IP Library Granted Patent US 7,718,278
Granted Patent B2
US 7,718,278 · App. 11/832,791 · Granted May 18, 2010

Anthrancene derivative compound and organic light-emitting device including the same

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Quick Facts
Patent No.
US 7,718,278
App. No.
11/832,791
Granted
May 18, 2010
Kind
B2
Abstract

Provided is an anthracene derivative compound represented by Formula 1 below and an organic light-emitting device using the same: wherein Ar 1 , Ar 2 , R 1 , R 2 , R′, m, n, j, k, and X are as defined in the specification. The anthracene derivative compound is advantageously used in the production of an organic light-emitting device with better driving voltage, efficiency, and color purity.

Claims (38)

1. An anthracene derivative compound represented by Formula 1 below:

wherein,

Ar 1 and Ar 2 are each independently selected from the group consisting of a substituted or unsubstituted C 5 -C 30 aryl group, a substituted or unsubstituted C 1 -C 30 cycloaryl group, and a substituted or unsubstituted C 6 -C 30 arylalkyl group;

X is O,

where R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are each independently hydrogen or a substituted or unsubstituted C 1 -C 12 alkyl group;

n, m, j, and k are each independently 0 or 1;

R 1 and R 2 are each independently selected from the group consisting of hydrogen, halogen, a cyano group, a hydroxyl group, a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 3 -C 20 cycloalkyl group, a substituted or unsubstituted C 5 -C 20 heterocycloalkyl group, a substituted or unsubstituted C 1 -C 20 alkoxy group, a substituted or unsubstituted C 6 -C 20 aryl group, a substituted or unsubstituted C 6 -C 20 arylalkyl group, and a substituted or unsubstituted C 2 -C 20 heteroaryl group; and

R′ is a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 3 -C 20 cycloalkyl group, a substituted or unsubstituted C 1 -C 20 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, or a substituted or unsubstituted C 6 -C 30 aralkyl group.

2. The anthracene derivative compound of claim 1 , represented by Formula 2 below:

wherein,

Ar 1 and Ar 2 are each independently selected from the group consisting of a substituted or unsubstituted C 5 -C 20 aryl group, a substituted or unsubstituted C 1 -C 30 cycloaryl group, and a substituted or unsubstituted C 6 -C 30 arylalkyl group;

X is O,

where R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are each independently hydrogen or a substituted or unsubstituted C 1 -C 12 alkyl group;

n, m, j, and k are each independently 0 or 1; and

R′ is a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 3 -C 20 cycloalkyl group, a substituted or unsubstituted C 1 -C 20 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, or a substituted or unsubstituted C 6 -C 30 aralkyl group.

3. The anthracene derivative compound of claim 1 , represented by Formula 3 below:

wherein,

Ar 1 and Ar 2 are each independently selected from the group consisting of a substituted or unsubstituted C 5 -C 30 aryl group, a substituted or unsubstituted C 1 -C 30 cycloaryl group, and a substituted or unsubstituted C 6 -C 30 arylalkyl group;

n, m, j, and k are each independently 0 or 1; and

R′ is a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 3 -C 20 cycloalkyl group, a substituted or unsubstituted C 1 -C 20 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, or a substituted or unsubstituted C 6 -C 30 aralkyl group.

4. The anthracene derivative compound of claim 1 , represented by Formula 4 below:

wherein,

Ar 1 and Ar 2 are each independently selected from the group consisting of a substituted or unsubstituted C 5 -C 30 aryl group, a substituted or unsubstituted C 1 -C 30 cycloaryl group, and a substituted or unsubstituted C 6 -C 30 arylalkyl group;

n, m, j, and k are each independently 0 or 1; and

R′ is a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 3 -C 20 cycloalkyl group, a substituted or unsubstituted C 1 -C 20 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, or a substituted or unsubstituted C 6 -C 30 aralkyl group.

5. The anthracene derivative compound of claim 1 , represented by Formula 5 below:

wherein,

Ar 1 and Ar 2 are each independently selected from the group consisting of a substituted or unsubstituted C 5 -C 30 aryl group, a substituted or unsubstituted C 1 -C 30 cycloaryl group, and a substituted or unsubstituted C 6 -C 30 arylalkyl group;

n, m, j, and k are each independently 0 or 1; and

R′ is a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 3 -C 20 cycloalkyl group, a substituted or unsubstituted C 1 -C 20 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, or a substituted or unsubstituted C 6 -C 30 aralkyl group.

6. The anthracene derivative compound of claim 1 , selected from compounds represented by Formulae 6 through 11 below:

7. An organic light-emitting device comprising:

a first electrode;

a second electrode; and

at least one organic layer interposed between the first electrode and the second electrode, the organic layer comprising the compound of claim 1 .

8. The organic light-emitting device of claim 7 , wherein the organic layer is an emitting layer.

9. The organic light-emitting device of claim 7 , further comprising at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, and an electron injection layer, interposed between the first electrode and the second electrode.

10. The organic light-emitting device of claim 9 , having the structure of first electrode/hole injection layer/emitting layer/electron transport layer/electron injection layer/second electrode, first electrode/hole injection layer/hole transport layer/emitting layer/electron transport layer/electron injection layer/second electrode, or first electrode/hole injection layer/hole transport layer/emitting layer/hole blocking layer/electron transport layer/electron injection layer/second electrode.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2012
From: SAMSUNG ELECTRONICS CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 029093/0177 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 2, 2007
From: LYU, YI-YEOL; SON, JHUN-MO; RAGINI, DAS RUPASREE; CHOI, BYOUNG-KI
To: SAMSUNG ELECTRONICS CO., LTD
Reel/Frame 019637/0901 →