Organic electronic component with dopant, use of a dopant and method for the production of the dopant

Patent metadata

Field	Value
Publication number	US-9799840-B2
Application number	US-201214352292-A
Country	US
Kind code	B2
Filing date	Oct 17, 2012
Priority date	Oct 17, 2011
Publication date	Oct 24, 2017
Grant date	Oct 24, 2017

Abstract

An organic electronic component includes an organic functional layer having a p-dopant. The p-dopant includes a copper complex having at least one ligand containing an aryloxy group and an iminium group. Additionally specified are the use of a copper complex as a p-dopant and a process for producing a p-dopant.

First claim

The invention claimed is:

1. An organic electronic component comprising:
a substrate;
a first electrode overlying the substrate;
an organic functional layer overlying the first electrode, the organic functional layer comprising a matrix material into which a p-dopant has been introduced, wherein the p-dopant comprises a copper complex having at least one ligand containing an aryloxy group and an iminium group; and
a second electrode overlying the organic functional layer,
wherein the copper complex has one of the general formulae I and II:

where R 1 , R 1′ , R 2x , R 2x′ , where x=a, b, c or d are each independently selected from a group consisting of hydrogen, fluorine, unbranched, branched, fused, cyclic, unsubstituted and substituted alkyl radicals, substituted and unsubstituted aromatics, and substituted and unsubstituted heteroaromatics,
wherein R 1 and R 1′ are the same and R 2x and R 2x′ with x=a, b, c or d are each the same.

2. The component according to claim 1 , wherein R 1 and R 1′ are joined to one another.

3. The component according to claim 1 , wherein at least one of R 1 , R 1′ , R 2x and R 2x′ has an electron-withdrawing substituent.

4. The component according to claim 1 , wherein the organic functional layer is hole-conducting.

5. The component according to claim 1 , wherein the matrix material is a hole transport material comprising organic small molecules, polymers or mixtures thereof.

6. The component according to claim 1 , wherein each molecule of copper complex is coordinated by at least one molecule of the matrix material.

7. The component according to claim 1 , wherein the p-dopant is present in the matrix material in a concentration of 0.1 to 50% by volume relative to a volume of the matrix material.

8. The component according to claim 1 , wherein the component comprises a component selected from the group consisting of field-effect transistors, solar cells, photodetectors, optoelectronic components, light-emitting diodes and displays.

9. The component according to claim 1 , wherein the organic functional layer takes the form of a hole transport layer of a charge-generating layer sequence.

10. A method comprising:
using a copper complex having at least one ligand containing an aryloxy group and an iminium group as a p-dopant in a hole transport material,
wherein the copper complex has one of the general formulae I and II:

where R 1 , R 1′ , R 2x , R 2x′ , where x=a, b, c or d are each independently selected from a group consisting of hydrogen, fluorine, unbranched, branched, fused, cyclic, unsubstituted and substituted alkyl radicals, substituted and unsubstituted aromatics, substituted and unsubstituted heteroaromatics,
wherein R 1 and R 1′ are the same and R 2x and R 2x′ with x=a, b, c or d are each the same.

Assignees

• Osram Opto Semiconductors Gmbh
• Osram Oled Gmbh

Inventors

• Schmid Guenter
• Wemken Jan Hauke
• Kellermann Renate
• Kanitz Andreas
• Sandmann Benedict

Classifications

• C07F1/005 Primary

  without C-Metal linkages · CPC title

• C09K2211/188

  of other metals not provided for in one of the previous groups · CPC title

• Y02E10/549

  Organic PV cells · 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

• C09K11/06

  containing organic luminescent materials · CPC title