Abstract: The present invention relates to novel 1:2 chromium complex dyes, processes for their preparation and their use for dyeing or printing fibre materials containing hydroxyl groups or containing nitrogen. The present invention relates to a 1:2 chromium complex dye of formula (I) wherein all substituents are as defined in the claims, a process for their preparation and their use for dyeing or printing fiber materials containing hydroxyl groups or containing nitrogen.

Abstract: The present invention relates to novel 1:2 chromium complex dyes, processes for their preparation and their use for dyeing or printing fibre materials containing hydroxyl groups or containing nitrogen. The present invention relates to a 1:2 chromium complex dye of formula (I) wherein all substituents are as defined in the claims, a process for their preparation and their use for dyeing or printing fiber materials containing hydroxyl groups or containing nitrogen.

Abstract: 1:2-metal complex dyes of the formula wherein the symbols R1, R1?, R2, R2?, R3, R3?, Y, Z, n, n?, Me, M and (Kat)+ are defined as in the Claims, mixtures thereof, their compositions, their production and their use as anionic dyes for dyeing substrates, especially leather, in brown to red shades.

Abstract: Asymmetrical 1:2 chromium complex dyes of formula (I), wherein X signifies —SO3M, —SO2NR1R2 or chlorine, Y signifies hydrogen, —SO3M or chlorine, R1 signifies hydrogen, C1-6alkyl, C2-3-hydroxyalkyl or a radical of formulae (a) or (b), R2 signifies hydrogen, C1-6alkyl or C2-3-hydroxyalkyl, or R1 and R2 together with the nitrogen atom to which they are attached, form a 5- or 6-membered saturated heterocycle, R3 signifies hydrogen, C1-2-alkyl, chlorine, —COOM or —SO3M, R4 signifies hydrogen, C1-2-alkyl, C1-2-alkoxy chlorine or —SO3M, n signifies from 0 to 3, M signifies in each case hydrogen or a nonhromophoric cation, and M+signifies hydrogen or a nonchromophoric cation, are useful for dyeing artificially produced oxide layers on aluminium or aluminium alloys, on which they produce grey dyeings in high color yield and hue reproducibility

Abstract: A compound of formula (I) or a mixture thereof ##STR1## The compounds are useful as solvent dyestuffs and exhibit high solubility in alcoholic solvents, e.g. ethanol.

Abstract: A cyanine dye complex of formula I ##STR1## consisting of a cyanine dye and a chromium or cobalt metal azo ligand complex is particularly useful in a process for optically recording, storing or reproducing information using a recording medium, especially when the process is carried out at the wavelength range from 600 to 800 nm.

Abstract: Compounds of formula (I) ##STR1## wherein R.sub.1 is H or SO.sub.3 M, ##STR2## M is hydrogen or a non-chromophoric cation and X.sup.+ is hydrogen or a non-chromophoric cation, are useful as dyes for oxidized aluminium substrates.

Abstract: 1:2 chromium complex dyestuffs of the formula (I) ##STR1## in which A, B, R.sup.1, R.sup.2, R.sup.3, R.sup.4, p, m, n, n' and Cat.sup.(+) have the meaning given in the description, are suitable for dyeing and printing amido-containing materials.

Abstract: Complexes of the formula ##STR1## which are in free acid or salt form, and mixtures thereof, wherein each ofR.sub.1 and R.sub.3 is independently hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by hydroxy, amino, sulfo or carboxy,each ofR.sub.2 and R.sub.4 is independently hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by hydroxy, amino, sulfo or carboxy; --COR.sub.5 ; --COOR.sub.6 or --CONHR.sub.7,M is chromium or cobalt, andM.sub.K.sup..sym. is hydrogen or a non-chromophoric cation, useful for dyeing or printing, materials such as natural and synthetic polyamides and particularly artificially produced oxide layers on aluminum and aluminum alloys.

Abstract: 1:2 metal complexes of the formula ##STR1## wherein each of R.sub.1 and R.sub.3 is independently hydrogen or nitro, with the proviso that when a ring has two nitro groups, they are meta to each other,each of R.sub.2 and R.sub.4 is independently hydrogen, chloro or --SO.sub.3 M,each of R.sub.5 and R.sub.6 is independently hydrogen, --COR.sub.7, --CONHR.sub.8 or --SO.sub.2 R.sub.9,wherein R.sub.7 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, phenyl(C.sub.1-4 -alkyl) or phenyl(C.sub.1-4 -alkyl) the phenyl group of which is substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido,R.sub.8 is hydrogen, C.sub.1-6 alkyl; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido; naphthyl or naphthyl monosubstituted by chloro, amino, phenylamino, acetamido, benzamido or --SO.sub.3 M, andR.sub.9 is C.sub.

Abstract: The novel unsymmetrical 1:2 chromium complex dyestuffs of the formula ##STR1## in which the substituents R.sup.1, R.sup.2, R.sup.3, n and Cat.sup.(+) have the meaning given in the description, are highly suitable for the dyeing and printing of natural and synthetic amido-containing materials in predominantly red hues having good light, wet and diffusion fastness properties.

Abstract: A process is described for the preparation of pure, asymmetric 1:2 chromium complex dyes containing at least two groups which impart solubility in water, which process comprises reacting a mixture of two dyes of the formulaeF.sub.1 --(SO.sub.3 H).sub.t (1)andF.sub.2 --SO.sub.2 --Y (2)in which the symbols are as defined in claim 1 with a chromium donor in a molar ratio of 0.85:1.0 to 1.2:1.0 in a one-pot process under pressure at a temperature above 100.degree. C. and at a pH between 0 and 2 and then continuing the reaction at a slightly acid, neutral or slightly alkaline pH. The dyes obtained by the process according to the invention are suitable for dyeing, in particular, wool, silk, leather and synthetic polyamide fibres.

Abstract: 1:2 metal complexes of the formula ##STR1## wherein each of R.sub.1 and R.sub.3 is independently hydrogen or nitro, with the proviso that when a ring has two nitro groups, they are meta to each other,each of R.sub.2 and R.sub.4 is independently hydrogen, chloro or --SO.sub.3 M,each of R.sub.5 and R.sub.6 is independently hydrogen, --COR.sub.7, --CONHR.sub.8 or --SO.sub.2 R.sub.9,whereinR.sub.7 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, phenyl(C.sub.1-4 -alkyl) or phenyl (C.sub.1-4 alkyl) the phenyl group of which is substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido,R.sub.8 is hydrogen; C.sub.1-6 alkyl; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido; naphthyl or naphthyl monosubstituted by chloro, amino, phenylamino, acetamido, benzamido or --SO.sub.3 M, andR.sub.9 is C.sub.

Abstract: The invention relates to a process for the preparation of asymmetrical 1:2 chromium complex dyes of not less than 90% purity and containing at least one water-solubilizing group, which process comprises reacting a mixture of two metallizable azo dyes that contain different diazo components and different coupling components, or a mixture of a metallizable azo dye and a metallizable azomethine dye, in the molar ratio of 0.85:1.0 to 1.2:1.0, with the proviso that only one of said two mixture components contains at least one water-solubilizing group, with a chromium donor, under pressure and at a temperature above 100.degree. C. and in the pH range from 0 to 2, and subsequently carrying out further reaction in a weakly acid, neutral or weakly alkaline pH range, utilizing a single vessel for all steps.The dyes obtained by the process of the invention are particularly suitable for dyeing wool or polyamide materials.

Abstract: The invention relates to a process for the preparation of 1:2 metal complex azo dyes of formula ##STR1## wherein each X is hydrogen, halogen or nitro, K and K' are each independently of the other the radical of a coupling component of the benzene, naphthalene or pyrazolone series, Y and Y' are each --O-- or --N(R), wherein R is hydrogen, C.sub.1 -C.sub.4 alkyl or phenyl, Me is chromium or cobalt and Ka is a cation, and Y and Y' are attached to K and K' adjacent to the azo group, by coupling and metallising, which process comprises coupling, in aqueous solution, a diazo component of formula ##STR2## wherein X is as defined for formula (1), in the presence of the 5- to 30-fold molar amount of sodium and/or potassium chloride, based on the molar amount of diazo component, and in the presence of a compound that donates a chromium or cobalt atom, to coupling components of formulaeHK--YH and HK'--Y'H (3),wherein K, K', Y and Y' are as defined for formula (1).

Abstract: A metal complex compound having the formula: ##STR1## wherein each of X.sub.1 and X.sub.2 which may be the same or different, is a nitro group, a halogen atom, a phenylazo group (inclusive of a substituted phenylazo group) or a naphthylazo group (inclusive of a substituted naphthylazo group), each of n.sub.1 and n.sub.2 which may be the same or different, is an integer of from 1 to 3, each of R.sub.1 and R.sub.2 which may be the same or different, is an amino group, a monoalkylamino group, a dialkylamino group, an acetylamino group and a benzoylamino group (inclusive of a substituted benzoylamino group), M is a chromium atom, an iron atom, a cobalt atom, m is an integer of at least 2, and y.sup.m.sym. is a bivalent or higher polyvalent metal ion. The metal complexes are useful as near infrared absorbers.

Abstract: The heavy metal complex dyes of azo or azomethine dyes of the formula ##STR1## in which D is the radical of a dizao component of the benzene, naphthalene or heterocyclic series, K--OH is the radical of the formula ##STR2## in which the symbols A, A', B and B' each represent a carbon atom or in which one of the symbols A, A', B or B' represents a nitrogen atom while the others represent a carbon atom, R is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 alkyl or substituted or unsubstituted phenyl, and the ring E can be further substituted, Y is a nitrogen atom or a CH group, and n is 0 or 1, and in which --(CO).sub.n --OH is bonded to D in a position adjacent to --N.dbd.Y--, produce dyeings having good fastnesses particular very good crock, wet, wet crock and light fastness on nitrogen-containing or hydroxyl-containing fibre materials.

Abstract: The invention relates to a process for the preparation of asymmetrical 1:2 chromium complex azo dyes of not less than 90% purity and containing at least one water-solubilizing group, which process comprises reacting a mixture of two metallizable azo dyes that contain identical diazo components or identical coupling components, in the molar ratio of 0.85:1.0 to 1.2:1.0, with the proviso that only one of said two azo dyes contains at least one water-solubilizing group, with a chromium donor, under pressure and at a temperature above 100.degree. C. and in the pH range from 0 to 2, and subsequently carrying out further reaction in a weakly acid, neutral or weakly alkaline pH range, utilizing a single vessel for all stepsThe dyes obtained by the process of the invention are particularly suitable for dyeing wool or polyamide materials.

Abstract: Asymmetric 1:2-chrome complex dyes of the formula: ##STR1## wherein A is the radical of 1-hydroxynaphthalene or 2-hydroxynaphthalene,R.sub.1 is hydrogen, chlorine or methyl,R.sub.2 is hydrogen, nitro or chlorine, andKa.sup.+ is a cation, and of the substituents X.sub.1, X.sub.2 and X.sub.3 one is an SO.sub.3 group, and the other two are hydrogen, X.sub.3 being hydrogen when R.sub.1 is chlorine and R.sub.2 is hydrogen,give blue shades on leather and other polyamides, which shades are lightfast and fast to wet processing.

Abstract: Dyes suitable for dyeing wool, polyamide and leather in orange, brown or olive-brown shades are disclosed, the dyes having the formula ##STR1## wherein A and D are each independently of the other a benzene or napththalene radical of a diazo component, which component carries the hydroxyl or carboxyl group in the ortho-position to the azo group;B is the radical of a coupling component which carries the group X adjacent to the azo group;X is oxygen or a radical of the formula --R--, in which R is hydrogen or C.sub.1 -C.sub.4 alkyl;Y is a radical of the formula ##STR2## in which formulae R.sup.1 and R.sup.5 are each independently of the other hydrogen or sulfo, R.sup.4 is hydrogen or nitro, R.sup.6 is hydrogen, methyl, methoxy or chlorine and R.sup.2 and R.sup.3 are each independently of the other hydrogen, halogen, nitro or sulfo;Ar.sup.1 is a benzene or napththalene radical which is unsubstituted or substituted by halogen, nitro, sulfo, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.

Abstract: Complexes of the formula ##STR1## wherein each R.sub.1 is independently (a) the radical of a coupling component of the active methylene non-cyclic or homocyclic series, (b) the radical of a coupling component of the heterocyclic series or (c) the radical of a coupling component of the monocyclic benzene series,with the proviso that at least one R.sub.1 is the radical of a coupling component of the active methylene non-cyclic or homocyclic series,each R.sub.2 is independently hydrogen, C.sub.1-4 alkyl or --SO.sub.2 NR.sub.4 R.sub.5,each R.sub.3 is independently hydrogen, halo, C.sub.1-4 alkyl or --SO.sub.2 NR.sub.4 R.sub.5, andeach M and M.sub.1 is independently hydrogen or a cation,wherein each R.sub.4 is independently hydrogen, C.sub.1-4 alkyl or C.sub.2-3 hydroxyalkyl, andeach R.sub.5 is independently hydrogen, C.sub.1-4 alkyl, C.sub.2-3 hydroxyalkyl, cyclohexyl, cyclohexyl substituted by methyl, phenyl or phenyl substituted by methyl, with the proviso that at least one of Ring A and R.sub.

Abstract: A chromium complex dye of the formula ##STR1## and salts thereof are used for dyeing polyamides or leather.

Abstract: A process of dyeing polyamide-containing material is disclosed using dyes of the following formula: ##STR1## wherein Me is cobalt or chromium,Ka.sup..sym. is a cation,p is 0 or 1,R and R' are each independently of the other hydrogen or a group of the formula --CO--(O).sub.n --Y, wheren is 0 or 1, andY is C.sub.1 -C.sub.5 alkyl, or phenyl which may be substituted by nitro, halogen, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxy,with the proviso that R and R' may not both be hydrogen if p is 1.Novel dyes within this class are also disclosed. The process is especially useful for dyeing leather.

Abstract: Metal-free azo compounds of the formula ##STR1## wherein Ra is an aromatic group or an active methylene coupling component radical as defined in the specification,R.sub.t is an arylazo group or a group of the formula --Y--Z,whereinY is a direct bond or a bridging radical, andZ is a basic amino or quaternary ammonium group, ##STR2## wherein each of the variables is as defined above or below, x is a direct bond or a bridging radical,x is hydrogen, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, amino or carboxy,ring B is further unsubstituted or further substituted,d is 0, 1 or 2, andn is 0 or 1,with the provisos that (i) the compounds contain an average of at least 1.3 basic water-solubilizing groups, and (ii) the compounds are free of sulfo groups, and 1:1 and 1:2 metal complexes thereof, which metal-free compounds and metal complexes are useful as dyes for leather and paper.

Abstract: Compounds of the formula I ##STR1## where K.sup..sym. is a cation, R is methyl or is phenyl which is unsubstituted or substituted by chlorine, bromine, methyl, methoxy or ethoxy, R.sup.1 is hydrogen, chlorine, bromine or nitro, R.sup.2 is hydrogen, chlorine, bromine, nitro, sulfamyl or hydroxysulfonyl, X and Y are each --O-- or --COO--, Z is --O-- or --NH--, D is a radical of a diazo component of the aniline or naphthylamine series and K is a radical of a coupling component, are very useful for dyeing natural and synthetic polyamide textile fibers and leather.

Abstract: Disclosed are chrome complex dyes of the formula ##STR1## and of the formula ##STR2## wherein Z and Z' independently of one another are each nitrogen or --CH--;X and X' independently of one another are each oxygen, or a group of the formula --NR--, in which R is hydrogen or C.sub.1 -C.sub.4 -alkyl, provided X is oxygen when Z is --CH-- and provided X' is oxygen when Z' is --CH--;A and B independently of one another are each a diazo component of a benzene or naphthalene radical which carries the hydroxyl or carboxyl group in the o-position with respect to the azo group;C and D independently of one another are each a benzene or naphthalene radical which carries in the o-position with respect to the azo or azomethine group a hydroxyl or carboxyl group, or the radical of an aliphatic or cycloaliphatic aminocarboxylic acid, if n.sub.2 or n.sub.

Abstract: An electrophotographic toner capable of being electrified negatively comprising:(a) a binder resin; and(b) a charge-controlling and coloring agent comprising at least one 2:1 type metal complex of the formula (I): ##STR1## where each of X.sub.1 and X.sub.2, which may be the same or different, is a hydrogen atom, a C.sub.1 -C.sub.5 alkyl group, a C.sub.1 -C.sub.5 alkoxy group, a nitro group or a halogen atom, each of m and m' is an integer of 1 to 3, each of R.sub.1 and R.sub.2, which may be the same or different, is a hydrogen atom, a C.sub.1 -C.sub.5 alkyl group, a C.sub.1 -C.sub.5 alkoxy group, a halgen atom, a nitro group, a sulfonamide group, a methylsulfonyl group, an ethylsulfonyl group, an acetyl amino group or a benzoyl amino group, each of n and n' is an integer of 1 to 3, Y.sup..sym. is an ammonium ion, an aliphatic ammonium ion, an alicyclic ammonium ion or a heterocyclic ammonium ion, and M is a chromium atom, a cobalt atom or an iron atom.

Abstract: Metallizable azo dyes of the formula I ##STR1## wherein A is the radical of a diazo component of the benzene or naphthalene series, which diazo component contains in the o-position with respect to the azo group a metallizable hydroxyl group,R is methyl or chloromethyl, or phenyl which can be substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,R.sub.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl,R.sub.2 is hydrogen or methyl,n is 0 or 1, andm is 0, 1, 2 or 3.In the form of their heavy-metal complexes, the dyes are suitable in particular for dyeing leather. These dyes are deeply colored, cover well, have good substantivity and build-up while simultaneously having good fastness properties.

Abstract: Azo dyes of the formula ##STR1## and external salts thereof, wherein F is the residue of a monoazo or disazo compound in 1:1 metal complex form or of a trisazo, disazoazoxy or tetrakisazo compound in metal-free or 1:1 metal complex form,each X is independently --NR.sub.2 --Q--NR.sub.3 R.sub.4 or --NR.sub.2 --Q--N.sup..sym. R.sub.5 R.sub.6 R.sub.7,whereinQ is linear or branched C.sub.2-6 alkylene or --NH--CO--CH.sub.2 --,R.sub.2 is hydrogen or C.sub.1-4 alkyl,each of R.sub.3 and R.sub.4 is independently hydrogen; C.sub.1-6 alkyl; C.sub.2-6 alkyl monosubstituted by cyano or hydroxy in the 2-, 3-, 4-, 5- or 6-position; phenyl(C.sub.1-3 alkyl); phenyl(C.sub.1-3 alkyl) having, on the phenyl ring, 1, 2 or 3 substituents selected from chloro, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1, 2 or 3 C.sub.1-4 alkyl groups or --NR.sub.3 R.sub.

Abstract: Dyes of the formula ##STR1## in which Me is cobalt or chromium, A is a diazo component of a benzene or naphthalene which carries a hydroxyl or carboxyl group in the o-position relative to the azo group, B is an o-aminonaphthol, R and R' independently of each other are each benzene or naphthalene which can carry further substituents, but no arylamino radicals, no sulfo groups and no metallizable groups, in the o-position relative to the azo group, Ka is a cation, p is 0 or 1, m and n independently of each other are each such a number from 0 to 1 that the total n+m is a number from 1 to 2, and q is an integer from 1 to 6 are particularly suitable for dyeing wool or polyamide and especially leather in shades of deep brown, grey and black.These dyes exhibit good affinity, good acid and alkali stability, and good fastness.

Abstract: Compounds which in the form of the free acids correspond to the formula ##STR1## where A is a radical of a diazo component or of an amine,B is a radical of a coupling component or of an aldehyde,R.sup.1 is chlorine or bromine,R.sup.2 is methoxy or ethoxy,X is .dbd.N-- or .dbd.CH--,Y is --O-- or --COO-- andZ is --O-- or --NH--,are dyes which are very suitable for dyeing nylons and natural polyamides.

Abstract: A process for producing granulates of water-soluble dyes by means of fluidized bed granulation, wherein there is added a granulating auxiliary having a softening point or softening range between 30.degree. and 150.degree. C. and consisting of(a) at least one compound of the formula IA--(CH.sub.2 CH.sub.2 O).sub.n --H (I)in which A is the group R--O-- or ##STR1## wherein R is an aliphatic or alicyclic hydrocarbon radical having 8 to 22 carbon atoms, R' is an aliphatic hydrocarbon radical having 8 to 22 carbon atoms, and n is 10 to 200, preferably 20 to 150, or(b) a mixture of a compound of the formula II ##STR2## in which m is 50 to 500, and x is 3 to 5, with a compound of the formula IIIR.sub.1 --NH--CO--NH--R.sub.1 (III),in which each R.sub.1 independently of the other is hydrogen or methyl, or(c) a mixture of a compound of the formula I with at least one compound of the formula II or III.

Abstract: Chromium complex dyes which, in the form of the free acid, have the formula ##STR1## wherein Z is hydrogen, nitro, chlorine or naphthylazo or phenylazo, wherein naphthyl or phenyl is unsubstituted or substituted by nitro, chlorine, bromine, C.sub.1-5 -alkyl or C.sub.1-5 -alkoxy, A is naphthyl or phenyl containing the oxygen atom in o-position to the azomethine and wherein naphthyl or phenyl is unsubstituted or substituted by C.sub.1-5 -alkyl, halogen or naphthylazo or phenylazo wherein naphthyl or phenyl is unsubstituted or substituted by nitro, chlorine, bromine, C.sub.1-5 -alkyl or C.sub.1-5 -alkoxy, D is sulfophenyl which is unsubstituted or substituted by nitro or chlorine, or sulfonaphthyl which is unsubstituted or substituted by nitro, and is bonded to the azo group in the ortho-position to the oxygen atom and R is chloroacetyl, bromoacetyl, .alpha.-chloroacryloyl, .alpha.-bromoacryloyl, .alpha.,.beta.-dichloropropionyl, .alpha.,.beta.

Abstract: An unsymmetrical 1:2 chromium complex of a monoazo dyestuff and a disazo dyestuff which is non-fiber reactive and is free of sulfonamido and amino groups and which, in the form of the free acid has the formula: ##STR1## wherein A' is the radical of a 1-hydroxy-2-aminobenzene which is monosubstituted or disubstituted by chlorine, nitro, or sulfo, B' is a naphth-2-ol, resorcinol, p-(C.sub.1 -C.sub.6 -alkyl)-phenol, 1-phenol-3-methylpyrazol-5-one or acetoacetanilide radical, and the phenol group in the last two mentioned compounds can be substituted by C.sub.1 -C.sub.4 -alkyl C.sub.1 -C.sub.4 -alkoxy, chlorine or sulfo, K' is an unsubstituted or sulfo-substituted naphth-1-ol or naphth-2-ol radical, phenol which is substituted in the p-positioned by C.sub.1 -C.sub.6 -alkyl, an unsubstituted or sulfo-substituted 2-naphthylanime, and 1-phenol-3-methylpyrazol-5-one or an acetoactanilide radical, and the phenol group in the last two mentioned compounds can be substituted by C.sub.1 -C.sub.

Abstract: Novel chromium complex dyes are disclosed which have the formula ##STR1## wherein S.sub.1 represents a hydrogen or halogen atom, a nitro group, a sulpho group, an alkyl or alkoxy radical, an acylamino or arylazo group,S.sub.2 represents a hydrogen or halogen atom, a nitro group, a sulpho group, an alkyl or alkoxy radical,S.sub.3 represents a hydrogen atom, a nitro group or a halogen atom,P is 1 or 2,R represents a fluorochloropyrimidyl or fluorotriazinyl radical, a chloroacetyl, bromoacetyl, .alpha.-chloro- or .alpha.-bromoacryloyl radical or an .alpha.,.beta.-dichloro- or .alpha.,.beta.-dibromopropionyl radical, andK.sup..sym. represents a cation.