EP0013378B1 - Procédé pour la réalisation d'effets de réserve sur des matières textiles fibreuses mixtes polyester-cellulose - Google Patents

Procédé pour la réalisation d'effets de réserve sur des matières textiles fibreuses mixtes polyester-cellulose Download PDF

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Publication number
EP0013378B1
EP0013378B1 EP79105182A EP79105182A EP0013378B1 EP 0013378 B1 EP0013378 B1 EP 0013378B1 EP 79105182 A EP79105182 A EP 79105182A EP 79105182 A EP79105182 A EP 79105182A EP 0013378 B1 EP0013378 B1 EP 0013378B1
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Prior art keywords
carbon atoms
bromine
alkyl
chlorine
weight
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German (de)
English (en)
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EP0013378A1 (fr
Inventor
Joachim Dr. Ribka
Horst Dr. Tappe
Kurt Ing.-Grad. Roth
Hans-J. Ing.-Grad. Weyer
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Sanofi Aventis Deutschland GmbH
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Cassella AG
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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/15—Locally discharging the dyes
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/12—Reserving parts of the material before dyeing or printing ; Locally decreasing dye affinity by chemical means

Definitions

  • the textile material is colored at the printed areas by the indestructible dye.
  • Colored prints on a dark background can also be obtained if the dark background is made with a mixture of an etchable and a differently colored non-etchable dye by introducing both types of dye into the padding liquor.
  • German Patent Specification 2,326,522 describes a process for producing reserve effects with reactive dyes on native or regenerated cellulose fiber materials.
  • the textile material is printed with sulfites, thiosulfates or thioureas as a reservation agent, alkalis as a fixing agent and reactive dyes, which a) react with the reservation agent and have the ß-sulfatoethylsulfonyl or ß-sulfatoethylsulfonamide group as reactive group and b) do not have on fixing react with the reservation agents and have as a reactive group the chloraminotriazine, dichloropyrimidine, trichloropyrimidine, dichlorotriazine, monochlorotriazine, quaternized chlorotriazine or the dichloropyridazine group, in the form or overpressure process, then dries and fixes the dyes by steaming or Hot air treatment.
  • the known etching printing process is therefore modified in such a way that the textile material is first padded with a dye liquor containing disperse dye and reactive dye and dried or dried, but no fixation of the Dye, that is, solution of the disperse dye in the hydrophobic fiber, may take place.
  • the desired pattern is then printed on the dried or dried-on padded fabric with the etching paste, and the padded and printed fabric is then subjected to a heat treatment, at the same time the base dye immersed in the non-printed areas in the polyester and the reactive dye is fixed on the cellulose and the dye is destroyed at the printed areas, ie no coloring takes place.
  • this method is also referred to as etching reserve pressure.
  • etching reserve printing which is simple in itself, involves a number of technical difficulties which often make its use more difficult. It is usually not easy to completely destroy the base dye with the etchant. If this does not succeed, a colored residue remains on the etched areas, the shade of which can fluctuate between yellow-brown and dull violet or reddish gray tones and which soils the white background at the etched areas. This leads to white etchings which appear to be unclean or, in the event that a colored etch is to be produced, to a falsification of the shade of the etchant-resistant dye. To overcome this difficulty, etching pastes are used which contain relatively strong reducing or oxidizing agents, such as. B.
  • Alkyl radicals with 1 to 6 carbon atoms, which R 1 in formula I can represent, are, for example, methyl; Ethyl; Propyl; Isopropyl; Butyl; 1- and 2-isobutyl; Pentyl- (1), - (2) and - (3); 2- or 3-methylbutyl- (1) or - (2); Hexyl- (1), - (2) or- (3); 1-, 2- or 3-ethylbutyl- (1) or - (2); 2-, 3- or 4-methylpentyl- (1).
  • substituents for which X 1 in formula I can stand are: chlorine; Bromine; Ethyl; Methyl; Propyl; Isopropyl; Butyl- (1) or - (2); Isobutyl; ⁇ -chloro, bromine, cyano or hydroxyethyl; ⁇ -chloro, bromine, cyano or hydroxypropyl; y-chloro, bromine, cyan or hydroxypropyl; ⁇ - or y-chloro, bromine, cyano or hydroxybutyl (1); 3-chloro, bromine, cyan or hydroxybutyl (2); Methoxy, ethoxy, propoxy, isopropoxy; But-1-or-2-oxy; Isobutoxy; ⁇ -hydroxyethoxy; ⁇ - or ⁇ -hydroxypropoxy; Hydroxyisopropoxy; ⁇ -, y- or ⁇ -hydroxybutoxy; Hydroxyisobutoxy; ß-methoxyethoxy; ß-
  • substituents which Y 1 can represent are: methyl; Ethyl; Propyl- (1) or - (2); n-butyl- (1) or - (2); Isobutyl- (1), - (2) or - (3); 2-chloroethyl; 2-chloropropyl; 3-chloropropyl; 2-bromoethyl; 2-cyanoethyl; 2-cyanopropyl; 3-cyanopropyl; 1- or 2-hydroxyethyl; 2- or 3-hydroxypropyl- (1); Methoxy; Ethoxy; Propoxy; Isopropoxy; Butoxy; Isobutoxy; ⁇ -hydroxyethoxy; 2- or 3-hydroxypropoxy; 2- or 4-hydroxy-but-2-oxy; Methoxyethoxy; Athoxymethoxy; 2- or 3-methoxyprop-1-oxy; 2- or 3-ethoxyprop-l-oxy; 2- or 4-methoxybut-1-oxy; 2- or 4-ethoxybut-1-oxy; 4-methoxybut-1-oxy; 2-
  • Optionally substituted lower alkyl groups with 1 to 6 carbon atoms are for example: methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, pentyl-1, -2 or -3, Hexyl-1, -2 or -3, 2-chloro, bromine or cyanoethyl, 2- or 3-chloro, bromine or cyanopropyl- (1); 2-, 3- or 4-chloro, bromine or cyanobutyl- (1); 1-, 3- or 4-chloro, bromine or cyanobutyl- (2); Methoxy, ethoxy, propoxy, isopropoxy or butoxyethyl; ß- (ß-Hydroxyethoxy) ethyl; 2- or 3-methoxy or ethoxy propyl (1); Benzyl; Phenethyl; Phenylpropyl; Acetyloxy, pro
  • Alkenyl groups which R 2 or R 3 represent are, for example: allyl; Methallyl; Crotyl; Buten-3-yl- (1); Buten-3-yl- (2); Penten-2-, -3- or -4-yl- (1); Penten-3- or -4-yl- (2); Hexen-2-, -3-, -4-or -5-yl- (1).
  • Dyes of the formula I in which R 1 is hydrogen and R 2 is free from alkoxycarbonyl and hydroxyalkoxycarbonyl groups are particularly preferred for use in the process according to the invention.
  • Another preferred group of dyes of the formula I comprises those dyes which contain hydroxyl groups in the radicals R 2 and / or R 3 , in particular those in which R 2 is ethyl or ⁇ -hydroxyethyl and R 3ß -hydroxyethyl.
  • Another class of disperse monoazo dyes which is particularly preferred for the use according to the invention are the dyes of the formula wherein X 1 is hydrogen, alkyl with 1 to 4 carbon atoms, alkoxyalkoxy with a total of 3 to 6 carbon atoms, hydroxyalkyl with 2 to 4 carbon atoms, chlorine; Y 1 represents chlorine, alkyl having 1 to 4 carbon atoms or - NH - CO - Y 2 and R i , R 2 , R 3 and Y 2 have the meanings given above.
  • Preferred -NH-CO-Y 2 groups are alkanoylamino groups with unsubstituted alkanoyl radicals with 2 to 4 carbon atoms, in particular acetylamino groups.
  • dyes which have a combination of preferred features are particularly preferred for use in the process according to the invention wherein R 2 is ethyl or ⁇ -hydroxyethyl, or dyes of the formulas
  • the dyes of the formula II used in the process according to the invention and their preparation are known from German Offenlegungsschrift 2,612,741. They can exist in a number of possible tautomeric forms. For the sake of convenience, the dyes are only formulated in one of the possible forms. However, it should be noted that the invention also encompasses the use of dyes in any of the possible tautomeric forms.
  • lower alkyl and “lower alkoxy” refer to alkyl or alkoxy radicals having 1 to 4 carbon atoms.
  • substituents which may be present on the phenyl radical D are lower alkyl radicals, such as. As methyl, lower alkoxy radicals, such as. B. methoxy and ethoxy, lower alkylcarbonyl radicals, such as. B. acetyl, lower alkyl sulfonyl radicals, such as. B. ethyl sulfonyl, lower alkylcarbonylamino radicals, such as. B. acetylamino, N-lower alkyl and N, N-di-lower alkylcarbamoyl radicals, such as. B.
  • B. N-ethyl sulfamoyl and N, N-dimethyl sulfamoyl, N-lower alkyl and N, N-di-lower alkyl sulfamato radicals (-O ⁇ S0 2 NH 2 ), such as. B.
  • N-methylsulfamato and N, N-diethylsulfamato, examples of lower alkyl radicals X 2 and Z are ethyl and methyl.
  • examples of lower alkylcarbonyl radicals X 2 are acetyl and propionyl.
  • An example of a lower alkyl sulfonyl radical X 2 is ethyl sulfonyl.
  • An example of a lower alkylcarbonylamino radical X 2 is acetylamino.
  • the reactive dyes used in the process according to the invention contain one of the fiber-reactive radicals of the formulas III to VI given above. It is common to the radicals of the formulas 111 to V that they form a vinylsulfonyl group in the presence of alkali with the elimination of a sulfate or halide anion. This group formed in the presence of alkali fixes in the same way as the vinylsulfonyl radical of the formula V which is bonded directly to the dye radical by adding one of the OH groups of the cellulose to the vinyl double bond. Reactive dyes that have one of the reactive radicals mentioned above can all technically important dye groups belong to.
  • Examples of reactive dyes which are suitable for carrying out the process according to the invention are the monoazo dyes CI-Yellow 13-17 and 72-74, Orange 7, 15, 16, 23, 24, 55, Red 21-23, 35, 36 , 50, 63, 103-107, 112-114, Blue 28, Brown 16; the disazo dyes CI-Blue 76, Blue 98, Black 5, 31; the mono- or disazo metal complex dyes CI-Violet 4, 5, Blue 20, Brown 18; the anthraquinone dyes CI-Violet 22, Blue 19 and 27; the phthalocyanine dyes CI-Blue 21, 38, 77.91 and Green 14 called.
  • etchable reactive dyes are those which contain at least one fiber-reactive radical of the formulas IV or V as reactive anchor.
  • the amounts of the dyes which are contained in the padding liquors to be used according to the invention are, as usual, matched to the depth of color of the desired color and intensity of the reserve effect.
  • the amount of dyes suitable for one of the fiber types involved also corresponds to the mass fraction of this fiber type in the total fiber mass.
  • a padding liquor that is prepared for a base color of a certain shade contains, in the event that the substrate predominantly contains cellulose fibers, a high proportion of etchable and possibly non-etchable reactive dyes and a low proportion of etchable and possibly non-etchable disperse dyes, and in the event that Substrate mainly contains polyester fibers, a high proportion of disperse dyes and a low proportion of reactive dyes.
  • the method according to the invention is primarily intended for the finishing of textiles made of cellulose polyester fibers.
  • the quantity ratio of the two types of fibers is not subject to any restrictions, taking into account the criteria given above for the composition of the padding liquor, and in the limit case, the process can also be used to produce reserve effects on pure cellulose textiles or pure polyester textiles, in which case the padding liquors are exclusively etchable and optionally contain non-etchable reactive dyes or exclusively etchable and possibly non-etchable disperse dyes.
  • the reserve paste to be used in carrying out the process according to the invention contains either an alkali sulfite or an alkali hydrogen sulfite in combination with alkali carbonate or alkali hydrogen carbonate as a reservation agent.
  • the alkali hydrogen sulfite can also be replaced in whole or in part by an equivalent amount of an alkali hydrogen sulfite-aldehyde adduct. It is also possible to produce this adduct in the reserve paste itself by adding alkali hydrogen sulfite, alkali hydrogen carbonate and an aldehyde to the reserve paste.
  • alkali sulfite alkali hydrogen sulfite and alkali hydrogen carbonate
  • the sodium or potassium salts preferably the sodium salts
  • aldehydes which can be contained as alkali hydrogen sulfite adducts in the reserve pastes, come in principle all technically easily accessible, such as. B. formaldehyde, acetaldehyde, glyoxal, benzaldehyde, into consideration.
  • aldehyde-alkali hydrogen sulfite adducts are in equilibrium with the individual components of the adduct, preference is given to those aldehydes which, in the free state, do not have too high a vapor pressure and therefore cannot give rise to unpleasant odors.
  • Glyoxal for example, is particularly suitable for the use according to the invention.
  • the use of separately prepared addition compounds of these two components offers particular advantages in the preparation of printing pastes which contain sodium bisulfite in combination with an aldehyde.
  • the use of such an adduct avoids the troublesome foaming that can occur in the most unfavorable cases when printing pastes containing alkali metal bicarbonate are produced.
  • the concentration of the reservation agent in the printing pastes is expediently 25 to 250 g / kg, preferably 50 to 130 g / kg, calculated on sodium bisulfite.
  • the reserve pastes contain, in addition to the reservation agents mentioned, the usual additives contained in textile printing pastes, in particular thickeners, such as. B. alginates, starch products, synthetic polymeric thickeners, mineral oils, hydrotropic substances such as urea, and wetting, penetration and dye-promoting additives.
  • thickeners such as. B. alginates, starch products, synthetic polymeric thickeners, mineral oils, hydrotropic substances such as urea, and wetting, penetration and dye-promoting additives.
  • nonionic detergents which can expediently be contained in the etching printing pastes, is particularly favorable for the etching process.
  • z. B. glycerol and / or polyglycols such as polyethylene glycol with an average molecular weight of 300 to 400.
  • the process according to the invention is carried out in a manner known per se by padding the textile material composed of polyester and cellulose fibers with dye liquors, the one or more of the above-mentioned alkali-etchable disperse dyes and one or more reactive dyes fe which have one of the above-mentioned reactive radicals of the formulas 111 to VI, preferably the ß-sulfatoethylsulfonyl or ß-sulfatoethylsulfonamide groups, in addition to the known customary dyeing aids, such as, for example, dispersants, wetting agents, foam suppressants and padding aids and, if colored etching prints are to be produced , additionally contain dispersing and reactive dyes that are resistant to the etchant, and squeezing the padded fabric webs to a liquor absorption of 50-120%.
  • the customary dyeing aids such as, for example, dispersants, wetting agents, foam suppressants and padding aids and, if colored
  • the fabric webs are then dried by warm air with any preceding infrared radiation, the temperature being approximately 80 to a maximum of approximately 150 ° C. with a corresponding reduction in time.
  • the fabric webs prepared in this way are then printed with the etching reserve printing paste, which contains the reservation agents described above and the additives known in printing pastes for textile printing, in particular thickeners.
  • the padded and printed textile fabrics are subjected to a heat treatment between 100 and 190 ° C.
  • the heat is preferably supplied by superheated steam.
  • the heat treatment causes a) an inhibition of the reservable disperse and reactive dyes at the points printed with the reserve paste and a fixation of the possibly available, non-reservable dispersion and reactive dyes, b) a fixation of the disperse dyes at the points not printed with the reserve paste and, if so the padding liquor contained an alkali metal formate, including the reactive dyes.
  • Inhibition of the dye is to be provided with the change in the dye molecule caused by the reservation agent, which leads to the dye in question no longer staining the substrate.
  • the reactive dyes are then fixed in the base coloring, ie at the points not printed with reserve paste.
  • the dyeings or prints are rinsed hot and cold and dried.
  • a special embodiment of the method according to the invention consists in that the padding liquor contains, in addition to reservable disperse and reactive dyes, those which are resistant to the reservation agent and are therefore not destroyed by the etching reserve printing pastes to be used according to the invention. If you proceed as indicated above, you get multi-colored designs.
  • a further embodiment of the method according to the invention is that the reservable dyes are not applied to the entire fabric by padding with a pad liquor, but are also printed on the fabric in the form of printing pastes and then overprinted with the etching reserve printing paste. The textile prints are then fixed and completed as described above.
  • the disperse dyes of the formula I are present in the padding liquors or in the printing pastes in finely dispersed form, as is customary and known for disperse dyes, while the reactive dyes are dissolved.
  • the padding liquors or printing pastes which are to be used according to the invention are also prepared in a manner known per se by mixing the liquor or printing paste constituents with the necessary amount of water and liquid finely dispersed or solid redispersible settings of the disperse dyes and solutions or settings of the reactive dyes.
  • Disperse dyes which are resistant to the reservation agent and which can be combined with the reservable dye of the formula to produce multicolored designs are the known commercial dyes from the group of azo or azomethine, quinophthalone, nitro or anthraquinone dyes.
  • Some examples of resistant disperse dyes are:
  • a mercerized blended fabric made of polyester-cotton 50:50 is padded with a fleet of 20 parts by weight of the liquid commercial form of 5- (4-nitro-2-methylphen-1-yl) -azo-4-methyl-3-cyan-2, 6-dihydroxypyridine, 20 parts by weight of the liquid commercial form of CI Disperse Violet 48, 40 parts by weight of the commercial form of a mixture of 40% by weight C.I. Reactive Yellow 17 and 60% by weight C.I. Reactive Violet 5, 200 parts by weight of water at 80 ° C., 687 parts by weight of water cold, 10 parts by weight of sodium m-nitrobenzenesulfonate, 20 parts by weight of an anti-migration agent based on polyacrylic acid and 3 parts by weight of monosodium phosphate.
  • a printing paste which is produced as follows: 30 parts by weight of the commercial form from C.I. Reactive Red 24, 30 parts by weight of the liquid commercial form of C.I. Disperse Red 132, 100 parts by weight of urea and 10 parts by weight of sodium m-nitrobenzenesulfonate are dissolved in 150 parts by weight of water at 80.degree.
  • This solution is stirred into 500 parts by weight of a stock thickener, the 230 parts by weight of an aqueous 4% alginate thickener, 80 parts by weight of an aqueous 10% strength starch ether thickener, 85 parts by weight of water, 25 parts by weight of an aqueous 10% solution of the condensation product of polyglycol 2000 with stearic acid and 80 Contains parts by weight of heavy gasoline.
  • 100 parts by weight of the etching reserve are added, which was previously prepared by mixing 65 parts by weight of a 40% aqueous glyoxal solution, 310 parts by weight of sodium bisulfite solution 38 ° Bé, 125 parts by weight of water and 500 parts by weight of sodium hydrogen carbonate.
  • a leached mixed fabric made of polyester cellulose 70:30 is padded with the dye liquor described in Example 1, carefully dried in a hot flue at 80-100 ° C. and overprinted in film printing with a printing paste consisting of 40 parts by weight of the liquid commercial form of C.I. Disperse Red 200, 30 parts by weight of the commercial form by C.I. Reactive Red 33, 80 parts by weight of urea, 274 parts by weight of water at 80 ° C, 10 parts by weight of sodium m-nitrobenzenesulfonate, 500 parts by weight of stock thickening according to Example 1, 30 parts by weight of sodium carbonate, 30 parts by weight of sodium bisulfite solution 38 ° Be, 6 parts by weight of 40% glyoxal solution.
  • Example 1 After drying, the steam is steamed for 7 minutes to increase the reserve effect, and then the disperse dyes and the reactive dyes which are resistant to alkali sulfites are fixed in a high-temperature steamer at 185 ° C. for 6 minutes. Then, to fix the base coloring, padding is carried out with the fixing solution specified in Example 1, steaming at 110-115 ° C. for 10 seconds and completion as indicated in Example 1.
  • a mercerized blend of 65:35 polyester-cotton is padded with a batch consisting of 100 parts by weight of a 20% liquid setting of the dye of the formula 40 parts by weight of the liquid commercial form of CI Reactive Blue 122, 808 parts by weight of water cold, 10 parts by weight of sodium m-nitrobenzenesulfonate, 20 parts by weight of a polyacrylic acid-based antimigrant, 2 parts by weight of monosodium phosphate, 20 parts by weight of sodium formate.
  • a leached knitted fabric made of polyester COLVERA 70: 30 is padded with the following liquor: 50 parts by weight of the liquid commercial form from C.I. Disperse Red 278, 40 parts by weight of the commercial form of C.I. Reactive Red 63, 200 parts by weight of water at 80 ° C., 660 parts by weight of water cold, 10 parts by weight of sodium m-nitrobenzenesulfonate, 20 parts by weight of an antimigrant based on polyacrylic acid, 20 parts by weight of sodium formate.
  • a block fabric of polyester and mercerized cotton in the ratio 65:35 is padded with a dye liquor composed of 150 parts by weight of a 20% liquid setting of the dye of the formula 40 parts by weight of the commercial form of CI Reactive Blue 122, 767 parts by weight of water, 3 parts by weight of sodium chlorate, 20 parts by weight of an antimigrant based on polyacrylic acid, 20 parts by weight of sodium formate. It is carefully dried in a hot flue at 80-100 ° C. and overprinted in rouleaux printing with a printing paste consisting of 60 parts by weight of the dye of the formula 60 parts by weight of the liquid commercial form of C: I. Disperse Blue 87, 255 parts by weight of water, 600 parts by weight of a 4% solution of sodium alginate, 25 parts by weight of sodium sulfite.
  • a mercerized blended fabric of 65:35 polyester-cotton is padded with an approach consisting of: 50 parts by weight of the liquid commercial form of 5- (4-nitro-2-methylphen-1-yl) -azo-4-methyl-3-cyan 2,6-dihydroxypyridine, 40 parts by weight of the commercial form of CI Reactive Yellow 42, 867 parts by weight of water, 3 parts by weight of sodium chlorate, 20 parts by weight of an anti-migration agent based on polyacrylic acid, 20 parts by weight of sodium formate. It is carefully dried in a hot flue at 80-100 ° C and overprinted in roulette with a printing paste made from 60 parts by weight of the commercial form from C.I. Reactive Red 24, 40 parts by weight of the liquid commercial form of C.I. Disperse Red 132, 275 parts by weight of water, 600 parts by weight of a 4% solution of sodium alginate, 25 parts by weight of sodium sulfite.

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Claims (6)

1. Procédé pour réaliser des effets de réserve sur des matières textiles à base de fibres mixtes en polyester et en cellulose, plus particulièrement de fibres polyester/coton, par imprégnation des matières avec des bains de teinture qui, en plus d'adjuvants de teinture et de foulardage usuels, contiennent des colorants de dispersion et des colorants réactifs capables de réagir avec les agents de réserve et qui contiennent éventuellement d'autres colorants de dispersion et colorants réactifs stables à l'égard des agents de réserve et éventuellement un formiate de métal alcalin, séchage ou début de séchage des matières foulardées, puis impression avec une pâte de réserve qui contient, si on le désire, en plus de l'agent de réserve, des colorants de dispersion et des colorants réactifs stables à l'égard de l'agent de réserve, traitement par la chaleur à des températures de 100 à 190°C, et éventuellement fixage alcalin ultérieur du colorant réactif, de manière connue, procédé caractérisé en ce qu'on utilise, comme colorants de dispersion rongeables:
- des colorants répondant à la formule I
Figure imgb0044
dans laquelle
Ri représente l'hydrogène, un alkyle en Ci­Cε, un cyano, un trifluorométhyle ou un phényle éventuellement porteur d'un substituant pris dans l'ensemble constitué par le chlore, le brome, le groupe nitro et les alkyles contenant de 1 à 4 atomes de carbone,
Xi représente l'hydrogène, le chlore, le brome, un alkyle en C1-C4 éventuellement porteur d'un substituant pris dans l'ensemble constitué par le chlore, le brome, le groupe cyano et le groupe hydroxy, un alcoxy en C1 - C4, un hydroxy-alcoxy en C2-C4 ou un alcoxy-alcoxy contenant au total de 3 à 6 atomes de carbone,
Y1 représente l'hydrogène, le chlore, le brome, un alkyle en C1-C4 éventuellement porteur d'un substituant pris dans l'ensemble constitué par le chlore, le brome, le groupe cyano et le groupe hydroxy, un alcoxy en C1-C4, un hydroxy-alcoxy en C2-C4, un àlcoxy-alcoxy contenant au total de 3 à 6 atomes de carbone, un groupement -NH-CO-Y2 ou un groupement -Nh-SO2-Y2, groupements dans lesquels Y2 représente un alkyle en C1-C4 (ce radical alkyle pouvant porter éventuellement un substituant pris dans l'ensemble constitué par le phényle, le chlore, le brome, le cyano, l'hydroxy, les alcoxy en Ci et C2 et le phénoxy), un phényle, un amino ou un N-alkylamino contenant de 1 à 4 atomes de carbone,
R2 représente l'hydrogène, un alkyle en C1-C6 éventuellement porteur d'un atome de chlore ou de brome, d'un cyano, d'un hydroxy, d'un alcoxy ou hydroxy-alcoxy en C1-C4, d'un phényle, d'un alcanoyloxy en C2-C4, d'un alkylamino-carbonyloxy en C2-C4 ou d'un phénylamino-carbonyloxy, un hydroxy-alkyle en C2-C4 ou un alcényle en C3-C6, et
R3 représente un alkyle en C1-C6 éventuellement porteur d'un atome de chlore ou de brome, d'un cyano, d'un hydroxy, d'un alcoxy ou hydroxy-alcoxy en C1-C4, d'un phényle, d'un alcanoyloxy en C2-C4 ou d'un alkylamino-carbonyloxy en C2-C4, un hydroxy-alkyle en C2-C4, un alcényle en C3-C6 ou un phényle,
ou des colorants qui, sous l'une des formes tautomères possibles, répondent à la formule Il
Figure imgb0045
dans laquelle
D représente un radical phényle portant éventuellement au moins un substituant pris dans l'ensemble constitué par le chlore, le brome, les radicaux nitro, cyano, trifluoro-méthyle, thiocyanato, alkyles inférieurs, alcoxy inférieurs, alkyl-carbonyles inférieurs, alkyl-sulfonyles inférieurs, alkylcarbonylamino inférieurs, carbamoyle, N-alkyl- et N,N-dialkyl-carbamoyles inférieurs, sulfamoyle, N-alkyl- et N,N-dialkyl-sulfamoyles inférieurs, sulfamato, N-alkyl- et N,N-dialkyl-sulfamato inférieurs,
X2 représente l'hydrogène, un alkyle inférieur, un carbamoyle, un cyano, un chlore, un brome, un nitroso, un nitro, un alkylcarbonyle inférieur, un sulfamoyle, un alkyl-sulfonyle inférieur ou un alkylcarbonylamino inférieur,
Z et représente l'hydrogène ou un alkyle inférieur, et
- comme colorants réactifs rongeables, des colorants renfermant des radicaux réactifs répondant à l'une des formules III à VI
Figure imgb0046
Figure imgb0047
Figure imgb0048
Figure imgb0049
dans lesquelles
M représente l'hydrogène ou un cation de métal et
hal représente un halogène,

et une pâte de réserve qui contient, comme agent de réserve:
a) un sulfite de métal alcalin ou encore un hydrogénosulfite de métal alcalin associé à un carbonate de métal alcalin ou à un hydrogénocarbonate de métal alcalin et éventuellement à un aldéhyde, et
b) éventuellement un détergent non ionogène. l'un 1-C
2. Procédé selon la revendication 1, caractérisé en ce qu'on utilise, comme colorants de dispersion rongeables, des colorants de ce genre répondant à la formule I.
3. Procédé selon l'une des revendications 1 et 2, caractérisé en ce qu'on utilise, comme colorants réactifs rongeables, des colorants de ce genre qui contiennent des radicaux réactifs de formules IV et V. -
4. Procédé selon l'une quelconque des revendications 1 à 3, caractérisé en ce que la pâte de réserve contient, comme agent de réserve, un produit, préalablement confectionné, résultant de l'addition d'un aldéhyde sur un hydrogénosulfite de métal alcalin.
5. Procédé selon l'une quelconque des revendications 1 à 4, caractérisé en ce que la pâte de réserve contient, comme détergent non ionogène, un ester dérivant d'un acide carboxylique et d'un polyglycol.
6. Matières textiles à effets de réserve qui ont été préparées par un procédé selon l'une quelconque des revendications 1 à 5.
EP79105182A 1978-12-27 1979-12-14 Procédé pour la réalisation d'effets de réserve sur des matières textiles fibreuses mixtes polyester-cellulose Expired EP0013378B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19782856283 DE2856283A1 (de) 1978-12-27 1978-12-27 Verfahren zur herstellung von reserveeffekten auf polyester-zellulose-mischfaser-textilien
DE2856283 1978-12-27

Publications (2)

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EP0013378A1 EP0013378A1 (fr) 1980-07-23
EP0013378B1 true EP0013378B1 (fr) 1982-11-17

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EP79105182A Expired EP0013378B1 (fr) 1978-12-27 1979-12-14 Procédé pour la réalisation d'effets de réserve sur des matières textiles fibreuses mixtes polyester-cellulose

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US (1) US4265629A (fr)
EP (1) EP0013378B1 (fr)
JP (1) JPS5830439B2 (fr)
DE (2) DE2856283A1 (fr)

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IT1114240B (it) * 1979-05-18 1986-01-27 Acna Monoazocoloranti per la tintura e stampa di fibre chimiche
DE2930541A1 (de) * 1979-07-27 1981-02-12 Hoechst Ag Verfahren zur herstellung von reserveeffekten auf mischmaterialien aus polyester- und cellulosefasern
DE3019726A1 (de) * 1980-05-23 1981-12-03 Cassella Ag, 6000 Frankfurt Verfahren zur herstellung von reserveeffekten auf polyester-zellulose-mischfaser-textilien
DE3019739A1 (de) * 1980-05-23 1981-12-03 Cassella Ag, 6000 Frankfurt Verfahren zum bedrucken von synthetischem hydrophobem fasermaterial
DE3021269A1 (de) * 1980-06-06 1981-12-17 Cassella Ag, 6000 Frankfurt Verfahren zum faerben und bedrucken von synthetischen hydrophobem fasermaterial
DE3036576A1 (de) * 1980-09-27 1982-05-19 Cassella Ag, 6000 Frankfurt Wasserunloeslicher azofarbstoff, verfahren zu seiner herstellung und seine verwendung
DE3041014A1 (de) * 1980-10-31 1982-06-16 Cassella Ag, 6000 Frankfurt Verfahren zur herstellung von aetzreservedrucken von textilmaterialien
DE3042144A1 (de) * 1980-11-08 1982-07-22 Cassella Ag, 6000 Frankfurt Verfahren zur herstellung von aetzreservedrucken auf textilmaschinen
DE3106036A1 (de) * 1981-02-19 1982-09-02 Basf Ag, 6700 Ludwigshafen Verfahren zum bedrucken von synthesefasern
DE3113732A1 (de) * 1981-04-04 1982-10-21 Basf Ag, 6700 Ludwigshafen Verfahren zum bedrucken von synthesefasern
DE3118193A1 (de) * 1981-05-08 1982-11-25 Basf Ag, 6700 Ludwigshafen Verfahren zum bedrucken von textilien
DE3135433A1 (de) * 1981-09-08 1983-03-24 Cassella Ag, 6000 Frankfurt Azofarbstoffe, verfahren zu ihrer herstellung und ihre verwendung
US4441883A (en) * 1981-09-11 1984-04-10 Allied Corporation Dyeing method for control of multicolored pattern nylon carpet
DE3209329A1 (de) * 1982-03-15 1983-09-15 Cassella Ag, 6000 Frankfurt Verfahren zur herstellung von ausbrenneffekten auf textilmaterialien
DE3312488A1 (de) * 1983-04-07 1984-10-11 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung alkalisch aetzbarer faerbungen und drucke
DE3439532A1 (de) * 1984-10-29 1986-04-30 Hoechst Ag, 6230 Frankfurt Verfahren zum erzeugen von weiss- und buntreserven auf polyamidfasermaterialien
JPS6219105A (ja) * 1985-07-18 1987-01-27 ワイケイケイ株式会社 図柄、文字入り面フアスナ−の製造方法
US9718944B2 (en) 2015-04-02 2017-08-01 Cnh Industrial Canada, Ltd. Method of coloring biocomposite materials

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US2659719A (en) * 1951-06-23 1953-11-17 Eastman Kodak Co 2-amino-5-nitrothiazole azo dye compounds
DE1810306B2 (de) * 1968-11-22 1973-02-01 Farbwerke Hoechst AG, vormals Meister Lucius & Brüning, 6000 Frankfurt Verfahren zur herstellung von reserveeffekten mit reaktivfarbstoffen unter reaktivfarbstoffen oder aus mischungen von reaktivfarbstoffen unterschiedlicher fixierbarkeit
NL7403593A (fr) * 1973-03-23 1974-09-25
ZA744836B (en) * 1973-08-16 1975-08-27 Hoechst Ag Process for obtaining multicolor effects
US4134723A (en) * 1975-03-25 1979-01-16 Imperial Chemical Industries Limited Coloration process
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GB1512321A (en) * 1976-01-05 1978-06-01 Ici Ltd Colouration process for cellulose textile materials
JPS5459483A (en) * 1977-10-20 1979-05-14 Meisei Chemical Works Ltd Resist style method

Also Published As

Publication number Publication date
DE2964074D1 (en) 1982-12-23
DE2856283A1 (de) 1980-07-17
JPS5830439B2 (ja) 1983-06-29
EP0013378A1 (fr) 1980-07-23
JPS5590689A (en) 1980-07-09
US4265629A (en) 1981-05-05

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