# US 10,873,039 B2 · Organometallic compound, organic light-emitting device including the organometallic compound, and diagnostic composition including the organometallic compound

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 10,873,039 B2
- Document ID: US10873039B2
- Status: Granted
- Kind: B2
- Application number: 15/785,742
- Filed: 2017-10-17
- Published: 2018-08-30
- Granted: 2020-12-22
- Earliest claimed: 2017-02-27
- Assignees: Samsung Electronics Co., Ltd.
- Applicants: Samsung Electronics Co., Ltd.
- Inventors: Aram Jeon; Seungyeon Kwak; Kum Hee Lee; Banglin Lee; Jongwon Choi; Hyeonho Choi; Yoonhyun Kwak; Ohyun Kwon
- Web page: https://patentgrep.com/patent/US10873039B2

## CPC

- C09K 11/06: containing organic luminescent materials
- C07F 15/0086: {Platinum compounds}
- C09K 11/025: {non-luminescent particle coatings or suspension media}
- H10K 85/346: {comprising platinum}
- C09K 2211/1029: containing one nitrogen atom as the heteroatom
- C09K 2211/185: of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 50/15: Hole transporting layers
- H10K 50/16: Electron transporting layers
- H10K 50/171: {Electron injection layers}
- H10K 85/324: {comprising aluminium, e.g. Alq3}
- H10K 2101/10: Triplet emission
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

An organometallic compound represented by Formula 1: wherein, in Formula 1, groups and variables are the same as described in the specification.

## Claims

### Claim 1

An organometallic compound represented by Formula 1:
wherein, in Formula 1,
M is Pt or Pd,
two bonds selected from a bond between X1 and M, a bond between X2 and M, and a bond between X3 and M are each a coordinate bond, and the other thereof is a covalent bond,
Y1 to Y4 and Y7 to Y12 are each independently C or N,
Y5 and Y6 are each independently C, N, Si, O, or S,
a bond between Y5 and X1, a bond between X1 and Y1, a bond between Y2 and X2, a bond between X2 and Y3, a bond between Y4 and X3, a bond between X3 and Y6, a bond between Y7 and Y8, a bond between Y8 and Y9, a bond between Y10 and Y11, and a bond between Y11 and Y12 are each a chemical bond that links the corresponding atoms,
CY1 to CY5 are each independently a C5-C30 carbocyclic group or a C1-C30 heterocyclic group,
T1 is selected from *—N[(L6)b6-(R6)]—*′, *—B(R6)—*′, *—P(R6)—*′, *—C(R6)(R7)—*′, *—Si(R6)(R7)—*′, *—Ge(R6)(R7)—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)2—*′, *—C(R6)=*′, *═C(R6)—*′, *—C(R6)═C(R7)—*′, *—C(═S)—*′, and *—C≡C—*′,
L6 is selected from a single bond, a substituted or unsubstituted C5-C30 carbocyclic group, and a substituted or unsubstituted C1-C30 heterocyclic group,
b6 is selected from 1 to 3, wherein, provided that when b6 is two or more, two or more groups L6 are identical to or different from each other,
R6 and R7 are optionally linked via a first linking group to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
n1 is 0, 1, 2, or 3, wherein, when n1 is zero, *-(T1)n1-*′ is a single bond,
R1 to R7 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, —SF5, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C1-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C1-C10 heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C7-C60 arylalkyl group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted C2-C60 heteroaryloxy group, a substituted or unsubstituted C2-C60 heteroarylthio group, a substituted or unsubstituted C3-C60 heteroarylalkyl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q1)(Q2), —Si(Q3)(Q4)(Q5), —B(Q6)(Q7), and —P(═O)(Q8)(Q9),
a1 to a5 are each independently 0, 1, 2, 3, 4, or 5,
two of groups R1 in the number of a1 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
two of groups R2 in the number of a2 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
two of groups R3 in the number of a3 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
two of groups R4 in the number of a4 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
two of groups R5 in the number of a5 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
R2 and R3 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
R2 and R4 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
R1 and R5 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
at least one substituent of the substituted C5-C30 carbocyclic group, the substituted C1-C30 heterocyclic group, the substituted C1-C60 alkyl group, the substituted C2-C60 alkenyl group, the substituted C2-C60 alkynyl group, the substituted C1-C60 alkoxy group, the substituted C3-C10 cycloalkyl group, the substituted C1-C10 heterocycloalkyl group, the substituted C3-C10 cycloalkenyl group, the substituted C1-C10 heterocycloalkenyl group, the substituted C6-C60 aryl group, the substituted C6-C60 aryloxy group, the substituted C6-C60 arylthio group, the substituted C7-C60 arylalkyl group, the substituted C1-C60 heteroaryl group, the substituted C2-C60 heteroaryloxy group, the substituted C2-C60 heteroarylthio group, the substituted C3-C60 heteroarylalkyl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group is selected from:
deuterium, —F, Cl, —Br, —I, —CD3, —CD2H, —CDH2, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, and a C1-C60 alkoxy group;
a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, and a C1-C60 alkoxy group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, a C1-C60 heteroaryl group, a C2-C60 heteroaryloxy group, a C2-C60 heteroarylthio group, a C3-C60 heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q11)(Q12), —Si(Q13)(Q14)(Q15), —B(Q16)(Q17), and —P(═O)(Q18)(Q19);
a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, a C1-C60 heteroaryl group, a C2-C60 heteroaryloxy group, a C2-C60 heteroarylthio group, a C3-C60 heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group;
a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, a C1-C60 heteroaryl group, a C2-C60 heteroaryloxy group, a C2-C60 heteroarylthio group, a C3-C60 heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, a C1-C60 heteroaryl group, a C2-C60 heteroaryloxy group, a C2-C60 heteroarylthio group, a C3-C60 heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q21)(Q22), —Si(Q23)(Q24)(Q25), —B(Q26)(Q27), and —P(═O)(Q28)(Q29); and
—N(Q31)(Q32), —Si(Q33)(Q34)(Q35), —B(Q36)(Q37), and —P(═O)(Q38)(Q39), and
Q1 to Q9, Q11 to Q19, Q21 to Q29, and Q31 to Q39 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryl group substituted with at least one selected from a C1-C60 alkyl group and a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, a C1-C60 heteroaryl group, a C2-C60 heteroaryloxy group, a C2-C60 heteroarylthio group, a C3-C60 heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group.

### Claim 2 (depends on 1)

The organometallic compound of claim 1, wherein
X1 and X2 are each N, X3 is C, a bond between X1 and M and a bond between X2 and M are each a coordinate bond, and a bond between X3 and M is a covalent bond;
X1 and X3 are each N, X2 is C, a bond between X1 and M and a bond between X3 and M are each a coordinate bond, and a bond between X2 and M is a covalent bond; or
X2 and X3 are each N, X1 is C, a bond between X2 and M and a bond between X3 and M are each a coordinate bond, and a bond between X1 and M is a covalent bond.

### Claim 3 (depends on 1)

The organometallic compound of claim 1, wherein
CY1 to CY5 are each independently selected from a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, a chrysene group, a cyclopentadiene group, a 1,2,3,4-tetrahydronaphthalene group, a pyrrole group, a thiophene group, a furan group, an indole group, an isoindole group, a benzoborole group, a benzophosphole group, an indene group, a benzosilole group, a benzogermole group, a benzothiophene group, a benzoselenophene group, a benzofuran group, a carbazole group, a dibenzoborole group, a dibenzophosphole group, a fluorene group, a dibenzosilole group, a dibenzogermole group, a dibenzothiophene group, a dibenzoselenophene group, a dibenzofuran group, a dibenzothiophene 5-oxide group, a 9H-fluorene-9-on group, a dibenzothiophene 5,5-dioxide group, an azacarbazole group, an azadibenzoborole group, an azadibenzophosphole group, an azafluorene group, an azadibenzosilole group, an azadibenzogermole group, an azadibenzothiophene group, an azadibenzoselenophene group, an azadibenzofuran group, an azadibenzothiophene 5-oxide group, an aza-9H-fluorene-9-on group, an azadibenzothiophene 5,5-dioxide group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrazole group, an imidazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a 5,6,7,8-tetrahydroisoquinoline group, and a 5,6,7,8-tetrahydroquinoline group.

### Claim 4 (depends on 1)

The organometallic compound of claim 1, wherein
CY1 to CY5 are each independently a benzene group, a naphthalene group, an indole group, an isoindole group, a dibenzothiophene group, a dibenzofuran group, an azadibenzothiophene group, an azadibenzofuran group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a quinoline group, an isoquinoline group, a pyrazole group, an imidazole group, or a benzimidazole group.

### Claim 5 (depends on 1)

The organometallic compound of claim 1, wherein
T1 is *—N[(L6)b6-(R6)]—*′, *—C(R6)(R7)—*′, *—Si(R6)(R7)—*′, *—S—*′, or *—O—*′, and
n1 is 0 or 1.

### Claim 6 (depends on 1)

The organometallic compound of claim 1, wherein
R1 to R7 are each independently selected from:
hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, —SF5, a C1-C20 alkyl group, and a C1-C20 alkoxy group;
a C1-C20 alkyl group and a C1-C20 alkoxy group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, —CF3, —CF2H, —CFH2, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C10 alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a pyridinyl group, and a pyrimidinyl group;
a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azadibenzofuranyl group, and an azadibenzothiophenyl group;
a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azadibenzofuranyl group, and an azadibenzothiophenyl group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, —CF3, —CF2H, —CFH2, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C20 alkyl group, a C1-C20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azadibenzofuranyl group, and an azadibenzothiophenyl group; and
—N(Q1)(Q2), —Si(Q3)(Q4)(Q5), —B(Q6)(Q7), and —P(═O)(Q8)(Q9), and
Q1 to Q9 are each independently selected from:
—CH3, —CD3, —CD2H, —CDH2, —CH2CH3, —CH2CD3, —CH2CD2H, —CH2CDH2, —CHDCH3, —CHDCD2H, —CHDCDH2, —CHDCD3, —CD2CD3, —CD2CD2H, and —CD2CDH2;
an n-propyl group, an iso-propyl group, an n-butyl group, an iso-butyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an iso-pentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, and a naphthyl group; and
an n-propyl group, an iso-propyl group, an n-butyl group, an iso-butyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an iso-pentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, and a naphthyl group, each substituted with at least one selected from deuterium, a C1-C10 alkyl group, and a phenyl group.

### Claim 7 (depends on 1)

The organometallic compound of claim 1, wherein
R1 to R7 are each independently selected from hydrogen, deuterium, —F, a cyano group, a nitro group, —SF5, —CH3, —CD3, —CD2H, —CDH2, —CF3, —CF2H, —CFH2, groups represented by Formulae 9-1 to 9-19, groups represented by Formulae 10-1 to 10-166, and —Si(Q3)(Q4)(Q5):
wherein, in Formulae 9-1 to 9-19 and 10-1 to 10-166, Ph indicates a phenyl group, TMS indicates a trimethylsilyl group, and * indicates a binding site to a neighboring atom.

### Claim 8 (depends on 1)

The organometallic compound of claim 1, wherein
a moiety represented by
in Formula 1 is selected from groups represented by Formulae CY1-1 to CY1-51:
wherein, in Formulae CY1-1 to CY1-51,
X1 and R1 are each independently the same as described in claim 1,
X11 is O, S, N(R11), or C(R11)(R12),
X19 is N or C(R19),
R11 to R19 are each independently the same as described in connection with R1 in claim 1,
a15 is an integer from 0 to 5,
a14 is an integer from 0 to 4,
a13 is an integer from 0 to 3,
a12 is an integer from 0 to 2, and
* and *′ each indicate a binding site to a neighboring atom.

### Claim 9 (depends on 1)

The organometallic compound of claim 1, wherein
a moiety represented by
in Formula 1 is selected from groups represented by Formulae CY2-1 to CY2-36:
wherein, in Formulae CY2-1 to CY2-36,
X2 and R2 are each independently the same as described in claim 1,
X21 is O, S, N(R21), or C(R21)(R22),
X29 is N or C(R29),
R21 to R29 are each independently the same as described in connection with R2 in claim 1,
a24 is an integer from 0 to 4,
a23 is an integer from 0 to 3,
a22 is an integer from 0 to 2, and
*, *′, and *″ each indicate a binding site to a neighboring atom.

### Claim 10 (depends on 1)

The organometallic compound of claim 1, wherein
a moiety represented by
in Formula 1 is selected from groups represented by Formulae CY3-1 to CY3-53:
wherein, in Formulae CY3-1 to CY3-53,
X3 and R3 are each independently the same as described in claim 1,
X31 is O, S, N(R31), or C(R31)(R32),
X39 is N or C(R39),
R31 to R39 are each independently the same as described in connection with R3 in claim 1,
a35 is an integer from 0 to 5,
a34 is an integer from 0 to 4,
a33 is an integer from 0 to 3,
a32 is an integer from 0 to 2, and
*and *′ each indicate a binding site to a neighboring atom.

### Claim 11 (depends on 1)

The organometallic compound of claim 1, wherein
a moiety represented by
in Formula 1 is selected from groups represented by Formulae CZ-1 to CZ-18:
wherein, in Formulae CZ-1 to CZ-18,
R4 and R5 are each independently the same as described in claim 1,
a45 and a55 are each independently an integer from 0 to 5,
a43 and a53 are each independently an integer from 0 to 3,
a42 and a52 are each independently an integer from 0 to 2, and
*, *′, and *″ each indicate a binding site to a neighboring atom.

### Claim 12 (depends on 1)

The organometallic compound of claim 1, wherein
a moiety represented by
in Formula 1 is selected from groups represented by Formulae CY1(1) to CY1(24),
a moiety represented by
in Formula 1 is selected from groups represented by Formulae CY2(1) to CY2(8),
a moiety represented by
in Formula 1 is selected from groups represented by Formulae CY3(1) to CY3(20), and
a moiety represented by
in Formula 1 is selected from groups represented by Formulae CZ(1) to CZ(19):
wherein, in Formulae CY1(1) to CY1(24), CY2(1) to CY2(8), CY3(1) to CY3(20), and CZ(1) to CZ(19),
X11 is O, S, N(R11), or C(R11)(R12),
X31 is O, S, N(R31), or C(R31)(R32),
X1 to X3 and R1 to R5 are each independently the same as described in claim 1,
R1a, R1b, R11, and R12 are each independently the same as described in connection with R1,
R2a to R2c are each independently the same as described in connection with R2,
R3a, R3b, R31, and R32 are each independently the same as described in connection with R3,
provided that R1, R1a, R1b, R2, R2a to R2c, R3, R3a, R3b, R4, and R5 are each not hydrogen, and
*, *′, and *″ each indicate a binding site to a neighboring atom.

### Claim 13 (depends on 1)

The organometallic compound of claim 1, wherein
the organometallic compound is represented by Formula 1-1:
wherein, in Formula 1-1,
M, X1 to X3, Y1 to Y12, CY1 to CY5, T1, n1, R1 to R5, and a1 to a5 are each independently the same as described in claim 1,
Y13 and Y14 are each independently C or N,
T2 is selected from a single bond, *—N[(L8)b8-(R8)]—*′, *—B(R8)—*′, *—P(R8)—*′, *—C(R8)(R9)—*′, *—Si(R8)(R9)—*′, *—Ge(R8)(R9)—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)2—*′, *—C(R8)═*′, *═C(R9)—*′, *—C(R8)═C(R9)—*′, *—C(═S)—*′, and *—C≡C—*′, L8, b8, R8, and R9 are the same as described L6, b6, R6, and R7, respectively, in claim 1.

### Claim 14 (depends on 1)

The organometallic compound of claim 1, wherein
the organometallic compound is represented by Formula 1-A:
wherein, in Formula 1-A,
M, X1 to X3, Y1, Y5, Y7 to Y12, CY1, CY4, CY5, R1 to R5, a1, a4, and a5 are each independently the same as described in claim 1, and
R8 and R9 are each independently the same as described in connection with R6 and R7 in claim 1.

### Claim 15 (depends on 1)

The organometallic compound of claim 1, wherein
the organometallic compound is selected from Compounds 1 to 142:

### Claim 16 (depends on 1)

An organic light-emitting device comprising:
a first electrode;
a second electrode; and
an organic layer disposed between the first electrode and the second electrode,
wherein the organic layer comprises an emission layer and at least one organometallic compound of claim 1.

### Claim 17 (depends on 16)

The organic light-emitting device of claim 16, wherein
the first electrode is an anode,
the second electrode is a cathode, and
the organic layer further comprises a hole transport region disposed between the first electrode and the emission layer and an electron transport region disposed between the emission layer and the second electrode,
wherein the hole transport region comprises a hole injection layer, a hole transport layer, an electron blocking layer, or any combination thereof, and
wherein the electron transport region comprises a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

### Claim 18 (depends on 16)

The organic light-emitting device of claim 16, wherein
the emission layer comprises the organometallic compound.

### Claim 19 (depends on 18)

The organic light-emitting device of claim 18, wherein
the emission layer further comprises a host, and
an amount of the host in the emission layer is larger than an amount of the organometallic compound in the emission layer.

### Claim 20 (depends on 1)

A diagnostic composition comprising at least one organometallic compound of claim 1.