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US 2014/0350243 A1Published application
Materials for organic electroluminescent devices
AssigneeMerch Patent GmbH
InventorsAmir Hossain Parham, Christof Pflumm, Teresa Mujica-Fernaud
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices.
Claims14
1-16. (canceled)
An electronic device comprising a compound of the formula (1)
- where the following applies to the symbols and indices used:
- X is C═O, C(R)2, NR, O, S, C═S, C═NR, C═C(R)2, Si(R)2, BR, PR, P(═O)R, SO or SO2;
- Y is, identically or differently, W, as defined below, or is NR, O or S, with the proviso that Y═C if a group E is bonded to the group Y;
- W is on each occurrence, identically or differently, CR or N, with the proviso that not more than three groups W in a ring stand for N, and with the further proviso that W═C if a group E is bonded to this group W;
- Z is, identically or differently on each occurrence, CR or N;
- or two adjacent groups Z stand for a group of the formula (2)
- in which the dashed bonds indicate the linking of this unit;
- E is, identically or differently on each occurrence, a single bond, C(R)2, NR, O, S, C═O, C═S, C═NR, C═C(R)2, Si(R)2, BR, PR, P(═O)R, SO or SO2;
- Ar is, together with the group Y and the two carbon atoms, an aryl or heteroaryl group having 5 to 30 aromatic ring atoms, which is optionally substituted by one or more radicals R;
- A is R if m=n=0, and is an aryl or heteroaryl group having 5 to 30 aromatic ring atoms, which may in each case be substituted by R, or a group —CR═CR—, —CR═N— or —N═N— if an index m or n=1 and the other index m or n=0, or is an aryl or heteroaryl group having 5 to 30 aromatic ring atoms, which may in each case be substituted by R, if the indices m=n=1;
- R is selected on each occurrence, identically or differently, is H, D, F, Cl, Br, I, CN, NO2, N(Ar1)2, NR12, C(═O)Ar1, C(═O)R1, P(═O)Ar1)2, 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 or an alkenyl or alkynyl group having 2 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, SiR12, Ge(R1)2, Sn(R1)2, C═O, C═S, C═Se, C═NR1, P(═O)(R1), SO, SO2, NR1, O, S or CONR1 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 80 aromatic ring atoms, which is optionally in each case be substituted by one or more radicals R1, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R1, or a combination of these systems, where two or more adjacent substituents R may optionally form a monocyclic or polycyclic, aliphatic, aromatic or heteroaromatic ring system, which is optionally substituted by one or more radicals R1;
- R1 is selected on each occurrence, identically or differently, is H, D, F, Cl, Br, I, CN, NO2, N(Ar1)2, N(R2)2, C(═O)Ar, C(═O)R2, P(═O)Ar1)2, 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 or an alkenyl or alkynyl group having 2 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 D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is optionally in each case be substituted by one or more radicals R2, 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, where two or more adjacent substituents R may optionally form a monocyclic or polycyclic, aliphatic, aromatic or heteroaromatic ring system, which is optionally substituted by one or more radicals R2;
- R2 is selected from the group consisting of H, D, F, CN, an aliphatic hydrocarbon radical having 1 to 20 C atoms, an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, in which one or more H atoms is optionally replaced by D, F, Cl, Br, I or CN, where two or more adjacent substituents R2 may form a mono- or polycyclic, aliphatic, aromatic or heteroaromatic ring system with one another;
- Ar1 is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5-30 aromatic ring atoms, which is optionally substituted by one or more non-aromatic radicals R2;
- two radicals Ar1 which are bonded to the same N atom or P atom may also be bridged to one another here by a single bond or a bridge selected from N(R2), C(R2)2 or O;
- m and n are, identically or differently on each occurrence, 0 or 1, where, for m=0, a group R instead of the group E is bonded to A, and where, for n=0, a group R instead of the group E is bonded to A;
- p is 0 or 1, where, for p=0, a group R instead of the group Z═Z is bonded to each of the carbon atom and to W, with the proviso that p=1 if m=n=0.
14 more elements
Dependencies are inferred from the claim text.