Light-emitting device including heterocyclic compound and electronic apparatus including light-emitting device

1 . 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, the interlayer comprising an emission layer; and

a heterocyclic compound represented by Formula 1:

wherein, in Formulae 1 to 4,

Y 2 is a group represented by Formula 2,

ring CY3 is a group represented by Formula 3,

ring CY4 is a group represented by Formula 4,

ring CY21, ring CY22, ring CY31, ring CY32, ring CY41, and ring CY42 are each independently a C 3 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,

X 33 is a single bond, O, S, B(R 33 ), N(R 33 ), C(R 33 )(R 34 ), Si(R 33 )(R 34 ), or C(R 33 )═C(R 34 ),

b 33 is an integer from 0 to 3,

when b 33 is 0, X 33 is not present,

X 43 is a single bond, O, S, B(R 43 ), N(R 43 ), C(R 43 )(R 44 ), Si(R 43 )(R 44 ), or C(R 43 )═C(R 44 ),

b 43 is an integer from 0 to 3,

when b 43 is 0, X 43 is not present,

R 1 , R 21 to R 23 , R 31 to R 34 , and R 41 to R 44 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 , a C 7 -C 60 aryl alkyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 heteroaryl alkyl 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 ),

a21, a22, a31, a32, a41, and a42 are each independently an integer from 0 to 10,

wherein, in Formula 2,

* indicates a binding site to nitrogen (N) bound to Y 2 in Formula 1,

wherein, in Formulae 3 and 4,

*′ indicates a binding site to nitrogen (N) bound to Y 2 in Formula 1, and

*″ indicates a binding site to nitrogen (N) bound to R 1 in Formula 1,

wherein 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, a C 7 -C 60 aryl alkyl group, a C 2 -C 60 heteroaryl alkyl 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, a C 6 -C 60 arylthio group, a C 7 -C 60 aryl alkyl group, or a C 2 -C 60 heteroaryl alkyl 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, a C 7 -C 60 aryl alkyl group, a C 2 -C 60 heteroaryl alkyl 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 ), and

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, 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, a C 1 -C 60 heterocyclic group, or any combination thereof; a C 7 -C 60 aryl alkyl group; or a C 2 -C 60 heteroaryl alkyl group.

2 . The light-emitting device of claim 1 , wherein 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 buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

3 . The light-emitting device of claim 2 , wherein the hole transport region comprises the heterocyclic compound represented by Formula 1.

4 . The light-emitting device of claim 2 , wherein the hole injection layer comprises the heterocyclic compound represented by Formula 1.

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, in Formulae 1 to 4, ring CY21, ring CY22, ring CY31, ring CY32, ring CY41, and ring CY42 are each independently a benzene group, a naphthalene group, an anthracene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, or a dibenzosilole group.

7 . The light-emitting device of claim 1 , wherein, in Formula 2, at least one selected from the group consisting of ring CY21 and ring CY22 is a benzene group.

8 . The light-emitting device of claim 1 , wherein, in Formula 2, ring CY22 is represented by one of ring CY22-1 to ring CY22-4:

wherein, in ring CY22-1 to ring CY22-4,

Z 21 to Z 24 are each independently the same as the description of R 22 ,

* indicates a binding site to nitrogen (N) bound to Y 2 in Formula 1,

*″ indicates a binding site to nitrogen (N) bound to R 23 in Formula 2, and

*″ indicates a binding site to ring CY21 in Formula 2.

9 . The light-emitting device of claim 1 , wherein, in Formulae 3 and 4, X 33 is O, S, N(R 33 ), C(R 33 )(R 34 ), or C(R 33 )═C(R 34 ), and

X 43 is O, S, N(R 43 ), C(R 43 )(R 44 ), or C(R 43 )═C(R 44 ).

10 . The light-emitting device of claim 1 , wherein, in Formula 3, b 33 is 0 or 1.

11 . The light-emitting device of claim 1 , wherein, in Formula 3, at least one selected from the group consisting of ring CY31 and ring CY32 is a benzene group.

12 . The light-emitting device of claim 1 , wherein, the group represented by Formula 3 is represented by one of Formulae 3-1 to Formula 3-9:

and

wherein, in Formulae 3-1 to 3-9,

Z 31 to Z 38 are each independently the same as the description of R 31 , and

X 33 , b33, *′, and *″ are respectively the same as the descriptions of X 33 , b33, *′, and *″.

13 . The light-emitting device of claim 1 , wherein, in Formula 4, b 43 is 0, and X 43 is not present.

14 . The light-emitting device of claim 1 , wherein, in Formula 4, at least one selected from the group consisting of ring CY41 and ring CY42 is a benzene group.

15 . The light-emitting device of claim 1 , wherein the group represented by Formula 4 is represented by one of Formulae 4-1 to 4-9:

and

wherein, in Formulae 4-1 to 4-9,

Z 41 to Z 48 are each independently the same as the description of R 41 , and

X 43 , b43, *′, and *″ are respectively the same as the descriptions of X 43 , b43, *′, and *″.

16 . The light-emitting device of claim 1 , wherein, in Formulae 1 to 4, R 1 , R 21 to R 23 , R 31 to R 34 , and R 41 to R 44 are each independently:

hydrogen, deuterium, —F, or a cyano group; or

a phenyl group, a biphenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, or a dibenzothiophenyl group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C 1 -C 20 alkyl group, a phenyl group, a biphenyl group, a naphthyl group, a C 1 -C 20 alkyl phenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, or any combination thereof.

17 . The light-emitting device of claim 1 , wherein R 1 in Formula 1 is:

hydrogen, deuterium, or a cyano group; or

a group represented by one of Formulae 1-1 to 1-57:

and

wherein, in Formulae 1-1 to 1-57,

Y 11 is O, S, B(R 11 ), N(R 11 ), C(R 11 )(R 12 ), or Si(R 11 )(R 12 ),

Y 12 is O, S, B(R 21 ), N(R 21 ), C(R 21 )(R 22 ), or Si(R 21 )(R 22 ),

Z 11 , Z 12 , Z 13 , Z 14 , R 11 , R 12 , R 21 , and R 22 are each independently the same as the description of R 10a in claim 1 ,

e3 is an integer from 0 to 3,

e4 is an integer from 0 to 4,

e5 is an integer from 0 to 5,

e6 is an integer from 0 to 6,

e7 is an integer from 0 to 7,

e9 is an integer from 0 to 9, and

* indicates a binding site to an adjacent atom.

18 . An electronic apparatus comprising the light-emitting device of claim 1 .

19 . The electronic apparatus of claim 18 , 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 at least one selected from the group consisting of the source electrode and the drain electrode of the thin-film transistor.

20 . The electronic apparatus of claim 18 , further comprising: a color filter, a color-conversion layer, a touchscreen layer, a polarizing layer, or any combination thereof.