EP3387184A1 - Traitement de matériau textile - Google Patents

Traitement de matériau textile

Info

Publication number
EP3387184A1
EP3387184A1 EP16819018.9A EP16819018A EP3387184A1 EP 3387184 A1 EP3387184 A1 EP 3387184A1 EP 16819018 A EP16819018 A EP 16819018A EP 3387184 A1 EP3387184 A1 EP 3387184A1
Authority
EP
European Patent Office
Prior art keywords
acid
vol
nitrate salt
phosphate
sulfate
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.)
Withdrawn
Application number
EP16819018.9A
Other languages
German (de)
English (en)
Inventor
Christian Bruno SCHIMPER
Paul Sebastian PACHSCHWÖLL
Hubert HETTEGGER
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.)
Acticell GmbH
Original Assignee
Acticell GmbH
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Acticell GmbH filed Critical Acticell GmbH
Publication of EP3387184A1 publication Critical patent/EP3387184A1/fr
Withdrawn legal-status Critical Current

Links

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
    • D06P5/13—Fugitive dyeing or stripping dyes
    • D06P5/131—Fugitive dyeing or stripping dyes with acids or bases
    • 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
    • D06P5/13—Fugitive dyeing or stripping dyes
    • D06P5/132—Fugitive dyeing or stripping dyes with oxidants
    • 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
    • D06P5/13—Fugitive dyeing or stripping dyes
    • D06P5/135—Fugitive dyeing or stripping dyes with combined acids or bases + oxidants + reductants 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
    • D06P5/151—Locally discharging the dyes with acids or bases
    • 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
    • D06P5/153—Locally discharging the dyes with oxidants
    • 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
    • D06P5/156—Locally discharging the dyes with combined A+B+C means

Definitions

  • the present invention generally relates to a process for local surface treatment of textile material with a chemical composition, more specifically to the local treatment of a textile material with a nitrate salt and an acid catalyst in order to obtain a color change or a vintage look of the textile material at desired regions.
  • Fabric such as denim
  • denim fabrics are ring dyed to enable the formation of a worn look when the colour from the most outer part of the yarn is physically or chemically removed.
  • Common dyes for the denim textile are sulphur dyes, reactive dyes, direct dyes, VAT dyes, basic dyes, pigment dyes, or natural dyes.
  • a combination of different dyes is possible and can emerge as top or bottom indigo combination dye, coatings, or bottoms.
  • Indigo and sulphur dyes are most common on our fabric type. They emerge as solid dyed, top or bottom indigo combination dyed. Reactive dyes are used very often because of their wide colour offering and range together with their high fastness which is not always an advantage.
  • Direct dyes can also be used and are not so fast on cotton as reactive. This often is desired to achieve a distressed washed out look.
  • VAT dyes - such as indigo - are used on cotton and blends with other man made fibers. Pigment dyes are often used in conjunction with a cationiser. Surface dyeing so compliments the indigo abrasion concept. Has limitations on darker shades since often a reactive bottom is used. Natural dyes are also possible depending on the desired effect.
  • wet processes such as a stone and/or enzyme process, are applied to the fabric, typically after the fabric has been transformed into a garment, to create a faded and worn look.
  • an enzyme wash in combination with agitation elements removes color from a ridged blue denim fabric to develop a contrasting pattern of variable color intensities creating a stonewashed look.
  • the faded areas of the denim fabric can correspond to where stones or rocks contact the fabric during the enzyme washing process.
  • US 5 350 423 A discloses a process for pre-treating cotton denim to enhance abrasion and shade reduction by embrittling the fibers with an acid and heat-activated finishing, thus increasing susceptibility/amenability of the indigo dye to a subsequent bleaching method (e.g. chlorine bleaching) and thereby reducing stonewashing time and expense.
  • a subsequent bleaching method e.g. chlorine bleaching
  • EP 1 486 607 A1 discloses a process for an indigo-dyed cloth in which a sole nitrogen based oxidizing agent is applied. In order to obtain the desired vintage look the pretreated cloth is subjected to a dramatic heating step higher 170 °C.
  • JP 2004 068179 A discloses a process for an indigo dyed cloth in which an acid compound is applied to a fabric by immersion and subjected to a heating step at very high baking temperature (180 °C) for the embrittlement of the cellulose backbone by acid hydrolysis and eventually physical removal of indigo dye.
  • JP H1 1 200261 A discloses the use of aqueous nitric acid to be applied onto indigo-dyed denim and achromatic (white) cloth by immersion and subsequent basic rinsing in order to achieve light-brown cotton goods after nitrification of the cellulose backbone. In this application the cloth is immersed completely into the solution and no local bleaching is possible.
  • [001 1] According the invention there is provided a method for changing the color of a fiber, yarn, fabric or garment in order to obtain a vintage look, wherein said fiber, yarn, fabric or garment is subjected to a treatment with a nitrogen compound in presence of an acid catalyst or treatment conditions which induce acid formation.
  • One embodiment of the invention relates to a method for changing the color of a dyed textile material to obtain a vintage and/or worn appearance comprising the steps of: a. contacting said textile material with at least one nitrate salt,
  • step b) maintaining step b) until the desired color change is achieved.
  • a further embodiment of the invention relates to the method as described above, wherein the nitrate salt is an organic or inorganic nitrate salt.
  • a further embodiment of the invention relates to the method as described above, wherein the inorganic nitrate salt is selected from the group consisting of
  • a further embodiment of the invention relates to the method as described above, wherein the nitrate salt is Mg(NO 3 ) 2 , KNO , LiNOs, NaNOs, AI(NO 3 )3, Ca(NO 3 ) 2 ,
  • Fe(NO 3 ) 3 Cu(NO 3 ) 2 , Zn(NO 3 ) 2 , Co(NO 3 ) 2 , or (NH 4 ) 2 Ce(NO 3 ) 6 .
  • a further embodiment of the invention relates to the method as described above, wherein the nitrate salt is applied in solution, wet or dry form.
  • a further embodiment of the invention relates to the method as described above, wherein nitrate salt is applied on local parts of the fabric.
  • a further embodiment of the invention relates to the method as described above, wherein the nitrate salt is applied on local parts of the fabric in a way
  • One embodiment of the invention relates to a method for changing the color of a dyed textile material to obtain a vintage and/or worn appearance comprising the steps of:
  • nitrate salt Mg(NO 3 ) 2 , KNO 3 , LiNO 3 , NaNOs, Ai(NO 3 ) 3 , Ca(NO 3 ) , Fe(NO 3 ) 3 ,
  • step b) maintaining step b) until the desired color change is achieved.
  • a further embodiment of the invention relates to the method as described above, wherein the acid catalyst is an organic or inorganic acid, preferably selected from the group consisting of methanesulfonic acid, citric acid, tartaric acid, oxalic acid, toluenesulfonic acid, succinic acid, maleic acid, malic acid, sulfuric acid, hydrochloric acid, phosphoric acid, salicylic acid and mixtures thereof and optionally about 0.01 - 15 vol% of at least one auxiliary agent.
  • the acid catalyst is an organic or inorganic acid, preferably selected from the group consisting of methanesulfonic acid, citric acid, tartaric acid, oxalic acid, toluenesulfonic acid, succinic acid, maleic acid, malic acid, sulfuric acid, hydrochloric acid, phosphoric acid, salicylic acid and mixtures thereof and optionally about 0.01 - 15 vol% of at least one auxiliary agent.
  • a further embodiment of the invention relates to the method as described above, wherein the acid catalyst is selected from the group consisting of organic or inorganic compounds, i.e. organic or inorganic chlorides, sulfates, phosphates, borates, fluorides; acid forming esters, amino acid hydrochlorides, and Lewis acid chlorides.
  • the acid catalyst is selected from the group consisting of organic or inorganic compounds, i.e. organic or inorganic chlorides, sulfates, phosphates, borates, fluorides; acid forming esters, amino acid hydrochlorides, and Lewis acid chlorides.
  • a further embodiment of the invention relates to the method as described above, wherein the Lewis acid chloride is ferric chloride, zinc chloride, lithium chloride, copper chloride, magnesium chloride or aluminum chloride and a sulfate as
  • manganese sulfate and the phosphate is a monosodium phosphate, disodium phosphate, monopotassium phosphate, dipotassium phosphate, monomagnesium phosphate, dimagnesium phosphate, trimagnesium phosphate, ammonium
  • polyphosphate monoammonium phosphate, diammonium phosphate, monocalcium phosphate, dicalcium phosphate, disodium pyrophosphate, trisodium pyrophosphate, tetrasodium pyrophosphate, sodium triphosphate, pentapotassium triphosphate.
  • a further embodiment of the invention relates to the method as described above, wherein the acid catalyst is capsuled.
  • a further embodiment of the invention relates to the method as described above, wherein the treatment is carried out by a temperature of below 65 °C, or at a temperature of below 90 °C, or at higher temperature where applicable, if the acid catalyst decreases the activation temperature in comparison to the pure nitrate.
  • a further embodiment of the invention relates to the method as described above, wherein the textile material is treated with an aqueous solution comprising at least one nitrate salt which is activated by an acid catalyst , wherein the treatment is carried out until the desired color change is achieved.
  • a further embodiment of the invention relates to the method as described above, wherein said aqueous solution comprises Mg(NO3)2, a different nitrate salt (e.g. AI(NO3)3) and an acid catalyst, e.g. tartaric acid.
  • a further embodiment of the invention relates to the method as described above, wherein said aqueous solution comprises AI(NO3)3 and toluenesulfonic acid.
  • a further embodiment of the invention relates to the method as described above, wherein the fabric is not immerced into the aqueous solution.
  • a further embodiment of the invention relates to the method as described above, wherein the treatment is carried out at a temperature of about 10 to 90 °C, or at a temperature of about 10 to 60 °C, or at a temperature of about 10 to 50 °C or at room temperature.
  • a further embodiment of the invention relates to the method as described above, wherein the method is carried out in the presence of a sulfate and/or chloride compound.
  • One embodiment of the invention relates to the use of an aqueous composition comprising at least one nitrate salt and optionally at least one acid catalyst and optionally an auxiliary chemical agent for the treatment of textile material in order to obtain a worn appearance and/or vintage look.
  • a further embodiment of the invention relates to the use as described above, wherein the aqueous solution comprises about 10 - 75 vol% nitrate salt, optionally about 0.01 - 5 vol% of a different nitrate salt, and about 0.5 - 50.0 vol% acid catalyst, and optionally about 0.01 - 0.05 vol% of at least one chelating agent and optionally about 0.01 - 15 vol% of at least one auxiliary agent.
  • a further embodiment of the invention relates to the use as described above, wherein the aqueous solution comprises about 20 - 50 vol% nitrate salt, optionally about 0.05 - 3 vol% of a different nitrate salt, and about 1.0 - 35.0 vol% acid catalyst, and optionally about 0.01 - 0.05 vol% chelating agent and optionally about 0.01 - 15 vol% of at least one auxiliary agent.
  • a further embodiment of the invention relates to the use as described above, wherein the aqueous solution comprises about 20 - 35 vol% nitrate salt, optionally about 0.1 - 2 vol% of a different nitrate salt, and about 5.0 - 35.0 vol% acid catalyst, and optionally about 0.01 - 0.05 vol% chelating agent and optionally about 0.01 - 15 vol% of at least one auxiliary agent.
  • a further embodiment of the invention relates to the use as described above, wherein the aqueous solution comprises about 20 - 30 vol% Mg(NO3)2, about 0.05 - 2 vol% of another nitrate salt, about 1.0 - 30.0 vol% tartaric acid and optionally about 0.01 - 0.05 vol% chelating agent and optionally about 0.01 - 15 vol% of at least one auxiliary agent.
  • a further embodiment of the invention relates to the use as described above, wherein the aqueous solution comprises about 5 - 20 vol% AI(NO3)3, about 5 vol% butyl diglycol, mixing with a solution of about 10 - 35 vol% toluenesulfonic acid, and optionally about 0.01 - 0.05 vol% chelating agent and optionally about 0.01 - 15 vol% of at least one auxiliary agent.
  • a further embodiment of the invention relates to the use as described above, wherein the aqueous solution comprises about 10 vol% AI(NO3)3, about 5 vol% butyl diglycol, mixing with a solution of about 30 vol% toluenesulfonic acid, and optionally about 0.01 - 0.05 vol% chelating agent and optionally about 0.01 - 15 vol% of at least one auxiliary agent.
  • a further embodiment of the invention relates to the method as described above, wherein optionally an auxiliary agent is used.
  • One embodiment of the invention relates to a method to increase the color value of treated fabric by applying a solution comprising about 0.1 - 20 vol% AI(NO3)3, optionally about 5 vol% butyl diglycol and about 0.01 - 35 vol% toluenesulfonic acid to the fabric depending on the intensity of the desired effect.
  • One embodiment of the invention relates to a method to increase the color value of treated fabric by applying a solution comprising about 0.1 - 20 vol% AI(NO3)3, optionally about 5 vol% butyl diglycol and about 30 vol% toluenesulfonic acid to the fabric depending on the intensity of the desired effect.
  • One embodiment of the invention relates to a method to increase the color value of treated fabric by applying a solution comprising of an aluminum based nitrate salt, optionally a wetting agent, and toluenesulfonic acid to the fabric.
  • a further embodiment of the invention relates to the use as described above, wherein the auxiliary agent is selected from the group consisting of a nitrate, softener, brightening agent, plastic, a thickening agent, dyestuff used as a marker dye, a wetting agent, a complexing agent, a dispersing agent, and a buffer solution derived from the salt of an acid and the corresponding acid.
  • the auxiliary agent is selected from the group consisting of a nitrate, softener, brightening agent, plastic, a thickening agent, dyestuff used as a marker dye, a wetting agent, a complexing agent, a dispersing agent, and a buffer solution derived from the salt of an acid and the corresponding acid.
  • a further embodiment of the invention relates to the method as described above, wherein the fabric is dyed by commonly used dyes for the textiles.
  • a further embodiment of the invention relates to the method as described above, wherein the dye is selected from the group consisting of sulphur dye, reactive dye, direct dye, VAT dye, basic dye, pigment dye, or natural dyes, or a mixture thereof.
  • a further embodiment of the invention relates to the method as described above, wherein the dye is a solid dye of a top or bottom indigo combination dye.
  • a further embodiment of the invention relates to the method as described above, wherein the ⁇ _ value between the untreated and treated part is greater than 2.
  • L stands for the lightness in the CIE 1976 Lab color space.
  • a further embodiment of the invention relates to the method as described above, wherein the acid catalyst is provided as a buffered substance.
  • a further embodiment of the invention relates to the method as described above, wherein the pH of the aqueous solution is higher than 2.
  • the present invention provides a method for obtaining a worn and/or vintage appearance of a fabric in which the shortcomings of the prior art are avoided.
  • the present invention relates to a method of providing a worn or vintage appearance of a fabric, wherein said fabric is subjected to acid treatment in the presence of a nitrate salt.
  • the textile material may be used in production of further goods (cloths, garments, carpets, bags, shoes, jewelry, furnishings, artifacts, etc.).
  • the textile material is finished colored denim.
  • the method may be applied to a variety of garments including jeans, jean jackets, jean skirts, jean shorts, jean dresses, jean vests, corduroy and twill garments. The method may also be applied on other fabrics besides denim fabrics.
  • the textile material may be dyed or coated with a dye, preferably with a natural or synthesized dye.
  • the fabrics are dyed with an indigo dye which may be a natural or synthesized indigo dye or sulphur black dye.
  • the yarns of the fabrics are dyed with sulphur black dyes, a combination of indigo dye and sulphur black dye or a combination of sulphur black below, in-between and on top of the indigo dye on the yarn.
  • the textile material may consist of cellulosic material (e.g. natural fibers like bast fibers (e.g. jute, flax, hemp, etc.), leaf fibers (e.g. sisal, etc.), seed fibers (e.g. cotton, etc.), or other fibers like bamboo, etc., or man-made fibers like lyocell type, viscose and rayon type, or modal type, cupro type, acetat type), and in special cases also fibers based on proteins (e.g. soja, casein, fibroin, sericin, etc.), starch and glucose (e.g.
  • cellulosic material e.g. natural fibers like bast fibers (e.g. jute, flax, hemp, etc.), leaf fibers (e.g. sisal, etc.), seed fibers (e.g. cotton, etc.), or other fibers like bamboo, etc., or man-made fibers like lyocell type, viscose and rayon type
  • polylactide fibers, etc. alginates and chitosanes, but not limited to, and may be used in a combination of synthetic fiber types derived from polycondensation (e.g. polyester, polyethyleneterephtalate, polyamide, polyimide, polyamide-imid, polyphenylensulfide, aramide, etc.), polymerization (e.g. polyacrylonitrile,
  • polycondensation e.g. polyester, polyethyleneterephtalate, polyamide, polyimide, polyamide-imid, polyphenylensulfide, aramide, etc.
  • polymerization e.g. polyacrylonitrile
  • polytetrafluorethylene polyethylene, polypropylene, polyvinylchloride, etc.
  • fibers produced by polyaddition procedure e.g. polyurethane, etc., but not limited to.
  • the nitrogen compound may be an organic nitro- or nitrate-compound like aliphatic, aromatic, heterocyclic or a biochemical organic compound selected from the group consisting of alkanes, alkenes, alkynes, cyclic compounds, as well as allyl-, alkyl-, arylcompounds, alcohols, aldehydes, esters, ethers, ketones, carbohydrates, or inorganic nitrates of heavy metals or of an alkali-metal, alkaline earth metal, or one of the boron group, carbon group, nitrogen group, chaicogens, halogens, noble gases, as well as from the group of transition metals, Lanthanides and Actinides.
  • a biochemical organic compound selected from the group consisting of alkanes, alkenes, alkynes, cyclic compounds, as well as allyl-, alkyl-, arylcompounds, alcohols, aldehydes, esters, ethers, ketones, carbohydrates
  • the nitrogen compound is a nitrate salt which is selected from the group consisting of Mg(N03)2, KNO3, LJNO3, AI(N03)3,
  • the nitrate salt is selected from the group consisting of Mg(N0 3 )2, UNO3, AI(NO 3 )3, Fe(N0 3 )3, Zn(N0 3 )2, Ce(N0 3 )3, Ce(N0 3 )4, as well as their respective salts with nitrite.
  • the nitrate salt may be used in a concentration of higher than 0.5 g/L, limited by its solubility in the solvent. In one embodiment a mixture of nitrate salts is used. In one further embodiment the nitrate salt or mixture is used in a dry form, e.g. as a powder.
  • solvents are polar and/or low-polarity solvents as primary solvents or as mixtures or emulsions in any desired ratio, such as water, alcohols, fatty alcohols, aliphatic fatty alcohols, aromatic fatty alcohols, amines, octylamines, cyclic amines, hydrocarbon solvents, naphthenic solvents, paraffinic solvents, aromatic derivatives such as diisopropylnaphthalene, glycols, polyglycols, esters, branched monoesters, oleic esters, benzoic esters, lactic acid esters, myristic acid esters, palmitic acid esters, fatty acid esters in general, propylene glycol acetates, dipropylene glycol ether acetate, polyethylene glycol acetates, diethylene glycol monobutyl ether acetate, glycol ethers, polypropylene glycol esters, tripropylene glycol monomethyl ether,
  • the acid may be an Arrhenius acid, Bransted-Lowry acid or a Lewis acid, chemically characterized as monoprotic or polyprotic acids or salts thereof which may be mineral acids (inorganic acids) or organic acids like sulfonic acids or salts thereof, aliphatic or aromatic carboxyiic acids, amino acids, halogenated carboxyiic acids and vinylogous carboxyiic acid or salts thereof.
  • the acid may be selected from the group consisting of sulfuric acid, hydrochloric acid, fluorosulfuric acid, phosphoric acid, fluoroantimonic acid, fluoroboric acid,
  • trichloroacetic acid ascorbic acid, aspartic acid, and mandelic acid. Mixtures of two or more of these compounds may also be used, as well as in a combination with corresponding salts to form buffer solutions.
  • the acid catalyst may be for example selected from the group consisting of organic or inorganic compounds, i.e. organic or inorganic forms of chlorides, sulfates, phosphates, borates, fluorides, Lewis acid chlorides, such as ferric chloride, zinc chloride and aluminum chloride, magnesium chloride, ammonium chloride, potassium aluminum sulfate, ammonium sulfate, maleate ester, an amino acid hydrochloride, such as glycine hydrochloride, glutamic acid hydrochloride, betaine hydrochloride, alanine hydrochloride, valine hydrochloride, lysine hydrochloride, arginine
  • organic or inorganic compounds i.e. organic or inorganic forms of chlorides, sulfates, phosphates, borates, fluorides, Lewis acid chlorides, such as ferric chloride, zinc chloride and aluminum chloride, magnesium chloride, ammonium chloride, potassium aluminum sulfate, ammonium
  • Suitable acid catalysts include organic acids such as citric acid and tartaric acid.
  • Magnesium chloride, ammonium chloride, zinc chloride, zinc fluoroborate and zinc nitrate are suitable (weak) acids, as well as water soluble salts of mono-, di-, tri- and polyphosphates (e.g. monosodium phosphate, disodium phosphate, trisodium phosphate, monopotassium phosphate, dipotassium phosphate, tripotassium
  • phosphate monomagnesium phosphate, dimagnesium phosphate, trimagnesium phosphate, ammonium polyphosphate, monoammonium phosphate, diammonium phosphate, triammonium phosphate, monocalcium phosphate, dicalcium phosphate, tricalcium phosphate, disodium pyrophosphate, trisodium pyrophosphate, tetrasodium pyrophosphate, sodium triphosphate, penta potassium triphosphate), and
  • pyrophosphates or organophosphates which are esters of phosphoric acid and phytinic acid and their corresponding salts; as well as complexing agents which may be but not limited to selected from the list of methylglycindiacetic acid, ethylenediaminetetraacetic acid, L-glutamic acid ⁇ /,/V-di acetic acid tetra sodium salt, alanine-A/JV-diacetic acid trisodium salt, diethylene triamine pentaacetic acid, nitrilotriacetic acid, ethylene glycol tetraacetic acid, ethylenediamine-/V, V-disuccinic acid, poiycarboxylates, zeoiithes, and phosphonates. Mixtures of two or more of these compounds may also be used, as well as in combination to form buffer solutions.
  • Preferred solute concentrations of the acid depend upon the particular acid catalysts used. Lower concentrations of highly active compounds may be used to avoid unwanted acid damage to the fabric and higher concentrations of less active compounds.
  • the solution of the acid together with the nitrate is preferably an aqueous solution, but it may be also applied in separate steps or in a mixture of the pure substances in powder form.
  • One or more components may be encapsulated in the solution or the solid form.
  • the textile material may be evenly or unevenly impregnated with this composition using any of the conventional techniques.
  • the application of one or more components together or in separate form on the fibers, yarns, fabrics or garments may be performed by immersion, padding, spraying, brushing, printing, foaming, sponging, other contact methods like stone and/ or powder carrier, but not limited to, at any stage of processing.
  • the aqueous solution is sprayed on the raw or desized denim garment on limited areas, or covering all parts of the garment, to create localized bleached effects simulating wear areas on the jeans or applied on prepared shaped motif to jeans or fabric which can be subsequently washed to highlight the applied areas.
  • the solution may be applied on fabric form by immersion or as a one side application by printing (e.g. as block printing or roller cage printing), spraying, foaming, or a kiss roll on all areas of the application side or on limited areas of the application side.
  • the acid catalyst may be applied in a concentration of higher than 0.01 g/L, limited by its solubility in the solvent. In one embodiment a mixture of acids may be used.
  • the ratio of acid catalyst to the nitrate salt in the reaction mixture is in the range of about 75: 1 to 1 : 100, preferably in the range of about 20: 1 to 1 :20, more preferably in the range of 5: 1 to 1 :20, most preferred in the range of 1 : 1 to 1 :5.
  • one or more further catalysts may be added to the reaction mixture such as for example a sulfate compound, phosphate compound, ammonium
  • a buffer solution might be appropriate. Suitable buffer solutions are well known to a person skilled in the art.
  • the method is carried out in the presence of a sulfate, a phosphate and/or chloride catalyst.
  • the sulfate may be selected from the group consisting of MgS0 4 , Ce(SO 4 ) 2 , VOS0 4 , FeSO 4 , Fe 2 (S0 4 )3, CuSO 4 ,
  • the phosphate may be selected from the group of calcium, sodium, potassium and ammonium phosphates such as NaH 2 PO 4 , Na 2 HPO 4 , KH 2 PO 4 , K 2 HPO 4 , Ca(H 2 PO 4 ) 2 , CaHPO 4 , Na 2 H 2 P 2 O 7 , Na 3 HP 2 O 7 , NasPsOio, K5P3O10, (NH 4 )H 2 PO 4 , (NH 4 ) 2 HPO 4 .
  • the chloride may be selected from heavy metal chloride such as for example from ZnCI 2 , FeC , FeCI 2 , CuCI 2 , MnCI 2 , CoCI , NiCI 2 or AICI3.
  • the textile material is treated with
  • the textile material is treated with
  • the textile material is treated with an aqueous solution comprising at least one nitrate salt - depending on the cation species - in a concentration of about 1 - 80 vol%, or of about 5 - 75 vol%.
  • the aqueous solution comprises at least one nitrate salt in a
  • the aqueous solution comprises at least one nitrate salt in a concentration as stated about, wherein said nitrate salt is selected from the group consisting of Mg(NO3) 2 , UNO3, AI(NO3)3, Ca(NO3) 2 , Fe(N03)3, Cu(NO 3 ) 2 , KNO3, NaNOs, (NH 4 ) 2 Ce(N0 3 ) 6 , Co(NO 3 ) 2 , or Fe(NO 3 ) 2 , or hydrates thereof.
  • the aqueous solution may also comprise auxiliary agents.
  • the aqueous solution comprises at least one nitrate salt in a concentration as stated above and at least one acid catalyst in a concentration of about 0.01 vol%, 0.05 vol%, 1.0 vol%, 1.25 vol%, 1.5 vol%, 1.75 vol%, 2.0 vol%, 2.25 vol%, 2.5 vol%, 2.75 vol%, 3.0 vol%, 3.25 vol%, 3.5 vol%, 3.75 vol%, 4.0 vol%, 4.25 vol%, 4.5 vol%, 4.75 vol%, 5.0 vol%, 5.25 vol%, 5.5 vol%, 5.75 vol%, 6.0 vol%, 6.25 vol%, 6.5 vol%, 6.76 vol%, 7.0 vol%, 7.25 vol%, 7.5 vol%, 7.75 vol%, 8.0 vol%, 8.25 vol%, 8.5 vol%, 8.75 vol%, 9.0 vol%, 9.25 vol%, 9.5 vol%, 9.75 vol%, 10.0 vol%, 1 1 .0 voi%, 12.0 vol%, 13.0 vol%, 1.0 vol%, 1.25 vol%,
  • the aqueous solution comprises at least one nitrate salt and at least one acid catalyst in a concentration as stated above, wherein said acid catalyst is selected from the group consisting of MgSO 4 , Ce(SO 4 )2, VOSO 4 , FeSO 4 , Fe 2 (SO 4 ) 3 , ZnCb, FeCb, CuCb, FeCb, AICI 3 , LiNOa, CaCb, NaCI, KCI, LiCI, SrCb, MgCb, (NH ) 2 SO 4 , CuSO 4 , Li 2 SO 4 , NH 4 AI(SO 4 ) 2 , KAI(SO ) 2 , ZnSO 4 , NaH 2 PO 4 , Na 2 HPO 4 , KH 2 PO , K 2 HPO 4 , Zn 3 (PO ) 2 , Ca(H 2 PO 4 ) 2 , CaHPO 4 , Na 2 H 2 P 2 O 7 , Na 3 HP 2 O 7
  • the aqueous solution may also comprise auxiliary agents.
  • the aqueous solution comprises at least one nitrate salt in a concentration as stated above and at least one acid catalyst in a concentration of about 0.01 vol%, 0.05 vol%, 1 .0 vol%, 1 .25 vol%, 1 .5 vol%, 1 .75 vol%, 2.0 vol%, 2.25 vol%, 2.5 vol%, 2.75 vol%, 3.0 vol%, 3.25 vol%, 3.5 vol%, 3.75 vol%, 4.0 vol%, 4.25 vol%, 4.5 vol%, 4.75 vol%, 5.0 vol%, 5.25 vol%, 5.5 vol%, 5.75 vol%, 6.0 vol%, 6.25 vol%, 6.5 vol%, 6.76 vol%, 7.0 vol%, 7.25 vol%, 7.5 vol%, 7.75 vol%, 8.0 vol%, 8.25 vol%, 8.5 vol%, 8.75 vol%, 9.0 vol%, 9.25 vol%, 9.5 vol%, 9.75 vol%, 10.0 vol%, 1 1 .0 vol%,
  • the aqueous solution comprises at least one nitrate salt in a concentration as stated above and at least one acid catalyst, wherein said acid catalyst is selected from the group consisting of methanesulfonic acid (CH 3 SO 3 H), phosphoric acid, citric acid, tartaric acid, oxalic acid, HCI, maleic acid, H 2 SO 4 , lactic acid, succinic acid or malonic acid.
  • the aqueous solution may also comprise auxiliary agents.
  • the aqueous solution comprises at least one nitrate salt, at least one acid in respective concentrations as stated above and optionally auxiliary agents.
  • the aqueous solution comprises at least one nitrate salt, optionally at least one acid catalyst in respective concentrations as stated above and a thickening agent in a concentration of about 0.01 - 1 vol%, of about 0.05 - 0.75 vol%, or of about 0.1 - 0.5 vol%.
  • the thickening agent is modified starch, modified cellulose, alginate or xanthan gum, but also hyaluronic acid, gelatine (collagen), pectin, agar (agarose), guar gum, gum arabic, carrageenan, locust bean gum (galactomannan), tragacanth and gellan gum.
  • the aqueous solution comprises at least one nitrate salt, optionally at least one acid catalyst, and additionally auxiliary chemical agents in a concentration of about 0.001 - 25 vol%, of about 0.01 - 7.7 vol%, or of about 0.025 - 5.0 vol%.
  • the auxiliary component in respective concentrations as stated above is selected from the group consisting of a nitrate, softener, brightening agent, plastic, a thickening agent, dyestuff used as a marker dye, a wetting agent, a complexing agent, a dispersing agent, and buffer components being derived from the salt of an acid and/or the corresponding acid.
  • the aqueous solution comprises at least one nitrate salt, optionally at least one acid and optionally a thickening agent in respective concentrations as stated above and additionally auxiliary chemicals in a concentration of about 0.001 - 10 vol%, of about 0.05 - 7.7 vol%, or of about 0.1 - 5.0 vol%.
  • the auxiliary component is selected from the group consisting of a polysorbate, alkyl polygucoside, methyl red, chromene red, monosodium phosphate, disodium pyrophosphate, tetrasodium diphosphate, butyl diglycol, sodium dodecyl sulate, sodium olefin sulfonate, sodium laureth sulfate, sodium lauryl ether sulfate, alanine-/V,/ ⁇ Adiacetic acid trisodium salt, glutamine-/V,/V-diacetic acid trisodium salt, DMSO and sulfolane.
  • Respective softeners are fatty alcohol polyglycol ether, acrylic acid, 3,5,7-trimethyldecane, soap, triglycerides, polydimethylsiloxane,
  • aqueous solution comprises Mg( 03)2, optionally a different nitrate salt, and optionally a complexing agent. Tartaric acid is added to create the used/vintage look.
  • the aqueous solution comprises about 26 vol% Mg(NO3)2, about 0.05 - 0.1 vol% of a different nitrate salt, and optionally about 0.01 - 0.05 chelating agent.
  • About 1.0 - 10.0 vol% tartaric acid is added to create the used/vintage look.
  • the composition may further include about 0.01 - 15 vol% of at least one auxiliary agent selected from the group consisting of a nitrate, a thickening agent, dyestuff used as a marker dye, a wetting agent, a complexing agent, a dispersing agent, and a buffer solution being derived from the salt of an acid and the corresponding acid.
  • a further embodiment of the invention relates to the use of an aqueous composition comprising at least one nitrate salt and optionally at least one acid and/or auxiliary agent for the treatment of textile material in order to obtain a used and/or vintage look.
  • a further embodiment of the invention relates to the use of an aqueous composition comprising at least one nitrate salt and at least one acid catalyst for the treatment of textile material in order to obtain a used and/or vintage look, wherein the acid catalyst is selected from the group consisting of MgSO , Ce(SO 4 )2, VOS0 4 , FeSO 4 , Fe 2 (SO 4 ) 3 , ZnCb, FeC , CuCb, FeCb, AlCb, UNO3, CaCb, NaCI, KCI, LiCI, SrCb, MgCb, (NH 4 ) 2 SO 4 , CuSO 4 , Li 2 SO 4 , NH 4 AI(SO 4 ) 2 , KAI(SO 4 ) 2 , Zn 3 (PO 4 ) 2 ,
  • a further embodiment of the invention relates to the use of an aqueous composition comprising at least one nitrate salt and at least one acid catalyst for the treatment of textile material in order to obtain a used and/or vintage look, wherein the acid catalyst is selected from the group consisting of methanesulfonic acid (CH3SO3H), citric acid, tartaric acid, oxalic acid, HCI, maleic acid, H 2 SO 4 , lactic acid, or malonic acid or mixtures thereof.
  • CH3SO3H methanesulfonic acid
  • a further embodiment of the invention relates to the use of an aqueous composition comprising at least one nitrate salt and at least one acid catalyst for the treatment of textile material in order to obtain a used and/or vintage look, wherein the acid catalyst and/or acidic buffer component is selected from the group consisting of MgSO 4 , Ce(S0 ) 2 , VOS0 4 , FeS0 4 , Fe 2 (SO 4 ) 3! ZnCb, FeC , CuCb, FeCI 2 , AlCb, CaCb, NaCI, KCI, LiCI, SrC , MgCb, (NH 4 ) 2 S0 4 , CuSO 4 , Li 2 S0 4l NH 4 AI(SO 4 ) 2 ,
  • methanesulfonic acid toluenesulfonic acid, citric acid, tartaric acid, oxalic acid, HCI, maleic acid, H 2 S0 4 , lactic acid, succinic acid or malonic acid, and optionally comprising at least one further auxiliary chemical and/or thickening agent.
  • a further embodiment of the invention relates to the use of an aqueous solution comprising about 26 vol% Mg(NO3) 2 , about 0.05 vol% of another nitrate, about 2.0 vol% tartaric acid and optionally about 0.01 vol% chelating agent for the treatment of textile material in order to obtain a used look, a vintage look or a change in the color, optionally on preselected areas of the textile material.
  • a further embodiment of the invention relates to the use of an aqueous solution comprising about 10 - 30 vol% Mg(NO3) 2 , about 5 - 10 vol% potassium and sodium phosphate buffer salts and optionally a thickener for about 12 cP (20 °C) and about 0.05 vol% chelating agent for the treatment of textile material in order to obtain a used look, a vintage look or a change in the color, optionally on preselected areas of the textile material.
  • a further embodiment of the invention relates to the use of an aqueous solution comprising about 10 - 30 vol% K(NO3) 2 , about 5 - 10 vol% potassium and sodium phosphate buffer salts and optionally a thickener for about 12 cP (20 °C) and about 0.05 vol% chelating agent for the treatment of textile material in order to obtain a used look, a vintage look or a change in the color, optionally on preselected areas of the textile material.
  • a further embodiment of the invention relates to the use of an aqueous solution comprising about 10 - 30 vol% Li(NO3) 2 , about 5 - 10 vol% potassium and sodium phosphate buffer salts and optionally a thickener for about 12 cP (20 °C) and about 0.05 vol% chelating agent for the treatment of textile material in order to obtain a used look, a vintage look or a change in the color, optionally on preselected areas of the textile material.
  • a further embodiment of the invention relates to the use of an aqueous solution comprising about 10 - 30 vol% Na(NO3) 2 , about 5 - 10 vol% potassium and sodium phosphate buffer salts and optionally a thickener for about 12 cP (20 °C) and about 0.05 vol% chelating agent for the treatment of textile material in order to obtain a used look, a vintage look or a change in the color, optionally on preselected areas of the textile material.
  • a further embodiment of the invention relates to the use of an aqueous solution comprising about 10 - 30 vol% Ca(NO3)2, about 5 - 10 vol% potassium and sodium phosphate buffer salts and optionally a thickener for about 12 cP (20 °C) and about 0.05 vol% chelating agent for the treatment of textile material in order to obtain a used look, a vintage look or a change in the color, optionally on preselected areas of the textile material.
  • a further embodiment of the invention relates to the use of an aqueous solution comprising about 10 - 30 vol% Fe(NO:3)2, about 5 - 10 vol% potassium and sodium phosphate buffer salts and optionally a thickener for about 12 cP (20 °C) and about 0.05 vol% chelating agent for the treatment of textile material in order to obtain a used look, a vintage look or a change in the color, optionally on preselected areas of the textile material.
  • a further embodiment of the invention relates to the use of an aqueous solution comprising about 10 - 30 vol% Cu(NO3)2, about 5 - 10 vol% potassium and sodium phosphate buffer salts and optionally a thickener for about 12 cP (20 °C) and about 0.05 vol% chelating agent for the treatment of textile material in order to obtain a used look, a vintage look or a change in the color, optionally on preselected areas of the textile material.
  • a further embodiment of the invention relates to the use of an aqueous solution comprising about 10 - 30 vol% Zn(NO3)2, about 5 - 10 vol% potassium and sodium phosphate buffer salts and optionally a thickener for about 12 cP (20 °C) and about 0.05 vol% chelating agent for the treatment of textile material in order to obtain a used look, a vintage look or a change in the color, optionally on preselected areas of the textile material.
  • a further embodiment of the invention relates to the use of an aqueous solution comprising about 10 - 30 vol% Co(NO3)2, about 5 - 10 vol% potassium and sodium phosphate buffer salts and optionally a thickener for about 12 cP (20 °C) and about 0.05 vol% chelating agent for the treatment of textile material in order to obtain a used look, a vintage look or a change in the color, optionally on preselected areas of the textile material.
  • the colour value changes and can be measured in a ⁇ _ value of 2 between the untreated and treated part.
  • L stands for the lightness in the CIE 1976 Lab color space.
  • a color value means the lightness or darkness of the color of the desired effect which can also be referred to as color intensity or the degree of whiteness or degree of brightness.
  • isatin anthranilic acid (2-aminobenzoic acid) and carbamic acid are formed due to the general oxidation reaction of indigo.
  • Other reaction products are 5-nitroisatin, 5-nitrosalicylic acid and picric acid, which are formed due to the specific oxidation of indigo by the action of the nitrate compounds.
  • These products may be analyzed e.g. by means of NMR, liquid chromatography or gas chromatography after appropriate sample preparation or derivatization, respectively, of the mentioned products.
  • anhydroglucose units of the denim material may be esterified on positions 2, 3 and/or 6 by action of the nitrate compounds under given conditions.
  • the treatment may optionally be carrying out at a temperature of about 10 - 90 °C, or of about 10 - 70 °C, or of about 10 - 60 °C, or of about 10 - 40°C, or of about 20 - 80 °C, or of about 20 - 60 °C, or of about 20 - 35 °C.
  • dispersants e.g. dispersants, wetting agents, surfactants, softener, thickening agents, plastics, colorants, tinting agents, silicones, levelling agents, antifoams, antimigration agents, antibackstaining agents, softeners, stabilizers and optical brightening agents.
  • additives are well known to experts in the field and can be chosen according to commonly used concentrations depending on the desired effect, e.g. 0.001 - 10 vol%.
  • Colorants may be selected from but not limited to dispersing dyes, acid dyes, basic dyes, vat dyes, Sulphur dyes, azoic dyes like methylene red and others.
  • Food dyes like Fast Green FCF, Erythrosine, Tartrazine, Sunset Yellow FCF, Citrus Red 2, Orange B, Quinoline Yellow, Carmoisine, Ponceau 4R, Patent Blue V, Green S, Allurared AC, , Amaranth, Anthocyane,
  • auxiliaries or their ingredients may be selected from but not limited to Tween 20, butyl diglycol, sodium dodecyl sulate, sodium olefin sulfonate, sodium laureth sulfate, sodium lauryl ether sulfate, alanine-/V,/V-diacetic acid trisodium salt, glutamine-/V,AAdiacetic acid trisodium salt, DMSO and sulfolane.
  • Respective softeners are fatty alcohol polyglycol ether, acrylic acid, 3,5,7-trimethyldecane, soap,
  • triglycerides polydimethylsiloxane, cyclopentasiloxan, emulsifiers, lignosulfonate, cationic surfactants, anionic surfactants, esterquats, ionic liquids, sodium 2-ethylhexyl sulfate, 2-methyl-2,4-pentanediol, tributyl phosphate, triisobutyl phosphate, 1 - hydroxyethane-1 ,1 ,-diphosphonic acid (HEDP), 2,2-dimethyl-1 ,3-propanediol.
  • Oxidizers as respective additives could be peroxides, peroxy acids and/or persulfates.
  • Thickening agents may be selected from but not limited to products which are commonly used in textile auxiliaries, food additives, cosmetics and personal hygiene products, i.e. starch and modified starches, cellulose and modified cellulose (i.e.
  • alginates i.e. sodium-, potassium-, ammonium-, propylenglycol alginate
  • a denim fabric was subjected to a singeing treatment, a skewing treatment and a preshrinking treatment. Then, a thickened aqueous solution comprising an acid and a nitrate salt was applied to the surface.
  • a denim fabric was subjected to a singeing treatment, a skewing treatment, a preshrinking treatment and a desizing treatment. Then, a thickened aqueous solution comprising an acid and a nitrate salt was applied to the surface by printing.
  • a denim fabric was subjected to a singeing treatment, a skewing treatment, a preshrinking treatment and a desizing treatment. Then, an aqueous solution
  • a denim fabric was subjected to a singeing treatment, a skewing treatment, a preshrinking treatment and a desizing treatment. Then, an aqueous solution
  • a denim fabric was subjected to a singeing treatment, a skewing treatment, a preshrinking treatment and a desizing treatment. Then, an aqueous solution
  • a nitrate salt comprising a nitrate salt is applied by immersion and dried.
  • the treated fabric is sewed to a garment and an acid compound containing solution is applied by spray to the garment.
  • a denim fabric was subjected to a singeing treatment, a skewing treatment and a preshrinking treatment. Then, an aqueous solution comprising an acid and a nitrate salt is applied by immersing or only to the surface (e.g. kiss roll, knife application, foaming, etc.). The effect is generated during a subsequent heat treatment.
  • a denim fabric was subjected to a singeing treatment, a skewing treatment, a preshrinking treatment, an ozone treatment and/or a laser treamtent. Then, an aqueous solution comprising an acid and a nitrate salt is applied by immersion or only to the surface (e.g. kiss roll, knife application, foaming, etc.). The effect is generated during a subsequent heat treatment.
  • a denim yarn is immersed in a solution comprising the acid and the nitrate. Subsequently the yarn is sized and woven to a fabric. The effect is generated during a subsequent heat treatment.
  • a solution comprising the acid and the nitrate is applied to denim yarn by a kiss roll, foaming or spray. Subsequently the yarn is sized and woven to a fabric. The effect is generated during a subsequent heat treatment.
  • a raw denim garment is used as it is, or desized, and/or stonewashed, and or ozone treated, and/or enzyme washed and dried. Subsequently a solution containing nitrate and acid is sprayed or applied by brush or sponge on specific areas of the garment.
  • a raw denim garment is used as it is, or desized, and/or stonewashed, and/or ozone treated, and/or enzyme washed and dried. Subsequently a solution containing a nitrate is applied to the garment and dried. Subsequently a solution containing an acid is applied by brush or sponge on specific areas of the garment.
  • a raw denim garment is used as it is, or desized, and/or stonewashed or enzyme washed and dried. Subsequently a solution containing an acid is applied to the garment and dried. Subsequently a solution containing a nitrate is applied by brush or sponge on specific areas of the garment.
  • Pumice stones are soaked in a solution containing an acid and a nitrate and subsequently agitated with a denim garment in a tumbler.
  • a denim garment is wetted and placed together with a powder containing nitrate and acid (if needed together with a filler material like sand, perlite, etc.) in a bag and agitated until the effect is created.
  • a solution containing nitrate salt and an acid catalyst acid is applied to a fabric or denim garment and subjected to microwave irradiation.
  • the power of irradiation varies from 100 W to 1000 W, depending on the desired effect.
  • the time of irradiation varies from 10 second to 1200 seconds, also depending on the desired effect.
  • a solution containing nitrate salt and an acid catalyst is applied to a fabric or denim garment and subjected to microwave irradiation.
  • Examples according to [00106] to [00125] are subsequently rinsed with water, washed under acidic conditions (e.g. pH ⁇ 5) and/or basic conditions (e.g. pH > 10) at cold and/or warm conditions (e.g. 30-90°C) and a combination thereof.
  • acidic conditions e.g. pH ⁇ 5
  • basic conditions e.g. pH > 10
  • cold and/or warm conditions e.g. 30-90°C
  • Tables 1 to 7 depict compositions of aqueous solutions which are applied to denim fabrics.
  • Table 8 depicts examples of microwave irradiation as respective

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

La présente invention concerne généralement un procédé pour changer la couleur d'un matériau textile pour obtenir une apparence usée et/ou ancienne. Ledit procédé comprend les étapes de mise en contact dudit matériau textile avec un sel de nitrate et d'activation du sel de nitrate par l'ajout d'un catalyseur acide jusqu'à ce que le changement souhaité de couleur soit obtenu.
EP16819018.9A 2015-12-10 2016-12-09 Traitement de matériau textile Withdrawn EP3387184A1 (fr)

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EP16159019 2016-03-07
PCT/EP2016/080370 WO2017097952A1 (fr) 2015-12-10 2016-12-09 Traitement de matériau textile

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JP2022531037A (ja) * 2019-05-08 2022-07-06 サンコ テキスタイル イスレットメレリ サン ベ ティク エーエス 繊維、生地、および衣服の色を変化させる方法

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US4997450A (en) * 1989-03-10 1991-03-05 Ecolab Inc. Decolorizing dyed fabric or garments
US5350423A (en) * 1992-09-23 1994-09-27 Burlington Industries Inc. Fabric finishing procedure
JP2004068179A (ja) * 2002-08-02 2004-03-04 Kotosen Kk インジゴ染色生地の加工方法および該方法によって加工されたインジゴ染色生地

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