WO2025073207A1 - Organic compound, organic light-emitting device, and electronic device - Google Patents

Abstract

Provided are an organic compound having a structure shown in formula 1, an organic light-emitting device comprising the compound, and an electronic device. The compound comprises a parent nucleus structure formed by fusing 7H-benzo[C]carbazole with dibenzofuran or dibenzothiophene by means of a pyrrole ring. When used as a hole transport host material in a mixed host material, the compound can improve the carrier balance in a light emitting layer, broaden a carrier recombination area, improve the exciton generation and utilization efficiency, improve the light-emitting efficiency of the device, and prolong the service life of the device.

Description

Organic compound, organic electroluminescent device and electronic device

CROSS-REFERENCE TO RELATED APPLICATIONS

This application claims priority to Chinese patent application No. CN202311286565.6 filed on October 7, 2023. The full text of the above Chinese patent application is hereby cited as part of this application.

Technical Field

The present application relates to the technical field of organic electroluminescent materials, and in particular to organic compounds and organic electroluminescent devices and electronic devices containing the same.

Background Art

With the development of electronic technology and the progress of materials science, the application scope of electronic components for realizing electroluminescence or photoelectric conversion is becoming more and more extensive. Organic electroluminescent devices (OLEDs) generally include: a cathode and an anode arranged opposite to each other, and a functional layer arranged between the cathode and the anode. The functional layer is composed of multiple organic or inorganic film layers, and generally includes an organic light-emitting layer, a hole transport layer, an electron transport layer, etc. When a voltage is applied to the positive and negative electrodes, the two electrodes generate an electric field. Under the action of the electric field, the electrons on the cathode side move to the electroluminescent layer, and the holes on the anode side also move to the light-emitting layer. The electrons and holes combine in the electroluminescent layer to form excitons. The excitons are in an excited state and release energy outward, thereby causing the electroluminescent layer to emit light outward.

In the existing organic electroluminescent devices, the main problems are reflected in the lifespan and efficiency. With the large-area display, the driving voltage also increases. The research on improving the performance of OLED light-emitting devices includes: reducing the driving voltage of the device, improving the luminous efficiency of the device, and improving the service life of the device. In order to improve the device performance of OLED, a multi-layer sandwich structure is usually adopted when designing the device structure, that is, the anode, cathode and multiple organic functional layers together form a complete device. The main material of the light-emitting layer can be one or more. The main material is a material that can accept positively charged hole carriers and negatively charged electron carriers and combine the two for effective energy transfer. It usually has a higher first triplet energy level and is a very important part of the organic electroluminescent device. It is necessary to continue to develop new main materials for the light-emitting layer to further improve the performance of organic electroluminescent devices.

Summary of the invention

In view of the above problems existing in the prior art, the purpose of the present application is to provide an organic compound and an organic electroluminescent device and an electronic device containing the same. The organic compound is used in the organic electroluminescent device to improve the performance of the device.

According to a first aspect of the present application, an organic compound is provided, wherein the organic compound has a structure shown in Formula 1:

Wherein, ring A has the structure shown in formula 1-1, and the # position in formula 1-1 indicates that it is Mutually fused sites;

X is selected from O or S;

_L1 and _L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

Ar ₁ and Ar ₂ are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

Each of R ₁ , R ₂ and R ₃ is the same or different and is independently selected from deuterium, cyano, halogen group, alkyl group having 1 to 10 carbon atoms, halogenated alkyl group having 1 to 10 carbon atoms, deuterated alkyl group having 1 to 10 carbon atoms, trialkylsilyl group having 3 to 12 carbon atoms, aryl group having 6 to 20 carbon atoms, deuterated aryl group having 6 to 20 carbon atoms, halogenated aryl group having 6 to 20 carbon atoms, heteroaryl group having 3 to 20 carbon atoms, and cycloalkyl group having 3 to 10 carbon atoms;

n ₁ represents the number of R ₁ , and n ₁ is selected from 0, 1, 2, 3, 4, 5 or 6;

n ₂ represents the number of R ₂ , and n ₂ is selected from 0, 1 or 2;

n ₃ represents the number of R ₃ , and n ₃ is selected from 0, 1, 2, 3, 4, 5 or 6;

The substituents in L ₁ , L ₂ , Ar ₁ and Ar ₂ are the same or different and are independently selected from deuterium, cyano, halogen group, alkyl group having 1 to 10 carbon atoms, halogenated alkyl group having 1 to 10 carbon atoms, deuterated alkyl group having 1 to 10 carbon atoms, trialkylsilyl group having 3 to 12 carbon atoms, triphenylsilyl group, aryl group having 6 to 20 carbon atoms, deuterated aryl group having 6 to 20 carbon atoms, halogenated aryl group having 6 to 20 carbon atoms, heteroaryl group having 3 to 20 carbon atoms, cycloalkyl group having 3 to 10 carbon atoms; optionally, in Ar ₁ and Ar ₂ , any two adjacent substituents form a saturated or unsaturated 3 to 15-membered ring.

According to a second aspect of the present application, an organic electroluminescent device is provided, comprising an anode and a cathode arranged opposite to each other, and a functional layer arranged between the anode and the cathode; the functional layer comprises the above-mentioned organic compound.

According to a third aspect of the present application, an electronic device is provided, comprising the organic electroluminescent device described in the second aspect.

The compound structure of the present application includes a mother core structure formed by 7H-benzo[C]carbazole and dibenzofuran or dibenzothiophene fused through a pyrrole ring, and the nitrogen atoms of carbazole and pyrrole in the mother core structure are connected to an aryl or heteroaryl group. 7H-benzo[C]carbazole itself has a relatively low first excited triplet energy level and a large conjugated area. It is fused together with dibenzofuran or dibenzothiophene through a pyrrole ring. On the one hand, the target compound can maintain a more suitable first excited triplet energy level and is suitable as a red light host material; on the other hand, it can significantly increase the conjugated area of the target compound, enhance the intermolecular interaction force, and improve the carrier transport capacity of the compound film; in addition, the lone pair of electrons on the oxygen atom and the sulfur atom in dibenzofuran or dibenzothiophene can also further enhance the carrier transport capacity of the target compound. When the compound of the present application is used as a hole transport material in a hybrid red light host material, it can improve the carrier balance in the light-emitting layer, broaden the carrier recombination area, increase the efficiency of exciton generation and utilization, and improve the luminous efficiency and life of the device.

BRIEF DESCRIPTION OF THE DRAWINGS

The accompanying drawings are used to provide further understanding of the present application and constitute a part of the specification. Together with the following specific embodiments, they are used to explain the present application, but do not constitute a limitation to the present application.

FIG. 1 is a schematic structural diagram of an organic electroluminescent device according to an embodiment of the present application.

FIG. 2 is a schematic diagram of the structure of an electronic device according to an embodiment of the present application.

Reference numerals
100, anode 200, cathode 300, functional layer 310, hole injection layer
321, first hole transport layer 322, luminescence adjustment layer 330, organic light emitting layer 340, electron transport layer
350, electron injection layer 320, hole transport layer 400, electronic device

DETAILED DESCRIPTION

The exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, the 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 the present application will be more comprehensive and complete and fully convey the concepts of the 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, many specific details are provided to give a full understanding of the embodiments of the present application. Partial understanding.

In a first aspect, the present application provides an organic compound having a structure shown in Formula 1:

Wherein, ring A has the structure shown in formula 1-1, and the # position in formula 1-1 represents the same as in formula 1 The fused site, any two adjacent # positions in formula 1-1 are fused at * position in;

X is selected from O or S;

_L1 and _L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

Ar ₁ and Ar ₂ are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

Each of R ₁ , R ₂ and R ₃ is the same or different and is independently selected from deuterium, cyano, halogen group, alkyl group having 1 to 10 carbon atoms, halogenated alkyl group having 1 to 10 carbon atoms, deuterated alkyl group having 1 to 10 carbon atoms, trialkylsilyl group having 3 to 12 carbon atoms, aryl group having 6 to 20 carbon atoms, deuterated aryl group having 6 to 20 carbon atoms, halogenated aryl group having 6 to 20 carbon atoms, heteroaryl group having 3 to 20 carbon atoms, and cycloalkyl group having 3 to 10 carbon atoms;

n ₁ represents the number of R ₁ , and n ₁ is selected from 0, 1, 2, 3, 4, 5 or 6;

n ₂ represents the number of R ₂ , and n ₂ is selected from 0, 1 or 2;

n ₃ represents the number of R ₃ , and n ₃ is selected from 0, 1, 2, 3, 4, 5 or 6;

The substituents in L ₁ , L ₂ , Ar ₁ and Ar ₂ are the same or different and are independently selected from deuterium, cyano, halogen group, alkyl group having 1 to 10 carbon atoms, halogenated alkyl group having 1 to 10 carbon atoms, deuterated alkyl group having 1 to 10 carbon atoms, trialkylsilyl group having 3 to 12 carbon atoms, triphenylsilyl group, aryl group having 6 to 20 carbon atoms, deuterated aryl group having 6 to 20 carbon atoms, halogenated aryl group having 6 to 20 carbon atoms, heteroaryl group having 3 to 20 carbon atoms, cycloalkyl group having 3 to 10 carbon atoms; optionally, in Ar ₁ and Ar ₂ , any two adjacent substituents form a saturated or unsaturated 3 to 15-membered ring.

In the present application, the terms "optionally" and "optionally" mean that the event or environment described subsequently may or may not occur. For example, "optionally, any two adjacent substituents form a saturated or unsaturated 3-15 membered ring" includes: the scenario where any two adjacent substituents form a ring, and the scenario where any two adjacent substituents exist independently and do not form a ring. "Any two adjacent" can include two substituents on the same atom, and can also include two adjacent atoms each having one substituent; wherein, when there are two substituents on the same atom, the two substituents can form a saturated or unsaturated spiro ring with the atom to which they are commonly connected; when there is one substituent on two adjacent atoms respectively, the two substituents can be fused into a ring.

In this application, the terms "optionally", "preferably" and "in some embodiments" have the same meaning.

In this application, the descriptions "each... independently is" and "... are independently" and "... are independently" are interchangeable and should be understood in a broad sense. They can mean that in different groups, the specific options expressed by the same symbols do not affect each other, or in the same group, the specific options expressed by the same symbols do not affect each other. For example, Wherein, each q is independently 0, 1, 2 or 3, and each R" is independently selected from hydrogen, deuterium, fluorine, and chlorine, which means: Formula Q-1 indicates that there are q substituents R" on the benzene ring, and 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, and the number q of R" substituents on the two benzene rings can be the same or different, and each R" can be the same or different, and the options of each R" do not affect each other.

In the present application, the term "substituted or unsubstituted" means that the functional group recorded after the term may or may not have a substituent (hereinafter, for the convenience of description, the substituents are collectively referred to as Rc). For example, "substituted or unsubstituted aryl" refers to an aryl with a substituent Rc or an aryl without a substituent. The above-mentioned substituent, i.e., Rc, can be, for example, deuterium, fluorine, cyano, heteroaryl, aryl, deuterated aryl, trialkylsilyl, alkyl, haloalkyl, deuterated alkyl, cycloalkyl, etc. The number of substituents can be 1 or more.

In the present application, "plurality" means more than 2, for example, 2, 3, 4, 5, 6, etc.

In the present application, the number of carbon atoms of a substituted or unsubstituted functional group refers to the total number of carbon atoms of the group and all substituents thereon. For example, if _L1 is a substituted arylene group having 12 carbon atoms, then the total number of carbon atoms of the arylene group and the substituents thereon is 12.

The hydrogen atoms in the structures of the compounds of the present application include various isotope atoms of the hydrogen element, such as hydrogen (H), deuterium (D) or tritium (T).

The "D" in the structural formula of the compound of the present application represents deuteration.

In the present application, a saturated or unsaturated 3-15 membered ring refers to a ring containing 3-15 ring atoms, such as but not limited to cyclopentane, cyclohexane, benzene ring, fluorene ring, dibenzothiophene, dibenzofuran, etc.

In the present application, aryl refers to an optional functional group or substituent derived from an aromatic carbocyclic ring. Aryl can be a monocyclic aryl (e.g., phenyl) or a polycyclic aryl. In other words, aryl can be a monocyclic aryl, a condensed ring aryl, two or more monocyclic aryl groups connected by a carbon-carbon bond, a monocyclic aryl and a condensed ring aryl connected by a carbon-carbon bond, and two or more condensed ring aryl groups connected by a carbon-carbon bond. That is, unless otherwise specified, two or more aromatic groups connected by a carbon-carbon bond can also be regarded as aryl of the present application. Among them, condensed ring aryl can, for example, include bicyclic condensed aryl (e.g., naphthyl), tricyclic condensed aryl (e.g., phenanthrenyl, fluorenyl, anthracenyl), etc. Aryl does not contain heteroatoms such as B, N, O, S, P, Se, and Si. Examples of aryl include, but are not limited to, phenyl, naphthyl, fluorenyl, spirobifluorenyl Anthracenyl, phenanthryl, biphenyl, terphenyl, quaterphenyl, pentaphenyl, triphenylene Peryl, benzo[9,10]phenanthryl, pyrenyl, benzofluoranthenyl, Ji et al.

In the present application, the arylene group refers to a divalent group formed by further losing one or more hydrogen atoms from an aryl group.

In the present application, terphenyl includes

In the present application, the carbon number of the substituted or unsubstituted aryl (arylene) group may be 6, 8, 10, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25 or 30. In some embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, and in other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 15 carbon atoms.

In the present application, the fluorenyl group may be substituted by one or more substituents. When the fluorenyl group is substituted, the substituted fluorenyl group may be: etc., but not limited thereto.

In the present application, examples of aryl groups as substituents of L ₁ , L ₂ , Ar ₁ and Ar ₂ include, but are not limited to, phenyl, naphthyl, phenanthryl, biphenyl, fluorenyl, dimethylfluorenyl and the like.

In the present application, heteroaryl refers to a monovalent aromatic ring or a derivative thereof containing 1, 2, 3, 4, 5 or 6 heteroatoms in the ring, and the heteroatoms may be one or more of B, O, N, P, Si, Se and S. The heteroaryl may be a monocyclic heteroaryl or a polycyclic heteroaryl, in other words, the heteroaryl may be a single aromatic ring system or a plurality of aromatic ring systems connected by carbon-carbon bonds, and any aromatic ring system may be an aromatic monocyclic ring or an aromatic condensed ring. By way of example, the heteroaryl group may include a thienyl group, a furyl group, a pyrrolyl group, an imidazolyl group, a thiazolyl group, an oxazolyl group, an oxadiazolyl group, a triazolyl group, a pyridyl group, a bipyridyl group, a pyrimidyl group, a triazine group, an acridinyl group, a pyridazinyl group, a pyrazinyl group, a quinolyl group, a quinazolinyl group, a quinoxalinyl group, a phenoxazinyl group, a phthalazinyl group, a pyridopyrimidinyl group, a pyridopyrazinyl group, a pyrazinopyrazinyl group, an isoquinolyl group, an indolyl group, a carbazolyl group, a benzoxazolyl group, a benzimidazolyl group, a benzothiazolyl group, a benzocarbazolyl group, a benzothienyl group, a dibenzothienyl group, a thienothiphenyl group, a benzofuranyl group, a phenanthrolinyl group, an isoxazolyl group, a thiadiazolyl group, a phenothiazinyl group, a silyfluorenyl group, a dibenzofuranyl group, and an N-phenylcarbazolyl group, an N-pyridylcarbazolyl group, an N-methylcarbazolyl group, and the like, without being limited thereto.

In the present application, the heteroarylene group refers to a divalent or multivalent group formed by further losing one or more hydrogen atoms from a heteroaryl group.

In the present application, the number of carbon atoms of the substituted or unsubstituted heteroaryl (heteroarylene) can be selected from 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18 or 20. In some embodiments, the substituted or unsubstituted heteroaryl is a substituted or unsubstituted heteroaryl having a total carbon number of 3 to 30, in other embodiments, the substituted or unsubstituted heteroaryl is a substituted or unsubstituted heteroaryl having a total carbon number of 3 to 18, and in other embodiments, the substituted or unsubstituted heteroaryl is a substituted or unsubstituted heteroaryl having a total carbon number of 12 to 18.

In the present application, the alkyl group having 1 to 10 carbon atoms may include a straight-chain alkyl group having 1 to 10 carbon atoms and a branched-chain alkyl group having 3 to 10 carbon atoms. The number of carbon atoms in the alkyl group may be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, and specific examples of the alkyl group include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, and the like.

In the present application, the halogen group may be, for example, fluorine, chlorine, bromine, or iodine.

In the present application, specific examples of trialkylsilyl include, but are not limited to, trimethylsilyl, triethylsilyl, and the like.

In the present application, a haloalkyl group refers to an alkyl group substituted with a halogen. Specific examples of the haloalkyl group include, but are not limited to, a trifluoromethyl group.

In the present application, a deuterated alkyl group refers to an alkyl group substituted with one or more deuterium groups. Specific examples of deuterated alkanes include, but are not limited to, trideuterated methyl groups.

In the present application, the carbon number of the cycloalkyl group having 3 to 10 carbon atoms may be, for example, 3, 4, 5, 6, 7, 8 or 10. Specific examples of the cycloalkyl group include, but are not limited to, cyclopentyl, cyclohexyl, and adamantyl.

In the present application, the carbon number of the deuterated alkyl group having 1 to 10 carbon atoms is, for example, 1, 2, 3, 4, 5, 6, 7, 8 or 10. Specific examples of the deuterated alkyl group include, but are not limited to, trideuterated methyl group.

In the present application, the carbon number of the halogenated alkyl group having 1 to 10 carbon atoms is, for example, 1, 2, 3, 4, 5, 6, 7, 8 or 10. Specific examples of the halogenated alkyl group include, but are not limited to, trifluoromethyl.

In this application, Refers to the chemical bonds that connect to other groups.

In this application, no single bond extending from the ring system is involved in the positioning of the connecting bond. It means that one end of the connecting bond can be connected to any position in the ring system that the bond passes through, and the other end is connected to the rest of the compound molecule. For example, as shown in the following formula (f), the naphthyl represented by formula (f) is connected to other positions of the molecule through two non-positional connecting bonds that pass through the bicyclic ring. The meaning represented by it includes any possible connection mode shown in formula (f-1) to formula (f-10):

For another example, as shown in the following formula (X'), the dibenzofuranyl represented by formula (X') is connected to other positions of the molecule through a non-positional connecting bond extending from the middle of one side of the benzene ring, and the meaning represented by it includes any possible connection mode shown in formula (X'-1) to formula (X'-4):

The non-positioning substituent in the present application refers to a substituent connected by a single bond extending from the center of the ring system, which means that the substituent can be connected to any possible position in the ring system. For example, as shown in the following formula (Y), the substituent R' represented by formula (Y) is connected to the quinoline ring through a non-positioning connecting bond, and the meaning represented by it includes any possible connection mode shown in formula (Y-1) to formula (Y-7):

In some embodiments, _L1 and _L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 15 carbon atoms, and a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms.

In some embodiments, _L1 and _L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 carbon atoms, or a substituted or unsubstituted heteroarylene group having 12, 13, 14, 15, 16, 17 or 18 carbon atoms.

Optionally, the substituents in _L1 and _L2 are the same or different and are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, a trialkylsilyl group having 3 to 8 carbon atoms, a fluoroalkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a phenyl group, a deuterated phenyl group or a naphthyl group.

In some embodiments, _L1 and _L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted anthrylene, a substituted or unsubstituted phenanthrenylene, a substituted or unsubstituted fluorenylene, a substituted or unsubstituted dibenzothienylene, a substituted or unsubstituted dibenzofuranylene, or a substituted or unsubstituted carbazolylene.

Optionally, the substituents in _L1 and _L2 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trifluoromethyl, trideuterated methyl, trimethylsilyl, deuterated phenyl or phenyl.

In some embodiments, _L1 and _L2 are each independently selected from a single bond or the group consisting of:

In some embodiments, _L1 and _L2 are each independently selected from a single bond or the following groups:

In some embodiments, Ar ₁ and Ar ₂ are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms and a substituted or unsubstituted heteroaryl group having 12 to 24 carbon atoms.

In some embodiments, _Ar1 and _Ar2 are the same or different and are each independently selected from substituted or unsubstituted aryl having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24 or 25 carbon atoms, and substituted or unsubstituted heteroaryl having 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23 or 24 carbon atoms.

In some embodiments, the substituents in _Ar1 and _Ar2 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, a haloalkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, an alkyl group having 1 to 4 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, an aryl group having 6 to 12 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms, or a trialkylsilyl group having 3 to 8 carbon atoms. Optionally, any two adjacent substituents form a benzene ring or a fluorene ring.

In some embodiments, _Ar1 and _Ar2 are the same or different and are each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted anthracenyl, substituted or unsubstituted pyrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted carbazolyl.

Optionally, the substituents in Ar ₁ and Ar ₂ are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, trimethylsilyl, pentadeuterated phenyl, phenyl, biphenyl or naphthyl.

In some embodiments, Ar ₁ and Ar ₂ are the same or different and are each independently selected from the following groups:

In some embodiments, Ar ₁ and Ar ₂ are the same or different and are each independently selected from the following groups:

In some embodiments, The same or different, and each independently selected from the following groups:

In some embodiments, one of _Ar1 and _Ar2 is selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, and the other is selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms and a substituted or unsubstituted heteroaryl group having 12 to 24 carbon atoms.

In some embodiments, one of _Ar1 and _Ar2 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted anthracenyl, substituted or unsubstituted pyrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted spirobifluorenyl, and the other is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted anthracenyl, substituted or unsubstituted pyrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted carbazolyl.

Optionally, the substituents in Ar ₁ and Ar ₂ are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, trimethylsilyl, pentadeuterated phenyl, phenyl or naphthyl.

In some embodiments, One of which is selected from the following groups:

The other is selected from the following groups:

In some embodiments, each _R1 , _R2 and _R3 is the same or different and is independently selected from deuterium, cyano, fluorine, trideuterated methyl, trimethylsilyl, trifluoromethyl, cyclopentyl, cyclohexyl, adamantyl, methyl, ethyl, isopropyl, tert-butyl, phenyl or naphthyl.

In some embodiments, the organic compound is selected from the following structural formulas (S-1) to (S-12):

In some embodiments, the organic compound is selected from the group consisting of:

In a second aspect, the present application provides an organic electroluminescent device, comprising an anode, a cathode, and a functional layer disposed between the anode and the cathode; wherein the functional layer comprises the organic compound described in the first aspect of the present application.

The organic compound provided in the present application can be used to form at least one organic film layer in the functional layer to improve the luminous efficiency and life span of the organic electroluminescent device.

Optionally, the functional layer also includes a hole transport zone, the hole transport zone includes a first hole transport layer and a luminescence adjustment layer (also called a second hole transport layer or a hole auxiliary layer), the hole transport layer is located between the anode and the organic light-emitting layer, and the luminescence adjustment layer is located between the first hole transport layer and the organic light-emitting layer.

Optionally, the functional layer further includes a light-emitting layer, and the light-emitting layer includes a light-emitting layer main material and a doping material, wherein the light-emitting layer main material includes the organic compound of the present application.

In some embodiments, the main material of the light-emitting layer is composed of the organic compound provided in this application and other materials.

According to a specific embodiment, the organic electroluminescent device is shown in Figure 1, including an anode 100, a hole injection layer 310, a first hole transport layer 321, a luminescence adjustment layer 322, an organic light-emitting layer 330, an electron transport layer 340, an electron injection layer 350 and a cathode 200 stacked in sequence.

In the present application, the anode 100 includes an anode material, which is preferably a material having a large 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 their alloys; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO) and indium zinc oxide (IZO); combined metals and oxides such as ZnO:Al or SnO ₂ :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 including indium tin oxide (indium tin oxide) (ITO) as an anode is included.

In the present application, the hole transport layer and the hole adjustment layer may include one or more hole transport materials, respectively. The hole transport material may be selected from carbazole polymers, carbazole-linked triarylamine compounds or other types of compounds, and may be specifically selected from the following compounds or any combination thereof:

In one embodiment, the first hole transport layer 321 is composed of HT-1.

In one embodiment, the luminescence adjustment layer 322 is composed of HT-2.

Optionally, a hole injection layer 310 is further provided between the anode 100 and the first hole transport layer 321 to enhance the ability of injecting holes into the first hole transport layer 321. The hole injection layer 310 may be made of benzidine derivatives, starburst arylamine compounds, phthalocyanine derivatives or other materials, and the present application does not impose any special restrictions on this. The material of the hole injection layer 310 is, for example, selected from the following compounds or any combination thereof;

In one embodiment of the present application, the hole injection layer 310 is composed of PD and HT-1.

Optionally, the organic light-emitting layer 330 may be composed of a single light-emitting material, or may include a host material and a guest material. Optionally, the organic light-emitting layer 330 is composed of a host material and a guest material, and holes injected into the organic light-emitting layer 330 and electrons injected into the organic light-emitting layer 330 may be recombined in the organic light-emitting layer 330 to form excitons, and 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.

The main material of the organic light-emitting layer 330 may include metal chelate compounds, bisphenylethylene derivatives, aromatic amine derivatives, dibenzofuran derivatives or other types of materials. The main material of the organic light-emitting layer 330 may be a compound or a combination of two or more compounds. Optionally, the main material includes the organic compound of the present application.

The guest material of the organic light-emitting layer 330 can be a compound having a condensed aromatic ring or a derivative thereof, a compound having a heteroaromatic ring or a derivative thereof, an aromatic amine derivative or other materials, and the present application does not impose any special restrictions on this. The guest material is also called a doping material or a dopant. According to the type of luminescence, it can be divided into a fluorescent dopant and a phosphorescent dopant. Specific examples of the phosphorescent dopant include, but are not limited to,

In one embodiment of the present application, the organic electroluminescent device is a red organic electroluminescent device. In a more specific embodiment, the main material of the organic light-emitting layer 330 comprises RH-N The guest material may be, for example, RD.

The electron transport layer 340 may be a single-layer structure or a multi-layer structure, and may include one or more electron transport materials, which may be selected from but not limited to LiQ, benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives or other electron transport materials, and the present application does not specifically limit this. The materials of the electron transport layer 340 include but are not limited to the following compounds:

In one embodiment of the present application, the electron transport layer 340 is composed of ET and LiQ.

In the present application, the cathode 200 includes a cathode material, which is a material with a small work function that facilitates electron injection into the functional layer. 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, LiO ₂ /Al, LiF/Ca, LiF/Al and BaF ₂ /Ca. Optionally, a metal electrode containing magnesium and silver is included as the cathode.

Optionally, an electron injection layer 350 is further provided between the cathode 200 and the electron transport layer 340 to enhance the ability to inject electrons into the electron transport layer 340. The electron injection layer 350 may include inorganic materials such as alkali metal sulfides and alkali metal halides, or may include a complex of an alkali metal and an organic substance. In one embodiment of the present application, the electron injection layer 350 includes ytterbium (Yb).

A third aspect of the present application provides an electronic device, comprising the organic electroluminescent device described in the second aspect of the present application.

According to one embodiment, as shown in FIG2 , the provided electronic device is an electronic device 400, which includes the above-mentioned organic electroluminescent device. The electronic device 400 may be, for example, a display device, a lighting device, an optical communication device, or other types of electronic devices, for example, Including but not limited to computer screens, mobile phone screens, televisions, electronic paper, emergency lighting, optical modules, etc.

The synthesis method of the organic compound of the present application is specifically described below in conjunction with synthesis examples, but the present application is not limited thereto.

Synthesis Example

Those skilled in the art will recognize that the chemical reactions described herein can be used to appropriately prepare many of the organic compounds of the present invention, and that other methods for preparing the compounds of the present invention are considered to be within the scope of the present invention. For example, the synthesis of the compounds not exemplified herein can be successfully accomplished by those skilled in the art by modification methods, such as appropriate protection of interfering groups, by utilizing other known reagents in addition to those described herein, or by making some conventional modifications to the reaction conditions. The compounds for which no synthesis methods are mentioned in the present invention are all raw materials obtained from commercial sources.

Synthesis of Sub-a1:

Under nitrogen atmosphere, 9-bromo-7H-benzo[C]carbazole (29.62 g, 100 mmol), benzyl bromide (25.65 g, 150 mmol), potassium hydroxide (11.22 g, 200 mmol) and tetrahydrofuran (300 mL) were added to a 500 mL three-necked flask in sequence, stirring and heating were started, and the temperature was raised to 60°C for reaction for 6 h. After the system was cooled to room temperature, it was extracted with tetrahydrofuran (100 mL × 3 times), the organic phases were combined and dried over anhydrous sodium sulfate, filtered and then distilled under reduced pressure to remove the solvent to obtain a crude product. The crude product was purified by silica gel column chromatography using a mixed solvent of n-heptane/dichloromethane as the mobile phase to obtain a white solid Sub-a1 (32.45 g, yield 84%).

Synthesis of Sub-b1:

Under nitrogen atmosphere, Sub-a1 (19.31 g, 50 mmol), 1-chloro-2-aminodibenzofuran (10.88 g, 50 mmol), tris(dibenzylideneacetone)dipalladium (0.92 g, 1 mmol), 2-dicyclohexylphosphine-2',4',6'triisopropylbiphenyl (0.95 g, 2 mmol), sodium tert-butoxide (9.61 g, 100 mmol) and toluene (250 mL) were added to a 500 mL three-necked flask in sequence, and the temperature was raised to reflux, and the reaction was stirred overnight; after the system was cooled to room temperature, it was extracted with dichloromethane (100 mL×3), the organic phases were combined and dried over anhydrous sodium sulfate, filtered, and the solvent was removed by vacuum distillation to obtain a crude product. The crude product was purified by silica gel column chromatography using a mixed solvent of n-heptane/dichloromethane as the mobile phase to obtain a white solid Sub-b1 (19.10 g; yield 73%).

Referring to the synthesis of Sub-b1, reactant A shown in Table 1 was used to replace Sub-a1, and reactant B was used to replace 1-chloro-2-aminodibenzofuran to synthesize Sub-b2 to Sub-b12.

Table 1: Synthesis of Sub-b2 to Sub-b12

Synthesis of Sub-c1:

Under nitrogen atmosphere, add Sub-b1 (26.15 g, 50 mmol), palladium acetate (0.56 g, 2.5 mmol), tricyclohexylphosphine tetrafluoroborate (CAS: 58656-04-5, 1.84 g, 5 mmol), cesium carbonate (32.58 g, 100 mmol) and N, N-dimethylacetamide (260 mL) to a 500 mL three-necked flask in sequence, heat to reflux, and stir to react overnight. After the system is cooled to room temperature, extract with dichloromethane (100 mL × 3), combine the organic phases and dry with anhydrous sodium sulfate, filter and remove the solvent by vacuum distillation to obtain a crude product. The crude product is purified by silica gel column chromatography using a mixed solvent of n-heptane/dichloromethane as the mobile phase to obtain an off-white solid Sub-c1 (13.62 g; yield 56%).

Referring to the synthesis of Sub-c1, reactant C shown in Table 2 was used instead of Sub-b1 to synthesize Sub-c2 to Sub-c12.

Table 2: Synthesis of Sub-c2 to Sub-c12

Synthesis of Sub-d1:

Under nitrogen atmosphere, add Sub-c1 (24.33 g, 50 mmol), iodobenzene (12.24 g, 60 mmol), cuprous iodide (1.90 g, 10 mmol), 18-crown ether-6 (1.32 g, 5 mmol), 1,10-phenanthroline (3.96 g, 20 mmol), potassium carbonate (15.20 g, 110 mmol) and N,N-dimethylformamide (240 mL) to a 500 mL three-necked flask in sequence, raise the temperature to reflux, and stir to react overnight. After the system is cooled to room temperature, pour the reaction solution into 500 mL of deionized water, filter and take the filtered solid; the filtered solid is extracted and dissolved with dichloromethane and dried over anhydrous sodium sulfate, filtered and distilled under reduced pressure to remove the solvent to obtain a crude product. The crude product is purified by silica gel column chromatography using a mixed solvent of n-heptane/dichloromethane as the mobile phase to obtain an off-white solid Sub-d1 (20.54 g; yield 73%).

Referring to the synthesis of Sub-d1, reactant D shown in Table 3 was used to replace Sub-c1 to synthesize Sub-d2 to Sub-d3.

Table 3: Synthesis of Sub-d2 to Sub-d3

Synthesis of Sub-e1:

Under nitrogen atmosphere, add Sub-d1 (28.13 g, 50 mmol), potassium tert-butoxide (56.10 g, 500 mmol) and DMSO (280 mL) to a 500 mL three-necked flask in sequence, start stirring and heating, and heat to 50°C-60°C for 4 hours. After the system is cooled to room temperature, pour the reaction solution into 500 mL of deionized water, and a precipitate will precipitate; filter and take the filtered solid, dissolve it in dichloromethane (200 mL), add anhydrous sodium sulfate to dry, filter and take the filtrate, and distill under reduced pressure to remove the solvent to obtain a crude product. Use a mixed solvent of n-heptane/dichloromethane as the mobile phase to purify the crude product by silica gel column chromatography to obtain a white solid Sub-e1 (18.20 g, yield 77%).

Referring to the synthesis of Sub-e1, reactant E shown in Table 4 was used to replace Sub-d1 to synthesize Sub-e2 and Sub-e3.

Table 4: Synthesis of Sub-e2 and Sub-e3

Synthesis of Sub-e4:

Under nitrogen atmosphere, add Sub-c3 (11.81 g, 25 mmol) and 200 mL of benzene-D6 to a 100 mL three-necked flask, heat to 60 ° C, add trifluoromethanesulfonic acid (22.51 g, 150 mmol), continue to heat to boiling and stir for 24 hours. After the reaction system is cooled to room temperature, add 50 mL of heavy water, stir for 10 minutes, and then add saturated K ₃ PO ₄ aqueous solution to neutralize the reaction solution. Extract the organic layer with dichloromethane (50 mL × 3 times), combine the organic phases, dry them with anhydrous sodium sulfate, filter and distill under reduced pressure to remove the solvent to obtain a crude product. Use n-heptane/dichloromethane as the mobile phase to purify the crude product by silica gel column chromatography to obtain a white solid Sub-e4 (9.00 g, yield 74%).

Synthesis of Sub-e5:

Under nitrogen atmosphere, add Sub-e2 (11.81 g, 25 mmol) and 200 mL of benzene-D6 to a 100 mL three-necked flask, heat to 60 °C, add trifluoromethanesulfonic acid (22.51 g, 150 mmol), continue to heat to boiling and stir for 24 hours. After the reaction system is cooled to room temperature, add 50 mL of heavy water, stir for 10 minutes, and then add saturated K ₃ PO4 aqueous solution to neutralize the reaction solution. Extract the organic layer with dichloromethane (50 mL × 3 times), combine the organic phases, dry them with anhydrous sodium sulfate, filter and distill under reduced pressure to remove the solvent to obtain a crude product. Use n-heptane/dichloromethane as the mobile phase to purify the crude product by silica gel column chromatography to obtain a white solid Sub-e5 (8.15 g, yield 67%).

Synthesis of compound 4:

Under nitrogen atmosphere, Sub-c3 (11.81 g, 25 mmol), 4-bromobiphenyl-D9 (6.60, 27.5 mmol), tris(dibenzylideneacetone)dipalladium (0.916 g, 0.5 mmol), (2-dicyclohexylphosphine-2',4',6'triisopropylbiphenyl) (0.95 g, 1 mmol), sodium tert-butoxide (9.61 g, 50 mmol) and xylene (120 mL) were added to a 250 mL three-necked flask in sequence, the temperature was raised to reflux, and the reaction was stirred overnight. After the system was cooled to room temperature, The mixture was extracted with dichloromethane (100 mL x 3 times), the organic phases were combined and dried over anhydrous sodium sulfate, filtered and the solvent was removed by vacuum distillation to obtain a crude product. The crude product was purified by silica gel column chromatography using a mixed solvent of n-heptane/dichloromethane as the mobile phase to obtain a white solid compound 4 (13.30 g; yield 84%, m/z = 634.28 [M+H] ⁺ ).

Referring to the synthesis of compound 4, reactant F shown in Table 5 was used to replace Sub-c3, and reactant G was used to replace 4-bromobiphenyl to synthesize the compounds of the present application in Table 5.

Table 5 Synthesis of compounds of the present application

NMR data of some compounds:

NMR of compound 81: ¹ H-NMR (400 MHz, CCl ₂ CD ₂ )δ(ppm):9.42(s,1H),8.29(d,1H),8.21(d,1H),8.06(d,1H),8.00(d,1H),7.96(s,1H),7.91(d,1H),7.88-7.77(m,4H),7.68(d,2H),7.66-7.38(m,14H),7.16(d,2H),7.08(s,1H).

Preparation and evaluation of organic electroluminescent devices:

The present application also provides an organic electroluminescent device, including an anode, a cathode, and an organic layer between the anode and the cathode, wherein the organic layer includes the organic compound of the present application. The organic electroluminescent device of the present application is described in detail below by way of examples. However, the following examples are merely examples of the present application, and do not limit the present application.

Example 1: Red organic electroluminescent device

First, the anode pretreatment is carried out through the following process: the thickness is On the ITO/Ag/ITO substrate, the surface is treated by using ultraviolet ozone and O ₂ :N ₂ plasma to increase the work function of the anode. The surface of the ITO substrate can also be cleaned with an organic solvent to remove impurities and oil stains on the surface of the ITO substrate.

On the experimental substrate (anode), PD:HT-1 was co-evaporated at an evaporation rate ratio of 2%:98% to form a layer with a thickness of Then, HT-1 was vacuum-deposited on the hole injection layer to form a hole injection layer with a thickness of The first hole transport layer is formed by vacuum evaporating compound HT-2 to form a first hole transport layer with a thickness of Glow adjustment layer.

Next, on the luminescence adjustment layer, compound 4:RH-N:RD was co-evaporated at a ratio of 49%:49%:2% to form a film with a thickness of The red light emitting layer (EML)

On the light-emitting layer, compound ET and LiQ are co-evaporated at an evaporation rate ratio of 1:1 to form A thick electron transport layer (ETL) is formed by evaporating Yb on the electron transport layer to form a layer with a thickness of Then, magnesium (Mg) and silver (Ag) were mixed at a evaporation rate of 1:9 and vacuum evaporated on the electron injection layer to form a layer with a thickness of cathode.

In addition, the thickness of the vacuum evaporation layer on the cathode is CP, thereby completing the manufacture of the red organic electroluminescent device.

Embodiments 2 to 58

An organic electroluminescent device was prepared by the same method as in Example 1, except that the compound X in the following Table 6 was used instead of the compound 4 in Example 1 when preparing the light-emitting layer.

Comparative Examples 1 to 4

An organic electroluminescent device was prepared by the same method as in Example 1, except that compound A, compound B, compound C and compound D were used to replace compound 4 in Example 1 when preparing the light-emitting layer.

Among them, when preparing each embodiment and comparative example, the compound structure used is as follows:

The red organic electroluminescent devices prepared in Examples 1 to 56 and Comparative Examples 1 to 4 were subjected to performance tests. Specifically, the IVL performance of the devices was tested under the condition of 10 mA/cm ² , and the T95 device life was tested under the condition of 20 mA/cm ^2. The test results are shown in Table 6.

Table 6

Referring to Table 6 above, it can be seen that compared with the devices of Comparative Examples 1 to 4, when the compounds of the present application are used as hole transport host materials of red organic electroluminescent devices, the luminous efficiency (Cd/A) of device embodiments 1 to 58 is at least increased by 10.5%, and the T95 life is at least increased by 11.3%.

The preferred embodiments of the present application are described in detail above in conjunction with the accompanying drawings; however, the present application is not limited to the specific details in the above embodiments. Within the technical concept of the present application, a variety of simple modifications can be made to the technical solution of the present application, and these simple modifications all fall within the protection scope of the present application.

Claims (13)

The organic compound is characterized in that the organic compound has a structure shown in Formula 1:
Wherein, ring A has the structure shown in formula 1-1, and the # position in formula 1-1 represents the same as in formula 1 fused sites; X is selected from O or S; _L1 and _L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms; Ar ₁ and Ar ₂ are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; Each of R ₁ , R ₂ and R ₃ is the same or different and is independently selected from deuterium, cyano, halogen group, alkyl group having 1 to 10 carbon atoms, halogenated alkyl group having 1 to 10 carbon atoms, deuterated alkyl group having 1 to 10 carbon atoms, trialkylsilyl group having 3 to 12 carbon atoms, aryl group having 6 to 20 carbon atoms, deuterated aryl group having 6 to 20 carbon atoms, halogenated aryl group having 6 to 20 carbon atoms, heteroaryl group having 3 to 20 carbon atoms, and cycloalkyl group having 3 to 10 carbon atoms; n ₁ is selected from 0, 1, 2, 3, 4, 5 or 6; n ₂ is selected from 0, 1 or 2; n ₃ is selected from 0, 1, 2, 3, 4, 5 or 6; The substituents in L ₁ , L ₂ , Ar ₁ and Ar ₂ are the same or different and are independently selected from deuterium, cyano, halogen group, alkyl group having 1 to 10 carbon atoms, halogenated alkyl group having 1 to 10 carbon atoms, deuterated alkyl group having 1 to 10 carbon atoms, trialkylsilyl group having 3 to 12 carbon atoms, triphenylsilyl group, aryl group having 6 to 20 carbon atoms, deuterated aryl group having 6 to 20 carbon atoms, halogenated aryl group having 6 to 20 carbon atoms, heteroaryl group having 3 to 20 carbon atoms, cycloalkyl group having 3 to 10 carbon atoms; optionally, in Ar ₁ and Ar ₂ , any two adjacent substituents form a saturated or unsaturated 3 to 15-membered ring. The organic compound according to claim 1, wherein _L1 and _L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 15 carbon atoms, and a substituted or unsubstituted heteroarylene group having 12 to 18 carbon atoms; Optionally, the substituents in _L1 and _L2 are the same or different and are independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, a trialkylsilyl group having 3 to 7 carbon atoms, a phenyl group or a deuterated phenyl group. The organic compound according to claim 1 or 2, wherein _L1 and _L2 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted anthrylene group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzothiophenylene group, a substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted carbazolylene; Optionally, the substituents in _L1 and _L2 are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trifluoromethyl, trideuterated methyl, trimethylsilyl, deuterated phenyl or phenyl. The organic compound according to any one of claims 1 to 3, wherein _L1 and _L2 are each independently selected from a single bond or the group consisting of the following groups:
The organic compound according to any one of claims 1 to 4, wherein Ar ₁ and Ar ₂ are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 25 carbon atoms and a substituted or unsubstituted heteroaryl group having 12 to 24 carbon atoms; Optionally, the substituents in _Ar1 and _Ar2 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, a haloalkyl group having 1 to 4 carbon atoms, a deuterated alkyl group having 1 to 4 carbon atoms, an alkyl group having 1 to 4 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, an aryl group having 6 to 12 carbon atoms, a heteroaryl group having 5 to 12 carbon atoms or a trialkylsilyl group having 3 to 8 carbon atoms, and optionally, any two adjacent substituents form a benzene ring or a fluorene ring. The organic compound according to any one of claims 1 to 5, wherein Ar ₁ and Ar ₂ are the same or different and are each independently selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted spirobifluorenyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted carbazolyl group; Optionally, the substituents in Ar ₁ and Ar ₂ are the same or different and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trifluoromethyl, trideuterated methyl, trimethylsilyl, pentadeuterated phenyl, phenyl, biphenyl or naphthyl. The organic compound according to any one of claims 1 to 6, wherein Ar ₁ and Ar ₂ are the same or different and are each independently selected from the following groups:

The organic compound according to any one of claims 1 to 7, wherein The same or different, and each independently selected from the following groups:
The organic compound according to any one of claims 1 to 8, wherein each of R ₁ , R ₂ and R ₃ is the same or different and is independently selected from deuterium, cyano, fluorine, trideuterated methyl, trimethylsilyl, trifluoromethyl, cyclopentyl, cyclohexyl, adamantyl, methyl, ethyl, isopropyl, tert-butyl, phenyl or naphthyl. The organic compound according to any one of claims 1 to 9, wherein the organic compound is selected from the structures represented by the following formulas (S-1) to (S-12):
The organic compound according to any one of claims 1 to 10, wherein the organic compound is selected from the group consisting of the following compounds:








An organic electroluminescent device, comprising an anode and a cathode arranged opposite to each other, and a functional layer arranged between the anode and the cathode; characterized in that the functional layer comprises the organic compound according to any one of claims 1 to 11; Optionally, the functional layer includes a light-emitting layer, the light-emitting layer includes a host material and a guest material; the host material includes the organic compound. An electronic device, characterized by comprising the organic electroluminescent device according to claim 12.