Light-emitting element, amine compound for light-emitting element, and display device including light-emitting element

By using the amine compound represented by Formula 1 as the hole transport zone material in an organic electroluminescent display device, the problem of insufficient luminescence efficiency and lifetime is solved, and a more efficient and longer life light emitting element is realized, and the display quality is improved.

CN120504651APending Publication Date: 2025-08-19SAMSUNG DISPLAY CO LTD
View PDF 1 Cites 0 Cited by

Patent Information

Application Number
CN202510181807.8
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2024-02-19
Filing Date
2025-02-19
Publication Date
2025-08-19

AI Technical Summary

Technical Problem

In the existing organic electroluminescent display devices, the luminescence efficiency and lifetime of the light emitting element need to be improved, and it is difficult to achieve efficient display stably.

Method used

The amine compound represented by Formula 1 is used as the material of the hole transport region, including a hole injection layer, a hole transport layer, an electron barrier layer and an emission auxiliary layer, to improve the hole transport performance.

Benefits of technology

The luminous efficiency and life of the light emitting element are improved and the display quality of the display device is enhanced.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure CN120504651A_ABST
    Figure CN120504651A_ABST
Patent Text Reader

Abstract

The present application provides an amine compound, a light-emitting element including the amine compound, and a display device including the light-emitting element. The light emitting element includes a first electrode, a second electrode disposed on the first electrode, an emission layer disposed between the first electrode and the second electrode, and a hole transport region disposed between the first electrode and the emission layer, wherein the hole transport region includes an amine compound. Amine compounds represented by Formula 1 described in the specification: [Formula 1] # imgabs0 #
Need to check novelty before this filing date? Find Prior Art

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2024-0023734 filed in the Korean Intellectual Property Office on February 19, 2024, the entire contents of which are incorporated herein by reference. Technical Field

[0003] The present disclosure relates to a light-emitting element, an amine compound used for the light-emitting element, and a display device including the light-emitting element. Background Art

[0004] Development of organic electroluminescent display devices as image display devices continues. Organic electroluminescent display devices include so-called self-luminous light-emitting elements, in which holes and electrons injected from a first electrode and a second electrode, respectively, recombine in an emissive layer, causing the emissive material in the emissive layer to emit light, thereby realizing display.

[0005] When light-emitting elements are applied to display devices, there is a continuous demand for light-emitting elements with improved luminous efficiency and improved lifespan. Therefore, there is a need for continuous development of materials for light-emitting elements that can stably achieve these characteristics.

[0006] It should be understood that this background section is intended, in part, to provide a useful background for understanding the technology. However, this background section may also include ideas, concepts, or cognition that were not known or part of the understanding of those skilled in the relevant art before the corresponding effective filing date of the subject matter disclosed herein. Summary of the Invention

[0007] The present disclosure provides a light-emitting element having improved luminous efficiency and lifetime.

[0008] The present disclosure also provides an amine compound, which is a material for a light-emitting element having high luminous efficiency and improved lifespan.

[0009] The present disclosure also provides a display device including a light emitting element having improved luminous efficiency and lifetime, thereby having excellent display quality.

[0010] According to an embodiment, a light emitting element may include a first electrode, a second electrode disposed on the first electrode, an emission layer disposed between the first electrode and the second electrode, and a hole transport region disposed between the first electrode and the emission layer, wherein the hole transport region includes an amine compound represented by Formula 1:

[0011] [Formula 1]

[0012]

[0013] In formula 1, L 1 and L2 may be each independently a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 5 to 30 ring carbon atoms; a and b may each independently be an integer selected from 0 to 3; R 1 and R 2 Ar may be each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or may be bonded to an adjacent group to form a ring; Ar 1 to Ar 4 may each independently be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 30 ring carbon atoms; and Ar 5 It may be a group represented by one of Formula 2-1 to Formula 2-4:

[0014] [Formula 2-1]

[0015]

[0016] [Formula 2-2]

[0017]

[0018] [Formula 2-3]

[0019]

[0020] [Formula 2-4]

[0021]

[0022] In the above formulas 2-1 to 2-4, X 1 To X 4 can be independently O, S or N(R 41 );R 3 to R 10 may each independently be a hydrogen atom, a deuterium atom, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; and R 11 to R 41 may each independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 30 ring carbon atoms, except that: in Formula 2-1, R 3 to R 10 and R 41 Any one of can be the position connected to Formula 1; in Formula 2-2, R 11 to R20 and R 41 Any one of can be the position connected to Formula 1; In Formulas 2-3, R 21 to R 30 and R 41 Any one of may be a position connected to Formula 1; and in Formulas 2-4, R 31 to R 41 Any one of may be a position for connection to Formula 1.

[0023] In an embodiment, 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 the amine compound represented by Formula 1 may be included in at least one of the hole injection layer, the hole transport layer, the electron blocking layer, and the emission assisting layer.

[0024] In an embodiment, the hole transport region may include a hole injection layer disposed on the first electrode and a hole transport layer disposed on the hole injection layer; and the hole transport layer may include the amine compound represented by Formula 1.

[0025] In an embodiment, the amine compound represented by Formula 1 may be represented by Formula 3-1 or Formula 3-2:

[0026] [Formula 3-1]

[0027]

[0028] [Formula 3-2]

[0029]

[0030] In formula 3-2, L 21 It may be a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted divalent phenanthryl group, a substituted or unsubstituted divalent triphenylene group, a substituted or unsubstituted divalent fluorenyl group, a substituted or unsubstituted divalent carbazolyl group, a substituted or unsubstituted divalent dibenzothiophenyl group, or a substituted or unsubstituted divalent dibenzofuranyl group. In Formula 3-1 and Formula 3-2, Ar 1 to Ar 5 、R 1 、R 2 , a, and b may be the same as defined in Formula 1.

[0031] In an embodiment, the amine compound represented by Formula 1 may be represented by Formula 4:

[0032] [Formula 4]

[0033]

[0034] In Formula 4, n1 to n4 may each independently be an integer selected from 0 to 5,

[0035] In formula 4, R a to R d may each independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 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, or may be bonded to an adjacent group to form a ring; and Ar 5 、R 1 、R 2 、L 1 、L 2 , a, and b may be the same as defined in Formula 1.

[0036] In an embodiment, in Formula 1, Ar 1 to Ar 4 Each of the above groups may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothienyl group, or a substituted or unsubstituted dibenzofuranyl group.

[0037] In an embodiment, at least one hydrogen atom of the amine compound represented by Formula 1 may be substituted with a deuterium atom.

[0038] In an embodiment, when Ar 5 When Ar is a group represented by formula 2-1, 1 to Ar 4 Each independently may be a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms.

[0039] In an embodiment, the amine compound represented by Formula 1 may be selected from Compound Group 1, which is explained below.

[0040] According to an embodiment, the amine compound may be represented by Formula 1, which is explained herein.

[0041] In an embodiment, L 1 and L 2 Each of the groups may independently be a directly linked, substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted divalent phenanthryl group, a substituted or unsubstituted divalent triphenylene group, a substituted or unsubstituted divalent fluorenyl group, a substituted or unsubstituted divalent carbazolyl group, a substituted or unsubstituted divalent dibenzothiophenyl group, or a substituted or unsubstituted divalent dibenzofuranyl group.

[0042] In an embodiment, R 1 and R 2 They may each independently be a hydrogen atom or a deuterium atom.

[0043] In an embodiment, R 3 to R 41 Each independently may be a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group.

[0044] In an embodiment, when Ar 5 When Ar is a group represented by formula 2-1, 1 to Ar 4 Each may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted pyrenyl group, or a substituted or unsubstituted triphenylene group.

[0045] According to an embodiment, the display device may include a circuit layer provided on a base layer and a display element layer provided on the circuit layer and including a light emitting element, wherein

[0046] The light-emitting element may include a first electrode, a second electrode disposed on the first electrode, an emission layer disposed between the first electrode and the second electrode, and a hole transport region disposed between the first electrode and the emission layer; and the hole transport region may include an amine compound represented by Formula 1, which is explained herein.

[0047] In an embodiment, the display device may further include an optical control layer including quantum dots.

[0048] In an embodiment, the display device may further include a color filter layer disposed on the optical control layer, wherein the color filter layer may include a first filter transmitting red light, a second filter transmitting green light, and a third filter transmitting blue light.

[0049] It will be understood that the above embodiments have been described in a general and illustrative sense only and not for purposes of limitation, and that the present disclosure is not limited to the above embodiments. BRIEF DESCRIPTION OF THE DRAWINGS

[0050] The accompanying drawings are included to provide a further understanding of the embodiments and are incorporated into and constitute a part of this specification. The accompanying drawings illustrate the embodiments of the present disclosure and its principles. The above and other aspects and features of the present disclosure will become more apparent by describing the embodiments thereof in detail with reference to the accompanying drawings, in which:

[0051] Figure 1 is a schematic plan view of a display device according to an embodiment;

[0052] Figure 2is a schematic cross-sectional view of a portion of a display device according to an embodiment;

[0053] Figure 3 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0054] Figure 4 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0055] Figure 5 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0056] Figure 6 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0057] Figure 7 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0058] Figure 8 is a schematic cross-sectional view of a display device according to an embodiment;

[0059] Figure 9 is a schematic cross-sectional view of a display device according to an embodiment;

[0060] Figure 10 is a schematic cross-sectional view of a display device according to an embodiment;

[0061] Figure 11 is a schematic cross-sectional view of a display device according to an embodiment; and

[0062] Figure 12 is a schematic diagram of the interior of a vehicle in which a display device according to an embodiment is provided. DETAILED DESCRIPTION

[0063] The present disclosure will now be described more fully hereinafter with reference to the accompanying drawings, in which embodiments are shown. However, the present disclosure may be embodied in different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the scope of the disclosure to those skilled in the art.

[0064] In the drawings, the size, proportion, and dimensions (eg, thickness) of elements may be exaggerated for ease of description and for clarity. Like reference numerals and like reference characters refer to like elements throughout.

[0065] In the specification, it will be understood that when an element (or region, layer, portion, etc.) is referred to as being “on,” “connected to,” or “coupled to” another element (or region, layer, portion, etc.), it can be directly on, directly connected to, or directly coupled to the other element (or region, layer, portion, etc.), or one or more intervening elements may be present therebetween. In a similar sense, when an element (or region, layer, portion, etc.) is described as “covering” another element (or region, layer, portion, etc.), it can directly cover the other element (or region, layer, portion, etc.), or one or more intervening elements may be present therebetween.

[0066] In the specification, when an element is referred to as being "directly on," "directly connected to," or "directly coupled to" another element, there are no intervening elements. For example, "directly on" may mean that two layers or two elements are disposed without another element (such as an adhesive element) between them.

[0067] As used herein, expressions used in the singular such as "a," "an," and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise.

[0068] As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items. For example, "A and / or B" may be understood to mean "A, B, or A and B." The terms "and" and "or" may be used in a conjunctive or disjunctive sense and may be understood to be equivalent to "and / or."

[0069] In the specification and claims, the term "at least one of" is intended to include the meaning of "at least one selected from the group consisting of" for purposes of its meaning and interpretation. For example, "at least one of A, B, and C" may be understood to mean only A, only B, only C, or any combination of two or more of A, B, and C, such as ABC, ACC, BC, or CC. When following a list of elements, the term "at least one of" modifies the entire list of elements and does not modify the individual elements of the list.

[0070] It will be understood that although the terms first, second, etc. may be used to describe various elements in this article, these elements should not be limited by these terms. These terms are only used to distinguish one element from another element. Therefore, without departing from the teachings of the present disclosure, the first element may be referred to as the second element. Similarly, without departing from the scope of the present disclosure, the second element may be referred to as the first element.

[0071] For ease of description, spatially relative terms such as "below," "beneath," "below," "above," or "upper" may be used herein to describe the relationship between one element or component and another element or component as illustrated in the accompanying drawings. It will be understood that the spatially relative terms are intended to encompass different orientations of the device in use or operation in addition to the orientation depicted in the accompanying drawings. For example, if the device illustrated in the accompanying drawings is turned over, the device that is located "below" or "beneath" another device may be placed "above" the other device. Accordingly, the illustrative term "below" may include both a lower position and an upper position. The device may also be oriented in other directions, and thus the spatially relative terms may be interpreted differently depending on the orientation.

[0072] As used herein, the terms "about" or "approximately" are inclusive of the stated value and mean within an acceptable range of deviation from the stated value as determined by one of ordinary skill in the art, taking into account the measurement in question and the error associated with the measurement of the stated quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations of the stated value, or within ±20%, ±10%, or ±5% of the stated value.

[0073] It should be understood that the terms “comprises,” “comprising,” “includes,” “including,” “have,” “having,” “contains,” and “containing” are intended to indicate the presence of the recited features, integers, steps, operations, elements, components, or combinations thereof in the present disclosure, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or combinations thereof.

[0074] Unless otherwise defined or implied herein, all terms (including technical and scientific terms) used have the same meaning as commonly understood by those skilled in the art to which the present disclosure belongs. It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having a meaning consistent with their meaning in the context of the relevant art and should not be interpreted in an ideal or overly formal sense unless clearly defined in the specification.

[0075] In this specification, the term "substituted or unsubstituted" may describe a group that is unsubstituted or substituted with at least one substituent selected from the group consisting of a deuterium atom, a halogen atom, a cyano group, a nitro group, an amino group, an amine group, a silyl group, an oxy group, a sulfenyl group, a sulfinyl group, a sulfonyl group, a carbonyl group, a boron group, a phosphine oxide group, a phosphine sulfide group, an alkyl group, an alkenyl group, an alkynyl group, a hydrocarbon ring group, an aryl group, and a heterocyclic group. Each of the substituents listed above may itself be substituted or unsubstituted. For example, a biphenyl group may be interpreted as an aryl group or as a phenyl group substituted with a phenyl group.

[0076] In the specification, the term "bonding to an adjacent group to form a ring" may refer to a group that bonds to an adjacent group to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring. The hydrocarbon ring may be aliphatic or aromatic. The heterocyclic ring may be aliphatic or aromatic. The hydrocarbon ring and the heterocyclic ring may each independently be monocyclic or polycyclic. The ring formed by the adjacent groups bonding to each other may itself be connected to another ring to form a spiro structure.

[0077] In this specification, the term "adjacent group" can be interpreted as 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 closest to the corresponding substituent. For example, the two methyl groups in 1,2-dimethylbenzene can be interpreted as "adjacent groups" to each other, and the two ethyl groups in 1,1-diethylcyclopentane can be interpreted as "adjacent groups" to each other. For example, the two methyl groups in 4,5-dimethylphenanthrene can be interpreted as "adjacent groups" to each other.

[0078] In the specification, examples of the halogen atom may include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0079] In the specification, 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, The alkyl radicals include alkyl, 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-heneicosyl, n-docosyl, n-tricosyl, n-tetracosyl, n-pentacosyl, n-hexacosyl, n-heptacosyl, n-octacosyl, n-nonacosyl, n-triacontyl, and the like, but the embodiment is not limited thereto.

[0080] In the specification, the cycloalkyl group may be 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 the cycloalkyl group may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, norbornyl, 1-adamantyl, 2-adamantyl, isobornyl, bicycloheptyl, etc., but the embodiment is not limited thereto.

[0081] In the specification, an alkenyl group may be 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 straight chain or branched. The number of carbon atoms in the alkenyl group is not particularly limited and 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, styrylvinyl, etc., but embodiments are not limited thereto.

[0082] In the specification, an alkynyl group may be a hydrocarbon group including at least one carbon-carbon triple bond in the middle or at the end of an alkyl group having two or more carbon atoms. An alkynyl group may be a straight chain or a branched chain. The number of carbon atoms in the alkynyl group is not particularly limited and may be 2 to 30, 2 to 20, or 2 to 10. Examples of alkynyl groups may include ethynyl, propynyl, and the like, but embodiments are not limited thereto.

[0083] In the specification, the hydrocarbon ring group may be any functional group or substituent derived from an aliphatic hydrocarbon ring. For example, the hydrocarbon ring group may be a saturated hydrocarbon ring group having 5 to 20 ring-forming carbon atoms.

[0084] In the specification, an aryl group may be any functional group or substituent derived from an aromatic hydrocarbon ring. The aryl group may be monocyclic or polycyclic. The number of ring carbon atoms in the aryl group may be 6 to 30, 6 to 20, or 6 to 15. Examples of aryl groups may include phenyl, naphthyl, fluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, quaterphenyl, pentyl, hexyl, triphenylene, pyrenyl, benzofluoranthenyl, 1,2-triphenylenyl, etc., but embodiments are not limited thereto.

[0085] In the specification, the fluorenyl group may be substituted, and two substituents may be bonded to each other to form a spiro structure. Examples of the substituted fluorenyl group may include the groups shown below. However, the embodiment is not limited thereto.

[0086]

[0087] In the specification, a heterocyclic group may be any functional group or substituent derived from a ring including at least one of B, O, N, P, Si, and S as a heteroatom. A heterocyclic group may be aliphatic or aromatic. An aromatic heterocyclic group may be a heteroaryl group. An aliphatic heterocyclic group and an aromatic heterocyclic group may each independently be monocyclic or polycyclic.

[0088] If the heterocyclic group includes two or more heteroatoms, the two or more heteroatoms may be the same as or different from each other.The number of ring-forming carbon atoms in the heterocyclic group may be 2 to 30, 2 to 20, or 2 to 10.

[0089] Examples of the aliphatic heterocyclic group may include an oxiranyl group, a thiirane group, a pyrrolidinyl group, a piperidinyl group, a tetrahydrofuranyl group, a tetrahydrothiophenyl group, a thianyl group, a tetrahydropyranyl group, a 1,4-dioxanyl group, and the like, but the embodiment is not limited thereto.

[0090] Examples of heteroaryl groups may include thienyl, furyl, pyrrolyl, imidazolyl, pyridyl, bipyridyl, pyrimidyl, triazinyl, 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, dibenzothiorol, dibenzofuranyl, and the like, but embodiments are not limited thereto.

[0091] In the specification, the above description of the aryl group may be applied to the arylene group, except that the arylene group is a divalent group. In the specification, the above description of the heteroaryl group may be applied to the heteroarylene group, except that the heteroarylene group is a divalent group.

[0092] In the specification, a silyl group may be an alkylsilyl group 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 the silyl group may include trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, etc., but embodiments are not limited thereto.

[0093] In the specification, the number of carbon atoms in the carbonyl group is not particularly limited, and may be 1 to 40, 1 to 30, or 1 to 20. For example, the carbonyl group may have one of the following structures, but the embodiment is not limited thereto.

[0094]

[0095] In the specification, the number of carbon atoms in the sulfinyl group or the sulfonyl group is not particularly limited and may be 1 to 30. The sulfinyl group may be an alkylsulfinyl group or an arylsulfinyl group. The sulfonyl group may be an alkylsulfonyl group or an arylsulfonyl group.

[0096] In the specification, a thio group may be an alkylthio group or an arylthio group. A thio group may be a sulfur atom bonded to an alkyl group or an aryl group as defined above. 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. Examples of thio groups may include methylthio, ethylthio, propylthio, pentylthio, hexylthio, octylthio, dodecylthio, cyclopentylthio, cyclohexylthio, phenylthio, naphthylthio, etc., but embodiments are not limited thereto.

[0097] In the specification, the oxy group may be an oxygen atom bonded to an alkyl group or an aryl group as defined above. The oxy group may be an alkoxy group or an aryloxy group. The alkoxy group may be linear, branched, or cyclic. The number of carbon atoms in the alkoxy group is not particularly limited, and may be, for example, 1 to 20 or 1 to 10. 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. Examples of the oxy group may include methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, octyloxy, nonyloxy, decyloxy, benzyloxy, etc., but the embodiment is not limited thereto.

[0098] In the specification, the boryl group may be a boron atom bonded to an alkyl group or an aryl group as defined above. The alkyl group in the alkylboryl group may be linear, branched, or cyclic. The number of carbon atoms in the alkylboryl group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. The number of carbon atoms in the arylboryl group is not specifically limited, but may be, for example, 6 to 30, 6 to 20, or 6 to 15. The boryl group may be an alkylboryl group or an arylboryl group. Examples of the boryl group may include dimethylboryl, tert-butylmethylboryl, diphenylboryl, phenylboryl, etc., but embodiments are not limited thereto.

[0099] In the specification, the amino group may be an alkylamino group or an arylamino group. The alkyl group in the alkylamino group may be linear, branched, or cyclic. The number of carbon atoms in the alkylamino group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. The number of carbon atoms in the arylamino group is not specifically limited, but may be, for example, 6 to 30, 6 to 20, or 6 to 15. Examples of the amino group may include a methylamino group, a dimethylamino group, a phenylamino group, a diphenylamino group, a naphthylamino group, a 9-methyl-anthrylamino group, a triphenylamino group, etc., but the embodiment is not limited thereto.

[0100] In the specification, a sulfinyl group may refer to -S(=O)- bonded to an alkyl group or an aryl group as defined above. The number of carbon atoms in 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.

[0101]

[0102] In the specification, a sulfonyl group may refer to -S(=O)2- bonded to an alkyl group or an aryl group as defined above. The number of carbon atoms in 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.

[0103]

[0104] 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 specifically 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.

[0105]

[0106] In the specification, the phosphinyl sulfide group may mean an alkyl group or an aryl group as defined above combined with -P(=S)-. The number of carbon atoms of the phosphinyl sulfide group is not particularly limited, but may be 1 to 30, 1 to 20, or 1 to 10. The phosphinyl sulfide group may include an alkyl phosphinyl sulfide group and an aryl phosphinyl sulfide group. For example, the phosphinyl sulfide group may have the following structure, but is not limited thereto.

[0107]

[0108] In the specification, the alkyl group in the alkoxy group, alkylthio group, alkylsulfinyl group, alkylsulfonyl group, alkylaryl group, alkylamino group, alkylboryl group, alkylsilyl group, alkylamine group, alkylphosphine oxide group or alkylphosphine sulfide group may be the same as the examples of the alkyl group described above.

[0109] In the specification, the aryl group in the aryloxy group, arylthio group, arylsulfinyl group, arylsulfonyl group, alkylaryl group, arylamino group, arylboryl group, arylsilyl group, arylamine group, arylphosphine oxide group or arylphosphine sulfide group may be the same as exemplified in the aryl group described above.

[0110] In the specification, a direct connection may be a single bond.

[0111] In this manual, the symbol and -* each represent a bond connecting adjacent atoms in the corresponding formula or moiety.

[0112] Hereinafter, embodiments will be described with reference to the accompanying drawings.

[0113] Figure 1 is a schematic plan view of a display device DD according to an embodiment. Figure 2 is a schematic cross-sectional view of a display device DD. Figure 2 To follow Figure 1 Schematic cross-sectional view of a portion of the display device DD taken along a dotted line II'.

[0114] A display device DD may include a display panel DP and an optical layer PP disposed on the display panel DP. The display panel DP includes 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 external light reflected from the display panel DP. The optical layer PP may include, for example, a polarizing layer or a color filter layer. Although not shown in the drawings, in embodiments, the optical layer PP may be omitted from the display device DD.

[0115] The base substrate BL may be disposed on the optical layer PP. The base substrate BL may provide a base surface on which the optical layer PP is disposed. The base substrate BL may be a glass substrate, a metal substrate, a plastic substrate, or the like. However, embodiments are not limited thereto and the base substrate BL may include an inorganic layer, an organic layer, or a composite material layer. Although not shown in the drawings, in embodiments, the base substrate BL may be omitted.

[0116] The display device DD according to an embodiment may further include a filling layer (not shown). The filling layer (not shown) may be provided between the display element layer DP-ED and the base substrate BL. The filling layer (not shown) may be an organic material layer. The filling layer (not shown) may include at least one of an acrylic resin, a silicone resin, and an epoxy resin.

[0117] 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 disposed between portions of the pixel defining layer PDL, and an encapsulation layer TFE disposed on the light-emitting elements ED-1, ED-2, and ED-3.

[0118] The base layer BS may provide a base surface on which the display element layer DP-ED is disposed. The base layer BS may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiment is not limited thereto, and the base layer BS may include an inorganic layer, an organic layer, or a composite material layer.

[0119] In an embodiment, the circuit layer DP-CL is disposed on the base layer BS and may include a plurality of transistors (not shown). The plurality of transistors (not shown) may each include a control electrode, an input electrode, and an output electrode. For example, 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.

[0120] The light emitting elements ED-1, ED-2 and ED-3 may each have a Figures 3 to 6 The structure of the light-emitting element ED of any one of the embodiments will be described later. The light-emitting elements ED-1, ED-2, and ED-3 may each include a first electrode EL1, a hole transport region HTR, emission layers EML-R, EML-G, and EML-B, an electron transport region ETR, and a second electrode EL2.

[0121] Figure 2 The embodiment is explained in which the emission layers EML-R, EML-G and EML-B of the light emitting elements ED-1, ED-2 and ED-3 are provided in the opening OH defined by the pixel defining film PDL, and the hole transport region HTR, the electron transport region ETR and the second electrode EL2 are each provided as a common layer of the light emitting elements ED-1, ED-2 and ED-3. However, the embodiment is not limited thereto. Although not described in Figure 2 , the hole transport region HTR and the electron transport region ETR may each be provided by patterning in the opening OH defined by the pixel defining layer PDL. For example, in an embodiment, the hole transport region HTR, the emission layers EML-R, EML-G, and EML-B, and the electron transport region ETR of the light-emitting elements ED-1, ED-2, and ED-3 may each be provided by patterning by an inkjet printing method.

[0122] 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 of a single layer or a plurality of layers. The encapsulation layer TFE may include at least one insulating layer. The encapsulation layer TFE according to an embodiment may include at least one inorganic film (hereinafter, encapsulation inorganic film). In an embodiment, the encapsulation layer TFE may include at least one organic film (hereinafter, encapsulation organic film) and at least one encapsulation inorganic film.

[0123] The encapsulating inorganic film protects the display element layer DP-ED from moisture and / or oxygen, and the encapsulating organic film protects the display element layer DP-ED from foreign matter (such as dust particles). The encapsulating inorganic film may include silicon nitride, silicon oxynitride, silicon oxide, titanium oxide, or aluminum oxide, but embodiments are not limited thereto. The encapsulating organic film may include an acrylic compound or an epoxy compound, etc. The encapsulating organic film may include a photopolymerizable organic material, but embodiments are not limited thereto.

[0124] The encapsulation layer TFE may be disposed on the second electrode EL2 and may be disposed to fill the opening OH.

[0125] refer to Figure 1 and Figure 2 , the display device DD may include a non-emission area NPXA and emission areas PXA-R, PXA-G, and PXA-B. The emission areas PXA-R, PXA-G, and PXA-B may each be a region that emits light generated by the light-emitting elements ED-1, ED-2, and ED-3, respectively. The emission areas PXA-R, PXA-G, and PXA-B may be spaced apart from each other in a plan view.

[0126] The light-emitting areas PXA-R, PXA-G, and PXA-B may be areas separated from each other by a pixel-defining film PDL. The non-light-emitting area NPXA may be an area between adjacent light-emitting areas PXA-R, PXA-G, and PXA-B, and may correspond to the pixel-defining film PDL. In an embodiment, the light-emitting areas PXA-R, PXA-G, and PXA-B may each correspond to a pixel. The pixel-defining film PDL may separate the light-emitting elements ED-1, ED-2, and ED-3. The emission layers EML-R, EML-G, and EML-B of the light-emitting elements ED-1, ED-2, and ED-3 may be disposed in an opening OH defined by the pixel-defining film PDL and separated from each other.

[0127] The light emitting regions 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 2In the display device DD according to the embodiment explained in , three light-emitting areas PXA-R, PXA-G, and PXA-B that respectively emit red, green, and blue light are explained as an example. For example, 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 different from each other.

[0128] In a display device DD according to an embodiment, light-emitting elements ED-1, ED-2, and ED-3 may emit light having different wavelength ranges. For example, in an embodiment, the display device DD may include a first light-emitting element ED-1 that emits red light, a second light-emitting element ED-2 that emits green light, and a third light-emitting element ED-3 that emits blue light. For example, the red light-emitting region PXA-R, the green light-emitting region PXA-G, and the 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.

[0129] However, the embodiment is not limited thereto, and the first to third light-emitting elements ED-1, ED-2, and ED-3 may emit light in the same wavelength range, or at least one light-emitting element may emit light in a wavelength range different from that of the remaining light-emitting elements. For example, the first to third light-emitting elements ED-1, ED-2, and ED-3 may each emit blue light.

[0130] The light emitting regions PXA-R, PXA-G, and PXA-B in the display device DD according to the embodiment may be arranged in a stripe configuration. Figure 1 The red light emitting area PXA-R, the green light emitting area PXA-G, and the blue light emitting area PXA-B may be arranged along the second direction axis DR2, respectively. In another embodiment, the red light emitting area PXA-R, the green light emitting area PXA-G, and the blue light emitting area PXA-B may be arranged in this repeated order along the first direction axis DR1.

[0131] Figure 1 and Figure 2 While the light-emitting regions PXA-R, PXA-G, and PXA-B are described as having the same area, embodiments are not limited thereto. In embodiments, the light-emitting regions PXA-R, PXA-G, and PXA-B may differ in size or shape depending on the wavelength range of the emitted light. The areas of the light-emitting regions PXA-R, PXA-G, and PXA-B may be the areas in a plane defined by the first and second direction axes DR1 and DR2. The third direction axis DR3 may be perpendicular to the plane defined by the first and second direction axes DR1 and DR2.

[0132] The arrangement of the light emitting areas PXA-R, PXA-G and PXA-B is not limited to Figure 1The arrangement of the red light emitting areas PXA-R, the green light emitting areas PXA-G and the blue light emitting areas PXA-B can be provided in various combinations according to the display quality characteristics required by the display device DD. For example, the light emitting areas PXA-R, PXA-G and PXA-B can be arranged in a honeycomb arrangement (e.g. ) or diamond configuration (such as Diamond ).

[0133] The areas of the emission regions PXA-R, PXA-G, and PXA-B may be different in size from one another. 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 embodiment is not limited thereto.

[0134] Below, Figures 3 to 7 Each is a schematic cross-sectional view of a light emitting element ED according to an embodiment. The embodiment provides a light emitting element ED, which 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, which may be stacked in sequence.

[0135] and Figure 3 compared to, Figure 4 Schematic cross-sectional view of a light emitting element ED according to an embodiment, 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 Schematic cross-sectional view of a light emitting element ED according to an embodiment, 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 Schematic cross-sectional view of a light emitting element ED according to an embodiment, 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 1 is a schematic cross-sectional view of a light emitting element ED according to an embodiment, which includes a capping layer CPL provided on the second electrode EL2.

[0136] The first electrode EL1 is conductive. 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, embodiments are not limited thereto. In 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 of Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, W, In, Sn, and Zn, or oxides thereof, compounds thereof, or mixtures thereof.

[0137] If the first electrode EL1 is a transmissive electrode, the first electrode EL1 may include a transparent metal oxide such as indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), 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 at least one of Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, and W, a compound thereof, or a mixture thereof (e.g., a mixture of Ag and Mg), or a multilayer structure material such as LiF / Ca (a stacked structure of LiF and Ca) or LiF / Al (a stacked structure of LiF and Al). In another embodiment, the first electrode EL1 may have a multilayer structure including a reflective film or a transflective film formed of the above materials, and a transparent conductive film formed of ITO, IZO, ZnO, ITZO, or the like. For example, the first electrode EL1 may have a three-layer structure of ITO / Ag / ITO, but the embodiment is not limited thereto. In an embodiment, the first electrode EL1 may include the above metal materials, a combination of at least two of the above metal materials, or an oxide of the above metal materials. The thickness of the first electrode EL1 may be about 1000 nm. to about For example, the thickness of the first electrode EL1 may be about to about within the range.

[0138] 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.

[0139] 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 1000 Å. to about within the range.

[0140] The hole transport region HTR may have a single-layer structure composed of a single layer (composed of a single material), a single-layer structure composed of a single layer including different materials, or a multi-layer structure including a plurality of layers including different materials.

[0141] In an embodiment, 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 including a hole injection material and a hole transport material. In an embodiment, the hole transport region HTR may have a single-layer structure formed of different materials, or may have 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 the order described in each of the above from the first electrode EL1, but the embodiment is not limited thereto. In an embodiment, the hole transport layer HTL may have a single-layer structure or a multi-layer structure.

[0142] The hole transport region HTR may be formed using various methods such as a vacuum deposition method, a spin coating method, a casting method, a Langmuir-Brockett (LB) method, an inkjet printing method, a laser printing method, and a laser induced thermal imaging (LITI) method.

[0143] The light-emitting element ED may include an amine compound according to an embodiment in the hole transport region HTR. In an embodiment, 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 each independently include an amine compound according to an embodiment. For example, in the light-emitting element ED, the hole transport layer HTL may include an amine compound according to an embodiment.

[0144] The amine compound according to the embodiment may be a monoamine compound that does not contain an additional amine substituent. The amine substituent may be a structure obtained by replacing one or two hydrogen atoms in NH3 with a hydrocarbon group, and may include an alkylamine group and an arylamine group.

[0145] According to the embodiment of the amine compound, the first substituent, the second substituent and the third substituent may be included. According to the embodiment of the amine compound, the terphenyl derivative group may be included as the first substituent and the second substituent for the amine compound. For example, according to the embodiment of the amine compound, the two terphenyl derivative groups of the nitrogen atom of the amine group may be included. According to the embodiment of the amine compound, the substituted or unsubstituted ortho-terphenyl derivative group may be included as the first substituent and as the second substituent for the amine compound. Or the first substituent and the second substituent may be included as the first substituent and the second substituent for the amine compound. In the embodiment of the amine compound, the first substituent and the second substituent may be the same or different from each other. According to the embodiment of the amine compound, the dibenzoheterocyclopentadiene derivative group may be included as the third substituent for the amine compound. According to the embodiment of the amine compound, the substituted or unsubstituted dibenzoheterocyclopentadiene group or the substituted or unsubstituted benzonaphthocyclopentadiene group may be included as the third substituent for the amine compound.

[0146] In the amine compound according to the embodiment, the substituted or unsubstituted ortho-terphenyl derivative group may be directly bonded to the nitrogen atom at the c1 position as illustrated in the following formula A, or may be bonded to the nitrogen atom via a connecting portion. For example, the first substituent and the second substituent may each be directly bonded to the nitrogen atom at the c1 position or may each be bonded to the nitrogen atom via a connecting portion. In the specification, the ortho-terphenyl derivative group (i.e., the portion bonded to the nitrogen atom of the amine compound) may be referred to as a 3,4-substituted phenyl group. In the ortho-terphenyl derivative group represented by formula A, Ar a and Ar b Each of Ar and Ar may independently be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 30 ring carbon atoms. a It may correspond to Ar which will be described later. 1 and Ar 3 Each of them, and Ar b It may correspond to Ar which will be described later. 2 and Ar 4 Each of them.

[0147] [Formula A]

[0148]

[0149] In the amine compound according to the embodiment, the third substituent may be a substituted or unsubstituted dibenzoheterocyclopentadienyl group including N, O or S as a ring-forming heteroatom, or a substituted or unsubstituted benzonaphthocyclopentadienyl group including N, O or S as a ring-forming heteroatom. In the amine compound according to the embodiment, the position at which the third substituent is bonded to the nitrogen atom of the amine compound is not particularly limited.

[0150] Since the amine compound according to the embodiment includes the first to third substituents, the charge balance can be controlled due to a steric effect, and thus, excellent charge transport properties can be exhibited. The amine compound according to the embodiment includes a dibenzoheterocyclopentadiene derivative group and an ortho-terphenyl derivative group, each of which is bonded to a nitrogen atom at a specific position, and thus can have excellent charge transport properties and material stability, thereby contributing to improving the high luminous efficiency and long life of the light-emitting element.

[0151] The light emitting element ED according to the embodiment may include the amine compound according to the embodiment, the amine compound including the first to third substituents as described above. The amine compound according to the embodiment may be represented by Formula 1:

[0152] [Formula 1]

[0153]

[0154] In formula 1, L 1 and L 2 and L are each independently a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 5 to 30 ring carbon atoms. 1 It may be a directly linked, substituted or unsubstituted arylene group having 6 to 20 ring carbon atoms or a substituted or unsubstituted divalent dibenzoheterocyclopentadienyl group.

[0155] In an embodiment, L 1 and L 2 Each of the groups may independently be a directly linked, substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group (or a substituted or unsubstituted divalent biphenylene group), a substituted or unsubstituted naphthylene group (or a substituted or unsubstituted divalent naphthyl group), a substituted or unsubstituted divalent phenanthryl group, a substituted or unsubstituted divalent triphenylene group, a substituted or unsubstituted divalent fluorenyl group, a substituted or unsubstituted divalent carbazolyl group, a substituted or unsubstituted divalent dibenzothienyl group, or a substituted or unsubstituted divalent dibenzofuranyl group. For example, L 1 and L 2 They may each independently be directly connected or represented by one of Formulae La to Lo. However, the embodiment is not limited thereto.

[0156]

[0157] In Formula 1, a and b may each independently be an integer selected from 0 to 3. In Formula 1, R 1 and R 2 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or may be bonded to an adjacent group to form a ring.

[0158] The case where a and b are each 0 can be compared to the case where a and b are each 3 and R 1 and R 2 The same applies if all three groups in each of the groups are hydrogen atoms. If a is at least 2, then two or more R 1 R may all be the same, or at least one thereof may be different from the rest. If b is at least 2, then two or more R 2 may all be the same, or at least one thereof may be different from the rest. 1 and R 2 In another embodiment, R 1 and R 2 At least one of may be a deuterium atom. However, the embodiment is not limited thereto.

[0159] In an embodiment, a plurality of adjacent R 1 The groups may be bonded to each other to form a ring, and multiple adjacent R 2 The groups may be bonded to each other to form a ring. 1 and R 2 When each is bonded to an adjacent group to form a ring, R 1 and R 2 Each may be bonded to an adjacent group to form a saturated hydrocarbon ring or an unsaturated hydrocarbon ring. 1 and R 2 Each may be bonded to a substituted benzene ring to form a condensed ring.

[0160] In formula 1, Ar 1 to Ar 4 and Ar may each independently be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 30 ring carbon atoms. 1 to Ar 4Each of the above groups may independently be an unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted pyrene group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothienyl group, or a substituted or unsubstituted dibenzofuranyl group.

[0161] In an embodiment, with Ar 1 and Ar 2 The combined phenyl group and Ar 3 and Ar 4 The phenyl groups to be combined may correspond to the first substituent and the second substituent as described above, respectively. 1 and Ar 2 The bonded phenyl group may correspond to a terphenyl derivative group as a first substituent and is 3 and Ar 4 The phenyl group to which the compound is attached may correspond to a terphenyl derivative group as a second substituent. 1 and Ar 2 The bound phenyl group may correspond to the second substituent and is 3 and Ar 4 The bonded phenyl group may correspond to a first substituent.

[0162] In formula 1, Ar 5 It may correspond to the dibenzoheterocyclopentadiene derivative group as the third substituent as described above. In Formula 1, Ar 5 It may be a group represented by one of Formulas 2-1 to 2-4. Formula 2-1 may correspond to a substituted or unsubstituted dibenzoheterocyclopentadienyl group directly bonded to the nitrogen atom in Formula 1. Formulas 2-2 to 2-4 may each correspond to a substituted or unsubstituted benzonaphthocyclopentadienyl group directly bonded to the nitrogen atom in Formula 1.

[0163] [Formula 2-1]

[0164]

[0165] [Formula 2-2]

[0166]

[0167] [Formula 2-3]

[0168]

[0169] [Formula 2-4]

[0170]

[0171] In formula 2-1 to formula 2-4, X1 To X 4 can be independently O, S or N(R 41 ). If in formula 1, Ar 5 For example, if X in Formula 2-1 is 1 If X in Formula 2-1 is O, the third substituent may be a substituted or unsubstituted dibenzofuranyl. 1 If X in Formula 2-1 is S, the third substituent may be a substituted or unsubstituted dibenzothiophene group. 1 N(R 41 ), the third substituent may be a substituted or unsubstituted carbazolyl group.

[0172] In formula 1, when Ar 5 When the group is represented by one of Formula 2-2 to Formula 2-4, the amine compound according to the embodiment may include a substituted or unsubstituted benzonaphthocyclopentadienyl group including O, S or N as a ring heteroatom as a third substituent. For example, when Ar 5 When Ar is a group represented by one of Formula 2-2 to Formula 2-4, 5 It may be a substituted or unsubstituted benzonaphthofuranyl group, a substituted or unsubstituted benzonaphthothienyl group, or a substituted or unsubstituted benzocarbazolyl group.

[0173] In formula 2-1 to formula 2-4, R 3 to R 10 may each independently be a hydrogen atom, a deuterium atom, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms; and R 11 to R 41 and R are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 30 ring carbon atoms. 3 to R 41 Each may independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group, but the embodiment is not limited thereto.

[0174] In formula 2-1, R 3 to R 10 and R 41 One of the may be a position connected to Formula 1; in Formula 2-2, R 11 to R 20 and R 41 One of the may be a position connected to Formula 1; in Formulas 2-3, R 21 to R30 and R 41 One of the may be a position connected to Formula 1; and in Formulas 2-4, R 31 to R 41 One of them may be a position connected to Formula 1.

[0175] For example, in Formula 2-1, R 3 to R 10 and R 41 One of the R s may be a position connected to the nitrogen atom in Formula 1. In Formula 2-1, the remaining R s not connected to the nitrogen atom in Formula 1 3 to R 10 and R 41 Each of the R atoms independently represents a hydrogen atom, a deuterium atom, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. 3 to R 10 and R 41 Each of them may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group. However, the embodiment is not limited thereto.

[0176] For example, in Formula 2-2, R 11 to R 20 and R 41 One of the R s may be a position connected to the nitrogen atom in Formula 1. In Formula 2-2, the remaining R s not connected to the nitrogen atom in Formula 1 11 to R 20 and R 41 Each of the R atoms may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 30 ring carbon atoms. 11 to R 20 and R 41 Each of them may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group. However, the embodiment is not limited thereto.

[0177] For example, in Formula 2-3, R 21 to R 30 and R 41 One of the R s may be a position connected to the nitrogen atom in Formula 1. In Formulas 2-3, the remaining R s not connected to the nitrogen atom in Formula 1 21 to R 30 and R 41Each of the R atoms may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 30 ring carbon atoms. 21 to R 31 and R 41 Each of them may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group. However, the embodiment is not limited thereto.

[0178] For example, in Formula 2-4, R 31 to R 41 One of the R s may be a position connected to the nitrogen atom in Formula 1. In Formulas 2-4, the remaining R s not connected to the nitrogen atom in Formula 1 31 to R 41 Each of the R atoms may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 30 ring carbon atoms. 31 to R 41 Each of them may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group. However, the embodiment is not limited thereto.

[0179] In an embodiment, in Formula 1, when Ar 5 When it is a group represented by formula 2-1, R 3 to R 10 Each independently may be a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms.

[0180] In an embodiment, in Formula 1, when Ar 5 When Ar is a group represented by formula 2-1, 1 to Ar 4 Each of Ar and Ar may be independently substituted or unsubstituted aryl groups having 6 to 30 ring carbon atoms. 5 When Ar is a group represented by formula 2-1, 1 to Ar 4 Each of the groups may be independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted pyrenyl group, or a substituted or unsubstituted triphenylene group. However, the present invention is not limited thereto.

[0181] In an embodiment, in Formula 1, at least one hydrogen atom of the amine compound may be substituted with a deuterium atom. In Formula 1, Ar 1 to Ar 5 and R 1 to R41 Each of L1 and L2 may be independently a deuterium atom or include a deuterium atom as a substituent. In an embodiment, in Formula 1, L1 and L2 may be independently a deuterium atom as a substituent. In an embodiment, in Formula 1, Ar 1 to Ar 5 Each independently may include a deuterium atom as a substituent.

[0182] In formula 1, Ar 1 to Ar 5 、R 1 to R 41 , L1, and L2 may not include a substituted or unsubstituted amine group. For example, the amine compound represented by Formula 1 may be a monoamine compound that does not include any additional amine group.

[0183] In the amine compound according to the embodiment, the 3,4-substituted phenyl group may be directly bonded to the nitrogen atom of the amine compound, or may be bonded to the nitrogen atom via a linking moiety.

[0184] In an embodiment, the amine compound represented by Formula 1 may be represented by Formula 3-1 or Formula 3-2. Formula 3-1 represents a case where two 3,4-substituted phenyl groups are each directly bonded to a nitrogen atom. Formula 3-2 represents a case where one of the two 3,4-substituted phenyl groups is directly bonded to a nitrogen atom, and the other 3,4-substituted phenyl group is bonded to a nitrogen atom via L as a linking portion. 21 Bonded to nitrogen atom.

[0185] [Formula 3-1]

[0186]

[0187] [Formula 3-2]

[0188]

[0189] In formula 3-2, L 21 It may be a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted divalent phenanthrenyl group, a substituted or unsubstituted divalent triphenylene group, a substituted or unsubstituted divalent fluorenyl group, a substituted or unsubstituted divalent carbazolyl group, a substituted or unsubstituted divalent dibenzothienyl group, or a substituted or unsubstituted divalent dibenzofuranyl group. For example, in an embodiment, L 21 It may be a group represented by one of the formulas La to Lo as described above. However, the embodiment is not limited thereto. In Formula 3-1 and Formula 3-2, Ar 1 to Ar 5 、R 1 、R 2 , a, and b may be the same as defined in Formula 1.

[0190] In an embodiment, the amine compound represented by Formula 1 may be represented by Formula 4. Formula 4 represents wherein Ar in Formula 1 is further defined. 1 to Ar 4 situation.

[0191] [Formula 4]

[0192]

[0193] In Formula 4, n1 to n4 may each independently be an integer selected from 0 to 5. In Formula 4, R a to R d Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 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, or may be bonded to an adjacent group to form a ring.

[0194] The case where n1 to n4 are each 0 can be compared with the case where n1 to n4 are each 5 and R a to R d The same is true for the case where all five groups in each of are hydrogen atoms. If n1 is at least 2, then two or more R a may all be the same, or at least one thereof may be different from the rest. If n2 is at least 2, then two or more R b may all be the same, or at least one thereof may be different from the rest. If n3 is at least 2, then two or more R c may all be the same, or at least one thereof may be different from the rest. If n4 is at least 2, then two or more R d may all be the same, or at least one thereof may be different from the rest. a to R d Each of the multiple groups in may all be hydrogen atoms. In another embodiment, R a to R d At least one of may be a deuterium atom. However, the embodiment is not limited thereto.

[0195] In an embodiment, R a 、R b 、R c and / or R d Can bond with adjacent groups to form a ring. For example, when R a When bonding with adjacent groups to form a ring, R a It can form a saturated hydrocarbon ring or an unsaturated hydrocarbon ring with the adjacent group. b When bonding with adjacent groups to form a ring, Rb It can form a saturated hydrocarbon ring or an unsaturated hydrocarbon ring with the adjacent group. c When bonding with adjacent groups to form a ring, R c It can form a saturated hydrocarbon ring or an unsaturated hydrocarbon ring with the adjacent group. d When bonding with adjacent groups to form a ring, R d It can form a saturated hydrocarbon ring or an unsaturated hydrocarbon ring with the adjacent group.

[0196] In formula 4, Ar 5 、R 1 、R 2 、L 1 、L 2 , a, and b may be the same as defined in Formula 1.

[0197] In an embodiment, the amine compound represented by Formula 1 may be any compound selected from Compound Group 1. In an embodiment, in the light emitting element ED, the hole transport region HTR may include at least one compound selected from Compound Group 1. In Compound Group 1, D represents a deuterium atom.

[0198] [Compound Group 1]

[0199]

[0200]

[0201]

[0202]

[0203]

[0204]

[0205]

[0206]

[0207]

[0208]

[0209]

[0210]

[0211] The amine compound represented by Formula 1 may include a dibenzoheterocyclopentadiene derivative group and two 3,4-substituted phenyl groups (ortho-terphenyl derivative groups), wherein the dibenzoheterocyclopentadiene derivative group may be directly bonded to the nitrogen atom of the amine compound, and the 3,4-substituted phenyl groups may each be bonded to the nitrogen atom at a specific position. Due to the introduction of the bonding position of this substituent and the substituent, the amine compound according to the embodiment may have excellent electrical stability and high charge transport. Therefore, the amine compound according to the embodiment may have an improved lifespan. The light-emitting element ED including the amine compound according to the embodiment may have improved luminous efficiency and lifespan.

[0212] In the light-emitting element ED according to the embodiment, the hole transport region HTR may further include a compound represented by Formula H-1. For example, the light-emitting element ED may include a compound represented by Formula H-1 in another layer of the hole transport region HTR that does not include the amine compound represented by Formula 1. However, the embodiment is not limited thereto.

[0213] [Formula H-1]

[0214]

[0215] In formula H-1, L1 and L2 may each independently 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. In formula H-1, a and b may each independently be an integer selected from 0 to 10. When a or b is 2 or greater, multiple L1 groups or multiple L2 groups may each 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.

[0216] In formula H-1, Ar1 and Ar2 may each independently 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. In formula H-1, Ar3 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.

[0217] In an embodiment, the compound represented by formula H-1 may be a monoamine compound. In another embodiment, the compound represented by formula H-1 may be a diamine compound in which at least one of Ar1 to Ar3 includes an amine group as a substituent. In an embodiment, the compound represented by formula H-1 may be a carbazole compound in which at least one of Ar1 and Ar2 includes a substituted or unsubstituted carbazole group, or may be a fluorene compound in which at least one of Ar1 and Ar2 includes a substituted or unsubstituted fluorene group.

[0218] The compound represented by Formula H-1 may be any compound selected from 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 Compound Group H:

[0219] [Compound Group H]

[0220]

[0221]

[0222] The hole transport region HTR may further include a phthalocyanine compound (such as copper phthalocyanine), N 1 ,N 1 '-([1,1'-biphenyl]-4,4'-diyl)bis(N 1 -phenyl-N 4 ,N 4 -dimethylphenyl-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-l-yl)-N,N'-diphenyl-benzidine (NPB), triphenylamine-containing polyetherketone (TPAPEK), 4-isopropyl-4'-methyldiphenyliodonium [tetrakis(pentafluorophenyl)borate], dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN), etc.

[0223] The hole transport region HTR may further include carbazole derivatives (such as N-phenylcarbazole and polyvinylcarbazole), fluorene derivatives, triphenylamine derivatives (such as N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (TPD), 4,4',4"-tris(carbazol-9-yl)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) or 1,3-bis(carbazol-9-yl)benzene (mCP)), etc.

[0224] In an embodiment, 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), 1,3-bis(1,8-dimethyl-9H-carbazole-9-yl)benzene (mDCP), and the like.

[0225] The hole transport region HTR may include the above-mentioned compound of the hole transport region HTR in at least one of the hole injection layer HIL, the hole transport layer HTL, the emission auxiliary layer EAL, and the electron blocking layer EBL.

[0226] The thickness of the hole transport region HTR may be about to about For example, the thickness of the hole transport region HTR may be about to about When the hole transport region HTR includes the hole injection layer HIL, the hole injection layer HIL may have a thickness of about 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 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 thicknesses 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 properties may be achieved without significantly increasing the driving voltage.

[0227] In addition to the above materials, the hole transport region HTR may further include a charge generating material to increase conductivity. The charge generating material may be uniformly or non-uniformly dispersed in the hole transport region HTR. The charge generating 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 group-containing compound, but embodiments are not limited thereto. For example, the p-dopant may include a metal halide (such as CuI or RbI), a quinone derivative (such as tetracyanoquinodimethane (TCNQ) or 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyanoquinodimethane (F4-TCNQ)), a metal oxide (such as tungsten oxide or molybdenum oxide), a cyano compound (such as dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN) 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 embodiment is not limited thereto.

[0228] As described above, 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 can compensate for the resonance distance according to the wavelength of light emitted from the emission layer EML and increase the luminous efficiency by adjusting the hole-electron balance in the emission layer EML. The emission auxiliary layer EAL can also prevent electrons from being injected into the hole transport region HTR. Materials that can be included in the hole transport region HTR can be included in the emission auxiliary layer EAL. The electron blocking layer EBL can prevent electrons from being injected from the electron transport region ETR into the hole transport region HTR.

[0229] According to an embodiment, an emission layer EML may be provided on the hole transport region HTR. The emission layer EML may have a thickness of about to about For example, the emission layer EML may have a thickness of about to about The emission layer EML may have a single-layer structure consisting of a single layer (composed of a single material), a single-layer structure consisting of a single layer including different materials, or a multi-layer structure including a plurality of layers including different materials.

[0230] In the light-emitting element ED, the emission layer EML may emit blue light. The light-emitting element ED may include the amine compound according to the embodiment in the hole transport region HTR and may exhibit high luminous efficiency and long life characteristics in the blue emission region. The light-emitting element ED may include the amine compound according to the embodiment in the hole transport region HTR, and the emission layer EML may emit blue fluorescence. However, the embodiment is not limited thereto.

[0231] In the light emitting element ED, the emission layer EML may include an anthracene derivative, a pyrene derivative, a fluoranthene derivative, a 1,2-triphenylene derivative, a dihydrobenzanthracene derivative, or a triphenylene derivative. For example, the emission layer EML may include an anthracene derivative or a pyrene derivative.

[0232] In such Figures 3 to 7 In each of the light emitting elements ED according to the 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.

[0233] [Formula E-1]

[0234]

[0235] In formula E-1, R 31 to R 40 Each of the R groups may independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 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, or may be bonded to an adjacent group to form a ring. For example, R 31 to R 40 It may bond with an adjacent group to form a saturated hydrocarbon ring, an unsaturated hydrocarbon ring, a saturated heterocyclic ring, or an unsaturated heterocyclic ring.

[0236] In Formula E-1, c and d may each independently be an integer selected from 0 to 5.

[0237] In an embodiment, the compound represented by Formula E-1 may be any compound selected from Compound E1 to Compound E19:

[0238]

[0239]

[0240] In an embodiment, 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 host material for a phosphorescent element.

[0241] [Formula E-2a]

[0242]

[0243] In formula E-2a, a may be an integer selected from 0 to 10; and La It can 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. If a is 2 or greater, multiple L a The groups may each independently be a 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.

[0244] In formula E-2a, A1 to A5 can each independently be N or C(R i ). In formula E-2a, R a to R i Each of the R-1 and R-2 groups may independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted amino group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 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, or may be bonded to an adjacent group to form a ring. For example, R a to R i It may combine with an adjacent group to form a hydrocarbon ring or a heterocyclic ring including N, O, S, etc. as a ring-constituting atom.

[0245] In Formula E-2a, two or three of A1 to A5 may each be N, and the remaining of A1 to A5 may each independently be C(R i ).

[0246] [Formula E-2b]

[0247]

[0248] In Formula E-2b, Cbz1 and Cbz2 may each independently be an unsubstituted carbazolyl group or a carbazolyl group substituted with an aryl 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. In Formula E-2b, b may be an integer selected from 0 to 10. If b is 2 or greater, multiple L b The groups may each independently be a 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.

[0249] In an embodiment, the compound represented by Formula E-2a or Formula E-2b may be any compound selected from Compound Group E-2. However, the compounds listed in Compound Group E-2 are merely examples, and the compounds represented by Formula E-2a or Formula E-2b are not limited to Compound Group E-2:

[0250] [Compound Group E-2]

[0251]

[0252]

[0253]

[0254] The emission layer EML may further include materials in the related art as a host material. For example, the emission layer EML may include 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(N-carbazol-1,1'-biphenyl (CBP), 1,3-bis(carbazol-9-yl)benzene (mCP), 2,8-bis(diphenylphosphino)dibenzo[b,d]furan (PPF), 4,4',4"-tris(carbazol-9-yl)triphenylamine (TCTA), and 1,3,5-tris(1-phenyl-1H-benzo[d]imidazole- At least one of tris(8-hydroxyquinoline)aluminum (Alq3), 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), octaphenylcyclotetrasiloxane (DPSiO4), etc. can be used as the host material.

[0255] In an embodiment, 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 host material for a phosphorescent element.

[0256] [Formula]

[0257]

[0258] In formula Ma, Y1 to Y4 and Z1 to Z4 may each independently be C(R1) or N; and R1 to R4 may each independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted amine group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, 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-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring. In formula Ma, m may be 0 or 1, and n may be 2 or 3. In formula Ma, if m is 0, n may be 3, and if m is 1, n may be 2.

[0259] In an embodiment, the compound represented by formula Ma may be any compound selected from compound M-a1 to compound M-a25. However, compound M-a1 to compound M-a25 are merely examples, and the compound represented by formula Ma is not limited to compound M-a1 to compound M-a25:

[0260]

[0261]

[0262] Compound M-a1 and Compound M-a2 may each serve as a red dopant material, and Compound M-a3 to Compound M-a5 may each serve as a green dopant material.

[0263] [Formula Mb]

[0264]

[0265] In formula Mb, Q1 to Q4 may each independently be C or N; and C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring group of 5 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic group of 2 to 30 ring carbon atoms. 21 To L 24 Can be directly connected, *-O-*, *—s—*, a substituted or unsubstituted divalent alkyl group of 1 to 20 carbon atoms, a 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; and e1 to e4 may each independently be 0 or 1.

[0266] In formula Mb, R 31 to R 39Each of R 1 and R 2 may be independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkyl group of 1 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, or may be bonded to an adjacent group to form a ring; and d1 to d4 may be independently an integer selected from 0 to 4. If d1 is greater than or equal to 2, then multiple R 31 The groups may be identical to one another or at least one of them may be different from the rest. If d2 is greater than or equal to 2, then the plurality of R 32 The groups may be identical to one another or at least one of them may be different from the rest. If d3 is greater than or equal to 2, then the plurality of R 33 The groups may be identical to one another or at least one of them may be different from the rest. If d4 is greater than or equal to 2, then the plurality of R 34 may be identical to one another or at least one of them may be different from the rest.

[0267] The compound represented by Formula Mb may be used as a blue phosphorescent dopant or as a green phosphorescent dopant. In an embodiment, the compound represented by Formula Mb may be further included in the emission layer EML as an auxiliary dopant.

[0268] In an embodiment, the compound represented by Formula Mb may be any compound selected from Compound Mb-1 to Compound Mb-11. However, Compound Mb-1 to Compound Mb-11 are merely examples, and the compound represented by Formula Mb is not limited to Compound Mb-1 to Compound Mb-11:

[0269]

[0270] In compounds Mb-1 to Mb-11, R, R 38 and R 39 Each of them can independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amino group, 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.

[0271] In an embodiment, the emission layer EML may include a compound represented by one of Formulas Fa to Fc. The compound represented by one of Formulas Fa to Fc may be used as a fluorescent dopant material.

[0272] [Formula]

[0273]

[0274] In formula Fa, R a to Rj Two of them may be substituted independently by a group represented by *—NAr1Ar2. a to R j The remaining parts not substituted by the group represented by *—NAr1Ar2 may each independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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.

[0275] In the group represented by *—NAr1Ar2, Ar1 and Ar2 may each independently 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. For example, at least one of Ar1 and Ar2 may each independently be a heteroaryl group containing O or S as a ring atom.

[0276] [Formula Fb]

[0277]

[0278] In formula Fb, R a and R b Each of the groups may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or may be bonded to an adjacent group to form a ring. In formula Fb, Ar1 to Ar4 may each independently be a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms. For example, at least one of Ar1 to Ar4 may each independently be a heteroaryl group containing O or S as a ring atom.

[0279] In formula Fb, U and V may each independently be 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.

[0280] In Formula Fb, the number of rings represented by U and V may be each independently 0 or 1. When the number of U or V is 1, the condensed ring may be present in the portion indicated by U or V, respectively, and when the number of U or V is 0, the condensed ring may not be present in the portion indicated by U or V, respectively. When the number of U is 0 and the number of V is 1, or when the number of U is 1 and the number of V is 0, the condensed ring having a fluorene core of Formula Fb may be a cyclic compound having four rings. When the number of U and V is each 0, the condensed ring having a fluorene core of Formula Fb may be a cyclic compound having three rings. When the number of U and V is each 1, the condensed ring having a fluorene core of Formula Fb may be a cyclic compound having five rings.

[0281] [Formula Fc]

[0282]

[0283] In formula Fc, A1 and A2 can each independently be O, S, Se or N(R m ); and R m It may be a hydrogen atom, a deuterium atom, 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. 11 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amino group, a substituted or unsubstituted boron group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thiol group, 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, or may be bonded to an adjacent group to form a ring.

[0284] In Formula Fc, A1 and A2 may each independently bond to a substituent of an adjacent ring to form a fused ring. For example, when A1 and A2 are each independently N(R m ), A1 may be bonded to R4 or R5 to form a condensed ring, and / or A2 may be bonded to R7 or R8 to form a condensed ring.

[0285] In an embodiment, the emission layer EML may further include styryl derivatives (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 or its derivatives (e.g., 2,5,8,11-tetra-tert-butylperylene (TBP)), pyrene or its derivatives (e.g., 1,1'-dipyrene, 1,4-dipyrenylbenzene, 1,4-bis(N,N-diphenylamino)pyrene), etc. as dopant materials in the related art.

[0286] The emission layer EML may further include a phosphorescent dopant material from the related art. For example, a metal complex containing iridium (Ir), platinum (Pt), osmium (Os), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), or thulium (Tm) may be used as a phosphorescent dopant. For example, bis(4,6-difluorophenylpyridyl-N,C2') picolinyl iridium (III) (FIrpic), bis(2,4-difluorophenylpyridyl)-tetrakis(1-pyrazolyl) borate iridium (III) (FIr6), or octaethylporphyrin platinum (PtOEP) may be used as a phosphorescent dopant. However, embodiments are not limited thereto.

[0287] In embodiments, 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 embodiments, the emission layer EML may include a thermally activated delayed fluorescence dopant of the related art.

[0288] In an embodiment, the emission layer EML may include a host material, a thermally activated delayed fluorescence dopant, a phosphorescence sensitizer, and the like.

[0289] In an embodiment, the emission layer EML may include a quantum dot material. The quantum dot may include a Group II-VI compound, a Group III-VI compound, a Group I-III-VI compound, a Group III-V compound, a Group III-II-V compound, a Group IV-VI compound, a Group IV element, a Group IV compound, or a combination thereof.

[0290] Examples of Group II-VI compounds may include binary compounds such as CdSe, CdTe, CdS, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, and mixtures thereof; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnS e, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS and mixtures thereof; quaternary compounds, such as HgZnTeS, CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and mixtures thereof; and any combination thereof.

[0291] Examples of Group III-VI compounds may include: binary compounds such as In 2 S 3 or In 2 Se 3 ; ternary compounds such as InGaS 3 or InGaSe 3 ; and any combination thereof.

[0292] Examples of Group I-III-VI compounds may include: ternary compounds such as AgInS, AgInS2, CuInS, CuInS2, AgGaS2, CuGaS2, CuGaO2, AgGaO2, AgAlO2 and mixtures thereof; quaternary compounds such as AgInGaS, AgInGaS2, AgInGaSe, AgInGaSe2, CuInGaS or CuInGaS2; and any combination thereof.

[0293] Examples of Group III-V compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and mixtures thereof; ternary compounds such as GaNPs, GaNAs, GaNSb, GaPAs, GaPSb, AlNPs, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNPs, InNAs, InNSb, InPAs, InPSb, and mixtures thereof; quaternary compounds such as GaAlNPs, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNPs, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNPs, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and mixtures thereof; and any combination thereof. In embodiments, the Group III-V compound may further include a Group II element. Examples of Group III-II-V compounds may include InZnP, etc.

[0294] Examples of Group IV-VI compounds may include binary compounds such as SnS, SnSe, SnTe, PbS, PbSe, PbTe, and mixtures thereof; ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, and mixtures thereof; and quaternary compounds such as SnPbSSe, SnPbSeTe, SnPbSTe, and mixtures thereof. Examples of Group IV elements may include Si, Ge, and mixtures thereof; and any combination thereof. Examples of Group IV compounds may include binary compounds such as SiC, SiGe, and mixtures thereof.

[0295] Each element included in a compound such as a binary compound, a ternary compound, or a quaternary compound may be present in the particle in a uniform concentration distribution or a non-uniform concentration distribution. For example, a formula may indicate the elements included in the compound, but the element ratio of the compound may vary. For example, AgInGaS2 may indicate AgInGaS2. x Ga 1-x S2 (where 0 <x<1)。

[0296] In embodiments, a quantum dot may have a single structure in which the concentration of each element included in the quantum dot is uniform. In embodiments, a quantum dot may have a core-shell structure in which quantum dot material surrounds another quantum dot. For example, the material included in the core may be different from the material included in the shell.

[0297] The shell of a quantum dot can serve as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties, and / or can serve as a charging layer to impart electrophoretic properties to the quantum dot. The shell can have a single-layer structure or a multilayer structure. The interface between the core and the shell can have a concentration gradient, wherein the concentration of the element present in the shell decreases toward the center of the core.

[0298] In an embodiment, the quantum dot may have the core-shell structure described above, which includes a core containing nanocrystals and a shell surrounding the core. Examples of the shell of the quantum dot may include metal oxides, non-metal oxides, semiconductor compounds, or combinations thereof.

[0299] Examples of metal oxides or non-metal oxides may include binary compounds such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, or NiO; or ternary compounds such as MgAl2O4, CoFe2O4, NiFe2O4, or CoMn2O4, but embodiments are not limited thereto.

[0300] Examples of semiconductor compounds may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, etc., but embodiments are not limited thereto.

[0301] The quantum dots may have an emission spectrum having a full width at half maximum (FWHM) of about 45 nm or less. For example, the quantum dots may have an emission spectrum having a FWHM of about 40 nm or less. For example, the quantum dots may have an emission spectrum having a FWHM of about 30 nm or less. Within any of the above ranges, color purity or color reproducibility may be improved. Light emitted by the quantum dots may be emitted in all directions, thereby improving a wide viewing angle.

[0302] The form of quantum dots is not particularly limited and may be any form used in the relevant field. For example, quantum dots may have a spherical shape, a pyramidal shape, a multi-arm shape, or a cubic shape, or the quantum dots may be in the form of nanoparticles, nanotubes, nanowires, nanofibers, nanoplates, etc.

[0303] When the size of the quantum dots is adjusted or the ratio of elements in the quantum dot compound is adjusted, the energy band gap can be changed accordingly, so that light of various wavelength ranges can be emitted by the quantum dot emission layer. Therefore, by utilizing quantum dots as described above (for example, using quantum dots of different sizes or quantum dots with different ratios of elements in the quantum dot compound), a light-emitting element that emits light of various wavelength ranges can be implemented. For example, the size of the quantum dots or the ratio of elements in the quantum dot compound can be adjusted to emit red light, green light, and / or blue light. For example, quantum dots can be configured to emit white light by combining light of various colors.

[0304] In such Figures 3 to 7 In each of the light emitting elements ED according to the embodiment shown 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 embodiment is not limited thereto.

[0305] The electron transport region ETR may have a single-layer structure consisting of a single layer (composed of a single material), a single-layer structure consisting of a single layer including different materials, or a multi-layer structure including a plurality of layers including different materials.

[0306] In an embodiment, 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 including an electron injection material and an electron transport material. In an embodiment, the electron transport region ETR may have a single-layer structure formed of different materials, or may have a structure in which the electron transport layer ETL / electron injection layer EIL or the hole blocking layer HBL / electron transport layer ETL / electron injection layer EIL are stacked in the order of their respective descriptions starting from the emission layer EML, but the embodiment is not limited thereto. The electron transport region ETR may have a thickness of about 100 nm. to about The thickness is within the range of .

[0307] The electron transport region ETR may be formed using various methods such as vacuum deposition, spin coating, casting, Langmuir-Brockett (LB), inkjet printing, laser printing, and laser induced thermal imaging (LITI).

[0308] In the light emitting element ED according to the embodiment, the electron transport region ETR may include a compound represented by Formula ET-2:

[0309] [Formula ET-2]

[0310]

[0311] In Formula ET-2, at least one of X1 to X3 may each be N, and the rest of X1 to X3 may each independently be C(Ra ). In formula ET-2, R a It may be a hydrogen atom, a deuterium atom, 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. In Formula ET-2, Ar1 to Ar3 may each independently be a hydrogen atom, a deuterium atom, 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.

[0312] In Formula ET-2, a to c may each independently be an integer selected from 0 to 10. In Formula ET-2, L1 to L3 may each independently 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. When a to c are each 2 or greater, multiple groups of each of L1 to L3 may each 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.

[0313] The electron transport region ETR may include an anthracene compound. However, the embodiment is not limited thereto, and the electron transport region ETR may include, for example, tris(8-hydroxyquinoline)aluminum (Alq3), 1,3,5-tris[(3-pyridyl)-3-phenyl]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-dinaphthylanthracene, 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-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ), 4-(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole ( t Bu-PBD), bis(2-methyl-8-hydroxyquinolinolato-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq), bis(benzoquinolinolato-10-hydroxy)beryllium (Bebq2), 9,10-di(naphthalene-2-yl)anthracene (ADN), 1,3-bis[3,5-di(pyridin-3-yl)phenyl]benzene (BmPyPhB), or a mixture thereof.

[0314] In an embodiment, the electron transport region ETR may include at least one compound selected from compound ET1 to compound ET36:

[0315]

[0316]

[0317]

[0318]

[0319] In an embodiment, the electron transport region ETR may include: a metal halide such as LiF, NaCl, CsF, RbCl, RbI, CuI, and KI; a lanthanide such as Yb; or a co-deposited material of a metal halide and a lanthanide. For example, the electron transport region ETR may include KI:Yb, RbI:Yb, LiF:Yb, etc. as a co-deposited material. The electron transport region ETR may include a metal oxide (such as Li2O or BaO) or 8-hydroxy-quinoline lithium (Liq), etc., but the embodiment is not limited thereto. The electron transport region ETR may also be formed by a mixture 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 equal to or greater than about 4 eV. For example, the insulating organic metal salt may include a metal acetate, a metal benzoate, a metal acetoacetate, a metal acetylacetonate, or a metal stearate.

[0320] 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 embodiment is not limited thereto.

[0321] The electron transport region ETR may include the above-mentioned compound 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.

[0322] When the electron transport region ETR includes the electron transport layer ETL, the electron transport layer ETL may have a thickness of about to about For example, the electron transport layer ETL may have a thickness of 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, the electron injection layer EIL may have a thickness of 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.

[0323] 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 embodiments are not limited thereto. For example, when the first electrode EL1 is an anode, the second electrode EL2 may be a cathode, and when the first electrode EL1 is a cathode, the second electrode EL2 may be an anode.

[0324] 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 (e.g., indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium tin zinc oxide (ITZO), etc.).

[0325] When the second electrode EL2 is a transflective electrode or a reflective electrode, the second electrode EL2 may include at least one of Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, Yb, and W, a compound thereof, or a mixture thereof (e.g., AgMg, AgYb, or MgYb), or a multilayer structure material such as LiF / Ca or LiF / Al. In an embodiment, the second electrode EL2 may have a multilayer structure including a reflective film or a transflective film formed of the above materials, and a transparent conductive film formed of ITO, IZO, ZnO, ITZO, or the like. For example, the second electrode EL2 may include the above metal materials, a combination of at least two of the above metal materials, or an oxide of the above metal materials.

[0326] Although not shown in the drawings, the second electrode EL2 may be electrically connected to the auxiliary electrode. If the second electrode EL2 is electrically connected to the auxiliary electrode, the resistance of the second electrode EL2 may be reduced.

[0327] In an embodiment, the light emitting element ED may further include a capping layer CPL disposed on the second electrode EL2. The capping layer CPL may have a multi-layer structure or a single-layer structure.

[0328] In an embodiment, the capping layer CPL may include an organic layer or an inorganic layer. For example, when the capping layer CPL includes an inorganic material, the inorganic material may include an alkali metal compound (eg, LiF), an alkaline earth metal compound (eg, MgF2), SiON, SiN x 、SiO ywait.

[0329] For example, when the capping layer CPL includes an organic material, the organic material may include 2,2′-dimethyl-N,N′-di[(1-naphthyl)-N,N′-diphenyl]-1,1′-biphenyl-4,4′-diamine (α-NPD), NPB, TPD, m-MTDATA, Alq3, CuPc, N4,N4,N4′,N4′-tetrakis(biphenyl-4-yl)biphenyl-4,4′-diamine (TPD15), 4,4′,4″-tris(carbazol-9-yl)triphenylamine (TCTA), etc., or may include epoxy resin or acrylate (such as methacrylate). However, embodiments are not limited thereto, and the capping layer CPL may include at least one of compounds P1 to P5:

[0330]

[0331] The capping layer CPL may have a refractive index of about 1.6 or greater. For example, the capping layer CPL may have a refractive index of about 1.6 or greater with respect to light within a wavelength range of about 550 nm to about 660 nm.

[0332] Figures 8 to 11 Each is a schematic cross-sectional view of a display device according to an embodiment. Figures 8 to 11 In the description of the display device according to the embodiment shown in FIG, the previously described Figures 1 to 7 The features described are different.

[0333] refer to Figure 8 , the display device DD-a according to the embodiment may include: a display panel DP including a display element layer DP-ED, a light control layer CCL and a color filter layer CFL provided on the display panel DP. Figure 8 In the embodiment shown in FIG, 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.

[0334] The light emitting element ED may include a first electrode EL1, a hole transport region HTR disposed on the first electrode EL1, an emission layer EML disposed on the hole transport region HTR, an electron transport region ETR disposed on the emission layer EML, and a second electrode EL2 disposed on the electron transport region ETR. Figure 8 The structure of the light emitting element ED shown in FIG. Figures 3 to 7 The structure of one of the light-emitting elements ED is the same.

[0335] Figure 8The light-emitting element ED shown in FIG may include the amine compound according to the embodiment in the hole transport region HTR. Therefore, the light-emitting element ED may exhibit high luminous efficiency and long life characteristics. The light-emitting element ED according to the embodiment may exhibit high luminous efficiency and improved life characteristics in the blue emission region. The light-emitting element ED according to the embodiment includes the amine compound according to the embodiment in the hole transport region HTR, thereby exhibiting high luminous efficiency and long life characteristics, and thus the display device DD-a may exhibit excellent display quality.

[0336] refer to Figure 8 , the emission layer EML may be disposed in the opening OH defined by the pixel-defining film PDL. For example, the emission layer EML, separated by the pixel-defining film PDL and correspondingly provided to each of the emission regions PXA-R, PXA-G, and PXA-B, may emit light within the same wavelength range. In the display device DD-a, the emission layer EML may emit blue light. Although not shown in the drawings, in embodiments, the emission layer EML may be provided as a common layer throughout the emission regions PXA-R, PXA-G, and PXA-B.

[0337] The light control layer CCL may be provided on the display panel DP. Although the light control layer CCL is shown as being provided on the display element layer DP-ED, embodiments are not limited thereto, and the light control layer CCL may be provided 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 or a phosphor. The light converter may convert the wavelength of the provided light and transmit the resulting light. For example, the light control layer CCL may be a layer including quantum dots or a layer including a phosphor.

[0338] The light-control layer CCL may include light-control parts CCP1, CCP2, and CCP3. The light-control parts CCP1, CCP2, and CCP3 may be spaced apart from each other.

[0339] refer to Figure 8 , the partition pattern BMP may be disposed between the light-controlling parts CCP1, CCP2, and CCP3 that are spaced apart from each other, but the embodiment is not limited thereto. Figure 8 , it is shown that the partition pattern BMP does not overlap with the light-controlling parts CCP1 , CCP2 , and CCP3 , but edges of the light-controlling parts CCP1 , CCP2 , and CCP3 may overlap with at least a portion of the partition pattern BMP.

[0340] The light control layer CCL may include: a first light control part CCP1, which contains first quantum dots QD1 that convert the first color light provided from the light emitting element ED into the second color light; a second light control part CCP2, which contains second quantum dots QD2 that convert the first color light into the third color light; and a third light control part CCP3 that transmits the first color light.

[0341] In an embodiment, the first light-control part CCP1 may provide red light as the second color light, and the second light-control part CCP2 may provide green light as the third color light. The third light-control part CCP3 may provide blue light by transmitting blue light as the first color light provided from the light-emitting element ED. For example, the first quantum dot QD1 may be a red quantum dot, and the second quantum dot QD2 may be a green quantum dot. Quantum dots QD1 and QD2 may each be a quantum dot as described above.

[0342] The light-control layer CCL may further include a scatterer SP. The first light-control part CCP1 may include first quantum dots QD1 and a scatterer SP, the second light-control part CCP2 may include second quantum dots QD2 and a scatterer SP, and the third light-control part CCP3 may not include any quantum dots but may include a scatterer SP.

[0343] The scatterers SP may be inorganic particles. For example, the scatterers SP may include at least one of TiO2, ZnO, Al2O3, SiO2, and hollow silica. The scatterers SP may include one of TiO2, ZnO, Al2O3, SiO2, and hollow silica, or may be a mixture of at least two materials selected from the group consisting of TiO2, ZnO, Al2O3, SiO2, and hollow silica.

[0344] The first light-control part CCP1, the second light-control part CCP2, and the third light-control part CCP3 may include base resins BR1, BR2, and BR3, respectively, in which quantum dots QD1 and QD2 and scatterers SP are dispersed. In an embodiment, the first light-control part CCP1 may include the first quantum dots QD1 and the scatterers SP dispersed in the first base resin BR1, the second light-control part CCP2 may include the second quantum dots QD2 and the scatterers SP dispersed in the second base resin BR2, and the third light-control part CCP3 may include the scatterers SP dispersed in the third base resin BR3.

[0345] 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 include various resin compositions that may be referred to as binders. For example, the base resins BR1, BR2, and BR3 may be acrylic resins, urethane resins, silicone resins, epoxy resins, and the like. The base resins BR1, BR2, and BR3 may each be a transparent resin. In embodiments, the first base resin BR1, the second base resin BR2, and the third base resin BR3 may be the same as or different from one another.

[0346] The light control layer CCL may include an isolation layer BFL1. The isolation layer BFL1 may prevent the penetration of moisture and / or oxygen (hereinafter, referred to as "moisture / oxygen"). The isolation layer BFL1 may block the light control parts CCP1, CCP2, and CCP3 from being exposed to moisture / oxygen. The isolation layer BFL1 may cover the light control parts CCP1, CCP2, and CCP3. In an embodiment, the isolation layer BFL2 may be provided between the light control parts CCP1, CCP2, and CCP3 and the optical filters CF1, CF2, and CF3.

[0347] Isolation layer BFL1 and isolation layer BFL2 may each independently include at least one inorganic layer. For example, isolation layer BFL1 and isolation layer BFL2 may each independently include an inorganic material. For example, isolation layer BFL1 and isolation layer BFL2 may each independently include silicon nitride, aluminum nitride, zirconium nitride, titanium nitride, hafnium nitride, tantalum nitride, silicon oxide, aluminum oxide, titanium oxide, tin oxide, cerium oxide, silicon oxynitride, or a metal film that ensures light transmittance. Isolation layer BFL1 and isolation layer BFL2 may each independently further include an organic film. Isolation layer BFL1 and isolation layer BFL2 may be a single layer or multiple layers.

[0348] In the display device DD-a, the color filter layer CFL may be disposed on the light control layer CCL. In an embodiment, the color filter layer CFL may be directly disposed on the light control layer CCL. For example, the isolation layer BFL2 may be omitted.

[0349] The color filter layer CFL may include filters CF1, CF2, and CF3. The color filter layer CFL may include a first filter CF1 that transmits the second color light, a second filter CF2 that transmits the third color light, and a third filter CF3 that transmits the first color light. For example, the first filter CF1 may be a red filter, the second filter CF2 may be a green filter, and the third filter CF3 may be a blue filter. The filters CF1, CF2, and CF3 may each include a polymerized photosensitive resin and / or a pigment or dye. The first filter CF1 may include a red pigment or dye, the second filter CF2 may include a green pigment or dye, and the third filter CF3 may include a blue pigment or dye.

[0350] However, the embodiment is not limited thereto, and the third filter CF3 may not include a pigment or dye. The third filter CF3 may include a polymerized photosensitive resin and may not include a pigment or dye. The third filter CF3 may be transparent. The third filter CF3 may be formed of a transparent photosensitive resin.

[0351] In an embodiment, the first filter CF1 and the second filter CF2 may each be a yellow filter. The first filter CF1 and the second filter CF2 may not be provided as separate filters but may be provided as an integral filter.

[0352] Although not shown in the drawings, in embodiments, the color filter layer CFL may further include a light-shielding portion (not shown). The light-shielding portion (not shown) may be a black matrix. The light-shielding portion (not shown) may include an organic light-shielding material or an inorganic light-shielding material, each of which includes a black pigment or dye. The light-shielding portion (not shown) may prevent light leakage and may separate adjacent color filters CF1, CF2, and CF3. In embodiments, the light-shielding member (not shown) may be formed of a blue filter.

[0353] The first filter CF1, the second filter CF2, and the third filter CF3 may be disposed to correspond to the red light emitting area PXA-R, the green light emitting area PXA-G, and the blue light emitting area PXA-B, respectively.

[0354] A base substrate BL may be disposed on the color filter layer CFL. The base substrate BL may provide a base surface on which the color filter layer CFL and the light control layer CCL are disposed. The base substrate BL may be a glass substrate, a metal substrate, a plastic substrate, or the like. However, embodiments are not limited thereto and the base substrate BL may include an inorganic layer, an organic layer, or a composite material layer. Although not shown in the drawings, in embodiments, the base substrate BL may be omitted.

[0355] Figure 9 2 is a schematic cross-sectional view of a portion of a display device according to an embodiment. In the display devices DD-TD according to the embodiment, the light emitting elements ED-BT may include light emitting structures OL-B1, OL-B2, and OL-B3.

[0356] The light emitting element ED-BT may include a first electrode EL1 and a second electrode EL2 facing each other, and light emitting structures OL-B1, OL-B2, and OL-B3 stacked in a thickness direction between the first electrode EL1 and the second electrode EL2. The light emitting structures OL-B1, OL-B2, and OL-B3 may each include a hole transport region HTR ( Figure 8 ), Emission layer EML ( Figure 8 ) and electron transport region ETR( Figure 8 For example, the light emitting elements ED-BT included in the display devices DD-TD may be light emitting elements having a tandem structure including a plurality of emission layers EML.

[0357] exist Figure 9In the embodiment illustrated in FIG, the light emitted from the light emitting structures OL-B1, OL-B2, and OL-B3 may each be blue light. However, the embodiment is not limited thereto, and the light emitted from each of the light emitting structures OL-B1, OL-B2, and OL-B3 may have a different wavelength range from each other. For example, the light emitting element ED-BT including the light emitting structures OL-B1, OL-B2, and OL-B3 emitting light having different wavelength ranges may emit white light.

[0358] The charge generation layers CGL1 and CGL2 may each be disposed between two adjacent light emitting structures OL-B1, OL-B2, and OL-B3 and may each independently include a p-type charge generation layer and / or an n-type charge generation layer.

[0359] exist Figure 9 In the embodiment illustrated in FIG, at least one of the light-emitting structures OL-B1, OL-B2, and OL-B3 may include the amine compound according to the embodiment. Therefore, at least one of the light-emitting structures OL-B1, OL-B2, and OL-B3 may exhibit high luminous efficiency and long life characteristics, and the light-emitting element ED-BT may exhibit high luminous efficiency and long life characteristics.

[0360] Figure 10 is a schematic cross-sectional view of a display device DD-b according to an embodiment. Figure 11 is a schematic cross-sectional view of a display device DD-c according to an embodiment.

[0361] refer to Figure 10 , the display device DD-b according to the embodiment may include light-emitting elements ED-1, ED-2, and ED-3 in which two emission layers are stacked. At least one of the light-emitting elements ED-1, ED-2, and ED-3 may include the amine compound according to the embodiment. Therefore, the light-emitting elements ED-1, ED-2, and ED-3 may exhibit high luminous efficiency and long life characteristics. In the embodiment, the light-emitting element ED-3 including the amine compound according to the embodiment may exhibit high luminous efficiency and improved life characteristics in the blue emission region.

[0362] and Figure 2 Compared with the display device DD shown in Figure 10 The display device DD-b of the embodiment illustrated in FIG differs at least in that each of the first to third light-emitting elements ED-1, ED-2, and ED-3 includes 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 the same wavelength range.

[0363] 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. 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 portion OG may be disposed 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.

[0364] The emission auxiliary part OG may have a single-layer structure or a multi-layer structure. The emission auxiliary part OG may include a charge generation layer. For example, the emission auxiliary part OG may include an electron transport region (not shown), a charge generation layer (not shown) and a hole transport region (not shown) stacked in the following order. The emission auxiliary part OG may be provided as a common layer for each of the first to third light-emitting elements ED-1, ED-2 and ED-3. However, the embodiment is not limited thereto, and the emission auxiliary part OG may be provided by patterning in the opening OH defined by the pixel defining film PDL.

[0365] The first red emission layer EML-R1, the first green emission layer EML-G1, and the first blue emission layer EML-B1 may each be disposed between the electron transport region ETR and the emission auxiliary portion OG. The second red emission layer EML-R2, the second green emission layer EML-G2, and the second blue emission layer EML-B2 may each be disposed between the emission auxiliary portion OG and the hole transport region HTR.

[0366] For example, 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 portion OG, a first red emission layer EML-R1, an electron transport region ETR, and a second electrode EL2 stacked in the following order. 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 portion OG, a first green emission layer EML-G1, an electron transport region ETR, and a second electrode EL2 stacked in the following order. 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 portion OG, a first blue emission layer EML-B1, an electron transport region ETR, and a second electrode EL2 stacked in the following order.

[0367] The light emitting elements ED-1, ED-2, and ED-3 may each include the amine compound according to the embodiment in the hole transport region HTR to exhibit high luminous efficiency and long lifespan characteristics, and thus the display device DD-b may exhibit excellent display quality.

[0368] An optical auxiliary layer PL may be provided on the display element layer DP-ED. The optical auxiliary layer PL may include a polarizing layer. The optical auxiliary layer PL may be provided on the display panel DP and may control light reflected from the display panel DP by light from the outside. Although not shown in the drawings, in embodiments, the optical auxiliary layer PL may be omitted from the display device DD-b.

[0369] and Figure 9 and Figure 10 compared to, Figure 11 A display device DD-c is shown, which differs at least in that it includes four light-emitting structures OL-B1, OL-B2, OL-B3, and OL-C1. The light-emitting element ED-CT may include a first electrode EL1 and a second electrode EL2 facing each other, and first to fourth light-emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 stacked in the thickness direction between the first electrode EL1 and the second electrode EL2.

[0370] At least one of the first to fourth light-emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 may each independently include the amine compound according to the embodiment. Therefore, the light-emitting element ED-CT may exhibit high luminous efficiency and long life, and the display device DD-c according to the embodiment may exhibit excellent display quality.

[0371] The light-emitting structures OL-C1, OL-B1, OL-B2, and OL-B3 are stacked in sequence, and a charge generation layer CGL1 is disposed between the light-emitting structures OL-B1 and OL-C1, a charge generation layer CGL2 is disposed between the light-emitting structures OL-B1 and OL-B2, and a charge generation layer CGL3 is disposed between the light-emitting structures OL-B2 and OL-B3. The charge generation layers CGL1, CGL2, and CGL3 may each independently include a p-type charge generation layer and / or an n-type charge generation layer.

[0372] Among the four light emitting structures, the first to third light emitting structures OL-B1, OL-B2, and OL-B3 may each emit blue light, and the fourth light emitting structure OL-C1 may emit green light. However, the embodiment is not limited thereto, and the first to fourth light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 may emit light in different wavelength ranges.

[0373] In an embodiment, an 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 may be a device activated by an electrical signal. The electronic device may include a display device according to various embodiments. Examples of the electronic device may include large, medium, and small devices, such as televisions, monitors, billboards, personal computers, laptop computers, personal digital assistants, display devices for vehicles, game consoles, portable electronic devices, or cameras.

[0374] Figure 12 1 is a schematic perspective view of a vehicle AM including first to fourth display devices DD-1, DD-2, DD-3 and DD-4. At least one of the first to fourth display devices DD-1, DD-2, DD-3 and DD-4 may have the same configuration as described above. Figure 1 、 Figure 2 and Figures 8 to 11 The description is based on the structure of one of the display devices DD, DD-TD, DD-a, DD-b, and DD-c.

[0375] Figure 12 While the vehicle AM is described, this is merely an example, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may be installed in various modes of transportation, such as bicycles, motorcycles, trains, ships, and airplanes. In embodiments, at least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4, each having a structure corresponding to one of the display devices DD, DD-TD, DD-a, DD-b, and DD-c, may be included in a personal computer, laptop computer, personal digital assistant, game console, portable electronic device, television, monitor, billboard, or the like. However, these are provided merely as examples, and the display device may be included in other electronic devices.

[0376] At least one of the first to fourth display devices DD-1, DD-2, DD-3 and DD-4 may each independently include a Figures 3 to 7 The light emitting element ED according to any one of the embodiments described in .

[0377] At least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may each independently include the amine compound according to the embodiment. Accordingly, the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 including the amine compound according to the embodiment may have improved display efficiency and display lifespan. The first to fourth display devices DD-1, DD-2, DD-3, and DD-4 including the amine compound according to the embodiment may exhibit excellent display quality.

[0378] refer to Figure 12The vehicle AM may include a steering wheel HA and a shift lever GR for operating the vehicle AM. The vehicle AM may include a front window GL disposed to face the driver.

[0379] The first display device DD-1 may be disposed in a first area overlapping the steering wheel HA. For example, the first display device DD-1 may be a digital instrument panel displaying first information about 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 (e.g., in revolutions per minute (RPM)), an image representing the fuel status, and the like. The first scale and the second scale may each be represented by a digital image.

[0380] The second display device DD-2 may be arranged in a second area facing the driver's seat and overlapping the front window GL. The driver's seat may be a seat provided with a 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. Although not shown in the accompanying drawings, in an embodiment, the second information of the second display device DD-2 may be displayed by projecting it onto the front window GL.

[0381] The third display device DD-3 may be positioned in a third area adjacent to the shift lever GR. For example, the third display device DD-3 may be positioned between the driver's seat and the passenger seat and may be a center information display (CID) of the vehicle AM for displaying third information. The passenger seat may be spaced apart from the driver's seat, and the shift lever GR may be positioned between the driver's seat and the passenger seat. The third information may include information about traffic (e.g., navigation information), information about currently playing music or broadcasts, information about displayed videos (or images), information about the temperature inside the vehicle AM, and so on.

[0382] The fourth display device DD-4 may be disposed in a fourth area spaced apart from the steering wheel HA and the shift lever GR and may be adjacent to a side of the vehicle AM. For example, the fourth display device DD-4 may be a digital side mirror that displays fourth information. The fourth display device DD-4 may display an image of the exterior of the vehicle AM captured by a camera module CM disposed on the exterior of the vehicle AM. The fourth information may include an image of the exterior of the vehicle AM.

[0383] The first to fourth information described above are provided as examples only, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may further display information about the interior and exterior of the vehicle AM. The first to fourth information may include different information from each other. However, embodiments are not limited thereto, and a portion of the first to fourth information may include the same information.

[0384] Hereinafter, an amine compound according to an embodiment and a light emitting element according to an embodiment will be described in detail with reference to Examples and Comparative Examples. The examples shown below are provided only to facilitate understanding of the present disclosure, and thus the scope of the present disclosure is not limited thereto.

[0385] [Example]

[0386] 1. Synthesis of amine compounds according to embodiments

[0387] The synthesis method of the amine compound according to the embodiment will be explained in detail by describing the synthesis method of compounds 8, 11, 40, 44, 111, 131, 135, 218, 235, 239 and 261. In the following description, the synthesis method of the amine compound is provided only as an example, and the synthesis method of the amine compound according to the embodiment is not limited to the following examples.

[0388] In the synthesis method of the amine compound, the molecular weight of the compound was measured by FAB-MS using JMS-700V (JEOL Co., Ltd.).

[0389] (1) Synthesis of Compound 8

[0390] Compound 8 according to an embodiment can be synthesized, for example, by reaction scheme 1:

[0391] [Reaction Scheme 1]

[0392]

[0393] <Synthesis of Compound 8>

[0394] In an argon (Ar) atmosphere, [1,1':2',1"-terphenyl]-4'-amine (20.0 g), 4'-bromo-1,1':2',1"-terphenyl (25.2 g), bis(dibenzylideneacetone)palladium(0) (Pd(dba)2, 2.3 g) and sodium tert-butoxide (NaOtBu, 11.7 g) were placed in a 1 L three-necked flask and dissolved in toluene (400 mL). Tri-tert-butylphosphine (P(tBu)3 (2.0 M in toluene, 2.0 mL) was added, and the mixture was stirred at room temperature for 8 hours. Water was added, and the resulting product was extracted with CH2Cl2, the organic layer was collected and dried over MgSO4, and the solvent was removed by distillation under reduced pressure. The obtained crude product was purified by silica gel column chromatography to obtain 22.3 g of intermediate compound A (yield 58%). The molecular weight of intermediate compound A measured by FAB-MS measurement was 473 g / mol.

[0395] In an argon atmosphere, intermediate compound A (5.0 g), 4-bromodibenzo [b, d] thiophene (2.8 g), Pd (dba) 2 (0.30 g) and NaOtBu (1.5 g) were placed in a 300 mL three-necked flask, dissolved in toluene (100 mL), P (tBu) 3 (2.0 M in toluene, 0.5 mL) was added, and the mixture was stirred at 100 ° C for 4 hours. Water was added, the resulting product was extracted with CH2Cl2, the organic layer was collected and dried over MgSO4, and the solvent was removed by distillation under reduced pressure. The crude product obtained was purified by silica gel column chromatography to obtain 5.5 g of compound 8 (yield 80%). The molecular weight of the compound 8 measured by FAB-MS was 655 g / mol.

[0396] (2) Synthesis of compound 11

[0397] Compound 11 according to an embodiment can be synthesized, for example, by reaction scheme 2:

[0398] [Reaction Scheme 2]

[0399]

[0400] In substantially the same manner as the synthesis of compound 8 above, 6.4 g of compound 11 (yield 85%) was obtained from intermediate compound A (5.0 g) and 2-bromo-9-phenyl-9H-carbazole (3.4 g). The molecular weight of compound 11 measured by FAB-MS was 714 g / mol.

[0401] (3) Synthesis of Compound 40

[0402] Compound 40 according to an embodiment can be synthesized, for example, by reaction scheme 3:

[0403] [Reaction Scheme 3]

[0404]

[0405] In substantially the same manner as the synthesis of compound 8 above, 5.4 g of compound 40 (yield 75%) was obtained from intermediate compound A (5.0 g) and 10-bromonaphtho[1,2-b]benzofuran (3.2 g). The molecular weight of compound 40 measured by FAB-MS was 689 g / mol.

[0406] (4) Synthesis of Compound 44

[0407] Compound 44 according to an embodiment can be synthesized, for example, by reaction scheme 4:

[0408] [Reaction Scheme 4]

[0409]

[0410] In substantially the same manner as the synthesis of compound 8 above, 6.0 g of compound 44 (yield 81%) was obtained from intermediate compound A (5.0 g) and 10-bromobenzo[b]naphtho[2,1-d]thiophene (3.3 g). The molecular weight of compound 44 measured by FAB-MS was 705 g / mol.

[0411] (5) Synthesis of Compound 111

[0412] Compound 111 according to an embodiment can be synthesized, for example, by reaction scheme 5:

[0413] [Reaction Scheme 5]

[0414]

[0415] In substantially the same manner as the synthesis of compound 8 above, 5.2 g of compound 111 (yield 82%) was obtained from intermediate compound A (5.0 g) and 9-bromonaphtho[2,1-b]benzofuran (3.2 g). The molecular weight of compound 111 measured by FAB-MS was 689 g / mol.

[0416] (6) Synthesis of Compound 131

[0417] Compound 131 according to an embodiment can be synthesized, for example, by reaction scheme 6:

[0418] [Reaction Scheme 6]

[0419]

[0420] In an argon atmosphere, 6-bromo-[1,1'-biphenyl]-3-amine (30.0 g), naphthalene-2-yl-boric acid (20.8 g), tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4, 6.9 g) and potassium carbonate (K2CO3, 33.4 g) were placed in a 500 mL three-necked flask and dissolved in a mixed solvent of toluene, water and ethanol (volume ratio 10:2:1, 200 mL), and the mixture was heated at 80°C and stirred for 8 hours. Water was added, the resulting product was extracted with CH2Cl2, the organic layer was collected and dried over MgSO4, and the solvent was removed by distillation under reduced pressure. The crude product obtained was purified by silica gel column chromatography to obtain 20.0 g of intermediate compound B (yield 56%). The molecular weight of the intermediate compound B measured by FAB-MS was 295 g / mol.

[0421] In substantially the same manner as the above-mentioned synthesis of intermediate compound A, 18.0 g of intermediate compound C (yield 68%) was obtained from intermediate compound B (15.0 g) and 4'-bromo-1,1':2',1"-terphenyl (15.7 g). The molecular weight of intermediate compound C measured by FAB-MS measurement was 523 g / mol.

[0422] In substantially the same manner as the synthesis of compound 8 above, 5.4 g of compound 131 (yield 70%) was obtained from intermediate compound C (5.0 g) and 9-bromo-7-phenyl-7H-benzo[c]carbazole (3.6 g). The molecular weight of compound 131 measured by FAB-MS was 815 g / mol.

[0423] (7) Synthesis of Compound 135

[0424] Compound 135 according to an embodiment can be synthesized, for example, by reaction scheme 7:

[0425] [Reaction Scheme 7]

[0426]

[0427] In substantially the same manner as the synthesis of the above-mentioned intermediate compound B, 14.0 g of intermediate compound D (yield 59%) was obtained from 6-bromo-[1,1'-biphenyl]-3-amine (20.0 g) and naphthalene-1-yl-boronic acid (13.8 g). The molecular weight of the intermediate compound D measured by FAB-MS measurement was 295 g / mol.

[0428] In substantially the same manner as the above-mentioned synthesis of intermediate compound A, 11.8 g of intermediate compound E (yield 67%) was obtained from intermediate compound D (10.0 g) and 4'-bromo-1,1':2',1"-terphenyl (10.4 g). The molecular weight of intermediate compound E measured by FAB-MS measurement was 523 g / mol.

[0429] In substantially the same manner as the synthesis of compound 8 above, 5.3 g of compound 135 (yield 75%) was obtained from intermediate compound E (5.0 g) and 9-bromonaphtho[2,1-b]benzofuran (2.9 g). The molecular weight of compound 135 measured by FAB-MS was 739 g / mol.

[0430] (8) Synthesis of Compound 218

[0431] Compound 218 according to an embodiment can be synthesized, for example, by reaction scheme 8:

[0432] [Reaction Scheme 8]

[0433]

[0434] In substantially the same manner as the synthesis of above-mentioned intermediate compound B, 16.8 g of intermediate compound F (84% yield) was obtained from 2-bromo-4-chloro-1-iodobenzene (20.0 g) and naphthalene-2-yl-boric acid (10.8 g). The molecular weight of the intermediate compound F measured by FAB-MS was 317 g / mol.

[0435] 12.1 g of intermediate compound G (yield 82%) was obtained from intermediate compound F (15.0 g) and phenylboronic acid (5.8 g) in substantially the same manner as the synthesis of the above intermediate compound B. The molecular weight of intermediate compound G measured by FAB-MS was 314 g / mol.

[0436] In an argon atmosphere, intermediate compound G (7.0 g), dibenzo [b, d] furan-4-amine (2.0 g), Pd (dba) 2 (0.30 g) and NaOtBu (3.2 g) were placed in a 300 mL three-necked flask and dissolved in toluene (100 mL), P (tBu) 3 (2.0 M in toluene, 0.5 mL) was added, and the mixture was heated and stirred at 100 ° C for 4 hours. Water was added, the resulting product was extracted with CH 2 Cl 2, the organic layer was collected and dried with MgSO 4, and the solvent was removed by distillation under reduced pressure. The crude product obtained was purified by silica gel column chromatography to obtain 5.8 g of compound 218 (yield 71%). The molecular weight of the compound 218 measured by FAB-MS measurement was 739 g / mol.

[0437] (9) Synthesis of Compound 235

[0438] Compound 235 according to an embodiment can be synthesized, for example, by reaction scheme 9:

[0439] [Reaction Scheme 9]

[0440]

[0441] In substantially the same manner as the synthesis of the above intermediate compound B, 7.4 g of intermediate compound H (yield 55%) was obtained from 6-bromo-[1,1′-biphenyl]-3-amine (10.0 g) and dibenzo[b,d]furan-4-yl-boronic acid (8.5 g). The molecular weight of intermediate compound H measured by FAB-MS was 335 g / mol.

[0442] In substantially the same manner as the synthesis of the above intermediate compound A, 7.5 g of intermediate compound I (yield 64%) was obtained from intermediate compound H (7.0 g) and 4'-bromo-1,1':2',1"-terphenyl (6.4 g). The molecular weight of intermediate compound I measured by FAB-MS measurement was 563 g / mol.

[0443] In substantially the same manner as the synthesis of compound 8 above, 5.5 g of compound 235 (yield 80%) was obtained from intermediate compound I (5.0 g) and 3-bromonaphtho[2,3-b]benzofuran (2.7 g). The molecular weight of compound 235 measured by FAB-MS was 779 g / mol.

[0444] (10) Synthesis of Compound 239

[0445] Compound 239 according to an embodiment can be synthesized, for example, by reaction scheme 10:

[0446] [Reaction Scheme 10]

[0447]

[0448] In substantially the same manner as the synthesis of the above-mentioned intermediate compound A, 13.0 g of intermediate compound J (yield 58%) was obtained from [1,1′:2′,1″-terphenyl]-4′-amine (10.0 g) and 4′-(4-bromophenyl)-1,1′:2′,1″-terphenyl (15.7 g). The molecular weight of intermediate compound J measured by FAB-MS measurement was 549 g / mol.

[0449] In substantially the same manner as the synthesis of compound 8 above, 3.7 g of compound 239 (yield 58%) was obtained from intermediate compound J (5.0 g) and 3-bromodibenzo[b,d]furan (2.3 g). The molecular weight of compound 239 measured by FAB-MS was 715 g / mol.

[0450] (11) Synthesis of Compound 261

[0451] Compound 261 according to an embodiment can be synthesized, for example, by reaction scheme 11:

[0452] [Reaction Scheme 11]

[0453]

[0454] In an argon atmosphere, 2-bromocarbazole (10.0 g), 4'-iodo-1,1':2',1"-terphenyl (14.5 g), copper (I) iodide (CuI, 0.8 g), 1,10-phenanthroline (1,10-Phen, 1.5 g) and cesium carbonate (Cs2CO3, 26.4 g) were placed in a 1L three-necked flask and dissolved in 1,2-dichlorobenzene (200 mL), and the mixture was heated at 150°C and stirred for 12 hours. Water was added, the resulting product was extracted with CH2Cl2, the organic layer was collected and dried over MgSO4, and the solvent was removed by distillation under reduced pressure. The obtained crude product was purified by silica gel column chromatography and recrystallization to obtain 10.6 g of intermediate compound K (yield 55%). The molecular weight of intermediate compound K measured by FAB-MS measurement was 474 g / mol.

[0455] In substantially the same manner as the synthesis of the above-mentioned intermediate compound A, 14.6 g of intermediate compound L (yield 78%) was obtained from [1,1′:2′,1″-terphenyl]-4′-amine (10.0 g) and 9-bromonaphtho[2,1-b]benzofuran (12.1 g). The molecular weight of the intermediate compound L measured by FAB-MS measurement was 461 g / mol.

[0456] In substantially the same manner as the synthesis of compound 8, 6.1 g of compound 261 (yield 66%) was obtained from intermediate compound L (5.0 g) and intermediate compound K (5.1 g). The molecular weight of compound 261 measured by FAB-MS was 855 g / mol.

[0457] 2. Manufacturing and evaluation of light-emitting components

[0458] (1) Manufacturing of light-emitting elements

[0459] Light-emitting elements according to the embodiment, including an amine compound according to the embodiment or a comparative example compound in a hole transport layer, were manufactured as follows. Compounds 8, 11, 40, 44, 111, 131, 135, 218, 235, 239, and 261, which are amine compounds according to the embodiment, were used as materials for the hole transport layer to manufacture light-emitting elements according to Examples 1 to 11, respectively. Comparative Example Compounds X-1 to X-13 were used as materials for the hole transport layer to manufacture light-emitting elements according to Comparative Examples 1 to 13, respectively.

[0460] A glass substrate patterned with 150 nm of ITO as a first electrode was cleaned with isopropyl alcohol and pure water, each using ultrasonic waves for approximately 5 minutes. After ultrasonic cleaning, the glass substrate was irradiated with UV light for approximately 30 minutes and treated with ozone. 2-TNATA was deposited to a thickness of approximately 60 nm to form a hole injection layer. The Example compound or the Comparative Example compound was deposited to a thickness of approximately 30 nm to form a hole transport layer.

[0461] On the hole transport layer, TBP and ADN were co-deposited to a thickness of approximately 25 nm to form an emission layer. TBP and ADN were co-deposited at a weight ratio of 3:97. Alq3 and LiF were sequentially deposited to a thickness of approximately 25 nm and approximately 1 nm to form an electron transport region. Al was deposited to a thickness of approximately 100 nm to form a second electrode. In the manufacture of the light-emitting element, the hole injection layer, hole transport layer, emission layer, electron transport region, and second electrode were each formed using vacuum deposition equipment.

[0462] The compounds used to make the light-emitting elements are as follows:

[0463] <Materials for manufacturing light-emitting elements>

[0464]

[0465] <Example Compounds>

[0466]

[0467] <Comparative Example Compound>

[0468]

[0469]

[0470] (2) Evaluation of light-emitting elements

[0471] The light-emitting elements according to Examples and Comparative Examples were evaluated, and the results are listed in Table 1. Table 1 lists the luminous efficiency and element life of the light-emitting elements according to Examples and Comparative Examples. The luminous efficiency and element life were evaluated using a luminance orientation characteristic measurement instrument C9920-11 manufactured by Hamamatsu Photonics Co., Ltd.

[0472] Compared with the light emitting element according to Comparative Example 1 at 10 mA / cm 2 The luminous efficiency of the light-emitting element is relatively expressed by the luminous efficiency under . The element life of the light-emitting element was measured by measuring the time required for the luminance to decrease to 50% of the initial luminance. The relative element life relative to the element life of the light-emitting element according to Comparative Example 1 is shown in Table 1.

[0473] [Table 1]

[0474]

[0475]

[0476] 1. Referring to Table 1, the light-emitting elements according to Examples 1 to 11 exhibited characteristics of higher luminous efficiency and longer lifespan than the light-emitting elements according to Comparative Examples 1 to 13.

[0477] Compared to the example compounds, the comparative example compounds X-1, X-4, and X-6 each include two 3,4-substituted phenyl groups (ortho-terphenyl derivative groups), but the third substituent of the dibenzoheterocyclopentadienyl group is substituted with a heteroaryl group, and the third substituent is connected to the nitrogen atom of the amine group via a phenylene group as a connecting portion. Compared to the light-emitting elements according to Comparative Examples 1, 4, and 6 containing the comparative example compounds X-1, X-4, and X-6, respectively, the light-emitting elements according to the examples containing the example compounds exhibit high luminous efficiency and long life.

[0478] Compared to the Example compound, Comparative Example Compound X-2 includes two 3,4-substituted phenyl groups but does not include a dibenzoheterocyclopentadienyl group or a benzonaphthocyclopentadienyl group. Compared to the light-emitting element according to Comparative Example 2 containing Comparative Example Compound X-2, the light-emitting element according to the Example containing the Example compound exhibited high luminous efficiency and long life.

[0479] Compared to the Example compounds, Comparative Example compounds X-3, X-5, X-7, X-9, X-10, and X-11 each include two 3,4-substituted phenyl groups, but the third substituent is connected to the nitrogen atom of the amine group via a phenylene group or a triphenylene group as a linking moiety. Compared to the light-emitting elements according to Comparative Examples 3, 5, 7, 9, 10, and 11, respectively, containing Comparative Example compounds X-3, X-5, X-7, X-9, X-10, and X-11, the light-emitting elements according to the Examples containing the Example compounds exhibited high luminous efficiency and long life.

[0480] Compared to the Example compound, Comparative Example Compound X-8 includes two 3,4-substituted phenyl groups, but the third substituent of the dibenzoheterocyclopentadienyl group is substituted with a heteroaryl group. Compared to the light-emitting element according to Comparative Example 8 containing Comparative Example Compound X-8, the light-emitting element according to the Example containing the Example compound exhibited high luminous efficiency and long life.

[0481] Compared to the Example compounds, Comparative Example Compounds X-12 and X-13 each included a 3,4-substituted phenyl group (ortho-terphenyl derivative group). Compared to the light-emitting elements according to Comparative Examples 12 and 13, which respectively contained Comparative Example Compounds X-12 and X-13, the light-emitting elements according to the Examples containing the Example compounds exhibited high luminous efficiency and long life.

[0482] Therefore, it can be confirmed that the example compound has excellent charge transport properties and contributes to charge balance due to its structural characteristics (different from the structural characteristics of the comparative example compound), and therefore the light-emitting elements according to the examples, each of which includes the example compound in the hole transport layer, can exhibit high luminous efficiency and long life characteristics.

[0483] The amine compound according to the embodiment has a structure including a dibenzoheterocyclopentadiene derivative group and two ortho-terphenyl derivative groups, wherein the dibenzoheterocyclopentadiene derivative group is directly bonded to the nitrogen atom of the amine group, and the ortho-terphenyl derivative group is each bonded to the nitrogen atom at a specific position via direct connection or a connecting portion. Therefore, the amine compound according to the embodiment can exhibit excellent material stability and high charge transport. The light-emitting element according to the embodiment containing the amine compound according to the embodiment in the hole transport zone can exhibit excellent luminous efficiency and long life characteristics. The light-emitting element according to the embodiment can emit blue light and contains the amine compound according to the embodiment in the hole transport zone, and therefore can exhibit high luminous efficiency and long life characteristics.

[0484] The light emitting element according to the embodiment includes the amine compound according to the embodiment in a hole transport region, and thus can exhibit characteristics of high luminous efficiency and long life.

[0485] The amine compound according to the embodiment may be used as a material for achieving improved characteristics of high luminous efficiency and long life of a light emitting element.

[0486] The display device according to the embodiment may exhibit excellent display quality.

[0487] Embodiments have been disclosed herein, and although terms are employed, they are used and interpreted in a generic and descriptive sense only and not for purposes of limitation. In some cases, as will be apparent to one of ordinary skill in the art, features, characteristics, and / or elements described in connection with an embodiment may be used alone or in combination with features, characteristics, and / or elements described in connection with other embodiments, unless specifically indicated otherwise. Accordingly, those of ordinary skill in the art will understand that various changes in form and detail may be made without departing from the spirit and scope of the present disclosure as set forth in the claims.

Claims

1. An amine compound represented by Formula 1: Formula 1 In formula 1, L 1 and L 2 are each independently a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 5 to 30 ring carbon atoms, a and b are each independently an integer selected from 0 to 3, R 1 and R 2 each independently represents a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or is bonded to an adjacent group to form a ring, Ar 1 to Ar 4 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 30 ring carbon atoms, and Ar 5 is a group represented by one of Formula 2-1 to Formula 2-4: Formula 2-1 Formula 2-2 Formula 2-3 Formula 2-4 In formula 2-1 to formula 2-4, X 1 To X 4 are each independently O, S or N(R 41 ), R 3 to R 10 are each independently a hydrogen atom, a deuterium atom, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, and R 11 to R 41 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 5 to 30 ring carbon atoms, in: In formula 2-1, R 3 to R 10 and R 41 One of them is connected to the position of formula 1, In formula 2-2, R 11 to R 20 and R 41 One of them is connected to the position of formula 1, In formula 2-3, R 21 to R 30 and R 41 One of them is the position connected to Formula 1, and In formula 2-4, R 31 to R 41 One of them is the position connected to Formula 1.

2. The amine compound according to claim 1, wherein the amine compound is represented by Formula 3-1 or Formula 3-2: Formula 3-1 Formula 3-2 In formula 3-2, L 21 is a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted divalent phenanthryl group, a substituted or unsubstituted divalent triphenylene group, a substituted or unsubstituted divalent fluorenyl group, a substituted or unsubstituted divalent carbazolyl group, a substituted or unsubstituted divalent dibenzothienyl group, or a substituted or unsubstituted divalent dibenzofuranyl group, and In formula 3-1 and formula 3-2, Ar 1 to Ar 5 、R 1 、R 2 , a and b are the same as defined in Formula 1.

3. The amine compound according to claim 1, wherein the amine compound is represented by Formula 4: Formula 4 In formula 4, n1 to n4 are each independently an integer selected from 0 to 5, R a to R d each independently represents a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 15 ring carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 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, or is bonded to an adjacent group to form a ring, and Ar 5 、R 1 、R 2 、L 1 、L 2 , a and b are the same as defined in Formula 1.

4. The amine compound according to claim 1, wherein Ar 1 to Ar 4 Each is independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothienyl group, or a substituted or unsubstituted dibenzofuranyl group.

5. The amine compound according to claim 1, wherein L 1 and L 2 Each is independently a directly linked, substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted divalent phenanthryl group, a substituted or unsubstituted divalent triphenylene group, a substituted or unsubstituted divalent fluorenyl group, a substituted or unsubstituted divalent carbazolyl group, a substituted or unsubstituted divalent dibenzothiophenyl group, or a substituted or unsubstituted divalent dibenzofuranyl group.

6. The amine compound according to claim 1, wherein R 3 to R 41 Each is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group.

7. The amine compound according to claim 1, wherein when Ar 5 When Ar is a group represented by formula 2-1, 1 to Ar 4 Each is independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted pyrenyl group, or a substituted or unsubstituted triphenylene group.

8. The amine compound according to claim 1, wherein the amine compound is selected from compound group 1: Compound Group 1 Among them, in compound group 1, D represents a deuterium atom.

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

10. A display device comprising: a circuit layer disposed on the base layer; as well as A display element layer is provided on the circuit layer and includes the light emitting element according to claim 9.

Citation Information

Patent Citations

  • Platform delivery system for providing customized lessons and music production

    KR1020240023734A