Materials for electronic devices

Patent metadata

Field	Value
Publication number	US-2016308129-A1
Application number	US-201415103075-A
Country	US
Kind code	A1
Filing date	Nov 18, 2014
Priority date	Dec 12, 2013
Publication date	Oct 20, 2016
Grant date	—

Abstract

The present invention relates to compounds of the formula (1), which are suitable for use in electronic devices, in particular in organic electroluminescent devices.

First claim

1 .- 13 . (canceled)

14 . A compound of the formula (1),

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 S here is optionally connected to Ar 1 and/or to Ar 2 by a group E;
Ar 1 , Ar 2 are, identically or differently on each occurrence, an aromatic or heteroaromatic ring system having 6 to 60 aromatic ring atoms, which may in each case also be substituted by one or more radicals R 7 ; Ar 1 and Ar 2 here is optionally connected to one another and/or Ar 1 is optionally connected to Ar S and/or Ar 2 is optionally connected to Ar S by a group E;
E is selected, identically or differently on each occurrence, from the group consisting of C(R 7 ) 2 , O, S and NR 7 ;
R 1 , R 2 , R 3 , R 4 , R 5 , R 6 are selected on each occurrence, identically or differently, from the group consisting of H, D, F, Cl, Br, I, CN, Si(R 9 ) 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 9 , where in each case one or more non-adjacent CH 2 groups is optionally replaced by Si(R 9 ) 2 , C═NR 9 , P(═O)(R 9 ), SO, SO 2 , NR 9 , O, S or CONR 9 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 9 , an aryloxy group or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R 9 , or an aralkyl group or heteroaralkyl group having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R 9 , where two or more adjacent substituents R 1 or two or more adjacent substituents R 2 or two or more adjacent substituents R 3 or two Or more adjacent substituents R 4 or two or more adjacent substituents R 5 or two or more adjacent substituents R 6 may optionally form a mono- or polycyclic, aliphatic or aromatic ring system, which is optionally substituted by one or more radicals R 9 ;
R 7 is selected on each occurrence, identically or differently, from the group consisting of H, D, F, Cl, Br, I, CN, Si(R 9 ) 3 , N(R 9 ) 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, each of which is optionally substituted by one or more radicals R 9 , where in each case one or more non-adjacent CH 2 groups is optionally replaced by Si(R 9 ) 2 , C═NR 9 , P(═O)(R 9 ), SO, SO 2 , NR 9 , O, S or CONR 9 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 9 , an aryloxy group or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R 9 , or an aralkyl group or heteroaralkyl group having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R 9 , where two or more adjacent substituents R 7 may optionally form a mono- or polycyclic, aliphatic or aromatic ring system, which is optionally substituted by one or more radicals R 9 ;
R 8 is selected from the group consisting of H, D, F, Cl, Br, I, CN, Si(R 9 ) 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 9 , where in each case one or more non-adjacent CH 2 groups is optionally replaced by Si(R 9 ) 2 , C═NR 9 , P(═O)(R 9 ), SO, SO 2 , NR 9 , O, S or CONR 9 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 9 , an aryloxy group or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R 9 , or an aralkyl group or heteroaralkyl group having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R 9 , where a substituent R 8 and an adjacent substituent R 1 may optionally form a mono- or polycyclic, aliphatic or aromatic ring system, which is optionally 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;
s, t, u are on each occurrence, identically or differently, 0, 1 or 2;
where s+o≦4, p+t≦4 and r+u≦4;
and furthermore u+t+s≦2.

15 . The compound according to claim 14 of the formula (2), (3), (4) or (5),

where the symbols and indices have the meanings given in claim 14 .

16 . The compound according to claim 14 , wherein the groups Ar 1 and Ar 2 are selected, identically or differently on each occurrence, from the groups of the formulae (Ar-1) to (Ar-33)

where the symbols used have the meanings given in claim 14 and the dashed bond indicates the position of the bonding of the group to the nitrogen and the groups is optionally substituted by R 7 at the free positions.

17 . The compound acc

Assignees

• Merck Patent Gmbh

Inventors

• Stoessel Philipp
• Martynova Irina
• Montenegro Elvira
• Mujica-Fernaud Teresa
• Voges Frank
• Kroeber Jonas V
• Stieber Frank

Classifications

• C09K2211/1007

  Non-condensed systems · CPC title

• C09K2211/1092

  containing sulfur as the only heteroatom · CPC title

• C07D307/91

  Dibenzofurans; Hydrogenated dibenzofurans · CPC title

• C09K2211/1014

  bridged by heteroatoms, e.g. N, P, Si or B · CPC title

• Y02E10/549

  Organic PV cells · CPC title