Amine compound, light-emitting element including amine compound, and display device including light-emitting element

Abstract

The invention relates to an amine compound, a light-emitting element including the amine compound, and a display device including the light-emitting element. Light emitting element including a first electrode, a second electrode on the first electrode, an emission layer between the first electrode and the second electrode, and a hole transport region between the first electrode and the emission layer, wherein the hole transport region may include an amine compound represented by Formula 1: Formula 1 # imgabs0 #

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0112575 filed in the Korean Intellectual Property Office on August 28, 2023, the entire contents of which are incorporated herein by reference. Technical Field

[0003] One or more embodiments of the present disclosure relate to an amine compound, a light-emitting element including the amine compound, and a display device including the light-emitting element. Background Art

[0004] Recently, organic electroluminescent display devices are being actively developed as image display devices. The organic electroluminescent display device includes a self-luminous light-emitting element, in which holes injected from a first electrode and electrons injected from a second electrode are recombined in an emission layer of the light-emitting element, and the light-emitting material of the emission layer emits light to display an image.

[0005] When light-emitting elements are applied to display devices, there is a need and desire for light-emitting elements having improved luminous efficiency and / or improved service life (also called element service life), and therefore there is a continuous need or requirement for the development of materials for light-emitting elements that can stably obtain these characteristics.

[0006] For example, in order to implement a light-emitting element having relatively high light emission efficiency and relatively long lifetime, development of a material for a hole transport region having improved charge transport characteristics and material stability is being actively pursued. Summary of the invention

[0007] One or more aspects of embodiments of the present disclosure are directed to a light emitting element in which light emitting efficiency and lifetime are improved.

[0008] One or more aspects of an embodiment of the present disclosure relate to an amine compound as a material for a light-emitting element having high luminous efficiency and long lifetime characteristics.

[0009] One or more aspects of embodiments of the present disclosure are directed to a display device including a light emitting element in which light emitting efficiency and lifetime are improved, thereby having excellent or appropriate display quality.

[0010] Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the presented embodiments.

[0011] According to one or more embodiments of the present disclosure, the amine compound is represented by Formula 1:

[0012] Formula 1

[0013]

[0014] In Formula 1, X may be O or S, and R 1 To R 20 Each may independently be hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted alkenyl having 2 to 10 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and / or may independently bond with an adjacent group to form (or provide) a ring. L 1 may be a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, and L 2 may be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms. n may be an integer selected from 1 to 7, and R a It may be hydrogen, deuterium, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.

[0015] In one or more embodiments, the amine compound represented by Formula 1 may be represented by Formula 1A or Formula 1B:

[0016] Formula 1A

[0017]

[0018] Formula 1B

[0019]

[0020] In Formula 1B, L 1a may be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, and R 8 and R 9 may not bond with adjacent groups to form (or provide) a ring, and in Formula 1A and Formula 1B, X, R 1 To R 20 ,n,R a and L 2 may be each independently the same as defined in Formula 1.

[0021] In one or more embodiments, the amine compound represented by Formula 1 may be represented by Formula 1-1 or Formula 1-2. In Formula 1-1 and Formula 1-2, R 1 To R 20 , L 1 , L 2 , R aand n may each independently be the same as defined in Formula 1.

[0022] Formula 1-1

[0023]

[0024] Formula 1-2

[0025]

[0026] In one or more embodiments, L 2 It may be a substituted or unsubstituted phenylene group or a substituted or unsubstituted divalent biphenyl group.

[0027] In one or more embodiments, n may be 1, and R a It may be a substituted or unsubstituted phenyl group or a substituted or unsubstituted naphthyl group.

[0028] In one or more embodiments, in Formula 1, at least one hydrogen may be substituted with deuterium.

[0029] In one or more embodiments, in Formula 1, R 1 To R 20 , R a , L 1 and L 2 Each of may not include (eg, may exclude) substituted or unsubstituted amine groups.

[0030] According to one or more embodiments of the present disclosure, a light-emitting element includes: a first electrode; a second electrode on (e.g., arranged on) the first electrode; an emission layer between the first electrode and the second electrode; and a hole transport region between the first electrode and the emission layer and including an amine compound of one or more embodiments of the present disclosure.

[0031] In one or more embodiments, the hole transport region may include at least one of a hole injection layer, a hole transport layer, an electron blocking layer, and an emission assisting layer, and at least one of the hole injection layer, the hole transport layer, the electron blocking layer, and the emission assisting layer may include an amine compound of one or more embodiments of the present disclosure.

[0032] In one or more embodiments, the hole transport region may include a hole injection layer on (e.g., disposed on) the first electrode and a hole transport layer on (e.g., disposed on) the hole injection layer, and the hole transport layer may include the amine compound of one or more embodiments of the present disclosure.

[0033] In one or more embodiments, the emission layer may include a compound represented by Formula E-1:

[0034] Formula E-1

[0035]

[0036] In Formula E-1, c and d may each independently be an integer selected from 0 to 5, and R 31 To R 40 Each may independently be hydrogen, deuterium, halogen, substituted or unsubstituted silyl, substituted or unsubstituted thiol, substituted or unsubstituted oxy, substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted alkenyl having 2 to 10 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring-forming carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring-forming carbon atoms, and / or may independently bond with an adjacent group to form (or provide) a ring.

[0037] In one or more embodiments of the present disclosure, a display device includes a substrate layer; a circuit layer on (e.g., arranged on) the substrate layer; and a display element layer on (e.g., arranged on) the circuit layer and including a light-emitting element, wherein the light-emitting element includes a first electrode, a second electrode on (e.g., arranged on) the first electrode, an emission layer between the first electrode and the second electrode, and a hole transport region between the first electrode and the emission layer and including an amine compound of one or more embodiments of the present disclosure.

[0038] In one or more embodiments, the light emitting element may emit blue light.

[0039] In one or more embodiments, the display device may further include: a light control layer including quantum dots. BRIEF DESCRIPTION OF THE DRAWINGS

[0040] The attached drawings are included to provide a further understanding of the present disclosure, and are incorporated into and constitute a part of the present disclosure. The drawings illustrate example embodiments of the present disclosure and, together with the description, are used to explain the principles of the present disclosure. The above and / or other aspects of the present disclosure will become apparent from the following description of the embodiments in conjunction with the attached drawings and will be understood from the following description of the embodiments in conjunction with the attached drawings. In the drawings:

[0041] Figure 1 A plan view for explaining a display device according to one or more embodiments of the present disclosure;

[0042] Figure 2 To explain along Figure 1 A cross-sectional view of a portion taken along line II';

[0043] Figure 3 A cross-sectional view of a light emitting element for schematically illustrating one or more embodiments of the present disclosure;

[0044] Figure 4 A cross-sectional view of a light emitting element for schematically illustrating one or more embodiments of the present disclosure;

[0045] Figure 5 A cross-sectional view of a light emitting element for schematically illustrating one or more embodiments of the present disclosure;

[0046] Figure 6 A cross-sectional view of a light emitting element for schematically illustrating one or more embodiments of the present disclosure;

[0047] Figure 7 A cross-sectional view of a light emitting element for schematically illustrating one or more embodiments of the present disclosure;

[0048] Figure 8 A cross-sectional view for explaining a display device according to one or more embodiments of the present disclosure;

[0049] Fig. 9 A cross-sectional view for explaining a display device according to one or more embodiments of the present disclosure;

[0050] Fig.10 A cross-sectional view for explaining a display device according to one or more embodiments of the present disclosure;

[0051] Fig.11 A cross-sectional view for explaining a display device according to one or more embodiments of the present disclosure; and

[0052] Fig.12 A view for explaining the interior of a vehicle in which a display device of an embodiment is arranged according to one or more embodiments of the present disclosure. DETAILED DESCRIPTION

[0053] The present disclosure can be modified in one or more suitable ways, and the present disclosure has many forms, and therefore specific embodiments will be exemplified in the drawings, and specific embodiments will be described in more detail in the detailed description of the present disclosure. However, it should be understood that the present disclosure is not intended to be limited to the specific form disclosed, but rather, it is intended to cover all modifications, equivalents and alternatives that fall within the spirit and scope of the present disclosure.

[0054] When explaining each of the drawings, the same reference numerals are used to refer to the same elements. In the attached drawings, for the sake of clarity of the present disclosure, the size of each structure can be enlarged to illustrate. It will be understood that although the terms "first" and / or "second" etc. can be used in this article to describe one or more appropriate components, these components should not be limited by these terms. These terms are only used to distinguish one component from another component. For example, without departing from the scope of the example embodiments of the present disclosure, the first component can be referred to as the second component, and similarly, the second component can be referred to as the first component. As used herein, unless the context clearly indicates otherwise, the singular forms "a", "an", "one" and "said" are intended to also include plural forms. Further, when describing an embodiment of the present disclosure, the use of "may" refers to "one or more embodiments of the present disclosure".

[0055] In the present disclosure, it will be understood that the terms “comprise(s) / comprising), include(s) / including)” and / or “have / has / having” indicate the presence of features, quantities, steps, operations, components, parts or combinations thereof disclosed in the present disclosure, but do not exclude the possibility of the presence or addition of one or more other features, quantities, steps, operations, components, parts or combinations thereof. As used herein, the terms “and”, “or” and “and / or” may include any and all combinations of one or more of the associated listed items. Expressions such as For example, "at least one of," "one of," and "selected from," when preceding / following a list of elements, modify the entire list of elements and do not modify the individual elements of the list. For example, "at least one of a, b, and c," "selected from at least one of a, b, and c," "selected from at least one of a to c," etc. may indicate only a, only b, only c, both a and b (e.g., a and b simultaneously), both a and c (e.g., a and c simultaneously), both b and c (e.g., b and c simultaneously), all of a, b, and c, or variations thereof. The " / " utilized herein may be interpreted as "and" or as "or," depending on the circumstances.

[0056] In the present disclosure, if a layer, film, region or plate is referred to as being "on" or "on the upper part" of another layer, film, region or plate (for example, when a layer, film, region or plate is referred to as being "on" or "on the upper part" of another layer, film, region or plate), it may not only be "directly on" the layer, film, region or plate, but there may also be intervening layers, films, regions or plates. In contrast, if a layer, film, region or plate is referred to as being "below" or "on the lower part" of another layer, film, region or plate (for example, when a layer, film, region or plate is referred to as being "below" or "on the lower part" of another layer, film, region or plate), it may not only be directly below the layer, film, region or plate, but there may also be intervening layers, films, regions or plates. In one or more embodiments, it will be understood that if a component is referred to as being "on" another component (e.g., when a component is referred to as being "on" another component), it can be disposed above the other component, or also disposed below the other component. In the present disclosure, "directly on" may refer to being between a layer, film, region, and / or plate, etc. and another component without the presence of additional layers, films, regions, plates, etc. For example, "directly on" may refer to providing two layers or two components without utilizing additional components such as adhesive components between the two layers or two components.

[0057] In the present disclosure, the term "substituted or unsubstituted" may refer to being unsubstituted or substituted by at least one substituent selected from the group consisting of: deuterium, halogen, cyano, nitro, amino, amido, silyl, oxy, sulfenyl, sulfinyl, sulfonyl, carbonyl, boryl, phosphine oxide, phosphine sulfide, alkyl, alkenyl, alkynyl, hydrocarbon ring, aryl and heterocyclic. In one or more embodiments, each of the substituents exemplified above may be substituted or unsubstituted. For example, biphenyl may be interpreted as an aryl or a phenyl substituted by a phenyl.

[0058] In the present disclosure, the phrase "bonded to an adjacent group to form (or provide) a ring" may refer to a group bonding to an adjacent group to form (or provide) a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocycle. The hydrocarbon ring may include an aliphatic hydrocarbon ring and / or an aromatic hydrocarbon ring. The heterocycle may include an aliphatic heterocycle and / or an aromatic heterocycle. The hydrocarbon ring and the heterocycle may each be a monocyclic or polycyclic ring. In one or more embodiments, the ring formed by bonding adjacent groups to each other may be connected to another ring to form (or provide) a spiro structure.

[0059] In the present disclosure, the term "adjacent group" may refer to a substituent that replaces an atom directly connected to the atom substituted by the corresponding substituent, another substituent that replaces the atom substituted by the corresponding substituent, or a substituent that is spatially located closest to the corresponding substituent. For example, the two methyl groups in 1,2-dimethylbenzene may be interpreted as "adjacent groups" to each other, and the two ethyl groups in 1,1-diethylcyclopentane may be interpreted as "adjacent groups" to each other. In one or more embodiments, the two methyl groups in 4,5-dimethylphenanthrene may be interpreted as "adjacent groups" to each other.

[0060] In the present disclosure, examples of halogen may include fluorine, chlorine, bromine, or iodine.

[0061] In the present disclosure, the alkyl group may be linear or branched. The number of carbon atoms in the alkyl group may be 1 to 50, 1 to 30, 1 to 20, 1 to 10, or 1 to 6. Examples of the alkyl group may include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, 2-ethylbutyl, 3,3-dimethylbutyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, 1-methylpentyl, 3-methylpentyl, 2-ethylpentyl, 4-methyl-2-pentyl, n-hexyl, 1-methylhexyl, 2-ethylhexyl, 2-butylhexyl, n-heptyl, 1-methylheptyl, 2,2-dimethylheptyl, 2-ethylheptyl, 2-butylheptyl, n-octyl, tert-octyl, 2-ethyloctyl, 2-butyloctyl, 2-hexyloctyl, 3,7-dimethyloctyl, n-nonyl, n-decyl, adamantyl, 2-ethyldecyl, 2-butyldecyl, 2-hexyldecyl, 2-octyldecyl, n-undecyl, n-Dodecyl, 2-ethyldodecyl, 2-butyldodecyl, 2-hexyldodecyl, 2-octyldodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, 2-ethylhexadecyl, 2-butylhexadecyl, 2-hexylhexadecyl, 2-octylhexadecyl, n-heptadecyl, n-octadecyl, n-nonadecyl, n-eicosyl, 2-ethyleicosyl, 2-butyleicosyl, 2-hexyleicosyl, 2-octyleicosyl, n-heonicosyl, n-docosyl, n-tricosyl, n-tetracosyl, n-pentacosyl, n-hexacosyl, n-heptacosyl, n-octacosyl, n-nonacosyl and / or n-triacontyl, etc., but embodiments of the present disclosure are not limited thereto.

[0062] In the present disclosure, a cycloalkyl group may refer to a cyclic alkyl group. The number of carbon atoms in the cycloalkyl group may be 3 to 50, 3 to 30, 3 to 20, or 3 to 10. Examples of cycloalkyl groups may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, norbornyl, 1-adamantyl, 2-adamantyl, isobornyl, and / or bicycloheptyl, but embodiments of the present disclosure are not limited thereto.

[0063] In the present disclosure, alkenyl refers to a hydrocarbon group including at least one carbon-carbon double bond in the middle or at the end of an alkyl group having 2 or more carbon atoms. The alkenyl group may be linear or branched. The number of carbon atoms in the alkenyl group is not specifically limited, for example, it may be 2 to 30, 2 to 20, or 2 to 10. Examples of alkenyl groups may include vinyl, 1-butenyl, 1-pentenyl, 1,3-butadienyl, styryl and / or styrylvinyl, etc., but embodiments of the present disclosure are not limited thereto.

[0064] In the present disclosure, alkynyl refers to a hydrocarbon group including at least one carbon-carbon triple bond in the middle or at the end of an alkyl group having 2 or more carbon atoms. The alkynyl group may be linear or branched. Although the number of carbon atoms is not specifically limited, it may be 2 to 30, 2 to 20, or 2 to 10. Examples of alkynyl groups may include ethynyl and / or propynyl, etc., but embodiments of the present disclosure are not limited thereto.

[0065] In the present disclosure, the hydrocarbon ring group refers to any functional group or substituent derived from an aliphatic hydrocarbon ring. The hydrocarbon ring group may be a saturated hydrocarbon ring group having 5 to 20 ring-forming carbon atoms.

[0066] In the present disclosure, aryl refers to any functional group or substituent derived from an aromatic hydrocarbon ring. The aryl may be a monocyclic aryl or a polycyclic aryl. The number of ring carbon atoms in the aryl may be 6 to 30, 6 to 20, or 6 to 15. Examples of aryl may include phenyl, naphthyl, fluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, quaterphenyl, pentaphenyl, hexaphenyl, triphenylene, pyrenyl, benzofluoranthenyl and / or 1,2-triphenylenyl, etc., but embodiments of the present disclosure are not limited thereto.

[0067] In the present disclosure, the fluorenyl group may be substituted, and two substituents may be bonded to each other to form (or provide) a spiro structure. Examples of the substituted fluorenyl group are as follows. However, embodiments of the present disclosure are not limited thereto.

[0068]

[0069] The heterocyclic group used in this article refers to any functional group or substituent derived from a ring containing at least one of B, O, N, P, Si, S and Se as a heteroatom. The heterocyclic group may include an aliphatic heterocyclic group and / or an aromatic heterocyclic group. The aromatic heterocyclic group may be a heteroaryl. The aliphatic heterocyclic group and the aromatic heterocyclic group may each be a monocyclic or polycyclic group.

[0070] In the present disclosure, the heterocyclic group may contain at least one of B, O, N, P, Si, S and Se as a heteroatom. If the heterocyclic group contains two or more heteroatoms, the two or more heteroatoms may be the same or different from each other. The heterocyclic group may be a monocyclic heterocyclic group or a polycyclic heterocyclic group, and may include a heteroaryl group. The number of ring carbon atoms in the heterocyclic group may be 2 to 30, 2 to 20 or 2 to 10.

[0071] In the present disclosure, the aliphatic heterocyclic group may include at least one of B, O, N, P, Si, S and Se as a heteroatom. The number of ring-forming carbon atoms in the aliphatic heterocyclic group may be 2 to 30, 2 to 20 or 2 to 10. Examples of the aliphatic heterocyclic group may include an oxirane group, a thiirane group, a pyrrolidinyl group, a piperidinyl group, a tetrahydrofuranyl group, a tetrahydrothienyl group, a thianyl group, a tetrahydropyranyl group and / or a 1,4-dioxanyl group, etc., but embodiments of the present disclosure are not limited thereto.

[0072] In the present disclosure, the heteroaryl group may contain at least one of B, O, N, P, Si, S and Se as a heteroatom. If the heteroaryl group contains two or more heteroatoms, the two or more heteroatoms may be the same or different from each other. The heteroaryl group may be a monocyclic heterocyclic group or a polycyclic heterocyclic group. The number of ring carbon atoms in the heteroaryl group may be 2 to 30, 2 to 20 or 2 to 10. Examples of heteroaryl groups may include thienyl, furyl, pyrrolyl, imidazolyl, pyridyl, bipyridyl, pyrimidyl, triazine, triazolyl, acridinyl, pyridazinyl, pyrazinyl, quinolyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolyl, indolyl, carbazolyl, N-arylcarbazolyl, N-heteroarylcarbazolyl, N-alkylcarbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, thienothiphenyl, benzofuranyl, phenanthrolinyl, thiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, thiadiazolyl, phenothiazinyl, dibenzothirolyl and / or dibenzofuranyl, but embodiments of the present disclosure are not limited thereto.

[0073] In the present disclosure, the above description of the aryl group can be applied to the arylene group, except that the arylene group is a divalent group. The above description of the heteroaryl group can be applied to the heteroarylene group, except that the heteroarylene group is a divalent group.

[0074] In the present disclosure, the silyl group may include an alkylsilyl group and / or an arylsilyl group. The alkyl group in the alkylsilyl group may be linear, branched or cyclic. The number of carbon atoms in the alkylsilyl group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. The number of carbon atoms in the arylsilyl group is not specifically limited, but may be, for example, 6 to 30, 6 to 20 or 6 to 15. Examples of silyl groups may include trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl and / or phenylsilyl, etc., but embodiments of the present disclosure are not limited thereto.

[0075] In the present disclosure, the number of carbon atoms in the carbonyl group is not particularly limited, and for example, may be 1 to 40, 1 to 30, or 1 to 20. For example, the carbonyl group may have the following structure, but embodiments of the present disclosure are not limited thereto.

[0076]

[0077] In the present disclosure, the number of carbon atoms in the sulfinyl group and / or the sulfonyl group is not particularly limited, and for example, may be 1 to 30. The sulfinyl group may include an alkylsulfinyl group and / or an arylsulfinyl group. The sulfonyl group may include an alkylsulfonyl group and / or an arylsulfonyl group.

[0078] In the present disclosure, the thio group may include an alkylthio group and / or an arylthio group. The alkyl group in the alkylthio group may be linear, branched or cyclic. The number of carbon atoms in the alkylthio group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. The number of carbon atoms in the arylthio group is not specifically limited, but may be, for example, 6 to 30, 6 to 20 or 6 to 15. The thio group may refer to a sulfur atom bonded to the alkyl or aryl group defined above. Examples of thio groups may include methylthio, ethylthio, propylthio, pentylthio, hexylthio, octylthio, dodecylthio, cyclopentylthio, cyclohexylthio, phenylthio, naphthylthio, but embodiments of the present disclosure are not limited thereto.

[0079] In the present disclosure, an oxy group may refer to an oxygen atom bonded to an alkyl or aryl group as defined above. The oxy group may include an alkoxy group and / or an aryloxy group. The number of carbon atoms in the aryloxy group is not specifically limited, but may be, for example, 6 to 30, 6 to 20, or 6 to 15. The alkoxy group may be linear, branched, or cyclic. The number of carbon atoms in the alkoxy group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. Examples of oxy groups may include methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, octyloxy, nonyloxy, decyloxy, and / or benzyloxy, etc., but embodiments of the present disclosure are not limited thereto.

[0080] The boryl group utilized in this article may refer to a boron atom bonded to an alkyl or aryl group as defined above. The boryl group may include an alkyl boryl group and / or an aryl boryl group. The alkyl group in the alkyl boryl group may be a linear group, a branched group, or a cyclic group. The number of carbon atoms in the alkyl boryl group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. The number of carbon atoms in the aryl boryl group is not specifically limited, but may be, for example, 6 to 30, 6 to 20, or 6 to 15. Examples of boryl groups may include dimethyl boryl, tert-butyl methyl boryl, diphenyl boryl, and / or phenyl boryl, etc., but embodiments of the present disclosure are not limited thereto.

[0081] In the present disclosure, the number of carbon atoms in the amine group is not specifically limited, for example, it may be 1 to 30. The amine group may include an alkylamine group and / or an arylamine group. The alkyl group in the alkylamine group may be a linear group, a branched group, or a cyclic group. The number of carbon atoms in the alkylamine group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. The number of carbon atoms in the arylamine group is not specifically limited, but may be, for example, 6 to 30, 6 to 20, or 6 to 15. Examples of amine groups may include methylamine, dimethylamine, phenylamine, diphenylamine, naphthylamine, and / or 9-methyl-anthrylamine, etc., but embodiments of the present disclosure are not limited thereto.

[0082] In the specification, the sulfinyl group may mean an alkyl group or an aryl group defined above combined with -S(=O)-. The number of carbon atoms of the sulfinyl group is not particularly limited, but may be 1 to 30, 1 to 20, or 1 to 10. The sulfinyl group may include an alkylsulfinyl group and an arylsulfinyl group. For example, the sulfinyl group may have the following structure, but is not limited thereto.

[0083]

[0084] In the specification, sulfonyl may refer to -S(=O) 2 - combined with the above-defined alkyl or aryl groups. The number of carbon atoms of the sulfonyl group is not particularly limited, but may be 1 to 30, 1 to 20, or 1 to 10. The sulfonyl group may include an alkylsulfonyl group and an arylsulfonyl group. For example, the sulfonyl group may have the following structure, but is not limited thereto.

[0085]

[0086] In the specification, the phosphine oxide group may mean an alkyl group or an aryl group defined above combined with -P(=O)-. The number of carbon atoms of the phosphine oxide group is not particularly limited, but may be 1 to 30, 1 to 20, or 1 to 10. The phosphine oxide group may include an alkyl phosphine oxide group and an aryl phosphine oxide group. For example, the phosphine oxide group may have the following structure, but is not limited thereto.

[0087]

[0088] In the specification, the phosphinosulfide group may mean an alkyl or aryl group defined above in combination with -P(=S)-. The number of carbon atoms of the phosphinosulfide group is not particularly limited, but may be 1 to 30, 1 to 20, or 1 to 10. The phosphinosulfide group may include an alkylphosphinosulfide group and an arylphosphinosulfide group. For example, the phosphinosulfide group may have the following structure, but is not limited thereto.

[0089]

[0090] In the present disclosure, the alkyl group in the alkoxy group, alkylthio group, alkylsulfonyl group, alkylsulfinyl group, alkylaryl group, alkylamino group, alkylboryl group, alkylsilyl group, alkylphosphine oxide group, alkylphosphine sulfide group, and alkylamine group may be the same as exemplified above.

[0091] In the present disclosure, the aryl group in the aryloxy group, arylthio group, arylsulfonyl group, arylsulfinyl group, arylamino group, arylboryl group, arylsilyl group, arylphosphine oxide group, arylphosphine sulfide group, and arylamine group may be the same as exemplified above.

[0092] In the present disclosure, a direct connection may refer to a single bond.

[0093] In this disclosure, and "-*" indicate the location to be linked.

[0094] Hereinafter, embodiments of the present disclosure will be described in more detail with reference to the accompanying drawings.

[0095] Figure 1 A plan view for explaining a display device DD according to one or more embodiments of the present disclosure. Figure 2 is a cross-sectional view of a display device DD according to one or more embodiments. Figure 2 To explain along Figure 1 A cross-sectional view of the portion taken along line II'.

[0096] The display device DD may include a display panel DP and an optical layer PP disposed on the display panel DP. The display panel DP may include light emitting elements ED-1, ED-2, and ED-3. The display device DD may include a plurality of light emitting elements ED-1, ED-2, and ED-3. The optical layer PP may be disposed on the display panel DP to control light reflected in the display panel DP due to external light. The optical layer PP may include, for example, a polarizing layer and / or a color filter layer. In one or more embodiments, the optical layer PP may not be provided in the display device DD.

[0097] The base substrate BL may be disposed on the optical layer PP. The base substrate BL may be a member providing a base surface, and the optical layer PP is disposed on the base surface. The base substrate BL may be a glass substrate, a metal substrate, and / or a plastic substrate, etc. However, the embodiments of the present disclosure are not limited thereto, and the base substrate BL may be an inorganic layer, an organic layer, or a composite material layer. In one or more embodiments, the base substrate BL may not be provided.

[0098] The display device DD according to one or more embodiments may further include a filling layer. The filling layer may be arranged between the display element layer DP-ED and the base substrate BL. The filling layer may be an organic material layer. The filling layer may include at least one of acrylic resin, silicone resin, and epoxy resin.

[0099] The display panel DP may include a base layer BS, a circuit layer DP-CL provided on the base layer BS, and a display element layer DP-ED. The display element layer DP-ED may include a pixel defining layer PDL, light emitting elements ED-1, ED-2, and ED-3 arranged between respective portions of the pixel defining layer PDL, and an encapsulation layer TFE arranged on the light emitting elements ED-1, ED-2, and ED-3.

[0100] The base layer BS may be a member providing a base surface, and the display element layer DP-ED is arranged on the base surface. The base layer BS may be a glass substrate, a metal substrate, and / or a plastic substrate, etc. However, the embodiments of the present disclosure are not limited thereto, and the base layer BS may be an inorganic layer, an organic layer, or a composite material layer.

[0101] In one or more embodiments, the circuit layer DP-CL may be arranged on the base layer BS, and the circuit layer DP-CL may include a plurality of transistors. Each of the plurality of transistors may include a control electrode, an input electrode, and an output electrode. For example, in some embodiments, the circuit layer DP-CL may include a switching transistor and a driving transistor for driving the light-emitting elements ED-1, ED-2, and ED-3 of the display element layer DP-ED.

[0102] Each of the light emitting elements ED-1, ED-2, and ED-3 may have a Figures 3 to 7 Each of the light emitting elements ED-1, ED-2 and ED-3 may include a first electrode EL1, a hole transport region HTR, respective emission layers EML-R, EML-G and EML-B, an electron transport region ETR and a second electrode EL2.

[0103] Figure 2Such an embodiment is explained, in which the respective emission layers EML-R, EML-G and EML-B of the light-emitting elements ED-1, ED-2 and ED-3 are arranged in the opening OH defined in the pixel defining layer PDL, and the hole transport region HTR, the electron transport region ETR and the second electrode EL2 are provided as a common layer in the entire light-emitting elements ED-1, ED-2 and ED-3. However, the embodiments of the present disclosure are not limited thereto, for example, the hole transport region HTR and the electron transport region ETR in one or more embodiments may be provided by patterning in the opening OH defined in the pixel defining layer PDL. For example, the hole transport region HTR of the light-emitting elements ED-1, ED-2 and ED-3 in one or more embodiments, the respective emission layers EML-R, EML-G and EML-B and the electron transport region ETR may be provided by patterning using an inkjet printing method.

[0104] The encapsulation layer TFE may cover the light emitting elements ED-1, ED-2 and ED-3. The encapsulation layer TFE may seal the light emitting elements ED-1, ED-2 and ED-3 in the display element layer DP-ED. The encapsulation layer TFE may be a thin film encapsulation layer. The encapsulation layer TFE may be formed by laminating one or more layers. The encapsulation layer TFE may include at least one insulating layer. In some embodiments, the encapsulation layer TFE may include at least one inorganic film (hereinafter, encapsulation-inorganic film). In some embodiments, the encapsulation layer TFE may include at least one organic film (hereinafter, encapsulation-organic film) and at least one encapsulation-inorganic film.

[0105] The encapsulation-inorganic film protects the display element layer DP-ED from moisture / oxygen, and the encapsulation-organic film protects the display element layer DP-ED from foreign substances (e.g., dust particles). The encapsulation-inorganic film may include silicon nitride, silicon oxynitride, silicon oxide, titanium oxide and / or aluminum oxide, etc., but the embodiments of the present disclosure are not specifically limited thereto. In some embodiments, the encapsulation-organic film may include acrylic compounds and / or epoxy compounds, etc. In some embodiments, the encapsulation-organic film may include a photopolymerizable organic material, but the embodiments of the present disclosure are not specifically limited thereto.

[0106] The encapsulation layer TFE may be disposed on the second electrode EL2 and may be disposed to fill the open holes OH.

[0107] refer to Figure 1 and Figure 2, the display device DD may include a non-light emitting area NPXA and light emitting areas PXA-R, PXA-G, and PXA-B. The light emitting areas PXA-R, PXA-G, and PXA-B may be areas in which light generated by respective light emitting elements ED-1, ED-2, and ED-3 is emitted. In a plan view, the light emitting areas PXA-R, PXA-G, and PXA-B may be separated and / or spaced apart from each other.

[0108] Each of the light-emitting areas PXA-R, PXA-G, and PXA-B may be an area divided by the pixel defining layer PDL. The non-light-emitting area NPXA may be an area corresponding to the pixel defining layer PDL between the adjacent light-emitting areas PXA-R, PXA-G, and PXA-B. In one or more embodiments, the light-emitting areas PXA-R, PXA-G, and PXA-B may correspond to pixels, respectively. The pixel defining layer PDL may divide the light-emitting elements ED-1, ED-2, and ED-3. The respective emission layers EML-R, EML-G, and EML-B of the light-emitting elements ED-1, ED-2, and ED-3 may be arranged in the openings OH defined in the pixel defining layer PDL and separated from each other.

[0109] The light emitting areas PXA-R, PXA-G, and PXA-B may be divided into a plurality of groups according to the colors of the lights generated from the light emitting elements ED-1, ED-2, and ED-3. Figure 1 and Figure 2 In the display device DD of one or more embodiments illustrated in FIG, three light emitting areas PXA-R, PXA-G, and PXA-B that emit red light, green light, and blue light, respectively, are schematically illustrated. For example, in one or more embodiments, the display device DD may include a red light emitting area PXA-R, a green light emitting area PXA-G, and a blue light emitting area PXA-B that are separated from each other.

[0110] In the display device DD according to one or more embodiments, a plurality of light emitting elements ED-1, ED-2, and ED-3 may emit light beams having wavelength ranges different from each other. For example, in some embodiments, the display device DD may include a first light emitting element ED-1 emitting red light, a second light emitting element ED-2 emitting green light, and a third light emitting element ED-3 emitting blue light. For example, in one or more embodiments, a red light emitting region PXA-R, a green light emitting region PXA-G, and a blue light emitting region PXA-B of the display device DD may correspond to the first light emitting element ED-1, the second light emitting element ED-2, and the third light emitting element ED-3, respectively.

[0111] However, the embodiments of the present disclosure are not limited thereto, and the first to third light emitting elements ED-1, ED-2, and ED-3 may emit light beams in substantially the same wavelength range or at least one light emitting element may emit a light beam in a wavelength range different from the other wavelength ranges. For example, in some embodiments, the first to third light emitting elements ED-1, ED-2, and ED-3 may all emit blue light.

[0112] The light emitting areas PXA-R, PXA-G, and PXA-B in the display device DD according to one or more embodiments may be arranged in a stripe form. Figure 1 , a plurality of red light emitting areas PXA-R may be arranged along the second direction axis DR2, a plurality of green light emitting areas PXA-G may be arranged along the second direction axis DR2, and a plurality of blue light emitting areas PXA-B may be arranged along the second direction axis DR2. In one or more embodiments, the red light emitting areas PXA-R, the green light emitting areas PXA-G, and the blue light emitting areas PXA-B may be alternately arranged along the first direction axis DR1 in the order described.

[0113] Figure 1 and Figure 2 It is explained that all the light-emitting regions PXA-R, PXA-G, and PXA-B have the same area, but the embodiments of the present disclosure are not limited thereto. Therefore, the light-emitting regions PXA-R, PXA-G, and PXA-B may have different areas from each other according to the wavelength range of the emitted light. The areas of the light-emitting regions PXA-R, PXA-G, and PXA-B may refer to the area (e.g., the area in the plan view) if observed on the plane defined by the first direction axis DR1 and the second direction axis DR2 (e.g., the area when observed on the plane defined by the first direction axis DR1 and the second direction axis DR2 (e.g., the area in the plan view)). The third direction axis DR3 may be perpendicular to the plane defined by the first direction axis DR1 and the second direction axis DR2.

[0114] In one or more embodiments, the arrangement of the light-emitting areas PXA-R, PXA-G, and PXA-B is not limited to Figure 1 The configuration explained in the above description may be provided in accordance with the characteristics of the display quality desired or required in the display device DD, and the order of arranging the red light emitting areas PXA-R, the green light emitting areas PXA-G, and the blue light emitting areas PXA-B may be provided in one or more appropriate combinations according to the characteristics of the display quality desired or required in the display device DD. For example, in one or more embodiments, the arrangement form of the light emitting areas PXA-R, PXA-G, and PXA-B may be a honeycomb shape. Arrangement form (for example, RGBG matrix, RGBG structure or RGBG matrix structure), or diamond ) arrangement (for example, a display (for example, an OLED display) containing red, blue and green (RGB) light-emitting areas arranged in a diamond shape). and Diamond It is an officially registered trademark of Samsung Display Co., Ltd.

[0115] In one or more embodiments, the areas of the emission regions PXA-R, PXA-G, and PXA-B may be different from each other. For example, in an embodiment, the area of ​​the green emission region PXA-G may be smaller than the area of ​​the blue emission region PXA-B, but the embodiments of the present disclosure are not limited thereto.

[0116] Below, Figures 3 to 7 Each is a cross-sectional view schematically illustrating a light emitting element according to one or more embodiments. Each of the light emitting elements ED according to one or more embodiments may include a first electrode EL1, a hole transport region HTR, an emission layer EML, an electron transport region ETR, and a second electrode EL2 sequentially stacked.

[0117] and Figure 3 compared to, Figure 4 A cross-sectional view of a light emitting element ED according to one or more embodiments is illustrated, wherein the hole transport region HTR includes a hole injection layer HIL and a hole transport layer HTL, and the electron transport region ETR includes an electron injection layer EIL and an electron transport layer ETL. Figure 3 compared to, Figure 5 A cross-sectional view of a light emitting element ED according to one or more embodiments is illustrated, wherein the hole transport region HTR includes a hole injection layer HIL, a hole transport layer HTL, and an electron blocking layer EBL, and the electron transport region ETR includes an electron injection layer EIL, an electron transport layer ETL, and a hole blocking layer HBL. Figure 3 compared to, Figure 6 A cross-sectional view of a light emitting element ED of one or more embodiments is illustrated, wherein the hole transport region HTR includes a hole injection layer HIL, a hole transport layer HTL, and an emission auxiliary layer EAL, and the electron transport region ETR includes an electron injection layer EIL, an electron transport layer ETL, and a hole blocking layer HBL. Figure 4 compared to, Figure 7 A cross-sectional view of a light emitting element ED according to one or more embodiments including a capping layer CPL disposed on the second electrode EL2 is illustrated.

[0118] The first electrode EL1 has conductivity (for example, a conductor). The first electrode EL1 may be formed of a metal material, a metal alloy, or a conductive compound. The first electrode EL1 may be an anode or a cathode. However, the embodiments of the present disclosure are not limited thereto. In one or more embodiments, the first electrode EL1 may be a pixel electrode. The first electrode EL1 may be a transmissive electrode, a transflective electrode, or a reflective electrode. The first electrode EL1 may include at least one selected from silver (Ag), magnesium (Mg), copper (Cu), aluminum (Al), platinum (Pt), palladium (Pd), gold (Au), nickel (Ni), neodymium (Nd), iridium (Ir), chromium (Cr), lithium (Li), calcium (Ca), lithium fluoride (LiF), molybdenum (Mo), titanium (Ti), tungsten (W), indium (In), tin (Sn), and zinc (Zn), a compound selected from two or more thereof (a compound of two or more thereof), a mixture selected from two or more thereof, or an oxide thereof.

[0119] If the first electrode EL1 is a transmissive electrode, the first electrode EL1 may include a transparent metal oxide (e.g., indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), and / or indium tin zinc oxide (ITZO)). If the first electrode EL1 is a transflective electrode or a reflective electrode, the first electrode EL1 may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, W, a compound thereof, or a mixture thereof (e.g., a mixture of Ag and Mg), or a material having a multilayer structure, such as LiF / Ca (a stacked structure of LiF and Ca) or LiF / Al (a stacked structure of LiF and Al). In one or more embodiments, the first electrode EL1 may have a multilayer structure including a reflective film or a transflective film formed of one or more of the above materials and a transparent conductive film formed of ITO, IZO, ZnO, and / or ITZO, etc. For example, in some embodiments, the first electrode EL1 may have a three-layer structure of ITO / Ag / ITO, but the embodiments of the present disclosure are not limited thereto. In one or more embodiments, the first electrode EL1 may include one of the above-mentioned metal materials, a combination of at least two of the above-mentioned metal materials, and / or an oxide of the above-mentioned metal materials, etc. The thickness of the first electrode EL1 may be about 700 angstroms. to about For example, in one or more embodiments, the thickness of the first electrode EL1 may be about 100 Å. to about

[0120] A hole transport region HTR may be provided on the first electrode EL1. The hole transport region HTR may be disposed between the first electrode EL1 and the emission layer EML.

[0121] The hole transport region HTR may include at least one of a hole injection layer HIL, a hole transport layer HTL, an emission auxiliary layer EAL, and an electron blocking layer EBL. The emission auxiliary layer EAL may be referred to as a buffer layer. The thickness of the hole transport region HTR may be, for example, about 100 Å. to about

[0122] The hole transport region HTR may have a single-layer structure of a single layer formed of a single material, a single-layer structure of a single layer formed of a plurality of different materials, or a multi-layer structure including a plurality of layers formed of a plurality of different materials.

[0123] For example, in one or more embodiments, the hole transport region HTR may have a single-layer structure of a hole injection layer HIL or a hole transport layer HTL, or may have a single-layer structure formed of a hole injection material and a hole transport material. In one or more embodiments, the hole transport region HTR may have a single-layer structure formed of a plurality of different materials, or a structure in which a hole injection layer HIL / hole transport layer HTL, a hole injection layer HIL / hole transport layer HTL / emission auxiliary layer EAL, a hole injection layer HIL / emission auxiliary layer EAL, a hole transport layer HTL / emission auxiliary layer EAL or a hole injection layer HIL / hole transport layer HTL / emission auxiliary layer EBL are stacked in sequence (e.g., in the order of narration) from the first electrode EL1, but the embodiments of the present disclosure are not limited thereto. In one or more embodiments, the hole transport layer HTL may have a single layer or a multilayer structure having a plurality of layers.

[0124] The hole transport region HTR may be formed using one or more appropriate methods such as vacuum deposition, spin coating, casting, Langmuir-Brokett (LB), inkjet printing, laser printing, and / or laser induced thermal imaging (LITI).

[0125] In one or more embodiments, the light emitting element ED may include the amine compound represented by Formula 1 of one or more embodiments in the hole transport region HTR. In one or more embodiments, at least one of the hole injection layer HIL, the hole transport layer HTL, the electron blocking layer EBL, and the emission auxiliary layer EAL may include the amine compound represented by Formula 1 of one or more embodiments. For example, the hole transport layer HTL in the light emitting element ED of one or more embodiments may include the amine compound represented by Formula 1 of one or more embodiments.

[0126] Formula 1

[0127]

[0128] The amine compound of one or more embodiments may include all dibenzoheterocyclopentadienyl groups, naphthyl groups and o-terphenyl groups bonded to the nitrogen atom (N) of the amine compound. The amine compound of one or more embodiments may include substituted or unsubstituted dibenzoheterocyclopentadienyl groups directly bonded to the nitrogen atom (N), substituted or unsubstituted naphthyl groups bonded to the nitrogen atom via a linker, and substituted or unsubstituted o-terphenyl groups bonded directly to the nitrogen atom or via a linker. In one or more embodiments, the amine compound of one or more embodiments may be a monoamine compound that does not contain additional amine substituents.

[0129] The substituted or unsubstituted dibenzoheterocyclopentadienyl group in the amine compound of one or more embodiments may be directly bonded to the nitrogen atom at position c1 as indicated herein adjacent to the heteroatom X. In the present disclosure, the dibenzoheterocyclopentadienyl group as a configuration bonded to the nitrogen atom of the amine compound of one or more embodiments may be referred to as a 4-dibenzoheterocyclopentadienyl group.

[0130]

[0131] In one or more embodiments, the substituted or unsubstituted o-terphenyl group in the amine compound of one or more embodiments may be directly bonded to the nitrogen atom at position c2 as indicated herein or bonded to the nitrogen atom via a linker. In the present disclosure, the o-terphenyl group as a configuration bonded to the nitrogen atom of the amine compound of one or more embodiments may be referred to as a 3,4-substituted phenyl group.

[0132]

[0133] The amine compound of one or more embodiments may include 4-dibenzoheterocyclopentadienyl and naphthyl, and thus may exhibit excellent or appropriate charge transport characteristics and excellent or appropriate electron resistance effects. In addition, the amine compound according to one or more embodiments may include 3,4-substituted phenyl to adjust the charge balance through a steric effect, thereby exhibiting excellent or appropriate charge transport characteristics. For example, the amine compound of one or more embodiments includes a dibenzoheterocyclopentadienyl and an ortho-terphenyl group bonded to a nitrogen atom at a specified position, and further includes a naphthyl group bonded to a nitrogen atom, thereby having excellent or appropriate charge transport characteristics and material stability, and thus contributing to high luminous efficiency and long service life of the light-emitting element.

[0134] In Formula 1, X may be O or S. For example, in the amine compound of one or more embodiments, the dibenzoheterocyclopentadienyl group bonded to the nitrogen atom of the amine compound may be a substituted or unsubstituted dibenzofuranyl group or a substituted or unsubstituted dibenzothiophenyl group.

[0135] In formula 1, R1 To R 20 Each may independently be hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted alkenyl having 2 to 10 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring-forming carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring-forming carbon atoms, and / or may independently bond with an adjacent group to form (or provide) a ring.

[0136] When R 1 To R 20 When one or more of R is bonded to an adjacent group to form (or provide) a ring, 1 To R 20 One or more of R may be bonded to an adjacent group to form (or provide) a saturated hydrocarbon ring or an unsaturated hydrocarbon ring. 1 To R 20 One or more of may be bonded to the substituted ring to form (or provide) a fused ring.

[0137] In one or more embodiments, R 1 To R 7 can be hydrogen, or R 1 To R 7 At least one of may be a substituted or unsubstituted aromatic group having 6 to 30 ring carbon atoms, and / or may be bonded to an adjacent group to form (or provide) a ring. For example, in one or more embodiments, R 1 To R 7 can be hydrogen atoms, or R 1 To R 7 At least one of the may be a substituted or unsubstituted phenyl group, and / or may be bonded to the benzene ring of the adjacent dibenzoheterocyclopentadienyl group to form (or provide) a condensed ring. However, embodiments of the present disclosure are not limited thereto.

[0138] In one or more embodiments, R 8 To R 20 can be hydrogen, or R 8 To R 20 At least one of may be a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a halogen, and / or may be bonded to an adjacent group to form (or provide) a ring. For example, in one or more embodiments, R 8 To R 20 can be hydrogen, or R 8 To R 20 At least one of them may be a substituted or unsubstituted phenyl group, or R 8 To R 20At least one of may be a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms, or R 8 To R 20 At least one of may be a halogen, and / or may be bonded to an adjacent benzene ring to form (or provide) a condensed ring. However, the embodiments of the present disclosure are not limited thereto.

[0139] In formula 1, L 1 It may be a directly connected, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. For example, in one or more embodiments, in Formula 1, L 1 It may be a directly linked or substituted or unsubstituted arylene group having 1 to 10 carbon atoms.

[0140] In formula 1, L 2 It may be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms. In one or more embodiments, L 2 It may be a substituted or unsubstituted phenylene group or a substituted or unsubstituted divalent biphenyl group. However, the embodiments of the present disclosure are not limited thereto.

[0141] In Formula 1, n may be an integer selected from 1 to 7, and R a may be hydrogen, deuterium, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. For example, in one or more embodiments, n may be 1, and R a It may be a substituted or unsubstituted phenyl group or a substituted or unsubstituted naphthyl group. However, the embodiments of the present disclosure are not limited thereto.

[0142] In one or more embodiments, in the amine compound represented by Formula 1, at least one hydrogen may be substituted with deuterium. In Formula 1, R 1 To R 20 and L may each independently be deuterium or include deuterium as a substituent. In one or more embodiments, L 1 and L 2 Each independently may include deuterium as a substituent.

[0143] In formula 1, R 1 To R 20 , R a , L 1 and L 2 Substituted or unsubstituted amine groups may not be included (eg, may be excluded).For example, in one or more embodiments, the amine compound represented by Formula 1 may be a monoamine compound that does not further include an amine group.

[0144] In one or more embodiments, the amine compound represented by Formula 1 may be represented by Formula 1-1 or Formula 1-2. Formula 1-1 represents an embodiment of an amine compound including dibenzofuran as a dibenzoheterocyclopentadienyl group, and Formula 1-2 represents an embodiment of an amine compound including dibenzothiophene as a dibenzoheterocyclopentadienyl group.

[0145] Formula 1-1

[0146]

[0147] Formula 1-2

[0148]

[0149] In Formula 1-1 and Formula 1-2, the same contents as described in Formula 1 can be applied to R 1 To R 20 , L 1 , L 2 , R a and n.

[0150] In the amine compound represented by Formula 1 according to one or more embodiments, the o-terphenyl group may be directly bonded to the nitrogen atom of the amine compound or bonded to the nitrogen atom via a linker.

[0151] In one or more embodiments, the amine compound represented by Formula 1 may be represented by Formula 1A or Formula 1B. Formula 1A shows one or more embodiments of the amine compound in which the ortho-terphenyl group is directly bonded to the nitrogen atom of the amine compound, and Formula 1B shows one or more embodiments in which the ortho-terphenyl group is bonded to the nitrogen atom of the amine compound via L as a linker. 1a One or more amine compounds of the embodiments are bonded to a nitrogen atom.

[0152] Formula 1A

[0153]

[0154] Formula 1B

[0155]

[0156] In Formula 1B, L 1a may be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, and R 8 and R 9 It may not bond with an adjacent group to form (or provide) a ring.

[0157] In one or more embodiments, in Formula 1A and Formula 1B, the same as described in Formula 1 may be applied to X, R 1 To R 20 ,n,Ra and L 2 .

[0158] The amine compound represented by Formula 1 of one or more embodiments may be one selected from the compounds of Compound Group 1. The hole transport region HTR of the light emitting element ED of one or more embodiments may include at least one selected from the amine compounds disclosed in Compound Group 1. D in Compound Group 1 is deuterium.

[0159] Compound Group 1

[0160]

[0161]

[0162]

[0163]

[0164]

[0165]

[0166]

[0167]

[0168]

[0169]

[0170]

[0171]

[0172]

[0173]

[0174]

[0175]

[0176]

[0177]

[0178]

[0179]

[0180] One or more embodiments of the amine compound represented by Formula 1 may include a dibenzoheterocyclopentadiene (dibenzofuran or dibenzothiophene) moiety, a naphthyl group and a 3,4-substituted phenyl group (o-terphenyl group), and in particular, each of the dibenzoheterocyclopentadiene moiety and the 3,4-substituted phenyl group is characterized in that it is bonded to the nitrogen atom of the amine compound at a specific position. Due to the introduction of such a substituent and the provision of the substitution position, the amine compound of one or more embodiments may have excellent or appropriate electrical stability and high charge transfer capability. Accordingly, the service life of the amine compound of one or more embodiments may be improved. In addition, the light-emitting element ED of one or more embodiments including the amine compound of one or more embodiments may have improved luminous efficiency and service life.

[0181] In one or more embodiments, the hole transport region HTR in the light emitting element ED may further include a compound represented by Formula H-1. For example, the light emitting element ED of one or more embodiments may include a compound represented by Formula H-1 in another layer of the hole transport region HTR (wherein the amine compound represented by Formula 1 of one or more embodiments is not included). However, embodiments of the present disclosure are not limited thereto.

[0182] Formula H-1

[0183]

[0184] In formula H-1, L 1 and L 2 Each of L and L may be independently a directly connected, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. a and b may be independently an integer selected from 0 to 10. In one or more embodiments, if a or b is an integer of 2 or more (for example, when a or b is an integer of 2 or more), multiple L 1 or more L 2 Each may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0185] In formula H-1, Ar 1 and Ar 2 may be each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. In one or more embodiments, in formula H-1, Ar 3 It may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

[0186] The compound represented by formula H-1 may be a monoamine compound. In one or more embodiments, the compound represented by formula H-1 may be a compound selected from Ar 1 To Ar 3 In one or more embodiments, the compound represented by formula H-1 may be a diamine compound in which Ar 1 and Ar 2 At least one of the carbazole compounds includes a substituted or unsubstituted carbazole group, or in Ar 1 and Ar 2 A fluorene compound in which at least one of the compounds includes a substituted or unsubstituted fluorenyl group.

[0187] The compound represented by Formula H-1 may be any one selected from the compounds in Compound Group H. However, the compounds listed in Compound Group H are merely examples, and the compound represented by Formula H-1 is not limited to those shown in Compound Group H:

[0188] Compound Group H

[0189]

[0190] In one or more embodiments, the hole transport region HTR may further include a phthalocyanine compound (eg, copper phthalocyanine), N 1 ,N 1’ -([1,1'-biphenyl]-4,4'-diyl)bis(N 1 -phenyl-N 4 ,N 4 -dimethylphenylbenzene-1,4-diamine) (DNTPD), 4,4',4"-[tri(3-methylphenyl)phenylamino]triphenylamine (m-MTDATA), 4,4',4"-tri(N,N-diphenylamino)triphenylamine (TDATA), 4,4',4"-tri[N-(2-naphthyl)-N-phenylamino]triphenylamine (2-TNATA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / dodecylbenzenesulfonic acid (PAN I / DBSA), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB), triphenylamine-containing polyetherketone (TPAPEK), 4-isopropyl-4'-methyldiphenyliodonium [tetrakis(pentafluorophenyl)borate] and / or dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN), etc.

[0191] In one or more embodiments, the hole transport region HTR may further include carbazole derivatives (e.g., N-phenylcarbazole and / or polyvinylcarbazole), fluorene derivatives and / or triphenylamine derivatives (e.g., N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (TPD), 4,4',4"-tri(N-carbazolyl)triphenylamine (TCTA), N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB), 4,4'-cyclohexylenebis[N,N-bis(4-methylphenyl)aniline] (TAPC), 4,4'-bis[N,N'-(3-tolyl)amino]-3,3'-dimethylbiphenyl (HMTPD) and / or 1,3-bis(N-carbazolyl)benzene (mCP)), etc.

[0192] In one or more embodiments, the hole transport region HTR may further include 9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole (CzSi), 9-phenyl-9H-3,9'-bicarbazole (CCP) and / or 1,3-bis(1,8-dimethyl-9H-carbazole-9-yl)benzene (mDCP), etc.

[0193] The hole transport region HTR may include one or more of the above-mentioned compounds of the hole transport region HTR in at least one of the hole injection layer HIL, the hole transport layer HTL, and the electron blocking layer EBL.

[0194] The thickness of the hole transport region HTR may be about to about For example, about to about When the hole transport region HTR includes the hole injection layer HIL, the hole injection layer HIL may have, for example, about 100 nm. to about When the hole transport region HTR includes the hole transport layer HTL, the hole transport layer HTL may have a thickness of about to about For example, if the hole transport region HTR includes the electron blocking layer EBL (eg, when the hole transport region HTR includes the electron blocking layer EBL), the electron blocking layer EBL may have a thickness of about to about If the thickness of the hole transport region HTR, the hole injection layer HIL, the hole transport layer HTL and the electron blocking layer EBL satisfy the above ranges, satisfactory hole transport characteristics can be achieved without significantly increasing the driving voltage.

[0195] In one or more embodiments, in addition to the above materials, the hole transport region HTR may further include a charge generation material to increase conductivity. The charge generation material may be uniformly (substantially uniformly) or non-uniformly dispersed in the hole transport region HTR. The charge generation material may be, for example, a p-dopant. The p-dopant may include at least one of a metal halide, a quinone derivative, a metal oxide, and a cyano-containing compound, but the embodiments of the present disclosure are not limited thereto. For example, in some embodiments, the p-dopant may include a metal halide (e.g., CuI and / or RbI), a quinone derivative (e.g., tetracyanoquinodimethane (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ)), a metal oxide (e.g., tungsten oxide and / or molybdenum oxide) and / or a cyano-containing compound (e.g., dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN) and / or 4-[[2,3-bis[cyano-(4-cyano-2,3,5,6-tetrafluorophenyl)methylene]cyclopropylidene]-cyanomethyl]-2,3,5,6-tetrafluorobenzonitrile (NDP9)), etc., but the embodiments of the present disclosure are not limited thereto.

[0196] As described above, in some embodiments, in addition to the hole injection layer HIL and the hole transport layer HTL, the hole transport region HTR may further include at least one of an emission auxiliary layer EAL and an electron blocking layer EBL. The emission auxiliary layer EAL may compensate for the resonance distance according to the wavelength of the light emitted from the emission layer EML, and may increase the luminous efficiency by adjusting the charge balance. In one or more embodiments, the emission auxiliary layer EAL may also be used to prevent or reduce the injection of electrons into the hole transport region HTR. The material that may be included in the hole transport region HTR may be included in the emission auxiliary layer EAL. The electron blocking layer EBL is a layer for preventing or reducing the injection of electrons from the electron transport region ETR to the hole transport region HTR.

[0197] In the light emitting element ED according to one or more embodiments, an emission layer EML may be provided on the hole transport region HTR. The emission layer EML may have, for example, about to about or about to about The emission layer EML may have a single-layer structure of a single layer formed of a single material, a single-layer structure of a single layer formed of a plurality of different materials, or a multi-layer structure of a plurality of layers formed of a plurality of different materials.

[0198] In the light-emitting element ED of one or more embodiments, the emission layer EML may emit blue light (e.g., blue fluorescence). The light-emitting element ED of one or more embodiments may include the amine compound of one or more embodiments in the hole transport region HTR, and may show high luminous efficiency and long life characteristics in the blue emission region. In one or more embodiments, the light-emitting element ED may include the amine compound of one or more embodiments in the hole transport region HTR, and the emission layer EML may emit blue fluorescence. However, embodiments of the present disclosure are not limited thereto.

[0199] In the light emitting element ED of one or more embodiments, the emission layer EML may include at least one of anthracene derivatives, pyrene derivatives, fluoranthene derivatives, 1,2-phenylene derivatives, dihydrobenzanthracene derivatives, and triphenylene derivatives. For example, in one or more embodiments, the emission layer EML may include one or more anthracene derivatives and / or one or more pyrene derivatives.

[0200] exist Figures 3 to 7 In the light emitting element ED of one or more embodiments shown in , the emission layer EML may include a host and a dopant, and the emission layer EML may include a compound represented by Formula E-1. The compound represented by Formula E-1 may be used as a fluorescent host material.

[0201] Formula E-1

[0202]

[0203] In formula E-1, R 31 To R 40 Each of the above may be independently hydrogen, deuterium, halogen, substituted or unsubstituted silyl, substituted or unsubstituted thiol, substituted or unsubstituted oxy, substituted or unsubstituted alkyl of 1 to 10 carbon atoms, substituted or unsubstituted alkenyl of 2 to 10 carbon atoms, substituted or unsubstituted aryl of 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl of 2 to 30 ring carbon atoms, and / or may be combined with adjacent groups to form (or provide) a ring. In one or more embodiments, R 31 To R 40 One or more of the may combine with an adjacent group to form (or provide) a saturated hydrocarbon ring, an unsaturated hydrocarbon ring, a saturated heterocyclic ring or an unsaturated heterocyclic ring.

[0204] In Formula E-1, "c" and "d" may each independently be an integer selected from 0 to 5.

[0205] The compound represented by Formula E-1 may be any one selected from Compound E1 to Compound E19.

[0206]

[0207]

[0208] In one or more embodiments, the emission layer EML may include a compound represented by Formula E-2a or Formula E-2b. The compound represented by Formula E-2a or Formula E-2b may be used as a phosphorescent host material.

[0209] Formula E-2a

[0210]

[0211] In Formula E-2a, "a" may be an integer selected from 0 to 10, L a It may be a directly linked, substituted or unsubstituted arylene group of 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group of 2 to 30 ring carbon atoms. In one or more embodiments, if "a" is an integer of 2 or more, multiple L a Each may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0212] In one or more embodiments, in Formula E-2a, A 1 To A 5 Can be N or CR independently i . R a To R i Each of the groups may be independently hydrogen, deuterium, substituted or unsubstituted amine, substituted or unsubstituted thiol, substituted or unsubstituted oxy, substituted or unsubstituted alkyl of 1 to 20 carbon atoms, substituted or unsubstituted alkenyl of 2 to 20 carbon atoms, substituted or unsubstituted aryl of 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl of 2 to 30 ring carbon atoms, and / or may be combined with adjacent groups to form (or provide) a ring. In some embodiments, R a To R i One or more of them may combine with adjacent groups to form (or provide) a hydrocarbon ring or a heterocyclic ring including N, O and / or S as ring atoms.

[0213] In one or more embodiments, in Formula E-2a, A 1 To A 5 Two or three of 1 To A 5 Two or three of them may be N, and the remaining ones may be CR i .

[0214] Formula E-2b

[0215]

[0216] In Formula E-2b, Cbz1 and Cbz2 may each independently be an unsubstituted carbazolyl group or a carbazolyl group substituted with an aromatic group having 6 to 30 ring carbon atoms. b It may be a directly linked, substituted or unsubstituted arylene group of 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group of 2 to 30 ring carbon atoms. "b" is an integer selected from 0 to 10, and if "b" is an integer of 2 or more, multiple L b Each independently may be a substituted or unsubstituted arylene group of 6 to 30 ring-forming carbon atoms or a substituted or unsubstituted heteroarylene group of 2 to 30 ring-forming carbon atoms. The compound represented by formula E-2a or formula E-2b may be any one of the compounds selected from compound group E-2. However, the compounds listed in compound group E-2 are only examples, and the compounds represented by formula E-2a or formula E-2b are not limited to the compounds shown in compound group E-2.

[0217] Compound Group E-2

[0218]

[0219]

[0220] In one or more embodiments, the emission layer EML may further include a material well-suited as a host material in the art. For example, the emission layer EML may include at least one of bis(4-(9H-carbazol-9-yl)phenyl)diphenylsilane (BCPDS), (4-(1-(4-(diphenylamino)phenyl)cyclohexyl)phenyl)diphenyl-phosphine oxide (POPCPA), bis[2-(diphenylphosphino)phenyl]ether oxide (DPEPO), 4,4'-bis(carbazol-9-yl)biphenyl (CBP), 1,3-bis(N-carbazyl)benzene (mCP), 2,8-bis(diphenylphosphino)dibenzo[b,d]furan (PPF), 4,4',4"-tri(N-carbazyl)triphenylamine (TCTA), and 1,3,5-tri(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi) as a host material. However, embodiments of the present disclosure are not limited thereto. For example, tris(8-hydroxyquinoline)aluminum (Alq 3 ), 9,10-di(naphthalene-2-yl)anthracene (ADN), 2-tert-butyl-9,10-di(naphthalene-2-yl)anthracene (TBADN), distyrylarene (DSA), 4,4'-bis(9-carbazolyl)-2,2'-dimethyl-biphenyl (CDBP), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), hexaphenylcyclotriphosphazene (CP1), 1,4-bis(triphenylsilyl)benzene (UGH2), hexaphenylcyclotrisiloxane (DPSiO3 ) and / or octaphenylcyclotetrasiloxane (DPSiO 4 ) etc. can be used as the main material.

[0221] In one or more embodiments, the emission layer EML may include a compound represented by Formula Ma or Formula Mb. The compound represented by Formula Ma or Formula Mb may be used as a phosphorescent dopant material.

[0222] Formula Ma

[0223]

[0224] In formula Ma, Y 1 To Y 4 and Z 1 To Z 4 Can be independently CR 1 or N, and R 1 To R 4 Each independently may be hydrogen, deuterium, substituted or unsubstituted amine, substituted or unsubstituted thiol, substituted or unsubstituted oxy, substituted or unsubstituted alkyl of 1 to 20 carbon atoms, substituted or unsubstituted alkenyl of 2 to 20 carbon atoms, substituted or unsubstituted aryl of 6 to 30 ring-forming carbon atoms, or substituted or unsubstituted heteroaryl of 2 to 30 ring-forming carbon atoms, and / or may be combined with adjacent groups to form (or provide) a ring. In formula Ma, "m" is 0 or 1, and "n" is 2 or 3. In formula Ma, if "m" is 0, "n" is 3, and if "m" is 1, "n" is 2.

[0225] The compound represented by formula Ma may be any one selected from compound M-a1 to compound M-a25. However, compound M-a1 to compound M-a25 are only examples, and the compound represented by formula Ma is not limited to compound M-a1 to compound M-a25.

[0226]

[0227]

[0228] Compound M-a1 and Compound M-a2 may be used as red dopant materials, and Compound M-a3 to Compound M-a5 may be used as green dopant materials.

[0229] Formula Mb

[0230]

[0231] In formula Mb, Q 1 To Q 4Each of them may be independently C or N, and C1 to C4 may be each independently a substituted or unsubstituted hydrocarbon ring group having 5 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms. 21 To L 24 Can be directly connected, *-O-*, *-S-*, A substituted or unsubstituted alkylene group of 1 to 20 carbon atoms, a substituted or unsubstituted arylene group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group of 2 to 30 ring-forming carbon atoms, and e1 to e4 may each independently be 0 or 1. -* indicates a site of connection to C1 to C4. R 31 To R 39 Each of them may independently be hydrogen, deuterium, halogen, cyano, substituted or unsubstituted amine, substituted or unsubstituted alkyl of 1 to 20 carbon atoms, substituted or unsubstituted aryl of 6 to 30 ring-forming carbon atoms, or substituted or unsubstituted heteroaryl of 2 to 30 ring-forming carbon atoms, and / or combine with an adjacent group to form (or provide) a ring, and d1 to d4 may independently be an integer selected from 0 to 4.

[0232] The compound represented by Formula Mb may be used as a blue phosphorescent dopant or a green phosphorescent dopant.

[0233] The compound represented by the formula Mb may be any one selected from the following compounds. However, these compounds are merely examples, and the compound represented by the formula Mb is not limited to the compounds shown below.

[0234]

[0235]

[0236] In the above compounds, R, R 38 and R 39 Each of them may independently be hydrogen, deuterium, halogen, cyano, substituted or unsubstituted amine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms.

[0237] In one or more embodiments, the emission layer EML may include a compound represented by any one selected from Formula Fa to Formula Fc. The compound represented by any one selected from Formula Fa to Formula Fc may be used as a fluorescent dopant material.

[0238] Formula

[0239]

[0240] In formula Fa, R a To R j Two of (for example, selected from R a To R j The two of them can be independently *-NAr 1 Ar 2 Replace. a To R j Not *-NAr 1 Ar 2 The remaining substituted radicals may each independently be hydrogen, deuterium, halogen, cyano, substituted or unsubstituted amine, substituted or unsubstituted alkyl of 1 to 20 carbon atoms, substituted or unsubstituted aryl of 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl of 2 to 30 ring carbon atoms. 1 Ar 2 in Ar 1 and Ar 2 Can be each independently a substituted or unsubstituted aryl group of 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group of 2 to 30 ring carbon atoms. For example, in some embodiments, selected from Ar 1 and Ar 2 At least one of may be a heteroaryl group including O or S as a ring-forming atom.

[0241] Formula Fb

[0242]

[0243] In formula Fb, R a and R b Each of Ar may be independently hydrogen, deuterium, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 30 ring carbon atoms, and / or may be combined with an adjacent group to form (or provide) a ring. 1 To Ar 4 Each of U and V may be independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. In Formula Fb, U and V may be independently a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms. In some embodiments, the group selected from Ar 1 To Ar 4 At least one of may be a heteroaryl group including O or S as a ring-forming atom.

[0244] In formula Fb, the number of rings represented by U and V may be 0 or 1 independently of each other. For example, in formula Fb, if the number of U or V is 1, a ring forms a condensed ring at the portion marked by U or V, and if the number of U or V is 0, there is no ring at the portion marked by U or V. For example, if the number of U is 0 and the number of V is 1, or if the number of U is 1 and the number of V is 0, the condensed ring with fluorene core of formula Fb may be a ring compound with four rings. In one or more embodiments, if the number of U and V is 0 (for example, at the same time), the condensed ring with fluorene core of formula Fb may be a ring compound with three rings. In one or more embodiments, if the number of U and V is 1 (for example, at the same time), the condensed ring with fluorene core of formula Fb may be a ring compound with five rings.

[0245] Formula Fc

[0246]

[0247] In Formula Fc, A 1 and A 2 can be independently O, S, Se or NR m , and R m R may be hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 To R 11 Each may independently be hydrogen, deuterium, halogen, cyano, substituted or unsubstituted amine, substituted or unsubstituted boron, substituted or unsubstituted oxy, substituted or unsubstituted thiol, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and / or combine with an adjacent group to form (or provide) a ring.

[0248] In some embodiments, in Formula Fc, A 1 and A 2 can each independently combine with a substituent of an adjacent ring to form (or provide) a fused ring. 1 and A 2 Can be independently NR m In one or more embodiments, A 1 Can be used with R 4 or R 5 Combine to form (or provide) a ring. In one or more embodiments, A 2 Can be used with R 7 or R 8 Combine to form (or provide) a ring.

[0249] In one or more embodiments, the emission layer EML may include a styryl derivative (e.g., 1,4-bis[2-(3-N-ethylcarbazolyl)vinyl]benzene (BCzVB), 4-(di-p-tolylamino)-4'-[(di-p-tolylamino)styryl]stilbene (DPAVB), N-(4-((E)-2-(6-((E)-4-(diphenylamino)styryl)naphthalene-2-yl)vinyl)phenyl)-N -phenylaniline (N-BDAVBi) and 4,4'-bis[2-(4-(N,N-diphenylamino)phenyl)vinyl]biphenyl (DPAVBi)), perylene and its derivatives (e.g., 2,5,8,11-tetra-tert-butylperylene (TBP)) and pyrene and its derivatives (e.g., 1,1'-dipyrene, 1,4-dipyrenylbenzene and 1,4-bis(N,N-diphenylamino)pyrene) as suitable dopant materials.

[0250] In one or more embodiments, if a plurality of emission layers EML are included, at least one emission layer EML may include a suitable phosphorescent dopant material. For example, the phosphorescent dopant may utilize a metal complex including iridium (Ir), platinum (Pt), osmium (Os), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) or thulium (Tm). For example, in some embodiments, bis(4,6-difluorophenylpyridyl-N,C2') picolinyl iridium (III) (FIrpic), bis(2,4-difluorophenylpyridyl)-tetra(1-pyrazolyl) borate iridium (III) (FIr6) or octaethylporphyrin platinum (PtOEP) may be used as a phosphorescent dopant. However, embodiments of the present disclosure are not limited thereto.

[0251] In one or more embodiments, in the light emitting element ED, the emission layer EML may be a delayed fluorescence emission layer including a host and a dopant. For example, the emission layer EML may emit thermally activated delayed fluorescence (TADF). In the light emitting element ED according to one or more embodiments, the emission layer EML may include an appropriate thermally activated delayed fluorescence dopant.

[0252] In one or more embodiments, the emission layer EML of the light emitting element ED may include a plurality of host materials, a thermally activated delayed fluorescence dopant, and a phosphorescence sensitizer.

[0253] In one or more embodiments, the emission layer EML may include a quantum dot material. In one or more embodiments, the quantum dot material may have a core / shell dual structure. The core of the quantum dot may be selected from a II-VI group compound, an I-II-VI group compound, an II-IV-VI group compound, an I-II-IV-VI group compound, an II-IV-V group compound, a III-VI group compound, an I-III-VI group compound, a III-V group compound, a III-II-V group compound, an IV-VI group compound, a group IV element, a group IV compound, and / or a combination thereof (e.g., any suitable combination).

[0254] The II-VI Group compounds may be selected from the group consisting of: binary compounds selected from the group consisting of CdSe, CdTe, CdS, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS and mixtures thereof; binary compounds selected from the group consisting of CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdS Ternary compounds selected from the group consisting of CdHgTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS and mixtures thereof; and quaternary compounds selected from the group consisting of HgZnTeS, CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and mixtures thereof.

[0255] Group III-VI compounds may include binary compounds such as In 2 S 3 and / or In 2 Se 3 , ternary compounds such as InGaS 3 and / or InGaSe 3 , or any combination thereof.

[0256] The I-III-VI group compound can be selected from the following: selected from AgInS, AgInS 2 、CuInS、CuInS 2 、AgGaS 2 、CuGaS 2 、CuGaO 2 、AgGaO 2 、AgAlO 2 and mixtures thereof, and / or ternary compounds such as AgInGaS 2and / or CuInGaS 2 .

[0257] The III-V compound may be selected from the group consisting of: a binary compound selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and mixtures thereof; a ternary compound selected from the group consisting of GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, InPSb, and mixtures thereof; and a quaternary compound selected from the group consisting of GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and mixtures thereof. In one or more embodiments, the III-V compound may further include a Group II metal. For example, InZnP or the like may be selected as the Group III-II-V compound.

[0258] The IV-VI group compound may be selected from the group consisting of: a binary compound selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe and mixtures thereof; a ternary compound selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe and mixtures thereof; and a quaternary compound selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe and mixtures thereof. The IV group element may be selected from the group consisting of Si, Ge and mixtures thereof. The IV group compound may be a binary compound selected from the group consisting of SiC, SiGe and mixtures thereof.

[0259] The I-II-VI group compound may be selected from CuZnS, and the II-IV-VI group compound may be selected from ZnSnS, etc. The I-II-IV-VI group compound may be selected from: selected from Cu 2 ZnSnS 2 , Cu 2 ZnSnS 4 , Cu 2 ZnSnSe 4 、Ag 2 ZnSnS 2 and a mixture thereof to form a quaternary compound in the group.

[0260] Examples of group II-IV-V compounds may be ternary compounds selected from the group consisting of ZnSnP, ZnSnP 2 , ZnSnAs 2 , ZnGeP 2 , ZnGeAs 2 , CdSnP 2 , CdGeP 2 and mixtures thereof.

[0261] Each element included in a multi-component compound such as a binary compound, ternary compound or quaternary compound may be present in the particles in a substantially uniform concentration distribution or a non-substantially uniform concentration distribution. For example, the general formula of a quantum dot material refers to the type (species) of elements included in the compound, and the element ratios in the compound may be different. For example, AgInGaS 2 may refer to AgIn x Ga 1-x S 2 (where x is a real number satisfying 0 < x < 1). In one or more embodiments, the quantum dots may have a single structure or a core / shell dual structure in which the concentration of each element included in the quantum dots is substantially uniform. For example, the material included in the core may be different from the material included in the shell.

[0262] The shell of the quantum dots can be used as a protective layer to prevent or reduce chemical denaturation of the core to maintain semiconductor properties, and / or as a charge layer to impart electrophoretic properties to the quantum dots. The shell can be a single layer or multiple layers. The interface between the core and the shell may have a concentration gradient in which the concentration of the elements present in the shell decreases towards the center of the core. Examples of the shell of the quantum dots may include metal oxides or non-metal oxides, semiconductor compounds, and / or combinations thereof (e.g., any suitable combination). For example, the metal oxide or non-metal oxide may be a binary compound such as SiO 2 , Al 2 O 3 , TiO 2 , ZnO, MnO, Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 or NiO, or a ternary compound such as MgAl 2 O 4 , CoFe 2 O 4 , NiFe 2 O4 or CoMn 2 O 4 , but the embodiments of the present disclosure are not limited thereto.

[0263] Furthermore, examples of semiconductor compounds suitable as shells may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP and / or AlSb, etc., but embodiments of the present disclosure are not limited thereto.

[0264] Each element included in a polynary compound such as a binary compound or a ternary compound may be present in the particle in a substantially uniform or non-substantially uniform concentration distribution. For example, the general formula of the compound refers to the type (species) of the elements included in the compound, and the ratio of the elements in the compound may be different.

[0265] The quantum dots may have an emission spectrum of about 45 nm or less, about 40 nm or less, or about 30 nm or less of full width at half maximum (FWHM), and within the above ranges, the color purity and / or color reproducibility thereof may be improved. In one or more embodiments, the light emitted by such quantum dots is emitted in all directions, and thus a wide viewing angle may be improved.

[0266] Although the form of quantum dots is not particularly limited as long as it is a form commonly used in the art, quantum dots in the form of, for example, spherical nanoparticles, pyramidal nanoparticles, multi-arm nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers and / or nanoplates may be used.

[0267] As the size of the quantum dots is adjusted or the ratio of elements in the quantum dot compound is adjusted, the energy band gap of the quantum dots can be controlled, and thus light in one or more appropriate wavelength ranges can be obtained in the quantum dot emission layer. Therefore, using the above-mentioned quantum dots (for example, using quantum dots of different sizes and / or different ratios of elements in the quantum dot compound), a light-emitting element that emits light in one or more appropriate wavelength ranges can be implemented. For example, the size of the quantum dots and / or the ratio of elements in the quantum dot compound can be selected to ensure that the quantum dots emit red light, green light and / or blue light. In one or more embodiments, the quantum dots can be configured to emit white light by combining one or more appropriate colors of light.

[0268] exist Figures 3 to 7In each of the light emitting elements ED of the embodiments illustrated in , an electron transport region ETR may be provided on the emission layer EML. The electron transport region ETR may include at least one of a hole blocking layer HBL, an electron transport layer ETL, and an electron injection layer EIL, but the embodiments of the present disclosure are not limited thereto.

[0269] The electron transport region ETR may have a single-layer structure of a single layer formed of a single material, a single-layer structure of a single layer formed of a plurality of different materials, or a multi-layer structure including a plurality of layers formed of a plurality of different materials.

[0270] For example, in one or more embodiments, the electron transport region ETR may have a single-layer structure of an electron injection layer EIL or an electron transport layer ETL, or may have a single-layer structure formed of an electron injection material and an electron transport material. In one or more embodiments, the electron transport region ETR may have a single-layer structure formed of a plurality of different materials, or may have a structure in which an electron transport layer ETL / electron injection layer EIL or a hole blocking layer HBL / electron transport layer ETL / electron injection layer EIL are stacked in order (e.g., in the order of description) from the emission layer EML, but the embodiments of the present disclosure are not limited thereto. The electron transport region ETR may have, for example, about to about Thickness.

[0271] The electron transport region ETR may be formed using one or more appropriate methods such as vacuum deposition, spin coating, casting, Langmuir-Brokett (LB) method, inkjet printing, laser printing and / or laser induced thermal imaging (LITI) method.

[0272] In one or more embodiments, the electron transport region ETR may include a compound represented by Formula ET-2.

[0273] Formula ET-2

[0274]

[0275] In formula ET-2, selected from X 1 To X 3 At least one of them is N, and the rest are CR a . R a Ar may be hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 To Ar 3Each may independently be hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

[0276] In Formula ET-2, a to c may each independently be an integer selected from 0 to 10. In Formula ET-2, L 1 To L 3 Each L may be independently a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. In one or more embodiments, if a to c are each independently an integer of 2 or more (for example, when a to c are each independently an integer of 2 or more), multiple L 1 To multiple L 3 Each may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0277] In one or more embodiments, the electron transport region ETR may include an anthracene compound. However, the embodiments of the present disclosure are not limited thereto. For example, in some embodiments, the electron transport region ETR may include, for example, tris(8-hydroxyquinoline)aluminum (Alq 3 ), 1,3,5-tris[(3-pyridyl)-phenyl-3-yl]benzene, 2,4,6-tris(3'-(pyridin-3-yl)biphenyl-3-yl)-1,3,5-triazine, 2-(4-(N-phenylbenzimidazol-1-yl)phenyl)-9,10-dinaphthothracene, 1,3,5-tris(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi), 2,9-dimethyl-4,7-diphenyl -1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), 3-(biphenyl-4-yl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ), 4-(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), 2-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole ( t Bu-PBD), bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq), bis(benzoquinoline-10-hydroxy)beryllium (Bebq 2 ), 9,10-di(naphthalene-2-yl)anthracene (ADN), 1,3-bis[3,5-di(pyridin-3-yl)phenyl]benzene (BmPyPhB) or a mixture thereof.

[0278] In one or more embodiments, the electron transport region ETR may include at least one selected from compounds ET1 to ET36.

[0279]

[0280]

[0281]

[0282]

[0283] In one or more embodiments, the electron transport region ETR may include a metal halide (e.g., LiF, NaCl, CsF, RbCl, RbI, CuI, and / or KI), a lanthanide metal (e.g., Yb), or a co-deposited material of a metal halide and a lanthanide metal. For example, in some embodiments, the electron transport region ETR may include KI:Yb, RbI:Yb, and / or LiF:Yb as a co-deposited material. In one or more embodiments, a metal oxide (e.g., Li 2 O and / or BaO) and / or 8-hydroxyquinoline lithium (Liq) etc. form an electron transport region ETR, but the embodiments of the present disclosure are not limited thereto. The electron transport region ETR may also be formed by a mixture material of an electron transport material and an insulating organic metal salt. The insulating organic metal salt may be a material having an energy band gap of about 4 eV or greater. For example, the insulating organic metal salt may include, for example, a metal acetate, a metal benzoate, a metal acetoacetate, a metal acetylacetonate and / or a metal stearate.

[0284] In one or more embodiments, in addition to the above materials, the electron transport region ETR may further include at least one of 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), diphenyl(4-(triphenylsilyl)phenyl)phosphine oxide (TSPO1) and 4,7-diphenyl-1,10-phenanthroline (Bphen), but the embodiments of the present disclosure are not limited thereto.

[0285] The electron transport region ETR may include one or more of the above-mentioned compounds of the electron transport region ETR in at least one of the electron injection layer EIL, the electron transport layer ETL, and the hole blocking layer HBL.

[0286] When the electron transport region ETR includes the electron transport layer ETL, the electron transport layer ETL may have a thickness of about 100 angstroms. to about For example, about to about If the thickness of the electron transport layer ETL satisfies the aforementioned range, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage. When the electron transport region ETR includes the electron injection layer EIL, the electron injection layer EIL may have a thickness of about to about For example, about to about If the thickness of the electron injection layer EIL satisfies the above range, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0287] The second electrode EL2 may be provided on the electron transport region ETR. The second electrode EL2 may be a common electrode. The second electrode EL2 may be a cathode or an anode, but the embodiments of the present disclosure are not limited thereto. For example, if the first electrode EL1 is an anode (for example, when the first electrode EL1 is an anode), the second electrode EL2 may be a cathode, and if the first electrode EL1 is a cathode (for example, when the first electrode EL1 is a cathode), the second electrode EL2 may be an anode.

[0288] The second electrode EL2 may be a transmissive electrode, a transflective electrode or a reflective electrode. When the second electrode EL2 is a transmissive electrode, the second electrode EL2 may be formed of a transparent metal oxide, such as indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO) and / or indium tin zinc oxide (ITZO).

[0289] When the second electrode EL2 is a transflective electrode or a reflective electrode, the second electrode EL2 may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, Yb, W, a compound thereof or a mixture thereof (e.g., AgMg, AgYb or MgYb), or a material having a multilayer structure, such as LiF / Ca (a stacked structure of LiF and Ca) or LiF / Al (a stacked structure of LiF and Al). In one or more embodiments, the second electrode EL2 may have a multilayer structure including a reflective film or a transflective film formed of one or more of the above materials and a transparent conductive film formed of ITO, IZO, ZnO and / or ITZO, etc. For example, the second electrode EL2 may include one of the above metal materials, a combination of at least two of the above metal materials, and / or an oxide of the above metal materials, etc.

[0290] In some embodiments, the second electrode EL2 may be connected to the auxiliary electrode. If the second electrode EL2 is connected to the auxiliary electrode, the resistance of the second electrode EL2 may be reduced.

[0291] In one or more embodiments, the capping layer CPL may be further on (eg, disposed on) the second electrode EL2 of the light emitting element ED. The capping layer CPL may include a plurality of layers or a single layer.

[0292] In one or more embodiments, the capping layer CPL may be an organic layer or an inorganic layer. For example, if the capping layer CPL contains an inorganic material (for example, when the capping layer CPL contains an inorganic material), the inorganic material may include an alkali metal compound (for example, LiF), an alkaline earth metal compound (for example, MgF 2 )、SiON、SiN x and / or SiO y wait.

[0293] For example, if the capping layer CPL includes an organic material (eg, when the capping layer CPL includes an organic material), the organic material may include N,N'-bis(naphthalene-1-yl)-N,N'-bis(phenyl)-2,2'-dimethylbenzidine (α-NPD), NPB, TPD, m-MTDATA, Alq 3 , CuPc, N4,N4,N4',N4'-tetrakis(biphenyl-4-yl)biphenyl-4,4'-diamine (TPD15), 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA), epoxy resin and / or acrylate (e.g., methacrylate), etc. However, the embodiments of the present disclosure are not limited thereto, and the capping layer CPL may include at least one selected from compounds P1 to P5.

[0294]

[0295] In one or more embodiments, the capping layer CPL may have a refractive index of about 1.6 or more. For example, in one or more embodiments, the capping layer CPL may have a refractive index of about 1.6 or more with respect to light in a wavelength range of about 550 nanometers (nm) to about 660 nm.

[0296] Figures 8 to 11 Each of them is a cross-sectional view of a display device according to one or more embodiments of the present disclosure. Figures 8 to 11 When describing the display device of the embodiment, for the sake of brevity, the description of the display device already described is omitted. Figures 1 to 7 Instead of repeating the features described in , we will mainly describe their differences.

[0297] refer to Figure 8 According to one or more embodiments, a display device DD-a may include a display panel DP including a display element layer DP-ED, a light control layer CCL on (eg, arranged on) the display panel DP, and a color filter layer CFL. Figure 8In one or more embodiments explained in the accompanying drawings, the display panel DP may include a base layer BS, a circuit layer DP-CL provided on the base layer BS, and a display element layer DP-ED, and the display element layer DP-ED may include a light emitting element ED.

[0298] The light emitting element ED may include a first electrode EL1, a hole transport region HTR on (e.g., arranged on) the first electrode EL1, an emission layer EML on (e.g., arranged on) the hole transport region HTR, an electron transport region ETR on (e.g., arranged on) the emission layer EML, and a second electrode EL2 on (e.g., arranged on) the electron transport region ETR. In one or more embodiments, the above Figures 3 to 7 The structure of any light emitting element ED can be applied to Figure 8 The structure of the light-emitting element ED explained in FIG. Figure 8 The light-emitting element ED explained in the embodiment may include the amine compound of one or more embodiments in the hole transport region HTR. Accordingly, the light-emitting element ED may exhibit high luminous efficiency and long service life characteristics. In one or more embodiments, the light-emitting element ED of one or more embodiments may exhibit high luminous efficiency and improved service life characteristics in the blue light-emitting region. The light-emitting element ED according to one or more embodiments including the amine compound of one or more embodiments in the hole transport region HTR exhibits high luminous efficiency and long service life characteristics, and thus the display device DD-a of one or more embodiments may exhibit excellent or appropriate display quality. Reference Figure 8 , the emission layer EML may be arranged in the opening OH defined in the pixel defining layer PDL. For example, the emission layer EML divided by the pixel defining layer PDL and provided corresponding to each light emitting area PXA-R, PXA-G, and PXA-B may emit light in substantially the same wavelength range. In the display device DD-a of one or more embodiments, the emission layer EML may emit blue light. In one or more embodiments, the emission layer EML may be provided as a common layer in the entire light emitting areas PXA-R, PXA-G, and PXA-B.

[0299] The light control layer CCL may be arranged on the display panel DP. Although the light control layer CCL is shown as being arranged above the display element layer DP-ED, the embodiments of the present disclosure are not limited thereto, and in some embodiments, the light control layer CCL may be arranged below the display element layer DP-ED. The light control layer CCL may include a light converter. The light converter may be a quantum dot and / or a phosphor, etc. The light converter may emit converted light by converting the wavelength of the provided light. For example, the light control layer CCL may be a layer containing quantum dots or a layer containing phosphors.

[0300] The light-control layer CCL may include a plurality of light-control parts CCP1, CCP2, and CCP3. The light-control parts CCP1, CCP2, and CCP3 may be separated and spaced apart from each other.

[0301] refer to Figure 8 , the dividing pattern BMP may be disposed between the light control parts CCP1 , CCP2 , and CCP3 that are separated and spaced apart from each other, but embodiments of the present disclosure are not limited thereto. Figure 8 It is explained that the dividing pattern BMP does not overlap with the light-control parts CCP1 , CCP2 , and CCP3 , however, in some embodiments, at least a portion of edges of the light-control parts CCP1 , CCP2 , and CCP3 may overlap with the dividing pattern BMP.

[0302] The light control layer CCL may include: a first light control component CCP1, which contains first quantum dots QD1 that convert the first color light provided by the light emitting element ED into second color light; a second light control component CCP2, which contains second quantum dots QD2 that convert the first color light into third color light; and a third light control component CCP3 that transmits the first color light.

[0303] In one or more embodiments, the first light control component CCP1 may provide red light as the second color light, and the second light control component CCP2 may provide green light as the third color light. The third light control component CCP3 may provide blue light by transmitting blue light as the first color light provided from the light emitting element ED. For example, in some embodiments, the first quantum dot QD1 may be a red quantum dot that emits red light, and the second quantum dot QD2 may be a green quantum dot that emits green light. The same as described above may apply to quantum dots QD1 and QD2.

[0304] In one or more embodiments, the light control layer CCL may further include a scatterer SP. The first light control component CCP1 may include a first quantum dot QD1 and a scatterer SP, the second light control component CCP2 may include a second quantum dot QD2 and a scatterer SP, and the third light control component CCP3 may not include (e.g., may exclude) any quantum dot, but may include a scatterer SP.

[0305] The scatterer SP may be inorganic particles. For example, the scatterer SP may include TiO 2 、ZnO、Al 2 O 3 、SiO 2 In one or more embodiments, the scatterer SP may include at least one selected from TiO 2 、ZnO、Al 2 O 3 、SiO 2and hollow spherical silica, or may be selected from TiO 2 、ZnO、Al 2 O 3 、SiO 2 and a mixture of at least two of the materials selected from hollow spherical silica.

[0306] The first light control component CCP1, the second light control component CCP2, and the third light control component CCP3 may include base resins BR1, BR2, and BR3, respectively, in which quantum dots QD1 and QD2 and scatterers SP are dispersed. In one or more embodiments, the first light control component CCP1 may include first quantum dots QD1 and scatterers SP dispersed in the first base resin BR1, the second light control component CCP2 may include second quantum dots QD2 and scatterers SP dispersed in the second base resin BR2, and the third light control component CCP3 may include scatterers SP dispersed in the third base resin BR3.

[0307] The base resins BR1, BR2 and BR3 are media in which the quantum dots QD1 and QD2 and the scatterers SP are dispersed, and may be formed of one or more suitable resin compositions which may be generally referred to as binders. For example, the base resins BR1, BR2 and BR3 may each independently be an acrylic resin, a urethane resin, a silicone resin and / or an epoxy resin, etc. The base resins BR1, BR2 and BR3 may be transparent resins. In one or more embodiments, the first base resin BR1, the second base resin BR2 and the third base resin BR3 may be the same or different from each other.

[0308] In one or more embodiments, the light control layer CCL may include an isolation layer BFL1. The isolation layer BFL1 may be used to prevent or reduce the penetration of moisture and / or oxygen (hereinafter, referred to as "moisture / oxygen"). The isolation layer BFL1 may block or reduce the exposure of the light control components CCP1, CCP2, and CCP3 to moisture / oxygen. In one or more embodiments, the isolation layer BFL1 may cover the light control components CCP1, CCP2, and CCP3. In one or more embodiments, the isolation layer BFL2 may be provided between the light control components CCP1, CCP2, and CCP3 and the color filters CF1, CF2, and CF3.

[0309] The isolation layers BFL1 and BFL2 may include at least one inorganic layer. For example, in some embodiments, the isolation layers BFL1 and BFL2 may include an inorganic material. For example, the isolation layers BFL1 and BFL2 may include one or more selected from silicon nitride, aluminum nitride, zirconium nitride, titanium nitride, hafnium nitride, tantalum nitride, silicon oxide, aluminum oxide, titanium oxide, tin oxide, cerium oxide, silicon oxynitride and / or a metal film that ensures light transmittance. In one or more embodiments, the isolation layers BFL1 and BFL2 may further include an organic film. The isolation layers BFL1 and BFL2 may be formed of a single layer or a plurality of layers.

[0310] In the display device DD-a of one or more embodiments, the color filter layer CFL may be disposed on the light control layer CCL. For example, the color filter layer CFL may be directly disposed on the light control layer CCL. In these embodiments, the isolation layer BFL2 may not be provided.

[0311] The color filter layer CFL may include color filters CF1, CF2, and CF3. The color filter layer CFL may include a first color filter CF1 configured to transmit a second color light, a second color filter CF2 configured to transmit a third color light, and a third color filter CF3 configured to transmit the first color light. For example, in some embodiments, the first color filter CF1 may be a red color filter, the second color filter CF2 may be a green color filter, and the third color filter CF3 may be a blue color filter. The color filters CF1, CF2, and CF3 may each include a polymerized photosensitive resin and a pigment and / or dye. The first color filter CF1 may include a red pigment and / or a red dye, the second color filter CF2 may include a green pigment and / or a green dye, and the third color filter CF3 may include a blue pigment and / or a blue dye. The embodiments of the present disclosure are not limited thereto, for example, in one or more embodiments, the third color filter CF3 may not include (e.g., may exclude) any pigment and / or dye. The third color filter CF3 may include a polymerized photosensitive resin and may not include (e.g., may exclude) any pigment and / or dye. The third color filter CF3 may be transparent. The third color filter CF3 may be formed of a transparent photosensitive resin.

[0312] In some embodiments, the first color filter CF1 and the second color filter CF2 may each be a yellow color filter. The first color filter CF1 and the second color filter CF2 may not be separated but provided as one color filter.

[0313] In one or more embodiments, the color filter layer CFL may further include a light shielding member. The light shielding member may be a black matrix. The light shielding member may include an organic light shielding material and / or an inorganic light shielding material containing a black pigment and / or dye. The light shielding member may prevent or reduce light leakage and may separate adjacent color filters CF1, CF2, and CF3. Also, in some embodiments, the light shielding member may be formed of a blue color filter.

[0314] In one or more embodiments, the first to third color filters CF1 , CF2 , and CF3 may be arranged to correspond to the red light emitting region PXA-R, the green light emitting region PXA-G, and the blue light emitting region PXA-B, respectively.

[0315] The base substrate BL may be arranged on the color filter layer CFL. The base substrate BL may be a member providing a base surface, and the color filter layer CFL and / or the light control layer CCL, etc. are arranged on the base surface. The base substrate BL may be a glass substrate, a metal substrate, and / or a plastic substrate, etc. However, the embodiments of the present disclosure are not limited thereto, and the base substrate BL may be an inorganic layer, an organic layer, or a composite material layer. In one or more embodiments, the base substrate BL may not be provided.

[0316] Fig. 9 A cross-sectional view for explaining a portion of a display device according to one or more embodiments. In the display devices DD-TD according to one or more embodiments, the light emitting element ED-BT may include a plurality of light emitting structures OL-B1, OL-B2, and OL-B3.

[0317] At least one selected from the plurality of light emitting structures OL-B1, OL-B2, and OL-B3 may include the amine compound of one or more embodiments. Accordingly, the light emitting element ED-BT may exhibit high light emitting efficiency and long lifespan characteristics.

[0318] The light emitting element ED-BT may include a first electrode EL1 and a second electrode EL2 facing each other and a plurality of light emitting structures OL-B1, OL-B2 and OL-B3 sequentially stacked in a thickness direction between the first electrode EL1 and the second electrode EL2. Each of the light emitting structures OL-B1, OL-B2 and OL-B3 may include an emission layer EML ( Figure 8 ) and the hole transport region HTR ( Figure 8 ) and the electron transport region ETR ( Figure 8 ), the emission layer EML is arranged between the hole transport region HTR and the electron transport region ETR. For example, the light-emitting element ED-BT included in the display device DD-TD of one or more embodiments may be a light-emitting element having a tandem structure and including a plurality of emission layers EML.

[0319] exist Fig. 9In one or more embodiments explained in , all light beams emitted from the light emitting structures OL-B1, OL-B2, and OL-B3, respectively, may be blue light. However, the embodiments of the present disclosure are not limited thereto, and the light beams emitted from the light emitting structures OL-B1, OL-B2, and OL-B3, respectively, may have wavelength ranges different from each other. For example, in one or more embodiments, the light emitting element ED-BT including a plurality of light emitting structures OL-B1, OL-B2, and OL-B3 emitting light beams having wavelength ranges different from each other may emit white light.

[0320] The charge generation layers CGL1 and CGL2 may be disposed between adjacent light emitting structures OL-B1, OL-B2, and OL-B3. The charge generation layers CGL1 and CGL2 may include p-type or p-like charge (e.g., P-charge) generation layers and / or n-type or n-like charge (e.g., N-charge) generation layers.

[0321] exist Fig. 9 In one or more embodiments described in the foregoing, at least one of the light emitting structures OL-B1, OL-B2 and OL-B3 may be in the hole transport region HTR (see Figure 8 ) includes one or more amine compounds of the embodiments. Therefore, at least one selected from the light emitting structures OL-B1, OL-B2, and OL-B3 can exhibit high luminous efficiency and long service life characteristics.

[0322] refer to Fig.10 , the display device DD-b according to one or more embodiments may include light-emitting elements ED-1, ED-2, and ED-3 in which two emission layers are stacked respectively. At least one selected from the light-emitting elements ED-1, ED-2, and ED-3 may include the amine compound of one or more embodiments. Accordingly, the light-emitting elements ED-1, ED-2, and ED-3 may exhibit high luminous efficiency and long service life characteristics. In one or more embodiments, the third light-emitting element ED-3 of one or more embodiments may exhibit high luminous efficiency and improved service life characteristics in the blue light-emitting region.

[0323] and Figure 2 Compared with the display device DD explained in Fig.10 The display device DD-b explained in FIG. 1 is different in that the first to third light-emitting elements ED-1, ED-2, and ED-3 each include two emission layers stacked in the thickness direction. In each of the first to third light-emitting elements ED-1, ED-2, and ED-3, the two emission layers can emit light in substantially the same wavelength region.

[0324] In one or more embodiments, the first light-emitting element ED-1 may include a first red emission layer EML-R1 and a second red emission layer EML-R2. The second light-emitting element ED-2 may include a first green emission layer EML-G1 and a second green emission layer EML-G2. In addition, the third light-emitting element ED-3 may include a first blue emission layer EML-B1 and a second blue emission layer EML-B2. The emission auxiliary component OG may be arranged between the first red emission layer EML-R1 and the second red emission layer EML-R2, between the first green emission layer EML-G1 and the second green emission layer EML-G2, and between the first blue emission layer EML-B1 and the second blue emission layer EML-B2.

[0325] The emission auxiliary component OG may include a single layer or multiple layers. The emission auxiliary component OG may include a charge generation layer. For example, the emission auxiliary component OG may include an electron transport region (not shown), a charge generation layer (not shown), and a hole transport region (not shown) stacked in sequence (e.g., stacked in the order described). The emission auxiliary component OG may be provided as a common layer throughout the first to third light-emitting elements ED-1, ED-2, and ED-3. However, the embodiments of the present disclosure are not limited thereto, and the emission auxiliary component OG may be provided by patterning in an opening OH defined in the pixel defining layer PDL.

[0326] The first red emission layer EML-R1, the first green emission layer EML-G1, and the first blue emission layer EML-B1 may be disposed between the electron transport region ETR and the emission auxiliary component OG. The second red emission layer EML-R2, the second green emission layer EML-G2, and the second blue emission layer EML-B2 may be disposed between the emission auxiliary component OG and the hole transport region HTR.

[0327] For example, in one or more embodiments, the first light-emitting element ED-1 may include a first electrode EL1, a hole transport region HTR, a second red emission layer EML-R2, an emission auxiliary component OG, a first red emission layer EML-R1, an electron transport region ETR, and a second electrode EL2 stacked in sequence (e.g., stacked in the order described). The second light-emitting element ED-2 may include a first electrode EL1, a hole transport region HTR, a second green emission layer EML-G2, an emission auxiliary component OG, a first green emission layer EML-G1, an electron transport region ETR, and a second electrode EL2 stacked in sequence (e.g., stacked in the order described). The third light-emitting element ED-3 may include a first electrode EL1, a hole transport region HTR, a second blue emission layer EML-B2, an emission auxiliary component OG, a first blue emission layer EML-B1, an electron transport region ETR, and a second electrode EL2 stacked in sequence (e.g., stacked in the order described).

[0328] The light-emitting elements ED-1, ED-2, and ED-3 according to one or more embodiments each include an amine compound of one or more embodiments in the hole transport region HTR to exhibit high luminous efficiency and long life characteristics, and thus the display device DD-b of one or more embodiments can exhibit excellent or appropriate display quality.

[0329] In one or more embodiments, the optical auxiliary layer PL may be disposed on the display element layer DP-ED. The optical auxiliary layer PL may include a polarizing layer. The optical auxiliary layer PL may be disposed on the display panel DP and control light reflected in the display panel DP due to external light. In some embodiments, the optical auxiliary layer PL may not be provided in the display device.

[0330] and Fig. 9 and Fig.10 different, Fig.11 The display device DD-c is illustrated as including four light emitting structures OL-B1, OL-B2, OL-B3 and OL-C1. The light emitting element ED-CT may include first and second electrodes EL1 and EL2 facing each other and first to fourth light emitting structures OL-B1, OL-B2, OL-B3 and OL-C1 stacked in a thickness direction between the first and second electrodes EL1 and EL2.

[0331] At least one selected from the first to fourth light emitting structures OL-B1, OL-B2, OL-B3 and OL-C1 may include the amine compound of one or more embodiments. Accordingly, the light emitting element ED-CT may exhibit high luminous efficiency and long service life characteristics. In one or more embodiments, the display device DD-c of one or more embodiments may exhibit excellent or appropriate display quality.

[0332] The light emitting structures OL-C1, OL-B1, OL-B2, and OL-B3 are stacked in sequence, and the charge generation layer CGL1 is disposed between the light emitting structures OL-B1 and OL-C1, the charge generation layer CGL2 is disposed between the light emitting structures OL-B1 and OL-B2, and the charge generation layer CGL3 is disposed between the light emitting structures OL-B2 and OL-B3. Among the four light emitting structures, the first to third light emitting structures OL-B1, OL-B2, and OL-B3 may emit blue light, and the fourth light emitting structure OL-C1 may emit green light. However, the embodiments of the present disclosure are not limited thereto, and the first to fourth light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 may emit light beams in different wavelength regions. The charge generation layers CGL1, CGL2, and CGL3 disposed between adjacent light emitting structures OL-C1, OL-B1, OL-B2, and OL-B3 may include p-type or p-like charge generation layers and / or n-type or n-like charge generation layers.

[0333] In one or more embodiments, the electronic device may include: a display device including a plurality of light emitting elements and a control unit for controlling the display device. The electronic device of one or more embodiments may be a device activated according to an electrical signal. The electronic device may include a display device of one or more appropriate embodiments. For example, the electronic device may include not only large electronic devices (e.g., televisions, monitors, or outdoor billboards), but also small and medium-sized electronic devices (e.g., personal computers, laptop computers, personal digital terminals, display devices for vehicles, game consoles, portable electronic devices, or cameras).

[0334] Fig.12 For explaining a view of a vehicle AM ​​in which first to fourth display devices DD-1, DD-2, DD-3 and DD-4 are arranged. At least one selected from the first to fourth display devices DD-1, DD-2, DD-3 and DD-4 may be combined with reference Figure 1 , Figure 2 and Figures 8 to 11 The described display device DD, DD-TD, DD-a, DD-b, or DD-c according to one or more embodiments includes substantially the same configuration.

[0335] Fig.12 The vehicle AM ​​is explained, but this is an example, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may be arranged in other transportation equipment (e.g., bicycles, motorcycles, trains, ships, and / or airplanes). In one or more embodiments, at least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 selected from one of the display devices DD, DD-TD, DD-a, DD-b, and DD-c of one or more embodiments including substantially the same configuration may be used in a personal computer, a laptop computer, a personal digital terminal, a game console, a portable electronic device, a television, a monitor, and / or an outdoor billboard, etc. These are provided only as embodiments, and unless departing from the present disclosure, these display devices may be used in other electronic devices.

[0336] In one or more embodiments, at least one selected from the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may include the reference Figures 3 to 7The light-emitting element ED of one or more embodiments described. At least one selected from the first to fourth display devices DD-1, DD-2, DD-3 and DD-4 may include the amine compound of one or more embodiments. Accordingly, the first to fourth display devices DD-1, DD-2, DD-3 and DD-4 including the amine compound of one or more embodiments may have improved display efficiency and display service life. In one or more embodiments, the first to fourth display devices DD-1, DD-2, DD-3 and DD-4 including the amine compound of one or more embodiments may show excellent or appropriate display quality.

[0337] refer to Fig.12 , the vehicle AM ​​may include a steering wheel HA and a gear GR for driving the vehicle AM. In addition, the vehicle AM ​​may include a front window GL arranged to face the driver.

[0338] The first display device DD-1 may be arranged in a first area overlapping with the steering wheel HA. For example, the first display device DD-1 may be a digital instrument panel displaying first information of the vehicle AM. The first information may include a first scale indicating the driving speed of the vehicle AM, a second scale indicating the engine speed (i.e., revolutions per minute (RPM)), and / or an image indicating the fuel status, etc. The first scale and the second scale may be indicated as digital images.

[0339] The second display device DD-2 may be arranged in a second zone facing the driver's seat and overlapping with the front window GL. The driver's seat may be a seat facing the steering wheel HA. For example, the second display device DD-2 may be a head-up display (HUD) that displays the second information of the vehicle AM. The second display device DD-2 may be optically transparent. The second information may include a numerical value indicating the driving speed, and may further include information such as the current time. In some embodiments, the second information of the second display device DD-2 may be projected onto the front window GL and displayed.

[0340] The third display device DD-3 may be arranged in a third zone adjacent to the gear GR. For example, the third display device DD-3 may be arranged between the driver's seat and the passenger seat and may be a central information display (CID) of the vehicle for displaying the third information. The passenger seat may be a seat spaced apart from the driver's seat, and the gear GR is arranged between the passenger seat and the driver's seat. The third information may include information about traffic information (e.g., navigation information), information about playing music or radio or video (or images), and / or information about the temperature inside the vehicle AM, etc.

[0341] The fourth display device DD-4 may be spaced apart from the steering wheel HA and the gearshift GR, and may be arranged in a fourth zone adjacent to one side of the vehicle AM. For example, the fourth display device DD-4 may be a digital side mirror displaying the fourth information. The fourth display device DD-4 may display an image of the outside of the vehicle AM ​​captured by a camera module CM arranged outside the vehicle AM. The fourth information may include an image of the outside of the vehicle AM.

[0342] The above-mentioned first to fourth information may be examples, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may further display information about the inside and outside of the vehicle AM. The first to fourth information may include different information. However, the embodiments of the present disclosure are not limited thereto, for example, in some embodiments, a portion of the first to fourth information may include the same information as each other.

[0343] Hereinafter, with reference to Examples and Comparative Examples, the amine compound according to one or more embodiments of the present disclosure and the light-emitting element according to one or more embodiments will be described in detail. In addition, the illustrated examples are only for illustrative purposes to facilitate understanding of the present disclosure, and therefore, the scope of the present disclosure is not limited thereto.

[0344] Example

[0345] 1. Synthesis of amine compounds of the examples

[0346] The synthesis method of the amine compound according to the exemplary embodiment will be described in detail by explaining the synthesis methods of Compound 1, Compound 4, Compound 13, Compound 26, Compound 71, Compound 74, Compound 136, Compound 174, Compound 193, and Compound 201 as the amine compound and the exemplary compound. Also, in the following description, the synthesis method of the amine compound is provided as an example, but the synthesis method according to one or more embodiments of the present disclosure is not limited to the example.

[0347] (1) Synthesis of Compound 1

[0348] The amine compound 1 according to the embodiment can be synthesized by, for example, the steps (eg, actions or tasks) shown in Reaction Scheme 1:

[0349] Reaction Scheme 1

[0350]

[0351] In an argon atmosphere, [1,1':2',1"-terphenyl]-4'-amine (20.0 g), 4-bromodibenzo[b,d]furan (20.1 g), bis(dibenzylideneacetone)palladium(0) (Pd(dba)) were added to a 1 L three-necked flask. 2, 2.3 g) and sodium tert-butoxide (NaOtBu, 11.8 g) and dissolved in toluene (400 mL), to which tri-tert-butylphosphine (P(tBu) 3 , 2.0 M in toluene, 4.0 mL), and the resulting mixture was stirred at room temperature for about 4 hours. 2 Cl 2 The obtained mixture was extracted to obtain an organic layer. The obtained organic layer was collected and washed with MgSO 4 Dry, and then remove the solvent by distillation under reduced pressure. Purify the resulting crude product by recrystallization in toluene to obtain intermediate compound A (24.1 g, yield: 72%). The molecular weight of intermediate compound A measured by fast atom bombardment mass spectrometry (FAB-MS) is 411.

[0352] Then, in an argon atmosphere, intermediate compound A (5.0 g), 1-(4-bromophenyl)naphthalene (3.4 g), Pd(dba) and 2 (0.35 g) and NaOtBu (1.8 g) and dissolved in toluene (100 mL), to which P(tBu) was added 3 (2.0 M in toluene, 0.6 mL), and the resulting mixture was heated and stirred at about 100° C. for about 4 hours. Then, water was added with CH 2 Cl 2 The obtained mixture was extracted to obtain an organic layer. The obtained organic layer was collected and washed with MgSO 4 Dried, and then the solvent was removed by distillation under reduced pressure. The obtained crude product was purified by silica gel column chromatography to obtain Compound 1 (6.1 g, yield: 82%). The molecular weight of Compound 1 measured by FAB-MS measurement was 613.

[0353] (2) Synthesis of Compound 4

[0354] The amine compound 4 according to the embodiment can be synthesized by, for example, the steps shown in Reaction Scheme 2:

[0355] Reaction Scheme 2

[0356]

[0357] In substantially the same manner as the above-mentioned synthesis method of intermediate compound A, intermediate compound B (22.6 g, yield: 65%) was obtained from [1,1':2',1"-terphenyl]-4'-amine (20.0 g) and 4-bromodibenzo[b,d]thiophene (21.4 g). The molecular weight of intermediate compound B measured by FAB-MS was 427.

[0358] Compound 4 (6.2 g, yield: 85%) was obtained from intermediate compound B (5.0 g) and 2-(4-bromophenyl)naphthalene (3.3 g) in substantially the same manner as the above synthesis of compound 1. The molecular weight of compound 4 measured by FAB-MS was 629.

[0359] (3) Synthesis of Compound 13

[0360] The amine compound 13 according to the embodiment can be synthesized by, for example, the steps shown in Reaction Scheme 3:

[0361] Reaction Scheme 3

[0362]

[0363] In substantially the same manner as the above synthesis method of compound 1, compound 13 (6.3 g, yield: 76%) was obtained from intermediate compound A (5.0 g) and 1-(4'-chloro-[1,1'-biphenyl]-4-yl)naphthalene (3.8 g). The molecular weight of compound 13 measured by FAB-MS measurement was 689.

[0364] (4) Synthesis of Compound 26

[0365] The amine compound 26 according to the embodiment can be synthesized by, for example, the steps shown in Reaction Scheme 4:

[0366] Reaction Scheme 4

[0367]

[0368] In substantially the same manner as the synthesis of compound 1 above, compound 26 (6.2 g, yield: 75%) was obtained from intermediate compound B (5.0 g) and 1-(4'-chloro-[1,1'-biphenyl]-3-yl)naphthalene (3.7 g). The molecular weight of compound 26 measured by FAB-MS was 705.

[0369] (5) Synthesis of Compound 71

[0370] The amine compound 71 according to the embodiment can be synthesized by, for example, the steps shown in Reaction Scheme 5:

[0371] Reaction Scheme 5

[0372]

[0373] In substantially the same manner as the above synthesis method of compound 1, compound 71 (6.8 g, yield: 82%) was obtained from intermediate compound A (5.0 g) and 7-(4-chlorophenyl)-1-phenylnaphthalene (3.8 g). The molecular weight of compound 71 measured by FAB-MS measurement was 689.

[0374] (6) Synthesis of Compound 74

[0375] The amine compound 74 according to the embodiment can be synthesized by, for example, the steps shown in Reaction Scheme 6:

[0376] Reaction Scheme 6

[0377]

[0378] Compound 74 (5.7 g, yield: 69%) was obtained from intermediate compound B (5.0 g) and 1-(4-chlorophenyl)-8-phenylnaphthalene (3.7 g) in substantially the same manner as the above synthesis of compound 1. The molecular weight of compound 74 measured by FAB-MS was 705.

[0379] (7) Synthesis of Compound 136

[0380] The amine compound 136 according to the embodiment can be synthesized by, for example, the steps shown in Reaction Scheme 7:

[0381] Reaction Scheme 7

[0382]

[0383] In substantially the same manner as the above-mentioned synthesis method of intermediate compound A, intermediate compound C (23.8 g, yield: 58%) was obtained from [1,1':2',1"-terphenyl]-4'-amine (20.0 g) and 4-bromo-6-phenyldibenzo[b,d]thiophene (27.6 g). The molecular weight of intermediate compound C measured by FAB-MS was 503.

[0384] Compound 136 (5.6 g, yield: 80%) was obtained from Intermediate Compound C (5.0 g) and 2-(4-bromophenyl)naphthalene (2.8 g) in substantially the same manner as the above synthesis of Compound 1. The molecular weight of Compound 136 measured by FAB-MS was 705.

[0385] (8) Synthesis of Compound 174

[0386] The amine compound 174 according to the embodiment can be synthesized by, for example, the steps shown in Reaction Scheme 8:

[0387] Reaction Scheme 8

[0388]

[0389] In substantially the same manner as the above synthesis method of intermediate compound A, intermediate compound D (23.7 g, yield: 61%) was obtained from [1,1':2',1"-terphenyl]-4'-amine (20.0 g) and 10-bromobenzo[b]naphtho[2,1-d]thiophene (25.5 g). The molecular weight of intermediate compound D measured by FAB-MS was 477.

[0390] Compound 174 (5.3 g, yield: 75%) was obtained from Intermediate Compound D (5.0 g) and 1-(4-bromophenyl)naphthalene (3.0 g) in substantially the same manner as the above synthesis of Compound 1. The molecular weight of Compound 174 measured by FAB-MS was 679.

[0391] (9) Synthesis of Compound 193

[0392] The amine compound 193 according to the embodiment can be synthesized, for example, by the steps shown in Reaction Scheme 9:

[0393] Reaction Scheme 9

[0394]

[0395] In substantially the same manner as the above synthesis method of intermediate compound A, intermediate compound E (21.0 g, yield: 53%) was obtained from [1,1':2',1"-terphenyl]-4'-amine (20.0 g) and 4-bromo-6-phenyldibenzo[b,d]furan (26.3 g). The molecular weight of intermediate compound E measured by FAB-MS was 487.

[0396] In substantially the same manner as the above synthesis method of compound 1, compound 193 (6.6 g, yield: 84%) was obtained from intermediate compound E (5.0 g) and 7-(4-chlorophenyl)-1-phenylnaphthalene (3.3 g). The molecular weight of compound 193 measured by FAB-MS measurement was 765.

[0397] (10) Synthesis of Compound 201

[0398] The amine compound 201 according to the embodiment can be synthesized by, for example, the steps shown in Reaction Scheme 10:

[0399] Reaction Scheme 10

[0400]

[0401] In an argon atmosphere, 6-bromo-[1,1'-biphenyl]-3-amine (15.0 g), 2-biphenylboronic acid (11.9 g), tetrakis(triphenylphosphine)palladium(0) (Pd(PPh 3 ) 4 , 3.5 g) and potassium carbonate (K 2 CO 3 , 16.7 g) and dissolved in a mixed solvent of toluene, water and ethanol (toluene:water:ethanol=10:2:1 by volume, 300 mL), and the resulting mixture was heated at about 80° C. and stirred for about 8 hours. 2 Cl 2 The obtained mixture was extracted to obtain an organic layer. The obtained organic layer was collected and washed with MgSO 4 Dry, and then remove the solvent by distillation under reduced pressure. The obtained crude product was purified by silica gel chromatography to obtain Intermediate Compound F (11.6 g, yield: 60%). The molecular weight of Intermediate Compound F measured by FAB-MS measurement was 321.

[0402] In substantially the same manner as the synthesis method of intermediate compound A above, intermediate compound F (10.0 g) and 4-bromodibenzo [b, d] furan (7.6 g) were reacted to obtain a crude product. The resulting crude product was purified by silica gel chromatography to obtain intermediate compound G (11.8 g, yield: 78%). The molecular weight of intermediate compound G measured by FAB-MS was 487.

[0403] In substantially the same manner as the above synthesis method of Compound 1, Compound 201 (5.3 g, yield: 75%) was obtained from Intermediate Compound G (5.0 g) and 1-(4-bromophenyl)naphthalene (2.9 g). The molecular weight of Compound 201 measured by FAB-MS measurement was 689.

[0404] 2. Manufacturing and evaluation of light-emitting components

[0405] (1) Manufacturing of light-emitting elements

[0406] A light-emitting element including an amine compound of the embodiment or a comparative compound in a hole transport layer was manufactured as follows. The amine compound of the embodiment was used as a material for the hole transport layer to manufacture the light-emitting elements of Examples 1 to 10, respectively. Comparative Example Compounds X-1 to X-8 were used as materials for the hole transport layer to manufacture the light-emitting elements of Comparative Examples 1 to 8, respectively. The Example Compounds used in Examples 1 to 10 and the Comparative Example Compounds used in Comparative Examples 1 to 8 are as follows:

[0407] Example compounds

[0408]

[0409] Comparative Example Compounds

[0410]

[0411] The glass substrate (as the first electrode) on which a 150nm thick ITO was patterned was subjected to ultrasonic washing, and each was cleaned for about 5 minutes by using isopropyl alcohol and pure water. After ultrasonic washing and cleaning, the glass substrate was irradiated with UV rays for about 30 minutes and treated with ozone. Then, 2-TNATA was deposited to form (or provide) a 60nm thick hole injection layer. On the hole injection layer, the embodiment compound or the comparative example compound was deposited to form (or provide) a 30nm thick hole transport layer. Thus, a hole transport zone was formed.

[0412] On the hole transport layer, TBP and ADN were co-deposited to form (or provide) a 25 nm thick emission layer. TBP and ADN were co-deposited at a weight ratio of about 3:97. Then, Alq 3 Deposited to a thickness of about 25 nm, and LiF is deposited to a thickness of about 1 nm to form (or provide) an electron transport region.

[0413] Next, Al is deposited to form (or provide) a second electrode having a thickness of 100 nm.

[0414] In an embodiment, the hole transport region, the emission layer, the electron transport region, and the second electrode are formed using vacuum deposition equipment.

[0415] The compounds used to make the light emitting element are as follows:

[0416] Materials used to make light-emitting components

[0417]

[0418] (2) Evaluation of light-emitting elements

[0419] The light-emitting elements of the embodiment and the comparative example were each evaluated, and the results are shown in Table 1. The relative luminous efficiency and the relative element life (LT50) of each of the light-emitting elements of the embodiment and the comparative example are shown in Table 1. The evaluation of the luminous efficiency and the element life was performed by using a brightness light distribution characteristic measuring instrument (C9920-11 manufactured by Hamamatsu Photonics Co., Ltd.).

[0420] Based on Comparative Example 1 at 10 mA / cm 2The luminous efficiency at a current density of 100% is 100%, and the relative indicates the luminous efficiency. For the relative element life (LT50), the value based on Comparative Example 1 is 100%, and the relative indicates the time when the luminance deteriorates to 50% of the initial luminance during continuous operation of the light-emitting element.

[0421] Table 1

[0422]

[0423] With reference to the results of Table 1, compared with Comparative Example 1 to Comparative Example 8, Examples 1 to 10 each show high luminous efficiency and long element life characteristics. Compared with the embodiment compounds, Comparative Example Compounds X-1 and Comparative Example Compounds X-3 do not include naphthyl, and compared with the embodiment compounds, Comparative Example Compounds X-4 do not include dibenzoheterocyclopentadienyl. Compared with the embodiment compounds, Comparative Example Compounds X-2 do not include o-terphenyl. For example, compared with Comparative Example 1 to Comparative Example 4 (not including some of dibenzoheterocyclopentadienyl, naphthyl and o-terphenyl included in the amine compound of the embodiment) respectively including Comparative Example Compounds X-1 to Comparative Example Compounds X-4, the light-emitting element of the embodiment including the amine compound of the embodiment shows relatively high luminous efficiency and relatively long life characteristics.

[0424] The difference between the comparative example compound X-5 and the comparative example compound X-6 and the embodiment compound is the bonding position of the dibenzoheterocyclopentadienyl group. Compared with the comparative example 5 and the comparative example 6 respectively including the comparative example compound X-5 and the comparative example compound X-6, the light-emitting element of the embodiment including the amine compound of the embodiment shows relatively high luminous efficiency and relatively long service life characteristics.

[0425] In addition, compared with the embodiment compounds, comparative example compound X-7 does not include ortho-terphenyl, and comparative example compound X-8 is different from the embodiment compounds in the binding position of ortho-terphenyl. Compared with Comparative Example 7 and Comparative Example 8 respectively including Comparative Example Compound X-7 and Comparative Example Compound X-8, the light-emitting element of the embodiment including the amine compound of the embodiment shows relatively high luminous efficiency and relatively long service life characteristics. Especially, compared with the embodiment, Comparative Example 8 shows significantly low service life characteristics, and is not bound by any particular theory, it is believed that due to the bonding of ortho-terphenyl to the specific position of the present disclosure, the molecular stability of the compound is increased.

[0426] For example, it can be confirmed that due to the different molecular structure characteristics of the example compound and the comparative example compound, the example compound has excellent or appropriate charge transport characteristics and charge balance, and accordingly, the light-emitting element of the example including the amine compound of the embodiment in the hole transport layer exhibits relatively high luminous efficiency and relatively long service life characteristics.

[0427] The amine compound of the embodiment includes all dibenzoheterocyclopentadienyl, naphthyl and o-terphenyl, and has a structure in which dibenzoheterocyclopentadienyl and o-terphenyl are bonded to nitrogen atoms at specific positions. Accordingly, the amine compound of the embodiment can show excellent or appropriate material stability and relatively high charge transfer characteristics. The light-emitting element of one or more embodiments including the amine compound of one or more embodiments in the hole transport zone can show excellent or appropriate luminous efficiency and long service life characteristics. In one or more embodiments, the light-emitting element of one or more embodiments emitting blue light includes the amine compound of one or more embodiments in the hole transport zone, and therefore can show relatively high luminous efficiency and relatively long service life characteristics.

[0428] The light-emitting element of one or more embodiments may include the amine compound of one or more embodiments, thereby exhibiting relatively high light emission efficiency and relatively long lifespan characteristics.

[0429] The amine compound of one or more embodiments may be used to achieve improved characteristics of a light-emitting element having relatively high luminous efficiency and relatively long lifetime.

[0430] The display device of one or more embodiments may exhibit excellent or appropriate display quality.

[0431] In the present disclosure, "does not include a component or any component", "excludes a component or any component" and / or "does not contain a component" etc. means "the component is not added, selected or utilized as a component in the compound / composition, but due to other impurities and / or external factors in the composition, the "component" may still be included in an appropriate amount.

[0432] As utilized herein, the terms "substantially," "about," or similar terms are used as terms of approximation and not as terms of degree, and are intended to take into account the inherent deviations in measured or calculated values ​​that one of ordinary skill in the art will recognize. "About," as used herein, includes the recited value and means within the range of acceptable deviations for the particular value as determined by one of ordinary skill in the art taking into account the measurement in question and the errors associated with the measurement of the particular quantity (i.e., the limitations of the measurement system). For example, "about" may mean within one or more standard deviations of the recited value, or within ±30%, ±20%, ±10%, or ±5% of the recited value.

[0433] Any numerical range set forth in this article is intended to include all sub-ranges of the same numerical precision falling within the range set forth. For example, the range of "1.0 to 10.0" is intended to include between the minimum value of 1.0 set forth and the maximum value of 10.0 set forth (and including 1.0 and 10.0), that is, all sub-ranges with a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as, for example, 2.4 to 7.6. Any maximum numerical limit set forth in this article is intended to include all lower numerical limits falling therein and any minimum numerical limit set forth in this specification is intended to include all higher numerical limits falling therein. Accordingly, the applicant reserves the right to modify this specification, including the claims, to explicitly set forth any sub-range falling within the range explicitly set forth in this article.

[0434] In the present disclosure, when the particles are spherical, "size" indicates the particle diameter or the average particle diameter, and when the particles are non-spherical, "size" indicates the major axis length or the average major axis length. The diameter (or size) of the particles can be measured using a scanning electron microscope or a particle size analyzer. As a particle size analyzer, for example, HORIBA, LA-950 laser particle size analyzer can be used. When the size of the particles is measured using a particle size analyzer, the average particle diameter (or size) is referred to as D 50 . D 50 Refers to the average diameter (or size) of particles whose cumulative volume corresponds to 50% by volume in a particle size distribution (e.g., cumulative distribution), and refers to the value of the particle size corresponding to 50% from the smallest particle when the total number of particles is 100% in a distribution curve accumulated in sequence from the smallest particle size to the largest particle size.

[0435] The light-emitting element, display device, electronic device or any other related device / device or component according to the embodiments of the present disclosure described herein may be implemented using any appropriate hardware, firmware (e.g., a dedicated integrated circuit), software, or a combination of software, firmware and hardware. For example, the various components of the device may be formed on an integrated circuit (IC) chip or on separate IC chips. Further, the various components of the device may be implemented on a flexible printed circuit film, a tape carrier package (TCP) or a printed circuit board (PCB), or formed on a substrate. Further, the various components of the device may be processes or threads that run on one or more processors in one or more computing devices, execute computer program instructions, and interact with other system components for performing various functions described herein. Computer program instructions are stored in a memory that may be implemented in a computing device using a standard storage device such as, for example, a random access memory (RAM). Computer program instructions may also be stored in other non-temporary computer-readable media such as, for example, a CD-ROM or a flash drive, etc. Moreover, those skilled in the art should recognize that, without departing from the scope of the embodiments of the present disclosure, the functions of various computing devices may be combined or integrated into a single computing device, or the functions of a particular computing device may be distributed on one or more other computing devices.

[0436] Although the present disclosure has been described with reference to example embodiments thereof, it will be understood that the present disclosure should not be limited to these embodiments, but one or more suitable changes and modifications may be made by those skilled in the art without departing from the spirit and scope of the present disclosure.

[0437] Accordingly, the technical scope of the present disclosure is not intended to be limited to the contents set forth in the detailed description of the specification, but is intended to be defined by the appended claims and their equivalents.

Claims

1. An amine compound represented by Formula 1: Formula 1 in, In formula 1, X is O or S, R1 to R 20 Each is independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted alkenyl having 2 to 10 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and / or independently bonds to an adjacent group to form a ring, L1 is a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, L2 is a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, n is an integer selected from 1 to 7, and R a is hydrogen, deuterium or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.

2. The amine compound according to claim 1, wherein the amine compound represented by Formula 1 is represented by Formula 1A or Formula 1B: Formula 1A Formula 1B In Formula 1B, L 1a is a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, and R8 and R9 do not bond with adjacent groups to form a ring, and In Formula 1A and Formula 1B, X, R1 to R 20 ,n,R a and L2 are each the same as defined in Formula 1.

3. The amine compound according to claim 1, wherein the amine compound represented by Formula 1 is represented by Formula 1-1 or Formula 1-2: Formula 1-1 Formula 1-2 In Formula 1-1 and Formula 1-2, R1 to R 20 , L1, L2, R a and n are each the same as defined in Formula 1. 4 . The amine compound according to claim 1 , wherein L 2 is a substituted or unsubstituted phenylene group or a substituted or unsubstituted divalent biphenyl group.

5. The amine compound according to claim 1, wherein n is 1 and R a is substituted or unsubstituted phenyl or substituted or unsubstituted naphthyl.

6. The amine compound according to claim 1, wherein In Formula 1, at least one hydrogen is substituted with deuterium.

7. The amine compound according to claim 1, wherein In Formula 1, R1 to R 20 , R a Each of L1, L2 and L3 does not include a substituted or unsubstituted amine group.

8. The amine compound according to claim 1, wherein the amine compound represented by Formula 1 is any one of the compounds selected from Compound Group 1: Compound Group 1 In compound group 1, D is deuterium.

9. A light emitting element, comprising: a first electrode; a second electrode on the first electrode; an emitting layer between the first electrode and the second electrode; as well as A hole transport zone between the first electrode and the emission layer and including the amine compound according to any one of claims 1 to 8.

10. The light-emitting element according to claim 9, wherein the hole transport region comprises at least one of a hole injection layer, a hole transport layer, an electron blocking layer and an emission auxiliary layer, and At least one of the hole injection layer, the hole transport layer, the electron blocking layer, and the emission assisting layer includes the amine compound.

11. The light-emitting element according to claim 9, wherein the hole transport region comprises a hole injection layer on the first electrode and a hole transport layer on the hole injection layer, and The hole transport layer includes the amine compound.

12. The light-emitting element according to claim 9, wherein the emission layer comprises a compound represented by Formula E-1: Formula E-1 In formula E-1, c and d are each independently an integer selected from 0 to 5, and R 31 To R 40 Each is independently hydrogen, deuterium, halogen, substituted or unsubstituted silyl, substituted or unsubstituted thiol, substituted or unsubstituted oxy, substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted alkenyl having 2 to 10 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and / or bonds to an adjacent group to form a ring. The light-emitting element according to claim 9 , wherein the emission layer emits blue light.

14. A display device, comprising: basal layer; a circuit layer on the base layer; as well as A display element layer is on the circuit layer and includes the light emitting element according to any one of claims 9 to 13. The display device according to claim 14 , wherein the light emitting element emits blue light.

16. The display device according to claim 14, further comprising: A light control layer comprising quantum dots.

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