Abstract:
Water-soluble azo compounds having fiber-reactive dye properties conforming to the formula ##STR1## in which D denotes a benzene or naphthalene ring;R.sup.1 denotes hydrogen, alkyl, alkoxy, sulfo or carboxy;R.sup.2 denotes hydrogen, alkyl, alkoxy, sulfo, carboxy, substituted or unsubstituted aryl, hydroxy, nitro or halogen;R denotes hydrogen or substituted or unsubstituted alkyl;A denotes hydroxy, substituted or unsubstituted alkoxy or aryloxy, thio, substituted or unsubstituted alkylthioether or arylthioether or an optionally monosubstituted or disubstituted amino group having substituents from the aliphatic and aromatic and the acylamide series;B hydroxy, optionally substituted alkoxy or aryloxy, thio, optionally substituted alkylthioether or arylthioether or an optionally monosubstituted or disubstituted amino group having substituents from the aliphatic and aromatic and the acylamide series;M denotes hydrogen, alkali or alkaline earth;m denotes the number 1 or 2;n denotes the number 0 or 1;p denotes the number 0, 1 or 2;y denotes .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-chloroethyl, vinyl or .beta.-sulfatoethyl;the group --SO.sub.2 --Y is bonded to A or D or to both; or in which:A is chlorine or bromine,B is an optionally monosubstituted or disubstituted amino group having substituents from the aliphatic and aromatic and the acylamide series,m denotes the number 1 and the group --SO.sub.2 Y is bonded to D andD, R.sup.1, R.sup.2, R, M, n, p and Y have the above meanings.The new azo compounds dye fiber materials, such as wool and in particular cellulose, in strong and fast shades.
Abstract:
Compounds of the general formula (1) ##STR1## in which the Zs, preferably identical to each other, each denote a hydroxy group or a sulfato, thiosulfato or phosphato group. They can be prepared by first converting biphenyl by sulfochlorination into biphenyl-4,4'-disulfochloride, then reducing the latter with an alkali metal or alkaline earth metal sulfite or hydrogensulfite to sulfinic acid, and in turn reacting the latter with ethylene oxide to give 4,4'-bis-(.beta.-hydroxyethylsulfonyl)-biphenyl, which can be esterified in conventional manner. They are used for modifying and improving the physical and coloristic properties of materials made of natural and/or synthetic polyamide fibers and/or polyurethane fibers and as auxiliaries in dyeing processes for such fiber materials.
Abstract:
A water-soluble phthalocyanine dyestuff of the formula ##STR1## IN WHICH Pc represents copper phthalocyanine, nickel phthalocyanine or cobalt phthalocyanine, R.sub.3 represents lower alkyl, B represents --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --NH--, ##STR2## A represents phenylene or phenylene substituted by lower alkyl, lower alkoxy, carboxyl, hydroxyl, sulfo, nitro, chlorine or bromine, or naphthylene, X represents --CH.sub.2 -- or ##STR3## R.sub.1 and R.sub.2 each stand for hydrogen, lower alkyl, hydroxyethyl, sulfoethyl, carboxyethyl, benzyl, phenyl, carboxyphenylene or sulfophenylene, or together with the nitrogen atom piperidyl or morpholyl, n and m each represent 0 or 1, a, b and c each stand for a number from 1 to 4, the sum of a, b and c being at most 6, said dyestuff being suitable for the dyeing or printing of leather or textile materials consisting of native or regenerated cellulose, silk or polyamides, the dyeings and prints obtained on said materials being distinguished by deep tints and very good fastness properties to light and to wetting.
Abstract:
New valuable metal complex compounds, preferably copper, nickel, chromium or cobalt complex compounds, of monoazo dyestuffs which in the metal-free form and in form of the free acid correspond to the general formula (1) ##SPC1##In which one A stands for the group of the formula (2)HO -- R -- N = -- (2)wherein HO--R-- represents the radical of a coupling component of the series of the acetoacetic acid arylamide, barbituric acid, pyrazolone or of naphthalene, the hydroxyl group of which is in a vicinal position with regard to the azo group, and the other A stands for a hydroxyl group, X for a vinyl group or for a group having the formula --CH.sub.2 --CH.sub.2 --Z, wherein Z represents the hydroxyl group or an organic or inorganic radical capable of being split off by an alkaline agent, n represents the number 1 or 2 and m a number of from 1 to 3, and processes to prepare them, said dyestuffs being suitable for the dyeing and printing of different materials, such as wool, silk, poly amide fiber materials or leather, especially of cellulose-containing materials such as cotton, regenerated cellulose and linen, yielding intense dyeings and prints of high tinctorial strength which exhibit good to very good fastnesses to light, wet processing, washing, perspiration, steaming, ironing and rubbing and are resistant to chemical solvents.
Abstract:
Water-soluble triphendioxazine compounds of the formula (1) with quaternary ammonium groups ##STR1## in which the substituents are defined in claim 1. The compounds (1) have fiber-reactive dyestuff properties and dye, for example, cellulose fiber materials, wool and synthetic polyamide in deep, fast shades.
Abstract:
Water-soluble azo compounds of the general formula D--N.dbd.N--K are described, which have advantageous fiber-reactive dye properties and dye carboxamido-containing and in particular hydroxy-containing materials, such as wool and in particular cellulose fiber materials, in hues which have high color strength and good fastness properties.In the formula D--N.dbd.N--K, the symbols have the following meanings:D is a radical of the general formula ##STR1## in which Y is a vinyl group or an ethyl group which can be eliminated in the .beta.-position by an alkaline radical and R is a hydrogen atom, a nitro, lower alkyl, lower alkoxy, carboxyl or hydroxyl group or a halogen atom;K is a radical of a mono-coupleable water-soluble coupling component, which can additionally contain an azo group, or the radical of a doubly-coupleable water-soluble coupling component, each from the series of aminobenzenes, phenols, naphthols, aminonaphthols, acylaminonaphthols, dihydroxynaphthalenesulfonic acids, phenylazoaminonaphtholsulfonic acids, naphthylazoaminonaphtholsulfonic acids, 5-pyrazolones, 5-aminopyrazoles, acetoacetylarylides, 2-hydroxy-6-pyridones and hydroxyquinolines, it also being possible for K to contain, in addition to the substituents customary in dyes, one or more fiber-reactive groups. Furthermore, precursors of these azo compounds of the general formula ##STR2## are described, in which G is an amino or nitro group, R has the abovementioned meaning and Y' is a .beta.-hydroxyethyl group or has one of the meanings given above for Y.
Abstract:
Water-soluble dyes which contain one or two fiber-reactive groups of the formula ##STR1## in which each R is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, it being possible for both R to have a meaning which is identical to or different from one another, Y is the vinyl group or a group of the general formula --CH.sub.2 --CH.sub.2 --X in which X represents a substituent which can be eliminated as an anion, and m represents the number 2 or 3. These novel dyes can be used to dye hydroxy and/or carboxamide group-containing materials in particular fiber-materials, such as, in particular, cellulose fiber materials, in fast shades.
Abstract:
N.sub.1 -substituted 1H-benzotriazole hydroxyethyl sulfone compounds, a process for their preparation and their use for the preparation of dyestuffs. Compounds of the general formula ##STR1## in which R is hydrogen or alkyl which has 1 to 6 carbon atoms and can be substituted by hydroxy, sulfo, carboxy, phosphono and/or cyano, W denotes a divalent, optionally substituted aliphatic radical, (C.sub.5 -C.sub.10)-cycloaliphatic radical which is optionally substituted by alkyl, aliphatic-(C.sub.5 -C.sub.8)-cycloaliphatic radical which is optionally substituted by alkyl, optionally substituted araliphatic radical or optionally substituted aromatic carbocyclic radical, it being possible for the aliphatic radicals in W to be interrupted by hetero groups of the formulae --O--, --S--, --SO.sub.2 --, --CO--, 1,4-piperidino, --NH-- and --N(R')-- in which R' is an alkyl group which has 1 to 6 carbon atoms and can be substituted, or is an alkanoyl group having 2 to 5 C atoms, and/or for the aliphatic radicals and aryl radicals to be attached to one another through such a hetero group, and R* denotes hydrogen, alkyl having 1 to 6 carbon atoms, alkoxy having 1 to 5 carbon atoms, halogen, carboxy or sulfo.They are used as intermediates for the preparation of dyestuffs, such as fiber-reactive triphendioxazine dyestuffs, and can be prepared by reducing the nitro group in a compound of the general formula ##STR2## in which R, R* and W have the abovementioned meaning and A is a hydrogen atom or an acyl radical, to the amino group and diazotizing this amino group, whereupon cyclization takes place to give the benzotriazole, and, if necessary, subsequently eliminating the acyl radical by hydrolysis.
Abstract:
Triphendioxazine compounds with properties of fiber-reactive dyestuffs corresponding to the general formula ##STR1## in which T is an optionally substituted alkyl group with 1 to 6 carbon atoms, excluding a radical of the group Y defined below, it also being possible for the alkyl group to be interrupted by hetero atoms, or is an optionally substituted aryl group,B is an oxygen or sulfur atom or an amino group,W is a divalent, optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic-carbocyclic radical or a benzotriazole radical combined with one of these radicals, it being possible for the aliphatic radicals to be interrupted by hetero groups and/or for aliphatic and aryl radicals to be bonded to one another by a hetero group,R is hydrogen, alkyl with 1 to 6 carbon atoms, alkoxy with 1 to 5 carbon atoms, halogen, carboxy or sulfo,X.sup.1 is hydrogen, halogen, cycloalkyl, aralkyloxy, alkoxy, aryloxy, alkyl, aryl, aralkyl, cyano, carboxy, carbalkoxy, arylamino, carbamoyl, which is optionally substituted, alkanoylamino or aroylamino,X.sup.2 can have the meaning of X.sup.1,n represents the number 1 or 2,Y is the vinyl group or an ethyl group which is substituted in the .beta.-position by a substituent which can be eliminated with an alkaliand the molecule (1) contains at least one sulfo or sulfato group.
Abstract:
Water-soluble triphendioxazine compounds which have valuable fiber-reactive dyestuff properties and correspond to the general formula (1) and dye materials, in particular cellulose fiber materials, containing carboxamide and/or hydroxy groups in fast shades. ##STR1## in which: B is a group --O--, --S--, --NH-- or --N(R')-- in which R' is alkyl having 1 to 6 carbon atoms;R* is hydrogen or optionally substituted lower alkyl or optionally substituted aryl;W and W.sup.1 independently of one another are each a divalent aliphatic radical or a cycloaliphatic radical which is optionally substituted by lower alkyl or an aliphatic-cycloaliphatic radical which is optionally substituted by lower alkyl, it being possible for the aliphatic radicals to be interrupted by one or more groups --O--, --S--, --SO.sub.2 --, --CO--, 1,4-piperidino, --NH-- and --N(R.sup.o)-- in which R.sup.o has the meaning of R' or is lower alkanoyl;the groupings --B--W.sup.1 --N(R*)-- and --N(R*)--W--B 13 independently of one another each represent the divalent radical of a five-membered or six-membered, saturated heterocyclic structure containing two N atoms, or the groupings --B--W.sup.1 -- and --W--B-- independently of one another each represent the divalent radical of a five-membered or six-membered, saturated heterocyclic structure which contains two N atoms and which is attached by means of one of the two N atoms, via a C.sub.2 -C.sub.4 -alkylene, to the groupings --N(R*)--A or A--N(R*)--, respectively;is benzoyl, naphthoyl, N-phenylcarbamoyl or N-naphthylcarbamoyl in which the phenyl and naphthyl radicals can be substituted, at least one of these being a group which imparts solubility in water;X.sup.1 and X.sup.2 independently of one another are each hydrogen, halogen, lower alkyl, lower alkoxy or optionally substituted aryl;Y is vinyl or a .beta.-substituted ethyl;and the compounds necessarily contain at least two sulfo groups.