Light-emitting device including organometallic compound, electronic apparatus including the light-emitting device, and the organometallic compound

1 . A light-emitting device comprising:

a first electrode;

a second electrode facing the first electrode; and

an interlayer between the first electrode and the second electrode and comprising an emission layer,

wherein the emission layer comprises an organometallic compound represented by Formula 1:

wherein, in Formula 1,

M 1 is platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), or osmium (Os),

rings CY 11 , CY 12 , CY 2 , CY 3 , and CY 4 are each independently a C 5 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,

ring CY 11 is non-aromatic,

ring CY 12 is aromatic,

Y 1 , Y 2 , Y 3 , Y 4 , X 11 , and X 12 are each independently selected from among a carbon atom (C) and a nitrogen atom (N),

Y 1 and X 12 are directly linked to each other via a chemical bond,

X 11 and X 12 are directly linked to each other via a chemical bond,

X 12 is a bridgehead atom,

B 1 to B 4 are each independently a single bond, an oxygen atom (O), a sulfur atom (S), N(R 11a ), or C(R 11a )(R 12a ),

Z 1 is a single bond, an oxygen atom (O), a sulfur atom (S), B(R 13 ), N(R 13 ), P(R 13 ), C(R 13 )(R 14 ), Si(R 13 )(R 14 ), or P(R 13 )(R 14 ),

R 13 and R 14 are optionally linked to each other to form a C 5 -C 60 carbocyclic group that is unsubstituted or substituted with R 10a or a C 1 -C 60 heterocyclic group that is unsubstituted or substituted with R 10a ,

L 1 and L 2 are each independently *—O—*′, *—S—*′, *—C(R 15 )(R 16 )—*′, *—C(R 15 )═*′, *═C(R 15 )—*′, *—C(R 15 )═C(R 16 )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—B(R 15 )—*′, *—N(R 15 )—*′, *—P(R 15 )—*′, *—Si(R 15 )(R 16 )—*′, *—P(R 15 )(R 16 )—*′, or *—Ge(R 15 )(R 16 )—*′,

a1 and a2 are each independently an integer from 0 to 3,

when a1 is 0, a group represented by *-(L 1 ) a1 -*′ is a single bond,

when a2 is 0, a group represented by *-(L 2 ) a2 -*′ is a single bond,

R 11 , R 12 , R 2 , R 3 , R 4 , R 11a , R 12a , R 13 , R 14 , R 15 , R 16 , and R 10a are each independently:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group;

a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, or a C 1 -C 60 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, —Si(Q 11 )(Q 12 )(Q 13 ), —N(Q 11 )(Q 12 ), —B(Q 11 )(Q 12 ), —C(═O)(Q 11 ), —S(═O) 2 (Q 11 ), —P(═O)(Q 11 )(Q 12 ), or any combination thereof;

a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, or a C 6 -C 60 arylthio group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro 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, a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, —Si(Q 21 )(Q 22 )(Q 23 ), —N(Q 21 )(Q 22 ), —B(Q 21 )(Q 22 ), —C(═O)(Q 21 ), —S(═O) 2 (Q 21 ), —P(═O)(Q 21 )(Q 22 ), or any combination thereof; or

—Si(Q 31 )(Q 32 )(Q 33 ), —N(Q 31 )(Q 32 ), —B(Q 31 )(Q 32 ), —C(═O)(Q 31 ), —S(═O) 2 (Q 31 ), or —P(═O)(Q 31 )(Q 32 ),

Q 11 to Q 13 , Q 21 to Q 23 , and Q 31 to Q 33 are each independently: hydrogen; deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro 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 3 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof,

b11, b12, b2, b3, and b4 are each independently an integer from 0 to 8, and

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

2 . The light-emitting device of claim 1 , wherein the emission layer further comprises a second compound, a third compound, a fourth compound, or any combination thereof,

the second compound comprises at least one π electron-rich C 3 -C 60 cyclic group,

the third compound comprises at least one π electron-deficient nitrogen-containing C 1 -C 60 cyclic group,

the fourth compound emits delayed fluorescence, and

the second compound, the third compound, and the fourth compound are different from one another.

3 . The light-emitting device of claim 2 , wherein the second compound and the third compound are to form an exciplex.

4 . The light-emitting device of claim 1 , wherein the percentage of the metal-to-ligand charge-transfer triplet state ( 3 MLCT) of the organometallic compound is greater than or equal to 15%.

5 . The light-emitting device of claim 1 , wherein the emission layer is configured to emit blue light.

6 . The light-emitting device of claim 1 , wherein the first electrode is an anode,

the second electrode is a cathode,

the interlayer further comprises a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode,

the hole transport region comprises a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or any combination thereof, and

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

7 . An electronic apparatus comprising the light-emitting device according to claim 1 .

8 . The electronic apparatus of claim 7 , further comprising a thin-film transistor,

wherein the thin-film transistor comprises a source electrode and a drain electrode, and

the first electrode of the light-emitting device is electrically connected to the source electrode or the drain electrode of the thin-film transistor.

9 . The electronic apparatus of claim 7 , further comprising a color filter, a quantum dot color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof.

10 . An organometallic compound represented by Formula 1:

wherein, in Formula 1,

M 1 is platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), or osmium (Os),

rings CY 11 , CY 12 , CY 2 , CY 3 , and CY 4 are each independently a C 5 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,

ring CY 11 is non-aromatic,

ring CY 12 is aromatic,

Y 1 , Y 2 , Y 3 , Y 4 , X 11 , and X 12 are each independently selected from among a carbon atom (C) and a nitrogen atom (N),

Y 1 and X 12 are directly linked to each other via a chemical bond,

X 11 and X 12 are directly linked to each other via a chemical bond,

X 12 is a bridgehead atom,

B 1 to B 4 are each independently a single bond, an oxygen atom (O), a sulfur atom (S), N(R 11a ), or C(R 11a )(R 12a ),

Z 1 is a single bond, an oxygen atom (O), a sulfur atom (S), B(R 13 ), N(R 13 ), P(R 13 ), C(R 13 )(R 14 ), Si(R 13 )(R 14 ), or P(R 13 )(R 14 ),

R 13 and R 14 are optionally linked to each other to form a C 5 -C 60 carbocyclic group that is unsubstituted or substituted with R 10a or a C 1 -C 60 heterocyclic group that is unsubstituted or substituted with R 10a ,

L 1 and L 2 are each independently *—O—*′, *—S—*′, *—C(R 15 )(R 16 )—*′, *—C(R 15 )═*′, *═C(R 15 )—*′, *—C(R 15 )═C(R 16 )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—B(R 15 )—*′, *—N(R 15 )—*′, P(R 15 )—*′, *—Si(R 15 )(R 16 )—*′, *—P(R 15 )(R 16 )—*′, or *—Ge(R 15 )(R 16 )—*′,

a1 and a2 are each independently an integer from 0 to 3,

when a1 is 0, a group represented by *-(L 1 ) a1 -*′ is a single bond,

when a2 is 0, a group represented by *-(L 2 ) a2 -*′ is a single bond,

R 11 , R 12 , R 2 , R 3 , R 4 , R 11a , R 12a , R 13 , R 14 , R 15 , R 16 , and R 10a are each independently:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group;

a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, or a C 1 -C 60 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, —Si(Q 11 )(Q 12 )(Q 13 ), —N(Q 11 )(Q 12 ), —B(Q 11 )(Q 12 ), —C(═O)(Q 11 ), —S(═O) 2 (Q 11 ), —P(═O)(Q 11 )(Q 12 ), or any combination thereof;

a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, or a C 6 -C 60 arylthio group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro 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, a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, —Si(Q 21 )(Q 22 )(Q 23 ), —N(Q 21 )(Q 22 ), —B(Q 21 )(Q 22 ), —C(═O)(Q 21 ), —S(═O) 2 (Q 21 ), —P(═O)(Q 21 )(Q 22 ), or any combination thereof; or

—Si(Q 31 )(Q 32 )(Q 33 ), —N(Q 31 )(Q 32 ), —B(Q 31 )(Q 32 ), —C(═O)(Q 31 ), —S(═O) 2 (Q 31 ), or —P(═O)(Q 31 )(Q 32 ),

Q 11 to Q 13 , Q 21 to Q 23 , and Q 31 to Q 33 are each independently: hydrogen; deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro 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 3 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof,

b11, b12, b2, b3, and b4 are each independently an integer from 0 to 8, and

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

11 . The organometallic compound of claim 10 , wherein ring CY 3 and ring CY 4 are the same group.

12 . The organometallic compound of claim 10 , wherein rings CY 3 and CY 4 are each independently a benzene group, a pyridine group, a pyridazine group, a pyrimidine group, a pyrazine group, a triazine group, a cyclopentadiene group, a pyrrole group, a pyrazole group, an imidazole group, or a triazole group.

13 . The organometallic compound of claim 10 , wherein ring CY 11 is a cyclopentane group, a cyclopentene group, a cyclopentadiene group, a cyclohexane group, a cyclohexene group, a cyclohexadiene group, a cycloheptane group, a cycloheptene group, a cycloheptadiene group, a cycloheptatriene group, an azepane group, a pyrrolidine group, an imidazolidine group, a dihydropyrrole group, a dihydroimidazole group, a piperidine group, a tetrahydropyridine group, a dihydropyridine group, a hexahydropyrimidine group, a dihydropyrimidine group, a piperazine group, a tetrahydropyrazine group, a dihydropyrazine group, a tetrahydroazepine group, or a dihydroazepine group, and

ring CY 12 is a benzene group, a pyrrole group, a pyridine group, a pyridazine group, a pyrimidine group, a pyrazine group, an azepine group, a diazepine group, an oxepine group, a dioxazepine group, a thiepine group, or a thiazepine group.

14 . The organometallic compound of claim 10 , wherein, in Formula 1, a moiety represented by

is a group represented by Formula 1-1:

wherein, in Formula 1-1,

rings CY 21 and CY 22 are each independently a C 5 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,

ring CY 21 is non-aromatic,

ring CY 22 is aromatic,

X 21 and X 22 are each independently selected from among a carbon atom (C) and a nitrogen atom (N),

Y 2 and X 22 are directly linked to each other via a chemical bond,

X 21 and X 22 are directly linked to each other via a chemical bond,

X 22 is a bridgehead atom,

* indicates a binding site to L 2 ,

*′ indicates a binding site to Z 1 ,

R 21 and R 22 are respectively the same as described in connection with R 2 in claim 10 , and

b21 and b22 are respectively the same as described in connection with b2 in claim 10 .

15 . The organometallic compound of claim 14 , wherein ring CY 11 and ring CY 21 are the same group.

16 . The organometallic compound of claim 14 , wherein ring CY 12 and ring CY 22 are the same group.

17 . The organometallic compound of claim 14 , wherein ring CY 21 is a cyclopentane group, a cyclopentene group, a cyclopentadiene group, a cyclohexane group, a cyclohexene group, a cyclohexadiene group, a cycloheptane group, a cycloheptene group, a cycloheptadiene group, a cycloheptatriene group, an azepane group, a pyrrolidine group, an imidazolidine group, a dihydropyrrole group, a dihydroimidazole group, a piperidine group, a tetrahydropyridine group, a dihydropyridine group, a hexahydropyrimidine group, a dihydropyrimidine group, a piperazine group, a tetrahydropyrazine group, a dihydropyrazine group, a tetrahydroazepine group, or a dihydroazepine group, and

ring CY 22 is a benzene group, a pyrrole group, a pyridine group, a pyridazine group, a pyrimidine group, a pyrazine group, an azepine group, a diazepine group, an oxepine group, a dioxazepine group, a thiepine group, or a thiazepine group.

18 . The organometallic compound of claim 14 , wherein a moiety represented by

in Formula 1 or a moiety represented by

in Formula 1-1 are each independently one of the groups represented by Formulae 1-1-1 to 1-1-12:

wherein, in Formulae 1-1-1 to 1-1-12,

X 5 is X 11 or X 21 ,

when X 5 is X 11 , Y 5 is Y 1 , and

when X 5 is X 21 , Y 5 is Y 2 .

19 . The organometallic compound of claim 10 , wherein two of Y 1 to Y 4 are each a nitrogen atom (N) and satisfy one of conditions of 1) to 4):

1) Y 1 and Y 2 are each a nitrogen atom (N)

2) Y 3 and Y 4 are each a nitrogen atom (N)

3) Y 1 and Y 3 are each a nitrogen atom (N)

4) Y 2 and Y 4 are each a nitrogen atom (N).

20 . The organometallic compound of claim 10 , wherein the organometallic compound is represented by one of Formulae BD1 to BD105: