Organic compound and mixture, composition and organic electronic device comprising the same

Abstract

The present invention discloses an organic compound, and a mixture, a composition and an organic electronic device comprising the organic compound. The organic compound has the following structure: the organic compound adopts the structure of a carbazole derivative-nitrogen-containing electron-withdrawing group, and introduces a group on the nitrogen atom of the carbazole derivative. The group has a non-completely conjugated five-membered ring structure, and the interaction between the conjugated group and the non-conjugated group helps to improve the hole transport ability of carbazole, while the nitrogen-containing electron-withdrawing group has an electron transport ability, and the combination with the carbazole derivative can realize the bipolar carrier transport characteristics of this organic compound. Further, using this organic compound as a light-emitting main material of an electronic device can improve the exciton utilization rate and device stability of the electronic device, thereby improving the luminous efficiency and life of the electronic device.

Description

Technical Field

[0001] The present invention relates to the technical field of luminescent materials, and in particular to an organic compound, and a mixture, a composition and an organic electronic device comprising the organic compound. Background Art

[0002] Organic semiconductor materials have diversity in synthesis, relatively low manufacturing costs and excellent optical and electrical properties. Organic light-emitting diodes (OLEDs) have broad development potential in optoelectronic devices (such as flat-panel displays and lighting) due to their wide viewing angle, fast response time, low operating voltage and thin panel thickness.

[0003] Organic electroluminescence refers to the phenomenon of converting electrical energy into light energy using organic substances. Organic electroluminescent elements that use organic electroluminescence usually have a structure with a positive electrode and a negative electrode and an organic layer between them. In order to improve the efficiency and life of the organic electroluminescent element, the organic layer has a multilayer structure, and each layer contains different organic substances. Specifically, it can include a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, etc. In this organic electroluminescent element, when a voltage is applied between the two electrodes, holes are injected from the positive electrode into the organic layer, and electrons are injected from the negative electrode into the organic layer. When the injected holes meet the electrons, excitons are formed, and light is emitted when the excitons transition back to the ground state. This organic electroluminescent element has the characteristics of self-luminescence, high brightness, high efficiency, low driving voltage, wide viewing angle, high contrast, and high responsiveness.

[0004] With the development of electronic devices such as organic light-emitting diodes, fluorescent and phosphorescent luminescent material systems have been developed and applied in the field of luminescence. In the luminescent layer of electronic devices, luminescent materials (guests) are often used together with matrix materials (hosts) as luminescent materials to improve color purity, luminous efficiency and stability. When a host material / guest system is used as the luminescent layer of a light-emitting device, the host material has a great influence on the efficiency and characteristics of the electroluminescent device, so the selection of the host material is very important.

[0005] In the existing luminescent material design, it has been disclosed that the electron transport group and the hole transport group are combined to obtain a host material with bipolar transport, which is beneficial to the balance of charge transport, refer to patents US2016329506, US20170170409, or a class of triazine or pyrimidine derivatives disclosed in patent CN104541576A. Using molecules with bipolar transport as host materials can improve device performance, but the lifespan still needs to be improved.

[0006] Therefore, the existing technology, especially the main material solution, needs to be improved and developed. Summary of the invention

[0007] In view of this, the present invention provides an organic compound, aiming to provide a host material with bipolar transmission performance, so as to further improve the problems of low luminous efficiency and short life of organic electronic devices.

[0008] The present invention is achieved through the following technical solutions:

[0009] An organic compound having a structure as shown in general formula (I):

[0010]

[0011] in,

[0012] L1 is selected from a single bond, or a substituted or unsubstituted aromatic group having 6 to 40 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 40 ring atoms;

[0013] G is selected from a substituted or unsubstituted aromatic group having 6 to 20 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 20 ring atoms;

[0014] M is selected from the structure shown in any one of the general formulas (A-1) to (A-4):

[0015]

[0016] Ar1, Ar2, Ar3 are independently selected from: a substituted or unsubstituted aromatic group having 6 to 40 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 40 ring atoms;

[0017] Each occurrence of Z1 is independently selected from CR1 or N, and at least one Z1 is selected from N (nitrogen);

[0018] Y1 is selected from S (sulfur) or O (oxygen);

[0019] R1 is independently selected at each occurrence from: -H (hydrogen), -D (deuterium), linear alkyl having 1 to 20 C atoms, linear alkoxy having 1 to 20 C atoms, linear thioalkoxy having 1 to 20 C atoms, branched or cyclic alkyl having 3 to 20 C atoms, branched or cyclic alkoxy having 3 to 20 C atoms, branched or cyclic thioalkoxy having 3 to 20 C atoms, silyl, -CN, -CF3, -Cl, -Br, -F, -I, substituted or unsubstituted aromatic radical having 6 to 60 ring atoms, substituted or unsubstituted heteroaromatic radical having 5 to 60 ring atoms, aryloxy having 6 to 60 ring atoms, heteroaryloxy having 5 to 60 ring atoms, or a combination of these groups;

[0020] * indicates the attachment site.

[0021] The present invention also provides a mixture, comprising the above-mentioned organic compound and at least one organic functional material, wherein the organic functional material is selected from hole injection materials, hole transport materials, electron transport materials, electron injection materials, electron blocking materials, hole blocking materials, luminescent materials, host materials or organic dyes.

[0022] The present invention also provides a composition, comprising the above organic compound or the above mixture, and at least one organic solvent.

[0023] The present invention also provides an organic electronic device, comprising at least one functional layer, wherein the functional layer comprises the above organic compound or the above mixture, or the functional layer is prepared from the above composition.

[0024] Compared with the prior art, the organic compound of the present invention has the following beneficial effects:

[0025] The organic compound of the present invention adopts the structure of carbazole derivative-nitrogen-containing electron-withdrawing group and introduces Group. The group has a non-completely conjugated five-membered ring structure. The interaction between the conjugated group and the non-conjugated group helps to improve the hole transport ability of carbazole, while the nitrogen-containing electron-withdrawing group has electron transport ability. Combining with the carbazole derivative can realize the bipolar carrier transport characteristics of this organic compound. Furthermore, using this organic compound as a light-emitting host material for electronic devices can improve the exciton utilization rate and device stability of the electronic devices, thereby improving the luminous efficiency and life of the electronic devices. BRIEF DESCRIPTION OF THE DRAWINGS

[0026] In order to more clearly illustrate the technical solutions in the embodiments of the present invention, the drawings required for use in the description of the embodiments will be briefly introduced below. Obviously, the drawings described below are only some embodiments of the present invention. For those skilled in the art, other drawings can be obtained based on these drawings without creative work.

[0027] Figure 1 is a schematic diagram of an OLED device shown in device embodiment 1 of the present invention;

[0028] Among them, 101 is a substrate, 102 is an anode, 103 is a hole injection layer (HIL), 104 is a hole transport layer (HTL), 105 is a light emitting layer, 106 is an electron transport layer (ETL), 107 is an electron injection layer (EIL), and 108 is a cathode. DETAILED DESCRIPTION

[0029] The following will be combined with the drawings in the embodiments of the present invention to clearly and completely describe the technical solutions in the embodiments of the present invention. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments in the present invention, all other embodiments obtained by those skilled in the art without creative work belong to the scope of protection of the present invention. In addition, it should be understood that the specific implementation methods described herein are only used to illustrate and explain the present invention, and are not used to limit the present invention. In the description of the present invention, the term "including" means "including but not limited to", and the term "multiple" means "two or more". Various embodiments of the present invention may exist in the form of a range; it should be understood that the description in the form of a range is only for convenience and simplicity, and should not be understood as a rigid limitation on the scope of the present invention; therefore, it should be considered that the range description has specifically disclosed all possible sub-ranges and single values ​​within the range. For example, it should be considered that the range description from 1 to 6 has specifically disclosed sub-ranges, such as from 1 to 3, from 1 to 4, from 1 to 5, from 2 to 4, from 2 to 6, from 3 to 6, etc., as well as single numbers within the range, such as 1, 2, 3, 4, 5 and 6, which are applicable regardless of the range. Additionally, whenever a numerical range is indicated herein, it is meant to include any cited numeral (fractional or integral) within the indicated range.

[0030] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as those generally understood by those skilled in the art of the present invention. The terms used herein in the specification of the present invention are only for the purpose of describing specific embodiments and are not intended to limit the present invention. The term "and / or" used herein includes any and all combinations of one or more related listed items.

[0031] In the present invention, aromatic group, aromatic series and aromatic ring system have the same meaning and can be interchanged.

[0032] In the present invention, heteroaromatic group, heteroaromatic series and heteroaromatic ring system have the same meaning and can be interchanged.

[0033] In the present invention, "heteroatom" refers to non-carbon atom, and may be N atom, O atom, S atom or the like.

[0034] In the present invention, "substituted" means that one or more hydrogen atoms in a substituted group are replaced by a substituent.

[0035] In the present invention, when the same substituent appears multiple times, it can be independently selected from different groups. If the general formula contains multiple R, then R can be independently selected from different groups.

[0036] In the present invention, "substituted or unsubstituted" means that the defined group may be substituted or unsubstituted. When the defined group is substituted, it should be understood that the defined group may be substituted by one or more substituents R, wherein R is selected from but not limited to: deuterium atom, cyano, isocyano, nitro or halogen, alkyl containing 1-20 C atoms, heterocyclic group containing 3-20 ring atoms, aromatic group containing 6-20 ring atoms, heteroaromatic group containing 5-20 ring atoms, -NR'R", silane, carbonyl, alkoxycarbonyl, aryloxycarbonyl, carbamoyl, haloformyl, formyl, isocyanate, thiocyanate, isothiocyanate, hydroxyl, trifluoromethyl, and the above groups may be further substituted by substituents acceptable in the art; it is understandable that R' and R" in -NR'R" are independently selected from but not limited to: H, deuterium, Preferably, R is selected from but not limited to: deuterium atom, cyano group, isocyano group, nitro group or halogen, alkyl group containing 1-10 C atoms, heterocyclic group containing 3-20 ring atoms, aromatic group containing 6-20 ring atoms, heteroaromatic group containing 5-20 ring atoms, silane group, carbonyl group, alkoxycarbonyl group, aryloxycarbonyl group, carbamoyl group, haloformyl group, formyl group, isocyanate group, thiocyanate group, isothiocyanate group, hydroxyl group, trifluoromethyl group, and the above groups may be further substituted by substituents acceptable in the art.

[0037] In the present invention, the "number of ring atoms" refers to the number of atoms in the atoms constituting the ring itself of a structural compound (e.g., a monocyclic compound, a condensed ring compound, a cross-linked compound, a carbocyclic compound, a heterocyclic compound) in which atoms are bonded to form a ring. When the ring is substituted with a substituent, the atoms contained in the substituent are not included in the ring atoms. The same is true for the "number of ring atoms" described below unless otherwise specified. For example, the number of ring atoms of a benzene ring is 6, the number of ring atoms of a naphthalene ring is 10, and the number of ring atoms of a thienyl group is 5.

[0038] "Aryl or aromatic group" refers to an aromatic hydrocarbon group derived from an aromatic ring compound by removing a hydrogen atom, which can be a monocyclic aromatic group, a condensed aromatic group, or a polycyclic aromatic group. For polycyclic rings, at least one is an aromatic ring system. For example, "substituted or unsubstituted aromatic group having 6 to 40 ring atoms" refers to an aromatic group containing 6 to 40 ring atoms, preferably a substituted or unsubstituted aromatic group having 6 to 30 ring atoms, more preferably a substituted or unsubstituted aromatic group having 6 to 18 ring atoms, and particularly preferably a substituted or unsubstituted aromatic group having 6 to 14 ring atoms, and the aromatic group is optionally further substituted; suitable examples include, but are not limited to: phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, fluoranthenyl, triphenylene, pyrenyl, perylene, naphthyl, fluorenyl, dinaphthylenyl, acenaphthene and derivatives thereof. It is understandable that multiple aromatic groups may also be interrupted by short non-aromatic units (e.g. <10% non-H atoms, such as C, N or O atoms), specifically acenaphthene, fluorene, or 9,9-diarylfluorene, triarylamine, diaryl ether systems should also be included in the definition of aromatic groups.

[0039] "Heteroaryl or heteroaromatic group" means that at least one carbon atom is replaced by a non-carbon atom on the basis of an aryl group, and the non-carbon atom can be a N atom, an O atom, an S atom, etc. For example, "substituted or unsubstituted heteroaryl having 5 to 40 ring atoms" means a heteroaryl having 5 to 40 ring atoms, preferably a substituted or unsubstituted heteroaryl having 6 to 30 ring atoms, more preferably a substituted or unsubstituted heteroaryl having 6 to 18 ring atoms, and particularly preferably a substituted or unsubstituted heteroaryl having 6 to 14 ring atoms, and the heteroaryl group is optionally further substituted, and suitable examples include but are not limited to: thienyl, furanyl, pyrrolyl, oxadiazolyl, triazolyl, imidazolyl, pyridyl, bipyridyl, pyrimidyl, Triazine, acridinyl, pyridazinyl, pyrazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, benzothiophenyl, benzofuranyl, indolyl, pyrroloimidazolyl, pyrrolopyrrolyl, thienopyrrolyl, thienothiphenyl, furopyrrolyl, furofuranyl, thienofuranyl, benzisoxazolyl, benzisothiazolyl, benzimidazolyl, o-naphthyl, phenanthridinyl, primary pyridyl, quinazolinone, dibenzothiophenyl, dibenzofuranyl, carbazolyl and derivatives thereof.

[0040] In the present invention, "alkyl" may refer to a linear, branched and / or cyclic alkyl group. The carbon number of the alkyl group may be 1 to 50, 1 to 30, 1 to 20, 1 to 10 or 1 to 6. Phrases containing this term, such as "C 1-9"Alkyl" refers to an alkyl group containing 1 to 9 carbon atoms, and each occurrence may be independently C1 alkyl, C2 alkyl, C3 alkyl, C4 alkyl, C5 alkyl, C6 alkyl, C7 alkyl, C8 alkyl or C9 alkyl. Non-limiting examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, 2-ethylbutyl, 3,3-dimethylbutyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, cyclopentyl, 1-methylpentyl, 3-methylpentyl, 2-ethylpentyl, 4-methyl-2-pentyl, n-hexyl, 1-methylhexyl, 2-ethylhexyl, 2-butylhexyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, n-heptyl, 1-methylheptyl, 2,2-dimethylheptyl, 2-ethylheptyl, 2-butylheptyl, n-octyl, tert-octyl, 2-ethyloctyl, 2-butyloctyl, 2-hexyloctyl 2-Hexyldecyl, 2-octyldecyl, 2-undecyl, 2-ethyldecyl, 2-butyldecyl, 2-hexyldecyl, 2-octyldecyl, 2-undecyl, 2-ethyldodecyl, 2-butyldodecyl, 2-hexyldodecyl, 2-octyldodecyl, 2-tridecyl, 2-tetradecyl, 2-pentadecyl, 2-hexadecyl, 2-ethylhexadecyl, 2-butylhexadecyl, 2-hexylhexadecyl, 2-octylhexadecyl, 2-heptadecyl, 2-octylhexadecyl, 2-octadecyl, 2-octadecyl, 2-nonadecyl, 2-ethyleicosyl, 2-butyleicosyl, 2-hexyleicosyl, 2-octyleicosyl, 2-heneicosyl, 2-heneicosyl, 2-heconicosyl, 2-docosyl, 2-tricosyl, 2-tetracosyl, 2-pentacosyl, 2-hexacosyl, 2-heptacosyl, 2-octacosyl, 2-nonacosyl, 2-triacontyl, etc.

[0041] In the present application, the substituent abbreviations correspond to: n-normal, sec-secondary, i-iso, t-tertiary, o-ortho, m-meta, p-para, Me methyl, Et ethyl, Pr propyl, Bu butyl, Am n-pentyl, Hx hexyl, Cy cyclohexyl.

[0042] In the present invention, the silyl group may be represented by the chemical formula -Si(Y101)(Y102)(Y103), and Y101, Y102, and Y103 may each be hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group. Examples of the silyl group include a trialkylsilyl group and a triarylsilyl group, and specific examples thereof include a trimethylsilyl group, a triethylsilyl group, a tert-butyldimethylsilyl group, a vinyldimethylsilyl group, a propyldimethylsilyl group, a triphenylsilyl group, a diphenylsilyl group, a phenylsilyl group, and the like, but examples are not limited thereto.

[0043] "Amine" refers to an amine derivative having the structural features of the formula -N(X)2, wherein each "X" is independently H, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocyclyl, etc. Non-limiting types of amines include -NH2, -N(alkyl), -NH(alkyl), -N(cycloalkyl), -NH(cycloalkyl), -N(heterocyclyl), -NH(heterocyclyl), -N(aryl), -NH(aryl), -N(alkyl)(aryl), -N(alkyl)(heterocyclyl), -N(cycloalkyl)(heterocyclyl), -N(aryl)(heteroaryl), -N(alkyl)(heteroaryl), etc.

[0044] In the present invention, unless otherwise defined, a hydroxyl group refers to -OH, a carboxyl group refers to -COOH, a carbonyl group refers to -C(=O)-, an amino group refers to -NH2, a formyl group refers to -C(=O)H, a haloformyl group refers to -C(=O)Z (wherein Z represents a halogen), a carbamoyl group refers to -C(=O)NH2, an isocyanate group refers to -NCO, and an isothiocyanate group refers to -NCS.

[0045] The term "alkoxy" refers to a group having a structure of "-O-alkyl", i.e., an alkyl group as defined above is connected to other groups via an oxygen atom. Phrases containing the term, suitable examples include, but are not limited to, methoxy (-O-CH or -OMe), ethoxy (-O-CHCH or -OEt) and tert-butoxy (-OC(CH) or -OtBu).

[0046] In the present invention, "*" connected to a single bond indicates a connection or fusion site;

[0047] In the present invention, when a linking site is not specified in a group, it means that any linking site in the group can be used as a linking site;

[0048] In the present invention, when the fusion site is not specified in the group, it means that any fusion site in the group can be used as the fusion site, and preferably two or more sites in the ortho position in the group are fusion sites;

[0049] In the present invention, when a group contains multiple substituents with the same symbol, the substituents may be the same or different from each other. The six Rs on the benzene ring may be the same as or different from each other.

[0050] In the present invention, the single bond to which the substituent is connected runs through the corresponding ring, indicating that the substituent can be connected to any position of the ring, for example In which R is connected to any substitutable position of the benzene ring, such as express Can be used with The above optional substitutable positions form a ring.

[0051] In the present invention, "adjacent groups" means that there is no substitutable site between two substituents.

[0052] A non-aromatic ring system refers to a ring system containing at least one non-aromatic ring. In the present invention, preferably, the non-aromatic ring system contains a ring formed by a carbon-carbon single bond, such as the non-aromatic ring system contains a cycloalkyl group with 3-8 carbon atoms; further, the non-aromatic ring system contains a cyclopentyl group or a cyclohexyl group.

[0053] In the present invention, "adjacent groups" means that there is no substitutable site between two substituents.

[0054] In the present invention, "two adjacent Rs mutually form a ring" means a ring system formed by two adjacent Rs mutually connected, and the ring system can be selected from aliphatic hydrocarbon rings, aliphatic heterocycles, aromatic hydrocarbon rings or aromatic heterocycles. Preferably, a substituted or unsubstituted aromatic group or heteroaromatic group with 5-10 ring atoms can be formed; more preferably, a substituted or unsubstituted aromatic group or heteroaromatic group with 6 ring atoms can be formed. Preferably,

[0055] The "combinations thereof", "any combinations thereof", "any combinations thereof", "combinations" and the like used in the present invention include all suitable combinations of any two or more items in the listed groups.

[0056] In the present invention, “further”, “furthermore”, “particularly”, etc. are used for descriptive purposes to indicate differences in content, but should not be construed as limiting the scope of protection of the present invention.

[0057] In the present invention, "optionally", "optional", and "optional" mean optional, that is, any one of the two parallel solutions of "yes" or "no". If multiple "options" appear in a technical solution, unless otherwise specified and there is no contradiction or mutual restriction, each "optional" is independent.

[0058] In the present invention, the technical features described in an open manner include closed technical solutions composed of the listed features, and also include open technical solutions containing the listed features.

[0059] The technical solution of the present invention is as follows:

[0060] An organic compound having a structure as shown in general formula (I):

[0061]

[0062] in,

[0063] L1 is selected from a single bond, or a substituted or unsubstituted aromatic group having 6 to 40 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 40 ring atoms;

[0064] G is selected from a substituted or unsubstituted aromatic group having 6 to 20 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 20 ring atoms;

[0065] M is selected from the structure shown in any one of the general formulas (A-1) to (A-4):

[0066]

[0067] Ar1, Ar2, Ar3 are independently selected from: a substituted or unsubstituted aromatic group having 6 to 40 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 40 ring atoms;

[0068] Each occurrence of Z1 is independently selected from CR1 or N, and at least one Z1 is selected from N;

[0069] Y1 is selected from S or O;

[0070] R1 is independently selected at each occurrence from: -H, -D, linear alkyl having 1 to 20 C atoms, linear alkoxy having 1 to 20 C atoms, linear thioalkoxy having 1 to 20 C atoms, branched or cyclic alkyl having 3 to 20 C atoms, branched or cyclic alkoxy having 3 to 20 C atoms, branched or cyclic thioalkoxy having 3 to 20 C atoms, silyl, -CN, -CF3, -Cl, -Br, -F, -I, substituted or unsubstituted aromatic radical having 6 to 60 ring atoms, substituted or unsubstituted heteroaromatic radical having 5 to 60 ring atoms, aryloxy having 6 to 60 ring atoms, heteroaryloxy having 5 to 60 ring atoms, or a combination of these radicals;

[0071] * indicates the attachment site.

[0072] The meaning of "substituted or unsubstituted" is the same as described above. In one embodiment, the substituents are preferably selected from alkyl groups having 1-8 C atoms, aryl groups having 6-14 ring atoms, or heteroaryl groups having 6-14 ring atoms.

[0073] In some embodiments, the organic compound can be selected from one of the following structures in general formula (II-1) to (II-3):

[0074]

[0075] In some embodiments, in the organic compound, G is selected from any one of the general formulas (B-1) to (B-6):

[0076]

[0077] in:

[0078] Each occurrence of X is independently selected from N or CR2;

[0079] Y is selected from O, S, S=O, SO2, NR3, PR3, CR4R5 or SiR4R5;

[0080] R2, R3, R4, R5 are each independently selected from: -H, -D, straight-chain alkyl having 1 to 20 C atoms, straight-chain alkoxy having 1 to 20 C atoms, straight-chain thioalkoxy having 1 to 20 C atoms, branched or cyclic alkyl having 3 to 20 C atoms, branched or cyclic alkoxy having 3 to 20 C atoms, branched or cyclic thioalkoxy having 3 to 20 C atoms, silyl, -CN, -CF3, -Cl, -Br, -F, -I, substituted or unsubstituted aromatic group having 6 to 60 ring atoms, substituted or unsubstituted heteroaromatic group having 5 to 60 ring atoms, aryloxy having 6 to 60 ring atoms, heteroaryloxy having 5 to 60 ring atoms, or a combination of these groups;

[0081] Ar4 is selected from a substituted or unsubstituted aromatic group having 6 to 20 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 20 ring atoms.

[0082] It is understood that in the present invention, when X is a linking site, X is C.

[0083] In a certain embodiment, each occurrence of R2, R3, R4, and R5 is independently selected from -H, -D, a linear alkyl group having 1 to 10 C atoms, a branched or cyclic alkyl group having 3 to 10 C atoms, a substituted or unsubstituted aromatic group having 6 to 20 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 20 ring atoms.

[0084] In one embodiment, Ar4 is selected from a substituted or unsubstituted aromatic group having 6 to 13 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 13 ring atoms.

[0085] Further, Ar4 is selected from any of the following structures:

[0086]

[0087] Where: * indicates the fusion site.

[0088] In one embodiment, G is selected from the following groups:

[0089]

[0090] Where: * indicates the fusion site.

[0091] In one embodiment, X is selected from CR2; further, each occurrence of R2 is independently selected from -H, -D, a linear alkyl group having 1 to 6 C atoms, a branched or cyclic alkyl group having 3 to 6 C atoms, a substituted or unsubstituted aromatic group having 6 to 10 ring atoms, a substituted or unsubstituted heteroaromatic group having 6 to 10 ring atoms. Preferably, X is selected from CH.

[0092] In one embodiment, each occurrence of Z1 is independently selected from CH or N.

[0093] In some embodiments, M in the organic compound can be selected from any one of (C-1) to (C-4):

[0094]

[0095] In a specific embodiment, the organic compound is selected from any one of structures (III-1) to (III-13):

[0096]

[0097] In some embodiments, Ar1, Ar2, and Ar3 are independently selected from a substituted or unsubstituted aromatic group having 6 to 20 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 20 ring atoms.

[0098] In some embodiments, Ar1, Ar2, and Ar3 are independently selected from any one of the general formulas (D-1) to (D-6):

[0099]

[0100] in:

[0101] X2 is selected from N or CR6;

[0102] Y2 is selected from O, S, S=O, SO2, NR7, PR7, CR8R9 or SiR8R9;

[0103] R6, R7, R8, R9, each occurrence, is independently selected from: -H, -D, straight-chain alkyl having 1 to 20 C atoms, straight-chain alkoxy having 1 to 20 C atoms, straight-chain thioalkoxy having 1 to 20 C atoms, branched or cyclic alkyl having 3 to 20 C atoms, branched or cyclic alkoxy having 3 to 20 C atoms, branched or cyclic thioalkoxy having 3 to 20 C atoms, silyl, -CN, -CF3, -Cl, -Br, -F, -I, substituted or unsubstituted aromatic group having 6 to 60 ring atoms, substituted or unsubstituted heteroaromatic group having 5 to 60 ring atoms, aryloxy having 6 to 60 ring atoms, heteroaryloxy having 5 to 60 ring atoms, or a combination of these groups;

[0104] Ar5 is selected from a substituted or unsubstituted aromatic group having 6 to 20 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 20 ring atoms.

[0105] In one embodiment, Ar5 is selected from a substituted or unsubstituted aromatic group having 6 to 13 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 13 ring atoms.

[0106] Further, Ar5 is selected from any of the following structures:

[0107]

[0108] Where: * indicates the fusion site.

[0109] It can be understood that in the present invention, when X2 is a linking site, X2 is C; when Y2 is a linking site, Y2 is N.

[0110] In a certain embodiment, each occurrence of R6, R7, R8, and R9 is independently selected from -H, -D, a linear alkyl group having 1 to 10 C atoms, a branched or cyclic alkyl group having 3 to 10 C atoms, a substituted or unsubstituted aromatic group having 6 to 20 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 20 ring atoms.

[0111] In a specific embodiment, Ar1, Ar2, Ar3 are independently selected from the following groups:

[0112]

[0113] Preferably, each occurrence of R6 is independently selected from -H, -D, a linear alkyl group having 1 to 6 C atoms, a branched or cyclic alkyl group having 3 to 6 C atoms, a phenyl group, a biphenyl group, a naphthyl group, a phenanthrenyl group, a dibenzofuranyl group, a diphenylthienyl group, a 9,9-dimethyl-fluorenyl group, a carbazolyl group, a 9-methyl-carbazolyl group, a pyridyl group, a pyrimidinyl group, or a combination thereof.

[0114] Further, Ar1, Ar2, Ar3 are independently selected from the following groups:

[0115]

[0116] In some embodiments, L1 is selected from a single bond, or a substituted or unsubstituted aromatic group having 6 to 18 ring atoms, or a substituted or unsubstituted heteroaromatic group having 5 to 18 ring atoms.

[0117] Further, L1 is selected from a single bond or the following groups:

[0118]

[0119] in:

[0120] V is selected from N or CR 10 ;

[0121] W is selected from O, S, S=O, SO2, NR 11 , PR 11 , CR 12 R 13 or SiR 12 R 13 ;

[0122] R 10 , R 11 , R 12 , R 13 Each occurrence is independently selected from: Each occurrence is independently selected from: -H, -D, straight-chain alkyl having 1 to 20 C atoms, straight-chain alkoxy having 1 to 20 C atoms, straight-chain thioalkoxy having 1 to 20 C atoms, branched or cyclic alkyl having 3 to 20 C atoms, branched or cyclic alkoxy having 3 to 20 C atoms, branched or cyclic thioalkoxy having 3 to 20 C atoms, silyl, -CN, -CF3, -Cl, -Br, -F, -I, substituted or unsubstituted aromatic groups having 6 to 60 ring atoms, substituted or unsubstituted heteroaromatic groups having 5 to 60 ring atoms, aryloxy having 6 to 60 ring atoms, heteroaryloxy having 5 to 60 ring atoms, or combinations of these groups.

[0123] Preferably, when V is a linking site, V is selected from C; when W is a linking site, W is selected from N.

[0124] In one embodiment, R 10 , R 11 , R 12 , R 13Each occurrence is independently selected from -H, -D, straight-chain alkyl having 1 to 10 C atoms, branched or cyclic alkyl having 3 to 10 C atoms, substituted or unsubstituted aromatic groups having 6 to 20 ring atoms, substituted or unsubstituted heteroaromatic groups having 5 to 20 ring atoms.

[0125] In a specific embodiment, L1 is selected from a single bond or the following groups:

[0126]

[0127] Wherein: * indicates the connection site.

[0128] In some embodiments, the organic compound of the present invention is preferably but not limited to the following structure:

[0129]

[0130]

[0131]

[0132]

[0133] The above compounds may be further substituted.

[0134] The organic compound of the present invention can be used as a functional material in the functional layer of an electronic device. The organic functional layer may include, but is not limited to: a hole injection layer (HIL), a hole transport layer (HTL), an electron transport layer (ETL), an electron injection layer (EIL), an electron blocking layer (EBL), a hole blocking layer (HBL), and an emitting layer (EML).

[0135] In some preferred embodiments, the organic compound of the present invention is used as a host material in a light-emitting layer of an organic electronic device, such as a phosphorescent host material.

[0136] In some embodiments, the organic compound of the present invention is a nitrogen-containing organic compound having a luminescent function, and the luminescent wavelength thereof is between 300 nm and 1000 nm, preferably between 350 nm and 900 nm, and more preferably between 400 and 800 nm. The luminescence referred to here refers to photoluminescence or electroluminescence.

[0137] The present invention also relates to a mixture, comprising an organic functional material H1, the organic functional material H1 is selected from the organic compounds as described above, and at least another organic functional material H2. The another organic functional material H2 can be, but is not limited to, hole injection materials (HIM), hole transport materials (HTM), electron transport materials (ETM), electron injection materials (EIM), electron blocking materials (EBM), hole blocking materials (HBM), luminophores (Emitter), host materials (Host) and organic dyes known in the art for use in organic electronic devices. Generally speaking, guest materials also belong to luminescent materials. The luminescent material is selected from singlet luminophores (fluorescent luminophores), triplet luminophores (phosphorescent luminophores), such as luminescent organic metal complexes and organic thermally excited delayed fluorescence materials (TADF materials). The organic functional material can be a small molecule organic material or a polymer material.

[0138] The organic functional materials in the present invention can refer to the detailed descriptions of various organic functional materials in WO2010135519A1, US20090134784A1 and WO2011110277A1.

[0139] In one embodiment, the mixture contains the organic compound H1 of the present invention and another organic functional material H2, the organic functional material H2 is selected from the main material, and the mass ratio of the organic compound H1 to the another organic functional material H2 is 2:8 to 8:2; preferably, the mass ratio of the organic compound H1 to the another organic functional material H2 is 3:7 to 7:3; the more preferred mass ratio is 4:6 to 6:4; the most preferred mass ratio is 5:5.

[0140] In one embodiment, the difference in molecular weight between the organic compound H1 and another organic functional material H2 in the mixture does not exceed 100 Dalton. The difference in molecular weight is obtained by subtracting the molecular weight of the other material from the molecular weight of the material with a relatively large molecular weight in H1 and H2. Preferably, the difference in molecular weight does not exceed 80 Dalton, or does not exceed 70 Dalton, or does not exceed 60 Dalton, or does not exceed 40 Dalton, and more preferably, the difference does not exceed 30 Dalton.

[0141] In one embodiment, the difference in sublimation temperature between the organic compound H1 and another organic functional material H2 in the mixture does not exceed 50K. The difference in sublimation temperature is obtained by subtracting the sublimation temperature of the other material from the sublimation temperature of the material with a higher sublimation temperature in H1 and H2. Preferably, the difference in sublimation temperature does not exceed 30K, or does not exceed 20K; more preferably, the difference in sublimation temperature does not exceed 10K.

[0142] In one embodiment, at least one of the organic compound H1 and another organic functional material H2 in the mixture has a glass transition temperature Tg ≥ 100° C. Preferably, at least one of the organic compound H1 and another organic functional material H2 has a glass transition temperature Tg ≥ 120° C., or a glass transition temperature Tg ≥ 140° C., or a glass transition temperature Tg ≥ 160° C., and more preferably a glass transition temperature Tg ≥ 180° C.

[0143] In one embodiment, H2 is selected from a luminescent material, and the luminescent material H2 is used as a guest material; wherein the luminescent material can be selected from a singlet luminophore, a triplet luminophore or a TADF luminophore. When the luminescent material is selected from a singlet luminophore, the weight percentage of the singlet luminophore in the mixture is ≤10wt%, preferably, the weight percentage is ≤9wt%, or ≤8wt%, or ≤7wt%, and the more preferred weight percentage is ≤5wt%. When the luminescent material is selected from a triplet luminophore, the weight percentage of the triplet luminophore in the mixture is ≤25wt%, preferably ≤20wt%, and more preferably ≤15wt%. When the luminescent material is selected from a TADF luminophore, the weight percentage of the TADF luminophore in the mixture is ≤15wt%, preferably ≤10wt%, and more preferably ≤5wt%.

[0144] In the present invention, the detailed description of the singlet light emitter, triplet light emitter, TADF material and host material can refer to the relevant description in patent WO2018095390A1.

[0145] In some preferred embodiments, the another organic functional material H2 is selected from the structure shown in general formula (IV):

[0146]

[0147] Among them, R 14Each occurrence is independently selected from the structure represented by formula (IV-1), -H, -D, a linear alkyl group having 1 to 20 C atoms, a linear alkoxy group having 1 to 20 C atoms, a linear thioalkoxy group having 1 to 20 C atoms, a branched or cyclic alkyl group having 3 to 20 C atoms, a branched or cyclic alkoxy group having 3 to 20 C atoms, a branched or cyclic thioalkoxy group having 3 to 20 C atoms, a silyl group, a keto group having 1 to 20 C atoms, an alkoxycarbonyl group having 2 to 20 C atoms R is a substituted or unsubstituted aryl group having 6 to 20 ring atoms, an aryloxycarbonyl group having 7 to 20 C atoms, a cyano group, a carbamoyl group, a haloformyl group, a formyl group, an isocyano group, an isocyanate group, a thiocyanate group, an isothiocyanate group, a hydroxyl group, a nitro group, -CF3, -Cl, -Br, -F, a substituted or unsubstituted aromatic group having 6 to 20 ring atoms, a substituted or unsubstituted heteroaromatic group having 5 to 20 ring atoms, a substituted or unsubstituted aryloxy group having 6 to 20 ring atoms, a heteroaryloxy group having 5 to 20 ring atoms, or a combination of these groups, and at least one R 14 Selected from the structure represented by formula (IV-1);

[0148] Adjacent R 14 Connected to each other to form a ring or not;

[0149]

[0150] In formula (IV-1), Ar6 and Ar7 are each independently selected from a substituted or unsubstituted aromatic group or heteroaromatic group having 5 to 30 ring atoms, or a substituted or unsubstituted non-aromatic ring group having 5 to 30 ring atoms;

[0151] L2 is selected from a single bond, a substituted or unsubstituted aryl or heteroaryl group having 5 to 30 ring atoms, or a substituted or unsubstituted non-aromatic ring group having 5 to 30 ring atoms;

[0152] Any two groups among Ar6, Ar7 and L2 may be connected to each other to form a ring or not.

[0153] Furthermore, another organic functional material H2 is selected from the following general formula:

[0154]

[0155] In one embodiment, another organic functional material H2 is selected from the following general formula:

[0156]

[0157] Preferably, another organic functional material H2 is selected from but not limited to the following structures, and its structure can be further arbitrarily replaced:

[0158]

[0159]

[0160] The organic compound of the present invention can be applied to OLED evaporation materials or printing materials. The molar mass of the organic compound used as the evaporation material is ≤1200 g / mol, preferably ≤1100 g / mol, or ≤1000 g / mol; more preferably ≤950 g / mol or ≤900 g / mol.

[0161] The molar mass of the organic compound used as the printing material is ≥800 g / mol; preferably ≥900 g / mol or ≥1000 g / mol; more preferably ≥1100 g / mol or ≥1200 g / mol.

[0162] In some embodiments, the solubility of the organic compound in toluene at 25° C. is ≥2 mg / ml, preferably ≥3 mg / ml or ≥4 mg / ml, more preferably ≥5 mg / ml.

[0163] The present invention also relates to a composition comprising at least one organic compound or mixture as described above, and at least one organic solvent.

[0164] Specifically, at least one organic solvent can be selected from aromatic or heteroaromatic based solvents, ester based solvents, aromatic ketone based solvents, aromatic ether based solvents, aliphatic ketones, aliphatic ethers, alicyclic compounds, olefin compounds, boric acid ester compounds or phosphate compounds. Preferably, at least one organic solvent is selected from aromatic or heteroaromatic based solvents.

[0165] In the present invention, the aromatic or heteroaromatic solvent can be selected from, but not limited to, p-diisopropylbenzene, pentylbenzene, tetralin, cyclohexylbenzene, chloronaphthalene, 1,4-dimethylnaphthalene, 3-isopropylbiphenyl, p-methylisopropylbenzene, dipentylbenzene, tripentylbenzene, pentyltoluene, o-diethylbenzene, m-diethylbenzene, p-diethylbenzene, 1,2,3,4-tetramethylbenzene, 1,2,3,5-tetramethylbenzene, 1,2,4,5-tetramethylbenzene, butylbenzene, dodecylbenzene, dihexylbenzene, dibutylbenzene, p-diisopropylbenzene, cyclohexylbenzene, benzylbutylbenzene, dimethylnaphthalene, 3-isopropylbiphenyl, At least one of propylbiphenyl, p-methylisopropylbenzene, 1-methylnaphthalene, 1,2,4-trichlorobenzene, 4,4-difluorodiphenylmethane, 1,2-dimethoxy-4-(1-propenyl)benzene, diphenylmethane, 2-phenylpyridine, 3-phenylpyridine, N-methyldiphenylamine, 4-isopropylbiphenyl, α,α-dichlorodiphenylmethane, 4-(3-phenylpropyl)pyridine, benzyl benzoate, 1,1-bis(3,4-dimethylphenyl)ethane, 2-isopropylnaphthalene, quinoline, isoquinoline, methyl 2-furoate and ethyl 2-furoate.

[0166] The ester-based solvent may be selected from, but not limited to, alkyl octanoate, alkyl sebacate, alkyl stearate, alkyl benzoate, alkyl phenylacetate, alkyl cinnamate, alkyl oxalate, alkyl maleate, alkyl lactone, alkyl oleate, etc. At least one of octyl octanoate, diethyl sebacate, diallyl phthalate, and isononyl isononanoate is particularly preferred.

[0167] The aromatic ketone-based solvent may be selected from, but not limited to, 1-tetralone, 2-tetralone, 2-(phenylepoxy)tetralone, 6-(methoxy)tetralone, acetophenone, propiophenone, benzophenone, and derivatives thereof, such as at least one of 4-methylacetophenone, 3-methylacetophenone, 2-methylacetophenone, 4-methylpropiophenone, 3-methylpropiophenone and 2-methylpropiophenone.

[0168] The aromatic ether-based solvent may be selected from, but is not limited to, at least one of 3-phenoxytoluene, butoxybenzene, p-anisaldehyde dimethyl acetal, tetrahydro-2-phenoxy-2H-pyran, 1,2-dimethoxy-4-(1-propenyl)benzene, 1,4-benzodioxane, 1,3-dipropylbenzene, 2,5-dimethoxytoluene, 4-ethyl ethyl ether, 1,3-dipropoxybenzene, 1,2,4-trimethoxybenzene, 4-(1-propenyl)-1,2-dimethoxybenzene, 1,3-dimethoxybenzene, glycidyl phenyl ether, dibenzyl ether, 4-tert-butylanisole, trans-p-propenylanisole, 1,2-dimethoxybenzene, 1-methoxynaphthalene, diphenyl ether, 2-phenoxymethyl ether, 2-phenoxytetrahydrofuran, and ethyl-2-naphthyl ether.

[0169] The aliphatic ketone-based solvent can be selected from, but not limited to, 2-nonanone, 3-nonanone, 5-nonanone, 2-decanone, 2,5-hexanedione, 2,6,8-trimethyl-4-nonanone, fenchone, phorone, isophorone, di-n-amyl ketone, etc.; or an aliphatic ether, for example, at least one of amyl ether, hexyl ether, dioctyl ether, ethylene glycol dibutyl ether, diethylene glycol diethyl ether, diethylene glycol butyl methyl ether, diethylene glycol dibutyl ether, triethylene glycol dimethyl ether, triethylene glycol ethyl methyl ether, triethylene glycol butyl methyl ether, tripropylene glycol dimethyl ether and tetraethylene glycol dimethyl ether.

[0170] It is understood that the organic solvent may be used alone or as a mixed solvent of two or more organic solvents.

[0171] In some embodiments, the composition of the present invention comprises at least one organic compound or mixture as described above, and at least one organic solvent, and may further comprise another organic solvent.

[0172] The other organic solvent can be selected from but not limited to at least one of methanol, ethanol, 2-methoxyethanol, dichloromethane, chloroform, chlorobenzene, o-dichlorobenzene, tetrahydrofuran, anisole, morpholine, toluene, o-xylene, m-xylene, p-xylene, 1,4-dioxane, acetone, methyl ethyl ketone, 1,2-dichloroethane, 3-phenoxytoluene, 1,1,1-trichloroethane, 1,1,2,2-tetrachloroethane, ethyl acetate, butyl acetate, dimethylformamide, dimethylacetamide, dimethyl sulfoxide (DMSO), tetralin, decalin and indene.

[0173] In some preferred embodiments, the organic solvent suitable for the present invention is a solvent having a Hansen solubility parameter within the following range:

[0174] δd (dispersion force) is in the range of 17.0-23.2 MPa1 / 2, especially in the range of 18.5-21.0 MPa1 / 2;

[0175] δp (polar force) is in the range of 0.2-12.5 MPa1 / 2, especially in the range of 2.0-6.0 MPa1 / 2;

[0176] δh (hydrogen bonding force) is in the range of 0.9-14.2 MPa1 / 2, especially in the range of 2.0-6.0 MPa1 / 2.

[0177] In some embodiments, the boiling point of the organic solvent in the composition of the present invention needs to be considered when selecting. In at least some embodiments, the boiling point of the organic solvent is ≥150°C; preferably ≥180°C; more preferably ≥200°C; more preferably ≥250°C; and most preferably ≥300°C. Boiling points within these ranges are beneficial for preventing nozzle clogging of the inkjet print head.

[0178] It is understood that the organic solvent may be evaporated from the composition system to form a film comprising the organic compound of the present invention.

[0179] In some embodiments, the composition is a solution. In other embodiments, the composition is a suspension.

[0180] In the composition, the content of the organic compound or the mixture may be 0.01-10 wt %, preferably 0.1-8 wt %, more preferably 0.2-5 wt %, and further more preferably 0.25-3 wt %.

[0181] The solution or suspension may further include additives for adjusting viscosity, adjusting film-forming properties, improving adhesion, etc. The additives may be selected from but not limited to at least one of surfactant compounds, lubricants, wetting agents, dispersants, hydrophobic agents, and adhesives. Different printing or coating methods may have different requirements for coatings or printing inks, and the concentration, viscosity, film-forming properties, adhesion, etc. of the solution or suspension may be adjusted accordingly to adapt to different printing or coating methods.

[0182] The present invention also relates to the use of the composition as a coating or printing ink in the preparation of an organic electronic device. In some embodiments, the composition is used to prepare an organic electronic device by a printing or coating preparation method. The printing or coating preparation method can be, but is not limited to, inkjet printing, gravure printing, nozzle printing, letterpress printing, screen printing, dip coating, spin coating, blade coating, roller printing, twist roller printing, lithography, flexographic printing, rotary printing, spraying, brushing, pad printing, slit extrusion coating, etc. Preferred are gravure printing, nozzle printing and inkjet printing.

[0183] The present invention also provides an application of the organic compound, mixture or composition described above in an organic electronic device. The technical solution is as follows:

[0184] An organic electronic device comprises the organic compound or mixture as described above, or is prepared from the composition.

[0185] Furthermore, the present invention provides an organic electronic device, comprising a first electrode, a second electrode, and one or more organic functional layers located between the first electrode and the second electrode, wherein the organic functional layers comprise the organic compound or mixture as described above or are prepared from the above composition.

[0186] The organic functional layer may be selected from a hole injection layer (HIL), a hole transport layer (HTL), an emitting layer (EML), an electron blocking layer (EBL), an electron injection layer (EIL), an electron transport layer (ETL), and a hole blocking layer (HBL). Preferably, the organic functional layer is selected from an emitting layer.

[0187] The organic electronic device may be, but is not limited to, an organic light emitting diode (OLED device), an organic photovoltaic cell (OPV), an organic light emitting cell (OLEEC), an organic field effect transistor (OFET), an organic light emitting field effect transistor, an organic laser, an organic spin electronic device, an organic sensor, and an organic plasmon emitting diode (Organic Plasmon Emitting Diode), etc. The organic electronic device is preferably an OLED device. Further, in one embodiment, the organic compound or mixture is preferably used for the light emitting layer of the OLED device, and the light emitting layer comprises the organic compound or mixture as described above, or is prepared from the composition.

[0188] In some embodiments, the organic electronic device is an electroluminescent device, and its light-emitting layer comprises a compound or mixture as described above. Specifically, its light-emitting layer may comprise an organic compound as described above, or comprise an organic compound as described above and a phosphorescent material, or comprise an organic compound as described above and a host material, or comprise an organic compound as described above and a TADF material.

[0189] The present invention further relates to an organic electronic device, comprising: a cathode, an anode, and one or more organic functional layers located between the cathode and the anode, wherein the organic functional layers at least comprise a light-emitting layer, and the light-emitting layer comprises the organic compound, mixture or is prepared from the above-mentioned composition.

[0190] In certain preferred embodiments, the light-emitting layer of the organic electronic device comprises a carbazole organic compound as described in formula (I) and an organic compound as described in formula (IV).

[0191] Specifically, the material of the anode can be an anode material known in the art for organic electronic devices, such as a conductive metal, a conductive metal oxide or a conductive polymer. In some embodiments, the work function of the anode material and the absolute value of the difference between the HOMO energy level or the valence band energy level of the light-emitting body in the light-emitting layer or the p-type semiconductor material as a hole injection layer or a hole transport layer or an electron blocking layer is less than 0.5eV, preferably less than 0.3eV, and preferably less than 0.2eV. As an example, the material of the anode can be selected from but not limited to at least one of Al, Cu, Au, Ag, Mg, Fe, Co, Ni, Mn, Pd, Pt, ITO and aluminum-doped zinc oxide (AZO). Other suitable anode materials are known and can be easily selected and used by ordinary technicians in this field. The anode material can be deposited using any suitable technology, such as a suitable physical vapor deposition method, including radio frequency magnetron sputtering, vacuum thermal evaporation, electron beam (e-beam), etc. In some embodiments, the anode is patterned. Patterned ITO conductive substrates are commercially available and can be used to prepare devices according to the present invention.

[0192] The material of the cathode is a cathode material known in the art for organic electronic devices, such as a conductive metal or a conductive metal oxide. In some embodiments, the absolute value of the difference between the work function of the cathode material and the LUMO energy level or conduction band energy level of the luminophore in the light-emitting layer or the n-type semiconductor material as the electron injection layer or the electron transport layer or the hole blocking layer is less than 0.5 eV, preferably less than 0.3 eV, and most preferably less than 0.2 eV. In principle, all materials that can be used as cathodes of OLEDs may be used as cathode materials of the device of the present invention. As an example, the material of the cathode can be selected from but not limited to at least one of Al, Au, Ag, Ca, Ba, Mg, LiF / Al, MgAg alloy, BaF2 / Al, Cu, Fe, Co, Ni, Mn, Pd, Pt and ITO. The cathode material can be deposited using any suitable technique, such as a suitable physical vapor deposition method, including radio frequency magnetron sputtering, vacuum thermal evaporation, electron beam (e-beam), etc.

[0193] In some embodiments, the organic electronic device further comprises a substrate. The substrate may be located on the side of the anode away from the light-emitting layer, or on the side of the cathode away from the light-emitting layer. The substrate may be opaque or transparent. It is understood that when the substrate is transparent, the organic electronic device is a transparent light-emitting device. For details, reference may be made to the relevant descriptions in Bulovic et al. Nature 1996, 380, p29, and Gu et al., Appl. Phys. Lett. 1996, 68, p2606. The substrate may also be rigid or elastic, for example, the material of the substrate may be plastic, metal, semiconductor wafer or glass. Preferably, the substrate has a smooth surface, and a substrate without surface defects is a particularly ideal choice. In a preferred embodiment, the substrate is a flexible substrate. The material of the flexible substrate may be a polymer film or plastic. The glass transition temperature Tg of the flexible substrate is above 150°C, preferably above 200°C, more preferably above 250°C, and most preferably above 300°C. As an example, the material of the flexible substrate may be poly(ethylene terephthalate) (PET) or polyethylene(2,6-naphthalene) (PEN).

[0194] It is understood that the organic electronic device may further be provided with some functional layers conventionally used in organic electronic devices that are helpful for improving the device performance, such as a hole injection layer (HIL), a hole transport layer (HTL), an electron blocking layer (EBL), an electron injection layer (EIL), an electron transport layer (ETL), and a hole blocking layer (HBL). Materials suitable for use in these functional layers are described in detail above and in WO2010135519A1, US20090134784A1, and WO2011110277A1, and the entire contents of these three patent documents are hereby incorporated herein by reference.

[0195] The light emitting wavelength of the organic electronic device of the present invention is between 300 nm and 1200 nm, preferably between 350 nm and 1000 nm, and more preferably between 400 nm and 900 nm.

[0196] The present invention also relates to electronic devices comprising the organic electronic device, including but not limited to display devices, lighting devices, light sources, sensors, etc.

[0197] The present invention will be specifically described below through specific examples. The following examples are only partial embodiments of the present invention and are not intended to limit the present invention.

[0198] Example 1

[0199] The synthetic route of compound 1 in this example is as follows:

[0200]

[0201] Synthesis of intermediate 1-1:

[0202] Compound 1-1 (40 mmol), compound 1-2 (40 mmol), Pd(PPh3)4 (0.3 mmol) and potassium carbonate (80 mmol) were added to 300 mL of 1,4-dioxane / water (volume ratio 9:1), and stirred at 100 °C for 12 h under nitrogen atmosphere. After cooling, most of the solvent was removed by rotary evaporation, and the mixture was extracted with dichloromethane and washed with water. The organic phase was collected, the solvent was removed by rotary evaporation, and the crude product was purified by column chromatography to obtain intermediate 1-3 with a yield of 80%.

[0203] Synthesis of compound 1:

[0204] Intermediate 1-3 (50 mmol), compound 1-4 (50 mmol), Pd(dba)2 (0.3 mmol), tri-tert-butylphosphine (0.9 mmol) and sodium tert-butoxide (70 mmol) were added to 300 ml of toluene and stirred at 100°C for 5 h in a nitrogen atmosphere. After cooling, water was added to wash the reaction solution, and the organic phase was separated and collected. After the organic phase was evaporated to remove the solvent, it was purified by column chromatography to obtain compound 1 with a yield of 85%. MS (ASAP): 590.

[0205] Example 2

[0206] The synthetic route of compound 2 in this example is as follows:

[0207]

[0208] Synthesis of intermediate 2-2:

[0209] Compound 1-1 (40 mmol), compound 2-1 (40 mmol), Pd(PPh3)4 (0.3 mmol) and potassium carbonate (80 mmol) were added to 300 mL of 1,4-dioxane / water (volume ratio 9:1), and stirred at 80 ° C for 6 h under nitrogen atmosphere. After cooling, most of the solvent was removed by rotary evaporation, and the liquid was extracted with dichloromethane and washed with water. The organic phase was collected, the solvent was removed by rotary evaporation, and the crude product was purified by column chromatography to obtain intermediate 2-2 with a yield of 85%.

[0210] The synthesis of compound 2 was based on the synthesis of compound 1, except that intermediate 1-3 was replaced by intermediate 2-2. The yield of compound 2 was 84%. MS (ASAP): 666.

[0211] Example 3

[0212] The synthetic route of compound 3 in this example is as follows:

[0213]

[0214] Synthesis of intermediate 3-2: Compound 3-1 (50 mmol), biboronic acid pinacol ester (50 mmol), Pd(dppf)Cl2 (0.2 mmol) and sodium acetate (60 mmol) were added to 160 mL of 1,4-dioxane and stirred at 100 ° C for 5 h in a nitrogen environment. After cooling, the solvent was removed by rotary evaporation, the residue was dissolved in dichloromethane and the liquid was washed with water, and the organic phase was collected. After the organic phase was rotary evaporated to remove the solvent, the obtained crude product was recrystallized to obtain intermediate 3-2 with a yield of 72%.

[0215] The synthesis of intermediate 3-4 was based on the synthesis of intermediate 1-3, except that compound 1-1 was replaced by intermediate 3-2, and compound 1-2 was replaced by compound 3-3. The yield of intermediate 3-4 was 80%.

[0216] The synthesis of compound 3 was based on the synthesis of compound 1, except that intermediate 1-3 was replaced by intermediate 3-4. The yield of compound 3 was 86%. MS (ASAP): 690.

[0217] Example 4

[0218] The synthetic route of compound 4 in this example is as follows:

[0219]

[0220] Synthesis of intermediate 4-2: 1-1 (40 mmol), 4-1 (40 mmol), Pd(PPh3)4 (0.3 mmol) and potassium carbonate (60 mmol) were added to 300 mL of 1,4-dioxane / water (volume ratio 9:1), and stirred at 80 ° C for 6 h under nitrogen atmosphere. After cooling, most of the solvent was removed by rotary evaporation, and the liquid was extracted with dichloromethane and washed with water. The organic phase was collected, the solvent was removed by rotary evaporation, and the crude product was purified by column chromatography to obtain intermediate 4-2 with a yield of 72%.

[0221] The synthesis of intermediate 4-3 was based on the synthesis of intermediate 3-2, except that compound 3-1 was replaced by intermediate 4-2. The yield of intermediate 4-3 was 76%.

[0222] The synthesis of intermediate 4-5 refers to the synthesis of intermediate 2-2, except that compound 1-1 is replaced by intermediate 4-3, and compound 2-1 is replaced by compound 4-4. The yield of intermediate 4-5 is 84%.

[0223] The synthesis of compound 4 was based on the synthesis of compound 1, except that intermediate 1-3 was replaced by intermediate 4-5. The yield of compound 4 was 85%. MS (ASAP): 613.

[0224] Example 5

[0225] The synthetic route of the compound of this embodiment is as follows:

[0226]

[0227] The synthesis of intermediate 5-2 was similar to that of intermediate 1-3, except that compound 1-2 was replaced by compound 5-1. The yield of intermediate 5-2 was 80%.

[0228] The synthesis of compound 5 was based on the synthesis of compound 1, except that 1-3 was replaced by 5-2. The yield of compound 5 was 90%. MS (ASAP): 619.

[0229] Example 6

[0230] The synthetic route of compound 6 in this example is as follows:

[0231]

[0232] The synthesis of intermediate 6-3 refers to the synthesis of intermediate 1-3, except that compound 1-1 is replaced by compound 6-1, and compound 1-2 is replaced by compound 6-2. The yield of intermediate 6-3 is 80%.

[0233] The synthesis of compound 6 was based on the synthesis of compound 1, except that intermediate 1-3 was replaced by intermediate 6-3. The yield of compound 6 was 86%. MS (ASAP): 679.

[0234] Example 7

[0235] The synthetic route of compound 7 in this example is as follows:

[0236]

[0237] The synthesis of intermediate 7-2 was similar to that of intermediate 3-2, except that compound 3-1 was replaced by compound 7-1. The yield of intermediate 7-2 was 81%.

[0238] The synthesis of intermediate 7-3 was based on the synthesis of intermediate 1-3, except that compound 1-1 was replaced by intermediate 7-2. The yield of intermediate 7-3 was 85%.

[0239] The synthesis of compound 7 was based on the synthesis of compound 1, except that intermediate 1-3 was replaced by intermediate 7-3. The yield of compound 7 was 78%. MS (ASAP): 640.

[0240] Example 8

[0241] The synthetic route of compound 8 in this example is as follows:

[0242]

[0243] The synthesis of intermediate 8-2 was based on the synthesis of intermediate 4-2, except that compound 1-1 was replaced by compound 6-1, and compound 4-1 was replaced by compound 8-1. The yield of intermediate 8-2 was 70%.

[0244] The synthesis of intermediate 8-3 was based on the synthesis of intermediate 3-2, except that compound 3-1 was replaced by intermediate 8-2. The yield of intermediate 8-3 was 85%.

[0245] The synthesis of intermediate 8-5 refers to the synthesis of intermediate 2-2, except that compound 1-1 is replaced by intermediate 8-3, and compound 2-1 is replaced by compound 8-4. The yield of intermediate 8-5 is 87%.

[0246] The synthesis of compound 8 was based on the synthesis of compound 1, except that intermediate 1-3 was replaced by intermediate 8-5. The yield of compound 8 was 80%. MS (ASAP): 669.

[0247] Example 9

[0248] The synthetic route of compound 9 in this example is as follows:

[0249]

[0250] The synthesis of intermediate 9-2 was based on the synthesis of intermediate 4-2, except that compound 1-1 was replaced by compound 6-1, and compound 4-1 was replaced by compound 9-1. The yield of intermediate 9-2 was 72%.

[0251] The synthesis of intermediate 9-3 was based on the synthesis of intermediate 3-2, except that compound 3-1 was replaced by intermediate 9-2. The yield of intermediate 9-3 was 89%.

[0252] The synthesis of intermediate 9-5 refers to the synthesis of intermediate 2-2, except that compound 1-1 is replaced by intermediate 9-3, and compound 2-1 is replaced by compound 9-4. The yield of intermediate 9-5 is 85%.

[0253] The synthesis of compound 9 was based on the synthesis of compound 1, except that intermediate 1-3 was replaced by intermediate 9-5. The yield of compound 9 was 85%. MS (ASAP): 563.

[0254] Example 10

[0255] The synthetic route of the compound of this embodiment is as follows:

[0256]

[0257] The synthesis of intermediate 10-2 was based on the synthesis of intermediate 2-2, except that compound 1-1 was replaced by intermediate 7-2, and compound 2-1 was replaced by compound 10-1. The yield of intermediate 10-2 was 85%.

[0258] The synthesis of compound 10 was based on the synthesis of compound 1, except that intermediate 1-3 was replaced by intermediate 10-2. The yield of compound 10 was 86%. MS (ASAP): 577.

[0259] Embodiment 11

[0260] The synthetic route of compound 11 in this example is as follows:

[0261]

[0262] The synthesis of intermediate 11-3 refers to the synthesis of intermediate 1-3, except that compound 1-1 is replaced by compound 11-1, and the yield of intermediate 11-3 is 86%.

[0263] The synthesis of compound 11 was based on the synthesis of compound 1, except that intermediate 1-3 was replaced by intermediate 11-3. The yield of compound 11 was 85%. MS (ASAP): 590.

[0264] Example 12

[0265] The synthetic route of compound 12 in this example is as follows:

[0266]

[0267] The synthesis of intermediate 12-2 was similar to that of intermediate 1-3, except that compound 1-1 was replaced by compound 11-1, and compound 1-2 was replaced by compound 12-1. The yield of intermediate 12-2 was 86%.

[0268] The synthesis of compound 12 was similar to that of compound 1, except that intermediate 1-3 was replaced by intermediate 12-2. MS (ASAP): 613.

[0269] Embodiment 13

[0270] The synthetic route of compound 13 in this example is as follows:

[0271]

[0272] The synthesis of intermediate 13-2 was similar to that of intermediate 3-2, except that compound 3-1 was replaced by compound 13-1. The yield of intermediate 13-2 was 81%.

[0273] The synthesis of intermediate 13-4 was based on the synthesis of intermediate 4-2, except that compound 1-1 was replaced by intermediate 13-2, and compound 4-1 was replaced by compound 13-3. The yield of intermediate 13-4 was 71%.

[0274] The synthesis of intermediate 13-5 refers to the synthesis of intermediate 3-2, except that compound 3-1 is replaced by intermediate 13-4, with a yield of 85%.

[0275] The synthesis of intermediate 13-6 refers to the synthesis of intermediate 1-3, except that compound 1-1 is replaced by intermediate 13-5, and compound 1-2 is replaced by compound 4-4. The yield of intermediate 13-6 is 89%.

[0276] The synthesis of compound 13 was similar to that of compound 1, except that intermediate 1-3 was replaced by intermediate 13-6. The yield of compound 13 was 87%. MS (ASAP): 689.

[0277] Embodiment 14

[0278] The synthetic route of compound 14 in this example is as follows:

[0279]

[0280] The synthesis of intermediate 14-2 refers to the synthesis of intermediate 3-2, except that compound 3-1 is replaced by compound 14-1, and the yield of intermediate 14-2 is 80%.

[0281] The synthesis of intermediate 14-4 was based on the synthesis of intermediate 1-3, except that compound 1-1 was replaced by intermediate 14-2, and compound 1-2 was replaced by compound 14-3. The yield of intermediate 14-4 was 85%.

[0282] The synthesis of compound 14 was similar to that of compound 1, except that intermediate 1-3 was replaced by intermediate 14-4. The yield of compound 14 was 75%. MS (ASAP): 699.

[0283] Embodiment 15

[0284] The synthetic route of compound 15 in this example is as follows:

[0285]

[0286] The synthesis of intermediate 15-2 was carried out by referring to the synthesis of intermediate 3-2, except that compound 3-1 was replaced by compound 15-1. The yield of intermediate 15-2 was 79%.

[0287] The synthesis of intermediate 15-3 refers to the synthesis of 2-2, except that compound 1-1 is replaced by intermediate 15-2, and compound 2-1 is replaced by compound 4-4. The yield of intermediate 15-3 is 86%.

[0288] The synthesis of compound 15 was similar to that of compound 1, except that intermediate 1-3 was replaced by intermediate 15-3. The yield of compound 15 was 70%. MS (ASAP): 587.

[0289] Comparative Example

[0290] The organic compound in this comparative example is Ref, and its chemical structure is as follows:

[0291]

[0292] The following is a detailed description of the preparation process of the OLED device including the above compounds through specific examples. The structure of the OLED device is: ITO / HIL / HTL / EML / ETL / cathode. The schematic diagram of the OLED device is shown in FIG. Figure 1 As shown, 101 is a substrate, 102 is an anode, 103 is a hole injection layer (HIL), 104 is a hole transport layer (HTL), 105 is a light emitting layer, 106 is an electron transport layer (ETL), 107 is an electron injection layer (EIL), and 108 is a cathode.

[0293] The structural formulas of HATCN, HTM, Liq, RD, ETM, and H2-1, which may be involved in the preparation of OLEDs, are as follows:

[0294]

[0295] The structure of OLED-1 is ITO / HATCN / HTM / luminescent material / ETM:Liq / Liq / Al. The luminescent material includes a host material (compound 1) and a guest material (RD), wherein the mass ratio of the host material to the guest material is 95:5; the electron transport layer includes ETM and Liq, and the mass ratio is 5:5.

[0296] The preparation steps of OLED-1 are as follows:

[0297] a. Cleaning of ITO (indium tin oxide) conductive glass substrate: Use various solvents (such as one or more of chloroform, acetone or isopropyl alcohol) for cleaning, and then perform ultraviolet ozone treatment.

[0298] b. In high vacuum (1×10 -6 In the 4000 mbar (mbar), 30 nm thick HATCN was thermally evaporated on ITO as a hole injection layer, 50 nm thick HTM was thermally evaporated as a hole transport layer, 40 nm thick luminescent material was thermally evaporated as a light-emitting layer, 30 nm thick mixed material of ETM and Liq was thermally evaporated as an electron transport layer, 1 nm thick Liq was thermally evaporated as an electron injection layer, and 100 nm thick Al was thermally evaporated as a cathode.

[0299] c. Packaging: The device is packaged with UV-curable resin in a nitrogen glove box.

[0300] The preparation schemes of devices OLED-2 to OLED-19 and OLED-Ref-1 to OLED-Ref-4 are the same as that of OLED-1, except that compound 1 in Example OLED-1 is replaced by the compound or mixture corresponding to the main material in Table 1, and the mixture is mixed in a mass ratio of 1:1.

[0301] The current-voltage (JV) characteristics of each OLED device were characterized by a characterization device, and the lifetime (LT95@1000nits) and external quantum efficiency (relative value) were recorded at the same time. The results are shown in Table 1 below. Among them, LT95@1000nits means the time when the brightness drops to 95% of the initial brightness @1000nits under constant current. LT95@1000nits and external quantum efficiency are calculated relative to the device OLED-Ref-1 (corresponding to comparative example 1), that is, the lifetime of the device comparative example 1 is 1 and the external quantum efficiency is 100%.

[0302] Table 1:

[0303] Device Embodiment Main material LT95@1000nits External quantum efficiency OLED-1 Compound 1 1.22 122％ OLED-2 Compound 2 1.21 121％ OLED-3 Compound 3 1.20 119％ OLED-4 Compound 4 1.21 120％ OLED-5 Compound 5 1.22 122％ OLED-6 Compound 6 1.19 119％ OLED-7 Compound 7 1.18 117％ OLED-8 Compound 8 1.16 115％ OLED-9 Compound 9 1.17 117％ OLED-10 Compound 10 1.19 118％ OLED-11 Compound 11 1.23 125％ OLED-12 Compound 12 1.22 124％ OLED-13 Compound 13 1.21 123％ OLED-14 Compound 14 1.23 124％ OLED-15 Compound 15 1.15 114％ OLED-16 Compound 1: H2-1 1.28 129％ OLED-17 Compound 4: H2-1 1.27 128％ OLED-18 Compound 10: H2-1 1.26 125％ OLED-19 Compound 12: H2-1 1.29 128％ OLED-Ref-1 Compound Ref 1 100％ OLED-Ref-2 H2-1 0.85 89％ OLED-Ref-3 Compound Ref: H2-1 1.05 104％

[0304] As shown in Table 1, compared with the OELD device prepared by using the comparative example compound Ref as the main material in the light-emitting layer, the life and external quantum efficiency of the OELD device prepared by using the organic compounds 1-15 of Examples 1-15 as the main material in the light-emitting layer are significantly improved. The organic compounds 1-15 in the light-emitting materials of OLED-1 to OLED-15 all adopt the structure of carbazole derivative-nitrogen-containing electron-withdrawing group, and introduce a nitrogen atom of the carbazole derivative into the Group. The group has a non-completely conjugated five-membered ring structure, and the interaction between the conjugated group and the non-conjugated group helps to improve the hole transport ability of carbazole. The nitrogen-containing electron-withdrawing group has electron transport ability, and the combination with the carbazole derivative can realize the bipolar carrier transport of the compound; it also improves the exciton utilization rate and device stability of the OLED device with compound 1-15 as the main material, thereby improving the luminous efficiency and life of the OLED device.

[0305] It can be seen from the devices OLED-Ref-1 to OLED-Ref-3 that H2-1 alone as the main material of the light-emitting layer has a lower lifespan and external quantum efficiency than the OLED device in the comparative example OLED-Ref-1 using the compound Ref as the main material of the light-emitting layer. The mixture of the main material of the light-emitting layer in the devices OLED-16 to OLED-19 includes the organic compound of the present invention and another material H2-1. Compared with the comparative examples OLED-Ref-1 to OLED-Ref-3, the lifespan and external quantum efficiency of the devices OLED-16 to OLED-19 are significantly improved; compared with the examples OLED-1, OLED-4, OLED-10, and OLED-12 whose main material is the organic compound of the present invention, the lifespan and external quantum efficiency are slightly improved, and can also be said to be at the same level. That is, it can be explained that the mixture containing the organic compound of the present invention as the main material of the light-emitting layer and the organic compound of the present invention as the main material of the light-emitting layer can improve the lifespan and luminous efficiency of the OLED device; and the OLED device containing the mixture of the organic compound of the present invention as the main material of the light-emitting layer may have a longer lifespan and better luminous efficiency than the organic compound of the present invention as the main material of the light-emitting layer.

[0306] The organic compounds, mixtures, compositions and organic electronic devices provided in the embodiments of the present invention are introduced in detail above. Specific examples are used herein to illustrate the principles and implementation methods of the present invention. The description of the above embodiments is only used to help understand the method of the present invention and its core idea. At the same time, for those skilled in the art, according to the idea of ​​the present invention, there will be changes in the specific implementation methods and application scopes. In summary, the content of this specification should not be understood as limiting the present invention.

Claims

1. An organic compound, characterized in that It has a structure as shown in the general formula (1): （1）； Wherein, L1 is selected from a single bond or any of the following groups: ； V is selected from CR 10 ; W is selected from NR 11 ; R 10 Each occurrence is independently selected from -H or phenyl; R 11 Selected from -H; G is selected from any of the following structures: ； X is selected from CH; Y is selected from O or S; M is selected from any one of the structures represented by general formulae (C-1) to (C-4): ； Ar1, Ar2, Ar3 are independently selected from the following groups: ； R6 is independently selected at each occurrence from -H or phenyl; Y1 is selected from S or O; * indicates a fusion site or a linking site.

2. The organic compound according to claim 1, characterized in that The organic compound is selected from any one of the structures shown in general formula (II-1) to (II-3): 。 3. The organic compound according to claim 1, characterized in that The organic compound is selected from any one of structures (III-1) to (III-13): 。 4. The organic compound according to claim 1, characterized in that The organic compound is selected from any one of the following structures: 。 5. A mixture, characterized in that The mixture comprises the organic compound according to any one of claims 1 to 4 and at least one organic functional material, wherein the organic functional material is selected from hole injection materials, hole transport materials, electron transport materials, electron injection materials, electron blocking materials, hole blocking materials, luminescent materials, host materials or organic dyes.

6. The mixture according to claim 5, characterized in that The organic functional material has a structure as shown in general formula (IV): (IV); Among them, R 14 Each occurrence is independently selected from the structure represented by formula (IV-1), -H, -D, a linear alkyl group having 1 to 20 C atoms, a linear alkoxy group having 1 to 20 C atoms, a linear thioalkoxy group having 1 to 20 C atoms, a branched or cyclic alkyl group having 3 to 20 C atoms, a branched or cyclic alkoxy group having 3 to 20 C atoms, a branched or cyclic thioalkoxy group having 3 to 20 C atoms, a silyl group, a keto group having 1 to 20 C atoms, a 2 to 2 0 C atoms, alkoxycarbonyl having 7 to 20 C atoms, aryloxycarbonyl having 7 to 20 C atoms, cyano, carbamoyl, haloformyl, formyl, isocyano, isocyanate, thiocyanate, isothiocyanate, hydroxy, nitro, -CF3, -Cl, -Br, -F, aromatic groups having 6 to 20 ring atoms, heteroaromatic groups having 5 to 20 ring atoms, aryloxy groups having 6 to 20 ring atoms, heteroaryloxy groups having 5 to 20 ring atoms, or combinations of these groups; and at least one R 14 Selected from the structure represented by formula (IV-1); Adjacent R 14 Connected to each other to form a ring or not; (IV-1); In formula (IV-1), Ar6 and Ar7 are each independently selected from an aromatic group or a heteroaromatic group having 5 to 30 ring atoms, or a non-aromatic ring group having 5 to 30 ring atoms; L2 is selected from a single bond, an aryl or heteroaryl group having 5 to 30 ring atoms, or a non-aromatic ring group having 5 to 30 ring atoms; Any two groups among Ar6, Ar7 and L2 may be connected to each other to form a ring or not.

7. A composition, characterized in that: The composition comprises the organic compound according to any one of claims 1 to 4 or the mixture according to claim 5 or 6, and at least one organic solvent.

8. An organic electronic device comprising at least one functional layer, characterized in that: The functional layer comprises the organic compound according to any one of claims 1 to 4, or the mixture according to claim 5 or 6, or the functional layer is prepared from the composition according to claim 7.

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