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

Abstract

Disclosed are an organometallic compound, an organic light-emitting device including the same, and an electronic device including the organic light-emitting device. The organometallic compound is represented by Formula 1: wherein, in Formula 1, M1 is a transition metal, L1 is a ligand represented by Formula 1A, L2 is a ligand represented by Formula 1B, and n1 and n2 are each independently 1 or 2, where X1 is C or N; x10 is C (R10) or N, X11 is C (R11) or N, X12 is C (R12) or N, X13 is C (R13) or N, X14 is C (R14) or N, X15 is C (R15) or N, X16 is C (R16) or N, X17 is C (R17) or N, X18 is C (R18) or N, and X19 is C (R19) or N; at least one of R2 comprises fluorine; b2 is an integer from 1 to 6; * and * 'each represent a binding site to M1; and the remaining descriptions of Formulae 1A and 1B are as provided herein. Formula 1M1 (L1) n1 (L2) n2 # imgabs0 #

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0127287 filed on September 22, 2023 in the Korean Intellectual Property Office, and all rights arising therefrom, the entire contents of which are incorporated herein by reference. Technical Field

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

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

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

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

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

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

[0009] Formula 1

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

[0011] Among them, in formula 1,

[0012] M 1 For transition metals,

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

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

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

[0016] Formula 1A

[0017]

[0018] Formula 1B

[0019]

[0020] Wherein, in Formula 1A and 1B,

[0021] X 1 is C or N,

[0022] X 10 C(R 10 ) or N, X 11 C(R 11 ) or N, X 12 C(R 12 ) or N, X 13 C(R 13 ) or N, X 14 C(R 14 ) or N, X 15 C(R 15 ) or N, X 16 C(R 16 ) or N, X 17 C(R 17 ) or N, X 18 C(R 18 ) or N, and X 19 C(R 19 ) or N,

[0023] R 2 , R 10 -R 19 , and R 31 -R 33 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 1 -C 60 Alkylthio, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 7 -C 60 Arylalkyl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 Alkyl heteroaryl, substituted or unsubstituted C 2 -C 60 Heteroarylalkyl, substituted or unsubstituted C 1 -C 60 Heteroaryloxy, substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9 ), or -P(=O)(Q 8 )(Q 9 ),

[0024] R 2 at least one of which includes fluorine,

[0025] R 2 Two or more adjacent groups are optionally bonded together to form a substituted or unsubstituted C 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic groups,

[0026] b2 is an integer from 1 to 6,

[0027] * and *' respectively represent 1 The binding site, and

[0028] Substituted C 5 -C 30 Carbocyclic groups, substituted C 1 -C 30 Heterocyclic groups, substituted C 1 -C 60 Alkyl, substituted C 2 -C 60 Alkenyl, substituted C 2 -C 60 Alkynyl, substituted C 1 -C 60 Alkoxy, substituted C 1 -C 60 Alkylthio, substituted C 3 -C 10 Cycloalkyl, substituted C 1 -C 10 Heterocycloalkyl, substituted C 3 -C 10 Cycloalkenyl, substituted C 1 -C 10 Heterocycloalkenyl, substituted C 6 -C 60 Aryl, substituted C 7 -C 60 Alkyl aryl, substituted C 7 -C 60 Arylalkyl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 Heteroaryl, substituted C 2 -C 60 Alkyl heteroaryl, substituted C 2 -C 60 Heteroarylalkyl, substituted C 1 -C 60 Heteroaryloxy, substituted C 1 -C60 The substituents of the heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group are each independently:

[0029] Deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, or C 1 -C 60 Alkylthio,

[0030] Each of the following C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, or C 1 -C 60 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 2 -C 60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-Ge(Q 11 )(Q 12 )(Q 13 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、-P(=O)(Q 18 )(Q 19 ), or a combination thereof,

[0031] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group,

[0032] Each of the following C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic condensed polycyclic group, or monovalent non-aromatic condensed heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 1 -C 60 Alkylthio, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C7 -C 60 Arylalkyl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 2 -C 60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-Ge(Q 21 )(Q 22 )(Q 23 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 )、-P(Q 28 )(Q 29 )、-P(=O)(Q 28 )(Q 29 ), or a combination thereof, or

[0033] -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 ), or -P(=O)(Q 38 )(Q 39 ),and

[0034] Q 1 -Q 9 , Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 1 -C 60 Alkylthio, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 7 -C 60 Arylalkyl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 Alkyl heteroaryl, substituted or unsubstituted C 2 -C 60 Heteroarylalkyl, substituted or unsubstituted C 1 -C 60 Heteroaryloxy, substituted or unsubstituted C 1 -C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0035] According to another aspect, an organic light emitting device includes a first electrode, a second electrode, and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer includes an emission layer, and wherein the organic layer includes at least one of the organic metal compounds represented by Formula 1.

[0036] At least one of the organometallic compounds represented by Formula 1 may be included in the emission layer of the organic layer, and the at least one of the organometallic compounds represented by Formula 1 included in the emission layer may serve as a dopant. BRIEF DESCRIPTION OF THE DRAWINGS

[0037] By combining Figure 1 The above and other aspects, features, and advantages of some exemplary embodiments will become more apparent upon consideration of the following detailed description, Figure 1 Schematic cross-sectional views showing organic light emitting devices according to one or more embodiments. DETAILED DESCRIPTION

[0038] Exemplary embodiments will now be described in further detail, examples of which are illustrated in the accompanying drawings. In this regard, the exemplary embodiments may have different forms and should not be construed as being limited to the detailed description set forth herein. Therefore, exemplary embodiments are described below with reference to the accompanying drawings to illustrate some aspects and features. As used herein, the term "and / or" includes any and all combinations of one or more of the related enumerated items. The expression "at least one (kind)" modifies the entire list of elements and does not modify the individual elements of the list when it is before or after the list of elements.

[0039] The terms used herein are only used for the purpose of describing one or more exemplary embodiments and are not intended to be restrictive. As used herein, the singular forms "a (kind) (indefinite article) (a, an)" and "the (the)" are also intended to include plural forms, unless the context clearly indicates otherwise. The term "or" means "and / or". It will be further understood that the term "comprising" or "including" when used in this specification indicates that there are stated features, regions, wholes, steps, operations, elements, and / or components, but does not exclude the presence or addition of one or more other features, regions, wholes, steps, operations, elements, components, and / or their collections.

[0040] It will be understood that although the terms first, second, third, etc. can be used to describe various elements, components, regions, layers and / or parts in this article, these elements, components, regions, layers and / or parts should not be limited by these terms. These terms are only used to distinguish an element, component, region, layer or part from other elements, components, regions, layers or parts. Therefore, without departing from the teaching of the present embodiment, the first element, component, region, layer or part discussed below can be referred to as the second element, component, region, layer or part.

[0041] Exemplary embodiments are described herein with reference to cross-sectional views as schematic diagrams of idealized embodiments. Thus, deviations from the shapes of the figures as a result of, for example, manufacturing techniques and / or tolerances are to be expected. Therefore, the embodiments described herein should not be construed as being limited to the specific shapes of the regions as illustrated herein, but rather include deviations in shape, for example, caused by manufacturing. For example, a region illustrated or described as flat may typically have rough and / or nonlinear features. Moreover, the illustrated sharp corners may be rounded. Therefore, the regions shown in the figures are schematic in nature and their shapes are not intended to illustrate the precise shapes of the regions and are not intended to limit the scope of the claims.

[0042] It will be understood that when an element is referred to as being “on” another element, it can be in direct contact with the other element or intervening elements may exist therebetween. In contrast, when an element is referred to as being “directly on” another element, there are no intervening elements.

[0043] Unless otherwise defined, all terms (including technical and scientific terms) used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this general inventive concept belongs. It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having a meaning consistent with their meaning in the context of this disclosure and the relevant art, and will not be interpreted in an idealized or overly formal sense unless clearly so defined herein.

[0044] As used herein, "about" or "approximately" includes the stated value and means within an acceptable range of deviation for the particular value as determined by one of ordinary skill in the art taking into account the measurement in question and the errors associated with the measurement of the particular quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations, or within ±5%, relative to the stated value.

[0045] As used herein, an "energy level" (e.g., a singlet state (S 1 ) energy level or triplet state (T 1 ) energy level) is expressed as an absolute value from the vacuum energy level. In addition, when the energy level is referred to as "deep", "high" or "large", the energy level has a large absolute value based on the vacuum energy level of "0 electron volt (eV)", and when the energy level is referred to as "shallow", "low" or "small", the energy level has a small absolute value based on the vacuum energy level of "0 eV".

[0046] One aspect provides an organometallic compound represented by Formula 1:

[0047] Formula 1

[0048] M 1 (L1 ) n1 (L 2 ) n2

[0049] Where M in Formula 1 1 For transition metals.

[0050] For example, M 1 It can be a first row transition metal, a second row transition metal, or a third row transition metal of the periodic table.

[0051] In one or more embodiments, M 1 It may be iridium, platinum, osmium, palladium, gold, titanium, zirconium, hafnium, europium, terbium, thulium, or rhodium.

[0052] In one or more embodiments, M 1 It may be iridium, platinum, osmium, or rhodium.

[0053] In one or more embodiments, M 1 It may be iridium.

[0054] In Formula 1, n1 is 1 or 2, and n2 is 1 or 2.

[0055] In one or more embodiments, the sum of n1 and n2 may be 2 or 3.

[0056] In one or more embodiments, M 1 M may be iridium, and the sum of n1 and n2 may be 3. For example, M 1 It can be iridium, n1 can be 2, and n2 can be 1.

[0057] In one or more embodiments, M 1 It may be platinum, and the sum of n1 and n2 may be 2.

[0058] In formula 1, L 1 is a ligand represented by Formula 1A:

[0059] Formula 1A

[0060]

[0061] In Formula 1A, X 1 is C or N. For example, X 1 Can be N.

[0062] In Formula 1A, X 10 C(R 10 ) or N, X 11 C(R 11 ) or N, X 12 C(R 12 ) or N, X 13 C(R13 ) or N, X 14 C(R 14 ) or N, X 15 C(R 15 ) or N, X 16 C(R 16 ) or N, X 17 C(R 17 ) or N, X 18 C(R 18 ) or N, and X 19 C(R 19 ) or N.

[0063] In one or more embodiments, in Formula 1A, X 10 Can be C(R 10 ), X 11 Can be C(R 11 ), X 12 Can be C(R 12 ), X 13 Can be C(R 13 ), X 14 Can be C(R 14 ), X 15 Can be C(R 15 ), and R 10 -R 15 Each may be hydrogen.

[0064] In one or more embodiments, in Formula 1A, X 16 Can be C(R 16 ), X 17 Can be C(R 17 ), X 18 Can be C(R 18 ), and X 19 Can be C(R 19 ).

[0065] In one or more embodiments, in Formula 1A, X 16 Can be C(R 16 ), X 17 Can be C(R 17 ), X 18 Can be C(R 18 ), and X 19 Can be C(R 19 ),

[0066] i)R 16 -R 19 each may be hydrogen; or

[0067] ii) R 16 -R 19At least one of the following may be deuterium, -F, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 6 -C 60 Aryl, -Si(Q 1 )(Q 2 )(Q 3 ), or -Ge(Q 1 )(Q 2 )(Q 3 ), and R 16 -R 19 The remainder of each may be hydrogen.

[0068] For example, R 16 It can be deuterium, -F, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 6 -C 60 Aryl, -Si(Q 1 )(Q 2 )(Q 3 ), or -Ge(Q 1 )(Q 2 )(Q 3 ), where R 17 -R 19 Each may be hydrogen;

[0069] R 16 , R 18 , and R 19 Each may be hydrogen, and R 17 It can be deuterium, -F, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 6 -C 60 Aryl, -Si(Q 1 )(Q 2 )(Q 3 ), or -Ge(Q 1 )(Q 2 )(Q 3 );

[0070] R 16 , R 17 , and R 19 Each may be hydrogen, and R 18It can be deuterium, -F, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 6 -C 60 Aryl, -Si(Q 1 )(Q 2 )(Q 3 ), or -Ge(Q 1 )(Q 2 )(Q 3 );or

[0071] R 16 -R 18 Each may be hydrogen, and R 19 It can be deuterium, -F, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 6 -C 60 Aryl, -Si(Q 1 )(Q 2 )(Q 3 ), or -Ge(Q 1 )(Q 2 )(Q 3 ).

[0072] In one or more embodiments, in Formula 1A, The moiety represented by may be a group represented by one of the formulae CY(1)-1 to CY(1)-15:

[0073]

[0074] Wherein, in formulas CY(1)-1 to CY(1)-15,

[0075] Z 1 -Z 3 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C60 Alkoxy, substituted or unsubstituted C 1 -C 60 Alkylthio, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 7 -C 60 Arylalkyl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 Alkyl heteroaryl, substituted or unsubstituted C 2 -C 60 Heteroarylalkyl, substituted or unsubstituted C 1 -C 60 Heteroaryloxy, substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9 ), or -P(=O)(Q 8 )(Q 9 ),

[0076] c1-c3 can be 1 or 2 independently.

[0077] R 16 -R19 may each be as defined herein, provided that R 16 -R 19 Not hydrogen,

[0078] Q 1 -Q 9 may each be as defined herein,

[0079] *Indicates the same as M 1 The binding site, and

[0080] *” indicates the binding site with the adjacent atoms.

[0081] In formula 1, L 2 is a ligand represented by Formula 1B.

[0082] Formula 1B

[0083]

[0084] In Formulas 1A and 1B, R 2 , R 10 -R 19 , and R 31 -R 33 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 1 -C 60 Alkylthio, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 7 -C60 Arylalkyl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 Alkyl heteroaryl, substituted or unsubstituted C 2 -C 60 Heteroarylalkyl, substituted or unsubstituted C 1 -C 60 Heteroaryloxy, substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9 ), or -P(=O)(Q 8 )(Q 9 ).

[0085] In one or more embodiments, in Formula 1A, R 2 , R 10 -R 19 , and R 31 -R 33 Can be independently:

[0086] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, or C1 -C 20 Alkylthio;

[0087] Each of the following C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, or C 1 -C 20 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridinyl, pyrimidinyl, or a combination thereof;

[0088] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, or imidazopyrimidinyl;

[0089] cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, or imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, C 1 -C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, or a combination thereof; or

[0090] -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q8 )(Q 9 ), or -P(=O)(Q 8 )(Q 9 ),and

[0091] Q 1 -Q 9 Can be independently:

[0092] -CH 3 、-CD 3 、-CD 2 H.-CDH 2 、-CH 2 CH 3 、-CH 2 CD 3 、-CH 2 CD 2 H, -CH 2 CDH 2 、-CHDCH 3 、-CHDCD 2 H, -CHDCDH 2 、-CHDCD 3 、-CD 2 CD 3 、-CD 2 CD 2 H, or -CD 2 CDH 2 ;

[0093] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or

[0094] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with at least one of: deuterium, C 1 -C 10 Alkyl, phenyl, or a combination thereof.

[0095] In one or more embodiments, R 2 , R 10 -R 19 , and R 31 -R 33 Can be independently:

[0096] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF2 H, -CFH 2 , C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, or C 1 -C 60 Alkylthio;

[0097] A group represented by one of formulae 9-1 to 9-39, 9-44 to 9-61, 9-201 to 9-240, 10-1 to 10-129, or 10-201 to 10-350; or

[0098] -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 ) or -N(Q 4 )(Q 5 ),and

[0099] Q 1 -Q 5 may each be as defined herein:

[0100]

[0101]

[0102]

[0103]

[0104]

[0105]

[0106]

[0107]

[0108] Wherein, in formulas 9-1 to 9-39, 9-44 to 9-61, 9-201 to 9-240, 10-1 to 10-129, and 10-201 to 10-350, * represents a bonding site with an adjacent atom, "Ph" represents a phenyl group, "TMS" represents a trimethylsilyl group, and "TMG" represents a trimethylgermyl group.

[0109] In one or more embodiments, in Formula 1A, R 17 -R 19 can be independently hydrogen, deuterium, -F, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 6 -C 60 Aryl, -Si(Q 1 )(Q 2 )(Q 3 ), or -Ge(Q 1 )(Q 2 )(Q 3 ).

[0110] In one or more embodiments, in Formula 1B, R 33 It can be hydrogen or deuterium.

[0111] In Formula 1A, R 2 At least one of the carbon atoms includes fluorine.

[0112] In one or more embodiments, in Formula 1A, R 2 At least one of the following may each independently be a substituted C each including at least one fluorine as a substituent. 1 -C 60 Alkyl, substituted C 1 -C 10 Cycloalkyl, substituted C 6 -C 60 Aryl or substituted C 1 -C 60 Heteroaryl.

[0113] In one or more embodiments, in Formula 1A, R 2 At least one of may be independently:

[0114] -CF 3 , -CF 2 H, -CFH 2 、-CH 2 CF 3 、-CH 2 CF 2 H, -CH 2 CFH 2 、-CHFCH 3 , -CHFCF 2 H, -CHFCFH 2 , -CHFCF 3 , -CF 2 CF 3 , -CF2 CF 2 H, or -CF 2 CFH 2 ;

[0115] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with at least one -F; or

[0116] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with: -F; and C 1 -C 10 At least one of an alkyl group or a phenyl group.

[0117] In Formula 1A, R 2 Two or more adjacent groups are optionally bonded together to form a substituted or unsubstituted C 5 -C 30 A carbocyclic group or a substituted or unsubstituted C 1 -C 30 Heterocyclic group.

[0118] In Formula 1A, b2 is an integer of 1-6.

[0119] In Formulae 1A and 1B, * and *' each represent 1 binding site.

[0120] In one or more embodiments, L 1 It may be a ligand represented by one of Formulas 1A-1 to 1A-3:

[0121]

[0122] Wherein, in Formulas 1A-1 to 1A-3,

[0123] X 1 , X 10 -X 19 , R 2 , and b2 may each be as defined herein, and

[0124] * and *' respectively represent 1 binding site.

[0125] In one or more embodiments, L 1 It may be a ligand represented by one of Formulae 1A(1)-1 to 1A(1)-3:

[0126]

[0127] Wherein, in Formulae 1A(1)-1 to 1A(1)-3,

[0128] X 1 and X 10 -X 19 may each be as defined herein,

[0129] R 21 -R 26 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, -SF 5 , substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 1 -C 60 Alkylthio, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 7 -C 60 Arylalkyl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 Alkyl heteroaryl, substituted or unsubstituted C 2 -C 60 Heteroarylalkyl, substituted or unsubstituted C 1 -C 60 Heteroaryloxy, substituted or unsubstituted C1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-N(Q 4 )(Q 5 )、-B(Q 6 )(Q 7 )、-P(Q 8 )(Q 9 ), or -P(=O)(Q 8 )(Q 9 ),

[0130] R 21 and R 22 at least one of which may include fluorine,

[0131] Q 1 -Q 9 may each be as defined herein, and

[0132] * and *' respectively represent 1 binding site.

[0133] In one or more embodiments, in Formulas 1A(1)-1 to 1A(1)-3, R 21 and R 22 At least one of: -F; C including fluorine-substituted 1 -C 60 Alkyl; including fluorine-substituted C 1 -C 10 Cycloalkyl; including fluorine-substituted C 6 -C 60 Aryl; or substituted C 1 -C 60 Heteroaryl.

[0134] In one or more embodiments, in Formulas 1A(1)-1 to 1A(1)-3, R 21 and R 22 At least one of may be:

[0135] -CF 3 , -CF 2 H, -CFH 2 、-CH 2 CF 3 、-CH 2 CF 2H, -CH 2 CFH 2 、-CHFCH 3 , -CHFCF 2 H, -CHFCFH 2 , -CHFCF 3 , -CF 2 CF 3 , -CF 2 CF 2 H, or -CF 2 CFH 2 ;

[0136] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with at least one -F; or

[0137] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with: -F; and C 1 -C 10 At least one of an alkyl group or a phenyl group.

[0138] In one or more embodiments, the organometallic compound represented by Formula 1 may be represented by one of Formulas 1-1 to 1-3:

[0139]

[0140]

[0141] Among them, in formulas 1-1 to 1-3,

[0142] M 1 、n1、n2、X 1 , X 10 -X 19 , and R 31 -R 33 may each be as defined herein,

[0143] R 21 -R 26 Can be independently as for R 2 defined, and

[0144] R 21 -R 26 At least one of may include fluorine.

[0145] In one or more embodiments, in Formulas 1-1 to 1-3, R 21 and R 22 At least one (i.e., R 21 , R22 , or R 21 and R 22 ) can be:

[0146] -F; C including fluorine-substituted 1 -C 60 (For example, C 1 -C 20 , C 1 -C 10 , C 1 -C 5 , or C 1 -C 3 ) alkyl; including fluorine-substituted C 1 -C 10 Cycloalkyl; including fluorine-substituted C 6 -C 60 (For example, C 6 -C 12 or C 6 -C 10 ) aryl; or substituted C 1 -C 60 (For example, C 3 -C 10 or C 3 -C 8 ) heteroaryl.

[0147] In one or more embodiments, in Formulas 1-1 to 1-3, R 21 and R 22 At least one (i.e., R 21 , R 22 , or R 21 and R 22 ) can be:

[0148] -CF 3 , -CF 2 H, -CFH 2 、-CH 2 CF 3 、-CH 2 CF 2 H, -CH 2 CFH 2 、-CHFCH 3 , -CHFCF 2 H, -CHFCFH 2 , -CHFCF 3 , -CF 2 CF 3 , -CF 2 CF 2 H, or -CF 2 CFH 2 ;

[0149] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with at least one -F; or

[0150] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with: -F; and C 1 -C 10 At least one of an alkyl group or a phenyl group.

[0151] In one or more embodiments, the organometallic compound represented by Formula 1 may be represented by one of Compounds 1 to 60:

[0152]

[0153]

[0154]

[0155]

[0156]

[0157] In one or more embodiments, the organometallic compound may be electrically neutral.

[0158] The organic metal compound represented by Formula 1 includes a ligand having a structure represented by Formula 1A and 1B, wherein the naphthyl moiety in Formula 1A includes a substituent including fluorine. Due to the structure, the organic metal compound represented by Formula 1 may have excellent luminescent properties, and thus may have properties suitable for use as a luminescent material having high color purity by controlling the emission wavelength range and half width.

[0159] Therefore, an electronic device such as an organic light emitting device including at least one of the organometallic compounds represented by Formula 1 may exhibit characteristics of low driving voltage, high maximum external quantum efficiency, and low roll-off ratio.

[0160] The density functional theory (DFT) method of Gaussian 09 program was used to calculate the highest occupied molecular orbital (HOMO) energy level, the lowest unoccupied molecular orbital (LUMO) energy level, the lowest excited singlet state (S) energy level of some of the organometallic compounds represented by Formula 1 under the condition that the molecular structure was optimized at the B3LYP level. 1 ) energy level, and the lowest excited triplet state (T 1 ) energy levels, and the results are shown in Table 1. The energy levels are expressed in electron volts (eV).

[0161] Table 1

[0162] Compound No. HOMO(eV) LUMO(eV) <![CDATA[S 1 (eV)]]> <![CDATA[T 1 (eV)]]> 1 -4.992 -2.081 2.367 1.992 3 -4.951 -2.022 2.382 2.001 6 -4.984 -2.097 2.354 1.987

[0163]

[0164] Referring to Table 1, it is confirmed that the organometallic compound represented by Formula 1 has electrical characteristics suitable for use as a dopant in an electronic device such as an organic light-emitting device.

[0165] In one or more embodiments, the maximum emission wavelength (emission peak wavelength or peak emission wavelength, λ) in the emission spectrum or electroluminescence (EL) spectrum of the organometallic compound represented by Formula 1 is max ) may be from about 590 nanometers (nm) to about 650 nm, from about 600 nm to about 640 nm, or from about 610 nm to about 630 nm.

[0166] The synthesis method of the organometallic compound represented by Formula 1 may be recognized by one of ordinary skill in the art by referring to the synthesis examples provided below.

[0167] Therefore, the organometallic compound represented by Formula 1 can be suitable for use in an organic layer of an organic light-emitting device, for example, suitable for use as a dopant in an emission layer of the organic layer. Therefore, another aspect provides an organic light-emitting device comprising: a first electrode; a second electrode; and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer comprises an emission layer; and wherein the organic layer comprises at least one of the organometallic compounds represented by Formula 1.

[0168] When the organic light emitting device includes an organic layer including at least one of the aforementioned organometallic compounds represented by Formula 1, it may exhibit characteristics of excellent driving voltage, excellent maximum external quantum efficiency, and / or long lifespan.

[0169] The organic metal compound represented by Formula 1 may be used between the electrode pairs of the organic light-emitting device. For example, at least one of the organic metal compounds represented by Formula 1 may be included in the emission layer. Here, the organic metal compound represented by Formula 1 may be used as a dopant, and the emission layer may further include a host. When the emission layer further includes a host, the amount of the host in the emission layer may be greater than the amount of the organic metal compound represented by Formula 1 in the emission layer based on weight.

[0170] In one or more embodiments, the emitting layer may emit red light. For example, the emitting layer may emit red light having a maximum emission wavelength of about 590 nm to about 650 nm, about 600 nm to about 640 nm, or about 610 nm to about 630 nm.

[0171] The expressions “(the organic layer) includes at least one of the organometallic compounds represented by Formula 1” and “(the organic layer) includes at least one organometallic compound represented by Formula 1” may be used interchangeably herein and include the case where “(the organic layer) includes the same organometallic compound represented by Formula 1” and the case where “(the organic layer) includes two or more different organometallic compounds represented by Formula 1”.

[0172] For example, the organic layer may include only Compound 1 as the at least one organic metal compound represented by Formula 1. In this embodiment, Compound 1 may be included in the emission layer of the organic light-emitting device. In one or more embodiments, the organic layer may include Compound 1 and Compound 2 as the at least one organic metal compound represented by Formula 1. In this embodiment, Compound 1 and Compound 2 may be present in the same layer (for example, Compound 1 and Compound 2 may all be present in the emission layer).

[0173] The first electrode may be an anode as a hole injection electrode, and the second electrode may be a cathode as an electron injection electrode; or the first electrode may be a cathode as an electron injection electrode, and the second electrode may be an anode as a hole injection electrode.

[0174] In one or more embodiments, in the organic light-emitting device, the first electrode may be an anode, the second electrode may be a cathode, and the organic layer may further include a hole transport region arranged between the first electrode and the emission layer, and an electron transport region arranged between the emission layer and the second electrode, wherein the hole transport region may include a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer, or a combination thereof, and the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0175] The term "organic layer" as used herein refers to a single layer or a plurality of layers disposed between a first electrode and a second electrode of the organic light emitting device. In addition to organic compounds, the "organic layer" may also include an organic metal complex including a metal.

[0176] Figure 1 FIG. 1 is a schematic cross-sectional view of an organic light emitting device 10 according to one or more embodiments. Figure 1 The structure and manufacturing method of the organic light emitting device 10 according to one or more embodiments are described. The organic light emitting device 10 has a structure in which a first electrode 11, an organic layer 15, and a second electrode 19 are sequentially stacked in the stated order.

[0177] A substrate may be additionally disposed under the first electrode 11 or on the second electrode 19. The substrate may be a conventional substrate used in an organic light-emitting device, for example, a glass substrate or a transparent plastic substrate, each having excellent mechanical strength, thermal stability, transparency, surface smoothness, easy handling (processing), and / or waterproofness.

[0178] The first electrode 11 can be formed by, for example, depositing or sputtering a material for forming the first electrode 11 onto the substrate. The first electrode 11 can be an anode. The material for forming the first electrode 11 can be selected from materials having a high work function to facilitate hole injection. The first electrode 11 can be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. The material for forming the first electrode 11 can be indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), or zinc oxide (ZnO). In one or more embodiments, the material used to form the first electrode 11 may be a metal such as magnesium (Mg), aluminum (Al), silver (Ag), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), or magnesium-silver (Mg-Ag).

[0179] The first electrode 11 may have a single-layer structure or a multi-layer structure including a plurality of layers. For example, the first electrode 11 may have a three-layer structure of ITO / Ag / ITO, but the embodiment is not limited thereto.

[0180] The organic layer 15 is disposed on the first electrode 11 .

[0181] The organic layer 15 may include an emission layer, and may further include a hole transport region and an electron transport region.

[0182] The hole transport region may be disposed between the first electrode 11 and the emission layer.

[0183] The hole transport region may include a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer, or a combination thereof.

[0184] The hole transport region may include only a hole injection layer or a hole transport layer. The hole transport region may have a hole injection layer / hole transport layer structure or a hole injection layer / hole transport layer / electron blocking layer structure in which the constituent layers are sequentially stacked in the stated order starting from the first electrode 11.

[0185] When the hole transport region includes a hole injection layer, the hole injection layer may be formed on the first electrode 11 by using one or more suitable methods such as vacuum deposition, spin coating, casting, and / or Langmuir-Blodgett (LB) deposition, but the embodiment is not limited thereto.

[0186] When the hole injection layer is formed by a vacuum deposition method, the deposition conditions may vary depending on the compound used as the material for forming the hole injection layer, the desired structure and thermal characteristics of the hole injection layer, etc. For example, the deposition temperature may be about 100° C. to about 500° C., and the vacuum pressure may be about 10 -8 About 10 -3 Torr, and the deposition rate can be about 0.01 angstroms / second to about However, the implementation mode is not limited thereto.

[0187] When the hole injection layer is formed by spin coating, coating conditions may vary depending on a compound used as a material for forming the hole injection layer, a desired structure and thermal characteristics of the hole injection layer, etc. For example, a coating rate may be about 2,000 revolutions per minute (rpm) to about 5,000 rpm, and a temperature for heat treatment to remove a solvent after coating may be about 80° C. to about 200° C., but embodiments are not limited thereto.

[0188] In this regard, the conditions for forming the hole transport layer and the electron blocking layer may be understood by referring to the conditions for forming the hole injection layer.

[0189] The hole transport region may include, for example, at least one of 4,4′,4″-tris(3-methylphenylamino)triphenylamine (m-MTDATA), 4,4′,4″-tris(N,N-diphenylamino)triphenylamine (TDATA), 4,4′,4″-tris{N-(2-naphthyl)-N-phenylamino}-triphenylamine (2-TNATA), N,N′-di(1-naphthyl)-N,N′-diphenylbenzidine (NPB), β-NPB, N,N′-bis(3-methylphenyl)-N,N′-diphenyl-[1,1-biphenyl]-4,4′-diamine (TPD), spiro-TPD, spiro-NPB, methylated NPB, 4, 4′-cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline] (TAPC), 4,4′-bis[N,N′-(3-tolyl)amino]-3,3′-dimethylbiphenyl (HMTPD), 4,4′,4″-tri(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), a compound represented by Formula 201, or a compound represented by Formula 202, but the embodiment is not limited thereto:

[0190]

[0191]

[0192] Formula 201

[0193]

[0194] Formula 202

[0195]

[0196] Wherein, in formula 201, Ar 101 and Ar 102 Can be independently:

[0197] Phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptalenylene, acenaphthenylene, fluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyren ... phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene, phenanthrenylene phenylene, tetraphenylene, perylene, perylene, or pentphenylene; or

[0198] each substituted with at least one of the following: phenylene, pentalene, indenylene, naphthylene, azulenylene, heptalene, acenaphthene, fluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, acenaphthene, fluor ... phenanthrenylene, phenanthrenylene, phen phenylene, tetraphenylene, perylene, or pentphenylene: deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 1 -C 60 Alkylthio, C 3 -C 10 Cycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 7 -C 60 Arylalkyl, C 6 -C60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 2 -C 60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, or a combination thereof.

[0199] In Formula 201, xa and xb may each independently be an integer of 0 to 5, or may each independently be 0, 1, or 2. For example, xa may be 1, and xb may be 0, but the embodiment is not limited thereto.

[0200] In equations 201 and 202, R 101 -R 108 , R 111 -R 119 , and R 121 -R 124 Can be independently:

[0201] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 10 Alkyl (e.g., methyl, ethyl, propyl, butyl, pentyl, hexyl, etc.), C 1 -C 10 Alkoxy (e.g., methoxy, ethoxy, propoxy, butoxy, pentyloxy, etc.), or C 1 -C 10 Alkylthio;

[0202] Each of the following C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, or C 1 -C 10 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, or a combination thereof;

[0203] Phenyl, naphthyl, anthracenyl, fluorenyl, or pyrenyl; or

[0204] Phenyl, naphthyl, anthracenyl, fluorenyl, or pyrenyl, each substituted with at least one of: deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, C 1 -C 10 An alkylthio group, or a combination thereof, but the embodiment is not limited thereto.

[0205] In formula 201, R 109 Can be:

[0206] phenyl, naphthyl, anthracenyl, or pyridyl; or

[0207] Phenyl, naphthyl, anthracenyl, or pyridyl, each substituted with at least one of: deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, C 1 -C 20 alkylthio, phenyl, naphthyl, anthracenyl, pyridyl, or a combination thereof.

[0208] In one or more embodiments, the compound represented by Formula 201 may be represented by Formula 201A, but the embodiments are not limited thereto:

[0209] Formula 201A

[0210]

[0211] Wherein, in Formula 201A, R 101 , R 111 , R 112 , and R 109 may each be as defined herein.

[0212] For example, the compound represented by Formula 201 and the compound represented by Formula 202 may include at least one of compounds HT1 to HT20, but the embodiment is not limited thereto:

[0213]

[0214]

[0215] The thickness of the hole transport region may be about to about For example, about to about When the hole transport region includes at least one of a hole injection layer and a hole transport layer, the hole injection layer may have a thickness of about to about For example, about to about The thickness of the hole transport layer may be about to about For example, about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics may be obtained without a significant increase in driving voltage.

[0216] In addition to the aforementioned materials, the hole transport region may further include a charge generating material for improving the conductive property. The charge generating material may be uniformly or non-uniformly dispersed in the hole transport region.

[0217] The charge generating material may be, for example, a p-dopant. The p-dopant may be one of a quinone derivative, a metal oxide, or a compound containing a cyano group, but the embodiment is not limited thereto. For example, non-limiting examples of the p-dopant include quinone derivatives such as tetracyanoquinodimethane (TCNQ), 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinodimethane (F4-TCNQ), 1,3,4,5,7,8-hexafluorotetracyanonaphthoquinodimethane (F6-TCNNQ), etc.; metal oxides such as tungsten oxide, molybdenum oxide, etc.; or compounds containing a cyano group such as compounds HT-D1 or F12, but the embodiment is not limited thereto:

[0218]

[0219] The hole transport region may further include a buffer layer.

[0220] The buffer layer may compensate for an optical resonance distance according to a wavelength of light emitted from the emission layer, and thus, efficiency of the formed organic light emitting device may be improved.

[0221] Meanwhile, when the hole transport region includes an electron blocking layer, the material for forming the electron blocking layer may be selected from the aforementioned material for forming the hole transport region and the host material to be described later, but the embodiment is not limited thereto. For example, when the hole transport region includes an electron blocking layer, the material for forming the electron blocking layer may be mCP to be described herein.

[0222] Then, the emission layer may be formed on the hole transport region by vacuum deposition, spin coating, casting, LB deposition, etc. When the emission layer is formed by vacuum deposition or spin coating, the deposition or coating conditions may be similar to those applied when forming the hole injection layer, although the deposition or coating conditions may vary depending on the material to be used.

[0223] The emission layer may include a host and a dopant, and the dopant may include at least one of the organic metal compounds represented by Formula 1.

[0224] The host may include at least one of 1,3,5-tri(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi), 3-tert-butyl-9,10-di(naphthalene-2-yl)anthracene (TBADN), 9,10-di(naphthalene-2-yl)anthracene (ADN) (also referred to as "DNA"), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 4,4'-bis(9-carbazolyl)-2,2'-dimethyl-biphenyl (CDBP), 1,3,5-tri(carbazolyl-9-yl)benzene (TCP), 1,3-bis(N-carbazolyl)benzene (mCP), compound H50, compound H51, or compound RH3, but embodiments are not limited thereto:

[0225]

[0226]

[0227] In one or more embodiments, the host may include a compound represented by Formula 301, but the embodiments are not limited thereto:

[0228] Formula 301

[0229]

[0230] Wherein, in Formula 301, Ar 111 and Ar 112 Can be independently:

[0231] Phenylene, naphthylene, phenanthrenyl, or pyrenylene; or

[0232] Phenylene, naphthylene, phenanthrenylene, or pyrenylene, each substituted with at least one of phenyl, naphthyl, anthracenyl, or a combination thereof.

[0233] In formula 301, Ar 113 -Ar 116 Can be independently:

[0234] C 1 -C 10 alkyl, phenyl, naphthyl, phenanthrenyl, or pyrenyl; or

[0235] Phenyl, naphthyl, phenanthrenyl, or pyrenyl, each substituted with at least one of phenyl, naphthyl, anthracenyl, or a combination thereof.

[0236] In Formula 301, g, h, i, and j may each independently be an integer of 0-4, and g, h, i, and j may each independently be, for example, 0, 1, or 2.

[0237] In formula 301, Ar 113 -Ar 116 Can be independently:

[0238] C substituted with at least one of the following 1 -C 10 Alkyl: phenyl, naphthyl, anthracenyl, or a combination thereof;

[0239] Phenyl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, or fluorenyl;

[0240] Phenyl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, or fluorenyl, each substituted with at least one of: deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 1 -C 60 Alkylthio, phenyl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, fluorenyl, or a combination thereof; or

[0241] The compound of the formula:

[0242]

[0243] However, the implementation mode is not limited thereto.

[0244] In one or more embodiments, the host may include a compound represented by Formula 302, but the embodiments are not limited thereto:

[0245] Formula 302

[0246]

[0247] Wherein, in formula 302, Ar 122 -Ar 125 For Ar in Formula 301,113 defined.

[0248] In formula 302, Ar 126 and Ar 127 Can be independently C 1 -C 10 Alkyl (eg, methyl, ethyl, or propyl).

[0249] In formula 302, k and l may each independently be an integer of 0 to 4. For example, k and l may each independently be 0, 1, or 2.

[0250] When the organic light emitting device 10 is a full-color organic light emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, and / or a blue emission layer. Due to the structure in which the red emission layer, the green emission layer, and / or the blue emission layer are stacked, the emission layer may emit white light.

[0251] When the emission layer includes a host and a dopant, an amount of the dopant may be in a range of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host, but embodiments are not limited thereto.

[0252] The thickness of the emission layer may be about to about For example, about to about When the thickness of the emission layer is within these ranges, excellent light emitting characteristics may be obtained without a significant increase in driving voltage.

[0253] An electron transport region may be disposed on the emission layer.

[0254] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0255] For example, the electron transport region may have a hole blocking layer / electron transport layer / electron injection layer structure, or an electron transport layer / electron injection layer structure, but the embodiment is not limited thereto. The electron transport layer may have a single layer structure or a multilayer structure including a plurality of layers.

[0256] The conditions for forming the hole blocking layer, the electron transport layer, and the electron injection layer constituting the electron transport region may be understood by referring to the conditions for forming the hole injection layer.

[0257] When the electron transport region includes a hole blocking layer, the hole blocking layer may include, for example, at least one of 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), or bis(2-methyl-8-hydroxyquinoline-N1,08)-(1,1′-biphenyl-4-hydroxy)aluminum (BAlq), but embodiments are not limited thereto:

[0258]

[0259] The thickness of the hole blocking layer may be about to about For example, about to about When the thickness of the hole blocking layer is within these ranges, excellent hole blocking characteristics may be obtained without a significant increase in driving voltage.

[0260] The electron transport layer may include at least one of the following: 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), tris(8-hydroxy-quinoline)aluminum (Alq 3 ), bis(2-methyl-8-hydroxyquinoline-N1,08)-(1,1′-biphenyl-4-hydroxy)aluminum (BAlq), 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ), or 4-(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), but the embodiments are not limited thereto:

[0261]

[0262] The electron transport layer may include at least one of compounds ET1 to ET25, but embodiments are not limited thereto:

[0263]

[0264]

[0265]

[0266] The thickness of the electron transport layer may be about to about For example, about to about When the thickness of the electron transport layer is within these ranges, satisfactory electron transport characteristics may be obtained without a significant increase in driving voltage.

[0267] The electron transport layer may further include a material containing a metal in addition to the aforementioned materials.

[0268] The metal-containing material may include a Li complex. The Li complex may include, for example, a compound ET-D1 (8-hydroxyquinoline lithium, LiQ) or ET-D2, but embodiments are not limited thereto:

[0269]

[0270] The electron transport region may further include an electron injection layer that facilitates injection of electrons from the second electrode 19 .

[0271] The electron injection layer may include LiQ, LiF, NaCl, CsF, Li 2 O, BaO, or a combination thereof.

[0272] The thickness of the electron injection layer may be about to about For example, about to about When the thickness of the electron injection layer is within these ranges, satisfactory electron injection characteristics may be obtained without a significant increase in driving voltage.

[0273] The second electrode 19 is arranged on the organic layer 15. The second electrode 19 may be a cathode. The material used to form the second electrode 19 may be a metal, an alloy, a conductive compound, or a combination thereof, each having a relatively low work function. For example, the material used to form the second electrode 19 may include lithium (Li), magnesium (Mg), aluminum (Al), silver (Ag), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), etc. In order to manufacture a top-emitting light-emitting device, a transmissive electrode formed using ITO or IZO may be used as the second electrode 19.

[0274] In the above, reference has been made to Figure 1 The organic light emitting device is described, but embodiments are not limited thereto.

[0275] Another aspect provides a diagnostic composition comprising at least one of the aforementioned organometallic compounds represented by Formula 1.

[0276] The organometallic compound represented by Formula 1 may be able to provide high luminous efficiency, and thus the diagnostic composition including at least one of the organometallic compounds represented by Formula 1 may have high diagnostic efficiency.

[0277] The diagnostic composition can be used in various applications including diagnostic kits, diagnostic reagents, biosensors, biomarkers, etc., but the embodiments are not limited thereto.

[0278] As used herein, the term "C 1 -C 60 "Alkyl" refers to a linear or branched saturated aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and non-limiting examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, etc. 1 -C 60 The alkyl group may be C 1 -C 20 Alkyl, C 1 -C 10 Alkyl, C 1 -C 6 Alkyl, C 1 -C 5 Alkyl, or C 1 -C 3 As used herein, the term "C 1 -C 60 "Alkylene" refers to a group having a C 1 -C 60 Alkyl is a divalent group of the same structure.

[0279] As used herein, the term "C 1 -C 60 "Alkoxy" refers to a 101 (A 101 C 1 -C 60 The term "C alkyl" as used herein is a monovalent group represented by an alkyl group, and non-limiting examples thereof include methoxy, ethoxy, isopropoxy, and the like. 1 -C 60 "Alkylthio" refers to -SA 101 (A 101 C 1 -C 60 A monovalent group represented by an alkyl group.

[0280] As used herein, the term "C 2 -C 60 "Alkenyl" refers to a group consisting of 2 -C 60 The term "C" as used herein refers to a hydrocarbon group formed by inserting at least one carbon-carbon double bond in the middle or at the terminal of an alkyl group, and non-limiting examples thereof include vinyl, propenyl, or butenyl. 2 -C 60 "Alkenylene" refers to a 2 -C 60 Alkenyl is a divalent group of the same structure.

[0281] As used herein, the term "C 2 -C 60"Alkynyl" refers to a 2 -C 60 The term "C" as used herein refers to a hydrocarbon group formed by inserting at least one carbon-carbon triple bond in the middle or at the terminal of an alkyl group, and non-limiting examples thereof include ethynyl, propynyl, and the like. 2 -C 60 "Alkyne" refers to a group having a C 2 -C 60 Alkynyl is a divalent group of the same structure.

[0282] As used herein, the term "C 3 -C 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms as ring atoms, and non-limiting examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, etc. As used herein, the term "Cycloalkyl" refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms as ring atoms, and non-limiting examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, etc. 3 -C 10 "Cycloalkylene" refers to a cycloalkylene having a 3 -C 10 Cycloalkyl is a divalent group of the same structure.

[0283] As used herein, the term "C 1 -C 10 "Heterocycloalkyl" refers to a monovalent saturated ring group having at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring-forming atom and 1 to 10 carbon atoms as ring-forming atoms, and non-limiting examples thereof include tetrahydrofuranyl, tetrahydrothienyl, and the like. As used herein, the term "C 1 -C 10 "Heterocycloalkylene" refers to a group having a C 1 -C 10 Heterocycloalkyl is a divalent group of the same structure.

[0284] As used herein, the term "C 3 -C 10 The term "cycloalkenyl" as used herein refers to a monovalent cyclic group which includes 3 to 10 carbon atoms as ring atoms and at least one carbon-carbon double bond in its ring and does not have aromaticity, and non-limiting examples thereof include cyclopentenyl, cyclohexenyl, or cycloheptenyl. 3 -C 10 "Cycloalkenylene" refers to a 3 -C 10 Cycloalkenyl is a divalent group of the same structure.

[0285] As used herein, the term "C 1 -C 10The term "heterocycloalkenyl" refers to a monovalent ring group having at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring atom, 1 to 10 carbon atoms as ring atoms, and at least one double bond in its ring and having no aromaticity. 1 -C 10 Non-limiting examples of heterocycloalkenyl include 2,3-dihydrofuranyl, 2,3-dihydrothienyl, and the like. As used herein, the term “C 1 -C 10 "Heterocycloalkenylene" refers to a 1 -C 10 Heterocycloalkenyl is a divalent group of the same structure.

[0286] As used herein, the term "C 6 -C 60 "Aryl" refers to a monovalent group having a carbocyclic aromatic ring system having 6 to 60 carbon atoms as ring atoms, and the term "C 6 -C 60 "Arylene" refers to a divalent group having a carbocyclic aromatic ring system having 6 to 60 carbon atoms as ring atoms. 6 -C 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, Ji et al. 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, the rings may be fused to each other.

[0287] As used herein, the term "C 7 -C 60 "Alkylaryl" refers to a 1 -C 54 Alkyl substituted C 6 -C 59 Aryl. As used herein, the term "C 7 -C 60 "Arylalkyl" refers to a 6 -C 59 Aryl substituted C 1 -C 54 alkyl.

[0288] As used herein, the term "C 1 -C 60The term "heteroaryl" refers to a monovalent group having an aromatic ring system having at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring atom and 1 to 60 carbon atoms as ring atoms, and as used herein, the term "C 1 -C 60 The term "heteroarylene" refers to a divalent group having an aromatic ring system having at least one heteroatom selected from B, N, O, P, Si, Se, and Ge as a ring atom and 1 to 60 carbon atoms as ring atoms. 1 -C 60 Non-limiting examples of heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, and the like. 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene groups each include two or more rings, the rings may be fused to each other.

[0289] As used herein, the term "C 2 -C 60 "Alkylheteroaryl" refers to a 1 -C 59 Alkyl substituted C 1 -C 59 As used herein, the term "C 2 -C 60 "Heteroarylalkyl" refers to a 1 -C 59 Heteroaryl-substituted C 1 -C 59 alkyl.

[0290] As used herein, the term "C 6 -C 60 "Aryloxy" means -OA 102 (A 102 C 6 -C 60 aryl), and as used herein, the term "C 6 -C 60 "Arylthio" means -SA 103 (A 103 C 6 -C 60 aryl).

[0291] As used herein, the term "C 1 -C 60 "Heteroaryloxy" means -OA 104 (A 104 C 1 -C60 Heteroaryl), and as used herein, the term "C 1 -C 60 "Heteroarylthio" means -SA 105 (A 105 C 1 -C 60 heteroaryl).

[0292] The term "monovalent non-aromatic fused polycyclic group" as used herein refers to a monovalent group (e.g., having 8-60 carbon atoms) having two or more rings fused to each other, having only carbon atoms as ring-forming atoms, and not having aromaticity with respect to the entire molecular structure. Non-limiting examples of monovalent non-aromatic fused polycyclic groups include fluorenyl and the like. The term "divalent non-aromatic fused polycyclic group" as used herein refers to a divalent group having the same structure as the monovalent non-aromatic fused polycyclic group described above.

[0293] The term "monovalent non-aromatic fused heteropolycyclic group" as used herein refers to a monovalent group (e.g., having 1-60 carbon atoms) having two or more rings fused to each other, having a heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring-forming atom in addition to carbon atoms, and having no aromaticity in terms of its entire molecular structure. Non-limiting examples of monovalent non-aromatic fused heteropolycyclic groups include carbazolyl and the like. The term "divalent non-aromatic fused heteropolycyclic group" as used herein refers to a divalent group having the same structure as the monovalent non-aromatic fused heteropolycyclic group described above.

[0294] As used herein, the term "C 5 -C 30 The term "carbocyclic group" refers to a saturated or unsaturated ring group having only 5 to 30 carbon atoms as ring atoms. 5 -C 30 The carbocyclic group may be a monocyclic group or a polycyclic group.

[0295] As used herein, the term "C 1 -C 30 The term "heterocyclic group" refers to a saturated or unsaturated ring group having, in addition to 1 to 30 carbon atoms, at least one heteroatom selected from B, N, O, P, Si, S, Se, and Ge as a ring atom. 1 -C 30 The heterocyclic group may be a monocyclic group or a polycyclic group.

[0296] Substituted C 5 -C 30 Carbocyclic groups, substituted C 1 -C 30 Heterocyclic groups, substituted C1 -C 60 Alkyl, substituted C 2 -C 60 Alkenyl, substituted C 2 -C 60 Alkynyl, substituted C 1 -C 60 Alkoxy, substituted C 1 -C 60 Alkylthio, substituted C 3 -C 10 Cycloalkyl, substituted C 1 -C 10 Heterocycloalkyl, substituted C 3 -C 10 Cycloalkenyl, substituted C 1 -C 10 Heterocycloalkenyl, substituted C 6 -C 60 Aryl, substituted C 7 -C 60 Alkyl aryl, substituted C 7 -C 60 Arylalkyl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 Heteroaryl, substituted C 2 -C 60 Alkyl heteroaryl, substituted C 2 -C 60 Alkyl heteroaryl, substituted C 2 -C 60 Heteroarylalkyl, substituted C 1 -C 60 Heteroaryloxy, substituted C 1 -C 60 At least one substituent of the heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group may be:

[0297] Deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, or C 1 -C 60 Alkylthio;

[0298] Each of the following C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, or C 1 -C 60 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13)、-Ge(Q 11 )(Q 12 )(Q 13 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、-P(=O)(Q 18 )(Q 19 ), or a combination thereof;

[0299] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group;

[0300] Each of the following C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic condensed polycyclic group, or monovalent non-aromatic condensed heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, -SF 5 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 1 -C 60 Alkylthio, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 7 -C 60 Arylalkyl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-Ge(Q 21)(Q 22 )(Q 23 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 )、-P(Q 28 )(Q 29 )、-P(=O)(Q 28 )(Q 29 ), or a combination thereof; or

[0301] -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 ), or -P(=O)(Q 38 )(Q 39 ),and

[0302] Q 1 -Q 9 , Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 Can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 1 -C 60 Alkylthio, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 7 -C 60 Alkyl aryl, substituted or unsubstituted C 7 -C 60 Arylalkyl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted C 2 -C 60 Alkyl heteroaryl, substituted or unsubstituted C 2 -C 60 Heteroarylalkyl, substituted or unsubstituted C 1 -C 60 Heteroaryloxy, substituted or unsubstituted C 1 -C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0303] For example, Q 1 -Q 9 , Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, or phosphoric acid group or its salt; or C each being unsubstituted or substituted by at least one of the following 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 1 -C 60 Alkylthio, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 7 -C 60 Alkyl aryl, C 7 -C 60 Arylalkyl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, C 2 -C 60 Alkyl heteroaryl, C 2 -C 60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic fused polycyclic group, or monovalent non-aromatic fused heteropolycyclic group: deuterium, C 1 -C 60 Alkyl, C 3 -C 10 Cycloalkyl, C 6 -C 60 aryl, or a combination thereof.

[0304] Hereinafter, the organometallic compound represented by Formula 1 and the organic light-emitting device according to one or more exemplary embodiments will be further described in detail with reference to Synthesis Examples and Examples. However, the organic light-emitting device is not limited thereto. The phrase "using B instead of A" used in describing Synthesis Examples means that the amount of A used is the same as the amount of B used in terms of molar equivalent.

[0305] Example

[0306] Synthesis Example 1: Synthesis of Compound 1

[0307]

[0308] 1. Synthesis of intermediate L1

[0309] 1.5 grams (g) (5.69 millimoles (mmol)) of 1-chloronaphtho[2,1-f]isoquinoline was mixed with 60 milliliters (mL) of tetrahydrofuran (THF) and 15 mL of deionized (DI) water, and then 2.0 g (6.25 mmol) of 4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)naphthalen-2-yl)-1,3,2-dioxaborolane, 0.12 g (0.5 mmol) of palladium(II) acetate (Pd(OAc)) were added thereto. 2 ), 0.41 g (1.0 mmol) 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (SPhos), and 2.4 g (17.1 mmol) K 2 CO 3 A separate mixture of 2.0 g (85% yield) of intermediate L1 was obtained by heating the mixed solution under reflux for one day with stirring. The obtained product was subjected to an extraction process using ethyl acetate and water to obtain an organic layer. The organic layer was then dried over anhydrous magnesium sulfate, the solvent was removed under reduced pressure, and the product was purified by liquid chromatography to obtain 2.0 g (85% yield) of intermediate L1.

[0310] Liquid chromatography-mass spectrometry (LC-MS) m / z=424 (M+H) + .

[0311] 2. Synthesis of L1 Dimer

[0312] 1.0 g (2.4 mmol) of intermediate L1 and 0.4 g (1.1 mmol) of iridium chloride trihydrate were mixed with 40 mL of 2-ethoxyethanol and 10 mL of DI water. The mixed solution was heated under reflux for 24 hours under agitation. The temperature of the products therefrom was reduced to room temperature, and then the resulting solid was filtered and fully washed with water / methanol / hexane in the stated order. The solid obtained was dried in a vacuum drying oven to obtain 1.1 g of L1 Dimer. L1 Dimer was used in the next reaction without additional purification process.

[0313] 3. Synthesis of Compound 1

[0314] 1.0 g (0.46 mmol) of L1 Dimer, 0.23 g (2.3 mmol) of acetylacetone, and 0.25 g (2.3 mmol) of Na 2 CO 3 Mixed with 50 mL of 2-ethoxyethanol. Then the mixed solution was stirred at 90° C. for 24 hours. After the reaction was completed, the temperature of the reaction product was lowered to room temperature, and the resulting solid was purified by liquid chromatography to obtain 0.4 g (38% yield) of compound 1.

[0315] LC-MS m / z=1137(M+H)+ .

[0316] Synthesis Example 2: Synthesis of Compound 8

[0317]

[0318] 1. Synthesis of intermediate L8

[0319] 1.4 g (86% yield) of Intermediate L8 was synthesized in a similar manner to that in the synthesis of Intermediate L1 of Synthesis Example 1, except that 1-chloro-8-(trifluoromethyl)naphtho[2,1-f]isoquinoline was used instead of 1-chloronaphtho[2,1-f]isoquinoline.

[0320] LC-MS m / z=492(M+H) + .

[0321] 2. Synthesis of L8 Dimer

[0322] L8 Dimer was synthesized in a similar manner to that in the synthesis of L1 Dimer of Synthesis Example 1, except that Intermediate L8 was used instead of Intermediate L1.

[0323] 3. Synthesis of Compound 8

[0324] 0.5 g (45% yield) of Compound 8 was synthesized in a similar manner to that in the synthesis of Compound 1 of Synthesis Example 1, except that L8 Dimer was used instead of L1 Dimer.

[0325] LC-MS m / z=1273(M+H) + .

[0326] Synthesis Example 3: Synthesis of Compound 10

[0327]

[0328] 1. Synthesis of Intermediate 10

[0329] 1.1 g (80% yield) of Intermediate L10 was synthesized in a similar manner to that in the synthesis of Intermediate L1 of Synthesis Example 1, except that 1-bromo-8-(trimethylsilyl)naphtho[2,1-f]isoquinoline was used instead of 1-chloronaphtho[2,1-f]isoquinoline.

[0330] LC-MS m / z=497(M+H) + .

[0331] 2. Synthesis of L10 Dimer

[0332] L10 Dimer was synthesized in a similar manner to that in the synthesis of L1 Dimer of Synthesis Example 1, except that Intermediate L10 was used instead of Intermediate L1.

[0333] 3. Synthesis of Compound 10

[0334] 0.4 g (40% yield) of Compound 10 was synthesized in a similar manner to that in the synthesis of Compound 1 of Synthesis Example 1, except that L10 Dimer was used instead of L1 Dimer.

[0335] LC-MS m / z=1281(M+H) + .

[0336] Synthesis Example 4: Synthesis of Compound 18

[0337]

[0338] 1. Synthesis of intermediate L18

[0339] 1.0 g (76% yield) of Intermediate L18 was synthesized in a similar manner to that in the synthesis of Intermediate L1 of Synthesis Example 1, except that 1-chloro-8-(p-tolyl)naphtho[2,1-f]isoquinoline was used instead of 1-chloronaphtho[2,1-f]isoquinoline.

[0340] LC-MS m / z=514(M+H) + .

[0341] 2. Synthesis of L18 Dimer

[0342] L18 Dimer was synthesized in a similar manner to that in the synthesis of L1 Dimer of Synthesis Example 1, except that Intermediate L18 was used instead of Intermediate L1.

[0343] 3. Synthesis of Compound 18

[0344] 0.4 g (35% yield) of Compound 18 was synthesized in a similar manner to that in the synthesis of Compound 1 of Synthesis Example 1, except that L18 Dimer was used instead of L1 Dimer.

[0345] LC-MS m / z=1317(M+H) + .

[0346] Example 1

[0347] The ITO (as anode) patterned glass substrate was cut into a size of 50 millimeters (mm)×50 mm×0.5 mm, ultrasonically treated with isopropyl alcohol and DI water for 5 minutes each, and then cleaned by UV irradiation and exposure to ozone for 30 minutes. The resulting glass substrate was loaded onto a vacuum deposition device.

[0348] Compound HT3 and F12-P-dopant were vacuum co-deposited on the anode at a weight ratio of 98:2 to form a A hole injection layer having a thickness of , and compound HT3 is vacuum deposited on the hole injection layer to form a The hole transport layer has a thickness of .

[0349] Subsequently, compound RH3 (host) and compound 1 (dopant) were co-deposited on the hole transport layer in a weight ratio of 97:3 to form a The thickness of the emission layer.

[0350] Then, the compound ETL and the Liq-N-dopant were vacuum co-deposited on the emission layer at a volume ratio of 50:50 to form a An electron transport layer having a thickness of , and a Liq-N-dopant is vacuum deposited on the electron transport layer to form a An electron injection layer having a thickness of , and Al is vacuum deposited on the electron injection layer to form A cathode with a thickness of is provided, thereby completing the manufacture of the organic light-emitting device.

[0351]

[0352] Examples 2 to 4 and Comparative Examples 1 to 3

[0353] Organic light-emitting devices were manufactured in a similar manner to that in Example 1, except that the compounds shown in Table 2 were each used instead of Compound 1 when forming the emission layer.

[0354] Evaluation Example 1: Characterization of organic light-emitting devices

[0355] For the organic light-emitting devices of Examples 1 to 4 and Comparative Examples 1 to 3, the driving voltage (V), the maximum external quantum efficiency (Max EQE, %), the maximum emission wavelength (λ max , nm), half width (FWHM, nm), and roll-off ratio (%), and the results are shown in Table 2. As evaluation equipment, a current-voltage meter (Keithley 2400) and a brightness meter (Minolta Cs-1000A) were used. The roll-off ratio was calculated according to Equation 20:

[0356] Equation 20

[0357] Roll-off ratio = {1-(luminous efficiency (at 3,500 cd / m 2 (down) / maximum luminous efficiency)}×100%

[0358] Table 2

[0359]

[0360]

[0361] Referring to Table 2, it is confirmed that the organic light emitting devices of Examples 1 to 4 have characteristics of low driving voltage, high Max EQE, narrow FWHM, and low roll-off ratio.

[0362] In addition, it is confirmed that the organic light-emitting devices of Examples 1 to 4 exhibit lower driving voltage, comparable or narrower FWHM, comparable or higher Max EQE, and comparable or lower roll-off ratio, and have overall better performance compared to the organic light-emitting devices of Comparative Examples 1 to 3.

[0363] According to one or more embodiments, the organometallic compound represented by Formula 1 may have excellent electrical characteristics, and thus an electronic device such as an organic light-emitting device including at least one of the organometallic compounds represented by Formula 1 may have a low driving voltage, a high maximum external quantum efficiency, a narrow FWHM, and a low roll-off ratio. Therefore, due to the use of at least one of the organometallic compounds represented by Formula 1, a high-quality organic light-emitting device may be realized.

[0364] It should be understood that the exemplary embodiments described herein should be considered in a descriptive sense only and not for limiting purposes. The description of features or aspects in each exemplary embodiment should typically be considered to be applicable to other similar features or aspects in other embodiments. Although one or more exemplary embodiments have been described with reference to the accompanying drawings, it will be understood by those of ordinary skill in the art that various changes in form and detail may be made therein without departing from the spirit and scope as defined by the appended claims.

Claims

1. An organic metal compound represented by Formula 1: Formula 1 <h2 style=";text-align:left;direction:ltr">M1(L1)<h2 style=";text-align:left;direction:ltr"> n1 <h2 style=";text-align:left;direction:ltr"> (L2)<h2 style=";text-align:left;direction:ltr"> n2 in, In formula 1, M1 is a transition metal, L1 is a ligand represented by Formula 1A, L2 is a ligand represented by Formula 1B, and n1 and n2 are each independently 1 or 2, Formula 1A Formula 1B Wherein, in Formula 1A and 1B, X1 is C or N, X 10 C(R 10 ) or N, X 11 C(R 11 ) or N, X 12 C(R 12 ) or N, X 13 C(R 13 ) or N, X 14 C(R 14 ) or N, X 15 C(R 15 ) or N, X 16 C(R 16 ) or N, X 17 C(R 17 ) or N, X 18 C(R 18 ) or N, and X 19 C(R 19 ) or N, R2, R 10 -R 19 , and R 31 -R 33 Each is independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted C7-C 60 Arylalkyl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl, substituted or unsubstituted C2-C 60 Alkyl heteroaryl, substituted or unsubstituted C2-C 60 Heteroarylalkyl, substituted or unsubstituted C1-C 60 Heteroaryloxy, substituted or unsubstituted C1-C 60 heteroarylthio, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9), at least one of R2 includes fluorine, Two or more adjacent R2 groups are optionally bonded together to form a substituted or unsubstituted C5-C 30 A carbocyclic group or a substituted or unsubstituted C1-C 30 Heterocyclic groups, b2 is an integer from 1 to 6, * and *' each represent the binding site with M1, Substituted C5-C 30 Carbocyclic groups, substituted C1-C 30 Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkynyl, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 Cycloalkyl, substituted C1-C 10 Heterocycloalkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocycloalkenyl, substituted C6-C 60 Aryl, substituted C7-C 60 Alkyl aryl, substituted C7-C 60 Arylalkyl, substituted C6-C 60 Aryloxy, substituted C6-C 60 Arylthio, substituted C1-C 60 Heteroaryl, substituted C2-C 60 Alkyl heteroaryl, substituted C2-C 60 Heteroarylalkyl, substituted C1-C 60 Heteroaryloxy, substituted C1-C 60 The substituents of the heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group are each independently: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, or C1-C 60 Alkylthio; C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, or C1-C 60 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-Ge(Q 11 )(Q 12 )(Q 13 )、-N(Q 14 )(Q 15 )、-B(Q 16 )(Q 17 )、-P(Q 18 )(Q 19 )、-P(=O)(Q 18 )(Q 19 ), or a combination thereof; C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group; C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio group, monovalent non-aromatic fused polycyclic group, or monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 Arylalkyl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-Ge(Q 21 )(Q 22 )(Q 23 )、-N(Q 24 )(Q 25 )、-B(Q 26 )(Q 27 ), -P(Q 28 )(Q 29 )、-P(=O)(Q 28 )(Q 29 ), or a combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-N(Q 34 )(Q 35 )、-B(Q 36 )(Q 37 )、-P(Q 38 )(Q 39 )、 or -P(=O)(Q 38 )(Q 39 ), and Q1-Q9, Q 11 -Q 19 , Q 21 -Q 29 , and Q 31 -Q 39 Each is independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted C7-C 60 Arylalkyl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl, substituted or unsubstituted C2-C 60 Alkyl heteroaryl, substituted or unsubstituted C2-C 60 Heteroarylalkyl, substituted or unsubstituted C1-C 60 Heteroaryloxy, substituted or unsubstituted C1-C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

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

3. The organometallic compound according to claim 1, wherein M1 is iridium, and The sum of n1 and n2 is 3.

4. The organometallic compound according to claim 1, wherein X 10 C(R 10 ), X 11 C(R 11 ), X 12 C(R 12 ), X 13 C(R 13 ), X 14 C(R 14 ), and X 15 C(R 15 ),and R 10 -R 15 Each is hydrogen.

5. The organometallic compound according to claim 1, wherein X 16 C(R 16 ), X 17 C(R 17 ), X 18 C(R 18 ), and X 19 C(R 19 ), i)R 16 -R 19 Each is hydrogen; ii) R 16 -R 19 At least one of which is deuterium, -F, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C6-C 60 aryl, -Si(Q1)(Q2)(Q3), or -Ge(Q1)(Q2)(Q3), and R 16 -R 19 The remainder of each is hydrogen; and Substituted C1-C 60 Alkyl substituents, substituted C3-C 10 Substituents of cycloalkyl, substituted C6-C 60 The substituents of the aryl group, and Q1 to Q3 are each as defined in claim 1.

6. The organometallic compound according to claim 1, wherein in Formula 1A The moiety represented by is a group represented by one of the formulae CY(1)-1 to CY(1)-15: in, In formulae CY(1)-1 to CY(1)-15, Z1-Z3 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted C7-C 60 Arylalkyl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl, substituted or unsubstituted C2-C 60 Alkyl heteroaryl, substituted or unsubstituted C2-C 60 Heteroarylalkyl, substituted or unsubstituted C1-C 60 Heteroaryloxy, substituted or unsubstituted C1-C 60 heteroarylthio, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(═O)(Q8)(Q9), c1-c3 are each independently 1 or 2, R 16 -R 19 Each as defined in claim 1, provided that R 16 -R 19 Not hydrogen, Q1-Q9 are each as defined in claim 1, and * indicates the binding site with M1, and *” indicates the binding site with the adjacent atoms.

7. The organometallic compound according to claim 1, wherein L1 is a ligand represented by one of Formulas 1A-1 to 1A-3: in, In Formulae 1A-1 to 1A-3, X1, X 10 -X 19 , R2, and b2 are each as defined in claim 1, and * and *' each indicate a binding site to M1.

8. The organometallic compound according to claim 1, wherein L1 is a ligand represented by one of formulae 1A(1)-1 to 1A(1)-3: in, In Formulae 1A(1)-1 to 1A(1)-3, X1 and X 10 -X 19 Each as defined in claim 1, R 21 -R 26 Each is independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted C7-C 60 Arylalkyl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 Heteroaryl, substituted or unsubstituted C2-C 60 Alkyl heteroaryl, substituted or unsubstituted C2-C 60 Heteroarylalkyl, substituted or unsubstituted C1-C 60 Heteroaryloxy, substituted or unsubstituted C1-C 60 heteroarylthio, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(═O)(Q8)(Q9), R 21 and R 22 at least one of which includes fluorine, Q1-Q9 are each as defined in claim 1, and * and *' each indicate a binding site to M1.

9. The organometallic compound as claimed in claim 8, wherein R 21 and R 22 At least one of: -F； Including fluorine-substituted C1-C 60 Alkyl; C1-C substituted including fluorine 10 Cycloalkyl; C6-C 60 Aryl; or substituted C1-C 60 Heteroaryl.

10. The organometallic compound according to claim 1, wherein R2, R 10 -R 19 , and R 31 -R 33 Each independently is: Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, or C1-C 20 Alkylthio; C1-C 20 Alkyl, C1-C 20 Alkoxy, or C1-C 20 Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridinyl, pyrimidinyl, or a combination thereof; Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, or imidazopyrimidinyl; cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl , oxadiazolyl, triazine, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidyl: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, or a combination thereof; or -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9), and Q1-Q9 are each independently: -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with at least one of: deuterium, C1-C 10 Alkyl, phenyl, or a combination thereof.

11. The organometallic compound according to claim 1, wherein R 17 -R 19 are each independently deuterium, -F, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C6-C 60 Aryl, -Si(Q1)(Q2)(Q3), or -Ge(Q1)(Q2)(Q3), and Substituted C1-C 60 Alkyl substituents, substituted C3-C 10 Substituents of cycloalkyl, substituted C6-C 60 The substituents of the aryl group, and Q1 to Q3 are each as defined in claim 1.

12. The organometallic compound of claim 1, wherein at least one of R2 is: -CF3, -CF2H, -CFH2, -CH2CF3, -CH2CF2H, -CH2CFH2, -CHFCH3, -CHFCF2H, -CHFCFH2, -CHFCF3, -CF2CF3, -CF2CF2H, or -CF2CFH2; n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with at least one -F; or n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl, each substituted with: -F; and C1-C 10 At least one of an alkyl group or a phenyl group.

13. The organometallic compound according to claim 1, wherein the organometallic compound is represented by one of Formulas 1-1 to 1-3: in, In formulas 1-1 to 1-3, M1, n1, n2, X1, X 10 -X 19 , and R 31 -R 33 Each as defined in claim 1, R 21 -R 26 Each independently as defined in claim 1 for R2, and R 21 -R 26 At least one of the carbon atoms includes fluorine.

14. The organometallic compound of claim 1, wherein the organometallic compound is represented by one of Compounds 1 to 60:

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

16. The organic light emitting device of claim 15, wherein the emissive layer comprises the at least one of the organometallic compounds. 17 . The organic light emitting device of claim 16 , wherein the emission layer further comprises a host, and an amount of the host in the emission layer is greater than an amount of the at least one of the organometallic compounds based on weight. 18 . The organic light emitting device of claim 16 , wherein the emission layer emits light having a maximum emission wavelength of 590 nm to 650 nm.

19. The organic light emitting device according to claim 15, wherein The first electrode is an anode, The second electrode is a cathode, and The organic layer further includes a hole transport region disposed between the first electrode and the emission layer; and an electron transport region disposed between the emission layer and the second electrode, wherein the hole transport region comprises a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer, or a combination thereof, and The electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

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

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