IP Library Granted Patent US 10,910,571
Granted Patent B2
US 10,910,571 · App. 15/774,243 · Granted Feb 2, 2021

Organic electronic component and use of a fluorinated sulfonimide metal salt

Inventors: Florian Kessler (Höchstadt, DE); Andreas Rausch (Regensburg, DE); Anna Maltenberger (Leutenbach, DE); Dominik Pentlehner (Burghausen, DE); Niels Gerlitzki (Augsburg, DE); Günter Schmid (Hemhofen, DE); Sabine Szyszkowski (Dachsbach, DE); Dimitrios Zevgitis (Erlangen, DE)
Assignee: OSRAM OLED GMBH
H01L51/0091H01L51/002H01L51/506H01L51/5056H01L51/0512H01L51/4293Y02E10/549
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Quick Facts
Patent No.
US 10,910,571
App. No.
15/774,243
Granted
Feb 2, 2021
Kind
B2
Abstract

An organic electronic component is disclosed. In an embodiment an organic electronic component includes at least one organic layer having a fluorinated sulfonimide metal salt of the following formula: wherein M is either a divalent or higher-valent metal having an atomic mass of greater than 26 g/mol or a monovalent metal having an atomic mass of greater than or equal to 39 g/mol, where 1≤n≤7, and wherein R 1 , R 2 are selected independently of one another from the group consisting of a fluorine-substituted aryl radical, a fluorine-substituted alkyl radical and a fluorine-substituted arylalkyl radical.

Claims (35)

1. An organic electronic component comprising:

at least one organic layer comprising a p-type dopant,

wherein the p-type dopant consists of a fluorinated sulfonimide metal salt of the following formula:

wherein M is either a divalent or higher-valent metal having an atomic mass of greater than 26 g/mol or a monovalent metal having an atomic mass of greater than or equal to 39 g/mol, wherein M is copper, zinc, aluminum, bismuth, potassium, rubidium, caesium or tin,

wherein 1≤n≤7,

wherein R 1 , R 2 are selected independently of one another from the group consisting of a fluorine-substituted aryl radical, a fluorine-substituted alkyl radical and a fluorine-substituted arylalkyl radical,

wherein the organic layer is hole-transporting and comprises a matrix material, and

wherein the p-type dopant acts as an electron acceptor in relation to the matrix material.

2. The organic electronic component according to claim 1 , wherein M=copper and n=2.

3. The organic electronic component according to claim 1 , wherein the matrix material is a hole-transport material.

4. The organic electronic component according to claim 1 , wherein the p-type dopant has a proportion of between 1% by volume and 30% by volume in the matrix material.

5. The organic electronic component according to claim 1 , wherein the matrix material is selected from the group consisting of HTM014, HTM081, HTM163, HTM222, NHT5, NHT49, NHT51, EL-301, EL-22T, HTM226, HTM355, HTM133, HTM334 and HTM604.

6. The organic electronic component according to claim 1 , wherein R 1 , R 2 are selected independently of one another from the group consisting of a linear or branched, at least partially fluorine-substituted alkyl radical having 1 to 10 carbon atoms, an at least partially fluorine-substituted aryl radical having 1 to 20 carbon atoms and an at least partially fluorine-substituted arylalkyl radical having 1 to 20 carbon atoms.

7. The organic electronic component according to claim 1 , wherein R 1 and R 2 are the same substituents and are selected from the following group:

8. The organic electronic component according to claim 1 , wherein the organic electronic component is an organic light-emitting diode.

9. The organic electronic component according to claim 1 , wherein the organic electronic component is a solar cell.

10. The organic electronic component according to claim 1 , wherein the organic layer is produced by co-deposition of the matrix material and the p-type dopant via physical vapour deposition.

11. The organic electronic component according to claim 1 , wherein the organic layer is produced by a wet-chemical method.

12. The organic electronic component according to claim 1 , wherein the organic layer is a charge carrier generation layer.

13. The organic electronic component according to claim 1 , wherein the organic electronic component is a photodetector.

14. The organic electronic component according to claim 1 , wherein the organic electronic component is an organic field-effect transistor.

15. An organic electronic component comprising:

at least one organic layer comprising a p-type dopant,

wherein the p-type dopant consists of a fluorinated sulfonimide metal salt of the following formula:

wherein M=copper and n=2, and

wherein R 1 , R 2 are selected independently of one another from the group consisting of a fluorine-substituted aryl radical, a fluorine-substituted alkyl radical and a fluorine-substituted arylalkyl radical.

16. The organic electronic component according to claim 15 , wherein the organic layer is hole-transporting and comprises a matrix material, and wherein the p-type dopant acts as an electron acceptor in relation to the matrix material.

17. The organic electronic component according to claim 16 , wherein the p-type dopant has a proportion of between 1% by volume and 30% by volume in the matrix material.

18. An organic electronic component comprising:

at least one organic layer,

wherein the organic layer is a hole-injection layer and consists essentially of a fluorinated sulfonimide metal salt of the following formula:

wherein R 1 , R 2 are selected independently of one another from the group consisting of a fluorine-substituted aryl radical, a fluorine-substituted alkyl radical and a fluorine-substituted arylalkyl radical, and

wherein M=copper and n=2.

19. The organic electronic component according to claim 18 , wherein R 1 , R 2 are selected independently of one another from the group consisting of a linear or branched, at least partially fluorine-substituted alkyl radical having 1 to 10 carbon atoms, an at least partially fluorine-substituted aryl radical having 1 to 20 carbon atoms and an at least partially fluorine-substituted arylalkyl radical having 1 to 20 carbon atoms.

20. The organic electronic component according to claim 18 , wherein the organic electronic component is an organic light-emitting diode.

Assignments (2)
MERGER Recorded Feb 17, 2026
From: OSRAM OLED GMBH
To: AMS-OSRAM INTERNATIONAL GMBH
Reel/Frame 074881/0104 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 11, 2018
From: KESSLER, FLORIAN; RAUSCH, ANDREAS; MALTENBERGER, ANNA; PENTLEHNER, DOMINIK; GERLITZKI, NIELS; SCHMID, GÜNTER; SZYSZKOWSKI, SABINE; ZEVGITIS, DIMITRIOS
To: OSRAM OLED GMBH
Reel/Frame 046836/0702 →
Cited By (1)
US 12,660,456