Light-emitting element, display device, and polycyclic compound therefor

Abstract

Provided are a light-emitting element, a display device, and a polycyclic compound represented by Formula 1 for the same. The light emitting element includes a first electrode, a second electrode on the first electrode, and an emission layer between the first electrode and the second electrode. The emission layer contains a polycyclic compound represented by Formula 1 as a first compound and can exhibit excellent emission efficiency and long life characteristics. Formula 1 # imgabs0 #

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0073847 filed in the Korean Intellectual Property Office on June 8, 2023, the disclosure of which is incorporated herein by reference in its entirety. Technical Field

[0003] Embodiments of the present disclosure herein relate to a light-emitting element, a display device, and a polycyclic compound used in the light-emitting element. Background Art

[0004] Recently, development of organic electroluminescent display devices as image display devices is being actively carried out. An organic electroluminescent display device or the like is a display device including a self-luminescent light-emitting element in which holes and electrons injected from a first electrode and a second electrode, respectively, are recombined in an emission layer, so that the light-emitting material in the emission layer emits light to realize display.

[0005] In application of light-emitting elements to display devices, increase in emission efficiency and improvement in lifetime are beneficial, and development of materials for light-emitting elements that stably achieve such requirements is continuously being conducted.

[0006] Recently, in order to realize a light-emitting element with high efficiency, technology for phosphorescence emission (which uses energy in the triplet state) or delayed fluorescence emission (which uses the generation phenomenon of singlet excitons by collision of triplet excitons (triplet-triplet annihilation, TTA)) is being developed, and development of thermally activated delayed fluorescence (TADF) materials using the delayed fluorescence phenomenon is underway. Summary of the invention

[0007] Embodiments of the present disclosure provide a light emitting element having improved emission efficiency and lifetime.

[0008] Embodiments of the present disclosure provide a polycyclic compound as a material for a light emitting element that improves emission efficiency and lifetime.

[0009] Embodiments of the present disclosure provide a display device including a light emitting element having improved emission efficiency and element lifespan.

[0010] The light emitting element of the embodiment may include: a first electrode, a second electrode on the first electrode, and an emission layer between the first electrode and the second electrode, wherein the emission layer includes a first compound represented by Formula 1:

[0011] Formula 1

[0012]

[0013] In Formula 1, X is S, O or Se, and Y is NR 7 , S, O or CR 8 R 9 . R 1 To R 6 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 30 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 R 3 Combined with adjacent groups to form a ring, R 7 To R 9 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, or R 8 and R 9 are combined with each other to form a ring. n1 is an integer of 0 to 3, n2 is an integer of 0 to 2, n3, n4 and n5 are each independently an integer of 0 to 4, and n6 is an integer of 0 to 5.

[0014] In an embodiment, the emission layer may further include at least one of a second compound represented by Formula HT-1 and a third compound represented by Formula ET-1.

[0015] Formula HT-1

[0016]

[0017] In formula HT-1, A 1 To A 8 Each independently is N or CR 51 , L 1 is a direct bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, and Y a It is a direct key, CR 52 R 53 or SiR 54 R 55 .Ar 1 is 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. 51 To R 55Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron 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 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, or combines with an adjacent group to form a ring.

[0018] Formula ET-1

[0019]

[0020] In formula ET-1, X 1 To X 3 At least one of them is N, and the rest are CR 56 , R 56 is 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 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, and b1 to b3 are each independently an integer of 0 to 10. Ar 2 To Ar 4 Each is independently 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. 2 To L 4 Each is independently a direct bond, 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.

[0021] In an embodiment, the emission layer may further include a fourth compound represented by Formula D-1.

[0022] Formula D-1

[0023]

[0024] In formula D-1, Q 1 To Q 4 Each is independently C or N, and C1 to C4 are each independently a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms. 11 To L 13Each is independently a direct link, *-O-*, *-S-*, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, and in L 11 To L 13 In the above formula, "-*" is the site of connection with C1 to C4. b11 to b13 are each independently 0 or 1, R 61 To R 66 Each of d1 to d4 is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron 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 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, and d1 to d4 are each independently an integer of 0 to 4.

[0025] In an embodiment, the emission layer may include the first compound, the second compound, the third compound, and the fourth compound.

[0026] In an embodiment, the emitting layer may emit delayed fluorescence.

[0027] In an embodiment, the first compound represented by Formula 1 may be represented by Formula 2 or Formula 3.

[0028] Formula 2

[0029]

[0030] In formula 2, R s1 , R s2 and R s3 Each of X, Y, R and S is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, s1 is an integer from 0 to 3, and s2 and s3 are each independently an integer from 0 to 5. 1 To R 4 and n1 to n4 are the same as defined with respect to Formula 1.

[0031] Formula 3

[0032]

[0033] In formula 3, R11 , R 13 , R 31 and R 34 are each independently a hydrogen atom or a deuterium atom, R 12 is a substituted or unsubstituted amine group, 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. 32 and R 33 are each independently a substituted or unsubstituted amine group, 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 R 32 and R 33 In Formula 3, X, Y, R 2 , R 4 To R 6 , n2 and n4 to n6 are the same as defined with respect to Formula 1.

[0034] In an embodiment, the first compound represented by Formula 1 may be represented by Formula 4.

[0035] Formula 4

[0036]

[0037] In formula 4, R 41 , R 42 and R 44 are each independently a hydrogen atom or a deuterium atom, R 43 is a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 To R 3 , R 5 , R 6 , n1 to n3, n5 and n6 are the same as defined with respect to Formula 1.

[0038] In the embodiment, the first compound represented by Formula 1 may be represented by any one of Formula 5-1 to Formula 5-4.

[0039] Formula 5-1

[0040]

[0041] Formula 5-2

[0042]

[0043] Formula 5-3

[0044]

[0045] Formula 5-4

[0046]

[0047] In Formula 5-1 to Formula 5-4, R i1 To R i3 , R j1 To R j3 , R k1 To R k3 , and R l1 To R l3 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, and R i4 , R j4 , R k4 and R l4 are each independently a hydrogen atom or a deuterium atom. i5 , R j5 , R k5 and R l5 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 2 to 30 ring carbon atoms, R 7a To R 7e are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 15 ring carbon atoms, R 8a and R 9a are each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or R 8a and R 9a Each of i1, i4, j1, j4, k1, k4, l1 and l4 is independently an integer from 0 to 3, and each of i2, i3, j2, j3, k2, k3, l2 and l3 is independently an integer from 0 to 5. In Formula 5-1 to Formula 5-4, X, R 1 To R 3 , and n1 to n3 are the same as those defined with respect to Formula 1.

[0048] In an embodiment, n1 of Formula 1 may be 1, and R 1 may be represented by any one of SG1-1 to SG1-24 in Substituent Group 1 which will be further explained below, and n3 of Formula 1 may be 1 or 2, and R3 It may be represented by any one of SG1-1 to SG1-25 in Substituent Group 1 which will be further explained below.

[0049] In an embodiment, R of Formula 1 4 It may be a hydrogen atom or a deuterium atom, or represented by any one of SG2-1 to SG2-10 in Substituent Group 2 which will be further explained below.

[0050] The first compound may be represented by any one of the compounds in Compound Group 1 which will be further explained below.

[0051] The polycyclic compound according to an embodiment of the present disclosure may be represented by Formula 1 above. BRIEF DESCRIPTION OF THE DRAWINGS

[0052] The accompanying drawings are included to provide a further understanding of the subject matter of the present disclosure and are incorporated in and constitute a part of this specification. The accompanying drawings illustrate embodiments of the present disclosure and together with the description serve to explain the principles of the present disclosure. In the drawings:

[0053] Figure 1 is a plan view showing a display device according to the embodiment;

[0054] Figure 2 is along Figure 1 A cross-sectional view of a portion taken along line II' in FIG.

[0055] Figure 3 is a cross-sectional view schematically showing a light emitting element of the embodiment;

[0056] Figure 4 is a cross-sectional view schematically showing a light emitting element of the embodiment;

[0057] Figure 5 is a cross-sectional view schematically showing a light emitting element of the embodiment;

[0058] Figure 6 is a cross-sectional view schematically showing a light emitting element of the embodiment;

[0059] Figure 7 is a cross-sectional view schematically showing a light emitting element of the embodiment;

[0060] Figure 8 is a cross-sectional view showing a display device according to the embodiment;

[0061] Fig. 9 is a cross-sectional view showing a display device according to the embodiment;

[0062] Fig.10 is a cross-sectional view showing a display device according to the embodiment;

[0063] Fig.11 is a cross-sectional view showing a display device according to the embodiment; and

[0064] Fig.12 is a diagram showing the interior of a vehicle in which the display device of the embodiment is provided. DETAILED DESCRIPTION

[0065] The subject matter of the present disclosure can be modified in various suitable ways and has many forms, and therefore will be illustrated in the drawings and exemplary embodiments will be described in more detail in the detailed description of the present disclosure. However, it should be understood that it is not intended to limit the present disclosure to the specific form disclosed, but is intended to cover all modifications, equivalents and substitutions falling within the spirit and scope of the present disclosure.

[0066] When explaining each accompanying drawing, the same reference numerals are used to refer to the same elements. In the accompanying drawings, for the clarity of the present disclosure, the size of each structure can be illustrated in an amplified manner. It should be understood that although the terms "first", "second", etc. can be used to describe various components in this article, these components should not be limited by these terms. These terms are only used to distinguish one component from another. For example, without departing from the scope of the exemplary embodiments of the present disclosure, the first component can be referred to as the second component, and similarly, the second component can be referred to as the first component. As used herein, the singular forms "a", "an", and "the" are intended to also include plural forms, unless the context clearly indicates otherwise.

[0067] In the present application, it should be understood that the terms "including", "having", etc. indicate the existence of features, numbers, steps, operations, components, parts or their combinations disclosed in the specification, but do not exclude the existence or possibility of addition of one or more other features, numbers, steps, operations, components, parts or their combinations.

[0068] In the present application, when a layer, film, region or plate is referred to as being "on" or "in the upper part" of another layer, film, region or plate, it may not only be "directly on" the layer, film, region or plate, but also there may be an intervening layer, film, region or plate. In contrast, when a layer, film, region or plate is referred to as being "below" or "in the lower part of" another layer, film, region or plate, it may not only be directly below the layer, film, region or plate, but also there may be an intervening layer, film, region or plate. In addition, it should be understood that when a component is referred to as being "on" another component, it may be above the other component, or it may also be below the other component.

[0069] In the specification, the term "substituted or unsubstituted" can mean substituted or unsubstituted by at least one substituent selected from the group consisting of deuterium atoms, halogen atoms, cyano groups, nitro groups, amino groups, amine groups, silyl groups, oxy groups, sulfenyl groups, sulfinyl groups, sulfonyl groups, carbonyl groups, boron groups, phosphine oxide groups, phosphine sulfide groups, alkyl groups, alkenyl groups, alkynyl groups, hydrocarbon ring groups, aryl groups and heterocyclic groups. In addition, each of the substituents described above can be substituted or unsubstituted. For example, a biphenyl group can be interpreted as an aryl group or a phenyl group substituted by a phenyl group.

[0070] In the specification, the phrase "bonded to an adjacent group to form a ring" may mean that a group is bonded to an adjacent group to form a substituted or unsubstituted hydrocarbon ring, or a substituted or unsubstituted heterocycle. Hydrocarbon rings include aliphatic hydrocarbon rings and aromatic hydrocarbon rings. Heterocycles include aliphatic heterocycles and aromatic heterocycles. Hydrocarbon rings and heterocycles may be monocyclic or polycyclic. In addition, the ring formed by bonding to each other may be connected to another ring to form a spirocyclic structure.

[0071] In the specification, the term "adjacent group" may mean a substituent that replaces an atom directly connected to an atom substituted by a corresponding substituent, another substituent that replaces an atom substituted by a corresponding substituent, or a substituent that is spatially located at the nearest position to the corresponding substituent. For example, the two methyl groups in 1,2-dimethylbenzene may be interpreted as "adjacent groups" to each other, and the two ethyl groups in 1,1-diethylcyclopentane may be interpreted as "adjacent groups" to each other. In addition, the two methyl groups in 4,5-dimethylphenanthrene may be interpreted as "adjacent groups" to each other.

[0072] In the specification, examples of the halogen atom may include a fluorine atom, a chlorine atom, a bromine atom and / or an iodine atom.

[0073] In the specification, the alkyl group may be straight chain or branched. The number of carbons in the alkyl group is 1 to 60, 1 to 50, 1 to 30, 1 to 20, 1 to 10 or 1 to 6. Examples of the alkyl group may include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a n-butyl group, a sec-butyl group, a tert-butyl group, an isobutyl group, a 2-ethylbutyl group, a 3,3-dimethylbutyl group, an n-pentyl group, an isopentyl group, a neopentyl group, a tert-pentyl group, a 1-methylpentyl group, a 3-methylpentyl group, a 2-ethylpentyl group, a 4-methyl-2-pentyl group, an n-hexyl group, a 1-methylhexyl group, a 2-ethyl tert-octyl group, 2-ethyloctyl group, 2-butyloctyl group, 2-hexyloctyl group, 3,7-dimethyloctyl group, n-nonyl group, n-decyl group, 2-ethyldecyl group, 2-butyldecyl group, 2-hexyldecyl group, 2-octyldecyl group, An n-undecyl group, an n-dodecyl group, a 2-ethyldodecyl group, a 2-butyldodecyl group, a 2-hexyldodecyl group, a 2-octyldodecyl group, an n-tridecyl group, an n-tetradecyl group, an n-pentadecyl group, an n-hexadecyl group, a 2-ethylhexadecyl group, a 2-butylhexadecyl group, a 2-hexylhexadecyl group, a 2-octylhexadecyl group, an n-heptadecyl group, an n-octadecyl group, an n-nonadecyl group, an n-eicosyl group, a 2-ethyleicosyl group, a 2-butyleicosyl group, a 2-hexyleicosyl group, a 2-octyleicosyl group, an n-heneicosyl group, an n-docosyl group, an n-tricosyl group, an n-tetracosyl group, an n-pentacosyl group, an n-hexacosyl group, an n-heptacosyl group, an n-octacosyl group, an n-nonacosyl group, an n-triacontyl group, and the like, but the embodiments of the present disclosure are not limited thereto.

[0074] In the specification, a cycloalkyl group may refer to a cyclic alkyl group. The carbon number in the cycloalkyl group is 3 to 60, 3 to 50, 3 to 30, 3 to 20 or 3 to 10. Examples of cycloalkyl groups may include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a 4-methylcyclohexyl group, a 4-tert-butylcyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclononyl group, a cyclodecyl group, a norbornyl group, a 1-adamantyl group, a 2-adamantyl group, an isobornyl group, a bicycloheptyl group, etc., but the embodiments of the present disclosure are not limited thereto.

[0075] In the specification, alkenyl group means a hydrocarbon group containing at least one carbon-carbon double bond in the main chain (e.g., middle) or terminal of an alkyl group having 2 or more carbon atoms. Alkenyl group can be straight chain or branched. The number of carbon atoms in the alkenyl group is not particularly limited, but can be 2 to 60, 2 to 30, 2 to 20 or 2 to 10. Examples of alkenyl groups include vinyl groups, 1-butenyl groups, 1-pentenyl groups, 1,3-butadienyl groups, styryl groups, styryl vinyl groups, etc., but embodiments of the present disclosure are not limited thereto.

[0076] In the specification, alkynyl group means a hydrocarbon group containing at least one carbon-carbon triple bond in the main chain (e.g., in the middle) or the end of an alkyl group having 2 or more carbon atoms. Alkynyl group can be straight chain or branched. Although the number of carbon atoms is not specifically limited, it is 2 to 30, 2 to 20 or 2 to 10. Examples of alkynyl groups can include ethynyl groups, propynyl groups, etc., but are not limited thereto.

[0077] In the specification, the hydrocarbon ring group means any suitable functional group or substituent derived from an aliphatic hydrocarbon ring. The hydrocarbon ring group may be a saturated hydrocarbon ring group having 5 to 20 ring-forming carbon atoms.

[0078] In the specification, aryl group means any suitable functional group or substituent derived from an aromatic hydrocarbon ring. The aryl group can be a monocyclic aryl group or a polycyclic aryl group. The number of ring carbon atoms in the aryl group can be 6 to 60, 6 to 30, 6 to 20 or 6 to 15. Examples of aryl groups can include phenyl groups, naphthyl groups, fluorenyl groups, anthracenyl groups, phenanthrenyl groups, biphenyl groups, terphenyl groups, quaterphenyl groups, pentaphenyl groups, hexaphenyl groups, triphenylene groups, pyrenyl groups, benzofluoranthenyl groups, However, the embodiments of the present disclosure are not limited thereto.

[0079] 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 substituted fluorenyl groups are as follows. However, embodiments of the present disclosure are not limited thereto.

[0080]

[0081] The heterocyclic group herein means any suitable functional group or substituent derived from a ring containing at least one of B, O, N, P, S, Si and Se as a heteroatom (e.g., 1 to 15, 1 to 10, 1 to 5 or 1 to 3 heteroatoms). The heterocyclic group includes an aliphatic heterocyclic group and an aromatic heterocyclic group. The aromatic heterocyclic group can be a heteroaryl group. The aliphatic heterocycle and the aromatic heterocycle can be monocyclic or polycyclic.

[0082] In the specification, the heterocyclic group may contain at least one of B, O, N, P, S, Si and Se as a heteroatom. If the heterocyclic group contains two or more heteroatoms, the two or more heteroatoms may be the same or different from each other. The heterocyclic group may be a monocyclic heterocyclic group or a polycyclic heterocyclic group, and includes a heteroaryl group. The number of ring carbon atoms in the heterocyclic group may be 2 to 60, 2 to 30, 2 to 20 or 2 to 10.

[0083] In the specification, the aliphatic heterocyclic group may contain at least one of B, O, N, P, S, Si and Se as a heteroatom. The number of ring carbon atoms in the aliphatic heterocyclic group may be 2 to 30, 2 to 20 or 2 to 10. Examples of aliphatic heterocyclic groups may include oxirane groups, thiirane groups, pyrrolidine groups, piperidine groups, tetrahydrofuran groups, tetrahydrothiophene groups, thiohexane groups, tetrahydropyran groups, 1,4-dioxane groups, etc., but the embodiments of the present disclosure are not limited thereto.

[0084] In the specification, the heteroaryl group may contain at least one of B, O, N, P, S, Si and Se as a heteroatom (e.g., 1 to 15, 1 to 10, 1 to 5 or 1 to 3 heteroatoms). If the heteroaryl group contains two or more heteroatoms, the two or more heteroatoms may be the same or different from each other. The heteroaryl group may be a monocyclic heterocyclic group or a polycyclic heterocyclic group. The number of ring carbon atoms in the heteroaryl group may be 2 to 30, 2 to 20 or 2 to 10. Examples of the heteroaryl group may include a thiophene group, a furan group, a pyrrole group, an imidazole group, a pyridine group, a bipyridine group, a pyrimidine group, a triazine group, a triazole group, an acridine group, a pyridazine group, a pyrazine group, a quinoline group, a quinazoline group, a quinoxaline group, a phenoxazine group, a phthalazine group, a pyridopyrimidine group, a pyridopyrazine group, a pyrazinopyrazine group, an isoquinoline group, an indole group, a carbazole group, an N-arylcarbazole group, N-heteroarylcarbazole group, N-alkylcarbazole group, benzoxazole group, benzimidazole group, benzothiazole group, benzocarbazole group, benzothiophene group, dibenzothiophene group, thienothiophene group, benzofuran group, phenanthroline group, thiazole group, isoxazole group, oxazole group, oxadiazole group, thiadiazole group, phenothiazine group, dibenzosilole group, dibenzofuran group and the like, but the embodiments of the present disclosure are not limited thereto.

[0085] In the specification, the above description of the aryl group may be applied to the arylene group, but the arylene group is a divalent group. The above description of the heteroaryl group may be applied to the heteroarylene group, but the heteroarylene group is a divalent group.

[0086] In the present specification, the silyl group includes, for example, an alkylsilyl group and / or an arylsilyl group. Examples of the silyl group may include a trimethylsilyl group, a triethylsilyl group, a tert-butyldimethylsilyl group, a propyldimethylsilyl group, a triphenylsilyl group, a diphenylsilyl group, a phenylsilyl group, etc., but the embodiments of the present disclosure are not limited thereto.

[0087] In the specification, the number of carbon atoms and / or the number of ring-forming carbon atoms in the carbonyl group is not particularly limited, but may be 1 to 40, 1 to 30, or 1 to 20. For example, the carbonyl group may have the following structure, but embodiments of the present disclosure are not limited thereto.

[0088]

[0089] In the specification, the number of carbon atoms in the sulfinyl group and the sulfonyl group is not particularly limited, but may be 1 to 30, 1 to 20, 1 to 10, or 1 to 6. The sulfinyl group may include an alkylsulfinyl group and an arylsulfinyl group. The sulfonyl group may include an alkylsulfonyl group and an arylsulfonyl group.

[0090] In the specification, the sulfenyl group may include, for example, an alkylsulfenyl group and / or an arylsulfenyl group. The sulfenyl group may mean that the sulfur atom is bonded to an alkyl group or an aryl group as defined above. Examples of sulfenyl groups may include a methylsulfenyl group, an ethylsulfenyl group, a propylsulfenyl group, a pentylsulfenyl group, a hexylsulfenyl group, an octylsulfenyl group, a dodecylsulfenyl group, a cyclopentylsulfenyl group, a cyclohexylsulfenyl group, a phenylsulfenyl group, a naphthylsulfenyl group, but the embodiments of the present disclosure are not limited thereto.

[0091] In the specification, an oxy group may mean that an oxygen atom is bonded to an alkyl group and / or an aryl group as defined above. An oxy group may include an alkoxy group and an aryloxy group. An alkoxy group may be a straight chain, a branched chain or a cyclic chain. The number of carbon atoms in the alkoxy group is not particularly limited, but may be, for example, 1 to 20 or 1 to 10. Examples of oxy groups may include methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, octyloxy, nonyloxy, decyloxy, benzyloxy, etc., but the embodiments of the present disclosure are not limited thereto.

[0092] Boron groups herein mean that a boron atom is bonded to an alkyl group or an aryl group as defined above. Boron groups include alkyl boron groups and aryl boron groups. Examples of boron groups may include dimethyl boron groups, tert-butyl methyl boron groups, diphenyl boron groups, phenyl boron groups, etc., but the embodiments of the present disclosure are not limited thereto.

[0093] In the specification, the number of carbon atoms in the amine group is not particularly limited, but can be 1 to 30, 1 to 20, 1 to 10 or 1 to 6. The amine group may include, for example, an alkylamine group and / or an arylamine group. Examples of the amine group may include a methylamine group, a dimethylamine group, a phenylamine group, a diphenylamine group, a naphthylamine group, a 9-methyl-anthrylamine group, etc., but the embodiments of the present disclosure are not limited thereto.

[0094] In the specification, the alkyl group in the alkylthio group, the alkylsulfonyloxy group, the alkylaryl group, the alkylamino group, the alkylboron group, the alkylsilyl group, and the alkylamine group is the same as the examples of the alkyl group described above.

[0095] In the specification, the aryl group in the aryloxy group, arylthio group, arylsulfonyloxy group, arylamino group, arylboron group, arylsilyl group, arylamine group is the same as the examples of the aryl group described above.

[0096] In the specification, a direct bond may mean a single bond (eg, a single covalent bond).

[0097] In the manual, and "-*" means the location to be linked.

[0098] Hereinafter, embodiments of the present disclosure will be described with reference to the accompanying drawings.

[0099] Figure 1 is a plan view of a display device DD according to an exemplary embodiment. Figure 2 is a cross-sectional view of a display device DD of the embodiment. Figure 2 is an example along Figure 1 A cross-sectional view of a portion taken along line II'.

[0100] The display device DD may include a display panel DP and an optical layer PP 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 on the display panel DP to control reflected light due to external light in the display panel DP. The optical layer PP may include, for example, a polarizing layer and / or a color filter layer. In some embodiments, the optical layer PP may be omitted from the display device DD of the embodiment.

[0101] The base substrate BL may be on the optical layer PP. The base substrate BL may be a member providing a base surface on which the optical layer PP is provided. The base substrate BL may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiments of the present disclosure are not limited thereto, and the base substrate BL may be an inorganic layer, an organic layer, or an organic-inorganic composite material layer (e.g., including an inorganic layer and an organic layer). In some embodiments, the base substrate BL may be omitted.

[0102] The display device DD according to the embodiment may further include a filling layer. The filling layer may be between the display device layer DP-ED and the base substrate BL. The filling layer may be an organic material layer. The filling layer may include at least one of an acrylic-based resin, a silicone-based resin, and an epoxy-based resin.

[0103] The display panel DP may include a base layer BS, a circuit layer DP-CL provided on the base layer BS, and a display device layer DP-ED. The display device layer DP-ED may include a pixel defining film PDL, light emitting elements ED-1, ED-2, and ED-3 between portions of the pixel defining film PDL, and an encapsulation layer TFE on the light emitting elements ED-1, ED-2, and ED-3.

[0104] The base layer BS may be a member providing a base surface on which the display device layer DP-ED is provided. 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 be an inorganic layer, an organic layer, or an organic-inorganic composite material layer (e.g., including an inorganic layer and an organic layer).

[0105] In the embodiment, the circuit layer DP-CL is on the base layer BS, and the circuit layer DP-CL may include a plurality of transistors. Each of the transistors may include a control electrode, an input electrode, and an output electrode. For example, the circuit layer DP-CL may include a switch transistor and a driving transistor for driving the light-emitting elements ED-1, ED-2, and ED-3 of the display device layer DP-ED.

[0106] Each of the light emitting elements ED-1, ED-2 and ED-3 may have a configuration according to the following description. Figure 3-Figure 6 Each of the light emitting elements ED-1, ED-2 and ED-3 may 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.

[0107] Figure 2An embodiment is illustrated 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 in the opening OH defined in the pixel defining film PDL, and the hole transport region HTR, the electron transport region ETR, and the second electrode EL2 are provided as a common layer in the entire light emitting elements ED-1, ED-2, and ED-3. However, the embodiments of the present disclosure are not limited thereto, and are different from Figure 2 In the configuration illustrated in the embodiment, the hole transport region HTR and the electron transport region ETR in the embodiment can be provided by patterning in the opening OH defined in the pixel definition film PDL. For example, 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 in the embodiment can be provided by patterning in an inkjet printing method.

[0108] The encapsulation layer TFE may cover the light emitting elements ED-1, ED-2 and ED-3. The encapsulation layer TFE may seal the display device layer DP-ED. The encapsulation layer TFE may be a thin film encapsulation layer. The encapsulation layer TFE may be formed by laminating one or more layers. The encapsulation layer TFE includes at least one insulating layer (e.g., an electrical insulating layer). The encapsulation layer TFE according to the embodiment may include at least one inorganic film (hereinafter, encapsulation inorganic film). The encapsulation layer TFE according to the embodiment may also include at least one organic film (hereinafter, encapsulation organic film) and at least one encapsulation inorganic film.

[0109] The encapsulated inorganic film protects the display device layer DP-ED from moisture / oxygen, and the encapsulated organic film protects the display device layer DP-ED from foreign substances such as dust particles. The encapsulated inorganic film may include silicon nitride, silicon oxynitride, silicon oxide, titanium oxide, aluminum oxide, etc., but the embodiments of the present disclosure are not particularly limited thereto. The encapsulated organic film may include an acrylic-based compound, an epoxy-based compound, etc. The encapsulated organic film may include a photopolymerizable organic material, but the embodiments of the present disclosure are not particularly limited thereto.

[0110] The encapsulation layer TFE may be on the second electrode EL2 and may fill the opening OH.

[0111] Reference Figure 1-Figure 2 , the display device DD may include a non-light emitting area NPXA and light emitting areas PXA-R, PXA-G, and PXA-B. The light emitting areas PXA-R, PXA-G, and PXA-B may be areas in which light generated by the respective light emitting elements ED-1, ED-2, and ED-3 is emitted. The light emitting areas PXA-R, PXA-G, and PXA-B may be spaced apart from each other on a plane.

[0112] Each of the light-emitting areas PXA-R, PXA-G, and PXA-B may be an area separated 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, which corresponds to the pixel-defining film PDL. In the specification, the light-emitting areas PXA-R, PXA-G, and PXA-B may correspond to pixels, respectively. 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 in the opening OH defined in the pixel-defining film PDL and separated from each other (e.g., spaced apart).

[0113] The light emitting areas PXA-R, PXA-G, and PXA-B may be divided into a plurality of groups according to the colors of the lights generated by the light emitting elements ED-1, ED-2, and ED-3. Figure 1-Figure 2 In the display device DD of the embodiment illustrated in , three light-emitting areas PXA-R, PXA-G and PXA-B that emit red light, green light and blue light, respectively, are illustrated as examples. For example, the display device DD of the embodiment may include a red light-emitting area PXA-R, a green light-emitting area PXA-G and a blue light-emitting area PXA-B that are separated (e.g., spaced apart) from each other.

[0114] In the display device DD according to the embodiment, a plurality of light emitting elements ED-1, ED-2, and ED-3 may emit light beams having different wavelengths from each other. For example, in the embodiment, the display device DD may include a first light emitting element ED-1 emitting red light, a second light emitting element ED-2 emitting green light, and a third light emitting element ED-3 emitting blue light. In some embodiments, the red light emitting area PXA-R, the green light emitting area PXA-G, and the blue light emitting area 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.

[0115] However, the embodiments of the present disclosure are not limited thereto, and the first to third light-emitting elements ED-1, ED-2, and ED-3 may emit light beams in the same wavelength range, or at least one light-emitting element may emit a light beam in a wavelength range different from the others. For example, the first to third light-emitting elements ED-1, ED-2, and ED-3 may all emit blue light.

[0116] The light emitting areas PXA-R, PXA-G, and PXA-B in the display device DD according to the embodiment may be arranged in a stripe form. Figure 1, a plurality of red light emitting areas PXA-R, a plurality of green light emitting areas PXA-G, and a plurality of blue light emitting areas PXA-B may each be arranged along the second direction axis DR2. In some embodiments, the red light emitting areas PXA-R, the green light emitting areas PXA-G, and the blue light emitting areas PXA-B may be alternately arranged in this order along the first direction axis DR1.

[0117] Figure 1-Figure 2 It is illustrated that all the light-emitting regions PXA-R, PXA-G, and PXA-B have similar areas, but the embodiments of the present disclosure are not limited thereto. Therefore, the light-emitting regions PXA-R, PXA-G, and PXA-B may have different areas from each other according to the wavelength range of the emitted light. In the same embodiment, the areas of the light-emitting regions PXA-R, PXA-G, and PXA-B may mean the areas when observed on the plane defined by the first direction axis DR1 and the second direction axis DR2. The third direction axis DR3 may be perpendicular to the plane defined by the first direction axis DR1 and the second direction axis DR2.

[0118] In some embodiments, the arrangement of the light-emitting areas PXA-R, PXA-G, and PXA-B is not limited to Figure 1 The configuration illustrated in FIG. 1 and the order in which the red light emitting area PXA-R, the green light emitting area PXA-G and the blue light emitting area PXA-B are arranged can be provided in various combinations according to the characteristics of the display quality required in the display device DD. For example, the arrangement form of the light emitting areas PXA-R, PXA-G and PXA-B can be a corrugated tile. Arrangement (e.g., RGBG matrix, RGBG structure, or RGBG matrix structure) or diamond (e.g., Diamond Pixel TM )Layout form. It is an officially registered trademark of Samsung Display Co., Ltd.

[0119] In some embodiments, the areas of the light-emitting regions PXA-R, PXA-G, and PXA-B may be different from each other. For example, in an embodiment, the area of ​​the green light-emitting region PXA-G may be smaller than the area of ​​the blue light-emitting region PXA-B, but the embodiments of the present disclosure are not limited thereto.

[0120] In the following, Figures 3 to 7 2 is a cross-sectional view schematically showing a light emitting element according to the embodiment. The light emitting element ED of the embodiment 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 stacked in sequence.

[0121] and Figure 3 compared to, Figure 4A cross-sectional view of a light emitting element ED according to an embodiment is illustrated, wherein the hole transport region HTR includes a hole injection layer HIL and a hole transport layer HTL, and the electron transport region ETR includes an electron injection layer EIL and an electron transport layer ETL. Figure 3 compared to, Figure 5 A cross-sectional view of a light emitting element ED according to an embodiment is illustrated, wherein the hole transport region HTR includes a hole injection layer HIL, a hole transport layer HTL, and an electron blocking layer EBL, and the electron transport region ETR includes an electron injection layer EIL, an electron transport layer ETL, and a hole blocking layer HBL. Figure 3 compared to, Figure 6 A cross-sectional view of a light emitting device ED of the embodiment is shown, wherein the hole transport region HTR includes a hole injection layer HIL, a hole transport layer HTL and an emission auxiliary layer EAL, and the electron transport region ETR includes an electron injection layer EIL, an electron transport layer ETL and a hole blocking layer HBL. Figure 4 compared to, Figure 7 A cross-sectional view of a light emitting element ED illustrating an embodiment including a cover layer CPL on the second electrode EL2 .

[0122] The first electrode EL1 has conductivity (e.g., electrical conductivity). The first electrode EL1 may be formed of a metal material, a metal alloy and / or a conductive compound (e.g., a conductive compound). The first electrode EL1 may be an anode or a cathode. However, the embodiments of the present disclosure are not limited thereto. In some embodiments, the first electrode EL1 may be a pixel electrode. The first electrode EL1 may be a transmissive electrode, a semi-transmissive reflective electrode or a reflective electrode. The first electrode EL1 may include at least one selected from Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, W, In, Sn and Zn, selected from two or more compounds of these, selected from a mixture of two or more of these, or an oxide thereof.

[0123] 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 semi-transmissive reflective electrode or a reflective electrode, the first electrode EL1 may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, Mo, Ti, W, a compound or a mixture thereof (e.g., a mixture of Ag and Mg); or LiF / Ca (a stacking structure of LiF and Ca) or LiF / Al (a stacking structure of LiF and Al). In some embodiments, the first electrode EL1 may have a multilayer structure including a reflective film or a semi-transmissive reflective film formed of the materials described above, and a transparent conductive film formed of ITO, IZO, ZnO, ITZO, etc. For example, the first electrode EL1 may have a three-layer structure of ITO / Ag / ITO, but the embodiments of the present disclosure are not limited thereto. The embodiments of the present disclosure are not limited thereto, and the first electrode EL1 may include the metal material described above, a combination of at least two of the metal materials described above, an oxide of the metal material described above, etc. The thickness of the first electrode EL1 may be about 1000 Å. to about For example, the thickness of the first electrode EL1 may be about to about

[0124] The hole transport region HTR is provided on the first electrode EL1. 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, or an electron blocking layer EBL. The thickness of the hole transport region HTR may be, for example, about 100 Å. to about The emission assistance layer EAL may also be referred to as a buffer layer.

[0125] The hole transport region HTR may have a single layer formed of a single material, a single layer formed of a plurality of different materials, or a multi-layer structure including a plurality of layers formed of a plurality of different materials.

[0126] For example, the hole transport region HTR may have a single-layer structure of a hole injection layer HIL or a hole transport layer HTL, or may have a single-layer structure formed of a hole injection material and a hole transport material. In some embodiments, the hole transport region HTR may have a single-layer structure formed of a plurality of different materials, or a structure in which hole injection layer HIL / hole transport layer HTL, hole injection layer HIL / hole transport layer HTL / buffer layer, hole injection layer HIL / buffer layer, hole transport layer HTL / buffer layer, or hole injection layer HIL / hole transport layer HTL / electron blocking layer EBL are sequentially stacked from the first electrode EL1, but the embodiments of the present disclosure are not limited thereto.

[0127] The hole transport region HTR may be formed using various suitable methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB), inkjet printing, laser printing, and / or laser induced thermal imaging (LITI).

[0128] The hole transport region HTR may include a compound represented by the following Formula H-1:

[0129] Formula H-1

[0130]

[0131] In the above formula H-1, L 1 and L 2 Each of the subscripts a and b may be independently an integer from 0 to 10. In some embodiments, when a or b is an integer of 2 or more, multiple L 1 and L 2 Each may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0132] In formula H-1, Ar 1 and Ar 2 may be each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 3 It may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

[0133] The compound represented by the above formula H-1 may be a monoamine compound. In some embodiments, the compound represented by the above formula H-1 may be a diamine compound, wherein Ar 1 To Ar 3 At least one of them contains an amine group as a substituent. In some embodiments, the compound represented by the above formula H-1 can be in Ar 1 and Ar 2 A carbazole-based compound including a substituted or unsubstituted carbazole group in at least one of Ar 1 and Ar 2 A fluorene-based compound including a substituted or unsubstituted fluorene group in at least one of the foregoing.

[0134] The compound represented by formula H-1 may be represented by any one of the compounds in the following compound group H. However, the compounds listed in the following compound group H are examples, and the compound represented by formula H-1 is not limited to those represented by the following compound group H:

[0135] Compound Group H

[0136]

[0137] The hole transport region HTR may 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 -dimethylphenylbenzene-1,4-diamine) (DNTPD), 4,4',4"-[tri(3-methylphenyl)phenylamino]triphenylamine (m-MTDATA), 4,4',4"-tri(N,N-diphenylamino)triphenylamine (TDATA), 4,4',4"-tri[N-(2-naphthyl)-N-phenylamino]-triphenylamine (2-TNATA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / dodecylbenzenesulfonic acid (P ANI / 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 polyether ketone (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.

[0138] The hole transport region HTR may include carbazole-based derivatives (e.g., N-phenylcarbazole and / or polyvinylcarbazole), fluorene-based derivatives, triphenylamine-based derivatives (e.g., N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1-biphenyl]-4,4'-diamine (TPD) or 4,4',4"-tri(N-carbazolyl)triphenylamine (TCTA)), N,N'-di(naphthalene-l-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), 1,3-bis(N-carbazolyl)benzene (mCP), and the like.

[0139] In some embodiments, the hole transport region HTR may 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), or the like.

[0140] The hole transport region HTR may include the compound of the hole transport region described above 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.

[0141] The thickness of the hole transport region HTR may be about to about For example, about to about When the hole transport region HTR includes the hole injection layer HIL, the hole injection layer HIL may have, for example, about to about When the hole transport region HTR includes the hole transport layer HTL, the hole transport layer HTL may have a thickness of about to about For example, 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-described ranges, suitable or satisfactory hole transport properties may be achieved without a significant increase in driving voltage.

[0142] In addition to the materials described above, the hole transport region HTR may further include a charge generating material to increase conductivity (e.g., electrical 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 halogenated metal compound, a quinone derivative, a metal oxide, or a compound containing a cyano group, but the embodiments of the present disclosure are not limited thereto. For example, the p-dopant may include a metal halide compound (e.g., CuI and / or RbI), a quinone derivative (e.g., tetracyanoquinodimethane (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyanoquinodimethane (F4-TCNQ)), a metal oxide (e.g., tungsten oxide and / or molybdenum oxide), a cyano group-containing compound (e.g., dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN) and / or 4-[[2,3-bis[cyano-(4-cyano-2,3,5,6-tetrafluorophenyl)methylene]cyclopropylidene]-cyanomethyl]-2,3,5,6-tetrafluorobenzonitrile (NDP9)), etc., but the embodiments of the present disclosure are not limited thereto.

[0143] 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 the light emitted from the emission layer EML and can improve the light emission efficiency by controlling the hole charge balance. In some embodiments, the emission auxiliary layer EAL can prevent or reduce the injection of electrons into the hole transport region HTR. In the emission auxiliary layer EAL, a material that can be included in the hole transport region HTR may be included. The electron blocking layer EBL is a layer for preventing or reducing the injection of electrons from the electron transport region ETR to the hole transport region HTR.

[0144] In the light-emitting element ED of the embodiment, the emission layer EML may include a polycyclic compound according to the embodiment. In the light-emitting element ED of the embodiment, the emission layer EML may include a first compound as a polycyclic compound of the embodiment, and at least one of a second compound and a third compound. In some embodiments, in the light-emitting element ED of the embodiment, the emission layer EML may further include a fourth compound. The second compound may include a fused ring of three rings including nitrogen atoms as ring atoms. The third compound may include a hexagonal ring group including at least one nitrogen atom as a ring atom. The fourth compound may include an organic metal complex. The second to fourth compounds will be explained in more detail below.

[0145] In the description, the first compound may be referred to as the polycyclic compound of the embodiment. The polycyclic compound of the embodiment comprises a fused ring of five rings as a central structure, and the fused ring of the five rings comprises a heavy atom, a nitrogen (N) atom and a boron (B) atom as ring-forming atoms. The heavy atom contained in the polycyclic compound of the embodiment may be a sulfur (S) atom, an oxygen (O) atom and / or a selenium (Se) atom. The polycyclic compound of the embodiment may comprise a sulfur atom, an oxygen atom and / or a selenium atom as ring-forming atoms in the central structure of the fused ring of the five rings, and reverse intersystem crossing (RISC) may occur quickly. Therefore, it is possible to show a reduction characteristic of material degradation due to excitons. In the present description, the central structure of the fused ring of the five rings may be referred to as a "core part".

[0146] The polycyclic compound of the embodiment may include a fused structure of the first aromatic ring to the third aromatic ring via a heavy atom, a nitrogen atom and a boron atom. The first aromatic ring may be connected to the second aromatic ring via a boron atom and a heavy atom. The second aromatic ring may be connected to the third aromatic ring via a boron atom and a nitrogen atom. The second aromatic ring may be connected to all heavy atoms, boron atoms and nitrogen atoms. In some embodiments, the first aromatic ring to the third aromatic ring may be connected to a boron atom. The polycyclic compound of the embodiment may include a fused structure of any first derivative of the first aromatic ring and an indole derivative, an indene derivative, a 2,3-dihydrobenzofuran derivative and a 2,3-dihydrobenzothiophene derivative in the central structure of the fused ring of the five rings. The polycyclic compound of the embodiment includes a fused structure of the first aromatic ring and the first derivative, and the periphery of the heavy atom contained in the core part may be protected. In the polycyclic compound of the embodiment, the first derivative is fused to the core part, and the approach of another material (e.g., the interaction of another material with the polycyclic compound) is prevented or reduced, and therefore, the improved properties of material stability may be shown.

[0147] For example, if the indoline derivative is fused with the first aromatic ring, the polycyclic compound of the embodiment may include a carbazole moiety that shares a benzene ring with the first aromatic ring of the core part. The polycyclic compound of the embodiment may include a carbazole moiety, a fluorene moiety, a dibenzofuran moiety and / or a dibenzothiophene moiety derived from the first derivative. Each of the carbazole moiety, the fluorene moiety, the dibenzofuran moiety and the dibenzothiophene moiety may have a highest occupied molecular orbital (HOMO) energy level and a lowest unoccupied molecular orbital (LUMO) energy level, which is similar to multiple resonance, wherein more and less parts of the electron density between adjacent atoms are alternated (e.g., alternated with each other). Therefore, the polycyclic compound including a carbazole moiety, a fluorene moiety, a dibenzofuran moiety or a dibenzothiophene moiety in the core part may enhance the multiple resonance properties of the entire molecule.

[0148] The polycyclic compound of the embodiment may further include a substituent with a large steric hindrance effect, the substituent is additionally substituted at the first derivative fused to the core part (hereinafter referred to as the first spatial protection substituent), and therefore, the protection effect of the core part can be increased to further increase the material stability. In the polycyclic compound of the embodiment, if the first spatial protection substituent is connected to the first derivative fused to the core part, the molecular orbital distribution of the HOMO from the core part to the part connected to the first spatial protection substituent is expanded, and the f value can be increased. In some embodiments, in the polycyclic compound of the embodiment, the molecular orbital distribution of LUMO is located in the core part, and Dexter energy transfer can be reduced. Therefore, the increase in the triplet exciton concentration of the polycyclic compound of the embodiment can be suppressed or reduced, and the degradation of the material can be suppressed or reduced.

[0149] In the polycyclic compound of the embodiment, the biphenyl derivative can be substituted at the nitrogen atom of the central structure of the condensed ring of the five rings. Because the polycyclic compound of the embodiment contains a bulky substituent (hereinafter referred to as the second steric protection substituent) such as the biphenyl derivative in the core part, the intermolecular distance can be increased and the Dexter energy transfer can be reduced.

[0150] The light emitting element ED of the embodiment may include the polycyclic compound of the embodiment. The polycyclic compound of the embodiment may be represented by Formula 1.

[0151] Formula 1

[0152]

[0153] In Formula 1, X may be S, O or Se. Y may be NR 7 , S, O or CR 8 R 9 In the polycyclic compound represented by Formula 1, the benzene ring condensed with the heterocyclic ring including Y as a ring-forming atom may correspond to the above-mentioned first aromatic ring.

[0154] In formula 1, R 1 To R 6 and R and R are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 30 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. 3 May combine with adjacent groups to form a ring.

[0155] For example, R 1 and R 3and R are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 and R 3 and R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R , R 3 group, then two adjacent R 3 Can combine with each other to form a heterocyclic ring. In some embodiments, if R 1 and R 3 If substituted by different substituents, the substituents may be deuterium atoms, cyano groups, unsubstituted tert-butyl groups, unsubstituted phenyl groups, phenyl groups substituted by tert-butyl groups, unsubstituted biphenyl groups, unsubstituted carbazole groups, etc. However, the embodiments of the present disclosure are not limited thereto.

[0156] In the polycyclic compound of the embodiment represented by Formula 1, R 1 It may be a hydrogen atom or a deuterium atom, or may be represented by any one of SG1-1 to SG1-24 in Substituent Group 1. 3 It may be a hydrogen atom or a deuterium atom, or may be represented by any one of SG1-1 to SG1-25 in Substituent Group 1.

[0157] Substituent Group 1

[0158]

[0159]

[0160] In Substituent Group 1, "*-" is a position of connection to Formula 1, and "D" is a deuterium atom.

[0161] For example, R 2 It can be a hydrogen atom or a deuterium atom. 4 It may 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 2 to 30 ring carbon atoms. 4 It may be a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, a substituted or unsubstituted fluorenyl group or a substituted or unsubstituted xanthene group. 4If substituted by another substituent, the substituent may be a deuterium atom, an unsubstituted tert-butyl group, an unsubstituted phenyl group, etc. However, embodiments of the present disclosure are not limited thereto.

[0162] In the polycyclic compound of the embodiment represented by Formula 1, R 4 It may be a hydrogen atom or a deuterium atom, or represented by any one of SG2-1 to SG2-10 in Substituent Group 2. However, embodiments of the present disclosure are not limited thereto.

[0163] Substituent Group 2

[0164]

[0165] In substituent group 2, "*-" is a position of connection with Formula 1, and "D" is a deuterium atom.

[0166] For example, R 5 and R 6 and R and R are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. 5 and R 6 and R are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group. 5 and R 6 If the substituted ions are different from those in the embodiment of the present disclosure, the substituted ions may be deuterium atoms.

[0167] In formula 1, R 7 To R 9 Each of them may be independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 7 To R 9 R and R are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group. 8 and R 9 can be combined with each other to form a ring. The ring is connected by R 8 and R 9 The combination can form a spirocyclic structure.

[0168] In Formula 1, n1 may be an integer from 0 to 3, and n2 may be an integer from 0 to 2. n3, n4, and n5 may each independently be an integer from 0 to 4, and n6 may be an integer from 0 to 5.

[0169] If n1 is an integer of 2 or greater, then multiple R 1 For example, if n1 is 3, then R bonded to the second aromatic ring in a para-position relative to the boron atom of the core portion is 1 may be a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 30 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, and is bonded to the remaining two R 1 All of R may be hydrogen atoms or deuterium atoms. However, the embodiments of the present disclosure are not limited thereto, and the substituted R 1 The number and type (or species) of may vary according to the embodiment of the polycyclic compound.

[0170] In some embodiments, if n2 to n6 are integers of 2 or greater, then the plurality of R 2 To multiple R 6 Each may be all the same, or at least one of them may be different from the others.

[0171] In the polycyclic compound of the embodiment represented by Formula 1, at least one hydrogen atom may be substituted with a deuterium atom. In the embodiment, R 1 To R 6 At least one hydrogen atom in may be replaced by a deuterium atom. For example, R 1 To R 6 It may be a deuterium atom or a substituent containing a deuterium atom.

[0172] The polycyclic compound of the embodiment represented by Formula 1 can be represented by Formula 2. Formula 2 represents an embodiment in which a substituted or unsubstituted phenyl group is connected to a phenyl group connected to a nitrogen atom of a core part at an ortho position relative to the nitrogen atom of a core part. In the polycyclic compound of the embodiment represented by Formula 2, a second spatial protective substituent such as a substituted or unsubstituted terphenyl group is connected to a nitrogen atom of a core part, and a steric effect can be achieved, by which another material is difficult to approach a core part (for example, the steric effect makes it more difficult for another material to interact with the polycyclic compound). In some embodiments, at least one substituent in an alkyl group and an aryl group can be additionally introduced into a substituted or unsubstituted terphenyl group connected to a nitrogen atom of a core part. Therefore, the polycyclic compound of the embodiment can maximize or increase the protective effect of a core part.

[0173] In some embodiments, the boron atom contained in the core portion has an electron-deficient characteristic due to an empty p-orbital, and can easily combine with another nucleophilic agent and / or degrade in the element (e.g., free radicals, etc.). If the boron atom is bonded to and / or degraded with another nucleophilic agent, the boron atom having a triangular planar bonding structure in the core portion of the polycyclic compound can be deformed into a tetrahedral bonding structure, and this may become a factor in element degradation. In the polycyclic compound of the embodiment, the first derivative can be fused with the first aromatic ring, and a substituent that can provide a steric hindrance effect to the nitrogen atom of the core portion can be connected, and therefore, the empty p-orbital of the boron atom can be effectively protected, and the degradation phenomenon caused by the structural deformation of the material can be prevented or reduced.

[0174] Formula 2

[0175]

[0176] In formula 2, R s1 , R s2 and R s3 and R and R are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. s1 , R s2 and R s3 Can be each independently a hydrogen atom, a deuterium atom, an unsubstituted tert-butyl group or an unsubstituted phenyl group. In some embodiments, the polycyclic compound of the embodiment represented by Formula 2 can include a substituted or unsubstituted terphenyl group or an unsubstituted pentaphenyl group that can provide a steric hindrance effect for the nitrogen atom of the core part as a substituent.

[0177] In Formula 2, s1 may be an integer from 0 to 3, and s2 and s3 may each independently be an integer from 0 to 5. In Formula 2, if s1 to s3 are 0, the polycyclic compounds of the embodiment may be unreacted by R s1 , R s2 and R s3 If s1 to s3 are 2 or more, then multiple R s1 , multiple R s2 and multiple R s3 Each may all be the same, or at least one of them may be different from the rest.

[0178] In formula 2, for X, Y, R 1 To R 4 and n1 to n4, the same as explained with respect to Formula 1 can be applied.

[0179] In the embodiment, the polycyclic compound represented by Formula 1 can be represented by Formula 3. The polycyclic compound of the embodiment represented by Formula 3 may include a structure in which the first substituent and the second substituent are respectively connected to the second aromatic ring and the third aromatic ring of the core part. For example, each of the first substituent and the second substituent can be an amine group, an aryl group or a heteroaryl group. In the polycyclic compound of the embodiment, the first substituent can be connected to the second aromatic ring at the para position relative to the boron atom of the core part. In some embodiments, the second substituent can be connected to the third aromatic ring at at least one position in the meta position and the para position relative to the boron atom of the core part.

[0180] Formula 3

[0181]

[0182] In formula 3, R 11 , R 13 , R 31 and R 34 can each independently be a hydrogen atom or a deuterium atom. 12 It may be a substituted or unsubstituted amine group, 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. 12 It may correspond to the above-mentioned first substituent.

[0183] For example, R 12 It may be a substituted or unsubstituted carbazole group, a substituted or unsubstituted diphenylamine group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted acridine group, a substituted or unsubstituted phenoxazine group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted fluorenyl group. In the polycyclic compound represented by Formula 3 in one embodiment, R 12 It may be represented by any one of SG1-1 to SG1-24 in Substituent Group 1.

[0184] In formula 3, R 32 and R 33 Each of them may be independently a substituted or unsubstituted amine group, 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. 32 and R 33and R are each independently a substituted or unsubstituted carbazole group, a substituted or unsubstituted diphenylamine group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted acridine group, a substituted or unsubstituted phenoxazine group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted fluorenyl group. 32 and R 33 Each of the substituents SG1-1 to SG1-24 in the substituent group 1 may be independently represented by any one of SG1-1 to SG1-24. 32 and R 33 may correspond to the above-mentioned second substituent.

[0185] In some embodiments, R 32 and R 33 can combine with each other to form a ring. For example, R 32 and R 33 In the polycyclic compound of the embodiment represented by Formula 3, the substituent represented by SG1-25 in Substituent Group 1 may be connected to R 32 and R 33 at the location.

[0186] In the polycyclic compound of the embodiment represented by Formula 3, the same as explained with respect to Formula 1 may apply to X, Y, R 2 , R 4 To R 6 , n2 and n4 to n6.

[0187] The polycyclic compound of the embodiment includes a structure in which the first derivative is fused with the first aromatic ring around the heavy atom to protect the empty p-orbital of the boron atom contained in the core portion, and may include a structure in which the first spatial protection substituent is additionally introduced into the fused first derivative. The first spatial protection substituent may be a bulky substituent of an amine group, an alkyl group, an aryl group and / or a heteroaryl group. For example, the polycyclic compound of the embodiment represented by Formula 1 may be represented by Formula 4.

[0188] Formula 4

[0189]

[0190] In formula 4, R 41 , R 42 and R 44 R may each independently be a hydrogen atom or a deuterium atom. 43It may be a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 30 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.

[0191] For example, R 43 It can be a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, a substituted or unsubstituted fluorenyl group or a substituted or unsubstituted xanthene group. In some embodiments, R in Formula 4 43 It may be represented by any one of SG2-1 to SG2-10 in Substituent Group 2.

[0192] In the polycyclic compound of the embodiment represented by Formula 4, the same as explained with respect to Formula 1 may apply to X, Y, R 1 To R 3 , R 5 , R 6 , n1 to n3, n5 and n6.

[0193] The polycyclic compound of the embodiment represented by Formula 1 can be represented by any one of Formulas 5-1 to 5-4. Formulas 5-1 to 5-4 are embodiments in which the type (or kind) of the first derivative fused with the first aromatic ring, the type (or kind) of the substituent substituted at the first derivative, and the substituent connected to the nitrogen atom of the core portion are embodied.

[0194] Formula 5-1

[0195]

[0196] Formula 5-2

[0197]

[0198] Formula 5-3

[0199]

[0200] Formula 5-4

[0201]

[0202] In Formula 5-1 to Formula 5-4, R i1 To R i3 , R j1 To R j3 , R k1 To R k3 and R l1 To R l3and R and R are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. i1 To R i3 , R j1 To R j3 , R k1 To R k3 and R l1 To R l3 and R are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted tert-butyl group, or a substituted or unsubstituted phenyl group. i1 To R i3 , R j1 To R j3 , R k1 To R k3 and R l1 To R l3 substituted by a different substituent, the substituent may be a deuterium atom. In some embodiments, the polycyclic compound of the embodiment may include a structure in which a substituted or unsubstituted terphenyl group, or a substituted or unsubstituted pentphenyl group is linked to a nitrogen atom of the core portion.

[0203] In Formula 5-1 to Formula 5-4, i1, j1, k1 and l1 may each independently be an integer from 0 to 3, and i2, i3, j2, j3, k2, k3, l2 and l3 may each independently be an integer from 0 to 5. If i1, j1, k1, l1, i2, i3, j2, j3, k2, k3, l2 and l3 are integers of 2 or more, then the plurality of R i1 To multiple R i3 , multiple R j1 To multiple R j3 , multiple R k1 To multiple R k3 and multiple R l1 To multiple R l3 Each may all be the same, or at least one of them may be different from the rest.

[0204] In Formula 5-1 to Formula 5-4, i4, j4, k4 and l4 may each independently be an integer of 0 to 3. i4 , R j4 , R k4 and R l4 can be independently a hydrogen atom or a deuterium atom. If i4, j4, k4 and l4 are integers of 2 or greater, then multiple R i4 , multiple R j4 , multiple R k4 and multiple R l4The groups may all be identical, or at least one of them may be different from the rest.

[0205] In some embodiments, in Formula 5-1 to Formula 5-4, R i5 , R j5 , R k5 and R l5 and R 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 2 to 30 ring carbon atoms. i5 , R j5 , R k5 and R l5 and R are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted fluorenyl group, or a substituted or unsubstituted carbazole group. i5 , R j5 , R k5 and R l5 If each of is substituted, the substituent may be a deuterium atom, an unsubstituted tert-butyl group, an unsubstituted phenyl group, etc. However, embodiments of the present disclosure are not limited thereto.

[0206] In the polycyclic compounds represented by Formula 5-1 to Formula 5-4, R i5 , R j5 , R k5 and R l5 Each may be independently a hydrogen atom or a deuterium atom, or represented by any one of SG2-1 to SG2-10 in Substituent Group 2. However, embodiments of the present disclosure are not limited thereto.

[0207] In the polycyclic compound represented by Formula 5-1, R 7a To R 7e and R and R are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 15 ring carbon atoms. 7a To R 7e They may each independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted tert-butyl group, or a substituted or unsubstituted phenyl group.

[0208] In the polycyclic compound represented by Formula 5-4, R 8a and R 9a Each of them may be independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. 8a and R 9acan each independently be a substituted or unsubstituted phenyl group. 8a and R 9a can be combined with each other to form a ring. In Formula 5-4, R 8a and R 9a The rings formed by combining with each other can form a spirocyclic structure.

[0209] The polycyclic compound of the embodiment may be represented by any one of the compounds in compound group 1. The light emitting element ED according to the embodiment may include at least one of the compounds in compound group 1. In compound group 1, D is a deuterium atom.

[0210] Compound Group 1

[0211]

[0212]

[0213]

[0214]

[0215]

[0216]

[0217]

[0218]

[0219]

[0220]

[0221]

[0222]

[0223]

[0224]

[0225]

[0226] In the polycyclic compound of the embodiment, the emission spectrum can show a half-maximum full width of about 10 to 50nm, or, for example, a half-maximum full width of about 20 to 40nm. The emission spectrum of the polycyclic compound of the embodiment of the present disclosure can have a half-maximum full width of the above range, and can show excellent optical properties. For example, if the polycyclic compound of the embodiment is used as a dopant material for a light-emitting element, the luminous efficiency and service life of the light-emitting element can be improved.

[0227] The polycyclic compound of the embodiment can be used as a material for delayed fluorescence. For example, the polycyclic compound of the embodiment can be used as a material for thermally activated delayed fluorescence. The polycyclic compound of the embodiment can be used as a material for having a difference (ΔE) between the lowest triplet excitation energy level (T1) and the lowest singlet excitation energy level (S1) of about 0.2 eV or less. ST ) of thermally activated delayed fluorescence materials. ST ) characteristics, RISC can occur rapidly in the polycyclic compound of the embodiment, and therefore, material degradation caused by excitons can be reduced and excellent material stability can be exhibited.

[0228] The light emitting element of the embodiment including the polycyclic compound according to the embodiment can show high efficiency and long life characteristics. The light emitting element of the embodiment including the polycyclic compound of the embodiment has improved material stability in the emission layer and can show excellent life characteristics.

[0229] In the light emitting element according to the embodiment, the emission layer EML may be a delayed fluorescence emission layer including a host and a dopant. In some embodiments, the emission layer EML may emit thermally activated delayed fluorescence (TADF). The polycyclic compound of the embodiment may be a thermally activated delayed fluorescence dopant.

[0230] The emission layer EML may include the polycyclic compound of the embodiment as a dopant. The polycyclic compound of the embodiment may emit blue light. For example, the polycyclic compound of the embodiment may be a luminescent material having an emission center wavelength in a wavelength region of about 430nm to about 490nm. The polycyclic compound of the embodiment may be a luminescent material having an emission center wavelength in a wavelength region of about 450nm to about 470nm.

[0231] In the embodiment, the emission layer EML includes the polycyclic compound of the embodiment and may include at least one of the second compound to the fourth compound. In the embodiment, the emission layer EML may include the second compound represented by Formula HT-1. For example, the second compound may be used as a hole transport host material of the emission layer EML.

[0232] Formula HT-1

[0233]

[0234] In formula HT-1, A 1 To A 8 Can be N or CR independently 51 For example, all A 1 To A 8 Can be CR 51 In some embodiments, A 1 To A 8 Any one of them can be N, and the rest can be CR 51 .

[0235] In formula HT-1, L 1 It may be a direct bond, 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. 1 It may be a direct bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted divalent biphenyl group, a substituted or unsubstituted divalent carbazole group, or the like, but embodiments of the present disclosure are not limited thereto.

[0236] In formula HT-1, Y a Can be direct key, CR 52 R 53 or SiR 54 R 55 In some embodiments, this may mean that the two benzene rings connected to the nitrogen atom in formula HT-1 are connected via a direct bond, In formula HT-1, when Y a When it is a direct bond, the second compound represented by Formula HT-1 may include a carbazole moiety, and —* indicates a position to be connected.

[0237] In formula HT-1, Ar 1 It may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 It may be a substituted or unsubstituted carbazole group, a substituted or unsubstituted dibenzofuran group, a substituted or unsubstituted dibenzothiophene group, a substituted or unsubstituted biphenyl group, or the like, but the embodiments of the present disclosure are not limited thereto.

[0238] In formula HT-1, R 51 To R 55and R and R are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron 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 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms. In some embodiments, R 51 To R 55 Each of R may be bonded to an adjacent group to form a ring. 51 To R 55 R may each independently be a hydrogen atom or a deuterium atom. 51 To R 55 Each may independently be an unsubstituted methyl group or an unsubstituted phenyl group.

[0239] In the embodiment, the second compound represented by Formula HT-1 may be represented by any one of the compounds represented by the following Compound Group 2. The emission layer EML may include at least one of the compounds represented by Compound Group 2 as a hole transport host material.

[0240] Compound Group 2

[0241]

[0242]

[0243]

[0244] In the embodiment compounds presented in compound group 2, "D" may mean a deuterium atom, and "Ph" may mean a substituted or unsubstituted phenyl group. For example, in the embodiment compounds presented in compound group 2, "Ph" may mean an unsubstituted phenyl group.

[0245] In the embodiment, the emission layer EML may include a third compound represented by the following Formula ET-1. For example, the third compound may be used as an electron transport host material for the emission layer EML.

[0246] Formula ET-1

[0247]

[0248] In formula ET-1, X 1 To X 3 At least one of them is N, and the rest are CR 56 For example, X 1 To X3 Any one of them can be N, and the others can each independently be CR 56 In some embodiments, the third compound represented by Formula ET-1 may include a pyridine moiety. In some embodiments, X 1 To X 3 Two of them can be N, and the rest can be CR 56 In some embodiments, the third compound represented by Formula ET-1 may include a pyrimidine moiety. In some embodiments, X 1 To X 3 All may be N. In some embodiments, the third compound represented by Formula ET-1 may include a triazine moiety.

[0249] In formula ET-1, R 56 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 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms.

[0250] In Formula ET-1, b1 to b3 may each independently be an integer of 0 to 10.

[0251] In formula ET-1, Ar 2 To Ar 4 Each of them 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 aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 2 To Ar 4 Each may independently be a substituted or unsubstituted phenyl group or a substituted or unsubstituted carbazole group.

[0252] In formula ET-1, L 2 To L 4 and L may be independently a direct bond, 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. 2 To L 4 Each may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0253] In the embodiment, the third compound may be represented by any one of the compounds of the following compound group 3. The light emitting element ED of the embodiment may include any one of the compounds of the following compound group 3.

[0254] Compound Group 3

[0255]

[0256]

[0257]

[0258]

[0259]

[0260] An exciplex may be formed by a hole transporting host and an electron transporting host. In some embodiments, the triplet energy level of the exciplex formed by a hole transporting host and an electron transporting host may correspond to the difference between the lowest unoccupied molecular orbital (LUMO) energy level of the electron transporting host and the highest occupied molecular orbital (HOMO) energy level of the hole transporting host.

[0261] For example, the absolute value of the triplet energy level (T1) of the exciplex formed by the hole transport host and the electron transport host can be about 2.4 eV to about 3.0 eV. In some embodiments, the triplet energy level of the exciplex can be a value less than the energy gap of each host material. The exciplex can have a triplet energy level of about 3.0 eV or less than 3.0 eV, which is the energy gap between the hole transport host and the electron transport host.

[0262] In an embodiment, in addition to the first to third compounds described above, the emission layer EML may further include a fourth compound. The fourth compound may be used as a phosphorescence sensitizer of the emission layer EML. Energy may be transferred from the fourth compound to the first compound, thereby emitting light.

[0263] For example, the emission layer EML may include an organic metal complex including platinum (Pt) as a central metal atom and a ligand connected to the central metal atom as the fourth compound. The emission layer EML in the light-emitting element ED of the embodiment may include a compound represented by the following formula D-1 as the fourth compound:

[0264] Formula D-1

[0265]

[0266] In formula D-1, Q 1 To Q 4 can each independently be C or N.

[0267] In Formula D-1, C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms.

[0268] In formula D-1, L 11 To L 13 Can be directly connected, *-O-*, *-S-*, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, 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. 11 To L 13 In the above, “-*” means the site of connection to C1 to C4.

[0269] In formula D-1, b1 to b3 may each independently be 0 or 1. If b1 is 0, C1 and C2 may not be connected to each other. If b2 is 0, C2 and C3 may not be connected to each other. If b3 is 0, C3 and C4 may not be connected to each other.

[0270] In formula D-1, R 61 To R 66 and R and R are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron 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 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms. In some embodiments, R 61 To R 66 Each of R may be bonded to an adjacent group to form a ring. 61 To R 66 Each may independently be a substituted or unsubstituted methyl group, or a substituted or unsubstituted tert-butyl group.

[0271] In Formula D-1, d1 to d4 may each independently be an integer of 0 to 4. In Formula D-1, if each of d1 to d4 is 0, the fourth compound may not be R 61 To R 64 Each of d1 to d4 is 4 and R 61 To R 64The embodiment in which each of d1 to d4 is a hydrogen atom may be the same as the embodiment in which each of d1 to d4 is 0. When each of d1 to d4 is an integer of 2 or greater, the plurality of R 61 To multiple R 64 Can be the same, or multiple R 61 To multiple R 64 At least one of may be different from the others.

[0272] In formula D-1, C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring represented by any one of the following C-1 to C-4:

[0273]

[0274] In C-1 to C-4, P 1 Can be C-* or CR 74 , P 2 Can be N-* or NR 81 , P 3 Can be N—* or NR 82 , and P 4 Can be C—* or CR 88 . R 71 To R 88 Each is independently a substituted or unsubstituted alkyl group having 1 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.

[0275] In some embodiments, in C-1 to C-4, corresponds to the portion connected to Pt as the central metal atom, and “—·” corresponds to the portion connected to the adjacent cyclic group (C1 to C4) or linker (L 11 To L 13 ) part.

[0276] The emission layer EML of the embodiment may include a first compound and at least one of a second compound to a fourth compound. For example, the emission layer EML may include a first compound, a second compound, and a third compound. In the emission layer EML, the second compound and the third compound may form an exciplex, and energy may be transferred from the exciplex to the first compound, thereby causing emission of light.

[0277] In some embodiments, the emission layer EML may include a first compound, a second compound, a third compound, and a fourth compound. In the emission layer EML, the second compound and the third compound may form an exciplex, and energy may be transferred from the exciplex to the fourth compound and the first compound, thereby emitting light. In the embodiment, the fourth compound may be a sensitizer. The fourth compound included in the emission layer EML in the light-emitting element ED of the embodiment may be used as a sensitizer to transfer energy from the host to the first compound as a light-emitting dopant. In some embodiments, the fourth compound acting as an auxiliary dopant accelerates the energy transfer to the first compound as a light-emitting dopant, thereby increasing the emission ratio of the first compound. Therefore, the emission layer EML of the embodiment can improve the luminous efficiency. In some embodiments, when the energy transfer to the first compound is increased, the excitons formed in the emission layer EML are not accumulated inside the emission layer EML and emit light quickly, and thus the degradation of the device can be reduced. Therefore, the service life of the light-emitting element ED of the embodiment can be increased.

[0278] The light-emitting element ED of the embodiment may include all of the first compound, the second compound, the third compound and the fourth compound, and the emission layer EML may include a combination of two host materials and two dopant materials. In the light-emitting element ED of the embodiment, the emission layer EML may include in parallel (e.g., simultaneously) the second compound and the third compound as two different hosts, the first compound emitting delayed fluorescence, and the fourth compound including an organic metal complex, thereby exhibiting excellent luminous efficiency characteristics.

[0279] In the embodiment, the fourth compound represented by Formula D-1 may be represented by at least one of the compounds represented by the following Compound Group 4. The emission layer EML may include at least one of the compounds represented by Compound Group 4 as a sensitizer material.

[0280] Compound Group 4

[0281]

[0282]

[0283] In the embodiment compounds presented in compound group 4, "D" means a deuterium atom.

[0284] When the emission layer EML in the light-emitting element ED of the embodiment includes all the first compound, the second compound and the third compound, the content of the first compound can be about 0.1wt% to about 5wt% relative to the total weight of the first compound, the second compound and the third compound. However, the embodiments of the present disclosure are not limited thereto. When the content of the first compound satisfies the above ratio, the energy transfer from the second compound and the third compound to the first compound can be increased, and thus the luminous efficiency and the device service life can be increased.

[0285] The content of the second compound and the third compound in the emission layer EML may be the remainder excluding the weight of the first compound. For example, the content of the second compound and the third compound in the emission layer EML may be about 65 wt % to about 95 wt % relative to 100 wt % of the total weight of the first compound, the second compound and the third compound.

[0286] A weight ratio of the second compound to the third compound may be about 3:7 to about 7:3 in the total weight of the second compound and the third compound.

[0287] When the contents of the second compound and the third compound satisfy the ratio described above, the charge balance characteristics in the emission layer EML are improved, and thus the luminous efficiency and the device lifespan can be increased. When the contents of the second compound and the third compound deviate from the ratio range described above, the charge balance in the emission layer EML is destroyed, and thus the luminous efficiency may be reduced and the device may be easily degraded.

[0288] When the emission layer EML includes a fourth compound, the content of the fourth compound in the emission layer EML may be about 4 wt% to about 30 wt% relative to the total weight of the first compound, the second compound, the third compound, and the fourth compound. However, the embodiments of the present disclosure are not limited thereto. When the content of the fourth compound satisfies the above content, the energy transfer from the host to the first compound as a light-emitting dopant can be increased, so that the luminescence rate can be increased, and thus the luminous efficiency of the emission layer EML can be improved. When the first compound, the second compound, the third compound, and the fourth compound contained in the emission layer EML meet the content ratio range described above, excellent luminous efficiency and long service life can be achieved.

[0289] An emission layer EML is provided on the hole transport region HTR. The emission layer EML may have, for example, about to about or about to about The emission layer EML may have a single layer formed of a single material, a single layer formed of a plurality of different materials, or a multilayer structure having a plurality of layers formed of a plurality of different materials.

[0290] exist Figures 3 to 7 In the light emitting element ED of the embodiment shown in , the emission layer EML may include the polycyclic material of the embodiment as a dopant. Figures 3 to 7 In the light emitting element ED of the embodiment shown in FIG. 1 , the emission layer EML may include the first compound as the polycyclic compound of the embodiment, and may include at least one of the second compound represented by Formula HT-1 and the third compound represented by Formula ET-1. Figures 3 to 7 In the light-emitting element ED of the embodiment shown in , the emission layer EML may include a first compound as a polycyclic compound of the embodiment, and may include at least one of a second compound represented by formula HT-1, a third compound represented by formula ET-1, and a fourth compound represented by formula D-1.

[0291] In the light emitting element ED of the embodiment, the emission layer EML may include an anthracene derivative, a pyrene derivative, a fluoranthene derivative, In some embodiments, the emission layer EML may include anthracene derivatives and / or pyrene derivatives.

[0292] exist Figure 3-Figure 7 In the light-emitting element ED of each embodiment illustrated in the drawings, the emission layer EML may further include any suitable host and dopant used in the art in addition to the host and dopant described above, and for example, the emission layer EML may include a compound represented by the following formula E-1. The compound represented by the following formula E-1 may be used as a fluorescent host material.

[0293] Formula E-1

[0294]

[0295] In formula E-1, R 31 To R 40 may each 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-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 some embodiments, R 31 To R 40 It may be bonded to an adjacent group to form a saturated hydrocarbon ring or an unsaturated hydrocarbon ring, a saturated heterocyclic ring or an unsaturated heterocyclic ring.

[0296] In Formula E-1, c and d may each independently be an integer of 0 to 5.

[0297] Formula E-1 can be represented by any one of the following compounds E1 to E19:

[0298]

[0299]

[0300] In the embodiment, the emission layer EML may include a compound represented by the following Formula E-2a or Formula E-2b. The compound represented by the following Formula E-2a or Formula E-2b may be used as a phosphorescent host material.

[0301] Formula E-2a

[0302]

[0303] In Formula E-2a, a may be an integer from 0 to 10, and L a It may be a direct bond, 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. In some embodiments, when a is an integer of 2 or greater, multiple L a Each may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0304] In some embodiments, in Formula E-2a, A 1 To A 5 Can be N or CR independently i . R a To R i Each may 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 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. a To R i It may be bonded to an adjacent group to form a hydrocarbon ring or a heterocyclic ring containing N, O, S, etc. as a ring-constituting atom.

[0305] In some embodiments, in Formula E-2a, selected from A 1 To A 5Two or three of them can be N, and the rest can be CR i .

[0306] Formula E-2b

[0307]

[0308] In Formula E-2b, Cbz1 and Cbz2 may each independently be an unsubstituted carbazole group or a carbazole group substituted with an aryl group having 6 to 30 ring carbon atoms. b is a direct bond, 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. In some embodiments, b is an integer from 0 to 10, and when b is an integer of 2 or greater, multiple L b Each may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0309] The compound represented by Formula E-2a or Formula E-2b may be represented by any one of the compounds in the following Compound Group E-2. However, the compounds listed in the following Compound Group E-2 are examples, and the compounds represented by Formula E-2a or Formula E-2b are not limited to those presented in the following Compound Group E-2.

[0310] Compound Group E-2

[0311]

[0312]

[0313] The emission layer EML may further include any suitable material generally used in the art as a host material. For example, the emission layer EML may include at least one of bis(4-(9H-carbazol-9-yl)phenyl)diphenylsilane (BCPDS), (4-(1-(4-(diphenylamino)phenyl)cyclohexyl)phenyl)diphenyl-phosphine oxide (POPCPA), bis[2-(diphenylphosphino)phenyl]ether oxide (DPEPO), 4,4'-bis(N-carbazyl)-1,1'-biphenyl (CBP), 1,3-bis(N-carbazyl)benzene (mCP), 2,8-bis(diphenylphosphoryl)dibenzo[b,d]furan (PPF), 4,4',4"-tri(carbazol-9-yl)-triphenylamine (TCTA), and 1,3,5-tri(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi) as a host material. However, embodiments of the present disclosure are not limited thereto, and for example, tris(8-hydroxyquinolinolato)aluminum (Alq3 ), 9,10-di(naphthalene-2-yl)anthracene (ADN), 2-tert-butyl-9,10-di(naphthalene-2-yl)anthracene (TBADN), distyryl arylide (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 (DPSiO 3 ), octaphenylcyclotetrasiloxane (DPSiO 4 ) etc. as the main material.

[0314] The emission layer EML may include a compound represented by the following Formula Ma. The compound represented by the following Formula Ma may be used as a phosphorescent dopant material.

[0315] Formula Ma

[0316]

[0317] In the above formula Ma, Y 1 To Y 4 and Z 1 To Z 4 Can be CR independently 1 or N, R 1 To R 4 Each independently may 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 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 Ma, m is 0 or 1, and n is 2 or 3. In formula Ma, when m is 0, n is 3, or when m is 1, n is 2.

[0318] The compound represented by the formula Ma may be used as a phosphorescent dopant.

[0319] The compound represented by the formula Ma may be represented by any one of the following compounds M-a1 to M-a25. However, the following compounds M-a1 to M-a25 are examples, and the compound represented by the formula Ma is not limited to those represented by the following compounds M-a1 to M-a25.

[0320]

[0321]

[0322] The emission layer EML may include a compound represented by any one of the following Formulas Fa to Fc. The compounds represented by the following Formulas Fa to Fc may be used as a fluorescent dopant material.

[0323] Formula

[0324]

[0325] In the above formula Fa, R a To R j The two of them can be independently *—NAr 1 Ar 2 Replace. a To R j The unrecognized in the 1 Ar 2 The remainder of the substitution may be independently 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. —* refers to the position to be connected.

[0326] In *—NAr 1 Ar 2 in Ar 1 and Ar 2 Each of them may be independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 and Ar 2 At least one of may be a heteroaryl group containing O and / or S as ring-forming atoms.

[0327] Formula Fb

[0328]

[0329] In the above formula Fb, R a and R b Each may independently be 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 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. Ar 1 To Ar 4Each may 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.

[0330] In Formula Fb, U and V may each independently be a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms. 1 To Ar 4 At least one of may be a heteroaryl group containing O or S as a ring-forming atom.

[0331] In formula Fb, the number of rings represented by U and V may be 0 or 1 independently of each other. For example, in formula Fb, it means that when the number of U or V is 1, one ring constitutes a fused ring at the portion indicated by U or V, and when the number of U or V is 0, there is no ring indicated by U or V. In some embodiments, 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 fused ring with a fluorene core in formula Fb may be a cyclic compound with four rings. In some embodiments, when each number of U and V is 0, the fused ring with a fluorene core in formula Fb may be a cyclic compound with three rings. In some embodiments, when each number of U and V is 1, the fused ring with a fluorene core in formula Fb may be a cyclic compound with five rings.

[0332] Formula Fc

[0333]

[0334] In Formula Fc, A 1 and A 2 can be independently O, S, Se or NR 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. 1 To R 11 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted boryl 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-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or is bonded to an adjacent group to form a ring.

[0335] In Formula Fc, A 1 and A 2 can each independently bond to the substituents of the adjacent rings to form a fused ring. 1 and A 2 Each is independently NR m When A 1 Can be bonded to R 4 or R 5 To form a ring. In some embodiments, A 2 Can be bonded to R 7 or R 8 to form a ring.

[0336] In an embodiment, the emission layer EML may further include a styryl derivative (e.g., 1,4-bis[2-(3-N-ethylcarbazolyl)vinyl]benzene (BCzVB), 4-(di-p-tolylamino)-4'-[(di-p-tolylamino)styryl]phenylene (DPAVB), and N-(4-((E)-2-(6-((E)-4-(diphenylamino)styryl)naphthalene-2-yl)vinyl) As dopant materials, 4,4'-bis[2-(4-(N,N-diphenylamino)phenyl)vinyl]biphenyl (DPAVBi), perylene and / or its derivatives (e.g., 2,5,8,11-tetra-tert-butylperylene (TBP)), pyrene and / or its derivatives (e.g., 1,1'-dipyrene, 1,4-dipyrenylbenzene, 1,4-bis(N,N-diphenylamino)pyrene) and the like can be used.

[0337] The emission layer EML may further include any suitable phosphorescent dopant material used in the art. For example, a metal complex comprising 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. In some embodiments, bis (4,6-difluorophenylpyridinyl-N, C2') iridium (III) picolinate (FIrpic), bis (2,4-difluorophenylpyridinyl)-tetrakis (1-pyrazolyl) borate iridium (III) (FIr6) and / or octaethylporphyrin platinum (PtOEP) may be used as a phosphorescent dopant. However, the embodiments of the present disclosure are not limited thereto.

[0338] The emission layer EML may include a quantum dot material. The core of the quantum dot may be selected from II-VI group compounds, III-VI group compounds, I-III-VI group compounds, III-V group compounds, III-II-V group compounds, IV-VI group compounds, IV group elements, IV group compounds or combinations thereof.

[0339] The II-VI compound may be selected from the group consisting of a binary compound selected from the group consisting of CdSe, CdTe, CdS, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS and mixtures thereof, a ternary compound selected from the group consisting of CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS , CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS and mixtures thereof, and a quaternary compound selected from the group consisting of HgZnTeS, CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and mixtures thereof.

[0340] III-VI compounds may include: binary compounds, such as In 2 S 3 and / or In 2 Se 3 ; Ternary compounds, such as InGaS 3 and / or InGaSe 3 ; or any combination thereof.

[0341] The I-III-VI group compound may be selected from: a ternary compound selected from AgInS, AgInS 2 、CuInS、CuInS 2 、AgGaS 2 、CuGaS 2 、CuGaO 2 、AgGaO 2 、AgAlO 2 and mixtures thereof; and / or quaternary compounds such as AgInGaS 2 and / or CuInGaS 2 .

[0342] The III-V compound may be selected from the group consisting of: a binary compound selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb and a mixture thereof; a ternary compound selected from the group consisting of GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, InPSb and a mixture thereof; and a quaternary compound selected from the group consisting of GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb and a mixture thereof. In some embodiments, the III-V group compound may further include a II group metal. For example, InZnP or the like may be selected as the III-II-V group compound.

[0343] The IV-VI compound may be selected from the group consisting of: a binary compound selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe, and mixtures thereof; a ternary compound selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, and mixtures thereof; and a quaternary compound selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe, and mixtures thereof. The IV group element may be selected from the group consisting of Si, Ge, and mixtures thereof. The IV group compound may be a binary compound selected from the group consisting of SiC, SiGe, and mixtures thereof.

[0344] Each element contained in the multi-component compound (e.g., binary compound, ternary compound, and / or quaternary compound) may be present in the particle in a uniform concentration distribution or a non-uniform concentration distribution. In some embodiments, the formula means the type (or kind) of element contained in the compound, and the ratio of elements in the compound may be different. For example, AgInGaS 2 Can mean AgIn x Ga 1-x S 2 (where x is a real number between 0 and 1).

[0345] In some embodiments, the quantum dot may have a single structure or a core-shell dual structure, wherein the concentration of each element contained in the quantum dot is uniform (e.g., substantially uniform). For example, the material contained in the core may be different from the material contained in the shell.

[0346] The shell of the quantum dot can act as a protective layer to prevent or reduce chemical denaturation of the core to maintain semiconductor properties, and / or can act as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be a single layer or multiple layers. The interface between the core and the shell can have a concentration gradient, wherein the concentration of the element present in the shell becomes lower along the direction toward the center of the core.

[0347] In some embodiments, the quantum dot may have a core-shell dual structure as described above, comprising a core containing nanocrystals and a shell surrounding the core. Examples of the shell of the quantum dot may include metal and / or nonmetal oxides, semiconductor compounds, or combinations thereof.

[0348] For example, oxides of metals and / or non-metals may be materials such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 and / or binary compounds of NiO, and / or such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 and / or CoMn 2 O 4 ternary compound, but the embodiments of the present disclosure are not limited thereto.

[0349] In addition, 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 the embodiments of the present disclosure are not limited thereto.

[0350] Each element contained in the polynary compound (e.g., binary compound and / or ternary compound) may be present in the particle in a uniform concentration distribution or a non-uniform concentration distribution. For example, the formula means the type (or kind) of the element contained in the compound, and the ratio of the elements in the compound may be different.

[0351] The quantum dots can have a full width at half maximum (FWHM) of a light emission wavelength spectrum of about 45 nm or less, about 40 nm or less, or, for example, about 30 nm or less, and can improve color purity and / or color reproducibility in the above ranges. In some embodiments, the light emitted by such quantum dots is emitted in all (or substantially all) directions, so that a wide viewing angle can be improved.

[0352] And the form of quantum dots is not particularly limited, and may be any suitable form commonly used in the art, and for example, quantum dots in the form of spherical, pyramidal, multi-armed and / or cubic nanoparticles, nanotubes, nanowires, nanofibers, nanoplates, etc. may be used.

[0353] When adjusting the size of the quantum dot or adjusting the ratio of elements in the quantum dot compound, the band gap can be controlled, and therefore various suitable wavelength ranges of light can be obtained in the quantum dot emission layer. Therefore, quantum dots as above are used (using different sizes of quantum dots or different ratios of elements in quantum dot compounds), and therefore a light-emitting element emitting light of various suitable wavelengths can be realized. In some embodiments, the size of the quantum dot and / or the adjustment of the ratio of elements in the quantum dot compound can be selected to emit red light, green light, and / or blue light. In some embodiments, quantum dots can be configured to emit white light by combining various suitable colors of light.

[0354] exist Figure 3-Figure 7 In each of the light emitting elements ED of the embodiment illustrated in , an electron transport region ETR is provided on the emission layer EML. The electron transport region ETR may include at least one of a hole blocking layer HBL, an electron transport layer ETL, and an electron injection layer EIL, but the embodiments of the present disclosure are not limited thereto.

[0355] The electron transport region ETR may have a single layer formed of a single material, a single layer formed of a plurality of different materials, or a multilayer structure including a plurality of layers formed of a plurality of different materials.

[0356] For example, the electron transport region ETR may have a single-layer structure of an electron injection layer EIL or an electron transport layer ETL, and may have a single-layer structure formed of an electron injection material and an electron transport material. In some embodiments, the electron transport region ETR may have a single-layer structure formed of a plurality of different materials, or may have a structure in which an electron transport layer ETL / electron injection layer EIL, a hole blocking layer HBL / electron transport layer ETL / electron injection layer EIL are sequentially stacked from the emission layer EML, but the embodiments of the present disclosure are not limited thereto. The electron transport region ETR may have, for example, about to about Thickness.

[0357] The electron transport region ETR may be formed using various suitable methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) method, inkjet printing, laser printing and / or laser induced thermal imaging (LITI) method.

[0358] The electron transport region ETR may include a compound represented by the following formula ET-2:

[0359] Formula ET-2

[0360]

[0361] In formula ET-2, X 1 To X 3 At least one of them is N, and the rest are CR a . 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. 1 To Ar 3 Each may 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.

[0362] In Formula ET-2, a to c may each independently be an integer from 0 to 10. In Formula ET-2, L 1 To L 3 Each of a to c is independently a direct bond, 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. In some embodiments, when a to c are each independently an integer of 2 or greater, L1 To L 3 Each may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0363] The electron transport region ETR may include an anthracene-based compound. However, the embodiments of the present disclosure are not limited thereto, but the electron transport region ETR may include, for example, tris(8-hydroxyquinolinato)aluminum (Alq 3 ), 1,3,5-tris[(3-pyridyl)-phenyl-3-yl]benzene, 2,4,6-tris(3'-(pyridin-3-yl)biphenyl-3-yl)-1,3,5-triazine, 2-(4-(N-phenylbenzimidazol-1-yl)phenyl)-9,10-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 (Bp hen), 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ), 4-(naphthalen-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (tBu-PBD), bis(2-methyl-8-quinolinolato-N1,O8)-(1,1'-biphenyl-4-ato)aluminum (BAlq), bis(benzoquinolinolato-10-atoberyllium) (Bebq 2 ), 9,10-di(naphthalene-2-yl)anthracene (ADN), 1,3-bis[3,5-di(pyridin-3-yl)phenyl]benzene (BmPyPhB), or a mixture thereof.

[0364] The electron transport region ETR may include at least one of the following compounds ET1 to ET36.

[0365]

[0366]

[0367]

[0368] In some embodiments, the electron transport region ETR may include a metal halide (e.g., LiF, NaCl, CsF, RbCl, RbI, CuI, and / or KI), a lanthanide metal (e.g., Yb), and a co-deposited material of a metal halide and a lanthanide metal. For example, the electron transport region ETR may include KI:Yb, RbI:Yb, LiF:Yb, etc. as a co-deposited material. In some embodiments, the electron transport region ETR may use a metal halide such as Li2 O and / or BaO metal oxide and / or 8-hydroxy-quinoline lithium (Liq) etc. are formed, but the embodiments of the present disclosure are not limited thereto. The electron transport region ETR can also be formed by a mixture material of an electron transport material and an insulating organic metal salt (e.g., an electrically insulating organic metal salt). The organic metal salt can be a material having an energy band gap of about 4 eV or greater than 4 eV. In some embodiments, the organic metal salt may include, for example, metal acetates, metal benzoates, metal acetoacetates, metal acetylacetonates and / or metal stearates.

[0369] In addition to the materials described above, 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 embodiments of the present disclosure are not limited thereto.

[0370] The electron transport region ETR may include the above-described compound of the electron transport region in at least one of the electron injection layer EIL, the electron transport layer ETL, and the hole blocking layer HBL.

[0371] 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, about to about If the thickness of the electron transport layer ETL satisfies the above range, suitable or satisfactory electron transport characteristics can be obtained without a significant increase in driving voltage. When the electron transport region ETR includes the electron injection layer EIL, the electron injection layer EIL may have a thickness of about to about For example, about to about If the thickness of the electron injection layer EIL satisfies the above range, suitable or satisfactory electron injection characteristics may be obtained without a significant increase in driving voltage.

[0372] The second electrode EL2 is provided on the electron transport region ETR. The second electrode EL2 may be a common electrode. The second electrode EL2 may be a cathode or an anode, but the embodiments of the present disclosure are not limited thereto. For example, 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.

[0373] The second electrode EL2 may be a transmissive electrode, a semi-transmissive reflective 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.).

[0374] When the second electrode EL2 is a semi-transmissive reflective electrode or a reflective electrode, the second electrode EL2 may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, Mo, Ti, Yb, W, and / or a compound or mixture thereof (e.g., AgMg, AgYb and / or MgYb); or LiF / Ca or LiF / Al. In some embodiments, the second electrode EL2 may have a multilayer structure including a reflective film or a semi-transmissive reflective film formed of the materials described above, and a transparent conductive film formed of ITO, IZO, ZnO, ITZO, etc. For example, the second electrode EL2 may include the metal material described above, a combination of at least two of the metal materials described above, an oxide of the metal material described above, etc.

[0375] In some embodiments, the second electrode EL2 may be connected to an auxiliary electrode. If the second electrode EL2 is connected to the auxiliary electrode, the resistance of the second electrode EL2 may be reduced.

[0376] In some embodiments, a cover layer CPL may be further on the second electrode EL2 of the light emitting element ED of the embodiments. The cover layer CPL may include a plurality of layers or a single layer.

[0377] In an embodiment, the capping layer CPL may be an organic layer and / 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, MgF 2 )、SiON、SiN x 、SiO y wait.

[0378] For example, when the capping layer CPL includes an organic material, the organic material may include α-NPD, NPB, TPD, m-MTDATA, Alq 3 , CuPc, N4,N4,N4',N4'-tetrakis(biphenyl-4-yl)biphenyl-4,4'-diamine (TPD15), 4,4',4"-tris(carbazole-9-yl)triphenylamine (TCTA), etc., and / or epoxy resin, and / or acrylate (e.g., methacrylate). However, the embodiments of the present disclosure are not limited thereto, and the cover layer CPL may include at least one of the following compounds P1 to P5:

[0379]

[0380] In some embodiments, the refractive index of the cover layer CPL may be about 1.6 or greater. For example, the refractive index of the cover layer CPL may be about 1.6 or greater with respect to light in a wavelength range of about 550 nm to about 660 nm.

[0381] Figure 8-Figure 11 Each is a cross-sectional view of a display device according to an embodiment of the present disclosure. Figure 8-Figure 11 When describing the display device of the embodiment, the description in Figure 1-Figure 7 The differences between them will be mainly described.

[0382] refer to Figure 8 According to the embodiment, the display device DD-a may include a display panel DP including a display device layer DP-ED, a light control layer CCL and a color filter layer CFL on the display panel DP. Figure 8 In the embodiment illustrated in FIG. 4 , the display panel DP may include a base layer BS, a circuit layer DP-CL and a display device layer DP-ED provided on the base layer BS, and the display device layer DP-ED may include a light emitting element ED.

[0383] The light emitting element ED may include a first electrode EL1, a hole transport region HTR on the first electrode EL1, an emission layer EML on the hole transport region HTR, an electron transport region ETR on the emission layer EML, and a second electrode EL2 on the electron transport region ETR. Figure 3-Figure 7 The structure of the light emitting element can also be applied to Figure 8 The structure of the light-emitting element ED is illustrated in FIG. Figure 8 The light emitting element ED shown in FIG. 1 may include the polycyclic compound of the embodiment and at least one of the second compound to the fourth compound. Therefore, the light emitting element ED may exhibit high efficiency and long life characteristics.

[0384] refer to Figure 8 , the emission layer EML may be in the opening OH defined in the pixel defining film PDL. For example, the emission layer EML separated by the pixel defining film PDL and provided corresponding to each light emitting area PXA-R, PXA-G and PXA-B may emit light in the same wavelength range. In the display device DD-a of the embodiment, the emission layer EML may emit blue light. In some embodiments, the emission layer EML may be provided as a common layer in the entire light emitting area PXA-R, PXA-G and PXA-B.

[0385] The light control layer CCL may be on the display panel DP. The light control layer CCL may include a light converter. The light converter may be a quantum dot, a phosphor, etc. The light converter may emit the provided light by converting its wavelength. In some embodiments, the light control layer CCL may be a layer including quantum dots and / or a layer including phosphors.

[0386] The light-control layer CCL may include a plurality of light-control parts CCP1, CCP2, and CCP3. The light-control parts CCP1, CCP2, and CCP3 may be spaced apart from each other.

[0387] refer to Figure 8 , the separation pattern BMP may be between the light control parts CCP1 , CCP2 , and CCP3 that are spaced apart from each other, but embodiments of the present disclosure are not limited thereto. Figure 7 It is illustrated that separation pattern BMP does not overlap light control parts CCP1 , CCP2 , and CCP3 , but at least a portion of edges of light control parts CCP1 , CCP2 , and CCP3 may overlap separation pattern BMP.

[0388] The light control layer CCL may include: a first light control component CCP1 containing first quantum dots QD1 that convert the first color light provided by the light emitting element ED into second color light, a second light control component CCP2 containing second quantum dots QD2 that convert the first color light into third color light, and a third light control component CCP3 that transmits the first color light.

[0389] In an embodiment, the first light control component CCP1 may provide red light as the second color light, and the second light control component CCP2 may provide green light as the third color light. The third light control component CCP3 may provide blue light by transmitting blue light as the first color light provided by 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. With respect to quantum dots QD1 and QD2, the same contents as described above may apply.

[0390] In some embodiments, the light control layer CCL may further include a scatterer SP (e.g., a light scatterer SP). The first light control component CCP1 may include a first quantum dot QD1 and a scatterer SP, the second light control component CCP2 may include a second quantum dot QD2 and a scatterer SP, and the third light control component CCP3 may not include any quantum dots but include a scatterer SP.

[0391] The scatterer SP may be inorganic particles. For example, the scatterer SP may include TiO 2 、ZnO、Al 2 O 3 、SiO 2and hollow spherical silica. The scatterer SP may include TiO 2 、ZnO、Al 2 O 3 、SiO 2 and hollow spherical silica, or may be selected from TiO 2 、ZnO、Al 2 O 3 、SiO 2 and a mixture of at least two of the materials selected from hollow spherical silica.

[0392] The first light control component CCP1, the second light control component CCP2, and the third light control component CCP3 may each include matrix resins BR1, BR2, and BR3 in which quantum dots QD1 and QD2 and scatterers SP are dispersed. In an embodiment, the first light control component CCP1 may include first quantum dots QD1 and scatterers SP dispersed in a first matrix resin BR1, the second light control component CCP2 may include second quantum dots QD2 and scatterers SP dispersed in a second matrix resin BR2, and the third light control component CCP3 may include scatterers SP dispersed in a third matrix resin BR3.

[0393] The matrix resins BR1, BR2 and BR3 are the medium in which the quantum dots QD1 and QD2 and the scatterers SP are dispersed, and can be formed by various suitable resin compositions that can be generally referred to as adhesives. For example, the matrix resins BR1, BR2 and BR3 can be acrylic-based resins, urethane-based resins, silicone-based resins, epoxy-based resins, etc. The matrix resins BR1, BR2 and BR3 can be transparent resins. In an embodiment, the first matrix resin BR1, the second matrix resin BR2 and the third matrix resin BR3 can be the same or different from each other.

[0394] The light control layer CCL may include a barrier layer BFL1. The barrier layer BFL1 may play a role in preventing or reducing the penetration of moisture and / or oxygen (hereinafter, referred to as 'moisture / oxygen'). The barrier layer BFL1 may block or reduce the exposure of the light control components CCP1, CCP2, and CCP3 to moisture / oxygen. In some embodiments, the barrier layer BFL1 may cover the light control components CCP1, CCP2, and CCP3. In some embodiments, the barrier layer BFL2 may be provided between the light control components CCP1, CCP2, and CCP3 and the color filters CF1, CF2, and CF3.

[0395] The barrier layers BFL1 and BFL2 may include at least one inorganic layer. In some embodiments, the barrier layers BFL1 and BFL2 may include inorganic materials. For example, the barrier layers BFL1 and BFL2 may 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, and a metal film that ensures transmittance, etc. In some embodiments, the barrier layers BFL1 and BFL2 may further include an organic film. The barrier layers BFL1 and BFL2 may be formed by a single layer or multiple layers.

[0396] In the display device DD-a of the embodiment, the color filter layer CFL may be on the light control layer CCL. For example, the color filter layer CFL may be directly on the light control layer CCL. In some embodiments, the blocking layer BFL2 may be omitted.

[0397] The color filter layer CFL may include filters CF1, CF2, and CF3. The color filter layer CFL may include a first filter CF1 configured to transmit a second color light, a second filter CF2 configured to transmit a third color light, and a third filter CF3 configured to transmit 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 polymer photosensitive resin and a pigment and / or dye. The first filter CF1 may include a red pigment and / or dye, the second filter CF2 may include a green pigment and / or dye, and the third filter CF3 may include a blue pigment and / or dye.

[0398] However, the embodiments of the present disclosure are not limited thereto, and the third filter CF3 may not include a pigment or a dye. The third filter CF3 may include a polymer photosensitive resin and may not include a pigment or a dye. The third filter CF3 may be transparent. The third filter CF3 may be formed of a transparent photosensitive resin.

[0399] Furthermore, in the embodiment, the first filter CF1 and the second filter CF2 may be yellow filters. The first filter CF1 and the second filter CF2 may not be separated (eg, spaced apart from each other) but provided as one filter.

[0400] In some embodiments, the color filter layer CFL may further include a light shielding member. The light shielding member may be a black matrix. The light shielding member may include an organic light shielding material and / or an inorganic light shielding material including a black pigment and / or dye. The light shielding member may prevent or reduce light leakage and may separate the boundaries between adjacent filters CF1, CF2, and CF3.

[0401] The first to third filters CF1 , CF2 , and CF3 may 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.

[0402] The base substrate BL may be on the color filter layer CFL. The base substrate BL may be a member providing a base surface in which the color filter layer CFL, the light control layer CCL, etc. are provided. The base substrate BL may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiments of the present disclosure are not limited thereto, and the base substrate BL may be an inorganic layer, an organic layer, or an organic-inorganic composite material layer (e.g., including an inorganic layer and an organic layer). In some embodiments, the base substrate BL may be omitted.

[0403] Fig. 9 is a cross-sectional view illustrating a portion of a display device according to an embodiment. In the display device DD-TD of the embodiment, the light emitting element ED-BT may include a plurality of light emitting structures OL-B1, OL-B2, and OL-B3. The light emitting element ED-BT may include a first electrode EL1 and a second electrode EL2 facing each other, and a plurality of light emitting structures OL-B1, OL-B2, and OL-B3 sequentially stacked in the 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 an emission layer EML ( Figure 8 ), and a hole transport region HTR and an electron transport region ETR ( Figure 8 ).

[0404] In some embodiments, the light emitting elements ED-BT included in the display devices DD-TD of the embodiments may be light emitting elements having a tandem structure and including a plurality of emission layers.

[0405] exist Figure 8 In the embodiment illustrated in , all the light beams emitted by the light emitting structures OL-B1, OL-B2 and OL-B3 respectively may be blue light. However, the embodiments of the present disclosure are not limited thereto, and the light beams emitted by the light emitting structures OL-B1, OL-B2 and OL-B3 respectively may have wavelength ranges different from each other. For example, the light emitting element ED-BT including a plurality of light emitting structures OL-B1, OL-B2 and OL-B3 emitting light beams having wavelength ranges different from each other may emit white light.

[0406] The charge generation layers CGL1 and CGL2 may be respectively between two of the adjacent light emitting structures OL-B1, OL-B2, and OL-B3. The charge generation layers CGL1 and CGL2 may include a p-type charge generation layer and / or an n-type charge generation layer.

[0407] refer to Fig.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. Figure 2 Compared with the display device DD of the embodiment illustrated in FIG. Fig.10 The difference of the embodiment illustrated in is that the first to third light-emitting elements ED-1, ED-2 and ED-3 each include two emission layers stacked in the thickness direction. In each of the first to third light-emitting elements ED-1, ED-2 and ED-3, the two emission layers can emit light in the same wavelength region.

[0408] The first light-emitting element ED-1 may include a first red emission layer EML-R1 and a second red emission layer EML-R2. The second light-emitting element ED-2 may include a first green emission layer EML-G1 and a second green emission layer EML-G2. In some embodiments, the third light-emitting element ED-3 may include a first blue emission layer EML-B1 and a second blue emission layer EML-B2. The emission auxiliary component OG may be 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.

[0409] The emission auxiliary component OG may include a single layer or a multilayer. The emission auxiliary component OG may include a charge generation layer. For example, the emission auxiliary component OG may include an electron transport region, a charge generation layer, and a hole transport region stacked in sequence. The emission auxiliary component OG may be provided as a common layer of all the first to third light-emitting elements ED-1, ED-2, and ED-3. However, the embodiments of the present disclosure are not limited thereto, and the emission auxiliary component OG may be provided by patterning in an opening OH defined in a pixel defining film PDL.

[0410] The first red emission layer EML-R1, the first green emission layer EML-G1, and the first blue emission layer EML-B1 may be between the emission auxiliary component OG and the electron transport region ETR. The second red emission layer EML-R2, the second green emission layer EML-G2, and the second blue emission layer EML-B2 may be between the hole transport region HTR and the emission auxiliary component OG.

[0411] In some embodiments, the first light-emitting element ED-1 may include a first electrode EL1, a hole transport region HTR, a second red emission layer EML-R2, an emission auxiliary component OG, a first red emission layer EML-R1, an electron transport region ETR, and a second electrode EL2 stacked in sequence. The second light-emitting element ED-2 may include a first electrode EL1, a hole transport region HTR, a second green emission layer EML-G2, an emission auxiliary component OG, a first green emission layer EML-G1, an electron transport region ETR, and a second electrode EL2 stacked in sequence. The third light-emitting element ED-3 may include a first electrode EL1, a hole transport region HTR, a second blue emission layer EML-B2, an emission auxiliary component OG, a first blue emission layer EML-B1, an electron transport region ETR, and a second electrode EL2 stacked in sequence.

[0412] In some embodiments, the optical auxiliary layer PL may be on the display device layer DP-ED. The optical auxiliary layer PL may include a polarizing layer. The optical auxiliary layer PL may be on the display panel DP and control reflected light due to external light in the display panel DP. Unlike the illustrated configuration, the optical auxiliary layer PL in the display device according to the embodiment may be omitted.

[0413] Different from Figure 9-10 , Fig.11 The example display device DD-c 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 sequentially stacked in the thickness direction between the first electrode EL1 and the second electrode EL2. The charge generation layers CGL1, CGL2 and CGL3 may be between the first to fourth light emitting structures OL-B1, OL-B2, OL-B3 and OL-C1. Among the four light emitting structures, the first to third light emitting structures OL-B1, OL-B2 and OL-B3 may emit blue light, and the fourth light emitting structure OL-C1 may emit green light. However, the embodiments of the present disclosure are not limited thereto, and the first to fourth light emitting structures OL-B1, OL-B2, OL-B3 and OL-C1 may emit light in different wavelength regions.

[0414] The charge generation layers CGL1, CGL2, and CGL3 between the adjacent light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 may include a p-type charge generation layer and / or an n-type charge generation layer.

[0415] In an embodiment, the electronic device may include a display device including a plurality of light emitting elements, and a control unit for controlling the display device. The electronic device of the embodiment may be a device activated according to an electrical signal. The electronic device may include the display device of various embodiments. For example, the electronic device may include not only large electronic devices such as televisions, monitors, or outdoor billboards, but may also include small electronic devices and medium-sized electronic devices such as personal computers, laptop computers, personal digital terminals, display devices for vehicles, game consoles, portable electronic devices, or cameras.

[0416] Fig.12 is a view illustrating a vehicle AM ​​in which first to fourth display devices DD-1, DD-2, DD-3, and DD-4 are provided. At least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may include a reference Figure 1-Figure 2 and Figure 8-Figure 11 The described display devices DD, DD-TD, DD-a, DD-b and DD-c have the same configuration.

[0417] Fig.12 Vehicle AM ​​is illustrated, but this is an example, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may be in another vehicle such as a bicycle, a motorcycle, a train, a ship, and an airplane. In some embodiments, at least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 including the same configuration as the display devices DD, DD-TD, DD-a, DD-b, and DD-c of the embodiment may be used for a personal computer, a laptop computer, a personal digital terminal, a game console, a portable electronic device, a television, a monitor, an outdoor billboard, etc. The foregoing is provided only as an embodiment, and therefore may be used in other electronic devices unless departing from the present disclosure.

[0418] At least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may include a reference Figure 3-Figure 7 The light-emitting element ED of the embodiment described. At least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may include the polycyclic compound of the embodiment and at least one of the second to fourth compounds. Therefore, the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 including the polycyclic compound of the embodiment and at least one of the second to fourth compounds may have improved display efficiency and display life.

[0419] Reference Fig.12, the vehicle AM ​​may include a steering wheel HA and a gear member GR for driving the vehicle AM. In some embodiments, the vehicle AM ​​may include a front window GL provided to face the driver.

[0420] The first display device DD-1 may be in a first area overlapping with the steering wheel HA. For example, the first display device DD-1 may be a digital cluster component displaying first information of the vehicle AM. The first information may include a first scale indicating the travel speed of the vehicle AM, a second scale indicating the engine speed (e.g., revolutions per minute (RPM)), an image indicating the fuel status, etc. The first scale and the second scale may be represented as digital images.

[0421] The second display device DD-2 may be in a second zone facing the driver's seat and overlapping the front window GL. The driver's seat may be a seat in which a steering wheel HA is provided. 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 digital number indicating the driving speed, and may further include information such as the current time. Different from the illustrated configuration, the second information of the second display device DD-2 may be projected onto the front window GL to be displayed.

[0422] The third display device DD-3 may be in a third zone adjacent to the gear member GR. For example, the third display device DD-3 may be between the driver's seat and the passenger seat, and may be a central information display (CID) of a vehicle for displaying the third information. The passenger seat may be a seat spaced apart from the driver's seat, with the gear member GR in between. The third information may include information about traffic (e.g., navigation information), playing music and / or broadcasting and / or video (and / or images), the temperature inside the vehicle AM, etc.

[0423] The fourth display device DD-4 may be spaced apart from the steering wheel HA and the shift member GR, and may be in a fourth zone adjacent to the side of the vehicle AM. For example, the fourth display device DD-4 may be a digital side mirror that displays the fourth information. The fourth display device DD-4 may display an image of the outside of the vehicle AM ​​captured by a camera module CM outside the vehicle AM. The fourth information may include an image of the outside of the vehicle AM.

[0424] The above-mentioned first to fourth information may be examples, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may further display information about the interior and exterior of the vehicle AM. The first to fourth information may include different information. However, the embodiments of the present disclosure are not limited thereto, and parts of the first to fourth information may include the same information as each other.

[0425] Hereinafter, the polycyclic compound according to the embodiment and the light emitting element according to the embodiment of the present disclosure will be further explained with reference to the embodiment and the comparative embodiment. The following embodiments are merely examples to help understanding of the subject matter of the present disclosure, and the scope of the present disclosure is not limited thereto.

[0426] Example

[0427] 1. Synthesis of polycyclic compounds according to the embodiment

[0428] The synthesis method of the polycyclic compound according to the embodiment will be explained with reference to the exemplary synthesis methods of Compound 2, Compound 19, Compound 20, Compound 62, Compound 119, and Compound 175. The synthesis method of the polycyclic compound explained below is an exemplary embodiment, and the synthesis method of the polycyclic compound according to the embodiment of the present disclosure is not limited to the following embodiment.

[0429] 1 Synthesis of compound 2

[0430] Compound 2 according to the embodiment can be synthesized, for example, through the steps in Reaction 1.

[0431] Reaction 1

[0432]

[0433] Synthesis of intermediate 2-1

[0434] 4-Bromo-9-phenyl-9H-carbazole (1 equivalent), 3,5-dichlorothiophenol (2 equivalents) and K 3 PO 4 (2 equivalents) was dissolved in dimethylformamide (DMF) and stirred at about 160 degrees Celsius for about 12 hours. After cooling, the solvent was removed under reduced pressure, and the resultant was washed three times with ethyl acetate and water. The liquid layer was separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then, dried under reduced pressure. By purification by column chromatography using dichloromethane (MC) and n-hexane, Intermediate 2-1 was obtained (yield: 73%).

[0435] Synthesis of intermediate 2-2

[0436] Intermediate 2-1 (1 equivalent), 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine (0.8 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), BINAP (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at about 100 degrees Celsius for about 12 hours. After cooling, the resultant was washed three times with ethyl acetate and water. The liquid layer was separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then, dried under reduced pressure. By purification by column chromatography using MC and n-hexane, Intermediate 2-2 was obtained (yield: 57%).

[0437] Synthesis of intermediate 2-3

[0438] Intermediate 2-2 (1 equivalent), 1-chloro-3-iodobenzene (3 equivalents), tris(dibenzylideneacetone)dipalladium(0) (0.15 equivalents), tri-tert-butylphosphine (0.3 equivalents) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at about 150 degrees Celsius for about 48 hours. After cooling, the resultant was washed three times with ethyl acetate and water. The liquid layer was separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then, dried under reduced pressure. By purification by column chromatography using MC and n-hexane, Intermediate 2-3 was obtained (yield: 51%).

[0439] Synthesis of intermediate 2-4

[0440] Intermediate 2-3 (1 equivalent), 9H-carbazole-1,2,3,4,5,6,7,8-d8 (3 equivalents), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalents), tri-tert-butylphosphine (0.1 equivalents) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at about 140 degrees Celsius for about 12 hours. After cooling, the resultant was washed three times with ethyl acetate and water. The liquid layer was separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then, dried under reduced pressure. Purification by column chromatography using MC and n-hexane gave Intermediate 2-4 (yield: 64%).

[0441] Synthesis of compound 2

[0442] Intermediate 2-4 (1 equivalent) was dissolved in o-dichlorobenzene and cooled to about 0 degrees Celsius. BBr was slowly injected into it under a nitrogen atmosphere. 3(3 equivalents). After completion of the dropwise addition, the temperature was raised to about 180 degrees Celsius and stirred for about 24 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to precipitate. The precipitate was filtered to obtain a reaction product. The solid content thus obtained was purified by column chromatography using MC and n-hexane, and recrystallized with toluene and acetone to obtain compound 2 (yield: 4%).

[0443] 2 Synthesis of compound 19

[0444] Compound 19 according to the embodiment can be synthesized, for example, through the step in Reaction 2.

[0445] Reaction 2

[0446]

[0447] Synthesis of intermediate 19-1

[0448] 9-([1,1'-biphenyl]-3-yl)-5-bromo-3-chloro-9H-carbazole (1 equivalent), 3-([1,1':3',1"-terphenyl]-2'-yl-(3-chlorophenyl)amine)-5-chlorothiophenol (1 equivalent) and K 3 PO 4 (2 equivalents) was dissolved in DMF and stirred at about 160 degrees Celsius for about 24 hours. After cooling, the solvent was removed under reduced pressure, and the resultant was washed three times with ethyl acetate and water. The liquid layer was separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then, dried under reduced pressure. By purification by column chromatography using MC and n-hexane, Intermediate 19-1 was obtained (yield: 49%).

[0449] Synthesis of intermediate 19-2

[0450] Intermediate 19-1 (1 equivalent), 3-phenyl-9H-carbazole-1,2,4,5,6,7,8-d7 (4 equivalents), tris(dibenzylideneacetone)dipalladium(0) (0.15 equivalents), tri-tert-butylphosphine (0.3 equivalents) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at about 150 degrees Celsius for about 24 hours. After cooling, the resultant was washed three times with ethyl acetate and water. The liquid layer was separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then, dried under reduced pressure. Purification by column chromatography using MC and n-hexane gave Intermediate 19-2 (yield: 52%).

[0451] Synthesis of compound 19

[0452] Intermediate 19-2 (1 equivalent) was dissolved in o-dichlorobenzene and cooled to about 0 degrees Celsius. BBr was slowly injected into it under a nitrogen atmosphere. 3 (3 equivalents). After completion of the dropwise addition, the temperature was raised to about 180 degrees Celsius and stirred for about 24 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to precipitate. The precipitate was filtered to obtain a reaction product. The solid contents thus obtained were purified by column chromatography using MC and n-hexane, and recrystallized from toluene and acetone to obtain compound 19 (yield: 5%).

[0453] 3 Synthesis of compound 20

[0454] The compound 20 according to the embodiment can be synthesized, for example, through the step in Reaction 3.

[0455] Reaction 3

[0456]

[0457]

[0458] Synthesis of Intermediate 20-1

[0459] 4-Bromo-9-phenyl-9H-carbazole (1 equivalent), 3-bromo-5-chlorothiophenol (0.7 equivalent) and K 3 PO 4 (2 equivalents) was dissolved in DMF and stirred at about 160 degrees Celsius for about 12 hours. After cooling, the solvent was removed under reduced pressure, and the resultant was washed three times with ethyl acetate and water. The liquid layers were separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then dried under reduced pressure. By purification by column chromatography using MC and n-hexane, Intermediate 20-1 was obtained (yield: 38%).

[0460] Synthesis of Intermediate 20-2

[0461] Intermediate 20-1 (1 equivalent), phenylboronic acid (1.6 equivalents), Pd(PPh 3 ) 4 (0.05 equivalent) and K 2 CO 3 (3 equivalents) was dissolved in a mixture solution of water and THF at a ratio of about 2:1, and stirred at about 80 degrees Celsius for about 12 hours. After cooling, the resultant was washed three times with ethyl acetate and water. The liquid layers were separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then dried under reduced pressure. By purification by column chromatography using MC and n-hexane, Intermediate 20-2 was obtained (yield: 78%).

[0462] Synthesis of Intermediate 20-3

[0463] Intermediate 20-2 (1 equivalent), [1,1':3',1":3",1"':3"',1""-pentaphenyl]-2"-amine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), SPhos (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at about 140 degrees Celsius for about 12 hours. After cooling, the resultant was washed three times with ethyl acetate and water. The liquid layers were separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then dried under reduced pressure. By purification by column chromatography using MC and n-hexane, Intermediate 20-3 was obtained (yield: 81%).

[0464] Synthesis of Intermediate 20-4

[0465] Intermediate 20-3 (1 equivalent), 1-chloro-3-iodobenzene (3 equivalents), tris(dibenzylideneacetone)dipalladium(0) (0.15 equivalents), tri-tert-butylphosphine (0.3 equivalents) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at about 150 degrees Celsius for about 48 hours. After cooling, the resultant was washed three times with ethyl acetate and water. The liquid layers were separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then dried under reduced pressure. By purification by column chromatography using MC and n-hexane, Intermediate 20-4 was obtained (yield: 37%).

[0466] Synthesis of Intermediate 20-5

[0467] Intermediate 20-4 (1 equivalent), 9H-carbazole-1,2,3,4,5,6,7,8-d8 (1.3 equivalents), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalents), tri-tert-butylphosphine (0.1 equivalents) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at about 140 degrees Celsius for about 6 hours. After cooling, the resultant was washed three times with ethyl acetate and water. The liquid layers were separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then dried under reduced pressure. By purification by column chromatography using MC and n-hexane, Intermediate 20-5 was obtained (yield: 74%).

[0468] Synthesis of compound 20

[0469] Intermediate 20-5 (1 equivalent) was dissolved in o-dichlorobenzene and cooled to about 0 degrees Celsius. BBr was slowly injected into it under a nitrogen atmosphere. 3(3 equivalents). After completion of the dropwise addition, the temperature was raised to about 180 degrees Celsius and stirred for about 24 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactant to terminate the reaction, and ethanol was added to the reactant to precipitate. The precipitate was filtered to obtain a reaction product. The solid content thus obtained was purified by column chromatography using MC and n-hexane, and recrystallized with toluene and acetone to obtain compound 20 (yield: 5%).

[0470] 4 Synthesis of compound 62

[0471] Compound 62 according to the embodiment can be synthesized, for example, through the step in Reaction 4.

[0472] Reaction 4

[0473]

[0474] Synthesis of Intermediate 62-1

[0475] 8-(9,9'-spirobi[fluorene]-3-yl)-1-bromodibenzo[b,d]thiophene (1 equivalent), 3-chloro-5-(dibenzo[b,d]furan-2-yl)thiophenol (1 equivalent) and K 3 PO 4 (2 equivalents) was dissolved in DMF and stirred at about 160 degrees Celsius for about 24 hours. After cooling, the solvent was removed under reduced pressure, and the resultant was washed three times with ethyl acetate and water. The liquid layers were separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then dried under reduced pressure. Purification by column chromatography using MC and n-hexane gave Intermediate 62-1 (yield: 56%).

[0476] Synthesis of Intermediate 62-2

[0477] Intermediate 62-1 (1 equivalent), N-(3-(9H-carbazol-9-yl-d8)phenyl)-[1,1':3',1"-triphenyl]-2'-amine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.15 equivalent), tri-tert-butylphosphine (0.3 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at about 150 degrees Celsius for about 24 hours. After cooling, the resultant was washed three times with ethyl acetate and water. The liquid layers were separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then dried under reduced pressure. Purified by column chromatography using MC and n-hexane, Intermediate 62-2 was obtained (yield: 46%).

[0478] Synthesis of compound 62

[0479] Intermediate 62-2 (1 equivalent) was dissolved in o-dichlorobenzene and cooled to about 0 degrees Celsius. BBr was slowly injected into it under a nitrogen atmosphere. 3 The reaction mixture was stirred for about 24 hours. The ...

[0480] 5 Synthesis of compound 119

[0481] Compound 119 according to the embodiment can be synthesized, for example, through the step in Reaction 5.

[0482] Reaction 5

[0483]

[0484] Synthesis of Intermediate 119-1

[0485] 3-Chloro-5-(9-phenyl-9H-carbazol-3-yl)thiophenol (1 equivalent), 1-bromodibenzo[b,d]furan (1 equivalent) and K 3 PO 4 (2 equivalents) was dissolved in DMF and stirred at about 160 degrees Celsius for about 24 hours. After cooling, the solvent was removed under reduced pressure, and the resultant was washed three times with ethyl acetate and water. The liquid layer was separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then, dried under reduced pressure. By purification by column chromatography using MC and n-hexane, Intermediate 119-1 was obtained (yield: 82%).

[0486] Synthesis of Intermediate 119-2

[0487] Intermediate 119-1 (1 equivalent), 5'-(tert-butyl)-N-(3-(9-phenyl-9H-carbazol-3-yl)phenyl)-[1,1':3',1"-triphenyl]-2'-amine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.15 equivalent), tri-tert-butylphosphine (0.3 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at about 150 degrees Celsius for about 24 hours. After cooling, the resultant was washed three times with ethyl acetate and water. The liquid layers were separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then dried under reduced pressure. Purification by column chromatography using MC and n-hexane gave Intermediate 119-2 (yield: 55%).

[0488] Synthesis of compound 119

[0489] Intermediate 119-2 (1 equivalent) was dissolved in o-dichlorobenzene and cooled to about 0 degrees Celsius. BBr was slowly injected into it under a nitrogen atmosphere. 3 (3 equivalents). After completion of the dropwise addition, the temperature was raised to about 180 degrees Celsius and stirred for about 24 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to precipitate. The precipitate was filtered to obtain a reaction product. The solid contents thus obtained were purified by column chromatography using MC and n-hexane, and recrystallized from toluene and acetone to obtain compound 119 (yield: 4%).

[0490] 6 Synthesis of compound 175

[0491] Compound 175 according to the embodiment can be synthesized, for example, through the step in Reaction 6.

[0492] Reaction 6

[0493]

[0494] Synthesis of Intermediate 175-1

[0495] 9,9-diphenyl-9H-fluorene-4-selenol (1 equivalent), 2-bromo-1,5-dichloro-3-fluorobenzene (1 equivalent) and K 3 PO 4 (2 equivalents) was dissolved in NMP and stirred at about 130 degrees Celsius for about 12 hours. After cooling, the solvent was removed under reduced pressure, and the resultant was washed three times with ethyl acetate and water. The liquid layers were separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then dried under reduced pressure. Purification by column chromatography using MC and n-hexane gave Intermediate 175-1 (yield: 69%).

[0496] Synthesis of Intermediate 175-2

[0497] Intermediate 175-1 (1 equivalent), 3,3",5'-tri-tert-butyl-N-(3-chlorophenyl)-[1,1':3',1"-terphenyl]-2'-amine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), BINAP (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at about 120 degrees Celsius for about 36 hours. After cooling, the resultant was washed three times with ethyl acetate and water. The liquid layers were separated, and the organic layer thus obtained was washed with MgSO 4Dried, and then dried under reduced pressure. Purification by column chromatography using MC and n-hexane gave Intermediate 175-2 (yield: 28%).

[0498] Synthesis of Intermediate 175-3

[0499] Intermediate 175-2 (1 equivalent), 9,9-diphenyl-9,10-dihydroacridine (2 equivalents), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalents), tri-tert-butylphosphine (0.1 equivalents) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at about 110 degrees Celsius for about 12 hours. After cooling, the resultant was washed three times with ethyl acetate and water. The liquid layers were separated, and the organic layer thus obtained was washed with MgSO 4 Dried, and then dried under reduced pressure. Purification by column chromatography using MC and n-hexane gave Intermediate 175-3 (yield: 51%).

[0500] Synthesis of compound 175

[0501] Intermediate 175-3 (1 equivalent) was dissolved in o-xylene and cooled to about 0 degrees Celsius under a nitrogen atmosphere. n-BuLi (4 equivalents) was slowly injected thereinto, and the temperature was raised to about 70 degrees Celsius, stirred for about 2 hours, and then, the temperature was raised to about 120 degrees Celsius, stirred for about 2 hours. After the temperature of the reactor was cooled to about 0 degrees Celsius, BBr was slowly injected thereinto. 3 (5 equivalents). After completion of the dropwise addition, stirring was performed at room temperature for about 1 hour. After cooling to 0 degrees Celsius, triethylamine (6 equivalents, and the temperature was raised to about 140 degrees, followed by stirring for about 12 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to precipitate. The precipitate was filtered to obtain the reaction product. The solid contents thus obtained were purified by column chromatography to obtain compound 175 (yield: 19%).

[0502] 2. Evaluation of polycyclic compounds

[0503] In Table 1, polycyclic compounds used in Examples and Comparative Examples are shown.

[0504] Table 1

[0505]

[0506]

[0507] 3. Fabrication and evaluation of light-emitting elements

[0508] 1. Manufacturing of light-emitting elements

[0509] A light-emitting element containing a polycyclic compound of the embodiment or a comparative compound in the emission layer is manufactured by the following method. The polycyclic compound of the embodiment is used as a dopant material for the emission layer to manufacture the light-emitting elements of Examples 1 to 6. The comparative compounds C1 to C4 are used as dopant materials for the emission layer to manufacture the light-emitting elements of Comparative Examples 1 to 4.

[0510] As the first electrode, a The glass substrate of the ITO electrode was cut into 50 mm×50 mm×0.7 mm, and then, ultrasonically cleaned using isopropyl alcohol and pure water for about 5 minutes each, exposed to ultraviolet rays for about 30 minutes, cleaned by exposure to ozone, and mounted in a vacuum deposition apparatus.

[0511] On the first electrode, NPD is deposited to form a A hole injection layer having a thickness of about 1000 nm was formed, and on the hole injection layer, compound H-1-1 was deposited to form a hole injection layer having a thickness of about 1000 nm. Then, on the hole transport layer, CzSi is deposited to form a hole transport layer having a thickness of about The thickness of the emission auxiliary layer is .

[0512] On the emission auxiliary layer, the host mixture, the phosphorescent sensitizer and the dopant are co-deposited in a weight ratio of about 85:14:1 to form a The emission layer is formed by mixing a hole transporting host of compound HT35 and an electron transporting host of compound ETH66 in a weight ratio of about 5:5 to provide a host mixture. As a phosphorescent sensitizer, compound AD-38 is used. As a dopant material, an example compound or a comparative compound is used.

[0513] On the emission layer, HBL-1 was deposited to form a Then, on the hole blocking layer, CNNPTRZ and Liq were co-deposited at a weight ratio of about 4.0:6.0 to form a hole blocking layer having a thickness of about An electron transport layer with a thickness of about 1000 nm is formed, and on the electron transport layer, Yb is deposited to a thickness of about 1000 nm. Thereafter, Mg is deposited on the electron injection layer to form a layer having a thickness of about A second electrode with a thickness of 1000 Å is formed to manufacture a light-emitting element.

[0514] The compounds used for producing the light-emitting element are as follows.

[0515] Materials used to make light-emitting components

[0516]

[0517] 2 Evaluation of light-emitting elements

[0518] The light-emitting elements of Examples and Comparative Examples were evaluated and the results are shown in Table 2. In the light-emitting elements of Examples and Comparative Examples, the luminance was measured using Keithley MU 236 and a luminance meter PR650 and showed a value of about 10 mA / cm 2 The driving voltage (V), top surface efficiency (cd / A / y) and emission wavelength (nm) at a current density of . The lifespan is represented by the relative element lifespan, which is measured by the time taken to decrease to 95% relative to the initial brightness and represented by the value compared with Comparative Example 1.

[0519] Table 2

[0520]

[0521] Referring to the results of Table 2, it can be confirmed that the light-emitting element of the example uses the polycyclic compound according to the embodiment as a light-emitting material and shows lower driving voltage and improved emission efficiency and life characteristics compared with the comparative example.

[0522] In particular, Comparative Examples 1 and 3 using Comparative Compounds C1 and C3 as light-emitting materials exhibited blue light emission characteristics, but exhibited lower driving voltage properties and deteriorated emission efficiency and lifetime characteristics when compared with the light-emitting elements of the embodiments.

[0523] In addition, compared with the polycyclic compounds of the examples, the comparative compound C2 showed a relatively very short wavelength, and the comparative example 2 using the comparative compound C2 as the light-emitting material showed a significantly deteriorated emission efficiency result. The comparative compound C2 used as the light-emitting material of the comparative example 2 had an emission wavelength of about 440 nm, and energy transfer was not well performed, and it was confirmed that the light emission of the metal complex as the fourth compound was mainly shown and the light emission of the metal complex was significantly deteriorated.

[0524] About comparative compound C4, the binding angle of the carbazole part that shares the benzene ring with the first aromatic ring of the core part violates the multi-resonance substitution criterion. In order to show the multi-resonance effect by alternately positioning HOMO and LUMO, the two nitrogen (N) atoms of the core part need to face the para direction, and the nitrogen (N) atom and the sulfur (S) atom connected to the same benzene ring do not need to be connected at the position facing the para direction or position. Comparative compound C4 has a broken HOMO / LUMO alternating arrangement, and the orbital is not placed in the atom but in the bond, and shows an increased wavelength property compared to the compound of the embodiment. Therefore, compared with the embodiment, the comparative example 4 using comparative compound C4 as a luminescent material shows a significant deterioration in emission efficiency and life characteristics.

[0525] The light-emitting element of the embodiment includes the polycyclic compound of the embodiment in an emission layer, and can exhibit high efficiency and long life characteristics.

[0526] The polycyclic compound of the embodiment can contribute to improvement in efficiency and increase in lifetime of a light-emitting element.

[0527] Furthermore, the display device of the embodiment includes the light emitting element showing the above-mentioned effects, and can show improved image quality and display efficiency.

[0528] Although exemplary embodiments of the present disclosure have been described, it should be understood that the present disclosure should not be limited to these embodiments, but various changes and modifications may be made by one of ordinary skill in the art within the spirit and scope of the present invention as claimed.

Claims

1. A polycyclic compound represented by the following formula 1: Formula 1 In formula 1, X is S, O or Se, Y is NR 7 , S, O or CR 8 R 9 , R 1 To R 6 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 30 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 R 3 Combine with adjacent groups to form a ring, R 7 To R 9 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, or R 8 and R 9 Combined with each other to form a ring, n1 is an integer from 0 to 3, n2 is an integer from 0 to 2, n3, n4 and n5 are each independently an integer from 0 to 4, and n6 is an integer from 0 to 5.

2. The polycyclic compound as claimed in claim 1, wherein R 1 To R 6 At least one hydrogen atom in R is replaced by a deuterium atom, or 1 To R 6 At least one of the substituents comprises a substituent substituted with a deuterium atom.

3. The polycyclic compound according to claim 1, wherein Formula 1 is represented by the following Formula 2: Formula 2 In formula 2, R s1 , R s2 and R s3 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, s1 is an integer from 0 to 3, s2 and s3 are each independently an integer from 0 to 5, and X, Y, R 1 To R 4 and n1 to n4 are the same as defined with respect to Formula 1.

4. The polycyclic compound according to claim 1, wherein Formula 1 is represented by the following Formula 3: Formula 3 In formula 3, R 11 , R 13 , R 31 and R 34 are each independently a hydrogen atom or a deuterium atom, R 12 is a substituted or unsubstituted amine group, 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, R 32 and R 33 are each independently a substituted or unsubstituted amine group, 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 R 32 and R 33 are combined with each other to form a ring, and X, Y, R 2 , R 4 To R 6 , n2 and n4 to n6 are the same as defined with respect to Formula 1.

5. The polycyclic compound according to claim 1, wherein Formula 1 is represented by the following Formula 4: Formula 4 In formula 4, R 41 , R 42 and R 44 are each independently a hydrogen atom or a deuterium atom, R 43 is a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 30 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, and X, Y, R 1 To R 3 , R 5 , R 6 , n1 to n3, n5 and n6 are the same as defined with respect to Formula 1.

6. The polycyclic compound according to claim 1, wherein Formula 1 is represented by any one of the following Formulas 5-1 to 5-4: Formula 5-1 Formula 5-2 Formula 5-3 Formula 5-4 In Formula 5-1 to Formula 5-4, R i1 To R i3 , R j1 To R j3 , R k1 To R k3 and R l1 To R l3 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, R i4 , R j4 , R k4 and R l4 are each independently a hydrogen atom or a deuterium atom, R i5 , R j5 , R k5 and R l5 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 2 to 30 ring carbon atoms, R 7a To R 7e are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 15 ring carbon atoms, R 8a and R 9a are each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or R 8a and R 9a Combined with each other to form a ring, i1, i4, j1, j4, k1, k4, l1 and l4 are each independently an integer from 0 to 3, i2, i3, j2, j3, k2, k3, l2 and l3 are each independently an integer from 0 to 5, and X, R 1 To R 3 and n1 to n3 are the same as defined with respect to Formula 1.

7. The polycyclic compound as claimed in claim 1, wherein n1 is 1, R 1 represented by any one of SG1-1 to SG1-24 in Substituent Group 1 below, and n3 is 1 or 2, and R 3 Represented by any one of SG1-1 to SG1-25 in the following substituent group 1: Substituent Group 1 In Substituent Group 1, *— is a position of connection with Formula 1, and “D” is a deuterium atom.

8. The polycyclic compound as claimed in claim 1, wherein R 4 is a hydrogen atom or a deuterium atom, or is represented by any one of SG2-1 to SG2-10 in Substituent Group 2 below: In substituent group 2, *— is a position of connection with Formula 1, and D is a deuterium atom.

9. The polycyclic compound according to claim 1, wherein the first compound is represented by any one of the compounds in the following compound group 1: Compound Group 1 In compound group 1, D is a deuterium atom.

10. Light-emitting element, include: a first electrode; a second electrode on the first electrode; as well as an emitting layer between the first electrode and the second electrode, wherein: The emission layer contains the polycyclic compound according to any one of claims 1 to 9 as a first compound.

11. The light-emitting element according to claim 10, wherein the emission layer further comprises at least one of a second compound represented by the following formula HT-1, a third compound represented by the following formula ET-1, and a fourth compound represented by the following formula D-1: Formula HT-1 In formula HT-1, A 1 To A 8 Each independently is N or CR 51 , L 1 is a direct bond, 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, Y a It is a direct key, CR 52 R 53 or SiR 54 R 55 , Ar 1 is 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, and R 51 To R 55 each independently represents a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron 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 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, or combines with an adjacent group to form a ring; Formula ET-1 In formula ET-1, X 1 To X 3 At least one of them is N, and the rest are CR 56 , R 56 is 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 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, b1 to b3 are each independently an integer from 0 to 10, Ar 2 To Ar 4 are each independently 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, and L 2 To L 4 Each is independently a direct bond, 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; Formula D-1 In formula D-1, Q 1 To Q 4 are each independently C or N, C1 to C4 are each independently a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms, L 11 To L 13 Each is independently a direct key, *—O—*, *—S—*, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, and in L 11 To L 13 In, "——*" is the site connecting to C1 to C4, b11 to b13 are each independently 0 or 1, R 61 To R 66 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron 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 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, and d1 to d4 are each independently an integer of 0 to 4.

12. Display device, include: Base layer; a circuit layer on the substrate layer; as well as a display device layer on the circuit layer and including a light-emitting element, wherein the light emitting element comprises a first electrode, a second electrode on the first electrode, and an emission layer between the first electrode and the second electrode, and The emission layer comprises: The polycyclic compound according to any one of claims 1 to 9 as the first compound; and At least one of a second compound represented by the following formula HT-1, a third compound represented by the following formula ET-1, and a fourth compound represented by the following formula D-1: Formula HT-1 In formula HT-1, A 1 To A 8 Each independently is N or CR 51 , L 1 is a direct bond, 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, Y a It is a direct key, CR 52 R 53 or SiR 54 R 55 , Ar 1 is 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, and R 51 To R 55 each independently represents a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron 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 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, or combines with an adjacent group to form a ring; Formula ET-1 In formula ET-1, X 1 To X 3 At least one of them is N, and the rest are CR 56 , R 56 is 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 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, b1 to b3 are each independently an integer from 0 to 10, Ar 2 To Ar 4 are each independently 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, and L 2 To L 4 Each is independently a direct bond, 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; Formula D-1 In formula D-1, Q 1 To Q 4 are each independently C or N, C1 to C4 are each independently a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms, L 11 To L 13 Each is independently a direct key, *—O—*, *—S—*, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, and in L 11 To L 13 In, "——*" is the site connecting to C1 to C4, b11 to b13 are each independently 0 or 1, R 61 To R 66 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron 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 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, and d1 to d4 are each independently an integer of 0 to 4.

13. The display device according to claim 12, wherein the light emitting element emits blue light.

14. The display device of claim 12, further comprising a light control layer comprising quantum dots.

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