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, 2, or 3, wherein the description of Formulae 1 to 3 is the same as described in the specific embodiments herein. Formula 3

Description

[0001] Cross-reference to related applications

[0002] This application claims priority and benefits, and all benefits arising therefrom, to Korean Patent Application No. 10-2024-0049406 filed on April 12, 2024 and Korean Patent Application No. 10-2025-0044893 filed on April 7, 2025, the entire contents of which are incorporated herein by reference. Technical Field

[0003] One or more embodiments relate to organometallic compounds, organic light-emitting devices including the same, and electronic devices including said organic light-emitting devices. Background Technology

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

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

[0006] One or more embodiments include organometallic compounds, organic light-emitting devices including the same, and electronic devices including said organic light-emitting devices.

[0007] Additional aspects will be set forth in part in the following detailed description, and will be apparent in part from that detailed description, or may be learned through practice of the exemplary embodiments presented herein.

[0008] Organometallic compounds represented by formula 1, 2, or 3 are provided, depending on one or more aspects:

[0009] Formula 1

[0010]

[0011] Formula 2

[0012]

[0013] Formula 3

[0014]

[0015] Formula A

[0016]

[0017] Formula B

[0018]

[0019] Among them, in equations 1 to 3,

[0020] M is a transition metal.

[0021] X 11 For C(R) 11 ) or N, X 12 For C(R) 12 ) or N, X 13 For C(R) 13 ) or N, and X 14 For C(R) 14 ) or N,

[0022] Y2 to Y4 are each independently C or N.

[0023] Rings CY2 to CY5 are each independently C5-C 30 Carbocyclic groups or C1-C 30 Heterocyclic groups,

[0024] L1 represents single bonds, double bonds, and *-N(R) bonds. 1a )-*'、*-B(R 1a )-*'、*-P(R 1a )-*'、*-C(R 1a (R) 1b )-*'、*-Si(R 1a (R) 1b )-*'、*-Ge(R 1a (R) 1b )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 1a )=*'、*=C(R 1a )-*'、*-C(R 1a )=C(R 1b )-*', *-C(=S)-*', or *-C≡C-*',

[0025] L2 represents single bonds, double bonds, and *-N(R) bonds. 2a )-*'、*-B(R 2a )-*'、*-P(R 2a)-*'、*-C(R 2a (R) 2b )-*'、*-Si(R 2a (R) 2b )-*'、*-Ge(R 2a (R) 2b )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 2a )=*'、*=C(R 2a )-*'、*-C(R 2a )=C(R 2b )-*', *-C(=S)-*', or *-C≡C-*',

[0026] L3 represents a single bond, double bond, or *-N(R) bond. 3a )-*'、*-B(R 3a )-*'、*-P(R 3a )-*'、*-C(R 3a (R) 3b )-*'、*-Si(R 3a (R) 3b )-*'、*-Ge(R 3a (R) 3b )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 3a )=*'、*=C(R 3a )-*'、*-C(R 3a )=C(R 3b )-*', *-C(=S)-*', or *-C≡C-*',

[0027] n1 to n3 are each an independent integer from 1 to 3.

[0028] T1 and T2 are independently substituted or unsubstituted C3-C. 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, or substituted or unsubstituted divalent nonaromatic fused heterocyclic groups.

[0029] b1 and b2 are each independent integers from 0 to 5.

[0030] Where, when b1 is 0, *-(T1)b1-*' is a single bond, and when b2 is 0, *-(T2)b2-*' is a single bond.

[0031] R0 is a group represented by formula A, a group represented by formula B, hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9),

[0032] R 12 To R 14 R2 to R4, R 1a R 1b R 2a R 2b R 3a and R3b Each of the following groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9),

[0033] R 11 For example, for R 12 The defined or is with * B binding sites,

[0034] a0 and a2 through a4 are each independent integers from 1 to 20.

[0035] In R0 of quantity a0, the sum of the number of groups represented by formula A and the number of groups represented by formula B is 1 or greater.

[0036] R0, R 11 To R 14R2 to R4, R 1a R 1b R 2a R 2b R 3a and R 3b Two adjacent groups in the [structure] are optionally bonded to each other to form substituted or unsubstituted C5-C [structures]. 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups,

[0037] In equations A and B,

[0038] X 511 For N or C(R) 511 ), X 512 For N or C(R) 512 ), X 513 For N or C(R) 513 ), X 514 For N or C(R) 514 ), X 521 For N or C(R) 521 ), X 522 For N or C(R) 522 ), X 523 For N or C(R) 523 ), X 524 For N or C(R) 524 ), X 531 For N or C(R) 531 ), X 532 For N or C(R) 532 ), X 533 For N or C(R) 533 ), X 534 For N or C(R) 534 ), X 541 For N or C(R) 541 ), and X 542 For N or C(R) 542 ),

[0039] X 611 For N or C(R) 611 ), X 612 For N or C(R) 612 ), X 613 For N or C(R) 613 ), X 621 For N or C(R) 621 ), X 622 For N or C(R) 622 ), X 623 For N or C(R) 623 ), X 631 For N or C(R) 631 ), X632 For N or C(R) 632 ), X 633 For N or C(R) 633 ), X 641 For N or C(R) 641 ), X 642 For N or C(R) 642 ), and X 643 For N or C(R) 643 ),

[0040] A1 to A4 are each independently a single bond, *-C(R7)(R8)-*', *-N(R7)-*', *-O-*', or *-S-*', and c1 to c4 are each independently 0 or 1.

[0041] When c1 is 0, *-(A1) c1 -*'Does not exist; when c2 is 0, *-(A2) c2 -*'Does not exist; when c3 is 0, *-(A3) c3 -*'Does not exist, and when c4 is 0, *-(A4) c4 -*'Does not exist.'

[0042] At least one of c1 to c4 is not 0.

[0043] R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 R7 and R8 are each independent as* A 、* B Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q2)(Q3)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9),

[0044] R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 * in R7 and R8 A The quantity is 1.

[0045] R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R631 To R 633 R 641 To R 643 * in R7 and R8 B The quantity is either 0 or 1, where * B When there are 0, the group represented by formula A or B is a monovalent substituent, and when * B When there is only one, the group represented by formula A or B is a divalent substituent.

[0046] * A This indicates the binding site with N in Formula 1, the binding site with CY5 in Formula 2, or the binding site with CY5 in Formula 3.

[0047] * B X represents the expression in equations 1 to 3. 11 Binding sites for CY5, T1, or T2.

[0048] when* B Indicates with X 11 When X binds to the binding site 11 For C(R) 11 ), and R 11 To and * B binding sites,

[0049] Replacement C5-C 30 Carbocyclic groups, substituted C1-C 30 Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C7-C 60 Alkyl aryl, substituted C7-C 60 Arylalkyl, substituted C6-C 60 aryloxy groups, 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 Heteroaryl groups, substituted C1-C 60Heteroaryl thiols, substituted monovalent nonaromatic fused polycyclic groups, substituted monovalent nonaromatic fused heterocyclic groups, substituted C3-C 10 Cycloalkylene, substituted C1-C 10 Heterocyclic alkyl groups, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 aryl, substituted C1-C 60 At least one substituent of the heteroaryl group, the substituted divalent nonaromatic fused polycyclic group, and the substituted divalent nonaromatic fused heterocyclic group is:

[0050] Deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy, or C1-C 60 Alkylthio;

[0051] Each of the following C1-C is replaced: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy, or C1-C 60 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 11 (Q)12 (Q) 13 -Ge(Q) 11 (Q) 12 (Q) 13 -N(Q) 14 (Q) 15 -B(Q) 16 (Q) 17 -P(Q) 18 (Q) 19 -P(=O)(Q) 18 (Q) 19 ), or combinations thereof;

[0052] C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups;

[0053] Each of the following C3-C is replaced: 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 -Ge(Q) 21 (Q) 22 (Q) 23 -N(Q) 24 (Q) 25 -B(Q) 26 (Q) 27 -P(=O)(Q) 28 (Q) 29 -P(=O)(Q) 28 (Q) 29 ), or a combination thereof; or

[0054] -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(=O)(Q) 38 (Q) 39 ), or -P(=O)(Q 38 (Q) 39 ),and

[0055] Q1 to Q9, Q 11 To Q 19 Q 21 To Q29 , and Q 31 To Q 39 Each group can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, or substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups.

[0056] According to one or more aspects, an organic light-emitting device includes at least one organometallic compound represented by formula 1, 2 or 3.

[0057] According to one or more aspects, an organic light-emitting device is provided, comprising: a first electrode; a second electrode; and an intermediate layer disposed between the first electrode and the second electrode, wherein the intermediate layer comprises an emitting layer, and wherein the intermediate layer comprises at least one organometallic compound represented by formula 1, 2 or 3.

[0058] According to one or more embodiments, the electronic device includes the organic light-emitting device. Attached Figure Description

[0059] By combinationFigure 1 The above and other aspects, features, and advantages of some exemplary embodiments of this disclosure will become clearer from the following detailed description. Figure 1 This is a schematic cross-sectional view of an organic light-emitting device according to one or more embodiments. Detailed Implementation

[0060] Exemplary embodiments will now be described in further detail, examples of which are shown in the accompanying drawings, wherein the same reference numerals refer to the same elements throughout the specification. In this respect, the exemplary embodiments may take different forms and should not be construed as limited to the description set forth herein. Therefore, exemplary embodiments are described in further detail below and with reference to the accompanying drawings only to illustrate some aspects and features of this description. As used herein, the term “and / or” includes any and all combinations of one or more of the associated enumerated items. Throughout this disclosure, the expression “at least one of a, b, or c” means only a, only b, only c, both a and b, both a and c, both b and c, all a, b, and c, or variations thereof.

[0061] The terminology used herein is for the purpose of describing one or more exemplary embodiments only and is not intended to be limiting. As used herein, the singular forms “a” and “the” are also intended to include the plural forms unless the context clearly indicates otherwise. The term “or” means “and / or”. It will be further understood that the terms “comprising” or “including” as used in this specification indicate the presence of the stated features, regions, integrals, steps, operations, elements, and / or components, but do not exclude the presence or addition of one or more additional features, regions, integrals, steps, operations, elements, components, and / or sets thereof.

[0062] It will be understood that although the terms first, second, third, etc., may be used herein to describe various elements, components, regions, layers, and / or portions, these elements, components, regions, layers, and / or portions should not be limited by these terms. These terms are used only to distinguish one element, component, region, layer, or portion from another. Therefore, without departing from the teachings of this embodiment, the first element, component, region, layer, or portion discussed below may be referred to as the second element, component, region, layer, or portion.

[0063] Exemplary embodiments are described herein with reference to cross-sectional views, which are schematic diagrams of idealized embodiments. Thus, deviations from the shapes shown in the figures will be anticipated as a result of, for example, manufacturing techniques and / or tolerances. Therefore, the embodiments described herein should not be construed as limited to the specific shapes of the regions illustrated herein, but rather include deviations in shape caused, for example, by manufacturing processes. For example, regions illustrated or described as flat may typically have rough and / or non-linear characteristics. Furthermore, sharp corners in the figures may be rounded. Therefore, the regions shown in the figures are schematic in nature and their shapes are not intended to illustrate the precise shapes of the regions and are not intended to limit the scope of the claims.

[0064] It will be understood that when an element is referred to as being "on" another element, it may be in direct contact with the other element or there may be an intermediate element between them. Conversely, when an element is referred to as being "directly on" another element, there is no intermediate element.

[0065] Unless otherwise defined, all terms used herein (including technical and scientific terms) have the same meaning as commonly understood by one of ordinary skill in the art to which this general inventive concept pertains. It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having meanings consistent with their meanings in the context of this disclosure and the relevant field, and will not be interpreted in an idealized or overly formal sense unless expressly defined herein.

[0066] As used herein, “about” or “approximately” includes the stated value and means within an acceptable range of deviations from the specific value, as determined by a person skilled in the art taking into account the measurement in question and the errors associated with the measurement of the specific quantity (i.e., limitations of the measurement system). For example, “about” may mean within one or more standard deviations relative to the stated value, or within ±30%, 20%, 10%, or 5%.

[0067] As used herein, an "energy level" (e.g., a singlet (S1) level or a triplet (T1) level) is represented as an absolute value relative to the vacuum level. Furthermore, when an energy level is referred to as "deep," "high," or "large," it has a large absolute value relative to the vacuum level at 0 eV, and when an energy level is referred to as "shallow," "low," or "small," it has a small absolute value relative to the vacuum level at 0 eV.

[0068] The description of organometallic compounds represented by formula 1, 2, or 3: Organometallic compounds represented by formula 1, 2, or 3 according to one or more aspects:

[0069] Formula 1

[0070]

[0071] Formula 2

[0072]

[0073] Formula 3

[0074]

[0075] Formula A

[0076]

[0077] Formula B

[0078]

[0079] In Equations 1 to 3, M is a transition metal.

[0080] In one or more embodiments, M may be beryllium (Be), magnesium (Mg), aluminum (Al), calcium (Ca), titanium (Ti), manganese (Mn), cobalt (Co), copper (Cu), zinc (Zn), gallium (Ga), germanium (Ge), zirconium (Zr), ruthenium (Ru), rhodium (Rh), palladium (Pd), silver (Ag), rhenium (Re), platinum (Pt), or gold (Au).

[0081] In one or more embodiments, M may be Pd or Pt.

[0082] In one or more embodiments, M may be Pt.

[0083] In equations 1 to 3, X 11 For C(R) 11 ) or N, X 12 For C(R) 12 ) or N, X 13 For C(R) 13 ) or N, and X 14 For C(R) 14 ) or N.

[0084] In equations 1 to 3, R 12 To R 14 Each of the following groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9). R 11 For example, for R 12 The defined or is with * B The binding site.

[0085] In one or more embodiments, X 11 It can be C(R) 11 ).

[0086] In one or more embodiments, X 12 It can be C(R) 12 ).

[0087] In one or more embodiments, X 13 It can be C(R) 13 ).

[0088] In one or more embodiments, X 14 It can be C(R) 14 ).

[0089] In one or more embodiments, X 11 It can be C(R) 11 ), X 12 It can be C(R) 12 ), X 13 It can be C(R)13 ), and X 14 It can be C(R) 14 ).

[0090] In one or more embodiments, R 11 To R 14 Each can be independently:

[0091] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio;

[0092] Each of the following C1-C is replaced: 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof;

[0093] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroloyl, thiophenolyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, inzolyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophenolyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenolyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl;

[0094] Each of the following substituted groups is replaced by: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrolinel, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl Oxadiazole, triazine, dibenzofuran, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrololinyl, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 ), or a combination thereof; or

[0095] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9), and

[0096] Q1 to Q9 and Q 31 To Q 33 Each can be independently:

[0097] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2;

[0098] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or

[0099] Each of the following is replaced by n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

[0100] In one or more embodiments, R 11 To R 14 Each can be independently:

[0101] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C20 alkoxy, or C1-C 20 Alkylthio;

[0102] A group represented by one of formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129 or 10-201 to 10-355;

[0103] A group represented by one of formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129 or 10-201 to 10-350 in which at least one hydrogen atom is replaced by deuterium, -F, or cyano; or

[0104] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), or -N(Q4)(Q5):

[0105]

[0106]

[0107]

[0108]

[0109]

[0110]

[0111]

[0112]

[0113] In formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129 and 10-201 to 10-355, * indicates a binding site with an adjacent atom, "Ph" represents phenyl, "TMS" represents trimethylsilyl, "TMG" represents trimethylgermanyl, and "t-Bu" represents tert-butyl.

[0114] In Equations 1 to 3, Y2 to Y4 are each independently C or N.

[0115] In one or more embodiments, Y2 may be C.

[0116] In one or more embodiments, Y3 may be C.

[0117] In one or more embodiments, Y4 may be N.

[0118] In one or more embodiments, Y2 can be C, Y3 can be C, and Y4 can be N.

[0119] In one or more embodiments, two of the three bonds selected from the bond between Y2 and M, the bond between Y3 and M, and the bond between Y4 and M may each be a covalent bond, and one of the three bonds may be a coordinate bond.

[0120] In one or more embodiments, the bond between Y2 and M and the bond between Y3 and M may each be a covalent bond, and the bond between Y4 and M may be a coordinate bond.

[0121] In one or more embodiments, Y2 can be C, Y3 can be C, and Y4 can be N, and the bond between Y2 and M and the bond between Y3 and M can each be a covalent bond, and the bond between Y4 and M can be a coordinate bond.

[0122] In equations 1 to 3, rings CY2 to CY5 can each be independently represented as C5-C. 30 Carbocyclic groups or C1-C 30 Heterocyclic groups.

[0123] In one or more embodiments, rings CY2 to CY5 may each independently be (i) a first ring, (ii) a second ring, (iii) a fused ring group in which two or more first rings are fused together, (iv) a fused ring group in which two or more second rings are fused together, or (v) a fused ring group in which one or more first rings are fused with one or more second rings.

[0124] The first ring can be a cyclopentyl group, cyclopentadienyl group, furan group, thiophene group, pyrrole group, thiophene group, indene group, benzofuran group, benzothiophene group, indole group, benzothiophene group, oxazole group, isoxazole group, oxadiazole group, isoxadiazole group, oxtriazole group, isoxtriazole group, thiazole group, isothiazole group, thiadiazole group, isothiazole group, thiatriazole group, isothiazole group, pyrazole group, imidazole group, triazole group, tetraazole group, azathiophene group, diazathiophene group, or triazathiophene group.

[0125] The second ring may be an adamantyl group, norbornene group, bicyclo[1.1.1]pentyl group, bicyclo[2.1.1]hexyl group, bicyclo[2.2.1]heptyl group (i.e., norbornene group), bicyclo[2.2.2]octyl group, cyclohexyl group, cyclohexene group, phenyl group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, or triazine group.

[0126] In one or more embodiments, cyclo(CY2) to cyclo(CY5) may each independently be a phenyl group, a naphthyl group, an anthracene group, a phenanthrene group, a benzo[9,10]phenanthrene group, a pyrene group, etc. Groups, 1,2,3,4-tetrahydronaphthyl group, pyrrole group, pyrazole group, imidazole group, triazole group, benzothiophene group, benzofuran group, indole group, indene group, benzothiophene group, benzoborone heterocyclopentadien group, benzophosphonone heterocyclopentadien group, benzoselenophene group, benzogermanium heterocyclopentadien group, benzopyrazole group, benzoimidazolium group, benzothiazole group, dibenzothiophene group, dibenzofuran group, carb Azazole group, fluorene group, dibenzothiophene group, dibenzoborone heterocyclopentadienyl group, dibenzophosphonone heterocyclopentadienyl group, dibenzoselenophene group, dibenzogermanone heterocyclopentadienyl group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, dibenzothiophene 5,5-dioxide group, azibabenzothiophene group, azibabenzofuran group, azibaindole group, azibaindenyl group, azibabenzothiophene group, azibabenzoborone Heterocyclopentadiene group, azibazophosphaticyclopentadiene group, azibazoselenophene group, azibazogermanium heterocyclopentadiene group, azibadibenzothiophene group, azibadibenzofuran group, azibacarbazole group, azibafluorene group, azibadibenzothiophene group, azibadibenzoborone heterocyclopentadiene group, azibadibenzophosphaticyclopentadiene group, azibadibenzoselenophene group, azibadibenzogermanium heterocyclopentadiene group, azibadibenzothiophene 5-oxide group, aza-9H-fluorene-9-one group, azadibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazolinine group, phenanthrene group, 5,6,7,8-tetrahydroisoquinoline group, 5,6,7,8-tetrahydroquinoline group, adamantyl group, norbornene group, or norbornene group.

[0127] In one or more embodiments, cyclo(CY2) to cyclo(CY5) may each independently be a phenyl group, naphthyl group, phenanthrene group, furan group, thiophene group, pyrrole group, cyclopentene group, thiophene group, germanium heterocyclopentadiene group, benzofuran group, benzothiophene group, indole group, indene group, benzothiophene group, benzogermanium heterocyclopentadiene group, dibenzofuran group, dibenzothiophene group, carbazole group, fluorene group, dibenzothiophene group, dibenzogermanium heterocyclopentadiene group, pyridine group, pyrimidine group, pyridazine group, or pyrazine group.

[0128] In one or more embodiments, cycloCY2 may be a phenyl group, pyridine group, pyrimidine group, naphthyl group, dibenzofuran group, dibenzothiophene group, carbazole group, fluorene group, or dibenzothiophene group.

[0129] In one or more embodiments, cycloCY3 may be a phenyl group, pyridine group, pyrimidine group, naphthyl group, dibenzofuran group, dibenzothiophene group, carbazole group, fluorene group, dibenzothiophene group, azadibenzofuran group, azadibenzothiophene group, azacarbazole group, azafluorene group, or azadibenzothiophene group.

[0130] In one or more embodiments, cycloCY4 may be a pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phenanthrene-rhein group, pyrrole group, pyrazole group, imidazole group, triazole group, benzopyrazole group, benzimidazole group, or benzothiazole group.

[0131] In one or more embodiments, cycloCY5 may be a phenyl group, a pyridine group, a pyrimidine group, a naphthyl group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, or a dibenzothiophene group.

[0132] In equations 1 to 3, L1 represents a single bond, a double bond, or *-N(R) 1a )-*'、*-B(R 1a )-*'、*-P(R 1a )-*'、*-C(R 1a (R) 1b )-*'、*-Si(R 1a (R) 1b )-*'、*-Ge(R 1a (R) 1b )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 1a )=*'、*=C(R 1a )-*'、*-C(R 1a )=C(R 1b )-*', *-C(=S)-*', or *-C≡C-*'.

[0133] In equations 1 to 3, L2 represents a single bond, a double bond, or *-N(R) 2a )-*'、*-B(R 2a )-*'、*-P(R 2a )-*'、*-C(R 2a (R) 2b )-*'、*-Si(R 2a (R) 2b )-*'、*-Ge(R 2a (R) 2b)-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 2a )=*'、*=C(R 2a )-*'、*-C(R 2a )=C(R 2b )-*', *-C(=S)-*', or *-C≡C-*'.

[0134] In equations 1 to 3, L3 represents a single bond, a double bond, or *-N(R) 3a )-*'、*-B(R 3a )-*'、*-P(R 3a )-*'、*-C(R 3a (R) 3b )-*'、*-Si(R 3a (R) 3b )-*'、*-Ge(R 3a (R) 3b )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 3a )=*'、*=C(R 3a )-*'、*-C(R 3a )=C(R 3b )-*', *-C(=S)-*', or *-C≡C-*'.

[0135] In Equations 1 to 3, n1 to n3 represent the quantities of L1 to L3, respectively, and each is an independent integer from 1 to 3. When n1 is 2 or greater, two or more L1s may be the same or different from each other; when n2 is 2 or greater, two or more L2s may be the same or different from each other; and when n3 is 2 or greater, two or more L3s may be the same or different from each other.

[0136] In equations 1 to 3, R 1a R 1b R 2a R 2b R 3a and R 3b Each of the following groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9).

[0137] In one or more embodiments, L1 can be a single bond, O, S, Se, N(R) 1a ), B(R) 1a ), C(R 1a (R) 1b ), or Si(R) 1a (R) 1b ).

[0138] In one or more implementations, L1 may be a single bond.

[0139] In one or more implementations, n1 can be 1.

[0140] In one or more embodiments, L2 can be a single bond, O, S, Se, N(R) 2a ), B(R) 2a ), C(R 2a (R) 2b ), or Si(R) 2a (R) 2b ).

[0141] In one or more embodiments, L2 may be O or S.

[0142] In one or more implementations, n2 may be 1.

[0143] In one or more embodiments, L3 can be a single bond, O, S, Se, N(R) 3a ), B(R) 3a ), C(R 3a (R) 3b ), or Si(R) 3a (R) 3b ).

[0144] In one or more implementations, L3 may be a single bond.

[0145] In one or more implementations, n3 may be 1.

[0146] In one or more embodiments, R 1a R 1b R 2a R 2b R 3a and R 3b Each can be independently:

[0147] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio;

[0148] Each of the following C1-C is replaced: 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof;

[0149] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroloyl, thiophenolyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, inzolyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophenolyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenolyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl;

[0150] Each of the following substituted groups is replaced by: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrolinel, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl Oxadiazole, triazine, dibenzofuran, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrololinyl, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 ), or a combination thereof; or

[0151] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9), and

[0152] Q1 to Q9 and Q 31 To Q 33 Each can be independently:

[0153] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2;

[0154] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or

[0155] Each of the following is replaced by n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

[0156] In one or more embodiments, R 1a R 1b R 2a R 2b R 3a and R 3b Each can be independently:

[0157] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio;

[0158] A group represented by one of formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129, or 10-201 to 10-355;

[0159] A group represented by one of formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129, or 10-201 to 10-350 in which at least one hydrogen atom is replaced by deuterium, -F, or cyano; or

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

[0161]

[0162]

[0163]

[0164]

[0165]

[0166]

[0167]

[0168]

[0169] In formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129 and 10-201 to 10-355, * indicates a binding site with an adjacent atom, "Ph" represents phenyl, "TMS" represents trimethylsilyl, "TMG" represents trimethylgermanyl, and "t-Bu" represents tert-butyl.

[0170] In equations 1 to 3, T1 and T2 are each independently substituted or unsubstituted C3-C. 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60aryl, substituted or unsubstituted C1-C 60 Hypoaryl, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, or substituted or unsubstituted divalent nonaromatic fused heterocyclic groups.

[0171] In equations 1 to 3, b1 and b2 represent the quantities of T1 and T2, respectively, and are each an independent integer from 0 to 5. When b1 is 0, *-(T1)b1-*' is a single bond, and when b2 is 0, *-(T2)b2-*' is a single bond.

[0172] In one or more embodiments, T1 and T2 can each be independently:

[0173] Phenylidene, cyclopentadienyl, indene, naphthyl, azulene, heptadienyl, acenaphthene, fluorene, phenenyl, phenanthrene, anthracene, fluoranyl, benzo[9,10]phenanthrene, pyrene, phenylene alkyl, tetraphenylene, terephthalyl, perylene, or pentaphenylene; or

[0174] Each of the following substituted groups is phenylene, cyclopentadienylene, indene, naphthylene, azulene, heptadienylene, acenaphthene, fluorene, phenenylene, phenanthrene, anthracene, fluorenylene, benzo[9,10]phenanthrene, pyrene, etc. alkyl, tetraphenyl, terephthalyl, perylene, or pentanephenyl: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60Heteroaryl thio groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, or combinations thereof.

[0175] In one or more implementations, b1 can be 0 or 1.

[0176] In one or more embodiments, b2 can be 1, 2 or 3.

[0177] In formulas 1 to 3, R0 is a group represented by formula A, a group represented by formula B, hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9).

[0178] In equations 1 to 3, a0 represents the number of R0 and is an integer from 1 to 20. When a0 is 2 or greater, two or more R0s can be the same or different from each other.

[0179] In R0 of quantity a0, the sum of the number of groups represented by formula A and the number of groups represented by formula B is 1 or greater.

[0180] In one or more implementations, R0 may be:

[0181] A group represented by formula A or a group represented by formula B;

[0182] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio;

[0183] Each of the following C1-C is replaced: 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof;

[0184] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroloyl, thiophenolyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, inzolyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophenolyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenolyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl;

[0185] Each of the following substituted groups is replaced by: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrolinel, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl Oxadiazole, triazine, dibenzofuran, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrololinyl, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 ), or a combination thereof; or

[0186] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9), and

[0187] Q1 to Q9 and Q 31 To Q 33 Each independently is:

[0188] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2;

[0189] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or

[0190] Each of the following is replaced by n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

[0191] In one or more implementations, R0 may be:

[0192] A group represented by formula A or a group represented by formula B;

[0193] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio;

[0194] A group represented by one of formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129, or 10-201 to 10-355;

[0195] A group represented by one of formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129, or 10-201 to 10-350 in which at least one hydrogen atom is replaced by deuterium, -F, or cyano; or

[0196] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), or -N(Q4)(Q5):

[0197]

[0198]

[0199]

[0200]

[0201]

[0202]

[0203]

[0204]

[0205] In formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129 and 10-201 to 10-355, * indicates a binding site with an adjacent atom, "Ph" represents phenyl, "TMS" represents trimethylsilyl, "TMG" represents trimethylgermanyl, and "t-Bu" represents tert-butyl.

[0206] In formulas 1 to 3, R2 to R4 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thio, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9).

[0207] In equations 1 to 3, a2 to a4 represent the quantities of R2 to R4, respectively, and each is an independent integer from 1 to 20, for example, from 1 to 6, from 1 to 4, or from 1 to 3. When a2 is 2 or greater, two or more R2s may be the same or different from each other; when a3 is 2 or greater, two or more R3s may be the same or different from each other; and when a4 is 2 or greater, two or more R4s may be the same or different from each other.

[0208] In one or more embodiments, R2 to R4 can each be independently:

[0209] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio;

[0210] Each of the following C1-C is replaced: 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof;

[0211] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroloyl, thiophenolyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, inzolyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophenolyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenolyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl;

[0212] Each of the following substituted groups is replaced by: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrolinel, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl Oxadiazole, triazine, dibenzofuran, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrololinyl, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 ), or a combination thereof; or

[0213] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9), and

[0214] Q1 to Q9 and Q 31 To Q 33 Each can be independently:

[0215] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2;

[0216] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or

[0217] Each of the following is replaced by n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

[0218] In one or more embodiments, R2 to R4 can each be independently:

[0219] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio;

[0220] A group represented by one of formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129, or 10-201 to 10-355; or

[0221] A group represented by one of formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129, or 10-201 to 10-350 in which at least one hydrogen atom is replaced by deuterium, -F, or cyano; or

[0222] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), or -N(Q4)(Q5):

[0223]

[0224]

[0225]

[0226]

[0227]

[0228]

[0229]

[0230]

[0231] In formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129 and 10-201 to 10-355, * indicates a binding site with an adjacent atom, "Ph" represents phenyl, "TMS" represents trimethylsilyl, "TMG" represents trimethylgermanyl, and "t-Bu" represents tert-butyl.

[0232] R0, R 11 To R 14 R2 to R4, R 1a R 1b R 2a R 2b R 3a and R 3b Two adjacent groups in the [structure] are optionally bonded to each other to form substituted or unsubstituted C5-C [structures]. 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups.

[0233] In one or more embodiments, in formulas 1, 2, and 3, by The group represented can be one of the groups represented by the formula CY2(1) to CY2(13):

[0234]

[0235]

[0236] Among them, in equations CY2(1) to CY2(13),

[0237] T 21 It can be B(Y) 21 ), C(Y 21 (Y) 22 ), N(Y 21 O, S, or Si(Y) 21 (Y) 22 ),

[0238] T 22 It can be C(Y) 21 ), N, or Si(Y) 21 ),

[0239] R 21 To R 26Y 21 and Y 22 Each as defined for R2,

[0240] * indicates the binding site with M in equations 1, 2, and 3.

[0241] *' indicates the binding site with L1 in equations 1, 2, and 3, and

[0242] * indicates the binding site with L2 in equations 1, 2 and 3.

[0243] In one or more embodiments, in formulas 1, 2, and 3, by The group represented can be one of the groups represented by formulas CY3(1) to CY3(25):

[0244]

[0245]

[0246]

[0247] In equations CY3(1) to CY3(25),

[0248] T 31 It can be B(Y) 31 ), C(Y 31 (Y) 32 ), N(Y 31 O, S, or Si(Y) 31 (Y) 32 ),

[0249] T 32 It can be C(Y) 31 ), N, or Si(Y) 31 ),

[0250] R 31 To R 36 Y 31 and Y 32 Each as defined for R3,

[0251] * indicates the binding site with M in equations 1, 2, and 3.

[0252] * indicates the binding site for L2 in equations 1, 2, and 3, and

[0253] *”' indicates the binding site with L3 in equations 1, 2 and 3.

[0254] In one or more embodiments, in formulas 1, 2, and 3, by The group represented can be one of the groups represented by formulas CY4(1) to CY4(29):

[0255]

[0256]

[0257] Among them, in equations CY4(1) to CY4(29),

[0258] R 41 To R 47 Each as defined for R4,

[0259] * indicates the binding site with M in formulas 1, 2 and 3, and *”' indicates the binding site with L3 in formulas 1, 2 and 3.

[0260] In one or more embodiments, in Equation 2, by The group represented can be one of the groups represented by formulas CY5(1) to CY5(16), and

[0261] In Equation 3, by The group represented can be one of the groups represented by formulas CY5(17) to CY5(66):

[0262]

[0263]

[0264]

[0265]

[0266]

[0267]

[0268] In equations CY5(1) to CY5(66),

[0269] T 51 It can be B(Y) 51 ), C(Y 51 (Y) 52 ), N(Y 51 O, S, or Si(Y) 51 (Y) 52 ),

[0270] T 52 It can be C(Y) 51 ), N, or Si(Y) 51 ),

[0271] R01 To R 08 Y 51 and Y 52 Each as defined for R0, and

[0272] * and *' each represent a binding site with an adjacent atom.

[0273] In equation A, X 511 For N or C(R) 511 ), X 512 For N or C(R) 512 ), X 513 For N or C(R) 513 ), X 514 For N or C(R) 514 ), X 521 For N or C(R) 521 ), X 522 For N or C(R) 522 ), X 523 For N or C(R) 523 ), X 524 For N or C(R) 524 ), X 531 For N or C(R) 531 ), X 532 For N or C(R) 532 ), X 533 For N or C(R) 533 ), X 534 For N or C(R) 534 ), X 541 For N or C(R) 541 ), and X 542 For N or C(R) 542 ).

[0274] In one or more embodiments, X 511 It can be C(R) 511 ), X 512 It can be C(R) 512 ), X 513 It can be C(R) 513 ), X 514 It can be C(R) 514 ), X 521 It can be C(R) 521 ), X 522 It can be C(R) 522 ), X 523 It can be C(R) 523 ), X 524 It can be C(R) 524 ), X 531 It can be C(R) 531 ), X 532 It can be C(R)532 ), X 533 It can be C(R) 533 ), X 534 It can be C(R) 534 ), X 541 It can be C(R) 541 ), and X 542 It can be C(R) 542 ).

[0275] In equation B, X 611 For N or C(R) 611 ), X 612 For N or C(R) 612 ), X 613 For N or C(R) 613 ), X 621 For N or C(R) 621 ), X 622 For N or C(R) 622 ), X 623 For N or C(R) 623 ), X 631 For N or C(R) 631 ), X 632 For N or C(R) 632 ), X 633 For N or C(R) 633 ), X 641 For N or C(R) 641 ), X 642 For N or C(R) 642 ), and X 643 For N or C(R) 643 ).

[0276] In one or more embodiments, X 611 It can be C(R) 611 ), X 612 It can be C(R) 612 ), X 613 It can be C(R) 613 ), X 621 It can be C(R) 621 ), X 622 It can be C(R) 622 ), X 623 It can be C(R) 623 ), X 631 It can be C(R) 631 ), X 632 It can be C(R) 632 ), X 633 It can be C(R) 633 ), X 641 It can be C(R) 641 ), X 642 It can be C(R)642 ), and X 643 It can be C(R) 643 ).

[0277] In formula B, A1 to A4 are each independently a single bond, *-C(R7)(R8)-*', *-N(R7)-*', *-O-*', or *-S-*'.

[0278] In equation B, c1 to c4 represent the quantities of A1 to A4, respectively, and each is independently either 0 or 1. When c1 is 0, *-(A1) c1 -*'Does not exist; when c2 is 0, *-(A2) c2 -*'Does not exist; when c3 is 0, *-(A3) c3 -*'Does not exist, and when c4 is 0, *-(A4) c4 -*'Does not exist. When *-(A1) c1 -*'If it does not exist, including X 611 To X 613 The ring and including X 621 To X 623 The rings are not connected to each other, when *-(A2) c2 -*'If it does not exist, including X 621 To X 623 The ring and including X 631 To X 633 The rings are not connected to each other, when *-(A3) c3 -*'If it does not exist, including X 631 To X 633 The ring and including X 641 To X 643 The rings are not connected to each other, and when *-(A4) c4 -*'If it does not exist, including X 611 To X 613 The ring and including X 641 To X 643 The rings are not connected to each other.

[0279] In equation B, at least one of c1 to c4 is not 0.

[0280] In one or more embodiments, A1 to A4 may each be a single bond or *-C(R7)(R8)-*' independently.

[0281] In one or more embodiments,

[0282] i) A1 can be a single bond, c1 can be 1, and c2 to c4 can each be 0, or

[0283] ii) A1 and A3 can each be a single bond, c1 and c3 can each be 1, and c2 and c4 can each be 0.

[0284] In equations A and B, R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 R7 and R8 are each independent as* A 、* B Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9).

[0285] In equations A and B, in R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 * in R7 and R8 A The quantity is 1.

[0286] In equations A and B, in R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 * in R7 and R8 B The quantity is either 0 or 1. When * B When the number is 0, the group represented by formula A or B is a monovalent substituent, and when * B When the quantity is 1, the group represented by formula A or B is a divalent substituent.

[0287] In equations A and B, * A This indicates the binding site with N in Formula 1, the binding site with CY5 in Formula 2, or the binding site with CY5 in Formula 3.

[0288] In equations A and B, * B X represents the expression in equations 1 to 3. 11 Binding sites for CY5, T1, or T2 rings.

[0289] In equations A and B, when * B Represents X in Equations 1 and 2 11 When the binding site is reached, X in Equations 1 and 2 11 It can be C(R) 11 And R 11 Indicates the relationship with * B The binding site.

[0290] In one or more embodiments, R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 R7 and R8 can be independently defined as follows:

[0291] * A or* B ;

[0292] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio;

[0293] Each of the following C1-C is replaced: 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof;

[0294] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroloyl, thiophenolyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, inzolyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophenolyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenolyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl;

[0295] Each of the following substituted groups is replaced by: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrolinel, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl Oxadiazole, triazine, dibenzofuran, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrololinyl, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 ), or a combination thereof; or

[0296] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9), and

[0297] Q1 to Q9 and Q 31 To Q 33 Each can be independently:

[0298] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2;

[0299] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or

[0300] Each of the following is replaced by n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

[0301] In one or more embodiments, R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631To R 633 R 641 To R 643 R7 and R8 can be independently defined as follows:

[0302] * A or* B ;

[0303] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio;

[0304] A group represented by one of formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129, or 10-201 to 10-355; or

[0305] A group represented by one of formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129, or 10-201 to 10-350 in which at least one hydrogen atom is replaced by deuterium, -F, or cyano; or

[0306] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), or -N(Q4)(Q5):

[0307]

[0308]

[0309]

[0310]

[0311]

[0312]

[0313]

[0314]

[0315] In formulas 9-1 to 9-61, 9-201 to 9-237, 10-1 to 10-129 and 10-201 to 10-355, * indicates a binding site with an adjacent atom, "Ph" represents phenyl, "TMS" represents trimethylsilyl, "TMG" represents trimethylgermanyl, and "t-Bu" represents tert-butyl.

[0316] In one or more embodiments, R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 * in R7 and R8 B The number can be 0.

[0317] In one or more embodiments, R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 * in R7 and R8 B The quantity can be 1.

[0318] In one or more embodiments, the organometallic compound may be represented by formula 1-1, 2-1, 3-1 or 3-2:

[0319] Formula 1-1

[0320]

[0321] Equation 2-1

[0322]

[0323] Equation 3-1

[0324]

[0325] Equation 3-2

[0326]

[0327] Among them, in equations 1-1, 2-1, 3-1, and 3-2,

[0328] M, X 11 To X 14 T1, T2, b1, b2, and R0 are each as described in this paper.

[0329] L2 can be *-O-*' or *-S-*'.

[0330] X 21 It can be C(R) 21 ) or N, X 22 It can be C(R) 22 ) or N, and X 23 It can be C(R) 23 ) or N,

[0331] X 31 It can be C(R) 31 ) or N, X 32 It can be C(R) 32 ) or N, X 33 It can be C(R) 33 ) or N, X 34 It can be C(R) 34 ) or N, X 35 It can be C(R) 35 ) or N, and X 36 It can be C(R) 36 ) or N,

[0332] X 41 It can be C(R) 41 ) or N, X 42 It can be C(R) 42 ) or N, X 43 It can be C(R) 43 ) or N, and X 44 It can be C(R) 44 ) or N,

[0333] X 51 It can be C(R) 51 ) or N, X 52 It can be C(R) 52 ) or N, X 53 It can be C(R) 53 ) or N, X 54 It can be C(R) 54 ) or N, and X 55 It can be C(R)55 ) or N,

[0334] R 21 To R 23 Each is the same as described regarding R2.

[0335] R 31 To R 36 Each is the same as described regarding R3.

[0336] R 41 To R 44 Each is the same as described regarding R4.

[0337] R 51 To R 55 Each is the same as described regarding R0, and

[0338] R0, R 11 To R 14 R 21 To R 23 R 31 To R 36 R 41 To R 44 and R 51 To R 55 Two adjacent groups in the structure may optionally bond to each other to form a substituted or unsubstituted C5-C. 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups.

[0339] In one or more embodiments,

[0340] The group represented by formula A can be a group represented by one of formulas A-1 to A-26, and

[0341] The group represented by formula B can be any group represented by formula B-1 to B-11:

[0342]

[0343]

[0344]

[0345] In equations A-1 to A-26 and equations B-1 to B-11, A1, A3, * A and* B Each as described elsewhere in this text.

[0346] In equations 1 to 3, A, and B, C5-C is substituted. 30 Carbocyclic groups, substituted C1-C 30Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C7-C 60 Alkyl aryl, substituted C7-C 60 Arylalkyl, substituted C6-C 60 aryloxy groups, 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 Heteroaryl groups, substituted C1-C 60 Heteroaryl thiols, substituted monovalent nonaromatic fused polycyclic groups, substituted monovalent nonaromatic fused heterocyclic groups, substituted C3-C 10 Cycloalkylene, substituted C1-C 10 Heterocyclic alkyl groups, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 aryl, substituted C1-C 60 At least one substituent of the heteroaryl group, the substituted divalent nonaromatic fused polycyclic group, and the substituted divalent nonaromatic fused heterocyclic group is:

[0347] Deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy, or C1-C 60 Alkylthio;

[0348] Each of the following C1-C is replaced: 60 Alkyl, C2-C 60 alkenyl, C2-C60 alkynyl group, C1-C 60 alkoxy, or C1-C 60 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 11 (Q) 12 (Q) 13 -Ge(Q) 11 (Q) 12 (Q) 13 -N(Q) 14 (Q) 15 -B(Q) 16 (Q) 17 -P(Q) 18 (Q) 19 -P(=O)(Q) 18 (Q) 19 ), or combinations thereof;

[0349] C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups;

[0350] Each of the following C3-C is replaced: 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 -Ge(Q) 21 (Q) 22 (Q) 23 -N(Q) 24 (Q) 25 -B(Q) 26(Q) 27 -P(Q) 28 (Q) 29 -P(=O)(Q) 28 (Q) 29 ), or a combination thereof; or

[0351] -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 ).

[0352] As used in this article, Q1 to Q9, Q 11 To Q 19 Q 21 To Q 29 , and Q 31 To Q 39 Each can be independently:

[0353] Hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amino; amidine; hydrazine; hydrazone; carboxylic acid group or its salt; sulfonic acid group or its salt; phosphate group or its salt; substituted or unsubstituted C1-C 60 Alkyl; substituted or unsubstituted C2-C 60 Alkenyl; substituted or unsubstituted C2-C 60 Alkyne group; substituted or unsubstituted C1-C 60 Alkoxy; substituted or unsubstituted C1-C 60 Alkylthio; substituted or unsubstituted C3-C 10 Cycloalkyl; substituted or unsubstituted C1-C 10 Heterocyclic alkyl; substituted or unsubstituted C3-C 10 Cycloalkenyl; substituted or unsubstituted C1-C 10 Heterocyclic alkenyl; substituted or unsubstituted C6-C 60 Aryl; substituted or unsubstituted C6-C 60 aryloxy group; substituted or unsubstituted C6-C 60 Arylthio; substituted or unsubstituted C1-C 60 heteroaryl; substituted or unsubstituted C2-C 60Alkyl heteroaryl; substituted or unsubstituted C2-C 60 Heteroarylalkyl; substituted or unsubstituted C1-C 60 Heteroaryl groups; substituted or unsubstituted C1-C 60 Heteroaryl thio; substituted or unsubstituted monovalent nonaromatic fused polycyclic group; or substituted or unsubstituted monovalent nonaromatic fused heterocyclic group.

[0354] For example, Q1 to Q9, Q 11 To Q 19 Q 21 To Q 29 , and Q 31 To Q 39 Each can be independently:

[0355] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; or

[0356] Each of the following is either unsubstituted or substituted with: n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, phenyl, biphenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

[0357] In one or more embodiments, the organometallic compound may include at least one of compounds 1 to 93, but the embodiments are not limited thereto:

[0358]

[0359]

[0360]

[0361]

[0362]

[0363]

[0364]

[0365]

[0366] While not intended to be limited by any particular theory, the organometallic compounds represented by formula 1, 2, or 3 provided herein satisfy the aforementioned structure of formula 1, 2, or 3 and include substituents represented by formula A and / or B. Therefore, steric hindrance is increased due to this structure, allowing for controllable intermolecular interactions. In this respect, organometallic compounds represented by formula 1, 2, or 3 can exhibit high luminous efficiency and / or narrow half-width (FWHM) of the emission peak in their emission spectra, and the emission wavelength can be easily tuned for blue light emission. Furthermore, electronic devices, such as organic light-emitting devices, comprising at least one organometallic compound represented by formula 1, 2, or 3 can exhibit high luminous efficiency, low roll-off ratio, and / or improved lifetime characteristics.

[0367] In one or more embodiments, the organometallic compound represented by formula 1, 2 or 3 is not compound X (compound X is excluded from this invention):

[0368] Compound X

[0369]

[0370] Although not intended to be limited by any particular theory, compound X may have a maximum emission wavelength that is at least 10 nanometers (nm) longer than that of organometallic compounds represented by formula 1, 2 or 3, and therefore presents difficulties in achieving light-emitting devices that emit light of the desired color.

[0371] The highest occupied molecular orbital (HOMO) level, lowest unoccupied molecular orbital (LUMO) level, triplet (T1) level, singlet (S1) level, and maximum emission wavelength (maximum photoluminescence wavelength) of some organometallic compounds of formulas 1, 2, or 3 were evaluated using the Gaussian 09 program with molecular structure optimization obtained through B3LYP-based density functional theory (DFT). max The results are shown in Table 1, where energy levels are reported in electron volts (eV).

[0372] Table 1

[0373]

[0374]

[0375]

[0376]

[0377] In addition, the half-width (FWHM, nm) of the emission peaks of some organometallic compounds of formulas 1, 2, or 3 were evaluated using the Gaussian 09 program with molecular structure optimization obtained by B3LYP-based DFT, and the results are shown in Table 2.

[0378] Table 2

[0379]

[0380]

[0381]

[0382] Referring to Tables 1 and 2, it is confirmed that the organometallic compounds represented by Formulas 1, 2 and / or 3 have electrical properties suitable for use as dopants (e.g., emitters or sensitizers) in electronic devices such as organic light-emitting devices, and have narrow FWHM.

[0383] In one or more embodiments, the field-whole-hundred-meter (FWHM) of the emission peak of the emission spectrum or electroluminescence spectrum of the organometallic compound may be 60 nm or less. For example, the FWHM of the emission peak of the emission spectrum or electroluminescence spectrum of the organometallic compound may be about 5 nm to about 50 nm, about 7 nm to about 40 nm, or about 10 nm to about 30 nm.

[0384] The methods for synthesizing organometallic compounds represented by formulas 1, 2 and 3 can be recognized by those skilled in the art with reference to the synthetic examples described herein.

[0385] There are no particular limitations on the method by which the structure of the organometallic compound represented by formula 1, 2, or 3 is confirmed. In one or more embodiments, the structure of the organometallic compound can be confirmed by known methods (e.g., NMR, LC-MS, etc.).

[0386] electronic devices

[0387] On the other hand, electronic devices are provided, which include organometallic compounds represented by formula 1, 2 or 3.

[0388] In one or more embodiments, the electronic device may be an organic light-emitting device (OLED), an organic photodiode (OPD), or an organic solar cell (OSC).

[0389] Organic light-emitting devices

[0390] Organometallic compounds represented by formula 1, 2, or 3 are suitable for use as an intermediate layer in organic light-emitting devices, for example, as an emitting layer material in an intermediate layer. In this regard, another aspect provides an organic light-emitting device comprising a first electrode; a second electrode; and an intermediate layer disposed between the first and second electrodes, wherein the intermediate layer comprises an emitting layer, and wherein the intermediate layer comprises at least one of the organometallic compounds described herein.

[0391] Such organic light-emitting devices are provided with an intermediate layer comprising at least one organometallic compound of formula 1, 2, or 3 as described herein. In this respect, the organic light-emitting device may be able to emit blue light with a relatively narrow FWHM and a shift to shorter wavelengths, and may have improved driving voltage, improved external quantum efficiency, improved luminous efficiency, and / or improved lifetime characteristics.

[0392] Organometallic compounds represented by formula 1, 2, or 3 may be used between electrode pairs in the organic light-emitting device. For example, at least one of the organometallic compounds may be included in the emitting layer. Here, the emitting layer may further include a host. Based on weight, the amount of the host in the emitting layer may be greater than the amount of the at least one organometallic compound in the emitting layer. The emitting layer may emit red, green, or blue light. For example, the emitting layer may emit blue light.

[0393] In one or more embodiments, the emission peak wavelength of the light emitted from the emission layer may be about 440 nm to about 480 nm, about 445 nm to about 480 nm, about 450 nm to about 480 nm, about 455 nm to about 480 nm, about 440 nm to about 475 nm, about 445 nm to about 475 nm, about 450 nm to about 475 nm, about 455 nm to about 475 nm, about 440 nm to about 470 nm, about 445 nm to about 470 nm, about 450 nm to about 470 nm, or about 455 nm to about 470 nm.

[0394] The emission layer may further include a body. The detailed description of the body may be the same as that described herein.

[0395] The first electrode can be the anode of the hole injection electrode and the second electrode can be the cathode of the electron injection electrode, or the first electrode can be the cathode of the electron injection electrode and the second electrode can be the anode of the hole injection electrode.

[0396] For example, in the organic light-emitting device, the first electrode may be an anode, the second electrode may be a cathode, and the intermediate layer may further include a hole transport region disposed between the first electrode and the emitting layer and an electron transport region disposed between the emitting layer and the second electrode. The hole transport region may include a hole injection layer, a hole transport layer, an electron blocking layer, an auxiliary layer, a buffer layer, or a combination thereof, and the electron transport region may include a buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0397] As used herein, the term "intermediate layer" refers to one or more layers disposed between the first and second electrodes of an organic light-emitting device. In addition to organic compounds, "intermediate layer" may also include organometallic complexes containing metals, etc.

[0398] For example, the emission layer may include a first embodiment or a second embodiment.

[0399] <First Implementation Method>

[0400] The emitting layer may include at least one organometallic compound represented by formula 1, 2, or 3 as provided herein, and said at least one organometallic compound may be used as an emitter. That is, said at least one organometallic compound may be an emitter. For example, the luminescence component derived from said at least one organometallic compound may account for 80% or more, 85% or more, 90% or more, or 95% or more of the total luminescence component in the emitting layer. The light emitted from said at least one organometallic compound may be blue light. The emitting layer may further include a sensitizer, and the sensitizer and said at least one organometallic compound may be different from each other. The sensitizer may include a transition metal-containing compound, a delayed fluorescence material, a transient fluorescence material, or a combination thereof, each different from said at least one organometallic compound. The amount (by weight) of the sensitizer may be from about 0.01 parts by weight to about 10 parts by weight of 100 parts by weight of the emitting layer.

[0401] <Second Implementation Method>

[0402] The emitter layer may include the at least one organometallic compound, and the at least one organometallic compound may be used as a sensitizer or auxiliary dopant. That is, the at least one organometallic compound may be a sensitizer or auxiliary dopant. The sensitizer can effectively transfer excitons from the host to the emitter. The emitter layer may further include an emitter, and the emitter may be different from the at least one organometallic compound. The emitter may include a transition metal-containing compound, a transient fluorescent material, a delayed fluorescent material, or a combination thereof, each of which is different from the at least one organometallic compound.

[0403] As used herein, the emitter may be a material that receives excitons from a host, sensitizer, and / or auxiliary dopant and emits light by transitioning to the ground state via exciton transition.

[0404] The amount of the at least one organometallic compound in the first and second embodiments may be from about 0.01 parts by weight to about 40 parts by weight, from about 0.1 parts by weight to about 20 parts by weight, or from about 1 part by weight to about 20 parts by weight of the emitter layer, based on 100 parts by weight.

[0405] In the first and second embodiments, the transition metal-containing compound may include the transition metal and a number of ligands bonded to the transition metal in an amount of n, where n may be an integer from 1 to 4.

[0406] In one or more embodiments, the transition metal in the transition metal-containing compound may be platinum (Pt) or palladium (Pd), n may be 1, and the ligand may be a tetradentate ligand. The tetradentate ligand may include, for example, a carbene portion bonded to the transition metal.

[0407] In one or more embodiments, the transition metal-containing compound may include the transition metal and a tetradentate ligand bonded to the transition metal, wherein the transition metal may be Pt or Pd, and the tetradentate ligand may include a carbene portion bonded to the transition metal.

[0408] In one or more embodiments, in the transition metal-containing compound, the transition metal may be iridium (Ir) or osmium (Os), and n may be 3, wherein at least one of the ligands in the n-number group may be: a bidentate ligand comprising -F, a cyano group, or a combination thereof; or a bidentate ligand comprising a carbene portion bonded to the transition metal. For example, the bidentate ligand may further comprise an imidazole group or a triazole group.

[0409] In one or more embodiments, the transition metal-containing compound may be a transition metal-containing compound represented by Formula 31 and / or a transition metal-containing compound represented by Formula 5. Detailed descriptions of Formulas 31 and 5 will be provided below.

[0410] In the first and second embodiments, the delayed fluorescence material may be, for example, a thermally activated delayed fluorescence (TADF) material. In one or more embodiments, the delayed fluorescence material may be a multiple resonance thermally activated delayed fluorescence material.

[0411] Multiple resonance thermally activated delayed fluorescence materials can be polycyclic compounds that i) do not contain transition metals, and ii) include two or more C3-C atoms. 60 A core of cyclic groups fused together. Here, the two C3-C groups of the core... 60 Cyclic groups can fuse together while sharing boron (B) or nitrogen (N).

[0412] In one or more embodiments, the delayed fluorescence material may be a polycyclic compound represented by Formula 4. A detailed description of Formula 4 will be provided below.

[0413] In the first and second embodiments, the transient fluorescent material may be an amino-containing compound, a styrene-containing compound, etc. For example, the transient fluorescent material may include naphthyl groups, fluorene groups, spirodifluorene groups, benzo[9,10]fluorene groups, dibenzo[9,10]fluorene groups, phenanthrene groups, anthracene groups, fluoranthene groups, benzo[9,10]phenanthrene groups, pyrene groups, etc. Group, tetraphenyl group (i.e., butanyl group), styrene group, perylene group, pentyrene group, indene-anthracene group, group represented by any one of formulas 501-1 to 501-21, or combinations thereof:

[0414]

[0415] In one or more embodiments, the transient fluorescent material may include a compound represented by formula 501A or 501B:

[0416]

[0417] In Equations 501A and 501B,

[0418] Ar 501 It can be a naphthyl group, fluorene group, spirodifluorene group, benzo[9,10]fluorene group, dibenzo[9,10]fluorene group, phenanthrene group, anthracene group, fluoranthene group, benzo[9,10]phenanthrene group, pyrene group, Group, tetraphenyl group, fusine group, perylene group, pentylenetene group, indanethracene group, bianthracite group, or a group represented by any one of formulas 501-1 to 501-21,

[0419] R 511 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, or -Si(Q) 501 (Q) 502 (Q) 503 ),

[0420] xd5 can be an integer from 0 to 10.

[0421] L 501 To L 503 Each can be independently:

[0422] single key; and

[0423] Each of the following C3-Cs was not replaced or was replaced as follows 10 Cycloalkylene, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkylene, C1-C 10 Heterocyclic alkenyl, C6-C 60 aryl, C1-C 60 Heteroaryl groups, divalent non-aromatic fused polycyclic groups, or divalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 501 (Q) 502 (Q) 503 ), or a combination thereof,

[0424] xd1 to xd3 can each be 1, 2, or 3 independently.

[0425] R 501 and R 502 Each can be independently substituted or substituted with one of the following: phenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene. alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazole, triazinyl, dibenzofuranyl, dibenzothiopheneyl, or dibenzothiopheneyl: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, nitro, amino, amidoyl, hydrazyl, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 501 (Q) 502 (Q) 503 ), or a combination thereof,

[0426] Z 11 Each of the following can be C1-C that has not been replaced or has been replaced as follows: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 501 (Q) 502 (Q) 503 ), or a combination thereof,

[0427] xd4 can be 1, 2, 3, 4, 5, or 6, and

[0428] Q 501 To Q 503 Each can be independently hydrogen, C1-C 60 Alkyl, C1-C 60Alkoxy, C1-C 60 Alkylthio, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups.

[0429] In one or more embodiments, the transient fluorescent material may include a compound represented by formula 501A or 501B, wherein xd4 in formula 501A may be 1, 2, 3, 4, 5, or 6, and xd4 in formula 501B may be 2, 3, or 4.

[0430] Main description

[0431] The emitter layer may include m1 types of substrates, which may include hole transport compounds, electron transport compounds, bipolar compounds, or combinations thereof. Each of the m1 substrates (e.g., a first substrate and a second substrate when m1 is 2) may not include a transition metal.

[0432] For example, in the emitter layer, m1 can be 2, and the two main components in the emitter layer can respectively include a hole transport compound and an electron transport compound, wherein the hole transport compound and the electron transport compound can be different from each other.

[0433] In one or more embodiments, the hole-transporting compound may include at least one π-electron-rich C3-C 60 Cyclic groups, and may not include electron transport groups. Examples of electron transport groups may include cyano groups, fluorine groups, cyclic groups containing nitrogen lacking π electrons, phosphine oxide groups, sulfoxide groups, etc.

[0434] As used herein, the term "cyclic group containing π-electron-deficient nitrogen" refers to a C1-C group that includes at least one *-N=*' moiety as a cyclic component. 60 Heterocyclic groups. Non-limiting examples of cyclic groups containing π-electron-deficient nitrogen may include triazine groups, imidazole groups, etc.

[0435] As used in this article, “π-electron-rich C3-C” 60 "Cyclic group" refers to a C3-C group that does not include the *-N=*' portion as the cyclic moiety. 60Cyclic groups. π-electron-rich C3-C groups. 60 Non-limiting examples of cyclic groups may include phenyl groups, naphthyl groups, benzo[9,10]phenanthrene groups, dibenzofuran groups, dibenzothiophene groups, carbazole groups, indole-dibenzofuran groups, indole-dibenzothiophene groups, indole-carbazole groups, naphthylbenzofuran groups, naphthylbenzothiophene groups, benzocarbazole groups, phenanthrene-benzofuran groups, phenanthrene-benzothiophene groups, naphthylcarbazole groups, dinaphthylfuran groups, dinaphthiophene groups, dibenzocarbazole groups, etc.

[0436] For example, hole transport compounds may include two or more carbazole groups.

[0437] In one or more embodiments, the electron transport compound may be a compound comprising at least one electron transport group. Non-limiting examples of electron transport groups may include cyano, fluorine, or C1-C groups containing nitrogen lacking π electrons. 60 Cyclic groups, phosphine oxide groups, sulfoxide groups, or combinations thereof.

[0438] In one or more embodiments, the electron transport compound may include a triazine group.

[0439] For example, an electron transport compound may include at least one electron transport group (e.g., a triazine group, etc.) and at least one π-electron-rich C3-C group. 60 Cyclic groups (e.g., phenyl groups, naphthyl groups, benzo[9,10]phenanthrene groups, dibenzofuran groups, dibenzothiophene groups, carbazole groups, indole-dibenzofuran groups, indole-dibenzothiophene groups, indole-carbazole groups, naphthanobenzofuran groups, naphthanobenzothiophene groups, benzocarbazole groups, phenanthrene-benzofuran groups, phenanthrene-benzothiophene groups, naphthiocarbazole groups, dinaphthanofuran groups, dinaphthiophene groups, dibenzocarbazole groups, etc., or combinations thereof).

[0440] In one or more embodiments, the hole transport compound may be a compound represented by Formula 6:

[0441] Formula 6

[0442]

[0443] In Equation 6,

[0444] L 61 and L 62 Each can be an independent π-electron-rich C3-C that is either unsubstituted or substituted by at least one of the following. 60 Cyclic groups: deuterium, C1-C 20 Alkyl, deuterated C1-C 20 Alkyl, phenyl, deuterated phenyl, (C1-C20 Alkyl)phenyl, biphenyl, deuterated biphenyl, (C1-C) 20 alkyl)biphenyl, -Si(Q) 31 (Q) 32 (Q) 33 ), or a combination thereof,

[0445] e61 and e62 can each be an integer from 1 to 6 independently.

[0446] R 61 To R 64 Each can be independently:

[0447] Hydrogen, deuterium, C1-C 20 Alkyl or deuterated C1-C 20 alkyl;

[0448] π-electron-rich C3-C that is not substituted or is substituted by at least one of the following 60 Cyclic groups: deuterium, C1-C 20 Alkyl, deuterated C1-C 20 Alkyl, phenyl, deuterated phenyl, (C1-C 20 Alkyl)phenyl, biphenyl, deuterated biphenyl, (C1-C) 20 alkyl)biphenyl, -Si(Q) 31 (Q) 32 (Q) 33 ), or a combination thereof; or

[0449] -Si(Q1)(Q2)(Q3), and

[0450] a63 and a64 can each be an integer from 0 to 7 independently.

[0451] Q1 to Q3 and Q 31 To Q 33 Each can be the same as described in this article.

[0452] In one or more embodiments, the hole transport compound may be a compound represented by formula 6-1, 6-2 or 6-3:

[0453] Equation 6-1

[0454]

[0455] Formula 6-2

[0456]

[0457] Formula 6-3

[0458]

[0459] In equations 6-1 to 6-3, L 61 L 62 R 61 To R 64 e61, e62, a63, and a64 may each be the same as those described in this article.

[0460] In one or more embodiments, the hole transport compound may be one of compounds HTH1 to HTH6 and HT-1, but the embodiments are not limited to this:

[0461]

[0462] In one or more embodiments, the electron transport compound may be a compound represented by Formula 7:

[0463] Formula 7

[0464]

[0465] In Equation 7,

[0466] X 74 It can be C(R) 74 ) or N, X 75 It can be C(R) 75 ) or N, X 76 It can be C(R) 76 ) or N, and X 74 To X 76 At least one of them can be N.

[0467] L 71 To L 73 Each can be independently a C5-C that is either not substituted or substituted by at least one of the following. 30 Carbocyclic groups or C1-C 30 Heterocyclic groups: deuterium, -F, cyano, C1-C 20 Alkyl, deuterated C1-C 20 Alkyl, fluorinated C1-C 20 Alkyl, phenyl, deuterated phenyl, fluorophenyl, (C1-C) 20 Alkyl)phenyl, biphenyl, deuterated biphenyl, fluorophenyl biphenyl, (C1-C) 20 alkyl)biphenyl, -Si(Q) 31 (Q) 32 (Q) 33 ), or a combination thereof,

[0468] e71 to e73 can each be an integer from 1 to 10 independently.

[0469] R 71 To R 76 Each can be independently:

[0470] Hydrogen, deuterium, -F, or cyano;

[0471] C1-C that is not substituted or is substituted with deuterium, -F, cyano, or a combination thereof 20 alkyl;

[0472] Each of the following C5-Cs was not replaced or was replaced as follows: 30 Carbocyclic groups or C1-C 30 Heterocyclic groups: deuterium, -F, cyano, C1-C 20 Alkyl, deuterated C1-C 20 Alkyl, fluorinated C1-C 20 Alkyl, phenyl, deuterated phenyl, fluorophenyl, (C1-C) 20 Alkyl)phenyl, biphenyl, deuterated biphenyl, fluorophenyl biphenyl, (C1-C) 20 alkyl)biphenyl, -Si(Q) 31 (Q) 32 (Q) 33 ), or a combination thereof; or

[0473] -Si(Q1)(Q2)(Q3).

[0474] Q1 to Q3 and Q 31 To Q 33 Each can be the same as described in this article.

[0475] In one or more embodiments, X in Formula 7 74 To X 76 Each can be N.

[0476] In one or more embodiments, L in Formula 7 71 To L 73 Each can be independently represented by an unsubstituted or substituted phenyl group, naphthyl group, benzo[9,10]phenanthrene group, dibenzofuran group, dibenzothiophene group, carbazole group, indole-dibenzofuran group, indole-dibenzothiophene group, indole-carbazole group, naphthenofuran group, naphthenobenzothiophene group, benzocarbazole group, phenanthrene-benzofuran group, phenanthrene-benzothiophene group, naphthiocarbazole group, dinaphthenofuran group, dinaphthiophene group, or dibenzocarbazole group: deuterium, -F, cyano, C1-C 20 Alkyl, deuterated C1-C 20 Alkyl, fluorinated C1-C 20 Alkyl, phenyl, deuterated phenyl, fluorophenyl, (C1-C) 20 Alkyl)phenyl, biphenyl, deuterated biphenyl, fluorophenyl biphenyl, (C1-C) 20 alkyl)biphenyl, -Si(Q) 31 (Q)32 (Q) 33 ), or combinations thereof.

[0477] In one or more embodiments, in Equation 7, L 71 At least one of L 72 At least one of L 73 At least one, or combination thereof, may be independently an unsubstituted or substituted dibenzofuran group, dibenzothiophene group, carbazole group, indole-dibenzofuran group, indole-dibenzothiophene group, indole-carbazole group, naphthobenzofuran group, naphthobenzothiophene group, benzocarbazole group, phenanthrene-benzofuran group, phenanthrene-benzothiophene group, naphthocarbazole group, dinaphthofuran group, dinaphthothiophene group, or dibenzocarbazole group: deuterium, -F, cyano, C1-C 20 Alkyl, deuterated C1-C 20 Alkyl, fluorinated C1-C 20 Alkyl, phenyl, deuterated phenyl, fluorophenyl, (C1-C) 20 Alkyl)phenyl, biphenyl, deuterated biphenyl, fluorophenyl biphenyl, (C1-C) 20 alkyl)biphenyl, -Si(Q) 31 (Q) 32 (Q) 33 ), or combinations thereof.

[0478] In one or more embodiments, in Equation 7, L 71 At least one of L 72 At least one of L 73 At least one, or a combination thereof, may be independently a carbazole group, an indole-carbazole group, a benzo[carbazole] group, a naphtho[carbazole] group, or a dibenzo[carbazole] group, wherein the nitrogen atom of the pyrrole group of the carbazole group, indole-carbazole group, benzo[carbazole] group, naphtho[carbazole] group, or dibenzo[carbazole] group may be connected via a single bond or an adjacent L-shaped bond. 71 L 72 and / or L 73 Connected to Equation 7, including X 74 To X 76 The carbon atom in the 6-membered ring.

[0479] In one or more embodiments, in Equation 7, e71 to e73 respectively represent L 71 To L 73 The quantity can be 1, 2, 3, 4 or 5, and each can be independent of the others.

[0480] In one or more embodiments, R in Formula 7 71 To R 76 Each can be independently:

[0481] Hydrogen, deuterium, -F, or cyano;

[0482] C1-C that is not substituted or is substituted with deuterium, -F, cyano, or a combination thereof 20 alkyl;

[0483] The phenyl group, naphthyl group, benzo[9,10]phenanthrene group, dibenzofuran group, dibenzothiophene group, carbazole group, indole-dibenzofuran group, indole-dibenzothiophene group, indole-carbazole group, naphthenofuran group, naphthenobenzothiophene group, benzocarbazole group, phenanthrene-benzofuran group, phenanthrene-benzothiophene group, naphthiocarbazole group, dinaphthenofuran group, dinaphthiophene group, or dibenzocarbazole group, respectively, are either unsubstituted or substituted with the following groups: deuterium, -F, cyano, C1-C. 20 Alkyl, deuterated C1-C 20 Alkyl, fluorinated C1-C 20 Alkyl, phenyl, deuterated phenyl, fluorophenyl, (C1-C) 20 Alkyl)phenyl, biphenyl, deuterated biphenyl, fluorophenyl biphenyl, (C1-C) 20 alkyl)biphenyl, -Si(Q) 31 (Q) 32 (Q) 33 ), or a combination thereof; or

[0484] -Si(Q1)(Q2)(Q3), where Q1 to Q3 and Q 31 To Q 33 Each as defined in this article.

[0485] In one or more embodiments, the electron transport compound may be one of compounds ETH1 to ETH7 and HT-2, but the embodiments are not limited to this:

[0486]

[0487] In one or more embodiments, when the main component is a combination of an electron transport compound and a hole transport compound, the weight ratio of the electron transport compound to the hole transport compound can be from about 1:9 to about 9:1, for example from about 2:8 to about 8:2, for example from about 4:6 to about 6:4, or for example 5:5. When the weight ratio of the electron transport compound to the hole transport compound is within the above ranges, a balance between hole and electron transport in the emitter layer can be achieved.

[0488] In one or more embodiments, the bipolar compound may include at least one electron transport portion or at least one hole transport portion.

[0489] In one or more embodiments, the main body may include a first compound and a second compound, and

[0490] i) The first compound can be a hole transport compound, and the second compound can be an electron transport compound.

[0491] ii) The first compound may be an electron transport compound, and the second compound may be a hole transport compound.

[0492] iii) Both the first and second compounds can be bipolar compounds.

[0493] iv) The first compound may be a hole-transporting compound, and the second compound may be a bipolar compound.

[0494] v) The first compound can be an electron-transporting compound, and the second compound can be a bipolar compound.

[0495] vi) The first compound may be a bipolar compound, and the second compound may be a hole-transporting compound, or

[0496] vii) The first compound may be a bipolar compound, and the second compound may be an electron transport compound.

[0497] Description of Equation 31

[0498] In the first and second embodiments, the transition metal-containing compound may be a transition metal-containing compound represented by Formula 31:

[0499] Formula 31

[0500]

[0501] In Equation 31,

[0502] M 31 It can be a transition metal.

[0503] X 11 To X 14 Each can be independently C or N.

[0504] Selected from X 11 and M 31 The key between X 12 and M 31 The key between X 13 and M 31 The key between, and X 14 and M 31 Two of the four bonds in the bond can be coordinate bonds, and the remaining two of the four bonds can be covalent bonds.

[0505] CY 31 To CY 34 Each can be independently classified as C5-C 30Carbocyclic groups or C1-C 30 Heterocyclic groups,

[0506] T 31 It can be a single bond, a double bond, or *-N(R) 35a )-*'、*-B(R 35a )-*'、*-P(R 35a )-*'、*-C(R 35a (R) 35b )-*'、*-Si(R 35a (R) 35b )-*'、*-Ge(R 35a (R) 35b )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 35a )=*'、*=C(R 35a )-*'、*-C(R 35a )=C(R 35b )-*', *-C(=S)-*', *-C≡C-*', not substituted or replaced by at least one R 10a Replacement C5-C 30 The carbocyclic group, or the unsubstituted group or the group with at least one R 10a Replacement C1-C 30 Heterocyclic groups,

[0507] T 32 It can be a single bond, a double bond, or *-N(R) 36a )-*'、*-B(R 36a )-*'、*-P(R 36a )-*'、*-C(R 36a (R) 36b )-*'、*-Si(R 36a (R) 36b )-*'、*-Ge(R 36a (R) 36b )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 36a )=*'、*=C(R 36a )-*'、*-C(R 36a )=C(R 36b )-*', *-C(=S)-*', *-C≡C-*', not substituted or replaced by at least one R 10a Replacement C5-C 30 The carbocyclic group, or the unsubstituted group or the group with at least one R 10aReplacement C1-C 30 Heterocyclic groups,

[0508] T 33 It can be a single bond, a double bond, or *-N(R) 37a )-*'、*-B(R 37a )-*'、*-P(R 37a )-*'、*-C(R 37a (R) 37b )-*'、*-Si(R 37a (R) 37b )-*'、*-Ge(R 37a (R) 37b )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 37a )=*'、*=C(R 37a )-*'、*-C(R 37a )=C(R 37b )-*', *-C(=S)-*', *-C≡C-*', not substituted or replaced by at least one R 10a Replacement C5-C 30 The carbocyclic group, or the unsubstituted group or the group with at least one R 10a Replacement C1-C 30 Heterocyclic groups,

[0509] T 34 It can be a single bond, a double bond, or *-N(R) 38a )-*'、*-B(R 38a )-*'、*-P(R 38a )-*'、*-C(R 38a (R) 38b )-*'、*-Si(R 38a (R) 38b )-*'、*-Ge(R 38a (R) 38b )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 38a )=*'、*=C(R 38a )-*'、*-C(R 38a )=C(R 38b )-*', *-C(=S)-*', *-C≡C-*', not substituted or replaced by at least one R 10a Replacement C5-C 30 The carbocyclic group, or the unsubstituted group or the group with at least one R 10aReplacement C1-C 30 Heterocyclic groups,

[0510] n31 to n34 can each be an integer from 0 to 5 independently, and three or more of n31 to n34 can each be an integer from 1 to 5 independently.

[0511] When n31 is 0, T 31 It does not exist when n32 is 0, T 32 It does not exist when n33 is 0, T 33 It does not exist, and when n34 is 0, T 34 It does not exist.

[0512] When n31 is 2 or greater, there are two or more T 31 They can be the same or different from each other, and when n32 is 2 or greater, there are two or more Ts. 32 They can be the same or different from each other, and when n33 is 2 or greater, there are two or more Ts. 33 They can be the same or different from each other, and when n34 is 2 or greater, two or more Ts 34 They can be the same or different from each other.

[0513] R 31 To R 34 R 35a R 35b R 36a R 36b R 37a R 37b R 38a and R 38b Each of these can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C60 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 Heteroarylalkyl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9),

[0514] a31 to a34 can each be an integer from 0 to 20 independently.

[0515] R 31 Two or more may optionally be bonded together to form an unsubstituted or R-shaped structure. 10a Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10a Replacement C1-C 30 Heterocyclic groups,

[0516] R 32 Two or more may optionally be bonded together to form an unsubstituted or R-shaped structure. 10a Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10a Replacement C1-C 30 Heterocyclic groups,

[0517] R 33 Two or more may optionally be bonded together to form an unsubstituted or R-shaped structure. 10a Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10a Replacement C1-C 30 Heterocyclic groups,

[0518] R 34 Two or more may optionally be bonded together to form an unsubstituted or R-shaped structure. 10a Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10a Replacement C1-C 30 Heterocyclic groups,

[0519] R 31 To R 34 R 35a R 35b R 36a R 36b R 37a R 37b R 38a and R 38b At least two of them may optionally be bonded to each other to form an unsubstituted or R-shaped structure. 10a Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10a Replacement C1-C 30 Heterocyclic groups,

[0520] R 10a With regard to R in this article 31 The same as described.

[0521] * and *' each represent the relationship with M. 31 binding sites,

[0522] Replacement C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C7-C 60 Arylalkyl, substituted C6-C 60 aryloxy groups, substituted C6-C 60 Arylthio, substituted C1-C 60 heteroaryl, substituted C2-C 60 Heteroarylalkyl, substituted C1-C 60 Heteroaryl groups, substituted C1-C 60 At least one substituent of the heteroaryl thio group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heterocyclic group may be:

[0523] Deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy, or C1-C 60 Alkylthio;

[0524] Each of the following C1-C is replaced: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy, or C1-C 60 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 11 (Q) 12 (Q) 13 -Ge(Q) 11 (Q) 12 (Q) 13 -N(Q) 14 (Q) 15 -B(Q) 16 (Q) 17 -P(Q) 18 (Q) 19 -P(=O)(Q) 18 (Q)19 ), or combinations thereof;

[0525] Each of the following C3-Cs is either not substituted or is substituted by at least one of the following: 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 -Ge(Q) 21 (Q) 22 (Q) 23 -N(Q) 24 (Q)25 -B(Q) 26 (Q) 27 -P(Q) 28 (Q) 29 -P(=O)(Q) 28 (Q) 29 ), or combinations thereof;

[0526] -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 );or

[0527] Its combination, and

[0528] Q1 to Q9, Q 11 To Q 19 Q 21 To Q 29 , and Q 31 To Q 39 Each of these can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amino; amidine; hydrazine; hydrazone; carboxylic acid group or its salt; sulfonic acid group or its salt; phosphate group or its salt; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkyne group; C1-C 60 Alkoxy group; C1-C 60 Alkylthio group; C3-C 10 cycloalkyl; C1-C 10 Heterocyclic alkyl; C3-C 10 Cycloalkenyl; C1-C 10 Heterocyclic alkenyl; C6-C 60 Aryl; C7-C 60 Alkyl aryl; C7-C 60 Arylalkyl; C6-C 60 Aryloxy group; C6-C 60 Arylthio; C1-C 60 heteroaryl; C2-C 60 Alkyl heteroaryl; C2-C 60 Heteroarylalkyl; C1-C60 Heteroaryloxy group; C1-C 60 Heteroaryl thio group; monovalent non-aromatic fused polycyclic group; or monovalent non-aromatic fused heterocyclic group.

[0529] In one or more embodiments, M in Formula 31 31 It can be Pt, Pd, or Au.

[0530] In one or more embodiments, M in Formula 31 31 It can be Pt or Pd.

[0531] In one or more embodiments, in formula 31, X 11 and M 31 The bond between them can be a coordinate bond.

[0532] In one or more embodiments, in formula 31, X 11 It can be C, and X 11 and M 31 The bond between them can be a coordinate bond. That is, X in Equation 31 11 It can be C in the carbene part.

[0533] In one or more embodiments, in formula 31, the ring CY 31 To CY 34 Each can be independently i) a first ring, ii) a second ring, iii) a fused ring group in which two or more first rings are fused together, iv) a fused ring group in which two or more second rings are fused together, or v) a fused ring group in which one or more first rings are fused with one or more second rings.

[0534] The first ring can be a cyclopentyl group, cyclopentadienyl group, furan group, thiophene group, pyrrole group, thiophene group, oxazole group, isoxazole group, oxadiazole group, isoxadiazole group, oxtriazole group, isoxtriazole group, thiazole group, isothiazole group, thiadiazole group, isothiazole group, thiadiazole group, thiatriazole group, isothiazole group, pyrazole group, imidazole group, triazole group, tetraazole group, azathiophene group, diazathiophene group, or triazathiophene group.

[0535] The second ring can be an adamantyl group, norbornel group, norbornene group, cyclohexyl group, cyclohexene group, phenyl group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, oxazine group, thiazine group, dihydropyrazine group, dihydropyridine group, or dihydroazathiophene group.

[0536] In one or more embodiments, R 31 To R 34 R 35a R 35b R36a R 36b R 37a R 37b R 38a and R 38b Each can be independently:

[0537] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano (CN), nitro, amino, C1-C 20 Alkyl, C1-C 20 alkoxy, or C1-C 20 Alkylthio;

[0538] Each of the C1-Cs is replaced by at least one of the following: 20 Alkyl, C1-C 20 alkoxy, or C1-C 20 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, or phenyl; or

[0539] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, fluorenyl, phenanthryl, or anthracene, each unsubstituted or substituted with at least one of the following: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, fluorenyl, phenanthryl, or anthracene.

[0540] In one or more embodiments, the transition metal-containing compound represented by Formula 31 may be a transition metal-containing compound represented by Formula 31-1 or a transition metal-containing compound represented by Formula 31-2:

[0541] Formula 31-1

[0542]

[0543] Formula 31-2

[0544]

[0545] In formula 31-1, the carbon atom of the imidazole group and M 31 The bond between them can be a coordinate bond. That is, in formula 31-1, the imidazole group may include a bonded to M 31 The carbene portion.

[0546] In formula 31-2, the carbon atom of the benzimidazole group and M 31 The bond between them can be a coordinate bond. That is, in formula 31-2, the benzimidazole group may include a bonded to M. 31 The carbene portion.

[0547] In equations 31-1 and 31-2,

[0548] M 31 CY 32 CY 33 CY 34 X 12 X 13 X 14 T 31 T 32 T 33 n31, n32, n33, R 32 R 33 R 34 a32, a33, and a34 are each as described in this article, and

[0549] R 311 To R 317 Each and about R 31 The description is the same.

[0550] In one or more embodiments, in formulas 31-1 and 31-2,

[0551] R 311 To R 317 Each can be independently:

[0552] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, or phosphate group or its salt;

[0553] Each of the following C1-Cs was not replaced or was replaced as follows 20 Alkyl, C1-C 20 alkoxy, or C1-C 20Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, or combinations thereof;

[0554] Each of the following C3-Cs was not replaced or was replaced as follows 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C6-C 60 Aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio groups, or combinations thereof;

[0555] -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9).

[0556] In one or more embodiments, in formulas 31-1 and 31-2,

[0557] R 311 To R 317 At least one of them may include

[0558] Each of the C1-Cs that has not been substituted or has been substituted by at least one of the following: 20 Alkyl, C6-C 60 Aryl, or C7-C 60 Arylalkyl: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, phenyl, cumyl (isopropylphenyl), or combinations thereof.

[0559] Description of Formula 5

[0560] In the first and second embodiments, the transition metal-containing compound may be a transition metal-containing compound represented by Formula 5:

[0561] Formula 5

[0562] M 51 (L 51 ) n51 (L 52 ) n52

[0563] In Equation 5, M 51 It can be a transition metal.

[0564] In one or more embodiments, M 51 It can be a transition metal in the first, second, or third row of the periodic table.

[0565] In one or more embodiments, M 51 It can be iridium (Ir), platinum (Pt), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), thulium (Tm), or rhodium (Rh).

[0566] In one or more embodiments, M 51 It can be Ir, Pt, Os, or Rh.

[0567] In one or more embodiments, M 51 It can be Ir or Os.

[0568] In Equation 5, L 51 It can be a ligand represented by Equation 5A, and L 52 It can be a ligand represented by Equation 5B:

[0569]

[0570] Equations 5A and 5B are each as described in this paper.

[0571] In Equation 5, n51 can be 1, 2, or 3. When n51 is 2 or greater, two or more L 51 They may be the same as or different from each other.

[0572] In Equation 5, n52 can be 0, 1, or 2. When n52 is 2 or greater, two or more L 52 They may be the same as or different from each other.

[0573] The sum of n51 and n52 in Equation 5 can be 2 or 3. For example, the sum of n51 and n52 can be 3.

[0574] In one or more embodiments, in Equation 5, i) M can be Ir, and the sum of n51 and n52 is 3; or ii) M can be Pt, and the sum of n51 and n52 is 2.

[0575] In one or more embodiments, in Equation 5, M can be Ir, and i) n51 can be 1 and n52 can be 2, or ii) n51 can be 2 and n52 can be 1.

[0576] L in Equation 5 51 and L 52 But they are different from each other.

[0577] In equations 5A and 5B, Y 51 To Y 54 Each can be C or N independently. For example, Y 51 and Y 53 Each can be N, and Y 52 and Y 54 Each can be C.

[0578] The ring CY in formulas 5A and 5B 51 To CY 54 Each can be independently classified as C5-C 30 Carbocyclic groups or C1-C 30 Heterocyclic groups.

[0579] For example, the ring CY in equations 5A and 5B 51 To CY 54 Each of these can be independently i) a third ring, ii) a fourth ring, iii) a fused ring group in which two or more third rings are fused together, iv) a fused ring group in which two or more fourth rings are fused together, or v) a fused ring group in which at least one third ring is fused with at least one fourth ring.

[0580] The third ring can be a cyclopentyl group, cyclopentene group, furan group, thiophene group, pyrrole group, thiophene group, borocyclopentadien group, phosphacyclopentadien group, germanium heterocyclopentadien group, selenophene group, oxazole group, oxadiazole group, oxtriazole group, thiazole group, thiadiazole group, thiatriazole group, pyrazole group, imidazole group, triazole group, tetraazole group, or azathiophene group.

[0581] The fourth ring can be an adamantyl group, norbornel group, norbornene group, cyclohexyl group, cyclohexene group, phenyl group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, or triazine group.

[0582] In one or more embodiments, in formulas 5A and 5B, cyclo(CY1) to cyclo(CY4) can each independently be a cyclopentyl group, a cyclohexyl group, a cyclohexene group, a phenyl group, a naphthyl group, an anthracene group, a phenanthrene group, a benzo[9,10]phenanthrene group, a pyrene group, etc. Groups, 1,2,3,4-tetrahydronaphthyl group, cyclopentadienyl group, pyrrole group, furan group, thiophene group, thiorrole group, borocyclopentadienyl group, phosphacyclopentadienyl group, germanium heterocyclopentadienyl group, selenophene group, indole group, benzofuran group, benzothiophene group, benzothiorrole group, benzoboron heterocyclopentadienyl group, benzophosphacyclopentadienyl group, benzogermanium heterocyclopentadienyl group, benzoselenophene group, fluorene group, carbazole group, dibenzofuran group, dibenzothiophene group, dibenzothiorrole group, dibenzoboron heterocyclopentadienyl group, dibenzophosphacyclopentadienyl group, dibenzogermanium heterocyclopentadienyl group, dibenzoselenophene group, benzofluorene group, benzocarbazole group, naphthobenzofuran group, naphthobenzothiophene group, naphthobenzofuran group, naphthobenzothiophene group, naphtho Benzothiophene group, naphthobenzoborane heterocyclopentadienyl group, naphthobenzophosphonocyclopentadienyl group, naphthobenzogermanium heterocyclopentadienyl group, naphthobenzobenzyl selenophene group, dibenzofluorene group, dibenzocarbazole group, dinaphthofuran group, dinaphthothiophene group, dinaphthothiophene group, dinaphthothiophene group, dinaphthobenzoborane heterocyclopentadienyl group, dinaphthophosphonocyclopentadienyl group, dinaphthogermanium heterocyclopentadienyl group, dinaphthoselenophene group, indolephene group, phenanthrenebenzofuran group, phenanthrenebenzothiophene group, phenanthrenebenzothiophene group, phenanthrenebenzothiophene group, phenanthrenebenzoborane heterocyclopentadienyl group, phenanthrenebenzophosphonocyclopentadienyl group, phenanthrenebenzogermanium heterocyclopentadienyl group, phenanthrenebenzobenzyl selenophene group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, dibenzothiophene 5,5-dioxide group, azaindole group, azabenzofuran group, azabenzothiophene group, azabenzothiophene group, azabenzothiophene group, azabenzoborone cyclopentadiene group, azabenzophosphonone cyclopentadiene group, azabenzogermanium cyclopentadiene group, azabenzoselenophene group, azafluorene group, azacarbazole group, azadibenzofuran group, azadibenzothiophene group, azadibenzothiophene group, azadibenzothiophene group, azadibenzoborone cyclopentadiene group, azadibenzophosphonone cyclopentadiene group, azadibenzogermanium cyclopentadiene group, azadibenzoselenophene group, azabenzofluorene group, azabenzocarbazole group, azanaphthobenzofuran group, azanaphthobenzothiophene ... Benzoborane cyclopentadienyl group, azinaphthobenzophosphacene cyclopentadienyl group, azinaphthobenzogermanium cyclopentadienyl group, azinaphthobenzoselenophenyl group, azinadibenzofluorene group, azinadibenzocarbazole group, azinaphthofuran group, azinaphthothiophene group, azinaphthothiophene group, azinaphthothiophene group, azinaphthobenzoborane cyclopentadienyl group, azinaphthophosphacene cyclopentadienyl group, azinaphthogermanium cyclopentadienyl group, azinaphthobenzoselenophenyl group, azinaindophenanthrene group, azinaphenanthrenebenzofuran group, azinaphenanthrenebenzothiophene group, azinaphenanthrenebenzoselenophenanthrene group, azinaphenanthrenebenzoborane cyclopentadienyl group, azinaphenanthrenebenzophosphacene cyclopentadienyl group, azinaphenanthrenebenzogermanium cyclopentadienyl group Groups, including: azinon-benzo[selenophene], azinon-dibenzothiophene 5-oxide group, azinon-9H-fluorene-9-one group, azinon-dibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group, benzo[quinoline], benzo[isoquinoline], benzo[quinoxaline], benzo[quinoline], phenanthrene group, phenanthridine group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group, thiadiazole group, azinon-thiazole group, azinon-boron-cyclopentadiene group, azinon-phosphocyclopentadiene group, azinon-germanium-cyclopentadiene group, azinon-boron ... Selenophene group, benzopyrrole group, benzopyrazole group, benzimidazole group, benzoxazole group, benziisoxazole group, benzothiazole group, benziisothiazole group, benzoxadiazole group, benzothiadiazole group, pyridinopyrrole group, pyridinopyrazole group, pyridinoimidazole group, pyridinoxazole group, pyridinoisoxazole group, pyridinothiazole group, pyridinoisothiazole group, pyridinoxadiazole group, pyridinothiazole group, pyrimidinopyrrole group, pyrimidinopyrazole group, pyrimidinoimidazole group, pyrimidinoxazole group, pyrimidinoisoxazole group, pyrimidinothiazole group, pyrimidinothiazole group, pyrimidinothiazole group, 5,6,7,8-tetrahydroisoquinoline group, 5,6,7,8-Tetrahydroquinoline group, adamantyl group, norbornene group, norbornene group, phenyl group fused with cyclohexyl group, phenyl group fused with norbornene group, pyridine group fused with cyclohexyl group, or pyridine group fused with norbornene group.

[0583] For example, the ring CY in equations 5A and 5B 51 and CY 53 But they are different from each other.

[0584] In one or more embodiments, the ring CY in formulas 5A and 5B 52 and CY 54 But they are different from each other.

[0585] In one or more embodiments, the ring CY in formulas 5A and 5B 51 To CY 54 But they are different from each other.

[0586] R in equations 5A and 5B 51 To R 54 Each group can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, -Si(Q 51 (Q) 52 (Q) 53 -Ge(Q) 51 (Q) 52 (Q) 53 -N(Q) 54 (Q) 55 -B(Q) 56 (Q) 57 -P(Q) 58 (Q) 59 ), or -P(=O)(Q 58 (Q) 59 Q 51 To Q 59 Each as described in this article.

[0587] In one or more embodiments, R in formulas 5A and 5B 51 To R 54 Each can be independently:

[0588] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 alkoxy, or C1-C 20 Alkylthio;

[0589] Each of the following C1-C is replaced: 20 Alkyl, C1-C 20 alkoxy, or C1-C 20 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl, (C1-C 20 alkyl)cyclopentyl, (C1-C 20 alkyl)cyclohexyl, (C1-C 20 alkyl)cycloheptyl, (C1-C 20 alkyl)cyclooctyl, (C1-C 20Alkyl) adamantyl, (C1-C 20 Alkyl)norbornel, (C1-C 20 alkyl) norbornenyl, (C1-C 20 alkyl)cyclopentenyl, (C1-C 20 alkyl)cyclohexenyl, (C1-C 20 alkyl)cycloheptenyl, (C1-C 20 Alkyl)bicyclo[1.1.1]pentyl, (C1-C 20 Alkyl)bicyclo[2.1.1]hexyl, (C1-C 20 Alkyl)bicyclo[2.2.2]octyl, phenyl, (C1-C 20 Alkyl)phenyl, biphenyl, terphenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof;

[0590] Each of the following substituted compounds, either unsubstituted or substituted with: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl, phenyl, (C1-C... 20 Alkyl)phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrololinyl, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, di Benzofuranyl, dibenzothiophenyl, benzocarbazoyl, dibenzocarbazoyl, imidazopyridyl, imidazopyrimidinyl, azacarbazoyl, azadibenzofuranyl or azadibenzothiophenyl: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, (phenyl) C1-C 10 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl, (C1-C20 alkyl)cyclopentyl, (C1-C 20 alkyl)cyclohexyl, (C1-C 20 alkyl)cycloheptyl, (C1-C 20 alkyl)cyclooctyl, (C1-C 20 Alkyl) adamantyl, (C1-C 20 Alkyl)norbornel, (C1-C 20 alkyl) norbornenyl, (C1-C 20 alkyl)cyclopentenyl, (C1-C 20 alkyl)cyclohexenyl, (C1-C 20 alkyl)cycloheptenyl, (C1-C 20 Alkyl)bicyclo[1.1.1]pentyl, (C1-C 20 Alkyl)bicyclo[2.1.1]hexyl, (C1-C 20 Alkyl)bicyclo[2.2.2]octyl, phenyl, (C1-C 20 Alkyl)phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrololyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, azacarbazoleyl, azadibenzofuranyl, azadibenzothiophenyl, or combinations thereof; or

[0591] -Si(Q 51 (Q) 52 (Q) 53 -Ge(Q) 51 (Q) 52 (Q) 53 -N(Q) 54 (Q) 55 -B(Q) 56 (Q) 57 -P(=O)(Q) 58 (Q) 59 ), or -P(Q 58 (Q) 59 ),and

[0592] Q 51 To Q 59Each can be independently:

[0593] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; or

[0594] Each of the following is either unsubstituted or substituted with: n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, phenyl, biphenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

[0595] In one or more embodiments, R 51 To R 54 Each can be independently:

[0596] Hydrogen, deuterium, -F, or cyano;

[0597] C1-C that has not been replaced or has been replaced as follows 20 Alkyl groups: deuterium, cyano, C3-C 10 cycloalkyl, deuterated C3-C 10 Cycloalkyl, fluorinated C3-C 10 cycloalkyl, (C1-C 20 Alkyl)C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, deuterated C1-C 10 Heterocyclic alkyl, fluorinated C1-C 10 Heterocyclic alkyl, (C1-C 20 Alkyl) C1-C 10 Heterocyclic alkyl, phenyl, deuterated phenyl, fluorophenyl, (C1-C 20 Alkyl)phenyl, biphenyl, deuterated biphenyl, fluorinated biphenyl, (C1-C) 20 Alkyl)biphenyl, dibenzofuranyl, deuterated dibenzofuranyl, fluorodibenzofuranyl, (C1-C) 20 Alkyl) dibenzofuranyl, dibenzothiophenyl, deuterated dibenzothiophenyl, fluorodibenzothiophenyl, (C1-C 20 Alkyl)dibenzothiophene group, or combinations thereof;

[0598] Each of the following C3-Cs was not replaced or was replaced as follows 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, phenyl, or biphenyl: deuterium, cyano, C1-C 20 Alkyl, deuterated C1-C20 Alkyl, fluorinated C1-C 20 Alkyl, C1-C 20 Alkoxy, deuterated C1-C 20 Alkoxy, fluorinated C1-C 20 Alkoxy, C1-C 20 Alkylthio, deuterated C1-C 20 Alkylthio, fluorinated C1-C 20 Alkylthio, C3-C 10 cycloalkyl, deuterated C3-C 10 Cycloalkyl, fluorinated C3-C 10 cycloalkyl, (C1-C 20 Alkyl)C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, deuterated C1-C 10 Heterocyclic alkyl, fluorinated C1-C 10 Heterocyclic alkyl, (C1-C 20 Alkyl) C1-C 10 Heterocyclic alkyl, phenyl, deuterated phenyl, fluorophenyl, (C1-C 20 Alkyl)phenyl, biphenyl, deuterated biphenyl, fluorinated biphenyl, (C1-C) 20 Alkyl)biphenyl, dibenzofuranyl, deuterated dibenzofuranyl, fluorodibenzofuranyl, (C1-C) 20 Alkyl) dibenzofuranyl, dibenzothiophenyl, deuterated dibenzothiophenyl, fluorodibenzothiophenyl, (C1-C 20 Alkyl) dibenzothiophene group, or combinations thereof; or

[0599] -Si(Q 51 (Q) 52 (Q) 53 ) or -Ge(Q 51 (Q) 52 (Q) 53 ).

[0600] In equations 5A and 5B, b51 to b54 represent R respectively. 51 To R 54 The number of R values, and each can be an integer from 0 to 20 independently. When b51 is 2 or greater, two or more R values... 51 They can be the same or different from each other, and when b52 is 2 or greater, two or more R... 52 They can be the same or different from each other, and when b53 is 2 or greater, two or more Rs 53 They can be the same or different from each other, and when b54 is 2 or greater, two or more R... 54 They can be the same or different from each other. For example, b51 to b54 can each be an integer from 0 to 8 independently.

[0601] In one or more embodiments, in Formula 5A, Y 52 It can be C, Y 52 and M 51 The bond between them can be a covalent bond, and R 52 At least one of them can be cyano or -F.

[0602] In one or more embodiments, in Formula 5A, Y 51 It can be N, Y 51 and M 51 The bonds between them can be coordinate bonds, and the CY rings can be cyclic. 51 It can be an imidazole group, a triazole group, a benzimidazole group, or a triazolopyridine group, and R 52 At least one of them can be cyano or -F.

[0603] In one or more embodiments, in Formula 5A, Y 51 It can be C, and Y 51 and M 51 The bond between them can be a coordinate bond.

[0604] In one or more embodiments, in Formula 5A, Y 51 It can be C, Y 51 and M 51 The bonds between them can be coordinate bonds, and the CY ring... 51 It can be a benzimidazole group or an imidazopyrazine group.

[0605] Specific examples of compounds containing transition metals of formula 31 or 5

[0606] For example, the transition metal-containing compound represented by formula 31 or 5 may be one of compounds P1 to P52, but the implementation is not limited to this:

[0607]

[0608]

[0609]

[0610] Description of Equation 4

[0611] In the first and second embodiments, the delayed fluorescence material may be a polycyclic compound represented by Formula 4:

[0612] Formula 4

[0613]

[0614] In Equation 4,

[0615] Z can be B or N.

[0616] CY 41 To CY 43 Each can be independently classified as C5-C 60 Carbocyclic groups or C1-C 60 Heterocyclic groups,

[0617] Y 41 Can be a single bond, *-N(R) 44 )-*'、*-B(R 44 )-*'、*-P(R 44 )-*'、*-C(R 44 (R) 45 )-*'、*-Si(R 44 (R) 45 )-*'、*-Ge(R 44 (R) 45 )-*', *-O-*', *-S-*', *-Se-*', *-C(=O)-*', or *-S(=O)2-*',

[0618] Y 42 Can be a single bond, *-N(R) 46 )-*'、*-B(R 46 )-*'、*-P(R 46 )-*'、*-C(R 46 (R) 47 )-*'、*-Si(R 46 (R) 47 )-*'、*-Ge(R 46 (R) 47 )-*', *-O-*', *-S-*', *-Se-*', *-C(=O)-*', or *-S(=O)2-*',

[0619] Y 43 Can be a single bond, *-N(R) 48 )-*'、*-B(R 48 )-*'、*-P(R 48 )-*'、*-C(R 48 (R) 49 )-*'、*-Si(R 48 (R) 49 )-*'、*-Ge(R 48 (R) 49 )-*', *-O-*', *-S-*', *-Se-*', *-C(=O)-*', or *-S(=O)2-*',

[0620] b41 to b43 can each be 0 or 1 independently.

[0621] When b41 is 0, Y 41 It may not exist when b42 is 0, Y 42 It may not exist, and when b43 is 0, Y 43 It may not exist.

[0622] R 41 To R 49 Each group can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C 60 Arylalkyl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted C6-C 60 aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted C2-C 60 Alkyl heteroaryl, substituted or unsubstituted C2-C 60 Heteroarylalkyl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9),

[0623] a41 to a43 can each be an integer from 0 to 20 independently.

[0624] R 41Two or more may optionally be bonded together to form an unsubstituted or R-shaped structure. 10b Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10b Replacement C1-C 30 Heterocyclic groups,

[0625] R 42 Two or more may optionally be bonded together to form an unsubstituted or R-shaped structure. 10b Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10b Replacement C1-C 30 Heterocyclic groups,

[0626] R 43 Two or more may optionally be bonded together to form an unsubstituted or R-shaped structure. 10b Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10b Replacement C1-C 30 Heterocyclic groups,

[0627] R 41 To R 49 Two or more may optionally be bonded together to form an unsubstituted or R-shaped structure. 10b Replacement C5-C 30 The carbocyclic group is either unsubstituted or replaced by at least one R 10b Replacement C1-C 30 Heterocyclic groups,

[0628] R 10b Can be related to R 41 The same as described.

[0629] * and *' each represent the binding site with the adjacent atom.

[0630] Replacement C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C7-C 60Alkyl aryl, substituted C7-C 60 Arylalkyl, substituted C6-C 60 aryloxy groups, 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 Heteroaryl groups, substituted C1-C 60 The substituents of heteroaryl thio groups, substituted monovalent non-aromatic fused polycyclic groups, and substituted monovalent non-aromatic fused heterocyclic groups can be:

[0631] Deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy, or C1-C 60 Alkylthio;

[0632] Each of the following C1-C is replaced: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy, or C1-C 60 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q)11 (Q) 12 (Q) 13 -Ge(Q) 11 (Q) 12 (Q) 13 -N(Q) 14 (Q) 15 -B(Q) 16 (Q) 17 -P(Q) 18 (Q) 19 -P(=O)(Q) 18 (Q) 19 ), or combinations thereof;

[0633] Each of the following C3-Cs is either not substituted or is substituted by at least one of the following: 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 -Ge(Q) 21 (Q) 22 (Q) 23 -N(Q) 24 (Q) 25 -B(Q) 26 (Q) 27 -P(=O)(Q) 28 (Q) 29 -P(Q) 28 (Q) 29 ), or combinations thereof;

[0634] -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 );or

[0635] Its combination,

[0636] Q1 to Q9, Q 11 To Q 19 Q 21 To Q 29 , and Q 31 To Q 39 Each of these groups can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups.

[0637] In one or more embodiments, the ring CY 41 To CY 43 Each can be independently i) a phenyl group, or ii) two or more of them C3-C 30 A polycyclic group in which the cyclic groups are fused together. Here, the two C3-C atoms of the polycyclic group... 30 Cyclic groups can fuse together while sharing boron (B) or nitrogen (N).

[0638] In one or more embodiments, at least one of b41 to b43 may be 1, or at least two of b41 to b43 may each be 1. In one or more embodiments, two of b41 to b43 may be 1, and the remaining one may be 0.

[0639] In one or more embodiments, R 41 To R 49 Each can be independently:

[0640] Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, C1-C 20 Alkyl, C1-C 20 alkoxy, or C1-C 20 Alkylthio;

[0641] Each of the C1-Cs is replaced by at least one of the following: 60 Alkyl, C1-C 60 alkoxy, or C1-C 20 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, phenyl, biphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, and base; or

[0642] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, fluorenyl, phenanthryl, anthraceneyl, fluoranyl, benzo[9,10]phenanthryl, pyrene, phenyl alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, indazoleyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, phenanthrolineyl, benzimidazoleyl, benzofuranyl, benzothiopheneyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiopheneyl, or carbazoleyl: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C1-C 60 Alkoxy, C1-C 60 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, The following groups are listed: pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, inzolyl, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, and carbazoleyl.

[0643] In one or more embodiments, the polycyclic compound represented by Formula 4 may be a polycyclic compound represented by any one of Formulas 4-1 to 4-9:

[0644] Equation 4-1

[0645]

[0646] Equation 4-2

[0647]

[0648] Equation 4-3

[0649]

[0650] Equation 4-4

[0651]

[0652] Formula 4-5

[0653]

[0654] Equation 4-6

[0655]

[0656] Equation 4-7

[0657]

[0658] Equation 4-8

[0659]

[0660] Equation 4-9

[0661]

[0662] Among them, in equations 4-1 to 4-9,

[0663] Z1 to Z3 can each be the same as those described in this article.

[0664] Y 41 and Y 42 It may be the same as described in this article.

[0665] Y 44 To Y 47 Each can be related to Y 41 and Y 42 The same as described.

[0666] R 411 Can be related to R 41 The same as described, R 421 Can be related to R 42 The same as described, R 431 and R 432 Each can be related to R. 43 The same as described, R 441 Can be related to R 41 The same as described, R 451 Can be related to R 42 The descriptions are the same, and R 461 Can be related to R 43 The same as described.

[0667] a411 can be an integer from 0 to 4.

[0668] a421 can be an integer from 0 to 3.

[0669] a431 can be an integer from 0 to 4.

[0670] a441 can be an integer from 0 to 4.

[0671] a451 can be an integer from 0 to 3, and

[0672] a461 can be an integer from 0 to 3.

[0673] Specific examples of polycyclic compounds of Formula 4

[0674] The polycyclic compound represented by Formula 4 can be represented by one or more of compounds D1 to D30, but the implementation is not limited to this:

[0675]

[0676]

[0677]

[0678] Figure 1 Description

[0679] Figure 1 This is a schematic cross-sectional view of an organic light-emitting device 10 according to one or more embodiments. Hereinafter, regarding... Figure 1 The structure and manufacturing method of the organic light-emitting device 10 according to one or more embodiments are described in further detail.

[0680] exist Figure 1 In the organic light-emitting device 10, there is a first electrode 11, a second electrode 19 facing the first electrode 11, and an intermediate layer 10A disposed between the first electrode 11 and the second electrode 19.

[0681] The intermediate layer 10A includes an emitter layer 15 and may further include a hole transport region 12 disposed between the first electrode 11 and the emitter layer 15, and an electron transport region 17 disposed between the emitter layer 15 and the second electrode 19.

[0682] A substrate may be disposed below the first electrode 11 or on the second electrode 19. For use as a substrate, a substrate commonly used in organic light-emitting devices may be used, such as a glass substrate or a transparent plastic substrate with excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and / or water resistance.

[0683] First electrode 11

[0684] The first electrode 11 can be formed, for example, by depositing or sputtering a material for forming the first electrode 11 onto a substrate. The first electrode 11 can be an anode. The material used to form the first electrode 11 may include a material with a high work function to facilitate hole injection.

[0685] The first electrode 11 may be a reflective electrode, a semi-transparent / semi-reflective or semi-transmissive electrode, or a transmissive electrode. In one or more embodiments, when the first electrode 11 is a transmissive electrode, the material used to form the first electrode 11 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or combinations thereof. In one or more embodiments, when the first electrode 11 is a semi-transmissive or reflective electrode, the material used to form the first electrode 11 may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or combinations thereof.

[0686] The first electrode 11 may have a single-layer structure or a multi-layer structure including multiple layers.

[0687] Launch layer 15

[0688] The thickness of the emission layer 15 can be approximately 100 angstroms. to approximately For example, about to approximately When the thickness of the emitting layer is within these ranges, excellent light emission characteristics can be obtained without a significant increase in driving voltage.

[0689] In one or more embodiments, the emitter layer 15 may include at least one of the organometallic compounds represented by formula 1, 2 or 3. The emitter layer 15 may follow either the first embodiment or the second embodiment.

[0690] In addition to the at least one organometallic compound, sensitizer, and emitter, the emitter layer 15 may further include a body.

[0691] Hole transport region 12

[0692] The hole transport region 12 can be arranged between the first electrode 11 and the emission layer 15 of the organic light-emitting device 10.

[0693] The hole transport region 12 may have a single-layer structure or a multi-layer structure.

[0694] For example, the hole transport region 12 may have a hole injection layer structure, a hole transport layer structure, a hole injection layer / hole transport layer structure, a hole injection layer / first hole transport layer / second hole transport layer structure, a hole injection layer / first hole transport layer / second hole transport layer / electron blocking layer structure, a hole transport layer / buffer layer structure, a hole injection layer / hole transport layer / buffer layer structure, a hole transport layer / electron blocking layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure.

[0695] Hole transport region 12 may include any compound that has hole transport properties.

[0696] For example, hole transport region 12 may include amine-based compounds.

[0697] In one or more embodiments, the hole transport region 12 may include 4,4',4"-tris(3-methylphenylphenylamino)triphenylamine (m-MTDATA), 4,4',4"-tris(N,N-diphenylamino)triphenylamine (TDATA), 4,4',4"-tris{N-(2-naphthyl)-N-phenylamino}-triphenylamine (2-TNATA), N,N'-di(1-naphthyl)-N,N'-diphenylbenzidine (NPB), β-NPB, N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1-biphenyl]-4,4'-diamine (TPD), spiro-TPD, spiro-NPB, methylated NPB, 4,4' - Cyclohexylbis[N,N-(3-methylphenyl)aniline] (TAPC), 4,4′-bis[N,N′-(3-tolyl)amino]-3,3'-dimethylbiphenyl (HMTPD), α-NPD, 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-sulfonylstyrene) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-sulfonylstyrene) (PANI / PSS), compounds represented by any one of formulas 201 to 205, or combinations thereof, but the embodiments are not limited thereto:

[0698]

[0699]

[0700] Formula 201

[0701]

[0702] Formula 202

[0703]

[0704] Formula 203

[0705]

[0706] Formula 204

[0707]

[0708] Formula 205

[0709]

[0710] Among them, in equations 201 to 205,

[0711] L 201 To L 209 Each can be independently *-O-*', *-S-*', substituted or unsubstituted C5-C. 60 Carbocyclic groups, or substituted or unsubstituted C1-C 60 Heterocyclic groups,

[0712] xa1 to xa9 can each be an integer from 0 to 5 independently, and

[0713] R 201 To R 206 Each can be independently substituted or unsubstituted C3-C. 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, or substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, wherein R 201 To R 206 The two adjacent groups can optionally be connected to each other via a single bond, a dimethyl-methylene bond, or a diphenyl-methylene bond.

[0714] In one or more embodiments,

[0715] L 201 To L 209 Each can be independently represented by an unsubstituted or substituted phenyl group, heptadene group, indene group, naphthyl group, azulene group, indane group, acenaphthene group, fluorene group, spirodifluorene group, benzo[9,10]phenanthrene group, dibenzo[9,10]fluorene group, phenanthracene group, anthracene group, fluoranthracene group, benzo[9,10]phenanthrene group, pyrene group, Groups, tetraphenyl group, furan group, perylene group, pentaphenyl group, hexaphenyl group, pentaphenyl group, rutin group, halophenyl group, ovoid phenyl group, pyrrole group, isoindole group, indole group, furan group, thiophene group, benzofuran group, benzothiophene group, benzocarbazole group, dibenzocarbazole group, dibenzofuran group, dibenzothiophene group, dibenzothiophene sulfone group, carbazole group, dibenzothiorrole group, indolecarbazole group, indolecarbazole group, benzofuran-carbazole group, benzothiophene-carbazole group, or triindole-phenyl group: deuterium, C1-C 10 Alkyl, C1-C 10 Alkoxy, C1-C 10 Alkylthio, phenyl, naphthyl, fluorenyl, carbazole, dibenzofuranyl, dibenzothiophene, benzo[9,10]phenanthryl, biphenyl, terphenyl, tetraphenyl, -Si(Q 11 (Q) 12 (Q) 13 ), or a combination thereof,

[0716] xa1 to xa9 can each be 0, 1, or 2 independently.

[0717] R 201 To R 206 Each can be independently substituted or substituted with the following: phenyl, biphenyl, terphenyl, cyclopentadienyl, indole, naphthyl, azuleyl, heptadeninyl, indole, acenaphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]phenanthryl, pyrene, alkyl, tetraphenyl, furanyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, rubidyl, halophenyl, ovoleyl, thiophenyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, dibenzothiophenolyl, pyridyl, indo-carbazoleyl, benzofuran-carbazoleyl, or benzothiophene-carbazoleyl: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkyl-substituted phenyl, -F-substituted phenyl, cyclopentadienyl, indene, naphthyl, azuleyl, heptadienyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]phenanthryl, dibenzo[9,10]fluorenyl, pyrene alkyl, tetraphenyl, furanyl, perylene, pentyranyl, hexaphenyl, pentaphenyl, rubidyl, halophenyl, ovoidyl, thiophene, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazoleyl, dibenzocarbazoleyl, dibenzothiopheneyl, pyridyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 34 (Q) 35 ), or a combination thereof,

[0718] Q 11 To Q 13 and Q 31 To Q 35 Each can be independently C1-C 10 Alkyl, C1-C 10 Alkoxy, C1-C 10 Alkylthio, phenyl, biphenyl, terphenyl, or naphthyl.

[0719] In one or more embodiments, the hole transport region 12 may include a carbazole-containing amine compound.

[0720] In one or more embodiments, the hole transport region 12 may include carbazole-containing amine compounds and carbazole-free amine compounds.

[0721] Amine compounds containing carbazole may include, for example, compounds represented by formula 201 that include a carbazole group and further include at least one of the following: dibenzofuran group, dibenzothiophene group, fluorene group, spirodifluorene group, indobenzocarbazole group, indolocarbazole group, benzofuranocarbazole group, or benzothiophenocarbazole group.

[0722] Amine compounds that do not contain carbazole may include, for example, compounds represented by formula 201 that do not contain a carbazole group and include at least one of the following: dibenzofuran group, dibenzothiophene group, fluorene group, spirodifluorene group, indobenzocarbazole group, indolocarbazole group, benzofuranocarbazole group, or benzothiophenocarbazole group.

[0723] In one or more embodiments, the hole transport region 12 may include a compound represented by formula 201, a compound represented by formula 202, or a combination thereof.

[0724] In one or more embodiments, the hole transport region 12 may include a compound represented by formula 201-1, 202-1 or 201-2, or a combination thereof:

[0725] Formula 201-1

[0726]

[0727] Formula 202-1

[0728]

[0729] Formula 201-2

[0730]

[0731] In equations 201-1, 202-1, and 201-2, L 201 To L 203 L 205 xa1 to xa3, xa5, R 201 and R 202 Each can be the same as described in this article, and R 211 To R 213 Each of these groups can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, phenyl, biphenyl, terphenyl, C1-C 10 Alkyl-substituted phenyl, -F-substituted phenyl, naphthyl, fluorenyl, spirodifluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzo[9,10]phenanthryl, thiopheneyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiopheneyl, or pyridyl.

[0732] In one or more embodiments, the hole transport region 12 may include one or a combination of compounds HT1 to HT39, but the embodiments are not limited thereto:

[0733]

[0734]

[0735]

[0736] In one or more embodiments, the hole transport region 12 of the organic light-emitting device 10 may further include a p-dopant. When the hole transport region 12 further includes a p-dopant, the hole transport region 12 may have a matrix (e.g., at least one of the compounds represented by formulas 201 to 205) and a p-dopant included in the matrix. The p-dopant may be uniformly or non-uniformly doped in the hole transport region 12.

[0737] In one or more embodiments, the LUMO level of the p-doped agent may be -3.5 electron volts (eV) or less.

[0738] p-dopers may include quinone derivatives, metal oxides, cyano-containing compounds, or combinations thereof.

[0739] For example, p-dopers may include:

[0740] Quinone derivatives, such as tetracyanoquinone dimethyl ether (TCNQ), 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinone dimethyl ether (F4-TCNQ), 1,3,4,5,7,8-hexafluorotetracyanonaphthoquinone dimethyl ether (F6-TCNNQ), etc.

[0741] Metal oxides, such as tungsten oxide and molybdenum oxide;

[0742] 1,4,5,8,9,12-Hexaazabenzo[9,10]phenanthrene-hexacarbamate (HAT-CN);

[0743] Compounds represented by formula 221; or

[0744] Its combinations, but the implementation methods are not limited to this:

[0745]

[0746] Equation 221

[0747]

[0748] In Equation 221,

[0749] R 221 To R 223 Each can be independently substituted or unsubstituted C3-C. 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, or substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, wherein R 221 To R 223 At least one substituent may be: cyano; -F; -Cl; -Br; -I; C1-C substituted with -F 20 Alkyl; C1-C substituted with -Cl 20 Alkyl; C1-C substituted with -Br 20 Alkyl; C1-C substituted with -I 20 Alkyl groups; or combinations thereof.

[0750] The compound represented by Formula 221 may include, for example, compound HT-D2, but the embodiments are not limited thereto:

[0751]

[0752] Hole transport region 12 may have approximately to approximately For example, about to approximately The thickness, and the emission layer 15 may have approximately to approximately For example, about to approximately The thickness of the hole transport region 12 and the emitter layer 15 is within these ranges, resulting in satisfactory hole transport characteristics and / or light emission characteristics without a significant increase in driving voltage.

[0753] The hole transport region 12 may further include a buffer layer.

[0754] The buffer layer can compensate for the optical resonance distance according to the wavelength of the light emitted from the emission layer 15, and thus the efficiency of the formed organic light-emitting device can be improved.

[0755] Hole transport region 12 may further include an electron blocking layer. The electron blocking layer may include known materials, such as mCP, DBFPO, or combinations thereof, but the implementation is not limited thereto.

[0756]

[0757] Electronic transmission area 17

[0758] The electron transport region 17 is arranged between the emission layer 15 and the second electrode 19 of the organic light-emitting device 10.

[0759] The electron transport region 17 may have a single-layer structure or a multi-layer structure.

[0760] For example, the electron transport region 17 may have an electron transport layer, an electron transport layer / electron injection layer structure, a buffer layer / electron transport layer structure, a hole blocking layer / electron transport layer structure, a buffer layer / electron transport layer / electron injection layer structure, or a hole blocking layer / electron transport layer / electron injection layer structure. The electron transport region 17 may further include an electron control layer.

[0761] The electron transport region 17 may include, for example, a known electron transport material.

[0762] Electron transport region 17 (e.g., a buffer layer, hole blocking layer, electron control layer, or electron transport layer in the electron transport region) may include a C1-C layer containing at least one nitrogen element lacking π electrons. 60 Metal-free compounds with cyclic groups. C1-C compounds containing nitrogen that is π-electron-deficient. 60 The cyclic groups are the same as those described in this article.

[0763] For example, electron transport region 17 may include a compound represented by formula 601:

[0764] Formula 601

[0765] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0766] In Equation 601,

[0767] Ar 601 and L 601 Each can be independently of being unreplaced or by at least one R. 601a Replacement C5-C 60 The carbocyclic group is either unsubstituted or replaced by at least one R 601a Replacement C1-C 60 Heterocyclic groups,

[0768] xe11 can be 1, 2, or 3.

[0769] xe1 can be an integer from 0 to 5.

[0770] R 601a and R 601 Each can be independently substituted or unsubstituted C3-C. 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C7-C 60 Alkyl aryl, substituted or unsubstituted C6-C 60 aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted C2-C 60 Alkyl heteroaryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups, -Si(Q 601 (Q) 602 (Q) 603 -C(=O)(Q) 601 -S(=O)2(Q) 601 ), or -P(=O)(Q 601 (Q) 602 ),

[0771] Q 601 To Q 603 Each can be independently C1-C 10 Alkyl, C1-C 10 Alkoxy, C1-C 10 Alkylthio, phenyl, biphenyl, terphenyl, or naphthyl, and

[0772] xe21 can be an integer from 1 to 5.

[0773] In one or more implementations, Ar 601 and R 601 At least one of them may include C1-C containing nitrogen lacking π electrons. 60 Cyclic groups.

[0774] In one or more embodiments, Ar in Formula 601 601and L 601 Each can independently be an unsubstituted or substituted phenyl group, naphthyl group, fluorene group, spirodifluorene group, benzo[9,10]fluorene group, dibenzo[9,10]fluorene group, phenanthracene group, anthracene group, fluoranthracene group, benzo[9,10]phenanthracene group, pyrene group, Groups, tetraphenyl group, styrene group, perylene group, pentyrene group, indene-anthracene group, dibenzofuran group, dibenzothiophene group, carbazole group, imidazole group, pyrazole group, thiazole group, isothiazole group, oxazole group, isoxazole group, pyridine group, pyrazine group, pyrimidine group, pyridazine group, indazole group, purine group, quinoline group, isoquinoline group, benzoquinoline group, phthalazine group, naphthidine group, quinoxaline group, quinazolinoline group, cinnamon group, phenanthridine group, acrylonitrile Pyridine group, phenanthroline group, phenazine group, benzimidazole group, benzisothiazole group, benzoxazole group, benzisothiazole group, triazole group, tetrazolium group, oxadiazole group, triazine group, thiadiazole group, imidazopyridine group, imidazopyrimidine group, or azacarbazole group: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q) 31 (Q) 32 (Q) 33 -S(=O)2(Q) 31 -P(=O)(Q) 31 (Q) 32 ), or combinations thereof, and

[0775] Q 31 To Q 33 Each can be independently C1-C 10 Alkyl, C1-C 10 Alkoxy, C1-C 10 Alkylthio, phenyl, biphenyl, terphenyl, or naphthyl.

[0776] When xe11 in equation 601 is 2 or greater, two or more Ar 601 They can be connected to each other via a single key.

[0777] In one or more embodiments, Ar in Formula 601 601 It can be an anthracene group.

[0778] In one or more embodiments, the compound represented by formula 601 may be represented by formula 601-1:

[0779] Formula 601-1

[0780]

[0781] In Equation 601-1,

[0782] X 614 It can be N or C(R) 614 ), X 615 It can be N or C(R) 615 ), and X 616 It can be N or C(R) 616 ), where X 614 To X 616 At least one of them can be N.

[0783] L 611 To L 613 Each can be independently related to L 601 The same as described.

[0784] xe611 to xe613 can each be independently identical to the description concerning xe1.

[0785] R 611 To R 613 Each can be independently related to R 601 The same as described, and

[0786] R 614 To R 616 Each of these groups can independently be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, phenyl, biphenyl, terphenyl, or naphthyl.

[0787] In one or more embodiments, xe1 and xe611 to xe613 in formulas 601 and 601-1 may each be 0, 1 or 2 independently.

[0788] In one or more embodiments, R in formulas 601 and 601-1 601 and R 611 To R 613 Each can be independently substituted or substituted with the following: phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, phenanthryl, anthraceneyl, fluoranthyl, benzo[9,10]phenanthryl, pyrene, Peryl, pentylenyl, hexaphenyl, pentaphenyl, thiophene, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl Naphthidyl, quinoxalinyl, quinazolinyl, cenylinyl, phenanthridine, acridine, phenanthroxolinyl, phenazinyl, benzimidazolyl, benzisisothiazolyl, benzisisothiazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl, or azacarbazolyl: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, pyrene, Peryl, pentylenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridinyl, imidazole, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazine alkyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxalinyl, quinazolinyl, cenolinyl, phenanthridineyl, acridineyl, phenanthroxolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzisothiazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl, azacarbazolyl, or combinations thereof; or

[0789] -S(=O)2(Q 601 ) or -P(=O)(Q 601 (Q) 602 ),and

[0790] Q 601 and Q 602 Each as described elsewhere in this text.

[0791] The electron transport region 17 may include one or a combination of compounds ET1 to ET36, but the implementation is not limited thereto:

[0792]

[0793]

[0794]

[0795] In one or more embodiments, the electron transport region 17 may include 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), tris(8-hydroxyquinoline)aluminum (Alq3), bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq), 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), 4-(naphthyl-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), 2,8-bis(diphenylphosphine oxide)dibenzofuran (DBFPO), or combinations thereof, but the embodiments are not limited thereto. For example, when the electron transport region 17 includes a hole blocking layer, the hole blocking layer may include BCP or Bphen.

[0796]

[0797] The thicknesses of the buffer layer, hole blocking layer, and electronic control layer can each be independently set to approximately [value missing]. to approximately For example, about to approximately When the thicknesses of the buffer layer, hole blocking layer, and electronic control layer are within these ranges, excellent hole blocking characteristics or excellent electronic control characteristics can be obtained without a significant increase in driving voltage.

[0798] The thickness of the electron transport layer can be approximately to approximately For example, about to approximately When the thickness of the electron transport layer is within these ranges, satisfactory electron transport characteristics can be obtained without a significant increase in driving voltage.

[0799] In addition to the aforementioned materials, the electron transport region 17 (e.g., the electron transport layer in the electron transport region 17) may further include a metallic material.

[0800] Metal-containing materials may include alkali metal complexes, alkaline earth metal complexes, or combinations thereof. The metal cations of alkali metal complexes may include Li ions, Na ions, K ions, Rb ions, Cs ions, or combinations thereof, while the metal cations of alkaline earth metal complexes may include Be ions, Mg ions, Ca ions, Sr ions, Ba ions, or combinations thereof. The ligands coordinating with the metal cations in alkali metal or alkaline earth metal complexes may include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxydiphenyloxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthrene, cyclopentadiene, or combinations thereof.

[0801] For example, metal-containing materials may include Li complexes. Li complexes may include, for example, compounds ET-D1 (LiQ) or ET-D2, but the implementation is not limited thereto:

[0802]

[0803] The electron transport region 17 may include an electron injection layer that facilitates the injection of electrons from the second electrode 19. The electron injection layer may be in direct contact with the second electrode 19.

[0804] The electron injection layer may have i) a monolayer structure consisting of a single layer comprising a single material, ii) a monolayer structure consisting of a single layer comprising multiple materials that are different from each other, or iii) a multilayer structure consisting of multiple layers comprising multiple materials that are different from each other.

[0805] The electron injection layer may include alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or combinations thereof.

[0806] Alkali metals may include Li, Na, K, Rb, Cs, or combinations thereof. In one or more embodiments, the alkali metal may be Li, Na, or Cs.

[0807] Alkaline earth metals may include Mg, Ca, Sr, Ba, or combinations thereof.

[0808] Rare earth metals may include Sc, Y, Ce, Tb, Yb, Gd, or combinations thereof.

[0809] Alkali metal compounds, alkaline earth metal compounds, and rare earth metal compounds may include oxides and halides of alkali metals, alkaline earth metals, and rare earth metals (e.g., fluorides, chlorides, bromides, or iodides), or combinations thereof.

[0810] The alkali metal compound may include one or more alkali metal oxides such as Li2O, Cs2O, K2O, etc.; one or more alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, etc.; or a combination thereof. In one or more embodiments, the alkali metal compound may include LiF, Li2O, NaF, LiI, NaI, CsI, KI, or a combination thereof.

[0811] The alkaline earth metal compound may include one or more alkaline earth metal compounds such as BaO, SrO, CaO, Ba x Sr 1-x O (where 0 < x < 1), or Ba x Ca 1-x O (where 0 < x < 1), or a combination thereof. In one or more embodiments, the alkaline earth metal compound may include BaO, SrO, CaO, or a combination thereof.

[0812] The rare earth metal compound may include YbF3, ScF3, ScO3, Y2O3, Ce2O3, GdF3, TbF3, or a combination thereof. In one or more embodiments, the rare earth metal compound may include YbF3, ScF3, TbF3, YbI3, ScI3, TbI3, or a combination thereof.

[0813] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex may include the ions of the alkali metal, alkaline earth metal, and rare earth metal as described above, and the ligands coordinated with the metal ions of the alkali metal complex, alkaline earth metal complex, or rare earth metal complex may include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxydiphenyl oxadiazole, hydroxydiphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, cyclopentadiene, or a combination thereof.

[0814] The electron injection layer may be composed of the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or a combination thereof as described above. In one or more embodiments, the electron injection layer may further include an organic material. When the electron injection layer further includes an organic material, the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or a combination thereof may be uniformly or non-uniformly dispersed in a matrix including the organic material.

[0815] The thickness of the electron injection layer may be about to about and for example about to about When the thickness of the electron injection layer is within these ranges, satisfactory electron injection characteristics can be obtained without a significant increase in driving voltage.

[0816] Second electrode 19

[0817] The second electrode 19 is disposed on the aforementioned intermediate layer 10A. The second electrode 19 may be a cathode serving as an electron injection electrode, and in this respect, the material used to form the second electrode 19 may be selected from metals, alloys, conductive compounds, or combinations thereof having relatively low work function.

[0818] The second electrode 19 may include Li, Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, ITO, IZO, or combinations thereof. The second electrode 19 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0819] The second electrode 19 may have a single-layer structure having a single layer or a multi-layer structure including two or more layers.

[0820] The above text has already referenced Figure 1 Organic light-emitting devices have been described, but implementation methods are not limited thereto.

[0821] electronic devices

[0822] On the other hand, electronic devices including the organic light-emitting device are provided.

[0823] In addition to the organic light-emitting devices described above, the electronic device may further include a thin-film transistor. The thin-film transistor may include a source electrode, a drain electrode, and an active layer, wherein either the source electrode or the drain electrode may be electrically connected to either the first electrode or the second electrode of the organic light-emitting device.

[0824] Diagnostic Compositions

[0825] On the other hand, diagnostic compositions are provided that include at least one organometallic compound represented by formula 1, 2 or 3.

[0826] The diagnostic composition may include at least one type of organometallic compound represented by formula 1, 2 or 3.

[0827] Organometallic compounds represented by formula 1, 2 or 3 may be able to provide high luminescence efficiency, and therefore the diagnostic compositions comprising said organometallic compounds may have high diagnostic efficiency.

[0828] The diagnostic composition can be used in a variety of applications, including diagnostic kits, diagnostic reagents, biosensors, biomarkers, etc.

[0829] Explanation of terms

[0830] As used in this article, the term "C1-C" 60 "Alkyl" refers to a straight-chain or branched monovalent group of a saturated aliphatic hydrocarbon having 1 to 60 carbon atoms, and as used herein, "C1-C..." 60 "alkylene" refers to a compound with C1-C2 atoms. 60 Divalent groups with the same structure as alkyl groups.

[0831] In this article, C1-C 60 Alkyl groups can be C1-C 20 Alkyl groups, such as C1-C 10 Alkyl or C1-C6 alkyl. These alkyl groups can each be straight-chain or branched. In the case of branched alkyl groups, the lower limit of the carbon number range for each alkyl group becomes 3. C1-C 60 Alkyl, C1-C 20 Alkyl and / or C1-C 10 Non-limiting examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodel, sec-decyl, or tert-decyl. Groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isonyl, sec-nonyl, tert-nonyl, n-decyl, isodel, sec-decyl, tert-decyl, or combinations thereof.

[0832] As used in this article, the term "C1-C" 60 "Alkoxy" refers to the compound formed by -OA 101 (where A) 101 For C1-C 60 The monovalent group is represented by alkyl, and non-limiting examples include methoxy, ethoxy, propoxy, butoxy, pentoxy, etc.

[0833] As used in this article, the term "C1-C" 60 "Alkylthio" refers to the group consisting of -SA 101’ (where A) 101’ For C1-C 60 Alkyl groups are monovalent groups.

[0834] As used in this article, the term "C2-C" 60 "Alkenyl" refers to a group formed by the synthesis of alkenyl groups from C2-C2. 60A hydrocarbon group formed by substituting at least one carbon-carbon double bond into the middle or end of an alkyl group, and non-limiting examples include vinyl, propenyl, butenyl, etc. As used herein, the term "C2-C" is used... 60 "Alkenyl" refers to a group that has a C2-C bond structure. 60 Divalent groups with the same structure as alkenyl groups.

[0835] As used in this article, the term "C2-C" 60 "Alkyne group" refers to a group formed by the combination of C2-C... 60 A hydrocarbon group formed by substituting at least one carbon-carbon triple bond into the middle or end of an alkyl group, and non-limiting examples include ethynyl, propynyl, etc. As used herein, the term "C2-C" is used in this context. 60 "Immyneyl" refers to a group that has a similar structure to C2-C2. 60 Divalent groups with the same structure as alkynyl groups.

[0836] As used in this article, the term "C3-C" 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and as used herein, "C3-C" 10 "Cycloalkylene" refers to a compound with C3-C66 atoms. 10 Divalent groups with the same structure as cycloalkyl groups.

[0837] C3-C 10 Non-limiting examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norcamphenyl (bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, and bicyclo[2.2.2]octyl.

[0838] As used in this article, the term "C1-C" 10 "Heterocyclic alkyl" refers to a monovalent saturated cyclic group comprising at least one heteroatom selected from N, O, P, Si, S, Se, Ge, and B as a cyclic atom and 1 to 10 carbon atoms as cyclic atoms, and as used herein by the term "C1-C". 10 "Heterocyclic alkyl" refers to a compound with C1-C2 atoms. 10 Divalent groups with the same structure as heterocyclic alkyl groups.

[0839] C1-C 10 Non-limiting examples of heterocyclic alkyl groups include silylcyclopentyl, silylcyclohexyl, tetrahydrofuranyl, tetrahydro-2H-pyranyl, tetrahydrothiophenyl, etc.

[0840] As used in this article, the term "C3-C" 10"Cycloalkenyl" refers to a monovalent hydrocarbon cyclic group that includes 3 to 10 carbon atoms as cyclic atoms and at least one carbon-carbon double bond in its ring and is not aromatic, and non-limiting examples include cyclopentenyl, cyclohexenyl, cycloheptenyl, etc. As used herein, the term "C3-C" is also used. 10 "Cycloalkylene" refers to a group that has a C3-C6 bond structure. 10 A divalent group with the same structure as a cycloalkenyl group.

[0841] As used in this article, the term "C1-C" 10 "Heterocyclic alkenyl" refers to a monovalent cyclic group that has at least one heteroatom selected from N, O, P, Si, S, Se, Ge, and B as a cyclic atom, 1 to 10 carbon atoms as cyclic atoms, and at least one double bond, and is not aromatic. C1-C 10 Non-limiting examples of heterocyclic alkenyl groups include 2,3-dihydrofuranyl, 2,3-dihydrothiophenyl, etc., as used herein with the term "C1-C". 10 "Heterocyclic alkenyl" refers to a group that has a similar structure to C1-C1. 10 Divalent groups with the same structure as heterocyclic alkenyl groups.

[0842] As used in this article, the term "C6-C" 60 "Aryl" refers to a monovalent hydrocarbon cyclic group having a carbocyclic aromatic ring system with 6 to 60 carbon atoms as cyclic atoms, and as used herein by the term "C6-C". 60 "Arylene" refers to a divalent hydrocarbon cyclic group that has 6 to 60 carbon atoms as cyclic atoms in a carbocyclic aromatic ring system. (C6-C) 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthraceneyl, phenanthryl, pyrene, Base, etc. When C6-C 60 Aryl and C6-C 60 When each of the aryl groups comprises two or more rings, the rings may be fused together.

[0843] As used in this article, the term "C1-C" 60 "Heteroaryl" refers to a monovalent cyclic group comprising a heterocyclic aromatic ring system having at least one heteroatom selected from N, O, P, Si, S, Se, Ge, and B as a cyclic atom and 1 to 60 carbon atoms as cyclic atoms, and as used herein by the term "C1-C". 60 "Hypo-heteroaryl" refers to a divalent cyclic group comprising a heterocyclic aromatic ring system having at least one heteroatom selected from N, O, P, Si, S, Se, Ge, and B as the cyclic atom and 1 to 60 carbon atoms as the cyclic atom. C1-C 60 Non-limiting examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, etc. When C1-C... 60heteroaryl and C1-C 60 When each heteroaryl group comprises two or more rings, the rings can fused together.

[0844] As used in this article, the term "C7-C" 60 "alkylaryl" refers to an alkyl group formed by at least one C1-C2 group. 54 Alkyl-substituted C6-C 59 Aryl, and as used herein by the term "C7-C" 60 "Arylalkyl" refers to an alkyl group consisting of at least one C6-C2 group. 59 Aryl-substituted C1-C 54 Alkyl group. As used in this document, the term "C6-C" 60 "Aryloxy group" represents -OA 102 (where A) 102 For C6-C 60 Aryl), and as used herein, the term "C6-C" 60 "Arylthio" indicates -SA 103 (where A) 103 For C6-C 60 Aryl).

[0845] As used in this article, the term "C2-C" 60 "alkyl heteroaryl" refers to an alkyl group formed by at least one C1-C2 group. 59 Alkyl-substituted C1-C 59 Heteroaryl, and as used herein by the term "C2-C" 60 "Heteroarylalkyl" refers to an alkyl group consisting of at least one C1-C2 group. 59 heteroaryl-substituted C1-C 59 Alkyl group. As used in this document, the term "C1-C" 60 "Heteroaryloxy" indicates -OA 104 (where A) 104 For C1-C 60 (Heteroaryl), and as used herein, the term "C1-C 60 "Heteroarylsulfonyl" indicates -SA 105 (where A) 105 For C1-C 60 (Miscellaneous aromatic compounds).

[0846] As used herein, the term "monovalent nonaromatic fused polycyclic group" refers to a monovalent cyclic group in which two or more rings are fused together, using only carbon as the cyclic atom (e.g., the number of carbon atoms can be 8 to 60), and the entire group is nonaromatic. Non-limiting examples of monovalent nonaromatic fused polycyclic groups include fluorene groups. As used herein, the term "divalent nonaromatic fused polycyclic group" refers to a divalent group having the same structure as the monovalent nonaromatic fused polycyclic groups described above.

[0847] As used herein, the term "monovalent nonaromatic fused heterocyclic group" refers to a monovalent cyclic group having two or more fused rings, having heteroatoms selected from N, O, P, Si, S, Se, Ge, and B as cyclic atoms in addition to carbon atoms (e.g., having 1 to 60 carbon atoms), and not being aromatic in relation to its overall molecular structure. Non-limiting examples of monovalent nonaromatic fused heterocyclic groups include carbazole groups, etc. As used herein, the term "divalent nonaromatic fused heterocyclic group" refers to a divalent group having the same structure as a monovalent nonaromatic fused heterocyclic group.

[0848] As used in this article, "C1-C containing π-electron-deficient nitrogen" 60 A "cyclic group" refers to a cyclic group having 1 to 60 carbon atoms and including at least one *-N=*' (where * and *' each represent a bonding site with an adjacent atom) as the cyclic moiety. For example, a C1-C group containing nitrogen lacking π electrons. 60 The cyclic group may be a) a first ring, b) a fused ring group in which at least two first rings are fused, or c) a fused ring group in which at least one first ring and at least one second ring are fused.

[0849] As used in this article, “π-electron-rich C3-C” 60 A "cyclic group" refers to a cyclic group having 3 to 60 carbon atoms and not containing any *-N=*' (where * and *' each represent a bonding site with an adjacent atom) as the ring-forming part. For example, a π-electron-rich C3-C... 60 The cyclic group may be a) a second ring or b) a fused ring group in which at least two second rings are fused together.

[0850] As used in this article, the term "C5-C" 60 A "carbocyclic group" refers to a monocyclic or polycyclic group having 5 to 60 carbon atoms as cyclic atoms, and may be, for example, a) a third ring or b) a fused ring group in which two or more third rings are fused together.

[0851] As used in this article, the term "C1-C" 60 "Heterocyclic group" refers to a monocyclic or polycyclic group having 1 to 60 carbon atoms as cyclic atoms and including at least one heteroatom as a cyclic atom, and may be, for example, a) a fourth ring, b) a fused ring group in which two or more fourth rings are fused together, or c) a fused ring group in which at least one third ring is fused with at least one fourth ring.

[0852] As used in this article, "first ring" can be an imidazole group, pyrazole group, thiazole group, isothiazole group, oxazole group, isoxazole group, pyridine group, pyrazine group, pyridazine group, pyrimidine group, triazole group, tetraazole group, oxadiazole group, triazine group, or thiadiazole group.

[0853] As used in this article, "second ring" can be a phenyl group, a cyclopentadienyl group, a pyrrole group, a furan group, a thiophene group, or a thiophene group.

[0854] As used herein, "third ring" can be a cyclopentyl group, a cyclopentadienyl group, an indene group, an adamantyl group, a norbornene group, a bicyclic [1.1.1]pentyl group, a bicyclic [2.1.1]hexyl group, a bicyclic [2.2.1]heptyl group (norbornene group), a bicyclic [2.2.2]octyl group, a cyclohexyl group, a cyclohexene group, or a phenyl group.

[0855] As used in this article, the "fourth ring" can be a furan group, thiophene group, pyrrole group, thiophene group, oxazole group, isoxazole group, oxadiazole group, isoxadiazole group, oxtriazole group, isoxtriazole group, thiazole group, isothiazole group, thiadiazole group, isothiazole group, thiadiazole group, thiatriazole group, isothiazole group, pyrazole group, imidazole group, triazole group, tetraazole group, azathiophene group, diazathiophene group, triazathiophene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, or triazine group.

[0856] For example, C1-C containing nitrogen lacking π electrons. 60 The cyclic group can be an imidazole group, pyrazole group, thiazole group, isothiazole group, oxazole group, isoxazole group, pyridine group, pyrazine group, pyridazine group, pyrimidine group, indazole group, purine group, quinoline group, isoquinoline group, benzo[a]quinoline group, benzo[a]isoquinoline group, phthalazine group, naphthidine group, quinoxaline group, benzo[a]quinoxaline group, quinazoline group, cycloline group, phenanthridine group, acridine group, phenanthrene-rhein group, phenazine group, benzimidazole group, benziisothiazole group, benzo[a]oxazole group, benziisoxazole group, triazole group, tetraazole group, oxadiazole group, triazine group, thiadiazole group, imidazo[a]pyridine group, imidazo[a]pyrimidine group, azacarbazole group, azadibenzofuran group, azadibenzothiophene group, azadibenzothiorrole group, acridine group, or pyridin[a]pyrazine group.

[0857] For example, π-electron-rich C3-C 60 Cyclic groups can be phenyl groups, heptadene groups, indene groups, naphthyl groups, azulene groups, indole groups, acenaphthene groups, fluorene groups, spirodifluorene groups, benzo[9,10]phenanthrene groups, dibenzo[9,10]fluorene groups, phenanthracene groups, anthracene groups, fluoranthracene groups, benzo[9,10]phenanthrene groups, pyrene groups, etc. Groups, tetraphenyl group, furan group, perylene group, pentaphenyl group, hexaphenyl group, pentanfen group, rutin group, halophenyl group, ovoid phenyl group, pyrrole group, furan group, thiophene group, isoindole group, indole group, indene group, benzofuran group, benzothiophene group, benzothiorrole group, naphthopyrrole group, naphthofuran group, naphthothiophene group, naphthothiorrole group, benzocarbazole group, dibenzocarbazole group, di Benzofuran group, dibenzothiophene group, carbazole group, dibenzothiophene group, indole-carbazole group, indole-carbazole group, benzofuran-carbazole group, benzothiophene-carbazole group, benzothiophene-carbazole group, triindole-phenyl group, pyrrolophenanthrene group, furan-phenanthrene group, thiophene-phenanthrene group, benzonaphthuran group, benzonaphthiophene group, indole-phenanthrene group, benzofuran-phenanthrene group, or benzothiophene-phenanthrene group.

[0858] For example, C5-C 60 The carbocyclic group can be a cyclopentyl group, a cyclohexyl group, a cyclohexene group, a phenyl group, a naphthyl group, an anthracene group, a phenanthrene group, a benzo[9,10]phenanthrene group, a pyrene group, etc. Groups, 1,2,3,4-tetrahydronaphthyl group, cyclopentadienyl group, indene group, fluorene group, 5,6,7,8-tetrahydroisoquinoline group, 5,6,7,8-tetrahydroquinoline group, adamantyl group, norbornene group, or norbornene group.

[0859] For example, C1-C 60Heterocyclic groups can be thiophene groups, furan groups, pyrrole groups, cyclopentadienyl groups, thiophene groups, borocyclopentadienyl groups, phosphacyclopentadienyl groups, selenophene groups, germanium heterocyclopentadienyl groups, benzothiophene groups, benzofuran groups, indole groups, benzothiophene groups, benzoboron heterocyclopentadienyl groups, benzophosphacyclopentadienyl groups, benzoselenophene groups, benzogermanium heterocyclopentadienyl groups, dibenzothiophene groups, dibenzofuran groups, carbazole groups, and dibenzothiophene groups. Thiophene group, dibenzoborane heterocyclopentadienyl group, dibenzophosphane heterocyclopentadienyl group, dibenzoselenophene group, dibenzogermanium heterocyclopentadienyl group, dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, dibenzothiophene 5,5-dioxide group, azibabenzthiophene group, azibabenzfuran group, azibaindole group, azibaindenyl group, azibabenzthiophene group, azibabenzborane heterocyclopentadienyl group, azibabenzphane heterocyclopentadienyl group, nitrogen Azabenzylene group, azizobenzgeranium heterocyclopentadiene group, azizodibenzothiophene group, azizodibenzofuran group, azizocarbazole group, azizofluorene group, azizodibenzothiophene group, azizodibenzoborone heterocyclopentadiene group, azizodibenzophosphacean heterocyclopentadiene group, azizobenzylene group, azizobenzylene group, azizodibenzogeranium heterocyclopentadiene group, azizodibenzothiophene 5-oxide group, azizo-9H-fluorene-9-one group, azizodibenzothiophene 5,5 - Dioxide group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phenanthrene-rhein group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiazole group, benzoxadiazole group, or benzothiadiazole group.

[0860] As used in this article, "C1-C containing π-electron-deficient nitrogen" 60 Cyclic groups, π-electron-rich C3-C 60 Cyclic groups, C5-C 60 Carbocyclic groups and C1-C 60 "Heterocyclic groups" refer to a portion of a fused ring or a monovalent, divalent, trivalent, tetravalent, pentavalent, or hexavalent group, depending on the specific structure.

[0861] Substituted C1-C containing π-electron-deficient nitrogen 60 Cyclic groups, substituted C3-C electron-rich groups 60 Cyclic groups, substituted C5-C 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C1-C 60 Alkylene, substituted C2-C 60 alkenyl, substituted C2-C60 Ethyne-substituted C3-C 10 Cycloalkylene, substituted C1-C 10 Heterocyclic alkyl groups, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 aryl, substituted C1-C 60 Heteroaryl groups, substituted divalent nonaromatic fused polycyclic groups, substituted divalent nonaromatic fused heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C7-C 60 Alkyl aryl, substituted C7-C 60 Arylalkyl, substituted C6-C 60 aryloxy groups, 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 Heteroaryl groups, substituted C1-C 60 The substituents of heteroarylsulfonyl groups, substituted monovalent non-aromatic fused polycyclic groups, and substituted monovalent non-aromatic fused heterocyclic groups can each be independently:

[0862] Deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy, or C1-C 60 Alkylthio;

[0863] Each of the following C1-C is replaced: 60 Alkyl, C2-C 60alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy, or C1-C 60 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 11 (Q) 12 (Q) 13 -Ge(Q) 11 (Q) 12 (Q) 13 -N(Q) 14 (Q) 15 -B(Q) 16 (Q) 17 -P(Q) 18 (Q) 19 -P(=O)(Q) 18 (Q) 19 ), or combinations thereof;

[0864] Each of the following C3-Cs was not replaced or was replaced as follows 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 -Ge(Q) 21 (Q) 22 (Q) 23 -N(Q) 24 (Q) 25 -B(Q) 26 (Q) 27 -P(Q) 28 (Q) 29 -P(=O)(Q) 28 (Q) 29 ), or combinations thereof;

[0865] -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 );or

[0866] Its combination.

[0867] The Q1 to Q9, Q described in this article 11 To Q 19 Q 21 To Q 29 , and Q 31 To Q 39 Each of these can be independently hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amino; amidine; hydrazine; hydrazone; carboxylic acid group or its salt; sulfonic acid group or its salt; phosphate group or its salt; substituted or unsubstituted C1-C 60 Alkyl; substituted or unsubstituted C2-C 60 Alkenyl; substituted or unsubstituted C2-C 60 Alkyne group; substituted or unsubstituted C1-C 60 Alkoxy; substituted or unsubstituted C1-C 60 Alkylthio; substituted or unsubstituted C3-C 10 Cycloalkyl; substituted or unsubstituted C1-C 10 Heterocyclic alkyl; substituted or unsubstituted C3-C 10 Cycloalkenyl; substituted or unsubstituted C1-C 10 Heterocyclic alkenyl; substituted or unsubstituted C6-C 60 Aryl; substituted or unsubstituted C7-C 60 Alkyl aryl; substituted or unsubstituted C7-C 60 Arylalkyl; substituted or unsubstituted C6-C 60 aryloxy group; 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 Heteroaryl groups; substituted or unsubstituted C1-C 60 Heteroaryl thio; substituted or unsubstituted monovalent nonaromatic fused polycyclic group; or substituted or unsubstituted monovalent nonaromatic fused heterocyclic group.

[0868] For example, Q1 to Q9, Q... described in this paper 11 To Q 19 Q 21 To Q 29 , and Q31 To Q 39 Each can be independently:

[0869] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; or

[0870] Each of the following is either unsubstituted or substituted with: n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, phenyl, biphenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

[0871] As used in this article, the term "room temperature" refers to a temperature of approximately 25°C.

[0872] As used herein, the terms "biphenyl, triphenyl, and tetraphenyl" refer to monovalent groups in which two, three, or four phenyl groups are linked together by single bonds, respectively. As used herein, "(C1-C 20 "alkyl)phenyl" refers to a compound formed by at least one C1-C2 bond. 20 Alkyl-substituted phenyl. Other similar terms can be understood in a similar manner.

[0873] Hereinafter, organometallic compounds and organic light-emitting devices represented by formula 1, 2, or 3 according to exemplary embodiments are described in further detail with reference to synthetic examples and embodiments. However, the organic light-emitting devices are not limited thereto. The statement "using B instead of A" in the following synthetic examples means that the amount of A used is the same as the amount of B used, in molar equivalents.

[0874] Example

[0875] Synthesis Example 1: Synthesis of Compound 42

[0876]

[0877] Synthesis of [Compound 42-C]

[0878] In a round-bottom flask, [compound 42-A] (20.0 g, 67.13 mmol), [compound 42-B] (25.39 g, 70.49 mmol), (tetra(triphenylphosphine)palladium(0),Pd(PPh3)4) (7.76 g, 6.71 mmol), and K2CO3 (18.56 g, 134.2 mmol) were added and mixed with 1,4-dioxane / H2O (360 mL / 90 mL). The mixture was heated under reflux at 100 °C (“ °C” is written as “C” in the reaction formula, the same below) with stirring for 12 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted from it using ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 16.4 g (65% yield) of [compound 42-C].

[0879] Synthesis of [Compound 42-D]

[0880] In a round-bottom flask, [compound 42-C] (16.4 g, 33.72 mmol), bis(pinacol)diboron (21.4 g, 84.29 mmol), bis(tri-tert-butylphosphine)palladium(0)(Pd(t-Bu3P)2) (0.86 g, 1.69 mmol), and potassium acetate (KOAc) (8.27 g, 84.29 mmol) were added and mixed with 1,4-dioxane (350 mL). The mixture was stirred under reflux at 100 °C for 12 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 9.51 g (53% yield) of [compound 42-D].

[0881] Synthesis of [Compound 42-E]

[0882] In a round-bottom flask, [compound 42-D] (9.5 g, 17.8 mmol), 2”-chloro-2-fluoro-3-nitro-1,1':2',1”-terphenyl (3.89 g, 11.87 mmol), methanesulfonic acid (2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl)[2-(2'-amino-1,1'-biphenyl)]palladium(II) (SPhos Pd G3) (0.93 g, 1.19 mmol), and K3PO4 (6.3 g, 29.67 mmol) were added and mixed with tetrahydrofuran (THF) / H2O (100 mL / 20 mL). The mixture was stirred under reflux at 60 °C for 3 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 7.24 g (87% yield) of [compound 42-E].

[0883] Synthesis of [Compound 42-F]

[0884] In a round-bottom flask, [compound 42-E] (7.24 g, 10.36 mmol) and Cs₂CO₃ (13.5 g, 41.44 mmol) were added and mixed with dimethylformamide (DMF) (104 mL). The mixture was stirred under reflux at 110 °C for 3 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO₄, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 4.92 g (70% yield) of [compound 42-F].

[0885] Synthesis of [Compound 42-G]

[0886] In a round-bottom flask, [compound 42-F] (4.92 g, 7.25 mmol), carbon-supported palladium (Pd / C) (10 wt% on carbon, 0.8 g, 0.72 mmol), and hydrazine monohydrate (7.26 g, 144.96 mmol) were added and mixed with ethanol / toluene (58 mL / 14 mL). The mixture was stirred under reflux at 85 °C for 2 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 4.32 g (92% yield) of [compound 42-G].

[0887] Synthesis of [Compound 42-H]

[0888] In a round-bottom flask, [compound 42-G] (4.32 g, 6.66 mmol), 2-(3-bromophenoxy)-9-(4-(tert-butyl)pyridin-2-yl)-9H-carbazole (3.14 g, 6.66 mmol), tris(dibenzylacetone)dipalladium(O)(Pd2(dba)3) (0.61 g, 0.67 mmol), 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (SPhos) (0.55 g, 1.33 mmol), and sodium tert-butoxide (NaOtBu) (0.96 g, 9.99 mmol) were added and mixed with toluene (70 mL). The mixture was stirred under reflux at 110 °C for 2 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted from it using ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 5.87 g (85% yield) of [compound 42-H].

[0889] Synthesis of [Compound 42-I]

[0890] In a round-bottom flask, [compound 42-H] (5.87 g, 5.65 mmol) and hydrochloric acid (35.0 wt% to 37.0 wt%, 0.71 g, 6.78 mmol in water) were added and mixed with triethyl orthoformate (47 mL). The mixture was stirred under reflux at 80 °C for 1 hour. After the reaction was complete, the solvent was completely removed by vacuum filtration. Ethyl acetate was added to the product, and the resulting solution was dried over anhydrous MgSO4 and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 5.56 g (91% yield) of [compound 42-I].

[0891] Synthesis of [Compound 42]

[0892] In a round-bottom flask, [Compound 42-I] (5.56 g, 5.12 mmol), bis(acetylacetone)platinum(II) (Pt(acac)2) (2.22 g, 5.63 mmol), and 2,6-dimethylpyridine (1.65 g, 15.36 mmol) were added and mixed with propionic acid (130 mL). The resulting reaction solution was stirred under reflux at 150 °C for 12 hours. After the reaction was complete, the temperature was lowered to room temperature, and water was added to the reaction solution to obtain a precipitate. Ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the precipitate. The organic solvent layer was extracted from it using ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 3.89 g (61% yield) of [Compound 42].

[0893] Synthesis Example 2: Synthesis of Compound 43

[0894]

[0895] Synthesis of [Compound 43-C]

[0896] In a round-bottom flask, [compound 43-A] (15.0 g, 50.35 mmol), [compound 43-B] (19.04 g, 52.87 mmol), Pd(PPh3)4 (5.82 g, 5.03 mmol), and K2CO3 (13.92 g, 100.7 mmol) were added and mixed with 1,4-dioxane / H2O (280 mL / 70 mL). The resulting reaction solution was stirred under reflux at 100 °C for 12 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 15.9 g (84% yield) of [compound 43-C].

[0897] Synthesis of [Compound 43-D]

[0898] In a round-bottom flask, [compound 43-C] (15.9 g, 32.69 mmol), bis(pinacol)diboron (20.75 g, 81.72 mmol), Pd(t-Bu3P)2 (0.84 g, 1.63 mmol), and KOAc (8.02 g, 81.72 mmol) were added and mixed with 1,4-dioxane (326 mL). The mixture was stirred under reflux at 100 °C for 12 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 9.22 g (53% yield) of [compound 43-D].

[0899] Synthesis of [Compound 43-E]

[0900] In a round-bottom flask, [compound 43-D] (9.22 g, 17.29 mmol), 2”-bromo-2-fluoro-3-nitro-1,1':2',1”-terphenyl (4.29 g, 11.53 mmol), SPhos Pd G3 (0.9 g, 1.15 mmol), and K3PO4 (6.12 g, 28.83 mmol) were added and mixed with THF / 1,4-dioxane (100 mL / 20 mL). The mixture was stirred under reflux at 80 °C for 3 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 7.15 g (89% yield) of [compound 43-E].

[0901] Synthesis of [Compound 43-F]

[0902] In a round-bottom flask, [compound 43-E] (7.15 g, 10.23 mmol) and Cs₂CO₃ (13.33 g, 40.93 mmol) were added and mixed with DMF (102 mL). The mixture was stirred under reflux at 110 °C for 3 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO₄, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 4.78 g (69% yield) of [compound 43-F].

[0903] Synthesis of [Compound 43-G]

[0904] In a round-bottom flask, [compound 43-F] (4.32 g, 6.36 mmol), Pd / C (10 wt% on carbon, 0.7 g, 0.64 mmol), and hydrazine monohydrate (6.37 g, 127.29 mmol) were added and mixed with ethanol / toluene (52 mL / 12 mL). The mixture was stirred under reflux at 85 °C for 2 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 3.85 g (93% yield) of [compound 43-G].

[0905] Synthesis of [Compound 43-H]

[0906] In a round-bottom flask, [compound 43-G] (3.85 g, 5.93 mmol), 2-(3-bromophenoxy)-9-(4-(tert-butyl)pyridin-2-yl)-9H-carbazole (2.8 g, 5.93 mmol), Pd2(dba)3 (0.54 g, 0.59 mmol), SPhos (0.49 g, 1.19 mmol), and NaOtBu (0.86 g, 8.9 mmol) were added and mixed with toluene (60 mL). The mixture was stirred under reflux at 110 °C for 2 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated under reduced pressure and purified by silica gel chromatography to obtain 5.14 g (83% yield) of [compound 43-H].

[0907] Synthesis of [Compound 43-I]

[0908] In a round-bottom flask, [compound 43-H] (5.14 g, 4.95 mmol) and hydrochloric acid (35.0 wt% to 37.0 wt%, 0.62 g, 5.93 mmol in water) were added and mixed with triethyl orthoformate (41 mL). The mixture was stirred under reflux at 80 °C for 2 hours. After the reaction was complete, the solvent was completely removed by vacuum filtration. Ethyl acetate was added to the reaction product, and the resulting solution was dried over anhydrous MgSO4 and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 5.22 g (97% yield) of [compound 43-I].

[0909] Synthesis of [Compound 43]

[0910] In a round-bottom flask, [compound 43-I] (5.22 g, 4.81 mmol), Pt(acac)₂ (2.08 g, 5.29 mmol), and 2,6-dimethylpyridine (1.55 g, 14.42 mmol) were added and mixed with propionic acid (120 mL). The resulting reaction solution was stirred under reflux at 150 °C for 12 hours. After the reaction was complete, the temperature was lowered to room temperature, and water was added to the reaction solution to obtain a precipitate. Ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the precipitate. The organic solvent layer was extracted from it using ethyl acetate, dried over anhydrous MgSO₄, and then filtered. The filtrate was concentrated under reduced pressure and purified by silica gel chromatography to obtain 3.69 g (62% yield) of [compound 43].

[0911] Synthesis Example 3: Synthesis of Compound 67

[0912]

[0913] Compound 67-C was synthesized in a similar manner to that used in the synthesis of Compound 42-C, except that Compound 67-A was used instead of Compound 42-A and Compound 67-B was used instead of Compound 42-B. (70% yield)

[0914] [Compound 67-D] was synthesized in a similar manner to that used in the synthesis of [Compound 42-D], except that [Compound 67-C] was used instead of [Compound 42-C]. (50% yield)

[0915] [Compound 67-E] was synthesized in a similar manner to that used in the synthesis of [Compound 42-E], except that [Compound 67-D] was used instead of [Compound 42-D]. (85% yield)

[0916] [Compound 67-F] was synthesized in a similar manner to that used in the synthesis of [Compound 42-F], except that [Compound 67-E] was used instead of [Compound 42-E] (68% yield).

[0917] [Compound 67-G] was synthesized in a similar manner to that used in the synthesis of [Compound 42-G], except that [Compound 67-F] was used instead of [Compound 42-F]. (96% yield)

[0918] [Compound 67-H] was synthesized in a similar manner to that used in the synthesis of [Compound 42-H], except that [Compound 67-G] was used instead of [Compound 42-G]. (82% yield)

[0919] [Compound 67-I] was synthesized in a similar manner to that used in the synthesis of [Compound 42-I], except that [Compound 67-H] was used instead of [Compound 42-H]. (94% yield)

[0920] Compound 67 was synthesized in a similar manner to that used in the synthesis of Compound 42, except that Compound 67-I was used instead of Compound 42-I. (56% yield)

[0921] Synthesis Example 4: Synthesis of Compound 66

[0922]

[0923] [Compound 66-C] was synthesized in a similar manner to that used in the synthesis of [Compound 42-C], except that [Compound 66-A] was used instead of [Compound 42-A] and [Compound 66-B] was used instead of [Compound 42-B]. (72% yield).

[0924] Compound 66-D was synthesized in a similar manner to that used in the synthesis of Compound 42-D, except that Compound 66-C was used instead of Compound 42-C. (58% yield)

[0925] Compound 66-E was synthesized in a similar manner to that used in the synthesis of Compound 42-E, except that Compound 66-D was used instead of Compound 42-D. (88% yield)

[0926] [Compound 66-F] was synthesized in a similar manner to that used in the synthesis of [Compound 42-F], except that [Compound 66-E] was used instead of [Compound 42-E]. (73% yield)

[0927] Compound 66-G was synthesized in a similar manner to that used in the synthesis of Compound 42-G, except that Compound 66-F was used instead of Compound 42-F. (95% yield)

[0928] [Compound 66-H] was synthesized in the same manner as [Compound 42-H], except that [Compound 66-G] was used instead of [Compound 42-G]. (85% yield)

[0929] [Compound 66-I] was synthesized in a similar manner to that used in the synthesis of [Compound 42-I], except that [Compound 66-H] was used instead of [Compound 42-H]. (92% yield)

[0930] Compound 66 was synthesized in a similar manner to that used in the synthesis of Compound 42, except that Compound 66-I was used instead of Compound 42-I. (59% yield)

[0931] Synthesis Example 5: Synthesis of Compound 69

[0932]

[0933] Compound 69-C was synthesized in a similar manner to that used in the synthesis of Compound 42-C, except that Compound 69-A was used instead of Compound 42-A and Compound 69-B was used instead of Compound 42-B. (73% yield)

[0934] [Compound 69-D] was synthesized in a similar manner to that used in the synthesis of [Compound 42-D], except that [Compound 69-C] was used instead of [Compound 42-C]. (53% yield)

[0935] [Compound 69-E] was synthesized in a similar manner to that used in the synthesis of [Compound 42-E], except that [Compound 69-D] was used instead of [Compound 42-D]. (89% yield)

[0936] [Compound 69-F] was synthesized in a similar manner to that used in the synthesis of [Compound 42-F], except that [Compound 69-E] was used instead of [Compound 42-E]. (70% yield)

[0937] [Compound 69-G] was synthesized in a similar manner to that used in the synthesis of [Compound 42-G], except that [Compound 69-F] was used instead of [Compound 42-F]. (93% yield)

[0938] [Compound 69-H] was synthesized in a similar manner to that used in the synthesis of [Compound 42-H], except that [Compound 69-G] was used instead of [Compound 42-G]. (82% yield)

[0939] [Compound 69-I] was synthesized in a similar manner to that used in the synthesis of [Compound 42-I], except that [Compound 69-H] was used instead of [Compound 42-H]. (95% yield)

[0940] Compound 69 was synthesized in a similar manner to that used in the synthesis of Compound 42, except that Compound 69-I was used instead of Compound 42-I. (56% yield)

[0941] Synthesis Example 6: Synthesis of Compound 68

[0942]

[0943] [Compound 68-C] was synthesized in a similar manner to that used in the synthesis of [Compound 42-C], except that [Compound 68-A] was used instead of [Compound 42-A] and [Compound 68-B] was used instead of [Compound 42-B]. (66% yield).

[0944] [Compound 68-D] was synthesized in a similar manner to that used in the synthesis of [Compound 42-D], except that [Compound 68-C] was used instead of [Compound 42-C]. (51% yield)

[0945] [Compound 68-E] was synthesized in a similar manner to that used in the synthesis of [Compound 42-E], except that [Compound 68-D] was used instead of [Compound 42-D]. (92% yield)

[0946] [Compound 68-F] was synthesized in a similar manner to that used in the synthesis of [Compound 42-F], except that [Compound 68-E] was used instead of [Compound 42-E] (65% yield).

[0947] [Compound 68-G] was synthesized in a similar manner to that used in the synthesis of [Compound 42-G], except that [Compound 68-F] was used instead of [Compound 42-F]. (90% yield)

[0948] [Compound 68-H] was synthesized in a similar manner to that used in the synthesis of [Compound 42-H], except that [Compound 68-G] was used instead of [Compound 42-G]. (82% yield)

[0949] [Compound 68-I] was synthesized in a similar manner to that used in the synthesis of [Compound 42-I], except that [Compound 68-H] was used instead of [Compound 42-H]. (98% yield)

[0950] Compound 68 was synthesized in a similar manner to that used in the synthesis of Compound 42, except that Compound 68-I was used instead of Compound 42-I. (62% yield)

[0951] Synthesis Example 7: Synthesis of Compound 1

[0952]

[0953] [Compound 1-C] was synthesized in a similar manner to that used in the synthesis of [Compound 43-C], except that [Compound 1-A] was used instead of [Compound 43-A] and [Compound 1-B] was used instead of [Compound 43-B]. (75% yield)

[0954] [Compound 1-D] was synthesized in a similar manner to that used in the synthesis of [Compound 43-D], except that [Compound 1-C] was used instead of [Compound 43-C]. (48% yield)

[0955] [Compound 1-E] was synthesized in a similar manner to that used in the synthesis of [Compound 43-E], except that [Compound 1-D] was used instead of [Compound 43-D]. (90% yield)

[0956] [Compound 1-F] was synthesized in a similar manner to that used in the synthesis of [Compound 43-F], except that [Compound 1-E] was used instead of [Compound 43-E]. (68% yield)

[0957] [Compound 1-G] was synthesized in a similar manner to that used in the synthesis of [Compound 43-G], except that [Compound 1-F] was used instead of [Compound 43-F]. (92% yield)

[0958] [Compound 1-H] was synthesized in a similar manner to that used in the synthesis of [Compound 43-H], except that [Compound 1-G] was used instead of [Compound 43-G]. (78% yield)

[0959] [Compound 1-I] was synthesized in a similar manner to that used in the synthesis of [Compound 43-I], except that [Compound 1-H] was used instead of [Compound 43-H]. (96% yield)

[0960] [Compound 1] was synthesized in a similar manner to that used in the synthesis of [Compound 43], except that [Compound 1-I] was used instead of [Compound 43-I]. (52% yield).

[0961] Synthesis Example 8: Synthesis of Compound 2

[0962]

[0963] [Compound 2-C] was synthesized in a similar manner to that used in the synthesis of [Compound 43-C], except that [Compound 2-A] was used instead of [Compound 43-A] and [Compound 2-B] was used instead of [Compound 43-B]. (86% yield)

[0964] [Compound 2-D] was synthesized in a similar manner to that used in the synthesis of [Compound 43-D], except that [Compound 2-C] was used instead of [Compound 43-C]. (52% yield).

[0965] [Compound 2-E] was synthesized in a similar manner to that used in the synthesis of [Compound 43-E], except that [Compound 2-D] was used instead of [Compound 43-D]. (94% yield)

[0966] [Compound 2-F] was synthesized in a similar manner to that used in the synthesis of [Compound 43-F], except that [Compound 2-E] was used instead of [Compound 43-E] (66% yield).

[0967] [Compound 2-G] was synthesized in a similar manner to that used in the synthesis of [Compound 43-G], except that [Compound 2-F] was used instead of [Compound 43-F]. (94% yield)

[0968] [Compound 2-H] was synthesized in a similar manner to that used in the synthesis of [Compound 43-H], except that [Compound 2-G] was used instead of [Compound 43-G]. (83% yield)

[0969] [Compound 2-I] was synthesized in a similar manner to that used in the synthesis of [Compound 43-I], except that [Compound 2-H] was used instead of [Compound 43-H]. (96% yield)

[0970] Compound 2 was synthesized in a similar manner to that used in the synthesis of Compound 43, except that Compound 2-I was used instead of Compound 43-I. (59% yield)

[0971] Synthesis Example 9: Synthesis of Compound 76

[0972]

[0973] Synthesis of [Compound 76-C]

[0974] In a round-bottom flask, [compound 76-A] (5.0 g, 13.88 mmol), [compound 76-B] (5.25 g, 14.57 mmol), Pd(PPh3)4 (1.60 g, 1.39 mmol), and K2CO3 (5.75 g, 41.63 mmol) were added and mixed with 1,4-dioxane / H2O (111 mL / 28 mL). The mixture was stirred under reflux at 100 °C for 12 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 5.86 g (71% yield) of [compound 76-C].

[0975] Synthesis of [Compound 76-D]

[0976] In a round-bottom flask, [compound 76-C] (5.86 g, 9.84 mmol), 1-bromo-2-nitrobenzene (2.38 g, 11.80 mmol), Pd₂(dba)₃ (0.90 g, 0.98 mmol), SPhos (0.81 g, 1.97 mmol), and NaOtBu (2.04 g, 14.75 mmol) were added and mixed with toluene (100 mL). The mixture was stirred under reflux at 110 °C for 2 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO₄, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 5.36 g (76% yield) of [compound 76-D].

[0977] Synthesis of [Compound 76-E]

[0978] In a round-bottom flask, [compound 76-D] (5.36 g, 7.48 mmol), Pd / C (10 wt% on carbon, 0.8 g, 0.75 mmol), and hydrazine monohydrate (7.49 g, 149.53 mmol) were added and mixed with ethanol / toluene (60 mL / 15 mL). The mixture was stirred under reflux at 85 °C for 2 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 4.82 g (94% yield) of [compound 76-E].

[0979] Synthesis of [Compound 76-F]

[0980] In a round-bottom flask, [compound 76-E] (4.82 g, 7.02 mmol), 2-(3-bromophenoxy)-9-(4-(tert-butyl)pyridin-2-yl)-9H-carbazole (3.31 g, 7.02 mmol), Pd2(dba)3 (0.64 g, 0.70 mmol), SPhos (0.58 g, 1.40 mmol), and NaOtBu (1.01 g, 10.52 mmol) were added and mixed with toluene (70 mL). The mixture was stirred under reflux at 110 °C for 4 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 6.02 g (80% yield) of [compound 76-F].

[0981] Synthesis of [Compound 76-G]

[0982] In a round-bottom flask, [compound 76-F] (6.02 g, 5.59 mmol) and hydrochloric acid (35.0 wt% to 37.0 wt%, 0.68 g, 6.70 mmol in water) were added and mixed with triethyl orthoformate (47 mL). The mixture was stirred under reflux at 80 °C for 1 hour. After the reaction was complete, the solvent was completely removed by vacuum filtration. Ethyl acetate was added to the reaction product, and the resulting solution was dried over anhydrous MgSO4 and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 5.87 g (93% yield) of [compound 76-G].

[0983] Synthesis of [Compound 76]

[0984] In a round-bottom flask, [Compound 76-G] (5.87 g, 6.10 mmol), Pt(acac)₂ (2.64 g, 6.71 mmol), and 2,6-dimethylpyridine (1.96 g, 18.29 mmol) were added and mixed with propionic acid (152 mL). The mixture was stirred under reflux at 150 °C for 20 hours. After the reaction was complete, the temperature was lowered to room temperature, and water was added to the reaction solution to obtain a precipitate. Ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the precipitate. The organic solvent layer was extracted from it using ethyl acetate, dried over anhydrous MgSO₄, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 3.66 g (54% yield) of [Compound 76].

[0985] Synthesis Example 10: Synthesis of Compound 72

[0986]

[0987] [Compound 72-C] was synthesized in a similar manner to that used in the synthesis of [Compound 76-C], except that [Compound 72-A] was used instead of [Compound 76-A] and [Compound 72-B] was used instead of [Compound 76-B]. (72% yield).

[0988] [Compound 72-D] was synthesized in a similar manner to that used in the synthesis of [Compound 76-D], except that [Compound 72-C] was used instead of [Compound 76-C]. (74% yield)

[0989] Compound 72-E was synthesized in a similar manner to that used in the synthesis of Compound 76-E, except that Compound 72-D was used instead of Compound 76-D. (92% yield)

[0990] [Compound 72-F] was synthesized in a similar manner to that used in the synthesis of [Compound 76-F], except that [Compound 72-E] was used instead of [Compound 76-E]. (83% yield)

[0991] [Compound 72-G] was synthesized in a similar manner to that used in the synthesis of [Compound 76-G], except that [Compound 72-F] was used instead of [Compound 76-F]. (95% yield)

[0992] Compound 72 was synthesized in a similar manner to that used in the synthesis of Compound 76, except that Compound 72-G was used instead of Compound 76-G. (58% yield)

[0993] Synthesis Example 11: Synthesis of Compound 80

[0994]

[0995] Compound 80-C was synthesized in a similar manner to that used in the synthesis of Compound 76-C, except that Compound 80-A was used instead of Compound 76-A and Compound 80-B was used instead of Compound 76-B. (75% yield)

[0996] [Compound 80-D] was synthesized in a similar manner to that used in the synthesis of [Compound 76-D], except that [Compound 80-C] was used instead of [Compound 76-C]. (75% yield)

[0997] [Compound 80-E] was synthesized in a similar manner to that used in the synthesis of [Compound 76-E], except that [Compound 80-D] was used instead of [Compound 76-D]. (94% yield)

[0998] [Compound 80-F] was synthesized in a similar manner to that used in the synthesis of [Compound 76-F], except that [Compound 80-E] was used instead of [Compound 76-E]. (80% yield)

[0999] [Compound 80-G] was synthesized in a similar manner to that used in the synthesis of [Compound 76-G], except that [Compound 80-F] was used instead of [Compound 76-F]. (98% yield)

[1000] [Compound 80] was synthesized in a similar manner to that used in the synthesis of [Compound 76], except that [Compound 80-G] was used instead of [Compound 76-G]. (57% yield).

[1001] Synthesis Example 12: Synthesis of Compound 84

[1002]

[1003] Compound 84-C was synthesized in a similar manner to that used in the synthesis of Compound 76-C, except that Compound 84-A was used instead of Compound 76-A and Compound 84-B was used instead of Compound 76-B. (75% yield)

[1004] Compound 84-D was synthesized in a similar manner to that used in the synthesis of Compound 76-D, except that Compound 84-C was used instead of Compound 76-C. (70% yield)

[1005] Compound 84-E was synthesized in a similar manner to that used in the synthesis of Compound 76-E, except that Compound 84-D was used instead of Compound 76-D. (92% yield)

[1006] [Compound 84-F] was synthesized in a similar manner to that used in the synthesis of [Compound 76-F], except that [Compound 84-E] was used instead of [Compound 76-E]. (82% yield)

[1007] [Compound 84-G] was synthesized in a similar manner to that used in the synthesis of [Compound 76-G], except that [Compound 84-F] was used instead of [Compound 76-F]. (96% yield)

[1008] Compound 84 was synthesized in a similar manner to that used in the synthesis of Compound 76, except that Compound 84-G was used instead of Compound 76-G. (56% yield)

[1009] Synthesis Example 13: Synthesis of Compound 88

[1010]

[1011] Compound 88-C was synthesized in a similar manner to that used in the synthesis of Compound 76-C, except that Compound 88-A was used instead of Compound 76-A and Compound 88-B was used instead of Compound 76-B. (69% yield)

[1012] Compound 88-D was synthesized in a similar manner to that used in the synthesis of Compound 76-D, except that Compound 88-C was used instead of Compound 76-C. (75% yield)

[1013] Compound 88-E was synthesized in a similar manner to that used in the synthesis of Compound 76-E, except that Compound 88-D was used instead of Compound 76-D. (93% yield)

[1014] Compound 88-F was synthesized in a similar manner to that used in the synthesis of Compound 76-F, except that Compound 88-E was used instead of Compound 76-E. (88% yield)

[1015] Compound 88-G was synthesized in a similar manner to that used in the synthesis of Compound 76-G, except that Compound 88-F was used instead of Compound 76-F. (94% yield)

[1016] Compound 88 was synthesized in a similar manner to that used in the synthesis of Compound 76, except that Compound 88-G was used instead of Compound 76-G. (56% yield)

[1017] Synthesis Example 14: Synthesis of Compound 92

[1018]

[1019] Compound 92-C was synthesized in a similar manner to that used in the synthesis of Compound 76-C, except that Compound 92-A was used instead of Compound 76-A and Compound 92-B was used instead of Compound 76-B. (71% yield)

[1020] Compound 92-D was synthesized in a similar manner to that used in the synthesis of Compound 76-D, except that Compound 92-C was used instead of Compound 76-C. (74% yield)

[1021] Compound 92-E was synthesized in a similar manner to that used in the synthesis of Compound 76-E, except that Compound 92-D was used instead of Compound 76-D. (92% yield)

[1022] [Compound 92-F] was synthesized in a similar manner to that used in the synthesis of [Compound 76-F], except that [Compound 92-E] was used instead of [Compound 76-E]. (85% yield)

[1023] Compound 92-G was synthesized in a similar manner to that used in the synthesis of Compound 76-G, except that Compound 92-F was used instead of Compound 76-F. (95% yield)

[1024] [Compound 92] was synthesized in a similar manner to that used in the synthesis of [Compound 76], except that [Compound 92-G] was used instead of [Compound 76-G]. (57% yield).

[1025] Synthesis Example 15: Synthesis of Compound 33

[1026]

[1027] [Compound 33-C] was synthesized in a similar manner to that used in the synthesis of [Compound 76-C], except that [Compound 33-A] was used instead of [Compound 76-A] and [Compound 33-B] was used instead of [Compound 76-B]. (65% yield).

[1028] [Compound 33-D] was synthesized in a similar manner to that used in the synthesis of [Compound 76-D], except that [Compound 33-C] was used instead of [Compound 76-C]. (72% yield).

[1029] [Compound 33-E] was synthesized in a similar manner to that used in the synthesis of [Compound 76-E], except that [Compound 33-D] was used instead of [Compound 76-D]. (95% yield)

[1030] [Compound 33-F] was synthesized in a similar manner to that used in the synthesis of [Compound 76-F], except that [Compound 33-E] was used instead of [Compound 76-E]. (79% yield)

[1031] [Compound 33-G] was synthesized in a similar manner to that used in the synthesis of [Compound 76-G], except that [Compound 33-F] was used instead of [Compound 76-F]. (98% yield)

[1032] Compound 33 was synthesized in a similar manner to that used in the synthesis of Compound 76, except that Compound 33-G was used instead of Compound 76-G. (53% yield)

[1033] Synthesis Example 16: Synthesis of Compound 28

[1034]

[1035] Compound 28-C was synthesized in a similar manner to that used in the synthesis of Compound 76-C, except that Compound 28-A was used instead of Compound 76-A and Compound 28-B was used instead of Compound 76-B. (70% yield)

[1036] [Compound 28-D] was synthesized in a similar manner to that used in the synthesis of [Compound 76-D], except that [Compound 28-C] was used instead of [Compound 76-C]. (72% yield).

[1037] [Compound 28-E] was synthesized in a similar manner to that used in the synthesis of [Compound 76-E], except that [Compound 28-D] was used instead of [Compound 76-D]. (94% yield)

[1038] [Compound 28-F] was synthesized in a similar manner to that used in the synthesis of [Compound 76-F], except that [Compound 28-E] was used instead of [Compound 76-E]. (80% yield)

[1039] [Compound 28-G] was synthesized in a similar manner to that used in the synthesis of [Compound 76-G], except that [Compound 28-F] was used instead of [Compound 76-F]. (94% yield)

[1040] Compound 28 was synthesized in a similar manner to that used in the synthesis of Compound 76, except that Compound 28-G was used instead of Compound 76-G. (54% yield)

[1041] Synthesis Example 17: Synthesis of Compound 34

[1042]

[1043] Synthesis of [Compound 34-C]

[1044] In a round-bottom flask, [compound 34-A] (5.0 g, 19.93 mmol), [compound 34-B] (15.53 g, 40.85 mmol), Pd(PPh3)4 (2.30 g, 1.99 mmol), and K2CO3 (8.26 g, 59.78 mmol) were added and mixed with 1,4-dioxane / H2O (160 mL / 40 mL). The mixture was stirred under reflux at 100 °C for 12 hours. After the reaction was complete, the temperature was lowered to room temperature, and then ethyl acetate and a saturated aqueous solution of ammonium chloride were added to the reaction mixture. The organic solvent layer was extracted with ethyl acetate, dried over anhydrous MgSO4, and then filtered. The filtrate was concentrated and purified by silica gel chromatography to obtain 7.51 g (63% yield) of [compound 34-C].

[1045] [Compound 34-D] was synthesized in a similar manner to that used in the synthesis of [Compound 76-D], except that [Compound 34-C] was used instead of [Compound 76-C]. (74% yield)

[1046] [Compound 34-E] was synthesized in a similar manner to that used in the synthesis of [Compound 76-E], except that [Compound 34-D] was used instead of [Compound 76-D]. (90% yield)

[1047] [Compound 34-F] was synthesized in a similar manner to that used in the synthesis of [Compound 76-F], except that [Compound 34-E] was used instead of [Compound 76-E]. (78% yield)

[1048] [Compound 34-G] was synthesized in a similar manner to that used in the synthesis of [Compound 76-G], except that [Compound 34-F] was used instead of [Compound 76-F]. (98% yield)

[1049] [Compound 34] was synthesized in a similar manner to that used in the synthesis of [Compound 76], except that [Compound 34-G] was used instead of [Compound 76-G]. (52% yield).

[1050] Synthesis Example 18: Synthesis of Compound 29

[1051]

[1052] Compound 29-C was synthesized in a similar manner to that used in the synthesis of Compound 34-C, except that Compound 29-A was used instead of Compound 34-A and Compound 29-B was used instead of Compound 34-B. (64% yield)

[1053] [Compound 29-D] was synthesized in a similar manner to that used in the synthesis of [Compound 76-D], except that [Compound 29-C] was used instead of [Compound 76-C]. (71% yield)

[1054] [Compound 29-E] was synthesized in a similar manner to that used in the synthesis of [Compound 76-E], except that [Compound 29-D] was used instead of [Compound 76-D]. (90% yield)

[1055] [Compound 29-F] was synthesized in a similar manner to that used in the synthesis of [Compound 76-F], except that [Compound 29-E] was used instead of [Compound 76-E]. (80% yield)

[1056] [Compound 29-G] was synthesized in a similar manner to that used in the synthesis of [Compound 76-G], except that [Compound 29-F] was used instead of [Compound 76-F]. (98% yield)

[1057] Compound 29 was synthesized in a similar manner to that used in the synthesis of Compound 76, except that Compound 29-G was used instead of Compound 76-G. (53% yield)

[1058] Example 1 (Bottom-Emitting Organic Light-Emitting Device)

[1059] The glass substrate on which the ITO electrode is formed is cut into 50 mm x 50 mm x 0.5 mm dimensions, ultrasonically treated for 15 minutes each in acetone, isopropanol, and deionized (DI) water, and then cleaned by exposure to UV and ozone for 30 minutes.

[1060] Next, m-MTDATA is vacuum deposited onto an ITO electrode (anode) on a glass substrate to form a structure with... A hole injection layer of a certain thickness is formed, and α-NPD is vacuum deposited on the hole injection layer to form a hole injection layer with a certain thickness. A hole transport layer of a certain thickness.

[1061] Compound 42 (emitter) and HT-1 and HT-2 (host) were vacuum co-deposited on the hole transport layer to form a structure with The emission layer has a thickness of 6. Here, the weight ratio of HT-1 to HT-2 as the main components is 6:4, and the amount of compound 42 is 13% by weight, based on the total weight of compound 42, HT-1 and HT-2.

[1062] BAlq vacuum deposition is performed on the emitter layer to form a structure with... A hole-blocking layer of a certain thickness was formed by vacuum deposition of Alq3 onto the hole-blocking layer to create a hole-blocking layer with [missing information]. An electron transport layer of a certain thickness is formed by vacuum deposition of LiF onto the electron transport layer to create an electron transport layer with [missing information]. An electron-injected layer of a certain thickness is formed, and then Al is vacuum-deposited onto the electron-injected layer to form a layer with... A second electrode (cathode) of a certain thickness is used to fabricate an organic light-emitting device with the following structure: ITO / m-MTDATA / α-NPD / HT-1+HT-2+ compound 42 (13 wt%) / BAlq / Alq3 / LiF / Al

[1063]

[1064]

[1065] Example 2 and Comparative Example 1

[1066] The organic light-emitting device was manufactured in the same manner as in Example 1, except that, when forming the emission layer, the compounds shown in Table 3 were used instead of compound 42 as the emitter.

[1067] Evaluation of Example 1

[1068] For each of the organic light-emitting devices of Examples 1 to 2 and Comparative Example 1, the external quantum efficiency (EQE, relative %), CIEy color coordinates, and lifetime characteristics (T) were evaluated. 95 The results are shown in Table 3. EQE was evaluated using a current-voltmeter (Keithley 2400). The EQE (relative %) of the organic light-emitting devices of Examples 1 and 2 is expressed as a relative value (%) of the EQE relative to the organic light-emitting device of Comparative Example 1. For each of the organic light-emitting devices, the EL spectrum (at 1,000 cd / m²) was measured using a luminance meter (Minolta Cs-1000A). 2 Below) Evaluate CIEy chromatic coordinates. Lifetime characteristics (T 95 The evaluation was conducted by measuring the time required for the brightness to reach 95% of the initial brightness of 100%, and the results were recorded as relative values ​​to Comparative Example 1 in Table 3.

[1069] Table 3

[1070]

[1071]

[1072] As confirmed by Table 3, compared with the organic light-emitting device of Comparative Example 1, the organic light-emitting devices of Examples 1 and 2 have excellent EQE and excellent lifetime characteristics.

[1073] Example 3 (Top-emitting organic light-emitting device)

[1074] The glass substrate on which the ITO electrode is formed is cut into 50 mm x 50 mm x 0.5 mm dimensions, ultrasonically treated for 15 minutes each in acetone, isopropanol, and deionized (DI) water, and then cleaned by exposure to UV and ozone for 30 minutes.

[1075] Next, m-MTDATA is vacuum deposited onto an ITO electrode (anode) on a glass substrate to form a structure with... A hole injection layer of a certain thickness is formed, and α-NPD is vacuum deposited on the hole injection layer to form a hole injection layer with a certain thickness. A hole transport layer of a certain thickness.

[1076] Compound 42 (emitter) and HT-1 and HT-2 (host) were vacuum co-deposited on the hole transport layer to form a structure with The emission layer has a thickness of 6. Here, the weight ratio of HT-1 to HT-2 as the main components is 6:4, and the amount of compound 42 is 13% by weight, based on the total weight of compound 42, HT-1 and HT-2.

[1077] BAlq vacuum deposition is performed on the emitter layer to form a structure with... A hole-blocking layer of a certain thickness was formed by vacuum deposition of Alq3 onto the hole-blocking layer to create a hole-blocking layer with [missing information]. An electron transport layer of a certain thickness is formed by vacuum deposition of LiF onto the electron transport layer to create an electron transport layer with [missing information]. An electron-injected layer of a certain thickness is formed, and then Al is vacuum-deposited onto the electron-injected layer to form a layer with... A second electrode (cathode) of a certain thickness is used to fabricate an organic light-emitting device with the following structure: ITO / m-MTDATA / α-NPD / HT-1+HT-2+ compound 42 (13 wt%) / BAlq / Alq3 / LiF / Al

[1078] Example 4 and Comparative Example 2

[1079] The organic light-emitting device was manufactured in the same manner as in Example 3, except that, when forming the emission layer, the compounds shown in Table 4 were used instead of compound 42 as the emitter.

[1080] Evaluation of Example 2

[1081] For each of the organic light-emitting devices of Examples 3 to 4 and Comparative Example 2, the external quantum efficiency (EQE, relative %), CIEy color coordinates, and lifetime characteristics (T) were evaluated. 95 The results are shown in Table 4. EQE was evaluated using a current-voltmeter (Keithley 2400). The EQE (relative %) of the organic light-emitting devices of Examples 3 and 4 is expressed as a relative value (%) of the EQE relative to the organic light-emitting device of Comparative Example 2. For each of the organic light-emitting devices, the EL spectrum (at 1,000 cd / m²) was measured using a luminance meter (Minolta Cs-1000A). 2 Below) Evaluate CIEy chromatic coordinates. Lifetime characteristics (T 95 The evaluation was conducted by measuring the time required for the brightness to reach 95% of the initial brightness of 100%, and the results were recorded as relative values ​​to Comparative Example 2 in Table 4.

[1082] Table 4

[1083]

[1084] As confirmed by Table 4, the organic light-emitting devices of Examples 3 and 4 exhibit superior EQE and lifetime characteristics compared to the organic light-emitting device of Comparative Example 2. In particular, the organic light-emitting devices of Examples 3 and 4 demonstrate significantly superior lifetime characteristics compared to the organic light-emitting device of Comparative Example 2.

[1085] Example 5 (Hyper Organic Light Emitting Device)

[1086] The glass substrate on which the ITO electrode is formed is cut into 50 mm x 50 mm x 0.5 mm dimensions, ultrasonically treated for 15 minutes each in acetone, isopropanol, and deionized (DI) water, and then cleaned by exposure to UV and ozone for 30 minutes.

[1087] Next, m-MTDATA is vacuum deposited onto an ITO electrode (anode) on a glass substrate to form a structure with... A hole injection layer of a certain thickness is formed, and α-NPD is vacuum deposited on the hole injection layer to form a hole injection layer with a certain thickness. A hole transport layer of a certain thickness.

[1088] Compound 42 (emitter) and HT-1 and HT-2 (host) were vacuum co-deposited on the hole transport layer to form a structure with The emission layer has a thickness of 6. Here, the weight ratio of HT-1 to HT-2 as the main components is 6:4, and the amount of compound 42 is 13% by weight, based on the total weight of compound 42, HT-1 and HT-2.

[1089] BAlq vacuum deposition is performed on the emitter layer to form a structure with... A hole-blocking layer of a certain thickness was formed by vacuum deposition of Alq3 onto the hole-blocking layer to create a hole-blocking layer with [missing information]. An electron transport layer of a certain thickness is formed by vacuum deposition of LiF onto the electron transport layer to create an electron transport layer with [missing information]. An electron-injected layer of a certain thickness is formed, and then Al is vacuum-deposited onto the electron-injected layer to form a layer with... A second electrode (cathode) of a certain thickness is used to fabricate an organic light-emitting device with the following structure: ITO / m-MTDATA / α-NPD / HT-1+HT-2+ compound 42 (13 wt%) / BAlq / Alq3 / LiF / Al

[1090] Example 6 and Comparative Example 3

[1091] The organic light-emitting device was manufactured in the same manner as in Example 5, except that, when forming the emission layer, the compounds shown in Table 5 were used instead of compound 42 as the emitter.

[1092] Evaluation of Example 3

[1093] For each of the organic light-emitting devices of Examples 5 to 6 and Comparative Example 3, the external quantum efficiency (EQE, relative %), CIEy color coordinates, and lifetime characteristics (T) were evaluated. 95 The results are shown in Table 5. EQE was evaluated using a current-voltmeter (Keithley 2400). The EQE (relative %) of the organic light-emitting devices of Examples 5 and 6 is expressed as a relative value (%) of the EQE relative to the organic light-emitting device of Comparative Example 3. For each of the organic light-emitting devices, the EL spectrum (at 1,000 cd / m²) was measured using a luminance meter (Minolta Cs-1000A). 2 Below) Evaluate CIEy chromatic coordinates. Lifetime characteristics (T 95 The evaluation was conducted by measuring the time required for the brightness to reach 95% of the initial brightness of 100%, and the results were recorded as relative values ​​to Comparative Example 3 in Table 5.

[1094] Table 5

[1095]

[1096] As confirmed by Table 5, compared with the organic light-emitting device of Comparative Example 3, the organic light-emitting devices of Examples 5 and 6 have excellent EQE and excellent lifetime characteristics.

[1097] According to one or more embodiments, organometallic compounds represented by Formula 1, 2, or 3 possess excellent light-emitting properties and excellent charge transport (transfer) properties, and therefore electronic devices, such as organic light-emitting devices, comprising at least one organometallic compound represented by Formula 1, 2, or 3 can have low driving voltage, high efficiency, and / or long lifetime characteristics. Therefore, high-quality organic light-emitting devices can be realized by using the aforementioned organometallic compounds.

[1098] In addition, high-quality electronic devices including the organic light-emitting device can be provided.

[1099] It should be understood that the exemplary embodiments described herein are to be considered in a descriptive sense only and are not intended for limiting purposes. The descriptions of features or aspects in the various exemplary embodiments should be typically considered 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, those skilled in the art will understand that various changes in form and detail may be made therein without departing from the spirit and scope defined by the appended claims.

Claims

1. Organometallic compounds, represented by formula 1, 2 or 3: Formula 1 Formula 2 Formula 3 Formula A Formula B in, In equations 1 to 3, M is a transition metal. X 11 For C(R) 11 ) or N, X 12 For C(R) 12 ) or N, X 13 For C(R) 13 ) or N, and X 14 For C(R) 14 ) or N, Y2 to Y4 are each independently C or N. Rings CY2 to CY5 are each independently C5-C 30 Carbocyclic groups or C1-C 30 Heterocyclic groups, L1 represents single bonds, double bonds, and *-N(R) bonds. 1a )-*'、*-B(R 1a )-*'、*-P(R 1a )-*'、*-C(R 1a (R) 1b )-*'、*-Si(R 1a (R) 1b )-*'、*-Ge(R 1a (R) 1b )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 1a )=*'、*=C(R 1a )-*'、*-C(R 1a )=C(R 1b )-*', *-C(=S)-*', or *-C≡C-*', L2 represents single bonds, double bonds, and *-N(R) bonds. 2a )-*'、*-B(R 2a )-*'、*-P(R 2a )-*'、*-C(R 2a (R) 2b )-*'、*-Si(R 2a (R) 2b )-*'、*-Ge(R 2a (R) 2b )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 2a )=*'、*=C(R 2a )-*'、*-C(R 2a )=C(R 2b )-*', *-C(=S)-*', or *-C≡C-*', L3 represents a single bond, double bond, or *-N(R) bond. 3a )-*'、*-B(R 3a )-*'、*-P(R 3a )-*'、*-C(R 3a (R) 3b )-*'、*-Si(R 3a (R) 3b )-*'、*-Ge(R 3a (R) 3b )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R 3a )=*'、*=C(R 3a )-*'、*-C(R 3a )=C(R 3b )-*', *-C(=S)-*', or *-C≡C-*', n1 to n3 are each an independent integer from 1 to 3. T1 and T2 are independently substituted or unsubstituted C3-C. 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, or substituted or unsubstituted divalent nonaromatic fused heterocyclic groups. b1 and b2 are each independent integers from 0 to 5. Where, when b1 is 0, *-(T1)b1-*' is a single bond, and when b2 is 0, *-(T2)b2-*' is a single bond. R0 is a group represented by formula A, a group represented by formula B, hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9), R 12 To R 14 R2 to R4, R 1a R 1b R 2a R 2b R 3a and R 3b Each of the following groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9), R 11 For example, for R 12 The defined or is with * B binding sites, a0 and a2 through a4 are each independent integers from 1 to 20. The condition is that, for R0, the sum of the number of groups represented by formula A and the number of groups represented by formula B is 1 or greater. R0, R 11 To R 14 R2 to R4, R 1a R 1b R 2a R 2b R 3a and R 3b Two adjacent groups in the [structure] are optionally bonded to each other to form substituted or unsubstituted C5-C [structures]. 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups, In equations A and B, X 511 For N or C(R) 511 ), X 512 For N or C(R) 512 ), X 513 For N or C(R) 513 ), X 514 For N or C(R) 514 ), X 521 For N or C(R) 521 ), X 522 For N or C(R) 522 ), X 523 For N or C(R) 523 ), X 524 For N or C(R) 524 ), X 531 For N or C(R) 531 ), X 532 For N or C(R) 532 ), X 533 For N or C(R) 533 ), X 534 For N or C(R) 534 ), X 541 For N or C(R) 541 ), and X 542 For N or C(R) 542 ), X 611 For N or C(R) 611 ), X 612 For N or C(R) 612 ), X 613 For N or C(R) 613 ), X 621 For N or C(R) 621 ), X 622 For N or C(R) 622 ), X 623 For N or C(R) 623 ), X 631 For N or C(R) 631 ), X 632 For N or C(R) 632 ), X 633 For N or C(R) 633 ), X 641 For N or C(R) 641 ), X 642 For N or C(R) 642 ), and X 643 For N or C(R) 643 ), A1 to A4 are each independently a single bond, *-C(R7)(R8)-*', *-N(R7)-*', *-O-*', or *-S-*', and c1 to c4 are each independently 0 or 1. When c1 is 0, *-(A1) c1 -*'Does not exist; when c2 is 0, *-(A2) c2 -*'Does not exist; when c3 is 0, *-(A3) c3 -*'Does not exist, and when c4 is 0, *-(A4) c4 -*'Does not exist.' At least one of c1 to c4 is not 0. R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 R7 and R8 are each independent as* A 、* B Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -N(Q4)(Q5), -B(Q6)(Q7), -P(Q8)(Q9), or -P(=O)(Q8)(Q9), R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 * in R7 and R8 A The quantity is 1. R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 * in R7 and R8 B The quantity is either 0 or 1, where * B When there are 0, the group represented by formula A or B is a monovalent substituent, and when * B When there is only one, the group represented by formula A or B is a divalent substituent. * A This indicates the binding site with N in Formula 1, the binding site with CY5 in Formula 2, or the binding site with CY5 in Formula 3. * B X represents the expression in equations 1 to 3. 11 Binding sites for CY5, T1, or T2 rings. when* B Indicates with X 11 When X binds to the binding site 11 For C(R) 11 ), and R 11 To and * B binding sites, Replacement C5-C 30 Carbocyclic groups, substituted C1-C 30 Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C1-C 60 Alkylthio, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C7-C 60 Alkyl aryl, substituted C7-C 60 Arylalkyl, substituted C6-C 60 aryloxy groups, 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 Heteroaryl groups, substituted C1-C 60 Heteroaryl thiols, substituted monovalent nonaromatic fused polycyclic groups, substituted monovalent nonaromatic fused heterocyclic groups, substituted C3-C 10 Cycloalkylene, substituted C1-C 10 Heterocyclic alkyl groups, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 aryl, substituted C1-C 60 At least one substituent of the heteroaryl group, the substituted divalent nonaromatic fused polycyclic group, and the substituted divalent nonaromatic fused heterocyclic group is: Deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy, or C1-C 60 Alkylthio; Each of the following C1-C is replaced: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 alkoxy, or C1-C 60 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 11 (Q) 12 (Q) 13 -Ge(Q) 11 (Q) 12 (Q) 13 -N(Q) 14 (Q) 15 -B(Q) 16 (Q) 17 -P(Q) 18 (Q) 19 -P(=O)(Q) 18 (Q) 19 ), or combinations thereof; C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups; Each of the following C3-C is replaced: 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, carboxylic acid groups or their salts, sulfonic acid groups or their salts, phosphate groups or their salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 Arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thiols, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -Si(Q) 21 (Q) 22 (Q) 23 ), -Ge(Q 21 (Q) 22 (Q) 23 -N(Q) 24 (Q) 25 -B(Q) 26 (Q) 27 -P(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 to Q9, Q 11 To Q 19 Q 21 To Q 29 , and Q 31 To Q 39 Each of the following groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C1-C 60 Alkylthio, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted 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 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryl thiols, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, or substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups.

2. The organometallic compound according to claim 1, wherein M is beryllium, magnesium, aluminum, calcium, titanium, manganese, cobalt, copper, zinc, gallium, germanium, zirconium, ruthenium, rhodium, palladium, silver, rhenium, platinum or gold.

3. The organometallic compound according to claim 1, wherein... T1 and T2 are independent of each other: Phenylidene, cyclopentadienyl, indene, naphthyl, azulene, heptadienyl, acenaphthene, fluorene, phenenyl, phenanthrene, anthracene, fluoranyl, benzo[9,10]phenanthrene, pyrene, phenylene alkyl, tetraphenylene, terephthalyl, perylene, or pentaphenylene; or Each of the following substituted groups is phenylene, cyclopentadienylene, indene, naphthylene, azulene, heptadienylene, acenaphthene, fluorene, phenenylene, phenanthrene, anthracene, fluorenylene, benzo[9,10]phenanthrene, pyrene, etc. alkyl, tetraphenyl, terephthalyl, perylene, or pentanephenyl: deuterium, -F, -Cl, -Br, -I, -SF5, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C1-C 60 Alkylthio, C3-C 10 cycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C7-C 60 Alkyl aryl, C7-C 60 Arylalkyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 heteroaryl, C2-C 60 Alkyl heteroaryl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroaryl thio groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, or combinations thereof.

4. The organometallic compound according to claim 1, wherein... R0 is: A group represented by formula A or a group represented by formula B; Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio; Each of the following C1-C is replaced: 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof; Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroloyl, thiophenolyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, inzolyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophenolyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenolyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl; Each of the following substituted groups is replaced by: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrolinel, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl Oxadiazole, triazine, dibenzofuran, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrololinyl, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 ), 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 to Q9 and Q 31 To Q 33 Each independently is: -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or Each of the following is replaced by n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

5. The organometallic compound according to claim 1, wherein R 11 To R 14 R2 to R4 are each independent of: Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio; Each of the following C1-C is replaced: 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof; Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroloyl, thiophenolyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, inzolyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophenolyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenolyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl; Each of the following substituted groups is replaced by: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrolinel, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl Oxadiazole, triazine, dibenzofuran, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrololinyl, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 ), 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 to Q9 and Q 31 To Q 33 Each independently is: -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or Each of the following is replaced by n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

6. The organometallic compound according to claim 1, wherein... In equations 1, 2, and 3, by The group represented is one of the groups represented by formulas CY2(1) to CY2(13). In equations 1, 2, and 3, by The indicated group is a group represented by one of the formulas CY3(1) to CY3(25), and / or In equations 1, 2, and 3, by The group represented is one of the groups represented by formulas CY4(1) to CY4(29): in, In equations CY2(1) to CY2(13), CY3(1) to CY3(25), and CY4(1) to CY4(29), T 21 is B(Y 21 ), C(Y 21 )(Y 22 ), N(Y 21 ), O, S, or Si(Y 21 )(Y 22 ), T 22 is C(Y 21 ), N, or Si(Y 21 ), T 31 for B(Y 31 ), C(Y 31 )(Y 32 ), N(Y 31 ), O, S, or Si(Y 31 )(Y 32 ), T 32 is C(Y 31 ), N, or Si(Y 31 ), R 21 To R 26 Y 21 and Y 22 Each as defined for R2 in claim 1, R 31 To R 36 Y 31 and Y 32 Each as defined for R3 in claim 1, R 41 To R 47 Each as defined in claim 1 for R4, * indicates the binding site with M in equations 1, 2, and 3. *' indicates the binding site with L1 in equations 1, 2, and 3. * indicates the binding site with L2 in equations 1, 2, and 3, and *”' indicates the binding site with L3 in equations 1, 2 and 3.

7. The organometallic compound according to claim 1, wherein... In Equation 2, by The group represented is a group represented by one of the formulas CY5(1) to CY5(16), and In equation 3, by The group represented is one of the groups represented by formulas CY5(17) to CY5(66): in, In equations CY5(1) to CY5(66), T 51 is B(Y 51 ), C(Y 51 )(Y 52 ), N(Y 51 ), O, S, or Si(Y 51 )(Y 52 ), T 52 is C(Y 51 ), N, or Si(Y 51 ), R 01 To R 08 Y 51 and Y 52 Each as defined for R0 in claim 1, and * and *' each represent a binding site with an adjacent atom.

8. The organometallic compound according to claim 1, wherein... i) A1 is a single bond, c1 is 1, and c2 to c4 are each 0, or ii) A1 and A3 are each single bonds, c1 and c3 are each 1, and c2 and c4 are each 0.

9. The organometallic compound according to claim 1, wherein... R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 R7 and R8 are independent of each other: * A or* B ; Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio; Each of the following C1-C is replaced: 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 alkoxy, or C1-C 20 Alkylthio groups: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof; Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrroloyl, thiophenolyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, inzolyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthrolinel, benzimidazolyl, benzofuranyl, benzothiophenolyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenolyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl; Each of the following substituted groups is replaced by: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrolinel, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl Oxadiazole, triazine, dibenzofuran, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, or imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, -SF5, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthrololinyl, benzimidazoleyl, benzofuranyl, benzothiophenyl, benziisothiazolyl, benzoxazolyl, benziisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 ), 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 to Q9 and Q 31 To Q 33 Each independently is: -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl; or Each of the following is replaced by n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, or naphthyl: deuterium, C1-C 10 Alkyl, phenyl, or combinations thereof.

10. The organometallic compound according to claim 1, wherein R 511 To R 514 R 521 To R 524 R 531 To R 534 R 541 R 542 R 611 To R 613 R 621 To R 623 R 631 To R 633 R 641 To R 643 * in R7 and R8 B The quantity is 0.

11. The organometallic compound according to claim 1, wherein... The organometallic compound is represented by formula 1-1, 2-1, 3-1 or 3-2: Formula 1-1 Equation 2-1 Equation 3-1 Equation 3-2 in, In equations 1-1, 2-1, 3-1, and 3-2, M, X 11 To X 14 T1, T2, b1, b2, and R0 are each as defined in claim 1. L2 is either *-O-*' or *-S-*'. X 21 For C(R) 21 ) or N, X 22 For C(R) 22 ) or N, and X 23 For C(R) 23 ) or N, X 31 For C(R) 31 ) or N, X 32 For C(R) 32 ) or N, X 33 For C(R) 33 ) or N, X 34 For C(R) 34 ) or N, X 35 For C(R) 35 ) or N, and X 36 For C(R) 36 ) or N, X 41 For C(R) 41 ) or N, X 42 For C(R) 42 ) or N, X 43 For C(R) 43 ) or N, and X 44 For C(R) 44 ) or N, X 51 For C(R) 51 ) or N, X 52 For C(R) 52 ) or N, X 53 For C(R) 53 ) or N, X 54 For C(R) 54 ) or N, and X 55 For C(R) 55 ) or N, R 21 To R 23 Each as defined in claim 1 for R2, R 31 To R 36 Each as defined in claim 1 for R3, R 41 To R 44 Each as defined in claim 1 for R4, R 51 To R 55 Each as defined for R0 in claim 1, and R0, R 11 To R 14 R 21 To R 23 R 31 To R 36 R 41 To R 44 and R 51 To R 55 Two adjacent groups in the [structure] are optionally bonded to each other to form substituted or unsubstituted C5-C [structures]. 30 The carbocyclic group is either substituted or unsubstituted C1-C. 30 Heterocyclic groups.

12. The organometallic compound according to claim 1, wherein... The group represented by formula A is a group represented by one of formulas A-1 to A-26, and The group represented by formula B is a group represented by one of formulas B-1 to B-11: in, In formulas A-1 to A-26 and B-1 to B-11, A1, A3, *A and *B are each as defined in claim 1.

13. Organic light-emitting devices, including: First electrode; Second electrode; as well as An intermediate layer disposed between the first electrode and the second electrode. The intermediate layer includes an emission layer, and The intermediate layer comprises at least one organometallic compound according to any one of claims 1 to 12.

14. The organic light-emitting device according to claim 13, wherein the emitting layer comprises the at least one organometallic compound.

15. The organic light-emitting device of claim 13, wherein the emitting layer emits light having a maximum emission wavelength of 440 nanometers to 480 nanometers.

16. The organic light-emitting device according to claim 13, wherein... The emission layer includes a main body and an emitter, and The emitter includes at least one organometallic compound.

17. The organic light-emitting device according to claim 13, wherein... The emission layer includes a host, a sensitizer, and an emitter, and The sensitizer includes at least one organometallic compound.

18. The organic light-emitting device according to claim 16 or 17, wherein the host comprises a hole transport compound, an electron transport compound, a bipolar compound, or a combination thereof.

19. The organic light-emitting device of claim 17, wherein the emitter comprises a delayed fluorescence material, a transient fluorescence material, or a combination thereof.

20. An electronic device, including an organic light-emitting device according to any one of claims 13 to 19.

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