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US 2022/0069231 A1Published application
Materials for organic electroluminescent devices
AssigneeMerck Patent GmbH
InventorsAmir Hossain PARHAM, Jonas Valentin KROEBER, Jens ENGELHART, Anja JATSCH, Christian EICKHOFF, Christian EHRENREICH
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds of the formula (1) and mixture comprising these compounds, which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic devices which comprise these compounds and mixtures.
Claims21
-17. (canceled)
A compound of the formula (1),
- where the following applies to the symbols and indices used:
- Ar1 stands on each occurrence, identically or differently, for an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R1;
- Ar2 stands on each occurrence, identically or differently, for an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R2;
- Ar3 stands on each occurrence, identically or differently, for an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R3;
- -E- is a single bond, —B(R0)—, —C(R0)2—, —Si(R0)2—, —C(═O)—, —C(═NR0)—, —C(═C(R0)2)—, —O—, —S—, —S(═O)—, —S(O2)—, —N(R0)—, —P(R0)— or —P((═O)R0)—;
- R0, R1, R2, R3 stand on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, N(Ar)2, C(═O)Ar, P(═O)(Ar)2, S(═O)Ar, S(═O)2Ar, NO2, Si(R)3, B(OR)2, OSO2R, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or branched or a cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R, where in each case one or more non-adjacent CH2 groups may be replaced by RC═CR, C≡C, Si(R)2, Ge(R)2, Sn(R)2, C═O, C═S, C═Se, P(═O)(R), SO, SO2, O, S or CONR and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring systems having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R, or an aryloxy group having 5 to 40 aromatic ring atoms, which may be substituted by one or more radicals R, where two radicals R0, two radicals R1, two radicals R2 and/or two radicals R3 may form a monocyclic or polycyclic, aliphatic, aromatic or heteroaromatic ring system with one another, which may be substituted by one or more radicals R;
- R stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, N(Ar)2, C(═O)Ar, P(═O)(Ar)2, S(═O)Ar, S(═O)2Ar, NO2, Si(R′)3, B(OR′)2, OSO2R′, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R′, where in each case one or more non-adjacent CH2 groups may be replaced by R′C═CR′, C≡C, Si(R′)2, Ge(R′)2, Sn(R′)2, C═O, C═S, C═Se, P(═O)(R′), SO, SO2, O, S or CONR and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring systems having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R, or an aryloxy group having 5 to 40 aromatic ring atoms, which may be substituted by one or more radicals R′, where two radicals R may form a ring system with one another, which may be substituted by one or more radicals R′;
- Ar is an aromatic or heteroaromatic ring system having 5 to 24 aromatic ring atoms, which may in each case also be substituted by one or more radicals R;
- R′ stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CN, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 20 C atoms or branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 20 C atoms, where in each case one or more non-adjacent CH2 groups may be replaced by SO, SO2, O, S and where one or more H atoms may be replaced by D, F, Cl, Br or I, or an aromatic or heteroaromatic ring system having 5 to 24 C atoms;
- n is 0 or 1;
- wherein when n is 0, the group -E- is absent;
- wherein the compound of formula (1) comprise at least one group Ar3, R1, R2 or R3, which stand for a triphenylene derivative of the formula (T),
- where the dashed bond indicates the bonding to the structure of formula (1), and where:
- R4 is C at the position of the bonding to ArS or, R4 is C at the position of the bonding to the structure of formula (1) if m is 0;
- and at other positions, R4 stands on each occurrence, identically or differently, for H, D, F, Cl, Br, I, CHO, CN, N(Ar)2, C(═O)Ar, P(═O)(Ar)2, S(═O)Ar, S(═O)2Ar, NO2, Si(R)3, B(OR)2, OSO2R, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or branched or a cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R, where in each case one or more non-adjacent CH2 groups may be replaced by RC═CR, C≡C, Si(R)2, Ge(R)2, Sn(R)2, C═0, C═S, C═Se, P(═O)(R), SO, SO2, O, S or CONR and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring systems having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R, or an aryloxy group having 5 to 40 aromatic ring atoms, which may be substituted by one or more radicals R, where two radicals R4 may form a monocyclic or polycyclic, aliphatic, aromatic or heteroaromatic ring system, which may be substituted by one or more radicals R;
- ArS is an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case also be substituted by one or more radicals R;
- and
- m is an integer selected from 0, 1, 2, 3 or 4;
- and
- where the following compounds are excluded:
17 more elements
Dependencies are inferred from the claim text.