Materials for organic electroluminescent devices

A compound of formula (Int-1),

• where the following applies to the symbols used:
• V is CR or N, with the proviso that there are maximum three N per 6-membered-ring, or two adjacent groups V (V—V or V═V) stand for a group of the formula (V-1) or (V-2),
• in which the dashed bonds indicate the linking to the spirobifluorene skeleton;
• E is a divalent bridge selected from N(R0), B(R0), O, C(R0)2, Si(R0)2, C═NR0, C═C(R0)2, S, S═O, SO2, P(R0) and P(═O)R0;
• X2 is Cl, Br, I, trifluoromethanesulfonate (CF3SO3—), tosylate (CH3C6H4SO3—) or mesylate (CH3SO3—);
• ArL is an aromatic or heteroaromatic ring system having 5 to 40 aromatic ring atoms, which may be substituted by one or more radicals R1;
• R0, R, R2 are selected on each occurrence, identically or differently, from the group consisting of H, D, F, CHO, CN, C(═O)Ar3, P(═O)(Ar3)2, S(═O)Ar3, S(═O)2Ar3, N(Ar3)2, Si(R3)3, B(OR3)2, OSO2R3, 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, each of which may be substituted by one or more radicals R3, where one or more non-adjacent CH2 groups may be replaced by R3C═CR3, C≡C, Si(R3)2, Ge(R3)2, Sn(R3)2, C═O, C═S, C═Se, P(═O)(R3), SO, SO2, O, S or CONR3 and where one or more H atoms may be replaced by D, F or CN, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R3, and an aryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R3, where two adjacent substituents R0, two adjacent substituents R or two adjacent substituents R2 may form a mono- or polycyclic, aliphatic ring system or aromatic ring system, which may be substituted by one or more radicals R3;
• R1 is selected on each occurrence, identically or differently, from the group consisting of H, D, F, CHO, CN, C(═O)Ar3, P(═O)(Ar3)2, S(═O)Ar3, S(═O)Ar3, Si(R3)3, B(OR3)2, OSO2R3, 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, each of which may be substituted by one or more radicals R3, where one or more non-adjacent CH2 groups may be replaced by R3C═CR3, C≡C, Si(R3)2, Ge(R3)2, Sn(R3)2, C═O, C═S, C═Se, P(═O)(R3), SO, SO2, O, S or CONR3 and where one or more H atoms may be replaced by D, F or CN, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R3, and an aryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R3, where two adjacent substituents R1 may form a mono- or polycyclic, aliphatic ring system or aromatic ring system, which may be substituted by one or more radicals R3;
• R3 is selected on each occurrence, identically or differently, from the group consisting of H, D, F, CHO, CN, C(═O)Ar3, P(═O)(Ar3)2, S(═O)Ar3, S(═O)Ar3, Si(R4)3, B(OR4)2, OSO2R4, 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, each of which may be substituted by one or more radicals R4, where one or more non-adjacent CH2 groups may be replaced by R4C═CR4, C≡C, Si(R4)2, Ge(R4)2, Sn(R4)2, C═O, C═S, C═Se, P(═O)(R4), SO, SO2, O, S or CONR4 and where one or more H atoms may be replaced by D, F, or CN, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R4, and an aryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R4, where two adjacent substituents R3 may form a mono- or polycyclic, aliphatic ring system or aromatic ring system, which may be substituted by one or more radicals R4;
• R4 is selected on each occurrence, identically or differently, from the group consisting of H, D, F, CN, 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, where one or more non-adjacent CH2 groups may be replaced by SO, SO2, O, S and where one or more H atoms may be replaced by D or F, and aromatic or heteroaromatic ring system having 5 to 24 C atoms;
• Ar3 is selected, identically or differently on each occurrence, from the group consisting of an aromatic or heteroaromatic ring system having 5 to 24 aromatic ring atoms, which may be substituted by one or more radicals R4;
• n is 1, 2, or 3;
• X2 is Cl, Br, I, trifluoromethanesulfonate (CF3SO3—), tosylate (CH3C6H4SO3—) or mesylate (CH3SO3—);
• X3 is Cl, Br, I or —B(ORB)2;
• with the proviso that one of the group X1 or X3 must stand for —B(ORB)2 but not both groups stand for —B(ORB)2 at the same time.