched alkyl, unsubstituted or R"" substituted C3-C10 cycloalkyl, and unsubstituted or R"" substituted C6-C30 aryl; R"" is selected from one or a combination of halogen, C1-C10 straight or branched alkyl, C6-C30 aryl; adjacent R"" are not connected or connected to form a ring through chemical bonds; the R' is not connected to the adjacent ring structure or connected to form a ring through chemical bonds; Preferably, R 24 Each is independently selected from one of hydrogen, unsubstituted or R"" substituted C1-C5 straight or branched alkyl, unsubstituted or R"" substituted C3-C10 cycloalkyl, and unsubstituted or R"" substituted C6-C18 aryl; R"" is selected from one or a combination of fluorine, C1-C5 straight or branched alkyl, C6-C18 aryl; Preferably, the Y 12‘ or Y 13’ Selected from CR 24 , adjacent R 24 They are not connected or connected to form a loop; R 24 Each is independently selected from one of hydrogen, unsubstituted or R"" substituted C1-C10 straight or branched alkyl, unsubstituted or R"" substituted C3-C10 cycloalkyl, and unsubstituted or R"" substituted C6-C30 aryl; R"" is selected from one or a combination of halogen, C1-C10 straight or branched alkyl, C6-C30 aryl; adjacent R"" are not connected or connected to form a ring through chemical bonds; the R' is not connected to the adjacent ring structure or connected to form a ring through chemical bonds; Preferably, R 24 Each is independently selected from one of hydrogen, unsubstituted or R"" substituted C1-C5 straight or branched alkyl, unsubstituted or R"" substituted C3-C10 cycloalkyl, and unsubstituted or R"" substituted C6-C18 aryl; R"" is selected from one or a combination of fluorine, C1-C5 straight or branched alkyl, C6-C18 aryl; Preferably, the U 2 or U 3 Selected from CR 26 , adjacent R 26 are not connected or connected to form a ring; the R 26 Not connected to adjacent ring structures or connected to form a ring through chemical bonds; R 26 Each is independently selected from any one or a combination of at least two of hydrogen, C1-C10 straight or branched alkyl, C3-C10 cycloalkyl, C6-C20 arylamino, and C6-C30 aryl; 26 Not connected to adjacent ring structures or connected to form a ring through chemical bonds; Preferably, R 26 Each is independently selected from any one or a combination of at least two of hydrogen, C1-C5 straight or branched alkyl, C3-C10 cycloalkyl, C6-C20 arylamino, and C6-C20 aryl.

20. The organic compound according to claim 1, characterized in that It has the following structure:

21. Use of the organic compound according to any one of claims 1 to 20, wherein the use is as a functional material in an organic electronic device, wherein the organic electronic device is selected from an organic electroluminescent device, an optical sensor, a solar cell, a lighting element, an organic thin film transistor, an organic field effect transistor, an information tag, an electronic artificial skin sheet, a sheet-type scanner or an electronic paper; Preferably, the organic compound is used as a light-emitting layer material in an organic electroluminescent device, more preferably as a light-emitting dye in the light-emitting layer.

22. An organic electroluminescent device comprising a first electrode, a second electrode and one or more light-emitting functional layers inserted between the first electrode and the second electrode, wherein the light-emitting functional layer contains the organic compound according to any one of claims 1 to 20; Preferably, the light-emitting functional layer includes an electron blocking layer and at least one of a hole injection layer, a hole transport layer, a light-emitting layer, and an electron transport layer, and the light-emitting layer contains the organic compound described in any one of claims 1 to 20; More preferably, the light-emitting functional layer includes an electron blocking layer and at least one of a hole injection layer, a hole transport layer, a light-emitting layer, and an electron transport layer, the light-emitting layer includes a host material and a dye, and the dye includes at least one organic compound described in any one of claims 1 to 20.

23. A display device, characterized in that: The display device comprises the organic electroluminescent device as claimed in claim 22.

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