Bleaching and dyeing; fluid treatment and chemical modification – Reactive dye composition – process – or product – Alkylene sulfato – halotriazine – halodiazine,...
Reexamination Certificate
2001-12-19
2003-09-23
Einsmann, Margaret (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Reactive dye composition, process, or product
Alkylene sulfato, halotriazine, halodiazine,...
C008S641000, C008S918000, C008S924000
Reexamination Certificate
active
06623534
ABSTRACT:
The present invention relates to the field of fiber-reactive dyes.
Black-dyeing mixtures of fiber-reactive dyes are known from U.S. Pat. Nos. 5,445,654 and 5,611,821 as well as from Korean Patent Application Publication No. 94-2560. Deep black dye mixtures are known, for example, from Japanese Patent Application Publication Sho-58-160 362 which are based on a navy-blue disazo dye and an orange monoazo dye. However these dye mixtures have some deficiencies.
With the present invention, deep black-dyeing dye mixtures of improved properties, for example wash fastnesses have unexpectedly been found, comprising a disazo dye conforming to the general formula (1),
and one or more disazo dyes conforming to the general formula (2),
wherein:
M is hydrogen or an alkali metal, such as lithium, sodium and potassium;
n is in each case independently 0 or 1;
R
1
is hydrogen, methyl, methoxy, sulfo, cyano, or chloro preferably hydrogen;
R
2
, R
3
, R
4
, R
5
, R
6
have one of the meanings of R
1
;
R
11
is hydrogen or alkyl or phenyl, which may be mono- or di-substituted by an alkyl, alkoxy, ester, ureido, carboxamido, hydroxy, chloro, cyano or sulfo group;
L
1
is a fiber-reactive group of the formulae (5a-d):
wherein:
R
12
has one of the meanings of R
11
;
Y is in each instance, independently of one another, vinyl or is ethyl which is substituted in the &bgr;-position by a substituent which can be eliminated by the action of an alkali, forming the vinyl group, such as chlorine, thiosulfato, sulfato, alkanoyloxy of 2 to 5 carbon atoms, such as acetyloxy, phosphato, sulfobenzoyloxy and p-toluylsulfonyloxy, and is preferably vinyl, &bgr;-chloroethyl, &bgr;-thiosulfatoethyl or &bgr;-sulfatoethyl and is in particular preferably vinyl or &bgr;-sulfatoethyl;
*—denotes the bond to the aromatic ring;
X denotes chloro or fluoro and
Z has one of the meanings of X or is hydrogen or cyano;
Q is chloro, fluoro, cyanamido, hydroxy, alkoxy of 1 to 4 carbon atoms, pyridino, carboxypyridino, carbamoylpyridino a group of the general formula W or is a group of the general formulae (6a) or (6b),
in which
R
13
is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, sulfoalkyl of 1 to 4 carbon atoms, phenyl unsubstituted or substituted by 1 to 2 substituents selected from the group of substituents consisting of chlorine, bromine, methyl, ethyl, methoxy, sulfo, acetamido, ureido and carboxy;
R
14
has one of the meanings given for R
13
;
R
15
has one of the meanings given for R
13
, or
R
13
and R
14
form a cyclic ringsystem of the general formulae (6c) or (6d)
wherein
R° is a heterogroup such as O, S, SO
2
or NR
12
or is a methylene group;
G is arylene, C1-C6-alkylene or alkylene-arylene, each unsubstituted or substituted, wherein the alkylene moieties being preferably those of 1 to 6 carbon atoms, preferably of 1 to 4 carbon atoms, in particular of 1 to 3 carbon atoms, such as methylene, ethylene and n-propylene, or being preferably of 2 to 6 carbon atoms, if interrupted by a hetero group, such as O, S, NH, SO
2
, CO, CO—NH, NH—CO, arylene being phenylene or naphthylene, the substituents of phenylene being preferably 1 or 2 substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, such as methyl and ethyl, alkoxy of 1 to 4 carbon atoms, such as methoxy and ethoxy, carboxy, sulfo and chlorine, in particular thereof methyl, ethyl, methoxy and ethoxy, and the substituents of naphthylene being preferably 1 or 2 sulfo groups;
L
2
, L
3
have one of the meanings of L
1
;
W is a phenyl group of the general formula (3) or naphtyl group of the general formula (4)
in which
M is defined as above;
* denotes the bond to the diazo group;
R
7
, R
8
, R
9
, R
10
have one of the meanings of R
1
;
n is in each case independently 0 or 1 and
L
4
, L
5
have one of the meanings of L
1
.
Preference is given to dye mixtures comprising an amount of from 40 to 95% by weight of one or more disazo dyes of the general formula (1) and from 1 to 60% by weight of one or more disazo dyes of the general formula (2) based on the dye mixture.
Special preference is given to dye mixtures comprising an amount of from 60 to 80% by weight of one or more disazo dyes of the general formula (1) and from 20 to 40% by weight of one or more disazo dyes of the general formula (2) based on the dye mixture.
The groups “sulfo”, “thiosulfato”, “carboxy”, “phosphat” and “sulfato” include both the acid form and the salt form of these groups. Accordingly, sulfo groups are groups of the formula —SO
3
M, thiosulfato groups are groups of the formula —S—SO
3
M, carboxy groups are groups of the formula —COOM, phosphat groups are groups of the formula —OPO
3
M
2
and sulfato groups are groups of the formula —OSO
3
M, in which M is defined as above.
The dye mixtures according to the present invention may also comprise one or more monoazo dye of the general formulae (7) or (8) in up to 5% by weight:
wherein M, R
3
, R
4
, and L
2
are as defined above.
In addition the dye mixtures may contain up to about 15% by weight of a commercially available red reactive dyestuff. These shading components are well known in the literature and can be synthesized by the standard methods. They are generally added as shading components. Examples of these are in particular dyes of the formulas (I), (II) or (III)
wherein
X, M, Q, R
3
, R
4
, L
2
, n are as described above.
The dyes of the general formulae (1), (2), (7), (8), (I), (II), in particular if those corresponding to the same general formula, have the same chromophore, can have, within the meaning of Y, structurally different fiber-reactive groups —SO
2
—Y. In particular, the dye mixture can contain dyes of the same chromophore conforming to the formula (1) and dyes of the same chromophore conforming to formula (2) and optionally likewise of the general formula (7) and (8) in which the fiber-reactive groups —SO
2
—Y are partly vinylsulfonyl groups and partly groups in which Y is a &bgr;-ethyl substituted group as defined above, such as &bgr;-chloroethylsulfonyl, &bgr;-thiosulfatoethylsulfonyl or, preferably, &bgr;-sulfatoethylsulfonyl groups. If the dye mixtures contain the respective dye components in the form of a vinylsulfonyl dye, the proportion of the respective vinylsulfonyl dye to the respective dye with Y being a &bgr;-ethyl substituted group as defined above, such as a &bgr;-chloro- or &bgr;-thiosulfato- or &bgr;-sulfatoethyl-sulfonyl dye, will be up to about 30 mol-%, based on the respective dye chromophore. Preference is here given to the dye mixtures in which the proportion of vinylsulfonyl dye to said &bgr;-ethyl substituted dye, such as &bgr;-sulfatoethylsulfonyl dye is in terms of the molar ratio between 5:95 and 30:70.
The dye mixtures of the invention can be present as a preparation in solid or liquid (dissolved) form. In solid form they generally contain the electrolyte salts customary in the case of water-soluble and in particular fiber-reactive dyes, such as sodium chloride, potassium chloride and sodium sulfate, and also the assistants customary in commercial dyes, such as buffer substances capable of establishing a pH in aqueous solution between 3 and 7, such as sodium acetate, sodium borate, sodium bicarbonate, sodium citrate, sodium dihydrogenphosphate and disodium hydrogenphosphate, small amounts of siccatives or, if they are present in liquid, aqueous solution (including the presence of thickeners of the type customary in print pastes), substances which ensure the permanence of these preparations, for example mold preventatives.
If the dye mixtures take the form of dye powders, they contain, as a rule, 10 to 60% by weight, based on the dye powder or preparation, of a strength-standardizing colorless diluent electrolyte salt, such as those mentioned above. These dye powders may in addition contain the above mentioned buffer substances in a total amount of up to 10%, based on the dye powder. If the dye mixtures of the invention are present in aqueous solution, the total dye content of these aqueous solutions is up to about 75% by weight, the electrolyte s
Pedemonte Ronald
Russ Werner
Steckelberg Joachim
Connolly Bove & Lodge & Hutz LLP
DyStar Textilfarben GmbH & Co. Deutschland KG
Einsmann Margaret
LandOfFree
Black dye mixtures of fiber-reactive azo dyes, methods for... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Black dye mixtures of fiber-reactive azo dyes, methods for..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Black dye mixtures of fiber-reactive azo dyes, methods for... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3091128