Materials for electronic devices

1. A compound of the formula (2), (3), (4) or (5)

where the following applies to the symbols and indices occurring:

Ar S is, identically or differently on each occurrence, an aromatic or heteroaromatic ring system having 6 to 60 C atoms, which may in each case also be substituted by one or more radicals R 7 ;

Ar 1 , Ar 2 are selected, identically or differently on each occurrence, selected from the groups of the formulae (Ar-2) to (Ar-33)

which are optionally substituted at the free positions by R 7 ;

R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 are selected on each occurrence, identically or differently, from the group consisting of H, D, a straight-chain alkyl group having 1 to 10 C atoms or a branched or cyclic alkyl group having 3 to 10 C atoms, each of which is optionally substituted by one or more radicals R 9 , an aromatic ring system having 6 to 60 C atoms, which may in each case be substituted by one or more radicals R 9 ;

R 9 is selected on each occurrence, identically or differently, from the group consisting of H, D, F, Cl, Br, I, Si(R 10 ) 3 , 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 R 10 , where one or more non-adjacent CH 2 groups is optionally replaced by Si(R 10 ) 2 , C═NR 10 , P(═O)(R 10 ), SO, SO 2 , NR 10 , O, S or CONR 10 and where one or more H atoms is optionally replaced by D, F, Cl, Br or I, an aromatic or heteroaromatic ring system having 6 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R 10 , an aryloxy group or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R 10 , or an aralkyl group or heteroaralkyl group having 5 to 60 aromatic or heteroaromatic ring atoms, which is optionally substituted by one or more radicals R 10 , where two or more adjacent substituents R 9 may optionally form a mono- or polycyclic, aliphatic ring system, which is optionally substituted by one or more radicals R 10 ;

R 10 is selected from the group consisting of H, D, F, an aliphatic hydrocarbon radical having 1 to 20 C atoms, an aromatic ring system having 6 to 30 C atoms, in which one or more H atoms is optionally replaced by D or F, where two or more adjacent substituents R 10 may form a mono- or polycyclic, aliphatic ring system with one another;

i is on each occurrence 0, 1 or 2;

m is 0, 1 or 2;

n, o, p, q, r are on each occurrence, identically or differently, 0, 1, 2, 3 or 4;

wherein p is 0, 1, 2 or 3 for formula (3),

wherein o is 0, 1, 2 or 3 for formula (4), and

wherein r is 0, 1, 2 or 3 for formula (5).

2. The compound according to claim 1 , wherein the group Ar S stands for a group of one of the following formulae (Ar3-1) to (Ar3-12):

where the symbols used have the meanings given in claim 1 and the two bond lines dashed bonds represent the bonds to the adjacent groups and the groups is optionally substituted by R 7 at the free positions.

3. The compound according to claim 1 for which:

Ar S is, identically or differently on each occurrence, an aromatic or heteroaromatic ring system, where, for i=1 or 2, Ar S is selected from the groups of the formulae (Ar3-1) to (Ar3-12),

where

R 9 is selected, identically or differently on each occurrence, from the group consisting of H, D, F, a straight-chain alkyl group having 1 to 10 C atoms or a branched or cyclic alkyl group having 3 to 10 C atoms or an aromatic ring system having 6 to 30 C atoms, each of which is optionally substituted by one or more radicals R 10 , where two or more adjacent substituents R 9 may form a mono- or polycyclic, aliphatic ring system with one another;

R 10 is selected from the group consisting of H, D, F, an aliphatic hydrocarbon radical having 1 to 20 C atoms, an aromatic ring system having 6 to 30 C atoms, in which one or more H atoms is optionally replaced by D or F, where two or more adjacent substituents R 10 may form a mono- or polycyclic, aliphatic ring system with one another;

i is on each occurrence 0, 1 or 2;

m is 0 or 1;

o, p, r are on each occurrence, identically or differently, 0, 1 or 2;

n, q are on each occurrence, identically or differently, 0, 1 or 2.

4. The compound according to claim 1 , wherein the compound is of the formula (3).

5. The compound according to claim 1 , wherein the compound is of the formula (4).

6. The compound according to claim 1 , wherein the compound is of the formula (5).

7. A process for the preparation of a compound according to claim 1 which comprises coupling a dispiro[fluoren-9,9′-anthracene-10′,9″-fluorene] derivative which is substituted by a reactive leaving group in the 1-, 3- or 4-position to

a) a primary amine, followed by coupling to a further aromatic group which is substituted by a reactive leaving group, or

b) to a secondary amine, or

c) to a triarylamine derivative.

8. A formulation comprising at least one compound according to claim 1 and at least one solvent.

9. An electronic device comprising at least one compound according to claim 1 .

10. An electronic device comprising at least one formulation according to claim 8 .

11. The electronic device according to claim 10 , wherein the device is selected from the group consisting of organic integrated circuits (O-ICs), organic field-effect transistors (O-FETs), organic thin-film transistors (O-TFTs), organic light-emitting transistors (O-LETs), organic solar cells (O-SCs), organic optical detectors, organic photoreceptors, organic field-quench devices (O-FQDs), light-emitting electrochemical cells (LECs), organic laser diodes (O-lasers) and organic electroluminescent devices (OLEDs).

12. An organic electroluminescent device (OLED) comprising the compound according to claim 1 wherein the compound is present as

(1) a hole-transport material in a hole-transport or hole-injection layer,

(2) an electron-blocking layer,

(3) an exciton-blocking layer,

(4) an emitter for fluorescent emission layers or

(5) a matrix material in an emitting layer.

13. An organic electroluminescent devices (OLEDs) comprising at least one formulation according to claim 8 , where the formulation is employed as hole-transport material in a hole-transport or hole-injection layer, or as electron-blocking layer, or as exciton-blocking layer or as emitter for fluorescent emission layers or as matrix material in an emitting layer.