METAL COMPLEXES

• US 20190315787A1
• Filed: 07/11/2017
• Published: 10/17/2019
• Est. Priority Date: 07/14/2016
• Status: Active Grant

• Current Assignee: UDC Ireland Limited
• Original Assignee: Merck Patent GmbH (Merck & Co., Inc.)
• Inventors: STOESSEL, Philipp, EHRENREICH, Christian
• Granted Patent: US 11,713,332 B2
• Time in Patent Office: Days
• CPC Class Codes: C07D 213/22 containing two or more pyridine rings directly linked together, e.g. bipyridyl
• CPC Class Codes: C07D 215/30 Metal salts; Chelates
• CPC Class Codes: C07D 401/14 containing three or more hetero rings
• CPC Class Codes: C07F 15/0033 Iridium compounds
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/156 comprising a multilayered structure
• CPC Class Codes: H10K 50/16 Electron transporting layers
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: Y02E 10/549 Organic PV cells

Abstract

The present invention relates to metal complexes and to electronic devices, in particular organic electroluminescent devices, containing these metal complexes.

Claims

1-16. -16. (canceled)

17. A monometallic compound comprising a hexadentate tripodal ligand wherein three bidentate part-ligands, which may be identical or different, are coordinated to a metal and the three bidentate part-ligands are linked to one another via a bridge of formula (1):

18. The monometallic compound of claim 17, wherein the bridge of formula (1) is selected from the group consisting of structures of formulae (2) through (6):

19. The monometallic compound of claim 17, wherein the bridge of formula (1) is selected from the structures of the formulae (2a) and (2b),

20. The monometallic compound of claim 17, wherein the metal is selected from the group consisting of aluminium, gallium, indium, tin, chromium, molybdenum, tungsten, rhenium, ruthenium, osmium, rhodium, iridium, iron, cobalt, nickel, palladium, platinum, copper, silver, and gold.

21. The monometallic compound of claim 17, wherein the bidentate part-ligands are each monoanionic and wherein the three bidentate part-ligands are either selected identically or two bidentate part-ligands are selected identically and the third bidentate part-ligand is selected differently from the first two bidentate part-ligands and wherein the coordinating atoms of the bidentate part-ligands are selected, identically or differently on each occurrence, from C, N, and/or O.

22. The monometallic compound of claim 17, wherein the metal is Ir(II) and two of the bidentate part-ligands are coordinated to the iridium in each case via one carbon atom and one nitrogen atom or via two carbon atoms and the third of the bidentate part-ligands is coordinated to the iridium via one carbon atom and one nitrogen atom or via two carbon atoms or via two nitrogen atoms or via one nitrogen atom and one oxygen atom or via two oxygen atoms.

23. The monometallic compound of claim 17, wherein the bidentate part-ligands are selected, identically or differently on each occurrence, from the group consisting of structures of formulae (L-1), (L-2), (L-3), and (L-4):

24. The monometallic compound of claim 23, wherein CyC is selected from the group consisting of structures of formulae (CyC-1) through (CyC-20):

25. The monometallic compound of claim 17, wherein the bidentate part-ligands are selected from the group consisting of structure of formulae (L-1-1), (L-1-2), (L-2-1), (L2-2), (L-2-3), (L-5) through (L-34), and (L-41) through (L-45):

26. The monometallic compound of claim 17, wherein the monometallic compound comprises two substituents R, which are bonded to adjacent carbon atoms and which define a ring of one of formulae (43) through (49) with one another:

27. A process for preparing the monometallic compound of claim 17, comprising reacting a free ligand with a metal alkoxides of formula (50), a metal ketoketonate of formula (51), a metal halide of formula (52), or a metal carboxylate of formula (53), or with a metal compound which carries both alkoxide and/or halide and/or hydroxyl and also ketoketonate radicals:

28. An oligomer, polymer, or dendrimer comprising one or more monometallic compounds of claim 17, wherein one or more bonds from the monometallic compound to the polymer, oligomer, or dendrimer are present instead of one or more hydrogen atoms and/or substituents.

29. A formulation comprising at least one monometallic compound of claim 17 and at least one solvent.

30. A formulation comprising at least one oligomer, polymer, or dendrimer of claim 28 and at least one solvent.

31. An electronic device comprising at least one monometallic compound of claim 17

32. An electronic device comprising at least one oligomer, polymer, or dendrimer of claim 28.

33. The electronic device of claim 31, wherein the electronic device is an organic electroluminescent device and the at least one monometallic compound is employed as an emitting compound in one or more emitting layers or as a hole-blocking material in a hole blocking layer or as an electron-transport material in an electron-transport layer.