EP1848845A1 - Verfahren zur herstellung einer antimikrobiellen elastofaser - Google Patents

Verfahren zur herstellung einer antimikrobiellen elastofaser

Info

Publication number
EP1848845A1
EP1848845A1 EP05733511A EP05733511A EP1848845A1 EP 1848845 A1 EP1848845 A1 EP 1848845A1 EP 05733511 A EP05733511 A EP 05733511A EP 05733511 A EP05733511 A EP 05733511A EP 1848845 A1 EP1848845 A1 EP 1848845A1
Authority
EP
European Patent Office
Prior art keywords
antimicrobial agent
antimicrobial
mole
slurry
process according
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Withdrawn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
EP05733511A
Other languages
English (en)
French (fr)
Other versions
EP1848845A4 (de
Inventor
Byung Su Song
Seung Won Seo
Ji Won Kim
Ik Hyeon Kwon
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.)
Hyosung Corp
Original Assignee
Hyosung Corp
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 Hyosung Corp filed Critical Hyosung Corp
Publication of EP1848845A1 publication Critical patent/EP1848845A1/de
Publication of EP1848845A4 publication Critical patent/EP1848845A4/de
Withdrawn legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F1/00General methods for the manufacture of artificial filaments or the like
    • D01F1/02Addition of substances to the spinning solution or to the melt
    • D01F1/10Other agents for modifying properties
    • D01F1/103Agents inhibiting growth of microorganisms
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/58Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
    • D01F6/70Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyurethanes
    • DTEXTILES; PAPER
    • D04BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04HMAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H1/00Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
    • D04H1/40Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
    • D04H1/42Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties characterised by the use of certain kinds of fibres insofar as this use has no preponderant influence on the consolidation of the fleece
    • D04H1/4326Condensation or reaction polymers
    • D04H1/4358Polyurethanes
    • 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
    • D06M11/32Treating 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 oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/36Treating 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 oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
    • DTEXTILES; PAPER
    • D10INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10BINDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2401/00Physical properties
    • D10B2401/13Physical properties anti-allergenic or anti-bacterial
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/29Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913Rod, strand, filament or fiber
    • Y10T428/2927Rod, strand, filament or fiber including structurally defined particulate matter

Definitions

  • the present invention relates to a process for preparing an antimicrobial elastic fiber, and more particularly to a process for preparing an antimicrobial elastic fiber comprising mixing a glass compound, as an antimicrobial agent, containing ZnO, SiO 2 and an alkali metal oxide, and having an average particle size of 0.1 ⁇ m to 5 ⁇ m, with a dispersant, sand grinding or milling the mixture, and adding the ground or milled mixture to a solution of a segmented polyurethane polymer.
  • Polyurethane elastic fibers are superior in elasticity and elastic recovery. Due to these advantages, polyurethane elastic fibers are widely used as materials for stockings, women's underwear and flexible fabrics, and their applications continue to be extended to aerobic clothing and swimming suits.
  • 4,837,292 discloses a process for imparting antimicrobial properties to an elastic fiber by using poly (pentane-1, 5-carbonate) diol or poly (hexane-1, 6- carbonate) diol, which is a polycarbonate diol selected among aliphatic diols, or a copolymer thereof, as a soft segment.
  • poly (pentane-1, 5-carbonate) diol or poly (hexane-1, 6- carbonate) diol which is a polycarbonate diol selected among aliphatic diols, or a copolymer thereof, as a soft segment.
  • Korean Patent Publication No. 93-5099 teaches an ion exchange of a porous crystalline aluminosilicate zeolite as an inorganic antimicrobial agent with bactericidal metal ions in order to impart antimicrobial properties to a polyurethane elastic fiber.
  • the zeolite since the zeolite has strong adsorption of water, it functions to crosslink an elastic fiber polymer (i.e. polyurethane) during preparation of the elastic fiber. This crosslinking increases the viscosity of the polymerization product and causes the formation of a gel, resulting in a sharp rise in filtration pressure and frequent occurrence of yarn breakage upon spinning.
  • 103406 describes the use of a non-porous inorganic ceramic containing silver or zirconium as antimicrobial components in order to impart antimicrobial properties to an elastic fiber.
  • the silver causes undesirable yellowing of the elastic fiber during spinning at a high temperature of 200 0 C or more.
  • Korean Patent No. 445313 describes the use of a glass metal compound, as an antimicrobial agent, containing ZnO, SiO 2 and an alkali metal oxide in order to impart antimicrobial properties to an elastic fiber.
  • a glass metal compound as an antimicrobial agent, containing ZnO, SiO 2 and an alkali metal oxide in order to impart antimicrobial properties to an elastic fiber.
  • the antimicrobial agent tends to agglomerate in dimethylacetamide or dimethylformamide as a polar solvent for polyurethane, which is a material for the elastic fiber.
  • an increase in discharge pressure is caused and yarn breakage frequently occurs during spinning, making it difficult to maintain stable spinning of the antimicrobial fiber for a long period of time.
  • the antimicrobial agent must undergo milling or sand grinding to control the size of the antimicrobial agent particles so that the size is suitable for addition to the polyurethane.
  • the antimicrobial agent particles must have a secondary agglomerated particle size of 15 ⁇ m or less. To this end, extensive and time consuming milling of the antimicrobial agent is required.
  • the antimicrobial agent is discolored to gray, which renders the color of the final antimicrobial elastic fiber gray.
  • the present invention has been made in view of the above problems, and it is an object of the present invention to provide an antimicrobial elastic fiber having excellent spinnability while maintaining superior antimicrobial properties and remaining unchanged in the color of yarn by using a glass metal compound, as an antimicrobial agent, containing ZnO, SiO 2 , an alkali metal oxide and the like, and using a dispersant during milling or sand grinding the antimicrobial agent.
  • a process for preparing an antimicrobial elastic fiber which comprises: mixing a glass compound, as an antimicrobial agent, containing 50-78 mole% of ZnO, 21-49 mole% of SiO 2 and 1-10 mole% of an alkali metal oxide, and having an average particle size of 0.1 ⁇ m to 5 ⁇ m, with a dispersant; sand grinding or milling the mixture; and adding the ground or milled mixture to a solution of a segmented polyurethane polymer to prepare an elastic yarn.
  • an antimicrobial elastic fiber prepared by the process.
  • the antimicrobial agent used in the process of the present invention is characterized in that it is a glass metal compound containing ZnO, SiO 2 and an alkali metal oxide, and having an average particle size of 0.1 ⁇ m to 5 ⁇ m. It is preferred that the antimicrobial agent is non- porous.
  • an elastic fiber polymer i.e. polyurethane
  • This crosslinking increases the viscosity of the polymerization product and causes the formation of a gel, resulting in a sharp rise in filtration pressure and frequent occurrence of yarn breakage upon spinning.
  • the antimicrobial agent preferably contains 50 ⁇ 78 mole% of ZnO.
  • ZnO content exceeds 78 mole%, it is difficult to form the antimicrobial agent into a glass compound.
  • the antimicrobial agent preferably contains 21 ⁇ 49 mole% of SiO 2 , which is a component for glass formation.
  • Si ⁇ 2 content exceeds 49 mole%, the water solubility of the antimicrobial agent is high, thus causing poor antimicrobial properties. Meanwhile, when the SiO 2 content is less than 21 mole%, it is difficult to obtain a stable glass compound.
  • SiO 2 is used as an essential component for glass formation in the antimicrobial agent, but a portion of SiO 2 may be replaced with other components for glass formation.
  • components there can be used, for example, P 2 O 5 , Al 2 O 3 , TiO 2 , and ZrO 2 .
  • Preferred amounts of the components range from 0.1 to 19 mole% .
  • the antimicrobial agent preferably contains 1-10 mole% of an alkali metal oxide.
  • the content of the alkali metal oxide is less than 1 mole%, the antimicrobial properties of the antimicrobial agent are degraded.
  • the content of the alkali metal oxide exceeds 10 mole%, the water solubility of the antimicrobial agent is high and thus poor antimicrobial properties are caused with impairing the discoloration resistance of the antimicrobial agent.
  • alkali metal oxides usable in the process of the present invention include oxides of Na, K, and Li. These oxides can be alone or in combination as a mixture of two or three oxides.
  • the antimicrobial agent is preferably added in an amount of 0.2 to 5% by weight, relative to the weight of yarn. If the antimicrobial agent is added in an amount of less than 0.2% by weight, the antimicrobial effects cannot be ensured. If the antimicrobial agent is added in an amount exceeding 5% by weight, the physical properties of the antimicrobial elastic fiber may be deteriorated.
  • the antimicrobial agent is an inorganic material, dispersion of the antimicrobial agent is required before addition to an elastic fiber polymer
  • the antimicrobial agent tends to agglomerate in dimethylacetamide, dimethylformamide or dimethylsulfoxide as a polar solvent for the elastic fiber polymer (polyurethane) , there is a large possibility that a rise of extrusion pressure may be caused and yarn breakage may frequently occur during spinning. Accordingly, in order to maintain the secondary agglomerated particle size of the antimicrobial agent at 15 ⁇ m or less before addition of the antimicrobial agent to the polyurethane solution, extensive and time consuming milling or sand grinding of the antimicrobial agent is required. At this step, the antimicrobial agent may be discolored to gray, as described above.
  • a dispersant such as a fatty acid, a fatty acid salt, a fatty acid ester or an aliphatic alcohol, is added to improve the dispersibility of the antimicrobial agent in the polar solvent, thereby shortening the milling time of the antimicrobial agent and preventing the discoloration of the antimicrobial agent. That is, the dispersant reduces the friction against the antimicrobial agent created during milling, and improves the flowability and dispersibility of the antimicrobial agent.
  • the dispersant may be coated on the surface of the antimicrobial agent, enhancing the above effects.
  • Suitable fatty acids there can be exemplified monocarboxylic and dicarboxylic acids having a C 3 ⁇ 40 linear or branched hydrocarbon.
  • Specific examples include capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, and behenic acid.
  • the fatty acid salt is a compound that can be represented by the formula RCOOM (wherein R is an alkyl or alkenyl group, and preferably a C3-.4 0 linear or branched hydrocarbon; and M is a metal, and preferably an alkali metal or alkaline earth metal) .
  • RCOOM wherein R is an alkyl or alkenyl group, and preferably a C3-.4 0 linear or branched hydrocarbon; and M is a metal, and preferably an alkali metal or alkaline earth metal
  • Specific examples include sodium stearate, lithium stearate, zinc stearate, magnesium stearate, calcium stearate,
  • fatty acid esters examples include glycerin monostearate, and glycerin oleate.
  • the aliphatic alcohol is a monovalent or polyvalent aliphatic alcohol of a 0 3 -40 linear or branched hydrocarbon.
  • Examples of preferred aliphatic alcohols include: alkanols, e.g., n-hexanol, n-heptanol, n-octanol, 2-ethyl hexanol, isooctyl alcohol, 2-octanol, methyl heptanol, decyl alcohol, isodecyl alcohol, capryl alcohol, lauryl alcohol, myristyl alcohol, palmityl alcohol, oleyl alcohol, behenyl alcohol, cetyl alcohol, and stearyl alcohol; cycloalkanols, e.g., cyclohexanol and methyl cyclohexanol; alkanediols, e.g., propylene glycol, trimethylene glycol, 1,2-butylene glycol, 2,3-butylene glycol, 1,4-butylene glycol, 1, 6-hexanediol, pinacol, 1,2- pent
  • Examples of more preferred aliphatic alcohols include stearyl alcohol, lauryl alcohol, capryl alcohol, oleyl alcohol, pentaerythritol, and mixtures thereof.
  • the dispersant selected from the fatty acids, fatty acid salts, fatty acid esters and aliphatic alcohols, and the antimicrobial agent are added in a weight ratio between 1 : 10 and 1 : 1 during the milling or sand grinding process. Since the content of the antimicrobial agent in a yarn is in the range of 0.2% to 5% by weight, the content of the dispersant in the yarn is between 0.02% and 5% by weight, in proportion to that of the antimicrobial agent. When the weight ratio is below 1 : 10, the dispersion effects are negligible. Meanwhile, when the weight ratio exceeds 1 : 1, the excess dispersant does not contribute to further improvement of dispersion effects.
  • a segmented polyurethane polymer used to prepare the elastic yarn by the process of the present invention is produced by reacting an organic diisocyanate with a polymeric diol to obtain a polyurethane precursor, dissolving the precursor in an organic solvent, and reacting the precursor with a diamine and a monoamine.
  • organic diisocyanates there can be mentioned, for example, diphenylmethane-4, 4' -diisocyanate, hexamethylenediisocyanate, toluenediisocyanate, butylenediisocyanate, and hydrogenated P / P' ⁇ methylenediisocyanate.
  • polymeric diols there can be mentioned, for example, polytetramethylene ether glycol, polypropylene glycol, and polycarbonate diol.
  • the diamines are used as chain extenders, and their specific examples include ethylenediamine, propylenediamine, and hydrazine.
  • the monoamines are used as chain terminators, and their specific examples include diethylamine, monoethanolamine, and dimethylamine.
  • UV stabilizers As other additives, UV stabilizers, antioxidants, NO x gas anti-yellowing agents, dyeing promoters, anti- chlorine agents, and the like, can be additionally used.
  • additives may be added in a mixture with the antimicrobial agent. More preferably, the additives are first added and then the antimicrobial agent is added just before spinning.
  • Antimicrobial agents A-F were prepared in Preparative Examples 1 to 6, respectively.
  • the size of secondary agglomerated particles of the antimicrobial agents was evaluated by the following procedure. ⁇ Evaluation of the size of secondary agglomerated particles of antimicrobial agents>
  • an antimicrobial agent slurry was prepared by milling, 2 kg of the slurry was sampled.
  • the sampled slurry was fed into a closed tank in which a pneumatic pressure could be applied from the top and a stainless sieve (pore size: 15 ⁇ m) having a diameter of 3.6 cm was installed at a lower outlet. Pressure was applied in such a manner that the slurry could be discharged only through the sieve.
  • the amount of the slurry passing through the sieve for 2 minutes was measured while applying a pneumatic pressure of 1.5 kgf/cm 2 .
  • the antimicrobial agent was considered as having a secondary agglomerated particle size of 15 ⁇ m or less. If the whole amount (2kg) of a slurry sample was passed through the sieve, the sample was judged to have "passed”. If a portion of a slurry sample remained, the sample was judged to have "failed”.
  • Antimicrobial agent slurry A A solution of 9.76 wt% of an antimicrobial agent and 2.44 wt% of stearic acid in dimethylacetamide was milled in a machine (DCP-SUPERFLOW 170, Drais Mannheim, Germany) with zirconia balls (diameter: 0.5 mm) to disperse the antimicrobial agent slurry.
  • the antimicrobial agent used herein was a glass metal compound containing 62.1 mole% of ZnO, 31.1 mole% of SiO 2 , 2.5 mole% of P 2 O 5 , 2.3 mole% of Al 2 O 3 and 2.0 mole% of Na 2 O, and had an initial average particle diameter of 3.5 ⁇ m.
  • 0.1 tons of the antimicrobial agent, 0.025 tons of stearic acid and 0.9 tons of dimethylacetamide were added to a slurry preparation tank. Thereafter, the dispersion of the slurry was performed in the milling machine at 600 rpm while circulating the slurry at a rate of 24 kg/min. through a pipe between the tank and the milling machine. After milling for 40 hours, the filterability test was conducted by passing the dispersed slurry through the sieve. As a result, the amount of the antimicrobial agent slurry passing through the sieve was 2 kg, and thus the antimicrobial agent slurry was judged to have "passed". The color of the slurry was white.
  • Antimicrobial agent slurry B A solution of 9.76 wt% of an antimicrobial agent and 2.44 wt% of magnesium stearate in dimethylacetamide was milled in a machine (DCP-SUPERFLOW 170, Drais Mannheim, Germany) with zirconia balls (diameter: 0.5 mm) to disperse the antimicrobial agent slurry.
  • the antimicrobial agent used herein was a glass metal compound containing 62.1 mole% of ZnO, 31.1 mole% of SiO 2 , 2.5 mole% of P 2 O 5 , 2.3 mole% of Al 2 O 3 and 2.0 mole% of Na 2 O, and had an initial average particle diameter of 3.5 ⁇ m.
  • 0.1 tons of the antimicrobial agent, 0.025 tons of magnesium stearate and 0.9 tons of dimethylacetamide were added to a slurry preparation tank. Thereafter, the dispersion of the slurry was performed in the milling machine at 600 rpm while circulating the slurry at a rate of 24 kg/min. through a pipe between the tank and the milling machine. After milling for 45 hours, the filterability test was conducted by passing the dispersed slurry through the sieve. As a result, the amount of the antimicrobial agent slurry passing through the sieve was 2 kg, and thus the antimicrobial agent slurry was judged to have "passed". The color of the slurry was white.
  • Antimicrobial agent slurry C A solution of 9.76 wt% of an antimicrobial agent and 2.44 wt% of sodium stearate in dimethylacetamide was milled in a machine (DCP-SUPERFLOW 170, Drais Mannheim, Germany) with zirconia balls (diameter: 0.5 mm) to disperse the antimicrobial agent slurry.
  • the antimicrobial agent used herein was a glass metal compound containing 62.1 mole% of ZnO, 31.1 mole% of SiO 2 , 2.5 mole% of P 2 O 5 , 2.3 mole% of Al 2 O 3 and 2.0 mole% of Na 2 O, and had an initial average particle diameter of 3.5 ⁇ m.
  • 0.1 tons of the antimicrobial agent, 0.025 tons of sodium stearate and 0.9 tons of dimethylacetamide were added to a slurry preparation tank. Thereafter, the dispersion of the slurry was performed in the milling machine at 600 rpm while circulating the slurry at a rate of 24 kg/min. through a pipe between the tank and the milling machine. After milling for 48 hours, the filterability test was conducted by passing the dispersed slurry through the sieve. As a result, the amount of the antimicrobial agent slurry passing through the sieve was 2 kg, and thus the antimicrobial agent slurry was judged to have "passed". The color of the slurry was white.
  • a solution of 9.76 wt% of an antimicrobial agent and 2.44 wt% of stearyl alcohol in dimethylacetamide was milled in a machine (DCP-SUPERFLOW 170, Drais Mannheim, Germany) with zirconia balls (diameter: 0.5 mm) to disperse the antimicrobial agent slurry.
  • the antimicrobial agent used herein was a glass metal compound containing 62.1 mole% of ZnO, 31.1 mole% of SiO 2 , 2.5 mole% of P 2 O 5 , 2.3 mole% of Al 2 O 3 and 2.0 mole% of Na 2 O, and had an initial average particle diameter of 3.5 ⁇ m.
  • 0.1 tons of the antimicrobial agent, 0.025 tons of stearyl alcohol and 0.9 tons of dimethylacetamide were added to a slurry preparation tank. Thereafter, the dispersion of the slurry was performed in the milling machine at 600 rpm while circulating the slurry at a rate of 24 kg/min. through a pipe between the tank and the milling machine. After milling for 45 hours, the filterability test was conducted by passing the dispersed slurry through the sieve. As a result, the amount of the antimicrobial agent slurry passing through the sieve was 2 kg, and thus the antimicrobial agent slurry was judged to have "passed". The color of the slurry was white.
  • Antimicrobial agent slurry E A solution of 9.76 wt% of an antimicrobial agent and 2.44 wt% of glycerin monostearate in dimethylacetamide was milled in a machine (DCP-SUPERFLOW 170, Drais Mannheim, Germany) with zirconia balls (diameter: 0.5 mm) to disperse the antimicrobial agent slurry.
  • the antimicrobial agent used herein was a glass metal compound containing 62.1 mole% of ZnO, 31.1 mole% of SiO 2 , 2.5 mole% of P 2 O 5 , 2.3 mole% of Al 2 O 3 and 2.0 mole% of Na 2 O, and had an initial average particle diameter of 3.5 ⁇ m.
  • 0.1 tons of the antimicrobial agent, 0.025 tons of glycerin monostearate and 0.9 tons of dimethylacetamide were added to a slurry preparation tank. Thereafter, the dispersion of the slurry was performed in the milling machine at 600 rpm while circulating the slurry at a rate of 24 kg/min. through a pipe between the tank and the milling machine. After milling for 43 hours, the filterability test was conducted by passing the dispersed slurry through the sieve. As a result, the amount of the antimicrobial agent slurry passing through the sieve was 2 kg, and thus the antimicrobial agent slurry was judged to have "passed". The color of the slurry was white.
  • Antimicrobial agent slurry F A solution of 10 wt% of an antimicrobial agent in dimethylacetamide was milled in a machine (DCP-SUPERFLOW 170, Drais Mannheim, Germany) with zirconia balls (diameter: 0.5 mm) to disperse the antimicrobial agent slurry.
  • the antimicrobial agent used herein was a glass metal compound containing 62.1 mole% of ZnO, 31.1 mole% of SiO 2 , 2.5 mole% of P 2 O 5 , 2.3 mole% of Al 2 O 3 and 2.0 mole% of Na 2 ⁇ , and had an initial average particle diameter of 3.5 ⁇ m.
  • 0.1 tons of the antimicrobial agent and 0.9 tons of dimethylacetamide were added to a slurry preparation tank. Thereafter, the dispersion of the slurry was performed in the milling machine at 600 rpm while circulating the slurry at a rate of 24 kg/min. through a pipe between the tank and the milling machine. After milling for 72 hours, the filterability test
  • the amount of the antimicrobial agent slurry passing through the sieve was 20Og, and thus the antimicrobial agent slurry was judged to have "failed".
  • the color of the slurry was gray.
  • Example 1 518g of diphenylmethane-4, 4' -diisocyanate was reacted with 2,328g (molecular weight: 1,800) of polytetramethylene ether glycol under a stream of nitrogen gas at 85 0 C with stirring for 90 minutes to prepare a polyurethane precursor having isocyanate groups at both terminals. After the polyurethane precursor was allowed to cool to room temperature, it was dissolved in 4,643g of dimethylacetamide to prepare a polyurethane precursor solution.
  • the weight percentages of these additives were based on the total weight of the solids of the polyurethane polymer solution.
  • the antimicrobial agent slurry prepared in Preparative Example 1 was added to the polyurethane polymer solution, and so the content of the antimicrobial agent in the yarn was 1.5% by weight and the content of the dispersant (stearic acid) in the yarn was 0.375% by weight.
  • the obtained spinning stock solution was defoamed, and was then dry spun at a spinning temperature of 250 0 C to produce 40 denier/4 filament elastic yarns.
  • the elastic yarns were knitted into a tubular knitted fabric with 100% spandex using a circular knitting machine (KT-400, diameter: 4 inch, 400 needles, Nagakaseiki, Japan) .
  • a common scouring process was used to scoure the spandex tubular knitted fabric.
  • the physical properties of the scoured fabric were evaluated by the following respective procedures. The results are shown in Table 1.
  • the antimicrobial activity of the tubular knitted fabric was evaluated in accordance with the following procedure. Staphylococcus aureus (ATCC6538) and Escherichia coli (ATCC8739) were employed as test bacteria for the evaluation of antimicrobial activity. The antimicrobial activity was determined in accordance with the test method of Korean Industrial Standard (KS) K 0693- 2001. Antimicrobial activity (bacteriostatic rate, %)
  • the whiteness of the tubular knitted fabric was evaluated in accordance with the following procedure.
  • the lightness (“L”) value of the tubular knitted fabric was measured using a color-view spectrophotometer (BYK-
  • Spandex tubular knitted fabrics were produced in the same manner as in Example 1, except that the antimicrobial agents prepared in Preparative Examples 2 to 5 were used.
  • Comparative Example 1 A spandex tubular knitted fabric was produced in the same manner as in Example 1, except that the antimicrobial agent prepared in Preparative Example 6 was used. The physical properties of the fabric were evaluated and the obtained results are shown in Table 1.
  • the antimicrobial elastic fiber prepared by the process of the present invention exhibits excellent spinnability while maintaining superior antimicrobial properties and remaining unchanged in the yarn color.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Manufacturing & Machinery (AREA)
  • Artificial Filaments (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
EP05733511A 2004-12-28 2005-04-08 Verfahren zur herstellung einer antimikrobiellen elastofaser Withdrawn EP1848845A4 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR1020040113981A KR100615778B1 (ko) 2004-12-28 2004-12-28 항균성 탄성섬유의 제조방법
PCT/KR2005/000988 WO2006070971A1 (en) 2004-12-28 2005-04-08 Process for preparing antimicrobial elastic fiber

Publications (2)

Publication Number Publication Date
EP1848845A1 true EP1848845A1 (de) 2007-10-31
EP1848845A4 EP1848845A4 (de) 2009-08-12

Family

ID=36615066

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05733511A Withdrawn EP1848845A4 (de) 2004-12-28 2005-04-08 Verfahren zur herstellung einer antimikrobiellen elastofaser

Country Status (9)

Country Link
US (1) US20070292684A1 (de)
EP (1) EP1848845A4 (de)
JP (1) JP2008525653A (de)
KR (1) KR100615778B1 (de)
CN (1) CN100570024C (de)
BR (1) BRPI0507099B1 (de)
MX (1) MX2007005028A (de)
TW (1) TW200624628A (de)
WO (1) WO2006070971A1 (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109908627A (zh) * 2019-04-09 2019-06-21 陕西科技大学 微纳结构氧化硅/沸石制备及基于微纳结构氧化硅/沸石的超亲水水下超疏油薄膜及制备

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FI20115968A0 (fi) * 2011-10-03 2011-10-03 Oy Granula Ab Ltd Vedettömiä suspensioita, antimikrobisia geelejä ja niiden sovelluksia
CN104797749B (zh) * 2012-11-16 2017-06-13 巴斯夫欧洲公司 双组分纤维、其制备方法及用途、及含有该双组分纤维的织物
GB201517791D0 (en) * 2015-10-08 2015-11-25 Univ Leeds Composite fibre
KR101913417B1 (ko) * 2017-01-05 2019-01-15 효성티앤씨 주식회사 소취 스판덱스 및 이의 제조방법

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5503840A (en) * 1991-08-09 1996-04-02 E. I. Du Pont De Nemours And Company Antimicrobial compositions, process for preparing the same and use
EP1116698A1 (de) * 1999-12-28 2001-07-18 Ishizuka Garasu Kabushiki Kaisha Antiseptische Eigenschaften verleihende Glaszusammensetzung, antiseptische Faser, antiseptischer Zwirn und antiseptischer Stoff

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0723252B2 (ja) * 1991-07-31 1995-03-15 日本電気株式会社 低温焼結性低誘電率無機組成物
KR19980082733A (ko) * 1997-05-09 1998-12-05 석미수 광물을 포함한 스판덱스 및 그 제조방법
BR0211363A (pt) * 2001-07-24 2004-09-21 Radicispandex Corp Composições de spandex melhoradas
KR100445313B1 (ko) 2001-07-25 2004-08-18 주식회사 효성 항균성 탄성섬유
US20050089580A1 (en) * 2002-04-05 2005-04-28 Kanebo, Ltd. Antibacterial glass composition, antibacterial resin composition and method for producing the same
WO2003085051A1 (fr) * 2002-04-05 2003-10-16 Kanebo, Ltd. Composition de verre a effet antibacterien, composition de resine a effet antibacterien et procede pour produire lesdites compositions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5503840A (en) * 1991-08-09 1996-04-02 E. I. Du Pont De Nemours And Company Antimicrobial compositions, process for preparing the same and use
EP1116698A1 (de) * 1999-12-28 2001-07-18 Ishizuka Garasu Kabushiki Kaisha Antiseptische Eigenschaften verleihende Glaszusammensetzung, antiseptische Faser, antiseptischer Zwirn und antiseptischer Stoff

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of WO2006070971A1 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109908627A (zh) * 2019-04-09 2019-06-21 陕西科技大学 微纳结构氧化硅/沸石制备及基于微纳结构氧化硅/沸石的超亲水水下超疏油薄膜及制备
CN109908627B (zh) * 2019-04-09 2021-04-20 陕西科技大学 微纳结构氧化硅/沸石制备及基于微纳结构氧化硅/沸石的超亲水水下超疏油薄膜及制备

Also Published As

Publication number Publication date
EP1848845A4 (de) 2009-08-12
BRPI0507099B1 (pt) 2016-10-11
CN100570024C (zh) 2009-12-16
KR20060075227A (ko) 2006-07-04
MX2007005028A (es) 2007-06-19
JP2008525653A (ja) 2008-07-17
US20070292684A1 (en) 2007-12-20
KR100615778B1 (ko) 2006-08-25
CN101061265A (zh) 2007-10-24
WO2006070971A1 (en) 2006-07-06
BRPI0507099A (pt) 2007-06-19
TW200624628A (en) 2006-07-16

Similar Documents

Publication Publication Date Title
US6353049B1 (en) Elastic polyurethane fiber and process for producing the same
CN102618962B (zh) 一种抗菌氨纶纤维及其制备方法
EP1848845A1 (de) Verfahren zur herstellung einer antimikrobiellen elastofaser
CN111118653B (zh) 一种多功能保温抗菌弹性丝及丝袜
CN111304773A (zh) 易染改性锦纶纤维
KR20060046472A (ko) 변색 방지 처리된 내염소성 엘라스탄 섬유
JP2008111221A (ja) 抗菌性染色布帛
JP2006169677A (ja) ポリウレタン糸の製造方法
KR20120089954A (ko) 내염소성과 내변색성이 향상된 스판덱스 섬유 및 이의 제조방법
KR20040068490A (ko) 염소저항성 탄성섬유
JP2023118668A (ja) ポリウレタン弾性繊維及びそれを含む布帛
KR20070071157A (ko) 항균성 탄성섬유
JP6061245B2 (ja) ポリウレタン弾性繊維およびその製造方法
JP3881444B2 (ja) ポリウレタン弾性繊維及びその製造方法
KR20060036972A (ko) 항균방취성이 우수한 폴리우레탄우레아 탄성사의 제조방법
JP2009108436A (ja) 抗菌性ポリエステル複合繊維及びその製造方法
JP4834858B2 (ja) ポリウレタン糸およびその製造方法
TWI276719B (en) A polyurethane elastic fiber having chlorine-resistance antistatic property and a method for producing the same
KR100445313B1 (ko) 항균성 탄성섬유
KR101627903B1 (ko) 항균성과 내변색성이 우수한 폴리우레탄 탄성사
JP2009108435A (ja) 抗菌性ポリエステル繊維及びその製造方法
KR100503162B1 (ko) 항균성 탄성 섬유 및 그의 제조 방법
WO2022185171A1 (en) Polyurethane elastic thread and production method therefor
JP4224820B2 (ja) ポリウレタン糸およびその製造方法
JP2022133242A (ja) ポリウレタン弾性糸およびその製造方法

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20070426

RBV Designated contracting states (corrected)

Designated state(s): AT BE BG DE IE IT

RBV Designated contracting states (corrected)

Designated state(s): DE IE IT

DAX Request for extension of the european patent (deleted)
RBV Designated contracting states (corrected)

Designated state(s): DE IE IT

RBV Designated contracting states (corrected)

Designated state(s): DE IE IT

A4 Supplementary search report drawn up and despatched

Effective date: 20090715

RIC1 Information provided on ipc code assigned before grant

Ipc: D01F 1/10 20060101AFI20060713BHEP

Ipc: D01F 6/70 20060101ALI20090709BHEP

17Q First examination report despatched

Effective date: 20101019

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20110430