Organic compound, light-emitting device including the organic compound, and electronic device and electronic

Abstract

The invention relates to an organic compound, a light-emitting device including the organic compound, and an electronic apparatus and an electronic device including the light-emitting device. The light emitting device includes a first electrode, a second electrode opposite the first electrode (e.g., facing the first electrode), and an interlayer disposed between the first electrode and the second electrode. The interlayer includes an emission layer and an organic compound represented by Formula 1 described in detail 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 - 0003122, filed with the Korean Intellectual Property Office on January 8, 2024, the entire contents of which are incorporated herein by reference. Technical field

[0003] One or more aspects of the embodiments of the present disclosure relate to organic compounds, light - emitting devices including the organic compounds, and electronic devices and electronic appliances including the light - emitting devices. Background art

[0004] Self - emitting devices (e.g., organic light - emitting devices, etc.) in light - emitting devices have a relatively wide viewing angle, high contrast, short response time, and excellent or appropriate characteristics in terms of brightness, driving voltage, and response speed.

[0005] A light - emitting device may include a first electrode, a hole - transport region, an emission layer, an electron - transport region, and a second electrode arranged in sequence. Holes injected from the first electrode may move toward the emission layer through the hole - transport region. Electrons injected from the second electrode may move toward the emission layer through the electron - transport region. Charge carriers, such as holes and electrons, may recombine in the emission layer to generate excitons, and the excitons may transition (and / or relax) from an excited state to a ground state, and thereby light may be generated. Summary of the invention

[0006] One or more aspects of the embodiments of the present disclosure relate to organic compounds having a high photoluminescence quantum yield, a high molar extinction coefficient, and a short delayed fluorescence lifetime, and light - emitting devices including the organic compounds as thermally activated delayed fluorescence (i.e., TADF) materials and having a low driving voltage, high luminous efficiency, and long lifetime.

[0007] Additional aspects will be set forth in part in the description which follows, and in part will be obvious from the description, or may be learned by practice of the presented embodiments of the present disclosure.

[0008] According to one or more embodiments, a light - emitting device includes a first electrode, a second electrode opposite (e.g., facing) the first electrode, and a laminate disposed between the first electrode and the second electrode and including an emission layer, wherein the laminate includes an organic compound represented by Formula 1.

[0009] Formula 1

[0010]

[0011] In Formula 1,

[0012] X1 is independently selected from O, S, Se, C(Ar11 )(Ar 12 )、Si(Ar 11 )(Ar 12 ) and N(Ar 11 ),

[0013] X2 can be selected from O, S, Se, C (Ar 21 )(Ar 22 )、Si(Ar 21 )(Ar 22 ) and N(Ar 21 ),

[0014] Y1 can be selected from O, S, Se, C(Z 11 )(Z 12 )、Si(Z 11 )(Z 12 ) and N(Z 11 ),

[0015] Y2 can be selected from O, S, Se, C (Z 21 )(Z 22 )、Si(Z 21 )(Z 22 ) and N(Z 21 ),

[0016] Y3 can be selected from O, S, Se, C (Z 31 )(Z 32 )、Si(Z 31 )(Z 32 ) and N(Z 31 ),

[0017] Z 11 and Z 12 may (eg, optionally) be bonded to each other to form an unsubstituted or substituted R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, or Z 11 and Z 12 No bonding required,

[0018] Z 21 and Z 22 may (eg, optionally) be bonded to each other to form an unsubstituted or substituted R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, or Z 21 and Z 22 No bonding required,

[0019] Z 31 and Z 32 may (e.g., optionally) be bonded to each other to form 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, or Z 31 and Z 32 may not be bonded,

[0020] Ring CY1, Ring CY2 and Ring CY 31 to Ring CY 33 may each independently be a C3-C 60 carbocyclic group or a C1-C 60 heterocyclic group,

[0021] Ar 11 、Ar 12 、Ar 21 and Ar 22 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,

[0022] Z 11 、Z 12 、Z 21 、Z 22 、Z 31 、Z 32 、R1, R2 and R 31 to R 33 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, 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 R 10a substituted C3-C 60 carbocyclic group, an unsubstituted or at least one R 10a substituted C1-C 60A heterocyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), where a1, a2, and a31 to a33 can each independently be an integer selected from 0 to 20,

[0023] Selected from Z 11 And Z 12 At least one of them can (for example, optionally) be bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 11 )(T 12 )-*’ or *-Si(T 11 )(T 12 )-*’, or Z 31 And Z 32 Are not bonded to ring CY 11 And ring CY 12 And ring CY 31 And ring CY 32 Are not bonded,

[0024] Selected from Z 21 And Z 22 At least one of them can (for example, optionally) be bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 21 )(T 22 )-*’ or *-Si(T 21 )(T 22 )-*’, or Z 31 And Z 33 Are not bonded to ring CY 21 And ring CY 22 And ring CY 31 And ring CY 33 Are not bonded,

[0025] Selected from Z 31 And Z 32 At least one of them can (for example, optionally) be bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 31 )(T 32 )-*’ or *-Si(T 31 )(T 32 )-*’, or Z 32 And Z 33 Are not bonded to ring CY 31 And ring CY 32 And ring CY 32 And ring CY 33 Are not bonded,

[0026] T 11 、T12 , T 21 , T 22 , T 31 and T 32 can each independently be hydrogen, deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, C6-C 60 aryl or C1-C 60 heteroaryl,

[0027] R 10a can be:

[0028] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro,

[0029] 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,

[0030] 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 60Alkynyl, 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-C 60 Heteroaralkyl, -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

[0031] -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

[0032] Q1 to Q3, Q 11 to Q 13 、Q 21 to Q 23 and Q 31 to Q 33 may each independently be:

[0033] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro, or

[0034] Each unsubstituted or substituted by the following 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, C7-C 60 Aralkyl or C2-C 60Heteroarylkyl: deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl or any combination thereof, and

[0035] * and *’ each indicate a bonding site to an adjacent atom.

[0036] According to one or more embodiments, an electronic device includes a light-emitting device and a thin-film transistor electrically connected to the light-emitting device.

[0037] According to one or more embodiments, an electronic apparatus includes a light-emitting device and is selected from the group consisting of 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 3D display, a virtual reality display, an augmented reality display, a vehicle, a video wall including a plurality of displays spliced together, a cinema screen, a stadium screen, a light therapy device, and a signboard.

[0038] According to one or more embodiments, an organic compound represented by Formula 1 is provided. BRIEF DESCRIPTION OF THE DRAWINGS

[0039] The accompanying drawings are included to provide a further understanding of the foregoing and other aspects, features, and advantages of certain embodiments of the present disclosure, and the accompanying drawings are incorporated in and constitute a part of this specification. The drawings illustrate example embodiments and, together with the following description taken in conjunction with the accompanying drawings, are used to explain the principles of the present disclosure. In the drawings:

[0040] Figure 1 is a schematic cross-sectional view of a light-emitting device according to one or more embodiments;

[0041] Figure 2 is a schematic cross-sectional view of an electronic device according to one or more embodiments;

[0042] Figure 3 is a schematic cross-sectional view of an electronic device according to one or more embodiments;

[0043] Figure 4 is a schematic perspective view of an electronic apparatus including a light-emitting device according to one or more embodiments;

[0044] Figure 5Schematic diagram of the exterior of a vehicle as an electronic device including a light-emitting device according to one or more embodiments; and

[0045] Figures 6A to 6C Each is a schematic diagram showing Figure 5 the interior of the vehicle in Detailed description of the embodiments

[0046] One or more embodiments in the accompanying drawings will now be explained in more detail with reference to their examples, where the same reference numerals refer to the same elements throughout, and their repeated description may not be provided in the specification. In this regard, the present embodiments may have different forms and should not be construed as limited to the description set forth herein. Accordingly, one or more embodiments are described in more detail only by reference to the drawings to explain aspects of the present description. If one or more embodiments (described with reference to the accompanying drawings) are referred to, aspects and features of the present disclosure and methods of implementing these will be apparent. The same or corresponding components will be denoted by the same reference numerals, and thus their redundant description will not be provided.

[0047] As used herein, the term "and / or" includes any and all combinations of one or more of the related listed items. Expressions such as "at least one of...", "one of...", "selected from...", and "selected from among...", when before / after a list of elements, modify the entire list of elements and not a single element of the list. For example, throughout the present disclosure, the expression "at least one of a, b, and c" indicates only a, only b, only c, both a and b (e.g., simultaneously), both a and c (e.g., simultaneously), both b and c (e.g., simultaneously), all of a, b, and c, or variations thereof.

[0048] Unless otherwise defined, all chemical names, technical terms, and scientific and technical terms, as well as terms defined in common dictionaries, should be construed as having a meaning consistent with the context of the relevant field and should not be interpreted in an ideal or overly formal sense. It will be understood that although terms such as "first" and / or "second" etc. may be used herein to describe one or more suitable components, these components should not be limited by these terms. These terms are only used to distinguish one component from another. Thus, without departing from the teachings of the present disclosure, a first element may be referred to as a second element. Similarly, a second element may be referred to as a first element. Expressions used in the singular form, such as "a", "an", and "the", are also intended to encompass plural forms of expression, unless they have a distinctly different meaning in the context.

[0049] It will be further understood that the terms "comprises", "comprising", "comprise", "has", "have", "having", "include", "includes" and / or "including" as used herein indicate the presence of the recited feature or element, but do not preclude the presence or addition of one or more other features or elements.

[0050] As used herein, the terms "use", "using" and "used" may be considered synonymous with the terms "utilize", "utilizing" and "utilized" respectively.

[0051] The term "may" will be understood to refer to "one or more embodiments of the present disclosure", some of which include the described element and some of which do not include the element and / or include alternative elements. Similarly, optional language (such as "or") refers to "one or more embodiments of the present disclosure" each including the corresponding listed items.

[0052] In the following embodiments, if one or more components such as a layer, film, region and / or plate etc. are referred to as "connected to" another component or "on" another component, this may include not only the case where the other component is "directly on" the layer, film, region or plate, but also the case where other components may be placed between them. For ease of explanation, the dimensions of the elements in the drawings may be enlarged. In other words, since the dimensions (such as thickness) of the components in the drawings are arbitrarily illustrated for ease of explanation, the following embodiments are not limited thereto.

[0053] For ease of description, spatial relative terms such as "beneath", "below", "under", "above", "on", "bottom" and "top" etc. may be used herein to describe the relationship of one element or feature to another element or feature as illustrated in the drawings. It will be understood that, in addition to the orientation depicted in the drawings, spatial relative terms are also intended to encompass different orientations of the device in use or operation. For example, if the device in the drawings is flipped, the element described as "beneath" or "below" other elements or features will then be oriented "above" or "on" the other elements or features. Thus, the term "below" can encompass both an orientation of above and below. The device may be otherwise oriented (rotated 90 degrees or at other orientations), and the spatial relative descriptors used herein should be interpreted accordingly.

[0054] In this context, "consisting essentially of" indicates that any additional components will not substantially affect the chemical, physical, optical, or electrical properties of the target part.

[0055] Further, in this specification, the phrase "in a plane" or "planar view" indicates observing the target part from the top, and the phrase "in a cross-section" indicates observing a cross-section formed by vertically cutting the target part from the side.

[0056] As used herein, the term "interlayer" refers to a single layer and / or multiple layers located between the first electrode and the second electrode of a light-emitting device.

[0057] The description of a feature or aspect in each embodiment should generally be considered applicable to other similar features or aspects in other embodiments.

[0058] Light-emitting device

[0059] According to one or more embodiments, a light-emitting device includes a first electrode, a second electrode opposite (e.g., facing) the first electrode, and an interlayer disposed between the first electrode and the second electrode and including an emission layer, wherein the interlayer includes an organic compound represented by Formula 1:

[0060] Formula 1

[0061]

[0062] Wherein, in Formula 1,

[0063] X1 is optionally selected from O, S, Se, C(Ar 11 )(Ar 12 ), Si(Ar 11 )(Ar 12 ), and N(Ar 11 ),

[0064] X2 is optionally selected from O, S, Se, C(Ar 21 )(Ar 22 ), Si(Ar 21 )(Ar 22 ), and N(Ar 21 ),

[0065] Y1 is optionally selected from O, S, Se, C(Z 11 )(Z 12 ), Si(Z 11 )(Z 12 ), and N(Z 11 ),

[0066] Y2 is optionally selected from O, S, Se, C(Z 21 )(Z 22 ), Si(Z21 )(Z 22 ) and N(Z 21 ),

[0067] Y3 may be independently selected from O, S, Se, C(Z 31 )(Z 32 ), Si(Z 31 )(Z 32 ) and N(Z 31 ),

[0068] Z 11 and Z 12 may (e.g., optionally) be bonded to each other to form 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, or Z 11 and Z 12 may not be bonded,

[0069] Z 21 and Z 22 may (e.g., optionally) be bonded to each other to form 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, or Z 21 and Z 22 may not be bonded,

[0070] Z 31 and Z 32 may (e.g., optionally) be bonded to each other to form 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, or Z 31 and Z 32 may not be bonded,

[0071] Ring CY1, Ring CY2 and Ring CY 31 to Ring CY 33 may each independently be a C3-C 60 carbocyclic group or a C1-C 60 heterocyclic group,

[0072] Ar 11 、Ar 12 、Ar 21 and Ar 22Each may 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,

[0073] Z 11 、Z 12 、Z 21 、Z 22 、Z 31 、Z 32 、R1, R2 and R 31 to R 33 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, unsubstituted or substituted by at least one R 10a -C1-C 60 alkyl, unsubstituted or substituted by at least one R 10a -C2-C 60 alkenyl, unsubstituted or substituted by at least one R 10a -C2-C 60 alkynyl, unsubstituted or substituted by at least one R 10a -C1-C 60 alkoxy, unsubstituted or substituted by at least one R 10a -C3-C 60 carbocyclic group, unsubstituted or substituted by at least one R 10a -C1-C 60 heterocyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), a1, a2 and a31 to a33 may each independently be an integer selected from 0 to 20,

[0074] Selected from Z 11 and Z 12 at least one of which may (e.g., optionally) be bonded to ring CY 11 )(T 12 )-*' or *-Si(T 11 )(T 12 )-*' via a single bond, *-O-*', *-S-*', *-Se-*', *-C(T 31 or ring CY 32 or Z 11 and Z 12 is not bonded to ring CY 31 and ring CY 32 bonded,

[0075] Selected from Z 21and Z 22 at least one of which may (e.g., optionally) be bonded to ring CY or ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 21 )(T 22 )-*’ or *-Si(T 21 )(T 22 )-*’, or Z and Z are not bonded to ring CY and ring CY, 31 or ring CY 33 or Z 21 and Z 22 is not bonded to ring CY 31 and ring CY 33

[0076] At least one selected from Z 31 and Z 32 may (e.g., optionally) be bonded to ring CY or ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 31 )(T 32 )-*’ or *-Si(T 31 )(T 32 )-*’, or Z and Z are not bonded to ring CY and ring CY, 32 or ring CY 33 or Z 31 and Z 32 is not bonded to ring CY 32 and ring CY 33

[0077] T 11 、T 12 、T 21 、T 22 、T 31 and T 32 may each independently be hydrogen, deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, C6-C 60 aryl or C1-C 60 heteroaryl,

[0078] R 10a may be:

[0079] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0080] 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 group, C6-C 60 arylthio group, C7-C 60 aralkyl group, C2-C 60 heteroaralkyl group, -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;

[0081] each unsubstituted or substituted by the following C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy group, C6-C 60 arylthio group, C7-C 60 aralkyl group or C2-C 60 heteroaralkyl group: deuterium, -F, -Cl, -Br, -I, hydroxy 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, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy group, C6-C 60 arylthio group, C7-C 60 aralkyl group, C2-C 60 heteroaralkyl group, -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

[0082] -Si(Q 31 )(Q 32 )(Q33 ), -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

[0083] Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 may each independently be:

[0084] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; or

[0085] each unsubstituted or substituted by the following 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, C7-C 60 aralkyl or C2-C 60 heteroaralkyl: deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl or any combination thereof, and

[0086] * and *' each indicate a bonding site to an adjacent atom.

[0087] Since the light-emitting device includes the organic compound represented by Formula 1, the light-emitting device may have improved light-emitting efficiency and improved lifetime characteristics. For example, the organic compound represented by Formula 1 may be included in the emission layer.

[0088] In one or more embodiments, the light-emitting device may further include: a second compound including at least one π-deficient nitrogen-containing C1-C 60 heterocyclic group, a third compound including the group represented by Formula 3, a fourth compound including a transition metal, or any combination thereof, wherein the organic compound represented by Formula 1, the second compound, the third compound, and the fourth compound are different from each other:

[0089] Formula 3

[0090]

[0091] Among them, in Formula 3,

[0092] ring CY 71 and ring CY 72 can each independently be an electron-rich C3-C 60 cyclic group or a pyridyl group,

[0093] X 71 can be a single bond, or a linking group including O, S, N, B, C, Si, or any combination thereof, and

[0094] * indicates the bonding site to any atom included in the remainder of the third compound other than Formula 3 (e.g., the bonding site to an atom other than the (e.g., any) atom in Formula 3 of the third compound).

[0095] Formula 1 and Formula 3 are each as described in this specification.

[0096] In one or more embodiments, the light-emitting device may include a layer (e.g., an interlayer), which includes: 1) an organic compound represented by Formula 1; and 2) a second compound, a third compound, a fourth compound, or any combination thereof. The layer (e.g., an interlayer) may include a mixture, the mixture including: 1) an organic compound represented by Formula 1; and 2) a second compound, a third compound, a fourth compound, or any combination thereof. For example, the layer (e.g., an interlayer) is significantly different from a bilayer including (e.g., consisting of) the following: 1) a first layer including an organic compound represented by Formula 1; and 2) a second layer including a second compound, a third compound, a fourth compound, or any combination thereof. For example, the layer (e.g., an interlayer) may be an emission layer.

[0097] For example, the interlayer (e.g., the emission layer) may include: i) an organic compound represented by Formula 1, ii) an organic compound represented by Formula 1 and a second compound, iii) an organic compound represented by Formula 1 and a third compound, iv) an organic compound represented by Formula 1 and a fourth compound, v) an organic compound represented by Formula 1, a second compound, and a third compound, vi) an organic compound represented by Formula 1, a second compound, and a fourth compound, vii) an organic compound represented by Formula 1, a third compound, and a fourth compound, or viii) an organic compound represented by Formula 1 and the second to fourth compounds.

[0098] In one or more embodiments, the organic compound represented by Formula 1 and the second to fourth compounds may each include at least one deuterium.

[0099] In one or more embodiments, the second compound and the third compound may each include at least one silicon.

[0100] In one or more embodiments, the second compound and the third compound may form an exciplex.

[0101] In one or more embodiments, the emissive layer may emit blue light.

[0102] In one or more embodiments, the maximum emission wavelength of the blue light may be from about 390 nanometers (nm) to about 500 nm, from about 410 nm to about 490 nm, from about 430 nm to about 480 nm, from about 440 nm to about 475 nm, or from about 455 nm to about 470 nm.

[0103] In one or more embodiments, the full width at half maximum (FWHM) of the emission of the blue light may be 40 nm or less, from about 5 nm to about 40 nm, from about 10 nm to about 40 nm, from about 15 nm to about 40 nm, from about 20 nm to about 40 nm, from about 5 nm to about 37 nm, from about 10 nm to about 37 nm, from about 15 nm to about 37 nm, or from about 20 nm to about 37 nm.

[0104] In one or more embodiments, the blue light may be deep blue light.

[0105] In one or more embodiments, the CIEx coordinate of the blue light (e.g., the top emission CIEx coordinate) may be from about 0.125 to about 0.140 or from about 0.130 to about 0.140.

[0106] In one or more embodiments, the CIEy coordinate of the blue light (e.g., the top emission CIEy coordinate) may be from about 0.120 to about 0.210. For example, the CIEy coordinate may be measured by Evaluation Example 2 as described in more detail herein.

[0107] In one or more embodiments, the second compound may include a pyridyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, or any combination thereof.

[0108] In one or more embodiments, the second compound may include a compound represented by Formula 2:

[0109] Formula 2

[0110]

[0111] Wherein, in Formula 2,

[0112] 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,

[0113] b51 to b53 can each independently be an integer selected from 1 to 5,

[0114] X 54 can be N or C(R 54 ), X 55 can be N or C(R 55 ), X 56 can be N or C(R 56 ), and at least one selected from X 54 to X 56 can be N, and

[0115] R 51 to R 56 are each as described with reference to R 10a .

[0116] In one or more embodiments, the third compound can include a compound represented by Formula 3-1, a compound represented by Formula 3-2, a compound represented by Formula 3-3, a compound represented by Formula 3-4, a compound represented by Formula 3-5, or any combination thereof:

[0117] Formula 3-1

[0118]

[0119] Formula 3-2

[0120]

[0121] Formula 3-3

[0122]

[0123] Formula 3-4

[0124]

[0125] Formula 3-5

[0126]

[0127] wherein, in Formulas 3-1 to 3-5,

[0128] ring CY 71 to ring CY 74 can each independently be an electron-rich C3-C 60 cyclic group or pyridyl,

[0129] X 82 can be a single bond, O, S, N[(L 82 ) b82 -R 82 , B(R82 ), C(R 82a )(R 82b ) or Si(R 82a )(R 82b ),

[0130] X 83 may be a single bond, O, S, N[(L 83 )) b83 -R 83 , B(R 83 ), C(R 83a )(R 83b ) or Si(R 83a )(R 83b ),

[0131] X 84 may be O, S, N[(L 84 )) b84 -R 84 , B(R 84 ), C(R 84a )(R 84b ) or Si(R 84a )(R 84b ),

[0132] X 85 may be C or Si,

[0133] 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 are each as described with reference to Q1,

[0134] b81 to b85 may each independently be an integer selected from 1 to 5,

[0135] 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 as described with reference to R1, a71 to a74 may each independently be an integer selected from 0 to 20, and

[0136] R 10aAs described in this specification.

[0137] In one or more embodiments, the third compound may not include (e.g., neither be) compound CBP nor mCBP:

[0138]

[0139] In one or more embodiments, the fourth compound may be a compound comprising a transition metal and a ligand. The transition metal may be platinum (Pt). The ligand may include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, or any combination thereof.

[0140] In one or more embodiments, the fourth compound may be represented by Formula 4:

[0141] Formula 4

[0142]

[0143] Wherein, in Formula 4,

[0144] R 41 to R 47 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, 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 60Heteroarylkyl, -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),

[0145] R 42 and R 43 may (e.g., optionally) be bonded to each other to form an unsubstituted or at least one R- 10a substituted C4-C 10 carbocyclic group,

[0146] R 10a and Q1 to Q3 are each as described in this specification,

[0147] b2 may be an integer selected from 0 to 2,

[0148] b3 may be an integer selected from 0 to 3, and

[0149] b4 may be an integer selected from 0 to 4.

[0150] In one or more embodiments, in Formula 4, R 42 and R 43 may be bonded to each other to form an unsubstituted or at least one R- 10a substituted phenyl group.

[0151] In one or more embodiments, the light-emitting device may satisfy at least one of the conditions selected from Condition 1 to Condition 4:

[0152] Condition 1

[0153] The lowest unoccupied molecular orbital (LUMO) energy level (eV) of the third compound > the LUMO energy level (eV) of the fourth compound;

[0154] Condition 2

[0155] The LUMO energy level (eV) of the fourth compound > the LUMO energy level (eV) of the second compound;

[0156] Condition 3

[0157] The highest occupied molecular orbital (HOMO) energy level (eV) of the fourth compound > the HOMO energy level (eV) of the third compound; and

[0158] Condition 4

[0159] The HOMO energy level (eV) of the third compound > the HOMO energy level (eV) of the second compound.

[0160] Each of the highest occupied molecular orbital (HOMO) energy level and the lowest unoccupied molecular orbital (LUMO) energy level of the second to fourth compounds may be negative, and may be measured according to appropriate methods.

[0161] In one or more embodiments, the absolute value of the difference between the LUMO energy level of the second compound and the LUMO energy level of the fourth compound may be from about 0.1 electron volts (eV) to about 1.0 eV, and / or the absolute value of the difference between the LUMO energy level of the third compound and the LUMO energy level of the fourth compound may be from about 0.1 eV to about 1.0 eV.

[0162] In one or more embodiments, the absolute value of the difference between the HOMO energy level of the second compound and the HOMO energy level of the fourth compound may be 1.25 eV or less (e.g., from about 0.2 eV to about 1.25 eV), and / or the absolute value of the difference between the HOMO energy level of the third compound and the HOMO energy level of the fourth compound may be 1.25 eV or less (e.g., from about 0.2 eV to about 1.25 eV).

[0163] When the relationship between the LUMO energy level and the HOMO energy level satisfies the conditions described herein, a balance between holes and electrons injected into the emission layer can be achieved.

[0164] In one or more embodiments, the emission layer may include: i) a dopant or emitter (organic compound represented by Formula 1), ii) at least one host (second compound and / or third compound), and iii) a sensitizer (fourth compound), and the emission layer may emit phosphorescence or fluorescence (e.g., delayed fluorescence) emitted from the dopant. For example, the sensitizer may not act as a dopant, but as an auxiliary dopant that transfers energy to the dopant. As another example, the sensitizer may act as an auxiliary dopant that transfers energy to the dopant and may also act as a dopant that emits light.

[0165] The emitted phosphorescence or fluorescence may be blue phosphorescence or blue fluorescence (e.g., blue delayed fluorescence). The blue light may have a maximum emission wavelength of from about 390 nm to about 500 nm, from about 410 nm to about 490 nm, from about 430 nm to about 480 nm, from about 440 nm to about 475 nm, or from about 455 nm to about 470 nm.

[0166] In one or more embodiments, the light-emitting device may further include a capping layer disposed outside the first electrode (e.g., and disposed on the first electrode) and / or disposed outside the second electrode (e.g., and disposed on the second electrode).

[0167] For example, the light-emitting device may further include at least one selected from a first capping layer disposed outside the first electrode (e.g., and disposed on the first electrode) and a second capping layer disposed outside the second electrode (e.g., and disposed on the second electrode).

[0168] At least one selected from the first capping layer and the second capping layer may include an organic compound represented by Formula 1.

[0169] In one or more embodiments, the light-emitting device may include:

[0170] A first capping layer located outside the first electrode (e.g., and on the first electrode) and including an organic compound represented by Formula 1;

[0171] A second capping layer located outside the second electrode (e.g., and on the second electrode) and including an organic compound represented by Formula 1; or

[0172] Both a first capping layer located outside the first electrode (e.g., and on the first electrode) and a second capping layer located outside the second electrode (e.g., and on the second electrode) (e.g., simultaneously), where at least one selected from the first capping layer and the second capping layer may include an organic compound represented by Formula 1.

[0173] As used herein, the expression “(the interlayer and / or the capping layer) includes an organic compound represented by Formula 1” may mean that (the interlayer and / or the capping layer) may include one kind of organic compound represented by Formula 1 or two or more different kinds of organic compounds each represented by Formula 1.

[0174] For example, the interlayer and / or the capping layer may include only Compound 1 as the organic compound represented by Formula 1. Compound 1 may be included in the emission layer of the light-emitting device.

[0175] As another example, the interlayer may include Compound 1 and Compound 2 as the organic compounds represented by Formula 1 as described in more detail herein. Compound 1 and Compound 2 may be included in substantially the same layer (e.g., both Compound 1 and Compound 2 (e.g., simultaneously) may be included in the emission layer), or may be included in different layers (e.g., Compound 1 may be included in the emission layer, and Compound 2 may be included in the electron transport region).

[0176] As used herein, the term “interlayer” refers to each layer (e.g., all layers) of a single layer and / or multiple layers disposed between the first electrode and the second electrode of the light-emitting device.

[0177] According to one or more embodiments, an electronic device includes: a light-emitting device; and a thin-film transistor electrically connected to the light-emitting device. For example, the thin-film transistor may include a source electrode and a drain electrode, and a first electrode of the light-emitting device may be electrically connected to the source electrode or the drain electrode. The electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof. More details of the electronic device may be referred to the description provided herein.

[0178] According to one or more embodiments, an electronic apparatus includes a light-emitting device and is at least one selected from the group consisting of 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 full transparent display, a partial 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 3D display, a virtual reality display, an augmented reality display, a vehicle, a video wall including a plurality of displays spliced together, a cinema screen, a stadium screen, a light therapy device, and a signboard.

[0179] According to one or more embodiments, an organic compound represented by Formula 1 is provided. Formula 1 is as described in this specification.

[0180] By referring to the synthesis examples and / or examples provided herein, those of ordinary skill in the art can recognize the synthesis method of the organic compound represented by Formula 1.

[0181] Description of the formula

[0182] The organic compound may be represented by Formula 1:

[0183] Formula 1

[0184]

[0185] wherein, in Formula 1,

[0186] X1 is independently selected from O, S, Se, C(Ar 11 )(Ar 12 ), Si(Ar 11 )(Ar 12 ), and N(Ar 11 ),

[0187] X2 is independently selected from O, S, Se, C(Ar 21 )(Ar 22 ), Si(Ar 21 )(Ar 22 ), and N(Ar 21 ),

[0188] Y1 can be selected from O, S, Se, C(Z 11 )(Z 12 ), Si(Z 11 )(Z 12 ), and N(Z 11 ),

[0189] Y2 can be selected from O, S, Se, C(Z 21 )(Z 22 ), Si(Z 21 )(Z 22 ), and N(Z 21 ),

[0190] Y3 can be selected from O, S, Se, C(Z 31 )(Z 32 ), Si(Z 31 )(Z 32 ), and N(Z 31 ),

[0191] Z 11 and Z 12 can (for example, optionally) be bonded to each other to form 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, or Z 11 and Z 12 are not bonded,

[0192] Z 21 and Z 22 can (for example, optionally) be bonded to each other to form 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, or Z 11 and Z 12 are not bonded,

[0193] Z 31 and Z 32 can (for example, optionally) be bonded to each other to form 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, or Z 11 and Z 12 are not bonded,

[0194] Ring CY1, Ring CY2 and Ring CY 31 to Ring CY 33 can each independently be a C3-C 60 carbocyclic group or a C1-C 60 heterocyclic group,

[0195] Ar 11 、Ar 12 、Ar 21 and Ar 22 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,

[0196] Z 11 、Z 12 、Z 21 、Z 22 、Z 31 、Z 32 、R1, R2 and R 31 to R 33 can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, an unsubstituted or at least one R 10a substituted C1-C 60 alkyl group, an unsubstituted or at least one R 10a substituted C2-C 60 alkenyl group, an unsubstituted or at least one R 10a substituted C2-C 60 alkynyl group, an unsubstituted or at least one R 10a substituted C1-C 60 alkoxy group, 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(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), a1, a2 and a31 to a33 can each independently be an integer selected from 0 to 20,

[0197] Selected from Z 11 and Z 12 at least one of which can (e.g., optionally) be via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 11 )(T12 ) - *’ or *-Si(T 11 )(T 12 ) - *’ and ring CY 31 or ring CY 32 bonded, or Z 11 and Z 12 not bonded to ring CY 31 and ring CY 32 bonded,

[0198] Selected from Z 21 and Z 22 at least one of which may (e.g., optionally) be bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 21 )(T 22 ) - *’ or *-Si(T 21 )(T 22 ) - *’ and ring CY 31 or ring CY 33 bonded, or Z 21 and Z 22 not bonded to ring CY 31 and ring CY 33 bonded,

[0199] Selected from Z 31 and Z 32 at least one of which may (e.g., optionally) be bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 31 )(T 32 ) - *’ or *-Si(T 31 )(T 32 ) - *’ and ring CY 32 or ring CY 33 bonded, or Z 31 and Z 32 not bonded to ring CY 32 and ring CY 33 bonded,

[0200] T 11 、T 12 、T 21 、T 22 、T 31 and T 32 may each independently be hydrogen, deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, C6-C 60 aryl or C1-C 60 heteroaryl,

[0201] R 10a may be:

[0202] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0203] 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;

[0204] 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-C 60 heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q22 ), -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

[0205] -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

[0206] Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 may each independently be:

[0207] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; or

[0208] each unsubstituted or substituted by the following 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, C7-C 60 aralkyl or C2-C 60 heteroaralkyl: deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl or any combination thereof, and

[0209] * and *' each indicate the bonding site to an adjacent atom.

[0210] wherein Y1 in Formula 1 is C(Z 11 )(Z 12 ), wherein Z 11 and Z 12 bond to each other to form a C3-C 60Examples of the carbocyclic group can be referred to in Compound 20:

[0211]

[0212] wherein Y2 in Formula 1 is N(Z 21 ), where Z 21 is bonded to ring CY 31 by a single bond. Examples can be referred to in Formula FT2 and / or Compound 5, etc.:

[0213]

[0214] wherein Y2 in Formula 1 is N(Z 21 ), where Z 21 is bonded to ring CY 31 by *-O-*’. Examples can be referred to in Formula FT2 and / or Compound 8, etc.:

[0215]

[0216] wherein Y2 in Formula 1 is N(Z 21 ), where Z 21 is bonded to ring CY 31 by *-S-*’, and Y3 is N(Z 31 ), where Z 31 is bonded to ring CY 32 by *-S-*’. Examples can be referred to in Formula FT4 and / or Compound 15, etc.:

[0217]

[0218] wherein Y2 in Formula 1 is N(Z 21 ), where Z 21 is bonded to ring CY 31 by a single bond, and Y3 is N(Z 31 ), where Z 31 is bonded to ring CY 31 by *-Si(T 32 )(T 32 )-*’. Examples can be referred to in Formula FT4 and / or Compound 14, etc.:

[0219]

[0220] In one or more embodiments, the organic compound represented by Formula 1 may include at least one nitrogen atom.

[0221] In one or more embodiments, in Formula 1, i) X1 may be N(Ar 11 ); ii) X2 may be N(Ar 21 ); or iii) X1 may be N(Ar11 ), and at the same time X2 can be N(Ar 21 ).

[0222] In one or more embodiments, Ar 11 , Ar 12 , Ar 21 and Ar 22 can each independently be an unsubstituted or at least one R 10a -substituted biphenyl, unsubstituted or at least one R 10a -substituted terphenyl, unsubstituted or at least one R 10a -substituted fluorenyl, unsubstituted or at least one R 10a -substituted dibenzofuranyl or unsubstituted or at least one R 10a -substituted dibenzothiophenyl.

[0223] In one or more embodiments, Ar 11 , Ar 12 , Ar 21 and Ar 22 can each independently be a group represented by any one of Formula AR1 to Formula AR4:

[0224]

[0225] Wherein, in Formula AR1 to Formula AR4,

[0226] b3 can be an integer selected from 0 to 3,

[0227] b4 can be an integer selected from 0 to 4,

[0228] b5 can be an integer selected from 0 to 5,

[0229] R 10b can be deuterium, -F, -Cl, -Br, -I, hydroxyl, 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-C 60 heteroaralkyl, -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 ) or -P(=O)(Q 21 )(Q 22 ), where Q 21 , Q 22 and Q 23 are each independently as defined in formula 1, and

[0230] * indicates the bonding site to the adjacent atom.

[0231] In one or more embodiments, the group represented by formula AR1 can be a group represented by any one selected from formula AR11 to formula AR21:

[0232]

[0233] wherein, in formula AR11 to formula AR21,

[0234] b2 can be an integer selected from 0 to 2, b3 can be an integer selected from 0 to 3, b4 can be an integer selected from 0 to 4 and b5 can be an integer selected from 0 to 5, and

[0235] R 10c is as described with reference to R 10b and may not include (e.g., may not be) phenyl.

[0236] For example, R 10c can be:

[0237] deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0238] C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 alkoxy; or

[0239] 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, and may not be phenyl.

[0240] In one or more embodiments, i) Y2 can be selected from O, S, Se and N(Z 21 ), and Z 21Optionally, it is bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 21 )(T 22 )-*’ or *-Si(T 21 )(T 22 )-*’; ii) Y3 is optionally selected from O, S, Se and N(Z 31 ), and Z 31 is optionally bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 31 )(T 31 )-*’ or *-Si(T 32 )(T 31 )-*’; or iii) Y2 is optionally selected from O, S, Se and N(Z 32 ), Y3 is optionally selected from O, S, Se and N(Z 32 ), Z 21 is optionally bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 31 )(T 21 )-*’ or *-Si(T 21 )(T 22 )-*’, and Z 21 is optionally bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 22 )(T 31 )-*’ or *-Si(T 31 )(T 31 )-*’ or *-Si(T 32 )-*’ or *-Si(T 31 )(T 32 )-*’ and Z 32 is bonded to ring CY.

[0241] In one or more embodiments, Z 21 , Z 22 , Z 31 and Z 32 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 60An aryl group, unsubstituted or substituted with at least one R 10a substituted C1-C 60 A heteroaryl group, unsubstituted or substituted with at least one R 10a substituted monovalent non-aromatic fused polycyclic group or unsubstituted or substituted with at least one R 10a substituted monovalent non-aromatic fused heteropolycyclic group.

[0242] In one or more embodiments, ring CY1, ring CY2, and ring CY 31 to ring CY 33 can each independently be phenyl, naphthyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl, or isoquinolinyl. For example, ring CY1, ring CY2, and ring CY 31 to ring CY 33 can each be phenyl.

[0243] In one or more embodiments, ring CY1, ring CY2, and ring CY 31 to ring CY 33 can each independently be a 6-membered ring. In one or more embodiments, ring CY1, ring CY2, and ring CY 31 to ring CY 33 can each independently be a C6 carbocyclic group.

[0244] In one or more embodiments, the group represented by in Formula 1 can be a group represented by any one of Formula FT1 to Formula FT4:

[0245] Formula FT1

[0246]

[0247] Formula FT2

[0248]

[0249] Formula FT3

[0250]

[0251] Formula FT4

[0252]

[0253] Wherein, in Formula FT1 to Formula FT4,

[0254] ring CY 31 、ring CY 32 、ring CY 33 、R 31 、R 32 、R 33, Y1, a31, a32, and a33 are each independently as defined in Formula 1,

[0255] Y2 and Y3 can each independently be selected from O, S, and Se,

[0256] b4 can be an integer selected from 0 to 4,

[0257] L2 can be O, S, Se, C(T 21 )(T 22 ) or Si(T 21 )(T 22 ),

[0258] L3 can be O, S, Se, C(T 31 )(T 32 ) or Si(T 31 )(T 32 ),

[0259] c2 can be 0 or 1, where when c2 is 0, (L2) c2 can be a single bond,

[0260] c3 can be 0 or 1, where when c3 is 0, (L3) c3 can be a single bond,

[0261] * indicates the bonding site to B in Formula 1, and

[0262] *’ indicates the bonding site to X1 in Formula 1.

[0263] In one or more embodiments, at least one of Y1 to Y3 in Formula FT1 can be O or S, at least one of Y1, L2, and Y3 in Formula FT2 can be O or S, at least one of Y1, Y2, and L3 in Formula FT3 can be O or S, and at least one of Y1, L2, and L3 in Formula FT4 can be O or S. For example, the organic compound represented by Formula 1 can include at least one O or at least one S.

[0264] In one or more embodiments, the organic compound represented by Formula 1 can include at least one deuterium.

[0265] In one or more embodiments, R1, R2, and R 31 to R 33 can each independently be selected from:

[0266] 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, and phenyl;

[0267] each unsubstituted or substituted by the following C1-C 60 alkyl, phenyl, naphthyl, anthryl, phenanthryl, phenalenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthryl, 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, dibenzofuryl, dibenzothienyl, carbazolyl, benzocarbazolyl, fluorenyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, phenoxazinyl, acridinyl, and 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, or any combination thereof; and

[0268] -Si(Q1)(Q2)(Q3) and -N(Q1)(Q2).

[0269] In one or more embodiments, at least one selected from R 31 to R 33 may be deuterium.

[0270] In one or more embodiments, the organic compound represented by Formula 1 may be represented by Formula 1-1:

[0271] Formula 1-1

[0272]

[0273] wherein, in Formula 1-1,

[0274] X 11 to X 14 、X 21 to X 23 、Y 11 to Y 13 、Y 21 to Y 23 and Y 31 to Y 33 may each be a carbon atom (C) or a heteroatom, and the heteroatom may be selected from a nitrogen atom (N), an oxygen atom (O), a sulfur atom (S), a phosphorus atom (P), a boron atom (B), a selenium atom (Se), and a silicon atom (Si). For example, X 11to X 14 、X 21 to X 23 、Y 11 to Y 13 、Y 21 to Y 23 and Y 31 to Y 33 may each be C, N or O.

[0275] In one or more embodiments, the atoms selected from X 11 to X 14 、X 21 to X 23 、Y 11 to Y 13 、Y 21 to Y 23 and Y 31 to Y 33 the bond between two adjacent atoms may be a single bond or a double bond.

[0276] In one or more embodiments, the organic compound represented by Formula 1 and / or Formula 1-1 may include i) a 6-membered ring formed by X1, X 11 、X 12 、B、X 14 and X 13 ; ii) a 6-membered ring formed by B, X 14 、X 21 、X2、X 22 and X 23 ; iii) a 6-membered ring formed by Y1, Y 11 、Y 12 、B、Y 32 and Y 33 ; iv) a 6-membered ring formed by B, Y 12 、Y 13 、Y2、Y 21 and Y 22 ; and v) a 6-membered ring formed by B, Y 22 、Y 23 、Y3、Y 31 and Y 32 。

[0277] In one or more embodiments, ring CY1, ring CY2 and ring CY 31 to ring CY 33 in Formula 1 and Formula 1-1 may each be phenyl.

[0278] In one or more embodiments, the organic compound represented by Formula 1 may be represented by Formula 1-2:

[0279] Formula 1-2

[0280]

[0281] Among them, in Formula 1-2,

[0282] X1, X2, Y1 to Y3, R1, R2, and R 31 to R 33 are each as described in Reference Formula 1.

[0283] b3 can be an integer selected from 0 to 3, and

[0284] b4 can be an integer selected from 0 to 4.

[0285] In one or more embodiments, the organic compound represented by Formula 1 can be represented by Formula 1-2a, Formula 1-2b, or Formula 1-2c:

[0286] Formula 1-2a

[0287]

[0288] Formula 1-2b

[0289]

[0290] Formula 1-2c

[0291]

[0292] Among them, in Formula 1-2a, Formula 1-2b, and Formula 1-2c,

[0293] X1, X2, Y1 to Y3, R1, R2, R 31 to R 33 and R 10a are each as described in Reference Formula 1.

[0294] b3 can be an integer selected from 0 to 3,

[0295] b4 can be an integer selected from 0 to 4,

[0296] b5 can be an integer selected from 0 to 5, and

[0297] R 10b can be deuterium, -F, -Cl, -Br, -I, hydroxyl, 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-C60 Arylalkyl, C2-C 60 Heteroarylalkyl, -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 ), or -P(=O)(Q 21 )(Q 22 ), where Q 21 , Q 22 and Q 23 are each independently defined as in Formula 1.

[0298] The organic compounds represented by Formula 1, Formula 1-1, Formula 1-2, Formula 1-2a, Formula 1-2b or Formula 1-2c include at least two boron atoms (B) at suitable or appropriate positions, and at least one heteroatom at suitable or appropriate positions (such as any one of X1, X2 and Y1 to Y3), and these atoms are connected to each other via a plurality of 6-membered rings, Ring CY1, Ring CY2 and Ring CY 31 to Ring CY 33 . In some embodiments, Ring CY 31 and Ring CY 32 are bonded to each other via a boron atom (B) and Y1, Ring CY 32 and Ring CY 33 are bonded to each other via a boron atom (B) and Y3, and Ring CY 33 and Ring CY 31 are bonded to each other via a boron atom (B) and Y2. Therefore, the organic compounds represented by Formula 1 can undergo an enhancement of the multiple resonance (MR) effect and a strengthening of the structural rigidity, resulting in the induction of a twisting effect. As a result, the local excited state (LE state) and the charge transfer state (CT state) are mixed, and thus, the orbital distribution between the lowest excited singlet state (S1) and the lowest excited triplet state (T1) can be changed. For example, the spin-orbit coupling is strengthened, and thus, the inhibitory effect according to El-Sayed's rule can be canceled, and reverse intersystem crossing (RISC) can be induced. Therefore, the organic compounds represented by Formula 1 can simultaneously (e.g., synchronously) have a high photoluminescence quantum yield (PLQY), a high molar extinction coefficient, and a short delayed fluorescence lifetime, and can improve the driving voltage, luminous efficiency, and lifetime of a light-emitting device including the organic compounds represented by Formula 1.

[0299] Examples of the compounds

[0300] In one or more embodiments, the organic compound represented by Formula 1 may be any one selected from Compound 1 to Compound 80:

[0301]

[0302]

[0303]

[0304]

[0305]

[0306]

[0307]

[0308]

[0309]

[0310] In one or more embodiments, the second compound may be any one selected from Compound ETH1 to Compound ETH100.

[0311]

[0312]

[0313]

[0314]

[0315] In one or more embodiments, the third compound may be any one selected from Compound HTH1 to Compound HTH46 and Compound HT-1:

[0316]

[0317]

[0318]

[0319] In one or more embodiments, the fourth compound may be any one selected from Compound D1 to Compound D10 and Compound PS-1, or may be a compound in which at least one hydrogen included in one of Compound D1 to Compound D10 and Compound PS-1 is replaced by deuterium:

[0320]

[0321]

[0322] In the above compounds, Ph represents a phenyl group, D represents deuterium, D4 represents substitution with four deuterium atoms, and D5 represents substitution with five deuterium atoms. For example, the group represented by can be substantially the same as the group represented by .

[0323] Figure 1 description

[0324] Figure 1 is a schematic cross-sectional view of a light-emitting device 10 according to one or more embodiments. The light-emitting device 10 may include a first electrode 110, an interlayer, and a second electrode 150. The interlayer may include a hole transport region 120, an emission layer 130, and an electron transport region 140.

[0325] Hereinafter, with reference to Figure 1 the structure and manufacturing method of the light-emitting device 10 according to one or more embodiments will be described.

[0326] The first electrode 110

[0327] In Figure 1 , a substrate may be additionally disposed below the first electrode 110 or above the second electrode 150. As the substrate, a glass substrate or a plastic substrate may be used. The substrate may be a flexible substrate. For example, the substrate may include a plastic having excellent or appropriate heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0328] The first electrode 110 may be formed by depositing or sputtering a material for forming the first electrode 110 on the substrate. When the first electrode 110 is an anode, a high work function material that facilitates hole injection may be used as the material for forming the first electrode 110.

[0329] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material for forming the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof. When the first electrode 110 is a semi-transmissive electrode or a reflective electrode, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof may be used as the material for forming the first electrode 110.

[0330] The first electrode 110 may have a single-layer structure including a single layer (e.g., consisting of a single layer) or a multi-layer structure including multiple layers. In one or more embodiments, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0331] Interlayer

[0332] The interlayer may be disposed on the first electrode 110. The interlayer may include a hole transport region 120, an emission layer 130, and an electron transport region 140.

[0333] The interlayer may include one or more suitable organic materials, metal-containing compounds (such as organometallic compounds), and / or inorganic materials (such as quantum dots), etc.

[0334] In one or more embodiments, the interlayer may include i) at least two emission units stacked in sequence between the first electrode 110 and the second electrode 150, and ii) a charge generation layer disposed between the two emission units. When the interlayer includes the emission units and the charge generation layer as described herein, the light-emitting device 10 may be a tandem light-emitting device.

[0335] Hole transport region 120

[0336] The hole transport region 120 may have: i) a single-layer structure including a single layer (e.g., consisting of a single layer), the single layer including a single material, ii) a single-layer structure including a single layer (e.g., consisting of a single layer), the single layer including a plurality of different materials from each other, or iii) a multi-layer structure including multiple layers (e.g., consisting of multiple layers), the multiple layers including a plurality of different materials from each other.

[0337] The hole transport region 120 may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof.

[0338] For example, the hole transport region 120 may have a multi-layer structure including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission assist layer structure, a hole injection layer / emission assist layer structure, a hole transport layer / emission assist layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure, where the constituent layers of each structure are stacked in sequence from the first electrode 110.

[0339] The hole transport region 120 may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0340] Formula 201

[0341]

[0342] Formula 202

[0343]

[0344] Among them, in Formula 201 and Formula 202,

[0345] L 201 to L 204 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,

[0346] L 205 can 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,

[0347] xa1 to xa4 can each independently be an integer selected from 0 to 5,

[0348] xa5 can be an integer selected from 1 to 10,

[0349] R 201 to R 204 and Q 201 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,

[0350] R 201 and R 202 can optionally be connected to each other via a single bond, an unsubstituted or at least one R 10a substituted C1-C5 alkylene group or an unsubstituted or at least one R 10a substituted C2-C5 alkenylene group to form an unsubstituted or at least one R 10a substituted C8-C 60 polycyclic group (e.g., carbazolyl, etc.) (e.g., compound HT16, etc.),

[0351] R203 and R 204 may optionally be linked to each other via a single bond, an unsubstituted or at least one R 10a substituted C1-C5 alkylene group or an unsubstituted or at least one R 10a substituted C2-C5 alkenylene group to form an unsubstituted or at least one R 10a substituted C8-C 60 polycyclic group, and

[0352] na1 may be an integer selected from 1 to 4.

[0353] In one or more embodiments, each of Formula 201 and Formula 202 may include at least one of the groups represented by Formula CY201 to Formula CY217 (e.g., at least one selected from the groups represented by Formula CY201 to Formula CY217):

[0354]

[0355] wherein, in Formula CY201 to Formula CY217, R 10b and R 10c may each be as described with reference to R 10a described, 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 Formula CY201 to Formula CY217 may be unsubstituted or substituted by R as described herein 10a substituted.

[0356] In one or more embodiments, ring CY 201 to ring CY 204 in Formula CY201 to Formula CY217 may each independently be phenyl, naphthyl, phenanthryl or anthracenyl.

[0357] In one or more embodiments, each of Formula 201 and Formula 202 may include at least one of the groups represented by Formula CY201 to Formula CY203 (e.g., at least one selected from the groups represented by Formula CY201 to Formula CY203).

[0358] In one or more embodiments, Formula 201 may include at least one of the groups represented by Formula CY201 to Formula CY203 (e.g., at least one selected from the groups represented by Formula CY201 to Formula CY203) and at least one of the groups represented by Formula CY204 to Formula CY217 (e.g., at least one selected from the groups represented by Formula CY204 to Formula CY217).

[0359] In one or more embodiments, in Formula 201, xa1 can be 1, and R 201 can be a group represented by one of Formula CY201 to Formula CY203 (e.g., selected from the groups represented by one of Formula CY201 to Formula CY203), xa2 can be 0, and R 202 can be a group represented by one of Formula CY204 to Formula CY207 (e.g., selected from the groups represented by one of Formula CY204 to Formula CY207).

[0360] In one or more embodiments, each of Formula 201 and Formula 202 may not include (e.g., may exclude) the groups represented by Formula CY201 to Formula CY203.

[0361] In one or more embodiments, Formula 201 and Formula 202 may each not include the groups represented by Formula CY201 to Formula CY203, and may include at least one selected from the groups represented by Formula CY204 to Formula CY217.

[0362] In one or more embodiments, each of Formula 201 and Formula 202 may not include (e.g., may exclude) the groups represented by Formula CY201 to Formula CY217.

[0363] In one or more embodiments, the hole transport region 120 may include at least one (e.g., one or more) selected from 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:

[0364]

[0365]

[0366]

[0367]

[0368]

[0369] The thickness of the hole transport region 120 can be about to about For example, about to about When the hole transport region 120 includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer can be about to about For example, about to about And the thickness of the hole transport layer can be about to about For example, about to about When the thickness of the hole transport region 120, the thickness of the hole injection layer, and the thickness of the hole transport layer are within the ranges described herein, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0370] The emission assist layer can be used to increase the light emission efficiency by compensating for the optical resonance distance according to the wavelength of the light emitted by the emission layer 130. The electron blocking layer can be used to prevent or reduce the leakage of electrons from the emission layer 130 to the hole transport region 120. The materials that can be included in the hole transport region 120 can be included in the emission assist layer and the electron blocking layer.

[0371] p-dopant

[0372] In addition to the foregoing materials, the hole transport region 120 can further include a charge generation material for improving the conductive characteristics. The charge generation material can be uniformly (e.g., substantially uniformly) or non-uniformly (e.g., substantially non-uniformly) dispersed in the hole transport region 120 (e.g., in the form of a single layer including the charge generation material (e.g., a single layer composed of the charge generation material)).

[0373] The charge generation material can be, for example, a p-dopant.

[0374] For example, the LUMO energy level of the p-dopant can be about -3.5 eV or less.

[0375] In one or more embodiments, the p-dopant can include a quinone derivative, a cyanide-containing compound, a compound including element EL1 and element EL2, or any combination thereof.

[0376] Examples of the quinone derivative can include TCNQ and / or F4-TCNQ, etc.

[0377] Examples of the cyanide-containing compound can include HAT-CN and / or the compound represented by formula 221, etc.

[0378]

[0379] Formula 221

[0380]

[0381] In formula 221,

[0382] 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

[0383] R 221 to R 223 at least one of (e.g., selected from R 221 to R 223 at least one of) may each independently be a C3-C 60 carbocyclic group or C1-C 60 heterocyclic group each substituted by: cyano; -F; -Cl; -Br; -I; a C1-C 20 alkyl group substituted by cyano, -F, -Cl, -Br, -I or any combination thereof; or any combination thereof.

[0384] In a compound comprising element EL1 and element EL2, element EL1 may be a metal, a metalloid and / or a combination thereof (e.g., any suitable combination), and element EL2 may be a non-metal, a metalloid and / or a combination thereof (e.g., any suitable combination).

[0385] Examples of metals may include alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb) and / or cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr) and / or 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) and / or gold (Au), etc.); post-transition metals (e.g., zinc (Zn), indium (In) and / or 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) and / or lutetium (Lu), etc.).

[0386] Examples of metalloids may include silicon (Si), antimony (Sb) and / or tellurium (Te), etc.

[0387] Examples of non-metals may include oxygen (O) and halogens (e.g., F, Cl, Br, and / or I, etc.).

[0388] Examples of compounds including element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, and / or metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, and / or metalloid iodides, etc.), metal tellurides, or any combination thereof.

[0389] Examples of metal oxides may include tungsten oxides (e.g., WO, W2O3, WO2, WO3, and / or W2O5, etc.), vanadium oxides (e.g., VO, V2O3, VO2, and / or V2O5, etc.), molybdenum oxides (e.g., MoO, Mo2O3, MoO2, MoO3, and / or Mo2O5, etc.), and / or rhenium oxides (e.g., ReO3, etc.), etc.

[0390] Examples of metal halides may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides.

[0391] 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.

[0392] 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.

[0393] Examples of transition metal halides may include titanium halides (e.g., TiF4, TiCl4, TiBr4, TiI4, and / or the like), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4, and / or ZrI4, etc.), hafnium halides (e.g., HfF4, HfCl4, HfBr4, and / or HfI4, etc.), vanadium halides (e.g., VF3, VCl3, VBr3, and / or VI3, etc.), niobium halides (e.g., NbF3, NbCl3, NbBr3, and / or NbI3, etc.), tantalum halides (e.g., TaF3, TaCl3, TaBr3, and / or TaI3, etc.), chromium halides (e.g., CrF3, CrCl3, CrBr3, and / or CrI3, etc.), molybdenum halides (e.g., MoF3, MoCl3, MoBr3, and / or MoI3, etc.), tungsten halides (e.g., WF3, WCl3, WBr3, and / or WI3, etc.), manganese halides (e.g., MnF2, MnCl2, MnBr2, and / or MnI2, etc.), technetium halides (e.g., TcF2, TcCl2, TcBr2, and / or TcI2, etc.), rhenium halides (e.g., ReF2, ReCl2, ReBr2, and / or ReI2, etc.), iron(II) halides (e.g., FeF2, FeCl2, FeBr2, and / or FeI2, etc.), ruthenium halides (e.g., RuF2, RuCl2, RuBr2, and / or RuI2, etc.), osmium halides (e.g., OsF2, OsCl2, OsBr2, and / or OsI2, etc.), cobalt halides (e.g., CoF2, CoCl2, CoBr2, and / or CoI2, etc.), rhodium halides (e.g., RhF2, RhCl2, RhBr2, and / or RhI2, etc.), iridium halides (e.g., IrF2, IrCl2, IrBr2, and / or IrI2, etc.), nickel halides (e.g., NiF2, NiCl2, NiBr2, and / or NiI2, etc.), palladium halides (e.g., PdF2, PdCl2, PdBr2, and / or PdI2, etc.), platinum halides (e.g., PtF2, PtCl2, PtBr2, and / or PtI2, etc.), copper(I) halides (e.g., CuF, CuCl, CuBr, and / or CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, and / or AgI, etc.), and gold halides (e.g., AuF, AuCl, AuBr, and / or AuI, etc.).

[0394] Examples of post-transition metal halides may include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2, and / or ZnI2, etc.), indium halides (e.g., InI3, etc.), and / or tin halides (e.g., SnI2, etc.), etc.

[0395] Examples of lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, and / or SmI3, etc.

[0396] Examples of metalloid halides may include antimony halides (e.g., SbCl5, etc.).

[0397] Examples of metal tellurides may include alkali metal tellurides (e.g., Li2Te, Na2Te, K2Te, Rb2Te, and / or Cs2Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, and / or 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, and / or 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, and / or LuTe, etc.).

[0398] Emission layer 130

[0399] When the light-emitting device 10 is a full-color light-emitting device, the emission layer 130 may be patterned into a red emission layer, a green emission layer, and / or a blue emission layer according to sub-pixels. In one or more embodiments, the emission layer 130 may have a stacked structure of two or more layers among the red emission layer, the green emission layer, and the blue emission layer, where the two or more layers are in contact with each other or separated from each other to emit white light. In one or more embodiments, the emission layer 130 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 are mixed with each other in a single layer to emit white light.

[0400] The emission layer 130 may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.

[0401] Based on 100 parts by weight of the host, the amount of the dopant in the emission layer 130 may be about 0.01 part by weight to about 15 parts by weight.

[0402] In one or more embodiments, the emission layer 130 may include quantum dots.

[0403] The emission layer 130 may include a delayed fluorescence material. The delayed fluorescence material may act as a host or a dopant in the emission layer 130.

[0404] The thickness of the emission layer 130 may be about to about For example, about to about When the thickness of the emission layer 130 is within the range described herein, excellent or appropriate (e.g., desired) light-emitting characteristics can be obtained without significantly increasing the driving voltage.

[0405] Host

[0406] The host may include a compound represented by Formula 301:

[0407] Formula 301

[0408] [Ar 301 xb11 -[(L 301 ) xb1 -R 301 xb21 ,

[0409] wherein, in Formula 301,

[0410] 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,

[0411] xb11 may be 1, 2 or 3,

[0412] xb1 may be an integer selected from 0 to 5,

[0413] R 301 may be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, 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 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 ),

[0414] xb21 can be an integer selected from 1 to 5, and

[0415] Q 301 to Q 303 are each as described with reference to Q1.

[0416] In one or more embodiments, if xb11 in Formula 301 is 2 or greater (e.g., when xb11 in Formula 301 is 2 or greater), two or more Ar 301 can be connected to each other via a single bond.

[0417] In one or more embodiments, the host may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0418] Formula 301-1

[0419]

[0420] Formula 301-2

[0421]

[0422] Wherein, in Formula 301-1 and Formula 301-2,

[0423] Ring A 301 to Ring A 304 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,

[0424] X 301 can be O, S, N[(L 304 ) xb4 -R304 , C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0425] xb22 and xb23 can each independently be 0, 1, or 2,

[0426] L 301 , xb1, and R 301 are each as described in this specification,

[0427] L 302 to L 304 can each independently be as described with reference to L 301 .

[0428] xb2 to xb4 can each independently be as described with reference to xb1, and

[0429] R 302 to R 305 and R 311 to R 314 are each as described with reference to R 301 .

[0430] In one or more embodiments, the host may include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. In one or more embodiments, the host may include a Be complex (e.g., compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0431] In one or more embodiments, the host may include at least one of compounds H1 to H128 (e.g., one or more selected from 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(carbazol-9-yl)benzene (mCP); 1,3,5-tris(carbazol-9-yl)benzene (TCP); or any combination thereof:

[0432]

[0433]

[0434]

[0435]

[0436]

[0437]

[0438]

[0439] Phosphorescent dopant

[0440] The phosphorescent dopant may include at least one transition metal as the central metal.

[0441] 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.

[0442] The phosphorescent dopant may be electrically neutral.

[0443] In one or more embodiments, the phosphorescent dopant may include an organometallic compound represented by Formula 401:

[0444] Formula 401

[0445] M(L 401 ) xc1 (L 402 ) xc2

[0446] Formula 402

[0447]

[0448] Wherein, in Formula 401 and Formula 402,

[0449] M may 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)),

[0450] L 401 may be a ligand represented by Formula 402, and xc1 may be 1, 2, or 3, wherein if xc1 is 2 or greater (e.g., when xc1 is 2 or greater), two or more L 401 may be substantially the same as or different from each other,

[0451] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3, or 4, wherein if xc2 is 2 or greater (e.g., when xc2 is 2 or greater), two or more L 402 may be substantially the same as or different from each other,

[0452] X 401 and X 402 may each independently be nitrogen or carbon,

[0453] Ring A 401 and Ring A 402 may each independently be a C3-C 60 carbocyclic group or a C1-C 60 heterocyclic group,

[0454] T 401 may 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=*’,

[0455] X 403 and X 404 may 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 ),

[0456] Q 411 to Q 414 each as described with reference to Q1,

[0457] R 401 and R 402 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, an unsubstituted or at least one R 10a substituted C1-C 20 alkyl, an unsubstituted or at least one R 10a substituted C1-C 20 alkoxy, 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 401 )(Q 402 )(Q 403 ), -N(Q 401 )(Q 402 ), -B(Q 401 )(Q 402 ), -C(=O)(Q 401 ), -S(=O)2(Q401 ) or -P(=O)(Q 401 )(Q 402 ),

[0458] Q 401 to Q 403 each as described with reference to Q1,

[0459] xc11 and xc12 can each independently be an integer selected from 0 to 10, and

[0460] * and *' in Formula 402 each indicate a bonding site to M in Formula 401.

[0461] For example, in Formula 402, i) X 401 can be nitrogen and X 402 can be carbon, or ii) each of X 401 and X 402 can be nitrogen.

[0462] In one or more embodiments, if xc1 in Formula 401 is 2 or greater (e.g., when xc1 in Formula 401 is 2 or greater), two or more L 401 two rings A 401 can optionally be connected together by T 402 as a linking group, and two rings A 402 can optionally be connected together by T 403 as a linking group (see Compound PD1 to Compound PD4 and Compound PD7). T 402 and T 403 each as described with reference to T 401 described.

[0463] 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 isocyano group, a -CN group, a phosphorus-containing group (e.g., a phosphine group and / or a phosphite group, etc.) or any combination thereof.

[0464] The phosphorescent dopant can include, for example, at least one of Compound PD1 to Compound PD39 (e.g., one or more selected from Compound PD1 to Compound PD39) or any combination thereof:

[0465]

[0466]

[0467]

[0468] Fluorescent dopant

[0469] The fluorescent dopant may include an amine group-containing compound, a styryl group-containing compound, or any combination thereof.

[0470] For example, the fluorescent dopant may include a compound represented by Formula 501:

[0471] Formula 501

[0472]

[0473] Wherein, in Formula 501,

[0474] Ar 501 、L 501 to L 503 、R 501 and R 502 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,

[0475] xd1 to xd3 may each independently be 0, 1, 2, or 3, and

[0476] xd4 may be 1, 2, 3, 4, 5, or 6.

[0477] In one or more embodiments, Ar in Formula 501 501 may be a fused ring group in which three or more monocyclic groups are fused together (for example, anthryl, 1,2-benzophenanthryl, and / or pyrenyl, etc.).

[0478] In one or more embodiments, xd4 in Formula 501 may be 2.

[0479] In one or more embodiments, the fluorescent dopant may include at least one of Compound FD1 to Compound FD37 (for example, one or more selected from Compound FD1 to Compound FD37); DPVBi; DPAVBi; or any combination thereof:

[0480]

[0481]

[0482]

[0483] Thermally activated delayed fluorescence material

[0484] The emission layer 130 may include a thermally activated delayed fluorescence material.

[0485] In this text, the delayed fluorescence material can be selected from compounds capable of emitting delayed fluorescence based on the delayed fluorescence emission mechanism.

[0486] Depending on the type or species of other materials included in the emission layer 130, the delayed fluorescence material included in the emission layer 130 can act as a host or a dopant.

[0487] In one or more embodiments, the difference between the triplet energy level (eV) of the delayed fluorescence material and the singlet energy level (eV) of the delayed fluorescence material can be from about 0 eV to about 0.5 eV. When the difference between the triplet energy level (eV) of the delayed fluorescence material and the singlet energy level (eV) of the delayed fluorescence material is within the scope herein, the upconversion from the triplet state to the singlet state of the delayed fluorescence material can occur effectively, and thus, the light-emitting device 10 can have improved luminous efficiency.

[0488] In one or more embodiments, the delayed fluorescence material can include: i) a material including at least one electron donor (e.g., a π - electron rich C3 - C 60 cyclic group, such as a carbazolyl group) and at least one electron acceptor (e.g., a sulfinyl group, a cyano group, and / or a π - electron deficient nitrogen - containing C1 - C 60 heterocyclic group, etc.), ii) a material including a C8 - C 60 polycyclic group including at least two cyclic groups that are fused to each other and share boron (B).

[0489] Examples of the delayed fluorescence material can include at least one of Compound DF1 to Compound DF14 (e.g., one or more selected from Compound DF1 to Compound DF14):

[0490]

[0491]

[0492] Quantum dots

[0493] The emission layer 130 can include quantum dots.

[0494] As used herein, the term "quantum dots" refers to crystals of semiconductor compounds. Depending on the size of the crystals, quantum dots can emit light of one or more appropriate emission wavelengths. By adjusting the ratio of the elements constituting the quantum dots, quantum dots can also emit light of one or more appropriate emission wavelengths.

[0495] The diameter of the quantum dots can be, for example, from about 1 nanometer (nm) to about 10 nm.

[0496] Quantum dots can be synthesized by a wet chemical process, a metal - organic chemical vapor deposition (MOCVD) process, a molecular beam epitaxy (MBE) process, or any process similar thereto.

[0497] The wet chemical process is a method that includes mixing precursor materials with an organic solvent and then growing quantum dot particle crystals. When the quantum dot particle crystals grow, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot particle crystals and controls the growth of the quantum dot particle crystals so that the growth of the quantum dot particle crystals can be controlled or selected by a process that is less costly and easier than vapor deposition methods (such as, for example, the metalorganic chemical vapor deposition (MOCVD) process or the molecular beam epitaxy (MBE) process).

[0498] Quantum dots can include: 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; group IV elements or compounds; or any combination thereof.

[0499] Examples of group II-VI semiconductor compounds can include: binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, and / or MgS, etc.; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, and / or MgZnS, etc.; quaternary compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, and / or HgZnSTe, etc.; or any combination thereof.

[0500] Examples of group III-V semiconductor compounds may include: binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, and / or InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, and / or InPSb, etc.; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, and / or InAlPSb, etc.; or any combination thereof. In one or more embodiments, 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 / or InAlZnP, etc.

[0501] Examples of group III-VI semiconductor compounds may include: binary compounds such as GaS, Ga2S3, GaSe, Ga2Se3, GaTe, InS, InSe, In2S3, In2Se3, and / or InTe, etc.; ternary compounds such as InGaS3 and / or InGaSe3, etc.; or any combination thereof.

[0502] 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, and / or AgAlO2, etc.; quaternary compounds such as AgInGaS2 and / or AgInGaSe2, etc.; or any combination thereof.

[0503] Examples of group IV-VI semiconductor compounds may include: binary compounds such as SnS, SnSe, SnTe, PbS, PbSe, or PbTe; ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, and / or SnPbTe, etc.; quaternary compounds such as SnPbSSe, SnPbSeTe, and / or SnPbSTe, etc.; or any combination thereof.

[0504] Examples of Group IV elements or compounds may include: single-element materials such as Si and / or Ge, etc.; binary compounds such as SiC and / or SiGe, etc.; or any combination thereof.

[0505] Each element included in a multi-element compound (e.g., a binary compound, a ternary compound, and a quaternary compound) may be present in the particles at a substantially uniform concentration or a substantially non-uniform concentration. For example, the foregoing formula refers to the type (species) of elements included in the compound, where the element ratios in the compound may vary. For example, AgInGaS2 may refer to AgIn x Ga 1-x S2 (where 0 < x < 1).

[0506] In one or more embodiments, the quantum dots may have a single structure in which the concentration of each element in the quantum dots is substantially uniform, or may have a core-shell dual structure. In one or more embodiments, the material included in the core and the material included in the shell may be different from each other.

[0507] The shell of the quantum dots may act as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties and / or act as a charging layer to impart electrophoretic properties to the quantum dots. The shell may be a single layer or multiple layers. The interface between the core and the shell may have a concentration gradient in which the concentration of the elements present in the shell decreases towards the center of the core.

[0508] Examples of the shell of the quantum dots may be oxides of metals or non-metals, semiconductor compounds, and / or any combination thereof (e.g., any suitable combination). Examples of oxides of metals or non-metals may include: binary compounds such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, and / or NiO, etc.; ternary compounds such as MgAl2O4, CoFe2O4, NiFe2O4, and / or CoMn2O4, etc.; or any combination thereof. Examples of semiconductor compounds may include: Group III-VI semiconductor compounds as described herein; Group II-VI semiconductor compounds; Group III-V semiconductor compounds; Group I-III-VI semiconductor compounds; Group IV-VI semiconductor compounds; or any combination thereof. For example, semiconductor compounds may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaS, GaSe, AgGaS, AgGaS2, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0509] Each element included in a multi-element compound (e.g., a binary compound and a ternary compound) may be present in the particles at a substantially uniform concentration or a substantially non-uniform concentration. For example, the foregoing formula refers to the type (species) of elements included in the compound, where the proportion of elements in the compound may vary.

[0510] The quantum dots may have a full width at half maximum (FWHM) of the emission wavelength spectrum less than or equal to about 45 nm, less than or equal to about 40 nm, or, for example, less than or equal to about 30 nm. When the FWHM of the quantum dots is within these ranges, the quantum dots may have improved color purity and / or improved color reproducibility. In some embodiments, since the light emitted by the quantum dots is emitted in all directions, a wide viewing angle may be improved.

[0511] In some embodiments, the quantum dots may be in the form of spherical nanoparticles, cone nanoparticles, multi-arm nanoparticles, or cube nanoparticles, nanotubes, nanowires, nanofibers, or nanoplatelets.

[0512] Since the bandgap can be controlled or selected by adjusting the size of the quantum dots or the proportion of elements in the quantum dot compound, light of one or more appropriate wavelengths can be obtained from the emission layer 130 containing the quantum dots. Therefore, by using the foregoing quantum dots (using quantum dots of different sizes or quantum dots with different element proportions in the quantum dot compound), a light-emitting device that emits light of one or more appropriate wavelengths can be implemented. For example, the size of the quantum dots or the proportion of elements in the quantum dot compound can be selected and controlled to emit red light, green light, and / or blue light. In some embodiments, the size of the quantum dots can be configured to emit white light by a combination of light of one or more appropriate colors.

[0513] Electron transport region 140

[0514] The electron transport region 140 may have: i) a single-layer structure including a single layer (e.g., consisting of a single layer) that includes a single material, ii) a single-layer structure including a single layer (e.g., consisting of a single layer) that includes a plurality of different materials from each other, or iii) a multi-layer structure including a plurality of layers (e.g., consisting of a plurality of layers) that includes a plurality of different materials from each other.

[0515] The electron transport region 140 may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0516] In one or more embodiments, the electron transport region 140 may 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, wherein for each structure, the constituent layers are stacked in sequence from the emission layer 130.

[0517] The electron transport region 140 (e.g., the buffer layer, hole blocking layer, electron control layer, or electron transport layer in the electron transport region 140) may include a metal-free compound including at least one nitrogen-containing C1-C 60 heterocyclic group lacking π electrons.

[0518] For example, the electron transport region 140 may include a compound represented by Formula 601.

[0519] Formula 601

[0520] [Ar 601 xe11 -[(L 601 ) xe1 -R 601 xe21 ,

[0521] In Formula 601,

[0522] 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,

[0523] xe11 may be 1, 2, or 3,

[0524] xe1 may be 0, 1, 2, 3, 4, or 5,

[0525] 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 ), ​​

[0526] Q 601 to Q 603 each as described in reference Q1,

[0527] xe21 can be 1, 2, 3, 4, or 5, and

[0528] Ar 601 , L 601 and R 601 at least one of (e.g., selected from Ar 601 , L 601 and R 601 ) can each independently be an unsubstituted or R 10a -substituted π-deficient nitrogen-containing C1-C 60 heterocyclic group.

[0529] In one or more embodiments, if xe11 in Formula 601 is 2 or greater (e.g., when xe11 in Formula 601 is 2 or greater), two or more Ar 601 can be linked together via a single bond.

[0530] In one or more embodiments, Ar in Formula 601 601 can be an unsubstituted or R 10a -substituted anthryl group.

[0531] In one or more embodiments, the electron transport region 140 can include a compound represented by Formula 601-1:

[0532] Formula 601-1

[0533]

[0534] wherein, in Formula 601-1,

[0535] X 614 can be N or C(R 614 ), X 615 can be N or C(R 615 ), X 616 can be N or C(R 616 ), and at least one of X 614 to X 616 (e.g., selected from one or more of X 614 to X 616 ) can be N,

[0536] L 611 to L 613 each as described in reference L 601 described,

[0537] Xe611 to Xe613 are each as described in Reference Xe1,

[0538] R 611 to R 613 are each as described in Reference R 601 and

[0539] R 614 to R 616 can 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.

[0540] In one or more embodiments, Xe1 and Xe611 to Xe613 in Formula 601 and Formula 601-1 can each independently be 0, 1, or 2.

[0541] The electron transport region 140 can include at least one of Compounds ET1 to ET45 (e.g., one or more selected from Compounds ET1 to 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:

[0542]

[0543]

[0544]

[0545] The thickness of the electron transport region 140 can be about to about For example, about to about When the electron transport region 140 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 thickness of the hole blocking layer, or the thickness of the electron control layer can each independently be about to about For example, about to about and the thickness of the electron transport layer can be about to about For example, about to about When the thickness of the buffer layer, the thickness of the hole blocking layer, the thickness of the electron control layer, the thickness of the electron transport layer, and / or the thickness of the electron transport region 140 are within these ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0546] In addition to the aforementioned materials, the electron transport region 140 (e.g., the electron transport layer in the electron transport region 140) may further include a metal-containing material.

[0547] 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, an 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, an Sr ion, or a Ba ion. The ligand coordinated with the metal ion of the alkali metal complex or with the metal ion of the alkaline earth metal complex may 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.

[0548] In one or more embodiments, the metal-containing material may include a Li complex. The Li complex may include, for example, the compound ET-D1(Liq) and / or the compound ET-D2:

[0549]

[0550] The electron transport region 140 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.

[0551] The electron injection layer may have: i) a single-layer structure including a single layer (e.g., consisting of a single layer) that includes a single material (e.g., consisting of a single material), ii) a single-layer structure including a single layer (e.g., consisting of a single layer) that includes a plurality of different materials from each other, or iii) a multi-layer structure including a plurality of layers (e.g., consisting of a plurality of layers) that includes a plurality of different materials from each other.

[0552] 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.

[0553] The alkali metals may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metals may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metals may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0554] The alkali metal compound, alkaline earth metal compound, and rare earth metal compound may include oxides, halides (e.g., fluorides, chlorides, bromides, and / or iodides, etc.) or tellurides of alkali metals, alkaline earth metals, and rare earth metals, or any combination thereof.

[0555] The alkali metal compound may include: alkali metal oxides, such as Li2O, Cs2O, or K2O; alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI; or any combination thereof. The alkaline earth metal 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-x O (where x is a real number satisfying 0 < x < 1). The rare earth metal compound may include YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3, or any combination thereof. In one or more embodiments, 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.

[0556] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex may include: i) one of the metal ions of alkali metals, alkaline earth metals, and rare earth metals (e.g., one selected from the ions of alkali metals, alkaline earth metals, and rare earth metals), and ii) ligands bonded to the metal ion (e.g., the selected metal ion), such as 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.

[0557] The electron injection layer may comprise the following (e.g., consist of the following): 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 as described herein. In one or more embodiments, the electron injection layer may further comprise an organic material (e.g., a compound represented by Formula 601).

[0558] In one or more embodiments, the electron injection layer may comprise the following (e.g., consist of the following): i) an alkali metal-containing compound (e.g., an alkali metal halide), and ii) a) an alkali metal-containing compound (e.g., an alkali metal halide); and b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. In one or more embodiments, the electron injection layer may be a KI:Yb co-deposited layer, a RbI:Yb co-deposited layer, and / or a LiF:Yb co-deposited layer, etc.

[0559] When the electron injection layer further comprises an organic material, the alkali metal, alkaline earth metal, rare earth metal, alkali metal-containing compound, alkaline earth metal-containing compound, rare earth metal-containing compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof may be uniformly (e.g., substantially uniformly) or non-uniformly (e.g., substantially non-uniformly) dispersed in a matrix comprising the organic material.

[0560] The thickness of the electron injection layer may be about to about And, for example, about to about When the thickness of the electron injection layer is within the range described herein, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0561] The second electrode 150

[0562] The second electrode 150 may be disposed above the electron transport region 140. The second electrode 150 may be a cathode serving as an electron injection electrode, and a metal, an alloy, a conductive compound, or any combination thereof each having a low work function may be used as the material for forming the second electrode 150.

[0563] The second electrode 150 may comprise 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 semi-transmissive electrode, or a reflective electrode.

[0564] The second electrode 150 may have a single-layer structure or a multi-layer structure comprising multiple layers.

[0565] Cover layer

[0566] The first cover layer may be disposed outside the first electrode 110 (and, for example, on the first electrode 110) and / or the second cover layer may be disposed outside the second electrode 150 (and, for example, on the second electrode 150). In one or more embodiments, the light-emitting device 10 may have a structure in which the first cover layer, the first electrode 110, the interlayer, and the second electrode 150 are stacked in the recited order, a structure in which the first electrode 110, the interlayer, the second electrode 150, and the second cover layer are stacked in the recited order, or a structure in which the first cover layer, the first electrode 110, the interlayer, the second electrode 150, and the second cover layer are stacked in the recited order.

[0567] The light generated in the emission layer 130 of the light-emitting device 10 may pass through the first electrode 110, which serves as a semi-transmissive electrode or a transmissive electrode, and pass through the first cover layer to the outside. The light generated in the emission layer 130 of the light-emitting device 10 may pass through the second electrode 150, which serves as a semi-transmissive electrode or a transmissive electrode, and pass through the second cover layer to the outside.

[0568] The first cover layer and the second cover layer may increase the external emission efficiency according to the principle of constructive interference. Accordingly, the light extraction efficiency of the light-emitting device 10 is increased, thereby increasing the luminous efficiency of the light-emitting device 10.

[0569] Each of the first cover layer and the second cover layer may include a material having a refractive index of about 1.2 or higher (at 460 nm).

[0570] The first cover layer and the second cover layer may each independently be an organic cover layer including an organic material, an inorganic cover layer including an inorganic material, or an organic-inorganic composite cover layer including an organic material and an inorganic material.

[0571] At least one of the first cover layer and the second cover layer (e.g., at least one selected from the first cover layer and the second cover 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. In one or more embodiments, at least one of the first cover layer and the second cover layer (e.g., at least one selected from the first cover layer and the second cover layer) may each independently include an amino group-containing compound.

[0572] In one or more embodiments, at least one of the first capping layer and the second capping layer (e.g., selected from at least one of the first capping layer and the second capping layer) may independently include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof.

[0573] In one or more embodiments, at least one of the first capping layer and the second capping layer (e.g., selected from at least one of the first capping layer and the second capping layer) may independently include at least one of Compounds HT28 to HT33 (e.g., one or more selected from Compounds HT28 to HT33), at least one of Compounds CP1 to CP6 (e.g., one or more selected from Compounds CP1 to CP6), β-NPB, P4, or any combination thereof:

[0574]

[0575] Film

[0576] The electronic device may further include a film. The film may be, for example, an optical member (or light control component) (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, or a quantum dot-containing layer, etc.), a light-blocking member (e.g., a light reflection layer and / or a light absorption layer, etc.), a protective member (e.g., an insulating layer and / or a dielectric layer, etc.).

[0577] Electronic device

[0578] The light-emitting device 10 may be included in one or more suitable electronic devices. In one or more embodiments, the electronic device including the light-emitting device 10 may be a display device or an authentication device.

[0579] In addition to the light-emitting device 10, the electronic device (e.g., a display device) may further include: i) a color filter, ii) a color conversion layer, or iii) 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 10 travels. For example, the light emitted from the light-emitting device 10 may be blue light or white light. A more detailed description of the light-emitting device 10 is provided herein. In one or more embodiments, the color conversion layer may include quantum dots. The quantum dots may be, for example, the quantum dots described herein.

[0580] The electronic device may include a first substrate. The first substrate may include a plurality of sub-pixel regions, the color filter may include a plurality of color filter regions respectively corresponding to the plurality of sub-pixel regions, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the plurality of sub-pixel regions.

[0581] The pixel defining film may be disposed between a plurality of sub-pixel regions to define each of the plurality of sub-pixel regions.

[0582] 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.

[0583] The plurality of color filter regions (or the plurality of color conversion regions) 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. In one or more embodiments, 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 one or more embodiments, the plurality of color filter regions (or the plurality of color conversion regions) 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 (e.g., may exclude any) quantum dots. A detailed description of quantum dots is provided herein. The first region, the second region, and / or the third region may each further include a scatterer.

[0584] In one or more embodiments, the light-emitting device 10 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. In this case, 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.

[0585] In addition to the light-emitting device 10, 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, wherein any one of the source electrode or the drain electrode may be electrically connected to any one of the first electrode 110 and the second electrode 150 of the light-emitting device 10.

[0586] The thin film transistor may further include a gate electrode and / or a gate insulating film, etc.

[0587] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, and / or an oxide semiconductor, etc.

[0588] The electronic device may further include a sealing portion for sealing the light-emitting device 10. The sealing portion may be disposed between the color filter and / or color conversion layer and the light-emitting device 10. The sealing portion allows light from the light-emitting device 10 to be extracted to the outside, and at the same time (e.g., synchronously) prevents ambient air and moisture from penetrating into the light-emitting device 10. 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.

[0589] According to the use of the electronic device, in addition to the color filter and / or color conversion layer, various functional layers may be additionally disposed on the sealing portion. Examples of the functional layer may include a touch screen layer and a polarization layer. 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 (e.g., fingertips and / or pupils, etc.).

[0590] In addition to the light-emitting device 10 described herein, the authentication device may further include a biometric information collector.

[0591] The electronic device may be applied to one or more suitable displays, light sources, lighting devices, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, electronic game consoles, medical tools (e.g., electronic thermometers, sphygmomanometers, glucometers, pulse measurement devices, pulse wave measurement devices, electrocardiogram monitors, ultrasonic diagnostic devices, or endoscope monitors), fish finders, one or more suitable measurement tools, meters (e.g., meters for vehicles, aircraft, and ships), and / or projectors, etc.

[0592] Electronic equipment

[0593] The light-emitting device 10 may be included in one or more suitable electronic equipment.

[0594] For example, the electronic equipment including the light-emitting device 10 may be at least one of 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 3D display, a virtual reality display, an augmented reality display, a vehicle, a video wall including a plurality of displays spliced together, a cinema screen, a stadium screen, a light therapy device, and a signboard (e.g., selected from one or more of them).

[0595] Since the light-emitting device 10 has improved luminous efficiency and / or improved lifespan, etc., the electronic device including the light-emitting device 10 can have high brightness, high resolution, and low power consumption.

[0596] Figure 2 and Figure 3 description

[0597] Figure 2 is a schematic cross-sectional view of an electronic device according to one or more embodiments.

[0598] Figure 2 The electronic device in may include a substrate 100, a thin-film transistor TFT, a light-emitting device, and a packaging part 300.

[0599] 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 can prevent or reduce the penetration of impurities through the substrate 100 and can provide a flat surface on the substrate 100.

[0600] The thin-film transistor TFT may be disposed on the buffer layer 210. The thin-film transistor TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0601] 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.

[0602] 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.

[0603] An interlayer insulating film 250 may be disposed on the gate electrode 240. The interlayer insulating film 250 may be located between the gate electrode 240 and the source electrode 260 to insulate the gate electrode 240 from the source electrode 260, and may be located between the gate electrode 240 and the drain electrode 270 to insulate the gate electrode 240 from the drain electrode 270.

[0604] 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 be disposed to contact the exposed portions of the source region and the drain region of the active layer 220.

[0605] The thin film transistor (TFT) can be electrically connected to the light-emitting device to drive the light-emitting device, and can be covered and protected by the passivation layer 280. The passivation layer 280 can include an inorganic insulating film, an organic insulating film, or any combination thereof. The light-emitting device can be provided on the passivation layer 280. The light-emitting device can include a first electrode 110, an interlayer, and a second electrode 150.

[0606] The first electrode 110 can be disposed on the passivation layer 280. The passivation layer 280 can be disposed to expose a part of the drain electrode 270 without completely covering the drain electrode 270, and the first electrode 110 can be disposed to be connected to the exposed part of the drain electrode 270.

[0607] The pixel defining film 290 including an insulating material can be disposed on the first electrode 110. The pixel defining film 290 can expose a specific region of the first electrode 110, and the interlayer can be formed in the exposed region of the first electrode 110. The pixel defining film 290 can be a polyimide-based organic film or a polyacrylic-based organic film. In one or more embodiments, at least some layers of the interlayer can extend to the upper part of the pixel defining film 290 and can be disposed in the form of a common layer.

[0608] The second electrode 150 can be disposed on the interlayer, and a capping layer 170 can be further formed on the second electrode 150. The capping layer 170 can be formed to cover the second electrode 150.

[0609] The encapsulation part 300 can be disposed on the capping layer 170. The encapsulation part 300 can be disposed on the light-emitting device to protect the light-emitting device from moisture or oxygen. The encapsulation part 300 can include: an inorganic film including silicon nitride (SiN x )、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, polyformaldehyde, polyarylate, hexamethyldisiloxane, acrylic resin (e.g., polymethyl methacrylate and / or polyacrylic acid, etc.), epoxy resin (e.g., aliphatic glycidyl ether (AGE), etc.), or any combination thereof; and / or a (e.g., any suitable) combination of the inorganic film and the organic film.

[0610] Figure 3 Is a schematic cross-sectional view of an electronic device according to one or more embodiments.

[0611] Figure 3 The electronic device in Figure 2The electronic devices therein are substantially the same, except that the light-shielding pattern 500 and the functional area 400 are additionally arranged on the encapsulation part 300. The functional area 400 can be i) a color filter area, ii) a color conversion area, or iii) a combination of a color filter area and a color conversion area. In one or more embodiments, Figure 3 The light-emitting device included in the electronic device therein can be a series light-emitting device.

[0612] Figure 4 description

[0613] Figure 4 FIG. 10 is a schematic perspective view of an electronic device 1 including a light-emitting device according to one or more embodiments. As a device for displaying moving images or still images, the electronic device 1 can be a portable electronic device (e.g., 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 a ultra-mobile personal computer (UMPC)), and one or more suitable products (e.g., a television, a laptop computer, a monitor, a billboard, or an Internet of Things (IoT) device). The electronic device 1 can be such a product or a part thereof as described herein. In some embodiments, the electronic device 1 can be a wearable device (e.g., a smart watch, a watch phone, a glasses-type or glasses-like display, or a head-mounted display (HMD)), or a part of a wearable device. However, the embodiments are not limited thereto. In one or more embodiments, the electronic device 1 can be an instrument panel of a vehicle, a center information display (CID) arranged on a center console or an instrument panel of a vehicle, an interior mirror display replacing a side view mirror of a vehicle, an entertainment display for a rear seat of a vehicle, a display arranged on a back of a front seat of a vehicle, a head-up display (HUD) mounted in front of a vehicle or projected on a front window glass, or a computer-generated holographic augmented reality head-up display (CGHAR HUD). For ease of explanation, Figure 4 illustrates a case where the electronic device 1 is a smart phone.

[0614] The electronic device 1 can include a display area DA and a non-display area NDA outside the display area DA. The electronic device 1 can implement an image through an array of a plurality of pixels two-dimensionally arranged in the display area DA.

[0615] The non-display area NDA is an area that does not display an image and can be entirely around the display area DA (e.g., surrounding the display area DA). In the non-display area NDA, a driver for providing an electrical signal or power to a display element arranged in the display area DA can be arranged. In the non-display area NDA, pads for electrically connecting electronic components or a printed circuit board can be arranged.

[0616] 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 one or more embodiments, as Figure 4 shown, the length in the x-axis direction may be less than the length in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be the same as the length in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be greater than the length in the y-axis direction.

[0617] Figure 5 and Figures 6A to 6C description

[0618] Figure 5 FIG. 0003012 is a schematic view of the exterior of a vehicle 1000 as an electronic device including a light-emitting device according to one or more embodiments. Figures 6A to 6C FIGS. 0003013 and 0003014 are schematic views of the interior of the vehicle 1000 according to one or more embodiments, respectively.

[0619] Reference Figure 5 and Figures 6A to 6C , the vehicle 1000 may refer to one or more suitable devices for moving an object to be transported (e.g., a person, an object, or an animal) from a starting point to a destination. The vehicle 1000 may include a vehicle traveling on a road or a track, a ship moving on the sea or a river, and / or an airplane flying in the air by the action of air, etc.

[0620] The vehicle 1000 may travel on a road or a track. The vehicle 1000 may move in a specific direction according to the rotation of at least one wheel. In one or more embodiments, the vehicle 1000 may include a three-wheeled vehicle or a four-wheeled vehicle, an engineering machine, a two-wheeled vehicle, a prime mover, a bicycle, and a train traveling on a track.

[0621] The vehicle 1000 may include a body having an interior and an exterior, and a chassis in which mechanical equipment necessary for driving is installed as other components in addition to the body. The exterior of the body may include a front panel, an engine hood, a roof panel, a rear panel, a trunk, and / or a pillar provided at the boundary between the doors, etc. The chassis of the vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a braking device, a suspension device, a transmission device, a fuel device, front and rear wheels, and / or left and right wheels, etc.

[0622] The vehicle 1000 may include side window glass 1100, 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.

[0623] The side window glass 1100 and the front window glass 1200 may be separated by a pillar disposed between the side window glass 1100 and the front window glass 1200.

[0624] The side window glass 1100 can be installed on the side of the vehicle 1000. In one or more embodiments, the side window glass 1100 can be installed on the door of the vehicle 1000. A plurality of side window glasses 1100 can be provided and can face each other. In one or more embodiments, the side window glass 1100 can include a first side window glass 1110 and a second side window glass 1120. In one or more embodiments, the first side window glass 1110 can be arranged adjacent to the instrument panel 1400. The second side window glass 1120 can be arranged adjacent to the passenger seat instrument panel 1600.

[0625] In one or more embodiments, the side window glasses 1100 can be spaced apart and / or separated (e.g., spaced or separated) from each other in the x-axis direction or in the direction opposite to the x-axis direction (i.e., the -x-axis direction). In one or more embodiments, the first side window glass 1110 and the second side window glass 1120 can be spaced apart and / or separated from each other in the x-axis direction or in the -x-axis direction. For example, the imaginary straight line L connecting the side window glasses 1100 can extend in the x-axis direction or in the -x-axis direction. In one or more embodiments, the imaginary 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 in the -x-axis direction.

[0626] The front window glass 1200 can be installed in the front of the vehicle 1000. The front window glass 1200 can be arranged between the side window glasses 1100 that face each other (e.g., face each other).

[0627] The side mirror 1300 can provide a view of the rear of the vehicle 1000. The side mirror 1300 can be installed on the outside of the vehicle body. In one or more embodiments, a plurality of side mirrors 1300 can be provided. Any one of the plurality of side mirrors 1300 can be arranged outside the first side window glass 1110. Another one of the plurality of side mirrors 1300 can be arranged outside the second side window glass 1120.

[0628] The instrument panel 1400 can be arranged in front of the steering wheel. The instrument panel 1400 can include a tachometer, a speedometer, a coolant temperature gauge, an oil gauge, a turn indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, a driving record system, an automatic gear selector indicator, a door open warning light, an oil warning light, and / or a low fuel warning light.

[0629] The center console 1500 can include a control panel, and a plurality of buttons for adjusting an audio device, an air conditioning device, and a seat heater can be arranged on the control panel. The center console 1500 can be arranged on one side of the instrument panel 1400.

[0630] The passenger seat instrument panel 1600 can be separated from and / or detached (e.g., spaced apart or separated) from the instrument panel 1400, and the center console 1500 is disposed between the passenger seat instrument panel 1600 and the instrument panel 1400. In one or more embodiments, the instrument panel 1400 can be arranged corresponding to the driver's seat, and the passenger seat instrument panel 1600 can be arranged corresponding to the passenger seat. In one or more embodiments, the instrument panel 1400 can be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 can be adjacent to the second side window glass 1120.

[0631] In one or more embodiments, 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 disposed inside the vehicle 1000. In one or more embodiments, the display device 2 can be disposed between side window glasses 1100 that face each other (e.g., face each other). The display device 2 can be disposed on at least one of the instrument panel 1400, the center console 1500, and the passenger seat instrument panel 1600.

[0632] The display device 2 can include an organic light emitting display device, an inorganic electroluminescent (EL) display device, and / or a quantum dot display device, etc. Hereinafter, as the display device 2 according to one or more embodiments, an organic light emitting display device including a light emitting device according to the present disclosure will be described as an example, but one or more appropriate types (kinds) of display devices as described herein can be used in the embodiments of the present disclosure.

[0633] Reference Figure 6A , the display device 2 can be disposed on the center console 1500. In one or more embodiments, the display device 2 can display navigation information. In one or more embodiments, the display device 2 can display audio, video, or information regarding vehicle settings.

[0634] Reference Figure 6B , the display device 2 can be disposed on the instrument panel 1400. In this case, the instrument panel 1400 can display driving information, etc. through the display device 2. For example, the instrument panel 1400 can be implemented digitally. The instrument panel 1400 can digitally display vehicle information and driving information as an image. In one or more embodiments, the pointer and gauge of the tachometer and one or more appropriate warning light icons can be displayed through digital signals.

[0635] Reference Figure 6C, the display device 2 can be arranged on the passenger seat dashboard 1600. The display device 2 can be embedded in the passenger seat dashboard 1600 or arranged on the passenger seat dashboard 1600. In one or more embodiments, the display device 2 arranged on the passenger seat dashboard 1600 can display an image related to the information displayed on the dashboard 1400 and / or the information displayed on the center console 1500. In one or more embodiments, the display device 2 arranged on the passenger seat dashboard 1600 can display information different from the information displayed on the dashboard 1400 and / or the information displayed on the center console 1500.

[0636] Manufacturing method

[0637] By using one or more suitable methods (such as, vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) method, inkjet printing, laser printing, and laser-induced thermal imaging (LITI)), the layers included in the hole transport region 120, the emission layer 130, and the layers included in the electron transport region 140 can be formed in specific regions.

[0638] When forming the layers included in the hole transport region 120, the emission layer 130, and the layers included in the electron transport region 140 by vacuum deposition, depending on the material included in the layer to be formed and the structure of the layer to be formed, the deposition can be carried out at a deposition temperature of about 100 °C to about 500 °C, a vacuum degree of about 10 -8 Torr to about 10 -3 Torr, and a deposition rate of about to about .

[0639] Definition of terms

[0640] As used herein, the term "C3-C 60 carbocyclic group" refers to a cyclic group that includes only carbon atoms as ring-forming atoms (for example, composed only of carbon atoms as ring-forming atoms) and has 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.

[0641] As used herein, the term "C1-C 60 heterocyclic group" refers to a cyclic group that has 1 to 60 carbon atoms and further has heteroatoms as ring-forming atoms in addition to carbon atoms. For example, C1-C 50 heterocyclic group, C1-C 40 heterocyclic group, C1-C 30 heterocyclic group, C1-C 20Heterocyclic group or C1-C 10 heterocyclic group.

[0642] C3-C 60 carbocyclic group and C1-C 60 The heterocyclic group and the carbocyclic group may each be a monocyclic group including one ring (e.g., consisting of one ring) or a polycyclic group in which two or more rings are fused to each other. In one or more embodiments, the number of ring-forming atoms of the C1-C 60 heterocyclic group may be 3 to 61.

[0643] As used herein, the term "cyclic group" may include C3-C 60 carbocyclic group and C1-C 60 heterocyclic group both (e.g., simultaneously).

[0644] As used herein, the term "π-electron-rich C3-C 60 cyclic group" refers to a cyclic group having 3 to 60 carbon atoms and not including *-N=*' as a ring-forming moiety.

[0645] As used herein, the term "nitrogen-containing π-electron-deficient C1-C 60 heterocyclic group" refers to a heterocyclic group having 1 to 60 carbon atoms and including *-N=*' as a ring-forming moiety.

[0646] In one or more embodiments,

[0647] C3-C 60 carbocyclic group may be i) group T1 or ii) a fused-ring group in which two or more groups T1 are fused to each other (e.g., cyclopentadienyl, adamantyl, norbornyl, phenyl, pentaphenylenyl, naphthyl, azulyl, indacenyl, acenaphthylenyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthryl, perylenyl, pentaphenyl, heptaphenylenyl, tetracenyl, picenyl, hexaphenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl or indenanthryl),

[0648] C1-C 60The heterocyclic group may be i) group T2, ii) a fused ring group in which two or more groups T2 are fused to each other, or iii) a fused ring group in which at least one group T2 and at least one group T1 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, and / or xanthenyl, etc.).

[0649] π-electron-rich C3-C 60 The cyclic group may be i) group T1, ii) a fused ring group in which two or more groups T1 are fused to each other, iii) group T3, iv) a fused ring group in which two or more groups T3 are fused to each other, or v) a fused ring group in which at least one group T3 and at least one group T1 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, and / or benzothienodibenzothienyl, etc.).

[0650] π-electron-deficient nitrogen-containing C1-C 60The heterocyclic group may be i) group T4, ii) a fused ring group in which two or more groups T4 are fused to each other, iii) a fused ring group in which at least one group T4 and at least one group T1 are fused to each other, iv) a fused ring group in which at least one group T4 and at least one group T3 are fused to each other, or v) a fused ring group in which at least one group T4, at least one group T1 and at least one group T3 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, imidazopyridyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azaf luorenyl, azadibenzothiophenylene, azadibenzothienyl and / or azadibenzofuranyl, etc.).

[0651] Group T1 may be cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), norbornenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl or phenyl.

[0652] Group T2 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.

[0653] Group T3 may be furyl, thienyl, 1H-pyrrolyl, silolyl or borole.

[0654] Group T4 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.

[0655] 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" or "π-electron-deficient nitrogen-containing C1-C 60 heterocyclic group" refer to a monovalent or polyvalent group (e.g., divalent group, trivalent group, tetravalent group, etc.) fused (e.g., joined together) with a cyclic group according to the structure of the formula in which the corresponding term is used.

[0656] In one or more embodiments, "phenyl" may be benzyl, phenyl and / 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".

[0657] Depending on the context, e.g., according to the structure of the formula in which the term is referenced, a divalent group may refer to or be a polyvalent group (e.g., trivalent group, tetravalent group, etc., and not just a divalent group).

[0658] 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.

[0659] Examples of divalent C3-C 60 carbocyclic groups and divalent C1-C 60 heterocyclic groups may include C3-C 10 subcycloalkyl, C1-C 10 subheterocycloalkyl, C3-C 10 subcycloalkenyl, C1-C 10 subheterocycloalkenyl, C6-C 60 subaryl, C1-C 60 subheteroaryl, divalent non-aromatic fused polycyclic groups and divalent non-aromatic fused heteropolycyclic groups.

[0660] As used herein, the term "C1-C 60 alkyl" refers to a straight-chain or branched-chain aliphatic hydrocarbon monovalent 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 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.

[0661] As used herein, the term "C1-C 60 alkylene" refers to a divalent group having the same structure as C1-C 60 alkyl.

[0662] As used herein, the term "C2-C 60 alkenyl" refers to 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 include vinyl, propenyl and butenyl.

[0663] As used herein, the term "C2-C 60 alkenylene" refers to a divalent group having the same structure as C2-C 60 alkenyl.

[0664] As used herein, the term "C2-C 60 alkynyl" refers to 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 include ethynyl and propynyl.

[0665] As used herein, the term "C2-C 60 alkynylene" refers to a divalent group having the same structure as C2-C 60 alkynyl.

[0666] As used herein, the term "C1-C 60 alkoxy" refers to a monovalent group represented by -OA 101 (where A 101 is C1-C 60 alkyl), for example, C1-C 30 alkoxy, C1-C 20 alkoxy or C1-C 10an alkoxy group, and examples thereof include a methoxy group, an ethoxy group, and an isopropoxy group.

[0667] As used herein, the term "C3-C 10 cycloalkyl" refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and examples thereof 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.

[0668] As used herein, the term "C3-C 10 subcycloalkyl" refers to a divalent group having the same structure as C3-C 10 cycloalkyl.

[0669] As used herein, the term "C1-C 10 heterocycloalkyl" refers to a monovalent cyclic group having 1 to 10 carbon atoms and further including at least one heteroatom as a ring-forming atom in addition to carbon atoms, and examples thereof include 1,2,3,4-oxadiazolyl, tetrahydrofuryl, and tetrahydrothienyl.

[0670] As used herein, the term "C1-C 10 subheterocycloalkyl" refers to a divalent group having the same structure as C1-C 10 heterocycloalkyl.

[0671] As used herein, the term "C3-C 10 cycloalkenyl" refers to a monovalent cyclic group having 3 to 10 carbon atoms, at least one carbon-carbon double bond, and no aromaticity in its ring, and examples thereof include cyclopentenyl, cyclohexenyl, and cycloheptenyl.

[0672] As used herein, the term "C3-C 10 subcycloalkenyl" refers to a divalent group having the same structure as C3-C 10 cycloalkenyl.

[0673] As used herein, the term "C1-C 10 heterocycloalkenyl" refers to a monovalent cyclic group having 1 to 10 carbon atoms and further including at least one heteroatom as a ring-forming atom in addition to carbon atoms and having at least one double bond. Examples of C1-C 10 heterocycloalkenyl include 4,5-dihydro-1,2,3,4-oxadiazolyl, 2,3-dihydrofuryl, and 2,3-dihydrothienyl.

[0674] As used herein, the term "C1-C 10 subheterocycloalkenyl" refers to a divalent group having the same structure as C1-C10 A divalent group in which the heterocyclic alkenyl has the same structure.

[0675] As used herein, the term "C6-C 60 aryl" refers to 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-C 20 aryl or C6-C 15 aryl.

[0676] As used herein, the term "C6-C 60 arylene" refers to a divalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms.

[0677] C6-C 60 Examples of C6-C aryl include phenyl, pentaphenylenyl, naphthyl, azulyl, indacenyl, acenaphthylenyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthryl, perylenyl, pentaphenyl, heptaphenylenyl, tetracenyl, picenyl, hexaphenyl, pentaphenyl, rubicenyl, corannulenyl, and ovalenyl.

[0678] 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.

[0679] As used herein, the term "C1-C 60 heteroaryl" refers to a monovalent group of a heteroaromatic system having 1 to 60 carbon atoms and further including 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.

[0680] As used herein, the term "C1-C 60 heteroarylene" refers to a divalent group of a heteroaromatic system having 1 to 60 carbon atoms and further including at least one heteroatom as a ring-forming atom in addition to carbon atoms.

[0681] C1-C 60Examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, benzoquinolinyl, isoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl, and naphthyridinyl.

[0682] When C1-C 60 When the heteroaryl group and the C1-C 60 When each of the heteroaryl group and the C1-C heteroarylene group includes two or more rings, the two or more rings may be fused to each other.

[0683] As used herein, the term "monovalent non-aromatic fused polycyclic group" refers to a monovalent group having two or more rings fused to each other, with only carbon atoms (e.g., 8 to 60 carbon atoms) as ring-forming atoms and having no aromaticity in its molecular structure when considered as a whole (e.g., when considered as a whole), e.g., C8-C 60 The monovalent non-aromatic fused polycyclic group, C8-C 50 The monovalent non-aromatic fused polycyclic group, C8-C 40 The monovalent non-aromatic fused polycyclic group, C8-C 30 The monovalent non-aromatic fused polycyclic group or C8-C 20 The monovalent non-aromatic fused polycyclic group. Examples of the monovalent non-aromatic fused polycyclic group include indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenoanthracenyl, and indenoacenaphthylenyl.

[0684] As used herein, the term "divalent non-aromatic fused polycyclic group" refers to a divalent group having the same structure as the monovalent non-aromatic fused polycyclic group.

[0685] As used herein, the term "monovalent non-aromatic fused heteropolycyclic group" refers to 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 (e.g., 1 to 60 carbon atoms) and having no aromaticity in its molecular structure when considered as a whole (e.g., when considered as a whole), e.g., C1-C 60 The monovalent non-aromatic fused heteropolycyclic group, C1-C 50 The monovalent non-aromatic fused heteropolycyclic group, C1-C 40 The monovalent non-aromatic fused heteropolycyclic group, C1-C 30 The monovalent non-aromatic fused heteropolycyclic group or C1-C 20Monovalent non-aromatic fused heteropolycyclic group. Examples of monovalent non-aromatic fused heteropolycyclic groups include pyrrolyl, thienyl, furyl, indolyl, benzoindolyl, naphthoindolyl, isoindolyl, benzoisoindolyl, naphthoisoindolyl, benzosilolyl, benzothienyl, benzofuryl, carbazolyl, dibenzosilolyl, dibenzothienyl, dibenzofuryl, azacarbazolyl, azafuryl, 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, benzoindolocarbazolyl, benzocarbazolyl, benzonaphthofuryl, benzonaphthothienyl, benzonaphthosilolyl, benzofurodibenzofuryl, benzofurodibenzothienyl, and benzothienodibenzothienyl.

[0686] As used herein, the term "divalent non-aromatic fused heteropolycyclic group" refers to a divalent group having the same structure as the monovalent non-aromatic fused heteropolycyclic group.

[0687] As used herein, the term "C6-C 60 aryloxy" denotes a group represented by -OA 102 (where A 102 is C6-C 60 aryl), for example, C6-C 50 aryloxy, C6-C 40 aryloxy, C6-C 30 aryloxy, C6-C 20 aryloxy, or C6-C 15 aryloxy.

[0688] As used herein, the term "C6-C 60 arylthio" denotes a group represented by -SA 103 (where A 103 is 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.

[0689] As used herein, the term "C7-C 60 arylalkyl" refers to -A104 A 105 group represented (where A 104 is a C1-C 54 alkylene group, and A 105 is a C6-C 59 aryl group), for example, C7-C 50 aralkyl group, C7-C 40 aralkyl group, C7-C 30 aralkyl group, C7-C 20 aralkyl group, or C7-C 15 aralkyl group.

[0690] As used herein, the term "C2-C 60 heteroaralkyl" refers to a group represented by -A 106 A 107 (where A 106 is a C1-C 59 alkylene group, and A 107 is a C1-C 59 heteroaryl group), for example, C2-C 50 heteroaralkyl group, C2-C 40 heteroaralkyl group, C2-C 30 heteroaralkyl group, C2-C 20 heteroaralkyl group, or C2-C 15 heteroaralkyl group.

[0691] As used herein, the term "R 10a " may be:

[0692] deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, or nitro;

[0693] each unsubstituted or substituted by the following C1-C 60 alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, or C1-C 60 alkoxy group: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy group, C6-C 60 arylthio group, C7-C 60 aralkyl group, C2-C 60 heteroaralkyl group, -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;

[0694] Each unsubstituted or substituted C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy group, C6-C 60 arylthio group, C7-C 60 aralkyl group or C2-C 60 heteroaralkyl group: deuterium, -F, -Cl, -Br, -I, hydroxy 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, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy group, C6-C 60 arylthio group, C7-C 60 aralkyl group, C2-C 60 heteroaralkyl group, -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

[0695] -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 ).

[0696] Q1 to Q3, Q 11 to Q13 , Q 21 to Q 23 and Q 31 to Q 33 may each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxy; cyano; nitro; or C1-C which is unsubstituted or substituted by deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl or C1-C substituted by any combination thereof 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C7-C 60 aralkyl or C2-C 60 heteroaralkyl.

[0697] As used herein, the term "heteroatom" refers to any atom other than a carbon atom and a hydrogen atom. Examples of heteroatoms include O, S, N, P, Si, B, Ge, Se or any combination thereof.

[0698] As used herein, the term "transition metal" includes hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt) and gold (Au).

[0699] Throughout this specification, "D" may represent deuterium, "Ph" may represent phenyl, "Me" may represent methyl, "Et" may represent ethyl, "tert-Bu", " t Bu" or "Bu t " may represent tert-butyl, and "OMe" may represent methoxy.

[0700] As used herein, the term "biphenyl" refers to "phenyl substituted by phenyl". For example, "biphenyl" may be a substituted phenyl having a C6-C 60 aryl as a substituent.

[0701] As used herein, the term "terphenyl" refers to "phenyl substituted by biphenyl". As used herein, the term "terphenyl" may refer to i) a substituted phenyl, wherein the substituent is a C6-C 60 aryl substituted by a C6-C 60 aryl, and ii) a substituted phenyl, wherein there are two substituents and each substituent is a C6-C 60 aryl.

[0702] Unless otherwise defined, each of * and *’ as used herein refers to the bonding site to an adjacent atom in the corresponding formula or moiety.

[0703] As used herein, the x-axis, y-axis, and z-axis are not limited to the three axes in an orthogonal coordinate system and may be interpreted in a broad sense including these axes. For example, the x-axis, y-axis, and z-axis may refer to axes that are orthogonal to each other, or may refer to axes in different directions that are not orthogonal to each other.

[0704] Terms such as “substantially,” “about,” and “approximate” are used as relative terms and not as terms of degree, and are intended to account for the inherent deviations in measured or calculated values that would be recognized by a person of ordinary skill in the art. They may include the recited value and deviations within an acceptable range determined by a person of ordinary skill in the art taking into account the limitations and errors associated with the measurement of that quantity. For example, “about” may refer to one or more standard deviations of the recited value, or ±30%, ±20%, ±10%, or ±5% of the recited value.

[0705] The numerical ranges disclosed herein include and are intended to disclose all sub-ranges subsumed therein with the same numerical precision. For example, the range “1.0 to 10.0” includes all sub-ranges with a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as, for example, 2.4 to 7.6. Accordingly, the applicant reserves the right to amend this specification (including the claims) to expressly recite any sub-range subsumed within the ranges expressly recited herein.

[0706] The light-emitting devices, electronic devices, electronic appliances, and / or any other related devices or components according to embodiments of the present disclosure described herein can be implemented using any suitable hardware, firmware (e.g., application-specific integrated circuits), software, or a combination of software, firmware, and hardware. For example, various components of the light-emitting device and / or the electronic device or electronic appliance can be formed on one integrated circuit (IC) chip or on separate IC chips. Further, various components of the light-emitting device and / or the electronic device or electronic appliance can be implemented on a flexible printed circuit film, a tape carrier package (TCP), or a printed circuit board (PCB), or formed on a substrate. Further, various components of the device, equipment, and / or appliance can be processes or threads that run on one or more processors in one or more computing devices, execute computer program instructions, and interact with other system components to perform the various functions described herein. The computer program instructions are stored in a memory, which can be implemented in a computing device using standard storage devices, such as, for example, random access memory (RAM). The computer program instructions can also be stored in other non-transitory computer-readable media (such as, for example, CD-ROMs or flash drives, etc.). And, those skilled in the art should recognize that, without departing from the scope of the embodiments of the present disclosure, the functions of various computing devices can be combined or integrated into a single computing device, or the functions of a particular computing device can be distributed over one or more other computing devices.

[0707] Hereinafter, the organic compounds according to one or more embodiments and the light-emitting devices according to one or more embodiments will be described in more detail with reference to the following synthesis examples and examples.

[0708] Examples

[0709] Synthesis Example 1 (Synthesis of Compound 5)

[0710] Synthesis of Intermediate 5-a

[0711]

[0712] Under argon atmosphere, N1,N3-bis([1,1':3',1"-tert-biphenyl]-2'-yl)-5-(tert-butyl)benzene-1,3-diamine (10 g, 16 mmol), 3-iodo-1,1'-biphenyl-2,2',3',4,4',5,5',6,6'-d9 (4.7 g, 16 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 (Na2O3) were added. tBuO, 11.5g, 120mmol) was put into a 2L flask, and then dissolved in 300mL of o-xylene, and then, the reaction solution was stirred at 140°C for 2 hours. After the mixture was cooled, water (1L) and ethyl acetate (300mL) were added to extract to collect the organic layer, and then, the organic layer was dried with MgSO4 and filtered. Solvent was removed from the filtrate under reduced pressure, and by using CH2Cl2 and hexane as a developing solvent, the solid obtained was purified and separated by column chromatography using silica gel to obtain intermediate 5-a (white solid, 8.1g, 65%).

[0713] ESI-LCMS of intermediate 5-a: [M] + :C 58 H 39 D9N2,781.4416.

[0714] Synthesis of intermediate 5-b

[0715]

[0716] Under argon atmosphere, intermediate 5-a (8.1 g, 10 mmol), 25-bromo-19H-5-oxa-3-thia-1(9,2)-carbazole-2,4(1,3)-dibenzohexadiazole-13,14,15,16,17,18,24,26,44,45,46-d 11 5-b (white solid, 8g, 70%) was obtained.

[0717] ESI-LCMS of Intermediate 5-b: [M] + : C 82 H 41 D 20 N3OS, 1155.5841.

[0718] Synthesis of Compound 5

[0719]

[0720] Under an argon atmosphere, Intermediate 5-b (8 g, 7 mmol) was placed in a 1 L flask and then dissolved in 200 mL of o-dichlorobenzene, and then BBr3 (2 equivalents) was added. The reaction solution was stirred at 140 °C for 12 hours. After cooling the mixture, triethylamine was added to terminate the reaction and the solvent was removed under reduced pressure, and the obtained solid was purified and separated by column chromatography using silica gel with CH2Cl2 and hexane as the developing reagents to obtain Compound 5 (yellow solid, 3.6 g, 45%).

[0721] ESI-LCMS of Compound 5: [M] + : C 82 H 37 D 18 B2N3OS, 1169.5434.

[0722] 1H-NMR of Compound 5 (CDCl3): 1 δ = 8.22 (m, 4H), 7.43 (t, 2H), 7.32 (m, 12H), 7.12 (m, 8H), 7.01 (s, 2H), 1.32 (s, 27H).

[0723] Synthesis Example 2 (Synthesis of Compound 7)

[0724] Synthesis of Intermediate 7-b

[0725]

[0726] Under an argon atmosphere, Intermediate 5-a (8 g, 10 mmol), 8-bromo-16,18-(ethanebridge[1,2]diyl)-20,22-ethylidene-6,10-(methylidene)[1]oxa[5,11]diazacyclotetradecyl[5,4-a:11,12-a']diindole-1,2,3,4,7,9,12,13,14,15,23,24,25,26-d 14(5.2g, 10mmol), Pd2dba3 (0.06g, 0.12mmol), tri-tert-butylphosphine (0.06mL, 0.24mmol) and sodium tert-butoxide (1.4g, 15mmol) are put into a 1L flask, and then dissolved in 100mL of o-xylene, and then, the reaction solution is stirred at 140°C for 12 hours. After the mixture is cooled, water (1L) and ethyl acetate (300mL) are added to extract to collect the organic layer, and then, the organic layer is dried with MgSO4 and filtered. Solvent is removed from the filtrate under reduced pressure, and by using CH2Cl2 and hexane as a developing solvent, the solid obtained is purified and separated by column chromatography using silica gel to obtain intermediate 7-b (white solid, 8.8g, 72%).

[0727] ESI-LCMS of intermediate 7-b: [M] + :C 88 H 41 D 23 N4O,1215.6524.

[0728] Synthesis of compound 7

[0729]

[0730] Under argon atmosphere, intermediate 7-b (8g, 6.5mmol) is put into 1L flask, and then dissolved in 200mL of o-dichlorobenzene, and then, BBr (2 equivalents) is added. The reaction solution is stirred at 140°C for 12 hours. After the mixture is cooled, triethylamine is added to terminate the reaction and the solvent is removed under reduced pressure, and by using CH Cl and hexane as developing agents, the solid obtained by column chromatography purification and separation using silica gel is obtained to obtain compound 7 (yellow solid, 3g, 37%).

[0731] ESI-LCMS of compound 7: [M] + :C 88 H 37 D 21 B2N4O, 1229.6107.

[0732] Compound 7 (CDCl3) 1 H-NMR: δ=8.17 (m, 4H), 7.47 (t, 2H), 7.24 (m, 12H), 7.05 (m, 8H), 6.88 (s, 2H), 1.38 (s, 27H).

[0733] Synthesis Example 3 (Synthesis of Compound 8)

[0734] Synthesis of intermediate 8-a

[0735]

[0736] Under argon atmosphere, N1,N3-di([1,1':3',1"-tert-phenyl]-2'-yl)-5-(tert-butyl)benzene-1,3-diamine (10 g, 16 mmol), 25-iodo-110H-3,5-dioxa-1(10,2)-phenoxazine-2,4(1,3)-dibenzo-13,14,26,44,45,46-d6 (8 g, 16 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (4. 3g, 45mmol) was put into a 1L flask, and then dissolved in 200mL of o-xylene, and then, the reaction solution was stirred at 140°C for 12 hours. After the mixture was cooled, water (1L) and ethyl acetate (300mL) were added to extract the collected organic layer, and then, the organic layer was dried with MgSO4 and filtered. Under reduced pressure, the solvent was removed from the filtrate, and by using CH2Cl2 and hexane as a developing solvent, the solid obtained by column chromatography purification and separation using silica gel was obtained to obtain intermediate 8-a (white solid, 11g, 71%).

[0737] ESI-LCMS of intermediate 8-a: [M] + :C 70 H 47 D6N3O3, 989.4532.

[0738] Synthesis of intermediate 8-b

[0739]

[0740] Under argon atmosphere, intermediate 8-a (10 g, 10 mmol), 9- (3-iodophenyl-2,4,5,6-d4) -9H-carbazole -1,2,3,4,5,6,7,8-d8 (3.9 g, 10 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (4.3 g, 45 mmol) were put into a 1 L flask, and then dissolved in 100 mL of o-xylene, and then, the reaction solution was stirred at 140 ° C for 12 hours. After the mixture was cooled, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and then, the organic layer was dried with MgSO4 and filtered. The solvent was removed from the filtrate under reduced pressure, and the obtained solid was purified and separated by column chromatography using silica gel by using CH 2 Cl 2 and hexane as a developing solvent to obtain Intermediate 8-b (white solid, 8.2 g, 66%).

[0741] ESI-LCMS of Intermediate 8-b: [M] + : C 88 H 46 D 18 N4O3, 1242.6138.

[0742] Synthesis of Compound 8

[0743]

[0744] Under an argon atmosphere, Intermediate 8-b (8 g, 6.4 mmol) was placed in a 1 L flask and then dissolved in 200 mL of o-dichlorobenzene. Then, BBr3 (2 equivalents) was added. The reaction solution was stirred at 140 °C for 12 hours. After cooling the mixture, triethylamine was added to terminate the reaction and the solvent was removed under reduced pressure. The obtained solid was purified and separated by column chromatography using silica gel with CH2Cl2 and hexane as the eluent to obtain Compound 8 (yellow solid, 2.8 g, 35%).

[0745] ESI-LCMS of Compound 8: [M] + : C 88 H 41 D 17 B2N4O3, 1257.5828.

[0746] 1H-NMR of Compound 8 (CDCl3): 1 δ = 7.47 (m, 2H), 7.42 (m, 4H), 7.30 (m, 12H), 7.08 (m, 8H), 7.01 (m, 4H), 6.94 (s, 2H), 1.31 (s, 9H).

[0747] Synthesis Example 4 (Synthesis of Compound 13)

[0748] Synthesis of Intermediate 13-a

[0749]

[0750] Under an argon atmosphere, Intermediate 5-a (10 g, 12.8 mmol), 8-iodo-16,18:20,22-diethylidene-6,10-(methylidene)[1]oxa[5,11]diazacyclotetradecino[5,4-a:11,12-a']diindole-1,2,3,4,7,9,12,13,14,15,23,24,25,26-d 14

[0751] (8-iodo-16,18:20,22-diethieno-6,10-(metheno)[1]oxa[5,11]diazacyclotetradecino[5,4-a:11,12-a']diindole-1,2,3,4,7,9,12,13,14,15,23,24,25,26-d 14 ) (7.4 g, 12.8 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (4.3 g, 45 mmol) were placed in a 1 L flask, and then dissolved in 100 mL of o-xylene, and then, the reaction solution was stirred at 140 ° C for 12 hours. After the mixture was cooled, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and then, the organic layer was dried with MgSO4 and filtered. The solvent was removed from the filtrate under reduced pressure, and the solid obtained was purified and separated by column chromatography using silica gel by using CH2Cl2 and hexane as a developing solvent to obtain intermediate 13-a (white solid, 10 g, 64%).

[0752] ESI-LCMS of intermediate 13-a: [M] + :C 88 H 47 D 17 N4O2, 1225.6113.

[0753] Synthesis of compound 13

[0754]

[0755] Under argon atmosphere, intermediate 13-a (10g, 8.2mmol) is put into 1L flask, and then dissolved in 200mL of o-dichlorobenzene, and then, BBr3 (2 equivalents) is added. The reaction solution is stirred at 140°C for 12 hours. After the mixture is cooled, triethylamine is added to terminate the reaction and the solvent is removed under reduced pressure, and by using CH2Cl2 and hexane as a developing agent, the solid obtained by column chromatography purification and separation using silica gel is obtained to obtain compound 13 (yellow solid, 3.34g, 33%).

[0756] ESI-LCMS of compound 13: [M] + :C 88 H 41 D 17 B2N4O2, 1241.5811.

[0757] Compound 13 (CDCl3) 1H-NMR: δ=7.45 (m, 2H), 7.40 (m, 4H), 7.27 (m, 12H), 7.06 (m, 8H), 7.00 (m, 4H), 6.98 (s, 2H), 1.28 (s, 9H).

[0758] Synthesis Example 5 (Synthesis of Compound 14)

[0759] Synthesis of intermediate 14-a

[0760]

[0761] Under argon atmosphere, N1,N3-bis([1,1':3',1"-tert-biphenyl]-2'-yl)-5-(tert-butyl)benzene-1,3-diamine (10 g, 16 mmol), 4-iodo-1,1'-biphenyl-2,3,5,6-d4 (4.5 g, 16 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (4.3 g, 45 mmol) were placed in a 1 L flask, and Then be dissolved in 200mL of o-xylene, and then, reaction solution is stirred at 140 ℃ for 12 hours.After mixture is cooled, add water (1L) and ethyl acetate (300mL) to extract to collect organic layer, and then, use MgSO4 dry organic layer and filter.Under reduced pressure, remove solvent from filtrate, and by using CH2Cl2 and hexane as developing solvent, by using the column chromatography purification of silica gel and separation of the solid obtained, to obtain intermediate 14-a (white solid, 8g, 64%).

[0762] ESI-LCMS of intermediate 14-a: [M] + :C 58 H 44 D4N2,776.4123.

[0763] Synthesis of intermediate 14-b

[0764]

[0765] Under argon atmosphere, intermediate 14-a (8 g, 10 mmol), 20-iodo-5,5-dimethyl-5H-6,8-(ethane bridge [1,2] diylidene)-10,12-ethylylidene-18,22-(methylylidene)benzo[5',6'][1,4]azasilicon[1',2':11,12][1]oxa[5,11]diazacyclotetradecyl[5,4-a]indole-7,11,13,14,15,16,19,21,25,26,27,28-d 12(6.4g, 10mmol), Pd2dba3 (0.06g, 0.12mmol), tri-tert-butylphosphine (0.06mL, 0.24mmol) and sodium tert-butoxide (4.3g, 45mmol) are put into a 1L flask, and then dissolved in 100mL of o-xylene, and then, the reaction solution is stirred at 140°C for 12 hours. After the mixture is cooled, water (1L) and ethyl acetate (300mL) are added to extract to collect the organic layer, and then, the organic layer is dried with MgSO4 and filtered. The solvent is removed from the filtrate under reduced pressure, and by using CH2Cl2 and hexane as a developing solvent, the solid obtained is purified and separated by column chromatography using silica gel to obtain intermediate 14-b (white solid, 8.2g, 65%).

[0766] ESI-LCMS of intermediate 14-b: [M] + :C 90 H 56 D 14 N4OSi, 1264.6214.

[0767] Synthesis of compound 14

[0768]

[0769] Under argon atmosphere, intermediate 14-b (8g, 6.3mmol) is put into 1L flask, and then dissolved in 200mL of o-dichlorobenzene, and then, BBr3 (2 equivalents) is added. The reaction solution is stirred at 140°C for 12 hours. After the mixture is cooled, triethylamine is added to terminate the reaction and the solvent is removed under reduced pressure, and by using CH2Cl2 and hexane as a developing agent, the solid obtained by column chromatography purification and separation using silica gel is obtained to obtain compound 14 (yellow solid, 2.34g, 29%).

[0770] ESI-LCMS of compound 14: [M] + :C 90 H 52 D 12 B2N4OSi, 1278.4151.

[0771] Compound 14 (CDCl3) 1 H-NMR: δ=7.43 (m, 2H), 7.39 (m, 4H), 7.29 (m, 17H), 7.10 (m, 8H), 7.01 (m, 4H), 6.95 (s, 2H), 1.33 (s, 9H).

[0772] Synthesis Example 6 (Synthesis of Compound 15)

[0773] Synthesis of intermediate 15-a

[0774]

[0775] Under argon atmosphere, N1,N3-bis([1,1':3',1"-terphenyl]-2'-yl)-5-(tert-butyl)benzene-1,3-diamine (10 g, 16 mmol), 9-(3-iodophenyl-2,4,5,6-d4)-9H-carbazole-1,2,3,4,5,6,7,8-d8 (6.1 g, 16 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (4.3 g, 45 mmol) were placed in a flask. Into a 1L flask, and then dissolved in 200mL of o-xylene, and then, the reaction solution was stirred at 140°C for 12 hours. After the mixture was cooled, water (1L) and ethyl acetate (300mL) were added to extract to collect the organic layer, and then, the organic layer was dried with MgSO4 and filtered. Solvent was removed from the filtrate under reduced pressure, and by using CH2Cl2 and hexane as a developing solvent, the solid obtained by column chromatography purification and separation using silica gel was obtained to obtain intermediate 15-a (white solid, 9.5g, 68%).

[0776] ESI-LCMS of intermediate 15-a: [M] + :C 64 H 39 D 12 N3,874.2128.

[0777] Synthesis of intermediate 15-b

[0778]

[0779] Under argon atmosphere, intermediate 15-a (9 g, 10 mmol), 21-iodo-6,8-(ethane bridge [1,2] diylidene)-10,12-ethylylidene-19,23-(methylylidene)benzo[5,6][1,4]thiazine[3,4-d]benzo[5,6][1,4]thiazine[4,3-k][1]oxa[5,11]diazacyclotetradecane-20,22,26,27,28,29-d6 (6.4 g, 10 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (4.3 g, 45 mmol) were put into a 1 L flask and then dissolved in 100 mL of o-xylene, and then, the reaction solution was stirred at 140°C for 12 hours. After the mixture was cooled, water (1 L) and ethyl acetate (300 mL) were added to extract to collect the organic layer, and then, the organic layer was dried with MgSO and filtered. The solvent was removed from the filtrate under reduced pressure, and the solid obtained was purified and separated by column chromatography using silica gel by using CH Cl and hexane as a developing solvent to obtain intermediate 15-b (white solid, 8.2 g, 60%).

[0780] ESI-LCMS of intermediate 15-b: [M] + :C 94 H 49 D 18 N5OS2, 1363.5954.

[0781] Synthesis of compound 15

[0782]

[0783] Under argon atmosphere, intermediate 15-b (8g, 5.9mmol) is put into 1L flask, and then dissolved in 200mL of o-dichlorobenzene, and then, BBr3 (2 equivalents) is added. The reaction solution is stirred at 140°C for 12 hours. After the mixture is cooled, triethylamine is added to terminate the reaction and the solvent is removed under reduced pressure, and by using CH2Cl2 and hexane as a developing agent, the solid obtained by column chromatography purification and separation using silica gel is obtained to obtain compound 15 (yellow solid, 1.9g, 23%).

[0784] ESI-LCMS of compound 15: [M] + :C 94 H 45 D 16 B2N5OS2, 1377.5514.

[0785] Compound 15 (CDCl3) 1H-NMR: δ=7.41 (m, 2H), 7.36 (m, 8H), 7.25 (m, 17H), 7.07 (m, 8H), 7.00 (m, 4H), 6.90 (s, 2H), 1.35 (s, 9H).

[0786] Synthesis Example 7 (Synthesis of Compound 20)

[0787] Synthesis of intermediate 20-a

[0788]

[0789] Under argon atmosphere, intermediate 5-a (10 g, 12.7 mmol), 3'-([1,1'-biphenyl]-2-yl)-5'-iodospiro[fluorene-9,5'-3-aza-1(9,2)-carbazole-2,4(1,3)-dibenzocyclopentaphenanthrene]-3',4',4',4',5',5',6',6',7',8'-d 10 (10g, 12.7mmol), Pd2dba3 (0.06g, 0.12mmol), tri-tert-butylphosphine (0.06mL, 0.24mmol) and sodium tert-butoxide (4.3g, 45mmol) are put into a 1L flask, and then dissolved in 100mL of o-xylene, and then, the reaction solution is stirred at 140°C for 12 hours. After the mixture is cooled, water (1L) and ethyl acetate (300mL) are added to extract to collect the organic layer, and then, the organic layer is dried with MgSO4 and filtered. Solvent is removed from the filtrate under reduced pressure, and by using CH2Cl2 and hexane as developing solvents, the solid obtained is purified and separated by column chromatography using silica gel to obtain intermediate 20-a (white solid, 11.8g, 65%).

[0790] ESI-LCMS of intermediate 20-a: [M] + :C 107 H 59 D 19 N4,1437.7477.

[0791] Synthesis of compound 20

[0792]

[0793] Under an argon atmosphere, intermediate 20-a (10 g, 7 mmol) was placed in a 1-L flask and then dissolved in 200 mL of o-dichlorobenzene. Then, BBr3 (2 equivalents) was added. The reaction solution was stirred at 140 °C for 12 h. After the mixture was cooled, triethylamine was added to terminate the reaction and the solvent was removed under reduced pressure. The obtained solid was purified and separated by column chromatography using silica gel with CH2Cl2 and hexane as the developing reagents to obtain compound 20 (yellow solid, 2.4 g, 24%).

[0794] ESI-LCMS of compound 20: [M] + : C 107 H 55 D 17 B2N4, 1451.7020.

[0795] 1H-NMR of compound 20 (CDCl3): 1 δ = 8.10 (d, 1H), 7.90 (d, 2H), 7.56 (d, 2H), 7.45 (m, 5H), 7.41 (m, 6H), 7.35 (d, 2H), 7.29 (m, 12H), 7.17 (t, 2H), 7.05 (m, 10H), 7.01 (m, 1H), 6.95 (s, 2H), 6.90 (s, 1H), 1.36 (s, 9H).

[0796] Synthesis Example 8 (Synthesis of compound 37)

[0797] Synthesis of intermediate 37-a

[0798]

[0799] Under argon atmosphere, intermediate 5-a (10 g, 12.7 mmol), 25-iodo-5,5-dimethyl-14,45-diphenyl-19H-3-oxa-5-sila-1(9,2)-carbazole-2,4(1,3)-dibenzoheterocyclopenta-13,15,16,17,18,24,26,44,46-d9 (6.8 g, 12.7 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (4.3 g, 45 mmol) were placed in a 1 L flask and then dissolved in 100 mL of o-xylene, and then, the reaction solution was stirred at 140° C. for 12 hours. After the mixture was cooled, water (1 L) and ethyl acetate (300 mL) were added to extract to collect the organic layer, and then, the organic layer was dried with MgSO and filtered. The solvent was removed from the filtrate under reduced pressure, and the solid obtained was purified and separated by column chromatography using silica gel as a developing solvent to obtain intermediate 37-a (white solid, 11.5 g, 66%).

[0800] ESI-LCMS of intermediate 37-a: [M] + :C 104 H 73 D 18 N3OSi, 1443.8062.

[0801] Synthesis of compound 37

[0802]

[0803] Under argon atmosphere, intermediate 37-a (10g, 7mmol) is put into 1L flask, and then dissolved in 200mL of o-dichlorobenzene, and then, BBr (2 equivalents) is added. The reaction solution is stirred at 140°C for 12 hours. After the mixture is cooled, triethylamine is added to terminate the reaction and the solvent is removed under reduced pressure, and by using CH Cl and hexane as a developing agent, the solid obtained by column chromatography purification and separation using silica gel is obtained to obtain compound 37 (yellow solid, 2.2g, 22%).

[0804] ESI-LCMS of compound 37: [M] + :C 104 H 69 D 16 B2N3OSi, 1457.7781.

[0805] Compound 37 (CDCl3) 1H-NMR: δ=7.41 (s, 4H), 7.35 (m, 22H), 7.09 (m, 8H), 7.03 (s, 2H), 1.36 (s, 9H), 1.23 (s, 18H), 0.66 (s, 6H).

[0806] Synthesis Example 9 (Synthesis of Compound 45)

[0807] Synthesis of intermediate 45-a

[0808]

[0809] Under argon atmosphere, N-(3-bromo-5-(tert-butyl)phenyl)-[1,1':3',1"-terphenyl]-2'-amine (10 g, 22 mmol), 3-iodo-1,1'-biphenyl-2,2',3',4,4',5,5',6,6'-d9 (6.3 g, 16 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 2 L flask and stirred for 2 h. And then dissolved in 300mL of o-xylene, and then, the reaction solution was stirred at 140 ℃ for 2 hours. After the mixture was cooled, water (1L) and ethyl acetate (300mL) were added to extract the collected organic layer, and then, MgSO was used to dry the organic layer and filter. Under reduced pressure, the solvent was removed from the filtrate, and by using CH Cl and hexane as a developing solvent, the solid obtained by column chromatography purification and separation using silica gel was obtained to obtain intermediate 45-a (white solid, 10.4g, 77%).

[0810] ESI-LCMS of intermediate 45-a: [M] + :C 40 H 25 D9BrN, 616.2421.

[0811] Synthesis of intermediate 45-b

[0812]

[0813] Under argon atmosphere, intermediate 45-a (10g, 16mmol), dibenzo [b, d] furan-1-amine (3g, 16mmol), Pd2dba3 (0.06g, 0.12mmol), tri-tert-butylphosphine (0.06mL, 0.24mmol) and sodium tert-butoxide (1.4g, 15mmol) were placed in a 1L flask, and then dissolved in 100mL of o-xylene, and then, the reaction solution was stirred at 140°C for 12 hours. After the mixture was cooled, water (1L) and ethyl acetate (300mL) were added for extraction to collect the organic layer, and then, the organic layer was dried with MgSO4 and filtered. The solvent was removed from the filtrate under reduced pressure, and the solid obtained was purified and separated by column chromatography using silica gel by using CH2Cl2 and hexane as a developing solvent to obtain intermediate 45-b (white solid, 8.3g, 67%).

[0814] ESI-LCMS of intermediate 45-b: [M] + :C 56 H 41 D9N2O, 775.4534.

[0815] Synthesis of intermediate 45-c

[0816]

[0817] Under argon atmosphere, intermediate 45-b (8 g, 10 mmol), 6-([1,1':3',1"-tert-phenyl]-2'-yl-4',5',6'-d3)-15-bromo-34,56-di-tert-butyl-2,4-dioxa-6-aza-1,3,5(1,3)-tribenzoxazine-14,16,35,36,55-d5 (7.3 g, 10 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (1.4 g, 15mmol) was put into a 1L flask, and then dissolved in 100mL of o-xylene, and then, the reaction solution was stirred at 140°C for 12 hours. After the mixture was cooled, water (1L) and ethyl acetate (300mL) were added to extract the collected organic layer, and then, the organic layer was dried with MgSO4 and filtered. Under reduced pressure, the solvent was removed from the filtrate, and by using CH2Cl2 and hexane as a developing solvent, the solid obtained by column chromatography purification and separation using silica gel was obtained to obtain intermediate 45-c (white solid, 9g, 65%).

[0818] ESI-LCMS of intermediate 45-c: [M] + :C 100 H 72 D17 N3O3, 1396.8004.

[0819] Synthesis of Compound 45

[0820]

[0821] Under an argon atmosphere, the intermediate 45-c (9 g, 6.4 mmol) was placed in a 1 L flask and then dissolved in 200 mL of o-dichlorobenzene. Then, BBr3 (2 equivalents) was added. The reaction solution was stirred at 140 °C for 12 hours. After cooling the mixture, triethylamine was added to terminate the reaction and the solvent was removed under reduced pressure. The obtained solid was purified and separated by column chromatography using silica gel with CH2Cl2 and hexane as the developing reagents to obtain Compound 45 (yellow solid, 3.5 g, 39%).

[0822] ESI-LCMS of Compound 45: [M] + : C 100 H 68 D 15 B2N3O3, 1410.7667.

[0823] Of Compound 45 (CDCl3) 1 1H-NMR: δ = 7.98 (d, 1H), 7.53 (s, 2H), 7.41 (m, 3H), 7.32 (m, 10H), 7.24 (m, 9H), 7.11 (m, 2H), 7.04 (m, 4H), 7.00 (s, 2H), 6.75 (s, 1H), 1.44 (s, 18H), 1.32 (s, 9H), 1.21 (s, 9H).

[0824] Synthesis Example 10 (Synthesis of Compound 48)

[0825] Synthesis of Intermediate 48-a

[0826]

[0827] Under argon atmosphere, N-([1,1'-biphenyl]-3-yl-d9)-N-(3-bromo-5-(tert-butyl)phenyl)-[1,1':3',1"-terphenyl]-2'-amine (10 g, 16 mmol), dibenzo[b,d]thiophene-1-amine (3.2 g, 12.7 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (4.3 g, 45 mmol) were placed in a 1 L flask. In, and then dissolved in 100mL of o-xylene, and then, the reaction solution was stirred at 140 ℃ for 12 hours. After the mixture was cooled, water (1L) and ethyl acetate (300mL) were added to extract to collect the organic layer, and then, the organic layer was dried with MgSO4 and filtered. Under reduced pressure, the solvent was removed from the filtrate, and by using CH2Cl2 and hexane as a developing solvent, the solid obtained by column chromatography purification and separation using silica gel was obtained to obtain intermediate 48-a (white solid, 9g, 77%).

[0828] ESI-LCMS of intermediate 48-a: [M] + :C 52 H 33 D9N2S, 735.3668.

[0829] Synthesis of intermediate 48-b

[0830]

[0831] Under argon atmosphere, intermediate 48-a (10 g, 12.7 mmol), 4-([1,1':3',1"-terphenyl]-2'-yl-4',5',6'-d3)-35-iodo-15-isopropyl-2-oxa-6-selenop-4-aza-1,3,5(1,3)-tribenzoxazine-14,16,34,36,54,55-d6 (9.5 g, 12.7 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (4 .3g, 45mmol) was placed in a 1L flask, and then dissolved in 100mL of o-xylene, and then, the reaction solution was stirred at 140°C for 12 hours. After the mixture was cooled, water (1L) and ethyl acetate (300mL) were added to extract to collect the organic layer, and then, the organic layer was dried with MgSO4 and filtered. The solvent was removed from the filtrate under reduced pressure, and by using CH2Cl2 and hexane as a developing solvent, the solid obtained was purified and separated by column chromatography using silica gel to obtain intermediate 48-b (white solid, 10.7g, 60%).

[0832] ESI-LCMS of Intermediate 48-b: [M] + : C 95 H 61 D 18 N3OSSe, 1407.6212.

[0833] Synthesis of Compound 48

[0834]

[0835] Under an argon atmosphere, Intermediate 48-b (10 g, 7.1 mmol) was placed in a 1 L flask and then dissolved in 200 mL of o-dichlorobenzene. Then, BBr3 (2 equivalents) was added. The reaction solution was stirred at 140 °C for 12 hours. After cooling the mixture, triethylamine was added to terminate the reaction and the solvent was removed under reduced pressure. The obtained solid was purified and separated by column chromatography using silica gel with CH2Cl2 and hexane as the developing reagents to obtain Compound 48 (yellow solid, 1.9 g, 19%).

[0836] ESI-LCMS of Compound 48: [M] + : C 95 H 57 D 16 B2N3OSSe, 1421.5517.

[0837] 1H-NMR of Compound 48 (CDCl3) 1 : δ = 8.45 (d, 1H), 7.93 (d, 1H), 7.59 (m, 5H), 7.41 (s, 2H), 7.36 (m, 16H), 7.21 (s, 1H), 7.06 (m, 8H), 7.00 (s, 2H), 2.88 (m, 1H), 1.33 (s, 9H), 1.21 (s, 18H), 1.12 (s, 6H).

[0838] Synthesis Example 11 (Synthesis of Compound 53)

[0839] Synthesis of Intermediate 53-a

[0840]

[0841] Under argon atmosphere, N-([1,1'-biphenyl]-3-yl-d9)-N-(3-bromo-5-(tert-butyl)phenyl)-[1,1':3',1"-terphenyl]-2'-amine (10 g, 16 mmol), [1,1':4',1"-terphenyl]-2'-amine (3.9 g, 12.7 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (4.3 g, 45 mmol) were put into a 1 L flask, and then dissolved in 100 mL of o-xylene, and then, the reaction solution was stirred at 140° C. for 12 hours. After the mixture was cooled, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and then, the organic layer was dried over MgSO4 and filtered. The solvent was removed from the filtrate under reduced pressure, and the obtained solid was purified and separated by column chromatography using silica gel by using CH 2 Cl 2 and hexane as a developing solvent to obtain Intermediate 53-a (white solid, 9 g, 67%).

[0842] ESI-LCMS of intermediate 53-a: [M] + :C 62 H 47 D9N2,837.5001.

[0843] Synthesis of intermediate 53-b

[0844]

[0845] Under argon atmosphere, intermediate 53-a (9 g, 10.7 mmol), 4-([1,1':3',1"-terphenyl]-2'-yl-4',5',6'-d3)-35-iodo-14,55-diphenyl-2-oxa-6-thia-4-aza-1,3,5(1,3)-tribenzoxazine-15,16,34,54-d4 (8.7 g, 10.7 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (4.3 g, 45mmol) was put into a 1L flask, and then dissolved in 100mL of o-xylene, and then, the reaction solution was stirred at 140°C for 12 hours. After the mixture was cooled, water (1L) and ethyl acetate (300mL) were added to extract the collected organic layer, and then, the organic layer was dried with MgSO4 and filtered. Solvent was removed from the filtrate under reduced pressure, and by using CH2Cl2 and hexane as a developing solvent, the solid obtained by column chromatography purification and separation using silica gel was obtained to obtain intermediate 53-b (white solid, 10.2g, 63%).

[0846] ESI-LCMS of Intermediate 53-b: [M] + : C 110 H 71 D 16 N3OS, 1513.7618.

[0847] Synthesis of Compound 53

[0848]

[0849] Under an argon atmosphere, Intermediate 53-b (10 g, 6.6 mmol) was placed in a 1 L flask and then dissolved in 200 mL of o-dichlorobenzene. Then, BBr3 (2 equivalents) was added. The reaction solution was stirred at 140 °C for 12 hours. After cooling the mixture, triethylamine was added to terminate the reaction and the solvent was removed under reduced pressure. The obtained solid was purified and separated by column chromatography using silica gel with CH2Cl2 and hexane as the developing reagents to obtain Compound 53 (yellow solid, 2.1 g, 21%).

[0850] ESI-LCMS of Compound 53: [M] + : C 110 H 66 D 15 B2N3OS, 1528.7271.

[0851] 1H-NMR of Compound 53 (CDCl3): 1 δ = 7.92 (d, 1H), 7.75 (d, 2H), 7.51 (m, 8H), 7.41 (s, 2H), 7.36 (m, 25H), 7.08 (m, 6H), 7.01 (s, 2H), 6.91 (d, 1H), 1.32 (s, 9H), 1.24 (s, 9H).

[0852] Synthesis Example 12 (Synthesis of Compound 74)

[0853] Synthesis of Intermediate 74-a

[0854]

[0855] Under argon atmosphere, intermediate 5-a (10 g, 13 mmol), 15-iodo-35,55-diphenyl-2,4,6-trithia-1,3,5 (1,3) -tribenzoheterocyclohexyl-14,16,34,36,54,56-d6 (7.9 g, 13 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (1.4 g, 15 mmol) were put into a 1 L flask, and then dissolved in 100 mL of o-xylene, and then, the reaction solution was stirred at 140 ° C for 12 hours. After the mixture was cooled, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and then, the organic layer was dried with MgSO4 and filtered. The solvent was removed from the filtrate under reduced pressure, and the obtained solid was purified and separated by column chromatography using silica gel by using CH 2 Cl 2 and hexane as a developing solvent to obtain Intermediate 74-a (white solid, 10 g, 61%).

[0856] ESI-LCMS of intermediate 74-a: [M] + :C 88 H 49 D 17 N2S3, 1263.5560.

[0857] Synthesis of compound 74

[0858]

[0859] Under argon atmosphere, intermediate 74-a (10g, 7.9mmol) is put into 1L flask, and then dissolved in 200mL of o-dichlorobenzene, and then, BBr3 (2 equivalents) is added. The reaction solution is stirred at 140°C for 12 hours. After the mixture is cooled, triethylamine is added to terminate the reaction and the solvent is removed under reduced pressure, and by using CH2Cl2 and hexane as a developing agent, the solid obtained by column chromatography purification and separation using silica gel is obtained to obtain compound 74 (yellow solid, 3.5g, 32%).

[0860] ESI-LCMS of compound 74: [M] + :C 88 H 45 D 15 B2N2S3, 1277.4937.

[0861] Compound 74 (CDCl3) 1H-NMR: δ=8.20 (d, 4H), 7.51 (m, 10H), 7.43 (m, 12H), 7.31 (m, 2H), 7.07 (m, 8H), 1.27 (s, 9H).

[0862] Synthesis Example 13 (Synthesis of Compound 80)

[0863] Synthesis of intermediate 80-a

[0864]

[0865] Under argon atmosphere, intermediate 15-a (10 g, 11 mmol), 6-([1,1':3',1"-terphenyl]-2'-yl)-35-bromo-2,4-dioxa-6-aza-1,3,5(1,3)-tribenzoxazine-14,15,16,34,36,54,55,56-d8 (6.8 g, 11 mmol), Pd2dba3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol) and sodium tert-butoxide (1.4 g, 15 mmol) were added to the mixture. 1) is placed in a 1L flask, and then dissolved in 100mL of o-xylene, and then, the reaction solution is stirred at 140°C for 12 hours. After the mixture is cooled, water (1L) and ethyl acetate (300mL) are added to extract to collect the organic layer, and then, the organic layer is dried with MgSO4 and filtered. Under reduced pressure, the solvent is removed from the filtrate, and by using CH2Cl2 and hexane as a developing solvent, the solid obtained by column chromatography purification and separation using silica gel is obtained to obtain intermediate 80-a (white solid, 11g, 73%).

[0866] ESI-LCMS of intermediate 80-a: [M] + :C 100 H 54 D 20 N4O2, 1382.7727.

[0867] Synthesis of compound 80

[0868]

[0869] Under argon atmosphere, intermediate 80-a (11g, 8mmol) is put into 1L flask, and then dissolved in 200mL of o-dichlorobenzene, and then, BBr (2 equivalents) is added. The reaction solution is stirred at 140°C for 12 hours. After the mixture is cooled, triethylamine is added to terminate the reaction and the solvent is removed under reduced pressure, and by using CH Cl and hexane as a developing agent, the solid obtained by column chromatography purification and separation using silica gel is obtained to obtain compound 80 (yellow solid, 3g, 27%).

[0870] ESI-LCMS of compound 80: [M] + :C 100 H 50 D 18 B2N4O2, 1396.6768.

[0871] Compound 80 (CDCl3) 1 H-NMR: δ=8.23 (d, 4H), 8.19 (d, 2H), 7.56 (m, 2H), 7.38 (m, 1H), 7.44 (m, 12H), 7.36 (m, 6H), 7.22 (m, 8H), 7.14 (m, 4H), 7.00 (m, 2H), 1.29 (s, 9H).

[0872] Evaluation Example 1

[0873] The highest occupied molecular orbital (HOMO) energy level, absorption wavelength (λ) in solution of each of Compound 5, Compound 7, Compound 8, Compound 13, Compound 14, Compound 15, Compound 20, Compound 37, Compound 45, Compound 48, Compound 53, Compound 74 and Compound 80 synthesized in the aforementioned Synthesis Examples and Comparative Compounds CE1 to CE4 were measured. abs ), the emission wavelength in solution (λ emi ), molar extinction coefficient (ε), photoluminescence quantum yield (PLQY) and delayed fluorescence lifetime (τD), and the results are shown in Table 1.

[0874] The HOMO energy levels were measured by using the Smart Manager software of the SP2 electrochemical workstation from ZIVE LAB.

[0875] The absorption wavelength and molar extinction coefficient in the solution were measured by using Labsolution UV-Vis software in the case of SHIMADZU's UV-1800 UV / Vis scanning spectrophotometer equipped with a deuterium / tungsten-halogen light source and a silicon photodiode.

[0876] When a xenon light source and a monochromator are installed on a HORIBA fluoromax+ spectrometer, the emission wavelength in a solution is measured by using FluorEssence software.

[0877] PLQY is measured by using PLQY measurement software, where a xenon light source, a monochromator, a photon multi-channel analyzer, and an integrating sphere are installed on a Hamamatsu Quantaurus-QY Absolute PL quantum yield spectrometer.

[0878] The delayed fluorescence lifetime is measured at 300 K by using a Hamamatsu fluorescence lifetime measurement device (C11367-01).

[0879] Table 1

[0880]

[0881] Example compound

[0882]

[0883]

[0884]

[0885] Comparative compound

[0886]

[0887] From Table 1, it was confirmed that each of Compound 5, Compound 7, Compound 8, Compound 13, Compound 14, Compound 15, Compound 20, Compound 37, Compound 45, Compound 48, Compound 53, Compound 74, and Compound 80 represented by Formula 1 had a high PLQY, a high molar extinction coefficient, and a short delayed fluorescence lifetime compared with each of Comparative Compounds CE1 to CE4 not represented by Formula 1. Therefore, the compounds represented by Formula 1 have high luminous efficiency and emit instantaneous delayed fluorescence, and thus are suitable as thermally activated delayed fluorescence (TADF) materials.

[0888] Example 1

[0889] As the anode (i.e., the first electrode), a glass substrate (product of Corning Incorporated) having an indium tin oxide (ITO) electrode formed thereon with a resistance of 15 ohms per square centimeter (Ω / cm 2 )(1,200 angstroms ) was cut into a size of 50 millimeters (mm) × 50 mm × 0.7 mm, ultrasonically treated with isopropyl alcohol and pure water for 5 minutes each, rinsed by irradiation with ultraviolet light and exposure to ozone for 30 minutes, and then installed on a vacuum deposition apparatus.

[0890] NPD is vacuum deposited on the anode to form a hole injection layer having a thickness. HT6 is vacuum deposited on the hole injection layer to form a hole transport layer having a thickness. CzSi is vacuum deposited on the hole transport layer to form an electron blocking layer having a thickness.

[0891] A host mixture in which ETH2 (second compound) and HT-1 (third compound) are mixed at a weight ratio of 1:1, PS-1 (fourth compound, sensitizer), and compound 5 (organic compound represented by Formula 1) are co-vacuum deposited on the electron blocking layer at a weight ratio of 85:14:1 to form an emission layer having a thickness.

[0892] TSPO1 is vacuum deposited on the emission layer to form a hole blocking layer having a thickness. TPBi is vacuum deposited on the hole blocking layer to form an electron transport layer having a thickness. LiF is vacuum deposited on the electron transport layer to form an electron injection layer having a thickness, and then, Al is vacuum deposited on the electron injection layer to form a second electrode having a thickness, thereby forming a LiF / Al electrode. P4 is vacuum deposited on the second electrode to form a capping layer having a thickness, thereby completing the fabrication of the light-emitting device.

[0893]

[0894]

[0895] Examples 2 to 13 and Comparative Examples 1 to 4

[0896] A light-emitting device is fabricated in substantially the same manner as in Example 1, except that the compound shown in Table 2 is used instead of compound 5 when forming the emission layer.

[0897] Evaluation Example 2

[0898] Using a V7000 OLED IVL test system (Polaronix), the drive voltage, luminous efficiency, maximum emission wavelength, lifetime, and color purity (CIEy coordinate) of each of the light-emitting devices fabricated in Examples 1 to 13 and Comparative Examples 1 to 4 are measured at a current density of 10 milliamperes per square centimeter (mA / cm 2 ), and the results are shown in Table 2. The lifetime (T 95) It is a measure of the time (hours) taken for the luminance to reach 95% of the initial luminance, and is expressed as a relative value based on the lifetime of Comparative Example 1.

[0899] Table 2

[0900]

[0901]

[0902] From Table 2, it was confirmed that compared with Comparative Examples 1 to 4 using Comparative Compounds CE1 to CE4 not represented by Formula 1, respectively, Examples 1 to 13 using Compounds 5, 7, 8, 13, 14, 15, 20, 37, 45, 48, 53, 74, and 80 represented by Formula 1 and having high PLQY values, high molar extinction coefficients, and short delayed fluorescence lifetimes each had a low driving voltage, high luminous efficiency, and long lifetime.

[0903] Without being bound by any particular theory, it is considered that the organic compound represented by Formula 1 undergoes an enhancement of the multiple resonance (MR) effect and a strengthening of the structural rigidity, resulting in the induction of a twisting effect. As a result, the local excited state (LE state) and the charge transfer state (CT state) are mixed, and thus, the orbital distribution between the lowest excited singlet state (S1) and the lowest excited triplet state (T1) can be changed. Therefore, the spin - orbit coupling is strengthened, and thus, the inhibitory effect according to El - Sayed's rule can be canceled, and reverse intersystem crossing (RISC) can be induced. For example, the organic compound represented by Formula 1 can simultaneously (e.g., synchronously) have a high photoluminescence quantum yield (PLQY), a high molar extinction coefficient, and a short delayed fluorescence lifetime, and can improve the driving voltage, luminous efficiency, and lifetime of a light - emitting device including the organic compound represented by Formula 1.

[0904] It should be understood that the embodiments described herein should be considered only in a descriptive sense and not for purposes of limitation. The description of features or aspects within each embodiment should generally be considered applicable to other similar features or aspects in one or more embodiments. Although one or more embodiments have been described with reference to the accompanying drawings, those of ordinary skill in the art will understand that one or more appropriate changes in form and detail can be made therein without departing from the spirit and scope defined by the appended claims and their equivalents.

Claims

1. A light-emitting device, comprising: A first electrode; A second electrode opposite to the first electrode; And A laminate between the first electrode and the second electrode and including an emission layer, Wherein the laminate includes an organic compound represented by Formula 1: Formula 1 Wherein, in Formula 1, X1 is selected from O, S, Se, C(Ar 11 )(Ar 12 )、Si(Ar 11 )(Ar 12 ) and N(Ar 11 ), X2 is selected from O, S, Se, C(Ar 21 )(Ar 22 )、Si(Ar 21 )(Ar 22 ) and N(Ar 21 ), Y1 is selected from O, S, Se, C(Z 11 )(Z 12 ), Si(Z 11 )(Z 12 ), and N(Z 11 ), Y2 is selected from O, S, Se, C(Z 21 )(Z 22 )、Si(Z 21 )(Z 22 ) and N(Z 21 ), Y3 is selected from O, S, Se, C(Z 31 )(Z 32 )、Si(Z 31 )(Z 32 ) and N(Z 31 ), Z 11 and Z 12 are bonded to each other to form 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, or Z 11 and Z 12 are not bonded Z 21 and Z 22 are bonded to each other to form 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, or Z 21 and Z 22 are not bonded Z 31 and Z 32 are bonded to each other to form 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, or Z 31 and Z 32 are not bonded Ring CY1, Ring CY2, and Ring CY 31 to Ring CY 33 each independently represents a C3-C 60 carbocyclic group or a C1-C 60 heterocyclic group, Ar 11 、Ar 12 、Ar 21 and Ar 22 each independently is 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, Z 11 、Z 12 、Z 21 、Z 22 、Z 31 、Z 32 、R1, R2 and R 31 to R 33 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, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), a1, a2 and a31 to a33 are each independently an integer selected from 0 to 20, Selected from Z 11 and Z 12 at least one of which is bonded to ring CY 11 )(T 12 )-*’ or *-Si(T 11 )(T 12 )-*’ via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 31 or ring CY 32 or Z 11 and Z 12 are not bonded to ring CY 31 and ring CY 32 ​ Selected from Z 21 and Z 22 At least one of which is bonded to ring CY 21 )(T 22 )-*’ or *-Si(T 21 )(T 22 )-*’ via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 31 or ring CY 33 Or Z 21 and Z 22 Are not bonded to ring CY 31 and ring CY 33 Bonded, Selected from Z 31 and Z 32 At least one of which is bonded to ring CY 31 )(T 32 )-*’ or *-Si(T 31 )(T 32 )-*’ via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 32 or ring CY 33 or Z 31 and Z 32 are not bonded to ring CY 32 and ring CY 33 ​ T 11 、T 12 、T 21 、T 22 、T 31 and T 32 are independently hydrogen, deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 Alkoxy, C6-C 60 Aryl or C1-C 60 Heteroaryl, R 10a is: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro; Each unsubstituted or substituted 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; Each unsubstituted or substituted C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy group, C6-C 60 arylthio group, C7-C 60 aralkyl group or C2-C 60 heteroaralkyl group: 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, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy group, C6-C 60 arylthio group, C7-C 60 aralkyl group, C2-C 60 heteroaralkyl group, -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 ), 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, hydroxyl, cyano or nitro; or Each unsubstituted or substituted 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, C7-C 60 aralkyl or C2-C 60 heteroaralkyl: deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl or any combination thereof, and * and *' each indicate a bonding site to an adjacent atom.

2. The light-emitting device according to claim 1, further comprising: comprising at least one second compound containing a nitrogen-containing C1-C 60 heterocyclic group, a third compound comprising a group represented by Formula 3, a fourth compound comprising a transition metal, or any combination thereof, Wherein the organic compound, the second compound, the third compound and the fourth compound are different from each other: Formula 3 In Formula 3, Ring CY 71 and ring CY 72 each independently is a π - electron - rich C3 - C 60 cyclic group or a pyridyl group, X 71 is a single bond or a linking group comprising O, S, N, B, C, Si or any combination thereof, and * indicates a bonding site to an atom other than the atoms in Formula 3 of the third compound.

3. The light-emitting device according to claim 2, wherein the second compound includes a pyridyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group or any combination thereof, and The fourth compound is a compound including platinum and a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand or any combination thereof.

4. The light-emitting device according to claim 2, wherein the emission layer includes: i) The organic compound; And ii) The second compound, the third compound, the fourth compound or any combination thereof, and The emission layer is configured to emit blue light.

5. An electronic device, comprising: The light-emitting device according to any one of claims 1 to 4; And A thin-film transistor electrically connected to the light-emitting device.

6. An electronic device, comprising the light-emitting device according to any one of claims 1 to 4, wherein the electronic device is selected from at least one of 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 3D display, a virtual reality display, an augmented reality display, a vehicle, a video wall including a plurality of displays spliced together, a cinema screen, a stadium screen, a light therapy device and a signboard.

7. An organic compound represented by Formula 1: Formula 1 Among them, In Formula 1, X1 is selected from O, S, Se, C(Ar 11 )(Ar 12 )、Si(Ar 11 )(Ar 12 ) and N(Ar 11 ), X2 is selected from O, S, Se, C(Ar 21 )(Ar 22 )、Si(Ar 21 )(Ar 22 ) and N(Ar 21 ), Y1 is selected from O, S, Se, C(Z 11 )(Z 12 ), Si(Z 11 )(Z 12 ), and N(Z 11 ), Y2 is selected from O, S, Se, C(Z 21 )(Z 22 )、Si(Z 21 )(Z 22 ) and N(Z 21 ), Y3 is selected from O, S, Se, C(Z 31 )(Z 32 )、Si(Z 31 )(Z 32 ) and N(Z 31 ), Z 11 and Z 12 are bonded to each other to form 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, or Z 11 and Z 12 are not bonded Z 21 and Z 22 are bonded to each other to form 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, or Z 21 and Z 22 are not bonded Z 31 and Z 32 are bonded to each other to form 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, or Z 31 and Z 32 are not bonded Ring CY1, Ring CY2 and Ring CY 31 to Ring CY 33 each independently is a C3-C 60 carbocyclic group or a C1-C 60 heterocyclic group, Ar 11 、Ar 12 、Ar 21 and Ar 22 each independently is 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, Z 11 、Z 12 、Z 21 、Z 22 、Z 31 、Z 32 、R1, R2, and R 31 to R 33 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, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2). a1, a2 and a31 to a33 are each independently an integer selected from 0 to 20, Selected from Z 11 and Z 12 At least one of which is bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 11 )(T 12 )-*’ or *-Si(T 11 )(T 12 )-*’, or neither Z 31 nor Z 32 is bonded to ring CY 11 and ring CY 12 31 32 .​​ Selected from Z 21 and Z 22 at least one of which is bonded to ring CY 21 )(T 22 )-*’ or *-Si(T 21 )(T 22 )-*’ via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 31 or ring CY 33 or Z 21 and Z 22 is not bonded to ring CY 31 and ring CY 33 ​ Selected from Z 31 and Z 32 at least one of which is bonded to ring CY 31 )(T 32 )-*’ or *-Si(T 31 )(T 32 )-*’ via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 32 or ring CY 33 or Z 31 and Z 32 are not bonded to ring CY 32 and ring CY 33 ​ T 11 、T 12 、T 21 、T 22 、T 31 and T 32 are independently hydrogen, deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 Alkoxy, C6-C 60 Aryl or C1-C 60 Heteroaryl, R 10a is: Deuterium, -F, -Cl, -Br, -I, hydroxyl, 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, 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; Each unsubstituted or substituted C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy group, C6-C 60 arylthio group, C7-C 60 aralkyl group or C2-C 60 heteroaralkyl group: deuterium, -F, -Cl, -Br, -I, hydroxy 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, C3-C 60 carbocyclic group, C1-C 60 heterocyclic group, C6-C 60 aryloxy group, C6-C 60 arylthio group, C7-C 60 aralkyl group, C2-C 60 heteroaralkyl group, -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 ), Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 are each independently: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro; or Each unsubstituted or substituted 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, C7-C 60 aralkyl or C2-C 60 heteroaralkyl: deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl or any combination thereof, and * and *' each indicate a bonding site to an adjacent atom.

8. The organic compound according to claim 7, wherein i) X1 is N(Ar 11 ); ii) X2 is N(Ar 21 ); or iii) X1 is N(Ar 11 ) and X2 is N(Ar 21 ).

9. The organic compound according to claim 7, wherein Ar 11 and Ar 21 are each independently an unsubstituted or at least one R 10a substituted biphenyl group, an unsubstituted or at least one R 10a substituted terphenyl group, an unsubstituted or at least one R 10a substituted fluorenyl group, an unsubstituted or at least one R 10a substituted dibenzofuranyl group or an unsubstituted or at least one R 10a substituted dibenzothiophenyl group.

10. The organic compound according to claim 7, wherein Ar 11 and Ar 21 are each independently a group represented by any one of Formula AR1 to Formula AR4: In Formula AR1 to Formula AR4, 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, R 10b is 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-C 60 heteroaralkyl, -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 ) or -P(=O)(Q 21 )(Q 22 ), where Q 21 , Q 22 and Q 23 are each independently as defined in formula 1, and * indicates a bonding site to an adjacent atom.

11. The organic compound according to claim 7, wherein i) Y2 is selected from O, S, Se, and N(Z 21 ), and Z 21 bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 21 )(T 22 )-*’ or *-Si(T 21 )(T 22 )-*’, or Z 31 not bonded to ring CY; 21 not bonded to ring CY 31 ; ii) Y3 is selected from O, S, Se, and N(Z 31 ), and Z 31 bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 31 )(T 32 )-*’ or *-Si(T 31 )(T 32 )-*’, or Z 32 is not bonded to ring CY 31 ; or 32 alternatively iii) Y2 is selected from O, S, Se, and N(Z 21 ), Y3 is selected from O, S, Se, and N(Z 31 ), Z 21 bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 21 )(T 22 )-*’ or *-Si(T 21 )(T 22 )-*’, or Z 31 is not bonded to ring CY 21 and 31 ​ Z 31 Optionally, it is bonded to ring CY via a single bond, *-O-*’, *-S-*’, *-Se-*’, *-C(T 31 )(T 32 )-*’ or *-Si(T 31 )(T 32 )-*’, or Z 32 is not bonded to ring CY 31 and 32 is not bonded to it.

12. The organic compound according to claim 7, wherein Z 21 and Z 31 are each independently an unsubstituted or at least one R 10a substituted C3-C 10 cycloalkyl, an unsubstituted or at least one R 10a substituted C1-C 10 heterocycloalkyl, an unsubstituted or at least one R 10a substituted C3-C 10 cycloalkenyl, an unsubstituted or at least one R 10a substituted C1-C 10 heterocycloalkenyl, an unsubstituted or at least one R 10a substituted C6-C 60 aryl, an unsubstituted or at least one R 10a substituted C1-C 60 heteroaryl, an unsubstituted or at least one R 10a substituted monovalent non-aromatic fused polycyclic group or an unsubstituted or at least one R 10a substituted monovalent non-aromatic fused heteropolycyclic group.

13. The organic compound according to claim 7, wherein ring CY1, ring CY2 and ring CY 31 to ring CY 33 are each independently a 6-membered ring.

14. The organic compound according to claim 7, wherein ring CY1, ring CY2 and ring CY 31 to ring CY 33 are each independently phenyl, naphthyl, pyridyl, pyrimidinyl, triazinyl, quinolinyl or isoquinolinyl.

15. The organic compound according to claim 7, wherein the group represented by in Formula 1 is a group represented by any one of Formula FT1 to Formula FT4: Formula FT1 Formula FT2 Formula FT3 Formula FT4 In Formulas FT1 to FT4, Ring CY 31 、Ring CY 32 、Ring CY 33 、R 31 、R 32 、R 33 、Y1, a31, a32, and a33 are each independently as defined in Formula 1 Y2 and Y3 are each independently selected from O, S, and Se, b4 is an integer selected from 0 to 4, L2 is O, S, Se, C(T 21 )(T 22 ) or Si(T 21 )(T 22 ) L3 is O, S, Se, C(T 31 )(T 32 ) or Si(T 31 )(T 32 ) c2 is 0 or 1, where When c2 is 0, (L2) c2 is a single bond c3 is 0 or 1, where when c3 is 0, (L3) c3 is a single bond * indicates the bonding site to B in Formula 1, and *' indicates the bonding site to X1 in Formula 1.

16. The organic compound according to claim 15, wherein at least one of Y1 to Y3 in Formula FT1 is O or S, at least one of Y1, L2, and Y3 in Formula FT2 is O or S, at least one of Y1, Y2, and L3 in Formula FT3 is O or S, and at least one of Y1, L2, and L3 in Formula FT4 is O or S.

17. The organic compound according to claim 7, wherein the organic compound comprises at least one deuterium.

18. The organic compound according to claim 7, wherein R1, R2 and R 31 to R 33 are each independently selected from: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy and phenyl; Each unsubstituted or substituted C1-C 60 alkyl, phenyl, naphthyl, anthryl, phenanthryl, phenalenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthryl, 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, dibenzofuryl, dibenzothienyl, carbazolyl, benzocarbazolyl, fluorenyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, phenoxazinyl, acridinyl and 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 or any combination thereof; and -Si(Q1)(Q2)(Q3) and -N(Q1)(Q2).

19. The organic compound according to claim 7, wherein at least one selected from R 31 to R 33 is deuterium.

20. The organic compound according to claim 7, wherein the organic compound is represented by any one of Compounds 1 to 80:

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