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US 8,617,723 B2Granted
Metal complexes
AssigneeMerck Patent GmbH
InventorPhilipp Stoessel
Life of this patent
Estimating the term…
Abstract
The present invention relates to metal complexes of the formula (1) and to the use thereof in organic electroluminescent devices, and to organic electroluminescent devices which comprise these metal complexes.
Claims15
A compound of the formula (1)
- containing a metal M coordinated to a ligand L of the formula (2) and M is a transition metal, aluminium or gallium,
- wherein the following applies to the symbols and indices used:
- V is B, BR−, CR, CO−, CN(R1)2, SiR, N, NO, NR+, P or PO;
- a is 0 or 1, where, in the case where a=0, the bridging unit V is not present;
- L1 is a ligand moiety of the formula (3)
- L2 and L3 are, identically or differently on each occurrence, each a ligand moiety of the formula (3), formula (4) or formula (5)
- Cy1 and Cy2 are, identically or differently on each occurrence, an aryl or heteroaryl group having 5 to 30 aromatic ring atoms, which is optionally substituted by one or more radicals R, or a cyclic saturated or preferably unsaturated carbene;
- one of the two groups Cy1 or Cy2 here is bonded to the metal via a formally negatively charged carbon or via a formally negatively charged exocyclic donor atom, and the other of the two groups Cy1 and Cy2 is bonded via a neutral donor atom which is part of the group Cy1 or Cy2 and which is selected from nitrogen, and carbon in the form of a carbene;
- Z is, identically or differently on each occurrence, O, S, S(═O), S(═O)2, NR, PR, P(═O)R, C(═O), SiR2 or BR;
- R is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R1)2, CN, Si(R1)3, B(OR1)2, C(═O)R1, P(═O)(R1)2, a straight-chain alkyl, alkenyl, alkynyl, or alkoxy group having 1 to 40 C atoms or a branched or cyclic alkyl, alkenyl, alkynyl, or alkoxy group having 3 to 40 C atoms, each of which is optionally substituted by one or more radicals R1, where one or more non-adjacent CH2 groups is optionally replaced by R1C═CR1, C≡C, Si(R1)2, NR1 or O, and where one or more H atoms is optionally replaced by F, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which optionally in each case be substituted by one or more radicals R1, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R1, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which may be substituted by one or more radicals R1, or a combination of these systems;
- two or more substituents R here optionally forms a mono- or polycyclic aliphatic, aromatic and/or benzo-fused ring system with one another;
- D1 and D2 are identical or different on each occurrence and which contain at least nitrogen, phosphorus, oxygen or sulfur.
9 more elements
A compound of the following applies to the ligand moiety L1 thereof together with the metal and the bridging unit V of the formula (11):
- M is a transition metal, aluminium or gallium;
- Cy1 and Cy2 are, identically or differently on each occurrence, an aryl or heteroaryl group having 5 to 30 aromatic ring atoms, which is optionally substituted by one or more radicals R, or a cyclic saturated or preferably unsaturated carbene;
- one of the two groups Cy1 or Cy2 here is bonded to the metal via a formally negatively charged carbon or via a formally negatively charged exocyclic donor atom, and the other of the two groups Cy1 and Cy2 is bonded via a neutral donor atom which is part of the group Cy or Cy2 and which is selected from nitrogen, and carbon in the form of a carbene;
- V is B, BR−, CR, CO−, CN(R1)2, SiR, N, NO, NR+, P or PO;
- where U stands for N, P, P(═O), CR or SiR, and the dashed bonds each represent the bonds to the ligand moieties;
- Z is, identically or differently on each occurrence, O, S, S(═O), S(═O)2, NR, PR, P(═O)R, C(═O), SiR2 or BR;
- R is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R1)2, CN, Si(R1)3, B(OR1)2, C(═O)R1, P(═O)(R1)2, a straight-chain alkyl, alkenyl, alkynyl, or alkoxy group having 1 to 40 C atoms or a branched or cyclic alkyl, alkenyl, alkynyl, or alkoxy group having 3 to 40 C atoms, each of which is optionally substituted by one or more radicals R1, where one or more non-adjacent CH2 groups is optionally replaced by R1C═CR1, C≡C, Si(R1)2, NR1 or O, and where one or more H atoms is optionally replaced by F, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which optionally in each case be substituted by one or more radicals R1, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R1, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which may be substituted by one or more radicals R1, or a combination of these systems;
- two or more substituents R here optionally forms a mono- or polycyclic aliphatic, aromatic and/or benzo-fused ring system with one another;
- R1 is on each occurrence, identically or differently, H, F or an aliphatic, aromatic and/or heteroaromatic hydrocarbon radical having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by F;
- two or more substituents R1 here optionally forms a mono- or polycyclic aliphatic or aromatic ring system with one another;
- and
- a is 0 or 1, where, in the case where a=0, the bridging unit V is not present.
9 more elements
Dependencies are inferred from the claim text.