Composition, 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 comprising an emission layer;
• and
• an organometallic compound represented by Formula 1:
• wherein Ar1 in Formula 1 is a group represented by Formula 1A,
• * in Formula 1A indicates a binding site to ring CY1 in Formula 1,
• in Formulae 1 and 1 Å,
• M is platinum (Pt), palladium (Pd), gold (Au), nickel (Ni), silver (Ag), or copper (Cu),
• X1 to X4 are each independently C or N,
• i) a bond between X1 and M is a coordinate bond,
• ii) one selected from among a bond between X2 and M, a bond between X3 and M, and a bond between X4 and M is a coordinate bond and two selected from among the bond between X2 and M, the bond between X3 and M, and the bond between X4 and M is each a covalent bond,
• ring CY1 to ring CY4 are each independently a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,
• X51 is a single bond, *—N(Z51a)—*, *—B(Z51a)—*′, *—P(Z51a)—*′, *—C(Z51a)(Z51b)—*′, *—Si(Z51a)(Z51b)—*′, *—Ge(Z51a)(Z51b)—*, *—S—*, *—Se—*′, *—O—*, *—C(═O)—*′, *—S(═O)—*′, *—S(=O)2—*′, *—C(Z51a)=*′, *=C(Z51a)—*′, *—C(Z51a)═C(Z51b)—*′, *—C(═S)—*′, or *—C≡C—*′,
• X52 is a single bond, *—N(Z52a)—*′, *—B(Z52a)—*′, *—P(Z52a)—*′, *—C(Z52a)(Z52b)—*′, *—Si(Z52a)(Z52b)—*′, *—Ge(Z52a)(Z52b)—*′, *—S—*′, *—Se—*′ *—O—*, *—C(═O)—*, *—S(═O)—*, *—S(=O)2—*′, *—C(Z52a)=*′, *=C(Z52a)—*′, *—C(Z52a)═C(Z52b)—*′, *—C(═S)—*′, or *—C≡C—*′,
• R1 to R4, Z51a, Z51b, Z52a, Z52b, and T1 to T4 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group that is unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group that is unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group that is unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group that is unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group that is unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group that is unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group that is unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group that is unsubstituted or substituted with at least one R10a, a C7-C60 arylalkyl group that is unsubstituted or substituted with at least one R10a, a C2-C60 heteroarylalkyl group that is unsubstituted or substituted with at least one R10a, —C(Q1)(Q2)(Q3), —Si(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),
• a1 to a4 are each independently an integer from 0 to 10,
• c1 is an integer from 1 to 3,
• c2 and c4 are each independently an integer from 1 to 5,
• c3 is an integer from 1 to 4,
• in Formula 1A, a group represented by
• and a group represented by
• are different from each other,
• two or more selected from among R1, R2, R3, R4, Z51a, Z51b, Z52a, Z52b, T1, T2, T3, and T4 are optionally bonded together to form a C3-C60 carbocyclic group that is unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group that is unsubstituted or substituted with at least one R10a,
• * and *′ each indicate a binding site to a neighboring atom,
• 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, a C7-C60 arylalkyl group, a C2-C60 heteroarylalkyl group, —Si(Q11)(Q12)(Q13), —N(Q11)(Q12), —B(Q11)(Q12), —C(═O)(Q11), —S(═O)2(Q11), —P(═O)(Q11)(Q12), or a combination thereof;
• a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, or a C2-C60 heteroarylalkyl 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, a C7-C60 arylalkyl group, a C2-C60 heteroarylalkyl group, —Si(Q21)(Q22)(Q23), —N(Q21)(Q22), —B(Q21)(Q22), —C(═O)(Q21), —S(═O)2(Q21), —P(═O)(Q21)(Q22), or a combination thereof;
• or
• —Si(Q31)(Q32)(Q33), —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;
• —C1;
• —Br;
• —I;
• a hydroxyl group;
• a cyano group;
• a nitro group;
• or 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, 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, or a combination thereof.

An organometallic compound represented by Formula 1:

• wherein Ar1 in Formula 1 is a group represented by Formula 1A,
• * in Formula 1A indicates a binding site to ring CY1 in Formula 1,
• in Formula 1 and Formula 1A,
• M is platinum (Pt), palladium (Pd), gold (Au), nickel (Ni), silver (Ag), or copper (Cu),
• X1 to X4 are each independently C or N,
• i) a bond between X1 and M is a coordinate bond,
• ii) one selected from among a bond between X2 and M, a bond between X3 and M, and a bond between X4 and M is a coordinate bond, and two selected from among a bond between X2 and M, a bond between X3 and M, and a bond between X4 and M is each a covalent bond,
• ring CY1 to ring CY4 are each independently a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,
• X51 is a single bond, *—N(Z51a)—*′, *—B(Z51a)—*′, *—P(Z51a)—*′, *—C(Z51a)(Z51b)—*′, *—Si(Z51a)(Z51b)—*′, *—Ge(Z51a)(Z51b)—*′, *—S—*′, *—Se—*′ *—O—*, *—C(═O)—*′, *—S(═O)—*′, *—S(=O)2—*′, *—C(Z51a)=*′, *=C(Z51a)—*′, *—C(Z51a)═C(Z51b)—*′, *—C(═S)—*′, or *—C≡C—*′,
• X52 is a single bond, *—N(Z52a)—*′, *—B(Z52a)—*′, *—P(Z52a)—*′, *—C(Z52a)(Z52b)—*′, *—Si(Z52a)(Z52b)—*′, *—Ge(Z52a)(Z52b)—*′, *—S—*′, *—Se—*′ *—O—*, *—C(═O)—*, *—S(═O)—*, *—S(=O)2—*′, *—C(Z52a)=*′, *=C(Z52a)—*′, *—C(Z52a)═C(Z52b)—*′, *—C(═S)—*′, or *—C≡C—*′,
• R1 to R4, Z51a, Z51b, Z52a, Z52b, and T1 to T4 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group that is unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group that is unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group that is unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group that is unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group that is unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group that is unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group that is unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group that is unsubstituted or substituted with at least one R10a, a C7-C60 arylalkyl group that is unsubstituted or substituted with at least one R10a, a C2-C60 heteroarylalkyl group that is unsubstituted or substituted with at least one R10a, —C(Q1)(Q2)(Q3), —Si(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),
• a1 to a4 are each independently an integer from 0 to 10,
• c1 is an integer from 1 to 3,
• c2 and c4 are each independently an integer from 1 to 5,
• c3 is an integer from 1 to 4,
• in Formula 1A, a group represented by
• and a group represented by
• are different from each other,
• two or more selected from among R1, R2, R3, R4, Z51a, Z51b, Z52a, Z52b, T1, T2, T3, and T4 are optionally bonded together to form a C3-C60 carbocyclic group that is unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group that is unsubstituted or substituted with at least one R10a,
• * and *′ each indicate a binding site to a neighboring atom,
• 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, a C7-C60 arylalkyl group, a C2-C60 heteroarylalkyl group, —Si(Q11)(Q12)(Q13), —N(Q11)(Q12), —B(Q11)(Q12), —C(═O)(Q11), —S(═O)2(Q11), —P(═O)(Q11)(Q12), or a combination thereof;
• a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, or a C2-C60 heteroarylalkyl 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, a C7-C60 arylalkyl group, a C2-C60 heteroarylalkyl group, —Si(Q21)(Q22)(Q23), —N(Q21)(Q22), —B(Q21)(Q22), —C(═O)(Q21), —S(═O)2(Q21), —P(═O)(Q21)(Q22), or a combination thereof;
• or
• —Si(Q31)(Q32)(Q33), —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;
• or 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, 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, or a combination thereof.