Substituted oxepines

Patent metadata

Field	Value
Publication number	US-2016308146-A1
Application number	US-201415101219-A
Country	US
Kind code	A1
Filing date	Nov 18, 2014
Priority date	Dec 6, 2013
Publication date	Oct 20, 2016
Grant date	—

Abstract

The invention relates to materials, to electroluminescence devices comprising said materials and to the use thereof.

First claim

1 .- 25 . (canceled)

26 . A compound of the formula (1)

where the B ring is an aromatic or heteroaromatic ring or ring system fused onto the A ring, where further rings that is optionally fused onto the A ring is optionally substituted independently by one or more R 1 radicals which is optionally the same or different at each instance, and where the further symbols and indices are:
V is either O, S or C(R 4 ) 2 ,
X is the same or different at each instance and is N or CR 1 ,
m is 0 (monomer), 1 (dimer) or 2 (trimer);
n is 0 or 1, where:
n=0 when m=0 and
n=1 when m=1 or when m=2;

LK in the case that m=1 is a single bond or a bifunctional linker, where, in the case of a single bond, the two B rings are joined to one another via a single bond; LK is optionally substituted by one or more R 1 radicals, where the R 1 radicals is optionally the same or different at each instance;
when m=2 is a trifunctional linker, where the linker is optionally substituted by one or more R 1 radicals, where the R 1 radicals is optionally the same or different at each instance;
when n=0 is absent, and so a monomer is present;

R 1 is the same or different at each instance and is H, D, F, Cl, Br, I, N(R 2 ) 2 , CN, NO 2 , Si(R 2 ) 3 , B(OR 2 ) 2 , C(═O)R 2 , P(═O)(R 2 ) 2 , S(═O)R 2 , S(═O) 2 R 2 , OSO 2 R 2 , a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 carbon atoms or a straight-chain alkenyl or alkynyl group having 2 to 40 carbon atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy, alkylalkoxy or thioalkoxy group having 3 to 40 carbon atoms, each of which is optionally substituted by one or more R 2 radicals, where one or more nonadjacent CH 2 groups is optionally replaced by R 2 C═CR 2 , C≡C, Si(R 2 ) 2 , Ge(R 2 ) 2 , Sn(R 2 ) 2 , C═O, C═S, C═Se, C═NR 2 , P(═O)(R 2 ), SO, SO 2 , NR 2 , O, S or CONR 2 and where one or more hydrogen atoms is optionally replaced by D, F, Cl, Br, I, CN or NO 2 , or an aromatic or heteroaromatic ring system which has 5 to 60 aromatic ring atoms and is optionally substituted in each case by one or more R 2 radicals, or an aryloxy, arylalkoxy or heteroaryloxy group which has 5 to 60 aromatic ring atoms and is optionally substituted by one or more R 2 radicals, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group which has 10 to 40 aromatic ring atoms and is optionally substituted by one or more R 2 radicals, or a combination of two or more of these groups or a crosslinkable Q group; at the same time, two or more adjacent R 1 radicals together may form a mono- or polycyclic, aliphatic or aromatic or heteroaromatic ring system which is optionally substituted by one or more R 2 radicals;
R 2 is the same or different at each instance and is H, D, F, Cl, Br, I, N(R 3 ) 2 , CN, NO 2 , Si(R 3 ) 3 , B(OR 3 ) 2 , C(═O)R 3 , P(═O)(R 3 ) 2 , S(═O)R 3 , S(═O) 2 R 3 , OSO 2 R 3 , a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 carbon atoms or a straight-chain alkenyl or alkynyl group having 2 to 40 carbon atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy, alkylalkoxy or thioalkoxy group having 3 to 40 carbon atoms, each of which is optionally substituted by one or more R 3 radicals, where one or more nonadjacent CH 2 groups is optionally replaced by R 3 C═CR 3 , C≡C, Si(R 3 ) 2 , Ge(R 3 ) 2 , Sn(R 3 ) 2 , C═O, C═S, C═Se, C═NR 3 , P(═O)(R 3 ), SO, SO 2 , NR 3 , O, S or CONR 3 and where one or more hydrogen atoms is optionally replaced by D, F, Cl, Br, I, CN or NO 2 , or an aromatic or heteroaromatic ring system which has 5 to 60 aromatic ring atoms and is optionally substituted in each case by one or more R 3 radicals, or an aryloxy, arylalkoxy or heteroaryloxy group which has 5 to 60 aromatic ring atoms and is optionally substituted by one or more R 3 radicals, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group which has 10 to 40 aromatic ring atoms and is optionally substituted by one or more R 3 radicals, or a combination of two or more of these groups; at the same time, two or more adjacent R 2 radicals together may form a mono- or polycyclic, aliphatic or aromatic or heteroaromatic ring system;
R 3 is the same or different at each instance and is H, D, F or an aliphatic, aromatic and/or heteroaromatic hydrocarbyl radical having 1 to 40 carbon atoms, in which one or more hydrogen atoms may also be replaced by F; at the same time, two or more R 3 substituents together may also form a mono- or polycyclic, aliphatic or aromatic or heteroaromatic ring system;
R 4 is as defined for R 1 , but the two R 4 radicals must not form a ring closure;
with the proviso that the A rings, in addition to the fused aromatic or heteroaromatic B ring, each contain either another 2 or another 3 further aromatic or heteroaromatic rings or ring systems fused directly to the 7-membered A ring of formula (1), where the further rings or ring systems fused to the A ring is optionally substituted by one or more R 1 radicals, where the R 1 radicals is optionally the same or different at each instance,
and with the proviso that, when m=0, at least one of the R 1 radicals is not H.

27 . The compound as claimed in claim 26 , wherein the compound has the following formula (2):

28 . The compound as claimed in claim 26 , wherein the compound has the following formula (3):

where Y when m is not 0 is an sp 2 -hybridized carbon atom
and where m=0 is X.

29 . The compound as claimed in claim 26 , wherein the compound has the following formula (4):

30 . The compound as claimed in claim 26 , wherein the compound has the following formula (4a):

31 . The compound as claimed in claim 26 , wherein the compound has the following formula (10a):

32 . The compound as claimed in claim 26 , wherein the compound has the following formula (6):

33 . The compound as claimed in claim 26 , wherein the compound has the following formula (6a):

34 . The compound as claimed in claim 26 , wherein the compound has the following formula (17):

35 . The compound as claimed in claim 26 , wherein the compound has the following formula (18):

36 . A process for preparing the compound as claimed in claim 26 with the aid of Suzuki coupling, Buchwald or Ullmann coupling.

37 . A composition comprising at least one compound as claimed in claim 26 and at least one additional compound selected from the group consisting of fluorescent emitters, phosphorescent emitters, host materials, matrix materials, electron transport materials, electron injection materials, ho

Assignees

• Merck Patent Gmbh

Inventors

• Parham Amir Hossain
• Buesing Arne
• Stoessel Philipp
• Gerhard Anja
• Pflumm Christof
• Eberle Thomas
• Jatsch Anja
• Kroeber Jonas Valentin
• Dobelmann Lars

Classifications

• A61N5/0616

  Skin treatment other than tanning · CPC title

• C07D493/04

  Ortho-condensed systems · CPC title

• C07D471/04

  Ortho-condensed systems · CPC title

• C07D413/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• A61N2005/0653

  Organic light emitting diodes · CPC title