Hoechst Aktiengesellschaft

Dystar Textilfarben Gmbh & Co. Deutschland Kg

Dy Star Textilfarben Gmbh & Co.

Jorg Dannheim

Werner H Russ

Manfred Hoppe

Reinhard Hahnle

Hartmut Springer, Deceased

Andreas Vd Eltz

Fiber-reactive, water-soluble monoazo compounds conforming to the hereinbelow indicated and defined general formula (1) are capable of dyeing hydroxyl- and/or carboxamido-containing material, especially fiber material, such as cellulose fibers, for example cotton, or regenerated cellulose fibers and also wool and synthetic polyamide fibers in red shades and in high color strength and good fastnesses. ##STR1## where M is hydrogen, an alkali metal or some other colorless salt-forming metal, R is hydrogen or optionally sulfo-, methoxy-, ethoxy-, hydroxyl-, sulfato-, phosphate-, acetyloxy- or propionyloxy-substituted alkyl of 1 to 4 carbon atoms, R.sup.1 is hydrogen, carboxyl, optionally substituted alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms, m is zero or 1, n is zero, 1 or 2 and X is a fiber-reactive radical from the halopyrimidine, dichloroquinoxazoline or fluorotriazinylamino series.

Water-soluble monoazo compounds, preparation thereof and use thereof as

Described are fiber-reactive, water-soluble monoazo compounds conforming to the hereinbelow indicated and defined general formula (1) that are capable of dyeing hydroxyl- and/or carboxamido-containing material, especially fiber material, such as cellulose fibers, for example cotton, or regenerated cellulose fibers and also wool and synthetic polyamide fibers in red shades and in high color strength and good fastnesses. ##STR1## where M is hydrogen or an alkali metal, m is 1, 2 or 3, X is chlorine or fluorine, R.sup.0 is hydrogen or carboxyl, R is alkyl of 1 to 4 carbon atoms which is unsubstituted or substituted by hydroxyl, carboxyl, sulfo, sulfato, phosphate, chlorine, alkanoyloxy of 2 to 5 carbon atoms or alkoxy of 1 to 4 carbon atoms, and R is hydrogen, alkyl of 1 to 4 carbon atoms, which may be substituted, alkoxy of 1 to 4 carbon atoms, which may be substituted, alkanoylamino of 2 to 5 carbon atoms, optionally substituted benzoylamino or halogen, and R.sup.2 is hydrogen, carboxyl or sulfo and the --SO.sub.3 M group in the aminonaphthol radical is disposed meta or para relative to the amino group.

Water-soluble halotriazine-containing axo compounds, preparation thereof

Dyestuffs corresponding to the general formula ##STR1## are described in which the variables have the meaning given in the specification. These dyestuffs have fiber-reactive properties and dye materials containing hydroxy and/or carboxamide groups, in particular fiber materials, such as wool, synthetic polyamide fibers and, in particular, cellulose fibers, such as cotton, in deep shades with good fastness properties.

Water-soluble azo dyestuffs, processes for their preparation and their

Water-soluble monoazo compounds of the formula ##STR1## are described, suitable as fiber-reactive dyes for dyeing hydroxy- and/or carboxamido-containing material, in particular fiber material, such as wool and cellulose fiber materials, in which D is phenylene which can be substituted by 1 or 2 substituents customary in diazo components of fiber-reactive dyes and/or by a group of the formula Y--SO.sub.2 --(CH.sub.2).sub.m -- where Y has one of the meanings given below and m is the number 1 or 2, or is naphthylene which can be substituted by 1 or 2 substituents customary in diazo components of fiber-reactive dyes, or is benzothiazol-2-yl containing the group aforementioned Y--SO.sub.2 --(CH.sub.2).sub.n -- bonded to the carbocyclic ring thereof and can be substituted by a further substituent customary in fiber-reactive dyes, n is the number zero, 1 or 2, the group Y-SO.sub.2 -- is a fiber-reactive group from the vinylsulfonyl series, M is hydrogen or the mole equivalent of a metal, such as, in particular, an alkali metal, and the group --NR.sup.1 R.sup. 2 represents an amino group optionally substituted by lower alkyl and/or phenyl, which lower alkyl and phenyl may be substituted by substituents customary for fiber-reactive dyes.

Phenyl-azo-aminophenyl compounds substituted by an aminosubstituted

There are described anthraquinone compounds containing a radical of the formula ##STR1## where M is hydrogen, an alkali metal or the mole equivalent of an alkaline earth metal,

Water-soluble anthraquinone compounds

Water-soluble anthraquinone compounds, preparation thereof, and use thereof as dyes. There are described anthraquinone compounds conforming to the formula (1) ##STR1## where A is the radical of a sulfo-containing anthraquinone radical,

Water-soluble anthraquinone compounds, preparation thereof, and use

Fiber-reactive dyestuffs, processes for their preparation and their use Dyestuffs of the formula (1) are described ##STR1## The dyestuffs have fiber-reactive properties and dye materials containing hydroxy groups and/or containing carboxamide groups, in particular fiber materials, such as, for example, cellulose fibers, wool and synthetic polyamide fibers, in deep, fast shades by the methods known for this process.

Dyestuffs containing pyrimidine-carboxylic acid amide radical having

Fiber-reactive dyestuffs, such as, for example, azo dyestuffs and heavy metal complex derivatives thereof, anthraquinone dyestuffs, phthalocyanine dyestuffs and formazan dyestuffs, which contain a fiber-reactive group of the vinylsulfone series and furthermore a group of the general formula ##STR1## in which R.sup.x is hydrogen or lower alkyl, which can be substituted by substituents customary in dyestuffs, and Q.sup.1 and Q.sup.2 both independently of one another are each lower alkyl, which is substituted by 1 or 2 lower alkanoyl groups or 1 or 2 lower alkoxycarbonyl groups or by one such alkoxycarbonyl and alkanoyl group, or an amino group, which is substituted by optionally substituted aryl and/or alkyl radicals, or an optionally substituted alkoxy, aryloxy, alkylthio or arylthio radical or a cyanamido radical, are described. The novel dyestuffs dye material containing hydroxy and/or carboxamide groups, such as cellulose fiber materials, wool and polyamides, in deep shades, and moreover are suitable for discharge and resist printing.

Reactive dyestuffs containing a triazinylamino group and one or two

Azo compounds of the formula D.sup.o --N.dbd.N--K.sup.o, in which D.sup.o is a radical of the formula (2), (2a) or (2b) ##STR1## in which Y is a substituent which can be eliminated by alkali to form the vinyl group, X is chlorine or bromine and R is hydrogen, lower alkyl, phenyl or halogen, and K.sup.o is the radical of a coupling component or another radical which contains azo groups, K.sup.o containing a group of the formula --N(R.sup.o)--Z, in which R.sup.o is hydrogen or lower alkyl and Z is a radical of the formula ##STR2## in which A is halogen or cyanoamido, R.sup.20 is hydrogen or lower alkyl, and R.sup.21 has one of the meanings given for R.sup.20, or is an optionally methyl-substituted cycloalkylene radical, or is a phenyl radical, or in which R.sup.20 and R.sup.21, together with the nitrogen atom and if appropriate one or two further hetero groups, can form a 5- or 6-membered heterocyclic radical. The azo compounds are suitable as fiber-reactive dyestuffs for dyeing material containing hydroxy and/or carboxamide groups, such as cellulose fibers, wool and synthetic polyamide fibers.

Water-soluble, fiber-reactive azo compounds having substituted

Water-soluble dyes, such as, for example, azo dyes, heavy metal complex azo dyes, anthraquinone, phthalocyanine and formazan dyes containing the group of the formula ##STR1## are described, in which R.sup.x is hydrogen or substituted or unsubstituted lower alkyl, U is hydrogen, cyano, lower alkanoyl, lower alkoxycarbonyl, nitro, lower alkylsulfonyl or substituted or unsubstituted arylsulfonyl, V is cyano, lower alkoxycarbonyl, substituted or unsubstituted aryloxycarbonyl, carboxy, lower alkylaminocarbonyl, substituted or unsubstituted arylaminocarbonyl, lower alkylcarbonyl, substituted or unsubstituted arylcarbonyl or arylsulfonyl, aminocarbonyl, dialkylaminocarbonyl, trifluoromethyl, nitro or lower alkylsulfonyl and Q is an amino group which is mono- or disubstituted by the radical --W--(SO.sub.2 --Y).sub.z, in which W is an arylene or alkylene radical or a combination of such radicals, the alkylene radicals being those having 1 to 8 carbon atoms, and it being possible for them to be substituted, and the arylene radicals being substituted or unsubstituted phenylene or napthylene radicals, it being possible for the alkylene radicals to be interrupted by one or more hetero groups and for the alkylene and arylene moieties in the combined alkylene/arylene radicals to be separated from one another by a hetero group, the radical --SO.sub.2 --Y is a fiber-reactive group from the vinylsulfone series and

Reactive dyes which contain a triazinyl group linked to a substituted

Water-soluble dyes are described, such as azo dyes, metal complex dyes, anthraquinone, phthalocyanine and formazan dyes, which contain a fiber-reactive group of the vinyl sulfone series which, if desired, is bound via a bridging member, and furthermore contain a 4-cyanamido-1,3,5-triazin-6-ylamino radical which is substituted in the 2 position by a group of the formula (2) ##STR1## in which R.sup.z is hydrogen or a lower alkyl group which is unsubstituted or substituted by alkyl, hydroxy, cyano, lower alkoxy, carboxyl, sulfamoyl, sulfo or sulfato or by a substituted or unsubstituted phenyl radical or is a cyclohexyl radical or a substituted or unsubstituted phenyl radical, W is an aryl, alkylenearyl, arylenealkyl, alkylenearylenealkyl or arylenealkylenearyl radical substituted by 1 to 4 water-solubilizing substituents, it being possible for these aryl, arylene, alkyl and alkylene radicals to be additionally substituted and/or interrupted by hetero groups, A is the number zero or 1, and B is the number 1 or 2, the sum of (A+B) being the number 2. The dyes are fiber-reactive and are suitable for the dyeing of hydroxy- and/or carboxamido-containing material, in particular fiber material, such as cotton, wool, silk and synthetic polyamide, by the procedures known for fiber-reactive dyes.

Fiber reactive dyes which contain a cyanoaminotriazinyl group and one or

There are described water soluble azo compounds conforming to the formula (1) D--N.dbd.N--K                       (1) where D is a radical of the formula (2), (2a) or (2b) ##STR1## where Y is a substituent which is eliminable by alkali to form a vinyl group, Y.sup.2 has one of the meanings of Y or is hydroxyl, X is chlorine or bromine, and R is hydrogen, lower alkyl, phenyl or halogen, and K is a radical of a singly couplable coupling component which may additionally contain an azo group, or the radical of a doubly couplable coupling component. The compounds of the formula (1) have fiber-reactive properties and are very highly suitable for use as dyes for dyeing hydroxy- and/or carboxamido-containing material, in particular fiber material, for example cellulose-fiber materials, wool and synthetic polyamide fibers, in strong, fast shades. There are also described novel starting compounds of the formulae (7), (7a) and (7b) ##STR2## where Y.sup.2, X and R are each as defined above, x is zero or 2 and W is nitro or amino. The aniline compounds of the formula (7) obtainable from the compounds of the formula (7) where W is nitro by reduction of the nitro group can be used as diazo component for preparing the azo compounds of the formula (1).

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Jorg Dannheim