Organometallic compound, organic light-emitting device including the same, and electronic apparatus including the organic light-emitting device

1 . An organometallic compound represented by Formula 1:

M(L 1 ) n1 (L 2 ) n2   Formula 1

wherein, in Formula 1,

M is a transition metal,

L 1 is a ligand represented by Formula 2-1,

L 2 is a ligand represented by Formula 2-2,

L 1 and L 2 are different from each other,

n1 is 1, or 2, wherein, when n1 is 2 or more, two or more L 1 (s) are identical to or different from each other,

n2 is 1, or 2, wherein, when n2 is 2 or more, two or more of L 2 (s) are identical to or different from each other,

the sum of n1 and n2 is 2 or 3,

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

Y 3 is N and Y 4 is C,

X 21 is O, S, Se, S(═O), N(R 29 ), C(R 29 )(R 30 ), or Si(R 29 )(R 30 ),

T 1 to T 4 are each independently C, and one of T 1 to T 4 is carbon bonded to M in Formula 1, and the remaining T 1 to T 4 which are not bonded to M is bonded to a neighboring atom,

T 5 to T 8 are each independently C,

ring CY 1 and ring CY 4 are each independently a benzene group, a naphthalene group, or a pyridine group,

ring CY 3 is a pyridine group, a quinoline group or an isoquinoline group,

Ar 1 of Formula 2-1 is a group represented by Formula AR1(1),

wherein, in Formulae 2-1, 2-2, and AR1(1),

ring A 3 and ring A 4 are each independently a benzene group,

X 1 is O, S, or C(Z 11 )(Z 12 ),

X 2 is a single bond,

R 1 to R 4 , R 29 , R 30 , Z 11 , Z 12 , Z 21 , Z 22 , Z 3 , and Z 4 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, —SF 5 , 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 1 -C 60 alkylthio 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, —N(Q 1 )(Q 2 ), —Si(Q 3 )(Q 4 )(Q 5 ), —Ge(Q 3 )(Q 4 )(Q 5 ), —B(Q 6 )(Q 7 ), —P(═O)(Q 8 )(Q 9 ), or —P(Q 8 )(Q 9 ),

Z 3 is a substituted or unsubstituted C 1 -C 60 alkyl group,

a3 is an integer from 1 to 3 and a4 is an integer from 1 to 4,

b1, b3, and b4 are each independently an integer from 0 to 20,

b2 is an integer from 0 to 6,

two or more of a plurality of R 1 (s) are optionally linked to each other to form a C 5 -C 30 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,

two or more of a plurality of R 2 (s) are optionally linked to each other to form a C 5 -C 30 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,

two or more of a plurality of R 3 (s) are optionally linked to each other to form a C 5 -C 30 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,

two or more of a plurality of R 4 (s) are optionally linked to each other to form a C 5 -C 30 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,

two or more of a plurality of Z 3 (s) are optionally linked to each other to form a C 5 -C 30 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,

two or more of a plurality of Z 4 (s) are optionally linked to each other to form a C 5 -C 30 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,

R 10a is understood by referring to the description of R 1 ,

* and *′ in Formulae 2-1 and 2-2 each indicate a binding site to M in Formula 1,

* in Formula AR1(1) indicates a binding site to an adjacent atom,

one substituent of 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 1 -C 60 alkylthio 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 6 -C 60 aryloxy group, the substituted C 6 -C 60 arylthio group, the substituted C 1 -C 60 heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group is:

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 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, a C 1 -C 60 alkoxy group, or a C 1 -C 60 alkylthio group;

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, or a C 1 -C 60 alkylthio group, each substituted with 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 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 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, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q 11 )(Q 12 ), —Si(Q 13 )(Q 14 )(Q 15 ), —Ge(Q 13 )(Q 14 )(Q 15 ), —B(Q 16 )(Q 17 ), —P(═O)(Q 18 )(Q 19 ), —P(Q 18 )(Q 19 ), or any combination 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 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, or a monovalent non-aromatic condensed heteropolycyclic group, unsubstituted or substituted with 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 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, a C 1 -C 60 alkoxy group, a C 1 -C 60 alkylthio group, 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, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q 21 )(Q 22 ), —Si(Q 23 )(Q 24 )(Q 25 ), —Ge(Q 23 )(Q 24 )(Q 25 ), —B(Q 26 )(Q 27 ), —P(═O)(Q 28 )(Q 29 ), —P(Q 28 )(Q 29 ), or any combination thereof; —N(Q 31 )(Q 32 ), —Si(Q 33 )(Q 34 )(Q 35 ), —Ge(Q 33 )(Q 34 )(Q 35 ), —B(Q 36 )(Q 37 ), —P(═O)(Q 38 )(Q 39 ), or —P(Q 38 )(Q 39 ); or

any combination thereof,

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: 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 or a salt thereof; a sulfonic acid or a salt thereof; a phosphoric acid or a salt thereof; a C 1 -C 60 alkyl group which is unsubstituted or substituted with deuterium, —F, a C 1 -C 60 alkyl group, a C 6 -C 60 aryl group, or any combination thereof; a C 2 -C 60 alkenyl group; a C 2 -C 60 alkynyl group; a C 1 -C 60 alkoxy group; a C 1 -C 60 alkylthio 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 which is unsubstituted or substituted with deuterium, —F, a C 1 -C 60 alkyl group, a C 6 -C 60 aryl group, or any combination thereof; 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; or a monovalent non-aromatic condensed heteropolycyclic group,

wherein at least one of i) or ii) is true:

i) R 2 is a substituted or unsubstituted C 1 -C 60 alkyl group or a substituted or unsubstituted C 6 -C 60 aryl group, or

ii) b2 is an integer from 2 to 6, wherein R 2 is not hydrogen, and

wherein a group represented by

 in Formula 2-2 is a group represented by Formula CY3(1):

wherein, in Formula CY3(1),

X 31 is Si or Ge, and

Q 3 to Q 5 are each independently: 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 or a salt thereof; a sulfonic acid or a salt thereof; a phosphoric acid or a salt thereof; a C 1 -C 60 alkyl group which is unsubstituted or substituted with deuterium, —F, a C 1 -C 60 alkyl group, a C 6 -C 60 aryl group, or any combination thereof; a C 2 -C 60 alkenyl group; a C 2 -C 60 alkynyl group; a C 1 -C 60 alkoxy group; a C 1 -C 60 alkylthio 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 which is unsubstituted or substituted with deuterium, —F, a C 1 -C 60 alkyl group, a C 6 -C 60 aryl group, or any combination thereof; 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; or a monovalent non-aromatic condensed heteropoly cyclic group,

R 31 , R 33 , and R 34 are each the same as described in connection with R 3 in Formula 2-2,

R 33 and R 34 are optionally linked to each other to form a C 5 -C 30 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,

* indicates a binding site to M in Formula 1, and

*″ indicates a binding site to ring CY 4 in Formula 2-2.

2 . The organometallic compound of claim 1 , wherein

Ar 1 of Formula 2-1 is a group represented by one of Formulae AR1-1 to AR1-4:

wherein, in Formulae AR1-1 to AR1-4,

ring A 4 is a benzene group,

X 1 is O, S, or Si(Z 11 )(Z 12 ),

X 2 is a single bond,

Z 11 , Z 12 , Z 21 , Z 22 , Z 3 , and Z 4 are the same as described in claim 1 ,

a33 is an integer from 1 to 3, and

a4 is an integer from 1 to 4,

two or more of a plurality of Z 3 (s) are optionally linked to each other to form a C 5 -C 30 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,

two or more of a plurality of Z 4 (s) are optionally linked to each other to form a C 5 -C 30 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,

R 10a is the same as described in connection with R 1 of claim 1 , and

* indicates a binding site to an adjacent atom.

3 . The organometallic compound of claim 1 , wherein

R 1 to R 4 , R 29 , and R 30 are each independently:

hydrogen, deuterium, —F, or a cyano group;

a C 1 -C 20 alkyl group, unsubstituted or substituted with deuterium, —F, a cyano group, a C 3 -C 10 cycloalkyl group, a deuterated C 3 -C 10 cycloalkyl group, a fluorinated C 3 -C 10 cycloalkyl group, a (C 1 -C 20 alkyl) C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a deuterated C 1 -C 10 heterocycloalkyl group, a fluorinated C 1 -C 10 heterocycloalkyl group, a (C 1 -C 20 alkyl) C 1 -C 10 heterocycloalkyl group, a phenyl group, a deuterated phenyl group, a fluorinated phenyl group, a (C 1 -C 20 alkyl) a phenyl group, a biphenyl group, a deuterated biphenyl group, a fluorinated biphenyl group, a (C 1 -C 20 alkyl) a biphenyl group, or any combination thereof;

a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a phenyl group, or a biphenyl group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C 1 -C 20 alkyl group, a deuterated C 1 -C 20 alkyl group, a fluorinated C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a deuterated C 1 -C 20 alkoxy group, a fluorinated C 1 -C 20 alkoxy group, a C 3 -C 10 cycloalkyl group, a deuterated C 3 -C 10 cycloalkyl group, a fluorinated C 3 -C 10 cycloalkyl group, a (C 1 -C 20 alkyl) C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a deuterated C 1 -C 10 heterocycloalkyl group, a fluorinated C 1 -C 10 heterocycloalkyl group, a (C 1 -C 20 alkyl) C 1 -C 10 heterocycloalkyl group, a phenyl group, a deuterated phenyl group, a fluorinated phenyl group, a (C 1 -C 20 alkyl) a phenyl group, a biphenyl group, a deuterated biphenyl group, a fluorinated biphenyl group, a (C 1 -C 20 alkyl) biphenyl group, or any combination thereof; or —Si(Q 3 )(Q 4 )(Q 5 ) or —Ge(Q 3 )(Q 4 )(Q 5 ).

4 . The organometallic compound of claim 1 , wherein

the organometallic compound comprises deuterium, —F, a group represented by —Si(Q 3 )(Q 4 )(Q 5 ), a group represented by —Ge(Q 3 )(Q 4 )(Q 5 ), or any combination thereof.

5 . The organometallic compound of claim 1 , wherein

a group represented by

 in Formula 2-1 is represented by one of Formulae CY(1) to CY(6), CY(13) and CY1(20):

wherein, in Formulae CY(1) to CY(6), CY(13) and CY(20), * indicates a binding site to M in Formula 1, and *″ indicates a binding site to a neighboring carbon atom in Formula 2-1.

6 . The organometallic compound of claim 1 , wherein

a group represented by

 in Formula 2-1 is a group represented by one of Formulae CY2-1 to CY2-6:

wherein, in Formulae CY2-1 to CY2-6, *′ indicates a binding site to M in Formula 1, and *″ indicates a binding site to a neighboring carbon atom in Formula 2-1.

7 . The organometallic compound of claim 1 , wherein

a group represented by

 in Formula 2-1 is a group represented by one of Formulae CY2-1-2 to CY 2 -1-22:

wherein, in Formulae CY 2 -1-2 to CY 2 -1-22,

R 21 to R 28 are the same as described in connection with R 2 in claim 1 , and each of R 21 to R 28 is not hydrogen,

*′ indicates a binding site to M in Formula 1, and

*″ indicates a binding site to a neighboring carbon atom in Formula 2-1.

8 . The organometallic compound of claim 1 , wherein

R 33 in Formula CY3(1) comprises two or more carbons.

9 . The organometallic compound of claim 1 , wherein

a group represented by

 in Formula 2-2 is a group represented by one of Formulae CY 4 -1 to CY 4 -16:

wherein, in Formulae CY 4 -1 to CY 4 -16,

R 41 to R 44 are the same as described in connection with R 4 in claim 1 , and each of R 41 to R 44 is not hydrogen,

*′ indicates a binding site to M in Formula 1, and

*″ indicates a binding site to ring CY 3 in Formula 2-2.

10 . An organic light-emitting device comprising:

a first electrode,

a second electrode, and

an organic layer located between the first electrode and the second electrode and comprising an emission layer, wherein

the organic layer comprises at least one of the organometallic compound of claim 1 .

11 . The organic light-emitting device of claim 10 , wherein

the first electrode is an anode,

the second electrode is a cathode,

the organic layer further comprises a hole transport region located between the first electrode and the emission layer and an electron transport region located 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, a buffer layer, or a combination thereof, and

the electron transport region comprises a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

12 . The organic light-emitting device of claim 10 , wherein

the organometallic compound is included in the emission layer.

13 . The organic light-emitting device of claim 12 , wherein

the emission layer further comprises a host and the amount of the host is greater than the amount of the organometallic compound.

14 . An electronic apparatus comprising the organic light-emitting device of claim 10 .