Aluminum phthalocyanine reactive dyes
AssigneeClariant Finance (BVI) Limited
InventorsRoland Wald, Markus Gisler
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Abstract
Novel aluminium phthalocyanine compounds of having the formula ##STR1## and their salts wherein D represents --SO.sub.2 NR.sub.a --A--SO.sub.2 --B or ##STR2## --SO.sub.2 B is a fiber-reactive group and Z is a heterocyclic fiber-reactive group having 1 or 2 labile halogens selected from fluorine or chlorine. The novel aluminium phthalocyanine compounds and their salts are fiber-reactive dyestuffs useful in dyeing or printing hydroxy-group-containing or nitrogen-containing organic substrates.
Claims18
A phthalocyanine fiber-reactive dyestuff which is a compound according to the formula (I) ##STR78## or a salt thereof wherein
- Pc is a phthalocyanine radical,
- X is hydroxyl or chlorine
- R.sub.1 and R.sub.2 independently of each other are hydrogen, substituted or unsubstituted alkyl having 1 to 6 carbon atoms or together are an alkylene chain having 4 or 5 carbon atoms which may therein contain --O-- or --NH--,
- a is 1,2 or 3
- b is 0,1 or 2
- D is --SO.sub.2 NR.sub.a --A--SO.sub.2 --B, or ##STR79## wherein A is an alkylene group or an alkylene group having one or more hetero-atoms selected from the group consisting of oxygen, nitrogen and sulphur in the alkylene chain such that each heteroatom is connected to two alkylene group carbon atoms, or either of these groups substituted with a group selected from hydroxyl, --COOH, --SO.sub.3 H, --OSO.sub.3 H and --SO.sub.2 --B wherein B is defined hereinbelow;
- an arylene group unsubstituted or substituted with a group selected from hydroxyl, halogen selected from F, Cl and Br, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, --SO.sub.3 H and --COOH;
- a phenylene azophenylpyrazolary group according to the formula ##STR80## or a triazine group according to the formula ##STR81## wherein Z' is a hydroxyl group, a halogen atom or an amino group NR.sub.1 R.sub.2 or a pyridium group ##STR82## wherein R.sub.14 is --SO.sub.3 H or --COOH each R.sub.12 is independently a divalent group selected from alkylene, oxaalkylene, or arylene or araklylene,
- each R.sub.13 is independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a hydroxyalkyl group having 2 to 4 carbon atoms, --SO.sub.2 --B is a fiber-reactive group, 1 wherein B is a group selected from
- --CH.dbd.CH.sub.2, --CH.sub.2 CH.sub.2 --Y, --CH.dbd.CH--Y and --CH(CH.sub.2 Y).dbd.CH.sub.2 Y
- wherein Y represents a hydroxyl group or a group selected from halogen, --OSO.sub.3 H or --SO.sub.3 H, --OPO.sub.3 H.sub.2, --SSO.sub.3 H, --OCOCH.sub.3, --OCOC.sub.6 H.sub.5, --OCO(CH.sub.2).sub.2 --COOH, --OCO--CH.dbd.CH--COOH, --OCO--C.sub.6 H.sub.4 --COOH, --CO--COOH, --OSO.sub.2 CH.sub.3, a quaternary nitrogen group, or a bivalent group selected from --OCO--COO*, --OCO--(CH.sub.2).sub.2 --COO--*, --OCO--CH.dbd.CH--COO--* and --OCO--C.sub.6 H.sub.4 --COO--*, wherein the bond marked with an asterisk is connected to a group Q and Q is a radical of the formula ##STR83## wherein D' is --SO.sub.2 NR.sub.a --A--SO.sub.2 --B'--, attached to Pc at S
- B' is --CH.sub.2 CH.sub.2 --, --CH.dbd.CH-- or --CH(CH.sub.2 Y)--CH.sub.2 --, and PC X, R.sub.1, R.sub.2, R.sub.a, A, Y, a and b are as hereinabove defined provided that D, R.sub.1, R.sub.2, R.sub.a, A, Y, a and b need not be identical,
- R.sub.a is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a hydroxyalkyl group having 2 to 4 carbon atoms or a group --A--SO.sub.2 --B,
- R.sub.3 and R'.sub.3 independently of each other are hydrogen, or alkyl which may be substituted by a hydroxyl, halogen, --SO.sub.3 H, --OSO.sub.3 H or --COOH,
- R.sub.4 is hydrogen, halogen, OH, --COOH, --SO.sub.3 H, alkyl or alkoxy,
- n is 0 or 1,
- K is a radical of formula K.sub.1 or K.sub.2 ##STR84## R.sub.5 is a hydroxyl or amino group, R.sub.6 is alkyl or COR.sub.9,
- R.sub.7 is hydrogen, alkyl, C.sub.5-6 -cycloaklyl, phenyl or phenylaklyl, wherein the phenyl radical and the phenylalkyl radical may bear up to 3 substituents, including up to three from the group consisting of halogen and alkyl, up to two selected from the group consisting of --COOH and --SO.sub.3 H and/or one from the group consisting of alkoxy, COR.sub.9, --alkylene--SO.sub.3 H, alkylene--OSO.sub.3 H and alkylene--COR.sub.9,
- R.sub.8 signifies hydrogen, --CN, --CONH.sub.2 or --SO.sub.2 NH.sub.2,
- each R.sub.9, independently of the other, signifies a hydroxyl, amino or alkoxy group,
- W.sub.1 signifies a divalent bridging member selected from an alkylene group having 2, 3 or 4 carbon atoms or an unsubstituted or substituted arylene group,
- W.sub.2 signifies a divalent bridging member, selected from alkylene with 2, 3 or 4 carbon atoms, which may bear a hydroxyl group, or it signifies phenylene or C.sub.1-2 alkyl-pheneylene, and
- Z is a heterocyclic fiber-reactive group having one or two labile halogens selected from chlorine and fluorine
- and if not otherwise indicated, all the said alkyl, alkoxy and alkylene radicals contain 1, 2, 3 or 4 carbon atoms.
Dependencies are inferred from the claim text.