Triphendioxazine reactive dyestuffs
AssigneeBayer Aktiengesellschaft
InventorHorst Jager
Life of this patent
Estimating the term…
Abstract
Dyestuffs of the formula ##STR1## where the substituents are defined as in the descriptive part are highly suitable for dyeing and printing hydroxyl- or amide-containing materials. They produce bright dyeings and prints having good fastness properties.
Claims10
A triphendioxazine dyestuff of the formula (I) ##STR139## wherein T=(1a) or (1b) and wherein the benzene rings D and the naphthalene rings in T may be further substituted by Cl, Br, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3, OC.sub.2 H.sub.5 or COOH and wherein T.sub.1 and T.sub.2 are each:
- H, Cl, Br, F, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, phenyl, phenyl substituted by Cl, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3 or OC.sub.2 H.sub.5 or phenoxy or phenoxy substituted by Cl, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3 or OC.sub.2 H.sub.5,
- B=--CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --Z
- Z=OSO.sub.3 H, Cl, S.sub.2 O.sub.3 H.sub.2, OCOCH.sub.3, OPO.sub.3 H.sub.2, N.sup.(+) (CH.sub.3).sub.3
- E= ##STR140## wherein R'= ##STR141## R=H, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkyl substituted with OH, OCH.sub.3, COOH or SO.sub.3 H
- R.sub.1 =CH.sub.3, C.sub.6 H.sub.5,
- R.sub.1 '=phenyl, sulfophenyl, disulfophenyl
- W.sub.1 =direct bond or bridge member which is free of heterocyclic groups and is bonded to an aromatically carbocyclic C-atom in T, SO.sub.2 B being bonded to a C-atom in W.sub.1 or if W.sub.1 is a direct bond to an aromatically carbocyclic C-atom in T,
- X=O, NR or S, wherein R is defined as above,
- W.sub.2 =aliphatic, araliphatic or aromatically carbocyclic bridge member
- a=0-2
- b=0-2 wherein a+b=0 or 2, wherein if a+b=0,
- W.sub.1 has at least one anionic group conferring watersolubility or two SO.sub.2 B-groups are bonded to W.sub.1,
- and wherein if E is SO.sub.3 H and a=2, W.sub.1 represents W.sub.3 = ##STR142## with Y=direct bond or C.sub.1 -C.sub.6 -alkylene which is optionally substituted and/or optionally interrupted by heteroatoms;
- X as defined above;
- X.sub.1 =direct bond, O or NR and R as defined above and wherein the benzene or naphthalene nuclei A can be substituted by Cl, Br, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3, OC.sub.2 H.sub.5, COOH, SO.sub.3 H, SO.sub.2 NH or SO.sub.2 NHCH.sub.3, or
- W.sub.3 =--X--Y.sub.1 =with
- Y.sub.1 =C.sub.2 -C.sub.6 -alkylene, optionally interrupted by heteroatoms and X as defined above.
A triphendioxazine dyestuff of the formula ##STR148## wherein the benzene rings D may be further substituted by Cl, Br, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3, OC.sub.2 H.sub.5 or COOH;
- T.sub.1 and T.sub.2 are each H, Cl, Br, F, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, phenyl, phenyl substituted by Cl, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3 or OC.sub.2 H.sub.5 or phenoxy or phenoxy substituted by Cl, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3 or OC.sub.2 H.sub.5 ;
- B is --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --Z wherein Z is OSO.sub.3 H, Cl, S.sub.2 O.sub.3 H.sub.2, OCOCH.sub.3, OPO.sub.3 H.sub.2 or N.sup.(+) (CH.sub.3).sub.3 ;
- X is O, S or NR wherein R is H, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkyl substituted by OH, OCH.sub.3, COOH or SO.sub.3 H;
- Y is a direct bond or a C.sub.1 -C.sub.6 -alkylene which is optionally substituted and/or interrupted by heteroatoms,
- X.sub.2 is a direct bond, or phenylene or phenylene substituted by SO.sub.3 H, Cl, OCH.sub.3, CH.sub.3, C.sub.2 H.sub.5 or NH.sub.2,
- or an araliphatic radical and the SO.sub.2 B group is in the o-position relative to the substituent --X--Y--X.sub.2 --SO.sub.3 H.
A triphendioxazine dyestuff of the formula ##STR149## wherein the benzene rings D may be further substituted by Cl, Br, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3, OC.sub.2 H.sub.5 or COOH;
- T.sub.1 and T.sub.2 are each H, Cl, Br, F, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, phenyl, phenyl substituted by Cl, CH.sub.3 or C.sub.2 H.sub.5 or phenoxy or phenoxy substituted by Cl, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3 or OC.sub.2 H.sub.5 ;
- B is --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --Z wherein Z is OSO.sub.3 H, Cl, S.sub.2 O.sub.3 H.sub.2, OCOCH.sub.3, OPO.sub.3 H.sub.2 or N.sup.(+) (CH.sub.3).sub.3 ;
- X is O, S or NR wherein R is H, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkyl substituted by OH, OCH.sub.3, COOH or SO.sub.3 H;
- Y is a direct bond or a C.sub.1 -C.sub.6 -alkylene which is substituted and/or interrupted by heteroatoms;
- X.sub.2 is a direct bond, phenylene, phenylene substituted by SO.sub.3 H, Cl, OCH.sub.3, CH.sub.3, C.sub.2 H.sub.5 or NH.sub.2 or an araliphatic radical;
- n is 1, and the benzene or naphthalene ring G can be substituted by Cl, CH.sub.3, OCH.sub.3, or OC.sub.2 H.sub.5 and wherein the group ##STR150## is in the o-position relative to the substitutent --X--Y--X.sub.2 --SO.sub.3 H.
A triphendioxazine dyestuff of the formula ##STR151## wherein T.sub.1 and T.sub.2 are each H, Cl, Br, F, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, phenyl, phenyl substituted by Cl, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3 or OC.sub.2 H.sub.5 or phenoxy or phenoxy substituted by Cl, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3 or OC.sub.2 H.sub.5 ;
- B is --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --Z wherein Z is OSO.sub.3 H, Cl, S.sub.2 O.sub.3 H.sub.2, OCOCH.sub.3, OPO.sub.3 H or N.sup.(+) (CH.sub.3).sub.3,
- X is O, S or NR wherein R is H, C.sub.1 -C.sub.4 -alkyl, or C.sub.1 -C.sub.4 -alkyl substituted by OH, OCH.sub.3, COOH or SO.sub.3 H,
- Y is a direct bond or a C.sub.1 -C.sub.6 -alkylene which is optionally substituted and/or interrupted by heteroatoms;
- X.sub.2 is a direct bond, phenylene, phenylene substituted by SO.sub.3 H, Cl, OCH.sub.3, CH.sub.3, C.sub.2 H.sub.5 or NH.sub.2 or an araliphatic radical.
A dyestuff of the formula ##STR152## wherein the benzene rings D may be further substituted by Cl, Br, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3, OC.sub.2 H.sub.5 or COOH, T.sub.1 and T.sub.2 are each H, Cl, Br, F, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 alkoxy, phenyl, phenyl substituted by Cl, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3 or OC.sub.2 H.sub.5 or phenoxy or phenoxy substituted by Cl, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3 or OC.sub.2 H.sub.5, wherein the group --SO.sub.2 B is in the o-position relative to the group --X--W.sub.2 --K and, wherein K is --COOH or --SO.sub.2 NHSO.sub.2 R.sub.1 in which R.sub.1 is methyl or phenyl, B is CH.dbd.CH.sub.2 or CH.sub.2 CH.sub.2 Z, said Z being OSO.sub.3 H, Cl, S.sub.2 O.sub.3 H.sub.2, OCOCH.sub.3, OPO.sub.3 H.sub.2 or N.sup.(+) (CH.sub.3).sub.3 ;
- X is O, NR, or S in which R is H, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkyl substituted by OH, OCH.sub.3, COOH or SO.sub.3 H;
- and W.sub.2 is an aliphatic, araliphatic or aromatically carboxyclic bridge member.
Dependencies are inferred from the claim text.