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US 2017/0324038 A1Published application
Heterocyclic compounds for use in electronic devices
AssigneeMerck Patent GmbH
InventorsAnja JATSCH, Amir Hossain PARHAM, Thomas EBERLE, Tobias GROSSMANN, Jonas Valentin KROEBER
Life of this patent
Estimating the term…
Abstract
The present invention relates to heterocyclic compounds and to electronic devices, especially organic electroluminescent devices, comprising these compounds.
Claims24
-23. (canceled)
A compound comprising structures of the formula (I)
- wherein:
- X is the same or different at each instance and is N or CR1, preferably CR1, with the proviso that not more than two of the X groups in one cycle are N;
- Z is a bond, C(R1)2, O or S;
- L1 is a bond, an aromatic ring system having 6 to 60 carbon atoms or a heteroaromatic ring system having 3 to 60 carbon atoms, each of which may be substituted by one or more R1 radicals;
- Ar1, Ar2, Ar3 is an aryl group having 6 to 40 carbon atoms or a heteroaryl group having 3 to 40 carbon atoms, each of which may be substituted by one or more R1 radicals;
- R1 is the same or different at each instance and is H, D, F, Cl, Br, I, B(OR2)2, CHO, C(═O)R2, CR2═C(R2)2, CN, C(═O)OR2, C(═O)N(R2)2, Si(R2)3, N(R2)2, NO2, P(═O)(R2)2, OSO2R2, OR2, S(═O)R2, S(═O)2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 carbon atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 carbon atoms, each of which may be substituted by one or more R2 radicals, where one or more nonadjacent CH2 groups may be replaced by —R2C═CR2—, —C≡C—, Si(R2)2, C═O, C═S, C═NR2, —C(═O)O—, —C(═O)NR2—, NR2, P(═O)(R2), —O—, —S—, SO or SO2 and where one or more hydrogen atoms may be replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system which has 5 to 40 aromatic ring atoms and may be substituted in each case by one or more R2 radicals, or an aryloxy or heteroaryloxy group which has 5 to 40 aromatic ring atoms and may be substituted by one or more R2 radicals, or a combination of these systems;
- at the same time, two or more adjacent R1 substituents together may also form a mono- or polycyclic, aliphatic or aromatic ring system;
- R2 is the same or different at each instance and is H, D, F, Cl, Br, I, B(OR3)2, CHO, C(═O)R3, CR3═C(R3)2, CN, C(═O)OR3, C(═O)N(R3)2, Si(R3)3, N(R3)2, NO2, P(═O)(R3)2, OSO2R3, OR3, S(═O)R3, S(═O)2R3, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 carbon atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 carbon atoms, each of which may be substituted by one or more R3 radicals, where one or more nonadjacent CH2 groups may be replaced by —R3C═CR3—, —C≡C—, Si(R3)2, C═O, C═S, C═NR3, —C(═O)O—, —C(═O)NR3—, NR3, P(═O)(R3), —O—, —S—, SO or SO2 and where one or more hydrogen atoms may be replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system which has 5 to 40 aromatic ring atoms and may be substituted in each case by one or more R3 radicals, or an aryloxy or heteroaryloxy group which has 5 to 40 aromatic ring atoms and may be substituted by one or more R3 radicals, or a combination of these systems;
- at the same time, two or more adjacent R2 substituents together may also form a mono- or polycyclic, aliphatic or aromatic ring system;
- R3 is the same or different at each instance and is H, D, F or an aliphatic, aromatic and/or heteroaromatic hydrocarbyl radical having 1 to 20 carbon atoms, in which hydrogen atoms may also be replaced by F;
- at the same time, two or more adjacent R3 substituents together may also form a mono- or polycyclic, aliphatic or aromatic ring system;
- with the proviso that
- at least one of the Ar2 and/or Ar3 radicals is a group of the formula (IIa) or (IIb)
- in which
- X is the same or different at each instance and is N or CR1, preferably CR1, with the proviso that not more than two of the X groups in one cycle are N;
- L2 is a bond, an aromatic ring system having 6 to 60 carbon atoms or a heteroaromatic ring system having 3 to 60 carbon atoms, each of which may be substituted by one or more R1 radicals;
- R1 is as defined above and the dotted line represents the bonding site, such that L2 binds to the same nitrogen atom as L1.
14 more elements
Dependencies are inferred from the claim text.