US-12628249-B2 - Organometallic compound, organic light-emitting device including the same, and diagnostic composition including the same
Abstract
An organometallic compound represented by Formula 1: wherein, in Formula 1, groups and variables are the same as described in the specification.
Inventors
- Sunyoung Lee
- Jungin LEE
- Aram JEON
- Kyuyoung HWANG
- Seungyeon Kwak
- Ohyun Kwon
- Yuri CHO
- Byoungki CHOI
- Seokhwan HONG
Assignees
- SAMSUNG ELECTRONICS CO., LTD.
Dates
- Publication Date
- 20260512
- Application Date
- 20230516
Claims (18)
- 1 . An organometallic compound represented by Formula TA: wherein, in Formula 1A, M is platinum (Pt), X 1 is O, or S, X 2 and X 4 are N and X 3 is C, Y 1 is C, X 51 is N-[(L 7 ) b7 -(R 7 ) c7 ], L 1 to L 4 and L 7 are each independently selected from a single bond, a substituted or unsubstituted C 5 -C 30 carbocyclic group, and a substituted or unsubstituted C 1 -C 30 heterocyclic group, b1 to b4 and b7 are each independently an integer from 1 to 5, R 1 to R 4 , R 7 to R 10 are each independently selected from hydrogen, deuterium, a deuterium-containing group, —F, —Cl, —Br, —I, —SF 5 , 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 C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 7 -C 60 alkylaryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 7 -C 60 arylalkyl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 1 -C 60 heteroaryloxy group, a substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted C 2 -C 60 heteroarylalkyl group, a substituted or unsubstituted C 2 -C 60 alkylheteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q 1 )(Q 2 ), —Si(Q 3 )(Q 4 )(Q 5 ), —B(Q 6 )(Q 7 ), and —P(═O)(Q 8 )(Q 9 ), c1 to c4 and c7 are each independently an integer from 1 to 5, provided that when L 7 is a single bond, then R 7 is hydrogen, deuterium, a deuterium-containing group, —F, a cyano group, a nitro group, —SF 5 , a methyl group, an ethyl group, 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 isopentyl group, a sec-pentyl group, a tert-pentyl group, an n-hexyl group, an isohexyl group, a sec-hexyl group, a tert-hexyl group, an n-heptyl group, an isoheptyl group, a sec-heptyl group, a tert-heptyl group, an n-nonyl group, an isononyl group, a sec-nonyl group, a tert-nonyl group, an n-decyl group, an isodecyl group, a sec-decyl group, a tert-decyl group, a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cycloctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a phenyl group, a (C 1 -C 20 alkyl)phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and a dibenzosilolyl group; a methyl group, an ethyl group, 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 isopentyl group, a sec-pentyl group, a tert-pentyl group, an n-heptyl group, an isoheptyl group, a sec-heptyl group, a tert-heptyl group, an n-octyl group, an isooctyl group, a sec-octyl group, a tert-octyl group, an n-nonyl group, an isononyl group, a sec-nonyl group, a tert-nonyl group, an n-decyl group, an isodecyl group, a sec-decyl group, a tert-decyl group, a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cycloctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a phenyl group, a (C 1 -C 20 alkyl)phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and a dibenzosilolyl group, each substituted with at least one selected from deuterium, —F, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , a cyano group, a nitro group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cycloctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a phenyl group, a (C 1 -C 20 alkyl)phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group, and —Si(Q 33 )(Q 34 )(Q 35 ); and —N(Q 1 )(Q 2 ), —Si(Q 3 )(Q 4 )(Q 5 ), —B(Q 6 )(Q 7 ), and —P(═O)(Q 8 )(Q 9 ); wherein Q 1 to Q 9 and Q 33 to Q 35 are each independently selected from: —CH 3 , —CD 3 , —CD 2 H, —CDH 2 , —CH 2 CH 3 , —CH 2 CD 3 , —CH 2 CD 2 H, —CH 2 CDH 2 , —CHDCH 3 , —CHDCD 2 H, —CHDCDH 2 , —CHDCD 3 , —CD 2 CH 3 , —CD 2 CD 3 , —CD 2 CD 2 H, and —CD 2 CDH 2 ; 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 isopentyl 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 isopentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, and a naphthyl group, each substituted with at least one selected from a C 1 to C 10 alkyl group, and a phenyl group, Z 1 to Z 4 are each independently deuterium or a deuterium-containing group, a1 to a4 and n1 to n4 are each independently an integer from 0 to 20, the sum of n1 to n4 is 1 or more, two of a plurality of neighboring groups R 1 are optionally linked to each other to form a C 5 -C 30 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group unsubstituted or substituted with at least one R 10a , two of a plurality of neighboring groups R 2 are optionally linked to each other to form a C 5 -C 30 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group unsubstituted or substituted with at least one R 10 , two of a plurality of neighboring groups R 3 are optionally linked to each other to form a C 5 -C 30 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group unsubstituted or substituted with at least one R 10a , two of a plurality of neighboring groups R 4 are optionally linked to each other to form a C 5 -C 30 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group unsubstituted or substituted with at least one R 10a , R 10a has the same definition as R 1 , at least one substituent of the substituted C 5 -C 30 carbocyclic group, the substituted C 1 -C 30 heterocyclic group, the substituted C 1 -C 60 alkyl group, the substituted C 2 -C 60 alkenyl group, the substituted C 2 -C 60 alkynyl group, the substituted C 1 -C 60 alkoxy group, the substituted C 3 -C 10 cycloalkyl group, the substituted C 1 -C 10 heterocycloalkyl group, the substituted C 3 -C 10 cycloalkenyl group, the substituted C 1 -C 10 heterocycloalkenyl group, the substituted C 6 -C 60 aryl group, the substituted C 7 -C 60 alkylaryl group, the substituted C 6 -C 60 aryloxy group, the substituted C 6 -C 60 arylthio group, the substituted C 7 -C 60 arylalkyl group, the substituted C 1 -C 60 heteroaryl group, the substituted C 1 -C 60 heteroaryloxy group, the substituted C 1 -C 60 heteroarylthio group, the substituted C 2 -C 60 heteroarylalkyl group, the substituted C 2 -C 60 alkylheteroaryl 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, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , 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 C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group; a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , 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 C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 7 -C 60 alkylaryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 1 -C 60 heteroaryloxy group, a C 1 -C 60 heteroarylthio group, a C 2 -C 60 heteroarylalkyl group, a C 2 -C 60 alkylheteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q 11 )(Q 12 ), —Si(Q 13 )(Q 14 )(Q 15 ), —B(Q 16 )(Q 17 ), and —P(═O)(Q 18 )(Q 19 ); a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 6 0 aryl group, a C 7 -C 60 alkylaryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 1 -C 60 heteroaryloxy group, a C 1 -C 60 heteroarylthio group, a C 2 -C 60 heteroarylalkyl group, a C 2 -C 60 alkylheteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group; a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 7 -C 60 alkylaryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 1 -C 60 heteroaryloxy group, a C 1 -C 60 heteroarylthio group, a C 2 -C 60 heteroarylalkyl group, a C 2 -C 60 alkylheteroaryl 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, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , 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 C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 7 -C 60 alkylaryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 1 -C 60 heteroaryloxy group, a C 1 -C 60 heteroarylthio group, a C 2 -C 60 heteroarylalkyl group, a C 2 -C 60 alkylheteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q 21 )(Q 22 ), —Si(Q 23 )(Q 24 )(Q 25 ), —B(Q 26 )(Q 27 ), and —P(═O)(Q 28 )(Q 29 ); and —N(Q 31 )(Q 32 ), —Si(Q 33 )(Q 34 )(Q 35 ), —B(Q 36 )(Q 37 ), and —P(═O)(Q 38 )(Q 39 ); wherein Q 1 to Q 9 , Q 11 to Q 19 , Q 21 to Q 29 , and Q 31 to Q 39 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 C 1 -C 60 alkyl group, a C 1 -C 60 alkyl group substituted with at least one selected from deuterium, a C 1 -C 60 alkyl group, and a C 6 -C 60 aryl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryl group substituted with at least one selected from deuterium, a C 1 -C 60 alkyl group, and a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 1 -C 60 heteroaryloxy group, a C 1 -C 6 o heteroarylthio group, a C 2 -C 60 heteroarylalkyl group, a C 2 -C 6 o alkylheteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group.
- 2 . The organometallic compound of claim 1 , wherein L 7 is a substituted or unsubstituted C 5 -C 30 carbocyclic group, or a substituted or unsubstituted C 1 -C 30 heterocyclic group.
- 3 . The organometallic compound of claim 1 , wherein the deuterium-containing group is a first group substituted with at least one deuterium atom, and the first group is selected from: a C 1 -C 20 alkyl group, and a C 1 -C 20 alkoxy group; a C 1 -C 20 alkyl group and a C 1 -C 20 alkoxy group, each substituted with at least one selected from —F, —Cl, —Br, —I, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , 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 C 1 -C 10 alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cycloctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a phenyl group, a (C 1 -C 20 alkyl)phenyl group, a biphenyl group, a terphenyl group a naphthyl group, a pyridinyl group, and a pyrimidinyl group; a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cycloctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a phenyl group, a (C 1 -C 20 alkyl)phenyl group, a biphenyl group, a terphenyl 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 dibenzosilolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group; a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cycloctyl group, an adamantanyl group, a norbornanyl group, a norbomenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a phenyl group, a (C 1 -C 20 alkyl)phenyl group, a biphenyl group, a terphenyl 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 dibenzosilolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group, each substituted with at least one selected from —F, —Cl, —Br, —I, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , 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 C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cycloctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a phenyl group, a (C 1 -C 20 alkyl)phenyl group, a biphenyl group, a terphenyl 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 dibenzosilolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and —Si(Q 33 )(Q 34 )(Q 35 ); and —N(Q 1 )(Q 2 ), —Si(Q 3 )(Q 4 )(Q 5 ), —B(Q 6 )(Q 7 ), and —P(═O)(Q 8 )(Q 9 ); wherein Q 1 to Q 9 and Q 33 to Q 35 are each independently selected from: —CH 3 , —CD 3 , —CD 2 H, —CDH 2 , —CH 2 CH 3 , —CH 2 CD 3 , —CH 2 CD 2 H, —CH 2 CDH 2 , —CHDCH 3 , —CHDCD 2 H, —CHDCDH 2 , —CHDCD 3 , —CD 2 CH 3 , —CD 2 CD 3 , —CD 2 CD 2 H, and —CD 2 CDH 2 ; 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 isopentyl 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 isopentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, and a naphthyl group, each substituted with at least one selected from a C 1 to C 10 alkyl group, and a phenyl group.
- 4 . The organometallic compound of claim 1 , wherein the deuterium-containing group is a first group substituted with at least one deuterium atom, and the first group is selected from a C 1 -C 20 alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cycloctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a phenyl group, a (C 1 -C 20 alkyl)phenyl group, a biphenyl group, and a terphenyl group, each unsubstituted or substituted with at least one selected from —F, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , a cyano group, a C 1 -C 10 alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cycloctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a phenyl group, a (C 1 -C 20 alkyl)phenyl group, a biphenyl group, and a terphenyl group.
- 5 . The organometallic compound of claim 1 , wherein R 1 to R 4 , and R 7 are each independently selected from hydrogen, deuterium, —F, a cyano group, a nitro group, —SF 5 , —CH 3 , —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , —CD 2 (CD 3 ), —CD(CD 3 ) 2 , —C(CD 3 ) 3 , —CD 2 -C(CD 3 ) 3 , —CD 2 -CD(CD 3 ) 2 , —CD 2 -CD 2 (CD 3 ), —CD(CD 3 )—C(CD 3 ) 3 , —CD(CD 3 )-CD(CD 3 ) 2 , —CD(CD 3 )-CD 2 (CD 3 ), —C(CD 3 ) 2 -C(CD 3 ) 3 , —C(CD 3 ) 2 -CD(CD 3 ) 2 , —C(CD 3 ) 2 -CD 2 (CD 3 ), a group represented by Formula 9-1 to 9-19, a group represented by Formulae 10-1 to 10-232, a group represented by Formulae 11-1 to 11-41, and —Si(Q 1 )(Q 2 )(Q 3 ), Z 1 to Z 4 are each independently selected from deuterium, —CD 3 , —CD 2 H, —CDH 2 , —CD 2 (CD 3 ), —CD(CD 3 ) 2 , —C(CD 3 ) 3 , —CD 2 -C(CD 3 ) 3 , —CD 2 -CD(CD 3 ) 2 , —CD 2 -CD 2 (CD 3 ), —CD(CD 3 )—C(CD 3 ) 3 , —CD(CD 3 )-CD(CD 3 ) 2 , —CD(CD 3 )-CD 2 (CD 3 ), —C(CD 3 ) 2 -C(CD 3 ) 3 , —C(CD 3 ) 2 -CD(CD 3 ) 2 , —C(CD 3 ) 2 -CD 2 (CD 3 ), and a group represented by one of Formulae 9-14 to 9-19, 10-11, 10-12, and 11-1 to 11-41: wherein, in Formulae 9-1 to 9-19, 10-1 to 10-232, and 11-1 to 11-41, * indicates a binding site to a neighboring atom, Ph is a phenyl group, and TMS is a trimethylsilyl group.
- 6 . The organometallic compound of claim 1 , wherein the deuterium-containing group is selected from —CD 3 , —CD 2 (CD 3 ), —CD(CD 3 ) 2 , —C(CD 3 ) 3 , —CD 2 -C(CD 3 ) 3 , —CD 2 -CD(CD 3 ) 2 , —CD 2 -CD 2 (CD 3 ), —CD(CD 3 )—C(CD 3 ) 3 , —CD(CD 3 )-CD(CD 3 ) 2 , —CD(CD 3 )-CD 2 (CD 3 ), —C(CD 3 ) 2 -C(CD 3 ) 3 , —C(CD 3 ) 2 -CD(CD 3 ) 2 , —C(CD 3 ) 2 -CD 2 (CD 3 ), and a group represented by one of Formulae 11-1 to 11-41:
- 7 . The organometallic compound of claim 1 , wherein satisfying at least one of <Condition A> to <Condition D>: <Condition A> n1 may be 1,2,3 or 4, <Condition B> R 7 may be deuterium or a deuterium-containing group, <Condition C> n3 may be 1, 2 or 3, <Condition D> n4 may be 1, 2, 3 or 4.
- 8 . The organometallic compound of claim 1 , wherein a moiety represented by in Formula 1A is a group represented by one of Formulae CY1-1, CY1-9, CY1-11 to CY1-13, CY1-15 to CY1-17 and CY1-19 to CY1-26: wherein, in Formula CY1-1, CY1-9, CY1-11 to CY1-13, CY1-15 to CY1-17 and CY1-19 to CY1-26, Y 1 , R 1 , Z 1 , and n1 are the same as described in claim 1 , and n1 is an integer from 0 to 7, X 19 is C(R 19a )(R 19b ), N[(L 19 ) b19 -(R 19 ) c19 ], O, S, or Si(R 19a )(R 19b )), L 19 is the same as described in connection with L 1 in claim 1 , b19 and c19 are the same as described in connection with b1 and c1 in claim 1 , R 11 to R 19 , R 19a , and R 19b are the same as described in connection with R 1 in claim 1 , a12 is an integer from 0 to 2, a14 is an integer from 0 to 4, a15 is an integer from 0 to 5, a16 is an integer from 0 to 6, *′ indicates a binding site to X 1 in Formula 1A, and * indicates a binding site to a neighboring atom in Formula 1A.
- 9 . The organometallic compound of claim 1 , wherein a moiety represented by in Formula 1A is a group represented by one of Formulae CY3-1, CY3-5, CY3-7 and CY3-9 to CY3-12: wherein, in Formulae CY3-1, CY3-5, CY3-7 and CY3-9 to CY3-12, X 3 , R 3 , Z 3 , and n3 are the same as described in connection with claim 1 , and n3 is an integer from 0 to 5, X 39 is C(R 39a )(R 39b ), N[(L 39 ) b39 -(R 39 ) c39 ], O, S, or Si(R 39a )(R 39b ), L 39 is the same as explained in connection with L 3 in claim 1 b39 and c39 are the same as described in connection with b3 and c3 in claim 1 , respectively, R 39a and R 39b are the same as described in connection with R 3 in claim 1 , a33 is an integer from 0 to 3, a35 is an integer from 0 to 5, * indicates a binding site to a neighboring atom in Formula 1A, *′ indicates a binding site to M in Formula 1, and *″ indicates a binding site to a neighboring atom in Formula 1A.
- 10 . The organometallic compound of claim 1 , wherein a moiety represented by in Formula 1 is a group represented by one of Formulae CY4-1, CY4-9, CY4-11 to CY4-13, CY4-15 to CY4-17 and CY4-19 to CY4-26: wherein, in Formulae CY4-1, CY4-9, CY4-11 to CY4-13, CY4-15 to CY4-17 and CY4-19 to CY4-26, X 4 , R 4 , Z 4 , and n4 are the same as described in connection with claim 1 , and n4 is an integer from 0 to 6, X 49 is C(R 49a )(R 49b ), N[(L 49 ) b49 -(R 49 ) c49 ], O, S, or Si(R 49a )(R 49b ), L 49 is the same as described in connection with L 4 in claim 1 , b49 and c49 are the same as described in connection with b4 and c4 in claim 1 , respectively, R 41 to R 49 , R 49a , and R 49b are the same as described in connection with R 4 in claim 1 , respectively, a42 is an integer from 0 to 2, a44 is an integer from 0 to 4, a46 is an integer from 0 to 6, * indicates a binding site to a neighboring atom in Formula 1A, and *′ indicates a binding site to M in Formula 1A.
- 11 . The organometallic compound of claim 1 , wherein a moiety represented by is a group represented by one of Formulae CY1(1) to CY1(16) and CY1-d(1) to CY1-d(18): wherein, in Formulae CY1(1) to CY1(16) and CY1-d(1) to CY1-d(18), Y 1 , R 1 and Z 1 are the same as described in connection with claim 1 , X 19 is C(R 19a )(R 19b ), N[(L 19 ) b19 -(R 19 ) c19 ], O, S, or Si(R 19a )(R 19b ), L 19 , b19, R 19 , and c19 are the same as described in connection with L 1 , b1, R 1 , and c1, respectively, R 1a to R 1d , R 19a , and R 19b are the same as described in connection with R 1 , provided that, each of R 1 and R 1a to R 1d is not hydrogen, Z 1a to Z 1d are the same as described in connection with Z 1 , *′ indicates a binding site to X 1 in Formula 1A, and * indicates a binding site to a neighboring atom in Formula TA.
- 12 . The organometallic compound of claim 1 , wherein a moiety represented by is a group represented by one of Formulae CY2(1) to CY2(4) and CY2-d(1) to CY2-d(4): wherein, in Formulae CY2(1) to CY2(4) and CY2-d(1) to CY2-d(3), X 2 , X 51 , R 2 and Z 2 are the same as described in connection with claim 1 , provided that, R 2 is not hydrogen, *′ indicates a binding site to M in Formula 1A, * indicates a binding site to a neighboring atom in Formula 1A, and *″ indicates a binding site to a neighboring atom in Formula 1A.
- 13 . The organometallic compound of claim 1 , wherein a moiety represented by is a group represented by one of Formulae CY3(1) to CY3(12) and CY3-d(1) to CY3-d(13): wherein, in Formulae CY3(1) to CY3(12) and CY3-d(1) to CY3-d(13), X 3 , R 3 and Z 4 are the same as described in connection with claim 1 , X 39 is C(R 39a )(R 39b ), N[(L 39 ) b39 -(R 39 ) c39 ], O, S, or Si(R 39a )(R 39b ), L 39 , b39, R 39 , and c39 are the same as described in connection with L 3 , b3, R 3 , and c3, respectively, R 3a to R 3c , R 39a , and R 39b are the same as described in connection with R 3 , provided that, each of R 3 and R 3a to R 3e is not hydrogen, Z 3a to Z 3e are the same as described in connection with Z 3 , *′ indicates a binding site to M in Formula 1A, *″ indicates a binding site to a neighboring atom in Formula 1A, and *indicates a binding site to a neighboring atom in Formula 1A.
- 14 . The organometallic compound of claim 1 , wherein a moiety represented by is a group represented by one of Formulae CY4(1) to CY4(10) and CY4-d(1) to CY4-d(18): wherein, in Formulae CY4(1) to CY4(10), and CY4-d(1) to CY4-d(18), X 4 , R 4 and Z 4 are the same as described in connection with claim 1 , R 4a to R 4d are the same as described in connection with R 4 , provided that, each of R 4 and R 4a to R 4a is not hydrogen, Z 4a to Z 4a are the same as described in connection with Z 4 , *′ indicates a binding site to M in Formula 1A, and * indicates a binding site to a neighboring atom in Formula 1A.
- 15 . 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 .
- 16 . The organic light-emitting device of claim 15 , wherein the first electrode is an anode, the second electrode is a cathode, the organic layer further includes a hole transport region disposed between the first electrode and the emission layer and an electron transport region disposed between the emission layer and the second electrode, the hole transport region includes a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer or any combination thereof, and the electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.
- 17 . The organic light-emitting device of claim 15 , wherein the organometallic compound is included in the emission layer.
- 18 . The organic light-emitting device of claim 17 , wherein the emission layer further includes a host and the amount of the host is greater than the amount of the organometallic compound.
Description
CROSS-REFERENCE TO RELATED APPLICATION This application is a continuation of U.S. patent application Ser. No. 17/690,274, filed Mar. 9, 2022, which is a continuation of U.S. patent application Ser. No. 16/240,203, filed Jan. 4, 2019, which claims priority to Korean Patent Applications No. 10-2018-0001851, filed on Jan. 5, 2018, and No. 10-2019-0000390, filed on Jan. 2, 2019, in the Korean Intellectual Property Office, and all the benefits accruing therefrom under 35 U.S.C. § 119, the contents of which are incorporated herein in their entirety by reference. BACKGROUND 1. Field The present disclosure relates to an organometallic compound, an organic light-emitting device including the same, and a diagnostic composition including the organometallic compound. 2. Description of the Related Art Organic light-emitting devices (OLEDs) are self-emission devices, which have improved characteristics in terms of a viewing angle, a response time, brightness, a driving voltage, and a response speed, and which produce full-color images. In an example, an 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 emission layer. A hole transport region may be disposed between the anode and the emission layer, and an electron transport region may be disposed between the emission layer and the cathode. Holes provided from the anode may move toward the emission layer through the hole transport region, and electrons provided from the cathode may move toward the emission layer through the electron transport region. The holes and the electrons recombine in the emission layer to produce excitons. These excitons transition from an excited state to a ground state, thereby generating light. Meanwhile, luminescent compounds, for example, phosphorescent compounds, may be used for monitoring, sensing, and detecting biological materials such as various cells and proteins. Various types of organic light emitting devices are known. However, there still remains a need in OLEDs having low driving voltage, high efficiency, high brightness, and long lifespan. SUMMARY Provided are an organometallic compound, an organic light-emitting device including the organometallic compound, and a diagnostic composition including the organometallic compound. Additional aspects will be set forth in part in the description which follows and, in part, will be apparent from the description, or may be learned by practice of the presented embodiments. According to an aspect of an embodiment, an organometallic compound is represented by Formula 1: In Formula 1, 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),X1 may be a chemical bond, O, S, N(R′), P(R′), B(R′), C(R′)(R″) or Si(R′)(R″), and when X1 is a chemical bond, Y1 may be directly bonded to M,X2 to X4 may each independently be N or C, two selected from X2 to X4 may each be N, and the other may be C,a bond between X1 or Y and M may be a covalent bond, one bond selected from a bond between X2 and M, a bond between X3 and M, and a bond between X4 and M may be a covalent bond, and the remaining two bonds may be coordinate bonds,Y1 and Y3 to Y5 may each independently be C or N,among pairs of X2 and Y3, X2 and Y4, Y4 and Y5, X51 and Y3, and X51 and Y5, the components in each pair may be linked via a chemical bond,ring CY1 to ring CY5 may each independently be selected from a C5-C30 carbocyclic group and a C1-C30 heterocyclic group, and each of ring CY1, ring CY3, and ring CY4 may not be a benzimidazole group,a cyclometalated ring formed by ring CY5, ring CY2, ring CY3, and M may be a 6-membered ring,X51 may be selected from O, S, N-[(L7)b7-(R7)c7], C(R7)(R8), Si(R7)(R8), Ge(R7)(R8), C(═O), N, C(R7), Si(R7), and Ge(R7),R7 and R8 may optionally be linked via a single bond, a double bond, or a first linking group to form a C5-C30 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C30 heterocyclic group unsubstituted or substituted with at least one R10a,T1 and T2 may each independently be a single bond, a double bond, *—N(R9)—*, *—B(R9)—*′, *—P(R9)—*′, *—C(R9)(R10)—*′, *—Si(R9)(R10)—*′, *—Ge(R9)(R10)—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)2—*′, *—C(R9)═*′, *═C(R9)—*′, *—C(R9)═C(R10)—*′, *—C(═S)—*′, or *—C≡C—*′,L1 to L4 and L7 may each independently be selected from a single bond, a substituted or unsubstituted C5-C30 carbocyclic group, and a substituted or unsubstituted C1-C30 heterocyclic group,b1 to b4 and b7 may each independently be an integer from 1 to 5,R1 to R4, R7 to R10, R′, and R″ may each independently be selected from hydrogen, deuterium, a deuterium-containing group, —F, —Cl, —Br, —I, —SF5, a hydroxyl group, a cyano group,