EP1359247A1 - Fibres et tissus finis avec des microcapsules - Google Patents

Fibres et tissus finis avec des microcapsules Download PDF

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Publication number
EP1359247A1
EP1359247A1 EP20020009718 EP02009718A EP1359247A1 EP 1359247 A1 EP1359247 A1 EP 1359247A1 EP 20020009718 EP20020009718 EP 20020009718 EP 02009718 A EP02009718 A EP 02009718A EP 1359247 A1 EP1359247 A1 EP 1359247A1
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EP
European Patent Office
Prior art keywords
fibers
microcapsules
matrix
aqueous
textile fabrics
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Granted
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EP20020009718
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German (de)
English (en)
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EP1359247B1 (fr
Inventor
Anna Tacies Capdevila
Teresa Copete Vidal
Rafael Pi Subirana
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Cognis IP Management GmbH
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Cognis Iberia SL
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Priority to AT02009718T priority Critical patent/ATE306581T1/de
Application filed by Cognis Iberia SL filed Critical Cognis Iberia SL
Priority to ES02009718T priority patent/ES2249510T3/es
Priority to EP02009718A priority patent/EP1359247B1/fr
Priority to DE50204522T priority patent/DE50204522D1/de
Priority to DK02009718T priority patent/DK1359247T3/da
Priority to KR1020047017324A priority patent/KR101004591B1/ko
Priority to BRPI0309628-9B1A priority patent/BR0309628B1/pt
Priority to JP2004501701A priority patent/JP2005529246A/ja
Priority to CA2483279A priority patent/CA2483279C/fr
Priority to MXPA04010582A priority patent/MXPA04010582A/es
Priority to PCT/EP2003/004142 priority patent/WO2003093571A1/fr
Priority to CNB038097621A priority patent/CN1296552C/zh
Priority to US10/512,742 priority patent/US7956025B2/en
Publication of EP1359247A1 publication Critical patent/EP1359247A1/fr
Priority to HK05108452A priority patent/HK1076496A1/xx
Application granted granted Critical
Publication of EP1359247B1 publication Critical patent/EP1359247B1/fr
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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/12—Processes in which the treating agent is incorporated in microcapsules
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2915—Rod, strand, filament or fiber including textile, cloth or fabric
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2918—Rod, strand, filament or fiber including free carbon or carbide or therewith [not as steel]
    • Y10T428/292—In coating or impregnation

Definitions

  • the present invention is in the field of textile technology and relates to new ones finished fibers and fabrics with improved comfort, method to their preparation and the use of mixtures of microencapsulated agents and binders for textile equipment.
  • the object of the present invention has therefore been to those with active ingredients equipped fibers and textiles that are free from the above Disadvantages are, i. the beneficial properties also over a variety of washing cycles without significant drug losses during the wash comes.
  • the proportion of active ingredients in the microcapsules can be 1 to 30, preferably 5 to 25 and in particular 15 to 20 wt .-% amount.
  • microcapsule is the expert spherical units with a Diameter in the range of about 0.0001 to about 5 mm understood that at least one solid or liquid core enclosed by at least one continuous shell is. More specifically, it is finely dispersed with film-forming polymers liquid or solid phases, during their preparation, the polymers after emulsification and coacervation or interfacial polymerization on the material to be coated. Another method involves collecting molten waxes in a matrix (“microsponge”), which additionally envelops as microparticles with film-forming polymers could be.
  • microsponge a matrix
  • the microscopic capsules, also called nanocapsules can be left like drying powder.
  • mononuclear microcapsules are also multinucleated aggregates, too Microspheres, known as the two or more cores in the continuous shell material distributed.
  • Mononuclear or polynuclear microcapsules can also from an additional second, third, etc. sheath be enclosed.
  • the shell can be made of natural, semisynthetic or synthetic materials.
  • wrapping materials are for example rubber Arabic, agar-agar, agarose, maltodextrins, alginic acid or its salts, e.g.
  • Semi-synthetic shell materials are, inter alia, chemical modified celluloses, in particular cellulose esters and ethers, e.g. Cellulose acetate, ethylcellulose, Hydroxypropylcellulose, hydroxypropylmethylcellulose and carboxymethylcellulose, and starch derivatives, in particular starch ethers and esters.
  • Synthetic wrapping materials are, for example, polymers such as polyacrylates, polyamides, polyvinyl alcohol or polyvinylpyrrolidone.
  • microcapsules of the prior art are the following commercial products (in parentheses is the shell material): Hallcrest Microcapsules (gelatin, gum arabic), Coletica Thalaspheres (marine collagen), Lipotec Millicapseln (alginic acid, agar-agar), Induchem Unispheres (lactose , microcrystalline cellulose, hydroxypropylmethylcellulose); Unicerin C30 (lactose, microcrystalline cellulose, hydroxypropylmethylcellulose), Kobo Glycospheres (modified starch, fatty acid esters, phospholipids), Softspheres (modified agar-agar) and Kuhs Probiol Nanospheres (phospholipids) as well as Primaspheres and Primasponges (chitosan, alginates) and Primasys (phospholipids) ,
  • such substances are preferably considered as gelling agents, which show the property in aqueous solution at temperatures above 40 ° C gels to build.
  • Typical examples are heteropolysaccharides and proteins.
  • thermogeling Heteropolysaccharides are preferably suitable agaroses, which in the form of Red algae to be obtained agar-agar also together with up to 30 wt .-% non-gel-forming Agaropectins may be present.
  • Main component of the agaroses are linear polysaccharides from D-galactose and 3,6-anhydro-L-galactose, alternately ⁇ -1,3- and ⁇ -1,4-glycosidic are linked.
  • the heteropolysaccharides preferably have a molecular weight in the range from 110,000 to 160,000 and are both colorless and tasteless.
  • Pectins, xanthans (also xanthan gum) and their mixtures come into question. There are furthermore preference is given to those types which still form gels in 1% strength by weight aqueous solution, which do not melt below 80 ° C and solidify again above 40 ° C. From the group of thermogelling proteins are exemplified the various Called gelatin types.
  • Chitosans are biopolymers and are counted among the group of hydrocolloids. Chemically, they are partially deacetylated chitins of different molecular weight containing the following - idealized - monomer unit:
  • Chitosans under these conditions are cationic biopolymers positively charged chitosans can interact with oppositely charged surfaces occur and are therefore used in cosmetic hair and body care as well as pharmaceutical Preparations used.
  • chitosans one goes from chitin, preferably the shell remnants of crustaceans made as cheap raw materials in large Quantities are available.
  • the chitin is thereby in a procedure, the first ofhackmann et al. has been described, usually first by addition of bases deproteinized, demineralized by the addition of mineral acids and finally by addition deacetylated by strong bases, with the molecular weights distributed over a broad spectrum could be.
  • such types are used as the average Have molecular weight of 10,000 to 500,000 or 800,000 to 1,200,000 daltons and / or a viscosity according to Brookfield (1 wt .-% in glycolic acid) below 5000 mPas, a degree of deacetylation in the range of 80 to 88% and an ash content of less than 0.3% by weight.
  • the Chitosans usually in the form of their salts, preferably used as glycolates.
  • the matrix may optionally be dispersed in an oil phase prior to the formation of the membrane.
  • oils for this purpose for example, Guerbet alcohols based on fatty alcohols having 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C 6 -C 22 fatty acids with linear C 6 -C 22 fatty alcohols, esters of branched C 6 -C 13 carboxylic acids with linear C 6 -C 22 -fatty alcohols, such as myristyl myristate, myristyl palmitate, myristyl stearate, Myristylisostearat, myristyl, Myristylbehenat, Myristylerucat, cetyl myristate, cetyl palmitate, cetyl stearate, Cetylisostearat, cetyl oleate, cetyl behenate, Cetylerucat, Stearylmyristat, stearyl palmitate, stearyl stearate, Stearylis
  • esters of linear C 6 -C 22 fatty acids with branched alcohols in particular 2-ethylhexanol
  • esters of hydroxycarboxylic acids with linear or branched C 6 -C 22 fatty alcohols in particular dioctyl malates
  • esters of linear and / or branched fatty acids with polyhydric alcohols such as propylene glycol, dimerdiol or trimer triol
  • polyhydric alcohols such as propylene glycol, dimerdiol or trimer triol
  • Guerbet alcohols triglycerides based on C 6 -C 10 fatty acids, liquid mono- / di- / triglyceride mixtures based on C 6 -C 18 fatty acids
  • esters of C 6 -C 22 -fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids in particular benzoic acid
  • the anionic polymers have the task of forming membranes with the chitosans. Salts of alginic acid are preferably suitable for this purpose.
  • Alginic acid is a mixture of carboxyl-containing polysaccharides with the following idealized monomer unit:
  • the average molecular weight of the alginic acids or alginates is in the range from 150,000 to 250,000.
  • salts of alginic acid both their complete as Also to understand their partial neutralization products, in particular the alkali metal salts and among these, preferably the sodium alginate ("algin") and the ammonium and alkaline earth salts. especially preferred are mixed alginates, e.g. Sodium / magnesium or sodium / calcium alginates.
  • algin sodium / magnesium or sodium / calcium alginates.
  • anionic chitosan derivatives such. Carboxylation and especially Succinylmaschines consist in question.
  • poly (meth) acrylates come with average Molecular weights in the range of 5,000 to 50,000 daltons and the various Carboxymethyl celluloses in question.
  • anionic polymers can be used for the Formation of the envelope membrane also anionic surfactants or low molecular weight inorganic Salts, such as pyrophosphates are used.
  • the addition products of ethylene oxide and / or of propylene oxide onto fatty alcohols, fatty acids, alkylphenols or castor oil are known, commercially available products. These are homolog mixtures whose mean degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate, with which the addition reaction is carried out corresponds. C 12/18 fatty acid mono- and diesters of addition products of ethylene oxide with glycerol are known as refatting agents for cosmetic preparations.
  • Alkyl and / or alkenyl oligoglycosides their preparation and their use are made known in the art. Their preparation is carried out in particular by implementation of glucose or oligosaccharides with primary alcohols of 8 to 18 carbon atoms.
  • glycoside radical it is true that both monoglycosides in which a cyclic sugar residue is glycosidically linked to the fatty alcohol, as well as oligomeric Glycosides with a degree of oligomerization to preferably about 8 are suitable.
  • the degree of oligomerization is a statistical mean, the one for such technical Products usual homolog distribution is based.
  • Suitable partial glycerides are hydroxystearic acid monoglyceride, Hydroxystearic acid diglyceride, isostearic acid monoglyceride, isostearic acid diglyceride, Oleic acid monoglyceride, oleic acid diglyceride, ricinoleic acid glyceride, ricinoleic acid diglyceride, Linoleic acid monoglyceride, linoleic acid diglyceride, linolenic acid monoglyceride, linolenic acid diglyceride, Erucic acid monoglyceride, erucic acid diglyceride, tartaric acid monoglyceride, Tartaric acid diglyceride, citric acid monoglyceride, citric acid diglyceride, malic acid monoglyceride, Malic acid diglyceride and their technical mixtures subordinated from the manufacturing process may still contain small amounts of triglyceride. Also suitable addition products of 1 to be,
  • the sorbitan esters are sorbitan monoisostearate, sorbitan sesquiisostearate, sorbitan diisostearate, Sorbitan triisostearate, sorbitan monooleate, sorbitan sesquioleate, sorbitan dioleate, Sorbitan trioleate, sorbitan monoerucate, sorbitan sesquierucate, sorbitan butucate, Sorbitan trierucate, sorbitan monoricinoleate, sorbitan squiricinoleate, sorbitan dianicinoleate, Sorbitan triricinoleate, sorbitan monohydroxystearate, sorbitan sesquihydroxystearate, sorbitan dihydroxystearate, Sorbitan trihydroxystearate, sorbitan monotartrate, sorbitan sesquitartrate, Sorbitan ditartrate, sorbitan tritartrate, sorbitan monocitrate, sorb
  • polyglycerol esters are polyglyceryl-2 dipolyhydroxystearates (Dehymuls® PGPH), polyglycerol-3-diisostearate (Lameform® TGI), polyglyceryl-4 Isostearates (Isolan® GI 34), polyglyceryl-3 oleates, diisostearoyl polyglyceryl-3 Diisostearate (Isolan® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care® 450), polyglyceryl-3 beeswax (Cera Bellina®), polyglyceryl-4 caprate (polyglycerol Caprate T2010 / 90), polyglyceryl-3 cetyl ether (Chimexane® NL), polyglyceryl-3 Distearates (Cremophor® GS 32) and polyglyceryl polyricinoleates (Admul® WOL 1403) Polyglyceryl dim
  • Polyol esters examples include the mono-, optionally reacted with 1 to 30 moles of ethylene oxide, Di- and triesters of trimethylolpropane or pentaerythritol with lauric acid, coconut fatty acid, Tallow fatty acid, palmitic acid, stearic acid, oleic acid, behenic acid and the like.
  • Typical anionic emulsifiers are aliphatic fatty acids having 12 to 22 carbon atoms, such as palmitic acid, stearic acid or behenic acid, and dicarboxylic acids with 12 to 22 carbon atoms, such as azelaic acid or sebacic acid.
  • zwitterionic surfactants can be used as emulsifiers.
  • Zwitterionic surfactants are those surface-active compounds which carry at least one quaternary ammonium group and at least one carboxylate and one sulfonate group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammoniumglycinate, for example Kokosalkyldimethylammoniumglycinat, N-acylaminopropyl-N, N-dimethylammoniumglycinate, for example Kokosacylaminopropyldimethylammoniumglycinat, and 2-alkyl-3-carboxylmethyl-3-hydroxyethylimidazoline each having 8 to 18 carbon atoms in the alkyl or acyl group and the Kokosacylaminoethylhydroxyethylcarboxymethylglycinat.
  • betaines such as the N-alkyl-N, N-dimethylammoniumglycinate, for example Kokosalkyldimethylammoniumglycinat, N-acylaminopropyl-N, N-dimethylammoniumglycinate, for example Kokosacyla
  • fatty acid amide derivative known under the CTFA name Cocamidopropyl Betaine .
  • ampholytic surfactants are understood as meaning those surface-active compounds which, apart from a C 8/18 -alkyl or acyl group in the molecule, contain at least one free amino group and at least one -COOH or -SO 3 H group and are capable of forming internal salts.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkylirninodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 18 C In the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C 12/18 acylsarcosine.
  • cationic surfactants are also suitable as emulsifiers, those of the esterquat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred.
  • aqueous solution of the gelling agent preferably the agar agar forth and heated these under reflux.
  • a second aqueous solution containing the chitosan in amounts of 0.1 to 2, preferably 0.25 to 0.5 wt .-% and the active ingredients in amounts of 0.1 to 25 and in particular 0.25 to 10 Wt .-% contains; this mixture is called a matrix.
  • the loading of the microcapsules with active ingredients can therefore also be 0.1 to 25 wt .-% based on the capsule weight.
  • water-insoluble Ingredients for example, inorganic pigments are added, wherein these are usually added in the form of aqueous or aqueous / alcoholic dispersions.
  • Emulsification or dispersion of the active ingredients may also be of benefit to the matrix Add emulsifiers and / or solubilizers.
  • the matrix can optionally in an oil phase under strong Shear be very finely dispersed to the next encapsulation as possible to produce small particles. It has proved to be particularly advantageous, the matrix to warm to temperatures in the range of 40 to 60 ° C, while the oil phase to 10 cools to 20 ° C.
  • Encapsulation i. the formation of the envelope membrane by contacting the chitosan in the matrix with the anionic polymers.
  • Oil phase dispersed matrix at a temperature in the range of 40 to 100, preferably 50 to 60 ° C with an aqueous, about 1 to 50 and preferably 10 to 15 wt .-% aqueous
  • the resulting aqueous preparations have usually a microcapsule content in the range of 1 to 10 wt .-% on.
  • the solution of the polymers contains other ingredients, For example, emulsifiers or preservatives.
  • microcapsules which on average has a diameter in the range of preferably about 1 mm have. It is advisable to sieve the capsules in order to obtain a uniform size distribution sure.
  • the microcapsules obtained in this way can be manufactured Frame have any shape, but they are preferably approximately spherical. Alternatively, one can also use the anionic polymers for the preparation of the matrix and perform encapsulation with chitosans.
  • an O / W emulsion is prepared, which in addition to the oil body, water and the Active ingredients contains an effective amount of emulsifier.
  • This is used to make the matrix Preparation with vigorous stirring with an appropriate amount of an aqueous anionic polymer solution added.
  • the membrane formation takes place by adding the chitosan solution.
  • the pH is raised to 5 to 6, for example by adding triethanolamine or another base. This leads to an increase in the viscosity, the Addition of further thickening agents, e.g.
  • Polysaccharides especially xanthan gum, Guar-guar, agar-agar, alginates and tyloses, carboxymethylcellulose and hydroxyethylcellulose, high molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, Polyacrylamides and the like can still be supported.
  • xanthan gum especially xanthan gum, Guar-guar, agar-agar, alginates and tyloses, carboxymethylcellulose and hydroxyethylcellulose, high molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, Polyacrylamides and the like can still be supported.
  • binders (b1) to (b4) are preferably for the production of microencapsulated Active ingredient preparations are suitable with which the fibers or textile fabrics are impregnated
  • binders (b5) to (b7) are preferably used for such preparations Use that are applied by forced application.
  • Melamine (synonym: 2,4,6-triamino-1,3,5-triazine) is usually formed by trimerization of dicyandiamide or by cyclization of urea with elimination of carbon dioxide and ammonia according to the following equation:
  • melamine leads to oligomeric or polymeric condensation products melamine with formaldehyde, urea, phenol or mixtures thereof Understood.
  • Glyoxal (synonym: oxaldehyde, ethanedial) is formed during the vapor-phase oxidation of Ethylene glycol with air in the presence of silver catalysts.
  • Glyoxals are the self-condensation products of glyoxal ("polyglyoxals") Understood.
  • Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and amino, fatty, alcohol, polyether, epoxy, fluoro-, glycoside- and / or alkyl-modified silicone compounds at room temperature preferably solid or resinous.
  • simethicones which are mixtures of dimethicones with an average chain length from 200 to 300 dimethylsiloxane units and hydrogenated silicates.
  • the average molecular weight of the polymers is between 100 and 10,000, preferably 200 and 5,000 and especially 400 to 2,000 daltons.
  • polyalkylene glycols are homo- and copolymerization products of Ethylene, propylene and optionally the butylene oxide to understand.
  • the condensation The alkylene oxides can be prepared in a manner known per se in the presence of alkaline catalysts although acid catalysis is preferred. For example, mixtures become used by ethylene oxide and propylene oxide, the polymers may be a block or Have random distribution. Typically, the average molecular weight of the Polymers between 100 and 10,000, preferably at 200 and 5,000 and in particular 400 to 2,000 daltons.
  • the feed ratio between microcapsules and binder may be 90:10 to 10:90, preferably 75: 25 to 25: 75 and especially 60: 40 to 40: 60 parts by weight.
  • ever According to manufacturing method and use ratio of microcapsules and binders may be different Liability types are realized.
  • binder For example, weight ratio of microcapsules: binder greater than 50: 50
  • a larger amount of binder used for example, weight ratio of microcapsules: binder less than 50:50, so this is usually sufficient to not only the microcapsules to staple to the fibers, but to envelop or provide it with a coating ("igloo type").
  • Microcapsules of fibers thus treated are not immediately in contact in contact with the skin surface, which causes them in less Quantities are delivered, but are also effective over a longer period. (see illustrations 1 and 2).
  • the preparations are in the form of aqueous dispersions in the trade, having a solids content in the range of 5 to 50, preferably 10 to 40 and especially 15 to 30 wt .-% have.
  • the preparations of microencapsulated active ingredients and binders serve to fibers and all types of textile fabrics, ie both finished and semi-finished products during the manufacturing process or even after its completion to equip to this Way to improve the wearing comfort on the skin.
  • the selection of materials from which The fibers or textiles are, is thereby largely uncritical. This is how everyone comes common natural and synthetic materials and mixtures thereof, in particular but cotton, polyamides, polyester, viscose, polyamide / lycra, cotton / lycra and cotton / polyester. Equally uncritical is the selection of textiles, being natural Nearby is to equip such products that are in direct contact with the skin, ie especially underwear, swimwear, sleepwear, stockings and tights.
  • Another object of the present invention relates to a first method of equipment of fibers or textile fabrics, in which the substrates with aqueous preparations containing the microencapsulated agents and the binders impregnated.
  • the Impregnation can be done, for example, by placing the fibers or textiles in a commercial washing machine treated with the preparations of the invention or the application with the help of a dip bath makes.
  • another aspect of the invention relates to a second method of equipment of fibers and textile fabrics, in which the aqueous preparations containing the microencapsulated agents and binders are forcibly applied.
  • the aqueous preparations containing the microencapsulated agents and binders are forcibly applied.
  • the application concentration is 1 to 90, and preferably 5 to 60 Wt .-% based on the liquor or the dip.
  • impregnation are generally higher concentrations than in the case of forced application by the same loadings the fibers or textile fabrics with the microencapsulated active ingredients to achieve.
  • Production Example H1 In a 500 ml three-necked flask with stirrer and reflux condenser, 3 g of agar-agar were dissolved in 200 ml of water in the boiling heat. The mixture was then added over about 30 minutes with vigorous stirring, first with a homogeneous dispersion of 10 g of glycerol and 2 g of talc in ad 100 g of water and then with a preparation of 25 g of chitosan (Hydagen® DCMF, 1 wt .-% in glycolic acid, Cognis, Dusseldorf / FRG), 5 g of squalane 0.5 g of Phenonip® (preservative mixture containing phenoxyethanol and parabens) and 0.5 g of polysorbate-20 (Tween® 20, ICI) in ad 100 g of water.
  • Hydagen® DCMF 1 wt .-% in glycolic acid, Cognis, Dusseldorf / F
  • Production example H2 In a 500 ml three-necked flask with stirrer and reflux condenser, 3 g of agar-agar were dissolved in 200 ml of water in the boiling heat. The mixture was then added over about 30 minutes with vigorous stirring, first with a homogeneous dispersion of 10 g of glycerol and 2 g of talc in ad 100 g of water and then with a preparation of 25 g of chitosan (Hydagen® DCMF, 1 wt .-% in glycolic acid, Cognis, Dusseldorf / FRG), 5 g of tocopherol, 0.5 g of Phenonip® (preservative mixture containing phenoxyethanol and parabens) and 0.5 g of polysorbate-20 (Tween® 20, ICI) in ad 100 g of water.
  • Hydagen® DCMF 1 wt .-% in glycolic acid, Cognis, Dusseldorf /
  • the resulting matrix was filtered, heated to 50 ° C and dispersed with vigorous stirring in 2.5 times the volume of paraffin oil, which had previously been cooled to 15 ° C.
  • the dispersion was subsequently washed with an aqueous solution containing 1% by weight of sodium lauryl sulfate and 0.5% by weight of sodium alginate and then several times with a 0.5% strength by weight aqueous phenone solution, the oil phase being removed. After sieving, an aqueous formulation containing 8% by weight microcapsules with a mean diameter of 1 mm was obtained.
  • Production Example H3 In a 500 ml three-necked flask with stirrer and reflux condenser, 3 g of agar-agar were dissolved in 200 ml of water in the boiling heat. The mixture was then added over about 30 minutes with vigorous stirring, first with a homogeneous dispersion of 10 g of glycerol and 2 g of talc in ad 100 g of water and then with a preparation of 25 g of chitosan (Hydagen® DCMF, 1 wt .-% in glycolic acid, Cognis, Dusseldorf / FRG), 5 g of caffeine, 0.5 g of Phenonip® (preservative mixture containing phenoxyethanol and parabens) and 0.5 g of polysorbate-20 (Tween® 20, ICI) in ad 100 g of water.
  • Hydagen® DCMF 1 wt .-% in glycolic acid, Cognis, Dusseldorf / FRG
  • Production Example H4 In a 500 ml three-necked flask equipped with stirrer and reflux condenser dissolved in boiling heat 3 g agar-agar in 200 ml of water. Subsequently, the mixture became within about 30 minutes with vigorous stirring, first with a homogeneous dispersion of 10 g of glycerol and 2 g of talc in 100 g of water and then with a preparation of 25 g Chitosan (Hydagen® DCMF, 1% by weight in glycolic acid, Cognis, Dusseldorf / FRG), 5 g Menthol, 0.5 g Phenonip® (preservative mixture containing phenoxyethanol and Parabens) and 0.5 g of polysorbate-20 (Tween® 20, ICI) in 100 g of water.
  • Hydagen® DCMF 1% by weight in glycolic acid, Cognis, Dusseldorf / FRG
  • the obtained The matrix was filtered, heated to 60 ° C and into a 15% by weight solution of sodium pyrophosphate dripped. After sieving, an aqueous preparation was obtained which was 8 Wt .-% microcapsules with a mean diameter of 1 mm.
  • Production Example H5 In a 500 ml three-necked flask with stirrer and reflux condenser, 3 g of agar-agar were dissolved in 200 ml of water in the boiling heat. The mixture was then added over about 30 minutes with vigorous stirring, first with a homogeneous dispersion of 10 g of glycerol and 2 g of talc in ad 100 g of water and then with a preparation of 25 g of chitosan (Hydagen® DCMF, 1 wt .-% in glycolic acid, Cognis, Dusseldorf / FRG), 5 g of beta-carotene, 0.5 g of Phenonip® (preservative mixture containing phenoxyethanol and parabens) and 0.5 g of polysorbate-20 (Tween® 20, ICI) in ad 100 g of water.
  • Hydagen® DCMF 1 wt .-% in glycolic acid, Cognis, Dusseldorf
  • Production Example H6 In a 500 ml three-necked flask equipped with stirrer and reflux condenser, 3 g of gelatin were dissolved in 200 ml of water at boiling heat. The mixture was then added over about 30 minutes with vigorous stirring, first with a homogeneous dispersion of 10 g of glycerol and 2 g of talc in ad 100 g of water and then with a preparation of 25 g of chitosan (Hydagen® DCMF, 1 wt .-% in glycolic acid, Henkel KGaA, Dusseldorf / FRG), 5 g of soy protein, 0.5 g of Phenonip® in ad 100 g of water.
  • Hydagen® DCMF 1 wt .-% in glycolic acid, Henkel KGaA, Dusseldorf / FRG
  • Production Example H7 In a 500 ml three-necked flask with stirrer and reflux condenser, 3 g of agar-agar were dissolved in 200 ml of water in the boiling heat. The mixture was then added over about 30 minutes with vigorous stirring, first with a homogeneous dispersion of 10 g of glycerol and 2 g of talc in ad 100 g of water and then with a preparation of 25 g of chitosan (Hydagen® DCMF, 1 wt .-% in glycolic acid, Cognis, Dusseldorf / FRG), 5 g of jojoba oil, 0.5 g of Phenonip® (preservative mixture containing phenoxyethanol and parabens) and 0.5 g of polysorbate-20 (Tween® 20, ICI) in ad 100 g of water.
  • Hydagen® DCMF 1 wt .-% in glycolic acid, Cognis, Dusseldorf
  • Production Example H9 In a stirred apparatus, 0.5 g of preservative (Phenonip®) were dissolved in 50 g of a 2% by weight aqueous preparation of polyacrylic acid (Pemulen® TR-2), which resulted in a pH of 3. Subsequently, with vigorous stirring, a mixture consisting of 1 g of menthol and 0.5 g of sorbitan monolaurate + 15EO (Eumulgin® SML 15, Cognis Germany GmbH) was added.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Cosmetics (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Absorbent Articles And Supports Therefor (AREA)
EP02009718A 2002-04-30 2002-04-30 Fibres et tissus finis avec des microcapsules Expired - Lifetime EP1359247B1 (fr)

Priority Applications (14)

Application Number Priority Date Filing Date Title
ES02009718T ES2249510T3 (es) 2002-04-30 2002-04-30 Fibras y tejidos textiles acabados con microcapsulas.
EP02009718A EP1359247B1 (fr) 2002-04-30 2002-04-30 Fibres et tissus finis avec des microcapsules
DE50204522T DE50204522D1 (de) 2002-04-30 2002-04-30 Mit Mikrokapseln ausgerüstete Fasern und textile Flächengebilde
DK02009718T DK1359247T3 (da) 2002-04-30 2002-04-30 Med mikrokapsler behandlede fibre og flade tekstilprodukter
AT02009718T ATE306581T1 (de) 2002-04-30 2002-04-30 Mit mikrokapseln ausgerüstete fasern und textile flächengebilde
MXPA04010582A MXPA04010582A (es) 2002-04-30 2003-04-22 Estructuras superficiales, equipadas con fibras y textiles.
JP2004501701A JP2005529246A (ja) 2002-04-30 2003-04-22 加工した繊維および編織布表面構造
CA2483279A CA2483279C (fr) 2002-04-30 2003-04-22 Fibres et produits textiles finis incorporant des microcapsules d'un melange de substances actives et de liants
KR1020047017324A KR101004591B1 (ko) 2002-04-30 2003-04-22 보강된 섬유 및 직물 표면 구조
PCT/EP2003/004142 WO2003093571A1 (fr) 2002-04-30 2003-04-22 Fibres apprêtées et structures textiles planes apprêtées
CNB038097621A CN1296552C (zh) 2002-04-30 2003-04-22 涂敷的纤维和织物表面结构
US10/512,742 US7956025B2 (en) 2002-04-30 2003-04-22 Finished fibers and textiles
BRPI0309628-9B1A BR0309628B1 (pt) 2002-04-30 2003-04-22 emprego de mistura de substâncias ativas microencapsuladas e aglutinantes no acabamento de fibras e materiais têxteis, e fibras e materiais têxteis acabados com a referida mistura
HK05108452A HK1076496A1 (en) 2002-04-30 2005-09-26 Equipped fibers and textile surface structures

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP02009718A EP1359247B1 (fr) 2002-04-30 2002-04-30 Fibres et tissus finis avec des microcapsules

Publications (2)

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EP1359247A1 true EP1359247A1 (fr) 2003-11-05
EP1359247B1 EP1359247B1 (fr) 2005-10-12

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Country Status (14)

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US (1) US7956025B2 (fr)
EP (1) EP1359247B1 (fr)
JP (1) JP2005529246A (fr)
KR (1) KR101004591B1 (fr)
CN (1) CN1296552C (fr)
AT (1) ATE306581T1 (fr)
BR (1) BR0309628B1 (fr)
CA (1) CA2483279C (fr)
DE (1) DE50204522D1 (fr)
DK (1) DK1359247T3 (fr)
ES (1) ES2249510T3 (fr)
HK (1) HK1076496A1 (fr)
MX (1) MXPA04010582A (fr)
WO (1) WO2003093571A1 (fr)

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WO2008116330A2 (fr) * 2007-03-27 2008-10-02 Tex-A-Tec Ag Couche multifonction sur des fibres textiles et structures planes permettant de recevoir et de libérer des substances actives
FR2941468A1 (fr) * 2009-01-28 2010-07-30 Avelana Materiau filamenteux ou fibreux impregne de substances actives

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WO2005005712A2 (fr) * 2003-07-14 2005-01-20 Koninklijke Philips Electronics N.V. Compose et procede pour appliquer des additifs sur des tissus, microcapsules, et procede pour la preparation dudit compose
US9890497B2 (en) 2004-03-31 2018-02-13 A T G Ceylon (Private) Limited Anti-perspirant glove
US20050262646A1 (en) 2004-05-28 2005-12-01 Mathias Berlinger Process for depositing microcapsules into multifilament yarn and the products produced
DE102004037752A1 (de) 2004-08-04 2006-03-16 Cognis Deutschland Gmbh & Co. Kg Ausgerüstete Fasern und textile Flächengebilde
US7282473B2 (en) * 2004-09-02 2007-10-16 Invista North America S.àr.l. Binder systems for microcapsule treatments to fibers, fabrics and garments
DE102005003122A1 (de) * 2005-01-21 2006-07-27 Henkel Kgaa Antiadhäsive Polymere zur Verhinderung der Adhäsion von Mikroorganismen an Textilien und zur Verhinderung von Wäschegeruch
PT103265B (pt) * 2005-04-22 2007-02-28 Univ Do Minho Microcápsulas com grupos funcionais reactivos de ligação a fibras têxteis e processo de aplicação e fixação
DE102005045138A1 (de) * 2005-09-22 2007-03-29 Cognis Ip Management Gmbh Wässrige Mikrokapseldispersionen
EP1873300A1 (fr) * 2006-06-30 2008-01-02 THOR GmbH Textile antimicrobien
US8222193B2 (en) * 2006-07-20 2012-07-17 Kao Corporation Hydrogel particles
FR2908427B1 (fr) * 2006-11-15 2009-12-25 Skin Up Procede d'impregnation de fibres et/ou de textiles par un compose d'interet et/ou un principe actif sous forme de nanoparticules
DE102007002658A1 (de) 2007-01-12 2008-07-17 Freie Universität Berlin Vorrichtung zum Fernhalten von Insekten aus einem Abschnitt eines Freiluftbereichs
DE202009016978U1 (de) 2009-12-16 2010-03-18 Cognis Ip Management Gmbh Sprühcontainer
ES2383271B1 (es) * 2010-03-24 2013-08-01 Lipotec S.A. Procedimiento de tratamiento de fibras y/o materiales textiles
GB2532811B (en) * 2014-11-18 2017-07-26 Atg Ceylon (Private) Ltd Anti-Perspirant Glove
CA3026108A1 (fr) 2016-06-10 2017-12-14 Clarity Cosmetics Inc. Formulations non comedogenes de soin des cheveux et du cuir chevelu et methode d'utilisation
CN106592252A (zh) * 2016-11-29 2017-04-26 佛山市南海区佳妍内衣有限公司 一种保健纤维面料及其制备方法
CN107237132A (zh) * 2017-06-04 2017-10-10 于世金 大豆分离蛋白环保浆料的制备方法及其应用
CN108774789B (zh) * 2018-08-02 2019-04-12 李萌 一种抗菌防敏功能性面料
CL2018003823A1 (es) * 2018-12-27 2019-03-29 Univ De Santiago De Chile 50% Material que incorpora vitamina d para su posterior liberación y método para obtener dicho material
US11937653B2 (en) 2020-07-09 2024-03-26 Vitiprints, LLC Smart mask

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Publication number Priority date Publication date Assignee Title
EP1845186A1 (fr) * 2006-04-11 2007-10-17 Cognis IP Management GmbH Fibres équipées et structures plates textiles destinées à repousser les insectes
WO2008116330A2 (fr) * 2007-03-27 2008-10-02 Tex-A-Tec Ag Couche multifonction sur des fibres textiles et structures planes permettant de recevoir et de libérer des substances actives
WO2008116330A3 (fr) * 2007-03-27 2009-05-07 Tex A Tec Ag Couche multifonction sur des fibres textiles et structures planes permettant de recevoir et de libérer des substances actives
FR2941468A1 (fr) * 2009-01-28 2010-07-30 Avelana Materiau filamenteux ou fibreux impregne de substances actives
EP2213786A1 (fr) * 2009-01-28 2010-08-04 Avelana Matériau filamenteux ou fibreux imprégné de substances actives

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ES2249510T3 (es) 2006-04-01
HK1076496A1 (en) 2006-01-20
DE50204522D1 (de) 2005-11-17
JP2005529246A (ja) 2005-09-29
MXPA04010582A (es) 2004-12-13
KR101004591B1 (ko) 2010-12-28
US20050150056A1 (en) 2005-07-14
WO2003093571A1 (fr) 2003-11-13
EP1359247B1 (fr) 2005-10-12
CA2483279C (fr) 2011-06-14
DK1359247T3 (da) 2006-02-13
ATE306581T1 (de) 2005-10-15
KR20040106404A (ko) 2004-12-17
US7956025B2 (en) 2011-06-07
CA2483279A1 (fr) 2003-11-13
BR0309628A (pt) 2007-03-06
BR0309628B1 (pt) 2013-09-10
CN1296552C (zh) 2007-01-24
CN1650065A (zh) 2005-08-03

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