Substituted indoloacridines for organic electroluminescent devices

A compound of the formula (1) or formula (2):

• where the following applies to the symbols and indices used:
• X is, on each occurrence, N;
• Y is, on each occurrence, identically or differently, C(R)2, C═O, C═S, C═NR or C═C(R)2;
• R is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CN, NO2, N(Ar)2, N(R1)2, C(═O)Ar, C(═O)R1, P(═O)(Ar)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted by one or more radicals R1, where one or more non-adjacent CH2 groups is optionally replaced by R1C═CR1, C≡C, Si(R1)2, Ge(R1)2, Sn(R1)2, C═O, C═S, C═Se, C═NR1, P(═O)(R1), SO, SO2, NR1, O, S or CONR1 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 80 aromatic ring atoms, which optionally in each case is substituted by one or more radicals R1, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R1, or a combination of these systems, where two or more adjacent substituents R may optionally form a monocyclic or polycyclic, aliphatic, aromatic or heteroaromatic ring system, which is optionally substituted by one or more radicals R1;
• R1 is on each occurrence, identically or differently, a H, D, F, Cl, Br, I, CN, NO2, N(Ar)2, N(R2)2, C(═O)Ar, C(═O)R2, P(═O)(Ar)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C═CR2, C≡C, Si(R2)2, Ge(R2)2, Sn(R2)2, C═O, C═S, C═Se, C═NR2, P(═O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 80 aromatic ring atoms, which may in each case be substituted by one or more radicals R2, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R2, or a combination of these systems, where two or more adjacent substituents R may optionally form a monocyclic or polycyclic, aliphatic, aromatic or heteroaromatic ring system, which is optionally substituted by one or more radicals R2;
• R2 is a H, D, F, CN, an aliphatic hydrocarbon radical having 1 to 20 C atoms, an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, in which one or more H atoms is optionally replaced by D, F, Cl, Br, I or CN, where two or more adjacent substituents R2 may form a mono- or polycyclic, aliphatic, aromatic or heteroaromatic ring system with one another;
• Ar is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5-30 aromatic ring atoms, which is optionally substituted by one or more non-aromatic radicals R2;
• two radicals Ar which are bonded to the same N atom or P atom here may also be bridged to one another by a single bond or a bridge selected from N(R2), C(R2)2 or O;
• L is a divalent or polyvalent straight-chain alkylene, alkylidene, alkyleneoxy or thioalkyleneoxy group having 1 to 40 C atoms or a branched or cyclic alkylene, alkylidene, alkyleneoxy or thioalkyleneoxy group having 3 to 40 C atoms or an alkenylene or alkynylene group having 2 to 40 C atoms, which is optionally substituted by in each case one or more radicals R1, where one or more non-adjacent CH2 groups is optionally replaced by —R1C═CR1—, —C≡C—, Si(R1)2, Ge(R1)2, Sn(R1)2, C═O, C═S, C═Se, C═NR1, P(═O)R1, S═O, SO2, —O—, —S— or —CONR1— and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an at least divalent aromatic or heteroaromatic ring system having 5 to 80 aromatic ring atoms, which is optionally substituted by one or more radicals R1, or P(R1)3-p, P(═O)(R1)3-p, C(R1)4-p, Si(R1)4-p, N(Ar)3-p or a combination of two, three, four or five of these systems;
• or L is a chemical bond;
• p is 2, 3, 4, 5 or 6, with the proviso that p is not greater than the maximum valence of L;
• wherein at least one radical R stands for one of the groups of the following formula (3), formula (4), formula (5), or formula (6):
• and/or wherein at least one group L stands for a group of the following formula (10), formula (11), formula (12), formula (13), formula (14), or formula (15):
• where the symbols used have the meanings given above, and the index m stands for 0 or 1;
• and * indicates the position of the bonding of the group of the formula (3), formula (4), formula (5), formula (6), formula (7), formula (8), formula (9), formula (10), formula (11), formula (12), formula (13), formula (14), or formula (15).