Compounds and organic electronic devices

A compound of the formula (1)

• where the following applies to the symbols and indices used:
• R1 is 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, 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 5 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 the two radicals R1 is optionally linked to one another and may form a ring, so that a spiro compound forms in position 9 of the fluorene, where spirobifluorenes are excluded;
• 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 5 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 and r are each 0;
• q is 1;
• Zap, and Zcr are, identically or differently on each occurrence, equal to R3;
• Zbq is equal to
• B′ is a phenylene, biphenylene, terphenylene, naphthylene, dibenzofuranylene or dibenzo-thiophenylene group, which is optionally substituted by one or more radicals R4;
• Ar1 and Ar2 are on each occurrence, identically or differently, an aromatic group having 6 to 60 ring atoms or a heteroaromatic group having 5 to 60 ring atoms, each of which is optionally substituted by one or more radicals R6, which are identical to or different from one another, where at least one of the two groups Ar1 and Ar2 must contain a fluorene group;
• wherein Ar1 and Ar2 contain no carbazoles;
• 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.