Verfahren zur Herstellung von wasserloeslichen Disazofarbstoffen und ihren Metallkomplexverbindungen

摘要

The invention comprises water-soluble disazo dyestuffs of the general formula and complex metal compounds thereof, wherein Ar1 represents a benzene or naphthalene radical containing at least one sulphonic acid group, Ar2 and Ar3 are the same or different radicals of the benzene or naphthalene series, R is an H atom or an alkyl radical, R2 is an H atom or an alkyl group, R3 is an H, OH, COOH or alkoxy group, X is an -SO2- or -CO- radical, Z is a b -halogenoethyl group, a b -hydroxyethyl group esterified with a polybasic inorganic acid or a vinyl group, n is 1 or 2 and m and m1 are each 1 or 2, the sum of m + m1 being at least 3, and in which the groups R3 in Ar2 and Ar3 and -OH in Ar1 are in orthopositions to the azo linkages. They may be obtained by coupling simultaneously or successively 2 mols. of the same or different aromatic diazo compounds of which at least one contains at least one group of the formula or wherein Y is a halogen atom, the radical of a polybasic inorganic acid or an -OH group, with coupling components of the general formula wherein Ar represents a benzene or naphthalene radical containing at least one -SO3H group, R1 represents an H atom or an acyl group and, when using coupling components in which R1 is an acyl group, the second mole of diazo compound is not coupled until the acyl radical has been split off by saponification, whereupon, in the disazo dyes obtained which contain a hydroxyl group in Formula (1), the hydroxy group is treated with polybasic inorganic acids, their monoamides or monochlorides to esterify the alcoholic OH group; and, if desired, the dyestuffs are treated obtained with agents yielding metal. Monoazo dyes may be metallized, coupled to form disazo dyes and which may then be treated with another agent yielding metal to give disazo dyes containing different complex-bound metals. A second hydroxy group which is in o1-position to an o-hydroxyazo group may be introduced by oxydative coppering. Examples are given for the production of the dyes. The dyes are useful for dyeing or printing natural or regenerated cellulosic materials, wool, silk, or polyamide fibres.ALSO:1 - Hydroxy - 8 - acetoacetylamino - naphthalene -3:6-disulphonic acid is prepared by neutralizing 1 - hydroxy - 8 - aminonaphthalene-3:6-disulphonic acid with anhydrous sodium carbonate, and then adding diketene until a free amino group can no longer be detected. The compound is useful as a coupling component in the preparation of dyestuffs (see Division C4).