Organic metal compound and organic light-emitting device comprising the same

Abstract

Provided are an organic metal compound and an organic light-emitting device including the same.

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2018-0096822, filed on August 20, 2018, and Korean Patent Application No. 10-2019-0047521, filed on April 23, 2019, each of which is incorporated herein by reference for all purposes as if fully set forth herein. Technical Field

[0003] One or more exemplary embodiments relate to an organometallic compound and an organic light-emitting device including the same. Background Art

[0004] Organic light-emitting devices are self-emissive devices that produce full-color images, and also have wide viewing angles, high contrast, short response times, and excellent characteristics in terms of brightness, driving voltage, and response speed.

[0005] In an example, an organic light-emitting device may include a first electrode arranged on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode sequentially arranged on the first electrode. Holes provided by the first electrode may move toward the emission layer through the hole transport region, and electrons provided by the second electrode may move toward the emission layer through the electron transport region. Carriers (e.g., holes and electrons) recombine in the emission layer to generate excitons. These excitons transition from an excited state to a ground state, thereby generating light.

[0006] The above information disclosed in this Background section is only for understanding the background of the present inventive concept and therefore it may contain information that does not constitute prior art. Summary of the invention

[0007] One or more exemplary embodiments provide an organometallic compound and an organic light-emitting device including the same.

[0008] Additional features of the inventive concept will be set forth in the description which follows, and in part will be apparent from the description, or may be learned by practice of the inventive concept.

[0009] One or more exemplary embodiments of the present inventive concepts provide an organometallic compound represented by Formula 1:

[0010] <Formula 1>

[0011] M 1 (L 1 ) n1 (L 2 ) n2

[0012] <Formula 1-1>

[0013]

[0014] In Formula 1 and Formula 1-1,

[0015] M 1 can be selected from the transition metals of the first period, the transition metals of the second period and the transition metals of the third period in the periodic table,

[0016] L 1 It may be a ligand represented by Formula 1-1,

[0017] L 2 can be selected from monodentate ligands and bidentate ligands,

[0018] n1 can be 1,

[0019] n2 can be selected from 0, 1 and 2,

[0020] Ring A 11 and Ring A 12 Can be independently selected from C 5 -C 60 Carbocyclic groups and C 1 -C 60 Heterocyclic groups,

[0021] X 11 Can be selected from O, S, Se, N (R a ) and P(R a ),

[0022] Y 11 and Y 12 may be independently selected from N and C,

[0023] Z 11 and Z 12 may be independently selected from N, P and As,

[0024] Z 13 Can be selected from N, P, As and C (R 13 ),

[0025] Z 14 Can be selected from N, P, As and C (R 14 ),

[0026] Z 15 Can be selected from N, P, As and C (R 15 ),

[0027] Z 16 and Z 17 They can each be C,

[0028] T 11 To T 14 may be each independently selected from a single bond, *-O-*' and *-S-*',

[0029] L 11 Can be selected from *-C(R 16 )(R 17 )-*'、*-C(R 16 )=*'、*=C(R 16 )-*' and *-C(R 16 )=C(R 17 )-*',

[0030] L 12 To L 14 can be independently selected from a single bond, *-O-*', *-S-*', *-C(R 18 )(R 19 )-*'、*-C(R 18 )=*'、*=C(R 18 )-*'、*-C(R 18 )=C(R 19 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 18 )-*'、*-N(R 18 )-*'、*-P(R 18 )-*'、*-Si(R 18 )(R 19 )-*'、*-P(R 18 )(R 19 )-*' and *-Ge(R 18 )(R 19 )-*',

[0031] a11 can be selected from 1, 2, 3, 4, 5, 6, 7, 8, 9 and 10,

[0032] a12 to a14 may each be independently selected from 0, 1, 2 and 3, wherein at least two of a12 to a14 may each be independently selected from 1, 2 and 3,

[0033] When a12 is 0, ring A 11 and Z 11 It can be disconnected. When a13 is 0, ring A 11 and Ring A 12 It can be unconnected, and when a14 is 0, ring A 12 and Z 16 You can not connect,

[0034] Ra and R 11 To R 19 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl group, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted C 1 -C 60 Heteroaryloxy group, substituted or unsubstituted C 1 -C 60 heteroarylthio group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2) and -P(=S)(Q 1 )(Q 2 ), where R a and R 11 To R 19 Two adjacent substituents in may be optionally linked to form a substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0035] b11 and b12 can be each independently selected from 1, 2, 3, 4, 5, 6, 7 and 8,

[0036] Q 1 To Q 3 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy groups, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group and a terphenyl group,

[0037] *1 to *4 each independently represent 1 The attachment site, and

[0038] * and *' each represent a bonding site to an adjacent atom.

[0039] One or more exemplary embodiments of the present inventive concept also provide an organic light-emitting device including: a first electrode; a second electrode; an organic layer between the first electrode and the second electrode and including an emission layer, wherein the organic layer contains the organic metal compound represented by Formula 1.

[0040] It is to be understood that both the foregoing general description and the following detailed description are exemplary and explanatory and are intended to provide further explanation of the invention as claimed. BRIEF DESCRIPTION OF THE DRAWINGS

[0041] The accompanying drawings, which are included to provide a further understanding of the invention and are incorporated in and constitute a part of this specification, illustrate exemplary embodiments of the invention and together with the description serve to explain the inventive concept.

[0042] Figure 1 is a schematic view of an organic light emitting device according to an exemplary embodiment.

[0043] Figure 2 is a schematic view of an organic light emitting device according to another exemplary embodiment.

[0044] Figure 3 is a schematic view of an organic light emitting device according to another exemplary embodiment.

[0045] Figure 4 is a schematic view of an organic light emitting device according to another exemplary embodiment. DETAILED DESCRIPTION

[0046] In the following description, for the purpose of explanation, a plurality of specific details are stated to provide a thorough understanding of various exemplary embodiments or embodiments of the present invention. As used herein, "embodiment" and "implementation method" are interchangeable words, which are non-limiting examples of devices or methods using one or more of the inventive concepts disclosed herein. However, it is apparent that various exemplary embodiments can be practiced without these specific details or with one or more of equivalent arrangements. In other cases, known structures and devices are shown in the form of block diagrams to avoid unnecessary confusion of various exemplary embodiments. In addition, various exemplary embodiments may be different, but need not be exclusive. For example, the specific shape, configuration and characteristics of an exemplary embodiment may be used in or implemented in another exemplary embodiment without departing from the inventive concept.

[0047] Unless otherwise specified, the illustrated exemplary embodiments are understood to be exemplary features of various details that provide some ways in which the inventive concept can be implemented in practice. Therefore, unless otherwise specified, the features, components, modules, layers, films, panels, regions and / or aspects, etc. (hereinafter, individually or collectively referred to as "elements") of the various embodiments can be combined, separated, interchanged and / or rearranged in other ways without departing from the inventive concept.

[0048] Cross hatching and / or shading are generally provided in the drawings to clarify the boundaries between adjacent elements. Thus, the presence or absence of cross hatching or shading does not express or indicate any tendency or requirement for a particular material, material property, size, ratio, commonality between the illustrated elements and / or any other characteristics, attributes, properties, etc. of the elements, unless otherwise specified. In addition, in the drawings, the size and relative size of the elements may be enlarged for clarity and / or descriptive purposes. When the exemplary embodiments may be implemented differently, the specific process sequence may be performed differently from the described sequence. For example, two processes described in succession may be performed substantially simultaneously or in an order opposite to the described sequence. In addition, the same reference numerals represent the same elements.

[0049] When an element such as a layer is referred to as being "on" another element or layer, "connected to" another element or layer, or "coupled to" another element or layer, it can be directly on another element or layer, directly connected to another element or layer, or directly coupled to another element or layer, or there can be an intervening element or layer. However, when an element or layer is referred to as being "directly on" another element or layer, "directly connected to" another element or layer, or "directly coupled to" another element or layer, there is no intervening element or layer. For this reason, the term "connection" can refer to physical connection, electrical connection, and / or fluid connection with or without an intervening element. For the purpose of this disclosure, "at least one of X, Y, and Z" and "at least one selected from the group consisting of X, Y, and Z" can be interpreted as only X, only Y, only Z, or any combination of two or more than two of X, Y, and Z, for example, XYZ, XYY, YZ, and ZZ. As used herein, the term "and / or" includes any combination and all combinations of one or more than one of the related listed items.

[0050] Although the terms "first", "second", etc. can be used herein to describe various types of elements, these elements should not be limited by these terms. These terms are used to distinguish one element from another element. Therefore, without departing from the teachings of the present disclosure, the first element discussed below can be referred to as the second element.

[0051] Spatially relative terms, such as "below," "under," "lower," "above," "upper," "above," "higher," "side" (e.g., as in "sidewall"), and the like, may be used herein for descriptive purposes, and thereby to describe the relationship of one element to another, as illustrated in the accompanying drawings. In addition to the orientations described in the accompanying drawings, spatially relative terms are intended to also include different orientations of the device in use, operation, and / or manufacture. For example, if the device in the accompanying drawings is flipped, an element described as being "below" or "below" other elements or features would be positioned "above" the other elements or features. Thus, the exemplary term "below" can include both the up and down directions. In addition, the device can be oriented in other ways (e.g., rotated 90 degrees or in other orientations), and as such, the spatially relative descriptive symbols used herein are interpreted accordingly.

[0052] The terms used herein are used for the purpose of describing specific embodiments and are not intended to be limiting. As used herein, the singular forms "a", "an", and "the" are intended to also include the plural forms, unless the context clearly indicates otherwise. In addition, the terms "comprise", "comprising", "include", and / or "including", when used in this specification, indicate the presence of the described features, integers, steps, operations, elements, parts, and / or groups thereof, but do not exclude the presence or addition of one or more than one other features, integers, steps, operations, elements, parts, and / or groups thereof. It is also noted that, as used herein, the terms "substantially", "about", and other similar terms are used as terms of approximation and not as terms of degree, and as such, are used to account for the inherent deviations in the values ​​measured, calculated, and / or provided that would be recognized by those of ordinary skill in the art.

[0053] Unless otherwise defined, all terms (including technical and scientific terms) used herein have the same meaning as commonly understood by those of ordinary skill in the art to which the present disclosure belongs. Terms, such as those defined in commonly used dictionaries, should be interpreted as having a meaning consistent with their meaning in the context of the relevant art and should not be interpreted in an idealized or overly formal sense unless explicitly defined as such herein.

[0054] The organometallic compound according to the exemplary embodiment is represented by the following Formula 1:

[0055] <Formula 1>

[0056] M 1 (L 1 ) n1 (L 2 ) n2 .

[0057] M in Formula 1 1 can be selected from the transition metals of the first period, the transition metals of the second period and the transition metals of the third period in the periodic table,

[0058] For example, M in Formula 1 1 It may be selected from platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), and thulium (Tm), but exemplary embodiments of the inventive concept are not limited thereto.

[0059] In an exemplary embodiment, M in Formula 1 1 It may be selected from Pt, Pd, Cu, Ag, Au, Rh, Ir, Ru, and Os, but exemplary embodiments of the present inventive concept are not limited thereto.

[0060] In an exemplary embodiment, M in Formula 1 1 It may be selected from Pt and Ir, but exemplary embodiments of the present inventive concept are not limited thereto.

[0061] L in Formula 1 1 It may be a ligand represented by formula 1-1:

[0062] <Formula 1-1>

[0063]

[0064] Ring A in Formula 1-1 11 and Ring A 12 Can be independently selected from C 5 -C 60 Carbocyclic groups and C 1 -C 60 Heterocyclic group.

[0065] For example, ring A in formula 1-1 11 and Ring A 12 can be independently selected from a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a phenanthrenene group, a triphenylene group, a pyrene group, group, a cyclopentadiene group, a 1,2,3,4-tetralinyl group, a furan group, a thiophene group, a silole group, an indene group, a fluorene group, an indole group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene group, a dibenzothiophene group, a benzosilole group, a dibenzosilole group, an indenopyridine group, an indolopyridine group, a benzofuranopyridine group, a benzothienopyridine group, a benzothienopyridine group, a benzothienopyridine group, an indenopyrimidine group, an indolopyrimidine group, a benzofuranopyrimidine group, a benzothienopyrimidine group, a benzothienopyrimidine group, a benzothienopyrimidine group, a dihydropyridine group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazolinyl group, a phenanthroline group, a benzoquinoline group, and a benzoisoquinoline group The present invention also includes but is not limited to: a benzopyrazole group, a benzoimidazole group, a 2,3-dihydrobenzimidazole group, an imidazopyridine group, a 2,3-dihydroimidazopyridine group, an imidazopyrimidine group, a 2,3-dihydroimidazopyrimidine group, an imidazopyrazine group, a 2,3-dihydroimidazopyrazine group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a 5,6,7,8-tetrahydroisoquinoline group, and a 5,6,7,8-tetrahydroquinoline group, but exemplary embodiments of the present inventive concept are not limited thereto.

[0066] In an exemplary embodiment, Ring A in Formula 1-1 11 and Ring A 12 The benzothiophene group, the benzofuran group, the benzothiophene group, the benzothiophene group, the benzothiophene group, the benzopyridine group, the benzopyranopyridine group, the benzothiophene pyridine group, the benzopyrimidine group, the benzopyrimidine group, the benzofuranopyrimidine group, the benzothiophene pyrimidine group, the pyridine group, the pyrim ... In some embodiments, the present invention includes but is not limited to an oxadiazole group, an isoxadiazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, and a benzimidazole group.

[0067] In an exemplary embodiment, Ring A in Formula 1-1 11 and Ring A12 The groups may be each independently selected from a phenyl group, a naphthyl group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, and a triazine group, but exemplary embodiments of the present inventive concept are not limited thereto.

[0068] X in formula 1-1 11 Can be selected from O, S, Se, N (R a ) and P(R a ), and R can be understood by referring to the corresponding description provided herein a .

[0069] For example, X in formula 1-1 11 Can be selected from O, N(R a ) and P(R a ), but the exemplary embodiments of the present inventive concept are not limited thereto.

[0070] Y in formula 1-1 11 and Y 12 can be each independently selected from N and C.

[0071] For example, Y in formula 1-1 11 and Y 12 may each independently be C, but exemplary embodiments of the present inventive concept are not limited thereto.

[0072] Z in formula 1-1 11 and Z 12 They may be each independently selected from N, P and As.

[0073] For example, Z in formula 1-1 11 and Z 12 may each independently be N, but exemplary embodiments of the present inventive concept are not limited thereto.

[0074] Z in formula 1-1 13 Can be selected from N, P, As and C (R 13 ), and R can be understood by referring to the corresponding description provided herein 13 .

[0075] For example, Z in formula 1-1 13 It can be C(R 13 ), but the exemplary embodiments of the present inventive concept are not limited thereto.

[0076] Z in formula 1-1 14 Can be selected from N, P, As and C (R 14 ), and R can be understood by referring to the corresponding description provided herein 14 .

[0077] For example, Z in formula 1-114 It can be C(R 14 ), but the exemplary embodiments of the present inventive concept are not limited thereto.

[0078] Z in formula 1-1 15 Can be selected from N, P, As and C (R 15 ), and R can be understood by referring to the corresponding description provided herein 15 .

[0079] For example, Z in formula 1-1 15 It can be C(R 15 ), but the exemplary embodiments of the present inventive concept are not limited thereto.

[0080] Z in formula 1-1 16 and Z 17 Can be C independently.

[0081] T in formula 1-1 11 To T 14 may each be independently selected from a single bond, *-O-*' and *-S-*'.

[0082] For example, T in formula 1-1 11 To T 14 may each independently be a single bond, but exemplary embodiments of the present inventive concept are not limited thereto.

[0083] L in formula 1-1 11 Can be selected from *-C(R 16 )(R 17 )-*'、*-C(R 16 )=*'、*=C(R 16 )-*' and *-C(R 16 )=C(R 17 )-*', and * and *' each represent a bonding site to an adjacent atom, and each can be understood by referring to the corresponding description provided herein. 16 and R 17 .

[0084] For example, L in formula 1-1 11 Can be *-C(R 16 )(R 17 )-*', but exemplary embodiments of the inventive concept are not limited thereto.

[0085] L in formula 1-1 12 To L 14 can be independently selected from a single bond, *-O-*', *-S-*', *-C(R 18 )(R 19 )-*'、*-C(R18 )=*'、*=C(R 18 )-*'、*-C(R 18 )=C(R 19 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 18 )-*'、*-N(R 18 )-*'、*-P(R 18 )-*'、*-Si(R 18 )(R 19 )-*'、*-P(R 18 )(R 19 )-*' and *-Ge(R 18 )(R 19 )-*', * and *' each represent a bonding site to an adjacent atom, and each can be understood by referring to the corresponding description provided herein. 18 and R 19 .

[0086] For example, L in formula 1-1 12 To L 14 Each may be a single bond, but exemplary embodiments of the present inventive concept are not limited thereto.

[0087] a11 in Formula 1-1 represents L 11 The number of repetitions can be selected from 1, 2, 3, 4, 5, 6, 7, 8, 9 and 10. When a11 is 2 or greater, multiple L 11 May be the same as or different from each other.

[0088] For example, a11 in Formula 1-1 may be selected from 1, 2, 3, and 4, but exemplary embodiments of the present inventive concept are not limited thereto.

[0089] a12 to a14 in Formula 1-1 represent L 12 The number of repetitions is up to L 14 The number of repetitions of a12 to a14 can be independently selected from 0, 1, 2 and 3, wherein at least two selected from a12 to a14 can be independently selected from 1, 2 and 3. When a12 to a14 are each independently 2 or greater than 2, multiple L 12 To multiple L 14 can be the same or different from each other. When a12 is 0, ring A 11 and Z 11 It can be disconnected. When a13 is 0, ring A 11 and Ring A 12 It can be unconnected, and when a14 is 0, ring A 12 and Z 16 It is not necessary to connect.

[0090] For example, a12 and a14 in Formula 1-1 may each be independently selected from 1, 2, and 3, wherein a13 may be 0, but exemplary embodiments of the present inventive concept are not limited thereto.

[0091] In an exemplary embodiment, L in Formula 1-1 11 Can be *-C(R 16 )(R 17 )-*', and a11 may be selected from 2, 3, and 4, but exemplary embodiments of the present inventive concept are not limited thereto.

[0092] R in Formula 1-1 a and R 11 To R 19 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl group, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted C 1 -C 60 Heteroaryloxy group, substituted or unsubstituted C 1 -C 60 heteroarylthio group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2)(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q 2 ), where R a and R 11 To R 19 Two adjacent substituents in may be optionally linked to form a substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups, and

[0093] Q 1 To Q 3 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy groups, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy groups, C1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group.

[0094] For example, R in Formula 1-1 a and R 11 To R 19 Can be independently selected from:

[0095] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, C 1 -C 20 Alkyl groups and C 1 -C 20 Alkoxy groups;

[0096] C each substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, a cyano group, a phenyl group, a biphenyl group, and a terphenyl group 1 -C 20 Alkyl groups and C 1 -C 20 Alkoxy groups;

[0097] a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentacene group, a pyrrolyl group, a thienyl group, a furanyl group, a thiolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindoleyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a a benzophenanthryl group, a benzofuranyl group, a benzothiophenyl group, a benzothiophenyl group, a benzothiazolyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzophenanthridine group, a benzophenanthridine group, a benzofuranyl group, a benzothiophenyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazine group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a di a naphthothirolyl group, an imidazopyridyl group, an imidazopyrimidyl group, an oxazolopyridyl group, a thiazopyridyl group, a benzonaphthyridinyl group, an azafluorenyl group, an azaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothienyl group, an azadibenzothirolyl group, an indenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolyl group, and an indolocarbazolyl group;

[0098] Each is selected from deuterium, -F, -Cl, -Br, -I, a cyano group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentacene group, a pyrrolyl group, a thienyl group, a furanyl group, a thiolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindoleyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinoline group, a a benzofuranyl group, a benzothiophenyl group, a benzothiosilyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoquinoxalinyl group, a quinazoline group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzosilyl group, a benzothiazolyl group, a benzisothiazolyl group, a benzoxazolyl group, Benzisoxazolyl group, triazolyl group, tetrazolyl group, thiadiazolyl group, oxadiazolyl group, triazine group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzosilyl group, benzocarbazolyl group, naphthobenzofuranyl group, naphthobenzothiophenyl group, naphthobenzosilyl group, dibenzocarbazolyl group, dinaphthofuranyl group, dinaphthothiophenyl group, dinaphthosilyl group azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, azadibenzothiophenyl group, an indenopyrrolyl group, an indolepyrrolyl group, an indenocarbazolyl group, an indolecarbazolyl group, a -Si(Q)- 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) and -P(=S)(Q 31 )(Q 32) is at least one substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, indacenyl group, acenaphthenyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenaltenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a phenyl group, a peryl group, a pentacene group, a pyrrolyl group, a thienyl group, a furanyl group, a thiolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindoleyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzosilyl group, a benzothiazolyl group, a benzisothiazolyl group, a benzoxazolyl group group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazine group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a dinaphthobenzosilyl group thiolyl group, imidazopyridyl group, imidazopyrimidyl group, oxazolopyridyl group, thiazopyridyl group, benzonaphthyridinyl group, azafluorenyl group, azaspiro-bifluorenyl group, azacarbazolyl group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzosilyl group, indenopyrrolyl group, indolopyrrolyl group, indenocarbazolyl group and indolocarbazolyl group; and

[0099] -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q2 ) and -P(=S)(Q 1 )(Q 2 ),as well as

[0100] Q 1 To Q 3 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy groups, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 1 -C 60 A heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group, but exemplary embodiments of the present inventive concept are not limited thereto.

[0101] In an exemplary embodiment, R in Formula 1-1 a and R 11 To R 19 Can be independently selected from:

[0102] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano groups, and C 1 -C 20 Alkyl groups;

[0103] C substituted by at least one selected from deuterium, -F, -Cl, -Br, -I and cyano groups 1 -C 20 Alkyl groups;

[0104] The groups represented by Formula 5-1 to Formula 5-138: and

[0105] -Si(Q 1 )(Q 2 )(Q 3)、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) and -P(=S)(Q 1 )(Q 2 ), but the exemplary embodiments of the present inventive concept are not limited thereto:

[0106]

[0107]

[0108]

[0109]

[0110]

[0111]

[0112] In equations 5-1 to 5-138,

[0113] X 51 Can be selected from O, S, N (R 51 ) and C(R 51 )(R 60 ),

[0114] X 52 Can be N or C (R 52 ), X 53 Can be N or C (R 53 ), 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 ), X 57 Can be N or C (R 57 ), X 58 Can be N or C (R 58 ), and X 59 Can be N or C (R 59 ),

[0115] R 51 To R60 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a benzofuranyl group, a benzothiophenyl group, a benzothiophenyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothiophenyl group, a -Si(Q)- 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) and -P(=S)(Q 31 )(Q 32 ),

[0116] Q 1 To Q 3 and Q 31 To Q 33 Can be independently selected from C 1 -C 60 alkyl groups, phenyl groups, biphenyl groups and terphenyl groups,

[0117] b51 can be selected from 1, 2, 3, 4 and 5,

[0118] b52 can be selected from 1, 2, 3, 4, 5, 6 and 7,

[0119] b53 may be selected from 1, 2, 3, 4, 5, 6, 7, 8 and 9,

[0120] b54 can be selected from 1, 2, 3 and 4,

[0121] b55 can be selected from 1, 2 and 3,

[0122] b56 can be selected from 1 and 2,

[0123] b57 can be selected from 1, 2, 3, 4, 5 and 6, and

[0124] * indicates the connection site with the adjacent atom.

[0125] In an exemplary embodiment, R in Formula 1-1 a and R 11 To R 19 may be each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a cyano group, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group and a tert-butyl group;

[0126] a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group, each of which is substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, and a cyano group; and

[0127] The groups represented by Formula 6-1 to Formula 6-257, but exemplary embodiments of the present inventive concept are not limited thereto:

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137] In equations 6-1 to 6-257,

[0138] i-Pr represents an isopropyl group,

[0139] t-Bu represents a tert-butyl group,

[0140] Ph represents a phenyl group,

[0141] 1-Naph represents a 1-naphthyl group,

[0142] 2-Naph represents a 2-naphthyl group, and

[0143] * indicates the connection site with the adjacent atom.

[0144] b11 and b12 in formula 1-1 represent R 11 The number and R 12 and can be each independently selected from 1, 2, 3, 4, 5, 6, 7 and 8.

[0145] In an exemplary embodiment, L in Formula 1 1 The ligand may be a ligand represented by Formula 1-11, but exemplary embodiments of the present inventive concept are not limited thereto:

[0146] <Formula 1-11>

[0147]

[0148] In formula 1-11,

[0149] *1 to *4, A 11 , A 12 , X 11 , Y 11 , Y 12 , Z 11 To Z 17 , L 11 , L 12 , L 14 、a11、a12、a14、R 11 , R 12 , b11 and b12 may each independently be the same as defined with respect to Formula 1-1.

[0150] For example, (L in Formula 1-11 12 ) a12 and (L 14 ) a14 may each independently be a single bond, but exemplary embodiments of the present inventive concept are not limited thereto.

[0151] In one or more exemplary embodiments, L in Formula 1 1 The ligand may be a ligand represented by Formula 1-21, but exemplary embodiments of the present inventive concept are not limited thereto:

[0152] <Formula 1-21>

[0153]

[0154] In formula 1-21,

[0155] X 12 Can be selected from N and C (R 11a ),

[0156] X 13 Can be selected from N and C (R 11b ),

[0157] X 14 Can be selected from N and C (R 11c ),

[0158] X 15 Can be selected from N and C (R 11d ),

[0159] X 16 Can be selected from N and C (R 12a ),

[0160] X 17 Can be selected from N and C (R 12b ),

[0161] X 18 Can be selected from N and C (R 12c ),

[0162] X 19 Can be selected from N and C (R 12d ),

[0163] *1 to *4, X 11 , Z 11 To Z 17 , L 11 and a11 may each independently be the same as defined with respect to Formula 1-1, and

[0164] R 11a To R 11d and R 12a To R 12d can be independently related to R in formula 1-1 11 The same as defined.

[0165] For example, in Formula 1-21, Z 11 and Z 12 can be N independently, and X 11 Can be selected from O, N(R a ) and P(R a ), but the exemplary embodiments of the present inventive concept are not limited thereto.

[0166] In Formula 1-1, *1 to *4 each independently represent 1 connection site.

[0167] L in Formula 1 2It can be selected from monodentate ligands and bidentate ligands.

[0168] For example, L in Formula 1 2 It may be a ligand represented by one selected from Formula 7-1 to Formula 7-11, but exemplary embodiments of the present inventive concept are not limited thereto:

[0169]

[0170] In equations 7-1 to 7-11,

[0171] Ring A 71 and Ring A 72 Can be independently selected from C 5 -C 20 Carbocyclic groups and C 1 -C 20 Heterocyclic groups,

[0172] X 71 and X 72 may be independently selected from C and N,

[0173] X 73 Can be N or C (Q 73 ), X 74 Can be N or C (Q 74 ), X 75 Can be N or C (Q 75 ), X 76 Can be N or C (Q 76 ), and X 77 Can be N or C (Q 77 ),

[0174] X 78 Can be O, S or N (Q 78 ), and X 79 Can be O, S or N (Q 79 ),

[0175] Y 71 and Y 72 can be independently selected from a single bond, a double bond, a substituted or unsubstituted C 1 -C 5 Alkylene group, substituted or unsubstituted C 2 -C 5 an alkenylene group and a substituted or unsubstituted C 6 -C 10 Arylene group,

[0176] Z 71 and Z 72 can be independently selected from N, O, N(R 75 )、P(R 75)(R 76 ) and As(R 75 )(R 76 ),

[0177] Z 73 can be selected from P and As,

[0178] Z 74 Can be selected from CO and CH 2 ,

[0179] R 71 To R 73 , R 75 To R 80 and Q 73 To Q 79 The substituted or unsubstituted C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl group, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 heteroaryl groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups and substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic groups,

[0180] R 71 and R 72 may be optionally linked to form a ring, R 77 and R 78may be optionally linked to form a ring, R 78 and R 79 may be optionally linked to form a ring, and R 79 and R 80 may optionally be linked to form a ring,

[0181] b71 and b72 can be each independently selected from 1, 2 and 3,

[0182] * and *' each represent a bonding site to an adjacent atom.

[0183] For example, ring A in formula 7-11 71 and Ring A 72 The groups may be each independently selected from a phenyl group, a naphthyl group, an imidazole group, a benzimidazole group, a pyridine group, a pyrimidine group, a triazine group, a quinoline group, and an isoquinoline group, but exemplary embodiments of the present inventive concept are not limited thereto.

[0184] For example, X in formula 7-11 72 and X 79 Each may be N, but exemplary embodiments of the present inventive concept are not limited thereto.

[0185] For example, in Formula 7-7, X 73 It can be C(Q 73 ), X 74 It can be C(Q 74 ), X 75 It can be C(Q 75 ), X 76 It can be C(Q 76 ), and X 77 It can be C(Q 77 ), but the exemplary embodiments of the present inventive concept are not limited thereto.

[0186] For example, in formula 7-8, X 78 It can be N(Q 78 ), and X 79 It can be N(Q 79 ), but the exemplary embodiments of the present inventive concept are not limited thereto.

[0187] For example, Y in Formula 7-2, Formula 7-3, and Formula 7-8 71 and Y 72 The groups may be each independently selected from a substituted or unsubstituted methylene group and a substituted or unsubstituted phenylene group, but exemplary embodiments of the present inventive concept are not limited thereto.

[0188] For example, Z in Equation 7-1 and Equation 7-2 71 and Z 72may each independently be 0, but exemplary embodiments of the present inventive concept are not limited thereto.

[0189] For example, Z in formula 7-4 73 It may be P, but exemplary embodiments of the present inventive concept are not limited thereto.

[0190] For example, R in Formula 7-1 to Formula 7-8 71 To R 73 , R 75 To R 80 and Q 73 To Q 79 Can be independently selected from:

[0191] hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidine group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, C 1 -C 20 Alkyl groups and C 1 -C 20 Alkoxy groups;

[0192] each of which is substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidine group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a phenyl group, a naphthyl group, a pyridyl group, and a pyrimidyl group; 1 -C 20 Alkyl groups and C 1 -C 20 Alkoxy groups;

[0193] phenyl group, naphthyl group, fluorenyl group, phenanthryl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, and an imidazopyridyl group; and

[0194] Each is selected from deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl group, cyano group, nitro group, amino group, amidine group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a pyrrolyl group, a thienyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a a phenyl group substituted by at least one of an oxazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group and an imidazopyridyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a pyridyl group, a pyrazolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, A carbazolyl group, a phenanthroline group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazine group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, and an imidazopyridyl group, but the exemplary embodiments of the inventive concept are not limited thereto.

[0195] In an exemplary embodiment, L in Formula 1 2 It may be a ligand represented by one selected from Formula 8-1 to Formula 8-11, but exemplary embodiments of the present inventive concept are not limited thereto:

[0196]

[0197] In equations 8-1 to 8-11,

[0198] * indicates the connection site with the adjacent atom.

[0199] n1 in formula 1 represents L 1 The number of and can be 1.

[0200] n2 in formula 1 represents L 2 and can be selected from 0, 1 and 2.

[0201] For example, in Formula 1, n1 may be 1, and n2 may be 0, but exemplary embodiments of the present inventive concept are not limited thereto.

[0202] In an exemplary embodiment, in Formula 1, n1 may be 1, and n2 may be 1 or 2, but exemplary embodiments of the present inventive concept are not limited thereto.

[0203] In one exemplary embodiment, in Formula 1, M 1 may be Pt, n1 may be 1, and n2 may be 0, but exemplary embodiments of the present inventive concept are not limited thereto.

[0204] In one or more than one embodiment, in Formula 1, M 1 may be Ir, n1 may be 1, and n2 may be 1 or 2, but exemplary embodiments of the present inventive concept are not limited thereto.

[0205] In an exemplary embodiment, the organometallic compound represented by Formula 1 may be selected from Compound 1 to Compound 20, but exemplary embodiments of the present inventive concept are not limited thereto:

[0206]

[0207]

[0208] The organometallic compound represented by Formula 1 may emit blue light having a maximum emission wavelength of about 430 nm or more and less than about 490 nm.

[0209] The organometallic compound represented by Formula 1 may have 3In detail, the organometallic compound represented by Formula 1 may have an energy level of 10 kcal / mol or more in the MC state. 3 When the energy level satisfies the above range, the organometallic compound may be stable even in an excited state, and thus, an organic light-emitting device including the organometallic compound may also have an improved service life.

[0210] The organic metal compound represented by Formula 1 may have a bond dissociation energy greater than about 3.0 eV. In detail, the organic metal compound represented by Formula 1 may have a bond dissociation energy of about 3.5 eV or greater. When the bond dissociation energy satisfies the above range, the organic metal compound may have high stability, and therefore, the organic light-emitting device including the organic metal compound may also have an improved service life.

[0211] When the organometallic compound represented by Formula 1 contains 11 O, S, Se or N (R a ) when in 3 The energy level of the organometallic compound in the MC state increases, and thus, an organic light-emitting device including the organometallic compound may also have an improved lifespan.

[0212] The organometallic compound represented by Formula 1 includes carbene in the ligand. In this regard, a bond between a metal atom and the ligand is strengthened, and thus, the organometallic compound may have enhanced stability.

[0213] In the organometallic compound represented by Formula 1, the carbene and the 5-membered heterocyclic ring may be connected via L 11 Here, L 11 may have sp3 carbon and / or sp2 carbon, so that the organometallic compound may have an increased 3 The energy level of the MC state and the high bond dissociation energy. In this regard, organometallic compounds can improve the stability of both the excited state and the ground state.

[0214] For example, the λ values ​​of some of the following compounds were evaluated by density functional theory (DFT) calculations using the Gaussian program (structural optimization at the B3LYP level, 6-311G(d,p)) max , in 3 The energy level of the MC state, and the bond dissociation energy (BDE), and the results are shown in Table 1.

[0215] [Table 1]

[0216] Compound No. <![CDATA[λ max (nm)]]> <![CDATA[ 3 MC(kcal / mol)]]> BDE(eV) Compound 1 468.28 12.79 3.88 Compound 2 456.16 14.10 3.89 Compound A 465.39 7.87 3.03 Compound B 446.84 -1.16 3.89 Compound C 475.3 5.3 3.02 Compound D 410.86 -0.26 2.43

[0217]

[0218] The organometallic compound represented by Formula 1 can be synthesized according to organic synthesis methods known in the art. A person of ordinary skill in the art can recognize the synthesis method of the organometallic compound represented by Formula 1 by referring to the examples provided below.

[0219] The organometallic compound of Formula 1 may be used between a pair of electrodes of an organic light-emitting device.

[0220] For example, the organic light-emitting device according to the embodiment includes: a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode and including an emission layer, wherein the organic layer may include the organic metal compound represented by the embodiment.

[0221] In one exemplary embodiment, the emission layer may include an organic metal compound, but exemplary embodiments of the present inventive concept are not limited thereto.

[0222] In one or more than one embodiments, the emission layer may include a host and an organometallic compound, and an amount of the host in the emission layer may be greater than an amount of the organometallic compound in the emission layer, but exemplary embodiments of the inventive concept are not limited thereto.

[0223] The expression “(organic layer) contains at least one organometallic compound” as used herein may include the case where “(organic layer) contains the same compound represented by Formula 1” and the case where “(organic layer) contains two or more different organometallic compounds represented by Formula 1”.

[0224] For example, the organic layer may contain only compound 1 as an organic metal compound. In this regard, compound 1 may be present in the emission layer of the organic light-emitting device. In one or more embodiments, the organic layer may contain compound 1 and compound 2 as organic metal compounds. In this regard, compound 1 and compound 2 may be present in the same layer (for example, compound 1 and compound 2 may both be present in the emission layer), or in different layers (for example, compound 1 may be present in the emission layer, and compound 2 may be present in the electron transport layer).

[0225] The organic layer may be i) between the first electrode (i.e., anode) and the emission layer and include a hole transport region including at least one selected from a hole injection layer, a hole transport layer, a buffer layer, and an electron blocking layer; or may be ii) between the emission layer and the second electrode (i.e., cathode) and include an electron transport region including at least one selected from a hole blocking layer, an electron transport layer, and an electron injection layer. The emission layer may include at least one organic metal compound represented by Formula 1.

[0226] The term "organic layer" as used herein refers to a single layer and / or a plurality of layers between a first electrode and a second electrode of an organic light-emitting device. Materials included in the "organic layer" are not limited to organic materials.

[0227] [ Figure 1 Description]

[0228] Figure 1 is a schematic cross-sectional view of an organic light-emitting device 10 according to an embodiment. The organic light-emitting device 10 includes a first electrode 110 , an organic layer 150 , and a second electrode 190 .

[0229] In the following, we will combine Figure 1 A structure of an organic light-emitting device 10 and a method of manufacturing the organic light-emitting device 10 according to the embodiment are described.

[0230] [First electrode 110]

[0231] exist Figure 1 In the embodiment, a substrate may be additionally disposed under the first electrode 110 or over the second electrode 190. The substrate may be a glass substrate or a plastic substrate each having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water resistance.

[0232] The first electrode 110 may be formed by depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be selected from materials having a high work function to facilitate hole injection.

[0233] The first electrode 110 may be a reflective electrode, a semi-reflective electrode or a transmissive electrode. When the first electrode 110 is a transmissive electrode, a material for forming the first electrode may be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2), zinc oxide (ZnO), and any combination thereof, but exemplary embodiments of the inventive concept are not limited thereto. In one or more than one embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode may be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof, but exemplary embodiments of the inventive concept are not limited thereto.

[0234] The first electrode 110 may have a single-layer structure or a multi-layer structure including two or more layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO, but the structure of the first electrode 110 is not limited thereto.

[0235] [Organic layer 150]

[0236] The organic layer 150 may be disposed on the first electrode 110. The organic layer 150 may include an emission layer.

[0237] The organic layer 150 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 190 .

[0238] [Hole Transport Region in Organic Layer 150]

[0239] The hole transport region may have i) a single-layer structure including a single layer containing a single material, ii) a single-layer structure including a single layer containing a plurality of different materials, or iii) a multi-layer structure having a plurality of layers containing a plurality of different materials.

[0240] The hole transport region may include at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an emission assisting layer, and an electron blocking layer.

[0241] For example, the hole transport zone may have a single-layer structure including a single layer containing a plurality of different materials, or a multi-layer structure having a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure, or a hole injection layer / hole transport layer / emission auxiliary layer structure, wherein for each structure, the constituent layers are stacked in sequence from the first electrode 110 in this prescribed order, but the structure of the hole transport zone is not limited thereto.

[0242] The hole transport region may include at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-tri(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), a compound represented by Formula 201, and a compound represented by Formula 202:

[0243]

[0244] <Formula 201>

[0245]

[0246] <Formula 202>

[0247]

[0248] In equation 201 and equation 202,

[0249] L 201 To L 204 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene group, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0250] L 205 Can be selected from *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C 1 -C 20 Alkylene group, substituted or unsubstituted C 2 -C 20Alkenylene group, substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene group, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0251] xa1 to xa4 can each independently be an integer from 0 to 3,

[0252] xa5 can be an integer from 1 to 10,

[0253] R 201 To R 204 and Q 201 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0254] For example, in Equation 202, R 201 and R 202 may optionally be linked via a single bond, a dimethyl-methylene group, or a diphenyl-methylene group, and R 203 and R 204Attachment may optionally be via a single bond, a dimethyl-methylene group, or a diphenyl-methylene group.

[0255] In one exemplary embodiment, in Formula 201 and Formula 202,

[0256] L 201 To L 205 Can be independently selected from:

[0257] a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptalenylene group, an indacenylene group, an acenaphthenylene group, a fluorenylene group, a spiro-difluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenalenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a phenylene group, a phenanthrenylene group, a py ... a phenylene group, a tetraphenylene group, a perylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a rubinylene group, a coronene group, an ovphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothienylene group, a dibenzofuranylene group, a dibenzothienylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, and a pyridylene group; and

[0258] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10 a phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenaltenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a tetraphenyl group, a pyrenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a rubinyl group, a coronet group, an ovaphenyl group, a thienyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, a pyridyl group, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one substituted phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenylene group, heptalenylene group, indacenylene group, acenaphthenylene group, fluorenylene group, spiro-difluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, phenanthrenylene group, py ... a phenylene group, a tetraphenylene group, a perylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a rubinylene group, a coronene group, an ovphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothienylene group, a dibenzofuranylene group, a dibenzothienylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, and a pyridylene group, and

[0259] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0260] In one or more than one embodiments, xa1 to xa4 can each independently be 0, 1 or 2.

[0261] In one or more than one embodiments, xa5 can be 1, 2, 3 or 4.

[0262] In one or more than one embodiment, R 201 To R 204 and Q 201 Can be independently selected from:

[0263] a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenaltenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridyl group; and

[0264] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10 a phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenaltenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a tetraphenyl group, a pyrenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a rubinyl group, a coronet group, an ovaphenyl group, a thienyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, a pyridyl group, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32) is at least one substituted phenyl group, biphenyl group, terphenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthenyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenaltenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridyl group, and

[0265] Q 31 To Q 33 Same as described above.

[0266] In one or more than one embodiment, R selected from Formula 201 201 To R 203 At least one of can be independently selected from:

[0267] fluorenyl groups, spiro-bifluorenyl groups, carbazolyl groups, dibenzofuranyl groups, and dibenzothiophenyl groups; and

[0268] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10 a phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group substituted with at least one of a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,

[0269] But the exemplary embodiments of the present inventive concept are not limited thereto.

[0270] In one or more than one embodiment, in Formula 202, i) R 201 and R 202can be connected via a single bond, and / or ii) R 203 and R 204 Can connect via one-touch.

[0271] In one or more than one embodiment, R selected from Formula 202 201 To R 204 At least one of may be selected from:

[0272] a carbazolyl group; and

[0273] is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10 A carbazolyl group substituted with at least one of an alkyl group-substituted phenyl group, a -F-substituted phenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothienyl group, but exemplary embodiments of the present inventive concept are not limited thereto.

[0274] The compound represented by Formula 201 can be represented by Formula 201A:

[0275] <Formula 201A>

[0276]

[0277] In an exemplary embodiment, the compound represented by Formula 201 may be represented by the following Formula 201A(1), but exemplary embodiments of the present inventive concept are not limited thereto:

[0278] <Formula 201A(1)>

[0279]

[0280] In one or more than one embodiments, the compound represented by Formula 201 may be represented by the following Formula 201A-1, but exemplary embodiments of the present inventive concept are not limited thereto:

[0281] <Formula 201A-1>

[0282]

[0283] In an exemplary embodiment, the compound represented by Formula 202 may be represented by the following Formula 202A:

[0284] <Formula 202A>

[0285]

[0286] In one or more than one embodiments, the compound represented by Formula 202 can be represented by the following Formula 202A-1:

[0287] <Formula 202A-1>

[0288]

[0289] In Formula 201A, Formula 201A(1), Formula 201A-1, Formula 202A, and Formula 202A-1,

[0290] L can be understood by referring to the corresponding description provided herein 201 To L 203 , xa1 to xa3, xa5 and R 202 To R 204 ,

[0291] R 211 and R 212 can be independently compared with R 203 The same as defined, and

[0292] R 213 To R 217 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, C 1 -C 10 a phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenaltenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, The invention also includes but is not limited to: a benzothiophenyl group, a tetraphenyl group, a peryl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a rubinyl group, a coronet group, an ovaphenyl group, a thienyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridyl group.

[0293] The hole transport region may include at least one compound selected from Compound HT1 to Compound HT39, but exemplary embodiments of the present inventive concept are not limited thereto:

[0294]

[0295]

[0296]

[0297] The thickness of the hole transport region may be about to about For example, about to about When the hole transport region includes at least one selected from a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about to about For example, about to about and the thickness of the hole transport layer may be about to about For example, about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics may be obtained without a significant increase in driving voltage.

[0298] The emission auxiliary layer may increase luminous efficiency by compensating the optical resonance distance according to the wavelength of light emitted by the emission layer, and the electron blocking layer may block the flow of electrons from the electron transport region. The emission auxiliary layer and the electron blocking layer may include materials as described above.

[0299] [p-dopant]

[0300] In addition to these materials, the hole transport region may further contain a charge generating material for improving the conductive property. The charge generating material may be dispersed uniformly or non-uniformly in the hole transport region.

[0301] The charge generating material may be, for example, a p-dopant.

[0302] In an exemplary embodiment, the p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level of −3.5 eV or less.

[0303] The p-dopant may include at least one selected from the group consisting of a quinone derivative, a metal oxide, and a cyano group-containing compound, but exemplary embodiments of the present inventive concept are not limited thereto.

[0304] In an exemplary embodiment, the p-dopant may include at least one selected from the group consisting of:

[0305] Quinone derivatives, such as tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

[0306] Metal oxides, such as tungsten oxide or molybdenum oxide;

[0307] 1,4,5,8,9,11-Hexaazatriphenylene-hexacarbonitrile (HAT-CN); and

[0308] A compound represented by Formula 221, but exemplary embodiments of the present inventive concept are not limited thereto:

[0309]

[0310]

[0311] <Formula 221>

[0312]

[0313] In formula 221,

[0314] R 221 To R 223 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 1 -C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups and substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic groups, wherein R is selected from 221 To R223 At least one of the may have a cyano group, -F, -Cl, -Br, -I, C substituted by -F 1 -C 20 Alkyl groups, C substituted by -Cl 1 -C 20 Alkyl groups, C substituted with -Br 1 -C 20 Alkyl groups and C substituted by -I 1 -C 20 At least one substituent in the alkyl group.

[0315] [Emission Layer in Organic Layer 150]

[0316] When the organic light-emitting device 10 is a full-color organic light-emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, or a blue emission layer according to the sub-pixel. In one or more embodiments, the emission layer may have a stacked structure of two or more layers selected from a red emission layer, a green emission layer, and a blue emission layer, wherein the two or more layers are in contact with each other or spaced apart from each other. In one or more embodiments, the emission layer may include two or more materials selected from a red-emitting material, a green-emitting material, and a blue-emitting material, wherein the two or more materials are mixed with each other in a single layer to emit white light.

[0317] The emission layer may include a host and a dopant. The dopant may include the organic metal compound represented by Formula 1, or may further include at least one selected from a phosphorescent dopant and a fluorescent dopant in addition to the organic metal compound represented by Formula 1.

[0318] In the emission layer, the amount of the dopant may be about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host, but exemplary embodiments of the present inventive concept are not limited thereto.

[0319] The thickness of the emission layer can be about to about For example, about to about When the thickness of the emission layer is within this range, excellent light emitting characteristics can be obtained without a significant increase in driving voltage.

[0320] [Subject in the emission layer]

[0321] The host may include a compound represented by the following Formula 301:

[0322] <Formula 301>

[0323] [Ar 301 ] xb11 -[(L301 ) xb1 -R 301 ] xb21 .

[0324] In formula 301,

[0325] Ar 301 It can be substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0326] xb11 can be 1, 2 or 3,

[0327] L 301 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene group, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0328] xb1 can be an integer from 0 to 5.

[0329] R 301 It can be selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 60 Alkyl groups, substituted or unsubstituted C 2 -C 60 Alkenyl groups, substituted or unsubstituted C 2 -C 60 Alkynyl group, substituted or unsubstituted C 1 -C 60 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 heteroaryl group, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic 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 ) and -P(=O)(Q 301 )(Q 302 ),

[0330] xb21 can be an integer from 1 to 5, and

[0331] Q 301 To Q 303 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 An alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group, but exemplary embodiments of the present inventive concept are not limited thereto.

[0332] In an exemplary embodiment, Ar in Formula 301 301 Can be selected from:

[0333] naphthyl group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene group, group, a naphthacene group, a phenanthrene group, a perylene group, a pentaphenyl group, an indenoanthracene group, a dibenzofuran group, and a dibenzothiophene group; and

[0334] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1-C 20 Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, -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 ) and -P(=O)(Q 31 )(Q 32 ) is at least one substituted naphthyl group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene group, groups, naphthacene groups, phenanthracene groups, perylene groups, pentaphenyl groups, indenoanthracene groups, dibenzofuran groups and dibenzothiophene groups, and

[0335] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 An alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group, but exemplary embodiments of the present inventive concept are not limited thereto.

[0336] When xb11 in Formula 301 is 2 or greater, two or more Ar 301 Can connect via one-touch.

[0337] In one or more than one embodiments, the compound represented by Formula 301 can be represented by the following Formula 301-1 or Formula 301-2:

[0338] <Formula 301-1>

[0339]

[0340] <Formula 301-2>

[0341]

[0342] In Formula 301-1 to Formula 301-2,

[0343] Ring A 301 To Ring A 304can be independently selected from a benzene group, a naphthalene group, a phenanthrene group, a fluoranthene group, a triphenylene group, a pyrene group, group, a pyridine group, a pyrimidine group, an indene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, an indole group, a carbazole group, a benzocarbazole group, a dibenzocarbazole group, a furan group, a benzofuran group, a dibenzofuran group, a naphthofuran group, a benzonaphthofuran group, a dinaphthofuran group, a thiophene group, a benzothiophene group, a dibenzothiophene group, a naphthothiophene group, a benzonaphthothiophene group, and a dinaphthothiophene group,

[0344] X 301 Can be O, S or N-[(L 304 ) xb4 -R 304 ],

[0345] R 311 To R 314 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, -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 ) and -P(=O)(Q 31 )(Q 32 ),

[0346] xb22 and xb23 can each independently be 0, 1 or 2,

[0347] L can be understood by referring to the corresponding description provided herein 301 、xb1、R 301 and Q 31 To Q 33 ,

[0348] L 302 To L 304 can be independently related to L 301 The same as defined,

[0349] xb2 to xb4 may each independently be the same as defined with respect to xb1, and

[0350] R 302 To R 304 can be independently compared with R 301 The same as defined.

[0351] For example, L in Formula 301, Formula 301-1, and Formula 301-2 301 To L 304 Can be independently selected from:

[0352] a phenylene group, a naphthylene group, a fluorenylene group, a spiro-difluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, an anthrylene group, a fluoranthenylene group, a phenylene group, a pyrenyl ... a phenylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranyl group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, a pyridinylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group , pyrazinylene groups, pyrimidinylene groups, pyridazinylene groups, triazinylene groups, quinolinylene groups, isoquinolinylene groups, benzoquinolinylene groups, phthalazinylene groups, naphthyridinylene groups, quinoxalinylene groups, quinazolinylene groups, cinnolinylene groups, phenanthridinylene groups, acridinylene groups, phenanthrolinylene groups, phenazinylene groups, benzimidazolylene groups, isobenzothiazolylene groups, benzoxazolylene groups, isobenzoxazolylene groups, triazolylene groups, tetrazolylene groups, imidazopyridinylene groups, imidazopyrimidinylene groups, and azacarbazolylene groups; and

[0353] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzoxazolyl group, triazolyl group, tetrazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazolyl group, -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 ) and -P(=O)(Q 31 )(Q 32 ) is at least one substituted phenylene group, naphthylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrenyl group, anthracenylene group, fluoranthenylene group, phenylphenanthrenyl group, pyrenylene ... a phenylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranyl group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, a pyridinylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group , a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a quinolylene group, an isoquinolylene group, a benzoquinolylene group, a phthalazinylene group, a naphthyridinylene group, a quinoxalinylene group, a quinazolinylene group, a cinnolinylene group, a phenanthridinylene group, an acridinylene group, a phenanthrolinylene group, a phenazinylene group, a benzimidazolylene group, an isobenzothiazolylene group, a benzoxazolylene group, an isobenzoxazolylene group, a triazolylene group, a tetrazolylene group, an imidazopyridylene group, an imidazopyrimidinylene group, and an azacarbazolylene group, and

[0354] Q 31 To Q 33 Same as described above.

[0355] In an exemplary embodiment, R in Formula 301, Formula 301-1, and Formula 301-2 301 To R 304 Can be independently selected from:

[0356] a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group , pyrazinyl groups, pyrimidinyl groups, pyridazinyl groups, triazinyl groups, quinolyl groups, isoquinolyl groups, benzoquinolyl groups, phthalazinyl groups, naphthyridinyl groups, quinoxalinyl groups, quinazolinyl groups, cinnolinyl groups, phenanthridinyl groups, acridinyl groups, phenanthrolinyl groups, phenazinyl groups, benzimidazolyl groups, isobenzothiazolyl groups, benzoxazolyl groups, isobenzoxazolyl groups, triazolyl groups, tetrazolyl groups, imidazopyridinyl groups, imidazopyrimidinyl groups, and azacarbazolyl groups; and

[0357] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzoxazolyl group, triazolyl group, tetrazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazolyl group, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one substituted phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthryl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group , a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group, and

[0358] Q 31 To Q 33 Same as described above.

[0359] In an exemplary embodiment, the host may include an alkaline earth metal complex. For example, the host may be selected from a Be complex (eg, compound H55), a Mg complex, and a Zn complex.

[0360] The host may include 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di-(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene (mCP), 1,3,5-tri(carbazol-9-yl)benzene (TCP), bis(4-(9H-carbazol-9-yl)phenyl)diphenylsilane (BCPDS), (4-(1-(4-(diphenylamino)phenyl)cyclohexyl)phenyl)diphenyl-phosphine oxide (POPCPA), and the following compounds H1 to H55, but exemplary embodiments of the present inventive concept are not limited thereto:

[0361]

[0362]

[0363]

[0364] In one or more embodiments, the host may include at least one selected from a silicon-containing compound (eg, BCPDS used in the examples, etc.) and a phosphine oxide-containing compound (eg, POPCPA used in the examples, etc.).

[0365] The host may contain only one type of compound or two or more different types of compounds (for example, the constituent hosts in the examples are BCPDS and POPCPA). Thus, the embodiments may be modified in various ways.

[0366] [Phosphorescent Dopant Contained in Emission Layer of Organic Layer 150]

[0367] The phosphorescent dopant may include an organic metal compound represented by Formula 1.

[0368] In an exemplary embodiment, the phosphorescent dopant may further include an organic metal complex represented by Formula 401 in addition to the organic metal compound represented by Formula 1:

[0369] <Formula 401>

[0370] M(L 401 ) xc1 (L 402 ) xc2

[0371] <Formula 402>

[0372]

[0373] In equations 401 and 402,

[0374] M may be selected from iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh) and thulium (Tm),

[0375] L 401 may be a ligand represented by formula 402,

[0376] xc1 can be 1, 2 or 3, wherein when xc1 is 2 or greater than 2, two or more L 401 can be the same or different from each other,

[0377] L 402 It can be an organic ligand,

[0378] xc2 can be an integer from 0 to 4, wherein when xc2 is 2 or greater than 2, two or more L 402 can be the same or different from each other,

[0379] X 401 To X 404 may each independently be nitrogen or carbon,

[0380] X 401 and X 403 Can be connected via single or double bonds,

[0381] X 402 and X 404 Can be connected via single or double bonds,

[0382] Ring A 401 and Ring A 402 Can be independently C 5 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic groups,

[0383] X 405 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*', where Q 411 and Q 412 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl group, C 1 -C20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group or a naphthyl group,

[0384] X 406 Can be a single bond, O or S,

[0385] R 401 and R 402 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 20 Alkyl groups, substituted or unsubstituted C 1 -C 20 Alkoxy groups, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 heteroaryl groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic groups, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q 402 ), where Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 Alkoxy groups, C6 -C 20 Aryl groups and C 1 -C 20 Heteroaryl groups,

[0386] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0387] * and *' in Formula 402 each represent a bonding site to M in Formula 401.

[0388] In an exemplary embodiment, Ring A in Formula 402 401 and Ring A 402 Each of the phenyl groups may be independently selected from a phenyl group, a naphthalene group, a fluorene group, a spiro-bifluorene group, an indene group, a pyrrole group, a thiophene group, a furan group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a quinoxaline group, a quinazoline group, a carbazole group, a benzimidazole group, a benzofuran group, a benzothiophene group, an isobenzothiophene group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a dibenzofuran group, and a dibenzothiophene group.

[0389] In one or more than one embodiment, in Formula 402, i) X 401 may be nitrogen, and X 402 It can be carbon, or ii) X 401 and X 402 They may each be nitrogen at the same time.

[0390] In one or more than one embodiments, R in Formula 402 401 and R 402 Can be independently selected from:

[0391] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazine group, hydrazone group, C 1 -C 20 Alkyl groups and C 1 -C 20 Alkoxy groups;

[0392] each of which is substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a phenyl group, a naphthyl group, a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, and a norbornenyl group; 1 -C 20 Alkyl groups and C 1-C 20 Alkoxy groups;

[0393] a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group;

[0394] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group substituted with at least one of an alkoxy group, a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

[0395] -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q 402 ),as well as

[0396] Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C10 An alkoxy group, a phenyl group, a biphenyl group, and a naphthyl group, but exemplary embodiments of the present inventive concept are not limited thereto.

[0397] In one or more embodiments, when xc1 in Formula 401 is 2 or greater than 2, two or more L 401 Two A's 401 Optionally, X may be linked to 407 Connect, or two or more L 401 Two A's 402 Optionally, X may be linked to 408 Connection (see Compound PD1 to Compound PD4 and Compound PD7). 407 and X 408 can be each independently a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 413 )-*'、*-C(Q 413 )(Q 414 )-*' or *-C(Q 413 )=C(Q 414 )-*'(where Q 413 and Q 414 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl group, C 1 -C 20 An alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group), but exemplary embodiments of the present inventive concept are not limited thereto.

[0398] L in Formula 401 402 It can be a monodentate ligand, a bidentate ligand or a tridentate ligand. 402 It may be selected from halogen, diketone (e.g., acetylacetonate), carboxylic acid (e.g., picolinate), -C(=O), isonitrile, -CN, and a phosphorus compound (e.g., phosphine or phosphite), but exemplary embodiments of the inventive concept are not limited thereto.

[0399] In one or more than one embodiments, the phosphorescent dopant may be selected from, for example, Compound PD1 to Compound PD25, but exemplary embodiments of the present inventive concept are not limited thereto:

[0400]

[0401]

[0402] [Fluorescent dopants in the emission layer]

[0403] The fluorescent dopant may include an arylamine compound or a styrylamine compound.

[0404] The fluorescent dopant may include a compound represented by the following Formula 501:

[0405] <Formula 501>

[0406]

[0407] In formula 501,

[0408] Ar 501 It can be substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0409] L 501 To L 503 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene group, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0410] xd1 to xd3 may each independently be an integer from 0 to 3,

[0411] R 501 and R 502 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, and a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, and

[0412] xd4 can be an integer from 1 to 6.

[0413] In an exemplary embodiment, Ar in Formula 501 501 Can be selected from:

[0414] naphthyl group, heptalene group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene group, group, a naphthacene group, a phenanthrene group, a perylene group, a pentaphenyl group, an indenoanthracene group, and an indenophenanthrene group; and

[0415] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 a naphthyl group substituted with at least one of an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group, a heptalene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, group, a naphthacene group, a phenanthrene group, a perylene group, a pentaphenyl group, an indenoanthracene group and an indenophenanthrene group.

[0416] In one or more than one embodiment, L in Formula 501 501 To L 503 Can be independently selected from:

[0417] a phenylene group, a naphthylene group, a fluorenylene group, a spiro-difluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, an anthrylene group, a fluoranthenylene group, a phenylene group, a pyrenyl ... a phenylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothienylene group, a dibenzofuranylene group, a dibenzothienylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, and a pyridylene group; and

[0418] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, The invention also includes at least one substituted phenylene group, naphthyl group, fluorenyl group, spiro-difluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, anthracen ... The invention also includes but is not limited to: a phenylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothienylene group, a dibenzofuranylene group, a dibenzothienylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, and a pyridylene group.

[0419] In one or more than one embodiment, R in Formula 501 501 and R 502 Can be independently selected from:

[0420] a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridyl group; and

[0421] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, a pyridyl group, and -Si(Q) 31 )(Q 32 )(Q 33 ) is at least one substituted phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthryl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridyl group, and

[0422] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0423] In one or more than one embodiments, xd4 in Formula 501 may be 2, but exemplary embodiments of the present inventive concept are not limited thereto.

[0424] For example, the fluorescent dopant may be selected from Compound FD1 to Compound FD22:

[0425]

[0426]

[0427]

[0428] In one or more than one embodiments, the fluorescent dopant may be selected from the following compounds, but exemplary embodiments of the present inventive concept are not limited thereto:

[0429]

[0430] [Electron Transport Region in Organic Layer 150]

[0431] The electron transport region may have i) a single-layer structure including a single layer including a single material, ii) a single-layer structure including a single layer including a plurality of different materials, or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.

[0432] The electron transport region may include at least one selected from a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, and an electron injection layer, but exemplary embodiments of the present inventive concept are not limited thereto.

[0433] For example, the electron transport region 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 sequentially from the emission layer. However, the embodiment of the structure of the electron transport region is not limited thereto.

[0434] The electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) may include a metal-free compound containing at least one π-electron-depleted nitrogen-containing ring.

[0435] As used herein, the term "π-electron-depleted nitrogen-containing ring" refers to a C-containing ring having at least one *-N=*' moiety as a ring-forming part. 1 -C 60 Heterocyclic group.

[0436] For example, the “π-electron-depleted nitrogen-containing ring” may be i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' moiety, ii) a heteropolycyclic group in which two or more 5- to 7-membered heteromonocyclic groups, each having at least one *-N=*' moiety, are fused to each other, or iii) a heteropolycyclic group in which at least one of the 5- to 7-membered heteromonocyclic groups, each having at least one *-N=*' moiety, is fused to at least one C 5 -C 60 A carbocyclic group is a fused heteropolycyclic group.

[0437] Examples of π-electron-depleted nitrogen-containing rings include, but are not limited to, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole.

[0438] For example, the electron transport region may include a compound represented by the following Formula 601:

[0439] <Formula 601>

[0440] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .

[0441] In formula 601,

[0442] Ar 601 It can be substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0443] xe11 can be 1, 2 or 3,

[0444] L 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene group, substituted or unsubstituted C 3 -C 10 Cycloalkenylene group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene group, substituted or unsubstituted C6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0445] xe1 can be an integer from 0 to 5,

[0446] R 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy groups, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 heteroaryl group, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),

[0447] Q 601 To Q 603 Can be independently C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group or a naphthyl group, and

[0448] xe21 can be an integer from 1 to 5.

[0449] In an exemplary embodiment, the amount of Ar 601 and xe21 number of R601 At least one of the may comprise a π-electron-depleted nitrogen-containing ring.

[0450] In an exemplary embodiment, Ar in Formula 601 601 Can be selected from:

[0451] phenyl group, naphthalene group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenanthene group, phenanthrenes group, anthracene group, fluoranthene group, triphenylene group, pyrene group, a tetraphenyl group, a phenanthracene group, a perylene group, a pentaphenyl group, an indenoanthracene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, and an azacarbazole group; and

[0452] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one substituted phenyl group, naphthyl group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenanthene group, phenanthrenyl group, anthracene group, fluoranthene group, triphenylene group, pyrene group, group, a naphthacene group, a phenanthracene group, a perylene group, a pentaphenyl group, an indenoanthracene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, and an azacarbazole group, and

[0453] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0454] When xe11 in formula 601 is 2 or greater, two or more Ar 601 Can connect via one-touch.

[0455] In one or more than one embodiment, Ar in Formula 601 601 It may be an anthracene group.

[0456] In one or more than one embodiment, the compound represented by 601 can be represented by the following formula 601-1:

[0457] <Formula 601-1>

[0458]

[0459] In formula 601-1,

[0460] X 614 Can be N or C (R 614 ), X 615 Can be N or C (R 615 ), and X 616 Can be N or C (R 616 ), where X 614 To X 616 At least one of may be N,

[0461] L 611 To L 613 can be independently related to L 601The same as defined,

[0462] xe611 to xe613 can each independently be the same as defined for xe1,

[0463] R 611 To R 613 can be independently compared with R 601 The same as defined, and

[0464] R 614 To R 616 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.

[0465] In an exemplary embodiment, L in Formula 601 and Formula 601-1 601 and L 611 To L 613 Can be independently selected from:

[0466] a phenylene group, a naphthylene group, a fluorenylene group, a spiro-difluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, an anthrylene group, a fluoranthenylene group, a phenylene group, a pyrenyl ... a phenylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranyl group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, a pyridinylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group , pyrazinylene groups, pyrimidinylene groups, pyridazinylene groups, triazinylene groups, quinolinylene groups, isoquinolinylene groups, benzoquinolinylene groups, phthalazinylene groups, naphthyridinylene groups, quinoxalinylene groups, quinazolinylene groups, cinnolinylene groups, phenanthridinylene groups, acridinylene groups, phenanthrolinylene groups, phenazinylene groups, benzimidazolylene groups, isobenzothiazolylene groups, benzoxazolylene groups, isobenzoxazolylene groups, triazolylene groups, tetrazolylene groups, imidazopyridinylene groups, imidazopyrimidinylene groups, and azacarbazolylene groups; and

[0467] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a benzoquinoline group, a The invention also includes a phenylene group substituted by at least one of a phthalazinyl group, a naphthyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group and an azacarbazolyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracene group, a fluoranthenyl group, a phenylene group, a pyrenyl ... a phenylene group, a perylene group, a pentphenylene group, a hexaphenylene group, a pentphenylene group, a thienylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranyl group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilylene group, a pyridinylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group, a pyrazinylene group, A pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group, but exemplary embodiments of the inventive concept are not limited thereto.

[0468] In one or more than one embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 can each independently be 0, 1 or 2.

[0469] In one or more than one embodiments, R in Formula 601 and Formula 601-1 601 and R 611 To R 613 Can be independently selected from:

[0470] a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group a benzoxazolyl group, a benzoxazolyl group, a benzoxazolyl group, a triazine group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group;

[0471] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a benzoquinoline group, a a phenyl group substituted by at least one of a benzoimidazole group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group and an azacarbazolyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothioyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group , pyrazinyl groups, pyrimidinyl groups, pyridazinyl groups, triazinyl groups, quinolyl groups, isoquinolyl groups, benzoquinolyl groups, phthalazinyl groups, naphthyridinyl groups, quinoxalinyl groups, quinazolinyl groups, cinnolinyl groups, phenanthridinyl groups, acridinyl groups, phenanthrolinyl groups, phenazinyl groups, benzimidazolyl groups, isobenzothiazolyl groups, benzoxazolyl groups, isobenzoxazolyl groups, triazolyl groups, tetrazolyl groups, imidazopyridinyl groups, imidazopyrimidinyl groups, and azacarbazolyl groups; and

[0472] -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),as well as

[0473] Q 601 and Q 602 Same as described above.

[0474] The electron transport region may include at least one compound selected from Compound ET1 to Compound ET36, but exemplary embodiments of the present inventive concept are not limited thereto:

[0475]

[0476]

[0477]

[0478]

[0479] In one or more than one embodiment, the electron transport region may include a 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 , BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), NTAZ and diphenyl(4-(triphenylsilyl)phenyl)-phosphine oxide (TSPO1):

[0480]

[0481] The thickness of the buffer layer, hole blocking layer or electron control layer may be about to about For example, about to about When the thicknesses of the buffer layer, the hole blocking layer, and the electron control layer are within these ranges, excellent hole blocking characteristics or electron control characteristics may be obtained without a significant increase in driving voltage.

[0482] The thickness of the electron transport layer can be about to about For example, about to about When the thickness of the electron transport layer is within the above range, satisfactory electron transport characteristics may be obtained without a significant increase in driving voltage.

[0483] The electron transport region (eg, an electron transport layer in the electron transport region) may further include a metal-containing material in addition to the materials described above.

[0484] The metal-containing material may include at least one selected from an alkali metal complex and an alkaline earth metal complex. The alkali metal complex may include a metal ion selected from Li ions, Na ions, K ions, Rb ions, and Cs ions, and the alkaline earth metal complex may include a metal ion selected from Be ions, Mg ions, Ca ions, Sr ions, and Ba ions. The ligand coordinated with the metal ion of the alkali metal complex or the alkaline earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but the exemplary embodiments of the inventive concept are not limited thereto.

[0485] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (lithium hydroxyquinoline, LiQ) or ET-D2:

[0486]

[0487] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 190. The electron injection layer may directly contact the second electrode 190.

[0488] The electron injection layer may have i) a single-layer structure including a single layer including a single material, ii) a single-layer structure including a single layer including a plurality of different materials, or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.

[0489] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0490] The alkali metal may be selected from Li, Na, K, Rb, and Cs. In one embodiment, the alkali metal may be Li, Na, or Cs. In one or more than one embodiments, the alkali metal may be Li or Cs, but exemplary embodiments of the inventive concept are not limited thereto.

[0491] The alkaline earth metal may be selected from Mg, Ca, Sr and Ba.

[0492] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb and Gd.

[0493] The alkali metal compound, alkaline earth metal compound and rare earth metal compound may be selected from oxides and halides (eg, fluorides, chlorides, bromides or iodides) of alkali metals, alkaline earth metals and rare earth metals.

[0494] The alkali metal compound may be selected from alkali metal oxides, such as Li 2 O, Cs 2 O or K 2 O, and alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI or RbI. In one exemplary embodiment, the alkali metal compound may be selected from LiF, Li 2 O, NaF, LiI, NaI, CsI and KI, but the exemplary embodiments of the inventive concept are not limited thereto.

[0495] The alkaline earth metal compound may be selected from alkaline earth metal oxides, such as BaO, SrO, CaO, Ba x Sr 1-x O(0 < x < 1) or Ba x Ca 1-x O(0 < x < 1). In one exemplary embodiment, the alkaline earth metal compound may be selected from BaO, SrO and CaO, but the exemplary embodiments of the inventive concept are not limited thereto.

[0496] The rare earth metal compound may be selected from YbF 3 、ScF 3 、Sc 2 O 3 、Y 2 O 3 、Ce 2 O 3 、GdF 3 和TbF 3 。In one exemplary embodiment, the rare earth metal compound may be selected from YbF 3 、ScF 3 、TbF 3 、YbI 3 、ScI 3 和TbI 3 ,but the exemplary embodiments of the inventive concept are not limited thereto.

[0497] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may contain ions of alkali metals, alkaline earth metals and rare earth metals as described above, and the ligands coordinated with the metal ions of the alkali metal complex, alkaline earth metal complex or rare earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline and cyclopentadiene, but the exemplary embodiments of the inventive concept are not limited thereto.

[0498] The electron injection layer can be composed of alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex or its any combination as described above. In one or more than one embodiment, the electron injection layer can further comprise organic material. When the electron injection layer further comprises organic material, alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex or its any combination can be uniformly or non-uniformly dispersed in the matrix comprising organic material.

[0499] The thickness of the electron injection layer can be about to about For example, about to about When the thickness of the electron injection layer is within these ranges, satisfactory electron injection characteristics can be obtained without a significant increase in driving voltage.

[0500] [Second electrode 190]

[0501] The second electrode 190 may be disposed on the organic layer 150 having such a structure. The second electrode 190 may be a cathode, which is an electron injection electrode, and in this regard, a material for forming the second electrode 190 may be selected from metals, alloys, conductive compounds, and combinations thereof having a relatively low work function.

[0502] The second electrode 190 may include at least one selected from lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO, and IZO, but exemplary embodiments of the inventive concept are not limited thereto. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0503] The second electrode 190 may have a single-layer structure, or a multi-layer structure including two or more layers.

[0504] [ Figures 2 to 4 Description]

[0505] exist Figure 2 In the embodiment, the organic light emitting device 20 includes a first cover layer 210, a first electrode 110, an organic layer 150, and a second electrode 190, which are sequentially stacked in this prescribed order. Figure 3 In the embodiment, the organic light emitting device 30 includes a first electrode 110, an organic layer 150, a second electrode 190, and a second covering layer 220, which are sequentially stacked in this prescribed order. Figure 4In the embodiment, the organic light emitting device 40 includes a first cover layer 210, a first electrode 110, an organic layer 150, a second electrode 190, and a second cover layer 220, which are sequentially stacked in this prescribed order.

[0506] about Figures 2 to 4 , can be combined by reference Figure 1 The description is provided to understand the first electrode 110 , the organic layer 150 , and the second electrode 190 .

[0507] In the organic layer 150 of each of the organic light-emitting devices 20 and 40, light generated in the emission layer may pass through the first electrode 110 and the first cover layer 210 toward the outside, wherein the first electrode 110 may be a semi-transmissive electrode or a transmissive electrode. In the organic layer 150 of each of the organic light-emitting devices 30 and 40, light generated in the emission layer may pass through the second electrode 190 and the second cover layer 220 toward the outside, wherein the second electrode 190 may be a semi-transmissive electrode or a transmissive electrode.

[0508] The first cover layer 210 and the second cover layer 220 may increase external light emitting efficiency according to the principle of constructive interference.

[0509] The first capping layer 210 and the second capping layer 220 may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or a composite capping layer including an organic material and an inorganic material.

[0510] At least one selected from the first cover layer 210 and the second cover layer 220 may each independently contain at least one material selected from carbocyclic compounds, heterocyclic compounds, amine-based compounds, porphyrin derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, and alkaline earth metal complexes. The carbocyclic compounds, heterocyclic compounds, and amine-based compounds may be optionally substituted with a substituent containing at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In an exemplary embodiment, at least one selected from the first cover layer 210 and the second cover layer 220 may each independently contain an amine-based compound.

[0511] In an exemplary embodiment, at least one selected from the first cover layer 210 and the second cover layer 220 may each independently include a compound represented by Formula 201 or a compound represented by Formula 202.

[0512] In one or more than one embodiments, at least one selected from the first cover layer 210 and the second cover layer 220 may each independently include a compound selected from Compound HT28 to Compound HT33 and Compound CP1 to Compound CP5, but exemplary embodiments of the present inventive concept are not limited thereto:

[0513]

[0514] In the above, it has been combined Figures 1 to 4 The organic light emitting device according to the embodiment is described, but exemplary embodiments of the present inventive concept are not limited thereto.

[0515] The layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region can be formed in a specific region by using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and laser induced thermal imaging.

[0516] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by vacuum deposition, the deposition temperature may be about 100° C. to about 500° C., about 10 -8 About 10 -3 Torr vacuum and approx. / second to about The deposition was carried out at a deposition rate of 1000 nm / s.

[0517] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by spin coating, the spin coating can be performed at a coating speed of about 2,000 rpm to about 5,000 rpm and at a heat treatment temperature of about 80°C to 200°C by considering the materials contained in the layer to be formed and the structure of the layer to be formed.

[0518] [General Definition of Substituents]

[0519] As used herein, the term "C 1 -C 60 The term “alkyl group” as used herein refers to a linear or branched aliphatic saturated hydrocarbon monovalent group having 1 to 60 carbon atoms, and examples thereof include a methyl group, an ethyl group, a propyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, an isopentyl group, and a hexyl group. 1 -C 60 "Alkylene group" refers to a group having 1 -C 60 A divalent group of the same structure as an alkyl group.

[0520] As used herein, the term "C 2 -C 60 "Alkenyl group" means a 2 -C 60The term "C" as used herein refers to a hydrocarbon group having at least one carbon-carbon double bond in the middle or at the terminal of the alkyl group, and examples thereof include a vinyl group, a propenyl group, and a butenyl group. 2 -C 60 "Alkenylene group" refers to a 2 -C 60 Alkenyl groups are divalent groups of the same structure.

[0521] As used herein, the term "C 2 -C 60 "Alkynyl group" means a 2 -C 60 The term "C" as used herein refers to a hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the terminal of the alkyl group, and examples thereof include an ethynyl group and a propynyl group. 2 -C 60 "Alkyne group" refers to a 2 -C 60 Alkynyl groups are divalent groups of the same structure.

[0522] As used herein, the term "C 1 -C 60 "Alkoxy group" refers to a group consisting of -OA 101 (A 101 C 1 -C 60 The invention further comprises a monovalent group represented by an alkyl group (eg, an alkyl group), and examples thereof include a methoxy group, an ethoxy group and an isopropoxy group.

[0523] As used herein, the term "C 3 -C 10 The term "cycloalkyl group" as used herein refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group. 3 -C 10 "Cycloalkylene group" refers to a group having a 3 -C 10 Cycloalkyl groups are divalent groups of the same structure.

[0524] As used herein, the term "C 1 -C 10 The term “heterocycloalkyl group” refers to a monovalent monocyclic group having at least one heteroatom (e.g., 1 to 6 heteroatoms, such as 1, 2, 3, 4, 5 or 6 heteroatoms) selected from N, O, Si, P and S as a ring-forming atom and 1 to 10 carbon atoms, and examples thereof include a 1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group and a tetrahydrothienyl group. As used herein, the term “C 1 -C10 The term "heterocycloalkylene group" refers to a 1 -C 10 Heterocycloalkyl groups are divalent groups of the same structure.

[0525] As used herein, the term "C 3 -C 10 The term "cycloalkenyl group" as used herein refers to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity, and examples thereof include a cyclopentenyl group, a cyclohexenyl group and a cycloheptenyl group. 3 -C 10 "Cycloalkenylene group" refers to a group having a 3 -C 10 Cycloalkenyl groups are divalent groups of the same structure.

[0526] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent monocyclic group having at least one heteroatom (e.g., 1 to 6 heteroatoms, such as 1, 2, 3, 4, 5 or 6 heteroatoms) selected from N, O, Si, P and S as a ring atom, 1 to 10 carbon atoms and at least one carbon double bond in its ring. 1 -C 10 Non-limiting examples of heterocycloalkenyl groups include 4,5-dihydro-1,2,3,4-oxatriazolyl groups, 2,3-dihydrofuranyl groups, and 2,3-dihydrothienyl groups. As used herein, the term “C 1 -C 10 The term "heterocycloalkenylene group" refers to a 1 -C 10 Heterocycloalkenyl groups are divalent groups of the same structure.

[0527] As used herein, the term "C 6 -C 60 "Aryl group" refers to a monovalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms, and the C 6 -C 60 Arylene groups refer to divalent groups having a carbocyclic aromatic system containing 6 to 60 carbon atoms. 6 -C 60 Non-limiting examples of aryl groups include phenyl groups, naphthyl groups, anthracenyl groups, phenanthrenyl groups, pyrenyl groups and When C 6 -C 60 Aryl groups and C 6 -C 60 When the arylene groups each include two or more rings, the rings may be fused to each other.

[0528] As used herein, the term "C 1 -C 60 The term "heteroaryl group" refers to a monovalent group having a carbocyclic aromatic system having at least one heteroatom (e.g., 1-15 heteroatoms, such as 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 heteroatoms) selected from N, O, Si, P and S as a ring atom in addition to 1 to 60 carbon atoms. As used herein, the term "C 1 -C 60 The term "heteroarylene group" refers to a divalent group having a carbocyclic aromatic system containing at least one heteroatom (e.g., 1-15 heteroatoms, such as 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 heteroatoms) selected from N, O, Si, P and S as a ring atom in addition to 1 to 60 carbon atoms. 1 -C 60 Non-limiting examples of heteroaryl groups include pyridyl groups, pyrimidinyl groups, pyrazinyl groups, pyridazinyl groups, triazinyl groups, quinolyl groups, and isoquinolyl groups. 1 -C 60 Heteroaryl groups and C 1 -C 60 When the heteroarylene groups each include two or more rings, the rings may be fused to each other.

[0529] As used herein, the term "C 6 -C 60 "Aryloxy group" refers to -OA 102 (A 102 C 6 -C 60 Aryl group), and C 6 -C 60 Arylthio group represents -SA 103 (A 103 C 6 -C 60 aryl group).

[0530] As used herein, the term "C 1 -C 60 "Heteroaryloxy group" refers to -OA 104 (A 104 It is C 1 -C 60 heteroaryl group), and as used herein, the term "C 1 -C 60 "Heteroarylthio group" refers to -SA 105 (A105 It is C 1 -C 60 heteroaryl group).

[0531] The term "monovalent non-aromatic fused polycyclic group" as used herein refers to a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings fused to each other, having only carbon atoms as ring atoms, and having no aromaticity in its entire molecular structure. A detailed example of a monovalent non-aromatic fused polycyclic group is a fluorenyl group. The term "divalent non-aromatic fused polycyclic group" as used herein refers to a divalent group having the same structure as a monovalent non-aromatic fused polycyclic group.

[0532] The term "monovalent non-aromatic fused heteropolycyclic group" as used herein refers to a monovalent group (e.g., having 1 to 60 carbon atoms) having two or more rings fused to each other, having at least one heteroatom (e.g., 1-15 heteroatoms, such as 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 heteroatoms) selected from N, O, Si, P and S other than carbon atoms as a ring-forming atom, and having no aromaticity in its entire molecular structure. An example of a monovalent non-aromatic fused heteropolycyclic group is a carbazolyl group. The term "divalent non-aromatic fused heteropolycyclic group" as used herein refers to a divalent group having the same structure as a monovalent non-aromatic fused heteropolycyclic group.

[0533] As used herein, the term "C 5 -C 60 "Carbocyclic group" refers to a monocyclic or polycyclic group having 5 to 60 carbon atoms, wherein the ring atoms are only carbon atoms. As used herein, the term "C 5 -C 60 "Carbocyclic group" refers to an aromatic carbocyclic group or a non-aromatic carbocyclic group. 5 -C 60 The carbocyclic group can be a ring, such as benzene; a monovalent group, such as a phenyl group; or a divalent group, such as a phenylene group. In one or more than one embodiment, according to the connection to C 5 -C 60 The number of substituents in a carbocyclic group, C 5 -C 60 The carbocyclic group may be a trivalent group or a tetravalent group.

[0534] As used herein, the term "C 1 -C 60 "Heterocyclic group" refers to a 5 -C 60The carbocyclic group is a group having the same structure as the carbocyclic group, but in addition to carbon (the number of carbon atoms can be 1 to 60), at least one heteroatom (e.g., 1-15 heteroatoms, such as 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 heteroatoms) selected from N, O, Si, P and S is used as a ring-forming atom.

[0535] In this specification, substituted C 5 -C 60 Carbocyclic groups, substituted C 1 -C 60 Heterocyclic groups, substituted C 3 -C 10 Cycloalkylene groups, substituted C 1 -C 10 Heterocycloalkylene groups, substituted C 3 -C 10 Cycloalkenylene groups, substituted C 1 -C 10 Heterocycloalkenylene groups, substituted C 6 -C 60 Arylene groups, substituted C 1 -C 60 Heteroarylene group, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic group, substituted C 1 -C 60 Alkyl groups, substituted C 2 -C 60 Alkenyl groups, substituted C 2 -C 60 Alkynyl groups, substituted C 1 -C 6 Alkoxy groups, substituted C 3 -C 10 Cycloalkyl groups, substituted C 1 -C 10 Heterocycloalkyl groups, substituted C 3 -C 10 Cycloalkenyl groups, substituted C 1 -C 10 Heterocycloalkenyl groups, substituted C 6 -C 60 Aryl groups, substituted C 6 -C 60 Aryloxy groups, substituted C 6 -C 60 Arylthio groups, substituted C 1 -C 60 Heteroaryl groups, substituted C 1 -C 60 Heteroaryloxy groups, substituted C1 -C 60 At least one substituent in the heteroarylthio group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heteropolycyclic group may be selected from:

[0536] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazine group, hydrazone group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl groups and C 1 -C 60 Alkoxy groups;

[0537] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic 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 ) and -P(=O)(Q 11 )(Q 12 ) at least one substituted C 1 -C 60Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl groups and C 1 -C 60 Alkoxy groups;

[0538] C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 heteroarylthio groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups;

[0539] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy groups, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60Heteroaryl groups, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic 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 ) and -P(=O)(Q 21 )(Q 22 ) at least one substituted C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group; and

[0540] -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 ) and -P(=O)(Q 31 )(Q 32 ),as well as

[0541] Q 1To Q 3 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 1 -C 60 Heteroaryl group, C 1 -C 60 Heteroaryloxy group, C 1 -C 60 heteroarylthio group, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, C substituted by at least one selected from deuterium, -F and cyano group 1 -C 60 An alkyl group, a C substituted by at least one selected from deuterium, -F and a cyano group 6 -C 60 Aryl groups, biphenyl groups and terphenyl groups.

[0542] The term "Ph" as used herein refers to a phenyl group, the term "Me" as used herein refers to a methyl group, the term "Et" as used herein refers to an ethyl group, the term "ter-Bu" or "Bu" as used herein refers to an ethyl group. t ” refers to a tert-butyl group, and the term “OMe” as used herein refers to a methoxy group.

[0543] As used herein, the term "biphenyl group" refers to a "phenyl group substituted by a phenyl group". In other words, the "biphenyl group" is a group having C 6 -C 60 Aryl group (phenyl group) is a substituted phenyl group as a substituent.

[0544] As used herein, the term "terphenyl group" refers to a "phenyl group substituted by a biphenyl group". In other words, the "terphenyl group" is a phenyl group having a C 6 -C 60 Aryl group (phenyl group) substituted C 6 -C 60 Aryl group (phenyl group) A phenyl group as a substituent.

[0545] As used herein, * and *', unless otherwise defined, each refers to a site of attachment to an adjacent atom in the corresponding formula.

[0546] Hereinafter, the compound according to the embodiment and the organic light-emitting device according to the embodiment will be described in detail with reference to Synthesis Examples and Examples. The phrase "using B instead of A" used in describing Synthesis Examples means using B instead of A in an equimolar amount.

[0547] [Example]

[0548] Synthesis Example 1: Synthesis of Compound 1

[0549]

[0550] 1) Synthesis of compound [1-A]

[0551] Iodobenzene (1.0 equivalent), 1H-imidazole (1.2 equivalent), CuI (0.02 equivalent), K 2 CO 3 (2.0 equivalents) and L-proline (0.04 equivalents) were dissolved in dimethyl sulfonate (0.1M), and the mixed solution was stirred at a temperature of 130°C for 12 hours. After the reaction mixture was cooled to room temperature, it was subjected to extraction processes three times using dichloromethane and water. The organic layer extracted therefrom was then dried by using magnesium sulfate, and concentrated, and column chromatography was used to obtain compound [1-A] (yield: 65%).

[0552] 2) Synthesis of compound [1-B]

[0553] 3-iodopropionic acid (1.0 equivalent), diisopropylethylamine (2.0 equivalent) and O-(7-azabenzotriazole-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (1.0 equivalent) were dissolved in dichloromethane, and the mixed solution was stirred for 30 minutes. 2-amino-1-trimethylphenyl-2-phenylethane-1-one (1.0 equivalent) was added thereto, and the reaction solution was stirred at room temperature for 12 hours. Then, the reaction solution from which the solvent was removed was purified by using column chromatography. Burges reagent (4 equivalents) was added to the obtained product to dissolve in tetrahydrofuran, and the reaction was allowed to continue in a microwave for 10 minutes. The reaction mixture from which the solvent was removed was purified by using column chromatography to obtain compound [1-B] (yield: 22%)

[0554] 3) Synthesis of compound [1-C]

[0555] Compound [1-A] (1.0 equivalent) and compound [1-B] (1.5 equivalent) were dissolved in toluene (0.1M), and the mixed solution was stirred at a temperature of 120°C for 12 hours. After the reaction mixture was cooled to room temperature, the solvent was removed therefrom. The resulting product was filtered, and then, by washing with diethyl ether, compound [1-C] was obtained (yield: 65%).

[0556] (4) Synthesis of Compound 1

[0557] Compound [1-C] (1.0 equivalent), dichloro (1,5-cyclooctadienyl) platinum (II) (1.05 equivalent) and sodium acetate (3.0 equivalent) were dissolved in tetrahydrofuran (0.1M), and the mixed solution was stirred at a temperature of 120°C for 72 hours in a nitrogen atmosphere. After the reaction mixture was cooled to room temperature, the solvent was removed therefrom by decompression. The concentrated reaction product was dissolved in dichloromethane, and the remaining precipitate was filtered. The filtrate was then purified by using column chromatography to obtain compound 1 (yield: 15%).

[0558] Synthesis Example 2: Synthesis of Compound 2

[0559] Compound 2 was synthesized in the same manner as in the synthesis of Compound 1, except that 2-amino-2-phenyl-1-(2,4,6-triisopropylphenyl)ethane-1-one was used instead of 2-amino-1-trimethylphenyl-2-phenylethane-1-one.

[0560] Example 1

[0561] As the anode, ITO was deposited on it The substrate of was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonically treated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet rays and ozone for 30 minutes. Then, the ITO substrate was provided to a vacuum deposition apparatus.

[0562] 2-TNATA was vacuum deposited on an ITO substrate to form a A hole injection layer having a thickness of , and NPB is vacuum deposited on the hole injection layer to form a The hole transport layer has a thickness of .

[0563] BCPDS, POPCPA and compound 1 were co-deposited on the hole transport layer in a weight ratio of 45:45:10 to form a The thickness of the emission layer.

[0564] Then, TSPO1 is vacuum deposited on the emission layer to form a The hole blocking layer is of thickness , and the Alq 3 Vacuum deposition on the hole blocking layer to form a The electron transport layer is formed by depositing LiF on the electron transport layer to a thickness of to form an electron injection layer, and Al is vacuum deposited on the electron injection layer to A cathode electrode is formed by forming a cathode electrode, thereby completing the manufacture of the organic light-emitting device.

[0565]

[0566] Example 2 and Comparative Examples 1 to 4

[0567] Organic light-emitting devices were manufactured in the same manner as in Example 1, except that the compounds shown in Table 2 were each used instead of Compound 1 for forming an emission layer.

[0568] Evaluation Example

[0569] The driving voltage, brightness, efficiency, service life, emission color and emission wavelength of the organic light-emitting devices manufactured according to Examples 1 and 2 and Comparative Examples 1 to 4 were measured by using Keithley SMU 236 and luminance meter PR650, and the results are shown in Table 2. Here, the service life refers to the brightness at 1,000 cd / m 2 The amount of time that has elapsed when the brightness is 50% of the initial brightness (100%) is measured.

[0570] [Table 2]

[0571]

[0572]

[0573] Referring to Table 2, it was confirmed that the organic light-emitting devices of Example 1 and Example 2 had excellent driving voltage, brightness, efficiency, lifetime, and emission color compared with those of the organic light-emitting devices of Comparative Examples 1 to 4.

[0574] Therefore, some advantages that may be achieved by exemplary embodiments of the present invention include an organic light emitting device having excellent driving voltage, brightness, efficiency, lifetime, and emission color.

[0575] Although certain exemplary embodiments and implementations have been described herein, other embodiments and modifications will be apparent from this specification. Therefore, the inventive concept is not limited to such embodiments, but to the broader scope of the appended claims and various obvious modifications and equivalent arrangements that will be apparent to those of ordinary skill in the art.

Claims

1. An organic metal compound represented by Formula 1: <h2 style=";text-align:left;direction:ltr">M1(L1)<h2 style=";text-align:left;direction:ltr"> n1 <h2 style=";text-align:left;direction:ltr"> (L2)<h2 style=";text-align:left;direction:ltr"> n2 <Formula 1-11> Among them, in formula 1, M1 is Pt, L1 is a ligand represented by Formula 1-11, L2 is selected from a monodentate ligand and a bidentate ligand, n1 is 1, n2 is 0, And among them, In formula 1-11, Ring A 11 and Ring A 12 Each is a phenyl group, X 11 Selected from O and S, Y 11 and Y 12 Each is C, Z 11 and Z 12 Each is N, Z 13 Selected from C(R 13 ), Z 14 Selected from C(R 14 ), Z 15 Selected from C(R 15 ), Z 16 and Z 17 Each independently is C, L 11 Selected from *-C(R 16 )(R 17 )-*′, L 12 and L 14 Each is a single bond, a11 is selected from 2, 3, 4, 5, 6, 7, 8, 9 and 10, a12 and a14 are each 1, R 11 and R 12 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C 60 Alkyl group, substituted or unsubstituted C2-C 60 Alkenyl group, substituted or unsubstituted C2-C 60 Alkynyl group, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl group, substituted or unsubstituted C3-C 10 Cycloalkenyl group, substituted or unsubstituted C1-C 10 Heterocycloalkenyl group, substituted or unsubstituted C6-C 60 Aryl group, substituted or unsubstituted C6-C 60 Aryloxy group, substituted or unsubstituted C6-C 60 Arylthio group, substituted or unsubstituted C1-C 60 Heteroaryl group, substituted or unsubstituted C1-C 60 Heteroaryloxy group, substituted or unsubstituted C1-C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, R 13 and R 14 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, and a nitro group; R 15 Selected from substituted or unsubstituted C6-C 60 Aryl group and substituted or unsubstituted C1-C 60 heteroaryl groups; R 16 and R 17 Each is hydrogen; b11 and b12 are each independently selected from 1, 2 and 3, *1 to *4 each represent a binding site to M1, and * and *′ each represent a connection site with an adjacent atom, Among them, the substituted C5-C 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C1-C 60 Alkyl groups, substituted C2-C 60 Alkenyl groups, substituted C2-C 60 Alkynyl groups, substituted C1-C 60 Alkoxy groups, substituted C3-C 10 Cycloalkyl groups, substituted C1-C 10 Heterocycloalkyl groups, substituted C3-C 10 Cycloalkenyl groups, substituted C1-C 10 Heterocycloalkenyl groups, substituted C6-C 60 Aryl groups, substituted C6-C 60 Aryloxy groups, substituted C6-C 60 Arylthio groups, substituted C1-C 60 Heteroaryl groups, substituted C1-C 60 Heteroaryloxy groups, substituted C1-C 60 At least one substituent of the heteroarylthio group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heteropolycyclic group is selected from: Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group and C1-C 60 Alkyl group.

2. The organometallic compound according to claim 1, wherein X 11 Selected from O.

3. The organometallic compound according to claim 1, wherein: a11 is selected from 2, 3 and 4.

4. The organometallic compound according to claim 1, wherein R 11 and R 12 Each independently selected from: Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, C1-C 20 Alkyl groups and C1-C 20 Alkoxy groups; C1-C ... 20 Alkyl groups and C1-C 20 Alkoxy groups; a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a phenyl group, a peryl group, a pentacene group, a pyrrolyl group, a thienyl group, a furanyl group, a thiolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindoleyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzosilyl group, a benzothiazolyl group, a benzisothiazolyl group, a benzoxazolyl group group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazine group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a dinaphthobenzosilyl group thiolyl group, imidazopyridyl group, imidazopyrimidyl group, oxazolopyridyl group, thiazopyridyl group, benzonaphthyridinyl group, azafluorenyl group, azaspiro-bifluorenyl group, azacarbazolyl group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzosilyl group, indenopyrrolyl group, indolopyrrolyl group, indenocarbazolyl group and indolocarbazolyl group; and Each is selected from deuterium, -F, -Cl, -Br, -I, a cyano group and a C1-C 20 At least one substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, indacenyl group, acenaphthenyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenaltenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a phenyl group, a peryl group, a pentacene group, a pyrrolyl group, a thienyl group, a furanyl group, a thiolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindoleyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a a benzophenanthryl group, a benzofuranyl group, a benzothiophenyl group, a benzothiophenyl group, a benzothiazolyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzophenanthridine group, a benzophenanthridine group, a benzofuranyl group, a benzothiophenyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazine group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a di naphthothirolyl group, imidazopyridyl group, imidazopyrimidinyl group, oxazolopyridyl group, thiazopyridyl group, benzonaphthyridinyl group, azafluorenyl group, azaspiro-bifluorenyl group, azacarbazolyl group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzosilolyl group, indenopyrrolyl group, indolopyrrolyl group, indenocarbazolyl group and indolocarbazolyl group.

5. The organometallic compound according to claim 1, wherein the organometallic compound represented by Formula 1 is selected from Compounds 1 to 4, Compounds 9 and Compounds 13 to 18:

6. The organometallic compound according to claim 1, wherein the organometallic compound represented by Formula 1 has 3 Energy levels of 10 kcal / mol or greater than 10 kcal / mol in the MC state. 7 . The organometallic compound of claim 1 , wherein the organometallic compound represented by Formula 1 has a bond dissociation energy greater than 3.0 eV. 8 . The organometallic compound of claim 1 , wherein the organometallic compound represented by Formula 1 emits blue light having a maximum emission wavelength of 430 nm or more and less than 490 nm.

9. An organic light-emitting device comprising: a first electrode; a second electrode; an organic layer between the first electrode and the second electrode and including an emission layer, The organic layer comprises the organometallic compound according to any one of claims 1 to 8.

10. The organic light emitting device according to claim 9, wherein: The first electrode is an anode, The second electrode is a cathode, The organic layer further includes a hole transport region between the first electrode and the emission layer and / or an electron transport region between the emission layer and the second electrode, The hole transport region includes a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or any combination thereof, and The electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof. The organic light-emitting device of claim 9 , wherein the emission layer comprises the organic metal compound.

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