Radiation-emitting organic-electronic device and method for the production thereof

Patent metadata

Field	Value
Publication number	US-9735397-B2
Application number	US-201113994953-A
Country	US
Kind code	B2
Filing date	Dec 13, 2011
Priority date	Dec 17, 2010
Publication date	Aug 15, 2017
Grant date	Aug 15, 2017

Abstract

A process of producing a radiation-emitting organic-electronic device having a first and a second electrode layer and an emitter layer includes: A) providing a phosphorescent emitter with an anisotropic molecule structure and a matrix material, B) applying the first electrode layer to a substrate, C) applying the emitter layer under thermodynamic control, with vaporization of the phosphorescent emitter and of the matrix material under reduced pressure and deposition thereof on the first electrode layer such that molecules of the phosphorescent emitter are in anisotropic alignment, and D) applying the second electrode layer on the emitter layer.

First claim

The invention claimed is:

1. A process of producing a radiation-emitting organic electronic device having a first and a second electrode layer and an emitter layer, comprising:
A) providing a phosphorescent emitter with an anisotropic molecular structure and a matrix material,
B) applying the first electrode layer to a substrate,
C) applying the emitter layer under thermodynamic control, with vaporization of the phosphorescent emitter and of the matrix material under reduced pressure and deposition thereof on the first electrode layer such that molecules of the phosphorescent emitter are in anisotropic alignment, wherein the thermodynamic control is effected by bringing the deposited emitter layer to an elevated temperature relative to room temperature of 30° C. to 100° C. by a thermal treatment during the deposition and maintaining such a temperature after the deposition step such that the emitter layer is converted to a state in which the emitter molecules can be aligned and, subsequently, cooling the emitter layer such that alignment of the emitter molecules is frozen, and
D) applying the second electrode layer on the emitter layer.

2. The process according to claim 1 , wherein the phosphorescent emitter having anisotropic molecular structure in A) is selected from the group consisting of iridium complexes, platinum complexes and palladium complexes, and mixtures thereof.

3. The process according to claim 2 , wherein an iridium complex of the following formula is selected:

where C∩N is an at least bidentate ligand which forms a metallacyclic ring with the Ir atom, and where R1, R2 and R3 are each independently unbranched or branched alkyl radicals, fused and/or cyclic alkyl radicals and/or aryl radicals, each of which may be fully or partly substituted, and where R2 may also be H or F.

4. The process according to claim 3 , wherein the ligand C∩N forms a 5-membered or 6-membered metallacyclic ring with the Ir atom.

5. The process according to claim 4 , wherein the ligand C∩N is phenylpyridine, phenylimidazole, phenyloxazole, benzylpyridine, benzylimidazole, benzyloxazole or a ligand which has one of the compounds mentioned as a base skeleton.

6. The process according to claim 3 , wherein the ligand C∩N has at least 3 at least partly fused aromatic rings.

7. The process according to claim 1 , wherein the matrix material has an anisotropic molecular structure.

8. The process according to claim 7 , wherein an A-K-B matrix material is selected, where structural element K represents an Ar1—X—Ar2 structure, Ar1 and Ar2 are identical or different aromatic rings and X is a single bond, a further aromatic group or a linkage of Ar1 and Ar2 by a fused ring,
where the structural elements A and B are the same or different and each comprise at least one aromatic ring.

9. The process according to claim 8 , wherein the Ar1 and Ar2 groups of the structural element K are each a nitrogen heterocycle and/or the structural elements A and B each comprise an aromatically substituted amine group.

10. The process according to claim 9 , wherein the matrix material comprises a benzidine derivative or a phenanthroline derivative.

11. The process according to claim 8 , wherein the structural elements A and B each comprise at least one aromatic system substituted by a tertiary alkyl group and/or each comprise at least one fused polycyclic aryl group.

12. The process according to claim 8 , wherein the matrix material has hole-transporting and/or electron-transporting properties.

13. A radiation-emitting organic electronic device obtained by the process according to claim 1 comprising:
a substrate,
a first electrode layer over the substrate,
an emitter layer over the first electrode layer, which comprises a phosphorescent emitter and a matrix material, wherein
molecules of the phosphorescent emitter are in anisotropic alignment, and
as the phosphorescent emitter an iridium complex of the following formula is selected:

where C∩N is an at least bidentate ligand which forms a metallacyclic ring with the Ir atom, and where R 1 , R 2 and R 3 are each independently unbranched or branched alkyl radicals, fused and/or cyclic alkyl radicals and/or aryl radicals, each of which may be fully or partly substituted, and where R 2 may also be H or F and wherein the ligand C∩N is phenyloxazole, benzylpyridine, benzylimidazole, benzyloxazole or a ligand which has one of the compounds mentioned as a base skeleton.

14. The device according to claim 13 , wherein the first electrode layer comprises a metal electrode and a distance between the metal electrode and the emitter layer is 50 to 200 nm.

15. The device according to claim 13 , wherein the first electrode layer comprises a metal electrode and a distance between the metal electrode and the emitter layer is 80 to 120 nm.

16. A process of producing a radiation-emitting organic electronic device having a first and a second electrode layer and an emitter layer, comprising:
A) providing a phosphorescent emitter with an anisotropic molecular structure and a matrix material,
B) applying the first electrode layer to a substrate,
C) applying the emitter layer under thermodynamic control, with vaporization of the phosphorescent emitter and of the matrix material under reduced pressure and deposition thereof on the first electrode layer, such that molecules of the phosphorescent emitter are in anisotropic alignment, wherein the thermodynamic control is effected by bringing the deposited emitter layer to an elevated temperature relative to room temperature of 30° C. to 100° C. by a thermal treatment during the deposition and maintaining such a temperature after the deposition step and, subsequently, cooling the emitter layer, and
D) applying the second electrode layer on the emitter layer.

Assignees

• Riegel Nina
• Frischeisen Jörg
• Brütting Wolfgang
• Dobbertin Thomas
• Heuser Karsten
• Setz Daniel Steffen
• Krummacher Benjamin Claus
• Flämmich Michael
• Danz Norbert
• Osram Oled Gmbh
• Fraunhofer Ges Forschung

Inventors

• Riegel Nina
• Frischeisen Jörg
• Brütting Wolfgang
• Dobbertin Thomas
• Heuser Karsten
• Setz Daniel Steffen
• Krummacher Benjamin Claus
• Flämmich Michael
• Danz Norbert

Classifications

• H01L51/0083

  Electricity · mapped topic

• H01L51/5293

  Electricity · mapped topic

• H01L51/56 Primary

  Electricity · mapped topic

• H01L51/0085

  Electricity · mapped topic

• H01L51/0012

  Electricity · mapped topic