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

A light-emitting device comprising:

• a first electrode;
• a second electrode facing the first electrode;
• an interlayer between the first electrode and the second electrode and including an emission layer;
• and
• an organometallic compound represented by Formula 1:
• wherein, in Formula 1,
• M1 is platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), or thulium (Tm),
• X1 is N or C, X2 is N or C, and X3 is N or C,
• ring CY1 to ring CY3, ring A1, and ring A2 are each independently a C5-C30 carbocyclic group or a C1-C30 heterocyclic group,
• wherein a ring formed by M1, ring CY3, ring CY4, ring A1, and ring A2 is an 11-membered ring,
• L1 is a single bond, *—C(R1a)(R1b)—*′, *—C(R1a)═*′, *═C(R1a)—*′, *—C(═O)—*′, *—C(═S)—*—B(R1a)—*′, *—N(R1a)—*′, *—O—*′, *—P(R1a)—*′, *—Si(R1a)(R1b)—*′, *—P(═O)(R1a)—*′, *—S—*′, *—S(═O)—*′, *—S(═O)2—*′, or *—Ge(R1a)(R1b)*′, and * and *′ each indicate a binding site to a neighboring atom,
• L2 is a single bond, *—C(R2a)(R2b)*′, *—C(R2a)═*′, *═C(R2a)—*′, *—C(═O)—*′, *—C(═S)—*—B(R2a)—*′, *—N(R2a)—*′, *—O—*′, *—P(R2a)—*′, *—Si(R2a)(R2b)—*′, *—P(═O)(R2a)—*′, *—S*′, *—S(═O)—*′, *—S(═O)2—*′, or *—Ge(R2a)(R2b)*′, and * and *′ each indicate a binding site to a neighboring atom,
• R1 to R5, Z1, Z2, R1a, R1b, R2a, and R2b are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, —C(Q1)(Q2)(Q3), —Si(Q1)(Q2)(Q3), —Ge(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),
• two or more of a plurality of R1 are optionally bonded to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
• two or more of a plurality of R2 are optionally bonded to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
• two or more of R2, R2a, and R2b are optionally bonded to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
• two or more of a plurality of R3 are optionally bonded to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
• R4 and R5 are optionally bonded to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
• a1 to a3, b1, and b2 are each independently an integer from 1 to 10,
• R10a is:
• deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group;
• a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, —Si(Q11)(Q12)(Q13), —Ge(Q11)(Q12)(Q13), —N(Q11)(Q12), —B(Q11)(Q12), —C(═O)(Q1), —S(═O)2(Q11), —P(═O)(Q11)(Q12), or any combination thereof;
• a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, or a C6-C60 arylthio group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, —Si(Q21)(Q22)(Q23), —Ge(Q21)(Q22)(Q23), —N(Q21)(Q22), —B(Q21)(Q22), —C(═O)(Q21), —S(═O)2(Q21), —P(═O)(Q21)(Q22);
• or
• —Si(Q31)(Q32)(Q33), —Ge(Q31)(Q32)(Q33), —O(Q31), —S(Q31), —P(Q31)(Q32), —N(Q31)(Q32), —B(Q31)(Q32), —C(═O)(Q31), —S(═O)2(Q31), or —P(═O)(Q31)(Q32), and
• Q1 to Q3, Q11 to Q13, Q21 to Q23, and Q31 to Q33 are each independently:
• hydrogen;
• deuterium;
• —F;
• —Cl;
• —Br;
• —I;
• a hydroxyl group;
• a cyano group;
• a nitro group;
• a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, each unsubstituted or substituted with deuterium, —F, a cyano group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof;
• or a C3-C60 carbocyclic group or a C1-C60 heterocyclic group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof.

An organometallic compound represented by Formula 1:

• wherein, in Formula 1,
• M1 is platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), or thulium (Tm),
• X1 is N or C, X2 is N or C, and X3 is N or C,
• ring CY1 to ring CY3, ring A1, and ring A2 are each independently a C5-C30 carbocyclic group or a C1-C30 heterocyclic group,
• wherein a ring formed by M1, ring CY3, ring CY4, ring A1, and ring A2 is an 11-membered ring,
• L1 is a single bond, *—C(R1a)(R1b)—*′, *—C(R1a)═*′, *═C(R1a)—*′, *—C(═O)—*′, *—C(═S)—*,*—B(R1a)—*′, *—N(R1a)—*′, *—O—*′, *—P(R1a)—*′, *—Si(R1a)(R1b)—*′, *—P(═O)(R1a)—*′, *—S—*′, *—S(═O)—*′, *—S(═O)2—*′, or *—Ge(R1a)(R1b)*′, and * and *′ each indicate a binding site to a neighboring atom,
• L2 is a single bond, *—C(R2a)(R2b)*′, *—C(R2a)═*′, *═C(R2a)—*′, *—C(═O)—*′, *—C(═S)—*′ *—B(R2a)—*′, *—N(R2a)—*′, *—O—*′, *—P(R2a)—*′ *—Si(R2a)(R2b)—*′, *—P(═O)(R2a)—*′, *—S*′, *—S(═O)—*′, *—S(═O)2—*′, or *—Ge(R2a)(R2b)*′, and * and *′ each indicate a binding site to a neighboring atom,
• R1 to R5, Z1, Z2, R1a, R1b, R2a, and R2b are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, —C(Q1)(Q2)(Q3), —Si(Q1)(Q2)(Q3), —Ge(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),
• two or more of a plurality of R1 are optionally bonded to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
• two or more of a plurality of R2 are optionally bonded to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
• two or more of R2, R2a, and R2b are optionally bonded to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
• two or more of a plurality of R3 are optionally bonded to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
• R4 and R5 are optionally bonded to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
• a1 to a3, b1, and b2 are each independently an integer from 1 to 10,
• R10a is:
• deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group;
• a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, —Si(Q11)(Q12)(Q13), —Ge(Q11)(Q12)(Q13), —N(Q11)(Q12), —B(Q11)(Q12), —C(═O)(Q1), —S(═O)2(Q11), —P(═O)(Q11)(Q12), or any combination thereof;
• a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, or a C6-C60 arylthio group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, —Si(Q21)(Q22)(Q23), —Ge(Q21)(Q22)(Q23), —N(Q21)(Q22), —B(Q21)(Q22), —C(═O)(Q21), —S(═O)2(Q21), —P(═O)(Q21)(Q22);
• or
• —Si(Q31)(Q32)(Q33), —Ge(Q31)(Q32)(Q33), —O(Q31), —S(Q31), —P(Q31)(Q32), —N(Q31)(Q32), —B(Q31)(Q32), —C(═O)(Q31), —S(═O)2(Q31), or —P(═O)(Q31)(Q32), and
• Q1 to Q3, Q11 to Q13, Q21 to Q23, and Q31 to Q33 are each independently:
• hydrogen;
• deuterium;
• —F;
• —Cl;
• —Br;
• —I;
• a hydroxyl group;
• a cyano group;
• a nitro group;
• a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, each unsubstituted or substituted with deuterium, —F, a cyano group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof;
• or a C3-C60 carbocyclic group or a C1-C60 heterocyclic group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof.