EP0051818B1 - Procédé pour réaliser des impressions au rongeant-réserve sur des matières textiles - Google Patents

Procédé pour réaliser des impressions au rongeant-réserve sur des matières textiles Download PDF

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Publication number
EP0051818B1
EP0051818B1 EP81109196A EP81109196A EP0051818B1 EP 0051818 B1 EP0051818 B1 EP 0051818B1 EP 81109196 A EP81109196 A EP 81109196A EP 81109196 A EP81109196 A EP 81109196A EP 0051818 B1 EP0051818 B1 EP 0051818B1
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EP
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Prior art keywords
atoms
denotes
nitro
formula
chlorine
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Expired
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EP81109196A
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German (de)
English (en)
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EP0051818A1 (fr
Inventor
Ulrich Dr. Bühler
Joachim Dr. Ribka
Kurt Roth
Theo Stahl
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Sanofi Aventis Deutschland GmbH
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Cassella AG
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Classifications

    • 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
    • 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
    • D06P5/17—Azo dyes
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S534/00—Organic compounds -- part of the class 532-570 series
    • Y10S534/01—Mixtures of azo compounds
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/922—Polyester fiber

Definitions

  • the present invention relates to a process for the production of etching reserve prints on textile materials which consist of hydrophobic fibers, preferably polyester fibers, or contain such fibers in a mixture with cellulose fibers, a white-etchable disperse dye and optionally an etch-resistant disperse dye in the form of a dye liquor or printing paste being applied to the textile material and then dried or dried on, and then printing on an etching reserve printing paste, which optionally contains, in addition to the etchant, dyes that are resistant to the etchant, in the desired pattern and then heat treatment at temperatures of 100 to 230 ° C.
  • 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.
  • the dye can be dissolved in the hydrophobic fiber. Subsequently subjected to a heat treatment on the dried or dried-on padded printed fabric, at the same time the base dye migrates into the non-printed areas in the polyester, i.e. is fixed and the dye is destroyed at the printed areas, i.e. no coloring takes place. In view of this mechanism, this method is also called 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 fund at the etched areas. This leads to white etchings which appear to be unclean or, in the event that colored etchings are to be produced, to a falsification of the shade of the etchant-resistant dye.
  • etching pastes which contain relatively strong reducing or oxidizing agents, such as. B. sodium dithionite in conjunction with alkali, alkali formaldehyde sulfoxylates or even heavy metal salts such as tin-2-chloride.
  • relatively strong reducing or oxidizing agents such as. B. sodium dithionite in conjunction with alkali, alkali formaldehyde sulfoxylates or even heavy metal salts such as tin-2-chloride.
  • strong etching agents With such strong etching agents, it is generally possible to achieve a perfect white etching print, but damage to the fiber material often occurs, in particular if the polyester fiber also contains accompanying fibers, such as cellulose fibers.
  • these etchants are generally not cheap, and in the case of heavy metal etchants they represent an additional ecological burden or cause additional expenditure in the purification of the waste water.
  • dyes that are resistant to such etchants, so that the selection of etch-resistant dyes that can be used
  • Disperse dyes are required for background coloring, which can be etched with white agents that are as mild as possible.
  • Disperse dyes are known from German published patent applications 2 612 740, 2612741, 2 612 742, 2 612 790, 2 612 791, 2 612 792 which contain at least two esterified carboxyl groups in their molecule. Such dyes saponify when treated with aqueous alkalis to form alkali-soluble dyes containing carboxylate groups.
  • the use of such dyes as disperse dyes for dyeing polyester materials has the advantage that unfixed dye residues can be washed off the textile material by simple treatment with alkaline agents.
  • the diazo or coupling components that are required for the production of dyes containing carboxylic acid ester groups are not common substances in the large chemical industry, but must be produced separately for these types of dyes, which is generally uneconomical.
  • the need to use disperse dyes which can be etched in pure white under relatively mild etching conditions in the process of etching reserve printing on hydrophobic textile materials could therefore not be satisfied by the above-mentioned dyestuff types.
  • alkali-etchable disperse dyes which are produced by diazotization of a 2-aminothiophene which is substituted in a certain way and subsequent coupling to an aniline derivative.
  • the alkaline-etchable dyes used are those whose diazo component is derived from an amino-nitro-thiazole and whose coupling component is derived from an aniline.
  • disperse dyes are used as alkaline etchable dyes which contain at least one carboxylic ester group but are free of carbon and sulphonic acid groups.
  • alkaline etchable dyes known from the aforementioned 3 references are either not etchable in pure white or do not have high light fastness.
  • Alkyl or alkoxy radicals even if they are in connection with other radicals, can be straight-chain or branched.
  • a double substitution is particularly suitable.
  • alkyl radicals with 1 to 4 carbon atoms in the alkylsulfonyl substituents are methyl, ethyl, n-propyl, n-butyl and i-butyl.
  • substituents which Y can represent are: hydrogen, chlorine, bromine, methyl, ethyl, n-propyl, i-propyl, n-butyl, butyl-2-, i-butyl, t-butyl, methoxy, ethoxy , n-propoxy, i-propoxy, n-butoxy, i-butoxy, sec-butoxy, ⁇ -hydroxyethoxy, ß-hydroxypropoxy, y-hydroxypropoxy, y-hydroxybutoxy, 8-hydroxybutoxy, ß, y-dihydroxypropoxy; Methoxyethoxy, ethoxyethoxy, butoxyethoxy, 3-methoxypropoxy, 3-ethoxypropoxy, 4-methoxybutoxy, 4-propoxybutoxy, hydroxyethoxyethoxy, methoxyethoxyethoxy, ethoxyethoxyethoxy, hydroxyethoxyethoxyethoxyethoxy, ethoxyethoxye
  • substituents which R can represent are: methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, chloromethyl, 2-chloroethyl, 4-chlorobutyl, bromomethyl, 2-bromoethyl, 3-bromopropyl , Hydroxymethyl, 2-hydroxyethyl, 4-hydroxybutyl, acetoxymethyl, methoxymethyl or -ethyl, ethoxymethyl or -ethyl, 4-methoxy or 4 - ethoxybutyl, 2-acetoxyethyl, 4-acetoxybutyl, 4-propionyloxybutyl, 4-chlorophenyl, 2.5 -Dichlorophenyl, 2-nitrophenyl, 3-nitrophenyl, 2-chloro-5-nitrophenyl, 3-nitro-4-chlorophenyl, 4-chloro-3,5-di, nitrophenyl, 2-methyl
  • R 2 can furthermore be, for example: phenyl, allyl, methallyl, crotyl, cyclohexyl, cyclopentyl.
  • Bases which are contained in the etching reserve printing paste as etching agents and which produce at least a pH of 8 in 5% aqueous solution are known in large numbers. Examples of such bases are the hydroxides of the alkali and alkaline earth metals, salts of alkaline earth and alkali metals with weak organic or inorganic acids, such as. B.
  • Alkaline earth metal hydroxides such as, for. As calcium hydroxide, alkali metal hydroxides, such as sodium or potassium hydroxide, or alkali metal salts of weak inorganic acids, such as sodium carbonate or trisodium phosphate, are used.
  • Sodium or potassium hydroxide or in particular sodium or potassium carbonate or sodium or potassium bicarbonate is preferably used as the base in the etching reserve printing pastes. Mixtures of different bases can also be used.
  • the concentration of the base in the etching reserve printing pastes is expediently 25 to 250 g / kg, preferably 50 to 130 g / kg.
  • the etching reserve printing pastes contain the usual additives contained in textile printing pastes, in particular thickeners such as alginates, starch products, synthetic polymeric thickeners, mineral oils, hydrotropic substances such as urea, as well as additives which promote wetting, penetration and dye absorption.
  • nonionic detergents which are expediently contained in the etching reserve printing pastes, such as, for example, glycerol and / or polyglycols, such as polyethylene glycol with an average molecular weight of 300 to 400, is particularly favorable for the etching process.
  • R 'and / or R 2 are alkyl radicals of the formula which are interrupted by oxygen in which m can assume the values 1 to 4 and n the values 0 to 4.
  • Preferred radicals for R are, for example, methyl, ethyl, hydroxymethyl, 2-hydroxyethyl, methoxymethyl, methoxyethyl, ethoxymethyl, ethoxyethyl, methoxyethoxymethyl, ethoxyethoxymethyl, phenyl, chlorophenyl, nitrophenyl and dichlorophenyl.
  • Preferred radicals for Y are hydrogen, methyl, methoxy, ethoxy, hydroxyethoxy, methoxyethoxy, ethoxyethoxy, hydroxyethoxyethoxy, methoxyethoxyethoxy, 2,3-dihydroxypropoxy.
  • the substituents X 1, X 2, X 3 and X 4 are present in the following combinations: N0 2 / CN / H / NO 2; CN / CN / H / NO 2 ; CN / CN / H / CN; CN / NO 2 / H / CN; CN / CN / H / S0 2 NHR 4 ; NO 2 / CN / H / SO 2 NHR 4 , where R 4 represents alkyl having 1 to 4 carbon atoms or alkyl having 3 to 6 carbon atoms, the carbon chain of which is interrupted by 1 or 2 oxygen atoms.
  • Dyes of the formula I are very particularly preferred, where D is a radical of the formula II in which X 1 , X 2 , X 3 , X 4 , Y, R, R 1 and R 2 are a combination of those for X 1 , X 2 , X 3 , X 4 , Y, R 1 and R 2 is particularly preferred radicals.
  • Particularly preferred dyes of the formula I are those in which D is a radical of the formula III.
  • Very particularly preferred dyes of the formula I are those which have a particularly preferred radical D of the formula III in conjunction with preferred radicals for R, Y, R 1 and R 2 .
  • Mixtures of two or more corresponding dyes of the formula I are technically particularly advantageous with regard to dye yield, drawability and fastness of the dyeings or prints.
  • Such dye mixtures have, for example, a content of 10 to 90, preferably 30 to 70,% by weight of a dye of the formula I and 90 to 10, preferably 30 to 70% by weight of a second dye of the formula I.
  • Such dye mixtures can be prepared by mixing the individual dyes or, according to the method described below, by diazotization and coupling on a mixture of different coupling components.
  • the method according to the invention is preferably suitable for textile materials which consist of hydrophobic fibers, in particular polyester fibers. However, it is also suitable for those textile materials which predominantly contain hydrophobic fibers in addition to other fibers, such as, for. B. cell or cotton.
  • the white-etchable dispersion dyes of the formula I can be applied to the textile material in the form of liquors or printing pastes.
  • the textile material is impregnated with the dye liquor in a manner known per se, e.g. B. padded or splashed.
  • the dye liquors can contain one or more disperse dyes of the formula in addition to the known customary dyeing aids, such as, for example, dispersants, wetting agents, foam suppressants and padding aids.
  • the impregnated fabric web is squeezed to a liquor absorption of 50 to 120%.
  • the fabric webs are then dried by warm air with any preceding infrared radiation, the temperature being approximately 80 ° C., maximum approximately 90 ° C. with a corresponding reduction in time.
  • the fabric webs prepared in this way are then printed with an etching reserve printing paste which contains one of the bases specified in more detail above as an etching agent and the known additives, in particular thickening agents, which are customary in printing pastes for textile printing.
  • the impregnated and printed fabric webs are then subjected to a heat treatment between 100 and 230 ° C. In the lower temperature range from about 100 to 110 ° C, the heat is preferably supplied by superheated steam. For heat treatments that are carried out between 160 and 230 ° C, hot air is preferably used as the heat transfer medium.
  • the textiles are aftertreated in the manner customary for polyester, hot and rinsed cold and dried.
  • a special embodiment of the method according to the invention consists in that the dye liquor additionally contains, in addition to dispersion dyes of the formula I, one or more dispersion dyes which are alkali-resistant and are therefore not destroyed by the alkaline etching reserve printing pastes to be used according to the invention. If one proceeds as above, then multicolored designs are obtained.
  • the disperse dyes of the formula I can also be printed onto 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 already described above.
  • multi-colored designs are obtained.
  • etching reserve printing pastes which in turn contain alkali-resistant dispersion dyes are printed on the fund impregnated or printed with dispersion dyes of the formula 1.
  • etching reserve prints can be applied not only to textile materials which consist of hydrophobic fibers, in particular polyester fibers, or predominantly contain such fibers, but also to textile materials which contain hydrophobic fibers, in particular polyester fibers, and cellulose fibers in comparable proportions.
  • Such polyester / cellulose blended fabrics can have, for example, a weight ratio of polyester / cellulose of 75:25, 65:35 or 50:50.
  • the dye liquor or printing paste which contains at least one white-etchable disperse dye of formula 1 and optionally also one or more etch-resistant disperse dyes, also contains at least one etchable reactive dye with a reactive residue of formula or or or in which X is hydrogen or a metal cation, in particular the sodium cation, and Hal is halogen, in particular chlorine or bromine, and optionally contains one or more etch-resistant reactive dyes and if the etching reserve printing paste contains an alkali metal sulfate or alkali metal hydrogen carbonate and optionally an aldehyde, and if not otherwise, in addition to alkali metal carbonate or alkali metal hydrogen carbonate work as already stated.
  • the etchable reactive dyes to be used contain one of the fiber-reactive radicals of the formulas IV to VII given above.
  • Suitable reactive dyes are the monoazo dyes CI Yellow 13 to 17 and 72 to 74, Orange 7, 15, 16, 23, 24, 55, Red 21 to 23, 35, 36, 50, 63, 103 to 107, 112 to 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 andrachinone dyes CI-Violet 22, Blue 19 and 27; the phthalocyanine dyes CI-Blue 21, 38, 77, 91 and Green 14 called.
  • Particularly preferred etchable reactive dyes are those which contain at least one fiber-reactive radical of the formulas V or VI as reactive anchor.
  • the amounts of the disperse and reactive dyes which are contained in the padding liquors or printing pastes in the treatment of mixed fabrics are, as usual, matched to the depth of color of the desired color and intensity of the reactive 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. So contains z. B.
  • a padding liquor which is prepared for a base dyeing of a certain color shade, in the event that the mixed fabric 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 or only disperse dyes and a low proportion or no reactive dyes.
  • an etching reserve printing paste which, in addition to alkali metal carbonate or alkali metal bicarbonate, also contains an alkali metal sulfite or Contains alkali hydrogen sulfite as a reservation agent for the reactive dyes.
  • the alkali hydrogen sulfite can also be replaced in whole or in part by an equivalent amount of an alkali hydrogen sulfite-aldehyde adduct.
  • alkali hydrogen sulfite alkali hydrogen carbonate and an aldehyde
  • alkali hydrogen sulfite alkali hydrogen 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 hydrogensulfite 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 total of the reservation agents in the printing pastes is expediently 25 to 250 g / kg, preferably 50 to 130 g / kg.
  • etching reserve prints on polyester / cellulose blended fabrics are, apart from the different composition of the padding liquor or printing paste and the etching reserve printing paste, the same as for the treatment of fabrics which consist of polyester or predominantly contain polyester.
  • the heat treatment a) inhibits the etchable dispersion and reactive dyes at the points printed with the etching reserve printing paste and fixes any non-reservable dispersion and reactive dyes that are present, b) fixes the dispersion dyes at the points not printed with the etching reserve printing paste and, if that Block liquor or printing paste has an alkali formate, at the same time fixation of the reactive dyes.
  • Inhibition of the dye is understood here to mean 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 fund coloring, i.e. H. in the areas not printed with etching reserve printing paste, in a manner known per se. Finally, the dyeings or prints on the blended fabrics are rinsed hot and cold and dried.
  • a special embodiment of the method according to the invention on mixed fabrics consists in that the padding liquor or printing paste contains, in addition to etchable disperse and reactive dyes, additionally etch-resistant dispersion and reactive dyes, which are therefore not destroyed by the etching reserve printing pastes to be used according to the invention. If one proceeds as above, then multicolored designs are obtained.
  • a further possibility for carrying out the method according to the invention in the case of blended fabrics is that etching reserve printing pastes are printed on the fund, which are padded or printed with reservable dyes, which in turn contain disperse and reactive dyes which are resistant to the reservation agent. When the textile materials are then fixed and finished as described above, multicolored designs are also obtained here.
  • the disperse dyes of the formula 1 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 which may be present are dissolved.
  • the padding liquors or printing pastes which are to be used in the process 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 formulations of the disperse dyes and solutions or formulations of reactive dyes.
  • Alkali-resistant disperse dyes which can be combined with the dye of formula 1 to produce multicolored designs, are the known commercial dyes from the group of azo or azomethine, quinophthalone, nitro or anthraquinone dyes.
  • the majority of the disperse dyes of the formula I to be used according to the invention are known and are e.g. described in FR-PS 1 167 704, FR-PS 1 350 486, FR-PS 810 412, FR-PS 829 010, FR-PS 1 428383, FR-PS 2018473, FR-PS 2008404, BE-PS 668126, BE -PS 668 829, BE-PS 687 324, BE-PS 6 954 420, BE-PS 7 165 534, BE-PS 777 571, GB-PS 852 493, GB-PS 872 204, GB-PS 865 409, GB -PS 1 319 964, JP-PS 43 981/66, JP-PS 7 221 628, JP-PS 7 312 044, JP-PS 4 901 866, JP-PS 4 900 320, JP-PS 4 937 931, CH -PS 343 560, SA-PS 6 907 109,
  • the amines D-NH 2 can be dissolved in sulfuric acid, hydrochloric acid or in lower aliphatic carboxylic acids such as acetic acid or propionic acid and diazotized at 0 to 60 ° C by adding nitrosylsulfuric acid or sodium nitrite.
  • the coupling of the diazotized amine X to the amine XI is carried out in an acidic aqueous medium or in a lower aliphatic carboxylic acid, such as acetic acid, which is expediently diluted with water, or in a mixture of water and an alcohol which is sparingly soluble in water, such as n- or i-butanol, carried out at temperatures from 0 to 30 ° C.
  • the temperature range from 0 to 20 ° C. is preferred.
  • alkalis such as, for example, sodium acetate.
  • the dye is then isolated in the usual way.
  • Dyes of the formula I, where D is a radical of the formula II which carry cyano or nitro groups in the diazo components are expediently prepared by using Hal in the dyes of the formula IX where Hal is fluorine, chlorine, bromine or iodine, exchanged for cyan or nitro. Methods for this are described, for example, in DE-OS 1 280915, DE-OS 1 807 642.
  • Example 1 Instead of 20 parts of the dye of Example 1, 20 parts of the dye of the formula used and otherwise proceed as indicated in Example 1. A blue print is obtained with very good coloristic properties, in particular with good light, dry heat fixation, rub and wash fastness and a very good white ground with sharp contours at the etched areas.
  • Example 1 Instead of 20 parts of the dye of Example 1, 20 parts of the dye of the formula used and otherwise proceed as indicated in Example 1.
  • the result is a navy blue print with very good coloristic properties, in particular good light, heat setting, rubbing and washing fastness and very good white ground with sharp contours at the etched areas.

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Claims (9)

1. Procédé pour réaliser des impressions au rongeant-réserve sur des matières textiles, qui consistent en des fibres hydrophobes, avantageusement des fibres de polyester, ou contiennent de telles fibres en mélange avec des fibres de cellulose, procédé selon lequel on applique, sur la matière textile, sous forme d'un bain de teinture ou d'une pâte d'impression, un colorant en dispersion, rongeable en donnant du blanc et éventuellement un colorant en dispersion, résistant au rongeant, on sèche ensuite ou l'on commence à sécher et l'on applique ensuite une pâte pour impression au rongeant-réserve qui contient, éventuellement en plus du rongeant, encore un ou plusieurs colorants pouvant résister au rongeant, selon le modèle de dessin voulu et l'on. traite ensuite par chauffage à des températures de 100 jusqu'à 230°C, procédé caractérisé en ce qu'on utilise à titre de colorant en dispersion, pouvant être rongé en donnant du blanc, un colorant de formule I:
Figure imgb0038
dans laquelle
R représente un groupe alkyle ayant 1 à 4 atomes de carbone (qui peut être substitué par un groupe hydroxyle, un atome de chlor, de brome, un groupe méthoxy, éthoxy, méthoxyéthoxy, éthoxyéthoxy ou alcanoyloxy ayant au total 2 à 4 atomes de carbone, phényle (qui peut être substitué une ou plusieurs fois par un groupe nitro, chloro, bromo, et/ou méthyle),
R' représente un groupe alkyle ayant 1 à 4 atomes de carbone (qui peut être substitué par un groupe hydroxyle, par un atome de chlore ou de brome, par un groupe cyano, phényle, phènoxy, alcanoyloxy ayant 2 à 4 atomes de carbone, phénoxyacétoxy, alkylaminocarbonyloxy ayant 1 à 4 atomes de carbone dans le reste alkyle ou par un groupe phénylaminocarbonyloxy), dihydroxy alkyle ayant 3 ou 4 atomes de carbone, chloro- hydroxyalkyle ayant 3 ou 4 atomes de carbone, alkyle ayant 3 à 10 atomes de carbone (dont la chaîne carbonée est interrompue par 1 à 3 atomes d'oxygène et peut être substituée une ou plusieurs fois par un groupe hydroxyle),
R2 a l'un des sens de R' et peut représenter en outre un atome d'hydrogène, un groupe cyclopen- tyle, cyclohexyle, phényle, alcényle ayant 3 à 5 atomes de carbone,
Y représente un atome d'hydrogène, de chlore ou de brome, un groupe alkyle ayant 1 à 4 atomes de carbone, alcoxy ayant 1 à 4 atomes de carbone (qui peut être substitué par un groupe cyano ou hydroxyle), dihydroxyalcoxy ayant 3 ou 4 atomes de carbone, chloro-hydroxy-alkyle ayant 3 ou 4 atomes de carbone, alcoxy ayant 3 à 10 atomes de carbone (dont la chaîne carbonée est interrompue par 1 à 3 atomes d'oxygène et peut être substituée une ou plusieurs fois par un groupe hydroxyle) et
D représente un reste répondant aux formules:
Figure imgb0039
dans lesquelles
X' représente un groupe nitro, cyano
X2 représente un groupe nitro, cyano, un atome de brome ou de chlore,
X3 représente un atome d'hydrogène, de chlore, de brome, de fluore ou un groupe nitro,
X4 représente un groupe nitro, cyano, alkylsul- fonyle ayant 1 à 4 atomes de carbone, phénylsulfo- nyle, aminocarbonyle, alkylaminocarbonyle ayant 1 à 4 atomes de carbone dans le groupe alkyle (qui peut encore être substitué par un groupe hydroxyle ou comporter 3 à 10 atomes de carbone dans le reste alkyle, qui peut être interrompu par 1 à 3 atomes d'oxygène), dialkylaminocarbonyle ayant 1 à 4 atomes de carbone dans chacun des restes alkyles (qui peuvent être substitués chacun par un groupe hydroxyle ou comporter chacun 3 à 10 atomes de carbone dans les restes alkyles, lesquels sont interrompus chacun par 1 à 3 atomes d'oxygène), aminosulfonyle, alkylaminosulfonyle ayant 1 à 8 atomes de carbone (qui peut être substitué par un groupe hydroxyle) ou alkylaminosulfonyle ayant 3 à 10 atomes de carbone (dont la chaîne carbonée peut être intrrompue par 1 à 3 atomes d'oxygène), dialkylaminosulfonyle comportant 1 à 8 atomes de carbone dans chacun des restes alkyle ou comportant 3 à 10 atomes de carbone dans chacun des restes alkyle, dont chacun est interrompu par 1 à 3 atomes d'oxygène), alkylcarbonyle ayant 1 à 3 atomes de carbone dans le groupe carbonyle, benzoyle (qui peut être substitué une ou plusieurs fois par un groupe nitro, par un atome de chlore, de brome, par un groupe méthoxy ou méthyle), un atome d'hydrogène, de chlore, de brome, de fluor, un groupe méthyle ou éthyle, étant bien entendu que parmi ' les restes X' à X4, trois au maximum représentent des radicaux nitro,

et l'on utilise une pàte pour impression au rongeant-réserve, qui contient comme rongeant une base produisant, en solution aqueuse à 5%, une valeur de pH d'au moins 8.
2. Procédé selon la revendication 1, caractérisé en ce qu'on utilise à titre de base du carbonate ou bicarbonate de métal alcalin, en particulier du carbonate de sodium.
3. Procédé selon la revendication 1 ou 2, caractérisé en ce que, pour les étoffes qui sont des mélanges polyester/cellulose, le bain de foular- dage ou la pâte d'impression contient en outre au moins un colorant réactif rongeable comportant un reste réactif de formule:
Figure imgb0040
ou
Figure imgb0041
ou
Figure imgb0042
ou
Figure imgb0043
(dans lesquelles X représente un atome d'hydrogène ou un cation de métal, en particulier le cation sodium, et Hal un halogène, en particulier le chlore ou le brome), et éventuellement un ou plusieurs colorants réactifs pouvant résister aux ron- geages, et la pâte pour impression au rongeant-réserve contient, en plus du carbonate de métal alcalin ou de l'hydrogénocarbonate de métal alcalin, un sulfite de métal alcalin ou un hydrogénosul- fite de métal alcalin et éventuellement un aldéhyde.
4. Procédé selon une ou plusieurs des revendications 1 à 3, caractérisé en ce qu'on utilise un mélange de 2 ou de plus de 2 colorants répondant à la formule I.
5. Procédé selon une ou plusieurs des revendications 1 à 4, caractérisé en ce qu'on utilise un colorant de formule I dans laquelle le reste R1 et/ou R2 est un reste alkyle, interrompu par de l'oxygène, répondant à la formule:
Figure imgb0044
dans laquelle m représente le nombre 1, 2, 3 ou 4 et n le nombre 0, 1, 2, 3 ou 4.
6. Procédé selon une ou plusieurs des revendications 1 à 5, caractérisé en ce qu'on utilise un colorant de formule I dans laquelle D représente un reste de formule Il et X4 représente un groupe nitro, cyano, méthyl- ou éthylsulfonyle, aminosulfonyle, alkylaminosulfonyle ayant 1 à 4 atomes de carbone (qui peut être encore substitué par un groupe hydroxyle) ou alkylaminosulfonyle portant 3 à 10 atomes de carbone (dont la chaîne carbonée peut être interrompue par 1 à 3 atomes d'oxygène), acétyle, propionyle, et/ou X1 et/ou X2 représentent un groupe nitro, cyano et/ou X3 représente un atome d'hydrogène ou de chlore ou un groupe nitro.
7. Procédé selon une ou plusieurs des revendications 1 à 6, caractérisé en ce que, indépendamment l'un de l'autre, X1, X2 et X4 représentent un groupe nitro ou cyano, X4 représentant en outre un groupe alkylaminosulfonyle ayant 1 à 4 atomes de carbone ou alkylaminosulfonyle ayant 3 à 6 atomes de carbone et dont la chaîne carbonée est interrompue par 1 ou 2 atomes d'oxygène, et X3 représente un atome d'hydrogène.
8. Procédé selon une ou plusieurs des revendications 1 à 7, caractérisé en ce qu'on utilise un colorant de formule 1 dans laquelle D représente un reste de formule III.
9. Procédé selon une ou plusieurs des revendications 1 à 8, caractérisé en ce qu'on effectue le traitement de chauffage à des températures allant de 100 à 190 °C.
EP81109196A 1980-11-08 1981-10-29 Procédé pour réaliser des impressions au rongeant-réserve sur des matières textiles Expired EP0051818B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19803042144 DE3042144A1 (de) 1980-11-08 1980-11-08 Verfahren zur herstellung von aetzreservedrucken auf textilmaschinen
DE3042144 1980-11-08

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EP0051818A1 EP0051818A1 (fr) 1982-05-19
EP0051818B1 true EP0051818B1 (fr) 1985-09-04

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Publication number Priority date Publication date Assignee Title
DE3345417A1 (de) * 1983-12-15 1985-07-04 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von aetzdrucken
US7435264B2 (en) * 2003-11-12 2008-10-14 Milliken & Company Sculptured and etched textile having shade contrast corresponding to surface etched regions

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Publication number Priority date Publication date Assignee Title
US2083308A (en) * 1935-08-27 1937-06-08 Firm Of J R Geigy A G Monoazo-dyestuffs and their manufacture
GB1050675A (fr) * 1963-02-15
NL7403593A (fr) * 1973-03-23 1974-09-25
GB1543724A (en) 1975-08-13 1979-04-04 Ici Ltd Process for the production of discharge printing effects on synthetic textile materials
GB1512321A (en) 1976-01-05 1978-06-01 Ici Ltd Colouration process for cellulose textile materials
DE2836391C2 (de) * 1978-08-19 1988-04-14 Cassella Ag, 6000 Frankfurt Verfahren zum Färben und Bedrucken von synthetischem hydrophobem Fasermaterial
DE2952312A1 (de) * 1978-12-27 1981-07-02 Cassella Ag, 6000 Frankfurt Verfahren zur herstellung von reserveeffekten auf polyester-zellulose-mischfaser-textilien
DE2856283A1 (de) * 1978-12-27 1980-07-17 Cassella Ag Verfahren zur herstellung von reserveeffekten auf polyester-zellulose-mischfaser-textilien
DE3022429A1 (de) * 1979-06-29 1981-01-08 Sandoz Ag Verfahren zum faerben von pes/cel mischtextilien
DE2926651A1 (de) * 1979-07-02 1981-01-22 Hoechst Ag Zweiphasendruckverfahren zur herstellung von konversions- und aetzreserveartikeln
DE2945095A1 (de) * 1979-11-08 1981-05-21 Hoechst Ag, 6000 Frankfurt Zweiphasendruckverfahren zur herstellung von konversions- und aetzreserveartikeln auf cellulosehaltigen fasergebilden

Non-Patent Citations (1)

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Title
RESEARCH DISCLOSURE, Band 198, Oktober 1980, Seiten 425-427, Nr. 19826, Havant Hampshire, G.B., "Discharge/resist printing of synthetic textile materials using thiopene-azo disperse dyestuffs in the presence of alkali" *

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JPS57112481A (en) 1982-07-13
DE3042144A1 (de) 1982-07-22
US4398913A (en) 1983-08-16
EP0051818A1 (fr) 1982-05-19

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