Compounds and organic electronic devices

A compound of the general formula (1a)

• where the following applies to the symbols and indices used:
• R1
• is on each occurrence, identically or differently, H, D, F, Cl, Br, I, C(═O)R4, CN, Si(R4)3, NO2, P(═O)(R4)2, S(═O)R4, S(═O)2R4, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 20 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl 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 is optionally replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═S, C═NR4, —C(═O)O—, —C(═O)NR4—, P(═O)(R4), —O—, —S—, SO or SO2 and where one or more H atoms in the above-mentioned groups is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 6 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R4, or an aryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R4, or an aralkyl group having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R4;
• R2 and R3
• are on each occurrence, identically or differently, preferably identically, H, D, F, Cl, Br, I, C(═O)R4, CN, Si(R4)3, NO2, P(═O)(R4)2, S(═O)R4, S(═O)2R4, N(R4)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 20 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl 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 is optionally replaced by —R4C═CR4—, —C≡C—, Si(R4)2, C═O, C═S, C═NR4, —C(═O)O—, —C(═O)NR4—, P(═O)(R4), —O—, —S—, SO or SO2 and where one or more H atoms in the above-mentioned groups is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 6 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R4, or an aryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R4, or an aralkyl group having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R4, where two or more radicals R2 or two or more radicals R3 is optionally linked to one another and may form a ring;
• R4
• is on each occurrence, identically or differently, H, D, F, Cl, Br, I, C(═O)R5, CN, Si(R5)3, NO2, P(═O)(R5)2, S(═O)R5, S(═O)2R5, N(R5)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 20 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl 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 R5 and where one or more CH2 groups in the above-mentioned groups is optionally replaced by —R5C═CR5—, —C≡C—, Si(R5)2, C═O, C═S, C═NR5, —C(═O)O—, —C(═O)NR5—, P(═O)(R5), —O—, —S—, SO or SO2 and where one or more H atoms in the above-mentioned groups is optionally replaced by D, F, Cl, Br, I, CN or NO2, 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 R5, or an aryloxy or heteroaryloxy group having 5 to 30 aromatic ring atoms, which is optionally substituted by one or more radicals R5;
• R5
• is selected from the group consisting of H, D, F, an aliphatic hydrocarbon radical having 1 to 20 C atoms or an aromatic or heteroaromatic ring system having 5 to 30 C atoms, in which one or more H atoms is optionally replaced by D or F, where two or more adjacent substituents R5 may form a mono- or polycyclic, aliphatic ring system with one another;
• p, q, r
• are 0 or 1, where p+q+r=1;
• Za0, Zb0, Zc0
• are, identically or differently on each occurrence, equal to R3;
• Za1, Zb1, Zc1
• are equal to
• B′
• is a single bond, an aryl group having 6 to 30 ring atoms or a mono- or bicyclic heteroaryl group having 5 to 30 ring atoms, each of which is optionally substituted by one or more radicals R4, where, if B′ is a single bond, the nitrogen atom is bonded directly to the fluorene;
• Ar1 and Ar2
• are on each occurrence, identically or differently, an aromatic or heteroaromatic radical having 10 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R6, which are identical to or different from one another, where the two groups Ar1 or Ar2 each contain at least two or more aromatic or heteroaromatic rings,
• where two of the aromatic or heteroaromatic rings in Ar1 or in Ar2 is optionally condensed,
• and where two of the aromatic or heteroaromatic rings in Ar1 is optionally bridged by a divalent group —O—, —S— or —Si(R6)2—, where bridging via —O— or —Si(R6)2— is preferred, or two of the aromatic or heteroaromatic rings in Ar2 is optionally bridged by a divalent group —O—, —S— or —Si(R6)2—, where bridging via —O— or —Si(R6)2—,
• and where an aromatic or heteroaromatic ring from Ar1 is optionally bridged to an aromatic or heteroaromatic ring from Ar2 by a divalent group —O—, —S—, —Si(R6)2—, —NR6— or —C(R6)2—;
• R6
• is on each occurrence, identically or differently, H, D, F, Cl, Br, I, C(═O)R5, CN, Si(R5)3, NO2, P(═O)(R5)2, S(═O)R5, S(═O)2R5, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 20 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl 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 R5 and where one or more CH2 groups in the above-mentioned groups is optionally replaced by —R5C═CR5—, —C≡C—, Si(R5)2, C═O, C═S, C═NR5, —C(═O)O—, —C(═O)NR5—, P(═O)(R5), —O—, —S—, SO or SO2 and where one or more H atoms in the above-mentioned groups is optionally replaced by D, F, Cl, Br, I, CN or NO2, 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 R5, or an aryloxy or heteroaryloxy group having 5 to 30 aromatic ring atoms, which is optionally substituted by one or more radicals R5;
• with the proviso that Za1, Zb1 and Zc1 in the compound of the formula (1) contain no fluorene or carbazole groups.