Organometallic compound, light-emitting device including the same, and electronic apparatus including the light-emitting device
Provided is an organometallic compound, a light-emitting device including the same, and an electronic apparatus including the light-emitting device. The organometallic compound is represented by Formula 1, which is defined in the specification:
1. A light-emitting device comprising:
a first electrode;
a second electrode facing the first electrode; and
an interlayer disposed between the first electrode and the second electrode and including an emission layer, wherein
the emission layer comprises an organometallic compound represented by Formula 1:
wherein in Formulae 1 and 2-1 to 2-3,
M is platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), or thulium (Tm),
X 1 is C,
X 2 to X 7 are each independently C or N,
C 1 to C 4 each indicate a carbon atom,
a moiety represented by
in Formula 1 is a group represented by one of Formulae 2-1 to 2-3,
CY 3 to CY 6 are each independently a C 3 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,
Y 1 is O, S, N(R 21 ), C(R 21 )(R 22 ), or Si(R 21 )(R 22 ),
Z 11 , Z 12 , and Z 21 to Z 24 are each independently C or N,
L 1 is a single bond, *—O—*′, *—S—*′, *—Se—*′, *—S(═O) 2 —*′, *—C(R 7 )(R 8 )—*′, *—C(R 7 )═*′, *═C(R 7 )—*′, *—C(R 7 )═C(R 8 )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—B(R 7 )—*′, *—N(R 7 )—*′, *—P(R 7 )—*′, *—Si(R 7 )(R 8 )—*′, *—P(═O)(R 7 )—*′, or *—Ge(R 7 )(R 8 )—*′,
L 2 is a single bond, *—O—*′, *—S—*′, *—Se—*′, *—S(═O) 2 —*′, *—C(R 9 )(R 10 )—*′, *—C(R 9 )—*′, *═C(R 9 )—*′, *—C(R 9 )═C(R 10 )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—B(R 9 )—*′, *—N(R 9 )—*′, *—P(R 9 )—*′, *—Si(R 9 )(R 10 )—*′, *—P(═O)(R 9 )—*′, or *—Ge(R 9 )(R 10 )—*′,
L 3 is a single bond, *—O—*′, *—S—*′, *—Se—*′, *—S(═O) 2 —*′, *—C(R 11 )(R 12 )—*′, *—C(R 11 )═*′, *═C(R 11 )*′, *—C(R 11 )═C(R 12 )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—B(R 11 )—*′, *—N(R 11 )—*′, *—P(R 11 )—*′, *—Si(R 11 )(R 12 )—*′, *—P(═O)(R 11 )—*′, or *—Ge(R 11 )(R 12 )—*′,
a1 to a3 are each independently an integer from 1 to 3,
B 1 and B 2 are each independently a C 1 -C 60 alkyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkenyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkynyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 alkoxy group unsubstituted or substituted with at least one R 10a , a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,
R 1 to R 12 , R 21 , and R 22 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 unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkenyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkynyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 alkoxy group unsubstituted or substituted with at least one R 10a , a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 aryloxy group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 arylthio group unsubstituted or substituted with at least one R 10a , —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), or —P(═O)(Q 1 )(Q 2 ),
b1 is 1 or 2,
b2 is an integer from 1 to 4,
b3 to b6 are each independently an integer from 1 to 10,
two or more groups of R 1 to R 12 are optionally bonded to each other to form a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,
* and *′ each indicate a binding site to a neighboring atom,
R 10a is:
deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group;
a C 1 -C 00 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, 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 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 a 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 a 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 ),
wherein Q 1 to Q 3 , 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 a combination thereof, and
in Formulae 2-1 to 2-3, * indicates a binding site to M, and *′ indicates a binding site to a neighboring atom.
2. 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 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 comprises a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or a combination thereof, and
the electron transport region comprises a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or a combination thereof.
3. The light-emitting device of claim 1 , wherein
the emission layer comprises a host and a dopant, and
the dopant comprises the organometallic compound represented by Formula 1.
4. The light-emitting device of claim 2 , wherein the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer, the electron injection layer, or a combination thereof comprises a silicon-containing compound, a phosphine oxide-containing compound, or a combination thereof.
5. The light-emitting device of claim 1 , wherein the emission layer emits blue light having a maximum emission wavelength in a range of about 410 nm to about 500 nm.
6. The light-emitting device of claim 1 , further comprising at least one of a first capping layer disposed outside the first electrode and a second capping layer disposed outside the second electrode,
wherein the at least one of the first capping layer and the second capping layer has a refractive index equal to or greater than about 1.6 at a wavelength of about 589 nm.
7. A light-emitting device comprising:
a first pixel electrode, a second pixel electrode, and a third pixel electrode, respectively disposed in a first emission area, a second emission area, and a third emission area;
an opposite electrode facing the first pixel electrode, the second pixel electrode, and the third pixel electrode; and
an interlayer disposed between the opposite electrode and the first pixel electrode, the second pixel electrode, and the third pixel electrode and including an emission layer, wherein
the emission layer comprises:
a first emission layer disposed to correspond to the first emission area and emitting first-color light;
a second emission layer disposed to correspond to the second emission area and emitting second-color light; and
a third emission layer disposed to correspond to the third emission area and emitting third-color light,
a maximum emission wavelength of the first-color light, a maximum emission wavelength of the second-color light, and a maximum emission wavelength of the third-color light are different from each other,
a maximum emission wavelength of the first-color light and a maximum emission wavelength of the second-color light are each greater than a maximum emission wavelength of the third-color light, and
the third emission layer comprises an organometallic compound represented by Formula 1:
wherein in Formulae 1 and 2-1 to 2-3,
M is platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), or thulium (Tm),
X 1 is C,
X 2 to X 7 are each independently C or N,
C 1 to C 4 each indicate a carbon atom,
a moiety represented by
in Formula 1 is a group represented by one of Formulae 2-1 to 2-3,
CY 3 to CY 6 are each independently a C 3 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,
Y 1 is O, S, N(R 21 ), C(R 21 )(R 22 ), or Si(R 21 )(R 22 ),
Z 11 , Z 12 , and Z 21 to Z 24 are each independently C or N,
L 1 is a single bond, *—O—*′, *—S—*′, *—Se—*′, *—S(═O) 2 —*′, *—C(R 7 )(R 8 )—*′, *—C(R 7 )═*′, *═C(R 7 )—*′, *—C(R 7 )═C(R 8 )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—B(R 7 )—*′, *—N(R 7 )—*′, *—P(R 7 )—*′, *—Si(R 7 )(R 8 )—*′, *—P(═O)(R 7 )—*′, or *—Ge(R 7 )(R 8 )—*′,
L 2 is a single bond, *—O—*′, *—S—*′, *—Se—*′, *—S(═O) 2 —*′, *—C(R 9 )(R 10 )—*′, *—C(R 9 )—*′, *═C(R 9 )—*′, *—C(R 9 )═C(R 10 )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—B(R 9 )—*′, *—N(R 9 )—*′, *—P(R 9 )—*′, *—Si(R 9 )(R 10 )—*′, *—P(═O)(R 9 )—*′, or *—Ge(R 9 )(R 10 )—*′,
L 3 is a single bond, *—O—*′, *—S—*′, *—Se—*′, *—S(═O) 2 —*′, *—C(R 11 )(R 12 )—*′, *—C(R 11 )═*′, *═C(R 11 )*′, *—C(R 11 )═C(R 12 )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—B(R 11 )—*′, *—N(R 11 )—*′, *—P(R 11 )—*′, *—Si(R 11 )(R 12 )—*′, *—P(═O)(R 11 )—*′, or *—Ge(R 11 )(R 12 )—*′,
a1 to a3 are each independently an integer from 1 to 3,
B 1 and B 2 are each independently a C 1 -C 60 alkyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkenyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkynyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 alkoxy group unsubstituted or substituted with at least one R 10a , a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,
R 1 to R 12 , R 21 , and R 22 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 unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkenyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkynyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 alkoxy group unsubstituted or substituted with at least one R 10a , a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 aryloxy group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 arylthio group unsubstituted or substituted with at least one R 10a , —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), or —P(═O)(Q 1 )(Q 2 ),
b1 is 1 or 2,
b2 is an integer from 1 to 4,
b3 to b6 are each independently an integer from 1 to 10,
two or more groups of R 1 to R 12 are optionally bonded to each other to form a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,
* and *′ each indicate a binding site to a neighboring atom,
R 10a is:
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, 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 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 a 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 a 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 ),
wherein Q 1 to Q 3 , 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 a combination thereof, and
in Formulae 2-1 to 2-3, * indicates a binding site to M, and *′ indicates a binding site to a neighboring atom.
8. An electronic apparatus comprising the light-emitting device of claim 1 .
9. The electronic apparatus of claim 8 , further comprising a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or a combination thereof.
10. An organometallic compound represented by Formula 1:
wherein in Formulae 1 and 2-1 to 2-3,
M is platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), or thulium (Tm),
X 1 is C,
X 2 to X 7 are each independently C or N,
C 1 to C 4 each indicate a carbon atom,
a moiety represented by
in Formula 1 is a group represented by one of Formulae 2-1 to 2-3,
CY 3 to CY 6 are each independently a C 3 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,
Y 1 is O, S, N(R 21 ), C(R 21 )(R 22 ), or Si(R 21 )(R 22 ),
Z 11 , Z 12 , and Z 21 to Z 24 are each independently C or N,
L 1 is a single bond, *—O—*′, *—S—*′, *—Se—*′, *—S(═O) 2 —*′, *—C(R 7 )(R 8 )—*′, *—C(R 7 )═*′, *═C(R 7 )—*′, *—C(R 7 )═C(R 8 )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—B(R 7 )—*′, *—N(R 7 )—*′, *—P(R 7 )—*′, *—Si(R 7 )(R 8 )—*′, *—P(═O)(R 7 )—*′, or *—Ge(R 7 )(R 8 )—*,
L 2 is a single bond, *—O—*′, *—S—*′, *—Se—*′, *—S(═O) 2 —*′, *—C(R 9 )(R 10 )—*′, *—C(R 9 )═*′, *═C(R 9 )—*′, *—C(R 9 )═C(R 10 )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—B(R 9 )—*′, *—N(R 9 )—*′, *—P(R 9 )—*′, *—Si(R 9 )(R 10 )—*′, *—P(═O)(R 9 )—*′, or *—Ge(R 9 )(R 10 )—*′,
L 3 is a single bond, *—O—*′, *—S—*′, *—Se—*′, *—S(═O) 2 —*′, *—C(R 11 )(R 12 )—*′, *—C(R 11 )═*′, *═C(R 11 )—*′, *—C(R 11 )═C(R 12 )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, —B(R 11 )—*, *—N(R 11 )—′, *—P(R 11 )—*′, *—Si(R 11 )(R 12 )—*′, *—P(═O)(R 11 )—*′, or *—Ge(R 11 )(R 12 )—*′,
a1 to a3 are each independently an integer from 1 to 3,
B 1 and B 2 are each independently a C 1 -C 60 alkyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkenyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkynyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 alkoxy group unsubstituted or substituted with at least one R 10a , a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,
R 1 to R 12 , R 21 , and R 22 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 unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkenyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkynyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 alkoxy group unsubstituted or substituted with at least one R 10a , a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 aryloxy group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 arylthio group unsubstituted or substituted with at least one R 10a , —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), or —P(═O)(Q 1 )(Q 2 ),
b1 is 1 or 2,
b2 is an integer from 1 to 4,
b3 to b6 are each independently an integer from 1 to 10,
two or more groups of R 1 to R 12 are optionally bonded to each other to form a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,
* and *′ each indicate a binding site to a neighboring atom,
R 10a is:
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, 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 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 a 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 a 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 ),
wherein Q 1 to Q 3 , 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 a combination thereof, and
in Formulae 2-1 to 2-3, * indicates a binding site to M, and *′ indicates a binding site to a neighboring atom.
11. The organometallic compound of claim 10 , wherein
X 2 and X 3 are each C and X 4 is N, or
X 2 to X 4 are each C.
12. The organometallic compound of claim 10 , wherein
X 2 and X 3 are each C and X 4 is N, or X 2 to X 4 are each C,
a bond between X 1 and M and a bond between X 4 and M are each a coordinate bond, and
a bond between X 2 and M and a bond between X 3 and M are each a covalent bond.
13. The organometallic compound of claim 10 , wherein
CY 3 to CY 6 are each independently a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, a chrysene group, a cyclopentadiene group, a 1,2,3,4-tetrahydronaphthalene group, a thiophene group, a furan group, an indole group, a benzoborole group, a benzophosphole group, an indene group, a benzosilole group, a benzogermole group, a benzothiophene group, a benzoselenophene group, a benzofuran group, a carbazole group, a dibenzoborole group, a dibenzophosphole group, a fluorene group, a dibenzosilole group, a dibenzogermole group, a dibenzothiophene group, a dibenzoselenophene group, a dibenzofuran group, a dibenzothiophene 5-oxide group, a 9H-fluorene-9-one group, a dibenzothiophene 5,5-dioxide group, an azaindole group, an azabenzoborole group, an azabenzophosphole group, an azaindene group, an azabenzosilole group, an azabenzogermole group, an azabenzothiophene group, an azabenzoselenophene group, an azabenzofuran group, an azacarbazole group, an azadibenzoborole group, an azadibenzophosphole group, an azafluorene group, an azadibenzosilole group, an azadibenzogermole group, an azadibenzothiophene group, an azadibenzoselenophene group, an azadibenzofuran group, an azadibenzothiophene 5-oxide group, an aza-9H-fluorene-9-one group, an azadibenzothiophene 5,5-dioxide group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a tetrazole group, a benzopyrazole group, a benzimidazole group, a benzotriazole, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, an indazole group, an imidazopyridine group, an imidazopyrimidine group, an imidazopyrazine group, an imidazopyridazine group, a pyrazolopyridine group, a pyrazolopyrimidine group, a pyrazolopyrazine group, a pyrazolopyridazine group, a 5,6,7,8-tetrahydroisoquinoline group, or a 5,6,7,8-tetrahydroquinoline group.
14. The organometallic compound of claim 10 , wherein a moiety represented by
in Formula 1 is a group represented by one of Formulae 2-11 to 2-26:
wherein in Formulae 2-11 to 2-26,
b22 is 1 or 2,
b21 is an integer from 1 to 3,
X 1 , R 1 , R 2 , R 21 , b1 and b2 are each the same as described in connection with Formulae 1 and 2-1 to 2-3,
* indicates a binding site to M, and
*′ indicates a binding site to a neighboring atom.
15. The organometallic compound of claim 10 , wherein CY 5 is a group represented by one of Formulae 5-1 to 5-5:
wherein in Formulae 5-1 to 5-5,
Z 51 to Z 55 are each independently C or N,
* indicates a binding site to M, and
*′ indicates a binding site to a neighboring atom.
16. The organometallic compound of claim 10 , wherein in Formula 1, a moiety represented by
is a group represented by Formula L2-1 or L2-2:
wherein in Formulae L2-1 to L2-2,
L 3 is a single bond, *—O—*′, *—S—*′, *—C(R 11 )(R 12 )—*′, *—N(R 11 )—*′, or *—Si(R 11 )(R 12 )—*′,
Z 71 to Z 75 are each independently C—*′, C, or N,
L 4 is a single bond or *—C(R 101 )(R 102 )—*′,
L 5 is a single bond or *—C(R 103 )(R 104 )—*′,
a4 and a5 are each independently an integer from 0 to 3,
a sum of a4 and a5 is 1 or more,
when a4 is 0, -(L 4 ) a4 - is not present,
when a4 is 1 or 2, Z 75 is C—*′,
when a5 is 0, -(L 5 ) a5 - is not present,
when a5 is 1 or 2, Z 71 is C—*′,
R 101 to R 104 are each independently hydrogen or a C 1 -C 10 alkyl group,
b7 is an integer from 0 to 5,
X 3 , X 4 , CY 4 , CY 5 , R 4 , R 5 , R 11 , R 12 , b4, b5, and R 10a are each the same as described in connection with Formula 1, and
* and *′ each indicate a binding site to a neighboring atom.
17. The organometallic compound of claim 10 , wherein in Formula 1, a moiety represented by
is a group represented by one of Formula L2-11 to L2-22:
wherein in Formulae L2-11 to L2-22,
Z 41 to Z 44 , Z 51 to Z 54 , and Z 71 to Z 75 are each independently C or N,
b41 and b51 are each independently an integer from 1 to 4,
b42 and b52 are each independently an integer from 1 to 3,
b53 is an integer from 1 to 5,
b71 is an integer from 0 to 4,
b72 is an integer from 0 to 3, and
R 4 , R 5 , R 11 , R 12 , and R 10a are each the same as described in connection with Formula 1.
18. The organometallic compound of claim 10 , wherein in Formula 1, a moiety represented by
is a group represented by Formula 6-1:
wherein in Formula 6-1,
Z 61 to Z 63 are each independently C or N,
b6 is an integer from 0 to 3,
B 1 , B 2 , and R 6 are each the same as described in connection with Formula 1, and
* indicates a binding site to a neighboring atom.
19. The organometallic compound of claim 10 , wherein the organometallic compound is selected from Compounds 1 to 120:
20. The electronic apparatus of claim 8 , wherein the electronic apparatus is a display, a light source, a lighting, a personal computer, a mobile phones, a digital camera, an electronic organizer, an electronic dictionary, an electronic game machine, a medical instrument, an electronic thermometer, a sphygmomanometer, a blood glucose meter, a pulse measurement device, a pulse wave measurement device, an electrocardiogram display, an ultrasonic diagnostic device, an endoscope display, a fish finder, a measuring instrument, a meter for a vehicle, a meter for an aircraft, a meter for a vessel, or a projector.