Organic compound and electronic component and electronic device using the same

Abstract

The present invention relates to an organic compound and an electronic component and an electronic device using the same. The organic compound has a structure shown in Formula I, and the organic compound is applied to an organic electroluminescent device to significantly improve the performance of the device.

Description

Technical Field

[0001] The present application relates to the technical field of organic electroluminescence, and in particular, to an organic compound and an electronic component and an electronic device using the same. Background Art

[0002] 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, such as organic light-emitting diodes (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 toward the organic light-emitting layer, and the holes on the anode side also move toward the organic light-emitting layer. The electrons and holes combine in the organic light-emitting layer to form excitons, and the excitons are in an excited state and release energy outward, thereby causing the organic light-emitting layer to emit light outward.

[0003] Generally speaking, in the host material / dopant system, the selection of the host material is crucial because the host material has an important influence on the efficiency and life of the light-emitting device. The host material with excellent performance should have a suitable molecular weight, a high glass transition temperature and thermal decomposition temperature, high electrochemical stability and good interface contact with the adjacent functional layer materials. For blue light host materials, the material is required to have good carrier transport ability and a suitable triplet energy level to ensure that energy can be effectively transferred from the host material to the guest material during the light-emitting process, thereby achieving higher device efficiency.

[0004] The main problems of existing organic electroluminescent devices are lifespan and efficiency. As the display area becomes larger, the driving voltage also increases, and the luminous efficiency and power efficiency also need to be improved. Therefore, it is necessary to continue to develop new materials to further improve the performance of organic electroluminescent devices. Summary of the invention

[0005] The purpose of the present application is to provide an organic compound and an electronic component and an electronic device using the same. The organic compound is used in an organic electroluminescent device to improve the performance of the device.

[0006] The first aspect of the present application provides an organic compound having a structure shown in Formula I:

[0007]

[0008] wherein X is selected from O or S;

[0009] Ar1 and Ar2 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0010] 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;

[0011] L is selected from 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;

[0012] The substituents in Ar1, Ar2, L1, L2 and L are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 3 to 20 carbon atoms;

[0013] R1, R2, R3 and R4 are the same or different and are independently selected from hydrogen, deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms;

[0014] n1 represents the number of R1, n1 is selected from 1, 2, 3 or 4, when n1 is greater than 1, any two R1 are the same or different;

[0015] n2 represents the number of R2, n2 is selected from 1, 2 or 3, when n2 is greater than 1, any two R2 are the same or different;

[0016] n3 represents the number of R3, n3 is selected from 1, 2, 3 or 4, when n3 is greater than 1, any two R3 are the same or different;

[0017] n4 represents the number of R4, n4 is selected from 1, 2, 3 or 4, when n4 is greater than 1, any two R4 are the same or different;

[0018] The substituents in R1, R2, R3 and R4 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, an aryl group having 6 to 12 carbon atoms or a heteroaryl group having 3 to 12 carbon atoms.

[0019] A second aspect of the present application provides an electronic component, comprising 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 above-mentioned organic compound.

[0020] A third aspect of the present application provides an electronic device, comprising the electronic component described in the second aspect of the present application.

[0021] The structure of the compound of the present application contains a dibenzooxy (sulfur) heterosilicon heterocycle mother core, the silicon atom on the mother core is connected to N-carbazole through an aromatic connecting group, and at least one substituent is connected to the benzene ring in the dibenzooxy (sulfur) heterosilicon heterocycle mother core; wherein the two substituents at the 10th position of the dibenzooxy (sulfur) heterosilicon heterocycle mother core are on different planes, the molecular distortion is relatively large, and the compound is given a higher glass transition temperature, so that the compound can form a better amorphous film, especially when the dibenzooxy (sulfur) heterosilicon heterocycle is connected to N-carbazole through an aromatic group, the compound as a whole has a strong hole transport ability. When the compound of the present application is used as a hole transport material in a hybrid blue light host material, on the one hand, the higher hole transport ability of the compound can improve the energy transfer efficiency from the host material to the blue light doping material, and improve the efficiency of the device; on the other hand, the higher glass transition temperature of the compound can ensure that the light-emitting layer forms a good amorphous film, and the film morphology does not change during the long-term operation of the device, thereby improving the life of the device.

[0022] Other features and advantages of the present application will be described in detail in the subsequent detailed description. BRIEF DESCRIPTION OF THE DRAWINGS

[0023] 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.

[0024] Figure 1 It is a schematic diagram of the structure of an organic electroluminescent device according to one embodiment of the present application.

[0025] Figure 2 It is a schematic diagram of a first electronic device according to an embodiment of the present application.

[0026] Reference numerals

[0027] 100, anode 200, cathode 300, functional layer 310, hole injection layer

[0028] 321, hole transport layer 322, electron blocking layer 330, organic light emitting layer 340, electron transport layer

[0029] 350. Electron injection layer 400. Electronic device DETAILED DESCRIPTION

[0030] Exemplary embodiments will now be described more fully with reference to the accompanying drawings. However, exemplary embodiments can be implemented in a variety of forms and should not be construed as being limited to the examples set forth herein; rather, these embodiments are provided so that the present application will be more comprehensive and complete and the concepts of the exemplary embodiments will be fully conveyed 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 provide a full understanding of the embodiments of the present application.

[0031] In a first aspect, the present application provides an organic compound having a structure shown in Formula I:

[0032]

[0033] wherein X is selected from O or S;

[0034] Ar1 and Ar2 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms;

[0035] 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;

[0036] L is selected from 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;

[0037] The substituents in Ar1, Ar2, L1, L2 and L are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 3 to 20 carbon atoms;

[0038] R1, R2, R3 and R4 are the same or different and are independently selected from hydrogen, deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms;

[0039] n1 represents the number of R1, n1 is selected from 1, 2, 3 or 4, when n1 is greater than 1, any two R1 are the same or different;

[0040] n2 represents the number of R2, n2 is selected from 1, 2 or 3, when n2 is greater than 1, any two R2 are the same or different;

[0041] n3 represents the number of R3, n3 is selected from 1, 2, 3 or 4, when n3 is greater than 1, any two R3 are the same or different;

[0042] n4 represents the number of R4, n4 is selected from 1, 2, 3 or 4, when n4 is greater than 1, any two R4 are the same or different;

[0043] The substituents in R1, R2, R3 and R4 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, an aryl group having 6 to 12 carbon atoms or a heteroaryl group having 3 to 12 carbon atoms.

[0044] In this application, the descriptions "each independently selected from" and "respectively independently selected from" are interchangeable and should be understood in a broad sense, which 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.

[0045] 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 substituent is collectively referred to as Rc). For example, "substituted or unsubstituted aryl" refers to an aryl or non-substituted aryl having a substituent Rc. The above-mentioned substituent, i.e., Rc, can be, for example, deuterium, a halogen group, a cyano group, an alkyl group, a trialkylsilyl group, a haloalkyl group, a cycloalkyl group, an aryl group, or a heteroaryl group.

[0046] In the present application, the number of carbon atoms of a substituted or unsubstituted functional group refers to the total number of carbon atoms. For example, if L1 is a substituted arylene group having 12 carbon atoms, the total number of carbon atoms of the arylene group and the substituents thereon is 12.

[0047] 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 a dicyclic condensed aryl (e.g., naphthyl), a tricyclic condensed aryl (e.g., phenanthrenyl, fluorenyl, anthracenyl), etc. Aryl does not contain heteroatoms such as B, N, O, S, P, Se, and Si. For example, in the present application, biphenyl, terphenyl, etc. are aryl. Examples of aryl groups may include, but are not limited to, phenyl, naphthyl, fluorenyl, spirobifluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, benzo[9,10]phenanthrenyl, pyrenyl, benzofluoranthenyl, In the present application, the arylene group refers to a divalent group formed by further losing a hydrogen atom from an aryl group.

[0048] In the present application, the substituted aryl group may be one or more hydrogen atoms in the aryl group replaced by groups such as deuterium atoms, halogen groups, cyano groups, aryl groups, heteroaryl groups, trialkylsilyl groups, alkyl groups, cycloalkyl groups, halogenated alkyl groups, deuterated alkyl groups, etc. Specific examples of aryl groups substituted with heteroaryl groups include, but are not limited to, phenyl groups substituted with dibenzofuranyl groups, phenyl groups substituted with dibenzothiophene groups, phenyl groups substituted with pyridine groups, etc. It should be understood that 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 having 18 carbon atoms refers to the total number of carbon atoms in the aryl group and the substituents being 18.

[0049] In the present application, heteroaryl refers to a monovalent aromatic ring or a derivative thereof containing at least one heteroatom in the ring, and the heteroatom 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 conjugated by carbon-carbon bonds, and any aromatic ring system may be an aromatic monocyclic ring or an aromatic condensed ring. For example, heteroaryl can include thienyl, furanyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidyl, triazinyl, acridinyl, pyridazinyl, pyrazinyl, quinolyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolyl, indolyl, carbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, thienothiphenyl, benzofuranyl, phenanthroline, isoxazolyl, thiadiazolyl, phenothiazinyl, silafluorenyl, dibenzofuranyl, etc., without limitation. In the present application, the heteroaryl group involved refers to a divalent group formed by further losing a hydrogen atom of a heteroaryl.

[0050] In the present application, the substituted heteroaryl group may be a heteroaryl group in which one or more hydrogen atoms are replaced by groups such as deuterium atoms, halogen groups, -CN, aryl groups, heteroaryl groups, trialkylsilyl groups, alkyl groups, cycloalkyl groups, halogenated alkyl groups, deuterated alkyl groups, etc. Specific examples of aryl-substituted heteroaryl groups include, but are not limited to, phenyl-substituted dibenzofuranyl groups, phenyl-substituted dibenzothienyl groups, phenyl-substituted pyridyl groups, etc. 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.

[0051] In the present application, the number of carbon atoms of the aryl group as a substituent may be 6 to 20, for example, the number of carbon atoms may be 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20. Specific examples of the aryl group as a substituent include, but are not limited to, phenyl, biphenyl, naphthyl, anthracenyl, base.

[0052] In the present application, the number of carbon atoms of the heteroaryl group as a substituent can be 3 to 20, for example, the number of carbon atoms can be 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20. Specific examples of the heteroaryl group as a substituent include, but are not limited to, pyridyl, pyrimidinyl, carbazolyl, dibenzofuranyl, dibenzothienyl, quinolyl, quinazolinyl, quinoxalinyl, and isoquinolyl.

[0053] 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 of the alkyl group may be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 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, n-heptyl, n-octyl, 2-ethylhexyl, nonyl, decyl, 3,7-dimethyloctyl, and the like.

[0054] In the present application, the halogen group may be, for example, fluorine, chlorine, bromine, or iodine.

[0055] In the present application, specific examples of trialkylsilyl include, but are not limited to, trimethylsilyl, triethylsilyl, and the like.

[0056] In the present application, specific examples of the haloalkyl group include, but are not limited to, trifluoromethyl.

[0057] In the present application, specific examples of cycloalkyl include, but are not limited to, cyclopentane, cyclohexane, and adamantane.

[0058] In this application, an unpositioned connecting bond refers to a single bond extending from the ring system. 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):

[0059]

[0060] 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):

[0061]

[0062] In some embodiments, the organic compound has a structure shown in Formula I-1 or Formula I-2:

[0063]

[0064] In some embodiments, L is selected from substituted or unsubstituted arylene groups having 6 to 18 carbon atoms, and substituted or unsubstituted heteroarylene groups having 5 to 18 carbon atoms. For example, L is selected from substituted or unsubstituted arylene groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18 carbon atoms, and substituted or unsubstituted heteroarylene groups having 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18 carbon atoms.

[0065] Optionally, the substituents in L are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms.

[0066] Optionally, L is selected from substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted fluorenylene, substituted or unsubstituted phenanthrenylene, substituted or unsubstituted pyridinylene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted dibenzothiophenylene.

[0067] Optionally, the substituents in L are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl or biphenyl.

[0068] Optionally, L is selected from the group consisting of:

[0069]

[0070] Optionally, L is selected from the group consisting of:

[0071]

[0072] In some embodiments, Ar1 and Ar2 are each independently selected from substituted or unsubstituted aryl groups having 6 to 25 carbon atoms, and substituted or unsubstituted heteroaryl groups having 5 to 18 carbon atoms. For example, Ar1 and Ar2 are each 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 carbon atoms, and substituted or unsubstituted heteroaryl groups having 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18 carbon atoms.

[0073] Optionally, the substituents in Ar1 and Ar2 are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, a trimethylsilyl group, a haloalkyl group having 1 to 5 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms.

[0074] Optionally, Ar1 and Ar2 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 phenanthrenyl, substituted or unsubstituted anthracenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted quinolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted pyrenyl, or substituted or unsubstituted triphenylene.

[0075] Optionally, the substituents in Ar1 and Ar2 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trifluoromethyl, cyclopentane, cyclohexane, adamantane, phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophenyl or carbazolyl.

[0076] In some embodiments, L1 and L2 are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 18 carbon atoms, and a substituted or unsubstituted heteroarylene group having 5 to 18 carbon atoms. For example, L1 and L2 are each independently selected from a substituted or unsubstituted arylene group having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18 carbon atoms, and a substituted or unsubstituted heteroarylene group having 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18 carbon atoms.

[0077] Optionally, the substituents in L1 and L2 are each independently selected from deuterium, fluorine, cyano, an alkyl group having 1 to 5 carbon atoms, an aryl group having 6 to 12 carbon atoms, or a heteroaryl group having 5 to 12 carbon atoms.

[0078] In some embodiments, L1 and L2 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 anthracene, a substituted or unsubstituted fluorenylene, a substituted or unsubstituted dibenzothienylene, a substituted or unsubstituted dibenzofuranylene, or a substituted or unsubstituted carbazolylene.

[0079] Optionally, the substituents in L1 and L2 are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl or biphenyl.

[0080] Optionally, Ar1 is selected from a substituted or unsubstituted group W, wherein the unsubstituted group W is selected from the following groups:

[0081]

[0082] Wherein, the substituted group W has one or more substituents, and the substituents are independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trifluoromethyl, cyclopentane, cyclohexane, adamantane, phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothienyl or carbazolyl, and when the number of the substituents is greater than 1, the substituents are the same or different.

[0083] Optionally, Ar1 is selected from the group consisting of:

[0084]

[0085] Optionally, Ar1 is selected from the group consisting of:

[0086]

[0087] In some embodiments, L1 is selected from a single bond or the group consisting of:

[0088] Optionally, L1 is selected from a single bond or the group consisting of:

[0089]

[0090]

[0091] In some embodiments, Selected from the group consisting of:

[0092]

[0093] Optionally, Selected from the group consisting of:

[0094]

[0095]

[0096] Optionally, Ar2 is selected from a substituted or unsubstituted group V, wherein the unsubstituted group V is selected from the following groups:

[0097]

[0098] Wherein, the substituted group V has one or more substituents, and the substituents are independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trifluoromethyl, cyclopentane, cyclohexane, adamantane, phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothienyl or carbazolyl, and when the number of the substituents is greater than 1, the substituents are the same or different.

[0099] Optionally, Ar2 is selected from the group consisting of:

[0100]

[0101] Optionally, Ar2 is selected from the group consisting of:

[0102]

[0103]

[0104] Optionally, L2 is selected from a single bond or the group consisting of:

[0105] Optionally, L2 is selected from a single bond or the group consisting of:

[0106]

[0107] Optionally, Selected from the group consisting of:

[0108]

[0109]

[0110] In some embodiments, Selected from the group consisting of:

[0111]

[0112] In some embodiments, R1, R2, R3 and R4 are each independently selected from hydrogen, deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trifluoromethyl, cyclopentane, cyclohexane, adamantane, deuterium-substituted phenyl, phenyl, naphthyl, biphenyl, phenanthryl, pyridyl, quinolyl, 9,9-dimethylfluorenyl, dibenzofuranyl, dibenzothiophenyl, N-carbazolyl or N-phenylcarbazolyl.

[0113] Optionally, the organic compound of the present application is selected from the group consisting of the following compounds:

[0114]

[0115]

[0116]

[0117]

[0118]

[0119]

[0120]

[0121]

[0122]

[0123]

[0124]

[0125] In a second aspect, the present application provides an electronic component, 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 organic compound of the present application.

[0126] Optionally, the functional layer includes an organic light-emitting layer, and the organic light-emitting layer includes the organic compound described in the present application.

[0127] Optionally, the electronic component is an organic electroluminescent device.

[0128] In one embodiment, the electronic component is an organic electroluminescent device. Figure 1 As shown, the organic electroluminescent device may include an anode 100, a hole transport layer 321, an electron blocking layer 322, an organic light emitting layer 330, an electron transport layer 340 and a cathode 200 which are stacked in sequence.

[0129] In a specific embodiment, the organic electroluminescent device is a blue organic electroluminescent device.

[0130] Optionally, the anode 100 includes the following anode material, which is optionally a material with 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 SnO2:Sb; or conductive polymers such as poly (3-methylthiophene), poly [3,4- (ethylene-1,2-dioxy) thiophene] (PEDT), polypyrrole and polyaniline, but not limited thereto. Preferably, a transparent electrode including indium tin oxide (indiumtin oxide) (ITO) as an anode is included.

[0131] Optionally, the hole transport layer 321 includes one or more hole transport materials, and the hole transport material can be selected from carbazole polymers, carbazole-linked triarylamine compounds or other types of compounds, and those skilled in the art can select them with reference to the prior art. For example, the material of the hole transport layer is selected from the group consisting of the following compounds:

[0132]

[0133]

[0134] In one specific embodiment, the hole transport layer 321 is HT-42.

[0135] Optionally, the electron blocking layer 322 includes one or more electron blocking materials, and the electron blocking material can be selected from carbazole polymers or other types of compounds, which are not specifically limited in the present application. In a specific embodiment, the electron blocking layer 330 is SiCzCz.

[0136] Optionally, the organic light-emitting layer 330 may be composed of a single light-emitting layer material, or may include a main material and a doping material. Optionally, the organic light-emitting layer 330 is composed of a main material and a doping 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 main material, and the main material transfers energy to the doping material, thereby enabling the doping material to emit light.

[0137] The main material of the organic light-emitting layer 330 may be a metal chelate compound, a bisphenylethylene derivative, an aromatic amine derivative, a dibenzofuran derivative or other types of materials, and the present application does not impose any special restrictions thereon. The main material may be a single main material or a mixed main material.

[0138] In one embodiment of the present application, the main material of the organic light-emitting layer 330 is BH—N and the organic compound of the present application.

[0139] The doping material of the organic light emitting layer 330 can be selected with reference to the prior art, for example, it can be selected from iridium (III) organic metal complex, platinum (II) organic metal complex, ruthenium (II) complex, etc. Specific examples of the doped material include, but are not limited to,

[0140]

[0141]

[0142] In one embodiment of the present application, the doping material of the organic light-emitting layer 330 is BD.

[0143] Optionally, the electron transport layer 340 can be a single-layer structure or a multi-layer structure, which can include one or more electron transport materials, and the electron transport material can generally include a metal complex or / and a nitrogen-containing heterocyclic derivative, wherein the metal complex material can be selected from LiQ, Alq3, Bepq2, etc.; the nitrogen-containing heterocyclic derivative can be an aromatic ring having a nitrogen-containing six-membered ring or five-membered ring skeleton, a condensed aromatic ring compound having a nitrogen-containing six-membered ring or five-membered ring skeleton, etc., and specific examples include but are not limited to ET-21, Bphen, NBphen, DBimiBphen, BimiBphen and other 1,10-phenanthroline compounds, or anthracene compounds, triazines or pyrimidine compounds containing hetero-nitrogen aromatic groups as shown below. In one embodiment of the present application, the electron transport layer 340 is composed of ET-21 and LiQ.

[0144]

[0145] In the present application, cathode 200 may include a cathode material, which is a material with a small work function that helps inject electrons 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 their alloys; or multilayer materials such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al and BaF2 / Ca. It is preferred to include a metal electrode containing magnesium and silver as the cathode.

[0146] Alternatively, if Figure 1 As shown, a hole injection layer 310 may be provided between the anode 100 and the hole transport layer 321 to enhance the ability to inject holes into the 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 particular restrictions on this. For example, the compound contained in the hole injection layer 310 is selected from the group consisting of the following compounds:

[0147]

[0148] In a specific embodiment of the present application, the hole injection layer 310 is HAT-CN and HT-42.

[0149] Alternatively, if Figure 1 As shown, an electron injection layer 350 is also 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 alkali metals and organic matter. In a specific embodiment of the present application, the electron injection layer 350 is Yb.

[0150] A third aspect of the present application provides an electronic device, comprising the electronic component provided by the second aspect of the present application.

[0151] According to one embodiment, Figure 2 As shown, the electronic device is a first electronic device 400, and the first electronic device 400 includes the above-mentioned organic electroluminescent device. The first electronic device 400 can be, for example, a display device, a lighting device, an optical communication device, or other types of electronic devices, such as but not limited to a computer screen, a mobile phone screen, a television, an electronic paper, an emergency lighting lamp, an optical module, etc.

[0152] 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.

[0153] The compounds whose synthesis methods are not mentioned in this application are raw materials obtained from commercial channels.

[0154] Synthesis example

[0155] 1. Synthesis of IM a-1

[0156]

[0157] In reaction flask 1, 1,4-dibromobenzene (100 g, 423.9 mmol) was dissolved in dry THF (800 mL), cooled to -78 °C, and (2 M) n-butyl lithium (n-BuLi) (211.9 mL) was added dropwise. After the addition, the temperature was kept at -78 °C. Trichlorophenylsilane (89.6 g, 423.9 mmol) was added dropwise for 30 min, and the temperature was kept for 1 h. Meanwhile, in reaction flask 2, 3-chlorodiphenyl ether (86.7 g, 423.9 mmol) was dissolved in dry The mixture was added with tetrahydrofuran (THF) (450 mL) and cooled to -78°C, and (2M) n-butyllithium (423 mL) was added dropwise, and the mixture was kept warm for 1 hour. The reaction solution obtained in reaction flask 1 was mixed with the reaction solution in reaction flask 2 for reaction, and the mixture was kept warm for 2 hours. The mixture was naturally heated to room temperature and stirred for 2 hours, and the reaction was completed. The reaction solution was quenched with water, extracted with dichloromethane, dried with anhydrous magnesium sulfate to remove water, and the solvent was removed under reduced pressure to obtain a crude product. The product was purified by silica gel column chromatography using a mixed solvent of dichloromethane and n-heptane to obtain a white solid IM a-1 (127.8 g; yield 65%).

[0158] The IM ax listed in the following table was synthesized using the same method as IM a-1, except that raw material 1 was used instead of trichlorophenylsilane, raw material 2 was used instead of 1,4-dibromobenzene, and raw material 3 was used instead of 3-chlorodiphenyl ether. The main raw materials used, the synthesized IMs and their final yields are shown in Table 1.

[0159] Table 1

[0160]

[0161]

[0162] 2. Synthesis of IM b-1

[0163]

[0164] IM a-1 (20 g, 43.1 mmol), carbazole (7.2 g, 43.1 mmol), tris(dibenzylideneacetone)dipalladium (Pd2(dba)3) (0.39 g, 0.43 mmol), 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (x-phos) (0.41 g, 0.86 mmol), sodium tert-butoxide (Sodium tert-butoxide) (6.3 g, 64.7 mmol) and toluene (PhMe) (200 mL) were added into a flask, the temperature was raised to 110°C, the reaction was carried out for 4 hours, the reaction was completed, the mixture was cooled to room temperature, extracted with dichloromethane and water, the organic phase was separated, the water was removed with anhydrous magnesium sulfate, and the organic phase was concentrated under reduced pressure to obtain a gray-black crude product; the crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent as the mobile phase to obtain IM b-1 (15.6 g; yield 66%).

[0165] The intermediates listed in Table 2 were synthesized using the same method as IM b-1, except that raw material 4 was used instead of IM a-1, wherein the main raw materials used, synthetic intermediates and their yields are shown in Table 2.

[0166] Table 2

[0167]

[0168]

[0169] 3. Synthesis of IM b-14

[0170]

[0171] IM a-2 (20 g, 33.9 mmol), 4-(9H-carbazole-9-yl)phenylboronic acid (9.7 g, 33.9 mmol), tetrakis(triphenylphosphine)palladium (0.39 g, 0.34 mmol), potassium carbonate (10.3 g, 74.6 mmol) and tetrabutylammonium bromide (2.2 g, 6.8 mmol) were added to a flask, and a mixed solvent of toluene (160 mL), ethanol (EtOH) (80 mL) and water (40 mL) was added. Under nitrogen protection, the temperature was raised to 78° C. and the temperature was maintained and stirred for 8 h; cooled to room temperature, stirring was stopped, the reaction solution was washed with water and then the organic phase was separated, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain a crude product; purified by silica gel column chromatography using a mixed solvent of dichloromethane and n-heptane as the mobile phase to obtain a white solid IM b-14 (17.9 g; yield 75%).

[0172] The intermediates listed in Table 3 were synthesized using the same method as IM b-14, except that raw material 5 was used instead of IM a-2, and raw material 6 was used instead of 4-(9H-carbazole-9-yl)phenylboronic acid. The main raw materials used, the synthesized intermediates and their yields are shown in Table 3.

[0173] Table 3

[0174]

[0175]

[0176] 4. Synthesis of IM c-1

[0177]

[0178] IM b-3 (15 g, 23.8 mmol) and dry tetrahydrofuran (120 ml) were added to a flask. Under nitrogen protection, the temperature was lowered to -80°C. Under stirring, a solution of n-butyl lithium in tetrahydrofuran (2.5 M) (13 mL, 26.2 mmol) was added dropwise. After the addition was completed, the mixture was stirred for 1 h. Trimethyl borate (3.0 g, 28.6 mmol) was added dropwise at -80°C. After the addition was completed, the mixture was stirred for 1 h and then warmed to room temperature and stirred for 24 h. A dilute hydrochloric acid solution (2 M, 15 mL) was added to the reaction solution, stirred for 1 h, and the liquids were separated. The organic phase was washed with water until neutral, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain a white solid IM c-1 (9.9 g, yield 70%).

[0179] IM c-2 was synthesized using the same method as that for IM c-1, except that IM b-4 was used instead of IM b-3. The main raw materials used, the synthesized IM c-2 and their yields are shown in Table 4.

[0180] Table 4

[0181]

[0182] 5. Synthesis of IM d-1

[0183]

[0184] IM b-2 (15 g, 23.8 mmol), phenylboric acid (3.1 g, 25.0 mmol), tetrakis(triphenylphosphine)palladium (0.27 g, 0.24 mmol), potassium carbonate (7.3 g, 52.5 mmol) and tetrabutylammonium bromide (1.5 g, 4.8 mmol) were added to a flask, and a mixed solvent of toluene (120 mL), ethanol (60 mL) and water (30 mL) was added. Under nitrogen protection, the temperature was raised to 78°C and the temperature was maintained and stirred for 8 hours; cooled to room temperature, stirring was stopped, the reaction solution was washed with water and the organic phase was separated, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain a crude product; a mixed solvent of dichloromethane and n-heptane was used as a mobile phase, and the crude product was purified by silica gel column chromatography to obtain a white solid product IM d-1 (11.6 g; yield 78%).

[0185] The intermediates listed in Table 5 were synthesized using the same method as that for synthesizing IM b-2, except that raw material 7 was used instead of IM b-2, and raw material 8 was used instead of phenylboronic acid. The main raw materials used, the synthesized intermediates and their yields are shown in Table 5.

[0186] Table 5

[0187]

[0188]

[0189]

[0190] 6. Synthesis of IM d-19

[0191]

[0192] IM b-19 (15 g, 28.8 mmol), carbazole (4.8 g, 28.8 mmol), tris(dibenzylideneacetone)dipalladium (0.26 g, 0.29 mmol), 2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl (x-phos) (0.27 g, 0.57 mmol), sodium tert-butoxide (4.1 g, 43.1 mmol) and toluene (150 mL) were added into a flask, the temperature was raised to 110°C, the reaction was carried out for 4 hours, the reaction was completed, the mixture was cooled to room temperature, extracted with dichloromethane and water, the organic phase was separated, water was removed with anhydrous magnesium sulfate, and the organic phase was concentrated under reduced pressure to obtain a gray-black crude product; the crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent as the mobile phase to obtain IMd-19 (12.2 g; yield 70%).

[0193] 7. Synthesis of IM e-1

[0194]

[0195] IM d-2 (10 g, 15.2 mmol), 3-nitropyridine (MSDS) (0.04 g, 0.30 mmol), tert-butyl perbenzoate (TBPB) (8.8 g, 45 mmol), palladium acetate (Pd(OAc)2) (0.02 g, 0.15 mmol) and 1,3-dimethyl-2-imidazolidinone (DMI) (80 mL) were added to a flask, the temperature was raised to 130 ° C, the reaction was carried out for 8 hours, and the reaction was completed. The mixture was cooled to room temperature, extracted with dichloromethane and water, the organic phase was separated, and water was removed with anhydrous magnesium sulfate. The organic phase was concentrated under reduced pressure to obtain a gray-black crude product; the crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent as the mobile phase to obtain IM e-1 (5.0 g; yield 50%).

[0196] The same method as that for synthesizing IM d-2 was used, except that starting material 9 was used instead of IM d-2. The main starting materials used, the synthesized intermediates and their yields are shown in Table 6.

[0197] Table 6

[0198]

[0199] 8. Synthesis of IM f-1

[0200]

[0201] IM d-3 (10 g, 14.9 mmol), triphenylphosphine (PPh3) (9.7 g, 37.2 mmol) and o-dichlorobenzene (o-DCB) (100 mL) were added to a flask, heated to 178°C under nitrogen protection, and stirred for 10 h; cooled to room temperature, the reaction solution was washed with water, separated, the organic phase was washed with water and then dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain a crude product; the crude product was purified by silica gel column chromatography using ethyl acetate / n-heptane system to obtain IM f-1 (5.7 g, yield 60%).

[0202] IM f-2 listed in Table 7 was synthesized using the same method as that for IM f-1, except that IM d-8 was used instead of IM d-3. The main raw materials used, the synthesized intermediates and their yields are shown in Table 7.

[0203] Table 7

[0204]

[0205] 9. Synthesis of IM g-1

[0206]

[0207] IM f-1 (5.7 g, 8.9 mmol), iodobenzene (2.2 g, 10.7 mmol), cuprous iodide (CuI) (0.17 g, 0.89 mmol), 1,10-phenanthroline (1,10-Phen) (0.3 g, 1.8 mmol), 18-crown-6 (18-Crown-6) (0.23 g, 0.9 mmol), potassium carbonate (2.7 g, 19.6 mmol) and DMF (50 mL) were added to a flask, heated to 150 ° C under nitrogen protection, and stirred for 8 h; cooled to room temperature, the reaction solution was washed with water, separated, the organic phase was washed with water and then dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain a crude product; the crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain IM g-1 (5.1 g, yield 80%).

[0208] IM g-2 was synthesized using the same method as IM g-1, except that IM f-2 was used instead of IM f-1. The main raw materials used, the synthesized intermediates and their yields are shown in Table 8.

[0209] Table 8

[0210]

[0211] 10. Synthesis of IM h-1

[0212]

[0213] IM d-12 (10 g, 16.9 mmol) and dry tetrahydrofuran (100 ml) were added to a flask. Under nitrogen protection, the temperature was lowered to -80°C. Under stirring, a solution of n-butyl lithium in tetrahydrofuran (2M) (10.1 mL, 20.3 mmol) was added dropwise. After the addition was completed, the mixture was kept warm and stirred for 1 h. Trimethyl borate (2.3 g, 21.9 mmol) was added dropwise at -80°C. After the addition was completed, the mixture was kept warm for 1 h and then warmed to room temperature and stirred for 24 h. A dilute hydrochloric acid solution (2 M, 10.1 mL) was added to the reaction solution, stirred for 1 h, and the liquids were separated. The organic phase was washed with water until neutral, the organic phase was separated, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain a white solid IM h-1 (8.0 g, yield 75%).

[0214] The intermediates listed in Table 9 were synthesized using the same method as that for IM h-1, except that starting material 1 was used instead of IM d-12, wherein the main starting materials used, the synthesized intermediates and their yields are shown in Table 9.

[0215] Table 9

[0216]

[0217] 11. Synthesis of IM i-1

[0218]

[0219] IM b-9 (10 g, 16.9 mmol) and dry tetrahydrofuran (100 ml) were added to a flask. Under nitrogen protection, the temperature was lowered to -60 ° C. Under stirring, a tetrahydrofuran (2.5 M) solution (13 mL, 25.3 mmol) of n-butyl lithium was added dropwise. After the addition was completed, the temperature was gradually raised to room temperature, then raised to 60 ° C. and stirred for 10 h; the temperature was lowered to -60 ° C. 1,2-dibromoethane (DBE) (3.3 g, 33.8 mmol) was dissolved in THF (10 mL). After the addition was completed, the temperature was raised to -50 ° C., kept warm for 1 h, naturally raised to room temperature, and stirred for 10 h; the organic phase was washed with water, the organic phase was separated, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane system to obtain solid IM i-1 (6.0 g, yield 60%).

[0220] IM i-2 was synthesized using the same method as IM i-1, except that IM d-15 was used instead of IM b-9. The main raw materials used, the synthesized intermediates and their yields are shown in Table 10.

[0221] Table 10

[0222]

[0223] 12. Synthesis of Compound A-1

[0224]

[0225] IM b-1 (5 g, 9.1 mmol), carbazole (1.5 g, 9.1 mmol), tris(dibenzylideneacetone)dipalladium (0.08 g, 0.09 mmol), 2-dicyclohexylphosphine-2′,6′-dimethoxy-biphenyl (sphos) (0.07 g, 0.18 mmol), sodium tert-butoxide (1.3 g, 13.6 mmol) and toluene (50 mL) were added to a flask, heated to 110°C, reacted for 8 h, and after the reaction was completed, cooled to room temperature, extracted with dichloromethane and water, separated the organic phase, dehydrated with anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain a gray-black crude product; the crude product was purified by silica gel column chromatography using a dichloromethane / n-heptane mixed solvent as the mobile phase to obtain a solid compound A-1 (4.0 g; yield 65%), mass spectrum (m / z)

[0226] =681.2[M+H] + .

[0227] The compounds listed in Table 11 were synthesized using the same method as that for compound A-1, except that raw material 11 was used instead of IM b-1, wherein the main raw materials used, the synthesized intermediates and their yields are shown in Table 11.

[0228] Table 11

[0229]

[0230]

[0231] 13. Synthesis of Compound A-28

[0232]

[0233] IM d-6 (5 g, 6.4 mmol), dibenzofuran-2-boronic acid (1.4 g, 6.6 mmol), palladium acetate (0.01 g, 0.06 mmol), 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.06 g, 0.13 mmol), potassium carbonate (1.9 g, 14.1 mmol) and tetrabutylammonium bromide (0.4 g, 1.3 mmol) were added to a flask, and toluene (40 m L), ethanol (20mL) and water (10mL) mixed solvent, under nitrogen protection, heated to 80°C, maintained at the temperature and stirred for 8h; cooled to room temperature, stopped stirring, washed the reaction solution with water, separated the organic phase, dried over anhydrous magnesium sulfate, and removed the solvent under reduced pressure to obtain a crude product; the crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain compound A-28 (4.1g; yield 70%), mass spectrum (m / z) = 910.3 [M+H] + .

[0234] The compounds listed in Table 12 were synthesized using the same method as that for compound A-28, except that raw material 12 was used instead of IM d-6, and raw material 13 was used instead of dibenzofuran-2-boric acid. The main raw materials used, the synthesized compounds and their yields are shown in Table 12.

[0235] Table 12

[0236]

[0237]

[0238]

[0239] The NMR data of the compounds are shown in Table 13 below:

[0240] Table 13

[0241]

[0242]

[0243] Preparation and performance evaluation of organic electroluminescent devices

[0244] Example 1

[0245] The thickness is The ITO substrate was cut into the size of 40mm (length) × 40mm (width) × 0.7mm (height), and was prepared into an experimental substrate with cathode, anode and insulating layer patterns by photolithography process. The surface was treated with ultraviolet ozone and O2:N2 plasma to remove surface scum and improve the substrate anode work function.

[0246] First, HAT-CN and HT-42 were co-evaporated on the experimental substrate (anode) at an evaporation rate ratio of 2%:98% to form a layer with a thickness of A hole injection layer (HIL) is formed by evaporating HT-42 on the hole injection layer to form a thickness of of a hole transport layer (HTL).

[0247] SiCzCz is evaporated on the hole transport layer to form a layer with a thickness of The electron blocking layer (EBL)

[0248] On the electron blocking layer, BH-N: compound A-1: ​​BD were co-evaporated at an evaporation rate ratio of 27%: 60%: 13% to form a film with a thickness of of an organic light-emitting layer (EML).

[0249] On the light-emitting layer, compound ET-21 and LiQ were evaporated at an evaporation rate ratio of 1:1 to form a layer with a thickness of The electron transport layer (ETL)

[0250] Yb is evaporated on the electron transport layer to form a layer with a thickness of Then aluminum (Al) is vacuum-deposited on the electron injection layer to form an electron injection layer with a thickness of The cathode of the blue organic light-emitting device is thus manufactured.

[0251] Example 2 to Example 24

[0252] An organic electroluminescent device was prepared by the same method as in Example 1, except that when forming the organic light-emitting layer, Compound X shown in the following Table 15 was used instead of Compound A-1.

[0253] Comparative Examples 1 to 4

[0254] An organic electroluminescent device was prepared by the same method as in Example 1, except that when forming the organic light-emitting layer, compounds A, B, C, and D shown in the following Table 11 were used instead of compound A-1.

[0255] The main material structures used in the above embodiments and comparative examples are shown in Table 14 below:

[0256] Table 14

[0257]

[0258]

[0259] The devices prepared in the embodiments and comparative examples were subjected to performance tests. The IVL (driving voltage, current efficiency, color coordinates) and life characteristics were tested at a brightness of 1000 nit. The results are shown in Table 15.

[0260] Table 15

[0261]

[0262]

[0263] According to the results in Table 15 above, compared with Comparative Examples 1 to 4, the compounds used in Examples 1 to 24 as the main luminescent material have a current efficiency (Cd / A) improved by at least 15.2% and a lifetime improved by at least 20.6% as the main luminescent material of the luminescent layer.

[0264] 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.

[0265] It should also be noted that the various specific technical features described in the above specific embodiments can be combined in any suitable manner without contradiction. In order to avoid unnecessary repetition, this application will not further describe various possible combinations.

Claims

1. An organic compound, characterized in that The organic compound has a structure shown in Formula I: wherein X is selected from O or S; Ar1 and Ar2 are the same or different and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 40 carbon atoms; 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; L is selected from 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; The substituents in Ar1, Ar2, L1, L2 and L are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 3 to 20 carbon atoms; R1, R2, R3 and R4 are the same or different and are independently selected from hydrogen, deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms; n1 represents the number of R1, n1 is selected from 1, 2, 3 or 4, when n1 is greater than 1, any two R1 are the same or different; n2 represents the number of R2, n2 is selected from 1, 2 or 3, when n2 is greater than 1, any two R2 are the same or different; n3 represents the number of R3, n3 is selected from 1, 2, 3 or 4, when n3 is greater than 1, any two R3 are the same or different; n4 represents the number of R4, n4 is selected from 1, 2, 3 or 4, when n4 is greater than 1, any two R4 are the same or different; The substituents in R1, R2, R3 and R4 are the same or different and are independently selected from deuterium, a halogen group, a cyano group, an alkyl group having 1 to 5 carbon atoms, an aryl group having 6 to 12 carbon atoms or a heteroaryl group having 3 to 12 carbon atoms.

2. The organic compound according to claim 1, wherein L is selected from substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted fluorenylene, substituted or unsubstituted phenanthrenylene, substituted or unsubstituted pyridinylene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted dibenzothiophenylene; Optionally, the substituents in L are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl or biphenyl.

3. The organic compound according to claim 1, wherein Ar1 and Ar2 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 pyridyl, substituted or unsubstituted quinolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted pyrenyl, substituted or unsubstituted triphenylene; Optionally, the substituents in Ar1 and Ar2 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trifluoromethyl, cyclopentane, cyclohexane, adamantane, phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophenyl or carbazolyl.

4. The organic compound according to claim 1, wherein L1 and L2 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 fluorenylene group, a substituted or unsubstituted dibenzothienylene group, a substituted or unsubstituted dibenzofuranylene group, or a substituted or unsubstituted carbazolylene group; Optionally, the substituents in L1 and L2 are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl or biphenyl.

5. The organic compound according to claim 1, wherein Ar1 is selected from the group consisting of:

6. The organic compound according to claim 1, wherein Selected from the group consisting of:

7. The organic compound according to claim 1, wherein Ar2 is selected from the group consisting of:

8. The organic compound according to claim 1, wherein Selected from the group consisting of:

9. The organic compound according to claim 1, wherein R1, R2, R3 and R4 are each independently selected from hydrogen, deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trifluoromethyl, cyclopentane, cyclohexane, adamantane, deuterium-substituted phenyl, phenyl, naphthyl, biphenyl, phenanthryl, pyridyl, quinolyl, 9,9-dimethylfluorenyl, dibenzofuranyl, dibenzothiophenyl, N-carbazolyl or N-phenylcarbazolyl.

10. The organic compound according to claim 1, wherein The organic compound is selected from the group consisting of the following compounds:

11. An electronic component comprising an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; characterized in that: The functional layer contains the organic compound according to any one of claims 1 to 10.

12. The electronic component according to claim 11, wherein The electronic component is an organic electroluminescent device, the functional layer comprises an organic light-emitting layer, and the organic light-emitting layer contains the organic compound.

13. An electronic device, characterized in that The electronic component comprising claim 11 or 12.

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