Organometallic compound, organic light-emitting device including same, and electronic device including organic light-emitting device

Abstract

Disclosed are an organometallic compound, an organic light-emitting device including the same, and an electronic device including the organic light-emitting device. The organometallic compound is represented by Formula 1, wherein M1 is a transition metal; ln1 is a ligand represented by formula 1A; ln2 is a ligand represented by formula 1B; n1 is 1 or 2; and n2 is 1, 2, or 3 wherein ring CY3 to ring CY6 are each independently a C5-C30 carbocyclic group or a C1-C30 heterocyclic group; ring CY7 is as defined herein; y1 is O, S, or Se; x11 is C (R11) or N, X12 is C (R12) or N, X13 is C (R13) or N, and X14 is C (R14) or N; x21 is C (R21) or N, X22 is C (R22) or N, X23 is C (R23) or N, and X24 is C (R24) or N; x81 is C (R81) or N, X82 is C (R82) or N, X83 is C (R83) or N, and X84 is C (R84) or N; and the remaining groups and variables are as defined herein. Formula 1M1 (Ln1) n1 (Ln2) n2 # imgabs0 #

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefits of Korean Patent Application No. 10-2023-0175438 filed in the Korean Intellectual Property Office on December 6, 2023, and all rights arising therefrom, the entire contents of which are incorporated herein by reference. Technical Field

[0003] The present subject matter relates to an organometallic compound, an organic light-emitting device including the same, and an electronic device including the organic light-emitting device. Background Art

[0004] Organic light emitting devices (OLEDs) are self-emitting devices having improved characteristics in terms of viewing angle, response time, brightness, driving voltage, and response speed. In addition, OLEDs can produce full-color images.

[0005] For example, an organic light-emitting device includes an anode, a cathode, and an organic layer disposed between the anode and the cathode and including an emission layer. A hole transport region may be disposed between the anode and the emission layer, and an electron transport region may be disposed between the emission layer and the cathode. Holes provided from the anode may move toward the emission layer through the hole transport region, and electrons provided from the cathode may move toward the emission layer through the electron transport region. Holes and electrons may recombine in the emission layer to generate excitons. Excitons may transition from an excited state to a ground state, thereby generating light. Summary of the invention

[0006] Provided are an organic metal compound, an organic light-emitting device including the same, and an electronic device including the organic light-emitting device.

[0007] Additional aspects will be set forth in part in the detailed description which follows and, in part, will be apparent from the detailed description, or may be learned by practice of the exemplary embodiments presented herein.

[0008] According to one aspect, an organometallic compound represented by Formula 1 is provided:

[0009] Formula 1

[0010] M 1 (Ln 1 ) n1 (Ln 2 ) n2

[0011] Among them, in formula 1,

[0012] M 1 For transition metals,

[0013] Ln 1is a ligand represented by Formula 1A,

[0014] Ln 2 is a ligand represented by Formula 1B,

[0015] n1 is 1 or 2, and

[0016] n2 is 1, 2, or 3,

[0017] Formula 1A

[0018]

[0019] Formula 1B

[0020]

[0021] Wherein, in Formula 1A and 1B,

[0022] Cyclo 3 To Ring CY 6 Each independently is C 5 -C 30 Carbocyclic group or C 1 -C 30 Heterocyclic groups,

[0023] Cyclo 7 is (i) a 6-membered carbocyclic group, (ii) a 6-membered heterocyclic group, (iii) a 6-membered carbocyclic group fused to a 6-membered carbocyclic group or a 6-membered heterocyclic group, or (iv) a 6-membered heterocyclic group fused to a 6-membered carbocyclic group or a 6-membered heterocyclic group,

[0024] X 11 C(R 11 ) or N, X 12 C(R 12 ) or N, X 13 C(R 13 ) or N, and X 14 C(R 14 ) or N,

[0025] X 21 C(R 21 ) or N, X 22 C(R 22 ) or N, X 23 C(R 23 ) or N, and X 24 C(R 24 ) or N,

[0026] X 81 C(R 81 ) or N, X 82 C(R 82 ) or N, X83 C(R 83 ) or N, and X 84 C(R 84 ) or N,

[0027] Y 1 is O, S, or Se,

[0028] R 11 -R 14 , R 21 -R 24 , R 30 , R 40 , R 50 , R 60 , R 70 , and R 81 -R 84 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 1 -C 60 Alkylthio, substituted or unsubstituted C 1 -C 60 Alkylthio, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 7 -C 60 Arylalkyl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 Alkyl heteroaryl, substituted or unsubstituted C 2 -C 60 Heteroarylalkyl, substituted or unsubstituted C 1 -C 60 Heteroaryloxy, substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9 ), or -P(=O)(Q 8 )(Q 9 ),

[0029] Multiple R 30 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic groups,

[0030] Multiple R 40 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic groups,

[0031] Multiple R 50 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic groups,

[0032] Multiple R 60 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic groups,

[0033] Multiple R 70 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic groups,

[0034] R 11 -R 14 , R 21 -R 24 , R 30 , R 40 , R 50 , and R 60 Two or more adjacent groups of 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic groups,

[0035] b30, b40, b50, b60, and b70 are each independently 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10,

[0036] * and *' respectively represent 1 The binding site

[0037] Substituted C 5 -C 30 Carbocyclic groups, substituted C 1 -C 30 Heterocyclic groups, substituted C 1 -C 60 Alkyl, substituted C 2 -C 60 Alkenyl, substituted C 2 -C 60 Alkynyl, substituted C 1 -C 60 Alkoxy, substituted C 1 -C 60 Alkylthio, substituted C 3 -C 10 Cycloalkyl, substituted C 1 -C 10 Heterocycloalkyl, substituted C 3 -C 10 Cycloalkenyl, substituted C 1 -C10 Heterocycloalkenyl, substituted C 6 -C 60 Aryl, substituted C 7 -C 60 Alkyl aryl, substituted C 7 -C 60 Arylalkyl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 Heteroaryl, substituted C 2 -C 60 Alkyl heteroaryl, substituted C 2 -C 60 Heteroarylalkyl, substituted C 1 -C 60 Heteroaryloxy, substituted C 1 -C 60 Substituents of the heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group are:

[0038] Deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, or C 1 -C 60 Alkylthio,

[0039] Each of the following C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, or C 1 -C 60Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, 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 )、-Ge(Q 11 )(Q 12 )(Q 13 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、-P(=O)(Q 18 )(Q 19 ), or a combination thereof,

[0040] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group,

[0041] Each of the following C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic condensed polycyclic group, or monovalent non-aromatic condensed heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 1 -C 60 Alkylthio, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 7 -C 60 Arylalkyl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 2 -C 60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, 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 )、-Ge(Q 21 )(Q 22 )(Q 23 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 )、-P(Q 28 )(Q 29 )、-P(=O)(Q 28 )(Q 29 ), or a combination thereof, or

[0042] -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q32 )(Q 33 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 ), or -P(=O)(Q 38 )(Q 39 ),and

[0043] Q 1 -Q 9 , Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 1 -C 60 Alkylthio, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 7 -C 60 Arylalkyl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60Heteroaryl, substituted or unsubstituted C 2 -C 60 Alkyl heteroaryl, substituted or unsubstituted C 2 -C 60 Heteroarylalkyl, substituted or unsubstituted C 1 -C 60 Heteroaryloxy, substituted or unsubstituted C 1 -C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0044] According to another aspect, an organic light emitting device includes a first electrode, a second electrode, and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer includes an emission layer, and wherein the organic layer includes at least one of the organic metal compounds represented by Formula 1.

[0045] At least one of the organometallic compounds represented by Formula 1 may be included in the emission layer of the organic layer, and the at least one of the organometallic compounds represented by Formula 1 included in the emission layer may serve as a dopant.

[0046] According to another aspect, an electronic device includes the organic light emitting device. BRIEF DESCRIPTION OF THE DRAWINGS

[0047] From the combination Figure 1 The above and other aspects, features, and advantages of some exemplary embodiments will become more apparent upon consideration of the following detailed description, Figure 1 is a schematic cross-sectional view of an organic light-emitting device according to one or more embodiments. DETAILED DESCRIPTION

[0048] Exemplary embodiments will now be described in further detail, examples of which are illustrated in the accompanying drawings, wherein the same reference numerals refer to the same elements throughout. In this regard, the exemplary embodiments may have different forms and should not be construed as being limited to the detailed description set forth herein. Therefore, exemplary embodiments are only described in further detail below with reference to the accompanying drawings to illustrate some aspects and features. As used herein, the term "and / or" includes any and all combinations of one or more of the related enumerated items. Statements such as "at least one (kind)" when before or after a list of elements modify the entire list of elements and do not modify the individual elements of the list.

[0049] The terms used herein are only used for the purpose of describing one or more exemplary embodiments and are not intended to be restrictive. As used herein, the singular forms "a (kind) (indefinite article) (a, an)" and "said (the)" are also intended to include plural forms, unless the context clearly indicates otherwise. The term "or" means "and / or". It will be further understood that the term "comprising" or "including" when used in this specification indicates that there are stated features, regions, wholes, steps, operations, elements, and / or components, but does not exclude the presence or addition of one or more other features, regions, wholes, steps, operations, elements, components, and / or their collections.

[0050] It will be understood that although the terms first, second, third, etc. can be used to describe various elements, components, regions, layers and / or parts in this article, these elements, components, regions, layers and / or parts should not be limited by these terms. These terms are only used to distinguish an element, component, region, layer or part from other elements, components, regions, layers or parts. Therefore, without departing from the teaching of the present embodiment, the first element, component, region, layer or part discussed below can be referred to as the second element, component, region, layer or part.

[0051] Exemplary embodiments are described herein with reference to cross-sectional views as schematic diagrams of idealized embodiments. Thus, deviations from the shapes of the figures as a result of, for example, manufacturing techniques and / or tolerances are to be expected. Therefore, the embodiments described herein should not be construed as being limited to the specific shapes of the regions as illustrated herein, but rather include deviations in shape caused by, for example, manufacturing. For example, a region illustrated or described as flat may typically have rough and / or nonlinear features. Moreover, the illustrated sharp corners may be rounded. Therefore, the regions shown in the figures are schematic in nature and their shapes are not intended to illustrate the precise shapes of the regions and are not intended to limit the scope of the claims.

[0052] It will be understood that when an element is referred to as being “on” another element, it can be in direct contact with the other element or intervening elements may exist therebetween. In contrast, when an element is referred to as being “directly on” another element, there are no intervening elements.

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

[0054] As used herein, "about" or "approximately" includes the stated value and means within an acceptable range of deviation for the particular value as determined by one of ordinary skill in the art taking into account the measurement in question and the errors associated with the measurement of the particular quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations, or within ±10% or 5% relative to the stated value.

[0055] As used herein, an “energy level” (e.g., a highest occupied molecular orbital (HOMO) energy level or a triplet state (T 1 ) energy level) is expressed as an absolute value from the vacuum energy level. In addition, when the energy level is referred to as "deep", "high" or "large", the energy level has a large absolute value based on the vacuum energy level of "0 electron volt (eV)", and when the energy level is referred to as "shallow", "low" or "small", the energy level has a small absolute value based on the vacuum energy level of "0 eV".

[0056] One aspect provides an organometallic compound represented by Formula 1:

[0057] Formula 1

[0058] M 1 (Ln 1 ) n1 (Ln 2 ) n2

[0059] Among them, in formula 1, M 1 For transition metals.

[0060] In one or more embodiments, M 1 It may be a first row transition metal of the periodic table, a second row transition metal of the periodic table, or a third row transition metal of the periodic table.

[0061] In one or more embodiments, M 1 It may be iridium (Ir), platinum (Pt), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), thulium (Tm), or rhodium (Rh).

[0062] In one or more embodiments, M 1 It may be iridium (Ir), platinum (Pt), osmium (Os), or rhodium (Rh).

[0063] In one or more embodiments, M 1 It may be iridium (Ir).

[0064] In Formula 1, n1 is 1 or 2, and n2 is 1, 2, or 3.

[0065] In one or more embodiments, the sum of n1 and n2 may be 2 or 3.

[0066] In one or more embodiments, M 1 It may be iridium (Ir), and the sum of n1 and n2 may be 3.

[0067] In one or more embodiments, M 1 It may be platinum (Pt), and the sum of n1 and n2 may be 2.

[0068] In one or more embodiments, M 1 It may be iridium (Ir), n1 may be 2, and n2 may be 1.

[0069] In formula 1, Ln 1 is a ligand represented by Formula 1A:

[0070] Formula 1A

[0071]

[0072] Wherein, in Formula 1A, X 11 C(R 11 ) or N, X 12 C(R 12 ) or N, X 13 C(R 13 ) or N, and X 14 C(R 14 ) or N.

[0073] In Formula 1A, X 21 C(R 21 ) or N, X 22 C(R 22 ) or N, X 23 C(R 23 ) or N, and X 24 C(R 24 ) or N.

[0074] In one or more embodiments, Ln 1 It can be represented by one of Formulas 1A-1 to 1A-28:

[0075]

[0076]

[0077] Wherein, in Formulas 1A-1 to 1A-28,

[0078] R 11 -R 14 and R 21 -R 24Each as described herein, and * and *' each represent the same 1 binding site.

[0079] In formula 1, Ln 2 is a ligand represented by Formula 1B:

[0080]

[0081] In Formula 1B, ring CY 3 To Ring CY 6 Each independently is C 5 -C 30 Carbocyclic group or C 1 -C 30 Heterocyclic group.

[0082] In one or more embodiments, CY 3 To Ring CY 6 may each independently be i) a first ring, ii) a second ring, iii) a fused ring group in which two or more first rings are fused to each other, iv) a fused ring group in which two or more second rings are fused to each other, or v) a fused ring group in which at least one first ring is fused to at least one second ring,

[0083] The first ring may be a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a thiorrole group, an indene group, a benzofuran group, a benzothiophene group, an indole group, a benzothiorrole group, an oxazole group, an isoxazole group, an oxadiazole group, an isoxadiazole group, an oxatriazole group, an isoxatriazole group, a thiazole group, an isothiazole group, a thiadiazole group, an isothiadiazole group, a thiatriazole group, an isothitriazole group, a pyrazole group, an imidazole group, a triazole group, a tetrazole group, an azathiorrole group, a diazathiorrole group, or a triazathiorrole group, and

[0084] The second ring may be an adamantane group, a norbornane group, a norbornene group, a cyclohexane group, a cyclohexene group, a phenyl group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, or a triazine group.

[0085] In one or more embodiments, CY 3 To Ring CY 6 may be each independently a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclopentene group, a cyclohexene group, a cycloheptene group, a phenyl group, a naphthalene group, an anthracene group, a phenanthrene group, a benzo[9,10]phenanthrene group, a pyrene group, group, cyclopentadiene group, 1,2,3,4-tetrahydronaphthalene group, thiophene group, furan group, indole group, benzoborole group, benzophosphole group, indene group, benzosilole group, benzogermanol group, benzothiophene group, benzoselenophene group, benzofuran group, carbazole group, dibenzoborole group, dibenzophosphole group, fluorene group, dibenzosilole group, dibenzogermanol group, di benzothiophene group, dibenzoselenophene group, dibenzofuran group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, dibenzothiophene 5,5-dioxide group, azaindole group, azabenzoborole group, azabenzophosphole group, azaindene group, azabenzosilole group, azabenzogermanol group, azabenzothiophene group, azabenzoselenophene group, azabenzofuran group, azacarbazole ... heterodibenzoborole group, azadibenzophosphole group, azafluorene group, azadibenzosilole group, azadibenzogermanol group, azadibenzothiophene group, azadibenzoselenophene group, azadibenzofuran group, azadibenzothiophene 5-oxide group, aza-9H-fluorene-9-one group, azadibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a 5,6,7,8-tetrahydroisoquinoline group, or a 5,6,7,8-tetrahydroquinoline group.

[0086] In one or more embodiments, CY 3 To Ring CY 6 Each of the above groups may independently be a benzene group, a naphthyl group, a 1,2,3,4-tetrahydronaphthalene group, a phenanthrene group, a pyridine group, a pyrimidine group, a pyrazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a benzofuran group, a benzothiophene group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzosilole group, an azafluorene group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group, or an azadibenzosilole group.

[0087] In one or more embodiments, CY 3 To Ring CY 6Each may independently be a benzene group, a naphthyl group, a pyridine group, a pyrimidine group, a pyrazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, or a dibenzosilole group.

[0088] In Formula 1B, ring CY 7 (i) a 6-membered carbocyclic group; (ii) a 6-membered heterocyclic group; (iii) a 6-membered carbocyclic group fused to a 6-membered carbocyclic group or a 6-membered heterocyclic group; or (iv) a 6-membered heterocyclic group fused to a 6-membered carbocyclic group or a 6-membered heterocyclic group.

[0089] In one or more embodiments, CY 7 It may be a group represented by one of Formulae 7-1 to 7-4, wherein Formulae 7-1 to 7-4 are each 81 -X 84 and Y 1 The fused rings together form an aromatic or heteroaromatic fused ring system:

[0090]

[0091] Among them, in formulas 7-1 to 7-4,

[0092] X 71 Can be C(R 71 ) or N, X 72 Can be C(R 72 ) or N, X 73 Can be C(R 73 ) or N, X 74 Can be C(R 74 ) or N, X 75 Can be C(R 75 ) or N, and X 76 Can be C(R 76 ) or N,

[0093] R 71 -R 76 Each independently as about R 70 As described,

[0094] Represents ring CY 7 Through its and containing X 83 and X 84 The ring-fused bonds of

[0095] * 1 Indicates that X in Formula 1B 83 The binding site, and

[0096] * 2 Indicates that X in Formula 1B84 binding site.

[0097] In Formula 1B, Y 1 It is O, S, or Se.

[0098] In one or more embodiments, Y 1 Can be O or S.

[0099] In one or more embodiments, Ln 2 It can be represented by one of formulas 1B-1 to 1B-4:

[0100] Formula 1B-1

[0101]

[0102] Formula 1B-2

[0103]

[0104] Formula 1B-3

[0105]

[0106] Formula 1B-4

[0107]

[0108] Wherein, in Formulas 1B-1 to 1B-4,

[0109] Y 1 and X 81 -X 84 Each as described herein,

[0110] X 31 Can be C(R 31 ) or N, X 32 Can be C(R 32 ) or N, and X 33 Can be C(R 33 ) or N,

[0111] X 41 Can be C(R 41 ) or N, X 42 Can be C(R 42 ) or N, X 43 Can be C(R 43 ) or N, and X 44 Can be C(R 44 ) or N,

[0112] X 51 Can be C(R 51 ) or N, X 52 Can be C(R 52) or N, X 53 Can be C(R 53 ) or N, and X 54 Can be C(R 54 ) or N,

[0113] X 61 Can be C(R 61 ) or N, X 62 Can be C(R 62 ) or N, X 63 Can be C(R 63 ) or N, and X 64 Can be C(R 64 ) or N,

[0114] X 71 Can be C(R 71 ) or N, X 72 Can be C(R 72 ) or N, X 73 Can be C(R 73 ) or N, X 74 Can be C(R 74 ) or N, X 75 Can be C(R 75 ) or N, and X 76 Can be C(R 76 ) or N,

[0115] R 31 -R 33 Each independently as about R 30 As described,

[0116] R 41 -R 44 Each independently as about R 40 As described,

[0117] R 51 -R 54 Each independently as about R 50 As described,

[0118] R 61 -R 64 Each independently as about R 60 As described,

[0119] R 71 -R 76 Each independently as about R 70 described, and

[0120] * and *' respectively represent 1 binding site.

[0121] In Formulas 1A and 1B, R11 -R 14 , R 21 -R 24 , R 30 , R 40 , R 50 , R 60 , R 70 , and R 81 -R 84 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 1 -C 60 Alkylthio, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 7 -C 60 Arylalkyl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 Alkyl heteroaryl, substituted or unsubstituted C 2 -C 60 Heteroarylalkyl, substituted or unsubstituted C 1 -C 60 Heteroaryloxy, substituted or unsubstituted C 1 -C60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9 ), or -P(=O)(Q 8 )(Q 9 ).

[0122] In one or more embodiments, R 11 -R 14 , R 21 -R 24 , R 30 , R 40 , R 50 , R 60 , R 70 , and R 81 -R 84 Can be independently:

[0123] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, or C 1 -C 20 Alkylthio;

[0124] Each of the following C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, or C 1 -C 20 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridinyl, pyrimidinyl, or a combination thereof;

[0125] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, or imidazopyrimidinyl;

[0126] cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, or imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, C 1 -C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, or a combination thereof; or

[0127] -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9 ), or -P(=O)(Q 8 )(Q 9 ).

[0128] In one or more embodiments, R 11 -R 14 , R 21 -R 24 , R 30 , R 40 , R 50 , R 60 , R 70 , and R 81 -R 84 Can be independently:

[0129] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, or C 1 -C 20 alkylthio; or

[0130] A group represented by one of the formulae 9-1 to 9-67, 9-201 to 9-244, 10-1 to 10-154, or 10-201 to 10-350:

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141] Wherein, in Formulae 9-1 to 9-67, 9-201 to 9-244, 10-1 to 10-154, and 10-201 to 10-350, * represents a bonding site with an adjacent atom, "Ph" represents a phenyl group, "TMS" represents a trimethylsilyl group, and "TMG" represents a trimethylgermyl group.

[0142] In one or more embodiments, R 11 -R 14 , R21 -R 24 , R 30 , R 40 , R 50 , R 60 , R 70 , and R 81 -R 84 At least one of may be deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , C 1 -C 60 Alkyl (e.g., C 1 -C 20 or C 1 -C 10 Alkyl), C substituted by deuterium 1 -C 60 Alkyl (e.g., C 1 -C 20 or C 1 -C 10 Alkyl), -Si(Q 1 )(Q 2 )(Q 3 ), or -Ge(Q 1 )(Q 2 )(Q 3 ). For example, R 12 and R 13 At least one of the C 1 -C 60 Alkyl (e.g., C 1 -C 20 or C 1 -C 10 alkyl).

[0143] In Formulas 1A and 1B, multiple R 30 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic groups;

[0144] Multiple R 40 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C30 Heterocyclic groups,

[0145] Multiple R 50 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic groups,

[0146] Multiple R 60 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic groups,

[0147] Multiple R 70 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic groups, and

[0148] R 11 -R 14 , R 21 -R 24 , R 30 , R 40 , R 50 , and R 60 Two or more adjacent groups of 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic group.

[0149] In one or more embodiments, multiple R 30 Two or more of; multiple R 40 Two or more of; multiple R 50 Two or more of; multiple R 60 Two or more of; multiple R 70 Two or more of are optionally bonded to each other via a single bond, a double bond, or a first linking group to form a group that is unsubstituted or substituted with at least one R 10a Substituted C 5 -C 30 A carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 30Heterocyclic groups (eg, each unsubstituted or substituted with at least one R 10a substituted fluorene group, xanthene group, or acridine group), and R 11 -R 14 , R 21 -R 24 , R 30 , R 40 , R 50 , and R 60 Two or more adjacent groups of may be optionally bonded to each other via a single bond, a double bond, or a first linking group to form a group that is unsubstituted or substituted with at least one R 10a Substituted C 5 -C 30 A carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 30 Heterocyclic groups (eg, each unsubstituted or substituted with at least one R 10a substituted fluorene group, xanthene group, or acridine group). 10a As mentioned in this article about R 11 as described.

[0150] In one or more embodiments, "unsubstituted or replaced by at least one R 10a Substituted C 5 -C 30 A carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 30 Examples of "heterocyclic group" include each of which is unsubstituted or substituted with at least one R 10a A substituted phenyl group, a naphthalene group, a cyclopentane group, a cyclopentadiene group, a cyclohexane group, a cycloheptane group, a bicyclo[2.2.1]heptane group, a furan group, a thiophene group, a pyrrole group, a silole group, an indene group, a benzofuran group, a benzothiophene group, an indole group, or a benzosilole group. 10a As mentioned in this article about R 11 Described. 5 -C 30 The carbocyclic group and the C 1 -C 30 The heterocyclic groups are each as described herein.

[0151] The first linking group may be *-N(R 8 )-*'、*-B(R 8 )-*'、*-P(R 8 )-*'、*-C(R 8 )(R 9 )-*'、*-Si(R 8)(R 9 )-*'、*-Ge(R 8 )(R 9 )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O) 2 -*'、*-C(R 8 )=*'、*=C(R 8 )-*'、*-C(R 8 )=C(R 9 )-*', *-C(=S)-*', or *-C≡C-*', wherein R 8 and R 9 As described in this article about R 11 As described, * and *' each represent a binding site with an adjacent atom.

[0152] Q 1 -Q 9 , Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 1 -C 60 Alkylthio, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C7 -C 60 Arylalkyl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 Alkyl heteroaryl, substituted or unsubstituted C 2 -C 60 Heteroarylalkyl, substituted or unsubstituted C 1 -C 60 Heteroaryloxy, substituted or unsubstituted C 1 -C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0153] In one or more embodiments, Q 1 -Q 9 , Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 Can be independently:

[0154] Deuterium, -CH 3 、-CD 3 、-CD 2 H.-CDH 2 、-CH 2 CH 3 、-CH 2 CD 3 、-CH 2 CD 2 H, -CH 2 CDH 2 、-CHDCH 3 、-CHDCD 2 H, -CHDCDH 2 、-CHDCD 3 、-CD 2 CD 3 、-CD 2 CD 2 H, or -CD 2 CDH 2 ;

[0155] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or

[0156] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with at least one of: deuterium, C 1 -C 10 Alkyl, phenyl, or a combination thereof.

[0157] In one or more embodiments, the organometallic compound represented by Formula 1 may be a compound represented by one of Formulas 11 to 14:

[0158] Formula 11

[0159]

[0160] Formula 12

[0161]

[0162] Formula 13

[0163]

[0164] Formula 14

[0165]

[0166] Wherein, in Formulas 11 to 14,

[0167] M 1 、n1、n2、Y 1 , X 11 -X 14 , X 21 -X 24 , and X 81 -X 84 Each as described herein, X 31 Can be C(R 31 ) or N, X 32 Can be C(R 32 ) or N, and X 33 Can be C(R 33 ) or N,

[0168] X 41 Can be C(R 41 ) or N, X 42 Can be C(R 42 ) or N, X 43 Can be C(R 43 ) or N, and X 44 Can be C(R 44 ) or N,

[0169] X 51 Can be C(R 51 ) or N, X 52 Can be C(R 52 ) or N, X 53 Can be C(R 53 ) or N, and X 54 Can be C(R 54 ) or N,

[0170] X 61 Can be C(R 61 ) or N, X 62 Can be C(R 62 ) or N, X 63 Can be C(R 63 ) or N, and X 64 Can be C(R 64 ) or N,

[0171] X 71 Can be C(R 71 ) or N, X 72 Can be C(R 72 ) or N, X 73 Can be C(R 73 ) or N, X 74 Can be C(R 74 ) or N, X 75 Can be C(R 75 ) or N, and X 76 Can be C(R 76 ) or N,

[0172] R 31 -R 33 Each independently as about R 30 As described,

[0173] R 41 -R 44 Each independently as about R 40 As described,

[0174] R 51 -R 54 Each independently as about R 50 As described,

[0175] R 61 -R 64 Each independently as about R 60 described, and

[0176] R 71 -R 76 Each independently as about R 70 as described.

[0177] In one or more embodiments, the organometallic compound represented by Formula 1 may be a compound represented by one of Formulae 21 to 24:

[0178] Formula 21

[0179]

[0180] Formula 22

[0181]

[0182] Formula 23

[0183]

[0184] Formula 24

[0185]

[0186] Wherein, in Formulas 21 to 24,

[0187] M 1 、n1、n2、Y 1 , R 11 -R 14 , R 21 -R 24 , and R 81 -R 84 Each as described herein,

[0188] R 31 -R 33 Each independently as about R 30 As described,

[0189] R 41 -R 44 Each independently as about R 40 As described,

[0190] R 51 -R 54 Each independently as about R 50 As described,

[0191] R 61 -R 64 Each independently as about R 60 described, and

[0192] R 71 -R 76 Each independently as about R 70 as described.

[0193] In one or more embodiments, the organometallic compound represented by Formula 1 may be electrically neutral.

[0194] In one or more embodiments, the organometallic compound represented by Formula 1 may be at least one of Compounds 1 to 96:

[0195]

[0196]

[0197]

[0198]

[0199]

[0200]

[0201]

[0202] The organometallic compound represented by Formula 1 satisfies the structure of Formula 1 described above. For example, the ligand represented by Formula 1B may include a ligand capable of increasing the lowest unoccupied molecular orbital (LUMO) ring (eg, 3 The sterically hindered 9-membered ring of the imidazole ring (fused) may have the following structure: a ring CY which includes one or two 6-membered rings 7 with the highest occupied molecular orbital (HOMO) ring (e.g., containing X 81 -X 84 and Y 1 The fused ring is fused.

[0203] Due to this structure, the organic metal compound represented by Formula 1 can have improved structural stability and thus have excellent life characteristics. In addition, the formation of exciplexes can be prevented, and therefore, the organic metal compound represented by Formula 1 can have characteristics suitable for use as a light-emitting material with high color purity by controlling the emission wavelength range.

[0204] In addition, the organic metal compound represented by Formula 1 may have excellent electrical mobility, and thus, an electronic device such as an organic light-emitting device including at least one of the organic metal compounds represented by Formula 1 may have low driving voltage, high efficiency, long life, and / or reduced roll-off phenomenon.

[0205] In addition, the organometallic compound represented by Formula 1 may have improved photochemical stability, and thus, an electronic device such as an organic light-emitting device including at least one of the organometallic compounds represented by Formula 1 may have excellent luminous efficiency, lifetime, and / or color purity.

[0206] In one or more embodiments, the emission spectrum of the organometallic compound represented by Formula 1 or the emission peak of the electroluminescence (EL) spectrum may have a half width (FWHM) of about 70 nanometers (nm) or less. For example, the emission spectrum of the organometallic compound represented by Formula 1 or the emission peak of the EL spectrum may have a FWHM of about 30 nm to about 65 nm, about 40 nm to about 63 nm, or about 45 nm to about 62 nm.

[0207] In one or more embodiments, the maximum emission wavelength (peak emission wavelength or emission peak wavelength, λ) of the emission spectrum or the emission peak of the EL spectrum of the organometallic compound represented by Formula 1 is 最大 ) may be from about 490 nm to about 580 nm.

[0208] The synthesis method of the organometallic compound represented by Formula 1 may be recognized by one of ordinary skill in the art by referring to the synthesis examples described below.

[0209] The organometallic compound represented by Formula 1 can be suitable for use in an organic layer of an organic light-emitting device, for example, suitable for use as a dopant in an emission layer of the organic layer. Therefore, another aspect provides an organic light-emitting device comprising: a first electrode; a second electrode; and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer comprises an emission layer, and wherein the organic layer comprises at least one of the organometallic compounds represented by Formula 1.

[0210] As described above, the organic light-emitting device may have excellent characteristics in terms of driving voltage, current efficiency, power efficiency, external quantum efficiency, lifespan, and / or color purity due to the organic layer including the at least one organic metal compound represented by Formula 1. In addition, the organic light-emitting device may have a reduced roll-off phenomenon and a relatively narrow FWHM of an emission peak in an EL spectrum.

[0211] The organic metal compound represented by Formula 1 may be used between the electrode pairs of the organic light-emitting device. For example, at least one of the organic metal compounds represented by Formula 1 may be included in the emission layer. In this regard, the organic metal compound represented by Formula 1 may act as a dopant, and the emission layer may further include a host (i.e., the amount of the organic metal compound represented by Formula 1 in the emission layer may be less than the amount of the host in the emission layer based on weight).

[0212] In one or more embodiments, the emission layer may emit green light. For example, the emission layer may emit green light having a maximum emission wavelength of about 490 nm to about 580 nm.

[0213] The expressions “(the organic layer) includes at least one of the organometallic compounds represented by Formula 1” and “(the organic layer) includes at least one organometallic compound represented by Formula 1” may be used interchangeably herein and may include the case where “(the organic layer) includes the same organometallic compound represented by Formula 1” and the case where “(the organic layer) includes two or more different organometallic compounds represented by Formula 1”.

[0214] In one or more embodiments, the organic layer may include only Compound 1 as the at least one organic metal compound represented by Formula 1. In this regard, Compound 1 may be included in the emission layer of the organic light-emitting device. In one or more embodiments, the organic layer may include Compound 1 and Compound 2 as the at least one organic metal compound represented by Formula 1. 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).

[0215] The first electrode may be an anode as a hole injection electrode, and the second electrode may be a cathode as an electron injection electrode. In one or more embodiments, the first electrode may be a cathode as an electron injection electrode, and the second electrode may be an anode as a hole injection electrode.

[0216] In one or more embodiments, in the organic light-emitting device, the first electrode may be an anode, the second electrode may be a cathode, and the organic layer may further include a hole transport region arranged between the first electrode and the emission layer, and an electron transport region arranged between the emission layer and the second electrode, wherein the hole transport region may include a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer, or a combination thereof, and the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0217] The term "organic layer" as used herein refers to a single layer or a plurality of layers disposed between the first electrode and the second electrode of the organic light emitting device. In addition to organic compounds, the "organic layer" may also include an organic metal complex including a metal.

[0218] Figure 1 FIG. 1 is a schematic cross-sectional view of an organic light-emitting device 10 according to one or more embodiments. Figure 1 The structure and manufacturing method of the organic light emitting device 10 according to one or more embodiments are described in further detail.The organic light emitting device 10 includes a first electrode 11, an organic layer 15, and a second electrode 19, which are sequentially stacked in the stated order.

[0219] A substrate (not shown) may be further disposed under the first electrode 11 or on the second electrode 19. The substrate may be any suitable substrate used in an organic light-emitting device in the related art, such as a glass substrate or a transparent plastic substrate each having excellent mechanical strength, thermal stability, transparency, surface smoothness, easy handling (processing), and / or waterproofness.

[0220] The first electrode 11 can be formed by, for example, depositing or sputtering a material for forming the first electrode 11 onto the substrate. The first electrode 11 can be an anode. The material for forming the first electrode 11 can be selected from materials having a high work function to facilitate hole injection. The first electrode 11 can be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. The material for forming the first electrode 11 can be indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), or zinc oxide (ZnO). In one or more embodiments, the material used to form the first electrode 11 may be a metal such as magnesium (Mg), aluminum (Al), silver (Ag), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), or magnesium-silver (Mg-Ag).

[0221] The first electrode 11 may have a single-layer structure or a multi-layer structure including two or more layers. For example, the first electrode 11 may have a three-layer structure of ITO / Ag / ITO, but the embodiment is not limited thereto.

[0222] The organic layer 15 is disposed on the first electrode 11 .

[0223] The organic layer 15 may include an emission layer and may further include a hole transport region and an electron transport region.

[0224] The hole transport region may be disposed between the first electrode 11 and the emission layer.

[0225] The hole transport region may include a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer, or a combination thereof.

[0226] The hole transport region may include only a hole injection layer or a hole transport layer. In one or more embodiments, the hole transport region may have a hole injection layer / hole transport layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure, wherein the constituent layers of each structure are sequentially stacked in the stated order starting from the first electrode 11.

[0227] When the hole transport region includes a hole injection layer, the hole injection layer may be formed on the first electrode 11 by using one or more suitable methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, etc., but the embodiment is not limited thereto.

[0228] When the hole injection layer is formed by vacuum deposition, the deposition conditions may vary depending on the material used to form the hole injection layer, and the structure and thermal characteristics of the hole injection layer. For example, the deposition conditions may include a deposition temperature of about 100° C. to about 500° C., a ... -8 To about 10 -3 Torr vacuum pressure, and at about 0.01 angstroms / second to about The deposition rate may be in the range of 10 to 20 ms, but the embodiment is not limited thereto.

[0229] When the hole injection layer is formed by spin coating, the coating conditions may vary according to the material used to form the hole injection layer, and the structure and thermal characteristics of the hole injection layer. For example, the coating conditions may include a coating speed of about 2,000 revolutions per minute (rpm) to about 5,000 rpm, and a heat treatment temperature of about 80° C. to about 200° C. for removing the solvent after coating, but the embodiment is not limited thereto.

[0230] Conditions for forming the hole transport layer and the electron blocking layer may be the same as or similar to conditions for forming the hole injection layer.

[0231] The hole transport region may include, for example, at least one of 4,4′,4″-tris(3-methylphenylamino)triphenylamine (m-MTDATA), 4,4′,4″-tris(N,N-diphenylamino)triphenylamine (TDATA), 4,4′,4″-tris{N-(2-naphthyl)-N-phenylamino}-triphenylamine (2-TNATA), N,N′-di(1-naphthyl)-N,N′-diphenylbenzidine (NPB), β-NPB, N,N′-bis(3-methylphenyl)-N,N′-diphenyl-[1,1-biphenyl]-4,4′-diamine (TPD), spiro-TPD, spiro-NPB, methylated NPB, 4,4′ -cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline] (TAPC), 4,4′-bis[N,N′-(3-methylphenyl)amino]-3,3′-dimethylbiphenyl (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, a compound represented by Formula 202, or a combination thereof, but the embodiment is not limited thereto:

[0232] Formula 201

[0233]

[0234] Formula 202

[0235]

[0236] Wherein, in formula 201, Ar 101 and Ar 102 Can be independently:

[0237] Phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptalenylene, acenaphthenylene, fluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyren ... phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene phenylene, tetraphenylene, perylene, perylene, or pentphenylene; or

[0238] each substituted with at least one of the following: phenylene, pentalene, indenylene, naphthylene, azulenylene, heptalene, acenaphthene, fluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, acenaphthene, fluor ... phenanthrenylene, phenanthrenylene, phen phenylene, tetraphenylene, perylene, or pentphenylene: deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 1 -C 60 Alkylthio, C 3 -C 10 Cycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 7 -C 60 Arylalkyl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 2 -C 60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, or a combination thereof.

[0239] In Formula 201, xa and xb may each independently be an integer of 0 to 5, or may each independently be 0, 1, or 2. For example, xa may be 1, and xb may be 0, but the embodiment is not limited thereto.

[0240] In equations 201 and 202, R 101 -R 108 , R 111 -R 119 , and R 121 -R 124 Can be independently:

[0241] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 10 Alkyl (e.g., methyl, ethyl, propyl, butyl, pentyl, hexyl, etc.), C 1 -C 10 Alkoxy (e.g., methoxy, ethoxy, propoxy, butoxy, pentyloxy, etc.), or C 1 -C 10 Alkylthio;

[0242] Each of the following C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, or C 1 -C 10 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, or a combination thereof;

[0243] Phenyl, naphthyl, anthracenyl, fluorenyl, or pyrenyl; or

[0244] Phenyl, naphthyl, anthracenyl, fluorenyl, or pyrenyl, each substituted with at least one of: deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, C 1 -C 10 An alkylthio group, or a combination thereof, but the embodiment is not limited thereto.

[0245] In formula 201, R 109 Can be:

[0246] phenyl, naphthyl, anthracenyl, or pyridyl; or

[0247] Phenyl, naphthyl, anthracenyl, or pyridyl, each substituted with at least one of: deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, C 1 -C 20 alkylthio, phenyl, naphthyl, anthracenyl, pyridyl, or a combination thereof.

[0248] In one or more embodiments, the compound represented by Formula 201 may be represented by Formula 201A, but the embodiments are not limited thereto:

[0249] Formula 201A

[0250]

[0251] Wherein, in Formula 201A, R 101 , R 111 , R 112 , and R 109 Each is as described herein.

[0252] In one or more embodiments, the compound represented by Formula 201 and the compound represented by Formula 202 may include one or more of compounds HT1 to HT20, but the embodiment is not limited thereto:

[0253]

[0254]

[0255]

[0256] 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 of a hole injection layer and a hole transport layer, the hole injection layer may have a thickness of about to about For example, about to about 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 the above ranges, satisfactory hole transport characteristics may be obtained without a significant increase in driving voltage.

[0257] In addition to the materials described above, the hole transport region may further include a charge generating material for improving the conductive property. The charge generating material may be uniformly or non-uniformly dispersed in the hole transport region.

[0258] The charge generating material may be, for example, a p-dopant. The p-dopant may be one of a quinone derivative, a metal oxide, or a compound containing a cyano group, but the embodiment is not limited thereto. For example, non-limiting examples of the p-dopant include quinone derivatives such as tetracyanoquinodimethane (TCNQ), 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinodimethane (F4-TCNQ), 1,3,4,5,7,8-hexafluorotetracyanonaphthoquinodimethane (F6-TCNNQ), etc.; metal oxides such as tungsten oxide, molybdenum oxide, etc.; or compounds containing a cyano group such as compound HT-D1, compound F12, etc., but the embodiment is not limited thereto:

[0259]

[0260] The hole transport region may further include a buffer layer.

[0261] The buffer layer may compensate for an optical resonance distance according to a wavelength of light emitted from the emission layer to improve efficiency.

[0262] When the hole transport region includes an electron blocking layer, the material used to form the electron blocking layer may be selected from the materials used in the hole transport region described above and the host material described below, but the embodiment is not limited thereto. For example, when the hole transport region includes an electron blocking layer, the material used to form the electron blocking layer may be mCP described below.

[0263] The emission layer may be formed on the hole transport region by one or more suitable methods such as vacuum deposition, spin coating, casting, or LB deposition, but embodiments are not limited thereto. When the emission layer is formed by vacuum deposition or spin coating, the deposition or coating conditions may be similar to those applied when forming the hole injection layer, although the deposition or coating conditions may vary depending on the material used.

[0264] The emission layer may include a host and a dopant, and the dopant may include at least one of the organic metal compounds represented by Formula 1.

[0265] The host may include at least one of 1,3,5-tri(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi), 3-tert-butyl-9,10-di(naphthalene-2-yl)anthracene (TBADN), 9,10-di(naphthalene-2-yl)anthracene (ADN) (also referred to as "DNA"), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 4,4'-bis(9-carbazolyl)-2,2'-dimethyl-biphenyl (CDBP), 1,3,5-tri(carbazolyl-9-yl)benzene (TCP), 1,3-bis(N-carbazolyl)benzene (mCP), compound GH3, compound H50, compound H51, or a combination thereof, but the embodiment is not limited thereto:

[0266]

[0267] In one or more embodiments, the host may further include a compound represented by Formula 301, but the embodiments are not limited thereto:

[0268] Formula 301

[0269]

[0270] Wherein, in Formula 301, Ar 111 and Ar 112 Can be independently:

[0271] Phenylene, naphthylene, phenanthrenyl, or pyrenylene; or

[0272] Phenylene, naphthylene, phenanthrenylene, or pyrenylene, each substituted with at least one of phenyl, naphthyl, anthracenyl, or a combination thereof.

[0273] In formula 301, Ar 113 -Ar 116 Can be independently:

[0274] C 1 -C 10 alkyl, phenyl, naphthyl, phenanthrenyl, or pyrenyl; or

[0275] Phenyl, naphthyl, phenanthrenyl, or pyrenyl, each substituted with at least one of phenyl, naphthyl, anthracenyl, or a combination thereof.

[0276] In Formula 301, g, h, i, and j may each independently be an integer of 0-4, and for example, g, h, i, and j may each independently be 0, 1, or 2.

[0277] In formula 301, Ar 113 -Ar 116 Can be independently:

[0278] C substituted with at least one of the following 1 -C 10 Alkyl: phenyl, naphthyl, anthracenyl, or a combination thereof;

[0279] Phenyl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, or fluorenyl;

[0280] Phenyl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, or fluorenyl, each substituted with at least one of: deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 1 -C 60 Alkylthio, phenyl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, fluorenyl, or a combination thereof; or

[0281] A group represented by the formula:

[0282]

[0283] In one or more embodiments, the host may include a compound represented by Formula 302:

[0284] Formula 302

[0285]

[0286] Wherein, in formula 302, Ar 122 -Ar 125 Each is as for Ar in Formula 301 113 as described.

[0287] In formula 302, Ar 126and Ar 127 Can be independently C 1 -C 10 Alkyl (eg, methyl, ethyl, propyl, etc.).

[0288] In formula 302, k and l may each independently be an integer of 0 to 4. For example, k and l may each independently be 0, 1, or 2.

[0289] 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, and / or a blue emission layer. In one or more embodiments, due to the stacked structure including the red emission layer, the green emission layer, and / or the blue emission layer, the emission layer may emit white light, and various modifications are possible.

[0290] When the emission layer includes a host and a dopant, an 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 embodiments are not limited thereto.

[0291] The thickness of the emission layer may be about to about For example, about to about When the thickness of the emission layer is within the above range, excellent light emitting characteristics may be obtained without a significant increase in driving voltage.

[0292] Next, the electron transport region is disposed on the emission layer.

[0293] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0294] In one or more embodiments, the electron transport region may have a hole blocking layer / electron transport layer / electron injection layer structure or an electron transport layer / electron injection layer structure, but the embodiment is not limited thereto. The electron transport layer may have a multilayer structure or a single layer structure including two or more different materials.

[0295] The conditions for forming the hole blocking layer, the electron transport layer, and the electron injection layer of the electron transport region may be similar to or the same as the conditions for forming the hole injection layer.

[0296] When the electron transport region includes a hole blocking layer, the hole blocking layer may include, for example, at least one of 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), bis(2-methyl-8-hydroxyquinoline-N1,08)-(1,1′-biphenyl-4-hydroxy)aluminum (BAlq), or a combination thereof, but the embodiment is not limited thereto:

[0297]

[0298] The thickness of the hole blocking layer may be about to about For example, about to about When the thickness of the hole blocking layer is within the above range, excellent hole blocking characteristics may be obtained without a significant increase in driving voltage.

[0299] The electron transport layer may include at least one of the following: 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), tris(8-hydroxy-quinoline)aluminum (Alq 3 ), bis(2-methyl-8-hydroxyquinoline-N1,08)-(1,1′-biphenyl-4-hydroxy)aluminum (BAlq), 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ), 4-(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), or a combination thereof, but the embodiments are not limited thereto:

[0300]

[0301] In one or more embodiments, the electron transport layer may include at least one of compounds ET1 to ET25, but embodiments are not limited thereto:

[0302]

[0303]

[0304] The thickness of the electron transport layer may 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.

[0305] The electron transport layer may further include a material containing a metal in addition to the materials described above.

[0306] The metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (8-hydroxyquinoline lithium, LiQ) or ET-D2:

[0307]

[0308] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 19 .

[0309] The electron injection layer may include LiQ, LiF, NaCl, CsF, Li 2 O, BaO, or a combination thereof.

[0310] The thickness of the electron injection layer may be about to about For example, about to about When the thickness of the electron injection layer is within the above range, satisfactory electron injection characteristics may be obtained without a significant increase in driving voltage.

[0311] The second electrode 19 is arranged on the organic layer 15. The second electrode 19 may be a cathode. The material used to form the second electrode 19 may be a metal, an alloy, a conductive compound, or a combination thereof having a relatively low work function. For example, the material used to form the second electrode 19 may be lithium (Li), magnesium (Mg), aluminum (Al), silver (Ag), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), or magnesium-silver (Mg-Ag). In one or more embodiments, in order to manufacture a top-emitting light-emitting device, a transmissive electrode formed using ITO or IZO may be used as the second electrode 19.

[0312] In the above, reference has been made to Figure 1 The organic light emitting device is described, but embodiments are not limited thereto.

[0313] Another aspect of the present disclosure provides a diagnostic composition comprising at least one of the organometallic compounds represented by Formula 1.

[0314] The organometallic compound represented by Formula 1 may provide high luminescence efficiency, and thus, a diagnostic composition including at least one of the organometallic compounds represented by Formula 1 may have high diagnostic efficiency.

[0315] The diagnostic composition can be used in various applications such as diagnostic kits, diagnostic reagents, biosensors, biomarkers, etc., but the embodiments are not limited thereto.

[0316] As used herein, the term "C 1 -C 60"Alkyl" refers to a linear or branched saturated aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and non-limiting examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, and the like. As used herein, the term "C 1 -C 60 "Alkylene" refers to a group having a C 1 -C 60 Alkyl is a divalent group of the same structure.

[0317] As used herein, the term "C 1 -C 60 "Alkoxy" refers to a 101 (A 101 C 1 -C 60 The term "alkyl" refers to a monovalent group represented by an alkyl group, and non-limiting examples thereof include methoxy, ethoxy, isopropoxy, and the like.

[0318] As used herein, the term "C 1 -C 60 "Alkylthio" refers to -SA 101’ (A 101’ C 1 -C 60 A monovalent group represented by an alkyl group.

[0319] As used herein, the term "C 2 -C 60 "Alkenyl" refers to a group consisting of 2 -C 60 The term "C" as used herein refers to a hydrocarbon group formed by inserting at least one carbon-carbon double bond in the middle or at the terminal of an alkyl group, and non-limiting examples thereof include vinyl, propenyl, butenyl, and the like. 2 -C 60 "Alkenylene" refers to a 2 -C 60 Alkenyl is a divalent group of the same structure.

[0320] As used herein, the term "C 2 -C 60 "Alkynyl" refers to a 2 -C 60 The term "C" as used herein refers to a hydrocarbon group formed by inserting at least one carbon-carbon triple bond in the middle or at the terminal of an alkyl group, and non-limiting examples thereof include ethynyl, propynyl, and the like. 2 -C 60 "Alkyne" refers to a group having a C 2 -C 60 Alkynyl is a divalent group of the same structure.

[0321] As used herein, the term "C 3 -C 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms as ring atoms, and non-limiting examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, etc. As used herein, the term "Cycloalkyl" refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms as ring atoms, and non-limiting examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, etc. 3 -C 10 "Cycloalkylene" refers to a cycloalkylene having a 3 -C 10 Cycloalkyl is a divalent group of the same structure.

[0322] As used herein, the term "C 1 -C 10 "Heterocycloalkyl" refers to a monovalent saturated cyclic group having at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring-forming atom and 1 to 10 carbon atoms as ring-forming atoms, and non-limiting examples thereof include tetrahydrofuranyl, tetrahydrothienyl, and the like. As used herein, the term "C 1 -C 10 "Heterocycloalkylene" refers to a group having a C 1 -C 10 Heterocycloalkyl is a divalent group of the same structure.

[0323] As used herein, the term "C 3 -C 10 The term "cycloalkenyl" as used herein refers to a monovalent cyclic group having 3 to 10 carbon atoms as ring atoms and at least one carbon-carbon double bond in its ring and having no aromaticity, and non-limiting examples thereof include cyclopentenyl, cyclohexenyl, cycloheptenyl, and the like. 3 -C 10 "Cycloalkenylene" refers to a 3 -C 10 Cycloalkenyl is a divalent group of the same structure.

[0324] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent ring group having at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring atom, 1 to 10 carbon atoms as ring atoms, and at least one double bond in its ring and having no aromaticity. 1 -C 10 Non-limiting examples of heterocycloalkenyl include 2,3-dihydrofuranyl, 2,3-dihydrothienyl, and the like. As used herein, the term “C 1 -C 10 "Heterocycloalkenylene" refers to a 1 -C 10 Heterocycloalkenyl is a divalent group of the same structure.

[0325] As used herein, the term "C 6 -C 60 "Aryl" refers to a monovalent group having a carbocyclic aromatic ring system having 6 to 60 carbon atoms as ring atoms, and the term "C 6 -C 60 "Arylene" refers to a divalent group having a carbocyclic aromatic ring system having 6 to 60 carbon atoms as ring atoms. 6 -C 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, Ji et al. 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, the rings may be fused to each other.

[0326] As used herein, the term "C 7 -C 60 "Alkylaryl" refers to a 1 -C 54 Alkyl substituted C 6 -C 59 Aryl. As used herein, the term "C 7 -C 60 "Arylalkyl" refers to a 6 -C 59 Aryl substituted C 1 -C 54 alkyl.

[0327] As used herein, the term "C 1 -C 60 The term "heteroaryl" refers to a monovalent group having a heteroaromatic ring system having at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring atom and 1 to 60 carbon atoms as ring atoms. As used herein, the term "C 1 -C 60 The term "heteroarylene" refers to a divalent group having a heteroaromatic ring system having at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring atom and 1 to 60 carbon atoms as ring atoms. 1 -C 60 Non-limiting examples of heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, and the like. 1 -C 60 Heteroaryl and C 1 -C 60When the heteroarylene groups each include two or more rings, the rings may be fused to each other.

[0328] As used herein, the term "C 2 -C 60 "Alkylheteroaryl" refers to a 1 -C 59 Alkyl substituted C 1 -C 59 As used herein, the term "C 2 -C 60 "Heteroarylalkyl" refers to a 1 -C 59 Heteroaryl-substituted C 1 -C 59 alkyl.

[0329] As used herein, the term "C 6 -C 60 "Aryloxy" refers to -OA 102 (A 102 C 6 -C 60 aryl), and as used herein, the term "C 6 -C 60 "Arylthio" refers to -SA 103 (A 103 C 6 -C 60 aryl).

[0330] As used herein, the term "C 1 -C 60 "Heteroaryloxy" refers to -OA 104 (A 104 C 1 -C 60 Heteroaryl), and as used herein, the term "C 1 -C 60 "Heteroarylthio" refers to -SA 105 (A 105 C 1 -C 60 heteroaryl).

[0331] 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-forming atoms, and not having aromaticity in terms of its entire molecular structure. Non-limiting examples of monovalent non-aromatic fused polycyclic groups include fluorenyl and the like. The term "divalent non-aromatic fused polycyclic group" as used herein refers to a divalent group having the same structure as the monovalent non-aromatic fused polycyclic group.

[0332] 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 a heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring-forming atom in addition to carbon atoms, and having no aromaticity in terms of its entire molecular structure. Non-limiting examples of monovalent non-aromatic fused heteropolycyclic groups include carbazolyl and the like. 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.

[0333] As used herein, the term "C 5 -C 30 The term "carbocyclic group" refers to a saturated or unsaturated cyclic group having only 5 to 30 carbon atoms as ring atoms. 5 -C 30 The carbocyclic group may be a monocyclic group or a polycyclic group.

[0334] As used herein, the term "C 1 -C 30 The term "heterocyclic group" refers to a saturated or unsaturated cyclic group having 1 to 30 carbon atoms and at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as ring atoms. 1 -C 30 The heterocyclic group may be a monocyclic group or a polycyclic group.

[0335] As used herein, the term "TMS" means *-Si(CH 3 ) 3 , and the term "TMG" as used herein means *-Ge(CH 3 ) 3 .

[0336] Substituted C 5 -C 30 Carbocyclic groups, substituted C 1 -C 30 Heterocyclic groups, substituted C 1 -C 60 Alkyl, substituted C 2 -C 60 Alkenyl, substituted C 2 -C 60 Alkynyl, substituted C 1 -C 60 Alkoxy, substituted C 1 -C 60 Alkylthio, substituted C 3 -C 10 Cycloalkyl, substituted C1 -C 10 Heterocycloalkyl, substituted C 3 -C 10 Cycloalkenyl, substituted C 1 -C 10 Heterocycloalkenyl, substituted C 6 -C 60 Aryl, substituted C 7 -C 60 Alkyl aryl, substituted C 7 -C 60 Arylalkyl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 Heteroaryl, substituted C 2 -C 60 Alkyl heteroaryl, substituted C 2 -C 60 Heteroarylalkyl, substituted C 1 -C 60 Heteroaryloxy, substituted C 1 -C 60 At least one substituent of the heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group may be:

[0337] Deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, or C 1 -C 60 Alkylthio;

[0338] Each of the following C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2-C 60 Alkynyl, C 1 -C 60 Alkoxy, or C 1 -C 60 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, 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 )、-Ge(Q 11 )(Q 12 )(Q 13 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、-P(=O)(Q 18 )(Q 19 ), or a combination thereof;

[0339] C 3 -C10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group;

[0340] Each of the following C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic condensed polycyclic group, or monovalent non-aromatic condensed heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 1 -C 60 Alkylthio, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 7 -C 60 Arylalkyl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 2 -C 60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, 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 )、-Ge(Q 21 )(Q 22 )(Q 23 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 )、-P(Q 28 )(Q 29 )、-P(=O)(Q 28 )(Q 29 ), or a combination thereof; or

[0341] -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 ), or -P(=O)(Q 38 )(Q 39 ),and

[0342] Q 1 -Q 9 , Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 1 -C 60 Alkylthio, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 7 -C 60 Arylalkyl, substituted or unsubstituted C 6 -C 60Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 Alkyl heteroaryl, substituted or unsubstituted C 2 -C 60 Heteroarylalkyl, substituted or unsubstituted C 1 -C 60 Heteroaryloxy, substituted or unsubstituted C 1 -C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0343] Hereinafter, the organometallic compound represented by Formula 1 and the organic light-emitting device according to one or more exemplary embodiments will be further described in detail with reference to Synthesis Examples and Examples, but the present disclosure is not limited thereto. The phrase "using 'B' instead of 'A'" used in describing Synthesis Examples means that the amount of 'A' used is the same as the amount of 'B' used in terms of molar equivalent.

[0344] Example

[0345] Synthesis Example 1: Synthesis of Compound 19

[0346]

[0347] Synthesis of compound 19A

[0348] 5-(Methyl-d3)-2-phenylpyridine (3.0 g, 17.42 mmol) and iridium chloride trihydrate (IrCl 3 (H 2 O) n , n=3) (2.93 g, 8.31 mmol) was mixed with 90 milliliters (mL) of 2-ethoxyethanol and 30 mL of deionized (DI) water, and the mixture was stirred under reflux for 24 hours, then the temperature was lowered to room temperature. The resulting solid was isolated by filtration, washed thoroughly with water, methanol and hexane in the order stated, and then dried in a vacuum oven to obtain 3.7 g (78% yield) of Compound 19A.

[0349] Synthesis of compound 19B

[0350] Compound 19A (3.7g, 3.24mmol) and 120mL dichloromethane (DCM) are mixed together, then the independent mixture of silver trifluoromethanesulfonate (AgOTf) (1.75g, 6.81mmol) and 40mL methanol (MeOH) is added thereto to form reaction mixture.Afterwards, reaction mixture is stirred at room temperature for 18 hours while blocking light with aluminum foil, then filtered through diatomite to remove gained solid. Under reduced pressure, solvent is removed from filtrate to obtain solid (compound 19B), which is used in the following reaction without other purification process.

[0351] Synthesis of compound 19

[0352] Compound 19B (3.6 g, 4.81 mmol) and 2-(naphtho[2,3-b]benzofuran-4-yl)-1,2a-diazatribenzo[4,5:6,7:8,9]cyclonona[1,2,3-cd]indene (2.70 g, 4.81 mmol) were mixed with 50 mL of 2-ethoxyethanol and 50 mL of dimethylformamide (DMF), and the mixture was stirred at 120 ° C for 24 hours, and then the temperature was lowered to room temperature. The solvent was removed from the resulting mixture under reduced pressure, and the resulting solid was purified by column chromatography (eluent: hexane and ethyl acetate) to obtain 1.53 g (29% yield) of compound 19. The obtained compound was confirmed by high resolution mass spectrometry (HRMS (MALDI)) using matrix-assisted laser desorption ionization and high performance liquid chromatography (HPLC) analysis.

[0353] HRMS (MALDI): For C 65 H 37 D 6 Ir 4 Calculated for O: m / z 1094.3443; found: 1094.3446.

[0354] Synthesis Example 2: Synthesis of Compound 20

[0355]

[0356] 1.59 g (yield of 29%) of compound 20 was obtained in a similar manner to that used to obtain compound 19 in Synthesis Example 1, except that 2-(phenanthro[3,2-b]benzofuran-11-yl)-1,2a-diazatribenzo[4,5:6,7:8,9]cyclonona[1,2,3-cd]indene was used instead of 2-(naphtho[2,3-b]benzofuran-4-yl)-1,2a-diazatribenzo[4,5:6,7:8,9]cyclonona[1,2,3-cd]indene. The obtained compound was confirmed by HRMS (MALDI) and HPLC analysis.

[0357] HRMS (MALDI): For C 69 H 39 D 6 Ir 4 Calculated for O: m / z 1144.3599; found: 1144.3596.

[0358] Synthesis Example 3: Synthesis of Compound 46

[0359]

[0360] 1.42 g (28% yield) of Compound 46 was obtained in a manner similar to that used to obtain Compound 19 in Synthesis Example 1, except that 2-phenyl-4-(propan-2-yl-2-d)-5-(trimethylsilyl)pyridine was used instead of 5-(methyl-d3)-2-phenylpyridine to finally obtain Compound 46B, Compound 46B was used instead of Compound 19B, and 2-(phenanthro[3,2-b]benzofuran-11-yl)-1,2a-diazatribenzo[4,5:6,7:8,9]cyclonona[1,2,3-cd]indene was used instead of 2-(naphtho[2,3-b]benzofuran-4-yl)-1,2a-diazatribenzo[4,5:6,7:8,9]cyclonona[1,2,3-cd]indene. The obtained compound was confirmed by HRMS (MALDI) and HPLC analysis.

[0361] HRMS (MALDI): For C 79 H 67 D 2 Ir 4 OSi 2 Calculated for: m / z 1340.4765; found: 1340.4767.

[0362] Synthesis Example 4: Synthesis of Compound 48

[0363]

[0364] 1.45 g (28% yield) of Compound 48 was obtained in a manner similar to that used to obtain Compound 19 in Synthesis Example 1, except that 2-phenyl-4-(propan-2-yl-2-d)-5-(trimethylgermyl)pyridine was used instead of 5-(methyl-d3)-2-phenylpyridine to finally obtain Compound 48B, Compound 48B was used instead of Compound 19B, and 2-(phenanthro[3,2-b]benzofuran-11-yl)-1,2a-diazatribenzo[4,5:6,7:8,9]cyclonona[1,2,3-cd]indene was used instead of 2-(naphtho[2,3-b]benzofuran-4-yl)-1,2a-diazatribenzo[4,5:6,7:8,9]cyclonona[1,2,3-cd]indene. The obtained compound was confirmed by HRMS (MALDI) and HPLC analysis.

[0365] HRMS (MALDI): For C 79 H 67 D 2 Ge 2 Ir 4 Calculated for O: m / z 1432.3650; found: 1432.3654.

[0366] Example 1

[0367] An ITO (as an anode) patterned glass substrate was cut into a size of 50 millimeters (mm)×50 mm×0.5 mm, sonicated with isopropyl alcohol and DI water for 5 minutes each, cleaned by irradiating ultraviolet light and exposing it to ozone for 30 minutes, and then loaded onto a vacuum deposition apparatus.

[0368] Compounds HT3 and F12 (p-dopant) were co-deposited on the anode in a weight ratio of 98:2 by vacuum to form a A hole injection layer having a thickness of , and compound HT3 is vacuum deposited on the hole injection layer to form a The hole transport layer has a thickness of .

[0369] Then, compound GH3 (host) and compound 19 (dopant) were co-deposited on the hole transport layer by vacuum at a weight ratio of 92:8 to form a The thickness of the emission layer.

[0370] Afterwards, compound ET3 and LiQ (n-dopant) were co-deposited on the emission layer in a volume ratio of 50:50 by vacuum deposition to form a The electron transport layer is formed by vacuum depositing LiQ on the electron transport layer to form an electron transport layer having a thickness of An electron injection layer having a thickness of , and Al is vacuum deposited on the electron injection layer to form A cathode with a thickness of is provided, thereby completing the manufacture of the organic light-emitting device.

[0371]

[0372] Examples 2 to 4 and Comparative Examples 1 to 3

[0373] Organic light-emitting devices were manufactured in the same manner as in Example 1, except that in forming the emission layer, the compounds shown in Table 1 were each used as a dopant instead of Compound 1.

[0374] For each of the organic light-emitting devices manufactured in Examples 1 to 4 and Comparative Examples 1 to 3, the driving voltage (V), the maximum external quantum efficiency (Max EQE, %), the maximum emission wavelength (λ 最大 , nm), and life characteristics (LT97, relative %) (at 6,000 nits), and the results are shown in Table 1. As evaluation equipment, a current-voltage meter (Keithley2400) and a luminance meter (Minolta Cs-1000A) were used. The life characteristics (LT97) were evaluated by measuring the amount of time that elapsed until the luminance decreased to 97% of the initial luminance of 100%, and the results are shown in Table 1 as relative values ​​based on Comparative Example 1.

[0375] Table 1

[0376]

[0377]

[0378] Referring to Table 1, it is confirmed that the organic light-emitting devices of Examples 1 to 4 have low driving voltage, high external quantum efficiency, and long life. In addition, it is confirmed that the organic light-emitting devices of Examples 1 to 4 have lower driving voltage, higher external quantum efficiency, and superior life characteristics compared to the organic light-emitting devices of Comparative Examples 1 to 3.

[0379] According to one or more embodiments, the organometallic compound represented by Formula 1 may have excellent electrical characteristics and thermal stability. Therefore, an electronic device including the organometallic compound, such as an organic light emitting device, may have low driving voltage, high efficiency, and long lifespan.

[0380] Therefore, a high-quality organic light-emitting device may be realized by using at least one of the organic metal compounds represented by Formula 1. In addition, an electronic device including the organic light-emitting device may be provided.

[0381] It should be understood that the exemplary embodiments described herein should be considered in a descriptive sense only and not for limiting purposes. The description of features or aspects in each exemplary embodiment should typically be considered to be applicable to other similar features or aspects in other embodiments. Although one or more exemplary embodiments have been described with reference to the accompanying drawings, it will be understood by those of ordinary skill in the art that various changes in form and detail may be made therein without departing from the spirit and scope as defined by the appended claims.

Claims

1. An organometallic compound represented by Formula 1: Formula 1 M1(Ln1) n1 (Ln2) n2 in, In formula 1, M1 is a transition metal, Ln1 is a ligand represented by Formula 1A, Ln2 is a ligand represented by Formula 1B, n1 is 1 or 2, and n2 is 1, 2, or 3, Formula 1A Formula 1B Wherein, in Formula 1A and 1B, Ring CY3 to Ring CY6 are each independently C5-C 30 Carbocyclic group or C1-C 30 Heterocyclic groups, Ring CY7 is (i) a 6-membered carbocyclic group; (ii) a 6-membered heterocyclic group; (iii) a 6-membered carbocyclic group fused to a 6-membered carbocyclic group or a 6-membered heterocyclic group; or (iv) a 6-membered heterocyclic group fused to a 6-membered carbocyclic group or a 6-membered heterocyclic group, X 11 C(R 11 ) or N, X 12 C(R 12 ) or N, X 13 C(R 13 ) or N, and X 14 C(R 14 ) or N, X 21 C(R 21 ) or N, X 22 C(R 22 ) or N, X 23 C(R 23 ) or N, and X 24 C(R 24 ) or N, X 81 C(R 81 ) or N, X 82 C(R 82 ) or N, X 83 C(R 83 ) or N, and X 84 C(R 84 ) or N, Y1 is O, S, or Se, R 11 -R 14 , R 21 -R 24 , R 30 , R 40 , R 50 , R 60 , R 70 , and R 81 -R 84 Each is independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted C7-C 60 Arylalkyl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl, substituted or unsubstituted C2-C 60 Alkyl heteroaryl, substituted or unsubstituted C2-C 60 Heteroarylalkyl, substituted or unsubstituted C1-C 60 Heteroaryloxy, substituted or unsubstituted C1-C 60 heteroarylthio, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(═O)(Q8)(Q9), Multiple R 30 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C5-C 30 A carbocyclic group or a substituted or unsubstituted C1-C 30 Heterocyclic groups, Multiple R 40 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C5-C 30 A carbocyclic group or a substituted or unsubstituted C1-C 30 Heterocyclic groups, Multiple R 50 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C5-C 30 A carbocyclic group or a substituted or unsubstituted C1-C 30 Heterocyclic groups, Multiple R 60 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C5-C 30 A carbocyclic group or a substituted or unsubstituted C1-C 30 Heterocyclic groups, Multiple R 70 Two or more of are optionally bonded to each other to form a substituted or unsubstituted C5-C 30 A carbocyclic group or a substituted or unsubstituted C1-C 30 Heterocyclic groups, R 11 -R 14 , R 21 -R 24 , R 30 , R 40 , R 50 , and R 60 Two or more adjacent groups of 30 A carbocyclic group or a substituted or unsubstituted C1-C 30 Heterocyclic groups, b30, b40, b50, b60, and b70 are each independently 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, * and *' each represent the binding site with M1, Substituted C5-C 30 Carbocyclic groups, substituted C1-C 30 Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkynyl, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 Cycloalkyl, substituted C1-C 10 Heterocycloalkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocycloalkenyl, substituted C6-C 60 Aryl, substituted C7-C 60 Alkyl aryl, substituted C7-C 60 Arylalkyl, substituted C6-C 60 Aryloxy, substituted C6-C 60 Arylthio, substituted C1-C 60 Heteroaryl, substituted C2-C 60 Alkyl heteroaryl, substituted C2-C 60 Heteroarylalkyl, substituted C1-C 60 Heteroaryloxy, substituted C1-C 60 Substituents of the heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group are: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, or C1-C 60 Alkylthio; C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, or C1-C 60 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-Ge(Q 11 )(Q 12 )(Q 13 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、-P(=O)(Q 18 )(Q 19 ), or a combination thereof; C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group; C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, or monovalent non-aromatic condensed heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 Arylalkyl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-Ge(Q 21 )(Q 22 )(Q 23 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 )、-P(Q 28 )(Q 29 )、-P(=O)(Q 28 )(Q 29 ), or a combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 )、 or -P(=O)(Q 38 )(Q 39 ), and Q1-Q9, Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 Each is independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted C7-C 60 Arylalkyl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl, substituted or unsubstituted C2-C 60 Alkyl heteroaryl, substituted or unsubstituted C2-C 60 Heteroarylalkyl, substituted or unsubstituted C1-C 60 Heteroaryloxy, substituted or unsubstituted C1-C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

2. The organometallic compound of claim 1, wherein M1 is iridium, platinum, osmium, titanium, zirconium, hafnium, europium, terbium, thulium, or rhodium.

3. The organometallic compound as claimed in claim 1, wherein the sum of n1 and n2 is 3.

4. The organometallic compound according to claim 1, wherein M1 is iridium, n1 is 2, and n2 is 1.

5. The organometallic compound of claim 1 , wherein ring CY3 to ring CY6 are each independently a benzene group, a naphthyl group, a 1,2,3,4-tetrahydronaphthalene group, a phenanthrene group, a pyridine group, a pyrimidine group, a pyrazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a benzofuran group, a benzothiophene group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzosilole group, an azafluorene group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group, or an azadibenzosilole group.

6. The organometallic compound according to claim 1, wherein the ring CY7 is a group represented by one of the formulae 7-1 to 7-4: in, In formulas 7-1 to 7-4, X 71 C(R 71 ) or N, X 72 C(R 72 ) or N, X 73 C(R 73 ) or N, X 74 C(R 74 ) or N, X 75 C(R 75 ) or N, and X 76 C(R 76 ) or N, R 71 -R 76 Each independently as claimed in claim 1 regarding R 70 As defined, Indicates that ring CY7 interacts with X 83 and X 84 The ring-fused bonds of * 1 Indicates that X in Formula 1B 83 The binding site, and * 2 Indicates that X in Formula 1B 84 binding site.

7. The organometallic compound according to claim 1, wherein Y1 is O or S.

8. The organometallic compound of claim 1, wherein Ln1 is represented by one of Formulas 1A-1 to 1A-28: in, In Formulae 1A-1 to 1A-28, R 11 -R 14 and R 21 -R 24 each as defined in claim 1, and * and *' each indicate a binding site to M1.

9. The organometallic compound of claim 1, wherein Ln2 is represented by one of Formulas 1B-1 to 1B-4: Formula 1B-1 Formula 1B-2 Formula 1B-3 Formula 1B-4 in, In Formulas 1B-1 to 1B-4, Y1 and X 81 -X 84 Each as defined in claim 1, X 31 C(R 31 ) or N, X 32 C(R 32 ) or N, and X 33 C(R 33 ) or N, X 41 C(R 41 ) or N, X 42 C(R 42 ) or N, X 43 C(R 43 ) or N, and X 44 C(R 44 ) or N, X 51 C(R 51 ) or N, X 52 C(R 52 ) or N, X 53 C(R 53 ) or N, and X 54 C(R 54 ) or N, X 61 C(R 61 ) or N, X 62 C(R 62 ) or N, X 63 C(R 63 ) or N, and X 64 C(R 64 ) or N, X 71 C(R 71 ) or N, X 72 C(R 72 ) or N, X 73 C(R 73 ) or N, X 74 C(R 74 ) or N, X 75 C(R 75 ) or N, and X 76 C(R 76 ) or N, R 31 -R 33 Each independently as claimed in claim 1 regarding R 30 As defined, R 41 -R 44 Each independently as claimed in claim 1 regarding R 40 As defined, R 51 -R 54 Each independently as claimed in claim 1 regarding R 50 As defined, R 61 -R 64 Each independently as claimed in claim 1 regarding R 60 As defined, R 71 -R 76 Each independently as claimed in claim 1 regarding R 70 defined, and * and *' each indicate a binding site to M1.

10. The organometallic compound according to claim 1, wherein R 11 -R 14 , R 21 -R 24 , R 30 , R 40 , R 50 , R 60 , R 70 , and R 81 -R 84 Each independently is: Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, or C1-C 20 Alkylthio; C1-C 20 Alkyl, C1-C 20 Alkoxy, or C1-C 20 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridinyl, pyrimidinyl, or a combination thereof; Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, or imidazopyrimidinyl; cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl , oxadiazolyl, triazine, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidyl: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, or a combination thereof; or -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9), and Q1-Q9 are each independently: -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with at least one of: deuterium, C1-C 10 Alkyl, phenyl, or a combination thereof.

11. The organometallic compound according to claim 1, wherein the organometallic compound is a compound represented by one of Formulae 11 to 14: Formula 11 Formula 12 Formula 13 Formula 14 in, In equations 11 to 14, M1, n1, n2, Y1, X 11 -X 14 , X 21 -X 24 , and X 81 -X 84 Each as defined in claim 1, X 31 C(R 31 ) or N, X 32 C(R 32 ) or N, and X 33 C(R 33 ) or N, X 41 C(R 41 ) or N, X 42 C(R 42 ) or N, X 43 C(R 43 ) or N, and X 44 C(R 44 ) or N, X 51 C(R 51 ) or N, X 52 C(R 52 ) or N, X 53 C(R 53 ) or N, and X 54 C(R 54 ) or N, X 61 C(R 61 ) or N, X 62 C(R 62 ) or N, X 63 C(R 63 ) or N, and X 64 C(R 64 ) or N, X 71 C(R 71 ) or N, X 72 C(R 72 ) or N, X 73 C(R 73 ) or N, X 74 C(R 74 ) or N, X 75 C(R 75 ) or N, and X 76 C(R 76 ) or N, R 31 -R 33 Each independently as claimed in claim 1 regarding R 30 As defined, R 41 -R 44 Each independently as claimed in claim 1 regarding R 40 As defined, R 51 -R 54 Each independently as claimed in claim 1 regarding R 50 As defined, R 61 -R 64 Each independently as claimed in claim 1 regarding R 60 defined, and R 71 -R 76 Each independently as claimed in claim 1 regarding R 70 defined.

12. The organometallic compound according to claim 1, wherein the organometallic compound is a compound represented by one of Formulae 21 to 24: Formula 21 Formula 22 Formula 23 Formula 24 in, In equations 21 to 24, M1, n1, n2, Y1, R 11 -R 14 , R 21 -R 24 , and R 81 -R 84 Each as defined in claim 1, R 31 -R 33 Each independently as claimed in claim 1 regarding R 30 As defined, R 41 -R 44 Each independently as claimed in claim 1 regarding R 40 As defined, R 51 -R 54 Each independently as claimed in claim 1 regarding R 50 As defined, R 61 -R 64 Each independently as claimed in claim 1 regarding R 60 defined, and R 71 -R 76 Each independently as claimed in claim 1 regarding R 70 defined.

13. The organometallic compound of claim 1, wherein the organometallic compound is electrically neutral.

14. The organometallic compound of claim 1, wherein the organometallic compound is represented by at least one of Compounds 1 to 96:

15. Organic light-emitting device, comprising: a first electrode; a second electrode; as well as an organic layer disposed between the first electrode and the second electrode, wherein the organic layer comprises an emission layer, and The organic layer comprises at least one of the organometallic compounds according to any one of claims 1 to 14.

16. The organic light emitting device of claim 15, wherein the emissive layer comprises the at least one of the organometallic compounds.

17. The organic light emitting device of claim 16, wherein the emission layer further comprises a host, and an amount of the host in the emission layer is greater than an amount of the at least one of the organometallic compounds in the emission layer based on weight. 18 . The organic light emitting device of claim 17 , wherein the emission layer emits green light having a maximum emission wavelength of 490 nm to 580 nm.

19. The organic light emitting device according to claim 16, wherein The first electrode is an anode, The second electrode is a cathode, The organic layer further includes a hole transport region and an electron transport region, the hole transport region is arranged between the first electrode and the emission layer, and the electron transport region is arranged between the emission layer and the second electrode, The hole transport region includes a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer, or a combination thereof, and The electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

20. An electronic device comprising the organic light emitting device according to any one of claims 15 to 19.

Images