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US 2014/0110642 A1Published application
Metal complexes
AssigneeMerck Patent GmbH
InventorsPhilipp Stoessel, Anja Jatsch, Esther Breuning
Life of this patent
Estimating the term…
Abstract
The present invention relates to metal complexes and to electronic devices, in particular organic electroluminescent devices, comprising these metal complexes.
Claims17
1-15. (canceled)
A compound of the formula (1),
- where L1 stands, identically or differently on each occurrence, for a part-ligand of the following formula (2),
- where the dashed bond indicates the bond to V, * denotes the position of the coordination to M and the following applies to the symbols and indices used:
- M is selected from the group consisting of Pt, Ir and Au;
- V is selected from the group consisting of NR7, N−, BR7, B(R7)2−, O, S and Se;
- X is on each occurrence, identically or differently, C or N, where all X in the part-ligand of the formula (2) together form a 14π electron system, with the proviso that at least two groups X and at most 6 groups X in each part-ligand of the formula (2) stand for N;
- R1 to R6 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R8)2, CN, NO2, Si(R8)3, B(OR8)2, C(═O)R8, P(═O)(R8)2, S(═O)R8, S(═O)2R8, OSO2R8, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of which is optionally substituted by one or more radicals R8, where one or more non-adjacent CH2 groups is optionally replaced by R8C═CR8, C≡C, Si(R8)2, C═O, C═S, C═NR8, P(═O)(R8), SO, SO2, NR8, O, S or CONR8 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I or CN, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R8, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R8, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R8, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which is optionally substituted by one or more radicals R8;
- R4 and R5 and/or R5 and R6 and/or R1 and R7 here may also form a mono- or polycyclic, aliphatic, aromatic and/or benzo-fused ring system with one another;
- furthermore, R2 and R3 may form a mono- or polycyclic, aliphatic ring system with one another;
- with the proviso that R1 to R6 represents a free electron pair if the group X to which this radical R1 to R6 is bonded is a nitrogen atom with a saturated valence;
- R7 is on each occurrence, identically or differently, H, D, Si(R8)3, C(═O)R8, a straight-chain alkyl or alkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl or alkoxy group having 3 to 40 C atoms, each of which is optionally substituted by one or more radicals R8, where one or more non-adjacent CH2 groups is optionally replaced by R8C═CR8, C≡C, Si(R8)2, C═O, C═S, C═NR8, P(═O)(R8), SO, SO2, NR8, O, S or CONR8 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I or CN, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R8, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R8, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R8;
- R1 and R7 here may also form a mono- or polycyclic, aliphatic, aromatic and/or benzo-fused ring system with one another;
- R8 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R9)2, CN, NO2, Si(R9)3, B(OR9)2, C(═O)R9, P(═O)(R9)2, S(═O)R9, S(═O)2R9, OSO2R9, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of which is optionally substituted by one or more radicals R9, where one or more non-adjacent CH2 groups is optionally replaced by R9C═CR9, C≡C, Si(R9)2, C═O, C═S, C═NR9, P(═O)(R9), SO, SO2, NR9, O, S or CONR9 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I or CN, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R9, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R9, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R9, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which is optionally substituted by one or more radicals R9;
- two or more adjacent radicals R8 here may form a mono- or polycyclic, aliphatic or aromatic ring system with one another;
- R9 is on each occurrence, identically or differently, H, D, 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 R9 here may also form a mono- or polycyclic, aliphatic or aromatic ring system with one another;
- L2 is a bidentate part-ligand which is bonded to V;
- n is 1 or 2;
- and
- m is (2-n).
16 more elements
Dependencies are inferred from the claim text.