Organic material, organic electroluminescent device, and electronic apparatus

Abstract

The present application belongs to the technical field of organic electroluminescence, and specifically relates to an organic material, an organic electroluminescent device, and an electronic apparatus. The organic material has a structure as shown in formula 1. Use of the organic material in an organic electroluminescent device can significantly improve the performance of the organic electroluminescent device.

Description

Organic materials, organic electroluminescent devices and electronic devices

[0001] Cross-reference to related applications

[0002] This application claims priority to Chinese patent application No. 202411608213.2, filed on November 11, 2024, the entire contents of which are incorporated herein by reference. Technical Field

[0003] This application relates to the field of organic electroluminescence technology, and more particularly to an organic material, an organic electroluminescent device, and an electronic device. Background Technology

[0004] Organic electroluminescent devices (OLEDs) are gradually becoming the industry's recognized next-generation flat panel display technology. OLEDs are self-emissive devices. When charges (electrons and holes) are injected into the organic film between the anode and cathode, electrons and holes recombine to form excitons, transferring energy to the light-emitting molecules. This excites electrons to transition from the ground state to the excited state, and the excited state energy is deactivated by radiation to emit light. OLEDs have advantages such as self-emission, low driving voltage, thinness, wide viewing angle, fast response speed, flexibility, low energy consumption, and large-area production capability, thus having broad application prospects in information display and solid-state lighting. Traditional organic fluorescent materials can only emit light using 25% of the singlet excitons formed by electro-excitation, resulting in low internal quantum efficiency (maximum 25%). The external quantum efficiency is generally below 5%, which is far behind that of phosphorescent devices. Phosphorescent materials, due to the strong spin-orbit coupling at the heavy atom center, enhance intersystem crossing and can effectively utilize singlet and triplet excitons formed by electro-excitation to emit light, achieving an internal quantum efficiency of 100%.

[0005] Existing technologies disclose compounds that can be used as host materials for organic light-emitting layers in organic electroluminescent devices. However, it remains necessary to continue developing novel materials to further improve the performance of organic electroluminescent devices. Summary of the Invention

[0006] In view of the above-mentioned problems in the prior art, the purpose of this application is to provide an organic material, an organic electroluminescent device, and an electronic device. Using the organic material in the organic electroluminescent device can improve the performance of the device.

[0007] A first aspect of this application provides an organic material having a structure as shown in Formula 1:

[0008] Where D represents deuterium; m and n are the number of D, where n is selected from 0, 1, 2, 3, 4, 5, 6 or 7; and m is selected from 0, 1, 2, 3 or 4.

[0009] L, L1, and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0010] Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups having 6 to 40 carbon atoms or substituted or unsubstituted heteroaryl groups having 3 to 40 carbon atoms.

[0011] The substituents in L, L1, L2, Ar1, and Ar2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, heteroaryl with 12 to 20 carbon atoms, or trialkylsilyl with 3 to 12 carbon atoms;

[0012] Optionally, any two adjacent substituents in Ar1 and Ar2 can form a ring.

[0013] A second aspect of this application provides an organic electroluminescent device, including an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; the functional layer comprises the organic material disclosed in the first aspect of this application.

[0014] A third aspect of this application provides an electronic device including the organic electroluminescent device disclosed in the second aspect of this application.

[0015] This application provides an organic material whose molecule contains phenanthrene[3,2-b]benzofuranyl and triazine group, with the triazine group attached to a specific position of the phenanthrene[3,2-b]benzofuranyl group. The phenanthrene[3,2-b]benzofuranyl group has a large planar surface and strong rigidity, which can improve the stability of the material. The specific position of the triazine group can improve the electron mobility of the compound. Therefore, when the organic material of this application is used as the electronic host material of an organic light-emitting layer, it can significantly improve the carrier balance in the organic light-emitting layer, improve the stability of the thin film, and thus improve the luminous efficiency and lifetime of the device.

[0016] Other features and advantages of this application will be described in detail in the following detailed description section. Attached Figure Description

[0017] The accompanying drawings are provided to further understand this application and form part of the specification. They are used together with the following detailed description to explain this application, but do not constitute a limitation thereof.

[0018] Figure 1 is a schematic diagram of the structure of an organic electroluminescent device according to this application.

[0019] Figure 2 is a schematic diagram of the structure of an electronic device according to this application.

[0020] Reference numerals 100, 200, 300, 310, 320, 330, 340, 350, 360, 400, and 340, respectively, represent the following: a first electronic device. Detailed Implementation

[0021] Exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, exemplary embodiments can be implemented in many forms and should not be construed as limited to the examples set forth herein; rather, these embodiments are provided so that this application will be more comprehensive and complete, and will fully convey the concept of exemplary embodiments to those skilled in the art. The described features, structures, or characteristics may be combined in any suitable manner in one or more embodiments. In the following description, numerous specific details are provided to give a full understanding of embodiments of this application.

[0022] A first aspect of this application provides an organic material having a structure as shown in Formula 1:

[0023] Where D represents deuterium; m and n are the number of D, where n is selected from 0, 1, 2, 3, 4, 5, 6 or 7; and m is selected from 0, 1, 2, 3 or 4.

[0024] L, L1, and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms.

[0025] Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups having 6 to 40 carbon atoms or substituted or unsubstituted heteroaryl groups having 3 to 40 carbon atoms.

[0026] The substituents in L, L1, L2, Ar1, and Ar2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, heteroaryl with 12 to 20 carbon atoms, or trialkylsilyl with 3 to 12 carbon atoms;

[0027] Optionally, any two adjacent substituents in Ar1 and Ar2 can form a ring.

[0028] In this application, the descriptive phrases "each...independently is," "...each independently is," and "...each independently is" are interchangeable and should be interpreted broadly. They can mean either that the specific options expressed by the same symbol in different groups do not affect each other, or that the specific options expressed by the same symbol in the same group do not affect each other. For example, In this formula, each q is independently 0, 1, 2 or 3, and each R is independently selected from hydrogen, deuterium, fluorine or chlorine. The meaning is as follows: Formula Q-1 indicates that there are q substituents R on the benzene ring. Each R can be the same or different, and the options of each R do not affect each other. Formula Q-2 indicates that there are q substituents R on each benzene ring of biphenyl. The number q of substituents R on the two benzene rings can be the same or different, and each R can be the same or different. The options of each R do not affect each other.

[0029] In this application, the terms "optional" and "optionally" mean that the events or circumstances described below may or may not occur. For example, "optionally, any two adjacent substituents form a saturated or unsaturated 3- to 15-membered ring" includes: the scenario where any two adjacent substituents form a ring, and the scenario where any two adjacent substituents exist independently without forming a ring. "Any two adjacent" can include having two substituents on the same atom, and can also include having one substituent on each of two adjacent atoms; wherein, when there are two substituents on the same atom, the two substituents can form a saturated or unsaturated spirocyclic ring with the atom they are connected to; when there is one substituent on each of two adjacent atoms, the two substituents can fuse into a ring.

[0030] In this application, the term "substituted or unsubstituted" means that the functional group described after the term may or may not have substituents (hereinafter, for ease of description, substituents are collectively referred to as Rc). For example, "substituted or unsubstituted aryl" refers to an aryl group having a substituent Rc or an unsubstituted aryl group. The aforementioned substituents, i.e., Rc, can be, for example, deuterium, cyano, halogen groups, alkyl, aryl, heteroaryl, deuterated aryl, haloaryl, cycloalkyl, etc. The number of substituents can be one or more.

[0031] In this application, "multiple" means two or more, such as two, three, four, five, six, etc.

[0032] In this application, the number of carbon atoms in substituted or unsubstituted functional groups refers to the total number of carbon atoms. For example, if L1 is a substituted arylene with 12 carbon atoms, then the total number of carbon atoms in the arylene and its substituents is 12.

[0033] In this application, aryl refers to any optional functional group or substituent derived from an aromatic carbon ring. The aryl group can be a monocyclic aryl (e.g., phenyl) or a polycyclic aryl; in other words, the aryl group can be a monocyclic aryl, a fused-ring aryl, two or more monocyclic aryl groups linked by carbon-carbon bonds, a monocyclic aryl and a fused-ring aryl linked by carbon-carbon bonds, or two or more fused-ring aryl groups linked by carbon-carbon bonds. That is, unless otherwise stated, two or more aromatic groups linked by carbon-carbon bonds can also be considered as the aryl group in this application. Fused-ring aryl groups may include, for example, bicyclic fused aryl (e.g., naphthyl), tricyclic fused aryl (e.g., phenanthrene, fluorene, anthracene), etc. The aryl group does not contain heteroatoms such as B, N, O, S, P, Se, and Si. Examples of aryl groups may include, but are not limited to, phenyl, naphthyl, fluorenyl, anthracene, phenanthryl, biphenyl, terphenyl, triphenylene, perylene, benzo[9,10]phenanthryl, pyrene, benzofluoranthracene, etc. Aryl, spirodifluorenyl, etc. In this application, the aryl group refers to a divalent group formed by the further loss of a hydrogen atom from an aryl group.

[0034] In this application, terphenyl includes

[0035] In this application, the number of carbon atoms in the substituted aryl group refers to the total number of carbon atoms in the aryl group and the substituents on the aryl group. For example, a substituted aryl group with 18 carbon atoms refers to a total number of 18 carbon atoms in the aryl group and the substituents.

[0036] In this application, the number of carbon atoms in the substituted or unsubstituted aryl group can be 6, 10, 12, 13, 14, 15, 16, 17, 18, 20, 24, 25, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, or 40. In some embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group with 6 to 40 carbon atoms. In other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group with 6 to 26 carbon atoms. In other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group with 6 to 25 carbon atoms. In other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group with 6 to 20 carbon atoms. In other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group with 6 to 15 carbon atoms. In other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 12 carbon atoms.

[0037] In this application, the aryl groups used as substituents for L, L1, L2, Ar1, and Ar2 include, but are not limited to, phenyl groups, etc.

[0038] In this application, a heteroaryl group refers to a monovalent aromatic ring or its derivative containing 1, 2, 3, 4, 5, or 6 heteroatoms. The heteroatoms can be one or more of B, O, N, P, Si, Se, and S. A heteroaryl group can be a monocyclic heteroaryl group or a polycyclic heteroaryl group. In other words, a heteroaryl group can be a single aromatic ring system or a system of multiple aromatic rings linked by carbon-carbon bonds, and any aromatic ring system can be an aromatic monocyclic ring or an aromatic fused ring. For example, heteroaryl groups may include, but are not limited to, thiopheneyl, furanyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridineyl, pyridazinyl, quinolinyl, quinazolinyl, quinoxazinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, isoquinolinyl, indolyl, carbazoleyl, benzoxazolyl, benzoimidazolyl, benzothiazolyl, benzocarbazoleyl, benzothiaphenyl, dibenzothiaphenyl, thiaphenothiaphenyl, benzofuranyl, phenanthrololinyl, isoxazolyl, thiadiazolyl, phenthiaazinyl, silfluorenyl, dibenzofuranyl, and N-phenylcarbazoleyl, N-pyridylcarbazoleyl, N-methylcarbazoleyl, etc.

[0039] In this application, the number of carbon atoms in the substituted or unsubstituted heteroaryl group can be selected from 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, or 40. In some embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with 5 to 20 carbon atoms. In other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with 12 to 24 carbon atoms. In still other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with 12 to 18 carbon atoms.

[0040] In this application, the substituted heteroaryl group can be one or more hydrogen atoms of the heteroaryl group that are replaced by groups such as deuterium atoms, halogen groups, cyano groups, aryl groups, heteroaryl groups, alkyl groups, cycloalkyl groups, deuterated aryl groups, and haloaryl groups. It should be understood that the number of carbon atoms in the substituted heteroaryl group refers to the total number of carbon atoms in the heteroaryl group and the substituents on the heteroaryl group.

[0041] In this application, alkyl groups having 1 to 10 carbon atoms can include straight-chain alkyl groups having 1 to 10 carbon atoms and branched alkyl groups having 3 to 10 carbon atoms. The number of carbon atoms in an alkyl group can be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10. Specific examples of alkyl groups include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, and n-hexyl.

[0042] In this application, the halogen group may be, for example, fluorine, chlorine, bromine, or iodine.

[0043] In this application, deuterated aryl refers to an aryl group containing at least one deuterated substituent. Specific embodiments of deuterated aryl include, but are not limited to, pentadeuterated phenyl, pentadeuterated biphenyl, etc.

[0044] In this application, the number of carbon atoms in cycloalkyl groups with 3 to 10 carbon atoms can be, for example, 3, 4, 5, 6, 7, 8, or 10. Specific examples of cycloalkyl groups include, but are not limited to, cyclopentyl, cyclohexyl, and adamantyl.

[0045] In this application, deuterated alkyl refers to an alkyl group containing at least one deuterated substituent. Specific examples of deuterated alkyl include, but are not limited to, monodeuterated methyl, dideuterated methyl, monodeuterated ethyl, etc.

[0046] In this application, trialkylsilyl refers to a group formed by replacing all three hydrogen atoms on a silicon group with an alkyl group. Specific embodiments of trialkylsilyl include, but are not limited to, trimethylsilyl.

[0047] In this application, the non-positioned connecting key refers to the single bond extending from the loop system. This indicates that one end of the linker can be connected to any position in the ring system that the linker penetrates, and the other end is connected to the rest of the compound molecule. For example, as shown in equation (f) below, the naphthyl group represented by equation (f) is connected to other positions in the molecule through two non-positional linkers that penetrate the bicyclic ring. This means that any possible connection mode shown in equations (f-1) to (f-10) is included.

[0048] For example, as shown in the following formula (X'), the dibenzofuran group represented by formula (X') is connected to other positions of the molecule through a non-positional linker extending from the middle of one side of the benzene ring. This means that any possible connection mode shown in formulas (X'-1) to (X'-4) is included.

[0049] In some embodiments of this application, the organic material has the structure shown in Formula A or Formula B:

[0050] In equations A and B, D, m, n, L, L1, L2, Ar1, and Ar2 are defined as in equation 1.

[0051] In some preferred embodiments of this application, the organic material has the structure shown in Formula A.

[0052] In some embodiments of this application, L is selected from single bonds or substituted or unsubstituted aryl groups having 6 to 12 carbon atoms.

[0053] Optionally, L is selected from a single bond and a substituted or unsubstituted aryl group having 6, 7, 8, 9, 10, 11 or 12 carbon atoms.

[0054] Optionally, the substituents in L may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 5 carbon atoms, phenyl groups, or pentadeuterated phenyl groups.

[0055] In other embodiments of this application, L is selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, or substituted or unsubstituted biphenylene.

[0056] Optionally, the substituents in L may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

[0057] Further, optionally, L is selected from the group consisting of single bonds or groups consisting of:

[0058] Specifically, L is selected from the group consisting of single bonds or groups of the following:

[0059] In some embodiments of this application, L1 and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 15 carbon atoms, or substituted or unsubstituted heteroaryl groups with 12 to 18 carbon atoms.

[0060] Optionally, L1 and L2 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 carbon atoms, and substituted or unsubstituted heteroaryl groups having 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

[0061] Optionally, the substituents in L1 and L2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 5 carbon atoms, phenyl groups, naphthyl groups, or pentadeuterated phenyl groups.

[0062] In other embodiments of this application, L1 and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted fluorene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthril, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzothiophene, or substituted or unsubstituted dibenzofuranyl.

[0063] Optionally, the substituents in L1 and L2 may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterated phenyl.

[0064] In some embodiments of this application, L1 and L2 may be the same or different, and are each independently selected from the group consisting of single bonds or groups consisting of:

[0065] Specifically, L1 and L2 may be the same or different, and are each independently selected from the group consisting of single bonds or groups consisting of the following:

[0066] In some embodiments of this application, Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups having 6 to 26 carbon atoms or substituted or unsubstituted heteroaryl groups having 12 to 24 carbon atoms.

[0067] Optionally, Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25 or 26 carbon atoms, and substituted or unsubstituted heteroaryl groups having 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23 or 24 carbon atoms.

[0068] Optionally, the substituents in Ar1 and Ar2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 5 carbon atoms, phenyl groups, naphthyl groups, or pentadeuterated phenyl groups;

[0069] Optionally, in Ar1 and Ar2, any two adjacent substituents form a fluorene ring.

[0070] In other embodiments of this application, Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted anthraquinyl, substituted or unsubstituted pyrene, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophene.

[0071] Optionally, the substituents in Ar1 and Ar2 may be the same or different, and are independently selected from fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterated phenyl.

[0072] In some embodiments of this application, Ar1 and Ar2 may be the same or different, and are each independently selected from the group consisting of:

[0073] Specifically, Ar1 and Ar2 may be the same or different, and are each independently selected from the group consisting of the following groups:

[0074] In some embodiments of this application, in formula 1 and They may be the same or different, and each is independently selected from the group consisting of the following groups:

[0075] Optionally, and They may be the same or different, and each is independently selected from the group consisting of the following groups:

[0076] In some embodiments of this application, in formula 1 Selected from the group consisting of the following groups:

[0077] Optionally, in Equation 1 Selected from the group consisting of the following groups:

[0078] Optionally, the organic material is selected from the group consisting of the following compounds:

[0079] A second aspect of this application provides an organic electroluminescent device, including an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; the functional layer comprises the organic material disclosed in the first aspect of this application.

[0080] In one embodiment of this application, the organic electroluminescent device is a phosphorescent device.

[0081] In one specific embodiment of this application, the organic electroluminescent device is a red phosphorescent organic electroluminescent device.

[0082] In some embodiments of this application, the organic electroluminescent device sequentially includes an anode (ITO substrate), a hole transport layer, a light-emitting modulator, an organic light-emitting layer, an electron transport layer, an electron injection layer, a cathode (Mg-Ag mixture), and an organic capping layer.

[0083] In one specific embodiment of this application, as shown in FIG1, the organic electroluminescent device of this application includes an anode 100, a cathode 200, and at least one functional layer 300 between the anode layer and the cathode layer. The functional layer 300 includes a hole injection layer 310, a hole transport layer 320, a light emission adjustment layer 330, an organic light emission layer 340, an electron transport layer 350, and an electron injection layer 360.

[0084] Optionally, the anode 100 comprises an anode material, preferably one with a high work function that facilitates hole injection into the functional layer. Specific examples of anode materials include: metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold, or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but are not limited thereto. Preferably, a transparent electrode comprising indium tin oxide (ITO) as the anode is included.

[0085] Optionally, the hole transport layer 320 may include one or more hole transport materials, which may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds. This application does not impose any specific limitations on these materials. For example, in some embodiments of this application, the hole transport layer 320 is composed of the compound HT-1.

[0086] Optionally, the luminescence adjustment layer 330 (also referred to as a hole adjustment layer, electron blocking layer, hole auxiliary layer, hole buffer layer, luminescence auxiliary layer, or second hole transport layer) may include one or more hole transport materials. The hole transport material may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds; this application does not impose any special limitations on this. For example, in some embodiments of this application, the luminescence adjustment layer 330 is composed of the compound HT-2.

[0087] Optionally, the organic light-emitting layer 340 may be composed of a single light-emitting material, or it may include a host material and a guest material. Optionally, the organic light-emitting layer 340 is composed of a host material and a guest material. Holes and electrons injected into the organic light-emitting layer 340 can recombine in the organic light-emitting layer 340 to form excitons. The excitons transfer energy to the host material, and the host material transfers energy to the guest material, thereby enabling the guest material to emit light.

[0088] According to a preferred embodiment of this disclosure, the organic light-emitting layer comprises the organic material of this application. More preferably, the main material of the organic light-emitting layer comprises the organic material of this application.

[0089] The guest material of the organic light-emitting layer 340 can be a compound or its derivative having a condensed aryl ring, a compound or its derivative having a heteroaryl ring, an aromatic amine derivative, or other materials, and this application does not impose any special restrictions on this.

[0090] In some embodiments of this application, the organic electroluminescent device is a red organic electroluminescent device, the organic electroluminescent device includes an organic light-emitting layer, and the organic light-emitting layer includes the organic material of this application, compound RH-P and guest material RD-1.

[0091] The electron transport layer 350 can be a single-layer structure or a multi-layer structure, and can include one or more electron transport materials. The electron transport materials can be selected from benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, or other electron transport materials, and this application does not impose any special limitations on them. For example, in some embodiments of this application, the electron transport layer 350 can be composed of compounds ET-1 and LiQ.

[0092] Optionally, the cathode 200 comprises a cathode material having a small work function that facilitates electron injection into the functional layers. Specific examples of cathode materials include, but are not limited to, metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead or alloys thereof; or multilayer materials such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca. Preferably, a metal electrode comprising silver and magnesium is included as the cathode.

[0093] Optionally, an organic coating layer is also provided on the cathode 200.

[0094] Optionally, a hole injection layer 310 may be provided between the anode 100 and the hole transport layer 320 to enhance the ability to inject holes into the hole transport layer 320. The hole injection layer 310 may be selected from benzidine derivatives, starburst-like aryl amine compounds, phthalocyanine derivatives, or other materials; this application does not impose any special limitations on this. In some embodiments of this application, the hole injection layer 310 may be composed of compound PD-1 and compound HT-1.

[0095] Optionally, an electron injection layer 360 may be provided between the cathode 200 and the electron transport layer 350 to enhance the ability to inject electrons into the electron transport layer 350. The electron injection layer 360 may include inorganic materials such as alkali metal sulfides and alkali metal halides, or may include complexes of alkali metals and organic materials. In some embodiments of this application, the electron injection layer 360 may include ytterbium (Yb).

[0096] A third aspect of this application also provides an electronic device comprising the organic electroluminescent device described in this application.

[0097] For example, as shown in FIG2, the electronic device provided in this application is a first electronic device 400, which includes any of the organic electroluminescent devices described in the above-described embodiments of organic electroluminescent devices. This electronic device can be a display device, a lighting device, an optical communication device, or other types of electronic devices, such as including but not limited to computer screens, mobile phone screens, televisions, electronic paper, emergency lighting, optical modules, etc. Since the first electronic device 400 has the aforementioned organic electroluminescent device, it has the same beneficial effects, which will not be repeated here.

[0098] The present application will now be described in detail with reference to embodiments. However, the following description is intended to explain the present application and not to limit the scope of the present application in any way.

[0099] Synthesis Examples

[0100] Those skilled in the art will recognize that the chemical reactions described herein can be used to suitably prepare many of the organic materials of this application, and other methods for preparing the compounds of this application are considered to be within the scope of this application. For example, the synthesis of those non-illustrative compounds according to this application can be successfully accomplished by those skilled in the art through modification methods, such as appropriately protecting interfering groups, utilizing other known reagents besides those described herein, or making some conventional modifications to the reaction conditions. Compounds for which synthetic methods are not mentioned in this application are commercially available starting materials.

[0101] 1. Synthesis of intermediate a-1

[0102] Under nitrogen protection, 50.00 g (177.60 mmol) of 1-bromo-3-chlorodibenzofuran and 400 mL of dry tetrahydrofuran were added to a flask. The mixture was cooled to -80 °C, and a 2.0 M solution of n-butyllithium in tetrahydrofuran (106 mL, 213.12 mmol) was added dropwise with stirring. After the addition was complete, the mixture was kept at -80 °C with stirring for 1 hour. Trimethyl borate (24.00 g, 230 mmol) was then added dropwise. 0.88 mmol), after the addition was complete, the mixture was kept at room temperature for 1 hour and stirred for 24 hours. Dilute hydrochloric acid (2M, 120 mL) solution was added to the reaction solution and stirred for 1 hour. The mixture was separated, and the organic phase was washed with water until neutral. Anhydrous magnesium sulfate was added and dried. The solvent was removed under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using a mixed solvent of dichloromethane / n-heptane to obtain intermediate a-1 (34.5 g, yield: 79%), which was a white solid.

[0103] Following the synthetic method of intermediate a-1, intermediate a-2 was synthesized by replacing 1-bromo-3-chlorodibenzofuran with the compound shown in reactant A in Table 1.

[0104] Table 1: Synthesis of intermediate a-2

[0105] 2. Synthesis of intermediate b-1

[0106] Under nitrogen protection, intermediate a-1 (30.00 g, 121.73 mmol), o-bromobenzaldehyde (22.40 g, 121.73 mmol), tetrakis(triphenylphosphine)palladium (Pd(PPh3)4, 1.41 g, 1.22 mmol), anhydrous potassium carbonate (37.01 g, 267.80 mmol), tetrabutylammonium bromide (7.84 g, 24.34 mmol), toluene (240 mL), ethanol (120 mL), and deionized water (60 mL) were added sequentially to a 500 mL three-necked flask. Stirring and heating were started, and the mixture was refluxed for 10 hours. After the system cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain intermediate b-1 (28.4 g, yield: 76%), a white solid.

[0107] Following the synthetic method of intermediate b-1, intermediate b-2 was synthesized by replacing intermediate a-1 with the compound shown in reactant B in Table 2.

[0108] Table 2: Synthesis of intermediate b-2

[0109] 3. Synthesis of intermediate c-1

[0110] Under nitrogen protection, (methoxymethyl)triphenylphosphine chloride (40.66 g, 118.6 mmol) and dry tetrahydrofuran (380 mL) were added to a dry 1 L three-necked flask. The mixture was cooled to -15 °C, and potassium tert-butoxide (15.36 g, 136.9 mmol) was quickly added. The reaction solution quickly turned red and was kept at -15 °C for 1 hour, during which time the reaction solution remained red without fading. Intermediate b-1 (28.0 g, 91.3 mmol) was completely dissolved in THF (280 mL). The solution was added dropwise to the reaction flask using a constant pressure dropping funnel while maintaining the temperature at -15 °C. After the addition was complete, the solution was allowed to rise naturally to room temperature. The mixture was stirred for 1 hour, and a large amount of water was added to quench the reaction. The solution was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain intermediate c-1 (27.5 g, yield: 90%), which was a white oily substance.

[0111] Following the synthesis method of intermediate c-1, intermediate c-2 was synthesized by replacing intermediate b-1 with the compound shown in reactant C in Table 3.

[0112] Table 3: Synthesis of intermediate c-2

[0113] 4. Synthesis of intermediate d-1

[0114] Under nitrogen protection, intermediate c-1 (27.5 g, 82.14 mmol), p-toluenesulfonic acid (1.41 g, 8.21 mmol), ethylene glycol (25.50 g, 410.69 mmol), and toluene (200 mL) were added sequentially to a 500 mL three-necked flask. Stirring and heating were initiated, and the mixture was refluxed for 2 hours. After cooling to room temperature, the mixture was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain a white oily intermediate d-1 (25.50 g, yield: 85%).

[0115] Following the synthesis method of intermediate d-1, intermediate d-2 was synthesized by replacing intermediate c-1 with the compound shown in reactant D in Table 4.

[0116] Table 4: Synthesis of intermediate d-2

[0117] 5. Synthesis of intermediate e-1

[0118] Under nitrogen protection, intermediate d-1 (25.0 g, 68.5 mmol) and tetrahydrofuran (200 mL) were added to a 500 mL three-necked flask and dissolved. The mixture was then cooled to -10 °C, and trifluoromethanesulfonic acid (25 mL) was added dropwise to the reaction solution. The reaction was maintained at this temperature for 1 hour, then allowed to rise naturally to room temperature and stirred for 1 hour. The reaction was quenched with water, and the mixture was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain a white solid intermediate e-1 (8.3 g, yield: 40%).

[0119] Following the synthetic method of intermediate e-1, intermediate e-2 was synthesized by replacing intermediate d-1 with the compound shown in reactant E in Table 5.

[0120] Table 5: Synthesis of intermediate e-2

[0121] 6. Synthesis of intermediate f-1

[0122] First, prepare the acid solution. In a 500 mL three-necked flask, add deuterated water (26.91 g, 1343.35 mmol) and stir continuously. Then, add trifluoromethanesulfonic anhydride (37.9 g, 134.3 mmol) dropwise while maintaining the temperature below 40°C until the trifluoromethanesulfonic anhydride is completely dissolved in the deuterated water. Next, add intermediate e-1 (8.3 g, 27.4 mmol) to a new 500 mL three-necked flask, add o-dichlorobenzene (80 mL) and dissolve completely. Then, add the prepared acid solution, heat to 140°C, and react for 24 hours. Separate the liquid and wash the organic phase with saturated sodium bicarbonate solution until weakly alkaline, then wash with water until neutral. Remove the solvent from the organic phase by vacuum distillation to obtain the crude product. Pulp the crude product with ethanol at room temperature for 1 hour, filter, and dry in a vacuum oven at 80°C to obtain intermediate f-1, a white solid (7.66 g, yield: 89%), with a deuteration rate of 90%.

[0123] Following the synthesis method of intermediate f-1, intermediate f-2 was synthesized by replacing intermediate e-1 with the compound shown in reactant F in Table 6.

[0124] Table 6: Synthesis of intermediate f-2

[0125] 7. Synthesis of intermediate g-1

[0126] Under nitrogen protection, intermediate e-1 (7.50 g, 24.77 mmol), pinacol diborate (7.54 g, 29.7 mmol), potassium acetate (4.86 g, 49.52 mmol), and 1,4-dioxane (75 mL) were added sequentially to a 500 mL three-necked flask. Stirring and heating were started, and when the system reached 40 °C, tris(dibenzylideneacetone)dipalladium (Pd2(dba)3, 0.23 g, 0.25 mmol) and 2-dicyclohexylphosphine-2',4',6'triisopropylbiphenyl (X-Phos, 0.24 g, 0.50 mmol) were quickly added. The temperature was further increased to reflux, and the reaction was stirred overnight. After the system cooled to room temperature, 200 mL of water was added, and the mixture was stirred thoroughly for 30 min. The mixture was then filtered under reduced pressure. The filter cake was washed with deionized water until neutral, and then rinsed with 100 mL of anhydrous ethanol to obtain a gray solid. The crude product was slurried once with n-heptane, then dissolved in 200 mL of toluene, and passed through a silica gel column to remove the catalyst. After concentration, the intermediate g-1 (7.8 g, yield: 80%) was obtained as a white solid.

[0127] Following the synthetic method of intermediate g-1, intermediates g-2 to g-4 were synthesized by replacing intermediate e-1 with the compound shown in reactant G in Table 7.

[0128] Table 7: Synthesis of intermediates g-2 to g-4

[0129] 8. Synthesis of intermediate h-1

[0130] Under a nitrogen atmosphere, intermediate g-1 (7.00 g, 17.75 mmol), 4-bromochlorobenzene (3.40 g, 17.75 mmol), tetrakis(triphenylphosphine)palladium (Pd(PPh3)4, 0.20 g, 0.18 mmol), anhydrous potassium carbonate (5.40 g, 39.06 mmol), tetrabutylammonium bromide (1.14 g, 3.55 mmol), toluene (70 mL), ethanol (35 mL), and deionized water (17 mL) were added sequentially to a 500 mL three-necked flask. Stirring and heating were started, and the mixture was refluxed for 10 hours. After the system cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain intermediate h-1 (5.38 g, yield: 80%) as a white solid.

[0131] Following the synthetic method of intermediate h-1, intermediate g-1 was replaced by the compound shown in reactant H in Table 8, and 4-bromochlorobenzene was replaced by the compound shown in reactant I, to synthesize intermediates h-2 to h-7.

[0132] Table 8: Synthesis of intermediates h-2 to h-7

[0133] 9. Synthesis of intermediate i-1

[0134] Under nitrogen protection, intermediate h-1 (5.00 g, 13.20 mmol), pinacol diborate (4.02 g, 15.83 mmol), potassium acetate (2.59 g, 26.40 mmol), and 1,4-dioxane (50 mL) were added sequentially to a 500 mL three-necked flask. Stirring and heating were started, and when the system reached 40 °C, tris(dibenzylideneacetone)dipalladium (Pd2(dba)3, 0.12 g, 0.13 mmol) and 2-dicyclohexylphosphine-2',4',6'triisopropylbiphenyl (X-Phos, 0.12 g, 0.26 mmol) were quickly added. The mixture was then heated to reflux and stirred overnight. After the system cooled to room temperature, 200 mL of water was added, and the mixture was stirred thoroughly for 30 minutes. The mixture was then filtered under reduced pressure. The filter cake was washed with deionized water until neutral, and then rinsed with 100 mL of anhydrous ethanol to obtain a gray solid. The crude product was slurried once with n-heptane, then dissolved in 200 mL of toluene, and passed through a silica gel column to remove the catalyst. After concentration, intermediate i-1 (4.90 g, yield: 80%) was obtained as a white solid.

[0135] Following the synthetic method of intermediate i-1, intermediates i-2 to i-7 were synthesized by replacing intermediate h-1 with the compound shown in reactant J in Table 9.

[0136] Table 9: Synthesis of intermediates i-2 to i-7

[0137] 10. Synthesis of Compound 1

[0138] Under nitrogen protection, intermediate g-1 (4.18 g, 10.60 mmol), 2-chloro-4,6-diphenyl-1,3,5-triazine (2.84 g, 10.60 mmol), tetra(triphenylphosphine)palladium (Pd(PPh3)4, 0.12 g, 0.10 mmol), anhydrous potassium carbonate (3.23 g, 23.37 mmol), tetrabutylammonium bromide (0.68 g, 2.12 mmol), toluene (50 mL), tetrahydrofuran (25 mL), and deionized water (13 mL) were added sequentially to a 500 mL three-necked flask. Stirring and heating were started, and the mixture was refluxed for 10 hours. After the system cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation to obtain the crude product. The crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain a white solid compound 1 (3.9 g, yield: 73.6%).

[0139] Following the synthetic method of compound 1, the compounds shown in Table 10 were synthesized by replacing intermediate e-1 with the compound shown in reactant K in Table 10, and replacing 2-chloro-4,6-diphenyl-1,3,5-triazine with the compound shown in reactant L.

[0140] Table 10

[0141] Mass spectrometry data for some compounds are shown in Table 11 below.

[0142] Table 11

[0143] NMR data for some compounds are shown in Table 12 below.

[0144] Table 12

[0145] Fabrication of organic electroluminescent devices

[0146] Example 1: Fabrication of a red organic electroluminescent device

[0147] First, anodizing pretreatment is performed through the following process: [The process is repeated in the original text, so the translation is incomplete.] On the ITO / Ag / ITO substrate, surface treatment is performed using ultraviolet ozone and O2:N2 plasma to increase the work function of the anode, and the surface of the ITO substrate is cleaned with organic solvents to remove impurities and oil stains.

[0148] On the experimental substrate (anode), PD-1:HT-1 were co-deposited at a deposition rate of 2%:98% to form a thickness of [missing information]. Hole injection layer.

[0149] HT-1 was vacuum-deposited onto the hole injection layer to form a layer with a thickness of [missing information]. The hole transport layer.

[0150] Compound HT-2 was vacuum-deposited onto the hole transport layer to form a layer with a thickness of [missing information]. The light-emitting adjustment layer.

[0151] On the light-emitting adjustment layer, RH-P:compound 1:RD-1 was co-deposited at a deposition rate ratio of 49%:49%:2% to form a layer with a thickness of [missing information]. The organic light-emitting layer.

[0152] On the organic light-emitting layer, compounds ET-1 and LiQ were co-deposited at a 1:1 evaporation rate ratio to form a layer with a thickness of [missing information]. The electron transport layer.

[0153] Yb is deposited onto the electron transport layer to form a layer with a thickness of [missing information]. An electron-injected layer was formed, and then magnesium (Mg) and silver (Ag) were co-deposited onto the electron-injected layer at a 1:9 evaporation rate, forming a layer with a thickness of [missing information]. The cathode.

[0154] Compound CP-1 was vacuum-deposited onto the aforementioned cathode to form a thickness of [missing information]. An organic coating layer was then applied. This completed the fabrication of the red organic electroluminescent device.

[0155] Examples 2-24

[0156] Except that, when fabricating the organic light-emitting layer, the organic electroluminescent device was prepared using the same method as in Example 1, with the compounds listed in Table 14 below used instead of compound 1 in Example 1.

[0157] Comparative Examples 1-3

[0158] Except that, when fabricating the organic light-emitting layer, compounds A, B, and C were used instead of compound 1 in Example 1, the organic electroluminescent device was prepared using the same method as in Example 1.

[0159] The structures of the compounds used in preparing each example and comparative example are shown in Table 13 below.

[0160] Table 13

[0161] The performance of the red organic electroluminescent devices prepared in Examples 1-24 and Comparative Examples 1-3 was tested, specifically at 10 mA / cm². 2 The IVL performance of the device was tested under the specified conditions. The lifetime of the T95 device was 20 mA / cm. 2 The test was conducted under the specified conditions, and the test results are shown in Table 14.

[0162] Table 14

[0163] As shown in Table 14 above, compared with Comparative Examples 1-3, the organic material of this application can significantly improve the performance of organic electroluminescent devices. Specifically, compared with Comparative Examples 1-3, the current efficiency of the devices in Examples 1-24 is increased by at least 13.2%, and the lifetime is increased by at least 13.4%.

[0164] Compared to Comparative Examples 1-3, the device performance was significantly improved when the organic material shown in Formula 1 of this application was used as the red organic light-emitting layer material. This improvement is likely due to the presence of phenanthrene[3,2-b]benzofuran and triazine groups in the molecule of the organic material, with the triazine group attached to a specific position of the phenanthrene[3,2-b]benzofuran group. The phenanthrene[3,2-b]benzofuran group has a large planar surface and strong rigidity, which improves the stability of the material. The specific position of the triazine group enhances the electron mobility of the compound. Therefore, using the organic material of this application as the electronic host material of the organic light-emitting layer can significantly improve the carrier balance in the organic light-emitting layer, increase the stability of the thin film, and thus improve the device's luminous efficiency and lifetime.

[0165] The embodiments of this application have been described in detail above with reference to the accompanying drawings. However, this application is not limited to the specific details of the above embodiments. Within the scope of the technical concept of this application, various simple modifications can be made to the technical solution of this application, and these simple modifications all fall within the protection scope of this application.

Claims

1. An organic material, characterized in that, The organic material has the structure shown in Formula 1: Where D represents deuterium; m and n are the number of D, where n is selected from 0, 1, 2, 3, 4, 5, 6 or 7; and m is selected from 0, 1, 2, 3 or 4. L, L1, and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms. Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups having 6 to 40 carbon atoms or substituted or unsubstituted heteroaryl groups having 3 to 40 carbon atoms. The substituents in L, L1, L2, Ar1, and Ar2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano, alkyl with 1 to 10 carbon atoms, deuterated alkyl with 1 to 10 carbon atoms, cycloalkyl with 3 to 10 carbon atoms, aryl with 6 to 20 carbon atoms, deuterated aryl with 6 to 20 carbon atoms, heteroaryl with 12 to 20 carbon atoms, or trialkylsilyl with 3 to 12 carbon atoms; Optionally, any two adjacent substituents in Ar1 and Ar2 can form a ring.

2. The organic material according to claim 1, characterized in that, The organic material has the structure shown in Formula A or Formula B: In equations A and B, D, m, n, L, L1, L2, Ar1, and Ar2 are defined as in equation 1.

3. The organic material according to claim 1, characterized in that, L is selected from single bonds or substituted or unsubstituted aryl groups with 6 to 12 carbon atoms; Optionally, the substituents in L may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 5 carbon atoms, phenyl groups, or pentadeuterated phenyl groups.

4. The organic material according to claim 1, characterized in that, L is selected from single bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, or substituted or unsubstituted biphenylene; Optionally, the substituents in L may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl or pentadeuterated phenyl.

5. The organic material according to claim 1, characterized in that, L1 and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted aryl groups with 6 to 15 carbon atoms, or substituted or unsubstituted heteroaryl groups with 12 to 18 carbon atoms. Optionally, the substituents in L1 and L2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 5 carbon atoms, phenyl groups, naphthyl groups, or pentadeuterated phenyl groups.

6. The organic material according to claim 1, characterized in that, L1 and L2 may be the same or different, and are independently selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted fluorene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthril, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzothiophene, or substituted or unsubstituted dibenzofuranyl. Optionally, the substituents in L1 and L2 may be the same or different, and are independently selected from deuterium, fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterated phenyl.

7. The organic material according to claim 1, characterized in that, Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted aryl groups having 6 to 26 carbon atoms or substituted or unsubstituted heteroaryl groups having 12 to 24 carbon atoms; Optionally, the substituents in Ar1 and Ar2 may be the same or different, and are independently selected from deuterium, halogen groups, cyano groups, alkyl groups having 1 to 5 carbon atoms, phenyl groups, naphthyl groups, or pentadeuterated phenyl groups; Optionally, in Ar1 and Ar2, any two adjacent substituents form a fluorene ring.

8. The organic material according to claim 1, characterized in that, Ar1 and Ar2 may be the same or different, and are independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted anthraquinyl, substituted or unsubstituted pyrene, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirodifluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiopheneyl. Optionally, the substituents in Ar1 and Ar2 may be the same or different, and are independently selected from fluorine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, phenyl, naphthyl or pentadeuterated phenyl.

9. The organic material according to claim 1, characterized in that, In Equation 1 They may be the same or different, and each is independently selected from the group consisting of the following groups: Optionally, They may be the same or different, and each is independently selected from the group consisting of the following groups:

10. The organic material according to claim 1, characterized in that, In Equation 1 Selected from the group consisting of the following groups: Optionally, in Equation 1 Selected from the group consisting of the following groups:

11. The organic material according to claim 1, characterized in that, The organic material is selected from the group consisting of the following compounds:

12. An organic electroluminescent device, characterized in that, It includes an anode and a cathode arranged opposite to each other, and a functional layer disposed between the anode and the cathode; The functional layer comprises the organic material described in any one of claims 1 to 11; Optionally, the functional layer includes an organic light-emitting layer, which comprises the organic material according to any one of claims 1 to 11; Optionally, the functional layer further includes a hole injection layer, a hole transport layer, a light emission adjustment layer, an electron transport layer, and an electron injection layer.

13. An electronic device, characterized in that, Including the organic electroluminescent device as described in claim 12.

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