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; y1-Y3 are respectively and independently C or N; r4 is a substituted or unsubstituted alkyl group with 1 to 60 carbon atoms; ring CY2 to ring CY5 are each independently a C5-C60 carbocyclic group or a C1-C60 heterocyclic group; l1 is a single bond, O, S, Se, N (R61), B (R61), C (R61) (R62), or Si (R61) (R62); a1 is 1, 2, 3, 4, or 5; b20, b30, b40, and b50 are each independently 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; and the remaining groups of Formula 1 are as provided herein. Formula 1 # imgabs0 #

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0117230 filed on September 4, 2023, and Korean Patent Application No. 10-2024-0117154 filed on August 29, 2024, in the Korean Intellectual Property Office, and all rights and interests arising therefrom, the entire contents of which are incorporated herein by reference. Technical Field

[0003] The present disclosure 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] In an example, an organic light emitting device may include an anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer includes an emission layer. A hole transport region may be located between the anode and the emission layer, and an electron transport region may be located 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 presented exemplary embodiments described herein.

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

[0009] Formula 1

[0010]

[0011] Among them, in formula 1,

[0012] M 1 For transition metals,

[0013] Y 1 -Y 3 are each independently C or N,

[0014] Cyclo 2 To Ring CY 5 Each independently is C 5 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic groups,

[0015] X 6 C(R 6 ) or N, X 7 C(R 7 ) or N, and X 8 C(R 8 ) or N,

[0016] X 9 C(R 9 ) or N, X 10 C(R 10 ) or N, X 11 C(R 11 ) or N, and X 12 C(R 12 ) or N,

[0017] X 13 C(R 13 ) or N, X 14 C(R 14 ) or N, X 15 C(R 15 ) or N, and X 16 C(R 16 ) or N,

[0018] X 17 C(R 17 ) or N, X 18 C(R 18 ) or N, and X 19 C(R 19 ) or N,

[0019] L 1 For single bonds, O, S, Se, N(R 61 )、B(R 61 )、C(R 61 )(R 62 ), or Si(R 61 )(R 62 ),

[0020] a1 is 1, 2, 3, 4, or 5,

[0021] R 4 is substituted or unsubstituted C 1 -C 60alkyl,

[0022] R 1 -R 3 , R 5 -R 20 , R 30 , R 40 , R 50 , R 61 , and R 62 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 )、-C(Q 1 )(Q 2 )(Q 3 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9 )、-P(=O)(Q 8 )(Q 9 ), or -P(=S)(Q 8 )(Q 9 ),

[0023] R 1 -R 20 , R 30 , R 40 , R 50 , R 61 , and R 62 Two or more adjacent groups of 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic groups,

[0024] b20, b30, b40, and b50 are each independently 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10,

[0025] 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 -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

[0026] 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,

[0027] 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 )、-C(Q 11 )(Q 12 )(Q 13 )、-C(=O)(Q 11 )、-S(=O)(Q 11)、-S(=O) 2 (Q 11 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、-P(=O)(Q 18 )(Q 19 )、-P(=S)(Q 18 )(Q 19 ), or a combination thereof,

[0028] 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 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group,

[0029] 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 -C60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic fused polycyclic group, or monovalent non-aromatic fused 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 -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(Q21 )(Q 22 )(Q 23 )、-Ge(Q 21 )(Q 22 )(Q 23 )、-C(Q 21 )(Q 22 )(Q 23 )、-C(=O)(Q 21 )、-S(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 )、-P(Q 28 )(Q 29 )、-P(=O)(Q 28 )(Q 29 )、-P(=S)(Q 28 )(Q 29 )、 or a combination thereof, or

[0030] -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-C(Q 31 )(Q 32 )(Q 33 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 )、-P(=O)(Q 38 )(Q 39 )、 or -P(=S)(Q 38 )(Q 39 ), and

[0031] Q 1 -Q 9 、Q 11 -Q 19 、Q 21 -Q 29 、 and Q 31 -Q39 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 -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.

[0032] According to another aspect, an organic light emitting device includes at least one of the organometallic compounds represented by Formula 1.

[0033] According to one aspect, an organic light emitting device is provided, including: a first electrode; a second electrode; and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer includes at least one of the organic metal compounds represented by Formula 1.

[0034] According to another aspect, an electronic device includes the organic light emitting device. BRIEF DESCRIPTION OF THE DRAWINGS

[0035] The above and other aspects, features, and advantages of some exemplary embodiments of the present disclosure will become more apparent from the following detailed description considered in conjunction with the accompanying drawings, in which:

[0036] Figure 1 is a schematic cross-sectional view of an organic light-emitting device according to one or more embodiments;

[0037] Figure 2 A schematic diagram for explaining energy transfer of an organic light-emitting device according to one or more embodiments;

[0038] Figure 3 A schematic diagram for explaining energy transfer of an organic light emitting device according to one or more embodiments; and

[0039] Figure 4 A schematic diagram illustrating energy transfer in an organic light emitting device according to one or more embodiments. DETAILED DESCRIPTION

[0040] 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.

[0041] 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.

[0042] 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.

[0043] 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, for example, caused by 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.

[0044] It will be understood that when an element is referred to as being “on” another element, it can be directly in 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.

[0045] 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.

[0046] As used herein, "about" or "approximately" is inclusive of 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.

[0047] As used herein, an "energy level" (e.g., a triplet state (T 1 ) energy level) is expressed as an absolute value from the vacuum energy level. In addition, when an 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 an 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".

[0048] One aspect provides an organometallic compound represented by Formula 1:

[0049] Formula 1

[0050]

[0051] Among them, in formula 1, M 1 For transition metals.

[0052] In one or more embodiments, M 1 It may be titanium (Ti), manganese (Mn), cobalt (Co), copper (Cu), zinc (Zn), zirconium (Zr), ruthenium (Ru), rhodium (Rh), palladium (Pd), silver (Ag), rhenium (Re), platinum (Pt), or gold (Au).

[0053] In one or more embodiments, M 1 It can be Pd, Ag, Re, Pt, or Au.

[0054] In one or more embodiments, M 1 It can be Pd or Pt.

[0055] In formula 1, Y 1 -Y 3 Each is independently C or N.

[0056] In one or more embodiments, Y 1 Can be C.

[0057] In one or more embodiments, Y 2 Can be C.

[0058] In one or more embodiments, Y 3 Can be N.

[0059] In Formula 1, ring CY 2 To Ring CY 5 Each independently is C 5 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic group.

[0060] In one or more embodiments, CY 2 To Ring CY 5 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,

[0061] 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

[0062] The second ring may be an adamantane group, a norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.1]heptane(norbornane) group, a bicyclo[2.2.2]octane 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.

[0063] In one or more embodiments, CY 2 To Ring CY 5 can be independently a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a benzo[9,10]phenanthrene group, a pyrene group, group, 1,2,3,4-tetrahydronaphthalene group, benzothiophene group, benzofuran group, indole group, indene group, benzothiorrole group, benzoborole group, benzophosphole group, benzoselenophene group, benzogermanol group, dibenzothiophene group, dibenzofuran group, carbazole group, fluorene group, dibenzothiorrole group, dibenzoborole group, dibenzophosphole group, dibenzoselenophene group, dibenzogermanol group, dibenzothiophene 5-oxide group, 9H-fluoren-9-one group, dibenzothiophene 5,5-dioxide group, azabenzothiophene group, azabenzofuran group, azaindole group, azaindene group, azabenzothiorrole group, azabenzoborole group, azabenzophosphole group , an azabenzoselenophene group, an azabenzogermanol group, an azadibenzothiophene group, an azadibenzofuran group, an azacarbazole group, an azafluorene group, an azadibenzosilole group, an azadibenzoborol group, an azadibenzophosphole group, an azadibenzoselenophene group, an azadibenzogermanol group, an azadibenzothiophene 5-oxide group, an aza-9H-fluoren-9-one group, an azadibenzothiophene 5,5-dioxide group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a 5,6,7,8-tetrahydroisoquinoline group, a 5,6,7,8-tetrahydroquinoline group, an adamantane group, a norbornane group, or a norbornene group.

[0064] In one or more embodiments, CY 2 To Ring CY 5 Each of them may independently be a benzene group, a naphthyl group, a phenanthrene group, a furan group, a thiophene group, a pyrrole group, a cyclopentene group, a silole group, a germanocyclopentadiene group, a benzofuran group, a benzothiophene group, an indole group, an indene group, a benzosilole group, a benzogermanocyclopentadiene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, a dibenzosilole group, a dibenzogermanocyclopentadiene group, a pyridine group, a pyrimidine group, a pyridazine group, or a pyrazine group.

[0065] In formula 1, X 6 C(R 6 ) or N, X 7 C(R 7 ) or N, X 8 C(R 8 ) or N, X 9 C(R 9 ) or N, X 10 C(R 10 ) or N, X 11 C(R11 ) or N, X 12 C(R 12 ) or N, X 13 C(R 13 ) or N, X 14 C(R 14 ) or N, X 15 C(R 15 ) or N, X 16 C(R 16 ) or N, X 17 C(R 17 ) or N, X 18 C(R 18 ) or N, and X 19 C(R 19 ) or N.

[0066] In formula 1, L 1 For single bonds, O, S, Se, N(R 61 )、B(R 61 )、C(R 61 )(R 62 ), or Si(R 61 )(R 62 ).

[0067] In Formula 1, a1 is 1, 2, 3, 4, or 5.

[0068] In formula 1, R 4 is substituted or unsubstituted C 1 -C 60 Alkyl, such as substituted or unsubstituted C 1 -C 20 Alkyl. For example, R 4 It can be unsubstituted or deuterated C 1 -C 60 Alkyl (e.g. C 1 -C 20 For example, R 4 It can be an unsubstituted or deuterium-substituted straight-chain C 1 -C 20 Alkyl or branched C 3 -C 20 Alkyl group (eg secondary alkyl group, tertiary alkyl group, etc.).

[0069] In one or more embodiments, R 4 Can be methyl, -CD 3 、-CD 2 H.-CDH 2 , or a group represented by one of formulas 9-1 to 9-39 or 9-44 to 9-62:

[0070]

[0071] In formulae 9-1 to 9-39 and 9-44 to 9-62, * represents a binding site with an adjacent atom.

[0072] In formula 1, R 1 -R 3 , R 5 -R 20 , R 30 , R 40 , R 50 , R 61 , and R 62 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 -C60 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 )、-C(Q 1 )(Q 2 )(Q 3 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9 )、-P(=O)(Q 8 )(Q 9 ), or -P(=S)(Q 8 )(Q 9 ).

[0073] In one or more embodiments, R 1 -R 3 , R 5 -R 20 , R 30 , R 40 , R 50 , R 61 , and R 62 Can be independently:

[0074] 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 20 Alkyl, C 1 -C 20 Alkoxy, or C 1 -C 20 Alkylthio;

[0075] Each of the following C 1 -C20 Alkyl, C 1 -C 20 Alkoxy, or C 1 -C 20 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 1 -C 20 Alkyl, deuterated C 1 -C 20 Alkyl, fluorinated C 1 -C 20 alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.1]heptyl (norbornyl), bicyclo[2.2.2]octyl, (C 1 -C 20 alkyl)cyclopentyl, (C 1 -C 20 alkyl)cyclohexyl, (C 1 -C 20 alkyl)cycloheptyl, (C 1 -C 20 Alkyl)cyclooctyl, (C 1 -C 20 Alkyl) adamantyl, (C 1 -C 20 Alkyl) norbornene, (C 1 -C 20 alkyl)cyclopentenyl, (C 1 -C 20 alkyl)cyclohexenyl, (C 1 -C 20 alkyl)cycloheptenyl, (C 1 -C 20 alkyl)bicyclo[1.1.1]pentyl, (C 1 -C 20 alkyl)bicyclo[2.1.1]hexyl, (C 1 -C 20 alkyl)bicyclo[2.2.1]heptyl, (C 1 -C 20 alkyl) bicyclo[2.2.2]octyl, silanol, phenyl, (C1 -C 20 alkyl)phenyl, biphenyl, terphenyl, naphthyl, 1,2,3,4-tetrahydronaphthyl, pyridyl, pyrimidinyl, or a combination thereof;

[0076] cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.1]heptyl, bicyclo[2.2.2]octyl, silacyclopentyl, phenyl, (C 1 -C 20 alkyl)phenyl, biphenyl, terphenyl, naphthyl, 1,2,3,4-tetrahydronaphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzo Thiphenyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, or azadibenzothiophenyl: 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, deuterated C 1 -C 20 Alkyl, fluorinated C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, C 1 -C 20 alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.1]heptyl, bicyclo[2.2.2]octyl, (C1 -C 20 alkyl)cyclopentyl, (C 1 -C 20 alkyl)cyclohexyl, (C 1 -C 20 alkyl)cycloheptyl, (C 1 -C 20 Alkyl)cyclooctyl, (C 1 -C 20 Alkyl) adamantyl, (C 1 -C 20 Alkyl) norbornene, (C 1 -C 20 alkyl)cyclopentenyl, (C 1 -C 20 alkyl)cyclohexenyl, (C 1 -C 20 alkyl)cycloheptenyl, (C 1 -C 20 alkyl)bicyclo[1.1.1]pentyl, (C 1 -C 20 alkyl)bicyclo[2.1.1]hexyl, (C 1 -C 20 alkyl)bicyclo[2.2.1]heptyl, (C 1 -C 20 alkyl) bicyclo[2.2.2]octyl, silanol, phenyl, (C 1 -C 20 alkyl)phenyl, biphenyl, terphenyl, naphthyl, 1,2,3,4-tetrahydronaphthyl, 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, benzothiophenyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, or a combination thereof; or

[0077] -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-C(Q1 )(Q 2 )(Q 3 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9 )、-P(=O)(Q 8 )(Q 9 ), or -P(=S)(Q 8 )(Q 9 ).

[0078] In one or more embodiments, R 1 -R 3 , R 5 -R 20 , R 30 , R 40 , R 50 , R 61 , and R 62 Can be independently:

[0079] 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 60 alkylthio; or

[0080] A group represented by one of the formulae 9-1 to 9-62, 9-201 to 9-244, 10-1 to 10-154, or 10-201 to 10-350:

[0081]

[0082]

[0083]

[0084]

[0085]

[0086]

[0087]

[0088]

[0089]

[0090]

[0091] Wherein, in Formulae 9-1 to 9-62, 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.

[0092] In one or more embodiments, R 1 -R 20 , R 30 , R 40 , R 50 , R 61 , and R 62 can each independently be hydrogen, deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, 2-methylbutyl, sec-pentyl, tert-pentyl, neopentyl, 3-pentyl, 3-methyl-2-butyl, phenyl, biphenyl, C 1 -C 20 Alkylphenyl, or naphthyl.

[0093] In formula 1, R 1 -R 20 , R 30 , R 40 , R 50 , R 61 , and R 62 Two or more adjacent groups of 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic group.

[0094] In Formula 1, b20, b30, b40, and b50 are each independently 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10.

[0095] In one or more embodiments, b20, b30, b40, and b50 may each independently be 1, 2, 3, or 4.

[0096] The 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 -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 is:

[0097] Deuterium, -F, -Cl, -Br, -I, -SF5 、-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;

[0098] 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 -C60 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 )、-C(Q 1 )(Q 2 )(Q 3 )、-C(=O)(Q 11 )、-S(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、-P(=O)(Q 18 )(Q 19 )、-P(=S)(Q 18 )(Q 19 ), or a combination thereof;

[0099] C each unsubstituted or substituted with at least one of the following 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 -C60 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 -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 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 21 )(Q 22 )(Q 23 )、-Ge(Q 21 )(Q 22 )(Q 23 )、-C(Q 21 )(Q 22 )(Q 23 )、-C(=O)(Q 21 )、-S(=O)(Q21 )、-S(=O) 2 (Q 21 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 )、-P(Q 28 )(Q 29 )、-P(=O)(Q 28 )(Q 29 )、-P(=S)(Q 28 )(Q 29 ), or a combination thereof;

[0100] -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-C(Q 31 )(Q 32 )(Q 33 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 )、-P(=O)(Q 38 )(Q 39 ), or -P(Q 38 )(Q 39 );or

[0101] Its combination.

[0102] The 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 C2 -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 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0103] For example, the Q 1 -Q 9 , Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 Can be independently:

[0104] -CH 3 、-CD 3 、-CD 2 H.-CDH2 、-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 ;or

[0105] n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, phenyl, biphenyl, or naphthyl, each unsubstituted or substituted with at least one of the following: deuterium, C 1 -C 10 Alkyl, phenyl, or a combination thereof.

[0106] In one or more embodiments, R 2 and R 4 can be different from each other, and R 2 It may not be hydrogen.

[0107] In one or more embodiments, the organometallic compound may be represented by Formula 11:

[0108] Formula 11

[0109]

[0110] Among them, in formula 11,

[0111] M 1 , Y 1 -Y 3 , X 6 -X 19 , L 1 , a1, and R 1 -R 5 may each be the same as described herein,

[0112] X 21 Can be C(R 21 ) or N, X 22 Can be C(R 22 ) or N, and X 23Can be C(R 23 ) or N,

[0113] X 31 Can be C(R 31 ) or N, and X 32 Can be C(R 32 ) or N,

[0114] 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,

[0115] 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,

[0116] R 21 -R 23 Can be respectively related to R 20 Same as described,

[0117] R 31 and R 32 Can be respectively related to R 30 Same as described,

[0118] R 41 -R 44 Can be respectively related to R 40 Same as described, and

[0119] R 51 -R 54 Can be respectively related to R 50 Same as described.

[0120] In formula 11, R 4 Can be C substituted by deuterium 1 -C 60 alkyl.

[0121] In one or more embodiments, R 1 -R 3 and R 5 can each independently be hydrogen or deuterium.

[0122] In one or more embodiments, the organometallic compound may be represented by Formula 11A:

[0123] Formula 11A

[0124]

[0125] Wherein, in Formula 11A,

[0126] M 1 , X 6 -X 8 , X 13 -X 19 , L 1 、a1、R 1 -R 3 , and R 5 may each be the same as described herein, R 4 It can be unsubstituted or deuterated C 1 -C 60 alkyl,

[0127] X 9 Can be C(R 9 ) or N, X 10 Can be C(R 10 ) or N, X 11 Can be C(R 11 ) or N, and X 12 Can be C(R 12 ) or N,

[0128] R 9 -R 12 and R 53 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , cyano, or substituted or unsubstituted C 1 -C 60 alkyl,

[0129] R 21 -R 23 Can be respectively related to R 20 Same as described,

[0130] R 31 and R 32 Can be respectively related to R 30 Same as described,

[0131] R 41 -R 44 Can be respectively related to R 40 Same as described, and

[0132] R 51 , R 52 and R54 Can be respectively related to R 50 Same as described.

[0133] In Formula 11A, R 53 It may be a substituted or unsubstituted branched C 3 -C 20 Alkyl groups such as secondary alkyl groups, tertiary alkyl groups, etc. The substituents may be the substituents for R in claim 7 50 those described, such as deuterium, etc.

[0134] In one or more embodiments, the organometallic compound may be represented by Formula 21:

[0135] Formula 21

[0136]

[0137] Among them, in formula 21,

[0138] M 1 , X 6 -X 19 , L 1 , a1, and R 1 -R 5 may each be the same as described herein,

[0139] R 21 -R 23 Can be respectively related to R 20 Same as described,

[0140] R 31 and R 32 Can be respectively related to R 30 Same as described,

[0141] R 41 -R 44 Can be respectively related to R 40 Same as described, and

[0142] R 51 -R 54 Can be respectively related to R 50 Same as described.

[0143] In one or more embodiments, the organometallic compound may be at least one of compounds 1 to 473, but the embodiments are not limited thereto:

[0144]

[0145]

[0146]

[0147]

[0148]

[0149]

[0150]

[0151]

[0152]

[0153]

[0154]

[0155]

[0156]

[0157]

[0158]

[0159]

[0160]

[0161]

[0162]

[0163] The organic metal compound represented by Formula 1 satisfies the structure of the above-described Formula 1. Due to the structure, the organic metal compound represented by Formula 1 may have excellent light emitting characteristics and excellent charge transfer characteristics, and may be suitable for realizing a deep blue color.

[0164] Although not limited to a certain theory, since the organometallic compound represented by Formula 1 includes a rigid polycyclic carbene structure as shown in Formula 1, the structural change in the excited state can be reduced, and thus, the non-luminescent transition can be suppressed, and the intermolecular interaction can be controlled due to the steric hindrance effect. In addition, since R in Formula 1 4 is substituted or unsubstituted C 1 -C 60 The alkyl group is an alkyl group, and thus the electron donating effect can be enhanced due to the resulting inductive effect. Therefore, the organometallic compound represented by Formula 1 can have improved luminous efficiency and color purity, can easily control the emission wavelength for deep blue emission, and can realize an organic light-emitting device with excellent characteristics (including improved life characteristics).

[0165] In one or more embodiments, the organometallic compound represented by Formula 1 may not be Compound A:

[0166] Compound A

[0167]

[0168] Although not limited to a certain theory, in compound A, CD, which is a primary alkyl group having a low electron donating property, 3 It is connected to pyridine in which the lowest unoccupied molecular orbital (LUMO) exists, and therefore, the LUMO energy level may not be a sufficiently high (deep) energy level. As a result, the band gap energy may be lower than that of a secondary or tertiary alkyl group, resulting in a longer emission wavelength. In addition, the ligand center (LC) role may become weak, and therefore, the half width (FWHM) of the emission peak may become wide, thereby reducing color purity. Finally, due to a large amount of benzylic hydrogen with a weak binding force, the compound may be vulnerable to deterioration, thereby having a shorter lifespan.

[0169] The density functional theory (DFT) method of Gaussian 09 program was used to calculate the highest occupied molecular orbital (HOMO) energy level, LUMO energy level, triplet state (T) energy level and the molecular structure of the organometallic compound represented by Formula 1 under the optimization of the molecular structure at the B3LYP level. 1 ) energy level, and emission wavelength (λ em , nm), and the results are shown in Table 1. The energy levels are expressed in electron volts (eV).

[0170] Table 1

[0171]

[0172]

[0173] Compound A

[0174]

[0175] Compound B

[0176]

[0177] Compound C

[0178]

[0179] Compound D

[0180]

[0181] As confirmed by Table 1, the organometallic compound represented by Formula 1 has electrical characteristics suitable for use as a dopant (eg, an emitter or a sensitizer) for electronic devices such as organic light-emitting devices.

[0182] In one or more embodiments, the FWHM of the emission peak of the emission spectrum or electroluminescence (EL) spectrum of the organometallic compound represented by Formula 1 may be about 60 nanometers (nm) or less. For example, the FWHM of the emission peak of the emission spectrum or EL spectrum of the organometallic compound represented by Formula 1 may be about 5 nm to about 50 nm, about 7 nm to about 40 nm, or about 10 nm to about 30 nm.

[0183] 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.

[0184] There is no particular limitation on the method of confirming the structure of the organometallic compound represented by Formula 1. In one or more embodiments, the structure of the organometallic compound may be confirmed by a known method (eg, NMR, LC-MS, etc.).

[0185] Electronic Devices

[0186] Another aspect provides an electronic device including at least one of the organometallic compounds represented by Formula 1.

[0187] In one or more embodiments, the electronic device may be an organic light emitting device, an organic photodiode (OPD), or an organic solar cell (OSC).

[0188] Organic light-emitting devices

[0189] Another aspect of the present disclosure provides an organic light emitting device including the organometallic compound.

[0190] In one or more embodiments, the organic light emitting device may include a first electrode; a second electrode; and an organic layer disposed between the first electrode and the second electrode and including an emission layer.

[0191] The organic layer may include at least one of the organic metal compounds represented by Formula 1.

[0192] In one or more embodiments, the emission layer may include at least one of the organometallic compounds represented by Formula 1.

[0193] In one or more embodiments, the emission layer may include a host and an emitter, and the emitter may include at least one of the organometallic compounds represented by Formula 1.

[0194] In one or more embodiments, the amount of the host in the emission layer may be greater than the amount of the at least one of the organometallic compounds represented by Formula 1 in the emission layer, based on weight.

[0195] In one or more embodiments, the emission layer may further include a sensitizer.

[0196] In one or more embodiments, the sensitizer may include a phosphorescent compound, a delayed fluorescent compound, or a combination thereof.

[0197] Details regarding the host, the emitter, and the sensitizer may be the same as described herein.

[0198] Since the organic light emitting device has an emission layer including at least one of the organometallic compounds represented by Formula 1 as described herein, the organic light emitting device may have a relatively narrow EL spectrum emission peak FWHM and may have excellent efficiency and lifespan characteristics.

[0199] In one or more embodiments, the organic metal compound represented by Formula 1 may act as a dopant (e.g., an emitter or a sensitizer) in the emission layer, 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).

[0200] In one or more embodiments, the emitting layer may emit blue light. For example, the emitting layer may emit blue light having a maximum emission wavelength of about 400 nm to about 490 nm. For example, the emitting layer may emit blue light having a maximum emission wavelength of about 430 nm to about 480 nm.

[0201] As used herein, the expressions "(the emission layer) includes at least one organic metal compound represented by Formula 1" and "(the emission layer) includes at least one of the organic metal compounds represented by Formula 1" are used interchangeably and may include the case where "(the emission layer) includes the same organic metal compound represented by Formula 1" and the case where "(the emission layer) includes two or more different organic metal compounds represented by Formula 1".

[0202] In one or more embodiments, the emission 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 present in the emission layer of the organic light-emitting device. In one or more embodiments, the emission 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 different from each other.

[0203] Figure 1Description

[0204] 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.

[0205] exist Figure 1 In the embodiment, the organic light emitting device 10 includes a first electrode 11 , a second electrode 19 facing the first electrode 11 , and an organic layer 15 disposed between the first electrode 11 and the second electrode 19 .

[0206] The organic layer 15 may include an emission layer, a hole transport region (not shown) disposed between the first electrode 11 and the emission layer, and an electron transport region (not shown) disposed between the emission layer and the second electrode 19 .

[0207] A substrate may be additionally disposed under the first electrode 11 or on the second electrode 19. For use as the substrate, any suitable substrate used in an organic light-emitting device available in the art may be used, and the substrate may be a glass substrate or a transparent plastic substrate each having excellent mechanical strength, thermal stability, transparency, surface smoothness, easy handling (processing), and / or water resistance.

[0208] The first electrode 11

[0209] The first electrode 11 may be formed by, for example, depositing or sputtering a material for forming the first electrode 11 onto the substrate. The first electrode 11 may be an anode. The material for forming the first electrode 11 may be selected from materials having a high work function to facilitate hole injection.

[0210] The first electrode 11 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. In one or more embodiments, when the first electrode 11 is a transmissive electrode, the material used to form the first electrode 11 may be indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), or a combination thereof, but the embodiment is not limited thereto. In one or more embodiments, when the first electrode 11 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode 11 may be magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or a combination thereof, but the embodiment is not limited thereto.

[0211] The first electrode 11 may have a single-layer structure or a multi-layer structure including two or more layers.

[0212] Emission Layer

[0213] The emission layer may include at least one of the organic metal compounds represented by Formula 1.

[0214] Figure 2 Description

[0215] In one or more embodiments, the organometallic compound represented by Formula 1 may be included in the emission layer as an emitter.

[0216] In one or more embodiments, the emission layer may further include a host (hereinafter, the host may be referred to as "host A", and the host A may be different from the organic metal compound represented by Formula 1). The host A may be as described herein with respect to the host material, but the embodiments are not limited thereto.

[0217] In the following, reference will be made to Figure 2 Energy transfer according to one or more embodiments is described.

[0218] In the emission layer, singlet excitons may be generated in the host A at a ratio (ratio) of about 25%, and the singlet excitons generated in the host A may be transferred to the organic metal compound represented by Formula 1 by Forster energy transfer (or Forster resonance energy transfer (FRET)). In addition, triplet excitons generated in the host A at a ratio of about 75% in the emission layer may be transferred to the organic metal compound represented by Formula 1 by Dexter energy transfer. At least a portion of the energy of the singlet state of the organic metal compound represented by Formula 1 may be transferred to its triplet state by intersystem crossing (ISC), and the organic metal compound represented by Formula 1 may emit phosphorescence. In addition, at least a portion of the energy of the triplet state of the organic metal compound represented by Formula 1 may be transferred to its singlet state by reverse intersystem crossing (RISC), and the organic metal compound represented by Formula 1 may emit delayed fluorescence (or thermally activated delayed fluorescence (TADF)).

[0219] In one or more embodiments, the ratio of the emission component emitted from the organic metal compound represented by Formula 1 to the total emission component emitted from the emission layer may be about 80% or more, for example, about 90% or more. For example, the ratio of the emission component emitted from the organic metal compound represented by Formula 1 to the total emission component emitted from the emission layer may be about 95% or more.

[0220] In this regard, the organometallic compound represented by Formula 1 may emit phosphorescence or delayed fluorescence, and the host may not emit light.

[0221] In one or more embodiments, when the emission layer further includes a host A in addition to the organic metal compound represented by Formula 1, the amount of the organic metal compound represented by Formula 1 may be about 50 parts by weight or less, for example, about 30 parts by weight or less, based on 100 parts by weight of the emission layer, and the amount of the host A in the emission layer may be about 50 parts by weight or more, for example, about 70 parts by weight or more, based on 100 parts by weight of the emission layer, but the embodiments are not limited thereto.

[0222] Figure 3 Description

[0223] In one or more embodiments, the organometallic compound represented by Formula 1 may be used as a sensitizer, and the emission layer may further include a fluorescent emitter.

[0224] In one or more embodiments, the emission layer may further include a host (hereinafter, the host may be referred to as "host B", and host B may be different from the organic metal compound represented by Formula 1 or the fluorescent emitter) and a fluorescent emitter (hereinafter, the fluorescent emitter may be referred to as "fluorescent emitter B", and fluorescent emitter B may be different from host B or the organic metal compound represented by Formula 1). Host B and fluorescent emitter B may be as described herein with respect to host materials and fluorescent emitter materials, respectively, but embodiments are not limited thereto.

[0225] In one or more embodiments, the ratio of the emission component of the fluorescent emitter B to the total emission component emitted from the emission layer may be about 80% or more, for example, about 90% or more (or, for example, about 95% or more). For example, the fluorescent emitter B may emit fluorescence. In addition, the host and the sensitizer may each not emit light.

[0226] In the following, reference will be made to Figure 3 Energy transfer according to one or more embodiments is described.

[0227] In the emission layer, triplet excitons generated in the host B at a ratio of about 75% may be transferred to the organic metal compound represented by Formula 1 through Dexter energy transfer, energy of singlet excitons generated in the host B at a ratio of about 25% may be transferred to the singlet and triplet states of the organic metal compound represented by Formula 1, at least a portion of the energy transferred to the singlet state of the organic metal compound represented by Formula 1 may undergo ISC to reach its triplet state, and then, the triplet energy of the organic metal compound may be transferred to the fluorescent emitter B through FRET. In addition, at least a portion of the triplet energy of the organic metal compound represented by Formula 1 may be transferred to its singlet state through RISC and then transferred to the fluorescent emitter B.

[0228] Therefore, by transferring all singlet excitons and triplet excitons generated in the emission layer to the emitter, an organic light-emitting device with improved efficiency can be obtained. In addition, since an organic light-emitting device with significantly reduced energy loss can be obtained, the lifespan characteristics of the organic light-emitting device can be improved.

[0229] In one or more embodiments, the amount of the organometallic compound represented by Formula 1 in the emission layer may be about 5 wt % to about 50 wt %, for example, about 10 wt % to about 30 wt %, based on the total weight of the emission layer. When the above range is met, efficient energy transfer can be achieved in the emission layer, and thus, an organic light-emitting device with high efficiency and long life can be obtained.

[0230] In one or more embodiments, the amount of the fluorescent emitter B in the emission layer may be about 0.01 wt % to about 15 wt %, for example about 0.05 wt % to about 3 wt %, based on the total weight of the emission layer, but embodiments are not limited thereto.

[0231] Figure 4 Description

[0232] In one or more embodiments, the organometallic compound represented by Formula 1 may be used as a sensitizer, and the emission layer may further include a delayed fluorescent emitter.

[0233] In one or more embodiments, the emission layer may further include a host (hereinafter, the host may be referred to as "host C", and the host C may be different from the organic metal compound represented by Formula 1 or the delayed fluorescence emitter) and a delayed fluorescence emitter (hereinafter, the delayed fluorescence emitter may be referred to as "delayed fluorescence emitter C", and the delayed fluorescence emitter C may be different from the host C or the organic metal compound represented by Formula 1). The host C and the delayed fluorescence emitter C may be as described herein with respect to the host material and the delayed fluorescence emitter material, respectively, but embodiments are not limited thereto.

[0234] In one or more embodiments, the ratio of the emission component of the delayed fluorescent emitter to the total emission component emitted from the emission layer may be about 80% or more, for example, about 90% or more (or, for example, about 95% or more). For example, the delayed fluorescent emitter may emit delayed fluorescence. In addition, the host and the sensitizer may each not emit light.

[0235] In the following, reference will be made to Figure 4 Energy transfer according to one or more embodiments is described.

[0236] In the emission layer, triplet excitons generated in the host C at a ratio of about 75% may be transferred to the organic metal compound represented by Formula 1 through Dexter energy transfer, energy of singlet excitons generated in the host C at a ratio of about 25% may be transferred to the singlet and triplet states of the organic metal compound represented by Formula 1, at least a portion of the energy transferred to the singlet state of the organic metal compound represented by Formula 1 may undergo ISC to reach its triplet state, and then, the triplet energy of the organic metal compound represented by Formula 1 may be transferred to the delayed fluorescence emitter C through FRET. In addition, at least a portion of the triplet energy of the organic metal compound represented by Formula 1 may be transferred to its singlet state through RISC and then transferred to the delayed fluorescence emitter C.

[0237] Therefore, by transferring all singlet excitons and triplet excitons generated in the emission layer to the emitter, an organic light-emitting device with improved efficiency can be obtained. In addition, since an organic light-emitting device with significantly reduced energy loss can be obtained, the lifespan characteristics of the organic light-emitting device can be improved.

[0238] In one or more embodiments, the amount of the organometallic compound of Formula 1 in the emission layer may be about 5 wt % to about 50 wt %, for example, about 10 wt % to about 30 wt %, based on the total weight of the emission layer. When the above range is met, efficient energy transfer can be achieved in the emission layer, and thus, an organic light-emitting device with high efficiency and long life can be obtained.

[0239] In one or more embodiments, the amount of the delayed fluorescent emitter C in the emission layer may be about 0.01 wt % to about 15 wt %, for example about 0.05 wt % to about 3 wt %, based on the total weight of the emission layer, but the embodiment is not limited thereto.

[0240] Subject in the emission layer

[0241] In one or more embodiments, the host may not include metal atoms.

[0242] In one or more embodiments, the main body may include at least one compound, which is a compound containing fluorene, a compound containing carbazole, a compound containing dibenzofuran, a compound containing dibenzothiophene, a compound containing indenylcarbazole, a compound containing indolecarbazole, a compound containing benzofurancarbazole, a compound containing benzothiophenecarbazole, an acridine-containing compound, a dihydroacridine-containing compound, a triindoleacene-containing compound, a pyridine-containing compound, a pyrimidine-containing compound, a triazine-containing compound, a silicon-containing compound, a cyano-containing compound, a phosphine oxide-containing compound, a sulfoxide-containing compound, or a sulfonyl-containing compound.

[0243] In one or more embodiments, the host may be a compound including at least one carbazole ring and at least one cyano group, or a compound containing a phosphine oxide.

[0244] In one or more embodiments, the host may consist of one host. When the host consists of one host, the one host may be a bipolar host, an electron transport host, or a hole transport host, which will be described below.

[0245] In one or more embodiments, the host may be a mixture of two or more different hosts. For example, the host may include a hole transport host, an electron transport host, a bipolar host, or a combination thereof.

[0246] In one or more embodiments, the host may be a combination of an electron transport host and a hole transport host, a combination of two different electron transport hosts, or a combination of two different hole transport hosts. Details about the electron transport host and the hole transport host may be as described herein.

[0247] In one or more embodiments, the host may include an electron transporting host including at least one electron transporting moiety and a hole transporting host without an electron transporting moiety.

[0248] The electron transport moiety used herein may be a cyano group, a cyclic group containing π-electron-deficient nitrogen, or a group represented by one of the following formulae:

[0249] ET part

[0250]

[0251] Wherein, in the above formula, *, *', and *" each represent a binding site with an adjacent atom.

[0252] In one or more embodiments, the electron transport host in the emission layer may include at least one of a cyano group or a cyclic group containing π-electron-deficient nitrogen.

[0253] In one or more embodiments, the electron transport host in the emission layer may include at least one cyano group.

[0254] In one or more embodiments, the electron transport host in the emission layer may include at least one cyano group or at least one cyclic group containing π-electron-deficient nitrogen.

[0255] In one or more embodiments, the hole transport host in the emission layer may include a hole transport portion and may not include an electron transport portion.

[0256] The hole transport moiety used herein may be a π-electron-rich C3 -C 60 Cyclic groups or groups represented by the formula HT moiety:

[0257] HT part

[0258]

[0259] Wherein, in the above formula, *, *', *", and *'" each represent a binding site with an adjacent atom.

[0260] In one or more embodiments, the host may include an electron transport host and a hole transport host, the electron transport host may include at least one cyclic group that does not contain π-electron-deficient nitrogen or at least one electron transport portion, and the hole transport host may include at least one cyclic group that does not contain π-electron-deficient nitrogen or may not include an electron transport portion.

[0261] As used herein, the term "cyclic group containing π-electron-deficient nitrogen" refers to a cyclic group having at least one *-N=*' portion, and may be, for example, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyridazine group, a pyrimidine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, a benzisothiazole group, a benzoxazole group, a benzisoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, or an azacarbazole group; or a fused ring group of two or more cyclic groups containing π-electron-deficient nitrogen.

[0262] The cyclic group not containing π-electron-deficient nitrogen can be a phenyl group, a heptadene group, an indene group, a naphthalene group, an azulene group, an indacene group, an acenaphthene group, a fluorene group, a spirobifluorene group, a benzofluorene group, a dibenzofluorene group, a phenanthren group, a phenanthren group, an anthracene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, The invention may include a tetraphenyl group, a phenanthene group, a perylene group, a pentaphene group, a hexaphenyl group, a pentacene group, a rubine group, a coronene group, an ovalenyl group, a pyrrole group, an isoindole group, an indole group, a furan group, a thiophene group, a benzofuran group, a benzothiophene group, a benzocarbazole group, a dibenzocarbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzothiophene sulfone group, a carbazole group, a dibenzosilole group, an indenocarbazole group, an indolecarbazole group, a benzofuranocarbazole group, a benzothiophenocarbazole group, or a triindolephenyl group; or a condensed ring group of two or more cyclic groups not containing π-electron-deficient nitrogen, but the embodiment is not limited thereto.

[0263] In one or more embodiments, when the host is a combination of an electron transport host and a hole transport host, the weight ratio of the electron transport host to the hole transport host may be from about 1:9 to about 9:1, for example, from about 2:8 to about 8:2, for example, from about 4:6 to about 6:4, or for example, 5: 5. When the weight ratio of the electron transport host to the hole transport host is within the above range, a balance of hole and electron transport in the emission layer can be achieved.

[0264] In one or more embodiments, the bipolar host may include at least one electron transporting moiety or at least one hole transporting moiety.

[0265] In one or more embodiments, the host may include a first compound and a second compound, and

[0266] i) the first compound may be a hole transport host, and the second compound may be an electron transport host,

[0267] ii) the first compound may be an electron transport host, and the second compound may be a hole transport host,

[0268] iii) the first compound and the second compound may each be a bipolar host,

[0269] iv) the first compound may be a hole transporting host and the second compound may be a bipolar host,

[0270] v) the first compound may be an electron transporting host and the second compound may be a bipolar host,

[0271] vi) the first compound may be a bipolar host and the second compound may be a hole transporting host, or

[0272] vii) The first compound may be a bipolar host, and the second compound may be an electron transporting host.

[0273] 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 H50, or compound H51, but embodiments are not limited thereto:

[0274]

[0275] In one or more embodiments, the host may include a compound represented by Formula 301, but the embodiments are not limited thereto:

[0276] Formula 301

[0277]

[0278] Wherein, in Formula 301, Ar 111 and Ar 112 Can be independently:

[0279] Phenylene, naphthylene, phenanthrenyl, or pyrenylene; or

[0280] Phenylene, naphthylene, phenanthrenylene, or pyrenylene, each substituted with at least one of phenyl, naphthyl, anthracenyl, or a combination thereof.

[0281] In formula 301, Ar 113 -Ar 116 Can be independently:

[0282] C 1 -C 10 alkyl, phenyl, naphthyl, phenanthrenyl, or pyrenyl; or

[0283] Phenyl, naphthyl, phenanthrenyl, or pyrenyl, each substituted with at least one of phenyl, naphthyl, anthracenyl, or a combination thereof.

[0284] In Formula 301, g, h, i, and j may each independently be an integer of 0-4, and for example, may each independently be 0, 1, or 2.

[0285] In formula 301, Ar 113 -Ar 116 Can be independently:

[0286] C substituted with at least one of the following 1 -C 10 Alkyl: phenyl, naphthyl, anthracenyl, or a combination thereof;

[0287] Phenyl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, or fluorenyl;

[0288] 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, C2 -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

[0289] A group represented by the following structure:

[0290]

[0291] However, the implementation mode is not limited thereto.

[0292] In one or more embodiments, the host may include a compound represented by Formula 302, but the embodiments are not limited thereto:

[0293] Formula 302

[0294]

[0295] Wherein, in formula 302, Ar 122 -Ar 125 The Ar in Formula 301 can be 113 as described.

[0296] In formula 302, Ar 126 and Ar 127 Can be independently C 1 -C 10 Alkyl (eg, methyl, ethyl, propyl, etc.).

[0297] 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.

[0298] In one or more embodiments, the host may include at least one of compounds H1 to H31:

[0299]

[0300]

[0301] In one or more embodiments, the host may consist of one compound. For example, the one compound may be selected from the first compound (hole transport host) and the second compound (electron transport host) described above.

[0302] In one or more embodiments, the host may include two or more compounds. For example, the host may include two or more different hole transport hosts, two or more different electron transport hosts, or a combination of at least one hole transport host and at least one electron transport host.

[0303] Emitters in the Emission Layer

[0304] The emitter can emit light.

[0305] In one or more embodiments, the emitter may include at least one of the organometallic compounds represented by Formula 1.

[0306] In one or more embodiments, the emitter may be a fluorescent and / or delayed fluorescent emitter that emits fluorescent and / or delayed fluorescent light. 衰减 (E)) can have a decay time of less than 100 microseconds (μs).

[0307] T 衰减 (E) can be measured by time-resolved photoluminescence (TRPL) spectroscopy at room temperature of a film having a thickness of 40 nm formed as follows: -7 The host and the emitter included in the emission layer were vacuum co-deposited on a quartz substrate at a weight ratio of 90:10 under a vacuum degree of 10 torr.

[0308] In one or more embodiments, the emitter may include a tetracyclic or higher carbonyl group or a tetracyclic or higher heterocyclic group.

[0309] In one or more embodiments, the emitter may be an organic compound that does not include a metal.

[0310] In one or more embodiments, the emitter may be a compound represented by one of Formulae 51 to 54, but the embodiments are not limited thereto:

[0311] Formula 51

[0312]

[0313] Formula 52

[0314]

[0315] Formula 53

[0316]

[0317] Formula 54

[0318]

[0319] Wherein, in Formulas 51 to 54,

[0320] X 51 and X 52 can be independently N or B,

[0321] Y 51 Can be single bond, O, S, Se, N(R 501 )、B(R 501 )、C(R 501 )(R 502 ), or Si(R 501 )(R 502 ),

[0322] Y 52 Can be single bond, O, S, Se, N(R 503 )、B(R 503 )、C(R 503 )(R 504 ), or Si(R 503 )(R 504 ),

[0323] Y 53 Can be single bond, O, S, Se, N(R 505 )、B(R 505 )、C(R 505 )(R 506 ), or Si(R 505 )(R 506 ),

[0324] Y 54 Can be single bond, O, S, Se, N(R 507 )、B(R 507 )、C(R 507 )(R 508 ), or Si(R 507 )(R 508 ),

[0325] R 51 -R 65 and R 501 -R 508 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, 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 -C60 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 -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 )、-C(Q 1 )(Q 2 )(Q 3 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9)、-P(=O)(Q 8 )(Q 9 ), or -P(=S)(Q 8 )(Q 9 ),

[0326] R 51 -R 65 and R 501 -R 508 Two or more adjacent groups of R may be optionally bonded to each other to form a group that is unsubstituted or substituted with at least one R 5 Substituted C 5 -C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 5 Substituted C 1 -C 30 Heterocyclic group, R 5 It can be compared with R in Formula 1 1 Same as described,

[0327] 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 -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 C1 -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:

[0328] 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;

[0329] 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 10Heterocycloalkenyl, 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 )、-C(Q 11 )(Q 12 )(Q 13 )、-C(=O)(Q 11 )、-S(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、-P(=O)(Q 18 )(Q 19 )、-P(=S)(Q 18 )(Q 19 ), or a combination thereof;

[0330] 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 -C60 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;

[0331] 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 fused polycyclic group, or monovalent non-aromatic fused 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 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 1 -C 60 Alkylthio, C3 -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 )、-C(Q 21 )(Q 22 )(Q 23 )、-C(=O)(Q 21 )、-S(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 )、-P(Q 28 )(Q 29 )、-P(=O)(Q 28 )(Q 29 )、-P(=S)(Q 28 )(Q 29 ), or a combination thereof; or

[0332] -Si(Q 31 )(Q 32 )(Q 33)、-Ge(Q 31 )(Q 32 )(Q 33 )、-C(Q 31 )(Q 32 )(Q 33 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 )、-P(=O)(Q 38 )(Q 39 ), or -P(=S)(Q 38 )(Q 39 ),and

[0333] 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 60Aryl, 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 -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.

[0334] In one or more embodiments, R 51 -R 65 and R 501 -R 508 The R in Formula 1 can be 1 As described.

[0335] In one or more embodiments, the emitter may be a condensed polycyclic compound or a compound containing a styryl group.

[0336] In one or more embodiments, the emitter may include one of the following: a naphthalene-containing core, a fluorene-containing core, a spirobifluorene-containing core, a benzofluorene-containing core, a dibenzofluorene-containing core, a phenanthrene-containing core, an anthracene-containing core, a fluoranthene-containing core, a benzo[9,10]phenanthrene-containing core, a pyrene-containing core, a A core containing bis(thiophene), a core containing perylene, a core containing pentacene, a core containing indenoanthracene, a core containing tetracene, a core containing bianthracene, or a core represented by one of Formulae 501-1 to 501-21:

[0337]

[0338]

[0339] In one or more embodiments, the emitter may be represented by equation 501, but the embodiments are not limited thereto:

[0340] Formula 501

[0341]

[0342] Wherein, in Formula 501,

[0343] Ar 51 may be a naphthyl group, a fluorene group, a spirobifluorene group, a benzofluorene group, a dibenzofluorene group, a phenanthrene group, an anthracene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, each of which may be unsubstituted or substituted by at least one of the following: A group, a chrysene group, a perylene group, a pentacene group, an indenoanthracene group, a butacene group, a bianthracene group, or a group represented by one of Formulae 501-1 to 501-21: deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, sulfonic acid group 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 511 )(Q512 )(Q 513 )、-Ge(Q 511 )(Q 512 )(Q 513 )、-C(Q 511 )(Q 512 )(Q 513 )、-C(=O)(Q 511 )、-S(=O)(Q 511 )、-S(=O) 2 (Q 511 )、-N(Q 514 )(Q 515 )、-B(Q 516 )(Q 517 )、-P(Q 518 )(Q 519 )、-P(=O)(Q 518 )(Q 519 )、-P(=S)(Q 518 )(Q 519 ), or a combination thereof,

[0344]

[0345]

[0346] L 511 -L 514 may be independently substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0347] a511-a514 can each independently be 0, 1, 2, or 3,

[0348] R 511 -R 513 may be independently substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 3-C 10 Cycloalkyl, 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 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,

[0349] Q 511 -Q 519 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, 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, C2 -C 60 Alkyl heteroaryl, C 2 -C 60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, deuterated, -F, cyano, C 1 -C 20 Alkyl, or C 6 -C 30 At least one substituted C 1 -C 60 Alkyl, or deuterated, -F, cyano, C 1 -C 20 Alkyl, or C 6 -C 30 At least one substituted C 6 -C 60 Aryl, and

[0350] n511 and n512 may each independently be 0, 1, 2, 3, 4, 5, or 6.

[0351] In one or more implementations, in formula 501, the sum of n511 and n512 may be 1 or greater, but the implementation is not limited thereto.

[0352] In one or more embodiments, in Formula 501, R 511 and R 512 Can be independently:

[0353] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, a pyridyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a carbazole group, a triazine group, a dibenzofuranyl group, or a dibenzothiophenyl group; or

[0354] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, each substituted with at least one of the following pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, triazinyl, dibenzofuranyl, or dibenzothiophenyl: 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 -C20 Alkyl, C 1 -C 20 Alkoxy, C 1 -C 20 Alkylthio, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, pyrenyl, yl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, or a combination thereof.

[0355] In one or more embodiments, the emitter may be a compound from group FD1:

[0356] Group FD1

[0357]

[0358]

[0359]

[0360] The maximum emission wavelength of the emission spectrum of the emitter may be at least about 400 nm but not more than about 650 nm. For example, the maximum emission wavelength of the emission spectrum of the emitter may be at least about 400 nm but not more than about 550 nm, at least about 410 nm but not more than about 495 nm, or at least about 450 nm but not more than about 495 nm, but embodiments are not limited thereto. The emitter may emit blue to green light, for example, blue light, but embodiments are not limited thereto. As used herein, the term "maximum emission wavelength" refers to a wavelength at which its emission intensity is the greatest, and may also be referred to as a "peak emission wavelength".

[0361] The amount of the emitter in the emission layer may be about 0.01 wt % to about 15 wt % based on the total weight of the emission layer, but the embodiment is not limited thereto.

[0362] In the emission layer, among amounts of the host, the sensitizer, and the emitter, an amount of the host may be the largest, and an amount of the emitter may be the smallest, but the embodiment is not limited thereto.

[0363] The organic light-emitting device may satisfy condition 1:

[0364] Condition 1

[0365] S 1 (H)>S 1 (S)≥S 1 (E)

[0366] Among them, in condition 1,

[0367] S 1 (H) represents the lowest excited singlet energy level of the host,

[0368] S 1 (S) represents the lowest excited singlet energy level of the sensitizer, and

[0369] S 1 (E) represents the lowest excited singlet energy level of the emitter.

[0370] S 1 (H), S 1 (S), and S 1 (E) can be calculated from the photoluminescence (PL) spectrum of a film having a thickness of 40 nm formed by: -7 The host, sensitizer, or emitter are each vacuum deposited on a quartz substrate under a vacuum level of 100°.

[0371] When Condition 1 is satisfied, the emitter may emit light, and the organic light emitting device may have improved efficiency.

[0372] For example, when condition 1 is satisfied, the ratio of the emission component from the emitter to the total emission component emitted from the emission layer in the organic light-emitting device may be about 85% or more. That is, when the above ratio is satisfied, in the organic light-emitting device, only the emitter may emit light, and the host and the sensitizer may not substantially emit light.

[0373] Singlet and / or triplet excitons generated in the host can be transferred to the sensitizer, triplet excitons in the sensitizer can be converted into singlet excitons by RISC, and then the singlet excitons can be transferred to the emitter by FRET. Since all singlet excitons and triplet excitons of the host can be transferred to the emitter, the organic light-emitting device can have significantly improved lifespan and efficiency.

[0374] The host and the sensitizer may satisfy condition 2:

[0375] Condition 2

[0376] T 1 (H)≥T 1 (S)

[0377] Among them, in condition 2,

[0378] T 1 (H) represents the lowest excited triplet energy level of the host, and

[0379] T 1 (S) represents the lowest excited triplet energy level of the sensitizer.

[0380] Sensitizer in the emissive layer

[0381] The sensitizer may include at least one of the organic metal compounds represented by Formula 1.

[0382] In one or more embodiments, the sensitizer may further include a phosphorescent compound.

[0383] In one or more embodiments, the phosphorescent compound may include at least one metal.

[0384] In one or more embodiments, the phosphorescent compound may include at least one metal (M) that is a transition metal. 11 ), and organic ligands (L 11 ), and L 11 and M 11 One, two, three, or four cyclometallated rings may be formed.

[0385] In one or more embodiments, the phosphorescent compound may be represented by Formula 101:

[0386] Formula 101

[0387] M 11 (L 11 ) n11 (L 12 ) n12

[0388] Wherein, in Formula 101,

[0389] M 11 It can be a transition metal,

[0390] L 11 may be a ligand represented by one of formulae 1-1 to 1-4,

[0391] L 12 It can be a monodentate ligand or a bidentate ligand,

[0392] n11 can be 1,

[0393] n12 can be 0, 1, or 2,

[0394]

[0395] Among them, in formulas 1-1 to 1-4,

[0396] A1-A4 can each independently be a substituted or unsubstituted C 5 -C 30 Carbocyclic group, substituted or unsubstituted C 1 -C 30 Heterocyclic group or non-cyclic group,

[0397] Y 11 -Y 14 Can be independently a chemical bond, O, S, N (R 91 )、B(R 91 )、P(R 91 ), or C(R 91 )(R 92 ),

[0398] T 1 -T 4 can be independently a single bond, a double bond, *-N(R 93 )-*'、*-B(R 93 )-*'、*-P(R 93 )-*'、*-C(R 93 )(R 94 )-*'、*-Si(R 93 )(R 94 )-*'、*-Ge(R 93 )(R 94 )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O) 2 -*'、*-C(R 93 )=*'、*=C(R 93 )-*'、*-C(R 93 )=C(R 94 )-*', *-C(=S)-*', or *-C≡C-*',

[0399] Substituted C 5 -C 30 Substituents of carbocyclic groups, substituted C 1 -C 30 The substituent of the heterocyclic group, and R 91 -R 94 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 -C60 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 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent aromatic fused polycyclic group, a substituted or unsubstituted monovalent aromatic fused heteropolycyclic 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 )、-C(Q 1 )(Q 2 )(Q 3 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9)、-P(=O)(Q 8 )(Q 9 ), or -P(=S)(Q 8 )(Q 9 ), wherein the substituted C 5 -C 30 Substituents of carbocyclic groups and substituted C 1 -C 30 The substituents of the heterocyclic group may each be other than hydrogen.

[0400] * 1 ,* 2 ,* 3 ,and* 4 Each indicates that 11 The binding site, and

[0401] Q 1 -Q 9 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, 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, C1 -C 60 heteroarylthio group, monovalent aromatic fused polycyclic group, monovalent aromatic fused heteropolycyclic group, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, deuterated, -F, cyano, C 1 -C 60 Alkyl, or C 6 -C 60 At least one substituted C 1 -C 60 Alkyl, or deuterated, -F, cyano, C 1 -C 60 Alkyl, or C 6 -C 60 At least one substituted C 6 -C 60 Aryl.

[0402] In one or more embodiments, the transition metal may be platinum (Pt), palladium (Pd), gold (Au), iridium (Ir), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), thulium (Tm), or rhodium (Rh).

[0403] In one or more embodiments, the sensitizer may further include a delayed fluorescence compound.

[0404] In one or more embodiments, the delayed fluorescence compound may be represented by Formula 101 or 102, but the embodiments are not limited thereto:

[0405]

[0406]

[0407] Wherein, in equations 101 and 102,

[0408] A 21 Can be an acceptor group,

[0409] D 21 Can be a donor group,

[0410] m21 may be 1, 2, or 3, and n21 may be 1, 2, or 3,

[0411] The sum of n21 and m21 in Formula 101 may be 5 or less, and the sum of n21 and m21 in Formula 102 may be 6 or less,

[0412] R 201 Can be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, substituted or unsubstituted C1 -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 -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 )、-C(Q 1 )(Q 2 )(Q 3 )、-C(=O)(Q 1 )、-S(=O)(Q 1)、-S(=O) 2 (Q 1 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9 )、-P(=O)(Q 8 )(Q 9 ), or -P(=S)(Q 8 )(Q 9 ), where multiple R 201 may be 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,

[0413] Q 1 -Q 9 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, 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 -C60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 heteroarylthio group, monovalent aromatic fused polycyclic group, monovalent aromatic fused heteropolycyclic group, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, deuterated, -F, cyano, C 1 -C 60 Alkyl, or C 6 -C 60 At least one substituted C 1 -C 60 Alkyl, or deuterated, -F, cyano, C 1 -C 60 Alkyl, or C 6 -C 60 At least one substituted C 6 -C 60 Aryl.

[0414] In one or more embodiments, in Formulas 101 and 102, D 21 It may be a substituted or unsubstituted cyclic group that does not contain π-electron-deficient nitrogen.

[0415] In one or more embodiments, the cyclic group not containing π-electron-deficient nitrogen may be a phenyl group, a heptadiene group, an indene group, a naphthalene group, an azulene group, an indacene group, an acenaphthene group, a fluorene group, a spirobifluorene group, a benzofluorene group, a dibenzofluorene group, a phenanthene group, a phenanthren group, an anthracene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, The invention may include a tetraphenyl group, a phenanthene group, a perylene group, a pentaphene group, a hexaphenyl group, a pentacene group, a rubine group, a coronene group, an ovalenyl group, a pyrrole group, an isoindole group, an indole group, a furan group, a thiophene group, a benzofuran group, a benzothiophene group, a benzocarbazole group, a dibenzocarbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzothiophene sulfone group, a carbazole group, a dibenzosilole group, an indenocarbazole group, an indolecarbazole group, a benzofuranocarbazole group, a benzothiophenocarbazole group, or a triindolephenyl group; or a condensed ring group of two or more cyclic groups not containing π-electron-deficient nitrogen, but the embodiment is not limited thereto.

[0416] In one or more embodiments, in Formulas 101 and 102, A 21 Can be:

[0417] -F, cyano, or a cyclic group containing π-electron-deficient nitrogen;

[0418] Each of the C 1 -C60 An alkyl group, a cyclic group containing a π-electron-deficient nitrogen, or a cyclic group not containing a π-electron-deficient nitrogen; or

[0419] Deuterium, C 1 -C 60 At least one substituted π-electron-deficient nitrogen-containing cyclic group of an alkyl group, a π-electron-deficient nitrogen-containing cyclic group, or a π-electron-deficient nitrogen-free cyclic group.

[0420] In one or more embodiments, the cyclic group not containing π-electron-deficient nitrogen may be the same as described herein.

[0421] As used herein, the term "cyclic group containing π-electron-deficient nitrogen" refers to a cyclic group having at least one *-N=*' portion, and may be, for example, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyridazine group, a pyrimidine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, a benzisothiazole group, a benzoxazole group, a benzisoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, an azacarbazole group, or a benzimidazolobenzimidazole group; or a fused ring group of two or more cyclic groups containing π-electron-deficient nitrogen.

[0422] In one or more embodiments, the amount of the sensitizer in the organic layer may be greater than the amount of the emitter in the organic layer based on volume. For example, the volume ratio of the sensitizer to the emitter may be from about 30:0.1 to about 10:3, or from about 10:0.1 to about 20:5. For example, the weight ratio of the sensitizer to the emitter may be in the range of about 10:0.1 to about 20:5. The volume ratio of the host to the sensitizer in the organic layer may be in the range of about 60:40 to about 95:5, or from about 70:30 to about 90:10. In one or more embodiments, the weight ratio of the host to the sensitizer may be from about 60:40 to about 95:5. When the above amount ranges are met, the organic light-emitting device may have improved luminous efficiency and / or life characteristics.

[0423] Figure 1 FIG. 1 is a schematic cross-sectional view of an organic light-emitting device 10 according to one or more embodiments. Figure 1The structure and manufacturing method of the organic light emitting device 10 according to one or more embodiments are described. The organic light emitting device 10 has a structure in which a first electrode 11, an organic layer 15, and a second electrode 19 are sequentially stacked in the stated order.

[0424] A substrate may be additionally disposed under the first electrode 11 or on the second electrode 19. For use as the substrate, any suitable substrate used in an organic light-emitting device available in the art may be used, and the substrate may be a glass substrate or a transparent plastic substrate each having excellent mechanical strength, thermal stability, transparency, surface smoothness, easy handling (processing), and / or water resistance.

[0425] 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).

[0426] 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.

[0427] The organic layer 15 is disposed on the first electrode 11 .

[0428] The organic layer 15 may include an emission layer, and may further include a hole transport region, an electron transport region, or a combination thereof.

[0429] The hole transport region may be disposed between the first electrode 11 and the emission layer.

[0430] 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.

[0431] The hole transport region may include only a hole injection layer or only 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.

[0432] 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, or Langmuir-Blodgett (LB) deposition, but the embodiment is not limited thereto.

[0433] 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 The vacuum pressure is in the range of 1000 torr, and at about 0.01 angstrom / second. to about The deposition rate may be in the range of 100 Å / s, but the embodiment is not limited thereto.

[0434] 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 in the range 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.

[0435] Conditions for forming the hole transport layer and the electron blocking layer may be similar to or the same as conditions for forming the hole injection layer.

[0436] 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-tolyl)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, or a compound represented by Formula 202, but the embodiment is not limited thereto:

[0437]

[0438] Formula 201

[0439]

[0440] Formula 202

[0441]

[0442] Wherein, in formula 201, Ar 101 and Ar 102 Can be independently:

[0443] 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

[0444] 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, 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 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, or a combination thereof.

[0445] 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.

[0446] In equations 201 and 202, R 101 -R 108 , R 111 -R 119 , and R 121 -R 124 Can be independently:

[0447] 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;

[0448] 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;

[0449] Phenyl, naphthyl, anthracenyl, fluorenyl, or pyrenyl; or

[0450] 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.

[0451] In formula 201, R 109 Can be:

[0452] phenyl, naphthyl, anthracenyl, or pyridyl; or

[0453] 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 -C20 Alkyl, C 1 -C 20 Alkoxy, C 1 -C 20 alkylthio, phenyl, naphthyl, anthracenyl, pyridyl, or a combination thereof.

[0454] In one or more embodiments, the compound represented by Formula 201 may be represented by Formula 201A, but the embodiments are not limited thereto:

[0455] Formula 201A

[0456]

[0457] Wherein, in Formula 201A, R 101 , R 111 , R 112 , and R 109 Each may be the same as described herein.

[0458] In one or more embodiments, the compounds represented by Formulae 201 and 202 may include at least one of compounds HT1 to HT20, but the embodiments are not limited thereto:

[0459]

[0460]

[0461]

[0462] The thickness of the hole transport region may be about to about For example 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 to about And the thickness of the hole transport layer may be about to about For example 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.

[0463] 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.

[0464] The charge generating material may be, for example, a p-dopant. The p-dopant may include a quinone derivative, a metal oxide, or one of a compound containing a cyano group, but the embodiment is not limited thereto. 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), 1,4,5,8,9,11-hexaazabenzo[9,10]phenanthrene-hexanitrile (HAT-CN), 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 compounds HT-D1 or F12, but the embodiment is not limited thereto:

[0465]

[0466] The hole transport region may include a buffer layer.

[0467] The buffer layer may compensate for an optical resonance distance according to a wavelength of light emitted from the emission layer, and thus, efficiency of the formed organic light emitting device may be improved.

[0468] When the hole transport region includes an electron blocking layer, the material used to form the electron blocking layer can be selected from the materials used to form the hole transport region described above and the host material described above, 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 can be the mCP described above.

[0469] The emission layer may be formed on the hole transport region by using 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.

[0470] 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.

[0471] 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.

[0472] The thickness of the emission layer may be about to about For example 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.

[0473] Next, the electron transport region is disposed on the emission layer.

[0474] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0475] 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.

[0476] Conditions for forming the hole blocking layer, the electron transport layer, and the electron injection layer may be similar to or the same as conditions for forming the hole injection layer.

[0477] 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), or bis(2-methyl-8-hydroxyquinoline-N1,08)-(1,1′-biphenyl-4-hydroxy)aluminum (BAlq), but embodiments are not limited thereto:

[0478]

[0479] The thickness of the hole blocking layer may be about to about For example 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.

[0480] 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), or 4-(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), but the embodiments are not limited thereto:

[0481]

[0482] 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:

[0483]

[0484]

[0485]

[0486] The thickness of the electron transport layer may be about to about For example 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.

[0487] The electron transport layer may further include a material containing a metal in addition to the materials described above.

[0488] 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:

[0489]

[0490] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 19 .

[0491] The electron injection layer may include LiF, NaCl, CsF, Li 2 O, BaO, or a combination thereof.

[0492] The thickness of the electron injection layer may be about to about For example 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.

[0493] The second electrode 19

[0494] The second electrode 19 is arranged on the organic layer 15. The second electrode 19 may be a cathode. The material for forming 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, lithium (Li), magnesium (Mg), aluminum (Al), silver (Ag), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), or magnesium-silver (Mg-Ag) may be used as a material for forming the second electrode 19. 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.

[0495] In the above, reference has been made to Figure 1 The organic light emitting device 10 is described, but the embodiment is not limited thereto.

[0496] Another aspect provides an electronic device including the organic light emitting device.

[0497] In addition to the organic light-emitting device as described herein, the electronic device may further include a thin film transistor. The thin film transistor may include a source electrode, a drain electrode, and an active layer, wherein either the source electrode or the drain electrode may be electrically connected to either the first electrode or the second electrode of the organic light-emitting device.

[0498] Another aspect of the present disclosure provides a diagnostic composition comprising at least one of the organometallic compounds represented by Formula 1.

[0499] The diagnostic composition may include at least one organometallic compound represented by Formula 1.

[0500] Since the organometallic compound represented by Formula 1 provides high luminescence efficiency, a diagnostic composition including at least one of the organometallic compounds represented by Formula 1 may have excellent diagnostic efficiency.

[0501] 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.

[0502] As used herein, the term "C 1 -C 60 "Alkyl" refers to a straight chain or branched saturated aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms. 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.

[0503] C1 -C 60 Alkyl, C 1 -C 20 Alkyl, and / or C 1 -C 10 Non-limiting examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, secondary decyl, or tert-decyl: methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl, tert-decyl, or a combination thereof. For example, Formula 9-33 is a branched C 6 Alkyl, for example, tert-butyl substituted with two methyl groups.

[0504] As used herein, the term "C 1 -C 60 "Alkoxy" refers to a 101 (A 101 C 1 -C 60 C 1 -C 60 Alkoxy, C 1 -C 20 Alkoxy, or C 1 -C 10 Non-limiting examples of alkoxy groups include methoxy, ethoxy, propoxy, butoxy, pentoxy, and the like. The term "alkoxy" as used herein 1 -C 60 "Alkylthio" refers to -SA 101’ (A 101’ C 1 -C 60 A monovalent group represented by an alkyl group.

[0505] As used herein, the term "C 2 -C 60 "Alkenyl" refers to a group consisting of 2 -C 60The 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, etc. 2 -C 60 "Alkenylene" refers to a 2 -C 60 Alkenyl is a divalent group of the same structure.

[0506] 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.

[0507] 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. As used herein, the term "C 3 -C 10 "Cycloalkylene" refers to a cycloalkylene having a 3 -C 10 Cycloalkyl is a divalent group of the same structure.

[0508] C 3 -C 10 Non-limiting examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.1]heptyl (norbornyl), bicyclo[2.2.2]octyl, and the like.

[0509] 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 atom and 1 to 10 carbon atoms as ring atoms. 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.

[0510] C 1 -C10 Non-limiting examples of heterocycloalkyl include silacyclopentyl, silacyclohexyl, tetrahydrofuranyl, tetrahydro-2H-pyranyl, tetrahydrothienyl, and the like.

[0511] As used herein, the term "C 3 -C 10 "Cycloalkenyl" refers to a monovalent hydrocarbon 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, etc. As used herein, the term "C 3 -C 10 "Cycloalkenylene" refers to a 3 -C 10 Cycloalkenyl is a divalent group of the same structure.

[0512] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent cyclic 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.

[0513] 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, and as used herein, the term "C 6 -C 60 "Arylene" refers to a divalent group having a carbocyclic aromatic ring system having 6 to 60 carbon 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.

[0514] 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.

[0515] As used herein, the term "C 1 -C 60 "Heteroaryl" refers to a monovalent group having an aromatic 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 an aromatic 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 60 When the heteroarylene groups each include two or more rings, the rings may be fused to each other.

[0516] 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.

[0517] 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).

[0518] 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).

[0519] The term "monovalent non-aromatic fused polycyclic group" as used herein refers to a monovalent group (e.g., having 8-60 carbon atoms) that has two or more rings fused to each other, has only carbon atoms as ring-forming atoms, and does not have aromaticity in 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.

[0520] The term "monovalent non-aromatic fused heteropolycyclic group" as used herein refers to a monovalent group (e.g., having 1-60 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 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 the monovalent non-aromatic fused heteropolycyclic group.

[0521] 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. As used herein, "(unsubstituted or replaced by at least one R 1aReplaced)C 5 -C 30 Examples of the "carbocyclic group" may include (each unsubstituted or substituted by at least one R 1a substituted) adamantane group, norbornene group, bicyclo[1.1.1]pentane group, bicyclo[2.1.1]hexane group, bicyclo[2.2.1]heptane (norbornane) group, bicyclo[2.2.2]octane group, cyclopentane group, cyclohexane group, cyclohexene group, phenyl group, naphthalene group, anthracene group, phenanthrene group, benzo[9,10]phenanthrene group, pyrene group, group, a 1,2,3,4-tetrahydronaphthalene group, a cyclopentadiene group, an indene group, or a fluorene group.

[0522] As used herein, the term "C 1 -C 30 The term "heterocyclic group" refers to a saturated or unsaturated cyclic group comprising 1 to 30 carbon atoms as ring atoms and at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring atom. 1 -C 30 The heterocyclic group may be a monocyclic group or a polycyclic group. As used herein, "(unsubstituted or replaced by at least one R 1a Replaced)C 1 -C 30 Non-limiting examples of "heterocyclic groups" include (each unsubstituted or substituted by at least one R 1asubstituted) thiophene group, furan group, pyrrole group, thiol group, borolide group, phospholide group, selenophene group, germanol group, benzothiophene group, benzofuran group, indole group, thiol group, benzothiol group, benzoborol group, benzophospholide group, benzoselenophene group, benzogermanol group, dibenzothiophene group, dibenzofuran group, carbazole group, dibenzothiol group, dibenzoborol group, a pentadiene group, a dibenzophosphoside group, a dibenzoselenophene group, a dibenzogermanoside group, a dibenzothiophene 5-oxide group, a 9H-fluoren-9-one group, a dibenzothiophene 5,5-dioxide group, an azabenzothiophene group, an azabenzofuran group, an azaindole group, an azaindene group, an azabenzothiorrole group, an azabenzoborole group, an azabenzophosphoside group, an azabenzoselenophene group, an azabenzogermanoside group, a dibenzothiophene 5-oxide group, a 9H-fluoren-9-one group, a dibenzothiophene 5,5-dioxide group, an azabenzothiophene group, an azabenzofuran group, an azaindole group, an azaindene group, an azabenzothiorrole group, an azabenzoborole group, an azabenzophosphoside group, an azabenzoselenophene group, an azabenzogermanoside group, azadibenzothiophene group, azadibenzofuran group, azacarbazole group, azafluorene group, azadibenzosilole group, azadibenzoborole group, azadibenzophosphole group, azadibenzoselenophene group, azadibenzogermanol group, azadibenzothiophene 5-oxide group, aza-9H-fluorene-9-one group, azadibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, an oxazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline 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.

[0523] As used herein, the term "TMS" means *-Si(CH 3 ) 3 , and the term "TMG" as used herein means *-Ge(CH 3 ) 3 As used herein, the term “(C 1 -C 20 "alkyl)X group" means a group consisting of at least one C 1 -C 20 Alkyl substituted X group. For example, "(C 1 -C 20 "Alkyl)phenyl" means a 1 -C 20 Alkyl substituted phenyl.

[0524] Unless otherwise defined, the substituted C5 -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 -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 Heteroarylthio group, substituted monovalent non-aromatic condensed polycyclic group, substituted monovalent non-aromatic condensed heteropolycyclic group, substituted C 3 -C 10 Cycloalkylene, substituted C 1 -C 10 Heterocycloalkylene, substituted C 3 -C 10 Cycloalkenylene, substituted C 1 -C 10 Heterocycloalkenylene, substituted C 6 -C 60 Arylene, substituted C 1 -C60 At least one substituent of the heteroarylene group, the substituted divalent non-aromatic condensed polycyclic group, and the substituted divalent non-aromatic condensed heteropolycyclic group may be:

[0525] 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;

[0526] 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 -C60 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 )、-C(Q 11 )(Q 12 )(Q 13 )、-C(=O)(Q 11 )、-S(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、-P(=O)(Q 18 )(Q 19 )、-P(=S)(Q 18 )(Q 19 ), or a combination thereof;

[0527] 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, C2 -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;

[0528] 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 fused polycyclic group, or monovalent non-aromatic fused 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 -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 10Heterocycloalkyl, 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 )、-C(Q 21 )(Q 22 )(Q 23 )、-C(=O)(Q 21 )、-S(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 )、-P(Q 28 )(Q 29 )、-P(=O)(Q 28 )(Q 29 )、-P(=S)(Q 28 )(Q 29 ), or a combination thereof; or

[0529] -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-C(Q31 )(Q 32 )(Q 33 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 )、-P(=O)(Q 38 )(Q 39 ), or -P(=S)(Q 38 )(Q 39 ),and

[0530] 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 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.

[0531] Hereinafter, the organic metal compound represented by Formula 1 and the organic light-emitting device according to one or more embodiments will be described in further detail with reference to Synthesis Examples and Examples, but the embodiments are 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.

[0532] Example

[0533] Synthesis Example 1: Synthesis of Compound 8

[0534]

[0535] (1) Synthesis of Compound 8-C

[0536] Compound 8-A (15.0 g, 45.8 mmol), compound 8-B (17.3 g, 50.3 mmol), tris(dibenzylideneacetone)dipalladium(0) (Pd 2 (dba) 3 ) (4.19 g, 4.58 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (SPhos) (3.76 g, 9.15 mmol), and K 2 CO 3 (8.22 g, 59.5 mmol) was added to a round-bottom flask and then mixed with 1,4-dioxane / H 2O (200mL / 50mL). The resulting reaction solution was stirred at 110°C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated aqueous ammonium chloride solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 19.7 g (73% yield) of Compound 8-C.

[0537] High performance liquid chromatography (HPLC)-mass spectrometry (MS): 591.36 [M+H] + .

[0538] (2) Synthesis of Compound 8-D

[0539] Compound 8-C (19.5 g, 33.0 mmol) and K 2 CO 3 (13.7 g, 99.0 mmol) was added to a round-bottom flask and then mixed with DMF (400 mL). The resulting reaction solution was stirred at 100 ° C for 12 hours. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated ammonium chloride aqueous solution were added to the reaction solution. The organic solution layer was extracted with ethyl acetate and anhydrous MgSO 4 Dry, then dry. The filtrate was concentrated and purified by silica gel column chromatography to obtain 16.5 g (88% yield) of compound 8-D.

[0540] HPLC-MS: 571.78 [M+H] + .

[0541] (3) Synthesis of Compound 8-E

[0542] Compound 8-D (16.5 g, 28.9 mmol), palladium on carbon (Pd / C) (10 wt %, 3.08 g, 2.89 mmol on carbon), and ammonium formate (36.5 g, 578 mmol) were added to a round-bottom flask and then mixed with methanol (300 mL). The resulting reaction solution was stirred at 80 ° C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated aqueous ammonium chloride solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 13.1 g (84% yield) of Compound 8-E.

[0543] HPLC-MS: 541.37 [M+H] + .

[0544] (4) Synthesis of Compound 8-G

[0545] Compound 8-E (13.0 g, 24.0 mmol), compound 8-F (12.5 g, 26.4 mmol), Pd 2 (dba) 3 (1.10 g, 1.20 mmol), SPhos (0.987 g, 2.40 mmol), and sodium tert-butoxide (NaOtBu) (3.00 g, 31.3 mmol) were added to a round-bottom flask and then mixed with toluene (200 mL). The resulting reaction solution was stirred at 110° C. for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous ammonium chloride solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 19.1 g (85% yield) of Compound 8-G.

[0546] HPLC-MS: 932.51[M+H] + .

[0547] (5) Synthesis of Compound 8-H

[0548] Compound 8-G (19.1 g, 20.5 mmol) and hydrochloric acid solution (35%, 2.00 mL, 22.6 mmol) were added to a round-bottom flask and then mixed with triethyl orthoformate (200 mL). The resulting reaction solution was stirred at 80 ° C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated ammonium chloride aqueous solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 18.3 g (91% yield) of Compound 8-H.

[0549] (6) Synthesis of Compound 8

[0550] Compound 8-H (18.2 g, 18.6 mmol), K 2 PtCl 4 (8.50 g, 20.5 mmol), and sodium acetate (NaOAc) (4.58 g, 55.8 mmol) were added to a round-bottom flask and then mixed with dioxane (250 mL). The resulting reaction solution was stirred at 100 ° C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated ammonium chloride aqueous solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 5.8 g (27% yield) of Compound 8.

[0551] HPLC-MS: 1134.54 [M+H] + .

[0552] Synthesis Example 2: Synthesis of Compound 10

[0553]

[0554] (1) Synthesis of Compound 10-C

[0555] Compound 10-A (10.0 g, 30.5 mmol), compound 10-B (11.8 g, 33.6 mmol), Pd 2 (dba) 3 (2.79 g, 3.05 mmol), SPhos (2.50 g, 6.10 mmol), and K 2 CO 3 (5.48 g, 39.7 mmol) was added to a round-bottom flask and then mixed with 1,4-dioxane / H 2 O (100mL / 25mL). The resulting reaction solution was stirred at 110°C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated aqueous ammonium chloride solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 12.1 g (66% yield) of compound 10-C.

[0556] HPLC-MS: 598.27 [M+H] + .

[0557] (2) Synthesis of Compound 10-D

[0558] Compound 10-C (12.0 g, 20.0 mmol) and K 2 CO 3 (8.32 g, 60.2 mmol) was added to a round-bottom flask and then mixed with dimethylformamide (DMF) (250 mL). The resulting reaction solution was stirred at 100° C. for 12 hours. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated aqueous ammonium chloride solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate and anhydrous MgSO 4Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 9.7 g (84% yield) of compound 10-D.

[0559] HPLC-MS: 578.28 [M+H] + .

[0560] (3) Synthesis of Compound 10-E

[0561] Compound 10-D (9.50 g, 16.4 mmol), Pd / C (10 wt %, 1.75 g, 1.64 mmol on carbon), and ammonium formate (20.7 g, 328 mmol) were added to a round-bottom flask and then mixed with methanol (100 mL). The resulting reaction solution was stirred at 80 ° C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated ammonium chloride aqueous solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 7.2 g (76% yield) of compound 10-E.

[0562] HPLC-MS: 548.29 [M+H] + .

[0563] (4) Synthesis of Compound 10-G

[0564] Compound 10-E (7.10 g, 13.0 mmol), compound 10-F (6.72 g, 14.3 mmol), Pd 2 (dba) 3 (0.593 g, 0.650 mmol), SPhos (0.532 g, 1.30 mmol), and NaOtBu (1.62 g, 16.9 mmol) were added to a round-bottom flask and then mixed with toluene (100 mL). The resulting reaction solution was stirred at 110° C. for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous ammonium chloride solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 8.6 g (71% yield) of Compound 10-G.

[0565] HPLC-MS: 938.45 [M+H] + .

[0566] (5) Synthesis of Compound 10-H

[0567] Compound 10-G (8.50 g, 9.06 mmol) and hydrochloric acid solution (35%, 0.88 mL, 9.97 mmol) were added to a round-bottom flask and then mixed with triethyl orthoformate (60 mL). The resulting reaction solution was stirred at 80 ° C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated ammonium chloride aqueous solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 7.9 g (89% yield) of compound 10-H.

[0568] (6) Synthesis of Compound 10

[0569] Compound 10-H (8.50 g, 8.63 mmol), K 2 PtCl 4 (3.94 g, 9.50 mmol), and NaOAc (2.12 g, 25.9 mmol) were added to a round-bottom flask and then mixed with dioxane (160 mL). The resulting reaction solution was stirred at 100 ° C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated aqueous ammonium chloride were added to the reaction solution. The organic solution layer was extracted therefrom with ethyl acetate and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 2.1 g (21% yield) of Compound 10.

[0570] HPLC-MS: 1141.38 [M+H] + .

[0571] Synthesis Example 3: Synthesis of Compound 471

[0572]

[0573] (1) Synthesis of Compound 471-C

[0574] Compound 471-A (5.86 g, 17.8 mmol), compound 471-B (15.7 g, 44.6 mmol), Pd 2 (dba) 3 (0.814 g, 0.89 mmol), SPhos (0.730 g, 1.78 mmol), and K 2 CO 3 (3.20 g, 23.1 mmol) was added to a round-bottom flask and then mixed with 1,4-dioxane / H 2O (100mL / 25mL). The resulting reaction solution was stirred at 110°C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated aqueous ammonium chloride solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 7.1 g (77% yield) of compound 471-C.

[0575] HPLC-MS: 517.20 [M+H] + .

[0576] (2) Synthesis of Compound 471-D

[0577] Compound 471-C (7.1 g, 13.7 mmol) and K 2 CO 3 (5.68 g, 41.1 mmol) was added to a round-bottom flask and then mixed with dimethylformamide (DMF) (250 mL). The resulting reaction solution was stirred at 100° C. for 12 hours. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated aqueous ammonium chloride solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 5.2 g (76% yield) of compound 471-D.

[0578] HPLC-MS: 497.20 [M+H] + .

[0579] (3) Synthesis of Compound 471-E

[0580] Compound 471-D (5.2 g, 10.4 mmol), Pd / C (10 wt %, 1.10 g, 1.04 mmol on carbon), and ammonium formate (13.1 g, 208 mmol) were added to a round-bottom flask and then mixed with methanol (100 mL). The resulting reaction solution was stirred at 80 ° C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated ammonium chloride aqueous solution were added to the reaction solution. The organic solution layer was extracted from it using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 4.8 g (98% yield) of compound 471-E.

[0581] HPLC-MS: 467.22 [M+H] + .

[0582] (4) Synthesis of Compound 471-G

[0583] Compound 471-E (4.80 g, 10.2 mmol), compound 471-F (5.28 g, 11.2 mmol), Pd 2 (dba) 3 (0.467 g, 0.510 mmol), SPhos (0.418 g, 1.02 mmol), and NaOtBu (1.26 g, 13.2 mmol) were added to a round-bottom flask and then mixed with toluene (100 mL). The resulting reaction solution was stirred at 110° C. for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous ammonium chloride solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 7.4 g (85% yield) of compound 471-G.

[0584] HPLC-MS: 857.39 [M+H] + .

[0585] (5) Synthesis of Compound 471-H

[0586] Compound 471-G (7.40 g, 8.63 mmol) and hydrochloric acid solution (35%, 0.83 mL, 9.49 mmol) were added to a round-bottom flask and then mixed with triethyl orthoformate (80 mL). The resulting reaction solution was stirred at 80 ° C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated ammonium chloride aqueous solution were added to the reaction solution. The organic solution layer was extracted from it using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 7.7 g (98% yield) of compound 471-H.

[0587] (6) Synthesis of Compound 471

[0588] Compound 471-H (7.7 g, 8.52 mmol), K 2 PtCl 4(3.94 g, 9.50 mmol), and NaOAc (2.09 g, 25.5 mmol) were added to a round-bottom flask and then mixed with dioxane (160 mL). The resulting reaction solution was stirred at 100 ° C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated ammonium chloride aqueous solution were added to the reaction solution. The organic solution layer was extracted therefrom with ethyl acetate and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 4.6 g (50% yield) of Compound 471.

[0589] HPLC-MS: 1060.35[M+H] + .

[0590] Synthesis Example 4: Synthesis of Compound 472

[0591]

[0592] (1) Synthesis of Compound 472-C

[0593] Compound 472-A (10.7 g, 32.6 mmol), compound 472-B (22.6 g, 55.4 mmol), Pd 2 (dba) 3 (0.814 g, 1.49 mmol), SPhos (1.33 g, 3.26 mmol), and K 2 CO 3 (5.86 g, 42.4 mmol) was added to a round-bottom flask and then mixed with 1,4-dioxane / H 2 O (100mL / 25mL). The resulting reaction solution was stirred at 110°C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated aqueous ammonium chloride solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 16.1 g (86% yield) of compound 472-C.

[0594] HPLC-MS: 573.29 [M+H] + .

[0595] (2) Synthesis of Compound 472-D

[0596] Compound 472-C (16.1 g, 28.1 mmol) and K 2 CO 3(11.6 g, 84.3 mmol) was added to a round-bottom flask and then mixed with dimethylformamide (DMF) (300 mL). The resulting reaction solution was stirred at 100° C. for 12 hours. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated aqueous ammonium chloride solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 4.0 g (26% yield) of compound 472-D.

[0597] HPLC-MS: 553.28 [M+H] + .

[0598] (3) Synthesis of Compound 472-E

[0599] Compound 472-D (4.0 g, 7.23 mmol), Pd / C (10 wt %, 0.769 g, 0.723 mmol on carbon), and ammonium formate (9.08 g, 144 mmol) were added to a round-bottom flask and then mixed with methanol (50 mL). The resulting reaction solution was stirred at 80 ° C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated ammonium chloride aqueous solution were added to the reaction solution. The organic solution layer was extracted from it using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 3.39 g (89% yield) of compound 472-E.

[0600] HPLC-MS: 523.30 [M+H] + .

[0601] (4) Synthesis of Compound 472-G

[0602] Compound 472-E (3.39 g, 6.48 mmol), compound 472-F (3.21 g, 6.80 mmol), Pd 2 (dba) 3 (0.296 g, 0.324 mmol), SPhos (0.266 g, 0.648 mmol), and NaOtBu (0.810 g, 8.42 mmol) were added to a round-bottom flask and then mixed with toluene (100 mL). The resulting reaction solution was stirred at 110° C. for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous ammonium chloride solution were added to the reaction solution. The organic solution layer was extracted therefrom using ethyl acetate, and anhydrous MgSO 4Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 5.34 g (90% yield) of compound 472-G.

[0603] HPLC-MS: 913.48 [M+H] + .

[0604] (5) Synthesis of Compound 472-H

[0605] Compound 472-G (5.34 g, 5.85 mmol) and hydrochloric acid solution (35%, 0.57 mL, 6.43 mmol) were added to a round-bottom flask and then mixed with triethyl orthoformate (80 mL). The resulting reaction solution was stirred at 80 ° C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated ammonium chloride aqueous solution were added to the reaction solution. The organic solution layer was extracted from it using ethyl acetate, and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 5.19 g (92% yield) of compound 472-H.

[0606] (6) Synthesis of Compound 472

[0607] Compound 472-H (5.19 g, 5.40 mmol), K 2 PtCl 4 (2.46 g, 5.94 mmol), and NaOAc (1.33 g, 16.2 mmol) were added to a round-bottom flask and then mixed with dioxane (100 mL). The resulting reaction solution was stirred at 100 ° C for 12 hours under reflux. After the reaction was completed, the temperature was lowered to room temperature, and then ethyl acetate and saturated aqueous ammonium chloride were added to the reaction solution. The organic solution layer was extracted therefrom with ethyl acetate and anhydrous MgSO 4 Dried and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 3.7 g (61% yield) of compound 472.

[0608] HPLC-MS: 1116.48 [M+H] + .

[0609] Evaluation Example 1: Evaluation of emission spectrum

[0610] For the compounds listed in Table 2, the compounds were diluted to 1 x 10 -4 The concentration of M was determined and the PL (photoluminescence) spectrum was measured at room temperature using an ISC PC1 fluorescence spectrometer equipped with a xenon lamp. The maximum emission wavelength (λ max ), the maximum emission wavelength of the second peak (the second peak λmax ), and the intensity of the second peak (second peak intensity), and the results are shown in Table 2.

[0611] Table 2

[0612] Compound No. <![CDATA[λ max (nm)]]> <![CDATA[Second peak λ max (nm)]]> The second peak intensity Compound 471 459 487 0.321 Compound 472 458 486 0.312 Compound 8 458 487 0.322 Compound B 461 490 0.367 Compound C 459 486 0.332 Compound D 461 489 0.387

[0613]

[0614] Referring to Table 2 above, it is found that the organometallic compound according to one embodiment exhibits high color purity of the emission spectrum and reduced second peak intensity.

[0615] Example 1

[0616] A glass substrate having a 50 nm thick ITO electrode was ultrasonically cleaned in acetone, isopropyl alcohol, and pure water for 15 minutes each, and then subjected to UV ozone cleaning for 30 minutes.

[0617] Subsequently, 2-(7-dicyanomethylene-1,3,4,5,6,8,9,10-octafluoro-7H-pyrene-2-ylidene)-malononitrile (NDP-9) was sequentially deposited on the ITO electrode (anode) on the glass substrate to a thickness of 10 nm, HT3 was deposited to a thickness of 40 nm, and 2,2'-di(9H-carbazole-9-yl)biphenyl (o-CBP) was deposited to a thickness of 10 nm.

[0618] Then, a light-emitting layer having a thickness of 30 nm was formed by co-depositing a first host (H1), a second host (H2), and a compound 471 (emitter) on the o-CBP layer. The weight ratio of the first host (H1) to the second host (H2) was 60:40, and the amount of the compound 471 was 15 wt % based on the total weight of the first host, the second host, and the emitter.

[0619] An organic light-emitting device having the following structure was manufactured by depositing 9-(3-(9H-carbazole-9-yl)phenyl)-9H-carbazole-3,6-dicarbonitrile (mCP-2CN) on the light-emitting layer to a thickness of 10 nm, co-depositing DPEPO and LiQ to a thickness of 30 nm in a weight ratio of 1:1, depositing LiQ to a thickness of 1 nm, and depositing Al to a thickness of 100 nm: ITO (50 nm) / NDP-9 (10 nm) / HT3 (40 nm) / o-CBP (10 nm) / light-emitting layer (30 nm) / mCP-2CN (10 nm) / DPEPO: LiQ (1:1) (30 nm) / LiQ (1 nm) / Al (100 nm).

[0620]

[0621] Examples 2 to 3 and Comparative Examples 1 to 3

[0622] An organic light emitting device was manufactured using the same method as in Example 1, except that the compounds described in Table 3 were used as the light emitting layer emitter.

[0623] The conversion efficiency (cd / A / y) and T of the organic light-emitting devices manufactured in Examples 1 to 3 and Comparative Examples 1 to 3 were measured and evaluated using a current-voltage meter (Keithley 2400) and a luminance meter (Minolta Cs-1000A). 95 Life characteristics (at 1200cd / m 2 The results are shown in Table 3 below, and the conversion efficiency and T 95 The life characteristics are each shown as a relative value with respect to Comparative Example 1.

[0624] Table 3

[0625]

[0626]

[0627]

[0628] Referring to Table 3 above, it is found that the organic light-emitting device according to one embodiment has excellent luminous efficiency and lifespan characteristics. In addition, it is found that the organic light-emitting devices of Examples 1 to 3 have higher luminous efficiency and longer or equivalent lifespan than the organic light-emitting devices of Comparative Examples 1 to 3.

[0629] Example 4

[0630] The glass substrate with the ITO electrode was cut into a size of 50 mm x 50 mm x 0.5 mm, ultrasonically cleaned in acetone, isopropyl alcohol, and pure water for 15 minutes each, and then subjected to UV ozone cleaning for 30 minutes.

[0631] Subsequently, HAT-CN was deposited on the ITO electrode (anode) of the substrate to form a A hole injection layer having a thickness of A first hole transport layer having a thickness of and depositing mCP on the second hole transport layer to form a second hole transport layer having a thickness of The thickness of the electron blocking layer is .

[0632] On the electron blocking layer, a first host (H1), a second host (H2), a sensitizer (compound 471), and an emitter (compound BD1-10) are co-deposited to form At this time, the first host and the second host are mixed in a weight ratio of 60:40, and the sensitizer and the emitter are adjusted to 15 wt % and 1 wt % respectively based on the total weight of the first host, the second host, the sensitizer, and the emitter.

[0633] DBFPO is deposited on the above-mentioned light-emitting layer to form A hole blocking layer having a thickness of , DBFPO and Liq are co-deposited on the hole blocking layer at a weight ratio of 5:5 to form a An electron transport layer having a thickness of An electron injection layer having a thickness of , and Al is deposited on the electron injection layer to form a A cathode having a thickness of , thereby manufacturing an organic light-emitting device.

[0634]

[0635] Examples 5 to 6 and Comparative Examples 4 to 7

[0636] An organic light emitting device was manufactured in the same manner as in Example 4, except that the compound described in Table 4 was used as a light emitting layer sensitizer.

[0637] The conversion efficiency (cd / A / y) and T of the organic light-emitting devices manufactured in Examples 4 to 6 and Comparative Examples 4 to 7 were measured and evaluated using a current-voltage meter (Keithley 2400) and a luminance meter (Minolta Cs-1000A). 95 Life characteristics (at 1200cd / m 2 The results are shown in Table 4 below, and the conversion efficiency and T95 life characteristics are each shown as a relative value relative to Comparative Example 5.

[0638] Table 4

[0639]

[0640]

[0641] Referring to Table 4 above, it is found that the organic light-emitting device according to one embodiment has excellent luminous efficiency and life characteristics. In addition, it is found that the organic light-emitting devices of Examples 4 to 6 have higher luminous efficiency and significantly excellent life characteristics compared with the organic light-emitting devices of Comparative Examples 4 to 7.

[0642] As described above, according to one or more embodiments, the organometallic compound represented by Formula 1 may have excellent light-emitting characteristics and charge transfer characteristics, and therefore, an electronic device such as an organic light-emitting device including at least one of the organometallic compounds represented by Formula 1 may have low driving voltage, high efficiency, and / or long life characteristics. Therefore, by using at least one of the organometallic compounds represented by Formula 1, a high-quality organic light-emitting device may be realized.

[0643] In addition, high-quality electronic devices including the organic light-emitting device can be provided.

[0644] 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 in, In formula 1, M1 is a transition metal, Y1-Y3 are each independently C or N, Ring CY2 to Ring CY5 are each independently C5-C 60 Carbocyclic group or C1-C 60 Heterocyclic groups, X6 is C(R6) or N, X7 is C(R7) or N, and X8 is C(R8) or N, X9 is C(R9) or N, X 10 C(R 10 ) or N, X 11 C(R 11 ) or N, and X 12 C(R 12 ) or N, X 13 C(R 13 ) or N, X 14 C(R 14 ) or N, X 15 C(R 15 ) or N, and X 16 C(R 16 ) or N, X 17 C(R 17 ) or N, X 18 C(R 18 ) or N, and X 19 C(R 19 ) or N, L1 is a single bond, O, S, Se, N(R 61 )、B(R 61 )、C(R 61 )(R 62 ), or Si(R 61 )(R 62 ), a1 is 1, 2, 3, 4, or 5, R4 is substituted or unsubstituted C1-C 60 alkyl, R1-R3, R5-R 20 , R 30 , R 40 , R 50 , R 61 , and R 62 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), -C(Q1)(Q2)(Q3), -C(═O)(Q1), -S(═O)(Q1), -S(═O)2(Q1), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), -P(═O)(Q8)(Q9), or -P(═S)(Q8)(Q9), R1-R 20 , R 30 , R 40 , R 50 , R 61 , and R 62 Two or more adjacent groups of 30 A carbocyclic group or a substituted or unsubstituted C1-C 30 Heterocyclic groups, b20, b30, b40, and b50 are each independently 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, 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 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 is: 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 )、-C(Q 11 )(Q 12 )(Q 13 )、-C(=O)(Q 11 )、-S(=O)(Q 11 )、-S(=O)2(Q 11 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、-P(=O)(Q 18 )(Q 19 )、-P(=S)(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 )、-C(Q 21 )(Q 22 )(Q 23 )、-C(=O)(Q 21 )、-S(=O)(Q 21 )、-S(=O)2(Q 21 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 )、-P(Q 28 )(Q 29 )、-P(=O)(Q 28 )(Q 29 )、-P(=S)(Q 28 )(Q 29 ), or a combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-C(Q 31 )(Q 32 )(Q 33 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O)2(Q 31 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 )、-P(=O)(Q 38 )(Q 39 )、or -P(=S)(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 according to claim 1, wherein R2 and R4 are different from each other, and R2 is not hydrogen.

3. The organometallic compound according to claim 1, wherein R1-R3 and R5 are each independently hydrogen or deuterium.

4. The organometallic compound according to claim 1, wherein the organometallic compound is represented by Formula 11: Formula 11 in, In formula 11, M1, Y1-Y3, X6-X 19 , L1, a1, and R1-R5 are each as defined in claim 1, X 21 C(R 21 ) or N, X 22 C(R 22 ) or N, and X 23 C(R 23 ) or N, X 31 C(R 31 ) or N, and X 32 C(R 32 ) 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 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, R 21 -R 23 Each of the claims 1 regarding R 20 As defined, R 31 and R 32 Each of the claims 1 regarding R 30 As defined, R 41 -R 44 Each of the claims 1 regarding R 40 defined, and R 51 -R 54 Each of the following is consistent with claim 1 regarding R 50 Same as described.

5. The organometallic compound of claim 1, wherein M1 is titanium, manganese, cobalt, copper, zinc, zirconium, ruthenium, rhodium, palladium, silver, rhenium, platinum, or gold.

6. The organometallic compound of claim 1 , wherein ring CY2 to ring CY5 are each independently a benzene group, a naphthyl group, a phenanthrene group, a furan group, a thiophene group, a pyrrole group, a cyclopentene group, a silole group, a germanocyclopentadiene group, a benzofuran group, a benzothiophene group, an indole group, an indene group, a benzosilole group, a benzogermanocyclopentadiene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, a dibenzosilole group, a dibenzogermanocyclopentadiene group, a pyridine group, a pyrimidine group, a pyridazine group, or a pyrazine group.

7. The organometallic compound of claim 1, wherein R4 is methyl, -CD3, -CD2H, -CDH2, or a group represented by one of the formulas 9-1 to 9-39 or 9-44 to 9-62: in, In formulae 9-1 to 9-39 and 9-44 to 9-62, * represents a binding site with an adjacent atom.

8. The organometallic compound as claimed in claim 1, wherein R1-R3, R5-R 20 , R 30 , R 40 , R 50 , R 61 , and R 62 Each independently is: 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, 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 20 Alkyl, C1-C containing deuterium 20 Alkyl, fluorinated C1-C 20 alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.1]heptyl, bicyclo[2.2.2]octyl, (C1-C 20 Alkyl)cyclopentyl, (C1-C 20 Alkyl)cyclohexyl, (C1-C 20 alkyl)cycloheptyl, (C1-C 20 Alkyl)cyclooctyl, (C1-C 20 Alkyl) adamantyl, (C1-C 20 Alkyl) norbornene, (C1-C 20 Alkyl)cyclopentenyl, (C1-C 20 alkyl)cyclohexenyl, (C1-C 20 alkyl)cycloheptenyl, (C1-C 20 alkyl)bicyclo[1.1.1]pentyl, (C1-C 20 alkyl)bicyclo[2.1.1]hexyl, (C1-C 20 alkyl)bicyclo[2.2.1]heptyl, (C1-C 20 alkyl) bicyclo[2.2.2]octyl, silanol, phenyl, (C1-C 20 alkyl)phenyl, biphenyl, terphenyl, naphthyl, 1,2,3,4-tetrahydronaphthyl, pyridyl, pyrimidinyl, or a combination thereof; cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.1]heptyl, bicyclo[2.2.2]octyl, silacyclopentyl, phenyl, (C1-C 20 alkyl)phenyl, biphenyl, terphenyl, naphthyl, 1,2,3,4-tetrahydronaphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, Azolyl, iso oxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiazolyl, benzo Azolyl, benzyl Azolyl, triazolyl, tetrazolyl, diazole group, triazine group, dibenzofuran group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridyl group, imidazopyrimidyl group, azacarbazolyl group, azadibenzofuranyl group, or azadibenzothiophenyl 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 20 Alkyl, C1-C containing deuterium 20 Alkyl, fluorinated C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.1]heptyl, bicyclo[2.2.2]octyl, (C1-C 20 Alkyl)cyclopentyl, (C1-C 20 Alkyl)cyclohexyl, (C1-C 20 alkyl)cycloheptyl, (C1-C 20 Alkyl)cyclooctyl, (C1-C 20 Alkyl) adamantyl, (C1-C 20 Alkyl) norbornene, (C1-C 20 Alkyl)cyclopentenyl, (C1-C 20 alkyl)cyclohexenyl, (C1-C 20 alkyl)cycloheptenyl, (C1-C 20 alkyl)bicyclo[1.1.1]pentyl, (C1-C 20 alkyl)bicyclo[2.1.1]hexyl, (C1-C 20 alkyl)bicyclo[2.2.1]heptyl, (C1-C 20 alkyl) bicyclo[2.2.2]octyl, silanol, phenyl, (C1-C 20 alkyl)phenyl, biphenyl, terphenyl, naphthyl, 1,2,3,4-tetrahydronaphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, Azolyl, iso oxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiazolyl, benzo Azolyl, benzyl Azolyl, triazolyl, tetrazolyl, oxadiazole, triazine, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, or a combination thereof; or -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -C(=O)(Q1), -S(=O)( Q1), -S(=O)2(Q1), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), -P(=O)(Q8)(Q9), or -P(=S)(Q8)(Q9).

9. The organometallic compound according to claim 1, wherein the organometallic compound is represented by Formula 11A: Formula 11A in, In Formula 11A, M1, X6-X8, X 13 -X 19 , L1, a1, R1-R3, and R5 are each as defined in claim 1, R4 is unsubstituted or deuterated C1-C 60 alkyl, X9 is C(R9) or N, X 10 C(R 10 ) or N, X 11 C(R 11 ) or N, and X 12 C(R 12 ) or N, R9-R 12 and R 53 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, cyano, or a substituted or unsubstituted C1-C 60 alkyl, R 21 -R 23 Each of the claims 1 regarding R 20 As defined, R 31 and R 32 Each of the claims 1 regarding R 30 As defined, R 41 -R 44 Each of the claims 1 regarding R 40 defined, and R 51 , R 52 and R 54 Each of the claims 1 regarding R 50 defined.

10. The organometallic compound of claim 1, wherein the organometallic compound is represented by one of Compounds 1 to 473:

11. 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, The organic layer comprises at least one of the organic metal compounds as described in any one of claims 1 to 10.

12. The organic light emitting device according to claim 11, wherein The organic layer includes an emission layer, and The emissive layer includes the at least one of the organometallic compounds. 13 . The organic light emitting device of claim 11 , wherein the emission layer emits blue light having a maximum emission wavelength of 400 nm to 490 nm.

14. The organic light emitting device according to claim 11, wherein The emission layer includes a body and an emitter, and The emitter includes the at least one of the organometallic compounds.

15. The organic light emitting device according to claim 11, wherein The emission layer includes a host, a sensitizer, and an emitter, and The sensitizer includes the at least one of the organometallic compounds. 16 . The organic light-emitting device of claim 14 , wherein the host comprises a hole transporting host, an electron transporting host, a bipolar host, or a combination thereof.

17. The organic light emitting device of claim 15, wherein the emitter is an organic compound that does not include a metal.

18. The organic light emitting device according to claim 15, wherein The host and the sensitizer do not emit substantially light, and The emitter emits light.

19. The organic light emitting device according to claim 11, wherein the organic layer comprises a hole transport region disposed between the first electrode and the emissive layer; and an electron transport region disposed between the emission layer and the second electrode, wherein the hole transport region comprises at least one of a hole injection layer, a hole transport layer, or an electron blocking layer, The electron transport region includes at least one of a hole blocking layer, an electron transport layer, or an electron injection layer, and At least one of the hole transport region and the electron transport region includes the at least one of the organometallic compounds.

20. An electronic device comprising the organic light emitting device according to any one of claims 11 to 19.

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