Condensed cyclic compound and organic light-emitting device including condensed cyclic compound

1. An organic light-emitting device comprising:

a first electrode;

a second electrode facing the first electrode; and

an organic layer between the first electrode and the second electrode and comprising an emission layer and at least one condensed cyclic compound represented by Formula 1:

wherein in Formulae 1, 2A, and 2B,

X 11 is selected from C(R 12 )(R 13 ), Si(R 12 )(R 13 ), O, and S, and X 12 is selected from C(R 14 )(R 16 ), Si(R 14 )(R 16 ), O, and S,

when X 11 is O or S, X 12 is selected from C(R 14 )(R 15 ) and Si(R 14 )(R 15 ),

when X 12 is O or S, X 11 is selected from C(R 12 )(R 13 ) and Si(R 12 )(R 13 ),

X 21 and X 22 are each independently selected from a single bond, C(R 24 )(R 25 ), Si(R 24 )(R 25 ), N(R 24 ), O, and S,

X 23 is selected from a single bond, C(R 26 )(R 27 ), Si(R 26 )(R 27 ), N(R 26 ), O, and S, and X 24 is selected from a single bond, C(R 28 )(R 29 ), Si(R 28 )(R 29 ), N(R 28 ), O, and S, provided that X 23 and X 24 are not each a single bond at the same time,

A 21 to A 25 are each independently selected from a C 5 -C 30 carbocyclic group and a C 1 -C 30 heterocyclic group,

L 21 is selected from a single bond, a substituted or unsubstituted C 5 -C 60 carbocyclic group, and a substituted or unsubstituted C 1 -C 60 heterocyclic group,

a21 is an integer from 1 to 5,

R 1 to R 3 are each independently selected from a group represented by Formula 2A, a group represented by Formula 2B, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 1 -C 60 heteroaryloxy group, a substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —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 ), and —P(═O)(Q 1 )(Q 2 ), provided that at least one selected from R 1 to R 3 is selected from the group represented by Formula 2A and the group represented by Formula 2B,

R 4 to R 15 and R 21 to R 29 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 1 -C 60 heteroaryloxy group, a substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —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 ), and —P(═O)(Q 1 )(Q 2 ),

two adjacent groups selected from R 1 to R 6 and R 9 to R 15 and/or two adjacent groups selected from R 21 to R 29 are optionally bound to form a saturated ring or an unsaturated ring,

b21 to b23 are each independently an integer from 1 to 10,

provided that in Formula 1, i) when X 11 is C(R 12 )(R 13 ), X 12 is C(R 14 )(R 15 ), O, or S, and R 12 and R 13 and/or R 14 and R 15 are not bound to each other, or ii) when X 11 is C(R 12 )(R 13 ), O, or S, X 12 is C(R 14 )(R 15 ), and R 12 and R 13 and/or R 14 and R 15 are not bound to each other, R 1 to R 3 does not comprise a group represented by Formula 2A-a:

wherein in Formula 2A-a, X 201 is a single bond, C(R 24 )(R 25 ), N(R 24 ), O, or S, R 24 and R 25 are not bound, and

at least one substituent of the substituted C 5 -C 60 carbocyclic group, the substituted C 1 -C 60 heterocyclic group, the substituted C 1 -C 60 alkyl group, the substituted C 2 -C 60 alkenyl group, the substituted C 2 -C 60 alkynyl group, the substituted C 1 -C 60 alkoxy group, the substituted C 3 -C 10 cycloalkyl group, the substituted C 1 -C 10 heterocycloalkyl group, the substituted C 3 -C 10 cycloalkenyl group, the substituted C 1 -C 10 heterocycloalkenyl group, the substituted C 6 -C 60 aryl group, the substituted C 6 -C 60 aryloxy group, the substituted C 6 -C 60 arylthio group, the substituted C 1 -C 60 heteroaryl group, the substituted C 1 -C 60 heteroaryloxy group, the substituted C 1 -C 60 heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group is selected from:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group;

a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic 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 ), and —P(═O)(Q 11 )(Q 12 );

a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group;

a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono 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 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic 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 ), and —P(═O)(Q 21 )(Q 22 ); and

—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 ), and —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 selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono 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 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group, and

* indicates a binding site to an adjacent atom.

2. The organic light-emitting device of claim 1 , wherein

the first electrode is an anode,

the second electrode is a cathode,

the organic layer 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,

wherein 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 hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

3. The organic light-emitting device of claim 1 , wherein the emission layer comprises the condensed cyclic compound.

4. The organic light-emitting device of claim 3 , wherein the emission layer consists of the condensed cyclic compound, or

the emission layer further comprises a host, and a content of the condensed cyclic compound is in a range of about 0.1 parts to 50 parts by weight, based on 100 parts by weight of the emission layer.

5. The organic light-emitting device of claim 3 , wherein the condensed cyclic compound comprised in the emission layer is a thermal activated delayed fluorescence (TADF) emitter, and the emission layer emits delayed fluorescence.

6. The organic light-emitting device of claim 3 , wherein the emission layer emits blue light having a maximum emission wavelength in a range of about 420 nanometers (nm) to about 470 nm.

7. The organic light-emitting device of claim 2 , wherein the hole transport region comprises a p-dopant, wherein a lowest unoccupied molecular orbital (LUMO) energy level of the p-dopant is −3.5 eV or less.

8. A condensed cyclic compound represented by Formula 1:

wherein in Formulae 1, 2A, and 2B,

X 11 is selected from C(R 12 )(R 13 ), Si(R 12 )(R 13 ), O, and S, and X 12 is selected from C(R 14 )(R 16 ), Si(R 14 )(R 16 ), O, and S,

when X 11 is O or S, X 12 is selected from C(R 14 )(R 15 ) and Si(R 14 )(R 16 ),

when X 12 is O or S, X 11 is selected from C(R 12 )(R 13 ) and Si(R 12 )(R 13 ),

X 21 and X 22 are each independently selected from a single bond, C(R 24 )(R 25 ), Si(R 24 )(R 25 ), N(R 24 ), O, and S,

X 23 is selected from a single bond, C(R 26 )(R 27 ), Si(R 26 )(R 27 ), N(R 26 ), O, and S, and X 24 is selected from a single bond, C(R 28 )(R 29 ), Si(R 28 )(R 29 ), N(R 28 ), O, and S, provided that X 23 and X 24 are not each a single bond at the same time,

A 21 to A 25 are each independently selected from a C 5 -C 30 carbocyclic group and a C 1 -C 30 heterocyclic group,

L 21 is selected from a single bond, a substituted or unsubstituted C 5 -C 60 carbocyclic group, and a substituted or unsubstituted C 1 -C 60 heterocyclic group,

a21 is an integer from 1 to 5,

R 1 to R 3 are each independently selected from a group represented by Formula 2A, a group represented by Formula 2B, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 1 -C 60 heteroaryloxy group, a substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —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 ), and —P(═O)(Q 1 )(Q 2 ), provided that at least one selected from R 1 to R 3 is selected from the group represented by Formula 2A and the group represented by Formula 2B,

R 4 to R 15 and R 21 to R 29 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 1 -C 60 heteroaryloxy group, a substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(a), —S(═O) 2 (Q 1 ), and —P(═O)(Q 1 )(Q 2 ),

two adjacent groups selected from R 1 to R 6 and R 9 to R 15 and/or two adjacent groups selected from R 21 to R 29 are optionally bound to form a saturated ring or an unsaturated ring, and

b21 to b23 are each independently an integer from 1 to 10,

provided that in Formula 1, i) when is C(R 12 )(R 13 ), X 12 is C(R 14 )(R 15 ), O, or S, and R 12 and R 13 and/or R 14 and R 16 are not bound to each other, or ii) when is C(R 12 )(R 13 ), O, or S, X 12 is C(R 14 )(R 15 ), and R 12 and Ria and/or R 14 and R 15 are not bound to each other, R 1 to R 3 does not comprise a group represented by Formula 2A-a:

wherein in Formula 2A-a, X 201 is a single bond, C(R 24 )(R 25 ), N(R 24 ), O, or S, R 24 and R 25 are not bound, and

at least one substituent of the substituted C 5 -C 60 carbocyclic group, the substituted C 1 -C 60 heterocyclic group, the substituted C 1 -C 60 alkyl group, the substituted C 2 -C 60 alkenyl group, the substituted C 2 -C 60 alkynyl group, the substituted C 1 -C 60 alkoxy group, the substituted C 3 -C 10 cycloalkyl group, the substituted C 1 -C 10 heterocycloalkyl group, the substituted C 3 -C 10 cycloalkenyl group, the substituted C 1 -C 10 heterocycloalkenyl group, the substituted C 6 -C 60 aryl group, the substituted C 6 -C 60 aryloxy group, the substituted C 6 -C 60 arylthio group, the substituted C 1 -C 60 heteroaryl group, the substituted C 1 -C 60 heteroaryloxy group, the substituted C 1 -C 60 heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group is selected from:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group;

a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic 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 ), and —P(═O)(Q 11 )(Q 12 );

a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group;

a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono 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 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic 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 ), and —P(═O)(Q 21 )(Q 22 ); and

—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 ), and —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 selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono 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 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group, and

* indicates a binding site to an adjacent atom.

9. The condensed cyclic compound of claim 8 , wherein

X 11 is C(R 12 )(R 13 ), and X 12 is C(R 14 )(R 15 ),

X 11 is C(R 12 )(R 13 ), and X 12 is Si(R 14 )(R 15 ),

X 11 is C(R 12 )(R 13 ), and X 12 is O,

X 11 is C(R 12 )(R 13 ), and X 12 is S,

X 11 is Si(R 12 )(R 13 ), and X 12 is Si(R 14 )(R 15 ),

X 11 is Si(R 12 )(R 13 ), and X 12 is O, or

X 11 is Si(R 12 )(R 13 ), and X 12 is S.

10. The condensed cyclic compound of claim 8 , wherein

in Formula 2A, X 21 is selected from a single bond, C(R 24 )(R 25 ), and Si(R 24 )(R 25 ), and

in Formula 2B, X 22 is selected from a single bond, C(R 24 )(R 25 ), and Si(R 24 )(R 25 ), X 23 is selected from a single bond, C(R 26 )(R 27 ), Si(R 26 )(R 27 ), N(R 26 ), O, and S, and X 24 is selected from a single bond, C(R 28 )(R 29 ), Si(R 28 )(R 29 ), and N(R 28 ).

11. The condensed cyclic compound of claim 8 , wherein

i) X 11 is Si(R 12 )(R 13 ), X 12 is Si(R 14 )(R 15 ), and at least one selected from R 1 to R 3 is the group represented by Formula 2B,

ii) is selected from C(R 12 )(R 13 ), Si(R 12 )(R 13 ), O, and S, X 12 is selected from C(R 14 )(1R 15 ), O, and S, and at least one selected from R 1 to R 3 is the group represented by Formula 2B,

iii) is selected from C(R 12 )(R 13 ), O, and S, X 12 is selected from C(R 14 )(R 15 ), Si(R 14 )(R 15 ), O, and S, and at least one selected from R 1 to R 3 is the group represented by Formula 2B,

iv) X 11 is Si(R 12 )(R 13 ), X 12 is Si(R 14 )(R 15 ), and at least one selected from R 1 to R 3 is the group represented by Formula 2A,

v) X 11 is Si(R 12 )(R 13 ), and at least one selected from R 1 to R 3 is the group represented by Formula 2A,

vi) X 12 is Si(R 14 )(R 15 ), and at least one selected from R 1 to R 3 is the group represented by Formula 2A, or

vii) X 11 is selected from C(R 12 )(R 13 ), O, and S, X 12 is selected from C(R 14 )(1R 15 ), O, and S, at least one selected from R 1 to R 3 is the group represented by Formula 2A, and R 24 and R 25 are bound to form a saturated ring or an unsaturated ring.

12. The condensed cyclic compound of claim 8 , wherein in Formula 2A, A 21 and A 22 are each independently selected from a benzene group, a naphthalene group, a phenanthrene group, an anthracene group, a triphenylene group, a pyrene group, a chrysene group, a pyridine group, a pyrazine group, a pyrimidine group, a triazine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a benzoisoquinoline group, a 2,6-naphthyridine group, a 1,8-naphthyridine group, a 1,5-naphthyridine group, a 1,6-naphthyridine group, a 1,7-naphthyridine group, a 2,7-naphthyridine group, a quinoxaline group, a quinazoline group, a phenanthridine group, and a phenanthroline group.

13. The condensed cyclic compound of claim 8 , wherein in Formula 2B, A 23 to A 25 are each independently selected from a benzene group, a naphthalene group, a phenanthrene group, an anthracene group, a triphenylene group, a pyrene group, a chrysene group, a pyridine group, a pyrazine group, a pyrimidine group, a triazine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a benzoisoquinoline group, a 2,6-naphthyridine group, a 1,8-naphthyridine group, a 1,5-naphthyridine group, a 1,6-naphthyridine group, a 1,7-naphthyridine group, a 2,7-naphthyridine group, a quinoxaline group, a quinazoline group, a phenanthridine group, a phenanthroline group, a benzofuran group, a benzothiophene group, an indene group, an indole group, a furopyridine group, a thienopyridine group, a cyclopentapyridine group, a pyrrolopyridine group, a dibenzofuran group, a dibenzothiophene group, a fluorene group, a carbazole group, a benzonaphthofuran group, a benzonapthothiophene group, a benzofluorene group, a benzocarbazole group, a dinaphthofuran group, a dinaphthothiophene group, a dibenzofluorene group, a dibenzocarbazole group, a benzoxazole group, a benzothiazole group, a benzimidazole group, a naphthofuran group, a naphthothiophene group, a spiro-bifluorene group, and a spiro-fluorene-indene group.

14. The condensed cyclic compound of claim 8 , wherein L 21 is selected from a single bond, a benzene group, a pentalene group, an indene group, a naphthalene group, an azulene group, a heptalene group, an indacene group, an acenaphthalene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentaphenylene group, a hexacene group, a pyrrole group, an imidazole group, a pyrazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an isoindole group, an indole group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a carbazole group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzoxazole group, a benzimidazole group, a furan group, a benzofuran group, a thiophene group, a benzothiophene group, a thiazole group, an isothiazole group, a benzothiazole group, an iso-oxazole group, an oxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a benzoxazole group, a dibenzofuran group, a dibenzothiophene group, a benzocarbazole group, and a dibenzocarbazole group; and

a benzene group, a pentalene group, an indene group, a naphthalene group, an azulene group, a heptalene group, an indacene group, an acenaphthalene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentaphenylene group, a hexacene group, a pyrrole group, an imidazole group, a pyrazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an isoindole group, an indole group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a carbazole group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzoxazole group, a benzimidazole group, a furan group, a benzofuran group, a thiophene group, a benzothiophene group, a thiazole group, an isothiazole group, a benzothiazole group, an iso-oxazole group, an oxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a benzoxazole group, a dibenzofuran group, a dibenzothiophene group, a benzocarbazole group, and a dibenzocarbazole group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a C 6 -C 29 aryl group, a C 1 -C 20 heteroaryl group, —Si(Q 31 )(Q 32 )(Q 33 ), —N(Q 31 )(Q 32 ), —B(Q 31 )(Q 32 ), —C(═O)(Q 31 ), and —S(═O) 2 (Q 31 ),

wherein Q 31 to Q 33 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono 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 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryl group substituted with a C 1 -C 60 alkyl group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group.

15. The condensed cyclic compound of claim 8 , wherein R 1 to R 3 are each independently selected from the group represented by Formula 2A, the group represented by Formula 2B, hydrogen, deuterium, —F, —Cl, —Br, —I, a cyano group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 )(Q 2 )(Q 3 ), and —N(Q 1 )(Q 2 ),

R 4 to R 15 and R 21 to R 29 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a cyano group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 )(Q 2 )(Q 3 ), and —N(Q 1 )(Q 2 ),

wherein Q 1 to Q 3 are each independently selected from hydrogen, deuterium, a C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, a C 6 -C 60 aryl group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group, and

R 12 and R 13 , R 14 and R 15 , R 24 and R 25 , R 26 and R 27 , and/or R 28 and R 29 are optionally bound to each other to form a saturated ring or an unsaturated ring.

16. The condensed cyclic compound of claim 8 , wherein R 12 and R 13 , R 14 and R 15 , R 24 and R 25 , R 26 and R 27 , and/or R 28 and R 29 are bound to each other to form a group represented by Formula 9-1:

wherein, in Formula 9-1,

X 91 is selected from a single bond, O, S, Se, C(R 93 )(R 94 ), Si(R 93 )(R 94 ), and Ge(R 93 )(R 94 ),

A 91 and A 92 are each independently selected from a C 5 -C 30 carbocyclic group and a C 1 -C 30 heterocyclic group,

R 91 and R 92 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 1 -C 60 heteroaryloxy group, a substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —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 ), and —P(═O)(Q 1 )(Q 2 ),

wherein Q 1 to Q 3 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono 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 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group,

b91 and b92 are each independently an integer from 1 to 10, and

* indicates binding site to a carbon atom in Formulae 1, 2A, and 2B.

17. The condensed cyclic compound of claim 8 , wherein the group represented by Formula 2B is represented by one of Formulae 2B-1 to 2B-5:

wherein, in Formulae 2B-1 to 2B-5,

b22 is 1 or 2, b24 is an integer from 1 to 4,

X 25 is selected from C(R 30 )(R 31 ), Si(R 30 )(R 31 ), N(R 30 ), O, and S,

R 30 and R 31 are each defined the same as R 1 in Formula 1, and

A 23 , A 25 , X 22 to X 24 , L 21 , a21, R 21 to R 23 , b21, and b23 are each defined the same as those in Formula 2B.

18. The condensed cyclic compound of claim 8 , wherein the group represented by Formula 2B is represented by one of Formulae 2B-1(1) to 2B-5(2):

wherein, in Formulae 2B-1(1) to 2B-5(2),

X 22 is selected from C(R 24 )(R 25 ), Si(R 24 )(R 25 ), N(R 24 ), O, and S,

X 23 is selected from C(R 26 )(R 27 ), Si(R 26 )(R 27 ), N(R 26 ), O, and S,

X 24 is selected from C(R 28 )(R 29 ), Si(R 28 )(R 29 ), N(R 28 ), O, and S,

X 25 is selected from C(R 30 )(R 31 ), Si(R 30 )(R 31 ), N(R 30 ), O, and S,

R 30 and R 31 are each defined the same as R 1 in Formula 1,

b21, b23, and b24 are each independently an integer from 1 to 4, b22 is 1 or 2, and

L 21 , a21, and R 21 to R 29 are each defined the same as those in Formula 2B.

19. The condensed cyclic compound of claim 8 , wherein the group represented by Formula 2B is represented by one of Formulae 2B-1-a to 2B-5-b:

wherein, in Formulae 2B-1-a to 2B-5-b,

X 23 is selected from C(R 26 )(R 27 ), Si(R 26 )(R 27 ), N(R 26 ), O, and S,

X 24 is selected from C(R 28 )(R 29 ), Si(R 28 )(R 29 ), N(R 28 ), O, and S,

X 25 is selected from C(R 30 )(R 31 ), Si(R 30 )(R 31 ), N(R 30 ), O, and S,

X 202 to X 204 are each independently selected from C(R 32 )(R 33 ) and Si(R 32 )(R 33 ),

R 30 and R 33 are each defined the same as R 1 in Formula 1,

b21, b23, and b24 are each independently an integer from 1 to 4, b22 is 1 or 2, and

L 21 , a21, and R 21 to R 29 are each defined the same as those in Formula 2B.

20. The condensed cyclic compound of claim 8 , being selected from Compounds 1 to 23: