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 in Formula 1, M1 is a transition metal, L1 is a ligand represented by Formula 1A, L2 is a ligand represented by Formula 1B, and n1 and n2 are each independently 1 or 2, where ring CY1 and ring CY3 are each independently a 5-membered heterocyclic group; a 5-membered heterocyclic group fused with the C5-C30 carbocyclic group; or a 5-membered heterocyclic group fused with a C1-C30 heterocyclic group; x1 is C or N, X2 is C or N, X3 is C or N, and X4 is C or N; x41 is C (R41) or N, X42 is C (R42) or N, X43 is C (R43) or N, and X44 is C (R44) or N; y1 is O, S, or Se; and the remaining descriptions of Formulae 1A and 1B are as provided herein. # imgabs0 #

Description

[0001] Cross - reference to related applications

[0002] This application claims the priority and benefits of, and all benefits arising from, Korean Patent Application No. 10 - 2023 - 0193168, filed with the Korean Intellectual Property Office on December 27, 2023, 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] An organic light - emitting device (OLED) is a self - emissive device having excellent characteristics in terms of viewing angle, response time, brightness, driving voltage, response speed, etc. In addition, an OLED can produce a full - color image.

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

[0006] Provided are an organometallic 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 following detailed description, and in part will be apparent from the detailed description, or may be learned by practice of the presented exemplary embodiments.

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

[0009] Formula 1

[0010] M1(L1) n1 (L2) n2

[0011] Wherein, in Formula 1,

[0012] M1 is a transition metal,

[0013] L1 is a ligand represented by Formula 1A,

[0014] L2 is a ligand represented by Formula 1B, and

[0015] n1 and n2 are each independently 1 or 2,

[0016] Formula 1A

[0017]

[0018] Formula 1B

[0019]

[0020] wherein, in Formulas 1A and 1B,

[0021] Ring CY1 and Ring CY3 are each independently a 5-membered heterocyclic group, a 5-membered heterocyclic group fused to a C5-C 30 carbocyclic group, or a 5-membered heterocyclic group fused to a C1-C 30 heterocyclic group,

[0022] Ring CY2 and Ring CY4 are each independently a C5-C 30 carbocyclic group or a C1-C 30 heterocyclic group,

[0023] X1 is C or N, X2 is C or N, X3 is C or N, and X4 is C or N,

[0024] X 41 is C(R 41 ) or N, X 42 is C(R 42 ) or N, X 43 is C(R 43 ) or N, and X 44 is C(R 44 ) or N,

[0025] Y1 is O, S, or Se,

[0026] R1, R2, R3, R4, and R 41 -R 44 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, a carboxylic acid group or its salt, a sulfonic acid group or its salt, a phosphoric acid group or its salt, -SF5, a substituted or unsubstituted C1-C 60 alkyl, a substituted or unsubstituted C2-C 60 alkenyl, a substituted or unsubstituted C2-C 60 alkynyl, a substituted or unsubstituted C1-C 60 alkoxy, a substituted or unsubstituted C1-C 60 alkylthio, a substituted or unsubstituted C3-C 10 cycloalkyl, a substituted or unsubstituted C1-C 10Heterocycloalkyl, 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 Alkylaryl, 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 Alkylheteroaryl, substituted or unsubstituted C2-C 60 Heteroarylalkyl, substituted or unsubstituted C1-C 60 Heteroaryloxy, substituted or unsubstituted C1-C 60 Heteroarylthio, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or ,

[0027] R4 and R 41 -R 44 At least one of which is independently deuterium, substituted C1-C including deuterium 60 Alkyl, substituted C3-C including deuterium 10 Cycloalkyl, substituted C6-C including deuterium 60 Aryl, or substituted C1-C including deuterium 60 Heteroaryl,

[0028] Two or more adjacent ones of multiple R1s are optionally bonded together to form a substituted or unsubstituted C5-C 30 Carbocyclic group or substituted or unsubstituted C1-C 30 Heterocyclic group,

[0029] Two or more adjacent ones of multiple R2s are optionally bonded together to form a substituted or unsubstituted C5-C 30 Carbocyclic group or substituted or unsubstituted C1-C 30 Heterocyclic group,

[0030] Two or more adjacent ones of multiple R3s are optionally bonded together to form a substituted or unsubstituted C5-C 30 Carbocyclic group or substituted or unsubstituted C1-C 30 Heterocyclic group,

[0031] Two or more adjacent ones of a plurality of R4s are optionally bonded together to form a substituted or unsubstituted C5-C 30 carbocyclic group or a substituted or unsubstituted C1-C 30 heterocyclic group,

[0032] b1 - b4 are each independently an integer from 1 to 10,

[0033] * and *' each represent a binding site to M1,

[0034] substituted C5-C 30 carbocyclic group, substituted C1-C 30 heterocyclic group, 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 alkylaryl, substituted C7-C 60 arylalkyl, substituted C6-C 60 aryloxy, substituted C6-C 60 arylthio, substituted C1-C 60 heteroaryl, substituted C2-C 60 alkylheteroaryl, substituted C2-C 60 heteroarylalkyl, substituted C1-C 60 heteroaryloxy, substituted C1-C 60 heteroarylthio, and the substituents of substituted monovalent non-aromatic fused polycyclic groups and substituted monovalent non-aromatic fused heteropolycyclic groups are each independently:

[0035] deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, 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,

[0036] C1-C each substituted by at least one of the following 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, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, 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 alkylaryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-Ge(Q 11 )(Q 12 )(Q 13 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、 、or a combination thereof,

[0037] C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C7-C 60 alkylaryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, C1-C60 Heteroaryloxy, C1-C 60 heteroarylthio, monovalent non-aromatic fused polycyclic group, or monovalent non-aromatic fused heteropolycyclic group,

[0038] each C3-C substituted with at least one of the following 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C7-C 60 alkylaryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, monovalent non-aromatic fused polycyclic group, or monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, 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 alkylaryl, C7-C 60 arylalkyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, C2-C 60 heteroarylalkyl, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-Ge(Q 21 )(Q 22)(Q 23 )、 -N(Q 24 )(Q 25 )、 -B(Q 26 )(Q 27 )、 -P(Q 28 )(Q 29 )、 、 or a combination thereof, or

[0039] -Si(Q 31 )(Q 32 )(Q 33 )、 -Ge(Q 31 )(Q 32 )(Q 33 )、 -N(Q 34 )(Q 35 )、 -B(Q 36 )(Q 37 )、 -P(Q 38 )(Q 39 )、 or , and

[0040] Q1 - Q9, Q 11 -Q 19 、 Q 21 -Q 29 、 and Q 31 -Q 39 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C1 - C 60 alkyl, a substituted or unsubstituted C2 - C 60 alkenyl, a substituted or unsubstituted C2 - C 60 alkynyl, a substituted or unsubstituted C1 - C 60 alkoxy, a substituted or unsubstituted C1 - C 60 alkylthio, a substituted or unsubstituted C3 - C 10 cycloalkyl, a substituted or unsubstituted C1 - C 10 heterocycloalkyl, a substituted or unsubstituted C3 - C 10 cycloalkenyl, a substituted or unsubstituted C1 - C 10 heterocycloalkenyl, a substituted or unsubstituted C6 - C 60 aryl, a substituted or unsubstituted C7 - C 60 alkylaryl, a substituted or unsubstituted C7 - C 60 arylalkyl, a substituted or unsubstituted C6 - C 60 aryloxy, a substituted or unsubstituted C6 - C 60 arylthio, a substituted or unsubstituted C1 - C60 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, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, or substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group.

[0041] According to another aspect, an organic light emitting device includes a first electrode, a second electrode, and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer includes an emission layer, and wherein the organic layer includes at least one organometallic compound represented by Formula 1.

[0042] The at least one organometallic compound represented by Formula 1 may be included in the emission layer of the organic layer, and the at least one organometallic compound represented by Formula 1 included in the emission layer may act as a dopant. BRIEF DESCRIPTION OF THE DRAWINGS

[0043] From the following detailed description taken in conjunction Figure 1 with the accompanying drawings, the above and other aspects, features, and advantages of some exemplary embodiments will become more apparent, Figure 1 which is a schematic cross-sectional view of an organic light emitting device according to one or more embodiments. DETAILED DESCRIPTION

[0044] Exemplary embodiments will now be described in further detail, examples of which are illustrated in the accompanying drawings, wherein like reference numerals in the specification always refer to like elements. In this regard, the exemplary embodiments may have different forms and should not be construed as limited to the detailed description set forth herein. Thus, the exemplary embodiments are described only 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 associated listed items. The phrase such as "at least one (kind) of" when before or after a list of elements modifies the entire list of elements and not individual elements of the list.

[0045] The terms used in this specification are for the purpose of describing one or more exemplary embodiments only and are not intended to be limiting. As used herein, the singular forms "a", "an", and "the" are also intended to include the plural forms unless the context clearly dictates otherwise. The term "or" means "and / or". It will be further understood that the terms "comprises" and / or "comprising", when used in this specification, specify the presence of stated features, regions, wholes, steps, operations, elements, and / or components, but do not preclude the presence or addition of one or more other features, regions, wholes, steps, operations, elements, components, and / or groups thereof.

[0046] It will be understood that although the terms first, second, third, etc. may be used herein to describe various elements, components, regions, layers, and / or sections, these elements, components, regions, layers, and / or sections should not be limited by these terms. These terms are only used to distinguish one element, component, region, layer, or section from another. Thus, a first element, component, region, layer, or section discussed below may be termed a second element, component, region, layer, or section without departing from the teachings of the present embodiment.

[0047] Exemplary embodiments are described herein with reference to cross-sectional views that are schematic illustrations of idealized embodiments. As such, variations from the shapes of the figures as a result, for example, of manufacturing techniques and / or tolerances are to be expected. Thus, the embodiments described herein should not be construed as limited to the specific shapes of regions as illustrated herein but include deviations in shapes that result, for example, from manufacturing. For example, regions illustrated or described as flat may typically have rough and / or non-linear features. Also, sharp corners illustrated may be rounded. Thus, the regions shown in the figures are schematic in nature and their shapes are not intended to illustrate the exact shape of a region and are not intended to limit the scope of the claims.

[0048] It will be understood that when an element is referred to as being "on" another element, it can be directly on the other element or intervening elements may be present therebetween. In contrast, when an element is referred to as being "directly on" another element, no intervening elements are present.

[0049] 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 that is consistent with their meaning in the context of the present disclosure and the relevant art and will not be interpreted in an idealized or overly formal sense unless clearly so defined herein.

[0050] As used herein, "about" or "approximately" includes the stated value and means within an acceptable deviation range for a particular value as determined by one of ordinary skill in the art in view of the measurements discussed and the error associated with the measurement of a particular quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations of the stated value, or within ±10% or 5%.

[0051] One aspect provides an organometallic compound represented by Formula 1:

[0052] Formula 1

[0053] M1(L1) n1 (L2) n2

[0054] Wherein M1 in Formula 1 is a transition metal.

[0055] For example, M1 can be a first row transition metal of the periodic table, a second row transition metal of the periodic table, or a third row transition metal of the periodic table.

[0056] In one or more embodiments, M1 can be iridium, platinum, palladium, gold, osmium, titanium, zirconium, hafnium, europium, terbium, thulium, or rhodium.

[0057] In one or more embodiments, M1 can be iridium, platinum, osmium, or rhodium.

[0058] In one or more embodiments, M1 can be iridium.

[0059] In Formula 1, n1 is 1 or 2, and n2 is 1 or 2.

[0060] In one or more embodiments, the sum of n1 and n2 can be 2 or 3.

[0061] In one or more embodiments, M1 can be iridium, and the sum of n1 and n2 can be 3.

[0062] In one or more embodiments, M1 can be platinum, and the sum of n1 and n2 can be 2.

[0063] In Formula 1, L1 is a ligand represented by Formula 1A:

[0064] Formula 1A

[0065]

[0066] Wherein, in Formula 1A, X1 is C or N, and X2 is C or N.

[0067] In one or more embodiments, X1 can be N, and X2 can be C.

[0068] In Formula 1A, ring CY1 is a 5-membered heterocyclic group; a 5-membered heterocyclic group fused to a C5-C 30 carbocyclic group; or a 5-membered heterocyclic group fused to a C1-C 30 heterocyclic group.

[0069] In one or more embodiments, ring CY1 can be a pyrrole group, an imidazole group, a pyrazole group, an oxazole group, an indole group, aza-indole group, a benzopyrazole group, a benzimidazole group, or benzo oxazole group.

[0070] In Formula 1A, ring CY2 is a C5-C 30 carbocyclic group or a C1-C 30 heterocyclic group.

[0071] In one or more embodiments, ring CY2 can be a benzene group, a naphthalene group, a 1,2,3,4-tetrahydronaphthalene group, a phenanthrene 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 benzofuran group, a benzothiophene group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzosilole group, an azafluorene group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group, or an azadibenzosilole group.

[0072] In one or more embodiments, in Formula 1A, ring CY1 can be an imidazole group or a benzimidazole group, and ring CY2 can be a benzene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, or a triazine group.

[0073] In one or more embodiments, the moiety represented by in Formula 1A can be a group represented by one of Formulae CY(1)-1 to CY(1)-3:

[0074]

[0075] wherein, in Formulae CY(1)-1 to CY(1)-3,

[0076] X 11 can be C(R 11a ), C(R 11a )(R 11b ), N, or N(R 11a ),

[0077] X 12 can be C(R 12a ), C(R 12a )(R 12b ), N, or N(R12a )

[0078] X 13 may be C(R 13a )、C(R 13a )(R 13b )、N、or N(R 13a )

[0079] ring CY 10 may be a C5-C 30 carbocyclic group or a C1-C 30 heterocyclic group

[0080] R 10 、R 11a 、R 11b 、R 12a 、R 12b 、R 13a 、and R 13b may each independently be as defined herein for R1

[0081] b10 may be an integer from 1 to 10

[0082] represents a single bond or a double bond, provided that the two in formula CY(1)-1 cannot both be double bonds

[0083] * represents the binding site to M1, and

[0084] *'' represents the binding site to an adjacent atom

[0085] In one or more embodiments, in formulas CY(1)-2 and CY(1)-3, ring CY 10 may be a benzene group, a naphthalene group, a pyrimidine group, a pyrazine group, a pyridazine group, or a triazine group

[0086] In one or more embodiments, the moiety represented by in formula 1A may be a moiety represented by one of formulas CY(2)-1 to CY(2)-16:

[0087]

[0088]

[0089] wherein, in formulas CY(2)-1 to CY(2)-16,

[0090] R 21 -R 24 may each independently be as defined for R2, provided that R 21 -R 24 is not hydrogen

[0091] *' represents the binding site to M1, and

[0092] *'' represents the binding site to an adjacent atom.

[0093] In one or more embodiments, L1 can be a ligand represented by Formula 1A-1 or 1A-2:

[0094]

[0095] wherein, in Formula 1A-1 and 1A-2,

[0096] R 10 -R 13 can each independently be as defined for R1, and

[0097] R 20 can be as defined herein for R2,

[0098] b10 and b20 can each independently be an integer from 1 to 4, and

[0099] * and *' each represent the binding site to M1.

[0100] In one or more embodiments, R 11 can be a substituted or unsubstituted C3-C 10 cycloalkyl, a substituted or unsubstituted C3-C 10 cycloalkenyl, or a substituted or unsubstituted C6-C 60 aryl. For example, R 11 can be an unsubstituted or C1-C 20 alkyl (e.g., C1-C 10 alkyl or C1-C6 alkyl, such as C3-C 10 branched alkyl or C3-C6 branched alkyl) substituted C6-C 60 aryl (e.g., C6-C 20 aryl, C6-C 14 aryl, C6-C 12 aryl, or C6-C 10 aryl).

[0101] In Formula 1, L2 is a ligand represented by Formula 1B.

[0102] Formula 1B

[0103]

[0104] wherein, in Formula 1B, X3 is C or N, and X4 is C or N.

[0105] In one or more embodiments, X3 can be N, and X4 can be C.

[0106] In Formula 1B, ring CY3 is a 5-membered heterocyclic group; a 5-membered heterocyclic group fused to a C5-C 30 carbocyclic group; or a 5-membered heterocyclic group fused to a C1-C 30 heterocyclic group.

[0107] In one or more embodiments, ring CY3 can be a pyrrole group, an imidazole group, a pyrazole group, an oxazole group, an indole group, aza-indole group, a benzopyrazole group, a benzimidazole group, or benzo oxazole group.

[0108] In Formula 1B, ring CY4 is a C5-C 30 carbocyclic group or a C1-C 30 heterocyclic group.

[0109] In one or more embodiments, ring CY4 can be a benzene group, a naphthalene group, a 1,2,3,4-tetrahydronaphthalene group, a phenanthrene 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 benzofuran group, a benzothiophene group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzosilole group, an azafluorene group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group, or an azadibenzosilole group.

[0110] In one or more embodiments, in Formula 1B, ring CY3 can be an imidazole group or a benzimidazole group, and ring CY4 can be a benzene group, a naphthalene 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, or a quinazoline group.

[0111] In Formula 1B, X 41 is C(R 41 ) or N, X 42 is C(R 42 ) or N, X 43 is C(R 43 ) or N, and X 44 is C(R 44 ). R 41 -R 44 can each be as defined herein.

[0112] In Formula 1B, Y1 is O, S, or Se.

[0113] In one or more embodiments, in Formula 1B, the one(s) formed by The moiety represented can be a group represented by one of Formulas CY(3)-1 to CY(3)-3:

[0114]

[0115] Wherein, in Formulas CY(3)-1 to CY(3)-3,

[0116] X 31 can be C(R 31a ), C(R 31a )(R 31b ), N, or N(R 31a ),

[0117] X 32 can be C(R 32a ), C(R 32a )(R 32b ), N, or N(R 32a ),

[0118] X 33 can be C(R 33a ), C(R 33a )(R 33b ), N, or N(R 33a ),

[0119] Ring CY 30 can be a C5-C 30 carbocyclic group or a C1-C 30 heterocyclic group,

[0120] R 30 , R 31a , R 31b , R 32a , R 32b , R 33a and R 33b can each independently be as defined herein for R3,

[0121] b30 can be an integer from 1 to 10,

[0122] represents a single bond or a double bond, provided that the two in Formula CY(3)-1 cannot both be double bonds,

[0123] * represents the binding site to M1, and

[0124] *'' represents the binding site to an adjacent atom.

[0125] In one or more embodiments, L2 can be a ligand represented by one of Formulas 1B-1 to 1B-4:

[0126]

[0127] Among them, in Formulas 1B-1 to 1B-4,

[0128] ring CY3, X3, X4, Y1, R3, and b3 can each be as defined herein,

[0129] 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,

[0130] E1 can be C(Z1) or N, E2 can be C(Z2) or N, E3 can be C(Z3) or N, and E4 can be C(Z4) or N,

[0131] E5 can be C(Z5) or N, E6 can be C(Z6) or N, E7 can be C(Z7) or N, and E8 can be C(Z8) or N,

[0132] Z1-Z8 can each independently be as defined herein for R4,

[0133] R 41 -R 44 and at least one of Z1-Z8 can include deuterium, and

[0134] * and *' each represent a binding site to M1.

[0135] In one or more embodiments, L2 can be a ligand represented by one of Formulas 1B(1)-1 to 1B(1)-8:

[0136]

[0137]

[0138] Among them, in Formulas 1B(1)-1 to 1B(1)-8,

[0139] Y1 and R 41 -R 44 can each be as defined herein,

[0140] R 30 -R 33 can each independently be as defined for R3,

[0141] R 40 can be as defined herein for R4,

[0142] b30 and b40 can each independently be an integer from 1 to 4,

[0143] b41 can be an integer from 1 to 6, and

[0144] * and *' each represent a binding site to M1.

[0145] In one or more embodiments, in Formulas 1B(1)-1 to 1B(1)-8, R 31 can be a substituted or unsubstituted C3-C 10 cycloalkyl, a substituted or unsubstituted C3-C 10 cycloalkenyl, or a substituted or unsubstituted C6-C 60 aryl. For example, R 31 can be an unsubstituted or C1-C 20 alkyl-substituted (e.g., C1-C 10 alkyl or C1-C6 alkyl, such as C3-C 10 branched alkyl or C3-C6 branched alkyl) C6-C 60 aryl (e.g., C6-C 20 aryl, C6-C 14 aryl, C6-C 12 aryl, or C6-C 10 aryl).

[0146] In Formulas 1A and 1B, R1, R2, R3, R4, and R 41 -R 44 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, a carboxylic acid group or its salt, a sulfonic acid group or its salt, a phosphoric acid group or its salt, a substituted or unsubstituted C1-C 60 alkyl, a substituted or unsubstituted C2-C 60 alkenyl, a substituted or unsubstituted C2-C 60 alkynyl, a substituted or unsubstituted C1-C 60 alkoxy, a substituted or unsubstituted C1-C 60 alkylthio, a substituted or unsubstituted C3-C 10 cycloalkyl, a substituted or unsubstituted C1-C 10 heterocycloalkyl, a substituted or unsubstituted C3-C 10 cycloalkenyl, a substituted or unsubstituted C1-C 10 heterocycloalkenyl, a substituted or unsubstituted C6-C 60 aryl, a substituted or unsubstituted C7-C 60 alkylaryl, a substituted or unsubstituted C7-C 60 arylalkyl, a substituted or unsubstituted C6-C 60Aryloxy, 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, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or 。

[0147] In one or more embodiments, R1, R2, R3, R4, and R 41 -R 44 may each independently be:

[0148] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, 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;

[0149] C1-C 20 alkyl, C1-C 20 alkoxy, or C1-C 20 alkylthio, each substituted with at least one of the following: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 10 alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, or a combination thereof;

[0150] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, a group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an iso oxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a benzisothiazolyl group, a benzo oxazolyl group, a benzoiso oxazolyl group, a triazolyl group, a tetrazolyl group, a dioxazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridyl group, or an imidazopyrimidinyl group;

[0151] a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthryl group, a fluoranthenyl group, a benzo[9,10]phenanthryl group, a pyrenyl group, a group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an iso oxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a benzisothiazolyl group, a benzo oxazolyl group, a benzoiso oxazolyl group, a triazolyl group, a tetrazolyl group, a dioxazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridyl group, or an imidazopyrimidinyl group: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, a carboxylic acid group or its salt, a sulfonic acid group or its salt, a phosphoric acid group or its salt, a C1-C 20 alkyl group, a C1-C 20 alkoxy group, a C1-C 20 alkylthio group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthryl group, a fluoranthenyl group, a benzo[9,10]phenanthryl group, a pyrenyl group, a group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an iso azolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiazolyl, benzo azolyl, benzoiso azolyl, triazolyl, tetrazolyl, diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, or a combination thereof; or

[0152] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or , and

[0153] Q1 - Q9 may each independently be:

[0154] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2;

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

[0156] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with at least one of the following: deuterium, C1 - C 10 alkyl, phenyl, or a combination thereof.

[0157] In one or more embodiments, R1, R2, R3, R4, and R 41 -R 44 may each independently be:

[0158] hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, C1 - C 60 alkyl, C2 - C 60 alkenyl, C2 - C 60 alkynyl, C1 - C 60 alkoxy, or C1 - C 60 alkylthio; or

[0159] A group represented by one of Formulae 9-1 to 9-39, 9-44 to 9-61, 9-201 to 9-240, 10-1 to 10-129, or 10-201 to 10-350; or

[0160] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), or -N(Q4)(Q5):

[0161]

[0162]

[0163]

[0164]

[0165]

[0166]

[0167]

[0168]

[0169]

[0170]

[0171]

[0172]

[0173]

[0174]

[0175]

[0176]

[0177]

[0178]

[0179]

[0180]

[0181] Among formulas 9-1 to 9-39, 9-44 to 9-61, 9-201 to 9-240, 10-1 to 10-129, and 10-201 to 10-350, * represents a binding site to an adjacent atom, represents phenyl, represents trimethylsilyl, and represents trimethylgermyl.

[0182] In formula 1B, at least one of R4 and R 41 -R 44 is independently deuterium, a substituted C1-C 60 (e.g., C1-C 20 , C1-C 10 , or C1-C6) alkyl, a substituted C3-C 10 (e.g., C5-C8) cycloalkyl, a substituted C6-C 60 (e.g., C6-C 20 , C6-C 14 , C6-C 12 , or C6-C 10 ) aryl, or a substituted C1-C 60 (e.g., C3-C 20 , C5-C 10 , or C5-C8) heteroaryl.

[0183] In one or more embodiments, at least one of R4 and R 41 -R 44 can be independently:

[0184] deuterium; C1-C 10 alkyl, cyclopentyl, cyclohexyl, phenyl, naphthyl, pyrrolyl, thiophenyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, iso oxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, triazolyl, tetrazolyl, diazolyl, or triazinyl, each substituted with at least one deuterium; or

[0185] cyclopentyl, cyclohexyl, phenyl, naphthyl, pyrrolyl, thiophenyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, 10 oxazolyl, iso oxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, triazolyl, tetrazolyl, diazolyl, or triazinyl, each substituted with at least one deuterium and at least one C1-C a diazolyl group, or a triazinyl group.

[0186] In one or more embodiments, at least one of R4 and R 41 -R 44 may independently be -CD3, -CD2H, -CDH2, or a group represented by one of Formulas 8-1 to 8-15:

[0187]

[0188] wherein, in Formulas 8-1 to 8-15, * represents a bonding site to an adjacent atom.

[0189] In Formula 1A, two or more adjacent ones of the plurality of R1 optionally bond together to form a substituted or unsubstituted C5-C 30 carbocyclic group or a substituted or unsubstituted C1-C 30 heterocyclic group.

[0190] In Formula 1A, two or more adjacent ones of the plurality of R2 optionally bond together to form a substituted or unsubstituted C5-C 30 carbocyclic group or a substituted or unsubstituted C1-C 30 heterocyclic group.

[0191] In Formula 1B, two or more adjacent ones of the plurality of R3 optionally bond together to form a substituted or unsubstituted C5-C 30 carbocyclic group or a substituted or unsubstituted C1-C 30 heterocyclic group.

[0192] In Formula 1B, two or more adjacent ones of the plurality of R4 optionally bond together to form a substituted or unsubstituted C5-C 30 carbocyclic group or a substituted or unsubstituted C1-C 30 heterocyclic group.

[0193] In Formulas 1A and 1B, b1-b4 are each independently an integer from 1 to 10.

[0194] In Formulas 1A and 1B, * and *' each represent a bonding site to M1.

[0195] In one or more embodiments, the organometallic compound represented by Formula 1 may be represented by one of Formulas 1-1 to 1-4:

[0196]

[0197]

[0198]

[0199]

[0200] Among them, in Formulas 1-1 to 1-4,

[0201] M1, n1, n2, Y1, and R 41 -R 44 may each be as defined herein,

[0202] R 10 and R 11 may each independently be as defined herein for R1,

[0203] R 20 may be as defined herein for R2,

[0204] R 30 and R 31 may each independently be as defined herein for R3,

[0205] R 51 and R 52 may each independently be as defined herein for R4,

[0206] b10, b20, b30, and b52 may each independently be an integer from 1 to 4,

[0207] b51 may be 1 or 2,

[0208] In Formula 1-1, R 41 -R 44 and R 51 at least one of which may independently be deuterium, a substituted C1-C 60 alkyl group including deuterium, a substituted C3-C 10 cycloalkyl group including deuterium, a substituted C6-C 60 aryl group, or a substituted C1-C 60 heteroaryl group including deuterium, and

[0209] In Formulas 1-2 to 1-4, R 41 -R 44 、R 51 、and R 52 at least one of which may independently be deuterium, a substituted C1-C 60 alkyl group including deuterium, a substituted C3-C 10 cycloalkyl group including deuterium, a substituted C6-C 60 aryl group, or a substituted C1-C 60 heteroaryl group including deuterium.

[0210] In one or more embodiments, the organometallic compound represented by Formula 1 may be one of Compounds 1 to 70:

[0211]

[0212]

[0213]

[0214]

[0215]

[0216]

[0217]

[0218]

[0219]

[0220]

[0221]

[0222] 。

[0223] In one or more embodiments, the organometallic compound represented by Formula 1 may be electrically neutral.

[0224] The organometallic compound represented by Formula 1 satisfies the structure represented by Formula 1 described above and includes ligands having structures of Formula 1A and 1B, wherein Formula 1B includes at least one substituent including deuterium. Due to this structure, the organometallic compound represented by Formula 1 has excellent luminescent properties, and thus by controlling the emission wavelength range, it may have properties suitable for use as a luminescent material with high color purity.

[0225] In addition, the organometallic compound represented by Formula 1 has excellent electron mobility, and thus an electronic device including the organometallic compound represented by Formula 1, such as an organic light-emitting device, may have a low driving voltage, a high external quantum efficiency, and / or a long lifetime.

[0226] In one or more embodiments, the maximum emission wavelength (emission peak wavelength or peak emission wavelength, ) in the emission spectrum or electroluminescence spectrum of the organometallic compound may be about 490 nanometers (nm) - about 550 nm, about 500 nm - about 540 nm, or about 510 nm - about 530 nm.

[0227] The method for synthesizing the organometallic compound represented by Formula 1 can be recognized by those of ordinary skill in the art by referring to the following synthesis examples.

[0228] Therefore, the organometallic compound represented by Formula 1 can be suitable for use in the organic layer of an organic light-emitting device, for example, as a dopant in the emission layer of the organic layer. Accordingly, another aspect of the present disclosure provides an organic light-emitting device 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 an emission layer and at least one of the organometallic compounds represented by Formula 1.

[0229] When the organic light-emitting device includes an organic layer containing the above-described organometallic compound represented by Formula 1, the following characteristics can be exhibited: excellent driving voltage, excellent maximum external quantum efficiency, and long lifetime.

[0230] The organometallic compound represented by Formula 1 can be used between the electrode pairs of the organic light-emitting device. For example, at least one of the organometallic compounds represented by Formula 1 can be included in the emission layer. Here, the at least one of the organometallic compounds represented by Formula 1 can be used as a dopant, and the emission layer can further include a host. When the emission layer further includes a host, based on weight, the amount of the host in the emission layer can be greater than the amount of the at least one organometallic compound represented by Formula 1.

[0231] In one or more embodiments, the emission layer can emit green light. For example, the emission layer can emit green light having a maximum emission wavelength of about 490 nm - about 550 nm, about 500 nm - about 540 nm, or about 510 nm - about 530 nm.

[0232] The expressions “(the organic layer) includes at least one of the organometallic compounds represented by Formula 1” and “(the organic layer) includes at least one organometallic compound represented by Formula 1” can be used interchangeably herein and can include cases where “(the organic layer) includes the same organometallic compound represented by Formula 1” and cases where “(the organic layer) includes two or more different types of organometallic compounds represented by Formula 1”.

[0233] For example, the organic layer can include only Compound 1 as the at least one organometallic compound represented by Formula 1. In this regard, Compound 1 can be included in the emission layer of the organic light-emitting device. In one or more embodiments, the organic layer can include Compound 1 and Compound 2 as the at least one organometallic compound represented by Formula 1. In this embodiment, Compound 1 and Compound 2 can be present in the same layer (for example, both Compound 1 and Compound 2 can be present in the emission layer).

[0234] The first electrode may be an anode serving as a hole injection electrode, and the second electrode may be a cathode serving as an electron injection electrode, or the first electrode may be a cathode serving as an electron injection electrode, and the second electrode may be an anode serving as a hole injection electrode.

[0235] In one or more embodiments, in the organic light emitting device, the first electrode may be an anode, the second electrode may be a cathode, and the organic layer may further include a hole transport region disposed between the first electrode and the emission layer, and an electron transport region disposed between the emission layer and the second electrode, wherein the hole transport region may include a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer, or a combination thereof, and the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0236] As used herein, the term "organic layer" refers to a single layer or multiple layers disposed between the first electrode and the second electrode of the organic light emitting device. In addition to organic compounds, the "organic layer" may further include organometallic complexes containing metals.

[0237] Figure 1 FIG. is a schematic cross-sectional view of an organic light emitting device 10 according to one or more embodiments. Hereinafter, the structure and manufacturing method of the organic light emitting device 10 according to one or more embodiments of the present disclosure will be described in conjunction with Figure 1 The structure and manufacturing method of the organic light emitting device 10 according to one or more embodiments of the present disclosure will be 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.

[0238] A substrate may be additionally disposed under the first electrode 11 or on the second electrode 19. As the substrate, a substrate commonly used in organic light emitting devices may be used, for example, a glass substrate or a transparent plastic substrate having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and / or water resistance.

[0239] 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 semi-reflective 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 (SnO2), or zinc oxide (ZnO). In one or more embodiments, the material for forming the first electrode 11 can 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).

[0240] The first electrode 11 can have a single-layer structure or a multi-layer structure including multiple layers. For example, the first electrode 11 can have a three-layer structure of ITO / Ag / ITO, but the embodiments are not limited thereto.

[0241] The organic layer 15 is disposed on the first electrode 11.

[0242] The organic layer 15 can include an emission layer and can further include a hole transport region and an electron transport region.

[0243] The hole transport region can be disposed between the first electrode 11 and the emission layer.

[0244] The hole transport region can include a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer, or a combination thereof.

[0245] The hole transport region can include only a hole injection layer or a hole transport layer. The hole transport region can have a hole injection layer / hole transport layer structure or a hole injection layer / hole transport layer / electron blocking layer structure, where the constituent layers are stacked in the stated order starting from the first electrode 11.

[0246] When the hole transport region includes a hole injection layer, the hole injection layer can be formed on the first electrode 11 by using various methods such as vacuum deposition, spin coating, casting, and / or Langmuir-Blodgett (LB) deposition, but the embodiments are not limited thereto.

[0247] When the hole injection layer is formed by a vacuum deposition method, the deposition conditions can vary depending on the compound used as the material for forming the hole injection layer, the desired structure and thermal properties of the hole injection layer, etc. For example, the deposition temperature can be about 100°C - about 500°C, the vacuum pressure can be about 10 -8 torr - about 10 -3 torr, and the deposition rate can be about 0.01 angstroms per second (Å / s) - about 100 per second, but the embodiments are not limited thereto.

[0248] When the hole injection layer is formed by a spin coating method, the coating conditions may vary depending on the compound used as the material for forming the hole injection layer, the desired structure of the hole injection layer, and thermal characteristics, etc. For example, the coating rate may be about 2,000 revolutions per minute (rpm) - about 5,000 rpm, and the temperature for heat treatment to remove the solvent after coating may be about 80°C - about 200°C, but the embodiments are not limited thereto.

[0249] In this regard, the conditions for forming the hole transport layer and the electron blocking layer can be understood by referring to the conditions for forming the hole injection layer.

[0250] The hole transport region may include, for example, at least one of the following: 4,4′,4″-tris(3-methylphenylphenylamino)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″-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), the compound represented by Formula 201, or the compound represented by Formula 202, but the embodiments are not limited thereto:

[0251]

[0252]

[0253] Formula 201

[0254]

[0255] Formula 202

[0256]

[0257] Among them, in Formula 201, Ar 101 and Ar 102 can each independently be:

[0258] Phenylene, cyclopentadienylene, indenylene, naphthylene, -, heptaleneylene, acenaphthylene, fluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, -, tetracenylene, -, -, or pentacenylene; or

[0259] Phenylene, cyclopentadienylene, indenylene, naphthylene, -, heptaleneylene, acenaphthylene, fluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, -, tetracenylene, -, -, or pentacenylene, each substituted by at least one of the following: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazono, a carboxylic acid group or its salt, a sulfonic acid group or its salt, a 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, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C7-C 60 alkylaryl, C7-C 60 arylalkyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, C2-C 60 heteroarylalkyl, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, or a combination thereof.

[0260] In Formula 201, xa and xb can each independently be an integer from 0 to 5, or xa and xb can each independently be 0, 1, or 2. For example, xa can be 1 and xb can be 0, but the embodiments are not limited thereto.

[0261] In Formulas 201 and 202, R 101 -R 108 、R 111 -R 119 、and R 121 -R 124 can each independently be:

[0262] hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, a carboxylic acid group or its salt, a sulfonic acid group or its salt, a phosphoric acid group or its salt, C1-C 10 alkyl (e.g., methyl, ethyl, propyl, butyl, pentyl, or hexyl), C1-C 10 alkoxy (e.g., methoxy, ethoxy, propoxy, butoxy, or pentyloxy), or C1-C 10 alkylthio;

[0263] C1-C 10 alkyl, C1-C 10 alkoxy, or C1-C 10 alkylthio each independently substituted with at least one of the following: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, a carboxylic acid group or its salt, a sulfonic acid group or its salt, a phosphoric acid group or its salt, or a combination thereof;

[0264] phenyl, naphthyl, anthryl, fluorenyl, or pyrenyl; or

[0265] phenyl, naphthyl, anthryl, fluorenyl, or pyrenyl each independently substituted with at least one of the following: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, a carboxylic acid group or its salt, a sulfonic acid group or its salt, a phosphoric acid group or its salt, C1-C 10 alkyl, C1-C 10 alkoxy, C1-C 10 alkylthio, or a combination thereof, but the embodiments are not limited thereto.

[0266] In Formula 201, R 109 can be:

[0267] phenyl, naphthyl, anthryl, or pyridyl; or

[0268] A phenyl, naphthyl, anthracenyl, or pyridyl group each substituted with at least one of the following: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazono, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, C1-C 20 alkyl, C1-C 20 alkoxy, C1-C 20 alkylthio, phenyl, naphthyl, anthracenyl, pyridyl, or a combination thereof.

[0269] In one or more embodiments, the compound represented by Formula 201 may be represented by Formula 201A, but the embodiments are not limited thereto:

[0270] Formula 201A

[0271]

[0272] wherein, in Formula 201A, R 101 , R 109 , R 111 , and R 112 may each be as defined herein.

[0273] For example, the compound represented by Formula 201 and the compound represented by Formula 202 may include one or more of Compounds HT1 to HT20, but the embodiments are not limited thereto:

[0274]

[0275]

[0276]

[0277] .

[0278] The thickness of the hole transport region may be about 100 - about 10,000 , for example about 100 - about 1,000 . When the hole transport region includes at least one of a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about 50 - about 10,000 , for example about 100 - about 1,000 , and the thickness of the hole transport layer may be about 50 - about 2,000 , for example about 100 - about 1,500 When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without a significant increase in the driving voltage.

[0279] In addition to the aforementioned materials, the hole transport region may further include a charge generation material for improving the conduction property. The charge generation material may be uniformly or non-uniformly dispersed in the hole transport region.

[0280] The charge generation material may be, for example, a p-dopant. The p-dopant may be one of the following: a quinone derivative, a metal oxide, or a compound containing a cyano group, but the embodiments are 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), 1,3,4,5,7,8-hexafluorotetracyano-naphthoquinodimethane (F6-TCNNQ), etc.; metal oxides such as tungsten oxide, molybdenum oxide, etc.; or compounds containing a cyano group such as compound HT-D1 or F12, but the embodiments are not limited thereto:

[0281]

[0282] 。

[0283] The hole transport region may further include a buffer layer.

[0284] The buffer layer may compensate for the optical resonance distance according to the wavelength of the light emitted from the emission layer, and thus, the efficiency of the formed organic light-emitting device can be improved.

[0285] Meanwhile, when the hole transport region includes an electron blocking layer, the material for forming the electron blocking layer may be selected from the aforementioned materials for forming the hole transport region and the host materials to be described herein, but the embodiments are not limited thereto. For example, when the hole transport region includes an electron blocking layer, the material for forming the electron blocking layer may be mCP to be described later.

[0286] Then, the emission layer may be formed on the hole transport region by vacuum deposition, spin coating, casting, LB deposition, etc. 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 emission layer material to be used.

[0287] The emission layer may include a host and a dopant, and the dopant may include at least one of the organometallic compounds represented by Formula 1.

[0288] The host may include at least one of the following: 1,3,5-tris(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi), 3-tert-butyl-9,10-di(naphthalen-2-yl)anthracene (TBADN), 9,10-di(naphthalen-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-tris(carbazol-9-yl)benzene (TCP), 1,3-bis(N-carbazolyl)benzene (mCP), compound H50, compound H51, or compound GH3, but the embodiments are not limited thereto:

[0289]

[0290]

[0291] 。

[0292] In one or more embodiments, the host may include a compound represented by Formula 301, but the embodiments are not limited thereto:

[0293] Formula 301

[0294]

[0295] Wherein, in Formula 301, Ar 111 and Ar 112 may each independently be:

[0296] phenylene, naphthylene, phenanthrylene, or pyrenylene; or

[0297] phenylene, naphthylene, phenanthrylene, or pyrenylene each substituted with at least one of the following: phenyl, naphthyl, anthracenyl, or a combination thereof.

[0298] In Formula 301, Ar 113 -Ar 116 may each independently be:

[0299] C1-C 10 alkyl, phenyl, naphthyl, phenanthryl, or pyrenyl; or

[0300] phenyl, naphthyl, phenanthryl, or pyrenyl each substituted with at least one of the following: phenyl, naphthyl, anthracenyl, or a combination thereof.

[0301] In Formula 301, g, h, i, and j may each independently be an integer from 0 to 4, and g, h, i, and j may each independently be, for example, 0, 1, or 2.

[0302] In Formula 301, Ar113 -Ar 116 may each independently be:

[0303] C1-C substituted by at least one of the following 10 alkyl: phenyl, naphthyl, anthracenyl, or a combination thereof;

[0304] phenyl, naphthyl, anthracenyl, pyrenyl, phenanthryl, or fluorenyl;

[0305] phenyl, naphthyl, anthracenyl, pyrenyl, phenanthryl, or fluorenyl each substituted by at least one of the following: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazono, 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, phenyl, naphthyl, anthracenyl, pyrenyl, phenanthryl, fluorenyl, or a combination thereof; or

[0306] a group of the following formula:

[0307] ,

[0308] However, the embodiments are not limited thereto.

[0309] In one or more embodiments, the host may include a compound represented by Formula 302:

[0310] Formula 302

[0311]

[0312] wherein, in Formula 302, Ar 122 -Ar 125 may each be as defined for Ar in Formula 301 113 is defined.

[0313] In Formula 302, Ar 126 and Ar 127 may each independently be C1-C 10 alkyl (e.g., methyl, ethyl, propyl, etc.).

[0314] In Formula 302, k and l may each independently be an integer from 0 to 4. For example, k and l may each independently be 0, 1, or 2.

[0315] 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. Due to the structure in which the red emission layer, the green emission layer, and / or the blue emission layer are stacked therein, the emission layer may emit white light.

[0316] When the emission layer includes a host and a dopant, based on 100 parts by weight of the host in the emission layer, the amount of the dopant in the emission layer may be about 0.01 part by weight - about 15 parts by weight, but embodiments are not limited thereto.

[0317] The thickness of the emission layer may be about 100 - about 1,000 For example, about 200 - about 600 When the thickness of the emission layer is within these ranges, excellent light-emitting characteristics may be obtained without a significant increase in the driving voltage.

[0318] An electron transport region may be disposed on the emission layer.

[0319] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0320] For example, 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 embodiments are not limited thereto. The electron transport layer may have a single-layer structure or a multi-layer structure including multiple layers.

[0321] The conditions for forming the hole blocking layer, the electron transport layer, and the electron injection layer constituting the electron transport region may be understood by referring to the conditions for forming the hole injection layer.

[0322] When the electron transport region includes a hole blocking layer, the hole blocking layer may include, for example, at least one of the following: 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), or bis(2-methyl-8-hydroxyquinolinato-N1,O8)-(1,1'-biphenyl-4-olato)aluminum (BAlq), but embodiments are not limited thereto:

[0323] 。

[0324] The thickness of the hole blocking layer may be about 20 - about 1,000 For example, about 30 - about 300 When the thickness of the hole blocking layer is within these ranges, excellent hole blocking characteristics can be obtained without a significant increase in the driving voltage.

[0325] 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-hydroxyquinoline) aluminum (Alq3), bis(2-methyl-8-hydroxyquinolinato-N1,O8)-(1,1′-biphenyl-4-olato) aluminum (BAlq), 3-(4-biphenylyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ), or 4-(naphthalen-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), but the embodiments are not limited thereto.

[0326] 。

[0327] The electron transport layer may include at least one of Compounds ET1 to ET25, but the embodiments are not limited thereto.

[0328]

[0329]

[0330]

[0331] 。

[0332] The thickness of the electron transport layer may be about 100 - about 1,000 、for example about 150 - about 500 When the thickness of the electron transport layer is within these ranges, satisfactory electron transport characteristics can be obtained without a significant increase in the driving voltage.

[0333] In addition to the foregoing materials, the electron transport layer may further include a metal-containing material.

[0334] The metal-containing material may include a Li complex. The Li complex may include, for example, Compound ET-D1 (lithium 8-hydroxyquinolate, LiQ or Liq) or ET-D2, but the embodiments are not limited thereto.

[0335] 。

[0336] The electron transport region may further include an electron injection layer that promotes the injection of electrons from the second electrode 19.

[0337] The electron injection layer may include Liq, LiF, NaCl, CsF, Li2O, BaO, or a combination thereof.

[0338] The thickness of the electron injection layer may be about 1 - about 100 、for example about 3 - about 90 。When the thickness of the electron injection layer is within these ranges, satisfactory electron injection characteristics can be obtained without a significant increase in the driving voltage.

[0339] A second electrode 19 is disposed 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 each having a relatively low work function. For example, the material for forming the second electrode 19 may include lithium (Li), magnesium (Mg), aluminum (Al), silver (Ag), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), etc. For manufacturing a top-emission type light-emitting device, a transmissive electrode formed using ITO or IZO may be used as the second electrode 19.

[0340] Above, the organic light-emitting device has been described with reference to Figure 1 but the embodiments are not limited thereto.

[0341] On the other hand, a diagnostic composition including at least one of the aforementioned organometallic compounds represented by Formula 1 is provided.

[0342] The organometallic compound represented by Formula 1 may be capable of providing high luminous efficiency, and thus the diagnostic composition including at least one of the organometallic compounds represented by Formula 1 may have high diagnostic efficiency.

[0343] The diagnostic composition can be used in a variety of applications including diagnostic kits, diagnostic reagents, biosensors, biomarkers, etc., but the embodiments are not limited thereto.

[0344] As used herein, the term "C1-C 60 alkyl" refers to a straight-chain or branched saturated aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms. C1-C 60 alkyl may be C1-C 20 alkyl, C1-C 10 alkyl, C1-C6 alkyl, C1-C5 alkyl, or C1-C3 alkyl. Each of the alkyls may be straight-chain or branched. In the case of a branched alkyl, the lower limit of the carbon number range of each of the above alkyls becomes 3. C1-C 60Non-limiting examples of alkyl groups include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, etc. As used herein, the term "C1-C 60 alkylene" refers to a divalent group having the same structure as a C1-C 60 alkyl group.

[0345] As used herein, the term "C1-C 60 alkoxy" refers to a monovalent group represented by -OA 101 (where A 101 is a C1-C 60 alkyl group), and non-limiting examples thereof include methoxy, ethoxy, isopropoxy, etc. As used herein, the term "C1-C 60 alkylthio" refers to a monovalent group represented by -SA 101 (where A 101 is a C1-C 60 alkyl group).

[0346] As used herein, the term "C2-C 60 alkenyl" refers to a hydrocarbon group formed by substituting at least one carbon-carbon double bond at the middle or end of a C2-C 60 alkyl group, and non-limiting examples thereof include vinyl, propenyl, butenyl, etc. As used herein, the term "C2-C 60 alkenylene" refers to a divalent group having the same structure as a C2-C 60 alkenyl group.

[0347] As used herein, the term "C2-C 60 alkynyl" refers to a hydrocarbon group formed by substituting at least one carbon-carbon triple bond at the middle or end of a C2-C 60 alkyl group, and non-limiting examples thereof include ethynyl, propynyl, etc. As used herein, the term "C2-C 60 alkynylene" refers to a divalent group having the same structure as a C2-C 60 alkynyl group.

[0348] As used herein, the term "C3-C 10 cycloalkyl" refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and non-limiting examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, etc. As used herein, the term "C3-C 10 cycloalkylene" refers to a divalent group having the same structure as a C3-C 10 cycloalkyl group.

[0349] As used herein, the term "C1-C 10"Heterocycloalkyl" refers to a monovalent saturated ring group having at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring-forming atom and 1-10 carbon atoms as ring-forming atoms, and non-limiting examples thereof include tetrahydrofuranyl, tetrahydrothienyl, etc. As used herein, the term "C1-C 10 "Subheterocycloalkyl" refers to a divalent group having the same structure as C1-C 10 heterocycloalkyl.

[0350] As used herein, the term "C3-C 10 "Cycloalkenyl" refers to a monovalent ring group including 3-10 carbon atoms as ring-forming atoms in its ring and at least one carbon-carbon double bond and having no aromaticity, and non-limiting examples thereof include cyclopentenyl, cyclohexenyl, cycloheptenyl, etc. As used herein, the term "C3-C 10 "Subcycloalkenyl" refers to a divalent group having the same structure as C3-C 10 cycloalkenyl.

[0351] As used herein, the term "C1-C 10 "Heterocycloalkenyl" refers to a monovalent ring group having at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring-forming atom, 1-10 carbon atoms as ring-forming atoms and at least one double bond and having no aromaticity. C1-C 10 Non-limiting examples of heterocycloalkenyl include 2,3-dihydrofuranyl, 2,3-dihydrothienyl, etc. As used herein, the term "C1-C 10 "Subheterocycloalkenyl" refers to a divalent group having the same structure as C1-C 10 heterocycloalkenyl.

[0352] As used herein, the term "C6-C 60 "Aryl" refers to a monovalent group having a carbocyclic aromatic ring system with 6-60 carbon atoms as ring-forming atoms, and as used herein, the term "C6-C 60 "Subaryl" refers to a divalent group having a carbocyclic aromatic ring system with 6-60 carbon atoms as ring-forming atoms. C6-C 60 Non-limiting examples of aryl include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, yl, etc. When C6-C 60 aryl and C6-C 60 subaryl each include two or more rings, the rings may be fused to each other.

[0353] As used herein, the term "C7-C 60 "Alkylaryl" refers to a C6-C substituted by at least one C1-C 54 alkyl59 Aryl. As used herein, the term "C7-C 60 arylalkyl" refers to a C1-C 59 alkyl that is substituted with at least one C6-C 54 aryl.

[0354] As used herein, the term "C1-C 60 heteroaryl" refers to a monovalent group having a heteroaromatic ring system having at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring-forming atom and 1-60 carbon atoms as ring-forming atoms, and as used herein, the term "C1-C 60 heteroarylene" refers to a divalent group having a heteroaromatic ring system having at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring-forming atom and 1-60 carbon atoms as ring-forming atoms. Non-limiting examples of C1-C 60 heteroaryl include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, etc. When C1-C 60 heteroaryl and C1-C 60 heteroarylene each include two or more rings, the rings may be fused to each other.

[0355] As used herein, the term "C2-C 60 alkylheteroaryl" refers to a C1-C 59 heteroaryl that is substituted with at least one C1-C 59 alkyl. As used herein, the term "C2-C 60 heteroarylalkyl" refers to a C1-C 59 alkyl that is substituted with at least one C1-C 59 heteroaryl.

[0356] As used herein, the term "C6-C 60 aryloxy" refers to -OA 102 (where A 102 is C6-C 60 aryl), and as used herein, the term "C6-C 60 arylthio" refers to -SA 103 (where A 103 is C6-C 60 aryl).

[0357] As used herein, the term "C1-C 60 heteroaryloxy" denotes -OA 104 (where A 104 is C1-C 60 heteroaryl), and as used herein, the term "C1-C60 "Heteroarylthio" means -SA 105 (where A 105 is C1-C 60 heteroaryl).

[0358] As used herein, the term "monovalent non-aromatic fused polycyclic group" refers to a monovalent group (e.g., having 8 - 60 carbon atoms) that has two or more rings fused to each other, having only carbon atoms as ring-forming atoms, and not being aromatic in terms of its entire molecular structure. Non-limiting examples of monovalent non-aromatic fused polycyclic groups include fluorenyl and the like. As used herein, the term "divalent non-aromatic fused polycyclic group" refers to a divalent group having the same structure as the monovalent non-aromatic fused polycyclic group described above.

[0359] As used herein, the term "monovalent non-aromatic fused heteropolycyclic group" refers to a monovalent group (e.g., having 1 - 60 carbon atoms) that has two or more rings fused to each other, having heteroatoms selected from B, N, O, P, Si, S, Se, and Ge in addition to carbon atoms as ring-forming atoms, and not being aromatic in terms of its entire molecular structure. Non-limiting examples of monovalent non-aromatic fused heteropolycyclic groups include carbazolyl and the like. As used herein, the term "divalent non-aromatic fused heteropolycyclic group" refers to a divalent group having the same structure as the monovalent non-aromatic fused heteropolycyclic group.

[0360] As used herein, the term "C5-C 30 carbocyclic group" refers to a saturated or unsaturated cyclic group having only 5 - 30 carbon atoms as ring-forming atoms. The C5-C 30 carbocyclic group can be a monocyclic group or a polycyclic group.

[0361] As used herein, the term "C1-C 30 heterocyclic group" refers to a saturated or unsaturated cyclic group having at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge in addition to 1 - 30 carbon atoms as ring-forming atoms. The C1-C 30 heterocyclic group can be a monocyclic group or a polycyclic group.

[0362] Substituted C5-C 30 carbocyclic group, substituted C1-C 30 heterocyclic group, 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 10Cycloalkyl, substituted C1-C 10 Heterocycloalkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocycloalkenyl, substituted C6-C 60 Aryl, substituted C7-C 60 Alkylaryl, substituted C7-C 60 Arylalkyl, substituted C6-C 60 Aryloxy, substituted C6-C 60 Arylthio, substituted C1-C 60 Heteroaryl, substituted C2-C 60 Alkylheteroaryl, substituted C2-C 60 Heteroarylalkyl, substituted C1-C 60 Heteroaryloxy, substituted C1-C 60 Heteroarylthio, and at least one substituent of a substituted monovalent non-aromatic fused polycyclic group, and a substituted monovalent non-aromatic fused heteropolycyclic group may be:

[0363] Deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, 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;

[0364] Each C1-C substituted by at least one of the following 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, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, 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 Alkylaryl, C6-C 60 Aryloxy, C6-C60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkylheteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-Ge(Q 11 )(Q 12 )(Q 13 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、 、or a combination thereof;

[0365] C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkylaryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkylheteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, monovalent non-aromatic fused polycyclic group, or monovalent non-aromatic fused heteropolycyclic group;

[0366] Each of C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkylaryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkylheteroaryl, C1-C 60 Heteroaryloxy, C1-C 60Heteroarylthio, monovalent non-aromatic fused polycyclic group, or monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazono, 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 alkylaryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-Ge(Q 21 )(Q 22 )(Q 23 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 )、-P(Q 28 )(Q 29 )、 、or a combination thereof; or

[0367] -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 )、or ,and

[0368] Q1-Q9, Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 Each of them can be 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.

[0369] For example, Q1-Q9, Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 may be each 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, or phosphoric acid group or its salt; or C1-C2 each being unsubstituted or substituted by at least one of the following60 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 Alkylaryl, C7-C 60 Arylalkyl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkylheteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, monovalent non-aromatic fused polycyclic group, or monovalent non-aromatic fused heteropolycyclic group: deuterium, C1-C 60 Alkyl, C3-C 10 Cycloalkyl, C6-C 60 Aryl, or a combination thereof.

[0370] Hereinafter, the organometallic 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. However, the following examples are not intended to limit the scope of the present disclosure. The phrase "using B instead of A" used in describing the synthesis examples means that the amount of A used is the same as the amount of B used in terms of molar equivalents.

[0371] Examples

[0372] Synthesis Example 1: Synthesis of Compound 1

[0373]

[0374] Synthesis of Compound 1A

[0375] 1-(2,6-Diisopropylphenyl)-2-phenyl-1H-benzo[d]imidazole (3.0 grams (g), 8.46 millimoles (mmol)) and iridium(III) chloride trihydrate (IrCl3(H2O) n, n = 3) (1.42 g, 4.03 mmol) was mixed with 90 milliliters (mL) of 2-ethoxyethanol and 30 mL of deionized (DI) water, and the mixed solution was stirred under reflux for 24 hours. Then, the reaction temperature was lowered to room temperature. The solid produced therefrom was separated by filtration and thoroughly washed with water / methanol / hexane in the stated order, and then the resulting solid was dried in a vacuum oven to obtain 3.1 g (82% yield) of Compound 1A.

[0376] Synthesis of Compound 1B

[0377] Compound 1A (3.1 g, 1.66 mmol) was mixed with 120 mL of dichloromethane (DCM) to form a first solution. A second solution was prepared by combining silver trifluoromethanesulfonate (AgOTf) (0.9 g, 3.52 mmol) and 40 mL of methanol (MeOH). Then, the first solution and the second solution were combined to form a reaction solution. The reaction solution was stirred at room temperature for 18 hours under conditions where it was shielded from light with aluminum foil. Then, the solid produced thereby was removed by filtration through diatomaceous earth, and the solvent was removed from the filtrate under reduced pressure to obtain the product (Compound 1B). Then, the product was used in the next reaction without further purification.

[0378] Synthesis of Compound 1

[0379] Compound 1B (2.7 g, 2.43 mmol) and 1-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-2-(8-(methyl-d3)naphtho[2,3-b]benzofuran-4-yl)-1H-benzo[d]imidazole (1.43 g, 2.43 mmol) were mixed with 25 mL of 2-ethoxyethanol, and then 25 mL of dimethylformamide (DMF) was added thereto. Then, the mixed solution was stirred at 120 °C for 24 hours, and then the reaction temperature was lowered to room temperature. The solvent was removed under reduced pressure. The solid obtained was purified by column chromatography (eluent: hexane and ethyl acetate) to obtain 1.06 g (29% yield) of Compound 1. This compound was confirmed by high-resolution mass spectrometry (HRMS (MALDI)) using matrix-assisted laser desorption ionization and high-performance liquid chromatography (HPLC) analysis.

[0380] HRMS (MALDI): For C 92 H 82 Calculated value for D3IrN6O: m / z 1485.6602; Measured value: 1485.6605.

[0381] Synthesis Example 2: Synthesis of Compound 4

[0382]

[0383] Synthesis of Compound 4

[0384] Compound 4 (1.04 g, 29% yield) was obtained in a similar manner to Synthesis Example 1, except that 1-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-2-(1-(methyl-d3)naphtho[2,3-b]benzofuran-4-yl)-1H-benzo[d]imidazole was used instead of 1-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-2-(8-(methyl-d3)naphtho[2,3-b]benzofuran-4-yl)-1H-benzo[d]imidazole. The compound was confirmed by HRMS (MALDI) and HPLC analysis.

[0385] HRMS (MALDI): For C 92 H 82 Calculated for D3IrN6O: m / z 1485.6602; Found: 1485.6606.

[0386] Synthesis Example 3: Synthesis of Compound 9

[0387]

[0388] Synthesis of Compound 9

[0389] Compound 9 (1.02 g, 27% yield) was obtained in a similar manner to Synthesis Example 1, except that 1-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-2-(8-(methyl-d3)phenanthro[3,2-b]benzofuran-11-yl)-1H-benzo[d]imidazole was used instead of 1-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-2-(8-(methyl-d3)naphtho[2,3-b]benzofuran-4-yl)-1H-benzo[d]imidazole. The compound was confirmed by HRMS (MALDI) and HPLC analysis.

[0390] HRMS (MALDI): For C 96 H 84 Calculated for D3IrN6O: m / z 1535.6759; Found: 1535.6762.

[0391] Synthesis Example 4: Synthesis of Compound 14

[0392]

[0393] Synthesis of Compound 14

[0394] 1.01 g (27% yield) of Compound 14 was obtained in a similar manner to Synthesis Example 1, except that 1-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-2-(12-(methyl-d3)phenanthro[2,3-b]benzofuran-9-yl)-1H-benzo[d]imidazole was used instead of 1-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-2-(8-(methyl-d3)naphtho[2,3-b]benzofuran-4-yl)-1H-benzo[d]imidazole. The compound was confirmed by HRMS (MALDI) and HPLC analysis.

[0395] HRMS (MALDI): For C 96 H 84 Calculated for D3IrN6O: m / z 1535.6759; Found: 1535.6756.

[0396] Example 1

[0397] An ITO (as the anode) patterned glass substrate was cut into a size of 50 millimeters (mm) x 50 mm x 0.5 mm, ultrasonically treated with isopropyl alcohol and DI water for 5 minutes each, and then cleaned by UV irradiation and exposure to ozone for 30 minutes. The resulting glass substrate was loaded onto a vacuum deposition apparatus.

[0398] Compound HT3 and F12-P-dopant were vacuum deposited on the anode at a weight ratio of 98:2 to form a hole injection layer with a thickness of 100 and Compound HT3 was vacuum deposited on the hole injection layer to form a hole transport layer with a thickness of 1,650 thickness.

[0399] Subsequently, Compound GH3 (host) and Compound 1 (dopant) were co-vacuum deposited on the hole transport layer at a weight ratio of 92:8 to form an emission layer with a thickness of 400 thickness.

[0400] Then, Compound ET3 and Liq-N-dopant were co-vacuum deposited on the emission layer at a volume ratio of 50:50 to form an electron transport layer with a thickness of 350 and Liq-N-dopant was vacuum deposited on the electron transport layer to form an electron injection layer with a thickness of 10 and Al was vacuum deposited on the electron injection layer to form a cathode with a thickness of 1000 thickness, thus completing the fabrication of the organic light-emitting device.

[0401]

[0402] Examples 2-4 and Comparative Examples 1-3

[0403] An organic light emitting device was fabricated in a similar manner to Example 1, except that when forming the emission layer, the compounds shown in Table 1 were each used in place of Compound 1.

[0404] Evaluation of Example 1: Characterization of the organic light emitting device

[0405] For the organic light emitting devices of Examples 1-4 and Comparative Examples 1-3, the driving voltage (volts, V), the maximum external quantum efficiency (Max EQE, %), the maximum emission wavelength ( , nm), and the lifetime (LT 97 , relative %) were evaluated, and the results are shown in Table 1. As the evaluation equipment, a current-voltage meter (Keithley 2400) and a luminance meter (Minolta Cs-1000A) were used. The lifetime (LT 97 ) (at 6,000 nits) was evaluated as the time required to reach 97% of the initial luminance (100%), and the lifetime value was expressed relative to Comparative Example 1.

[0406] Table 1

[0407]

[0408]

[0409]

[0410] Referring to Table 2, it was confirmed that the organic light emitting devices of Examples 1-4 had the following characteristics: low driving voltage, high maximum EQE, and long lifetime.

[0411] Referring to Table 2, it was confirmed that compared with the organic light emitting devices of Comparative Examples 1-3, the organic light emitting devices of Examples 1-4 had a similar or lower driving voltage, a similar or higher maximum EQE, and a significantly improved lifetime.

[0412] According to one or more embodiments, the organometallic compound represented by Formula 1 has excellent electrical properties, and thus an electronic device including at least one of the organometallic compounds represented by Formula 1, such as an organic light emitting device, may have the following characteristics: low driving voltage, high maximum external quantum efficiency, and long lifetime. Therefore, due to the use of at least one of the organometallic compounds represented by Formula 1, a high-quality organic light emitting device can be achieved.

[0413] It should be understood that the exemplary embodiments described herein are considered in a descriptive sense only and not for purposes of limitation. The description of features or aspects in each exemplary embodiment should typically be considered applicable to other similar features or aspects in other embodiments. Although one or more embodiments have been described with reference to the drawings, those of ordinary skill in the art will understand 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 <h2 style=";text-align:left;direction:ltr">M1(L1)<h2 style=";text-align:left;direction:ltr"> n1 <h2 style=";text-align:left;direction:ltr"> (L2)<h2 style=";text-align:left;direction:ltr"> n2 in, In formula 1, M1 is a transition metal, L1 is a ligand represented by formula 1A, L2 is a ligand represented by Formula 1B, and n1 and n2 are each independently 1 or 2, Formula 1A Formula 1B Wherein, in Formula 1A and 1B, Ring CY1 and ring CY3 are each independently a 5-membered heterocyclic group; 30 A 5-membered heterocyclic group fused to a carbocyclic group; or 30 a 5-membered heterocyclic group fused to a heterocyclic group, Ring CY2 and ring CY4 are each independently C5-C 30 Carbocyclic group or C1-C 30 Heterocyclic groups, X1 is C or N, X2 is C or N, X3 is C or N, and X4 is C 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, Y1 is O, S, or Se, R1, R2, R3, R4, and R 41 -R 44 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, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or , R4 and R 41 -R 44 At least one of which is independently deuterated, including deuterated substituted C1-C 60 Alkyl, including deuterated substituted C3-C 10 Cycloalkyl, including deuterated substituted C6-C 60 Aryl, or C1-C 60 Heteroaryl, Two or more adjacent R1 groups are optionally bonded together to form a substituted or unsubstituted C5-C 30 A carbocyclic group or a substituted or unsubstituted C1-C 30 Heterocyclic groups, Two or more adjacent R2 groups are optionally bonded together to form a substituted or unsubstituted C5-C 30 A carbocyclic group or a substituted or unsubstituted C1-C 30 Heterocyclic groups, Two or more adjacent R3 groups are optionally bonded together to form a substituted or unsubstituted C5-C 30 A carbocyclic group or a substituted or unsubstituted C1-C 30 Heterocyclic groups, Two or more adjacent R4 groups are optionally bonded together to form a substituted or unsubstituted C5-C 30 A carbocyclic group or a substituted or unsubstituted C1-C 30 Heterocyclic groups, b1-b4 are each independently an integer of 1-10, * and *' each represent the binding site with M1, Substituted C5-C 30 Carbocyclic groups, substituted C1-C 30 Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkynyl, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 Cycloalkyl, substituted C1-C 10 Heterocycloalkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocycloalkenyl, substituted C6-C 60 Aryl, substituted C7-C 60 Alkyl aryl, substituted C7-C 60 Arylalkyl, substituted C6-C 60 Aryloxy, substituted C6-C 60 Arylthio, substituted C1-C 60 Heteroaryl, substituted C2-C 60 Alkyl heteroaryl, substituted C2-C 60 Heteroarylalkyl, substituted C1-C 60 Heteroaryloxy, substituted C1-C 60 The substituents of the heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group are each independently: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, or C1-C 60 Alkylthio; C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, or C1-C 60 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-Ge(Q 11 )(Q 12 )(Q 13 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 ), , or a combination thereof; C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group; C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, or monovalent non-aromatic condensed heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 Arylalkyl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-Ge(Q 21 )(Q 22 )(Q 23 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 )、-P(Q 28 )(Q 29 ), , or a combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 )、 or , 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 M1 is iridium, and The sum of n1 and n2 is 3.

3. The organometallic compound according to claim 1, wherein Ring CY1 and ring CY3 are each independently a pyrrole group, an imidazole group, a pyrazole group, an azole group, an indole group, an azaindole group, a benzopyrazole group, a benzimidazole group, or a benzo Azole group.

4. The organometallic compound according to claim 1, wherein Ring CY2 and ring CY4 are each independently a benzene group, a naphthyl group, a 1,2,3,4-tetrahydronaphthalene group, a phenanthrene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a benzofuran group, a benzothiophene group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzosilole group, an azafluorene group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group, or an azadibenzosilole group.

5. The organometallic compound according to claim 1, wherein in Formula 1A The moiety represented by is a group represented by one of the formulae CY(1)-1 to CY(1)-3: in, In formulae CY(1)-1 to CY(1)-3, X 11 C(R 11a )、C(R 11a )(R 11b ), N, or N(R 11a ), X 12 C(R 12a )、C(R 12a )(R 12b ), N, or N(R 12a ), X 13 C(R 13a )、C(R 13a )(R 13b ), N, or N(R 13a ), Cyclo 10 C5-C 30 Carbocyclic group or C1-C 30 Heterocyclic groups, R 10 , R 11a , R 11b , R 12a , R 12b , R 13a , and R 13b each independently as defined for R1, b10 is an integer from 1 to 10, represents a single bond or a double bond, provided that the two Not a double bond at the same time, * indicates the binding site with M1, and *'' indicates the binding site with the adjacent atom.

6. The organometallic compound according to claim 1, wherein in Formula 1A The moiety represented by is a group represented by one of the formulae CY(2)-1 to CY(2)-16: in, In formulae CY(2)-1 to CY(2)-16, R 21 -R 24 Each independently as defined in claim 1 for R2, provided that R 21 -R 24 Not hydrogen, *' indicates the binding site with M1, and *'' indicates the binding site with the adjacent atom.

7. The organometallic compound of claim 1, wherein L1 is a ligand represented by formula 1A-1 or 1A-2: in, In Formulas 1A-1 and 1A-2, R 10 -R 13 each independently as defined for R1, R 20 As defined for R2, b10 and b20 are each independently an integer of 1 to 4, and * and *' each indicate a binding site to M1.

8. The organometallic compound as claimed in claim 1, wherein in Formula 1B The moiety represented by is a group represented by one of the formulae CY(3)-1 to CY(3)-3: in, In formulae CY(3)-1 to CY(3)-3, X 31 C(R 31a )、C(R 31a )(R 31b ), N, or N(R 31a ), X 32 C(R 32a )、C(R 32a )(R 32b ), N, or N(R 32a ), X 33 C(R 33a )、C(R 33a )(R 33b ), N, or N(R 33a ), Cyclo 30 C5-C 30 Carbocyclic group or C1-C 30 Heterocyclic groups, R 30 , R 31a , R 31b , R 32a , R 32b , R 33a , and R 33b each independently as defined for R3, b30 is an integer from 1 to 10. represents a single bond or a double bond, provided that the two Not a double bond at the same time, * indicates the binding site with M1, and *'' indicates the binding site with the adjacent atom.

9. The organometallic compound of claim 1, wherein L2 is a ligand represented by one of Formulas 1B-1 to 1B-4: in, In Formulas 1B-1 to 1B-4, Ring CY3, X3, X4, X 41 -X 44 , Y1, R3, and b3 are each as defined in claim 1, E1 is C(Z1) or N, E2 is C(Z2) or N, E3 is C(Z3) or N, and E4 is C(Z4) or N, E5 is C(Z5) or N, E6 is C(Z6) or N, E7 is C(Z7) or N, and E8 is C(Z8) or N, Z1-Z8 are each independently as defined for R4, R 41 -R 44 and at least one of Z1-Z8 includes deuterium, and * and *' each indicate a binding site to M1.

10. The organometallic compound according to claim 1, wherein L2 is a ligand represented by one of formulas 1B(1)-1 to 1B(1)-8: in, In Formulae 1B(1)-1 to 1B(1)-8, Y1 and R 41 -R 44 Each as defined in claim 1, R 30 -R 33 each independently as defined for R3, R 40 As defined for R4, b30 and b40 are each independently an integer of 1 to 4, b41 is an integer from 1 to 6, and * and *' each indicate a binding site to M1.

11. The organometallic compound according to claim 1, wherein R4 and R 41 -R 44 At least one of them is independently -CD3, -CD2H, -CDH2, or a group represented by one of formulae 8-1 to 8-15: in, In Formulae 8-1 to 8-15, * represents a bonding site with an adjacent atom.

12. The organometallic compound of claim 1, wherein R1, R2, R3, R4, and R 41 -R 44 Each independently is: Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, or C1-C 20 Alkylthio; C1-C 20 Alkyl, C1-C 20 Alkoxy, or C1-C 20 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridinyl, pyrimidinyl, or a combination thereof; Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, 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, oxadiazolyl, triazineyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, or imidazopyrimidinyl; cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, 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, triazine, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidyl: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, 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, imidazopyridinyl, imidazopyrimidinyl, or a combination thereof; or -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or , and Q1-Q9 are each independently: -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with at least one of: deuterium, C1-C 10 Alkyl, phenyl, or a combination thereof.

13. The organometallic compound of claim 1, wherein R1, R2, R3, R4, and R 41 -R 44 Each independently is: Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, or C1-C 60 Alkylthio; A group represented by one of formulae 9-1 to 9-39, 9-44 to 9-61, 9-201 to 9-240, 10-1 to 10-129, or 10-201 to 10-350; or -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), or -N(Q4)(Q5): in, In formulae 9-1 to 9-39, 9-44 to 9-61, 9-201 to 9-240, 10-1 to 10-129, and 10-201 to 10-350, * represents a binding site with an adjacent atom, represents phenyl, represents a trimethylsilyl group, and It represents trimethylgermyl.

14. The organometallic compound according to claim 1, wherein the organometallic compound is represented by one of Formulas 1-1 to 1-4: in, In formulas 1-1 to 1-4, M1, n1, n2, Y1, and R 41 -R 44 Each as defined in claim 1, R 10 and R 11 each independently as defined for R1, R 20 As defined for R2, R 30 and R 31 each independently as defined for R3, R 51 and R 52 each independently as defined for R4, b10, b20, b30, and b52 are each independently an integer of 1 to 4, b51 is 1 or 2, In formula 1-1, R 41 -R 44 and R 51 At least one of which is independently deuterated, including deuterated substituted C1-C 60 Alkyl, including deuterated substituted C3-C 10 Cycloalkyl, including deuterated substituted C6-C 60 Aryl, or C1-C 60 heteroaryl, and In formulas 1-2 to 1-4, R 41 -R 44 , R 51 , and R 52 At least one of which is independently deuterated, including deuterated substituted C1-C 60 Alkyl, including deuterated substituted C3-C 10 Cycloalkyl, including deuterated substituted C6-C 60 Aryl, or C1-C 60 Heteroaryl.

15. The organometallic compound according to claim 1, wherein the organometallic compound is one of compounds 1 to 70: 。 16. An organic light emitting device comprising: a first electrode; a second electrode; as well as an organic layer disposed between the first electrode and the second electrode, wherein the organic layer comprises an emission layer, and The organic layer comprises at least one of the organic metal compounds as described in any one of claims 1 to 15.

17. The organic light emitting device of claim 16, wherein the emissive layer comprises the at least one of the organometallic compounds. 18 . The organic light emitting device of claim 16 , wherein the emission layer emits light having a maximum emission wavelength of 490 nm to 550 nm.

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

20. An electronic device comprising the organic light emitting device according to any one of claims 16 to 19.

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