Classifications

• • 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
  • D01F1/09—Addition of substances to the spinning solution or to the melt for making electroconductive or anti-static filaments
• • 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
  • 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
  • D01F8/00—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof
  • D01F8/04—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers
  • D01F8/16—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers with at least one other macromolecular compound obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds as constituent
• • 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
  • 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
  • D10B2401/16—Physical properties antistatic; conductive
• • 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

• This disclosure relates to spandex fiber comprising ionic liquids and fabrics and garments made from the spandex fiber.
• the spandex fiber exhibits antistatic properties and reduces garment cling.
• Electrostatic charge buildup is responsible for a variety of problems in the processing and the use of many industrial products and materials. Electrostatic charging can cause materials to stick together or to repel one another. In addition, static charge buildup can cause objects to attract dirt and dust that can lead to fabrication or soiling problems and can impair product performance. Sudden electrostatic discharges from insulating objects can also be a serious problem. When flammable materials are present, a static electric discharge can serve as an ignition source, resulting in fires and/or explosions.
• Electrostatic charge is a particular problem in the electronics industry, because modern electronic devices are extremely susceptible to permanent damage by electrostatic discharges.
• the buildup of electrostatic charge on insulating objects is especially common and problematic under conditions of low humidity and when liquids or solids move in contact with one another (tribocharging).
• Static charge build-up can be controlled by increasing the electrical conductivity of a material. This can be accomplished by increasing ionic or electronic conductivity.
• the most common means of controlling static accumulation today is by increasing electrical conductivity through moisture adsorption. This is commonly achieved by adding moisture to the surrounding air (humidification) or by the use of hygroscopic antistatic agents, which are generally referred to as humectants because they rely on the adsorption of atmospheric moisture for their effectiveness.
• Most antistatic agents operate by dissipating static charge as it builds up; thus, static decay rate and surface conductivity are common measures of the effectiveness of antistatic agents.
• Antistatic agents can be applied to the surface (external antistatic agent) or incorporated into the bulk (internal antistatic agent) of the otherwise insulating material.
• Internal antistatic agents are commonly employed in polymers such as plastics. [0005] Generally, internal antistatic agents fall into one of the following classes: (I) ones that are mixed directly into a molten polymer during melt processing; (2) ones that are mixed into a polymer solution, coated, and dried, or (3) ones that dissolve into a monomer (with or without a solvent) that is subsequently polymerized.
• Yams prepared from elastic polyurethane (PU) fibers comprising long chain synthetic polymers, a large portion of which are synthesized from PUs based on polyethers, polyesters and and/or polycarbonates are used in the production of sheet goods and woven textiles or substances which are suitable for garments, hosiery and sports clothing such as, but in no way limited to swimwear and bathing trunks. Knitting and weaving are forms of processing PU fibers.
• U.S. Patent 6,329,452 discloses adding dialkyl sulphosuccinate to elastic PU compositions and or by depositing this substance in a suitable form as an external preparation on elastic fibers for antistatic effect.
• U.S. Patent 6,849,676 discloses application of salts of sulfonates having Cs-3o hydrocarbon chain, sulfates having Cs-3o hydrocarbon chain and phosphates having Cs-3o hydrocarbon chain as antistatic agents in production of antistatic PU elastic fiber.
• U.S. Patent 8,715,799 discloses antistatic, thermoplastic PU comprising ethylmethylimidazole ethyl sulfate for shoe sector applications, elastomer rollers, manufacturing of electronically sensitive components and in pneumatic conveying of solids.
• U.S. Patent 8,993,660 discloses use of an antistatic composition comprising a polar thermoplastic polymer and an ionic liquid as an antistatic additive for non-polar thermo-plastic or elastomeric polymers.
• U.S. Patent 9,012,590 discloses electrostatic dissipative thermoplastic PU compositions made by reacting at least one polyester polyol intermediate with at least one diisocyanate and at least one chain extender.
• Published U.S. Patent Application No. 2015/0057388 discloses an antistatic PU with an ionic liquid as the antistatic additive.
• Published U.S. Patent Application No. 2017/0355805 discloses an ionic diol represented by formula wherein R 1 represents an alkyl group having from 6 to 18 carbon atoms; R 2 and R 3 independently represent alkyl groups having from 1 to 4 carbon atoms; R 4 represents an alkylene group having from 2 to 8 carbon atoms; and R 5 represents an alkylene group having from 1 to 8 carbon atoms in production of antistatic PUs.
• ionic diol see e.g. Published U.S. Patent Application No, 2017/0355805A1
• dialkyl sulphosuccinate see e.g. U.S. Patent 6,329,452B1
• sulfonates/sulfate/phosphate of C8-30 chain see e.g. U.S. Patent 6,849,676B1
• tri-n-butylmethylammonium bis- (trifluoromethanesulfonyl)imide see e.g. U.S. Patent 9,012,590
• antistatic additives is based primarily on cation/anion small organic compounds which are water soluble and have poor interaction with PUs.
• these antistatic additives are gradually wiped off from surfaces by moisture and/or water after long term usage.
• the small organic molecules are generally used as additives to a polyurethane matrix which is molded into parts such as shoes, belts, and rollers. In general, molded articles are not exposed to textile scouring and dyeing processes which can extract the small molecule additives. Therefore, durability of antistatic fiber is not a main concern in these applications.
• U.S. Patent 6,403,682 discloses spandex having improved heat-set efficiency, obtained by incorporating certain quaternary amine additives into the spinning solution. No anti-static properties of the quaternary amine additives are di closed.
• An aspect of the present invention relates to an antistatic spandex comprising spandex and an ionic liquid.
• the ionic liquid of the antistatic spandex comprises an imidazolinium alkyl sulfate having formula I wherein R1 represents alkyl or alkenyl groups with 6 to 22 carbons,
• R2 represents -CHs or -CH2CH3 groups
• R3 represents -CH2CH2OH or -CH2CH2NH2 groups
• R4 represents -CH3 or -CH2CH3 groups.
• the ionic liquid of the antistatic spandex comprises IH-Imidazolium, l-ethyl-2-(2-heptadecen-l-yl)-4,5-dihydro-3-(2-hydroxyethyl)-, ethyl sulfate (1 : 1).
• the ionic liquid of the antistatic spandex comprises a fatty acids reaction product with 2-((2-aminoethyl)amino)ethanol, or diethylenetriamine, dimethyl or diethyl sulfate quaternized.
• the ionic liquid of the antistatic spandex comprises a fatty acids, tail-oil, reaction product with 2-((2-aminoethyl)amino)ethanol, di-Et sulfate-quatemized.
• spandex comprising the ionic liquid in accordance with this disclosure may exhibit enhanced coloration as compared to spandex without the ionic liquid and/or reduced cling as compared to spandex without the ionic liquid.
• Another aspect of the present invention relates to an article of manufacture, at least a portion of which comprises this antistatic spandex.
• Nonlimiting examples of such articles include fabric or garments.
• Another aspect of the present invention relates to a spandex additive comprising an imidazolinium alkyl sulfate having formula I
• R1 represents alkyl or alkenyl groups with 6 to 22 carbons
• R2 represents -CHs or -CH2CH3 groups
• R3 represents -CH2CH2OH or -CH2CH2NH2 groups
• R4 represents -CH3 or -CH2CH3 groups
• Yet another aspect of the present invention relates to a method for producing antistatic spandex.
• the method comprises adding to spandex an ionic liquid.
• the ionic liquid comprises an imidazolinium alkyl sulfate having formula I formula II
• R1 represents alkyl or alkenyl groups with 6 to 22 carbons
• R2 represents -CPF, or -CH2CH3 groups
• R3 represents -CH2CH2OH or -CH2CH2NH2 groups
• R4 represents -CH3 or -CH2CH3 groups.
• the ionic liquid of the antistatic spandex comprises IH-Imidazolium, l-ethyl-2-(2-heptadecen-l-yl)-4,5-dihydro-3-(2-hydroxyethyl)-, ethyl sulfate (1 : 1).
• the ionic liquid comprises a fatty acids reaction product with 2-((2-aminoethyl)amino)ethanol, or di ethylenetri amine, dimethyl or diethyl sulfate quatemized.
• the ionic liquid comprises a fatty acids, tail-oil, reaction product with 2-((2-aminoethyl)amino)ethanol, di-Et sulfate-quaternized.
• Spandex produced in accordance with this method may also exhibit enhanced coloration as compared to spandex without the ionic liquid and/or reduced cling as compared to spandex without the ionic liquid.
• FIGs. 1 A through ID show two traditional choices for incorporating spandex into garments such as hosiery including every course style (ECPH) as depicted in FIG. 1 A and 1C and alternate course style (ACPH) as depicted in FIG. IB and ID.
• ECPH course style
• ACPH alternate course style
• the present invention relates to antistatic spandex as well as spandex additives, methods of production of the antistatic spandex and articles of manufacture, at least a portion of which comprise the antistatic spandex.
• the antistatic spandex of the present invention comprises segmented polyether-based polyurethaneurea, also routinely referred to as spandex.
• the antistatic spandex of the present invention further comprises an ionic liquid added to the spandex.
• the ionic liquid comprises an imidazolinium alkyl sulfate having formula I
• R1 represents alkyl or alkenyl groups with 6 to 22 carbons
• R2 represents -CH or -CH2CH3 groups
• R3 represents -CH2CH2OH or -CH2CH2NH2 groups
• R4 represents -CH3 or -CH2CH3 groups.
• the ionic liquid of the antistatic spandex comprises IH-Imidazolium, l-ethyl-2-(2-heptadecen-l-yl)-4,5-dihydro-3-(2-hydroxyethyl)-, ethyl sulfate (1 : 1).
• the ionic liquid comprises a fatty acids reaction product with 2-((2-aminoethyl)amino)ethanol, or di ethylenetri amine, dimethyl or diethyl sulfate quatemized.
• the ionic liquid comprises a fatty acids, tailoil, reaction product with 2-((2-aminoethyl)amino)ethanol, di-Et sulfate-quatemized, also referred to herein as INC.
• the ionic liquid is added at 0.3-10% by weight of the spandex. In one nonlimiting embodiment, the ionic liquid is added at 0.3-3% by weight of the spandex.
• weight of spandex it is meant the final weight of spandex including all additives.
• Nonlimiting examples of ionic liquids useful in the antistatic spandex of the present invention include a mixture of amide and imidazoline, quaternized by di-Et sulfate, also referred to as INC 2470 (hereinafter referred to as INC), COLA® SOLV IES: Isostearyl Ethylimidazolinium Ethosulfate, CAS # 67633-57-2 and COLA® SOLV OES: Oleyl Ethylimidazolinium Ethosulfate (hereinafter referred to as OES), CAS # 68039-12-3 available from Colonial Chemical Company.
• Ionic liquids can be simply mixed into the spandex solution at room temperature.
• the ionic liquid is blended with other typical spandex additive such as, but not limited to, antioxidants, antacids, delusterants or/or lubricants.
• the ionic liquid is added at 0.3-3% by weight of the spandex.
• the imidazolinium moiety in this ionic liquid additive contributes to good antistatic property with the long aliphatic chain helping it migrate to the fiber surface, thus providing for good durability during aqueous textile process.
• the antistatic property of spandex fiber of the present invention containing an ionic liquid such as INC eliminates the building up of static charges during the fabric/garment process.
• the antistatic spandex produced in accordance with the present invention exhibits excellent antistatic property, durability and commercial adaptability. Additional benefits, as demonstrated herein include enhanced coloration as compared to spandex without the ionic liquid and reduced cling as compared to spandex without the ionic liquid.
• spandex additive comprising an imidazolinium alkyl sulfate having formula I
• R1 represents alkyl or alkenyl groups with 6 to 22 carbons
• R2 represents -CHa or -CH2CH3 groups
• R3 represents -CH2CH2OH or -CH2CH2NH2 groups
• R4 represents -CH3 or -CH2CH3 groups
• Antistatic spandex of the present invention can be used in any application or article of manufacture in which spandex is routinely used.
• the antistatic spandex is used in a fabric.
• Fabrics comprising the antistatic spandex may have a spandex content of about 0.5 weight percent (wt. %) to about 40 wt. %, based on weight of the fabric.
• spandex content of about 0.5 weight percent (wt. %) to about 40 wt. %, based on weight of the fabric.
• circular knits comprising spandex may contain from about 2 wt. % to about 25 wt. % spandex
• legwear comprising spandex may contain from about 1 wt. % to about 40 wt. % spandex.
• the spandex or the fabric comprising it may be dyed and printed by customary dyeing and printing procedures, such as from an aqueous dye liquor by the exhaust method at temperatures between 60° C. and 100° C. Conventional methods may be followed when using an acid dye.
• the fabric in an exhaust dyeing method, the fabric can be introduced into an aqueous dye bath kept in agitation having a pH of between 3.5 and 6 which is then heated steadily from a temperature of approximately 20° C. to a temperature about 98° C. for 40 minutes. The dye bath and fabric are then held at temperature for another 40 minutes before cooling. Unfixed dye is then rinsed from the fabric.
• Additional examples of articles of manufacture, at least a portion of which comprise the antistatic spandex include, but are in no way limited to, sheet goods and knitted and woven textiles or substances which are suitable for garments, hosiery and sports clothing such as, but in no way limited to swimwear and bathing trunks.
• the antistatic spandex is particularly useful in knitting and weaving processes where electrostatic charge can be problematic.
• the antistatic spandex of the present invention is particularly useful in hosiery.
• Two traditional choices for incorporating spandex of the present invention into garments such as hosiery include every course style (ECPH) as depicted in FIG. 1 A and 1C and alternate course style (ACPH) as depicted in FIG. IB and ID.
• the spandex fiber may be covered with, for example, polyamide, or may be bare, and is knitted in every course as depicted in FIG. 1 A and 1C or alternate courses as depicted in FIG. IB and ID.
• Garments such as every course panty hose (ECPH) comprise balanced stitches and normally provide for a higher quality garment.
• Articles of manufacture in accordance with the present invention may be comprised of at least a portion of the knit structures described herein.
• Nonlimiting examples of these articles include clothing such as, but not limited to, pantyhose, stockings, knee highs, ankle highs, stay ups, leggings and socks. All standard garment processing steps are understood to be applicable to the fabric of this invention, (e.g. scour, dyeing, heat setting or boarding, application of softeners).
• a solution of segmented polyether-based polyurethaneurea elastomer was prepared by thoroughly mixing diphenylmethane diisocyanate (“MDI”) polytetramethylene glycol having a molecular weight of about 1800 in a molar (“capping”) ratio of 1.63. The mixture was maintained at a temperature of about 80-90° C. for about 90-100 minutes. The resulting “capped glycol”, comprising a mixture of isocyanate-terminated polyether glycol and unreacted diisocyanate, was cooled to 50° C. and mixed with DMAc to provide a solution containing about 45% solids.
• MDI diphenylmethane diisocyanate
• capping molar
• the capped glycol was reacted for 2-3 minutes at a temperature of about 75° C. with a DMAc solution containing a mixture of di ethylamine chain-terminator and 90/10 blend of ethylene diamine/2-methyl-l,5- diaminopentane chain-extender.
• the resulting polymer solution contained approximately 35% solids and had a viscosity of about 3,200 poises at 40° C.
• a film was casted from the spandex solution with drying in N2 chamber for 24 hours.
• Spandex polymer solution was spun to form 22 dtex yam without INC or OES additive.
• Example 5 and 6 with antistatic additives exhibited lower surface resistivity (better antistatic properties) than Example 4 without antistatic additives.
• Example 8 and 9 with antistatic additives exhibited lower surface resistivity (better antistatic properties) than Example 7 without antistatic additives after black dyed.
• Examples 5 and 6 without a dye exhibited better anti-static properties as compared to Examples 8 and 9 which were dyed black.
• Polyamide was 44 dtex. This format was selected to evaluate the dye pick up from polyamide and spandex separately (first and second sections respectively) and together in a more commercial construction (third section). The final composition of the tube was approximately 80% polyamide and 20% spandex. The tube was then scoured at 80° C.
• Example 10 with no antistatic additive showed limited shade depth compared to polyamide “L*” value while Example 11 with 1% INC additive provides a low “L*” value (18.4) like polyamide.
• “AE*” value calculated with CIE74 formula is a metric to measure the color difference. The lower “AE*” value the higher is the color match between two substrates.
• Example 10 with no antistatic additive shows poor color match between spandex and polyamide with “AE*” of 22.2 while Example 11 with 1% INC additive provides a better color match with lower “AE*” value of 5.1. The better color match between the two fibers contributes to providing better invisibility of the spandex in the knit structure, a desirable property of spandex containing fabrics.
• Each pantyhose was then dyed using standard industry protocols for nylon hosiery using acid dyes in black and beige/tan colors.
• the hosiery was boarded using a commercial Cortese boarding machine which accepts hosiery legs in clam-shell compression compartment and applies steam pressure for a selected dwell period.
• the black garments were further washed 5X in a normal residential laundering process to test efficacy after normal use.
• Garments were tested with synthetic light outerwear (polyester and acetate) and insulating footwear (rubber soles). Wearer noted the presence and degree of static cling between the knitted hosiery and synthetic outerwear (skirt or dress).
• an elastified knitted garment was prepared using ACPH wherein feed 1 and 3 were 22 dtex spandex of Example 4, 5, or 6 supra knitted bare with flat PA6,6 22f7 and feed 2 and 4 were PA only. Garment was dyed in medium skin tone shade for testing by a hosiery consumer panel.

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Manufacturing & Machinery (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Knitting Of Fabric (AREA)

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• 2021
  • 2021-11-09 KR KR1020237019709A patent/KR20230113761A/ko unknown
  • 2021-11-09 TW TW110141593A patent/TW202225232A/zh unknown
  • 2021-11-09 EP EP21840720.3A patent/EP4244414A1/de active Pending
  • 2021-11-09 WO PCT/US2021/058535 patent/WO2022103715A1/en active Application Filing

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