Light-emitting device including heterocyclic compound, electronic apparatus and electronic device including light-emitting device, and heterocyclic compound

Abstract

Embodiments provide a heterocyclic compound, a light-emitting device including the heterocyclic compound, an electronic device including the light-emitting device, and an electronic device including the light-emitting device. The light emitting device includes a first electrode, a second electrode facing the first electrode, an interlayer between the first electrode and the second electrode and including an emission layer, and a heterocyclic compound. The heterocyclic compound is represented by Formula 1, which is explained in the specification. [Formula 1] # imgabs0 #

Description

[0001] Cross - reference to related applications

[0002] This application claims the priority and benefit of Korean Patent Application No. 10 - 2024 - 0005475, filed with the Korean Intellectual Property Office on January 12, 2024, the entire content of which is incorporated herein by reference. Technical field

[0003] Embodiments relate to a light - emitting device including a heterocyclic compound, an electronic device including the light - emitting device, an electronic apparatus including the light - emitting device, and a heterocyclic compound. Background art

[0004] A light - emitting device is a self - emitting device having a wide viewing angle, high contrast ratio, short response time, and excellent characteristics in terms of brightness, driving voltage, and response speed.

[0005] In a light - emitting device, a first electrode may be disposed on a substrate, and a hole - transport region, an emission layer, an electron - transport region, and a second electrode may be sequentially disposed on the first electrode. Holes provided from the first electrode move through the hole - transport region toward the emission layer, and electrons provided from the second electrode move through the electron - transport region toward the emission layer. Charge carriers, such as holes and electrons, recombine in the emission layer to generate excitons. The excitons may transition from an excited state to a ground state, thereby generating light.

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

[0007] Embodiments include: a light - emitting device including a heterocyclic compound, an electronic device including the light - emitting device, an electronic apparatus including the light - emitting device, and a heterocyclic compound.

[0008] Additional aspects will be set forth in part in the following description and in part will be obvious from the description, or may be learned by practice of the embodiments of the present disclosure.

[0009] According to an embodiment, the light - emitting device may include

[0010] a first electrode,

[0011] a second electrode facing the first electrode,

[0012] a sandwich structure between the first electrode and the second electrode and including an emission layer, and

[0013] a heterocyclic compound represented by Formula 1:

[0014] [Formula 1]

[0015]

[0016] In Formula 1,

[0017] X1 can be O, S, Se, N(E 11 ), C(=O), C(E 11 )(E 12 ), or Si(E 11 )(E 12 ),

[0018] X2 can be O, S, Se, N(E 21 ), C(=O), C(E 21 )(E 22 ), or Si(E 21 )(E 22 ),

[0019] Y1 can be O, S, Se, N(E 31 ), C(=O), C(E 31 )(E 32 ), or Si(E 31 )(E 32 ),

[0020] Y2 can be O, S, Se, N(E 41 ), C(=O), C(E 41 )(E 42 ), or Si(E 41 )(E 42 ),

[0021] X 31 can be C(R 31 ), or N, X 32 can be C(R 32 ), or N, X 33 can be C(R 33 ), or N, X 34 can be C(R 34 ), or N, X 35 can be C(R 35 ), or N, X 36 can be C(R 36 ), or N, X 37 can be C(R 37 ), or N, X 38 can be C(R 38 ), or N, and X 39 can be C(R 39 ), or N,

[0022] X 41 can be C(R41 ) or N, X 42 may be C(R 42 ) or N, X 43 may be C(R 43 ) or N, X 44 may be C(R 44 ) or N, X 45 may be C(R 45 ) or N, X 46 may be C(R 46 ) or N, X 47 may be C(R 47 ) or N, X 48 may be C(R 48 ) or N, and X 49 may be C(R 49 ) or N,

[0023] Z1 and Z2 may each independently be N or P,

[0024] ring CY 11 to ring CY 13 , ring CY 21 to ring CY 23 and ring CY3 may each independently be a C5-C 60 carbocyclic group or a C1-C 60 heterocyclic group,

[0025] R 11 to R 13 , R 21 to R 23 , R 31 to R 39 , R 41 to R 49 , R5, E 11 , E 12 , E 21 , E 22 , E 31 , E 32 , E 41 and E 42 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, an unsubstituted or at least one R 10a substituted C1-C 60 alkyl, an unsubstituted or at least one R 10a substituted C2-C 60 alkenyl, an unsubstituted or at least one R 10a substituted C2-C 60 alkynyl, an unsubstituted or at least one R 10a substituted C1-C 60 alkoxy, an unsubstituted or at least one R10a Substituted C3-C 60 carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group, unsubstituted or substituted by at least one R 10a Substituted C6-C 60 aryloxy group, unsubstituted or substituted by at least one R 10a Substituted C6-C 60 arylthio group, unsubstituted or substituted by at least one R 10a Substituted C6-C 60 arylseleno group, unsubstituted or substituted by at least one R 10a Substituted C7-C 60 aralkyl group, unsubstituted or substituted by at least one R 10a Substituted C2-C 60 heteroaralkyl, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2),

[0026] E 11 and E 12 at least one of which may optionally be connected to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 )(T 12 )-*', *-N(T 11 )-*', *-Si(T 11 )(T 12 )-*' or *-Ge(T 11 )(T 12 )-*' 11 ,

[0027] E 21 and E 22 at least one of which may optionally be connected to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 21 )(T 22 )-*', *-N(T 21 )-*', *-Si(T 21 )(T 22 )-*' or *-Ge(T 21 )(T 22 )-*' 12 ,

[0028] E 31 and E 32At least one of them may optionally be connected to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 31 )(T 32 )-*', *-N(T 31 )-*', *-Si(T 31 )(T 32 )-*' or *-Ge(T 31 )(T 32 )-*' 21 ,

[0029] E 41 and E 42 At least one of them may optionally be connected to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 41 )(T 42 )-*', *-N(T 41 )-*', *-Si(T 41 )(T 42 )-*' or *-Ge(T 41 )(T 42 )-*' 22 ,

[0030] * and *' each indicate the bonding site to an adjacent atom,

[0031] T 11 , T 12 , T 21 , T 22 , T 31 , T 32 , T 41 and T 42 may each independently be hydrogen, deuterium, -F, cyano, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkyl, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkoxy, unsubstituted or substituted by at least one R 10a substituted C6-C 60 aryl or unsubstituted or substituted by at least one R 10a substituted C1-C 60 heteroaryl,

[0032] R 11 to R 13 , R 21 to R 23 , R 31 to R 39 , R 41 to R 49 , R5, E11 , E 12 , E 21 , E 22 , E 31 , E 32 , E 41 , E 42 , T 11 , T 12 , T 21 , T 22 , T 31 , T 32 , T 41 and T 42 Two or more adjacent groups in 42 may optionally be connected to each other to form an unsubstituted or at least one R 10a -substituted C5-C 60 carbocyclic group or an unsubstituted or at least one R 10a -substituted C1-C 60 heterocyclic group,

[0033] a11 to a13 can each be an integer selected from 0 to 30,

[0034] a21 to a23 can each be an integer selected from 0 to 30,

[0035] a5 can be an integer selected from 0 to 30,

[0036] R 10a can be:

[0037] deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0038] Each unsubstituted or substituted by the following C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy, C6-C 60 arylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 ), -P(=O)(Q11 )(Q 12 ) or any combination thereof;

[0039] Each unsubstituted or substituted C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy or C6-C 60 arylthio: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy, C6-C 60 arylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0040] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ),and

[0041] Q1 to Q3, Q 11 to Q 13 、Q 21 to Q 23 and Q 31 to Q 33 can each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxy; cyano; nitro; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C60 Alkynyl; C1-C 60 Alkoxy; or C3-C which is unsubstituted or substituted by the following respectively 60 Carbocyclic group or C1-C 60 Heterocyclic group: deuterium, -F, cyano group, C1-C 60 Alkyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group or any combination thereof.

[0042] In an embodiment, the first electrode may be an anode; the second electrode may be a cathode; the interlayer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode; the hole transport region may include a hole injection layer, a hole transport layer, a buffer layer, an emission assisting layer, an electron blocking layer or any combination thereof; and the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer or any combination thereof.

[0043] In an embodiment, the light-emitting device may further include:

[0044] A first compound including a heterocyclic compound represented by Formula 1; and

[0045] A second compound including a group represented by Formula 20, a third compound including at least one π-deficient nitrogen-containing C1-C 60 Heterocyclic group, a fourth compound including a transition metal or any combination thereof, wherein

[0046] The first compound, the second compound, the third compound and the fourth compound may be different from each other, and Formula 20 is explained below.

[0047] In an embodiment, the third compound may include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl or any combination thereof.

[0048] According to an embodiment, the electronic device may include a light-emitting device.

[0049] In an embodiment, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarization layer or any combination thereof.

[0050] In an embodiment, the electronic device may further include a thin film transistor, wherein

[0051] The thin film transistor may include a source electrode and a drain electrode, and the first electrode of the light-emitting device may be electrically connected to the source electrode or the drain electrode.

[0052] According to an embodiment, the electronic device may include a light-emitting device.

[0053] In an embodiment, the electronic device may be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a telephone, a mobile phone, a tablet computer, a phablet, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall having a plurality of displays spliced together, a theater screen, a stadium screen, a light therapy device, or a signboard.

[0054] According to an embodiment, the heterocyclic compound may be represented by Formula 1, which is explained herein.

[0055] In an embodiment, at least one of X2 and Y1 may each independently be O, S, or Se.

[0056] In an embodiment:

[0057] X1 may be O, S, Se, or N(E 11 ) and E 11 may optionally be connected to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 )(T 12 )-*', *-N(T 11 )-*', *-Si(T 11 )(T 12 )-*', or *-Ge(T 11 )(T 12 )-*'; or 11 ; or

[0058] Y2 may be O, S, Se, or N(E 41 ) and E 41 may optionally be connected to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 41 )(T 42 )-*', *-N(T 41 )-*', *-Si(T 41 )(T 42 )-*', or *-Ge(T 41 )(T 42 )-*'; or 22 ; or

[0059] X1 may be O, S, Se, or N(E 11 ) and Y2 may be O, S, Se, or N(E 41 ) and E11 Optionally connected to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 )(T 12 )-*', *-N(T 11 )-*', *-Si(T 11 )(T 12 )-*' or *-Ge(T 11 )(T 12 )-*' and E 11 Optionally connected to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 41 )(T 41 )-*', *-N(T 42 )-*', *-Si(T 41 )-*' or *-Ge(T 41 )(T 42 )-*' and E 41 )(T 42 )-*' and 22 ,

[0060] Each of * and *' indicates a bonding site to an adjacent atom.

[0061] In an embodiment, ring CY 11 to ring CY 13 , ring CY 21 to ring CY 23 and ring CY3 may each independently be phenyl, naphthyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzoselenophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl or isoquinolinyl.

[0062] In an embodiment, R 11 to R 13 , R 21 to R 23 , R 31 to R 39 , R 41 to R 49 , R5, E 11 , E 12 , E 21 , E 22 , E 31 , E 32 , E 41 and E 42 may each independently be:

[0063] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C60 alkynyl, C1-C 60 alkoxy, phenyl, biphenyl, or terphenyl;

[0064] each unsubstituted or substituted by the following C1-C 60 alkyl, C3-C 60 cycloalkyl, C1-C 60 heterocycloalkyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, phenalenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthrenyl, pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthrolinyl, benzimidazolyl, benzofuryl, dibenzofuryl, benzothienyl, dibenzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, carbazolyl, benzocarbazolyl, azacarbazolyl, fluorenyl, phenoxazinyl, acridinyl, or xanthenyl: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, phenyl, biphenyl, terphenyl, or any combination thereof; or

[0065] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), or -N(Q1)(Q2).

[0066] In an embodiment, R 11 to R 13 , R 21 to R 23 , R 31 to R 39 , R 41 to R 49 , R5, E 11 , E 12 , E 21 , E 22 , E 31 , E 32 , E 41 and E 42 may each independently be:

[0067] hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 10 alkyl, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), or -N(Q1)(Q2);

[0068] Unsubstituted or substituted by: C1-C 10 alkyl: deuterium, -F, -Cl, -Br, -I, cyano, C1-C 10 alkyl or any combination thereof; or

[0069] a group represented by one of Formulas 2-1 to 2-25, which is explained below.

[0070] In an embodiment, in Formula 1, the moiety represented by may be a moiety represented by one of Formulas LP1 to LP4, which is explained below; and the moiety represented by may be a moiety represented by one of Formulas RP1 to RP4, which is explained below.

[0071] In an embodiment, the heterocyclic compound represented by Formula 1 may be represented by Formula 1-1, which is explained below.

[0072] In an embodiment, the heterocyclic compound represented by Formula 1 may include: at least one deuterium; or at least one tert-butyl; or at least one deuterium and at least one tert-butyl.

[0073] In an embodiment, the heterocyclic compound represented by Formula 1 may have a Stokes shift equal to or less than about 20 nm.

[0074] In an embodiment, the heterocyclic compound represented by Formula 1 may be one of Compounds 1 to 104, which is explained below.

[0075] It should be understood that the above embodiments are described only in a general and explanatory sense and not for the purpose of limitation, and the present disclosure is not limited to the above embodiments. BRIEF DESCRIPTION OF THE DRAWINGS

[0076] The accompanying drawings are included to provide a further understanding of the embodiments, and the accompanying drawings are incorporated into and constitute a part of this specification. The drawings illustrate the embodiments of the present disclosure and their principles. By referring to the accompanying drawings to describe the embodiments of the present disclosure in detail, the above and other aspects and features of the present disclosure will become more apparent. In the drawings:

[0077] Figure 1 is a schematic cross-sectional view of a light-emitting device according to an embodiment;

[0078] Figure 2 is a schematic cross-sectional view of an electronic device according to an embodiment;

[0079] Figure 3 is a schematic cross-sectional view of an electronic device according to another embodiment;

[0080] Figure 4Schematic perspective view of an electronic device including a light-emitting device according to an embodiment;

[0081] Figure 5 Schematic perspective view of the exterior of a vehicle as an electronic device including a light-emitting device according to an embodiment; and

[0082] Figures 6A to 6C Each is a schematic diagram of the interior of a vehicle according to an embodiment. Detailed Description of the Invention

[0083] The present disclosure will now be described more fully hereinafter with reference to the accompanying drawings, in which embodiments are shown. However, the present disclosure may be embodied in different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the scope of the present disclosure to those skilled in the art.

[0084] In the drawings, for ease of description and for clarity, the size, scale, and dimensions (e.g., thickness) of elements may be enlarged. The same reference numerals and reference characters refer to the same elements throughout.

[0085] In this specification, it will be understood that when an element (or region, layer, portion, etc.) is referred to as being "on" another element, "connected to" or "coupled to" another element (or region, layer, portion, etc.), it may be directly on the other element (or region, layer, portion, etc.), directly connected to or directly coupled to the other element (or region, layer, portion, etc.), or there may be one or more intervening elements therebetween. In a similar sense, when an element (or region, layer, portion, etc.) is described as "covering" another element (or region, layer, portion, etc.), it may directly cover the other element (or region, layer, portion, etc.), or there may be one or more intervening elements therebetween.

[0086] In this specification, when an element is "directly on" another element, "directly connected to" or "directly coupled to" another element, there is no intervening element. For example, "directly on" may mean that two layers or two elements are disposed without another element (such as an adhesive element) therebetween.

[0087] In this specification, expressions used in the singular form, such as "a", "an", and "the", are also intended to include the plural forms unless the context clearly indicates otherwise.

[0088] In this specification, 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 as equivalent to "and / or".

[0089] In the specification and claims, the term "at least one of..." is intended to include the meaning of "at least one selected from the group consisting of..." for purposes of its meaning and interpretation. For example, "at least one of A, B, and C" can 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 not a single element of the list.

[0090] It will be understood that although the terms first, second, etc. may be used herein to describe various elements, these elements should not be limited by these terms. These terms are only used to distinguish one element from another. Thus, 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.

[0091] For ease of description, spatial relative terms such as "below", "beneath", "under", "above", or "on" etc. may be used herein to describe the relationship between one element or component and another element or component as illustrated in the figures. It will be understood that the spatial relative terms are intended to encompass different orientations of the device in use or operation in addition to the orientation depicted in the figures. For example, in the case of flipping the device illustrated in the figures, a device located "below" or "beneath" another device may be placed "above" the other device. Accordingly, the illustrative term "below" can include both a lower position and an upper position. The device may also be oriented in other directions and thus the spatial relative terms may be differently interpreted depending on the orientation.

[0092] As used herein, the term "about" or "approximate" includes the recited value and means within an acceptable deviation range of the recited value determined by a person of ordinary skill in the art considering the measurement in question and the errors associated with the measurement of the recited quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations of the recited value, or within ±20%, ±10%, or ±5% of the recited value.

[0093] It should be understood that the terms "comprises", "comprising", "include", "including", "have", "having", "contains", and "containing" etc. 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.

[0094] As used herein, the term "interlayer" may refer to a single layer and / or multiple layers between a first electrode and a second electrode of a light-emitting device.

[0095] All terms (including technical and scientific terms) used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure pertains, unless otherwise defined or implied herein. 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 idealized or overly formal sense, unless clearly defined in the specification.

[0096] According to an embodiment, a light-emitting device may include: a first electrode; a second electrode facing the first electrode; an interlayer between the first electrode and the second electrode and including an emission layer; and

[0097] a heterocyclic compound represented by Formula 1:

[0098] [Formula 1]

[0099]

[0100] Details regarding Formula 1 are the same as those described herein.

[0101] In an embodiment,

[0102] the first electrode may be an anode,

[0103] the second electrode may be a cathode,

[0104] the interlayer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode,

[0105] the hole transport region may include a hole injection layer, a hole transport layer, a buffer layer, an emission assisting layer, an electron blocking layer, or any combination thereof, and

[0106] the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0107] In an embodiment, the heterocyclic compound may be included between the first electrode and the second electrode of the light-emitting device. For example, the interlayer may include the heterocyclic compound represented by Formula 1. For example, the emission layer may include the heterocyclic compound represented by Formula 1.

[0108] In an embodiment, the heterocyclic compound represented by Formula 1 included in the emission layer may be a thermally activated delayed fluorescence (TADF) emitter, and the emission layer may emit delayed fluorescence. The emission layer may emit red light, green light, blue light, and / or white light. In an embodiment, the emission layer may emit blue light. The blue light may have a maximum emission wavelength in a range of, for example, about 400 nm to about 490 nm. For example, the blue light may have a maximum emission wavelength in a range of about 420 nm to about 480 nm. For example, the blue light may have a maximum emission wavelength in a range of about 430 nm to 480 nm. In an embodiment, the emission layer may emit green light or red light. The green light may have a maximum emission wavelength in a range of, for example, about 490 nm to about 560 nm. The red light may have a maximum emission wavelength in a range of, for example, about 600 nm to about 700 nm. In an embodiment, the emission layer may further include a host, and the amount of the host may be greater than the amount of the heterocyclic compound represented by Formula 1.

[0109] In an embodiment, the light-emitting device may include a capping layer outside the first electrode and / or outside the second electrode.

[0110] In an embodiment, the light-emitting device may further include at least one of a first capping layer outside the first electrode and a second capping layer outside the second electrode, and at least one of the first capping layer and the second capping layer may include the heterocyclic compound represented by Formula 1. Further details regarding the first capping layer and / or the second capping layer are the same as those described herein.

[0111] The expression “(the interlayer and / or the capping layer) includes at least one heterocyclic compound represented by Formula 1” as used herein may include the case where “(the interlayer and / or the capping layer) each includes the same heterocyclic compound represented by Formula 1” and the case where “(the interlayer and / or the capping layer) includes two or more different heterocyclic compounds each independently represented by Formula 1”.

[0112] In an embodiment, the interlayer and / or the capping layer may include only Compound 1 as the heterocyclic compound. In this regard, Compound 1 may be present in the emission layer of the light-emitting device. In an embodiment, the interlayer may include Compound 1 and Compound 2 as the heterocyclic compounds. In this regard, Compound 1 and Compound 2 may be present in the same layer (for example, both Compound 1 and Compound 2 may be present in the emission layer) or may be present in different layers (for example, Compound 1 may be present in the emission layer, and Compound 2 may be present in the electron transport region).

[0113] In an embodiment,

[0114] The emission layer in the light-emitting device may include:

[0115] a first compound including the heterocyclic compound represented by Formula 1; and

[0116] a second compound comprising a group represented by Formula 20, a third compound comprising at least one π-deficient nitrogen-containing C1-C 60 heterocyclic group, a fourth compound comprising a transition metal, or any combination thereof, wherein

[0117] the first compound, the second compound, the third compound, and the fourth compound may be different from each other:

[0118] [Formula 20]

[0119]

[0120] In Formula 20,

[0121] ring CY 71 and ring CY 72 may each independently be a π-rich C3-C 60 cyclic group or a pyridyl group,

[0122] X 71 may be: a single bond; or a linking group comprising O, S, N, B, C, Si, or any combination thereof,

[0123] * indicates the bonding site to an adjacent atom, and

[0124] CBP and mCBP may be excluded from the second compound:

[0125]

[0126] In an embodiment, the emissive layer may comprise the first compound and at least one of the second compound and the third compound.

[0127] In an embodiment, the emissive layer may comprise the first compound and the fourth compound.

[0128] In an embodiment, the emissive layer may comprise the first compound, the second compound, the third compound, and the fourth compound.

[0129] In an embodiment, when the emissive layer comprises the first compound, the second compound, the third compound, and the fourth compound, based on the total amount of the first compound, the second compound, the third compound, and the fourth compound being 100% (wt%),

[0130] the amount of the first compound may range from about 0.1% to about 5% (e.g., range from about 0.5% to about 4%, or range from about 1% to about 3%),

[0131] The total amount of the second compound and the third compound (the sum of the second compound and the third compound) may range from about 50% to about 90% (e.g., from about 55% to about 89%, or from about 60% to about 88%), and

[0132] the amount of the fourth compound may range from about 10% to about 30% (e.g., from about 11% to about 28%, or from about 12% to about 26%, or from about 13% to about 24%).

[0133] In an embodiment, the second compound may include a compound represented by Formula 20-1, a compound represented by Formula 20-2, a compound represented by Formula 20-3, a compound represented by Formula 20-4, a compound represented by Formula 20-5, or any combination thereof:

[0134] [Formula 20-1]

[0135]

[0136] [Formula 20-2]

[0137]

[0138] [Formula 20-3]

[0139]

[0140] [Formula 20-4]

[0141]

[0142] [Formula 20-5]

[0143]

[0144] In Formulas 20-1 to 20-5,

[0145] ring CY 71 to ring CY 74 may each independently be a π - electron - rich C3 - C 60 cyclic group or a pyridyl group,

[0146] X 82 may be a single bond, O, S, N[(L 82 ) b82 -R 82 , B[(L 82 ) b82 -R 82 , C(R 82a )(R 82b ) or Si(R 82a )(R 82b ),

[0147] X 83 may be a single bond, O, S, N[(L 83 ) b83 -R 83 , B[(L 83 ) b83 -R 83 , C(R 83a )(R 83b ) or Si(R 83a )(R 83b ),

[0148] X 84 may be O, S, N[(L 84 ) b84 -R 84 , B[(L 84 ) b84 -R 84 , C(R 84a )(R 84b ) or Si(R 84a )(R 84b ),

[0149] X 85 may be C or Si,

[0150] L 81 to L 85 may each independently be a single bond, *-C(Q4)(Q5)-*', *-Si(Q4)(Q5)-*', an unsubstituted or at least one R 10a substituted π - electron rich C3 - C 60 cyclic group or an unsubstituted or at least one R 10a substituted pyridyl group, where Q4 and Q5 may each independently be the same as described with reference to Q1,

[0151] b81 to b85 may each independently be an integer selected from 1 to 5,

[0152] R 71 to R 74 、R 81 to R 85 、R 82a 、R 82b 、R 83a 、R 83b 、R 84a and R 84b are each the same as described herein,

[0153] a71 to a74 may each independently be an integer selected from 0 to 20, and

[0154] R10a The same as described herein.

[0155] In an embodiment, the third compound may include a pyridyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, or any combination thereof.

[0156] In an embodiment, the third compound may include a compound represented by Formula 30:

[0157] [Formula 30]

[0158]

[0159] In Formula 30,

[0160] L 51 to L 53 may each independently be a single bond, an unsubstituted or at least one R 10a substituted C3-C 60 carbocyclic group or an unsubstituted or at least one R 10a substituted C1-C 60 heterocyclic group,

[0161] b51 to b53 may each independently be an integer selected from 1 to 5,

[0162] X 54 may be N or C(R 54 ), X 55 may be N or C(R 55 ), X 56 may be N or C(R 56 ), and at least one of X 54 to X 56 may be N,

[0163] R 51 to R 56 are each the same as described herein, and

[0164] R 10a is the same as described herein.

[0165] In an embodiment, the fourth compound may include a compound represented by Formula 401:

[0166] [Formula 401]

[0167] M(L 401 ) xc1 (L 402 ) xc2

[0168] [Formula 402]

[0169]

[0170] In Formulas 401 and 402,

[0171] M can be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),

[0172] L 401 can be a ligand represented by Formula 402, and xc1 can be 1, 2, or 3, where when xc1 is 2 or greater, two or more L 401 can be the same as or different from each other,

[0173] L 402 can be an organic ligand, and xc2 can be 0, 1, 2, 3, or 4, where when xc2 is 2 or greater, two or more L 402 can be the same as or different from each other,

[0174] X 401 and X 402 can each independently be nitrogen or carbon,

[0175] Ring A 401 and Ring A 402 can each independently be a C3-C 60 carbocyclic group or a C1-C 60 heterocyclic group,

[0176] T 401 can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*', *-C(Q 411 )(Q 412 )-*', *-C(Q 411 )=C(Q 412 )-*', *-C(Q 411 )=*' or *=C=*',

[0177] X 403 and X 404 can each independently be a chemical bond, O, S, N(Q 413 ), B(Q 413 ), P(Q 413 ), C(Q 413 )(Q 414 ), or Si(Q 413 )(Q 414 ),

[0178] R 401 and R 402may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, unsubstituted or substituted by at least one R 10a substituted C1-C 20 alkyl, unsubstituted or substituted by at least one R 10a substituted C1-C 20 alkoxy, unsubstituted or substituted by at least one R 10a substituted C3-C 60 carbocyclic group, unsubstituted or substituted by at least one R 10a substituted C1-C 60 heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 ), -N(Q 401 )(Q 402 ), -B(Q 401 )(Q 402 ), -C(=O)(Q 401 ), -S(=O)2(Q 401 ), or -P(=O)(Q 401 )(Q 402 ),

[0179] xc11 and xc12 may each independently be an integer selected from 0 to 10,

[0180] Q 411 to Q 414 and Q 401 to Q 403 may each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxy; cyano; nitro; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C 60 alkynyl; C1-C 60 alkoxy; or C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C7-C 60 arylalkyl or C2-C 60 heteroarylalkyl, each unsubstituted or substituted by: deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl or any combination thereof,

[0181] * and *' in formula 402 each indicate the bonding site to M in formula 401, and

[0182] R 10a is the same as described herein.

[0183] [Descriptions of Formula 20, Formula 20-1 to Formula 20-5, and Formula 30]

[0184] In an embodiment, the group represented by in Formula 20-1 and Formula 20-2 may be a group represented by one of Formula CY71-1(1) to Formula CY71-1(8), and / or

[0185] the group represented by in Formula 20-1 and Formula 20-3 may be a group represented by one of Formula CY71-2(1) to Formula CY71-2(8), and / or

[0186] the group represented by in Formula 20-2 and 20-4 may be a group represented by one of Formula CY71-3(1) to Formula CY71-3(32), and / or

[0187] the group represented by in Formula 20-3 to Formula 20-5 may be a group represented by one of Formula CY71-4(1) to Formula CY71-4(32), and / or

[0188] the group represented by in Formula 20-5 may be a group represented by one of Formula CY71-5(1) to Formula CY71-5(8):

[0189]

[0190]

[0191]

[0192]

[0193] In Formula CY71-1(1) to Formula CY71-1(8), Formula CY71-2(1) to Formula CY71-2(8), Formula CY71-3(1) to Formula CY71-3(32), Formula CY71-4(1) to Formula CY71-4(32), and Formula CY71-5(1) to Formula CY71-5(8),

[0194] X 82 to X 85 、L 81 、b81、R 81 and R 85 are each the same as described herein,

[0195] X 86 may be a single bond, O, S, N(R 86 ), B(R 86 ), C(R86a )(R 86b ) or Si(R 86a )(R 86b ),

[0196] X 87 may be a single bond, O, S, N(R 87 ), B(R 87 ), C(R 87a )(R 87b ) or Si(R 87a )(R 87b ),

[0197] In Formula CY71-1(2) to Formula CY71-1(4), Formula CY71-4(2) to Formula CY71-4(4), Formula CY71-4(10) to Formula CY71-4(12), Formula CY71-4(18) to Formula CY71-4(20), and Formula CY71-4(26) to Formula CY71-4(28), X 86 and X 87 may not both be single bonds at the same time,

[0198] X 88 may be a single bond, O, S, N(R 88 ), B(R 88 ), C(R 88a )(R 88b ) or Si(R 88a )(R 88b ),

[0199] X 89 may be a single bond, O, S, N(R 89 ), B(R 89 ), C(R 89a )(R 89b ) or Si(R 89a )(R 89b ),

[0200] In Formula CY71-2(2) to Formula CY71-2(4), Formula CY71-3(2) to Formula CY71-3(4), Formula CY71-3(10) to Formula CY71-3(12), Formula CY71-3(18) to Formula CY71-3(20), Formula CY71-3(26) to Formula CY71-3(28), and Formula CY71-5(2) to Formula CY71-5(4), X 88 and X 89 may not both be single bonds at the same time, and

[0201] R 86 to R 89 、R 86a 、R 86b, R 87a , R 87b , R 88a , R 88b , R 89a and R 89b can each independently be the same as that described with reference to R 81 .

[0202] In Formula 30, b51 to b53 respectively indicate the number of L 51 to the number of L 53 , and b51 to b53 can each independently be an integer selected from 1 to 5. When b51 is 2 or greater, two or more L 51 can be the same as or different from each other. When b52 is 2 or greater, two or more L 52 can be the same as or different from each other, and when b53 is 2 or greater, two or more L 53 can be the same as or different from each other. For example, b51 to b53 can each independently be 1 or 2.

[0203] In an embodiment, in Formula 30, L 51 to L 53 can each independently be:

[0204] a single bond; or

[0205] each unsubstituted or substituted phenyl, naphthyl, anthracenyl, phenanthryl, triphenylenyl, pyrenyl, 1,2-benzophenanthryl, cyclopentadienyl, furyl, thienyl, silolyl, indenyl, fluorenyl, indolyl, carbazolyl, benzofuranyl, dibenzofuranyl, benzothienyl, dibenzothienyl, benzosilolyl, dibenzosilolyl, azafuorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzosilolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, phenanthrolinyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, benzoxadiazolyl, benzothiadiazolyl, dibenzooxasilacyclohexyl, dibenzothiasilacyclohexyl, dibenzodihydroazasilacyclohexyl, dibenzodihydrodisilacyclohexyl, dibenzodihydroasilacyclohexyl, dibenzo dioxolanyl, dibenzooxathiacyclohexyl, dibenzoxazinyl, dibenzopyranyl, dibenzodithiacyclohexyl, dibenzothiazinyl, dibenzothiopyranyl, dibenzocyclohexadienyl, dibenzodihydropyridyl or dibenzodihydropyrazinyl: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 20 alkyl, C1-C 20Alkoxy, phenyl, naphthyl, pyridyl, pyrimidinyl, triazinyl, fluorenyl, dimethylfluorenyl, diphenylfluorenyl, carbazolyl, phenylcarbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilolyl, dimethyldibenzosilolyl, diphenyldibenzosilolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 )、-P(=O)(Q 31 )(Q 32 ) or any combination thereof, and

[0206] Q 31 to Q 33 may each independently be hydrogen, deuterium, C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl or triazinyl.

[0207] In an embodiment, in Formula 30, the bond between L 51 and R 51 , the bond between L 52 and R 52 , the bond between L 53 and R 53 , the bond between two or more L 51 , the bond between two or more L 52 , the bond between two or more L 53 , the bond between the carbon between L 51 and X 54 and X 55 in Formula 30, the bond between the carbon between L 52 and X 54 and X 56 in Formula 30, and the bond between the carbon between L 53 and X 55 and X 56 in Formula 30 may each be a carbon-carbon single bond.

[0208] In Formula 30, X 54 may be N or C(R 54 ), X 55 may be N or C(R 55 ), X 56 may be N or C(R 56 ), and X 54 to X56 At least one of them may each be N.R 54 to R 56 are each the same as those described herein. For example, X 54 to X 56 Two or three of them may each be N.

[0209] In the present specification, R 51 to R 56 , R 71 to R 74 , R 81 to R 85 , R 82a , R 82b , R 83a , R 83b , R 84a and R 84b may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 alkenyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 alkynyl, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkoxy, unsubstituted or substituted by at least one R 10a substituted C3-C 60 carbocyclic group, unsubstituted or substituted by at least one R 10a substituted C1-C 60 heterocyclic group, unsubstituted or substituted by at least one R 10a substituted C6-C 60 aryloxy, unsubstituted or substituted by at least one R 10a substituted C6-C 60 arylthio, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), where Q1 to Q3 are each the same as those described herein.

[0210] In an embodiment, R 51 to R 56 , R 71 to R 74 , R 81 to R 85 , R 82a, R 82b , R 83a , R 83b , R 84a and R 84b ; and R 10a may each independently be:

[0211] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 20 alkyl or C1-C 20 alkoxy;

[0212] each C1-C 20 alkyl or C1-C 20 alkoxy substituted by: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxy, cyano, nitro, C1-C 10 alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl or any combination thereof;

[0213] each unsubstituted or substituted cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthryl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azafuranyl, azadibenzosilolyl or a group represented by Formula 91: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxy, cyano, nitro, C1-C 20 alkyl, C1-C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthryl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuryl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuryl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 )、-P(=O)(Q 31 )(Q 32 ) or any combination thereof; or

[0214] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), and

[0215] Q1 to Q3 and Q 31 to Q 33 can each independently be:

[0216] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H or -CD2CDH2; or

[0217] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl or triazinyl, each unsubstituted or substituted with: deuterium, C1-C 10Alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, or any combination thereof:

[0218] [Formula 91]

[0219]

[0220] In Formula 91,

[0221] Ring CY 91 and ring CY 92 may each independently be an unsubstituted or at least one R 10a substituted C5-C 30 carbocyclic group or an unsubstituted or at least one R 10a substituted C1-C 30 heterocyclic group,

[0222] X 91 may be a single bond, O, S, N(R 91 ), B(R 91 ), C(R 91a )(R 91b ) or Si(R 91a )(R 91b ),

[0223] R 91 、R 91a and R 91b may be the same as described with reference to R 82 、R 82a and R 82b respectively,

[0224] R 10a is the same as described herein, and

[0225] * indicates the bonding site to the adjacent atom.

[0226] In an embodiment, in Formula 91,

[0227] ring CY 91 and ring CY 92 may each independently be an unsubstituted or at least one R 10a substituted phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl or triazinyl, and

[0228] R 91 、R 91a and R 91b may each independently be:

[0229] hydrogen or C1-C 10 alkyl; or

[0230] Each unsubstituted or substituted phenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl or triazinyl group by: deuterium, C1-C 10 alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl or any combination thereof.

[0231] In an embodiment, R in Formulas 20-1 to 20-5 and Formula 30 51 to R 56 、R 71 to R 74 、R 81 to R 85 、R 82a 、R 82b 、R 83a 、R 83b 、R 84a and R 84b ; and R 10a can each independently be:

[0232] hydrogen, deuterium, -F, cyano, nitro, -CH3, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a group represented by one of Formulas 9-1 to 9-39 and Formulas 9-44 to 9-67, a group represented by one of Formulas 10-1 to 10-154 and Formulas 10-201 to 10-368, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3) or -P(=O)(Q1)(Q2), where Q1 to Q3 are each the same as described herein:

[0233]

[0234]

[0235]

[0236]

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243] In Formulas 9-1 to 9-39, Formulas 9-44 to 9-67, Formulas 10-1 to 10-154, and Formulas 10-201 to 10-368, * indicates a bonding site to an adjacent atom, "Ph" represents a phenyl group, "TMS" represents a trimethylsilyl group, and "TMG" represents a trimethylgermyl group.

[0244] In Formulas 20-1 to 20-5, a71 to a74 respectively indicate the number of R 71 to the number of R 74 , and a71 to a74 can each independently be an integer selected from 0 to 20. When a71 is 2 or greater, two or more R 71 can be the same as or different from each other. When a72 is 2 or greater, two or more R 72 can be the same as or different from each other. When a73 is 2 or greater, two or more R 73 can be the same as or different from each other, and when a74 is 2 or greater, two or more R 74 can be the same as or different from each other. In an embodiment, a71 to a74 can each independently be an integer selected from 0 to 8.

[0245] In an embodiment, in Formula 30, the group represented by *-(L 51 ) b51 -R 51 and the group represented by *-(L 52 ) b52 -R 52 are not both phenyl groups.

[0246] In an embodiment, in Formula 30, the group represented by *-(L 51 ) b51 -R 51 and the group represented by *-(L 52 ) b52 -R 52 can be the same as each other.

[0247] In an embodiment, in Formula 30, the group represented by *-(L 51 ) b51 -R 51 and the group represented by *-(L 52 ) b52 -R 52 can be different from each other.

[0248] In an embodiment, in Formula 30, b51 and b52 can each independently be 1, 2, or 3, and L 51 and L 52 can each independently be unsubstituted or substituted with at least one R 10aSubstituted phenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl or triazinyl.

[0249] In an embodiment, in Formula 30, R 51 and R 52 may each independently be unsubstituted or substituted by at least one R 10a substituted C3-C 60 carbocyclic group, unsubstituted or substituted by at least one R 10a substituted C1-C 60 heterocyclic group, unsubstituted or substituted by at least one R 10a substituted C6-C 60 aryloxy, unsubstituted or substituted by at least one R 10a substituted C6-C 60 arylthio, -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3); and

[0250] Q1 to Q3 may each independently be a C3-C 60 carbocyclic group or C1-C 60 heterocyclic group that is each unsubstituted or substituted by: deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl or any combination thereof.

[0251] In an embodiment, in Formula 30,

[0252] The group represented by *-(L 51 ) b51 -R 51 may be a group represented by one of Formulae CY51-1 to CY51-26, and / or

[0253] The group represented by *-(L 52 ) b52 -R 52 may be a group represented by one of Formulae CY52-1 to CY52-26, and / or

[0254] The group represented by *-(L 53 ) b53 -R 53 may be a group represented by one of Formulae CY53-1 to CY53-27, -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3), where Q1 to Q3 are each the same as described herein:

[0255]

[0256]

[0257]

[0258] In Formulas CY51-1 to CY51-26, Formulas CY52-1 to CY52-26, and Formulas CY53-1 to CY53-27,

[0259] Y 63 can be a single bond, O, S, N(R 63 ), B(R 63 ), C(R 63a )(R 63b ), or Si(R 63a )(R 63b ),

[0260] Y 64 can be a single bond, O, S, N(R 64 ), B(R 64 ), C(R 64a )(R 64b ), or Si(R 64a )(R 64b ),

[0261] Y 67 can be a single bond, O, S, N(R 67 ), B(R 67 ), C(R 67a )(R 67b ), or Si(R 67a )(R 67b ),

[0262] Y 68 can be a single bond, O, S, N(R 68 ), B(R 68 ), C(R 68a )(R 68b ), or Si(R 68a )(R 68b ),

[0263] Y in Formulas CY51-16 and CY51-17 63 and Y 64 cannot both be single bonds at the same time.

[0264] Y in Formulas CY52-16 and CY52-17 67 and Y 68 cannot both be single bonds at the same time.

[0265] R 51a to R 51e , R 61 to R 64 , R 63a , R 63b , R64a and R 64b may each independently be the same as that described with reference to R 51 wherein R 51a to R 51e may each not be hydrogen,

[0266] R 52a to R 52e 、R 65 to R 68 、R 67a 、R 67b 、R 68a and R 68b may each independently be the same as that described with reference to R 52 wherein R 52a to R 52e may each not be hydrogen,

[0267] R 53a to R 53e 、R 69a and R 69b may each independently be the same as that described with reference to R 53 wherein R 53a to R 53e may each not be hydrogen, and

[0268] * indicates the bonding site to the adjacent atom.

[0269] In an embodiment, in Formula CY51-1 to Formula CY51-26 and Formula CY52-1 to Formula CY52-26, R 51a to R 51e and R 52a to R 52e may each independently be:

[0270] each unsubstituted or substituted cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthryl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azafuranyl, azadibenzosilolyl or a group represented by Formula 91: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxy, cyano, nitro, C1-C 20 alkyl, C1-C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthryl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl or any combination thereof; or

[0271] -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3), where

[0272] Q1 to Q3 may each independently be phenyl, naphthyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl or triazinyl, each unsubstituted or substituted by: deuterium, C1-C 10 alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl or any combination thereof,

[0273] In Formula CY51-16 and Formula CY51-17, Y 63 may be O or S, and Y 64 may be Si(R64a )(R 64b ); or Y 63 may be Si(R 63a )(R 63b ), and Y 64 may be O or S, and

[0274] In Formula CY52-16 and Formula CY52-17, Y 67 may be O or S, and Y 68 may be Si(R 68a )(R 68b ); or Y 67 may be Si(R 67a )(R 67b ), and Y 68 may be O or S.

[0275] In an embodiment, in Formula 20-1 to Formula 20-5, L 81 to L 85 may each independently be:

[0276] *-C(Q4)(Q5)-*' or *-Si(Q4)(Q5)-*'; or

[0277] each unsubstituted or substituted by the following phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthrenyl, cyclopentadienyl, furyl, thienyl, silolyl, indenyl, fluorenyl, indolyl, carbazolyl, benzofuranyl, dibenzofuranyl, benzothienyl, dibenzothienyl, benzosilolyl, dibenzosilolyl, azafuranyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzosilolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, phenanthrolinyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, benzoxadiazolyl or benzothiadiazolyl: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, naphthyl, pyridyl, pyrimidinyl, triazinyl, fluorenyl, dimethylfluorenyl, diphenylfluorenyl, carbazolyl, phenylcarbazolyl, dibenzofuranyl, dibenzothienyl, dibenzosilolyl, dimethyldibenzosilolyl, diphenyldibenzosilolyl, -O(Q 31 ), -S(Q 31 ), -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31)(Q 32 )、 -B(Q 31 )(Q 32 )、 -P(Q 31 )(Q 32 )、 -C(=O)(Q 31 )、 -S(=O)2(Q 31 )、 -P(=O)(Q 31 )(Q 32 ) or any combination thereof, and

[0278] Q4, Q5, and Q 31 to Q 33 can each independently be hydrogen, deuterium, C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, or triazinyl.

[0279] In an embodiment, in Formula 402, X 401 can be nitrogen and X 402 can be carbon, or X 401 and X 402 can each be nitrogen.

[0280] In an embodiment, in Formula 401, when xc1 is 2 or greater, two or more of the two ring A 401 s in L 401 can optionally be connected to each other via T 402 (which is a linking group), or two or more of the two ring A 401 s in L 402 can optionally be connected to each other via T 403 (which is a linking group) (see Compound PD1 to Compound PD4 and Compound PD7). T 402 and T 403 can each independently be the same as described with reference to T 401 .

[0281] In Formula 401, L 402 can be an organic ligand. For example, L 402 can include a halogen group, a diketone group (e.g., acetylacetonyl), a carboxylic acid group (e.g., picolinato), -C(=O), an isocyano group, a -CN group, a phosphorus-containing group (e.g., a phosphino group, a phosphite group, etc.), or any combination thereof.

[0282] [Examples of the Second to Fourth Compounds]

[0283] In an embodiment, the second compound can include at least one of Compound HTH1 to Compound HTH56:

[0284]

[0285]

[0286] In an embodiment, the third compound may include at least one of Compound ETH1 to Compound ETH86:

[0287]

[0288]

[0289]

[0290] In an embodiment, the fourth compound may include at least one of Compound PD1 to Compound PD41:

[0291]

[0292]

[0293]

[0294] In Compounds HTH1 to HTH56 and Compounds ETH1 to ETH86, "Ph" represents a phenyl group, "D5" represents being substituted by five deuterium atoms, and "D4" represents being substituted by four deuterium atoms. For example, the group represented by may be the same as the group represented by .

[0295] In an embodiment, the light-emitting device may satisfy at least one of Condition 1 to Condition 4:

[0296] [Condition 1]

[0297] The lowest unoccupied molecular orbital (LUMO) energy level (eV) of the second compound > the LUMO energy level (eV) of the fourth compound

[0298] [Condition 2]

[0299] The LUMO energy level (eV) of the fourth compound > the LUMO energy level (eV) of the third compound

[0300] [Condition 3]

[0301] The highest occupied molecular orbital (HOMO) energy level (eV) of the fourth compound > the HOMO energy level (eV) of the second compound

[0302] [Condition 4]

[0303] The HOMO energy level (eV) of the second compound > the HOMO energy level (eV) of the third compound.

[0304] The HOMO energy level and the LUMO energy level of each of the first compound, the second compound, and the third compound may each be negative values and may be measured according to methods of related art.

[0305] In an embodiment, the absolute value of the difference between the LUMO energy level of the fourth compound and the LUMO energy level of the third compound may range from about 0.1 eV to about 1.0 eV, the absolute value of the difference between the LUMO energy level of the fourth compound and the LUMO energy level of the second compound may range from about 0.1 eV to about 1.0 eV, the absolute value of the difference between the HOMO energy level of the fourth compound and the HOMO energy level of the third compound may be equal to or less than about 1.25 eV (e.g., in the range of about 0.2 eV to about 1.25 eV), and the absolute value of the difference between the HOMO energy level of the fourth compound and the HOMO energy level of the second compound may be equal to or less than about 1.25 eV (e.g., in the range of about 0.2 eV to about 1.25 eV).

[0306] When the relationship between the LUMO energy level and the HOMO energy level satisfies the conditions described above, balance between holes and electrons in the injection emission layer can be achieved.

[0307] The light-emitting device may have the structure of the first embodiment or the second embodiment.

[0308] [Description of the First Embodiment]

[0309] According to the first embodiment, the first compound may be included in an emission layer in a sandwich structure of the light-emitting device, wherein the emission layer may further include a host, the first compound and the host may be different from each other, and the emission layer may emit phosphorescence or fluorescence emitted from the first compound. For example, according to the first embodiment, the first compound may be a dopant or an emitter. For example, the first compound may be a phosphorescent dopant or a phosphorescent emitter.

[0310] The phosphorescence or fluorescence emitted from the first compound may be green light or blue light.

[0311] The emission layer may further include a co-dopant. The co-dopant may be used as a sensitizer that effectively transfers energy to the first compound used as a dopant or an emitter, thereby improving the light-emitting efficiency of the first compound.

[0312] The co-dopant may be different from each of the first compound and the host.

[0313] In an embodiment, the co-dopant may be a phosphorescent dopant.

[0314] [Description of the Second Embodiment]

[0315] According to the second embodiment, the first compound may be included in the emission layer in the interlayer of the light-emitting device, where the emission layer may further include a host and a dopant. The first compound, the host, and the dopant may be different from each other, and the emission layer may emit phosphorescence or fluorescence (e.g., delayed fluorescence) emitted from the dopant.

[0316] In an embodiment, the first compound in the second embodiment may not be used as a dopant, but may be used as a co-dopant that transfers energy to the dopant (or emitter).

[0317] In an embodiment, the first compound in the second embodiment may be used as an emitter and may also be used as a co-dopant that transfers energy to the dopant (or emitter).

[0318] In an embodiment, the phosphorescence or fluorescence emitted from the dopant (or emitter) in the second embodiment may be green or blue phosphorescence, or green or blue fluorescence (e.g., green or blue delayed fluorescence).

[0319] The dopant (or emitter) in the second embodiment may be a phosphorescent dopant material (e.g., an organometallic compound represented by Formula 401) or any fluorescent dopant material (e.g., a heterocyclic compound represented by Formula 1, a compound represented by Formula 501, or any combination thereof).

[0320] In the first and second embodiments, the blue light may have a maximum emission wavelength in the range of about 390 nm to about 500 nm. For example, the blue light may have a maximum emission wavelength in the range of about 410 nm to about 490 nm. For example, the blue light may have a maximum emission wavelength in the range of about 430 nm to about 480 nm. For example, the blue light may have a maximum emission wavelength in the range of about 440 nm to about 475 nm. For example, the blue light may have a maximum emission wavelength in the range of about 455 nm to about 470 nm. In the first and second embodiments, the green light may have a maximum emission wavelength in the range of about 490 nm to about 560 nm.

[0321] The co-dopant in the first embodiment may include, for example, a fourth compound containing the compound represented by Formula 401.

[0322] The host in the first and second embodiments may be any host material (e.g., a compound represented by Formula 301, a compound represented by 301-1, a compound represented by 301-2, or any combination thereof).

[0323] In an embodiment, the host in the first and second embodiments may be a second compound, a third compound, or any combination thereof.

[0324] Embodiments also provide an electronic device that may include a light-emitting device. The electronic device may further include a thin-film transistor. For example, in an embodiment, the electronic device may further include a thin-film transistor including a source electrode and a drain electrode, wherein a first electrode of the light-emitting device may be electrically connected to the source electrode or the drain electrode. In an embodiment, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof. Further details regarding the electronic device may be the same as those described herein.

[0325] [Description of Formula 1]

[0326] According to an embodiment, the heterocyclic compound may be represented by Formula 1:

[0327] [Formula 1]

[0328]

[0329] In Formula 1, X1 may be O, S, Se, N(E 11 ), C(=O), C(E 11 )(E 12 ) or Si(E 11 )(E 12 ). In an embodiment, X1 may be O, S, Se or N(E 11 ). In an embodiment, X1 may be N(E 11 ).

[0330] In Formula 1, X2 may be O, S, Se, N(E 21 ), C(=O), C(E 21 )(E 22 ) or Si(E 21 )(E 22 ). In an embodiment, X2 may be O, S, Se or N(E 21 ). In an embodiment, X2 may be O, S or Se.

[0331] In Formula 1, Y1 may be O, S, Se, N(E 31 ), C(=O), C(E 31 )(E 32 ) or Si(E 31 )(E 32 ). In an embodiment, Y1 may be O, S, Se or N(E 31 ). In an embodiment, Y1 may be O, S or Se.

[0332] In Formula 1, Y2 may be O, S, Se, N(E 41 ), C(=O), C(E 41 )(E 42 ) or Si(E41 )(E 42 )。In an embodiment, Y2 can be O, S, Se, or N(E 41 )。In an embodiment, Y2 can be N(E 41 )。

[0333] In an embodiment, at least one of X2 and Y1 can each independently be O, S, or Se. In an embodiment, X2 can be O, S, or Se; Y1 can be O, S, or Se; or X2 can be O, S, or Se and Y1 can be O, S, or Se.

[0334] In an embodiment, X1 can be O, S, Se, or N(E 11 ),and E 11 can optionally be connected to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 )(T 12 )-*', *-N(T 11 )-*', *-Si(T 11 )(T 12 )-*' or *-Ge(T 11 )(T 12 )-*'; or 11 ; or

[0335] Y2 can be O, S, Se, or N(E 41 ),and E 41 can optionally be connected to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 41 )(T 42 )-*', *-N(T 41 )-*', *-Si(T 41 )(T 42 )-*' or *-Ge(T 41 )(T 42 )-*'; or 22 ; or

[0336] X1 can be O, S, Se, or N(E 11 ),Y2 can be O, S, Se, or N(E 41 ),E 11 can optionally be connected to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 )(T 12 )-*', *-N(T 11 )-*', *-Si(T 11 )(T 12 )-*' or *-Ge(T 11 )(T12 ) - *' is connected to ring CY 11 , and E 41 may optionally be connected to ring CY via a single bond, * - O - *', * - S - *', * - Se - *', * - C(T 41 )(T 42 ) - *', * - N(T 41 ) - *', * - Si(T 41 )(T 42 ) - *' or * - Ge(T 41 )(T 42 ) - *' is connected to ring CY 22 ,

[0337] Each of * and *' indicates the bonding site to an adjacent atom.

[0338] In Formula 1, X 31 can be C(R 31 ), or N, X 32 can be C(R 32 ), or N, X 33 can be C(R 33 ), or N, X 34 can be C(R 34 ), or N, X 35 can be C(R 35 ), or N, X 36 can be C(R 36 ), or N, X 37 can be C(R 37 ), or N, X 38 can be C(R 38 ), or N, and X 39 can be C(R 39 ), or N.

[0339] In Formula 1, X 41 can be C(R 41 ), or N, X 42 can be C(R 42 ), or N, X 43 can be C(R 43 ), or N, X 44 can be C(R 44 ), or N, X 45 can be C(R 45 ), or N, X 46 can be C(R 46 ), or N, X 47 can be C(R 47 ), or N, X 48 can be C(R 48 ), or N, and X 49 can be C(R 49 ), or N.

[0340] In Formula 1, Z1 and Z2 can each independently be N or P. In an embodiment, Z1 and Z2 can each be N.

[0341] In Formula 1, ring CY 11 to ring CY 13 、ring CY 21 to ring CY 23 and ring CY3 can each independently be a C5-C 60 carbocyclic group or a C1-C 60 heterocyclic group.

[0342] In an embodiment, ring CY 11 to ring CY 13 、ring CY 21 to ring CY 23 and ring CY3 can each independently be phenyl, naphthyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzoselenophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl or isoquinolinyl.

[0343] In an embodiment, ring CY 11 to ring CY 13 、ring CY 21 to ring CY 23 and ring CY3 can each independently be a 6-membered ring.

[0344] In Formula 1, R 11 to R 13 、R 21 to R 23 、R 31 to R 39 、R 41 to R 49 、R5、E 11 、E 12 、E 21 、E 22 、E 31 、E 32 、E 41 and E 42 can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, an unsubstituted or at least one R 10a substituted C1-C 60 alkyl, an unsubstituted or at least one R 10a substituted C2-C 60 alkenyl, an unsubstituted or at least one R 10a substituted C2-C 60 alkynyl, an unsubstituted or at least one R 10a substituted C1-C 60Alkoxy, unsubstituted or substituted by at least one R 10a substituted C3-C 60 carbocyclic group, unsubstituted or substituted by at least one R 10a substituted C1-C 60 heterocyclic group, unsubstituted or substituted by at least one R 10a substituted C6-C 60 aryloxy, unsubstituted or substituted by at least one R 10a substituted C6-C 60 arylthio, unsubstituted or substituted by at least one R 10a substituted C6-C 60 arylseleno, unsubstituted or substituted by at least one R 10a substituted C7-C 60 aralkyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 heteroaralkyl, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2).

[0345] In an embodiment, E 11 and E 41 can each independently be unsubstituted or substituted by at least one R 10a substituted C3-C 10 cycloalkyl, unsubstituted or substituted by at least one R 10a substituted C1-C 10 heterocycloalkyl, unsubstituted or substituted by at least one R 10a substituted C3-C 10 cycloalkenyl, unsubstituted or substituted by at least one R 10a substituted C1-C 10 heterocycloalkenyl, unsubstituted or substituted by at least one R 10a substituted C6-C 60 aryl, unsubstituted or substituted by at least one R 10a substituted C1-C 60 heteroaryl, unsubstituted or substituted by at least one R 10a substituted monovalent non-aromatic fused polycyclic group or unsubstituted or substituted by at least one R 10a substituted monovalent non-aromatic fused heteropolycyclic group.

[0346] In an embodiment, R 11 to R 13 , R 21 to R 23 , R 31 to R 39 , R41 to R 49 , R5, E 11 , E 12 , E 21 , E 22 , E 31 , E 32 , E 41 and E 42 may each independently be:

[0347] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, phenyl, biphenyl or terphenyl;

[0348] each unsubstituted or substituted by the following C1-C 60 alkyl, C3-C 60 cycloalkyl, C1-C 60 heterocycloalkyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, phenalenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthrenyl, pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthrolinyl, benzimidazolyl, benzofuryl, dibenzofuryl, benzothienyl, dibenzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, carbazolyl, benzocarbazolyl, azacarbazolyl, fluorenyl, phenoxazinyl, acridinyl or xanthenyl: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, phenyl, biphenyl, terphenyl or any combination thereof; or

[0349] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3) or -N(Q1)(Q2).

[0350] In an embodiment, R 11 to R 13 , R 21 to R 23 , R 31 to R 39 , R 41 to R 49, R5, E 11 , E 12 , E 21 , E 22 , E 31 , E 32 , E 41 and E 42 may each independently be:

[0351] hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 10 alkyl, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3) or -N(Q1)(Q2);

[0352] unsubstituted or substituted C1-C 10 alkyl: deuterium, -F, -Cl, -Br, -I, cyano, C1-C 10 alkyl or any combination thereof; or

[0353] a group represented by one of Formulae 2-1 to 2-25:

[0354]

[0355]

[0356] In Formulae 2-1 to 2-25,

[0357] Z 21 may be O, S, Se, C(Z 21a )(Z 21b ), or N(Z 21c ),

[0358] Z 21a to Z 21c may each independently be the same as described with reference to R 10a ,

[0359] b3 may be an integer selected from 0 to 3,

[0360] b4 may be an integer selected from 0 to 4,

[0361] b5 may be an integer selected from 0 to 5,

[0362] b7 may be an integer selected from 0 to 7,

[0363] b8 may be an integer selected from 0 to 8,

[0364] b9 may be an integer selected from 0 to 9,

[0365] b10 may be an integer selected from 0 to 10,

[0366] b11 can be an integer selected from 0 to 11,

[0367] R 10a the same as described herein,

[0368] * indicates the bonding site to an adjacent atom, and

[0369] Q1 to Q3 can each independently be:

[0370] hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 alkyl or C1-C 20 alkoxy; or

[0371] phenyl or biphenyl, each unsubstituted or substituted by: deuterium, -F, cyano, C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, biphenyl or any combination thereof.

[0372] In formula 1,

[0373] E 11 and E 12 at least one of which can optionally be connected to ring CY 11 )(T 12 )(T 11 )-*, *-N(T 11 )(T 12 )-*, *-Si(T 11 )(T 12 )-* or *-Ge(T 11 ), for example, when each of E 11 and E 12 is connected to ring CY 11 , they are connected by the above linking groups (such as *-O-* etc.), or together with the above linking groups are connected to ring CY 11 to form a ring,

[0374] E 21 and E 22 at least one of which can optionally be connected to ring CY 21 )(T 22 )-*, *-N(T 21 )-*, *-Si(T 21 )(T 22 )-* or *-Ge(T 21 )(T 22 )-* to ring CY 12 ,

[0375] E 31 and E 32 at least one of which may optionally be linked to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 31 )(T 32 )-*', *-N(T 31 )-*', *-Si(T 31 )(T 32 )-*' or *-Ge(T 31 )(T 32 )-*' 21 and

[0376] E 41 and E 42 at least one of which may optionally be linked to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 41 )(T 42 )-*', *-N(T 41 )-*', *-Si(T 41 )(T 42 )-*' or *-Ge(T 41 )(T 42 )-*' 22 .

[0377] Wherein, in formula 1, X1 is N(E 11 ), and E 11 is linked to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 )(T 12 )-*', *-N(T 11 )-*', *-Si(T 11 )(T 12 )-*' or *-Ge(T 11 )(T 12 )-*' 11 Examples of such cases may include Compound 9, Compound 21 or Compound 22, etc.:

[0378]

[0379] * and *' each indicate the bonding sites to adjacent atoms.

[0380] In formula 1, T 11 , T 12 , T 21 , T 22 , T 31 , T 32 , T41 and T 42 may each independently be hydrogen, deuterium, -F, cyano, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkyl, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkoxy, unsubstituted or substituted by at least one R 10a substituted C6-C 60 aryl or unsubstituted or substituted by at least one R 10a substituted C1-C 60 heteroaryl.

[0381] In Formula 1, R 11 to R 13 , R 21 to R 23 , R 31 to R 39 , R 41 to R 49 , R5, E 11 , E 12 , E 21 , E 22 , E 31 , E 32 , E 41 , E 42 , T 11 , T 12 , T 21 , T 22 , T 31 , T 32 , T 41 and T 42 in two or more adjacent groups may optionally be joined to each other to form an unsubstituted or substituted by at least one R 10a substituted C5-C 60 carbocyclic group or an unsubstituted or substituted by at least one R 10a substituted C1-C 60 heterocyclic group.

[0382] In Formula 1, a11 to a13 may each be an integer selected from 0 to 30.

[0383] In Formula 1, a21 to a23 may each be an integer selected from 0 to 30.

[0384] In Formula 1, a5 may be an integer selected from 0 to 30.

[0385] In Formula 1, R 10a may be:

[0386] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0387] each unsubstituted or substituted by the following C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy, C6-C 60 arylthio, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ), -P(=O)(Q 11 )(Q 12 ), or any combination thereof;

[0388] each unsubstituted or substituted by the following C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy or C6-C 60 arylthio: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy, C6-C 60 arylthio, -Si(Q 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ), -P(=O)(Q 21 )(Q 22 ), or any combination thereof; or

[0389] -Si(Q31 )(Q 32 )(Q 33 )、 -N(Q 31 )(Q 32 )、 -B(Q 31 )(Q 32 )、 -C(=O)(Q 31 )、 -S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ) and

[0390] Q1 to Q3, Q 11 to Q 13 、Q 21 to Q 23 and Q 31 to Q 33 can each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxy; cyano; nitro; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C 60 alkynyl; C1-C 60 alkoxy; or a C3-C 60 carbocyclic group or a C1-C 60 heterocyclic group, each unsubstituted or substituted by: deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group or any combination thereof.

[0391] In an embodiment, in Formula 1, the moiety represented by can be a moiety represented by one of Formula LP1 to Formula LP4, and

[0392] the moiety represented by can be a moiety represented by one of Formula RP1 to Formula RP4:

[0393] [Formula LP1]

[0394]

[0395] [Formula LP2]

[0396]

[0397] [Formula LP3]

[0398]

[0399] [Formula LP4]

[0400]

[0401] [Formula RP1]

[0402]

[0403] [Formula RP2]

[0404]

[0405] [Formula RP3]

[0406]

[0407] [Formula RP4]

[0408]

[0409] In Formulas LP1 to LP4 and Formulas RP1 to RP4,

[0410] X2, Y1, Ring CY 11 to Ring CY 13 , Ring CY 21 to Ring CY 23 , R 11 to R 13 , R 21 to R 23 , a11 to a13, a21 to a23 and R 10a are each the same as described herein,

[0411] L1 can be a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 )(T 12 ))-*', *-N(T 11 ))-*', *-Si(T 11 )(T 12 ))-*' or *-Ge(T 11 )(T 12 ))-*',

[0412] L2 can be a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 41 )(T 42 ))-*', *-N(T 41 ))-*', *-Si(T 41 )(T 42 ))-*' or *-Ge(T 41 )(T 42 ))-*',

[0413] T 11 、T12 , T 41 and T 42 are each the same as described herein,

[0414] n1 can be an integer selected from 0 to 10, where when n1 is 0, (L1) n1 can be a single bond,

[0415] n2 can be an integer selected from 0 to 10, where when n2 is 0, (L2) n2 can be a single bond,

[0416] b4 can be an integer selected from 0 to 4,

[0417] b5 can be an integer selected from 0 to 5, and

[0418] * indicates the bonding site to B,

[0419] where in Formulae LP1 to LP4,

[0420] *' indicates the bonding site to Z1, and

[0421] where in Formulae RP1 to RP4,

[0422] *' indicates the bonding site to Z2.

[0423] In an embodiment, the heterocyclic compound represented by Formula 1 can be represented by Formula 1-1:

[0424] [Formula 1-1]

[0425]

[0426] In Formula 1-1,

[0427] X1, X2, Y1, Y2, Z1, Z2, X 31 to X 39 and X 41 to X 49 are each the same as described herein, X 11 to X 14 can each independently be C(R 11a ) or N,

[0428] R 11a can be the same as that referred to R 11 described,

[0429] X 15 to X 18 can each independently be C(R 12a ) or N,

[0430] R 12a can be the same as that referred to R12 Same as described,

[0431] X 19 may be C(R 13a ) or N,

[0432] R 13a may be the same as that referred to R 13 described,

[0433] X 21 to X 24 may each independently be C(R 21a ) or N,

[0434] R 21a may be the same as that referred to R 21 described,

[0435] X 25 to X 28 may each independently be C(R 22a ) or N,

[0436] R 22a may be the same as that referred to R 22 described,

[0437] X 29 may be C(R 23a ) or N,

[0438] R 23a may be the same as that referred to R 23 described,

[0439] X 51 to X 53 may each independently be C(R 5a ) or N, and

[0440] R 5a may be the same as that referred to R5 described.

[0441] In an embodiment, the heterocyclic compound represented by Formula 1 may be represented by one of Formula 1-1(1) to Formula 1-1(8): [Formula 1-1(1)]

[0442]

[0443] [Formula 1-1(2)]

[0444]

[0445] [Formula 1-1(3)]

[0446]

[0447] [Formula 1-1(4)]

[0448]

[0449] [Formula 1-1(5)]

[0450]

[0451] [Formula 1-1(6)]

[0452]

[0453] [Formula 1-1(7)]

[0454]

[0455] [Formula 1-1(8)]

[0456]

[0457] In Formulas 1-1(1) to 1-1(8),

[0458] X2, Y1, Z1, Z2, X 31 to X 39 and X 41 to X 49 are each the same as described herein, and X 11 to X 14 can each independently be C(R 11a ) or N,

[0459] R 11a can be the same as that referred to R 11 described,

[0460] X 15 to X 18 can each independently be C(R 12a ) or N,

[0461] R 12a can be the same as that referred to R 12 described,

[0462] X 19 can be C(R 13a ) or N,

[0463] R 13a can be the same as that referred to R 13 described,

[0464] X 1a to X 1e can each independently be C(R 10a ) or N,

[0465] X 21to X 24 may each independently be C(R 21a ) or N,

[0466] R 21a may be the same as that described with reference to R 21 described,

[0467] X 25 to X 28 may each independently be C(R 22a ) or N,

[0468] R 22a may be the same as that described with reference to R 22 described,

[0469] X 29 may be C(R 23a ) or N,

[0470] R 23a may be the same as that described with reference to R 23 described,

[0471] Y 1a to Y 1e may each independently be C(R 10a ) or N,

[0472] X 51 to X 53 may each independently be C(R 5a ) or N,

[0473] R 5a may be the same as that described with reference to R5

[0474] R 10a is the same as that described herein,

[0475] L1 may be a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 )(T 12 )(T 11 )-*', *-N(T 11 )(T 12 )-*' or *-Ge(T 11 )(T 12 )-*',

[0476] L2 may be a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 41 )(T 42 )-*', *-N(T 41 )-*', *-Si(T 41 )(T 42)-' or *-Ge(T 41 )(T 42 )-',

[0477] * and *' each indicate a bonding site with an adjacent atom,

[0478] T 11 、T 12 、T 41 and T 42 are each the same as those described herein,

[0479] n1 can be an integer selected from 0 to 10, where when n1 is 0, (L1) n1 can be a single bond, and

[0480] n2 can be an integer selected from 0 to 10, where when n2 is 0, (L2) n2 can be a single bond.

[0481] In an embodiment, the heterocyclic compound represented by Formula 1 can be represented by one of Formula 1-1(a) to Formula 1-1(j):

[0482] [Formula 1-1(a)]

[0483]

[0484] [Formula 1-1(b)]

[0485]

[0486] [Formula 1-1(c)]

[0487]

[0488] [Formula 1-1(d)]

[0489]

[0490] [Formula 1-1(e)]

[0491]

[0492] [Formula 1-1(f)]

[0493]

[0494] [Formula 1-1(g)]

[0495]

[0496] [Formula 1-1(h)]

[0497]

[0498] [Formula 1-1(i)]

[0499]

[0500] [Formula 1-1(j)]

[0501]

[0502] In Formulas 1-1(a) to 1-1(j),

[0503] X2, Y1, Z1, Z2, R 11 to R 13 , R 21 to R 23 , R 31 to R 35 and R 10a are each the same as described herein,

[0504] a31 and a34 can each independently be an integer selected from 0 to 4,

[0505] a32 and a33 can each independently be an integer selected from 0 to 5,

[0506] L1 can be a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 )(T 12 )-*', *-N(T 11 )-*', *-Si(T 11 )(T 12 )-*' or *-Ge(T 11 )(T 12 )-*',

[0507] L2 can be a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 41 )(T 42 )-*', *-N(T 41 )-*', *-Si(T 41 )(T 42 )-*' or *-Ge(T 41 )(T 42 )-*',

[0508] * and *' each indicate the bonding sites to adjacent atoms,

[0509] T 11 、T 12 、T 41 and T 42 are each the same as described herein,

[0510] n1 can be an integer selected from 0 to 10, where when n1 is 0, (L1) n1 can be a single bond,

[0511] n2 can be an integer selected from 0 to 10, where when n2 is 0, (L2) n2 can be a single bond,

[0512] b1 can be 0 or 1,

[0513] b3 can be an integer selected from 0 to 3,

[0514] b4 can be an integer selected from 0 to 4, and

[0515] b5 can be an integer selected from 0 to 5.

[0516] In an embodiment, the heterocyclic compound represented by Formula 1 may include:

[0517] at least one deuterium; or

[0518] at least one tert-butyl; or

[0519] at least one deuterium and at least one tert-butyl.

[0520] In an embodiment, the heterocyclic compound represented by Formula 1 may have a Stokes shift equal to or less than about 20 nm.

[0521] The Stokes shift can be the difference between the maximum emission peak wavelength (i.e., the maximum emission wavelength) and the absorption peak wavelength (i.e., the maximum absorption wavelength). The Stokes shift can be represented as λ emi -λ absValue. In an embodiment, the Stokes shift of the heterocyclic compound represented by Formula 1 may be 20 nm or less, 19 nm or less, 18 nm or less, 17 nm or less, 16 nm or less, 15 nm or less, 14 nm or less, 13 nm or less, 12 nm or less, 11 nm or less, 10 nm or less, 9 nm or less, at least 1 nm but not more than 20 nm, at least 2 nm but not more than 20 nm, at least 3 nm but not more than 20 nm, at least 4 nm but not more than 20 nm, at least 5 nm but not more than 20 nm, at least 6 nm but not more than 20 nm, at least 7 nm but not more than 20 nm, at least 8 nm but not more than 20 nm, at least 9 nm but not more than 20 nm, at least 10 nm but not more than 20 nm, at least 11 nm but not more than 20 nm, at least 12 nm but not more than 20 nm, at least 13 nm but not more than 20 nm, at least 14 nm but not more than 20 nm, at least 15 nm but not more than 20 nm, at least 16 nm but not more than 20 nm, at least 17 nm but not more than 20 nm, at least 18 nm but not more than 20 nm, at least 19 nm but not more than 20 nm, at least 1 nm but not more than 18 nm, at least 2 nm but not more than 18 nm, at least 3 nm but not more than 18 nm, at least 4 nm but not more than 18 nm, at least 5 nm but not more than 18 nm, at least 6 nm but not more than 18 nm, at least 7 nm but not more than 18 nm, at least 8 nm but not more than 18 nm, at least 9 nm but not more than 18 nm, at least 10 nm but not more than 18 nm, at least 11 nm but not more than 18 nm, at least 12 nm but not more than 18 nm, at least 13 nm but not more than 18 nm, at least 14 nm but not more than 18 nm, at least 15 nm but not more than 18 nm, at least 16 nm but not more than 18 nm, at least 17 nm but not more than 18 nm, at least 1 nm but not more than 16 nm, at least 2 nm but not more than 16 nm, at least 3 nm but not more than 16 nm, at least 4 nm but not more than 16 nm, at least 5 nm but not more than 16 nm, at least 6 nm but not more than 16 nm, at least 7 nm but not more than 16 nm, at least 8 nm but not more than 16 nm, at least 9 nm but not more than 16 nm, at least 10 nm but not more than 16 nm, at least 11 nm but not more than 16 nm, at least 12 nm but not more than 16 nm, at least 13 nm but not more than 16 nm, at least 14 nm but not more than 16 nm, at least 15 nm but not more than 16 nm, at least 1 nm but not more than 14 nm, at least 2 nm but not more than 14 nm, at least 3 nm but not more than 14 nm, at least 4 nm but not more than 14 nm, at least 5 nm but not more than 14 nm,At least 6 nm but not greater than 14 nm, at least 7 nm but not greater than 14 nm, at least 8 nm but not greater than 14 nm, at least 9 nm but not greater than 14 nm, at least 10 nm but not greater than 14 nm, at least 11 nm but not greater than 14 nm, at least 12 nm but not greater than 14 nm, at least 13 nm but not greater than 14 nm, at least 1 nm but not greater than 12 nm, at least 2 nm but not greater than 12 nm, at least 3 nm but not greater than 12 nm, at least 4 nm but not greater than 12 nm, at least 5 nm but not greater than 12 nm, at least 6 nm but not greater than 12 nm, at least 7 nm but not greater than 12 nm, at least 8 nm but not greater than 12 nm, at least 9 nm but not greater than 12 nm, at least 10 nm but not greater than 12 nm, at least 11 nm but not greater than 12 nm, or greater than 11 nm but not greater than 12 nm.

[0522] The heterocyclic compound represented by Formula 1 may include three B atoms and two substituents each introduced at the ortho positions (i.e., Z1 and Z2) of the B atoms bonded to the atoms in ring CY3.

[0523] As a result, in the heterocyclic compound represented by Formula 1, the multiple resonance (MR) effect and the structural rigidity may be enhanced, thereby causing a twisting effect. Accordingly, the local excitation (LE) state and the charge transfer (CT) state may be mixed, such that the orbital distribution between the lowest excited singlet (S1) state and the lowest excited triplet (T1) state may be changed.

[0524] For example, the spin - orbit coupling may be enhanced, thereby canceling the inhibitory effect caused by the El - Sayed rule and causing reverse intersystem crossing (RISC).

[0525] Accordingly, the heterocyclic compound represented by Formula 1 may simultaneously have a deep HOMO energy level, a narrow Stokes shift, and a short delayed fluorescence lifetime, and a light - emitting device including the heterocyclic compound represented by Formula 1 may have improved luminous efficiency and lifetime.

[0526] Since the heterocyclic compound represented by Formula 1 includes at least one deuterium and / or at least one tert - butyl group, the heterocyclic compound represented by Formula 1 may have improved structural stability. Thus, when the heterocyclic compound represented by Formula 1 is included in a light - emitting device, the light - emitting device may simultaneously have improved characteristics in terms of driving voltage, luminous efficiency, and lifetime.

[0527] [Examples of the First Compound]

[0528] In an embodiment, the heterocyclic compound represented by Formula 1 may be one of Compounds 1 to 104. In an embodiment, in a light - emitting device, the first compound may include at least one of Compounds 1 to 104:

[0529]

[0530]

[0531]

[0532]

[0533]

[0534]

[0535]

[0536]

[0537]

[0538] Figure 1 Description of

[0539] Figure 1 FIG. 34 is a schematic cross-sectional view of a light-emitting device 10 according to an embodiment. The light-emitting device 10 may include a first electrode 110, an interlayer 130, and a second electrode 150.

[0540] Hereinafter, with reference to Figure 1 the structure of the light-emitting device 10 according to an embodiment and a method of manufacturing the light-emitting device 10 will be described.

[0541] [First Electrode 110]

[0542] In Figure 1 , a substrate may be further included under the first electrode 110 or on the second electrode 150. The substrate may be a glass substrate or a plastic substrate. In an embodiment, the substrate may be a flexible substrate and may include a plastic having excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0543] The first electrode 110 may be formed by depositing or sputtering a material for forming the first electrode 110 on the substrate, for example. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be a high work function material that facilitates hole injection.

[0544] ​The first electrode 110 may be a reflective electrode, a transmissive-reflective electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof. In an embodiment, when the first electrode 110 is a transmissive-reflective electrode or a reflective electrode, the material used to form the first electrode 110 may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.

[0545] The first electrode 110 may have a single-layer structure composed of a single layer or a multi-layer structure including multiple layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0546] [Interlayer 130]

[0547] The interlayer 130 may be disposed on the first electrode 110. The interlayer 130 may include an emission layer.

[0548] The interlayer 130 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 150.

[0549] In addition to various organic materials, the interlayer 130 may further include a metal-containing compound or an inorganic material (such as a quantum dot), etc.

[0550] In an embodiment, the interlayer 130 may include two or more emission units stacked between the first electrode 110 and the second electrode 150, and at least one charge generation layer between adjacent emission units among the two or more emission units. When the interlayer 130 includes two or more emission units and at least one charge generation layer, the light-emitting device 10 may be a tandem light-emitting device.

[0551] [Hole transport region in interlayer 130]

[0552] The hole transport region may have a single-layer structure composed of a single layer (composed of a single material), a single-layer structure composed of a single layer containing different materials, or a multi-layer structure including multiple layers containing different materials.

[0553] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.

[0554] In an embodiment, the hole transport region may have a multilayer structure including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission assisting layer structure, a hole injection layer / emission assisting layer structure, a hole transport layer / emission assisting layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure, where the layers of each structure may be stacked from the first electrode 110 in the order described for each of them, but the structure of the hole transport region is not limited thereto.

[0555] In an embodiment, the hole transport region may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0556] [Formula 201]

[0557]

[0558] [Formula 202]

[0559]

[0560] In Formulas 201 and 202,

[0561] L 201 to L 204 may each independently be an unsubstituted or at least one R 10a substituted C3-C 60 carbocyclic group or an unsubstituted or at least one R 10a substituted C1-C 60 heterocyclic group,

[0562] L 205 may be *-O-*', *-S-*', *-N(Q 201 )-*', an unsubstituted or at least one R 10a substituted C1-C 20 alkylene group, an unsubstituted or at least one R 10a substituted C2-C 20 alkenylene group, an unsubstituted or at least one R 10a substituted C3-C 60 carbocyclic group or an unsubstituted or at least one R 10a substituted C1-C 60 heterocyclic group,

[0563] xa1 to xa4 may each independently be an integer selected from 0 to 5,

[0564] xa5 may be an integer selected from 1 to 10,

[0565] R 201 to R 204 and Q 201may each independently be unsubstituted or substituted by at least one R 10a C3-C 60 carbocyclic group or unsubstituted or substituted by at least one R 10a C1-C 60 heterocyclic group,

[0566] R 201 and R 202 may optionally be linked to each other via a single bond, an unsubstituted or R-substituted C1-C5 alkylene group or an unsubstituted or R-substituted C2-C5 alkenylene group to form an unsubstituted or R-substituted C8-C 10a carbocyclic group or unsubstituted or substituted by at least one R 10a substituted C2-C5 alkenylene group to form an unsubstituted or R-substituted C8-C 10a polycyclic group (e.g., carbazolyl, etc.) (e.g., compound HT16, etc.), 60

[0567] R 203 and R 204 10a may optionally be linked to each other via a single bond, an unsubstituted or R-substituted C1-C5 alkylene group or an unsubstituted or R-substituted C2-C5 alkenylene group to form an unsubstituted or R-substituted C8-C 10a carbocyclic group or unsubstituted or substituted by at least one R 10a substituted C2-C5 alkenylene group to form an unsubstituted or R-substituted C8-C 60 polycyclic group, and

[0568]

[0569] na1 may be an integer selected from 1 to 4.

[0569] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each independently include at least one of the groups represented by Formula CY201 to Formula CY217:

[0570]

[0571] In Formulas CY201 to CY217, R 10b and R 10c may each independently be the same as described with reference to R 10a Ring CY 201 to Ring CY 204 may each independently be a C3-C 20 carbocyclic group or a C1-C 20 heterocyclic group, and at least one hydrogen in Formulas CY201 to CY217 may be unsubstituted or substituted by R 10a substituted.

[0572] In an embodiment, in Formulas CY201 to CY217, Ring CY 201 to Ring CY 204Each may independently be phenyl, naphthyl, phenanthryl, or anthryl.

[0573] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each independently include at least one of the groups represented by Formula CY201 to Formula CY203.

[0574] In an embodiment, the compound represented by Formula 201 may include at least one of the groups represented by Formula CY201 to Formula CY203 and at least one of the groups represented by Formula CY204 to Formula CY217.

[0575] In an embodiment, in Formula 201, xa1 may be 1, R 201 may be a group represented by one of Formula CY201 to Formula CY203, xa2 may be 0, and R 202 may be a group represented by one of Formula CY204 to Formula CY207.

[0576] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include the groups represented by Formula CY201 to Formula CY203.

[0577] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include the groups represented by Formula CY201 to Formula CY203, and may each independently include at least one of the groups represented by Formula CY204 to Formula CY217.

[0578] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include the groups represented by Formula CY201 to Formula CY217.

[0579] In an embodiment, the hole transport region may include: one of Compound HT1 to Compound HT46; m-MTDATA; TDATA; 2-TNATA; NPB (NPD); β-NPB; TPD; Spiro-TPD; Spiro-NPB; methylated NPB; TAPC; HMTPD; 4,4',4”-tris(N-carbazolyl)triphenylamine (TCTA); polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA); poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS); polyaniline / camphorsulfonic acid (PANI / CSA); polyaniline / poly(4-styrenesulfonate) (PANI / PSS); or any combination thereof:

[0580]

[0581]

[0582]

[0583]

[0584]

[0585] The thickness of the hole transport region may range from about to about For example, the thickness of the hole transport region may range from about to about When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may range from about to about and the thickness of the hole transport layer may range from about to about For example, the thickness of the hole injection layer may range from about to about For example, the thickness of the hole transport layer may range from about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within the above ranges, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0586] The emission assist layer can increase the light emission efficiency by compensating for the optical resonance distance according to the wavelength of the light emitted from the emission layer, and the electron blocking layer can block the leakage of electrons from the emission layer to the hole transport region. Materials that can be included in the hole transport region can be included in the emission assist layer and the electron blocking layer.

[0587] [p-dopant]

[0588] In addition to the above materials, the hole transport region may further include a charge generation material for improving the conductive properties. The charge generation material may be uniformly or non-uniformly dispersed in the hole transport region (e.g., in the form of a single layer composed of the charge generation material).

[0589] The charge generation material may be, for example, a p-dopant.

[0590] In an embodiment, the lowest unoccupied molecular orbital (LUMO) energy level of the p-dopant may be equal to or less than about -3.5 eV.

[0591] In an embodiment, the p-dopant may include a quinone derivative, a cyanide-containing compound, a compound including element EL1 and element EL2, or any combination thereof.

[0592] Examples of the quinone derivative may include TCNQ, F4-TCNQ, etc.

[0593] Examples of the cyanide group-containing compounds may include HAT-CN and the compounds represented by Formula 221, etc.:

[0594]

[0595] [Formula 221]

[0596]

[0597] In Formula 221,

[0598] R 221 to R 223 may each independently be an unsubstituted or at least one R 10a substituted C3-C 60 carbocyclic group or an unsubstituted or at least one R 10a substituted C1-C 60 heterocyclic group, and

[0599] at least one of R 221 to R 223 may each independently be a C3-C 60 carbocyclic group or a C1-C 60 heterocyclic group each substituted by: a cyano group; -F; -Cl; -Br; -I; a C1-C 20 alkyl group substituted by a cyano group, -F, -Cl, -Br, -I or any combination thereof; or any combination thereof.

[0600] In a compound including element EL1 and element EL2, element EL1 may be a metal, a metalloid or a combination thereof, and element EL2 may be a non-metal, a metalloid or a combination thereof.

[0601] Examples of metals may include: alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.); post-transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); and lanthanide metals (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.), etc.

[0602] Examples of metalloids may include silicon (Si), antimony (Sb), tellurium (Te), etc.

[0603] Examples of non-metals may include oxygen (O) and halogens (e.g., F, Cl, Br, I, etc.), etc.

[0604] Examples of compounds including element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, metalloid iodides, etc.), metal tellurides, or any combination thereof.

[0605] Examples of metal oxides may include tungsten oxides (e.g., WO, W2O3, WO2, WO3, W2O5, etc.), vanadium oxides (e.g., VO, V2O3, VO2, V2O5, etc.), molybdenum oxides (e.g., MoO, Mo2O3, MoO2, MoO3, Mo2O5, etc.), and rhenium oxides (e.g., ReO3, etc.), etc.

[0606] Examples of metal halides may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides, etc.

[0607] Examples of alkali metal halides may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, and CsI, etc.

[0608] Examples of alkaline earth metal halides may include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, and BaI2, etc.

[0609] Examples of transition metal halides may include titanium halides (e.g., TiF4, TiCl4, TiBr4, TiI4, etc.), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4, ZrI4, etc.), hafnium halides (e.g., HfF4, HfCl4, HfBr4, HfI4, etc.), vanadium halides (e.g., VF3, VCl3, VBr3, VI3, etc.), niobium halides (e.g., NbF3, NbCl3, NbBr3, NbI3, etc.), tantalum halides (e.g., TaF3, TaCl3, TaBr3, TaI3, etc.), chromium halides (e.g., CrF3, CrCl3, CrBr3, CrI3, etc.), molybdenum halides (e.g., MoF3, MoCl3, MoBr3, MoI3, etc.), tungsten halides (e.g., WF3, WCl3, WBr3, WI3, etc.), manganese halides (e.g., MnF2, MnCl2, MnBr2, MnI2, etc.), technetium halides (e.g., TcF2, TcCl2, TcBr2, TcI2, etc.), rhenium halides (e.g., ReF2, ReCl2, ReBr2, ReI2, etc.), ferrous halides (e.g., FeF2, FeCl2, FeBr2, FeI2, etc.), ruthenium halides (e.g., RuF2, RuCl2, RuBr2, RuI2, etc.), osmium halides (e.g., OsF2, OsCl2, OsBr2, OsI2, etc.), cobalt halides (e.g., CoF2, CoCl2, CoBr2, CoI2, etc.), rhodium halides (e.g., RhF2, RhCl2, RhBr2, RhI2, etc.), iridium halides (e.g., IrF2, IrCl2, IrBr2, IrI2, etc.), nickel halides (e.g., NiF2, NiCl2, NiBr2, NiI2, etc.), palladium halides (e.g., PdF2, PdCl2, PdBr2, PdI2, etc.), platinum halides (e.g., PtF2, PtCl2, PtBr2, PtI2, etc.), cuprous halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.), and gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.), etc.

[0610] Examples of post-transition metal halides may include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2, ZnI2, etc.), indium halides (e.g., InI3, etc.), and tin halides (e.g., SnI2, etc.).

[0611] Examples of lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, and SmI3, etc.

[0612] Examples of metalloid halides may include antimony halides (e.g., SbCl5, etc.).

[0613] Examples of metal tellurides may include alkali metal tellurides (e.g., Li2Te, Na2Te, K2Te, Rb2Te, Cs2Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), transition metal tellurides (e.g., TiTe2, ZrTe2, HfTe2, V2Te3, Nb2Te3, Ta2Te3, Cr2Te3, Mo2Te3, W2Te3, MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, Au2Te, etc.), post-transition metal tellurides (e.g., ZnTe, etc.), and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.).

[0614] [Emissive layer in the interlayer 130]

[0615] When the light-emitting device 10 is a full-color light-emitting device, the emissive layer may be patterned into a red emissive layer, a green emissive layer, and / or a blue emissive layer according to sub-pixels. In an embodiment, the emissive layer may have a stacked structure of two or more layers among a red emissive layer, a green emissive layer, and a blue emissive layer, where the two or more layers may be in contact with each other or may be separated from each other to emit white light. In an embodiment, the emissive layer may include two or more materials among a red light-emitting material, a green light-emitting material, and a blue light-emitting material, where the two or more materials may be mixed with each other in a single layer to emit white light.

[0616] In an embodiment, the emissive layer may include a host and a dopant (or emitter). In an embodiment, in addition to the host and the dopant (or emitter), the emissive layer may further include a co-dopant that facilitates energy transfer to the dopant (or emitter). When the emissive layer includes a dopant (or emitter) and a co-dopant, the dopant (or emitter) and the co-dopant may be different from each other.

[0617] Based on 100 parts by weight of the host, the amount (by weight) of the dopant (or emitter) in the emissive layer may range from about 0.01 part by weight to about 15 parts by weight.

[0618] In an embodiment, the emissive layer may include quantum dots.

[0619] In an embodiment, the emissive layer may include a delayed fluorescence material. The delayed fluorescence material may be used as the host or the dopant in the emissive layer.

[0620] The thickness of the emissive layer may range from about to about For example, the thickness of the emissive layer may range from about to about When the thickness of the emissive layer is within any of the above ranges, excellent light-emitting characteristics can be obtained without significantly increasing the driving voltage.

[0621] [Host]

[0622] In an embodiment, the host may include a compound represented by Formula 301:

[0623] [Formula 301]

[0624] [Ar 301 xb11 -[(L 301 ) xb1 -R 301 xb21 .

[0625] In Formula 301,

[0626] Ar 301 and L 301 may each independently be an unsubstituted or at least one R 10a substituted C3-C 60 carbocyclic group or an unsubstituted or at least one R 10a substituted C1-C 60 heterocyclic group,

[0627] xb11 may be 1, 2 or 3,

[0628] xb1 may be an integer selected from 0 to 5,

[0629] R​​301 may be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 alkenyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 alkynyl, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkoxy, unsubstituted or substituted by at least one R 10a substituted C3-C 60 carbocyclic group, unsubstituted or substituted by at least one R 10a substituted C1-C 60 heterocyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O)2(Q 301 ) or -P(=O)(Q 301 )(Q 302 ),

[0630] xb21 may be an integer selected from 1 to 5, and

[0631] Q 301 to Q 303 may each independently be the same as described with reference to Q1.

[0632] In an embodiment, in Formula 301, when xb11 is 2 or greater, two or more Ar 301 may be connected to each other via a single bond.

[0633] In an embodiment, the host may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0634] [Formula 301-1]

[0635]

[0636] [Formula 301-2]

[0637]

[0638] In Formula 301-1 and Formula 301-2,

[0639] Ring A 301 to Ring A 304 may each independently be unsubstituted or substituted by at least one R 10a substituted C3-C 60 carbocyclic group or unsubstituted or substituted by at least one R 10a substituted C1-C 60 heterocyclic group,

[0640] X 301 may be O, S, N[(L 304 ) xb4 -R 304 , C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0641] xb22 and xb23 may each independently be 0, 1 or 2,

[0642] L 301 , xb1 and R 301 are each the same as described herein,

[0643] L 302 to L 304 may each independently be the same as described with reference to L 301 described,

[0644] xb2 to xb4 may each independently be the same as described with reference to xb1, and

[0645] R 302 to R 305 and R 311 to R 314 may each independently be the same as described with reference to R 301 described.

[0646] In an embodiment, the host may include an alkaline earth metal complex, a late transition metal complex or any combination thereof. In an embodiment, the host may include a Be complex (e.g., compound H55), a Mg complex, a Zn complex or any combination thereof.

[0647] In an embodiment, the host may include: one of compounds H1 to H128; 9,10-bis(2-naphthyl)anthracene (ADN); 2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN); 9,10-bis(2-naphthyl)-2-tert-butyl-anthracene (TBADN); 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP); 1,3-bis(9-carbazolyl)benzene (mCP); 1,3,5-tris(carbazol-9-yl)benzene (TCP); or any combination thereof:

[0648]

[0649]

[0650]

[0651]

[0652]

[0653]

[0654]

[0655] In an embodiment, the host may include a silicon-containing compound, a phosphine oxide-containing compound, or any combination thereof.

[0656] The host may have various variations. For example, the host may include only one type of compound, or may include two or more different types of compounds.

[0657] [Phosphorescent dopant]

[0658] The emissive layer may include a phosphorescent dopant.

[0659] The phosphorescent dopant may include at least one transition metal as a central metal. Accordingly, the phosphorescent dopant may correspond to the fourth compound.

[0660] The phosphorescent dopant may include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.

[0661] The phosphorescent dopant may be electrically neutral.

[0662] In an embodiment, the phosphorescent dopant may include an organometallic compound represented by Formula 401:

[0663] [Formula 401]

[0664] M(L 401 ) xc1 (L 402 ) xc2

[0665] [Formula 402]

[0666]

[0667] In Formula 401 and Formula 402,

[0668] M can be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re) or thulium (Tm)),

[0669] L 401 can be a ligand represented by Formula 402, and xc1 can be 1, 2 or 3, where when xc1 is 2 or greater, two or more L 401 can be the same as or different from each other,

[0670] L 402 can be an organic ligand, and xc2 can be 0, 1, 2, 3 or 4, where when xc2 is 2 or greater, two or more L 402 can be the same as or different from each other,

[0671] X 401 and X 402 can each independently be nitrogen or carbon,

[0672] Ring A 401 and Ring A 402 can each independently be a C3-C 60 carbocyclic group or a C1-C 60 heterocyclic group,

[0673] T 401 can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*', *-C(Q 411 )(Q 412 )-*', *-C(Q 411 )=C(Q 412 )-*', *-C(Q 411 )=*' or *=C=*',

[0674] X 403 and X 404 can each independently be a chemical bond (e.g., a covalent bond or a coordination bond), O, S, N(Q 413 ), B(Q 413 ), P(Q 413 ), C(Q 413 )(Q 414 ) or Si(Q 413 )(Q 414 ),

[0675] Q 411 to Q 414 can each independently be the same as described with reference to Q1,

[0676] R 401 and R402 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, unsubstituted or substituted by at least one R 10a substituted C1-C 20 alkyl, unsubstituted or substituted by at least one R 10a substituted C1-C 20 alkoxy, unsubstituted or substituted by at least one R 10a substituted C3-C 60 carbocyclic group, unsubstituted or substituted by at least one R 10a substituted C1-C 60 heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O)2(Q 401 ) or -P(=O)(Q 401 )(Q 402 ),

[0677] Q 401 to Q 403 may each independently be the same as described with reference to Q1,

[0678] xc11 and xc12 may each independently be an integer selected from 0 to 10, and

[0679] * and *' in formula 402 each indicate the bonding site to M in formula 401.

[0680] In an embodiment, in formula 402, X 401 may be nitrogen and X 402 may be carbon, or X 401 and X 402 may each be nitrogen.

[0681] In an embodiment, in formula 401, when xc1 is 2 or greater, two or more of the two ring As in two or more L 401 may optionally be connected to each other via T 401 (which is a linking group), and two or more of the two ring As in two or more L 402 may optionally be connected to each other via T 401 (which is a linking group) (see Compound PD1 to Compound PD4 and Compound PD7). T 402 and T 403 (which is a linking group) (see Compound PD1 to Compound PD4 and Compound PD7). T 402 and T 403 may each independently be the same as described with reference to T401 Same as described.

[0682] In Formula 401, L 402 can be an organic ligand. For example, L 402 can include a halogen group, a diketone group (e.g., acetylacetonate group), a carboxylic acid group (e.g., picolinate group), -C(=O), an isonitrile group, a -CN group, a phosphorus-containing group (e.g., phosphine group, phosphite group, etc.) or any combination thereof.

[0683] In an embodiment, the phosphorescent dopant can include, for example, one of Compounds PD1 to PD39, or any combination thereof:

[0684]

[0685]

[0686]

[0687] [Fluorescent dopant]

[0688] The emissive layer can include a fluorescent dopant and / or a co-dopant.

[0689] In an embodiment, the fluorescent dopant and / or the co-dopant can each independently include a compound represented by Formula 501:

[0690] [Formula 501]

[0691]

[0692] In Formula 501,

[0693] Ar 501 , L 501 to L 503 , R 501 and R 502 can each independently be an unsubstituted or at least one R 10a substituted C3-C 60 carbocyclic group or an unsubstituted or at least one R 10a substituted C1-C 60 heterocyclic group,

[0694] xd1 to xd3 can each independently be 0, 1, 2 or 3, and

[0695] xd4 can be 1, 2, 3, 4, 5 or 6.

[0696] In an embodiment, in Formula 501, Ar 501 can be a polycyclic group in which three or more monocyclic groups are fused to each other (e.g., anthryl, 1,2-benzophenanthryl, pyrenyl, etc.).

[0697] In an embodiment, in Formula 501, xd4 can be 2.

[0698] In an embodiment, the fluorescent dopant and the auxiliary dopant can each independently include: one of Compounds FD1 to FD37; DPVBi; DPAVBi; or any combination thereof:

[0699]

[0700]

[0701]

[0702]

[0703] [Thermally activated delayed fluorescence material]

[0704] The emissive layer can include a thermally activated delayed fluorescence material.

[0705] In the present specification, the thermally activated delayed fluorescence material can be any compound capable of emitting thermally activated delayed fluorescence based on a thermally activated delayed fluorescence emission mechanism.

[0706] Depending on the type of other materials included in the emissive layer, the thermally activated delayed fluorescence material included in the emissive layer can be used as a host or as a dopant.

[0707] In an embodiment, the difference between the triplet energy level (eV) of the thermally activated delayed fluorescence material and the singlet energy level (eV) of the thermally activated delayed fluorescence material can be at least about 0 eV but not greater than about 0.5 eV. When the difference between the triplet energy level (eV) of the thermally activated delayed fluorescence material and the singlet energy level (eV) of the thermally activated delayed fluorescence material is within the above range, upconversion from the triplet state to the singlet state of the thermally activated delayed fluorescence material can occur effectively, and thus, the light-emitting device 10 can have improved luminous efficiency.

[0708] In an embodiment, the thermally activated delayed fluorescence material can include: a material including at least one electron donor (e.g., a π - electron rich C3 - C 60 ring group, such as a carbazolyl group, etc.) and at least one electron acceptor (e.g., a sulfinyl group, a cyano group, a π - electron deficient nitrogen - containing C1 - C 60 heterocyclic group, etc.); or a material including a C8 - C 60 polycyclic group in which two or more ring groups are fused while sharing boron (B), etc.

[0709] In an embodiment, the thermally activated delayed fluorescence material can include, for example, at least one of Compounds DF1 to DF14:

[0710]

[0711]

[0712] [Quantum dot]

[0713] The emission layer may include quantum dots.

[0714] In the present specification, the quantum dot may be a crystal of a semiconductor compound and may include any material capable of emitting light of various emission wavelengths according to the size of the crystal or according to the ratio of elements in the quantum dot compound.

[0715] The diameter of the quantum dot may range, for example, from about 1 nm to about 10 nm.

[0716] The quantum dot may be synthesized by a wet chemical process, a metalorganic chemical vapor deposition (MOCVD) process, a molecular beam epitaxy (MBE) process, or any process similar thereto.

[0717] The wet chemical process is a method including mixing a precursor material with an organic solvent and growing quantum dot particle crystals. When the quantum dot particle crystals grow, the organic solvent naturally serves as a dispersant coordinated on the surface of the quantum dot particle crystals and controls the growth of the quantum dot particle crystals, such that the growth of the quantum dot particle crystals can be controlled by a process that is less costly and easier to perform than vapor deposition methods (such as metalorganic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE)).

[0718] The quantum dot may include: a Group II-VI semiconductor compound; a Group III-V semiconductor compound; a Group III-VI semiconductor compound; a Group I-III-VI semiconductor compound; a Group IV-VI semiconductor compound; a Group IV element or compound; or any combination thereof.

[0719] Examples of the Group II-VI semiconductor compound may include: binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, or MgS; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, or MgZnS; quaternary compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, or HgZnSTe; or any combination thereof.

[0720] Examples of group III-V semiconductor compounds may include: binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, or InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, or InPSb, etc.; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, or InAlPSb, etc.; or any combination thereof. In an embodiment, the group III-V semiconductor compound may further include a group II element. Examples of group III-V semiconductor compounds further including a group II element may include InZnP, InGaZnP, and InAlZnP, etc.

[0721] Examples of group III-VI semiconductor compounds may include: binary compounds such as GaS, GaSe, Ga2Se3, GaTe, InS, InSe, In2S3, In2Se3, or InTe, etc.; ternary compounds such as InGaS3 or InGaSe3, etc.; or any combination thereof.

[0722] Examples of group I-III-VI semiconductor compounds may include: ternary compounds such as AgInS, AgInS2, AgInSe2, AgGaS, AgGaS2, AgGaSe2, CuInS, CuInS2, CuInSe2, CuGaS2, CuGaSe2, CuGaO2, AgGaO2, or AgAlO2, etc.; quaternary compounds such as AgInGaS2 or AgInGaSe2, etc.; or any combination thereof.

[0723] Examples of group IV-VI semiconductor compounds may include: binary compounds such as SnS, SnSe, SnTe, PbS, PbSe, or PbTe, etc.; ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, or SnPbTe, etc.; quaternary compounds such as SnPbSSe, SnPbSeTe, or SnPbSTe, etc.; or any combination thereof.

[0724] Examples of Group IV elements or compounds may include: single-element materials such as Si and Ge; binary compounds such as SiC and SiGe; or any combination thereof.

[0725] Each element included in a compound (such as a binary compound, a ternary compound, or a quaternary compound) may be present in the particles at a uniform concentration or a non-uniform concentration. For example, the above formula refers to the elements included in the compound, where the ratio of the elements in the compound may vary. For example, AgInGaS2 may represent AgIn x Ga 1-x S2 (where 0 < x < 1).

[0726] In an embodiment, the quantum dots may have a single structure where the concentration of each element in the quantum dots is uniform, or the quantum dots may have a core-shell structure. For example, the material included in the core and the material included in the shell may be different from each other.

[0727] The shell of the quantum dots can be used as a protective layer that prevents chemical denaturation of the core to maintain semiconductor properties, and / or can be used as a charge layer that imparts electrophoretic properties to the quantum dots. The shell can be a single layer or multiple layers. The interface between the core and the shell may have a concentration gradient where the concentration of the elements present in the shell decreases towards the center of the core.

[0728] The shell of the quantum dots may include metal oxides, metalloid oxides, non-metal oxides, semiconductor compounds, or any combination thereof. Examples of metal oxides, metalloid oxides, or non-metal oxides may include: binary compounds such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, or NiO; ternary compounds such as MgAl2O4, CoFe2O4, NiFe2O4, or CoMn2O4; or any combination thereof.

[0729] Examples of semiconductor compounds may include, as described herein: Group II-VI semiconductor compounds; Group III-V semiconductor compounds; Group III-VI semiconductor compounds; Group I-III-VI semiconductor compounds; Group IV-VI semiconductor compounds; or any combination thereof. For example, the 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, or any combination thereof.

[0730] The full width at half maximum (FWHM) of the emission spectrum of the quantum dots can be equal to or less than about 45 nm. For example, the FWHM of the emission spectrum of the quantum dots can be equal to or less than about 40 nm. For example, the FWHM of the emission spectrum of the quantum dots can be equal to or less than about 30 nm. When the FWHM of the emission spectrum of the quantum dots is within any of these ranges, the color purity or color reproducibility of the quantum dots can be improved. The light emitted by the quantum dots can be emitted in all directions so that the wide viewing angle can be improved.

[0731] In an embodiment, the quantum dots can be in the form of spherical nanoparticles, cone nanoparticles, multi-arm nanoparticles, cube nanoparticles, nanotubes, nanowires, nanofibers, or nanoplates, etc.

[0732] Since the bandgap can be adjusted by controlling the size of the quantum dots, light of various wavelength bands can be obtained from the quantum dot emission layer. Accordingly, by using quantum dots of different sizes, a light-emitting device that emits light of various wavelength bands can be realized. In an embodiment, the size of the quantum dots or the ratio of elements in the quantum dot compound can be adjusted to emit red light, green light, and / or blue light. In an embodiment, the size of the quantum dots can be configured to emit white light by a combination of lights of various colors.

[0733] [Electron transport region in the interlayer 130]

[0734] The electron transport region can have a single-layer structure composed of a single layer (composed of a single material), a single-layer structure composed of a single layer containing different materials, or a multi-layer structure including multiple layers containing different materials.

[0735] The electron transport region can include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0736] In an embodiment, the electron transport region can have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, and the layers of each structure can be stacked from the emission layer in the order described respectively, but the structure of the electron transport region is not limited thereto.

[0737] The electron transport region (for example, the buffer layer, hole blocking layer, electron control layer, or electron transport layer in the electron transport region) can include a metal-free compound, and the metal-free compound includes at least one nitrogen-containing C1-C 60 heterocyclic group lacking π electrons.

[0738] In an embodiment, the electron transport region can include a compound represented by Formula 601:

[0739] [Formula 601]

[0740] [Ar 601 xe11 -[(L 601 ) xe1 -R 601 xe21 ,

[0741] In Formula 601,

[0742] Ar 601 and L 601 may each independently be an unsubstituted or at least one R 10a -substituted C3-C 60 carbocyclic group or an unsubstituted or at least one R 10a -substituted C1-C 60 heterocyclic group,

[0743] xe11 can be 1, 2, or 3,

[0744] xe1 can be 0, 1, 2, 3, 4, or 5,

[0745] R 601 may be an unsubstituted or at least one R 10a -substituted C3-C 60 carbocyclic group, an unsubstituted or at least one R 10a -substituted C1-C 60 heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O)2(Q 601 ) or -P(=O)(Q 601 )(Q 602 ),

[0746] Q 601 to Q 603 may each independently be the same as described with reference to Q1,

[0747] xe21 can be 1, 2, 3, 4, or 5, and

[0748] Ar 601 、L 601 and R 601 at least one of which may each independently be an unsubstituted or at least one R 10a -substituted π-deficient nitrogen-containing C1-C 60 heterocyclic group.

[0749] In an embodiment, in Formula 601, when xe11 is 2 or greater, two or more Ar 601 may be connected to each other via a single bond. ​​

[0750] In an embodiment, in Formula 601, Ar 601 may be unsubstituted or substituted by at least one R 10a substituted anthryl group.

[0751] In an embodiment, the electron transport region may include a compound represented by Formula 601-1:

[0752] [Formula 601-1]

[0753]

[0754] In Formula 601-1,

[0755] X 614 may be N or C(R 614 ), X 615 may be N or C(R 615 ), X 616 may be N or C(R 616 ), and at least one of X 614 to X 616 may each be N,

[0756] L 611 to L 613 may each independently be the same as described with reference to L 601 described,

[0757] xe611 to xe613 may each independently be the same as described with reference to xe1,

[0758] R 611 to R 613 may each independently be the same as described with reference to R 601 described, and

[0759] R 614 to R 616 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 20 alkyl, C1-C 20 alkoxy, unsubstituted or substituted by at least one R 10a substituted C3-C 60 carbocyclic group or unsubstituted or substituted by at least one R 10a substituted C1-C 60 heterocyclic group.

[0760] In an embodiment, in Formulas 601 and 601-1, xe1 and xe611 to xe613 may each independently be 0, 1, or 2.

[0761] In an embodiment, the electron transport region may include: one of Compound ET1 to Compound ET45; 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP); 4,7-diphenyl-1,10-phenanthroline (Bphen); Alq3; BAlq; TAZ; NTAZ; or any combination thereof:

[0762]

[0763]

[0764]

[0765] The thickness of the electron transport region may range from about to about For example, the thickness of the electron transport region may range from about to about When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may each independently be in the range of about to about and the thickness of the electron transport layer may be in the range of about to about For example, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may each independently be in the range of about to about For example, the thickness of the electron transport layer may be in the range of about to about When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer, and / or the electron transport region is within the above ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0766] In addition to the above materials, the electron transport region (e.g., the electron transport layer in the electron transport region) may further include a metal-containing material.

[0767] The metal-containing material may include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ion of the alkali metal complex may be a Li ion, a Na ion, a K ion, a Rb ion, or a Cs ion, and the metal ion of the alkaline earth metal complex may be a Be ion, a Mg ion, a Ca ion, a Sr ion, or a Ba ion.

[0768] Ligands coordinated to the metal ions of the alkali metal complex or the metal ions of the alkaline earth metal complex may each independently include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0769] In an embodiment, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1(Liq) or compound ET-D2:

[0770]

[0771] The electron transport region may include an electron injection layer that facilitates the injection of electrons from the second electrode 150. The electron injection layer may be in direct contact with the second electrode 150.

[0772] The electron injection layer may have a single-layer structure composed of a single layer (composed of a single material), a single-layer structure composed of a single layer containing different materials, or a multi-layer structure including multiple layers containing different materials.

[0773] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0774] The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0775] The alkali metal-containing compound, the alkaline earth metal-containing compound, and the rare earth metal-containing compound may include oxides, halides (e.g., fluorides, chlorides, bromides, iodides, etc.), or tellurides of the alkali metal, the alkaline earth metal, and the rare earth metal, or any combination thereof.

[0776] The alkali metal-containing compound may include: alkali metal oxides such as Li2O, Cs2O, or K2O, etc.; alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, or RbI, etc.; or any combination thereof. The alkaline earth metal-containing compound may include alkaline earth metal oxides such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying 0 < x < 1) or Ba x Ca 1-xO (where x is a real number satisfying 0 < x < 1), etc. The rare earth metal compound may include YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3, or any combination thereof. In an embodiment, the rare earth metal compound may include lanthanide metal tellurides. Examples of lanthanide metal tellurides may include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La2Te3, Ce2Te3, Pr2Te3, Nd2Te3, Pm2Te3, Sm2Te3, Eu2Te3, Gd2Te3, Tb2Te3, Dy2Te3, Ho2Te3, Er2Te3, Tm2Te3, Yb2Te3, and Lu2Te3, etc.

[0777] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex may include: an alkali metal ion, an alkaline earth metal ion, or a rare earth metal ion; and a ligand bonded to the metal ion (e.g., hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof).

[0778] In an embodiment, the electron injection layer may be composed of the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof as described above. In an embodiment, the electron injection layer may further include an organic material (e.g., a compound represented by Formula 601).

[0779] In an embodiment, the electron injection layer may be composed of an alkali metal compound (e.g., an alkali metal halide); or the electron injection layer may be composed of an alkali metal compound (e.g., an alkali metal halide) and an alkali metal, alkaline earth metal, rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposited layer, a RbI:Yb co-deposited layer, a LiF:Yb co-deposited layer, etc.

[0780] When the electron injection layer further includes an organic material, the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof may be uniformly or non-uniformly dispersed in a matrix including the organic material.

[0781] The thickness of the electron injection layer may range from about to about For example, the thickness of the electron injection layer may range from about to about When the thickness of the electron injection layer is within any of the above ranges, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0782] [Second electrode 150]

[0783] The second electrode 150 may be disposed on the interlayer 130 having the structure as described above. The second electrode 150 may be a cathode (which is an electron injection electrode). When the second electrode 150 is a cathode, the material used to form the second electrode 150 may include materials having a low work function, such as metals, alloys, conductive compounds, or any combination thereof.

[0784] The second electrode 150 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO, or any combination thereof. The second electrode 150 may be a transmissive electrode, a transmissive-reflective electrode, or a reflective electrode.

[0785] The second electrode 150 may have a single-layer structure or a multi-layer structure.

[0786] [Capping layer]

[0787] The light-emitting device 10 may include a first capping layer disposed outside the first electrode 110 and / or a second capping layer disposed outside the second electrode 150. In an embodiment, the light-emitting device 10 may have a structure in which the first capping layer, the first electrode 110, the interlayer 130, and the second electrode 150 are stacked in the described order, a structure in which the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are stacked in the described order, or a structure in which the first capping layer, the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are stacked in the described order.

[0788] The light generated in the emission layer of the interlayer 130 of the light-emitting device 10 may be extracted to the outside through the first electrode 110, which may be a transmissive-reflective electrode or a transmissive electrode, and through the first capping layer. The light generated in the emission layer of the interlayer 130 of the light-emitting device 10 may be extracted to the outside through the second electrode 150, which may be a transmissive-reflective electrode or a transmissive electrode, and through the second capping layer.

[0789] The first capping layer and the second capping layer may each increase the external emission efficiency according to the principle of constructive interference. Accordingly, the light extraction efficiency of the light-emitting device 10 can be increased, so that the luminous efficiency of the light-emitting device 10 can be improved.

[0790] The first capping layer and the second capping layer may each include a material having a refractive index equal to or greater than about 1.6 (relative to a wavelength of about 589 nm).

[0791] The first capping layer and the second capping layer may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or an organic-inorganic composite capping layer including an organic material and an inorganic material.

[0792] At least one of the first capping layer and the second capping layer may each independently include a carbocyclic compound, a heterocyclic compound, an amino group-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the amino group-containing compound may optionally be substituted with substituents including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.

[0793] In an embodiment, at least one of the first capping layer and the second capping layer may each independently include an amino group-containing compound.

[0794] In an embodiment, at least one of the first capping layer and the second capping layer may each independently include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof.

[0795] In an embodiment, at least one of the first capping layer and the second capping layer may each independently include: one of Compounds HT28 to HT33; one of Compounds CP1 to CP6; β-NPB; or any combination thereof:

[0796]

[0797] [Film]

[0798] The heterocyclic compound represented by Formula 1 may be included in various films. Accordingly, another embodiment provides a film including the heterocyclic compound represented by Formula 1. The film may be, for example, an optical member (or a light control device) (e.g., a color filter, a color conversion member, a capping layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarization layer, a quantum dot-containing layer, etc.), a light-blocking member (e.g., a light reflection layer, a light absorption layer, etc.), or a protective member (e.g., an insulating layer, a dielectric layer, etc.).

[0799] [Electronic Device]

[0800] The light-emitting device may be included in various electronic devices. For example, the electronic device including the light-emitting device may be a light-emitting device or an authentication device, etc.

[0801] In addition to the light-emitting device, an electronic device (e.g., a light-emitting device) may further include a color filter, a color conversion layer, or a color filter and a color conversion layer. The color filter and / or the color conversion layer may be disposed in at least one direction in which the light emitted from the light-emitting device travels. For example, the light emitted from the light-emitting device may be blue light, green light, or white light. Further details regarding the light-emitting device are the same as those described herein. In an embodiment, the color conversion layer may include quantum dots.

[0802] The electronic device may include a substrate. The substrate may include a plurality of sub-pixels, the color filter may include a plurality of color filter regions respectively corresponding to the plurality of sub-pixels, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the plurality of sub-pixels.

[0803] A pixel defining film may be disposed between the plurality of sub-pixels to define each sub-pixel.

[0804] The color filter may further include a plurality of color filter regions and a plurality of light-shielding patterns disposed between the plurality of color filter regions, and the color conversion layer may further include a plurality of color conversion regions and a plurality of light-shielding patterns disposed between the plurality of color conversion regions.

[0805] The color filter region (or the color conversion region) may include a first region that emits first color light, a second region that emits second color light, and / or a third region that emits third color light, wherein the first color light, the second color light, and / or the third color light may have different maximum emission wavelengths. For example, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. In an embodiment, the color filter region (or the color conversion region) may include quantum dots. For example, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. Further details regarding the quantum dots are the same as those described herein. The first region, the second region, and / or the third region may each further include a scatterer.

[0806] In an embodiment, the light-emitting device may emit first light, the first region may absorb the first light to emit first-first color light, the second region may absorb the first light to emit second-first color light, and the third region may absorb the first light to emit third-first color light. The first-first color light, the second-first color light, and the third-first color light may have different maximum emission wavelengths. For example, the first light may be blue light, the first-first color light may be red light, the second-first color light may be green light, and the third-first color light may be blue light.

[0807] In addition to the light-emitting device described above, the electronic device may further include a thin-film transistor. The thin-film transistor may include a source electrode, a drain electrode, and an active layer, where any one of the source electrode and the drain electrode may be electrically connected to any one of the first electrode and the second electrode of the light-emitting device.

[0808] The thin-film transistor may further include a gate electrode or a gate insulating film, etc.

[0809] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an oxide semiconductor, etc.

[0810] The electronic device may further include a sealing portion for sealing the light-emitting device. The sealing portion may be disposed between the color filter and / or the color conversion layer and the light-emitting device. The sealing portion allows the light from the light-emitting device to be extracted to the outside, and at the same time prevents environmental air and moisture from penetrating into the light-emitting device. The sealing portion may be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion may be a thin-film encapsulation layer including at least one of an organic layer and an inorganic layer. When the sealing portion is a thin-film encapsulation layer, the electronic device may be flexible.

[0811] According to the use of the electronic device, in addition to the color filter and / or the color conversion layer, various functional layers may be further included on the sealing portion. Examples of the functional layer may include a touch screen layer and a polarization layer, etc. The touch screen layer may be a pressure-sensitive touch screen layer, a capacitive touch screen layer, or an infrared touch screen layer. The authentication device may be, for example, a biometric authentication device that authenticates an individual by using biometric information of a living body (such as a fingertip, a pupil, etc.).

[0812] In addition to the light-emitting device described above, the authentication device may further include a biometric information collector.

[0813] The electronic device may be applied to various displays, light sources, lighting devices, personal computers (such as mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, electronic game consoles, medical tools (such as electronic thermometers, sphygmomanometers, glucometers, pulse measurement devices, pulse wave measurement devices, electrocardiogram monitors, ultrasonic diagnostic devices, or endoscope monitors), fish finders, various measurement tools, meters (such as meters for vehicles, aircraft, and ships), and projectors, etc.

[0814] [Electronic Device]

[0815] The light-emitting device may be included in various electronic devices.

[0816] In an embodiment, an electronic device including a light-emitting device may be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an interior light, an exterior light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a telephone, a mobile phone, a tablet computer, a phablet, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall having a plurality of displays spliced together, a theater screen, a stadium screen, a light therapy device, or a signboard.

[0817] The light-emitting device may have excellent luminous efficiency and a long lifespan, and thus, the electronic device including the light-emitting device may have characteristics such as high brightness, high resolution, and low power consumption.

[0818] Figure 2 and Figure 3 description]

[0819] Figure 2 is a schematic cross-sectional view of an electronic device according to an embodiment.

[0820] Figure 2 The electronic device (e.g., a light-emitting device) may include a substrate 100, a thin film transistor (TFT), a light-emitting device, and a package part 300 that seals the light-emitting device.

[0821] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. A buffer layer 210 may be disposed on the substrate 100. The buffer layer 210 may prevent the penetration of impurities through the substrate 100 and may provide a flat surface on the substrate 100.

[0822] The TFT may be disposed on the buffer layer 210. The TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0823] The active layer 220 may include an inorganic semiconductor (such as silicon or polysilicon), an organic semiconductor, or an oxide semiconductor, and may include a source region, a drain region, and a channel region.

[0824] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be disposed on the active layer 220, and the gate electrode 240 may be disposed on the gate insulating film 230.

[0825] ​The interlayer insulating film 250 may be disposed on the gate electrode 240. The interlayer insulating film 250 may be disposed between the gate electrode 240 and the source electrode 260 to insulate the gate electrode 240 from the source electrode 260, and between the gate electrode 240 and the drain electrode 270 to insulate the gate electrode 240 from the drain electrode 270.

[0826] The source electrode 260 and the drain electrode 270 may be disposed on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 may be formed to expose the source region and the drain region of the active layer 220, and the source electrode 260 and the drain electrode 270 may respectively contact the exposed portions of the source region and the drain region of the active layer 220.

[0827] The TFT may be electrically connected to the light-emitting device to drive the light-emitting device, and may be covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The light-emitting device may be provided on the passivation layer 280. The light-emitting device may include a first electrode 110, an interlayer 130, and a second electrode 150.

[0828] The first electrode 110 may be disposed on the passivation layer 280. The passivation layer 280 may not completely cover the drain electrode 270 and may expose a part of the drain electrode 270. The first electrode 110 may be connected (e.g., electrically connected) to the exposed portion of the drain electrode 270.

[0829] The pixel defining film 290 including an insulating material may be disposed on the first electrode 110. The pixel defining film 290 may expose a region of the first electrode 110, and the interlayer 130 may be formed on the exposed region of the first electrode 110. The pixel defining film 290 may be a polyimide-based organic film or a polyacrylic acid-based organic film. Although not shown in Figure 2 Some layers of the interlayer 130 may extend beyond the upper portion of the pixel defining film 290 and be provided in the form of a common layer.

[0830] The second electrode 150 may be disposed on the interlayer 130, and a capping layer 170 may be further included on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0831] The encapsulation part 300 may be disposed on the capping layer 170. The encapsulation part 300 may be disposed on the light-emitting device to protect the light-emitting device from moisture and / or oxygen. The encapsulation part 300 may include: an inorganic film including silicon nitride (SiN x ) and silicon oxide (SiO x) Indium tin oxide, indium zinc oxide, or any combination thereof; an organic film including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resins (e.g., polymethyl methacrylate, polyacrylic acid, etc.), epoxy resins (e.g., aliphatic glycidyl ether (AGE), etc.), or any combination thereof; or any combination of an inorganic film and an organic film.

[0832] Figure 3 is a schematic cross-sectional view of an electronic device according to another embodiment.

[0833] Figure 3 The electronic device (e.g., a light-emitting device) and Figure 2 The electronic device may be different at least in that a light-shielding pattern 500 and a functional region 400 are further included on the encapsulation portion 300. The functional region 400 may be a color filter region, a color conversion region, or a combination of a color filter region and a color conversion region. In an embodiment, the light-emitting device included in Figure 3 The electronic device may be a series light-emitting device.

[0834] Figure 4 description of

[0835] Figure 4 is a schematic perspective view of an electronic device 1 including a light-emitting device according to an embodiment.

[0836] The electronic device 1 (which may be a device for displaying moving images or still images) may be not only a portable electronic device such as a mobile phone, a smart phone, a tablet personal computer (PC), a mobile communication terminal, an electronic notebook computer, an e-book, a portable multimedia player (PMP), a navigation device, or an ultra-mobile personal computer (UMPC), but also various products such as a television, a laptop computer, a monitor, a billboard, or an Internet of Things (IoT) device. The electronic device 1 may be any of the above products or a part thereof.

[0837] In an embodiment, the electronic device 1 may be a wearable device such as a smart watch, a watch phone, a glasses-type display, or a head-mounted display (HMD), or a part of a wearable device. However, the embodiment is not limited thereto.

[0838] ​Examples of the electronic device 1 may include an instrument panel of a vehicle, a center information display (CID) disposed on a center console or the instrument panel of the vehicle, an in-vehicle rearview mirror display replacing a sideview mirror of the vehicle, an entertainment display disposed on a rear seat of the vehicle or on a backrest of a front seat, a head-up display (HUD) mounted in front of the vehicle or projected onto a windshield, or a computer-generated hologram augmented reality head-up display (CGH AR HUD). For ease of explanation, Figure 4 illustrates an embodiment in which the electronic device 1 is a smart phone.

[0839] The electronic device 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device may implement an image through a two-dimensional pixel array disposed in the display area DA.

[0840] The non-display area NDA is an area where an image is not displayed and may surround (e.g., completely surround) the display area DA. A driver for supplying an electrical signal or power to a display element disposed in the display area DA may be disposed in the non-display area NDA. A pad to which an electronic component or a printed circuit board may be electrically connected may be disposed in the non-display area NDA.

[0841] In the electronic device 1, the length in the x-axis direction and the length in the y-axis direction may be different from each other. In an embodiment, as Figure 4 shown, the length in the x-axis direction may be less than the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be the same as the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be greater than the length in the y-axis direction.

[0842] Figure 5 and Figures 6A to 6C description]

[0843] Figure 5 is a schematic perspective view of the exterior of a vehicle 1000 as an electronic device including a light-emitting device according to an embodiment. Figures 6A to 6C are each a schematic view of the interior of the vehicle 1000 according to an embodiment.

[0844] Referring to Figure 5 、 Figure 6A 、 Figure 6B and Figure 6C , embodiments of the vehicle 1000 may include various devices for moving an object (such as a person, an object, or an animal) to be transported from a starting point to a destination point. Examples of the vehicle 1000 may include a vehicle traveling on a road or a track, a ship moving on an ocean or a river, and an airplane flying in the air by the action of air, etc.

[0845] ​The vehicle 1000 can travel on roads or tracks. The vehicle 1000 can move in a selected or given direction according to the rotation of at least one wheel. Examples of the vehicle 1000 can include three-wheeled or four-wheeled vehicles, construction machinery, two-wheeled vehicles, prime movers, bicycles, and trains traveling on tracks.

[0846] The vehicle 1000 can include a body having an interior and an exterior, and a chassis as a part other than the body in which mechanical equipment required for driving is installed. The exterior of the body can include a front panel, a hood, a roof panel, a rear panel, a trunk, and pillars provided at the boundaries between the doors, etc. The chassis of the vehicle 1000 can include a power generation device, a power transmission device, a driving device, a steering device, a braking device, a suspension device, a transmission device, a fuel device, and front and rear wheels and left and right wheels, etc.

[0847] The vehicle 1000 can include side window glasses 1100, a front window glass 1200, side mirrors 1300, an instrument panel 1400, a center console 1500, a passenger seat instrument panel 1600, and a display device 2.

[0848] The side window glasses 1100 and the front window glass 1200 can be divided by pillars arranged between the side window glasses 1100 and the front window glass 1200.

[0849] The side window glasses 1100 can be installed on the sides of the vehicle 1000. In an embodiment, the side window glasses 1100 can be installed on the doors of the vehicle 1000. A plurality of side window glasses 1100 can be provided and can face each other. In an embodiment, the side window glasses 1100 can include a first side window glass 1110 and a second side window glass 1120. In an embodiment, the first side window glass 1110 can be arranged adjacent to the instrument panel 1400, and the second side window glass 1120 can be arranged adjacent to the passenger seat instrument panel 1600.

[0850] In an embodiment, the side window glasses 1100 can be spaced apart from each other in the x-axis direction or the direction opposite to the x-axis direction. In an embodiment, the first side window glass 1110 and the second side window glass 1120 can be spaced apart from each other in the x-axis direction or the direction opposite to the x-axis direction. For example, the virtual straight line L connecting the side window glasses 1100 can extend in the x-axis direction or the direction opposite to the x-axis direction. In an embodiment, the virtual straight line L connecting the first side window glass 1110 and the second side window glass 1120 can extend in the x-axis direction or the direction opposite to the x-axis direction.

[0851] The front window glass 1200 can be installed in the front part of the vehicle 1000. The front window glass 1200 can be arranged between the side window glasses 1100 facing each other.

[0852] The side mirror 1300 can provide a rear view of the vehicle 1000. The side mirror 1300 can be mounted on the exterior of the vehicle body. In an embodiment, a plurality of side mirrors 1300 can be provided. For example, one of the plurality of side mirrors 1300 can be arranged outside the first side window glass 1110, and another one of the plurality of side mirrors 1300 can be arranged outside the second side window glass 1120.

[0853] The dashboard 1400 can be arranged in front of the steering wheel. The dashboard 1400 can include a tachometer, a speedometer, a coolant thermometer, a fuel gauge, a turn indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, a speedometer, an automatic shift selector indicator, a door open warning light, an engine oil warning light, and / or a low fuel warning light.

[0854] The center console 1500 can include a control panel on which buttons for adjusting an audio device, an air conditioning device, and a seat heater can be arranged. The center console 1500 can be arranged on one side of the dashboard 1400.

[0855] The passenger seat dashboard 1600 can be spaced apart from the dashboard 1400, and the center console 1500 is arranged between the dashboard 1400 and the passenger seat dashboard 1600. In an embodiment, the dashboard 1400 can be arranged corresponding to the driver's seat (not shown), and the passenger seat dashboard 1600 can be arranged corresponding to the passenger seat (not shown). In an embodiment, the dashboard 1400 can be adjacent to the first side window glass 1110, and the passenger seat dashboard 1600 can be adjacent to the second side window glass 1120.

[0856] In an embodiment, the display device 2 can include a display panel 3, and the display panel 3 can display an image. The display device 2 can be arranged inside the vehicle 1000. In an embodiment, the display device 2 can be arranged between the side window glasses 1100 facing each other. The display device 2 can be arranged on at least one of the dashboard 1400, the center console 1500, and the passenger seat dashboard 1600.

[0857] The display device 2 can include an organic light emitting display device, an inorganic light emitting display device, or a quantum dot display device, etc. Hereinafter, an organic light emitting display device including a light emitting device will be described as an example of the display device 2 according to an embodiment. However, various types of display devices as described above can be used in an embodiment.

[0858] Reference Figure 6A , the display device 2 can be arranged on the center console 1500. In an embodiment, the display device 2 can display navigation information. In an embodiment, the display device 2 can display information related to audio settings, video settings, or vehicle settings.

[0859] ReferenceFigure 6B The display device 2 can be arranged on the instrument panel 1400. In an embodiment, the instrument panel 1400 can display driving information and the like through the display device 2. For example, the instrument panel 1400 can digitally implement driving information and the like. The instrument panel 1400 can digitally display vehicle information and driving information as images. For example, the pointer and gauge of the tachometer and various warning lights or icons can be displayed through digital signals.

[0860] Reference Figure 6C The display device 2 can be arranged on the passenger seat instrument panel 1600. The display device 2 can be embedded in the passenger seat instrument panel 1600 or arranged on the passenger seat instrument panel 1600. In an embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 can display an image related to the information displayed on the instrument panel 1400 and / or related to the information displayed on the center console 1500. In an embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 can display information different from the information displayed on the instrument panel 1400 and / or different from the information displayed on the center console 1500.

[0861] [Manufacturing method]

[0862] The layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region can be formed in a selected region by using various methods such as vacuum deposition, spin coating, casting, Langmuir - Blodgett (LB) deposition, inkjet printing, laser printing, and laser - induced thermal imaging.

[0863] When the layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region are formed by vacuum deposition, the deposition can be carried out at a deposition temperature in the range of about 100 °C to about 500 °C, a vacuum degree in the range of about 10 -8 torr to about 10 -3 torr, and a deposition rate in the range of about to about , depending on the material to be included in the layer to be formed and the structure of the layer to be formed.

[0864] [Definition of terms]

[0865] As used herein, the term "C3 - C 60 carbocyclic group" can be a cyclic group composed of carbon atoms as the only ring - forming atoms and having 3 to 60 carbon atoms. For example, C3 - C 50 carbocyclic group, C3 - C 40 carbocyclic group, C3 - C 30 carbocyclic group, C3 - C 20 carbocyclic group, or C3 - C 10 carbocyclic group. As used herein, the term "C1 - C 60The "heterocyclic group" may be a cyclic group having 1 to 60 carbon atoms and further having at least one heteroatom as a ring-forming atom in addition to carbon atoms. For example, C1-C 50 heterocyclic group, C1-C 40 heterocyclic group, C1-C 30 heterocyclic group, C1-C 20 heterocyclic group or C1-C 10 heterocyclic group. C3-C 60 carbocyclic group and C1-C 60 heterocyclic group may each be a monocyclic group consisting of one ring or a polycyclic group in which two or more rings are fused to each other. For example, C1-C 60 The number of ring-forming atoms in the heterocyclic group may be 3 to 61.

[0866] As used herein, the term "cyclic group" may be C3-C 60 carbocyclic group or C1-C 60 heterocyclic group.

[0867] As used herein, the term "π-electron-rich C3-C 60 cyclic group" may have 3 to 60 carbon atoms and may not include *-N=*' as a ring-forming moiety. As used herein, the term "π-electron-deficient nitrogen-containing C1-C 60 heterocyclic group" may be a heterocyclic group having 1 to 60 carbon atoms and may include *-N=*' as a ring-forming moiety.

[0868] In an embodiment,

[0869] C3-C 60 The carbocyclic group may be a T1 group, or a group in which two or more T1 groups are fused to each other (for example, cyclopentadienyl, adamantyl, norbornyl, phenyl, pentaphenylenyl, naphthyl, azulyl, indacenyl, acenaphthylenyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthrenyl, perylenyl, pentaphenyl, heptaphenylenyl, tetracenyl, picenyl, hexaphenyl, pentacenyl, rubicenyl, corannulenyl, ovalenyl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthrenyl or indenanthracenyl),

[0870] C1-C 60The heterocyclic group may be a T2 group, a group in which two or more T2 groups are fused to each other, or a group in which at least one T2 group and at least one T1 group are fused to each other (e.g., pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthylindolyl, isoindolyl, benzisoindolyl, naphthylisoindolyl, benzosilolyl, benzothienyl, benzofuryl, carbazolyl, dibenzosilolyl, dibenzothienyl, dibenzofuryl, indolocarbazolyl, indolocarbazolyl, benzofurocarbazolyl, benzothienocarbazolyl, benzosilolocarbazolyl, benzindolocarbazolyl, benzocarbazolyl, benzonaphthofuryl, benzonaphthothienyl, benzonaphthosilolyl, benzofurodibenzofuryl, benzofurodibenzothienyl, benzothienodibenzothienyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafuryl, azadibenzosilolyl, azadibenzothienyl, azadibenzofuryl, etc.),

[0871] The π - electron - rich C3 - C 60 The cyclic group may be a T1 group, a group in which two or more T1 groups are fused to each other, a T3 group, a group in which two or more T3 groups are fused to each other, or a group in which at least one T3 group and at least one T1 group are fused to each other (e.g., C3 - C 60 carbocyclic group, 1H - pyrrolyl, silolyl, borolyl, 2H - pyrrolyl, 3H - pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthylindolyl, isoindolyl, benzisoindolyl, naphthylisoindolyl, benzosilolyl, benzothienyl, benzofuryl, carbazolyl, dibenzosilolyl, dibenzothienyl, dibenzofuryl, indolocarbazolyl, indolocarbazolyl, benzofurocarbazolyl, benzothienocarbazolyl, benzosilolocarbazolyl, benzindolocarbazolyl, benzocarbazolyl, benzonaphthofuryl, benzonaphthothienyl, benzonaphthosilolyl, benzofurodibenzofuryl, benzofurodibenzothienyl, benzothienodibenzothienyl, etc.),

[0872] The nitrogen - containing C1 - C with deficient π - electrons 60The heterocyclic group may be a T4 group, a group in which two or more T4 groups are fused to each other, a group in which at least one T4 group and at least one T1 group are fused to each other, a group in which at least one T4 group and at least one T3 group are fused to each other, or a group in which at least one T4 group, at least one T1 group and at least one T3 group are fused to each other (for example, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorene, azadibenzothiophene, azadibenzothiophene, azadibenzofuran, etc.), where

[0873] The T1 group may be cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl) group, norbornenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl or phenyl,

[0874] The T2 group may be furyl, thienyl, 1H-pyrrolyl, silolyl, borole, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azasilolyl, azaborole, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, tetrazinyl, pyrrolidinyl, imidazolidinyl, dihydropyrrolyl, piperidinyl, tetrahydropyridyl, dihydropyridyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyridazinyl or dihydropyridazinyl,

[0875] The T3 group may be furyl, thienyl, 1H-pyrrolyl, silolyl or borole, and

[0876] The T4 group may be 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azasilolyl, azaborole, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl or tetrazinyl.

[0877] As used herein, the terms "cyclic group", "C3-C 60 carbocyclic group", "C1-C 60 heterocyclic group", "π-electron-rich C3-C 60 cyclic group" and "nitrogen-containing π-electron-deficient C1-C 60 heterocyclic group" may each be a monovalent or polyvalent group (e.g., divalent, trivalent or tetravalent group, etc.) that is fused (e.g., joined together) with a cyclic group according to the structure of the formula using the corresponding term. For example, "phenyl" may be benzyl, phenyl or phenylene, etc., which can be readily understood by those of ordinary skill in the art according to the structure of the formula including "phenyl".

[0878] Examples of monovalent C3-C 60 carbocyclic groups and monovalent C1-C 60 heterocyclic groups may include C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic groups and monovalent non-aromatic fused heteropolycyclic groups. Examples of divalent C3-C 60 carbocyclic groups and divalent C1-C 60 heterocyclic groups may include C3-C 10 cycloalkylene, C1-C 10 heterocycloalkylene, C3-C 10 cycloalkenylene, C1-C 10 heterocycloalkenylene, C6-C 60 arylene, C1-C 60 heteroarylene, divalent non-aromatic fused polycyclic groups and divalent non-aromatic fused heteropolycyclic groups.

[0879] As used herein, the term "C1-C 60 alkyl" may be a straight-chain or branched monovalent aliphatic hydrocarbon group having 1 to 60 carbon atoms, e.g., C1-C 50 alkyl, C1-C 30 alkyl, C1-C 20 alkyl or C1-C 10Alkyl, and examples thereof may include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl and tert-decyl, etc. As used herein, the term "C1-C 60 Alkylene" may be a divalent group having the same structure as C1-C 60 alkyl.

[0880] As used herein, the term "C2-C 60 Alkenyl" may be a monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the end of C2-C 60 alkyl, for example, C2-C 30 alkenyl, C2-C 20 alkenyl or C2-C 10 alkenyl, and examples thereof may include vinyl, propenyl and butenyl, etc. As used herein, the term "C2-C 60 Alkenylene" may be a divalent group having the same structure as C2-C 60 alkenyl.

[0881] As used herein, the term "C2-C 60 Alkynyl" may be a monovalent hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the end of C2-C 60 alkyl, for example, C2-C 30 alkynyl, C2-C 20 alkynyl or C2-C 10 alkynyl, and examples thereof may include ethynyl and propynyl, etc. As used herein, the term "C2-C 60 Alkynylene" may be a divalent group having the same structure as C2-C 60 alkynyl.

[0882] As used herein, the term "C1-C 60 Alkoxy" may be a monovalent group represented by -O(A 101 )(where A 101 may be C1-C 60 alkyl), for example, C1-C 30 alkoxy, C1-C 20 alkoxy or C1-C 10 alkoxy, and examples thereof may include methoxy, ethoxy and isopropoxy, etc.

[0883] As used herein, the term "C3-C 10"Cycloalkyl" may have a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and examples thereof may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, and bicyclo[2.2.2]octyl, etc. As used herein, the term "C3-C 10 "Subcycloalkyl" may be a divalent group having the same structure as C3-C 10 cycloalkyl.

[0884] As used herein, the term "C1-C 10 "Heterocycloalkyl" may be a monovalent cyclic group having 1 to 10 carbon atoms that further includes at least one heteroatom as a ring-forming atom in addition to carbon atoms, and examples thereof may include 1,2,3,4-oxadiazolyl, tetrahydrofuryl, and tetrahydrothienyl, etc. As used herein, the term "C1-C 10 "Subheterocycloalkyl" may be a divalent group having the same structure as C1-C 10 heterocycloalkyl.

[0885] As used herein, the term "C3-C 10 "Cycloalkenyl" may be a monovalent cyclic group having 3 to 10 carbon atoms and having at least one carbon-carbon double bond in its ring structure and no aromaticity, and examples thereof may include cyclopentenyl, cyclohexenyl, and cycloheptenyl, etc. As used herein, the term "C3-C 10 "Subcycloalkenyl" may be a divalent group having the same structure as C3-C 10 cycloalkenyl.

[0886] As used herein, the term "C1-C 10 "Heterocycloalkenyl" may be a monovalent cyclic group having 1 to 10 carbon atoms, further including at least one heteroatom as a ring-forming atom in addition to carbon atoms, and having at least one double bond in its ring structure. Examples of C1-C 10 heterocycloalkenyl may include 4,5-dihydro-1,2,3,4-oxadiazolyl, 2,3-dihydrofuryl, and 2,3-dihydrothienyl, etc. As used herein, the term "C1-C 10 "Subheterocycloalkenyl" may be a divalent group having the same structure as C1-C 10 heterocycloalkenyl.

[0887] As used herein, the term "C6-C 60 "Aryl" may be a monovalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms. For example, C6-C 50 aryl, C6-C 40 aryl, C6-C 30 aryl, C6-C20 An aryl or C6-C 15 aryl, and as used herein, the term "C6-C 60 arylene" may be a divalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms. C6-C 60 Examples of aryl may include phenyl, pentaphenylenyl, naphthyl, azulenyl, indacenyl, acenaphthylenyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthrenyl, perylenyl, pentaphenyl, heptaphenylenyl, tetracenyl, picenyl, hexaphenyl, pentaphenyl, rubicenyl, coronenyl, ovalenyl, etc. When C6-C 60 aryl and C6-C 60 arylene each include two or more rings, the two or more rings may be fused to each other.

[0888] As used herein, the term "C1-C 60 heteroaryl" may be a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms that further includes at least one heteroatom as a ring-forming atom in addition to carbon atoms. For example, C1-C 50 heteroaryl, C1-C 40 heteroaryl, C1-C 30 heteroaryl, C1-C 20 heteroaryl or C1-C 10 heteroaryl. As used herein, the term "C1-C 60 heteroarylene" may be a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms that further includes at least one heteroatom as a ring-forming atom in addition to carbon atoms. C1-C 60 Examples of heteroaryl may include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, benzoquinolinyl, isoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl, naphthyridinyl, etc. When C1-C 60 heteroaryl and C1-C 60 heteroarylene each include two or more rings, the two or more rings may be fused to each other.

[0889] As used herein, the term "monovalent non-aromatic fused polycyclic group" may be a monovalent group having two or more rings fused to each other, with only carbon atoms as ring-forming atoms and no aromaticity in its overall molecular structure (e.g., having 8 to 60 carbon atoms). For example, C8-C 60 monovalent non-aromatic fused polycyclic group, C8-C 50 monovalent non-aromatic fused polycyclic group, C8-C 40 monovalent non-aromatic fused polycyclic group, C8-C 30 monovalent non-aromatic fused polycyclic group or C8-C20 Monovalent non-aromatic fused polycyclic group. Examples of the monovalent non-aromatic fused polycyclic group may include indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenoanthracenyl, indenoacenaphthylenyl, etc. As used herein, the term "divalent non-aromatic fused polycyclic group" may be a divalent group having the same structure as the monovalent non-aromatic fused polycyclic group.

[0890] As used herein, the term "monovalent non-aromatic fused heteropolycyclic group" may be a monovalent group having two or more rings fused to each other, further including at least one heteroatom as a ring-forming atom in addition to carbon atoms, and having no aromaticity in its molecular structure as a whole (e.g., having 1 to 60 carbon atoms), e.g., C1-C 60 Monovalent non-aromatic fused heteropolycyclic group, C1-C 50 Monovalent non-aromatic fused heteropolycyclic group, C1-C 40 Monovalent non-aromatic fused heteropolycyclic group, C1-C 30 Monovalent non-aromatic fused heteropolycyclic group or C1-C 20 Monovalent non-aromatic fused heteropolycyclic group. Examples of the monovalent non-aromatic fused heteropolycyclic group may include pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthylindolyl, isoindolyl, benzisoindolyl, naphthylisoindolyl, benzosilolyl, benzothienyl, benzofuryl, carbazolyl, dibenzosilolyl, dibenzothienyl, dibenzofuryl, azacarbazolyl, azafurylenyl, azadibenzosilolyl, azadibenzothienyl, azadibenzofuryl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, benzoxadiazolyl, benzothiadiazolyl, imidazopyridyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, indocarbazolyl, indolocarbazolyl, benzofurocarbazolyl, benzothienocarbazolyl, benzosilolocarbazolyl, benzindolocarbazolyl, benzocarbazolyl, benzonaphthofuryl, benzonaphthothienyl, benzonaphthosilolyl, benzofurodibenzofuryl, benzofurodibenzothienyl, and benzothienodibenzothienyl, etc. As used herein, the term "divalent non-aromatic fused heteropolycyclic group" may be a divalent group having the same structure as the monovalent non-aromatic fused heteropolycyclic group.

[0891] As used herein, the term "C6-C 60 Aryloxy" may be a group represented by -O(A 102 )(where A 102 may be C6-C 60 Aryl), for example, C6-C 50 Aryloxy, C6-C 40 Aryloxy, C6-C30 aryloxy, C6-C 20 aryloxy or C6-C 15 aryloxy, as used herein the term "C6-C 60 arylthio" may be a group represented by -S(A 103 )(wherein A 103 may be C6-C 60 aryl), for example, C6-C 50 arylthio, C6-C 40 arylthio, C6-C 30 arylthio, C6-C 20 arylthio or C6-C 15 arylthio, and as used herein the term "C6-C 60 arylselenyl" may be a group represented by -Se(A 108 )(wherein A 108 may be C6-C 60 aryl), for example, C6-C 50 arylselenyl, C6-C 40 arylselenyl, C6-C 30 arylselselenyl, C6-C 20 arylselenyl or C6-C 15 arylselenyl.

[0892] As used herein the term "C7-C 60 aralkyl" may be a group represented by -(A 104 )(A 105 (wherein A 104 may be C1-C 54 alkylene, and A 105 may be C6-C 59 aryl), for example, C7-C 50 aralkyl, C7-C 40 aralkyl, C7-C 30 aralkyl, C7-C 20 aralkyl or C7-C 15 aralkyl, and as used herein the term "C2-C 60 heteroaralkyl" may be a group represented by -(A 106 )(A 107 (wherein A 106 may be C1-C 59 alkylene, and A 107 may be C1-C 59 heteroaryl), for example, C2-C 50 heteroaralkyl, C2-C 40 heteroaralkyl, C2-C 30 heteroaralkyl, C2-C 20Heteroaralkyl or C2-C 15 heteroaralkyl.

[0893] In this specification, the group "R 10a " may be:

[0894] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0895] each unsubstituted or substituted by the following C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy, C6-C 60 arylthio, C7-C 60 aralkyl, C2-C 60 heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0896] each unsubstituted or substituted by the following C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy, C6-C 60 arylthio, C7-C 60 aralkyl or C2-C 60 heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy, C6-C 60 arylthio, C7-C 60 aralkyl, C2-C60 Heteroalkyl, -Si(Q 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ), -P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0897] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ).

[0898] In this specification, Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 may each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxy; cyano; nitro; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C 60 alkynyl; C1-C 60 alkoxy; or a C3-C 60 carbocyclic group, a C1-C 60 heterocyclic group, a C7-C 60 aralkyl or a C2-C 60 heteroalkyl, each unsubstituted or substituted by: deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group or any combination thereof.

[0899] As used herein, the term "heteroatom" may be any atom other than a carbon atom and a hydrogen atom. Examples of heteroatoms may include O, S, N, P, Si, B, Ge, Se and any combination thereof.

[0900] In this specification, examples of the "transition metal" may include hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), gold (Au), etc.

[0901] In this specification, the term "Ph" refers to phenyl, the term "Me" refers to methyl, the term "Et" refers to ethyl, the terms "ter-Bu" and "Bu t " each refer to tert-butyl, and the term "OMe" refers to methoxy.

[0902] As used herein, the term "biphenyl" may be "phenyl substituted with phenyl". For example, "biphenyl" may be a substituted phenyl having a C6-C 60 aryl as a substituent.

[0903] As used herein, the term "terphenyl" may be "phenyl substituted with biphenyl". For example, "terphenyl" may be a substituted phenyl having a C6-C 60 aryl substituted with a C6-C 60 aryl as a substituent.

[0904] In this specification, unless otherwise defined, the symbols * and *' as used herein each refer to the bonding site with an adjacent atom in the corresponding formula or moiety.

[0905] In this specification, the terms "x-axis", "y-axis", and "z-axis" are not limited to the three axes in an orthogonal coordinate system (e.g., a Cartesian coordinate system), and may be interpreted in a broader sense than the three axes in the aforementioned orthogonal coordinate system. For example, the x-axis, y-axis, and z-axis may describe axes that are orthogonal to each other or may describe axes in different directions that are not orthogonal to each other.

[0906] Hereinafter, the heterocyclic compound according to an embodiment and the light-emitting device according to an embodiment will be described in detail with reference to Synthesis Examples and Examples. The expression "using B instead of A" used in the Synthesis Examples means using the same molar equivalent of B instead of A.

[0907] [Synthesis Examples]

[0908] Synthesis Example 1: Synthesis of Compound 8

[0909]

[0910] Synthesis of Intermediate 8-a

[0911] Under argon atmosphere, N1,N3-di([1,1'-biphenyl]-2-yl)-5-(tert-butyl)benzene-1,3-diamine (10 g, 21 mmol), N-([1,1'-biphenyl]-3-yl)-N-(3-([1,1'-biphenyl]-3-yloxy)-5-bromophenyl)-[1,1':3',1"-terphenyl]-2'-amine (30.7 g, 42 mmol), Pd2dba3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (P(t-Bu)3, 1.6 mL, 3.8 mmol) and sodium tert-butoxide (Na2PO4) were added to a molten-dryl aq. tBuO, 11.5g, 120mmol) was put into a 2L flask and dissolved in 300mL of o-xylene. The reaction solution was stirred at 140°C for 2 hours. After cooling, water (1L) and ethyl acetate (300mL) were added thereto for extraction, and the organic layer was collected therefrom, MgSO was used for drying, and filtered. The filtered solution was decompressed to remove the solvent therefrom, and the solid obtained was purified and separated by column chromatography using silica gel (using CH Cl and hexane as developing solvents) to obtain intermediate 8-a (white solid, 19g, 52%).

[0912] ESI-LCMS: [M]+: C 130 H 98 N4O2, 1746.7716.

[0913] Synthesis of Compound 8

[0914] Under argon atmosphere, intermediate 8-a (10g, 5.7mmol) is put into 1L flask and dissolved in 200mL of o-dichlorobenzene, and BBr (3 equivalents) is added thereto. The reaction solution is stirred at 140°C for 12 hours. After cooling, triethylamine is added thereto to terminate the reaction, the solvent is removed therefrom under reduced pressure, and the solid obtained is purified and separated by column chromatography using silica gel (using CH2Cl2 and hexane as developing solvents) to obtain compound 8 (yellow solid, 1.2g, 12%).

[0915] ESI-LCMS: [M]+: C 130 H 89 B3N4O2, 1770.7371.

[0916] 1H-NMR (CDCl3): δ=8.78(d,4H),8.20(d,4H),8.10(3,2H),7.75(d,8H),7.48(m,30H),7.41(m,8H ),7.33(m,4H),7.25(s,2H),7.15(t,2H),7.08(m,12H),6.88(s,2H),6.55(s,2H),1.32(s,9H).

[0917] Synthesis Example 2: Synthesis of Compound 17

[0918]

[0919] Synthesis of Intermediate 17-a

[0920] Under argon atmosphere, 5-(tert-butyl)-N1,N3-bis(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)benzene-1,3-diamine (10 g, 13.6 mmol), 9-(3-bromo-5-(phenoxy-2,3,4,5-d4)phenyl)-9H-carbazole-1,2,3,4,5,6,7-d7 (11.6 g, 27.2 mmol), Pd2dba3 (0.6 g, 0.7 mmol), tri-tert-butylphosphine (0.6 mL, 1.4 mmol) and sodium tert-butoxide (4.4 g, 45mmol) was placed in a 1L flask and dissolved in 100mL of o-xylene, and the reaction solution was stirred at 140°C for 12 hours. After cooling, water (1L) and ethyl acetate (300mL) were added thereto for extraction, and the organic layer was collected therefrom, dried using MgSO4, and filtered. The filtered solution was decompressed to remove the solvent therefrom, and the solid obtained was purified and separated by column chromatography using silica gel (using CH2Cl2 and hexane as developing solvents) to obtain intermediate 17-a (white solid, 10.3g, 54%).

[0921] ESI-LCMS: [M]+: C 102 H 64 D 22 N4O2, 1420.8114.

[0922] Synthesis of Compound 17

[0923] Under argon atmosphere, intermediate 17-a (10g, 7mmol) is put into 1L flask and dissolved in 200mL of o-dichlorobenzene, and BBr (3 equivalents) is added thereto. The reaction solution is stirred at 140°C for 12 hours. After cooling, triethylamine is added thereto to terminate the reaction, the solvent is removed therefrom under reduced pressure, and the solid obtained is purified and separated by column chromatography using silica gel (using CH2Cl2 and hexane as developing solvents) to obtain compound 17 (yellow solid, 1.32g, 13%).

[0924] ESI-LCMS: [M]+: C 102 H 55 D 22 B3N4O2, 1444.7786.

[0925] 1 H-NMR (CDCl3): δ=7.41 (s, 4H), 7.24 (m, 12H), 7.05 (m, 8H), 6.88 (s, 2H), 1.38 (s, 27H).

[0926] Synthesis Example 3: Synthesis of Compound 24

[0927]

[0928] Synthesis of Intermediate 24-a

[0929] Under argon atmosphere, 5-(tert-butyl)-N1,N3-bis(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)benzene-1,3-diamine (10 g, 13.6 mmol), 10-(3-bromo-5-(phenylthio)phenyl)-10H-phenothiazine (12.6 g, 27.2 mmol), Pd2dba3 (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 placed in a flask. 2L flask and dissolved in 300mL of o-xylene, and the reaction solution was stirred for 2 hours at 140°C. After cooling, water (1L) and ethyl acetate (300mL) were added thereto for extraction, and the organic layer was collected therefrom, dried using MgSO4, and filtered. The filtered solution was decompressed to remove the solvent therefrom, and the solid obtained was purified and separated by column chromatography using silica gel (using CH2Cl2 and hexane as developing solvents) to obtain intermediate 24-a (white solid, 11.2g, 55%).

[0930] ESI-LCMS: [M]+: C 102 H 86 N4S4, 1494.5744.

[0931] Synthesis of Compound 24

[0932] Under an argon atmosphere, the intermediate 24-a (10 g, 6.7 mmol) was placed in a 1 L flask and dissolved in 200 mL of o-dichlorobenzene, and BBr3 (3 equivalents) was added thereto. The reaction solution was stirred at 140 °C for 12 hours. After cooling, triethylamine was added thereto to terminate the reaction, the solvent was removed therefrom under reduced pressure, and the obtained solid was purified and separated by column chromatography using silica gel (using CH2Cl2 and hexane as developing solvents) to obtain Compound 24 (yellow solid, 1.11 g, 13%).

[0933] ESI-LCMS: [M]+: C 102 H 77 B3N4S4, 1518.5334.

[0934] 1 1H-NMR (CDCl3): δ = 8.82 (d, 4H), 7.77 (m, 4H), 7.62 (m, 4H), 7.53 (m, 4H), 7.43 (s, 4H), 7.28 (m, 12H), 7.21 (m, 8H), 7.12 (m, 8H), 6.94 (s, 2H), 1.42 (s, 27H).

[0935] Synthesis Example 4: Synthesis of Compound 40

[0936]

[0937] Intermediate 40-a

[0938] Under 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, 13.6 mmol), 5-([1,1':3',1"-terphenyl]-2'-yl)-10-(3-bromo-5-(phenylthio)phenyl)-5,10-dihydrophenazine (18.4 g, 27.2 mmol), Pd2dba3 (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 placed in a 2L flask and dissolved in 300 mL of o-xylene, and the reaction solution was stirred at 140°C for 2 hours. After cooling, water (1L) and ethyl acetate (300mL) were added thereto for extraction, and the organic layer was collected therefrom, dried using MgSO4, and filtered. The filtered solution was decompressed to remove the solvent therefrom, and the solid obtained was purified and separated by column chromatography using silica gel (using CH2Cl2 and hexane as developing solvents) to obtain intermediate 40-a (white solid, 13g, 50%).

[0939] ESI-LCMS: [M]+: C 138 H 112 N6S2, 1916.8114.

[0940] Synthesis of Compound 40

[0941] Under argon atmosphere, intermediate 40-a (10g, 5.2mmol) is put into 1L flask and dissolved in 200mL of o-dichlorobenzene, and BBr (3 equivalents) is added thereto. The reaction solution is stirred at 140°C for 12 hours. After cooling, triethylamine is added thereto to terminate the reaction, the solvent is removed therefrom under reduced pressure, and the solid obtained is purified and separated by column chromatography using silica gel (using CH2Cl2 and hexane as developing solvents) to obtain compound 40 (yellow solid, 1.11g, 13%).

[0942] ESI-LCMS: [M]+: C 138 H 103 B3N6S2, 1940.8040.

[0943] 1H-NMR (CDCl3): δ=8.67(d,4H),8.20(d,4H),7.47(m,12H),7.41(t,2H),7.35(d,2H),7.28(m,12H ),7.23(m,2H),7.12(m,8H),7.05(m,8H),6.99(s,2H),6.88(m,16H),1.42(s,18H),1.23(s,9H).

[0944] Synthesis Example 5: Synthesis of Compound 67

[0945]

[0946] Synthesis of Intermediate 67-a

[0947] Under argon atmosphere, 5-(tert-butyl)-N1,N3-bis(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)benzene-1,3-diamine (10 g, 13.6 mmol), 9-(3-bromo-5-(phenoxy-2,3,4,5-d4)phenyl)-9H-4,9'-bicarbazole-2,3,5,6,7,8-d6 (16 g, 27.2 mmol), Pd2dba3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol) and sodium tert-butoxide (11 g, 4 mmol) were added. .5g, 120mmol) was placed in a 2L flask and dissolved in 300mL of o-xylene, and the reaction solution was stirred at 140°C for 2 hours. After cooling, water (1L) and ethyl acetate (300mL) were added thereto for extraction, and the organic layer was collected therefrom, dried using MgSO4, and filtered. The filtered solution was decompressed to remove the solvent therefrom, and the solid obtained was purified and separated by column chromatography using silica gel (using CH2Cl2 and hexane as developing solvents) to obtain intermediate 67-a (white solid, 11g, 49%).

[0948] ESI-LCMS: [M]+: C 118 H 64 D 20 N6O2, 1636.1312.

[0949] Synthesis of Compound 67

[0950] Under argon atmosphere, intermediate 67-a (10 g, 6.1 mmol) was placed in a 1 L flask and dissolved in 200 mL of o-dichlorobenzene, and BBr (3 equivalents) was added thereto. The reaction solution was stirred at 140 ° C for 12 hours. After cooling, triethylamine was added thereto to terminate the reaction, the solvent was removed therefrom under reduced pressure, and the solid obtained was purified and separated by column chromatography using silica gel (using CH Cl and hexane as developing solvents) to obtain compound 67 (yellow solid, 1.2 g, 12%).

[0951] ESI-LCMS: [M]+: C 118 H 55 D 20 B3N6O2, 1660.7574.

[0952] 1 H-NMR (CDCl3): δ=8.55(d,4H),8.20(d,4H),7.55(m,4H),7.44(s,2H),7.37 (m,4H),7.21(m,2H),7.15(m,12H),7.01(m,8H),6.88(s,2H),1.26(s,9H).

[0953] Synthesis Example 6: Synthesis of Compound 87

[0954]

[0955] Synthesis of Intermediate 87-a

[0956] Under argon atmosphere, N1,N3-bis(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)-5-(dibenzo[b,d]furan-4-yl)benzene-1,3-diamine (10 g, 11.8 mmol), 3,3"-((5-iodo-1,3-phenylene)bis(oxy))-di-1,1'-biphenyl (13 g, 23.7 mmol), Pd2dba3 (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 placed in a 2L flask and dissolved in 300 mL of o-xylene, and the reaction solution was stirred at 140°C for 2 hours. After cooling, water (1L) and ethyl acetate (300mL) were added thereto for extraction, and the organic layer was collected therefrom, dried using MgSO4, and filtered. The filtered solution was decompressed to remove the solvent therefrom, and the solid obtained was purified and separated by column chromatography using silica gel (using CH2Cl2 and hexane as developing solvents) to obtain intermediate 87-a (white solid, 10.3 g, 52%).

[0957] ESI-LCMS: [M]+: C 122 H 94 N2O5, 1666.7213.

[0958] Synthesis of Compound 87

[0959] Under an argon atmosphere, the intermediate 87-a (10 g, 6 mmol) was placed in a 1 L flask and dissolved in 200 mL of o-dichlorobenzene, and BBr3 (3 equivalents) was added thereto. The reaction solution was stirred at 140 °C for 12 hours. After cooling, triethylamine was added thereto to terminate the reaction, the solvent was removed therefrom under reduced pressure, and the obtained solid was purified and separated by column chromatography using silica gel (using CH2Cl2 and hexane as the developing solvents) to obtain Compound 87 (yellow solid, 1.7 g, 20%).

[0960] ESI-LCMS: [M]+: C 122 H 85 B3N2O5, 1690.6727.

[0961] 1 H-NMR (CDCl3): δ = 8.08 (m, 3H), 7.91 (s, 4H), 7.88 (s, 4H), 7.80 (m, 8H), 7.63 (m, 12H), 7.55 (m, 8H), 7.43 (m, 12H), 7.13 (m, 8H), 6.93 (s, 2H), 6.55 (s, 2H), 1.43 (s, 18H), 1.32 (s, 9H).

[0962] Synthesis Example 7: Synthesis of Compound 89

[0963]

[0964] Synthesis of Intermediate 89-a

[0965] Under argon atmosphere, N1,N3-di([1,1':3',1"-terphenyl]-2'-yl)-5-(tert-butyl)benzene-1,3-diamine (10 g, 16 mmol), 9-(3-(([1,1'-biphenyl]-4-yl-2,3,5,6-d4)oxy)-5-iodophenyl)-3,6-diphenyl-9H-carbazole-1,2,4,5,7,8-d6 (22.5 g, 32.2 mmol), Pd2dba3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol) and sodium tert-butoxide were added. 89-a (white solid, 13.8 g, 49%) was obtained.

[0966] ESI-LCMS: [M]+: C 130 H 74 D 20 N4O2, 1762.8661.

[0967] Synthesis of Compound 89

[0968] Under argon atmosphere, intermediate 89-a (13g, 7.4mmol) is put into 1L flask and dissolved in 200mL of o-dichlorobenzene, and BBr (3 equivalents) is added thereto. The reaction solution is stirred at 140°C for 12 hours. After cooling, triethylamine is added thereto to terminate the reaction, the solvent is removed therefrom under reduced pressure, and the solid obtained is purified and separated by column chromatography using silica gel (using CH2Cl2 and hexane as developing solvents) to obtain compound 89 (yellow solid, 2.37g, 17%).

[0969] ESI-LCMS: [M]+: C 130 H 69 D 16 B3N4O2, 1782.8011

[0970] 1 H-NMR (CDCl3): δ = 7.51 (m, 4H), 7.43 (m, 12H), 7.40 (m, 2H), 7.22 (m, 20H), 7.08 (m, 8H), 6.88 (s, 2H), 6.52 (s, 2H), 1.29 (s, 9H).

[0971] Synthesis Example 8: Synthesis of Compound 101

[0972]

[0973] Synthesis of Intermediate 101-a

[0974] Under argon atmosphere, 5-(tert-butyl)-N1,N3-bis(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)benzene-1,3-diamine (10 g, 13.6 mmol), 3,3"-((5-iodo-1,3-phenylene)bis(oxy))-di-1,1'-biphenyl (14.7 g, 27.2 mmol), Pd2dba3 (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 put into a 2L flask and dissolved in 300 mL of o-xylene, and the reaction solution was stirred at 140° C. for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added thereto for extraction, and the organic layer was collected therefrom, dried using MgSO4, and filtered. The filtered solution was decompressed to remove the solvent therefrom, and the obtained solid was purified and separated by column chromatography using silica gel (using CH 2 Cl 2 and hexane as developing solvents) to obtain Intermediate 101-a (white solid, 11 g, 52%).

[0975] ESI-LCMS: [M]+: C 114 H 96 N2O4, 1556.7440.

[0976] Synthesis of Compound 101

[0977] Under argon atmosphere, intermediate 101-a (11 g, 7 mmol) was placed in a 1 L flask and dissolved in 200 mL of o-dichlorobenzene, and BBr (3 equivalents) was added thereto. The reaction solution was stirred at 140 ° C for 12 hours. After cooling, triethylamine was added thereto to terminate the reaction, the solvent was removed therefrom under reduced pressure, and the solid obtained was purified and separated by column chromatography using silica gel (using CH Cl and hexane as developing solvents) to obtain compound 101 (yellow solid, 2.23 g, 20%).

[0978] ESI-LCMS: [M]+: C 114 H 87 B3N2O4, 1580.6974.

[0979] 11H-NMR (CDCl3): δ = 7.99 (s, 4H), 7.89 (d, 4H), 7.75 (d, 4H), 7.62 (m, 16H), 7.43 (m, 12H), 7.08 (m, 8H), 7.00 (s, 2H), 6.58 (s, 2H), 1.37 (s, 18H), 1.29 (s, 9H).

[0980] [Table 1]

[0981]

[0982]

[0983] Evaluation Example 1: Evaluation of Compound Properties

[0984] For the compounds of Examples 1 to 8 and Comparative Examples 1 to 4, the HOMO energy level, absorption wavelength in solution (λ Abs ), emission wavelength in solution (λ emi ), the difference between the maximum absorption wavelength at the absorption energy and the maximum emission wavelength at the emission energy (Stokes shift), luminescence efficiency (photoluminescence quantum yield, PLQY), and delayed fluorescence rate (delayed fluorescence lifetime, τD) were measured, and the results are shown in Table 2.

[0985] λ was measured using LabSolutions UV-Vis software on a UV-1800 UV / visible scanning spectrophotometer equipment available from Shimadzu Ltd. (equipped with a deuterium / tungsten-halogen light source and a silicon photodiode). Abs . λ was measured using FluorEssence software on a FluoroMax+ spectrometer equipment available from Horiba Ltd. (equipped with a xenon light source and a monochromator). emi . The HOMO energy level was measured using Smart Manager software on an SP2 electrochemical workstation equipment available from Zive Lab Ltd. The PLQY was measured using PLQY measurement software on a Quantaurus-QY Absolute PL quantum yield spectrometer equipment available from Hamamatsu Ltd. (equipped with a xenon light source, a monochromator, a photon multi-channel analyzer, and an integrating sphere). τD was measured at 300 K using a fluorescence lifetime measurement device C11367-01 available from Hamamatsu Ltd.

[0986] [Table 2]

[0987]

[0988]

[0989] Referring to Table 2, it was confirmed that the dopant compounds of Examples 1 to 8 have deep HOMO energy levels and narrow Stokes shift values, and exhibit fast delayed fluorescence equal to or less than 20 μs, thus having high TADF properties.

[0990] [Example]

[0991] Example 1

[0992] As the anode, a glass substrate (product of Corning Incorporated) having a 15 Ω / cm 2 ITO electrode formed thereon was cut into a size of 50 mm × 50 mm × 0.7 mm, cleaned by ultrasonic treatment in isopropyl alcohol and pure water for 5 minutes each, irradiated with ultraviolet light and exposed to ozone for 30 minutes, and mounted on a vacuum deposition apparatus.

[0993] NPD was deposited on the anode to form a hole injection layer with a thickness of Compound HT6 was deposited on the hole injection layer to form a hole transport layer with a thickness of CzSi was deposited on the hole transport layer to form an electron blocking layer with a thickness of

[0994] The host mixture (wherein Compound HTH53 and Compound ETH66 according to the respective embodiments were mixed at a weight ratio of 1:1), Compound PD33, and Compound 8 were co-deposited thereon at a weight ratio of 85:14:1 to form an emission layer with a thickness of TSPO1 was deposited on the emission layer to form a hole blocking layer with a thickness of TPBi was deposited on the hole blocking layer to form an electron transport layer with a thickness of LiF was deposited on the electron transport layer to form an electron injection layer with a thickness of Al was deposited thereon to form a LiF / Al electrode (cathode) with a thickness of Compound HT28 was deposited on the cathode to form a capping layer with a thickness of Thereby completing the fabrication of the light-emitting device. Each layer was formed by vacuum deposition.

[0995]

[0996]

[0997] [Examples 2 to 8 and Comparative Examples 1 to 4]

[0998] ​A light-emitting device was fabricated in substantially the same manner as in Example 1, except that in forming the emission layer, the corresponding compounds shown in Table 3 were used as the host, sensitizer, and dopant.

[0999] Evaluation Example 2: Evaluation of Characteristics of Light-Emitting Device

[1000] For the light-emitting devices of Examples 1 to 8 and Comparative Examples 1 to 4, the device efficiency and device lifetime were evaluated, and the results are shown in Table 3. The driving voltage and current density were measured using a V7000 OLED IVL test system (PolarOnix Inc.). To evaluate the characteristics of the fabricated light-emitting devices, the driving voltage (V) and efficiency (cd / A / y) at a current density of 10 mA / cm 2 were measured. Specifically, a Keithley MU 236 and a luminance meter PR650 were used to measure the driving voltage (V), luminous efficiency (cd / A / y), and emission wavelength at a luminance of 1000 cd / m 2 . In evaluating the relative device lifetime (i.e., lifetime (T95)), the time it took for the luminance to degrade to 95% of the initial value when each light-emitting device was continuously driven at a current density of 10 mA / cm 2 was measured and compared with the time measured in Comparative Example 1.

[1001] [Table 3]

[1002]

[1003]

[1004] Referring to Table 3, it was confirmed that the light-emitting devices according to Examples 1 to 8 had characteristics of low driving voltage, high top emission efficiency, long lifetime, and high color purity compared to the light-emitting devices according to Comparative Examples 1 to 4.

[1005] According to an embodiment, the light-emitting device may include a heterocyclic compound represented by Formula 1, thereby having excellent characteristics such as low driving voltage, high top emission efficiency, long lifetime, and high color purity, and high-quality electronic devices and electronic apparatuses can be manufactured by using the light-emitting device.

[1006] 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 instances, as will be apparent to those of ordinary skill in the art, features, characteristics, and / or elements described in connection with an embodiment may be used alone or in combination with features, characteristics, and / or elements described in connection with other embodiments, unless specifically indicated otherwise. Accordingly, those of ordinary skill in the art will understand that various changes in form and detail may be made without departing from the spirit and scope of the present disclosure as set forth in the claims.

Claims

1. A light-emitting device, comprising: a first electrode; a second electrode facing the first electrode; a laminate between the first electrode and the second electrode and including an emission layer; and a heterocyclic compound represented by Formula 1: Formula 1 wherein in Formula 1, X1 is O, S, Se, N(E 11 ), C(=O), C(E 11 )(E 12 ) or Si(E 11 )(E 12 ), X2 is O, S, Se, N(E 21 ), C(=O), C(E 21 )(E 22 ) or Si(E 21 )(E 22 ), Y1 is O, S, Se, N(E 31 ), C(=O), C(E 31 )(E 32 ) or Si(E 31 )(E 32 ), Y2 is O, S, Se, N(E 41 ), C(=O), C(E 41 )(E 42 ) or Si(E 41 )(E 42 ), X 31 is C(R 31 ) or N, X 32 is C(R 32 ) or N, X 33 is C(R 33 ) or N, X 34 is C(R 34 ) or N, X 35 is C(R 35 ) or N, X 36 is C(R 36 ) or N, X 37 is C(R 37 ) or N, X 38 is C(R 38 ) or N, X 39 is C(R 39 ) or N, X 41 is C(R 41 ) or N, X 42 is C(R 42 ) or N, X 43 is C(R 43 ) or N, X 44 is C(R 44 ) or N, X 45 is C(R 45 ) or N, X 46 is C(R 46 ) or N, X 47 is C(R 47 ) or N, X 48 is C(R 48 ) or N, X 49 is C(R 49 ) or N, Z1 and Z2 are each independently N or P, Ring CY 11 to Ring CY 13 、Ring CY 21 to Ring CY 23 and Ring CY3 are each independently a C5-C 60 carbocyclic group or a C1-C 60 heterocyclic group, R 11 to R 13 、R 21 to R 23 、R 31 to R 39 、R 41 to R 49 、R5、E 11 、E 12 、E 21 、E 22 、E 31 、E 32 、E 41 and E 42 Each independently is hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 alkenyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 alkynyl, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkoxy, unsubstituted or substituted by at least one R 10a substituted C3-C 60 carbocyclic group, unsubstituted or substituted by at least one R 10a substituted C1-C 60 heterocyclic group, unsubstituted or substituted by at least one R 10a substituted C6-C 60 aryloxy, unsubstituted or substituted by at least one R 10a substituted C6-C 60 arylthio, unsubstituted or substituted by at least one R 10a substituted C6-C 60 arylseleno, unsubstituted or substituted by at least one R 10a substituted C7-C 60 aralkyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 heteroaralkyl, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), E 11 and E 12 is optionally connected to ring CY 11 )(T 12 )-*'、*-N(T 11 )-*'、*-Si(T 11 )(T 12 )-*' or *-Ge(T 11 )(T 12 )-*' via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 , E 21 and E 22 at least one of which is optionally connected to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 21 )(T 22 )-*', *-N(T 21 )-*', *-Si(T 21 )(T 22 )-*' or *-Ge(T 21 )(T 22 )-*' 12 , E 31 and E 32 at least one of which is optionally linked to ring CY 31 )(T 32 )-*'、*-N(T 31 )-*'、*-Si(T 31 )(T 32 )-*' or *-Ge(T 31 )(T 32 )-*' via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 21 , E 41 and E 42 is optionally linked to ring CY via at least one of a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 41 )(T 42 )-*', *-N(T 41 )-*', *-Si(T 41 )(T 42 )-*' or *-Ge(T 41 )(T 42 )-*' 22 , T 11 , T 12 , T 21 , T 22 , T 31 , T 32 , T 41 and T 42 are each independently hydrogen, deuterium, -F, cyano, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, R 11 to R 13 、R 21 to R 23 、R 31 to R 39 、R 41 to R 49 、R5、E 11 、E 12 、E 21 、E 22 、E 31 、E 32 、E 41 、E 42 、T 11 、T 12 、T 21 、T 22 、T 31 、T 32 、T 41 and T 42 Two or more adjacent groups in and are optionally joined to each other to form an unsubstituted or R-substituted C5-C 10a carbocyclic group or an unsubstituted or R-substituted C1-C 60 heterocyclic group, 10a substituted C1-C 60 heterocyclic group, a11 to a13 are each an integer selected from 0 to 30, a21 to a23 are each an integer selected from 0 to 30, a5 is an integer selected from 0 to 30, R 10a is: deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, or a nitro group; Each unsubstituted or substituted by the following C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy, C6-C 60 arylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof; Each unsubstituted or substituted by the following C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy or C6-C 60 arylthio: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy, C6-C 60 arylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 each independently is: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxy; cyano; nitro; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C 60 alkynyl; C1-C 60 alkoxy; or Each unsubstituted or substituted by the following C3-C 60 carbocyclic group or C1-C 60 heterocyclic group: deuterium, -F, cyano group, C1-C 60 alkyl group, C1-C 60 alkoxy group, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group or any combination thereof, * and *' each indicate a bonding site to an adjacent atom.

2. The light-emitting device according to claim 1, wherein the first electrode is an anode, the second electrode is a cathode, the laminate further includes: a hole transport region between the first electrode and the emission layer; and an electron transport region between the emission layer and the second electrode, the hole transport region includes a hole injection layer, a hole transport layer, a buffer layer, an emission assisting layer, an electron blocking layer, or any combination thereof, and the electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

3. The light-emitting device according to claim 1, further comprising: a first compound including the heterocyclic compound represented by Formula 1; and A second compound comprising a group represented by Formula 20, a third compound comprising at least one π-deficient nitrogen-containing C1-C 60 heterocyclic group, a fourth compound comprising a transition metal, or any combination thereof, wherein the first compound, the second compound, the third compound, and the fourth compound are different from each other: Formula 20 wherein in Formula 20, Ring CY 71 and Ring CY 72 each independently is a π - electron - rich C3 - C 60 cyclic group or pyridyl group, X 71 is: a single bond; or a linking group comprising O, S, N, B, C, Si or any combination thereof, * indicates a bonding site to an adjacent atom, and CBP and mCBP are excluded from the second compound:

4. The light-emitting device according to claim 3, wherein the third compound includes a pyridyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, or any combination thereof.

5. An electronic device, comprising the light-emitting device according to any one of claims 1 to 4.

6. The electronic device according to claim 5, further comprising: a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof.

7. The electronic device according to claim 5, further comprising: a thin-film transistor, wherein the thin-film transistor includes a source electrode and a drain electrode, and the first electrode of the light-emitting device is electrically connected to the source electrode or the drain electrode.

8. An electronic device, comprising the light-emitting device according to any one of claims 1 to 4.

9. The electronic device according to claim 8, wherein the electronic device is a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a telephone, a mobile phone, a tablet computer, a phablet, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional display, a virtual reality display, an augmented reality display, a vehicle, a video wall having a plurality of displays spliced together, a theater screen, a stadium screen, a light therapy device, or a signboard.

10. A heterocyclic compound represented by Formula 1: Formula 1 Wherein in Formula 1, X1 is O, S, Se, N(E 11 ), C(=O), C(E 11 )(E 12 ), or Si(E 11 )(E 12 ), X2 is O, S, Se, N(E 21 ), C(=O), C(E 21 )(E 22 ), or Si(E 21 )(E 22 ), Y1 is O, S, Se, N(E 31 ), C(=O), C(E 31 )(E 32 ), or Si(E 31 )(E 32 ), Y2 is O, S, Se, N(E 41 ), C(=O), C(E 41 )(E 42 ), or Si(E 41 )(E 42 ), X 31 is C(R 31 ), or N, X 32 is C(R 32 ) or N, X 33 is C(R 33 ) or N, X 34 is C(R 34 ) or N, X 35 is C(R 35 ) or N, X 36 is C(R 36 ) or N, X 37 is C(R 37 ) or N, X 38 is C(R 38 ) or N, X 39 is C(R 39 ) or N, X 41 is C(R 41 ) or N, X 42 is C(R 42 ) or N, X 43 is C(R 43 ) or N, X 44 is C(R 44 ) or N, X 45 is C(R 45 ) or N, X 46 is C(R 46 ) or N, X 47 is C(R 47 ) or N, X 48 is C(R 48 ) or N, X 49 is C(R 49 ) or N, Z1 and Z2 are each independently N or P, Ring CY 11 to Ring CY 13 、Ring CY 21 to Ring CY 23 and Ring CY3 are each independently a C5-C 60 carbocyclic group or a C1-C 60 heterocyclic group, R 11 to R 13 、R 21 to R 23 、R 31 to R 39 、R 41 to R 49 、R5、E 11 、E 12 、E 21 、E 22 、E 31 、E 32 、E 41 and E 42 each independently is hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 alkenyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 alkynyl, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkoxy, unsubstituted or substituted by at least one R 10a substituted C3-C 60 carbocyclic group, unsubstituted or substituted by at least one R 10a substituted C1-C 60 heterocyclic group, unsubstituted or substituted by at least one R 10a substituted C6-C 60 aryloxy, unsubstituted or substituted by at least one R 10a substituted C6-C 60 arylthio, unsubstituted or substituted by at least one R 10a substituted C6-C 60 arylseleno, unsubstituted or substituted by at least one R 10a substituted C7-C 60 aralkyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 heteroaralkyl, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), E 11 and E 12 at least one of which is optionally linked to ring CY 11 )(T 12 )-*'、*-N(T 11 )-*'、*-Si(T 11 )(T 12 )-*' or *-Ge(T 11 )(T 12 )-*' via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 , E 21 and E 22 at least one of which is optionally connected to ring CY 21 )(T 22 )-*'、*-N(T 21 )-*'、*-Si(T 21 )(T 22 )-*' or *-Ge(T 21 )(T 22 )-*' via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 12 , E 31 and E 32 at least one of which is optionally linked to ring CY via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 31 )(T 32 )-*', *-N(T 31 )-*', *-Si(T 31 )(T 32 )-*' or *-Ge(T 31 )(T 32 )-*' 21 , E 41 and E 42 at least one of which is optionally linked to ring CY 41 )(T 42 )-*'、*-N(T 41 )-*'、*-Si(T 41 )(T 42 )-*' or *-Ge(T 41 )(T 42 )-*' via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 22 , T 11 , T 12 , T 21 , T 22 , T 31 , T 32 , T 41 and T 42 are each independently hydrogen, deuterium, -F, cyano, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, R 11 to R 13 、R 21 to R 23 、R 31 to R 39 、R 41 to R 49 、R5、E 11 、E 12 、E 21 、E 22 、E 31 、E 32 、E 41 、E 42 、T 11 、T 12 、T 21 、T 22 、T 31 、T 32 、T 41 and T 42 Two or more adjacent groups in 10a are optionally joined to each other to form an unsubstituted or R 60 -substituted C5-C 10a carbocyclic group or an unsubstituted or R 60 -substituted C1-C heterocyclic group. a11 to a13 are each an integer selected from 0 to 30, a21 to a23 are each an integer selected from 0 to 30, a5 is an integer selected from 0 to 30, R 10a is: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Each unsubstituted or substituted by the following C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy, C6-C 60 arylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof; Each unsubstituted or substituted by the following C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy or C6-C 60 arylthio: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy, C6-C 60 arylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 each independently is: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxy; cyano; nitro; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C 60 alkynyl; C1-C 60 alkoxy; or a C3-C 60 carbocyclic group or a C1-C 60 heterocyclic group, each unsubstituted or substituted by: deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group or any combination thereof, * and *' each indicate a bonding site to an adjacent atom.

11. The heterocyclic compound according to claim 10, wherein at least one of X2 and Y1 is each independently O, S or Se.

12. The heterocyclic compound according to claim 10, wherein: X1 is O, S, Se or N(E 11 ), and E 11 is optionally connected to ring CY 11 )(T 12 )-*' via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 )-*', *-N(T 11 )(T 12 )-*', *-Si(T 11 )(T 12 )-*' or *-Ge(T 11 ; or Y2 is O, S, Se or N(E 41 ), and E 41 is optionally linked to ring CY 41 )(T 42 )-*' via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 41 )-*', *-N(T 41 )(T 42 )-*', *-Si(T 41 )(T 42 )-*' or *-Ge(T 22 ); or X1 is O, S, Se or N(E 11 ) and Y2 is O, S, Se or N(E 41 ), where E 11 is optionally connected to ring CY 11 via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 12 )(T 11 )-*', *-N(T 11 )(T 12 )-*', *-Si(T 11 )(T 12 )-*' or *-Ge(T 11 ), and E 41 is optionally connected to ring CY 41 via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 42 )(T 41 )-*', *-N(T 41 )(T 42 )-*', *-Si(T 41 )(T 42 )-*' or *-Ge(T 22 ). * and *' each indicate a bonding site to an adjacent atom.

13. The heterocyclic compound according to claim 10, wherein ring CY 11 to ring CY 13 ring CY 21 to ring CY 23 and ring CY3 are each independently phenyl, naphthyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzoselenophenyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl or isoquinolinyl.

14. The heterocyclic compound according to claim 10, wherein R 11 to R 13 、R 21 to R 23 、R 31 to R 39 、R 41 to R 49 、R5, E 11 、E 12 、E 21 、E 22 、E 31 、E 32 、E 41 and E 42 Each independently is: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 alkoxy group, phenyl group, biphenyl group or terphenyl group; Each unsubstituted or substituted C1-C 60 alkyl, C3-C 60 cycloalkyl, C1-C 60 heterocycloalkyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, phenalenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthrenyl, pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthrolinyl, benzimidazolyl, benzofuryl, dibenzofuryl, benzothienyl, dibenzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, carbazolyl, benzocarbazolyl, azacarbazolyl, fluorenyl, phenoxazinyl, acridinyl or xanthenyl: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, phenyl, biphenyl, terphenyl or any combination thereof; or -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3) or -N(Q1)(Q2), and Q1 to Q3 are each the same as described in Formula 1.

15. The heterocyclic compound according to claim 10, wherein R 11 to R 13 , R 21 to R 23 , R 31 to R 39 , R 41 to R 49 , R5, E 11 , E 12 , E 21 , E 22 , E 31 , E 32 , E 41 and E 42 are each independently: Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 10 alkyl, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3) or -N(Q1)(Q2); Unsubstituted or substituted by the following C1-C 10 alkyl groups: deuterium, -F, -Cl, -Br, -I, cyano, C1-C 10 alkyl or any combination thereof; or A group represented by one of Formulae 2-1 to 2-25: Wherein in Formulae 2-1 to 2-25, Z 21 is O, S, Se, C(Z 21a )(Z 21b ) or N(Z 21c ), Z 21a to Z 21c each independently is the same as that described for reference R in Formula 1 10a described b3 is an integer selected from 0 to 3, b4 is an integer selected from 0 to 4, b5 is an integer selected from 0 to 5, b7 is an integer selected from 0 to 7, b8 is an integer selected from 0 to 8, b9 is an integer selected from 0 to 9, b10 is an integer selected from 0 to 10, b11 is an integer selected from 0 to 11, R 10a Same as described in Formula 1, * indicates a bonding site to an adjacent atom, and Q1 to Q3 are each independently: Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 alkyl or C1-C 20 alkoxy; or Each unsubstituted or substituted phenyl or biphenyl group: deuterium, -F, cyano, C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, biphenyl or any combination thereof.

16. The heterocyclic compound according to claim 10, wherein in Formula 1, The part represented by is the part represented by one of Formula LP1 to Formula LP4, and The part represented by is the part represented by one of Formula RP1 to Formula RP4: Formula LP1 Formula LP2 Formula LP3 Formula LP4 Formula RP1 Formula RP2 Formula RP3 Formula RP4 Wherein in Formulae LP1 to LP4 and Formulae RP1 to RP4, X2, Y1, ring CY 11 to ring CY 13 , ring CY 21 to ring CY 23 , R 11 to R 13 , R 21 to R 23 , a11 to a13, a21 to a23 and R 10a each is the same as described in Formula 1 L1 is a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 11 )(T 12 )-*', *-N(T 11 )-*', *-Si(T 11 )(T 12 )-*' or *-Ge(T 11 )(T 12 )-*', L2 is a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 41 )(T 42 )-*', *-N(T 41 )-*', *-Si(T 41 )(T 42 )-*' or *-Ge(T 41 )(T 42 )-*, T 11 、T 12 、T 41 and T 42 are each the same as described in Formula 1, n1 is an integer selected from 0 to 10, where when n1 is 0, (L1) n1 is a single bond n2 is an integer selected from 0 to 10, where when n2 is 0, (L2) n2 is a single bond b4 is an integer selected from 0 to 4, b5 is an integer selected from 0 to 5, and * indicates a bonding site to B, wherein in Formulae LP1 to LP4, *' indicates a bonding site to Z1, and wherein in Formulae RP1 to RP4, *' indicates a bonding site to Z2.

17. The heterocyclic compound according to claim 10, wherein the heterocyclic compound represented by Formula 1 is represented by Formula 1-1: Formula 1-1 Wherein in Formula 1-1, X1, X2, Y1, Y2, Z1, Z2, X 31 to X 39 and X 41 to X 49 each is the same as described in Formula 1 X 11 to X 14 each independently is C(R 11a ) or N, R 11a is the same as that referred to as R in Formula 1 11 described, X 15 to X 18 each independently is C(R 12a ) or N, R 12a is the same as that referred to as R in Formula 1 12 described, X 19 is C(R 13a ) or N, R 13a is the same as that referred to as R in Formula 1 13 described, X 21 to X 24 each independently is C(R 21a ) or N, R 21a Same as that referred to as R in Formula 1 21 described X 25 to X 28 each independently is C(R 22a ) or N, R 22a is the same as that referred to as R in Formula 1 22 described, X 29 is C(R 23a ) or N, R 23a is the same as that referred to in formula 1 as R 23 described, X 51 to X 53 each independently is C(R 5a ) or N, and R 5a Same as that described with reference to R5 in Formula 1.

18. The heterocyclic compound according to claim 10, comprising: at least one deuterium; or at least one tert-butyl; or at least one deuterium and at least one tert-butyl.

19. The heterocyclic compound according to claim 10, wherein the heterocyclic compound represented by Formula 1 has a Stokes shift equal to or less than 20 nm.

20. The heterocyclic compound according to claim 10, wherein the heterocyclic compound represented by Formula 1 is one of Compounds 1 to 104:

Images