Organic electroluminescent material and organic electroluminescent device comprising same

Abstract

The invention provides an organic electroluminescent material and an organic electroluminescent device comprising the same, the organic electroluminescent material comprises a combination of a first compound and a second compound, and the two compounds with specific structures are designed and synergistically compounded to obtain the organic electroluminescent material. The organic electroluminescent material has excellent photoelectric performance and carrier transport performance, realizes balanced transport of carriers, is used for an organic electroluminescent device, can effectively regulate and realize hole and electron injection / transport balance, regulates the position of an electron and hole recombination center in a luminescent layer to occur in the central position of the luminescent layer, and improves the luminous efficiency of the organic electroluminescent device. A large amount of carriers are prevented from being accumulated at an interface, the energy loss in the host-guest energy transfer process of the luminescent layer is reduced, and the utilization rate of excitons is improved, so that the luminous efficiency and stability of the device are remarkably improved, the service life of the device is prolonged, and the organic electroluminescent device with more excellent comprehensive performance is obtained.

Description

Technical Field

[0001] The invention belongs to the technical field of organic electroluminescence, and in particular relates to an organic electroluminescent material and an organic electroluminescent device containing the same. Background Art

[0002] As a new type of display technology, organic electroluminescent (OLED) devices have the advantages of being light and thin, wide viewing angle, active luminescence, continuously adjustable luminous color, low cost, fast response speed, low energy consumption, low driving voltage, wide operating temperature range, simple production process, high luminous efficiency, and flexible display. They have received great attention from the industry and scientific community and have achieved commercial success in the field of information display.

[0003] OLED devices usually have a stacked structure including two electrodes and an organic functional film, the core of which is an organic functional film containing a variety of organic functional materials. Common organic functional materials include: hole injection materials, hole transport materials, hole blocking materials, electron injection materials, electron transport materials, electron blocking materials, luminescent host materials, luminescent guest (dyes), etc. When powered on, electrons and holes are injected and transported to the luminescent area respectively and recombine there, thereby generating excitons and emitting light.

[0004] With the continuous advancement of OLED technology in the field of lighting and display, in recent years, industry insiders have been constantly trying and exploring to improve device efficiency and stability. Specific methods include innovations in device structure and improvements in organic materials, among which seeking new materials to improve device performance is the most common method. Researchers have developed a large number of novel materials for use in organic electroluminescent devices. Although they have improved device performance to a certain extent, there is still the problem of large-scale accumulation of carriers at the interface, and there is also the problem of low device efficiency.

[0005] The field is in urgent need of developing organic electroluminescent devices with higher performance to meet the application requirements in lighting and display. Therefore, the industry is eager to develop electroluminescent materials with more perfect photoelectric properties. Summary of the invention

[0006] In view of the deficiencies in the prior art, the object of the present invention is to provide an organic electroluminescent material and an organic electroluminescent device comprising the same, wherein the organic electroluminescent material has excellent photoelectric properties through the design of a first compound and a second compound with a specific structure and their mutual cooperation, thereby making the organic electroluminescent device comprising the same have higher efficiency and longer life.

[0007] In order to achieve the purpose of the invention, the present invention adopts the following technical solutions:

[0008] In a first aspect, the present invention provides an organic electroluminescent material, wherein the organic electroluminescent material comprises a combination of a first compound and a second compound; the first compound has a structure as shown in Formula I:

[0009]

[0010] In Formula I, Ar1 is selected from any one of a substituted or unsubstituted C6-C30 aryl group and a substituted or unsubstituted C3-C30 heteroaryl group.

[0011] The substituents substituted in Ar1 are each independently selected from any one of halogen, cyano, nitro, hydroxyl, amino, aldehyde, ester, 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 C2-C20 alkenyl, unsubstituted or R'-substituted C6-C30 aryl, and unsubstituted or R'-substituted C3-C30 heteroaryl; the substituents substituted in Ar1 are each independently not connected to the adjacent ring structure or are connected to form a ring through chemical bonds.

[0012] In the present invention, "the substituted substituents are each independently not connected to the adjacent ring structure" means that the substituent is only connected to the C atom through a single bond; "the substituted substituents are each independently connected to the adjacent ring structure through a chemical bond to form a ring" means that the substituent is connected to the C atom through a chemical bond and is also connected to the adjacent ring through a chemical bond, thereby forming a fused ring structure. When the same description is involved below, it has the same meaning and will not be repeated one by one.

[0013] In Formula I, L1 is selected from any one of a single bond, a substituted or unsubstituted C6-C30 arylene group, and a substituted or unsubstituted C3-C30 heteroarylene group; when L1 is a single bond, Ar1 is directly connected to the N atom in Formula I through a single bond.

[0014] In Formula I, R1 and R2 are each independently selected from substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C1-C30 straight or branched alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C1-C30 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C30 alkylC6-C30 arylsilyl, substituted or unsubstituted C1-C30 alkylamino, substituted or unsubstituted C2-C30 alkenylamino, Any one of substituted or unsubstituted C1-C30 alkyl C2-C30 alkenylamino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C1-C30 alkyl C6-C30 arylamino, substituted or unsubstituted C2-C30 alkenyl C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C1-C30 alkyl C3-C30 heteroarylamino, substituted or unsubstituted C2-C30 alkenyl C3-C30 heteroarylamino, and substituted or unsubstituted C6-C30 aryl C3-C30 heteroarylamino.

[0015] The second compound has a structure as shown in Formula IIA or Formula IIB:

[0016]

[0017] In Formula IIA and Formula IIB, X is O or S.

[0018] In Formula IIA and Formula IIB, Ar2 and Ar3 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.

[0019] In Formula IIA and Formula IIB, L2 is 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; when L2 is a single bond, it represents that the condensed ring structure where X is located is directly connected to the triazine structure through a single bond.

[0020] In Formula IIA and Formula IIB, R3 represents no substitution, mono-substitution or poly-substitution. When R3 represents no substitution, R3 is hydrogen.

[0021] In Formula IIA, R3 represents no substitution (R3 is hydrogen), mono-substitution or poly-substitution, and the poly-substitution is specifically di-substitution, tri-substitution, tetra-substitution, penta-substitution or hexa-substitution. When R3 in Formula IIA represents poly-substitution, multiple R3 (e.g., 2, 3, 4, 5, 6) are the same or different groups.

[0022] In Formula IIB, R3 represents no substitution (R3 is hydrogen), mono-substitution or poly-substitution, and the poly-substitution is specifically di-substitution, tri-substitution or tetra-substitution. When R3 in Formula IIB represents poly-substitution, multiple R3 (e.g., 2, 3, 4) are the same or different groups.

[0023] R3 is selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C3-C30 heteroaryl, and substituted or unsubstituted C6-C30 aryl.

[0024] The substituted substituents and R' in L1, R1, R2, Ar2, Ar3, L2 and R3 are each independently selected from any one of halogen, cyano, nitro, hydroxyl, amino, aldehyde, ester, C1-C20 straight or branched alkyl, C1-C20 alkoxy, C2-C10 alkenyl, C3-C20 cycloalkyl, C2-C20 heterocycloalkyl, C6-C30 aryl and C3-C30 heteroaryl, or a combination of at least two thereof; the substituted substituents and R' are each independently not connected to the adjacent ring structure or are connected to form a ring through chemical bonds.

[0025] In the present invention, the "substituted or unsubstituted" group may be substituted with one substituent or with multiple substituents. When there are multiple (at least 2) substituents, they may be the same or different substituents. When the same expressions are mentioned below, they all have the same meaning. Unless otherwise specified, the selection range of R' is as shown above, and the selection range of the substituted substituent' in Formula I, Formula IIA, and Formula IIB is as shown above, and will not be repeated.

[0026] The organic electroluminescent material provided by the present invention comprises a combination of a first compound and a second compound, wherein the first compound is an aromatic amine compound, the structure of which is shown in Formula I, and has excellent hole injection and transport properties, as well as good spatial stacking structure and film-forming properties; the molecular structure of the second compound is shown in Formula II, and contains a triazine structure and an oxygen / sulfur condensed ring structure, and has excellent planar conjugated properties, electron injection and transport properties, and has a DA structure and exhibits bipolar characteristics, and while achieving rapid injection and transfer of electrons, also takes into account partial hole transport, and exhibits good hole and electron transport properties. The present invention provides the organic electroluminescent material with excellent photoelectric properties and carrier transport properties by designing and synergistically compounding two types of compounds with specific structures, and realizes balanced carrier transport. The organic electroluminescent material is used in an organic electroluminescent device and can be used as a dual-host material in a light-emitting layer to regulate the injection / transport balance of holes and electrons so that the position of the electron and hole recombination center in the light-emitting layer occurs at the center of the light-emitting layer, thereby avoiding a large amount of carrier accumulation at the interface and improving the transmission and utilization rate of excitons, thereby significantly improving the luminous efficiency and life of the device.

[0027] It should be noted that, for the sake of convenience, the possible effects of each group / feature of the first compound and the second compound are described separately in the present invention, but this does not mean that these groups / features act in isolation. In fact, the reason for obtaining good performance is essentially the optimized design of the entire molecular structure, which is the result of the synergistic effect of each group, rather than the effect of a single group.

[0028] In the present invention, the halogen may be fluorine, chlorine, bromine or iodine. The following descriptions involving the same have the same meaning.

[0029] 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.

[0030] In the present invention, unless otherwise specified, the heteroatom of the heteroaryl group is selected from N, O, S, P, B, Si or Se, preferably N, O or S.

[0031] In the present invention, the expression of a ring structure crossed by “—” indicates that the connection site is at any position on the ring structure that can form a bond.

[0032] In the present invention, " " and "*" both represent the connection site of the group.

[0033] In the present invention, the expression of Ca-Cb means that the number of carbon atoms in the group is ab. Unless otherwise specified, the number of carbon atoms does not include the number of carbon atoms in the substituent.

[0034] In the present invention, “each independently” means that when there are multiple subjects, they may be the same as or different from each other.

[0035] In the present invention, the C6-C30 may be C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28.

[0036] The C3-C30 can all be C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.

[0037] The C1-C20 can all be C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17 or C18, etc.

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

[0039] The C2-C20 can all be C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17 or C18, etc.

[0040] The C1-C30 can all be C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26 or C28, etc.

[0041] The C2-C30 can all be C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26 or C28, etc.

[0042] The C6-C60 can all be C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26, C28, C30, C32, C34, C36, C38, C40, C42, C44, C46, ​​C48, C50, C52, C54, C56 or C58, etc.

[0043] 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.

[0044] The C2-C10 can all be C3, C4, C5, C6, C7, C8, C9, etc.

[0045] In the present invention, the C6-C60 aryl group, C6-C30 aryl group, preferably C6-C20 aryl group, includes a monocyclic aryl group and a condensed ring aryl group; the monocyclic aryl group means that the group contains at least one phenyl group, and when it contains at least two phenyl groups, the phenyl groups are connected by a single bond, and exemplary examples include but are not limited to: phenyl, biphenyl, terphenyl, quadriphenyl, etc. The fused ring aromatic group means a group containing at least two aromatic rings, and the aromatic rings share two adjacent carbon atoms and are fused to each other, including, but not limited to, naphthyl (1-naphthyl, 2-naphthyl), anthracenyl (1-anthracenyl, 2-anthracenyl, 9-anthracenyl), phenanthrenyl, indenyl, fluorenyl and its derivatives (9,9-dimethylfluorenyl, 9,9-diethylfluorenyl, 9,9-dipropylfluorenyl, 9,9-dibutylfluorenyl, 9,9-dipentylfluorenyl, 9,9-dihexylfluorenyl, 9,9-diphenylfluorenyl, 9,9-dinaphthylfluorenyl, phenylmethylfluorenyl, spirobifluorenyl, benzofluorenyl, etc.), fluoranthenyl, triphenylene, pyrenyl (1-pyrenyl, 2-pyrenyl, 4-pyrenyl), peryl, It should be noted that the monocyclic aromatic group and the condensed aromatic group connected by a single bond also belong to the scope of aromatic group, such as phenylnaphthyl, naphthylphenyl, etc.

[0046] The C3-C60 heteroaryl, C3-C30 heteroaryl, preferably C3-C20 heteroaryl, includes a monocyclic heteroaryl or a condensed ring heteroaryl. The monocyclic heteroaryl means that the molecule contains at least one heteroaryl. When the molecule contains a heteroaryl and other groups (such as aryl, heteroaryl, etc.), the heteroaryl and other groups are connected by a single bond, including but not limited to pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furanyl, thienyl, pyrrolyl, bipyridyl, phenylpyridyl, pyridylphenyl, pyrimidinylphenyl, etc. The fused ring heteroaryl group means a group containing at least one aromatic heterocycle and one aromatic ring (aromatic heterocycle or aromatic ring) in the molecule, and the two share two adjacent atoms that are fused to each other, including, but not limited to, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, benzofuranyl, benzothiophenyl, isobenzofuranyl, isobenzothiophenyl, indolyl, dibenzofuranyl, dibenzothiophenyl, naphthiobenzofuranyl, naphthiobenzothiophenyl, carbazolyl and its derivatives (N-phenylcarbazolyl, N-naphthylcarbazolyl, benzocarbazolyl, dibenzocarbazolyl, indolcarbazolyl, azacarbazolyl, etc.), acridinyl, phenothiazinyl, phenoxazinyl, hydroacridinyl, etc. It should be noted that heteroaryl and heteroaryl groups connected by a single bond, and aryl and heteroaryl groups connected by a single bond also fall within the scope of heteroaryl groups, for example, phenyldibenzofuranyl, phenyldibenzothienyl, and the like.

[0047] Specific examples of the C6-C60 arylene group and the C6-C30 arylene group include divalent groups obtained by removing a hydrogen atom from the above-mentioned aryl groups; specific examples of the C3-C60 heteroarylene group and the C3-C30 heteroarylene group include divalent groups obtained by removing a hydrogen atom from the above-mentioned heteroaryl groups.

[0048] The C1-C30 straight chain or branched alkyl group, C1-C20 straight chain or branched alkyl group, preferably C1-C10 straight chain or branched alkyl group, illustratively include but are not limited to: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, 2-methylbutyl, n-pentyl, isopentyl, neopentyl, n-hexyl, neohexyl, 2-ethylhexyl, n-octyl, n-heptyl, n-nonyl, n-decyl and the like.

[0049] Specific examples of the C1-C30 alkoxy group and the C1-C20 alkoxy group include monovalent groups obtained by connecting the above-mentioned linear or branched alkyl groups to O.

[0050] The C2-C30 alkenyl, C2-C20 alkenyl, preferably C2-C10 alkenyl, contains at least one C=C, illustratively including but not limited to: vinyl, propenyl, allyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, butadienyl, pentadienyl and the like.

[0051] The C3-C30 cycloalkyl group, C3-C20 cycloalkyl group, preferably C3-C10 cycloalkyl group, includes a monocyclic alkyl group or a polycyclic alkyl group. A monocyclic alkyl group refers to an alkyl group containing a single cyclic structure, and a polycyclic alkyl group refers to a structure composed of two or more cycloalkyl groups sharing one or more carbon atoms on the ring; examples include but are not limited to: cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, etc.

[0052] Specific examples of the C2-C20 heterocycloalkyl group include groups formed by replacing at least one C atom in the aforementioned cycloalkyl group with a heteroatom (such as N, O, S, etc.), including but not limited to: epoxy, oxetanyl, tetrahydrofuranyl, tetrahydrothiophenyl, tetrahydropyrrolyl, tetrahydropyranyl, piperidinyl, piperazinyl, dioxane, morpholinyl, etc.

[0053] A specific example of the C1-C30 alkylsilyl group is a monovalent group formed by replacing at least one H on -SiH3 with the linear or branched alkyl group listed above. A specific example of the C6-C30 arylsilyl group is a monovalent group formed by replacing at least one H on -SiH3 with the aryl group listed above. A specific example of the C1-C30 alkylC6-C30 arylsilyl group is a monovalent group formed by replacing at least one H on -SiH3 with the linear or branched alkyl group listed above and at least one H with the aryl group listed above, which may be a di(C1-C30 alkyl)(C6-C30 aryl)silyl group or a (C1-C30 alkyl)di(C6-C30 aryl)silyl group.

[0054] A specific example of the C1-C30 alkylamino group is a monovalent group formed by replacing at least one H on -NH2 with the above-listed straight-chain or branched alkyl group. A specific example of the C2-C30 alkenylamino group is a monovalent group formed by replacing at least one H on -NH2 with the above-listed alkenyl group. A specific example of the C1-C30 alkyl C2-C30 alkenylamino group is a monovalent group formed by replacing at least one H on -NH2 with the above-listed straight-chain or branched alkyl group and at least one H with the above-listed alkenyl group.

[0055] The C6-C30 arylamino group is a monovalent group formed by replacing at least one H on -NH2 with the above-listed aryl group. The C3-C30 heteroarylamino group is a monovalent group formed by replacing at least one H on -NH2 with the above-listed heteroaryl group. The C6-C30 arylC3-C30 heteroarylamino group is a monovalent group formed by replacing at least one H on -NH2 with the above-listed aryl group and at least one H with the above-listed heteroaryl group.

[0056] Preferably, Ar1 has a structure as shown in any one of Formula A1, Formula A2 and Formula A3:

[0057]

[0058] Wherein, represents the attachment site of the group.

[0059] In formula A1, R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 Each is independently selected from any one of hydrogen, halogen, cyano, 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 C3-C30 heteroaryl, and unsubstituted or R'-substituted C6-C30 aryl.

[0060] The R A1 , R A2 , R A3 , R A4 Any two adjacent groups in one group are connected by chemical bonds to form ring A1 or ring A2, wherein ring A1 is The ring A2 is Ring A2 can be understood as a substituted or unsubstituted benzene ring structure.

[0061] In ring A1, X A , Y A Each independently selected from a single bond, O, S, NR 11 or CR 12 R 13 Any one of the above, and the X A and Y A When X A and Y A When none of X is a single bond, the ring A1 comprises a ring structure formed by condensing a benzene ring and a six-membered ring; when X A and Y A When one of the rings is a single bond, the ring A1 includes a ring structure in which a benzene ring and a five-membered ring are condensed.

[0062] R 11 , R 12 , R 13Each 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 C3-C30 heteroaryl, and unsubstituted or R'substituted C6-C30 aryl; the R 12 and R 13 They are not connected or connected to form a ring through chemical bonds.

[0063] R A9 , R A10 , R A11 , R A12 Each is independently selected from any one of hydrogen, halogen, unsubstituted or R'-substituted C1-C20 straight or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C3-C30 heteroaryl, and unsubstituted or R'-substituted C6-C30 aryl.

[0064] The R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 , R A9 , R A10 , R A11 , R A12 In the above, except for the groups forming ring A, any two adjacent groups in other groups are not connected or connected by chemical bonds to form a ring.

[0065] In formula A2 and formula A3, Y1 is selected from O, S or NR Y1 Any one of .

[0066] R Y1 Any one selected from 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 C3-C30 heteroaryl, and unsubstituted or R'-substituted C6-C30 aryl.

[0067] In formula A2 and formula A3, R B1 Any one selected from hydrogen, halogen, cyano, 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 C3-C30 heteroaryl, unsubstituted or R'-substituted C6-C30 aryl.

[0068] Preferably, in ring A1, the X A Selected from single bond, O, S, NR 11 or CR 12 R 13 Any one of the above, the Y A is a single bond, that is, ring A1 is

[0069] Preferably, Ar1 is selected from any one of the following groups a to k:

[0070]

[0071]

[0072] Wherein, represents the attachment site of the group.

[0073] X A Selected from O, S, NR 11 or CR 12 R 13 Any one of .

[0074] R 11 , R 12 , R 13 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 C3-C30 heteroaryl, and unsubstituted or R'substituted C6-C30 aryl; the R 12 and R 13 They are not connected or connected to form a ring through chemical bonds.

[0075] R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 , R A9 , R A10 , R A11 , R A12 Each is independently selected from any one of hydrogen, halogen, unsubstituted or R'-substituted C1-C20 straight or branched alkyl, unsubstituted or R'-substituted C3-C20 cycloalkyl, unsubstituted or R'-substituted C1-C20 alkoxy, unsubstituted or R'-substituted C3-C30 heteroaryl, and unsubstituted or R'-substituted C6-C30 aryl.

[0076] The R A1 , RA2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 , R A9 , R A10 , R A11 , R A12 Any two adjacent groups are not connected or connected by chemical bonds to form a ring.

[0077] Y1 and R B1 It has the same limited range as Formula A2 and Formula A3.

[0078] Preferably, in group a to group f, the R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 , R A9 , R A10 , R A11 , R A12 Any two adjacent groups in the ring are not connected or connected by chemical bonds to form a benzene ring.

[0079] Preferably, Ar1 is selected from any one of group a, group b, group c, group d, group i or group j.

[0080] Preferably, Ar1 is selected from any one of the following substituted or unsubstituted groups:

[0081]

[0082] where represents the attachment site of the group;

[0083] X A Selected from O, S, NR 11 or CR 12 R 13 Any one of .

[0084] R 11 , R 12 , R 13 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 C3-C30 heteroaryl, and unsubstituted or R'substituted C6-C30 aryl; the R 12 and R 13They are not connected or connected to form a ring through chemical bonds.

[0085] Preferably, the R 11 , R 12 , R 13 Each is independently selected from any one of C1-C10 (for example, C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight chain or branched alkyl, C6-C20 (for example, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, further preferably any one of C1-C6 straight chain or branched alkyl, phenyl, naphthyl, biphenyl, terphenyl, phenylnaphthyl, naphthylphenyl, further preferably methyl or phenyl.

[0086] Preferably, the substituted substituent in Ar1 is selected from any one of unsubstituted or R'-substituted C1-C6 (e.g., C2, C3, C4, C5, etc.) straight or branched alkyl, unsubstituted or R'-substituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16, C18, etc.) aryl, and unsubstituted or R'-substituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl, and further preferably any one of phenyl, biphenyl, terphenyl, naphthyl, phenylnaphthyl, and naphthylphenyl.

[0087] Preferably, R1 and R2 are each independently selected from any one of a substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl group and a substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl group.

[0088] Preferably, R1 and R2 are each independently selected from any one of the following substituted or unsubstituted groups:

[0089]

[0090] Wherein, represents the attachment site of the group.

[0091] Z1 is selected from O, S, NR 21 or CR 22 R 23 Any one of .

[0092] R 21 , R 22 , R 23Each is independently selected from any one or a combination of at least two of a C1-C20 straight or branched alkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, a C2-C10 alkenyl group, and a C3-C20 cycloalkyl group; 22 and R 23 Not connected or connected to form a ring through chemical bonds.

[0093] Preferably, the first compound has a structure as shown in Formula IA or Formula IB:

[0094]

[0095] Among them, R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 has the same definition as in formula A1, and L1, R1, and R2 have the same definition as in formula I.

[0096] Z1 is selected from O, S, NR 21 or CR 22 R 23 Any one of .

[0097] R 21 , R 22 , R 23 Each is independently selected from any one or a combination of at least two of a C1-C20 straight or branched alkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, a C2-C10 alkenyl group, and a C3-C20 cycloalkyl group; 22 and R 23 Not connected or connected to form a ring through chemical bonds.

[0098] Preferably, the R 21 , R 22 , R 23 Each is independently selected from any one of C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight chain or branched alkyl, C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, and further preferably any one of C1-C6 straight chain or branched alkyl, phenyl, naphthyl, biphenyl.

[0099] Preferably, R1 and R2 are each independently selected from any one of the following groups:

[0100]

[0101] Represents the attachment site of the group.

[0102] Preferably, L1 is 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, and a substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroarylene.

[0103] Preferably, L1 is selected from any one of the following groups which are single bonds, substituted or unsubstituted:

[0104]

[0105] Wherein, represents the attachment site of the group.

[0106] Z2 is selected from O, S, NR 31 or CR 32 R 33 Any one of .

[0107] R 31 , R 32 , R 33 Each is independently selected from any one or a combination of at least two of a C1-C20 straight or branched alkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, a C2-C10 alkenyl group, and a C3-C20 cycloalkyl group; 32 and R 33 Not connected or connected to form a ring through chemical bonds.

[0108] Preferably, the R 31 , R 32 , R 33 Each is independently selected from any one of C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight chain or branched alkyl, C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, and further preferably any one of C1-C6 straight chain or branched alkyl, phenyl, naphthyl, biphenyl.

[0109] Preferably, L1 is selected from a single bond, Any one of, more preferably a single bond,

[0110] Preferably, the first compound has a structure shown in any one of the following P1-P189:

[0111]

[0112]

[0113]

[0114]

[0115]

[0116]

[0117]

[0118]

[0119]

[0120]

[0121] Preferably, Ar2 and Ar3 are each independently selected from any one of a substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl group, and a substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl group.

[0122] Preferably, Ar2 and Ar3 are each independently selected from any one of the following substituted or unsubstituted groups:

[0123]

[0124] Represents the attachment site of the group.

[0125] Wherein, Z3 is selected from O, S, NR 41 or CR 42 R 43 Any one of .

[0126] R 41 , R 42 , R 43 Each is independently selected from any one or a combination of at least two of a C1-C20 straight or branched alkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, a C2-C10 alkenyl group, and a C3-C20 cycloalkyl group; 42 and R 43 Not connected or connected to form a ring through chemical bonds.

[0127] Preferably, the second compound has a structure as shown in Formula IIC or Formula IID:

[0128]

[0129] Wherein, X, Ar2, L2, and R3 have the same limited ranges as those of Formula IIA and Formula IIB.

[0130] Z3 is selected from O, S, NR 41 or CR 42 R 43 Any one of .

[0131] R 41 , R 42 , R 43 Each is independently selected from any one or a combination of at least two of a C1-C20 straight or branched alkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, a C2-C10 alkenyl group, and a C3-C20 cycloalkyl group; 42 and R 43 Not connected or connected to form a ring through chemical bonds.

[0132] Preferably, the R 41 , R 42 , R 43 Each is independently selected from any one of C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight chain or branched chain alkyl, C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aromatic groups.

[0133] Preferably, Z3 is O or S.

[0134] Preferably, Ar2 and Ar3 are each independently selected from Any one of; represents the attachment site of the group.

[0135] Preferably, for the structures shown in Formula IIC and Formula IID, Ar3 is Further optimization The Ar2 is preferably

[0136] Preferably, L2 is selected from any one of a single bond, a substituted or unsubstituted C6-C20 (eg, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) arylene group.

[0137] Preferably, L2 is selected from a single bond, Any one of, more preferably a single bond, Any one of ; wherein represents the connection site of the group.

[0138] Preferably, the R3 represents unsubstituted, monosubstituted or disubstituted.

[0139] Preferably, R3 is selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight or branched alkyl, substituted or unsubstituted C3-C10 (e.g., C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, substituted or unsubstituted C3-C20 (e.g., C3, C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl, substituted or unsubstituted C6-C20 (e.g., C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, preferably any one of hydrogen, phenyl, naphthyl, biphenyl, terphenyl, phenylnaphthyl, naphthylphenyl.

[0140] Preferably, the second compound has a structure shown in any one of N1-N170 below:

[0141]

[0142]

[0143]

[0144]

[0145]

[0146]

[0147] Preferably, the mass ratio of the first compound to the second compound 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, 1.9:1, etc., and further preferably (0.5-1.5):1.

[0148] In a second aspect, the present invention provides a use of the organic electroluminescent material as described in the first aspect, wherein the organic electroluminescent material is applied to an organic electronic device.

[0149] 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.

[0150] Preferably, the organic electroluminescent material is used in an organic electroluminescent device.

[0151] Preferably, the organic electroluminescent material is used in an organic electroluminescent device.

[0152] Preferably, the organic electroluminescent material is used as a light-emitting layer material in an organic electroluminescent device.

[0153] Preferably, the organic electroluminescent material is used as a main material of a light-emitting layer in an organic electroluminescent device, and more preferably as a main material of a red light-emitting layer.

[0154] In a third aspect, the present invention provides an organic electroluminescent device, comprising a first electrode, a second electrode and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer comprises the organic electroluminescent material as described in the first aspect.

[0155] Preferably, the organic layer comprises a light-emitting layer, and the light-emitting layer comprises the organic electroluminescent material as described in the first aspect.

[0156] Preferably, the organic electroluminescent material is used as a host material of the light-emitting layer.

[0157] As the preferred technical solution of the present invention, the organic electroluminescent material is used as the main material of the light-emitting layer, which is a dual-host material system, the first compound (first host material) has excellent hole mobility and hole transport / injection ability, the second compound (second host material) has a DA structure and bipolar characteristics, and has excellent electron transport performance while also having certain hole transport performance; moreover, it has a lower triplet energy level, which reduces the energy level difference with the doping material (dye / guest), reduces the energy loss in the host-guest energy transfer, and improves the exciton utilization rate. The two types of compounds are synergistically compounded and used as dual-host materials in organic electroluminescent devices, which can increase the carrier recombination probability in the light-emitting layer, promote the transmission balance of carriers, and effectively regulate the recombination center position of electrons and holes in the light-emitting layer to occur at the center of the light-emitting layer, away from the electron blocking layer, and also away from the hole blocking layer, to avoid a large amount of carrier accumulation at the interface, improve the exciton utilization rate, thereby significantly improving the luminous efficiency of the device and extending the service life.

[0158] Preferably, the light-emitting layer further includes a doping material.

[0159] Preferably, the doping material is a phosphorescent doping material, and more preferably a red phosphorescent doping material.

[0160] Preferably, based on 100% of the mass of the organic electroluminescent material, the mass of the doping material is 1-10%, for example, 2%, 3%, 4%, 5%, 6%, 7%, 8% or 9%.

[0161] Preferably, the thickness of the light-emitting layer is 10-60 nm, for example, it can be 12 nm, 15 nm, 18 nm, 20 nm, 22 nm, 25 nm, 28 nm, 30 nm, 32 nm, 35 nm, 38 nm, 40 nm, 42 nm, 45 nm, 48 nm, 50 nm, 52 nm, 55 nm or 58 nm, and more preferably 20-50 nm.

[0162] Preferably, the organic layer further includes a hole transport region and an electron transport region.

[0163] Preferably, the hole transport region includes any one of a hole injection layer, a hole transport layer, and an electron blocking layer, or a combination of at least two of them.

[0164] Preferably, the electron transport region includes any one of an electron injection layer, an electron transport layer, and a hole blocking layer, or a combination of at least two of them.

[0165] In a preferred technical solution, the organic electroluminescent device (OLED device) comprises a first electrode and a second electrode, and an organic layer located between the electrodes. The organic layer can be divided into multiple regions, for example, a hole transport region, a light-emitting layer, and an electron transport region; the light-emitting layer comprises the organic electroluminescent material provided by the present invention.

[0166] In a preferred technical solution, the organic electroluminescent device comprises a first electrode, a plurality of light-emitting functional layers (organic layers) and a second electrode arranged in sequence; the organic layer comprises a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer and an electron injection layer arranged in sequence, and the hole injection layer is in contact with the first electrode (anode). The organic layer (preferably a light-emitting layer) comprises the organic electroluminescent material provided by the present invention.

[0167] In a preferred technical solution, a substrate can be used below the first electrode or above the second electrode. The substrate is glass or polymer material with excellent mechanical strength, thermal stability, water resistance and transparency. In addition, a thin film transistor (TFT) can also be provided on the substrate used as a display.

[0168] 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.

[0169] The organic layer can be formed on the electrode by vacuum thermal evaporation, spin coating, printing, etc. The compound used as the organic layer can be an organic small molecule, an organic macromolecule or a polymer, and a combination thereof.

[0170] 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.

[0171] The material of the hole transport region can be selected from, but not limited to, phthalocyanine derivatives such as CuPc, conductive polymers or polymers containing conductive dopants such as polyphenylene ethylene, polyaniline / dodecylbenzenesulfonic acid (Pani / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (Pani / CSA), polyaniline / poly(4-styrenesulfonate) (Pani / PSS), aromatic amine derivatives, wherein the aromatic amine derivatives include the compounds shown in HT-1 to HT-52 below; or any combination thereof.

[0172]

[0173]

[0174]

[0175] 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-52 mentioned above, or one or more compounds of HI-1 to HI-3 described below; or one or more compounds of HT-1 to HT-52 can be doped with one or more compounds of HI-1 to HI-3 described below.

[0176]

[0177] The light-emitting layer includes a host material (Host, the organic electroluminescent material provided by the present invention), and also includes a light-emitting dye (i.e., a dopant) that can emit different wavelength spectra. The light-emitting layer can also be a monochrome light-emitting layer that emits a single color such as red, green, and blue. A plurality of monochrome light-emitting layers of different colors can be arranged in a plane according to a pixel pattern, or they can be stacked together to form a color light-emitting layer. When light-emitting layers of different colors are stacked together, they can be separated from each other or connected to each other. The light-emitting layer can also be a single color light-emitting layer that can emit different colors such as red, green, and blue at the same time.

[0178] Depending on the technology, the light-emitting layer material can be phosphorescent electroluminescent material. In an OLED device, a single light-emitting technology can be used, or a combination of multiple different light-emitting technologies can be used. These different light-emitting materials classified by technology can emit light of the same color or different colors.

[0179] In a preferred technical solution of the present invention, the material of the light-emitting layer is a phosphorescent host material, and the phosphorescent host material is the organic electroluminescent material provided by the present invention, comprising a combination of a first compound (structure shown in Formula I) and a second compound (structure shown in Formula II).

[0180] In one aspect of the present invention, the light-emitting layer adopts phosphorescent electroluminescence technology. The phosphorescent doping material of the light-emitting layer can be selected from, but not limited to, one or more combinations of GPD-1 to GPD-47 listed below.

[0181]

[0182] Where D is deuterium.

[0183] In one aspect of the present invention, the light-emitting layer adopts phosphorescent electroluminescence technology. The phosphorescent doping material 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.

[0184]

[0185] In one aspect of the present invention, the light-emitting layer adopts phosphorescent electroluminescence technology. The phosphorescent doping material of the light-emitting layer can be selected from, but not limited to, one or more combinations of YPD-1 to YPD-11 listed below.

[0186]

[0187] The organic layer may further include an electron transport region between the light-emitting layer and the cathode. The electron transport region may be an electron transport layer (ETL) of a single-layer structure, 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); wherein the HBL is located between the light-emitting layer and the ETL, and the EIL is located between the cathode and the ETL.

[0188] 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-74 listed below.

[0189]

[0190]

[0191]

[0192]

[0193] 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 one or more compounds of the above ET-1 to ET-74, but is not limited thereto.

[0194] 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.

[0195] In a fourth aspect, the present invention provides a display device, comprising the organic electroluminescent device as described in the third aspect.

[0196] Preferably, the display device includes a display screen or a display panel.

[0197] The present invention also provides an electronic device, which includes the above-mentioned display device.

[0198] Compared with the prior art, the present invention has the following beneficial effects:

[0199] In the organic electroluminescent material provided by the present invention, the first compound and the second compound with specific structures are designed and synergistically compounded, so that the organic electroluminescent material has excellent photoelectric performance and carrier transport performance, and balanced carrier transport is achieved. When used in an organic electroluminescent device, the injection / transmission balance of holes and electrons can be effectively regulated, and the position of the electron and hole recombination center in the light-emitting layer is regulated to occur at the center of the light-emitting layer, thereby avoiding a large amount of carrier accumulation at the interface, reducing energy loss in the process of host-guest energy transfer in the light-emitting layer, and improving the exciton utilization rate, thereby significantly improving the luminous efficiency and stability of the device, extending the working life of the device, and obtaining an organic electroluminescent device with better comprehensive performance. BRIEF DESCRIPTION OF THE DRAWINGS

[0200] Figure 1 A schematic diagram of the structure of an organic electroluminescent device provided in a specific embodiment of the present invention;

[0201] Among them, 1-substrate, 2-anode, 3-hole injection layer, 4-hole transport layer, 5-electron blocking layer, 6-light-emitting layer, 7-hole blocking layer, 8-electron transport layer, 9-electron injection layer, 10-cathode, and 11-external power supply. DETAILED DESCRIPTION

[0202] The technical solution of the present invention is further described below by specific implementation methods. It should be understood by those skilled in the art that the embodiments are only to help understand the present invention and should not be regarded as specific limitations of the present invention.

[0203] In the present invention, the first compound and the second compound can be synthesized by the method disclosed in the prior art; illustratively, the synthesis of the first compound can refer to the contents disclosed in the prior art CN112300053A, CN115725292A, and CN116063338A. The synthesis of the second compound can refer to the prior art US20220278286A1 and CN114907281A. The synthesis of the comparative example compound D1 can refer to the prior art CN115215842A. The synthesis of the comparative example compound D2 can refer to the prior art CN110724132A. The synthesis of the comparative example compound D3 can refer to the prior art CN115835671A.

[0204] Example 1-1

[0205] An organic electroluminescent material and an organic electroluminescent device comprising the same; the organic electroluminescent material comprises a combination of a first compound P58 and a second compound N3, wherein the mass ratio of the first compound P58 to the second compound N3 is 1:1.

[0206] The structural schematic diagram of an organic electroluminescent device comprising the organic electroluminescent material is shown in Figure 1 As shown, it includes a substrate 1 (glass substrate), an anode 2 (ITO), a hole injection layer 3, a hole transport layer 4, an electron blocking layer 5, a light-emitting layer 6, a hole blocking layer 7, an electron transport layer 8, an electron injection layer 9, and a cathode 10 (Al) which are stacked in sequence; an external power supply 11 is applied between the anode 2 and the cathode 10.

[0207] The preparation method of the organic electroluminescent device is as follows:

[0208] (1) a glass substrate coated with an ITO transparent conductive layer is 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 moisture is completely removed, cleaned with ultraviolet light and ozone, and bombarded with a low-energy cation beam;

[0209] (2) Place the glass substrate with the anode in a vacuum chamber and evacuate the chamber to a vacuum of less than 1×10 -5 Pa, vacuum evaporating a mixture of compound HT-4:HI-3 (97 / 3, w / w) on the above anode layer as a hole injection layer, the evaporation rate is 0.1 nm / s, and the thickness of the evaporation film is 10 nm;

[0210] (3) vacuum evaporating compound HT-4 on the hole injection layer as a hole transport layer, with an evaporation rate of 0.1 nm / s and a total evaporation film thickness of 60 nm;

[0211] (4) vacuum evaporating compound HT-52 on the hole transport layer as an electron blocking layer, with an evaporation rate of 0.1 nm / s and a total evaporation film thickness of 60 nm;

[0212] (5) vacuum evaporating the light-emitting layer of the device on the electron blocking layer, the light-emitting layer comprising a ternary mixture of a main material (the organic electroluminescent material, P58:N3=1:1) and a doping material (dye, RPD-18), the mass percentage of the doping material in the light-emitting layer being 3%; the evaporation rate being 0.1 nm / s, and the total evaporation film thickness being 40 nm;

[0213] (6) vacuum evaporating compound ET-74 on the light-emitting layer as a hole blocking layer, with an evaporation rate of 0.1 nm / s and a total evaporation film thickness of 5 nm;

[0214] (7) vacuum evaporating a mixture of compounds ET-61:ET-57 (50 / 50, w / w) on the hole blocking layer as an electron transport layer, with an evaporation rate of 0.1 nm / s and a total evaporation film thickness of 25 nm;

[0215] (8) Vacuum evaporating LiF with a thickness of 1 nm on the electron transport layer as an electron injection layer at a evaporation rate of 0.1 nm / s;

[0216] (9) A 150 nm thick metallic aluminum was vacuum-deposited on the electron injection layer as a cathode at a deposition rate of 1 nm / s; thereby, the organic electroluminescent device of Example 1-1 was obtained.

[0217] Examples 1-2 to 11-3, Comparative Examples 1 to 4

[0218] An organic electroluminescent material and an organic electroluminescent device comprising the same, which differ from Example 1-1 only in that the organic electroluminescent material (the main material of the light-emitting layer) is replaced with the compounds in Table 1 and Table 2, and the other structures, materials and preparation methods of the devices are the same as those in Example 1-1; the "mass ratio" in Table 1 and Table 2 represents the mass ratio of the first compound to the second compound, and "--" means that the compound is not added / the ratio does not exist.

[0219] The main materials in the comparative example are as follows:

[0220]

[0221] Performance Test:

[0222] At the same brightness of 3000cd / m 2 Under the condition of constant current, the current density of the organic electroluminescent device is measured by using a digital source meter and a brightness meter. The ratio of brightness to current density is the current efficiency. When the current is kept constant, the device is recorded from the initial brightness of 10000cd / m 2 Attenuation to 9700cd / m 2 The time taken to obtain the test value of LT97 life.

[0223] The test values ​​of the current efficiency and LT97 life of comparative example 1 are recorded as 1, and the current efficiency and LT97 life of other embodiments and comparative examples are the ratios of their respective test values ​​to the test value of comparative example 1; the test results are shown in Tables 1 and 2.

[0224] Table 1

[0225]

[0226]

[0227]

[0228] Table 2

[0229]

[0230] Combining the performance data of Table 1 and Table 2, it can be seen that in the present invention, the organic electroluminescent material composed of the first compound of the structure shown in Formula I and the second compound of the structure shown in Formula II is compounded and coordinated with each other, and is used as a dual-light-emitting main material for an organic electroluminescent device, which can effectively improve the luminous efficiency of the device and extend the service life of the device, so that the efficiency and life of the device are significantly improved compared with the devices of Comparative Examples 1-6 using a single compound as the main body, giving the device better comprehensive performance.

[0231] In the organic electroluminescent material of the present invention, the above two compounds are used as dual host materials to achieve a significant improvement in device performance. The reason is speculated to be: when the first compound of the structure shown in formula I is used alone, the injection and transmission of holes are strong, which makes the transmission of carriers unbalanced, and the luminescent recombination center is close to the hole blocking layer (HBL), resulting in poor device life and low efficiency when used alone; after the second compound shown in formula II of the present invention is introduced, since the DA structure of this type of compound itself has excellent electron transmission performance and certain hole transmission performance, through the synergistic compounding with the second compound, balanced carrier transmission is achieved, and the recombination center of the luminescent layer is far away from the HBL layer, the life is greatly improved, and the efficiency is also improved to a certain extent. Similarly, when the second compound shown in formula II is used alone, the injection and transmission capabilities of holes are not matched, resulting in low exciton formation efficiency and recombination efficiency, and the luminescent recombination center is close to the electron blocking layer (EBL), which will also cause the device to have a short life and low efficiency. Compared with the device data of Comparative Example 7, the dual-host combination in the present invention also has obvious advantages, which may be due to the fact that the N-type host used in the present invention has better electron injection characteristics and higher electron mobility than the compound D3 molecule in Comparative Example 7. At the same time, it can be seen from the adjustment of the doping ratio in Table 2 that since the second compound of the structure shown in Formula II of the present invention has the characteristics of bipolarity, when a small amount of the first compound host is doped, the performance is still better than other compounds in the comparative example.

[0232] The applicant declares that the present invention illustrates the organic electroluminescent material and the organic electroluminescent device containing the same through the above-mentioned embodiments, but the present invention is not limited to the above-mentioned process steps, that is, it does not mean that the present invention must rely on the above-mentioned process steps to be implemented. Those skilled in the art should understand that any improvement of the present invention, equivalent replacement of the raw materials selected by the present invention, addition of auxiliary components, selection of specific methods, etc., all fall within the protection scope and disclosure scope of the present invention.

Claims

1. An organic electroluminescent material, characterized in that: The organic electroluminescent material comprises a combination of a first compound and a second compound; the first compound has a structure as shown in Formula I: Wherein, Ar1 is selected from any one of a substituted or unsubstituted C6-C30 aryl group and a substituted or unsubstituted C3-C30 heteroaryl group; The substituents substituted in Ar1 are each independently selected from any one of halogen, cyano, nitro, hydroxyl, amino, aldehyde, ester, 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 C2-C20 alkenyl, unsubstituted or R'-substituted C6-C30 aryl, and unsubstituted or R'-substituted C3-C30 heteroaryl; the substituents substituted in Ar1 are each independently not connected to the adjacent ring structure or connected to form a ring through a chemical bond; L1 is selected from any one of a single bond, a substituted or unsubstituted C6-C30 arylene group, and a substituted or unsubstituted C3-C30 heteroarylene group; R1 and R2 are each independently selected from substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C1-C30 straight or branched alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C1-C30 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C30 alkylC6-C30 arylsilyl, substituted or unsubstituted C1-C30 alkylamino, substituted or unsubstituted C2-C30 alkenylamino, substituted or any one of unsubstituted C1-C30 alkyl C2-C30 alkenylamino, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C1-C30 alkyl C6-C30 arylamino, substituted or unsubstituted C2-C30 alkenyl C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C1-C30 alkyl C3-C30 heteroarylamino, substituted or unsubstituted C2-C30 alkenyl C3-C30 heteroarylamino, and substituted or unsubstituted C6-C30 aryl C3-C30 heteroarylamino; The second compound has a structure as shown in Formula IIA or Formula IIB: X is O or S; Ar2 and Ar3 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; L2 is 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; R3 represents unsubstituted, monosubstituted or polysubstituted, and R3 is selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C3-C30 heteroaryl, and substituted or unsubstituted C6-C30 aryl; The substituted substituents and R' in L1, R1, R2, Ar2, Ar3, L2 and R3 are each independently selected from any one of halogen, cyano, nitro, hydroxyl, amino, aldehyde, ester, C1-C20 straight or branched alkyl, C1-C20 alkoxy, C2-C10 alkenyl, C3-C20 cycloalkyl, C2-C20 heterocycloalkyl, C6-C30 aryl and C3-C30 heteroaryl, or a combination of at least two thereof; the substituted substituents and R' are each independently not connected to the adjacent ring structure or are connected to form a ring through chemical bonds.

2. The organic electroluminescent material according to claim 1, characterized in that: The Ar1 has a structure as shown in any one of Formula A1, Formula A2 and Formula A3: Wherein, -* represents the attachment site of the group; R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 Each is independently selected from any one of hydrogen, halogen, cyano, 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 C3-C30 heteroaryl, and unsubstituted or R'-substituted C6-C30 aryl; The R A1 , R A2 , R A3 , R A4 Any two adjacent groups in one group are connected by chemical bonds to form ring A1 or ring A2, wherein ring A1 is The ring A2 is X A , Y A Each independently selected from a single bond, O, S, NR 11 or CR 12 R 13 Any one of the above, and the X A and Y A Not single bond at the same time; R 11 , R 12 , R 13 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 C3-C30 heteroaryl, and unsubstituted or R'substituted C6-C30 aryl; the R 12 and R 13 They are not connected to each other or connected to form a ring through chemical bonds; R A9 , R A10 , R A11 , R A12 Each is independently selected from any one of hydrogen, halogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C1-C20 alkoxy, unsubstituted or R'substituted C3-C30 heteroaryl, and unsubstituted or R'substituted C6-C30 aryl; The R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 , R A9 , R A10 , R A11 , R A12 In the above formula, except for the group forming ring A, any two adjacent groups in other groups are not connected or connected by chemical bonds to form a ring; Y1 is selected from O, S or NR Y1 Any of the following: R Y1 Any one selected from 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 C3-C30 heteroaryl, unsubstituted or R'substituted C6-C30 aryl; R B1 Any one selected from hydrogen, halogen, cyano, 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 C3-C30 heteroaryl, unsubstituted or R'-substituted C6-C30 aryl.

3. The organic electroluminescent material according to claim 2, characterized in that: The Ar1 is selected from any one of the following groups a-k: Wherein, -* represents the attachment site of the group; X A Selected from O, S, NR 11 or CR 12 R 13 Any of the following: R 11 , R 12 , R 13 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 C3-C30 heteroaryl, and unsubstituted or R'substituted C6-C30 aryl; the R 12 and R 13 They are not connected to each other or connected to form a ring through chemical bonds; R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 , R A9 , R A10 , R A11 , R A12 Each is independently selected from any one of hydrogen, halogen, unsubstituted or R'substituted C1-C20 straight or branched alkyl, unsubstituted or R'substituted C3-C20 cycloalkyl, unsubstituted or R'substituted C1-C20 alkoxy, unsubstituted or R'substituted C3-C30 heteroaryl, and unsubstituted or R'substituted C6-C30 aryl; The R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 , R A9 , R A10 , R A11 , R A12 Any two adjacent groups are not connected or connected to form a ring through a chemical bond; Y1 and R B1 It has the same limited range as Formula A2 and Formula A3.

4. The organic electroluminescent material according to claim 3, characterized in that: The Ar1 is selected from any one of the following substituted or unsubstituted groups: Wherein, -* represents the attachment site of the group; X A Selected from O, S, NR 11 or CR 12 R 13 Any of the following: R 11 , R 12 , R 13 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 C3-C30 heteroaryl, and unsubstituted or R'substituted C6-C30 aryl; the R 12 and R 13 They are not connected to each other or connected to form a ring through chemical bonds; The substituents substituted in Ar1 have the same scope as in claim 1; Preferably, the R 11 , R 12 , R 13 Each is independently selected from any one of a C1-C10 straight chain or branched chain alkyl group and a C6-C20 aryl group.

5. The organic electroluminescent material according to claim 1, characterized in that: The R1 and R2 are each independently selected from any one of a substituted or unsubstituted C6-C20 aryl group and a substituted or unsubstituted C6-C20 heteroaryl group; Preferably, R1 and R2 are each independently selected from any one of the following substituted or unsubstituted groups: Wherein, -* represents the attachment site of the group; Z1 is selected from O, S, NR 21 or CR 22 R 23 Any of the following: R 21 , R 22 , R 23 Each is independently selected from any one or a combination of at least two of a C1-C20 straight or branched alkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, a C2-C10 alkenyl group, and a C3-C20 cycloalkyl group; 22 and R 23 Not connected or connected into rings by chemical bonds; The substituents substituted in R1 and R2 have the same scope as in claim 1.

6. The organic electroluminescent material according to claim 2, characterized in that: The first compound has a structure as shown in Formula IA or Formula IB: Among them, R A1 , R A2 , R A3 , R A4 , R A5 , R A6 , R A7 , R A8 has the same defined range as in formula A1, and L1, R1, and R2 have the same defined range as in formula I; Z1 is selected from O, S, NR 21 or CR 22 R 23 Any of the following: R 21 , R 22 , R 23 Each is independently selected from any one or a combination of at least two of a C1-C20 straight or branched alkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, a C2-C10 alkenyl group, and a C3-C20 cycloalkyl group; 22 and R 23 Not connected or connected to form a ring through chemical bonds.

7. The organic electroluminescent material according to claim 1 or 6, characterized in that: The R1 and R2 are each independently selected from any one of the following groups: -* represents the attachment site of the group.

8. The organic electroluminescent material according to claim 1 or 6, characterized in that: The L1 is 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 is selected from any one of the following groups which are single bonds, substituted or unsubstituted: Wherein, -* represents the attachment site of the group; Z2 is selected from O, S, NR 31 or CR 32 R 33 Any of the following: R 31 , R 32 , R 33 Each is independently selected from any one or a combination of at least two of a C1-C20 straight or branched alkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, a C2-C10 alkenyl group, and a C3-C20 cycloalkyl group; 32 and R 33 Not connected or connected into rings by chemical bonds; Preferably, L1 is selected from a single bond, Any one of .

9. The organic electroluminescent material according to claim 1, characterized in that: The first compound has a structure shown in any one of the following P1-P189:

10. The organic electroluminescent material according to claim 1, characterized in that: Ar2 and Ar3 are each independently selected from any one of a substituted or unsubstituted C6-C20 aryl group and a substituted or unsubstituted C3-C20 heteroaryl group; Preferably, Ar2 and Ar3 are each independently selected from any one of the following substituted or unsubstituted groups: -* represents the attachment site of the group; Wherein, Z3 is selected from O, S, NR 41 or CR 42 R 43 Any of the following: R 41 , R 42 , R 43 Each is independently selected from any one or a combination of at least two of a C1-C20 straight or branched alkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, a C2-C10 alkenyl group, and a C3-C20 cycloalkyl group; 42 and R 43 Not connected or connected to form a ring through chemical bonds.

11. The organic electroluminescent material according to claim 10, characterized in that: The second compound has a structure as shown in Formula IIC or Formula IID: Wherein, X, Ar2, L2, and R3 have the same defined ranges as those of Formula IIA and Formula IIB; Z3 is selected from O, S, NR 41 or CR 42 R 43 Any of the following: R 41 , R 42 , R 43 Each is independently selected from any one or a combination of at least two of a C1-C20 straight or branched alkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, a C2-C10 alkenyl group, and a C3-C20 cycloalkyl group; 42 and R 43 Not connected or connected into rings by chemical bonds; Preferably, Z3 is O or S.

12. The organic electroluminescent material according to claim 1 or 11, characterized in that: Ar2 is selected from Any one of the following; -* represents the attachment site of the group.

13. The organic electroluminescent material according to claim 1, characterized in that: The L2 is selected from any one of a single bond, a substituted or unsubstituted C6-C20 arylene group; Preferably, L2 is selected from a single bond, Any one of; wherein, -* represents the attachment site of the group.

14. The organic electroluminescent material according to claim 1, characterized in that: The R3 is selected from any one of hydrogen, halogen, substituted or unsubstituted C1-C10 straight or branched alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C3-C20 heteroaryl, substituted or unsubstituted C6-C20 aryl, preferably any one of hydrogen, phenyl, naphthyl, biphenyl, terphenyl, phenylnaphthyl, naphthylphenyl.

15. The organic electroluminescent material according to claim 1, characterized in that: The second compound has a structure shown in any one of the following N1-N170:

16. The organic electroluminescent material according to claim 1, characterized in that: The mass ratio of the first compound to the second compound is (0.1-2):1, preferably (0.5-1.5):

1.

17. Use of the organic electroluminescent material according to any one of claims 1 to 16, characterized in that: The organic electroluminescent material is applied to organic electronic devices; Preferably, the organic electroluminescent material is applied to an organic electroluminescent device; Preferably, the organic electroluminescent material is used as a light-emitting layer material in an organic electroluminescent device; Preferably, the organic electroluminescent material is used as a main material of a light-emitting layer in an organic electroluminescent device, and more preferably as a main material of a red light-emitting layer.

18. An organic electroluminescent device, characterized in that: The organic electroluminescent device comprises a first electrode, a second electrode and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer comprises the organic electroluminescent material according to any one of claims 1 to 16; Preferably, the organic layer comprises a light-emitting layer, and the light-emitting layer comprises the organic electroluminescent material according to any one of claims 1 to 16; Preferably, the organic electroluminescent material is used as a host material of the light-emitting layer.

19. A display device, characterized in that: The display device comprises the organic electroluminescent device according to claim 18.

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