IP Library Granted Patent US 8,012,607
Granted Patent B2
US 8,012,607 · App. 12/073,549 · Granted Sep 6, 2011

Cyclopentaphenanthrene-based compound and organic light emitting device employing the same

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Quick Facts
Patent No.
US 8,012,607
App. No.
12/073,549
Granted
Sep 6, 2011
Kind
B2
Abstract

Provided are a cyclopentaphenanthrene-based compound represented by Formula 1 below and an organic light emitting device employing the same. Here, Y and Ar are described in the detailed description.

Claims (26)

1. A cyclopentaphenanthrene-based compound represented by Formula 1 below:

wherein Y is a bivalent linking group and selected from the group consisting of a substituted or unsubstituted C6-C30 arylene group and a substituted or unsubstituted C2-C30 heteroarylene group;

at least one of the Ar groups is a substituent represented by Formula 7 or 8 below, and the others, which are identical to or different from each other, are a substituted or unsubstituted C6-C30 aryl group:

wherein R 1 ′, R 2 ′, R 10 and R 11 are each independently selected from the group consisting of a hydrogen atom a halogen atom a cyano group, a hydroxyl group a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C5-C30 heterocycloalkyl group, a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C6-C30 aryl group a substituted or unsubstituted C6-C30 aralkyl group and a substituted or unsubstituted C2-C30 heteroaryl group; and

R 3 to R 9 are each independently selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C5-C30 heterocycloalkyl group, a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C6-C30 aralkyl group and a substituted or unsubstituted C2-C30 heteroaryl group;

m is 1, 2 or 3; and

Q is a bivalent group represented by one of the formulae below:

2. The cyclopentaphenanthrene-based compound of claim 1 , wherein at least one of Ar groups is a substituent represented by Formula 7, which is represented by any one of Formulae 3 to 6 below:

wherein R 10 to R 12 is selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C5-C30 heterocycloalkyl group, a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C6-C30 aralkyl group and a substituted or unsubstituted C2-C30 heteroaryl group;

A is an oxygen atom, a sulfur atom or —(CH 2 ) p—, wherein p is an integer of 1 to 5; and

R 3 to R 9 are each independently selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C5-C30 heterocycloalkyl group, a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C6-C30 aralkyl group and a substituted or unsubstituted C2-C30 heteroaryl group;

m is 1, 2 or 3; and

Q is a bivalent group represented by one of the formulae below:

3. The cyclopentaphenanthrene-based compound of claim 1 , wherein Y is a bivalent linking group represented by any one of the compounds represented by formulae below:

wherein R′ is selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C5-C30 heterocycloalkyl group and a substituted or unsubstituted C1-C20 alkoxy group.

4. The cyclopentaphenanthrene-based compound of claim 1 , wherein at least one of the Ar groups is a substituent represented by Formula 7 or 8, and the others, which are identical to or different from each other, are selected from the group consisting of the formulae below:

wherein R′ is selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C5-C30 heterocycloalkyl group and a substituted or unsubstituted C1-C20 alkoxy group.

5. The cyclopentaphenanthrene-based compound of claim 1 , being one of the compounds represented by Formulae 10 to 32, and 35 to 40 below:

6. An organic light emitting device comprising:

a first electrode;

a second electrode; and

at least one organic layer between the first electrode and the second electrode,

wherein the organic layer comprises a compound according to any one of the claims 1 , 2 , 3 , 4 , or 5 .

7. The organic light emitting device of claim 6 , wherein the organic layer is selected from the group consisting of an emitting layer, a hole injection layer and a hole transport layer.

8. The organic light emitting device of claim 6 , wherein the organic layer is a hole transport layer.

9. The organic light emitting device of claim 6 , further comprising at least one layer selected from the group consisting of an emitting layer, 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 between the first electrode and the second electrode.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2012
From: SAMSUNG ELECTRONICS CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 029093/0177 →
MERGER Recorded Sep 21, 2012
From: SAMSUNG MOBILE DISPLAY CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 029241/0599 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 17, 2009
From: SAMSUNG SDI CO., LTD.
To: SAMSUNG MOBILE DISPLAY CO., LTD.
Reel/Frame 023620/0798 →