Bleaching and dyeing; fluid treatment and chemical modification – Process of printing permanently on substrate – other than... – Azo dye
Reexamination Certificate
2000-05-23
2001-09-04
Einsmann, Margaret (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Process of printing permanently on substrate, other than...
Azo dye
C008S445000, C008S558000, C008S606000, C008S662000, C008S597000, C008S675000, C008S677000, C106S031270
Reexamination Certificate
active
06284004
ABSTRACT:
The present invention relates to a process for printing textile fibre materials with disperse dyes by the ink-jet printing process (et and inkjet processes) and to corresponding printing inks.
Ink-jet printing processes have already been used for some years in the textile industry. They make it possible to do without the otherwise customary production of a printing stencil, so enabling considerable savings to be made in both cost and time. In connection with the production of originals, in particular, it is possible to respond to changes within a much shorter time.
Appropriate ink-jet printing processes should in particular have optimum performance characteristics. In this context mention may be made of characteristics such as viscosity, stability, surface tension and conductivity of the inks that are used. In addition, heightened requirements are placed on the quality of the resulting prints, in terms, for example, of colour strength, fibre-dye bond stability, and wet fastness properties. The known processes do not meet these requirements in every characteristic, so that there continues to be a need for new processes for textile ink-jet printing.
The present invention provides a process for printing textile fibre materials by the ink-jet printing proicess, wherein the fibre materials are printed with an aqueous ink comprising at least one disperse dye, an anionic copolymer and/or a nonionic block polymer and/or a dispersant.
Suitable disperse dyes for the process of the invention are those described under “Disperse Dyes” in the Colour Index, 3rd edition (3rd Revision 1987 including additions and amendments up to No. 85). Examples are carboxyl- and/or sulfo-free nitro, amino, amino ketone, ketone imine, methine, polymethine, diphenylamine, quinoline, benzimidazole, xanthene, oxazine or coumarin dyes, and especially anthraquinone dyes and azo dyes, such as monoazo or disazo dyes.
In the process of the invention it is preferred to use disperse dyes of the formulae
in which
R
16
is halogen, nitro or cyano,
R
17
is hydrogen, halogen, nitro or cyano,
R
18
is halogen or cyano,
R
19
is hydrogen, halogen, C
1
-C
4
alkyl or C
1
-C
4
alkoxy,
R
20
is hydrogen, halogen or acylamino, and
R
21
and R
22
independently of one another are hydrogen or are C
1
-C
4
alkyl which is unsubstituted or substituted by hydroxyl, cyano, acetoxy or phenoxy,
in which
R
23
is hydrogen, phenyl or phenylsulfoxy, the benzene ring in phenyl and phenylsulfoxy being unsubstituted or substituted by C
1
-C
4
alkyl, sulfo or C
1
-C
4
alkylsulfo,
R
25
is unsubstituted or C
1
-C
4
alkyl-substituted amino or hydroxyl,
R
26
is hydrogen or C
1
-C
4
alkoxy,
R
27
is hydrogen or the radical —O—C
6
H
5
—SO
2
—NH—(CH
2
)
3
—O—C
2
H
5
,
R
36
is hydrogen, hydroxyl or nitro and
R
37
is hydrogen, hydroxyl or nitro,
in which
R
28
is C
1
-C
4
alkyl which is unsubstituted or substituted by hydroxyl,
R
29
is C
1
-C
4
alkyl,
R
30
is cyano,
R
31
is the radical of the formula —(CH
2
)
3
—O—(CH
2
)
2
—O—C
6
H
5
,
R
32
is halogen, nitro or cyano, and
R
33
is hydrogen, halogen, nitro or cyano,
in which
R
34
is C
1
-C
4
alkyl,
R
35
is C
1
-C
4
alkyl which is unsubstituted or substituted by C
1
-C
4
alkoxy and
W is the radical —COOCH
2
CH
2
OC
6
H
5
and W
1
is hydrogen or
W is hydrogen and W
1
is —N═N—C
6
H
5
,
where the rings A″ and B″ are unsubstituted or substituted one or more times by halogen,
in which
R
34
is C
1
-C
4
alkyl, which is unsubstituted or substituted by hydroxyl, C
1
-C
4
alkoxy or C
1
-C
4
-alkoxy-C
1
-C
4
alkoxy, and
In the process of the invention, particular preference is given to using the dyes of the formulae
The disperse dyes of the formulae (1) to (23) are known or can be prepared in analogy to known compounds by known standard techniques, such as by customary diazotization, coupling, addition and condensation reactions.
The inks generally have an overall content of disperse dyes of the above formulae (1) to (23) of from 1 to 35% by weight, in particular from 1 to 20% by weight and, above all, from 1 to 10% by weight, based on the overall weight of the ink.
Within the inks of the invention the disperse dyes are advantageously in a finely dispersed form. For this purpose the disperse dyes are milled to an average particle size of between 0.1 and 10 microns, preferably between 1 and 5 microns and, with particular preference, between 0.5 and 2 microns. Milling can be carried out in the presence of dispersants. For example, the dried disperse dye is milled with a dispersant or kneaded in paste form with a dispersant and, if desired, is dried under reduced pressure or by spraying. The resulting preparations can be used to prepare the inks of the invention by addition of water and, if desired, of further auxiliaries.
Copolymers which are suitable as the anionic copolymer for the process of the invention are, in particular, those based on acrylic, methacrylic or maleic acid. Among these, preference is given to those obtainable by polymerization of acrylic and/or methacrylic acid and one or more copolymerizable monomers selected from the group consisting of maleic acid, N-vinylformamide, N-vinylacetamide, allylamine and diallylamine derivatives, N-vinyl-pyrrolidone, N-vinyl-N-methylformamide, N-vinyl-N-methylacetamide, N-vinyl-N-ethylacetamide, vinyl acetate, vinyl propionate, acrylonitrile, styrene, methacrylonitrile, acrylamide, methacrylamide and N-mono/N,N-di-C
1
-C
10
alkyl(meth)acrylamide.
Particularly preferred anionic copolymers are those obtainable by copolymerization of acrylic or methacrylic acid and styrene.
Very particular preference is given to acrylic and methacrylic acid-styrene copolymers having a molecular weight of from 3000 to 16 000, in particular from 3000 to 10 000.
Suitable nonionic block polymers for the process of the invention are, in particular, alkylene oxide condensates, such as adducts of ethylene oxide with polypropylene oxide (known as EO-PO block polymers) and adducts of propylene oxide with polyethylene oxide (known as reverse EO-PO block polymers), and block polymers obtainable by adding styrene onto polypropylene oxide and/or polyethylene oxide.
Preference is given to ethylene-propylene oxide block polymers having molecular weights of between 2000 and 20 000, in particular between 8000 and 16 000, and an ethylene oxide content in the total molecule of from 30 to 80%, in particular from 60 to 80%.
Particularly suitable dispersants are anionic dispersants from the group consisting of (ba) acidic esters or their salts of alkylene oxide adducts of the formula
in which
X is the acid radical of an inorganic, oxygen-containing acid, such as sulfuric or, preferably, phosphoric acid, or else the radical of an organic acid,
Y is C
1
-Cl
2
alkyl, aryl or aralkyl, “Alkylen” is the ethylene radical or propylene radical, and
m is from 1 to 4 and n is from 4 to 50,
(bb) polystyrenesulfonates,
(bc) fatty acid taurides,
(bd) alkylated diphenyl oxide mono- or disulfonates,
(be) sulfonates of polycarboxylic esters, (bf) an adduct of from 1 to 60, preferably from 2 to 30, mol of ethylene oxide and/or propylene oxide with fatty amines, fatty amides, fatty acids or fatty alcohols each having 8 to 22 carbon atoms or with trihydric to hexahydric alkanols having 3 to 6 carbon atoms, the said adduct being converted into an acidic ester with an organic dicarboxylic acid or with an inorganic polybasic acid,
(bg) ligninsulfonates,
(bh) naphthalenesulfonates, and
(bi) formaldehyde condensates.
As ligninsulfonates (bg) use is made primarily of those ligninsulfonates, or their alkali metal salts, whose content of sulfo groups does not exceed 25% by weight. Preferred ligninsulfonates are those having a content of from 5 to 15% by weight of sulfo groups. Examples of suitable formaldehyde condensates (bi) are condensates of ligninsulfonates and/or phenol and formaldehyde, condensates of formaldehyde with aromatic sulfonic acids, such as condensates of ditolyl ether sulfonates and formaldehyde, condensates of naphthalenesulfonic acid with formaldehyde and/or of naphthol-
Burglin Marc
Mheidle Mickael
Scheibli Peter
Ciba Specialty Chemicals Corporation
Einsmann Margaret
Mansfield Kevin T.
LandOfFree
Process for ink-jet printing textile fibre materials does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Process for ink-jet printing textile fibre materials, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for ink-jet printing textile fibre materials will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2530069