Condensed cyclic compound and organic light-emitting device including the same

1. A condensed cyclic compound represented by Formulae 1A or 1B:

wherein in Formulae 1A and 1B,

X 1 is N or C(R 1 ), X 2 is N or C(R 2 ), X 3 is N or C(R 3 ), X 4 is N or C(R 4 ), X 5 is N or C(R 5 ), X 6 is N or C(R 6 ), X 7 is N or C(R 7 ), X 8 is N or C(R 8 ), X 11 is N or C(R 11 ), X 12 is N or C(R 12 ), X 13 is N or C(R 13 ), X 14 is N or C(R 14 ), X 15 is N, C or C(R 15 ), X 16 is N, C or C(R 16 ), X 17 is N, C, or C(R 17 ), and X 18 is N, C, or C(R 18 ), and when X 15 is C, X 15 is connected with *-(L 2 ) a2 -*′, when X 16 is C, X 16 is connected with *-(L 2 ) a2 -*′, when X 17 is C, X 17 is connected with *-(L 2 ) a2 -*′, and when X 18 is C, X 18 is connected with *-(L 2 ) a2 -*′,

X 21 is selected from O, S, Se, C(R 21 )(R 22 ), Si(R 21 )(R 22 ), and N(R 23 ),

X 22 is selected from O, S, Se, C(R 24 )(R 25 ), Si(R 24 )(R 25 ), and N(R 26 ),

X 23 is selected from O, S, Se, C(R 27 )(R 28 ), and Si(R 27 )(R 28 ),

L 1 and L 2 are each independently selected from

a phenylene group, a pyridinylene group, a fluorenylene group, a dibenzofuranylene group, and a dibenzothiophenylene group;

a phenylene group, a pyridinylene group, a fluorenylene group, a dibenzofuranylene group, and a dibenzothiophenylene group, each substituted with at least one of a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and —Si(Q 1 )(Q 2 )(Q 3 ); and

—Si(R 41 )(R 42 )—, —O—, —S—, and —Se—,

wherein a1 and a2 are each independently an integer selected from 0 to 5, and when a1 is 2 or more, 2 or more groups L 1 are identical to or different from each other, and when a2 is 2 or more, 2 or more groups L 2 are identical to or different from each other,

provided that when a1 is 1, L 1 is selected from

a phenylene group, a fluorenylene group, a dibenzofuranylene group, and a dibenzothiophenylene group;

a phenylene group, a fluorenylene group, a dibenzofuranylene group, and a dibenzothiophenylene group, each substituted with at least one of a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and —Si(Q 1 )(Q 2 )(Q 3 );

R 1 to R 8 , R 11 to R 18 , and R 31 to R 34 are each independently selected from

a hydrogen, a deuterium, —F, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, and a C 1 -C 20 alkoxy group;

a C 1 -C 20 alkyl group and a C 1 -C 20 alkoxy group, each substituted with at least one of a deuterium, —F, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, and a phosphoric acid group or a salt thereof;

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group;

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one of a deuterium, —F, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and —Si(Q 11 )(Q 12 )(Q 13 ); and

—Si(Q 21 )(Q 22 )(Q 23 ), and

b1 and b3 are each independently 1, 2, or 3, and b2 and b4 are each independently 1, 2, 3, or 4, and when b1 is 2 or more, 2 or more groups R 31 are identical to or different from each other, when b2 is 2 or more, 2 or more groups R 32 are identical to or different from each other, when b3 is 2 or more, 2 or more groups R 33 are identical to or different from each other, and when b4 is 2 or more, 2 or more groups R 34 are identical to or different from each other,

in Formula 1A, i) at least one of X 3 and X 7 is C(CN), ii) at least one of groups R 31 (s) in the number of b1 and groups R 32 in the number of b2 is a cyano group, or iii) at least one of X 3 and X 7 is C(CN) and at least one of groups R 31 in the number of b1 and groups R 32 in the number of b2 is a cyano group,

in Formula 1B, i) at least one of X 13 and X 17 is C(CN), ii) at least one of groups R 33 in the number of b3 and groups R 34 in the number of b4 is a cyano group, or iii)) at least one X 13 and X 17 is C(CN) and at least one of groups R 33 in the number of b3 and groups R 34 in the number of b4 is a cyano group,

R 21 to R 29 , R 41 , R 42 , Q 1 to Q 3 , Q 11 to Q 13 , and Q 21 to Q 23 are each independently selected from

a C 1 -C 20 alkyl group and a C 1 -C 20 alkoxy group;

a C 1 -C 20 alkyl group and a C 1 -C 20 alkoxy group, each substituted with at least one of a deuterium, —F, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, and a phosphoric acid group or a salt thereof;

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one of a deuterium, —F, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

2. The condensed cyclic compound of claim 1 , wherein in Formulae 1A, X 1 is C(R 1 ), X 2 is C(R 2 ), X 3 is C(R 3 ), X 4 is C(R 4 ), X 5 is C(R 5 ), X 6 is C(R 6 ), X 7 is C(R 7 ), X 8 is C(R 8 ), X 11 is C(R 11 ), X 12 is C(R 12 ), X 13 is C(R 13 ), and X 14 is C(R 14 ).

3. The condensed cyclic compound of claim 1 , wherein R 1 , R 2 , R 4 , R 5 , R 6 , and R 8 in Formula 1A are not a cyano group, and R 11 , R 12 , and R 14 in Formula 1B are not a cyano group.

4. The condensed cyclic compound of claim 1 , wherein in Formula 1B,

X 21 is selected from O, S, C(R 21 )(R 22 ), and N(R 23 ),

X 22 is selected from O, S, C(R 24 )(R 25 ), and N(R 26 ),

X 23 is selected from O, S, and C(R 27 )(R 28 ),

R 21 , R 22 , R 24 , R 25 , R 27 , and R 28 are each independently selected from

a C 1 -C 20 alkyl group and a C 1 -C 20 alkoxy group;

a C 1 -C 20 alkyl group and a C 1 -C 20 alkoxy group, each substituted with at least one of a deuterium, —F, and a cyano group;

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one of a deuterium, —F, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, and

R 23 , R 26 , and R 29 are each independently selected from

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one of a deuterium, —F, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

5. The condensed cyclic compound of claim 1 , wherein a1 and a2 are not 0.

6. The condensed cyclic compound of claim 1 , wherein a1 and a2 are not 0,

L 1 and L 2 are selected from groups represented by Formulae 2-1 to 2-18,

groups L 1 in the number of a1 in Formula 1A comprises at least one of the groups of Formulae 2-3 to 2-18, and

groups L 2 in the number of a2 in Formula 1B comprises at least one of the groups of Formulae 2-3 to 2-18

wherein in Formulae 2-1 to 2-18,

X 31 is O, S, or C(Z 7 )(Z 8 ), and

Z 1 to Z 8 are each independently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and —Si(Q 1 )(Q 2 )(Q 3 ),

wherein Q 1 to Q 3 are each independently selected from a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

7. The condensed cyclic compound of claim 6 , wherein a1 and b1 are 1, and L 1 and L 2 are represented by Formula 2-3.

8. The condensed cyclic compound of claim 1 , wherein R 1 to R 8 , R 11 to R 18 , and R 31 to R 34 are each independently selected from

a hydrogen, a deuterium, —F, a hydroxyl group, a cyano group, a C 1 -C 10 alkyl group, and a C 1 -C 10 alkoxy group;

a C 1 -C 10 alkyl group and a C 1 -C 10 alkoxy group, each substituted with at least one of a deuterium, —F, a hydroxyl group and a cyano group;

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group;

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one of a deuterium, —F, a hydroxyl group, a cyano group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and —Si(Q 11 )(Q 12 )(Q 13 ); and

—Si(Q 21 )(Q 22 )(Q 23 ),

wherein Q 11 to Q 13 and Q 21 to Q 23 are each independently selected from a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

9. The condensed cyclic compound of claim 1 , represented by one of Formulae 1A(1) to 1A(4):

wherein, in Formulae 1A(1) to 1A(4), X 1 to X 8 , X 21 , L 1 , a1, R 31 , R 32 , b1, and b2 are the same as in claim 1 .

10. The condensed cyclic compound of claim 1 , represented by one of Formulae 1A-A to 1A-D:

wherein, in Formulae 1A-A to 1A-D, X 1 to X 8 , X 21 , L 1 , a1, R 31 , and R 32 are the same as in claim 1 .

11. The condensed cyclic compound of claim 1 , represented by one of Formulae 1B(1) to 1B(16):

wherein, in Formulae 1B(1) to 1B(16), X 11 to X 18 , X 22 , X 23 , L 2 , a2, R 15 , R 33 , R 34 , b3, and b4 are the same as in claim 1 .

12. The condensed cyclic compound of claim 1 , represented by one of Formulae 1B-A to 1B-P:

wherein, in Formulae 1B-A to 1B-P, X 11 to X 18 , X 22 , X 23 , L 2 , a2, R 33 , and R 34 are the same as in claim 1 .

13. The condensed cyclic compound of claim 1 , represented by one of Formulae 1A-1 to 1A-4:

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

X 21 is selected from O, S, C(R 21 )(R 22 ), and N(R 23 ),

wherein R 21 and R 22 are each independently selected from

a C 1 -C 10 alkyl group and a C 1 -C 10 alkoxy group;

a C 1 -C 20 alkyl group and a C 1 -C 20 alkoxy group, each substituted with at least one of a deuterium, —F, and a cyano group;

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one of a deuterium, —F, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,

R 23 is selected from

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one of a deuterium, —F, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,

L 1 is represented by Formula 2-3 (wherein, in Formula 2-3, Z 1 to Z 4 are each independently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group),

a1 is 0 or 1,

R 1 , R 2 , R 4 , R 5 , R 6 , and R 8 are each independently selected from a hydrogen, a deuterium, —F, a hydroxyl group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and —Si(Q 21 )(Q 22 )(Q 23 ),

R 3 , R 7 , R 31 , and R 32 are each independently selected from a hydrogen, a deuterium, —F, a hydroxyl group, a cyano group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and —Si(Q 21 )(Q 22 )(Q 23 ),

wherein Q 21 to Q 23 are each independently selected from a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, and

at least one of R 3 , R 7 , R 31 , and R 32 in Formulae 1A-1, 1A-2, and 1A-4 is a cyano group, and at least one of R 3 , R 7 , and R 32 in Formula 1A-3 is a cyano group.

14. The condensed cyclic compound of claim 1 , represented by one of Formulae 1B-1 to 1B-4:

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

X 22 is selected from O, S, C(R 24 )(R 25 ), and N(R 26 ),

X 23 is selected from O, S, and C(R 27 )(R 28 ),

R 24 , R 25 , R 27 , and R 28 are each independently selected from

a C 1 -C 10 alkyl group and a C 1 -C 10 alkoxy group;

a C 1 -C 20 alkyl group and a C 1 -C 20 alkoxy group, each substituted with at least one of a deuterium, —F, and a cyano group;

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one of a deuterium, —F, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,

R 26 and R 29 are each independently selected from

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one of a deuterium, —F, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,

L 2 is represented by Formula 2-3 (wherein, in Formula 2-3, Z 1 to Z 4 are each independently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group),

a2 is 0 or 1,

R 11 , R 12 , R 14 , R 15 , R 16 , and R 18 are each independently selected from a hydrogen, a deuterium, —F, a hydroxyl group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and —Si(Q 21 )(Q 22 )(Q 23 ), and

R 13 , R 17 , R 33 , and R 34 are each independently selected from a hydrogen, a deuterium, —F, a hydroxyl group, a cyano group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and —Si(Q 21 )(Q 22 )(Q 23 ),

wherein Q 21 to Q 23 are each independently selected from a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, and

at least one of R 13 , R 17 , R 33 , and R 34 in Formulae 1B-1 and 1B-2 is a cyano group, at least one of R 13 , R 33 , and R 34 in Formula 1B-3 is a cyano group, and at least one of R 13 and R 34 in Formula is a cyano group.

15. The condensed cyclic compound of claim 1 , comprising at least one of Compounds 1 to 72:

16. An organic light-emitting device, comprising

a first electrode;

a second electrode; and

an organic layer disposed between the first electrode and the second electrode,

wherein the organic layer comprises an emission layer, and

wherein the organic layer comprises at least one condensed cyclic compound of Formulae 1A and 1B of claim 1 .

17. The organic light-emitting device of claim 16 , wherein

the first electrode is an anode;

the second electrode is a cathode; and

the organic layer further comprises

i) a hole transport region disposed between the first electrode and the emission layer, wherein the hole transport region comprises at least one of a hole injection layer, a hole transport layer, and an electron blocking layer; and

ii) an electron transport region disposed between the emission layer and the second electrode, wherein the electron transport region comprises at least one of a hole blocking layer, an electron transport layer, and an electron injection layer.

18. The organic light-emitting device of claim 16 , wherein the emission layer comprises the condensed cyclic compound of Formulae 1A or 1B.

19. The organic light-emitting device of claim 16 , wherein the emission layer comprises the condensed cyclic compound of Formulae 1A or 1B, and further comprises a phosphorescent dopant.

20. The organic light-emitting device of claim 19 , wherein the phosphorescent dopant comprises an organometallic compound represented by Formula 81:

wherein, in Formula 81,

M is selected from iridium, platinum, osmium, titanium, zirconium, hafnium, europium, terbium, and thulium,

Y 1 to Y 4 are each independently C or N,

Y 1 and Y 2 are linked with each other by a single bond or a double bond, and Y 3 and Y 4 are linked with each other by a single bond or a double bond,

CY 1 and CY 2 are each independently selected from a benzene, a naphthalene, a fluorene, a spiro-fluorene, an indene, a pyrrole, a thiophene, a furan, an imidazole, a pyrazole, a thiazole, an isothiazole, an oxazole, an isoxazole, a pyridine, a pyrazine, a pyrimidine, a pyridazine, a quinoline, an isoquinoline, a benzoquinoline, a quinoxaline, a quinazoline, a carbazole, a benzoimidazole, a benzofuran, a benzothiophene, an isobenzothiophene, a benzoxazole, an isobenzoxazole, a triazole, a tetrazole, an oxadiazole, a triazine, a dibenzofuran, and a dibenzothiophene, wherein CY 1 and CY 2 are optionally additionally linked with each other by an organic linking group,

R 81 and R 82 are each independently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, —SF 5 , 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 monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q 1 )(Q 2 ), —Si(Q 3 )(Q 4 )(Q 5 ), and —B(Q 6 )(Q 7 ),

a81 and a82 are each independently an integer selected from 1 to 5,

n81 is an integer selected from 0 to 4,

n82 is 1, 2, or 3, and

L 81 is a monovalent organic ligand, a divalent organic ligand, or a trivalent organic ligand.