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US 12,433,160 B2Granted
Materials for organic electroluminescent devices
AssigneeMerck Patent GmbH
InventorsAmir Hossain Parham, Philipp Stoessel, Christian Ehrenreich
Life of this patent
Estimating the term…
Abstract
The invention relates to compounds which are suitable for use in electronic devices, and electronic devices, in particular organic electroluminescent devices, containing said compounds.
Claims11
A compound of formula (1)
- comprising a structure of formula (2)
- wherein:
- X is the same or different at each instance and is CR or N, with the proviso that not more than two X groups per cycle are N;
- and two adjacent X groups that are part of the same cycle are C, at which a group of the formula (2), via the bonds identified by *, form an aromatic or heteroaromatic ring system fused onto the cycle;
- Q is the same or different at each instance and is CR1 or N, with the proviso that at most two Q groups per ring are N;
- Y is the same or different at each instance and is a BR, C(R)2, C═O, Si(R)2, NR, NAr1, O, Se, SO, SO2, PR or P(═O)R, where, in the case that m or n is 0, the carbon atoms that bind to Y are each X;
- m and n are 0 or 1, where m+n is 1;
- Ar1 is an aromatic ring system which has 6 to 40 aromatic ring atoms and may be substituted by one or more R1 radicals, or a heteroaromatic ring system which has 5 to 40 aromatic ring atoms and may be substituted by one or more R1 radicals;
- R is the same or different at each instance and is H, D, F, Cl, Br, I, N(Ar2′)2, N(R1)2, OAr2′, SAr2′, B(OR1)2, CHO, C(═O)R1, CR1═C(R1)2, CN, C(═O)OR1, C(═O)NR1, Si(R1)3, NO2, P(═O)(R1)2, OSO2R1, OR1, S(═O)R1, S(═O)2R1, SR1, a straight-chain alkyl group having 1 to 20 carbon atoms or an alkenyl or alkynyl group having 2 to 20 carbon atoms or a branched or cyclic alkyl group having 3 to 20 carbon atoms, where the alkyl, alkenyl or alkynyl group may be substituted in each case by one or more R1 radicals, where one or more nonadjacent CH2 groups may be replaced by —R1C═CR1—, —C≡C—, Si(R1)2, NR1, CONR1, C═O, C═S, —C(═O)O—, P(═O)(R1), —O—, —S—, SO or SO2, or an aromatic or heteroaromatic ring system which has 5 to 60 aromatic ring atoms, preferably 5 to 40 aromatic ring atoms, and may be substituted in each case by one or more R1 radicals, where two or more R radicals bonded to the same cycle may together form an aliphatic, heteroaliphatic, aromatic or heteroaromatic ring system which may be substituted by one or more R1 radicals;
- Ar2′ is the same or different at each instance and is an aromatic or heteroaromatic ring system which has 5 to 40 aromatic ring atoms and may be substituted by one or more R radicals;
- R1 is the same or different at each instance and is H, D, F, I, B(OR2)2, N(R2)2, CHO, C(═O)R2, CR2═C(R2)2, CN, C(═O)OR2, Si(R2)3, NO2, P(═O)(R2)2, OSO2R2, SR2, OR2, S(═O)R2, S(═O)2R2, a straight-chain alkyl group having 1 to 20 carbon atoms or an alkenyl or alkynyl group having 2 to 20 carbon atoms or a branched or cyclic alkyl group having 3 to 20 carbon atoms, where the alkyl, alkenyl or alkynyl group may in each case be substituted by one or more R2 radicals and where one or more CH2 groups in the abovementioned groups may be replaced by —R2C═CR2—, —C≡C—, Si(R2)2, C═O, C═S, —C(═O)O—, NR2, CONR2, P(═O)(R2), —O—, —S—, SO or SO2, and where one or more hydrogen atoms in the abovementioned groups may be replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system which has 5 to 30 aromatic ring atoms and may be substituted in each case by one or more R2 radicals, where two or more R1 radicals together may form an aliphatic, heteroaliphatic, aromatic or heteroaromatic ring system;
- R2 is the same or different at each instance and is H, D, F, CN or an aliphatic, aromatic or heteroaromatic organic radical having 1 to 20 carbon atoms, in which one or more hydrogen atoms may also be replaced by D or F;
- at the same time, two or more R2 substituents may be joined to one another and may form a ring.
10 more elements
Dependencies are inferred from the claim text.