EP0051818A1 - 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
EP0051818A1
EP0051818A1 EP81109196A EP81109196A EP0051818A1 EP 0051818 A1 EP0051818 A1 EP 0051818A1 EP 81109196 A EP81109196 A EP 81109196A EP 81109196 A EP81109196 A EP 81109196A EP 0051818 A1 EP0051818 A1 EP 0051818A1
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EP
European Patent Office
Prior art keywords
atoms
substituted
nitro
chlorine
bromine
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP81109196A
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German (de)
English (en)
Other versions
EP0051818B1 (fr
Inventor
Ulrich Dr. Bühler
Joachim Dr. Ribka
Kurt Roth
Theo Stahl
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sanofi Aventis Deutschland GmbH
Cassella Farbwerke Mainkur AG
Original Assignee
Cassella AG
Cassella Farbwerke Mainkur AG
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Publication date
Application filed by Cassella AG, Cassella Farbwerke Mainkur AG filed Critical Cassella AG
Publication of EP0051818A1 publication Critical patent/EP0051818A1/fr
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Expired legal-status Critical Current

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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 is 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 subsequent 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.
  • the desired pattern is then printed on the dried or dried-on padded fabric with the etching printing paste and the padded and printed fabric is then subjected to a heat treatment, with the base dye immigrating into the polyester at the unprinted areas, i.e. is fixed and the dye is destroyed at the printed areas, i.e. no coloring takes place.
  • 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 vary between yellow-brown and dull violet or reddish gray tones and which soils the white background at the etched areas. This leads to white etching which appears to be unclean or, in the event that a colored etching is to be produced, to a falsification of the shade of the etching-resistant dye.
  • etching pastes which contain relatively strong reducing or oxidizing agents, such as sodium dithionite in combination with alkali, alkali formaldehyde sulfoxylates or even heavy metal salts, such as tin-2-chloride.
  • strong etching agents such as sodium dithionite in combination with alkali, alkali formaldehyde sulfoxylates or even heavy metal salts, such as tin-2-chloride.
  • 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 to produce colored etchings is relatively small.
  • Disperse dyes are required for the background coloring, which can be etched with pure white agents.
  • Disperse dyes are known from German published patent application 26 12 740, 26 12 741, 26 12 742, 26 12 790, 26 12 791, 26 12 792, 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 have to be produced separately for these types of dyes, which is generally uneconomical.
  • the need to use pure white etchable disperse dyes in the process of etching reserve printing on hydrophobic textile materials under relatively mild etching conditions could therefore not be satisfied by the types of dyes specified above.
  • 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 and dialkylphosphonyl 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, ß-hydroxyethoxy, ⁇ -hydroxypropoxy, y-hydroxypropoxy, y-hydroxybutoxy, ⁇ -hydroxybutoxy, ⁇ , ⁇ -dihydroxypropoxy; Methoxycarbonylmethoxy, Ethoxycarbonylmethoxy, methoxycarbonylethoxy, propoxycarbonylethoxy; Methoxycarbonyl- ⁇ -methylethoxy; Methoxycarbonyl-a-methylethoxy; Methoxyethoxy, ethoxyethoxy, butoxyethoxy, 3-methoxypropoxy, 3-ethoxypropoxy, 3-e
  • 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-dinitrophenyl, 2-methylphenyl, 2-methyl
  • Bases which are contained in the etching reserve printing paste as etching agents and which produce a pH of at least 8 in 5% aqueous solution are known in large numbers.
  • 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, for example, alkali metal acetates, alkali metal carbonates or bicarbonates, trialkali phosphates, ammonia or else aliphatic amines, such as, for example, triethyl or tripropyl or tributylamine, ethanolamine, dimethyl- or diethylethanolamine, diethanolamine, methyl-, ethyl- or propyl-diethanolamine or triethanolamine.
  • Alkaline earth metal hydroxides such as, for example, Cal cium 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.
  • 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, and additives which promote wetting, penetration and dye absorption.
  • thickeners such as alginates, starch products, synthetic polymeric thickeners, mineral oils, hydrotropic substances such as urea, and 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.
  • radicals are particularly preferred: 2-hydroxyethyl, 2,3-dihydroxypropyl, 2-hydroxy-3-chloropropyl, 2-hydroxy-3-alkoxy-propyl with 1 to 4 C atoms in the alkoxy group, such as e.g. 2-hydroxy-3-methoxypropyl, 2-hydroxy-3-ethoxypropyl, 2-hydroxy-3-alkoxypropyl with 3 to 8 carbon atoms in the alkoxy group which is interrupted by 1 to 3 oxygen atoms, such as 2-hydroxy-3-methoxy-ethoxypropyl and 2-hydroxy-3-ethoxyethoxypropyl.
  • R 1 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.
  • radicals for R 2 are, for example, further alkoxycarbonylethyl radicals, in particular methoxy, ethoxy, n-propoxy, methoxyethoxy, ethoxyethoxy, 2-cyanoethoxy or 2-chloroethoxycarbonylethyl.
  • 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, methoxycarbonylmethoxy, methoxycarbonylethoxy and ethoxycarbonylethoxy.
  • 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 is particularly preferred radicals.
  • Preferred dyes of the formula I, wherein D is a radical of formula III are those in which X 5 is N itro, cyano or alkylsulphonyl having 1 or 2 carbon atoms and X 6 is hydrogen or methyl.
  • Dyes in which X 5 is nitro and X 6 is hydrogen are particularly preferred.
  • Very particularly preferred dyes of the formula I, where D is a radical of the formula III, are those in which preferred radicals for X 5 and X 6 are combined with preferred radicals for Y, R, R 1 and R 2 .
  • Particularly preferred dyes of the formula I are those in which D is a radical of the formula V or VI.
  • Very particularly preferred dyes of the formula I are those which have a particularly preferred radical D of the formula III, IV, V or VI in conjunction with preferred radicals for R, Y, R 1 and R 2 .
  • 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 are produced by mixing the individual dyes or, according to the method described below, by diazotizing 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 textile materials that predominantly contain hydrophobic fibers alongside other fibers, e.g. Cell or cotton.
  • the white-etchable disperse 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, for example padded or splashed.
  • the dye liquors can contain one or more disperse dyes of the formula I 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 previous 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 described 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.
  • the heat is supplied in the lower temperature range of approximately 100 to 110 ° C preferably due to overheated steam.
  • hot air is preferably used as the heat transfer medium.
  • the textiles become in the manner customary for polyester aftertreated, rinsed hot and cold and dried.
  • a particular embodiment of the process 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 you proceed as indicated above, you get multi-colored designs.
  • 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, and the textile prints are then fixed and finished as already described above.
  • the color printing paste printed first which may also contain several disperse dyes of the formula I.
  • 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 I. With subsequent fixation and completion of the textile materials as described above, multicolored designs are also obtained here.
  • 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 the formula I and optionally one or more etch-resistant disperse dyes, also contains at least one etchable reactive dye with a reactive residue of formula or or )the 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 VII to X given above.
  • the residues of the formulas VII to IX it is common that they in the presence of alkali with the elimination of a sulfate or Halide anion form a vinylsulfonyl group.
  • This group formed in the presence of alkali fixes on cotton or cellulose wool in the same way as the vinyl sulfonyl residue bonded directly to the dye residue, of the formula X, by adding an OH group of the cellulose to the vinyl double bond.
  • Etchable reactive dyes which have one of the reactive radicals mentioned above can belong to all technically important dye groups.
  • 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 VIII or IX 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.
  • a padding liquor which is prepared for a base dyeing of a certain color shade, in the case 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 dispersion dyes and in the case that the substrate predominantly Contains polyester fibers, a high proportion or only disperse dyes and a low proportion or no reactive dyes.
  • the padding liquor or printing paste in addition to one or more etchable disperse dyes of the formula I also contains one or more etchable reactive dyes with reactive radicals of the formulas VII to X
  • an etching reserve printing paste is used which, in addition to alkali carbonate or alkali hydrogen carbonate, also contains an alkali sulfite or 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 carbonate
  • the sodium or potassium salts preferably the sodium salts
  • Aldehydes which can be present in the reserve pastes as alkali metal bisulfite adducts are in principle all those which are technically readily accessible, such as, for example, formaldehyde, acetaldehyde, glyoxal, benzaldehyde.
  • 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.
  • etching reserve prints on polyester / cellulose blended fabrics after padding or printing on the fabric, drying or drying and then overprinting with the etching reserve printing paste, it is advisable to subject the padded and printed textile fabrics to a heat treatment between 100 and 190 ° C and the heat is preferably supplied by superheated steam.
  • the heat treatment causes a) an inhibition of the etchable disperse and reactive dyes and a fixation of any non-reservable disperse and reactive dyes that may be present at the locations printed with the etching reserve printing paste, b) a fixation of the dispersion dyes at the locations not printed with etching reserve printing paste the padding liquor or printing paste contained an alkali metal formate, and at the same time a fixation of the reactive dyes.
  • Inhibition of the dye is to be understood here as meaning the change in the dye molecule caused by the reservation agent, which leads to the dye in question no longer staining the substrate.
  • the two-phase process i.e.
  • the reactive dyes are then fixed in the base coloring, i.e. 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 particular embodiment of the process according to the invention on blended fabrics consists in that the padding liquor or printing paste contains, in addition to etchable disperse and reactive dyes, additionally etch-resistant disperse and reactive dyes, which are therefore those used according to the invention Etching reserve printing pastes cannot be destroyed. If one proceeds as above, then multicolored designs are obtained.
  • a further possibility for carrying out the process according to the invention in mixed fabrics is that etching reserve printing pastes are printed on the fund, which are sealed or printed with reservable dyes, which in turn contain dispersing and reactive dyes which are resistant to the reservation agent. With subsequent fixation and completion of the textile materials as described above, multicolored designs are also obtained here.
  • 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 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 the formula I to produce multicolored designs, are the known commercial dyes from the group of azo or azomethine, quinophthalone, nitro or anthraquinone dyes.
  • alkali-resistant disperse dyes are:
  • 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 11 67 704, FR-PS 13 50 486, FR-PS 810 412, FR-PS 829 010, FR-PS 14 28 383, FR-PS 20 18 473, FR-PS 20 08 404, BE -PS 668 126, BE-PS 668 829, BE-PS 687 324, BE-PS 6 954 420, BE-PS 71 65 34, 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 72 21 628, JP-PS 73 120 44, JP-PS 49 01 866, JP-PS 49 00 320, JP- PS 49 37 931, CH-PS 343 560, SA-PS 6 907 109, DE
  • the dyes are not mentioned in the cited documents, they can, however, be prepared in complete analogy to the production processes described there, by using an amine of the formula diazotized and with a coupling component or a mixture of several coupling components of the formula XI couples, where D, Y, R, R 1 and R 2 have the meanings given above.
  • the diazotization of the amine of the formula takes place, for example, by the action of nitrous acid or compounds splitting off nitrous acid.
  • 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 more convenient in an acidic aqueous medium or in a lower aliphatic carboxylic acid, such as acetic acid as diluted with water, or in a mixture of water and a slightly water-soluble alcohol, such as n- or i-butanol, at temperatures from 0 to 30 ° C. The temperature range from 0 to 20 ° C.
  • the coupling reaction it may be expedient to buffer the pH of the coupling mixture to a value of 3 to 6 towards the end of the reaction by adding alkalis, such as, for example, sodium acetate. The dye is then isolated in the usual way.
  • alkalis such as, for example, sodium acetate
  • Dyes of the formula I, where D is a radical of the formula II, which carry o-cyano, nitro, alkyl or arylsulfonyl or dialkylphosphono groups in the diazo components are expediently prepared by using Hal in the dyes of the formula XII where Hal is fluorine, chlorine, bromine or iodine, exchanged for cyan, nitro, alkyl or arylsulfonyl or diethylphosphono. Methods for this are described, for example, in DE-OS 12 80 915, DE-OS 18 07 642, DE-OS 18 09 921, or J. Chem. Soc. Perkin I, 1979, p. 2634 or DE-OS 2 846 438.
  • methyl or arylsulfonyl groups can also be introduced by adding dyes of the formula XIII the o-permanent nitro groups are exchanged.
  • a padding liquor which contains 937 parts of water, 3 parts of monosodium phosphate, 10 parts of sodium chlorate and 20 parts of an acrylic acid-based polymerization product as an anti-migration agent per 1000 parts.
  • overprinting is carried out using a printing paste which contains 600 parts of an aqueous 10% strength Johanniskern flour ether thickener, 120 parts of water, 80 parts of sodium carbonate, 100 parts of polyethylene glycol 400 and 100 parts of glycerol per 1000 parts.
  • 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 background with sharp contours at the etched areas.
  • Example 1 A navy blue print is obtained with very good coloristic properties, in particular good light, heat-setting, rubbing and washing fastness and very good white ground with sharp contours in the etched areas.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
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 true EP0051818A1 (fr) 1982-05-19
EP0051818B1 EP0051818B1 (fr) 1985-09-04

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US (1) US4398913A (fr)
EP (1) EP0051818B1 (fr)
JP (1) JPS57112481A (fr)
DE (2) DE3042144A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
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EP0148433A1 (fr) * 1983-12-15 1985-07-17 BASF Aktiengesellschaft Procédé pour la préparation d'impressions par gravure

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Publication number Priority date Publication date Assignee Title
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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EP0051818B1 (fr) 1985-09-04
DE3172151D1 (en) 1985-10-10
US4398913A (en) 1983-08-16
DE3042144A1 (de) 1982-07-22

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