Patent GB-985605-A (GB)
Title: Reactive dyestuff compositions
Inventor: STEAD CECIL VIVIAN
IPC: D06P1/66
Filed: 1962-02-26
Abstract: The invention comprises mixtures of dyes of formula (a) <FORM:0985605/C4-C5/1> and (b) <FORM:0985605/C4-C5/2> wherein D is a dye radical of the azo, anthraquinone or phthalocyanine series, Y is a hydrogen atom or a C1-C6 alkyl radical, X is a chlorine or bromine atom, Z is a 6-membered heterocyclic ring comprising only carbon and nitrogen atoms in the ring and linked to -NY-, X and <FORM:0985605/C4-C5/3> by ring carbon atoms, n is 1 or 2, R1 and R2 are methyl radicals and R3 is a substituted or unsubstituted aliphatic radical, or at least two of R1, R2 and R3 are joined or fused together to form with the nitrogen atom Na 5- or 6-membered heterocyclic ring or rings so that the nitrogen atom is linked to carbon atoms present in the said heterocyclic ring or rings through either single bonds or a single bond and a double bond.  Specified values of Z are pyridazine, pyridazone, pyridine and preferably pyrimidine and triazine rings.  Specified values of R1, R2 and R3 when they are joined to form a ring with N include pyrolidine, pyrroline, piperidine, morpholine, piperazine, pyrrole, pyrrolizidine, 1 - azabicyclo - (2 : 2 : 1) - heptane, quinuclidine, 1 - azabicyclo - (3 : 2 : 1)-octane, 1 - azobicyclo - (3 : 2 : 2) - nonane, 1 - isogranatanine, conidine, 1,5 - diazabicyclo-(3 : 3 : 1) - nonane, julolidine, hexahydrojulolidine and lilodine and preferably 1,4-diaza - bicyclo - (2 : 2 : 2) -octane.  The mixtures preferably contain a major proportion of dye (a) and are prepared by grinding the dyes together or by co-precipatiting them from aqueous or aqueous acetone solution by adding sodium chloride.  The dye mixtures may be used to colour nitrogenous fibres but are preferably used to colour cellulose fibres in the presence of an acid-binding agent. In examples, the preparation of dyestuff mixtures containing monoazo, disazo, metallized azo, anthraquinone and phthalocyanine dyes is described.  Specifications 209,723, 298,494, 467,815, 508,609, 772,030, 774,925, 775,308, 780,591, 781,930, 784,221, 785,120, 785,222, 802,935, 803,473, 805,562, 822,047, 822,948, 825,377, 826,405, 828,353, 829,042, 832,400, 833,396, 834,304, 836,248, 836,647, 837,035, 837,124, 837,953, 837,985, 837,990, 838,307, 838,311, 838,338, 838,340, 838,341, 838,342, 838,343, 838,344, 838,345, 838,728, 843,985, 844,869, 846,765, 846,949, 850,599, 854,432, 859,198, 859,989, 859,990, 863,758, 864,080, 867,571, 869,279, 872,249, 874,544, 876,092, 876,632, 876,923, 877,178, 877,249, 877,859, 878,527, 878,726, 882,890, 883,550, 887,867, 888,960, 889,833, 895,448, 896,785, 901,434, 902,618, 902,726, 903,631, 904,581, 905,581, 905,521, 905,581, 906,552, 906,601, 927,772 and 937,182 are referred to.ALSO:The invention comprises reactive dye compositions containing a dye of formula <FORM:0985605/D1-D2/1> and a colourless or substantially colourless compound of formula <FORM:0985605/D1-D2/2> wherein D is an azo, anthraquinone or phthalocyanine dye radical, Y is a hydrogen atom or a C1-C6 alkyl radical, X is a chlorine or bromine atom, Z is a 6-membered heterocyclic ring having only carbon and nitrogen atoms in the ring and linked to NY, X and <FORM:0985605/D1-D2/3> by ring carbon atoms, n is 1 or 2, R1 and R2 are methyl radicals and R3 is a substituted or unsubstituted aliphatic radical, or at least two of R1, R2 and R3 are joined or fused together to form with the nitrogen atom a 5 or 6 membered heterocyclic ring or rings so that the nitrogenation is linked to carbon atoms present in the said heterocyclic ring or rings through either single bonds or a single bond and a double bond.  Specified values of Z are pyridazine, pyridazone, pyridine and preferably pyrimidine and triazine rings. Specified values of R1, R2 and R3 when they are joined to form a ring with N are pyrrolidine, pyrroline, piperidine, morpholine, piperazine, pyrrole, pyrrolizidine 1-azabicyclo-(2:2:1)-heptane, quinuclidine, 1-azabicyclo-(3:2:1)-octane, 1-azabicyclo-(3:2:2)-nonane, 1-isogranatanine, conidine, 1, 5-diazabicyclo-(3:3:1)-nonane, julolidine, hexahydrojulolidine and lilolidine and preferably 1, 4-diazabicyclo-(2:2:2)-octane.  The mixtures preferably contain a major proportion of the dye and are prepared by grinding the components together or by co-precipitation from aqueous or aqueous acetone solution by adding sodium chloride. The compositions may be used to colour nitrogenous fibres but are preferably used to colour cellulose fibres in the presence of an acid-binding agent. The dyeings obtained are stronger tinctorially than those obtained with the dyestuff alone.  In Example (7) the trisodium salt of 2-chloro-4-[71-(o-sulphophenylazo) -81-hydroxy-31:61-disulphonaphth-11 -ylamino]-6-anilino-1, 3, 5-triazine and 4-(41, 51, 61-trichloropyrimid-21-y1)-1-azo-4-azoniabicyclo. (2:2:2)-octane chlorideare ground together and applied in a printing paste containing sodium carbonate to a cellulose textile to give a red print.  Mixtures containing other heterocyclic compounds are specified in Examples 8-15.  Specifications 209,723, 298,494, 467,815, 503,609, 772,030, 774,925, 775,308, 780,591, 781,930, 784,221, 785,222, 802,935, 803,473, 805,562, 822,047, 822,948, 825,377, 826,405, 828,353, 829,042, 832,400, 833,396, 834,304, 836,248, 836,647, 837,035, 837,124, 837,953, 837,985, 837,990, 838,307, 838,311, 838,338, 838,340, 838,341, 838,342, 838,343, 838,344, 838,345, 838,728, 843,985, 844,869, 846,765, 846,949, 850,599, 854,432, 859,198, 859,989, 859,990, 863,758, 864,080, 867,571, 869,279, 872,249, 874,544, 876,092, 876,632, 876,923, 877,178, 877,249, 877,859, 878,527, 878,726, 882,890, 883,550, 887,867, 888,960, 889,833, 895,448, 896,785, 901,434, 902,618, 902,126, 903,631, 904,581, 905,521, 905,581, 906,552, 906,601, 927,772 and 937,182 are referred to.