CA2406520A1 - Ion-sensitive hard water dispersible polymers and applications therefor - Google Patents

Ion-sensitive hard water dispersible polymers and applications therefor Download PDF

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Publication number
CA2406520A1
CA2406520A1 CA002406520A CA2406520A CA2406520A1 CA 2406520 A1 CA2406520 A1 CA 2406520A1 CA 002406520 A CA002406520 A CA 002406520A CA 2406520 A CA2406520 A CA 2406520A CA 2406520 A1 CA2406520 A1 CA 2406520A1
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Prior art keywords
polymer
salt
ion
weight percent
ppm
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Granted
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CA002406520A
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French (fr)
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CA2406520C (en
Inventor
Frederick J. Lang
Dave A. Soerens
Yihua Chang
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Kimberly Clark Worldwide Inc
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Individual
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/04—Acids, Metal salts or ammonium salts thereof
    • C08F20/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
    • A61L15/24—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/42—Use of materials characterised by their function or physical properties
    • A61L15/62—Compostable, hydrosoluble or hydrodegradable materials
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/52—Amides or imides
    • C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F220/56—Acrylamide; Methacrylamide
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/44—Preparation of metal salts or ammonium salts
    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
    • D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
    • D04H1/58—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties by applying, incorporating or activating chemical or thermoplastic bonding agents, e.g. adhesives
    • D04H1/587—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties by applying, incorporating or activating chemical or thermoplastic bonding agents, e.g. adhesives characterised by the bonding agents used
    • 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
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2933—Coated or with bond, impregnation or core
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2933—Coated or with bond, impregnation or core
    • Y10T428/2964—Artificial fiber or filament
    • Y10T428/2967—Synthetic resin or polymer
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2933—Coated or with bond, impregnation or core
    • Y10T428/2964—Artificial fiber or filament
    • Y10T428/2967—Synthetic resin or polymer
    • Y10T428/2969—Polyamide, polyimide or polyester

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • Hematology (AREA)
  • Materials Engineering (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Textile Engineering (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Nonwoven Fabrics (AREA)
  • Absorbent Articles And Supports Therefor (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

The present invention is directed to ion-sensitive, hard water dispersible polymers. The present invention is also directed to a method of making ion-sensitive, hard water dispersible polymers and their applicability as binder compositions. The present invention is further directed to fiber-containing fabrics and webs comprising ion-sensitive, hard water dispersible binder compositions and their applicability in water dispersible personal care products.

Claims (32)

1. An ion-sensitive polymer, wherein the polymer is insoluble in a salt solution containing at least about 0.3 weight percent salt, said salt comprising one or more monovalent or multivalent ions; wherein the polymer is soluble in tap water containing up to about 500 ppm of one or more multivalent ions;
and wherein the polymer is not formed from acrylic acid or methacrylic acid monomers.
2. The ion-sensitive polymer of Claim 1, wherein the polymer is insoluble in a salt solution containing at least about 0.3 weight percent salt, said salt comprising one or more monovalent or multivalent ions; and wherein the polymer is soluble in tap water containing from about 15 ppm to about 200 ppm of one or more multivalent ions.
3. The ion-sensitive polymer of Claim 2, wherein the polymer is insoluble in a salt solution containing at least about 0.3 weight percent salt, said salt comprising one or more monovalent or multivalent ions; and wherein the polymer is soluble in tap water containing from about 15 ppm to about 150 ppm of one or more multivalent ions.
4. The ion-sensitive polymer of Claim 3, wherein the polymer is insoluble in a salt solution containing at least about 0.3 weight percent salt, said salt comprising one or more monovalent or multivalent ions; and wherein the polymer is soluble in tap water containing from about 15 ppm to about 100 ppm of one or more multivalent ions.
5. The ion-sensitive polymer of Claim 4, wherein the polymer is insoluble in a salt solution containing at least about 0.3 weight percent salt, said salt comprising one or more monovalent or multivalent ions; and wherein the polymer is soluble in tap water containing from about 15 ppm to about 50 ppm of one or more multivalent ions.
6. The ion-sensitive polymer of Claim 1, wherein the polymer is insoluble in a salt solution containing from about 0.5 weight percent to about 5.0 weight percent of the salt.
7. The ion-sensitive polymer of Claim 1, wherein the polymer is insoluble in a salt solution containing from about 0.5 weight percent to about 3.0 weight percent of the salt.
8. The ion-sensitive polymer of Claim 1, wherein the multivalent ions comprise Ca2+ ions, Mg2+ ions, Zn2+ ions, or a combination thereof.
9. The ion-sensitive polymer of Claim 1, wherein the monovalent ions comprise Na+ ions, Li+ ions, K+ ions, NH4+ ions, or a combination thereof.
10. The ion-sensitive polymer of Claim 1, wherein the polymer is formed from one or more monomers selected from styrenesulfonic acid (SS); sodium salt of styrenesulfonic acid (NaSS); 2-acrylamido-2-methyl-1-propanesulfonic acid (AMPS), sodium salt of 2-acrylamido-2-methyl-1-propanesulfonic acid (NaAMPS); vinylsulfonic acid; sodium salt of vinylsulfonic acid;
sulfonate-containing alkyl acrylates, wherein the alkyl group contains from 2 to 4 carbon atoms; sodium salt of sulfonate-containing alkyl acrylates, wherein the alkyl group contains from 2 to 4 carbon atoms; sulfonate-containing alkyl methacrylates wherein the alkyl group contains from 2 to 4 carbon atoms; and sodium salt of sulfonate-containing alkyl methacrylates wherein the alkyl group contains from 2 to 4 carbon atoms.
11. The ion-sensitive polymer of Claim 1, wherein the polymer comprises: AMPS or NaAMPS; and one or more alkyl acrylates.
12. The ion-sensitive polymer of Claim 11, wherein the polymer is formed from at least two of the following monomers:
AMPS or NaAMPS, butyl acrylate, and 2-ethylhexyl acrylate.
13. The ion-sensitive polymer of Claim 12, wherein the polymer comprises from about 15 to about 30 mol% AMPS or NaAMPS; from about 70 to about 85 mol% butyl acrylate; and from about 0 to about 15 mol% 2-ethylhexyl acrylate.
14. The ion-sensitive polymer of Claim 13, wherein the polymer comprises from about 18 to about 23 mol% AMPS or NaAMPS; from about 77 to about 82 mol% butyl acrylate; and from about 0 to about 10 mol% 2-ethylhexyl acrylate.
15. A binder composition for binding fibrous material into an integral web, said binder composition comprising the ion-sensitive polymer of Claim 1.
16. A nonwoven fabric comprising fibrous material and a binder material, wherein the binder material comprising the binder composition of Claim 15.
17. An ion-sensitive polymer formed from at least two monomers selected from the group consisting of AMPS or NaAMPS, butyl acrylate, and 2-ethylhexyl acrylate; wherein the polymer is insoluble in a salt solution containing at leastabout 0.3 weight percent salt, said salt comprising one or more monovalent or multivalent ions; and wherein the polymer is soluble in tap water containing up to about 500 ppm of one or more multivalent ions.
18. The ion-sensitive polymer of Claim 17, wherein the polymer comprises from about 15 to about 30 mol% AMPS or NaAMPS; from about 70 to about 85 mol% butyl acrylate; and from about 0 to about 15 mol% 2-ethylhexyl acrylate.
19. The ion-sensitive polymer of Claim 18, wherein the polymer comprises from about 18 to about 23 mol% AMPS or NaAMPS; from about 77 to about 82 mol% butyl acrylate; and from about 0 to about 10 mol% 2-ethylhexyl acrylate.
20. A binder composition for binding fibrous material into an integral web, said binder composition comprising the ion-sensitive polymer of Claim 17.
21. A nonwoven fabric comprising fibrous material and a binder material, wherein the binder material comprising the binder composition of Claim 20.
22. A fibrous substrate comprising:
fibrous material; and a binder composition for binding said fibrous material into an integral web, said binder composition comprising an ion-sensitive polymer, wherein the polymer is insoluble in a salt solution containing at least about 0.3 weight percent salt, said salt comprising one or more monovalent or multivalent ions; wherein the polymer is soluble in tap water containing up to about 500 ppm of one or more multivalent ions; and wherein the polymer is not formed from acrylic acid or methacrylic acid monomers.
23. The fibrous substrate of Claim 22, wherein the polymer is insoluble in a salt solution containing at least about 0.3 weight percent salt, said salt comprising one or more monovalent or multivalent ions; and wherein the polymer is soluble in tap water containing from about 15 ppm to about 200 ppm of one or more multivalent ions.
24. The fibrous substrate of Claim 23, wherein the polymer is insoluble in a salt solution containing at least about 0.3 weight percent salt, said salt comprising one or more monovalent or multivalent ions; and wherein the polymer is soluble in tap water containing from about 15 ppm to about 100 ppm of one or more multivalent ions.
25. The fibrous substrate of Claim 23, wherein the polymer is insoluble in a salt solution containing at least about 0.3 weight percent salt, said salt comprising one or more monovalent or multivalent ions; and wherein the polymer is soluble in tap water containing from about 15 ppm to about 50 ppm of one or more multivalent ions.
26. The fibrous substrate of Claim 22, wherein the polymer is insoluble in a salt solution containing from about 0.5 weight percent to about 5.0 weight percent of the salt.
27. The fibrous substrate of Claim 26, wherein the polymer is insoluble in a salt solution containing from about 0.5 weight percent to about 3.0 weight percent of the salt.
28. A water-dispersible article comprising the fibrous substrate of Claim 22.
29. The water-dispersible article of Claim 28, wherein the water-dispersible article comprises a body-side liner, fluid distribution material, fluid in-take material, absorbent wrap sheet, cover stock, or wet wipe.
30. A wet wipe comprising the fibrous substrate of Claim 22.
31. A method of making the ion-sensitive polymer of Claim 1, said method comprising:
polymerizing at least one alkyl acrylate monomer and at least one sulfonate-containing monomer.
32. A method of making the ion-sensitive polymer of Claim 1, said method comprising:
polymerizing at least one alkyl acrylate monomer and at least one additional monomer to form a first polymer; and sulfonating the first polymer.
CA2406520A 2000-05-04 2001-05-03 Ion-sensitive hard water dispersible polymers and applications therefor Expired - Fee Related CA2406520C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US09/565,623 2000-05-04
US09/565,623 US6537663B1 (en) 2000-05-04 2000-05-04 Ion-sensitive hard water dispersible polymers and applications therefor
PCT/US2001/014433 WO2001083573A1 (en) 2000-05-04 2001-05-03 Ion-sensitive hard water dispersible polymers and applications therefor

Publications (2)

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CA2406520A1 true CA2406520A1 (en) 2001-11-08
CA2406520C CA2406520C (en) 2010-03-23

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US (1) US6537663B1 (en)
EP (1) EP1280836B1 (en)
JP (1) JP2003534401A (en)
KR (1) KR100773623B1 (en)
CN (1) CN1237078C (en)
AR (1) AR030560A1 (en)
AU (2) AU6297601A (en)
BR (1) BR0110587B1 (en)
CA (1) CA2406520C (en)
DE (1) DE60121568T2 (en)
ES (1) ES2263621T3 (en)
MX (1) MXPA02010859A (en)
PL (1) PL358154A1 (en)
TW (1) TWI283247B (en)
WO (1) WO2001083573A1 (en)

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