WO2020203434A1 - ポリウレタン弾性糸を含む繊維構造物 - Google Patents

ポリウレタン弾性糸を含む繊維構造物 Download PDF

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Publication number
WO2020203434A1
WO2020203434A1 PCT/JP2020/012842 JP2020012842W WO2020203434A1 WO 2020203434 A1 WO2020203434 A1 WO 2020203434A1 JP 2020012842 W JP2020012842 W JP 2020012842W WO 2020203434 A1 WO2020203434 A1 WO 2020203434A1
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Prior art keywords
fiber structure
mass
molecular weight
structure according
polyurethane elastic
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PCT/JP2020/012842
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English (en)
French (fr)
Japanese (ja)
Inventor
木村知佳
竹田恵司
笠原敬子
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東レ株式会社
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Application filed by 東レ株式会社 filed Critical 東レ株式会社
Priority to JP2020538155A priority Critical patent/JP7452425B2/ja
Priority to EP20784550.4A priority patent/EP3951037B1/de
Publication of WO2020203434A1 publication Critical patent/WO2020203434A1/ja
Priority to US17/490,955 priority patent/US20220018043A1/en

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    • D—TEXTILES; PAPER
    • D03—WEAVING
    • D03D—WOVEN FABRICS; METHODS OF WEAVING; LOOMS
    • D03D15/00—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used
    • D03D15/20—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used characterised by the material of the fibres or filaments constituting the yarns or threads
    • D03D15/283—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used characterised by the material of the fibres or filaments constituting the yarns or threads synthetic polymer-based, e.g. polyamide or polyester fibres
    • A—HUMAN NECESSITIES
    • A41—WEARING APPAREL
    • A41D—OUTERWEAR; PROTECTIVE GARMENTS; ACCESSORIES
    • A41D7/00—Bathing gowns; Swim-suits, drawers, or trunks; Beach suits
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
    • D01D1/00—Treatment of filament-forming or like material
    • D01D1/02—Preparation of spinning solutions
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F1/00—General methods for the manufacture of artificial filaments or the like
    • D01F1/02—Addition of substances to the spinning solution or to the melt
    • D01F1/10—Other agents for modifying properties
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
    • D01F6/70—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyurethanes
    • D—TEXTILES; PAPER
    • D02—YARNS; MECHANICAL FINISHING OF YARNS OR ROPES; WARPING OR BEAMING
    • D02G—CRIMPING OR CURLING FIBRES, FILAMENTS, THREADS, OR YARNS; YARNS OR THREADS
    • D02G3/00—Yarns or threads, e.g. fancy yarns; Processes or apparatus for the production thereof, not otherwise provided for
    • D02G3/22—Yarns or threads characterised by constructional features, e.g. blending, filament/fibre
    • D02G3/32—Elastic yarns or threads ; Production of plied or cored yarns, one of which is elastic
    • D—TEXTILES; PAPER
    • D02—YARNS; MECHANICAL FINISHING OF YARNS OR ROPES; WARPING OR BEAMING
    • D02G—CRIMPING OR CURLING FIBRES, FILAMENTS, THREADS, OR YARNS; YARNS OR THREADS
    • D02G3/00—Yarns or threads, e.g. fancy yarns; Processes or apparatus for the production thereof, not otherwise provided for
    • D02G3/22—Yarns or threads characterised by constructional features, e.g. blending, filament/fibre
    • D02G3/32—Elastic yarns or threads ; Production of plied or cored yarns, one of which is elastic
    • D02G3/328—Elastic yarns or threads ; Production of plied or cored yarns, one of which is elastic containing elastane
    • D—TEXTILES; PAPER
    • D03—WEAVING
    • D03D—WOVEN FABRICS; METHODS OF WEAVING; LOOMS
    • D03D13/00—Woven fabrics characterised by the special disposition of the warp or weft threads, e.g. with curved weft threads, with discontinuous warp threads, with diagonal warp or weft
    • D03D13/008—Woven fabrics characterised by the special disposition of the warp or weft threads, e.g. with curved weft threads, with discontinuous warp threads, with diagonal warp or weft characterised by weave density or surface weight
    • D—TEXTILES; PAPER
    • D03—WEAVING
    • D03D—WOVEN FABRICS; METHODS OF WEAVING; LOOMS
    • D03D15/00—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used
    • D03D15/50—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used characterised by the properties of the yarns or threads
    • D03D15/56—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used characterised by the properties of the yarns or threads elastic
    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04B—KNITTING
    • D04B1/00—Weft knitting processes for the production of fabrics or articles not dependent on the use of particular machines; Fabrics or articles defined by such processes
    • D04B1/14—Other fabrics or articles characterised primarily by the use of particular thread materials
    • D04B1/18—Other fabrics or articles characterised primarily by the use of particular thread materials elastic threads
    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04B—KNITTING
    • D04B21/00—Warp knitting processes for the production of fabrics or articles not dependent on the use of particular machines; Fabrics or articles defined by such processes
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
    • D01D5/00—Formation of filaments, threads, or the like
    • D01D5/04—Dry spinning methods
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2331/00—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products
    • D10B2331/04—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products polyesters, e.g. polyethylene terephthalate [PET]
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2331/00—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products
    • D10B2331/10—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products polyurethanes
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2401/00—Physical properties
    • D10B2401/02—Moisture-responsive characteristics
    • D10B2401/021—Moisture-responsive characteristics hydrophobic
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2401/00—Physical properties
    • D10B2401/06—Load-responsive characteristics
    • D10B2401/063—Load-responsive characteristics high strength
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2501/00—Wearing apparel

Definitions

  • the present invention relates to a fiber structure containing polyurethane elastic yarn that has high water repellency, is hard to get wet when immersed in water, and maintains a low water retention rate for a long time.
  • PFOA perfluorooctanoic acid
  • PFOS perfluorooctanesulfonic acid
  • a water- and oil-repellent cloth that has been switched to a fluorine-based water repellent having a polyfluoroalkyl group is provided with a PFOA-free fluorine-based water repellent and a cross-linking agent, and is heat-treated (Patent Document 1), PFOA, and / Or a fluorine-based water-repellent compound having a PFOS concentration of less than 5 ng / g is fixed to the surface of the single fiber, and the fluorine-based compound is further fixed in layers to form a two-layer structure (Patent Document 2).
  • Etc. have been proposed. However, all of these have lower water repellency than those of fluorine-based water repellents containing PFOA having 8 or more carbon atoms.
  • a specific fluoroalkyl alcohol (meth) acrylic acid derivative is partially contained through at least one selected from a sulfone group-containing compound and a polyhydric phenolic compound fixed on the fiber surface.
  • a method of fixing a polymer, a melamine resin, and an aqueous dispersion type polyfunctional isocyanate-based cross-linking agent to the fiber surface Patent Document 3
  • a low water retention rate can be obtained, but when submerged for a long period of time, the water repellency is lower than that of a fluorine-based water repellent containing PFOA having 8 or more carbon atoms.
  • the prior art still has a problem in obtaining a fiber structure suitable for water repellent treatment, and a fiber structure having higher water repellency and low water retention rate has been required.
  • the present invention provides a fiber structure having high water repellency and low water retention even when immersed in water for a long time.
  • the fiber structure of the present invention is a fiber structure containing a polyurethane elastic yarn, and the polyurethane elastic yarn contains a cationic high molecular weight compound A having a number average molecular weight of 2000 or more in a range of 0.5 to 10% by mass. It contains an inorganic chlorine deterioration inhibitor B, the mass ratio of the cationic high molecular weight compound A / the inorganic chlorine deterioration inhibitor B satisfies the range of 0.3 to 3, and a silicone oil agent is applied.
  • the fiber structure is water-repellent.
  • the polyurethane elastic yarn contains a cationic high molecular weight compound A having a number average molecular weight of 2000 or more in the range of 0.5 to 10% by mass, and contains an inorganic chlorine deterioration inhibitor B.
  • the mass ratio of the cationic high molecular weight compound A / the inorganic chlorine deterioration inhibitor B satisfies the range of 0.3 to 3, and a silicone oil agent is applied, and the fiber structure is water-repellent. This makes it possible to provide a fiber structure having high water repellency and a low water retention rate even when immersed in water for a long time.
  • the fiber structure of the present invention is particularly useful as a swimwear fabric.
  • the polyurethane elastic yarn of the present invention contains a cationic high molecular weight compound A having a number average molecular weight of 2000 or more in the range of 0.5 to 10% by mass, contains an inorganic chlorine deterioration inhibitor B, and has high cationicity.
  • the mass ratio of the molecular weight compound A / the inorganic chlorine deterioration inhibitor B satisfies the range of 0.3 to 3, and a silicone-based oil agent is applied.
  • the fiber structure containing the polyurethane elastic yarn is water-repellent, a fiber structure having high water repellency and excellent water repellency and oil repellency with low water retention rate that is hard to get wet when immersed in water for a long time can be obtained.
  • any water repellent treatment agent may be used, but in terms of the elemental mass concentration of SEM-EDX on the polyurethane elastic yarn, it is referred to as fluorine (F) / carbon (C) (hereinafter referred to as F / C). It is preferable to use a treatment agent having a ratio of 0.030 or more. When the F / C ratio is 0.030 or more in the element mass concentration of SEM-EDX on the polyurethane elastic fiber, it indicates that the amount of the fluorine-based water repellent adhered is large, and the F / C ratio is 0. If it is less than 03, the amount of the fluorine-based water repellent adhered is small, and there is a tendency that sufficient low wettability cannot be obtained.
  • the F / C ratio is more preferably 0.045 or more.
  • the water-repellent treatment of the present invention preferably contains a water-repellent agent and a cross-linking agent.
  • a cross-linking agent a melamine resin, a water-dispersed polyfunctional isocyanate-based cross-linking agent, or the like is preferably used, and these can be mixed and used.
  • the melamine resin include trimethylolpropane and hexamethylolmelamine.
  • the aqueous dispersion type polyfunctional isocyanate-based cross-linking agent is not particularly limited as long as it is an organic compound containing two or more isocyanate functional groups in the molecule, and is not particularly limited, and is limited to tolylene diisocyanate, hexamethylene diisocyanate, and diphenylmethane diisocyanate. , Hydrogenated diphenylmethane diisocyanate, triphenyl triisocyanate, xylene diisocyanate, diclohexylmethane diisocyanate and the like. More preferably, phenol and malonic acid, which are blocking compounds (compounds that regenerate isocyanate groups by heating to 70 to 200 ° C.
  • isocyanate groups such as trimethylolpropane tolylene diisocyanate adduct and fricerin tolylene diisocyanate adduct.
  • It is a polyfunctional blocked isocyanate cross-linking agent obtained by reacting diethyl ester, methyl ethyl ketooxime, sodium bicarbonate, ⁇ -caprolactam and the like.
  • melamine resins are mixed in a proportion of 1 to 40% by mass with respect to the solid content of the water repellent
  • the polyfunctional isocyanate-based cross-linking agent is mixed in a proportion of 1 to 10% by mass with respect to the solid content of the water repellent. preferable.
  • the polyurethane elastic yarn preferably contains 1 to 99% by mass, more preferably 10 to 90% by mass, and further preferably 15 to 80% by mass. It is by mass, particularly preferably 20 to 70% by mass. As a result, high water repellency and low water retention rate of the entire fiber structure can be maintained even if the polyurethane elastic yarn is contained.
  • the polyurethane elastic yarn preferably contains 5 to 70% by mass, more preferably 5 to 60% by mass, and further preferably 5 to 50% by mass. , Particularly preferably 5 to 40% by mass.
  • the high water repellency and low water retention rate of the entire swimsuit can be maintained even if the polyurethane elastic yarn is included.
  • synthetic fiber yarns such as polyester yarn, nylon yarn and polypropylene yarn can be arbitrarily used.
  • the water repellency of the fiber structure of the present invention is preferably 4th grade or higher, more preferably 5th grade in the spray test specified in JIS L1092. If the water repellency is 4th grade or higher, it is suitable for swimwear and the like.
  • the water retention rate of the fiber structure after 60 minutes is preferably 50% by mass or less, more preferably 40% by mass or less, and further preferably 30% by mass or less.
  • the polyurethane elastic yarn may be a bare yarn (bare yarn) or may be covered with another synthetic fiber yarn.
  • the covering thread may be a single covering thread or a double covering thread.
  • the other synthetic fiber yarns are not particularly limited, but are polyester-based synthetic fiber yarns typified by polyethylene terephthalate, polytrimethylene terephthalate, polybutylene terephthalate, and copolymerized polyester-based fiber yarns containing these as main components, nylon. Synthetic fibers such as polyamide-based synthetic fiber yarns represented by 6 and nylons 6 and 6 and polypropylene fiber yarns can be used.
  • polyamide-based or polyester-based fiber yarns are preferable.
  • Polyamide fibers are preferable in terms of strength and processability with polyurethane elastic yarns, and the fiber morphology and cross-sectional shape of synthetic fibers are not particularly limited.
  • false twisting is performed by a well-known method and rolled. It is preferable to impart shrinkage, but in order to reduce the water retention rate, it is preferable to use straight raw silk in which the gap between the yarns is reduced. Further, it is more preferable to perform surface smoothing by a well-known method to reduce the gap between the threads.
  • the fibrous structure preferably has a tear strength of 8 N or more, more preferably 10 N or more, and further preferably 12 N or more, as specified in JIS L1096. As a result, the tear strength of the swimsuit can be maintained high. Further, the fiber structure preferably has a bursting strength of 200 kPa or more, more preferably 300 kPa or more, and further preferably 400 kPa or more, as defined in JIS L1096. As a result, the bursting strength of the swimsuit can be maintained high.
  • the fiber structure is preferably at least one selected from woven fabrics and knitted fabrics.
  • first-class athletes use woven swimwear, and general-purpose swimwear is often knitted.
  • the fiber structure of the present invention is suitably used as a swimwear fabric. By using it in a swimsuit, the wettability in water is suppressed even when swimming, and especially when used as a swimsuit, the wettability of the swimsuit during swimming is suppressed and the water resistance is also reduced.
  • the polyurethane elastic yarn of the present invention is basically composed of polyurethane or the like, but the polyurethane will be described first.
  • the polyurethane used in the present invention may be any one as long as it uses a polymer diol and diisocyanate as starting materials, and is not particularly limited. Further, the synthesis method is not particularly limited. That is, for example, it may be a polyurethane urea composed of a polymer diol, a diisocyanate and a low molecular weight diamine, or it may be a polyurethane urethane composed of a polymer diol, a diisocyanate and a low molecular weight diol.
  • a polyurethane urea using a compound having a hydroxyl group and an amino group in the molecule as a chain extender may be used. It is also preferable to use a polyfunctional glycol, isocyanate or the like having trifunctionality or higher as long as the effect of the present invention is not impaired.
  • the polymer diol is preferably a polyether diol, a polyester diol, a polycarbonate diol, or the like. Then, it is preferable to use a polyether diol from the viewpoint of imparting flexibility and elongation to the yarn.
  • polyether diol examples include polyethylene oxide, polyethylene glycol, a derivative of polyethylene glycol, polypropylene glycol, polytetramethylene ether glycol (hereinafter abbreviated as PTMG), tetrahydrofuran (THF), and a copolymer of 3-methyltetrahydrofuran.
  • PTMG polytetramethylene ether glycol
  • THF tetrahydrofuran
  • polyester diols such as butylene adipate, polycaprolactone diol, and polyester polyol having a side chain disclosed in Japanese Patent Application Laid-Open No. 61-26612 and the like.
  • a polycarbonate diol or the like disclosed in Japanese Patent Publication No. 2-289516 is preferably used.
  • such a polymer diol may be used alone, or may be used by mixing or copolymerizing two or more kinds.
  • the molecular weight of the polymer diol is preferably 1000 or more and 8000 or less, and more preferably 1500 or more and 6000 or less, from the viewpoint of obtaining elongation, strength, heat resistance and the like when made into a thread.
  • a polyol having a molecular weight in this range elastic yarn having excellent elongation, strength, elastic resilience, and heat resistance can be easily obtained.
  • aromatic diisocyanates such as diphenylmethane diisocyanate (hereinafter abbreviated as MDI), tolylene diisocyanate, 1,4-diisocyanate benzene, xylylene diisocyanate, and 2,6-naphthalenediocyanate are particularly heat resistant and strong. Suitable for synthesizing high-grade polyurethane.
  • examples of the alicyclic diisocyanate include methylenebis (cyclohexylisocyanate), isophorone diisocyanate, methylcyclohexane2,4-diisocyanate, methylcyclohexane2,6-diisocyanate, cyclohexane1,4-diisocyanate, hexahydroxylylene diisocyanate, and hexahydrotolylene diisocyanate.
  • Isocyanate, octahydro 1,5-naphthalenedi isocyanate and the like are preferable.
  • Aliphatic diisocyanates can be effectively used particularly when suppressing yellowing of polyurethane elastic yarns. Then, these diisocyanates may be used alone or in combination of two or more.
  • the chain extender used in synthesizing polyurethane it is preferable to use at least one of a low molecular weight diamine and a low molecular weight diol.
  • the molecule may have a hydroxyl group and an amino group such as ethanolamine.
  • Preferred low molecular weight diamines include, for example, ethylenediamine, 1,2-propanediamine, 1,3-propanediamine, hexamethylenediamine, p-phenylenediamine, p-xylylene diamine, m-xylylene diamine, p, p'.
  • -Methylene dianiline 1,3-cyclohexyldiamine, hexahydrometaphenylenediamine, 2-methylpentamethylenediamine, bis (4-aminophenyl) phosphine oxide and the like can be mentioned. It is preferable that one or more of these are used. Ethylenediamine is particularly preferable. By using ethylenediamine, it is possible to easily obtain a thread having excellent elongation, elasticity recovery, and heat resistance. A triamine compound capable of forming a crosslinked structure, such as diethylenetriamine, may be added to these chain extenders to the extent that the effect is not lost.
  • Typical low molecular weight diols include ethylene glycol, 1,3 propanediol, 1,4 butanediol, bishydroxyethoxybenzene, bishydroxyethylene terephthalate, and 1-methyl-1,2-ethanediol. is there. It is preferable that one or more of these are used. Particularly preferred are ethylene glycol, 1,3 propanediol and 1,4 butanediol. When these are used, the heat resistance of the diol-extended polyurethane becomes higher, and a yarn having higher strength can be obtained.
  • the molecular weight of polyurethane is preferably in the range of 30,000 or more and 150,000 or less as a number average molecular weight from the viewpoint of obtaining fibers having high durability and strength.
  • the molecular weight is measured by GPC and converted by polystyrene.
  • terminal blockers are used for polyurethane.
  • the terminal sequestering agent include monoamines such as dimethylamine, diisopropylamine, ethylmethylamine, diethylamine, methylpropylamine, isopropylmethylamine, diisopropylamine, butylmethylamine, isobutylmethylamine, isopentylmethylamine, dibutylamine and diamylamine.
  • Monools such as ethanol, propanol, butanol, isopropanol, allyl alcohol and cyclopentanol, monoisocyanates such as phenylisocyanate and the like are preferable.
  • the polyurethane elastic yarn made of polyurethane having the above basic composition contains a cationic high molecular weight compound A having a number average molecule of 2000 or more in a range of 0.5 to 10% by mass and is an inorganic system.
  • a cationic high molecular weight compound A having a number average molecule of 2000 or more in a range of 0.5 to 10% by mass and is an inorganic system.
  • the cationic high molecular weight compound used in the present invention is not particularly limited as long as it is a compound having an amino group in its structure, but is from the first grade to the third grade from the viewpoint of chlorine deterioration resistance and yellowing of the polyurethane elastic yarn.
  • the secondary amino groups those having only a tertiary amino group in the molecule are particularly preferable.
  • the number average molecular weight of the cationic high molecular weight compound is less than 2000, the polyurethane elastic yarn has water repellency due to falling off due to rubbing with a guide or knitting needle during knitting, or flowing out during processing in a bath such as dyeing.
  • the number average molecular weight needs to be 2000 or more because it deteriorates.
  • the range of the number average molecular weight is preferably in the range of 2000 to 10000. More preferably, it is in the range of 2000 to 4000.
  • the water-repellent processability of the polyurethane elastic yarn can be enhanced.
  • the cationic high molecular weight compound is contained in an amount of more than 0.5% by mass and 10% by mass or less based on the mass of the fiber. It is more preferable to contain more than 0.5% by mass and 4% by mass or less.
  • the polyurethane yarn of the present invention needs to contain an inorganic chlorine deterioration inhibitor together with the above-mentioned cationic high molecular weight compound.
  • an inorganic chlorine deterioration inhibitor in the present invention it is preferable to use at least one of an oxide selected from Zn, Mg, Ca and Al, a carbon oxide, a composite oxide and a solid solution. From the viewpoint of pool water resistance and the environment, hydrotalcites composed of the carbon oxides CaCO 3 , MgCO 3 and Mg and Al are particularly preferable.
  • the content of the inorganic chlorine deterioration inhibitor in the polyurethane elastic yarn in the present invention is preferably in the range of 0.5% by mass or more and 10% by mass or less from the viewpoint of pool water resistance and stability during production. More preferably, it is 1% by mass or more and 5% by mass or less.
  • the mass ratio (A) / (B) of the cationic high molecular weight compound (A) and the inorganic chlorine deterioration inhibitor (B) in the polyurethane elastic yarn. ) Is in the range of 0.3 to 3, and more preferably in the range of 0.5 to 2.
  • the inorganic chlorine deterioration inhibitor is blended in the spinning solution and spun, from the viewpoint of spinning stability, it is preferably a fine powder having an average particle size of 2 ⁇ m or less, and a fine powder having an average particle size of 1 ⁇ m or less. It is more preferably a powder.
  • the average primary particle size is smaller than 0.01 ⁇ m from the viewpoint of dispersibility, the cohesive force increases and it becomes difficult to uniformly mix the particles in the spinning stock solution. Therefore, those having an average primary particle size of 0.01 ⁇ m or more are used. preferable.
  • the average particle size is measured by a laser diffracted light scattering method to measure a 50% particle size. As this measuring instrument, for example, there is a laser diffraction / scattering type particle distribution measuring device LA-950S2 manufactured by HORIBA, Ltd.
  • the inorganic chlorine deterioration inhibitor is N, N-dimethylacetamide (hereinafter abbreviated as DMAc), dimethylformamide (hereinafter abbreviated as DMF),
  • DMAc dimethylacetamide
  • DMF dimethylformamide
  • a slurry is prepared by mixing with dimethyl sulfoxide (hereinafter abbreviated as DMSO), N-methylpyrrolidone (hereinafter abbreviated as NMP), a solvent containing these as a main component, and other additives such as a thickener.
  • DMSO dimethyl sulfoxide
  • NMP N-methylpyrrolidone
  • solvent containing these a main component
  • other additives such as a thickener.
  • an organic substance such as a fatty acid, a fatty acid ester, a phosphoric acid ester, a polyol-based organic substance, or a silane-based cup. It is also preferable to use an inorganic chlorine deterioration inhibitor surface-treated with a ring agent, a titanate-based coupling agent, water glass, a fatty acid metal salt or a mixture thereof.
  • the polyurethane elastic yarn of the present invention preferably contains a one-hindered phenol compound from the viewpoint of improving pool water resistance.
  • the monohindered phenolic compound is preferably a compound containing at least two monohindered hydroxyphenyl groups and having a skeleton selected from bisester and alkylidene.
  • the alkyl group existing at the ring position adjacent to the hydroxyl group in the hydroxyphenyl group is a tertiary butyl group, and it is further desirable that the equivalent of the hydroxyl group is 600 or less.
  • Examples of the single hindered phenol compound include ethylene-1,2-bis (3,3-bis [3-t-butyl-4-hydroxy) having a structure in which the hydroxyphenyl group of the single hinder is covalently bonded to the bisester skeleton. Phenyl] butyrate) (chemical formula 1 below) is preferred.
  • the one-hindered phenol compound is preferably contained in an amount of 0.15 to 4% by mass with respect to the polyurethane elastic yarn. It is more preferably contained in an amount of 5 to 3.5% by mass.
  • silicone in a specific range of 0.5% by mass or more and 20% by mass or less is applied to elastic fibers in the form of, for example, an oil agent.
  • this silicone suppresses the tension fluctuation at the time of unwinding of the polyurethane elastic yarn at the time of manufacturing the fabric, and even if it is an elastic fiber with a fine fineness, it tries to suppress the yarn breakage caused by the unwinding tension fluctuation.
  • the content of silicone in the treatment agent is preferably 0.5 to 10% by mass, preferably 1 to 6% by mass in terms of dry mass.
  • Silicones include polydimethylsiloxane composed of dimethylsiloxane units, polydialkylsiloxanes composed of dimethylsiloxane units and dialkylsiloxane units containing alkyl groups having 2 to 4 carbon atoms, and polys composed of dimethylsiloxane units and methylphenylsiloxane units. Silicone oils such as siloxanes are preferably used. Further, from the viewpoint of handleability and reduction of running friction with guides, the viscosity at 25 ° C. is preferably 5 ⁇ 10 -6 to 50 ⁇ 10 -6 m 2 / s. Such viscosity can be measured by the method specified in JIS-K2283 (crude oil and petroleum products-kinematic viscosity test method and viscosity index calculation method).
  • paraffinic hydrocarbons such as mineral oil, antistatic agents, dispersants, and metal soaps.
  • Paraffinic hydrocarbons such as mineral oil have a viscosity at 25 ° C of 5 ⁇ 10 -6 to 50 ⁇ 10 -6 m 2 / s from the viewpoint of handleability and reduction of running friction with guides.
  • anionic surfactants such as alkyl sulfate, fatty acid soap, alkyl sulfonate, and alkyl phosphoric acid ester are preferably used.
  • silicone resin polyether-modified silicone, carbinol-modified silicone, carboxyl-modified silicone, amino-modified silicone, amide-modified silicone, carboxyamide-modified silicone, mercapto-modified silicone, organic carboxylic acid and the like are preferably used alone or as a mixture. Will be done.
  • metallic soap magnesium stearate (hereinafter abbreviated as St-Mg) and calcium stearate are preferable, and the average particle size is 0.1 to 1.0 ⁇ m from the viewpoint of improving handleability and dispersibility. Is preferable.
  • the silicone oil used in the present invention contains, if necessary, components usually used in synthetic fiber treatment agents such as binders, ultraviolet absorbers, antioxidants, preservatives, and wettability improvers. Is also preferably done.
  • the contents of paraffinic hydrocarbons such as these mineral oils, metal soaps, antistatic agents, dispersants and the like are preferably determined as appropriate according to the intended purpose. Further, it is also preferable to add a stabilizer, a thermal conductivity improver, and a pigment within a range that does not impair the effects of the present invention.
  • the polyurethane elastic yarn of the present invention may contain various stabilizers, pigments and the like, if necessary.
  • various stabilizers, pigments and the like for example, as light-resistant agents and antioxidants, both hindered phenolic agents such as so-called BHT and "Sumilyzer” (registered trademark) GA-80 manufactured by Sumitomo Chemical Industries, Ltd., and "Chinubin” manufactured by Ciba Geigy Co., Ltd.
  • Bentriazole-based and benzophenon-based agents such as (registered trademark), phosphorus-based agents such as "Sumilyzer” P-16 manufactured by Sumitomo Chemical Industries, Ltd., various hindered amine-based agents, titanium oxide, inorganic pigments such as carbon black, etc.
  • Lubricants such as mineral oils, barium sulfate, cerium oxide, various antistatic agents such as betaine, phosphoric acid compounds, and phosphoric acid ester compounds are added, and they are present by reacting with polymas.
  • nitrogen oxide scavengers such as HN-150 manufactured by Nippon Hydrazine Co., Ltd. and "Hostanox" (registered trademark) SE10 manufactured by Clariant Corporation can be used.
  • Light such as a thermal oxidation stabilizer, for example, “Sumilyzer” GA-80 manufactured by Sumitomo Chemical Co., Ltd., and a light stabilizer, for example, “Sumisorb” (registered trademark) 300 # 622 manufactured by Sumitomo Chemical Co., Ltd. It is preferable to contain a stabilizer or the like.
  • the method for producing polyurethane may be either a melt polymerization method or a solution polymerization method, or may be another method.
  • a solution polymerization method is more preferable.
  • foreign matter such as gel is less generated in polyurethane, it is easy to spin, and it is easy to obtain polyurethane elastic yarn having low fineness.
  • solution polymerization there is an advantage that the operation of making a solution can be omitted.
  • Polyurethanes particularly suitable for the present invention include PTMG having a molecular weight of 1500 or more and 6000 or less as a polymer diol, MDI as a diisocyanate, ethylenediamine as a chain extender, 1,2-propanediamine, 1,3-propanediamine, and hexamethylenediamine. Those synthesized using at least one of them can be mentioned. Polyurethane can be obtained, for example, by synthesizing it in DMAc, DMF, DMSO, NMP or the like or a solvent containing these as main components using the above raw materials.
  • a so-called one-shot method in which each raw material is put into such a solvent, dissolved, heated to an appropriate temperature and reacted to obtain polyurethane, or a polymer diol and diisocyanate are first melt-reacted and then reacted.
  • a method of dissolving a substance in a solvent and reacting it with the above-mentioned chain extender to obtain polyurethane can be adopted as a particularly preferable method.
  • the melting point of the polyurethane on the high temperature side is preferable to adjust the melting point of the polyurethane on the high temperature side to a range of 200 ° C. or higher and 260 ° C. or lower from the viewpoint of obtaining a diol having excellent heat resistance.
  • Representative methods can be achieved by controlling the types and ratios of polymer diols, MDIs, diols.
  • MDIs polymer diols
  • polyurethane having a high melting point at high temperature By reducing the amount of polyurethane, polyurethane having a high melting point at high temperature can be obtained.
  • amine-based catalysts include N, N-dimethylcyclohexylamine, N, N-dimethylbenzylamine, triethylamine, N-methylmorpholin, N-ethylmorpholin, N, N, N', N'-tetramethylethylenediamine, and the like.
  • the concentration of polyurethane in the polyurethane solution thus obtained is usually preferably in the range of 30% by mass or more and 80% by mass or less.
  • a cationic high molecular weight compound having a number average molecular weight of 2000 or more and an inorganic chlorine deterioration inhibitor are added to the polyurethane solution. And are included.
  • a method of incorporating the cationic high molecular weight compound in the spinning stock solution it may be mixed alone with the spinning stock solution, or it may be mixed in advance with an inorganic chlorine deterioration inhibitor.
  • the above-mentioned cationic high molecular weight compound and the inorganic chlorine are added to the polyurethane spinning stock solution using N, N-dimethylformamide, N, N-dimethylacetamide, etc. as a solvent. It is preferable to add a deterioration inhibitor and stir and mix the mixture so as to disperse evenly.
  • the cationic high molecular weight compound and the inorganic chlorine deterioration inhibitor are previously dissolved or dispersed in a solvent such as N, N-dimethylformamide, N, N-dimethylacetamide, and the solution and dispersion are made by polyurethane spinning.
  • the solvent of the cationic high molecular weight compound and the inorganic chlorine deterioration inhibitor to be added it is preferable to use the same solvent as the polyurethane solution from the viewpoint of uniform addition to the polyurethane solution.
  • the cationic high molecular weight compound and the inorganic chlorine deterioration inhibitor, the above-mentioned chemicals such as light-resistant agent and antioxidant, and pigments may be added at the same time.
  • any method can be adopted as a method of adding the cationic high molecular weight compound and the inorganic chlorine deterioration inhibitor to the polyurethane solution.
  • various means such as a static mixer method, a stirring method, a homomixer method, and a twin-screw extruder method can be adopted.
  • the polyurethane yarn of the present invention can be obtained by, for example, dry spinning, wet spinning, or melt spinning and winding the undiluted spinning solution constructed as described above. Of these, dry spinning is preferable from the viewpoint of stable spinning at all finenesses from thin to thick.
  • the fineness, cross-sectional shape, etc. of the polyurethane elastic yarn of the present invention are not particularly limited.
  • the cross-sectional shape of the thread may be circular or flat.
  • the dry spinning method is also not particularly limited, and spinning may be performed by appropriately selecting spinning conditions and the like suitable for the desired characteristics and spinning equipment.
  • the spinning speed is preferably 250 m / min or more from the viewpoint of improving the strength of the obtained polyurethane elastic yarn.
  • the knitting containing the polyurethane elastic yarn may be any of circular knitting, weft knitting, and warp knitting (including tricot knitting and Russell knitting), and the structure is pile knitting, flat knitting, tenjiku knitting, rib knitting, and smooth knitting (double-sided knitting). ), Rubber knitting, pearl knitting, denby knitting, double denber knitting, cord knitting, half knitting, reverse half knitting, atlas knitting, double atlas knitting, chain knitting, insert knitting, and knitting that combines these, etc. Good.
  • the woven fabric consisting of polyurethane elastic yarn and other fibers is woven by a usual method.
  • As the woven fabric structure plain weave, twill weave, satin weave, change plain weave, change twill weave, change satin weave, change weave, crest weave, single layer weave, double structure, multiple structure, warp pile weave, weft pile weave, Includes entwined weaves or woven fabrics that combine these. Either one-way stretch using polyurethane yarn only for warp or weft, or two-way stretch using both warp and weft may be used.
  • the fabric made of polyurethane elastic yarn and other fibers is smelted, relaxed and set under normal conditions.
  • Dyeing of fabrics is usually carried out under dyes and conditions suitable for other fibers having a high mixing ratio with the fabric.
  • a disperse dye, an acid dye, a gold-containing dye, or a known dye can be used, and if necessary, a fixing treatment, an antibacterial treatment, a softening treatment, or the like for fixing the dye may be performed.
  • the water-repellent treatment method of the present invention is preferably applied by dry heat treatment.
  • the dry heat treatment include a method in which a treatment liquid containing a water repellent is applied to a fiber structure using a device such as a mangle, and then dried and heat treated.
  • a device for applying the treatment liquid containing a water repellent to the fiber structure a device capable of uniformly applying the liquid to the fiber structure is preferable, and a normal mangle is preferably used as the liquid applying device. It can also be applied by a foam processing machine, a printing method, an inkjet method, a spray method, a coating method, or the like.
  • the drying temperature is preferably 80 ° C.
  • the treatment time is preferably 15 seconds to 5 minutes, more preferably 30 seconds to 3 minutes at 100 to 140 ° C.
  • the heat treatment temperature after drying is preferably 80 to 200 ° C.
  • the treatment time is preferably 15 seconds to 8 minutes, more preferably 30 seconds to 5 minutes at 130 to 190 ° C. When the treatment temperature is low, the reaction is not sufficient and the water repellency is lowered.
  • Water retention rate (%) ((weight after treatment-weight before treatment) / weight before treatment) x 100 ⁇ Tear strength> Evaluation was performed by the Pendulum method specified in JIS L1096 "Fabric test method for woven fabrics and knitted fabrics” (1999). ⁇ Rupture strength> The evaluation was carried out by the Murren method specified in JIS L1096 “Fabric test method for woven fabrics and knitted fabrics” (1999). ⁇ Elongation rate> The measurement was performed according to the A method cut strip method specified in JIS L1096 “Fabric test method for woven fabrics and knitted fabrics” (1999). The width of the test piece was 5 cm and the grip interval was 20 cm.
  • the initial load was a load corresponding to gravity applied to a length of 1 m with the width of the test piece.
  • the tensile speed was 20 cm / min.
  • the elongation rate (%) under a load of 17.7 N (1.8 kg) was measured.
  • the elongation rate indicates stretchability.
  • the stress (N) at the time of 30% elongation at the time of measuring the elongation rate in the warp and weft directions was measured, converted per 1 cm, and displayed in N / cm.
  • the stress at 30% elongation is a criterion for evaluating the compression function.
  • a condensate polymer of p-cresol and divinylbenzene (“Metachlor” (registered trademark) 2390 manufactured by DuPont) and as an ultraviolet absorber, 2- [4,6-bis (2,2) 4-Dimethylphenyl) -1,3,5-triazine-2-yl] -5- (octyloxy) phenol (Cytec's "Siasorb” (registered trademark) 1164) in a ratio of 3: 2 (mass ratio).
  • the mixture was mixed to prepare a DMAc solution (concentration 35% by mass), which was used as an additive solution (35% by mass).
  • a polymer solution (X1) The polyurethane urea solution and the additive solution were mixed at a ratio of 98% by mass and 2% by mass to prepare a polymer solution (X1).
  • a cationic high molecular weight compound As the cationic high molecular weight compound, a cationic high molecular weight compound having a number average molecular weight of 2600 was produced by the reaction of t-butyldiethanolamine and methylene-bis- (4-cyclohexylisocyanate). The produced cationic high molecular weight compound was dissolved in DMAc to prepare a solution (A1) having a concentration of 35% by mass.
  • a 35 mass% DMAc dispersion was prepared using calcium carbonate Shiraishi A (CaCO 3 , average primary particle size: 1.0 ⁇ m) manufactured by Shiraishi Kogyo Co., Ltd. as a chlorine deterioration inhibitor.
  • Shiraishi A CaCO 3 , average primary particle size: 1.0 ⁇ m
  • horizontal mill WILLY A Using DYNO-MIL KDL manufactured by BACHOFEN, 85% zirconia beads were filled and uniformly finely dispersed under the condition of a flow rate of 80 g / min to obtain DMAc dispersion liquid B1 (35% by mass) of synthetic carbonate.
  • ethylene-1,2-bis (3,3-bis [3-t-butyl-4-hydroxyphenyl] butyrate (“Hostanox” (registered trademark) manufactured by Clariant Corporation) O3) was dissolved in DMAc to prepare a solution (C1) having a concentration of 35% by mass.
  • the polymer solutions X1, A1, B1 and C1 were mixed at a ratio of 97% by mass, 1% by mass, 3% by mass and 1% by mass, respectively, to prepare a spinning stock solution Y1.
  • This undiluted spinning solution Y1 was dry-spun at a winding speed of 580 m / min to produce a polyurethane elastic yarn (78 decitex) (Z1), which was wound while being applied with a silicone oil agent as a treatment agent.
  • a silicone oil agent a treatment agent (oil agent) of 96% silicone (polydimethylsiloxane), 3% St-Mg, and 1% dispersant was applied by dry weight at 6%.
  • the polyurethane elastic yarn obtained as described above was covered with nylon 66 raw silk. Nylon 66 raw silk was 33 decitex and 10 filaments.
  • the cover ring was 1400 T / m and was a single cover ring. In this way, thread A was obtained.
  • Example 1 A plain woven fabric was produced by using yarn A for the warp and yarns B and C for the weft.
  • the obtained woven fabric was 66% nylon and 34% polyurethane.
  • This fabric was scoured, intermediate set, dyed and dried according to a conventional method.
  • the obtained woven fabric was immersed in the following water-repellent formulation, squeezed with a pickup of 50%, and then dried in a pin tenter set at a temperature of 130 ° C. Next, a dry heat treatment was carried out for 1 minute in a pin tenter set at a temperature of 170 ° C. to obtain a processed cloth woven fabric (fiber structure) of Example 1.
  • the finished density was 185 warp / 2.54 cm, weft density 201 / 2.54 cm, and mass per unit area of 146 g / m 2 .
  • the obtained processed cloth showed a high water repellency, and a fiber structure having a low water retention rate and an excellent water repellency was obtained.
  • -FX-ML Fluorine-based water repellent manufactured by Kyoto Silk Chemical Co., Ltd.: 100 g / L ⁇ Beccamin M-3 (Melamine resin manufactured by Dainippon Ink and Chemicals Co., Ltd.): 3 g / L ⁇ Beccamin ACX (catalyst manufactured by Dainippon Ink and Chemicals Co., Ltd.): 2 g / L -Super Fresh JB7200 (manufactured by Kyoto Silk Kasei Co., Ltd., water-dispersible polyfunctional isocyanate cross-linking agent): 5 g / L
  • Example 2 A processed cloth woven fabric (fiber structure) of Example 2 was obtained by treating in the same manner as in Example 1 except that a woven fabric of 66% nylon and 34% polyurethane was woven using yarn A for the warp and yarn B for the weft. It was. The finished density was 184 warp densities / 2.54 cm, 178 weft densities / 2.54 cm, and a mass of 129 g / m 2 per unit area. The obtained processed cloth showed a high water repellency, and a fiber structure having a low water retention rate and an excellent water repellency was obtained.
  • Comparative Example 1 A processed cloth woven fabric (fiber structure) of Comparative Example 1 was treated in the same manner as in Example 1 except that a woven fabric of 66% nylon and 34% polyurethane was woven using yarn D for the warp and yarn E and F for the weft. ) was obtained. The obtained processed cloth showed a high degree of water repellency, but the water retention rate was high and was insufficient.
  • Comparative Example 2 A processed cloth woven fabric (fiber structure) of Comparative Example 2 was obtained by treating in the same manner as in Example 1 except that a woven fabric of 66% nylon and 34% polyurethane was woven by using a yarn D as a warp and a yarn E as a weft. It was. The obtained processed cloth showed a high degree of water repellency, but the water retention rate was high and was insufficient. The above results are summarized in Table 1.
  • Examples 1 and 2 had high water repellency and low water retention rate. In particular, it was confirmed that the water retention rate was low and it was difficult to get wet even when immersed in water for a long time.
  • the fiber structure containing the polyurethane elastic yarn of the present invention includes, for example, various stretch foundations such as sports clothing, swimwear, girdles, brassieres, intimate products, underwear, mouth rubber for socks, tights, pantyhose, waistband, body suit, etc.
  • Applications include spats, stretch sportswear, stretch outerwear, bandages, supporters, medical wear, stretch linings, and paper diapers. It is particularly suitable as a swimsuit fabric used in pools. The obtained swimsuit is excellent in high water repellency and low water retention rate.

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  • General Chemical & Material Sciences (AREA)
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WO2022084941A1 (en) * 2020-10-23 2022-04-28 Toray Opelontex Co., Ltd Polyurethane urea elastic fiber and production method therefor

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US20220193468A1 (en) * 2020-12-22 2022-06-23 Owners Capital Gmbh Fibre filter and method of manufacture thereof
US20230371630A1 (en) * 2022-05-20 2023-11-23 Wilson Sporting Goods Co. Sportswear garment with seamless multi-tiered compression waistband

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WO2022084941A1 (en) * 2020-10-23 2022-04-28 Toray Opelontex Co., Ltd Polyurethane urea elastic fiber and production method therefor

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