Fused polycyclic compound, light-emitting element including fused polycyclic compound, and display device including light-emitting element

Abstract

Embodiments provide a fused polycyclic compound, a light-emitting element including the fused polycyclic compound, and a display device including the light-emitting element. The light emitting element includes a first electrode, a second electrode disposed on the first electrode, and an emission layer disposed between the first electrode and the second electrode, wherein the emission layer includes a fused polycyclic compound. Fused polycyclic compound represented by Formula 1 explained in the specification: [Formula 1] # imgabs0 #

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0114461 filed in the Korean Intellectual Property Office on August 30, 2023, the entire contents of which are incorporated herein by reference. Technical Field

[0003] The disclosure herein relates to a condensed polycyclic compound, a light emitting element including the condensed polycyclic compound, and a display device including the light emitting element. Background Art

[0004] Active development of organic electroluminescent display devices and the like as image display devices is continuing. The organic electroluminescent display device and the like are display devices including a so-called self-luminescent light-emitting element that causes holes and electrons injected from a first electrode and a second electrode to recombine in an emission layer, respectively, so that the light-emitting material of the emission layer emits light to achieve display.

[0005] In order to apply a light-emitting element to a display device, an organic electroluminescent display device having a long life is required, and continuous development of materials for light-emitting elements that can stably obtain these characteristics is required.

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

[0007] Embodiments include a light emitting element having improved lifetime and a display device including the same.

[0008] Embodiments also include fused polycyclic compounds, which may be materials for use in light emitting elements to improve the lifetime of the light emitting elements.

[0009] Embodiments provide a light emitting element which may include a first electrode, a second electrode disposed on the first electrode, and an emission layer disposed between the first electrode and the second electrode, wherein the emission layer may include a first compound represented by Formula 1.

[0010] [Formula 1]

[0011]

[0012] In formula 1, R n It may be a group represented by Formula 2; X 0 Can be S or N (R a1 );R a1and R a2 may each independently be a group represented by Formula 3; and R 1 To R 10 Each may independently 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.

[0013] [Formula 2]

[0014]

[0015] In formula 2, R b1 To R b13 Each independently may be a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 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 bond with an adjacent group to form a ring. "*" means a bonding site with Formula 1.

[0016] [Formula 3]

[0017]

[0018] In formula 3, R c1 To R c9 Each independently may be a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 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 bond with an adjacent group to form a ring. "*" means a bonding site with Formula 1.

[0019] In an embodiment, the emission layer may further 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.

[0020] [Formula HT-1]

[0021]

[0022] In formula HT-1, A 1 To A 8 can be N or C (R 51 );L 1Y may be a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms; a Can be directly connected, C(R 52 )(R 53 ) or Si(R 54 )(R 55 );Ar 1 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; and R 51 To R 55 Each may independently be 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 may bond with an adjacent group to form a ring.

[0023] [Formula ET-1]

[0024]

[0025] In formula ET-1, X 11 To X 13 At least one of them may be N; X 11 To X 13 The remaining groups in may each independently be C(R 56 );R 56 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; b1 to b3 may each independently be an integer selected from 0 to 10; Ar 2 To Ar 4 L may each independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms; and L 2 To L 4 Each may independently be a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0026] [Formula D-1]

[0027]

[0028] In formula D-1, Q 1 To Q 4 may be each independently C or N; C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring group having 5 to 30 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms; 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; b11 to b13 may each independently be 0 or 1; R 61 To R 66 Each of them may be 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; d1 to d4 may each be independently an integer selected from 0 to 4, and -* represents a bond to one of C1 to C4.

[0029] In an embodiment, the first compound may be represented by Formula 1-1 or Formula 1-2.

[0030] [Formula 1-1]

[0031]

[0032] [Formula 1-2]

[0033]

[0034] In formula 1-1, R c11 To R c19 Each may independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy 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.

[0035] In formula 1-2, R11 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.

[0036] In formula 1-1 and formula 1-2, R 4 To R 10 , R b1 To R b13 and R c1 To R c9 It may be the same as defined in Formula 1, Formula 2 and Formula 3.

[0037] In an embodiment, in Formula 1-2, R 11 It may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted carbazolyl group.

[0038] In an embodiment, in Formula 1-2, R 11 It may be a group represented by any one of Formula R11-1 to Formula R11-13 described below.

[0039] In an embodiment, the first compound may be represented by Formula 1-A or Formula 1-B.

[0040] [Formula 1-A]

[0041]

[0042] [Formula 1-B]

[0043]

[0044] In Formula 1-A, m1 may be an integer selected from 0 to 8; and R 16 It may be a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 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 bond to an adjacent group to form a ring.

[0045] In Formula 1-B, m2 may be an integer selected from 0 to 5; and R 17 It may be a hydrogen atom, a deuterium atom, 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.

[0046] In Formula 1-A and Formula 1-B, R 1 To R 3 , R8 To R 10 , R b1 To R b13 , X 0 and R a2 It may be the same as defined in Formula 1 and Formula 2.

[0047] In an embodiment, the group represented by Formula 2 may be a group represented by any one of Formula 2-1 to Formula 2-6 described below.

[0048] In an embodiment, the group represented by Formula 3 may be a group represented by any one of Formula 3-1 to Formula 3-19 described below.

[0049] In an embodiment, in Formula 1, R 9 It may be a group represented by any one of Formula R9-1 to Formula R9-20 described below.

[0050] In an embodiment, the first compound may be at least one compound selected from Compound Group 1 described below.

[0051] Embodiments provide fused polycyclic compounds that may be represented by Formula 1 described herein.

[0052] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by Formula 1-1 or Formula 1-2 described herein.

[0053] In an embodiment, in Formula 1-2, R 11 It may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted carbazolyl group.

[0054] In an embodiment, in Formula 1-2, R 11 It may be a group represented by any one of Formula R11-1 to Formula R11-13 described below.

[0055] In an embodiment, the condensed polycyclic compound represented by Formula 1 may be represented by Formula 1-A or Formula 1-B described below.

[0056] In an embodiment, the group represented by Formula 2 may be a group represented by any one of Formula 2-1 to Formula 2-6 described below.

[0057] In an embodiment, the group represented by Formula 3 may be a group represented by any one of Formula 3-1 to Formula 3-19 described below.

[0058] In an embodiment, in Formula 1, R 9 It may be a group represented by any one of Formula R9-1 to Formula R9-20 described below.

[0059] In an embodiment, the condensed polycyclic compound represented by Formula 1 may be selected from Compound Group 1 described below.

[0060] An embodiment provides a display device, which may include a circuit layer disposed on a substrate layer and a display element layer disposed on the circuit layer and including a light emitting element, wherein

[0061] The light emitting element may include a first electrode, a second electrode disposed on the first electrode, and an emission layer disposed between the first electrode and the second electrode; and the emission layer may include a fused polycyclic compound represented by Formula 1 described herein.

[0062] In an embodiment, the light emitting element may include a first light emitting element emitting red light, a second light emitting element emitting green light, and a third light emitting element emitting blue light, and the third light emitting element may include a fused polycyclic compound.

[0063] In an embodiment, the light emitting element may emit blue light.

[0064] In an embodiment, the display device may further include a light control layer disposed on the display element layer and including quantum dots.

[0065] It should be understood that the above embodiments have been described in a general and explanatory sense only and not for limiting purposes, and the present disclosure is not limited to the above embodiments. BRIEF DESCRIPTION OF THE DRAWINGS

[0066] The attached drawings are included to provide a further understanding of the embodiments, and are incorporated into and constitute a part of this specification. The drawings illustrate the embodiments of the present disclosure and its principles. The above and other aspects and features of the present disclosure will become more apparent by describing the embodiments of the present disclosure in detail with reference to the attached drawings, in which:

[0067] Figure 1 is a schematic plan view of a display device according to an embodiment;

[0068] Figure 2 For along Figure 1 A schematic cross-sectional view of a portion taken along the center line II';

[0069] Figure 3 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0070] Figure 4 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0071] Figure 5 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0072] Figure 6 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0073] Figure 7 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0074] Fig. 8A The state of the lowest unoccupied molecular orbital (LUMO) of the experimental example compound B-2 is shown;

[0075] Figure 8B The state of LUMO of the experimental example compound C-1 is shown;

[0076] Fig. 9 is a schematic cross-sectional view of a display device according to an embodiment;

[0077] Fig.10 is a schematic cross-sectional view of a display device according to an embodiment;

[0078] Fig.11 is a schematic cross-sectional view of a display device according to an embodiment;

[0079] Fig.12 is a schematic cross-sectional view of a display device according to an embodiment; and

[0080] Fig.13 is a schematic perspective view of an interior of a vehicle including a display device according to an embodiment. DETAILED DESCRIPTION

[0081] The present disclosure will now be described more fully below with reference to the attached drawings in which embodiments are shown. However, the present disclosure may be embodied in different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that the present disclosure will be thorough and complete and will fully convey the scope of the present disclosure to those skilled in the art.

[0082] In the drawings, the size (eg, thickness), ratio, and dimensions of elements may be exaggerated for ease of description and for clarity. Like reference numerals and reference characters refer to like elements throughout.

[0083] In the specification, it will be understood that when an element (or region, layer, component, etc.) is referred to as being "on", "connected to" or "coupled to" another element (or region, layer, component, etc.), it may be directly on, directly connected to or directly coupled to the other element (or region, layer, component, etc.), or one or more intervening elements (or regions, layers, components, etc.) may exist between them. In a similar sense, when an element (or region, layer, component, etc.) is described as "covering" another element (or region, layer, component, etc.), it may directly cover the other element (or region, layer, component, etc.), or one or more intervening elements (or regions, layers, components, etc.) may exist between them.

[0084] In the specification, when an element is "directly on," "directly connected to," or "directly coupled to" another element, there are no intervening elements. For example, "directly on" may mean that two layers or two elements are disposed without additional elements such as adhesive elements between them.

[0085] As used herein, expressions used in the singular such as “a”, “an” and “the” are intended to include the plural forms as well, unless the context clearly indicates otherwise.

[0086] As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items. For example, "A and / or B" may be understood to mean "A, B, or A and B". The terms "and" and "or" may be used in a connecting sense or a separating sense and may be understood to be equivalent to "and / or".

[0087] In the specification and claims, for the purposes of its meaning and interpretation, the term "at least one of" is intended to include the meaning of "at least one selected from the group consisting of..." For example, "at least one of A, B, and C" may be understood to mean only A, only B, only C, or any combination of two or more of A, B, and C, such as ABC, ACC, BC, or CC. When following a list of elements, the term "at least one of" modifies the entire list of elements and does not modify the individual elements of the list.

[0088] It will be understood that although the terms first, second, etc. may be used to describe various elements in this article, these elements should not be limited by these terms. These terms are only used to distinguish one element from another element. Therefore, without departing from the teachings of the present disclosure, the first element may be referred to as the second element. Similarly, without departing from the scope of the present disclosure, the second element may be referred to as the first element.

[0089] For ease of description, spatially relative terms such as "below," "under," "down," "above," or "on" may be used herein to describe the relationship between one element or component and another element or component as illustrated in the accompanying drawings. It will be understood that the spatially relative terms are intended to encompass different orientations of the device in use or operation in addition to the orientation depicted in the accompanying drawings. For example, in the case where the device illustrated in the accompanying drawings is turned over, a device that is "below" or "below" another device may be placed "above" the other device. Accordingly, the illustrative term "below" may include both a lower position and an upper position. The device may also be oriented in other directions, and therefore the spatially relative terms may be interpreted differently depending on the orientation.

[0090] As used herein, the term "about" or "approximately" includes the stated value and means within an acceptable range of deviation of the stated value determined by one of ordinary skill in the art taking into account the measurement in question and the errors associated with the measurement of the stated quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations of the stated value, or within ±20%, ±10%, or ±5% of the stated value.

[0091] It should be understood that the terms “comprises,” “comprising,” “includes,” “including,” “have,” “having,” “contains,” and “containing” and the like are intended to indicate the presence of the recited features, integers, steps, operations, elements, components, or any combination thereof in the present disclosure, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or any combination thereof.

[0092] Unless otherwise defined or implied herein, all terms (including technical terms and scientific terms) used have the same meaning as those commonly understood by those skilled in the art to which the present disclosure belongs. It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having a meaning consistent with their meaning in the context of the relevant art and should not be interpreted in an ideal or overly formal sense unless clearly defined in the specification.

[0093] In the specification, the term "substituted or unsubstituted" may describe a group that is unsubstituted or substituted by at least one substituent selected from the group consisting of: a deuterium atom, a halogen atom, a cyano group, a nitro group, an amine group, an amino group, a silyl group, an oxy group, a sulfenyl group, a sulfonyl group, a carbonyl group, a boron group, a phosphine oxide group, a phosphine sulfide group, an alkyl group, an alkenyl group, an alkynyl group, a hydrocarbon ring group, an aryl group, and a heterocyclic group. Each of the substituents listed above may itself be substituted or unsubstituted. For example, a biphenyl group may be interpreted as an aryl group, or it may be interpreted as a phenyl group substituted by a phenyl group.

[0094] In the specification, the term "bonded to an adjacent group to form a ring" may be interpreted as a group bonded to an adjacent group to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring. The hydrocarbon ring may be an aliphatic hydrocarbon ring or an aromatic hydrocarbon ring. The heterocyclic ring may be an aliphatic heterocyclic ring or an aromatic heterocyclic ring. The hydrocarbon ring and the heterocyclic ring may be monocyclic or polycyclic. The ring formed by bonding adjacent groups to each other may itself be connected to another ring to form a spiro structure.

[0095] In the specification, the term "adjacent group" may be interpreted as a substituent replacing an atom directly connected to an atom substituted by a corresponding substituent, as another substituent replacing an atom substituted by a corresponding substituent, or as a substituent spatially located closest to a corresponding substituent. For example, two methyl groups in 1,2-dimethylbenzene may be interpreted as "adjacent groups" to each other, and two ethyl groups in 1,1-diethylcyclopentane may be interpreted as "adjacent groups" to each other. For example, two methyl groups in 4,5-dimethylphenanthrene may be interpreted as "adjacent groups" to each other.

[0096] In the specification, examples of the halogen atom may include a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom.

[0097] In the specification, the alkyl group may be linear or branched. The number of carbon atoms in the alkyl group may be 1 to 50, 1 to 30, 1 to 20, 1 to 10, or 1 to 6. Examples of the alkyl group may include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, 2-ethylbutyl, 3,3-dimethylbutyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, 1-methylpentyl, 3-methylpentyl, 2-ethylpentyl, 4-methyl-2-pentyl, n-hexyl, 1-methylhexyl, 2-ethylhexyl, 2-butylhexyl, n-heptyl, 1-methylheptyl, 2,2-dimethylheptyl, 2-ethylheptyl, 2-butylheptyl, n-octyl, tert-octyl, 2-ethyloctyl, 2-butyloctyl, 2-hexyloctyl, 3,7-dimethyloctyl, n-nonyl, n-decyl, adamantyl, 2-ethyldecyl, 2-butyldecyl, 2-hexyldecyl, 2-octyldecyl, n-undecyl, alkyl, n-dodecyl, 2-ethyldodecyl, 2-butyldodecyl, 2-hexyldodecyl, 2-octyldodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, 2-ethylhexadecyl, 2-butylhexadecyl, 2-hexylhexadecyl, 2-octylhexadecyl, n-heptadecyl, n-octadecyl, n-nonadecyl, n-eicosyl, 2-ethyleicosyl, 2-butyleicosyl, 2-hexyleicosyl, 2-octyleicosyl, n-heonicosyl, n-docosyl, n-tricosyl, n-tetracosyl, n-pentacosyl, n-hexacosyl, n-heptacosyl, n-octacosyl, n-nonacosyl, n-triacontyl, and the like, but the embodiment is not limited thereto.

[0098] In the specification, the cycloalkyl group may be a cyclic alkyl group. The number of carbon atoms in the cycloalkyl group may be 3 to 50, 3 to 30, 3 to 20, or 3 to 10. Examples of the cycloalkyl group may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, norbornyl, 1-adamantyl, 2-adamantyl, isobornyl, bicycloheptyl, etc., but the embodiment is not limited thereto.

[0099] In the specification, the alkenyl group may be a hydrocarbon group including at least one carbon-carbon double bond in the middle or at the end of an alkyl group having 2 or more carbon atoms. The alkenyl group may be linear or branched. The number of carbon atoms in the alkenyl group is not specifically limited, but may be 2 to 30, 2 to 20, or 2 to 10. Examples of alkenyl groups may include vinyl, 1-butenyl, 1-pentenyl, 1,3-butadienyl, styryl, styrylvinyl, etc., but embodiments are not limited thereto.

[0100] In the specification, the alkynyl group may be a hydrocarbon group including at least one carbon-carbon triple bond in the middle or at the end of an alkyl group having 2 or more carbon atoms. The alkynyl group may be linear or branched. The number of carbon atoms in the alkynyl group is not particularly limited, but may be 2 to 30, 2 to 20, or 2 to 10. Examples of the alkynyl group may include ethynyl, propynyl, etc., but embodiments are not limited thereto.

[0101] In the specification, the hydrocarbon ring group may be any functional group or substituent derived from an aliphatic hydrocarbon ring. For example, the hydrocarbon ring group may be a saturated hydrocarbon ring group having 5 to 20 ring-forming carbon atoms.

[0102] In the specification, the aryl group may be any functional group or substituent derived from an aromatic hydrocarbon ring. The aryl group may be monocyclic or polycyclic. The number of ring carbon atoms in the aryl group may be 6 to 30, 6 to 20, or 6 to 15. Examples of aryl groups may include phenyl, naphthyl, fluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, quaterphenyl, pentaphenyl, hexaphenyl, triphenylene, pyrenyl, benzofluoranthenyl, 1,2-triphenylenyl, etc., but embodiments are not limited thereto.

[0103] In the specification, the fluorenyl group may be substituted, and two substituents may be bonded to each other to form a spiro structure. Examples of the substituted fluorenyl group may include the groups shown below. However, the embodiment is not limited thereto.

[0104]

[0105] In the specification, the heterocyclic group may be any functional group or substituent derived from a ring including at least one of B, O, N, P, Si, S and Se as a heteroatom. The heterocyclic group may be an aliphatic heterocyclic group or an aromatic heterocyclic group. The aromatic heterocyclic group may be a heteroaryl group. The aliphatic heterocyclic group and the aromatic heterocyclic group may each independently be monocyclic or polycyclic.

[0106] In the specification, the heterocyclic group may include at least one of B, O, N, P, Si, S and Se as a heteroatom. If the heterocyclic group includes two or more heteroatoms, the two or more heteroatoms may be the same or different from each other. The heterocyclic group may be monocyclic heterocyclic or polycyclic heterocyclic. The heterocyclic group may be a heteroaryl. The number of ring carbon atoms in the heterocyclic group may be 2 to 30, 2 to 20 or 2 to 10.

[0107] In the specification, the aliphatic heterocyclic group may include at least one of B, O, N, P, Si, S and Se as a heteroatom. The number of ring-forming carbon atoms in the aliphatic heterocyclic group may be 2 to 30, 2 to 20 or 2 to 10. Examples of the aliphatic heterocyclic group may include an oxirane group, a thiirane group, a pyrrolidinyl group, a piperidinyl group, a tetrahydrofuranyl group, a tetrahydrothienyl group, a thianyl group, a tetrahydropyranyl group, a 1,4-dioxanyl group and the like, but the embodiment is not limited thereto.

[0108] In the specification, the heteroaryl group may include at least one of B, O, N, P, Si, S and Se as a heteroatom. If the heteroaryl group includes two or more heteroatoms, the two or more heteroatoms may be the same or different from each other. The heteroaryl group may be monocyclic or polycyclic. The number of ring carbon atoms in the heteroaryl group may be 2 to 30, 2 to 20 or 2 to 10. Examples of heteroaryl groups may include thienyl, furanyl, pyrrolyl, imidazolyl, pyridyl, bipyridyl, pyrimidyl, triazine, triazolyl, acridinyl, pyridazinyl, pyrazinyl, quinolyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolyl, indolyl, carbazolyl, N-arylcarbazolyl, N-heteroarylcarbazolyl, N-alkylcarbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, thienothiphenyl, benzofuranyl, phenanthrolinyl, thiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, thiadiazolyl, phenothiazinyl, dibenzothirolyl, dibenzofuranyl, and the like, but embodiments are not limited thereto.

[0109] In the specification, the above description of the aryl group can be applied to the arylene group except that the arylene group is a divalent group. The description of the heteroaryl group can be applied to the heteroarylene group except that the heteroarylene group is a divalent group.

[0110] In the specification, the silyl group may be an alkylsilyl group or an arylsilyl group. The number of carbon atoms in the silyl group may be 1 to 30, 1 to 20, or 1 to 10. Examples of the silyl group may include trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, etc., but the embodiment is not limited thereto.

[0111] In the specification, the number of 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 one of the following structures, but the embodiment is not limited thereto.

[0112]

[0113] In the specification, the number of carbon atoms in the sulfinyl group or the sulfonyl group is not particularly limited, but may be 1 to 30. The sulfinyl group may be an alkylsulfinyl group or an arylsulfinyl group. The sulfonyl group may be an alkylsulfonyl group or an arylsulfonyl group.

[0114] In the specification, the thio group may be an alkylthio group or an arylthio group. The thio group may be a sulfur atom bonded to an alkyl group or an aryl group as defined above. Examples of the thio group may include a methylthio group, an ethylthio group, a propylthio group, a pentylthio group, a hexylthio group, an octylthio group, a dodecylthio group, a cyclopentylthio group, a cyclohexylthio group, a phenylthio group, or a naphthylthio group, but the embodiment is not limited thereto.

[0115] In the specification, the oxy group may be an oxygen atom bonded to an alkyl group or an aryl group as defined above. The oxy group may be an alkoxy group or an aryloxy group. The alkoxy group may be linear, branched or cyclic. The number of carbon atoms in the alkoxy group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. Examples of oxy groups may include methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, octyloxy, nonyloxy, decyloxy, benzyloxy, etc., but embodiments are not limited thereto.

[0116] In the specification, the boryl group herein may be a boron atom bonded to an alkyl group or an aryl group as defined above. The boryl group may be an alkyl boryl group or an aryl boryl group. Examples of boryl groups may include dimethyl boryl group, diethyl boryl group, tert-butyl methyl boryl group, diphenyl boryl group, phenyl boryl group, etc., but embodiments are not limited thereto.

[0117] In the specification, the number of carbon atoms in the amine group is not particularly limited, but may be 1 to 30. The amine group may be an alkylamine group 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 embodiment is not limited thereto.

[0118] In the specification, the sulfinyl group may mean an alkyl group or an aryl group defined above combined with -S(=O)-. The number of carbon atoms of the sulfinyl group is not particularly limited, but may be 1 to 30, 1 to 20, or 1 to 10. The sulfinyl group may include an alkylsulfinyl group and an arylsulfinyl group. For example, the sulfinyl group may have the following structure, but is not limited thereto.

[0119]

[0120] In the specification, sulfonyl may refer to -S(=O) 2 - combined with the above-defined alkyl or aryl groups. The number of carbon atoms of the sulfonyl group is not particularly limited, but may be 1 to 30, 1 to 20, or 1 to 10. The sulfonyl group may include an alkylsulfonyl group and an arylsulfonyl group. For example, the sulfonyl group may have the following structure, but is not limited thereto.

[0121]

[0122] In the specification, the phosphine oxide group may mean an alkyl group or an aryl group defined above combined with -P(=O)-. The number of carbon atoms of the phosphine oxide group is not particularly limited, but may be 1 to 30, 1 to 20, or 1 to 10. The phosphine oxide group may include an alkyl phosphine oxide group and an aryl phosphine oxide group. For example, the phosphine oxide group may have the following structure, but is not limited thereto.

[0123]

[0124] In the specification, the phosphinosulfide group may mean an alkyl or aryl group defined above in combination with -P(=S)-. The number of carbon atoms of the phosphinosulfide group is not particularly limited, but may be 1 to 30, 1 to 20, or 1 to 10. The phosphinosulfide group may include an alkylphosphinosulfide group and an arylphosphinosulfide group. For example, the phosphinosulfide group may have the following structure, but is not limited thereto.

[0125]

[0126] In the specification, the alkyl group in the alkoxy group, alkylthio group, alkylsulfonyl group, alkylsulfinyl group, alkylaryl group, alkylamino group, alkylboryl group, alkylsilyl group, alkylphosphine oxide group, alkylphosphine sulfide group or alkylamine group may be the same as exemplified above.

[0127] In the specification, the aryl group in the aryloxy group, arylthio group, arylsulfonyl group, arylsulfinyl group, arylamino group, arylboryl group, arylsilyl group, arylphosphine oxide group, arylphosphine sulfide group or arylamine group may be the same as exemplified above.

[0128] In the specification, a direct connection may be a single bond.

[0129] In this manual, the symbol and -* each represent a bond to adjacent atoms in the corresponding formula or moiety.

[0130] Hereinafter, embodiments will be described with reference to the accompanying drawings.

[0131] Figure 1 is a schematic plan view of a display device DD according to an embodiment. Figure 2 For along Figure 1 Schematic cross-sectional view of a portion of the display device DD taken along line II′ in FIG.

[0132] The display device DD may include a display panel DP and an optical layer PP disposed on the display panel DP. The display panel DP includes light emitting elements ED-1, ED-2, and ED-3. The display device DD may include a plurality of the respective light emitting elements ED-1, ED-2, and ED-3. The optical layer PP may be disposed on the display panel DP to control light reflected at the display panel DP by external light. The optical layer PP may include, for example, a polarizing layer or a color filter layer. Although not shown in the drawings, in an embodiment, the optical layer PP may be omitted from the display device DD.

[0133] In an embodiment, the base substrate BL may be disposed on the optical layer PP. The base substrate BL may provide a base surface on which the optical layer PP is disposed. The base substrate BL may be a glass substrate, a metal substrate, a plastic substrate, or the like. However, the embodiment is not limited thereto, and the base substrate BL may include an inorganic layer, an organic layer, or a composite material layer. Although not shown in the drawings, in an embodiment, the base substrate BL may be omitted.

[0134] The display device DD according to the embodiment may further include a filling layer (not shown). The filling layer (not shown) may be provided between the display element layer DP-ED and the base substrate BL. The filling layer (not shown) may be an organic material layer. The filling layer (not shown) may include at least one of an acrylic resin, a silicone resin, and an epoxy resin.

[0135] In an embodiment, the display panel DP may include a circuit layer DP-CL and a display element layer DP-ED provided on a base layer BS. The display element layer DP-ED may include a pixel defining film PDL, light emitting elements ED-1, ED-2, and ED-3 disposed between portions of the pixel defining film PDL, and an encapsulation layer TFE disposed on the light emitting elements ED-1, ED-2, and ED-3.

[0136] In an embodiment, the base layer BS may provide a base surface on which the display element layer DP-ED is disposed. The base layer BS may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiment is not limited thereto, and the base layer BS may include an inorganic layer, an organic layer, or a composite material layer.

[0137] In an embodiment, the circuit layer DP-CL is disposed on the base layer BS, and the circuit layer DP-CL may include a plurality of transistors (not shown). The plurality of transistors (not shown) may each include a control electrode, an input electrode, and an output electrode. For example, the circuit layer DP-CL may include a switching transistor and a driving transistor for driving the light emitting elements ED-1, ED-2, and ED-3 of the display element layer DP-ED.

[0138] The light emitting elements ED-1, ED-2, and ED-3 may each have a Figures 3 to 7 The light emitting elements ED-1, ED-2, and ED-3 may each include a first electrode EL1, a hole transport region HTR, emission layers EML-R, EML-G, and EML-B, an electron transport region ETR, and a second electrode EL2.

[0139] Figure 2An embodiment is shown 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 disposed in the openings 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 each provided as a common layer for all the light-emitting elements ED-1, ED-2 and ED-3. However, the embodiment is not limited thereto. Although not shown in Figure 2 , but in an embodiment, the hole transport region HTR and the electron transport region ETR may be provided by patterning in the opening OH defined in the pixel definition film PDL. In an embodiment, the hole transport region HTR of the light emitting elements ED-1, ED-2 and ED-3, the emission layers EML-R, EML-G and EML-B, and the electron transport region ETR may be provided by patterning by an inkjet printing method.

[0140] The encapsulation layer TFE may cover the light emitting elements ED-1, ED-2 and ED-3. The encapsulation layer TFE may seal the light emitting elements ED-1, ED-2 and ED-3 in the display element layer DP-ED. The encapsulation layer TFE may be a thin film encapsulation layer. The encapsulation layer TFE may be formed of a single layer or a plurality of layers. The encapsulation layer TFE may include at least one insulating layer. The encapsulation layer TFE may include at least one inorganic film (hereinafter, encapsulation-inorganic film). In an embodiment, the encapsulation layer TFE may include at least one organic film (hereinafter, encapsulation-organic film) and at least one encapsulation-inorganic film.

[0141] The encapsulation-inorganic film protects the display element layer DP-ED from moisture and / or oxygen, and the encapsulation-organic film protects the display element layer DP-ED from foreign substances (such as dust particles). The encapsulation-inorganic film may include silicon nitride, silicon oxynitride, silicon oxide, titanium oxide, or aluminum oxide, etc., but the embodiment is not limited thereto. The encapsulation-organic film may include acrylic compounds and epoxy compounds, etc. The encapsulation-organic film may include a photopolymerizable organic material, but the embodiment is not limited thereto.

[0142] The encapsulation layer TFE may be disposed on the second electrode EL2 and may be disposed to fill the open holes OH.

[0143] refer to Figure 1 and Figure 2 , the display device DD may include a non-light emitting area NPXA and light emitting areas PXA-R, PXA-G, and PXA-B. The light emitting areas PXA-R, PXA-G, and PXA-B may each be an area that emits light generated from each of the light emitting elements ED-1, ED-2, and ED-3. The light emitting areas PXA-R, PXA-G, and PXA-B may be spaced apart from each other in a plan view.

[0144] The light-emitting areas PXA-R, PXA-G, and PXA-B may each be an area separated by a pixel-defining film PDL. The non-light-emitting area NPXA may be between adjacent light-emitting areas PXA-R, PXA-G, and PXA-B, and may correspond to an area of ​​the pixel-defining film PDL. In an embodiment, the light-emitting areas PXA-R, PXA-G, and PXA-B may each correspond to a pixel. The pixel-defining film PDL may separate the light-emitting elements ED-1, ED-2, and ED-3. The emission layers EML-R, EML-G, and EML-B of the light-emitting elements ED-1, ED-2, and ED-3 may be disposed in the openings OH defined by the pixel-defining film PDL and separated from each other.

[0145] The light emitting areas PXA-R, PXA-G, and PXA-B may be arranged into a plurality of groups according to the colors of the lights generated from the light emitting elements ED-1, ED-2, and ED-3. Figure 1 and Figure 2 In the display device DD according to the embodiment explained in , three light emitting areas PXA-R, PXA-G and PXA-B emitting red light, green light and blue light respectively are explained as examples. For example, the display device DD may include a red light emitting area PXA-R, a green light emitting area PXA-G and a blue light emitting area PXA-B which are different from each other.

[0146] In the display device DD according to the embodiment, the light emitting elements ED-1, ED-2 and ED-3 may emit light 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. For example, 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.

[0147] However, the embodiment is not limited thereto, and the first to third light emitting elements ED-1, ED-2, and ED-3 may emit light in the same wavelength range, or at least one light emitting element may emit light in a different wavelength range from the remaining light emitting elements. For example, the first to third light emitting elements ED-1, ED-2, and ED-3 may each emit blue light.

[0148] 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 configuration. Figure 1, the red light emitting area PXA-R, the green light emitting area PXA-G and the blue light emitting area PXA-B may be arranged along the second direction axis DR2, respectively. In another embodiment, the red light emitting area PXA-R, the green light emitting area PXA-G and the blue light emitting area PXA-B may be alternately arranged in this order along the first direction axis DR1.

[0149] Figure 1 and Figure 2 It is explained that the light-emitting regions PXA-R, PXA-G, and PXA-B all have the same area, but the embodiment is not limited thereto. In an embodiment, the sizes or shapes of the light-emitting regions PXA-R, PXA-G, and PXA-B may be different from each other according to the wavelength range of the emitted light. The areas of the light-emitting regions PXA-R, PXA-G, and PXA-B may be areas in a plane view 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.

[0150] The arrangement of the light emitting areas PXA-R, PXA-G and PXA-B is not limited to Figure 1 The arrangement explained in the above description may provide the order of arranging the red light emitting areas PXA-R, the green light emitting areas PXA-G, and the blue light emitting areas PXA-B in various combinations according to the display quality characteristics required by the display device DD. For example, the light emitting areas PXA-R, PXA-G, and PXA-B may be arranged in a honeycomb arrangement (e.g., ) or diamond configuration (such as Diamond ).

[0151] 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 embodiment is not limited thereto.

[0152] Figures 3 to 7 Each is a schematic cross-sectional view of a light emitting element according to an embodiment. The light emitting element ED according to an 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.

[0153] and Figure 3 compared to, Figure 4 Schematic cross-sectional view of a light emitting element ED according to an embodiment, wherein the hole transport region HTR includes a hole injection layer HIL and a hole transport layer HTL, and the electron transport region ETR includes an electron injection layer EIL and an electron transport layer ETL. Figure 3 compared to, Figure 5Schematic cross-sectional view of a light emitting element ED according to an embodiment, wherein the hole transport region HTR includes a hole injection layer HIL, a hole transport layer HTL and an electron blocking layer EBL, and the electron transport region ETR includes an electron injection layer EIL, an electron transport layer ETL and a hole blocking layer HBL. Figure 3 compared to, Figure 6 Schematic cross-sectional view of a light emitting element ED according to an embodiment, wherein the hole transport region HTR includes a hole injection layer HIL, a hole transport layer HTL and an emission auxiliary layer EAL, and the electron transport region ETR includes an electron injection layer EIL, an electron transport layer ETL and a hole blocking layer HBL. Figure 4 compared to, Figure 7 is an exemplary embodiment including a capping layer CPL disposed on the second electrode EL2.

[0154] The first electrode EL1 has conductivity. The first electrode EL1 may be formed of a metal material, a metal alloy, or a conductive compound. The first electrode EL1 may be an anode or a cathode. However, the embodiment is not limited thereto. In an embodiment, the first electrode EL1 may be a pixel electrode. The first electrode EL1 may be a transmissive electrode, a transflective electrode, or a reflective electrode. The first electrode EL1 may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, W, In, Sn, Zn, an oxide thereof, a compound thereof, or a mixture thereof.

[0155] If the first electrode EL1 is a transmissive electrode, the first electrode EL1 may include a transparent metal oxide such as indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), or indium tin zinc oxide (ITZO). If the first electrode EL1 is a transflective electrode or a reflective electrode, the first electrode EL1 may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, W, a compound thereof, or a mixture thereof (e.g., a mixture of Ag and Mg), or a material having a multilayer structure such as LiF / Ca (a stacked structure of LiF and Ca) or LiF / Al (a stacked structure of LiF and Al). In another embodiment, the first electrode EL1 may have a multilayer structure including a reflective film or a transflective film formed of the above materials and a transparent conductive film formed of ITO, IZO, ZnO, ITZO, etc. For example, the first electrode EL1 may have a three-layer structure of ITO / Ag / ITO, but the embodiment is not limited thereto. In an embodiment, the first electrode EL1 may include the above metal material, a combination of at least two of the above metal materials, or an oxide of the above metal materials. The thickness of the first electrode EL1 may be about 1000 nm. to about For example, the thickness of the first electrode EL1 may be about to about within the range.

[0156] The hole transport region HTR may be 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, a buffer layer (not shown), an emission auxiliary layer EAL, and an electron blocking layer EBL. The thickness of the hole transport region HTR may be about 1000 Å. to about within the range.

[0157] The hole transport region HTR may be a single-layer structure of a single layer composed of a single material, a single-layer structure including a single layer of different materials, or a multi-layer structure including a plurality of layers including different materials.

[0158] In an embodiment, the hole transport region HTR may have a single-layer structure of a hole injection layer HIL or a hole transport layer HTL, or may have a single-layer structure formed of a hole injection material and a hole transport material. In an embodiment, the hole transport region HTR may have a single-layer structure formed of different materials, or may have a structure in which a hole injection layer HIL / hole transport layer HTL, a hole injection layer HIL / hole transport layer HTL / emission auxiliary layer EAL, a hole injection layer HIL / emission auxiliary layer EAL, a hole transport layer HTL / emission auxiliary layer EAL, or a hole injection layer HIL / hole transport layer HTL / emission auxiliary layer EBL is stacked from the first electrode EL1 in the order of their respective descriptions, but the embodiment is not limited thereto.

[0159] The hole transport region HTR may be formed using various methods such as a vacuum deposition method, a spin coating method, a casting method, a Langmuir-Brokett (LB) method, an inkjet printing method, a laser printing method, and a laser induced thermal imaging (LITI) method.

[0160] In the light emitting element ED according to the embodiment, the hole transport region HTR may include a compound represented by Formula H-1:

[0161] [Formula H-1]

[0162]

[0163] In formula H-1, L 1 and L 2 Each of a and b may be independently a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. a and b may be independently an integer selected from 0 to 10. When a or b is 2 or more, multiple L 1 Group or multiple L 2The groups may each independently be a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms.

[0164] In formula H-1, Ar 1 and Ar 2 and Ar 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.

[0165] In an embodiment, the compound represented by formula H-1 may be a monoamine compound. In an embodiment, the compound represented by formula H-1 may be a compound wherein Ar 1 To Ar 3 In another embodiment, the compound represented by formula H-1 may be a diamine compound wherein Ar 1 and Ar 2 At least one of the carbazole compounds includes a substituted or unsubstituted carbazole group, or may be a carbazole compound in which Ar 1 and Ar 2 At least one of the fluorene compounds includes a substituted or unsubstituted fluorenyl group.

[0166] The compound represented by Formula H-1 may be any compound selected from Compound Group H. However, the compounds listed in Compound Group H are only examples, and the compound represented by Formula H-1 is not limited to Compound Group H:

[0167] [Compound Group H]

[0168]

[0169]

[0170] 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 (PA NI / DBSA), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB), triphenylamine-containing 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.

[0171] The hole transport region HTR may include carbazole derivatives (such as N-phenylcarbazole or polyvinylcarbazole), fluorene derivatives, triphenylamine derivatives (such as N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (TPD), 4,4',4"-tri(N-carbazolyl)triphenylamine (TCTA), N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB or NPD), 4,4'-cyclohexylenebis[N,N-bis(4-methylphenyl)aniline] (TAPC), 4,4'-bis[N,N'-(3-tolyl)amino]-3,3'-dimethylbiphenyl (HMTPD) or 1,3-bis(N-carbazolyl)benzene (mCP)), etc.

[0172] 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.

[0173] The hole transport region HTR may include the above-mentioned compound of the hole transport region HTR in at least one of the hole injection layer HIL, the hole transport layer HTL, the emission auxiliary layer EAL, and the electron blocking layer EBL.

[0174] The thickness of the hole transport region HTR may be about to about For example, the thickness of the hole transport region HTR may be in the range of about to about When the hole transport region HTR includes the hole injection layer HIL, the hole injection layer HIL may have a thickness in the range of about to about When the hole transport region HTR includes the hole transport layer HTL, the hole transport layer HTL may have a thickness in the range 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 in the range of about to about If the thickness of the hole transport region HTR, the thickness of the hole injection layer HIL, the thickness of the hole transport layer HTL, and the thickness of the electron blocking layer EBL meet the above ranges, satisfactory hole transport characteristics can be achieved without significantly increasing the driving voltage. For example, the emission auxiliary layer EAL may have a thickness of about to about However, the embodiment is not limited thereto.

[0175] In addition to the above materials, the hole transport region HTR may further include a charge generation material to increase conductivity. The charge generation material may be uniformly or non-uniformly dispersed in the hole transport region HTR. For example, the charge generation material may be a p-dopant. The p-dopant may include at least one of a metal halide, a quinone derivative, a metal oxide, and a cyano compound, but the embodiment is not limited thereto. For example, the p-dopant may include a metal halide such as CuI or RbI, a quinone derivative such as tetracyanoquinodimethane (TCNQ) or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ), a metal oxide such as tungsten oxide or molybdenum oxide, a cyano compound such as dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN) or 4-[[2,3-bis[cyano-(4-cyano-2,3,5,6-tetrafluorophenyl)methylene]cyclopropyl]-cyanomethyl]-2,3,5,6-tetrafluorobenzonitrile (NDP9), etc., but the embodiment is not limited thereto.

[0176] 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. Depending on the wavelength of light emitted in the emission layer EML, the emission auxiliary layer EAL compensates for the resonance distance and adjusts the hole charge balance, and thus the emission efficiency can be increased. The emission auxiliary layer EAL can be used to prevent electrons from being injected into the hole transport region HTR. As a material included in the emission auxiliary layer EAL, a material that can be included in the hole transport region HTR can be used. The electron blocking layer EBL can be used to prevent electrons from being injected from the electron transport region ETR to the hole transport region HTR.

[0177] In the light emitting element ED according to the embodiment, the emission layer EML may include the first compound according to the embodiment. The emission layer EML according to the embodiment may further include at least one of the second compound, the third compound, and the fourth compound. The second compound may include a tricyclic condensed ring containing a nitrogen atom as a ring-forming atom. The third compound may include a hexagonal ring group containing at least one nitrogen atom as a ring-forming atom. The fourth compound may include an organic metal complex. The second compound, the third compound, and the fourth compound will be described in more detail later.

[0178] In the specification, the first compound may be referred to as a fused polycyclic compound according to an embodiment. The fused polycyclic compound according to an embodiment may include a five-membered ring fused ring containing three heteroatoms as ring-forming atoms as a core structure. Any one of the three heteroatoms may be a boron atom, another may be a nitrogen atom, and the third may be a nitrogen atom or a sulfur atom. The fused polycyclic compound according to an embodiment may include a m-terphenyl (m-terphenyl) portion bonded to the meta position relative to the carbon atom bonded to the boron atom (which is a ring-forming atom of the core structure). The m-terphenyl portion may be a bulky substituent. The fused polycyclic compound according to an embodiment may include a biphenyl portion bonded (e.g., directly bonded) to a nitrogen atom (which is a ring-forming atom of the core structure). Therefore, the fused polycyclic compound according to an embodiment may have a relatively large volume, and emit light with a shortened emission wavelength, and Dexter energy transfer may be suppressed. The light-emitting element ED including the fused polycyclic compound according to an embodiment may exhibit long service life characteristics.

[0179] In an embodiment, the light emitting element ED may include the condensed polycyclic compound according to an embodiment. The condensed polycyclic compound according to an embodiment may be represented by Formula 1.

[0180] [Formula 1]

[0181]

[0182] In formula 1, R 1 To R 10Each of R and R is 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. 1 To R 10 Each of them may independently be a hydrogen atom, a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted acridinyl group or a substituted or unsubstituted xanthene group.

[0183] In an embodiment, in Formula 1, R 9 It may be a group represented by any one of Formulae R9-1 to R9-20. In Formula R9-15, D represents a deuterium atom.

[0184]

[0185]

[0186] In formula 1, R n It may be a group represented by Formula 2. The group represented by Formula 2 may be an m-terphenyl moiety.

[0187] [Formula 2]

[0188]

[0189] In formula 2, R b1 To R b13 Each of them may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 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 may be bonded to an adjacent group to form a ring. For example, R b1 To R b13 Each independently may be a hydrogen atom, a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted aryloxy group, or a substituted or unsubstituted phenyl group. The substituted or unsubstituted aryloxy group may be a substituted or unsubstituted phenoxy group. However, the embodiment is not limited thereto. "*" means a bonding site with Formula 1.

[0190] In formula 1, X 0 Can be S or N (R a1 ).

[0191] In formula 1, R a1 and Ra2 Each may independently be a group represented by Formula 3. The group represented by Formula 3 may be a biphenyl moiety.

[0192] [Formula 3]

[0193]

[0194] In formula 3, R c1 To R c9 Each of them may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 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 may be bonded to an adjacent group to form a ring. For example, R c1 To R c9 Each independently may be a hydrogen atom, a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted aryloxy group, or a substituted or unsubstituted phenyl group. The substituted or unsubstituted aryloxy group may be a substituted or unsubstituted phenoxy group. However, the embodiment is not limited thereto. "*" means a bonding site with Formula 1.

[0195] In an embodiment, the group represented by Formula 2 may be a group represented by any one of Formulas 2-1 to 2-6. Formulas 2-1 to 2-6 represent the group represented by Formula 2, wherein R is further defined. b1 To R b13 implementation method.

[0196]

[0197] In an embodiment, the group represented by Formula 3 may be a group represented by any one of Formulas 3-1 to 3-19. Formulas 3-1 to 3-19 represent the group represented by Formula 3, wherein R is further defined. c1 To R c9 implementation method.

[0198]

[0199]

[0200]

[0201]

[0202] The fused polycyclic compound according to the embodiment may be substituted with a deuterium atom or may include a substituent substituted with a deuterium atom. For example, in Formula 1, R 1 To R 10 At least one of may include a deuterium atom as a substituent.

[0203] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by Formula 1-1 or Formula 1-2. Formula 1-1 represents a compound wherein X in Formula 1 0 N(R a ) situation. Formula 1-2 represents that X in Formula 1 0 For the case of S.

[0204]

[0205]

[0206] In formula 1-1 and formula 1-2, R 4 To R 10 , R b1 To R b13 and R c1 To R c9 Same as defined in Formula 1, Formula 2 and Formula 3.

[0207] In formula 1-1, R c11 To R c19 Each may independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy 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.

[0208] In formula 1-2, R 11 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. 11 It may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted carbazolyl group.

[0209] In an embodiment, in Formula 1-2, R 11 It may be a group represented by any one of Formula R11-1 to Formula R11-13.

[0210]

[0211] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by Formula 1-A or Formula 1-B. Formula 1-A represents a compound wherein R 4 , R 5 and R 7 is a hydrogen atom, and R 6 is a substituted or unsubstituted carbazole group. Formula 1-B represents a case where R 4 To R 7Any one of is a substituted or unsubstituted phenyl group, and R 4 To R 7 The remaining groups in are hydrogen atoms.

[0212]

[0213]

[0214] In Formula 1-A and Formula 1-B, R 1 To R 3 , R 8 To R 10 , R b1 To R b13 , X 0 and R a2 Same as defined in Formula 1 and Formula 2.

[0215] In Formula 1-A, m1 may be an integer selected from 0 to 8; and R 16 It may be a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 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 bond to an adjacent group to form a ring.

[0216] If m1 is 2 or greater, multiple R 16 The groups may be the same or at least one may be different. The case where m1 is 0 may be the same as the case where m1 is 8 and eight R 16 The same applies to the case where the group is a hydrogen atom.

[0217] In Formula 1-B, m2 may be an integer selected from 0 to 5; and R 17 It may be a hydrogen atom, a deuterium atom, 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.

[0218] If m2 is 2 or greater, multiple R 17 The groups may be the same or at least one may be different. The case where m2 is 0 may be the same as the case where m2 is 5 and five R 17 The same applies to the case where the group is a hydrogen atom.

[0219] In an embodiment, in Formula 1-A, including R 16 The carbazole group may be a group represented by any one of Formula R16-1 to Formula R16-11. In Formula R16-5 to Formula R16-11, D represents a deuterium atom.

[0220]

[0221] In an embodiment, in Formula 1-B, including R 17 The phenyl group may be a group represented by any one of Formula R17-1 to Formula R17-6.

[0222]

[0223] In an embodiment, the fused polycyclic compound represented by Formula 1-B may be represented by Formula 1-B1 or Formula 1-B2. Formula 1-B1 and Formula 1-B2 represent Formula 1-B wherein R is further defined. 17 An embodiment of the bonding site of the phenyl group.

[0224]

[0225]

[0226] In Formula 1-B1 and Formula 1-B2, R 1 To R 3 , R 8 To R 10 , R b1 To R b13 , X 0 , R a2 , R 17 and m2 are the same as defined in Formula 1-B.

[0227] In an embodiment, the condensed polycyclic compound may be any compound selected from Compound Group 1. In an embodiment, the light emitting element ED (for example, in the emission layer EML) may include at least one condensed polycyclic compound selected from Compound Group 1. In Compound Group 1, D represents a deuterium atom.

[0228] [Compound Group 1]

[0229]

[0230]

[0231]

[0232]

[0233]

[0234]

[0235]

[0236]

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249]

[0250] In an embodiment, the fused polycyclic compound may include a five-membered ring condensed ring as a core structure, and the five-membered ring condensed ring includes three heteroatoms as ring-forming atoms, and the m-terphenyl (m-terphenyl) part and the biphenyl part may each be bonded to the core structure. Any one of the three heteroatoms may be a boron atom, another may be a nitrogen atom, and the third may be a nitrogen atom or a sulfur atom. The m-terphenyl part may be bonded in the meta position relative to the carbon atom bonded to the boron atom (which is a ring-forming atom). The biphenyl part may be bonded (e.g., directly bonded) to the nitrogen atom (which is a ring-forming atom).

[0251] The condensed polycyclic compound according to the embodiment includes the m-terphenyl moiety and thus may have an increased volume, may emit light with a shortened emission wavelength, and may suppress Dexter energy transfer. As a result, the light emitting element ED containing the condensed polycyclic compound according to the embodiment may exhibit long life characteristics.

[0252] The experimental example compounds were calculated using Gaussian 09, and the calculation results are listed in Table 1. The experimental example compounds may include a five-membered ring condensed ring as a core structure, which is the same as the five-membered ring condensed ring of the condensed polycyclic compound according to the embodiment. The experimental example compounds are compounds including a similar structure to the condensed polycyclic compound according to the embodiment.

[0253] The only difference between Experimental Example Compound A-1 and Experimental Example Compound A-2 is the presence or absence of an m-terphenyl moiety. Experimental Example Compound A-1 does not include an m-terphenyl moiety and includes a phenyl group. Experimental Example Compound A-2 includes an m-terphenyl moiety. The only difference between Experimental Example Compound B-1 and Experimental Example Compound B-2 is the presence or absence of an m-terphenyl moiety. Experimental Example Compound B-1 does not include an m-terphenyl moiety and includes a phenyl group. Experimental Example Compound B-2 includes an m-terphenyl moiety.

[0254] In Table 1, HOMO energy level refers to the energy level of the highest occupied molecular orbital, and LUMO energy level refers to the energy level of the lowest unoccupied molecular orbital. S1 (nm) shows the emission wavelength of the singlet state, and T1_W (nm) shows the emission wavelength of the triplet state. T2-T1 shows the absolute value of the energy gap between the triplet excited state (T2) and the triplet ground state (T1). F1 shows the oscillator strength, and ΔE ST The absolute value of the energy gap between the singlet and triplet states is shown.

[0255] [Experimental Example Compounds]

[0256]

[0257] Table 1

[0258]

[0259] With reference to S1 (nm) in Table 1, it can be seen that the Experimental Example Compound A-2 emits light having a wavelength shorter by about 2nm to about 3nm than the Experimental Example Compound A-1. The Experimental Example Compound B-2 emits light having a wavelength shorter by about 3nm to about 4nm than the Experimental Example Compound B-1. As described above, the only difference between the Experimental Example Compound A-1 and the Experimental Example Compound A-2 is the presence or absence of the m-terphenyl moiety, and the only difference between the Experimental Example Compound B-1 and the Experimental Example Compound B-2 is the presence or absence of the m-terphenyl moiety. Therefore, the fused polycyclic compound according to the embodiment including the m-terphenyl moiety emits light having a relatively short wavelength.

[0260] According to the embodiment, the condensed polycyclic compound includes the m-terphenyl moiety, and thus the LUMO region within the molecule can be prevented from expanding, and the LUMO-LUMO overlap between molecules can be reduced. Therefore, electron transfer can be reduced, and thus Dexter energy transfer can be suppressed.

[0261] Fig. 8A The state of the lowest unoccupied molecular orbital (LUMO) of Experimental Example Compound B-2 is shown, and Figure 8B The state of LUMO of Experimental Example Compound C-1 is shown. Experimental Example Compound C-1 has a similar structure to Compound 109, which is a condensed polycyclic compound according to an embodiment.

[0262] [Experimental Example Compounds]

[0263]

[0264] exist Fig. 8A In the formula (a), DT1 represents a moiety corresponding to the m-terphenyl moiety in the compound B-2 of Experimental Example. Figure 8B In the above, DT2 and DT3 represent moieties corresponding to the m-terphenyl moiety in the compound C-1 of Experimental Example. Fig. 8A and Figure 8B , it can be seen that the portion corresponding to the m-terphenyl moiety does not have a molecular orbital (i.e., orbital) distribution. Therefore, according to an embodiment, it is considered that in a fused polycyclic compound including an m-terphenyl moiety, since the LUMO region may not be extended and the intermolecular LUMO-LUMO overlap may be reduced, Dexter energy transfer may be suppressed.

[0265] The emission layer EML may include the fused polycyclic compound according to the embodiment as a dopant. The emission layer EML may be a delayed fluorescence emission layer including a host and a dopant. The fused polycyclic compound according to the embodiment may be a thermally activated delayed fluorescence (TADF) material. The fused polycyclic compound according to the embodiment may be a thermally activated delayed fluorescence dopant of a multi-resonance (MR) type.

[0266] The fused polycyclic compound according to the embodiment may emit blue light, and the blue light may have a central wavelength in the range of about 430 nm to about 490 nm. The light-emitting element ED including the fused polycyclic compound according to the embodiment may emit light having a central wavelength in the range of about 430 nm to about 490 nm. The light-emitting element ED including the fused polycyclic compound according to the embodiment may emit blue light. For example, the third light-emitting element ED-3 (see Figure 2 ) may include a fused polycyclic compound according to an embodiment.

[0267] In an embodiment, the emission layer EML may include the fused polycyclic compound according to an embodiment as a first compound, and may further 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.

[0268] In an embodiment, the emission layer EML may further include a second compound represented by Formula HT-1. In an embodiment, the second compound may be used as a hole transport host material in the emission layer EML.

[0269] [Formula HT-1]

[0270]

[0271] In formula HT-1, A 1 To A 8 can be N or C (R 51 ). For example, A 1 To A 8 Each can be C(R 51 ). In an embodiment, A 1 To A 8 Any one of can be N, and A 1 To A 8 The remaining groups in may each independently be C(R 51 ).

[0272] In formula HT-1, L 1 It may be a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. 1 It may be a direct connection, a substituted or unsubstituted phenylene group, a substituted or unsubstituted divalent biphenyl group, a substituted or unsubstituted divalent carbazole group, or the like, but the embodiment is not limited thereto.

[0273] In formula HT-1, Y a Can be directly connected, C(R 52 )(R 53 ) or Si(R 54 )(R 55 ). For example, the two benzene rings bonded to the nitrogen atom in formula HT-1 can be directly connected, In formula HT-1, when Y a In case of direct connection, the second compound represented by Formula HT-1 may include a carbazole moiety.

[0274] In formula HT-1, Ar 1It 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 carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted biphenyl group, or the like, but the embodiment is not limited thereto.

[0275] In formula HT-1, R 51 To R 55 Each of the R and R groups may independently be 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, or may be bonded to an adjacent group to form a ring. For example, R 51 To R 55 can each independently be a hydrogen atom or a deuterium atom. 51 To R 55 Each independently may be an unsubstituted methyl group or an unsubstituted phenyl group.

[0276] In an embodiment, the second compound represented by Formula HT-1 may be selected from Compound Group 2. In an embodiment, in the light emitting element ED, the second compound may include at least one compound selected from Compound Group 2.

[0277] [Compound Group 2]

[0278]

[0279]

[0280]

[0281]

[0282]

[0283]

[0284] In compound group 2, D may represent a deuterium atom, and Ph may represent a substituted or unsubstituted phenyl group. For example, in compound group 2, Ph may represent an unsubstituted phenyl group.

[0285] In an embodiment, the emission layer EML may further include a third compound represented by Formula ET-1. In an embodiment, the third compound may be used as an electron transport host material in the emission layer EML.

[0286] [Formula ET-1]

[0287]

[0288] In formula ET-1, X 1 To X 3 At least one of them may each be N, and X 1 To X 3 The remaining groups in may each independently be C(R 56 ). For example, X 1 To X 3 Any one of can be N, and X 1 To X 3 The remaining groups in may each independently be C(R 56 ). Therefore, the third compound represented by Formula ET-1 may include a pyridine moiety. As another example, X 1 To X 3 Two of them can be N, and X 1 To X 3 The remaining groups in may be C(R 56 ). Thus, the third compound represented by Formula ET-1 may include a pyrimidine moiety. As yet another example, X 1 To X 3 Each may be N. Therefore, the third compound represented by Formula ET-1 may include a triazine moiety.

[0289] 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.

[0290] In Formula ET-1, b1 to b3 may each independently be an integer selected from 0 to 10.

[0291] In formula ET-1, Ar 2 To Ar 4 and R and R 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. 2 To Ar 4Each independently may be a substituted or unsubstituted phenyl group or a substituted or unsubstituted carbazolyl group.

[0292] In formula ET-1, L 2 To L 4 Each of b1 to b3 may be independently a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. 2 To L 4 Each of them may be independently 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. The case where b1 is 0 may be the same as the case where b1 is 1 and L 2 The case where b2 is 0 can be the same as the case where b2 is 1 and L 3 The case where b3 is 0 can be the same as the case where b3 is 1 and L 4 The same is true for direct connections.

[0293] In an embodiment, the third compound represented by Formula ET-1 may be selected from Compound Group 3. In an embodiment, in the light emitting element ED, the third compound may include at least one compound selected from Compound Group 3.

[0294] [Compound Group 3]

[0295]

[0296]

[0297]

[0298]

[0299]

[0300]

[0301]

[0302]

[0303]

[0304]

[0305]

[0306] In compound group 3, D represents a deuterium atom, and Ph represents an unsubstituted phenyl group.

[0307] In an embodiment, the emission layer EML may include a second compound and a third compound, and the second compound and the third compound may form an exciplex. In the emission layer EML, an exciplex may be formed by a hole transport host and an electron transport host. The triplet energy level of the exciplex formed by the hole transport host and the electron transport host may correspond to the difference between the lowest unoccupied molecular orbital (LUMO) energy level of the electron transport host and the highest occupied molecular orbital (HOMO) energy level of the hole transport host.

[0308] For example, the absolute value of the triplet (T1) energy level of the excited complex formed by the hole transport host and the electron transport host may be in the range of about 2.4 eV to about 3.0 eV. The triplet energy level of the excited complex may have a value less than the energy gap of each host material. The excited complex may have a triplet energy level equal to or less than about 3.0 eV (which is the energy gap between the hole transport host and the electron transport host).

[0309] In an embodiment, the emission layer EML may include a fourth compound in addition to the first compound, the second compound, and the third compound as described above. The fourth compound may be used as a sensitizer in the emission layer EML. Energy may be transferred from the fourth compound to the first compound, thereby emitting light.

[0310] The emission layer EML may include an organic metal complex as a fourth compound, the organic metal complex including platinum (Pt) as a central metal atom and a ligand connected to the central metal atom. In an embodiment, the emission layer EML may further include a fourth compound represented by Formula D-1:

[0311] [Formula D-1]

[0312]

[0313] In formula D-1, Q 1 To Q 4 They may each independently be C or N.

[0314] In formula D-1, C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring group having 5 to 30 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms.

[0315] 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 formula (a), -* indicates a bond to one of C1 to C4.

[0316] In Formula D-1, b11 to b13 may each independently be 0 or 1. If b11 is 0, C1 and C2 may not be directly connected to each other. If b12 is 0, C2 and C3 may not be directly connected to each other. If b13 is 0, C3 and C4 may not be directly connected to each other.

[0317] In formula D-1, R 61 To R 66 Each of the R and R groups may independently be 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, or may be bonded to an adjacent group to form a ring. For example, R 61 To R 66 Each independently may be a substituted or unsubstituted methyl group or a substituted or unsubstituted tert-butyl group.

[0318] In Formula D-1, d1 to d4 may each independently be an integer selected from 0 to 4. In Formula D-1, if d1 to d4 are each 0, the fourth compound may not be 61 To R 64 wherein d1 to d4 are each 4 and R 61 To R 64 The case where each of the groups in is a hydrogen atom may be the same as the case where d1 to d4 are each 0. When d1 to d4 are each 2 or more, each R 61 To each R 64 A plurality of groups in may each be the same as one another, or at least one group thereof may be different from the remaining groups.

[0319] In an embodiment, in Formula D-1, C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring group or a substituted or unsubstituted heterocyclic group represented by any one of Formulas C-1 to C-4:

[0320]

[0321] In Formula C-1 to Formula C-4, P 1 Can be C-* or C(R 74 ), P 2 Can be N-* or N(R 81 ), P 3 Can be N-* or N(R 82 ), and P 4 Can be C-* or C(R 88 ).

[0322] In Formula C-1 to Formula C-4, R 71 To R 88 They may each independently be a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, or may bond with an adjacent group to form a ring.

[0323] In addition, in Formula C-1 to Formula C-4, represents a bond to Pt (which is the central metal atom), and -* represents a bond to an adjacent cyclic group C1 to C4 or a linker L 11 To L 13 key.

[0324] In an embodiment, the emission layer EML may include a first compound represented by Formula 1, and at least one of a second compound, a third compound, and a fourth compound. In an embodiment, the emission layer EML may include the first compound, the second compound, and the 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 emitting light.

[0325] In another embodiment, 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 an embodiment, the fourth compound may be a sensitizer. The fourth compound included in the emission layer EML of the light-emitting element ED may be used as a sensitizer to transfer energy from the host to the first compound as a light-emitting dopant. For example, the fourth compound used as an auxiliary dopant accelerates the transfer of energy to the first compound used as a light-emitting dopant, thereby increasing the emission ratio of the first compound. Therefore, the emission layer EML can improve the luminous efficiency. When the energy delivery to the first compound increases, the excitons formed in the emission layer EML may not accumulate inside the emission layer EML, and light may be emitted quickly, so that the degradation of the light-emitting element ED can be reduced. Therefore, the service life of the light-emitting element ED can be increased.

[0326] The light emitting element ED may include a first compound, a second compound, a third compound, and a 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, the emission layer EML may include the second compound and the third compound as two different hosts, the first compound emitting delayed fluorescence, and the fourth compound as an organic metal complex, and thus the light emitting element ED may exhibit excellent luminous efficiency characteristics.

[0327] In an embodiment, the fourth compound represented by Formula D-1 may be selected from Compound Group 4. In an embodiment, in the light emitting element ED, the fourth compound may include at least one compound selected from Compound Group 4.

[0328] [Compound Group 4]

[0329]

[0330]

[0331]

[0332]

[0333] In compound group 4, D represents a deuterium atom.

[0334] When the emission layer EML in the light-emitting element ED includes the first compound, the second compound, and the third compound, the amount of the first compound may be in the range of about 0.1 wt % to about 5 wt %. However, the embodiment is not limited thereto. When the amount of the first compound satisfies the above range, energy transfer from the second compound and the third compound to the first compound may be increased, and thus luminous efficiency and service life may be increased.

[0335] The combined amount of the second compound and the third compound in the emission layer EML may be a residual amount of the total weight of the first compound, the second compound, and the third compound excluding the amount of the first compound. For example, the total amount of the second compound and the third compound in the emission layer EML may be in the range of about 65 wt % to about 95 wt % relative to the total weight of the first compound, the second compound, and the third compound.

[0336] In the total amount of the second compound and the third compound in the emission layer EML, a weight ratio of the second compound to the third compound may be in the range of about 3:7 to about 7:3.

[0337] When the amount of the second compound and the third compound satisfies the above range and ratio, the charge balance characteristics in the emission layer EML can be improved, and thus the luminous efficiency and service life can be increased. When the amount of the second compound and the third compound deviates from the above range and ratio, the charge balance in the emission layer EML cannot be achieved, and thus the luminous efficiency can be reduced, and the light-emitting element ED can be easily degraded.

[0338] When the emission layer EML includes the fourth compound, the amount of the fourth compound in the emission layer EML may be in the range of about 10 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 embodiment is not limited thereto. When the amount of the fourth compound satisfies the above range, 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 improved, and thus the luminous efficiency of the emission layer EML can be improved. When the amounts of the first compound, the second compound, the third compound, and the fourth compound included in the emission layer EML satisfy the above range and ratio, excellent luminous efficiency and long service life can be achieved.

[0339] The emission layer EML may be provided on the hole transport region HTR. The thickness of the emission layer EML may be about 1000 Å. to about For example, the thickness of the emission layer EML may be about to about within the range.

[0340] The emission layer EML may have a single-layer structure of a single layer composed of a single material, a single-layer structure including a single layer of different materials, or a multi-layer structure having a plurality of layers including different materials.

[0341] In the light emitting element ED, the emission layer EML may include an anthracene derivative, a pyrene derivative, a fluoranthene derivative, a 1,2-triphenylene derivative, a dihydrobenzanthracene derivative, or a triphenylene derivative. For example, the emission layer EML may include an anthracene derivative or a pyrene derivative.

[0342] In such Figures 3 to 7 In the light emitting element ED according to the embodiment shown in each of , the emission layer EML may further include a host and a dopant of the related art in addition to the above-mentioned host.

[0343] In an embodiment, the emission layer EML may include a compound represented by Formula E-1. The compound represented by Formula E-1 may be used as a fluorescent host material.

[0344] [Formula E-1]

[0345]

[0346] In formula E-1, R31 To R 40 Each of the R and R groups may be independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, or may be bonded to an adjacent group to form a ring. For example, in Formula E-1, R 31 To R 40 It may bond with an adjacent group to form a saturated hydrocarbon ring, an unsaturated hydrocarbon ring, a saturated heterocyclic ring, or an unsaturated heterocyclic ring.

[0347] In Formula E-1, c and d may be an integer selected from 0 to 5, each independently.

[0348] In an embodiment, the compound represented by Formula E-1 may be any compound selected from Compound E1 to Compound E19:

[0349]

[0350]

[0351] In an embodiment, the emission layer EML may include a compound represented by Formula E-2a or Formula E-2b. The compound represented by Formula E-2a or Formula E-2b may be used as a phosphorescent host material.

[0352] [Formula E-2a]

[0353]

[0354] In Formula E-2a, a may be an integer selected from 0 to 10; and L a It may be a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. 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.

[0355] In addition, in formula E-2a, A 1 To A 5 can be N or C (R i ). a To R iEach 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 bond with an adjacent group to form a hydrocarbon ring or a heterocyclic ring containing N, O, S, etc. as a ring atom.

[0356] In an embodiment, in formula E-2a, selected from A 1 To A 5 Two or three of them can be N, and A 1 To A 5 The remaining groups in may be C(R i ).

[0357] [Formula E-2b]

[0358]

[0359] In Formula E-2b, Cbz1 and Cbz2 may each independently be an unsubstituted carbazolyl group, or a carbazolyl group substituted with an aryl group having 6 to 30 ring carbon atoms. b It may be a directly connected, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. In an embodiment, b is an integer selected from 0 to 10, and when b is 2 or greater, a plurality of L b The groups may each independently be a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms.

[0360] The compound represented by Formula E-2a or Formula E-2b may be any compound selected from Compound Group E-2. However, the compounds listed in Compound Group E-2 are only examples, and the compounds represented by Formula E-2a or Formula E-2b are not limited to Compound Group E-2.

[0361] [Compound Group E-2]

[0362]

[0363]

[0364] The emission layer EML may further include a material of the related 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(diphenylphosphino)dibenzo[b,d]furan (PPF), 4,4',4"-tri(N-carbazyl)triphenylamine (TCTA), and 1,3,5-tri(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi) as a host material. However, embodiments are not limited thereto. For example, tris(8-hydroxyquinoline)aluminum (Alq 3 ), 9,10-di(naphthalene-2-yl)anthracene (ADN), 2-tert-butyl-9,10-di(naphthalene-2-yl)anthracene (TBADN), distyrylarene (DSA), 4,4'-bis(9-carbazolyl)-2,2'-dimethyl-biphenyl (CDBP), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), hexaphenylcyclotriphosphazene (CP1), 1,4-bis(triphenylsilyl)benzene (UGH2), hexaphenylcyclotrisiloxane (DPSiO 3 ), octaphenylcyclotetrasiloxane (DPSiO 4 ) etc. can be used as the main material.

[0365] In an embodiment, the emission layer EML may include a compound represented by Formula Ma. The compound represented by Formula Ma may be used as a phosphorescent dopant material.

[0366] [Formula]

[0367]

[0368] In formula Ma, Y 1 To Y 4 and Z 1 To Z 4 can be independently C(R 1 ) or N; and R 1 To R 4Each independently may be a hydrogen atom, a deuterium atom, a substituted or unsubstituted amine group, a substituted or unsubstituted sulfenyl 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 bonded to an adjacent group to form a ring. In formula Ma, m may be 0 or 1, and n may be 2 or 3. In formula Ma, when m is 0, n may be 3, and when m is 1, n may be 2.

[0369] The compound represented by formula Ma may be any compound selected from compound M-a1 to compound M-a25. However, compound M-a1 to compound M-a25 are only examples, and the compound represented by formula Ma is not limited to compound M-a1 to compound M-a25.

[0370]

[0371]

[0372] In an embodiment, the emission layer EML may include a compound represented by any one of Formulas Fa to Fc. The compound represented by any one of Formulas Fa to Fc may be used as a fluorescent dopant material.

[0373] [Formula]

[0374]

[0375] In formula Fa, R a To R j The two of them can be independently represented by *-NAr 1 Ar 2 The group represented by R is substituted. a To R j Not by *-NAr 1 Ar 2 The remaining groups substituted by the groups represented may each independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

[0376] In by *—Nar 1 Ar 2 In the group represented by 1 and Ar 2and Ar may each independently be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 and Ar 2 At least one of may be a heteroaryl group including O or S as a ring-forming atom.

[0377] [Formula Fb]

[0378]

[0379] In formula Fb, R a and R b may each independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted 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. In Formula Fb, Ar 1 To Ar 4 and Ar may each independently be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 To Ar 4 At least one of may be a heteroaryl group including O or S as a ring-forming atom.

[0380] 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.

[0381] In formula Fb, the number of rings represented by U and V may be 0 or 1 independently of each other. When the number of U or V is 1, a condensed ring may be present at the portion indicated by U or V, and when the number of U or V is 0, a condensed ring may not be present at the portion indicated by U or V. When the number of U is 0 and the number of V is 1, or when the number of U is 1 and the number of V is 0, the condensed ring having a fluorene core of formula Fb may be a cyclic compound having four rings. When the number of U and V is each 0, the condensed ring having a fluorene core of formula Fb may be a cyclic compound having three rings. When the number of U and V is each 1, the condensed ring having a fluorene core of formula Fb may be a cyclic compound having five rings.

[0382] [Formula Fc]

[0383]

[0384] In Formula Fc, A 1 and A 2can be independently O, S, Se or N (R m ), and R m It may be a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 To R 11 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thiol group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-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.

[0385] In Formula Fc, A 1 and A 2 Each of A and B may independently bond to a substituent of an adjacent ring to form a condensed ring. 1 and A 2 Each independently is N(R m ), A 1 Can be used with R 4 or R 5 bond to form a ring. For example, A 2 Can be used with R 7 or R 8 bonded to form a ring.

[0386] In an embodiment, the emission layer EML may further include styryl derivatives (e.g., 1,4-bis[2-(3-N-ethylcarbazolyl)vinyl]benzene (BCzVB), 4-(di-p-tolylamino)-4'-[(di-p-tolylamino)styryl]stilbene (DPAVB), N-(4-((E)-2-(6-((E)-4-(diphenylamino)styryl)naphthalene-2-yl)vinyl)phenyl)-N-phenylaniline (N-BDAVBi) and 4,4'-bis[2-(4-(N,N-diphenylamino)phenyl)vinyl]biphenyl (DPAVBi)), perylene or its derivatives (e.g., 2,5,8,11-tetra-tert-butylperylene (TBP)), pyrene or its derivatives (e.g., 1,1'-dipyrene, 1,4-dipyrenylbenzene, 1,4-bis(N,N-diphenylamino)pyrene), etc. as dopant materials in the related art.

[0387] The emission layer EML may further include a phosphorescent dopant material of the related art. For example, a metal complex including iridium (Ir), platinum (Pt), osmium (Os), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) or thulium (Tm) may be used as a phosphorescent dopant. For example, bis (4,6-difluorophenylpyridyl-N, C2') pyridine carboxylate iridium (III) (FIrpic), bis (2,4-difluorophenylpyridyl)-tetrakis (1-pyrazolyl) borate iridium (III) (FIr6) or octaethylporphyrin platinum (PtOEP) may be used as a phosphorescent dopant. However, the embodiment is not limited thereto.

[0388] In an embodiment, the emission layer EML may include quantum dots. The quantum dots may be group II-VI compounds, group I-II-VI compounds, group II-IV-VI compounds, group I-II-IV-VI compounds, group II-IV-V compounds, group III-VI compounds, group I-III-VI compounds, group III-V compounds, group III-II-V compounds, group IV-VI compounds, group IV elements, group IV compounds, and any combination thereof.

[0389] Examples of Group II-VI compounds may include: binary compounds selected from the group consisting of CdSe, CdTe, CdS, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, and mixtures thereof; ternary compounds selected from the group consisting of CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, C CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS and mixtures thereof; a quaternary compound selected from the group consisting of HgZnTeS, CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and mixtures thereof; or any combination thereof.

[0390] Examples of Group II-VI compounds may include Group I metals and / or Group IV elements.

[0391] Examples of the Group I-II-VI compound may include CuSnS or CuZnS.

[0392] Examples of the Group II-IV-VI compound may include ZnSnS and the like.

[0393] Examples of Group I-II-IV-VI compounds may include quaternary compounds selected from the group consisting of: Cu 2 ZnSnS 2 , Cu 2 ZnSnS 4 , Cu 2 ZnSnSe 4 、Ag 2 ZnSnS 2 and mixtures thereof.

[0394] Examples of Group II-IV-V compounds may include ternary compounds selected from the group consisting of: ZnSnP, ZnSnP 2 、ZnSnAs 2 、ZnGeP 2 、ZnGeAs 2 、CdSnP 2 、CdGeP 2 and mixtures thereof.

[0395] Examples of III-VI compounds may include binary compounds such as GaS, Ga 2 S 3 ,GaSe,Ga 2 Se 3 , GaTe, InTe, InS, InSe, In 2 S 3 、In 2 Se 3 ; Ternary compounds, such as InGaS 3 、InGaSe 3 ; or any combination thereof.

[0396] Examples of Group I-III-VI compounds may include: ternary compounds selected from the group consisting of: AgInS, AgInS 2 、CuInS、CuInS 2 、AgGaS 2 、CuGaS 2 、CuGaO 2 、AgGaO 2 、AgAlO 2 ; Quaternary compounds, such as AgInGaS 2 、AgInGaSe 2 and CuInGaS 2 ; or any combination thereof.

[0397] Examples of group III-V compounds may include: binary compounds selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb; ternary compounds selected from the group consisting of GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, InPSb; quaternary compounds selected from the group consisting of GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb; or any combination thereof. In an embodiment, the group III-V compound may further include a group II metal. Examples of group III-II-V compounds may include InZnP and the like.

[0398] Examples of group IV-VI compounds may be selected from the group consisting of: binary compounds selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe; ternary compounds selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe; and quaternary compounds selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe; or any combination thereof.

[0399] Examples of group IV elements may include: single element materials such as Si, Ge or any combination thereof; and examples of group IV compounds may include: binary compounds such as SiC, SiGe or any combination thereof.

[0400] In multi-component compounds, such as binary, ternary or quaternary compounds, each element included may be present in the particles at a uniform concentration or a non-uniform concentration. The formula may indicate the elements included in the compound, but the elemental ratios in the compound may be different. For example, AgInGaS 2 may mean AgIn x Ga 1-x S 2 (where x is a real number satisfying 0 < x < 1).

[0401] In an embodiment, the quantum dot may have a single structure in which each element included in the quantum dot is uniform, or the quantum dot may have a core-shell structure in which one quantum dot surrounds another quantum dot. For example, the material included in the core and the material included in the shell may be different from each other.

[0402] The shell of the quantum dot can be used as a protective layer to prevent the core from chemically denaturing to maintain semiconductor properties, and / or can be used as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be a single layer or multiple layers. The interface of the core and the shell can have a concentration gradient in which the concentration of the element present in the shell decreases toward the center of the core.

[0403] In an embodiment, the quantum dot may have a core-shell structure including: a core including the described nanocrystal and a shell surrounding the core. Examples of the shell of the quantum dot may include metal oxides, non-metal oxides, semiconductor compounds, or any combination thereof.

[0404] Examples of metal oxides or non-metal oxides may include: binary compounds such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 or NiO; ternary compounds, such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 、CoMn 2 O 4 ; Any combination thereof. However, the embodiments are not limited thereto.

[0405] Examples of the semiconductor compound may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, etc. However, embodiments are not limited thereto.

[0406] Each element included in a multi-component compound, such as a binary compound or a ternary compound, may be present in the particle at a uniform concentration or a non-uniform concentration. For example, a general formula may indicate the elements included in the compound, but the ratio of the elements in the compound may be different.

[0407] The quantum dots may have a full width at half maximum (FWHM) of an emission wavelength spectrum equal to or less than about 45 nm. For example, the quantum dots may have a FWHM of an emission wavelength spectrum equal to or less than about 40 nm. For example, the quantum dots may have a FWHM of an emission wavelength spectrum equal to or less than about 30 nm. When the FWHM falls within any of the above ranges, color purity and / or color reproducibility may be improved. Light emitted by the quantum dots may be emitted in all directions, so that the optical viewing angle may be improved.

[0408] The quantum dot may have a spherical shape, a pyramidal shape, a multi-arm shape or a cubic shape, or the quantum dot may be in the form of nanoparticles, nanotubes, nanowires, nanofibers, nanosheets, etc. However, embodiments are not limited thereto. Since the energy gap can be adjusted by adjusting the size of the quantum dot or adjusting the ratio of elements in the quantum dot compound, light with various wavelength bands can be obtained from the quantum dot emission layer. Therefore, by using quantum dots with different sizes or with different element ratios in the quantum dot compound, a light-emitting element that emits light with various wavelength bands can be realized. For example, the size of the quantum dot and the ratio of elements in the quantum dot compound can be selected to be adjusted to emit red light, green light and / or blue light. In an embodiment, white light can be emitted by combining light quantum dots of various colors.

[0409] exist Figures 3 to 7 In each of the light emitting elements ED according to the embodiments shown in , an electron transport region ETR may be provided on the emission layer EML. The electron transport region ETR may include at least one of a hole blocking layer HBL, an electron transport layer ETL, and an electron injection layer EIL, but the embodiment is not limited thereto.

[0410] The electron transport region ETR may be a single-layer structure of a single layer composed of a single material, a single-layer structure including a single layer of different materials, or a multi-layer structure including a plurality of layers including different materials.

[0411] 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, or may have a single-layer structure formed of an electron injection material and an electron transport material. In other embodiments, the electron transport region ETR may have a single-layer structure formed of a plurality of different materials, or may have a structure in which an electron transport layer ETL / electron injection layer EIL or a hole blocking layer HBL / electron transport layer ETL / electron injection layer EIL are stacked from the emission layer EML in their respective recited order, but the embodiment is not limited thereto. The electron transport region ETR may have a thickness of about 100 nm. to about The thickness is within the range of .

[0412] The electron transport region ETR may be formed using various methods such as a vacuum deposition method, a spin coating method, a casting method, a Langmuir-Brokett (LB) method, an inkjet printing method, a laser printing method, and a laser induced thermal imaging (LITI) method.

[0413] In the light emitting element ED according to the embodiment, the electron transport region ETR may include a compound represented by Formula ET-2. For example, the compound represented by Formula ET-2 may be selected from Compound Group 3.

[0414] [Formula ET-2]

[0415]

[0416] In formula ET-2, X 1 To X 3 At least one of may each be N; and X 1 To X 3 The remaining groups in may be C(R a ). In formula ET-2, R a It may be a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 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.

[0417] In Formula ET-2, a to c may each independently be an integer selected from 0 to 10. In Formula ET-2, L 1 To L 3 Each L may be independently a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. When a to c are each independently 2 or more, each L 1 To each L 3 The plurality of groups in may each independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0418] The electron transport region ETR may include an anthracene-based compound. However, the embodiment is not limited thereto, and the electron transport region ETR may include, for example, tris(8-hydroxyquinoline)aluminum (Alq 3 ), 1,3,5-tris[(3-pyridyl)-phenyl-3-yl]benzene, 2,4,6-tris(3'-(pyridin-3-yl)biphenyl-3-yl)-1,3,5-triazine, 2-(4-(N-phenylbenzimidazol-1-yl)phenyl)-9,10-dinaphthylanthracene, 1,3,5-tris(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi), 2,9-dimethyl-4,7-diphenyl 1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ), 4-(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole ( t Bu-PBD), bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq), bis(benzoquinoline-10-hydroxy)beryllium (Bebq 2 ), 9,10-di(naphthalene-2-yl)anthracene (ADN), 1,3-bis[3,5-di(pyridin-3-yl)phenyl]benzene (BmPyPhB), 4'-(4-(4-(4,6-diphenyl-1,3,5-triazine-2-yl)phenyl)naphthalen-1-yl)-[1,1'-biphenyl]-4-carbonitrile (CNNPTRZ) or a mixture thereof.

[0419] In an embodiment, the electron transport region ETR may include at least one compound selected from the group consisting of Compound ET1 to Compound ET36:

[0420]

[0421]

[0422]

[0423] In an embodiment, the electron transport region ETR may include: a metal halide such as LiF, NaCl, CsF, RbCl, RbI, CuI and KI; a lanthanide metal such as Yb, or 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. The electron transport region ETR may be made of a metal oxide (e.g., Li 2O or BaO) or 8-hydroxyquinoline lithium (Liq), etc., but the embodiment is not limited thereto. The electron transport region ETR may also be formed by a mixture material of an electron transport material and an insulating organic metal salt. The insulating organic metal salt may be a material having an energy gap equal to or greater than about 4 eV. For example, the insulating organic metal salt may include a metal acetate, a metal benzoate, a metal acetoacetate, a metal acetylacetonate, or a metal stearate.

[0424] In addition to the above materials, the electron transport region ETR may further include at least one of 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), diphenyl(4-(triphenylsilyl)phenyl)phosphine oxide (TSPO1), and 4,7-diphenyl-1,10-phenanthroline (Bphen), but the embodiment is not limited thereto.

[0425] The electron transport region ETR may include the above-mentioned compound of the electron transport region ETR in at least one of the electron injection layer EIL, the electron transport layer ETL, and the hole blocking layer HBL.

[0426] When the electron transport region ETR includes the electron transport layer ETL, the electron transport layer ETL may have a thickness of about to about For example, the electron transport layer ETL may have a thickness of about to about If the thickness of the electron transport layer ETL satisfies any of the aforementioned ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage. When the electron transport region ETR includes the electron injection layer EIL, the electron injection layer EIL may have a thickness of about to about For example, the electron injection layer EIL may have a thickness of about to about If the thickness of the electron injection layer EIL satisfies any of the above ranges, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage. For example, the hole blocking layer HBL may have a thickness of about to about However, the embodiment is not limited thereto.

[0427] The second electrode EL2 may be provided on the electron transport region ETR. The second electrode EL2 may be a common electrode. The second electrode EL2 may be a cathode or an anode, but the embodiment is 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.

[0428] The second electrode EL2 may be a transmissive electrode, a transflective electrode or a reflective electrode. When the second electrode EL2 is a transmissive electrode, it may be formed of a transparent metal oxide, such as indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium tin zinc oxide (ITZO), etc.

[0429] When the second electrode EL2 is a transflective electrode or a reflective electrode, the second electrode EL2 may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, Yb, W, a compound thereof, or a mixture thereof (e.g., AgMg, AgYb, or MgYb), or a material having a multilayer structure such as LiF / Ca (a stacked structure of LiF and Ca) or LiF / Al (a stacked structure of LiF and Al). In an embodiment, the second electrode EL2 may have a multilayer structure including a reflective film or a transflective film formed of the above materials and a transparent conductive film formed of ITO, IZO, ZnO, ITZO, etc. For example, the second electrode EL2 may include the above metal materials, a combination of at least two of the above metal materials, or an oxide of the above metal materials, etc.

[0430] Although not shown in the drawings, the second electrode EL2 may be electrically connected to the auxiliary electrode. If the second electrode EL2 is electrically connected to the auxiliary electrode, the resistance of the second electrode EL2 may be reduced.

[0431] In an embodiment, the light emitting element ED may further include a capping layer CPL disposed on the second electrode EL2. The capping layer CPL may be a plurality of layers or a single layer.

[0432] In an embodiment, the capping layer CPL may include an organic layer or an inorganic layer. For example, when the capping layer CPL includes an inorganic material, the inorganic material may include an alkali metal compound (eg, LiF), an alkaline earth metal compound (eg, MgF 2 )、SiON、SiN x 、SiO y wait.

[0433] For example, when the capping layer CPL includes an organic material, the organic material may include N,N'-bis(1-naphthyl)-N,N'-bis(phenyl)-2,2'-dimethylbenzidine (α-NPD), NPB, TPD, m-MTDATA, Alq 3, CuPc, N4,N4,N4',N4'-tetrakis(biphenyl-4-yl)biphenyl-4,4'-diamine (TPD15), 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA), etc., or may include epoxy resin or acrylate such as methacrylate. However, embodiments are not limited thereto. In embodiments, the capping layer CPL may include at least one of compounds P1 to P5:

[0434]

[0435] The capping layer CPL may have a refractive index equal to or greater than about 1.6. For example, with respect to light having a wavelength ranging from about 550 nm to about 660 nm, the capping layer CPL may have a refractive index equal to or greater than about 1.6.

[0436] Figures 9 to 12 Each is a schematic cross-sectional view of a display device according to an embodiment. Figures 9 to 12 In the description of the display device according to the embodiment shown in FIG. 1 , the above reference numerals will not be explained again. Figures 1 to 7 Features described, and different features will be described.

[0437] refer to Fig. 9 , the display device DD-a according to the embodiment may include: a display panel DP including a display element layer DP-ED, and a light control layer CCL and a color filter layer CFL each disposed on the display panel DP.

[0438] exist Fig. 9 In the embodiment shown in FIG. 1 , the display panel DP may include a circuit layer DP-CL and a display element layer DP-ED each provided on a base layer BS, and the display element layer DP-ED may include a light emitting element ED.

[0439] The light emitting element ED may include a first electrode EL1, a hole transport region HTR disposed on the first electrode EL1, an emission layer EML disposed on the hole transport region HTR, an electron transport region ETR disposed on the emission layer EML, and a second electrode EL2 disposed on the electron transport region ETR. Fig. 9 The structure of the light emitting element ED in one of the above-mentioned Figures 3 to 7 The structure of the light emitting element ED shown in is the same. Fig. 9 The light emitting element ED explained in FIG. 1 may include the condensed polycyclic compound according to the embodiment. The light emitting element ED including the condensed polycyclic compound according to the embodiment may exhibit a long lifespan characteristic.

[0440] refer to Fig. 9, the emission layer EML may be disposed 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 correspondingly provided to each of the light emitting areas PXA-R, PXA-G, and PXA-B may emit light in the same wavelength range. In the display device DD-a, the emission layer EML may emit blue light. Although not shown in the drawings, in an embodiment, the emission layer EML may be provided as a common layer for each of the light emitting areas PXA-R, PXA-G, and PXA-B.

[0441] The light control layer CCL may be disposed on the display panel DP. The light control layer CCL may include a light converter. The light converter may be a quantum dot or a phosphor, etc. The light converter may convert the wavelength of the provided light and may emit the obtained light. For example, the light control layer CCL may be a layer including quantum dots or a layer including phosphors.

[0442] The light-control layer CCL may include light-control parts CCP1, CCP2, and CCP3. The light-control parts CCP1, CCP2, and CCP3 may be spaced apart from each other.

[0443] refer to Fig. 9 , the dividing pattern BMP may be disposed between the light control parts CCP1, CCP2, and CCP3 that are spaced apart from each other, but the embodiment is not limited thereto. Fig. 9 , it is shown that the dividing pattern BMP does not overlap with the light control parts CCP1 , CCP2 , and CCP3 , but edges of the light control parts CCP1 , CCP2 , and CCP3 may overlap with at least a portion of the dividing pattern BMP.

[0444] The light control layer CCL may include a first light control component CCP1 including first quantum dots QD1 that convert the first color light provided from the light emitting element ED into second color light; a second light control component CCP2 including 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.

[0445] 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 from the light emitting element ED. For example, the first quantum dot QD1 may be a red quantum dot, and the second quantum dot QD2 may be a green quantum dot. The quantum dots QD1 and QD2 may each be a quantum dot as described above.

[0446] The light control layer CCL may further include a scatterer SP. The first light control part CCP1 may include first quantum dots QD1 and a scatterer SP, the second light control part CCP2 may include second quantum dots QD2 and a scatterer SP, and the third light control part CCP3 may not include quantum dots but may include a scatterer SP.

[0447] The scatterer SP may be inorganic particles. For example, the scatterer SP may include TiO 2 、ZnO、Al 2 O 3 、SiO 2 and hollow spherical silica. The scatterer SP may include TiO 2 、ZnO、Al 2 O 3 、SiO 2 and hollow spherical silica, or the scatterer SP 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.

[0448] The first light control component CCP1, the second light control component CCP2, and the third light control component CCP3 may each include base 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 the first base resin BR1, the second light control component CCP2 may include second quantum dots QD2 and scatterers SP dispersed in the second base resin BR2, and the third light control component CCP3 may include scatterers SP dispersed in the third base resin BR3.

[0449] The base resins BR1, BR2, and BR3 are media in which the quantum dots QD1 and QD2 and the scatterers SP are dispersed, and may be formed of various resin compositions that may be generally referred to as binders. For example, the base resins BR1, BR2, and BR3 may be acrylic resins, urethane resins, silicone resins, epoxy resins, and the like. The base resins BR1, BR2, and BR3 may each be a transparent resin. In an embodiment, the first base resin BR1, the second base resin BR2, and the third base resin BR3 may be the same or different from each other.

[0450] The light control layer CCL may include an isolation layer BFL1. The isolation layer BFL1 may prevent the penetration of moisture and / or oxygen (hereinafter, referred to as "moisture / oxygen"). The isolation layer BFL1 may prevent the light control components CCP1, CCP2, and CCP3 from being exposed to moisture / oxygen. The isolation layer BFL1 may cover the light control components CCP1, CCP2, and CCP3. The isolation layer BFL2 may be provided between the light control components CCP1, CCP2, and CCP3 and the filters CF1, CF2, and CF3.

[0451] The isolation layers BFL1 and BFL2 may each independently include at least one inorganic layer. For example, the isolation layers BFL1 and BFL2 may each independently include an inorganic material. For example, the isolation layers BFL1 and BFL2 may each independently include silicon nitride, aluminum nitride, zirconium nitride, titanium nitride, hafnium nitride, tantalum nitride, silicon oxide, aluminum oxide, titanium oxide, tin oxide, cerium oxide, silicon oxynitride, a metal film ensuring light transmittance, etc. The isolation layers BFL1 and BFL2 may each independently further include an organic film. The isolation layers BFL1 and BFL2 may each be formed of a single layer or a plurality of layers.

[0452] In the display device DD-a, the color filter layer CFL may be disposed on the light control layer CCL. In an embodiment, the color filter layer CFL may be disposed on the light control layer CCL. For example, the isolation layer BFL2 may be omitted.

[0453] The color filter layer CFL may include filters CF1, CF2, and CF3. The color filter layer CFL may include a first filter CF1 that transmits a second color light, a second filter CF2 that transmits a third color light, and a third filter CF3 that transmits the first color light. For example, the first filter CF1 may be a red filter, the second filter CF2 may be a green filter, and the third filter CF3 may be a blue filter. The filters CF1, CF2, and CF3 may each include a polymerized photosensitive resin and a pigment or dye. The first filter CF1 may include a red pigment or a red dye, the second filter CF2 may include a green pigment or a green dye, and the third filter CF3 may include a blue pigment or a blue dye.

[0454] However, the embodiment is not limited thereto, and the third filter CF3 may not include a pigment or a dye. The third filter CF3 may include a polymerized 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.

[0455] In an embodiment, the first filter CF1 and the second filter CF2 may each be a yellow filter. The first filter CF1 and the second filter CF2 may not be separated but may be provided as one filter.

[0456] Although not shown in the drawings, the color filter layer CFL may further include a light shielding member (not shown). The light shielding member (not shown) may be a black matrix. The light shielding member (not shown) may include an organic light shielding material or an inorganic light shielding material each including a black pigment or a black dye. The light shielding member (not shown) may prevent light leakage and may separate adjacent filters CF1, CF2, and CF3. The light shielding member may be formed of a blue filter.

[0457] The first to third filters CF1, CF2, and CF3 may be disposed to correspond to the red light emitting area PXA-R, the green light emitting area PXA-G, and the blue light emitting area PXA-B, respectively.

[0458] The base substrate BL may be disposed on the color filter layer CFL. The base substrate BL may provide a base surface on which the color filter layer CFL, the light control layer CCL, and the like are disposed. The base substrate BL may be a glass substrate, a metal substrate, a plastic substrate, and the like. However, the embodiment is not limited thereto, and the base substrate BL may include an inorganic layer, an organic layer, or a composite material layer. Although not shown in the drawings, in an embodiment, the base substrate BL may be omitted.

[0459] Fig.10 Schematic cross-sectional view of a portion of a display device according to an embodiment. In the display device DD-TD according to an embodiment, the light-emitting element ED-BT may include 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 light-emitting structures OL-B1, OL-B2, and OL-B3 stacked between the first electrode EL1 and the second electrode EL2 in a thickness direction. At least one of the light-emitting structures OL-B1, OL-B2, and OL-B3 may each include a fused polycyclic compound according to an embodiment. The light-emitting element ED-BT including the fused polycyclic compound according to an embodiment may exhibit long service life characteristics. The light-emitting structures OL-B1, OL-B2, and OL-B3 may each include an emission layer EML ( Fig. 9 ) and the hole transport region HTR ( Fig. 9 ) and the electron transport region ETR ( Fig. 9 ), the emission layer EML is arranged between the hole transport region HTR and the electron transport region ETR.

[0460] For example, the light emitting elements ED-BT included in the display devices DD-TD may have a tandem structure including a plurality of emission layers.

[0461] exist Fig.10In the embodiment explained in , the light emitted from each of the light emitting structures OL-B1, OL-B2, and OL-B3 may be blue light. However, the embodiment is not limited thereto, and the light emitted from each of the light emitting structures OL-B1, OL-B2, and OL-B3 may have a wavelength range different from each other. For example, the light emitting element ED-BT including the light emitting structures OL-B1, OL-B2, and OL-B3 emitting light having a wavelength range different from each other may emit white light.

[0462] The charge generation layers CGL1 and CGL2 may each be disposed between adjacent ones of the light emitting structures OL-B1, OL-B2, and OL-B3. The charge generation layers CGL1 and CGL2 may each independently include a p-type charge generation layer and / or an n-type charge generation layer.

[0463] refer to Fig.11 , 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 shown in Fig.11 The embodiment shown in FIG. 1 is different from the embodiment shown in FIG. 2 in that at least 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.

[0464] At least one of the first light-emitting element ED-1, the second light-emitting element ED-2, and the third light-emitting element ED-3 may include the fused polycyclic compound according to the embodiment. At least one of the light-emitting elements ED-1, ED-2, and ED-3 including the fused polycyclic compound according to the embodiment may exhibit long lifetime characteristics.

[0465] The first light-emitting element ED-1 may include a first red emission layer EML-R1 and a second red emission layer EML-R2. The second light-emitting element ED-2 may include a first green emission layer EML-G1 and a second green emission layer EML-G2. The third light-emitting element ED-3 may include a first blue emission layer EML-B1 and a second blue emission layer EML-B2. The emission auxiliary component OG may be disposed between the first red emission layer EML-R1 and the second red emission layer EML-R2, between the first green emission layer EML-G1 and the second green emission layer EML-G2, and between the first blue emission layer EML-B1 and the second blue emission layer EML-B2.

[0466] The emission auxiliary component OG may be a single layer or a plurality of layers. The emission auxiliary component OG may include a charge generation layer. For example, the emission auxiliary component OG may include an electron transport region (not shown), a charge generation layer (not shown), and a hole transport region (not shown) which may be stacked in this order. The emission auxiliary component OG may be provided as a common layer for all of the first to third light-emitting elements ED-1, ED-2, and ED-3. However, the embodiment is not limited thereto, and the emission auxiliary component OG may be provided by patterning in an opening OH defined in the pixel defining film PDL.

[0467] The first red emission layer EML-R1, the first green emission layer EML-G1, and the first blue emission layer EML-B1 may be disposed between the 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 disposed between the hole transport region HTR and the emission auxiliary component OG.

[0468] For example, the first light-emitting element ED-1 may include a first electrode EL1, a hole transport region HTR, a second red emission layer EML-R2, an emission auxiliary component OG, a first red emission layer EML-R1, an electron transport region ETR, and a second electrode EL2 stacked in this order. The second light-emitting element ED-2 may include a first electrode EL1, a hole transport region HTR, a second green emission layer EML-G2, an emission auxiliary component OG, a first green emission layer EML-G1, an electron transport region ETR, and a second electrode EL2 stacked in this order. The third light-emitting element ED-3 may include a first electrode EL1, a hole transport region HTR, a second blue emission layer EML-B2, an emission auxiliary component OG, a first blue emission layer EML-B1, an electron transport region ETR, and a second electrode EL2 stacked in this order.

[0469] The optical auxiliary layer PL may be disposed on the display element layer DP-ED. The optical auxiliary layer PL may include a polarizing layer. The optical auxiliary layer PL may be disposed on the display panel DP and may control light reflected by external light at the display panel DP. Although not shown in the drawings, in an embodiment, the optical auxiliary layer PL may be omitted from the display device DD-b.

[0470] and Fig.10 and Fig.11 compared to, Fig.12A display device DD-c is shown, which is different at least in that it includes four light emitting structures OL-B1, OL-B2, OL-B3 and OL-C1. The light emitting element ED-CT may include a first electrode EL1 and a second electrode EL2 facing each other, and first to fourth light emitting structures OL-B1, OL-B2, OL-B3 and OL-C1 stacked in the thickness direction. Charge generation layers CGL1, CGL2 and CGL3 may each be disposed between adjacent light emitting structures among the first to fourth light emitting structures OL-B1, OL-B2, OL-B3 and OL-C1.

[0471] At least one of the first to fourth light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 may include the condensed polycyclic compound according to the embodiment. The light emitting element ED-CT including the condensed polycyclic compound according to the embodiment may exhibit long lifespan characteristics.

[0472] Among the four light emitting structures, the first to third light emitting structures OL-B1, OL-B2, and OL-B3 may each emit blue light, and the fourth light emitting structure OL-C1 may emit green light. However, the embodiment is not limited thereto, and the first to fourth light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 may emit light having different wavelength regions from each other.

[0473] The charge generation layers CGL1, CGL2, and CGL3 disposed between adjacent light emitting structures among the first to fourth light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 may each independently include a p-type charge generation layer and / or an n-type charge generation layer.

[0474] In an embodiment, the electronic device may include: a display device including a light emitting element and a control component for controlling the display device. The electronic device according to the embodiment may be activated in response to an electrical signal. The electronic device may include a display device according to the embodiment. For example, in addition to large display devices such as televisions, monitors, or outdoor billboards, the electronic device may include small or medium-sized display devices such as personal computers, laptop computers, personal digital assistants, car displays, game consoles, portable electronic devices, or cameras.

[0475] Fig.13 Schematic diagram of a vehicle AM ​​in which first to fourth display devices DD-1, DD-2, DD-3 and DD-4 are provided. In an embodiment, at least one of the first to fourth display devices DD-1, DD-2, DD-3 and DD-4 may have a Figure 1 , Figure 2 and Figures 9 to 12 The structure of one of the display devices DD, DD-TD, DD-a, DD-b, and DD-c is described.

[0476] exist Fig.13 , a car is shown as a vehicle AM, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 can be set in various vehicles, such as bicycles, motorcycles, trains, ships, and airplanes. However, this is only an example. In an embodiment, at least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 having a structure according to one of the display devices DD, DD-TD, DD-a, DD-b, and DD-c can be used for a personal computer, a laptop computer, a personal digital assistant, a game console, a portable electronic device, a television, a monitor, an outdoor billboard, etc. However, these are presented as examples, and therefore can be display devices used in other electronic devices.

[0477] At least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may each independently include a reference Figures 3 to 7 The light emitting element ED according to the embodiment described in . At least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may include the condensed polycyclic compound according to the embodiment. At least one of the display devices (at least one of DD-1, DD-2, DD-3, and DD-4) including the condensed polycyclic compound according to the embodiment may exhibit excellent display life.

[0478] refer to Fig.13 , the vehicle AM ​​may include a steering wheel HA and a shift lever GR for driving the vehicle AM. The vehicle AM ​​may include a front window GL disposed so as to face the driver.

[0479] The first display device DD-1 may be disposed in a first area overlapping the steering wheel HA. For example, the first display device DD-1 may be a digital instrument panel displaying first information of the vehicle AM. The first information may include a first scale indicating a driving speed of the vehicle AM, a second scale indicating an engine speed (e.g., revolutions per minute (RPM)), a fuel gauge, etc. The first scale and the second scale may each be displayed as a digital image.

[0480] The second display device DD-2 may be arranged in a second zone facing the driver's seat and overlapping with the front window GL. The driver's seat may be a seat on which a steering wheel HA is arranged. 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 number indicating a driving speed, and may further include information such as the current time. Although not shown in the accompanying drawings, in an embodiment, the second information of the second display device DD-2 may be projected onto the front window GL and displayed.

[0481] The third display device DD-3 may be arranged in a third zone adjacent to the shift lever GR. For example, the third display device DD-3 may be a center information display (CID) of the vehicle AM ​​for displaying the third information, and the third display device DD-3 may be arranged between the driver's seat and the passenger seat. The passenger seat may be a seat spaced apart from the driver's seat, and the shift lever GR is arranged between the passenger seat and the driver's seat. The third information may include information about traffic (e.g., navigation information), information about playing music, radio or video (or images), information about the temperature inside the vehicle AM, etc.

[0482] The fourth display device DD-4 may be spaced apart from the steering wheel HA and the shift lever GR, and may be disposed in a fourth zone adjacent to one side of the vehicle AM. For example, the fourth display device DD-4 may be a digital side mirror 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 disposed outside the vehicle AM. The fourth information may include an image of the outside of the vehicle AM.

[0483] The first to fourth information as described above are presented only as examples, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may further display information about the inside and outside of the vehicle AM. The first to fourth information may include information different from each other. However, the embodiment is not limited thereto, and a portion of the first to fourth information may include information identical to each other.

[0484] Hereinafter, a condensed polycyclic compound according to an embodiment and a light emitting element according to an embodiment will be described with reference to Examples and Comparative Examples. The illustrated Examples are provided only as explanations to help understand the present disclosure, and the scope thereof is not limited thereto.

[0485] [Example]

[0486] 1. Synthesis of fused polycyclic compounds according to the examples

[0487] The synthesis method of the fused polycyclic compound according to the embodiment will be described by exemplifying the synthesis methods of Compound 12, Compound 15, Compound 109, Compound 31, and Compound 90 as the fused polycyclic compound according to the embodiment. The synthesis method of the fused polycyclic compound explained below is provided as an example, but the synthesis method of the fused polycyclic compound according to the embodiment is not limited to the following example.

[0488] (1) Synthesis of fused polycyclic compound 12

[0489] The fused polycyclic compound 12 according to the embodiment can be synthesized through, for example, Reaction Scheme 1.

[0490] [Reaction Scheme 1]

[0491]

[0492] [Synthesis of Intermediate 12-1]

[0493] 1,3-Dibromo-5-(tert-butyl)benzene (1 eq), 5'-(tert-butyl)-N-(5'-phenyl-[1,1':3',1"-terphenyl]-4-yl)-[1,1':3',1"-terphenyl]-2'-amine (0.8 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (3 eq) were dissolved in toluene and stirred at about 100° C. for about 8 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The resulting product was purified by column chromatography using dichloromethane (MC) and n-hexane to obtain Intermediate 12-1 (yield: 53%).

[0494] [Synthesis of Intermediate 12-2]

[0495] Intermediate 12-1 (1 eq), 5"-(tert-butyl)-[1,1':3',1":3",1"':3"',1""-pentaphenyl]-2"-amine (1.1 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (3 eq) were dissolved in o-xylene and stirred at about 140° C. for about 24 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The obtained product was purified by column chromatography using MC and n-hexane to obtain Intermediate 12-2 (yield: 77%).

[0496] [Synthesis of Intermediate 12-3]

[0497] Intermediate 12-2 (1 eq), 9-(3-bromophenyl)-3-phenyl-9H-carbazole-1,2,4,5,6,7,8-d 7 (2 eq), tris(dibenzylideneacetone)dipalladium(0) (0.15 eq), tri-tert-butylphosphine (0.3 eq) and sodium tert-butoxide (4 eq) were dissolved in o-xylene and stirred at about 160° C. for about 48 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The obtained product was purified by column chromatography using MC and n-hexane to obtain Intermediate 12-3 (yield: 26%).

[0498] [Synthesis of Compound 12]

[0499] Intermediate 12-3 (1 eq) was dissolved in o-dichlorobenzene and cooled to about 0°C, and BBr was slowly injected into the mixture in a nitrogen atmosphere. 3 (3eq). After completion of the dropwise addition, the temperature was raised to about 180 ° C, and the resultant was stirred for about 24 hours. After the reactant was cooled, triethylamine was slowly dripped into the flask containing the reactant to terminate the reaction, ethanol was placed in the reactant to precipitate a solid, and a solid powder was obtained by filtration. The obtained solid powder was purified by column chromatography with MC and n-hexane and recrystallized using toluene and acetone to obtain compound 12 (yield: 4%).

[0500] (2) Synthesis of fused polycyclic compound 15

[0501] The condensed polycyclic compound 15 according to the embodiment can be synthesized through, for example, Reaction Scheme 2.

[0502] [Reaction Scheme 2]

[0503]

[0504] [Synthesis of Intermediate 15-1]

[0505] 1,3-Dibromo-5-(tert-butyl)benzene (1 eq), 5"-(tert-butyl)-N-(5'-phenyl-[1,1':3',1"-terphenyl]-4-yl)-[1,1':3',1":3",1"':3"',1""-pentaphenyl]-2"-amine (0.8 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (3 eq) were dissolved in toluene and stirred at about 100° C. for about 8 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The obtained product was purified by column chromatography using MC and n-hexane to obtain Intermediate 15-1 (yield: 42%).

[0506] [Synthesis of Intermediate 15-2]

[0507] Intermediate 15-1 (1 eq), 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine (1.1 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (3 eq) were dissolved in o-xylene and stirred at about 140° C. for about 24 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The obtained product was purified by column chromatography using MC and n-hexane to obtain Intermediate 15-2 (yield: 80%).

[0508] [Synthesis of Intermediate 15-3]

[0509] Intermediate 15-2 (1 eq), 9-(3-bromophenyl)-9H-carbazole-1,2,3,4,5,6,7,8-d 8 (2 eq), tris(dibenzylideneacetone)dipalladium(0) (0.15 eq), tri-tert-butylphosphine (0.3 eq) and sodium tert-butoxide (4 eq) were dissolved in o-xylene and stirred at about 160° C. for about 48 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 15-3 (yield: 31%).

[0510] [Synthesis of Compound 15]

[0511] Intermediate 15-3 (1 eq) was dissolved in o-dichlorobenzene and cooled to about 0°C, and BBr was slowly injected into the mixture in a nitrogen atmosphere. 3 (3eq). After completion of the dropwise addition, the temperature was raised to 180 ° C, and the resultant was stirred for about 24 hours. After the reactant was cooled, triethylamine was slowly dripped into the flask containing the reactant to terminate the reaction, ethanol was placed in the reactant to precipitate a solid, and a solid powder was obtained by filtration. The obtained solid powder was purified by column chromatography with MC and n-hexane and recrystallized using toluene and acetone to obtain compound 15 (yield: 5%).

[0512] (3) Synthesis of fused polycyclic compound 109

[0513] The fused polycyclic compound 109 according to the embodiment may be synthesized through, for example, Reaction Scheme 3.

[0514] [Reaction Scheme 3]

[0515]

[0516]

[0517] [Synthesis of Intermediate 109-1]

[0518] 2,4-dibromo-1-fluorobenzene (1 eq), 3,5-dichlorobenzenethiol (1.2 eq) and K 3 PO 4 (2 eq) was dissolved in N,N-dimethylformamide (DMF) and stirred at about 160° C. for about 12 hours. After the reactant was cooled, the solvent was removed under reduced pressure, and the resultant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The obtained product was purified by column chromatography using MC and n-hexane to obtain Intermediate 109-1 (yield: 73%).

[0519] [Synthesis of Intermediate 109-2]

[0520] Intermediate 109-1 (1 eq), [1,1':3',1"-terphenyl]-5'-boronic acid (2.5 eq), Pd(PPh 3 ) 4 (0.1eq) and K 2 CO 3 (3 eq) was dissolved in a mixture of water and tetrahydrofuran (THF) (weight ratio of 2:1) and stirred at about 80°C for about 24 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The obtained product was purified by column chromatography using MC and n-hexane to obtain Intermediate 109-2 (yield: 62%).

[0521] [Synthesis of Intermediate 109-3]

[0522] Intermediate 109-2 (1 eq), 5'-(tert-butyl)-N-(3-chlorophenyl)-[1,1':3',1"-terphenyl]-2'-amine (1 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (4 eq) were dissolved in toluene and stirred at about 90° C. for about 8 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 109-3 (yield: 42%).

[0523] [Synthesis of Intermediate 109-4]

[0524] Intermediate 109-3 (1 eq) was dissolved in o-dichlorobenzene and cooled to about 0°C, and BBr was slowly injected into the mixture in a nitrogen atmosphere. 3 (3eq). After the addition was completed, the temperature was raised to 180°C, and the resultant was stirred for about 24 hours. After the reactant was cooled, triethylamine was slowly dripped into the flask containing the reactant to terminate the reaction, ethanol was put into the reactant to precipitate a solid, and a solid powder was obtained by filtration. The obtained solid powder was purified by column chromatography with MC and n-hexane and recrystallized using toluene and acetone to obtain intermediate 109-4 (yield: 5%).

[0525] [Synthesis of Compound 109]

[0526] Intermediate 109-4 (1 eq), 9H-carbazole-1,2,3,4,5,6,7,8-d 8 (2 eq), tris(dibenzylideneacetone)dipalladium(0) (0.20 eq), tri-tert-butylphosphine (0.5 eq) and sodium tert-butoxide (3 eq) were dissolved in o-xylene, and the resultant was stirred at about 150° C. for about 48 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Compound 109 (yield: 58%).

[0527] (4) Synthesis of fused polycyclic compound 31

[0528] The condensed polycyclic compound 31 according to the embodiment can be synthesized through, for example, Reaction Scheme 4.

[0529] [Reaction Scheme 4]

[0530]

[0531] [Synthesis of Intermediate 31-1]

[0532] 1,3-Dibromo-5-(tert-butyl)benzene (1 eq), 4,4",5'-tri-tert-butyl-N-(4"-(tert-butyl)-5'-(4-(tert-butyl)phenyl)-[1,1':3',1"-terphenyl]-4-yl)-[1,1':3',1"-terphenyl]-2'-amine (0.8 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (3 eq) were dissolved in toluene and stirred at about 80° C. for about 8 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4Dried and dried under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 31-1 (yield: 58%).

[0533] [Synthesis of Intermediate 31-2]

[0534] Intermediate 31-1 (1 eq), 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine (1.1 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (3 eq) were dissolved in toluene and stirred at about 110° C. for about 24 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 31-2 (yield: 81%).

[0535] [Synthesis of Intermediate 31-3]

[0536] Intermediate 31-2 (1 eq), 9-(3-bromophenyl)-9H-carbazole-1,2,3,4,5,6,7,8-d 8 (2 eq), tris(dibenzylideneacetone)dipalladium(0) (0.15 eq), tri-tert-butylphosphine (0.3 eq) and sodium tert-butoxide (4 eq) were dissolved in o-xylene and stirred at about 160° C. for about 48 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 31-3 (yield: 33%).

[0537] [Synthesis of Intermediate 31]

[0538] Intermediate 31-3 (1 eq) was dissolved in o-dichlorobenzene and cooled to about 0°C, and BBr was slowly injected into the mixture in a nitrogen atmosphere. 3 (3eq). After completion of the dropwise addition, the temperature was raised to 180 ° C, and the resultant was stirred for about 24 hours. After the reactant was cooled, triethylamine was slowly dripped into the flask containing the reactant to terminate the reaction, ethanol was placed in the reactant to precipitate a solid, and a solid powder was obtained by filtration. The obtained solid powder was purified by column chromatography with MC and n-hexane and recrystallized using toluene and acetone to obtain compound 31 (yield: 11%).

[0539] (5) Synthesis of fused polycyclic compound 90

[0540] The fused polycyclic compound 90 according to the embodiment may be synthesized through, for example, Reaction Scheme 5.

[0541] [Reaction Scheme 5]

[0542]

[0543] [Synthesis of Intermediate 90-1]

[0544] 2-(3-((5-bromo-3',5'-di-tert-butyl-[1,1'-biphenyl]-2-yl)thio)-5-chlorophenyl)dibenzo[b,d]thiophene (1 eq), [1,1':3',1"-terphenyl]-5'-ylboronic acid (1.2 eq), Pd(PPh 3 ) 4 (0.05eq) and K 2 CO 3 (3 eq) was dissolved in a mixture of water and THF (weight ratio of 2:1) and stirred at about 80°C for about 12 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The obtained product was purified by column chromatography using MC and n-hexane to obtain Intermediate 90-1 (yield: 62%).

[0545] [Synthesis of Intermediate 90-2]

[0546] Intermediate 90-1 (1 eq), [1,1':3',1"-terphenyl]-2'-amine (1 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (3 eq) were dissolved in toluene and stirred at about 110° C. for about 12 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The obtained product was purified by column chromatography using MC and n-hexane to obtain Intermediate 90-2 (yield: 78%).

[0547] [Synthesis of Intermediate 90-3]

[0548] Intermediate 90-2 (1 eq), 9-(3-bromophenyl)-9H-carbazole-1,2,3,4,5,6,7,8-d 8(2 eq), tris(dibenzylideneacetone)dipalladium(0) (0.15 eq), tri-tert-butylphosphine (0.3 eq) and sodium tert-butoxide (4 eq) were dissolved in o-xylene and stirred at about 160° C. for about 48 hours. After cooling, the reactant was washed three times with ethyl acetate and water and separated to obtain an organic layer. The obtained organic layer was purified by MgSO 4 Dried and dried under reduced pressure. The obtained product was purified by column chromatography using MC and n-hexane to obtain Intermediate 90-3 (yield: 27%).

[0549] [Synthesis of Compound 90]

[0550] Intermediate 90-3 (1 eq) was dissolved in o-dichlorobenzene and cooled to about 0°C, and BBr was slowly injected into the mixture in a nitrogen atmosphere. 3 (3eq). After completion of the dropwise addition, the temperature was raised to 180 ° C, and the resultant was stirred for about 24 hours. After the reactant was cooled, triethylamine was slowly dripped into the flask containing the reactant to terminate the reaction, ethanol was placed in the reactant to precipitate a solid, and a solid powder was obtained by filtration. The obtained solid powder was purified by column chromatography with MC and n-hexane and recrystallized using toluene and acetone to obtain compound 90 (yield: 4%).

[0551] The NMR 500 MHz and Fab-MS data of Compound 12, Compound 15, Compound 31, Compound 90 and Compound 105 are shown in Table 2 below.

[0552] Table 2

[0553]

[0554] 2. Manufacturing and evaluation of light-emitting components

[0555] (1) Manufacturing of light-emitting elements

[0556] A light-emitting element including the fused polycyclic compound according to the embodiment or the comparative example compound in the emission layer is manufactured by the method described below. Compound 12, Compound 15, Compound 109, Compound 31 and Compound 90, which are fused polycyclic compounds according to the embodiment, are used as dopant materials for the emission layer to manufacture light-emitting elements according to Examples 1 to 5, respectively. Comparative Example Compounds CX1 to CX6 are each used as dopant materials for the emission layer to manufacture light-emitting elements according to Comparative Examples 1 to 6, respectively.

[0557] Form about 15Ω / cm 2 (about A glass substrate (manufactured by Corning Inc.) having an ITO electrode (thickness of 0.50 mm) as a first electrode was cut into a size of about 50 mm×50 mm×0.7 mm, cleaned by ultrasonic wave using isopropyl alcohol and pure water for about five minutes each, irradiated with ultraviolet rays for about 30 minutes, and exposed to ozone. The glass substrate was mounted on a vacuum deposition apparatus.

[0558] NPD is deposited on the first electrode to form a A hole injection layer having a thickness of and depositing compound H-1-1 on the hole injection layer to form a CzSi is deposited on the hole transport layer to form a hole transport layer having a thickness of The thickness of the emission auxiliary layer is .

[0559] As listed in Table 3, a host mixture in which a first host HT and a second host ET are mixed at a weight ratio of 5:5, a sensitizer, and a dopant are co-deposited on the emission assisting layer at a weight ratio of about 85:14:1 to form a The Example compound or the Comparative Example compound was used as a dopant.

[0560] ETH2 is deposited on the emission layer to form a A hole blocking layer having a thickness of , and a mixed layer of CNNPTRZ and Liq (weight ratio of 4.0:6.0) is deposited on the hole blocking layer to form a An electron transport layer having a thickness of , and Yb is deposited on the electron transport layer to form Mg is deposited in vacuum to form an electron injection layer having a thickness of A second electrode with a thickness of 1000 Å is formed, thereby manufacturing a light-emitting element.

[0561] [Materials for manufacturing light-emitting elements]

[0562]

[0563] [Example Compounds]

[0564]

[0565] [Comparative Example Compound]

[0566]

[0567] (2) Evaluation of light-emitting elements

[0568] The light-emitting elements according to the examples and comparative examples were evaluated, and the results are listed in Table 3. The luminance at 10 mA / cm was measured using a luminance meter PR650. 2The driving voltage, luminous efficiency, emission wavelength and service life at a current density of 1000 nm were measured. The time taken for the brightness to decrease to 95% of the initial brightness was measured as the service life (T95). The relative service life relative to the service life of the light emitting element according to Comparative Example 1 was calculated, and the results are listed in Table 3.

[0569] Table 3

[0570]

[0571] Referring to Table 3, it can be seen that the light-emitting elements according to Comparative Examples 1 to 6 and Examples 1 to 5 can emit light in a wavelength region ranging from about 430 nm to about 490 nm. Compared with the light-emitting elements according to Comparative Examples 1 to 4, the light-emitting elements according to Comparative Examples 5, 6 and Examples 1 to 5 have a low driving voltage. Compared with the light-emitting elements according to Comparative Examples 1 to 5, the light-emitting elements according to Comparative Examples 6 and Examples 1 to 5 have high luminous efficiency. Compared with the light-emitting elements according to Comparative Examples 1 to 6, the light-emitting elements according to Examples 1 to 5 have a long service life. The light-emitting elements according to Examples 1 to 5 include Compound 12, Compound 15, Compound 109, Compound 31 and Compound 90, respectively, and Compound 12, Compound 15, Compound 109, Compound 31 and Compound 90 are fused polycyclic compounds according to an embodiment. Therefore, the light-emitting element according to an embodiment containing a fused polycyclic compound according to an embodiment has a long service life characteristic.

[0572] Compound 12, compound 15, compound 109, compound 31 and compound 90 include a five-membered ring condensed ring as a core structure, and include an m-terphenyl moiety and a biphenyl moiety each bonded to the core structure. The m-terphenyl moiety and the biphenyl moiety are bulky substituents. The condensed polycyclic compound according to the embodiment including the m-terphenyl moiety and the biphenyl moiety can emit light with a shortened emission wavelength, and its Dexter energy transfer can be suppressed. Therefore, the light-emitting element including the condensed polycyclic compound according to the embodiment can show a long service life characteristic.

[0573] The light emitting element according to Comparative Example 1 contains Comparative Example Compound CX1, and Comparative Example Compound CX1 does not include an m-terphenyl moiety and a biphenyl moiety. Therefore, the light emitting element according to Comparative Example 1 has a relatively high driving voltage, low luminous efficiency, and a short lifetime.

[0574] The light-emitting element according to Comparative Example 2 contains the comparative compound CX2, and the comparative compound CX2 does not include a biphenyl moiety. Therefore, the light-emitting element according to Comparative Example 2 has a relatively high driving voltage, low light emission efficiency, and a short lifespan.

[0575] The light-emitting element according to Comparative Example 3 contains Comparative Example Compound CX3, and Comparative Example Compound CX3 does not include an m-terphenyl moiety. Comparative Example Compound CX3 has a substituent that is insufficient to protect a five-membered ring condensed ring as a core structure, has a shallow HOMO energy level, and emits light with a short emission wavelength. Therefore, the light-emitting element according to Comparative Example 3 has a relatively high driving voltage, low luminous efficiency, and a short service life.

[0576] The light-emitting element according to Comparative Example 4 contains Comparative Example Compound CX4, and Comparative Example Compound CX4 does not include an m-terphenyl moiety. Therefore, the light-emitting element according to Comparative Example 4 has a relatively high driving voltage, low light emission efficiency, and a short lifespan.

[0577] The light-emitting element according to Comparative Example 5 contains Comparative Example Compound CX5, and Comparative Example Compound CX5 does not include an m-terphenyl group portion. Therefore, the light-emitting element according to Comparative Example 5 has relatively low light emission efficiency and a short lifespan.

[0578] The light-emitting element according to Comparative Example 6 contains the comparative compound CX6, and the comparative compound CX6 does not include an m-terphenyl moiety. Therefore, the light-emitting element according to Comparative Example 6 has a relatively short lifespan.

[0579] The display device according to the embodiment may include the light-emitting element according to the embodiment. In the light-emitting element according to the embodiment, the emission layer may contain the fused polycyclic compound according to the embodiment. The fused polycyclic compound according to the embodiment may include a five-membered ring fused ring containing three heteroatoms as ring atoms, and the m-terphenyl moiety and the biphenyl moiety may be bonded to the five-membered ring fused ring. Any one of the three heteroatoms may be a boron atom, another a nitrogen atom, and the third may be a sulfur atom or a nitrogen atom. Therefore, the fused polycyclic compound according to the embodiment may be relatively bulky, may emit light with a shortened emission wavelength, and may suppress its Dexter energy transfer. The light-emitting element including the fused polycyclic compound according to the embodiment may exhibit long service life characteristics.

[0580] The light emitting element according to the embodiment and the display device including the same include the condensed polycyclic compound according to the embodiment and thus may exhibit long lifespan characteristics.

[0581] The condensed polycyclic compound according to the embodiment may contribute to improving the long lifespan of the light emitting element.

[0582] Embodiments have been disclosed herein, and although terms are employed, they are used and interpreted in a general and descriptive sense only and not for purposes of limitation. In some cases, as will be apparent to one of ordinary skill in the art, features, characteristics, and / or elements described in conjunction with embodiments may be used alone or in combination with features, characteristics, and / or elements described in conjunction with other embodiments, unless specifically indicated otherwise. Accordingly, one of ordinary skill in the art will appreciate that various changes in form and detail may be made without departing from the spirit and scope of the present disclosure.

Claims

1. A fused polycyclic compound represented by Formula 1: Formula 1 In formula 1, R n is a group represented by Formula 2, X0 is S or N (R a1 ), R a1 and R a2 are each independently a group represented by Formula 3, and R1 to R 10 each independently represents 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; Formula 2 In Formula 2, R b1 To R b13 Each is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 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 bonds with an adjacent group to form a ring, and "*" means a bonding site to Formula 1, Formula 3 In Formula 3, R c1 To R c9 Each is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 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 bonds with an adjacent group to form a ring, and "*" means a bonding site to Formula 1.

2. The fused polycyclic compound according to claim 1, wherein the fused polycyclic compound represented by Formula 1 is represented by Formula 1-1 or Formula 1-2: Formula 1-1 Formula 1-2 In formula 1-1, R c11 To R c19 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy 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, In formula 1-2, R 11 is 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, and In Formula 1-1 and Formula 1-2, R4 to R 10 , R b1 To R b13 and R c1 To R c9 Same as defined in Formula 1 to Formula 3.

3. The fused polycyclic compound according to claim 2, wherein in Formula 1-2, R 11 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted dibenzofuranyl group or a substituted or unsubstituted carbazolyl group.

4. The fused polycyclic compound according to claim 2, wherein in Formula 1-2, R 11 is a group represented by any one of the formulas R11-1 to R11-13:

5. The fused polycyclic compound according to claim 1, wherein the fused polycyclic compound represented by Formula 1 is represented by Formula 1-A or Formula 1-B: Formula 1-A Formula 1-B Wherein in Formula 1-A, m1 is an integer selected from 0 to 8, and R 16 is a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 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 bonds to an adjacent group to form a ring, Wherein in Formula 1-B, m2 is an integer selected from 0 to 5, and R 17 is a hydrogen atom, a deuterium atom, 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 Wherein in Formula 1-A and Formula 1-B, R1 to R3, R8 to R 10 , R b1 To R b13 , X0 and R a2 Same as defined in Formula 1 and Formula 2.

6. The fused polycyclic compound according to claim 1, wherein the group represented by Formula 2 is a group represented by any one of Formulas 2-1 to 2-6:

7. The fused polycyclic compound according to claim 1, wherein the group represented by Formula 3 is a group represented by any one of Formulas 3-1 to 3-19:

8. The fused polycyclic compound according to claim 1, wherein in Formula 1, R9 is a group represented by any one of Formulas R9-1 to R9-20: In formula R9-15, D represents a deuterium atom.

9. The fused polycyclic compound according to claim 1, wherein the fused polycyclic compound represented by Formula 1 is selected from Compound Group 1: Compound Group 1 Among them, in compound group 1, D represents a deuterium atom.

10. A light emitting element, comprising: a first electrode; a second electrode disposed on the first electrode; as well as an emission layer disposed between the first electrode and the second electrode and including a first compound, The first compound is a fused polycyclic compound according to any one of claims 1 to 9.

11. The light-emitting element according to claim 10, wherein the emission layer further comprises 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: Formula HT-1 Wherein in formula HT-1, A1 to A8 are each independently N or C (R 51 ), L1 is a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, Y a For direct connection, C(R 52 )(R 53 ) or Si(R 54 )(R 55 ), Ar1 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 bonds to an adjacent group to form a ring; Formula ET-1 Wherein in formula ET-1, X 11 To X 13 At least one of them is N, X 11 To X 13 The remaining groups in are each independently C(R 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 selected from 0 to 10, Ar2 to Ar4 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 L2 to L4 are each independently a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms; Formula D-1 Wherein in formula D-1, Q1 to Q4 are each independently C or N, C1 to C4 are each independently a substituted or unsubstituted hydrocarbon ring group having 5 to 30 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms, L 11 To L 13 Each is independently connected to the direct connection, *—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, b11 to b13 are each independently 0 or 1, R 61 To R 66 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 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, d1 to d4 are each independently an integer selected from 0 to 4, and —* indicates a bond to one of C1 to C4.

12. A display device, comprising: A circuit layer disposed on the base layer; as well as A display element layer is disposed on the circuit layer and includes a light emitting element, wherein The light emitting element comprises: a first electrode; a second electrode disposed on the first electrode; and an emitting layer disposed between the first electrode and the second electrode, and The emission layer includes the condensed polycyclic compound according to any one of claims 1 to 9.

13. The display device according to claim 12, wherein The light emitting element comprises: a first light emitting element emitting red light; a second light emitting element emitting green light; as well as a third light emitting element emitting blue light; and The third light-emitting element includes the condensed polycyclic compound. The display device according to claim 12 , wherein the light emitting element emits blue light.

15. The display device according to claim 12, further comprising: A light control layer is disposed on the display element layer and includes quantum dots.

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