Compound and application thereof, and organic electroluminescent device containing compound

Abstract

The invention provides a compound and application thereof, and an organic electroluminescent device comprising the same, the compound has a structure as shown in formula I, the compound has a large-plane mother nucleus structure formed by fused ring combination with a heterocyclic ring, and through combination connection with different types of groups, the compound has excellent physical and thermodynamic properties and photoelectric properties, and can be used as a light emitting device. The compound is especially suitable for being used as a luminescent layer host material of an organic electroluminescent device, and can improve the luminescent efficiency and prolong the service life of the organic electroluminescent device.

Description

Technical Field

[0001] The present invention belongs to the technical field of organic electroluminescent materials, and relates to a compound and its application, an organic electroluminescent device containing the same, and specifically to a A heterocyclic derivative and its application, and an organic electroluminescent device containing the same. Background Art

[0002] In recent years, optoelectronic devices based on organic materials have developed rapidly, becoming a research hotspot in the field. Examples of organic optoelectronic devices include organic light-emitting diodes (OLEDs), organic field-effect transistors (FETs), organic photovoltaic cells, and organic sensors. OLEDs have developed particularly rapidly, achieving commercial success in the information display field. OLEDs can produce highly saturated red, green, and blue colors, and full-color displays made with them require no additional backlight source, offering advantages such as vibrant colors, thinness, and flexibility.

[0003] The core of an OLED device is a multilayer thin-film structure containing a variety of functionalized organic materials. Common functionalized organic materials include hole injection materials, hole transport materials, hole blocking materials, electron injection materials, electron transport materials, electron blocking materials, luminescent host materials, and luminescent guest materials (dyes). When power is applied, electrons and holes are injected and transported to the light-emitting region, where they recombine, generating excitons and emitting light.

[0004] Current OLEDs can be divided into fluorescent luminescence, phosphorescent luminescence, thermally excited delayed fluorescence and thermally excited sensitized fluorescence according to the luminescence mechanism. Common fluorescent luminophores mainly utilize singlet excitons generated when electrons and holes combine to emit light, and are still widely used in various OLED products. Some metal complexes (such as iridium complexes and platinum complexes) can simultaneously utilize triplet excitons and singlet excitons to emit light, and are called phosphorescent luminophores. Their energy conversion efficiency can be increased by up to four times that of traditional fluorescent luminophores. Thermally excited delayed fluorescence (TADF) promotes the conversion of triplet excitons to singlet excitons. Without the use of metal complexes, triplet excitons can still be effectively utilized to achieve higher luminescence efficiency. Thermally excited sensitized fluorescence (TASF) technology uses materials with TADF properties to sensitize the luminophore through energy transfer, which can also achieve higher luminescence efficiency.

[0005] Although products using OLED technology have been commercialized, there is still a need to continuously improve device performance, such as lifespan and efficiency, to meet people's pursuit of high-quality display effects. Therefore, the field urgently needs to develop more diverse and higher-performance organic materials for application in organic electroluminescent devices to achieve better luminescence effects. Summary of the Invention

[0006] In view of the shortcomings of the prior art, the present invention aims to provide a compound and its application, and an organic electroluminescent device containing the same, specifically providing a Heterocyclic derivatives and their applications, and organic electroluminescent devices containing the same. Through the design of molecular structure, the compounds have excellent photoelectric properties. They are applied to organic electroluminescent devices and are particularly suitable as the main material of the light-emitting layer, which can effectively improve the efficiency and life of the device.

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

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

[0009]

[0010]

[0011] wherein R1 and R2 are each independently selected from any one of cyano, substituted or unsubstituted C1-C30 linear or branched alkyl, substituted or unsubstituted C3-C30 cycloalkyl, C1-C30 alkoxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl, substituted or unsubstituted C6-C60 arylamino, and substituted or unsubstituted C3-C60 heteroarylamino;

[0012] m is an integer from 0 to 9, for example, 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; n is an integer from 0 to 3, for example, 0, 1, 2, or 3;

[0013] X is any one of O, S, CR3R4, and NR;

[0014] R3 and R4 are each independently selected from one of hydrogen, substituted or unsubstituted C1-C30 straight or branched alkyl, substituted or unsubstituted C3-C30 cycloalkyl, C1-C30 alkoxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl, and R3 and R4 are not connected or connected by a chemical bond to form a ring;

[0015] R represents any one of hydrogen, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl;

[0016] L1, L2, and L3 are each independently selected from any one of a single bond, a substituted or unsubstituted C6-C60 arylene group, and a substituted or unsubstituted C3-C60 heteroarylene group;

[0017] Ar1, Ar2, and Ar3 are each independently selected from any one of a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C3-C60 heteroaryl group, a substituted or unsubstituted C6-C60 silicon aryl group, and a substituted or unsubstituted NR5R6 group;

[0018] R5 and R6 are each independently selected from any one of hydrogen, substituted or unsubstituted C1-C30 linear or branched alkyl, substituted or unsubstituted C3-C30 cycloalkyl, C1-C30 alkoxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl;

[0019] x, y, and z are each independently selected from 0 or 1, and x, y, and z are not 0 at the same time;

[0020] The substituents mentioned in R1, R2, R3, R4, R, L1, L2, L3, Ar1, Ar2, Ar3, R5 and R6 are each independently selected from any one of halogen, unsubstituted or R'-substituted C1-C30 straight or branched alkyl, unsubstituted or R'-substituted C3-C30 cycloalkyl, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl;

[0021] R' is independently selected from at least one of halogen, cyano, C6-C20 (for example, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, etc.) aryl, C3-C20 (for example, C4, C5, C6, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, etc.) heteroaryl, and unsubstituted or halogenated C1-C10 (for example, C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl.

[0022] In the present invention, the "substituted or unsubstituted" group may be substituted with one substituent or with multiple substituents. When there are multiple substituents (at least 2), they may be the same or different substituents. When the same expression is mentioned below, it has the same meaning, and the selection range of the substituents is as shown above and will not be repeated one by one.

[0023] The compound provided by the present invention is shown in Formula I. The compound of the present invention adopts The large planar core structure formed by the condensation and ring formation of heterocyclic rings, by combining and connecting different types of groups, gives this type of compound excellent physical thermodynamic properties and photoelectric properties, and is particularly suitable as the main material of the light-emitting layer.

[0024] It should be noted that, while the potential effects of various groups / features are described separately for ease of explanation, this does not imply that these groups / features function in isolation. In fact, the key to achieving good performance is the optimized combination of the entire molecule, resulting from the synergistic effects of the various groups, rather than the effects of any single group.

[0025] In the present invention, the expression of chemical elements, unless otherwise specified, includes the concept of isotopes with the same chemical properties. For example, hydrogen (H) includes 1 H (hydrogen), 2 H (deuterium, D), 3 H (tritium, T), etc.; carbon (C) includes 12 C. 13 C, etc.

[0026] In the present invention, unless otherwise specified, the heteroatom of the heteroaryl group is selected from atoms or atomic groups of N, O, S, P, B, Si or Se, preferably N, O, S, Si or Se.

[0027] In the present invention, the expression of a ring structure crossed by “—” or “-----” indicates that the connection site is any position on the ring structure that can form a bond.

[0028] In the present invention, 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 in the group generally does not include the number of carbon atoms in the substituent.

[0029] In the present invention, “each independently” means that when there are multiple subjects, they may be the same or different.

[0030] In the present invention, the C1-C30 straight chain or branched chain alkyl group can be a straight chain or branched chain alkyl group of C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26 or C28, preferably a C1-C20 straight chain or branched chain alkyl group, further preferably a C1-C10 straight chain or branched chain alkyl group; illustratively including but not limited to: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, n-octyl, n-heptyl, n-nonyl or n-decyl, etc.

[0031] In the present invention, the C3-C30 cycloalkyl group can be a cycloalkyl group of C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26 or C28, etc., illustratively including but not limited to: cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, etc.

[0032] In the present invention, specific examples of the C1-C30 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26, or C28, etc.) alkoxy group include monovalent groups obtained by connecting the above-mentioned linear or branched alkyl groups to O.

[0033] In the present invention, the C6-C60 aromatic groups may be aromatic groups of C8, 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, C58, etc., preferably C6-C30 aromatic groups, including monocyclic aromatic groups or condensed-ring aromatic groups. The monocyclic aromatic group means that the group contains at least one phenyl group. When it contains at least two phenyl groups, the phenyl groups are connected by a single bond, and examples thereof include but are not limited to: phenyl, biphenyl, terphenyl, etc.; the fused-ring aromatic group means that the group contains at least two aromatic rings, and the aromatic rings share two adjacent carbon atoms and are fused to each other, and examples thereof include but are not limited to: naphthyl, naphthylphenyl, phenylnaphthyl, anthracenyl, phenanthrenyl, indenyl, fluorenyl and its derivatives (9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9,9-dinaphthylfluorenyl, spirobifluorenyl, benzofluorenyl, etc.), fluoranthenyl, triphenylene, pyrenyl, perylene, The aforementioned groups include all possible connection modes thereof.

[0034] In the present invention, the C3-C60 heteroaryl groups 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, C58 and the like, including monocyclic heteroaryl groups or condensed-ring heteroaryl groups. The monocyclic heteroaryl group means that the molecule contains at least one heteroaryl group. When the molecule contains a heteroaryl group and other groups (such as aryl, heteroaryl, alkyl, etc.), the heteroaryl group and the other groups are connected by a single bond, and examples include but are not limited to: furyl, thienyl, pyrrolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, oxazolyl, thiazolyl, imidazolyl, etc. The fused-ring heteroaryl group refers to a group containing at least one aromatic heterocycle and one aromatic ring (aromatic heterocycle or aromatic ring) in the molecule, and the two share two adjacent atoms fused to each other, including but not limited to: benzofuranyl, benzothiophenyl, isobenzofuranyl, isobenzothiophenyl, indolyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl and its derivatives (N-phenylcarbazolyl, N-naphthylcarbazolyl, benzocarbazolyl, dibenzocarbazolyl, indolecarbazolyl, azacarbazolyl, etc.), acridinyl, phenazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, pyridopyrimidinyl, pyridopyrazinyl, etc.; the aforementioned groups include all feasible connection modes thereof.

[0035] In the present invention, the C6-C60 arylamino group can be an arylamino group of 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, C58, etc., that is, a group formed after at least one H on -NH2 is replaced by the aryl group listed above, illustratively including but not limited to: phenylamino, biphenylamino, naphthylamino, etc.

[0036] In the present invention, the C3-C60 arylamino groups may be heteroarylamino groups such as 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, and C58.

[0037] In the present invention, the C6-C60 silicon aromatic groups can all be silicon aromatic groups of C8, 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, C58, etc.

[0038] Specific examples of the C6-C60 (e.g., 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, C58, etc.) arylene group include divalent groups obtained by removing one hydrogen atom from the above-mentioned aryl groups; Specific examples of C60 (e.g., 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, C58, etc.) heteroarylene groups include divalent groups obtained by removing one hydrogen atom from the above-mentioned heteroaryl groups.

[0039] In the present invention, the halogen includes fluorine, chlorine, bromine or iodine; when the same description is mentioned below, they have the same meaning.

[0040] In the present invention, the term "halogenated" means that at least one H in the group is substituted by a halogen (fluorine, chlorine, bromine or iodine).

[0041] Preferably, the compound has a structure as shown in Formula II-1 or Formula II-2:

[0042]

[0043] Wherein, R1, R2, m, n, L1, L2, L3, Ar1, Ar2, and Ar3 have the same defined ranges as in Formula I, x, y, and z are each independently selected from 0 or 1, and, in Formula II-1, x and y are not 0 at the same time, and in Formula II-2, y and z are not 0 at the same time.

[0044] Preferably, L1, L2, and L3 are each independently selected from any one of a single bond, a substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, or C18, etc.) arylene group, and a substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, or C18, etc.) heteroarylene group.

[0045] Preferably, L1, L2, and L3 are each independently selected from a single bond or any one of the following substituted or unsubstituted groups:

[0046]

[0047] Among them, the dotted line represents the attachment site of the group;

[0048] The substituents on the above-mentioned groups (i.e., groups independently selected from L1, L2, and L3) are selected from at least one of halogen, cyano, C6-C20 (e.g., C8, C9, C10, C12, C14, C16, C18, etc.) aryl, C3-C20 (e.g., C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, etc.) heteroaryl, and C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9) straight or branched alkyl.

[0049] Preferably, Ar1, Ar2, and Ar3 are each independently selected from a substituted or unsubstituted C6-C30 (e.g., C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26, or C28, etc.) aryl group, a substituted or unsubstituted C3-C30 (e.g., C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26, or C28, etc.) heteroaryl group, or a substituted or unsubstituted NR5R6; R5 and R6 have the same defined ranges as in Formula I.

[0050] Preferably, Ar1, Ar2, and Ar3 are each independently selected from any one of the following substituted or unsubstituted groups:

[0051]

[0052] Among them, the dotted line represents the attachment site of the group;

[0053] R 11each independently selected from hydrogen, unsubstituted or R'-substituted C6-C60 (e.g., C8, 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, C58, etc.), aryl, unsubstituted or any one of C3-C60 (e.g., 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, C58, etc.) heteroaryl substituted with R';

[0054] R' is independently selected from at least one of halogen, cyano, phenyl, biphenyl, naphthyl or pyridyl;

[0055] R5 and R6 are each independently selected from substituted or unsubstituted C1-C30 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26 or C28, etc.) linear or branched alkyl, substituted or unsubstituted C3-C30 (e.g., C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26 or C28, etc.) linear or branched alkyl, one of a C17, C18, C20, C22, C24, C26 or C28, etc.) cycloalkyl group, a substituted or unsubstituted C6-C60 (e.g., C8, 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, C58, etc.) aryl group, or a substituted or unsubstituted C3-C60 heteroaryl group;

[0056] n1 is selected from an integer of 0-2 (e.g., 0, 1 or 2), n2 is selected from an integer of 0-3 (e.g., 0, 1, 2 or 3), n3 is selected from an integer of 0-4 (e.g., 0, 1, 2, 3 or 4), and n4 is selected from an integer of 0-5 (e.g., 0, 1, 2, 3, 4 or 5).

[0057] Preferably, Ar1, Ar2, and Ar3 are each independently selected from any one of the following groups:

[0058]

[0059] Among them, the dotted line represents the attachment site of the group;

[0060] R 21 、R 22 each independently selected from hydrogen, unsubstituted or R'-substituted C6-C60 (e.g., C8, 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, C58, etc.), aryl, unsubstituted any one of C3-C60 (e.g., 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, C58, etc.) heteroaryl groups substituted with or R′;

[0061] R' is independently selected from at least one of halogen, cyano, phenyl, biphenyl, naphthyl or pyridyl;

[0062] R5 and R6 are each independently selected from substituted or unsubstituted C1-C30 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26, or C28, etc.) linear or branched alkyl, substituted or unsubstituted C3-C30 (e.g., C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26, or C28, etc.) linear or branched alkyl, C20, C22, C24, C26 or C28, etc.) cycloalkyl, substituted or unsubstituted C6-C30 (e.g., C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.) aryl, substituted or unsubstituted C3-C30 (e.g., C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26 or C28, etc.) heteroaryl.

[0063] Preferably, the R 21 、R 22Each is independently selected from hydrogen, unsubstituted or R'-substituted C6-C30 (e.g., C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26, or C28, etc.) aryl, and unsubstituted or R'-substituted C3-C30 (e.g., C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26, or C28, etc.) heteroaryl;

[0064] The R's are each independently selected from at least one of halogen, cyano, phenyl, biphenyl, naphthyl or pyridyl.

[0065] Preferably, the R 21 、R 22 Each is independently selected from any one of the following groups:

[0066]

[0067] Among them, the dotted line represents the attachment site of the group; represents no connection or a single bond; Y is selected from O, S or Se;

[0068] Z is selected from C or Si.

[0069] Preferably, the compound has any one of the following structures:

[0070]

[0071]

[0072]

[0073]

[0074]

[0075]

[0076]

[0077]

[0078]

[0079]

[0080]

[0081] Among them, D stands for deuterium;

[0082] It should be noted that in K198, "D27" is written in the upper right corner of the square bracket, which means that all hydrogens in the compound are replaced by deuterium.

[0083] In a second aspect, the present invention provides a use of the compound according to the first aspect, wherein the compound is used in an organic electronic device.

[0084] Preferably, the organic electronic device includes an organic electroluminescent device, an optical sensor, a solar cell, a lighting element, an organic thin film transistor, an organic field effect transistor, an organic thin film solar cell, an information tag, an electronic artificial skin sheet, a sheet-type scanner or electronic paper.

[0085] Preferably, the compound is used in an organic electroluminescent device.

[0086] Preferably, the compound is used in a red organic electroluminescent device.

[0087] Preferably, the compound is used as a light-emitting layer material in an organic electroluminescent device.

[0088] Preferably, the compound is used as a host material of a light-emitting layer in an organic electroluminescent device.

[0089] In a third aspect, the present invention provides an organic electroluminescent material, comprising a combination of a first host material and a second host material, wherein the first host material comprises at least one compound as described in the first aspect.

[0090] Preferably, the second host material is an aromatic amine compound.

[0091] In the present invention, the aromatic amine compound refers to a compound having A compound having a structure of: wherein Ar4, Ar5, and Ar6 are each independently selected from any one of a substituted or unsubstituted C6-C60 aryl group and a substituted or unsubstituted C3-C60 heteroaryl group, and the substituted substituents are each independently selected from one of deuterium, halogen, C1-C20 chain alkyl, C2-C10 alkenyl, C3-C20 cycloalkyl, C2-C20 heterocycloalkyl, C1-C10 alkoxy, carboxyl, nitro, cyano, amino, hydroxyl, mercapto, 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 groups, or a combination of at least two thereof. Ar4, Ar5, and Ar6 are each independently unconnected or connected to form a ring by chemical bonds.

[0092] It should be noted that when Ar4, Ar5, and Ar6 are not connected, that is, the second host material of the structure shown in the formula is a triarylamine compound. For example, Ar4 and Ar5 are connected to form a ring through a chemical bond, that is, a carbazole-derived fused ring structure is formed between Ar4, Ar5, and the N atom.

[0093] Preferably, the compound is used as the first host material in a dual-host device. It has excellent electron transport properties and is compounded with the second host material to effectively regulate and achieve a transport balance between holes and electrons, thereby further improving the life of the device and improving the overall performance of the device.

[0094] Preferably, the mass ratio of the first main material to the second main material is (0.1-2):1, for example, it can be 0.2:1, 0.3:1, 0.4:1, 0.5:1, 0.6:1, 0.7:1, 0.8:1, 0.9:1, 1:1, 1.1:1, 1.2:1, 1.3:1, 1.4:1, 1.5:1, 1.6:1, 1.7:1, 1.8:1 or 1.9:1, and is further preferably (0.5-1.5):1.

[0095] In a fourth aspect, the present invention provides an organic electroluminescent device, comprising a first electrode, a second electrode, and at least one organic layer disposed between the first electrode and the second electrode; the organic layer comprises at least one compound as described in the first aspect or at least one organic electroluminescent material as described in the third aspect.

[0096] Preferably, the organic layer comprises a light-emitting layer, and the light-emitting layer comprises at least one compound as described in the first aspect or at least one organic electroluminescent material as described in the third aspect.

[0097] Preferably, the light-emitting layer comprises a host material and a dopant material, and the host material comprises at least one compound as described in the first aspect or at least one organic electroluminescent material as described in the third aspect.

[0098] As a preferred technical solution of the present invention, the compound is an electronic host material with a low triplet energy difference as the main material of the light-emitting layer, and is particularly suitable as the main material of the red light-emitting layer, which can improve the service life of the organic electroluminescent device.

[0099] Preferably, the organic layer further includes a hole transport region and an electron transport region.

[0100] Preferably, the hole transport region includes any one of a hole injection layer, a hole transport layer or an electron blocking layer, or a combination of at least two of them.

[0101] Preferably, the electron transport region includes any one of an electron injection layer, an electron transport layer or a hole blocking layer, or a combination of at least two of them.

[0102] In a specific embodiment, a substrate can be used below the first electrode or above the second electrode. The substrate is made of glass or a polymer material with excellent mechanical strength, thermal stability, water resistance, and transparency. In addition, the substrate used for the display can also be provided with thin film transistors (TFTs).

[0103] The first electrode can be formed by sputtering or depositing the material used as the first electrode on the substrate. When the first electrode serves as an anode, transparent conductive oxide materials 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 serves as a cathode, metals or alloys such as magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), ytterbium (Yb), magnesium-indium (Mg-In), and magnesium-silver (Mg-Ag) can be used, as well as any combination thereof.

[0104] 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.

[0105] 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 single-layer hole transport layers containing only one compound and single-layer hole transport layers containing multiple compounds. The hole transport region can also be a multilayer structure comprising at least one of the following: 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.

[0106] The material of the hole transport layer 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.

[0107]

[0108]

[0109]

[0110]

[0111] The hole injection layer is located between the anode and the hole transport layer. The hole injection layer can be a single compound or a combination of multiple compounds. For example, the hole injection layer can use one or more of the compounds HT-1 to HT-51 described above, or one or more of the compounds HI-1 to HI-3 described below. Alternatively, one or more of the compounds HT-1 to HT-51 can be doped with one or more of the compounds HI-1 to HI-3 described below.

[0112]

[0113] The light-emitting layer includes a luminescent dye (i.e., a dopant) that can emit light at different wavelengths, and may also include a host material. The light-emitting layer can be a monochromatic light-emitting layer that emits a single color, such as red, green, or blue. Multiple monochromatic light-emitting layers of different colors can be arranged in a planar pattern according to a pixel pattern, or they can be stacked together to form a multi-color light-emitting layer. When light-emitting layers of different colors are stacked together, they can be separated from each other or connected to each other. The light-emitting layer can also be a single-color light-emitting layer that can simultaneously emit different colors, such as red, green, and blue.

[0114] Depending on the technology, the light-emitting layer material can be made of fluorescent electroluminescent materials, phosphorescent electroluminescent materials, thermally activated delayed fluorescence materials, and other materials. An OLED device can use a single light-emitting technology or a combination of multiple technologies. These different light-emitting materials, categorized by technology, can emit light of the same color or different colors.

[0115] In one aspect of the present invention, the light-emitting layer adopts phosphorescent electroluminescence technology. The host material of the light-emitting layer includes a combination of a first host material and a second host material, wherein the first host material includes at least one compound described in Formula I.

[0116] The second main material is an aromatic amine compound having Specifically, the second host material can be selected from, but not limited to, one or more combinations of the following specific compounds H1 to H28.

[0117]

[0118]

[0119] In one aspect of the present invention, the light-emitting layer adopts phosphorescent electroluminescence technology. The phosphorescent dopant of the light-emitting layer can be selected from, but not limited to, one or more combinations of RPD-1 to RPD-28 listed below.

[0120]

[0121] 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 can be one or more compounds selected from HT-1 to HT-51, but is not limited thereto.

[0122] The OLED organic material layer may also include an electron transport region between the light-emitting layer and the cathode. This region may be a single-layer electron transport layer (ETL), including those containing only one compound and those containing multiple compounds. The region may also be a multilayer structure comprising at least one of an electron injection layer (EIL), an electron transport layer (ETL), and a hole blocking layer (HBL).

[0123] 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.

[0124]

[0125]

[0126]

[0127]

[0128] 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 can be made of, but is not limited to, one or more compounds of the above ET-1 to ET-73.

[0129] The device may also include an electron injection layer located between the electron transport layer and the cathode. The electron injection layer material includes but is not limited to one or more combinations of the following: LiQ, LiF, NaCl, CsF, Li2O, Cs2CO3, BaO, Na, Li, Ca, Mg, and Yb.

[0130] The present invention also protects an electronic device having a display screen or a display panel, wherein the display screen or the display panel adopts the above-mentioned organic electroluminescent device.

[0131] Compared with the prior art, the present invention has at least the following beneficial effects:

[0132] The compound provided by the present invention has a structure as shown in Formula I, which has The large planar core structure formed by the condensation and ring formation of heterocyclic rings, by combining and connecting different types of groups, makes this type of compound have excellent physical, thermodynamic and photoelectric properties. It is particularly suitable as the main material of the light-emitting layer of organic electroluminescent devices, and can improve the luminous efficiency and life of organic electroluminescent devices. DETAILED DESCRIPTION

[0133] The technical solution of the present invention is further described below by way of specific embodiments. It should be understood by those skilled in the art that the embodiments are merely to help understand the present invention and should not be regarded as specific limitations of the present invention.

[0134] The preparation method of the compound of formula I of the present invention includes but is not limited to the following synthesis method. Those skilled in the art can also make routine adjustments to the preparation method according to actual needs. The compound of the structure shown in formula I synthesized by other methods also falls within the scope of protection of the present invention.

[0135] The following synthesis examples of the present invention provide exemplary methods for synthesizing representative compounds. The solvents and reagents used in the synthesis examples can be purchased from the chemical product market or customized. The mass spectrometry (MS, m / z) characterization data of the intermediates and target products in the following specific embodiments of the present invention were obtained by liquid chromatography-mass spectrometry (HPLC-MS / MS) (instrument model 6530LC / Q-TOF, Agilent, ion source: ESI+APCI), specifically M+H. For the identification of compounds with the same molecular weight and different substitution site structures, reference to HPLC peak time and information such as the use of different raw materials can be used to distinguish and confirm the correctness of the structure.

[0136] The core structure intermediate can be obtained by the following synthetic steps:

[0137]

[0138] In one embodiment, taking X as O as a representative example, the preparation method of the intermediate used in the synthesis example is as follows:

[0139]

[0140] 6-Bromo-3-chloronaphtho[1,2-b]benzofuran (25.0 g), 2-formylphenylboronic acid (11.9 g), potassium carbonate (20.9 g), tetrakis(triphenylphosphine)palladium (0.88 g), dioxane (250 mL), and water (30 mL) were added to a three-necked flask. Under nitrogen, the mixture was heated to 115°C and allowed to react overnight. A large amount of solid precipitated. After completion of the reaction as monitored by TLC, the mixture was cooled to room temperature, filtered, and rinsed with ethanol and water. The crude product was then slurried and washed with ethanol, filtered, and dried to yield SM1-A (20.1 g).

[0141] SM1-A (20.1 g) and methoxymethyltriphenylphosphine chloride (23.2 g) were added to a three-necked flask containing anhydrous tetrahydrofuran (THF) (300 mL). The mixture was replaced with N2 and sodium tert-butoxide (10.8 g) was added portionwise under an ice bath. After addition, the mixture was naturally warmed to room temperature and allowed to react overnight under N2 protection. The reaction was monitored by TLC. Saturated aqueous ammonium chloride was added under an ice bath to quench the mixture. The organic phases were extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtered, and dried under reduced pressure to give a crude product, SM1-B (20.5 g).

[0142] The crude product SM1-B (20.5 g) obtained in the previous step and dichloromethane (250 mL) were added to a three-necked flask. After dissolution, the temperature was lowered to -5°C and methanesulfonic acid (15.0 g) was added dropwise with stirring. After the addition was completed, the temperature was naturally raised to room temperature and the reaction was continued for 2 hours. The reaction was complete by TLC. Saturated aqueous sodium bicarbonate solution was added to quench the reaction. The liquids were separated, and the aqueous phase was extracted with dichloromethane. The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by vacuum rotary evaporation. The crude product was purified by column chromatography to obtain the intermediate compound SM1-C (16.7 g).

[0143] SM1-C (16.7 g), pinacol diboron (18.1 g), potassium acetate (13.9 g), tris(dibenzylideneacetone)dipalladium (0.86 g), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (0.79 g) and dioxane (180 mL) were added to a reaction flask and heated to 110° C. for 6 h. The reaction was completed by monitoring thin layer chromatography (TLC). After concentrating the solvent, dichloromethane was added for dissolution. SM1 (MS=445.2) was obtained after column chromatography separation.

[0144] The method is the same as the synthesis of intermediate SM1, except that 6-bromo-3-chloronaphtho[1,2-b]benzofuran is replaced by equal amounts of chlorinated products at different positions, namely 6-bromo-2-chloronaphtho[1,2-b]benzofuran, 6-bromo-1-chloronaphtho[1,2-b]benzofuran, and 6-bromo-4-chloronaphtho[1,2-b]benzofuran, to obtain SM2-SM4, respectively.

[0145] The method is the same as the synthesis of intermediate SM1, except that 6-bromo-3-chloronaphtho[1,2-b]benzofuran is replaced by an equal amount of 6-bromonaphtho[1,2-b]benzofuran, and then 2-formylphenylboronic acid is replaced by an equal amount of 3-chloro-2-formylphenylboronic acid, 4-chloro-2-formylphenylboronic acid, and 5-chloro-2-formylphenylboronic acid to obtain intermediates SM5-SM7, respectively.

[0146] The method is the same as the synthesis of intermediate SM1, except that 6-bromo-3-chloronaphtho[1,2-b]benzofuran is replaced by equal amounts of chlorinated products at different positions, namely 6-bromo-8-chloronaphtho[1,2-b]benzofuran, 6-bromo-9-chloronaphtho[1,2-b]benzofuran, and 6-bromo-10-chloronaphtho[1,2-b]benzofuran, to obtain SM8-SM10, respectively.

[0147]

[0148] Synthesis example 1

[0149] The synthesis route of compound K1 is as follows:

[0150]

[0151] The raw materials 2,4-dichloro-6-phenyl-1,3,5-triazine (MA, 18 g), phenylboronic acid (MB, 10.6 g), potassium carbonate (22.08 g), 1,1-bis(diphenylphosphino)ferrocenepalladium dichloride (1.1 g), tetrahydrofuran (200 mL) and water (30 mL) were added to a reaction flask, heated to 60°C and reacted for 2 h. The reaction was monitored by thin layer chromatography (TLC) to be complete. Water and dichloromethane were added for extraction. The organic phase was separated and concentrated to obtain intermediate K1-1 (19.1 g).

[0152] Intermediate K1-1 (19.1 g), SM6 (31.7 g), potassium carbonate (19.8 g), 1,1-bis(diphenylphosphino)ferrocenepalladium dichloride (0.98 g), water (30 mL) and tetrahydrofuran (240 mL) were added to a reaction flask, heated to 80°C and reacted overnight. A large amount of solid precipitated from the reaction system. The reaction was monitored to be complete by TLC. The reaction solution was directly filtered, the filter cake was dried, 100 times xylene was added, heated under reflux to dissolve, and then filtered while hot. The filtrate was allowed to stand for crystallization, and K1 (MS: 550.2) was obtained by filtration.

[0153] The following compounds are synthesized in the same way as K1, except that the raw materials MA and MB are replaced with the corresponding raw materials

[0154]

[0155]

[0156] The present invention exemplifies a specific synthesis method for a representative intermediate parent core compound, as well as an example of synthesizing the compound of the present invention by Suzuki reaction of some parent cores with raw materials. For other compounds for which no specific synthesis method is given, they are also prepared by similar methods, and only the raw materials need to be replaced. They will not be described in detail here, or those skilled in the art can also prepare them by other methods in the prior art.

[0157] Example 1

[0158] An organic electroluminescent device comprises an anode (ITO), a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and a cathode (Al) arranged in sequence; the specific preparation method is as follows:

[0159] (1) A glass plate coated with an 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 until the water was completely removed, cleaned with ultraviolet light and ozone, and bombarded with a low-energy cation beam;

[0160] (2) Place the glass plate with the ITO anode in a vacuum chamber and evacuate to a vacuum of <1×10 -5 Pa, a mixture of compound HT-29:HI-1 (97 / 3, w / w) was vacuum-deposited on the above-mentioned anode layer as a hole injection layer at a deposition rate of 0.1 nm / s and a deposition film thickness of 10 nm;

[0161] (3) Vacuum evaporation of compound HT-29 on the hole injection layer as a hole transport layer at a rate of 0.1 nm / s and a film thickness of 60 nm;

[0162] (4) Vacuum evaporation of compound HT-37 on the hole transport layer as an electron blocking layer at a rate of 0.1 nm / s and a film thickness of 60 nm;

[0163] (5) Vacuum evaporating a light-emitting layer on the electron blocking layer, the light-emitting layer comprising a host material and a doping material (dye, RPD-18), the mass ratio (w / w) of the host material to the doping material being 100:3; the host material being a mixture of a first host material (compound K1 provided by the present invention) and a second host material (compound H26) (the mass ratio of K1 to H26 being 1:1); the dual-source co-evaporation method is used for evaporation, the evaporation rate is 0.1 nm / s, and the total film thickness of the evaporation is 40 nm;

[0164] (6) Vacuum evaporation of compound ET-17 on the light-emitting layer as a hole blocking layer at a rate of 0.1 nm / s and a film thickness of 5 nm;

[0165] (7) Vacuum evaporation of a mixture of compounds ET-66:ET-57 (50 / 50, w / w) on the hole blocking layer as an electron transport layer at a deposition rate of 0.1 nm / s and a total deposition thickness of 25 nm;

[0166] (8) Vacuum evaporation of LiF compound as an electron injection layer on the electron transport layer at a rate of 0.1 nm / s and a thickness of 1 nm;

[0167] (9) Vacuum-evaporating metal aluminum with a thickness of 150 nm on the electron injection layer as a cathode at a deposition rate of 1 nm / s to obtain the organic electroluminescent device.

[0168] Examples 2-20, Comparative Examples 1-3

[0169] An organic electroluminescent device is different from Example 1 only in that the host material of the light-emitting layer is replaced with the material in Table 1, and the mass ratio of the first host material to the second host material is 1:1.

[0170] According to the above preparation steps and testing methods, Examples 2 to 20 of the present invention and Comparative Examples 1 to 3 were completed. The main materials in Examples 1 to 20 were the compounds of the present invention, and the main materials in Comparative Examples 1 to 3 were the compounds CP1 to CP3 in the prior art.

[0171] The structure of the main material in the comparative example is as follows:

[0172]

[0173] Among them, the synthesis method of compound CP1 is detailed in patent application CN108084124A, the synthesis method of compound CP2 is detailed in patent application CN104513661A, and the synthesis method of compound CP3 is detailed in patent application KR1020140119138A.

[0174] The organic electroluminescent device prepared by the above process was subjected to the following performance tests:

[0175] At the same brightness, the current efficiency and life of the organic electroluminescent devices prepared in the examples and comparative examples were measured. Specifically, the voltage was increased at a rate of 0.1 V per second, and the brightness of the organic electroluminescent device was measured to be 3000 cd / m 2 The current density at 10000 cd / m is the ratio of brightness to current density. The life test of LT97 is as follows: Use a luminance meter at 10000 cd / m 2 Under the same brightness, the current is kept constant and the brightness of the organic electroluminescent device is measured to be reduced to 9700cd / m 2 The time in hours.

[0176] The performance data of the organic electroluminescent devices prepared in the above device embodiments and comparative examples are detailed in Table 1 below. In order to better reflect the performance advantages of the present invention, the test data of comparative example 1 is set to 1, and the data in the following table are all ratios to it. The brightness of the organic electroluminescent device was measured using a brightness meter from 10000 cd / m 2 Attenuation to 9700cd / m2 The time taken to complete the test is recorded as the life of the device (T97).

[0177] Table 1

[0178]

[0179]

[0180] From the above data, it can be seen that the compound provided by the present invention is applied to an organic electroluminescent device and is suitable as a red light host material of the light-emitting layer, which can effectively improve the luminous efficiency and life of the device.

[0181] The compounds provided by the present invention are applied to organic electroluminescent devices and are superior to the comparative compounds in terms of efficiency and lifespan. The compounds provided by the present invention differ from CP1-CP3 in that the parent nucleus is different. Specifically, the X atom in the five-membered heterocyclic ring of the parent nucleus of the compounds provided by the present invention is oriented differently from that of the comparative compounds. The X atom in the compounds provided by the present invention is oriented in the opposite direction. The benzene ring of the comparative compound faces the The electron cloud of the naphthalene ring is larger than that of the benzene ring. The present invention introduces a five-membered heterocyclic ring, and when X is O, S, C, or N, it has a certain electron-donating property. When the electron cloud on the benzene ring side is increased, the electron cloud on the benzene ring side is increased, making the whole The electron cloud of the heterocyclic ring is larger and the density is more balanced. Therefore, when the compound of the present invention is used as the main body of the light-emitting layer, it has better mobility and can significantly adjust the balance of the exciton recombination of the light-emitting layer, and has a long life when applied to OLED devices. In addition, the parent nucleus of the compound of the present invention has good planarity and a low triplet energy level. The lone pair of electrons in the five-membered heterocyclic X atom that does not participate in π-π conjugation is beneficial to the intersystem crossing rate of the excited singlet state to the excited triplet state of the compound of the present invention, thereby promoting the efficiency of energy transfer from the host triplet state to the guest triplet state. Combined with the larger electron cloud, greater mobility, and narrower exciton recombination area of ​​the parent nucleus of the present invention, the exciton density of the light-emitting layer is increased. In summary, the material of the present invention has higher efficiency when used in OLED devices compared to CP1-CP3.

[0182] The applicant states that the present invention uses the above-mentioned embodiments to illustrate a compound, its application, and an organic electroluminescent device containing the same. However, the present invention is not limited to these embodiments, and this does not necessarily mean that the present invention must rely on these embodiments for implementation. Those skilled in the art should understand that any improvements to the present invention, equivalent substitutions for raw materials in the products of the present invention, addition of auxiliary components, and selection of specific methods, etc., fall within the scope of protection and disclosure of the present invention.

Claims

1. A compound, characterized in that The compound has a structure as shown in Formula I: wherein R1 and R2 are each independently selected from any one of cyano, substituted or unsubstituted C1-C30 linear or branched alkyl, substituted or unsubstituted C3-C30 cycloalkyl, C1-C30 alkoxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl, substituted or unsubstituted C6-C60 arylamino, and substituted or unsubstituted C3-C60 heteroarylamino; m is an integer from 0 to 9; n is an integer from 0 to 3; X is any one of O, S, CR3R4, and NR; R3 and R4 are each independently selected from one of hydrogen, substituted or unsubstituted C1-C30 straight or branched alkyl, substituted or unsubstituted C3-C30 cycloalkyl, C1-C30 alkoxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl, and R3 and R4 are not connected or connected by a chemical bond to form a ring; R represents any one of hydrogen, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; L1, L2, and L3 are each independently selected from any one of a single bond, a substituted or unsubstituted C6-C60 arylene group, and a substituted or unsubstituted C3-C60 heteroarylene group; Ar1, Ar2, and Ar3 are each independently selected from any one of a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C3-C60 heteroaryl group, a substituted or unsubstituted C6-C60 silicon aryl group, and a substituted or unsubstituted NR5R6 group; R5 and R6 are each independently selected from any one of hydrogen, substituted or unsubstituted C1-C30 linear or branched alkyl, substituted or unsubstituted C3-C30 cycloalkyl, C1-C30 alkoxy, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl; x, y, and z are each independently selected from 0 or 1, and x, y, and z are not 0 at the same time; The substituents mentioned in R1, R2, R3, R4, R, L1, L2, L3, Ar1, Ar2, Ar3, R5 and R6 are each independently selected from any one of halogen, unsubstituted or R'-substituted C1-C30 straight or branched alkyl, unsubstituted or R'-substituted C3-C30 cycloalkyl, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl; Each R' is independently selected from at least one of halogen, cyano, C6-C20 aryl, C3-C20 heteroaryl, and unsubstituted or halogenated C1-C10 linear or branched alkyl.

2. The compound according to claim 1, characterized in that The compound has a structure as shown in Formula II-1 or Formula II-2: Wherein, R1, R2, m, n, L1, L2, L3, Ar1, Ar2, and Ar3 have the same defined ranges as in Formula I, x, y, and z are each independently selected from 0 or 1, and, in Formula II-1, x and y are not 0 at the same time, and in Formula II-2, y and z are not 0 at the same time.

3. The compound according to claim 1 or 2, characterized in that The L1, L2, and L3 are each independently selected from any one of a single bond, a substituted or unsubstituted C6-C20 arylene group, and a substituted or unsubstituted C3-C20 heteroarylene group; Preferably, L1, L2, and L3 are each independently selected from a single bond or any one of the following substituted or unsubstituted groups: Among them, the dotted line represents the attachment site of the group; The substituents on the above groups are selected from at least one of halogen, cyano, C6-C20 aryl, C3-C20 heteroaryl, and C1-C10 straight-chain or branched alkyl.

4. The compound according to claim 1 or 2, characterized in that Ar1, Ar2, and Ar3 are each independently selected from any one of substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, and substituted or unsubstituted NR5R6; R5 and R6 have the same defined ranges as in Formula I; Preferably, Ar1, Ar2, and Ar3 are each independently selected from any one of the following substituted or unsubstituted groups: Among them, the dotted line represents the attachment site of the group; R 11 Each is independently selected from any one of hydrogen, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl; R' is independently selected from at least one of halogen, cyano, phenyl, biphenyl, naphthyl or pyridyl; R5 and R6 are each independently selected from a substituted or unsubstituted C1-C30 straight or branched alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C6-C60 aryl group, or a substituted or unsubstituted C3-C60 heteroaryl group; n1 is selected from integers of 0-2, n2 is selected from integers of 0-3, n3 is selected from integers of 0-4, and n4 is selected from integers of 0-5.

5. The compound according to claim 1 or 2, characterized in that The Ar1, Ar2, and Ar3 are each independently selected from any one of the following groups: Among them, the dotted line represents the attachment site of the group; R 21 、R 22 Each is independently selected from any one of hydrogen, unsubstituted or R'-substituted C6-C60 aryl, and unsubstituted or R'-substituted C3-C60 heteroaryl; R' is independently selected from at least one of halogen, cyano, phenyl, biphenyl, naphthyl or pyridyl; R5 and R6 are each independently selected from a substituted or unsubstituted C1-C30 straight or branched alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C3-C30 heteroaryl group.

6. The compound according to claim 5, characterized in that The R 21 、R 22 Each is independently selected from any one of hydrogen, unsubstituted or R'-substituted C6-C30 aryl, and unsubstituted or R'-substituted C3-C30 heteroaryl; The R's are each independently selected from at least one of halogen, cyano, phenyl, biphenyl, naphthyl or pyridyl; Preferably, the R 21 、R 22 Each is independently selected from any one of the following groups: Among them, the dotted line represents the attachment site of the group; Indicates no connection or single bond; Y is selected from O, S or Se; Z is selected from C or Si.

7. The compound according to claim 1 or 2, characterized in that The compound has any one of the following structures: Here, D stands for deuterium.

8. Use of the compound according to any one of claims 1 to 7, characterized in that: The compound is used in organic electronic devices; Preferably, the compound is used in an organic electroluminescent device; Preferably, the compound is used as a light-emitting layer material in an organic electroluminescent device; Preferably, the compound is used as a host material of a light-emitting layer in an organic electroluminescent device.

9. An organic electroluminescent material, characterized in that: The organic electroluminescent material comprises a combination of a first host material and a second host material, wherein the first host material comprises at least one compound according to any one of claims 1 to 7; Preferably, the second host material is an aromatic amine compound.

10. An organic electroluminescent device, characterized in that: The organic electroluminescent device comprises a first electrode, a second electrode, and at least one organic layer disposed between the first electrode and the second electrode; the organic layer comprises at least one compound according to any one of claims 1 to 7 or at least one organic electroluminescent material according to claim 9; Preferably, the organic layer comprises a light-emitting layer, and the light-emitting layer comprises at least one compound according to any one of claims 1 to 7 or at least one organic electroluminescent material according to claim 9; Preferably, the light-emitting layer comprises a host material and a dopant material, and the host material comprises at least one compound according to any one of claims 1 to 7 or at least one organic electroluminescent material according to claim 9.

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