Mixtures of matrix materials and organic semiconductors capable of emission, use of the same and electronic components containing said mixtures

Compounds of the formula (10a) to (15)

• in which the symbols
• Y at each instance is N;
• Z is the same or different at each instance and is CR1 or N;
• R1, R2 and R3 are the same or different at each instance and are H, CN, a straight-chain, branched or cyclic alkyl, alkoxy or alkylamino group having from 1 to 40 carbon atoms, in which one or more nonadjacent CH2 groups is optionally replaced by —R4C═CR4—, —C≡C—, C═O, C═S, C═Se, C═NR4, —O—, —S—, —NR5— or —CONR6—, and in which one or more hydrogen atoms is optionally replaced by F, Cl, Br, I, or
• an aromatic or heteroaromatic system having from 1 to 40 carbon atoms, in which one or more hydrogen atoms is optionally replaced by F, Cl, Br, I, and which is optionally substituted by one or more nonaromatic R1 radicals, and a plurality of substituents R1 and/or R1, R2, either on the same ring or on the two different rings, optionally together in turn form a further mono- or polycyclic, aliphatic or aromatic ring system;
• with the proviso that R1=R2=R3≠hydrogen;
• R4, R5 and R6 are the same or different at each instance and are H or an aliphatic or aromatic hydrocarbon radical having from 1 to 20 carbon atoms,
• Ar is the same or different at each instance and is an aromatic or heteroaromatic system having from 2 to 40 carbon atoms, in which one or more hydrogen atoms is optionally replaced by F, Cl, Br, I, and which is optionally substituted by one or more nonaromatic R1 radicals, and a plurality of substituents R1, either on the same ring or on different rings, optionally together in turn form a further mono- or polycyclic, aliphatic or aromatic ring system;
• E is the same or different at each instance and is C or N;
• R7 is the same or different at each instance and is an alkyl, alkoxy or alkylamino group having from 1 to 40 carbon atoms, in which one or more CH2 groups is optionally replaced by —R4C═CR4—, —C≡C—, C═O, C═S, C═Se, C═NR4, —O—, —S—, —NR4 or —CONR4—, and in which one or more hydrogen atoms is optionally replaced by F, Cl, Br, I, with the proviso that no hydrogen atoms are bonded in the α-position to the carbonyl group, or
• an aromatic group which may optionally be substituted by halogen, alkyl, trifluoromethyl, hydroxyl, —SH, —S-alkyl, alkoxy, nitro, cyano, —COOH, —COOalkyl, —NH2, -Nalkyl, benzyl or benzoyl, or
• a larger aromatic system having from 2 to 40 carbon atoms, in which one or more hydrogen atoms is optionally replaced by F, Cl, Br, I, and which is optionally substituted by one or more nonaromatic R1 radicals, and a plurality of substituents R1 may in turn form a further mono- or polycyclic, aliphatic or aromatic ring system;
• A1 at each instance is R8 or CO—R7 when X═C or is a free electron pair when X═N;
• A2 at each instance is R8 or CO—R7 when X═C or is a free electron pair when X═N;
• A3 at each instance is R8 or CO—R7 when X═C or is a free electron pair when X═N;
• R8 is the same or different at each instance and is H, F, Cl, Br, I, CN, NO2, a straight-chain or branched or cyclic alkyl group having from 1 to 40 carbon atoms, in which one or more nonadjacent CH2 groups is optionally replaced by —R4C═CR4—, —C≡C—, C═S, C═Se, C═NR4, —O—, —S—, —NR4— or —CONR4—, and in which one or more hydrogen atoms is optionally replaced by F, Cl, Br, I, or
• an aromatic or heteroaromatic system having from 1 to 40 carbon atoms, in which one or more hydrogen atoms is optionally replaced by F, Cl, Br, I, and which is optionally substituted by one or more nonaromatic R1 radicals, and a plurality of substituents R1 and/or R1/R4, either on the same ring or on the different rings, optionally together in turn form a further mono- or polycyclic, aliphatic or aromatic ring system;
• with the proviso that, for the compound of the formula (10a), only the following combinations are permitted for the symbols described, where R8 and R4 can be selected freely according to the definition:
• when R7 is an alkyl group without α-hydrogen atoms, the symbols Z, E, A1, A2 and A3 can be selected freely according to the definition;
• when R7 is an aromatic group and at least one Z is N, the symbols E, A1, A2 and A3 can be selected freely according to the definition;
• when R7 is an aromatic group and at least one Z is a CR1 group where R1 is other than H, the symbols E, A1, A2 and A3 can be selected freely according to the definition;
• when R7 is an aromatic group and all Z are CH and at least one symbol E is N, the symbols A1, A2 and A3 can be selected freely according to the definition;
• when R7 is an aromatic group, all Z are CH and all E are C, at least one of the symbols A1, A2 and/or A3 has to be an R8 group other than alkyl, while the two other groups can be selected freely according to the definition;
• when R7 is an aromatic group, all Z are CH, all E are C and the two symbols A1 and A2 are selected freely according to the definition, at least one of the two symbols being a group other than H, the symbol A3 is a CO—R7 group where R7 here can be selected freely according to the definition;
• when R7 is a larger aromatic system, for example fluorene, spirobifluorene, triarylamine, etc., the symbols Z, E, A1, A2 and A3 can be selected freely according to the definition.