Organic light-emitting device
View Patent ↗Embodiments of the present invention are directed to a heterocyclic compound and an organic light-emitting device including the heterocyclic compound. The organic light-emitting devices using the heterocyclic compounds have high-efficiency, low driving voltages, high brightness and long lifespans.
1. A heterocyclic compound comprising a compound represented by Formula 1 below:
wherein each of R 1 through R 11 is independently selected from the group consisting of hydrogen atoms, heavy hydrogen atoms, substituted and unsubstituted C 1 -C 50 alkyl groups, substituted and unsubstituted C 3 -C 50 cycloalkyl groups, substituted and unsubstituted C 1 -C 50 alkoxy groups, substituted and unsubstituted C 5 -C 50 aryloxy groups, substituted and unsubstituted C 5 -C 50 arylthio groups, substituted and unsubstituted C 5 -C 60 aryl groups, amino groups substituted with at least one C 5 -C 50 aryl group, substituted and unsubstituted C 4 -C 60 heteroaryl groups, substituted and unsubstituted C 6 -C 60 condensed polycyclic groups, halogen atoms, cyano groups, nitro groups, hydroxyl groups, and carboxyl groups, wherein two or more neighboring substituents selected from R 1 through R 11 may optionally combine to form an aromatic ring, and
wherein at least one of R 1 or R 7 is independently selected from the group consisting of heavy hydrogen atoms, substituted and unsubstituted C 1 -C 50 alkyl groups, substituted and unsubstituted C 3 -C 50 cycloalkyl groups, substituted and unsubstituted C 1 -C 50 alkoxy groups, substituted and unsubstituted C 5 -C 50 aryloxy groups, substituted and unsubstituted C 5 -C 50 arylthio groups, substituted and unsubstituted C 5 -C 60 aryl groups, amino groups substituted with at least one C 5 -C 50 aryl group, substituted and unsubstituted C 4 -C 60 heteroaryl groups, substituted and unsubstituted C 6 -C 60 condensed polycyclic groups, halogen atoms, cyano groups, nitro groups, hydroxyl groups, and carboxyl groups.
2. The heterocyclic compound of claim 1 , wherein R 1 is selected from the group consisting of:
unsubstituted monocyclic to tricyclic aryl groups selected from the group consisting of phenyl groups, naphthyl groups, biphenyl groups, terphenyl groups, anthracenyl groups, fluorenyl groups, and carbazolyl groups; and
substituted monocyclic to tricyclic aryl group selected from the group consisting of phenyl groups, naphthyl groups, biphenyl groups, terphenyl groups, anthracenyl groups, fluorenyl groups, and carbazolyl groups substituted with at least one substituent selected from the group consisting of C 1 -C 5 alkyl groups, C 1 -C 5 alkoxy groups, cyano groups, amine groups, phenoxy groups, phenyl groups and halogen groups.
3. The heterocyclic compound of claim 1 , wherein R 7 is selected from the group consisting of:
unsubstituted monocyclic to tricyclic aryl groups selected from the group consisting of phenyl groups, naphthyl groups, biphenyl groups, terphenyl groups, anthracenyl groups, fluorenyl groups and carbazolyl groups;
unsubstituted C 12 -C 50 arylamine groups;
substituted monocyclic to tricyclic aryl group selected from the group consisting of phenyl groups, naphthyl groups, biphenyl groups, terphenyl groups, anthracenyl groups, fluorenyl groups, and carbazolyl groups substituted with at least one substituent selected from the group consisting of C 1 -C 5 alkyl groups, C 1 -C 5 alkoxy groups, cyano groups, amine groups, phenoxy groups, phenyl groups, and halogen groups; and
C 12 -C 50 arylamine groups substituted with at least one substituent selected from the group consisting of C 1 -C 5 alkyl groups, C 1 -C 4 alkoxy groups, cyano groups, amine groups, phenoxy groups, phenyl groups, and halogen groups.
4. The heterocyclic compound of claim 1 , wherein each of R 2 and R 3 is independently selected from the group consisting of methyl groups and phenyl groups.
5. The heterocyclic compound of claim 1 , wherein each of R 5 and R 10 is independently selected from the group consisting of t-butyl groups, phenyl groups, naphthyl groups, and fluorenyl groups.
6. The heterocyclic compound of claim 1 , wherein the compound represented by Formula 1 comprises a compound selected from the group consisting of Compounds 11, 29, 43, 56, 74 and 82:
7. An organic light-emitting device comprising:
a first electrode;
a second electrode; and
an organic layer between the first electrode and the second electrode,
wherein the organic layer comprises the heterocyclic compound of claim 1 .
8. The organic light-emitting device of claim 7 , wherein the organic layer comprises an electron injection layer or an electron transport layer.
9. The organic light-emitting device of claim 7 , wherein the organic layer comprises a single layer having both electron injection and electron transport capabilities.
10. The organic light-emitting device of claim 7 , wherein the organic layer comprises an emission layer.
11. The organic light-emitting device of claim 7 , wherein the organic layer comprises an emission layer, and the heterocyclic compound is a host for the emission layer of a fluorescent or phosphorescent device.
12. The organic light-emitting device of claim 7 , wherein the organic layer comprises an emission layer, and the heterocyclic compound is a fluorescent dopant of the emission layer.
13. The organic light-emitting device of claim 7 , wherein the organic layer comprises an emission layer, and an electron injection layer or an electron transport layer, wherein the emission layer comprises an anthracene compound or an arylamine compound or a styryl compound.
14. The organic light-emitting device of claim 7 , wherein the organic layer comprises an emission layer, and an electron injection layer or an electron transport layer, wherein the emission layer comprises a red emission layer, a green emission layer, a blue emission layer or a white emission layer that comprises a phosphorescent compound.
15. The organic light-emitting device of claim 7 , wherein the organic layer comprises at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an electron blocking layer, an emission layer, a hole blocking layer, an electron transport layer, and an electron injection layer.
16. The organic light-emitting device of claim 15 , wherein the organic light-emitting device comprises a first electrode/hole injection layer/emission layer/second electrode structure, or a first electrode/hole injection layer/hole transport layer/emission layer/electron transport layer/second electrode structure, or a first electrode/hole injection layer/hole transport layer/emission layer/electron transport layer/electron injection layer/second electrode layer structure.
17. A flat panel display device, comprising the organic light-emitting device of claim 7 , 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.
18. An organic light-emitting device comprising:
a first electrode;
a second electrode; and
an organic layer between the first electrode and the second electrode,
wherein the organic layer comprises at least one layer comprising the heterocyclic compound of claim 1 , the at least one layer being formed using a wet process.