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US 8,487,300 B2Granted
Organic electroluminescent devices comprising azomethine-metal complexes
AssigneeMerck Patent GmbH
InventorsAmir Hossain Parham, Jonas Kroeber, Anja Gerhard, Rocco Fortte
Life of this patent
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Abstract
The present invention relates to phosphorescent organic electroluminescent devices which contain as a matrix material of emitting layer, metal complexes of the formula (I)
Claims17
An organic electroluminescent device comprising, in the emitting layer, at least one phosphorescent compound and at least one compound of formula (I)
- wherein
- M is on each occurrence, identically or differently, a metal ion in the oxidation state +II, selected from Be, Mg, Ca, Sr, Ba, Fe, Ru, Os, Co, Cu, Zn, Cd, Hg, Sn and Pb;
- X is on each occurrence, identically or differently, O, S or CO—O;
- Ar1 is an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R and in which individual aromatic groups may be linked to one another via alkylene groups having 1 to 10 C atoms, in which, in addition, one or more non-adjacent C atoms is optionally replaced by O or S;
- Ar2 is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R;
- Y is on each occurrence, identically or differently, a single bond or an alkylene group having 1 to 10 C atoms, in which, in addition, one or more non-adjacent C atoms which are not bonded to the nitrogen is optionally replaced by O and which is optionally substituted by one or more radicals R;
- R is on each occurrence, identically or differently, H, F, Cl, Br, I, N(R2)2, CN, NO2, Si(R2)3, B(OR2)2, C(═O)R2, P(═O)(R2)2, S(═O)R2, S(═O)2R2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which is optionally substituted by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C═CR2, C≡C, Si(R2)2, Ge(R2)2, Sn(R2)2, C═O, C═S, C═Se, C═NR2, P(═O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, each of which is optionally substituted by one or more radicals R2, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R2, or a combination of these systems;
- two or more substituents R here optionally forms a mono- or polycyclic aliphatic or aromatic ring system with one another;
- R1 is on each occurrence, identically or differently, H, F, CF3, a straight-chain alkyl group having 1 to 40 C atoms or a branched or cyclic alkyl group having 3 to 40 C atoms, each of which is optionally substituted by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C═CR2, C≡C, Si(R2)2, Ge(R2)2, Sn(R2)2 and where one or more H atoms is optionally replaced by F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, each of which is optionally substituted by one or more radicals R2, or a combination of these systems;
- R1 here optionally forms a mono- or polycyclic aliphatic or aromatic ring system with one or more substituents R;
- R2 is on each occurrence, identically or differently, H, F or an aliphatic, aromatic 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 R2 here optionally forms a mono- or polycyclic aliphatic or aromatic ring system with one another;
- n is on each occurrence, identically or differently, 0, 1 or 2.
10 more elements
Dependencies are inferred from the claim text.