EP1924735A1 - Fleck- und schmutzabweisende zusammensetzung - Google Patents

Fleck- und schmutzabweisende zusammensetzung

Info

Publication number
EP1924735A1
EP1924735A1 EP20060785727 EP06785727A EP1924735A1 EP 1924735 A1 EP1924735 A1 EP 1924735A1 EP 20060785727 EP20060785727 EP 20060785727 EP 06785727 A EP06785727 A EP 06785727A EP 1924735 A1 EP1924735 A1 EP 1924735A1
Authority
EP
European Patent Office
Prior art keywords
weight
stain
carpet
repellent composition
soil repellent
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.)
Granted
Application number
EP20060785727
Other languages
English (en)
French (fr)
Other versions
EP1924735B1 (de
Inventor
Markus Baumann
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.)
Invista Technologies SARL Switzerland
Original Assignee
Invista Technologies SARL Switzerland
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 Invista Technologies SARL Switzerland filed Critical Invista Technologies SARL Switzerland
Priority to EP20060785727 priority Critical patent/EP1924735B1/de
Publication of EP1924735A1 publication Critical patent/EP1924735A1/de
Application granted granted Critical
Publication of EP1924735B1 publication Critical patent/EP1924735B1/de
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/41Phenol-aldehyde or phenol-ketone resins
    • D06M15/412Phenol-aldehyde or phenol-ketone resins sulfonated
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • D06M15/277Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof containing fluorine
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/41Phenol-aldehyde or phenol-ketone resins
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D06M15/576Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them containing fluorine
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/23907Pile or nap type surface or component
    • Y10T428/23986With coating, impregnation, or bond

Definitions

  • the present invention relates to a stain and soil repellent composition for carpets.
  • the invention especially relates to a stain and soil repellent composition for carpets made from polyamide, wool and their mixtures.
  • a stain repellent can be applied to a carpet in a continuous or discontinuous process, in which between 3 and 7 weight-% of the stain repellent relative to the pile weight (the weight of the utilized fiber) is used. It is also known that considerably higher concentrations, for example up to 10 weight %, can be utilized.
  • a separate treatment bath is utilized after the dyeing step, in which the stain repellent is applied to the carpet at a pH between 2.5 and 7.
  • the stain repellent is applied to the carpet with suitable devices, such as a waterfall applicator, immersion tank and Fluidyer® apparatus.
  • a treatment with a fluorocarbon compound follows as the last finishing step, for example with a desired concentration of from 1.0 to 1.6 weight-% of fluorocarbon relative to the pile weight of the carpet.
  • the application of the fluorocarbon compound typically precedes the dryer of the continuous dye unit or is prior to the coating oven.
  • the simplest procedure is a spray application which is carried out with a suitable spray device.
  • the fluorocarbon compound is applied as an aqueous solution to a dry or lightly moistened carpet.
  • the most often-used application method is a foam application. With this system, a highly concentrated solution of the fluorocarbon compound can be applied to the carpet as a foam with minimal wetness.
  • special foaming aids are added to the fluorocarbon compounds, which then degrade at the selected drying temperatures, and the fluorocarbon compound remains on the fiber and bonds to it.
  • the task of the present invention is to provide an improved stain and soil repellent composition compared to the current state of technology.
  • This task was achieved according to the invention by using a combination of two different stain repellents together with a fluorocarbon compound to impart desirable stain and soil repellent properties to carpets.
  • the present invention is a stain and soil repellent composition which encompasses the following components:
  • hydroxyaromatic compounds are compounds which have at least one, preferably one or two, aromatic nucleus, and at least one hydroxyl group directly bound to the nucleus or one of the nuclei.
  • Other substituents can be bound to the nucleus besides the hydroxyl group, for example halogens, or sulfonic acid groups.
  • Ring systems with 6 to 12 carbon atoms are preferred as the aromatic nucleus, for example phenyl or naphthyl radicals with an OH group in the 1, 2, or 3 position.
  • substituted and non-substituted phenol, 1-naphthol, and 2-naphthol are substituted and non-substituted phenol, 1-naphthol, and 2-naphthol.
  • Hydroxyaromatic compounds with more than one hydroxyl group at the nucleus are also suitable, for example di-hydroxyaromatic compounds such as resorcinol and catechol, or tri-hydroxyaromatic compounds such as pyrogallol (1,2,3-tri-hydroxybenzol).
  • di-hydroxyaromatic compounds such as resorcinol and catechol
  • tri-hydroxyaromatic compounds such as pyrogallol (1,2,3-tri-hydroxybenzol).
  • aromatic nuclei can also be covalently bonded over a functional group, for example a sulfone group.
  • novolak with linear chains can be obtained from an acid catalyzed reaction of excess phenol with formaldehyde, in which the phenol units are bonded with methylene bridges. Utilizing a basic catalyst and excess formaldehyde, phenol and formaldehyde are condensed to resoles.
  • the aromatic adducts either already have sulfonic acid groups or they can be attached after a typical condensation, for example, through a reaction with sulfur trioxide, chlorosulphonic acid, or amidosulphonic acid. If the adducts already contain sulphonic acid groups, a condensation reaction of the OH-groups of the sulphonic acid group can occur, so that the end products of the condensation reaction do not have any free sulphonic acid groups and, therefore, can be utilized as a condensation product according to component (a) of the present invention.
  • condensation products without sulphonic acid and carboxyl groups can be obtained, for example, under the name ZELAN® 8236 from DuPont, Wilmington, DE, USA.
  • ZELAN® 8236 is a base catalyzed condensation product of 4,4'bis(hydroxyphenyl) sulfone and formaldehyde.
  • Condensation products with sulphonic acid groups are commercially obtainable, for example, from Zschimmer & Schwarz Mohsdorf GmbH & Co., Mohsdorf, Germany under the name Zetesal NT and from CHT R. Beitlich GmbH, Tubinen, Germany under the name Rewin KBL or Rewin KF as well as Tubicoat KF.
  • the essential element of the present invention is that at least one condensation product, which is free of sulphonic acid and carboxyl groups, and at least one condensation product, which is at least partially sulphonated are used together.
  • This combination enables the application at neutral pH and yields unexpectedly improved stain repellency, as shown in the examples below.
  • the compositions according to the invention contain, furthermore, at least one fluorocarbon compound (c), and, if required, at least one foaming aid (d). If a commercial product is being used for the component (c), then the foaming aid may already be contained in the commercial composition, so that it does not need to be added additionally to the composition.
  • the fluorocarbon compound of the component (c) is utilized together with the condensation products of the components (a) and (b) to impart oil, water and soil repellent properties to the substrate.
  • Anionic, cationic or non-ionic as well as amphoteric fluorine compounds are in principle used as fluorocarbon compounds, which are also commercially available.
  • fluorine containing polyacrylates US Patent No. 3,574,791 and US Patent No. 4,147,851
  • fluorine containing urethanes US Patent No. 3,398,182 and US 2003/0204015 Al
  • Suitable fluorocarbon compounds can be obtained under the collective name Zonyl® Carpet Protector from DuPont.
  • Zonyl® 19087 Zonyl® 9535, Zonyl® 555 and Zonyl® 5180.
  • Zonyl® 9087 DuPont
  • the production of such fluorocarbon compounds is known to those skilled in the art and can be accomplished, for example, by attaching linear fluorinated chains called fluorotelomers to organic polymers.
  • fluorotelomers For example, tetrafluoroethylene (TFE) is reacted to form a fluorocarbon compound in a telomerization process.
  • TFE tetrafluoroethylene
  • Fluorocarbon compounds can be subdivided basically into three molecular regions.
  • Perfluoroalkyl groups are responsible for soil repellency as well as hydrophobation and oleophobation.
  • a spacer gives the required molecular flexibility, so that the fluorocarbon compound is soluble and/or emulsifiable.
  • An anchoring and/or adhesive group ensures the permanency of the fluorocarbon compounds.
  • Preferred anchoring groups are those based on urethane.
  • foam builders such as alkyl amine oxides, for example Laviron 118SK, Cognis Germany GmbH & Co. KG, Dusseldorf, Germany, can be utilized as additional foaming aids for component (d).
  • alpha - olefin sulfonate such as Reworyl AOS 38 or Sulframin AOS 38 (Goldschmidt GmbH, Germany); and modified lauryl sulfate, such as Tubicoat ELS (CHT R. Breitlich GmbH, Germany) and Baygard Foamer (Lanxess Europe (GmbH & Co KG, Germany) are suitable foam builders.
  • Foaming aids are being utilized for foam improvement methods by adding them directly to the finishing agent, which is to be foamed.
  • the stain and soil repellent compositions of the present invention are prepared in water (e) as solvent.
  • At least one plasticizer (f) can be present in the compositions according to the invention.
  • Polysiloxane compounds such as amino functional polydimethylsiloxane; fatty acid condensation products, such as condensation products of hydrated tallow with 2- [2- aminoethyl)-amino] ethanol; and acetate salt (CAS No. 68425-52-5) or acryl compounds such as bis [acryloxyethyl]-hydroxymethyl ammonium methyl sulfate (CAS No. 93334-15-7) are suitable in principle as plasticizers.
  • a plasticizer from the above mentioned compounds or a mixture of them can be included in the composition according to the invention.
  • Suitable plasticizers are commercially available, for example, Finistrol AFN (fatty acid condensation product) of Thor, Speyer, Germany, and Megasoft JET of Ciba Specialty Chemicals; Perrustol CCA (fatty acid condensation product) of Rudolf GmbH & Co. KG, Geretsried, Germany; Raniesoft TS 20 (fatty acid condensation product) of Ranie Chemie, Wiehl, Germany; Softycon N (fatty acid condensation product) Textilcolor AG, Sevelen, Switzerland; and Zefasoft NI (fatty acid condensation product) of Zschimmer & Schwarz Mohsdorf GmbH & Co. KG, Mohsdorf, Germany.
  • At least one fluorotenside (g) can be included in the composition according to the invention. Better penetration to a carpet with the stain and soil repellent according to the invention is achieved with addition of the fluorotenside.
  • Suitable fluorotensides are obtained, for example, from DuPont Specialty Chemicals under the name Zonyl®.
  • anionic, cationic, non-ionic or amphoteric fluorotensides are useful in practicing the invention.
  • Zonyl® FSA, FSP, FSE, UR, FSJ, FSN, FSN-100, FSO, FSO-100, FSD as well as TBS are especially suitable.
  • compounds with a hydrophobic portion of the formula C n F 2n+1 and a hydrophilic portion for example, containing carboxylic acid or carboxylic acid ester groups, phosphate or phosphoric acid ester groups, ether groups, or sulphonic acid groups are suitable.
  • compositions according to the invention can contain only a special fluorotenside or a mixture of different fluorotensides alone or in a mixture with other non- fluorine containing tensides.
  • At least one blocked isocyanate group containing polymer or oligomer (h) can be used.
  • Gard WEB (Rudolf GmbH & Co. KG, Germany) and Hydrophobol XAN (Ciba, Switzerland) are commercial products, which can be utilized as components (h) in the context of the present invention.
  • the polymers or oligomers of these components contain at least one or more than one blocked isocyanate group, for example 2, 3, 4, 5 or more.
  • compositions according to the invention can further contain customary additives (i) to reduce the cost of the composition.
  • customary additives i
  • the following substances can be used as additives either alone or as mixtures: siloxane; acrylate and substituted acrylate polymers and copolymers; n-methylolacrylamide containing acrylate copolymers; urethane; condensate or precondensate of urea or melamine with formaldehyde; glyoxal resins; condensate of fatty acids with melamine or urea derivatives or with polyamides and their epichlorohydrin adducts; waxes; polyethylene; chlorinated polyethylene; alkene ketene dimers, esters and amides; glycols, such as diethylene glycol; and fatty acids and their derivative and salts, such as stearic acid or stearic acid sodium salt.
  • pH regulators for example, inorganic or organic acids and bases can be used.
  • the components (a) are present in the composition for best results according to the invention at from 0.1 to 3 weight-%, preferably at from 0.2 to 0.5 weight-%, especially preferred at from 0.2 to 0.49 weight-%.
  • Components (b) are present, for example, at from 0.1 to 3 weight-%, preferably at from 0.2 to 0.5 weight-%, especially preferred at from 0.2 to 0.49 weight-%.
  • Components (c) are present, for example, at from 0.5 to 3.5 weight-%, preferably at from 0.7 to 1.7 weight-%, and especially preferred at from 0.7 to 1.69 weight-%.
  • Components (d) are present for example, at from 0 to 5 weight-%, preferably at from 0.05 to 0.1 weight-%, and especially preferred at from 0.05 to 0.09 weight-%.
  • Components (e) are present, for example, at from 71 to 99.3 weight-%, preferably at from 91.4 to 98.84 weight-%, and especially preferred at from 91.47 to 98.83 weight-%.
  • Components (f) are present, for example, at from 0 to 2% weight-%, preferably at from 0.01 to 0.1 weight-%, and especially preferred at from 0.01 to 0.09 weight-%.
  • Components (g) are present, for example, at from 0 to 0.5 weight-%, preferably at from 0 to 0.2 weight-%, and especially preferred at from 0.01 to 0.2 weight-%.
  • Components (h) are present, for example, at from 0 to 2.0 weight-%, preferably at from 0 to 0.5 weight-%, and especially preferred at from 0 to 0.49 weight-%.
  • Components (i) are present, for example, at from 0 to 10 weight-%, preferably at from 0 to 5 weight-%, and especially preferred at from 0 to 4.99 weight-%.
  • the composition of the present invention is applied at a neutral pH, for example, between 6 and 8, and preferably between 7 and 8.
  • a neutral pH for example, between 6 and 8, and preferably between 7 and 8. The pH results when all of the individual components are mixed together.
  • Components (b) alone can only be applied at an acidic pH- value, since this value is required so that they can react with the fibers and become effective.
  • Components (a) alone can be applied at neutral pH value and are effective at that range.
  • a mixture of (a) and (b) according to the invention results in a composition with a neutral pH range. This has a great advantage, since the application of the composition according to the invention with the preferred application method, is the last step of the total process. No rinsing step with water needs to follow. If only components (b) were to be utilized, a (strong) acid would remain on the carpet, which would lead to fiber damage with time.
  • the stain repellents (a) and (b) are first mixed together then (f), and if required (g), (h) and (i) are added. At a later point in time, the mixture is stirred into water and subsequently mixed with the fluorocarbon compound (c) and if required with (d). If additional plasticizer (f) is used, then it is added preferably to the aqueous solution of (a), (b), and if required (g), (h) and (i) as well as (c) and (d).
  • compositions of this invention can be offered and stored in different ways.
  • all components (a) to (d) as well as if required (f) and/or (g) and/or (h) and/or (i) can be premixed, and the mixed composition can be conveniently stored in a suitable container.
  • the individual components can be split into different containers and only added together just prior to or as part of the application.
  • the condensation products (a) and (b) and if required (f) and/or (g) and/or (h) and/or (i) can be stored together in one container, and the components (c) and (d) can be stored separately from each other and separately from (a) and (b). It is also feasible to store mixtures of components (a) to (c) and if required (f) and/or (g) and/or (h) and/or (i) in one container and to store (d) isolated from the mixture. Every conceivable combination and division into individual containers is possible. It is preferred that the components (a), (b) and (f) as well as if required (g), (h) and (i) are mixed in one container and then offered in one container. Upon application, i.e., at the time of application, the mixture is then further mixed with component (c) where (d) may be added if required.
  • compositions of this invention are suitable as a stain and soil repellent for carpets, for example, tufted carpets or woven carpets made from any conceivable polyamide, especially nylon 6 and nylon 6,6. They can be utilized as well for wool carpets or carpets made from a mixture of wool and nylon, especially in the ratio of 80:20.
  • compositions are particularly useful in a process of imparting stain and soil repellent properties to a carpet.them.
  • a mixture of all components is applied to the carpet in a foam-co-application.
  • the stain repellent components (a) and (b) are applied together with fluorocarbon compounds (c) and the other required components onto the carpet as foam and not in succession, as is often the case.
  • the compositions according to the invention are applied at from 0.5 to 5 weight-%, and preferably at from 0.5 to 2 weight-% relative to the pile weight of the carpet.
  • a cut pile nylon carpet (beige), 860 g/m 2 was treated one time (A) with 3 weight-% of the above described mixture in a foam co-application with a fluorocarbon compound, and (B) for comparison with a product which only contains a stain repellent, with sulphonic acid groups and a fluorocarbon compound.
  • the stain repellent efficiency 24 hrs Kool-Aid test and 24 hrs. Coffee test
  • the water and oil repellency as well as light fastness accordinging to ISO 105-BO2
  • resilience towards alkali cleaning products WAQE-test

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP20060785727 2005-07-15 2006-06-28 Fleck- und schmutzabweisende zusammensetzung Active EP1924735B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP20060785727 EP1924735B1 (de) 2005-07-15 2006-06-28 Fleck- und schmutzabweisende zusammensetzung

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP20050106523 EP1746199B1 (de) 2005-07-15 2005-07-15 Fleck- und Schmutzschutz-Zusammensetzung
EP20060785727 EP1924735B1 (de) 2005-07-15 2006-06-28 Fleck- und schmutzabweisende zusammensetzung
PCT/US2006/025142 WO2007011506A1 (en) 2005-07-15 2006-06-28 Stain and soil repellent composition

Publications (2)

Publication Number Publication Date
EP1924735A1 true EP1924735A1 (de) 2008-05-28
EP1924735B1 EP1924735B1 (de) 2010-11-17

Family

ID=35431798

Family Applications (2)

Application Number Title Priority Date Filing Date
EP20050106523 Active EP1746199B1 (de) 2005-07-15 2005-07-15 Fleck- und Schmutzschutz-Zusammensetzung
EP20060785727 Active EP1924735B1 (de) 2005-07-15 2006-06-28 Fleck- und schmutzabweisende zusammensetzung

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP20050106523 Active EP1746199B1 (de) 2005-07-15 2005-07-15 Fleck- und Schmutzschutz-Zusammensetzung

Country Status (9)

Country Link
US (1) US20090130374A1 (de)
EP (2) EP1746199B1 (de)
CN (1) CN101273167A (de)
AT (2) ATE373137T1 (de)
AU (1) AU2006270387A1 (de)
CA (1) CA2612898A1 (de)
DE (2) DE502005001498D1 (de)
RS (1) RS51538B (de)
WO (1) WO2007011506A1 (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012064848A2 (en) * 2010-11-12 2012-05-18 Invista Technologies S.Ar.L. Spray-on anti-soil formulations for fibers, carpets and fabrics
WO2020084457A1 (en) 2018-10-24 2020-04-30 Invista Textiles (U.K.) Limited Method and products to impart stain protection
US20220010486A1 (en) * 2018-11-27 2022-01-13 Toray Industries, Inc. Carpet

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3398182A (en) * 1962-06-22 1968-08-20 Minnesota Mining & Mfg Fluorocarbon urethane compounds
GB1215861A (en) * 1967-02-09 1970-12-16 Minnesota Mining & Mfg Cleanable stain-resistant fabrics or fibers and polymers therefor
US4147851A (en) * 1978-06-13 1979-04-03 E. I. Du Pont De Nemours And Company Fluorine-containing oil- and water-repellant copolymers
EP0242496B1 (de) * 1986-03-06 1991-12-27 Monsanto Company Fleckenabweisende Nylonfasern
CA1327856C (en) * 1989-09-05 1994-03-15 Barry R. Knowlton Method of enhancing the soil- and stain-resistance characteristics of polyamide and wool fabrics, the fabrics so treated, and treating composition
WO1991019849A1 (en) * 1990-06-12 1991-12-26 E.I. Du Pont De Nemours And Company Stain-resistant fabrics
EP0682726B1 (de) * 1993-02-02 1997-12-03 E.I. Du Pont De Nemours And Company Bis(hydroxyphenyl)sulfone-resole als fleckenabweisende mittel für polyamid
WO1997031149A1 (en) * 1996-02-23 1997-08-28 E.I. Du Pont De Nemours And Company Carboxylic acid-containing polymer/resole resin stain-resists
US5725889A (en) * 1996-09-18 1998-03-10 E. I. Du Pont De Nemours And Company Phenolic stain-resists
US6280648B1 (en) * 1998-10-20 2001-08-28 Sybron Chemicals, Inc. Stain resistant composition for polyamide containing substrates
US6852134B2 (en) * 1999-07-08 2005-02-08 Invista North America S.A.R.L. Method of imparting stain resistance to a differentially dyeable textile surface and the article produced thereby
US6395655B1 (en) * 1999-12-17 2002-05-28 Trichromatic Carpet Inc. Polyamide fiber substrate having strain resistance, composition and method
US20010027581A1 (en) * 2000-03-10 2001-10-11 Yanhui Sun Dyeable and stain resistant nylon carpet treatment
US6811574B2 (en) * 2000-07-03 2004-11-02 Dupont Textiles & Interiors, Inc. Method of after-treatment of a dyeable nylon textile surface with a stain resist and the article produced thereby
US7078454B2 (en) * 2002-04-17 2006-07-18 3M Innovative Properties Company Repellent fluorochemical compositions
US20050015886A1 (en) * 2003-07-24 2005-01-27 Shaw Industries Group, Inc. Methods of treating and cleaning fibers, carpet yarns and carpets
US7785374B2 (en) * 2005-01-24 2010-08-31 Columbia Insurance Co. Methods and compositions for imparting stain resistance to nylon materials
CA2843303A1 (en) * 2007-05-18 2008-11-18 Invista Technologies S.A.R.L. Method and composition for treating fibrous substrates

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2007011506A1 *

Also Published As

Publication number Publication date
EP1746199B1 (de) 2007-09-12
AU2006270387A1 (en) 2007-01-25
EP1924735B1 (de) 2010-11-17
CN101273167A (zh) 2008-09-24
US20090130374A1 (en) 2009-05-21
DE502005001498D1 (de) 2007-10-25
DE602006018326D1 (de) 2010-12-30
WO2007011506A1 (en) 2007-01-25
ATE373137T1 (de) 2007-09-15
ATE488637T1 (de) 2010-12-15
EP1746199A1 (de) 2007-01-24
CA2612898A1 (en) 2007-01-25
RS51538B (en) 2011-06-30

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