Abstract:
Novel water-soluble, reactive xanthene dystuffs of the
IN WHICH R1 and R2, being identical or different, each represent hydrogen, chlorine, bromine, lower alkyl or lower alkoxy, X represents oxygen, sulfur or
AND M REPRESENTS A NUMBER FROM 1 TO 3, SAID DYSTUFFS BEING HIGHLY SUITABLE FOR THE DYEING OR PRINTING OF LEATHER, WOOL, SILK, POLYAMIDE OR POLYURETHANE FIBRES, ESPECIALLY OF CELLULOSE FIBRES, THE DYEINGS OR PRINTS OBTAINED ON CELLULOSE FIBRES WITH THE SAID DYESTUFFS BEING IN PART DISTINGUISHED BY HIGH BRILLIANCY AND GOOD FASTNESS PROPERTIES, PARTICULARLY BY GOOD FASTNESS TO WET PROCESSING.
Abstract:
of the disclosure: A process for the preparation of xanthene dyestuffs of the general formula , (in which R1 and R2 are identical or different, each representing an optionally substituted aliphatic or optionally substituted araliphatic or cycloaliphatic radical, or R1 represents also a hydrogen atom or a carbocyclic aromatic or heterocyclic radical, or R1 and R2 together with the N-atom form a heterocyclic radical optionally containing further hetero-atoms, the benzene nucleus A may optionally contain substituents, and m stands for the integer 1,2, 3, 4 or zero) had been found wherein the inner salt of a 3,6-dihalogeno-9-(2'-sulfophenyl)-xanthene-9-ol of the formula (in which X stands for a halogen atom and A has the abovementioned meaning) is reacted with a primary or secondary amine of the formula , (in which R1 and R2 have the meanings specified as above) in a polar solvent which is free from acid groups; to obtain the sulfo compounds, the product is subsequently sulfonated. The improvement in this process is to carry out the reaction of the xanthenol with the amine in stoichiometrical amounts and in the presence of an inorganic acidbinding agent and/or an acid-binding tertiary aliphatic or cycloaliphatic amine, of pyridine or of a pyridine derivative. The novel process has the advantage of yielding dyestuffs of high quality with a strong color intensity and brilliancy, a high fastness to light and a uniform dyeing behaviour. Furthermore, the dyestuffs are obtained in very good yields avoiding the high charge of the waste water of present processes of the dyestuff itself or its starting components used in excess.
Abstract:
1. Water-soluble monoazo compounds of the general Formula (1) see diagramm : EP0073406,P17,F1 in which D is a phenyl or naphthyl radical, either of which is substituted and mandatorily contains at least one group which imparts solubility in water, one of the substituents can also contain, or be, a group of the formula -SO2 -Z, in which Z represents the beta-hydroxyethyl group or a group Y of the meaning indicated below, M is a hydrogen atom or the equivalent of a monovalent, divalent or trivalent metal, R is the methyl group, a carboxy group or a carbalkoxy group of 1 to 4 C atoms in the alkyl radical, R**1 is a hydrogen atom or an alkyl group of 1 to 4 C atoms, R**2 is a hydrogen atom, an alkyl group of 1 to 4 C atoms, an alkoxy group of 1 to 4 C atoms or a chlorine atom, R**3 is hydrogen atom, an alkyl group of 1 to 4 C atoms or an alkoxy group of 1 to 4 C atoms, the formula moieties R**1 , R**2 , R**3 and R can be identical to or different from one another, Y is the vinyl group, or an ethyl group which contains, in the beta-position, a radical which can be eliminated as an anion under alkaline conditions, Hal is a chlorine or fluorine atom.
Abstract:
1. Water-soluble monoazo compounds of the general Formula (1) see diagramm : EP0073406,P17,F1 in which D is a phenyl or naphthyl radical, either of which is substituted and mandatorily contains at least one group which imparts solubility in water, one of the substituents can also contain, or be, a group of the formula -SO2 -Z, in which Z represents the beta-hydroxyethyl group or a group Y of the meaning indicated below, M is a hydrogen atom or the equivalent of a monovalent, divalent or trivalent metal, R is the methyl group, a carboxy group or a carbalkoxy group of 1 to 4 C atoms in the alkyl radical, R**1 is a hydrogen atom or an alkyl group of 1 to 4 C atoms, R**2 is a hydrogen atom, an alkyl group of 1 to 4 C atoms, an alkoxy group of 1 to 4 C atoms or a chlorine atom, R**3 is hydrogen atom, an alkyl group of 1 to 4 C atoms or an alkoxy group of 1 to 4 C atoms, the formula moieties R**1 , R**2 , R**3 and R can be identical to or different from one another, Y is the vinyl group, or an ethyl group which contains, in the beta-position, a radical which can be eliminated as an anion under alkaline conditions, Hal is a chlorine or fluorine atom.
Abstract:
A process for the preparation of 3-(acyl)amino-4-alkoxy-phenyl- beta -hydroxyethyl-sulfone (sulfates) of the formula (1) (1) in which R1 is alkyl having 1-4 carbon atoms and R2 is hydrogen or one of the groupings +TR with the proviso that n=1 if R2=H and n=0 if R2=acyl, by converting 2-alkoxyacylanilines of the formula (2) (2) in which R1 and R2 have the meanings given, in a known manner to the corresponding sulfochlorides substituted in the p-position relative to the alkoxy group, reducing the sulfochlorides with an alkali metal sulfite or ammonium sulfite in an aqueous medium at pH 7.0-8.5 and at -5 to +40 DEG C. to give the corresponding sulfinates, alkoxylating the latter with ethylene oxide in an aqueous medium at pH 6.0-8.5 and 40 DEG -80 DEG C. to give the 3-acylamino-4-alkoxyphenyl- beta -hydroxyethyl-sulfones of the formula (1) (with R2=acyl and n=0) and, if appropriate, esterifying the latter, with deacylation, with concentrated sulfuric acid at 70 DEG -150 DEG C. to give the compounds of the said formula (1) (with R2H and n=1).