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.
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 mononsubstituted 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:
A process for the fixation of organic dyestuffs on materials having a fibrous structure had been found, in which an organic dyestuff containing one or several groups of the formula (I) ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each represent a non-ionic, anionic or cationic substituent, with the exception of a primary or secondary amino group or the salts thereof, is applied in dissolved form onto said materials and subsequently subjected to the action of nitrous acid. The process yields fiber materials on which active substances, such as dyestuffs, brighteners, mothproofing agents, water-repellent agents, etc., are fixed fast; the novel process is especially and advantageously suitable in combination with the ice-color technique.
Abstract:
A water-soluble monoazo-dyestuff of the formula (1) ##STR1## in which X represents --CH=CH.sub.2 or --CH.sub.2 --CH.sub.2 --Z, the radical Z stands for hydroxyl, sulfato, chlorine, bromine, lower alkyl-sulfonyloxy, lower alkyl-sulfonylamino, phenyl-sulfonyloxy, lower alkyl-phenyl-sulfonyloxy, phenyl-sulfonylamino, lower alkyloyloxy, monosulfobenzoyloxy, phenoxy, di-(lower alkyl)-amino, tri-(lower alkyl)-ammonium, thiosulfato or phosphato, and A is a radical of a coupling component of the aminobenzene, hydroxybenzene amino-naphthalene, hydroxynaphthalene, N-naphthyl- or N-phenyl-amino-pyrazole, N-naphthyl- or N-phenyl-pyrazolone or of the acetoacetanilide series, the coupling component containing at least one water-solubilizing group, and a process for preparing these dyestuffs which are very suitable for the dyeing and printing of native and synthetic carbonamide-groups containing and native, regenerated or synthetic hydroxy-groups containing material, and yield, especially on cellulose fibrous materials in the presence of alkaline agents dyeings and prints of good to very good fastnesses to light and to wet-processing and of good stability to alkalis. The novel dyestuffs also have a very good color-build-up and yield dyeings and prints of high tinetorial strength.
Abstract:
Water-soluble azo dyes and their heavy metal complex derivatives, such as copper, cobalt and chromium complex azo dyes are described, which have the general formula (1) shown below, have fiber-reactive properties and dye natural and synthetic hydroxyl- and/or carboxamido-containing materials, in particular fiber materials, such as wool and in particular cellulose fiber materials, by the dyeing and printing processes customary for fiber-reactive dyes, in hues which have high color strength and good fastness properties. ##STR1##
Abstract:
Water-soluble phthalocyanine dyestuffs, processes for their preparation and their use Phthalocyanine dyestuffs, in particular copper phthalocyanine and nickel phthalocyanine dyestuffs, which contain one or more groups of the formula define below ##STR1## or one or more carboxy groups, or both groups, and which furthermore can have one or more sulfo groups, customary sulfonamide groups and/or groups of the general formula defined below ##STR2## dye materials containing hydroxy and/or carboxamide groups, in particular fiber materials, such as, for example, cellulose fiber materials, wool and polyamide fibers, in deep-colored, fast, mainly green shades. In the formulae:R.sup.1 and R.sup.2 are both, independently of one another, hydrogen or a lower optionally substituted aliphatic radical, G is lower alkylene, or is phenylene, which can be substituted by lower alkyl, lower alkoxy, halogen, sulfo, carboxy and/or nitro, or the grouping --N(R.sup.1)--G--N(R.sup.2)-- forms the bivalent radical of a saturated heterocyclic ring, W is halogen, lower alkoxy, aryloxy, sulfo, phenylsulfonyl, lower alkylsulfonyl or an optionally substituted amino group, or is a radical of the formula --N(R.sup.3)--A--(Y--Z).sub.m, where R.sup.3, A, Y, Z and m have the meaning given below, A is an aromatic carbocyclic or aromatic heterocyclic radical or an alkylene radical, which can be interrupted by 1 or 2 hetero groups, or is an alkylenephenylene radical or the bivalent radical of a saturated heterocyclic ring containing two N atoms, Y, in the case where A is an aromatic radical, is a direct bond or a carbamoyl-alkylene group or a methylene, ethylene, methylamino or .beta.-cyanoethyl-amino group, or Y is lower alkylene, and in this case A necessarily is a direct bond and m is 2, Z is a fiber-reactive group of the vinylsulfone series, m is the number 1 or 2 and R.sup.3 is hydrogen or lower alkyl.
Abstract:
Compounds according to the general formula ##STR1## in which: D is phenyl, optionally substituted by sulfo, carboxy, alkyl, alkoxy, alkanoylamino and/or chlorine, at least by sulfo or carboxy, or is a sulfosubstituted naphthyl;E is 1,4-phenylene, substituted by alkyl, alkoxy, alkanoylamino, ureido and/or chlorine, or is 1,4-naphthylene optionally substituted by sulfo;K is 1,4-phenylene, substituted by alkyl, alkoxy, alkanoylamino, ureido and/or chlorine, or is a 1,4-naphthylene optionally substituted by sulfo;A is a direct bond or is methylene or is a bivalent amino, alkylamino or (.beta.-cyanoethyl)-amino group;Y is vinyl or .beta.-chloroethyl.These compounds are fiber-reactive and have dyestuff properties and dye hydroxy--and/or carboxamido-containing material, in particular fiber material such as wool and, in particular cellulose, in strong color-fast shades.
Abstract:
Disazo compounds conforming to the general formula (1) below and suitable for use as fiber-reactive dyes for the dyeing of carboxamido-containing and/or hydroxy-containing materials such as wool and, in particular, cellulose fiber materials, in navy hues having good fastness properties ##STR1## in which M is a hydrogen atom or an alkali metal or alkaline earth metal,D.sup.1 is a phenyl radical which can be substituted by substituents from the group consisting of chlorine, bromine, sulfo, alkyl and alkoxy and additionally by a vinylsulfonyl or .beta.-sulfatoethylsulfonyl group or by a group of the general formula (3) ##STR2## where X is a vinyl or .beta.-sulfatoethyl group; D.sup.2 is a radical of the general formula (4) ##STR3## in which M and X have one of the abovementioned meanings and the amino group --NH-- is bound to the benzene ring in the para-position with respect to the sulfo group --SO.sub.3 M or in the paara-position with respect to the free bond.
Abstract translation:符合下述通式(1)的双偶氮化合物适合用作染料含羧酰氨基和/或含羟基材料如羊毛,特别是纤维素纤维材料的纤维活性染料, (1)其中M为氢原子或碱金属或碱土金属,D1为可由氯,溴,磺基,烷基和烷氧基中的取代基取代的苯基 另外通过乙烯基磺酰基或β-磺酰基乙基磺酰基或通式(3)的基团,其中X是乙烯基或β-磺基乙基; D 2是通式(4)的基团,其中M和X具有上述含义之一,氨基-NH-与对位中的苯环相对于 磺基-SO 3 M或相对于游离键的paara位置。