Back to results
US 2018/0006237 A1Published application
Materials for electronic devices
AssigneeMerck Patent GmbH
InventorsRémi Manouk ANÉMAIN, Dong-Hee LEE, Ha-Na SEO
Life of this patent
Estimating the term…
Abstract
The present application relates to a compound which contains an indenocarbazole group, a particular arylamino group and an electron-deficient group bonded to the indenocarbazole group. The compound is suitable for use in electronic devices, in particular in organic electroluminescent devices.
Claims20
-18. (canceled)
A compound of the formula (1)
- where the following applies to the symbols and indices used:
- Y is, identically or differently, equal to N or CR1, where at least one group Y in the six-membered ring must be equal to N;
- W is, identically or differently, equal to CR1 or N;
- V is, identically or differently, equal to CR1 or N, with the proviso that two adjacent groups V=V stand for a group of the formula (2)
- or two adjacent group V-V stand for a group of formula (3)
- in which the dashed bonds indicate the linking of this unit;
- X is a divalent bridge selected from N(R2), B(R2), O, C(R2)2, Si(R2)2, C═NR2, C═C(R2)2, S, S═O, SO2, P(R2) and P(═O)R2;
- Ar1, Ar2 are, identically or differently, an aromatic or heteroaromatic ring system, which may be substituted by one or more radicals R1;
- wherein at least one of the group Ar1 or Ar2 stands for an aromatic ring system having 12 to 30 aromatic C atoms, an heteroaryl group having 13 to 30 aromatic ring atoms or an aryl group having 10 to 20 aromatic C atoms, each of which may be substituted by one or more radicals R1, Ar1
- Ar3, Ar4 are on each occurrence, identically or differently, an aromatic ring system having 6 to 40 aromatic C atoms or an heteroaromatic ring system having 5 to 40 aromatic ring atoms, which may be substituted by one or more radicals R1;
- with the proviso that Ar4 is not an anthracenylene group;
- E is on each occurrence, identically or differently, a single bond, N(R3), O, S, C(R3)2, C(R3)2—C(R3)2, Si(R3)2 or B(R3);
- is on each occurrence, identically or differently, H, D, F, Br, Cl, I, C(═O)R3, CN, Si(R3)3, N(R3)2, P(═O)(R3)2, 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, or an aryloxy or heteroaryloxy group having 5 to 30 aromatic ring atoms, which may be substituted by one or more radicals R3, where two adjacent radicals R1 located on Ar1 or two adjacent radicals R1 located on Ar2 may be linked to one another and may form a ring;
- R2 is on each occurrence, identically or differently, H, D, F, Br, Cl, I, C(═O)R3, CN, Si(R3)3, N(R3)2, P(═O)(R3)2, 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, or an aryloxy or heteroaryloxy group having 5 to 30 aromatic ring atoms, which may be substituted by one or more radicals R3;
- where two radicals R2 may be linked to one another and may form a ring;
- is on each occurrence, identically or differently, H, D, F, Br, Cl, I, C(═O)R4, CN, Si(R4)3, N(R4)2, P(═O)(R4)2, 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, or an aryloxy or heteroaryloxy group having 5 to 30 aromatic ring atoms, which may 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, 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 0 or 1;
- and
- m is equal to 0 or 1.
18 more elements
Dependencies are inferred from the claim text.