IP Library Granted Patent US 7,651,790
Granted Patent B2
US 7,651,790 · App. 11/266,248 · Granted Jan 26, 2010

Organic light-emitting device

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Quick Facts
Patent No.
US 7,651,790
App. No.
11/266,248
Granted
Jan 26, 2010
Kind
B2
Abstract

An organic light-emitting device is provided that includes an emission layer containing a phosphorescent dopant and a bipolar phosphorescent host interposed between a first electrode and a second electrode. The bipolar phosphorescent host is a compound represented by formula 1: A—C—B  (1) where A is a hole transport unit, B is an electron transport unit, and C is a bond or a linking group. The bipolar compound can transport both holes and electrons. The organic light-emitting device has high efficiency and a long lifetime.

Claims (36)

1. An organic light-emitting device, comprising:

an emission layer comprising a bipolar phosphorescent host and a phosphorescent dopant interposed between a first electrode and a second electrode,

wherein the bipolar phosphorescent host is represented by formula 1:

A—C—B  (1)

where A is a hole transport unit, B is an electron transport unit, and C is a bond or a linking group,

wherein the hole transport unit A is

where each of R and R′ is selected from a group consisting of H, a C 1 -C 22 alkyl group, an alkoxy group, a CN group, a NO 2 group, and a —O—Ar group where Ar is selected from a group consisting of phenyl, biphenyl, 1-naphthyl, and 2-naphthyl; and X is selected from a group consisting of O, C—(R) 2 , NR, S, and N═N, and

wherein the electron transport unit B is selected from the group of a fluorene unit, a spirofluorene unit, and an aluminum hydroquinoline unit represented by

2. The organic light-emitting device of claim 1 , wherein the fluorene unit is represented by the following formula:

where R is selected from a group consisting of H, C 1 -C 22 alkyl group, an alkoxy group, a CN group, a NO 2 group, and a —O—Ar group where Ar is selected from a group consisting of phenyl, biphenyl, 1-naphthyl, and 2-naphthyl; and X is selected from a group consisting of O, C—(R) 2 , NR, S, and N═N.

3. The organic light-emitting device of claim 1 ,

wherein the spirofluorene unit is represented by

where each of R 1 , R 2 , R 3 , and R 4 is selected from a group consisting of H, a C 1 -C 22 alkyl group, an alkoxy group, a CN group, a NO 2 group, and a —O—Ar group where Ar is selected from a group consisting of phenyl, biphenyl, 1-naphthyl, and 2-naphthyl; and X is selected from a group consisting of O, C—(R) 2 , NR, S, and N═N.

4. The organic light-emitting device of claim 1 ,

wherein unit C is a bond, or a linking group selected from the group consisting of oxygen atom, sulfur atom, and NH.

5. The organic light-emitting device of claim 1 ,

wherein the bipolar phosphorescent host in the emission layer is present in an amount in the range of about 70 to about 99 parts by weight based on 100 parts by weight of the bipolar phosphorescent host and the phosphorescent dopant.

6. The organic light-emitting device of claim 1 ,

wherein the triplet energy levels of both unit A and unit B are 2.0 eV or greater.

7. The organic light-emitting device of claim 1 ,

wherein the phosphorescent dopant of the emission layer comprises a compound selected from the group of bisthienylpyridine acetylacetonate Iridium, bis(benzothienylpyridine)acetylacetonate Iridium, bis(2-phenylbenzothiazole)acetylacetonate Iridium, bis(1-phenylisoquinoline)Iridium acetylacetonate, tris(1-phenylisoquinoline)Iridium, tris(phenylpyridine)Iridium, tris(2-phenylpyridine)Iridium, tris(3-biphenylpyridine)Iridium, and tris(4-biphenylpyridine)Iridium.

8. The organic light-emitting device of claim 1 ,

wherein at least one of a hole injection layer and a hole transport layer is interposed between the first electrode and the emission layer.

9. The organic light-emitting device of claim 1 ,

wherein at least one of a hole blocking layer, an electron transport layer, and an electron injection layer is interposed between the emission layer and the second electrode.

10. A bipolar phosphorescent material, comprising:

a material represented by formula 1:

A—C—B  (1)

where A is a hole transport unit, B is an electron transport unit, and C is a bond, or a linking group selected from the group consisting of oxygen atom, sulfur atom, and NH,

wherein the hole transport unit A is

where each of R and R′ is selected from a group consisting of H, a C 1 -C 22 alkyl group, an alkoxy group, a CN group, a NO 2 group, and a —O—Ar group where Ar is selected from a group consisting of phenyl, biphenyl, 1-naphthyl, and 2-naphthyl; and X is selected from a group consisting of O, C—(R) 2 , NR, S, and N═N, and

wherein the electron transport unit B is selected from the group of a fluorene unit, a spirofluorene unit, and an aluminum hydroquinoline unit represented by

11. The bipolar phosphorescent material of claim 10 ,

wherein the bipolar phosphorescent material is represented by the following formula:

12. The organic light-emitting device of claim 1 ,

wherein the bipolar phosphorescent host is represented by the following formula:

Assignments (1)
MERGER Recorded Aug 29, 2012
From: SAMSUNG MOBILE DISPLAY CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 028868/0955 →