Organometallic compounds, organic light-emitting devices including the same, and diagnostic compositions including the organometallic compounds

Abstract

Provided are organometallic compounds, organic light emitting devices including the same, and diagnostic compositions including the organometallic compounds, the organometallic compounds being represented by Formula 1. L in Formula 1 11 is a ligand represented by Formula 1-1, the organometallic compound includes at least one cumyl group, and other substituents are the same as described in relation to the detailed description of the specification. <Formula 1> M1(L 11 ) n11 (L 12 ) n12 <Formula 1-1>

Description

[0001] Cross Reference to Related Applications

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2019-0070074, filed on June 13, 2019, and Korean Patent Application No. 10-2020-0050328, filed on April 24, 2020, in the Korean Intellectual Property Office, the contents of which are incorporated herein by reference in their entirety. TECHNICAL FIELD

[0003] One or more embodiments relate to organometallic compounds, organic light emitting devices including the same, and diagnostic compositions including the same. BACKGROUND

[0004] An organic light emitting device is a self-emitting device having improved characteristics in terms of viewing angle, response time, luminance, driving voltage, and response speed, and producing a full-color image.

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

[0006] Meanwhile, luminescent compounds, such as phosphorescent compounds, can be used for monitoring, sensing, and detecting biological materials, such as various cells and proteins. SUMMARY

[0007] One or more embodiments relate to organometallic compounds, organic light emitting devices including the same, and diagnostic compositions including the same.

[0008] Additional aspects will be set forth in part in the description which follows, and in part will become apparent to those skilled in the art upon examination of the following description and the accompanying drawings or can be learned by practice of the provided embodiments of the disclosure.

[0009] According to an aspect of an embodiment, there is provided an organometallic compound represented by Formula 1.

[0010] <Formula 1>

[0011] M1(L 11 ) n11 (L 12 ) n12

[0012] In Formula 1,

[0013] M1 represents transition metals in the first row, second row, or third row of the periodic table.

[0014] L 11 For the ligand represented by Equation 1-1,

[0015] L 12 It can be a monodentate ligand or a bidentate ligand.

[0016] n11 is 1, and

[0017] n12 is 0, 1, or 2.

[0018] <Formula 1-1>

[0019]

[0020] In Equation 1-1,

[0021] *1 to *4 each represent a binding site with M1.

[0022] A 10 It is a heterocyclic group containing nitrogen.

[0023] A 20 A 30 and A 40 Each independently is C5-C 30 Carbocyclic groups or C1-C 30 Heterocyclic groups,

[0024] T1 is a single bond, *-N[(L1)] a1 -(R1) b1 ]-*', *-B(R1)-*', *-P(R1)-*', *-C(R1)(R2)-*', *-Si(R1)(R2)-*', *-Ge(R1)(R2)-*', *-S-*', *-S e-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R1)=C(R2)-*', *-C(=S)-*', or *-C≡C-*',

[0025] T2 is a single bond, *-N[(L2)] a2 -(R3) b3*-B(R3)-*, *-P(R3)-*, *-C(R3)(R4)-*, *-Si(R3)(R4)-*, *-Ge(R3)(R4)-*, *-S-*', *-Se-*', *-O-*', *-C(=O)-*, *-S(=O)-*, *-S(=O)2-*', *-C(R3)=C(R4)-*, *-C(=S)-*, or *-CºC-*,

[0026] L1and L2are each independently a single bond, a substituted or unsubstituted C5-C 30 a carbocyclic group, or a substituted or unsubstituted C1-C 30 a heterocyclic group,

[0027] a1is an integer from 1 to 3, and when a1is 2 or more, two or more L1may be the same or different from each other.

[0028] a2is an integer from 1 to 3, and when a2is 2 or more, two or more L2may be the same or different from each other,

[0029] X 11 is C(R 11 ) or N, X 12 is C(R 12 ) or N,

[0030] X 20 is C or N, X 30 is C or N, X 40 is C or N,

[0031] X 21 , X 22 , X 31 , X 32 , and X 41 may each independently be C or N,

[0032] Ar1is a substituted or unsubstituted C6-C 60 aryl group,

[0033] R1to R4, R 11 , R 12 , R 20 , R 30 , and R 40 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, a hydroxyl group, a cyano group, a nitro group, an amidine group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C1-C 60 alkyl group, a substituted or unsubstituted C2-C 60 alkenyl group, a substituted or unsubstituted C2-C 60alkynyl, 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 C2-C 10 heterocycloalkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C6-C 60 aryloxy, substituted or unsubstituted C6-C 60 arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9),

[0034] two or more adjacent R1-R4, R 11 , R 12 , R 20 , R 30 and R 40 may be optionally linked together to form a substituted or unsubstituted C5-C 30 carbocyclic group or a substituted or unsubstituted C1-C 30 heterocyclic group,

[0035] b1and b3are each independently an integer of 1 to 5,

[0036] two or more R1may be the same as or different from each other when b1is 2 or more, and two or more R3may be the same as or different from each other when b3is 2 or more,

[0037] b20, b30and b40are each independently an integer of 1 to 10,

[0038] two or more R 20 may be the same as or different from each other when b20is 2 or more, two or more R 30 may be the same as or different from each other when b30is 2 or more, and two or more R 40 may be the same as or different from each other when b40is 2 or more,

[0039] *and *' each represent a binding site to an adjacent atom,

[0040] the organometallic compound can include at least one cumyl group, and

[0041] 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 C2-C 10 heterocycloalkenyl, substituted C6-C 60 aryl, substituted C6-C 60 aryloxy, substituted C6-C 60 arylthio, substituted C1-C 60 heteroaryl, substituted monovalent non-aromatic fused polycyclic group, and substituted monovalent non-aromatic fused heteropolycyclic group is:

[0042] deuterium, -F, -CI, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, 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, or C1-C 60 alkoxy;

[0043] C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, or C1-C 60 alkoxy: deuterium, -F, -CI, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, 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, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -N(Q 11 )(Q 12 ), -Si(Q 13 )(Q 14 )(Q 15 ), -B(Q 16 )(Q 17 ), -P(=O)(Q 18 )(Q 19 ), or any combination thereof;

[0044] C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 aralkyl, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, or monovalent non-aromatic fused heteropolycyclic group;

[0045] C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 aralkyl, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, or monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or salt thereof, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 aralkyl, C1-C 60heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -N(Q 21 )(Q 22 ), -Si(Q 23 )(Q 24 )(Q 25 ), -B(Q 26 )(Q 27 ), -P(=O)(Q 28 )(Q 29 ), or any combination thereof; or

[0046] -N(Q 31 )(Q 32 ), -Si(Q 33 )(Q 34 )(Q 35 ), -B(Q 36 )(Q 37 ), or -P(=O)(Q 38 )(Q 39 ),

[0047] wherein Q1-Q9, Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, carboxylic acid group or a salt thereof, sulfonic acid group or a salt thereof, phosphoric acid group or a salt thereof, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryl substituted with at least one C1-C 60 alkyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, or monovalent non-aromatic fused heteropolycyclic group.

[0048] Another aspect provides an organic light emitting device including: a first electrode; a second electrode; and an organic layer including an emission layer between the first electrode and the second electrode, wherein the organic layer includes at least one organometallic compound represented by Formula 1.

[0049] Another aspect provides a diagnostic composition including at least one organometallic compound represented by Formula 1. BRIEF DESCRIPTION OF DRAWINGS

[0050] The above and other aspects, features and advantages of some embodiments of the present disclosure will be more apparent from the following description taken in conjunction with the accompanying drawings, in which: Figure 1 A schematic cross-sectional view of an organic light emitting device according to an exemplary embodiment is shown. DETAILED DESCRIPTION

[0051] Embodiments will now be described in detail with reference to examples illustrated in the drawings, wherein like reference numerals refer to like elements throughout. In this regard, the present embodiments can have different forms and should not be construed as being limited to the descriptions set forth herein. Accordingly, the embodiments are merely described below, by referring to the drawings, to explain aspects. As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items. Expressions such as "at least one of," when preceding the list of elements, modify the entire list of elements and do not modify the individual elements of the list.

[0052] 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 can be present therebetween. In contrast, when an element is referred to as being "directly on" another element, there are no intervening elements present.

[0053] It will be understood that, although the terms "first", "second", "third", etc. can 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 element, component, region, layer or section. Thus, "a first element", "component", "region", "layer" or "section" discussed below could be termed a second element, component, region, layer or section without departing from the teachings herein.

[0054] The terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting. As used herein, "a," "an," and "the" are intended to mean one or more unless otherwise indicated. For example, "an element" means one or at least one element, unless otherwise specified.

[0055] "Or" means "and / or." As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items. It will be further understood that the terms "comprises" or "comprising," when used in this specification, specify the presence of stated features, regions, integers, steps, operations, elements, and / or components, but do not preclude the presence or addition of one or more other features, regions, integers, steps, operations, elements, components, and / or groups thereof.

[0056] Also, relative terms such as "lower" or "bottom" and "upper" or "top" can be used herein to describe one element's or feature's relationship to another element or feature as illustrated in the figures. It will be understood that relative terms are intended to encompass different orientations of the device in addition to the orientation depicted in the figures. For example, if the device in one of the figures is turned over, elements described as being on the "lower" side of other elements would then be oriented on "upper" sides of the other elements. The exemplary term "lower" can therefore encompass both an orientation of lower and upper, depending on the particular orientation of the figure. Similarly, if the device in one of the figures is turned over, elements described as "below" or "beneath" other elements would then be oriented "above" the other elements. The exemplary term "below" or "beneath" can therefore encompass both an orientation of above and below, depending on the particular orientation of the figure.

[0057] "About" or "approximately," as used herein, includes the recited value and means within an acceptable range of deviation for a particular value, as determined by one of ordinary skill in the art to be appropriate in light of the measurement and the error in measurement associated with a particular quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations, or within ± 30%, 20%, 10%, or 5% of the recited value.

[0058] 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 disclosure 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 relevant art and the present disclosure and will not be interpreted in an idealized or overly formal sense unless expressly so defined herein.

[0059] Exemplary embodiments are described herein with reference to cross-sectional illustrations that are schematic illustrations of idealized embodiments. As such, variations from the shapes of the illustrations as a result, for example, of manufacturing techniques and / or tolerances, are to be expected. Thus, embodiments described herein are not to be construed as being limited to the particular shapes of regions as illustrated herein but are to include deviations in shapes that result, for example, from manufacturing. For example, an area illustrated or described as flat can typically have rough and / or nonlinear features. Moreover, sharp angles that are illustrated can be rounded. Thus, the regions illustrated in the figures are schematic and their shapes are not intended to illustrate the precise shape of a region and are not intended to limit the scope of the present claims.

[0060] One aspect of the present disclosure provides an organometallic compound represented by the following Formula 1:

[0061] <Formula 1>

[0062] M1(L 11 ) n11 (L 12 ) n12

[0063] The organometallic compound can include at least one cumyl group.

[0064] M1in Formula 1 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.

[0065] In one or more embodiments, M1in Formula 1 can be beryllium (Be), magnesium (Mg), aluminum (Al), calcium (Ca), titanium (Ti), manganese (Mn), cobalt (Co), copper (Cu), zinc (Zn), gallium (Ga), germanium (Ge), zirconium (Zr), ruthenium (Ru), rhodium (Rh), palladium (Pd), silver (Ag), rhenium (Re), platinum (Pt), or gold (Au).

[0066] In one or more embodiments, M1may be Pd, Pt, or Au.

[0067] In one or more embodiments, M1in Formula 1 can be Pt or Pd.

[0068] In one or more embodiments, M1in Formula 1 can be Pt.

[0069] L 11 in Formula 1 can be a ligand represented by Formula 1-1:

[0070] <Formula 1-1>

[0071]

[0072] *1 to *4 in Formula 1-1 can each independently be a binding site to M1.

[0073] A in Formula 1-1 10 may be an N-containing heterocyclic group. In one or more embodiments, A in Formula 1-1 10 may include a 5-membered N-containing heterocyclic group.

[0074] In one or more embodiments, A 10 may each independently be A10-1 to A10-20:

[0075]

[0076]

[0077] wherein in Formulae A10-1 to A10-20,

[0078] R 11 and R 12 are the same as described above,

[0079] R 13 -R 16 are the same as described above for R 11 and R 12 are the same as described above, and

[0080] *, *', and *'' each represent a binding site to an adjacent atom.

[0081] A in Formula 1-1 20 , A 30 , and A 40 may each independently be a C5-C 30 carbocyclic group or a C1-C 30 heterocyclic group.

[0082] In one or more embodiments, A 20 , A 30 , and A 40 may each independently be a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a benzo[9,10]phenanthryl group, a pyrenyl group, a group, a cyclopentadienyl group, a 1,2,3,4-tetrahydronaphthyl group, a furanyl group, a thiophenyl group, a silolyl group, an indenyl group, a fluorenyl group, an indolyl group, a carbazolyl group, a benzofuranyl group, a dibenzofuranyl group, a benzothiophenyl group, a dibenzothiophenyl group, a benzosilolyl group, a dibenzosilolyl group, an azaf luorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azadibenzosilolyl group, a pyridyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalyl group, a quinazolinyl group, a phenanthrolinyl group, a pyrrolyl group, a pyrazolyl group, an imidazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, a dioxazolyl group, a thiadiazolyl group, a benzopyrazolyl group, a benzimidazolyl group, an indazolyl group, a benz oxazolyl group, a benzothiazolyl group, a benz dioxazolyl group, a benzothiadiazolyl group, a benzotriazolyl group, a diindolizinyl group, a triindolizinyl group, a 5,6,7,8-tetrahydroisoquinolyl group, or a 5,6,7,8-tetrahydroquinolyl group.

[0083] T1in Formula 1-1may be a single bond, *-N[(L1) a1 -(R1) b1 ]-*’, *-B(R1)-*’, *-P(R1)-*’, *-C(R1)(R2)-*’, *-Si(R1)(R2)-*’, *-Ge(R1)(R2)-*’, *-S-*’, *-Se-*’, *-O-*’, *-C(=O)-*’, *-S(=O)-*’, *-S(=O)2-*’, *-C(R1)=C(R2)-*’, *-C(=S)-*’, or *-C≡C-*’, and

[0084] T2may be a single bond, *-N[(L2) a2 -(R3) b3 ]-*’, *-B(R3)-*’, *-P(R3)-*’, *-C(R3)(R4)-*’, *-Si(R3)(R4)-*’, *-Ge(R3)(R4)-*’, *-S-*’, *-Se-*’, *-O-*’, *-C(=O)-*’, *-S(=O)-*’, *-S(=O)2-*’, *-C(R3)=C(R4)-*’, *-C(=S)-*’, or *-C≡C-*’.

[0085] In one or more embodiments, T1may be a single bond, *-N[(L1) a1 -(R1) b1]-*'、*-B(R1)-*'、*-C(R1)(R2)-*'、*-Si(R1)(R2)-*'、*-O-*'、or*-S-*'.

[0086] According to one or more implementation methods, T1 can be *-N[(L1)] a1 -(R1) b1 ]-*'、*-B(R1)-*'、*-C(R1)(R2)-*'、*-Si(R1)(R2)-*'、*-O-*'、or*-S-*'.

[0087] In one or more embodiments, T2 can be a single bond, *-N[(L2)], or a non-single bond. a2 -(R3) b3 ]-*', *-C(R3)(R4)-*', *-Si(R3)(R4)-*', *-O-*', or *-S-*'.

[0088] In Equation 1-1, L1 and L2 can each be independently a single bond, a substituted bond, or an unsubstituted C5-C bond. 30 Carbocyclic groups, or substituted or unsubstituted C1-C 30 Heterocyclic groups, and

[0089] a1 can be an integer from 1 to 3, and when a1 is 2 or greater, two or more L1s can be the same or different from each other.

[0090] a2 is an integer from 1 to 3, and when a2 is 2 or greater, two or more L2s can be the same or different from each other.

[0091] In one or more embodiments, L1 and L2 may each independently be: phenylene, cyclopentadienylene, indenylene, naphthylene, azuleylene, heptadienylene, acenaphtheylene, fluoreneylene, phenanthroline, anthraceneylene, fluoranthroline, benzo[9,10]phenanthroline, pyreneylene, etc. alkyl, tetraphenylene, terephthalyl, perylene, or pentaphenylene; or

[0092] Each of the following substituted groups is phenylene, cyclopentadienylene, indene, naphthylene, azulene, heptadienylene, acenaphthene, fluorene, phenenylene, phenanthrene, anthracene, fluorenylene, benzo[9,10]phenanthrene, pyrene, etc. alkyl, tetraphenylene, terephthalyl, perylene, or pentaphenylene: at least one deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkyl, C2-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups, or any combination thereof.

[0093] X in Equation 1-1 11 It can be C(R) 11 ) or N. For example, X 11 It can be C(R) 11 In one or more embodiments, X 11 It can be N.

[0094] X in Equation 1-1 12 It can be C(R) 12 ) or N. For example, X 12 It can be C(R) 12 In one or more embodiments, X 12 It can be N.

[0095] In one or more embodiments, X 11 It can be C(R) 11 ), X 12 It can be C(R) 12 ), and as described later, R 11 and R 12 They can be optionally linked together to form substituted or unsubstituted C5-C 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups.

[0096] In one or more embodiments, X 11 It can be C(R) 11 ), X 12 It can be C(R) 12 ), and R 11 and R 12 They can optionally be linked together to form a phenyl group, a pyridine group, a pyrimidine group, a pyrazine group, or a pyridazine group.

[0097] X in Equation 1-1 20 It can be C or N.

[0098] X in Equation 1-1 30 It can be C or N.

[0099] X in Equation 1-1 40 It can be C or N.

[0100] X in Equation 1-1 21 X 22 X 31 X 32 and X 41 Each can be either C or N independently.

[0101] According to one or more implementation methods, in M1 and A 10 The key between M1 and A 20 The key between M1 and A 30 The key between, and in M1 and A 40 The bonds between them can be either coordinate bonds or covalent bonds, each independently.

[0102] According to one or more implementation methods, in M1 and A 10 The key between them can be a coordinate key.

[0103] In Equation 1, in M1 and A 20 The key between M1 and A 30 The key between, and in M1 and A 40 Two of the bonds in the bond can be covalent bonds, and the other bond can be a coordinate bond.

[0104] Therefore, organometallic compounds represented by Formula 1 can be electrically neutral.

[0105] According to one or more implementation methods, in M1 and A 20 The bond between M1 and A can be a covalent bond. 30 The bond between them can be a covalent bond, and in M1 and A 40 The key between them can be a coordinate key.

[0106] Ar1 in Equation 1-1 can be substituted or unsubstituted C6-C 60 Aryl.

[0107] In one or more embodiments, Ar1 may be a group represented by the formula Ar1-1:

[0108] <Form Ar1-1>

[0109]

[0110] In equation Ar1-1,

[0111] E 21 -E 25 Each can be independently hydrogen, deuterium, cyano, substituted or unsubstituted C1-C. 60alkyl, 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 C2-C 10 heterocycloalkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C 60 alkylaryl, 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 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, and

[0112] * indicates the binding site to the adjacent atom.

[0113] In one or more embodiments, E in formula Ar1-1 21 -E 25 may each independently be: deuterium, cyano, methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, n-pentyl, i-pentyl, s-pentyl, t-pentyl, n-hexyl, i-hexyl, s-hexyl, t-hexyl, n-heptyl, i-heptyl, s-heptyl, t-heptyl, n-octyl, i-octyl, s-octyl, t-octyl, n-nonyl, i-nonyl, s-nonyl, t-nonyl, n-decyl, i-decyl, s-decyl, t-decyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, or phenyl; or

[0114] methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, t-butyl, n-pentyl, iso-pentyl, sec-pentyl, t-pentyl, n-hexyl, iso-hexyl, sec-hexyl, t-hexyl, n-heptyl, iso-heptyl, sec-heptyl, t-heptyl, n-octyl, iso-octyl, sec-octyl, t-octyl, n-nonyl, iso-nonyl, sec-nonyl, t-nonyl, n-decyl, iso-decyl, sec-decyl, t-decyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, or phenyl: at least one deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or salt thereof, C1-C 10 alkyl, C1-C 10 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidyl, or any combination thereof.

[0115] According to one or more embodiments, E 21 -E 25 of formula Ar1-1 can be cumyl.

[0116] R1-R4, R 11 , R 12 , R 20 , R 30 , and R 40 of formula 1-1 can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or salt thereof, 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 C2-C 10 heterocycloalkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C6-C 60 aryloxy, substituted or unsubstituted C6-C 60thioaryl, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9), and

[0117] two or more adjacent R1-R4, R 11 , R 12 , R 20 , R 30 and R 40 may be optionally linked together to form a substituted or unsubstituted C5-C 30 carbocyclic group or a substituted or unsubstituted C1-C 30 heterocyclic group.

[0118] b1 and b3 in Formula 1-1 may each independently be an integer of 1-5, and

[0119] two or more R1may be the same as or different from each other when b1 is 2 or more, and two or more R3may be the same as or different from each other when b3 is 2 or more.

[0120] b20, b30 and b40 in Formula 1-1 may each independently be an integer of 1-10, and

[0121] two or more R 20 may be the same as or different from each other when b20 is 2 or more, two or more R 30 may be the same as or different from each other when b30 is 2 or more, and two or more R 40 may be the same as or different from each other when b40 is 2 or more.

[0122] In one or more embodiments, R1-R4, R 11 , R 12 , R 20 , R 30 and R 40 may each independently be:

[0123] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxylic acid group or a salt thereof, sulfonic acid group or a salt thereof, phosphoric acid group or a salt thereof, -SF5, substituted or unsubstituted C1-C 20 alkyl, or C1-C 20 alkoxy;

[0124] each substituted C1-C 20 alkyl or C1-C 20Alkoxy groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, or any combination thereof;

[0125] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroleyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, azole group, iso Azolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzo[] azole, isobenzo Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl;

[0126] Each of the following substituted groups is replaced by: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroleyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, azole group, iso Azolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzo[] azole, isobenzo Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl: at least one deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroleyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, azole group, iso Azolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzo[] azole, isobenzo Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, or any combination thereof; or

[0127] -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9),

[0128] Q1-Q9 can be independently defined as follows:

[0129] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CH3, -CD2CD3, -CD2CD2H, or -CD2CDH2;

[0130] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or

[0131] n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, t-butyl, n-pentyl, iso-pentyl, sec-pentyl, t-pentyl, phenyl, or naphthyl, each substituted with at least one deuterium, C1-C 10 alkyl, phenyl, or any combination thereof.

[0132] For example, R1-R4may each independently be:

[0133] C1-C 30 alkyl;

[0134] C1-C 30 alkyl: deuterium, -F, -CI, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazono, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or salt thereof, C1-C 10 alkyl, C1-C 10 alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidyl, or any combination thereof; or

[0135] cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, thiazolyl, isothiazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalyl, quinazolyl, cinnolyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, isobenzothiazolyl, benz thiazolyl, isobenzothiazolyl, benz thiazolyl, isobenzothiazolyl, benz thiazolyl, isobenzothiazolyl, benz

[0136] cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, azole group, iso Azolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzo[] azole, isobenzo Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl: at least one deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 Alkyl, C1-C 10 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, or any combination thereof.

[0137] According to one or more implementation methods, R1-R4, R 11 R 12 R 20 R 30 and R 40 Each can be independently: hydrogen, deuterium, -F, cyano, nitro, -SF5, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isohexyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodel, sec-decyl, tert-decyl, methoxy, ethoxy, propoxy, butoxy, pentoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, carbazole, dibenzofuranyl, or dibenzothiopheneyl;

[0138] methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, n-pentyl, i-pentyl, s-pentyl, t-pentyl, n-hexyl, i-hexyl, s-hexyl, t-hexyl, n-heptyl, i-heptyl, s-heptyl, t-heptyl, n-octyl, i-octyl, s-octyl, t-octyl, n-nonyl, i-nonyl, s-nonyl, t-nonyl, n-decyl, i-decyl, s-decyl, t-decyl, methoxy, ethoxy, propoxy, butoxy, pentoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidyl, carbazolyl, dibenzofuranyl, or dibenzothiophenyl: at least one deuterium, -F, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, nitro, C1-C 10 alkyl, C1-C 10 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, or any combination thereof; or

[0139] -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9),

[0140] wherein Q1-Q9may each independently be:

[0141] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CH3, -CD2CD3, -CD2CD2H, or -CD2CDH2;

[0142] n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, n-pentyl, i-pentyl, s-pentyl, t-pentyl, phenyl, or naphthyl; or

[0143] n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, n-pentyl, i-pentyl, s-pentyl, t-pentyl, phenyl, or naphthyl; or 10 alkyl, phenyl, or any combination thereof.

[0144] In one or more embodiments, R1-R4, R 11 , R 12 , R 20 , R 30 , and R 40each independently hydrogen, deuterium, -F, cyano, nitro, -SF5, -CH3, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a group represented by one of formulae 9-1 to 9-19, or a group represented by one of formulae 10-1 to 10-195:

[0145]

[0146]

[0147]

[0148]

[0149] In formulae 9-1 to 9-19 and 10-1 to 10-195, * indicates a bonding site with an adjacent atom, Ph can be a phenyl group, and TMS can be a trimethylsilyl group.

[0150] In one or more embodiments, at least one of Ar1, R1-R4, R 11 , R 12 , R 20 , R 30 , and R 40 may include a cumyl group.

[0151] In one or more embodiments, Ar1may include a cumyl group.

[0152] In one or more embodiments, at least one of R1-R4, R 11 , R 12 , R 20 , R 30 , and R 40 may include a cumyl group.

[0153] According to one or more embodiments, two or more adjacent R1-R4, R 11 , R 12 , R 20 , R 30 , and R 40 may optionally be linked together to form a substituted or unsubstituted C5-C 30 carbocyclic group or a substituted or unsubstituted C1-C 30 heterocyclic group.

[0154] In one or more embodiments, R1-R4, R 11 , R 12 , R 20 , R 30 , and R 40Two or more adjacent ones may be optionally connected to form each unsubstituted or by at least one R 10a Substituted cyclopentyl groups, cyclopentadienyl groups, furan groups, thiophene groups, pyrrole groups, thiophene groups, adamantyl groups, norbornene groups, cyclohexyl groups, cyclohexene groups, phenyl groups, naphthyl groups, indole groups, indole groups, benzofuran groups, benzothiophene groups, benzothiophene groups, fluorene groups, carbazole groups, dibenzofuran groups, dibenzothiophene groups, or dibenzothiophene groups.

[0155] In one or more embodiments, R1-R4, R 11 R 12 R 20 R 30 and R 40 Two or more adjacent groups may optionally be linked together via a single bond, a double bond, or a first linking group to form an unsubstituted or linked group by at least one R 10a Replacement C5-C 30 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 30 Heterocyclic groups (e.g., each unsubstituted or with at least one R) 10a Substituted fluorene groups, xanthine groups, acridine groups, etc.). R 10a Same as the description regarding R1.

[0156] The first linking group may be *-N(R5)-*', *-B(R5)-*', *-P(R6)-*', *-C(R5)(R6)-*', *-Si(R5)(R6)-*', *-Ge(R5)(R6)-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R5)=*', *=C(R5)-*', *-C(R5)=C(R6)-*', *-C(=S)-*', or *-C≡C-*', and R5 and R6 are the same as those described with respect to R1, and * and *' each represent a binding site with an adjacent atom.

[0157] In one or more embodiments, the organometallic compound represented by Formula 1 may be represented by one of Formulas 2-1 to 2-4:

[0158] <Equation 2-1>

[0159]

[0160] <Equation 2-2>

[0161]

[0162] <Formula 2-3>

[0163]

[0164] <Formula 2-4>

[0165]

[0166] In Formulas 2-1 to 2-4,

[0167] M1, Ar1, R 11 and R 12 are the same as described in this specification,

[0168] X1may be O or S, and X2may be a single bond, O, or S,

[0169] R 13 -R 16 may each independently be the same as described with respect to R 11 and R 12 , and

[0170] R 21 -R 23 may each independently be the same as described with respect to R 20 , and

[0171] R 31 -R 37 may each independently be the same as described with respect to R 30 , and

[0172] R 41 -R 44 may each independently be the same as described with respect to R 40 , and

[0173] two or more adjacent R 11 -R 16 , R 21 -R 23 , R 31 -R 37 , and R 41 -R 44 may optionally be linked together to form a benzene ring or a naphthalene ring.

[0174] substituted C5-C 30 carbocyclic group, substituted C1-C 30 heterocyclic group, substituted C1-C 60 alkyl group, substituted C2-C 60 alkenyl group, substituted C2-C 60 alkynyl group, substituted C1-C 60 alkoxy group, substituted C1-C 60alkyl, C2-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 aralkyl, C1-C 60 heteroaryl, substituted monovalent non-aromatic fused polycyclic group, or substituted monovalent non-aromatic fused heteropolycyclic group, at least one substituent of which is:

[0175] deuterium, -F, -CI, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or salt thereof, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, or C1-C 60 alkoxy;

[0176] C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, or C1-C 60 alkoxy: deuterium, -F, -CI, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or salt thereof, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 aralkyl, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -N(Q 11 )(Q 12 ), -Si(Q 13 )(Q 14 )(Q 15 ), -B(Q 16 )(Q 17 ), -P(=O)(Q 18 )(Q19 ), or any combination thereof;

[0177] C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group;

[0178] C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, 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 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, -N(Q 21 )(Q 22 ), -Si(Q 23 )(Q 24 )(Q 25 ), -B(Q 26 )(Q 27 ), -P(=O)(Q 28 )(Q 29), or any combination thereof; or

[0179] -N(Q 31 )(Q 32 ), -Si(Q 33 )(Q 34 )(Q 35 ), -B(Q 36 )(Q 37 ), or -P(=O)(Q 38 )(Q 39 ),

[0180] wherein Q1-Q9, Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, carboxylate group or a salt thereof, sulfonate group or a salt thereof, phosphate group or a salt thereof, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryl, or any combination thereof. 60 aryl, C6-C 60 aryloxy, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group.

[0181] L 12 in Formula 1 can be a monodentate ligand or a bidentate ligand.

[0182] For example, L 12 in Formula 1 can be a ligand represented by one of Formulas 7-1 to 7-11, but embodiments are not limited thereto:

[0183]

[0184] In Formulas 7-1 to 7-11,

[0185] A 71 and A72 Each can be independently classified as C5-C 20 Carbocyclic groups or C1-C 20 Heterocyclic groups,

[0186] X 71 and X 72 Each can be independently C or N.

[0187] X 73 It can be N or C(Q) 73 ); X 74 It can be N or C(Q) 74 ); X 75 It can be N or C(Q) 75 ); X 76 It can be N or C(Q) 76 ); X 77 It can be N or C(Q) 77 ),

[0188] X 78 It can be O, S or N (Q) 78 ); X 79 It can be O, S or N (Q) 79 ),

[0189] Y 71 and Y 72 Each can be independently a single bond, a double bond, a substituted or unsubstituted C1-C5 alkylene group, a substituted or unsubstituted C2-C5 alkenyl group, or a substituted or unsubstituted C6-C group. 10 Alpha-aryl

[0190] Z 71 and Z 72 Each can be independently N, O, N(R) 74 ), P(R 75 (R) 76 ), or As(R 75 (R) 76 ),

[0191] Z 73 It can be P or As.

[0192] Z 74 It can be CO or CH2.

[0193] R 71 -R 80 and Q 73 -Q 79 Each group can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C. 60alkyl, 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 C2-C 10 heterocycloalkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C6-C 60 aryloxy, substituted or unsubstituted C6-C 60 arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, or substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group; R 71 and R 72 may be optionally linked to form a ring; R 77 and R 78 may be optionally linked to form a ring; R 78 and R 79 may be optionally linked to form a ring; and R 79 and R 80 may be optionally linked to form a ring,

[0194] b71and b72may each independently be 1, 2, or 3, and

[0195] *and *' each represent a binding site to an adjacent atom.

[0196] In one or more embodiments, A 71 and A 72 may each independently be a phenyl group, a naphthyl group, an imidazolyl group, a benzimidazolyl group, a pyridyl group, a pyrazinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinyl group, a quinolyl group, or an isoquinolyl group, although embodiments of the present disclosure are not limited thereto.

[0197] In one or more embodiments, X 72 and X 79 may be N, although embodiments of the present disclosure are not limited thereto.

[0198] In one or more embodiments, in Formula 7-7, X 73 may be C(Q 73 ); X 74 may be C(Q74 ); X 75 It can be C(Q) 75 ); X 76 It can be C(Q) 76 ); and X 77 It can be C(Q) 77 However, the implementation of this disclosure is not limited thereto.

[0199] In one or more embodiments, in formulas 7-8, X 78 It can be N(Q) 78 ); and X 79 It can be N(Q) 79 However, the implementation of this disclosure is not limited thereto.

[0200] In one or more embodiments, Y in formulas 7-2, 7-3, 7-8, 7-9 and 7-11 71 and Y 72 Each of the components may be substituted or unsubstituted methylene or substituted or unsubstituted phenylene, but the embodiments described herein are not limited thereto.

[0201] In one or more embodiments, Z in formulas 7-1 and 7-2 71 and Z 72 Each can be O, but the implementation of this disclosure is not limited to this.

[0202] In one or more embodiments, Z in Formula 7-4 73 It can be P, but the implementation of this disclosure is not limited thereto.

[0203] For example, R in equations 7-1 to 7-11 71 -R 80 and Q 73 -Q 79 Each of these can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, -SF5, C1-C 20 Alkyl, or C1-C 20 Alkoxy;

[0204] Each of the following C1-C is replaced: 20 Alkyl and C1-C 20 Alkyl group: at least one deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 20 Alkylphenyl, naphthyl, pyridyl, pyrimidinyl, or any combination thereof;

[0205] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 20 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroleyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, azole group, iso Azolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzo[] azole, isobenzo Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl;

[0206] Each of these is substituted with one of the following: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 20 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroleyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, azole group, iso Azolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzo[] azole, isobenzo Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl: at least one deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 20 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroleyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, azole group, iso Azolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzo[] azole, isobenzo Azolyl, triazolyl, tetrazolyl, Diazolyl, Triazinyl, Dibenzofuranyl, Dibenzothiophenyl, Dibenzothiophenyl, Benzocarbazoyl, Dibenzocarbazoyl, Imidazolylpyridyl, Imidazolylpyrimidinyl, -Si(Q) 11 (Q) 12 (Q) 13 -B(Q) 11 (Q) 12 -N(Q) 11 (Q) 12 ), or any combination thereof; and

[0207] -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), or -N(Q1)(Q2),

[0208] Among them, Q1-Q3 and Q 11 -Q 13 Each can be independently:

[0209] Methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, 2-methylbutyl, sec-pentyl, tert-pentyl, neopentyl, 3-pentyl, 3-methyl-2-butyl, phenyl, biphenyl, C1-C 20alkylphenyl, or naphthyl; or

[0210] Each of the following is substituted with at least one of the following: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, 2-methylbutyl, sec-pentyl, tert-pentyl, neopentyl, 3-pentyl, 3-methyl-2-butyl, phenyl, or naphthyl: deuterium, phenyl, or any combination thereof, but the embodiments of this disclosure are not limited thereto.

[0211] L in Formula 1 12 The ligand may be represented by one of formulas 5-1 to 5-116 and 8-1 to 8-23, but the embodiments of this disclosure are not limited thereto:

[0212]

[0213]

[0214]

[0215]

[0216]

[0217]

[0218]

[0219]

[0220] In equations 5-1 to 5-116 and 8-1 to 8-23,

[0221] R 51 -R 53 Each of these can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, -SF5, C1-C 20 Alkyl, or C1-C 20 Alkoxy;

[0222] Each of the following C1-C is replaced: 20 Alkyl or C1-C 20 Alkyl group: at least one deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 20 Alkylphenyl, naphthyl, pyridyl, pyrimidinyl, or any combination thereof;

[0223] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 20 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroleyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, azole group, iso Azolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzo[] azole, isobenzo Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl;

[0224] Each of the following substituted groups is replaced by: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 20 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroleyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, azole group, iso Azolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzo[] azole, isobenzo Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl: at least one deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 20 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroleyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, azole group, iso Azolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzo[] azole, isobenzo Azolyl, triazolyl, tetrazolyl, Diazolyl, Triazinyl, Dibenzofuranyl, Dibenzothiophenyl, Dibenzothiophenyl, Benzocarbazoyl, Dibenzocarbazoyl, Imidazolylpyridyl, Imidazolylpyrimidinyl, -Si(Q) 11 (Q) 12 (Q) 13 -B(Q) 11 (Q) 12 -N(Q) 11 (Q) 12 ), or any combination thereof; or

[0225] -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), or -N(Q1)(Q2),

[0226] Among them, Q1-Q3 and Q 11 -Q 13 Each can be independently:

[0227] Methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, 2-methylbutyl, sec-pentyl, tert-pentyl, neopentyl, 3-pentyl, 3-methyl-2-butyl, phenyl, biphenyl, C1-C 20alkylphenyl, or naphthyl; or

[0228] methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, n-pentyl, i-pentyl, 2-methylbutyl, s-pentyl, t-pentyl, neopentyl, 3-pentyl, 3-methyl-2-butyl, phenyl, or naphthyl, each of which is substituted with at least one of deuterium, phenyl, or any combination thereof, although embodiments of the present disclosure are not limited thereto.

[0229] b51 and b54 can each independently be 1 or 2,

[0230] b53 and b55 can each independently be 1, 2, or 3,

[0231] b52 can be 1, 2, 3, or 4,

[0232] Ph can be phenyl,

[0233] Ph-d5 can be phenyl in which all hydrogens are each replaced with deuterium, and

[0234] * and *' each represent a binding site with an adjacent atom.

[0235] In Formula 1, n11 can be 1, and n12 can be 0, 1, or 2.

[0236] In one or more embodiments, M1 in Formula 1 can be Pt, n11 can be 1, and n12 can be 0, although embodiments of the present disclosure are not limited thereto.

[0237] In one or more embodiments, the organometallic compound can be one of Compounds 1 to 108:

[0238]

[0239]

[0240]

[0241]

[0242] The organometallic compound represented by Formula 1 can satisfy the structure of Formula 1 described above, and due to the structure in which L 11 A in the ligand 10 The organometallic compound can have improved photochemical stability and can be suitable for deep blue light emission, due to the structure in which the ring is N-substituted with an Ar1 group. Electronic devices, such as organic light emitting devices, using the organometallic compound represented by Formula 1 can be excellent in terms of luminous efficiency, lifespan, and color purity.

[0243] Further, the organometallic compound includes at least one cumyl group, which can improve luminous quantum efficiency, and by a donating effect, molecular stability can be improved, while the emission color of the organometallic compound can be less affected. Accordingly, the lifespan of an organic light emitting device using the organometallic compound can be improved.

[0244] Further, the organometallic compound represented by Formula 1 exhibits higher spin density compared to comparative compounds, and thus metal-ligand charge transfer (MLCT) effectively occurs, resulting in an increase in efficiency and lifespan of the organic light emitting device.

[0245] The synthesis method of the organometallic compound represented by Formula 1 can be recognized by one of ordinary skill in the art by referring to the synthesis examples provided below.

[0246] Accordingly, the organometallic compound represented by Formula 1 is suitable for use as a material for an organic layer, for example, an emission layer, of an organic light emitting device. Accordingly, another aspect 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 and including an emission layer, and the organic layer including at least one organometallic compound represented by Formula 1.

[0247] Due to including an organic layer including the organometallic compound represented by Formula 1, the organic light emitting device can have a low driving voltage, high efficiency, high power efficiency, high quantum efficiency, long lifespan, low roll-off ratio, and excellent color purity.

[0248] In one or more embodiments, in the organic light emitting device, the first electrode is an anode, and the second electrode is a cathode, and the organic layer further includes a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, and the hole transport region includes a hole injection layer, a hole transport layer, an electron blocking layer, or any combination thereof, and the electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0249] In one or more embodiments, the organometallic compound represented by Formula 1 can be included in the emission layer.

[0250] The organometallic compound included in the emission layer can act as an emitter. For example, an emission layer including the organometallic compound represented by Formula 1 can emit phosphorescence resulting from transition of a triplet exciton of the organometallic compound to a ground state.

[0251] In one or more embodiments, the emission layer including the organometallic compound represented by Formula 1 can further include a host. The host can be any host, and details of the host can be the same as described below. The amount of the host in the emission layer can be greater than the amount of the organometallic compound represented by Formula 1.

[0252] In one or more embodiments, the emission layer can include a host and a dopant, the host can be any host, and the dopant can include the organometallic compound represented by Formula 1. The emission layer can emit phosphorescence resulting from the transfer of triplet excitons of the organometallic compound acting as a dopant to a ground state.

[0253] According to one or more embodiments, when the emission layer further includes a host, the amount of the host can be greater than the amount of the organometallic compound.

[0254] In one or more embodiments, the emission layer can include a host and a dopant, the host can be any host, and the dopant can include the organometallic compound represented by Formula 1, and the emission layer can further include a fluorescent dopant. The emission layer can emit fluorescence resulting from the transfer of triplet excitons of the organometallic compound to the fluorescent dopant and then a transition thereof.

[0255] According to one or more embodiments, the emission layer can emit blue light having a maximum emission wavelength of about 410 nm to about 490 nm.

[0256] The expression "the (organic layer) includes at least one of an organometallic compound" used herein can include a case in which "the (organic layer) includes the same organometallic compound represented by Formula 1" and a case in which "the (organic layer) includes two or more different organometallic compounds represented by Formula 1".

[0257] For example, the organic layer can include only Compound 1 as the organometallic compound. In this embodiment, 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 organometallic compound. In this regard, Compound 1 and Compound 2 can exist in the same layer (e.g., Compound 1 and Compound 2 can all exist in the emission layer).

[0258] The term "organic layer" used herein refers to a single layer and / or multiple layers between a first electrode and a second electrode of an organic light emitting device. The "organic layer" can include an organometallic complex including a metal in addition to an organic compound.

[0259] Figure 1is a schematic cross-sectional view of an organic light emitting device 10 according to embodiments. Hereinafter, the organic light emitting device 10 will be described with respect to Figure 1 The structure of an organic light emitting device according to embodiments of the present disclosure and a method of manufacturing an organic light emitting device according to embodiments of the present disclosure are described. The organic light emitting device 10 includes a first electrode 11, an organic layer 15, and a second electrode 19, which are sequentially stacked.

[0260] A substrate can be additionally provided under the first electrode 11 or over the second electrode 19. For use as the substrate, any substrate available in the art for use in an organic light emitting device can be used, and the substrate can be a glass substrate or a transparent plastic substrate each having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water resistance.

[0261] In one or more embodiments, the first electrode 11 can be formed by depositing or sputtering a material for forming the first electrode 11 on the substrate. The first electrode 11 can be an anode. The material for forming the first electrode 11 can be a material having a high work function to facilitate hole injection. The first electrode 11 can be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. The material for forming the first electrode 11 can be indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (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), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), or magnesium-silver (Mg-Ag).

[0262] The first electrode 11 can have a single layer structure or a multi-layer structure including two or more layers. For example, the first electrode 11 can have a three-layer structure of ITO / Ag / ITO, but the structure of the first electrode 11 is not limited thereto.

[0263] The organic layer 15 is on the first electrode 11.

[0264] The organic layer 15 can include a hole transport region, an emission layer, and an electron transport region.

[0265] The hole transport region can be between the first electrode 11 and the emission layer.

[0266] The hole transport region can include a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer, or any combination thereof.

[0267] The hole transport region can include only a hole injection layer or a hole transport layer. In one or more embodiments, 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, for each structure, each layer is sequentially stacked in the stated order from the first electrode 11.

[0268] When the hole transport region includes a hole injection layer (HIL), the hole injection layer can be formed on the first electrode 11 by using one or more suitable methods, such as vacuum deposition, spin coating, casting, and / or Langmuir-Blodgett (LB) deposition.

[0269] When the hole injection layer is formed by vacuum deposition, the deposition conditions can vary depending on the material used to form the hole injection layer, and the structure and thermal properties of the hole injection layer. For example, the deposition conditions can include a deposition temperature of about 100°C to about 500°C, a vacuum pressure of about 10 -8 tor to about 10 -3 tor, and a deposition rate of about to about However, the deposition conditions are not limited thereto,

[0270] When the hole injection layer is formed using spin coating, the coating conditions can vary depending on the material used to form the hole injection layer, and the structure and thermal properties of the hole injection layer. For example, the coating speed can be about 2,000 rpm to about 5,000 rpm, and the temperature at which heat treatment is performed after coating to remove the solvent can be about 80°C to about 200°C. However, the coating conditions are not limited thereto.

[0271] 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.

[0272] The hole transport region can include at least one of m-MTDATA, TDATA, 2-TNATA, NPB, β-NPB, TPD, Spiro-TPD, Spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphor sulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), a compound represented by Formula 201 below, a compound represented by Formula 202 below, or any combination thereof:

[0273]

[0274] <Formula 201>

[0275]

[0276] <Formula 202>

[0277]

[0278] Ar in Formula 201 101 -Ar 102 may each independently be:

[0279] phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptaplenylene, pyrenylene, fluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzophenanthrenylene, pyrenylene, pyrenylene , naphthylene, azulenylene, or pentacenylene; or

[0280] phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptaplenylene, pyrenylene, fluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzophenanthrenylene, pyrenylene, pyrenylene , naphthylene, azulenylene, or pentacenylene: at least one deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxylic acid group or a salt thereof, sulfonic acid group or a salt thereof, phosphoric acid group or a salt thereof, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 10 cycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, or any combination thereof.

[0281] xa and xb in Formula 201 can each independently be an integer of 0 to 5, or 0, 1, or 2. For example, xa can be 1 and xb can be 0, but xa and xb are not limited thereto.

[0282] R 101 -R 108 , R 111 -R 119 , and R 121-R 124 may each independently be:

[0283] hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidine group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C 10 alkyl group (e.g., a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, etc.), or a C1-C 10 alkoxy group (e.g., a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentoxy group, etc.);

[0284] a C 1- C 10 alkyl group or a C1-C 10 alkoxy group: at least one deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidine group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, or any combination thereof;

[0285] a phenyl group, a naphthyl group, an anthryl group, a fluorenyl group, or a pyrenyl group; or

[0286] a phenyl group, a naphthyl group, an anthryl group, a fluorenyl group, or a pyrenyl group, each of which is substituted with at least one deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidine group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C 10 alkyl group, a C1-C 10 alkoxy group, or any combination thereof,

[0287] However, embodiments of the present disclosure are not limited thereto.

[0288] R in Formula 201 can be: 109 may be:

[0289] a phenyl group, a naphthyl group, an anthryl group, or a pyridyl group; or

[0290] a phenyl group, a naphthyl group, an anthryl group, or a pyridyl group, each of which is substituted with at least one deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidine group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C 20 alkyl group, a C1-C 20 alkoxy group, a C1-C 20 alkylthio group, a phenyl group, a naphthyl group, an anthryl group, a pyridyl group, or any combination thereof.

[0291] According to embodiments, the compound represented by Formula 201 can be represented by the following Formula 201A, but embodiments of the present disclosure are not limited thereto:

[0292] <Formula 201A>

[0293]

[0294] R in Formula 201A 101 , R 111 , R 112 , and R 109 may be understood by referring to the description provided herein.

[0295] For example, the compound represented by Formula 201 and the compound represented by Formula 202 can include the compounds HT1 to HT20 shown below, but are not limited thereto:

[0296]

[0297]

[0298] The thickness of the hole transport region can be in the range of about - about For example, about - about 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 can be in the range of about - about For example, about - about , and the thickness of the hole transport layer can be in the range of about about For example, about - about When the thickness of the hole transport region, hole injection layer, and hole transport layer is in these ranges, satisfactory hole transport properties can be obtained without a significant increase in driving voltage.

[0299] In addition to these materials, the hole transport region can further include a charge generating material for improving the electrical conductivity properties. The charge generating material can be uniformly or non-uniformly dispersed in the hole transport region.

[0300] The charge generating material can be, for example, a p-dopant. The p-dopant can be a quinone derivative, a metal oxide, or a cyano-containing compound, but embodiments of the present disclosure are not limited thereto. Examples of the p-dopant are: a quinone derivative such as tetracyanoquinodimethane (TCNQ) or 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinone dimethane (F4-TCNQ); a metal oxide such as tungsten oxide or molybdenum oxide; and a cyano-containing compound such as the following compound HT-D1, but are not limited thereto.

[0301]

[0302] The hole transport region can include a buffer layer.

[0303] Also, the buffer layer can compensate for an optical resonance distance according to a wavelength of light emitted from the emission layer, and thus, the efficiency of the formed organic light emitting device can be improved.

[0304] Then, an emission layer (EML) can 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 can be similar to those applied when forming the hole injection layer, although the deposition or coating conditions can vary according to the materials used to form the emission layer.

[0305] Meanwhile, when the hole transport region includes an electron blocking layer, the material for the electron blocking layer can be the material for the hole transport region described above or the material for the host to be described later. However, the material for the electron blocking layer is not limited thereto. For example, when the hole transport region includes an electron blocking layer, the material for the electron blocking layer can be mCP to be described later.

[0306] The emission layer can include a host and a dopant, and the dopant can include an organic metal compound represented by Formula 1.

[0307] The host can include at least one of TPBi, TBADN, ADN (also referred to as “DNA”), CBP, CDBP, TCP, mCP, compound H50, compound H51, or any combination thereof:

[0308]

[0309] In one or more embodiments, the host can further include a compound represented by the following Formula 301.

[0310] <Formula 301>

[0311]

[0312] Ar in Formula 301 111 and Ar 112 may each independently be:

[0313] phenylene, naphthylene, phenanthryl ene, or pyrenylene; or

[0314] phenylene, naphthylene, phenanthryl ene, or pyrenylene each substituted with at least one of phenyl, naphthyl, anthryl, or any combination thereof.

[0315] Ar in Formula 301 113 -Ar 116may each independently be:

[0316] C1-C 10 alkyl, phenyl, naphthyl, phenanthryl, or pyrenyl; or

[0317] phenyl, naphthyl, phenanthryl, or pyrenyl, each of which is substituted with at least one phenyl, naphthyl, anthryl, or any combination thereof.

[0318] g, h, i, and j in Formula 301 may each independently be an integer from 0 to 4, and may be, for example, 0, 1, or 2.

[0319] Ar in Formula 301 113 and Ar 116 may each independently be:

[0320] C1-C 10 alkyl substituted with at least one phenyl, naphthyl, anthryl, or any combination thereof;

[0321] phenyl, naphthyl, anthryl, pyrenyl, phenanthryl, or fluorenyl;

[0322] phenyl, naphthyl, anthryl, pyrenyl, phenanthryl, or fluorenyl, each of which is substituted with at least one deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or salt thereof, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, phenyl, naphthyl, anthryl, pyrenyl, phenanthryl, fluorenyl, or any combination thereof; or

[0323] However, embodiments of the present disclosure are not limited thereto.

[0324] In one or more embodiments, the host can include a compound represented by the following Formula 302:

[0325] <Formula 302>

[0326]

[0327] Ar in Formula 302 122 -Ar 125 is the same as described with respect to Ar 113 in Formula 301.

[0328] Ar in Formula 302 126 and Ar 127 may each independently be C1-C 10 alkyl (e.g., methyl, ethyl, or propyl).

[0329] k and l in formula 302 can each independently be an integer of 0 to 4. For example, k and l can be 0, 1, or 2.

[0330] When the organic light emitting device is a full color organic light emitting device, the emission layer can be patterned into a red emission layer, a green emission layer, and a blue emission layer. In one or more embodiments, the emission layer can emit white light due to a stacked structure including a red emission layer, a green emission layer, and / or a blue emission layer.

[0331] When the emission layer includes a host and a dopant, the amount of the dopant can be in the range of about 0.01 parts by weight to about 15 parts by weight, based on 100 parts by weight of the host, but embodiments of the present disclosure are not limited thereto.

[0332] In one or more embodiments, the organic layer of the organic light emitting device can further include a fluorescent dopant in addition to the organometallic compound represented by formula 1.

[0333] For example, the fluorescent dopant can be a fused polycyclic compound or a styryl compound.

[0334] For example, the fluorescent dopant can include one of a core containing naphthalene, a core containing fluorene, a core containing spiro-bifluorene, a core containing benzofluorene, a core containing dibenzofluorene, a core containing phenanthrene, a core containing anthracene, a core containing fluoranthene, a core containing benzo[9,10]phenanthrene, a core containing pyrene, a core containing a core containing naphthacene, a core containing perylene, a core containing pentaphene, a core containing indenoanthracene, a core containing anthracene, and a core represented by formula 501-1 to 501-18, but embodiments of the present disclosure are not limited thereto:

[0335]

[0336]

[0337] In one or more embodiments, the fluorescent dopant can be a styryl amine-based compound and a styryl carbazole-based compound, but embodiments of the present disclosure are not limited thereto.

[0338] In one or more embodiments, the fluorescent dopant can be a compound represented by formula 501:

[0339] <Formula 501>

[0340]

[0341] In formula 501,

[0342] Ar 501 may be:

[0343] a naphthalene group, a fluorene group, a spiro-bifluorene group, a benzo-fluorene group, a dibenzo-fluorene group, a phenanthrene group, an anthracene group, a fluoranthen group, a benzo[9,10]phenanthrene group, a pyrene group, a tetracene group, a chrysene group, a perylene group, a pentaphene group, an indanthracene group, a bianthracene group, or a group represented by formulae 501-1 to 501-18; or

[0344] a naphthalene group, a fluorene group, a spiro-bifluorene group, a benzo-fluorene group, a dibenzo-fluorene group, a phenanthrene group, an anthracene group, a fluoranthen group, a benzo[9,10]phenanthrene group, a pyrene group, a tetracene group, a chrysene group, a perylene group, a pentaphene group, an indanthracene group, a bianthracene group, or a group represented by formulae 501-1 to 501-18: at least one deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidine group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C 60 alkyl group, a C2-C 60 alkenyl group, a C2-C 60 alkynyl group, a C1-C 60 alkoxy group, a C3-C 10 cycloalkyl group, a C1-C 10 heterocycloalkyl group, a C3-C 10 cycloalkenyl group, a C2-C 10 heterocycloalkenyl group, a C6-C 60 aryl group, a C6-C 60 aryloxy group, a C6-C 60 arylthio group, a C1-C 60 heteroaryl group, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, -Si(Q 501 )(Q 502 )(Q 503 )(wherein Q 501 -Q 503 may each independently be hydrogen, a C1-C 60 alkyl group, a C1-C 60 alkoxy group, a C6-C 60 aryl group, a C1-C 60 heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group), or any combination thereof,

[0345] L 501 -L 503 may each independently be a substituted or unsubstituted C3-C 10 cycloalkylene group, a substituted or unsubstituted C1-C10 heterocycloalkylene, substituted or unsubstituted C3-C 10 cycloalkenylene, substituted or unsubstituted C2-C 10 heterocycloalkenylene, substituted or unsubstituted C6-C 60 arylene, substituted or unsubstituted C1-C 60 heteroarylene, substituted or unsubstituted bivalent non-aromatic fused polycyclic group, or substituted or unsubstituted bivalent non-aromatic fused heteropolycyclic group,

[0346] R 501 and R 502 may each independently be:

[0347] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzo-fluorenyl, dibenzo-fluorenyl, phenanthryl, anthryl, pyrenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl group, triazinyl, dibenzofuranyl, or dibenzothiophenyl; or

[0348] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzo-fluorenyl, dibenzo-fluorenyl, phenanthryl, anthryl, pyrenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, triazinyl, dibenzofuranyl, or dibenzothiophenyl: at least one deuterium, -F, -Cl, -Br, -I, 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, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzo-fluorenyl, dibenzo-fluorenyl, phenanthryl, anthryl, pyrenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, or any combination thereof,

[0349] xd1-xd3may each independently be 0, 1, 2, or 3, and

[0350] xd4may be 0, 1, 2, 3, 4, 5, or 6.

[0351] For example, in Formula 501,

[0352] Ar 501 may be:

[0353] a naphthyl group, a fluorene group, a spiro-bifluorene group, a benzo-fluorene group, a dibenzo-fluorene group, a phenanthrene group, an anthracene group, a fluoranthene group, a a naphthyl group, a fluorene group, a spiro-bifluorene group, a benzo-fluorene group, a dibenzo-fluorene group, a phenanthrene group, an anthracene group, a fluoranthene group, a

[0354] a naphthyl group, a fluorene group, a spiro-bifluorene group, a benzo-fluorene group, a dibenzo-fluorene group, a phenanthrene group, an anthracene group, a fluoranthene group, a a naphthyl group, a fluorene group, a spiro-bifluorene group, a benzo-fluorene group, a dibenzo-fluorene group, a phenanthrene group, an anthracene group, a fluoranthene group, a 20 alkyl group, a C1-C 20 alkyl group, a C1-C 20 alkyl group, a C1-C 501 alkyl group, a C1-C 502 alkyl group, a C1-C 503 alkyl group, a C1-C 501 -Q 503 alkyl group, a C1-C 20 alkyl group, a C1-C 20 alkyl group, a C1-C 20 alkyl group, a C1-C

[0355] L 501 -L 503 as described in relation to L1,

[0356] xd1-xd3may each independently be 0, 1 or 2, and

[0357] xd4may be 0, 1, 2 or 3, but embodiments of the present disclosure are not limited thereto.

[0358] In one or more embodiments, the fluorescent dopant can include a compound represented by one of formulae 502-1 to 502-5:

[0359] <Formula 502-1>

[0360]

[0361] <Formula 502-2>

[0362]

[0363] <Formula 502-3>

[0364]

[0365] <Formula 502-4>

[0366]

[0367] <Formula 502-5>

[0368]

[0369] In Formulae 502-1 to 502-5,

[0370] X 51 may be N or C-[(L 501 ) xd1 -R 501 ], X 52 may be N or C-[(L 502 ) xd2 -R 502 ], X 53 may be N or C-[(L 503 ) xd3 -R 503 ], X 54 may be N or C-[(L 504 ) xd4 -R 504 ], X 55 may be N or C-[(L 505 ) xd5 -R 505 ], X 56 may be N or C-[(L 506 ) xd6 -R 506 ], X 57 may be N or C-[(L 507 ) xd7 -R 507 ], and X 58 may be N or C-[(L 508 ) xd8 -R 508 ],

[0371] L 501 -L 508 each is the same as described for L 501 in Formula 501,

[0372] xd1-xd8 are each the same as described for xd1 in Formula 501,

[0373] R 501 -R 508 may each independently be:

[0374] hydrogen, deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, 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;

[0375] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo-fluorenyl, dibenzo-fluorenyl, phenanthryl, anthryl, pyryl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, triazinyl, dibenzofuranyl, or dibenzothiophenyl; or

[0376] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo-fluorenyl, dibenzo-fluorenyl, phenanthryl, anthryl, pyryl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, triazinyl, dibenzofuranyl, or dibenzothiophenyl: at least one deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, 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, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-difluorenyl, benzo-fluorenyl, dibenzo-fluorenyl, phenanthryl, anthryl, pyryl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, or any combination thereof,

[0377] xd11and xd12may each independently be an integer from 0 to 5,

[0378] R 501 -R 504 two of which can optionally be linked together to form a saturated or unsaturated ring, and

[0379] R 505 -R 508 two of which can optionally be linked together to form a saturated or unsaturated ring.

[0380] The fluorescent dopant may include at least one of the following compounds: FD(1) to FD(16) and FD1 to FD13:

[0381]

[0382]

[0383]

[0384] The thickness of the emission layer can be approximately -about For example, about -about Within this range, excellent light emission characteristics can be obtained without a significant increase in driving voltage when the thickness of the emitting layer is within this range.

[0385] Then, the electron transport region can be located on the emission layer.

[0386] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0387] 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, and the structure of the electron transport region is not limited to these. The electron transport layer may have a multilayer structure or a single-layer structure comprising two or more different materials.

[0388] By referring to the conditions for forming the hole injection layer, the conditions for forming the hole blocking layer, the electron transport layer, and the electron injection layer constituting the electron transport region can be understood.

[0389] When the electron transport region includes a hole blocking layer, the hole blocking layer may include at least one of, for example, BCP, Bphen, BAlq, or any combination thereof, but the embodiments of this disclosure are not limited thereto.

[0390]

[0391] The thickness of the hole-blocking layer can be approximately -about For example, about -about Within these ranges, when the thickness of the hole blocking layer is within these ranges, the hole blocking layer can have excellent hole blocking characteristics without a significant increase in driving voltage.

[0392] The electron transport layer may include at least one BCP, Bphen, Alq3, BAlq, TAZ, NTAZ, or any combination thereof.

[0393]

[0394] In one or more embodiments, the electronic transport layer may include at least one of ET1 to ET25, but is not limited thereto:

[0395]

[0396]

[0397] The thickness of the electron transport layer can be approximately -about For example, about -about Within the range described above, the electron transport layer can have satisfactory electron transport characteristics without a significant increase in driving voltage.

[0398] Furthermore, in addition to the materials described above, the electron transport layer may further include a material containing metal.

[0399] The metal-containing material may include Li complexes. The Li complexes may include, for example, compounds ET-D1 (lithium 8-hydroxyquinoline, LiQ) or ET-D2.

[0400]

[0401] The electron transport region may include an electron injection layer (EIL) that facilitates the inflow of electrons from the second electrode 19 therein.

[0402] The electron injection layer may include at least one LiF, NaCl, CsF, Li2O, BaO, or any combination thereof.

[0403] The thickness of the electron injection layer can be approximately -about and for example about -about Within the range described above, the electron injection layer can have satisfactory electron injection characteristics without a significant increase in driving voltage.

[0404] A second electrode 19 is positioned on the organic layer 15. The second electrode 19 can be a cathode. A material for forming the second electrode 19 can be a metal, an alloy, a conductive compound, or a combination thereof, having a relatively low work function. For example, lithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), or magnesium-silver (Mg-Ag) can be used as a material for forming the second electrode 19. In one or more embodiments, in order to manufacture a top emission type light emitting device, a transmissive electrode formed using ITO or IZO can be used as the second electrode 19.

[0405] In the above, the organic light emitting device has been described with reference to Figure 1 The present embodiments of the present disclosure are not limited thereto.

[0406] Another aspect provides a diagnostic composition including at least one organometallic compound represented by Formula 1.

[0407] The organometallic compound represented by Formula 1 provides high light emitting efficiency. Accordingly, the diagnostic composition including the same can have high diagnostic efficiency.

[0408] The diagnostic composition can be used in a variety of applications including diagnostic kits, diagnostic reagents, biosensors, and biomarkers.

[0409] The term "C1-C60alkyl" as used herein refers to a straight-chained or branched saturated aliphatic hydrocarbon monovalent radical having 1 to 60 carbon atoms, and non-limiting examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl, t-butyl, pentyl, isopentyl, and hexyl. The term "C1-C60alkylene" as used herein refers to a divalent radical having the same structure as C1-C60alkyl.

[0410] The term "C1-C 60 alkoxy" as used herein refers to a monovalent radical represented by -OA 101 (wherein A 101 is C1-C 60 alkyl), and examples thereof include methoxy, ethoxy, and isopropoxy.

[0411] The term "C1-C 60 alkylthio" as used herein refers to a monovalent radical represented by -SA 102 (wherein A 102 is C1-C 60 alkyl), and examples thereof include methylthio, ethylthio, and isopropylthio.

[0412] The term "C2-C 60 alkenyl" as used herein refers to a monovalent radical represented by -CH=CH-A 60hydrocarbon group formed by the replacement of a terminal or intermediate alkyl group with at least one carbon-carbon double bond, and examples thereof include vinyl, propenyl, and butenyl. The term "C2-C6alkenyl" as used herein denotes a monovalent unsaturated hydrocarbon group having 2-6 carbon atoms and at least one carbon-carbon double bond. The term "C2-C4alkenyl" as used herein denotes a monovalent unsaturated hydrocarbon group having 2-4 carbon atoms and at least one carbon-carbon double bond. 60 "alkenylene" denotes a divalent group having the same structure as C2-C 60 alkenyl.

[0413] The term "C2-C 60 "alkynyl" denotes a hydrocarbon group formed by the replacement of a terminal or intermediate alkyl group with at least one carbon-carbon triple bond, and examples thereof include ethynyl and propynyl. The term "C2-C 60 alkynyl. 60 "alkynylene" denotes a divalent group having the same structure as C2-C 60 alkynyl.

[0414] The term "C3-C 10 "cycloalkyl" denotes a monovalent saturated hydrocarbon monocyclic group having 3-10 carbon atoms, and examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. The term "C3-C 10 "cycloalkylene" denotes a divalent group having the same structure as C3-C 10 cycloalkyl.

[0415] The term "C1-C 10 "heterocycloalkyl" denotes a monovalent saturated monocyclic group having at least one heteroatom N, O, P, Si and S as a ring-forming atom and 1-10 carbon atoms, and non-limiting examples thereof include tetrahydrofuranyl and tetrahydrothiophenyl. The term "C1-C 10 "heterocycloalkylene" denotes a divalent group having the same structure as C1-C 10 heterocycloalkyl.

[0416] The term "C3-C 10 "cycloalkenyl" denotes a monovalent monocyclic group having 3-10 carbon atoms in its ring and at least one carbon-carbon double bond and no aromaticity, and non-limiting examples thereof include cyclopentenyl, cyclohexenyl, and cycloheptenyl. The term "C3-C 10 "cycloalkenylene" denotes a divalent group having the same structure as C3-C 10 cycloalkenyl.

[0417] The term "C2-C 10Heterocycloalkenyl" means a monovalent monocyclic group having at least one N, O, P, Si, B, Se, Ge, Te, S, or any combination thereof as a ring atom, 2-10 carbon atoms, and at least one carbon-carbon double bond in its ring. C2-C 10 Examples of heterocycloalkenyl groups are 2,3-dihydrofuranyl and 2,3-dihydrothienyl. The term "C2-C 10 Heterocycloalkenyl" means a monovalent monocyclic group having at least one N, O, P, Si, B, Se, Ge, Te, S, or any combination thereof as a ring atom, 2-10 carbon atoms, and at least one carbon-carbon double bond in its ring. C2-C 10 Heterocycloalkenyl" means a monovalent monocyclic group having at least one N, O, P, Si, B, Se, Ge, Te, S, or any combination thereof as a ring atom, 2-10 carbon atoms, and at least one carbon-carbon double bond in its ring. C2-C

[0418] The term "C6-C 60 Aryl" means a monovalent group having a carbocyclic aromatic ring system with 6-60 carbon atoms, and the term "C6-C 60 Aryl" means a monovalent group having a carbocyclic aromatic ring system with 6-60 carbon atoms, and the term "C6-C 60 Examples of aryl groups include phenyl, naphthyl, anthryl, phenanthryl, pyrenyl, and Aryl" means a monovalent group having a carbocyclic aromatic ring system with 6-60 carbon atoms, and the term "C6-C 60 Aryl" means a monovalent group having a carbocyclic aromatic ring system with 6-60 carbon atoms, and the term "C6-C 60 Aryl" means a monovalent group having a carbocyclic aromatic ring system with 6-60 carbon atoms, and the term "C6-C 60 Alkylaryl means a C6-C 60 Alkylaryl means a C6-C 60 Aryl".

[0419] The term "C1-C 60 Heteroaryl" means a monovalent group having a ring aromatic system with at least one N, O, P, Si, B, Se, Ge, Te, S, or any combination thereof as a ring atom, and 1-60 carbon atoms. The term "C1-C 60 Heteroaryl" means a monovalent group having a ring aromatic system with at least one N, O, P, Si, B, Se, Ge, Te, S, or any combination thereof as a ring atom, and 1-60 carbon atoms. The term "C1-C 60 Examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl. The term "C1-C 60 Heteroaryl" means a monovalent group having a ring aromatic system with at least one N, O, P, Si, B, Se, Ge, Te, S, or any combination thereof as a ring atom, and 1-60 carbon atoms. The term "C1-C 60 Heteroaryl" means a monovalent group having a ring aromatic system with at least one N, O, P, Si, B, Se, Ge, Te, S, or any combination thereof as a ring atom, and 1-60 carbon atoms. The term "C1-C 60 Alkylheteroaryl means a C1-C 60 Alkylheteroaryl means a C1-C 60 Heteroaryl".

[0420] The term "C6-C60 Aryloxy" means -OA 102 (wherein A 102 is C6-C 60 aryl), and the term "C6-C 60 Arylthio" means -SA 103 (wherein A 103 is C6-C 60 aryl).

[0421] The term "monovalent non-aromatic fused polycyclic group" as used herein refers to a monovalent group (e.g., having 8-60 carbon atoms) that has two or more rings fused to each other, has only carbon atoms as ring-forming atoms, and does not have aromaticity in its entire molecular structure. An example of a monovalent non-aromatic fused polycyclic group includes fluorenyl. The term "divalent non-aromatic fused polycyclic group" as used herein refers to a divalent group having the same structure as a monovalent non-aromatic fused polycyclic group.

[0422] The term "monovalent non-aromatic fused heteropolycyclic group" as used herein refers to a monovalent group (e.g., having 2-60 carbon atoms) that has two or more rings fused to each other, has N, O, P, Si, B, Se, Ge, Te, S, or any combination thereof as ring-forming atoms in addition to carbon atoms, and does not have aromaticity in its entire molecular structure. An example of a monovalent non-aromatic fused heteropolycyclic group includes carbazolyl. The term "divalent non-aromatic fused heteropolycyclic group" as used herein refers to a divalent group having the same structure as a monovalent non-aromatic fused heteropolycyclic group.

[0423] The term "C5-C 30 carbocyclic group" as used herein refers to a saturated or unsaturated cyclic group having only 5-30 carbon atoms as ring-forming atoms. A C5-C 30 carbocyclic group can be a monocyclic group or a polycyclic group.

[0424] The term "C1-C 30 heterocyclic group" as used herein refers to a saturated or unsaturated cyclic group having at least one N, O, Si, P, B, Se, Ge, Te, S, or any combination thereof as ring-forming atoms in addition to 1-30 carbon atoms. A C1-C 30 heterocyclic group can be a monocyclic group or a polycyclic group.

[0425] Substituted C5-C 30 carbocyclic group, substituted C1-C 30 heterocyclic group, substituted C1-C 60 alkyl group, substituted C2-C 60 alkenyl group, substituted C2-C60 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 C2-C 10 heterocycloalkenyl, substituted C6-C 60 aryl, substituted C7-C 60 alkylaryl, substituted C6-C 60 aryloxy, substituted C6-C 60 arylthio, substituted C1-C 60 heteroaryl, substituted C2-C 60 alkylheteroaryl, substituted monovalent non-aromatic fused polycyclic radical, and substituted monovalent non-aromatic fused heteropolycyclic radical can be:

[0426] deuterium, -F, -CI, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or salt thereof, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, or C1-C 60 alkoxy;

[0427] C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, or C1-C 60 alkoxy: at least one deuterium, -F, -CI, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or salt thereof, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-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, monovalent non-aromatic fused polycyclic radical, monovalent non-aromatic fused heteropolycyclic radical, -N(Q11 )(Q 12 ), -Si(Q 13 )(Q 14 )(Q 15 ), -B(Q 16 )(Q 17 ), -P(=O)(Q 18 )(Q 19 ), or any combination thereof;

[0428] C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C7-C 60 alkylaryl, C6-C 60 aryloxy, C6-C 60 aralkyl, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group;

[0429] C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C7-C 60 alkylaryl, C6-C 60 aryloxy, C6-C 60 aralkyl, C1-C 60 heteroaryl, C2-C 60 alkylheteroaryl, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group: at least one deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, a carboxylic acid group or salt thereof, a sulfonic acid group or salt thereof, a phosphoric acid group or salt thereof, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C2-C 10 heterocycloalkenyl, C6-C 60 aryl, C7-C 60Alkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heterocyclic group, -N(Q 21 (Q) 22 ), -Si(Q 23 (Q) 24 (Q) 25 -B(Q) 26 (Q) 27 -P(=O)(Q) 28 (Q) 29 ), or any combination thereof; or

[0430] -N(Q 31 (Q) 32 ), -Si(Q 33 (Q) 34 (Q) 35 -B(Q) 36 (Q) 37 ), or -P(=O)(Q 38 (Q) 39 ),

[0431] Among them, Q1-Q9, Q 11 -Q 19 Q 21 -Q 29 , and Q 31 -Q 39 Each of these groups can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl group, with at least one deuterium, C1-C 60 Alkyl, C6-C 60 C1-C substituted with aryl or any combination thereof 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy group, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C2-C 10 Heterocyclic alkenyl, C6-C 60 Aryl group, with at least one deuterium, C1-C 60 Alkyl, C6-C 60 C6-C substituted with aryl or any combination thereof 60aryl, C6-C 60 aryloxy, C6-C 60 arylthio, C6-C 60 heteroaryl, C2-C 60 alkylheteroaryl, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, or any combination thereof.

[0432] Hereinafter, compounds and organic light emitting devices according to embodiments are described in detail with reference to synthesis examples and examples. However, the organic light emitting devices are not limited thereto. The wording "use 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.

[0433] Examples

[0434] Synthesis Example 1: Synthesis of Compound 1

[0435] 1) Synthesis of Intermediate 1(1)

[0436]

[0437] To 500 mL of dimethylformamide (DMF) were added 249.7 mmol (29.5 g) of 1H-benzo[d]imidazole, 300.0 mmol (70.8 g) of 1,3-dibromobenzene, 62.5 mmol (11.9 g) of Cul, 75.0 mmol (13.5 g) of 1,10-phenanthroline, and 374.4 mmol (122 g) of Cs2CO3, and then the resulting mixture was refluxed at a temperature of 130°C for 12 hours. The reaction product obtained therefrom was cooled and diluted using a mixture including ethyl acetate and water. The organic layer was washed with water three times and dried using magnesium sulfate, and then the solvent was removed therefrom under reduced pressure, thereby obtaining a crude product. The crude product was subjected to silica gel column chromatography (eluent: ethyl acetate:hexane) to obtain Intermediate 1(1) (60% yield).

[0438] MALDI-TOF (m / z): 272.99 [M] +

[0439] (2) Synthesis of Intermediate 1(2)

[0440]

[0441] dissolved in 340 ml of dioxane, to which 50.7 mmol (9.7 g) of Cul, 152.1 mmol (32.3 g) of K3PO4, and 72.4 mmol (12.2 ml) of trans-1,2-cyclohexanediamine were added, followed by refluxing at a temperature of 120 °C for 12 hours. After completion of the reaction, the mixture was cooled to room temperature, and diluted using a mixture including ethyl acetate and water. The organic layer was washed with water three times and dried using magnesium sulfate, and then the solvent was removed therefrom under reduced pressure, thereby obtaining a crude product. The crude product was subjected to silica gel column chromatography (eluent: ethyl acetate:hexane) to obtain the intermediate 1(2) (85% yield).

[0442] MALDI-TOF (m / z): 331.16 [M] +

[0443] (3) Synthesis of intermediate 1(3)

[0444]

[0445] dissolved in 340 ml of dioxane, to which 50.7 mmol (9.7 g) of Cul, 152.1 mmol (32.3 g) of K3PO4, and 72.4 mmol (12.2 ml) of trans-1,2-cyclohexanediamine were added, followed by refluxing at a temperature of 120 °C for 12 hours. After completion of the reaction, the mixture was cooled to room temperature, and diluted using a mixture including ethyl acetate and water. The organic layer was washed with water three times and dried using magnesium sulfate, and then the solvent was removed therefrom under reduced pressure, thereby obtaining a crude product. The crude product was subjected to silica gel column chromatography (eluent: ethyl acetate:hexane) to obtain the intermediate 1(2) (85% yield).

[0446] MALDI-TOF (m / z): 317.15 [M] +

[0447] (4) Synthesis of intermediate 1(4)

[0448]

[0449] Synthesis of Intermediate 1(5) and 1(6)

[0450] MALDI-TOF (m / z): 509.22 [M] +

[0451] (5) Synthesis of Intermediate 1(5) and 1(6)

[0452]

[0453] Synthesis of Intermediate 1(5) and 1(6)

[0454] MALDI-TOF (m / z): 822.07 [M] +

[0455] (6) Synthesis of Compound 1

[0456]

[0457] To 160 ml of benzonitrile (PhCN) were added 3.1 mmol (1.2 g) of Pt(COD)Cl2 (dichloro(l,5-cyclooctadiene)palladium(II)), 3.1 mmol (3.0 g) of Intermediate 1 (6), and 9.3 mmol (0.8 g) of sodium acetate (NaOAc), and then, refluxed at a temperature of 180°C for 12 hours. After completion of the reaction, the resulting mixture was cooled to room temperature, and the solvent was removed therefrom under reduced pressure to obtain a crude product, which was then subjected to silica gel column chromatography (eluent: dichloromethane and hexane) to obtain Compound 1 (yield: 42%).

[0458] MALDI-TOF (m / z): 1013.35 [M] +

[0459] Evaluation of Example 1: Evaluation of photoluminescence quantum yield (PLQY)

[0460] A solution of PMMA in CH2Cl2, 5 wt% of CBP, and Compound 1 were mixed, and then, the resulting was coated on a quartz substrate by using a spin coater, and then, heat-treated in an oven at a temperature of 80°C, and cooled to room temperature to obtain a film.

[0461] The PLQY of Compound 1 in the film was evaluated by using a Hamamatsu Photonics absolute PL quantum yield measurement system (Hamamatsu Photonics, Ltd., Shizuoka, Japan) equipped with a xenon lamp light source, a monochromator, a photon multichannel analyzer, and an integrating sphere, and using PLQY measurement software, and the same experiment was performed on Compound A. The results thereof are shown in Table 2.

[0462] Table 2

[0463]

[0464]

[0465]

[0466] From Table 2, it can be confirmed that Compound 1 has substantially the same maximum light emission wavelength as Compound A, and has a high light emission quantum efficiency and thus has excellent characteristics.

[0467] Example 1

[0468] An ITO glass substrate was cut to a size of 50 mm x 50 mm x 0.5 mm, sonicated in acetone, isopropyl alcohol, and pure water, each for 15 minutes, and then, washed by exposure to UV ozone for 30 minutes.

[0469] Then, m-MTDATA with The deposition rate is such that the ITO electrode (anode) is deposited on the glass substrate to form a structure with... A hole injection layer of a certain thickness is then applied, followed by α-NPD. The deposition rate is deposited on the hole injection layer to form a layer with A hole transport layer of a certain thickness.

[0470] Compound 1 (doper) and CBP (host) were respectively used as... deposition rate and The deposition rate is co-deposited on the hole transport layer to form a layer with... The thickness of the emission layer.

[0471] BAlq with The deposition rate is deposited on the emission layer to form a layer with A hole-blocking layer of a certain thickness is formed, and Alq3 is deposited on the hole-blocking layer to form a hole-blocking layer with a thickness of [missing information]. An electron transport layer of a certain thickness is formed, and then LiF is deposited on the electron transport layer to form an electron transport layer with a thickness of [missing information]. An electron injection layer of a certain thickness is formed, and then Al is vacuum deposited on the electron injection layer to form a layer with... The second electrode (cathode) has a thickness of [thickness value missing], thereby completing the [structure / m-MTDATA] [structure missing]. / α-NPD / CBP+ compound 1 (10%) / BAlq / Alq3 / LiF / Al Fabrication of organic light-emitting devices with a specific structure.

[0472]

[0473] Comparative Example 1

[0474] The organic light-emitting device was manufactured in the same manner as in Example 1, except that, when forming the emission layer, compound A was used instead of compound 1 as a dopant.

[0475]

[0476] Evaluation of Example 2: Evaluation of the properties of organic light-emitting device (1)

[0477] The driving voltage, external quantum efficiency (EQE), and lifetime (T) of the organic light-emitting devices fabricated according to Example 1 and Comparative Example 1 are respectively... 95 The evaluation was performed using relative values. The results are shown in Table 3. This evaluation was conducted using a current-voltmeter (Keithley 2400) and a luminance meter (Minolta Cs-1000A), and lifetime (T) was also considered. 95 It is evaluated as a relative value by measuring the amount of time elapsed until the brightness decreases to 95% of the initial brightness of 100%.

[0478] Table 3

[0479]

[0480] Referring to Table 3, it can be seen that the organic light-emitting device of Example 1 has excellent external quantum efficiency and lifetime, and has a longer lifetime compared with the organic light-emitting device of Comparative Example 1.

[0481] Example 2

[0482] The organic light-emitting device was manufactured in the same manner as in Example 1, except that: when forming the emission layer, the weight ratio of compound CBP, which serves as the host, was 88.5%, and the weight ratio of compound 1 and compound FD, which serve as dopants, was 10%:1.5%.

[0483] Comparative Example 2

[0484] The organic light-emitting device was manufactured in the same manner as in Example 2, except that, when forming the emission layer, compound FD was used instead of compound 1 as a dopant.

[0485] Evaluation of Example 3: Evaluation of the properties of organic light-emitting device (2)

[0486] The driving voltage, external quantum efficiency (EQE), maximum emission wavelength, and lifetime (T) of the organic light-emitting devices fabricated according to Example 2 and Comparative Example 2 were evaluated. 95 The results are shown in Table 4. A current-voltmeter (Keithley 2400) and a luminometer (Minolta Cs-1000A) were used as the evaluation devices, and the lifetime (T) was... 95 (At 1200 nits) is evaluated by measuring the amount of time elapsed until the brightness decreases to 95% of the initial brightness of 100%.

[0487] Table 4

[0488]

[0489]

[0490] As can be seen from Table 4, the organic light emitting device of Example 2 has a low driving voltage and significantly improved external quantum efficiency and lifespan characteristics compared to the organic light emitting device of Comparative Example 2.

[0491] The organometallic compound has excellent photochemical stability, and an organic light emitting device using the organometallic compound can have improved efficiency and lifespan. Such an organometallic compound has excellent phosphorescent light emitting characteristics, and thus, when used, can provide a diagnostic composition having high diagnostic efficiency.

[0492] It is to be understood that the implementations described herein are to be considered in a descriptive sense only and not for purposes of limitation. Descriptions of features or aspects in each of the implementations are to be considered as being applicable in other implementations where feasible. Although one or more implementations have been described in some detail, various modifications, alterations, and improvements will readily occur to those skilled in the art and it is the intension that the application can be practiced otherwise than as specifically described. Therefore, any variations and modifications that fall within the scope of the claims are to be considered within the scope of the present application.

Claims

1. Organometallic compounds represented by Formula 1: <Formula 1> M1(L 11 ) n11 (L 12 ) n12 in, In Equation 1, M1 is Pt, The organometallic compounds represented by formula 1 are represented by formulas 2-4: <Equation 2-4> In Equation 2-4, X1 is either O or S. Ar1 is a group represented by the formula Ar1-1: <Form Ar1-1> In formula Ar1-1, E 21 E 23 and E 25 Each independently is: Hydrogen, deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isonyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl, or tert-decyl. E 22 and E 24 For the base, and * indicates a binding site with an adjacent atom. R 13 -R 16 R 21 -R 23 R 31 -R 37 and R 41 -R 44 Each independently is: Hydrogen, deuterium, -F, -Cl, -Br, -I, Cl-C 20 Alkyl, or C1-C 20 alkoxy; or Each of the C1-Cs is replaced by at least one of the following: 20 Alkyl or C1-C 20 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, or any combination thereof.

2. The organometallic compound of claim 1, wherein R 13 -R 16 R 21 -R 23 R 31 -R 37 and R 41 -R 44 Each is independently hydrogen, deuterium, or one of formulas 9-1 to 9-19: in, In Equations 9-1 to 9-19, * represents a binding site with an adjacent atom.

3. The organometallic compound of claim 1, wherein the organometallic compound is one of the following compounds: 。 4. Organic light-emitting devices, including: First electrode; Second electrode; as well as An organic layer located between the first electrode and the second electrode, including an emission layer. The organic layer comprises at least one organometallic compound as described in any one of claims 1-3.

5. The organic light-emitting device as claimed in claim 4, wherein the first electrode is an anode. The second electrode is the cathode. The organic layer further includes a hole transport region between the first electrode and the emitter layer, and an electron transport region between the emitter layer and the second electrode. The hole transport region includes a hole injection layer, a hole transport layer, an electron blocking layer, or any combination thereof, and The electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

6. The organic light-emitting device of claim 4, wherein the organometallic compound is included in the emitting layer.

7. The organic light-emitting device of claim 6, wherein the emitting layer further comprises a body, and the amount of the body is greater than the amount of the organometallic compound.

8. The organic light-emitting device of claim 6, wherein the emitting layer further comprises a fluorescent dopant.

9. The organic light-emitting device of claim 6, wherein the emitting layer emits blue light having a maximum emission wavelength of 410 nm-490 nm.

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