Metal-complex azo dyestuffs containing a 5-substituted-2,3-dihydroxypyridine as coupling component

Abstract

Abstract Heavy metal complexes of azo compounds of the formula WHERE D is the residue of a heterocyclic diazo component and is selected from pyridyl; benzthiazolyl that is unsubstituted or substituted by chloro, nitro or methoxy; indazolyl that is unsubstituted or substituted by chloro, methoxy or nitro; triazolyl; carboxytriazolyl; 4-phenyl-5-methyl-pyrazolyl; 1phenyl-2,3-dimethylpyrazolyl-5-one; benztriazolyl; benzimidazolyl; thiazolyl; methylthiazolyl; thiadiazolyl that is unsubstituted or substituted by phenyl, pyridyl, acetylamino, phenylsulphonyl, chloro, carbomethoxy, methylthio, ethylthio, phenylthio, cyclohexylthio, methylsulphonyl or methyl; quinolyl that is unsubstituted or substituted by sulfo, chloro, bromo, acetylamino, methyl, sulfophenylazo, or sulfophenylazo containing a fibre-reactive acylamino group, where acyl is selected from chloroacetyl, bromoacetyl, Beta chloropropyionyl, Beta -bromopropionyl, Alpha , Beta dichloropropionyl, Alpha , Beta -dibromopropionyl, chloromaleyl, acrylyl, Beta -chloroacrylyl, Beta bromoacrylyl, Alpha -chloroacrylyl, Alpha -bromoacrylyl, Alpha , Beta -dichloroacrylyl, Alpha , Beta -dibromoacrylyl, trichloroacrylyl, chlorocrotonyl and propiolyl; or benzisothiazolyl that is unsubstituted or substituted by methyl, ethyl, methoxy, chloro, bromo, cyano, nitro, Nmethylsulfonamido, N,N-dimethylsulfonamido or methylsulfonyl; or D is phenyl or naphthyl that contains an OH, NH2 or COOH group in the position orthho-to the azo bond, said phenyl or naphthyl being further unsubstituted or substituted by chloro, bromo, nitro, cyano, lower alkyl, lower alkoxy, lower alkylsulphonyl, sulfonic acid, carboxylic acid, sulphonamide, N-lower alkylsulphonamide, N-lower hydroxyalkyl-sulphonamide, N,Ndiethylsulphonamide, N,N-di( Beta -hydroxyethyl)-sulphonamide, phenylazo, naphthylazo, formylamino, acetylamino, benzoylamino, benzenesulphonamide, p-toluenesulphonylamino, methanesulphonylamino, carboxymethoxyamino, carboethoxyamino, dimethylaminosulphonylamino or isopropoxyamino, X is hydroxy, alkoxy of 1 to 4 carbon atoms, phenoxy, naphthoxy, Beta -hydroxyethylamino, gamma -methoxy-n-propylamino, isopropoxy-n-propylamino, N,N-diethylethylenediamine, cyclohexylamino, piperidyl, morpholyl, phenylamino, carboxyphenylamino, sulfonaphthylaminno, mercapto, methylthio, Beta -hydroxyethylthio, phenylthio, carboxyphenylthio, naphthylthio, thiazolylthio, methylsulphonyl, phenylsulphonyl, methyl-phenylsulphonyl, sulfo or fibre-reactive acrylaminno where acyl is selected from the group consisting of chloroacetyl, bromoacetyl, Beta -chloropropionyl, Beta bromopropionyl, Alpha , Beta -dichloropropionyl, Alpha , Beta -dibromopropionyl, chloromaleyl, acrylyl, Beta -chloroacrylyl, Beta -bromoacrylyl, Alpha -chloroacrylyl, Alpha bromoacrylyl, Alpha , Beta -dichloroacrylyl, Alpha , Beta dibromoacrylyl, trichloroacrylyl, chlorocrotonyl and propiolyl ARE USEFUL TO DYE SUCH FIBERS AS WOOL AND NYLON IN SHADES OF GREEN AND BLUE THAT ARE FAST TO ACID, ALKALI, LIGHT AND RUBBING.

Inventors

• 👤 Gerhard Back
• 👤 Alfred Fasciati

Bibliographic Details