Dye mixtures comprising at least one dye of formula together with at least one dye of formula wherein the radicals indicated in the formulae are defined in accordance with the claims, are suitable for dyeing or printing cellulosic fibre materials with good build-up behaviour and yield dyeings of a deep shade having good fastness properties.

Mixtures of reactive dyes and their use

Cationic reactive dyes of the general formula [A-(Dm-B)x]n+ Ann- (1), wherein A is the radical of a cationic chromophore selected from the group of the acridine, anthraquinone, azine, azo, azomethine, benzimidazole, cyanine, diazo, dioxazine, ketoimine, methine, monoazo, nitro, oxazine, polymethine, quinoline, thiazole, triarylmethane and xanthene series, D is -NR-, -(NR'-(C?1?-C7alkylene)-NR')-, or a piperazinylene of formula (I), wherein R is hydrogen, C1-C4alkyl, -CO-C1-C4alkyl, -CO-phenyl, ortho-, meta- or para-(C6H4)-(C1-C4-alkyl), ortho-, meta- or para-(C6H4)-(C1-C4alkylene)-?+N(R?7R8R9) or -(C1-C4alkyl)-+N(R7R8R9), wherein R7, R8 and R9 are each independently of the others hydrogen or C1-C4alkyl, and R' and R' are each independently of the other hydrogen or C1-C4alkyl, m is an integer 0 or 1, and x is an integer from 1 to 8, n+ is the charge of the radical [A-(D?m?-B)x] and is an integer from +1 to +6, n?-? is the charge of the anion and is an integer from -1 to -6, An is an anion, and B i a fibre-reactive group and the use thereof for dyeing hair.

Cationic reactive dyes

New, highly multifunctional reactive dye compounds are provided. The number of leaving groups in the non-chromophoric part of the molecule added to the number of chromophore moieties is at least equal to 5, preferably in the range of from 5 to 12, more preferably from 5 to 6. The new reactive dye compounds preferably have at least two asymmetric bridges.

Reactive dye compounds

New dye mixts. contain: (A) one or more 2,7-bis-(vinyl or substd. ethyl-sulphonylphenylazo)-3,6-disulpho-8-amino-1-naphthol deriv. disazo dye(s) of formula (I); and (B) one or more 4-anilino-6-fluoro-s-triazin-2-ylamino-substd. 2-(vinyl- or substd. ethyl-sulphonylphenylazo)-3-sulpho-1-naphthol deriv. amonoazo dye(s) of formula (II). Molar ratio (I):(II) is pref. 1: 0.3-1.4, esp. 1:0.5-1. M = H or alkali metal; R = sulpho or carboxy; R = H, Me, Et, OMe, OEt, sulpho or carboxy; R = H, Me, Et, OMe or OEt; Y = vinyl, 2-chloroethyl, 2-thiosulphatoethyl, 2-phosphatoethyl, or 2-sulphatoethyl. Monoazo dyes of formula (IIl; R = SO3M in the tho-position) i.e. cpds. (IIA), are new. Three methods of preparing (IIA) are claimed.

Black mixtures of reactive azo dyes and their use in dyeing fibrous materials containing hydroxy and/or carbonamide groups

Reactive dyes of the formula (1) in which Q 1 is hydrogen, halogen or a radical of the formula (2a) or (2b),R 1 , R 2 and R 3 independently of one another are hydrogen or C 1 -C 4 alkyl which is unsubstituted or substituted by hydroxyl, sulfo, carboxyl or sulfato, and R 1 in formula (1) and R 1 in formula (2a) have identical or different meanings and R 2 in formula (1) and R 2 in formula (2a) have identical or different meanings, (R 4 ) 0-1 and (R 5 ) 0-1 independently of one another are 0 or 1 identical or different substituents from the group consisting of C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen and sulfo, A is hydrogen or C 1 -C 4 alkyl which is unsubstituted or substituted by hydroxyl, sulfo, carboxyl or sulfato, phenyl which is unsubstituted or substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 2 -C 4 alkanoylamino, hydroxyl, carboxyl, carbamoyl, sulfo or halogen, phenyl-C 1 -C 2 alkylene which is unsubstituted or substituted in the phenyl ring by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 2 -C 4 alkanoylamino, hydroxyl, carboxyl, sulfo, carbamoyl or halogen, or C 5 -C 7 cycloalkyl which is unsubstituted or substituted by C 1 -C 4 alkyl, B is a C 2 -C 12 alkylene radical which can be interrupted by 1, 2 or 3 members from the group consisting of -NH-, -N(CH 3 )- or -O- and is unsubstituted or substituted by hydroxyl, sulfo, sulfato, cyano or carboxyl, a C 5 -C 7 cycloalkylene radical or C 1 -C 2 alkylene-C 5 -C 7 cycloalkylene radical which are unsubstituted or substituted in the cycloalkylring by C 1 C 4 alkyl,C 1 C 2 alkylenephenylene radical or phenylene radical which are unsubstituted or substituted in the phenyl ring by C 1 C 4 alkyl, C 1 C 4 alkoxy, C 2 -C 4 alkanoylamino, sulfo, halogen or carboxyl, V 1 and V 2 independently of one another are halogen, T is a radical of the formula -CO-(CH 2 ) m -SO 2 -Y (3a), -CO-CH(HaI)-CH 2 -HaI (3b) or -CO-C(HaI)=CH 2 (3c), Hal is halogen, X is hydroxyl or Y, Y is vinyl or a radical -CH 2 -CH 2 -U and U is a group which can be split off under alkaline conditions, and m is the number 2, 3 or 4. are suitable for dyeing widely varying fibre materials, in particular cellulosic fibre materials, and produce dyeings with good allround properties.

Reactive dyes, processes for their preparation and their use

Compounds of the formula ##STR1## in which the variables are as defined in the claims, which are suitable as fibre-reactive dyes for dyeing widely varying fibre materials, are described.

Reactive dyes, their preparation and use

Reactive dyes of formula (1) wherein Q1, Q2, Q3 and Q4 are each independently of the others hydrogen or unsubstituted or substituted C1-C4alkyl, A is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore, D is the radical of a diazo component, of the benzene or naphthalene series, X is halogen, 3-carboxpyridin-1-yl, 3-carbamoylpyridin-1-yl, hydroxy, C1-C4alkoxy unsubstituted or substituted in the alkyl moiety, phenoxy unsubstituted or substituted in the phenyl moiety, C1-C4alkylthio unsubstituted or substituted in the alkyl moiety, unsubstituted or substituted amino, or an N-heterocycle which may or may not contain further hetero atoms, and Y is vinyl or a radical -CH2-CH2-U and U is a group removable under alkaline conditions, are suitable for dyeing cellulosic or amide-group-containing fibre materials.

Fibre-Reactive Dyes, Their Preparation and Their Use

Reactive dyes of formula (I), wherein A is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore, Q1, and Q2 are each independently of the other hydrogen or unsubstituted or substituted C1,-C4alkyl, (Q3)n denotes n substituents selected from the group C1,-C4alkyl, C1-C4alkoxy, halogen and sulfo, X is halogen, 3-carboxypyridin-1-yl, 3-carbamoylpyridin-1-yl, hydroxy, C1-C4alkoxy unsubstituted or substituted in the alkyl moiety, phenoxy unsubstituted or substituted in the phenyl moiety, C1-C4alkylthio unsubstituted or substituted in the alkyl moiety, unsubstituted or substituted amino, or an N-heterocycle which may or may not contain further hetero atoms, Y is vinyl or a radical -CH2-CH2-U and U is a group removable under alkaline conditions, k is a number 2, 3, 4, 5 or 6, m is a number 0 or 1, and n is a number 0, 1 or 2, with the proviso that when A denotes a monoazo chromophore it is not directly linked to the triazinyl radical through a hydroxynaphthalenesulfonic acid coupling component and does not denote a radical of formula (II), are suitable for dyeing cellulosic or nitrogen-containing fibre materials.

Fibre-reactive azo dyes, their preparation and their use

The present invention relates to a method of printing a substrate, comprising (a) printing onto the substrate at least one time temperature indicator with chromic properties based on an azo coupling reaction between a capped diazonium component and a coupling component.

Method of Printing a Time-Temperature Indicator Based on Azo Coupling Reactions onto a Susbtrate

Reactive dyes of the formula ##STR1## in which R 1 , R 2 , R 3 and R 4 independently of one another are hydrogen or substituted or unsubstituted C 1 -C 4 alkyl, B is an aliphatic bridge member, Y 1 and Y 2 independently of one another are halogen or carboxypyridinium, A 1 is the radical of an anthraquinone, phthalocyanine, dioxazine, formazan or disazo dye or a radical of the formulae (2a) to (2h) defined in claim 1 and A 2 is as defined above for A 1 or is a radical of the formulae (2i) to (2m), where A 1 and A 2 have different meanings to one another, are particularly suitable for dyeing or printing fibre materials containing hydroxyl groups or containing nitrogen. Dyeings having good fastness properties coupled with a high tinctorial yield are obtained.

Bernhard Muller

Papers

Reactive dyes, their preparation and use

Fibre-Reactive Dyes, Their Preparation and Their Use

Fibre-reactive azo dyes, their preparation and their use

Method of Printing a Time-Temperature Indicator Based on Azo Coupling Reactions onto a Susbtrate

Asymmetrical reactive dyes containing two triazinyl radicals which are bridged via an aliphatic bridge member