Bisbenzofuran-fused 2,8-diaminoindeno[1,2-b]fluorene derivatives and related compounds as materials for organic electroluminescent devices (oled)

A compound of formula (1):

• wherein
• Z is on each occurrence, identically or differently, CR or N;
• or Z is C when it is bonded to a group V or to a group E;
• V is on each occurrence, identically or differently, CR1 or N;
• or V is C when it is bonded to a group Z, to a group E, or to a group —NAr1Ar2;
• and wherein two adjacent groups V, in each 6-membered ring comprising groups V in formula (1), define a group of formula (V-1):
• wherein the dashes denote the bonds to the structure of formula (1);
• E is on each occurrence, identically or differently, selected from the group consisting of —BR0—, —C(R0)2—, —C(R0)2—C(R0)2—, —C(R0)2—O—, —C(R0)2—S—, —R0C═CR0—, —R0C═N—, —Si(R0)2 , —Si(R0)2—Si(R0)2—, Ge(R0)2, —C(═O)—, —C(═NR0)—, ˜C(═C(R0)2)—, —O—, —S—, —Se—, —S(═O)—, —SO2—, —N(R0)—, —P(R0)—, and —P((═O)R0)—;
• and wherein two groups E are optionally in a cis- or trans-position relative to each other;
• X is on each occurrence, identically or differently, selected from the group consisting of —O—, —S—, —S(═O)—, —SO2—, —N(R0)—, —BR0—, Si(R0)2, —P(R0)—, and —P((═O)R0)—;
• W is on each occurrence, identically or differently, CR or N;
• R, R0, and R1
• are on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, CN, N(Ar)2, C(═O)Ar, P(═O)(Ar)2, S(═O)Ar, S(═O)2Ar, NO2, Si(R2)3, B(OR2)2, OSO2R2, 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 is optionally substituted by one or more radicals R2, wherein in each case one or more non-adjacent CH2 groups are optionally replaced by R2C═CR2, C≡C, Si(R2)2, Ge(R2)2, Sn(R2)2, C═O, C═S, C═Se, P(═O)(R2), SO, SO2, O, S, or CONR2 and wherein one or more H atoms are optionally replaced by D, F, Cl, Br, I, CN, or NO2, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which in each case is optionally substituted by one or more radicals R2, or an aryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R2, and wherein two adjacent substituents R and/or two adjacent substituents R0 and/or two adjacent substituents R1 optionally define a mono- or polycyclic, aliphatic ring system or aromatic ring system, which is optionally substituted by one or more radicals R2;
• Ar1 and Ar2
• are on each occurrence, identically or differently, selected from the group consisting of aromatic or heteroaromatic ring systems having 5 to 60 aromatic ring atoms, which in each case is optionally substituted by one or more radicals R2;
• and wherein Ar1 and Ar2 are also optionally connected to one another by a group E0 and define a group of formula (E0-1):
• wherein the dashes indicate the bond to the structure of formula (1);
• E0 is on each occurrence, identically or differently, a single bond, N(R0), O, S, C(R0)2, C(R0)2—C(R0)2, C(R0)═C(R0), Si(R0)2, or B(R0);
• R2 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, CN, N(Ar)2, C(═O)Ar, P(═O)(Ar)2, S(═O)Ar, S(═O)2Ar, NO2, 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 is optionally substituted by one or more radicals R3, wherein in each case one or more non-adjacent CH2 groups are optionally 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 wherein one or more H atoms are optionally replaced by D, F, Cl, Br, I, CN, or NO2, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which in each case is optionally substituted by one or more radicals R3, or an aryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R3, and wherein two adjacent substituents R2 optionally a mono- or polycyclic, aliphatic ring system or aromatic ring system, which may be substituted by one or more radicals R3;
• R3 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, 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, wherein in each case one or more non-adjacent CH2 groups are optionally replaced by SO, SO2, O, S and wherein one or more H atoms are optionally replaced by D, F, Cl, Br, or I, or an aromatic or heteroaromatic ring system having 5 to 24 C atoms;
• and
• Ar is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which in each case is optionally substituted by one or more radicals R3.