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US 12,563,965 B2Granted
Materials for electronic devices
AssigneeMerck Patent GmbH
InventorsElvira Montenegro, Teresa Mujica-Fernaud, Florian Maier-Flaig, Frank Voges
Life of this patent
Estimating the term…
Abstract
The present application relates to compounds of formula (I) and (II), to processes for preparation thereof, and to the use thereof in electronic devices.
Claims18
A compound of the following formula (I) or (II):
- where the variables that occur are as follows:
- Z1 is the same or different at each instance and is selected from CR1 and CR3;
- Ar1 is an aryl group which has 6 to 20 aromatic ring atoms and may be substituted by one or more R3 radicals, or a heteroaryl group which has 5 to 20 aromatic ring atoms and may be substituted by one or more R3 radicals;
- Ar2 is the same or different at each instance and is selected from aromatic ring systems which have 6 to 40 aromatic ring atoms and may be substituted by one or more R5 radicals, and heteroaromatic ring systems which have 5 to 40 aromatic ring atoms and may be substituted by one or more R5 radicals;
- Ar3 is an aryl group which has 6 to 20 aromatic ring atoms and may be substituted by one or more R2 radicals, or a heteroaryl group which has 5 to 20 aromatic ring atoms and may be substituted by one or more R2 radicals;
- X1 is the same or different at each instance and is a divalent group selected from —C(R4)2—, —C(R4)2—C(R4)2—, —CR4═CR4—, —Si(R4)2—, O and S;
- ArL is selected from aromatic ring systems which have 6 to 40 aromatic ring atoms and may be substituted by one or more R5 radicals, and heteroaromatic ring systems which have 5 to 40 aromatic ring atoms and may be substituted by one or more R5 radicals;
- E is a single bond or a divalent group selected from C(R5)2, Si(R5)2, N(R5), O, and S;
- R0 is selected from H, D, aromatic ring systems which have 6 to 40 aromatic ring atoms and may be substituted by one or more R6 radicals, and heteroaromatic ring systems which have 5 to 40 aromatic ring atoms and may be substituted by one or more R6 radicals;
- R1 is the same or different at each instance and is selected from aromatic ring systems which have 6 to 40 aromatic ring atoms and may be substituted by one or more R6 radicals, and heteroaromatic ring systems which have 5 to 40 aromatic ring atoms and may be substituted by one or more R6 radicals, with the proviso that two or more R1 radicals are not joined to one another and form a ring;
- R2 is the same or different at each instance and is selected from H, D, F, Si(R6)3, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more R0 radicals may be joined to one another and may form a ring;
- where the alkyl, alkoxy, alkenyl and alkynyl groups mentioned and the aromatic ring systems and heteroaromatic ring systems mentioned may each be substituted by one or more R6 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups mentioned may be replaced by —R6C═CR6—, —C≡C—, Si(R6)2, C═O, C═NR6, —C(═O)O—, —C(═O)NR6—, NR6, P(═O)(R6), —O—, —S—, SO or SO2;
- R3, R4, R5 are the same or different at each instance and are selected from H, D, F, C(═O)R6, Si(R6)3, N(R6)2, P(═O)(R6)2, OR6, S(═O)R6, S(═O)2R6, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more R4 or R5 radicals may be joined to one another and may form a ring;
- where the alkyl, alkoxy, alkenyl and alkynyl groups mentioned and the aromatic ring systems and heteroaromatic ring systems mentioned may each be substituted by one or more R6 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups mentioned may be replaced by —R6C═CR6—, —C═C—, Si(R6)2, C═O, C═NR6, —C(═O)O—, —C(═O)NR6—, NR6, P(═O)(R6), —O—, —S—, SO or SO2, with the proviso that two or more R3 radicals or two or more R1 and R3 radicals are not joined to one another and form a ring:
- R6 is the same or different at each instance and is selected from H, D, F, C(═O)R7, Si(R7)3, N(R7)2, P(═O)(R7)2, OR7, S(═O)R7, S(═O)2R7, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more R6 radicals may be joined to one another and may form a ring;
- where the alkyl, alkoxy, alkenyl and alkynyl groups mentioned and the aromatic ring systems and heteroaromatic ring systems mentioned may each be substituted by one or more R7 radicals;
- and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups mentioned may be replaced by —R7C═CR7—, —C≡C—, Si(R7)2, C═O, C═NR7, —C(═O)O—, —C(═O)NR7—, NR7, P(═O)(R7), —O—, —S—, SO or SO2;
- R7 is the same or different at each instance and is selected from H, D, F, alkyl or alkoxy groups having 1 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms and heteroaromatic ring systems having 5 to 40 aromatic ring atoms;
- where two or more R7 radicals may be joined to one another and may form a ring;
- and where the alkyl, alkoxy, alkenyl and alkynyl groups, aromatic ring systems and heteroaromatic ring systems mentioned may be substituted by F or CN;
- k is 0, 1, 2 or 3, where, in the case that k=0, the Art group is absent and the nitrogen atom of the group of the formula (N) constitutes the attachment position;
- m is 0 or 1, where, in the case that m=0, the E group is absent and the Ar2 groups are not bonded to one another;
- where, in formula (I) and (II), all positions shown as unsubstituted may each be substituted by an R3 radical;
- wherein, in one of the formulae (I) and (II), one or two Z1 groups in each case are CR1, and the other Z1 groups are CR3, and
- where, in formula (I) and in formula (II), there is in each case at least one Z1 group which is CR1.
27 more elements
Dependencies are inferred from the claim text.