Organic compounds -- part of the class 532-570 series – Organic compounds – Azo
Patent
1999-03-08
2000-03-28
Powers, Fiona T.
Organic compounds -- part of the class 532-570 series
Organic compounds
Azo
534743, 534754, 534806, 534582, 534DIG1, 8437, 8641, C09B 3560, C09B 3562, C09B 6722, D06P 332
Patent
active
060433493
DESCRIPTION:
BRIEF SUMMARY
The invention relates to defined tetrakisazo dyes and mixtures thereof with defined trisazo dyes, their production and their use, especially for the dyeing of leather.
In U.S. Pat. No. 4,479,906 there are described trisazo dyes of the formula ##STR1## in which A.sub.0 is the radical of an aromatic-carbocyclic diazo component, and/or amino groups, ##STR2## T.sub.0 is hydrogen, methyl, ethyl, benzyl, .beta.-hydroxyethyl, .beta.-hydroxypropyl, .beta.-cyanoethyl, .beta.-carboxyethyl or .beta.-carbalkoxyethyl of a total of two to five carbon atoms, carboxyl and hydroxysulphonyl, carboxyl or alkoxycarbonyl, the above formula n is 2, the two sulpho groups are in the positions meta to each X.sub.0 (as corresponds to H-acid), Z.sub.0 is a radical of formula (2), A.sub.0 is the radical of an aminoazobenzene diazocomponent and B.sub.0 is the radical of certain aminobenzene coupling components. These dyes are described also for the dyeing of leather in green to black shades.
It has now been found that tetrakisazo dyes of the below indicated structure of formula (I) are particularly valuable anionic dyes for obtaining dyeings of intensive dark shades, in particular for the penetration dyeing of leather in dark shades of high fastnesses, especially when combined with the below defined trisazo dyes of formula (X).
The invention relates to the defined dyes and dye mixtures, their production and their use.
The invention, thus, provides a tetrakisazo dye of formula ##STR3## wherein one of the two symbols X and Y signifies --OH and the other signifies --NH.sub.2, group --SO.sub.2 --,
Formula (I) comprises in particular the following formulae ##STR4##
Thus, the invention provides in particular a dye of formula (Ia), (Ib) or (Ic) or a mixture of two or more thereof.
A particular further feature of the invention is represented by a mixture of at least one dye of the above formula (I) and at least one trisazo dye of formula ##STR5## in which B.sub.1, D, Q.sub.1, Q.sub.2 and M have the significances indicated above for formula (I).
The dyes of the invention may be produced by means of diazotization and coupling reactions, in order to form the azo groups, in a manner conventional per se. In particular, a process for the production of the tetrakisazo dyes of the invention is characterized in that for the production of a dye of formula (Ia) the bisdiazocompound of a diamine of formula ##STR6## is coupled at one side to the 3-position of a bis-coupling component of formula ##STR7## the obtained azodiazocompound is either first coupled to a coupling component H--B.sub.1, to give an intermediate of formula ##STR8## and the diazocompound of an amine of formula azodiazocompound is first coupled in the 6-position with the diazocompound of an amine of formula (V) and then coupled to a coupling component H--B.sub.1, for the production of a dye of formula (Ib) the bisdiazocompound of a diamine of formula (II) is coupled at one side to the 3-position of a bis-coupling component of formula (III) and the obtained azodiazocompound is either first coupled to a coupling component H--B.sub.1, to give an intermediate of formula (IV), and then the bisdiazocompound of a diamine of formula (IV) and the obtained trisazodiazocompound is coupled to a coupling component H--B.sub.2, or the azodiazocompound is first coupled in the 6-position with the bisdiazocompound of a diamine of formula (VI) and then the obtained disazobisdiazocompound is coupled to coupling components H--B.sub.1, and H--B.sub.2 or for the production of a dye of formula (Ic) the bisdiazocompound of a diamine of formula (VI) is coupled at one side to the 3-position of a bis-coupling component of formula (III) and the obtained azodiazocompound is either first coupled to a coupling component H--B.sub.2 to give an intermediate of formula ##STR9## and then the bisdiazocompound of a diamine of formula (II) is coupled at one side to the 6-position of the intermediate of formula (VII) and the obtained trisazodiazocompound is coupled to a coupling component H--B.sub.1, or it is first coupled in t
REFERENCES:
patent: 4479906 (1984-10-01), Zeidler et al.
patent: 4784668 (1988-11-01), Breitschaft et al.
patent: 4816034 (1989-03-01), Bhatt et al.
Clariant Finance (BVI) Limited
Hanf Scott E.
Powers Fiona T.
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