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EP0581274A1 - Procédé pour donner un arôme et textile émettant un arôme - Google Patents

Procédé pour donner un arôme et textile émettant un arôme Download PDF

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Publication number
EP0581274A1
EP0581274A1 EP93112089A EP93112089A EP0581274A1 EP 0581274 A1 EP0581274 A1 EP 0581274A1 EP 93112089 A EP93112089 A EP 93112089A EP 93112089 A EP93112089 A EP 93112089A EP 0581274 A1 EP0581274 A1 EP 0581274A1
Authority
EP
European Patent Office
Prior art keywords
textile product
aroma
perfume
imparting method
binder
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Withdrawn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
EP93112089A
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German (de)
English (en)
Inventor
Masayasu c/o Matsui Shikiso Chem. Co. Ltd Kamata
Shouzou c/o Matsui Shikiso Chem. Co. Ltd Suefuku
Ryuichi c/o Matsui Shikiso Chem.Co.Ltd Hoshikawa
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.)
Matsui Shikiso Chemical Co Ltd
Original Assignee
Matsui Shikiso Chemical Co Ltd
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 Matsui Shikiso Chemical Co Ltd filed Critical Matsui Shikiso Chemical Co Ltd
Publication of EP0581274A1 publication Critical patent/EP0581274A1/fr
Withdrawn legal-status Critical Current

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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M11/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/58Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with nitrogen or compounds thereof, e.g. with nitrides
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/005Compositions containing perfumes; Compositions containing deodorants
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46Compounds containing quaternary nitrogen atoms
    • D06M13/463Compounds containing quaternary nitrogen atoms derived from monoamines
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/227Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • D06M15/267Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof of unsaturated carboxylic esters having amino or quaternary ammonium groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/61Polyamines polyimines
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M23/00Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/12Processes in which the treating agent is incorporated in microcapsules
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/004Dyeing with phototropic dyes; Obtaining camouflage effects
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/0096Multicolour dyeing
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02Natural fibres, other than mineral fibres
    • D06M2101/04Vegetal fibres
    • D06M2101/06Vegetal fibres cellulosic
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02Natural fibres, other than mineral fibres
    • D06M2101/04Vegetal fibres
    • D06M2101/06Vegetal fibres cellulosic
    • D06M2101/08Esters or ethers of cellulose
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02Natural fibres, other than mineral fibres
    • D06M2101/10Animal fibres
    • D06M2101/12Keratin fibres or silk
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/18Synthetic fibres consisting of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/26Polymers or copolymers of unsaturated carboxylic acids or derivatives thereof
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/30Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/32Polyesters
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/30Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/34Polyamides

Definitions

  • the present invention relates to an aroma-imparting method for making a textile product emit an aroma, and an aroma-emitting textile product.
  • a perfume-containing microcapsule wherein a perfume is contained in a microcapsule which is to be broken by an external force such as friction, emits an aroma upon capsule break; the aroma is hardly lost due to volatilization before capsule break.
  • a textile product which emits an appropriate aroma relatively constantly over a long period of time, which is free of the problem of aroma transfer during storage and which is excellent in washing fastness.
  • the object of the present invention is to provide an aroma-imparting method which makes it possible to strongly fix a large amount of perfume-containing microcapsules to a textile product and allow an appropriate amount of microcapsules to break and emit an appropriate aroma relatively constantly over a long period of time during use of the textile product, and an aroma-emitting textile product wherein perfume-containing microcapsules are fixed strongly and in a large amount and an appropriate amount of microcapsules break to emit an appropriate aroma relatively constantly over a long period of time during use of the textile product.
  • the aroma-imparting method of the present invention comprises the steps of: cationizing a textile product with a liquid containing a nitrogenous cationic compound; and subjecting the cationized textile product to a capsule-fixing treatment with a capusule-dispersion liquid wherein perfume-containing microcapsules are dispersed, the perfume-containing microcapsule containing at least a perfume in a microcapsule which is made essentially of a polymer compound, to fix the perfume-containing microcapsules to the textile product.
  • the aroma-emitting textile product of the present invention is a textile product cationized by a nitrogenous cationic compound and fixed with perfume-containing microcapsules , the perfume-containing microcapsules containing at least one perfume in microcapsules made essentially of a polymer compound.
  • a large amount of perfume-containing microcapsules can be strongly fixed to a textile product without spoiling the appearance and touch thereof, very few perfume-containing microcapsules drop from the textile product due to washing, and there is no problem of aroma transfer during storage of the textile product.
  • the textile product emits an appropriate aroma as an appropriate amount of microcapsules break due to friction etc. during use relatively constantly over a long period of time.
  • the aroma-emitting textile product of the present invention emits an appropriate aroma as an appropriate amount of microcapsules break due to friction etc. during use relatively constantly over a long period of time, very few perfume-containing microcapsules drop due to washing, and there is no problem of aroma transfer during storage. In addition, the appearance and touch of the original textile product is retained.
  • the aroma-emitting textile product of the present invention is treated with a binder in an amount such that the appearance or touch of the textile product is not spoiled, perfume-containing microcapsule fixation to the textile product is enhanced, and the aroma-emitting action, almost equivalent to that without the binder treatment, is retained for a long period of time.
  • fiber used in the textile product of the present invention examples include cellulose fibers such as cotton and hemp, protein fibers such as wool and silk, regenerated fibers such as viscose rayon fiber, semi-synthetic fibers such as acetate fiber, and synthetic fibers such as polyamide fiber, polyester fiber, acrylic fiber and polyurethane fiber.
  • Examples of the textile product for the present invention include yarns, slivers, loose fiber, fabrics, knittings, unwoven fabrics, and sewed products such as clothings using these fabrics, knittings or unwoven fabrics.
  • Examples of sewed products include T-shirts, sweat shirts, jumpers, jeans, socks, bags and caps.
  • the textile product of the present invention need not consist of a single kind of fiber.
  • the yarn may be a mixed yarn of one or more kinds of fiber selected from the above-mentioned fibers, and the fabric may be an interwoven product of two or more kinds of yarn.
  • the textile product for the present invention may have previously been colored by dyeing etc.
  • the nitrogenous cationic compound for the present invention is exemplified by alkylammonium salt type compounds, pyridinium salt type compounds, dicyandiamide type compounds, polyamine type compounds and polycation type compounds.
  • alkylammonium salt type compounds include alkylammonium salt type cationic surfactants such as trimethyloctadecylammonium chloride, trimethylhexadecylammonium chloride, trimethyllaurylammonium chloride, dimethyllaurylammoniumchloride, laurylmethylammonium chloride, lauryldimethylbenzylammonium chloride, alkylbenzyldimethylammonium chloride, stearylbenzyldimethylammonium chloride and alkyltrimethylammonium chloride; 2,3-epoxypropyltrimethylammonium chloride; 3-chloro-2-hydroxypropyltrimethylammonium chloride; and triazine-ring-containing alkylammonium salt compounds such as those disclosed in Japanese Patent Unexamined Publication Nos. 155285/1977 and 155286/1977.
  • pyridinium salt type compounds include pyridinium salt type cationic surfactants such as laurylpyridinium chloride and stearylamidomethylpyridinium chloride.
  • Examples of dicyandiamide type compounds include formalin condensation products of dicyanamide.
  • polyamine type compounds include condensation products of polyalkylenepolyamine and guanidine derivative, polyethyleneimines and polyamidopolyamines.
  • polycation type compounds include poly-4-vinylpyridine hydrochloride, polyacrylonitrile polymers and other tertiary amine polymers such as those disclosed in Japanese Patent Unexamined Publication No. 64186/1979, dimethylamine-epichlorohydrin condensation products such as those disclosed in Japanese Patent Examined Publication No. 243/1968, 2-methacryloxypropyltrimethylammonium salt polymers such as those disclosed in Japanese Patent Unexamined Publication No. 112480/1982, dimethyldiallylammonium chloride polymers such as those disclosed in Japanese Patent Unexamined Publication No. 76177/1980, polyepichlorohydrin-trimethylamine reaction products such as those disclosed in Japanese Patent Unexamined Publication No.
  • quaternary 1-vinylimidazole polymers e.g. as disclosed in Japanese Patent Unexamined Publication No. 210083/1982
  • polymers of quaternary epoxypolyalkylenepolyamines e.g. as disclosed in Japanese Patent Unexamined Publication Nos. 9979/1985 and 9980/1985
  • copolymers of acrylamide and cationic monomers which can copolymerize with the acrylamide e.g. as disclosed in Japanese Patent Unexamined Publication No. 47309/1982
  • cationic polymers containing a quaternary ammonium base disclosed in Japanese Patent Unexamined Publication No.
  • quaternary ammonium salt type polymers such as quaternary salts of aminoalkylacrylamide polymers disclosed in Japanese Patent Unexamined Publication No. 284225/1988, the polymer comprising the following monomer unit: wherein X is halogen such as Cl, Br, etc., n is 50-20,000, and R1 and R2 is each an alkyl group having up to 20 carbon atoms, disclosed in Japanese Patent Unexamined Publication No.
  • the polymer comprising the following monomer unit: wherein X is halogen such as Cl, Br, etc., n is 50-20,000, and R1 and R2 is each an alkyl group having up to 20 carbon atoms, (SHALLOL DC (trade name) series, product of Dai-ichi Kogyo Seiyaku Co., Ltd.), and copolymers of quaternary ammonium salts and other vinyl monomers.
  • nitrogenous cationic compounds polyamine type compounds; dicyandiamide type compounds; and polycation type compounds such as quaternary ammonium salt type polymers, and copolymers of quaternary ammonium salts and other vinyl monomers are particularly effective in the present invention.
  • Liquids containing a nitrogenous cationic compound Liquids containing a nitrogenous cationic compound
  • liquids containing a nitrogenous cationic compound include aqueous solutions or aqueous dispersions containing a nitrogenous cationic compound and printing pastes containing a nitrogenous cationic compound.
  • Cationization can be conducted for a part or all portion of the textile product, for example, in a state wherein the textile product is immersed in an aqueous solution containing a nitrogenous cationic compound.
  • the treatment can also be carried out by spraying such an aqueous solution on the textile product or by printing a printing paste containing a nitrogenous cationic compound on the textile product.
  • Perfumes which can be used for the present invention include water-insoluble or sparingly water-soluble natural and synthetic perfumes. These perfumes may be used in optional combinations, with auxiliaries e.g. perfume-life-extending fixatives and modifiers added as necessary. By combining one or more kinds of perfumes and auxiliaries, it is possible to obtain aromas of natural flowers such as lily of the valley, lavender, violet, rose, jasmine, carnation, lilac, hyacinth, lily, gardenia and heliotrope; aromas of fruits such as banana, apple, pineapple, cherry and grape; musk; and other imaginary or illusionary refreshing aromas.
  • auxiliaries e.g. perfume-life-extending fixatives and modifiers added as necessary.
  • Examples of the above-mentioned natural perfumes include animal perfumes such as musk, civet, castreum and ambergris; vegetable perfumes such as pinene, citronellol, geraniol, linalool, citral, citronellal, eugenol, safrole and menthol; and essential oils such as anise oil, kuromoji oil, abies oil, citronella oil, camphor oil, cinnamon oil, jasmine flower oil, spearmint oil, cedar oil, geranium oil, clove oil, tuberose oil, turpentine oil, neroli oil, peppermint oil, palmarosa oil, hiba oil and rosemary oil.
  • animal perfumes such as musk, civet, castreum and ambergris
  • vegetable perfumes such as pinene, citronellol, geraniol, linalool, citral, citronellal, eugenol, safrole
  • Examples of the above-mentioned synthetic perfumes include terpene-based synthetic perfumes such as myrcene, carvone, oxycitronellal, terpineol, hydrated terpin, 1-menthol, borneol, camphor, ionone and methylionone; and aromatic and alicyclic synthetic perfumes such as benzyl alcohol, ⁇ -phenylethyl alcohol, phenylacetaldehyde, cinnamaldehyde, ⁇ -amylcinnamaldehyde, cyclamen aldehyde, anisaldehyde, anethole, ⁇ -naphthol methyl ether, heliotropin, ethylvanillin, coumarin, isoamyl salicylate, methyl anthranilate, methyl methylanthranilate, vanillin, methylvanillin, rosephenone, alpha phenylpropyl acetate,
  • fixatives examples include ethyl benzoate, ethyl phthalate, benzyl salicylate, heliotropin, ethylene brassylate, iris oil and 10-oxahexadecanolide.
  • Examples of the above-mentioned modifiers include higher aliphatic aldehydes and isoeugenol.
  • Containing of at least a perfume in microcapsules made essentially of a polymer compound can be achieved by, for example, the method described below.
  • perfume-containing microcapsules can be obtained in the form of, for example, an aqueous dispersion.
  • Microcapsulation methods include chemical methods such as interfacial polymerization, in situ polymerization and in-liquid setting coating; physicochemical methods such as phase separation, coacervation and interfacial separation; and mechanical methods such as spray drying, air suspension coating, the powder bed method and vacuum deposition.
  • microcapsules can be obtained by carrying out one or more kinds of these capsulation methods two or more times repeatedly. In any case, it is necessary to appropriately adjust microcapsule strength so that an appropriate amount of microcapsules break due to friction etc. during use of the textile product to emit an appropriate aroma relatively constantly over a long period of time, according to the application, with microcapsule particle size, coat thickness and coat material in mind.
  • the particle size of the perfume-containing microcapsules is preferably 0.1 to 100 ⁇ m. Particle sizes of under 0.1 ⁇ m result in difficulty in capsule break; in ordinary uses of the textile product, such as motion of the worn clothing, the textile product hardly emits aroma in many cases. If the particle size exceeds 100 ⁇ m, most capsules are broken by a minor external force, often resulting in perfume diffusion during production processes. More preferably, the particle size of the perfume-containing microcapsules is 1 to 50 ⁇ m. Within this particle size range, capsules break relatively easily in ordinary use of the textile product to emit an appropriate aroma, and perfume diffusion due to capsule break during production processes is hardly caused.
  • Examples of preferred coat formers include polyisocyanate and polyamine for forming a polyurea coat, polybasic acid chloride and polyamine for forming a polyamide coat, polyisocyanate and polyhydroxyl compound for forming a polyurethane coat, polybasic acid chloride and polyhydroxyl compound for forming a polyester coat, epoxy compound and polyamine for forming an epoxy resin coat, melamine-formalin prepolymer for forming a melamine coat, urea-formalin prepolymer for forming a urea resin coat, ethyl cellulose, polystyrene, polyvinylacetate, and later described anionic polymer compounds and amphoteric polymer compounds.
  • the coat for the microcapsules described above be thermosetting because of the excellent heat resistance thereof.
  • preferably usable surfactants and protective colloids examples include anionic surfactants, amphoteric surfactants, anionic polymer compounds and amphoteric polymer compounds.
  • non-ionic surfactants can be used in combination with these.
  • the perfume-containing microcapsules dispersed in a liquid dispersion which is obtained as mentioned above. From this aqueous dispersion, the surfactant and protective colloid may be removed to such an extent that it is possible to maintain the dispersion of the microcapsules.
  • Powdery microcapsules obtained by dehydration and drying are also usable. When the powdery microcapsules are used, they are dispersed in the liquid with the surfactant and protective colloids as needed. If the microcapsules have high dispersibility, the surfactant and protective colloid are not necessary. Microcapsules, whose coat is formed of an anionic polymer compound or amphoteric polymer compound, often have enough dispersibility.
  • anionic surfactants include alkyl sulfates, alkyl benzene sulfonates, alkyl naphthalene sulfonates, alkyl sulfosuccinates, alkyl diphenyl ether disulfonates, alkyl phosphates, polyoxyethylene alkyl sulfates, polyoxyethylene alkylaryl sulfates, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkylphenyl ether sulfates, polyoxyethylene polystyrylphenyl ether sulfates, and polyoxyethylene alkyl phosphates.
  • anionic polymer compounds examples include polyacrylic acid, poly- ⁇ -hydroxyacrylic acid, methacrylic acid, copolymers of these substances with other vinyl polymers, ethylene/maleic anhydride copolymer, butylene/maleic anhydride copolymer, vinyl ether/maleic anhydride copolymer, anion-modified polyvinyl alcohol, gum arabic, carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, and starch derivatives.
  • amphoteric polymer compounds examples include gelatin and casein.
  • nonionic surfactants examples include polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, and other polyoxyethylene derivatives; polyoxyethylene-polyoxypropylene block copolymers, aliphatic esters of sorbitan, fatty acid esters of polyoxyethylene sorbitol, and fatty acid esters of glycerol.
  • the perfume-containing microcapsules may be colored with a coloring agent so that the perfume-containing microcapsules impart color simultaneously with aroma to the textile product.
  • the coloring of the perfume-containing microcapsules can be achieved by, for example, adding a coloring agent to the coat former in production process of the perfume-containing microcapsules.
  • coloring agent examples include various organic pigments such as insoluble azo pigments, phthalocyanine pigments, vat dye pigments, basic dye lakes and acid dye lakes; inorganic pigments such as titanium white, chromium yellow, cadmium red, iron oxide, carbon black and ultramarine; direct dyes; acid dyes; reactive dyes; and basic dyes. It is also possible to use, for example, fluorescent pigments, oil-soluble dyes, disperse dyes, solid-solution type daylight fluorescent pigments.
  • Capsule dispersion liquids include aqueous dispersions containing perfume-containing microcapsules dispersed therein and printing pastes containing perfume-containing microcapsules dispersed therein.
  • Capsule-fixing treatment can be conducted for a part or all portion of the textile product, for example, in a manner wherein the textile product is immersed in an aqueous dispersion containing perfume-containing microcapsules dispersed therein.
  • the treatment can also be achieved by spraying such an aqueous dispersion on the textile product or by printing a printing paste containing perfume-containing microcapsules dispersed therein on the textile product.
  • a textile product can be imparted with an aroma by the aroma-imparting method of the present invention for example as follows:
  • the textile product described above is first scoured, i.e. scrubbed vigorously, to remove thickening agent and impurities. Scouring is of course unnecessary when the textile product is clean.
  • water is added in a weight amount 5 to 50 times the weight amount of the textile product (bath ratio 5:1 to 50:1), preferably 10 to 30 times (bath ratio 10:1 to 30:1), followed by addition of a nitrogenous cationic compound in a ratio of 0.1 to 20% by weight, preferably about 0.3 to 5% by weight, relative to the untreated textile product.
  • An acid such as acetic, tartaric, oxalic or malic acid may be added to adjust the pH to the acidic side, or an alkali such as caustic soda or sodium carbonate may be added to adjust the pH to the alkaline side.
  • a wetting agent such as urea, glycerol, ethylene glycol, polyethylene glycol and diethylene glycol may also be added as necessary to improve the permeability of the cationic compound into the textile product.
  • the textile product described above is immersed in the aqueous solution thus obtained (an example liquid containing a nitrogenous cationic compound), and the temperature is maintained at normal to about 80 °C for about 5 to 30 minutes, whereby the textile product is efficiently cationized, i.e. it is cationically modified to render its surface receptive to adsorption and adherence of the perfume-containing microcapsules.
  • the aqueous solution thus obtained an example liquid containing a nitrogenous cationic compound
  • this textile product is thoroughly rinsed to wash down the excess portion of the nitrogenous cationic compound and other additives, and then dewatered, i.e. squeezed to damp condition.
  • water is added in a weight ratio of about 5:1 to 50:1, preferably 10:1 to 30:1, relative to the untreated textile product, and the perfume-containing microcapsules as described above are added and dispersed in a ratio of 0.1 to 50% by weight, preferably 1 to 25% by weight, relative to the untreated textile product.
  • the perfume-containing microcapsules may be added in the form of a dispersion liquid containing them.
  • the cationized textile product is treated in the dispersion liquid thus obtained (an example capsule-dispersion liquid) at normal temperature to about 90 °C for about 5 to 30 minutes, whereby the perfume-containing microcapsules are almost completely exhausted into the cationized textile product, in that the dispersed microcapsules are taken up by the textile product so that essentially no perfume-containing microcapsules are left in the liquid remaining in the vat.
  • This treating temperature is preferably about 60 to 90°C when using the perfume-containing microcapsules described above at high concentrations of 10 to 50% by weight.
  • This treatment results in the binding of the perfume-containing microcapsules described above to the textile product described above by chemical ionic bonding and physical adsorption.
  • This product is then dewatered (squeezed damp) and dried, whereby the perfume-containing microcapsules are firmly and in a large amount fixed to the textile product.
  • the textile product is subjected to heat treatment at about 80 to 180°C for about 0.5 to 10 minutes after drying.
  • the textile product thus obtained has a large amount of perfume-containing microcapsules fixed thereto, retains the soft touch of the original textile product, and has good appearance and excellent washing fastness.
  • a preferable embodiment of the aroma-imparting method of the present invention comprises the step of treating a textile product with a binder in an amount insufficient to spoil the appearance and touch of the textile product.
  • the textile product obtained via this binder treatment step has improved washing fastness as a result of enhanced fixation of perfume-containing microcapsules to the textile product.
  • the amount of binder, as of the binder solid content, is about 0.1 to 10% by weight in general, preferably 0.3 to 5% by weight, relative to the textile product.
  • Examples of the usable binders include acrylic acid ester resin, methacrylic acid ester resin, vinyl acetate resin, polyurethane resin, polyester resin, styrene-butadiene latex, polyolefin resin; and of the above-mentioned anionic polymer compounds, polyacrylic acid, methacrylic acid, and derivatives thereof; and copolymers of these substances with other vinyl monomers.
  • acrylic acid ester resin and polyurethane resin are especially preferable.
  • the binder treatment can be carried out by, for example, immersing the textile product in a binder-containing aqueous liquid: spraying a binder-containing aqueous liquid on the textile product; or printing a binder-containing printing paste on the textile product.
  • a textile product After a textile product is treated (cationized) with an aqueous solution containing a nitrogenous cationic compound, it is immersed for a treatment (fixing-treatment) in a dispersion containing the above-described perfume-containing microcapsules so that the perfume-containing microcapsules are exhausted into the textile product.
  • a binder is added in a ratio of 0.1 to 10% by weight, as of the binder solid content, relative to the textile product, followed by a treatment (binder treatment) at a normal temperature to 90°C for 1 to 30 minutes, after which the textile product is dewatered and dried.
  • a textile product After a textile product is treated (cationized) with an aqueous solution containing a nitrogenous cationic compound, it is immersed for a treatment (fixing-treatment) in a dispersion containing the above-described perfume-containing microcapsules so that the perfume-containing microcapsules are exhausted into the textile product, followed by dewatering.
  • a container containing the textile product water is added in a bath ratio of about 5:1 to 50:1, preferably 10:1 to 30:1, and a binder is added in a ratio of 0.1 to 10% by weight, as of the binder solid content, relative to the textile product, followed by a treatment (binder treatment) at a normal temperature to 90°C for 5 to 30 minutes, after which the textile product is dewatered and dried.
  • a treatment binder treatment
  • a textile product After a textile product is treated (cationized) with an aqueous solution containing a nitrogenous cationic compound, it is immersed in a dispersion containing the above-described perfume-containing microcapsules and a binder in a ratio of 0.1 to 10% by weight, as of the binder solid content, relative to the textile product and treated (fixing-treatment and binder treatment) at a normal temperature to 90 °C for 5 to 30 minutes, after which the textile product is dewatered and dried.
  • a textile product After a textile product is treated with an aqueous solution containing a nitrogenous cationic compound and a binder in a ratio of 0.1 to 10% by weight, as of the binder solid content, relative to the textile product (first step, cationization and binder treatment), it is immersed for a treatment at a normal temperature to 90°C for 1 to 30 minutes (second step, fixing-treatment) in a dispersion containing the above-described perfume-containing microcapsules so that the perfume-containing microcapsules are exhausted into the textile product. After this treatment, the textile product is dewatered and dried.
  • the combination of nitrogenous cationic compound and binder can be replaced by a cationic binder which is nitrogenous cationic compound, in an amount such that the appearance and touch of the textile product is not spoiled,.
  • cationic binders examples include Voncoat SFC Series (trade name, emulsion of vinyl acetates or acrylic esters, product of Dainippon Ink & Chemicals, Inc.), Yodosol AF Series (trade name, emulsion of acrylic esters, product of Kanebo N.S.C. Limited), the CGC Series (trade name, emulsion of acrylic esters, product of Sumitomo Chemical Co., Ltd.), cationic emulsions disclosed in Japanese Patent Unexamined Publication No. 187702/1987, cationic copolymer disclosed in Japanese Patent Unexamined Publication No. 131003/1987, cationic polymer disclosed in Japanese Patent Unexamined Publication No. 201914/1987, and cationic latex disclosed in Japanese Patent Unexamined Publication No. 263211/1987.
  • Voncoat SFC Series trade name, emulsion of vinyl acetates or acrylic esters, product of Dainippon Ink & Chemicals, Inc.
  • the binder is exhausted, i.e. taken up, into the textile product in an amount approximately equal to the content of the binder-containing liquid, i. e. in a ratio of about 0.1 to 10% by weight of binder solid content relative to the textile product, and the binder is strongly fixed to the textile product by dewatering and drying.
  • the binder solid content is less than 0.1% by weight, the obtained effect is likely to be insufficient. If the binder solid content exceeds 10% by weight, the appearance and touch of the textile product are often spoiled.
  • a coloring agent including the coloring agents exemplified for coloring the perfume-containing microcapsule, another coloring agent such as a thermochromic material or a photochromic material may be incorporated in the capsule-dispersion liquid wherein perfume-containing microcapsules are dispersed, so that these coloring agents are exhausted into the textile product simultaneously with the exhaustion of the perfume-incorporating microcapsules.
  • thermochromic materials include materials disclosed in EP-A-0480162, such as three-component mixtures of an acid developing substance, an acidic substance and a solvent; two-component mixtures of an acid developing substance and an acidic substance; cholesteric liquid crystals; and metal complex salts.
  • photochromic materials include organic photochromic materials such as azobenzene compounds, thioindigo compounds, dithizone metal complexes, spiropyran compounds, spirooxazine compounds, fulgide compounds, dihydroprene compounds, spirothiopyran compounds, 1,4-2H-oxazine, triphenylmethane compounds, viologen compounds, and naphthopyran compounds.
  • organic photochromic materials such as azobenzene compounds, thioindigo compounds, dithizone metal complexes, spiropyran compounds, spirooxazine compounds, fulgide compounds, dihydroprene compounds, spirothiopyran compounds, 1,4-2H-oxazine, triphenylmethane compounds, viologen compounds, and naphthopyran compounds.
  • materials disclosed in the same publication EP-A-0480162 may be mentioned.
  • the textile product previously colored, may be subjected to the aroma-imparting method of the present invention described above.
  • Part(s) by weight is referred to as “part(s)”.
  • EPICURE U (trade name for hardener, product of Yuka Shell Epoxy Co.) was added drop by drop, followed by a reaction for 2 hours with heating and stirring, to yield about 320 parts of dispersion liquid wherein blue-colored perfume-containing microcapsules were dispersed.
  • a cotton T-shirt (sheeting, 120 parts) was scoured, i.e. scrubbed vigorously, to remove the thickening agents and impurities.
  • the scoured T-shirt was immersed in this aqueous solution followed by gradual temperature rise and treatment at 70 °C for 15 minutes.
  • the T-shirt was thoroughly rinsed with water to remove the excess portion of the nitrogenous cationic polymer compound and other additives and then dewatered, i.e. squeezed to damp condition.
  • this T-shirt was thoroughly rinsed and dewatered, after which it was allowed to dry and then subjected to heat treatment at 140 °C in a tumbler drier for 1 minute.
  • the T-shirt thus obtained was found to retain the original appearance and touch.
  • wood aroma was emitted and the jogger felt refreshing as if running in woods.
  • the T-shirt changed its color from blue to white.
  • MATSUMINZOL MR-10 trade name for emulsion of acrylic ester resin, product of Matsui Shikiso Chemical Co., Ltd.
  • the T-shirt thus obtained showed the same function with that in Example 1, and had good appearance and touch, comparable to those in Example 1, and further improved washing fastness.
  • a cotton T-shirt was treated in the same manner as in Example 1 except that CHROMICOLOR AQUALITE INK FAST BLUE AQ-27 was replaced by 25 parts of PHOTOPIA AQUALITE INK PURPLE AQ-R (trade name for photochromic color, product of Matsui Shikiso Chemical Co., Ltd.).
  • the T-shirt thus obtained emitted wood aroma as the wearer made gentle motions, and the wearer felt refreshing as if staying in woods. Also, when the wearer went outdoors, the portions exposed to sunlight became deep purple. The appearance, touch, washing fastness and other quality factors were as good as those in Example 1.
  • HYDRAN AP-20 trade name for polyurethane resin emulsion, product of Dainippon Ink & Chemicals, Inc.
  • the shirt thus obtained was found to retain the original touch and appearance and have a blue color. As the wearer of this shirt made gentle motions, a refreshing peppermint aroma became perceptible. This function was not lost even after repeated washing.
  • the blouse was rinsed with water to remove the excess portion of nitrogenous cationic compound and other additives and then dewatered.
  • the blouse thus obtained was found to retain the original touch and appearance. As the wearer made gentle motions or upon friction with a sofa, for instance, the microcapsules were broken and a fragrant rose aroma became perceptible.
  • a T-shirt was treated in exactly the same manner as in Example 1 except that the perfume-containing microcapsule dispersion liquid obtained in Preparation Example 1 was replaced by 10 parts of an emulsion of 12 parts of Woody 4319 in 188 parts of surfactant-containing water.
  • This T-shirt was of no commercial value; the perfume was almost completely lost during the drying process, and the trace residual aroma was totally lost in one time of washing.
  • a T-shirt treated in exactly the same manner as in Example 1 except that no nitrogenous cationic compound was used was of no commercial value; the aroma was weak and no aroma was emitted after several times of friction because the perfume-containing microcapsules were not completely exhausted into the T-shirt.
  • Example 2 The same T-shirt as used in Example 1 was scoured to remove thickening agents and impurities.
  • the perfume-containing microcapsules were hardly exhausted into the T-shirt.
  • the obtained T-shirt was of no commercial value because it was poor in aroma emission and had a rough touch.
  • Example 1 the products obtained in Example 1 and Comparative Examples 1, 2 and 3 were compared with respect to aroma strength, aroma-emitting function retainability, appearance and touch, and washing fastness.
  • the results are given in Table 1.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Manufacturing Of Micro-Capsules (AREA)
EP93112089A 1992-07-31 1993-07-28 Procédé pour donner un arôme et textile émettant un arôme Withdrawn EP0581274A1 (fr)

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JP22535992 1992-07-31
JP225359/92 1992-07-31
JP4245685A JPH0693570A (ja) 1992-07-31 1992-08-20 着香方法及び発香繊維製品
JP245685/92 1992-08-20

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Cited By (16)

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WO1999019553A1 (fr) * 1997-10-10 1999-04-22 E.I. Du Pont De Nemours And Company Traitement du textile pour tissus contenant de l'elastomeres
WO1999019452A1 (fr) * 1997-10-10 1999-04-22 Unilever Plc PRODUITS DE TRAITEMENT POUR LE LAVAGE DU LINGE DESTINES A DES TISSUS A BASE DE SPANDEX$m(3)
WO2001073188A1 (fr) * 2000-03-27 2001-10-04 Givaudan Sa Chiffon de nettoyage jetable
WO2002090643A1 (fr) * 2001-05-09 2002-11-14 Sara Lee Corporation Procede permettant d'appliquer des microcapsules sur des matieres textiles et produits formees selon ce procede
FR2840329A1 (fr) * 2002-05-30 2003-12-05 Protex Nouveau procede d'application de microcapsules par epuisement sur des supports textiles et fixation de ces microcapsules et articles textiles obtenus
WO2005025626A3 (fr) * 2003-09-11 2005-07-21 Procter & Gamble Compositions comprenant un dispersant et des microcapsules contenant une matiere active et un stabilisateur
RU2286411C2 (ru) * 2004-08-02 2006-10-27 Открытое акционерное общество "Советская звезда" (ОАО "Советская звезда") Нитевидный волокнистый материал (варианты)
CN103556491A (zh) * 2013-10-28 2014-02-05 无锡市天然绿色纤维科技有限公司 一种彩点变色纱线或面料及其加工方法
RU2594422C1 (ru) * 2015-06-23 2016-08-20 Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Ивановский государственный химико-технологический университет" (ИГХТУ) Способ получения ароматизированного текстильного материала
WO2017046432A1 (fr) * 2015-09-15 2017-03-23 Carlos Fernández García Article chaussant ayant des propriétés thérapeutiques
CN107206344A (zh) * 2015-01-23 2017-09-26 弗门尼舍有限公司 制备不含三聚氰胺‑甲醛的微胶囊的方法
EP1984178A4 (fr) * 2006-01-26 2017-11-15 Outlast Technologies, LLC Articles munis d'un revêtement formé de microcapsules comprenant des groupes fonctionnels réactifs
WO2018183150A1 (fr) * 2017-03-26 2018-10-04 The American University In Cairo Microcapsules chargées d'arômes ayant une activité antibactérienne pour des applications écologiques
US10377936B2 (en) 2008-07-16 2019-08-13 Outlast Technologies, LLC Thermal regulating building materials and other construction components containing phase change materials
US10590321B2 (en) 2008-07-16 2020-03-17 Outlast Technologies, Gmbh Articles containing functional polymeric phase change materials and methods of manufacturing the same
CN111764175A (zh) * 2020-07-30 2020-10-13 上海常嘉纺织科技有限公司 纺织品香味处理微胶囊的制备方法

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KR100316559B1 (ko) * 1999-11-08 2001-12-12 서명현 방향성 인쇄 조성물 및 이의 인쇄방법
ES2249510T3 (es) * 2002-04-30 2006-04-01 Cognis Ip Management Gmbh Fibras y tejidos textiles acabados con microcapsulas.
US7282473B2 (en) * 2004-09-02 2007-10-16 Invista North America S.àr.l. Binder systems for microcapsule treatments to fibers, fabrics and garments
FR2897617B1 (fr) * 2006-02-20 2008-05-16 Centre Nat Rech Scient Capsules a surface modifiee pour greffage sur des fibres
ES2403879T3 (es) * 2006-11-22 2013-05-22 Appleton Papers Inc. Partícula de administración que contiene un agente beneficioso
GB0803538D0 (en) * 2008-02-27 2008-04-02 Dow Corning Deposition of lipophilic active material in surfactant containing compositions
ES2383271B1 (es) * 2010-03-24 2013-08-01 Lipotec S.A. Procedimiento de tratamiento de fibras y/o materiales textiles
EP3699256A1 (fr) * 2013-05-28 2020-08-26 The Procter & Gamble Company Compositions de traitement de surface comprenant des colorants photochromes
KR102011447B1 (ko) * 2018-11-20 2019-10-21 대신염직공업(주) 염색직물 제조장치 및 이를 이용한 염색방법
KR102108812B1 (ko) * 2018-12-17 2020-05-11 (유)현대어패럴 피톤치드 캡슐 부착률이 향상된 원단 및 그 제조방법, 이를 이용한 유아복

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Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999019553A1 (fr) * 1997-10-10 1999-04-22 E.I. Du Pont De Nemours And Company Traitement du textile pour tissus contenant de l'elastomeres
WO1999019452A1 (fr) * 1997-10-10 1999-04-22 Unilever Plc PRODUITS DE TRAITEMENT POUR LE LAVAGE DU LINGE DESTINES A DES TISSUS A BASE DE SPANDEX$m(3)
AU731714B2 (en) * 1997-10-10 2001-04-05 Unilever Plc Laundry treatment products for Spandex containing fabrics
US6713410B1 (en) 1997-10-10 2004-03-30 E.I. Du Pont De Nemours And Co. Method for textile treatment for spandex containing fabrics
WO2001073188A1 (fr) * 2000-03-27 2001-10-04 Givaudan Sa Chiffon de nettoyage jetable
WO2002090643A1 (fr) * 2001-05-09 2002-11-14 Sara Lee Corporation Procede permettant d'appliquer des microcapsules sur des matieres textiles et produits formees selon ce procede
FR2840329A1 (fr) * 2002-05-30 2003-12-05 Protex Nouveau procede d'application de microcapsules par epuisement sur des supports textiles et fixation de ces microcapsules et articles textiles obtenus
KR100870260B1 (ko) * 2003-09-11 2008-11-25 더 프록터 앤드 갬블 캄파니 활성 물질 및 안정제를 함유하는 미세캡슐과 분산제를포함하는 조성물
US7226607B2 (en) 2003-09-11 2007-06-05 The Procter & Gamble Company Compositions comprising a dispersant and microcapsules containing an active material and a stabilizer
WO2005025626A3 (fr) * 2003-09-11 2005-07-21 Procter & Gamble Compositions comprenant un dispersant et des microcapsules contenant une matiere active et un stabilisateur
RU2286411C2 (ru) * 2004-08-02 2006-10-27 Открытое акционерное общество "Советская звезда" (ОАО "Советская звезда") Нитевидный волокнистый материал (варианты)
EP1984178A4 (fr) * 2006-01-26 2017-11-15 Outlast Technologies, LLC Articles munis d'un revêtement formé de microcapsules comprenant des groupes fonctionnels réactifs
EP3575459A1 (fr) 2006-01-26 2019-12-04 Outlast Technologies, LLC Articles revêtus formés de microcapsules avec des groupes fonctionnels réactifs
US10590321B2 (en) 2008-07-16 2020-03-17 Outlast Technologies, Gmbh Articles containing functional polymeric phase change materials and methods of manufacturing the same
US10377936B2 (en) 2008-07-16 2019-08-13 Outlast Technologies, LLC Thermal regulating building materials and other construction components containing phase change materials
CN103556491A (zh) * 2013-10-28 2014-02-05 无锡市天然绿色纤维科技有限公司 一种彩点变色纱线或面料及其加工方法
CN107206344A (zh) * 2015-01-23 2017-09-26 弗门尼舍有限公司 制备不含三聚氰胺‑甲醛的微胶囊的方法
CN107206344B (zh) * 2015-01-23 2021-02-05 弗门尼舍有限公司 制备不含三聚氰胺-甲醛的微胶囊的方法
RU2594422C1 (ru) * 2015-06-23 2016-08-20 Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Ивановский государственный химико-технологический университет" (ИГХТУ) Способ получения ароматизированного текстильного материала
WO2017046432A1 (fr) * 2015-09-15 2017-03-23 Carlos Fernández García Article chaussant ayant des propriétés thérapeutiques
WO2018183150A1 (fr) * 2017-03-26 2018-10-04 The American University In Cairo Microcapsules chargées d'arômes ayant une activité antibactérienne pour des applications écologiques
CN111764175A (zh) * 2020-07-30 2020-10-13 上海常嘉纺织科技有限公司 纺织品香味处理微胶囊的制备方法

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TR26902A (tr) 1994-08-22
FI933380A0 (fi) 1993-07-28
AU4428493A (en) 1994-02-03
CA2101601A1 (fr) 1994-02-01
JPH0693570A (ja) 1994-04-05
FI933380L (fi) 1994-02-01
KR940002420A (ko) 1994-02-17
FI933380A7 (fi) 1994-02-01

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