Electroluminescent material and organic electroluminescent device

By designing and combining the first and second organic materials of a specific structure, an electroluminescent material with excellent photoelectric properties is formed and used for the luminescent layer of the OLED device, the improvement space for existing OLED devices in terms of efficiency, voltage and lifetime is solved, and higher luminescence efficiency, longer lifetime and lower voltage are achieved.

CN120059731AActive Publication Date: 2025-05-30BEIJING DINGCAI TECHNOLOGY CO LTD

Patent Information

Application Number
CN202510542548.7
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-04-28
Publication Date
2025-05-30
Estimated Expiration
2045-04-28

AI Technical Summary

Technical Problem

Existing OLED devices still have room for improvement in performance such as efficiency, voltage and life, and it is difficult to meet the needs of high-quality display effects.

Method used

By designing and co-combining the first organic material and the second organic material, an electroluminescent material with excellent photoelectric properties and carrier transport characteristics is formed, which is used as the main material of the luminescent layer, to improve the luminescence efficiency and life of the device and reduce the voltage.

Benefits of technology

Higher luminescence efficiency, longer lifetime and lower voltage are achieved, significantly improving the overall performance of organic electroluminescent devices.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure SMS_6
    Figure SMS_6
  • Figure SMS_8
    Figure SMS_8
  • Figure SMS_9
    Figure SMS_9
Patent Text Reader

Abstract

The invention belongs to the technical field of organic electroluminescent materials, and provides an electroluminescent material and an organic electroluminescent device.The electroluminescent material comprises a combination of a first organic material and a second organic material, the first organic material has a structure as shown in a formula I, and the second organic material has a structure as shown in a formula II. Through the structural design and synergistic compounding of the two organic materials, the electroluminescent material has excellent photoelectric properties, higher carrier mobility and material stability, realizes balanced transmission of carriers, is used for the organic electroluminescent device, can endow the device with excellent luminous efficiency and stability, reduces the voltage of the device, and improves the luminous efficiency of the device. The service life of the device is remarkably prolonged, the comprehensive performance of the device is improved, and the requirements for high-performance materials in current panel and display manufacturing are fully met.
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The present invention belongs to the technical field of organic electroluminescent materials, and particularly relates to an electroluminescent material and an organic electroluminescent device. Background Art

[0002] In recent years, optoelectronic devices based on organic materials have developed very rapidly and have gradually become a research hotspot in the field. Examples of organic optoelectronic devices include organic light-emitting diodes (OLEDs), organic field-effect transistors, organic photovoltaic cells, organic sensors, etc. Among them, the development of OLEDs has been particularly rapid and has achieved commercial success in the field of information display. OLEDs can provide three colors of red, green, and blue with high saturation. The full-color display device made of them does not require an additional backlight source and has the advantages of gorgeous colors, flexibility, thinness, low cost, high efficiency, and low energy consumption.

[0003] The core of an OLED device is a multi-layer thin film structure containing various 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, light-emitting host materials, and light-emitting guest materials (dyes), etc. When powered on, electrons and holes are respectively injected, transported to the light-emitting region and recombined here, thereby generating excitons and emitting light.

[0004] Current OLEDs can be classified into fluorescence emission, phosphorescence emission, thermally activated delayed fluorescence, and thermally activated sensitized fluorescence according to the emission mechanism. Common fluorescent emitters mainly utilize singlet excitons generated when electrons and holes combine and are still widely used in various OLED products. Some metal complexes (such as iridium complexes, platinum complexes) can utilize both triplet excitons and singlet excitons for emission and are called phosphorescent emitters, and their energy conversion efficiency can be increased by up to 4 times compared with traditional fluorescent emitters. Thermally activated delayed fluorescence (TADF) can still effectively utilize triplet excitons to achieve high emission efficiency without using metal complexes by promoting the conversion of triplet excitons to singlet excitons. The thermally activated sensitized fluorescence (TASF) technology uses materials with TADF properties to sensitize the emitter through energy transfer and can also achieve high emission efficiency.

[0005] Although products using OLED technology have been commercialized, it is still necessary to continuously improve the performance of devices such as efficiency, voltage, and lifespan to meet people's pursuit of high-quality display effects. Therefore, there is an urgent need in this field to develop more types of organic materials with higher performance, which are applied to organic electroluminescent devices to make the devices have better light-emitting effects. Summary of the Invention

[0006] In view of the deficiencies of the prior art, the purpose of the present invention is to provide an electroluminescent material and an organic electroluminescent device. Through the structural design and mutual compounding of the first organic material and the second organic material, the electroluminescent material has excellent optoelectronic properties and carrier transport characteristics. It is used in organic electroluminescent devices, especially suitable as the host material of the light-emitting layer, which can effectively improve the luminous efficiency and lifespan of the device and reduce the voltage.

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

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

[0009] Formula I.

[0010] In Formula I, X 1 and X 2 each independently selected from N, O or S, and one of the X 1 and X 2 is N.

[0011] In Formula I, Ar 1 and Ar 2 each independently selected from any one of substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C3-C30 heteroaryl groups.

[0012] In Formula I, L 1 , L 2 and L 3 each independently selected from a single bond, substituted or unsubstituted C6-C30 arylene groups, substituted or unsubstituted C3-C30 heteroarylene groups. When the L 1 is a single bond, it represents that Ar 1 is directly connected to the N atom through a single bond; when the L 2 is a single bond, it represents that the fused ring structure is directly connected to the N atom through a single bond; when the L 3 is a single bond, it represents that the dibenzofuran structure is directly connected to the N atom through a single bond.

[0013] In Formula I, R 1 is selected from deuterium, substituted or unsubstituted C1-C30 straight-chain or branched-chain alkyl groups, substituted or unsubstituted C1-C30 alkoxy groups, substituted or unsubstituted C2-C20 alkenyl groups, substituted or unsubstituted C3-C30 cycloalkyl groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C3-C30 heteroaryl groups, substituted or unsubstituted C6-C30 arylamino groups, substituted or unsubstituted C3-C30 heteroarylamino groups.

[0014] In formula I, R 2 , R 3 , R 4 , R 5 are each independently selected from deuterium, halogen, cyano, substituted or unsubstituted C1-C30 linear or branched alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 arylamino, and substituted or unsubstituted C3-C30 heteroarylamino; any at least two adjacent groups among the R 1 , R 2 , R 3 , R 4 , R 5 are not connected or are connected by a chemical bond to form a ring.

[0015] In the present invention, "any at least two adjacent groups among the R 1 , R 2 , R 3 , R 4 , R 5 are not connected" means that the groups are only connected to the C atom by a single bond; "any at least two adjacent groups among the R 1 , R 2 , R 3 , R 4 , R 5 are connected by a chemical bond to form a ring" means that in addition to being connected to the C atom by a chemical bond, the adjacent groups are also connected by a chemical bond to form a fused ring structure. When the same description is involved below, it has the same meaning and will not be repeated one by one.

[0016] In formula I, a, b, c, d, and e respectively represent the number of the substituents R 1 , R 2 , R 3 , R 4 , R 5 . a is selected from integers of 1-3, for example, it can be 1, 2, or 3; b and c are each independently selected from integers of 0-4, for example, they can be 0, 1, 2, 3, or 4. d and e are each independently selected from integers of 0-2, for example, they can be 0, 1, or 2; 0≤c + d + e≤7.

[0017] It should be noted that when a≥2, multiple (at least 2) R 1 are the same or different groups. When b is 0, it means that there is no substituent on the corresponding benzene ring, and at this time, all four positions on this benzene ring are hydrogen; when b≥2, two R 2are the same or different groups. The same applies to the descriptions of c, d, and e. For the sake of simplicity, they will not be elaborated one by one. When there are similar descriptions below, they all have similar meanings.

[0018] Ar 1 , Ar 2 , L 1 , L 2 , L 3 , R 1 , R 2 , R 3 , R 4 , R 5 The substituted substituents described in are each independently selected from at least one of deuterium, C1-C20 linear or branched alkyl, C3-C20 cycloalkyl, C2-C20 heterocycloalkyl, C2-C20 alkenyl, C1-C20 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-C30 aryl, and C3-C30 heteroaryl, and the substituent is optionally substituted with deuterium; at least two adjacent groups among the substituents are not connected or are connected by a chemical bond to form a ring, and the substituted substituents are each independently not connected to the adjacent ring structure or are connected by a chemical bond to form a ring.

[0019] 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 by a single bond; "the substituted substituents are each independently connected to the adjacent ring structure by a chemical bond to form a ring" means that in addition to being connected to the C atom by a chemical bond, the substituent is also connected to the adjacent ring by a chemical bond to form a fused ring structure. When there are the same descriptions below, they all have the same meaning and will not be elaborated one by one.

[0020] In the present invention, the dashed arc in Formula I represents the conjugated double bond in the five-membered ring, that is, the structure of the first organic material is as shown in Formula I 1 or Formula I 2 as shown, preferably Formula I 1 as shown in the structure:

[0021] .

[0022] In Formula I 1 , X 1 is O or S. In Formula I 2 , X 2 is O or S.

[0023] The second organic material has a structure as shown in Formula II:

[0024] Formula II.

[0025] In Formula II, Ar 3 and Ar 4 are each independently selected from any one of substituted or unsubstituted C6-C30 aryl and substituted or unsubstituted C3-C30 heteroaryl.

[0026] In Formula II, L 4 is selected from any one of a single bond, substituted or unsubstituted C6-C30 arylene, and substituted or unsubstituted C3-C30 heteroarylene; when the L 4 is a single bond, it represents that the triazine structure and the dibenzofuran structure are directly connected by a single bond.

[0027] In Formula II, R 6 is selected from deuterium, halogen, cyano, substituted or unsubstituted C1-C30 straight-chain or branched-chain alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 arylamino, and substituted or unsubstituted C3-C30 heteroarylamino; any at least two adjacent groups among the R 6 are not connected or are connected by a chemical bond to form a ring.

[0028] In Formula II, f represents the number of substituents R 6 and f is selected from integers from 0 to 4, for example, it can be 0, 1, 2, 3, or 4.

[0029] Ar 3 and Ar 4 , L 4 , R 6 The substituents in are each independently selected from at least one of deuterium, C1-C20 straight-chain or branched-chain alkyl, C3-C20 cycloalkyl, C2-C20 heterocycloalkyl, C2-C20 alkenyl, C1-C20 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-C30 aryl, and C3-C30 heteroaryl, and the substituents are optionally substituted with deuterium; any at least two adjacent groups among the substituents are not connected or are connected by a chemical bond to form a ring; the substituted substituents are each independently not connected to the adjacent ring structure or are connected by a chemical bond to form a ring.

[0030] In the present invention, the "substituted or unsubstituted" group may be substituted with one substituent or multiple substituents. When there are multiple substituents (at least two), they may be the same or different substituents; when the same expression is involved hereinafter, it shall have the same meaning. Unless otherwise specified, the selection range of the substituents in the first organic material represented by Formula I and the second organic material represented by Formula II is as described above and will not be elaborated further.

[0031] The electroluminescent material provided by the present invention includes a combination of a first organic material and a second organic material. Among them, the first organic material has an arylamine structure represented by Formula I, which contains dibenzofuran and a specific phenanthro[9,10-d]oxazole / phenanthro[9,10-d]thiazole structure and has a high hole mobility; the second organic material has a structure represented by Formula II, which contains a triazine structure with an electron-withdrawing property and a specific dibenzofuran structure, endowing it with excellent planar conjugation properties, good electron mobility and good stability. Through the structural design and synergistic compounding of two types of organic materials with specific structures, the electroluminescent material of the present invention has excellent optoelectronic properties and carrier transport properties, can obtain higher mobility and better carrier transport effect, promote the rapid transfer of excited state excitons, endow the device with lower voltage, higher luminous efficiency, longer lifespan and excellent comprehensive performance, and fully meet the requirements for high-performance materials in current panel and display manufacturing.

[0032] It should be noted that in the present invention, for the convenience of description, the possible functions of each group / feature of the organic compound are described separately, but this does not mean that these groups / features act independently. 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 between various groups, rather than the effect of a single group.

[0033] The following are the preferred technical solutions of the present invention, but do not limit the technical solutions provided by the present invention. Through the following preferred technical solutions, the objectives and beneficial effects of the present invention can be better achieved.

[0034] In the present invention, for the description of chemical elements, unless otherwise specified, the concept of isotopes with the same chemical properties is included. For example, hydrogen (H) includes 1 H (protium), 2 H (deuterium, D), 3 H (tritium, T), etc.; carbon (C) includes 12 C, 13 C, etc.

[0035] In the present invention, the hydrogen at any position in the first organic material can be optionally substituted with deuterium, and the hydrogen at any position in the second organic material can be optionally substituted with deuterium.

[0036] In the present invention, the halogen may be fluorine, chlorine, bromine or iodine. The same description hereinafter has the same meaning.

[0037] In the present invention, unless otherwise specified, the heteroatoms of the heteroaryl are selected from N, O, S, P, B, Si or Se, preferably N, O or S. The heteroatoms of the heterocycloalkyl are selected from N, O, S, P, B, Si or Se, preferably N, O or S.

[0038] In the present invention, the expression of the ring structure with a "-" drawn across it indicates that the connection site is at any position on the ring structure where a bond can be formed.

[0039] In the present invention, both "-*" and "*" represent the connection sites of the groups.

[0040] In the present invention, the expression Ca-Cb represents that the group has a carbon atom number of a - b. Unless otherwise specified, the carbon atom number does not include the carbon atoms of the substituents.

[0041] In the present invention, "independently of each other" means that when the subject has a plurality of them, they can be the same or different from each other.

[0042] In the present invention, the C6-C30 may be C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.

[0043] The C3-C30 may be C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.

[0044] The C1-C30 may 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.

[0045] The C2-C30 may be C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C20, C22, C24, C26 or C28, etc.

[0046] The C1-C20 may be C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17 or C18, etc.

[0047] Any of C3-C20 may be C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17 or C18, etc.

[0048] Any of C2-C20 may be C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17 or C18, etc.

[0049] In the present invention, the C6-C30 aryl group, preferably C6-C24 aryl group, includes monocyclic aryl groups and polycyclic aryl groups; the monocyclic aryl group means a group containing at least 1 phenyl group. When containing at least 2 phenyl groups, the phenyl groups are connected by a single bond. Exemplarily, it includes but is not limited to: phenyl group, biphenyl group, terphenyl group, quaterphenyl group, etc. The polycyclic aryl group means a group containing at least 2 aromatic rings, and the aromatic rings are fused to each other by sharing two adjacent carbon atoms. Exemplarily, it includes but is not limited to: naphthyl group (1-naphthyl group, 2-naphthyl group), anthryl group (1-anthryl group, 2-anthryl group, 9-anthryl group), phenanthryl group, indenyl group, fluorenyl group and its derivative groups (9,9-dimethylfluorenyl group, 9,9-diethylfluorenyl group, 9,9-dipropylfluorenyl group, 9,9-dibutylfluorenyl group, 9,9-dipentylfluorenyl group, 9,9-dihexylfluorenyl group, 9,9-diphenylfluorenyl group, 9,9-dinaphthylfluorenyl group, phenylmethylfluorenyl group, spirobifluorenyl group, benzofluorenyl group, etc.), fluoranthenyl group, triphenylenyl group, pyrenyl group (1-pyrenyl group, 2-pyrenyl group, 4-pyrenyl group), perylenyl group, chrysenyl group, triphenylenyl group, tetracenyl group (1-tetracenyl group, 2-tetracenyl group, 9-tetracenyl group), etc. It should be noted that the monocyclic aryl group and polycyclic aryl group connected by a single bond also belong to the scope of aryl groups, such as phenylnaphthyl group, naphthylphenyl group, phenylnaphthylphenyl group, binaphthyl group, etc.

[0050] The C3-C30 heteroaryl group, preferably a C3-C20 heteroaryl group, includes a monocyclic heteroaryl group or a fused-ring heteroaryl group. 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 group, heteroaryl group, etc.), the heteroaryl group and other groups are connected by a single bond. Exemplarily, it includes but is not limited to: pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, furyl, thienyl, pyrrolyl, bipyridyl, phenylpyridyl, pyridylphenyl, pyrimidinylphenyl, etc. The fused-ring heteroaryl group means that the molecule contains at least one heteroaromatic ring and an aromatic ring (heteroaromatic ring or aromatic ring), and the two are fused to each other by sharing two adjacent atoms. Exemplarily, it includes but is not limited to: quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, benzofuryl, benzothienyl, isobenzofuryl, isobenzothienyl, indolyl, dibenzofuryl, dibenzothienyl, naphthobenzofuryl, naphthobenzothienyl, carbazolyl and its derivatives (N-phenylcarbazolyl, N-naphthylcarbazolyl, benzocarbazolyl, dibenzocarbazolyl, indolocarbazolyl, azacarbazolyl, etc.), acridinyl, phenothiazinyl, phenoxazinyl, hydroacridinyl, etc. It should be noted that the heteroaryl group connected by a single bond to another heteroaryl group, and the aryl group connected by a single bond to a heteroaryl group also belong to the scope of heteroaryl group. For example, phenyldibenzofuryl, phenyldibenzothienyl, dibenzothienylphenyl, dibenzofurylphenyl, etc.

[0051] Specific examples of the C6-C30 arylene group can be a divalent group obtained by removing one hydrogen atom from the above-mentioned examples of aryl groups; specific examples of the C3-C30 heteroarylene group can be a divalent group obtained by removing one hydrogen atom from the above-mentioned examples of heteroaryl groups.

[0052] In the present invention, specific examples of the C6-C30 arylamino group are monovalent groups in which at least one hydrogen in -NH 2 is substituted by the above-mentioned aryl group. Specific examples of the C3-C30 heteroarylamino group are monovalent groups in which at least one hydrogen in -NH 2 is substituted by the above-mentioned heteroaryl group.

[0053] In the present invention, the C6-C30 aryloxy group is a monovalent group formed by connecting the above-mentioned aryl group with O. Specific examples of the C3-C30 heteroaryloxy group can be monovalent groups obtained by connecting the above-mentioned examples of heteroaryl groups with O.

[0054] The C1-C30 linear or branched alkyl group, preferably a C1-C16 linear or branched alkyl group, more preferably a C1-C10 linear or branched alkyl group, exemplarily includes but is not limited to: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, 2-methylbutyl, n-pentyl, isopentyl, neopentyl, n-hexyl, neohexyl, 2-ethylhexyl, n-octyl, n-heptyl, n-nonyl, n-decyl, etc.

[0055] Specific examples of the C1-C20 alkylsilyl group are monovalent groups in which at least one hydrogen in -SiH 3 is substituted by the above-mentioned linear or branched alkyl group. Specific examples of the C1-C20 alkylamino group are monovalent groups in which at least one hydrogen in -NH 2 is substituted by the above-mentioned linear or branched alkyl group.

[0056] Specific examples of the C1-C30 alkoxy group and the C1-C20 alkoxy group can be monovalent groups obtained by connecting the examples of the above-mentioned linear or branched alkyl group with O.

[0057] The C2-C20 alkenyl group, preferably a C2-C10 alkenyl group, contains at least one C═C, and exemplarily includes but is not limited to: vinyl, propenyl, allyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, butadienyl, pentadienyl, etc.

[0058] The C3-C30 cycloalkyl group and the C3-C20 cycloalkyl group, preferably a C3-C10 cycloalkyl group, include a monocyclic alkyl group or a polycyclic alkyl group. Among them, the monocyclic alkyl group refers to an alkyl group containing a single cyclic structure, and the polycyclic alkyl group refers to a structure formed by two or more cycloalkyl groups sharing one or more ring carbon atoms; exemplarily includes but is not limited to: cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, etc.

[0059] Specific examples of the C2-C20 heterocycloalkyl group can be monovalent groups formed by replacing one ring carbon atom in the above-mentioned cycloalkyl group with a heteroatom, and the heteroatom is preferably N, O or S, etc., and exemplarily includes but is not limited to: epoxy group, oxetanyl, tetrahydrofuranyl, tetrahydrothienyl, pyrrolidinyl, tetrahydropyranyl, piperidinyl, piperazinyl, dioxanyl, morpholinyl, etc.

[0060] Preferably, the first organic material has a structure shown in Formula I-A:

[0061] Formula I-A.

[0062] Wherein, X 1 is O or S; Ar 1 , Ar 2 , L 1 , L2 、L 3 、R 1 、R 2 、R 3 、R 4 、R 5 、a, b, c, d, and e have the same defined ranges as in Formula I.

[0063] Preferably, the first organic material has a structure represented by Formula I-1 or Formula I-2, and more preferably has a structure represented by Formula I-1:

[0064] ;

[0065] wherein, X 1 is O or S; Ar 1 、Ar 2 、L 1 、L 2 、L 3 、R 1 、R 2 、R 3 、R 4 、R 5 、a, b, c, d, and e have the same defined ranges as in Formula I.

[0066] Preferably, the first organic material has a structure represented by any one of Formula I-1-1, Formula I-1-2, Formula I-1-3, and Formula I-1-4, and more preferably has a structure represented by any one of Formula I-1-1, Formula I-1-2, and Formula I-1-3:

[0067] ;

[0068] wherein, X 1 is O or S, and more preferably O; Ar 1 、Ar 2 、L 1 、L 2 、L 3 、R 1 、R 2 、R 3 、R 4 、R 5 、a, b, c, d, and e have the same defined ranges as in Formula I.

[0069] Preferably, the Ar 1 、Ar 2Each independently selected from any one of substituted or unsubstituted C6-C20 (such as C6, C9, C10, C12, C14, C15, C16, C18, etc.) aryl, substituted or unsubstituted C5-C20 (such as C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl.

[0070] Preferably, the Ar 1 and Ar 2 are each independently selected from any one of the following substituted or unsubstituted groups:

[0071]

[0072] ;

[0073] wherein, —* represents the connection site of the group.

[0074] Y 1 is selected from O, S, NR 11 or CR 12 R 13 any one of them.

[0075] Y 2 is selected from O or S.

[0076] R 11 、R 12 、R 13 、R 14 are each independently selected from any one or at least two combinations of C1-C20 straight-chain or branched-chain alkyl, C6-C30 aryl, C3-C30 heteroaryl, C2-C20 alkenyl; the R 12 and R 13 are not connected or connected by a chemical bond to form a ring.

[0077] Preferably, the R 11 、R 12 、R 13 、R 14Each independently selected from any one or a combination of at least two of C1-C10 (such as C2, C3, C4, C5, C6, C7, C8, C9, etc.) linear or branched alkyl groups, C2-C10 (such as C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl groups, and C6-C20 (such as C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups. Further preferably, it is any one of C1-C6 linear or branched alkyl groups, phenyl, naphthyl, biphenyl, terphenyl, phenylnaphthyl, and naphthylphenyl, and more preferably methyl or phenyl.

[0078] Preferably, the R 12 and R 13 are not connected or are connected by a chemical bond to form a spirofluorene group.

[0079] Preferably, the substituents in Ar 1 and Ar 2 each independently selected from any one or a combination of at least two of deuterium, C1-C10 (such as C2, C3, C4, C5, C6, C7, C8, C9, etc.) linear or branched alkyl groups, C3-C10 (such as C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, C6-C20 (such as C6, C9, C10, C12, C14, C15, C16, C18, etc.) aryl groups, and C3-C20 (such as C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl groups; the substituents are each independently not connected to the adjacent ring structure or are connected by a chemical bond to form a ring.

[0080] Preferably, the substituents in Ar 1 and Ar 2 each independently selected from any one of deuterium, C1-C6 linear or branched alkyl groups, phenyl, naphthyl, biphenyl, and pyridyl, and further preferably any one of deuterium, methyl, ethyl, isopropyl, isobutyl, tert-butyl, tert-pentyl, phenyl, naphthyl, biphenyl, and pyridyl.

[0081] More preferably, the Ar 1 and Ar 2 each independently selected from any one of the following unsubstituted or deuterated groups:

[0082] ;

[0083] Among them, —* represents the connection site of the group.

[0084] Further preferably, the Ar 2 is selected from any one of the following unsubstituted or deuterated groups: phenyl, naphthyl, biphenyl, terphenyl, pyridyl.

[0085] Preferably, the L 1 、L 2 、L 3 each independently is selected from any one of a single bond, a substituted or unsubstituted C6-C20 (such as C6, C9, C10, C12, C13, C14, C15, C16 or C18, etc.) arylene group, a substituted or unsubstituted C5-C20 (such as C6, C7, C8, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroarylene group.

[0086] Preferably, the L 1 、L 2 、L 3 each independently is selected from any one of the following:

[0087] ;

[0088] Among them, —* represents the connection site of the group.

[0089] Preferably, the R 1Selected from any one of substituted or unsubstituted C1-C10 (such as C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched-chain alkyl groups, substituted or unsubstituted C2-C10 (such as C3, C4, C5, C6, C7, C8, etc.) alkenyl groups, substituted or unsubstituted C3-C10 (such as C4, C5, C6, C7, C8, etc.) cycloalkyl groups, substituted or unsubstituted C6-C20 (such as C6, C9, C10, C12, C14, C16, C18, etc.) aryl groups, substituted or unsubstituted C3-C20 (such as C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, etc.) heteroaryl groups, substituted or unsubstituted C6-C24 (such as C6, C9, C10, C12, C14, C16, C18, C20, C22, etc.) arylamino groups, substituted or unsubstituted C6-C24 (such as C6, C9, C10, C12, C14, C16, C18, C20, C22, etc.) heteroarylamino groups, more preferably any one of substituted or unsubstituted C2-C10 alkenyl groups, substituted or unsubstituted C5-C8 cycloalkyl groups, substituted or unsubstituted C6-C20 aryl groups, substituted or unsubstituted C3-C20 heteroaryl groups, substituted or unsubstituted C6-C20 arylamino groups, substituted or unsubstituted C6-C20 heteroarylamino groups, and even more preferably any one of substituted or unsubstituted groups as follows: C2-C8 alkenyl groups, cyclohexyl groups, phenyl groups, naphthyl groups, biphenyl groups, terphenyl groups, phenylnaphthyl groups, naphthylphenyl groups, binaphthyl groups, pyridyl groups, bis(phenyl)amino groups, bis(biphenyl)amino groups, (phenyl)(biphenyl)amino groups, (phenyl)(pyridyl)amino groups, (biphenyl)(pyridyl)amino groups, bis(pyridyl)amino groups.

[0090] Preferably, there is no connection or chemical bond connection to form a benzene ring between any two adjacent groups in the said R 1 .

[0091] And / or, preferably, the said R 2Selected from any one of deuterium, substituted or unsubstituted C1-C10 (such as C2, C3, C4, C5, C6, C7, C8, C9, etc.) linear or branched alkyl groups, substituted or unsubstituted C2-C10 (such as C3, C4, C5, C6, C7, C8, etc.) alkenyl groups, substituted or unsubstituted C6-C20 (such as C6, C9, C10, C12, C14, C16, C18, etc.) aryl groups, and substituted or unsubstituted C3-C20 (such as C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, etc.) heteroaryl groups. Further preferably, any one of substituted or unsubstituted C6-C20 aryl groups and substituted or unsubstituted C3-C20 heteroaryl groups. More preferably, any one of the following substituted or unsubstituted groups: phenyl, naphthyl, biphenyl, terphenyl, phenylnaphthyl, naphthylphenyl, binaphthyl, pyridyl.

[0092] Preferably, any two adjacent groups in the said R 2 are not connected or are connected by a chemical bond to form a benzene ring.

[0093] Preferably, the substituents in R 1 , R 2 are each independently selected from at least one of deuterium, C1-C10 (such as C2, C3, C4, C5, C6, C7, C8, C9, etc.) linear or branched alkyl groups, C3-C10 (such as C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, C1-C10 (such as C2, C3, C4, C5, C6, C7, C8, C9, etc.) alkoxy groups, C6-C20 (such as C6, C9, C10, C12, C13, C14, C15, C16 or C18, etc.) aryl groups, and C3-C20 (such as C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl groups. Further preferably, at least one of deuterium and C1-C6 linear or branched alkyl groups. More preferably, deuterium, methyl, ethyl, n-propyl, isopropyl, isobutyl, tert-butyl, isopentyl, tert-pentyl, neopentyl or tert-pentyl.

[0094] Preferably, the said R 3 , R 4 , R 5Each independently selected from deuterium, substituted or unsubstituted C1-C10 (such as C2, C3, C4, C5, C6, C7, C8, C9, etc.) straight-chain or branched-chain alkyl groups, substituted or unsubstituted C3-C10 (such as C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, substituted or unsubstituted C6-C20 (such as C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl groups, substituted or unsubstituted C3-C20 (such as C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl groups, preferably deuterium, C1-C6 straight-chain or branched-chain alkyl groups, phenyl, naphthyl, biphenyl, terphenyl.

[0095] It should be noted that the first organic material is optionally substituted with deuterium; based on the total number of hydrogens in the first organic material (the total number of hydrogens before deuteration) being 100%, the number of deuteriums is denoted as n D , then n D is 0-100%, for example, it can be 0, 5%, 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80%, 90% or 100%, etc.

[0096] The number of deuteriums (n D ) being 0 means that the first organic material is not substituted with deuterium, and the number of deuteriums (n D ) being 100% means that all hydrogens of the first organic material are substituted with deuterium.

[0097] Preferably, n D is 0, or, 5% ≤ n D ≤ 100%, more preferably 10% ≤ n D ≤ 100%, still more preferably 20% ≤ n D ≤ 90%.

[0098] As a preferred technical solution of the present invention, the first organic material includes any one or a combination of at least two of the following compounds:

[0099] 。

[0100] In the foregoing compound structure, the number in the upper right corner of the square brackets represents the number of Ds in the molecular structure. Taking P148 as an example, "d15" means that 15 Hs in the molecular structure are replaced by Ds; other similar expressions are the same and will not be elaborated one by one.

[0101] Preferably, the second organic material has a structure represented by any one of Formula II-1, Formula II-2, and Formula II-3, and more preferably has a structure represented by Formula II-1 or Formula II-2:

[0102]

[0103] ;

[0104] wherein, Ar 3 、Ar 4 、L 4 、R 6 and f have the same defined ranges as in Formula II.

[0105] And / or, f is selected from integers from 1 to 4. Preferably, f is selected from integers from 1 to 3, and more preferably 1 or 2. When f ≥ 2, multiple (at least 2) Rs 6 are the same or different groups.

[0106] Preferably, the R 6 is selected from any one of substituted or unsubstituted C6-C30 (such as C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.) aryl groups and substituted or unsubstituted C3-C30 (such as C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.) heteroaryl groups, and more preferably any one of the following substituted or unsubstituted groups: phenyl, biphenyl, terphenyl, naphthyl, naphthylphenyl, phenylnaphthyl, binaphthyl, anthracenyl, fluoranthenyl, phenanthryl, triphenylenyl, chrysenyl, fluoranthenylphenyl, phenanthryl phenyl, triphenylenylphenyl, chrysenylphenyl, phenylfluoranthenyl, phenylphenanthryl, phenyltriphenylenyl, phenylchrysenyl.

[0107] Preferably, the second organic material has a structure represented by any one of Formula II-1-1, Formula II-1-2, Formula II-1-3, Formula II-2-1, Formula II-2-2, and Formula II-2-3, more preferably has a structure represented by any one of Formula II-1-1, Formula II-1-2, Formula II-2-1, and Formula II-2-2, and even more preferably has a structure represented by Formula II-1-2 or Formula II-2-1:

[0108] ;

[0109] wherein, Ar 3 、Ar 4 and L 4 have the same defined ranges as in Formula II.

[0110] R 61 is selected from any one of substituted or unsubstituted C6-C30 (such as C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.) aryl groups and substituted or unsubstituted C3-C30 (such as C3, C4, C5, C6, C9, C10, C12, C14, C16, C18, C20, C22, C24, C26 or C28, etc.) heteroaryl groups, preferably any one of the following substituted or unsubstituted groups: phenyl, biphenyl, terphenyl, naphthyl, naphthylphenyl, phenylnaphthyl, binaphthyl, anthracenyl, fluoranthenyl, phenanthryl, triphenylenyl, chrysenyl, fluoranthenylphenyl, phenanthryl phenyl, triphenylenylphenyl, chrysenylphenyl, phenylfluoranthenyl, phenylphenanthryl, phenyltriphenylenyl, phenylchrysenyl.

[0111] More preferably, the R 61 is selected from any one of the following groups:

[0112] .

[0113] R 6'Selected from deuterium, halogen, cyano, substituted or unsubstituted C1-C30 linear or branched alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, preferably deuterium, substituted or unsubstituted C1-C10 (such as C2, C3, C4, C5, C6, C7, C8, C9, etc.) linear or branched alkyl, substituted or unsubstituted C3-C10 (such as C4, C5, C6, C7, C8, C9, etc.) cycloalkyl, substituted or unsubstituted C6-C20 (such as C6, C9, C10, C12, C14, C15, C16 or C18, etc.) aryl, substituted or unsubstituted C3-C20 (such as C4, C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl, preferably deuterium, C1-C6 linear or branched alkyl, phenyl, naphthyl, biphenyl, terphenyl.

[0114] f 1 represents the substituent R 6 's number, an integer selected from 0-3, for example, can be 0, 1, 2 or 3, preferably 0-1.

[0115] Preferably, the said Ar 3 and Ar 4 each independently selected from substituted or unsubstituted C6-C26 (such as C6, C9, C10, C12, C14, C15, C16, C18, C20, C22, C24, C25, etc.) aryl, substituted or unsubstituted C5-C20 (such as C5, C6, C9, C10, C12, C14, C15, C16 or C18, etc.) heteroaryl.

[0116] Preferably, the said Ar 3 and Ar 4 each independently selected from any one of the following substituted or unsubstituted groups:

[0117] ;

[0118] wherein, —* represents the connection site of the group.

[0119] Y 3 is selected from O, S, NR 21 or CR 22 R 23Any one of the following.

[0120] Y 4 is selected from O or S.

[0121] R 21 and R 22 and R 23 and R 24 are each independently selected from any one of C1-C20 linear or branched alkyl groups, C6-C30 aryl groups, C3-C30 heteroaryl groups, C2-C20 alkenyl groups, or a combination of at least two thereof; the R 22 and R 23 are not connected or are connected by a chemical bond to form a ring.

[0122] Preferably, the R 21 and R 22 and R 23 and R 24 are each independently selected from any one of C1-C10 (such as C2, C3, C4, C5, C6, C7, C8, C9, etc.) linear or branched alkyl groups, C2-C10 (such as C3, C4, C5, C6, C7, C8, C9, etc.) alkenyl groups, C6-C20 (such as C6, C9, C10, C12, C14, C15, C16, or C18, etc.) aryl groups, or a combination of at least two thereof, more preferably any one of C1-C6 linear or branched alkyl groups, phenyl, naphthyl, biphenyl, terphenyl, phenylnaphthyl, naphthylphenyl, and even more preferably methyl or phenyl.

[0123] Preferably, the R 22 and R 23 are not connected or are connected by a chemical bond to form a spirofluorene group.

[0124] Preferably, the substituents in Ar 3 and Ar 4 are each independently selected from any one of deuterium, C1-C10 (such as C2, C3, C4, C5, C6, C7, C8, C9, etc.) linear or branched alkyl groups, C3-C10 (such as C4, C5, C6, C7, C8, C9, etc.) cycloalkyl groups, C6-C20 (such as C6, C9, C10, C12, C14, C15, C16, C18, etc.) aryl groups, C3-C20 (such as C3, C4, C5, C6, C9, C10, C12, C14, C15, C16, C18, etc.) heteroaryl groups, or a combination of at least two thereof; the substituents are each independently not connected to the adjacent ring structure or are connected by a chemical bond to form a ring.

[0125] Preferably, Ar 3 and Ar 4The substituents described in are each independently selected from any one of deuterium, C1-C6 straight-chain or branched alkyl, phenyl, naphthyl, biphenyl, and pyridyl, and are further preferably any one of deuterium, methyl, ethyl, isopropyl, isobutyl, tert-butyl, tert-pentyl, phenyl, naphthyl, biphenyl, and pyridyl.

[0126] Preferably, the Ar 3 , Ar 4 are each independently selected from any one of the following unsubstituted or deuterated groups:

[0127] ; where —* represents the connection site of the group.

[0128] Preferably, the L 4 is selected from any one of a single bond, a substituted or unsubstituted C6-C20 (such as C6, C9, C10, C12, C13, C14, C15, C16, or C18, etc.) arylene, and a substituted or unsubstituted C5-C20 (such as C6, C7, C8, C9, C10, C12, C14, C15, C16, or C18, etc.) heteroarylene.

[0129] Preferably, the L 4 is selected from any one of the following groups:

[0130] ;

[0131] where —* represents the connection site of the group.

[0132] As a preferred technical solution of the present invention, the second organic material includes any one or a combination of at least two of the following compounds:

[0133] 。

[0134] In particular, in the present invention, the second organic material does not adopt the following compounds:

[0135]

[0136] 。

[0137] Preferably, the mass percentage content of the first organic material in the electroluminescent material is 1-99%, such as 5%, 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80%, 90% or 95%, etc., and more preferably 35-75%.

[0138] As a preferred technical solution of the present invention, the mass percentage content of the first organic material in the electroluminescent material is 1-99%, preferably 30-80%, more preferably 35-75%, and the balance is the second organic material.

[0139] In a second aspect, the present invention provides an application of the electroluminescent material as described in the first aspect, and the electroluminescent material is applied to an organic electronic device.

[0140] 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 an electronic paper.

[0141] Preferably, the electroluminescent material is applied to an organic electroluminescent device, and more preferably applied to a red organic electroluminescent device.

[0142] Preferably, the electroluminescent material is used as a light-emitting layer material in an organic electroluminescent device, more preferably as a host material of the light-emitting layer, and even more preferably as a host material of the red light-emitting layer.

[0143] In a third aspect, the present invention provides an organic electroluminescent device, which includes a first electrode, a second electrode, and an organic layer disposed between the first electrode and the second electrode, and the organic layer includes the electroluminescent material as described in the first aspect.

[0144] Preferably, the organic layer includes a light-emitting layer, and the light-emitting layer includes the electroluminescent material as described in the first aspect.

[0145] 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, etc., more preferably 20 - 50 nm, and even more preferably 30 - 45 nm.

[0146] Preferably, the electroluminescent material is used as a host material of the light-emitting layer.

[0147] As a preferred technical solution of the present invention, the electroluminescent material is used as a host material of the light-emitting layer, and it is a dual-host material system. The first organic material (the first host material) is a hole-type host material with good hole transport ability; the second organic material (the second host material) is an electron-type host material, which is mainly responsible for the transport of electrons in the light-emitting layer; the two organic materials are synergistically compounded to achieve the transport balance of holes and electrons, avoid the large accumulation of carriers at the interface, inhibit non-radiative transitions, improve the exciton utilization rate, promote the rapid transfer of excited-state excitons to the guest for light emission, and significantly improve the comprehensive performance of the device such as efficiency, lifetime and voltage.

[0148] Preferably, the light-emitting layer includes a host material and a doping material, and the host material includes the electroluminescent material as described in the first aspect.

[0149] Preferably, the doping material (also known as "dye", "guest material", "dopant") is a phosphorescent doping material, and more preferably a red phosphorescent doping material.

[0150] Preferably, based on the mass of the host material being 100%, the mass of the doping material is 0.1 - 10%, for example, it can be 0.2%, 0.5%, 0.8%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8% or 9%, etc.

[0151] Preferably, based on the mass of the electroluminescent material being 100%, the mass of the doping material is 0.1 - 10%, such as 0.2%, 0.5%, 0.8%, 1%, 1.5%, 2%, 3%, 4%, 5%, 6%, 7%, 8% or 9%, etc.

[0152] Preferably, the organic layer further includes a hole transport region and an electron transport region.

[0153] Preferably, the hole transport region includes any one or a combination of at least two of a hole injection layer, a hole transport layer, and an electron blocking layer.

[0154] Preferably, the electron transport region includes any one or a combination of at least two of an electron injection layer, an electron transport layer, and a hole blocking layer.

[0155] In a preferred technical solution, the organic electroluminescent device (OLED device) includes a first electrode and a second electrode, and an organic layer located between the electrodes. This organic layer can be further divided into multiple regions, for example, including a hole transport region, a light-emitting layer, and an electron transport region; the light-emitting layer contains the electroluminescent material provided by the present invention.

[0156] In a preferred technical solution, the organic electroluminescent device includes a first electrode, a plurality of light-emitting functional layers (organic layers), and a second electrode arranged in sequence; the organic layer includes a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer arranged in sequence, and the hole injection layer is in contact with the first electrode (anode). The organic layer (preferably the light-emitting layer) contains the electroluminescent material provided by the present invention.

[0157] In a preferred technical solution, a substrate can be used below the first electrode or above the second electrode. The substrates are all glass or polymer materials with excellent mechanical strength, thermal stability, water resistance, and transparency. In addition, a thin film transistor (TFT) can also be provided on the substrate for use as a display.

[0158] In a preferred technical solution, the first electrode can be formed by sputtering or depositing a material used as the first electrode on a substrate. When the first electrode serves as an anode, oxide transparent conductive materials such as indium tin oxide (ITO), indium zinc oxide (IZO), tin dioxide (SnO 2 ), zinc oxide (ZnO), etc., 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), magnesium-silver (Mg-Ag), etc., and any combination between them can be used.

[0159] The organic layer can be formed on the electrode by methods such as vacuum thermal evaporation, spin coating, printing, etc. The compounds used as the organic layer can be organic small molecules, organic macromolecules or polymers, and combinations thereof.

[0160] 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 multi-layer structure including at least one of a hole injection layer (HIL), a hole transport layer (HTL), and an electron blocking layer (EBL); where the HIL is located between the anode and the HTL, and the EBL is located between the HTL and the light-emitting layer.

[0161] The materials 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 poly(phenylene vinylene), 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, where the aromatic amine derivatives include the compounds shown as HT-1 to HT-51 below; or any combination thereof.

[0162] 。

[0163] 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 be made of one or more of the above-mentioned compounds HT-1 to HT-51, or one or more of the following compounds HI-1 to HI-3; or 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.

[0164]

[0165] The light-emitting layer includes a host material (Host, the electroluminescent material provided by the present invention), and at the same time includes a light-emitting dye (i.e., a doping material, dopant) that can emit spectra of different wavelengths. At the same time, the light-emitting layer can be a single-color light-emitting layer that emits a single color such as red, green, or blue. Multiple single-color light-emitting layers of different colors can be arranged in a planar pattern according to a pixel pattern, or stacked together to form a color light-emitting layer. When light-emitting layers of different colors are stacked together, they can be separated from each other or connected to each other. The light-emitting layer can also be a single color light-emitting layer that can simultaneously emit different colors such as red, green, and blue.

[0166] According to different technologies, the light-emitting layer material can be made of different materials such as fluorescent electroluminescent materials, phosphorescent electroluminescent materials, thermally activated delayed fluorescence materials, etc. In an OLED device, a single light-emitting technology can be adopted, or a combination of multiple different light-emitting technologies can be adopted. These different light-emitting materials classified by technology can emit light of the same color or different colors.

[0167] In one aspect of the present invention, the light-emitting layer adopts the technology of phosphorescent electroluminescence. The host material of its light-emitting layer includes the electroluminescent material provided by the present invention, that is, a combination of a first organic material and a second organic material.

[0168] In one aspect of the present invention, the light-emitting layer adopts the technology of phosphorescent electroluminescence. The phosphorescent doping material of its light-emitting layer can be selected from, but not limited to, one or more combinations of the following listed RPD-1 to RPD-28.

[0169] 。

[0170] 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 adopt, but is not limited to, one or more of the above-mentioned compounds HT-1 to HT-51.

[0171] The organic layer may further include an electron transport region between the light-emitting layer and the cathode. The electron transport region may be a single-layer electron transport layer (ETL), including a single-layer electron transport layer containing only one compound and a single-layer electron transport layer containing multiple compounds. The electron transport region may also be a multi-layer structure including at least one 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.

[0172] In one aspect of the present invention, the electron transport layer material can be selected from, but is not limited to, a combination of one or more of the following listed ET-1 to ET-73.

[0173] 。

[0174] 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-73, but is not limited thereto.

[0175] The device may also include an electron injection layer located between the electron transport layer and the cathode. The electron injection layer material includes, but is not limited to, one or more combinations of the following: LiQ, LiF, NaCl, CsF, Li 2 O、Cs 2 CO 3 , BaO, Na, Li, Ca, Mg, Yb.

[0176] In a fourth aspect, the present invention further provides a display device, comprising the organic electroluminescent device as described in the third aspect.

[0177] Preferably, the display device includes a display screen or a display panel.

[0178] The present invention also provides an electronic device, comprising the above-mentioned display device.

[0179] Compared with the prior art, the present invention has the following beneficial effects:

[0180] The electroluminescent material provided by the present invention has excellent photoelectric properties, higher carrier mobility and material stability through the structural design and coordinated compounding of the first organic material and the second organic material, and realizes balanced carrier transmission. The electroluminescent material is used in organic electroluminescent devices, and is particularly suitable as a main material for a light-emitting layer. It can effectively regulate the injection / transmission balance of holes and electrons, avoid a large amount of carrier accumulation at the interface, promote energy transfer between the host and the guest, and make the device have excellent luminous efficiency and stability, reduce the device voltage, significantly extend the device life, and improve the comprehensive performance of the device, fully meeting the requirements for high-performance materials in the current panel and display manufacturing. DETAILED DESCRIPTION

[0181] 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.

[0182] In a specific embodiment, the first organic material can be prepared by an organic synthesis method known in the prior art; illustratively, it can be prepared by the following representative synthesis route:

[0183] ;

[0184] Among them, X 1 , X 2 ,Ar1 ,Ar 2 , L 1 , L 2 , L 3 , R 1 , R 2 , R 3 , R 4 , R 5 , a, b, c, d and e have the same definitions as in Formula I; Hal 1 Hal 2 Each is independently selected from any one of the halogens, for example, F, I, Br or Cl, preferably Cl or Br.

[0185] In one embodiment, reaction I and reaction II are carried out in the presence of a palladium catalyst. The order of reaction I and reaction II can be adjusted according to the synthesis situation, that is, reaction I can be carried out first, then reaction II, or reaction II can be carried out first, then reaction I. Usually, reaction I is carried out first, then reaction II.

[0186] In a specific embodiment, the second organic material can be prepared by an organic synthesis method known in the prior art; illustratively, it can be prepared by the following representative synthesis route:

[0187] ;

[0188] Among them, Ar 3 ,Ar 4 , L 4 , R 6 and f have the same definitions as in Formula II; Hal 3 Any one selected from the group consisting of halogen, for example, F, I, Br or Cl, preferably Cl or Br; U 1 Any one selected from the following groups: .

[0189] In one embodiment, reaction III is carried out in the presence of a palladium catalyst.

[0190] In a specific embodiment, the dibenzofuran raw material for preparing the second organic material can be prepared by the following representative synthesis route:

[0191]

[0192] In one embodiment, reaction IV is carried out in the presence of a palladium catalyst.

[0193] Hereinafter, specific preparation methods of the first organic material and the second organic material according to the present invention will be described in detail with reference to multiple synthesis examples. However, the preparation method of the present invention is not limited to these synthesis examples.

[0194] It should be noted that obtaining the first organic material and the second organic material is not limited to the synthesis methods and raw materials used in the present invention. Those skilled in the art can also select other methods or routes to obtain the first organic material and the second organic material proposed by the present invention.

[0195] Compounds, solvents, and reagents of synthesis methods not mentioned in the present invention are all raw material products obtained through commercial channels, which can be purchased or customized from the domestic chemical product market, or can be self-made from these raw material products according to well-known methods.

[0196] In the following specific embodiments of the present invention, the molecular weights of intermediates and target products are analyzed and detected using an Agilent HPLC-6500 series Q-TOF liquid chromatography-mass spectrometry instrument. The ionization source uses an atmospheric pressure chemical ionization ion source (APCI source), and the ionization method is [M+H] + .

[0197] Synthesis Example 1: Synthesis of Compound P6

[0198]

[0199] (1) Synthesis of M1

[0200] In a 1000 mL single-necked flask, add 24 g of SM1, 6.8 g of SM2, 0.5 g of tris(dibenzylideneacetone)dipalladium(0) Pd 2 (dba) 3 , 0.4 g of 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride IPr·HCl, 21.3 g of sodium tert-butoxide, 400 mL of toluene. Evacuate and replace with nitrogen three times, and heat the reaction to 90 °C for 5 h. After the reaction is completed, stop the reaction. Cool to room temperature, separate the layers of the reaction solution, filter the organic phase through a silica gel column twice, concentrate the organic phase, add methanol and reflux and stir for 1 h, filter to obtain a pale yellow powder M1, and then recrystallize with ethyl acetate to obtain 19.2 g of pure product.

[0201] Theoretical value of m / z: 386.14; Measured value of m / z: 387.17 (APCI source, [M+H] + ).

[0202] (2) Synthesis of P6

[0203] In a 1000 mL single-necked flask, add 15 g of M1, 10.8 g of SM3, 0.5 g of Pd 2 (dba)3 , 0.4 g tri-tert-butylphosphine tetrafluoroborate (t-Bu) 3 PBF 4 , 12.4 g sodium tert-butoxide, 400 mL toluene, vacuum and replace nitrogen 3 times, heat the reaction to 110 ° C for 5 h. After the reaction is completed, stop the reaction. Cool to room temperature, separate the reaction liquid, filter the organic phase through a silica gel column twice, concentrate the organic phase, add methanol and reflux and stir for 1 h, filter and obtain white powder P6, and then recrystallize from ethyl acetate three times to obtain 20.7 g of pure product.

[0204] m / z theoretical value: 628.22; m / z measured value: 629.23 (APCI source, [M+H] + ).

[0205] The process route of Synthesis Example 2-16 is the same as that of Synthesis Example 1, except that different raw materials are used. The raw materials, target products and result characterization data are shown in Table 1.

[0206] Table 1

[0207]

[0208] Synthesis Example 17: Synthesis of Compound N1

[0209]

[0210]

[0211] (1) Synthesis of M2

[0212] In a 1000 mL single-necked bottle, add 20 g of SM4, 8.7 g of SM5, 24 g of potassium carbonate, 4 g of tetrakistriphenylphosphine palladium (PPh 3 ) 4 , 350 mL toluene, 170 mL H 2 O and 170 mL of ethanol, vacuum and replace nitrogen 3 times, and heat the reaction to 110°C for 1 h. After the reaction is completed, stop the reaction. Cool to room temperature, extract the organic layer with ethyl acetate, and remove the remaining water with magnesium sulfate. Thereafter, dry the organic layer and separate it by column chromatography to obtain 13.3 g of compound M2;

[0213] m / z theoretical value: 278.05; m / z found value: 279.08 (APCI source, [M+H] + ).

[0214] (2) Synthesis of M3

[0215] In a 1000 mL single-necked flask, 12.8 g of M2, 17.5 g of 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bis(1,3,2-dioxaborolane), 11.3 g of potassium acetate KOAc, 3.2 g of dichlorobis(triphenylphosphine)palladium PdCl 2 (PPh 3 ) 2 and 230 mL of 1,4-dioxane were added. The mixture was evacuated and purged with nitrogen three times, and the reaction temperature was raised to 130 °C and reacted for 3 h. After the reaction was completed, the reaction was stopped. It was cooled to room temperature, the organic layer was extracted with ethyl acetate, and the remaining water was removed with magnesium sulfate. Thereafter, the organic layer was dried and separated by column chromatography to obtain 15.1 g of compound M3.

[0216] Theoretical m / z value: 370.17; Measured m / z value: 371.25 (APCI source, [M+H] + )

[0217] (3) Synthesis of N1

[0218] In a 1000 mL single-necked flask, 15 g of compound M3, 8.6 g of compound SM7, 5.5 g of potassium carbonate, 922 mg of Pd(PPh 3 ) 4 , 80 mL of toluene, 40 mL of ethanol and 40 mL of water were added. The mixture was evacuated and purged with nitrogen three times, and the reaction temperature was raised to 130 °C and reacted for 3 h. After the reaction was completed, the reaction was stopped. It was cooled to room temperature, the organic layer was extracted with ethyl acetate, and the remaining water was removed with magnesium sulfate. Thereafter, the organic layer was dried and separated by column chromatography to obtain 11.7 g of compound N1;

[0219] Theoretical m / z value: 475.17; Measured m / z value: 476.17 (APCI source, [M+H] + )

[0220] The process route of Synthesis Example 18-31 is the same as that of Synthesis Example 17, except that the raw materials used are different. The raw materials, target products and result characterization data are shown in Table 2.

[0221] Table 2

[0222]

[0223] The present invention exemplarily provides specific synthesis methods for the above several compounds. For other compounds without specific synthesis methods, they are also prepared by similar methods, and can be obtained only by replacing the raw materials, which will not be elaborated here, or those skilled in the art can also prepare them by other methods in the prior art.

[0224] The following will take multiple embodiments as examples to elaborate on the electroluminescent materials and organic electroluminescent devices containing the same according to the present invention. However, the electroluminescent materials and organic electroluminescent devices according to the present invention are not limited to these embodiments.

[0225] Example 1

[0226] An electroluminescent material includes a first organic material P1 and a second organic material N6, and the mass ratio of P1 to N6 is 1:1.

[0227] An organic electroluminescent device contains the electroluminescent material provided in this embodiment, and includes an anode, 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 arranged in sequence; the preparation method of the organic electroluminescent device is as follows:

[0228] (1) Ultrasonically treat the glass substrate coated with the ITO transparent conductive layer in a commercial cleaning agent, rinse it in deionized water, ultrasonically degrease it in a mixed solvent of acetone / ethanol, bake it in a clean environment until all moisture is removed, clean it with ultraviolet light and ozone, and bombard the surface with a low-energy cation beam;

[0229] (2) Place the glass substrate with the anode above in a vacuum chamber, evacuate to less than <1×10 -5 Pa, and vacuum deposit a mixture of compound HT-29:HI-1 (97 / 3, w / w) on the above anode layer film as the hole injection layer, with a total evaporation film thickness of 10 nm;

[0230] (3) Vacuum deposit 60 nm of compound HT-29 on the hole injection layer as the hole transport layer;

[0231] (4) Vacuum deposit 60 nm of compound HT-37 on the hole transport layer as the electron blocking layer;

[0232] (5) Vacuum deposit the light-emitting layer on the electron blocking layer. The light-emitting layer includes a host material (the electroluminescent material, P1:N6 = 1:1) and a doping material (dye, RPD-18), and the mass ratio (w / w) of the host material to the doping material is 100:3; use the dual-source co-evaporation method for evaporation, with an evaporation rate of 0.1 nm / s and a total evaporation film thickness of 40 nm;

[0233] (6) A 5-nm-thick compound ET-17 was vacuum-evaporated on the light-emitting layer as a hole-blocking layer;

[0234] (7) A mixture of ET-66:ET-57 (50 / 50, w / w) was vacuum-evaporated on the hole-blocking layer as an electron-transporting layer, with a total evaporation film thickness of 25 nm;

[0235] (8) A 1-nm-thick LiF was vacuum-evaporated on the electron-transporting layer as an electron-injecting layer;

[0236] (9) A 150-nm-thick metal Al was vacuum-evaporated on the electron-injecting layer as a cathode; during the above evaporation process, the evaporation rate of all organic layers and LiF was 0.1 nm / s, and the evaporation rate of the metal was 1 nm / s, obtaining the organic electroluminescent device.

[0237] Examples 2 - 34, Comparative Examples 1 - 8

[0238] An electroluminescent material and an organic electroluminescent device comprising the same, which are different from Example 1 only in that the electroluminescent material (the host material of the light-emitting layer) is replaced with the compound in Table 3, and the mass ratio of the first organic material to the second organic material is 1:1; the other structures, materials, and preparation methods of the device are the same as those in Example 1; the light-emitting layers of Comparative Examples 4 - 6 all use a single host material, and the mass ratio of the host material to the doping material is 100:10.

[0239] The structures of the host materials in Comparative Examples 1 - 4 are as follows:

[0240]

[0241] The performance of the above organic electroluminescent devices was tested as follows:

[0242] (1) At the same brightness, a digital source meter and a luminance meter were used to measure the driving voltage and current efficiency of the organic electroluminescent device; specifically, the voltage was increased at a rate of 0.1 V per second, and the voltage when the current density of the organic electroluminescent device reached 10 mA / cm 2 was measured as the operating voltage, and the luminance at this time was also measured. The ratio of the luminance to the current density was the current efficiency;

[0243] (2) The LT97 lifetime was tested as follows: The time taken for the luminance to decay was measured at a constant current density of 60 mA / cm 2 ; for example, the LT97 lifetime refers to the time taken for the luminance to decay to 97% of the initial luminance, and the unit is hours.

[0244] Taking the test values of each performance index of Comparative Example 1 as 100%, calculate the ratio of the test values of the performance indexes of other devices to the test values of Comparative Example 1; the test results are shown in Table 3:

[0245] Table 3

[0246]

[0247] Combined with the performance data in Table 3, it can be seen that through the synergistic compounding of the first organic material and the second organic material with a specific structure in the present invention, the electroluminescent material has better charge injection and transport capabilities and energy transport capabilities, can achieve balanced transport of carriers, and as the host material of the light-emitting layer of the organic electroluminescent device, can effectively improve the light-emitting efficiency of the device, significantly extend the lifespan, and reduce the voltage.

[0248] Furthermore, according to the comparison between Example 6 and Comparative Example 1, it can be seen that the device efficiency of Example 6 has been significantly improved and the voltage has decreased. The reason may be that the quaternary carbon in the N1s structure causes the molecular structure to have poor planarity and poor energy transport, resulting in reduced efficiency; at the same time, the dibenzofuranyl (DBF) in compound P1s is unsubstituted, reducing the hole transport ability. Combining the comparison between Examples 6-8 and Comparative Examples 2, 7-8, it can be seen that in the compound P4 of the present invention, a phenyl substitution is introduced at the 1-position of DBF, the molecular structure is more compact, while enhancing the hole mobility, it is more conducive to the stacking of molecules, and the film stability is significantly improved, so that the device lifespan and efficiency have been significantly improved. In addition, combining the test results of each example and Comparative Examples 4-6 and Example 1, it can be seen that compared with the commonly used single compound host material in the industry, when the materials provided by the present invention are used alone, there are performance gaps, but when used synergistically, through the synergistic compounding of the first organic material and the second organic material with a specific structure in the present invention, the electroluminescent material has better charge injection and transport capabilities and energy transport capabilities, reduces the voltage of the device, and has obvious improvements in both efficiency and lifespan, and has better application prospects.

[0249] The applicant declares that the present invention uses the above examples to illustrate the electroluminescent material and the organic electroluminescent device of the present invention, but the present invention is not limited to the above examples, that is, it does not mean that the present invention must rely on the above examples to be implemented. Those skilled in the art should understand that any improvement to the present invention, the equivalent replacement of each raw material of the product of the present invention, the addition of auxiliary components, the selection of specific methods, etc., all fall within the protection scope and the disclosure scope of the present invention.

Claims

1. An electroluminescent material, characterized in that: The electroluminescent material comprises a combination of a first organic material and a second organic material; The first organic material has a structure as shown in Formula I: Formula I; Wherein, X1 and X2 are each independently selected from N, O or S, and one of X1 and X2 is N; Ar1 and Ar2 are each independently selected from any one of a substituted or unsubstituted C6-C30 aryl group and a substituted or unsubstituted C3-C30 heteroaryl group; L1, L2, and L3 are each independently 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 is selected from any one of deuterium, substituted or unsubstituted C1-C30 straight or branched alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino; R2, R3, R4, and R5 are each independently selected from any one of deuterium, halogen, cyano, substituted or unsubstituted C1-C30 straight or branched alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 arylamino, and substituted or unsubstituted C3-C30 heteroarylamino; Any at least two adjacent groups among R1, R2, R3, R4, and R5 are not connected or are connected to form a ring through a chemical bond; a is an integer selected from 1-3; b and c are each independently selected from an integer selected from 0-4, d and e are each independently selected from an integer selected from 0-2, 0≤c+d+e≤7; The substituted substituents in Ar1, Ar2, L1, L2, L3, R1, R2, R3, R4 and R5 are each independently selected from at least one of deuterium, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C2-C20 heterocycloalkyl, C2-C20 alkenyl, C1-C20 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-C30 aryl and C3-C30 heteroaryl, and the substituents are optionally substituted with deuterium; any at least two adjacent groups in the substituents are not connected or are connected to form a ring by chemical bonds, and the substituted substituents are each independently not connected to adjacent ring structures or are connected to form a ring by chemical bonds; The second organic material has a structure as shown in Formula II: Formula II; Wherein, Ar3 and Ar4 are each independently selected from any one of a substituted or unsubstituted C6-C30 aryl group and a substituted or unsubstituted C3-C30 heteroaryl group; L4 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; R6 is selected from any one of deuterium, halogen, cyano, substituted or unsubstituted C1-C30 straight or branched alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino; any two adjacent groups in R6 are not connected or are connected to form a ring by chemical bonds; f is an integer selected from 0 to 4; The substituted substituents in Ar3, Ar4, L4 and R6 are each independently selected from at least one of deuterium, C1-C20 straight or branched alkyl, C3-C20 cycloalkyl, C2-C20 heterocycloalkyl, C2-C20 alkenyl, C1-C20 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-C30 aryl and C3-C30 heteroaryl, and the substituents are optionally substituted with deuterium; any at least two adjacent groups in the substituents are not connected or are connected to form a ring by chemical bonds; the substituted substituents are each independently not connected to adjacent ring structures or are connected to form a ring by chemical bonds.

2. The electroluminescent material according to claim 1, characterized in that The first organic material has a structure as shown in Formula IA: Formula IA; wherein X1 is O or S; Ar1, Ar2, L1, L2, L3, R1, R2, R3, R4, R5, a, b, c, d and e have the same defined ranges as in Formula I.

3. The electroluminescent material according to claim 1, characterized in that The first organic material has a structure as shown in Formula I-1 or Formula I-2: ; wherein X1 is O or S; Ar1, Ar2, L1, L2, L3, R1, R2, R3, R4, R5, a, b, c, d and e have the same defined ranges as in Formula I.

4. The electroluminescent material according to claim 1, characterized in that The first organic material has a structure as shown in any one of Formula I-1-1, Formula I-1-2, Formula I-1-3, and Formula I-1-4: ; wherein X1 is O or S; Ar1, Ar2, L1, L2, L3, R1, R2, R3, R4, R5, a, b, c, d and e have the same defined ranges as in Formula I.

5. The electroluminescent material according to any one of claims 1 to 4, characterized in that: The Ar1 and Ar2 are each independently selected from any one of the following substituted or unsubstituted groups: ; Wherein, —* represents the attachment site of the group; Y1 is selected from O, S, NR 11 or CR 12 R 13 Any of the following; Y2 is selected from O or S; R 11 , R 12 , R 13 , R 14 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, and a C2-C20 alkenyl group; 12 and R 13 Not connected or connected to form a ring through chemical bonds.

6. The electroluminescent material according to any one of claims 1 to 4, characterized in that: Ar1 and Ar2 are each independently selected from any one of the following unsubstituted or deuterated groups: ; Wherein, —* represents the attachment site of the group.

7. The electroluminescent material according to any one of claims 1 to 4, characterized in that The L1, L2, and L3 are each independently selected from any one of the following groups: ; Wherein, —* represents the attachment site of the group.

8. The electroluminescent material according to any one of claims 1 to 4, characterized in that: The R1 is selected from any one of substituted or unsubstituted C1-C10 straight or branched alkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C20 heteroaryl, substituted or unsubstituted C6-C24 arylamino, and substituted or unsubstituted C6-C24 heteroarylamino; And / or, R2 is selected from any one of deuterium, substituted or unsubstituted C1-C10 straight or branched alkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C3-C20 heteroaryl.

9. The electroluminescent material according to claim 1, characterized in that The first organic material includes any one or a combination of at least two of the following compounds: 。 10. The electroluminescent material according to claim 1, characterized in that The second organic material has a structure as shown in Formula II-1 or Formula II-2: ; wherein Ar3, Ar4, L4, R6 and f have the same defined ranges as in Formula II; And / or, said f is selected from an integer of 1-4.

11. The electroluminescent material according to claim 10, characterized in that The second organic material has a structure as shown in any one of Formula II-1-1, Formula II-1-2, Formula II-1-3, Formula II-2-1, Formula II-2-2, and Formula II-2-3: ; wherein Ar3, Ar4 and L4 have the same defined ranges as in Formula II; R 61 Any one selected from a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C3-C30 heteroaryl group; R6' is selected from any one of deuterium, halogen, cyano, substituted or unsubstituted C1-C30 straight or branched alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino; f1 is selected from integers of 0-3.

12. The electroluminescent material according to any one of claims 1, 10-11, characterized in that: Ar3 and Ar4 are each independently selected from any one of the following substituted or unsubstituted groups: ; Wherein, —* represents the attachment site of the group; Y3 is selected from O, S, NR 21 or CR 22 R 23 Any of the following; Y4 is selected from O or S; R 21 , R 22 , R 23 , R 24 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, and a C2-C20 alkenyl group; 22 and R 23 Not connected or connected to form a ring through chemical bonds.

13. The electroluminescent material according to any one of claims 1, 10-11, characterized in that: Ar3 and Ar4 are each independently selected from any one of the following unsubstituted or deuterated groups: ; Wherein, —* represents the connection site of the group.

14. The electroluminescent material according to any one of claims 1, 10-11, characterized in that: The L4 is selected from any one of the following groups: ; Wherein, —* represents the attachment site of the group.

15. The electroluminescent material according to claim 1, characterized in that The second organic material includes any one or a combination of at least two of the following compounds: 。 16. The electroluminescent material according to claim 1, characterized in that The mass percentage of the first organic material in the electroluminescent material is 1-99%.

17. Use of the electroluminescent material according to any one of claims 1 to 16, characterized in that: The electroluminescent material is applied to organic electronic devices.

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 electroluminescent material according to any one of claims 1 to 16.

Citation Information

Patent Citations

  • Organic electroluminescent material, organic electroluminescent device and application thereof

    CN116947735A

  • Electroluminescent material, application thereof and organic electroluminescent device

    CN118146788A

  • Dibenzofuran derivative, application thereof and organic electroluminescent device

    CN119219614A

  • Organic electroluminescent material and organic electroluminescent device comprising same

    CN119331598A

  • Electroluminescent material composition and organic electroluminescent device

    CN119490844A

Cited By

  • Electroluminescent material and organic electroluminescent device

    CN121800751A

  • Organic compound and use thereof, and organic electroluminescent device

    WO2026012385A1