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

Abstract

Provided are an organometallic compound, an organic light-emitting device including the same, and an electronic device including the organic light-emitting device. The organometallic compound is represented by Formula 1. In Formula 1, M1 is a transition metal, L11 is a ligand represented by Formula 1-1, L12 is an organic ligand, n11 is 1, n12 is 0, 1 or 2, and the description of Formula 1-1 is provided in the specification.

Description

[0001] Cross-reference to related applications

[0002] This application is based on and claims priority to Korean Patent Application No. 10-2024-0126173, filed on September 13, 2024, with the Korean Intellectual Property Office, the entire disclosure of which is incorporated herein by reference. Technical Field

[0003] This disclosure relates to organometallic compounds, organic light-emitting devices including the same, and electronic devices including said organic light-emitting devices. Background Technology

[0004] Organic light-emitting devices are self-emitting devices with excellent characteristics in terms of viewing angle, response time, brightness, driving voltage, and response speed, and they can produce full-color images.

[0005] For example, an organic light-emitting device includes an anode, a cathode, and an organic layer between the anode and cathode, wherein the organic layer includes an emitting layer. A hole transport region may be disposed between the anode and the emitting layer, and an electron transport region may be disposed between the emitting layer and the cathode. Holes supplied from the anode can move towards the emitting layer through the hole transport region, and electrons supplied from the cathode can move towards the emitting layer through the electron transport region. Holes and electrons recombine in the emitting layer to generate excitons. When an exciton transitions from an excited state to the ground state, light is emitted. Summary of the Invention

[0006] Provide new organometallic compounds, organic light-emitting devices using the same, and electronic devices including said organic light-emitting devices.

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

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

[0009] Formula 1

[0010] M1(L 11 ) n11 (L 12 ) n12

[0011] In Equation 1,

[0012] M1 can be a transition metal.

[0013] L 11 It can be a ligand represented by Equation 1-1.

[0014] L12 It can be an organic ligand.

[0015] n11 can be 1.

[0016] n12 can be 0, 1, or 2.

[0017] Equation 1-1

[0018]

[0019] In Equation 1-1,

[0020] *1 to *4 each represent a binding site with M1.

[0021] A 10 It can be a heterocyclic group containing N.

[0022] A 20 and A 30 Each can be independently classified as C5-C 30 Carbocyclic groups or C1-C 30 Heterocyclic groups,

[0023] T1 can be a single bond, *-N(R1)-*', *-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-*'.

[0024] T2 can be a single bond, *-N(R3)-*', *-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-*'.

[0025] X 11 It can be C(R) 11 ) or N, and X 12 It can be C(R) 12 ) or N,

[0026] X 20 It can be C or N, and X 30 It can be C or N.

[0027] X21 X 22 X 31 and X 32 Each can be independently C or N.

[0028] Ar1 can be a group represented by formula 2.

[0029] Formula 2

[0030]

[0031] In Equation 2,

[0032] E1 and E5 can each independently be deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9),

[0033] E2 to E4 can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9),

[0034] * indicates a binding site with an adjacent atom.

[0035] Ar1 can have an asymmetric structure.

[0036] R 11 and R 12 Each group can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 60Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9),

[0037] R 11 and R 12 They may optionally combine with each other to form an unsubstituted or R-shaped structure. 10 Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10 Replacement C1-C 30 Heterocyclic groups,

[0038] R1 to R4, R 10 R 20 R 30 R 41 and R 44 Each group can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C2-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9),

[0039] R1 to R4, R 10 R 20 R 30R 41 and R 44 At least two adjacent groups may optionally combine to form a substituted or unsubstituted C5-C. 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups,

[0040] The quantity of R is b20 20 At least two of them may optionally be linked together to form substituted or unsubstituted C5-C 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups,

[0041] The quantity of R is b30 30 At least two of them may optionally be linked together to form substituted or unsubstituted C5-C 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups,

[0042] b20 and b30 can each independently be 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10.

[0043] When b20 is 2 or greater, two or more R 20 They can be the same or different from each other, and when b30 is 2 or greater, two or more R... 30 They can be the same or different from each other.

[0044] R 42 C1-C can be substituted or unsubstituted. 60 Alkyl groups, and may have a molecular weight of 18 g / mol or greater.

[0045] R 43 It can be deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60aryl, substituted or unsubstituted C6-C 60 aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9),

[0046] R 42 and R 43 At least one of them may have a molecular weight of 19 g / mol or greater.

[0047] Replacement C5-C 30 Carbocyclic groups, substituted C1-C 30 Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 aryloxy groups, substituted C6-C 60 Arylthioyl, substituted C1-C 60 The substituents of heteroaryl, substituted monovalent non-aromatic fused polycyclic groups, and substituted monovalent non-aromatic fused heterocyclic groups can each be independently classified as...

[0048] Deuterium, -F, -Cl, -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, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 alkylthio or C1-C 60 Alkoxy

[0049] Each of the following C1-C is replaced: 60 Alkyl, C2-C 60alkenyl, C2-C 60 Alkyne group, C1-C 60 alkylthio or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -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, phosphate group or its salt, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q) 11 (Q) 12 ), -Si(Q 13 (Q) 14 (Q) 15 -Ge(Q) 13 (Q) 14 (Q) 15 -B(Q) 16 (Q) 17 -P(=O)(Q) 18 (Q) 19 ), or a combination thereof,

[0050] C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups,

[0051] Each of the following C3-C is replaced: 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 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 -Ge(Q) 23 (Q) 24 (Q) 25 -B(Q) 26 (Q) 27 -P(=O)(Q) 28 (Q) 29 ), or a combination thereof, or

[0052] -N(Q 31 (Q) 32 ), -Si(Q 33 (Q) 34 (Q) 35 -Ge(Q) 33 (Q) 34 (Q) 35 -B(Q) 36 (Q) 37 ), or -P(=O)(Q 38 (Q) 39),and

[0053] Q1 to Q9, Q 11 To Q 19 Q 21 To Q 29 , and Q 31 To Q 39 Each of these groups can independently be 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, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C1-C 60 Alkyl-substituted C6-C 60 Aryl, C6-C 60 Aryl-substituted C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups.

[0054] According to another aspect of this disclosure, an organic light-emitting device includes a first electrode, a second electrode, and an organic layer disposed between the first electrode and the second electrode and including an emitting layer, wherein the organic layer includes at least one organometallic compound represented by Formula 1.

[0055] The emitter layer may include the at least one organometallic compound, and the at least one organometallic compound included in the emitter layer may act as a dopant. Attached Figure Description

[0056] The above and other aspects, features, and advantages of some embodiments will become more apparent from the following detailed description taken in conjunction with the accompanying drawings, wherein:

[0057] Figure 1 This is a schematic cross-sectional view of an organic light-emitting device according to an embodiment;

[0058] Figure 2Displaying energy transfer according to the implementation method;

[0059] Figure 3 Displaying energy transfer according to the implementation method; and

[0060] Figure 4 This illustrates the energy transfer according to the implementation method. Detailed Implementation

[0061] The embodiments will now be described in detail, examples of which are illustrated in the accompanying drawings, wherein the same reference numerals refer to the same elements throughout the specification. In this respect, the embodiments may take different forms and should not be construed as limited to the description set forth herein. Therefore, embodiments are described below only with reference to the accompanying drawings to illustrate aspects. As used herein, the term “and / or” includes any and all combinations of one or more of the associated enumerated items. Expressions such as “at least one” modify the entire list of elements and not individual elements of the list when appearing before or after the list of elements.

[0062] The terminology used herein is for the purpose of describing one or more exemplary embodiments only and is not intended to be limiting. As used herein, the singular forms “a” and “the” are also intended to include the plural forms unless the context clearly indicates otherwise. The term “or” means “and / or”. It will be further understood that the terms “comprising” or “including” as used in this specification indicate the presence of the stated features, regions, integrals, steps, operations, elements, and / or components, but do not exclude the presence or addition of one or more additional features, regions, integrals, steps, operations, elements, components, and / or sets thereof.

[0063] It will be understood that although the terms first, second, third, etc., may be used herein to describe various elements, components, regions, layers, and / or portions, these elements, components, regions, layers, and / or portions should not be limited by these terms. These terms are used only to distinguish one element, component, region, layer, or portion from another. Therefore, without departing from the teachings of this embodiment, the first element, component, region, layer, or portion discussed below may be referred to as the second element, component, region, layer, or portion.

[0064] Exemplary embodiments are described herein with reference to cross-sectional views, which are schematic diagrams of idealized embodiments. Thus, deviations from the shapes shown in the figures will be anticipated as a result of, for example, manufacturing techniques and / or tolerances. Therefore, the embodiments described herein should not be construed as limited to the specific shapes of the regions illustrated herein, but rather include deviations in shape caused, for example, by manufacturing processes. For example, regions illustrated or described as flat may typically have rough and / or non-linear characteristics. Furthermore, sharp corners in the figures may be rounded. Therefore, the regions shown in the figures are schematic in nature and their shapes are not intended to illustrate the precise shapes of the regions and are not intended to limit the scope of the claims.

[0065] It will be understood that when an element is referred to as being "on" another element, it may be in direct contact with the other element or there may be an intermediate element between them. Conversely, when an element is referred to as being "directly on" another element, there is no intermediate element.

[0066] Unless otherwise defined, all terms used herein (including technical and scientific terms) have the same meaning as commonly understood by one of ordinary skill in the art to which this general inventive concept pertains. It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having meanings consistent with their meanings in the context of this disclosure and the relevant field, and will not be interpreted in an idealized or overly formal sense unless clearly defined herein.

[0067] As used herein, “about” or “approximately” includes the stated value and means within an acceptable range of deviations from the specific value, as determined by a person skilled in the art taking into account the measurement in question and the errors associated with the measurement of the specific quantity (i.e., limitations of the measurement system). For example, “about” may mean within one or more standard deviations relative to the stated value, or within ±20%, 10%, 5%, or 3%.

[0068] One aspect of this disclosure provides organometallic compounds represented by Formula 1:

[0069] Formula 1

[0070] M1(L 11 ) n11 (L 12 ) n12

[0071] In Equation 1, M1 can be a transition metal.

[0072] In the embodiments, M1 in 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).

[0073] In the implementation, M1 can be Pd, Pt, or Au.

[0074] In the implementation, M1 in Equation 1 can be Pt or Pd.

[0075] In the implementation, M1 in Equation 1 can be Pt.

[0076] L in Formula 1 11 It can be a ligand represented by Equation 1-1:

[0077] Equation 1-1

[0078] .

[0079] In Equation 1-1, *1 to *4 can each be an independent binding site for M1.

[0080] In Equation 1, A 20 and A 30 Each can be independently classified as C5-C 30 Carbocyclic groups or C1-C 30 Heterocyclic groups.

[0081] In the implementation, A 20 and A 30 Each group can independently be a phenyl group, a naphthyl group, anthracene group, a phenanthrene group, a benzo[9,10]phenanthrene group, a pyrene group, etc. Groups, cyclopentadienyl group, 1,2,3,4-tetrahydronaphthalene group, furan group, thiophene group, thiophene group, indene group, fluorene group, indole group, carbazole group, benzofuran group, dibenzofuran group, benzothiophene group, dibenzothiophene group, benzothiophene group, dibenzothiophene group, azafluorene group, azacarbazole group, azadibenzofuran group, azadibenzothiophene group, azadibenzothiophene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phenanthrene group, pyrrole group, pyrazole group, imidazole group, triazole group, tetraazole group azole group, iso- azole group, thiazole group, isothiazole group, Diazole group, thiadiazole group, benzopyrazole group, benzimidazole group, indazole group, benzo[] azole group, benzothiazole group, benzo[] Diazole group, benzothiadiazole group, benzotriazole group, diazaindene group, triazaindene group, 5,6,7,8-tetrahydroisoquinoline group, or 5,6,7,8-tetrahydroquinoline group.

[0082] In the implementation, A 10 It can be a group represented by one of the formulas A10-1 to A10-20:

[0083]

[0084]

[0085] .

[0086] In equations A10-1 to A10-20,

[0087] R 11 and R 12 Each can be as described elsewhere in this article,

[0088] R 13 To R 16 Each can be independently related to R 10 The description is the same, and

[0089] *, *', and *" each represent a binding site with an adjacent atom (* can represent a binding site with Ar1, *' can represent a binding site with M1, and *" can represent a binding site with X). 21 (binding site).

[0090] In the implementation, A 20 It can be a group represented by one of the formulas A20-1 to A20-13:

[0091] .

[0092] In equations A20-1 to A20-13,

[0093] X 20 However, as described elsewhere in this article,

[0094] Y 21 It can be a single bond, O, S, N(R) 26 ), C(R 26 (R) 27 ), or Si(R) 26 (R) 27 ),

[0095] R 21 To R 29 Each can be independently related to R20 The description is the same, and

[0096] *, *', and *" each represent a binding site with an adjacent atom (* can represent a binding site with M1, *' can represent a binding site with N, and *" can represent a binding site with T1).

[0097] In the implementation, A 30 It can be a group represented by one of the formulas A30-1 to A30-12:

[0098] .

[0099] In equations A30-1 to A30-12,

[0100] X 30 However, as described elsewhere in this article,

[0101] Y 31 It can be a single bond, O, S, N(R) 37 ), C(R 37 (R) 38 ), or Si(R) 37 (R) 38 ),

[0102] R 31 To R 38 Each can be independently related to R 30 The description is the same, and

[0103] *, *', and *'' each represent a binding site with an adjacent atom (* can represent a binding site with M1, *' can represent a binding site with T2, and *" can represent a binding site with T1).

[0104] In formula 1-1, Ar1 can be a group represented by formula 2:

[0105] Formula 2

[0106] .

[0107] In Equation 2,

[0108] E1 and E5 can each independently be deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9).

[0109] In the implementation, E1 and E5 can each be independently 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 groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9).

[0110] In Formula 2, E2 to E4 can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60aryl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9).

[0111] In embodiments, E2 to E4 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkylthio, or substituted or unsubstituted C1-C 60 Alkyl group.

[0112] In the implementation, E2 to E4 can each be independently hydrogen, deuterium, or unsubstituted or deuterated C1-C. 20 (For example, C1-C) 10 )alkyl.

[0113] In Equation 2, * represents the binding site with an adjacent atom.

[0114] In Equation 1-1, Ar1 can have an asymmetric structure.

[0115] In an implementation, Ar1 may be a group represented by one of the formulas Ar1-1 to Ar1-13:

[0116] Ar1-1

[0117]

[0118] Ar1-2

[0119]

[0120] Ar1-3

[0121]

[0122] Ar1-4

[0123]

[0124] Ar1-5

[0125]

[0126] Ar1-6

[0127]

[0128] Ar1-7

[0129]

[0130] Ar1-8

[0131]

[0132] Ar1-9

[0133]

[0134] Ar1-10

[0135]

[0136] Ar1-11

[0137]

[0138] Ar1-12

[0139]

[0140] Ar1-13

[0141] .

[0142] In equations Ar1-1 to Ar1-13

[0143] E1 through E5 can each be as defined elsewhere in this document.

[0144] Y 61 and Y 62 Each can be independently a single bond, O, S, N (E) 68 ), or C(E) 68 (E) 69 ),

[0145] E 11 To E 18 E 21 To E 28 E 31 To E 36 E 41 To E 48 E 51 To E57 and E 61 To E 69 Each of these can be independently: hydrogen, deuterium, -F, -Cl, -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, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 alkylthio or C1-C 60 Alkoxy;

[0146] Each of the following C1-C is replaced: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 alkylthio or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -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, phosphate group or its salt, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q) 11 (Q) 12 ), -Si(Q 13 (Q) 14 (Q) 15 -Ge(Q) 13 (Q) 14 (Q) 15 -B(Q) 16 (Q) 17 -P(=O)(Q) 18 (Q) 19 ), or combinations thereof;

[0147] C3-C 10 cycloalkyl, C1-C 10Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups;

[0148] Each of the following C3-C is replaced: 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 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 -Ge(Q) 23 (Q) 24 (Q) 25-B(Q) 26 (Q) 27 -P(=O)(Q) 28 (Q) 29 ), or a combination thereof; or

[0149] -N(Q 31 (Q) 32 ), -Si(Q 33 (Q) 34 (Q) 35 -Ge(Q) 33 (Q) 34 (Q) 35 -B(Q) 36 (Q) 37 ), or -P(=O)(Q 38 (Q) 39 ),

[0150] E 11 To E 18 E 21 To E 28 E 31 To E 36 E 41 To E 48 E 51 To E 57 ; and E 61 To E 69 Two or more of them may optionally be combined to form substituted or unsubstituted C5-C 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups, and

[0151] * indicates a binding site with an adjacent atom.

[0152] In the implementation, E 11 To E 18 E 21 To E 28 E 31 To E 36 E 41 To E 48 E 51 To E 57 and E 61 To E 69 Each can be independently:

[0153] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, neopentyl, 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, 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl;

[0154] Each of the following is replaced by methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, neopentyl, 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, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodel, sec-decyl, tert-decyl, 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, isoindolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl: 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, C1-C 10 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, isoindolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, imidazopyrimidinyl, or combinations thereof; or

[0155] -N(Q 31 (Q) 32 ), -Si(Q 33 (Q) 34 (Q) 35 -Ge(Q) 33 (Q) 34 (Q) 35 -B(Q) 36 (Q) 37 ), or -P(=O)(Q 38 (Q) 39 ).

[0156] In the implementation, E 11 To E 18 E 21 To E 28 E 31 To E 36 E 41 To E 48 E 51 To E 57 and E61 To E 69 Each can be independently:

[0157] Hydrogen, deuterium, C1-C 30 Alkyl, C6-C 60 Aryl, or C1-C 60 Mixed aromatics;

[0158] Each of the following C1-C is replaced: 30 Alkyl, C6-C 60 Aryl, or C1-C 60 Heteroaryl 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, C1-C 10 Alkoxy, C1-C 10 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norcamphenyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, methyl-substituted fluorenyl, phenyl-substituted fluorenyl, pyridyl, pyrimidinyl, or combinations thereof; or

[0159] -N(Q 31 (Q) 32 ), -Si(Q 33 (Q) 34 (Q) 35 -Ge(Q) 33 (Q) 34 (Q) 35 -B(Q) 36 (Q) 37 ), or -P(=O)(Q 38 (Q) 39 ).

[0160] In the implementation, E 11 To E 18 E 21 To E 28 E 31 To E 36 E 41 To E 48 E 51 To E 57 and E 61 To E 69 Each can be independently:

[0161] Hydrogen, deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, neopentyl, 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;

[0162] Each of the following is a deuterium-substituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, neopentyl, 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;

[0163] Phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, or base;

[0164] Each of the following substituted groups is phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, or 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, C1-C 10 Alkoxy, C1-C 10 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof; or

[0165] -N(Q 31 (Q) 32 ), -Si(Q 33 (Q) 34 (Q) 35 -Ge(Q) 33 (Q) 34 (Q) 35 -B(Q) 36 (Q) 37 ), or -P(=O)(Q 38 (Q) 39 ).

[0166] In Equation 1-1, R 11 and R 12Each group can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9), and

[0167] R 11 and R 12 They may optionally combine with each other to form an unsubstituted or R-shaped structure. 10 Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10 Replacement C1-C 30 Heterocyclic groups.

[0168] In the implementation, R 11 and R 12 They may optionally be linked together via single bonds, double bonds, or a first linking group to form unsubstituted or linked groups with at least one R. 10 Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10 Replacement C1-C 30 Heterocyclic groups (e.g., unsubstituted or with at least one R group) 10 Substituted cyclopentyl groups, cyclohexyl groups, cycloheptyl groups, cyclooctyl groups, phenyl groups, fluorene groups, carbazole groups, (Tonyl groups, acridine groups, etc.)

[0169] The first linking group can be *-N(R8)-*', *-B(R8)-*', *-P(R8)-*', *-C(R8)(R9)-*', *-Si(R8)(R9)-*', *-Ge(R8)(R9)-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R8)=*', *=C(R8)-*', *-C(R8)=C(R9)-*', *-C(=S)-*', or *-C≡C-*', wherein R8 and R9 can each be linked with R... 10 The descriptions are identical, and * and *' each represent a binding site with an adjacent atom.

[0170] In Equation 1-1, R1 to R4, R 10 R 20 R 30 R 41 and R 44 Each group can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C2-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9),

[0171] R1 to R4, R 10 R 20 R 30R 41 and R 44 At least two adjacent groups may optionally combine to form a substituted or unsubstituted C5-C. 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups,

[0172] The quantity of R is b20 20 Two or more may optionally be linked together to form substituted or unsubstituted C5-C 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups, and

[0173] The quantity of R is b30 30 At least two of them may optionally be linked together to form substituted or unsubstituted C5-C 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups.

[0174] In the implementation method, multiple R 20 At least two; or in R1 to R4, R 10 R 20 R 30 R 41 and R 44 At least two 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 with at least one R 10a Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 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 Can be related to R 10 The description is the same.

[0175] In Equation 1-1, b20 and b30 can each independently be 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, and

[0176] When b20 is 2 or greater, two or more R 20 They can be the same or different from each other, and when b30 is 2 or greater, two or more R... 30 They may be the same as or different from each other.

[0177] In the implementation method, R1 to R4, R 10 To R 12 R 20 R 30 R41 and R 44 Each can be independently:

[0178] 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, C1-C 20 alkylthio or C1-C 20 Alkoxy;

[0179] Each of the following C1-C is replaced: 20 Alkyl or C1-C 20 Alkoxy 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 combinations thereof;

[0180] 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl;

[0181] 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl: 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, imidazopyrimidinyl, or combinations thereof; or

[0182] -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9), and

[0183] Q1 to Q9 can be independently defined as follows:

[0184] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2;

[0185] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or

[0186] Each of the following is replaced by n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

[0187] In the implementation method, R1 to R4, R 10 To R 12 R 20 R 30 R 41 and R 44 Each of these can be independently represented by hydrogen, deuterium, -F, cyano, nitro, -SF5, -CH3, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a group represented by any one of formulas 9-1 to 9-61, or a group represented by any one of formulas 10-1 to 10-369:

[0188]

[0189]

[0190]

[0191]

[0192]

[0193]

[0194]

[0195]

[0196] .

[0197] In formulas 9-1 to 9-61 and 10-1 to 10-369, * indicates a binding site with an adjacent atom, “Ph” represents phenyl, “TMS” represents trimethylsilyl, and “TMG” represents trimethylgermanyl.

[0198] In Equation 1-1, R 42 C1-C can be substituted or unsubstituted. 60 Alkyl groups, and may have a molecular weight of 18 g / mol or greater.

[0199] In the implementation, R 42 It can be: ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, neopentyl, 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, isooctyl, sec-nonyl, tert-nonyl, n-decyl, isooctyl, sec-decyl, or tert-decyl; or

[0200] Each of the following is a deuterium-substituted methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, neopentyl, 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.

[0201] In Equation 1-1, R 43 It can be deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9).

[0202] In the implementation, R 43 It can be: 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, -SF5, C1-C 20 Alkyl, C1-C 20 alkylthio or C1-C 20 Alkoxy;

[0203] Each of the following C1-C is replaced: 20 Alkyl or C1-C 20 Alkoxy 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 combinations thereof;

[0204] 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl;

[0205] 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl: 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, 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, imidazopyrimidinyl, or combinations thereof; or

[0206] -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9), and

[0207] Q1 to Q9 can be independently defined as follows:

[0208] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2;

[0209] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or

[0210] Each of the following is replaced by n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

[0211] In the implementation, R 43 It may be a group represented by deuterium, -F, cyano, nitro, -SF5, -CH3, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a group represented by any one of formulas 9-1 to 9-61, or a group represented by any one of formulas 10-1 to 10-369.

[0212] In Equation 1-1, R 42 and R 43 At least one of them may have a molecular weight of 19 g / mol or greater.

[0213] In the implementation, R 42 and R 43Each of these compounds can be independently: ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, neopentyl, 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, isooctyl, sec-nonyl, tert-nonyl, n-decyl, isooctyl, sec-decyl, or tert-decyl; or

[0214] Each of the following is a deuterium-substituted ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, neopentyl, 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, isooctyl, sec-nonyl, tert-nonyl, n-decyl, isooctyl, sec-decyl, or tert-decyl.

[0215] In the implementation, Q1 to Q9, Q... described herein 11 To Q 19 Q 21 To Q 29 , and Q 31 To Q 39 Each can be independently:

[0216] Deuterium, -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2;

[0217] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or

[0218] Each of the following is replaced by n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, neopentyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

[0219] In Equation 1-1, X 20 It can be C or N, and X 30 It can be C or N.

[0220] For example, X 20 It can be C. In the implementation method, X 20 It can be N.

[0221] In the implementation method, X 30 It can be C. In the implementation method, X 30 It can be N.

[0222] In Equation 1-1, X 21 X 22 X 31 and X 32 Each can be either C or N independently.

[0223] In the implementation method, X 21 It can be C. In the implementation method, X 21 It can be N.

[0224] For example, X 22 It can be C. In the implementation method, X 22 It can be N.

[0225] For example, X 31 It can be C. In the implementation method, X 31 It can be N.

[0226] For example, X 32 It can be C. In the implementation method, X 32 It can be N.

[0227] In Equation 1-1, M1 and A 10 The key between M1 and A 20 The key between M1 and A 30 The bonds between M1 and the pyridine group can be independently covalent or coordinate bonds.

[0228] In the implementation, M1 and A 10 The key between M1 and A 20 The key between M1 and A 30 Two of the bonds between M1 and the pyridine group can be covalent bonds, and the other two can be coordinate bonds.

[0229] In the implementation, M1 and A 10 The key between them can be a valence key, M1 and A 20 The bond between M1 and A can be a covalent bond. 30 The bonds between them can be covalent, and the bonds between M1 and the pyridine group can be coordinate bonds.

[0230] In embodiments, the organometallic compound represented by formula 1 may be represented by formula 11 or 12:

[0231] Formula 11

[0232]

[0233] Formula 12

[0234] .

[0235] In equations 11 and 12,

[0236] M1, A 20 A 30 X 11 X 12 X 20 To X 22 X 30 To X 32 T1, T2, Ar1, R 20 R 30 R 41 To R 44 b20 and b30 may each be as described elsewhere in this document, and

[0237] X 13 It can be C(R) 13 ) or N, X 14 It can be C(R) 14 ) or N, X 15 It can be C(R) 15 ) or N, and X 16 It can be C(R) 16 ) or N, and R 13 To R 16 Each can be independently related to R 10 The description is the same.

[0238] In the embodiments, the organometallic compound represented by formula 1 may be represented by formula 21 or 22:

[0239] Formula 21

[0240]

[0241] Formula 22

[0242] .

[0243] In equations 21 and 22,

[0244] M1, Ar1, T1, R 11 R 12 and R 41 To R 44 Each can be described elsewhere in this article.

[0245] R 13 To R 16 Each can be independently related to R 10 The same as described.

[0246] R 21 To R 23 Each can be independently related to R 20The description is the same, and

[0247] R 31 To R 36 Each can be independently related to R 30 The description is the same.

[0248] In some embodiments, the organometallic compound may be electrically neutral.

[0249] In Equation 1, L 12 It can be an organic ligand.

[0250] In the implementation, L 12 It can be a monodentate ligand or a bidentate ligand.

[0251] For example, L in Equation 1 12 The ligand can be represented by any one of formulas 7-1 to 7-11, but the implementation is not limited to this:

[0252]

[0253] .

[0254] In equations 7-1 to 7-11,

[0255] A 71 and A 72 Each can be independently classified as C5-C 20 Carbocyclic groups or C1-C 20 Heterocyclic groups,

[0256] X 71 and X 72 Each can be independently C or N.

[0257] 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 ),

[0258] X 78 It can be O, S or N (Q) 78 ), X 79 It can be O, S or N (Q) 79 ),

[0259] Y 71 and Y 72Each 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

[0260] 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 ),

[0261] Z 73 It can be phosphorus (P) or arsenic (As).

[0262] Z 74 It can be CO or CH2.

[0263] R 71 To R 80 and Q 73 To 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. 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 nonaromatic fused polycyclic groups, or substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, wherein R 71 and R 72 They can be optionally connected to form a loop, R 77 and R 78 They can be optionally connected to form a loop, R 78 and R79 They can optionally be connected to each other to form a loop, and R 79 and R 80 They can be optionally connected to each other to form a loop.

[0264] b71 and b72 can each be independently 1, 2, or 3, and

[0265] * and *' each represent the binding site with the adjacent atom (M1 in Formula 1).

[0266] For example, A in Equation 7-1 71 and A 72 Each group can be independently a phenyl group, naphthol group, imidazole group, benzimidazole group, pyridine group, pyrimidine group, triazine group, quinoline group, or isoquinoline group, but the implementation methods are not limited to these.

[0267] For example, X in Equation 7-1 72 and X 79 Each can be N, but the implementation method is not limited to this.

[0268] For example, in Equation 7-7, X 73 It can be C(Q) 73 ), X 74 It can be C(Q) 74 ), X 75 It can be C(Q) 75 ), X 76 It can be C(Q) 76 ), and X 77 It can be C(Q) 77 However, the implementation methods are not limited to this.

[0269] In the implementation method, in equation 7-8, X 78 It can be N(Q) 78 ), and X 79 It can be N(Q) 79 However, the implementation methods are not limited to this.

[0270] For example, Y in equations 7-2, 7-3 and 7-8 71 and Y 72 Each can be a substituted or unsubstituted methylene or a substituted or unsubstituted phenylene, but the implementation is not limited thereto.

[0271] For example, Z in equations 7-1 and 7-2 71 and Z 72 Each can be represented by an 'O', but the implementation method is not limited to this.

[0272] For example, Z in Equation 7-4 73 It can be P, but the implementation method is not limited to this.

[0273] For example, R in equations 7-1 to 7-11 71 To R 80 and Q 73 To 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;

[0274] Each of the following C1-C is replaced: 20 Alkyl or C1-C 20 Alkoxy 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 (bicyclo[2.2.1]heptyl), norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 20 Alkylphenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof;

[0275] 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl;

[0276] Each of the following substituted groups is replaced by: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C20 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl: 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, 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] 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 a combination thereof; or

[0277] -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), or -N(Q1)(Q2), and

[0278] Q1 to Q3 and Q 11 To Q 13 Each can be independently:

[0279] 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 20 alkylphenyl, or naphthyl; or

[0280] Each of the following can be substituted: 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 combinations thereof, but the embodiments are not limited thereto.

[0281] In Equation 1, L 12 The ligand can be represented by any one of formulas 8-1 to 8-23, but the implementation is not limited to these:

[0282]

[0283]

[0284] .

[0285] In equations 8-1 to 8-23,

[0286] Ph stands for phenyl.

[0287] Ph-d5 is a phenyl group in which all hydrogen atoms are replaced by deuterium; and

[0288] * and *' each represent a binding site with an adjacent atom.

[0289] In Equation 1, n11 can be 1, and n12 can be 0, 1, or 2.

[0290] In the implementation, in Equation 1, M1 can be Pt, n11 can be 1, and n12 can be 0, but the implementation is not limited to this.

[0291] In an embodiment, the organometallic compound may be one of compounds 1 to 324:

[0292]

[0293]

[0294]

[0295]

[0296]

[0297]

[0298]

[0299]

[0300]

[0301]

[0302]

[0303]

[0304]

[0305]

[0306]

[0307]

[0308]

[0309]

[0310]

[0311]

[0312]

[0313]

[0314]

[0315]

[0316]

[0317] 。

[0318] The organometallic compounds represented by Formula 1 can satisfy the structure of Formula 1, and regarding L as the ligand represented by Formula 1-1 11 A 10 It can be replaced by Ar1 as represented by Formula 2, and the pyridine ring can be replaced by R. 42 and R 43 Replacement. Due to this structure, the organometallic compound can exhibit improved photochemical stability and is suitable for deep blue light emission. Therefore, electronic devices using organometallic compounds represented by Formula 1, such as organic light-emitting devices, can exhibit excellent luminous efficiency, lifetime, and color purity.

[0319] Although not particularly limited to a specific theory, the central metal atom M of the organometallic compound 11 It can be used by R with a large volume structure 42 and R 43 And Ar1 shielding with a large volumetric structure and an asymmetric structure. Furthermore, when applied to the emitter layer, it prevents interactions between the organometallic compound and the host compound, thereby improving the structural stability of the organometallic compound. Therefore, the efficiency and lifetime of organic light-emitting devices including the organometallic compound can be improved.

[0320] The highest occupied molecular orbital (HOMO) level, lowest unoccupied molecular orbital (LUMO) level, and T1 level of some of the organometallic compounds of Formula 1 can be evaluated using the Gaussian 09 program with molecular structure optimization obtained through density functional theory (DFT) based on B3LYP, and the results are shown in Table 1.

[0321] Table 1

[0322]

[0323]

[0324] Referring to Table 1, it is confirmed that the organometallic compounds represented by Formula 1 have electrical properties suitable for use as dopants (e.g., emitters or sensitizers) in electronic devices such as organic light-emitting devices.

[0325] In embodiments, the half-width at half-maximum (FWHM) of the emission peak in the emission spectrum or electroluminescence spectrum of the organometallic compound may be 60 nm or less. For example, the FWHM of the emission peak in the emission spectrum or electroluminescence spectrum of the organometallic compound may be in the range of about 5 nm to about 50 nm, about 7 nm to about 40 nm, or about 10 nm to about 30 nm.

[0326] The method for synthesizing the organometallic compound represented by Formula 1 can be readily determined by those skilled in the art by referring to the synthesis examples described below.

[0327] There are no particular limitations on the confirmation of the structure of the organometallic compound represented by Formula 1. In embodiments, the structure of the organometallic compound can be determined by known methods (e.g., proton, carbon, or phosphorus nuclear magnetic resonance spectroscopy (NMR), liquid chromatography-mass spectrometry (LC-MS), etc.).

[0328] electronic devices

[0329] Another aspect of this disclosure provides electronic devices comprising the organometallic compound.

[0330] In this embodiment, the electronic device may be an organic light-emitting device (OLED), an organic photodiode (OPD), or an organic solar cell (OSC).

[0331] Organic light-emitting devices

[0332] Another aspect of this disclosure provides an organic light-emitting device comprising the said organometallic compound.

[0333] In an embodiment, the organic light-emitting device may include: a first electrode; a second electrode; and an organic layer disposed between the first electrode and the second electrode and including an emission layer, wherein the organic layer may include an organometallic compound represented by Formula 1.

[0334] In some embodiments, the emitter layer may include the organometallic compound.

[0335] In one embodiment, the emission layer may include a body and an emitter, and the emitter may include the organometallic compound.

[0336] In one implementation, the amount of the main component in the emitter layer may be greater than the amount of the organometallic compound, based on weight.

[0337] In some embodiments, the emission layer may further include a sensitizer.

[0338] In an embodiment, the sensitizer may include phosphorescent compounds, delayed fluorescence compounds, or combinations thereof.

[0339] Detailed descriptions of the aforementioned subject, emitter, and sensitizer are provided herein.

[0340] When an organic light-emitting device includes an emission layer comprising an organometallic compound represented by Formula 1, the organic light-emitting device may have a relatively narrow emission peak width (FWHM) of the electroluminescence spectrum, excellent efficiency, and long lifetime characteristics.

[0341] In an embodiment, the organometallic compound may be used as a dopant (e.g., emitter or sensitizer) in the emission layer, and the emission layer may further include a host (i.e., in the emission layer, the amount of the organometallic compound represented by Formula 1 may be less than the amount of the host based on weight).

[0342] In one embodiment, the emitting layer may emit blue light. In another embodiment, the emitting layer may emit blue light having a maximum emission wavelength in the range of about 400 nm to about 490 nm. In yet another embodiment, the emitting layer may emit blue light having a maximum emission wavelength in the range of about 430 nm to about 480 nm.

[0343] As used herein, the expression “(emitting layer) comprises at least one organometallic compound represented by Formula 1” can include cases where “(emitting layer) comprises the same organometallic compound represented by Formula 1” and cases where “(emitting layer) comprises two or more different organometallic compounds represented by Formula 1”.

[0344] For example, the emitting layer may include only compound 1 as the organometallic compound. In this respect, compound 1 may be present in the emitting layer of the organic light-emitting device. In embodiments, the emitting layer may include compound 1, compound 2, or a combination of compound 1 and compound 2 as the organometallic compound.

[0345] Figure 1 This is a schematic cross-sectional view of the organic light-emitting device 10 according to an embodiment. In the following text, regarding... Figure 1 The structure and manufacturing method of the organic light-emitting device 10 according to the embodiments are described.

[0346] exist Figure 1 In the organic light-emitting device 10, there is a first electrode 11, a second electrode 19 facing the first electrode 11, and an organic layer 15 disposed between the first electrode 11 and the second electrode 19.

[0347] The organic layer 15 includes an emission layer and may further include a hole transport region disposed between the first electrode 11 and the emission layer, and an electron transport region disposed between the emission layer and the second electrode 19.

[0348] A substrate may be further disposed below the first electrode 11 or on the second electrode 19. The substrate may be a substrate commonly used in organic light-emitting devices, such as a glass substrate or a transparent plastic substrate with excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water resistance.

[0349] First electrode 11

[0350] The first electrode 11 can be formed, for example, by depositing or sputtering a material for forming the first electrode 11 onto a substrate. The first electrode 11 can be an anode. The material used to form the first electrode 11 can be a material with a high work function to facilitate hole injection.

[0351] The first electrode 11 can be a reflective electrode, a semi-transmissive / semi-reflective electrode, or a transmissive electrode. When the first electrode 11 is a transmissive electrode, the material used to form the first electrode 11 can be indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or combinations thereof, but the embodiments are not limited thereto. In embodiments, when the first electrode 11 is a semi-transmissive / semi-reflective electrode or a reflective electrode, at least one of the following can be used as the material used to form the first electrode 11: magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or combinations thereof, but the embodiments are not limited thereto.

[0352] The first electrode 11 may have a single-layer structure or a multi-layer structure including two or more layers.

[0353] Launch layer 15

[0354] The light-emitting layer 15 may include the organometallic compound.

[0355] refer to Figure 2 In some embodiments, the emitter layer may include the organometallic compound as an emitter.

[0356] In an embodiment, the emitter layer may further include a body (hereinafter referred to as 'body A'), wherein body A is different from the organometallic compound. Body A can be understood by referring to the description of the body material provided herein, but the embodiments are not limited thereto.

[0357] refer to Figure 2 The energy transfer according to the implementation method is described below.

[0358] In one embodiment, 25% of the singlet excitons are formed in the host A of the emitting layer, and the energy of these singlet excitons formed in host A can be transferred to the organometallic compound via Förster energy transfer (or Förster resonance energy transfer (FRET)). Additionally, the energy of 75% of the triplet excitons formed in host A of the emitting layer can be transferred to the organometallic compound via Dexter energy transfer. At least a portion of the singlet energy of the organometallic compound can be transferred to the triplet energy via intersystem crossing (ISC), and the organometallic compound can thus emit phosphorescence. In one or more embodiments, at least a portion of the triplet energy of the organometallic compound can be transferred to the singlet energy via reverse intersystem crossing (RISC), and the organometallic compound can thus emit delayed fluorescence (or thermally activated delayed fluorescence (TADF)).

[0359] In one embodiment, the ratio of the luminescent component emitted from the organometallic compound to the total luminescent component emitted from the emitting layer can be 80% or greater, for example, 90% or greater. In another embodiment, the ratio of the luminescent component emitted from the organometallic compound to the total luminescent component emitted from the emitting layer can be 95% or greater.

[0360] Here, the organometallic compound may emit phosphorescence or delayed fluorescence, while the host may not emit light.

[0361] In an embodiment, when the emission layer further comprises a body A in addition to the organometallic compound, the amount of the organometallic compound in the emission layer may be 50 parts by weight or less, for example 30 parts by weight or less, based on 100 parts by weight of the emission layer, and the amount of body A in the emission layer may be 50 parts by weight or more, for example 70 parts by weight or more, but the embodiment is not limited thereto.

[0362] refer to Figure 3 In this embodiment, an organometallic compound may be used as a sensitizer, and the emitting layer may further include a fluorescent emitter.

[0363] In an embodiment, in addition to the organometallic compound, the emitting layer may further include a host (hereinafter referred to as 'host B', wherein host B is different from the organometallic compound and the fluorescent emitter) and a fluorescent emitter (hereinafter referred to as 'fluorescent emitter B', wherein fluorescent emitter B is different from host B and the organometallic compound). Host B and fluorescent emitter B can be understood by referring to the host material and fluorescent emitter material described below, but the embodiments are not limited thereto.

[0364] In this embodiment, the ratio of the luminescent component emitted from the fluorescent emitter B to the total luminescent component emitted from the emitting layer can be 80% or greater, for example 90% or greater (or for example, 95% or greater). For example, the fluorescent emitter B may emit fluorescence. Additionally, the host D and the sensitizer B may each not emit light.

[0365] refer to Figure 3 The energy transfer according to the implementation method is described below.

[0366] In one embodiment, the energy of 75% of the triplet excitons formed in the body B of the emitter layer can be transferred to the organometallic compound via Dexter energy transfer, and the energy of 25% of the singlet excitons formed in the body B of the emitter layer can be transferred to the singlet and triplet energies of the organometallic compound. At least a portion of the energy transferred to the singlet energy of the organometallic compound can be transferred to the triplet energy via ISC, and then the triplet energy of the organometallic compound can be transferred to the fluorescent emitter B via FRET. Furthermore, at least a portion of the triplet energy of the organometallic compound can first be transferred to the singlet energy via RISC, and then transferred to the fluorescent emitter B.

[0367] Therefore, all singlet and triplet excitons generated in the emitter layer can be transferred to the emitter, resulting in an organic light-emitting device with improved efficiency. Furthermore, since an organic light-emitting device with significantly reduced energy loss can be obtained, the lifetime characteristics of the organic light-emitting device can be improved.

[0368] In embodiments, the amount of the organometallic compound in the emitting layer can be selected from about 5% to about 50% by weight, for example from about 10% to about 30% by weight. When the content is within this range, energy transfer can occur efficiently in the emitting layer. Therefore, organic light-emitting devices can have high efficiency and long lifetime.

[0369] In an embodiment, the amount of fluorescent emitter B in the emitting layer may be selected from about 0.01% by weight to about 15% by weight, for example from about 0.05% by weight to about 3% by weight, but the embodiment is not limited thereto.

[0370] refer to Figure 4 In one embodiment, the organometallic compound may be used as a sensitizer, and the emitting layer may further include a delayed fluorescent emitter.

[0371] In an embodiment, in addition to the organometallic compound, the emitting layer may further include a host (hereinafter referred to as 'host C', wherein host C is different from the organometallic compound and the delayed fluorescence emitter) and a delayed fluorescence emitter (hereinafter referred to as 'delayed fluorescence emitter C', wherein delayed fluorescence emitter C is different from host C and the organometallic compound). Host C and delayed fluorescence emitter C can be understood by referring to the host material and delayed fluorescence emitter material described below, but the embodiment is not limited thereto.

[0372] In this embodiment, the ratio of the luminescence component emitted from the delayed fluorescent emitter C to the total luminescence component emitted from the emitting layer can be 80% or greater, for example 90% or greater (or, for example, 95% or greater). For example, the fluorescent emitter C can emit fluorescence. Additionally, the host D and the sensitizer B may each not emit light.

[0373] refer to Figure 4 The energy transfer according to the implementation method is described below.

[0374] In one embodiment, the energy of 75% of the triplet excitons formed in the body C of the emitter layer can be transferred to the organometallic compound via Dexter energy transfer, and the energy of 25% of the singlet excitons formed in the body C of the emitter layer can be transferred to the singlet and triplet energies of the organometallic compound. At least a portion of the energy transferred to the singlet energy of the organometallic compound can be transferred to the triplet energy via ISC, and then the triplet energy of the organometallic compound can be transferred to the delayed fluorescent emitter C via FRET. Furthermore, at least a portion of the triplet energy of the organometallic compound can first be transferred to the singlet energy via RISC, and then transferred to the delayed fluorescent emitter C.

[0375] Therefore, all singlet and triplet excitons generated in the emitter layer can be transferred to the emitter, resulting in an organic light-emitting device with improved efficiency. Furthermore, since an organic light-emitting device with significantly reduced energy loss can be obtained, the lifetime characteristics of the organic light-emitting device can be improved.

[0376] In embodiments, the amount of the organometallic compound in the emitting layer can be selected from about 5% to about 50% by weight, for example from about 10% to about 30% by weight. When the content is within this range, energy transfer can occur efficiently in the emitting layer. Therefore, organic light-emitting devices can have high efficiency and long lifetime.

[0377] In an embodiment, the amount of delayed fluorescent emitter C in the emission layer may be selected from about 0.01 wt% to about 15 wt%, for example from about 0.05 wt% to about 3 wt%, but the embodiment is not limited thereto.

[0378] The main body in the emission layer

[0379] In this implementation, the main body may not include metal atoms.

[0380] In embodiments, the main body may include at least one of the following compounds: a fluorene-containing compound, a carbazole-containing compound, a dibenzofuran-containing compound, a dibenzothiophene-containing compound, an indobenzocarbazole-containing compound, an indobenzocarbazole-containing compound, a benzofuran-carbazole-containing compound, a benzothiophene-carbazole-containing compound, an acridine-containing compound, a dihydroacrylidine-containing compound, a triindobenzobenzene-containing compound, a pyridine-containing compound, a pyrimidine-containing compound, a triazine-containing compound, a silicon-containing compound, a cyano-containing compound, a phosphine oxide-containing compound, a sulfoxide-containing compound, and a sulfonyl-containing compound.

[0381] For example, the main body may be a compound comprising at least one carbazole ring and at least one cyano group, or a compound containing phosphine oxide.

[0382] In an implementation, the body may be composed of one type of body. When the body is composed of one type of body, the one type of body may be a bipolar body, an electron transport body, or a hole transport body, which will be described below.

[0383] In implementations, the body may be a mixture of two or more different types of bodies. For example, the body may include a hole transport body, an electron transport body, a bipolar body, or a combination thereof.

[0384] In implementations, the subject may be a mixture of an electron transport subject and a hole transport subject, a mixture of two different types of electron transport subjects, or a mixture of two different types of hole transport subjects. The electron transport subject and the hole transport subject can be understood by referring to the relevant descriptions presented herein.

[0385] In an implementation, the main body may include: an electronic transmission main body including at least one electronic transmission portion; and a hole transmission main body not including an electronic transmission portion.

[0386] The electron transport (ET) moiety used in this article may be a cyano group, a cyclic group containing π-electron-deficient nitrogen, or a group represented by one of the following formulas:

[0387] ET part

[0388]

[0389] In the above formula, *, *', and *'' each represent a binding site with an adjacent atom.

[0390] In an embodiment, the electron transport host in the emission layer may include at least one of a cyano group and a cyclic group containing nitrogen that is π-deficient.

[0391] In one embodiment, the electron transport host in the emission layer may include at least one cyano group.

[0392] In an embodiment, the electron transport host in the emitter layer may include at least one cyano group and at least one cyclic group containing nitrogen lacking π electrons.

[0393] In one implementation, the hole transport component in the emitter layer may include a hole transport (HT) portion and may not include an electron transport portion.

[0394] Hole transport may include π-electron-rich C3-C 60 At least one of a cyclic group or a group represented by the HT part:

[0395] HT section

[0396]

[0397] In the above formula, *, *', *'' and *''' each represent a binding site with an adjacent atom.

[0398] In an embodiment, the main body may include an electron transport body and a hole transport body, wherein the electron transport body may include at least one cyclic group of nitrogen without π electrons and at least one electron transport portion, and the hole transport body may include at least one cyclic group of nitrogen without π electrons and may not include an electron transport portion.

[0399] As used herein, the term "cyclic group containing π-electron-deficient nitrogen" refers to a cyclic group having at least one *-N=*' moiety, and may be, for example, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, etc. azole group, iso- Azolium group, pyridine group, pyrazine group, pyridazine group, pyrimidine group, indazole group, purine group, quinoline group, isoquinoline group, benzo[a]quinoline group, phthalazine group, naphthidine group, quinoxaline group, quinazoline group, cyclophosphine group, phenanthridine group, acridine group, phenanthrene-rhein group, phenazine group, benzimidazole group, benzisothiazole group, benzo[a] azole group, benzene azole group, triazole group, tetraazole group A diazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, or an azacarbazole group; or a fused ring group in which two or more cyclic groups containing π-electron-deficient nitrogen atoms are fused together.

[0400] In the embodiments, the cyclic group containing nitrogen without π-electron deficiency may be a phenyl group, a heptadene group, an indene group, a naphthalene group, or a phenyl group. Group, indole group, acenaphthene group, fluorene group, spirodifluorene group, benzo[9,10]fluorene group, dibenzo[9,10]fluorene group, phenanthracene group, anthracene group, fluoranthracene group, benzo[9,10]phenanthracene group, pyrene group, Groups, tetraphenyl groups, styrene groups, perylene groups, pentofen groups, hexaphenyl groups, pentaphenyl groups, rubidium groups, halophenyl groups, ovalphenyl groups, pyrrole groups, isoindole groups, indole groups, furan groups, thiophene groups, benzofuran groups, benzothiophene groups, benzocarbazole groups, dibenzocarbazole groups, dibenzofuran groups, dibenzothiophene groups, dibenzothiophene sulfone groups, carbazole groups, dibenzothiorrole groups, indolecarbazole groups, indolecarbazole groups, benzofuran-carbazole groups, benzothiophene-carbazole groups, triindole-phenyl groups, or fused ring groups containing two or more cyclic groups that do not contain π-electron-deficient nitrogen, but the embodiments are not limited thereto.

[0401] In an embodiment, when the main body is a mixture of electron transport and hole transport components, the weight ratio of the electron transport components to the hole transport components can be in the range of about 1:9 to about 9:1, for example about 2:8 to about 8:2, or for example about 4:6 to about 6:4, or for example 5:5. When the weight ratio of the electron transport components to the hole transport components meets the above range, a balance of hole and electron transport in the emitter layer can be obtained.

[0402] In an implementation, the bipolar body may include at least one electron transport portion and at least one hole transport portion.

[0403] In an implementation, the main body may include both the first compound and the second compound, wherein

[0404] i) The first compound can be a hole transport host, and the second compound can be an electron transport host.

[0405] ii) The first compound can be an electron transport host, and the second compound can be a hole transport host.

[0406] iii) Both the first and second compounds can be bipolar hosts.

[0407] iv) The first compound can be a hole transport host, and the second compound can be a bipolar host.

[0408] v) The first compound can be an electron transport host, and the second compound can be a bipolar host.

[0409] vi) The first compound may be a bipolar host, and the second compound may be a hole transport host, or

[0410] vii) The first compound may be a bipolar host, and the second compound may be an electron transport host.

[0411] The main component may include at least one of TPBi, TBADN, ADN (also known as "DNA"), CBP, CDBP, TCP, mCP, compound H50, or compound H51:

[0412]

[0413] .

[0414] In one or more embodiments, the body may further include a compound represented by formula 301:

[0415] Formula 301

[0416]

[0417] Ar in Equation 301 111 and Ar 112 Each can be independently:

[0418] Phenylidene, naphthylene, phenanthrene, and pyrene; and

[0419] The phenylene, naphthylene, phenanthrene, and pyrene groups, each substituted with at least one of phenyl, naphthyl, or anthracene groups.

[0420] Ar in Formula 301 113 To Ar 116 Each can be independently:

[0421] C1-C 10 Alkyl, phenyl, naphthyl, phenanthrene, or pyrene; and

[0422] The phenyl, naphthyl, phenanthryl and pyrene groups are each substituted with at least one of phenyl, naphthyl or anthracene.

[0423] In Equation 301, g, h, i, and j can each be an integer from 0 to 4, and can be, for example, 0, 1, or 2.

[0424] Ar in Formula 301 113 To Ar 116 Each can be independently:

[0425] C1-C substituted with at least one of phenyl, naphthyl, or anthracene 10 alkyl;

[0426] Phenyl, naphthyl, anthraceneyl, pyrene, phenanthryl, or fluoreneyl;

[0427] Each of the following groups is substituted with at least one of the following: -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-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, phenyl, naphthyl, anthraceneyl, pyrene, phenanthryl, or fluoreneyl; or

[0428] ,

[0429] However, the implementation methods are not limited to this.

[0430] In an implementation, the main component may include a compound represented by formula 302:

[0431] Formula 302

[0432] .

[0433] In Equation 302, Ar 122 To Ar 125 Each can be related to Ar in Equation 301 113 The description is the same.

[0434] In Equation 302, Ar 126 and Ar 127 Each can be independently C1-C 10 Alkyl (e.g., methyl, ethyl, or propyl).

[0435] In Equation 302, k and l can each be an integer from 0 to 4 independently. For example, k and l can be 0, 1, or 2.

[0436] In the embodiments, the main body may include at least one compound from H1 to H31:

[0437]

[0438]

[0439]

[0440]

[0441] .

[0442] In an implementation, the host may be composed of a type of compound. For example, the type of compound may optionally be a first material (e.g., a hole transport host) or a second material (e.g., an electron transport host).

[0443] In implementations, the subject may include two or more types of compounds. For example, the subject may include: two or more different types of hole transport subjects; two or more different types of electron transport subjects; or a combination of one or more types of hole transport subjects and one or more types of electron transport subjects.

[0444] emitters in the emission layer

[0445] The emitter can emit light.

[0446] In some embodiments, the emitter may include the organometallic compound.

[0447] In embodiments, the emitter may be a fluorescent emitter and / or a delayed fluorescent emitter that emits fluorescence and / or delayed fluorescence, respectively. Therefore, the decay time (T) of the emitter... 衰减 (E)) can be less than 100 μs.

[0448] T 衰减 (E) Time-resolved photoluminescence (TRPL) spectroscopy can be measured at room temperature from a 40 nm thick film, wherein the film is obtained by: at 10 -7 The body and emitter included in the emission layer are vacuum deposited on a quartz substrate at a weight ratio of 90:10 under a vacuum degree.

[0449] In an embodiment, the emitter may include a carbocyclic group of 4 members or larger or a heterocyclic group of 4 members or larger.

[0450] In this embodiment, the emitter may be a metal-free organic compound.

[0451] In an embodiment, the emitter may be a compound represented by any one of formulas 51 to 54:

[0452] Formula 51

[0453]

[0454] Formula 52

[0455]

[0456] Formula 53

[0457]

[0458] Formula 54

[0459] .

[0460] In equations 51 to 54,

[0461] X 51 and X 52 Each can be N or B independently.

[0462] Y 51 It can be a single bond, O, S, Se, N(R) 501 ), B(R) 501 ), C(R 501 (R) 502 ) or Si(R 501 (R) 502 ),

[0463] Y 52 It can be a single bond, O, S, Se, N(R) 503 ), B(R) 503 ), C(R 503 (R) 504 ) or Si(R 503 (R) 504 ),

[0464] Y 53 It can be a single bond, O, S, Se, N(R) 505 ), B(R) 505 ), C(R 505 (R) 506 ) or Si(R 505 (R) 506 ),

[0465] Y 54 It can be a single bond, O, S, Se, N(R) 507 ), B(R) 507 ), C(R 507 (R) 508 ) or Si(R 507 (R) 508 ),

[0466] R 51 To R 65 and R 501 To R 508 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, substituted or unsubstituted C1-C. 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C 60 Alkyl 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 C2-C 60 Alkyl heteroaryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2),

[0467] R 51 To R 65 and R 501 To R 508 Two or more may optionally be combined to form C5-C that is either unsubstituted or substituted by at least one R5. 30 The carbocyclic group is either unsubstituted or substituted with at least one R5 group. 30 Heterocyclic groups,

[0468] Replacement C5-C 30 Carbocyclic groups, substituted C1-C 30 Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C2-C 10Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 aryloxy groups, substituted C6-C 60 Arylthioyl, substituted C1-C 60 heteroaryl, substituted C1-C 60 Heteroaryl groups, substituted C1-C 60 At least one substituent of the heteroaryl thio group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heterocyclic group may be:

[0469] 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 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 alkylthio or C1-C 60 Alkoxy;

[0470] Each of the following C1-C is replaced: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 alkylthio or C1-C 60 Alkoxy 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, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C2-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 11 (Q) 12 (Q) 13 -Ge(Q) 11 (Q) 12 (Q) 13 -N(Q)14 (Q) 15 -B(Q) 16 (Q) 17 -P(=O)(Q) 18 (Q) 19 ), or combinations thereof;

[0471] C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C2-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups;

[0472] Each of the following C3-C is replaced: 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C2-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C2-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 -Ge(Q) 21 (Q) 22 (Q) 23 -N(Q) 24 (Q) 25 -B(Q) 26 (Q) 27 -P(=O)(Q) 28 (Q) 29 ), or a combination thereof; or

[0473] -Si(Q 31 (Q) 32 (Q) 33 -Ge(Q) 31 (Q) 32 (Q) 33 -N(Q) 34 (Q) 35 -B(Q) 36 (Q) 37 ), or -P(=O)(Q 38 (Q) 39 ),and

[0474] Q1 to Q9, Q 11 To Q 19 Q 21 To Q 29 , and Q 31 To Q 39 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. 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C2-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C6-C 60aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, or substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups.

[0475] In the implementation method, R5, R 51 To R 65 and R 501 To R 508 Each can be related to R in Equation 1-1 10 The description is the same.

[0476] In this embodiment, the emitter may be a fused polycyclic compound or a styrene-based compound.

[0477] In embodiments, the emitter may include a core containing naphthalene, a core containing fluorene, a core containing spirodifluorene, a core containing benzo[9,10]fluorene, a core containing dibenzo[9,10]fluorene, a core containing phenanthrene, a core containing anthracene, a core containing fluoranthene, a core containing benzo[9,10]phenanthrene, a core containing pyrene, or a core containing... The core, a core containing arbutin, a core containing perylene, a core containing pentane, a core containing indene-anthracene, a core containing tetraphenylene, a core containing bianthracite, or one of the cores represented by formulas 501-1 to 501-21:

[0478]

[0479]

[0480] .

[0481] In an implementation, the emitter can be represented by Equation 501:

[0482] Formula 501

[0483] .

[0484] In Equation 501,

[0485] Ar 51 It can be an unsubstituted or substituted group of the following: naphthyl group, fluorene group, spirodifluorene group, benzo[9,10]fluorene group, dibenzo[9,10]fluorene group, phenanthrene group, anthracene group, fluoranthene group, benzo[9,10]phenanthrene group, pyrene group, Group, smectite group, perylene group, pentaphenyl group, indene-anthracene group, tetraphenyl group, bianthracite group, or a group represented by any one of formulas 501-1 to 501-21: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, sulfonic acid group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 511 (Q) 512 (Q) 513 -Ge(Q) 511 (Q) 512 (Q) 513 -C(Q) 511 (Q) 512 (Q) 513 -B(Q) 511 (Q) 512 -N(Q) 511 (Q) 512 -P(Q) 511 (Q) 512 -C(=O)(Q) 511 -S(=O)(Q) 511 -S(=O)2(Q) 511 -P(=O)(Q) 511 (Q) 512 -P(=S)(Q) 511 (Q) 512 ), or combinations thereof:

[0486]

[0487]

[0488]

[0489] .

[0490] L 511 To L 514 Each can be independently substituted or unsubstituted C3-C. 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60 Hypoaryl, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, or substituted or unsubstituted divalent nonaromatic fused heterocyclic groups.

[0491] a511 to a514 can each be independently 0, 1, 2 or 3.

[0492] R 511 To R 513 Each can be independently substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted C2-C 60 Alkyl heteroaryl, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, or substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups,

[0493] Q 511 To Q 513 They can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio group, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, C1-C 60 heteroaryl, C2-C 60Alkyl heteroaryl, C1-C 60 Heteroaryloxy group, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, denoted by deuterium, -F, cyano, C1-C 20 Alkyl groups and C6-C 30 At least one substituted C1-C of aryl 60 Alkyl groups, and those with deuterium, -F, cyano, C1-C 20 Alkyl, or C6-C 30 At least one substituted C6-C of aryl group 60 Aryl, and

[0494] n511 and n512 can each be 0, 1, 2, 3, 4, 5 or 6 independently.

[0495] In an implementation, the sum of n511 and n512 in formula 501 may be 1 or greater, but the implementation is not limited to this.

[0496] In the implementation, in formula 501, R 511 and R 512 Each of these can be independently: phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene. alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazole group, triazinyl, dibenzofuranyl, and dibenzothiopheneyl; and

[0497] Each of the following is substituted with at least one of the following: phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene. alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazole, triazinyl, dibenzofuranyl, and dibenzothiopheneyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidinyl, 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, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene The compounds are: pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, triazinyl, dibenzofuranyl, or dibenzothiopheneyl.

[0498] In this implementation, the emitter may be one of group FD1:

[0499] Group FD1

[0500]

[0501]

[0502]

[0503]

[0504]

[0505]

[0506]

[0507]

[0508]

[0509] .

[0510] The maximum emission wavelength of the emitter's emission spectrum can be about 400 nm or greater and about 650 nm or less. In embodiments, the maximum emission wavelength of the fluorescent emitter's emission spectrum can be about 400 nm or greater and about 550 nm or less, about 400 nm or greater and about 495 nm or less, or about 450 nm or greater and about 495 nm or less, but embodiments are not limited to these. The emitter can emit blue to green light, such as blue light, but embodiments are not limited to these. As used herein, "maximum emission wavelength" refers to the wavelength at which the emission intensity is highest. In other words, "maximum emission wavelength" may be referred to as "peak emission wavelength".

[0511] The emitter layer may have an emitter content in the range of about 0.01% by weight to about 15% by weight, but the implementation is not limited thereto.

[0512] In the emitter layer, regarding the content of the host, the content of the sensitizer, and the content of the emitter, the content of the host can be the highest, and the content of the emitter can be the lowest, but the implementation method is not limited to this.

[0513] Organic light-emitting devices can meet condition 1:

[0514] Condition 1

[0515] S1(H) > S1(S) ≥ S1(E)

[0516] In condition 1,

[0517] S1(H) represents the lowest excited singlet state energy level of the host.

[0518] S1(S) represents the lowest excited singlet state energy level of the sensitizer, and

[0519] S1(E) represents the lowest excited singlet energy level of the emitter.

[0520] S1(H), S1(S), and S1(E) can be obtained respectively by calculation from the PL spectrum obtained from a film with a thickness of 40 nm: the film passes through a 10 -7 The substrate, sensitizer, or emitter are vacuum-deposited onto a quartz substrate under a certain vacuum level.

[0521] When condition 1 is met, the emitter can emit light, and the organic light-emitting device can have improved efficiency.

[0522] For example, when condition 1 is met, the ratio of the luminous component from the emitter to the total luminous component of the emitting layer of the organic light-emitting device can be 85% or greater. That is, when the above range is met, in the organic light-emitting device, only the emitter can substantially emit light, while the excimer complex and sensitizer can substantially (essentially) not emit light.

[0523] When singlet and / or triplet excitons formed in the host are transferred to the sensitizer and the triplet excitons are converted into singlet excitons in the sensitizer via RISC, the singlet excitons are transferred to the emitter via FRET. Since all singlet and triplet excitons in the host can be transferred to the emitter, organic light-emitting devices can have significantly improved lifetime and efficiency.

[0524] The host and sensitizer can meet condition 2:

[0525] Condition 2

[0526] T1(H) ≥ T1(S)

[0527] In condition 2,

[0528] T1(H) represents the lowest excited triplet energy level of the host, and

[0529] T1(S) is the lowest excited triplet energy level of the sensitizer.

[0530] Sensitizer in the emitter layer

[0531] The sensitizer may include the organometallic compound.

[0532] In embodiments, the sensitizer may further include a phosphorescent compound.

[0533] In some embodiments, the phosphorescent compound may include a type of metal.

[0534] In embodiments, the phosphorescent compound may include at least one type of metal (M 11 For example, transition metals and organic ligands (L... 11 ), where L 11 and M 11 It can form 1, 2, 3 or 4 metallized rings.

[0535] In the embodiments, the phosphorescent compound can be represented by formula 101:

[0536] Formula 101

[0537] M 11 (L 11 ) n11 (L 12 ) n12

[0538] In Equation 101,

[0539] M 11 It can be a transition metal.

[0540] L 11 It can be a ligand represented by one of formulas 111-1 to 111-4.

[0541] L 12 It can be a monodentate ligand or a bidentate ligand.

[0542] n11 can be 1.

[0543] n12 can be 0, 1, or 2.

[0544]

[0545] Among them, in equations 111-1 to 111-4,

[0546] A1 to A4 can each be independently substituted or unsubstituted C5-C. 30 Carbocyclic groups, substituted or unsubstituted C1-C 30 Heterocyclic groups or acyclic groups,

[0547] Y 11 To Y 14 Each can independently form a chemical bond, O, S, N (R) 91 ), B(R) 91 ), P(R 91 ), or C(R) 91 (R) 92 ),

[0548] T1 to T4 can each be independently a single bond, a double bond, or *-N(R) bond. 93 )-*'、*-B(R 93 )-*'、*-P(R93 )-*'、*-C(R 93 (R) 94 )-*'、*-Si(R 93 (R) 94 )-*'、*-Ge(R 93 (R) 94 )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 93 )=*'、*=C(R 93 )-*'、*-C(R 93 )=C(R 94 )-*', *-C(=S)-*', or *-C≡C-*',

[0549] Replacement C5-C 30 Substituents of carbocyclic groups, C1-C substitutions 30 Substituents of heterocyclic groups, and R 91 To R 94 Each group can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 60Heteroaryl, substituted or unsubstituted monovalent aromatic fused polycyclic groups, substituted or unsubstituted monovalent aromatic fused heterocyclic groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2), wherein the substituted C5-C 30 Substituents in carbocyclic groups and the C1-C substituents 30 The substituents in the heterocyclic group are not hydrogen.

[0550] *1, *2, *3, and *4 each represent the relationship with M. 11 The binding site, and

[0551] Q1 to Q3 can each be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio group, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy group, C1-C 60 Heteroaryl thiols, monovalent aromatic fused polycyclic groups, monovalent aromatic fused heterocyclic groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, denoted by deuterium, -F, cyano, C1-C 60 Alkyl groups and C6-C 60 At least one substituted C1-C of aryl 60 Alkyl groups, and those with deuterium, -F, cyano, C1-C 60 Alkyl, or C6-C 60 At least one substituted C6-C of aryl group 60 Aryl.

[0552] In embodiments, the transition metal may include platinum (Pt), palladium (Pd), gold (Au), iridium (Ir), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), thulium (Tm), or rhodium (Rh).

[0553] In embodiments, the sensitizer may further include a delayed fluorescence compound.

[0554] In embodiments, the delayed fluorescence compound may be represented by formula 101 or 102:

[0555] Formula 101 Formula 102

[0556] .

[0557] In equations 101 and 102,

[0558] A 21 It can be an acceptor group.

[0559] D 21 It can be a donor group.

[0560] m21 can be 1, 2, or 3, and n21 can be 1, 2, or 3.

[0561] In Equation 101, the sum of n21 and m21 can be 5 or less, and in Equation 102, the sum of n21 and m21 can be 6 or less.

[0562] R 201 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, substituted or unsubstituted C1-C. 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted C6-C 60 aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60heteroaryl, substituted or unsubstituted C2-C 60 Alkyl heteroaryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -C(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2), wherein multiple R 201 They can be optionally combined to form substituted or unsubstituted C5-C 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups, and

[0563] Q1 to Q3 can each be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio group, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy group, C1-C 60 Heteroaryl thiols, monovalent aromatic fused polycyclic groups, monovalent aromatic fused heterocyclic groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, denoted by deuterium, -F, cyano, C1-C 60 Alkyl, or C6-C 60 At least one substituted C1-C of aryl 60 Alkyl groups, or those with deuterium, -F, cyano, or C1-C groups. 60 Alkyl groups and C6-C 60 At least one substituted C6-C of aryl group 60Aryl.

[0564] In the implementation, in formulas 101 and 102, D 21 It can be a cyclic group of nitrogen that is either substituted or unsubstituted and does not contain π-electron-deficient nitrogen.

[0565] In the embodiments, the cyclic group containing nitrogen without π-electron deficiency can be a phenyl group, a heptadene group, an indene group, a naphthalene group, etc. Group, indole group, acenaphthene group, fluorene group, spirodifluorene group, benzo[9,10]fluorene group, dibenzo[9,10]fluorene group, phenanthracene group, anthracene group, fluoranthracene group, benzo[9,10]phenanthracene group, pyrene group, Groups, tetraphenyl groups, furan groups, perylene groups, pentaphenyl groups, hexaphenyl groups, pentaphenyl groups, rutin groups, halophenyl groups, ovalphenyl groups, pyrrole groups, isoindole groups, indole groups, furan groups, thiophene groups, benzofuran groups, benzothiophene groups, benzocarbazole groups, dibenzocarbazole groups, dibenzofuran groups, dibenzothiophene groups, dibenzothiophene sulfone groups, carbazole groups, dibenzothiorrole groups, indolecarbazole groups, indolecarbazole groups, benzofuran-carbazole groups, benzothiophene-carbazole groups, triindole-phenyl groups; or fused ring groups consisting of two or more cyclic groups that do not contain π-electron-deficient nitrogen, but the embodiments are not limited thereto.

[0566] In the implementation, in formulas 101 and 102, A 21 It can be: -F, cyano, or a cyclic group containing nitrogen lacking π electrons;

[0567] C1-C, each substituted with at least one of -F and cyano groups. 60 Alkyl groups, cyclic groups containing nitrogen atoms lacking π electrons, and cyclic groups not containing nitrogen atoms lacking π electrons; and

[0568] A cyclic group containing a nitrogen lacking π electrons, substituted with at least one of the following: deuterium, C1-C 60 Alkyl groups, cyclic groups containing nitrogen that lacks π electrons, or cyclic groups that do not contain nitrogen that lacks π electrons.

[0569] In the embodiments, the cyclic groups of nitrogen that do not contain π-electron-deficient nitrogen are the same as those described above.

[0570] As used herein, the term "cyclic group containing π-electron-deficient nitrogen" refers to a cyclic group having at least one *-N=*' moiety, and may be, for example, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, etc. azole group, iso- Azolium group, pyridine group, pyrazine group, pyridazine group, pyrimidine group, indazole group, purine group, quinoline group, isoquinoline group, benzo[a]quinoline group, phthalazine group, naphthidine group, quinoxaline group, quinazoline group, cyclophosphine group, phenanthridine group, acridine group, phenanthrene-rhein group, phenazine group, benzimidazole group, benzisothiazole group, benzo[a] azole group, benzene azole group, triazole group, tetraazole group Diazole group, triazine group, thiadiazole group, imidazopyridine group, imidazopyrimidine group, azacarbazole group, or benzimidazole group; and fused ring groups containing two or more cyclic groups of nitrogen lacking π electrons.

[0571] In embodiments, the amount of sensitizer in the organic layer (e.g., the emitting layer) may be greater than the amount of emitter in the organic layer (e.g., the emitting layer). For example, the volume ratio of sensitizer to emitter may be in the range of about 30:0.1 to about 10:3 or about 10:0.1 to about 20:5. In embodiments, the weight ratio of sensitizer to emitter may be in the range of about 10:0.1 to about 20:5. In embodiments, the weight ratio of host to sensitizer in the organic layer (e.g., the emitting layer) may be in the range of about 60:40 to about 95:5 or about 70:30 to about 90:10. In embodiments, the weight ratio of host to sensitizer in the organic layer (e.g., the emitting layer) may be in the range of about 60:40 to about 95:5. When the amounts are within the above ranges, the organic light-emitting device may have improved luminous efficiency and / or long lifetime characteristics.

[0572] Figure 1 This is a schematic cross-sectional view of the organic light-emitting device 10 according to an embodiment. Referring hereafter, reference will be made to... Figure 1 The structure and manufacturing method of an organic light-emitting device 10 according to an embodiment are described. The organic light-emitting device 10 may have a structure in which a first electrode 11, an organic layer 15, and a second electrode 19 are sequentially stacked.

[0573] A substrate may be further disposed below the first electrode 11 or on the second electrode 19. The substrate may be a substrate commonly used in organic light-emitting devices, such as a glass substrate or a transparent plastic substrate with excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water resistance.

[0574] The first electrode 11 can be formed, for example, by depositing or sputtering a material for forming the first electrode 11 onto a substrate. The first electrode 11 can be an anode. The material used to form the first electrode 11 can be a material with a high work function to facilitate hole injection. The first electrode 11 can be a reflective electrode, a semi-transmissive / semi-reflective electrode, or a transmissive electrode. The material used to form the first electrode 11 can be indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), or zinc oxide (ZnO). In embodiments, the material used to form 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).

[0575] The first electrode 11 may have a single-layer structure or a multi-layer structure including two or more layers. For example, the first electrode 11 may have a three-layer structure of ITO / Ag / ITO, but the structure of the first electrode 11 is not limited to this.

[0576] The organic layer 15 can be disposed on the first electrode 11.

[0577] The organic layer 15 may include an emission layer and may further include a hole transport region and an electron transport region.

[0578] The hole transport region can be located between the first electrode 11 and the emitter layer.

[0579] The hole transport region may include a hole injection layer (HIL), a hole transport layer, an electron blocking layer, a buffer layer, or a combination thereof.

[0580] The hole transport region may consist of only a HIL or a hole transport layer. In an embodiment, the hole transport region may have a HIL / hole transport layer structure, or a HIL / hole transport layer / electron blocking layer structure, or a HIL / first hole transport layer / second hole transport layer / electron blocking layer structure, wherein the corresponding layers of each structure are stacked sequentially from the first electrode 11 in the stated order.

[0581] When the hole transport region includes the HIL, the HIL can be formed on the first electrode 11 by using various methods such as vacuum deposition, spin coating, casting and / or Langmuir-Broguet (LB) deposition.

[0582] When a hole injection layer is formed by vacuum deposition, the deposition conditions can vary depending on the compound used to form the hole injection layer, the desired structure of the hole injection layer, and its thermal properties. For example, the deposition temperature can be from about 100°C to about 500°C, and the vacuum pressure can be about 10... -8 To about 10 -3The deposition rate can be from about 0.01 Å / s to about 100 Å / s, but the implementation is not limited thereto.

[0583] When a hole injection layer is formed by spin coating, the coating conditions can vary depending on the compound used to form the hole injection layer, the desired structure of the hole injection layer, and its thermal properties. For example, the coating rate can be from about 2,000 rpm to about 5,000 rpm, and the temperature at which the heat treatment is performed after coating to remove the solvent can be from about 80°C to about 200°C, but the implementation is not limited to these.

[0584] The conditions for forming the hole transport layer and electron blocking layer can be found in the description provided for the conditions for forming the HIL.

[0585] The hole transport region may include at least one of the following: 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-sulfonylstyrene) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-sulfonylstyrene) (PANI / PSS), compounds represented by formula 201 below, and compounds represented by formula 202 below:

[0586]

[0587]

[0588] Formula 201

[0589]

[0590] Formula 202

[0591] .

[0592] In Equation 201, Ar 101 and Ar 102 Each can be independently:

[0593] Phenylidene, cyclopentadienyl, indenyl, naphthyl, and other compounds alkyl, heptadeneyl, acenaphthene, fluoreneyl, phenentheneyl, anthraceneyl, fluoreneyl, benzo[9,10]phenentheneyl, pyreneyl, phenentheneyl alkyl, tetraphenyl, alkyl Base, Asia Benzyl, or pentanediphenyl; or

[0594] Each is substituted with at least one of the following: phenylene, cyclopentadienylene, indenylene, naphthylene, or phenylene oxide. alkyl, heptadeneyl, acenaphthene, fluoreneyl, phenentheneyl, anthraceneyl, fluoreneyl, benzo[9,10]phenentheneyl, pyreneyl, phenentheneyl alkyl, tetraphenyl, alkyl Base, Asia alkyl, or pentanephenyl: 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-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkyl, C1-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, monovalent non-aromatic fused heterocyclic groups, or combinations thereof.

[0595] In Equation 201, xa and xb can each be an integer from 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 to these values.

[0596] R in Equations 201 and 202 101 To R 108 R 111 To R 119 and R 121 To R 124 Each can be independently:

[0597] 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, C1-C 10 Alkyl (e.g., methyl, ethyl, propyl, butyl, pentyl, or hexyl), or C1-C 10 Alkyl groups (e.g., methoxy, ethoxy, propoxy, butoxy, or pentoxy);

[0598] Each of the following C1-C is replaced: 10Alkyl or C1-C 10 Alkoxy groups: 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, or combinations thereof;

[0599] Phenyl, naphthyl, anthraceneyl, fluorenyl, or pyrene; or

[0600] Each of the following substituted groups is phenyl, naphthyl, anthraceneyl, fluorenyl, or pyrene: 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 10 Alkyl, C1-C 10 Alkoxy groups, or combinations thereof, but the implementation methods are not limited thereto.

[0601] R in Equation 201 109 Possible forms:

[0602] phenyl, naphthyl, anthraceneyl, or pyridyl; or

[0603] Each of the following substituted groups is phenyl, naphthyl, anthracene, or pyridyl: 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 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, anthraceneyl, pyridyl, or combinations thereof.

[0604] In some embodiments, the compound represented by formula 201 may be represented by formula 201A, but the embodiments are not limited thereto:

[0605] Formula 201A

[0606] .

[0607] In Equation 201A, R 101 R 111 R 112 and R 109 Each can be as described in this article.

[0608] For example, compounds represented by formula 201 and compounds represented by formula 202 may include, but are not limited to, compounds HT1 to HT20:

[0609]

[0610]

[0611]

[0612] .

[0613] The thickness of the hole transport region can be from about 100 Å to about 10,000 Å, for example, from about 100 Å to about 1,000 Å. When the hole transport region includes at least one hole injection layer and a hole transport layer, the thickness of the hole injection layer can be in the range of from about 100 Å to about 10,000 Å, for example, from about 100 Å to about 1,000 Å, and the thickness of the hole transport layer can be from about 50 Å to about 2,000 Å, for example, from about 100 Å to about 1,500 Å. When the thicknesses of the hole transport region, the HIL, and the hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without a significant increase in the driving voltage.

[0614] In addition to the materials described above, the hole transport region may further include a charge-generating material for improving conductivity. The charge-generating material may be uniformly or non-uniformly dispersed in the hole transport region.

[0615] The charge-generating material can be, for example, a p-doper. The p-doper can be, but is not limited to, one of a quinone derivative, a metal oxide, or a cyano-containing compound. Non-limiting examples of p-dopers include quinone derivatives such as tetracyanoquinone dimethylane (TCNQ) or 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinone dimethylane (F4-TCNQ); metal oxides such as tungsten oxide or molybdenum oxide; and cyano-containing compounds such as, but not limited to, compounds HT-D1 or F12.

[0616]

[0617] .

[0618] Hole transport regions may include buffer layers.

[0619] The buffer layer can compensate for the optical resonant distance according to the wavelength of the light emitted from the emission layer 15, and thus the efficiency of the formed organic light-emitting device can be improved.

[0620] Emitter layers (EMLs) can be formed on hole transport regions via vacuum deposition, spin coating, casting, LB deposition, etc. When an emitter layer is formed by vacuum deposition or spin coating, the deposition or coating conditions can be largely similar to those used in forming high-level emitter layers (HILs), although the deposition or coating conditions can vary depending on the material used to form the emitter layer.

[0621] In an implementation, when the hole transport region includes an electron blocking layer, the material used to form the electron blocking layer can be, but is not limited to, the materials described above that can be used in the hole transport region and the main material described below. For example, when the hole transport region includes an electron blocking layer, the material used to form the electron blocking layer can be mCP, which will be described below.

[0622] When the organic light-emitting device is a full-color organic light-emitting device, the emitting layer can be patterned as a red emitting layer, a green emitting layer, and a blue emitting layer. In an embodiment, the emitting layer may have a structure in which the red emitting layer, the green emitting layer, and / or the blue emitting layer are stacked, and therefore, various variations, such as the emission of white light, are possible.

[0623] When the emitter layer comprises a host and a dopant, the amount of dopant is typically in the range of about 0.01 parts by weight to about 15 parts by weight relative to 100 parts by weight of the host, but the implementation is not limited thereto.

[0624] The thickness of the emitting layer can be in the range of about 100 Å to about 1,000 Å, for example, about 200 Å to about 600 Å. When the thickness of the emitting layer is within the range described above, excellent light emission characteristics can be obtained without a significant increase in driving voltage.

[0625] Next, the electron transport region can be located on the emitter layer.

[0626] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0627] 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.

[0628] The conditions for forming the hole blocking layer, electron transport layer, and electron injection layer that constitute the electron transport region can be found in the description provided for the conditions for forming the hole injection layer.

[0629] When the electron transport region includes a hole blocking layer, the hole blocking layer may include, for example, at least one of BCP, Bphen, and BAlq (further shown below), but the implementation is not limited thereto:

[0630] .

[0631] The thickness of the hole blocking layer can be in the range of about 20 Å to about 1,000 Å, for example, about 30 Å to about 300 Å. When the thickness of the hole blocking layer is in these ranges, excellent hole blocking characteristics can be obtained without a significant increase in driving voltage.

[0632] The electron transport layer may further include at least one of BCP, Bphen, Alq3, BAlq, TAZ, and NTAZ:

[0633] .

[0634] In some embodiments, the electronic transport layer may include at least one of ET1 to ET25, but the embodiments are not limited thereto:

[0635]

[0636]

[0637]

[0638] .

[0639] The thickness of the electron transport layer can range from about 100 Å to about 1,000 Å, for example from about 150 Å to about 500 Å. When the thickness of the electron transport layer is within these ranges, satisfactory electron transport characteristics can be obtained without a significant increase in driving voltage.

[0640] In addition to the materials described above, the electron transport layer may further include a material containing metal.

[0641] Materials containing metals may include Li complexes. Li complexes may include, for example, compounds ET-D1 (lithium 8-hydroxyquinoline, LiQ or Liq) or ET-D2:

[0642] .

[0643] The electron transport region may include an electron injection layer (EIL) that facilitates the injection of electrons from the second electrode 19.

[0644] EIL may include LiQ, LiF, NaCl, CsF, Li2O, BaO, or combinations thereof.

[0645] The thickness of the electron injection layer can be in the range of about 1 Å to about 100 Å, for example, about 3 Å to about 90 Å. When the thickness of the electron injection layer is in the range described above, satisfactory electron injection characteristics can be obtained without a significant increase in the driving voltage.

[0646] Second electrode 19

[0647] The second electrode 19 may be disposed on the organic layer 15. The second electrode 19 may be a cathode. The material used to form the second electrode 19 may be a metal, alloy, conductive compound, or 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) may be used as materials for forming the second electrode 19. In embodiments, various variations are possible for fabricating a top-emitting light-emitting device, such as using ITO or IZO to form a transmissive second electrode.

[0648] Already referenced Figure 1 Organic light-emitting devices are described, but implementation methods are not limited thereto.

[0649] On the other hand, electronic devices including the organic light-emitting device are provided.

[0650] In addition to the organic light-emitting devices described above, electronic devices may further include thin-film transistors. A thin-film transistor may include a source electrode, a drain electrode, and an active (active) layer, wherein either the source electrode or the drain electrode may be electrically connected to either the first electrode or the second electrode of the organic light-emitting device.

[0651] On the other hand, diagnostic compositions comprising organometallic compounds represented by Formula 1 are provided.

[0652] The diagnostic composition may include at least one type of organometallic compound represented by Formula 1.

[0653] Organometallic compounds represented by Formula 1 provide high luminescence efficiency, and therefore, diagnostic compositions comprising at least one of the organometallic compounds can have high diagnostic efficiency.

[0654] Diagnostic compositions can be used in a variety of applications, including diagnostic kits, diagnostic reagents, biosensors, and biomarkers.

[0655] As used in this article, the term "C1-C" 60 "alkyl" refers to a straight-chain or branched monovalent group of a saturated aliphatic hydrocarbon having 1 to 60 carbon atoms, and non-limiting examples include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, and hexyl. The term "C1-C" is used herein. 60 "alkylene" refers to a compound with C1-C2 atoms. 60 Divalent groups with the same structure as alkyl groups.

[0656] C1-C 60 Alkyl, C1-C 20 Alkyl and / or C1-C 10Examples of alkyl groups are methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isonyl, sec-nonyl, tert-nonyl, n-decyl, isodel, sec-decyl, tert ... Decyl, or tert-decyl: methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodel, sec-decyl, tert-decyl, or combinations thereof. For example, formulas 9-33 are branched C6 alkyl groups, such as tert-butyl substituted with two methyl groups.

[0657] As used in this article, the term "C1-C" 60 "Alkoxy" refers to the compound formed by -OA 101 (where A) 101 For C1-C 60 Alkyl groups are monovalent groups, and non-limiting examples include methoxy, ethoxy, and isopropoxy.

[0658] C1-C 60 Alkoxy, C1-C 20 Alkoxy or C1-C 10 Examples of alkoxy groups are methoxy, ethoxy, propoxy, butoxy, and pentoxy.

[0659] As used in this article, the term "C1-C" 60 "Alkylthio" refers to the group consisting of -SA 101 (where A) 101 For C1-C 60 Alkyl groups are monovalent groups, and non-limiting examples include methylthio, ethylthio, and isopropylthio. In some embodiments, the alkylthio group is C1-C. 20 Alkyl thio or C1-C 10 Alkylthio group.

[0660] As used in this article, the term "C2-C" 60 "Alkenyl" refers to the group formed at C2-C... 60 The alkyl group contains at least one carbon-carbon double bond at its middle or end, and non-limiting examples include vinyl, propenyl, and butenyl groups. As used herein, the term "C2-C" is used... 60 "Alkenyl" refers to a group that has a C2-C bond structure. 60 Divalent groups with the same structure as alkenyl groups.

[0661] As used in this article, the term "C2-C" 60 "Alkyne group" refers to a group formed by the combination of C2-C... 60 At least one hydrocarbon group forming a carbon-carbon triple bond is substituted at the middle or end of an alkyl group, and examples of such groups are ethynyl and propynyl. As used herein, the term "C2-C" is used... 60 "Immyneyl" refers to a group that has a similar structure to C2-C2. 60 Divalent groups with the same structure as alkynyl groups.

[0662] As used in this article, the term "C3-C" 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms as cyclic atoms, and examples include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. As used herein, the term "C3-C" is also used. 10 "Cycloalkylene" refers to a compound with C3-C66 atoms. 10 Divalent groups with the same structure as cycloalkyl groups.

[0663] As used in this article, the term "C3-C" 10 "Cycloalkyl" may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.1]heptyl (norbornel), bicyclo[2.2.2]octyl, etc.

[0664] As used in this article, the term "C1-C" 10 "Heterocyclic alkyl" refers to a monovalent saturated cyclic group having at least one heteroatom, such as N, O, P, Si, or S, as a cyclic atom and 1 to 10 carbon atoms as cyclic atoms, and non-limiting examples include tetrahydrofuranyl and tetrahydrothiopheneyl. The term "C1-C" as used herein is also relevant. 10 "Heterocyclic alkyl" refers to a compound with C1-C2 atoms. 10 Divalent groups with the same structure as heterocyclic alkyl groups.

[0665] C1-C 10 Examples of heterocyclic alkyl groups are silylcyclopentyl, silylcyclohexyl, tetrahydrofuranyl, tetrahydro-2H-pyranyl, and tetrahydrothiophenyl.

[0666] As used in this article, the term "C3-C" 10 "Cycloalkenyl" refers to a monovalent hydrocarbon cyclic group having 3 to 10 carbon atoms as cyclic atoms and at least one carbon-carbon double bond in its ring and not being aromatic, and non-limiting examples include cyclopentenyl, cyclohexenyl, and cycloheptenyl. The term "C3-C" is used herein. 10 "Cycloalkylene" refers to a group that has a C3-C6 bond structure. 10 A divalent group with the same structure as a cycloalkenyl group.

[0667] As used in this article, the term "C2-C" 10 "Heterocyclic alkenyl" refers to a monovalent cyclic group that has at least one heteroatom (e.g., N, O, P, Si, or S) as a cyclic atom, 2 to 10 carbon atoms as cyclic atoms, and at least one carbon-carbon double bond, and is not aromatic. C1-C 10 Non-limiting examples of heterocyclic alkenyl groups include 2,3-dihydrofuranyl and 2,3-dihydrothiophenyl. As used herein, the term "C2-C" is used in conjunction with these examples. 10 "Heterocyclic alkenyl" refers to a group that has a C2-C... 10 Divalent groups with the same structure as heterocyclic alkenyl groups.

[0668] As used in this article, the term "C6-C" 60 "Aryl" refers to a monovalent group in a carbocyclic aromatic system having 6 to 60 carbon atoms as cyclic atoms, and as used herein in the term "C6-C". 60 "Arylene" refers to a divalent group in a carbocyclic aromatic system with 6 to 60 carbon atoms as cyclic atoms. (C6-C) 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthraceneyl, phenanthryl, pyrene, and Base. When C6-C 60 Aryl and C6-C 60 When each of the aryl groups comprises two or more rings, the rings can fused together. C6-C 60 The aryl group may include a structure in which at least one carbocyclic aromatic ring is fused with at least one cycloalkane ring, for example, a structure in which one benzene ring is fused with a cyclohexane ring or a cyclopentane ring.

[0669] As used in this article, the term "C7-C" 60 "alkylaryl" refers to an alkyl group formed by at least one C1-C2 group. 54 Alkyl-substituted C6-C 59 Aryl.

[0670] As used in this article, the term "C1-C" 60 "Heteroaryl" refers to a monovalent group having a cyclic aromatic system having at least one heteroatom, such as N, O, P, Si, or S, as a cyclic atom, and 1 to 60 carbon atoms as cyclic atoms. The term "C1-C" is used herein. 60 "Hypo-heteroaryl" refers to a divalent group having a cyclic aromatic system having at least one heteroatom, such as N, O, Si, P, or S, as a cyclic atom, and 1 to 60 carbon atoms as cyclic atoms. C1-C 60 Non-limiting examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl. When C1-C... 60heteroaryl and C1-C 60 When each heteroaryl group comprises two or more rings, the rings can fused together.

[0671] As used in this article, the term "C2-C" 60 "alkyl heteroaryl" refers to an alkyl group formed by at least one C1-C2 group. 59 Alkyl-substituted C1-C 59 Mixed aromatic compounds.

[0672] As used in this article, the term "C6-C" 60 "Aryloxy group" refers to -OA 102 (where A) 102 For C6-C 60 Aryl), and as used herein, the term "C6-C" 60 "Arylthio" refers to -SA 103 (where A) 103 For C6-C 60 Aryl).

[0673] The C1-C used in this article 60 Heteroaryl groups represent -OA 104 (where A) 104 For C1-C 60 (Heteroaryl), and C1-C 60 Heteroaryl thiols represent -SA 105 (where A) 105 For C1-C 60 (Miscellaneous aromatics).

[0674] As used herein, the term "monovalent nonaromatic fused polycyclic group" refers to a monovalent group (e.g., having 8 to 60 carbon atoms) that has two or more rings fused together, has only carbon atoms as cyclic atoms, and is not aromatic in its entirety. Non-limiting examples of monovalent nonaromatic fused polycyclic groups include the fluorene group. As used herein, the term "divalent nonaromatic fused polycyclic group" refers to a divalent group having the same structure as a monovalent nonaromatic fused polycyclic group.

[0675] As used herein, the term "monovalent nonaromatic fused heterocyclic group" refers to a monovalent group (e.g., having 1 to 60 carbon atoms) that has two or more rings fused together, has heteroatoms such as N, O, P, Si, or S as cyclic atoms in addition to carbon atoms, and is not aromatic in its overall structure. Non-limiting examples of monovalent nonaromatic fused heterocyclic groups include the carbazole group. As used herein, the term "divalent nonaromatic fused heterocyclic group" refers to a divalent group having the same structure as a monovalent nonaromatic fused heterocyclic group.

[0676] As used in this article, the term "C5-C"30 A "carbocyclic group" refers to a saturated or unsaturated cyclic group having only 5 to 30 carbon atoms as cyclic atoms. (C5-C) 30 The carbocyclic group can be a monocyclic or polycyclic group. For example, as used herein, "(unsubstituted or with at least one R)" 1a (Replacement) C5-C 30 Examples of "carbocyclic groups" may include (each unsubstituted or substituted with at least one R) 1a Substituted) adamantyl group, norbornene group, bicyclo[1.1.1]pentyl group, bicyclo[2.1.1]hexyl group, bicyclo[2.2.1]heptane (norbornene) group, bicyclo[2.2.2]octyl group, cyclopentyl group, cyclohexyl group, cyclohexene group, phenyl group, indene group, naphthyl group, anthracene group, phenanthrene group, benzo[9,10]phenanthrene group, pyrene group, Groups, 1,2,3,4-tetrahydronaphthalene group, cyclopentadienyl group, and fluorene group.

[0677] As used in this article, the term "C1-C" 30 A "heterocyclic group" refers to a saturated or unsaturated cyclic group that has at least one heteroatom, such as N, O, Si, P, or S, as a cyclic atom in addition to 1 to 30 carbon atoms. C1-C 30 Heterocyclic groups can be monocyclic or polycyclic. As used herein, “(unsubstituted or with at least one R)” 1a (replaced) C1-C 30 Examples of "heterocyclic groups" may include (each unsubstituted or substituted by at least one R) 1aSubstituted thiophene group, furan group, pyrrole group, thiophene group, borocyclopentadien group, phosphacyclopentadien group, selenophene group, germanium heterocyclopentadien group, benzothiophene group, benzofuran group, indole group, benzothiophene group, benzoboron heterocyclopentadien group, benzophosphacyclopentadien group, benzoselenophene group, benzogermanium heterocyclopentadien group, dibenzothiophene group, dibenzofuran group, carbazole group, dibenzothiophene group, dibenzoboron heterocyclopentadien group, dibenzophosphacyclopentadien group, dibenzoselenophene group, dibenzogermanium heterocyclopentadien group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, dibenzothiophene 5,5-dioxide group, azabenzothiophene group, azabenzofuran group, azaindole group, azaindene group, nitrogen The following groups are listed: benzothiophene group, azibabenzoborane group, azibabenzophosphacyclopentadiene group, azibabenzoselenophene group, azibabenzogeranecyclopentadiene group, azibadibenzothiophene group, azibadibenzofuran group, azibacarbazole group, azibafluorene group, azibadibenzothiophene group, azibadibenzoboranecyclopentadiene group, azibadibenzophosphacyclopentadiene group, azibadibenzoselenophene group, azibadibenzogeranecyclopentadiene group, azibadibenzothiophene 5-oxide group, aziba-9H-fluorene-9-one group, azibadibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazolinine group, phenanthrene-rhein group, pyrazole group, imidazole group, triazole group. azole group, iso- azole group, thiazole group, isothiazole group, Diazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzo[] azole group, benzothiazole group, benzo[] The diazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group, and 5,6,7,8-tetrahydroquinoline group.

[0678] In this specification, TMS stands for *-Si(CH3)3, and TMG stands for *-Ge(CH3)3.

[0679] Replacement C5-C 30 Carbocyclic groups, substituted C1-C 30 Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 cycloalkyl, substituted C1-C10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 aryloxy groups, substituted C6-C 60 Arylthioyl, substituted C1-C 60 heteroaryl, substituted C1-C 60 Heteroaryl groups, substituted C1-C 60 At least one substituent of the heteroaryl thio group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heterocyclic group may be:

[0680] 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 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 alkylthio or C1-C 60 Alkoxy;

[0681] Each of the following C1-C is replaced: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 alkylthio or C1-C 60 Alkoxy 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, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q) 11 (Q) 12 ), -Si(Q 13(Q) 14 (Q) 15 -Ge(Q) 13 (Q) 14 (Q) 15 -B(Q) 16 (Q) 17 -P(=O)(Q) 18 (Q) 19 ), or combinations thereof;

[0682] C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups;

[0683] Each of the following C3-C is replaced: 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q) 21 (Q) 22 ), -Si(Q 23 (Q) 24 (Q) 25 -Ge(Q) 23 (Q) 24 (Q) 25 -B(Q) 26 (Q) 27 -P(=O)(Q) 28 (Q) 29 ), or a combination thereof; or

[0684] -N(Q 31 (Q) 32 ), -Si(Q 33 (Q) 34 (Q) 35 -Ge(Q) 33 (Q) 34 (Q) 35 -B(Q) 36 (Q) 37 ), or -P(=O)(Q 38 (Q) 39 ),and

[0685] Q1 to Q9, Q 11 To Q 19 Q 21 To Q 29 , and Q 31 To Q 39 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. 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10Heterocyclic alkenyl, 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, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, or substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups.

[0686] The compounds and organic light-emitting devices according to the embodiments will be described in further detail below with reference to synthesis examples and examples. However, the following examples are not intended to limit the scope of this disclosure. The phrase "using 'B' instead of 'A'" used in describing the synthesis examples means that the amount of 'A' used is the same as the amount of 'B' used in molar equivalents.

[0687] Example

[0688] Synthesis Example 1: Synthesis of Compound 2

[0689]

[0690]

[0691] (1) Synthesis of compound 2-F

[0692] (1-1) Synthesis of compound 2-F(C)

[0693] Compound 2-F(A) (15.0 g, 50 mmol), compound 2-F(B) (7.10 g, 50 mmol), and Cs₂CO₃ (65.6 g, 201 mmol) were mixed with 350 mL of DMF and stirred at 110°C for 24 hours. After the reaction was complete, the mixture was cooled to room temperature and subjected to extraction with saturated aqueous NH₄Cl and MC. The extracted organic layer was dried over anhydrous MgSO₄ and filtered, and the filtrate was concentrated under reduced pressure. The resulting product was subjected to silica gel column chromatography to obtain 16.0 g (76% yield) of compound 2-F(C).

[0694] HPLC-MS: 417.9 [M+H] +

[0695] (1-2) Synthesis of compound 2-F(E)

[0696] Compound 2-F(C) (16.0 g, 38 mmol), compound 2-F(D) (12.6 g, 38 mmol), Pd(PPh3)4 (4.41 g, 3.8 mmol), and K2CO3 (15.8 g, 114 mmol) were mixed with 380 mL of 1,4-dioxane:H2O (3:1) and stirred at 100°C for 12 hours. After the reaction was complete, the mixture was cooled to room temperature and subjected to extraction with saturated aqueous NH4Cl solution and MC. The extracted organic layer was dried over anhydrous MgSO4 and filtered, and the filtrate was concentrated under reduced pressure. The resulting product was subjected to silica gel column chromatography to obtain 16.3 g (86% yield) of compound 2-F(E).

[0697] HPLC-MS: 497.17 [M+H] +

[0698] (1-3) Synthesis of compound 2-F(G)

[0699] Compound 2-F(E) (10 g, 20 mmol), compound 2-F(F) (4.31 g, 24 mmol), Pd2(dba)3 (1.85 g, 2.0 mmol), SPhos (1.74 mmol), and K2CO3 (4.2 g, 30 mmol) were mixed with 200 mL of 1,4-dioxane:H2O (3:1) and stirred at 100°C for 12 hours. After the reaction was complete, the mixture was cooled to room temperature and subjected to extraction with saturated aqueous NH4Cl solution and MC. The extracted organic layer was dried over anhydrous MgSO4 and filtered, and the filtrate was concentrated under reduced pressure. The resulting product was subjected to silica gel column chromatography to obtain 9.0 g (81% yield) of compound 2-F(G).

[0700] HPLC-MS: 551.47 [M+H] +

[0701] (1-4) Synthesis of compound 2-F

[0702] In a round-bottom flask, [compound 2-F(G)] (9.0 g, 14 mmol), Pd / C (10 wt%, supported on carbon, 1.8 g), and ammonium formate (18.11 g, 361 mmol) were added and mixed with ethanol (180 mL) and stirred under reflux at 80°C for 4 hours. After the reaction was complete, the temperature was lowered to room temperature, and then, after filtration through diatomaceous earth, EA and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. An organic solvent layer was obtained by extraction with EA, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 7.8 g (75% yield) of compound 2-F.

[0703] HPLC-MS: 520.46 [M+H] +

[0704] (2) Synthesis of compound 2-C

[0705] Compound 2-A (7.0 g, 20 mmol), compound 2-B (7.31 g, 36 mmol), Pd2(dba)3 (2.77 g, 3 mmol), SPhos (2.49 g, 6 mmol), and NaO were used. t Bu (4.37 g, 45 mmol) was mixed with 150 mL of toluene and stirred at 110 °C for 12 hours. After the reaction was complete, the mixture was cooled to room temperature and subjected to extraction with saturated aqueous ammonium chloride (NH4Cl) and dichloromethane (MC). The separated organic layer was dried over anhydrous magnesium sulfate (MgSO4) and filtered, and the filtrate was concentrated under reduced pressure. The resulting product was subjected to silica gel column chromatography to obtain 9.8 g (93% yield) of compound 2-C.

[0706] HPLC-MS: 348.17 [M+H] +

[0707] (3) Synthesis of compound 2-D

[0708] Compound 2-C (9.8 g, 28 mmol) was dissolved in 280 mL of MC, and the mixture was cooled to 0 °C. Then, 1.0 M BBr3 (56 mL, 56 mmol) was slowly added dropwise. The mixture was stirred at room temperature for 2 hours. After the reaction was complete, the mixture was cooled to 0 °C, and water was added dropwise. The residual BBr3 was subjected to a quenching (rapid cooling) process. After neutralizing the solution with a saturated aqueous sodium bicarbonate (NaHCO3) solution, the organic layer obtained by the extraction process was dried over anhydrous MgSO4 and filtered, and the filtrate was concentrated under reduced pressure. The resulting product was subjected to silica gel chromatography to obtain 7.2 g (77% yield) of compound 2-D.

[0709] HPLC-MS: 334.16 [M+H] +

[0710] (4) Synthesis of compound 2-E

[0711] Compound 2-D (7.2 g, 22 mmol), 1-bromo-3-iodobenzene (6.72 g, 24 mmol), CuI (1.36 g, 7 mmol), pyridinecarboxylic acid (1.17 g, 9.50 mmol), and K3PO4 (12.60 g, 59 mmol) were mixed with 250 mL of DMSO and stirred at 100 °C for 12 hours. After the reaction was complete, the mixture was cooled to room temperature and subjected to extraction with saturated aqueous NH4Cl solution and ethyl acetate (EA). The separated organic layer was dried over anhydrous MgSO4 and filtered, and the filtrate was concentrated under reduced pressure. The resulting product was subjected to silica gel chromatography to obtain 9.2 g (79% yield) of compound 2-E.

[0712] HPLC-MS: 490.08 [M+H] +

[0713] (5) Synthesis of compound 2-G

[0714] In a round-bottom flask, compound 2-E (5.98 g, 12 mmol), compound 2-F (6.35 g, 12 mmol), Pd2(dba)3 (1.12 g, 1 mmol), SPhos (1 g, 2 mmol), and NaOtBu (1.76 g, 18 mmol) were added and mixed with 100 mL of toluene. The mixture was stirred under reflux at 110 °C for 12 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer obtained by extraction with EA was dried over anhydrous MgSO4 and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 10.6 g (39% yield) of compound 2-G.

[0715] HPLC-MS: 927.68 [M+H] +

[0716] (6) Synthesis of compound 2-H

[0717] In a round-bottom flask, compound 2-G (10.6 g, 11 mmol) and p-toluenesulfonic acid (0.18 g, 2 mmol) were added and mixed with 80 mL of triethyl orthoformate, and stirred under reflux at 80 °C for 12 hours. After the reaction was complete, the temperature was lowered to room temperature, and then EA and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. An organic solution layer was obtained by extraction with EA, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 10.5 g (49% yield) of compound 2-H.

[0718] HPLC-MS: 937.87 [M+H] +

[0719] (7) Synthesis of Compound 2

[0720] In a round-bottom flask, compound 2-H (9 g, 4.70 mmol), K₂PtCl₄ (4.06 g, 5.17 mmol), and NaOAc (2.41 g, 29 mmol) were added and mixed with 80 mL of dioxane. The mixture was stirred under reflux at 100 °C for 12 hours. After the reaction was complete, the temperature was lowered to room temperature, and then EA and a saturated aqueous ammonium chloride solution were added to the reaction mixture. An organic solution layer was obtained by extraction with EA, dried over anhydrous MgSO₄, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 1.7 g (17% yield) of compound 2.

[0721] HPLC-MS: 1130.62 [M+H] +

[0722] Synthesis Example 2: Synthesis of Compound 1

[0723]

[0724]

[0725] (1) Synthesis of compound 1-A

[0726] (1-1) Synthesis of compound 1-A(B)

[0727] Compound 2-F(E) (16.3 g, 33 mmol), compound 1-A(A) (5.01 g, 39 mmol), Pd2(dba)3 (3.01 g, 3.3 mmol), SPhos (2.7 g, 7 mmol), and K2CO3 (6.82 g, 49 mmol) were mixed with 330 mL of 1,4-dioxane:H2O (3:1) and stirred at 100°C for 12 hours. After the reaction was complete, the mixture was cooled to room temperature and subjected to extraction with saturated aqueous NH4Cl solution and MC. The extracted organic layer was dried over anhydrous MgSO4 and filtered, and the filtrate was concentrated under reduced pressure. The resulting product was subjected to silica gel column chromatography to obtain 13.0 g (79% yield) of compound 1-A(B).

[0728] HPLC-MS: 499.32 [M+H] +

[0729] (1-2) Synthesis of compound 1-A

[0730] In a round-bottom flask, [Compound 1-A(B)] (7.0 g, 14 mmol), Pd / C (10 wt%, supported on carbon, 1.4 g), and ammonium formate (14.08 g, 281 mmol) were added and mixed with ethanol (140 mL) and stirred under reflux at 80°C for 4 hours. After the reaction was complete, the temperature was lowered to room temperature, and then, after filtration through diatomaceous earth, EA and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. An organic solvent layer was obtained by extraction with EA, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel column chromatography to obtain 6.5 g (80% yield) of [Compound 1-A].

[0731] HPLC-MS: 470.43 [M+H] +

[0732] (2) Synthesis of compound 1-B

[0733] Compound 1-B (82% yield) was synthesized in the same manner as in the synthesis of compound 2-G in Synthesis Example 1, except that compound 1-A was used instead of compound 2-F.

[0734] HPLC-MS: 876.39 [M+H] +

[0735] (3) Synthesis of compound 1-C

[0736] Compound 1-C was synthesized in the same manner as in the synthesis of compound 2-H in Synthesis Example 1 (95% yield), except that compound 1-B was used instead of compound 2-G.

[0737] HPLC-MS: 886.39 [M+H] +

[0738] (4) Synthesis of Compound 1

[0739] Compound 1 was synthesized in the same manner as in the synthesis of compound 2 in Synthesis Example 1 (16% yield), except that compound 1-C was used instead of compound 2-H.

[0740] HPLC-MS: 1079.60 [M+H] +

[0741] Synthesis Example 3: Synthesis of Compound 46

[0742]

[0743] (1) Synthesis of compound 46-C

[0744] Compound 46-C was synthesized in the same manner as in the synthesis of compound 2-C in Synthesis Example 1 (89% yield), except that compound 46-A was used instead of compound 2-A.

[0745] HPLC-MS: 364.20 [M+H] +

[0746] (2) Synthesis of compound 46-D

[0747] Compound 46-D was synthesized in the same manner as in the synthesis of compound 2-D in Synthesis Example 1 (80% yield), except that compound 46-C was used instead of compound 2-C.

[0748] HPLC-MS: 350.18 [M+H] +

[0749] (3) Synthesis of compound 46-E

[0750] Compound 46-E was synthesized in the same manner as in the synthesis of compound 2-E in Synthesis Example 1 (73% yield), except that compound 46-D was used instead of compound 2-D.

[0751] HPLC-MS: 506.11 [M+H] +

[0752] (4) Synthesis of compound 46-G

[0753] Compound 46-G was synthesized in the same manner as in the synthesis of compound 2-G in Synthesis Example 1 (48% yield), except that compound 46-E was used instead of compound 2-E.

[0754] HPLC-MS: 944.68 [M+H] +

[0755] (5) Synthesis of compound 46-H

[0756] Compound 46-H was synthesized in the same manner as in the synthesis of compound 2-H in Synthesis Example 1 (95% yield), except that compound 46-G was used instead of compound 2-G.

[0757] HPLC-MS: 954.66 [M+H] +

[0758] (6) Synthesis of compound 46

[0759] Compound 46 (23% yield) was synthesized in the same manner as in the synthesis of compound 2 in Synthesis Example 1, except that compound 46-H was used instead of compound 2-H.

[0760] HPLC-MS: 1147.67 [M+H] +

[0761] Synthesis Example 4: Synthesis of Compound 91

[0762]

[0763] 1) Synthesis of compound 91-C

[0764] Compound 91-C was synthesized in the same manner as in the synthesis of compound 2-C in Synthesis Example 1 (62% yield), except that compound 91-A was used instead of compound 2-A.

[0765] HPLC-MS: 460.32 [M+H]+

[0766] (2) Synthesis of compound 91-D

[0767] Compound 91-D was synthesized in the same manner as in the synthesis of compound 2-D in Synthesis Example 1 (88% yield), except that compound 91-C was used instead of compound 2-C.

[0768] HPLC-MS: 447.31 [M+H] +

[0769] (3) Synthesis of compound 91-E

[0770] Compound 91-E was synthesized in the same manner as in the synthesis of compound 2-E in Synthesis Example 1 (75% yield), except that compound 91-D was used instead of compound 2-D.

[0771] HPLC-MS: 601.25 [M+H] +

[0772] (4) Synthesis of compound 91-G

[0773] Compound 91-G was synthesized in the same manner as in the synthesis of compound 2-G in Synthesis Example 1 (79% yield), except that compound 91-E was used instead of compound 2-E.

[0774] HPLC-MS: 1040.77 [M+H] +

[0775] (5) Synthesis of compound 91-H

[0776] Compound 91-H was synthesized in the same manner as in the synthesis of compound 2-H in Synthesis Example 1 (39% yield), except that compound 91-G was used instead of compound 2-G.

[0777] HPLC-MS: 1050.75 [M+H] +

[0778] (6) Synthesis of compound 91

[0779] Compound 91 (36% yield) was synthesized in the same manner as in the synthesis of compound 2 in Synthesis Example 1, except that compound 91-H was used instead of compound 2-H.

[0780] HPLC-MS: 1242.70 [M+H] +

[0781] Example 1

[0782] The ITO glass substrate was cut to a size of 50 mm x 50 mm x 0.5 mm, and then ultrasonically treated with acetone, isopropanol and pure water for 15 minutes each, followed by cleaning by exposure to UV ozone for 30 minutes. The resulting glass substrate was then loaded onto a vacuum deposition apparatus.

[0783] Subsequently, m-MTDATA was deposited on the ITO electrode (i.e., anode) of the glass substrate at a deposition rate of 1 Å / s to form a hole injection layer with a thickness of 600 Å, and α-NPD was deposited on the hole injection layer at a deposition rate of 1 Å / s to form a hole transport layer with a thickness of 250 Å.

[0784] Compound 1 (as a dopant) and CBP (as the host) were co-deposited on the hole transport layer at deposition rates of 0.1 Å / s and 1 Å / s, respectively, to form an emitter layer with a thickness of 400 Å.

[0785] A hole-blocking layer with a thickness of 50 Å is formed by depositing BAlq on the emitter layer at a deposition rate of 1 Å / s, an electron transport layer with a thickness of 300 Å is formed by depositing Alq3 on the hole-blocking layer, an electron injection layer with a thickness of 10 Å is formed by depositing LiF on the electron transport layer, and an electron injection layer with a thickness of 1,200 Å is formed by vacuum depositing Al on the electron injection layer to form a second electrode (i.e., cathode) with a thickness of 1,200 Å. This completes the fabrication of an organic light-emitting device with the following structure: ITO / m-MTDATA (600 Å) / α-NPD (250 Å) / CBP + compound 1 (10 wt%) (400 Å) / BAlq (50 Å) / Alq3 (300 Å) / LiF (10 Å) / Al (1,200 Å).

[0786]

[0787] Examples 2 to 4 and Comparative Examples 1 to 4

[0788] The organic light-emitting device was manufactured in the same manner as in Example 1, except that, when forming the emission layer, the compounds shown in Table 2 were used instead of compound 1 as dopants.

[0789] Evaluation Example 1: Characterization of Organic Light-Emitting Devices

[0790] For each of the organic light-emitting devices in Examples 1 to 4 and Comparative Examples 1 to 4, the half-width (FWHM) and maximum emission wavelength (λ) were evaluated. max ) and lifetime characteristics (T 95The results are shown in Table 2. An ammeter-voltmeter (Keithley 2400) and a luminance meter (Minolta Cs-1000A) were used as evaluation equipment. Lifetime characteristics (T...) 95 The evaluation was conducted by measuring the time required for the brightness to reach 95% of the initial brightness (100%), and the results were recorded as relative values ​​in Table 2.

[0791] Table 2

[0792]

[0793]

[0794]

[0795] Referring to Table 2, it is confirmed that the organic light-emitting devices according to the embodiments have a long lifetime and are suitable for emitting deep blue light. In particular, the organic light-emitting devices of Examples 1 to 4 have superior lifetime characteristics compared to those of Comparative Examples 1 to 4.

[0796] Example 5

[0797] A glass substrate with an ITO electrode on it was cut to a size of 50 mm x 50 mm x 0.5 mm, and then ultrasonically treated with acetone, isopropanol and pure water for 15 minutes each, followed by cleaning by exposure to UV ozone for 30 minutes. The resulting glass substrate was then loaded onto a vacuum deposition apparatus.

[0798] Subsequently, HAT-CN is deposited on the ITO electrode (i.e., anode) of the glass substrate to form a hole injection layer with a thickness of 100 Å, NPB is deposited on the hole injection layer to form a first hole transport layer with a thickness of 500 Å, TCTA is deposited on the first hole transport layer to form a second hole transport layer with a thickness of 50 Å, and mCP is deposited on the second hole transport layer to form an electron blocking layer with a thickness of 50 Å.

[0799] A first host (compound H1), a second host (compound H2), a sensitizer (compound 1), and an emitter (compound BD1-5) were co-deposited on an electron blocking layer to form an emitter layer with a thickness of 400 Å. Here, the first host and the second host were mixed in a weight ratio of 60:40, and the amounts of the sensitizer and the emitter were adjusted to 15 wt% and 1 wt%, respectively, based on the total weight of the first host, the second host, the sensitizer, and the emitter.

[0800] DBFPO is deposited on the emitter layer to form a hole blocking layer with a thickness of 100 Å. DBFPO and LiQ (Liq) are co-deposited on the hole blocking layer in a 5:5 weight ratio to form an electron transport layer with a thickness of 300 Å. LiQ is deposited on the electron transport layer to form an electron injection layer with a thickness of 10 Å. Al is deposited on the electron injection layer to form a cathode with a thickness of 1,000 Å, thereby completing the fabrication of the organic light-emitting device.

[0801]

[0802]

[0803] Examples 6 to 8 and Comparative Examples 5 to 9

[0804] The organic light-emitting device was manufactured in the same manner as in Example 5, except that the compounds shown in Table 3 were used as sensitizers when forming the emitting layer.

[0805] Evaluation Example 2: Characterization of Organic Light-Emitting Devices

[0806] For each of the organic light-emitting devices of Examples 5 to 8 and Comparative Examples 5 to 9, the maximum emission wavelength (λ) was evaluated. max External quantum efficiency (EQE) and lifetime characteristics (T) 95 The results are shown in Table 3. An ammeter-voltmeter (Keithley 2400) and a luminance meter (Minolta Cs-1000A) were used as evaluation equipment. Lifetime characteristics (T...) 95 The evaluation was conducted by measuring the time required for the brightness to reach 95% of the initial brightness of 100%, and the results were recorded as relative values ​​to Comparative Example 6 in Table 3.

[0807] Table 3

[0808]

[0809]

[0810]

[0811] Referring to Table 3, it is confirmed that the organic light-emitting devices according to the embodiments have high EQE and long lifetime and are suitable for deep blue light emission. In particular, compared with the organic light-emitting devices of Comparative Examples 5 to 9, the organic light-emitting devices of Examples 5 to 8 have significantly higher EQE and significantly better lifetime characteristics.

[0812] The organometallic compounds exhibit excellent photochemical stability, and organic light-emitting devices using these compounds can achieve improved efficiency and lifetime. Therefore, high-quality organic light-emitting devices can be realized by using these organometallic compounds.

[0813] It should be understood that the embodiments described herein are to be considered in a descriptive sense only and are not intended for limiting purposes. The descriptions of features or aspects in each embodiment should typically be considered applicable to other similar features or aspects in other embodiments. Although one or more embodiments have been described with reference to the accompanying drawings, those skilled in the art will understand that various changes in form and detail may be made therein without departing from the spirit and scope defined by the appended claims.

Claims

1. Organometallic compounds, represented by Formula 1: Formula 1 M1(L 11 ) n11 (L 12 ) n12 in, In Equation 1, M1 is a transition metal. L 11 For the ligand represented by Equation 1-1, L 12 It is an organic ligand. n11 is 1, n12 is 0, 1, or 2. Equation 1-1 In Equation 1-1, *1 to *4 each represent a binding site with M1. A 10 It contains an N-containing heterocyclic group. A 20 and A 30 Each independently is C5-C 30 Carbocyclic groups or C1-C 30 Heterocyclic groups, T1 is a single bond, *-N(R1)-*', *-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-*'. T2 is a single bond, *-N(R3)-*', *-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-*'. X 11 For C(R) 11 ) or N, and X 12 For C(R) 12 ) or N, X 20 It is C or N, and X 30 For C or N, X 21 X 22 X 31 and X 32 Each can be independently represented as C or N. Ar1 has a molecular weight of 350 g / mol or greater and is a group represented by Formula 2. Formula 2 In Equation 2, E1 and E5 are each independently a deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9), E2 to E4 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9), * indicates a binding site with an adjacent atom. Ar1 has an asymmetric structure. R 11 and R 12 Each of the following groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9), R 11 and R 12 Optionally combined with each other to form an unsubstituted or R-shaped structure. 10 Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10 Replacement C1-C 30 Heterocyclic groups, R1 to R4, R 10 R 20 R 30 R 41 and R 44 Each of the following groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C2-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9), R1 to R4, R 10 R 20 R 30 R 41 and R 44 At least two adjacent groups in the C5-C may optionally combine to form a substituted or unsubstituted C5-C. 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups, The quantity of R is b20 20 At least two of them are optionally linked together to form substituted or unsubstituted C5-C. 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups, The quantity of R is b30 30 At least two of them are optionally linked together to form substituted or unsubstituted C5-C. 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups, b20 and b30 are each independently 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10. When b20 is 2 or greater, two or more R 20 They are the same or different from each other, and when b30 is 2 or greater, two or more Rs 30 Whether they are the same or different, R 42 C1-C, whether substituted or not 60 Alkyl, and R 42 Having a molecular weight of 18 g / mol or greater, R 43 It is a deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, 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 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, 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 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9), R 42 and R 43 At least one of them has a molecular weight of 19 g / mol or greater. Replacement C5-C 30 Carbocyclic groups, substituted C1-C 30 Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 aryloxy groups, substituted C6-C 60 Arylthioyl, substituted C1-C 60 The substituents of the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heterocyclic group are each independently: Deuterium, -F, -Cl, -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, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 alkylthio or C1-C 60 Alkoxy; Each of the following C1-C is replaced: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkylthio or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -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, phosphate group or its salt, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q) 11 (Q) 12 ), -Si(Q 13 (Q) 14 (Q) 15 -Ge(Q) 13 (Q) 14 (Q) 15 -B(Q) 16 (Q) 17 -P(=O)(Q) 18 (Q) 19 ), or combinations thereof; C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups; Each of the following C3-C is replaced: 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 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 -Ge(Q) 23 (Q) 24 (Q) 25 -B(Q) 26 (Q) 27 -P(=O)(Q) 28 (Q) 29 ), or a combination thereof; or -N(Q 31 )(Q 32 )、-Si(Q 33 )(Q 34 )(Q 35 )、-Ge(Q 33 )(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、or -P(=O)(Q 38 )(Q 39 ), and Q1 to Q9, Q 11 To Q 19 Q 21 To Q 29 , and Q 31 To Q 39 Each of the following groups is 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, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C1-C 60 Alkyl-substituted C6-C 60 Aryl, C6-C 60 Aryl-substituted C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups.

2. The organometallic compound of claim 1, wherein M1 is platinum (Pt), palladium (Pd), or gold (Au).

3. The organometallic compound of claim 1, wherein A 10 For groups represented by one of the formulas A10-1 to A10-20: in, In equations A10-1 to A10-20, R 11 and R 12 Each as defined in claim 1, R 13 To R 16 Each independently as described in claim 1 for R 10 Defined * indicates the binding site with Ar1. *' indicates the binding site with M1, and * indicates that it is related to X 21 The binding site.

4. The organometallic compound of claim 1, wherein A 20 and A 30 Each group independently comprises a phenyl group, a naphthyl group, an anthracene group, a phenanthrene group, a benzo[9,10]phenanthrene group, a pyrene group, and Groups, cyclopentadienyl group, 1,2,3,4-tetrahydronaphthalene group, furan group, thiophene group, thiophene group, indene group, fluorene group, indole group, carbazole group, benzofuran group, dibenzofuran group, benzothiophene group, dibenzothiophene group, benzothiophene group, dibenzothiophene group, azafluorene group, azacarbazole group, azadibenzofuran group, azadibenzothiophene group, azadibenzothiophene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phenanthrene group, pyrrole group, pyrazole group, imidazole group, triazole group, tetraazole group azole group, iso- azole group, thiazole group, isothiazole group, Diazole group, thiadiazole group, benzopyrazole group, benzimidazole group, indazole group, benzo[] azole group, benzothiazole group, benzo[] Diazole group, benzothiadiazole group, benzotriazole group, diazaindene group, triazaindene group, 5,6,7,8-tetrahydroisoquinoline group, or 5,6,7,8-tetrahydroquinoline group.

5. The organometallic compound of claim 1, wherein A 20 For a group represented by one of formulas A20-1 to A20-13: in, In equations A20-1 to A20-13, X 20 As defined in claim 1, Y 21 For single bonds, O, S, N(R) 26 ), C(R 26 (R) 27 ), or Si(R) 26 (R) 27 ), R 21 To R 29 Each independently of the provisions of claim 1 concerning R 20 The same as described. * indicates the binding site with M1. *' indicates the binding site with N, and * indicates the binding site with T1.

6. The organometallic compound of claim 1, wherein A 30 For a group represented by one of formulas A30-1 to A30-12: in, In equations A30-1 to A30-12, X 30 As defined in claim 1, Y 31 For single bonds, O, S, N(R) 37 ), C(R 37 (R) 38 ), or Si(R) 37 (R) 38 ), R 31 To R 38 Each independently as described in claim 1 for R 30 Defined * indicates the binding site with M1. *' indicates the binding site with T2, and * indicates the binding site with T1.

7. The organometallic compound of claim 1, wherein Ar1 is a group represented by any one of the formulas Ar1-1 to Ar1-13: Ar1-1 Ar1-2 Ar1-3 Ar1-4 Ar1-5 Ar1-6 Ar1-7 Ar1-8 Ar1-9 Ar1-10 Ar1-11 Ar1-12 Ar1-13 in, In equations Ar1-1 to Ar1-13 E1 to E5 are as defined in claim 1. Y 61 and Y 62 Each is independently a single bond, O, S, N (E) 68 ), or C(E) 68 (E) 69 ), E 11 To E 18 E 21 To E 28 E 31 To E 36 E 41 To E 48 E 51 To E 57 and E 61 To E 69 Each of the following is independently: hydrogen, deuterium, -F, -Cl, -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, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkylthio or C1-C 60 Alkoxy; Each of the following C1-C is replaced: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 alkylthio or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -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, phosphate group or its salt, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q) 11 (Q) 12 ), -Si(Q 13 (Q) 14 (Q) 15 -Ge(Q) 13 (Q) 14 (Q) 15 -B(Q) 16 (Q) 17 -P(=O)(Q) 18 (Q) 19 ), or combinations thereof; C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups; Each of the following C3-C is replaced: 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q 21 (Q) 22 ), -Si(Q 23 (Q) 24 (Q) 25 -Ge(Q) 23 (Q) 24 (Q) 25 -B(Q) 26 (Q) 27 -P(=O)(Q) 28 (Q) 29 ), or combinations thereof; or -N(Q 31 )(Q 32 )、-Si(Q 33 )(Q 34 )(Q 35 )、-Ge(Q 33 )(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、or -P(=O)(Q 38 )(Q 39 ), E 11 To E 18 E 21 To E 28 E 31 To E 36 E 41 To E 48 E 51 To E 57 ; and E 61 To E 69 Two or more of them may be combined to form substituted or unsubstituted C5-C 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups, and * indicates a binding site with an adjacent atom.

8. The organometallic compound of claim 1, wherein R1 to R4, R 10 To R 12 R 20 R 30 R 41 and R 44 Each independently is: 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, C1-C 20 alkylthio or C1-C 20 Alkoxy; Each of the following C1-C is replaced: 20 Alkyl or C1-C 20 Alkoxy 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 combinations thereof; 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl; 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, or imidazopyrimidinyl: 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, cyclophosphinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzo[] azole group, benzo[a] Azolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, imidazopyrimidinyl, or combinations thereof; or -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(=O)(Q8)(Q9), and Q1 through Q9 are each independent of the following: -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or Each of the following is replaced by n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

9. The organometallic compound of claim 1, wherein the organometallic compound represented by formula 1 is represented by formula 11 or 12: Formula 11 Formula 12 in, In equations 11 and 12, M1, A 20 A 30 X 11 X 12 X 20 To X 22 X 30 To X 32 T1, T2, Ar1, R 20 R 30 R 41 To R 44 b20 and b30 are each as defined in claim 1. X 13 For C(R) 13 ) or N, X 14 For C(R) 14 ) or N, X 15 For C(R) 15 ) or N, and X 16 For C(R) 16 ) or N, and R 13 To R 16 Each independently as described in claim 1 for R 10 As defined.

10. The organometallic compound of claim 1, wherein the organometallic compound is one of compounds 1 to 324: 。 11. Organic light-emitting devices, including: First electrode; Second electrode; as well as An organic layer disposed between the first electrode and the second electrode, wherein the organic layer includes an emission layer, and The organic layer thereof comprises an organometallic compound as described in any one of claims 1 to 10.

12. The organic light-emitting device of claim 11, wherein... The emitter layer includes the organometallic compound.

13. The organic light-emitting device of claim 11, wherein the emitting layer emits light having a maximum emission wavelength in the range of 400 nm to 490 nm.

14. The organic light-emitting device of claim 11, wherein... The emission layer includes a main body and an emitter, and The emitter includes the organometallic compound.

15. The organic light-emitting device of claim 11, wherein... The emission layer includes a host, a sensitizer, and an emitter, and The sensitizer includes the organometallic compound.

16. The organic light-emitting device of claim 15, wherein the host comprises a hole transport host, an electron transport host, a bipolar host, or a combination thereof.

17. The organic light-emitting device of claim 15, wherein the emitter is a metal-free organic compound.

18. The organic light-emitting device of claim 15, wherein the host and the sensitizer are substantially non-emitting light, and the emitter emits light.

19. The organic light-emitting device of claim 11, wherein... The organic layer includes a hole transport region disposed between the first electrode and the emitter layer, and an electron transport region disposed between the emitter layer and the second electrode. The hole transport region includes at least one of the following: a hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof. The electron transport region includes at least one of the following: a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof, and At least one of the hole transport region and the electron transport region optionally includes the organometallic compound.

20. An electronic device, including an organic light-emitting device as claimed in any one of claims 11 to 19.

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