Bleaching and dyeing; fluid treatment and chemical modification – Reactive dye composition – process – or product – Alkylene sulfato – halotriazine – halodiazine,...
Reexamination Certificate
1997-09-25
2001-01-09
Einsmann, Margaret (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Reactive dye composition, process, or product
Alkylene sulfato, halotriazine, halodiazine,...
C008S641000, C008S685000, C008S543000, C008S918000
Reexamination Certificate
active
06171348
ABSTRACT:
DESCRIPTION
Blue-dyeing mixtures of fiber-reactive dyestuffs and their use for dyeing fiber material containing hydroxy and/or carboxamide groups
The invention relates to the technical field of fiber-reactive dyestuffs.
In efforts to extend or supplement dyestuff ranges by modern reactive dyestuffs, limits which cannot be overcome or can be overcome only inadequately by an individual dyestuff component are encountered in many respects. To obtain certain color hues, trichromatic dyeing is used. Needless to say, there are often difficulties when dark blue reactive dyestuffs are employed, since the dyestuffs either have too high an affinity for the fiber and are exhausted too rapidly, or, in the case of copper complex formazan dyestuffs, for example, they do not have an adequate extraction from the liquor. Although blue-dyeing dyestuff mixtures that contain a copper formazan dyestuff have already been described in European Patent Application Publication No. 0 730 010 and Japanese Patent Application Publication No. Hei-7-278461, there was still the problem of discovering suitable blue-dyeing reactive dyestuffs which have balanced properties in their affinity for the fiber and in their exhaustion properties.
Mixtures of dyestuffs, corresponding to the formulae (1), (2) and (3) shown and defined below, which achieve this object have now been found with the present invention.
The present invention relates to dyestuff mixtures which comprise (contain) one or more, such as two or three, copper formazan dyestuffs of the formula (1), one or more, such as two, three or four, disazo dyestuffs of the formula (2) and one or two monoazo dyestuffs of the formula (3).
In these formulae:
M is hydrogen or an alkali metal, such as lithium, sodium and potassium;
m is the number zero or 1 (where, in the case where m is zero, this group is hydrogen);
Y is vinyl, &bgr;-chloroethyl, &bgr;-thiosulfatoethyl or &bgr;-sulfatoethyl, preferably vinyl, and in particular &bgr;-sulfatoethyl;
R is hydrogen, alkyl having 1 to 4 carbon atoms, such as methyl or ethyl, sulfo, carboxy or chlorine, preferably hydrogen or sulfo;
X is carbonyloxy of the formula —CO—O— or oxy of the formula —O— or the group —SO
3
(−)
, preferably carbonyloxy;
A is a radical of the formula (a), (b) or (c)
in which
R
0
is hydrogen or chlorine,
R
5
is hydrogen or, preferably, alkyl having 1 to 4 carbon atoms, such as methyl and ethyl, or, particularly preferably, phenyl, which can be substituted, such as, for example, by 1 or 2 substitutents from the group consisting of sulfo, alkyl having 1 to 4 carbon atoms, such as ethyl and, in particular, methyl, alkoxy having 1 to 4 carbon atoms, such as ethoxy and, in particular, methoxy, carboxy and halogen, such as chlorine, and of these preferably sulfo,
R
6
is hydrogen, alkyl having 1 to 4 carbon atoms, such as methyl, ethyl and n-propyl, or preferably a group of the formula —(CH
2
)
n
—SO
2
—Y in which Y has one of the abovementioned meanings and n is the number 2 or 3, or furthermore is preferably a group of the formula —(CH
2
)
n
-phenylene-SO
2
—Y where Y and n have the abovementioned meaning, or furthermore is preferably a group of the formula —(CH
2
)
p
—B—(CH
2
)
q
—SO
2
—Y, in which p and q, both independently of one another, are the number 2, 3 or 4, preferably 2, B is a radical of the formula —O— or —NH— and Y has one of the abovementioned meanings, and
R
7
is a group of the formula —(CH
2
)
n
—SO
2
—Y , in which Y has one of the abovementioned meanings and n is the number 2 or 3, preferably 2, or is a group of the formula —(CH
2
)
n
-phenylene-SO
2
—Y , where Y and n have the abovementioned meaning;
R
1
is hydrogen, methyl, ethyl, methoxy or ethoxy, preferably methoxy and hydrogen, and in particular hydrogen;
R
2
is hydrogen, methyl, ethyl, methoxy or ethoxy, preferably hydrogen;
R
3
is hydrogen, methyl, ethyl, methoxy or ethoxy, preferably methoxy and hydrogen, and in particular hydrogen; and
R
4
is hydrogen, methyl, ethyl, methoxy or ethoxy, preferably hydrogen.
The individual formula members in the formulae (1), (2) and (3) can also have the same meaning as one another in the context of their definition.
A sulfo group is a group of the formula —SO
3
M, a carboxy group is a group of the formula —COOM, a sulfato group is a group of the formula —OSO
3
M and a thiosulfato group is a group of the formula —S—SO
3
M, in each case where M has the abovementioned meaning.
The dyestuffs of the formulae (1), (2) and (3) are known, for example, from German Patents Nos. 960 534 and 965 902, U.S. Pat. Nos. 4,257,770, 4,515,598, 4,649,193 and 5,278,292, the European Patent Application Publications Nos. 0 135 040 and 0 527 164, and German Offenlegungsschrift No. 1 904 112, or can be prepared by procedures analogous to those described therein.
In the formulae (2) and (3), the group Y—SO
2
— is preferably bonded in the meta- or para-position relative to the azo groups on the benzene radical. In formula (1) the one group MO
3
S— is preferably bonded in the para-positions relative to the group X or the N atom of the formazan heterocyclic radical.
In general, the dyestuffs of the formulae (1), (2) and (3) are present in the mixture according to the invention in a molar mixing ratio of 20:100:0.5 to 70:40:4, preferably in a molar mixing ratio of 35:80:2 to 55:55.5 1.
Radicals of diazo components of the formulae (2) and (3) are, for example, 3-(&bgr;-sulfatoethylsulfonyl)phenyl, 4-(&bgr;-sulfatoethylsulfonyl)-phenyl, 2-methyl-5-methoxy-4-(&bgr;-sulfatoethylsulfonyl)phenyl, 2-methoxy-5-(&bgr;-sulfatoethylsulfonyl)phenyl and 2,5-dimethoxy-4-(&bgr;-sulfatoethylsulfonyl)phenyl and the vinylsulfonyl, &bgr;-chloroethylsulfonyl and &bgr;-thiosulfatoethylsulfonyl derivatives thereof, preferably 2-methoxy-5-(&bgr;-sulfatoethylsulfonyl)phenyl and 2,5-dimethoxy-4-(&bgr;-sulfatoethylsulfonyl)phenyl and in particular 3-(&bgr;-sulfatoethylsulfonyl)-phenyl and 4-(&bgr;-sulfatoethylsulfonyl)phenyl.
The dyestuffs of the formulae (1), (2) and (3) can have different fiber-reactive groups —SO
2
—Y within the meaning of Y, in particular if the chromophore is the same. The dyestuff mixtures can comprise, in particular, dyestuffs of the same chromophore in which the fiber-reactive groups —SO
2
—Y on the one hand are vinylsulfonyl groups and on the other hand are &bgr;-chloroethylsulfonyl or &bgr;-thiosulfatoethylsulfonyl or, preferably, &bgr;-sulfatoethylsulfonyl groups. If such a dyestuff component is present in the dyestuff mixtures in the form of a vinylsulfonyl dyestuff, the proportion of the particular vinylsulfonyl dyestuff with respect to the particular &bgr;-chloro or &bgr;-thiosulfato- or &bgr;-sulfatoethylsulfonyl dyestuff is preferably up to about 20 mol %, based on the particular dyestuff chromophore. Those dyestuff mixtures in which the proportion of vinylsulfonyl dyestuffs with respect to the &bgr;-sulfatoethylsulfonyl dyestuffs is in a molar ratio of between 2:98 and 10:90 are preferred here.
The dyestuff mixtures according to the invention can be present as a preparation in solid or liquid (dissolved) form. In general, they comprise the electrolyte salts customary in the case of water-soluble and, in particular, fiber-reactive dyestuffs, such as sodium chloride, potassium chloride and sodium sulfate, and can furthermore comprise the auxiliaries customary in commercial dyestuffs, such as buffer substances which are capable of establishing a pH in aqueous solution of between 3 and 7, such as sodium acetate, sodium borate, sodium bicarbonate, sodium dihydrogen phosphate and disodium hydrogen phosphate, and, if present in solid form, small amounts of siccatives or agents which improve the solubility, such as the known naphthalenesulfonic acid-formaldehyde condensation products, and in liquid form, such as in aqueous solution (including the content of thickeners such as are customary in printing pastes), substances which ensure the stability of these preparations, such as, for example, mold-preventing agents.
The dyestuff mixtures according to the invention are in general in the form of dyestuff
Grobel Bengt-Thomas
Negri Daniele
Russ Werner Hubert
von der Eltz Andreas
Connolly Bove & Lodge & Hutz LLP
DyStar Textilfarben GmbH
Einsmann Margaret
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