Heterocyclic compound and organic light-emitting device containing the same

1. A compound represented by Formula 1 below:

wherein, in Formula 1, R 1 through R 12 are each independently a hydrogen atom, a heavy hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 1 -C 60 alkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, an amino group substituted with a C 6 -C 50 aryl group, a substituted or unsubstituted C 3 -C 60 heteroaryl group, or a substituted or unsubstituted C 6 -C 60 condensed polycyclic group, and

wherein, optionally, adjacent substituents from among R 1 through R 5 or adjacent substituents from among R 6 through R 10 are connected to each other to form a ring.

2. The compound of claim 1 , wherein, in Formula 1, R 1 to R 12 are each independently selected from the group consisting of a hydrogen atom, a heavy hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted C 1 -C 20 alkyl group, and a substituted or unsubstituted C 1 -C 20 alkenyl group.

3. The compound of claim 1 , wherein, in Formula 1, R 1 to R 12 are each independently one of Formulae 2a to 2i below:

wherein, in Formulae 2a to 2i,

Q 1 is represented by —C(R 13 )(R 14 )—, —N(R 15 )—, —N(—*)-, —S—, or —O—;

Y 1 , Y 2 , and Y 3 are each independently represented by —N═, —N(—*)-, —S—, —O—, —C(R 16 )═, or —C(—*)=;

Z 1 , Z 2 , Ar 12 , Ar 13 , R 13 , R 14 , R 15 , and R 16 are each independently selected from the group consisting of a lone pair electron, a hydrogen atom, a heavy hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 6 -C 20 aryl group, a substituted or unsubstituted C 3 -C 20 heteroaryl group, a substituted or unsubstituted C 6 -C 20 condensed polycyclic group, a halogen atom, a cyano group, a nitro group, a hydroxy group, and a carboxyl group;

Ar 11 is selected from the group consisting of a substituted or unsubstituted C 1 -C 20 alkylene group, a substituted or unsubstituted C 6 -C 20 arylene group, and a substituted or unsubstituted C 3 -C 20 heteroarylene group;

p is an integer from 1 to 10;

r is an integer from 0 to 5; and

* indicates a binding site.

4. The compound of claim 1 , wherein, in Formula 1, R 1 to R 12 are each independently one of Formulae 3a to 3d below:

wherein, in Formulae 3a to 3d, Y 1 and Y 2 are each represented by —N═— or —C(R 16 )═;

Z 1 and Z 2 are selected from the group consisting of a hydrogen atom, a heavy hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 6 -C 20 aryl group, a substituted or unsubstituted C 3 -C 20 heteroaryl group, a substituted or unsubstituted C 6 -C 20 condensed polycyclic group, a halogen atom, a cyano group, a nitro group, a hydroxy group, and a carboxyl group;

p and q are each an integer from 1 to 5; and

* indicates a binding site.

5. The compound of claim 1 , wherein the compound represented by Formula 1 is a symmetrical compound.

6. The compound of claim 1 , wherein, in Formula 1, R 1 to R 12 are each independently selected from the group consisting of a hydrogen atom, a heavy hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 1 -C 20 alkenyl group, and one of Formulae 2a to 2i below, and the compound represented by Formula 1 is a symmetrical compound:

wherein, in Formulae 2a through 2i,

Q 1 is represented by —C(R 13 )(R 14 )—, —N(R 15 )—, —N(—*)-, —S—, or —O—;

Y 1 , Y 2 , and Y 3 are each independently represented by —N═, —N(—*)-, —S—, —O—, —C(R 16 )═, or —C(—*)=;

Z 1 , Z 2 , Ar 12 , Ar 13 , R 13 , R 14 , R 15 , and R 16 are each independently selected from the group consisting of a lone pair electron, a hydrogen atom, a heavy hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 6 -C 20 aryl group, a substituted or unsubstituted C 3 -C 20 heteroaryl group, a substituted or unsubstituted C 6 -C 20 condensed polycyclic group, a halogen atom, a cyano group, a nitro group, a hydroxy group, and a carboxyl group;

Ar 11 is selected from the group consisting of a substituted or unsubstituted C 1 -C 20 alkylene group, a substituted or unsubstituted C 6 -C 20 arylene group, and a substituted or unsubstituted C 3 -C 20 heteroarylene group;

p is an integer from 1 to 10;

r is an integer from 0 to 5; and

* indicates a binding site.

7. The compound of claim 1 , wherein the compound represented by Formula 1 comprises one of Compounds below:

8. An organic light-emitting device comprising:

a first electrode;

a second electrode; and

an organic layer interposed between the first electrode and the second electrode, the organic layer comprising a first layer comprised of the compound represented by Formula 1 of claim 1 .

9. The organic light-emitting device of claim 8 , wherein the first layer comprises a hole injection layer (HIL), a hole transport layer (HTL), a functional layer having both hole injecting and hole transporting capabilities, an electron injection layer (EIL), an electron transporting layer (ETL), or a functional layer having both electron injecting and electron transporting capabilities.

10. The organic light-emitting device of claim 8 , wherein the first layer is a light-emitting layer (EML), and the compound represented by Formula 1 is used as a host for a fluorescence or phosphorescence device.

11. The organic light-emitting device of claim 8 , wherein the organic layer comprises a light emitting layer (EML), a hole transporting layer (HTL), and an electron transporting layer (ETL), the first layer is the EML, and the EML further comprises an anthracene compound, an arylamine compound, or a styryl compound.

12. The organic light-emitting device of claim 8 , wherein the organic layer comprises a light emitting layer (EML), a hole transporting layer (HTL), and an electron transporting layer (ETL), the first layer is the EML, and the EML includes at least one of a red layer, a green layer, a blue layer, and a white layer, and any one of the red layer, the green layer, the blue layer, and the white layer of the EML further comprises a phosphorescent compound.

13. The organic light-emitting device of claim 8 , wherein the first layer is a blue light emitting layer (EML).

14. The organic light-emitting device of claim 8 , wherein the first layer is a blue light emitting layer (EML); and the compound represented by Formula 1 is used as a blue host.

15. The organic light-emitting device of claim 8 , wherein the organic layer comprises a hole injection layer (HIL), a hole transporting layer (HTL), a functional layer having both hole injecting and hole transporting capabilities, a light emitting layer (EML), a hole blocking layer (HBL), an electron transporting layer (ETL), an electron injection layer (EIL), or a combination of at least two thereof.

16. The organic light-emitting device of claim 15 , wherein at least one of the HIL, the HTL, and the functional layer having both hole injecting and hole transporting capabilities comprises a charge-generating material.

17. The organic light-emitting device of claim 15 , wherein the ETL comprises an electron-transporting organic compound and a metal-containing material.

18. The organic light-emitting device of claim 17 , wherein the metal-containing material comprises a lithium (Li) complex.

19. The organic light-emitting device of claim 8 , wherein the first layer is formed by using a wet method using the compound represented by formula 1 below:

wherein, in Formula 1, R 1 through R 12 are each independently a hydrogen atom, a heavy hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 1 -C 60 alkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, an amino group substituted with a C 6 -C 50 aryl group, a substituted or unsubstituted C 3 -C 60 heteroaryl group, or a substituted or unsubstituted C 6 -C 60 condensed polycyclic group, and

wherein, optionally, adjacent substituents from among R 1 through R 5 or adjacent substituents from among R 6 through R 10 are connected to each other to form a ring.

20. A flat panel display device comprising the organic light-emitting device of claim 8 , wherein the first electrode of the organic light-emitting device is electrically connected to a source electrode or a drain electrode of a thin film transistor.