Compound and organic light-emitting device comprising same

Abstract

The present specification relates to a compound of Chemical Formula 1 and an organic light-emitting device comprising the same.

Description

Technical Field

[0001] This application claims the priority of Korean Patent Application No. 10-2022-0170903 filed with the Korean Patent Office on December 8, 2022, the entire contents of which are incorporated into this specification.

[0002] The present invention relates to a compound and an organic light-emitting device including the same. Background Art

[0003] Generally speaking, the phenomenon of organic light emitting refers to the phenomenon of converting electrical energy into light energy using organic substances. An organic light emitting device using the phenomenon of organic light emitting generally has a structure including an anode and a cathode and an organic layer located between them. Here, in order to improve the efficiency and stability of the organic light emitting device, the organic layer is mostly formed by a multilayer structure composed of different substances, for example, it can be formed by a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, etc. For the structure of such an organic light emitting device, if a voltage is applied between the two electrodes, holes are injected from the anode into the organic layer, and electrons are injected from the cathode into the organic layer. When the injected holes and electrons meet, excitons are formed, and when the excitons re-transition to the ground state, light is emitted.

[0004] There is a continuous demand for the development of new materials for organic light-emitting devices as described above. Summary of the invention

[0005] Technical issues

[0006] The present specification provides a compound and an organic light-emitting device including the same.

[0007] Solution to the problem

[0008] One embodiment of the present specification provides a compound of the following Chemical Formula 1.

[0009] [Chemical formula 1]

[0010]

[0011] In the above chemical formula 1,

[0012] A1 is the following chemical formula A,

[0013] L1 is a direct bond, a substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group,

[0014] L2 is an arylene group,

[0015] l1 and l2 are each an integer from 1 to 3,

[0016] When the number of L1 is 2 or more, the two or more L1 are the same or different from each other.

[0017] When the above L2 is 2 or more, the above two or more L2 are the same or different from each other.

[0018] At least one of Y1 to Y5 is N, and the rest of Y1 to Y5 that are not N are the same as or different from each other and are each independently CG1,

[0019] G1 is hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, or any one or more adjacent pairs of the above groups are combined to form a substituted or unsubstituted ring,

[0020] R1 to R6 are the same as or different from each other, and are each independently hydrogen or deuterium,

[0021] [Chemical formula A]

[0022]

[0023] In the above chemical formula A,

[0024] G2 to G6 are the same or different from each other and are independently hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, or any one or more adjacent pairs of groups in G3 to G6 are combined to form a ring substituted or unsubstituted by G7,

[0025] G7 is hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl,

[0026] Any one of G2 to G7 is a site that binds to L1 of the above Chemical Formula 1,

[0027] X1 is O or S.

[0028] In addition, one embodiment of the present specification provides an organic light-emitting device including: a first electrode, a second electrode, and one or more organic layers disposed between the first electrode and the second electrode, wherein one or more of the organic layers contains the above-mentioned compound.

[0029] Effects of the Invention

[0030] The compounds described in this specification can be used as materials for the organic layer of an organic light-emitting device. The compounds according to at least one embodiment of this specification can achieve improved efficiency, lower driving voltage and / or improved life characteristics in an organic light-emitting device. In particular, the compounds described in this specification can be used as materials for electron injection, electron transport, electron injection and electron transport, or hole blocking. In addition, compared with existing organic light-emitting devices, it has the effects of low driving voltage, high efficiency and long life. BRIEF DESCRIPTION OF THE DRAWINGS

[0031] Figure 1 and 2 An example of an organic light-emitting device according to an embodiment of the present specification is illustrated.

[0032] [Explanation of symbols]

[0033] 1: Substrate

[0034] 2: First electrode

[0035] 3: Second electrode

[0036] 4: Organic layer

[0037] 5: Hole injection layer

[0038] 6: First hole transport layer

[0039] 7: Second hole transport layer

[0040] 8: Luminous layer

[0041] 9: Electron injection and transport layer DETAILED DESCRIPTION

[0042] Next, this specification is described in more detail.

[0043] This specification provides the compound of the above Chemical Formula 1.

[0044] According to one embodiment of the present specification, the above-mentioned chemical formula 1 is a compound in which a six-membered heterocyclic ring containing one or more N is bonded to positions 1 and 2 of naphthalene through L1, and a benzimidazole derivative or a benzothiazole derivative is bonded to L2. The naphthalene nucleus shows high heat resistance. The six-membered heterocyclic ring containing one or more N, the benzimidazole derivative, and the benzothiazole derivative have an electron depletion structure, which can increase the polarity (dipole moment) of the molecule. Therefore, the above-mentioned chemical formula 1 is included in an organic light-emitting device to achieve improved efficiency, lower driving voltage, and improved life characteristics.

[0045] In addition, compared with other substituent positions of naphthalene, the positions 1 and 2 of the naphthalene in the above chemical formula 1 shorten the conjugation length of the molecular structure, forming a structure with large steric hindrance, so that it can be applied to organic light-emitting devices to improve electron mobility, increase efficiency, and extend life. In addition, when the material is sublimated and purified, it has the advantage of being able to be sublimated and purified at low temperature because it is not a flat structure.

[0046] Throughout the present specification, the term "a combination thereof" included in the expression of Markush form means a mixture or combination of one or more components selected from the expression of Markush form, and means that one or more components selected from the above components are included.

[0047] In the present specification, examples of substituents are described below, but are not limited thereto.

[0048] In this manual, Indicates the connected part.

[0049] The term "substituted" mentioned above means that a hydrogen atom bonded to a carbon atom of a compound is replaced by another substituent. The substituted position is not limited as long as it is a position where a hydrogen atom can be substituted, that is, a position where a substituent can be substituted. When there are more than two substitutions, the two or more substituents may be the same or different from each other.

[0050] In the present specification, the term "substituted or unsubstituted" means substituted with one or more substituents selected from deuterium, a halogen group, a cyano group, an alkyl group, a cycloalkyl group, an alkoxy group, an alkenyl group, a haloalkyl group, a silyl group, a boron group, an amine group, an aryl group, a condensed ring group of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring, and a heteroaryl group, or substituted with a substituent formed by connecting two or more substituents among the substituents exemplified above, or having no substituent.

[0051] In this specification, two or more substituents are linked to each other, which means that the hydrogen of any substituent is linked to another substituent. For example, two substituents can be linked to each other to form a phenyl group and a naphthyl group. In addition, the three substituents connected include not only (substituent 1)-(substituent 2)-(substituent 3) connected continuously, but also (substituent 2) and (substituent 3) connected to (substituent 1). For example, phenyl, naphthyl and isopropyl can be connected to form The above definition also applies to 4 or more substituents connected together.

[0052] In the present specification, as examples of the halogen group, there are fluorine, chlorine, bromine or iodine.

[0053] In the present specification, the alkyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but is preferably 1 to 30. Specific examples include methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 1-methyl-butyl, 1-ethyl-butyl, pentyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n-heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethylheptyl, 1-ethyl-propyl, 1,1-dimethyl-propyl, isohexyl, 2-methylpentyl, 4-methylhexyl, and 5-methylhexyl.

[0054] In the present specification, the cycloalkyl group is not particularly limited, but is preferably a cycloalkyl group having 3 to 30 carbon atoms, and specifically includes cyclopropyl, cyclobutyl, cyclopentyl, 3-methylcyclopentyl, 2,3-dimethylcyclopentyl, cyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexyl, 3,4,5-trimethylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl, adamantyl and the like, but is not limited thereto.

[0055] In this specification, the alkoxy group can be straight chain, branched or cyclic. The number of carbon atoms of the alkoxy group is not particularly limited, but preferably the number of carbon atoms is 1 to 30. Specifically, it can be a methoxy group, an ethoxy group, a n-propoxy group, an isopropoxy group, a n-butoxy group, an isobutoxy group, a tert-butoxy group, a sec-butoxy group, a n-pentoxy group, a neopentoxy group, an isopentoxy group, a n-hexoxy group, a 3,3-dimethylbutoxy group, a 2-ethylbutoxy group, a n-octoxy group, a n-nonyloxy group, a n-decyloxy group, a benzyloxy group, a p-methylbenzyloxy group, etc., but it is not limited thereto.

[0056] In the present specification, the alkenyl group may be straight chain or branched, and the number of carbon atoms is not particularly limited, but is preferably 2 to 30. Specific examples include vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 3-methyl-1-butenyl, 1,3-butadienyl, allyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, 2,2-diphenylvinyl-1-yl, 2-phenyl-2-(naphthalene-1-yl)vinyl-1-yl, 2,2-bis(diphenyl-1-yl)vinyl-1-yl, stilbene, styryl, and the like, but are not limited thereto.

[0057] In the present specification, a haloalkyl group refers to an alkyl group in the above definition of an alkyl group substituted with at least one halogen group.

[0058] In the present specification, the aryl group is not particularly limited, but is preferably an aryl group having 6 to 30 carbon atoms, and the aryl group may be monocyclic or polycyclic.

[0059] When the aryl group is a monocyclic aryl group, the number of carbon atoms is not particularly limited, but preferably the number of carbon atoms is 6 to 30. Specifically, the monocyclic aryl group may be a phenyl group, a biphenyl group, a terphenyl group, etc., but is not limited thereto.

[0060] When the aryl group is a polycyclic aryl group, the number of carbon atoms is not particularly limited, but preferably the number of carbon atoms is 10 to 30. Specifically, the polycyclic aryl group may be naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl, phenanthrenyl, perylene, yl, fluorenyl, etc., but are not limited to these.

[0061] In the present specification, the fluorenyl group may be substituted, and adjacent groups may be bonded to each other to form a ring.

[0062] Examples of the fluorenyl group include etc., but not limited thereto.

[0063] In this specification, "adjacent" groups may refer to substituents substituted on atoms directly connected to the atom substituted by the substituent, substituents closest to the substituent in stereostructure, or other substituents substituted on the atom substituted by the substituent. For example, two substituents substituted at ortho positions in a benzene ring and two substituents substituted on the same carbon in an aliphatic ring can be interpreted as "adjacent" groups to each other.

[0064] In the present specification, the heteroaryl group contains one or more non-carbon atoms, i.e., heteroatoms. Specifically, the heteroatoms may contain one or more atoms selected from O, N, Se, S, etc. The number of carbon atoms is not particularly limited, but preferably the number of carbon atoms is 2 to 30. The heteroaryl group may be monocyclic or polycyclic. Examples of heteroaryl groups include thienyl, furanyl, pyrrolyl, imidazolyl, thiazolyl, Azolyl, oxadiazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, triazolyl, acridinyl, pyridazinyl, pyrazinyl, quinolyl, quinazolinyl, quinoxalinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolyl, indolyl, carbazolyl, benzo oxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothiophenyl, dibenzothiophenyl, benzofuranyl, phenanthridine, phenanthroline, isothiophene Azolyl, thiadiazolyl, dibenzofuranyl, dibenzothioyl, phenanthroline Thiazole (phenoxathiine), phen Examples of the present invention include, but are not limited to, phenoxazine, phenothiazine, indenocarbazolyl, spirofluorenylxanthenyl and spirofluorenylthioxanthenyl.

[0065] In the present specification, the silyl group may be an alkylsilyl group, an arylsilyl group, a heteroarylsilyl group, etc. The alkyl group in the alkylsilyl group may be the same as the examples of the alkyl group described above, the aryl group in the arylsilyl group may be the same as the examples of the aryl group described above, and the heteroaryl group in the heteroarylsilyl group may be the same as the examples of the heteroaryl group described above.

[0066] In this specification, the boron group can be -BR 100 R 101 , the above R 100 and R 101 The same or different, each independently can be selected from hydrogen, deuterium, halogen, nitrile, substituted or unsubstituted monocyclic or polycyclic cycloalkyl having 3 to 30 carbon atoms, substituted or unsubstituted linear or branched alkyl having 1 to 30 carbon atoms, substituted or unsubstituted monocyclic or polycyclic aryl having 6 to 30 carbon atoms, and substituted or unsubstituted monocyclic or polycyclic heteroaryl having 2 to 30 carbon atoms. The above-mentioned boryl group specifically includes dimethylboryl, diethylboryl, tert-butylmethylboryl, diphenylboryl, etc., but is not limited thereto.

[0067] In this specification, the amine group can be selected from -NH 2 The amino group may be alkylamino, N-alkylamino, N-alkylarylamino, arylamino, N-arylheteroarylamino, N-alkylheteroarylamino, or heteroarylamino. The number of carbon atoms is not particularly limited, but is preferably 1 to 30. Specific examples of the amino group include methylamino, dimethylamino, ethylamino, diethylamino, phenylamino, naphthylamino, biphenylamino, anthrylamino, 9-methyl-anthrylamino, diphenylamino, ditolylamino, N-phenyltolylamino, N-phenylbiphenylamino, N-phenylnaphthylamino, N-biphenylnaphthylamino, N-naphthylfluorenylamino, N-phenylphenanthrenylamino, N-biphenylphenanthrenylamino, N-phenylfluorenylamino, N-phenylterphenylamino, N-phenanthrenylfluorenylamino, and N-biphenylfluorenylamino.

[0068] In the present specification, the N-alkylarylamine group refers to an amine group in which an alkyl group and an aryl group are substituted on the N of the amine group. The alkyl group and the aryl group in the above-mentioned N-alkylarylamine group are the same as the examples of the alkyl group and the aryl group described above.

[0069] In the present specification, the N-arylheteroarylamine group refers to an amine group in which an aryl group or a heteroaryl group is substituted on the N of the amine group. The aryl group and the heteroaryl group in the N-arylheteroarylamine group are the same as the examples of the aryl group and the heteroaryl group described above.

[0070] In the present specification, the N-alkylheteroarylamine group refers to an amine group in which an alkyl group and a heteroaryl group are substituted on the N of the amine group. The alkyl group and the heteroaryl group in the N-alkylheteroarylamine group are the same as the examples of the alkyl group and the heteroaryl group described above.

[0071] In this specification, examples of arylamine groups include substituted or unsubstituted monoarylamine groups or substituted or unsubstituted diarylamine groups. The arylamine groups containing two or more of the above aryl groups may contain monocyclic aryl groups, polycyclic aryl groups, or may contain both monocyclic aryl groups and polycyclic aryl groups. For example, the aryl groups in the above arylamine groups may be selected from the examples of the above aryl groups.

[0072] In this specification, examples of heteroarylamine groups include substituted or unsubstituted monoheteroarylamine groups, or substituted or unsubstituted diheteroarylamine groups. The heteroarylamine groups containing two or more of the above heteroaryl groups may contain monocyclic heteroaryl groups, polycyclic heteroaryl groups, or may contain both monocyclic heteroaryl groups and polycyclic heteroaryl groups. For example, the heteroaryl groups in the above heteroarylamine groups may be selected from the examples of the above heteroaryl groups.

[0073] In this specification, the hydrocarbon ring group may be an aromatic hydrocarbon ring group, an aliphatic hydrocarbon ring group, or a condensed ring group of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring, the aromatic hydrocarbon ring group is applicable to the description of the above-mentioned aryl group, and the aliphatic hydrocarbon ring group is applicable to the description of the above-mentioned cycloalkyl group. In addition, the condensed ring group of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring may be applicable to a structure in which the above-mentioned aryl group and cycloalkyl group are condensed with each other.

[0074] In the present specification, an arylene group refers to a group having two bonding positions on an aryl group, that is, a divalent group. The above description of the aryl group is applicable to these groups except that they are each a divalent group.

[0075] In the present specification, a heteroarylene group refers to a group having two bonding positions on a heteroaryl group, that is, a divalent group. The above description of the heteroaryl group is applicable to these groups except that they are each a divalent group.

[0076] In the present specification, "adjacent groups in a substituent are bonded to each other to form a ring" means that adjacent groups are bonded to each other to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring.

[0077] In the present specification, in a substituted or unsubstituted ring formed by bonding to each other, "ring" means a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring.

[0078] In the present specification, the hydrocarbon ring may be an aromatic hydrocarbon ring, an aliphatic hydrocarbon ring, or a condensed ring of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring, and may be selected from the examples of the cycloalkyl group or aryl group described above except that the cycloalkyl group or aryl group is not monovalent as described above.

[0079] In the present specification, the heterocycle contains one or more non-carbon atoms, i.e., heteroatoms. Specifically, the heteroatoms may contain one or more atoms selected from O, N, Se, S, etc. The heterocycle may be monocyclic or polycyclic, and may be aromatic, aliphatic, or a condensed ring of aromatic and aliphatic. The aromatic heterocycle may be selected from the examples of the heteroaryl group except that it is not monovalent.

[0080] In the present specification, an aliphatic heterocycle refers to an aliphatic ring containing one or more heteroatoms. Examples of aliphatic heterocycles include oxirane, tetrahydrofuran, 1,4-dihydrofuran, Examples of the present invention include, but are not limited to, 1,4-dioxane, pyrrolidine, piperidine, morpholine, oxepane, azacyclooctane, and thiocane.

[0081] Unless otherwise defined in this specification, all technical terms and scientific terms used in this specification have the same meaning as those generally understood by those skilled in the art. Methods and materials similar to or equivalent to the description in this specification can be used for the implementation or test of embodiments of the present invention, but suitable methods and materials are described later. All publications, patent applications, patents and other references mentioned in this specification are included in this specification as a whole as a reference, and in the case of conflict, if no specific passage is mentioned, the present specification including the definition takes precedence. In addition, materials, methods and embodiments are only illustrative and not intended to be limited.

[0082] Next, the compound of the above Chemical Formula 1 will be described in detail.

[0083] According to one embodiment of the present specification, the above Chemical Formula 1 is the following Chemical Formula 1-1 or Chemical Formula 1-2.

[0084] [Chemical formula 1-1]

[0085]

[0086] [Chemical formula 1-2]

[0087]

[0088] In the above chemical formulas 1-1 and 1-2,

[0089] Definitions of R1 to R6, L1, L2, I1, I2, A1, and Y1 to Y5 are the same as those in the above Chemical Formula 1.

[0090] According to one embodiment of the present specification, R1 to R6 are hydrogen.

[0091] According to one embodiment of the present specification, R1 to R6 are deuterium.

[0092] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other, and are each independently hydrogen, deuterium, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group, or any one or more pairs of adjacent groups among the above-mentioned G3 to G6 are combined with each other to form an aromatic hydrocarbon ring substituted or unsubstituted by G7.

[0093] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other, and are each independently hydrogen, deuterium, a substituted or unsubstituted straight-chain or branched alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted monocyclic or polycyclic aromatic group having 6 to 30 carbon atoms, or any one or more adjacent pairs of groups among the above-mentioned G3 to G6 are combined with each other to form an aromatic hydrocarbon ring having 6 to 30 carbon atoms that is substituted or unsubstituted by G7.

[0094] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other, and are each independently hydrogen, deuterium, a substituted or unsubstituted straight-chain or branched alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted monocyclic or polycyclic aromatic group having 6 to 20 carbon atoms, or any one or more adjacent pairs of groups among the above-mentioned G3 to G6 are combined with each other to form an aromatic hydrocarbon ring having 6 to 20 carbon atoms that is substituted or unsubstituted by G7.

[0095] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other, and are independently hydrogen, deuterium, alkyl or aryl, or any one or more pairs of adjacent groups in the above-mentioned G3 to G6 are combined with each other to form an aromatic hydrocarbon ring substituted or unsubstituted by G7.

[0096] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other, and are each independently hydrogen, deuterium, a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or a monocyclic or polycyclic aromatic group having 6 to 30 carbon atoms, or any one or more adjacent pairs of groups among the above-mentioned G3 to G6 are combined with each other to form an aromatic hydrocarbon ring having 6 to 30 carbon atoms which is substituted or unsubstituted by G7.

[0097] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other, and are each independently hydrogen, deuterium, a straight-chain or branched alkyl group having 1 to 20 carbon atoms, or a monocyclic or polycyclic aromatic group having 6 to 20 carbon atoms, or any one or more adjacent pairs of groups among the above-mentioned G3 to G6 are combined with each other to form an aromatic hydrocarbon ring having 6 to 20 carbon atoms which is substituted or unsubstituted by G7.

[0098] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other, and are independently hydrogen, deuterium, methyl, ethyl, phenyl or naphthyl, or any one or more pairs of adjacent groups in the above-mentioned G3 to G6 are combined with each other to form benzene substituted or unsubstituted by G7.

[0099] According to one embodiment of the present specification, any one or more adjacent pairs of groups among G3 to G6 are bonded to each other to form a ring which is substituted or unsubstituted by G7.

[0100] According to one embodiment of the present specification, any one or more adjacent pairs of groups among G3 to G6 are bonded to each other to form an aromatic hydrocarbon ring which may be substituted by G7.

[0101] According to one embodiment of the present specification, any one or more adjacent pairs of groups among G3 to G6 are bonded to each other to form an aromatic hydrocarbon ring having 6 to 30 carbon atoms which is substituted or unsubstituted by G7.

[0102] According to one embodiment of the present specification, any one or more adjacent pairs of groups among G3 to G6 are bonded to each other to form an aromatic hydrocarbon ring having 6 to 20 carbon atoms which is substituted or unsubstituted by G7.

[0103] According to one embodiment of the present specification, any one or more adjacent pairs of groups among G3 to G6 are bonded to each other to form benzene substituted or unsubstituted by G7.

[0104] According to one embodiment of the present specification, any one or more adjacent pairs of groups in G3 to G6 are bonded to each other to form benzene.

[0105] According to one embodiment of the present specification, any one of G2 to G6 is a site that binds to L1 in the above Chemical Formula 1.

[0106] According to one embodiment of the present specification, any one of G2 to G7 is a site that binds to L1 in the above Chemical Formula 1.

[0107] According to one embodiment of the present specification, the chemical formula A is any one of the following structures.

[0108]

[0109] In the above structure,

[0110] Any one of G2 to G6 and G71 to G78 is a site that binds to L1 of the above Chemical Formula 1, and the rest of G2 to G6 and G71 to G78 that do not bind to Chemical Formula 1 are the same as or different from each other, and are each independently hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl,

[0111] X1 is O or S.

[0112] According to one embodiment of the present specification, the above-mentioned X1 is O.

[0113] According to one embodiment of the present specification, the above-mentioned X1 is S.

[0114] According to one embodiment of the present specification, the chemical formula A is any one of the following structures.

[0115]

[0116] In the above structure,

[0117] Any one of G2 to G6 and G71 to G78 is a site that binds to L1 of the above Chemical Formula 1, and the rest of the above G2 to G6 and G71 to G78 that are not bound to Chemical Formula 1 are the same as or different from each other, and are each independently hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl.

[0118] According to one embodiment of the present specification, G2 to G6 are the same as or different from each other, and are each independently hydrogen, deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group.

[0119] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other, and are each independently hydrogen, deuterium, a substituted or unsubstituted straight-chain or branched alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms.

[0120] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other, and are each independently hydrogen, deuterium, a substituted or unsubstituted straight-chain or branched alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms.

[0121] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other, and are each independently hydrogen; deuterium; alkyl; aryl substituted or unsubstituted by deuterium, cyano, alkyl, aryl or heteroaryl; or heteroaryl substituted or unsubstituted by alkyl or aryl.

[0122] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other and are independently hydrogen; deuterium; a straight-chain or branched alkyl group having 1 to 30 carbon atoms; a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms that is unsubstituted or substituted by deuterium, a cyano group, a straight-chain or branched alkyl group having 1 to 30 carbon atoms, a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms, or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms that is unsubstituted or substituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0123] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other, and are independently hydrogen; deuterium; a straight-chain or branched alkyl group having 1 to 20 carbon atoms; a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms that is unsubstituted or substituted by deuterium, a cyano group, a straight-chain or branched alkyl group having 1 to 20 carbon atoms, a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, or a monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms that is unsubstituted or substituted by a straight-chain or branched alkyl group having 1 to 20 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0124] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other and are independently hydrogen; deuterium; methyl; ethyl; isopropyl; tert-butyl; phenyl substituted or unsubstituted by deuterium, cyano, a straight-chain or branched alkyl group having 1 to 30 carbon atoms, a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms, or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms; biphenyl substituted or unsubstituted by deuterium, cyano, or a straight-chain or branched alkyl group having 1 to 30 carbon atoms; naphthyl; pyridyl substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; pyrimidinyl; pyridazinyl; quinolyl; isoquinolyl; dibenzofuranyl or dibenzothiophenyl.

[0125] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other and are independently hydrogen; deuterium; methyl; ethyl; isopropyl; tert-butyl; phenyl substituted or unsubstituted by deuterium, cyano, a straight-chain or branched alkyl group having 1 to 20 carbon atoms, a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, or a monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms; biphenyl substituted or unsubstituted by deuterium, cyano, or a straight-chain or branched alkyl group having 1 to 20 carbon atoms; naphthyl; pyridyl substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 20 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; pyrimidinyl; pyridazinyl; quinolyl; isoquinolyl; dibenzofuranyl or dibenzothiophenyl.

[0126] According to one embodiment of the present specification, the above-mentioned G2 to G6 are the same as or different from each other, and are each independently hydrogen; deuterium; methyl; ethyl; isopropyl; tert-butyl; phenyl substituted or unsubstituted by deuterium, cyano, methyl, isopropyl, tert-butyl, naphthyl or pyridyl; biphenyl substituted or unsubstituted by deuterium, cyano or isopropyl; naphthyl; pyridyl substituted or unsubstituted by methyl or phenyl; pyrimidinyl; pyridazinyl; quinolyl; isoquinolyl; dibenzofuranyl or dibenzothiophenyl.

[0127] According to one embodiment of the present specification, the above-mentioned G7 is hydrogen or deuterium.

[0128] According to one embodiment of the present specification, the above-mentioned G7 is hydrogen.

[0129] According to one embodiment of the present specification, the above-mentioned G7 is deuterium.

[0130] According to one embodiment of the present specification, G71 to G78 are the same as or different from each other, and are each independently hydrogen or deuterium.

[0131] According to one embodiment of the present specification, any one of G2 to G7 is a site that binds to L1 in the above Chemical Formula 1.

[0132] According to one embodiment of the present specification, any one of G2 to G6 is a site that binds to L1 in the above Chemical Formula 1.

[0133] According to one embodiment of the present specification, G71 to G78 are hydrogen.

[0134] According to one embodiment of the present specification, G71 to G78 are deuterium.

[0135] According to one embodiment of the present specification, at least one of the above Y1 to Y5 is N, and the rest of the above Y1 to Y5 that are not N are the same as or different from each other and are each independently CG1.

[0136] According to one embodiment of the present specification, any one of Y1 to Y5 is N, and the rest of Y1 to Y5 that are not N are the same as or different from each other and are each independently CG1.

[0137] According to one embodiment of the present specification, any two of the above Y1 to Y5 are N, and the rest of the above Y1 to Y5 that are not N are the same as or different from each other and are each independently CG1.

[0138] According to one embodiment of the present specification, any three of the above Y1 to Y5 are N, and the rest of the above Y1 to Y5 that are not N are the same as or different from each other and are each independently CG1.

[0139] According to one embodiment of the present specification, any four of the above Y1 to Y5 are N, and the rest of the above Y1 to Y5 that are not N are CG1.

[0140] According to one embodiment of the present specification, Y1 to Y5 are N.

[0141] According to one embodiment of the present specification, the above Y1 is N, and the above Y2 to Y5 are the same as or different from each other and are each independently CG1.

[0142] According to one embodiment of the present specification, the above Y2 is N, and the above Y1 and Y3 to Y5 are the same as or different from each other, and are each independently CG1.

[0143] According to one embodiment of the present specification, the above Y3 is N, and the above Y1, Y2, Y4 and Y5 are the same as or different from each other and are each independently CG1.

[0144] According to one embodiment of the present specification, Y1 and Y2 are N, and Y3 to Y5 are the same as or different from each other and are each independently CG1.

[0145] According to one embodiment of the present specification, Y1 and Y3 are N, and Y2, Y4 and Y5 are the same as or different from each other and are each independently CG1.

[0146] According to one embodiment of the present specification, Y1 and Y4 are N, and Y2, Y3 and Y5 are the same as or different from each other and are each independently CG1.

[0147] According to one embodiment of the present specification, the above-mentioned Y1 and Y5 are N, and the above-mentioned Y2 to Y4 are the same as or different from each other and are each independently CG1.

[0148] According to one embodiment of the present specification, Y2 and Y3 are N, and Y1, Y4 and Y5 are the same as or different from each other and are each independently CG1.

[0149] According to one embodiment of the present specification, Y2 and Y4 are N, and Y1, Y3 and Y5 are the same as or different from each other and are each independently CG1.

[0150] According to one embodiment of the present specification, Y1, Y2 and Y3 are N, and Y4 and Y5 are the same as or different from each other and are each independently CG1.

[0151] According to one embodiment of the present specification, Y1, Y2 and Y4 are N, and Y3 and Y5 are the same as or different from each other and are each independently CG1.

[0152] According to one embodiment of the present specification, Y1, Y2 and Y5 are N, and Y3 and Y4 are the same as or different from each other and are each independently CG1.

[0153] According to one embodiment of the present specification, Y1, Y3 and Y4 are N, and Y2 and Y5 are the same as or different from each other and are each independently CG1.

[0154] According to one embodiment of the present specification, Y1, Y3 and Y5 are N, and Y2 and Y4 are the same as or different from each other and are each independently CG1.

[0155] According to one embodiment of the present specification, the above Y2 to Y4 are N, and the above Y1 and Y5 are the same as or different from each other and are each independently CG1.

[0156] According to one embodiment of the present specification, Y1 and Y3 to Y5 are N, and Y2 is CG1.

[0157] According to one embodiment of the present specification, Y1, Y2, Y4 and Y5 are N, and Y3 is CG1.

[0158] According to one embodiment of the present specification, the above-mentioned Y1 to Y4 are N, and the above-mentioned Y5 is CG1.

[0159] According to one embodiment of this specification, the above is any one selected from the following structures.

[0160]

[0161] In the above structure,

[0162] L2 and l2 are the same as those in the above chemical formula 1,

[0163] G11 to G15 are the same as or different from each other, and are each independently hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, or any one or more adjacent pairs of groups are combined to form a substituted or unsubstituted aromatic hydrocarbon ring.

[0164] According to one embodiment of the present specification, the above-mentioned G1 is hydrogen, deuterium, substituted or unsubstituted alkyl, substituted or unsubstituted carbon atom number cycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, or any one or more pairs of adjacent groups are combined with each other to form a substituted or unsubstituted aromatic hydrocarbon ring.

[0165] According to one embodiment of the present specification, G1 is hydrogen, deuterium, a substituted or unsubstituted straight or branched alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms, or any one or more adjacent pairs of groups are bonded to each other to form a substituted or unsubstituted monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 30 carbon atoms.

[0166] According to one embodiment of the present specification, G1 is hydrogen, deuterium, a substituted or unsubstituted straight or branched alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 3 to 20 carbon atoms, or any one or more adjacent pairs of groups are bonded to each other to form a substituted or unsubstituted monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 20 carbon atoms.

[0167] According to one embodiment of the present specification, the above-mentioned G1 is hydrogen; deuterium; a straight-chain or branched alkyl group having 1 to 30 carbon atoms; a monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms; a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms which is unsubstituted or substituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or a monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms which is unsubstituted or substituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or any pair or more pairs of adjacent groups are combined to form a monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 30 carbon atoms.

[0168] According to one embodiment of the present specification, the above-mentioned G1 is hydrogen; deuterium; a straight-chain or branched alkyl group having 1 to 20 carbon atoms; a monocyclic or polycyclic cycloalkyl group having 3 to 20 carbon atoms; a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms which is unsubstituted or substituted by a straight-chain or branched alkyl group having 1 to 20 carbon atoms, or a monocyclic or polycyclic cycloalkyl group having 3 to 20 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 3 to 20 carbon atoms which is unsubstituted or substituted by a straight-chain or branched alkyl group having 1 to 20 carbon atoms, or any pair or more pairs of adjacent groups are combined to form a monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 20 carbon atoms.

[0169] According to one embodiment of the present specification, the above-mentioned G1 is hydrogen; deuterium; methyl; cyclohexyl; a straight-chain or branched alkyl group having 1 to 30 carbon atoms; a phenyl group which is substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or a monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms; a biphenyl group; a naphthyl group; or a pyridyl group which is substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or any pair or more pairs of adjacent groups are combined to form benzene.

[0170] According to one embodiment of the present specification, the above-mentioned G1 is hydrogen; deuterium; methyl; cyclohexyl; a straight-chain or branched alkyl group having 1 to 20 carbon atoms; a phenyl group which is substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 20 carbon atoms, or a monocyclic or polycyclic cycloalkyl group having 3 to 20 carbon atoms; a biphenyl group; a naphthyl group; or a pyridyl group which is substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 20 carbon atoms, or any pair or more pairs of adjacent groups are combined to form benzene.

[0171] According to one embodiment of the present specification, the above G1 is hydrogen; deuterium; methyl; cyclohexyl; phenyl substituted or unsubstituted by methyl, tert-butyl or cyclohexyl; biphenyl; naphthyl; or pyridyl substituted or unsubstituted by methyl, or any pair or more pairs of adjacent groups are combined to form benzene.

[0172] According to one embodiment of the present specification, the above G1 is hydrogen, deuterium or phenyl, or any one or more pairs of adjacent groups are bonded to each other to form benzene.

[0173] According to one embodiment of the present specification, the above-mentioned G11 to G15 are the same as or different from each other, and are each independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted carbon cycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, or any one or more adjacent pairs of groups are combined to form a substituted or unsubstituted aromatic hydrocarbon ring.

[0174] According to one embodiment of the present specification, the above-mentioned G11 to G15 are the same as or different from each other, and are each independently hydrogen, a substituted or unsubstituted straight-chain or branched alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms, or any one or more adjacent pairs of groups are combined to form a substituted or unsubstituted monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 30 carbon atoms.

[0175] According to one embodiment of the present specification, the above-mentioned G11 to G15 are the same as or different from each other, and are each independently hydrogen, a substituted or unsubstituted straight-chain or branched alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 3 to 20 carbon atoms, or any one or more adjacent pairs of groups are combined to form a substituted or unsubstituted monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 20 carbon atoms.

[0176] According to one embodiment of the present specification, the above-mentioned G11 to G15 are the same as or different from each other and are independently hydrogen; a straight-chain or branched alkyl group having 1 to 30 carbon atoms; a monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms; a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms which is unsubstituted or substituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or a monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms which is unsubstituted or substituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or any pair or more pairs of adjacent groups are combined to form a monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 30 carbon atoms.

[0177] According to one embodiment of the present specification, the above-mentioned G11 to G15 are the same as or different from each other and are independently hydrogen; a straight-chain or branched alkyl group having 1 to 20 carbon atoms; a monocyclic or polycyclic cycloalkyl group having 3 to 20 carbon atoms; a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms which is unsubstituted or substituted by a straight-chain or branched alkyl group having 1 to 20 carbon atoms, or a monocyclic or polycyclic cycloalkyl group having 3 to 20 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 3 to 20 carbon atoms which is unsubstituted or substituted by a straight-chain or branched alkyl group having 1 to 20 carbon atoms, or any pair or more pairs of adjacent groups are combined to form a monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 20 carbon atoms.

[0178] According to one embodiment of the present specification, the above-mentioned G11 to G15 are the same as or different from each other, and are independently hydrogen; methyl; cyclohexyl; a straight-chain or branched alkyl group having 1 to 30 carbon atoms; a phenyl group which is substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or a monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms; a biphenyl group; a naphthyl group; or a pyridyl group which is substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or any pair or more pairs of adjacent groups are combined to form benzene.

[0179] According to one embodiment of the present specification, the above-mentioned G11 to G15 are the same as or different from each other, and are independently hydrogen; methyl; cyclohexyl; a straight-chain or branched alkyl group having 1 to 20 carbon atoms; a phenyl group which is substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 20 carbon atoms, or a monocyclic or polycyclic cycloalkyl group having 3 to 20 carbon atoms; a biphenyl group; a naphthyl group; or a pyridyl group which is substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 20 carbon atoms, or any pair or more pairs of adjacent groups are combined to form benzene.

[0180] According to one embodiment of the present specification, the above-mentioned G11 to G15 are the same as or different from each other, and are independently hydrogen; methyl; cyclohexyl; phenyl substituted or unsubstituted by methyl, tert-butyl or cyclohexyl; biphenyl; naphthyl; or pyridyl substituted or unsubstituted by methyl, or any pair or more pairs of adjacent groups are combined to form benzene.

[0181] According to one embodiment of the present specification, the above G11 to G15 are hydrogen, deuterium or phenyl, or any one or more adjacent pairs of groups are combined to form benzene.

[0182] According to one embodiment of the present specification, the above l1 is 1.

[0183] According to one embodiment of the present specification, the above l1 is 2.

[0184] According to one embodiment of the present specification, the above l1 is 3.

[0185] According to one embodiment of the present specification, the above l2 is 1.

[0186] According to one embodiment of the present specification, the above l2 is 2.

[0187] According to one embodiment of the present specification, the above l2 is 3.

[0188] In the present specification, in the above chemical formula 1, when l1 is 2 or more, two or more L1s are the same or different from each other, and each L1 means to be connected in series. For example, when l1 is 3, when L1 is each phenylene, naphthylene and phenylene, they can be connected as follows, but are not limited to this, and the order or connection position of each L1 can be different.

[0189]

[0190] In addition, for example, when n1 is 3, it means that A1 is bonded to the phenylene group, which is the terminal substituent at the third position in the structure shown above, and * indicates the site of bonding to the chemical formula 1.

[0191] The description of l2 is also applicable to the description of l1 described above.

[0192] According to one embodiment of the present specification, L1 is a direct bond, a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms, or a monocyclic or polycyclic heteroarylene group having 2 to 30 carbon atoms, and L2 is a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0193] According to one embodiment of the present specification, the above-mentioned L1 is a direct bond, or a substituted or unsubstituted arylene group.

[0194] According to one embodiment of the present specification, L1 is a direct bond, a substituted or unsubstituted monocyclic or polycyclic arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted monocyclic or polycyclic heteroarylene group having 2 to 30 carbon atoms.

[0195] According to one embodiment of the present specification, L1 is a direct bond, a substituted or unsubstituted monocyclic or polycyclic arylene group having 6 to 20 carbon atoms, or a substituted or unsubstituted monocyclic or polycyclic heteroarylene group having 2 to 20 carbon atoms.

[0196] According to one embodiment of the present specification, the above-mentioned L1 is a direct bond, an arylene group, or a heteroarylene group.

[0197] According to one embodiment of the present specification, L1 is a direct bond, a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms, or a monocyclic or polycyclic heteroarylene group having 2 to 30 carbon atoms.

[0198] According to one embodiment of the present specification, L1 is a direct bond, a monocyclic or polycyclic arylene group having 6 to 20 carbon atoms, or a monocyclic or polycyclic heteroarylene group having 2 to 20 carbon atoms.

[0199] According to one embodiment of the present specification, L1 is a direct bond, a phenylene group, a biphenylene group, a naphthylene group, a divalent pyridyl group, or a divalent dibenzofuranyl group.

[0200] According to one embodiment of the present specification, the above-mentioned L2 is a substituted or unsubstituted arylene group.

[0201] According to one embodiment of the present specification, the above L2 is a substituted or unsubstituted monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0202] According to one embodiment of the present specification, L2 is a substituted or unsubstituted monocyclic or polycyclic arylene group having 6 to 20 carbon atoms.

[0203] According to one embodiment of the present specification, the above-mentioned L2 is an arylene group.

[0204] According to one embodiment of the present specification, L2 is a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0205] According to one embodiment of the present specification, L2 is a monocyclic or polycyclic arylene group having 6 to 20 carbon atoms.

[0206] According to one embodiment of the present specification, the above-mentioned L2 is a phenylene group.

[0207] According to one embodiment of the present specification, the chemical formula 1 is any one selected from the following compounds.

[0208]

[0209]

[0210]

[0211]

[0212]

[0213]

[0214]

[0215]

[0216]

[0217]

[0218]

[0219]

[0220]

[0221]

[0222]

[0223]

[0224]

[0225]

[0226]

[0227]

[0228]

[0229]

[0230]

[0231]

[0232]

[0233]

[0234]

[0235]

[0236]

[0237] In addition, the present specification provides an organic light-emitting device including the above-mentioned compound.

[0238] In the present specification, when it is mentioned that a certain component is located “on” another component, it not only includes the case where the certain component is in contact with the other component, but also includes the case where other components exist between the two components.

[0239] In the present specification, when a part is indicated to “include / comprise” a certain component, unless there is a particular description to the contrary, it means that other components may be further included, rather than excluding other components.

[0240] In this specification, the above-mentioned "layer" is interchangeable with the "film" mainly used in this technical field, and refers to a coating covering the target area. The size of the above-mentioned "layer" is not limited, and the sizes of each "layer" can be the same or different. According to one embodiment, the size of the "layer" can be equal to the size of the entire device, can be equivalent to the size of a specific functional area, or can be as small as a single sub-pixel.

[0241] In this specification, the meaning of specific substance A contained in layer B includes i) the case where one or more substances A are contained in one layer B, and ii) the case where layer B is composed of one or more layers and substance A is contained in one or more layers of the multiple layers B.

[0242] In this specification, the meaning of a specific substance A being contained in layer C or layer D refers to all of the following situations: i) being contained in one or more layers among one or more layers C, or ii) being contained in one or more layers among one or more layers D, or iii) being contained in one or more layers C and one or more layers D, respectively.

[0243] The present specification provides an organic light-emitting device, comprising: a first electrode, a second electrode, and at least one organic layer disposed between the first electrode and the second electrode, wherein at least one of the organic layers contains the compound of Chemical Formula 1.

[0244] The organic layer of the organic light-emitting device of the present specification may be formed by a single-layer structure or a multi-layer structure in which two or more organic layers are stacked. For example, it may have a structure including a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, an electron blocking layer, a hole blocking layer, etc. However, the structure of the organic light-emitting device is not limited thereto and may include a smaller number of organic layers.

[0245] According to one embodiment of the present specification, the organic layer includes an electron injection layer, an electron transport layer, or an electron injection and transport layer, and the electron injection layer, the electron transport layer, or the electron injection and transport layer includes the compound.

[0246] According to one embodiment of the present specification, the organic layer includes a hole blocking layer, and the hole blocking layer includes the compound.

[0247] According to one embodiment of the present specification, the organic layer includes a hole injection layer, a hole transport layer, or a hole injection and transport layer.

[0248] According to one embodiment of the present specification, the organic layer includes a light-emitting layer.

[0249] According to one embodiment of the present specification, the organic layer includes an electron blocking layer.

[0250] According to one embodiment of the present specification, the above-mentioned organic layer also includes one or more layers of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and an electron injection and transport layer.

[0251] According to one embodiment of the present specification, the above-mentioned organic light-emitting device also includes one or more layers selected from a hole injection layer, a hole transport layer, a hole injection and transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, an electron injection and transport layer, a hole blocking layer, and an electron blocking layer.

[0252] According to one embodiment of the present specification, the organic light-emitting device includes a first electrode; a second electrode arranged opposite to the first electrode; a light-emitting layer arranged between the first electrode and the second electrode; and two or more organic layers arranged between the light-emitting layer and the first electrode, or between the light-emitting layer and the second electrode.

[0253] According to one embodiment of the present specification, the above-mentioned two or more organic layers can be selected from two or more of the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, an electron injection and transport layer, a hole blocking layer, and an electron blocking layer.

[0254] According to one embodiment of the present specification, two or more hole transport layers are included between the light emitting layer and the first electrode. The two or more hole transport layers may include the same or different substances.

[0255] According to one embodiment of the present specification, the first electrode is an anode or a cathode.

[0256] According to one embodiment of the present specification, the second electrode is a cathode or an anode.

[0257] According to one embodiment of the present specification, the organic light emitting device may be a (normal type) organic light emitting device having a structure in which an anode, one or more organic material layers, and a cathode are sequentially stacked on a substrate.

[0258] According to one embodiment of the present specification, the organic light emitting device may be an organic light emitting device of a reverse structure (inverted type) in which a cathode, one or more organic layers, and an anode are sequentially stacked on a substrate.

[0259] For example, the structure of an organic light-emitting device according to one embodiment of the present specification is shown in Figure 1 and 2 . The above Figure 1 and 2 An organic light emitting device is exemplified, and is not limited thereto.

[0260] Figure 1 exemplifies the structure of an organic light-emitting device in which a first electrode 2, an organic layer 4, and a second electrode 3 are sequentially stacked on a substrate 1. The above-mentioned compound is contained in the organic layer.

[0261] Figure 2 exemplifies the structure of an organic light-emitting device in which a first electrode 2, a hole injection layer 5, a first hole transport layer 6, a second hole transport layer 7, a light-emitting layer 8, an electron injection and transport layer 9, and a second electrode 3 are sequentially stacked on a substrate 1. The above compound is contained in the electron injection and transport layer 9.

[0262] The organic light-emitting device of the present specification can be manufactured using materials and methods known in the art, except that the hole injection layer, electron injection layer, electron transport layer, electron injection and transport layer, or hole blocking layer includes the above compound, that is, the compound of the above Chemical Formula 1.

[0263] When the organic light-emitting device includes a plurality of organic layers, the organic layers may be formed of the same substance or different substances.

[0264] For example, the organic light-emitting device of the present specification can be manufactured by sequentially stacking a first electrode, an organic layer, and a second electrode on a substrate. In this case, the device can be manufactured as follows: a PVD (physical vapor deposition) method such as sputtering or electron beam evaporation is used to vapor-deposit a metal or a conductive metal oxide or an alloy thereof on a substrate to form an anode, and then an organic layer including a hole injection layer, a hole transport layer, a light-emitting layer, and an electron transport layer is formed on the anode, and then a substance that can be used as a cathode is vapor-deposited on the organic layer. In addition to this method, an organic light-emitting device can also be manufactured by sequentially vapor-depositing a cathode substance, an organic layer, and an anode substance on a substrate.

[0265] In addition, the compound of the above chemical formula 1 can be used not only by vacuum evaporation method but also by solution coating method to form an organic layer when manufacturing an organic light-emitting device. Here, the so-called solution coating method refers to spin coating method, dip coating method, blade coating method, inkjet printing method, screen printing method, spray method, roller coating method, etc., but is not limited thereto.

[0266] In addition to these methods, an organic light-emitting device can also be manufactured by sequentially vapor-depositing a cathode material, an organic layer, and an anode material on a substrate. However, the manufacturing method is not limited to this.

[0267] As the above-mentioned anode material, in order to enable holes to be smoothly injected into the organic layer, it is preferred to use a material with a large work function. For example, there are metals such as vanadium, chromium, copper, zinc, gold, or their alloys; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), indium zinc oxide (IZO); ZnO:Al or SnO 2 : Combinations of metals such as Sb and oxides; conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDOT), polypyrrole and polyaniline, etc., but are not limited thereto.

[0268] The cathode material is preferably a material with a small work function in order to facilitate electron injection into the organic layer. Examples include metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or alloys thereof; LiF / Al or LiO 2 / Al and other multilayer structure materials, but are not limited to these.

[0269] The above-mentioned light-emitting layer may include a host material and a dopant material. The host material includes an aromatic fused ring derivative or a heterocyclic compound. Specifically, as an aromatic fused ring derivative, there are anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentacene derivatives, phenanthrene compounds, fluoranthene compounds, etc., as heterocyclic compounds, there are dibenzofuran derivatives, ladder-type furan compounds, etc. Pyrimidine derivatives, etc., but are not limited to these.

[0270] According to one embodiment of the present specification, the host includes a compound represented by the following chemical formula H-1, but is not limited thereto.

[0271] [Chemical formula H-1]

[0272]

[0273] In the above chemical formula H-1,

[0274] L20 and L21 are the same as or different from each other, and are each independently a direct bond, a substituted or unsubstituted arylene group, or a substituted or unsubstituted divalent heterocyclic group,

[0275] Ar20 and Ar21 are the same or different from each other and are each independently hydrogen, deuterium, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group,

[0276] R201 is hydrogen, deuterium, a halogen group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group,

[0277] r201 is an integer of 1 to 8. When r201 is 2 or more, two or more R201s are the same as or different from each other.

[0278] In one embodiment of the present specification, L20 and L21 are the same as or different from each other, and are each independently a direct bond, a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms, or a monocyclic or polycyclic divalent heterocyclic group having 2 to 30 carbon atoms.

[0279] In one embodiment of the present specification, L20 and L21 are the same as or different from each other, and are each independently a direct bond, a deuterium-substituted or unsubstituted phenylene group, a deuterium-substituted or unsubstituted biphenylene group, a deuterium-substituted or unsubstituted naphthylene group, a divalent dibenzofuranyl group, or a divalent dibenzothiophenyl group.

[0280] In one embodiment of the present specification, Ar20 and Ar21 are the same or different and are each independently a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted monocyclic or polycyclic heterocyclic group having 2 to 30 carbon atoms.

[0281] In one embodiment of the present specification, Ar20 and Ar21 are the same as or different from each other, and are each independently a substituted or unsubstituted monocyclic to tetracyclic aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted monocyclic to tetracyclic heterocyclic group having 6 to 20 carbon atoms.

[0282] In one embodiment of the present specification, Ar20 and Ar21 are the same or different from each other and are each independently substituted or unsubstituted phenyl by deuterium or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; biphenyl by deuterium or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; naphthyl by a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; Thienyl substituted or unsubstituted by an aryl group having 6 to 20 carbon atoms; dibenzofuranyl substituted or unsubstituted by a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; naphthobenzofuranyl substituted or unsubstituted by a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; dibenzothienyl substituted or unsubstituted by a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; or naphthobenzothienyl substituted or unsubstituted by a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0283] In one embodiment of the present specification, Ar20 and Ar21 are the same as or different from each other, and are each independently a phenyl group substituted or unsubstituted by deuterium, a biphenyl group substituted or unsubstituted by deuterium, a terphenyl group, a naphthyl group substituted or unsubstituted by deuterium, a thienyl group substituted or unsubstituted by phenyl, a phenanthryl group, a dibenzofuranyl group, a naphthiobenzofuranyl group, a dibenzothiophenyl group, or a naphthiobenzothiophenyl group.

[0284] In one embodiment of the present specification, the Ar20 is a substituted or unsubstituted heterocyclic group, and the Ar21 is a substituted or unsubstituted aryl group.

[0285] According to one embodiment of the present specification, the above R201 is hydrogen or phenyl.

[0286] According to one embodiment of the present specification, the chemical formula H-1 is represented by the following compound.

[0287]

[0288] As the dopant material, there are aromatic amine derivatives, styrylamine compounds, boron complexes, fluoranthene compounds, metal complexes, etc. Specifically, aromatic amine derivatives are aromatic fused ring derivatives having substituted or unsubstituted arylamine groups, such as pyrene, anthracene, In addition, the styrylamine compound is a compound in which at least one arylvinyl group is substituted on a substituted or unsubstituted arylamine, and is substituted or unsubstituted with one or more substituents selected from aryl, silyl, alkyl, cycloalkyl and arylamine. Specifically, there are styrylamine, styryldiamine, styryltriamine, styryltetramine, etc., but not limited thereto. In addition, as a metal complex, there are iridium complexes, platinum complexes, etc., but not limited thereto.

[0289] According to one embodiment of the present specification, the dopant material includes a compound of the following chemical formula D-12, but is not limited thereto.

[0290] [Chemical formula D-1]

[0291]

[0292] In the above chemical formula D-1,

[0293] T1 to T5 are the same as or different from each other, and are each independently hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted amine group, or a substituted or unsubstituted aryl group,

[0294] t1 and t2 are each an integer from 1 to 5,

[0295] t3 is an integer from 1 to 3,

[0296] t4 and t5 are each an integer from 1 to 4,

[0297] When the above t1 is 2 or more, the above two or more T1 are the same or different from each other.

[0298] When the above t2 is 2 or more, the above two or more T2 are the same or different from each other.

[0299] When the above t3 is 2 or more, the above two or more T3 are the same or different from each other.

[0300] When the above t4 is 2 or more, the above two or more T4 are the same or different from each other.

[0301] When the above t5 is 2 or more, the above two or more T5s may be the same as or different from each other.

[0302] According to one embodiment of the present specification, the above-mentioned T1 to T5 are the same as or different from each other, and are each independently hydrogen, a substituted or unsubstituted straight-chain or branched alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted monocyclic or polycyclic arylamine group having 6 to 30 carbon atoms, or a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0303] According to one embodiment of the present specification, the above-mentioned T1 to T5 are the same as or different from each other, and are each independently hydrogen, a straight-chain or branched alkyl group having 1 to 30 carbon atoms, a monocyclic or polycyclic arylamine group having 6 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms which is substituted or unsubstituted with a straight-chain or branched alkyl group having 1 to 30 carbon atoms.

[0304] According to one embodiment of the present specification, the above T1 to T5 are the same as or different from each other, and are each independently hydrogen, methyl, tert-butyl, diphenylamino, or phenyl which may be substituted or unsubstituted by methyl or tert-butyl.

[0305] According to one embodiment of the present specification, the chemical formula D-1 is represented by the following compound.

[0306]

[0307] The hole injection layer is a layer that receives holes from the electrode. The hole injection material is preferably a material that has the ability to transport holes, has the effect of receiving holes from the anode, and has an excellent hole injection effect for the light-emitting layer or the light-emitting material. In addition, it is preferably a material that has an excellent ability to prevent the excitons generated in the light-emitting layer from migrating to the electron injection layer or the electron injection material. Moreover, it is preferably a material with excellent thin film forming ability. In addition, it is preferred that the HOMO (highest occupied molecular orbital) of the hole injection material is between the work function of the anode material and the HOMO of the surrounding organic layer. As specific examples of hole injection materials, there are metal porphyrins, oligothiophenes, and arylamine organics; hexanitrile hexaazatriphenylene organics; quinacridone organics; perylene organics; anthraquinone, polyaniline, and polythiophene conductive polymers, etc., but are not limited to these.

[0308] According to one embodiment of the present specification, the hole injection layer includes a compound represented by the following chemical formula HI-1, but is not limited thereto.

[0309] [Chemical formula HI-1]

[0310]

[0311] In the above chemical formula HI-1,

[0312] R301 to R306 are the same as or different from each other, and are each independently hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted amine, substituted or unsubstituted aryl, or substituted or unsubstituted heterocyclic group,

[0313] L301 and L302 are the same as or different from each other, and are each independently a direct bond, a substituted or unsubstituted arylene group, or a substituted or unsubstituted divalent heterocyclic group.

[0314] According to one embodiment of the present specification, R301 and R302 are the same as or different from each other, and are each independently a linear or branched alkyl group having 1 to 30 carbon atoms.

[0315] According to one embodiment of the present specification, R301 and R302 are methyl groups.

[0316] According to one embodiment of the present specification, L301 and L302 are directly bonded.

[0317] According to one embodiment of the present specification, R303 to R306 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group.

[0318] According to one embodiment of the present specification, the above R303 to R306 are the same as or different from each other, and are each independently a monocyclic or polycyclic aromatic group having 6 to 30 carbon atoms, or a monocyclic or polycyclic heterocyclic group having 2 to 30 carbon atoms which is substituted or unsubstituted with a monocyclic or polycyclic aromatic group having 6 to 30 carbon atoms.

[0319] According to one embodiment of the present specification, R303 to R306 are the same as or different from each other, and are each independently a phenyl group, or a carbazolyl group which may be substituted or unsubstituted with a phenyl group.

[0320] According to one embodiment of the present specification, the chemical formula HI-1 is represented by the following compound.

[0321]

[0322] The hole transport layer is a layer that receives holes from the hole injection layer and transports the holes to the light-emitting layer. The hole transport material is a material that can receive holes from the anode or the hole injection layer and transfer them to the light-emitting layer, preferably a material with a large mobility for holes. As specific examples, there are arylamine-based organic substances, conductive polymers, and block copolymers having both conjugated and non-conjugated parts, but are not limited thereto.

[0323] According to one embodiment of the present specification, the hole transport layer includes a compound represented by the following chemical formula HT-1, but is not limited thereto.

[0324] [Chemical formula HT-1]

[0325]

[0326] In the above chemical formula HI-1,

[0327] At least one of X'1 to X'6 is N, and the others are CH,

[0328] R309 to R314 are the same as or different from each other, and are each independently hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted amine, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, or are combined with adjacent groups to form a substituted or unsubstituted ring.

[0329] According to one embodiment of the present specification, X'1 to X'6 are N.

[0330] According to one embodiment of the present specification, R309 to R314 are cyano groups.

[0331] According to one embodiment of the present specification, the chemical formula HT-1 is represented by the following compound.

[0332]

[0333] According to one embodiment of the present specification, the hole transport layer includes a compound represented by the following chemical formula HT-2, but is not limited thereto.

[0334] [Chemical formula HT-2]

[0335]

[0336] In the above chemical formula HT-2,

[0337] R315 to R317 are the same as or different from each other, and are independently selected from any one of hydrogen, deuterium, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, and combinations thereof, or are combined with adjacent groups to form a substituted or unsubstituted ring,

[0338] r315 is an integer from 1 to 5. When the above r315 is 2 or more, the two or more R315 are the same or different from each other.

[0339] r316 is an integer of 1 to 5. When the number of r316 is 2 or more, two or more R316 are the same as or different from each other.

[0340] According to one embodiment of the present specification, the above R317 is any one selected from a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, and a combination thereof.

[0341] According to one embodiment of the present specification, the R317 is any one selected from a carbazolyl group, a phenyl group, a biphenyl group, and a combination thereof.

[0342] According to one embodiment of the present specification, R315 and R316 are the same as or different from each other, and are independently substituted or unsubstituted aryl groups, or are combined with adjacent groups to form an aromatic hydrocarbon ring substituted with an alkyl group.

[0343] According to one embodiment of the present specification, R315 and R316 are the same as or different from each other, and are independently a phenyl group, or are combined with adjacent groups to form an indene substituted with a methyl group.

[0344] According to one embodiment of the present specification, the chemical formula HT-2 is represented by the following compound.

[0345]

[0346] The electron transport layer is a layer that receives electrons from the electron injection layer and transports the electrons to the light-emitting layer. When the organic light-emitting device according to one embodiment of the present specification includes another electron transport layer in addition to the electron transport layer comprising the above-mentioned chemical formula 1, the electron transport material is a material that can well receive electrons from the cathode and transfer them to the light-emitting layer, and is preferably a material with high mobility for electrons. As specific examples, there are Al complexes of 8-hydroxyquinoline, Alq 3 The electron transport layer may be used together with any desired cathode material as used in the prior art. In particular, suitable cathode materials are common materials with low work function and accompanied by an aluminum layer or a silver layer. Specifically, there are cesium, barium, calcium, ytterbium and samarium, etc., in each case accompanied by an aluminum layer or a silver layer.

[0347] The electron injection layer is a layer that receives electrons from an electrode. When the organic light-emitting device according to one embodiment of the present specification includes another electron injection layer in addition to the electron injection layer comprising the above chemical formula 1, the electron injection material is preferably a material that has excellent ability to transport electrons, has the effect of receiving electrons from the second electrode, and has an excellent electron injection effect for the light-emitting layer or the light-emitting material. In addition, it is preferably a material that prevents the excitons generated in the light-emitting layer from migrating to the hole injection layer and has excellent thin film forming ability. Specifically, there are fluorenone, anthraquinone dimethane, diphenoquinone, thiopyran dioxide, Azoles, Examples include, but are not limited to, diazole, triazole, imidazole, perylenetetracarboxylic acid, fluorenylene methane, anthrone, and derivatives thereof, metal coordination compounds, and nitrogen-containing five-membered ring derivatives.

[0348] Examples of the metal coordination compounds include, but are not limited to, 8-hydroxyquinoline lithium, bis(8-hydroxyquinoline) zinc, bis(8-hydroxyquinoline) copper, bis(8-hydroxyquinoline) manganese, tris(8-hydroxyquinoline) aluminum, tris(2-methyl-8-hydroxyquinoline) aluminum, tris(8-hydroxyquinoline) gallium, bis(10-hydroxybenzo[h]quinoline) beryllium, bis(10-hydroxybenzo[h]quinoline) zinc, bis(2-methyl-8-quinoline) gallium chloride, bis(2-methyl-8-quinoline)(o-cresol) gallium, bis(2-methyl-8-quinoline)(1-naphthol) aluminum, and bis(2-methyl-8-quinoline)(2-naphthol) gallium.

[0349] According to one embodiment of the present specification, the electron injection and transport layer is a layer that transports electrons to the light-emitting layer. When the electron injection and transport layer includes another electron injection and transport layer other than the electron injection and transport layer including the above-mentioned chemical formula 1, the substances exemplified in the above-mentioned electron transport layer and electron injection layer can be used, but are not limited thereto.

[0350] According to one embodiment of the present specification, the electron injection and transport layer may further include a metal coordination compound. The metal coordination compound is as described above.

[0351] The electron blocking layer is a layer that prevents the electrons injected from the electron injection layer from entering the hole injection layer through the light-emitting layer, thereby improving the life and efficiency of the device. Known materials can be used without restriction, and the substances exemplified in the description of the hole injection layer can be used, but are not limited thereto. The electron blocking layer can be formed between the light-emitting layer and the hole transport layer, between the light-emitting layer and the hole injection layer, or between the light-emitting layer and the layer that simultaneously performs hole injection and hole transport.

[0352] The hole blocking layer is a layer that blocks holes from reaching the cathode, and can generally be formed using the same conditions as the electron injection layer. When the organic light-emitting device according to one embodiment of the present specification includes another hole blocking layer in addition to the hole blocking layer comprising the above chemical formula 1, specifically, Examples of the compound include, but are not limited to, oxadiazole derivatives, triazole derivatives, phenanthroline derivatives, and aluminum complexes.

[0353] The organic light emitting device according to the present specification may be a top emission type, a bottom emission type, or a bidirectional emission type according to the materials used.

[0354] The organic light-emitting device according to the present specification can be included in various electronic devices for use. For example, the electronic device can be a display panel, a touch panel, a solar module, a lighting device, etc., but is not limited thereto.

[0355] Modes for Carrying Out the Invention

[0356] Below, in order to specifically describe this specification, examples and comparative examples will be cited for detailed description. However, the examples and comparative examples of this specification can be deformed into various forms, and it is not interpreted that the scope of this specification is limited to the examples and comparative examples described in detail below. The examples and comparative examples of this specification are provided to more completely describe this specification to those skilled in the art.

[0357] Manufacturing Example 1.

[0358]

[0359] 1-bromonaphthalen-2-ol (13.38 g, 60 mmol) and the above compound 1-1 (26.06 g, 60 mmol) were added to tetrahydrofuran (600 mL). 2 M K 2CO 3 (400 mL) and tetrakis(triphenylphosphine)palladium(0) (0.6 g) were added, followed by stirring and reflux for 5 hours, cooled to room temperature, filtered, and the generated solid was recrystallized twice from toluene to produce the above-mentioned compound 1-2.

[0360] The above compound 1-2 (13.52 g, 30 mmol) and 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonyl fluoride (18.13 g, 60 mmol) were added to acetonitrile (300 mL). 2 CO 3 (12.4 g) and 300 mL of water, followed by stirring and reflux for 12 hours, cooling to room temperature, filtering, and the generated solid was recrystallized twice from ethyl acetate to produce the above-mentioned compound 1-3.

[0361] The above compound 1-3 (21.96 g, 30 mmol) and the above compound 1-4 (10.96 g, 30 mmol) were added to tetrahydrofuran (300 mL). 2 M K 2 CO 3 (200 mL), Palladium acetate (0.14 g) and s-phos ( 2 -Dicyclohexylphosphine-2',6'-dimethoxybiphenyl ( 2 -dicyclohexylphosphino-2',6'-dimethoxybiphenyl) and 0.50 g of ligand were added, followed by stirring and reflux for 5 hours. The mixture was cooled to room temperature and filtered, and the generated solid was recrystallized twice from toluene to produce the above-mentioned compound 1.

[0362] (13.10 g, yield 65%, MS: [M+H] + =672).

[0363] Manufacturing Example 2.

[0364]

[0365] The above-mentioned compound 2 was produced by the same method as the production method of the above-mentioned Production Example 1 except that each starting material was used as shown in the above-mentioned reaction formula.

[0366] MS:[M+H] + =756

[0367] Manufacturing Example 3.

[0368]

[0369] The above-mentioned compound 3 was produced by the same method as the production method of the above-mentioned Production Example 1 except that each starting material was used as shown in the above-mentioned reaction formula.

[0370] MS:[M+H] + =754

[0371] Manufacturing Example 4.

[0372]

[0373] The above-mentioned compound 4 was produced by the same method as the production method of the above-mentioned Production Example 1 except that each starting material was used as shown in the above-mentioned reaction formula.

[0374] MS:[M+H] + =704

[0375] Manufacturing Example 5.

[0376]

[0377] The above-mentioned compound 5 was produced by the same method as the production method of the above-mentioned Production Example 1 except that each starting material was used as shown in the above-mentioned reaction formula.

[0378] MS:[M+H] + =669

[0379] Manufacturing Example 6.

[0380]

[0381] The above-mentioned compound 6 was produced by the same method as the production method of the above-mentioned Production Example 1 except that each starting material was used as shown in the above-mentioned reaction formula.

[0382] MS:[M+H] + =703

[0383] Manufacturing Example 7.

[0384]

[0385] The above-mentioned compound 7 was produced by the same method as the production method of the above-mentioned Production Example 1 except that each starting material was used as shown in the above-mentioned reaction formula.

[0386] MS:[M+H] + =601

[0387] Manufacturing Example 8.

[0388]

[0389] The above-mentioned compound 8 was produced by the same method as the production method of the above-mentioned Production Example 1 except that each starting material was used as shown in the above-mentioned reaction formula.

[0390] MS:[M+H] + =602

[0391] Manufacturing Example 9.

[0392]

[0393] The above-mentioned compound 9 was produced by the same method as the production method of the above-mentioned Production Example 1 except that each starting material was used as shown in the above-mentioned reaction formula.

[0394] MS:[M+H] + =630

[0395] Production Example 10.

[0396]

[0397] The compound 10 was produced by the same method as in Production Example 1 except that the starting materials were used as in the above reaction formula.

[0398] MS:[M+H] + =580

[0399] Production Example 11.

[0400]

[0401] The above-mentioned compound 11 was produced by the same method as the production method of the above-mentioned Production Example 1 except that each starting material was used as shown in the above-mentioned reaction formula.

[0402] MS:[M+H] + =628

[0403] Production Example 12.

[0404]

[0405] The above-mentioned compound 12 was produced by the same method as the production method of the above-mentioned Production Example 1 except that each starting material was used as shown in the above-mentioned reaction formula.

[0406] Production Example 13.

[0407]

[0408] The above-mentioned compound 13 was produced by the same method as the production method of the above-mentioned Production Example 1 except that each starting material was used as shown in the above-mentioned reaction formula.

[0409] MS:[M+H] + =679

[0410] [Example]

[0411] Example 1-1

[0412] ITO (indium tin oxide) is used The glass substrate coated with a film of a thickness of 10000 mm was placed in distilled water dissolved with a detergent and washed with ultrasonic waves. At this time, the detergent used a product of Fischer Co., and the distilled water used distilled water filtered twice by a filter manufactured by Millipore Co. After ITO was washed for 30 minutes, ultrasonic washing was repeated twice with distilled water for 10 minutes. After the distilled water washing was completed, ultrasonic washing was carried out with a solvent of isopropanol, acetone, and methanol and dried, and then transported to a plasma cleaning machine. In addition, after the above-mentioned substrate was cleaned for 5 minutes using oxygen plasma, the substrate was transported to a vacuum evaporator.

[0413] On the ITO transparent electrode prepared in this way, the following compound HI-A was applied as The hole injection layer was formed by thermal vacuum deposition of a thickness of 1000 nm. On the hole injection layer, the following compounds HAT were sequentially vacuum deposited and the following compound HT-A Thus, a first hole transport layer and a second hole transport layer are formed.

[0414] Next, on the second hole transport layer, a film having a thickness of The following compound BH and compound BD were vacuum deposited at a weight ratio of 25:1 to form a light-emitting layer.

[0415] On the above-mentioned light-emitting layer, the compound 1 prepared above and the following compound LiQ were vacuum-deposited at a weight ratio of 1:1, thereby On the electron injection and transport layer, lithium fluoride (LiF) is sequentially added with The thickness of the aluminum A thickness of is evaporated to form a cathode.

[0416]

[0417] In the above process, the evaporation rate of organic matter is maintained to Lithium fluoride at cathode maintains The evaporation speed of aluminum is maintained The evaporation speed is 1×10 -7 Up to 5×10 -5 A support is provided to manufacture an organic light-emitting device.

[0418] Example 1-2 to Example 1-13

[0419] Organic light-emitting devices were manufactured by the same method as in Example 1-1, except that Compounds 2 to 13 described in Table 1 below were used instead of Compound 1 in Example 1-1.

[0420] Comparative Examples 1-1 to 1-9

[0421] Organic light-emitting devices were manufactured by the same method as in Example 1-1 except that compounds ET-1 to ET-9 in Table 1 were used instead of compound 1 in Example 1-1. The structures of compounds ET-1 to ET-9 in Table 1 are shown below.

[0422]

[0423] [Experimental example]

[0424] For the organic light-emitting devices manufactured in the above Examples 1-1 to 1-13 and Comparative Examples 1-1 to 1-9, the 2 The driving voltage and luminous efficiency were measured at a current density of 20 mA / cm 2 The time (T95) until the initial luminance reaches 95% was measured at a current density of . The results are shown in Table 1 below.

[0425] [Table 1]

[0426]

[0427] As described in Table 1 above, the compound represented by Chemical Formula 1 according to the present specification may be used for an electron injection and transport layer of an organic light emitting device.

[0428] According to one embodiment of the present specification, the chemical formula 1 is a compound in which a six-membered heterocyclic ring containing one or more N is bonded to the 1st and 2nd positions of naphthalene through L1, and a benzimidazole derivative or a benzothiazole derivative is bonded to L2. The naphthalene nucleus shows high heat resistance. The six-membered heterocyclic ring containing one or more N, the benzimidazole derivative, and the benzothiazole derivative have an electron depletion structure, which can increase the polarity (dipole moment) of the molecule. Therefore, the above chemical formula 1 is included in the organic layer of the organic light-emitting device to achieve improved efficiency, lower driving voltage, and improved life characteristics.

[0429] Specifically, it can be seen that in Comparative Examples 1-1 and 1-2, L2 is a directly bonded compound suitable for organic light-emitting devices, and the conjugation length is too short. Compared with the embodiments of the present application, the driving voltage, efficiency and life are significantly reduced.

[0430] Compared with other substituent positions of naphthalene, the 1st and 2nd positions of naphthalene in Chemical Formula 1 of the present specification shorten the conjugation length of the molecule and form a structure with large steric hindrance, so that it can be applied to organic light-emitting devices to improve electron mobility, increase efficiency, and extend life. However, it is known that the compounds with substituents at positions 1, 4; 1, 5; 2, 6; or 2, 7 of naphthalene have significantly lower efficiency and life compared with Examples 1-1 to 1-13 of the present specification.

[0431] The above content describes the preferred embodiments of the present invention (electron injection and transport layer), but the present invention is not limited thereto and can be implemented in various forms within the scope of the protection required and the detailed description of the invention, which also belongs to the scope of the present invention.

Claims

1. A compound of the following chemical formula 1: [Chemical formula 1] In the chemical formula 1, A1 is the following chemical formula A, L1 is a direct bond, a substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group, L2 is an arylene group, l1 and l2 are each an integer from 1 to 3, When the number of L1 is 2 or more, the two or more L1 are the same or different from each other. When the number of L2 is 2 or more, the two or more L2 are the same or different from each other. At least one of Y1 to Y5 is N, and the rest of Y1 to Y5 that are not N are the same as or different from each other and are each independently CG1, G1 is hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, or any one or more pairs of adjacent groups are combined to form a substituted or unsubstituted ring, R1 to R6 are the same as or different from each other, and are each independently hydrogen or deuterium, [Chemical formula A] In the chemical formula A, G2 to G6 are the same as or different from each other, and are independently hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, or any one or more adjacent pairs of groups in G3 to G6 are combined with each other to form a ring substituted or unsubstituted by G7, G7 is hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, Any one of G2 to G7 is a site that binds to L1 of the chemical formula 1, X1 is O or S.

2. The compound according to claim 1, wherein The chemical formula 1 is the following chemical formula 1-1 or 1-2: [Chemical formula 1-1] [Chemical formula 1-2] In the chemical formulas 1-1 and 1-2, Definitions of R1 to R6, L1, L2, I1, I2, A1, and Y1 to Y5 are the same as those in Chemical Formula 1.

3. The compound according to claim 1, wherein The chemical formula A is any one of the following structures: In the structure described, Any one of G2 to G6 and G71 to G78 is a site that binds to L1 of the chemical formula 1, and the rest of G2 to G6 and G71 to G78 that do not bind to the chemical formula 1 are the same as or different from each other, and are each independently hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, X1 is O or S.

4. The compound according to claim 1, wherein Said Any one selected from the following structures: In the structure described, L2 and l2 are the same as those defined in the chemical formula 1, G11 to G15 are the same as or different from each other, and are each independently hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, or any one or more adjacent pairs of groups are combined to form a substituted or unsubstituted aromatic hydrocarbon ring.

5. The compound according to claim 1, wherein The L1 is a direct bond, a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms, or a monocyclic or polycyclic heteroarylene group having 2 to 30 carbon atoms, and the L2 is a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

6. The compound according to claim 1, wherein The chemical formula 1 is any one selected from the following compounds:

7. An organic light-emitting device, wherein: include: A first electrode, a second electrode, and one or more organic layers provided between the first electrode and the second electrode, wherein one or more of the organic layers comprises the compound according to any one of claims 1 to 6.

8. The organic light emitting device according to claim 7, wherein: The organic layer includes an electron injection layer, an electron transport layer, or an electron injection and transport layer, and the electron injection layer, the electron transport layer, or the electron injection and transport layer contains the compound.

9. The organic light emitting device according to claim 7, wherein: The organic layer includes a hole blocking layer, and the hole blocking layer includes the compound.

Images