EP3356594A1 - Tapis avec finition de surface hydrophobe - Google Patents

Tapis avec finition de surface hydrophobe

Info

Publication number
EP3356594A1
EP3356594A1 EP16781628.9A EP16781628A EP3356594A1 EP 3356594 A1 EP3356594 A1 EP 3356594A1 EP 16781628 A EP16781628 A EP 16781628A EP 3356594 A1 EP3356594 A1 EP 3356594A1
Authority
EP
European Patent Office
Prior art keywords
independently
ch2ch20
carpet
coating
alkyl group
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Withdrawn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
EP16781628.9A
Other languages
German (de)
English (en)
Inventor
Gerald Oronde Brown
John Christopher Sworen
Edward Patick CAREY
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.)
Chemours Co FC LLC
Original Assignee
Chemours Co FC LLC
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 Chemours Co FC LLC filed Critical Chemours Co FC LLC
Publication of EP3356594A1 publication Critical patent/EP3356594A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/165—Ethers
    • D06M13/17—Polyoxyalkyleneglycol ethers
    • 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
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/08—Processes in which the treating agent is applied in powder or granular form
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/10—Processes in which the treating agent is dissolved or dispersed in organic solvents; Processes for the recovery of organic solvents thereof
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/34—Polyamides
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/01—Stain or soil resistance
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/10—Repellency against liquids
    • D06M2200/12—Hydrophobic properties

Definitions

  • Hydrophobic substituted alcohols are employed in surface finish coatings to provide surface effects to carpet articles.
  • compositions are known to be useful as treating agents to provide surface effects to substrates.
  • Surface effects include repellency to moisture, soil and stain resistance, and other effects which are particularly useful for fibrous substrates such as fibers, fabrics, textiles, carpets, paper, leather and other such substrates.
  • Many such treating agents are partially fluorinated polymers or copolymers.
  • Fluorinated polymer compositions having utility as fibrous substrate treating agents generally contain pendant perfluoroalkyi groups of three or more carbon atoms, which provide oil- and water-repellency when the compositions are applied to fibrous substrate surfaces.
  • the perfluoroalkyi groups are generally attached by various connecting groups to
  • the resulting monomer is then generally copolymerized with other monomers which confer additional favorable properties to the substrates.
  • Various specialized monomers may be incorporated to impart improved cross-linking, latex stability and substantivity. Since each ingredient may impart some potentially undesirable properties in addition to its desirable ones, the specific combination is directed to the desired use.
  • These polymers are generally marketed as aqueous emulsions for easy application to the fibrous substrates.
  • US Patent 7,820,745 discloses aqueous water- and oil-repellent compositions containing a fluorinated copolymer in aqueous medium and a sorbitan ester used in small amounts to act as a surfactant.
  • the reference does not, however, show the surface effect benefits of using hydrophobic sorbitan esters or other hydrophobic ester alcohol
  • the present invention provides such a composition.
  • the present invention comprises a treated carpet comprising a partial or complete coating on a carpet surface, wherein the carpet is made of natural fibers, nylon, acrylics, aromatic polyamides, polyesters, polyacrylonitrile, or polyacrylonitrile copolymers, wherein the coating comprises 5 to 100% by weight of a hydrophobic compound, based on the total solids weight of the coating, selected from a cyclic or acyclic alcohol which is substituted with at least two -R 1 , -C(O)R 1 , -
  • each cyclic or acyclic alcohol is selected from a pentaerythritol, a saccharide, reduced sugar, aminosaccharide, citric acid, aldonic acid, or aldonic acid lactone; wherein each n is independently 0 to 20; each m is independently 0 to 20; m+n is greater than 0; each R 1 is independently a linear or branched alkyl group having 5 to 29 carbons optionally comprising at least 1 unsaturated bond; and each R 2 is independently -H, a linear or branched alkyl group having 6 to 30 carbons optionally comprising at least 1 unsaturated bond.
  • the present invention further comprises a method of imparting a surface effect to a carpet comprising contacting a carpet surface with a coating to form a partially or completely treated carpet, wherein the carpet is made of natural fibers, nylon, acrylics, aromatic polyamides, polyesters, polyacrylonitrile, or polyacrylonitrile copolymers, wherein the coating comprises 5 to 100% by weight of a hydrophobic compound, based on the total solids weight of the coating, selected from a cyclic or acyclic alcohol which is substituted with at least two -R 1 , -C(0)R 1 , - (CH2CH20)n(CH(CH3)CH 2 0)mR 2 , -(CH2CH20)n(CH(CH3)CH 2 0)mC(0)R 1 , or mixtures thereof; where the cyclic or acyclic alcohol is selected from a pentaerythritol, saccharide, reduced sugar, aminosaccharide, citric acid, aldonic acid, or aldonic
  • the present invention provides treated carpet articles having improved water repellency, oil or stain repellency, and/or other surface effects.
  • the treated articles provide enhanced performance compared to traditional non-fluorinated commercially available treatment agents.
  • the coating materials of the present invention can be derived from bio-sourced materials.
  • the coatings formed are durable, by which is meant that the coatings are lasting films that are not readily removed by water or cleaning agents.
  • the coatings are not soluble or dispersable in water or cleaning agents once they are dry, and in another aspect, the coatings withstand multiple cleanings without loss of performance.
  • the present invention comprises a treated carpet comprising a partial or complete coating on a carpet surface, wherein the carpet is made of natural fibers, nylon, acrylics, aromatic polyamides, polyesters, polyacrylonitrile, or polyacrylonitrile copolymers, wherein the coating comprises 5 to 100% by weight of a hydrophobic compound, based on the total solids weight of the coating, selected from a cyclic or acyclic alcohol which is substituted with at least two -R 1 , -C(O)R 1 , - (CH2CH2O)n(CH(CH3)CH 2 O)mR 2 , -(CH2CH2O)n(CH(CH3)CH 2 O)mC(O)R 1 , or mixtures thereof; where the cyclic or acyclic alcohol is selected from a pentaerythritol, a saccharide, reduced sugar, aminosaccharide, citric acid, aldonic acid, or aldonic acid lactone; wherein each n is independently 0
  • hydrophobic compounds can contain only EO groups, only PO groups, or mixtures thereof. These compounds can also be present as a tri-block copolymer designated PEG-PPG-PEG (polyethylene glycol-polypropylene glycol- polyethylene glycol), for example.
  • PEG-PPG-PEG polyethylene glycol-polypropylene glycol- polyethylene glycol
  • n+m is 1 to 20; in another embodiment, n and m are independently 0 to 15 and n+m is 1 to 15; and in a third embodiment, n and m are independently 0 to 12 and n+m is 1 to 12.
  • the hydrophobic compound may be a multi-ester alcohol having at least two hydrophobic substitutions, which originates from a polyol or polycarboxylic acid compound.
  • suitable polyols include but are not limited to cyclic or acyclic sugar alcohols, or pentaerythritols including dipentaerythritol.
  • Suitable polycarboxylic acid compounds include citric acid.
  • the cyclic or acyclic sugar alcohol is selected from a saccharide, reduced sugar, aminosaccharide, aldonic acid, aldonic acid lactone. Mixtures of these compounds may also be used.
  • hydrophobic compounds are substituted with at least two -R 1 ; -C(0)R 1 ; -(CH2CH20)n(CH(CH3)CH 2 0)mR 2 ; -(CH2CH20)n(CH(CH3)CH 2 0)mC(0)R 1 ; or mixtures thereof.
  • Such a substitution lends hydrophobic character to the monomer, and to the polymer molecules.
  • the hydrophobic compound is substituted with at least three -R 1 ; -C(0)R 1 ; - (CH2CH20)n(CH(CH3)CH 2 0)mR 2 ; -(CH2CH20)n(CH(CH3)CH 2 0)mC(0)R 1 ; or mixtures thereof.
  • These substituted compounds can be made by the reaction of a sugar alcohol with at least one fatty acid or alkoxylated fatty acid, such as by esterification of a fatty acid; or by esterification of a polycarboxylic acid with a long-chain alcohol.
  • sugar alcohols include but are not limited to aldoses and ketoses such as those compounds derived from tetroses, pentoses, hexoses, and heptoses.
  • glucose 1 ,4-anhydro-D-glucitol, 2,5-anhydro-D-mannitol, 2,5- anhydro-L-iditol, isosorbide, sorbitan, glyceraldehyde, erythrose, threitol, glucopyranose, mannopyranose, talopyranose, allopyranose,
  • Suitable fatty acids include, but are not limited to, caprylic acid, capric acid, lauric acid, mysteric acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, palmitoleic acid, lineolic acid, oleic acid, erucic acid, alkoxylated versions of these acids, and mixtures thereof.
  • R 1 is a linear or branched alkyl group having 1 1 to 29 carbons, and in another embodiment, R 1 is a linear or branched alkyl group having 17 to 21 carbons.
  • R 2 is a linear or branched alkyl group having 12 to 30 carbons, in another embodiment, R 2 is a linear or branched alkyl group having 18 to 30 carbons, and in another embodiment, R 2 is a linear or branched alkyl group having 18 to 22 carbons.
  • the fatty acid or long-chain alcohol substitution of the cyclic or acyclic sugar alcohols has a melting point of at least -59 °C. In another embodiment, it has a melting point of at least 0 °C, and in a third embodiment, it has a melting point of at least 40 °C.
  • the hydrophobic compound is selected from Formulas (la), (lb), or (lc):
  • each R is independently -H; -R 1 ; -C(0)R 1 ;
  • R independently -H, or a linear or branched alkyl group having 6 to 30 carbons optionally comprising at least 1 unsaturated bond; provided when Formula (la) is chosen, then at least one R is -H and at least one R is a - R 1 ; -C(0)R 1 ; -(CH 2 CH20)n(CH(CH3)CH 2 0)mR 2 ;
  • each R 4 is independently -H, a linear or branched alkyl group having 6 to 30 carbons optionally
  • R or R 4 is -H; and at least two of R or R 4 are a linear or branched alkyl group optionally comprising at least 1 unsaturated bond, or combinations thereof; -(CH 2 CH20)n(CH(CH3)CH 2 0)mR 2 ;
  • each R 19 is -H, -C(0)R 1 , or
  • hydrophobic compound is Formula (la)
  • any suitable substituted reduced sugar alcohol may be employed, including esters of 1 ,4-sorbitan, esters of 2,5-sorbitan, and esters of 3,6-sorbitan.
  • the hydrophobic compound is selected from Formula (a) to be Formula '):
  • R is further limited to -H; -R 1 ; or -C(0)R 1 and at least two R groups are -C(0)R 1 or R 1 .
  • Compounds used to form residues of Formula (la'), having at least one of R is -H and at least one R is selected from - C(0)R 1 are commonly known as alkyl sorbitans. These sorbitans can be di-substituted or tri-substituted with -C(0)R 1 .
  • sorbitans such as SPAN
  • sorbitans contain a mixture of the various sorbitans ranging from where each R is H (un-substituted), and sorbitans where each R is -C(0)R 1 (fully substituted); wherein R 1 is a linear or branched alkyl group having 5 to 29 carbons; and mixtures of various substitutions thereof.
  • the commercially available sorbitans may also include amounts of sorbitol, isosorbide, or other intermediates or byproducts.
  • R groups are -C(0)R 1 , and R 1 is a linear branched alkyl group having 5 to 29 carbons.
  • R 1 is a linear or branched alkyl group having 7 to 21 carbons
  • R 1 is a linear or branched alkyl group having 1 1 to 21 carbons.
  • Preferred compounds used to form these residues include mono-, di- and tri-substituted sorbitans derived from caprylic acid, capric acid, lauric acid, mysteric acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, and mixtures thereof.
  • Particularly preferred compounds include di- and tri-substituted sorbitan stearates or sorbitan behenins.
  • R 1 is a linear or branched alkyl group having 5 to 29 carbons comprising at least 1 unsaturated bond.
  • Other examples but are not limited to include di- and tri-substituted sorbitans derived from palmitoleic acid, lineolic acid, arachidonic acid, and erucic acid.
  • a compound of Formula (la) is employed, wherein at least two R groups are independently
  • polysorbates independently 0 to 20, each n is independently 0 to 20, and n+m is greater than 0 are known as polysorbates and are commercially available under the tradename TWEEN. These polysorbates can be di- substituted or tri-substituted with alkyl groups R 1 or R 2 . It is known that commercially available polysorbates contain a mixture of the various polysorbates ranging from where each R 2 is H (unsubsituted), and polysorbates where each R 1 is a linear or branched alkyl group having 5 to 29 carbons (fully substituted); and mixtures of various substitutions thereof. Examples of compounds of Formula (la) include polysorbates such as polysorbate tristearate and polysorbate monostearate.
  • Examples of compounds of Formula (la) wherein m+n is greater than 0, and wherein R 1 comprises at least 1 unsaturated bond but not limited to, polysorbate trioleate (wherein R 1 is and are sold commercially under the name Polysorbate 80.
  • Reagents may include mixtures of compounds having various values for R, R 1 , and R 2 , and may also include mixtures of compounds where R 1 comprises at least one unsaturated bond with compounds where R 1 is fully saturated.
  • alkyl citrates Compounds of Formula (lb) are known as alkyl citrates. These citrates can be present as a di-substituted or tri-substituted with alkyl groups. It is known that commercially available citrates contain a mixture of the various citrates as well as citric acids from where R and each R 4 is -H, ranging to citrates where each R 4 is a linear or branched alkyl group having 6 to 30 carbons optionally comprising at least 1 unsaturated bond; and mixtures of various substitutions thereof. Mixtures of citrates having various values for R 1 , R 2 , and R 4 may be used, and may also include mixtures of compounds where R 1 comprises at least one unsaturated bond with compounds where R 1 is fully saturated. Alkyl citrates are also commercially available wherein m+n is greater than 0, R 4 is -(CH2CH20)n(CH(CH3)CH 2 0)mR 2 ; or
  • each R 2 is H to wherein each R 1 and/or R 2 is a linear or branched alkyl group having 5 to 30 carbons optionally comprising at least 1 unsaturated bond.
  • Examples of compounds of Formula (lb) include, but are not limited to, trialkyl citrates.
  • pentaerythriol esters Compounds of Formula (lc) are known as pentaerythriol esters. These pentaerythriol esters can be present as a di-substituted or tri- substituted with alkyl groups.
  • Preferred compounds used to form X of Formula (lc) are dipentaerythriol esters, where R 19 is -CH2C[CH20R]3. It is known that commercially available pentaerythriol esters contain a mixture of the various pentaerythriol esters where R 19 and each R is -H, ranging to pentaerythriol esters where each R is -C(0)R 1 , and R 1 is a linear or branched alkyl group having 5 to 29 carbons optionally
  • pentaerythriol esters also may contain compounds with mixtures of different chain lengths for R, or mixtures of compounds where R 1 comprises at least one unsaturated bond with compounds where R 1 is fully saturated.
  • Compounds of Formulas (la), (lb), and (lc) can all be bio-based derived.
  • bio-based derived it is meant that at least 10% of the material can be produced from non-crude oil sources, such as plants, other vegetation, and tallow.
  • the hydrophobic compound is from about 10% to 100% bio-based derived. In one embodiment, hydrophobic compound is from about 35% to 100% bio- based derived. In another embodiment, hydrophobic compound is from about 50% to 100% bio-based derived. In one embodiment, hydrophobic compound is from about 75% to 100% bio-based derived. In one embodiment, hydrophobic compound is 100% bio-based derived.
  • the average OH value of the hydrophobic compounds can range from just greater than 0 to about 230. In one embodiment, the average OH value is from about 10 to about 175, and in another embodiment, the average OH value is from about 25 to about 140.
  • the coating on the carpet surface comprises 5 to 100% by weight of the hydrophobic compound, based on the total solids weight of the coating.
  • the coating on the carpet surface comprises 20 to 100% by weight of the hydrophobic compound; and in a third aspect, 50 to 100% by weight of the hydrophobic compound based on the total solids weight of the coating.
  • solids weight of the coating is used to mean the sum of the coating components that would remain once the aqueous, solvent, or other liquid components evaporated. In other words, it is the sum of the non-aqueous, non-solvent, and non-volatile components of the coating.
  • the coating may further comprise aqueous or organic solvents, polymer resins, coating bases that contain polymer resins, pigments, functional additives, surfactants, and hydrophobic surface effect agents.
  • the hydrophobic compound is combined with a hydrophobic surface effect agent to extend or improve the performance of the surface effect agent.
  • the hydrophobic surface effect agents may be used from about 5:95 to about 95:5 in one aspect; from about 10:90 to 90: 10 in a second aspect; and from about 20:80 to 80: 10 in a third aspect, based on the total solids weight of the coating.
  • Hydrophobic surface effect agents provide surface effects such as no iron, easy to iron, shrinkage control, wrinkle free, permanent press, moisture control, softness, strength, anti-slip, anti-static, anti-snag, anti-pill, stain repellency, stain release, soil repellency, soil release, water repellency, oil repellency, odor control, antimicrobial, sun protection, and similar effects.
  • Such materials can be in the form of hydrophobic non-fluorinated cationic acrylic polymers, hydrophobic non-fluorinated anionic acrylic polymers, hydrophobic non-fluorinated nonionic acrylic polymers, partially fluorinated urethanes, hydrophobic non-fluorinated urethanes, cationic partially fluorinated acrylic polymers or copolymers, nonionic partially fluorinated acrylic polymers or copolymers, partially fluorinated acrylamide polymers or copolymers, fluorinated phosphates, fluorinated or non-fluorinated organosilanes, silicones, waxes, including parafins, and mixtures thereof.
  • Some stain release and soil release agents are hydrophilic and include compounds such as polymethyl acrylates. These compounds may also be combined with the hydrophobic compounds, in the ratios stated above, as surface effect agents.
  • fluorinated polymers useful as hydrophobic surface effect agents to provide repellency properties to the surface of treated substrates.
  • fluorochemical compounds or polymers containing one or more fluoroaliphatic groups designated here as Rf groups
  • Rf groups fluoroaliphatic groups
  • the Rf groups contain at least 3 carbon atoms, preferably 3 to 20 carbon atoms, more preferably 4 to 12 carbon atoms, and most preferably about 4 to about 6 carbon atoms.
  • the Rf groups may contain straight or branched chain or cyclic fluorinated alkylene groups or combinations thereof.
  • the terminal portion of the Rf groups is preferably a perfluorinated aliphatic group of the formula CnF2n+i wherein n is from about 3 to about 20.
  • fluorinated polymer treating agents are CAPSTONE and ZONYL available from The Chemours Company, Wilmington, DE; ASAHI GARD from Asahi Glass Company, Ltd., Tokyo, Japan; UNIDYNE from Daikin America, Inc., Orangeburg, NY; SCOTCHGARD from 3M
  • fluorinated polymers examples include Rf-containing polyurethanes and poly(meth)acrylates.
  • copolymers of fluorochemical (meth)acrylate monomers with a co- polymerizable monovinyl compound or a conjugated diene include alkyl (meth)acrylates, vinyl esters of aliphatic acids, styrene and alkyl styrene, vinyl halides, vinylidene halides, alkyl esters, vinyl alkyl ketones, and acrylamides.
  • the conjugated dienes are preferably 1 ,3-butadienes.
  • Representative compounds within the preceding classes include the methyl, propyl, butyl, 2-hydroxypropyl, 2-hydroxyethyl, isoamyl, 2-ethylhexyl, octyl, decyl, lauryl, cetyl, and octadecyl acrylates and methacrylates; vinyl acetate, vinyl propionate, vinyl caprylate, vinyl laurate, vinyl stearate, styrene, alpha methyl styrene, p-methylstyene, vinyl fluoride, vinyl chloride, vinyl bromide, vinylidene fluoride, vinylidene chloride, allyl heptanoate, allyl acetate, allyl caprylate, allyl caproate, vinyl methyl ketone, vinyl ethyl ketone, 1 ,3-butadiene, 2- chloro-1 ,3-butadiene, 2,3-dichloro-1 ,3-
  • Hydrophobic non-fluorinated acrylic polymers include copolymers of monovinyl compounds, including alkyi (meth)acrylates, vinyl esters of aliphatic acids, styrene and alkyi styrene, vinyl halides, vinylidene halides, alkyi esters, vinyl alkyi ketones, and acrylamides.
  • the conjugated dienes are preferably 1 ,3-butadienes.
  • Representative compounds within the preceding classes include the methyl, propyl, butyl, 2-hydroxypropyl, 2- hydroxyethyl, isoamyl, 2-ethylhexyl, octyl, decyl, lauryl, cetyl, and octadecyl acrylates and methacrylates; vinyl acetate, vinyl propionate, vinyl caprylate, vinyl laurate, vinyl stearate, styrene, alpha methyl styrene, p-methylstyene, vinyl fluoride, vinyl chloride, vinyl bromide, vinylidene fluoride, vinylidene chloride, allyl heptanoate, allyl acetate, allyl caprylate, allyl caproate, vinyl methyl ketone, vinyl ethyl ketone, 1 ,3-butadiene, 2- chloro-1 ,3-butadiene, 2,3-dichloro-1 ,3
  • Hydrophobic non-fluorinated urethanes include, for example, urethanes synthesized by reacting an isocyanate compound with the hydrophobic compounds described above as an alcohol reagent. These compounds are described in US2014/0295724 and US2016/0090508.
  • Hydrophobic non-fluorinated nonionic acrylic polymers include, for example, polymers made by polymerizing or copolymerizing an acrylic ester of the hydrophobic compounds described above. Such compounds are described in US2016/0090686.
  • the coatings of the present invention applied to the carpet surface optionally further comprise a blocked isocyanate to promote durability, added after copolymerization (i.e., as a blended isocyanate).
  • a blocked isocyanate is PHOBOL XAN available from PHOBOL XAN.
  • blocked isocyanates are also suitable for use herein.
  • the desirability of adding a blocked isocyanate depends on the particular application for the copolymer. For most of the presently envisioned applications, it does not need to be present to achieve satisfactory cross-linking between chains or bonding to fibers.
  • When added as a blended isocyanate amounts up to about 20% by weight are added.
  • the coating composition of the present invention optionally further comprises additional components such as additional treating agents or finishes to achieve additional surface effects, or additives commonly used with such agents or finishes.
  • additional components comprise compounds or compositions that provide surface effects such as no iron, easy to iron, shrinkage control, wrinkle free, permanent press, moisture control, softness, strength, anti-slip, anti-static, anti-snag, anti-pill, stain repellency, stain release, soil repellency, soil release, water repellency, oil repellency, odor control, antimicrobial, sun protection, and similar effects.
  • One or more such treating agents or finishes can be combined with the blended composition and applied to the fibrous substrate.
  • additives commonly used with such treating agents or finishes may also be present such as surfactants, pH adjusters, cross linkers, wetting agents, and other additives known by those skilled in the art. Further, other extender compositions are optionally included to obtain a combination of benefits.
  • the present invention is method of imparting a surface effect to a carpet comprising contacting a carpet surface with a coating to form a partially or completely treated carpet, wherein the carpet is made of natural fibers, nylon, acrylics, aromatic polyamides, polyesters, polyacrylonitrile, or polyacrylonitrile copolymers, wherein the coating comprises 5 to 100% by weight of a hydrophobic compound, based on the total solids weight of the coating, selected from a cyclic or acyclic alcohol which is substituted with at least two -R 1 , -C(O)R 1 , - (CH2CH2O)n(CH(CH3)CH 2 O)mR 2 , -(CH2CH2O)n(CH(CH3)CH 2 O)mC(O)R 1 , or mixtures thereof; where the cyclic or acyclic alcohol is selected from a pentaerythritol, saccharide, reduced sugar, aminosaccharide, citric acid, aldonic acid,
  • carpet compositions include but are not limited to natural fibers, such as cotton, wool, silk, jute, sisal, and other cellulosics; nylon including nylon 6, nylon 6,6 and aromatic polyamides; polyesters including poly(ethyleneterephthalate) or poly(trimethyleneterephthalate) such as Triexta; polyacrylonitrile or polyacrylonitrile copolymers.
  • the contacting step may occur by applying the hydrophobic compound as a solid, or by liquid carrier.
  • the hydrophobic compound When applied by liquid carrier, the hydrophobic compound may be in the form of an aqueous solution, aqueous dispersion, organic solvent solution or dispersion, or cosolvent solution or dispersion.
  • the contacting step may occur by any conventional method, including but not limited to spraying, rolling, padding, brushing, sprinkling, dipping, dripping, tumbling, screen printing, or other mechanical means known in the technology to treat fibrous substrates.
  • the method further comprises the step of heating the partially or completely coated carpet.
  • the hydrophobic agent may be applied alone or in liquid carrier, and the treated carpet may be heated to melt, flow, dry, or otherwise fix the hydrophobic agent onto the carpet surface.
  • the final coating on the carpet surface will be a solidified, lasting, permanent coating.
  • the method further comprises the step of solidifying the coating by drying, cooling, or allowing to cool.
  • the solid hydrophobic compound is sprinkled onto the carpet surface, and the treated carpet is heated to fix the hydrophobic compound onto the surface.
  • the liquid carrier if used, may be dried by heating or air drying to allow for evaporation of the liquid carrier, thus leaving a permanent solid coating.
  • the treated carpets of the present invention are useful for providing articles with enhanced surface properties, especially durability of oil- water- and soil-repellency, while reducing or eliminating the amount of fluorinated compounds employed.
  • the repellency property is effective with a variety of other surface effects.
  • WITCOLATE WAQE is available from Akzo Nobel, Chicago, IL.
  • Synthetic soil was prepared as described in AATCC Test Method 123-2000, Section 8. Synthetic soil, 3 g, and 1 liter of clean nylon resin beads (3/16 inch (0.32 - 0.48 cm) diameter ZYTEL 101 nylon resin beads, commercially available from E. I. du Pont de Nemours and Company, Wilmington, De., were placed into a clean, empty canister. The canister lid was closed and sealed and the canister rotated on rollers for 5 minutes. The soil-coated beads were removed from the canister.
  • Total carpet sample size was 8 ⁇ 24 inch (20.3 ⁇ 60.9 cm).
  • One test item and one control item were tested simultaneously.
  • the carpet pile of all samples was laid in the same direction.
  • Strong adhesive tape was placed on the backside of the carpet pieces to hold them together.
  • the carpet samples were placed in the clean, empty drum mill with the tufts facing toward the center of the drum.
  • the carpet was held in place in the drum mill with rigid wires.
  • Soil-coated resin beads, 250 ml, and 250 ml of 5/16 in. diameter ball bearings (0.79 cm.), prepared as described above, were placed into the drum mill.
  • the drum mill lid was closed and sealed.
  • the drum was run on the rollers for 21 ⁇ 2 minutes at about 105 rpm. The rollers were stopped and the direction of the drum mill reversed.
  • the drum was run on the rollers for an additional 21 ⁇ 2 minutes at about 105 rpm.
  • the carpet samples were removed and vacuumed uniformly with 5 passes in each direction to remove excess dirt.
  • the Delta ( ⁇ ) E color difference for the soiled carpet was measured for the test and control items versus the unsoiled carpet for each item. Color measurement of each carpet was conducted on the carpet following the accelerated soiling test. For each test sample and control sample the color of the carpet was measured, the sample was soiled, and the color of the soiled carpet was measured.
  • the ⁇ E was the difference between the color of the soiled and unsoiled samples. Color difference was measured on each item, using a Minolta Chroma Meter CR 410 (Minolta Corporation, Ramsey, NJ). Color readings were taken at three different areas on the carpet sample, and the average ⁇ was recorded.
  • the control carpet for each test item was of the same color and
  • ⁇ ⁇ E was calculated by subtracting the ⁇ E of the control
  • test samples are compared to the untreated control sample that is tested simultaneously with the test sample.
  • Oil repellency was measured according to AATCC Test Method
  • the treated samples were tested for oil repellency by a modification of AATCC standard Test Method No. 1 18, conducted as follows.
  • a substrate treated with an aqueous dispersion of polymer as previously described is conditioned for a minimum of 2 hours at 23C and 20% relative humidity and 65C and 10% relative humidity.
  • a series of organic liquids, identified below in Table 1 are then applied dropwise to the samples. Beginning with the lowest numbered test liquid (Repellency Rating No. 1 ), one drop (approximately 5 mm in diameter or 0.05 ml_ volume) is placed on each of three locations at least 5 mm apart. The drops are observed for 30 seconds.
  • the oil repellency rating is the highest numbered test liquid for which two of the three drops remained spherical to hemispherical, with no wicking for 30 seconds.
  • treated samples with a rating of 5 or more are considered good to excellent; samples having a rating of one or greater can be used in certain applications.
  • NUJOL is a trademark of Plough, Inc., for a mineral oil having a Saybolt viscosity of 360/390 at 38C and a specific gravity of 0.880/0.900 at 15C.
  • the water repellency of a treated substrate was measured according to AATCC standard Test Method No. 193 and the DuPont Technical Laboratory Method as outlined in the TEFLON Global
  • the test determines the resistance of a treated substrate to wetting by aqueous liquids. Drops of water-alcohol mixtures of varying surface tensions are placed on the substrate and the extent of surface wetting is determined visually. Place a test carpet sample on a flat, non-absorbent surface. Beginning with the lowest numbered test liquid, carefully place one drop in several locations on the surface of the carpet sample. If no penetration or wetting of the carpet at the liquid-carpet interface and no wicking around the drop occurs, place drops of the next higher-numbered test liquid at an adjacent site on the carpet sample. Repeat this procedure until one of the higher number test liquids shows obvious wetting or wicking of the carpet under or around the drop within 10 seconds.
  • the water repellency rating for a carpet sample is the numerical value of the highest-numbered test liquid which will not wet the carpet within 10 seconds. Higher ratings indicate greater repellency.
  • the composition of water repellency test liquids is shown in Table 2.
  • Sorbitan tristearate as a dry powder, is spread evenly over a commercial level loop nylon-6,6 carpet with stain resist to uniformly cover the carpet surface. Excess powder is removed by shaking the carpet until only a fine powder coating remained. The treated carpet is heated to 250 °F (121 °C) until the surface temperature reaches 250 °F, cooled to room temperature, allowed to equilibrate at room temperature for 24-48 hours, and the carpet sample is tested according to Test Methods 1 -3.
  • sorbitan tristearate (60.1 g) and 4- methyl-2-pentanone (MIBK, 150 g).
  • MIBK 4- methyl-2-pentanone
  • an aqueous dispersion is prepared by adding warm water (383 g), WITCOLATE WAQE (1 1.4 g) and dipropylene glycol (14.8 g) at 65 °C.
  • the mixture is immersion blended (2 min), homogenized at 6000 psi, and the resulting dispersion is distilled under reduced pressure to remove the solvent and yield a non-flammable urethane dispersion at 12.91 % solids after cooling and filtering.
  • the sample is applied as an aqueous composition by spray application to a level loop nylon-6,6 carpet with stain resist at 25 % wet pick-up (wpu) and dried to a carpet face temperature of 250 °F (121 °C).
  • the treated carpet is tested according to Test Methods 1 -3.
  • Results indicate that the carpet treated by sorbitan tristearate compounds yields high water repellency performance when compared with an untreated sample. Further, Example 1 indicates that dry applications promote soil resistance in addition to water repellency.
  • Example 1 was repeated, except a commercial SORONA carpet was used.
  • Results indicate that the carpet treated by sorbitan tristearate compounds yields water repellency performance and high soil resistance performance when compared with an untreated sample.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

La présente invention concerne un tapis traité comprenant un revêtement partiel ou complet sur une surface de tapis, le revêtement comprenant de 5 à 100 % en poids d'un composé hydrophobe, sur la base du poids total du revêtement, choisi parmi un alcool cyclique ou acyclique qui est substitué par au moins deux groupes hydrophobes.
EP16781628.9A 2015-10-02 2016-09-30 Tapis avec finition de surface hydrophobe Withdrawn EP3356594A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201562236357P 2015-10-02 2015-10-02
PCT/US2016/054581 WO2017059156A1 (fr) 2015-10-02 2016-09-30 Tapis avec finition de surface hydrophobe

Publications (1)

Publication Number Publication Date
EP3356594A1 true EP3356594A1 (fr) 2018-08-08

Family

ID=57133441

Family Applications (1)

Application Number Title Priority Date Filing Date
EP16781628.9A Withdrawn EP3356594A1 (fr) 2015-10-02 2016-09-30 Tapis avec finition de surface hydrophobe

Country Status (4)

Country Link
US (1) US20180320309A1 (fr)
EP (1) EP3356594A1 (fr)
AU (1) AU2016330913A1 (fr)
WO (1) WO2017059156A1 (fr)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7320956B2 (en) * 2004-04-01 2008-01-22 3M Innovative Properties Company Aqueous cleaning/treatment composition for fibrous substrates
CA2863525C (fr) * 2012-01-31 2020-01-21 Invista Technologies S.A R.L. Compositions d'impermeabilisation et anti-salissures pour fibres

Also Published As

Publication number Publication date
US20180320309A1 (en) 2018-11-08
AU2016330913A1 (en) 2018-04-05
WO2017059156A1 (fr) 2017-04-06

Similar Documents

Publication Publication Date Title
EP3356477B1 (fr) Matières de charge hydrophobes dans des revêtements à effet de surface fluorés
JP7154252B2 (ja) 表面効果組成物のための非フッ素化モノマー及び非フッ素化ポリマー
US11459485B2 (en) Non-fluorinated coating and finish agents
JP2017534713A (ja) 非フッ素化又は部分フッ素化ポリマーから誘導されるポリウレタン
WO2017059156A1 (fr) Tapis avec finition de surface hydrophobe

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: 20180427

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

AX Request for extension of the european patent

Extension state: BA ME

DAV Request for validation of the european patent (deleted)
DAX Request for extension of the european patent (deleted)
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN

18W Application withdrawn

Effective date: 20200408