Heterocylic compound and light-emitting device and electronic apparatus including the heterocyclic compound

A light-emitting device including:

• a first electrode;
• a second electrode facing the first electrode;
• and
• an interlayer between the first electrode and the second electrode and including an emission layer, wherein
• the interlayer comprises a heterocyclic compound of Formula 1, and
• the heterocyclic compound of Formula 1 is included in the emission layer:
• wherein, in Formulae 1-1, an 1-2,
• A1 is a group of Formula 1-1,
• B1 is a group of Formula 1-2,
• n1 is an integer from 1 to 10,
• CY1 to CY4 are each, independently from one another, a C5-C30 carbocyclic group or a C1-C30 heterocyclic group,
• Y1 and Y2 are each, independently from one another, B, P(═O), or P(═S),
• X1 is O, S, Se, Te, N(Ar1), Al(Ar1), or P(Ar1),
• X2 is O, S, Se, Te, N(Ar2), Al(Ar2), or P(Ar2),
• X3 is O, S, Se, Te, N(Ar3), Al(Ar3), or P(Ar3),
• X4 is O, S, Se, Te, N(Ar4), Al(Ar4), or P(Ar4),
• Ar1 to Ar10 are each, independently from one another, a binding site to B1 in Formula 1, 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), -N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),
• at least one of Ar1 to Ar10 are a binding site to B1 in Formula 1,
• T11 is 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,
• X11 is N or C(R11), X12 is N or C(R12), X13 is N or C(R13), and X14 is N or C(R14),
• R1 to R4 and Ru to R14 are each, independently from one another, 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), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),
• a1 to a4 are each, independently from one another, an integer from 0 to 10,
• when a1 is an integer of 2 or more, two or more of R1(s) are optionally linked 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,
• when a2 is an integer of 2 or more, two or more of R2(s) are optionally linked 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,
• when a3 is an integer of 2 or more, two or more of R3(s) are optionally linked 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,
• when a4 is an integer of 2 or more, two or more of R4(s) are optionally linked 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 neighboring groups of R11 to R14 are optionally linked 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,
• * in Formula 1-2 is a binding site to A1 in Formula 1, and
• 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, independently from one another, 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),
• —N(Q11)(Q12), —B(Q11)(Q12), —C(═O)(Q11), —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, independently from one another, 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), —N(Q21)(Q22), —B(Q21)(Q22), —C(═O)(Q21), —S(═O)2(Q21), —P(═O)(Q21)(Q22), or any 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),
• wherein Q1 to Q3, Q11 to Q13, Q21 to Q23, and Q31 to Q33 are each, independently from one another:
• 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;
• a C1-C60 alkoxy group;
• a C3-C60 carbocyclic group;
• or a C1-C60 heterocyclic group each, independently from one another, 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 any combination thereof,
• wherein an organometallic compound of Formula 401 is included in the emission layer:
• wherein, in Formulae 401 and 402,
• M is a transition metal,
• L401 is a ligand of Formula 402, and xc1 is 1, 2, or 3, wherein when xc1 is 2 or 3, two or more of L401 (s) are identical to or different from each other,
• L402 is an organic ligand, xc2 is 0, 1, 2, 3, or 4, and when xc2 is 2, 3 or 4, two or more of L402(s) are identical to or different from each other,
• X401 and X402 are each, independently from one another, nitrogen or carbon,
• ring A401 and ring A402 are each, independently from one another, a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,
• T401 is a single bond, *—O—*, *—S—*, *—C(═O)—*′, *—N(Q411)-*′, *—C(Q411)(Q412)-*′, *—C(Q411)=C(Q412)-*′, *—C(Q411)=*′, or *═C═*′,
• X403 and X404 are each, independently from one another, a chemical bond, O, S, N(Q413), B(Q413), P(Q413), C(Q413)(Q414), or Si(Q413)(Q414),
• Q411 to Q414 have, independently from one another, the same meaning as Q1,
• R401 and R402 are each, independently from one another, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C20 alkyl group unsubstituted or substituted with at least one R10a, a C1-C20 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, —Si(Q401)(Q402)(Q403), —N(Q401)(Q402), —B(Q401)(Q402), —C(═O)(Q401), —S(═O)2(Q401), or —P(═O)(Q401)(Q402),
• Q401 to Q403 have, independently from one another, the same meaning as Q1,
• xc11 and xc12 are each, independently from one another, an integer from 0 to 10, and
• * and *′ in Formula 402 each is a binding site to M in Formula 401.