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 1 transition metal, a Period 2 transition metal, and a Period 3 transition metal;

A 1 ring and A 2 ring are each independently selected from a benzene, a pyridine and a pyrimidine;

A 3 ring and A 4 ring are each independently selected from a benzene, a pyridine, an isoquinoline, a pyrazole, a dibenzofuran and a tetrahydroindazole;

provided that each of A 3 ring and A 4 ring is not simultaneously a benzene;

X 1 to X 4 are each independently selected from C and N;

B 1 to B 4 are a single bond;

Y 1 and Y 3 are a single bond;

Y 2 is selected from a phenylene group; and

a phenylene group substituted with at least one selected from a deuterium, a methyl group, a tert-butyl group, and a phenyl group;

L 1 is selected from a monodentate ligand and a bidentate ligand;

a1 is selected from 0, 1, and 2;

R 1 to R 4 are each independently selected from a hydrogen, a 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 or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid 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 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted 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 hetero-condensed polycyclic group, —C(═O)(Q 1 ), —Si(Q 1 )(Q 2 )(Q 3 ), and —N(Q 1 )(Q 2 ); wherein R 1 and R 4 or R 2 and R 3 are optionally linked to form a saturated or unsaturated ring;

Q 1 to Q 3 are each independently selected from a C 1 -C 60 alkyl group and a C 6 -C 60 aryl group;

b1 to b4 are each independently selected from 1, 2, 3, and 4; and

at least one substituent of the substituted C 6 -C 60 arylene group, substituted C 1 -C 60 heteroarylene group, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic hetero-condensed polycyclic group, the substituted C 1 -C 60 alkyl group, substituted C 2 -C 60 alkenyl group, substituted C 2 -C 60 alkynyl group, substituted C 1 -C 60 alkoxy group, substituted C 3 -C 10 cycloalkyl group, substituted C 1 -C 10 heterocycloalkyl group, substituted C 3 -C 10 cycloalkenyl group, substituted C 1 -C 10 heterocycloalkenyl group, substituted C 6 -C 60 aryl group, substituted C 6 -C 60 aryloxy group, substituted C 6 -C 60 arylthio group, substituted C 1 -C 60 heteroaryl group, substituted monovalent non-aromatic condensed polycyclic group, and substituted monovalent non-aromatic hetero-condensed polycyclic group is selected from

a 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 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 a 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, and a phosphoric acid group or a salt thereof; and

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 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic hetero-condensed polycyclic group.

2. The organometallic compound of claim 1 , wherein M is a Period 3 transition metal.

3. The organometallic compound of claim 1 , wherein Y 2 is selected from Formulae 3-1 to 3-3:

wherein in Formulae 3-1 to 3-3,

each of * and *′ indicates a binding site to a neighboring atom.

4. The organometallic compound of claim 1 , wherein L 1 is a monodentate ligand, and a1 is 2.

5. The organometallic compound of claim 1 , wherein R 1 to R 4 are each independently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, 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, —CF 3 , a methoxy group, an ethoxy group, a tert-butoxy group, a phenyl group, —C(═O)(Q 1 ), —Si(Q 1 )(Q 2 )(Q 3 ), and —N(Q 1 )(Q 2 ); and

a phenyl group substituted with a methyl group; wherein R 1 and R 4 or R 2 and R 3 are optionally linked to form a saturated or unsaturated ring; and

Q 1 to Q 3 are each independently selected from 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, and a phenyl group.

6. The organometallic compound of claim 1 , wherein R 1 to R 4 are each independently selected from a hydrogen, a deuterium, —F, a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an iso-butyl group, a sec-butyl group, a tert-butyl group, —CF 3 , a methoxy group, a tert-butoxy group, a phenyl group, —C(═O)(CH 3 ), —Si(CH 3 ) 3 , —N(CH 3 ) 2 , —N(Ph) 2 , and a group represented by Formula 4-1; wherein R 1 and R 4 or R 2 and R 3 are optionally linked to form a saturated or unsaturated ring:

wherein in Formula 4-1,

* indicates a binding site to a neighboring atom.

7. The organometallic compound of claim 1 , wherein the organometallic compound is represented by any one selected from Formulae 1-1 to 1-8:

wherein in Formulae 1-1 to 1-8,

M, A 1 to A 4 , Y 2 , L 1 , a1, R 1 to R 4 , and b1 to b4 are the same as in Formula 1.

8. The organometallic compound of claim 1 , wherein the organometallic compound is represented by any one selected from Formulae 1-1 to 1-8:

wherein in Formulae 1-1 to 1-8,

M is selected from Os, Ir, and Pt;

A 1 ring and A 2 ring are each independently selected from a benzene, a pyridine and a pyrimidine;

A 3 ring and A 4 ring are each independently selected from a benzene, a pyridine, an isoquinoline, a pyrazole, a dibenzofuran and a tetrahydroindazole;

provided that each of A 3 ring and A 4 ring is not simultaneously a benzene; and

Y 2 is selected from Formulae 3-1 to 3-3:

wherein in Formulae 3-1 to 3-3,

each of * and *′ indicates a binding site to a neighboring atom;

R 1 to R 4 are each independently selected from a hydrogen, a methyl group, an ethyl group, an iso-propyl group, an iso-butyl group, a sec-butyl group, a tert-butyl group, —CF 3 , a phenyl group, —Si(CH 3 ) 3 , and a group represented by Formula 4-1;

wherein in Formula 4-1,

* indicates a binding site to a neighboring atom; and

b1 to b4 are each independently selected from 1, 2, 3, and 4.

9. The organometallic compound of claim 1 , wherein organometallic compound is selected from Compounds 1 to 29: