Organometallic compound and organic light-emitting device including the same

1. An organometallic compound represented by Formula 1:

wherein, in Formula 1,

M is selected from a Period 4 transition metal, a Period 5 transition metal, and a Period 6 transition metal, EU, Tb, and Tm;

R 11 to R 17 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a cyano group, 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 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and —Si(Q 1 )(Q 2 )(Q 3 ); two adjacent groups selected from R 11 to R 16 are optionally linked to each other to form a saturated or unsaturated ring;

R 17 is selected from a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group;

Q 1 to Q 3 are each independently selected from a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 6 -C 60 aryl group, and a substituted or unsubstituted C 1 -C 60 heteroaryl group;

n is selected from 1, 2, and 3;

L 11 is selected from a monodentate ligand and a bidentate ligand; and

m is selected from 0, 1, 2, 3, and 4.

2. The organometallic compound of claim 1 , wherein

M is selected from Ir, Pt, Os, Ru, Rh, Pd, Cu, Ag, Au, Ti, Zr, Hf, Eu, Tb, and Tm.

3. The organometallic compound of claim 1 , wherein

M is selected from Ir and Pt.

4. The organometallic compound of claim 1 , wherein

M is Ir.

5. The organometallic compound of claim 1 , wherein

R 11 to R 17 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a substituted or unsubstituted C 1 -C 60 alkyl 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 6 -C 60 aryl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and —Si(Q 1 )(Q 2 )(Q 3 );

two adjacent groups selected from of R 11 to R 16 are optionally linked to each other to form a saturated or unsaturated ring;

R 17 is selected from a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group; and

Q 1 to Q 3 are each independently selected from a substituted or unsubstituted C 1 -C 60 alkyl group and a substituted or unsubstituted C 6 -C 60 aryl group.

6. The organometallic compound of claim 1 , wherein

R 11 to R 17 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a C 3 -C 10 cycloalkyl group, and a C 1 -C 10 heterocycloalkyl group,

a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a C 3 -C 10 cycloalkyl group, and a C 1 -C 10 heterocycloalkyl group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, and —I;

a phenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a dibenzofuranyl group, and a dibenzothiophenyl group;

a phenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a naphthyl group, and —Si(Q 11 )(Q 12 )(Q 13 ); and

a phenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one selected from a C 1 -C 20 alkyl group, a phenyl group, and a naphthyl group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, and —I;

two adjacent groups selected from R 11 to R 16 are optionally linked to each other to form a saturated or unsaturated ring;

R 17 is selected from a phenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a dibenzofuranyl group, and a dibenzothiophenyl group;

a phenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, and a naphthyl group; and

a phenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrdinyl group, a pyrazinyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one selected from a C 1 -C 20 alkyl group, a phenyl group, and a naphthyl group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, and —I; and

Q 11 to Q 13 are each independently selected from a methyl group, an ethyl group, and a phenyl group.

7. The organometallic compound of claim 1 , wherein

R 11 to R 17 are each independently selected from hydrogen, deuterium, —F, a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an iso-butyl group, a tert-butyl group, an n-pentyl group, a methoxy group, an ethoxy group, a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group;

a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an iso-butyl group, a tert-butyl group, an n-pentyl group, a methoxy group, an ethoxy group, a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group, each substituted with at least one selected from deuterium and —F;

a phenyl group, a naphthyl group, and a dibenzofuranyl group;

a phenyl group, a naphthyl group, and a dibenzofuranyl group, each substituted with at least one selected from deuterium, —F, a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an iso-butyl group, a tert-butyl group, an n-pentyl group, a phenyl group, a naphthyl group, and —Si(CH 3 ) 3 ; and

a phenyl group, a naphthyl group, and a dibenzofuranyl group, each substituted with at least one selected from a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an iso-butyl group, a tert-butyl group, an n-pentyl group, a phenyl group, and a naphthyl group, each substituted with at least one selected from deuterium and —F;

two adjacent groups selected from R 11 to R 16 are optionally linked to each other to form a saturated or unsaturated ring;

R 17 is selected from a phenyl group, a naphthyl group, and a dibenzofuranyl group;

a phenyl group, a naphthyl group, and a dibenzofuranyl group, each substituted with at least one selected from deuterium, —F, a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an iso-butyl group, a tert-butyl group, an n-pentyl group, a phenyl group, and a naphthyl group; and

a phenyl group, a naphthyl group, and a dibenzofuranyl group, each substituted with at least one selected from a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an iso-butyl group, a tert-butyl group, an n-pentyl group, a phenyl group, and a naphthyl group, each substituted with at least one selected from deuterium and —F.

8. The organometallic compound of claim 1 , wherein

R 11 to R 17 are each independently selected from hydrogen, deuterium, —F, a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an iso-butyl group, a tert-butyl group, a cyclopentyl group, a cyclohexyl group, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , and a group represented by one of Formulae 5-1 to 5-19;

two adjacent groups selected from R 11 to R 16 are optionally linked to each other to form a saturated or unsaturated ring; and

R 17 is selected from groups represented by Formulae 5-1 to 5-19:

wherein, in Formulae 5-1 to 5-19,

* indicates a binding site to an adjacent atom; and

Ph indicates a phenyl group.

9. The organometallic compound of claim 1 , wherein

R 11 to R 17 are each independently selected from hydrogen, deuterium, —F, a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an iso-butyl group, a tert-butyl group, a cyclopentyl group, a cyclohexyl group, —CD 3 , —CF 3 , and a group represented by one of Formulae 5-1 to 5-19;

two adjacent groups selected from R 11 to R 16 are optionally linked to each other to form a saturated or unsaturated ring; and

R 17 is selected from groups represented by Formulae 5-1 to 5-19:

wherein, in Formulae 5-1 to 5-19,

* indicates a binding site to an adjacent atom; and

Ph indicates a phenyl group.

10. The organometallic compound of claim 1 , wherein

n is selected from 2 and 3.

11. The organometallic compound of claim 1 , wherein

L 11 is a ligand represented by one of Formulae 3-1 and 3-2:

wherein, in Formulae 3-1 and 3-2,

A 31 and A 32 are each independently selected from a C 6 -C 20 carbocyclic group and a C 1 -C 20 heterocyclic group;

X 31 to X34 are each independently selected from C and N;

R 31 to R 38 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, 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 60 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 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —C(═O)(Q 31 ), —N(Q 31 )(Q 32 ), and —Si(Q 31 )(Q 32 )(Q 33 ); R 32 and R 33 are optionally linked to each other to form a saturated or unsaturated ring; R 35 and R 36 are optionally linked to each other to form a saturated or unsaturated ring;

b34 and b38 are each independently selected from 1, 2, 3, 4, 5, and 6; and

* and *′ each indicate a binding site to M in Formula 1.

12. The organometallic compound of claim 1 , wherein

m is selected from 0 and 1.

13. The organometallic compound of claim 1 , wherein

the organometallic compound represented by Formula 1 is represented by groups represented by Formulae 1-1 to 1-4:

wherein, in Formulae 1-1 to 1-4,

A 11 to A 13 are each independently selected from substituted or unsubstituted C 6 -C 20 carbocyclic groups; and

M, R 11 to R 17 , n, L 11 , and m are the same as described in connection with Formula 1.

14. The organometallic compound of claim 13 , wherein

A 11 to A 13 are each independently selected from a cyclopentene, a cyclohexene, and a benzene.

15. The organometallic compound of claim 1 , wherein

the organometallic compound represented by Formula 1 is selected from groups represented by Formulae 1-21 to 1-24:

wherein, in Formulae 1-21 to 1-24,

M, R 12 , R 15 , R 17 , n, L 11 , and m are the same as described in connection with Formula 1.

16. The organometallic compound of claim 15 , wherein

R 12 and R 15 are each independently selected from hydrogen, deuterium, —F, a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an iso-butyl group, a tert-butyl group, a cyclopentyl group, a cyclohexyl group, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , and a group represented by one of Formulae 5-1 to 5-19; and

R 17 is selected from groups represented by Formulae 5-1 to 5-19:

wherein, in Formulae 5-1 to 5-19,

* indicates a binding site to an adjacent atom; and

Ph indicates a phenyl group.

17. The organometallic compound of claim 1 , wherein

the organometallic compound represented by Formula 1 is selected from Compounds BD01 to BD12:

18. 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 Formula 1 of claim 1 .

19. The organic light-emitting device of claim 18 , wherein

the emission layer comprises the at least one organometallic compound of Formula 1.