Light-emitting element and fused polycyclic compound therefor

The integration of a fused polycyclic compound in the functional layers of an organic electroluminescent device addresses the challenges of low driving voltage and efficiency, enhancing both light-emitting characteristics and element life for improved display performance.

CN119101074APending Publication Date: 2024-12-10SAMSUNG DISPLAY CO LTD

Patent Information

Application Number
CN202410738389.3
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2023-06-08
Filing Date
2024-06-07
Publication Date
2024-12-10

AI Technical Summary

Technical Problem

Existing organic electroluminescent devices face challenges in achieving low driving voltage, high luminous efficiency, and long lifespan, necessitating the development of materials that can stabilize these characteristics.

Method used

Incorporation of a fused polycyclic compound represented by specific chemical formulas in the functional layers of a light-emitting element, including an emission layer, hole transport region, and electron transport region, to enhance light-emitting characteristics and element life.

Benefits of technology

The use of these compounds improves light-emitting efficiency and extends the lifespan of the light-emitting element, resulting in enhanced display quality.

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Abstract

Embodiments provide a fused polycyclic compound and a light-emitting element including the fused polycyclic compound. The light emitting element includes a first electrode, a second electrode facing the first electrode, and at least one functional layer disposed between the first electrode and the second electrode, wherein the at least one functional layer includes a first compound represented by Formula 1. Formula 1 explained in the description: # imgabs0 # [Formula 1]
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Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0073832 filed in the Korean Intellectual Property Office on June 8, 2023, the entire contents of which are incorporated herein by reference. Technical Field

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

[0004] Active development of organic electroluminescent display devices as image display devices is still continuing. Compared with liquid crystal display devices and the like, organic electroluminescent display devices are so-called self-luminous display devices in which holes and electrons injected from the first electrode and the second electrode, respectively, are recombined in the emission layer, so that the light-emitting material including the organic compound in the emission layer emits light to achieve display.

[0005] When an organic electroluminescent device is applied to a display device, an organic electroluminescent device having a low driving voltage, high luminous efficiency, and a long lifespan is required, and continuous development of materials for the organic electroluminescent device capable of stably achieving these characteristics is required.

[0006] In order to implement efficient organic electroluminescent devices, technologies related to phosphorescence emission using triplet energy levels or fluorescence emission using triplet-triplet annihilation (TTA) in which singlet excitons are generated by collision of triplet excitons are being developed. Currently being developed are thermally activated delayed fluorescence (TADF) materials using a delayed fluorescence phenomenon.

[0007] It should be understood that this background technology section is intended, in part, to provide a useful background for understanding the technology. However, this background technology section may also include ideas, concepts, or cognitions that were not known or part of the understanding of a person skilled in the relevant art before the corresponding effective filing date of the subject matter disclosed herein. Summary of the invention

[0008] The present disclosure provides a light emitting element in which light emitting characteristics and element life are improved.

[0009] The present disclosure also provides a fused polycyclic compound capable of improving the light-emitting characteristics of a light-emitting element and the life span of the element.

[0010] The present disclosure also provides a display device including a light emitting element in which light emitting efficiency and element life are improved, thereby having excellent display quality.

[0011] Embodiments provide a light emitting element, which may include a first electrode, a second electrode disposed on the first electrode, and at least one functional layer disposed between the first electrode and the second electrode and including a first compound represented by Formula 1:

[0012] [Formula 1]

[0013]

[0014] In formula 1, R 1 To R 15 R may be each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a hydroxyl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thiol group, a substituted or unsubstituted boron group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine 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; R a and R b may each independently be a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms and a nitrogen atom (N) as a ring-forming atom, or a group represented by Formula 2; R a and R b At least one of may be a group represented by Formula 2; n1, n3, n4 and n6 may each independently be an integer selected from 0 to 5; and n2 and n5 may each independently be an integer selected from 0 to 3.

[0015] [Formula 2]

[0016]

[0017] In formula 2, A 1 and A 2 A may be each independently a substituted or unsubstituted hydrocarbon ring having 6 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms; 1 and A 2 At least one of may be a heterocyclic ring including at least one of a sulfur atom (S), a selenium atom (Se), and a tellurium atom (Te) as a ring-forming atom; and is the position connected to Formula 1.

[0018] In an embodiment, the at least one functional layer may include an emission layer, a hole transport region disposed between the first electrode and the emission layer, and an electron transport region disposed between the emission layer and the second electrode; and the emission layer may include the first compound.

[0019] In an embodiment, the emission layer may emit delayed fluorescence having a central wavelength in the range of about 430 nm to about 490 nm.

[0020] In an embodiment, R 1 To R 7 and R 9 can each independently be a hydrogen atom or a deuterium atom; and R 8 It may be a substituted or unsubstituted alkyl group having 1 to 4 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.

[0021] In an embodiment, R 10 To R 15 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms.

[0022] In an embodiment, the first compound may be represented by Formula 1-1:

[0023] [Formula 1-1]

[0024]

[0025] In formula 1-1, A 3 , A 4 , A 5 and A 6 A may be each independently a substituted or unsubstituted hydrocarbon ring having 6 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms; 3 , A 4 , A 5 and A 6 At least one of may be a heterocyclic ring including at least one of a sulfur atom (S), a selenium atom (Se), and a tellurium atom (Te) as a ring-forming atom; and R 1 To R 15 and n1 to n6 are the same as defined in Formula 1.

[0026] In an embodiment, the group represented by Formula 2 may be a group represented by any one of Formula 2-1 to Formula 2-4:

[0027] [Formula 2-1]

[0028]

[0029] [Formula 2-2]

[0030]

[0031] [Formula 2-3]

[0032]

[0033] [Formula 2-4]

[0034]

[0035] In Formula 2-1 to Formula 2-4, R x1 and R y1 To R y4 X 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 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; 1 To X 6 may each independently be a sulfur atom (S), a selenium atom (Se) or a tellurium atom (Te); m1 to m5 may each independently be an integer selected from 0 to 4; and is the position connected to Formula 1.

[0036] In an embodiment, R x1 and R y1 To R y4 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms.

[0037] In an embodiment, the group represented by Formula 2 may be a group represented by Formula 3:

[0038] [Formula 3]

[0039]

[0040] In formula 3, R x2 R may 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 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; R z1 To R z4 R may be each independently a hydrogen atom, a deuterium atom, a thiol group, a seleno group, a tellurium group, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms; z1 To Rz4 One of them may be a thio group, a selenium group or a tellurium group, and may be z1 To R z4 The remaining adjacent groups in the ring are bonded to form a ring; p1 may be an integer selected from 0 to 4; and is the position connected to Formula 1.

[0041] In an embodiment, the group represented by Formula 3 may be a group represented by one of Formula 3-1 to Formula 3-6:

[0042] [Formula 3-1]

[0043]

[0044] [Formula 3-2]

[0045]

[0046] [Formula 3-3]

[0047]

[0048] [Formula 3-4]

[0049]

[0050] [Formula 3-5]

[0051]

[0052] [Formula 3-6]

[0053]

[0054] In Formula 3-1 to Formula 3-6, R z11 To R z22 X 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 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; 7 To X 12 may each independently be a sulfur atom (S), a selenium atom (Se) or a tellurium atom (Te); p2, p4, p6, p8, p10 and p12 may each independently be an integer selected from 0 to 2; p3, p5, p7, p9, p11 and p13 may each independently be an integer selected from 0 to 4; and R x2 , p1 and Same as defined in Formula 3.

[0055] In an embodiment, Rz11 To R z22 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms.

[0056] In an embodiment, the first compound may include at least one compound selected from Compound Group 1 described below.

[0057] Embodiments provide fused polycyclic compounds that may be represented by Formula 1 described herein.

[0058] In an embodiment, R 1 To R 7 and R 9 can each independently be a hydrogen atom or a deuterium atom; and R 8 It may be a substituted or unsubstituted alkyl group having 1 to 4 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.

[0059] In an embodiment, R 10 To R 15 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms.

[0060] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by Formula 1-1 described herein.

[0061] In an embodiment, the group represented by Formula 2 may be a group represented by one of Formulas 2-1 to 2-4 described herein.

[0062] In an embodiment, the group represented by Formula 2 may be a group represented by one of Formulas 3-1 to 3-6 described herein.

[0063] In an embodiment, the condensed polycyclic compound represented by Formula 1 may be selected from Compound Group 1 described below.

[0064] Embodiments provide 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. 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 including a first compound represented by Formula 1 described herein.

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

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

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

[0068] Figure 2 is a schematic cross-sectional view of a display device according to an embodiment;

[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 display device according to an embodiment;

[0074] Figure 8 is a schematic cross-sectional view of a display device according to an embodiment;

[0075] Fig. 9 is a schematic cross-sectional view of a display device according to an embodiment;

[0076] Fig.10 is a schematic cross-sectional view of a display device according to an embodiment; and

[0077] Fig.11 is a schematic perspective view of an interior of a vehicle in which a display device is provided according to an embodiment. DETAILED DESCRIPTION

[0078] 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 being limited to the embodiments set forth herein. Instead, 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.

[0079] In the drawings, the size, ratio, and dimensions (eg, thickness) of elements may be exaggerated for ease of description and for clarity. The same reference numerals and / or the same reference characters refer to the same elements throughout.

[0080] In the description, it will be understood that when an element (or region, layer, portion, etc.) is referred to as being "on", "connected to" or "coupled to" another element (or region, layer, portion, etc.), it may be directly on, directly connected to or directly coupled to the other element (or region, layer, portion, etc.), or one or more intervening elements may be present between them. In a similar sense, when an element (or region, layer, portion, etc.) is described as "covering" another element (or region, layer, portion, etc.), it may directly cover the other element (or region, layer, portion, etc.), or one or more intervening elements may be present between them.

[0081] In the description, 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 another element (such as an adhesive element) between them.

[0082] 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.

[0083] As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items. For example, "A and / or B" may be understood to mean "A, B, or A and B". The terms "and" and "or" may be used in a conjunctive sense or a disjunctive sense and may be understood to be equivalent to "and / or".

[0084] In the specification and claims, the term "at least one of" is intended to include the meaning of "at least one selected from the group consisting of" for the purposes of its meaning and interpretation. For example, "at least one of A, B, and C" may be understood to mean only A, only B, only C, or any combination of two or more of A, B, and C, such as ABC, ACC, BC, or CC. When following a list of elements, the term "at least one of" modifies the entire list of elements and does not modify the individual elements of the list.

[0085] 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.

[0086] 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.

[0087] 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.

[0088] 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 combinations thereof in the present disclosure, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or combinations thereof.

[0089] 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.

[0090] 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 amino group, an amine group, a silyl group, an oxy group, a sulfenyl group, a sulfonyl group, a carbonyl group, a boron group, a seleno group, a tellurium group, a phosphine oxide group, a phosphine sulfide group, an alkyl group, an alkenyl group, an alkynyl group, a hydrocarbon ring group, an aryl group, and a heterocyclic group. Each of the substituents listed above may itself be substituted or unsubstituted. For example, a biphenyl group may be interpreted as an aryl group or as a phenyl group substituted by a phenyl group.

[0091] 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 aliphatic or aromatic. The heterocyclic ring may be aliphatic or aromatic. The hydrocarbon ring and the heterocyclic ring may each independently be a monocyclic or polycyclic ring. The ring formed by the adjacent groups bonding to each other may itself be connected to another ring to form a spiro structure.

[0092] In the specification, the term "adjacent group" may be interpreted as a substituent replacing an atom directly connected to the atom substituted by the corresponding substituent, as another substituent replacing the atom substituted by the corresponding substituent, or as a substituent spatially located closest to the corresponding substituent. For example, the two methyl groups in 1,2-dimethylbenzene may be interpreted as "adjacent groups" to each other, and the two ethyl groups in 1,1-diethylcyclopentane may be interpreted as "adjacent groups" to each other. For example, the two methyl groups in 4,5-dimethylphenanthrene may be interpreted as "adjacent groups" to each other.

[0093] In the specification, examples of the halogen atom may include a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom.

[0094] 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, 1 to 6, or 1 to 4. 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.

[0095] 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.

[0096] 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 straight chain 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.

[0097] 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 two or more carbon atoms. The alkynyl group may be straight chain or branched. Although the number of carbon atoms in the alkynyl group is not specifically limited, it may be 2 to 30, 2 to 20, or 2 to 10. Examples of the alkynyl group may include ethynyl, propynyl, etc., but are not limited thereto.

[0098] 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.

[0099] 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 the aryl group may include phenyl, naphthyl, fluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, quaterphenyl, pentaphenyl, hexaphenyl, triphenylene, pyrenyl, benzofluoranthenyl, 1,2-triphenylenyl, etc., but the embodiment is not limited thereto.

[0100] 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 are as follows, but the embodiment is not limited thereto.

[0101]

[0102] In the specification, the heterocyclic group may be any functional group or substituent derived from a ring containing at least one of B, O, N, P, Si, S, Se and Te as a heteroatom. The heterocyclic group may be aliphatic or aromatic. The aromatic heterocyclic group may be a heteroaryl. The aliphatic heterocyclic group and the aromatic heterocyclic group may each independently be monocyclic or polycyclic.

[0103] In the specification, the heterocyclic group may contain at least one of B, O, N, P, Si, S, Se and Te as a heteroatom. If the heterocyclic group contains two or more heteroatoms, the two or more heteroatoms may be the same or different from each other. The heterocyclic group may be monocyclic or polycyclic, and the heterocyclic group may be heteroaryl. The number of ring-forming carbon atoms in the heterocyclic group may be 2 to 30, 2 to 20 or 2 to 10.

[0104] In the specification, the aliphatic heterocyclic group may contain at least one of B, O, N, P, Si, S, Se and Te 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.

[0105] In the specification, the heteroaryl group may contain at least one of B, O, N, P, Si, S, Se and Te as a heteroatom. If the heteroaryl group contains two or more heteroatoms, the two or more heteroatoms may be the same or different from each other. The heteroaryl group may be 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, triazinyl, triazolyl, acridinyl, pyridazinyl, pyrazinyl, quinolyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolyl, indolyl, carbazolyl, N-arylcarbazolyl, N-heteroarylcarbazolyl, N-alkylcarbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothiophenyl, dibenzothiazolyl, The invention also includes phenyl, benzothiophenecarbazolyl, benzothiopheneindolyl, benzodibenzothiophene, thienothiphenyl, indoldibenzothiophene, benzoselenophene, dibenzoselenophene, benzoselenophenecarbazolyl, benzoselenopheneindolyl, benzotellurophene, dibenzotellurophene, benzotellurophenecarbazolyl, benzotelluropheneindolyl, benzofuranyl, phenanthroline, thiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, thiadiazolyl, phenothiazinyl, dibenzosilyl, dibenzofuranyl and the like, but the embodiment is not limited thereto.

[0106] In the specification, the above description of the aryl group may be applicable to the arylene group, except that the arylene group may be a divalent group. The above description of the heteroaryl group may be applicable to the heteroarylene group, except that the heteroarylene group may be a divalent group.

[0107] In the specification, the silyl group may be an alkylsilyl group or an arylsilyl group. The alkyl group in the alkylsilyl group may be linear, branched or cyclic. The number of carbon atoms in the alkylsilyl group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. The number of carbon atoms in the arylsilyl group is not specifically limited, but may be, for example, 6 to 30, 6 to 20 or 6 to 15. Examples of silyl groups may include trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, etc., but embodiments are not limited thereto.

[0108] 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.

[0109]

[0110] In the specification, the number of carbon atoms in the sulfinyl group and the sulfonyl group is not particularly limited, but may be 1 to 30. The sulfinyl group may be an alkylsulfinyl group or an arylsulfinyl group. The sulfonyl group may be an alkylsulfonyl group or an arylsulfonyl group.

[0111] 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. The alkyl group in the alkylthio group may be linear, branched or cyclic. The number of carbon atoms in the alkylthio group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. The number of carbon atoms in the arylthio group is not specifically limited, but may be, for example, 6 to 30, 6 to 20 or 6 to 15. Examples of thio groups may include methylthio, ethylthio, propylthio, pentylthio, hexylthio, octylthio, dodecylthio, cyclopentylthio, cyclohexylthio, phenylthio or naphthylthio, but embodiments are not limited thereto.

[0112] 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. The number of carbon atoms in the aryloxy group is not specifically limited, but may be, for example, 6 to 30, 6 to 20 or 6 to 15. Examples of oxy groups may include methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, octyloxy, nonyloxy, decyloxy, benzyloxy, etc., but embodiments are not limited thereto.

[0113] In the specification, the boryl group 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. The alkyl group in the alkyl boryl group may be linear, branched or cyclic. The number of carbon atoms in the alkyl boryl group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. The number of carbon atoms in the aryl boryl group is not specifically limited, but may be, for example, 6 to 30, 6 to 20 or 6 to 15. Examples of boryl groups may include dimethyl boryl, tert-butyl methyl boryl, diphenyl boryl, phenyl boryl, etc., but embodiments are not limited thereto.

[0114] In the specification, the seleno group may be an alkyl seleno group or an aryl seleno group. The seleno group may be a selenium atom bonded to an alkyl group or an aryl group as defined above. The number of carbon atoms in the alkyl seleno group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. The number of carbon atoms in the aryl seleno group is not specifically limited, but may be, for example, 6 to 30, 6 to 20 or 6 to 15. Examples of the seleno group include methyl seleno, ethyl seleno, propyl seleno, pentyl seleno, hexyl seleno, octyl seleno, dodecyl seleno, cyclopentyl seleno, cyclohexyl seleno, phenyl seleno or naphthyl seleno, but the embodiment is not limited thereto.

[0115] In the specification, the tellurium group may be an alkyl tellurium group or an aryl tellurium group. The tellurium group may be a tellurium atom bonded to an alkyl group or an aryl group as defined above. The number of carbon atoms in the alkyl tellurium group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. The number of carbon atoms in the aryl tellurium group is not specifically limited, but may be, for example, 6 to 30, 6 to 20, or 6 to 15. Examples of the tellurium group may include a methyl tellurium group, an ethyl tellurium group, a propyl tellurium group, a pentyl tellurium group, a hexyl tellurium group, an octyl tellurium group, a dodecyl tellurium group, a cyclopentyl tellurium group, a cyclohexyl tellurium group, a phenyl tellurium group, or a naphthyl tellurium group, etc., but the embodiment is not limited thereto.

[0116] In the specification, the amine group may include an alkylamine group and an arylamine group. The alkyl group in the alkylamine group may be linear, branched or cyclic. The number of carbon atoms in the alkylamine group is not specifically limited, but may be, for example, 1 to 20 or 1 to 10. The number of carbon atoms in the arylamine group is not specifically limited, but may be, for example, 6 to 30, 6 to 20 or 6 to 15. Examples of the amine group may include a methylamine group, a dimethylamine group, a phenylamine group, a diphenylamine group, a naphthylamine group and / or a 9-methyl-anthrylamine group, etc., but the embodiments of the present disclosure are not limited thereto.

[0117] In the specification, the phosphine oxide group may mean an alkyl group or an aryl group defined above combined with -P(=O)-. The number of carbon atoms of the phosphine oxide group is not specifically limited, but may be 1 to 30, 1 to 20, or 1 to 10. The phosphine oxide group may include an alkyl phosphine oxide group and an aryl phosphine oxide group. For example, the phosphine oxide group may have the following structure, but is not limited thereto.

[0118]

[0119] 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 specifically 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.

[0120]

[0121] In the specification, the alkyl group in the alkoxy group, the alkylthio group, the alkylsulfinyl group, the alkylsulfonyl group, the alkylaryl group, the alkylamino group, the alkylboryl group, the alkylsilyl group, the alkylamine group, the alkylselenyl group, the alkyltelluryl group, the alkylphosphine oxide group or the alkylphosphine sulfide group may be the same as the examples of the alkyl group described above.

[0122] In the specification, the aryl group in the aryloxy group, arylthio group, arylsulfonyl group, arylamino group, arylboryl group, arylsilyl group, arylamine group, arylselenyl group, aryltelluryl group, arylphosphine oxide group or arylphosphine sulfide group may be the same as the examples of the aryl group described above.

[0123] In the specification, a direct connection may be a single bond.

[0124] In this manual, the symbol Each represents a bonding site to a neighboring atom.

[0125] Hereinafter, embodiments will be described with reference to the accompanying drawings.

[0126] Figure 1 It is a schematic plan view of a display device DD for explaining an embodiment. Figure 2 is a schematic cross-sectional view of a display device DD according to an embodiment. Figure 2 To explain along Figure 1 Schematic cross-sectional view of a portion taken along line II'.

[0127] 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 each of a plurality of light emitting elements ED-1, ED-2, and ED-3. The optical layer PP may be disposed on the display panel DP to control light reflected from the outside at the display panel DP. The optical layer PP may include, for example, a polarizing layer or a color filter layer. Although not shown in the drawings, in an embodiment, the optical layer PP may be omitted from the display device DD.

[0128] 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.

[0129] 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 device 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.

[0130] The display panel DP may include a base layer BS, a circuit layer DP-CL provided on the base layer BS, and a display device layer DP-ED. The display device layer DP-ED may include a pixel defining film PDL, light emitting elements ED-1, ED-2, and ED-3 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.

[0131] The base layer BS may provide a base surface on which the display device 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.

[0132] 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). Each of the plurality of transistors (not shown) may 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 device layer DP-ED.

[0133] The light emitting elements ED-1, ED-2 and ED-3 may each have Figures 3 to 6 The structure of the light-emitting element ED of any embodiment of the present invention will be described later. The light-emitting elements ED-1, ED-2 and ED-3 may each include a first electrode EL1, a hole transport region HTR, emission layers EML-R, EML-G and EML-B, an electron transport region ETR, and a second electrode EL2.

[0134] Figure 2 An embodiment is explained in which the emission layers EML-R, EML-G and EML-B of the light emitting elements ED-1, ED-2 and ED-3 are disposed in the opening OH defined by the pixel defining film PDL, and the hole transport region HTR, the electron transport region ETR and the second electrode EL2 are each provided as a common layer of all the light emitting elements ED-1, ED-2 and ED-3. However, the embodiment is not limited thereto. Although not described in Figure 2 , but in an embodiment, the hole transport region HTR and the electron transport region ETR may each be provided by being patterned in the opening OH defined by the pixel definition film PDL. For example, in an embodiment, the hole transport region HTR, the emission layers EML-R, EML-G and EML-B, and the electron transport region ETR of the light emitting elements ED-1, ED-2 and ED-3 may each be provided by being patterned by an inkjet printing method.

[0135] 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 device layer DP-ED. The encapsulation layer TFE may be a thin film encapsulation layer. The encapsulation layer TFE may be formed by laminating a single layer or a plurality of layers. The encapsulation layer TFE may include at least one insulating layer. The encapsulation layer TFE according to the embodiment may include at least one inorganic film (hereinafter, encapsulation inorganic film). The encapsulation layer TFE according to the embodiment may also include at least one organic film (hereinafter, encapsulation organic film) and at least one encapsulation inorganic film.

[0136] The encapsulated inorganic film may protect the display device layer DP-ED from moisture and / or oxygen, and the encapsulated organic film may protect the display device layer DP-ED from foreign matter (such as dust particles). The encapsulated inorganic film may include silicon nitride, silicon oxynitride, silicon oxide, titanium oxide, or aluminum oxide, etc., but the embodiments of the present inventive concept are not specifically limited thereto. The encapsulated organic film may include an acrylic compound or an epoxy compound, etc. The encapsulated organic film may include a photopolymerizable organic material, but the embodiments are not specifically limited thereto.

[0137] The encapsulation layer TFE may be disposed on the second electrode EL2 and may be disposed to fill the opening OH.

[0138] 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 by the light emitting elements ED-1, ED-2, and ED-3, respectively. The light emitting areas PXA-R, PXA-G, and PXA-B may be spaced apart from each other in a plan view.

[0139] The light-emitting areas PXA-R, PXA-G, and PXA-B may all be areas separated by a pixel-defining film PDL. The non-light-emitting area NPXA may be an area between adjacent light-emitting areas PXA-R, PXA-G, and PXA-B, which corresponds to the pixel-defining film PDL. For example, 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 opening OH defined by the pixel-defining film PDL and separated from each other.

[0140] The light emitting areas PXA-R, PXA-G, and PXA-B may be divided into a plurality of groups according to the colors of the lights generated from the light emitting elements ED-1, ED-2, and ED-3. Figure 1 and Figure 2In the display device DD of the embodiment illustrated in , three light emitting areas PXA-R, PXA-G and PXA-B emitting red light, green light and blue light respectively are illustrated 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 separated from each other.

[0141] In the display device DD according to the embodiment, the light emitting elements ED-1, ED-2, and ED-3 may emit light having wavelength ranges different 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.

[0142] However, the embodiment is not limited thereto, and the first to third light emitting elements ED-1, ED-2, and ED-3 may emit light in the same wavelength range, or at least one light emitting element may emit light in a wavelength range different from that of other light emitting elements. For example, the first to third light emitting elements ED-1, ED-2, and ED-3 may all emit blue light.

[0143] 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. In another embodiment, the red light emitting area PXA-R, the green light emitting area PXA-G and the blue light emitting area PXA-B may be arranged in this repeated order along the first direction axis DR1.

[0144] Figure 1 and Figure 2 It is explained that the light-emitting regions PXA-R, PXA-G, and PXA-B have the same area as each other, but the embodiment is not limited thereto. Therefore, the light-emitting regions PXA-R, PXA-G, and PXA-B may be different in size or shape 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.

[0145] The arrangement of the light emitting areas PXA-R, PXA-G and PXA-B is not limited to Figure 1The arrangement of the red light emitting areas PXA-R, the green light emitting areas PXA-G and the blue light emitting areas PXA-B can be provided in various combinations according to the display quality characteristics required in the display device DD. For example, the light emitting areas PXA-R, PXA-G and PXA-B can be arranged in a honeycomb configuration (e.g. ) or diamond configuration (such as Diamond ).

[0146] The areas of the light emitting regions PXA-R, PXA-G, and PXA-B may be different in size 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.

[0147] Below, Figures 3 to 6 Each is a schematic cross-sectional view showing a light emitting element ED 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 this order.

[0148] and Figure 3 compared to, Figure 4 A schematic cross-sectional view of a light emitting element ED is illustrated, wherein the hole transport region HTR includes a hole injection layer HIL and a hole transport layer HTL, and the electron transport region ETR includes an electron injection layer EIL and an electron transport layer ETL. Figure 3 compared to, Figure 5 A schematic cross-sectional view of a light emitting element ED is illustrated, wherein the hole transport region HTR includes a hole injection layer HIL, a hole transport layer HTL, and an electron blocking layer EBL, and the electron transport region ETR includes an electron injection layer EIL, an electron transport layer ETL, and a hole blocking layer HBL. Figure 4 compared to, Figure 6 A schematic cross-sectional view of the light emitting element ED including the capping layer CPL disposed on the second electrode EL2 is illustrated.

[0149] In the light emitting element ED, the first electrode EL1 may have 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. For example, 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.

[0150] 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 multilayer structure material such as LiF / Ca (a stacking structure of LiF and Ca) or LiF / Al (a stacking structure of LiF and Al). In an 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.

[0151] The hole transport region HTR is provided on the first electrode EL1. The hole transport region HTR may include at least one of a hole injection layer HIL, a hole transport layer HTL, a buffer layer (not shown), an emission auxiliary layer (not shown), and an electron blocking layer EBL. The thickness of the hole transport region HTR may be, for example, about 1000 Å. to about within the range.

[0152] The hole transport region HTR may have a single-layer structure composed of a single material, a single-layer structure including different materials, or a multi-layer structure including a plurality of layers including different materials.

[0153] For example, the hole transport region HTR may have a single-layer structure of a hole injection layer HIL or a hole transport layer HTL, or may have a single-layer structure formed of a hole injection material and a hole transport material. In other embodiments, 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 / buffer layer (not shown), a hole injection layer HIL / buffer layer (not shown), a hole transport layer HTL / buffer layer (not shown), or a hole injection layer HIL / hole transport layer HTL / electron blocking layer EBL are stacked in the order described in each of the first electrode EL1, but the embodiments are not limited thereto.

[0154] 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.

[0155] The hole transport region HTR may include a compound represented by Formula H-1:

[0156] [Formula H-1]

[0157]

[0158] In formula H-1, L 1 and L 2 Each of L is independently a directly linked, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. In formula H-1, a and b are independently an integer selected from 0 to 10. When a or b is 2 or more, multiple L 1 Group or multiple L 2 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.

[0159] 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.

[0160] In an embodiment, the compound represented by formula H-1 may be a monoamine compound. In another embodiment, the compound represented by formula H-1 may be a 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 wherein Ar 1 and Ar 2 At least one of the fluorene compounds includes a substituted or unsubstituted fluorenyl group.

[0161] The compound represented by Formula H-1 may be any compound selected from Compound Group H. However, the compounds listed in Compound Group H are merely examples, and the compound represented by Formula H-1 is not limited to those represented by Compound Group H:

[0162] [Compound Group H]

[0163]

[0164] 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 -dimethylphenyl-1,4-diamine)(DNTPD), 4,4',4"-[tri(3-methylphenyl)phenylamino]triphenylamine (m-MTDATA), 4,4',4"-tri(N,N-diphenylamino)triphenylamine (TDATA), 4,4',4"-tri[N-(2-naphthyl)-N-phenylamino]triphenylamine (2-TNATA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / dodecylbenzenesulfonic acid (PAN I / DBSA), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), N,N'-di(naphthalene-l-yl)-N,N'-diphenyl-benzidine (NPB), triphenylamine-containing 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.

[0165] 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(carbazole-9-yl)triphenylamine (TCTA), N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB), 4,4'-cyclohexylenebis[N,N-bis(4-methylphenyl)aniline] (TAPC), 4,4'-bis[N,N'-(3-tolyl)amino]-3,3'-dimethylbiphenyl (HMTPD) or 1,3-bis(carbazole-9-yl)benzene (mCP)), etc.

[0166] 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.

[0167] 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, and the electron blocking layer EBL.

[0168] 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, for example, about to about When the hole transport region HTR includes the hole transport layer HTL, the hole transport layer HTL may have a thickness of about to about For example, when the hole transport region HTR includes the electron blocking layer EBL, the electron blocking layer EBL may have a thickness of about to about If the thicknesses of the hole transport region HTR, the hole injection layer HIL, the hole transport layer HTL, and the electron blocking layer EBL satisfy the above range, satisfactory hole transport properties may be achieved without significantly increasing the driving voltage.

[0169] 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. The charge generation material may be, for example, a p-dopant. The p-dopant may include at least one of a metal halide, a quinone derivative, a metal oxide, and a cyano 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.

[0170] 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 a buffer layer (not shown) and an electron blocking layer EBL. The buffer layer (not shown) may compensate for the resonance distance according to the wavelength of light emitted from the emission layer EML, and thus may increase the light emission efficiency. The material that may be included in the hole transport region HTR may be included in the buffer layer (not shown). The electron blocking layer EBL may be a layer that prevents electrons from being injected from the electron transport region ETR to the hole transport region HTR.

[0171] An emission layer EML may be provided on the hole transport region HTR. The emission layer EML may have, for example, approximately to about For example, the emission layer EML may have a thickness of about to about The emission layer EML may have a single-layer structure composed of a single material, a single-layer structure including different materials, or a multi-layer structure including a plurality of layers including different materials.

[0172] The emission layer EML may be formed by 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.

[0173] The light emitting element ED according to the embodiment may include a fused polycyclic compound represented by Formula 1 in at least one functional layer disposed between the first electrode EL1 and the second electrode EL2. The emission layer EML in the light emitting element ED according to the embodiment may include the fused polycyclic compound. In an embodiment, the emission layer EML may include the fused polycyclic compound as a dopant. The fused polycyclic compound according to the embodiment may be a dopant material of the emission layer EML. In the specification, the fused polycyclic compound according to the embodiment to be described later may be referred to as a first compound.

[0174] According to the fused polycyclic compound of the embodiment, a structure in which a plurality of aromatic rings are fused through a boron atom and two heteroatoms may be included. For example, according to the fused polycyclic compound of the embodiment, a structure in which the first to third aromatic rings are fused through a boron atom, a first nitrogen atom and a second nitrogen atom may be included. The first to third aromatic rings may each be connected to a boron atom, the first aromatic ring and the third aromatic ring may be connected to each other through the first nitrogen atom, and the second aromatic ring and the third aromatic ring may be connected to each other through the second nitrogen atom. In an embodiment, the first to third aromatic rings may each be a 6-membered aromatic hydrocarbon ring. For example, the first to third aromatic rings may be a benzene ring. In the specification, the boron atom, the first nitrogen atom and the second nitrogen atom, and the first to third aromatic rings fused through the boron atom, the first nitrogen atom and the second nitrogen atom may be referred to as "condensed ring cores".

[0175] The fused polycyclic compound according to the embodiment may include a first substituent connected to the first aromatic ring or the second aromatic ring of the fused ring core. The first substituent may have a structure in which the first heterocycle, the second heterocycle and the benzene part are fused. The first heterocycle and the second heterocycle may each be a pentagonal ring. The first heterocycle may include a third nitrogen atom as a ring-forming atom. The third nitrogen atom may be connected to the first aromatic ring or the second aromatic ring. The third nitrogen atom may be connected to the first aromatic ring or the second aromatic ring relative to the boron atom of the fused ring core. The second heterocycle may include a heavy atom as a ring-forming atom. In the specification, the heavy atom may be a sulfur atom (S), a selenium atom (Se) or a tellurium atom (Te). For example, when X in formula S1-1 is a sulfur atom, the first substituent may include a benzothienyl indole part. As another example, when X in formula S1-2 is a sulfur atom, the first substituent may include a benzothienyl carbazole part. However, Formula S1-1 and Formula S1-2 are described as examples to explain the first substituent, and the first substituent is not limited to Formula S1-1 and Formula S1-2, and may have various structures as needed as long as it has a structure in which the above-mentioned first heterocycle, second heterocycle and benzene portion are condensed.

[0176] [Formula S1-1]

[0177]

[0178] [Formula S1-2]

[0179]

[0180] In Formula S1-1 and Formula S1-2, It may be a position connected to the first aromatic ring or the second aromatic ring of the fused ring core. In formula S1-1 and formula S1-2, X may be a sulfur atom (S), a selenium atom (Se) or a tellurium atom (Te), which may be the above-mentioned heavy atom.

[0181] The fused polycyclic compound according to an embodiment may include a second substituent connected to each of the first nitrogen atom and the second nitrogen atom of the fused ring core. The second substituent may include a benzene moiety connected to the first nitrogen atom or the second nitrogen atom of the fused ring core. The second substituent may have a structure in which a substituted or unsubstituted phenyl group is introduced at two ortho positions relative to the carbon atom connected to the first nitrogen atom or the carbon atom connected to the second nitrogen atom, respectively. The second substituent may include a meta-terphenyl moiety represented by formula S2:

[0182] [Formula S2]

[0183]

[0184] In formula S2, It may be the position of the first nitrogen atom or the second nitrogen atom connected to the above-mentioned fused ring core.

[0185] Therefore, the fused polycyclic compound according to the embodiment can have an increase in the multiple resonance effect due to the first substituent and the second substituent being connected to the fused ring core. Therefore, when applied to a light-emitting element, the fused polycyclic compound according to the embodiment can achieve high luminous efficiency and long element life.

[0186] The fused polycyclic compound according to an embodiment may be represented by Formula 1:

[0187] [Formula 1]

[0188]

[0189] The condensed polycyclic compound according to an embodiment represented by Formula 1 may include a structure in which three aromatic rings are condensed via one boron atom, a first nitrogen atom, and a second nitrogen atom.

[0190] In formula 1, R 1 To R 15Each of R and R may be independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a hydroxyl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thiol group, a substituted or unsubstituted boron group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine 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. 1 To R 7 and R 9 can each independently be a hydrogen atom or a deuterium atom; and R 8 It may be a substituted or unsubstituted alkyl group having 1 to 4 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. 10 To R 15 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms.

[0191] In formula 1, R a and R b Each may be independently a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms and including a nitrogen atom (N) as a ring-forming atom, or a group represented by Formula 2. For example, R a and R b One of them may be a substituted or unsubstituted carbazole group, and R a and R b The other one of them may be a group represented by Formula 2. As another example, R a and R b They may each independently be a group represented by Formula 2.

[0192] In Formula 1, n1, n3, n4 and n6 may each independently be an integer selected from 0 to 5. If n1, n3, n4 and n6 are each 0, the fused polycyclic compound may not be R 10 , R 12 , R 13 and R 15 Where n1, n3, n4 and n6 are each 5 and all R 10 Group, R 12 Group, R 13 Group and R 15 The case where the group is a hydrogen atom may be the same as the case where n1, n3, n4 and n6 are each 0. If n1, n3, n4 and n6 are each 2 or more, then R10 , R 12 , R 13 and R 15 The multiple groups in each of may all be the same, or at least one of them may be different from the others.

[0193] In Formula 1, n2 and n5 may each independently be an integer selected from 0 to 3. If n2 and n5 are each 0, the fused polycyclic compound may not be R 11 and R 14 Where n2 and n5 are each 3 and all R 11 Group and R 14 The case where the group is a hydrogen atom may be the same as the case where n2 and n5 are each 0. If n2 and n5 are 2 or more, then the plurality of R 11 Groups and multiple R 14 The groups may all be identical or at least one of them may be different from the others.

[0194] In the specification, in Formula 1, including R 1 To R 3 and R a The benzene ring may correspond to the aforementioned first aromatic ring, including R 4 To R 6 and R b The benzene ring may correspond to the aforementioned second aromatic ring and include R 7 To R 9 The benzene ring of may correspond to the aforementioned third aromatic ring. In Formula 1, the nitrogen atom shown therein may correspond to the first nitrogen atom and the second nitrogen atom as described above. In Formula 1, the nitrogen atom represented by R 10 To R 15 The substituted terphenyl moiety may correspond to the aforementioned second substituent.

[0195] In formula 1, R a and R b At least one of them is a group represented by Formula 2.

[0196] [Formula 2]

[0197]

[0198] In formula 2, A 1 and A 2 and A and B may each independently be a substituted or unsubstituted hydrocarbon ring having 6 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms. 1 and A 2 At least one of A may be a heterocyclic ring including at least one of a sulfur atom (S), a selenium atom (Se), and a tellurium atom (Te) as a ring-forming atom.1 and A 2 One of them may be a substituted or unsubstituted benzene ring, and A 1 and A 2 The other of A may be substituted or unsubstituted benzothiophene, substituted or unsubstituted benzoselenophene, or substituted or unsubstituted benzotellurophene. As another example, A 1 and A 2 One of them may be a substituted or unsubstituted benzene ring, and A 1 and A 2 The other of may be a substituted or unsubstituted dibenzothiophene, a substituted or unsubstituted dibenzoselenophene, or a substituted or unsubstituted dibenzotellurophene.

[0199] In formula 2, is the position connected to Formula 1.

[0200] In the specification, Formula 2 may correspond to the aforementioned first substituent. The nitrogen (N) atom in Formula 2 may correspond to the aforementioned third nitrogen atom.

[0201] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by Formula 1-1:

[0202] [Formula 1-1]

[0203]

[0204] Formula 1-1 represents the following formula: a and R b situation.

[0205] In formula 1-1, A 3 , A 4 , A 5 and A 6 and A and B may each independently be a substituted or unsubstituted hydrocarbon ring having 6 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms. 3 , A 4 , A 5 and A 6 At least one of A may be a heterocyclic ring including at least one of a sulfur atom (S), a selenium atom (Se), and a tellurium atom (Te) as a ring-forming atom. 3 and A 5 may be independently substituted or unsubstituted benzene rings, and A 4 and A 6 and may each independently be substituted or unsubstituted benzothiophene, substituted or unsubstituted benzoselenophene, or substituted or unsubstituted benzotellurophene. As another example, A 3 and A 5may be independently substituted or unsubstituted benzene rings, and A 4 and A 6 Each may independently be a substituted or unsubstituted dibenzothiophene, a substituted or unsubstituted dibenzoselenophene, or a substituted or unsubstituted dibenzotellurophene.

[0206] In formula 1-1, R 1 To R 15 and n1 to n6 are the same as those described in Formula 1.

[0207] In an embodiment, the group represented by Formula 2 may be a group represented by one of Formula 2-1 to Formula 2-4:

[0208] [Formula 2-1]

[0209]

[0210] [Formula 2-2]

[0211]

[0212] [Formula 2-3]

[0213]

[0214] [Formula 2-4]

[0215]

[0216] Formula 2-1 to Formula 2-4 each represent wherein A is further defined in Formula 2 1 and A 2 situation.

[0217] In Formula 2-1 to Formula 2-4, R x1 and R y1 To R y4 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 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. x1 and R y1 To R y4 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms.

[0218] In Formula 2-1 to Formula 2-4, X 1 To X 6can be independently a sulfur atom (S), a selenium atom (Se) or a tellurium atom (Te). For example, in Formula 2-3, X 3 and X 4 Each of X and X may be a sulfur atom. 5 and X 6 One of the atoms may be a sulfur atom, and the other may be a selenium atom or a tellurium atom.

[0219] In Formulae 2-1 to 2-4, m1 to m5 may each independently be an integer selected from 0 to 4. If m1 to m5 are each 0, the fused polycyclic compound may not be R x1 and R y1 To R y4 wherein m1 to m5 are each 4 and R x1 and R y1 To R y4 The case where all groups of each of are hydrogen atoms may be the same as the case where m1 to m5 are each 0. If m1 to m5 are each 2 or more, then R x1 and R y1 To R y4 The multiple groups of each of may all be the same or at least one of them may be different from the others.

[0220] In Formula 2-1 to Formula 2-4, is the position connected to Formula 1.

[0221] In an embodiment, the group represented by Formula 2 may be a group represented by Formula 3:

[0222] [Formula 3]

[0223]

[0224] Formula 3 represents the formula wherein A is further defined in Formula 2 1 and A 2 situation.

[0225] In formula 3, R x2 It may 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 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. For example, R x2 It may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted phenyl group.

[0226] In formula 3, R z1 To Rz4 may each independently be a hydrogen atom, a deuterium atom, a thiol group, a selenyl group, a tellurium group, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. z1 To R z4 Any one of them may be a thio group, a selenium group or a tellurium group, and may be z1 To R z4 The remaining adjacent groups in the ring are bonded to form a ring. For example, R z1 It can be a thiol group, R z2 may be phenyl, and R z1 and R z2 may be bonded to each other to further provide a benzothiophene ring containing a sulfur atom in Formula 3. For example, R z3 Can be selenoyl, R z4 may be phenyl, and R z3 and R z4 may be bonded to each other to further provide a benzoselenophene ring containing a selenium atom in Formula 3.

[0227] In Formula 3, p1 may be an integer selected from 0 to 4. If p1 is 0, the fused polycyclic compound may not be x2 Where p1 is 4 and all R x2 The case where the group is a hydrogen atom may be the same as the case where p1 is 0. If p1 is 2 or more, then a plurality of R x2 They may all be the same, or at least one of them may be different from the others.

[0228] In formula 3, is the position connected to Formula 1.

[0229] In an embodiment, the group represented by Formula 3 may be a group represented by one of Formula 3-1 to Formula 3-6:

[0230] [Formula 3-1]

[0231]

[0232] [Formula 3-2]

[0233]

[0234] [Formula 3-3]

[0235]

[0236] [Formula 3-4]

[0237]

[0238] [Formula 3-5]

[0239]

[0240] [Formula 3-6]

[0241]

[0242] Formula 3-1 to Formula 3-6 each represent wherein R is further defined in Formula 3 z1 To R z4 situation.

[0243] In Formula 3-1 to Formula 3-6, R z11 To R z22 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 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. z11 To R z22 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms.

[0244] In equations 3-1 to 3-6, X 7 To X 12 They may each independently be a sulfur atom (S), a selenium atom (Se), or a tellurium atom (Te).

[0245] In Formula 3-1 to Formula 3-6, p2, p4, p6, p8, p10 and p12 may each independently be an integer selected from 0 to 2. If p2, p4, p8, p10 and p12 are each 0, the fused polycyclic compound may not be R z11 , R z13 , R z15 , R z17 , R z19 and R z21 Wherein p2, p4, p6, p8, p10 and p12 are each 2 and R z11 , R z13 , R z15 , R z17 , R z19 and R z21 The case where all groups of each of are hydrogen atoms may be the same as the case where p2, p4, p6, p8, p10 and p12 are each 0. If p2, p4, p6, p8, p10 and p12 are each 2, then R z11 , Rz13 , R z15 , R z17 , R z19 and R z21 The multiple groups of each of may all be the same or at least one of them may be different from the others.

[0246] In Formula 3-1 to Formula 3-6, p3, p5, p7, p9, p11 and p13 may each independently be an integer selected from 0 to 4. If p3, p5, p7, p9, p11 and p13 are each 0, the fused polycyclic compound may not be R z12 , R z14 , R z16 , R z18 , R z20 and R z22 Wherein p3, p5, p7, p9, p11 and p13 are each 4 and R z12 , R z14 , R z16 , R z18 , R z20 and R z22 The case where all groups of each of are hydrogen atoms may be the same as the case where p3, p5, p7, p9, p11 and p13 are each 0. If p2, p4, p6, p8, p10 and p12 are each 2 or more, then R z12 , R z14 , R z16 , R z18 , R z20 and R z22 The multiple groups of each of may all be the same or at least one of them may be different from the others.

[0247] In Formula 3-1 to Formula 3-6, R x2 , p1 and Same as described in Equation 3.

[0248] In an embodiment, the condensed polycyclic compound may be any compound selected from compound group 1. In an embodiment, in the light emitting element ED, at least one functional layer (eg, emission layer EML) may include at least one condensed polycyclic compound selected from compound group 1:

[0249] [Compound Group 1]

[0250]

[0251]

[0252]

[0253]

[0254]

[0255]

[0256]

[0257]

[0258] In compound group 1, D is a deuterium atom, and H is a hydrogen atom.

[0259] The condensed polycyclic compound represented by Formula 1 has a structure in which a first substituent and a second substituent are introduced, and thus can achieve improved light emitting characteristics and a long element lifespan.

[0260] The fused polycyclic compound represented by Formula 1 may have a structure including a fused ring core in which the first to third aromatic rings are fused via a boron atom, a first nitrogen atom, and a second nitrogen atom, and wherein the first substituent is connected to the first aromatic ring or the second aromatic ring and the second substituent is connected to each of the first nitrogen atom and the second nitrogen atom. The first substituent has a structure in which a first heterocyclic ring containing a third nitrogen atom, a second heterocyclic ring containing a heavy atom, and a benzene moiety are fused. The third nitrogen atom may be connected to the first aromatic ring or the second aromatic ring at a para position relative to the boron atom of the fused ring core. The second substituent may include a meta-terphenyl moiety.

[0261] The fused polycyclic compound includes a first substituent and a second substituent, so that the steric effect of the first substituent and the second substituent can protect the empty p-orbital of the boron atom, and can effectively maintain the trigonal planar structure of the boron atom. Accordingly, the fused polycyclic compound of the embodiment can have improved material stability, thereby preventing material degradation.

[0262] The fused polycyclic compound includes a first substituent and a second substituent, and thus can suppress intermolecular interactions. Accordingly, the fused polycyclic compound of the embodiment can reduce phenomena such as aggregation, the formation of excited molecules between molecules, or the formation of excited complexes between molecules (these are side effects of intermolecular interactions), thereby achieving the effect of improving luminescent properties and component life characteristics.

[0263] Since the fused polycyclic compound includes a first substituent and a second substituent, the distance between the molecules is relatively increased to suppress Dexter energy transfer, and the quenching phenomenon (such as triplet-triplet annihilation (TTA)) is reduced according to the increase in triplet concentration, and thus the light-emitting element ED can have improved luminescent characteristics and element life characteristics. Since the fused polycyclic compound includes a first substituent and a second substituent, and thus has a high glass transition temperature (Tg) characteristic, the crystallization of the fused polycyclic compound is prevented. Therefore, when the fused polycyclic compound is applied to the emission layer EML of the light-emitting element ED, the luminescent characteristics can be improved and the element life can be improved.

[0264] The emission spectrum of the fused polycyclic compound represented by Formula 1 of the embodiment may have a full width at half maximum (FWHM) in the range of about 10nm to about 50nm. For example, the emission spectrum of the fused polycyclic compound represented by Formula 1 may have a FWHM in the range of about 20nm to about 40nm. The emission spectrum of the fused polycyclic compound represented by Formula 1 of the embodiment may have a FWHM in any one of the above ranges, thereby improving the luminous efficiency when applied to the light-emitting element ED. When the fused polycyclic compound is used as a blue light-emitting element material for the light-emitting element ED, the element service life can be improved.

[0265] According to an embodiment, a fused polycyclic compound may be included in the emission layer EML. The fused polycyclic compound may be included in the emission layer EML as a dopant material. The fused polycyclic compound may be a thermally activated delayed fluorescent material. The fused polycyclic compound may be used as a thermally activated delayed fluorescent dopant. For example, in a light-emitting element ED according to an embodiment, the emission layer EML may include at least one fused polycyclic compound selected from the compound group 1 as described above as a thermally activated delayed fluorescent dopant. However, the embodiment is not limited thereto.

[0266] The fused polycyclic compound represented by Formula 1 may be a thermally activated delayed fluorescence emitting material. The fused polycyclic compound represented by Formula 1 may be a luminescent material having a central wavelength in the range of about 430 nm to about 490 nm. For example, the fused polycyclic compound represented by Formula 1 may be a blue thermally activated delayed fluorescence (TADF) dopant. However, the embodiment is not limited thereto, and when the fused polycyclic compound is used as a luminescent material, the fused polycyclic compound (ie, the first compound) may be used as a dopant material for emitting light in various wavelength regions, such as a red emitting dopant or a green emitting dopant.

[0267] The emission layer EML in the light emitting element ED according to the embodiment may emit delayed fluorescence. For example, the emission layer EML may emit thermally activated delayed fluorescence (TADF).

[0268] The emission layer EML of the light emitting element ED may emit blue light. For example, the emission layer EML of the light emitting element ED may emit blue light having a central wavelength less than or equal to about 490 nm. However, the embodiment is not limited thereto, and the emission layer EML may emit green light or red light. In an embodiment, the emission layer EML including the fused polycyclic compound represented by Formula 1 may emit delayed fluorescence having a central wavelength in the range of about 430 nm to about 490 nm.

[0269] The fused polycyclic compound according to the embodiment may be included in the emission layer EML. The fused polycyclic compound according to the embodiment may be included in the emission layer EML as a dopant material. The fused polycyclic compound according to the embodiment may be a thermally activated delayed fluorescence material. The fused polycyclic compound according to the embodiment may be used as a thermally activated delayed fluorescence dopant. For example, in the light-emitting element ED, the emission layer EML may include at least one fused polycyclic compound selected from the compound group 1 as described above as a thermally activated delayed fluorescence dopant. However, the use of the fused polycyclic compound according to the embodiment is not limited thereto.

[0270] In an embodiment, the emission layer EML may include a first compound represented by Formula 1, 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.

[0271] 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.

[0272] [Formula HT-1]

[0273]

[0274] In formula HT-1, A 1 To A 8 can be N or C (R 51 ). For example, A 1 To A 8 can be independently C(R 51 As another example, A 1 To A 8 One of can be N, and A 1 To A 8 The rest of them can be independently C(R 51 ).

[0275] In formula HT-1, L 1It 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.

[0276] 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 aromatic rings bonded to the nitrogen atom in formula HT-1 can be directly connected, directly connected to each other. 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.

[0277] In formula HT-1, Ar 1 It may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 It may be a substituted or unsubstituted 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.

[0278] In formula HT-1, R 51 To R 55 Each of the 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, 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 be independently a hydrogen atom or a deuterium atom. 51 To R 55 Each independently may be an unsubstituted methyl group or an unsubstituted phenyl group.

[0279] 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:

[0280] [Compound Group 2]

[0281]

[0282]

[0283]

[0284]

[0285] In compound group 2, D may be a deuterium atom, and Ph may be a substituted or unsubstituted phenyl group. For example, in compound group 2, Ph may be an unsubstituted phenyl group.

[0286] 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 for the emission layer EML.

[0287] [Formula ET-1]

[0288]

[0289] 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 rest of them can be independently C(R 56 ). For example, X 1 To X 3 Any one of can be N, and X 1 To X 3 The rest of them can be independently C(R 56 ). Accordingly, 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 rest of the 56 ). Accordingly, the third compound represented by Formula ET-1 may include a pyrimidine moiety. As another example, X 1 To X 3 and may each be N. Accordingly, the third compound represented by Formula ET-1 may include a triazine moiety.

[0290] In formula ET-1, R 56It 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.

[0291] In Formula ET-1, b1 to b3 may each independently be an integer selected from 0 to 10.

[0292] 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 4 Each independently may be a substituted or unsubstituted phenyl group or a substituted or unsubstituted carbazolyl group.

[0293] 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 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.

[0294] 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:

[0295] [Compound Group 3]

[0296]

[0297]

[0298]

[0299]

[0300] In compound group 3, D may be a deuterium atom and Ph may be an unsubstituted phenyl group.

[0301] 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, the 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.

[0302] For example, the absolute value of the triplet energy level (T1) 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.

[0303] In an embodiment, the emission layer EML may further include a fourth compound in addition to the first compound, the second compound, and the third compound. 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.

[0304] The emission layer EML may include an organic metal complex including platinum (Pt) as a central metal atom and a ligand connected to the central metal atom as a fourth compound. In an embodiment, the emission layer EML may further include a fourth compound represented by Formula D-1:

[0305] [Formula D-1]

[0306]

[0307] In formula D-1, Q 1 To Q 4 They may each independently be C or N.

[0308] 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 or a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms.

[0309] In formula D-1, L 11 To L 13 Can be independently connected for direct connection, 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 13middle, represents a bond with one of C1 to C4.

[0310] In formula D-1, b1 to b3 may each independently be 0 or 1. If b1 is 0, C1 and C2 may not be directly connected to each other. If b2 is 0, C2 and C3 may not be directly connected to each other. If b3 is 0, C3 and C4 may not be directly connected to each other.

[0311] In formula D-1, R 61 To R 66 Each of them 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.

[0312] In Formula D-1, d1 to d4 may each independently be an integer selected from 0 to 4. If d1 to d4 are each 0, the fourth compound may not be 61 To R 64 Where d1 to d4 are each 4 and R 61 To R 64 The case where all groups of are hydrogen atoms may be the same as the case where d1 to d4 are each 0. When d1 to d4 are each 2 or more, R 61 To R 64 The multiple groups of each of may all be the same or at least one of them may be different from the others.

[0313] 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:

[0314]

[0315] In Formula C-1 to Formula C-4, P 1 Can or C(R 74 ), P 2 Can or N(R 81 ), P 3 Can or N(R 82 ), and P 4 Can or C(R 88 ).

[0316] 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.

[0317] In Formula C-1 to Formula C-4, represents a bond to Pt, and Indicates the adjacent cyclic group (C1 to C4) or the linker (L 11 To L 13 ) key to connect.

[0318] In an embodiment, the emission layer EML may include a first compound represented by Formula 1, and may further include 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.

[0319] 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 in the light-emitting element ED according to the embodiment may be used as a sensitizer that transfers energy from the host to the first compound as a light-emitting dopant. For example, the fourth compound used as an auxiliary dopant may accelerate the transfer of energy to the first compound as a light-emitting dopant, thereby increasing the emission ratio of the first compound. Therefore, the emission layer EML may exhibit improved luminous efficiency. When the energy transferred to the first compound increases, the excitons formed in the emission layer EML may not accumulate on the inner side of the emission layer EML and may emit light quickly, so that the degradation of the light-emitting element ED may be reduced. Therefore, the element service life of the light-emitting element ED may be increased.

[0320] 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 being an organic metal complex, and thus the light emitting element ED may exhibit excellent luminous efficiency characteristics.

[0321] 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:

[0322] [Compound Group 4]

[0323]

[0324]

[0325] In compound group 4, D may be a deuterium atom.

[0326] In an embodiment, the light emitting element ED may include a plurality of emission layers EML. A plurality of emission layers EML may be stacked and provided so that the light emitting element ED including the plurality of emission layers EML may emit white light. The light emitting element ED including the plurality of emission layers EML may be a light emitting element having a series structure. When the light emitting element ED includes a plurality of emission layers EML, at least one emission layer EML may include a first compound represented by Formula 1. For example, when the light emitting element ED includes a plurality of emission layers EML, at least one emission layer EML may include the first compound, the second compound, the third compound, and the fourth compound as described above.

[0327] When the emission layer EML in the light-emitting element ED includes a first compound, a second compound, a third compound, and a fourth compound, the amount of the first compound may be in the range of about 0.1 wt % to about 5 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 first compound satisfies the above range, the energy transferred from the second compound and the third compound to the first compound may be increased, and thus the luminous efficiency and the element service life may be increased.

[0328] In the emission layer EML, the total amount of the second compound and the third compound may be the remainder of the weight of the first compound and the fourth compound excluding the total weight of the first compound and the fourth 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, the third compound and the fourth compound.

[0329] 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.

[0330] 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 the device 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 may not be achieved, so that the luminous efficiency may be reduced and the device may be more easily degraded.

[0331] 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 content range, the energy transferred from the host to the first compound as a light-emitting dopant may be increased, so that the emission ratio may be improved, and thus, the luminous efficiency of the emission layer EML may 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 element life may be achieved.

[0332] 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.

[0333] In such Figures 3 to 6 In the light emitting element ED according to the embodiment illustrated in , the emission layer EML may further include a host and a dopant of the related art in addition to the above-mentioned host and dopant.

[0334] 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.

[0335] [Formula E-1]

[0336]

[0337] In formula E-1, R 31 To R 40 Each of R and R 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. In an embodiment, 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.

[0338] In Formula E-1, c and d may be an integer selected from 0 to 5, each independently.

[0339] In an embodiment, the compound represented by Formula E-1 may be any compound selected from Compound E1 to Compound E19:

[0340]

[0341]

[0342] 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.

[0343] [Formula E-2a]

[0344]

[0345] 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 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.

[0346] In formula E-2a, A 1 To A 5 can be N or C (R i ). In Formula E-2a, R a To R iEach of them may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted amine group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, 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. For example, R 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-constituting atom.

[0347] In formula E-2a, A 1 To A 5 Two or three of them can each be N, and A 1 To A 5 The rest of them can be independently C(R i ).

[0348] [Formula E-2b]

[0349]

[0350] In Formula E-2b, Cbz1 and Cbz2 may each independently be an unsubstituted carbazole group or a carbazole group substituted with an aryl group having 6 to 30 ring carbon atoms. b 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 Formula E-2b, b may be an integer selected from 0 to 10, and when b is 2 or more, 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.

[0351] 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 below are only examples, and the compounds represented by Formula E-2a or Formula E-2b are not limited to Compound Group E-2.

[0352] [Compound Group E-2]

[0353]

[0354]

[0355] 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-carbazolyl)-1,1'-biphenyl (CBP), 1,3-bis(carbazol-9-yl)benzene (mCP), 2,8-bis(diphenylphosphino)dibenzo[b,d]furan (PPF), 4,4',4"-tri(carbazol-9-yl)triphenylamine (TCTA), and 1,3,5-tri(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi) as a host material. However, embodiments 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.

[0356] 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.

[0357] [Formula]

[0358]

[0359] 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, 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.

[0360] 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:

[0361]

[0362]

[0363] In an embodiment, the emission layer EML may include a compound represented by any one of Formulas Fa to Fc. The compound represented by one of Formulas Fa to Fc may be used as a fluorescent dopant material.

[0364] [Formula]

[0365]

[0366] In formula Fa, R a To R j The two of them can be independently The group represented by R is substituted. a To R j Not The remainder of the group substitution 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.

[0367] In by In the group represented by 1 and Ar 2 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 and Ar2 At least one of may be a heteroaryl group including O or S as a ring-forming atom.

[0368] [Formula Fb]

[0369]

[0370] In formula Fb, R a and R b Each of Ar and Ar may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring 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. 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 the may be a heteroaryl group containing O or S as a ring-forming atom.

[0371] In Formula Fb, U and V may each independently be a substituted or unsubstituted hydrocarbon ring group having 5 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic group having 2 to 30 ring carbon atoms.

[0372] 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 in the portion indicated by U or V, and when the number of U or V is 0, a condensed ring may not be present in 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.

[0373] [Formula Fc]

[0374]

[0375] In Formula Fc, A 1 and A 2 can be independently O, S, Se or N (R m ); and R mIt 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.

[0376] 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.

[0377] 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 and its derivatives (e.g., 2,5,8,11-tetra-tert-butylperylene (TBP)), pyrene and its derivatives (e.g., 1,1'-dipyrene, 1,4-dipyrenylbenzene, 1,4-bis(N,N-diphenylamino)pyrene), and the like as dopant materials in the related art.

[0378] The emission layer EML may further include a phosphorescent dopant material of the related art. For example, a metal complex containing iridium (Ir), platinum (Pt), osmium (Os), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) or thulium (Tm) may be used as a phosphorescent dopant. For example, bis (4,6-difluorophenylpyridyl-N, C2') 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.

[0379] In an embodiment, the emission layer EML may include quantum dots. The quantum dots may be group II-VI 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, or any combination thereof.

[0380] 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; binary compounds selected from the group consisting of CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, Ternary compounds selected from the group consisting of CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS and mixtures thereof; and quaternary compounds selected from the group consisting of CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe and mixtures thereof; or any combination thereof.

[0381] Examples of Group III-VI compounds may include: binary compounds such as In 2 S 3 or In 2 Se 3 ; Ternary compounds such as InGaS 3 or InGaSe 3 ; or any combination thereof.

[0382] Examples of Group I-III-VI compounds may include: selected from AgInS, AgInS 2 、CuInS、CuInS 2、AgGaS 2 、CuGaS 2 、CuGaO 2 、AgGaO 2 、AgAlO 2 and mixtures thereof; ternary compounds such as AgInGaS 2 or CuInGaS 2 ; or any combination thereof.

[0383] Examples of the III-V group compound may include: a binary compound selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and mixtures thereof; a ternary compound selected from the group consisting of GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, InPSb, and mixtures thereof; a quaternary compound selected from the group consisting of GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and mixtures thereof; or any combination thereof. In an embodiment, the III-V group compound may further include a Group II metal. For example, InZnP or the like may be selected as the Group III-II-V compound.

[0384] Examples of Group IV-VI compounds may include: binary compounds selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe, and mixtures thereof; ternary compounds selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, and mixtures thereof; quaternary compounds selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe, and mixtures thereof; or any combination thereof. Examples of Group IV elements may include Si, Ge, and any mixtures thereof. Examples of Group IV compounds may include binary compounds selected from the group consisting of SiC, SiGe, and any mixtures thereof.

[0385] Each element included in a multi-component compound (such as a binary compound, a ternary compound, or a quaternary compound) may exist in the particle in a uniform concentration distribution or a non-uniform concentration distribution. For example, a formula may indicate the elements included in the compound, but the ratio of the elements included in the compound may vary. For example, AgInGaS 2 Can indicate AgIn x Ga 1-x S 2 (where 0 <x<1)。

[0386] In an embodiment, the quantum dot may have a single structure in which the concentration of each element included in the quantum dot is uniform, or the quantum dot may have a core / shell structure. A material included in the core may be different from a material included in the shell.

[0387] The shell of the quantum dot can be used as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties, and / or can be used as a charging layer to give the quantum dot electrophoretic properties. The shell can be a single layer or a multilayer. Quantum dots with a core / shell structure can have a concentration gradient in which the concentration of the material present in the shell decreases toward the center of the core.

[0388] In an embodiment, the quantum dot may have the above-mentioned core / shell structure, which includes a core including nanocrystals and a shell surrounding the core. Examples of the shell of the quantum dot may include metal oxides, non-metal oxides, semiconductor compounds, or any combination thereof.

[0389] 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 or CoMn 2 O 4 ; or any combination thereof, but the implementation is not limited thereto.

[0390] Examples of semiconductor compounds may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, etc., but embodiments are not limited thereto.

[0391] The quantum dot 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 dot may have a FWHM of an emission wavelength spectrum equal to or less than about 40 nm. For example, the quantum dot may have a FWHM of an emission wavelength spectrum equal to or less than about 30 nm. Within any of the above ranges, color purity or color reproducibility may be improved. Light emitted by such quantum dots may be emitted in all directions, so that a wide viewing angle may be improved.

[0392] The form of quantum dots is not particularly limited as long as it is a form used in the relevant field. For example, quantum dots may have a spherical shape, a pyramidal shape, a multi-arm shape or a cubic shape, or the quantum dots may be in the form of nanoparticles, nanotubes, nanowires, nanofibers, nanoplates, etc.

[0393] Because the size of the quantum dots is adjusted or the ratio of elements in the quantum dot compound is adjusted, the energy band gap can be controlled, and thus light in various wavelength ranges can be obtained from the quantum dot emission layer. Therefore, by using quantum dots as described above (e.g., using quantum dots of different sizes or quantum dot compounds of different element ratios), a light-emitting element that emits light in various wavelength ranges can be implemented. For example, the size of the quantum dots or the ratio of elements in the quantum dot compound can be selected to emit red light, green light, and / or blue light. For example, the quantum dots can be configured to emit white light by combining various colors of light.

[0394] In such Figures 3 to 6 In the light emitting element ED according to the embodiment illustrated in each of , 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.

[0395] The electron transport region ETR may have a single-layer structure composed of a single material, a single-layer structure including different materials, or a multi-layer structure including a plurality of layers including different materials.

[0396] 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 different materials, or may have a structure in which an electron transport layer ETL / electron injection layer EIL or a hole blocking layer HBL / electron transport layer ETL / electron injection layer EIL are stacked in the order of their respective descriptions from the emission layer EML, but the embodiment is not limited thereto. The electron transport region ETR may have, for example, about to about The thickness is within the range of .

[0397] 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.

[0398] In the light emitting element ED according to the embodiment, the electron transport region ETR may include a compound represented by Formula ET-2:

[0399] [Formula ET-2]

[0400]

[0401] In formula ET-2, X 1 To X 3 At least one of them may each be N, and X 1 To X 3 The rest of them can be independently 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.

[0402] 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 3Each of a and c is 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. 1 To L 3 Each may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0403] 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)-3-phenyl]benzene, 2,4,6-tris(3'-(pyridin-3-yl)biphenyl-3-yl)-1,3,5-triazine, 2-(4-(N-phenylbenzimidazol-1-yl)phenyl)-9,10-dinaphthylanthracene, 1,3,5-tris(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi), 2,9-dimethyl-4,7-diphenyl 1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ), 4-(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole ( t Bu-PBD), bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq), bis(benzoquinoline-10-hydroxy)beryllium (Bebq 2 ), 9,10-di(naphthalene-2-yl)anthracene (ADN), 1,3-bis[3,5-di(pyridin-3-yl)phenyl]benzene (BmPyPhB) or any mixture thereof.

[0404] In an embodiment, the electron transport region ETR may include at least one of compounds ET1 to ET36:

[0405]

[0406]

[0407]

[0408] 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 include a metal oxide such as Li 2 O or BaO) or 8-hydroxy-quinoline lithium (Liq), etc., but the embodiment is not limited thereto. The electron transport region ETR may also include a mixture material of an electron transport material and an insulating organic metal salt. The insulating organic metal salt may be a material having an energy band gap greater than or equal to 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.

[0409] 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.

[0410] 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.

[0411] 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.

[0412] 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.

[0413] The second electrode EL2 may be a transmissive electrode, a transflective electrode or a reflective electrode. When the second electrode EL2 is a transmissive electrode, the second electrode EL2 may include a transparent metal oxide (e.g., indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium tin zinc oxide (ITZO), etc.).

[0414] 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 multilayer structure material such as LiF / Ca or LiF / Al. In an embodiment, the second electrode EL2 may have a multilayer structure including a reflective film or a transflective film formed of the above materials, and a transparent conductive film formed of ITO, IZO, ZnO, ITZO, 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.

[0415] 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.

[0416] 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 multi-layer or a single layer.

[0417] In an embodiment, the capping layer CPL may include an organic layer or an inorganic layer. For example, when the capping layer CPL contains 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.

[0418] For example, when the capping layer CPL includes an organic material, the organic material may include 2,2'-dimethyl-N,N'-di[(1-naphthyl)-N,N'-diphenyl]-1,1'-biphenyl-4,4'-diamine (α-NPD), NPB, TPD, m-MTDATA, Alq 3, CuPc, N4,N4,N4',N4'-tetrakis(biphenyl-4-yl)biphenyl-4,4'-diamine (TPD15), 4,4',4"-tris(carbazole-9-yl)triphenylamine (TCTA), epoxy resin or acrylate (such as methacrylate). However, the embodiment is not limited thereto. In an embodiment, the capping layer CPL may include at least one of compounds P1 to P5:

[0419]

[0420]

[0421] The capping layer CPL may have a refractive index greater than or equal to about 1.6. For example, the capping layer CPL may have a refractive index greater than or equal to about 1.6 with respect to light in a wavelength range of about 550 nm to about 660 nm.

[0422] Figures 7 to 10 Each is a schematic cross-sectional view of a display device according to an embodiment. Figures 7 to 10 When describing the display device according to the embodiment, the above referenced Figures 1 to 6 The features described will instead describe different features.

[0423] refer to Figure 7 , the display device DD-a according to the embodiment may include: a display panel DP including a display device layer DP-ED, a light control layer CCL disposed on the display panel DP, and a color filter layer CFL.

[0424] Figure 7 In the embodiment illustrated in FIG. 1 , the display panel DP may include a base layer BS, a circuit layer DP-CL provided on the base layer BS, and a display device layer DP-ED, and the display device layer DP-ED may include a light emitting element ED.

[0425] The light emitting element ED may include a first electrode EL1, a hole transport region HTR disposed on the first electrode EL1, an emission layer EML disposed on the hole transport region HTR, an electron transport region ETR disposed on the emission layer EML, and a second electrode EL2 disposed on the electron transport region ETR. Figure 7 The structure of the light emitting element ED shown in FIG. 1 can be combined with the structure of the light emitting element ED shown in FIG. Figures 3 to 6 The structure of the light emitting element ED in one of the above is the same.

[0426] The emission layer EML of the light emitting element ED included in the display device DD-a according to the embodiment may include the above-described condensed polycyclic compound according to the embodiment.

[0427] refer to Figure 7, the emission layer EML may be disposed in the opening OH defined by the pixel defining film PDL. For example, the emission layer EML separated by the pixel defining film PDL and provided corresponding to each of the light emitting regions 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 regions PXA-R, PXA-G, and PXA-B.

[0428] 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 emit the resulting light. For example, the light control layer CCL may be a layer including quantum dots or a layer including phosphors.

[0429] The light-controlling layer CCL may include light-controlling parts CCP1, CCP2, and CCP3. The light-controlling parts CCP1, CCP2, and CCP3 may be spaced apart from each other.

[0430] refer to Figure 7 , the partition pattern BMP may be disposed between the light-controlling parts CCP1 , CCP2 , and CCP3 that are spaced apart from each other, but the embodiment is not limited thereto. Figure 7 It is explained that the partition pattern BMP does not overlap with the light-controlling portions CCP1 , CCP2 , and CCP3 , but the edges of the light-controlling portions CCP1 , CCP2 , and CCP3 may overlap with at least a portion of the partition pattern BMP.

[0431] The light control layer CCL may include: a first light control part CCP1, which contains first quantum dots QD1 that convert the first color light provided from the light emitting element ED into second color light; a second light control part CCP2, which contains second quantum dots QD2 that convert the first color light into third color light; and a third light control part CCP3, which transmits the first color light.

[0432] In an embodiment, the first light control part CCP1 may provide red light as the second color light, and the second light control part CCP2 may provide green light as the third color light. The third light control part CCP3 may provide blue light by transmitting blue light as the first color light provided from the light emitting element ED. For example, the first quantum dot QD1 may be a red quantum dot, and the second quantum dot QD2 may be a green quantum dot. The quantum dots QD1 and QD2 may each be a quantum dot as described herein.

[0433] The light control layer CCL may further include a scatterer SP. The first light control part CCP1 may include first quantum dots QD1 and a scatterer SP, the second light control part CCP2 may include second quantum dots QD2 and a scatterer SP, and the third light control part CCP3 may not include any quantum dots but may include a scatterer SP.

[0434] The scatterer SP may be an inorganic particle. For example, the scatterer SP may include TiO 2 、ZnO、Al 2 O 3 、SiO 2 and hollow silica. The scatterer SP may include TiO 2 、ZnO、Al 2 O 3 、SiO 2 and hollow 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 materials selected from hollow silica.

[0435] The first light control part CCP1, the second light control part CCP2, and the third light control part 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 part CCP1 may include first quantum dots QD1 and scatterers SP dispersed in the first base resin BR1, the second light control part CCP2 may include second quantum dots QD2 and scatterers SP dispersed in the second base resin BR2, and the third light control part CCP3 may include scatterers SP dispersed in the third base resin BR3.

[0436] The base resins BR1, BR2, and BR3 may each be a medium in which the quantum dots QD1 and QD2 and the scatterer 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, etc. The base resins BR1, BR2, and BR3 may be transparent resins. In an embodiment, the first base resin BR1, the second base resin BR2, and the third base resin BR3 may be the same as or different from each other.

[0437] The light control layer CCL may include an isolation layer BFL1. The isolation layer BFL1 may prevent the penetration of moisture and / or oxygen (hereinafter, referred to as "moisture / oxygen"). The isolation layer BFL1 may block the light control parts CCP1, CCP2, and CCP3 from being exposed to moisture / oxygen. The isolation layer BFL1 may cover the light control parts CCP1, CCP2, and CCP3. The isolation layer BFL2 may be provided between the light control parts CCP1, CCP2, and CCP3 and the filters CF1, CF2, and CF3.

[0438] The isolation layers BFL1 and BFL2 may each 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 be formed of a single layer or a multilayer.

[0439] In the display device DD-a, the color filter layer CFL may be disposed on the light control layer CCL. The color filter layer CFL may be disposed (eg, directly disposed) on the light control layer CCL. For example, the isolation layer BFL2 may be omitted.

[0440] 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 / or a pigment or dye. The first filter CF1 may include a red pigment or dye, the second filter CF2 may include a green pigment or dye, and the third filter CF3 may include a blue pigment or dye.

[0441] 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.

[0442] 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.

[0443] Although not illustrated in the drawings, the color filter layer CFL may further include a light shielding portion (not shown). The light shielding portion (not shown) may be a black matrix. The light shielding portion (not shown) may include an organic light shielding material or an inorganic light shielding material containing a black pigment or dye. The light shielding portion (not shown) may prevent light leakage and may separate adjacent filters CF1, CF2, and CF3.

[0444] 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.

[0445] 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 and the light control layer CCL, etc. are disposed. The base substrate BL may be a glass substrate, a metal substrate, a plastic substrate, etc. 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.

[0446] Figure 8 is a schematic cross-sectional view of a portion of a display device according to an embodiment. In the display devices DD-TD according to the embodiment, the light emitting element ED-BT may include light emitting structures OL-B1, OL-B2, and OL-B3.

[0447] The light emitting element ED-BT may include a first electrode EL1 and a second electrode EL2 facing each other, and light emitting structures OL-B1, OL-B2, and OL-B3 stacked in a thickness direction between the first electrode EL1 and the second electrode EL2. The light emitting structures OL-B1, OL-B2, and OL-B3 may each include an emission layer EML ( Figure 7 ), and a hole transport region HTR ( Figure 7 ) and the electron transport region ETR ( Figure 7 ).

[0448] For example, the light emitting elements ED-BT included in the display devices DD-TD may be light emitting elements having a tandem structure and including a plurality of emission layers EML.

[0449] exist Figure 8 In the embodiment explained in , the light emitted from the light emitting structures OL-B1, OL-B2 and OL-B3 may each be blue light. However, the embodiment is not limited thereto, and the light emitted from each of the light emitting structures OL-B1, OL-B2 and OL-B3 may have a 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.

[0450] 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.

[0451] At least one of the light emitting structures OL-B1, OL-B2, and OL-B3 included in the display devices DD-TD may include the condensed polycyclic compound according to the embodiments described above. For example, at least one of the emission layers included in the light emitting elements ED-BT may include the condensed polycyclic compound.

[0452] Fig. 9 is a schematic cross-sectional view of a display device DD-b according to an embodiment. The display device DD-b 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 explained in Fig. 9 The display device DD-b of the embodiment explained in the embodiment is different at least in that the first to third light-emitting elements ED-1, ED-2 and ED-3 each include two emission layers stacked in the thickness direction. In each of the first to third light-emitting elements ED-1, ED-2 and ED-3, the two emission layers can emit light in the same wavelength region.

[0453] The first light-emitting element ED-1 may include a first red emission layer EML-R1 and a second red emission layer EML-R2. The second light-emitting element ED-2 may include a first green emission layer EML-G1 and a second green emission layer EML-G2. The third light-emitting element ED-3 may include a first blue emission layer EML-B1 and a second blue emission layer EML-B2. The emission auxiliary portion OG may be disposed between the first red emission layer EML-R1 and the second red emission layer EML-R2, between the first green emission layer EML-G1 and the second green emission layer EML-G2, and between the first blue emission layer EML-B1 and the second blue emission layer EML-B2.

[0454] The emission auxiliary part OG may be a single layer or a multilayer. The emission auxiliary part OG may include a charge generation layer. For example, the emission auxiliary part OG may include an electron transport region (not shown), a charge generation layer (not shown), and a hole transport region (not shown) stacked in the following order. The emission auxiliary part OG may be provided as a common layer of all the first to third light-emitting elements ED-1, ED-2, and ED-3. However, the embodiment is not limited thereto, and the emission auxiliary part OG may be provided by patterning in the opening OH defined by the pixel defining film PDL.

[0455] 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 portion 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 portion OG.

[0456] For example, the first light-emitting element ED-1 may include a stacked first electrode EL1, a hole transport region HTR, a second red emission layer EML-R2, an emission auxiliary portion OG, a first red emission layer EML-R1, an electron transport region ETR, and a second electrode EL2. The second light-emitting element ED-2 may include a stacked first electrode EL1, a hole transport region HTR, a second green emission layer EML-G2, an emission auxiliary portion OG, a first green emission layer EML-G1, an electron transport region ETR, and a second electrode EL2. The third light-emitting element ED-3 may include a stacked first electrode EL1, a hole transport region HTR, a second blue emission layer EML-B2, an emission auxiliary portion OG, a first blue emission layer EML-B1, an electron transport region ETR, and a second electrode EL2.

[0457] The optical auxiliary layer PL may be disposed on the display device 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 from the outside reflected 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.

[0458] Included in Fig. 9 At least one emission layer in the display device DD-b of the embodiment illustrated in FIG. 2 may include the above-mentioned condensed polycyclic compound. For example, in an embodiment, at least one of the first blue emission layer EML-B1 and the second blue emission layer EML-B2 may include a condensed polycyclic compound.

[0459] and Figure 8 and Fig. 9 compared to, Fig.10A display device DD-c is explained, 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 a thickness direction between the first electrode EL1 and the second electrode EL2. The light emitting structures OL-C1, OL-B1, OL-B2 and OL-B3 are stacked in sequence, and a charge generation layer CGL1 is disposed between the light emitting structures OL-B1 and OL-C1, a charge generation layer CGL2 is disposed between the light emitting structures OL-B1 and OL-B2, and a charge generation layer CGL3 is disposed between the light emitting structures OL-B2 and OL-B3. Among the four light emitting structures, the first to third light emitting structures OL-B1, OL-B2 and OL-B3 may each emit blue light, and the fourth light emitting structure OL-C1 may emit green light. However, the embodiment is not limited thereto, and the first to fourth light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 may emit light in wavelength regions different from each other.

[0460] The charge generation layers CGL1 , CGL2 , and CGL3 may each independently include a p-type charge generation layer and / or an n-type charge generation layer.

[0461] At least one of the light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 included in the display device DD-c according to the embodiment may include the above-mentioned condensed polycyclic compound. For example, in the embodiment, at least one of the first to third light emitting structures OL-B1, OL-B2, and OL-B3 may include the above-mentioned condensed polycyclic compound.

[0462] In an embodiment, the light emitting element ED may include the above-mentioned fused polycyclic compound represented by Formula 1 in at least one functional layer disposed between the first electrode EL1 and the second electrode EL2, thereby exhibiting excellent luminous efficiency and improved element life characteristics. For example, the fused polycyclic compound may be included in the emission layer EML of the light emitting element ED, and the light emitting element ED may exhibit a long element life characteristic.

[0463] In an embodiment, the electronic device may include: a display device including a plurality of light emitting elements, and a control portion for controlling the display device. The electronic device according to the embodiment may be a device activated according to an electrical signal. The electronic device may include a display device according to various embodiments. Examples of electronic devices may include not only large electronic devices such as televisions, monitors, or outdoor billboards, but also small and medium-sized electronic devices such as personal computers, laptop computers, personal digital terminals, display devices for vehicles, game consoles, portable electronic devices, or cameras.

[0464] Fig.11 1 is a schematic perspective view of a vehicle AM ​​in which first to fourth display devices DD-1, DD-2, DD-3 and DD-4 are provided. At least one of the first to fourth display devices DD-1, DD-2, DD-3 and DD-4 may have a Figure 1 , Figure 2 and Figures 7 to 10 The description is based on the structure of one of the display devices DD, DD-TD, DD-a, DD-b, and DD-c.

[0465] Fig.11 A schematic perspective view of the interior of the vehicle AM ​​is illustrated, but this is only an example, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may be provided in various means of transportation such as bicycles, motorcycles, trains, ships, and airplanes. At least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may have a structure according to one of the display devices DD, DD-TD, DD-a, DD-b, and DD-c, and, depending on the embodiment, may be used for a personal computer, a laptop computer, a personal digital terminal, a game console, a portable electronic device, a television, a monitor, or an outdoor billboard, etc. However, these are provided only as examples, and thus may be included in other electronic devices.

[0466] At least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may include a display device according to the reference Figures 3 to 6 The light emitting element ED of the described embodiment. The light emitting element ED according to the embodiment may include the condensed polycyclic compound according to the embodiment. At least one of the first to fourth display devices DD-1, DD-2, DD-3 and DD-4 may include the light emitting element ED including the condensed polycyclic compound according to the embodiment, thereby improving the display life.

[0467] refer to Fig.11 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 to face the driver.

[0468] 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., as revolutions per minute (RPM)), an image indicating a fuel status, etc. The first scale and the second scale may each be indicated as a digital image.

[0469] 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 provided with a steering wheel HA. For example, the second display device DD-2 may be a head-up display (HUD) that displays the second information of the vehicle AM. The second display device DD-2 may be optically transparent. The second information may include a digital value indicating the driving speed, and may further include information such as the current time. Although not shown in the accompanying drawings, according to an embodiment, the second information of the second display device DD-2 may be projected onto the front window GL to be displayed.

[0470] The third display device DD-3 may be disposed in a third zone adjacent to the shift lever GR. For example, the third display device DD-3 may be disposed between the driver's seat and the passenger seat, and may be a central information display (CID) for the vehicle that displays the third information. The passenger seat may be a seat spaced apart from the driver's seat, with the shift lever GR disposed therebetween. The third information may include information about traffic (e.g., navigation information), playing music or radio broadcasts or playing videos (or images), the temperature inside the vehicle AM, and the like.

[0471] 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 the side of the vehicle AM. For example, the fourth display device DD-4 may be a digital side mirror that displays the fourth information. The fourth display device DD-4 may display an image of the outside of the vehicle AM ​​captured by a camera module CM disposed outside the vehicle AM. The fourth information may include an image of the outside of the vehicle AM.

[0472] The first to fourth information described herein are examples, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may further display information about the interior and exterior of the vehicle AM. The first to fourth information may include 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.

[0473] 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 Examples described below are provided only for illustration to help understand the present disclosure, and the scope thereof is not limited thereto.

[0474] [Examples and Comparative Examples]

[0475] 1. Synthesis of fused polycyclic compounds

[0476] The synthesis method of the fused polycyclic compound according to the embodiment will be described by explaining the synthesis method of Compound 7, Compound 9, Compound 10, Compound 38, Compound 61, Compound 65, Compound 69, Compound 73, Compound 81, Compound 82, and Compound 83. The synthesis method of the fused polycyclic compound as described below is only an example, and the synthesis method of the fused polycyclic compound according to the embodiment is not limited to the following example.

[0477] Synthesis Example (1) Synthesis of Compound 7

[0478] (Synthesis of Intermediate 7-a)

[0479]

[0480] In an argon atmosphere, 5-(tert-butyl)-N1,N3-bis(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)benzene-1,3-diamine (10 g, 13.5 mmol), 1-chloro-3-iodobenzene-2,4,5,6-d 4 (6.6 g, 27 mmol), Pd 2 dba 3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (P(t-Bu) 3 , 1.6 mL, 3.8 mmol) and sodium tert-butoxide (NatBuO, 11.5 g, 120 mmol) were added to a 2-L flask and dissolved in 300 mL of o-xylene, and the reaction solution was stirred at about 140° C. for about 2 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The intermediate 7-a (white solid, 10 g, yield: 77%) was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent. ESI-LCMS: [M]+: C 66 H 56 D 6 Cl 2 N 2 , 958.4711.

[0481] (Synthesis of Intermediate 7-b)

[0482]

[0483] In an argon atmosphere, Intermediate 7-a (10 g, 10 mmol) was added to a 1-L flask and dissolved in 100 mL of o-dichlorobenzene, and BBr was added thereto. 3 (1.5 equivalents). The reaction solution was stirred at about 140° C. for about 12 hours. After the reaction solution was cooled, the reaction was terminated by adding triethylamine, and the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The intermediate 7-b was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluents (yellow solid, 2.4 g, yield: 24%). ESI-LCMS: [M]+: C 66 H 53 D 6 BCl 2 N 2 , 966.4532.

[0484] (Synthesis of Compound 7)

[0485]

[0486] In an argon atmosphere, intermediate 7-b (2.4 g, 2.5 mmol), 6H-benzo[4,5]thieno[2,3-b]indole-1,2,3,4,7,8,9,10-d 8 (1.15 g, 5 mmol), Pd 2 dba 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (0.5 g, 5.1 mmol) were added to a 1-L flask and dissolved in 100 mL of o-xylene, and the reaction solution was stirred at about 100° C. for about 12 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The product was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent to obtain compound 7 (yellow solid, 2.5 g, yield: 75%). ESI-LCMS: [M]+: C 94 H 53 D 22 BN 4 S 2 , 1356.6969.

[0487] Synthesis Example (2) Synthesis of Compound 9

[0488] (Synthesis of Compound 9)

[0489]

[0490] In an argon atmosphere, intermediate 7-b (2.4 g, 2.5 mmol), 6H-benzo[4,5]selenopheno[2,3-b]indole-1,2,3,4,7,8,9,10-d 8 (1.4 g, 5 mmol), Pd 2 dba 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (0.5 g, 5.1 mmol) were added to a 1-L flask and dissolved in 100 mL of o-xylene, and the reaction solution was stirred at about 100° C. for about 12 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The product was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent to obtain compound 9 (yellow solid, 2.6 g, yield: 71%). ESI-LCMS: [M]+: C 94 H 53 D 22 BN 4 Se 2 , 1452.0058.

[0491] Synthesis Example (3) Synthesis of Compound 10

[0492] (Synthesis of Compound 10)

[0493]

[0494] In an argon atmosphere, intermediate 7-b (2.4 g, 2.5 mmol), 6H-benzo[4,5]telluro[2,3-b]indole-1,2,3,4,7,8,9,10-d 8 (1.6 g, 5 mmol), Pd 2 dba 3(0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (0.5 g, 5.1 mmol) were added to a 1-L flask and dissolved in 100 mL of o-xylene, and the reaction solution was stirred at about 100° C. for about 12 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The product was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent to obtain compound 10 (yellow solid, 2.93 g, yield: 74%). ESI-LCMS: [M]+: C 94 H 53 D 22 BN 4 Te 2 , 1552.5612.

[0495] Synthesis Example (4) Synthesis of Compound 38

[0496] (Synthesis of Intermediate 38-a)

[0497]

[0498] In an argon atmosphere, N1,N3-bis(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)-5-(dibenzo[b,d]furan-2-yl)benzene-1,3-diamine (10 g, 12 mmol), 1-chloro-3-iodobenzene-2,4,5,6-d 4 (5.6 g, 24 mmol), Pd 2 dba 3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol) and sodium tert-butoxide (11.5 g, 120 mmol) were added to a 2-L flask and dissolved in 300 mL of o-xylene, and the reaction solution was stirred at about 140° C. for about 2 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The intermediate 38-a (white solid, 8.8 g, yield: 69%) was obtained by silica gel column chromatography using 1% iodine and hexane as the eluent for purification and separation. ESI-LCMS: [M] +: C 74 H54 D 6 Cl 2 N 2 O, 1068.4513.

[0499] (Synthesis of Intermediate 38-b)

[0500]

[0501] In an argon atmosphere, Intermediate 38-a (8.8 g, 8 mmol) was added to a 1-L flask and dissolved in 100 mL of o-dichlorobenzene, and BBr was added thereto. 3 (1.5 equivalents). The reaction solution was stirred at about 140° C. for about 12 hours. After the reaction solution was cooled, the reaction was terminated by adding triethylamine, and the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The intermediate 38-b was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent (yellow solid, 2.8 g, yield: 32%). ESI-LCMS: [M]+: C 74 H 51 D 6 BCl 2 N 2 O, 1076.1243.

[0502] (Synthesis of Compound 38)

[0503]

[0504] In an argon atmosphere, intermediate 38-b (2.8 g, 2.6 mmol), 6H-benzo[4,5]selenopheno[2,3-b]indole-1,2,3,4,7,8,9,10-d 8 (1.45 g, 5.2 mmol), Pd 2 dba 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (0.5 g, 5.1 mmol) were added to a 1-L flask and dissolved in 100 mL of o-xylene, and the reaction solution was stirred at about 100° C. for about 12 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2The product was purified and separated by silica gel column chromatography using 1% MgSO4 and hexane as eluent to obtain compound 38 (yellow solid, 3.1 g, yield: 77%). ESI-LCMS: [M]+: C 102 H 51 D 22 BN 4 OSE 2 , 1562.5636.

[0505] Synthesis Example (5) Synthesis of Compound 61

[0506] (Synthesis of Compound 61)

[0507]

[0508] In an argon atmosphere, intermediate 7-b (2.4 g, 2.5 mmol), 10H-benzo[4,5]thieno[3,2-b]indole (1.1 g, 5 mmol), Pd 2 dba 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (0.5 g, 5.1 mmol) were added to a 1-L flask and dissolved in 100 mL of o-xylene, and the reaction solution was stirred at about 100° C. for about 12 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The product was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent to obtain compound 61 (yellow solid, 2.5 g, yield: 77%). ESI-LCMS: [M]+: C 94 H 69 D 6 BN 4 S 2 , 1340.4059.

[0509] Synthesis Example (6) Synthesis of Compound 65

[0510] (Synthesis of Intermediate 65-a)

[0511]

[0512] In an argon atmosphere, N1,N3-bis([1,1':3',1"-terphenyl]-2'-yl-4',5',6'-d 3)-5-(tert-butyl)benzene-1,3-diamine (10 g, 16 mmol), 1-chloro-3-iodobenzene-2,4,5,6-diamine 4 (6.6 g, 32 mmol), Pd 2 dba 3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol) and sodium tert-butoxide (11.5 g, 120 mmol) were added to a 2-L flask and dissolved in 300 mL of o-xylene, and the reaction solution was stirred at about 140° C. for about 2 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The intermediate 65-a (white solid, 10 g, yield: 74%) was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent. ESI-LCMS: [M]+: C 58 H 32 D 14 Cl 2 N 2 , 854.3932.

[0513] (Synthesis of Intermediate 65-b)

[0514]

[0515] In an argon atmosphere, Intermediate 65-a (10 g, 12 mmol) was added to a 1-L flask and dissolved in 100 mL of o-dichlorobenzene, and BBr was added thereto. 3 (1.5 equivalents). The reaction solution was stirred at about 140° C. for about 12 hours. After the reaction solution was cooled, the reaction was terminated by adding triethylamine, and the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The intermediate 65-b was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent (yellow solid, 2.4 g, yield: 24%). ESI-LCMS: [M]+: C 58 H 31 D 12 BCl 2 N 2 , 860.3637.

[0516] (Synthesis of Compound 65)

[0517]

[0518] In an argon atmosphere, intermediate 65-b (2.4 g, 2.8 mmol), 10H-benzo[4′,5′][2′,3′:4,5]thieno[3,2-b]indole (1.6 g, 5.6 mmol), Pd 2 dba 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (0.5 g, 5.1 mmol) were added to a 1-L flask and dissolved in 100 mL of o-xylene, and the reaction solution was stirred at about 100° C. for about 12 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The product was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent to obtain compound 65 (yellow solid, 2.8 g, yield: 74%). ESI-LCMS: [M]+: C 90 H 47 D 12 BN 4 S 4 , 1346.4512.

[0519] Synthesis Example (7) Synthesis of Compound 69

[0520] (Synthesis of Compound 69)

[0521]

[0522] In an argon atmosphere, intermediate 7-b (2.4 g, 2.5 mmol), 12H-benzo[4,5]thieno[2,3-a]carbazole (1.36 g, 5 mmol), Pd 2 dba 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (0.5 g, 5.1 mmol) were added to a 1-L flask and dissolved in 100 mL of o-xylene, and the reaction solution was stirred at about 100° C. for about 12 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2The product was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent to obtain compound 69 (yellow solid, 2.55 g, yield: 70%). ESI-LCMS: [M]+: C 102 H 73 D 6 BN 4 S 2 , 1440.6002.

[0523] Synthesis Example (8) Synthesis of Compound 73

[0524] (Synthesis of Compound 73)

[0525]

[0526] In an argon atmosphere, intermediate 7-b (2.4 g, 2.5 mmol), 10-(9H-carbazol-3-yl)-10H-phenoxazine (1.74 g, 5 mmol), Pd 2 dba 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (0.5 g, 5.1 mmol) were added to a 1-L flask and dissolved in 100 mL of o-xylene, and the reaction solution was stirred at about 100° C. for about 12 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The product was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent to obtain compound 73 (yellow solid, 3.1 g, yield: 78%). ESI-LCMS: [M]+: C 102 H 73 D 6 BN 4 S 2 , 1440.6271.

[0527] Synthesis Example (9) Synthesis of Compound 81

[0528] (Synthesis of Intermediate 81-a)

[0529]

[0530] In an argon atmosphere, intermediate 7-b (2.4 g, 2.5 mmol), 9H-carbazole-1,2,3,4,5,6,7,8-d 8 (0.43 g, 2.5 mmol), Pd 2 dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (0.5 g, 5.1 mmol) were added to a 1-L flask and dissolved in 100 mL of o-xylene, and the reaction solution was stirred at about 100° C. for about 12 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The intermediate 81-a (yellow solid, 2 g, yield: 73%) was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent. ESI-LCMS: [M]+: C 78 H 53 D 14 BCN 3 , 1105.0550.

[0531] (Synthesis of Compound 81)

[0532]

[0533] In an argon atmosphere, intermediate 81-a (2 g, 1.8 mmol), 6H-benzo[4,5]thieno[2,3-b]benzo[4,5]thieno[2,3-d]pyrrole (0.5 g, 1.8 mmol), Pd 2 dba 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (0.5 g, 5.1 mmol) were added to a 1-L flask and dissolved in 100 mL of o-xylene, and the reaction solution was stirred at about 100° C. for about 12 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The product was purified and separated by silica gel column chromatography using 1% MgSO4 and hexane as eluent to obtain Compound 81 (yellow solid, 1.8 g, yield: 76%). ESI-LCMS: [M]+: C 94 H 61 D 14 BN 4 S 2 , 1348.9964.

[0534] Synthesis Example (10) Synthesis of Compound 82

[0535] (Synthesis of Compound 82)

[0536]

[0537] In an argon atmosphere, intermediate 81-a (2 g, 1.8 mmol), 7H-benzo[4′,5′]selenopheno[3′,2′:4,5]thieno[2,3-b]indole (0.6 g, 1.8 mmol), Pd 2 dba 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (0.5 g, 5.1 mmol) were added to a 1-L flask and dissolved in 100 mL of o-xylene, and the reaction solution was stirred at about 100° C. for about 12 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4 The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The product was purified and separated by silica gel column chromatography using 1% pyrrolidone and hexane as eluent to obtain Compound 82 (yellow solid, 1.8 g, yield: 73%). ESI-LCMS: [M]+: C 94 H 61 D 14 BN 4 SSe, 1396.5558.

[0538] Synthesis Example (11) Synthesis of Compound 83

[0539] (Synthesis of Compound 83)

[0540]

[0541] In an argon atmosphere, intermediate 81-a (2 g, 1.8 mmol), 12H-benzo[4,5]selenopheno[2,3-a]carbazole (0.57 g, 1.8 mmol), Pd 2 dba 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (0.5 g, 5.1 mmol) were added to a 1-L flask and dissolved in 100 mL of o-xylene, and the reaction solution was stirred at about 100° C. for about 12 hours. After cooling, the reaction solution was extracted by adding water (1 L) and ethyl acetate (300 mL) to collect the organic layer, and MgSO 4The organic layer was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a solid. The solid thus obtained was purified by using CH 2 Cl 2 The product was purified and separated by silica gel column chromatography using 1% MgSO4 and hexane as eluent to obtain Compound 83 (yellow solid, 1.8 g, yield: 73%). ESI-LCMS: [M]+: C 96 H 63 D 14 BN 4 Se, 1390.6313.

[0542] The compounds synthesized in the above Synthesis Examples (1) to (11) are 1 H NMR is shown in Table 1. The synthesis methods of other compounds can be easily recognized by those skilled in the art with reference to the above synthesis routes and starting materials.

[0543] [Table 1]

[0544]

[0545] 1. Manufacturing and evaluation of light-emitting components

[0546] (1) Manufacturing of light-emitting elements

[0547] The light-emitting element of the embodiment including the fused polycyclic compound of the embodiment in the emission layer is manufactured as follows. Compound 7, compound 9, compound 10, compound 38, compound 61, compound 65, compound 69, compound 73, compound 81, compound 82 and compound 83 (these are the embodiment compounds as described above) are respectively used as dopant materials of the emission layer to manufacture the light-emitting elements of embodiments 1 to 11. Comparative Examples 1 to 4 correspond to light-emitting elements manufactured by using Comparative Example Compounds C1 to C4 as dopant materials of the emission layer, respectively.

[0548] [Example Compounds]

[0549]

[0550] [Comparative Example Compound]

[0551]

[0552] (Manufacturing of light-emitting elements)

[0553] In the light-emitting elements of the examples and comparative examples, a 15 Ω / cm 2 (about A glass substrate (manufactured by Corning) with an ITO 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 light for about 30 minutes and exposed to ozone and cleaned. The glass substrate was mounted on a vacuum deposition device.

[0554] NPD is deposited on the upper portion of the anode to form A thick hole injection layer is formed by depositing H-1-19 on the upper portion of the hole injection layer. A thick hole transport layer is formed, and CzSi is deposited on the upper portion of the hole transport layer to form Thick emission assist layer.

[0555] A host in which the second compound (HT33) as a hole transport host and the third compound (ETH66) as an electron transport host are mixed in a ratio of about 1:1, a fourth compound (AD-39) as a sensitizer, and an example compound or a comparative example compound are co-deposited in a weight ratio of about 85:14:1 to form A thick emission layer is formed, and TSPO1 is deposited on the upper portion of the emission layer to form TPBi is deposited on the upper portion of the hole blocking layer to form A thick electron transport layer is formed, and LiF is deposited on the upper portion of the electron transport layer to form Al is deposited on the electron injection layer to form Compound P4 is deposited on the upper portion of the cathode to form Each layer is formed by vacuum deposition.

[0556] The compounds used for producing the light-emitting elements of Examples and Comparative Examples are disclosed below. The following materials were used for producing devices by sublimation purification of commercial products.

[0557]

[0558] (2) Evaluation of compound and light-emitting device characteristics

[0559] (Evaluation of compound properties)

[0560] For Example Compound 7, Example Compound 9, Example Compound 10, Example Compound 38, Example Compound 61, Example Compound 65, Example Compound 69, Example Compound 73, Example Compound 81, Example Compound 82, and Example Compound 83 as well as Comparative Example Compounds C1 to C4 as described above, when a xenon light source and a monochromator were installed in a fluoromax+ spectrometer apparatus manufactured by HORIBA Co., Ltd., the lowest excited singlet energy level (S1), the lowest excited triplet energy level (T1), and the maximum emission wavelength (λ max ), and calculate ΔE ST , which is the difference between the lowest excited singlet energy level (S1) and the lowest excited triplet energy level (T1). According to equation k RISC =Φ d / (k ISC *τ p *τ d *Φ p ) to calculate the rate constant (k RISC ), where a single film is deposited on a glass substrate by vacuum deposition to a thickness of about 40 nm and each factor in the equation is measured using the following method. d and Φ p The Quantaurus-QY measurement system (C11347-11, Hamamatsu Photonics) was used for measurement, and τ d and τ p The Quantaurus-Tau fluorescence lifetime measurement system (C11367-03, Hamamatsu Photonics) was used for measurement. The spin-orbit coupling matrix element (SOC) was calculated by unrestricted density functional theory (UDFT) to calculate the structure of the second stable triplet excited state and the energy corresponding to the calculated structure. Gaussian09, a commercial program, was used to perform UDFT calculations using the 6-311G (d, p) basis function and the B3LYP exchange-correlation functional. When a deuterium / halogen tungsten light source and a silicon photodiode were installed in a UV-1800 UV / visible scanning spectrophotometer (Shimadzu Corporation), the maximum absorption wavelength (λ) was measured by using the Labsolution UV-Vis software. abs ), and calculate the Stokes shift, which is the wavelength of maximum absorption (λ abs ) and the maximum emission wavelength (λ max The results of the measurements and calculations are listed in Table 2.

[0561] [Table 2]

[0562]

[0563] (Evaluation of light-emitting element characteristics)

[0564] The element efficiency and element life of the light-emitting elements manufactured using Example Compound 7, Example Compound 9, Example Compound 10, Example Compound 38, Example Compound 61, Example Compound 65, Example Compound 69, Example Compound 73, Example Compound 81, Example Compound 82 and Example Compound 83 and Comparative Example Compound C1 to Comparative Example Compound C4 as described above were evaluated. The evaluation results of the light-emitting elements of Examples 1 to 11 and Comparative Examples 1 to 4 are listed in Table 3. In order to evaluate the characteristics of the light-emitting elements manufactured in Examples 1 to 11 and Comparative Examples 1 to 4 above, the light-emitting elements at 10 mA / cm were measured by using Keithley MU 236 and a luminance meter PR650. 2 The driving voltage (V), the maximum luminous efficiency (Cd / A / y) and the emission color at the current density of , and the time taken to reach a brightness of 95% relative to the initial brightness was measured as the service life (T95), and the relative service life was calculated based on the elements of Comparative Example 1, and the results are listed in Table 3.

[0565] [Table 3]

[0566]

[0567]

[0568] With reference to the results of Table 3, it can be confirmed that, compared with the light-emitting element of the comparative example, the light-emitting element of the embodiment in which the fused polycyclic compound according to the embodiment is used as a light-emitting material has a relatively high luminous efficiency, and the driving voltage, service life characteristics and color purity characteristics are substantially improved. The embodiment compound includes a condensed ring core in which a plurality of aromatic rings are fused via a boron atom and a nitrogen atom and has a structure in which a first substituent and a second substituent are connected to the condensed ring core, and thus high luminous efficiency and long element service life can be achieved. The embodiment compound includes a condensed ring core in which the first to third aromatic rings are fused around a boron atom, a first nitrogen atom and a second nitrogen atom, and the first substituent is connected to the first aromatic ring or the second aromatic ring and the second substituent is connected to each of the first nitrogen atom and the second nitrogen atom. The first substituent has the following structure: the first heterocycle including the third nitrogen atom, the second heterocycle including the heavy atom and the benzene part are fused, and the third nitrogen atom of the first substituent and the boron atom of the condensed ring core can be bonded at the para position relative to the first aromatic ring or the second aromatic ring. The second substituent may include a meta-terphenyl moiety. By using the example compound including the first substituent and the second substituent as a dopant for a thermally activated delayed fluorescence (TADF) light-emitting element, high element efficiency with increased luminous efficiency and long element life can be achieved in a short wavelength region (e.g., a blue light wavelength region).

[0569] With reference to the results of Tables 2 and 3, Comparative Example Compound C1, Comparative Example Compound C2, and Comparative Example Compound C3 include a planar skeleton structure having a boron atom and two nitrogen atoms at the center, and having a second substituent connected to the first nitrogen atom and the second nitrogen atom, but the planar skeleton does not include the first substituent as described above, and therefore it should be understood that the SOC value is generally low and the anti-system crossing speed is relatively slow. Accordingly, it can be confirmed that, compared with the embodiment compounds, Comparative Example 1, Comparative Example 2, and Comparative Example 3, which respectively include Comparative Example Compound C1, Comparative Example Compound C2, and Comparative Example Compound C3, have relatively high driving voltage values, and the luminous efficiency and element service life are deteriorated. Comparative example compound C1 includes a carbazole portion containing no heavy atom instead of the first substituent, comparative example compound C2 includes a condensed structure containing an oxygen atom (O) instead of the first substituent, and comparative example compound C3 includes a heterohexagonal ring containing a nitrogen atom and a heavy atom in a single ring instead of the first substituent, and therefore the light-emitting elements of Comparative Example 1, Comparative Example 2 and Comparative Example 3, which respectively include Comparative Example Compound C1, Comparative Example Compound C2 and Comparative Example Compound C3, are considered to have deteriorated luminous efficiency and element service life.

[0570] Comparative example compound C4 includes a planar skeleton structure having a boron atom and two nitrogen atoms at the center, but the planar skeleton does not include the first substituent and the second substituent as described above, and it should be understood that the SOC value is generally low, the anti-system crossing speed is relatively slow, and the Stokes shift increases. Accordingly, it can be confirmed that compared with the light-emitting element including the embodiment compound, the light-emitting element of Comparative Example 4 including Comparative Example Compound C4 has a relatively high driving voltage value, has a degradation of luminous efficiency and element service life, and has a low blue purity, thereby emitting a blue light close to green. Comparative example compound C4 includes a heterohexagonal ring containing a nitrogen atom and a heavy atom in a single ring instead of a first substituent, and includes a biphenyl group instead of a second substituent, and it is therefore considered to have a degradation of the characteristics of the light-emitting element of Comparative Example 4 including Comparative Example Compound C4.

[0571] The light emitting element according to the embodiment may exhibit improved element characteristics with high light emitting efficiency and long element lifespan.

[0572] The condensed polycyclic compound according to the embodiment may be included in an emission layer of a light emitting element to contribute to high light emission efficiency and long element lifespan of the light emitting element.

[0573] 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 understand that various changes in form and detail may be made without departing from the spirit and scope of the present disclosure as set forth in the claims.

Claims

1. A fused polycyclic compound represented by Formula 1: Formula 1 In formula 1, R 1 To R 15 each independently represents a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a hydroxyl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thiol group, a substituted or unsubstituted boron group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine 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, R a and R b are each independently a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms and a nitrogen atom as a ring-forming atom, or a group represented by Formula 2, R a and R b At least one of them is a group represented by Formula 2, n1, n3, n4 and n6 are each independently an integer selected from 0 to 5, and n2 and n5 are each independently an integer selected from 0 to 3: Formula 2 In Formula 2, A 1 and A 2 are each independently a substituted or unsubstituted hydrocarbon ring having 6 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms, A 1 and A 2 is a heterocyclic ring including at least one of a sulfur atom, a selenium atom and a tellurium atom as a ring-forming atom, and *——The position connected to formula 1.

2. The fused polycyclic compound according to claim 1, wherein R 10 To R 15 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms.

3. The fused polycyclic compound according to claim 1, wherein the fused polycyclic compound is represented by Formula 1-1: Formula 1-1 In formula 1-1, A 3 , A 4 , A 5 and A 6 are each independently a substituted or unsubstituted hydrocarbon ring having 6 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms, A 3 , A 4 , A 5 and A 6 is a heterocyclic ring including at least one of a sulfur atom, a selenium atom and a tellurium atom as a ring-forming atom, and R 1 To R 15 and n1 to n6 are the same as defined in Formula 1.

4. The fused polycyclic compound according to claim 1, wherein the group represented by Formula 2 is a group represented by one of Formulas 2-1 to 2-4: Formula 2-1 Formula 2-2 Formula 2-3 Formula 2-4 In Formula 2-1 to Formula 2-4, R x1 and R y1 To R y4 each independently represents 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 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, X 1 To X 6 are each independently a sulfur atom, a selenium atom or a tellurium atom, m1 to m5 are each independently an integer selected from 0 to 4, and *——The position connected to formula 1.

5. The fused polycyclic compound according to claim 4, wherein R x1 and R y1 To R y4 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms.

6. The fused polycyclic compound according to claim 1, wherein the group represented by Formula 2 is a group represented by Formula 3: Formula 3 In formula 3, R x2 is 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 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, R z1 To R z4 are each independently a hydrogen atom, a deuterium atom, a thiol group, a seleno group, a tellurium group, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, R z1 To R z4 One of them is a thio group, a seleno group or a tellurium group, and R z1 To R z4 The remaining adjacent groups in are bonded to form a ring, p1 is an integer selected from 0 to 4, and *——The position connected to formula 1.

7. The fused polycyclic compound according to claim 6, wherein the group represented by Formula 3 is a group represented by one of Formulas 3-1 to 3-6: Formula 3-1 Formula 3-2 Formula 3-3 Formula 3-4 Formula 3-5 Formula 3-6 In Formula 3-1 to Formula 3-6, R z11 To R z22 each independently represents 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 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, X 7 To X 12 are each independently a sulfur atom, a selenium atom or a tellurium atom, p2, p4, p6, p8, p10 and p12 are each independently an integer selected from 0 to 2, p3, p5, p7, p9, p11 and p13 are each independently an integer selected from 0 to 4, and R x2 , p1 and *—are the same as defined in Formula 3.

8. The fused polycyclic compound according to claim 7, wherein R z11 To R z22 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 ring carbon atoms.

9. The fused polycyclic compound according to claim 1, wherein the fused polycyclic compound comprises at least one compound selected from compound group 1: Compound Group 1 Among them, in compound group 1, D is a deuterium atom, and H is a hydrogen atom.

10. A light emitting element, include: a first electrode; a second electrode on the first electrode; as well as at least one functional layer between the first electrode and the second electrode, Wherein the at least one functional layer comprises the fused polycyclic compound according to any one of claims 1 to 9.

Citation Information

Patent Citations

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