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US 10,651,389 B2Granted
Materials for electronic devices
AssigneeMerck Patent GmbH
InventorsAnja Jatsch, Christof Pflumm, Thomas Eberle, Amir Hossain Parham, Jonas Valentin Kroeber, Philipp Stoessel, Joachim Kaiser
Life of this patent
Estimating the term…
Abstract
The present invention relates to a compound of a formula (I), in which an electron-deficient group and an arylamino group are connected to one another via an intermediate group. The compound of the formula (I) is suitable as functional material in electronic devices.
Claims27
A compound of the formula (I)
- where:
- Ar1 is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system selected from the groups of the formula (Ar1-1) to (Ar1 10) and (Ar1-14) to (Ar1-17),which may be substituted by one or more radicals R2
- Ar2 is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 12 to 24 aromatic ring atoms, which may be substituted by one or more radicals R2, where the aromatic ring system contains no condensed aryl or heteroaryl group having more than 10 aromatic ring atoms;
- R1, R2 are on each occurrence, identically or differently, H, D, F, Cl, Br, I, C(═O)R3, CN, Si(R3)3, N(R3)2, P(═O)(R3)2, OR3, S(═O)R3, S(═O)2R3, a straight-chain alkyl or alkoxy group having 1 to 20 C atoms or a branched or cyclic alkyl or alkoxy group having 3 to 20 C atoms or an alkenyl or alkynyl group having 2 to 20 C atoms, where the above-mentioned groups may each be substituted by one or more radicals R3 and where one or more CH2 groups in the above-mentioned groups may be replaced by —R3C═CR3—, —C≡C—, Si(R3)2, C═O, C═NR3, —C(═O)O—, —C(═O)NR3—, NR3, P(═O)(R3), —O—, —S—, SO or SO2, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R3, where two or more radicals R2 may be linked to one another and may form a ring;
- R3 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, C(═O)R4, CN, Si(R4)3, N(R3)2, P(═O)(R4)2, OR4, S(═O)R4, S(═O)2R4, a straight-chain alkyl or alkoxy group having 1 to 20 C atoms or a branched or cyclic alkyl or alkoxy group having 3 to 20 C atoms or an alkenyl or alkynyl group having 2 to 20 C atoms, where the above-mentioned groups may each be substituted by one or more radicals R4 and where one or more CH2 groups in the above-mentioned groups may be replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)OR), —O—, —S—, SO or SO2, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R4, where two or more radicals R3 may be linked to one another and may form a ring;
- R4 is on each occurrence, identically or differently, H, D, F or an aliphatic, heteroaliphatic, aromatic or heteroaromatic organic radical having 1 to 20 C atoms, in which, in addition, one or more H atoms may be replaced by D or F;
- two or more substituents R4 here may be linked to one another and may form a ring;
- n is equal to 1, 2, 3 or 4;
- with the proviso that the following is excluded:
- when n=1, the group Ar1 is a group of the formula (Ar1-1) or (Ar1-14), and
- when n=2, both groups Ar1 correspond to a group of the formula (Ar1-1).
8 more elements
A compound of the formula (I)
- where:
- Ar1 is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system selected from the groups of the formula (Ar1-1) to (Ar1 10) and (Ar1-14) to (Ar1-17), which may be substituted by one or more radicals R2
- Ar2 is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5 to 24 aromatic ring atoms, which may be substituted by one or more radicals R2,
- where at least one group Ar2 in the compound of the formula (I) represents a group Ar2*;
- Ar2* is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 12 to 24 aromatic ring atoms, which may be substituted by one or more radicals R2, where the aromatic ring system contains no condensed aryl or heteroaryl group having more than 10 aromatic ring atoms;
- R1, R2 are on each occurrence, identically or differently, H, D, F, Cl, Br, I, C(═O)R3, CN, Si(R3)3, N(R3)2, P(═O)(R3)2, OR3, S(═O)R3, S(═O)2R3, a straight-chain alkyl or alkoxy group having 1 to 20 C atoms or a branched or cyclic alkyl or alkoxy group having 3 to 20 C atoms or an alkenyl or alkynyl group having 2 to 20 C atoms, where the above-mentioned groups may each be substituted by one or more radicals R3 and where one or more CH2 groups in the above-mentioned groups may be replaced by —R3C═CR3—, —C≡C—, Si(R′)2, C═O, C═NR3, —C(═O)O—, —C(═O)NR3—, NR3, P(═O)(R3), —O—, —S—, SO or SO2, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R3, where two or more radicals R2 may be linked to one another and may form a ring;
- R3 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, C(═O)R4, CN, Si(R4)3, N(R3)2, P(═O)(R4)2, OR4, S(═O)R4, S(═O)2R4, a straight-chain alkyl or alkoxy group having 1 to 20 C atoms or a branched or cyclic alkyl or alkoxy group having 3 to 20 C atoms or an alkenyl or alkynyl group having 2 to 20 C atoms, where the above-mentioned groups may each be substituted by one or more radicals R4 and where one or more CH2 groups in the above-mentioned groups may be replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═NR4, —C(═O)O—, —C(═O)NR4—, NR4, P(═O)(R4), —O—, —S—, SO or SO2, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R4, where two or more radicals R3 may be linked to one another and may form a ring;
- R4 is on each occurrence, identically or differently, H, D, F or an aliphatic, heteroaliphatic, aromatic or heteroaromatic organic radical having 1 to 20 C atoms, in which, in addition, one or more H atoms may be replaced by D or F;
- two or more substituents R4 here may be linked to one another and may form a ring;
- n is equal to 1, 2, 3 or 4;
- with the proviso that the following is excluded:
- when n=1 or 2, the group Ar1 is a group of the formula (Ar1-1) or (Ar1-14).
9 more elements
Dependencies are inferred from the claim text.