Phenylcarbazole-based compounds and fluorene-based compounds and organic light emitting device and flat panel display device comprising the same

Patent metadata

Field	Value
Publication number	US-9478754-B2
Application number	US-201514607326-A
Country	US
Kind code	B2
Filing date	Jan 28, 2015
Priority date	Apr 2, 2004
Publication date	Oct 25, 2016
Grant date	Oct 25, 2016

Abstract

Provided are an organic light emitting device including: a substrate; a first electrode; a second electrode; and an organic layer interposed between the first electrode and the second electrode and including an emission layer, wherein one of the first electrode and the second electrode is a reflective electrode and the other is a semitransparent or transparent electrode, and wherein the organic layer includes a layer having at least one of the compounds having at least one carbazole group, and a flat panel display device including the organic light emitting device. The organic light emitting device has low driving voltage, excellent current density, high brightness, excellent color purity, high efficiency, and long lifetime.

First claim

What is claimed is:

1. An organic light emitting device comprising:
a substrate;
a first electrode;
a second electrode, one of the first electrode and the second electrode being a reflective electrode, the other being a semitransparent or transparent electrode; and
an organic layer interposed between the first electrode and the second electrode, the organic layer comprising an emission layer,
the organic layer comprising a layer comprising a compounds represented by Formula 3, resonance occurring between the first electrode and the second electrode during an operation of the organic light emitting device:

where R 6 , R 7 and R 8 are each independently one selected from the group consisting of a hydrogen atom, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 6 -C 30 aryloxy group, a substituted or unsubstituted C 4 -C 30 hetero ring, a substituted or unsubstituted C 5 -C 30 polycyclic condensed ring, a hydroxy group, a cyano group, and a substituted or unsubstituted amino group, wherein two or more of R 6 , R 7 and R 8 can be optionally bound with one another to form a saturated or unsaturated carbon ring;
Ar 3 is a biphenyl group;
each Y is independently one selected from the group consisting of a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 6 -C 30 aryl group, and a substituted or unsubstituted C 4 -C 30 hetero ring; and
each n of the Yn between the carbazole and the nitrogen is 1, and n of the Yn between the fluorene and the nitrogen is 0.

2. The organic light emitting device of claim 1 , wherein R 6 and R 7 are each a methyl group and R 8 is a phenyl.

3. The organic light emitting device of claim 1 , wherein the compound represented by Formula 3 has the following chemical structure:

4. The organic light emitting device of claim 1 , wherein the first electrode is formed on the substrate and is a reflective electrode, the second electrode is a semitransparent or transparent electrode, and light generated in the organic layer is extracted through the second electrode.

5. The organic light emitting device of claim 1 , wherein the layer comprising the compound represented by Formula 3 is one of a hole injection layer, a hole transport layer, and a single layer having hole injecting and transporting properties.

6. The organic light emitting device of claim 1 , wherein the layer comprising the compound represented by Formula 3 is a hole injection layer.

7. The organic light emitting device of claim 6 , wherein the emission layer comprises a red emission region, and the thickness of a first region of the hole injection layer formed under the red emission region is in the range of 1,600 to 2,200 Å.

8. The organic light emitting device of claim 6 , wherein the emission layer comprises a green emission region, and the thickness of a second region of the hole injection layer formed under the green emission region is in the range of 1,400 to 1,800 Å.

9. The organic light emitting device of claim 6 , wherein the emission layer comprises a blue emission region, and the thickness of a third region of the hole injection layer formed under the blue emission region is in the range of 1,000 to 1,400 Å.

10. The organic light emitting device of claim 6 , wherein the emission layer comprises a red emission region, a blue emission region and a green emission region;
the hole injection layer comprises a first region formed under the red emission region, a second region formed under the green emission region and a third region formed under the blue emission region; and
the thickness of the first region is in the range of 1,600 to 2,200 Å, the thickness of the second region is in the range of 1,400 to 1,800 Å, and the thickness of the third region is in the range of 1,000 to 1,400 Å.

11. The organic light emitting device of claim 6 , wherein the organic layer further comprises a hole transport layer.

12. The organic light emitting device of claim 11 , wherein the emission layer comprises a red emission region, and the total thickness of a region of the hole transport layer and the hole injection layer formed under the red emission region is in the range of 2,000 to 2,400 Å.

13. The organic light emitting device of claim 12 , wherein the thickness of the region of the hole injection layer formed under the red emission region is in the range of 1,600 to 2,200 Å.

14. The organic light emitting device of claim 11 , wherein the emission layer comprises a green emission region, and the total thickness of a region of the hole transport layer and the hole injection layer formed under the green emission region is in the range of 1,600 to 2,000 Å.

15. The organic light emitting device of claim 14 , wherein the thickness of the region of the hole injection layer formed under the green emission region is in the range of 1,400 to 1,800 Å.

16. The organic light emitting device of claim 11 , wherein the emission layer comprises a blue emission region, and the total thickness of a region of the hole transport layer and the hole injection layer formed under the blue emission region is in the range of 1,200 to 1,600 Å.

17. The organic light emitting device of claim 16 , wherein the thickness of the region of the hole injection layer formed under the blue emission region is in the range of 1,000 to 1,400 Å.

18. A flat panel display device comprising the organic light emitting device of claim 1 .

19. The flat panel display of claim 18 , 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.

20. An organic light emitting device comprising:
a substrate;
a first electrode;
a second electrode, one of the first electrode and the second electrode being a reflective electrode, the other being a semitransparent or transparent electrode; and
an organic layer interposed between the first electrode and the second electrode, the organic layer comprising:
an emission layer comprising at least one of a red emission region, a green emission region and a blue emission region; and
a layer comprising a compound represented by Formula 3, the layer having at least one of a first region formed under the red emission region, a second region formed under the green emission region and a third region formed under the blue emission region, the thickness of the first region being in the range of 1,600 to 2,200 Å, the thickness of the second region being in the range of 1,400 to 1,800 Å, the thickness of the third region being in the range of 1,000 to 1,400 Å, resonance occurring between the first electrode and the second electrode during an operation of the organic light emitting device:

where R 6 , R 7 and R 8 are each independently one selected from the group consisting of a hydrogen atom, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 6 -C 30 aryloxy group, a substituted or unsubst

Assignees

• Samsung Display Co Ltd
• Samsung Display Co Ltd

Inventors

• Hwang Seok-Hwan
• Kim Young-Kook
• Kwak Yoon-Hyun
• Lee Jong-Hyuk
• Lee Kwan-Hee
• Chun Min-Seung

Classifications

• C09K2211/185

  of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• C09K2211/1014

  bridged by heteroatoms, e.g. N, P, Si or B · CPC title

• C09K2211/1022

  bridged by heteroatoms, e.g. N, P, Si or B · CPC title

• H05B33/14

  characterised by the chemical or physical composition or the arrangement of the electroluminescent material {, or by the simultaneous addition of the electroluminescent material in or onto the light source} · CPC title