IP Library Granted Patent US 7,595,118
Granted Patent B2
US 7,595,118 · App. 11/280,292 · Granted Sep 29, 2009

Organic light emitting device

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Quick Facts
Patent No.
US 7,595,118
App. No.
11/280,292
Granted
Sep 29, 2009
Kind
B2
Abstract

An organic light emitting device including a first electrode, a second electrode, and an emission layer arranged between the first electrode and the second electrode, the emission layer comprising at least two electron transport materials adapted to serve as a host and a phosphorescent dopant. The use of at least two electron transport materials as a host facilitates the re-combination of holes and electrons in neighboring organic layers, thus improving the luminous efficiency and the lifetime of the organic light emitting device.

Claims (33)

1. An organic light emitting device, comprising:

a first electrode;

a second electrode; and

an emission layer arranged between the first electrode and the second electrode, the emission layer comprising at least two electron transport materials adapted to serve as a host and a phosphorescent dopant, wherein the at least two electron transport materials have different highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels, wherein a HOMO energy level of at least one of the at least two electron transport materials is lower than a HOMO energy level of the phosphorescent dopant, and a LUMO energy level of at least one of the at least two electron transport materials is greater than a LUMO energy level of the phosphorescent dopant.

2. An organic light emitting device, comprising:

a first electrode;

a second electrode; and

an emission layer arranged between the first electrode and the second electrode, the emission layer comprising at least two electron transport materials adapted to serve as a host and a phosphorescent dopant, wherein one of the at least two electron transport materials comprises 2,5-dispirofluorene-1,3,4-oxadiazole spirofluorene compound.

3. The organic light emitting device of claim 1 , wherein one of the at least two electron transport materials comprises at least a metal-organic complex.

4. The organic light emitting device of claim 3 , wherein the metal-organic complex comprises at least a compound selected from the group consisting of BAlq, bis(8-hydroxyquinolato)biphenoxy metal, bis(8-hydroxyquinolato)phenoxy metal, bis(2-methyl-8-hydroxyquinolato)biphenoxy metal, bis(2-methyl-8-hydroxyquinolato)phenoxy metal, bis(2-methyl-8-quinolinolato)(para-phenyl-phenolato) metal, and bis(2-(2-hydroxyphenyl)quinolato) metal.

5. The organic light emitting device of claim 1 , wherein the emission layer is comprised of 70 to 99 parts by weight of the host and 1 to 30 parts by weight of the phosphorescent dopant based on 100 parts by weight of materials forming the emission layer.

6. The organic light emitting device of claim 1 , wherein a weight ratio of one of the at least two electron transport materials to another of the at least two electron transport materials is in the range of 1:9 to 9:1.

7. The organic light emitting device of claim 1 , wherein the phosphorescent dopant is comprised of a compound selected from the group consisting 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-biphenylpyridine)iridium, tris(3-biphenyl pyridine)iridium, tris(4-biphenyl pyridine)iridium, and Ir(pq) 2 (acac) where pq denotes 2-phenylquinoline and acac denotes acetylacetone.

8. The organic light emitting device of claim 1 , further comprising at least one layer arranged between the first electrode and the emission layer, the at least one layer comprising a layer selected from the group consisting of a hole injection layer and a hole transport layer.

9. The organic light emitting device of claim 1 , further comprising at least one layer arranged between the emission layer and the second electrode, the at least one layer comprising a layer selected from the group consisting of a hole blocking layer, an electron transport layer, and an electron injection layer.

10. The organic light emitting device of claim 1 , wherein the emission layer is comprised of a spirofluorene compound, an aluminum complex and a phosphorescent dopant.

11. The organic light emitting device of claim 10 , wherein the spirofluorene compound comprises 2,5-dispirobifluorene-1,3,4-oxadiazole, and the aluminum complex comprises BAlq.

12. The organic light emitting device of claim 10 , wherein and an amount of the phosphorescent dopant is in the range of 5 to 15 parts by weight based on 100 parts by weight of materials forming the emission layer, the phosphorescent dopant comprises Ir(pq) 2 (acac) where pq denotes 2-phenylquinoline and acac denotes acetylacetone.

13. The organic light emitting device of claim 10 , wherein a weight ratio of the spirofluorene compound to the aluminum complex is in the range of 1:2 to 1:4.

14. The organic light emitting device of claim 1 , the at least two electron transport materials being different from each other.

15. A method of making an organic light emitting device, comprising:

providing a transparent glass substrate;

forming an anode on the transparent glass substrate by applying a thin transparent conductive layer on the glass substrate;

forming a hole injection layer on the anode;

forming a hole transport layer on the hole injection layer;

forming an emission layer on the hole transport layer, the emission layer comprising at least a first electron transport material, a second and different electron transport material and a phosphorescent dopant, wherein the first electron transport material comprises 2,5-dispirofluorene-1,3,4-oxadiazole;

forming an electron transport layer on the emission layer;

forming an electron injection layer on the electron transport layer; and

forming a cathode on the electron injection layer.

16. The method of claim 15 , the emission layer being formed by a process selected from the group consisting of thermal evaporation, inkjet printing, and laser transferring and photolithography.

17. The method of claim 16 , the second electron transport material comprising at least one material selected from the group consisting of bis(8-hydroxyquinolato)biphenoxy metal, bis(8-hydroxyquinolato)phenoxy metal, bis(2-methyl-8-hydroxyquinolato)biphenoxy metal, bis(2-methyl-8-hydroxyquinolato)phenoxy metal, bis(2-methyl-8-quinolinolato)(para-phenyl-phenolato) metal, and bis(2-(2-hydroxyphenyl)quinolato) metal where the metal is an element selected from the group consisting of Al, Zn, Be and Ga.

18. The method of claim 17 , the phosphorescent dopant being an emission material selected from the group consisting 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-biphenylpyridine)iridium, tris(3-biphenyl pyridine)iridium, tris(4-biphenyl pyridine)iridium and Ir(pq) 2 (acac) where pq denotes 2-phenylquinoline and acac denotes acetylacetone.

19. The method of claim 15 , wherein the two electron transport materials have different highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels, wherein a HOMO energy level of at least one of the at least two electron transport materials is lower than a HOMO energy level of the phosphorescent dopant, and a LUMO energy level of at least one of the at least two electron transport materials is greater than a LUMO energy level of the phosphorescent dopant.

Assignments (3)
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 Dec 18, 2008
From: SAMSUNG SDI CO., LTD.
To: SAMSUNG MOBILE DISPLAY CO., LTD.
Reel/Frame 022034/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 17, 2005
From: CHUN, MIN-SEUNG; LEE, JUN-YEOB; CHOI, YONG-JOONG
To: SAMSUNG SDI CO., LTD.
Reel/Frame 017258/0840 →